#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:28:27 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179247 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/67/4316713.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4316713
loop_
_publ_author_name
'Martin M. Kimani'
'Julia L. Brumaghim'
'Don VanDerveer'
_publ_section_title
;
 Probing the Antioxidant Action of Selenium and Sulfur Using
 Cu(I)-Chalcogenone Tris(pyrazolyl)methane and -borate Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9200
_journal_page_last               9211
_journal_paper_doi               10.1021/ic100668b
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C15 H18 Cu N8 Se, B F4'
_chemical_formula_sum            'C15 H18 B Cu F4 N8 Se'
_chemical_formula_weight         539.69
_chemical_properties_physical    'air-sensitive, moisture-sensitive'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.47(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.176(2)
_cell_length_b                   17.734(3)
_cell_length_c                   22.586(4)
_cell_measurement_reflns_used    30276
_cell_measurement_temperature    168.15
_cell_measurement_theta_max      25.05
_cell_measurement_theta_min      2.96
_cell_volume                     4049.9(13)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC,2006)'
_computing_data_collection       'CrystalClear (Rigaku/MSC,2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC,2006)'
_computing_molecular_graphics    'SHELXTL 6.10 (Sheldrick,2008)'
_computing_publication_material  'SHELXTL 6.10 (Sheldrick,2008)'
_computing_structure_refinement  'SHELXTL 6.10 (Sheldrick,2008)'
_computing_structure_solution    'SHELXTL 6.10 (Sheldrick,2008)'
_diffrn_ambient_temperature      168.15
_diffrn_detector_area_resol_mean 14.6306
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Rigaku AFC8S'
_diffrn_measurement_method       dtprofit.ref
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0699
_diffrn_reflns_av_sigmaI/netI    0.0455
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            30276
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.96
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.932
_exptl_absorpt_correction_T_max  0.9237
_exptl_absorpt_correction_T_min  0.8949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB, CrystalClear'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.770
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rods
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_refine_diff_density_max         1.490
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.138
_refine_ls_extinction_coef       0.0014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.179
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     546
_refine_ls_number_reflns         7119
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.179
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0692
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0298P)²+46.6999P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1713
_refine_ls_wR_factor_ref         0.1732
_reflns_number_gt                6555
_reflns_number_total             7119
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic100668b_si_003_3.cif
_cod_data_source_block           '[TpmCu(dmise)][BF4]'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4316713
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'
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
Cu1 Cu 0.46704(9) -0.02797(5) 0.14104(4) 0.0317(3) Uani 1 1 d . . .
Cu1A Cu 0.96618(9) 0.32843(6) 0.11446(4) 0.0340(3) Uani 1 1 d . . .
Se1 Se 0.31874(8) -0.07620(4) 0.06661(4) 0.0341(2) Uani 1 1 d . . .
Se1A Se 0.86591(7) 0.34474(5) 0.20047(3) 0.0314(2) Uani 1 1 d . . .
N1 N 0.1788(7) 0.0554(4) 0.0185(3) 0.0343(15) Uani 1 1 d . . .
N1A N 0.5918(6) 0.3324(3) 0.2152(3) 0.0271(13) Uani 1 1 d . . .
N2 N 0.0921(7) 0.0092(4) 0.0930(3) 0.0392(17) Uani 1 1 d . . .
N2A N 0.6192(7) 0.3976(4) 0.1375(3) 0.0339(15) Uani 1 1 d . . .
N3 N 0.5947(6) 0.0681(3) 0.1268(3) 0.0279(13) Uani 1 1 d . . .
N3A N 1.1426(6) 0.2648(4) 0.1254(3) 0.0297(14) Uani 1 1 d . . .
N7 N 0.6811(6) 0.0839(3) 0.1758(3) 0.0256(13) Uani 1 1 d . . .
N7A N 1.2162(6) 0.2711(3) 0.0793(3) 0.0252(13) Uani 1 1 d . . .
N5 N 0.6358(6) -0.0805(3) 0.1787(3) 0.0290(13) Uani 1 1 d . . .
N5A N 1.0833(7) 0.4201(4) 0.0826(3) 0.0358(15) Uani 1 1 d . . .
N6 N 0.7158(6) -0.0384(3) 0.2186(3) 0.0265(13) Uani 1 1 d . . .
N6A N 1.1722(6) 0.3971(3) 0.0453(3) 0.0278(13) Uani 1 1 d . . .
N4 N 0.4453(6) 0.0201(3) 0.2249(3) 0.0280(13) Uani 1 1 d . . .
N4A N 0.9408(6) 0.2912(4) 0.0259(3) 0.0303(14) Uani 1 1 d . . .
N8 N 0.5599(6) 0.0458(3) 0.2547(3) 0.0266(13) Uani 1 1 d . . .
N8A N 1.0524(6) 0.2947(3) -0.0030(3) 0.0255(13) Uani 1 1 d . . .
C1 C 0.1918(7) 0.0012(4) 0.0593(3) 0.0267(15) Uani 1 1 d . . .
C1A C 0.6850(7) 0.3581(4) 0.1820(3) 0.0276(15) Uani 1 1 d . . .
C2 C 0.2658(11) 0.0669(5) -0.0285(4) 0.056(3) Uani 1 1 d . . .
H2A H 0.3105 0.0206 -0.0354 0.084 Uiso 1 1 calc R . .
H2B H 0.3298 0.1052 -0.0162 0.084 Uiso 1 1 calc R . .
H2C H 0.2139 0.0824 -0.0646 0.084 Uiso 1 1 calc R . .
C2A C 0.6179(9) 0.2885(5) 0.2706(4) 0.0397(19) Uani 1 1 d . . .
H2AA H 0.7010 0.2629 0.2711 0.060 Uiso 1 1 calc R . .
H2AB H 0.5486 0.2522 0.2727 0.060 Uiso 1 1 calc R . .
H2AC H 0.6209 0.3218 0.3042 0.060 Uiso 1 1 calc R . .
C3 C 0.0674(9) 0.0984(5) 0.0253(5) 0.051(3) Uani 1 1 d . . .
H3A H 0.0354 0.1390 0.0019 0.061 Uiso 1 1 calc R . .
C3A C 0.4680(7) 0.3564(5) 0.1909(4) 0.0376(19) Uani 1 1 d . . .
H3AA H 0.3877 0.3463 0.2053 0.045 Uiso 1 1 calc R . .
C4 C 0.0158(9) 0.0699(6) 0.0719(5) 0.052(3) Uani 1 1 d . . .
H4A H -0.0589 0.0878 0.0876 0.063 Uiso 1 1 calc R . .
C4A C 0.4862(8) 0.3968(5) 0.1427(4) 0.040(2) Uani 1 1 d . . .
H4AA H 0.4205 0.4202 0.1172 0.048 Uiso 1 1 calc R . .
C5 C 0.0661(13) -0.0396(6) 0.1421(4) 0.064(3) Uani 1 1 d . . .
H5A H 0.0652 -0.0912 0.1293 0.096 Uiso 1 1 calc R . .
H5B H -0.0182 -0.0270 0.1547 0.096 Uiso 1 1 calc R . .
H5C H 0.1341 -0.0327 0.1748 0.096 Uiso 1 1 calc R . .
C5A C 0.6814(10) 0.4383(5) 0.0911(4) 0.046(2) Uani 1 1 d . . .
H5AA H 0.7626 0.4608 0.1085 0.069 Uiso 1 1 calc R . .
H5AB H 0.6226 0.4770 0.0743 0.069 Uiso 1 1 calc R . .
H5AC H 0.6996 0.4037 0.0604 0.069 Uiso 1 1 calc R . .
C6 C 0.3536(8) 0.0430(4) 0.2583(4) 0.0333(17) Uani 1 1 d . . .
H6A H 0.2639 0.0326 0.2494 0.040 Uiso 1 1 calc R . .
C6A C 1.0984(9) 0.4949(4) 0.0854(4) 0.041(2) Uani 1 1 d . . .
H6AA H 1.0500 0.5270 0.1072 0.049 Uiso 1 1 calc R . .
C7 C 0.4063(8) 0.0844(5) 0.3082(4) 0.0362(18) Uani 1 1 d . . .
H7A H 0.3610 0.1062 0.3374 0.043 Uiso 1 1 calc R . .
C7A C 1.1959(11) 0.5181(5) 0.0514(4) 0.047(2) Uani 1 1 d . . .
H7AA H 1.2252 0.5672 0.0471 0.057 Uiso 1 1 calc R . .
C8 C 0.5382(8) 0.0855(4) 0.3044(3) 0.0328(17) Uani 1 1 d . . .
H8A H 0.6022 0.1090 0.3307 0.039 Uiso 1 1 calc R . .
C8A C 1.2405(9) 0.4553(5) 0.0256(4) 0.0380(19) Uani 1 1 d . . .
H8AA H 1.3051 0.4529 -0.0004 0.046 Uiso 1 1 calc R . .
C9 C 0.6994(7) -0.1470(4) 0.1781(3) 0.0289(16) Uani 1 1 d . . .
H9A H 0.6682 -0.1880 0.1550 0.035 Uiso 1 1 calc R . .
C9A C 0.8462(8) 0.2699(5) -0.0173(4) 0.0363(18) Uani 1 1 d . . .
H9AA H 0.7583 0.2610 -0.0117 0.044 Uiso 1 1 calc R . .
C10 C 0.8179(7) -0.1473(4) 0.2160(4) 0.0323(17) Uani 1 1 d . . .
H10A H 0.8785 -0.1864 0.2226 0.039 Uiso 1 1 calc R . .
C10A C 0.8979(9) 0.2630(5) -0.0716(4) 0.042(2) Uani 1 1 d . . .
H10B H 0.8513 0.2496 -0.1078 0.051 Uiso 1 1 calc R . .
C11 C 0.8248(7) -0.0765(4) 0.2416(3) 0.0304(16) Uani 1 1 d . . .
H11A H 0.8917 -0.0584 0.2694 0.036 Uiso 1 1 calc R . .
C11A C 1.0281(8) 0.2795(4) -0.0620(3) 0.0339(17) Uani 1 1 d . . .
H11B H 1.0884 0.2801 -0.0900 0.041 Uiso 1 1 calc R . .
C12 C 0.6128(8) 0.1218(4) 0.0884(4) 0.0328(17) Uani 1 1 d . . .
H12A H 0.5684 0.1247 0.0502 0.039 Uiso 1 1 calc R . .
C12A C 1.2008(8) 0.2120(4) 0.1606(3) 0.0306(16) Uani 1 1 d . . .
H12B H 1.1709 0.1954 0.1958 0.037 Uiso 1 1 calc R . .
C13 C 0.7067(8) 0.1739(4) 0.1122(4) 0.0350(18) Uani 1 1 d . . .
H13A H 0.7349 0.2167 0.0935 0.042 Uiso 1 1 calc R . .
C13A C 1.3133(8) 0.1845(5) 0.1377(4) 0.0371(18) Uani 1 1 d . . .
H13B H 1.3709 0.1476 0.1544 0.045 Uiso 1 1 calc R . .
C14 C 0.7484(8) 0.1496(4) 0.1677(4) 0.0316(16) Uani 1 1 d . . .
H14A H 0.8105 0.1727 0.1952 0.038 Uiso 1 1 calc R . .
C14A C 1.3215(8) 0.2226(4) 0.0863(4) 0.0325(17) Uani 1 1 d . . .
H14B H 1.3862 0.2169 0.0606 0.039 Uiso 1 1 calc R . .
C15 C 0.6832(7) 0.0396(4) 0.2294(3) 0.0256(15) Uani 1 1 d . . .
H15A H 0.7529 0.0600 0.2585 0.031 Uiso 1 1 calc R . .
C15A C 1.1777(7) 0.3192(4) 0.0284(3) 0.0263(15) Uani 1 1 d . . .
H15B H 1.2453 0.3144 0.0009 0.032 Uiso 1 1 calc R . .
B1 B 0.4803(10) 0.2021(6) 0.4469(5) 0.042(2) Uani 1 1 d . . .
B1A B 0.0209(8) 0.1210(5) 0.2957(4) 0.0288(18) Uani 1 1 d . . .
F1 F 0.5324(7) 0.2364(6) 0.4975(4) 0.119(4) Uani 1 1 d . . .
F1A F 0.0744(7) 0.1902(3) 0.2921(3) 0.075(2) Uani 1 1 d . . .
F2 F 0.3550(6) 0.2220(6) 0.4303(3) 0.098(3) Uani 1 1 d . . .
F2A F -0.1063(4) 0.1256(3) 0.3119(2) 0.0431(12) Uani 1 1 d . . .
F3 F 0.4763(11) 0.1263(5) 0.4608(5) 0.126(4) Uani 1 1 d . . .
F3A F 0.0990(6) 0.0817(4) 0.3393(3) 0.078(2) Uani 1 1 d . . .
F4 F 0.5578(6) 0.2105(4) 0.4028(2) 0.0639(17) Uani 1 1 d . . .
F4A F 0.0162(6) 0.0841(4) 0.2426(3) 0.076(2) Uani 1 1 d . . .
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N5 Cu1 N4 88.8(2) . . ?
N5 Cu1 N3 86.1(2) . . ?
N4 Cu1 N3 86.6(2) . . ?
N5 Cu1 Se1 125.80(17) . . ?
N4 Cu1 Se1 132.94(17) . . ?
N3 Cu1 Se1 122.35(17) . . ?
N4A Cu1A N3A 87.4(2) . . ?
N4A Cu1A N5A 86.2(3) . . ?
N3A Cu1A N5A 87.0(3) . . ?
N4A Cu1A Se1A 145.41(18) . . ?
N3A Cu1A Se1A 114.74(17) . . ?
N5A Cu1A Se1A 119.49(18) . . ?
C1 Se1 Cu1 100.4(2) . . ?
C1A Se1A Cu1A 110.3(2) . . ?
C1 N1 C3 109.8(8) . . ?
C1 N1 C2 125.5(7) . . ?
C3 N1 C2 124.7(8) . . ?
C1A N1A C3A 109.9(7) . . ?
C1A N1A C2A 125.4(6) . . ?
C3A N1A C2A 124.6(7) . . ?
C1 N2 C4 108.5(8) . . ?
C1 N2 C5 125.7(8) . . ?
C4 N2 C5 125.7(8) . . ?
C1A N2A C4A 110.2(7) . . ?
C1A N2A C5A 124.8(7) . . ?
C4A N2A C5A 125.0(7) . . ?
C12 N3 N7 105.1(6) . . ?
C12 N3 Cu1 142.3(6) . . ?
N7 N3 Cu1 112.3(4) . . ?
C12A N3A N7A 105.8(6) . . ?
C12A N3A Cu1A 139.9(5) . . ?
N7A N3A Cu1A 113.7(4) . . ?
N3 N7 C14 110.6(6) . . ?
N3 N7 C15 121.2(6) . . ?
C14 N7 C15 127.8(6) . . ?
N3A N7A C14A 110.7(6) . . ?
N3A N7A C15A 122.4(6) . . ?
C14A N7A C15A 126.8(6) . . ?
C9 N5 N6 103.5(6) . . ?
C9 N5 Cu1 140.8(5) . . ?
N6 N5 Cu1 115.7(4) . . ?
C6A N5A N6A 104.1(7) . . ?
C6A N5A Cu1A 142.0(6) . . ?
N6A N5A Cu1A 113.9(5) . . ?
C11 N6 N5 112.5(6) . . ?
C11 N6 C15 127.2(6) . . ?
N5 N6 C15 120.2(6) . . ?
C8A N6A N5A 112.1(6) . . ?
C8A N6A C15A 127.7(7) . . ?
N5A N6A C15A 120.0(6) . . ?
C6 N4 N8 103.6(6) . . ?
C6 N4 Cu1 141.6(5) . . ?
N8 N4 Cu1 114.2(4) . . ?
C9A N4A N8A 103.3(6) . . ?
C9A N4A Cu1A 141.5(6) . . ?
N8A N4A Cu1A 114.9(4) . . ?
N4 N8 C8 111.8(6) . . ?
N4 N8 C15 121.1(6) . . ?
C8 N8 C15 126.5(6) . . ?
C11A N8A N4A 112.9(6) . . ?
C11A N8A C15A 126.3(6) . . ?
N4A N8A C15A 120.5(6) . . ?
N1 C1 N2 107.2(7) . . ?
N1 C1 Se1 127.1(6) . . ?
N2 C1 Se1 125.6(6) . . ?
N2A C1A N1A 105.6(6) . . ?
N2A C1A Se1A 129.4(6) . . ?
N1A C1A Se1A 124.8(6) . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1A C2A H2AA 109.5 . . ?
N1A C2A H2AB 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
N1A C2A H2AC 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?
C4 C3 N1 106.2(8) . . ?
C4 C3 H3A 126.9 . . ?
N1 C3 H3A 126.9 . . ?
C4A C3A N1A 106.5(7) . . ?
C4A C3A H3AA 126.7 . . ?
N1A C3A H3AA 126.7 . . ?
C3 C4 N2 108.3(8) . . ?
C3 C4 H4A 125.9 . . ?
N2 C4 H4A 125.9 . . ?
C3A C4A N2A 107.7(7) . . ?
C3A C4A H4AA 126.1 . . ?
N2A C4A H4AA 126.1 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2A C5A H5AA 109.5 . . ?
N2A C5A H5AB 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
N2A C5A H5AC 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
N4 C6 C7 112.8(7) . . ?
N4 C6 H6A 123.6 . . ?
C7 C6 H6A 123.6 . . ?
N5A C6A C7A 110.8(8) . . ?
N5A C6A H6AA 124.6 . . ?
C7A C6A H6AA 124.6 . . ?
C8 C7 C6 104.4(7) . . ?
C8 C7 H7A 127.8 . . ?
C6 C7 H7A 127.8 . . ?
C8A C7A C6A 106.8(7) . . ?
C8A C7A H7AA 126.6 . . ?
C6A C7A H7AA 126.6 . . ?
C7 C8 N8 107.4(7) . . ?
C7 C8 H8A 126.3 . . ?
N8 C8 H8A 126.3 . . ?
N6A C8A C7A 106.1(7) . . ?
N6A C8A H8AA 127.0 . . ?
C7A C8A H8AA 127.0 . . ?
N5 C9 C10 112.3(7) . . ?
N5 C9 H9A 123.9 . . ?
C10 C9 H9A 123.9 . . ?
N4A C9A C10A 110.6(7) . . ?
N4A C9A H9AA 124.7 . . ?
C10A C9A H9AA 124.7 . . ?
C11 C10 C9 104.6(6) . . ?
C11 C10 H10A 127.7 . . ?
C9 C10 H10A 127.7 . . ?
C11A C10A C9A 107.5(7) . . ?
C11A C10A H10B 126.2 . . ?
C9A C10A H10B 126.2 . . ?
N6 C11 C10 107.0(7) . . ?
N6 C11 H11A 126.5 . . ?
C10 C11 H11A 126.5 . . ?
C10A C11A N8A 105.5(7) . . ?
C10A C11A H11B 127.2 . . ?
N8A C11A H11B 127.2 . . ?
N3 C12 C13 111.6(7) . . ?
N3 C12 H12A 124.2 . . ?
C13 C12 H12A 124.2 . . ?
N3A C12A C13A 110.7(7) . . ?
N3A C12A H12B 124.7 . . ?
C13A C12A H12B 124.7 . . ?
C14 C13 C12 106.1(7) . . ?
C14 C13 H13A 127.0 . . ?
C12 C13 H13A 127.0 . . ?
C14A C13A C12A 106.1(7) . . ?
C14A C13A H13B 127.0 . . ?
C12A C13A H13B 127.0 . . ?
C13 C14 N7 106.5(7) . . ?
C13 C14 H14A 126.7 . . ?
N7 C14 H14A 126.7 . . ?
C13A C14A N7A 106.8(7) . . ?
C13A C14A H14B 126.6 . . ?
N7A C14A H14B 126.6 . . ?
N8 C15 N7 111.1(6) . . ?
N8 C15 N6 111.5(6) . . ?
N7 C15 N6 111.0(6) . . ?
N8 C15 H15A 107.7 . . ?
N7 C15 H15A 107.7 . . ?
N6 C15 H15A 107.7 . . ?
N6A C15A N7A 111.8(6) . . ?
N6A C15A N8A 111.0(6) . . ?
N7A C15A N8A 110.8(6) . . ?
N6A C15A H15B 107.7 . . ?
N7A C15A H15B 107.7 . . ?
N8A C15A H15B 107.7 . . ?
F2 B1 F4 112.6(9) . . ?
F2 B1 F1 113.0(9) . . ?
F4 B1 F1 111.6(8) . . ?
F2 B1 F3 105.6(9) . . ?
F4 B1 F3 108.1(9) . . ?
F1 B1 F3 105.4(10) . . ?
F1A B1A F4A 110.9(8) . . ?
F1A B1A F3A 107.3(7) . . ?
F4A B1A F3A 110.2(8) . . ?
F1A B1A F2A 110.9(7) . . ?
F4A B1A F2A 108.7(7) . . ?
F3A B1A F2A 108.7(7) . . ?
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
Cu1 N5 2.053(6) . ?
Cu1 N4 2.111(6) . ?
Cu1 N3 2.188(6) . ?
Cu1 Se1 2.2941(13) . ?
Cu1A N4A 2.094(7) . ?
Cu1A N3A 2.111(6) . ?
Cu1A N5A 2.184(7) . ?
Cu1A Se1A 2.3120(13) . ?
Se1 C1 1.880(7) . ?
Se1A C1A 1.857(7) . ?
N1 C1 1.327(10) . ?
N1 C3 1.390(11) . ?
N1 C2 1.471(12) . ?
N1A C1A 1.352(9) . ?
N1A C3A 1.384(10) . ?
N1A C2A 1.473(10) . ?
N2 C1 1.344(10) . ?
N2 C4 1.381(12) . ?
N2 C5 1.453(12) . ?
N2A C1A 1.339(10) . ?
N2A C4A 1.371(11) . ?
N2A C5A 1.473(11) . ?
N3 C12 1.315(10) . ?
N3 N7 1.362(8) . ?
N3A C12A 1.325(10) . ?
N3A N7A 1.355(8) . ?
N7 C14 1.374(9) . ?
N7 C15 1.441(9) . ?
N7A C14A 1.370(9) . ?
N7A C15A 1.449(9) . ?
N5 C9 1.345(9) . ?
N5 N6 1.366(8) . ?
N5A C6A 1.336(10) . ?
N5A N6A 1.367(9) . ?
N6 C11 1.351(9) . ?
N6 C15 1.450(9) . ?
N6A C8A 1.347(10) . ?
N6A C15A 1.435(9) . ?
N4 C6 1.327(10) . ?
N4 N8 1.358(8) . ?
N4A C9A 1.346(10) . ?
N4A N8A 1.374(9) . ?
N8 C8 1.364(10) . ?
N8 C15 1.440(9) . ?
N8A C11A 1.355(9) . ?
N8A C15A 1.455(9) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2A H2AA 0.9600 . ?
C2A H2AB 0.9600 . ?
C2A H2AC 0.9600 . ?
C3 C4 1.328(15) . ?
C3 H3A 0.9300 . ?
C3A C4A 1.332(13) . ?
C3A H3AA 0.9300 . ?
C4 H4A 0.9300 . ?
C4A H4AA 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C5A H5AA 0.9600 . ?
C5A H5AB 0.9600 . ?
C5A H5AC 0.9600 . ?
C6 C7 1.401(11) . ?
C6 H6A 0.9300 . ?
C6A C7A 1.383(13) . ?
C6A H6AA 0.9300 . ?
C7 C8 1.355(11) . ?
C7 H7A 0.9300 . ?
C7A C8A 1.359(12) . ?
C7A H7AA 0.9300 . ?
C8 H8A 0.9300 . ?
C8A H8AA 0.9300 . ?
C9 C10 1.399(11) . ?
C9 H9A 0.9300 . ?
C9A C10A 1.392(13) . ?
C9A H9AA 0.9300 . ?
C10 C11 1.380(11) . ?
C10 H10A 0.9300 . ?
C10A C11A 1.349(12) . ?
C10A H10B 0.9300 . ?
C11 H11A 0.9300 . ?
C11A H11B 0.9300 . ?
C12 C13 1.391(11) . ?
C12 H12A 0.9300 . ?
C12A C13A 1.396(11) . ?
C12A H12B 0.9300 . ?
C13 C14 1.349(11) . ?
C13 H13A 0.9300 . ?
C13A C14A 1.354(11) . ?
C13A H13B 0.9300 . ?
C14 H14A 0.9300 . ?
C14A H14B 0.9300 . ?
C15 H15A 0.9800 . ?
C15A H15B 0.9800 . ?
B1 F2 1.335(12) . ?
B1 F4 1.346(11) . ?
B1 F1 1.349(12) . ?
B1 F3 1.382(14) . ?
B1A F1A 1.349(10) . ?
B1A F4A 1.364(11) . ?
B1A F3A 1.382(10) . ?
B1A F2A 1.387(10) . ?
