# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_10
_audit_creation_date             2013-09-13
_audit_creation_method           
;
  Olex2 1.2
  (compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_chemical_formula_moiety         'C11 H10 N P Se2, C5 H5 N'
_chemical_formula_sum            'C16 H15 N2 P Se2'
_chemical_formula_weight         424.20
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Se Se -0.0929 2.2259
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2+Z
3 1/2+X,1/2-Y,+Z
4 -X,-Y,1/2+Z

_symmetry_Int_Tables_number      33
_cell_length_a                   13.948(3)
_cell_length_b                   10.4836(18)
_cell_length_c                   11.642(2)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     1702.3(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7626
_cell_measurement_temperature    173
_cell_measurement_theta_max      25.32
_cell_measurement_theta_min      3.00
_exptl_absorpt_coefficient_mu    4.433
_exptl_absorpt_correction_T_max  0.875
_exptl_absorpt_correction_T_min  0.196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_F_000             832.00
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.030
_diffrn_reflns_av_R_equivalents  0.0655
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10588
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.329
_diffrn_reflns_theta_min         2.995
#==============================================================================
# EXPERIMENTAL DATA
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean 7.353
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_reflns_number_gt                2276
_reflns_number_total             2544
_reflns_threshold_expression     F²>2.0σ(F²)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 rc13'
_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 rc13'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_refine_diff_density_max         0.510
_refine_diff_density_min         -0.780
_refine_ls_abs_structure_details 
'Parsons and Flack (2004), Acta Cryst. A60, s61'
_refine_ls_abs_structure_Flack   0.135(14)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2544
_refine_ls_number_restraints     1
_refine_ls_R_factor_gt           0.0392
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0199P)²+2.8988P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0803
#==============================================================================
# REFINEMENT DATA
_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.09187(5) 0.55197(8) 0.60578(8) 0.0270(3) Uani 1.0 4 d . . .
Se2 Se 0.10185(5) 0.49477(9) 0.29629(8) 0.0312(3) Uani 1.0 4 d . . .
P1 P 0.17200(12) 0.5238(2) 0.4543(2) 0.0179(5) Uani 1.0 4 d . . .
N1 N 0.2490(4) 0.6698(6) 0.4335(6) 0.0170(14) Uani 1.0 4 d . . .
N13 N 0.1183(6) 1.0361(8) 0.6114(10) 0.047(2) Uani 1.0 4 d . . .
C2 C 0.2960(6) 0.6858(8) 0.3344(7) 0.0229(19) Uani 1.0 4 d . . .
C3 C 0.3560(6) 0.7875(8) 0.3173(8) 0.027(2) Uani 1.0 4 d . . .
C4 C 0.3658(6) 0.8782(8) 0.4033(8) 0.030(3) Uani 1.0 4 d . . .
C5 C 0.3167(6) 0.8610(8) 0.5042(8) 0.034(3) Uani 1.0 4 d . . .
C6 C 0.2595(5) 0.7566(8) 0.5188(7) 0.0222(18) Uani 1.0 4 d . . .
C7 C 0.2704(5) 0.4106(7) 0.4753(7) 0.0182(18) Uani 1.0 4 d . . .
C8 C 0.3066(5) 0.3888(7) 0.5841(8) 0.028(2) Uani 1.0 4 d . . .
C9 C 0.3787(6) 0.2998(8) 0.5996(11) 0.038(3) Uani 1.0 4 d . . .
C10 C 0.4146(7) 0.2329(9) 0.5079(10) 0.042(3) Uani 1.0 4 d . . .
C11 C 0.3808(7) 0.2555(8) 0.3984(10) 0.040(3) Uani 1.0 4 d . . .
C12 C 0.3083(6) 0.3436(8) 0.3839(8) 0.029(2) Uani 1.0 4 d . . .
C14 C 0.0622(7) 0.9360(9) 0.5932(12) 0.041(3) Uani 1.0 4 d . . .
C15 C 0.0289(7) 0.9022(9) 0.4882(11) 0.045(3) Uani 1.0 4 d . . .
C16 C 0.0525(10) 0.9721(12) 0.3939(12) 0.067(4) Uani 1.0 4 d . . .
C17 C 0.1122(9) 1.0750(11) 0.4113(11) 0.064(4) Uani 1.0 4 d . . .
C18 C 0.1419(8) 1.1012(10) 0.5189(11) 0.052(3) Uani 1.0 4 d . . .
H2 H 0.2877 0.6252 0.2746 0.0274 Uiso 1.0 4 calc R . .
H3 H 0.3905 0.7959 0.2473 0.0321 Uiso 1.0 4 calc R . .
H4 H 0.4057 0.9507 0.3926 0.0360 Uiso 1.0 4 calc R . .
H5 H 0.3225 0.9220 0.5642 0.0408 Uiso 1.0 4 calc R . .
H6 H 0.2266 0.7447 0.5895 0.0266 Uiso 1.0 4 calc R . .
H8 H 0.2820 0.4347 0.6480 0.0332 Uiso 1.0 4 calc R . .
H9 H 0.4037 0.2850 0.6744 0.0453 Uiso 1.0 4 calc R . .
H10 H 0.4630 0.1705 0.5199 0.0502 Uiso 1.0 4 calc R . .
H11 H 0.4069 0.2113 0.3344 0.0481 Uiso 1.0 4 calc R . .
H12 H 0.2838 0.3585 0.3089 0.0350 Uiso 1.0 4 calc R . .
H14 H 0.0444 0.8852 0.6573 0.0497 Uiso 1.0 4 calc R . .
H15 H -0.0111 0.8294 0.4804 0.0541 Uiso 1.0 4 calc R . .
H16 H 0.0290 0.9510 0.3197 0.0798 Uiso 1.0 4 calc R . .
H17 H 0.1321 1.1265 0.3485 0.0763 Uiso 1.0 4 calc R . .
H18 H 0.1832 1.1724 0.5288 0.0627 Uiso 1.0 4 calc R . .


#==============================================================================
# MOLECULAR GEOMETRY
_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Se1 P1 2.108(3) yes . .
Se2 P1 2.106(3) yes . .
P1 N1 1.886(7) yes . .
P1 C7 1.830(7) yes . .
N1 C2 1.337(10) yes . .
N1 C6 1.354(10) yes . .
N13 C14 1.326(12) yes . .
N13 C18 1.317(16) yes . .
C2 C3 1.370(11) yes . .
C2 H2 0.950 no . .
C3 C4 1.387(12) yes . .
C3 H3 0.950 no . .
C4 C5 1.372(13) yes . .
C4 H4 0.950 no . .
C5 C6 1.365(12) yes . .
C5 H5 0.950 no . .
C6 H6 0.950 no . .
C7 C8 1.383(12) yes . .
C7 C12 1.381(12) yes . .
C8 C9 1.384(11) yes . .
C8 H8 0.950 no . .
C9 C10 1.372(15) yes . .
C9 H9 0.950 no . .
C10 C11 1.379(15) yes . .
C10 H10 0.950 no . .
C11 C12 1.380(12) yes . .
C11 H11 0.950 no . .
C12 H12 0.950 no . .
C14 C15 1.355(18) yes . .
C14 H14 0.950 no . .
C15 C16 1.360(17) yes . .
C15 H15 0.950 no . .
C16 C17 1.378(18) yes . .
C16 H16 0.950 no . .
C17 C18 1.347(18) yes . .
C17 H17 0.950 no . .
C18 H18 0.950 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
Se1 P1 Se2 120.30(9) yes . . .
Se1 P1 N1 107.2(3) yes . . .
Se1 P1 C7 112.1(3) yes . . .
Se2 P1 N1 105.6(3) yes . . .
Se2 P1 C7 111.8(3) yes . . .
N1 P1 C7 96.7(3) yes . . .
P1 N1 C2 119.5(6) yes . . .
P1 N1 C6 120.8(5) yes . . .
C2 N1 C6 119.7(7) yes . . .
C14 N13 C18 115.2(11) yes . . .
N1 C2 C3 121.5(8) yes . . .
N1 C2 H2 119.239 no . . .
C3 C2 H2 119.248 no . . .
C2 C3 C4 119.2(8) yes . . .
C2 C3 H3 120.386 no . . .
C4 C3 H3 120.390 no . . .
C3 C4 C5 118.6(8) yes . . .
C3 C4 H4 120.694 no . . .
C5 C4 H4 120.689 no . . .
C4 C5 C6 120.2(8) yes . . .
C4 C5 H5 119.890 no . . .
C6 C5 H5 119.880 no . . .
N1 C6 C5 120.7(7) yes . . .
N1 C6 H6 119.635 no . . .
C5 C6 H6 119.641 no . . .
P1 C7 C8 120.2(6) yes . . .
P1 C7 C12 120.9(7) yes . . .
C8 C7 C12 118.9(7) yes . . .
C7 C8 C9 119.8(9) yes . . .
C7 C8 H8 120.114 no . . .
C9 C8 H8 120.115 no . . .
C8 C9 C10 120.5(10) yes . . .
C8 C9 H9 119.732 no . . .
C10 C9 H9 119.727 no . . .
C9 C10 C11 120.5(9) yes . . .
C9 C10 H10 119.770 no . . .
C11 C10 H10 119.777 no . . .
C10 C11 C12 118.6(9) yes . . .
C10 C11 H11 120.695 no . . .
C12 C11 H11 120.696 no . . .
C7 C12 C11 121.7(9) yes . . .
C7 C12 H12 119.128 no . . .
C11 C12 H12 119.131 no . . .
N13 C14 C15 123.6(11) yes . . .
N13 C14 H14 118.209 no . . .
C15 C14 H14 118.201 no . . .
C14 C15 C16 120.3(10) yes . . .
C14 C15 H15 119.862 no . . .
C16 C15 H15 119.858 no . . .
C15 C16 C17 116.7(12) yes . . .
C15 C16 H16 121.628 no . . .
C17 C16 H16 121.635 no . . .
C16 C17 C18 118.8(12) yes . . .
C16 C17 H17 120.602 no . . .
C18 C17 H17 120.601 no . . .
N13 C18 C17 125.3(11) yes . . .
N13 C18 H18 117.335 no . . .
C17 C18 H18 117.336 no . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
Se1 Se2 3.5299(13) no . 4_565
Se1 C6 3.331(8) no . .
Se1 C8 3.458(8) no . .
Se1 H3 3.1592 no . 2_545
Se1 H4 3.5042 no . 2_545
Se1 H4 3.5917 no . 3_465
Se1 H6 2.7663 no . .
Se1 H8 2.9643 no . .
Se1 H10 3.1099 no . 3_455
Se1 H11 3.1422 no . 2_555
Se1 H15 3.5572 no . .
Se2 Se1 3.5299(13) no . 4_564
Se2 C2 3.398(8) no . .
Se2 C12 3.441(8) no . .
Se2 H2 2.9417 no . .
Se2 H4 3.0113 no . 3_465
Se2 H5 2.9992 no . 2_544
Se2 H9 3.3582 no . 2_554
Se2 H11 3.5012 no . 3_455
Se2 H12 2.9158 no . .
P1 H2 2.8487 no . .
P1 H6 2.9017 no . .
P1 H8 2.8829 no . .
P1 H12 2.8807 no . .
N1 C4 2.748(10) no . .
N1 C8 3.522(10) no . .
N1 C12 3.566(10) no . .
N1 H3 3.2156 no . .
N1 H5 3.2177 no . .
N1 H8 3.5397 no . .
N1 H15 3.3907 no . 3_565
N13 C2 3.260(13) no . 2_555
N13 C3 3.580(13) no . 2_555
N13 C5 3.547(12) no . .
N13 C16 2.776(17) no . .
N13 H2 2.4896 no . 2_555
N13 H3 3.1520 no . 2_555
N13 H5 3.1377 no . .
N13 H6 3.4182 no . .
N13 H12 3.2582 no . 2_555
N13 H15 3.2072 no . .
N13 H16 3.1815 no . 4_575
N13 H17 3.2097 no . .
C2 N13 3.260(13) no . 2_544
C2 C5 2.714(12) no . .
C2 C7 3.338(11) no . .
C2 H4 3.2416 no . .
C2 H6 3.1831 no . .
C2 H8 3.5637 no . 2_554
C2 H9 3.5088 no . 2_554
C2 H12 3.4483 no . .
C2 H15 3.1855 no . 3_565
C2 H16 3.5559 no . 3_565
C2 H18 3.5731 no . 2_544
C3 N13 3.580(13) no . 2_544
C3 C6 2.724(12) no . .
C3 H5 3.2353 no . .
C3 H8 3.1572 no . 2_554
C3 H15 2.9225 no . 3_565
C3 H16 3.4749 no . 3_565
C4 H2 3.2353 no . .
C4 H6 3.2283 no . .
C4 H15 2.9132 no . 3_565
C5 N13 3.547(12) no . .
C5 C18 3.509(14) no . .
C5 H3 3.2359 no . .
C5 H15 3.1354 no . 3_565
C6 C14 3.444(12) no . .
C6 C15 3.577(12) no . .
C6 H2 3.1832 no . .
C6 H4 3.2336 no . .
C6 H12 3.5937 no . 2_555
C6 H15 3.3546 no . 3_565
C7 C10 2.768(12) no . .
C7 H2 3.2532 no . .
C7 H9 3.2496 no . .
C7 H11 3.2685 no . .
C7 H18 2.8462 no . 1_545
C8 C11 2.775(14) no . .
C8 H3 3.4802 no . 2_545
C8 H10 3.2486 no . .
C8 H12 3.2355 no . .
C8 H18 2.9193 no . 1_545
C9 C12 2.736(15) no . .
C9 H2 3.5897 no . 2_545
C9 H11 3.2481 no . .
C9 H16 3.2762 no . 2_545
C9 H18 3.1471 no . 1_545
C10 C17 3.595(15) no . 3_565
C10 H4 3.2511 no . 1_545
C10 H5 3.5639 no . 1_545
C10 H8 3.2492 no . .
C10 H12 3.2296 no . .
C10 H18 3.2979 no . 1_545
C11 H4 3.2150 no . 1_545
C11 H9 3.2434 no . .
C11 H14 3.2886 no . 2_544
C11 H18 3.2644 no . 1_545
C12 H2 3.2279 no . .
C12 H8 3.2413 no . .
C12 H10 3.2336 no . .
C12 H14 3.3712 no . 2_544
C12 H17 3.3741 no . 1_545
C12 H18 3.0182 no . 1_545
C14 C6 3.444(12) no . .
C14 C17 2.664(18) no . .
C14 H2 3.5742 no . 2_555
C14 H6 3.0471 no . .
C14 H12 3.4024 no . 2_555
C14 H16 3.1586 no . 4_575
C14 H16 3.2212 no . .
C14 H18 3.0909 no . .
C15 C6 3.577(12) no . .
C15 C18 2.639(14) no . .
C15 H6 3.4241 no . .
C15 H17 3.2010 no . .
C15 H18 3.5887 no . .
C16 H9 3.2789 no . 2_554
C16 H14 3.4138 no . 4_574
C16 H14 3.2010 no . .
C16 H18 3.1932 no . .
C17 C10 3.595(15) no . 3_465
C17 H15 3.1993 no . .
C18 C5 3.509(14) no . .
C18 H2 3.1449 no . 2_555
C18 H3 3.3830 no . 2_555
C18 H5 3.1868 no . .
C18 H10 3.4579 no . 3_465
C18 H14 3.0947 no . .
C18 H15 3.5883 no . .
C18 H16 3.2145 no . .
H2 N13 2.4896 no . 2_544
H2 C9 3.5897 no . 2_554
H2 C14 3.5742 no . 2_544
H2 C18 3.1449 no . 2_544
H2 H3 2.3150 no . .
H2 H5 3.5917 no . 2_544
H2 H9 3.3601 no . 2_554
H2 H12 2.8249 no . .
H2 H16 3.4991 no . 3_565
H2 H18 2.9326 no . 2_544
H3 Se1 3.1592 no . 2_554
H3 N13 3.1520 no . 2_544
H3 C8 3.4802 no . 2_554
H3 C18 3.3830 no . 2_544
H3 H4 2.3531 no . .
H3 H8 3.0398 no . 2_554
H3 H9 3.1119 no . 4_664
H3 H10 3.3633 no . 4_664
H3 H15 3.3121 no . 3_565
H3 H16 3.3382 no . 3_565
H3 H18 3.0343 no . 2_544
H4 Se1 3.5917 no . 3_565
H4 Se1 3.5042 no . 2_554
H4 Se2 3.0113 no . 3_565
H4 C10 3.2511 no . 1_565
H4 C11 3.2150 no . 1_565
H4 H5 2.3302 no . .
H4 H10 2.8539 no . 1_565
H4 H11 2.8153 no . 1_565
H4 H15 3.3178 no . 3_565
H5 Se2 2.9992 no . 2_555
H5 N13 3.1377 no . .
H5 C10 3.5639 no . 1_565
H5 C18 3.1868 no . .
H5 H2 3.5917 no . 2_555
H5 H6 2.3081 no . .
H5 H10 3.3006 no . 1_565
H5 H12 3.2793 no . 2_555
H5 H18 3.2926 no . .
H6 N13 3.4182 no . .
H6 C14 3.0471 no . .
H6 C15 3.4241 no . .
H6 H8 3.4094 no . .
H6 H11 3.4239 no . 2_555
H6 H12 2.8234 no . 2_555
H6 H14 3.0421 no . .
H8 C2 3.5637 no . 2_545
H8 C3 3.1572 no . 2_545
H8 H3 3.0398 no . 2_545
H8 H9 2.3317 no . .
H8 H16 3.3128 no . 2_545
H8 H17 3.3060 no . 2_545
H8 H18 3.3745 no . 1_545
H9 Se2 3.3582 no . 2_545
H9 C2 3.5088 no . 2_545
H9 C16 3.2789 no . 2_545
H9 H2 3.3601 no . 2_545
H9 H3 3.1119 no . 4_665
H9 H10 2.3152 no . .
H9 H16 2.6024 no . 2_545
H10 Se1 3.1099 no . 3_555
H10 C18 3.4579 no . 3_565
H10 H3 3.3633 no . 4_665
H10 H4 2.8539 no . 1_545
H10 H5 3.3006 no . 1_545
H10 H11 2.3363 no . .
H10 H18 3.4868 no . 3_565
H11 Se1 3.1422 no . 2_544
H11 Se2 3.5012 no . 3_555
H11 H4 2.8153 no . 1_545
H11 H6 3.4239 no . 2_544
H11 H12 2.3279 no . .
H11 H14 2.8342 no . 2_544
H11 H17 3.5756 no . 3_565
H12 N13 3.2582 no . 2_544
H12 C6 3.5937 no . 2_544
H12 C14 3.4024 no . 2_544
H12 H5 3.2793 no . 2_544
H12 H6 2.8234 no . 2_544
H12 H14 2.9888 no . 2_544
H12 H17 3.2564 no . 1_545
H12 H18 3.5109 no . 1_545
H14 C11 3.2886 no . 2_555
H14 C12 3.3712 no . 2_555
H14 C16 3.4138 no . 4_575
H14 H6 3.0421 no . .
H14 H11 2.8342 no . 2_555
H14 H12 2.9888 no . 2_555
H14 H15 2.2775 no . .
H14 H16 2.7522 no . 4_575
H14 H17 3.3214 no . 4_575
H15 Se1 3.5572 no . .
H15 N1 3.3907 no . 3_465
H15 C2 3.1855 no . 3_465
H15 C3 2.9225 no . 3_465
H15 C4 2.9132 no . 3_465
H15 C5 3.1354 no . 3_465
H15 C6 3.3546 no . 3_465
H15 H3 3.3121 no . 3_465
H15 H4 3.3178 no . 3_465
H15 H16 2.3310 no . .
H16 N13 3.1815 no . 4_574
H16 C2 3.5559 no . 3_465
H16 C3 3.4749 no . 3_465
H16 C9 3.2762 no . 2_554
H16 C14 3.1586 no . 4_574
H16 H2 3.4991 no . 3_465
H16 H3 3.3382 no . 3_465
H16 H8 3.3128 no . 2_554
H16 H9 2.6024 no . 2_554
H16 H14 2.7522 no . 4_574
H16 H17 2.3598 no . .
H17 C12 3.3741 no . 1_565
H17 H8 3.3060 no . 2_554
H17 H11 3.5756 no . 3_465
H17 H12 3.2564 no . 1_565
H17 H14 3.3214 no . 4_574
H17 H18 2.2672 no . .
H18 C2 3.5731 no . 2_555
H18 C7 2.8462 no . 1_565
H18 C8 2.9193 no . 1_565
H18 C9 3.1471 no . 1_565
H18 C10 3.2979 no . 1_565
H18 C11 3.2644 no . 1_565
H18 C12 3.0182 no . 1_565
H18 H2 2.9326 no . 2_555
H18 H3 3.0343 no . 2_555
H18 H5 3.2926 no . .
H18 H8 3.3745 no . 1_565
H18 H10 3.4868 no . 3_465
H18 H12 3.5109 no . 1_565

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
Se1 P1 N1 C2 -169.7(4) no . . . .
Se1 P1 N1 C6 12.4(5) no . . . .
Se1 P1 C7 C8 -22.6(6) no . . . .
Se1 P1 C7 C12 155.9(4) no . . . .
Se2 P1 N1 C2 -40.3(5) no . . . .
Se2 P1 N1 C6 141.8(4) no . . . .
Se2 P1 C7 C8 -161.1(4) no . . . .
Se2 P1 C7 C12 17.4(6) no . . . .
P1 N1 C2 C3 -177.1(5) no . . . .
P1 N1 C6 C5 178.7(5) no . . . .
P1 C7 C8 C9 177.8(5) no . . . .
P1 C7 C12 C11 -178.3(5) no . . . .
N1 P1 C7 C8 89.1(5) no . . . .
N1 P1 C7 C12 -92.4(5) no . . . .
N1 C2 C3 C4 -2.1(11) no . . . .
N13 C14 C15 C16 0.0(14) no . . . .
C2 N1 C6 C5 0.8(10) no . . . .
C2 C3 C4 C5 1.6(11) no . . . .
C3 C4 C5 C6 -0.1(12) no . . . .
C4 C5 C6 N1 -1.2(12) no . . . .
C6 N1 C2 C3 0.8(11) no . . . .
C7 P1 N1 C2 74.6(5) no . . . .
C7 P1 N1 C6 -103.3(5) no . . . .
C7 C8 C9 C10 -0.1(11) no . . . .
C8 C7 C12 C11 0.2(11) no . . . .
C8 C9 C10 C11 1.6(12) no . . . .
C9 C10 C11 C12 -2.1(13) no . . . .
C10 C11 C12 C7 1.2(13) no . . . .
C12 C7 C8 C9 -0.8(11) no . . . .
C14 N13 C18 C17 1.4(14) no . . . .
C14 C15 C16 C17 1.2(16) no . . . .
C15 C16 C17 C18 -1.1(17) no . . . .
C16 C17 C18 N13 -0.2(18) no . . . .
C18 N13 C14 C15 -1.2(13) no . . . .

_database_code_depnum_ccdc_archive 'CCDC 985890'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_LADW5-fs
_chemical_formula_moiety         'C32 H32 N4 P2 Se6'
#==============================================================================
# CHEMICAL DATA
_chemical_formula_sum            'C32 H32 N4 P2 Se6'
_chemical_formula_weight         1008.34
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Se Se -0.0929 2.2259
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z

_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_cell_length_a                   9.422(3)
_cell_length_b                   9.570(3)
_cell_length_c                   21.600(6)
_cell_angle_alpha                94.891(8)
_cell_angle_beta                 94.728(11)
_cell_angle_gamma                106.893(9)
_cell_volume                     1845.2(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5428
_cell_measurement_temperature    125
_cell_measurement_theta_max      25.41
_cell_measurement_theta_min      3.13
_exptl_absorpt_coefficient_mu    6.065
_exptl_absorpt_correction_T_max  0.834
_exptl_absorpt_correction_T_min  0.479
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.815
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_F_000             972.00
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.030
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            13315
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
#==============================================================================
# EXPERIMENTAL DATA
_diffrn_ambient_temperature      125
_diffrn_detector_area_resol_mean 14.286
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  'Rigaku Saturn70'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_reflns_number_gt                4576
_reflns_number_total             6185
_reflns_threshold_expression     F²>2.0σ(F²)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r5'
_computing_data_collection       'CrystalClear-SM Expert 2.0 r5 (Rigaku, 2010)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r5'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    SIR97
_refine_diff_density_max         2.340
_refine_diff_density_min         -0.860
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     397
_refine_ls_number_reflns         6183
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0446
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0356P)²+7.4159P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1118
#==============================================================================
# REFINEMENT DATA
_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se -0.19272(8) 0.33796(7) 0.05148(3) 0.02927(19) Uani 1.0 2 d . . .
Se2 Se 0.00667(8) 0.66463(7) 0.16341(3) 0.02959(19) Uani 1.0 2 d . . .
Se3 Se -0.27798(7) 0.34390(7) 0.19758(3) 0.02633(18) Uani 1.0 2 d . . .
Se4 Se -0.17671(8) 0.45988(7) 0.29877(3) 0.02849(18) Uani 1.0 2 d . . .
Se5 Se -0.46625(7) 0.13974(7) 0.33263(3) 0.02805(18) Uani 1.0 2 d . . .
Se6 Se -0.15705(8) 0.37510(8) 0.44523(3) 0.03256(19) Uani 1.0 2 d . . .
P1 P -0.08316(19) 0.43238(18) 0.14277(8) 0.0219(4) Uani 1.0 2 d . . .
P2 P -0.23823(19) 0.26289(17) 0.35320(8) 0.0211(4) Uani 1.0 2 d . . .
N1 N 0.3580(7) 0.5209(6) 0.3942(3) 0.0323(15) Uani 1.0 2 d . . .
N2 N 0.4529(7) 0.6334(6) 0.0957(3) 0.0293(14) Uani 1.0 2 d . . .
N3 N 0.6785(7) 0.6905(6) 0.5272(3) 0.0276(14) Uani 1.0 2 d . . .
N4 N 0.6818(7) 0.6442(6) -0.0380(3) 0.0294(14) Uani 1.0 2 d . . .
C1 C 0.0539(7) 0.3385(7) 0.1647(3) 0.0206(14) Uani 1.0 2 d . . .
C2 C 0.0175(8) 0.1862(7) 0.1532(3) 0.0273(16) Uani 1.0 2 d . . .
C3 C 0.1236(9) 0.1154(8) 0.1655(4) 0.0340(18) Uani 1.0 2 d . . .
C4 C 0.2687(8) 0.1962(8) 0.1895(4) 0.0314(17) Uani 1.0 2 d . . .
C5 C 0.3049(8) 0.3460(8) 0.2014(4) 0.0280(16) Uani 1.0 2 d . . .
C6 C 0.1984(8) 0.4184(8) 0.1890(3) 0.0281(16) Uani 1.0 2 d . . .
C7 C -0.1172(7) 0.1523(7) 0.3304(3) 0.0200(14) Uani 1.0 2 d . . .
C8 C -0.1722(9) 0.0035(8) 0.3115(4) 0.0312(17) Uani 1.0 2 d . . .
C9 C -0.0767(10) -0.0782(8) 0.2993(4) 0.041(2) Uani 1.0 2 d . . .
C10 C 0.0746(10) -0.0120(10) 0.3053(4) 0.045(3) Uani 1.0 2 d . . .
C11 C 0.1316(10) 0.1370(10) 0.3246(4) 0.045(2) Uani 1.0 2 d . . .
C12 C 0.0368(8) 0.2191(8) 0.3371(4) 0.0310(17) Uani 1.0 2 d . . .
C13 C 0.2598(9) 0.5935(8) 0.3859(4) 0.0352(18) Uani 1.0 2 d . . .
C14 C 0.2728(11) 0.6950(9) 0.3438(5) 0.050(3) Uani 1.0 2 d . . .
C15 C 0.3932(12) 0.7213(9) 0.3103(4) 0.052(3) Uani 1.0 2 d . . .
C16 C 0.4948(10) 0.6462(8) 0.3186(4) 0.044(2) Uani 1.0 2 d . . .
C17 C 0.4738(9) 0.5457(8) 0.3605(4) 0.0370(19) Uani 1.0 2 d . . .
C18 C 0.3750(9) 0.7280(8) 0.1041(4) 0.0356(18) Uani 1.0 2 d . . .
C19 C 0.4323(10) 0.8628(9) 0.1378(4) 0.040(2) Uani 1.0 2 d . . .
C20 C 0.5785(10) 0.9048(8) 0.1642(4) 0.040(2) Uani 1.0 2 d . . .
C21 C 0.6592(9) 0.8068(8) 0.1556(4) 0.040(2) Uani 1.0 2 d . . .
C22 C 0.5942(8) 0.6731(8) 0.1212(4) 0.0324(18) Uani 1.0 2 d . . .
C23 C 0.5604(9) 0.7391(8) 0.5157(4) 0.0358(18) Uani 1.0 2 d . . .
C24 C 0.5672(11) 0.8475(9) 0.4785(4) 0.047(3) Uani 1.0 2 d . . .
C25 C 0.6953(13) 0.9094(9) 0.4537(4) 0.055(3) Uani 1.0 2 d . . .
C26 C 0.8170(11) 0.8592(10) 0.4647(4) 0.052(3) Uani 1.0 2 d . . .
C27 C 0.8059(9) 0.7465(9) 0.5031(4) 0.0365(19) Uani 1.0 2 d . . .
C28 C 0.5978(9) 0.7344(9) -0.0464(4) 0.041(2) Uani 1.0 2 d . . .
C29 C 0.6499(11) 0.8798(9) -0.0214(4) 0.046(3) Uani 1.0 2 d . . .
C30 C 0.7866(11) 0.9303(9) 0.0128(4) 0.048(3) Uani 1.0 2 d . . .
C31 C 0.8701(9) 0.8351(8) 0.0208(4) 0.040(2) Uani 1.0 2 d . . .
C32 C 0.8143(9) 0.6921(8) -0.0049(4) 0.0342(18) Uani 1.0 2 d . . .
H1 H 0.3475 0.4569 0.4217 0.0387 Uiso 1.0 2 calc R . .
H2 H -0.0813 0.1304 0.1367 0.0327 Uiso 1.0 2 calc R . .
H2a H 0.4121 0.5468 0.0740 0.0351 Uiso 1.0 2 calc R . .
H3 H 0.0975 0.0114 0.1574 0.0408 Uiso 1.0 2 calc R . .
H4 H 0.3421 0.1478 0.1977 0.0376 Uiso 1.0 2 calc R . .
H5 H 0.4036 0.4013 0.2183 0.0336 Uiso 1.0 2 calc R . .
H6 H 0.2250 0.5224 0.1973 0.0337 Uiso 1.0 2 calc R . .
H8 H -0.2769 -0.0432 0.3067 0.0374 Uiso 1.0 2 calc R . .
H9 H -0.1160 -0.1808 0.2866 0.0496 Uiso 1.0 2 calc R . .
H10 H 0.1399 -0.0683 0.2963 0.0536 Uiso 1.0 2 calc R . .
H11 H 0.2364 0.1830 0.3293 0.0534 Uiso 1.0 2 calc R . .
H12 H 0.0764 0.3214 0.3503 0.0372 Uiso 1.0 2 calc R . .
H13 H 0.1774 0.5749 0.4098 0.0422 Uiso 1.0 2 calc R . .
H14 H 0.2003 0.7455 0.3381 0.0598 Uiso 1.0 2 calc R . .
H15 H 0.4060 0.7919 0.2813 0.0621 Uiso 1.0 2 calc R . .
H16 H 0.5786 0.6637 0.2956 0.0524 Uiso 1.0 2 calc R . .
H17 H 0.5432 0.4917 0.3659 0.0445 Uiso 1.0 2 calc R . .
H18 H 0.2743 0.7001 0.0855 0.0427 Uiso 1.0 2 calc R . .
H19 H 0.3724 0.9266 0.1429 0.0483 Uiso 1.0 2 calc R . .
H20 H 0.6224 0.9983 0.1877 0.0483 Uiso 1.0 2 calc R . .
H21 H 0.7601 0.8322 0.1735 0.0480 Uiso 1.0 2 calc R . .
H22 H 0.6514 0.6069 0.1154 0.0389 Uiso 1.0 2 calc R . .
H23 H 0.4713 0.6974 0.5338 0.0429 Uiso 1.0 2 calc R . .
H24 H 0.4823 0.8801 0.4698 0.0561 Uiso 1.0 2 calc R . .
H25 H 0.7012 0.9876 0.4288 0.0655 Uiso 1.0 2 calc R . .
H26 H 0.9063 0.9000 0.4466 0.0621 Uiso 1.0 2 calc R . .
H27 H 0.8883 0.7103 0.5118 0.0437 Uiso 1.0 2 calc R . .
H28 H 0.5020 0.6978 -0.0696 0.0492 Uiso 1.0 2 calc R . .
H29 H 0.5913 0.9441 -0.0280 0.0549 Uiso 1.0 2 calc R . .
H30 H 0.8238 1.0298 0.0309 0.0582 Uiso 1.0 2 calc R . .
H31 H 0.9661 0.8690 0.0440 0.0477 Uiso 1.0 2 calc R . .
H32 H 0.8714 0.6262 0.0011 0.0410 Uiso 1.0 2 calc R . .


_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Se1 P1 2.1422(18) yes . .
Se2 P1 2.1286(18) yes . .
Se3 Se4 2.3551(11) yes . .
Se3 P1 2.261(2) yes . .
Se4 P2 2.2644(19) yes . .
Se5 P2 2.1176(18) yes . .
Se6 P2 2.1442(18) yes . .
P1 C1 1.829(8) yes . .
P2 C7 1.835(8) yes . .
N1 C13 1.318(11) yes . .
N1 C17 1.337(11) yes . .
N1 H1 0.880 no . .
N2 C18 1.331(11) yes . .
N2 C22 1.330(9) yes . .
N2 H2a 0.880 no . .
N3 C23 1.338(11) yes . .
N3 C27 1.333(10) yes . .
N4 C28 1.343(12) yes . .
N4 C32 1.321(9) yes . .
C1 C2 1.392(9) yes . .
C1 C6 1.387(9) yes . .
C2 C3 1.382(12) yes . .
C2 H2 0.950 no . .
C3 C4 1.392(10) yes . .
C3 H3 0.950 no . .
C4 C5 1.370(11) yes . .
C4 H4 0.950 no . .
C5 C6 1.396(12) yes . .
C5 H5 0.950 no . .
C6 H6 0.950 no . .
C7 C8 1.378(9) yes . .
C7 C12 1.395(9) yes . .
C8 C9 1.379(13) yes . .
C8 H8 0.950 no . .
C9 C10 1.372(12) yes . .
C9 H9 0.950 no . .
C10 C11 1.383(12) yes . .
C10 H10 0.950 no . .
C11 C12 1.378(13) yes . .
C11 H11 0.950 no . .
C12 H12 0.950 no . .
C13 C14 1.373(12) yes . .
C13 H13 0.950 no . .
C14 C15 1.369(14) yes . .
C14 H14 0.950 no . .
C15 C16 1.363(15) yes . .
C15 H15 0.950 no . .
C16 C17 1.360(11) yes . .
C16 H16 0.950 no . .
C17 H17 0.950 no . .
C18 C19 1.362(10) yes . .
C18 H18 0.950 no . .
C19 C20 1.377(12) yes . .
C19 H19 0.950 no . .
C20 C21 1.378(13) yes . .
C20 H20 0.950 no . .
C21 C22 1.368(10) yes . .
C21 H21 0.950 no . .
C22 H22 0.950 no . .
C23 C24 1.356(12) yes . .
C23 H23 0.950 no . .
C24 C25 1.357(14) yes . .
C24 H24 0.950 no . .
C25 C26 1.377(16) yes . .
C25 H25 0.950 no . .
C26 C27 1.401(13) yes . .
C26 H26 0.950 no . .
C27 H27 0.950 no . .
C28 C29 1.378(11) yes . .
C28 H28 0.950 no . .
C29 C30 1.364(13) yes . .
C29 H29 0.950 no . .
C30 C31 1.379(14) yes . .
C30 H30 0.950 no . .
C31 C32 1.365(10) yes . .
C31 H31 0.950 no . .
C32 H32 0.950 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
Se4 Se3 P1 100.89(5) yes . . .
Se3 Se4 P2 99.56(5) yes . . .
Se1 P1 Se2 120.13(9) yes . . .
Se1 P1 Se3 97.82(7) yes . . .
Se1 P1 C1 108.6(2) yes . . .
Se2 P1 Se3 110.95(9) yes . . .
Se2 P1 C1 111.73(19) yes . . .
Se3 P1 C1 106.0(3) yes . . .
Se4 P2 Se5 112.09(9) yes . . .
Se4 P2 Se6 98.31(7) yes . . .
Se4 P2 C7 105.3(2) yes . . .
Se5 P2 Se6 119.55(9) yes . . .
Se5 P2 C7 110.94(19) yes . . .
Se6 P2 C7 109.2(2) yes . . .
C13 N1 C17 119.3(7) yes . . .
C13 N1 H1 120.353 no . . .
C17 N1 H1 120.342 no . . .
C18 N2 C22 118.3(6) yes . . .
C18 N2 H2a 120.858 no . . .
C22 N2 H2a 120.853 no . . .
C23 N3 C27 121.8(7) yes . . .
C28 N4 C32 120.9(6) yes . . .
P1 C1 C2 120.3(5) yes . . .
P1 C1 C6 120.6(6) yes . . .
C2 C1 C6 119.0(7) yes . . .
C1 C2 C3 120.6(6) yes . . .
C1 C2 H2 119.685 no . . .
C3 C2 H2 119.693 no . . .
C2 C3 C4 120.2(7) yes . . .
C2 C3 H3 119.926 no . . .
C4 C3 H3 119.923 no . . .
C3 C4 C5 119.4(8) yes . . .
C3 C4 H4 120.277 no . . .
C5 C4 H4 120.278 no . . .
C4 C5 C6 120.8(6) yes . . .
C4 C5 H5 119.618 no . . .
C6 C5 H5 119.605 no . . .
C1 C6 C5 120.0(7) yes . . .
C1 C6 H6 119.992 no . . .
C5 C6 H6 119.990 no . . .
P2 C7 C8 122.3(6) yes . . .
P2 C7 C12 118.6(5) yes . . .
C8 C7 C12 118.9(7) yes . . .
C7 C8 C9 120.6(7) yes . . .
C7 C8 H8 119.679 no . . .
C9 C8 H8 119.671 no . . .
C8 C9 C10 120.3(7) yes . . .
C8 C9 H9 119.845 no . . .
C10 C9 H9 119.837 no . . .
C9 C10 C11 119.8(10) yes . . .
C9 C10 H10 120.123 no . . .
C11 C10 H10 120.124 no . . .
C10 C11 C12 120.2(8) yes . . .
C10 C11 H11 119.913 no . . .
C12 C11 H11 119.924 no . . .
C7 C12 C11 120.2(7) yes . . .
C7 C12 H12 119.902 no . . .
C11 C12 H12 119.899 no . . .
N1 C13 C14 122.2(8) yes . . .
N1 C13 H13 118.898 no . . .
C14 C13 H13 118.918 no . . .
C13 C14 C15 118.0(10) yes . . .
C13 C14 H14 121.003 no . . .
C15 C14 H14 121.018 no . . .
C14 C15 C16 120.1(9) yes . . .
C14 C15 H15 119.966 no . . .
C16 C15 H15 119.976 no . . .
C15 C16 C17 118.8(9) yes . . .
C15 C16 H16 120.594 no . . .
C17 C16 H16 120.605 no . . .
N1 C17 C16 121.7(9) yes . . .
N1 C17 H17 119.166 no . . .
C16 C17 H17 119.178 no . . .
N2 C18 C19 123.3(7) yes . . .
N2 C18 H18 118.349 no . . .
C19 C18 H18 118.362 no . . .
C18 C19 C20 118.8(9) yes . . .
C18 C19 H19 120.605 no . . .
C20 C19 H19 120.619 no . . .
C19 C20 C21 117.9(7) yes . . .
C19 C20 H20 121.054 no . . .
C21 C20 H20 121.060 no . . .
C20 C21 C22 120.2(8) yes . . .
C20 C21 H21 119.918 no . . .
C22 C21 H21 119.916 no . . .
N2 C22 C21 121.6(8) yes . . .
N2 C22 H22 119.200 no . . .
C21 C22 H22 119.209 no . . .
N3 C23 C24 120.4(8) yes . . .
N3 C23 H23 119.799 no . . .
C24 C23 H23 119.814 no . . .
C23 C24 C25 119.9(10) yes . . .
C23 C24 H24 120.035 no . . .
C25 C24 H24 120.034 no . . .
C24 C25 C26 120.1(9) yes . . .
C24 C25 H25 119.940 no . . .
C26 C25 H25 119.934 no . . .
C25 C26 C27 118.4(9) yes . . .
C25 C26 H26 120.781 no . . .
C27 C26 H26 120.787 no . . .
N3 C27 C26 119.3(8) yes . . .
N3 C27 H27 120.335 no . . .
C26 C27 H27 120.322 no . . .
N4 C28 C29 120.4(7) yes . . .
N4 C28 H28 119.785 no . . .
C29 C28 H28 119.783 no . . .
C28 C29 C30 119.2(9) yes . . .
C28 C29 H29 120.427 no . . .
C30 C29 H29 120.415 no . . .
C29 C30 C31 119.1(7) yes . . .
C29 C30 H30 120.436 no . . .
C31 C30 H30 120.416 no . . .
C30 C31 C32 119.7(7) yes . . .
C30 C31 H31 120.155 no . . .
C32 C31 H31 120.155 no . . .
N4 C32 C31 120.7(8) yes . . .
N4 C32 H32 119.648 no . . .
C31 C32 H32 119.654 no . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
Se1 C2 3.515(8) no . .
Se1 C18 3.562(8) no . 2_565
Se1 H2 3.1544 no . .
Se1 H18 2.9600 no . 2_565
Se1 H22 3.5519 no . 1_455
Se1 H28 2.8969 no . 2_565
Se1 H30 2.9954 no . 1_445
Se1 H32 3.2563 no . 2_665
Se1 H32 2.9685 no . 1_455
Se2 C6 3.414(9) no . .
Se2 H3 3.1945 no . 1_565
Se2 H6 2.8585 no . .
Se2 H9 3.3819 no . 1_565
Se2 H10 3.5549 no . 1_565
Se2 H18 3.0990 no . .
Se2 H21 3.1951 no . 1_455
Se2 H22 3.2926 no . 1_455
Se2 H31 3.4276 no . 1_455
Se2 H32 3.5812 no . 1_455
Se3 H2 3.3884 no . .
Se3 H4 3.5264 no . 1_455
Se3 H5 3.2624 no . 1_455
Se3 H20 3.1474 no . 1_445
Se3 H22 3.3869 no . 1_455
Se3 H28 3.2580 no . 2_565
Se4 C12 3.576(9) no . .
Se4 H9 3.3547 no . 1_565
Se4 H12 3.2149 no . .
Se4 H16 3.4259 no . 1_455
Se4 H17 3.1911 no . 1_455
Se5 C8 3.434(9) no . .
Se5 H4 3.3193 no . 1_455
Se5 H8 2.8941 no . .
Se5 H11 2.9444 no . 1_455
Se5 H15 3.2529 no . 1_445
Se5 H17 3.3571 no . 1_455
Se5 H20 3.5631 no . 1_445
Se5 H23 3.1710 no . 2_566
Se5 H25 3.1993 no . 1_445
Se6 C12 3.566(8) no . .
Se6 H12 3.2447 no . .
Se6 H13 3.1581 no . 2_566
Se6 H13 3.3645 no . .
Se6 H23 2.9212 no . 2_566
Se6 H25 3.5332 no . 1_445
Se6 H27 2.9807 no . 2_666
Se6 H27 3.2946 no . 1_455
P1 H2 2.8868 no . .
P1 H6 2.8930 no . .
P1 H22 3.4276 no . 1_455
P2 H8 2.9224 no . .
P2 H12 2.8600 no . .
P2 H17 3.4235 no . 1_455
P2 H23 3.4835 no . 2_566
P2 H25 3.1542 no . 1_445
N1 N3 2.715(9) no . 2_666
N1 C12 3.567(8) no . .
N1 C15 2.719(11) no . .
N1 C23 3.501(11) no . 2_666
N1 C23 3.288(9) no . .
N1 C24 3.439(9) no . .
N1 H11 3.2482 no . .
N1 H12 2.8140 no . .
N1 H14 3.2094 no . .
N1 H16 3.2097 no . .
N1 H23 3.3854 no . 2_666
N1 H23 3.2607 no . .
N1 H24 3.4987 no . .
N2 N4 2.727(7) no . 2_665
N2 C6 3.561(9) no . .
N2 C20 2.758(9) no . .
N2 C28 3.472(11) no . 2_665
N2 C28 3.556(10) no . .
N2 H5 3.5722 no . .
N2 H6 3.2241 no . .
N2 H19 3.2197 no . .
N2 H21 3.2050 no . .
N2 H28 3.3256 no . 2_665
N3 N1 2.715(9) no . 2_666
N3 C11 3.551(9) no . 2_666
N3 C13 3.586(10) no . 2_666
N3 C17 3.561(10) no . 2_666
N3 C25 2.710(11) no . .
N3 H1 1.8379 no . 2_666
N3 H11 3.1792 no . 2_666
N3 H12 3.3977 no . 2_666
N3 H13 3.5268 no . 2_666
N3 H17 3.4786 no . 2_666
N3 H24 3.1935 no . .
N3 H26 3.2193 no . .
N4 N2 2.727(7) no . 2_665
N4 C5 3.551(9) no . 2_665
N4 C6 3.598(9) no . 2_665
N4 C18 3.593(10) no . 2_665
N4 C22 3.595(8) no . 2_665
N4 C30 2.723(9) no . .
N4 H2a 1.8526 no . 2_665
N4 H18 3.5169 no . 2_665
N4 H22 3.3891 no . .
N4 H22 3.5346 no . 2_665
N4 H29 3.2181 no . .
N4 H31 3.1881 no . .
C1 C4 2.791(12) no . .
C1 H3 3.2659 no . .
C1 H5 3.2643 no . .
C2 C5 2.760(9) no . .
C2 H4 3.2625 no . .
C2 H6 3.2550 no . .
C2 H30 3.0798 no . 1_445
C2 H31 3.5701 no . 1_445
C3 C6 2.768(10) no . .
C3 C10 3.370(11) no . .
C3 C11 3.420(11) no . .
C3 H5 3.2436 no . .
C3 H10 3.4689 no . .
C3 H11 3.5582 no . .
C3 H19 3.3909 no . 1_545
C3 H31 3.3032 no . 1_445
C4 C11 3.314(11) no . .
C4 C28 3.478(11) no . 2_665
C4 H2 3.2603 no . .
C4 H6 3.2574 no . .
C4 H10 3.5869 no . .
C4 H11 3.0681 no . .
C4 H19 3.1320 no . 1_545
C4 H28 3.5364 no . 2_665
C5 N4 3.551(9) no . 2_665
C5 C16 3.590(10) no . .
C5 H2a 3.5391 no . .
C5 H3 3.2422 no . .
C5 H11 3.3050 no . .
C5 H28 3.5619 no . 2_665
C6 N2 3.561(9) no . .
C6 N4 3.598(9) no . 2_665
C6 H2 3.2525 no . .
C6 H2a 3.4130 no . .
C6 H4 3.2630 no . .
C6 H18 3.5983 no . .
C7 C10 2.774(13) no . .
C7 H9 3.2504 no . .
C7 H11 3.2613 no . .
C7 H25 3.0879 no . 1_445
C8 C11 2.754(11) no . .
C8 C25 3.502(12) no . 1_445
C8 H10 3.2441 no . .
C8 H12 3.2477 no . .
C8 H16 3.3827 no . 1_445
C8 H20 3.1562 no . 1_445
C8 H21 3.1963 no . 1_445
C8 H25 2.8863 no . 1_445
C8 H26 3.2580 no . 1_445
C9 C12 2.756(10) no . .
C9 H11 3.2398 no . .
C9 H14 3.5787 no . 1_545
C9 H16 3.4515 no . 1_445
C9 H21 2.9368 no . 1_445
C9 H26 3.2209 no . 1_445
C10 H3 3.2415 no . .
C10 H8 3.2403 no . .
C10 H12 3.2497 no . .
C10 H14 3.0055 no . 1_545
C11 N3 3.551(9) no . 2_666
C11 H1 3.5339 no . .
C11 H4 3.5054 no . .
C11 H9 3.2410 no . .
C12 N1 3.567(8) no . .
C12 C27 3.592(11) no . 2_666
C12 H1 3.4098 no . .
C12 H8 3.2488 no . .
C12 H10 3.2503 no . .
C12 H13 3.4552 no . .
C12 H27 3.2521 no . 2_666
C13 N3 3.586(10) no . 2_666
C13 C16 2.696(13) no . .
C13 C24 3.525(10) no . .
C13 H12 2.6798 no . .
C13 H15 3.2141 no . .
C13 H17 3.1456 no . .
C13 H23 3.5249 no . .
C13 H24 3.2234 no . .
C14 C17 2.704(14) no . .
C14 H1 3.1482 no . .
C14 H6 3.3756 no . .
C14 H10 3.0961 no . 1_565
C14 H12 3.5369 no . .
C14 H16 3.2284 no . .
C14 H24 3.2719 no . .
C15 H1 3.5988 no . .
C15 H5 3.5366 no . .
C15 H6 2.9860 no . .
C15 H8 3.2782 no . 1_665
C15 H10 3.5528 no . 1_565
C15 H13 3.2074 no . .
C15 H17 3.2006 no . .
C15 H24 3.5741 no . .
C16 C5 3.590(10) no . .
C16 H1 3.1465 no . .
C16 H5 2.9303 no . .
C16 H6 3.3704 no . .
C16 H8 3.1679 no . 1_665
C16 H14 3.2300 no . .
C17 N3 3.561(10) no . 2_666
C17 C23 3.598(10) no . .
C17 C24 3.538(11) no . .
C17 H5 3.1929 no . .
C17 H11 3.5138 no . .
C17 H13 3.1469 no . .
C17 H15 3.2051 no . .
C17 H23 3.5068 no . 2_666
C18 Se1 3.562(8) no . 2_565
C18 N4 3.593(10) no . 2_665
C18 C21 2.678(11) no . .
C18 H6 3.0739 no . .
C18 H20 3.2247 no . .
C18 H22 3.1438 no . .
C19 C22 2.710(13) no . .
C19 H2a 3.1609 no . .
C19 H4 3.2810 no . 1_565
C19 H15 3.2435 no . .
C19 H21 3.2238 no . .
C19 H29 3.1602 no . 2_675
C20 H2 3.4350 no . 1_665
C20 H8 3.1988 no . 1_665
C20 H15 3.2134 no . .
C20 H18 3.2108 no . .
C20 H22 3.2330 no . .
C21 C30 3.571(12) no . .
C21 H2 3.4227 no . 1_665
C21 H2a 3.1512 no . .
C21 H8 3.3848 no . 1_665
C21 H9 3.3654 no . 1_665
C21 H16 3.4754 no . .
C21 H19 3.2280 no . .
C22 N4 3.595(8) no . 2_665
C22 C32 3.543(12) no . .
C22 H18 3.1385 no . .
C22 H20 3.2429 no . .
C22 H28 3.4567 no . 2_665
C23 N1 3.501(11) no . 2_666
C23 N1 3.288(9) no . .
C23 C17 3.598(10) no . .
C23 C26 2.725(12) no . .
C23 H1 3.2692 no . .
C23 H1 2.6982 no . 2_666
C23 H17 3.5331 no . 2_666
C23 H25 3.2061 no . .
C23 H27 3.1885 no . .
C24 N1 3.439(9) no . .
C24 C13 3.525(10) no . .
C24 C17 3.538(11) no . .
C24 C24 3.586(15) no . 2_676
C24 C27 2.726(14) no . .
C24 H24 2.9248 no . 2_676
C24 H26 3.2293 no . .
C25 C8 3.502(12) no . 1_665
C25 H8 3.2666 no . 1_665
C25 H23 3.2056 no . .
C25 H24 3.3813 no . 2_676
C25 H27 3.2489 no . .
C26 H24 3.2278 no . .
C26 H26 3.2732 no . 2_776
C27 C12 3.592(11) no . 2_666
C27 H1 2.7945 no . 2_666
C27 H12 3.4459 no . 2_666
C27 H23 3.1844 no . .
C27 H25 3.2500 no . .
C28 N2 3.556(10) no . .
C28 N2 3.472(11) no . 2_665
C28 C4 3.478(11) no . 2_665
C28 C31 2.707(11) no . .
C28 H2a 2.6795 no . 2_665
C28 H2a 3.5720 no . .
C28 H4 3.5827 no . 2_665
C28 H22 3.5420 no . 2_665
C28 H30 3.2284 no . .
C28 H32 3.1722 no . .
C29 C32 2.719(14) no . .
C29 H19 3.3654 no . 2_675
C29 H29 3.3853 no . 2_675
C29 H31 3.2252 no . .
C30 C21 3.571(12) no . .
C30 C31 3.532(12) no . 2_775
C30 H2 3.0930 no . 1_665
C30 H28 3.2224 no . .
C30 H31 2.9833 no . 2_775
C30 H32 3.2299 no . .
C31 C30 3.532(12) no . 2_775
C31 H2 3.5093 no . 1_665
C31 H3 3.4866 no . 1_665
C31 H21 3.5391 no . .
C31 H22 3.4691 no . .
C31 H29 3.2288 no . .
C31 H30 3.1381 no . 2_775
C31 H31 3.2944 no . 2_775
C32 C22 3.543(12) no . .
C32 H2a 2.8391 no . 2_665
C32 H22 3.1725 no . .
C32 H28 3.1698 no . .
C32 H30 3.2326 no . .
H1 N3 1.8379 no . 2_666
H1 C11 3.5339 no . .
H1 C12 3.4098 no . .
H1 C23 3.2692 no . .
H1 C23 2.6982 no . 2_666
H1 C27 2.7945 no . 2_666
H1 H11 3.0203 no . .
H1 H12 2.7691 no . .
H1 H13 2.2234 no . .
H1 H17 2.2454 no . .
H1 H23 2.7303 no . 2_666
H1 H23 3.0891 no . .
H1 H27 2.9006 no . 2_666
H2 C20 3.4350 no . 1_445
H2 C21 3.4227 no . 1_445
H2 C30 3.0930 no . 1_445
H2 C31 3.5093 no . 1_445
H2 H3 2.3270 no . .
H2 H20 3.0490 no . 1_445
H2 H21 3.0193 no . 1_445
H2 H30 2.3939 no . 1_445
H2 H31 3.2261 no . 1_445
H2a N4 1.8526 no . 2_665
H2a C5 3.5391 no . .
H2a C6 3.4130 no . .
H2a C28 2.6795 no . 2_665
H2a C28 3.5720 no . .
H2a C32 2.8391 no . 2_665
H2a H5 3.5187 no . .
H2a H6 3.3005 no . .
H2a H18 2.2352 no . .
H2a H22 2.2460 no . .
H2a H28 3.5924 no . .
H2a H28 2.6872 no . 2_665
H2a H32 2.9597 no . 2_665
H3 Se2 3.1945 no . 1_545
H3 C31 3.4866 no . 1_445
H3 H4 2.3447 no . .
H3 H10 3.1788 no . .
H3 H19 2.9632 no . 1_545
H3 H21 3.2072 no . 1_445
H3 H31 2.7091 no . 1_445
H4 Se3 3.5264 no . 1_655
H4 Se5 3.3193 no . 1_655
H4 C19 3.2810 no . 1_545
H4 C28 3.5827 no . 2_665
H4 H5 2.3183 no . .
H4 H10 3.4018 no . .
H4 H11 3.1117 no . .
H4 H19 2.4378 no . 1_545
H4 H20 3.3631 no . 1_545
H4 H28 3.4785 no . 2_665
H5 Se3 3.2624 no . 1_655
H5 N2 3.5722 no . .
H5 C15 3.5366 no . .
H5 C16 2.9303 no . .
H5 C17 3.1929 no . .
H5 H2a 3.5187 no . .
H5 H6 2.3399 no . .
H5 H11 3.4869 no . .
H5 H16 2.8709 no . .
H5 H17 3.2905 no . .
H5 H28 3.5279 no . 2_665
H6 N2 3.2241 no . .
H6 C14 3.3756 no . .
H6 C15 2.9860 no . .
H6 C16 3.3704 no . .
H6 C18 3.0739 no . .
H6 H2a 3.3005 no . .
H6 H15 2.9986 no . .
H6 H18 3.0588 no . .
H8 C15 3.2782 no . 1_445
H8 C16 3.1679 no . 1_445
H8 C20 3.1988 no . 1_445
H8 C21 3.3848 no . 1_445
H8 C25 3.2666 no . 1_445
H8 H9 2.3222 no . .
H8 H15 2.9259 no . 1_445
H8 H16 2.7181 no . 1_445
H8 H20 2.7678 no . 1_445
H8 H21 3.1053 no . 1_445
H8 H25 2.6598 no . 1_445
H8 H26 3.5169 no . 1_445
H9 Se2 3.3819 no . 1_545
H9 Se4 3.3547 no . 1_545
H9 C21 3.3654 no . 1_445
H9 H10 2.3212 no . .
H9 H14 3.3800 no . 1_545
H9 H16 2.8607 no . 1_445
H9 H21 2.6486 no . 1_445
H9 H26 3.4513 no . 1_445
H10 Se2 3.5549 no . 1_545
H10 C14 3.0961 no . 1_545
H10 C15 3.5528 no . 1_545
H10 H11 2.3336 no . .
H10 H14 2.2574 no . 1_545
H10 H15 3.1922 no . 1_545
H11 Se5 2.9444 no . 1_655
H11 N1 3.2482 no . .
H11 N3 3.1792 no . 2_666
H11 C17 3.5138 no . .
H11 H1 3.0203 no . .
H11 H12 2.3251 no . .
H11 H17 3.4601 no . .
H12 N1 2.8140 no . .
H12 N3 3.3977 no . 2_666
H12 C13 2.6798 no . .
H12 C14 3.5369 no . .
H12 C27 3.4459 no . 2_666
H12 H1 2.7691 no . .
H12 H13 2.5228 no . .
H12 H27 3.0208 no . 2_666
H13 Se6 3.3645 no . .
H13 Se6 3.1581 no . 2_566
H13 N3 3.5268 no . 2_666
H13 C12 3.4552 no . .
H13 H12 2.5228 no . .
H13 H14 2.3215 no . .
H13 H23 3.5460 no . .
H13 H24 3.5115 no . .
H13 H27 3.2685 no . 2_666
H14 C9 3.5787 no . 1_565
H14 C10 3.0055 no . 1_565
H14 H9 3.3800 no . 1_565
H14 H10 2.2574 no . 1_565
H14 H15 2.3333 no . .
H14 H24 3.5991 no . .
H15 Se5 3.2529 no . 1_665
H15 C19 3.2435 no . .
H15 C20 3.2134 no . .
H15 H6 2.9986 no . .
H15 H8 2.9259 no . 1_665
H15 H10 3.1922 no . 1_565
H15 H16 2.3209 no . .
H15 H19 3.3815 no . .
H15 H20 3.3418 no . .
H16 Se4 3.4259 no . 1_655
H16 C8 3.3827 no . 1_665
H16 C9 3.4515 no . 1_665
H16 C21 3.4754 no . .
H16 H5 2.8709 no . .
H16 H8 2.7181 no . 1_665
H16 H9 2.8607 no . 1_665
H16 H17 2.3070 no . .
H16 H21 3.5129 no . .
H17 Se4 3.1911 no . 1_655
H17 Se5 3.3571 no . 1_655
H17 P2 3.4235 no . 1_655
H17 N3 3.4786 no . 2_666
H17 C23 3.5331 no . 2_666
H17 H5 3.2905 no . .
H17 H11 3.4601 no . .
H17 H23 2.9248 no . 2_666
H18 Se1 2.9600 no . 2_565
H18 Se2 3.0990 no . .
H18 N4 3.5169 no . 2_665
H18 C6 3.5983 no . .
H18 H6 3.0588 no . .
H18 H19 2.2975 no . .
H18 H32 3.3505 no . 2_665
H19 C3 3.3909 no . 1_565
H19 C4 3.1320 no . 1_565
H19 C29 3.3654 no . 2_675
H19 H3 2.9632 no . 1_565
H19 H4 2.4378 no . 1_565
H19 H15 3.3815 no . .
H19 H20 2.3512 no . .
H19 H29 2.8684 no . 2_675
H20 Se3 3.1474 no . 1_665
H20 Se5 3.5631 no . 1_665
H20 C8 3.1562 no . 1_665
H20 H2 3.0490 no . 1_665
H20 H4 3.3631 no . 1_565
H20 H8 2.7678 no . 1_665
H20 H15 3.3418 no . .
H20 H21 2.3417 no . .
H21 Se2 3.1951 no . 1_655
H21 C8 3.1963 no . 1_665
H21 C9 2.9368 no . 1_665
H21 C31 3.5391 no . .
H21 H2 3.0193 no . 1_665
H21 H3 3.2072 no . 1_665
H21 H8 3.1053 no . 1_665
H21 H9 2.6486 no . 1_665
H21 H16 3.5129 no . .
H21 H22 2.3055 no . .
H21 H31 3.5188 no . .
H22 Se1 3.5519 no . 1_655
H22 Se2 3.2926 no . 1_655
H22 Se3 3.3869 no . 1_655
H22 P1 3.4276 no . 1_655
H22 N4 3.3891 no . .
H22 N4 3.5346 no . 2_665
H22 C28 3.5420 no . 2_665
H22 C31 3.4691 no . .
H22 C32 3.1725 no . .
H22 H28 2.8972 no . 2_665
H22 H32 3.3359 no . .
H23 Se5 3.1710 no . 2_566
H23 Se6 2.9212 no . 2_566
H23 P2 3.4835 no . 2_566
H23 N1 3.3854 no . 2_666
H23 N1 3.2607 no . .
H23 C13 3.5249 no . .
H23 C17 3.5068 no . 2_666
H23 H1 2.7303 no . 2_666
H23 H1 3.0891 no . .
H23 H13 3.5460 no . .
H23 H17 2.9248 no . 2_666
H23 H24 2.3038 no . .
H24 N1 3.4987 no . .
H24 C13 3.2234 no . .
H24 C14 3.2719 no . .
H24 C15 3.5741 no . .
H24 C24 2.9248 no . 2_676
H24 C25 3.3813 no . 2_676
H24 H13 3.5115 no . .
H24 H14 3.5991 no . .
H24 H24 2.4598 no . 2_676
H24 H25 3.2876 no . 2_676
H24 H25 2.3066 no . .
H25 Se5 3.1993 no . 1_665
H25 Se6 3.5332 no . 1_665
H25 P2 3.1542 no . 1_665
H25 C7 3.0879 no . 1_665
H25 C8 2.8863 no . 1_665
H25 H8 2.6598 no . 1_665
H25 H24 3.2876 no . 2_676
H25 H26 2.3371 no . .
H26 C8 3.2580 no . 1_665
H26 C9 3.2209 no . 1_665
H26 C26 3.2732 no . 2_776
H26 H8 3.5169 no . 1_665
H26 H9 3.4513 no . 1_665
H26 H26 2.9519 no . 2_776
H26 H27 2.3667 no . .
H27 Se6 3.2946 no . 1_655
H27 Se6 2.9807 no . 2_666
H27 C12 3.2521 no . 2_666
H27 H1 2.9006 no . 2_666
H27 H12 3.0208 no . 2_666
H27 H13 3.2685 no . 2_666
H28 Se1 2.8969 no . 2_565
H28 Se3 3.2580 no . 2_565
H28 N2 3.3256 no . 2_665
H28 C4 3.5364 no . 2_665
H28 C5 3.5619 no . 2_665
H28 C22 3.4567 no . 2_665
H28 H2a 3.5924 no . .
H28 H2a 2.6872 no . 2_665
H28 H4 3.4785 no . 2_665
H28 H5 3.5279 no . 2_665
H28 H22 2.8972 no . 2_665
H28 H29 2.3310 no . .
H29 C19 3.1602 no . 2_675
H29 C29 3.3853 no . 2_675
H29 H19 2.8684 no . 2_675
H29 H29 2.5995 no . 2_675
H29 H30 2.3261 no . .
H30 Se1 2.9954 no . 1_665
H30 C2 3.0798 no . 1_665
H30 C31 3.1381 no . 2_775
H30 H2 2.3939 no . 1_665
H30 H31 2.6763 no . 2_775
H30 H31 2.3369 no . .
H31 Se2 3.4276 no . 1_655
H31 C2 3.5701 no . 1_665
H31 C3 3.3032 no . 1_665
H31 C30 2.9833 no . 2_775
H31 C31 3.2944 no . 2_775
H31 H2 3.2261 no . 1_665
H31 H3 2.7091 no . 1_665
H31 H21 3.5188 no . .
H31 H30 2.6763 no . 2_775
H31 H31 3.2253 no . 2_775
H31 H32 2.3122 no . .
H32 Se1 3.2563 no . 2_665
H32 Se1 2.9685 no . 1_655
H32 Se2 3.5812 no . 1_655
H32 H2a 2.9597 no . 2_665
H32 H18 3.3505 no . 2_665
H32 H22 3.3359 no . .

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 N3 . . 2_666 2.715(9) 0.880 1.838 174.6 no
N2 H2a N4 . . 2_665 2.727(7) 0.880 1.853 172.4 no

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
Se1 P1 C1 C2 -43.3(5) no . . . .
Se1 P1 C1 C6 132.2(4) no . . . .
Se2 P1 C1 C2 -178.1(4) no . . . .
Se2 P1 C1 C6 -2.6(5) no . . . .
Se3 Se4 P2 Se5 -49.87(9) no . . . .
Se3 Se4 P2 Se6 -176.53(6) no . . . .
Se3 Se4 P2 C7 70.84(8) no . . . .
Se3 P1 C1 C2 60.9(5) no . . . .
Se3 P1 C1 C6 -123.6(4) no . . . .
Se4 Se3 P1 Se1 -174.88(6) no . . . .
Se4 Se3 P1 Se2 -48.36(9) no . . . .
Se4 Se3 P1 C1 73.12(8) no . . . .
Se4 P2 C7 C8 -130.4(4) no . . . .
Se4 P2 C7 C12 54.7(5) no . . . .
Se5 P2 C7 C8 -8.9(6) no . . . .
Se5 P2 C7 C12 176.1(4) no . . . .
Se6 P2 C7 C8 124.9(4) no . . . .
Se6 P2 C7 C12 -50.0(5) no . . . .
P1 Se3 Se4 P2 -131.00(6) no . . . .
P1 C1 C2 C3 175.3(4) no . . . .
P1 C1 C6 C5 -175.4(4) no . . . .
P2 C7 C8 C9 -175.0(5) no . . . .
P2 C7 C12 C11 175.4(5) no . . . .
N1 C13 C14 C15 -0.7(10) no . . . .
N2 C18 C19 C20 0.6(12) no . . . .
N3 C23 C24 C25 -1.4(11) no . . . .
N4 C28 C29 C30 -1.2(12) no . . . .
C1 C2 C3 C4 -0.1(10) no . . . .
C2 C1 C6 C5 0.1(10) no . . . .
C2 C3 C4 C5 0.5(11) no . . . .
C3 C4 C5 C6 -0.7(11) no . . . .
C4 C5 C6 C1 0.3(10) no . . . .
C6 C1 C2 C3 -0.3(10) no . . . .
C7 C8 C9 C10 -0.6(11) no . . . .
C8 C7 C12 C11 0.3(10) no . . . .
C8 C9 C10 C11 1.0(12) no . . . .
C9 C10 C11 C12 -0.7(12) no . . . .
C10 C11 C12 C7 0.1(12) no . . . .
C12 C7 C8 C9 -0.0(10) no . . . .
C13 N1 C17 C16 1.4(9) no . . . .
C13 C14 C15 C16 0.9(11) no . . . .
C14 C15 C16 C17 0.0(11) no . . . .
C15 C16 C17 N1 -1.2(10) no . . . .
C17 N1 C13 C14 -0.5(9) no . . . .
C18 N2 C22 C21 0.4(11) no . . . .
C18 C19 C20 C21 -0.6(11) no . . . .
C19 C20 C21 C22 0.5(12) no . . . .
C20 C21 C22 N2 -0.4(12) no . . . .
C22 N2 C18 C19 -0.6(11) no . . . .
C23 N3 C27 C26 0.0(10) no . . . .
C23 C24 C25 C26 2.1(12) no . . . .
C24 C25 C26 C27 -1.7(11) no . . . .
C25 C26 C27 N3 0.7(11) no . . . .
C27 N3 C23 C24 0.3(10) no . . . .
C28 N4 C32 C31 -1.0(11) no . . . .
C28 C29 C30 C31 1.0(12) no . . . .
C29 C30 C31 C32 -0.8(12) no . . . .
C30 C31 C32 N4 0.9(12) no . . . .
C32 N4 C28 C29 1.2(11) no . . . .

_database_code_depnum_ccdc_archive 'CCDC 985891'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_LADW20

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C36 H40 N4 P2 Se6'
_chemical_formula_moiety         'C36 H40 N4 P2 Se6'
_chemical_formula_weight         1064.45
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_Int_Tables_number      15
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-Y,1/2+Z
5 1/2+X,1/2+Y,+Z
6 1/2-X,1/2+Y,1/2-Z
7 1/2-X,1/2-Y,-Z
8 1/2+X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   10.406(5)
_cell_length_b                   15.548(7)
_cell_length_c                   26.232(10)
_cell_angle_alpha                90.0000
_cell_angle_beta                 99.693(11)
_cell_angle_gamma                90.0000
_cell_volume                     4184(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6287
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      25.35
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       platelet
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2072.00
_exptl_absorpt_coefficient_mu    5.355
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.537
_exptl_absorpt_correction_T_max  0.898

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 14.629
_diffrn_reflns_number            13217
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_theta_max         25.29
_diffrn_reflns_theta_full        25.29
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       31
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3777
_reflns_number_gt                2814
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.0979
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         3777
_refine_ls_number_parameters     219
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0377P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.660
_refine_diff_density_min         -0.540
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Se Se -0.0929 2.2259
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.56946(5) 0.81436(3) 0.29033(2) 0.04873(18) Uani 1.0 8 d . . .
Se2 Se 0.56702(6) 0.76277(4) 0.41407(2) 0.05742(19) Uani 1.0 8 d . . .
Se3 Se 0.25346(5) 0.81339(3) 0.33039(2) 0.05124(18) Uani 1.0 8 d . . .
P1 P 0.43927(12) 0.75284(7) 0.34109(4) 0.0351(3) Uani 1.0 8 d . . .
N11 N 0.4785(4) 0.0444(4) 0.45556(15) 0.0556(12) Uani 1.0 8 d . . .
N21 N 0.2751(4) 0.6661(3) 0.49444(16) 0.0535(12) Uani 1.0 8 d . . .
C1 C 0.4241(5) 0.6391(3) 0.32323(15) 0.0343(11) Uani 1.0 8 d . . .
C2 C 0.3035(5) 0.6047(4) 0.30315(17) 0.0456(12) Uani 1.0 8 d . . .
C3 C 0.2907(7) 0.5177(4) 0.2917(2) 0.0657(16) Uani 1.0 8 d . . .
C4 C 0.3972(8) 0.4657(4) 0.3008(2) 0.0700(18) Uani 1.0 8 d . . .
C5 C 0.5193(7) 0.4987(4) 0.3198(2) 0.0706(19) Uani 1.0 8 d . . .
C6 C 0.5328(6) 0.5862(3) 0.33148(18) 0.0509(13) Uani 1.0 8 d . . .
C11 C 0.4737(6) 0.0048(4) 0.4101(2) 0.0595(15) Uani 1.0 8 d . . .
C12 C 0.4517(6) 0.0493(4) 0.36408(19) 0.0571(14) Uani 1.0 8 d . . .
C13 C 0.4347(5) 0.1363(4) 0.3634(2) 0.0540(14) Uani 1.0 8 d . . .
C14 C 0.4368(6) 0.1760(4) 0.4113(3) 0.0610(15) Uani 1.0 8 d . . .
C15 C 0.4593(6) 0.1297(5) 0.4556(3) 0.0647(17) Uani 1.0 8 d . . .
C16 C 0.4128(7) 0.1863(5) 0.3141(3) 0.090(3) Uani 1.0 8 d . . .
C21 C 0.2906(6) 0.6112(5) 0.5342(2) 0.0642(17) Uani 1.0 8 d . . .
C22 C 0.3169(5) 0.5259(5) 0.52842(19) 0.0612(15) Uani 1.0 8 d . . .
C23 C 0.3291(5) 0.4938(4) 0.47982(19) 0.0511(13) Uani 1.0 8 d . . .
C24 C 0.3132(5) 0.5523(4) 0.43955(19) 0.0493(13) Uani 1.0 8 d . . .
C25 C 0.2868(5) 0.6358(4) 0.44751(19) 0.0527(14) Uani 1.0 8 d . . .
C26 C 0.3556(6) 0.4000(4) 0.4715(3) 0.0730(17) Uani 1.0 8 d . . .
H2 H 0.2290 0.6410 0.2972 0.0548 Uiso 1.0 8 calc R . .
H3 H 0.2079 0.4945 0.2776 0.0788 Uiso 1.0 8 calc R . .
H4 H 0.3876 0.4059 0.2939 0.0839 Uiso 1.0 8 calc R . .
H5 H 0.5935 0.4621 0.3249 0.0848 Uiso 1.0 8 calc R . .
H6 H 0.6160 0.6094 0.3450 0.0611 Uiso 1.0 8 calc R . .
H11 H 0.4858 -0.0557 0.4094 0.0714 Uiso 1.0 8 calc R . .
H11A H 0.4956 0.0120 0.4880 0.0834 Uiso 0.5000 8 d . . .
H12 H 0.4484 0.0191 0.3324 0.0686 Uiso 1.0 8 calc R . .
H14 H 0.4222 0.2362 0.4127 0.0732 Uiso 1.0 8 calc R . .
H15 H 0.4616 0.1585 0.4876 0.0776 Uiso 1.0 8 calc R . .
H16A H 0.4064 0.1467 0.2847 0.1075 Uiso 1.0 8 calc R . .
H16B H 0.4860 0.2258 0.3135 0.1075 Uiso 1.0 8 calc R . .
H16C H 0.3318 0.2193 0.3116 0.1075 Uiso 1.0 8 calc R . .
H21 H 0.2831 0.6321 0.5676 0.0770 Uiso 1.0 8 calc R . .
H21A H 0.2557 0.7269 0.4994 0.0802 Uiso 0.5000 8 d . . .
H22 H 0.3268 0.4886 0.5575 0.0734 Uiso 1.0 8 calc R . .
H24 H 0.3208 0.5334 0.4057 0.0592 Uiso 1.0 8 calc R . .
H25 H 0.2763 0.6743 0.4190 0.0632 Uiso 1.0 8 calc R . .
H26A H 0.4230 0.3947 0.4497 0.0876 Uiso 1.0 8 calc R . .
H26B H 0.2754 0.3720 0.4544 0.0876 Uiso 1.0 8 calc R . .
H26C H 0.3857 0.3724 0.5050 0.0876 Uiso 1.0 8 calc R . .



#==============================================================================
_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 rc13'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 rc13'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Se1 Se1 2.3530(10) yes . 2_655
Se1 P1 2.2651(15) yes . .
Se2 P1 2.1445(14) yes . .
Se3 P1 2.1262(15) yes . .
P1 C1 1.829(5) yes . .
N11 C11 1.336(7) yes . .
N11 C15 1.341(9) yes . .
N21 C21 1.336(8) yes . .
N21 C25 1.343(7) yes . .
C1 C2 1.384(7) yes . .
C1 C6 1.385(7) yes . .
C2 C3 1.388(8) yes . .
C3 C4 1.360(10) yes . .
C4 C5 1.383(10) yes . .
C5 C6 1.397(8) yes . .
C11 C12 1.376(8) yes . .
C12 C13 1.363(9) yes . .
C13 C14 1.395(8) yes . .
C13 C16 1.495(9) yes . .
C14 C15 1.353(9) yes . .
C21 C22 1.368(10) yes . .
C22 C23 1.395(8) yes . .
C23 C24 1.382(8) yes . .
C23 C26 1.506(8) yes . .
C24 C25 1.351(8) yes . .
N11 H11A 0.980(5) no . .
N21 H21A 0.980(5) no . .
C2 H2 0.950 no . .
C3 H3 0.950 no . .
C4 H4 0.950 no . .
C5 H5 0.950 no . .
C6 H6 0.950 no . .
C11 H11 0.950 no . .
C12 H12 0.950 no . .
C14 H14 0.950 no . .
C15 H15 0.950 no . .
C16 H16A 0.980 no . .
C16 H16B 0.980 no . .
C16 H16C 0.980 no . .
C21 H21 0.950 no . .
C22 H22 0.950 no . .
C24 H24 0.950 no . .
C25 H25 0.950 no . .
C26 H26A 0.980 no . .
C26 H26B 0.980 no . .
C26 H26C 0.980 no . .
H11A H11A 0.7222(3) no . 3_656
H21A H21A 0.7288(3) no . 7_566

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
Se1 Se1 P1 101.01(5) yes 2_655 . .
Se1 P1 Se2 98.75(6) yes . . .
Se1 P1 Se3 110.85(6) yes . . .
Se1 P1 C1 106.97(16) yes . . .
Se2 P1 Se3 119.95(6) yes . . .
Se2 P1 C1 108.18(13) yes . . .
Se3 P1 C1 110.91(16) yes . . .
C11 N11 C15 118.2(5) yes . . .
C21 N21 C25 118.2(5) yes . . .
P1 C1 C2 120.3(4) yes . . .
P1 C1 C6 120.1(4) yes . . .
C2 C1 C6 119.6(5) yes . . .
C1 C2 C3 120.5(5) yes . . .
C2 C3 C4 119.7(6) yes . . .
C3 C4 C5 121.0(6) yes . . .
C4 C5 C6 119.5(6) yes . . .
C1 C6 C5 119.7(5) yes . . .
N11 C11 C12 121.8(6) yes . . .
C11 C12 C13 120.8(5) yes . . .
C12 C13 C14 116.4(5) yes . . .
C12 C13 C16 121.8(5) yes . . .
C14 C13 C16 121.7(6) yes . . .
C13 C14 C15 120.8(6) yes . . .
N11 C15 C14 122.0(6) yes . . .
N21 C21 C22 122.3(6) yes . . .
C21 C22 C23 119.9(6) yes . . .
C22 C23 C24 116.4(5) yes . . .
C22 C23 C26 121.7(5) yes . . .
C24 C23 C26 121.8(5) yes . . .
C23 C24 C25 121.0(5) yes . . .
N21 C25 C24 122.1(5) yes . . .
C11 N11 H11A 120.9(5) no . . .
C15 N11 H11A 120.9(5) no . . .
C21 N21 H21A 120.9(5) no . . .
C25 N21 H21A 120.9(5) no . . .
C1 C2 H2 119.766 no . . .
C3 C2 H2 119.765 no . . .
C2 C3 H3 120.127 no . . .
C4 C3 H3 120.136 no . . .
C3 C4 H4 119.499 no . . .
C5 C4 H4 119.493 no . . .
C4 C5 H5 120.257 no . . .
C6 C5 H5 120.267 no . . .
C1 C6 H6 120.155 no . . .
C5 C6 H6 120.159 no . . .
N11 C11 H11 119.089 no . . .
C12 C11 H11 119.081 no . . .
C11 C12 H12 119.619 no . . .
C13 C12 H12 119.606 no . . .
C13 C14 H14 119.622 no . . .
C15 C14 H14 119.622 no . . .
N11 C15 H15 118.984 no . . .
C14 C15 H15 118.997 no . . .
C13 C16 H16A 109.477 no . . .
C13 C16 H16B 109.458 no . . .
C13 C16 H16C 109.472 no . . .
H16A C16 H16B 109.476 no . . .
H16A C16 H16C 109.479 no . . .
H16B C16 H16C 109.466 no . . .
N21 C21 H21 118.853 no . . .
C22 C21 H21 118.861 no . . .
C21 C22 H22 120.056 no . . .
C23 C22 H22 120.047 no . . .
C23 C24 H24 119.493 no . . .
C25 C24 H24 119.474 no . . .
N21 C25 H25 118.926 no . . .
C24 C25 H25 118.950 no . . .
C23 C26 H26A 109.476 no . . .
C23 C26 H26B 109.471 no . . .
C23 C26 H26C 109.467 no . . .
H26A C26 H26B 109.478 no . . .
H26A C26 H26C 109.474 no . . .
H26B C26 H26C 109.461 no . . .
N11 H11A H11A 176.9(3) no . . 3_656
N21 H21A H21A 173.7(3) no . . 7_566

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
Se1 Se1 P1 Se2 -176.45(4) no 2_655 . . .
Se1 Se1 P1 Se3 -49.64(6) no 2_655 . . .
Se1 Se1 P1 C1 71.40(6) no 2_655 . . .
P1 Se1 Se1 P1 -129.04(5) no . . 2_655 2_655
Se1 P1 C1 C2 -117.9(3) no . . . .
Se1 P1 C1 C6 64.5(3) no . . . .
Se2 P1 C1 C2 136.6(3) no . . . .
Se2 P1 C1 C6 -41.1(4) no . . . .
Se3 P1 C1 C2 3.1(4) no . . . .
Se3 P1 C1 C6 -174.5(3) no . . . .
C11 N11 C15 C14 -0.7(8) no . . . .
C15 N11 C11 C12 1.0(8) no . . . .
C21 N21 C25 C24 0.2(7) no . . . .
C25 N21 C21 C22 -0.4(7) no . . . .
P1 C1 C2 C3 -177.1(3) no . . . .
P1 C1 C6 C5 177.2(3) no . . . .
C2 C1 C6 C5 -0.5(7) no . . . .
C6 C1 C2 C3 0.6(7) no . . . .
C1 C2 C3 C4 0.6(8) no . . . .
C2 C3 C4 C5 -1.9(9) no . . . .
C3 C4 C5 C6 2.1(9) no . . . .
C4 C5 C6 C1 -0.8(8) no . . . .
N11 C11 C12 C13 0.4(9) no . . . .
C11 C12 C13 C14 -2.0(8) no . . . .
C11 C12 C13 C16 179.0(5) no . . . .
C12 C13 C14 C15 2.3(8) no . . . .
C16 C13 C14 C15 -178.7(5) no . . . .
C13 C14 C15 N11 -1.0(9) no . . . .
N21 C21 C22 C23 0.4(8) no . . . .
C21 C22 C23 C24 -0.1(7) no . . . .
C21 C22 C23 C26 -178.9(5) no . . . .
C22 C23 C24 C25 -0.2(7) no . . . .
C26 C23 C24 C25 178.7(5) no . . . .
C23 C24 C25 N21 0.1(8) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
Se2 C6 3.478(5) no . .
Se3 C2 3.381(6) no . .
N11 N11 2.681(6) no . 3_656
N11 C11 3.559(7) no . 3_656
N11 C13 2.778(7) no . .
N11 C15 3.560(8) no . 3_656
N21 N21 2.686(7) no . 7_566
N21 C21 3.584(9) no . 7_566
N21 C23 2.778(7) no . .
N21 C25 3.543(8) no . 7_566
C1 C4 2.764(8) no . .
C2 C5 2.761(9) no . .
C3 C6 2.772(8) no . .
C4 C5 3.456(9) no . 2_655
C11 C14 2.689(8) no . .
C12 C15 2.695(8) no . .
C21 C24 2.693(8) no . .
C22 C25 2.701(8) no . .
N11 C22 3.355(8) no . 7_556
N11 C24 3.579(7) no . 5_545
N11 C25 3.547(7) no . 5_545
N21 C15 3.321(7) no . 5_455
C11 C24 3.564(8) no . 5_545
C15 N21 3.321(7) no . 5_545
C15 C25 3.451(8) no . 5_545
C22 N11 3.355(8) no . 7_556
C22 C26 3.597(9) no . 3_666
C23 C23 3.541(7) no . 3_666
C24 N11 3.579(7) no . 5_455
C24 C11 3.564(8) no . 5_455
C25 N11 3.547(7) no . 5_455
C25 C15 3.451(8) no . 5_455
C26 C22 3.597(9) no . 3_666
Se1 H6 3.4949 no . .
Se2 H6 3.0887 no . .
Se3 H2 2.8175 no . .
P1 H2 2.8797 no . .
P1 H6 2.8817 no . .
N11 H11 3.5022 no . 3_656
N11 H12 3.2168 no . .
N11 H14 3.2053 no . .
N11 H15 3.4996 no . 3_656
N21 H21 3.5383 no . 7_566
N21 H22 3.2167 no . .
N21 H24 3.2050 no . .
N21 H25 3.4652 no . 7_566
C1 H3 3.2626 no . .
C1 H5 3.2650 no . .
C2 H4 3.2335 no . .
C2 H6 3.2529 no . .
C3 H5 3.2414 no . .
C3 H5 3.5775 no . 2_655
C4 H2 3.2311 no . .
C4 H5 3.3143 no . 2_655
C4 H6 3.2604 no . .
C5 H3 3.2441 no . .
C5 H4 3.5901 no . 2_655
C6 H2 3.2508 no . .
C6 H4 3.2584 no . .
C11 H11A 2.651(6) no . 3_656
C11 H15 3.1542 no . .
C12 H11A 3.259(6) no . .
C12 H14 3.2083 no . .
C12 H16A 2.5531 no . .
C12 H16B 3.0946 no . .
C12 H16C 3.1402 no . .
C13 H11 3.2301 no . .
C13 H15 3.2412 no . .
C14 H11A 3.243(6) no . .
C14 H12 3.2129 no . .
C14 H16A 3.3128 no . .
C14 H16B 2.8068 no . .
C14 H16C 2.7427 no . .
C15 H11 3.1556 no . .
C15 H11A 2.651(7) no . 3_656
C16 H12 2.6587 no . .
C16 H14 2.6883 no . .
C21 H21A 2.683(7) no . 7_566
C21 H25 3.1556 no . .
C22 H21A 3.254(7) no . .
C22 H24 3.2274 no . .
C22 H26A 3.2270 no . .
C22 H26B 3.0648 no . .
C22 H26C 2.5954 no . .
C23 H21 3.2443 no . .
C23 H25 3.2293 no . .
C24 H21A 3.243(6) no . .
C24 H22 3.2287 no . .
C24 H26A 2.6977 no . .
C24 H26B 2.8653 no . .
C24 H26C 3.3013 no . .
C25 H21 3.1564 no . .
C25 H21A 2.627(6) no . 7_566
C26 H22 2.7020 no . .
C26 H24 2.6827 no . .
H2 H3 2.3361 no . .
H3 H4 2.3045 no . .
H4 H4 3.5484 no . 2_655
H4 H5 2.3296 no . .
H4 H5 3.2740 no . 2_655
H5 H6 2.3534 no . .
H11 H11A 2.3015 no . .
H11 H11A 2.7486 no . 3_656
H11 H12 2.3073 no . .
H11 H15 3.1058 no . 3_656
H11A H15 2.3051 no . .
H11A H15 2.7451 no . 3_656
H12 H16A 2.3466 no . .
H12 H16B 3.2855 no . .
H12 H16C 3.3522 no . .
H14 H15 2.2835 no . .
H14 H16B 2.7969 no . .
H14 H16C 2.6749 no . .
H21 H21A 2.2972 no . .
H21 H21A 2.7951 no . 7_566
H21 H22 2.3024 no . .
H21 H25 3.1046 no . 7_566
H21A H25 2.3059 no . .
H21A H25 2.7001 no . 7_566
H22 H26A 3.4757 no . .
H22 H26B 3.2233 no . .
H22 H26C 2.4128 no . .
H24 H25 2.2778 no . .
H24 H26A 2.5884 no . .
H24 H26B 2.8902 no . .
H24 H26C 3.5924 no . .
Se1 H3 3.1926 no . 5_555
Se1 H4 3.5900 no . 5_555
Se1 H16C 3.0711 no . 5_555
Se2 H11 2.9431 no . 1_565
Se2 H15 2.9146 no . 3_666
Se2 H25 3.3460 no . .
Se2 H26B 2.8175 no . 5_555
Se2 H26C 2.9695 no . 3_666
Se3 H5 2.8382 no . 5_455
Se3 H11 3.5497 no . 1_565
Se3 H16B 3.0628 no . 5_455
Se3 H21 2.8933 no . 7_566
Se3 H25 3.1547 no . .
P1 H11 3.4670 no . 1_565
P1 H25 3.1167 no . .
N11 H22 3.1793 no . 7_556
N21 H15 3.2394 no . 5_455
N21 H26A 3.3705 no . 3_666
N21 H26C 3.5774 no . 3_666
C1 H24 3.0538 no . .
C1 H25 3.2061 no . .
C2 H16A 2.9689 no . 6_555
C2 H16C 3.5759 no . 6_555
C2 H24 2.8882 no . .
C2 H25 3.2827 no . .
C3 H16A 3.2962 no . 6_555
C3 H24 2.9645 no . .
C4 H24 3.1716 no . .
C5 H22 3.3510 no . 3_666
C5 H24 3.3477 no . .
C6 H22 3.2462 no . 3_666
C6 H24 3.2832 no . .
C11 H21 3.5426 no . 7_556
C11 H22 3.3778 no . 7_556
C12 H6 3.5690 no . 5_445
C13 H6 3.2964 no . 5_445
C14 H25 3.5043 no . 5_545
C14 H26A 3.5567 no . .
C15 H21A 3.453(6) no . 5_545
C15 H22 3.4666 no . 7_556
C16 H2 3.4655 no . 5_545
C16 H2 3.1202 no . 6_545
C16 H4 3.4572 no . .
C16 H6 3.5321 no . 5_445
C16 H16A 3.5026 no . 2_655
C21 H11 3.5549 no . 7_556
C21 H11A 3.467(6) no . 5_455
C21 H11A 3.506(6) no . 7_556
C21 H15 3.5137 no . 5_455
C21 H26A 2.9401 no . 3_666
C22 H11A 3.340(6) no . 5_455
C22 H11A 3.261(6) no . 7_556
C22 H26A 2.9423 no . 3_666
C23 H11A 3.525(5) no . 5_455
C23 H26A 3.3874 no . 3_666
C23 H26C 3.5911 no . 3_666
C24 H26C 3.4313 no . 3_666
C25 H26C 3.4279 no . 3_666
C26 H14 3.1156 no . .
H2 C16 3.4655 no . 5_455
H2 C16 3.1202 no . 6_555
H2 H16A 3.3185 no . 5_455
H2 H16A 2.3633 no . 6_555
H2 H16B 2.9472 no . 5_455
H2 H16C 3.0679 no . 6_555
H2 H24 3.3027 no . .
H2 H25 3.1934 no . .
H3 Se1 3.1926 no . 5_445
H3 H12 3.2876 no . 5_455
H3 H12 3.0891 no . 6_555
H3 H16A 3.0052 no . 6_555
H3 H24 3.4221 no . .
H4 Se1 3.5900 no . 5_445
H4 C16 3.4572 no . .
H4 H16B 2.9952 no . .
H4 H16C 3.0094 no . .
H5 Se3 2.8382 no . 5_545
H5 H21 3.2457 no . 3_666
H5 H22 3.1520 no . 3_666
H6 C12 3.5690 no . 5_555
H6 C13 3.2964 no . 5_555
H6 C16 3.5321 no . 5_555
H6 H16C 3.0649 no . 5_555
H6 H22 2.9500 no . 3_666
H11 Se2 2.9431 no . 1_545
H11 Se3 3.5497 no . 1_545
H11 P1 3.4670 no . 1_545
H11 C21 3.5549 no . 7_556
H11 H21 3.1896 no . 7_556
H11 H26B 3.2471 no . 5_545
H11A C21 3.467(6) no . 5_545
H11A C21 3.506(6) no . 7_556
H11A C22 3.340(6) no . 5_545
H11A C22 3.261(6) no . 7_556
H11A C23 3.525(5) no . 5_545
H11A H22 3.3665 no . 7_556
H12 H3 3.2876 no . 5_545
H12 H3 3.0891 no . 6_545
H14 C26 3.1156 no . .
H14 H26A 2.6479 no . .
H14 H26B 2.9247 no . .
H14 H26C 3.2851 no . .
H15 Se2 2.9146 no . 3_666
H15 N21 3.2394 no . 5_545
H15 C21 3.5137 no . 5_545
H15 H21A 3.4075 no . 3_666
H15 H21A 3.2055 no . 5_545
H15 H26B 3.1431 no . 7_556
H15 H26C 3.4657 no . .
H16A C2 2.9689 no . 6_545
H16A C3 3.2962 no . 6_545
H16A C16 3.5026 no . 2_655
H16A H2 3.3185 no . 5_545
H16A H2 2.3633 no . 6_545
H16A H3 3.0052 no . 6_545
H16A H16A 2.8810 no . 2_655
H16A H16B 3.2215 no . 2_655
H16B Se3 3.0628 no . 5_545
H16B H2 2.9472 no . 5_545
H16B H4 2.9952 no . .
H16B H16A 3.2215 no . 2_655
H16B H16B 3.3938 no . 2_655
H16C Se1 3.0711 no . 5_445
H16C C2 3.5759 no . 6_545
H16C H2 3.0679 no . 6_545
H16C H4 3.0094 no . .
H16C H6 3.0649 no . 5_445
H21 Se3 2.8933 no . 7_566
H21 C11 3.5426 no . 7_556
H21 H5 3.2457 no . 3_666
H21 H11 3.1896 no . 7_556
H21 H26A 3.1933 no . 3_666
H21A C15 3.453(6) no . 5_455
H21A H15 3.4075 no . 3_666
H21A H15 3.2055 no . 5_455
H22 N11 3.1793 no . 7_556
H22 C5 3.3510 no . 3_666
H22 C6 3.2462 no . 3_666
H22 C11 3.3778 no . 7_556
H22 C15 3.4666 no . 7_556
H22 H5 3.1520 no . 3_666
H22 H6 2.9500 no . 3_666
H22 H11A 3.3665 no . 7_556
H22 H26A 3.2054 no . 3_666
H24 C1 3.0538 no . .
H24 C2 2.8882 no . .
H24 C3 2.9645 no . .
H24 C4 3.1716 no . .
H24 C5 3.3477 no . .
H24 C6 3.2832 no . .
H24 H2 3.3027 no . .
H24 H3 3.4221 no . .
H25 Se2 3.3460 no . .
H25 Se3 3.1547 no . .
H25 P1 3.1167 no . .
H25 C1 3.2061 no . .
H25 C2 3.2827 no . .
H25 C14 3.5043 no . 5_455
H25 H2 3.1934 no . .
H26A N21 3.3705 no . 3_666
H26A C14 3.5567 no . .
H26A C21 2.9401 no . 3_666
H26A C22 2.9423 no . 3_666
H26A C23 3.3874 no . 3_666
H26A H14 2.6479 no . .
H26A H21 3.1933 no . 3_666
H26A H22 3.2054 no . 3_666
H26B Se2 2.8175 no . 5_445
H26B H11 3.2471 no . 5_455
H26B H14 2.9247 no . .
H26B H15 3.1431 no . 7_556
H26C Se2 2.9695 no . 3_666
H26C N21 3.5774 no . 3_666
H26C C23 3.5911 no . 3_666
H26C C24 3.4313 no . 3_666
H26C C25 3.4279 no . 3_666
H26C H14 3.2851 no . .
H26C H15 3.4657 no . .

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N11 H11A N11 . . 3_656 2.681(6) 0.980 1.702(5) 178.7(3) no
N21 H21A N21 . . 7_566 2.686(7) 0.980 1.706(5) 177.3(3) no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_database_code_depnum_ccdc_archive 'CCDC 985892'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_LADW7-FS

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C16 H17 N2 P Se3'
_chemical_formula_moiety         'C16 H17 N2 P Se3'
_chemical_formula_weight         505.18
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   11.284(2)
_cell_length_b                   11.263(2)
_cell_length_c                   14.482(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.710(7)
_cell_angle_gamma                90.0000
_cell_volume                     1838.3(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7589
_cell_measurement_theta_min      3.27
_cell_measurement_theta_max      25.35
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.825
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             976.00
_exptl_absorpt_coefficient_mu    6.088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.609
_exptl_absorpt_correction_T_max  0.885

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.353
_diffrn_reflns_number            11498
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3217
_reflns_number_gt                2728
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.0520
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3215
_refine_ls_number_parameters     199
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0000P)²+3.2000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.430
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Se Se -0.0929 2.2259
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.68573(3) 0.79300(3) 0.04402(2) 0.02402(10) Uani 1.0 4 d . . .
Se2 Se 0.87196(3) 1.02060(3) 0.14652(2) 0.02866(11) Uani 1.0 4 d . . .
Se3 Se 0.85374(3) 0.73338(4) 0.25903(2) 0.03129(11) Uani 1.0 4 d . . .
P1 P 0.76212(8) 0.86761(8) 0.17364(6) 0.0192(2) Uani 1.0 4 d . . .
N1 N 0.2790(3) 0.9598(3) 0.07425(19) 0.0274(8) Uani 1.0 4 d . . .
N2 N 0.0202(4) 0.6475(4) 0.0911(3) 0.0496(11) Uani 1.0 4 d . . .
C1 C 0.6366(3) 0.9231(3) 0.2388(2) 0.0200(8) Uani 1.0 4 d . . .
C2 C 0.6068(3) 0.8754(4) 0.3226(3) 0.0264(9) Uani 1.0 4 d . . .
C3 C 0.5115(4) 0.9195(4) 0.3694(3) 0.0353(10) Uani 1.0 4 d . . .
C4 C 0.4454(4) 1.0117(4) 0.3322(3) 0.0370(10) Uani 1.0 4 d . . .
C5 C 0.4732(4) 1.0599(4) 0.2483(3) 0.0337(10) Uani 1.0 4 d . . .
C6 C 0.5688(3) 1.0166(4) 0.2020(3) 0.0266(9) Uani 1.0 4 d . . .
C7 C 0.3662(4) 0.8800(4) 0.0780(3) 0.0316(10) Uani 1.0 4 d . . .
C8 C 0.3614(4) 0.7871(4) 0.1374(3) 0.0349(10) Uani 1.0 4 d . . .
C9 C 0.2671(4) 0.7777(4) 0.1942(3) 0.0352(10) Uani 1.0 4 d . . .
C10 C 0.1777(4) 0.8613(4) 0.1889(3) 0.0335(10) Uani 1.0 4 d . . .
C11 C 0.1863(4) 0.9530(4) 0.1277(3) 0.0324(10) Uani 1.0 4 d . . .
C12 C 0.0254(4) 0.7171(4) 0.0185(4) 0.0473(12) Uani 1.0 4 d . . .
C13 C 0.1014(5) 0.6915(4) -0.0483(3) 0.0497(12) Uani 1.0 4 d . . .
C14 C 0.1701(4) 0.5946(5) -0.0391(4) 0.0559(13) Uani 1.0 4 d . . .
C15 C 0.1641(5) 0.5235(5) 0.0352(4) 0.0614(15) Uani 1.0 4 d . . .
C16 C 0.0875(5) 0.5495(5) 0.1023(3) 0.0566(15) Uani 1.0 4 d . . .
H1 H 0.2828 1.0192 0.0350 0.0329 Uiso 1.0 4 calc R . .
H2 H -0.0293 0.6657 0.1341 0.0595 Uiso 1.0 4 calc R . .
H2A H 0.6522 0.8116 0.3486 0.0316 Uiso 1.0 4 calc R . .
H3 H 0.4921 0.8860 0.4269 0.0424 Uiso 1.0 4 calc R . .
H4 H 0.3804 1.0423 0.3642 0.0443 Uiso 1.0 4 calc R . .
H5 H 0.4267 1.1230 0.2222 0.0405 Uiso 1.0 4 calc R . .
H6 H 0.5883 1.0510 0.1448 0.0320 Uiso 1.0 4 calc R . .
H7 H 0.4313 0.8880 0.0392 0.0380 Uiso 1.0 4 calc R . .
H8 H 0.4226 0.7291 0.1399 0.0418 Uiso 1.0 4 calc R . .
H9 H 0.2637 0.7138 0.2369 0.0422 Uiso 1.0 4 calc R . .
H10 H 0.1116 0.8553 0.2270 0.0402 Uiso 1.0 4 calc R . .
H11 H 0.1262 1.0120 0.1233 0.0389 Uiso 1.0 4 calc R . .
H12 H -0.0241 0.7853 0.0129 0.0568 Uiso 1.0 4 calc R . .
H13 H 0.1059 0.7413 -0.1009 0.0596 Uiso 1.0 4 calc R . .
H14 H 0.2238 0.5760 -0.0856 0.0671 Uiso 1.0 4 calc R . .
H15 H 0.2132 0.4551 0.0409 0.0737 Uiso 1.0 4 calc R . .
H16 H 0.0820 0.5003 0.1552 0.0679 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 rc13'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 rc13'
_computing_structure_solution    'SIR2002 (Burla, et al., 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Se1 P1 2.1954(10) yes . .
Se2 P1 2.1692(10) yes . .
Se3 P1 2.1823(10) yes . .
P1 C1 1.848(4) yes . .
N1 C7 1.331(5) yes . .
N1 C11 1.333(5) yes . .
N2 C12 1.316(6) yes . .
N2 C16 1.345(7) yes . .
C1 C2 1.383(5) yes . .
C1 C6 1.392(5) yes . .
C2 C3 1.390(6) yes . .
C3 C4 1.374(6) yes . .
C4 C5 1.380(6) yes . .
C5 C6 1.385(6) yes . .
C7 C8 1.357(6) yes . .
C8 C9 1.380(6) yes . .
C9 C10 1.380(6) yes . .
C10 C11 1.367(6) yes . .
C12 C13 1.353(7) yes . .
C13 C14 1.342(7) yes . .
C14 C15 1.346(8) yes . .
C15 C16 1.362(8) yes . .
N1 H1 0.880 no . .
N2 H2 0.880 no . .
C2 H2A 0.950 no . .
C3 H3 0.950 no . .
C4 H4 0.950 no . .
C5 H5 0.950 no . .
C6 H6 0.950 no . .
C7 H7 0.950 no . .
C8 H8 0.950 no . .
C9 H9 0.950 no . .
C10 H10 0.950 no . .
C11 H11 0.950 no . .
C12 H12 0.950 no . .
C13 H13 0.950 no . .
C14 H14 0.950 no . .
C15 H15 0.950 no . .
C16 H16 0.950 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
Se1 P1 Se2 110.72(4) yes . . .
Se1 P1 Se3 112.07(5) yes . . .
Se1 P1 C1 106.66(11) yes . . .
Se2 P1 Se3 113.17(5) yes . . .
Se2 P1 C1 106.38(12) yes . . .
Se3 P1 C1 107.41(11) yes . . .
C7 N1 C11 122.4(4) yes . . .
C12 N2 C16 122.6(4) yes . . .
P1 C1 C2 122.7(3) yes . . .
P1 C1 C6 118.8(3) yes . . .
C2 C1 C6 118.5(4) yes . . .
C1 C2 C3 121.0(4) yes . . .
C2 C3 C4 119.8(4) yes . . .
C3 C4 C5 120.0(4) yes . . .
C4 C5 C6 120.1(4) yes . . .
C1 C6 C5 120.5(4) yes . . .
N1 C7 C8 119.7(4) yes . . .
C7 C8 C9 119.5(4) yes . . .
C8 C9 C10 119.8(4) yes . . .
C9 C10 C11 118.5(4) yes . . .
N1 C11 C10 120.1(4) yes . . .
N2 C12 C13 119.8(4) yes . . .
C12 C13 C14 119.1(5) yes . . .
C13 C14 C15 120.8(5) yes . . .
C14 C15 C16 120.0(5) yes . . .
N2 C16 C15 117.7(5) yes . . .
C7 N1 H1 118.783 no . . .
C11 N1 H1 118.784 no . . .
C12 N2 H2 118.675 no . . .
C16 N2 H2 118.693 no . . .
C1 C2 H2A 119.511 no . . .
C3 C2 H2A 119.515 no . . .
C2 C3 H3 120.082 no . . .
C4 C3 H3 120.083 no . . .
C3 C4 H4 119.992 no . . .
C5 C4 H4 119.991 no . . .
C4 C5 H5 119.937 no . . .
C6 C5 H5 119.933 no . . .
C1 C6 H6 119.748 no . . .
C5 C6 H6 119.746 no . . .
N1 C7 H7 120.175 no . . .
C8 C7 H7 120.172 no . . .
C7 C8 H8 120.276 no . . .
C9 C8 H8 120.265 no . . .
C8 C9 H9 120.094 no . . .
C10 C9 H9 120.101 no . . .
C9 C10 H10 120.748 no . . .
C11 C10 H10 120.742 no . . .
N1 C11 H11 119.930 no . . .
C10 C11 H11 119.941 no . . .
N2 C12 H12 120.094 no . . .
C13 C12 H12 120.088 no . . .
C12 C13 H13 120.469 no . . .
C14 C13 H13 120.467 no . . .
C13 C14 H14 119.606 no . . .
C15 C14 H14 119.593 no . . .
C14 C15 H15 119.986 no . . .
C16 C15 H15 119.987 no . . .
N2 C16 H16 121.172 no . . .
C15 C16 H16 121.170 no . . .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
Se1 P1 C1 C2 115.3(3) no . . . .
Se1 P1 C1 C6 -64.5(3) no . . . .
Se2 P1 C1 C2 -126.4(3) no . . . .
Se2 P1 C1 C6 53.7(3) no . . . .
Se3 P1 C1 C2 -5.0(3) no . . . .
Se3 P1 C1 C6 175.20(18) no . . . .
C7 N1 C11 C10 -0.4(5) no . . . .
C11 N1 C7 C8 0.6(5) no . . . .
C12 N2 C16 C15 0.4(7) no . . . .
C16 N2 C12 C13 -0.4(7) no . . . .
P1 C1 C2 C3 -179.8(2) no . . . .
P1 C1 C6 C5 179.3(2) no . . . .
C2 C1 C6 C5 -0.5(5) no . . . .
C6 C1 C2 C3 -0.0(5) no . . . .
C1 C2 C3 C4 0.1(6) no . . . .
C2 C3 C4 C5 0.4(6) no . . . .
C3 C4 C5 C6 -0.9(6) no . . . .
C4 C5 C6 C1 1.0(6) no . . . .
N1 C7 C8 C9 -1.0(6) no . . . .
C7 C8 C9 C10 1.1(6) no . . . .
C8 C9 C10 C11 -0.9(6) no . . . .
C9 C10 C11 N1 0.6(6) no . . . .
N2 C12 C13 C14 0.2(7) no . . . .
C12 C13 C14 C15 0.1(7) no . . . .
C13 C14 C15 C16 -0.1(8) no . . . .
C14 C15 C16 N2 -0.1(8) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
Se2 C6 3.551(4) no . .
Se3 C2 3.378(4) no . .
N1 C9 2.696(5) no . .
N2 C14 2.660(6) no . .
C1 C4 2.785(6) no . .
C2 C5 2.756(5) no . .
C3 C6 2.763(6) no . .
C7 C10 2.734(6) no . .
C8 C11 2.718(6) no . .
C12 C15 2.688(7) no . .
C13 C16 2.715(7) no . .
Se1 N1 3.303(3) no . 3_675
Se2 N1 3.558(3) no . 3_675
Se2 C13 3.560(5) no . 3_675
Se3 N2 3.288(4) no . 1_655
Se3 C11 3.597(4) no . 2_645
N1 Se1 3.303(3) no . 3_675
N1 Se2 3.558(3) no . 3_675
N1 C5 3.450(5) no . .
N2 Se3 3.288(4) no . 1_455
N2 C9 3.427(6) no . .
N2 C10 3.275(6) no . .
N2 C14 3.530(7) no . 3_565
N2 C15 3.319(7) no . 3_565
C5 N1 3.450(5) no . .
C5 C7 3.372(6) no . .
C5 C8 3.532(6) no . 2_655
C6 C7 3.230(5) no . .
C6 C8 3.581(6) no . .
C7 C5 3.372(6) no . .
C7 C6 3.230(5) no . .
C8 C5 3.532(6) no . 2_645
C8 C6 3.581(6) no . .
C9 N2 3.427(6) no . .
C9 C16 3.496(7) no . .
C10 N2 3.275(6) no . .
C10 C12 3.359(6) no . .
C11 Se3 3.597(4) no . 2_655
C11 C12 3.548(6) no . .
C12 C10 3.359(6) no . .
C12 C11 3.548(6) no . .
C12 C15 3.516(7) no . 3_565
C13 Se2 3.560(5) no . 3_675
C13 C16 3.517(7) no . 3_565
C14 N2 3.530(7) no . 3_565
C14 C16 3.417(8) no . 3_565
C15 N2 3.319(7) no . 3_565
C15 C12 3.516(7) no . 3_565
C15 C16 3.488(8) no . 3_565
C16 C9 3.496(7) no . .
C16 C13 3.517(7) no . 3_565
C16 C14 3.417(8) no . 3_565
C16 C15 3.488(8) no . 3_565
Se1 H6 3.4539 no . .
Se2 H6 3.2176 no . .
Se3 H2A 2.8117 no . .
P1 H2A 2.9410 no . .
P1 H6 2.8648 no . .
N1 H8 3.1835 no . .
N1 H10 3.1997 no . .
N2 H13 3.1689 no . .
N2 H15 3.1800 no . .
C1 H3 3.2674 no . .
C1 H5 3.2674 no . .
C2 H4 3.2507 no . .
C2 H6 3.2454 no . .
C3 H5 3.2425 no . .
C4 H2A 3.2455 no . .
C4 H6 3.2522 no . .
C5 H3 3.2443 no . .
C6 H2A 3.2453 no . .
C6 H4 3.2544 no . .
C7 H9 3.2230 no . .
C7 H11 3.1851 no . .
C8 H1 3.1136 no . .
C8 H10 3.2506 no . .
C9 H1 3.5755 no . .
C9 H7 3.2268 no . .
C9 H11 3.2237 no . .
C10 H1 3.1282 no . .
C10 H8 3.2475 no . .
C11 H7 3.1870 no . .
C11 H9 3.2229 no . .
C12 H14 3.1827 no . .
C12 H16 3.1897 no . .
C13 H2 3.0987 no . .
C13 H15 3.1922 no . .
C14 H2 3.5397 no . .
C14 H12 3.1839 no . .
C14 H16 3.2092 no . .
C15 H2 3.1098 no . .
C15 H13 3.1957 no . .
C16 H12 3.1872 no . .
C16 H14 3.2022 no . .
H1 H7 2.2331 no . .
H1 H11 2.2312 no . .
H2 H12 2.2153 no . .
H2 H16 2.2592 no . .
H2A H3 2.3338 no . .
H3 H4 2.3251 no . .
H4 H5 2.3295 no . .
H5 H6 2.3309 no . .
H7 H8 2.3139 no . .
H8 H9 2.3356 no . .
H9 H10 2.3417 no . .
H10 H11 2.3271 no . .
H12 H13 2.3113 no . .
H13 H14 2.2929 no . .
H14 H15 2.2896 no . .
H15 H16 2.3286 no . .
Se1 H1 2.4393 no . 3_675
Se1 H2A 3.0727 no . 4_564
Se1 H3 3.3705 no . 4_564
Se1 H4 3.2232 no . 2_645
Se1 H7 3.0611 no . .
Se1 H8 3.4135 no . .
Se1 H12 3.3272 no . 1_655
Se1 H15 3.2795 no . 3_665
Se2 H1 3.1186 no . 3_675
Se2 H9 3.1895 no . 2_655
Se2 H10 3.4401 no . 1_655
Se2 H11 2.9051 no . 1_655
Se2 H12 3.5157 no . 1_655
Se2 H13 2.7754 no . 3_675
Se2 H16 2.9032 no . 2_655
Se3 H2 2.4129 no . 1_655
Se3 H5 3.4231 no . 2_645
Se3 H10 3.2703 no . 1_655
Se3 H11 3.0223 no . 2_645
Se3 H13 3.4274 no . 4_665
Se3 H16 3.3197 no . 2_655
P1 H1 3.2968 no . 3_675
P1 H2 3.3415 no . 1_655
P1 H12 3.5537 no . 1_655
P1 H16 3.3258 no . 2_655
N1 H5 3.2265 no . .
N1 H6 3.5728 no . 3_675
N2 H9 3.4658 no . .
N2 H10 3.1974 no . .
N2 H15 3.3830 no . 3_565
C1 H5 3.5067 no . 2_645
C1 H8 3.5115 no . .
C1 H9 3.4742 no . 2_655
C1 H15 3.5604 no . 2_655
C1 H16 3.5689 no . 2_655
C2 H5 2.9371 no . 2_645
C2 H15 2.9090 no . 2_655
C3 H8 3.5686 no . 2_655
C3 H14 3.3420 no . 4_565
C3 H15 3.3349 no . 2_655
C4 H8 2.8840 no . 2_655
C4 H14 2.9878 no . 4_565
C5 H2A 3.4374 no . 2_655
C5 H8 2.7298 no . 2_655
C5 H9 3.4354 no . 2_655
C6 H7 3.1170 no . .
C6 H8 3.3097 no . 2_655
C6 H9 3.0214 no . 2_655
C7 H5 3.4905 no . .
C7 H6 3.2706 no . .
C7 H6 3.3810 no . 3_675
C8 H5 3.5780 no . 2_645
C9 H13 3.5584 no . 4_565
C10 H2 3.2811 no . .
C10 H12 3.4450 no . .
C10 H13 3.3892 no . 4_565
C10 H14 3.3569 no . 4_565
C11 H5 3.5418 no . .
C11 H12 3.4057 no . .
C12 H10 3.4941 no . .
C12 H15 3.3951 no . 3_565
C13 H10 3.3047 no . 4_564
C13 H16 3.3220 no . 3_565
C14 H2 3.5782 no . 3_565
C14 H4 3.2070 no . 4_564
C14 H10 3.4670 no . 4_564
C14 H16 3.4069 no . 3_565
C15 H2 3.5369 no . 3_565
C15 H2A 3.5351 no . 2_645
C16 H9 3.2865 no . .
H1 Se1 2.4393 no . 3_675
H1 Se2 3.1186 no . 3_675
H1 P1 3.2968 no . 3_675
H1 H5 3.3074 no . .
H1 H6 3.1429 no . 3_675
H2 Se3 2.4129 no . 1_455
H2 P1 3.3415 no . 1_455
H2 C10 3.2811 no . .
H2 C14 3.5782 no . 3_565
H2 C15 3.5369 no . 3_565
H2 H10 2.9493 no . .
H2 H14 3.5453 no . 3_565
H2 H15 3.4749 no . 3_565
H2A Se1 3.0727 no . 4_565
H2A C5 3.4374 no . 2_645
H2A C15 3.5351 no . 2_655
H2A H5 2.5043 no . 2_645
H2A H15 2.6936 no . 2_655
H3 Se1 3.3705 no . 4_565
H3 H3 3.3277 no . 3_676
H3 H4 3.3853 no . 3_676
H3 H7 3.5699 no . 4_565
H3 H8 3.4694 no . 4_565
H3 H14 3.0551 no . 4_565
H3 H15 3.4259 no . 2_655
H4 Se1 3.2232 no . 2_655
H4 C14 3.2070 no . 4_565
H4 H3 3.3853 no . 3_676
H4 H8 3.0625 no . 2_655
H4 H14 2.3559 no . 4_565
H4 H15 3.2506 no . 4_565
H5 Se3 3.4231 no . 2_655
H5 N1 3.2265 no . .
H5 C1 3.5067 no . 2_655
H5 C2 2.9371 no . 2_655
H5 C7 3.4905 no . .
H5 C8 3.5780 no . 2_655
H5 C11 3.5418 no . .
H5 H1 3.3074 no . .
H5 H2A 2.5043 no . 2_655
H5 H8 2.8255 no . 2_655
H6 N1 3.5728 no . 3_675
H6 C7 3.2706 no . .
H6 C7 3.3810 no . 3_675
H6 H1 3.1429 no . 3_675
H6 H7 2.9300 no . .
H6 H7 2.7508 no . 3_675
H6 H9 2.9699 no . 2_655
H7 Se1 3.0611 no . .
H7 C6 3.1170 no . .
H7 H3 3.5699 no . 4_564
H7 H6 2.9300 no . .
H7 H6 2.7508 no . 3_675
H7 H7 3.1971 no . 3_675
H8 Se1 3.4135 no . .
H8 C1 3.5115 no . .
H8 C3 3.5686 no . 2_645
H8 C4 2.8840 no . 2_645
H8 C5 2.7298 no . 2_645
H8 C6 3.3097 no . 2_645
H8 H3 3.4694 no . 4_564
H8 H4 3.0625 no . 2_645
H8 H5 2.8255 no . 2_645
H9 Se2 3.1895 no . 2_645
H9 N2 3.4658 no . .
H9 C1 3.4742 no . 2_645
H9 C5 3.4354 no . 2_645
H9 C6 3.0214 no . 2_645
H9 C16 3.2865 no . .
H9 H6 2.9699 no . 2_645
H9 H13 3.0559 no . 4_565
H9 H14 3.5394 no . 4_565
H9 H16 3.3401 no . .
H10 Se2 3.4401 no . 1_455
H10 Se3 3.2703 no . 1_455
H10 N2 3.1974 no . .
H10 C12 3.4941 no . .
H10 C13 3.3047 no . 4_565
H10 C14 3.4670 no . 4_565
H10 H2 2.9493 no . .
H10 H12 3.4827 no . .
H10 H13 2.7237 no . 4_565
H10 H14 3.0402 no . 4_565
H10 H16 3.2711 no . 2_555
H11 Se2 2.9051 no . 1_455
H11 Se3 3.0223 no . 2_655
H11 H12 3.4199 no . .
H11 H12 3.1963 no . 3_575
H12 Se1 3.3272 no . 1_455
H12 Se2 3.5157 no . 1_455
H12 P1 3.5537 no . 1_455
H12 C10 3.4450 no . .
H12 C11 3.4057 no . .
H12 H10 3.4827 no . .
H12 H11 3.4199 no . .
H12 H11 3.1963 no . 3_575
H12 H15 3.5114 no . 3_565
H13 Se2 2.7754 no . 3_675
H13 Se3 3.4274 no . 4_464
H13 C9 3.5584 no . 4_564
H13 C10 3.3892 no . 4_564
H13 H9 3.0559 no . 4_564
H13 H10 2.7237 no . 4_564
H13 H16 3.5157 no . 3_565
H14 C3 3.3420 no . 4_564
H14 C4 2.9878 no . 4_564
H14 C10 3.3569 no . 4_564
H14 H2 3.5453 no . 3_565
H14 H3 3.0551 no . 4_564
H14 H4 2.3559 no . 4_564
H14 H9 3.5394 no . 4_564
H14 H10 3.0402 no . 4_564
H15 Se1 3.2795 no . 3_665
H15 N2 3.3830 no . 3_565
H15 C1 3.5604 no . 2_645
H15 C2 2.9090 no . 2_645
H15 C3 3.3349 no . 2_645
H15 C12 3.3951 no . 3_565
H15 H2 3.4749 no . 3_565
H15 H2A 2.6936 no . 2_645
H15 H3 3.4259 no . 2_645
H15 H4 3.2506 no . 4_564
H15 H12 3.5114 no . 3_565
H16 Se2 2.9032 no . 2_645
H16 Se3 3.3197 no . 2_645
H16 P1 3.3258 no . 2_645
H16 C1 3.5689 no . 2_645
H16 C13 3.3220 no . 3_565
H16 C14 3.4069 no . 3_565
H16 H9 3.3401 no . .
H16 H10 3.2711 no . 2_545
H16 H13 3.5157 no . 3_565

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_database_code_depnum_ccdc_archive 'CCDC 985893'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_15


_chemical_formula_sum            'C18 H21 N2 P Se3'
_chemical_formula_moiety         'C18 H21 N2 P Se3'
_chemical_formula_weight         533.23
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   8.7259(11)
_cell_length_b                   14.3639(18)
_cell_length_c                   16.1845(19)
_cell_angle_alpha                90.0000
_cell_angle_beta                 94.997(7)
_cell_angle_gamma                90.0000
_cell_volume                     2020.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7988
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      25.34
_cell_measurement_temperature    173
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.753
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1040.00
_exptl_absorpt_coefficient_mu    5.543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_absorpt_correction_T_min  0.495
_exptl_absorpt_correction_T_max  0.895

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      173
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.353
_diffrn_reflns_number            11983
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_theta_min         3.101
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3598
_reflns_number_gt                2996
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0379
_refine_ls_wR_factor_ref         0.0743
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         3598
_refine_ls_number_parameters     225
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0152P)²+4.1542P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.540
_refine_diff_density_min         -0.470
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Se Se -0.0929 2.2259
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.48337(5) 0.39102(3) 0.40394(3) 0.02932(13) Uani 1.0 4 d . . .
Se2 Se 0.72777(5) 0.19679(3) 0.35585(2) 0.02585(12) Uani 1.0 4 d . . .
Se3 Se 0.54236(5) 0.19796(3) 0.54607(2) 0.03125(13) Uani 1.0 4 d . . .
P1 P 0.52753(13) 0.24160(7) 0.41743(6) 0.0211(3) Uani 1.0 4 d . . .
N7 N 0.8145(5) 0.4000(3) 0.5146(3) 0.0385(10) Uani 1.0 4 d . . .
N14 N 0.9354(5) 0.1525(3) 0.5357(3) 0.0350(10) Uani 1.0 4 d . . .
C1 C 0.3641(5) 0.1800(3) 0.3630(3) 0.0221(10) Uani 1.0 4 d . . .
C2 C 0.3638(6) 0.0830(3) 0.3652(3) 0.0276(10) Uani 1.0 4 d . . .
C3 C 0.2464(6) 0.0331(4) 0.3226(3) 0.0360(12) Uani 1.0 4 d . . .
C4 C 0.1267(6) 0.0787(4) 0.2781(3) 0.0386(13) Uani 1.0 4 d . . .
C5 C 0.1243(6) 0.1744(4) 0.2761(3) 0.0360(12) Uani 1.0 4 d . . .
C6 C 0.2435(5) 0.2255(4) 0.3180(3) 0.0297(11) Uani 1.0 4 d . . .
C8 C 0.9306(7) 0.3819(3) 0.4691(3) 0.0370(13) Uani 1.0 4 d . . .
C9 C 1.0776(6) 0.3761(3) 0.5053(3) 0.0312(11) Uani 1.0 4 d . . .
C10 C 1.1068(5) 0.3891(3) 0.5908(3) 0.0245(10) Uani 1.0 4 d . . .
C11 C 0.9796(6) 0.4064(3) 0.6356(3) 0.0307(11) Uani 1.0 4 d . . .
C12 C 0.8352(6) 0.4116(3) 0.5960(3) 0.0374(12) Uani 1.0 4 d . . .
C13 C 1.2642(6) 0.3839(4) 0.6317(3) 0.0343(11) Uani 1.0 4 d . . .
C15 C 1.0577(6) 0.1121(4) 0.5068(3) 0.0370(12) Uani 1.0 4 d . . .
C16 C 1.1805(6) 0.0867(4) 0.5588(3) 0.0356(12) Uani 1.0 4 d . . .
C17 C 1.1823(6) 0.1054(3) 0.6437(3) 0.0261(10) Uani 1.0 4 d . . .
C18 C 1.0555(6) 0.1500(3) 0.6712(3) 0.0313(11) Uani 1.0 4 d . . .
C19 C 0.9323(6) 0.1725(3) 0.6167(3) 0.0358(12) Uani 1.0 4 d . . .
C20 C 1.3158(6) 0.0787(4) 0.7026(3) 0.0384(12) Uani 1.0 4 d . . .
H2 H 0.4448 0.0508 0.3962 0.0331 Uiso 1.0 4 calc R . .
H3 H 0.2481 -0.0330 0.3240 0.0431 Uiso 1.0 4 calc R . .
H4 H 0.0463 0.0441 0.2491 0.0463 Uiso 1.0 4 calc R . .
H5 H 0.0414 0.2059 0.2460 0.0432 Uiso 1.0 4 calc R . .
H6 H 0.2420 0.2915 0.3157 0.0356 Uiso 1.0 4 calc R . .
H7 H 0.711(3) 0.406(4) 0.486(3) 0.09(3) Uiso 1.0 4 d . . .
H8 H 0.9112 0.3729 0.4110 0.0444 Uiso 1.0 4 calc R . .
H9 H 1.1600 0.3632 0.4724 0.0374 Uiso 1.0 4 calc R . .
H11 H 0.9939 0.4147 0.6940 0.0369 Uiso 1.0 4 calc R . .
H12 H 0.7495 0.4235 0.6269 0.0449 Uiso 1.0 4 calc R . .
H13A H 1.3153 0.4442 0.6270 0.0411 Uiso 1.0 4 calc R . .
H13B H 1.3221 0.3358 0.6049 0.0411 Uiso 1.0 4 calc R . .
H13C H 1.2597 0.3683 0.6904 0.0411 Uiso 1.0 4 calc R . .
H14 H 0.844(5) 0.160(5) 0.497(3) 0.10(3) Uiso 1.0 4 d . . .
H15 H 1.0585 0.1011 0.4490 0.0443 Uiso 1.0 4 calc R . .
H16 H 1.2654 0.0561 0.5376 0.0427 Uiso 1.0 4 calc R . .
H18 H 1.0541 0.1651 0.7282 0.0375 Uiso 1.0 4 calc R . .
H19 H 0.8449 0.2022 0.6360 0.0429 Uiso 1.0 4 calc R . .
H20A H 1.2868 0.0263 0.7368 0.0461 Uiso 1.0 4 calc R . .
H20B H 1.3461 0.1318 0.7383 0.0461 Uiso 1.0 4 calc R . .
H20C H 1.4022 0.0604 0.6713 0.0461 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       
'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)'
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 rc13'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 rc13'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Se1 P1 2.1881(12) yes . .
Se2 P1 2.1826(13) yes . .
Se3 P1 2.1673(11) yes . .
P1 C1 1.837(4) yes . .
N7 C8 1.329(7) yes . .
N7 C12 1.326(7) yes . .
N14 C15 1.334(7) yes . .
N14 C19 1.344(7) yes . .
C1 C2 1.394(6) yes . .
C1 C6 1.390(6) yes . .
C2 C3 1.384(7) yes . .
C3 C4 1.381(7) yes . .
C4 C5 1.375(8) yes . .
C5 C6 1.399(7) yes . .
C8 C9 1.366(7) yes . .
C9 C10 1.396(6) yes . .
C10 C11 1.401(7) yes . .
C10 C13 1.474(6) yes . .
C11 C12 1.365(7) yes . .
C15 C16 1.354(7) yes . .
C16 C17 1.400(6) yes . .
C17 C18 1.384(7) yes . .
C17 C20 1.489(7) yes . .
C18 C19 1.369(7) yes . .
N7 H7 0.98(3) no . .
N14 H14 0.98(4) no . .
C2 H2 0.950 no . .
C3 H3 0.950 no . .
C4 H4 0.950 no . .
C5 H5 0.950 no . .
C6 H6 0.950 no . .
C8 H8 0.950 no . .
C9 H9 0.950 no . .
C11 H11 0.950 no . .
C12 H12 0.950 no . .
C13 H13A 0.980 no . .
C13 H13B 0.980 no . .
C13 H13C 0.980 no . .
C15 H15 0.950 no . .
C16 H16 0.950 no . .
C18 H18 0.950 no . .
C19 H19 0.950 no . .
C20 H20A 0.980 no . .
C20 H20B 0.980 no . .
C20 H20C 0.980 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
Se1 P1 Se2 112.63(5) yes . . .
Se1 P1 Se3 112.01(5) yes . . .
Se1 P1 C1 107.60(14) yes . . .
Se2 P1 Se3 111.73(5) yes . . .
Se2 P1 C1 104.92(14) yes . . .
Se3 P1 C1 107.48(14) yes . . .
C8 N7 C12 122.1(5) yes . . .
C15 N14 C19 121.3(4) yes . . .
P1 C1 C2 118.2(3) yes . . .
P1 C1 C6 123.1(4) yes . . .
C2 C1 C6 118.7(4) yes . . .
C1 C2 C3 120.5(4) yes . . .
C2 C3 C4 120.5(5) yes . . .
C3 C4 C5 119.7(5) yes . . .
C4 C5 C6 120.2(5) yes . . .
C1 C6 C5 120.3(5) yes . . .
N7 C8 C9 120.4(4) yes . . .
C8 C9 C10 120.1(5) yes . . .
C9 C10 C11 116.9(4) yes . . .
C9 C10 C13 121.4(4) yes . . .
C11 C10 C13 121.7(4) yes . . .
C10 C11 C12 120.5(4) yes . . .
N7 C12 C11 120.0(5) yes . . .
N14 C15 C16 120.9(5) yes . . .
C15 C16 C17 119.9(5) yes . . .
C16 C17 C18 117.6(4) yes . . .
C16 C17 C20 121.3(4) yes . . .
C18 C17 C20 121.1(4) yes . . .
C17 C18 C19 120.5(4) yes . . .
N14 C19 C18 119.7(5) yes . . .
C8 N7 H7 118(3) no . . .
C12 N7 H7 120(3) no . . .
C15 N14 H14 117(3) no . . .
C19 N14 H14 121(3) no . . .
C1 C2 H2 119.763 no . . .
C3 C2 H2 119.761 no . . .
C2 C3 H3 119.738 no . . .
C4 C3 H3 119.748 no . . .
C3 C4 H4 120.129 no . . .
C5 C4 H4 120.124 no . . .
C4 C5 H5 119.892 no . . .
C6 C5 H5 119.896 no . . .
C1 C6 H6 119.848 no . . .
C5 C6 H6 119.848 no . . .
N7 C8 H8 119.791 no . . .
C9 C8 H8 119.797 no . . .
C8 C9 H9 119.952 no . . .
C10 C9 H9 119.964 no . . .
C10 C11 H11 119.747 no . . .
C12 C11 H11 119.754 no . . .
N7 C12 H12 120.007 no . . .
C11 C12 H12 120.002 no . . .
C10 C13 H13A 109.473 no . . .
C10 C13 H13B 109.475 no . . .
C10 C13 H13C 109.469 no . . .
H13A C13 H13B 109.469 no . . .
H13A C13 H13C 109.466 no . . .
H13B C13 H13C 109.476 no . . .
N14 C15 H15 119.554 no . . .
C16 C15 H15 119.543 no . . .
C15 C16 H16 120.041 no . . .
C17 C16 H16 120.045 no . . .
C17 C18 H18 119.740 no . . .
C19 C18 H18 119.740 no . . .
N14 C19 H19 120.147 no . . .
C18 C19 H19 120.150 no . . .
C17 C20 H20A 109.475 no . . .
C17 C20 H20B 109.470 no . . .
C17 C20 H20C 109.466 no . . .
H20A C20 H20B 109.477 no . . .
H20A C20 H20C 109.468 no . . .
H20B C20 H20C 109.471 no . . .

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
Se1 P1 C1 C2 -177.9(3) no . . . .
Se1 P1 C1 C6 3.8(4) no . . . .
Se2 P1 C1 C2 61.9(3) no . . . .
Se2 P1 C1 C6 -116.3(3) no . . . .
Se3 P1 C1 C2 -57.1(3) no . . . .
Se3 P1 C1 C6 124.6(3) no . . . .
C8 N7 C12 C11 1.0(7) no . . . .
C12 N7 C8 C9 -1.1(7) no . . . .
C15 N14 C19 C18 -1.0(7) no . . . .
C19 N14 C15 C16 2.6(7) no . . . .
P1 C1 C2 C3 -177.5(3) no . . . .
P1 C1 C6 C5 178.3(3) no . . . .
C2 C1 C6 C5 0.1(6) no . . . .
C6 C1 C2 C3 0.8(6) no . . . .
C1 C2 C3 C4 -0.9(7) no . . . .
C2 C3 C4 C5 0.1(7) no . . . .
C3 C4 C5 C6 0.8(7) no . . . .
C4 C5 C6 C1 -0.9(7) no . . . .
N7 C8 C9 C10 0.1(7) no . . . .
C8 C9 C10 C11 1.0(6) no . . . .
C8 C9 C10 C13 -179.6(4) no . . . .
C9 C10 C11 C12 -1.1(6) no . . . .
C13 C10 C11 C12 179.5(4) no . . . .
C10 C11 C12 N7 0.1(7) no . . . .
N14 C15 C16 C17 -2.1(7) no . . . .
C15 C16 C17 C18 0.0(7) no . . . .
C15 C16 C17 C20 -179.8(4) no . . . .
C16 C17 C18 C19 1.5(6) no . . . .
C20 C17 C18 C19 -178.7(4) no . . . .
C17 C18 C19 N14 -1.0(7) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
Se1 C6 3.386(5) no . .
Se2 C2 3.587(5) no . .
Se3 C2 3.595(4) no . .
N7 C10 2.739(6) no . .
N14 C17 2.738(6) no . .
C1 C4 2.793(7) no . .
C2 C5 2.766(7) no . .
C3 C6 2.764(7) no . .
C8 C11 2.715(7) no . .
C9 C12 2.725(7) no . .
C15 C18 2.716(7) no . .
C16 C19 2.729(7) no . .
Se1 N7 3.267(5) no . .
Se2 N14 3.353(4) no . .
Se3 N14 3.510(5) no . .
Se3 C16 3.561(5) no . 1_455
Se3 C19 3.513(5) no . .
N7 Se1 3.267(5) no . .
N7 C9 3.375(6) no . 3_766
N7 C10 3.573(6) no . 3_766
N14 Se2 3.353(4) no . .
N14 Se3 3.510(5) no . .
N14 C8 3.466(6) no . .
N14 C9 3.493(6) no . .
C3 C19 3.519(7) no . 3_656
C4 C12 3.598(7) no . 4_454
C8 N14 3.466(6) no . .
C8 C9 3.503(7) no . 3_766
C8 C10 3.437(6) no . 3_766
C9 N7 3.375(6) no . 3_766
C9 N14 3.493(6) no . .
C9 C8 3.503(7) no . 3_766
C9 C12 3.577(7) no . 3_766
C10 N7 3.573(6) no . 3_766
C10 C8 3.437(6) no . 3_766
C10 C19 3.505(7) no . .
C11 C19 3.396(7) no . .
C12 C4 3.598(7) no . 4_555
C12 C9 3.577(7) no . 3_766
C12 C19 3.546(7) no . .
C15 C15 3.376(7) no . 3_756
C16 Se3 3.561(5) no . 1_655
C19 Se3 3.513(5) no . .
C19 C3 3.519(7) no . 3_656
C19 C10 3.505(7) no . .
C19 C11 3.396(7) no . .
C19 C12 3.546(7) no . .
Se1 H6 2.8276 no . .
Se2 H2 3.3465 no . .
Se3 H2 3.2726 no . .
P1 H2 2.8466 no . .
P1 H6 2.9532 no . .
N7 H9 3.1921 no . .
N7 H11 3.1837 no . .
N14 H16 3.1922 no . .
N14 H18 3.2015 no . .
C1 H3 3.2665 no . .
C1 H5 3.2744 no . .
C2 H4 3.2581 no . .
C2 H6 3.2562 no . .
C3 H5 3.2422 no . .
C4 H2 3.2554 no . .
C4 H6 3.2590 no . .
C5 H3 3.2403 no . .
C6 H2 3.2552 no . .
C6 H4 3.2642 no . .
C8 H12 3.1750 no . .
C9 H7 3.21(3) no . .
C9 H11 3.2482 no . .
C9 H13A 2.9029 no . .
C9 H13B 2.6240 no . .
C9 H13C 3.2676 no . .
C10 H8 3.2511 no . .
C10 H12 3.2594 no . .
C11 H7 3.22(4) no . .
C11 H9 3.2501 no . .
C11 H13A 2.9942 no . .
C11 H13B 3.2360 no . .
C11 H13C 2.5854 no . .
C12 H8 3.1730 no . .
C13 H9 2.6740 no . .
C13 H11 2.6810 no . .
C15 H19 3.1888 no . .
C16 H14 3.20(5) no . .
C16 H18 3.2458 no . .
C16 H20A 3.0734 no . .
C16 H20B 3.1975 no . .
C16 H20C 2.5670 no . .
C17 H15 3.2423 no . .
C17 H19 3.2488 no . .
C18 H14 3.24(5) no . .
C18 H16 3.2455 no . .
C18 H20A 2.8254 no . .
C18 H20B 2.6832 no . .
C18 H20C 3.2873 no . .
C19 H15 3.1865 no . .
C20 H16 2.6877 no . .
C20 H18 2.6630 no . .
H2 H3 2.3270 no . .
H3 H4 2.3295 no . .
H4 H5 2.3251 no . .
H5 H6 2.3455 no . .
H7 H8 2.2621 no . .
H7 H12 2.2884 no . .
H8 H9 2.3119 no . .
H9 H13A 2.9767 no . .
H9 H13B 2.4947 no . .
H9 H13C 3.5596 no . .
H11 H12 2.3111 no . .
H11 H13A 3.1222 no . .
H11 H13B 3.5054 no . .
H11 H13C 2.4189 no . .
H14 H15 2.2540 no . .
H14 H19 2.3310 no . .
H15 H16 2.2981 no . .
H16 H20A 3.2412 no . .
H16 H20B 3.4403 no . .
H16 H20C 2.3799 no . .
H18 H19 2.3174 no . .
H18 H20A 2.8402 no . .
H18 H20B 2.5839 no . .
H18 H20C 3.5813 no . .
Se1 H4 3.3052 no . 2_555
Se1 H7 2.30(4) no . .
Se1 H9 3.1458 no . 1_455
Se1 H12 3.3615 no . 3_666
Se1 H13A 3.0159 no . 3_766
Se1 H18 3.0695 no . 4_454
Se2 H5 3.3930 no . 1_655
Se2 H8 3.0836 no . .
Se2 H11 3.5575 no . 4_454
Se2 H13C 2.8730 no . 4_454
Se2 H14 2.47(5) no . .
Se2 H15 3.4253 no . .
Se2 H18 3.1554 no . 4_454
Se2 H20A 3.5354 no . 3_756
Se2 H20B 3.3299 no . 4_454
Se3 H3 3.5648 no . 3_656
Se3 H5 3.5194 no . 4_555
Se3 H7 3.51(6) no . .
Se3 H13B 2.9723 no . 1_455
Se3 H14 2.87(5) no . .
Se3 H16 3.1545 no . 1_455
Se3 H19 2.9019 no . .
Se3 H20C 3.1532 no . 1_455
P1 H7 3.01(5) no . .
P1 H14 3.17(5) no . .
P1 H18 3.3692 no . 4_454
N7 H9 3.4145 no . 3_766
N7 H13A 3.3310 no . 3_766
N7 H14 3.47(7) no . .
N7 H19 3.4511 no . .
N14 H3 3.3613 no . 3_656
C1 H11 3.3387 no . 4_454
C1 H15 3.3135 no . 1_455
C1 H16 3.5093 no . 1_455
C2 H11 3.0851 no . 4_454
C2 H15 3.1034 no . 1_455
C2 H16 3.0139 no . 1_455
C2 H20C 2.9944 no . 3_756
C3 H11 3.2164 no . 4_454
C3 H12 3.2310 no . 4_454
C3 H15 2.8996 no . 1_455
C3 H16 3.4843 no . 1_455
C3 H19 3.5496 no . 3_656
C3 H20C 3.3409 no . 3_756
C4 H11 3.5906 no . 4_454
C4 H12 2.7566 no . 4_454
C4 H13A 3.5090 no . 4_354
C4 H13C 3.4723 no . 4_354
C4 H15 2.8963 no . 1_455
C5 H12 3.0756 no . 4_454
C5 H13C 3.4129 no . 4_354
C5 H15 3.0902 no . 1_455
C5 H19 3.5702 no . 4_454
C6 H9 3.3180 no . 1_455
C6 H15 3.2996 no . 1_455
C6 H18 3.5514 no . 4_454
C6 H19 3.3152 no . 4_454
C8 H13A 3.5616 no . 3_766
C8 H14 3.32(7) no . .
C10 H8 3.4225 no . 3_766
C10 H20A 3.4769 no . 2_756
C11 H8 3.4129 no . 3_766
C11 H19 3.1602 no . .
C11 H20A 3.2640 no . 2_756
C12 H9 3.4211 no . 3_766
C12 H19 3.0758 no . .
C13 H4 3.1506 no . 4_655
C13 H5 3.1879 no . 4_655
C13 H7 3.58(6) no . 3_766
C13 H20A 3.0136 no . 2_756
C15 H15 3.3237 no . 3_756
C16 H15 3.4053 no . 3_756
C17 H4 3.4936 no . 3_656
C18 H3 3.1442 no . 3_656
C18 H4 3.2293 no . 3_656
C19 H3 2.7711 no . 3_656
C20 H2 3.3114 no . 3_756
C20 H8 3.4732 no . 4_555
C20 H11 3.2598 no . 2_746
C20 H13C 3.5734 no . 2_746
H2 C20 3.3114 no . 3_756
H2 H11 3.3745 no . 4_454
H2 H16 2.8832 no . 1_455
H2 H16 3.0709 no . 3_756
H2 H20A 3.4963 no . 3_756
H2 H20C 2.4049 no . 3_756
H3 Se3 3.5648 no . 3_656
H3 N14 3.3613 no . 3_656
H3 C18 3.1442 no . 3_656
H3 C19 2.7711 no . 3_656
H3 H6 3.3913 no . 2_545
H3 H11 3.5641 no . 4_454
H3 H12 3.5577 no . 4_454
H3 H14 3.5746 no . 3_656
H3 H15 3.3352 no . 1_455
H3 H18 3.2979 no . 3_656
H3 H19 2.6601 no . 3_656
H3 H20C 3.0707 no . 3_756
H4 Se1 3.3052 no . 2_545
H4 C13 3.1506 no . 4_354
H4 C17 3.4936 no . 3_656
H4 C18 3.2293 no . 3_656
H4 H12 2.8075 no . 4_454
H4 H13A 2.7019 no . 4_354
H4 H13B 3.3848 no . 4_354
H4 H13C 2.8855 no . 4_354
H4 H15 3.3298 no . 1_455
H4 H18 3.1598 no . 3_656
H4 H20A 3.1050 no . 3_656
H5 Se2 3.3930 no . 1_455
H5 Se3 3.5194 no . 4_454
H5 C13 3.1879 no . 4_354
H5 H12 3.3292 no . 4_454
H5 H13A 3.4043 no . 4_354
H5 H13B 2.9119 no . 4_354
H5 H13C 2.7573 no . 4_354
H5 H19 3.5705 no . 4_454
H5 H20B 2.8841 no . 4_354
H6 H3 3.3913 no . 2_555
H6 H8 3.5844 no . 1_455
H6 H9 2.8847 no . 1_455
H6 H18 3.2374 no . 4_454
H6 H19 3.1189 no . 4_454
H7 Se1 2.30(4) no . .
H7 Se3 3.51(6) no . .
H7 P1 3.01(5) no . .
H7 C13 3.58(6) no . 3_766
H7 H9 3.5449 no . 3_766
H7 H13A 2.8207 no . 3_766
H8 Se2 3.0836 no . .
H8 C10 3.4225 no . 3_766
H8 C11 3.4129 no . 3_766
H8 C20 3.4732 no . 4_454
H8 H6 3.5844 no . 1_655
H8 H13A 3.3130 no . 3_766
H8 H14 3.4320 no . .
H8 H20A 3.2695 no . 4_454
H8 H20B 2.8027 no . 4_454
H9 Se1 3.1458 no . 1_655
H9 N7 3.4145 no . 3_766
H9 C6 3.3180 no . 1_655
H9 C12 3.4211 no . 3_766
H9 H6 2.8847 no . 1_655
H9 H7 3.5449 no . 3_766
H9 H12 3.5799 no . 3_766
H11 Se2 3.5575 no . 4_555
H11 C1 3.3387 no . 4_555
H11 C2 3.0851 no . 4_555
H11 C3 3.2164 no . 4_555
H11 C4 3.5906 no . 4_555
H11 C20 3.2598 no . 2_756
H11 H2 3.3745 no . 4_555
H11 H3 3.5641 no . 4_555
H11 H19 3.4164 no . .
H11 H20A 2.6674 no . 2_756
H11 H20B 3.5508 no . 2_756
H11 H20C 3.0998 no . 2_756
H12 Se1 3.3615 no . 3_666
H12 C3 3.2310 no . 4_555
H12 C4 2.7566 no . 4_555
H12 C5 3.0756 no . 4_555
H12 H3 3.5577 no . 4_555
H12 H4 2.8075 no . 4_555
H12 H5 3.3292 no . 4_555
H12 H9 3.5799 no . 3_766
H12 H19 3.2859 no . .
H13A Se1 3.0159 no . 3_766
H13A N7 3.3310 no . 3_766
H13A C4 3.5090 no . 4_655
H13A C8 3.5616 no . 3_766
H13A H4 2.7019 no . 4_655
H13A H5 3.4043 no . 4_655
H13A H7 2.8207 no . 3_766
H13A H8 3.3130 no . 3_766
H13A H20A 2.7180 no . 2_756
H13B Se3 2.9723 no . 1_655
H13B H4 3.3848 no . 4_655
H13B H5 2.9119 no . 4_655
H13C Se2 2.8730 no . 4_555
H13C C4 3.4723 no . 4_655
H13C C5 3.4129 no . 4_655
H13C C20 3.5734 no . 2_756
H13C H4 2.8855 no . 4_655
H13C H5 2.7573 no . 4_655
H13C H18 3.5084 no . .
H13C H20A 2.6063 no . 2_756
H13C H20B 3.5508 no . .
H14 Se2 2.47(5) no . .
H14 Se3 2.87(5) no . .
H14 P1 3.17(5) no . .
H14 N7 3.47(7) no . .
H14 C8 3.32(7) no . .
H14 H3 3.5746 no . 3_656
H14 H8 3.4320 no . .
H14 H16 3.2805 no . 3_756
H15 Se2 3.4253 no . .
H15 C1 3.3135 no . 1_655
H15 C2 3.1034 no . 1_655
H15 C3 2.8996 no . 1_655
H15 C4 2.8963 no . 1_655
H15 C5 3.0902 no . 1_655
H15 C6 3.2996 no . 1_655
H15 C15 3.3237 no . 3_756
H15 C16 3.4053 no . 3_756
H15 H3 3.3352 no . 1_655
H15 H4 3.3298 no . 1_655
H15 H15 3.5356 no . 3_756
H16 Se3 3.1545 no . 1_655
H16 C1 3.5093 no . 1_655
H16 C2 3.0139 no . 1_655
H16 C3 3.4843 no . 1_655
H16 H2 2.8832 no . 1_655
H16 H2 3.0709 no . 3_756
H16 H14 3.2805 no . 3_756
H18 Se1 3.0695 no . 4_555
H18 Se2 3.1554 no . 4_555
H18 P1 3.3692 no . 4_555
H18 C6 3.5514 no . 4_555
H18 H3 3.2979 no . 3_656
H18 H4 3.1598 no . 3_656
H18 H6 3.2374 no . 4_555
H18 H13C 3.5084 no . .
H19 Se3 2.9019 no . .
H19 N7 3.4511 no . .
H19 C3 3.5496 no . 3_656
H19 C5 3.5702 no . 4_555
H19 C6 3.3152 no . 4_555
H19 C11 3.1602 no . .
H19 C12 3.0758 no . .
H19 H3 2.6601 no . 3_656
H19 H5 3.5705 no . 4_555
H19 H6 3.1189 no . 4_555
H19 H11 3.4164 no . .
H19 H12 3.2859 no . .
H20A Se2 3.5354 no . 3_756
H20A C10 3.4769 no . 2_746
H20A C11 3.2640 no . 2_746
H20A C13 3.0136 no . 2_746
H20A H2 3.4963 no . 3_756
H20A H4 3.1050 no . 3_656
H20A H8 3.2695 no . 4_555
H20A H11 2.6674 no . 2_746
H20A H13A 2.7180 no . 2_746
H20A H13C 2.6063 no . 2_746
H20B Se2 3.3299 no . 4_555
H20B H5 2.8841 no . 4_655
H20B H8 2.8027 no . 4_555
H20B H11 3.5508 no . 2_746
H20B H13C 3.5508 no . .
H20C Se3 3.1532 no . 1_655
H20C C2 2.9944 no . 3_756
H20C C3 3.3409 no . 3_756
H20C H2 2.4049 no . 3_756
H20C H3 3.0707 no . 3_756
H20C H11 3.0998 no . 2_746

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_database_code_depnum_ccdc_archive 'CCDC 985894'
