#------------------------------------------------------------------------------
#$Date: 2023-12-08 16:16:31 +0200 (Fri, 08 Dec 2023) $
#$Revision: 288183 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/03/4310348.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_4310348
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            'C48 H22 Cl6 Cu3 N6 O12'
_chemical_formula_weight         1278.07
_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                91.34(6)
_cell_angle_beta                 96.76(6)
_cell_angle_gamma                111.68(6)
_cell_formula_units_Z            1
_cell_length_a                   9.168(9)
_cell_length_b                   10.344(10)
_cell_length_c                   13.087(5)
_cell_measurement_reflns_used    9
_cell_measurement_temperature    298
_cell_measurement_theta_max      14.3
_cell_measurement_theta_min      12.6
_cell_volume                     1142.3(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_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  0.1805
_diffrn_reflns_av_sigmaI/netI    0.2345
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5783
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.12
_exptl_absorpt_coefficient_mu    1.810
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.687
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.858
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             637
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.629
_refine_diff_density_min         -0.898
_refine_diff_density_rms         0.156
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         5246
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.2292
_refine_ls_R_factor_gt           0.0628
_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)+(0.0450P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1372
_refine_ls_wR_factor_ref         0.1878
_reflns_number_gt                1999
_reflns_number_total             5246
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic035044ysi20030904_104937_1.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' tag value 'psi-scans' was replaced
with 'psi-scan' value.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

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_cell_volume        1142.2(16)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               4310348
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 0.0000 0.0000 0.0341(4) Uani 1 2 d S . .
Cu2 Cu -0.27987(12) -0.25772(11) -0.20694(7) 0.0335(3) Uani 1 1 d . . .
Cl1 Cl -0.2966(3) 0.3077(3) -0.05524(18) 0.0637(8) Uani 1 1 d . . .
Cl2 Cl -0.0147(3) 0.0311(2) -0.37759(15) 0.0433(6) Uani 1 1 d . . .
Cl3 Cl -0.2525(3) -0.2825(2) 0.16951(16) 0.0513(7) Uani 1 1 d . . .
O1 O -0.1270(6) 0.1110(6) -0.0171(4) 0.0367(14) Uani 1 1 d . . .
O2 O -0.0294(6) -0.0161(5) -0.1515(4) 0.0334(13) Uani 1 1 d . . .
O3 O -0.3094(8) 0.3354(7) -0.2814(5) 0.0607(19) Uani 1 1 d . . .
O4 O -0.1737(8) 0.2303(7) -0.4153(4) 0.0608(19) Uani 1 1 d . . .
O5 O -0.2689(6) -0.2694(5) -0.0590(4) 0.0316(13) Uani 1 1 d . . .
O6 O -0.4853(6) -0.4585(5) -0.1988(4) 0.0397(15) Uani 1 1 d . . .
N1 N -0.4407(7) -0.1628(7) -0.2268(5) 0.0360(17) Uani 1 1 d . . .
N2 N -0.3104(8) -0.2582(7) -0.3542(5) 0.0355(17) Uani 1 1 d . . .
N3 N -0.1124(7) -0.3327(7) -0.2372(5) 0.0352(16) Uani 1 1 d . . .
C1 C -0.1470(9) 0.1423(8) -0.1101(6) 0.0318(19) Uani 1 1 d . . .
C2 C -0.0873(9) 0.0709(8) -0.1888(6) 0.0269(17) Uani 1 1 d . . .
C3 C -0.0977(9) 0.1011(8) -0.2895(6) 0.0302(18) Uani 1 1 d . . .
C4 C -0.1701(10) 0.1946(9) -0.3276(6) 0.038(2) Uani 1 1 d . . .
C5 C -0.2401(9) 0.2619(9) -0.2478(6) 0.036(2) Uani 1 1 d . . .
C6 C -0.2220(9) 0.2293(9) -0.1434(6) 0.035(2) Uani 1 1 d . . .
C7 C -0.4967(9) -0.4819(8) -0.1089(6) 0.0302(19) Uani 1 1 d . . .
C8 C -0.3711(8) -0.3759(8) -0.0268(6) 0.0282(18) Uani 1 1 d . . .
C9 C -0.3829(8) -0.4013(8) 0.0764(5) 0.0247(17) Uani 1 1 d . . .
C10 C -0.5005(10) -0.1128(9) -0.1542(7) 0.045(2) Uani 1 1 d . . .
C11 C -0.6125(12) -0.0550(11) -0.1764(8) 0.058(3) Uani 1 1 d . . .
C12 C -0.6675(12) -0.0525(11) -0.2781(9) 0.065(3) Uani 1 1 d . . .
C13 C -0.6087(11) -0.1047(11) -0.3535(7) 0.056(3) Uani 1 1 d . . .
C14 C -0.4947(10) -0.1612(9) -0.3267(6) 0.039(2) Uani 1 1 d . . .
C15 C -0.4256(10) -0.2213(9) -0.4017(6) 0.040(2) Uani 1 1 d . . .
C16 C -0.4650(11) -0.2454(11) -0.5052(6) 0.054(3) Uani 1 1 d . . .
C17 C -0.3874(13) -0.3069(12) -0.5619(7) 0.068(3) Uani 1 1 d . . .
C18 C -0.2609(13) -0.3374(12) -0.5139(7) 0.062(3) Uani 1 1 d . . .
C19 C -0.2284(10) -0.3158(9) -0.4071(6) 0.040(2) Uani 1 1 d . . .
C20 C -0.1086(10) -0.3501(9) -0.3397(6) 0.043(2) Uani 1 1 d . . .
C21 C 0.0032(12) -0.3933(10) -0.3746(7) 0.054(3) Uani 1 1 d . . .
C22 C 0.1019(12) -0.4303(11) -0.3039(8) 0.064(3) Uani 1 1 d . . .
C23 C 0.0926(12) -0.4153(11) -0.2002(8) 0.063(3) Uani 1 1 d . . .
C24 C -0.0143(11) -0.3657(10) -0.1697(7) 0.049(2) Uani 1 1 d . . .
H1 H -0.4640 -0.1176 -0.0839 0.038 Uiso 1 1 c . . .
H2 H -0.6504 -0.0176 -0.1229 0.038 Uiso 1 1 c . . .
H3 H -0.7465 -0.0150 -0.2962 0.038 Uiso 1 1 c . . .
H4 H -0.6457 -0.1022 -0.4240 0.038 Uiso 1 1 c . . .
H5 H -0.5468 -0.2197 -0.5391 0.038 Uiso 1 1 c . . .
H6 H -0.4202 -0.3286 -0.6339 0.038 Uiso 1 1 c . . .
H7 H -0.1994 -0.3714 -0.5526 0.038 Uiso 1 1 c . . .
H8 H 0.0123 -0.3972 -0.4461 0.038 Uiso 1 1 c . . .
H9 H 0.1755 -0.4660 -0.3264 0.038 Uiso 1 1 c . . .
H10 H 0.1605 -0.4396 -0.1505 0.038 Uiso 1 1 c . . .
H11 H -0.0190 -0.3542 -0.0981 0.038 Uiso 1 1 c . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cl Cl 0.1484 0.1585 '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'
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'
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
O1 Cu1 O1 180.0(2) . 2 ?
O1 Cu1 O2 84.1(2) . . ?
O1 Cu1 O2 95.9(2) 2 . ?
O2 Cu1 O2 180.0(6) . 2 ?
N2 Cu2 O5 174.7(3) . . ?
N2 Cu2 N3 81.7(3) . . ?
O5 Cu2 N3 100.7(2) . . ?
N2 Cu2 N1 79.6(3) . . ?
O5 Cu2 N1 98.4(2) . . ?
N3 Cu2 N1 160.4(3) . . ?
N2 Cu2 O6 95.4(2) . . ?
O5 Cu2 O6 79.6(2) . . ?
N3 Cu2 O6 100.2(2) . . ?
N1 Cu2 O6 87.4(2) . . ?
N2 Cu2 O2 102.6(2) . . ?
O5 Cu2 O2 82.3(2) . . ?
N3 Cu2 O2 84.2(2) . . ?
N1 Cu2 O2 94.1(2) . . ?
O6 Cu2 O2 161.89(17) . . ?
C1 O1 Cu1 112.6(5) . . ?
C2 O2 Cu1 111.4(5) . . ?
C8 O5 Cu2 116.9(5) . . ?
C7 O6 Cu2 109.1(5) . . ?
C10 N1 C14 119.3(7) . . ?
C10 N1 Cu2 127.9(6) . . ?
C14 N1 Cu2 112.7(5) . . ?
C15 N2 C19 122.0(7) . . ?
C15 N2 Cu2 120.0(6) . . ?
C19 N2 Cu2 117.3(6) . . ?
C24 N3 C20 119.9(7) . . ?
C24 N3 Cu2 127.6(6) . . ?
C20 N3 Cu2 112.5(6) . . ?
O1 C1 C6 125.3(8) . . ?
O1 C1 C2 115.7(7) . . ?
C6 C1 C2 118.9(7) . . ?
O2 C2 C3 125.4(7) . . ?
O2 C2 C1 114.3(6) . . ?
C3 C2 C1 120.3(7) . . ?
C2 C3 C4 122.9(7) . . ?
C2 C3 Cl2 120.5(6) . . ?
C4 C3 Cl2 116.5(6) . . ?
O4 C4 C3 124.9(8) . . ?
O4 C4 C5 118.2(8) . . ?
C3 C4 C5 116.8(7) . . ?
O3 C5 C6 125.5(8) . . ?
O3 C5 C4 116.7(7) . . ?
C6 C5 C4 117.7(7) . . ?
C1 C6 C5 123.2(7) . . ?
C1 C6 Cl1 119.6(6) . . ?
C5 C6 Cl1 117.2(6) . . ?
O6 C7 C9 123.7(7) . 2_445 ?
O6 C7 C8 117.0(7) . . ?
C9 C7 C8 119.3(6) 2_445 . ?
O5 C8 C9 125.0(7) . . ?
O5 C8 C7 117.4(7) . . ?
C9 C8 C7 117.5(7) . . ?
C8 C9 C7 123.1(7) . 2_445 ?
C8 C9 Cl3 119.0(6) . . ?
C7 C9 Cl3 117.8(5) 2_445 . ?
N1 C10 C11 123.1(8) . . ?
C12 C11 C10 117.9(8) . . ?
C13 C12 C11 119.8(9) . . ?
C12 C13 C14 119.9(9) . . ?
N1 C14 C13 120.0(8) . . ?
N1 C14 C15 115.9(7) . . ?
C13 C14 C15 124.1(8) . . ?
N2 C15 C16 119.6(8) . . ?
N2 C15 C14 110.9(7) . . ?
C16 C15 C14 129.5(8) . . ?
C15 C16 C17 120.4(9) . . ?
C16 C17 C18 120.2(8) . . ?
C19 C18 C17 117.2(8) . . ?
N2 C19 C18 120.3(8) . . ?
N2 C19 C20 113.1(7) . . ?
C18 C19 C20 126.6(8) . . ?
N3 C20 C21 120.6(8) . . ?
N3 C20 C19 114.8(7) . . ?
C21 C20 C19 124.5(8) . . ?
C22 C21 C20 118.7(9) . . ?
C21 C22 C23 119.3(9) . . ?
C24 C23 C22 119.5(9) . . ?
N3 C24 C23 121.7(9) . . ?
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 O1 1.914(5) . ?
Cu1 O2 1.963(5) . ?
Cu2 N2 1.914(6) . ?
Cu2 O5 1.936(5) . ?
Cu2 N3 2.031(6) . ?
Cu2 N1 2.049(7) . ?
Cu2 O6 2.245(6) . ?
Cu2 O2 2.707(6) . ?
Cl1 C6 1.734(8) . ?
Cl2 C3 1.734(8) . ?
Cl3 C9 1.711(7) . ?
O1 C1 1.276(8) . ?
O2 C2 1.282(9) . ?
O3 C5 1.218(9) . ?
O4 C4 1.214(9) . ?
O5 C8 1.273(9) . ?
O6 C7 1.216(8) . ?
N1 C10 1.334(10) . ?
N1 C14 1.345(10) . ?
N2 C15 1.343(10) . ?
N2 C19 1.354(10) . ?
N3 C24 1.327(10) . ?
N3 C20 1.355(9) . ?
C1 C6 1.371(11) . ?
C1 C2 1.517(10) . ?
C2 C3 1.361(10) . ?
C3 C4 1.430(11) . ?
C4 C5 1.563(11) . ?
C5 C6 1.420(11) . ?
C7 C9 1.417(10) 2_445 ?
C7 C8 1.550(10) . ?
C8 C9 1.390(10) . ?
C10 C11 1.375(12) . ?
C11 C12 1.371(13) . ?
C12 C13 1.367(13) . ?
C13 C14 1.390(12) . ?
C14 C15 1.470(12) . ?
C15 C16 1.353(11) . ?
C16 C17 1.378(13) . ?
C17 C18 1.397(14) . ?
C18 C19 1.389(11) . ?
C19 C20 1.478(11) . ?
C20 C21 1.378(12) . ?
C21 C22 1.377(13) . ?
C22 C23 1.379(13) . ?
C23 C24 1.355(12) . ?
