#------------------------------------------------------------------------------
#$Date: 2023-12-08 16:16:31 +0200 (Fri, 08 Dec 2023) $
#$Revision: 288183 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/03/4310349.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_4310349
loop_
_publ_author_name
'Mitsuhiro Kawahara'
'Md. Khayrul Kabir'
'Koichi Yamada'
'Keiichi Adachi'
'Hitoshi Kumagai'
'Yasuo Narumi'
'Koichi Kindo'
'Susumu Kitagawa'
'Satoshi Kawata'
_publ_section_title
;
 Module-Based Assembly of Copper(II) Chloranilate Compounds: Syntheses,
 Crystal Structures, and Magnetic Properties of
 {[Cu2(CA)(terpy)2][Cu(CA)2]}n and
 {[Cu2(CA)(terpy)2(dmso)2][Cu(CA)2(dmso)2](EtOH)}n (H2CA = Chloranilic
 Acid, terpy = 2,2':6',2''-Terpyridine, dmso = Dimethyl Sulfoxide)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              92
_journal_page_last               100
_journal_paper_doi               10.1021/ic035044y
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C58 H52 Cl6 Cu3 N6 O17 S4'
_chemical_formula_weight         1636.69
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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                90.802(9)
_cell_angle_beta                 99.959(12)
_cell_angle_gamma                96.043(12)
_cell_formula_units_Z            1
_cell_length_a                   8.418(3)
_cell_length_b                   13.341(5)
_cell_length_c                   15.286(5)
_cell_measurement_reflns_used    7035
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.3
_cell_volume                     1680.5(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 14.63
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18189
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         6.57
_exptl_absorpt_coefficient_mu    1.375
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.7903
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             831
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         2.304
_refine_diff_density_min         -0.876
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         7424
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0639
_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)+(0.1039P)²+3.6780P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1740
_refine_ls_wR_factor_ref         0.1831
_reflns_number_gt                6155
_reflns_number_total             7424
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic035044ysi20030904_104937_2.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

data name '_atom_site_symetry_multiplicity' was replaced with
'_atom_site_symmetry_multiplicity' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               4310349
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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 0.0000 0.5000 0.0000 0.0387(2) Uani 1 2 d S . .
Cu2 Cu 0.31498(5) 0.23193(3) 0.57807(3) 0.02863(15) Uani 1 1 d . . .
Cl1 Cl 0.2794(2) 0.43674(9) 0.30234(8) 0.0705(5) Uani 1 1 d . . .
Cl2 Cl 0.0696(4) 0.13694(13) -0.03105(16) 0.1534(15) Uani 1 1 d . . .
Cl3 Cl 0.78358(14) 0.41178(7) 0.42241(9) 0.0494(3) Uani 1 1 d . . .
S1 S 0.4012(6) 0.5601(4) -0.0925(4) 0.1110(15) Uani 0.50 1 d PD . .
S2 S 0.3029(3) 0.6258(2) -0.0708(2) 0.0634(7) Uani 0.50 1 d P . .
S3 S 0.00820(19) 0.25342(10) 0.71371(11) 0.0627(4) Uani 1 1 d . . .
O1 O 0.0083(5) 0.3540(2) -0.0145(2) 0.0574(10) Uani 1 1 d . . .
O2 O 0.0946(4) 0.4777(2) 0.12291(19) 0.0441(8) Uani 1 1 d . . .
O3 O 0.3605(5) 0.2285(3) 0.2828(2) 0.0590(10) Uani 1 1 d . . .
O4 O 0.2580(6) 0.0979(3) 0.1450(3) 0.0803(14) Uani 1 1 d . . .
O5 O 0.2870(3) 0.37484(18) 0.57358(19) 0.0334(6) Uani 1 1 d . . .
O6 O 0.5292(3) 0.30301(17) 0.51003(18) 0.0302(5) Uani 1 1 d . . .
O7 O 0.2723(6) 0.5232(5) -0.0312(4) 0.110(2) Uani 1 1 d D . .
O8 O 0.0982(4) 0.1994(2) 0.6554(3) 0.0533(9) Uani 1 1 d . . .
O9 O 0.6341(13) 0.1360(14) 0.1660(8) 0.125(6) Uani 0.50 1 d P . .
N1 N 0.4815(4) 0.2333(2) 0.6921(2) 0.0331(7) Uani 1 1 d . . .
N2 N 0.3478(4) 0.0909(2) 0.5822(2) 0.0283(6) Uani 1 1 d . . .
N3 N 0.1645(4) 0.1806(2) 0.4641(2) 0.0329(7) Uani 1 1 d . . .
C1 C 0.0854(6) 0.3165(3) 0.0544(3) 0.0428(10) Uani 1 1 d . . .
C2 C 0.1358(5) 0.3885(3) 0.1339(3) 0.0332(8) Uani 1 1 d . . .
C3 C 0.2215(5) 0.3554(3) 0.2107(3) 0.0375(9) Uani 1 1 d . . .
C4 C 0.2723(5) 0.2575(3) 0.2178(3) 0.0376(9) Uani 1 1 d . . .
C5 C 0.2157(6) 0.1832(3) 0.1384(3) 0.0478(11) Uani 1 1 d . . .
C6 C 0.1248(8) 0.2190(3) 0.0610(4) 0.0638(17) Uani 1 1 d . . .
C7 C 0.3820(4) 0.4372(2) 0.5390(2) 0.0238(6) Uani 1 1 d . . .
C8 C 0.5206(4) 0.3946(2) 0.5029(2) 0.0227(6) Uani 1 1 d . . .
C9 C 0.6317(4) 0.4615(2) 0.4658(2) 0.0259(7) Uani 1 1 d . . .
C10 C 0.5484(6) 0.3138(3) 0.7438(3) 0.0415(9) Uani 1 1 d . . .
C11 C 0.6616(7) 0.3071(4) 0.8206(3) 0.0511(11) Uani 1 1 d . . .
C12 C 0.7037(6) 0.2144(4) 0.8446(3) 0.0522(11) Uani 1 1 d . . .
C13 C 0.6382(6) 0.1301(3) 0.7919(3) 0.0422(9) Uani 1 1 d . . .
C14 C 0.5273(5) 0.1419(3) 0.7150(3) 0.0316(8) Uani 1 1 d . . .
C15 C 0.4506(5) 0.0593(3) 0.6505(3) 0.0323(8) Uani 1 1 d . . .
C16 C 0.4802(6) -0.0408(3) 0.6554(3) 0.0390(9) Uani 1 1 d . . .
C17 C 0.3985(6) -0.1070(3) 0.5871(3) 0.0435(10) Uani 1 1 d . . .
C18 C 0.2916(6) -0.0735(3) 0.5177(3) 0.0412(10) Uani 1 1 d . . .
C19 C 0.2673(5) 0.0285(3) 0.5163(3) 0.0323(8) Uani 1 1 d . . .
C20 C 0.1620(5) 0.0799(3) 0.4485(3) 0.0348(8) Uani 1 1 d . . .
C21 C 0.0623(6) 0.0317(4) 0.3746(3) 0.0495(11) Uani 1 1 d . . .
C22 C -0.0323(6) 0.0876(5) 0.3163(3) 0.0568(13) Uani 1 1 d . . .
C23 C -0.0303(6) 0.1898(5) 0.3322(4) 0.0581(13) Uani 1 1 d . . .
C24 C 0.0717(6) 0.2338(4) 0.4076(3) 0.0441(10) Uani 1 1 d . . .
C25 C 0.2901(19) 0.6138(10) -0.1784(10) 0.186(7) Uani 1 1 d D . .
C26 C 0.4935(13) 0.6694(7) -0.0260(6) 0.105(3) Uani 1 1 d . . .
C27 C -0.0630(10) 0.3551(6) 0.6561(8) 0.109(3) Uani 1 1 d . . .
C28 C 0.1540(13) 0.3242(11) 0.7909(8) 0.145(5) Uani 1 1 d . . .
C29 C 0.6462(17) 0.0560(12) 0.1070(9) 0.074(3) Uani 0.50 1 d P . .
C30 C 0.568(4) 0.0290(15) 0.001(2) 0.161(11) Uani 0.50 1 d P . .
H1 H 0.5179 0.3782 0.7270 0.038 Uiso 1 1 c . . .
H2 H 0.7081 0.3658 0.8554 0.038 Uiso 1 1 c . . .
H3 H 0.7786 0.2078 0.8977 0.038 Uiso 1 1 c . . .
H4 H 0.6691 0.0653 0.8077 0.038 Uiso 1 1 c . . .
H5 H 0.5537 -0.0634 0.7034 0.038 Uiso 1 1 c . . .
H6 H 0.4167 -0.1762 0.5886 0.038 Uiso 1 1 c . . .
H7 H 0.2350 -0.1191 0.4714 0.038 Uiso 1 1 c . . .
H8 H 0.0599 -0.0386 0.3644 0.038 Uiso 1 1 c . . .
H9 H -0.1004 0.0562 0.2656 0.038 Uiso 1 1 c . . .
H10 H -0.0953 0.2290 0.2924 0.038 Uiso 1 1 c . . .
H11 H 0.0742 0.3042 0.4185 0.038 Uiso 1 1 c . . .
H12 H -0.1385 0.3327 0.6057 0.038 Uiso 1 1 c . . .
H13 H -0.1119 0.3950 0.6944 0.038 Uiso 1 1 c . . .
H14 H 0.0267 0.3961 0.6394 0.038 Uiso 1 1 c . . .
H15 H 0.2157 0.3697 0.7613 0.038 Uiso 1 1 c . . .
H16 H 0.1007 0.3577 0.8304 0.038 Uiso 1 1 c . . .
H17 H 0.2209 0.2787 0.8233 0.038 Uiso 1 1 c . . .
H18 H 0.2194 0.5633 -0.2155 0.038 Uiso 0.50 1 c P . .
H19 H 0.3756 0.6337 -0.2219 0.038 Uiso 0.50 1 c P . .
H20 H 0.2518 0.6681 -0.1665 0.038 Uiso 0.50 1 c P . .
H21 H 0.5801 0.7047 -0.0526 0.038 Uiso 0.50 1 c P . .
H22 H 0.5420 0.6521 0.0324 0.038 Uiso 0.50 1 c P . .
H23 H 0.4178 0.7166 -0.0206 0.038 Uiso 0.50 1 c P . .
H24 H 0.1984 0.5796 -0.2125 0.038 Uiso 0.50 1 c P . .
H25 H 0.3839 0.5723 -0.1940 0.038 Uiso 0.50 1 c P . .
H26 H 0.3190 0.6765 -0.2084 0.038 Uiso 0.50 1 c P . .
H27 H 0.5220 0.7363 -0.0480 0.038 Uiso 0.50 1 c P . .
H28 H 0.5698 0.6272 -0.0397 0.038 Uiso 0.50 1 c P . .
H29 H 0.5061 0.6777 0.0375 0.038 Uiso 0.50 1 c P . .
H30 H 0.7598 0.0588 0.1079 0.038 Uiso 0.50 1 c P . .
H31 H 0.6111 -0.0022 0.1365 0.038 Uiso 0.50 1 c P . .
H32 H 0.4522 0.0197 -0.0055 0.038 Uiso 0.50 1 c P . .
H33 H 0.5988 0.0830 -0.0342 0.038 Uiso 0.50 1 c P . .
H34 H 0.6052 -0.0310 -0.0173 0.038 Uiso 0.50 1 c P . .
H35 H 0.5240 0.1352 0.1746 0.038 Uiso 0.50 1 c P . .
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'
Cu Cu 0.3201 1.2651 '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'
Cl Cl 0.1484 0.1585 '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'
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'
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
O2 Cu1 O2 180.00(15) . 2_565 ?
O2 Cu1 O1 83.38(12) . . ?
O2 Cu1 O1 96.62(12) 2_565 . ?
O1 Cu1 O1 180.0 2_565 . ?
O2 Cu1 O7 87.64(19) . . ?
O2 Cu1 O7 92.36(19) 2_565 . ?
O1 Cu1 O7 92.6(2) 2_565 . ?
O1 Cu1 O7 87.4(2) . . ?
O7 Cu1 O7 180.0(3) 2_565 . ?
N2 Cu2 O5 178.68(12) . . ?
N2 Cu2 N3 80.46(14) . . ?
O5 Cu2 N3 100.06(13) . . ?
N2 Cu2 N1 79.94(13) . . ?
O5 Cu2 N1 99.51(13) . . ?
N3 Cu2 N1 160.36(13) . . ?
N2 Cu2 O8 89.61(12) . . ?
O5 Cu2 O8 91.60(11) . . ?
N3 Cu2 O8 89.17(14) . . ?
N1 Cu2 O8 91.98(14) . . ?
N2 Cu2 O6 102.95(11) . . ?
O5 Cu2 O6 75.81(10) . . ?
N3 Cu2 O6 96.42(12) . . ?
N1 Cu2 O6 86.73(12) . . ?
O8 Cu2 O6 166.92(10) . . ?
O7 S1 C25 103.9(7) . . ?
O7 S1 C26 97.0(5) . . ?
C25 S1 C26 101.0(6) . . ?
O7 S2 C25 110.3(6) . . ?
O7 S2 C26 105.5(4) . . ?
C25 S2 C26 108.7(6) . . ?
O8 S3 C27 107.3(4) . . ?
O8 S3 C28 106.3(4) . . ?
C27 S3 C28 95.9(7) . . ?
C1 O1 Cu1 112.5(3) . . ?
C2 O2 Cu1 112.4(2) . . ?
C7 O5 Cu2 121.5(2) . . ?
C8 O6 Cu2 109.2(2) . . ?
S2 O7 Cu1 109.7(3) . . ?
S1 O7 Cu1 152.1(4) . . ?
S3 O8 Cu2 139.48(19) . . ?
C10 N1 C14 118.7(4) . . ?
C10 N1 Cu2 127.0(3) . . ?
C14 N1 Cu2 114.4(3) . . ?
C19 N2 C15 122.5(3) . . ?
C19 N2 Cu2 118.6(3) . . ?
C15 N2 Cu2 118.9(3) . . ?
C24 N3 C20 119.6(4) . . ?
C24 N3 Cu2 127.2(3) . . ?
C20 N3 Cu2 113.2(3) . . ?
O1 C1 C6 125.8(4) . . ?
O1 C1 C2 114.9(3) . . ?
C6 C1 C2 119.3(4) . . ?
O2 C2 C3 125.0(4) . . ?
O2 C2 C1 115.8(3) . . ?
C3 C2 C1 119.2(3) . . ?
C2 C3 C4 122.8(4) . . ?
C2 C3 Cl1 119.7(3) . . ?
C4 C3 Cl1 117.4(3) . . ?
O3 C4 C3 124.4(4) . . ?
O3 C4 C5 117.7(4) . . ?
C3 C4 C5 117.9(3) . . ?
O4 C5 C6 124.3(5) . . ?
O4 C5 C4 117.9(4) . . ?
C6 C5 C4 117.7(4) . . ?
C1 C6 C5 122.9(4) . . ?
C1 C6 Cl2 119.2(3) . . ?
C5 C6 Cl2 117.8(3) . . ?
O5 C7 C9 123.9(3) . 2_666 ?
O5 C7 C8 116.9(3) . . ?
C9 C7 C8 119.2(3) 2_666 . ?
O6 C8 C9 124.4(3) . . ?
O6 C8 C7 116.7(3) . . ?
C9 C8 C7 118.8(3) . . ?
C7 C9 C8 122.0(3) 2_666 . ?
C7 C9 Cl3 119.7(3) 2_666 . ?
C8 C9 Cl3 118.3(2) . . ?
N1 C10 C11 122.8(4) . . ?
C12 C11 C10 118.3(4) . . ?
C11 C12 C13 120.3(4) . . ?
C12 C13 C14 118.7(4) . . ?
N1 C14 C13 121.3(4) . . ?
N1 C14 C15 113.7(3) . . ?
C13 C14 C15 125.1(4) . . ?
N2 C15 C16 120.9(4) . . ?
N2 C15 C14 113.1(3) . . ?
C15 C16 C17 117.5(4) . . ?
C18 C17 C16 120.9(4) . . ?
C17 C18 C19 118.9(4) . . ?
N2 C19 C18 119.3(4) . . ?
N2 C19 C20 112.9(3) . . ?
C18 C19 C20 127.8(4) . . ?
N3 C20 C21 120.8(4) . . ?
N3 C20 C19 114.8(3) . . ?
C21 C20 C19 124.4(4) . . ?
C22 C21 C20 119.1(5) . . ?
C21 C22 C23 120.2(4) . . ?
C22 C23 C24 118.1(5) . . ?
N3 C24 C23 122.2(5) . . ?
O9 C29 C30 133.3(14) . . ?
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 O2 1.949(3) . ?
Cu1 O1 1.968(3) . ?
Cu1 O7 2.411(5) . ?
Cu2 N2 1.931(3) . ?
Cu2 O5 1.946(3) . ?
Cu2 N3 2.032(3) . ?
Cu2 N1 2.038(3) . ?
Cu2 O8 2.347(3) . ?
Cu2 O6 2.355(3) . ?
Cl1 C3 1.729(4) . ?
Cl2 C6 1.737(5) . ?
Cl3 C9 1.725(3) . ?
S1 O7 1.596(6) . ?
S1 C25 1.691(9) . ?
S1 C26 1.790(11) . ?
S2 O7 1.519(6) . ?
S2 C25 1.635(16) . ?
S2 C26 1.671(11) . ?
S3 O8 1.489(3) . ?
S3 C27 1.731(9) . ?
S3 C28 1.736(11) . ?
O1 C1 1.276(5) . ?
O2 C2 1.280(4) . ?
O3 C4 1.227(5) . ?
O4 C5 1.228(5) . ?
O5 C7 1.276(4) . ?
O6 C8 1.236(4) . ?
O9 C29 1.41(2) . ?
N1 C10 1.337(5) . ?
N1 C14 1.350(5) . ?
N2 C19 1.337(5) . ?
N2 C15 1.339(5) . ?
N3 C24 1.326(5) . ?
N3 C20 1.358(5) . ?
C1 C6 1.377(6) . ?
C1 C2 1.510(5) . ?
C2 C3 1.372(5) . ?
C3 C4 1.416(5) . ?
C4 C5 1.532(6) . ?
C5 C6 1.411(6) . ?
C7 C9 1.370(4) 2_666 ?
C7 C8 1.530(5) . ?
C8 C9 1.421(5) . ?
C10 C11 1.388(7) . ?
C11 C12 1.359(7) . ?
C12 C13 1.382(7) . ?
C13 C14 1.391(6) . ?
C14 C15 1.484(6) . ?
C15 C16 1.386(5) . ?
C16 C17 1.393(7) . ?
C17 C18 1.380(7) . ?
C18 C19 1.397(5) . ?
C19 C20 1.470(6) . ?
C20 C21 1.390(6) . ?
C21 C22 1.371(8) . ?
C22 C23 1.380(8) . ?
C23 C24 1.395(7) . ?
C29 C30 1.66(3) . ?
