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#$Date: 2022-11-23 10:25:27 +0200 (Wed, 23 Nov 2022) $
#$Revision: 279491 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/62/8106210.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_8106210
loop_
_publ_author_name
'He, Guofang'
'Sun, Junshan'
_publ_section_title
;
 Crystal structure of aqua-bis(3,4-dimethoxybenzoato-κ1
 O)-(2,2′-bipyridine-κ2 N,N′)copper(II), C28H26CuN2O9
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              543
_journal_page_last               544
_journal_paper_doi               10.1515/ncrs-2017-0232
_journal_volume                  233
_journal_year                    2018
_chemical_formula_sum            'C28 H28 Cu N2 O9'
_chemical_formula_weight         600.06
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2015
_cell_angle_alpha                90
_cell_angle_beta                 101.0120(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.3146(11)
_cell_length_b                   11.1769(10)
_cell_length_c                   19.3856(17)
_cell_measurement_reflns_used    5311
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.65
_cell_measurement_theta_min      2.54
_cell_volume                     2619.1(4)
_computing_cell_refinement       'SAINT [10]'
_computing_data_collection       'SMART [10]'
_computing_data_reduction        'SAINT [10]'
_computing_molecular_graphics    'SHELXS-2015 [11]'
_computing_publication_material  'SHELXS-2015 [11]'
_computing_structure_refinement  'SHELXL-2015 [11]'
_computing_structure_solution    'SHELXS-2015 [11]'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0647
_diffrn_reflns_av_unetI/netI     0.0507
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            8180
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.323
_diffrn_reflns_theta_min         2.141
_exptl_absorpt_coefficient_mu    0.894
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_description       bloc
_exptl_crystal_F_000             1244
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.548
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     188
_refine_ls_number_reflns         3161
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0350
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0533P)²+0.5526P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0990
_refine_ls_wR_factor_ref         0.1005
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2831
_reflns_number_total             3161
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2017-0232_suppl.cif
_cod_data_source_block           sjs
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               8106210
_shelx_shelxl_version_number     2015
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.000000 0.04769(2) 0.250000 0.02846(11) Uani 1 2 d S T P . .
O1 O 1.00180(10) 0.12579(11) 0.12579(7) 0.0395(3) Uani 1 1 d . . . . .
O2 O 0.89787(11) 0.16841(11) 0.20333(7) 0.0393(3) Uani 1 1 d . . . . .
O3 O 0.88198(12) 0.44266(12) -0.06468(8) 0.0490(4) Uani 1 1 d . . . . .
O4 O 0.72277(13) 0.55443(13) -0.02947(8) 0.0541(4) Uani 1 1 d . . . . .
N1 N 1.10352(11) -0.08721(13) 0.27982(7) 0.0299(3) Uani 1 1 d . . . . .
C1 C 0.92671(13) 0.18405(14) 0.14431(9) 0.0300(3) Uani 1 1 d . . . . .
C2 C 0.86684(13) 0.28052(14) 0.09848(9) 0.0287(3) Uani 1 1 d . . . . .
C3 C 0.77860(14) 0.34127(15) 0.11693(9) 0.0329(3) Uani 1 1 d . . . . .
H3 H 0.754267 0.320379 0.157861 0.040 Uiso 1 1 calc R U . . .
C4 C 0.72602(14) 0.43298(15) 0.07505(10) 0.0343(4) Uani 1 1 d . . . . .
H4 H 0.666122 0.472523 0.087447 0.041 Uiso 1 1 calc R U . . .
C5 C 0.76335(14) 0.46494(15) 0.01492(10) 0.0341(4) Uani 1 1 d . . . . .
C6 C 0.85235(14) 0.40267(15) -0.00446(9) 0.0325(4) Uani 1 1 d . . . . .
C7 C 0.90301(13) 0.31136(15) 0.03708(9) 0.0310(3) Uani 1 1 d . . . . .
H7 H 0.961577 0.270092 0.024151 0.037 Uiso 1 1 calc R U . . .
C8 C 0.96963(16) 0.38302(19) -0.08805(11) 0.0481(5) Uani 1 1 d . . . . .
H8A H 1.034541 0.384925 -0.051664 0.072 Uiso 1 1 calc R U . . .
H8B H 0.984863 0.422239 -0.129227 0.072 Uiso 1 1 calc R U . . .
H8C H 0.948966 0.301431 -0.099129 0.072 Uiso 1 1 calc R U . . .
C10 C 0.6279(2) 0.6166(2) -0.01803(14) 0.0679(7) Uani 1 1 d . . . . .
H10A H 0.570509 0.560268 -0.014137 0.102 Uiso 1 1 calc R U . . .
H10B H 0.602741 0.669535 -0.056776 0.102 Uiso 1 1 calc R U . . .
H10C H 0.645973 0.662155 0.024594 0.102 Uiso 1 1 calc R U . . .
C11 C 1.21062(14) -0.07709(17) 0.31032(10) 0.0366(4) Uani 1 1 d . . . . .
H11 H 1.240245 -0.001085 0.320218 0.044 Uiso 1 1 calc R U . . .
C12 C 1.27819(15) -0.17501(19) 0.32747(10) 0.0431(4) Uani 1 1 d . . . . .
H12 H 1.351867 -0.165452 0.349075 0.052 Uiso 1 1 calc R U . . .
C13 C 1.23450(15) -0.28729(18) 0.31200(10) 0.0417(4) Uani 1 1 d . . . . .
H13 H 1.278958 -0.354755 0.321902 0.050 Uiso 1 1 calc R U . . .
C14 C 1.12331(15) -0.29904(16) 0.28143(10) 0.0368(4) Uani 1 1 d . . . . .
H14 H 1.092264 -0.374388 0.271389 0.044 Uiso 1 1 calc R U . . .
C15 C 1.05952(12) -0.19722(14) 0.26617(8) 0.0282(3) Uani 1 1 d . . . . .
O5 O 0.000000 0.4254(2) 0.250000 0.0634(6) Uani 1 2 d DS T P . .
H5A H 0.0513(19) 0.3892(10) 0.2777(14) 0.152(17) Uiso 1 1 d 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'
Cu Cu 0.3201 1.2651 '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'
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
O2 Cu1 O2 92.20(8) . 2_755
O2 Cu1 N1 93.96(6) . 2_755
O2 Cu1 N1 169.38(5) 2_755 2_755
O2 Cu1 N1 169.38(5) . .
O2 Cu1 N1 93.96(6) 2_755 .
N1 Cu1 N1 81.33(8) 2_755 .
C1 O2 Cu1 104.28(10) . .
C6 O3 C8 117.72(14) . .
C5 O4 C10 118.70(16) . .
C11 N1 C15 119.13(14) . .
C11 N1 Cu1 125.84(12) . .
C15 N1 Cu1 115.02(10) . .
O1 C1 O2 122.68(15) . .
O1 C1 C2 121.09(15) . .
O2 C1 C2 116.20(14) . .
C3 C2 C7 119.64(15) . .
C3 C2 C1 121.41(15) . .
C7 C2 C1 118.93(14) . .
C2 C3 C4 120.81(16) . .
C2 C3 H3 119.6 . .
C4 C3 H3 119.6 . .
C5 C4 C3 119.46(15) . .
C5 C4 H4 120.3 . .
C3 C4 H4 120.3 . .
O4 C5 C4 125.97(15) . .
O4 C5 C6 114.06(16) . .
C4 C5 C6 119.96(15) . .
O3 C6 C7 125.43(15) . .
O3 C6 C5 114.56(15) . .
C7 C6 C5 120.00(15) . .
C6 C7 C2 120.12(14) . .
C6 C7 H7 119.9 . .
C2 C7 H7 119.9 . .
O3 C8 H8A 109.5 . .
O3 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
O3 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
O4 C10 H10A 109.5 . .
O4 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
O4 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
N1 C11 C12 122.47(17) . .
N1 C11 H11 118.8 . .
C12 C11 H11 118.8 . .
C13 C12 C11 118.65(16) . .
C13 C12 H12 120.7 . .
C11 C12 H12 120.7 . .
C12 C13 C14 119.42(16) . .
C12 C13 H13 120.3 . .
C14 C13 H13 120.3 . .
C15 C14 C13 119.12(16) . .
C15 C14 H14 120.4 . .
C13 C14 H14 120.4 . .
N1 C15 C14 121.18(14) . .
N1 C15 C15 114.28(8) . 2_755
C14 C15 C15 124.54(10) . 2_755
H5A O5 H5A 123.0(19) . 2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.9458(12) .
Cu1 O2 1.9458(12) 2_755
Cu1 N1 1.9877(14) 2_755
Cu1 N1 1.9877(14) .
O1 C1 1.239(2) .
O2 C1 1.273(2) .
O3 C6 1.363(2) .
O3 C8 1.415(2) .
O4 C5 1.351(2) .
O4 C10 1.413(2) .
N1 C11 1.343(2) .
N1 C15 1.349(2) .
C1 C2 1.498(2) .
C2 C3 1.385(2) .
C2 C7 1.392(2) .
C3 C4 1.389(2) .
C3 H3 0.9300 .
C4 C5 1.379(3) .
C4 H4 0.9300 .
C5 C6 1.409(2) .
C6 C7 1.374(2) .
C7 H7 0.9300 .
C8 H8A 0.9600 .
C8 H8B 0.9600 .
C8 H8C 0.9600 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 C12 1.377(3) .
C11 H11 0.9300 .
C12 C13 1.376(3) .
C12 H12 0.9300 .
C13 C14 1.390(3) .
C13 H13 0.9300 .
C14 C15 1.382(2) .
C14 H14 0.9300 .
C15 C15 1.480(3) 2_755
O5 H5A 0.8499(10) .
O5 H5A 0.8499(10) 2
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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
Cu1 O2 C1 O1 2.61(19) . . . .
Cu1 O2 C1 C2 -175.55(11) . . . .
O1 C1 C2 C3 176.20(16) . . . .
O2 C1 C2 C3 -5.6(2) . . . .
O1 C1 C2 C7 -5.5(2) . . . .
O2 C1 C2 C7 172.68(15) . . . .
C7 C2 C3 C4 -0.3(3) . . . .
C1 C2 C3 C4 178.01(15) . . . .
C2 C3 C4 C5 -1.0(3) . . . .
C10 O4 C5 C4 -5.5(3) . . . .
C10 O4 C5 C6 175.1(2) . . . .
C3 C4 C5 O4 -177.79(17) . . . .
C3 C4 C5 C6 1.6(3) . . . .
C8 O3 C6 C7 2.3(3) . . . .
C8 O3 C6 C5 -178.96(17) . . . .
O4 C5 C6 O3 -0.3(2) . . . .
C4 C5 C6 O3 -179.78(17) . . . .
O4 C5 C6 C7 178.46(16) . . . .
C4 C5 C6 C7 -1.0(3) . . . .
O3 C6 C7 C2 178.40(17) . . . .
C5 C6 C7 C2 -0.3(3) . . . .
C3 C2 C7 C6 0.9(2) . . . .
C1 C2 C7 C6 -177.45(15) . . . .
C15 N1 C11 C12 0.9(3) . . . .
Cu1 N1 C11 C12 -177.84(14) . . . .
N1 C11 C12 C13 0.8(3) . . . .
C11 C12 C13 C14 -1.7(3) . . . .
C12 C13 C14 C15 1.1(3) . . . .
C11 N1 C15 C14 -1.6(2) . . . .
Cu1 N1 C15 C14 177.28(13) . . . .
C11 N1 C15 C15 178.86(17) . . . 2_755
Cu1 N1 C15 C15 -2.3(2) . . . 2_755
C13 C14 C15 N1 0.6(3) . . . .
C13 C14 C15 C15 -179.90(19) . . . 2_755
