#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/67/4316716.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_4316716
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         'C33 H54 Cu N8 Se, B F4'
_chemical_formula_sum            'C33 H54 B Cu F4 N8 Se'
_chemical_formula_weight         792.15
_chemical_properties_physical    air-sensitive
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 100.04(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   23.822(5)
_cell_length_b                   16.733(3)
_cell_length_c                   19.931(4)
_cell_measurement_reflns_used    38614
_cell_measurement_temperature    168.15
_cell_measurement_theta_max      26.32
_cell_measurement_theta_min      2.43
_cell_volume                     7823(3)
_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 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0808
_diffrn_reflns_av_sigmaI/netI    0.0616
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            38614
_diffrn_reflns_theta_full        26.32
_diffrn_reflns_theta_max         26.32
_diffrn_reflns_theta_min         2.43
_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    1.541
_exptl_absorpt_correction_T_max  0.653
_exptl_absorpt_correction_T_min  0.432
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB, CrystalClear'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             3296
_exptl_crystal_recrystallization_method
'vapor diffusion or ether into dichloromethane'
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.940
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     447
_refine_ls_number_reflns         7938
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.1023
_refine_ls_R_factor_gt           0.0628
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0993P)²+4.7947P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1619
_refine_ls_wR_factor_ref         0.1968
_reflns_number_gt                5097
_reflns_number_total             7938
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic100668b_si_003_6.cif
_cod_data_source_block           '[TpmiprCu(dmise)][BF4]'
_cod_original_sg_symbol_Hall     '-c 2yc'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4316716
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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 0.97551(2) 0.20090(3) 0.97275(3) 0.0457(2) Uani 1 1 d . . .
Se1 Se 1.03520(2) 0.09512(3) 1.01049(3) 0.0558(2) Uani 1 1 d . . .
N1 N 1.14929(18) 0.1139(3) 0.9841(2) 0.0501(10) Uani 1 1 d . . .
N2 N 1.13404(17) 0.1919(2) 1.0649(2) 0.0442(9) Uani 1 1 d . . .
N3 N 0.99087(17) 0.3045(2) 0.9233(2) 0.0432(9) Uani 1 1 d . . .
N4 N 0.93000(17) 0.2724(3) 1.0381(2) 0.0457(10) Uani 1 1 d . . .
N5 N 0.89716(16) 0.1992(2) 0.9060(2) 0.0413(9) Uani 1 1 d . . .
N6 N 0.87106(16) 0.2722(2) 0.8925(2) 0.0429(9) Uani 1 1 d . . .
N7 N 0.89439(17) 0.3290(2) 1.0039(2) 0.0441(9) Uani 1 1 d . . .
N8 N 0.94948(17) 0.3628(2) 0.9185(2) 0.0431(9) Uani 1 1 d . . .
C1 C 1.10825(19) 0.1372(3) 1.0190(3) 0.0428(11) Uani 1 1 d . . .
C2 C 1.1396(3) 0.0546(4) 0.9300(4) 0.081(2) Uani 1 1 d . . .
H2A H 1.1014 0.0599 0.9052 0.122 Uiso 1 1 calc R . .
H2B H 1.1447 0.0021 0.9495 0.122 Uiso 1 1 calc R . .
H2C H 1.1662 0.0627 0.8997 0.122 Uiso 1 1 calc R . .
C3 C 1.1999(2) 0.1540(3) 1.0079(3) 0.0552(13) Uani 1 1 d . . .
H3A H 1.2341 0.1485 0.9921 0.066 Uiso 1 1 calc R . .
C4 C 1.1899(2) 0.2021(3) 1.0579(3) 0.0476(12) Uani 1 1 d . . .
H4A H 1.2161 0.2364 1.0834 0.057 Uiso 1 1 calc R . .
C5 C 1.1051(3) 0.2314(4) 1.1144(3) 0.0617(14) Uani 1 1 d . . .
H5A H 1.0692 0.2522 1.0917 0.093 Uiso 1 1 calc R . .
H5B H 1.1284 0.2744 1.1356 0.093 Uiso 1 1 calc R . .
H5C H 1.0987 0.1936 1.1485 0.093 Uiso 1 1 calc R . .
C6 C 1.0827(2) 0.2846(4) 0.8879(3) 0.0599(15) Uani 1 1 d . . .
H6A H 1.0835 0.2398 0.9197 0.072 Uiso 1 1 calc R . .
C7 C 1.0317(2) 0.3337(3) 0.8938(3) 0.0497(12) Uani 1 1 d . . .
C8 C 1.0164(2) 0.4123(3) 0.8681(3) 0.0528(13) Uani 1 1 d . . .
H8A H 1.0380 0.4453 0.8449 0.063 Uiso 1 1 calc R . .
C9 C 0.9641(2) 0.4296(3) 0.8840(3) 0.0456(11) Uani 1 1 d . . .
C10 C 0.9282(2) 0.5036(3) 0.8759(3) 0.0473(11) Uani 1 1 d . . .
H10A H 0.8881 0.4882 0.8625 0.057 Uiso 1 1 calc R . .
C11 C 0.8872(2) 0.0639(3) 0.8575(3) 0.0472(12) Uani 1 1 d . . .
H11A H 0.9111 0.0511 0.9013 0.057 Uiso 1 1 calc R . .
C12 C 0.8680(2) 0.1498(3) 0.8609(3) 0.0420(10) Uani 1 1 d . . .
C13 C 0.8232(2) 0.1898(3) 0.8186(3) 0.0466(11) Uani 1 1 d . . .
H13A H 0.7973 0.1675 0.7834 0.056 Uiso 1 1 calc R . .
C14 C 0.82523(19) 0.2685(3) 0.8395(2) 0.0418(10) Uani 1 1 d . . .
C15 C 0.7905(2) 0.3391(3) 0.8126(3) 0.0474(12) Uani 1 1 d . . .
H15A H 0.7925 0.3782 0.8496 0.057 Uiso 1 1 calc R . .
C16 C 0.9412(2) 0.2047(4) 1.1493(3) 0.0572(14) Uani 1 1 d . . .
H16A H 0.9824 0.2056 1.1501 0.069 Uiso 1 1 calc R . .
C17 C 0.9143(2) 0.2654(3) 1.0985(3) 0.0472(11) Uani 1 1 d . . .
C18 C 0.8685(3) 0.3174(3) 1.1029(3) 0.0582(14) Uani 1 1 d . . .
H18A H 0.8506 0.3244 1.1405 0.070 Uiso 1 1 calc R . .
C19 C 0.8553(2) 0.3554(3) 1.0420(3) 0.0524(13) Uani 1 1 d . . .
C20 C 0.8085(3) 0.4139(4) 1.0170(4) 0.0728(19) Uani 1 1 d . . .
H20A H 0.8194 0.4467 0.9806 0.087 Uiso 1 1 calc R . .
C21 C 0.89419(19) 0.3411(3) 0.9321(3) 0.0418(10) Uani 1 1 d . . .
H21A H 0.8686 0.3862 0.9176 0.050 Uiso 1 1 calc R . .
C22 C 0.9193(3) 0.1203(4) 1.1277(4) 0.0664(16) Uani 1 1 d . . .
H22A H 0.9280 0.1081 1.0836 0.100 Uiso 1 1 calc R . .
H22B H 0.8787 0.1183 1.1258 0.100 Uiso 1 1 calc R . .
H22C H 0.9373 0.0820 1.1603 0.100 Uiso 1 1 calc R . .
C23 C 0.9307(3) 0.2227(6) 1.2211(3) 0.080(2) Uani 1 1 d . . .
H23A H 0.9457 0.2746 1.2349 0.121 Uiso 1 1 calc R . .
H23B H 0.9493 0.1831 1.2521 0.121 Uiso 1 1 calc R . .
H23C H 0.8905 0.2218 1.2216 0.121 Uiso 1 1 calc R . .
C24 C 0.7989(5) 0.4675(5) 1.0753(6) 0.114(3) Uani 1 1 d . . .
H24A H 0.8317 0.5008 1.0888 0.170 Uiso 1 1 calc R . .
H24B H 0.7929 0.4351 1.1132 0.170 Uiso 1 1 calc R . .
H24C H 0.7660 0.5004 1.0609 0.170 Uiso 1 1 calc R . .
C25 C 0.7536(3) 0.3697(5) 0.9901(5) 0.089(2) Uani 1 1 d . . .
H25A H 0.7608 0.3297 0.9581 0.133 Uiso 1 1 calc R . .
H25B H 0.7257 0.4068 0.9679 0.133 Uiso 1 1 calc R . .
H25C H 0.7397 0.3446 1.0273 0.133 Uiso 1 1 calc R . .
C26 C 0.9455(4) 0.5562(4) 0.8199(4) 0.081(2) Uani 1 1 d . . .
H26A H 0.9420 0.5262 0.7784 0.121 Uiso 1 1 calc R . .
H26B H 0.9842 0.5734 0.8335 0.121 Uiso 1 1 calc R . .
H26C H 0.9210 0.6021 0.8128 0.121 Uiso 1 1 calc R . .
C27 C 0.9354(3) 0.5478(3) 0.9432(3) 0.0607(15) Uani 1 1 d . . .
H27A H 0.9291 0.5116 0.9785 0.091 Uiso 1 1 calc R . .
H27B H 0.9084 0.5908 0.9398 0.091 Uiso 1 1 calc R . .
H27C H 0.9734 0.5689 0.9538 0.091 Uiso 1 1 calc R . .
C28 C 0.8139(3) 0.3785(4) 0.7545(3) 0.0608(15) Uani 1 1 d . . .
H28A H 0.8540 0.3881 0.7682 0.091 Uiso 1 1 calc R . .
H28B H 0.7946 0.4284 0.7430 0.091 Uiso 1 1 calc R . .
H28C H 0.8079 0.3440 0.7154 0.091 Uiso 1 1 calc R . .
C29 C 0.7284(2) 0.3160(4) 0.7905(4) 0.075(2) Uani 1 1 d . . .
H29A H 0.7142 0.2930 0.8284 0.113 Uiso 1 1 calc R . .
H29B H 0.7252 0.2777 0.7542 0.113 Uiso 1 1 calc R . .
H29C H 0.7065 0.3627 0.7751 0.113 Uiso 1 1 calc R . .
C30 C 0.9236(5) 0.0544(4) 0.8030(5) 0.109(3) Uani 1 1 d . . .
H30A H 0.9556 0.0900 0.8122 0.163 Uiso 1 1 calc R . .
H30B H 0.9013 0.0667 0.7594 0.163 Uiso 1 1 calc R . .
H30C H 0.9370 0.0002 0.8030 0.163 Uiso 1 1 calc R . .
C31 C 0.8378(3) 0.0064(4) 0.8470(5) 0.084(2) Uani 1 1 d . . .
H31A H 0.8153 0.0143 0.8820 0.126 Uiso 1 1 calc R . .
H31B H 0.8519 -0.0475 0.8491 0.126 Uiso 1 1 calc R . .
H31C H 0.8147 0.0156 0.8032 0.126 Uiso 1 1 calc R . .
C32 C 1.0779(3) 0.2496(4) 0.8172(4) 0.080(2) Uani 1 1 d . . .
H32A H 1.0441 0.2175 0.8073 0.120 Uiso 1 1 calc R . .
H32B H 1.1107 0.2170 0.8150 0.120 Uiso 1 1 calc R . .
H32C H 1.0759 0.2920 0.7845 0.120 Uiso 1 1 calc R . .
C33 C 1.1377(3) 0.3306(5) 0.9083(4) 0.0708(17) Uani 1 1 d . . .
H33A H 1.1391 0.3524 0.9531 0.106 Uiso 1 1 calc R . .
H33B H 1.1393 0.3732 0.8765 0.106 Uiso 1 1 calc R . .
H33C H 1.1694 0.2954 0.9083 0.106 Uiso 1 1 calc R . .
B1 B 0.2292(3) 0.4073(4) 0.1503(4) 0.0590(16) Uani 1 1 d . . .
F1 F 0.1910(2) 0.3884(3) 0.1925(3) 0.1007(14) Uani 1 1 d . . .
F2 F 0.2019(2) 0.4153(4) 0.0846(2) 0.1139(18) Uani 1 1 d . . .
F3 F 0.26741(18) 0.3448(2) 0.1510(2) 0.0814(11) Uani 1 1 d . . .
F4 F 0.2575(3) 0.4746(3) 0.1708(3) 0.129(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'
N N 0.0061 0.0033 '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'
Cu Cu 0.3201 1.2651 '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
N3 Cu1 N5 85.43(16) . . ?
N3 Cu1 N4 88.44(16) . . ?
N5 Cu1 N4 84.62(15) . . ?
N3 Cu1 Se1 130.52(11) . . ?
N5 Cu1 Se1 128.71(10) . . ?
N4 Cu1 Se1 124.40(11) . . ?
C1 Se1 Cu1 104.62(13) . . ?
C1 N1 C3 110.3(4) . . ?
C1 N1 C2 122.8(5) . . ?
C3 N1 C2 126.9(5) . . ?
C1 N2 C4 110.3(4) . . ?
C1 N2 C5 123.3(4) . . ?
C4 N2 C5 126.5(4) . . ?
C7 N3 N8 106.3(4) . . ?
C7 N3 Cu1 137.3(3) . . ?
N8 N3 Cu1 116.4(3) . . ?
C17 N4 N7 105.2(4) . . ?
C17 N4 Cu1 137.6(4) . . ?
N7 N4 Cu1 114.2(3) . . ?
C12 N5 N6 104.8(3) . . ?
C12 N5 Cu1 138.0(3) . . ?
N6 N5 Cu1 115.7(3) . . ?
N5 N6 C14 112.3(4) . . ?
N5 N6 C21 118.9(3) . . ?
C14 N6 C21 128.8(4) . . ?
N4 N7 C19 111.7(4) . . ?
N4 N7 C21 118.9(4) . . ?
C19 N7 C21 128.1(4) . . ?
N3 N8 C9 111.5(4) . . ?
N3 N8 C21 118.5(4) . . ?
C9 N8 C21 127.9(4) . . ?
N1 C1 N2 104.9(4) . . ?
N1 C1 Se1 126.4(4) . . ?
N2 C1 Se1 128.4(4) . . ?
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 . . ?
C4 C3 N1 106.9(5) . . ?
C4 C3 H3A 126.6 . . ?
N1 C3 H3A 126.6 . . ?
C3 C4 N2 107.7(4) . . ?
C3 C4 H4A 126.2 . . ?
N2 C4 H4A 126.2 . . ?
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 . . ?
C7 C6 C32 111.0(5) . . ?
C7 C6 C33 112.2(5) . . ?
C32 C6 C33 111.6(5) . . ?
C7 C6 H6A 107.2 . . ?
C32 C6 H6A 107.2 . . ?
C33 C6 H6A 107.2 . . ?
N3 C7 C8 109.8(4) . . ?
N3 C7 C6 120.4(5) . . ?
C8 C7 C6 129.6(5) . . ?
C9 C8 C7 107.2(5) . . ?
C9 C8 H8A 126.4 . . ?
C7 C8 H8A 126.4 . . ?
C8 C9 N8 105.1(4) . . ?
C8 C9 C10 132.5(5) . . ?
N8 C9 C10 122.1(4) . . ?
C9 C10 C27 109.5(4) . . ?
C9 C10 C26 109.4(5) . . ?
C27 C10 C26 111.1(5) . . ?
C9 C10 H10A 108.9 . . ?
C27 C10 H10A 108.9 . . ?
C26 C10 H10A 108.9 . . ?
C31 C11 C30 111.4(7) . . ?
C31 C11 C12 112.2(5) . . ?
C30 C11 C12 110.4(5) . . ?
C31 C11 H11A 107.5 . . ?
C30 C11 H11A 107.5 . . ?
C12 C11 H11A 107.5 . . ?
N5 C12 C13 111.2(4) . . ?
N5 C12 C11 119.8(4) . . ?
C13 C12 C11 128.9(4) . . ?
C14 C13 C12 106.9(4) . . ?
C14 C13 H13A 126.5 . . ?
C12 C13 H13A 126.5 . . ?
C13 C14 N6 104.8(4) . . ?
C13 C14 C15 131.4(4) . . ?
N6 C14 C15 123.7(4) . . ?
C14 C15 C29 110.8(4) . . ?
C14 C15 C28 111.3(4) . . ?
C29 C15 C28 111.0(5) . . ?
C14 C15 H15A 107.9 . . ?
C29 C15 H15A 107.9 . . ?
C28 C15 H15A 107.9 . . ?
C17 C16 C23 112.3(5) . . ?
C17 C16 C22 110.4(4) . . ?
C23 C16 C22 109.9(6) . . ?
C17 C16 H16A 108.0 . . ?
C23 C16 H16A 108.0 . . ?
C22 C16 H16A 108.0 . . ?
N4 C17 C18 110.3(5) . . ?
N4 C17 C16 121.2(5) . . ?
C18 C17 C16 128.4(5) . . ?
C19 C18 C17 107.0(5) . . ?
C19 C18 H18A 126.5 . . ?
C17 C18 H18A 126.5 . . ?
C18 C19 N7 105.7(5) . . ?
C18 C19 C20 130.1(5) . . ?
N7 C19 C20 124.2(5) . . ?
C19 C20 C24 109.4(7) . . ?
C19 C20 C25 110.1(5) . . ?
C24 C20 C25 108.9(7) . . ?
C19 C20 H20A 109.5 . . ?
C24 C20 H20A 109.5 . . ?
C25 C20 H20A 109.5 . . ?
N8 C21 N7 112.2(4) . . ?
N8 C21 N6 111.8(4) . . ?
N7 C21 N6 111.2(4) . . ?
N8 C21 H21A 107.1 . . ?
N7 C21 H21A 107.1 . . ?
N6 C21 H21A 107.1 . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C16 C23 H23A 109.5 . . ?
C16 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C16 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C20 C24 H24A 109.5 . . ?
C20 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C20 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C10 C26 H26A 109.5 . . ?
C10 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C10 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C10 C27 H27A 109.5 . . ?
C10 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C10 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C15 C28 H28A 109.5 . . ?
C15 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C15 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C15 C29 H29A 109.5 . . ?
C15 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C15 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C11 C30 H30A 109.5 . . ?
C11 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C11 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C11 C31 H31A 109.5 . . ?
C11 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C11 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C6 C32 H32A 109.5 . . ?
C6 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C6 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C6 C33 H33A 109.5 . . ?
C6 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C6 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
F4 B1 F2 110.0(7) . . ?
F4 B1 F1 111.0(6) . . ?
F2 B1 F1 110.6(6) . . ?
F4 B1 F3 109.7(6) . . ?
F2 B1 F3 106.7(6) . . ?
F1 B1 F3 108.8(6) . . ?
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 N3 2.058(4) . ?
Cu1 N5 2.095(4) . ?
Cu1 N4 2.189(4) . ?
Cu1 Se1 2.3126(8) . ?
Se1 C1 1.858(5) . ?
N1 C1 1.352(7) . ?
N1 C3 1.389(7) . ?
N1 C2 1.454(7) . ?
N2 C1 1.363(6) . ?
N2 C4 1.372(6) . ?
N2 C5 1.456(7) . ?
N3 C7 1.315(7) . ?
N3 N8 1.379(5) . ?
N4 C17 1.327(7) . ?
N4 N7 1.370(5) . ?
N5 C12 1.325(6) . ?
N5 N6 1.376(5) . ?
N6 C14 1.382(6) . ?
N6 C21 1.451(6) . ?
N7 C19 1.373(7) . ?
N7 C21 1.446(7) . ?
N8 C9 1.388(6) . ?
N8 C21 1.437(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C4 1.334(8) . ?
C3 H3A 0.9300 . ?
C4 H4A 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.488(7) . ?
C6 C32 1.511(10) . ?
C6 C33 1.513(9) . ?
C6 H6A 0.9800 . ?
C7 C8 1.435(7) . ?
C8 C9 1.370(7) . ?
C8 H8A 0.9300 . ?
C9 C10 1.497(6) . ?
C10 C27 1.513(8) . ?
C10 C26 1.534(8) . ?
C10 H10A 0.9800 . ?
C11 C31 1.508(8) . ?
C11 C30 1.510(10) . ?
C11 C12 1.513(6) . ?
C11 H11A 0.9800 . ?
C12 C13 1.409(6) . ?
C13 C14 1.378(7) . ?
C13 H13A 0.9300 . ?
C14 C15 1.488(6) . ?
C15 C29 1.518(7) . ?
C15 C28 1.522(8) . ?
C15 H15A 0.9800 . ?
C16 C17 1.498(8) . ?
C16 C23 1.526(9) . ?
C16 C22 1.540(9) . ?
C16 H16A 0.9800 . ?
C17 C18 1.411(7) . ?
C18 C19 1.358(8) . ?
C18 H18A 0.9300 . ?
C19 C20 1.503(8) . ?
C20 C24 1.516(11) . ?
C20 C25 1.517(11) . ?
C20 H20A 0.9800 . ?
C21 H21A 0.9800 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
B1 F4 1.339(8) . ?
B1 F2 1.365(8) . ?
B1 F1 1.379(9) . ?
B1 F3 1.385(7) . ?
