# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1891921'
_audit_update_record             
;
2019-02-05 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H20 N4 S3 Sb V'
_chemical_formula_sum            'C6 H20 N4 S3 Sb V'
_chemical_formula_weight         417.14

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 Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.468(4)
_cell_length_b                   17.708(9)
_cell_length_c                   13.526(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.500(16)
_cell_angle_gamma                90.00
_cell_volume                     1469.1(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9708
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      34.13

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.886
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    2.879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7424
_exptl_absorpt_correction_T_max  0.8694
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            46736
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0129
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.80
_diffrn_reflns_theta_max         29.26
_reflns_number_total             3977
_reflns_number_gt                3449
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction        
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0500P)²+5.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0042(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3977
_refine_ls_number_parameters     166
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.1131
_refine_ls_wR_factor_gt          0.1029
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Sb1 Sb 0.48516(6) 0.664203(18) 0.66716(2) 0.04444(13) Uani 1 1 d . . .
V1 V 0.63916(9) 0.66951(3) 0.45751(5) 0.02419(14) Uani 1 1 d . A .
S1 S 0.83347(19) 0.67584(8) 0.63585(9) 0.0480(3) Uani 1 1 d . . .
S2 S 0.32667(15) 0.61636(5) 0.49057(8) 0.0330(2) Uani 1 1 d . . .
S3 S 0.3872(3) 0.79217(8) 0.66251(12) 0.0592(4) Uani 1 1 d . . .
N2 N 0.7979(5) 0.56804(18) 0.4385(3) 0.0350(7) Uani 1 1 d . A .
H2A H 0.9423 0.5733 0.4700 0.042 Uiso 1 1 calc R . .
H2B H 0.7515 0.5302 0.4706 0.042 Uiso 1 1 calc R . .
N3 N 0.8923(5) 0.73655(18) 0.4252(3) 0.0356(7) Uani 1 1 d D . .
H3A H 1.0244 0.7204 0.4650 0.043 Uiso 0.450(11) 1 calc PR A 1
H3B H 0.8839 0.7311 0.3578 0.043 Uiso 0.450(11) 1 calc PR A 1
H3X H 1.0126 0.7366 0.4815 0.043 Uiso 0.550(11) 1 calc PR A 2
H3Y H 0.9272 0.7158 0.3718 0.043 Uiso 0.550(11) 1 calc PR A 2
N1 N 0.4958(6) 0.6476(2) 0.2902(3) 0.0401(8) Uani 1 1 d D . .
H1A H 0.3536 0.6602 0.2683 0.048 Uiso 0.755(11) 1 calc PR A 1
H1B H 0.5647 0.6747 0.2538 0.048 Uiso 0.755(11) 1 calc PR A 1
H1F H 0.3502 0.6513 0.2750 0.048 Uiso 0.245(11) 1 calc PR A 2
H1G H 0.5373 0.6857 0.2566 0.048 Uiso 0.245(11) 1 calc PR A 2
N4 N 0.4959(5) 0.77939(18) 0.4355(3) 0.0358(7) Uani 1 1 d D . .
H4A H 0.3607 0.7765 0.3895 0.043 Uiso 0.450(11) 1 calc PR A 1
H4B H 0.4845 0.7960 0.4964 0.043 Uiso 0.450(11) 1 calc PR A 1
H4K H 0.4088 0.7842 0.3691 0.043 Uiso 0.550(11) 1 calc PR A 2
H4L H 0.4134 0.7851 0.4774 0.043 Uiso 0.550(11) 1 calc PR A 2
C3 C 0.7588(7) 0.5476(2) 0.3297(4) 0.0443(10) Uani 1 1 d D . .
H3C H 0.7888 0.4944 0.3235 0.053 Uiso 0.755(11) 1 calc PR A 1
H3D H 0.8508 0.5771 0.2999 0.053 Uiso 0.755(11) 1 calc PR A 1
H3E H 0.7609 0.4929 0.3258 0.053 Uiso 0.245(11) 1 calc PR A 2
H3F H 0.8814 0.5659 0.3099 0.053 Uiso 0.245(11) 1 calc PR A 2
C4 C 0.5657(11) 0.9155(3) 0.4201(6) 0.0701(17) Uani 1 1 d D . .
H4C H 0.6488 0.9515 0.3954 0.105 Uiso 0.450(11) 1 d PR A 1
H4D H 0.5971 0.9214 0.4940 0.105 Uiso 0.450(11) 1 d PR A 1
H4E H 0.4130 0.9238 0.3858 0.105 Uiso 0.450(11) 1 d PR A 1
H4X H 0.6775 0.9535 0.4370 0.105 Uiso 0.550(11) 1 d PR A 2
H4Y H 0.4585 0.9277 0.4530 0.105 Uiso 0.550(11) 1 d PR A 2
H4Z H 0.4976 0.9137 0.3459 0.105 Uiso 0.550(11) 1 d PR A 2
C1 C 0.4658(14) 0.5407(4) 0.1623(5) 0.061(2) Uani 0.755(11) 1 d PD A 1
H1C H 0.3138 0.5500 0.1276 0.091 Uiso 0.755(11) 1 calc PR A 1
H1D H 0.4960 0.4879 0.1587 0.091 Uiso 0.755(11) 1 calc PR A 1
H1E H 0.5513 0.5693 0.1291 0.091 Uiso 0.755(11) 1 calc PR A 1
C2 C 0.5236(10) 0.5645(3) 0.2758(4) 0.0373(14) Uani 0.755(11) 1 d PD A 1
H2C H 0.4340 0.5361 0.3092 0.045 Uiso 0.755(11) 1 calc PR A 1
C5 C 0.6271(13) 0.8347(4) 0.3965(9) 0.042(3) Uani 0.450(11) 1 d PD A 1
H5H H 0.5913 0.8287 0.3209 0.050 Uiso 0.450(11) 1 calc PR A 1
C6 C 0.8645(14) 0.8167(4) 0.4475(8) 0.0344(14) Uani 0.450(11) 1 d PD A 1
H6C H 0.9545 0.8484 0.4193 0.041 Uiso 0.450(11) 1 calc PR A 1
H6D H 0.9058 0.8250 0.5221 0.041 Uiso 0.450(11) 1 calc PR A 1
C1B C 0.343(3) 0.5328(10) 0.2517(15) 0.044(5) Uani 0.245(11) 1 d PD A 2
H1L H 0.2116 0.5592 0.2143 0.066 Uiso 0.245(11) 1 calc PR A 2
H1M H 0.3520 0.5283 0.3237 0.066 Uiso 0.245(11) 1 calc PR A 2
H1N H 0.3409 0.4833 0.2224 0.066 Uiso 0.245(11) 1 calc PR A 2
C2B C 0.540(3) 0.5764(7) 0.2432(16) 0.0373(14) Uani 0.25 1 d PD A 2
H2H H 0.5486 0.5811 0.1725 0.045 Uiso 0.245(11) 1 calc PR A 2
C5B C 0.6665(11) 0.8390(3) 0.4590(6) 0.0340(17) Uani 0.550(11) 1 d PD A 2
H5A H 0.7460 0.8408 0.5339 0.041 Uiso 0.550(11) 1 calc PR A 2
C6B C 0.8163(13) 0.8161(3) 0.3980(6) 0.0344(14) Uani 0.55 1 d PD A 2
H6A H 0.7394 0.8198 0.3239 0.041 Uiso 0.550(11) 1 calc PR A 2
H6B H 0.9409 0.8498 0.4146 0.041 Uiso 0.550(11) 1 calc PR A 2


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb1 S3 2.3482(18) . ?
Sb1 S1 2.4295(18) . ?
Sb1 S2 2.4331(15) . ?
V1 N2 2.125(3) . ?
V1 N4 2.135(3) . ?
V1 N3 2.176(3) . ?
V1 N1 2.191(4) . ?
V1 S1 2.3425(17) . ?
V1 S2 2.3968(15) . ?
N2 C3 1.458(6) . ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
N3 C6 1.473(6) . ?
N3 C6B 1.499(6) . ?
N3 H3A 0.9000 . ?
N3 H3B 0.9000 . ?
N3 H3X 0.9000 . ?
N3 H3Y 0.9000 . ?
N1 C2B 1.480(8) . ?
N1 C2 1.503(5) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
N1 H1F 0.9000 . ?
N1 H1G 0.9000 . ?
N4 C5B 1.486(6) . ?
N4 C5 1.497(7) . ?
N4 H4A 0.9000 . ?
N4 H4B 0.9000 . ?
N4 H4K 0.9000 . ?
N4 H4L 0.9000 . ?
C3 C2 1.494(7) . ?
C3 C2B 1.61(2) . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C3 H3E 0.9700 . ?
C3 H3F 0.9700 . ?
C4 C5B 1.524(7) . ?
C4 C5 1.546(8) . ?
C4 H4C 0.9600 . ?
C4 H4D 0.9600 . ?
C4 H4E 0.9600 . ?
C4 H4X 0.9600 . ?
C4 H4Y 0.9600 . ?
C4 H4Z 0.9600 . ?
C1 C2 1.519(6) . ?
C1 H1C 0.9600 . ?
C1 H1D 0.9600 . ?
C1 H1E 0.9600 . ?
C2 H2C 0.9800 . ?
C5 C6 1.504(8) . ?
C5 H5H 0.9800 . ?
C6 H6C 0.9700 . ?
C6 H6D 0.9700 . ?
C1B C2B 1.525(9) . ?
C1B H1L 0.9600 . ?
C1B H1M 0.9600 . ?
C1B H1N 0.9600 . ?
C2B H2H 0.9800 . ?
C5B C6B 1.514(7) . ?
C5B H5A 0.9800 . ?
C6B H6A 0.9700 . ?
C6B H6B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
S3 Sb1 S1 99.82(5) . . ?
S3 Sb1 S2 106.48(5) . . ?
S1 Sb1 S2 89.06(4) . . ?
N2 V1 N4 163.47(14) . . ?
N2 V1 N3 90.80(13) . . ?
N4 V1 N3 78.20(13) . . ?
N2 V1 N1 77.77(14) . . ?
N4 V1 N1 89.67(14) . . ?
N3 V1 N1 89.29(15) . . ?
N2 V1 S1 92.46(11) . . ?
N4 V1 S1 99.64(11) . . ?
N3 V1 S1 89.37(11) . . ?
N1 V1 S1 170.11(10) . . ?
N2 V1 S2 99.14(10) . . ?
N4 V1 S2 91.70(10) . . ?
N3 V1 S2 169.90(9) . . ?
N1 V1 S2 91.02(11) . . ?
S1 V1 S2 92.02(5) . . ?
V1 S1 Sb1 87.21(5) . . ?
V1 S2 Sb1 85.92(4) . . ?
C3 N2 V1 113.3(3) . . ?
C3 N2 H2A 108.9 . . ?
V1 N2 H2A 108.9 . . ?
C3 N2 H2B 108.9 . . ?
V1 N2 H2B 108.9 . . ?
H2A N2 H2B 107.7 . . ?
C6 N3 C6B 25.0(4) . . ?
C6 N3 V1 109.6(4) . . ?
C6B N3 V1 110.7(3) . . ?
C6 N3 H3A 109.8 . . ?
C6B N3 H3A 128.4 . . ?
V1 N3 H3A 109.8 . . ?
C6 N3 H3B 109.8 . . ?
C6B N3 H3B 86.7 . . ?
V1 N3 H3B 109.8 . . ?
H3A N3 H3B 108.2 . . ?
C6 N3 H3X 87.3 . . ?
C6B N3 H3X 109.5 . . ?
V1 N3 H3X 109.5 . . ?
H3A N3 H3X 24.8 . . ?
H3B N3 H3X 128.0 . . ?
C6 N3 H3Y 129.5 . . ?
C6B N3 H3Y 109.5 . . ?
V1 N3 H3Y 109.5 . . ?
H3A N3 H3Y 85.3 . . ?
H3B N3 H3Y 25.2 . . ?
H3X N3 H3Y 108.1 . . ?
C2B N1 C2 20.4(6) . . ?
C2B N1 V1 121.2(9) . . ?
C2 N1 V1 106.2(3) . . ?
C2B N1 H1A 112.6 . . ?
C2 N1 H1A 110.5 . . ?
V1 N1 H1A 110.5 . . ?
C2B N1 H1B 91.3 . . ?
C2 N1 H1B 110.5 . . ?
V1 N1 H1B 110.5 . . ?
H1A N1 H1B 108.7 . . ?
C2B N1 H1F 107.0 . . ?
C2 N1 H1F 101.6 . . ?
V1 N1 H1F 107.0 . . ?
H1A N1 H1F 11.8 . . ?
H1B N1 H1F 120.0 . . ?
C2B N1 H1G 107.0 . . ?
C2 N1 H1G 126.9 . . ?
V1 N1 H1G 107.0 . . ?
H1A N1 H1G 95.0 . . ?
H1B N1 H1G 17.5 . . ?
H1F N1 H1G 106.8 . . ?
C5B N4 C5 31.3(5) . . ?
C5B N4 V1 111.0(3) . . ?
C5 N4 V1 112.1(3) . . ?
C5B N4 H4A 132.9 . . ?
C5 N4 H4A 109.2 . . ?
V1 N4 H4A 109.2 . . ?
C5B N4 H4B 80.9 . . ?
C5 N4 H4B 109.2 . . ?
V1 N4 H4B 109.2 . . ?
H4A N4 H4B 107.9 . . ?
C5B N4 H4K 109.4 . . ?
C5 N4 H4K 80.3 . . ?
V1 N4 H4K 109.4 . . ?
H4A N4 H4K 32.0 . . ?
H4B N4 H4K 132.4 . . ?
C5B N4 H4L 109.4 . . ?
C5 N4 H4L 131.6 . . ?
V1 N4 H4L 109.4 . . ?
H4A N4 H4L 78.5 . . ?
H4B N4 H4L 31.6 . . ?
H4K N4 H4L 108.0 . . ?
N2 C3 C2 105.4(3) . . ?
N2 C3 C2B 119.1(5) . . ?
C2 C3 C2B 19.1(5) . . ?
N2 C3 H3C 110.7 . . ?
C2 C3 H3C 110.7 . . ?
C2B C3 H3C 113.5 . . ?
N2 C3 H3D 110.7 . . ?
C2 C3 H3D 110.7 . . ?
C2B C3 H3D 92.4 . . ?
H3C C3 H3D 108.8 . . ?
N2 C3 H3E 107.5 . . ?
C2 C3 H3E 101.7 . . ?
C2B C3 H3E 107.5 . . ?
H3C C3 H3E 11.5 . . ?
H3D C3 H3E 119.7 . . ?
N2 C3 H3F 107.5 . . ?
C2 C3 H3F 126.4 . . ?
C2B C3 H3F 107.5 . . ?
H3C C3 H3F 95.6 . . ?
H3D C3 H3F 16.7 . . ?
H3E C3 H3F 107.0 . . ?
C5B C4 C5 30.4(4) . . ?
C5B C4 H4C 119.1 . . ?
C5B C4 H4D 79.1 . . ?
C5B C4 H4E 124.4 . . ?
C5B C4 H4X 109.4 . . ?
C5B C4 H4Y 109.5 . . ?
H4X C4 H4Y 109.5 . . ?
C5B C4 H4Z 109.5 . . ?
H4X C4 H4Z 109.5 . . ?
H4Y C4 H4Z 109.5 . . ?
C3 C2 N1 106.2(4) . . ?
C3 C2 C1 108.9(5) . . ?
N1 C2 C1 113.7(5) . . ?
C3 C2 H2C 109.4 . . ?
N1 C2 H2C 109.4 . . ?
C1 C2 H2C 109.4 . . ?
N4 C5 C6 108.0(6) . . ?
N4 C5 C4 108.7(6) . . ?
C6 C5 C4 113.2(6) . . ?
N4 C5 H5H 108.9 . . ?
C6 C5 H5H 108.9 . . ?
C4 C5 H5H 108.9 . . ?
N3 C6 C5 106.5(5) . . ?
N3 C6 H6C 110.4 . . ?
C5 C6 H6C 110.4 . . ?
N3 C6 H6D 110.4 . . ?
C5 C6 H6D 110.4 . . ?
H6C C6 H6D 108.6 . . ?
C2B C1B H1L 109.5 . . ?
C2B C1B H1M 109.5 . . ?
H1L C1B H1M 109.5 . . ?
C2B C1B H1N 109.5 . . ?
H1L C1B H1N 109.5 . . ?
H1M C1B H1N 109.5 . . ?
N1 C2B C1B 97.0(9) . . ?
N1 C2B C3 101.7(11) . . ?
C1B C2B C3 110.4(13) . . ?
N1 C2B H2H 115.2 . . ?
C1B C2B H2H 115.2 . . ?
C3 C2B H2H 115.2 . . ?
N4 C5B C6B 104.7(5) . . ?
N4 C5B C4 110.5(5) . . ?
C6B C5B C4 109.1(5) . . ?
N4 C5B H5A 110.8 . . ?
C6B C5B H5A 110.8 . . ?
C4 C5B H5A 110.8 . . ?
N3 C6B C5B 109.6(5) . . ?
N3 C6B H6A 109.8 . . ?
C5B C6B H6A 109.8 . . ?
N3 C6B H6B 109.8 . . ?
C5B C6B H6B 109.8 . . ?
H6A C6B H6B 108.2 . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 V1 S1 Sb1 -117.56(10) . . . . ?
N4 V1 S1 Sb1 73.75(10) . . . . ?
N3 V1 S1 Sb1 151.67(9) . . . . ?
N1 V1 S1 Sb1 -126.1(6) . . . . ?
S2 V1 S1 Sb1 -18.32(4) . . . . ?
S3 Sb1 S1 V1 -88.54(5) . . . . ?
S2 Sb1 S1 V1 18.03(4) . . . . ?
N2 V1 S2 Sb1 111.13(10) . . . . ?
N4 V1 S2 Sb1 -81.40(11) . . . . ?
N3 V1 S2 Sb1 -79.4(6) . . . . ?
N1 V1 S2 Sb1 -171.10(10) . . . . ?
S1 V1 S2 Sb1 18.32(5) . . . . ?
S3 Sb1 S2 V1 82.34(5) . . . . ?
S1 Sb1 S2 V1 -17.63(4) . . . . ?
N4 V1 N2 C3 -31.4(6) . . . . ?
N3 V1 N2 C3 -79.1(3) . . . . ?
N1 V1 N2 C3 10.0(3) . . . . ?
S1 V1 N2 C3 -168.5(3) . . . . ?
S2 V1 N2 C3 99.0(3) . . . . ?
N2 V1 N3 C6 -170.6(4) . . . . ?
N4 V1 N3 C6 21.8(4) . . . . ?
N1 V1 N3 C6 111.6(4) . . . . ?
S1 V1 N3 C6 -78.2(4) . . . . ?
S2 V1 N3 C6 19.8(9) . . . . ?
N2 V1 N3 C6B 162.8(4) . . . . ?
N4 V1 N3 C6B -4.8(4) . . . . ?
N1 V1 N3 C6B 85.0(4) . . . . ?
S1 V1 N3 C6B -104.8(4) . . . . ?
S2 V1 N3 C6B -6.8(8) . . . . ?
N2 V1 N1 C2B 7.5(7) . . . . ?
N4 V1 N1 C2B 176.7(7) . . . . ?
N3 V1 N1 C2B 98.5(7) . . . . ?
S1 V1 N1 C2B 16.2(11) . . . . ?
S2 V1 N1 C2B -91.6(7) . . . . ?
N2 V1 N1 C2 22.5(3) . . . . ?
N4 V1 N1 C2 -168.3(3) . . . . ?
N3 V1 N1 C2 113.5(3) . . . . ?
S1 V1 N1 C2 31.3(8) . . . . ?
S2 V1 N1 C2 -76.6(3) . . . . ?
N2 V1 N4 C5B -74.6(6) . . . . ?
N3 V1 N4 C5B -25.4(4) . . . . ?
N1 V1 N4 C5B -114.8(4) . . . . ?
S1 V1 N4 C5B 61.9(4) . . . . ?
S2 V1 N4 C5B 154.2(4) . . . . ?
N2 V1 N4 C5 -40.8(7) . . . . ?
N3 V1 N4 C5 8.3(5) . . . . ?
N1 V1 N4 C5 -81.0(5) . . . . ?
S1 V1 N4 C5 95.6(5) . . . . ?
S2 V1 N4 C5 -172.0(5) . . . . ?
V1 N2 C3 C2 -40.6(4) . . . . ?
V1 N2 C3 C2B -26.0(7) . . . . ?
N2 C3 C2 N1 60.3(5) . . . . ?
C2B C3 C2 N1 -77.6(11) . . . . ?
N2 C3 C2 C1 -177.0(4) . . . . ?
C2B C3 C2 C1 45.1(11) . . . . ?
C2B N1 C2 C3 89(3) . . . . ?
V1 N1 C2 C3 -51.2(4) . . . . ?
C2B N1 C2 C1 -30(2) . . . . ?
V1 N1 C2 C1 -170.9(5) . . . . ?
C5B N4 C5 C6 57.8(8) . . . . ?
V1 N4 C5 C6 -36.5(8) . . . . ?
C5B N4 C5 C4 -65.4(7) . . . . ?
V1 N4 C5 C4 -159.7(5) . . . . ?
C5B C4 C5 N4 65.6(7) . . . . ?
C5B C4 C5 C6 -54.5(9) . . . . ?
C6B N3 C6 C5 49.6(9) . . . . ?
V1 N3 C6 C5 -47.5(8) . . . . ?
N4 C5 C6 N3 54.8(9) . . . . ?
C4 C5 C6 N3 175.3(6) . . . . ?
C2 N1 C2B C1B 46.9(18) . . . . ?
V1 N1 C2B C1B 92.6(13) . . . . ?
C2 N1 C2B C3 -66(2) . . . . ?
V1 N1 C2B C3 -19.9(10) . . . . ?
N2 C3 C2B N1 29.0(11) . . . . ?
C2 C3 C2B N1 76.6(11) . . . . ?
N2 C3 C2B C1B -73.1(10) . . . . ?
C2 C3 C2B C1B -25.4(11) . . . . ?
C5 N4 C5B C6B -48.6(7) . . . . ?
V1 N4 C5B C6B 49.8(6) . . . . ?
C5 N4 C5B C4 68.8(7) . . . . ?
V1 N4 C5B C4 167.2(4) . . . . ?
C5 C4 C5B N4 -68.0(7) . . . . ?
C5 C4 C5B C6B 46.6(7) . . . . ?
C6 N3 C6B C5B -58.6(10) . . . . ?
V1 N3 C6B C5B 33.6(7) . . . . ?
N4 C5B C6B N3 -53.9(7) . . . . ?
C4 C5B C6B N3 -172.3(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A S2 0.90 2.53 3.376(4) 156.9 1_655
N2 H2B S2 0.90 2.73 3.567(4) 155.8 3_666
N3 H3A S2 0.90 2.63 3.410(4) 145.8 1_655
N3 H3B S3 0.90 2.68 3.579(4) 175.4 4_675
N1 H1A S3 0.90 3.02 3.911(4) 171.0 4_575
N1 H1B S3 0.90 2.80 3.648(4) 156.8 4_675
N4 H4B S3 0.90 2.52 3.369(4) 157.5 .
C3 H3D S3 0.97 3.02 3.879(5) 147.7 4_675
C5 H5H S1 0.98 2.53 3.438(11) 154.0 4_575
C1B H1M S2 0.96 2.79 3.586(19) 140.8 .
C6B H6A S1 0.97 3.02 3.914(9) 153.6 4_575

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        29.26
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.724
_refine_diff_density_min         -0.988
_refine_diff_density_rms         0.105
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1891923'
_audit_update_record             
;
2019-02-05 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H26 N6 Sb Se4 V'
_chemical_formula_sum            'C8 H26 N6 Sb Se4 V'
_chemical_formula_weight         694.89

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 Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.1717(7)
_cell_length_b                   16.5811(12)
_cell_length_c                   11.2407(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.793(3)
_cell_angle_gamma                90.00
_cell_volume                     1889.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9934
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      27.86

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1304
_exptl_absorpt_coefficient_mu    9.631
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3887
_exptl_absorpt_correction_T_max  0.6194
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17195
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         26.50
_reflns_number_total             3854
_reflns_number_gt                3187
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction        
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0287P)²+78.1316P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3854
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0713
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1560
_refine_ls_wR_factor_gt          0.1492
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_restrained_S_all      1.117
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Sb1 Sb 0.98427(8) 0.16467(4) 0.76300(7) 0.0193(2) Uani 1 1 d . . .
Se1 Se 1.08006(12) 0.06019(7) 0.63061(10) 0.0214(3) Uani 1 1 d . . .
Se2 Se 1.13791(14) 0.18447(8) 0.94100(11) 0.0303(3) Uani 1 1 d . . .
Se3 Se 0.77298(13) 0.11535(8) 0.82388(13) 0.0309(3) Uani 1 1 d . . .
Se4 Se 0.95615(14) 0.28307(8) 0.63294(13) 0.0303(3) Uani 1 1 d . . .
V1 V 1.13819(19) -0.08206(11) 0.73717(17) 0.0164(4) Uani 1 1 d . . .
N1 N 0.9502(10) -0.0655(7) 0.8154(10) 0.030(2) Uani 1 1 d . . .
H1A H 0.9493 -0.0961 0.8814 0.036 Uiso 1 1 calc R . .
H1B H 0.9425 -0.0136 0.8373 0.036 Uiso 1 1 calc R . .
N2 N 0.9977(11) -0.1767(7) 0.6600(10) 0.032(3) Uani 1 1 d . . .
H2C H 0.9945 -0.1721 0.5792 0.039 Uiso 1 1 calc R . .
N3 N 1.1947(11) -0.1888(6) 0.8419(11) 0.032(3) Uani 1 1 d . . .
H3A H 1.2756 -0.2044 0.8245 0.039 Uiso 1 1 calc R . .
H3B H 1.1996 -0.1757 0.9198 0.039 Uiso 1 1 calc R . .
N4 N 1.2025(10) -0.1120(6) 0.5580(9) 0.022(2) Uani 1 1 d . . .
H4A H 1.1935 -0.1656 0.5471 0.027 Uiso 1 1 calc R . .
H4B H 1.1467 -0.0878 0.5028 0.027 Uiso 1 1 calc R . .
N5 N 1.3521(10) -0.0525(7) 0.7360(9) 0.029(2) Uani 1 1 d . . .
H5C H 1.3984 -0.0972 0.7607 0.034 Uiso 1 1 calc R . .
N6 N 1.1947(11) -0.0197(6) 0.9048(9) 0.027(2) Uani 1 1 d . . .
H6A H 1.1544 0.0286 0.9026 0.032 Uiso 1 1 calc R . .
H6B H 1.1634 -0.0482 0.9645 0.032 Uiso 1 1 calc R . .
C1 C 0.8384(14) -0.0870(9) 0.7323(16) 0.043(4) Uani 1 1 d . . .
H1C H 0.8331 -0.0511 0.6640 0.051 Uiso 1 1 calc R . .
H1D H 0.7569 -0.0829 0.7709 0.051 Uiso 1 1 calc R . .
C2 C 0.8592(13) -0.1707(9) 0.6940(16) 0.042(4) Uani 1 1 d . . .
H2A H 0.7976 -0.1841 0.6263 0.050 Uiso 1 1 calc R . .
H2B H 0.8456 -0.2078 0.7585 0.050 Uiso 1 1 calc R . .
C3 C 1.0505(14) -0.2583(8) 0.6914(13) 0.033(3) Uani 1 1 d . . .
H3C H 1.1207 -0.2719 0.6415 0.039 Uiso 1 1 calc R . .
H3D H 0.9812 -0.2983 0.6784 0.039 Uiso 1 1 calc R . .
C4 C 1.1029(16) -0.2578(8) 0.8214(13) 0.037(3) Uani 1 1 d . . .
H4C H 1.0305 -0.2527 0.8718 0.045 Uiso 1 1 calc R . .
H4D H 1.1488 -0.3079 0.8413 0.045 Uiso 1 1 calc R . .
C5 C 1.3375(16) -0.0898(11) 0.5341(14) 0.048(4) Uani 1 1 d . . .
H5A H 1.3927 -0.1376 0.5386 0.057 Uiso 1 1 calc R . .
H5B H 1.3372 -0.0681 0.4540 0.057 Uiso 1 1 calc R . .
C6 C 1.3910(18) -0.0315(12) 0.6177(14) 0.056(5) Uani 1 1 d . . .
H6C H 1.3581 0.0217 0.5952 0.067 Uiso 1 1 calc R . .
H6D H 1.4864 -0.0309 0.6186 0.067 Uiso 1 1 calc R . .
C7 C 1.3934(15) 0.0133(9) 0.8184(13) 0.038(3) Uani 1 1 d . . .
H7A H 1.3591 0.0645 0.7878 0.046 Uiso 1 1 calc R . .
H7B H 1.4889 0.0166 0.8289 0.046 Uiso 1 1 calc R . .
C8 C 1.3383(15) -0.0067(9) 0.9342(12) 0.038(3) Uani 1 1 d . . .
H8A H 1.3794 -0.0549 0.9689 0.046 Uiso 1 1 calc R . .
H8B H 1.3531 0.0374 0.9905 0.046 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb1 Se3 2.4499(15) . ?
Sb1 Se4 2.4501(14) . ?
Sb1 Se2 2.4558(15) . ?
Sb1 Se1 2.5313(14) . ?
Se1 V1 2.689(2) . ?
V1 N3 2.176(10) . ?
V1 N6 2.183(10) . ?
V1 N1 2.187(11) . ?
V1 N4 2.225(10) . ?
V1 N5 2.231(10) . ?
V1 N2 2.247(11) . ?
N1 C1 1.454(18) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
N2 C2 1.492(17) . ?
N2 C3 1.489(17) . ?
N2 H2C 0.9100 . ?
N3 C4 1.482(17) . ?
N3 H3A 0.9000 . ?
N3 H3B 0.9000 . ?
N4 C5 1.468(18) . ?
N4 H4A 0.9000 . ?
N4 H4B 0.9000 . ?
N5 C6 1.460(16) . ?
N5 C7 1.469(18) . ?
N5 H5C 0.9100 . ?
N6 C8 1.486(17) . ?
N6 H6A 0.9000 . ?
N6 H6B 0.9000 . ?
C1 C2 1.474(19) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.51(2) . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C4 H4C 0.9700 . ?
C4 H4D 0.9700 . ?
C5 C6 1.42(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 H6C 0.9700 . ?
C6 H6D 0.9700 . ?
C7 C8 1.50(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Se3 Sb1 Se4 111.89(5) . . ?
Se3 Sb1 Se2 109.29(6) . . ?
Se4 Sb1 Se2 114.44(5) . . ?
Se3 Sb1 Se1 109.00(5) . . ?
Se4 Sb1 Se1 103.24(5) . . ?
Se2 Sb1 Se1 108.69(5) . . ?
Sb1 Se1 V1 114.81(6) . . ?
N3 V1 N6 83.1(4) . . ?
N3 V1 N1 94.9(4) . . ?
N6 V1 N1 76.7(4) . . ?
N3 V1 N4 102.9(4) . . ?
N6 V1 N4 144.2(4) . . ?
N1 V1 N4 136.4(4) . . ?
N3 V1 N5 88.2(4) . . ?
N6 V1 N5 73.4(4) . . ?
N1 V1 N5 149.3(4) . . ?
N4 V1 N5 71.5(4) . . ?
N3 V1 N2 76.8(4) . . ?
N6 V1 N2 140.9(4) . . ?
N1 V1 N2 72.2(4) . . ?
N4 V1 N2 73.8(4) . . ?
N5 V1 N2 137.8(4) . . ?
N3 V1 Se1 173.1(3) . . ?
N6 V1 Se1 90.1(3) . . ?
N1 V1 Se1 84.4(3) . . ?
N4 V1 Se1 82.1(3) . . ?
N5 V1 Se1 89.0(3) . . ?
N2 V1 Se1 109.4(3) . . ?
C1 N1 V1 111.9(9) . . ?
C1 N1 H1A 109.2 . . ?
V1 N1 H1A 109.2 . . ?
C1 N1 H1B 109.2 . . ?
V1 N1 H1B 109.2 . . ?
H1A N1 H1B 107.9 . . ?
C2 N2 C3 109.3(11) . . ?
C2 N2 V1 116.0(8) . . ?
C3 N2 V1 109.8(8) . . ?
C2 N2 H2C 107.1 . . ?
C3 N2 H2C 107.1 . . ?
V1 N2 H2C 107.1 . . ?
C4 N3 V1 114.2(9) . . ?
C4 N3 H3A 108.7 . . ?
V1 N3 H3A 108.7 . . ?
C4 N3 H3B 108.7 . . ?
V1 N3 H3B 108.7 . . ?
H3A N3 H3B 107.6 . . ?
C5 N4 V1 117.4(8) . . ?
C5 N4 H4A 108.0 . . ?
V1 N4 H4A 108.0 . . ?
C5 N4 H4B 108.0 . . ?
V1 N4 H4B 108.0 . . ?
H4A N4 H4B 107.2 . . ?
C6 N5 C7 108.2(12) . . ?
C6 N5 V1 113.3(9) . . ?
C7 N5 V1 112.8(9) . . ?
C6 N5 H5C 107.4 . . ?
C7 N5 H5C 107.4 . . ?
V1 N5 H5C 107.4 . . ?
C8 N6 V1 116.4(8) . . ?
C8 N6 H6A 108.2 . . ?
V1 N6 H6A 108.2 . . ?
C8 N6 H6B 108.2 . . ?
V1 N6 H6B 108.2 . . ?
H6A N6 H6B 107.3 . . ?
N1 C1 C2 107.2(12) . . ?
N1 C1 H1C 110.3 . . ?
C2 C1 H1C 110.3 . . ?
N1 C1 H1D 110.3 . . ?
C2 C1 H1D 110.3 . . ?
H1C C1 H1D 108.5 . . ?
C1 C2 N2 107.4(11) . . ?
C1 C2 H2A 110.2 . . ?
N2 C2 H2A 110.2 . . ?
C1 C2 H2B 110.2 . . ?
N2 C2 H2B 110.2 . . ?
H2A C2 H2B 108.5 . . ?
N2 C3 C4 108.3(11) . . ?
N2 C3 H3C 110.0 . . ?
C4 C3 H3C 110.0 . . ?
N2 C3 H3D 110.0 . . ?
C4 C3 H3D 110.0 . . ?
H3C C3 H3D 108.4 . . ?
N3 C4 C3 108.7(11) . . ?
N3 C4 H4C 109.9 . . ?
C3 C4 H4C 109.9 . . ?
N3 C4 H4D 109.9 . . ?
C3 C4 H4D 109.9 . . ?
H4C C4 H4D 108.3 . . ?
C6 C5 N4 111.1(13) . . ?
C6 C5 H5A 109.4 . . ?
N4 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
N4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
C5 C6 N5 108.8(14) . . ?
C5 C6 H6C 109.9 . . ?
N5 C6 H6C 109.9 . . ?
C5 C6 H6D 109.9 . . ?
N5 C6 H6D 109.9 . . ?
H6C C6 H6D 108.3 . . ?
N5 C7 C8 106.0(11) . . ?
N5 C7 H7A 110.5 . . ?
C8 C7 H7A 110.5 . . ?
N5 C7 H7B 110.5 . . ?
C8 C7 H7B 110.5 . . ?
H7A C7 H7B 108.7 . . ?
N6 C8 C7 105.7(11) . . ?
N6 C8 H8A 110.6 . . ?
C7 C8 H8A 110.6 . . ?
N6 C8 H8B 110.6 . . ?
C7 C8 H8B 110.6 . . ?
H8A C8 H8B 108.7 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A Se2 0.90 2.69 3.551(11) 161.3 3_757
N1 H1B Se3 0.90 2.74 3.504(11) 143.0 .
N2 H2C Se1 0.91 3.05 3.821(12) 144.1 3_756
N2 H2C Se4 0.91 3.09 3.800(11) 136.6 3_756
N3 H3A Se4 0.90 2.74 3.570(11) 154.2 2_746
N3 H3B Se3 0.90 3.04 3.937(13) 174.3 3_757
N4 H4A Se2 0.90 3.02 3.745(10) 139.2 2_746
N4 H4A Se4 0.90 3.11 3.831(10) 138.1 3_756
N4 H4B Se1 0.90 2.68 3.532(10) 157.6 3_756
N5 H5C Se4 0.91 2.69 3.596(11) 170.8 2_746
N6 H6A Se2 0.90 2.63 3.465(10) 155.1 .
N6 H6B Se3 0.90 2.66 3.429(10) 144.4 3_757
C1 H1C Se1 0.97 3.16 3.711(16) 117.4 .
C3 H3C Se2 0.97 2.79 3.734(14) 164.2 2_746
C3 H3C Se4 0.97 3.12 3.664(14) 116.7 3_756
C3 H3D Se3 0.97 2.95 3.892(14) 163.2 2_646
C4 H4C Se2 0.97 3.04 3.963(15) 159.4 3_757
C5 H5A Se2 0.97 2.98 3.760(19) 138.5 2_746
C6 H6C Se1 0.97 2.96 3.52(2) 118.2 .
C8 H8A Se3 0.97 3.07 3.527(15) 110.3 3_757

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        26.50
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         3.318
_refine_diff_density_min         -1.091
_refine_diff_density_rms         0.279
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 1891922'
_audit_update_record             
;
2019-02-05 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H42 N10 O V2, C4 H15 N3, 2(Sb Se4)'
_chemical_formula_sum            'C16 H57 N13 O Sb2 Se8 V2'
_chemical_formula_weight         1424.83

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 Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   P212121

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   8.984(8)
_cell_length_b                   16.043(16)
_cell_length_c                   28.431(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4098(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3848
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      26.16

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2688
_exptl_absorpt_coefficient_mu    8.885
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8781
_exptl_absorpt_correction_T_max  0.9558
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12898
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_unetI/netI     0.0718
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.50
_diffrn_reflns_theta_max         25.10
_reflns_number_total             6848
_reflns_number_gt                5324
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction        
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0127P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.465(10)
_refine_ls_number_reflns         6848
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0366
_refine_ls_wR_factor_ref         0.0597
_refine_ls_wR_factor_gt          0.0543
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_restrained_S_all      0.986
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Sb1 Sb 1.16333(5) 0.69073(3) 0.869701(17) 0.02162(12) Uani 1 1 d . . .
Sb2 Sb 0.56396(5) 0.69482(3) 0.627653(17) 0.02083(12) Uani 1 1 d . . .
Se1 Se 1.19961(10) 0.60771(6) 0.79789(3) 0.0378(2) Uani 1 1 d . . .
Se2 Se 1.34963(9) 0.80225(5) 0.87521(3) 0.0363(2) Uani 1 1 d . . .
Se3 Se 0.90731(8) 0.74900(5) 0.86797(3) 0.02851(19) Uani 1 1 d . . .
Se4 Se 1.19014(9) 0.59955(5) 0.93913(3) 0.0272(2) Uani 1 1 d . . .
Se5 Se 0.64090(10) 0.61147(6) 0.69621(3) 0.0388(2) Uani 1 1 d . . .
Se6 Se 0.73242(9) 0.81324(5) 0.61476(3) 0.0324(2) Uani 1 1 d . . .
Se7 Se 0.30643(8) 0.74452(5) 0.64026(3) 0.0286(2) Uani 1 1 d . . .
Se8 Se 0.57700(9) 0.60318(5) 0.55771(3) 0.0258(2) Uani 1 1 d . . .
V1 V -0.16183(14) 0.47658(7) 0.44780(4) 0.0170(3) Uani 1 1 d . . .
V2 V 0.04594(13) 0.52577(7) 0.55096(4) 0.0172(3) Uani 1 1 d . . .
O1 O -0.0582(5) 0.5014(3) 0.49931(17) 0.0194(11) Uani 1 1 d . . .
N1 N -0.2766(6) 0.5932(4) 0.4422(2) 0.0233(15) Uani 1 1 d . . .
H1A H -0.2968 0.6131 0.4711 0.028 Uiso 1 1 calc R . .
H1B H -0.2190 0.6305 0.4272 0.028 Uiso 1 1 calc R . .
N2 N -0.2878(7) 0.4598(4) 0.3814(2) 0.0253(16) Uani 1 1 d . . .
H2C H -0.3468 0.4139 0.3839 0.030 Uiso 1 1 calc R . .
N3 N 0.0031(7) 0.5107(4) 0.3967(2) 0.0307(17) Uani 1 1 d . . .
H3A H 0.0369 0.5622 0.4033 0.037 Uiso 1 1 calc R . .
H3B H 0.0804 0.4752 0.3988 0.037 Uiso 1 1 calc R . .
N4 N -0.0901(7) 0.3483(4) 0.4455(2) 0.0312(17) Uani 1 1 d . . .
H4A H -0.1264 0.3231 0.4197 0.037 Uiso 1 1 calc R . .
H4B H 0.0099 0.3456 0.4446 0.037 Uiso 1 1 calc R . .
N5 N -0.3362(6) 0.4180(4) 0.4889(2) 0.0249(16) Uani 1 1 d . . .
H5A H -0.3381 0.4403 0.5179 0.030 Uiso 1 1 calc R . .
H5B H -0.4251 0.4274 0.4753 0.030 Uiso 1 1 calc R . .
N6 N -0.1112(7) 0.4843(4) 0.6036(2) 0.0255(17) Uani 1 1 d . . .
H6A H -0.1891 0.5196 0.6042 0.031 Uiso 1 1 calc R . .
H6B H -0.1456 0.4336 0.5956 0.031 Uiso 1 1 calc R . .
N7 N 0.1772(7) 0.5405(4) 0.6157(2) 0.0263(17) Uani 1 1 d . . .
H7C H 0.2295 0.5890 0.6137 0.032 Uiso 1 1 calc R . .
N8 N 0.1700(7) 0.4119(4) 0.5527(2) 0.0266(16) Uani 1 1 d . . .
H8A H 0.1177 0.3725 0.5680 0.032 Uiso 1 1 calc R . .
H8B H 0.1868 0.3940 0.5231 0.032 Uiso 1 1 calc R . .
N9 N -0.0388(7) 0.6496(3) 0.5569(2) 0.0261(16) Uani 1 1 d . . .
H9A H -0.1389 0.6490 0.5559 0.031 Uiso 1 1 calc R . .
H9B H -0.0104 0.6723 0.5845 0.031 Uiso 1 1 calc R . .
N10 N 0.2138(6) 0.5934(4) 0.5119(2) 0.0218(15) Uani 1 1 d . . .
H10A H 0.3043 0.5824 0.5239 0.026 Uiso 1 1 calc R . .
H10B H 0.2131 0.5766 0.4817 0.026 Uiso 1 1 calc R . .
N11 N 0.9253(8) 0.7216(5) 0.7483(2) 0.058(2) Uani 1 1 d . . .
H11C H 0.9910 0.6837 0.7387 0.087 Uiso 1 1 calc R . .
H11D H 0.8353 0.7082 0.7376 0.087 Uiso 1 1 calc R . .
H11E H 0.9238 0.7230 0.7796 0.087 Uiso 1 1 calc R . .
N12 N 0.7059(8) 0.8432(5) 0.7361(3) 0.050(2) Uani 1 1 d . . .
H12A H 0.6868 0.8042 0.7162 0.060 Uiso 1 1 calc R . .
N13 N 0.4472(9) 0.7573(5) 0.7629(2) 0.055(2) Uani 1 1 d . . .
H13C H 0.3586 0.7346 0.7573 0.082 Uiso 1 1 calc R . .
H13D H 0.4712 0.7499 0.7930 0.082 Uiso 1 1 calc R . .
H13E H 0.5154 0.7331 0.7448 0.082 Uiso 1 1 calc R . .
C1 C -0.4175(9) 0.5803(5) 0.4157(3) 0.039(2) Uani 1 1 d . . .
H1C H -0.4627 0.6337 0.4085 0.047 Uiso 1 1 calc R . .
H1D H -0.4870 0.5483 0.4346 0.047 Uiso 1 1 calc R . .
C2 C -0.3831(9) 0.5344(5) 0.3712(3) 0.037(2) Uani 1 1 d . . .
H2A H -0.3315 0.5712 0.3496 0.045 Uiso 1 1 calc R . .
H2B H -0.4751 0.5167 0.3564 0.045 Uiso 1 1 calc R . .
C3 C -0.1751(10) 0.4457(5) 0.3438(3) 0.038(2) Uani 1 1 d . . .
H3C H -0.1331 0.3903 0.3468 0.045 Uiso 1 1 calc R . .
H3D H -0.2220 0.4500 0.3131 0.045 Uiso 1 1 calc R . .
C4 C -0.0551(10) 0.5093(5) 0.3480(3) 0.040(2) Uani 1 1 d . . .
H4C H 0.0249 0.4962 0.3263 0.047 Uiso 1 1 calc R . .
H4D H -0.0941 0.5639 0.3399 0.047 Uiso 1 1 calc R . .
C5 C -0.1466(8) 0.3064(5) 0.4884(2) 0.0290(19) Uani 1 1 d . . .
H5C H -0.0936 0.3262 0.5159 0.035 Uiso 1 1 calc R . .
H5D H -0.1328 0.2466 0.4860 0.035 Uiso 1 1 calc R . .
C6 C -0.3094(9) 0.3271(5) 0.4921(3) 0.030(2) Uani 1 1 d . . .
H6C H -0.3632 0.2991 0.4671 0.036 Uiso 1 1 calc R . .
H6D H -0.3474 0.3067 0.5219 0.036 Uiso 1 1 calc R . .
C7 C -0.0442(9) 0.4801(5) 0.6508(3) 0.034(2) Uani 1 1 d . . .
H7A H 0.0004 0.4257 0.6556 0.041 Uiso 1 1 calc R . .
H7B H -0.1206 0.4880 0.6745 0.041 Uiso 1 1 calc R . .
C8 C 0.0729(9) 0.5469(5) 0.6556(3) 0.032(2) Uani 1 1 d . . .
H8C H 0.0263 0.6015 0.6557 0.039 Uiso 1 1 calc R . .
H8D H 0.1263 0.5400 0.6850 0.039 Uiso 1 1 calc R . .
C9 C 0.2851(8) 0.4703(5) 0.6227(3) 0.032(2) Uani 1 1 d . . .
H9C H 0.3779 0.4920 0.6351 0.038 Uiso 1 1 calc R . .
H9D H 0.2449 0.4311 0.6453 0.038 Uiso 1 1 calc R . .
C10 C 0.3140(9) 0.4265(5) 0.5770(3) 0.034(2) Uani 1 1 d . . .
H10C H 0.3785 0.4603 0.5574 0.041 Uiso 1 1 calc R . .
H10D H 0.3633 0.3738 0.5829 0.041 Uiso 1 1 calc R . .
C11 C 0.1842(8) 0.6846(5) 0.5143(3) 0.0262(19) Uani 1 1 d . . .
H11A H 0.2331 0.7081 0.5416 0.031 Uiso 1 1 calc R . .
H11B H 0.2235 0.7117 0.4864 0.031 Uiso 1 1 calc R . .
C12 C 0.0208(8) 0.6988(5) 0.5174(3) 0.029(2) Uani 1 1 d . . .
H12C H 0.0007 0.7575 0.5224 0.035 Uiso 1 1 calc R . .
H12D H -0.0268 0.6819 0.4883 0.035 Uiso 1 1 calc R . .
C13 C 0.9686(11) 0.8051(7) 0.7298(3) 0.058(3) Uani 1 1 d . . .
H13A H 0.9712 0.8036 0.6957 0.070 Uiso 1 1 calc R . .
H13B H 1.0673 0.8194 0.7410 0.070 Uiso 1 1 calc R . .
C14 C 0.8573(11) 0.8706(6) 0.7460(3) 0.055(3) Uani 1 1 d . . .
H14A H 0.8687 0.8799 0.7796 0.066 Uiso 1 1 calc R . .
H14B H 0.8767 0.9228 0.7300 0.066 Uiso 1 1 calc R . .
C15 C 0.5893(11) 0.8863(6) 0.7618(3) 0.050(3) Uani 1 1 d . . .
H15A H 0.5868 0.9444 0.7524 0.060 Uiso 1 1 calc R . .
H15B H 0.6105 0.8840 0.7953 0.060 Uiso 1 1 calc R . .
C16 C 0.4416(12) 0.8471(7) 0.7524(3) 0.056(3) Uani 1 1 d . . .
H16A H 0.3662 0.8735 0.7718 0.067 Uiso 1 1 calc R . .
H16B H 0.4147 0.8553 0.7197 0.067 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb1 Se2 2.4550(19) . ?
Sb1 Se1 2.4594(13) . ?
Sb1 Se4 2.4687(14) . ?
Sb1 Se3 2.483(2) . ?
Sb2 Se6 2.4564(19) . ?
Sb2 Se5 2.4627(13) . ?
Sb2 Se7 2.473(2) . ?
Sb2 Se8 2.4758(13) . ?
V1 O1 1.780(5) . ?
V1 N1 2.142(6) . ?
V1 N3 2.146(6) . ?
V1 N4 2.157(6) . ?
V1 N5 2.169(6) . ?
V1 N2 2.217(6) . ?
V2 O1 1.785(5) . ?
V2 N9 2.134(6) . ?
V2 N8 2.140(6) . ?
V2 N6 2.161(6) . ?
V2 N10 2.164(6) . ?
V2 N7 2.199(6) . ?
N1 C1 1.487(9) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
N2 C3 1.490(10) . ?
N2 C2 1.500(9) . ?
N2 H2C 0.9100 . ?
N3 C4 1.481(10) . ?
N3 H3A 0.9000 . ?
N3 H3B 0.9000 . ?
N4 C5 1.481(8) . ?
N4 H4A 0.9000 . ?
N4 H4B 0.9000 . ?
N5 C6 1.481(9) . ?
N5 H5A 0.9000 . ?
N5 H5B 0.9000 . ?
N6 C7 1.473(9) . ?
N6 H6A 0.9000 . ?
N6 H6B 0.9000 . ?
N7 C8 1.473(9) . ?
N7 C9 1.499(9) . ?
N7 H7C 0.9100 . ?
N8 C10 1.486(9) . ?
N8 H8A 0.9000 . ?
N8 H8B 0.9000 . ?
N9 C12 1.473(8) . ?
N9 H9A 0.9000 . ?
N9 H9B 0.9000 . ?
N10 C11 1.488(9) . ?
N10 H10A 0.9000 . ?
N10 H10B 0.9000 . ?
N11 C13 1.490(11) . ?
N11 H11C 0.8900 . ?
N11 H11D 0.8900 . ?
N11 H11E 0.8900 . ?
N12 C15 1.453(10) . ?
N12 C14 1.457(11) . ?
N12 H12A 0.8600 . ?
N13 C16 1.472(11) . ?
N13 H13C 0.8900 . ?
N13 H13D 0.8900 . ?
N13 H13E 0.8900 . ?
C1 C2 1.496(11) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.490(11) . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C4 H4C 0.9700 . ?
C4 H4D 0.9700 . ?
C5 C6 1.504(10) . ?
C5 H5C 0.9700 . ?
C5 H5D 0.9700 . ?
C6 H6C 0.9700 . ?
C6 H6D 0.9700 . ?
C7 C8 1.509(11) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8C 0.9700 . ?
C8 H8D 0.9700 . ?
C9 C10 1.498(11) . ?
C9 H9C 0.9700 . ?
C9 H9D 0.9700 . ?
C10 H10C 0.9700 . ?
C10 H10D 0.9700 . ?
C11 C12 1.488(9) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12C 0.9700 . ?
C12 H12D 0.9700 . ?
C13 C14 1.522(13) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.492(12) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Se2 Sb1 Se1 110.93(5) . . ?
Se2 Sb1 Se4 108.32(5) . . ?
Se1 Sb1 Se4 109.27(6) . . ?
Se2 Sb1 Se3 111.00(7) . . ?
Se1 Sb1 Se3 108.07(4) . . ?
Se4 Sb1 Se3 109.23(4) . . ?
Se6 Sb2 Se5 111.42(5) . . ?
Se6 Sb2 Se7 110.41(7) . . ?
Se5 Sb2 Se7 108.84(4) . . ?
Se6 Sb2 Se8 108.07(5) . . ?
Se5 Sb2 Se8 107.46(6) . . ?
Se7 Sb2 Se8 110.62(4) . . ?
O1 V1 N1 96.7(2) . . ?
O1 V1 N3 98.0(3) . . ?
N1 V1 N3 93.4(2) . . ?
O1 V1 N4 94.7(2) . . ?
N1 V1 N4 167.1(2) . . ?
N3 V1 N4 90.9(2) . . ?
O1 V1 N5 91.8(2) . . ?
N1 V1 N5 94.0(2) . . ?
N3 V1 N5 166.9(2) . . ?
N4 V1 N5 79.6(2) . . ?
O1 V1 N2 173.9(2) . . ?
N1 V1 N2 78.3(2) . . ?
N3 V1 N2 78.9(2) . . ?
N4 V1 N2 90.6(2) . . ?
N5 V1 N2 92.1(2) . . ?
O1 V2 N9 94.7(2) . . ?
O1 V2 N8 96.0(2) . . ?
N9 V2 N8 168.1(2) . . ?
O1 V2 N6 99.2(2) . . ?
N9 V2 N6 89.9(2) . . ?
N8 V2 N6 93.5(2) . . ?
O1 V2 N10 93.0(2) . . ?
N9 V2 N10 79.8(2) . . ?
N8 V2 N10 94.4(2) . . ?
N6 V2 N10 164.7(2) . . ?
O1 V2 N7 173.5(2) . . ?
N9 V2 N7 91.4(2) . . ?
N8 V2 N7 78.1(2) . . ?
N6 V2 N7 78.7(2) . . ?
N10 V2 N7 90.1(2) . . ?
V1 O1 V2 179.8(3) . . ?
C1 N1 V1 109.0(5) . . ?
C1 N1 H1A 109.9 . . ?
V1 N1 H1A 109.9 . . ?
C1 N1 H1B 109.9 . . ?
V1 N1 H1B 109.9 . . ?
H1A N1 H1B 108.3 . . ?
C3 N2 C2 111.7(6) . . ?
C3 N2 V1 106.4(5) . . ?
C2 N2 V1 111.0(5) . . ?
C3 N2 H2C 109.2 . . ?
C2 N2 H2C 109.2 . . ?
V1 N2 H2C 109.2 . . ?
C4 N3 V1 112.7(5) . . ?
C4 N3 H3A 109.0 . . ?
V1 N3 H3A 109.0 . . ?
C4 N3 H3B 109.0 . . ?
V1 N3 H3B 109.0 . . ?
H3A N3 H3B 107.8 . . ?
C5 N4 V1 107.8(5) . . ?
C5 N4 H4A 110.1 . . ?
V1 N4 H4A 110.1 . . ?
C5 N4 H4B 110.1 . . ?
V1 N4 H4B 110.1 . . ?
H4A N4 H4B 108.5 . . ?
C6 N5 V1 110.1(5) . . ?
C6 N5 H5A 109.7 . . ?
V1 N5 H5A 109.7 . . ?
C6 N5 H5B 109.7 . . ?
V1 N5 H5B 109.7 . . ?
H5A N5 H5B 108.2 . . ?
C7 N6 V2 112.2(5) . . ?
C7 N6 H6A 109.2 . . ?
V2 N6 H6A 109.2 . . ?
C7 N6 H6B 109.2 . . ?
V2 N6 H6B 109.2 . . ?
H6A N6 H6B 107.9 . . ?
C8 N7 C9 111.2(6) . . ?
C8 N7 V2 108.1(5) . . ?
C9 N7 V2 112.1(4) . . ?
C8 N7 H7C 108.4 . . ?
C9 N7 H7C 108.4 . . ?
V2 N7 H7C 108.4 . . ?
C10 N8 V2 109.2(4) . . ?
C10 N8 H8A 109.8 . . ?
V2 N8 H8A 109.8 . . ?
C10 N8 H8B 109.8 . . ?
V2 N8 H8B 109.8 . . ?
H8A N8 H8B 108.3 . . ?
C12 N9 V2 107.9(4) . . ?
C12 N9 H9A 110.1 . . ?
V2 N9 H9A 110.1 . . ?
C12 N9 H9B 110.1 . . ?
V2 N9 H9B 110.1 . . ?
H9A N9 H9B 108.4 . . ?
C11 N10 V2 110.2(4) . . ?
C11 N10 H10A 109.6 . . ?
V2 N10 H10A 109.6 . . ?
C11 N10 H10B 109.6 . . ?
V2 N10 H10B 109.6 . . ?
H10A N10 H10B 108.1 . . ?
C13 N11 H11C 109.5 . . ?
C13 N11 H11D 109.5 . . ?
H11C N11 H11D 109.5 . . ?
C13 N11 H11E 109.5 . . ?
H11C N11 H11E 109.5 . . ?
H11D N11 H11E 109.5 . . ?
C15 N12 C14 115.6(8) . . ?
C15 N12 H12A 122.2 . . ?
C14 N12 H12A 122.2 . . ?
C16 N13 H13C 109.5 . . ?
C16 N13 H13D 109.5 . . ?
H13C N13 H13D 109.5 . . ?
C16 N13 H13E 109.5 . . ?
H13C N13 H13E 109.5 . . ?
H13D N13 H13E 109.5 . . ?
N1 C1 C2 108.7(6) . . ?
N1 C1 H1C 109.9 . . ?
C2 C1 H1C 109.9 . . ?
N1 C1 H1D 109.9 . . ?
C2 C1 H1D 109.9 . . ?
H1C C1 H1D 108.3 . . ?
C1 C2 N2 110.3(7) . . ?
C1 C2 H2A 109.6 . . ?
N2 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
N2 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
C4 C3 N2 109.3(7) . . ?
C4 C3 H3C 109.8 . . ?
N2 C3 H3C 109.8 . . ?
C4 C3 H3D 109.8 . . ?
N2 C3 H3D 109.8 . . ?
H3C C3 H3D 108.3 . . ?
N3 C4 C3 109.9(7) . . ?
N3 C4 H4C 109.7 . . ?
C3 C4 H4C 109.7 . . ?
N3 C4 H4D 109.7 . . ?
C3 C4 H4D 109.7 . . ?
H4C C4 H4D 108.2 . . ?
N4 C5 C6 106.9(6) . . ?
N4 C5 H5C 110.3 . . ?
C6 C5 H5C 110.3 . . ?
N4 C5 H5D 110.3 . . ?
C6 C5 H5D 110.3 . . ?
H5C C5 H5D 108.6 . . ?
N5 C6 C5 111.8(6) . . ?
N5 C6 H6C 109.3 . . ?
C5 C6 H6C 109.3 . . ?
N5 C6 H6D 109.3 . . ?
C5 C6 H6D 109.3 . . ?
H6C C6 H6D 107.9 . . ?
N6 C7 C8 109.5(6) . . ?
N6 C7 H7A 109.8 . . ?
C8 C7 H7A 109.8 . . ?
N6 C7 H7B 109.8 . . ?
C8 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
N7 C8 C7 109.0(6) . . ?
N7 C8 H8C 109.9 . . ?
C7 C8 H8C 109.9 . . ?
N7 C8 H8D 109.9 . . ?
C7 C8 H8D 109.9 . . ?
H8C C8 H8D 108.3 . . ?
C10 C9 N7 110.5(6) . . ?
C10 C9 H9C 109.6 . . ?
N7 C9 H9C 109.6 . . ?
C10 C9 H9D 109.6 . . ?
N7 C9 H9D 109.6 . . ?
H9C C9 H9D 108.1 . . ?
N8 C10 C9 109.1(6) . . ?
N8 C10 H10C 109.9 . . ?
C9 C10 H10C 109.9 . . ?
N8 C10 H10D 109.9 . . ?
C9 C10 H10D 109.9 . . ?
H10C C10 H10D 108.3 . . ?
C12 C11 N10 109.2(6) . . ?
C12 C11 H11A 109.8 . . ?
N10 C11 H11A 109.8 . . ?
C12 C11 H11B 109.8 . . ?
N10 C11 H11B 109.8 . . ?
H11A C11 H11B 108.3 . . ?
N9 C12 C11 108.8(6) . . ?
N9 C12 H12C 109.9 . . ?
C11 C12 H12C 109.9 . . ?
N9 C12 H12D 109.9 . . ?
C11 C12 H12D 109.9 . . ?
H12C C12 H12D 108.3 . . ?
N11 C13 C14 110.1(8) . . ?
N11 C13 H13A 109.6 . . ?
C14 C13 H13A 109.6 . . ?
N11 C13 H13B 109.6 . . ?
C14 C13 H13B 109.6 . . ?
H13A C13 H13B 108.2 . . ?
N12 C14 C13 110.2(8) . . ?
N12 C14 H14A 109.6 . . ?
C13 C14 H14A 109.6 . . ?
N12 C14 H14B 109.6 . . ?
C13 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
N12 C15 C16 110.5(8) . . ?
N12 C15 H15A 109.5 . . ?
C16 C15 H15A 109.5 . . ?
N12 C15 H15B 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 108.1 . . ?
N13 C16 C15 110.2(9) . . ?
N13 C16 H16A 109.6 . . ?
C15 C16 H16A 109.6 . . ?
N13 C16 H16B 109.6 . . ?
C15 C16 H16B 109.6 . . ?
H16A C16 H16B 108.1 . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.626
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.134
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1891924'
_audit_update_record             
;
2019-02-05 deposited with the CCDC.
2019-02-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H20 N4 Sb Se3 V'
_chemical_formula_sum            'C6 H20 N4 Sb Se3 V'
_chemical_formula_weight         557.84

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 Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.6785(4)
_cell_length_b                   17.5807(12)
_cell_length_c                   13.3482(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.7339(19)
_cell_angle_gamma                90.00
_cell_volume                     1549.07(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5099
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      27.27

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.393
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1040
_exptl_absorpt_coefficient_mu    9.376
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1411
_exptl_absorpt_correction_T_max  0.8077
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18540
_diffrn_reflns_av_R_equivalents  0.0769
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.09
_diffrn_reflns_theta_max         25.10
_reflns_number_total             2748
_reflns_number_gt                2158
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction        
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0176P)²+6.5369P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2748
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.0774
_refine_ls_wR_factor_gt          0.0712
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Sb1 Sb 0.33676(7) 0.66685(3) 0.84160(3) 0.04289(15) Uani 1 1 d . . .
V1 V 0.69913(14) 0.67040(6) 1.05433(7) 0.0224(2) Uani 1 1 d . . .
Se1 Se 0.72453(11) 0.67651(5) 0.87040(5) 0.0446(2) Uani 1 1 d . . .
Se2 Se 0.34718(9) 0.61463(4) 1.02210(5) 0.03137(17) Uani 1 1 d . . .
Se3 Se 0.24245(12) 0.80341(5) 0.84907(6) 0.0564(2) Uani 1 1 d . . .
N1 N 0.7145(8) 0.6462(3) 1.2160(4) 0.0343(13) Uani 1 1 d . . .
H1D H 0.8144 0.6737 1.2518 0.041 Uiso 1 1 calc R . .
H1E H 0.5968 0.6592 1.2365 0.041 Uiso 1 1 calc R . .
N2 N 0.8655(7) 0.5668(3) 1.0707(4) 0.0309(12) Uani 1 1 d . . .
H2A H 0.7894 0.5296 1.0378 0.037 Uiso 1 1 calc R . .
H2B H 0.9773 0.5719 1.0412 0.037 Uiso 1 1 calc R . .
N3 N 0.9765(7) 0.7372(3) 1.0872(4) 0.0340(13) Uani 1 1 d . . .
H3A H 1.0524 0.7190 1.1437 0.041 Uiso 1 1 calc R . .
H3B H 1.0484 0.7324 1.0357 0.041 Uiso 1 1 calc R . .
N4 N 0.5841(7) 0.7817(3) 1.0745(4) 0.0308(12) Uani 1 1 d . . .
H4D H 0.4736 0.7897 1.0280 0.037 Uiso 1 1 calc R . .
H4E H 0.5466 0.7850 1.1363 0.037 Uiso 1 1 calc R . .
C1 C 0.7866(16) 0.5387(5) 1.3389(6) 0.082(3) Uani 1 1 d . . .
H1A H 0.8103 0.4849 1.3418 0.123 Uiso 1 1 calc R . .
H1B H 0.6690 0.5504 1.3695 0.123 Uiso 1 1 calc R . .
H1C H 0.9021 0.5647 1.3749 0.123 Uiso 1 1 calc R . .
C2 C 0.7540(11) 0.5633(4) 1.2344(5) 0.0441(18) Uani 1 1 d . . .
H2C H 0.6341 0.5361 1.2009 0.053 Uiso 1 1 calc R . .
C3 C 0.9262(10) 0.5438(4) 1.1768(5) 0.0389(16) Uani 1 1 d . . .
H3C H 1.0484 0.5705 1.2059 0.047 Uiso 1 1 calc R . .
H3D H 0.9532 0.4895 1.1807 0.047 Uiso 1 1 calc R . .
C4 C 0.6728(13) 0.9201(4) 1.0877(7) 0.062(2) Uani 1 1 d . . .
H4A H 0.5344 0.9284 1.0580 0.093 Uiso 1 1 calc R . .
H4B H 0.7582 0.9560 1.0601 0.093 Uiso 1 1 calc R . .
H4C H 0.6864 0.9268 1.1598 0.093 Uiso 1 1 calc R . .
C5 C 0.7347(12) 0.8404(4) 1.0644(9) 0.072(3) Uani 1 1 d . . .
H5A H 0.7348 0.8421 0.9910 0.086 Uiso 1 1 calc R . .
C6 C 0.9336(11) 0.8173(4) 1.1016(8) 0.065(3) Uani 1 1 d . . .
H6A H 0.9608 0.8285 1.1735 0.078 Uiso 1 1 calc R . .
H6B H 1.0264 0.8474 1.0687 0.078 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb1 Se3 2.4878(10) . ?
Sb1 Se1 2.5653(9) . ?
Sb1 Se2 2.5694(8) . ?
V1 N2 2.128(5) . ?
V1 N4 2.134(5) . ?
V1 N3 2.181(5) . ?
V1 N1 2.187(5) . ?
V1 Se1 2.4889(11) . ?
V1 Se2 2.5227(11) . ?
N1 C2 1.495(8) . ?
N1 H1D 0.9000 . ?
N1 H1E 0.9000 . ?
N2 C3 1.469(8) . ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
N3 C6 1.455(9) . ?
N3 H3A 0.9000 . ?
N3 H3B 0.9000 . ?
N4 C5 1.462(9) . ?
N4 H4D 0.9000 . ?
N4 H4E 0.9000 . ?
C1 C2 1.444(10) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.517(9) . ?
C2 H2C 0.9800 . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C4 C5 1.507(10) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.405(11) . ?
C5 H5A 0.9800 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Se3 Sb1 Se1 100.73(3) . . ?
Se3 Sb1 Se2 106.15(3) . . ?
Se1 Sb1 Se2 90.01(2) . . ?
N2 V1 N4 164.7(2) . . ?
N2 V1 N3 91.49(19) . . ?
N4 V1 N3 77.99(19) . . ?
N2 V1 N1 77.68(19) . . ?
N4 V1 N1 91.02(19) . . ?
N3 V1 N1 89.7(2) . . ?
N2 V1 Se1 91.47(14) . . ?
N4 V1 Se1 99.46(14) . . ?
N3 V1 Se1 89.57(15) . . ?
N1 V1 Se1 169.10(14) . . ?
N2 V1 Se2 98.23(14) . . ?
N4 V1 Se2 91.94(14) . . ?
N3 V1 Se2 169.91(14) . . ?
N1 V1 Se2 89.74(15) . . ?
Se1 V1 Se2 92.85(4) . . ?
V1 Se1 Sb1 85.79(3) . . ?
V1 Se2 Sb1 85.01(3) . . ?
C2 N1 V1 109.4(4) . . ?
C2 N1 H1D 109.8 . . ?
V1 N1 H1D 109.8 . . ?
C2 N1 H1E 109.8 . . ?
V1 N1 H1E 109.8 . . ?
H1D N1 H1E 108.2 . . ?
C3 N2 V1 113.5(4) . . ?
C3 N2 H2A 108.9 . . ?
V1 N2 H2A 108.9 . . ?
C3 N2 H2B 108.9 . . ?
V1 N2 H2B 108.9 . . ?
H2A N2 H2B 107.7 . . ?
C6 N3 V1 111.6(4) . . ?
C6 N3 H3A 109.3 . . ?
V1 N3 H3A 109.3 . . ?
C6 N3 H3B 109.3 . . ?
V1 N3 H3B 109.3 . . ?
H3A N3 H3B 108.0 . . ?
C5 N4 V1 111.7(4) . . ?
C5 N4 H4D 109.3 . . ?
V1 N4 H4D 109.3 . . ?
C5 N4 H4E 109.3 . . ?
V1 N4 H4E 109.3 . . ?
H4D N4 H4E 107.9 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C1 C2 N1 116.6(7) . . ?
C1 C2 C3 114.0(6) . . ?
N1 C2 C3 105.4(5) . . ?
C1 C2 H2C 106.8 . . ?
N1 C2 H2C 106.8 . . ?
C3 C2 H2C 106.8 . . ?
N2 C3 C2 107.9(5) . . ?
N2 C3 H3C 110.1 . . ?
C2 C3 H3C 110.1 . . ?
N2 C3 H3D 110.1 . . ?
C2 C3 H3D 110.1 . . ?
H3C C3 H3D 108.4 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C5 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 N4 112.9(7) . . ?
C6 C5 C4 118.1(7) . . ?
N4 C5 C4 115.1(7) . . ?
C6 C5 H5A 102.6 . . ?
N4 C5 H5A 102.6 . . ?
C4 C5 H5A 102.6 . . ?
C5 C6 N3 115.4(6) . . ?
C5 C6 H6A 108.4 . . ?
N3 C6 H6A 108.4 . . ?
C5 C6 H6B 108.4 . . ?
N3 C6 H6B 108.4 . . ?
H6A C6 H6B 107.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1D Se3 0.90 2.98 3.804(5) 152.6 4_676
N1 H1E Se3 0.90 3.06 3.947(5) 168.4 4_576
N2 H2A Se2 0.90 2.77 3.631(5) 160.3 3_667
N2 H2B Se2 0.90 2.63 3.480(5) 157.6 1_655
N3 H3A Se3 0.90 2.87 3.741(5) 163.7 4_676
N3 H3B Se2 0.90 2.90 3.490(5) 124.5 1_655
N4 H4D Se3 0.90 2.65 3.510(5) 159.9 .
C2 H2C Se2 0.98 3.14 3.727(7) 119.6 .
C3 H3C Se3 0.97 3.08 3.936(7) 147.7 4_676

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.290
_refine_diff_density_min         -0.898
_refine_diff_density_rms         0.141
