#------------------------------------------------------------------------------
#$Date: 2016-03-25 12:42:55 +0100 (vie 25 de mar de 2016) $
#$Revision: 179859 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/55/7015576.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_7015576
loop_
_publ_author_name
'Cooper, Christine J.'
'Jones, Matthew D.'
'Brayshaw, Simon K.'
'Sonnex, Benjamin'
'Russell, Mark L.'
'Mahon, Mary F.'
'Allan, David R.'
_publ_section_title
;
 When is an imine not an imine? Unusual reactivity of a series of
 Cu(II) imine-pyridine complexes and their exploitation for the Henry
 reaction.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3677
_journal_page_last               3682
_journal_paper_doi               10.1039/c0dt01740j
_journal_volume                  40
_journal_year                    2011
_chemical_absolute_configuration ad
_chemical_formula_sum            'C23 H28 Cu F6 N4 O7 S2'
_chemical_formula_weight         714.15
_chemical_name_systematic
;
?
;
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                99.918(2)
_cell_angle_beta                 105.773(2)
_cell_angle_gamma                96.2200(10)
_cell_formula_units_Z            2
_cell_length_a                   9.6290(3)
_cell_length_b                   11.7880(5)
_cell_length_c                   13.8240(5)
_cell_measurement_reflns_used    34028
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.51
_cell_volume                     1467.40(10)
_computing_cell_refinement       'HKL Scalepack (Otwinski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo & Scalepack (Otwinski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
;
SIR97- Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C. ,
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
(1999) J. Appl. Cryst. 32, 115-119.
;
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'nonius kappa ccd'
_diffrn_measurement_method       ccd
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_sigmaI/netI    0.0452
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29086
_diffrn_reflns_theta_full        27.55
_diffrn_reflns_theta_max         27.55
_diffrn_reflns_theta_min         3.56
_exptl_absorpt_coefficient_mu    0.973
_exptl_absorpt_correction_T_max  0.8291
_exptl_absorpt_correction_T_min  0.8291
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             730
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.521
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.004(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     805
_refine_ls_number_reflns         12630
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0341
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0331P)²+0.5954P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0774
_refine_ls_wR_factor_ref         0.0830
_reflns_number_gt                11009
_reflns_number_total             12630
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0dt01740j.txt
_cod_data_source_block           3
_cod_original_cell_volume        1467.40(9)
_cod_original_sg_symbol_H-M      P1
_cod_database_code               7015576
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
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 -0.40569(3) 0.31174(3) 1.41573(2) 0.02341(11) Uani 1 1 d . . .
S1 S -0.48532(12) -0.00272(9) 1.57956(7) 0.0276(2) Uani 1 1 d . . .
F1 F -0.5439(3) -0.0590(3) 1.74087(17) 0.0374(6) Uani 1 1 d . . .
O1 O -0.4591(4) 0.3134(3) 1.5618(2) 0.0370(8) Uani 1 1 d . . .
N1 N -0.6078(4) 0.2264(3) 1.3282(2) 0.0261(8) Uani 1 1 d . . .
C1 C -0.7330(5) 0.2669(4) 1.3022(3) 0.0324(10) Uani 1 1 d . . .
H1 H -0.7339 0.3477 1.3235 0.039 Uiso 1 1 calc R . .
Cu2 Cu 0.12233(3) 0.20598(3) 0.97822(2) 0.02315(11) Uani 1 1 d . . .
S2 S -0.34056(11) 0.00116(10) 1.08488(7) 0.0298(2) Uani 1 1 d . . .
F2 F -0.5561(3) -0.2053(2) 1.62082(18) 0.0382(6) Uani 1 1 d . . .
O2 O 0.1821(4) 0.2019(3) 0.8338(2) 0.0305(7) Uani 1 1 d . . .
N2 N -0.3804(4) 0.4891(3) 1.4376(2) 0.0221(7) Uani 1 1 d . . .
C2 C -0.8629(5) 0.1940(5) 1.2445(3) 0.0362(11) Uani 1 1 d . . .
H2 H -0.9504 0.2255 1.2238 0.043 Uiso 1 1 calc R . .
S3 S 0.04980(12) 0.51351(10) 1.29496(8) 0.0309(2) Uani 1 1 d . . .
F3 F -0.7283(3) -0.1005(3) 1.6044(2) 0.0449(7) Uani 1 1 d . . .
O3 O -0.3336(4) -0.0016(3) 1.6324(2) 0.0374(8) Uani 1 1 d . . .
N3 N -0.1974(4) 0.3489(3) 1.4863(2) 0.0230(7) Uani 1 1 d . . .
C3 C -0.8639(5) 0.0777(5) 1.2180(3) 0.0358(11) Uani 1 1 d . . .
H3 H -0.9532 0.0276 1.1797 0.043 Uiso 1 1 calc R . .
S4 S 0.20533(12) 0.52114(9) 0.80609(7) 0.0273(2) Uani 1 1 d . . .
F4 F -0.2601(4) -0.1682(3) 1.1760(2) 0.0604(9) Uani 1 1 d . . .
O4 O -0.5333(4) -0.0590(3) 1.4726(2) 0.0416(8) Uani 1 1 d . . .
N4 N -0.3565(4) 0.1564(3) 1.3796(2) 0.0260(7) Uani 1 1 d . . .
C4 C -0.7350(5) 0.0301(4) 1.2464(3) 0.0278(9) Uani 1 1 d . . .
F5 F -0.1656(4) -0.1483(3) 1.0548(2) 0.0536(8) Uani 1 1 d . . .
O5 O -0.5352(4) 0.1076(3) 1.6033(2) 0.0419(8) Uani 1 1 d . . .
N5 N 0.1012(4) 0.0311(3) 0.9524(2) 0.0250(8) Uani 1 1 d . . .
C5 C -0.6079(5) 0.1101(4) 1.3006(3) 0.0255(9) Uani 1 1 d . . .
F6 F -0.3911(4) -0.2255(3) 1.0183(3) 0.0682(10) Uani 1 1 d . . .
O6 O -0.4653(4) -0.0082(3) 1.1233(2) 0.0402(8) Uani 1 1 d . . .
N6 N -0.0910(4) 0.1676(3) 0.9244(2) 0.0247(7) Uani 1 1 d . . .
C6 C -0.4620(5) 0.0750(4) 1.3316(3) 0.0245(9) Uani 1 1 d . . .
H6 H -0.444(3) -0.002(3) 1.309(2) 0.008(7) Uiso 1 1 d . . .
F7 F -0.1202(3) 0.6697(3) 1.3177(2) 0.0505(7) Uani 1 1 d . . .
O7 O -0.2133(4) 0.0777(3) 1.1543(3) 0.0560(10) Uani 1 1 d . . .
N7 N 0.0790(4) 0.3640(3) 0.9918(2) 0.0230(7) Uani 1 1 d . . .
C7 C -0.7330(5) -0.0990(4) 1.2203(3) 0.0339(10) Uani 1 1 d . . .
H7A H -0.7085 -0.1289 1.2837 0.051 Uiso 1 1 calc R . .
H7B H -0.6595 -0.1129 1.1845 0.051 Uiso 1 1 calc R . .
H7C H -0.8295 -0.1390 1.1758 0.051 Uiso 1 1 calc R . .
F8 F 0.1084(4) 0.7415(3) 1.3594(2) 0.0571(9) Uani 1 1 d . . .
O8 O -0.3758(4) 0.0114(4) 0.9799(2) 0.0544(10) Uani 1 1 d . . .
N8 N 0.3209(4) 0.2941(3) 1.0709(2) 0.0256(8) Uani 1 1 d . . .
C8 C -0.2003(3) 0.1496(3) 1.4087(2) 0.0248(6) Uani 1 1 d . . .
H8 H -0.1618 0.1698 1.3525 0.030 Uiso 1 1 calc R . .
F9 F -0.0142(3) 0.6841(2) 1.20037(19) 0.0461(7) Uani 1 1 d . . .
O9 O 0.0729(4) 0.5043(4) 1.3999(3) 0.0564(10) Uani 1 1 d . . .
C9 C -0.1578(5) 0.0328(4) 1.4267(3) 0.0307(10) Uani 1 1 d . . .
H9A H -0.2036 -0.0283 1.3636 0.037 Uiso 1 1 calc R . .
H9B H -0.1926 0.0104 1.4829 0.037 Uiso 1 1 calc R . .
F10 F 0.2759(3) 0.7211(2) 0.75891(18) 0.0379(6) Uani 1 1 d . . .
O10 O -0.0755(4) 0.4392(3) 1.2215(3) 0.0509(9) Uani 1 1 d . . .
C10 C 0.0093(4) 0.0435(3) 1.4553(3) 0.0342(8) Uani 1 1 d . . .
H10A H 0.0381 -0.0306 1.4721 0.041 Uiso 1 1 calc R . .
H10B H 0.0418 0.0565 1.3955 0.041 Uiso 1 1 calc R . .
F11 F 0.4463(3) 0.6155(3) 0.77719(19) 0.0429(7) Uani 1 1 d . . .
O11 O 0.1797(4) 0.5187(3) 1.2621(2) 0.0417(8) Uani 1 1 d . . .
C11 C 0.0856(4) 0.1439(4) 1.5472(3) 0.0390(9) Uani 1 1 d . . .
H11A H 0.1927 0.1508 1.5598 0.047 Uiso 1 1 calc R . .
H11B H 0.0633 0.1254 1.6091 0.047 Uiso 1 1 calc R . .
F12 F 0.2609(3) 0.5703(2) 0.64113(17) 0.0361(6) Uani 1 1 d . . .
O12 O 0.2533(4) 0.4098(3) 0.7837(2) 0.0357(7) Uani 1 1 d . . .
C12 C 0.0390(5) 0.2611(4) 1.5310(3) 0.0316(10) Uani 1 1 d . . .
H12A H 0.0707 0.2853 1.4742 0.038 Uiso 1 1 calc R . .
H12B H 0.0846 0.3220 1.5943 0.038 Uiso 1 1 calc R . .
O13 O 0.2566(4) 0.5808(3) 0.9121(2) 0.0418(9) Uani 1 1 d . . .
C13 C -0.1392(5) 0.4566(4) 1.5147(3) 0.0237(8) Uani 1 1 d . . .
H13 H -0.038(5) 0.486(4) 1.556(3) 0.033(11) Uiso 1 1 d . . .
O14 O 0.0540(3) 0.5223(3) 0.7553(2) 0.0349(7) Uani 1 1 d . . .
C14 C -0.1282(3) 0.2456(3) 1.5047(2) 0.0257(6) Uani 1 1 d . . .
H14 H -0.1554 0.2199 1.5634 0.031 Uiso 1 1 calc R . .
C15 C -0.2401(5) 0.5393(4) 1.4907(3) 0.0241(9) Uani 1 1 d . . .
C16 C -0.1974(5) 0.6612(4) 1.5210(3) 0.0270(9) Uani 1 1 d . . .
C17 C -0.3059(5) 0.7283(4) 1.4951(3) 0.0292(9) Uani 1 1 d . . .
H17 H -0.2825 0.8109 1.5155 0.035 Uiso 1 1 calc R . .
C18 C -0.4478(5) 0.6767(4) 1.4401(3) 0.0322(10) Uani 1 1 d . . .
H18 H -0.5207 0.7237 1.4212 0.039 Uiso 1 1 calc R . .
C19 C -0.4831(5) 0.5564(4) 1.4128(3) 0.0284(9) Uani 1 1 d . . .
H19 H -0.5811 0.5210 1.3762 0.034 Uiso 1 1 calc R . .
C20 C -0.0448(5) 0.7156(4) 1.5806(3) 0.0364(10) Uani 1 1 d . . .
H20A H -0.0227 0.6993 1.6498 0.055 Uiso 1 1 calc R . .
H20B H -0.0338 0.8002 1.5854 0.055 Uiso 1 1 calc R . .
H20C H 0.0228 0.6833 1.5459 0.055 Uiso 1 1 calc R . .
C21 C -0.5521(6) 0.3883(5) 1.5939(4) 0.0455(13) Uani 1 1 d . . .
H21A H -0.4947 0.4655 1.6288 0.068 Uiso 1 1 calc R . .
H21B H -0.5958 0.3552 1.6412 0.068 Uiso 1 1 calc R . .
H21C H -0.6297 0.3958 1.5337 0.068 Uiso 1 1 calc R . .
C22 C 0.2023(5) -0.0364(4) 0.9724(3) 0.0306(10) Uani 1 1 d . . .
H22 H 0.2991 -0.0006 1.0118 0.037 Uiso 1 1 calc R . .
C23 C 0.1739(5) -0.1574(4) 0.9384(3) 0.0295(9) Uani 1 1 d . . .
H23 H 0.2492 -0.2029 0.9550 0.035 Uiso 1 1 calc R . .
C24 C 0.0351(5) -0.2090(4) 0.8807(3) 0.0311(9) Uani 1 1 d . . .
H24 H 0.0136 -0.2912 0.8559 0.037 Uiso 1 1 calc R . .
C25 C -0.0770(5) -0.1399(4) 0.8578(3) 0.0265(9) Uani 1 1 d . . .
C26 C -0.0378(5) -0.0213(4) 0.8959(3) 0.0230(9) Uani 1 1 d . . .
C27 C -0.2324(6) -0.1955(5) 0.7950(4) 0.0393(11) Uani 1 1 d . . .
H27A H -0.2970 -0.1877 0.8389 0.059 Uiso 1 1 calc R . .
H27B H -0.2350 -0.2784 0.7678 0.059 Uiso 1 1 calc R . .
H27C H -0.2657 -0.1563 0.7379 0.059 Uiso 1 1 calc R . .
C28 C -0.1440(5) 0.0622(4) 0.8830(3) 0.0247(9) Uani 1 1 d . . .
H28 H -0.240(5) 0.038(4) 0.852(3) 0.019(10) Uiso 1 1 d . . .
C29 C -0.1699(3) 0.2673(3) 0.9357(2) 0.0253(6) Uani 1 1 d . . .
H29 H -0.1819 0.2795 1.0061 0.030 Uiso 1 1 calc R . .
C30 C -0.3197(5) 0.2566(4) 0.8603(3) 0.0331(10) Uani 1 1 d . . .
H30A H -0.3849 0.1880 0.8648 0.040 Uiso 1 1 calc R . .
H30B H -0.3125 0.2459 0.7893 0.040 Uiso 1 1 calc R . .
C31 C -0.3822(4) 0.3686(3) 0.8866(3) 0.0376(8) Uani 1 1 d . . .
H31A H -0.4782 0.3643 0.8354 0.045 Uiso 1 1 calc R . .
H31B H -0.3979 0.3743 0.9550 0.045 Uiso 1 1 calc R . .
C32 C -0.2805(4) 0.4775(3) 0.8874(3) 0.0394(8) Uani 1 1 d . . .
H32A H -0.3223 0.5475 0.9082 0.047 Uiso 1 1 calc R . .
H32B H -0.2734 0.4759 0.8171 0.047 Uiso 1 1 calc R . .
C33 C -0.1265(5) 0.4859(4) 0.9617(3) 0.0327(10) Uani 1 1 d . . .
H33A H -0.0610 0.5543 0.9571 0.039 Uiso 1 1 calc R . .
H33B H -0.1308 0.4955 1.0333 0.039 Uiso 1 1 calc R . .
C34 C -0.0684(3) 0.3742(3) 0.9317(2) 0.0250(6) Uani 1 1 d . . .
H34 H -0.0681 0.3674 0.8586 0.030 Uiso 1 1 calc R . .
C35 C 0.1803(5) 0.4471(4) 1.0495(3) 0.0244(9) Uani 1 1 d . . .
H35 H 0.175(4) 0.532(3) 1.056(2) 0.021(9) Uiso 1 1 d . . .
C36 C 0.3221(5) 0.4117(4) 1.0922(3) 0.0245(9) Uani 1 1 d . . .
C37 C 0.4490(5) 0.4915(4) 1.1464(3) 0.0286(10) Uani 1 1 d . . .
C38 C 0.5778(5) 0.4471(4) 1.1789(3) 0.0323(10) Uani 1 1 d . . .
H38 H 0.6663 0.4988 1.2161 0.039 Uiso 1 1 calc R . .
C39 C 0.5781(5) 0.3272(4) 1.1573(3) 0.0329(10) Uani 1 1 d . . .
H39 H 0.6663 0.2967 1.1784 0.039 Uiso 1 1 calc R . .
C40 C 0.4471(5) 0.2529(4) 1.1041(3) 0.0300(9) Uani 1 1 d . . .
H40 H 0.4463 0.1710 1.0908 0.036 Uiso 1 1 calc R . .
C41 C 0.4451(6) 0.6210(4) 1.1662(3) 0.0356(11) Uani 1 1 d . . .
H41A H 0.4133 0.6454 1.1005 0.053 Uiso 1 1 calc R . .
H41B H 0.5430 0.6635 1.2054 0.053 Uiso 1 1 calc R . .
H41C H 0.3765 0.6380 1.2056 0.053 Uiso 1 1 calc R . .
C42 C 0.2805(5) 0.1302(4) 0.8069(3) 0.0326(10) Uani 1 1 d . . .
H42A H 0.3683 0.1405 0.8657 0.049 Uiso 1 1 calc R . .
H42B H 0.3079 0.1521 0.7485 0.049 Uiso 1 1 calc R . .
H42C H 0.2332 0.0483 0.7878 0.049 Uiso 1 1 calc R . .
C43 C -0.5839(5) -0.0969(4) 1.6391(3) 0.0300(9) Uani 1 1 d . . .
C44 C -0.2877(6) -0.1420(5) 1.0839(3) 0.0388(11) Uani 1 1 d . . .
C45 C 0.0039(5) 0.6604(4) 1.2938(3) 0.0364(11) Uani 1 1 d . . .
C46 C 0.3026(5) 0.6115(4) 0.7423(3) 0.0258(9) Uani 1 1 d . . .
H1A H -0.482(4) 0.228(3) 1.577(3) 0.035(11) Uiso 1 1 d . . .
H2A H 0.192(5) 0.254(4) 0.824(3) 0.023(11) Uiso 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'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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'
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 N4 82.01(15) . . ?
N3 Cu1 N1 163.11(15) . . ?
N4 Cu1 N1 81.15(15) . . ?
N3 Cu1 N2 80.83(14) . . ?
N4 Cu1 N2 156.39(13) . . ?
N1 Cu1 N2 114.90(14) . . ?
N3 Cu1 O1 92.05(13) . . ?
N4 Cu1 O1 104.48(13) . . ?
N1 Cu1 O1 93.34(13) . . ?
N2 Cu1 O1 92.25(12) . . ?
O4 S1 O3 115.5(2) . . ?
O4 S1 O5 115.0(2) . . ?
O3 S1 O5 113.9(2) . . ?
O4 S1 C43 104.0(2) . . ?
O3 S1 C43 103.7(2) . . ?
O5 S1 C43 102.5(2) . . ?
C21 O1 Cu1 122.0(3) . . ?
C21 O1 H1A 111(2) . . ?
Cu1 O1 H1A 114(2) . . ?
C1 N1 C5 119.0(4) . . ?
C1 N1 Cu1 129.7(3) . . ?
C5 N1 Cu1 111.2(3) . . ?
N1 C1 C2 121.7(5) . . ?
N1 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
N7 Cu2 N6 81.79(14) . . ?
N7 Cu2 N5 162.69(14) . . ?
N6 Cu2 N5 81.00(15) . . ?
N7 Cu2 N8 80.67(15) . . ?
N6 Cu2 N8 157.71(14) . . ?
N5 Cu2 N8 115.48(15) . . ?
N7 Cu2 O2 95.84(12) . . ?
N6 Cu2 O2 100.86(13) . . ?
N5 Cu2 O2 89.30(12) . . ?
N8 Cu2 O2 94.52(13) . . ?
O8 S2 O7 116.3(3) . . ?
O8 S2 O6 113.7(2) . . ?
O7 S2 O6 114.5(2) . . ?
O8 S2 C44 104.5(2) . . ?
O7 S2 C44 103.0(3) . . ?
O6 S2 C44 102.6(2) . . ?
C42 O2 Cu2 122.0(3) . . ?
C42 O2 H2A 113(4) . . ?
Cu2 O2 H2A 112(4) . . ?
C19 N2 C15 120.0(4) . . ?
C19 N2 Cu1 128.5(3) . . ?
C15 N2 Cu1 111.4(3) . . ?
C3 C2 C1 119.5(5) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
O9 S3 O10 116.1(2) . . ?
O9 S3 O11 114.8(2) . . ?
O10 S3 O11 113.9(2) . . ?
O9 S3 C45 103.5(2) . . ?
O10 S3 C45 103.4(2) . . ?
O11 S3 C45 102.8(2) . . ?
C13 N3 C14 128.4(3) . . ?
C13 N3 Cu1 117.8(3) . . ?
C14 N3 Cu1 113.7(2) . . ?
C2 C3 C4 121.0(4) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
O13 S4 O14 115.0(2) . . ?
O13 S4 O12 115.2(2) . . ?
O14 S4 O12 114.8(2) . . ?
O13 S4 C46 103.77(19) . . ?
O14 S4 C46 103.28(19) . . ?
O12 S4 C46 102.34(19) . . ?
C6 N4 C8 127.7(4) . . ?
C6 N4 Cu1 116.7(3) . . ?
C8 N4 Cu1 115.5(2) . . ?
C5 C4 C3 115.9(4) . . ?
C5 C4 C7 121.8(4) . . ?
C3 C4 C7 122.3(4) . . ?
C22 N5 C26 117.9(4) . . ?
C22 N5 Cu2 129.8(3) . . ?
C26 N5 Cu2 111.9(3) . . ?
N1 C5 C4 122.9(4) . . ?
N1 C5 C6 114.4(4) . . ?
C4 C5 C6 122.7(4) . . ?
C28 N6 C29 128.0(4) . . ?
C28 N6 Cu2 116.7(3) . . ?
C29 N6 Cu2 115.3(2) . . ?
N4 C6 C5 116.0(4) . . ?
N4 C6 H6 120.3(18) . . ?
C5 C6 H6 123.1(18) . . ?
C35 N7 C34 127.2(3) . . ?
C35 N7 Cu2 118.0(3) . . ?
C34 N7 Cu2 114.8(2) . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C40 N8 C36 118.8(4) . . ?
C40 N8 Cu2 129.1(3) . . ?
C36 N8 Cu2 111.9(3) . . ?
N4 C8 C9 116.9(3) . . ?
N4 C8 C14 106.4(2) . . ?
C9 C8 C14 110.7(3) . . ?
N4 C8 H8 107.5 . . ?
C9 C8 H8 107.5 . . ?
C14 C8 H8 107.5 . . ?
C8 C9 C10 108.9(3) . . ?
C8 C9 H9A 109.9 . . ?
C10 C9 H9A 109.9 . . ?
C8 C9 H9B 109.9 . . ?
C10 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
C11 C10 C9 111.9(3) . . ?
C11 C10 H10A 109.2 . . ?
C9 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C10 C11 C12 112.9(3) . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11A 109.0 . . ?
C10 C11 H11B 109.0 . . ?
C12 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C11 C12 C14 107.9(3) . . ?
C11 C12 H12A 110.1 . . ?
C14 C12 H12A 110.1 . . ?
C11 C12 H12B 110.1 . . ?
C14 C12 H12B 110.1 . . ?
H12A C12 H12B 108.4 . . ?
N3 C13 C15 115.2(4) . . ?
N3 C13 H13 125(3) . . ?
C15 C13 H13 119(3) . . ?
N3 C14 C8 106.1(3) . . ?
N3 C14 C12 117.1(3) . . ?
C8 C14 C12 110.8(3) . . ?
N3 C14 H14 107.5 . . ?
C8 C14 H14 107.5 . . ?
C12 C14 H14 107.5 . . ?
N2 C15 C16 122.0(4) . . ?
N2 C15 C13 114.7(4) . . ?
C16 C15 C13 123.2(4) . . ?
C17 C16 C15 116.7(4) . . ?
C17 C16 C20 121.4(4) . . ?
C15 C16 C20 121.9(4) . . ?
C18 C17 C16 120.9(4) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 119.7(5) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
N2 C19 C18 120.7(4) . . ?
N2 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C16 C20 H20A 109.5 . . ?
C16 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C16 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O1 C21 H21A 109.5 . . ?
O1 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O1 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N5 C22 C23 123.3(4) . . ?
N5 C22 H22 118.4 . . ?
C23 C22 H22 118.4 . . ?
C24 C23 C22 118.5(4) . . ?
C24 C23 H23 120.7 . . ?
C22 C23 H23 120.7 . . ?
C23 C24 C25 120.1(4) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 116.8(4) . . ?
C26 C25 C27 122.1(4) . . ?
C24 C25 C27 121.0(4) . . ?
N5 C26 C25 123.4(4) . . ?
N5 C26 C28 113.3(4) . . ?
C25 C26 C28 123.3(4) . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N6 C28 C26 115.4(4) . . ?
N6 C28 H28 122(3) . . ?
C26 C28 H28 122(3) . . ?
N6 C29 C30 117.2(3) . . ?
N6 C29 C34 106.3(2) . . ?
C30 C29 C34 110.8(3) . . ?
N6 C29 H29 107.3 . . ?
C30 C29 H29 107.3 . . ?
C34 C29 H29 107.3 . . ?
C29 C30 C31 108.5(3) . . ?
C29 C30 H30A 110.0 . . ?
C31 C30 H30A 110.0 . . ?
C29 C30 H30B 110.0 . . ?
C31 C30 H30B 110.0 . . ?
H30A C30 H30B 108.4 . . ?
C32 C31 C30 111.9(3) . . ?
C32 C31 H31A 109.2 . . ?
C30 C31 H31A 109.2 . . ?
C32 C31 H31B 109.2 . . ?
C30 C31 H31B 109.2 . . ?
H31A C31 H31B 107.9 . . ?
C31 C32 C33 111.8(3) . . ?
C31 C32 H32A 109.3 . . ?
C33 C32 H32A 109.3 . . ?
C31 C32 H32B 109.3 . . ?
C33 C32 H32B 109.3 . . ?
H32A C32 H32B 107.9 . . ?
C34 C33 C32 108.1(3) . . ?
C34 C33 H33A 110.1 . . ?
C32 C33 H33A 110.1 . . ?
C34 C33 H33B 110.1 . . ?
C32 C33 H33B 110.1 . . ?
H33A C33 H33B 108.4 . . ?
N7 C34 C33 117.5(3) . . ?
N7 C34 C29 106.3(3) . . ?
C33 C34 C29 110.9(3) . . ?
N7 C34 H34 107.2 . . ?
C33 C34 H34 107.2 . . ?
C29 C34 H34 107.2 . . ?
N7 C35 C36 115.0(4) . . ?
N7 C35 H35 125(2) . . ?
C36 C35 H35 119(2) . . ?
N8 C36 C37 122.7(4) . . ?
N8 C36 C35 114.3(4) . . ?
C37 C36 C35 123.0(4) . . ?
C38 C37 C36 117.4(5) . . ?
C38 C37 C41 122.0(4) . . ?
C36 C37 C41 120.6(4) . . ?
C37 C38 C39 120.5(4) . . ?
C37 C38 H38 119.8 . . ?
C39 C38 H38 119.8 . . ?
C40 C39 C38 118.8(5) . . ?
C40 C39 H39 120.6 . . ?
C38 C39 H39 120.6 . . ?
N8 C40 C39 121.8(4) . . ?
N8 C40 H40 119.1 . . ?
C39 C40 H40 119.1 . . ?
C37 C41 H41A 109.5 . . ?
C37 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C37 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O2 C42 H42A 109.5 . . ?
O2 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
O2 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
F2 C43 F1 107.4(3) . . ?
F2 C43 F3 108.3(4) . . ?
F1 C43 F3 107.3(3) . . ?
F2 C43 S1 110.9(3) . . ?
F1 C43 S1 111.0(3) . . ?
F3 C43 S1 111.8(3) . . ?
F4 C44 F6 107.9(4) . . ?
F4 C44 F5 106.9(4) . . ?
F6 C44 F5 106.6(4) . . ?
F4 C44 S2 112.0(3) . . ?
F6 C44 S2 111.8(4) . . ?
F5 C44 S2 111.4(3) . . ?
F8 C45 F7 108.3(4) . . ?
F8 C45 F9 107.4(4) . . ?
F7 C45 F9 107.7(4) . . ?
F8 C45 S3 111.8(4) . . ?
F7 C45 S3 111.1(3) . . ?
F9 C45 S3 110.4(3) . . ?
F11 C46 F12 108.0(3) . . ?
F11 C46 F10 107.7(3) . . ?
F12 C46 F10 107.8(3) . . ?
F11 C46 S4 111.4(3) . . ?
F12 C46 S4 111.1(3) . . ?
F10 C46 S4 110.7(3) . . ?
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 1.941(3) . ?
Cu1 N4 1.957(4) . ?
Cu1 N1 2.035(4) . ?
Cu1 N2 2.038(4) . ?
Cu1 O1 2.213(3) . ?
S1 O4 1.437(3) . ?
S1 O3 1.442(4) . ?
S1 O5 1.450(3) . ?
S1 C43 1.822(4) . ?
F1 C43 1.334(4) . ?
O1 C21 1.425(6) . ?
O1 H1A 1.07(4) . ?
N1 C1 1.326(6) . ?
N1 C5 1.359(6) . ?
C1 C2 1.388(7) . ?
C1 H1 0.9500 . ?
Cu2 N7 1.942(3) . ?
Cu2 N6 1.957(3) . ?
Cu2 N5 2.009(4) . ?
Cu2 N8 2.039(4) . ?
Cu2 O2 2.218(3) . ?
S2 O8 1.428(3) . ?
S2 O7 1.435(4) . ?
S2 O6 1.441(3) . ?
S2 C44 1.814(6) . ?
F2 C43 1.330(5) . ?
O2 C42 1.417(5) . ?
O2 H2A 0.65(4) . ?
N2 C19 1.343(6) . ?
N2 C15 1.361(5) . ?
C2 C3 1.356(7) . ?
C2 H2 0.9500 . ?
S3 O9 1.431(3) . ?
S3 O10 1.432(4) . ?
S3 O11 1.441(3) . ?
S3 C45 1.834(5) . ?
F3 C43 1.335(5) . ?
N3 C13 1.278(5) . ?
N3 C14 1.477(4) . ?
C3 C4 1.404(7) . ?
C3 H3 0.9500 . ?
S4 O13 1.437(3) . ?
S4 O14 1.438(3) . ?
S4 O12 1.450(3) . ?
S4 C46 1.829(4) . ?
F4 C44 1.325(5) . ?
N4 C6 1.263(5) . ?
N4 C8 1.463(4) . ?
C4 C5 1.399(6) . ?
C4 C7 1.505(7) . ?
F5 C44 1.348(6) . ?
N5 C22 1.325(6) . ?
N5 C26 1.367(5) . ?
C5 C6 1.479(6) . ?
F6 C44 1.331(6) . ?
N6 C28 1.261(5) . ?
N6 C29 1.476(4) . ?
C6 H6 0.96(3) . ?
F7 C45 1.334(6) . ?
N7 C35 1.283(5) . ?
N7 C34 1.467(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
F8 C45 1.321(5) . ?
N8 C40 1.351(6) . ?
N8 C36 1.365(6) . ?
C8 C9 1.519(5) . ?
C8 C14 1.528(4) . ?
C8 H8 1.0000 . ?
F9 C45 1.338(5) . ?
C9 C10 1.534(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
F10 C46 1.338(5) . ?
C10 C11 1.530(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
F11 C46 1.329(5) . ?
C11 C12 1.532(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
F12 C46 1.332(4) . ?
C12 C14 1.534(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C15 1.465(6) . ?
C13 H13 0.97(5) . ?
C14 H14 1.0000 . ?
C15 C16 1.407(6) . ?
C16 C17 1.385(7) . ?
C16 C20 1.485(6) . ?
C17 C18 1.382(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.382(6) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.394(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.367(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.423(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.378(6) . ?
C25 C27 1.520(6) . ?
C26 C28 1.492(6) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28 0.90(4) . ?
C29 C30 1.510(5) . ?
C29 C34 1.528(4) . ?
C29 H29 1.0000 . ?
C30 C31 1.537(6) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.524(5) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.539(6) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.522(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34 1.0000 . ?
C35 C36 1.470(6) . ?
C35 H35 1.00(4) . ?
C36 C37 1.397(6) . ?
C37 C38 1.390(7) . ?
C37 C41 1.509(7) . ?
C38 C39 1.394(7) . ?
C38 H38 0.9500 . ?
C39 C40 1.390(6) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
