#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:45:22 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179392 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/89/4328970.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_4328970
loop_
_publ_author_name
'Yu Wang'
'Chun-Ting He'
'Yi-Jiang Liu'
'Tian-Qi Zhao'
'Xiao-Min Lu'
'Wei-Xiong Zhang'
'Jie-Peng Zhang'
'Xiao-Ming Chen'
_publ_section_title
;
 Copper(I) and Silver(I) 2-Methylimidazolates: Extended Isomerism,
 Isomerization, and Host-Guest Properties
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4772
_journal_page_last               4778
_journal_paper_doi               10.1021/ic300083k
_journal_volume                  51
_journal_year                    2012
_chemical_formula_sum            'C44 H63 Cu11 N22 O4'
_chemical_formula_weight         1663.10
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           12
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 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                 125.899(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.452(4)
_cell_length_b                   27.712(7)
_cell_length_c                   11.427(3)
_cell_measurement_temperature    113(2)
_cell_volume                     3707.2(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       '/w scan'
_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  0.0901
_diffrn_reflns_av_sigmaI/netI    0.1455
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8943
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.89
_exptl_absorpt_coefficient_mu    3.134
_exptl_absorpt_correction_T_max  0.8591
_exptl_absorpt_correction_T_min  0.7446
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            block
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_description       'pale yellow'
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.341
_refine_diff_density_min         -0.655
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3679
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.1880
_refine_ls_R_factor_gt           0.0776
_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)+(0.0720P)²+30.3990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1700
_refine_ls_wR_factor_ref         0.2192
_reflns_number_gt                1661
_reflns_number_total             3679
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic300083k_si_002_1.cif
_cod_data_source_block           1d
_cod_database_code               4328970
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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 0.5000 0.14212(6) 0.5000 0.0479(6) Uani 1 2 d S . .
N1 N 0.3500(7) 0.1431(3) 0.3330(8) 0.043(2) Uani 1 1 d . . .
C1 C 0.2768(10) 0.1075(4) 0.2563(12) 0.055(3) Uani 1 1 d . . .
H1A H 0.2894 0.0743 0.2830 0.066 Uiso 1 1 calc R . .
C2 C 0.1821(10) 0.1256(4) 0.1350(12) 0.055(3) Uani 1 1 d . . .
H2A H 0.1184 0.1071 0.0621 0.066 Uiso 1 1 calc R . .
N2 N 0.1919(7) 0.1748(3) 0.1334(8) 0.041(2) Uani 1 1 d . . .
C3 C 0.2974(9) 0.1845(4) 0.2558(11) 0.039(3) Uani 1 1 d . . .
C4 C 0.3478(10) 0.2333(4) 0.3017(11) 0.046(3) Uani 1 1 d . . .
H4A H 0.2947 0.2570 0.2291 0.068 Uiso 1 1 calc R . .
H4B H 0.4200 0.2342 0.3119 0.068 Uiso 1 1 calc R . .
H4C H 0.3620 0.2411 0.3947 0.068 Uiso 1 1 calc R . .
Cu2 Cu 0.09446(11) 0.21851(5) -0.00684(12) 0.0414(4) Uani 1 1 d . . .
N3 N 0.0039(7) 0.2636(3) -0.1515(8) 0.042(2) Uani 1 1 d . . .
C5 C -0.0955(9) 0.2534(4) -0.2879(11) 0.046(3) Uani 1 1 d . . .
H5A H -0.1295 0.2225 -0.3217 0.055 Uiso 1 1 calc R . .
C6 C -0.1349(9) 0.2944(4) -0.3627(10) 0.048(3) Uani 1 1 d . . .
H6A H -0.2014 0.2976 -0.4591 0.057 Uiso 1 1 calc R . .
N4 N -0.0623(8) 0.3321(3) -0.2763(8) 0.048(3) Uani 1 1 d . . .
C7 C 0.0204(10) 0.3115(4) -0.1509(10) 0.043(3) Uani 1 1 d . . .
C8 C 0.1157(10) 0.3383(5) -0.0258(11) 0.061(4) Uani 1 1 d . . .
H8A H 0.1098 0.3725 -0.0506 0.091 Uiso 1 1 calc R . .
H8B H 0.1885 0.3254 -0.0005 0.091 Uiso 1 1 calc R . .
H8C H 0.1119 0.3346 0.0567 0.091 Uiso 1 1 calc R . .
C10 C -0.0737(16) 0.5000 -0.3219(17) 0.062(5) Uani 1 2 d SD . .
Cu3 Cu -0.1003(5) 0.3958(2) -0.3300(7) 0.0533(16) Uani 0.50 1 d P . 1
N5 N -0.139(2) 0.4601(8) -0.381(2) 0.063(6) Uani 0.50 1 d PD . 1
C9 C -0.249(3) 0.4745(9) -0.502(3) 0.078(9) Uani 0.50 1 d PD . 1
H9A H -0.3121 0.4547 -0.5731 0.093 Uiso 0.50 1 d PR . 1
C11 C 0.0463(19) 0.5000 -0.194(2) 0.088(14) Uani 0.50 2 d SPD . 1
H11A H 0.0993 0.5000 -0.2199 0.133 Uiso 0.50 2 d SPR . 1
H11B H 0.0581 0.4720 -0.1373 0.133 Uiso 0.50 1 d PR . 1
Cu3' Cu -0.0494(5) 0.3959(2) -0.3268(7) 0.0487(15) Uani 0.50 1 d P . 2
C9' C -0.0088(19) 0.4762(8) -0.454(2) 0.047(6) Uani 0.50 1 d P . 2
H9B H 0.0160 0.4557 -0.4994 0.057 Uiso 0.50 1 d PR . 2
N5' N -0.0436(17) 0.4602(6) -0.3710(18) 0.040(5) Uani 0.50 1 d P . 2
C11' C -0.115(4) 0.5000 -0.231(4) 0.101(16) Uani 0.50 2 d SPD . 2
H11C H -0.1966 0.5000 -0.2869 0.151 Uiso 0.50 2 d SPR . 2
H11D H -0.0852 0.5280 -0.1701 0.151 Uiso 0.50 1 d PR . 2
Cu4 Cu 0.5000 0.5000 0.5000 0.100(3) Uani 0.50 4 d SPD . 2
N6 N 0.443(3) 0.5000 0.3055(16) 0.106(13) Uani 0.50 2 d SPDU A 2
C12 C 0.331(3) 0.5000 0.187(5) 0.17(3) Uani 0.50 2 d SPD A 2
H12A H 0.2647 0.5000 0.1847 0.201 Uiso 0.50 2 calc SPR A 2
C13 C 0.337(3) 0.5000 0.073(6) 0.122(19) Uani 0.50 2 d SPD A 2
H13A H 0.2713 0.5000 -0.0244 0.146 Uiso 0.50 2 calc SPR A 2
N7 N 0.447(3) 0.5000 0.113(3) 0.069(9) Uani 0.50 2 d SPD A 2
Cu5 Cu 0.5000 0.5000 0.0000 0.099(3) Uani 0.50 4 d SPD . 2
C14 C 0.508(3) 0.5000 0.258(3) 0.086(14) Uani 0.50 2 d SPDU A 2
C15 C 0.635(3) 0.5000 0.352(5) 0.21(4) Uani 0.50 2 d SPD A 2
H15A H 0.6614 0.5000 0.2923 0.309 Uiso 0.50 2 d SPR A 2
H15B H 0.6621 0.5283 0.4116 0.309 Uiso 0.50 1 d PR A 2
O1 O 0.0412(19) 0.1297(7) 0.689(2) 0.159(11) Uiso 0.50 1 d P B 1
H1WA H 0.0316 0.1287 0.6083 0.238 Uiso 0.50 1 d PR B 1
H1WB H 0.1124 0.1316 0.7556 0.238 Uiso 0.50 1 d PR B 1
O2 O 0.0875(19) 0.1266(7) 0.567(2) 0.216(16) Uiso 0.50 1 d PR B 2
H2WA H 0.1042 0.1252 0.5069 0.323 Uiso 0.50 1 d PR B 2
H2WB H 0.0232 0.1282 0.5536 0.323 Uiso 0.50 1 d PR B 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N1 Cu1 N1 178.3(5) 2_656 .
N1 Cu1 Cu3' 84.5(3) 2_656 8_556
N1 Cu1 Cu3' 96.2(3) . 8_556
N1 Cu1 Cu3' 96.2(3) 2_656 7
N1 Cu1 Cu3' 84.5(3) . 7
Cu3' Cu1 Cu3' 133.7(3) 8_556 7
C1 N1 C3 105.7(8) . .
C1 N1 Cu1 131.2(7) . .
C3 N1 Cu1 122.9(7) . .
N1 C1 C2 109.6(10) . .
C1 C2 N2 109.4(10) . .
C3 N2 C2 104.2(9) . .
C3 N2 Cu2 126.2(8) . .
C2 N2 Cu2 129.4(7) . .
N2 C3 N1 111.1(9) . .
N2 C3 C4 124.6(9) . .
N1 C3 C4 124.3(9) . .
N2 Cu2 N3 175.7(4) . .
N2 Cu2 Cu2 102.9(3) . 2
N3 Cu2 Cu2 81.4(3) . 2
C7 N3 C5 105.5(8) . .
C7 N3 Cu2 128.8(7) . .
C5 N3 Cu2 125.7(8) . .
C6 C5 N3 108.4(10) . .
C5 C6 N4 108.8(9) . .
C7 N4 C6 105.6(8) . .
C7 N4 Cu3 131.8(8) . .
C6 N4 Cu3 121.8(7) . .
C7 N4 Cu3' 122.3(8) . .
C6 N4 Cu3' 130.2(7) . .
Cu3 N4 Cu3' 21.9(2) . .
N4 C7 N3 111.7(9) . .
N4 C7 C8 124.2(10) . .
N3 C7 C8 124.1(9) . .
N5 C10 N5 110(2) 6_565 .
N5 C10 N5' 56.5(11) 6_565 6_565
N5 C10 N5' 136.6(16) . 6_565
N5 C10 N5' 136.6(16) 6_565 .
N5 C10 N5' 56.5(11) . .
N5' C10 N5' 102(2) 6_565 .
N5 C10 C11' 84.4(18) 6_565 .
N5 C10 C11' 84.4(18) . .
N5' C10 C11' 128.7(10) 6_565 .
N5' C10 C11' 128.7(10) . .
N5 C10 C11 124.4(11) 6_565 .
N5 C10 C11 124.4(11) . .
N5' C10 C11 86.4(13) 6_565 .
N5' C10 C11 86.4(13) . .
C11' C10 C11 92(2) . .
N4 Cu3 N5 178.8(8) . .
C10 N5 C9 108(2) . .
C10 N5 Cu3 129.8(16) . .
C9 N5 Cu3 122.1(18) . .
C9 C9 N5 106.2(14) 6_565 .
N5' Cu3' N4 175.3(8) . .
N5' Cu3' Cu1 95.8(7) . 7
N4 Cu3' Cu1 88.5(4) . 7
C9' C9' C9' 90.000(4) 2_554 6_565
C9' C9' N5' 159.5(15) 2_554 .
C9' C9' N5' 108.8(11) 6_565 .
C9' C9' C9' 47.4(13) 2_554 5_564
C9' C9' C9' 42.6(13) 6_565 5_564
N5' C9' C9' 151(2) . 5_564
C9' N5' C10 109.9(16) . .
C9' N5' Cu3' 125.8(15) . .
C10 N5' Cu3' 124.3(14) . .
N6 Cu4 N6 180.000(3) 5_666 .
C14 N6 C12 107(3) . .
C14 N6 Cu4 124(2) . .
C12 N6 Cu4 129(3) . .
C13 C12 N6 105(4) . .
C12 C13 N7 113(4) . .
C14 N7 C13 102(3) . .
C14 N7 Cu5 128(2) . .
C13 N7 Cu5 130(3) . .
N7 Cu5 N7 180.000(2) . 5_665
N6 C14 N7 112.7(18) . .
N6 C14 C15 125(3) . .
N7 C14 C15 123(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.868(8) 2_656
Cu1 N1 1.868(8) .
Cu1 Cu3' 2.682(6) 8_556
Cu1 Cu3' 2.682(6) 7
N1 C1 1.333(13) .
N1 C3 1.373(12) .
C1 C2 1.350(15) .
C2 N2 1.373(13) .
N2 C3 1.361(12) .
N2 Cu2 1.836(8) .
C3 C4 1.478(14) .
Cu2 N3 1.862(8) .
Cu2 Cu2 2.825(3) 2
N3 C7 1.348(13) .
N3 C5 1.396(13) .
C5 C6 1.333(14) .
C6 N4 1.395(13) .
N4 C7 1.341(12) .
N4 Cu3 1.845(11) .
N4 Cu3' 1.904(10) .
C7 C8 1.477(15) .
C10 N5 1.35(2) 6_565
C10 N5 1.35(2) .
C10 N5' 1.42(2) 6_565
C10 N5' 1.42(2) .
C10 C11' 1.471(10) .
C10 C11 1.473(10) .
Cu3 N5 1.85(2) .
N5 C9 1.43(3) .
C9 C9 1.42(5) 6_565
Cu3' N5' 1.866(18) .
Cu3' Cu1 2.682(6) 7
C9' C9' 1.21(4) 2_554
C9' C9' 1.32(4) 6_565
C9' N5' 1.39(3) .
C9' C9' 1.79(4) 5_564
Cu4 N6 1.862(10) 5_666
Cu4 N6 1.862(10) .
N6 C14 1.337(10) .
N6 C12 1.370(10) .
C12 C13 1.342(10) .
C13 N7 1.369(10) .
N7 C14 1.339(10) .
N7 Cu5 1.858(10) .
Cu5 N7 1.858(10) 5_665
C14 C15 1.481(10) .
