#------------------------------------------------------------------------------
#$Date: 2016-03-22 10:33:38 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178875 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/04/4110466.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_4110466
loop_
_publ_author_name
'Nermeen W. Aboelella'
'Benjamin F. Gherman'
'Lyndal M. R. Hill'
'John T. York'
'Nicole Holm'
'Victor G. Young'
'Christopher J. Cramer'
'William B. Tolman'
_publ_section_title
;
 Effects of Thioether Substituents on the O2 Reactivity of
 β-Diketiminate-Cu(I) Complexes: Probing the Role of the Methionine
 Ligand in Copper Monooxygenases
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3445
_journal_page_last               3458
_journal_paper_doi               10.1021/ja057745v
_journal_volume                  128
_journal_year                    2006
_chemical_compound_source        'Nermeen W. Aboelella'
_chemical_formula_moiety         'C56 H78 Cu2 N4 S2'
_chemical_formula_sum            'C56 H78 Cu2 N4 S2'
_chemical_formula_weight         998.42
_chemical_name_common            CMC0384
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 102.373(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.3298(11)
_cell_length_b                   20.5896(17)
_cell_length_c                   17.0866(13)
_cell_measurement_reflns_used    2648
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      17.62
_cell_measurement_theta_min      2.48
_cell_volume                     5267.9(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'double diamond'
_diffrn_radiation_source         'APS Sector 15-ID'
_diffrn_radiation_wavelength     0.48595
_diffrn_reflns_av_R_equivalents  0.1035
_diffrn_reflns_av_sigmaI/netI    0.0511
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            80594
_diffrn_reflns_theta_full        17.70
_diffrn_reflns_theta_max         17.70
_diffrn_reflns_theta_min         1.07
_exptl_absorpt_coefficient_mu    0.298
_exptl_absorpt_correction_T_max  0.9970
_exptl_absorpt_correction_T_min  0.9926
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_description       Plate
_exptl_crystal_F_000             2128
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.858
_refine_diff_density_min         -0.792
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     615
_refine_ls_number_reflns         10795
_refine_ls_number_restraints     32
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0483
_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)+(0.0538P)²+4.7712P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1084
_refine_ls_wR_factor_ref         0.1190
_reflns_number_gt                8093
_reflns_number_total             10795
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja057745vsi20060117_011818_4.cif
_cod_data_source_block           cmc0384
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4110466
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'
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 0.26922(2) 0.465697(19) 0.35315(2) 0.01991(10) Uani 1 1 d . . .
Cu2 Cu 0.62702(2) 0.398392(18) 0.30802(2) 0.01834(10) Uani 1 1 d . . .
N1 N 0.16052(17) 0.51100(13) 0.30618(15) 0.0215(6) Uani 1 1 d . . .
N2 N 0.23794(16) 0.43758(12) 0.45282(14) 0.0187(5) Uani 1 1 d . . .
N3 N 0.65505(17) 0.30730(12) 0.29015(15) 0.0192(5) Uani 1 1 d . . .
N4 N 0.55961(16) 0.41929(13) 0.20175(14) 0.0175(5) Uani 1 1 d . . .
S1 S 0.39268(5) 0.45130(4) 0.31342(5) 0.02256(17) Uani 1 1 d . . .
S2 S 0.68389(5) 0.45153(4) 0.41574(5) 0.02239(17) Uani 1 1 d . . .
C1 C 0.1393(2) 0.43527(17) 0.54964(19) 0.0247(7) Uani 1 1 d . . .
H1A H 0.1890 0.4102 0.5811 0.037 Uiso 1 1 calc R . .
H1B H 0.0849 0.4088 0.5399 0.037 Uiso 1 1 calc R . .
H1C H 0.1299 0.4745 0.5792 0.037 Uiso 1 1 calc R . .
C2 C 0.1609(2) 0.45419(15) 0.47072(18) 0.0215(6) Uani 1 1 d . . .
C3 C 0.0953(2) 0.49177(17) 0.42054(19) 0.0255(7) Uani 1 1 d . . .
H3A H 0.0441 0.5015 0.4415 0.031 Uiso 1 1 calc R . .
C4 C 0.0941(2) 0.51716(17) 0.34393(19) 0.0245(7) Uani 1 1 d . . .
C5 C 0.0109(2) 0.5533(2) 0.3024(2) 0.0345(9) Uani 1 1 d . . .
H5A H -0.0117 0.5344 0.2493 0.052 Uiso 1 1 calc R . .
H5B H 0.0254 0.5992 0.2967 0.052 Uiso 1 1 calc R . .
H5C H -0.0349 0.5497 0.3344 0.052 Uiso 1 1 calc R . .
C6 C 0.1533(2) 0.53734(16) 0.22774(18) 0.0224(7) Uani 1 1 d . . .
C7 C 0.1252(2) 0.49635(17) 0.16077(19) 0.0246(7) Uani 1 1 d . . .
C8 C 0.1312(2) 0.51966(18) 0.08556(19) 0.0292(8) Uani 1 1 d . . .
H8A H 0.1137 0.4925 0.0400 0.035 Uiso 1 1 calc R . .
C9 C 0.1620(2) 0.58134(18) 0.07598(19) 0.0290(8) Uani 1 1 d . . .
H9A H 0.1672 0.5959 0.0244 0.035 Uiso 1 1 calc R . .
C10 C 0.1853(2) 0.62196(18) 0.1412(2) 0.0278(7) Uani 1 1 d . . .
H10A H 0.2048 0.6649 0.1338 0.033 Uiso 1 1 calc R . .
C11 C 0.1809(2) 0.60113(17) 0.21803(19) 0.0242(7) Uani 1 1 d . . .
C12 C 0.0907(2) 0.42810(18) 0.1706(2) 0.0298(8) Uani 1 1 d . . .
H12A H 0.0793 0.4249 0.2259 0.036 Uiso 1 1 calc R . .
C13 C 0.1600(3) 0.37714(19) 0.1632(2) 0.0382(9) Uani 1 1 d . . .
H13A H 0.2129 0.3830 0.2064 0.057 Uiso 1 1 calc R . .
H13B H 0.1768 0.3817 0.1113 0.057 Uiso 1 1 calc R . .
H13C H 0.1350 0.3338 0.1671 0.057 Uiso 1 1 calc R . .
C14 C 0.0024(2) 0.4144(2) 0.1118(2) 0.0397(9) Uani 1 1 d . . .
H14A H -0.0191 0.3712 0.1222 0.060 Uiso 1 1 calc R . .
H14B H 0.0116 0.4163 0.0568 0.060 Uiso 1 1 calc R . .
H14C H -0.0419 0.4471 0.1186 0.060 Uiso 1 1 calc R . .
C15 C 0.2068(2) 0.64766(18) 0.2894(2) 0.0298(8) Uani 1 1 d . . .
H15A H 0.1916 0.6257 0.3370 0.036 Uiso 1 1 calc R . .
C16 C 0.1534(3) 0.7107(2) 0.2760(2) 0.0420(10) Uani 1 1 d . . .
H16A H 0.0895 0.7007 0.2629 0.063 Uiso 1 1 calc R . .
H16B H 0.1694 0.7348 0.2316 0.063 Uiso 1 1 calc R . .
H16C H 0.1672 0.7372 0.3248 0.063 Uiso 1 1 calc R . .
C17 C 0.3070(2) 0.66065(19) 0.3093(2) 0.0348(8) Uani 1 1 d . . .
H17A H 0.3392 0.6195 0.3214 0.052 Uiso 1 1 calc R . .
H17B H 0.3218 0.6894 0.3560 0.052 Uiso 1 1 calc R . .
H17C H 0.3245 0.6814 0.2634 0.052 Uiso 1 1 calc R . .
C18 C 0.3000(2) 0.39764(15) 0.50585(17) 0.0206(6) Uani 1 1 d . . .
C19 C 0.2865(2) 0.33005(17) 0.5103(2) 0.0284(7) Uani 1 1 d . . .
C20 C 0.3532(3) 0.29386(18) 0.5601(2) 0.0367(9) Uani 1 1 d . . .
H20A H 0.3458 0.2482 0.5637 0.044 Uiso 1 1 calc R . .
C21 C 0.4299(3) 0.3225(2) 0.6044(2) 0.0427(10) Uani 1 1 d . . .
H21A H 0.4740 0.2967 0.6380 0.051 Uiso 1 1 calc R . .
C22 C 0.4417(2) 0.38833(19) 0.5996(2) 0.0344(8) Uani 1 1 d . . .
H22A H 0.4939 0.4080 0.6304 0.041 Uiso 1 1 calc R . .
C23 C 0.3780(2) 0.42652(16) 0.55010(18) 0.0223(7) Uani 1 1 d . . .
C24 C 0.2026(3) 0.29820(18) 0.4617(2) 0.0351(9) Uani 1 1 d . . .
H24A H 0.1508 0.3252 0.4692 0.042 Uiso 1 1 calc R . .
C25 C 0.1869(4) 0.2296(2) 0.4898(3) 0.0528(12) Uani 1 1 d . . .
H25A H 0.1904 0.2299 0.5478 0.079 Uiso 1 1 calc R . .
H25B H 0.2326 0.2004 0.4776 0.079 Uiso 1 1 calc R . .
H25C H 0.1277 0.2145 0.4622 0.079 Uiso 1 1 calc R . .
C26 C 0.2016(3) 0.2980(2) 0.3724(2) 0.0463(11) Uani 1 1 d . . .
H26A H 0.2064 0.3426 0.3540 0.069 Uiso 1 1 calc R . .
H26B H 0.1457 0.2787 0.3431 0.069 Uiso 1 1 calc R . .
H26C H 0.2522 0.2724 0.3627 0.069 Uiso 1 1 calc R . .
C27 C 0.3946(2) 0.49782(16) 0.54291(19) 0.0247(7) Uani 1 1 d . . .
H27A H 0.3893 0.5089 0.4857 0.030 Uiso 1 1 calc R . .
H27B H 0.4564 0.5079 0.5715 0.030 Uiso 1 1 calc R . .
C31 C 0.6489(3) 0.20896(17) 0.2083(2) 0.0328(8) Uani 1 1 d . . .
H31A H 0.6326 0.1815 0.2497 0.049 Uiso 1 1 calc R . .
H31B H 0.7134 0.2061 0.2116 0.049 Uiso 1 1 calc R . .
H31C H 0.6169 0.1942 0.1553 0.049 Uiso 1 1 calc R . .
C32 C 0.6240(2) 0.27835(15) 0.22082(19) 0.0224(7) Uani 1 1 d . . .
C33 C 0.5695(2) 0.30950(16) 0.15445(18) 0.0237(7) Uani 1 1 d . . .
H33A H 0.5459 0.2819 0.1105 0.028 Uiso 1 1 calc R . .
C34 C 0.5447(2) 0.37543(15) 0.14331(17) 0.0192(6) Uani 1 1 d . . .
C35 C 0.5016(2) 0.39657(18) 0.05925(18) 0.0276(7) Uani 1 1 d . . .
H35A H 0.4432 0.4159 0.0591 0.041 Uiso 1 1 calc R . .
H35B H 0.4940 0.3588 0.0235 0.041 Uiso 1 1 calc R . .
H35C H 0.5398 0.4287 0.0406 0.041 Uiso 1 1 calc R . .
C36 C 0.7157(2) 0.27525(15) 0.35374(18) 0.0205(6) Uani 1 1 d . A .
C37 C 0.8072(2) 0.29031(17) 0.3660(2) 0.0299(8) Uani 1 1 d D . .
C38 C 0.8650(2) 0.26654(17) 0.4347(2) 0.0335(8) Uani 1 1 d . A .
H38A H 0.9269 0.2764 0.4437 0.040 Uiso 1 1 calc R . .
C39 C 0.8334(2) 0.22900(17) 0.4898(2) 0.0314(8) Uani 1 1 d . . .
H39A H 0.8732 0.2142 0.5369 0.038 Uiso 1 1 calc R A .
C40 C 0.7444(2) 0.21323(17) 0.4762(2) 0.0301(8) Uani 1 1 d . A .
H40A H 0.7236 0.1867 0.5138 0.036 Uiso 1 1 calc R . .
C41 C 0.6839(2) 0.23529(15) 0.40828(19) 0.0232(7) Uani 1 1 d . . .
C42 C 0.8441(3) 0.33215(19) 0.3083(3) 0.0514(12) Uani 0.50 1 d PD A 1
H42 H 0.7925 0.3440 0.2641 0.062 Uiso 0.50 1 calc PR A 1
C43 C 0.8897(7) 0.3952(4) 0.3396(7) 0.065(4) Uani 0.50 1 d PDU A 1
H43A H 0.8446 0.4271 0.3468 0.097 Uiso 0.50 1 calc PR A 1
H43B H 0.9232 0.4119 0.3011 0.097 Uiso 0.50 1 calc PR A 1
H43C H 0.9307 0.3872 0.3911 0.097 Uiso 0.50 1 calc PR A 1
C44 C 0.9057(6) 0.2892(4) 0.2714(6) 0.054(2) Uani 0.50 1 d PDU A 1
H44A H 0.9588 0.2780 0.3124 0.080 Uiso 0.50 1 calc PR A 1
H44B H 0.9239 0.3126 0.2276 0.080 Uiso 0.50 1 calc PR A 1
H44C H 0.8741 0.2493 0.2506 0.080 Uiso 0.50 1 calc PR A 1
C42' C 0.8441(3) 0.33215(19) 0.3083(3) 0.0514(12) Uani 0.50 1 d PD A 2
H42' H 0.7937 0.3625 0.2869 0.062 Uiso 0.50 1 calc PR A 2
C43' C 0.9174(5) 0.3771(4) 0.3511(5) 0.036(2) Uani 0.50 1 d PDU A 2
H43D H 0.8975 0.3994 0.3949 0.054 Uiso 0.50 1 calc PR A 2
H43E H 0.9309 0.4093 0.3132 0.054 Uiso 0.50 1 calc PR A 2
H43F H 0.9712 0.3517 0.3730 0.054 Uiso 0.50 1 calc PR A 2
C44' C 0.8632(8) 0.3012(5) 0.2338(5) 0.070(3) Uani 0.50 1 d PDU A 2
H44D H 0.8705 0.3352 0.1956 0.105 Uiso 0.50 1 calc PR A 2
H44E H 0.8134 0.2729 0.2096 0.105 Uiso 0.50 1 calc PR A 2
H44F H 0.9182 0.2756 0.2479 0.105 Uiso 0.50 1 calc PR A 2
C45 C 0.5861(2) 0.21669(17) 0.3966(2) 0.0261(7) Uani 1 1 d . A .
H45A H 0.5541 0.2340 0.3435 0.031 Uiso 1 1 calc R . .
C46 C 0.5433(2) 0.24673(19) 0.4612(2) 0.0333(8) Uani 1 1 d . . .
H46A H 0.5483 0.2941 0.4595 0.050 Uiso 1 1 calc R A .
H46B H 0.5740 0.2309 0.5140 0.050 Uiso 1 1 calc R . .
H46C H 0.4801 0.2344 0.4514 0.050 Uiso 1 1 calc R . .
C47 C 0.5740(2) 0.14248(17) 0.3955(2) 0.0307(8) Uani 1 1 d . . .
H47A H 0.5102 0.1320 0.3834 0.046 Uiso 1 1 calc R A .
H47B H 0.6021 0.1246 0.4481 0.046 Uiso 1 1 calc R . .
H47C H 0.6021 0.1236 0.3544 0.046 Uiso 1 1 calc R . .
C48 C 0.5377(2) 0.48561(15) 0.18295(17) 0.0190(6) Uani 1 1 d . . .
C49 C 0.6018(2) 0.52810(16) 0.16439(18) 0.0234(7) Uani 1 1 d . . .
C50 C 0.5808(2) 0.59391(17) 0.1536(2) 0.0308(8) Uani 1 1 d . . .
H50A H 0.6246 0.6232 0.1427 0.037 Uiso 1 1 calc R . .
C51 C 0.4985(3) 0.61709(19) 0.1586(2) 0.0382(9) Uani 1 1 d . . .
H51A H 0.4859 0.6621 0.1515 0.046 Uiso 1 1 calc R . .
C52 C 0.4336(3) 0.57522(19) 0.1737(2) 0.0346(9) Uani 1 1 d . . .
H52A H 0.3760 0.5915 0.1752 0.041 Uiso 1 1 calc R . .
C53 C 0.4522(2) 0.50904(17) 0.18691(18) 0.0244(7) Uani 1 1 d . . .
C54 C 0.6937(2) 0.50368(17) 0.1571(2) 0.0286(8) Uani 1 1 d . . .
H54A H 0.6934 0.4553 0.1623 0.034 Uiso 1 1 calc R . .
C55 C 0.7147(3) 0.5195(2) 0.0757(2) 0.0381(9) Uani 1 1 d . . .
H55A H 0.7739 0.5026 0.0738 0.057 Uiso 1 1 calc R . .
H55B H 0.7137 0.5667 0.0681 0.057 Uiso 1 1 calc R . .
H55C H 0.6698 0.4993 0.0332 0.057 Uiso 1 1 calc R . .
C56 C 0.7663(3) 0.5295(3) 0.2242(2) 0.0560(13) Uani 1 1 d . . .
H56A H 0.8241 0.5120 0.2190 0.084 Uiso 1 1 calc R . .
H56B H 0.7540 0.5163 0.2759 0.084 Uiso 1 1 calc R . .
H56C H 0.7677 0.5770 0.2213 0.084 Uiso 1 1 calc R . .
C57 C 0.3816(2) 0.46461(19) 0.20435(18) 0.0294(8) Uani 1 1 d . . .
H57A H 0.3856 0.4223 0.1778 0.035 Uiso 1 1 calc R . .
H57B H 0.3221 0.4834 0.1817 0.035 Uiso 1 1 calc R . .
C58 C 0.4136(3) 0.36523(19) 0.3229(3) 0.0510(12) Uani 1 1 d . . .
H58A H 0.4684 0.3549 0.3047 0.077 Uiso 1 1 calc R . .
H58B H 0.3633 0.3416 0.2900 0.077 Uiso 1 1 calc R . .
H58C H 0.4204 0.3524 0.3791 0.077 Uiso 1 1 calc R . .
C59 C 0.7188(3) 0.39618(18) 0.4991(2) 0.0374(9) Uani 1 1 d . . .
H59A H 0.7470 0.4208 0.5469 0.056 Uiso 1 1 calc R . .
H59B H 0.7617 0.3649 0.4860 0.056 Uiso 1 1 calc R . .
H59C H 0.6666 0.3729 0.5094 0.056 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0010 0.0010 '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 0.0020 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.0630 0.0570 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.2950 0.6380 '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
N1 Cu1 N2 98.90(11) . .
N1 Cu1 S1 132.19(8) . .
N2 Cu1 S1 128.88(8) . .
N4 Cu2 N3 99.05(11) . .
N4 Cu2 S2 136.41(8) . .
N3 Cu2 S2 123.72(8) . .
C4 N1 C6 120.5(3) . .
C4 N1 Cu1 122.0(2) . .
C6 N1 Cu1 117.4(2) . .
C2 N2 C18 120.5(3) . .
C2 N2 Cu1 121.4(2) . .
C18 N2 Cu1 118.05(19) . .
C32 N3 C36 121.6(3) . .
C32 N3 Cu2 121.5(2) . .
C36 N3 Cu2 116.81(19) . .
C34 N4 C48 119.1(2) . .
C34 N4 Cu2 121.7(2) . .
C48 N4 Cu2 118.47(19) . .
C58 S1 C57 102.2(2) . .
C58 S1 Cu1 104.92(13) . .
C57 S1 Cu1 113.39(11) . .
C59 S2 C27 99.31(17) . 3_666
C59 S2 Cu2 110.40(12) . .
C27 S2 Cu2 115.86(11) 3_666 .
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 . .
N2 C2 C3 123.8(3) . .
N2 C2 C1 121.1(3) . .
C3 C2 C1 115.0(3) . .
C2 C3 C4 129.6(3) . .
C2 C3 H3A 115.2 . .
C4 C3 H3A 115.2 . .
N1 C4 C3 124.1(3) . .
N1 C4 C5 118.5(3) . .
C3 C4 C5 117.3(3) . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C11 C6 C7 120.8(3) . .
C11 C6 N1 120.2(3) . .
C7 C6 N1 118.8(3) . .
C8 C7 C6 118.2(3) . .
C8 C7 C12 120.8(3) . .
C6 C7 C12 121.0(3) . .
C9 C8 C7 121.3(3) . .
C9 C8 H8A 119.4 . .
C7 C8 H8A 119.4 . .
C8 C9 C10 120.0(3) . .
C8 C9 H9A 120.0 . .
C10 C9 H9A 120.0 . .
C9 C10 C11 121.2(3) . .
C9 C10 H10A 119.4 . .
C11 C10 H10A 119.4 . .
C10 C11 C6 118.4(3) . .
C10 C11 C15 119.9(3) . .
C6 C11 C15 121.6(3) . .
C13 C12 C7 111.3(3) . .
C13 C12 C14 110.8(3) . .
C7 C12 C14 112.1(3) . .
C13 C12 H12A 107.5 . .
C7 C12 H12A 107.5 . .
C14 C12 H12A 107.5 . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C12 C14 H14A 109.5 . .
C12 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C12 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C17 C15 C16 111.5(3) . .
C17 C15 C11 111.3(3) . .
C16 C15 C11 111.9(3) . .
C17 C15 H15A 107.3 . .
C16 C15 H15A 107.3 . .
C11 C15 H15A 107.3 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C15 C17 H17A 109.5 . .
C15 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C15 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C23 C18 C19 120.4(3) . .
C23 C18 N2 118.3(3) . .
C19 C18 N2 121.2(3) . .
C20 C19 C18 117.6(3) . .
C20 C19 C24 121.7(3) . .
C18 C19 C24 120.8(3) . .
C21 C20 C19 122.0(4) . .
C21 C20 H20A 119.0 . .
C19 C20 H20A 119.0 . .
C22 C21 C20 119.7(3) . .
C22 C21 H21A 120.2 . .
C20 C21 H21A 120.2 . .
C21 C22 C23 120.7(4) . .
C21 C22 H22A 119.6 . .
C23 C22 H22A 119.6 . .
C22 C23 C18 119.6(3) . .
C22 C23 C27 119.6(3) . .
C18 C23 C27 120.7(3) . .
C19 C24 C26 111.9(3) . .
C19 C24 C25 113.5(4) . .
C26 C24 C25 110.1(3) . .
C19 C24 H24A 107.0 . .
C26 C24 H24A 107.0 . .
C25 C24 H24A 107.0 . .
C24 C25 H25A 109.5 . .
C24 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C24 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C24 C26 H26A 109.5 . .
C24 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C24 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C23 C27 S2 112.7(2) . 3_666
C23 C27 H27A 109.0 . .
S2 C27 H27A 109.0 3_666 .
C23 C27 H27B 109.0 . .
S2 C27 H27B 109.0 3_666 .
H27A C27 H27B 107.8 . .
C32 C31 H31A 109.5 . .
C32 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C32 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
N3 C32 C33 123.6(3) . .
N3 C32 C31 120.2(3) . .
C33 C32 C31 116.2(3) . .
C32 C33 C34 129.9(3) . .
C32 C33 H33A 115.0 . .
C34 C33 H33A 115.0 . .
N4 C34 C33 123.7(3) . .
N4 C34 C35 119.2(3) . .
C33 C34 C35 117.1(3) . .
C34 C35 H35A 109.5 . .
C34 C35 H35B 109.5 . .
H35A C35 H35B 109.5 . .
C34 C35 H35C 109.5 . .
H35A C35 H35C 109.5 . .
H35B C35 H35C 109.5 . .
C41 C36 C37 120.4(3) . .
C41 C36 N3 120.8(3) . .
C37 C36 N3 118.4(3) . .
C38 C37 C36 118.6(3) . .
C38 C37 C42 119.3(3) . .
C36 C37 C42 122.0(3) . .
C39 C38 C37 121.0(3) . .
C39 C38 H38A 119.5 . .
C37 C38 H38A 119.5 . .
C40 C39 C38 119.8(3) . .
C40 C39 H39A 120.1 . .
C38 C39 H39A 120.1 . .
C39 C40 C41 121.6(3) . .
C39 C40 H40A 119.2 . .
C41 C40 H40A 119.2 . .
C40 C41 C36 118.5(3) . .
C40 C41 C45 119.3(3) . .
C36 C41 C45 122.2(3) . .
C37 C42 C43 117.9(6) . .
C37 C42 C44 106.9(4) . .
C43 C42 C44 111.2(5) . .
C37 C42 H42 106.7 . .
C43 C42 H42 106.7 . .
C44 C42 H42 106.7 . .
H43D C43' H43E 109.5 . .
H43D C43' H43F 109.5 . .
H43E C43' H43F 109.5 . .
H44D C44' H44E 109.5 . .
H44D C44' H44F 109.5 . .
H44E C44' H44F 109.5 . .
C41 C45 C46 111.6(3) . .
C41 C45 C47 111.4(3) . .
C46 C45 C47 110.0(3) . .
C41 C45 H45A 107.9 . .
C46 C45 H45A 107.9 . .
C47 C45 H45A 107.9 . .
C45 C46 H46A 109.5 . .
C45 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
C45 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
C45 C47 H47A 109.5 . .
C45 C47 H47B 109.5 . .
H47A C47 H47B 109.5 . .
C45 C47 H47C 109.5 . .
H47A C47 H47C 109.5 . .
H47B C47 H47C 109.5 . .
C49 C48 C53 120.0(3) . .
C49 C48 N4 120.4(3) . .
C53 C48 N4 119.5(3) . .
C50 C49 C48 118.9(3) . .
C50 C49 C54 120.0(3) . .
C48 C49 C54 121.1(3) . .
C51 C50 C49 121.3(3) . .
C51 C50 H50A 119.4 . .
C49 C50 H50A 119.4 . .
C50 C51 C52 120.3(3) . .
C50 C51 H51A 119.9 . .
C52 C51 H51A 119.9 . .
C51 C52 C53 120.5(3) . .
C51 C52 H52A 119.7 . .
C53 C52 H52A 119.7 . .
C52 C53 C48 118.9(3) . .
C52 C53 C57 119.8(3) . .
C48 C53 C57 121.3(3) . .
C56 C54 C49 111.3(3) . .
C56 C54 C55 110.6(3) . .
C49 C54 C55 112.4(3) . .
C56 C54 H54A 107.4 . .
C49 C54 H54A 107.4 . .
C55 C54 H54A 107.4 . .
C54 C55 H55A 109.5 . .
C54 C55 H55B 109.5 . .
H55A C55 H55B 109.5 . .
C54 C55 H55C 109.5 . .
H55A C55 H55C 109.5 . .
H55B C55 H55C 109.5 . .
C54 C56 H56A 109.5 . .
C54 C56 H56B 109.5 . .
H56A C56 H56B 109.5 . .
C54 C56 H56C 109.5 . .
H56A C56 H56C 109.5 . .
H56B C56 H56C 109.5 . .
C53 C57 S1 112.1(2) . .
C53 C57 H57A 109.2 . .
S1 C57 H57A 109.2 . .
C53 C57 H57B 109.2 . .
S1 C57 H57B 109.2 . .
H57A C57 H57B 107.9 . .
S1 C58 H58A 109.5 . .
S1 C58 H58B 109.5 . .
H58A C58 H58B 109.5 . .
S1 C58 H58C 109.5 . .
H58A C58 H58C 109.5 . .
H58B C58 H58C 109.5 . .
S2 C59 H59A 109.5 . .
S2 C59 H59B 109.5 . .
H59A C59 H59B 109.5 . .
S2 C59 H59C 109.5 . .
H59A C59 H59C 109.5 . .
H59B C59 H59C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.928(3) .
Cu1 N2 1.953(3) .
Cu1 S1 2.1637(9) .
Cu2 N4 1.935(2) .
Cu2 N3 1.963(3) .
Cu2 S2 2.1581(8) .
N1 C4 1.322(4) .
N1 C6 1.428(4) .
N2 C2 1.327(4) .
N2 C18 1.426(4) .
N3 C32 1.320(4) .
N3 C36 1.431(4) .
N4 C34 1.329(4) .
N4 C48 1.426(4) .
S1 C58 1.802(4) .
S1 C57 1.855(3) .
S2 C59 1.813(3) .
S2 C27 1.843(3) 3_666
C1 C2 1.507(4) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C3 1.405(4) .
C3 C4 1.406(4) .
C3 H3A 0.9500 .
C4 C5 1.516(4) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 C11 1.400(5) .
C6 C7 1.413(4) .
C7 C8 1.393(5) .
C7 C12 1.523(5) .
C8 C9 1.377(5) .
C8 H8A 0.9500 .
C9 C10 1.378(5) .
C9 H9A 0.9500 .
C10 C11 1.396(5) .
C10 H10A 0.9500 .
C11 C15 1.535(5) .
C12 C13 1.518(5) .
C12 C14 1.529(5) .
C12 H12A 1.0000 .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 C17 1.525(5) .
C15 C16 1.525(5) .
C15 H15A 1.0000 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C18 C23 1.403(4) .
C18 C19 1.411(5) .
C19 C20 1.397(5) .
C19 C24 1.522(5) .
C20 C21 1.386(6) .
C20 H20A 0.9500 .
C21 C22 1.371(6) .
C21 H21A 0.9500 .
C22 C23 1.390(5) .
C22 H22A 0.9500 .
C23 C27 1.499(5) .
C24 C26 1.523(5) .
C24 C25 1.527(5) .
C24 H24A 1.0000 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 S2 1.843(3) 3_666
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C31 C32 1.506(5) .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C32 C33 1.410(4) .
C33 C34 1.412(5) .
C33 H33A 0.9500 .
C34 C35 1.511(4) .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 C41 1.406(5) .
C36 C37 1.407(4) .
C37 C38 1.400(5) .
C37 C42 1.507(5) .
C38 C39 1.382(5) .
C38 H38A 0.9500 .
C39 C40 1.372(5) .
C39 H39A 0.9500 .
C40 C41 1.397(4) .
C40 H40A 0.9500 .
C41 C45 1.518(5) .
C42 C43 1.516(5) .
C42 C44 1.527(5) .
C42 H42 1.0000 .
C43 H43A 0.9800 .
C43 H43B 0.9800 .
C43 H43C 0.9800 .
C44 H44A 0.9800 .
C44 H44B 0.9800 .
C44 H44C 0.9800 .
C43' H43D 0.9800 .
C43' H43E 0.9800 .
C43' H43F 0.9800 .
C44' H44D 0.9800 .
C44' H44E 0.9800 .
C44' H44F 0.9800 .
C45 C46 1.530(5) .
C45 C47 1.539(5) .
C45 H45A 1.0000 .
C46 H46A 0.9800 .
C46 H46B 0.9800 .
C46 H46C 0.9800 .
C47 H47A 0.9800 .
C47 H47B 0.9800 .
C47 H47C 0.9800 .
C48 C49 1.401(4) .
C48 C53 1.413(4) .
C49 C50 1.396(5) .
C49 C54 1.526(5) .
C50 C51 1.369(5) .
C50 H50A 0.9500 .
C51 C52 1.381(6) .
C51 H51A 0.9500 .
C52 C53 1.400(5) .
C52 H52A 0.9500 .
C53 C57 1.495(5) .
C54 C56 1.513(5) .
C54 C55 1.528(5) .
C54 H54A 1.0000 .
C55 H55A 0.9800 .
C55 H55B 0.9800 .
C55 H55C 0.9800 .
C56 H56A 0.9800 .
C56 H56B 0.9800 .
C56 H56C 0.9800 .
C57 H57A 0.9900 .
C57 H57B 0.9900 .
C58 H58A 0.9800 .
C58 H58B 0.9800 .
C58 H58C 0.9800 .
C59 H59A 0.9800 .
C59 H59B 0.9800 .
C59 H59C 0.9800 .
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_4
N2 Cu1 N1 C4 2.4(3) .
S1 Cu1 N1 C4 -175.6(2) .
N2 Cu1 N1 C6 -176.8(2) .
S1 Cu1 N1 C6 5.2(3) .
N1 Cu1 N2 C2 -2.7(3) .
S1 Cu1 N2 C2 175.36(19) .
N1 Cu1 N2 C18 176.4(2) .
S1 Cu1 N2 C18 -5.5(3) .
N4 Cu2 N3 C32 -3.4(3) .
S2 Cu2 N3 C32 -174.6(2) .
N4 Cu2 N3 C36 172.3(2) .
S2 Cu2 N3 C36 1.1(2) .
N3 Cu2 N4 C34 0.6(2) .
S2 Cu2 N4 C34 169.95(18) .
N3 Cu2 N4 C48 -169.6(2) .
S2 Cu2 N4 C48 -0.2(3) .
N1 Cu1 S1 C58 -130.1(2) .
N2 Cu1 S1 C58 52.4(2) .
N1 Cu1 S1 C57 -19.43(18) .
N2 Cu1 S1 C57 163.11(16) .
N4 Cu2 S2 C59 168.25(18) .
N3 Cu2 S2 C59 -24.42(18) .
N4 Cu2 S2 C27 56.42(17) 3_666
N3 Cu2 S2 C27 -136.26(15) 3_666
C18 N2 C2 C3 -178.1(3) .
Cu1 N2 C2 C3 1.0(4) .
C18 N2 C2 C1 4.1(4) .
Cu1 N2 C2 C1 -176.7(2) .
N2 C2 C3 C4 2.2(6) .
C1 C2 C3 C4 -179.9(3) .
C6 N1 C4 C3 178.9(3) .
Cu1 N1 C4 C3 -0.2(5) .
C6 N1 C4 C5 -0.6(5) .
Cu1 N1 C4 C5 -179.7(2) .
C2 C3 C4 N1 -2.7(6) .
C2 C3 C4 C5 176.9(3) .
C4 N1 C6 C11 89.7(4) .
Cu1 N1 C6 C11 -91.2(3) .
C4 N1 C6 C7 -95.6(4) .
Cu1 N1 C6 C7 83.5(3) .
C11 C6 C7 C8 4.1(5) .
N1 C6 C7 C8 -170.5(3) .
C11 C6 C7 C12 -176.9(3) .
N1 C6 C7 C12 8.5(4) .
C6 C7 C8 C9 -1.2(5) .
C12 C7 C8 C9 179.8(3) .
C7 C8 C9 C10 -1.8(5) .
C8 C9 C10 C11 1.9(5) .
C9 C10 C11 C6 1.0(5) .
C9 C10 C11 C15 -179.6(3) .
C7 C6 C11 C10 -4.0(5) .
N1 C6 C11 C10 170.6(3) .
C7 C6 C11 C15 176.6(3) .
N1 C6 C11 C15 -8.8(4) .
C8 C7 C12 C13 74.8(4) .
C6 C7 C12 C13 -104.2(3) .
C8 C7 C12 C14 -50.0(4) .
C6 C7 C12 C14 131.1(3) .
C10 C11 C15 C17 -70.0(4) .
C6 C11 C15 C17 109.4(4) .
C10 C11 C15 C16 55.4(4) .
C6 C11 C15 C16 -125.2(3) .
C2 N2 C18 C23 -107.2(3) .
Cu1 N2 C18 C23 73.7(3) .
C2 N2 C18 C19 76.8(4) .
Cu1 N2 C18 C19 -102.4(3) .
C23 C18 C19 C20 0.2(5) .
N2 C18 C19 C20 176.1(3) .
C23 C18 C19 C24 -179.3(3) .
N2 C18 C19 C24 -3.4(5) .
C18 C19 C20 C21 0.5(5) .
C24 C19 C20 C21 179.9(3) .
C19 C20 C21 C22 -0.2(6) .
C20 C21 C22 C23 -0.6(6) .
C21 C22 C23 C18 1.3(5) .
C21 C22 C23 C27 -177.1(3) .
C19 C18 C23 C22 -1.1(5) .
N2 C18 C23 C22 -177.1(3) .
C19 C18 C23 C27 177.3(3) .
N2 C18 C23 C27 1.2(4) .
C20 C19 C24 C26 -109.4(4) .
C18 C19 C24 C26 70.1(4) .
C20 C19 C24 C25 16.0(5) .
C18 C19 C24 C25 -164.5(3) .
C22 C23 C27 S2 -114.0(3) 3_666
C18 C23 C27 S2 67.6(3) 3_666
C36 N3 C32 C33 -175.1(3) .
Cu2 N3 C32 C33 0.4(4) .
C36 N3 C32 C31 2.7(5) .
Cu2 N3 C32 C31 178.2(2) .
N3 C32 C33 C34 7.3(5) .
C31 C32 C33 C34 -170.6(3) .
C48 N4 C34 C33 175.5(3) .
Cu2 N4 C34 C33 5.4(4) .
C48 N4 C34 C35 -2.5(4) .
Cu2 N4 C34 C35 -172.6(2) .
C32 C33 C34 N4 -10.7(5) .
C32 C33 C34 C35 167.4(3) .
C32 N3 C36 C41 -86.3(4) .
Cu2 N3 C36 C41 98.0(3) .
C32 N3 C36 C37 100.8(4) .
Cu2 N3 C36 C37 -75.0(3) .
C41 C36 C37 C38 -2.1(5) .
N3 C36 C37 C38 170.8(3) .
C41 C36 C37 C42 179.1(3) .
N3 C36 C37 C42 -7.9(5) .
C36 C37 C38 C39 0.0(5) .
C42 C37 C38 C39 178.8(4) .
C37 C38 C39 C40 1.7(6) .
C38 C39 C40 C41 -1.2(5) .
C39 C40 C41 C36 -0.8(5) .
C39 C40 C41 C45 -179.6(3) .
C37 C36 C41 C40 2.5(5) .
N3 C36 C41 C40 -170.3(3) .
C37 C36 C41 C45 -178.8(3) .
N3 C36 C41 C45 8.4(5) .
C38 C37 C42 C43 -59.8(7) .
C36 C37 C42 C43 118.9(6) .
C38 C37 C42 C44 66.3(6) .
C36 C37 C42 C44 -115.0(5) .
C40 C41 C45 C46 65.6(4) .
C36 C41 C45 C46 -113.1(3) .
C40 C41 C45 C47 -57.7(4) .
C36 C41 C45 C47 123.6(3) .
C34 N4 C48 C49 -91.8(3) .
Cu2 N4 C48 C49 78.6(3) .
C34 N4 C48 C53 91.3(3) .
Cu2 N4 C48 C53 -98.3(3) .
C53 C48 C49 C50 2.9(4) .
N4 C48 C49 C50 -174.1(3) .
C53 C48 C49 C54 -178.0(3) .
N4 C48 C49 C54 5.0(4) .
C48 C49 C50 C51 -1.9(5) .
C54 C49 C50 C51 179.0(3) .
C49 C50 C51 C52 -0.6(5) .
C50 C51 C52 C53 2.2(5) .
C51 C52 C53 C48 -1.2(5) .
C51 C52 C53 C57 179.2(3) .
C49 C48 C53 C52 -1.3(4) .
N4 C48 C53 C52 175.7(3) .
C49 C48 C53 C57 178.3(3) .
N4 C48 C53 C57 -4.7(4) .
C50 C49 C54 C56 67.2(4) .
C48 C49 C54 C56 -111.9(4) .
C50 C49 C54 C55 -57.5(4) .
C48 C49 C54 C55 123.4(3) .
C52 C53 C57 S1 -96.5(3) .
C48 C53 C57 S1 83.9(3) .
C58 S1 C57 C53 -117.5(3) .
Cu1 S1 C57 C53 130.2(2) .
