#------------------------------------------------------------------------------
#$Date: 2022-03-04 12:29:23 +0200 (Fri, 04 Mar 2022) $
#$Revision: 273339 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/46/8104638.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_8104638
loop_
_publ_author_name
'Zhang, Zhongyu'
'Tong, Mingqiong'
'Liu, Yanling'
_publ_section_title
;
 The crystal structure of aqua-bis(6-chloropicolinato-κ2 N,O)copper(II),
 C12H8Cl2N2O5Cu
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              971
_journal_page_last               972
_journal_paper_doi               10.1515/ncrs-2021-0171
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C12 H8 Cl2 Cu N2 O5'
_chemical_formula_sum            'C12 H8 Cl2 Cu N2 O5'
_chemical_formula_weight         394.64
_chemical_name_systematic
;
6-chloropyridine-2-carboxylic acid Copper (II)
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                86.701(6)
_cell_angle_beta                 84.830(5)
_cell_angle_gamma                77.353(5)
_cell_formula_units_Z            2
_cell_length_a                   6.800(2)
_cell_length_b                   9.086(3)
_cell_length_c                   11.363(4)
_cell_measurement_reflns_used    2929
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.08
_cell_measurement_theta_min      2.30
_cell_volume                     681.7(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0125
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4692
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.107
_diffrn_reflns_theta_min         1.801
_exptl_absorpt_coefficient_mu    2.019
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.923
_exptl_crystal_description       Block
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details
;
 Flack x determined using 1462 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Crystallogr. B69 (2013) 249-259).
;
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         2998
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0250
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0300P)²+0.3726P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0655
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2704
_reflns_number_total             2998
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0171_suppl.cif
_cod_data_source_block           exp_1115
_cod_database_code               8104638
_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'
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 0.63033(4) 0.79121(3) 0.65841(2) 0.02320(8) Uani 1 1 d D . . . .
Cl1 Cl 0.33740(9) 0.64066(7) 0.85624(5) 0.03863(14) Uani 1 1 d . . . . .
Cl2 Cl 0.89300(9) 0.47344(7) 0.83728(5) 0.03834(14) Uani 1 1 d . . . . .
O1 O 0.8697(2) 0.89883(18) 0.67337(13) 0.0331(3) Uani 1 1 d . . . . .
O2 O 1.0344(2) 0.97638(18) 0.81051(14) 0.0334(3) Uani 1 1 d . . . . .
O3 O 0.6288(2) 0.79805(16) 0.48969(12) 0.0312(3) Uani 1 1 d . . . . .
O4 O 0.6447(3) 0.6574(2) 0.33334(13) 0.0406(4) Uani 1 1 d . . . . .
O5 O 0.3755(3) 0.9528(2) 0.66144(16) 0.0488(5) Uani 1 1 d D . . . .
H5A H 0.2761(12) 0.9273(13) 0.6955(15) 0.073 Uiso 1 1 d D U . . .
H5B H 0.366(2) 1.0096(15) 0.6026(9) 0.073 Uiso 1 1 d D U . . .
N1 N 0.6219(2) 0.79432(18) 0.83367(14) 0.0220(3) Uani 1 1 d . . . . .
N2 N 0.7572(2) 0.56074(18) 0.62878(14) 0.0219(3) Uani 1 1 d . . . . .
C1 C 0.9011(3) 0.9177(2) 0.77804(17) 0.0243(4) Uani 1 1 d . . . . .
C2 C 0.7600(3) 0.8614(2) 0.87388(17) 0.0236(4) Uani 1 1 d . . . . .
C3 C 0.7757(4) 0.8727(3) 0.99272(19) 0.0335(5) Uani 1 1 d . . . . .
H3 H 0.8731 0.9182 1.0185 0.040 Uiso 1 1 calc R U . . .
C4 C 0.6434(4) 0.8150(3) 1.07373(19) 0.0388(5) Uani 1 1 d . . . . .
H4 H 0.6506 0.8220 1.1545 0.047 Uiso 1 1 calc R U . . .
C5 C 0.5017(4) 0.7473(3) 1.03286(19) 0.0347(5) Uani 1 1 d . . . . .
H5 H 0.4105 0.7088 1.0852 0.042 Uiso 1 1 calc R U . . .
C6 C 0.4981(3) 0.7379(2) 0.91258(18) 0.0260(4) Uani 1 1 d . . . . .
C7 C 0.6623(3) 0.6715(2) 0.43735(17) 0.0264(4) Uani 1 1 d . . . . .
C8 C 0.7335(3) 0.5332(2) 0.51564(17) 0.0236(4) Uani 1 1 d . . . . .
C9 C 0.7806(3) 0.3904(3) 0.4715(2) 0.0314(5) Uani 1 1 d . . . . .
H9 H 0.7644 0.3764 0.3928 0.038 Uiso 1 1 calc R U . . .
C10 C 0.8525(3) 0.2682(3) 0.5461(2) 0.0358(5) Uani 1 1 d . . . . .
H10 H 0.8798 0.1704 0.5194 0.043 Uiso 1 1 calc R U . . .
C11 C 0.8824(3) 0.2942(2) 0.6601(2) 0.0337(5) Uani 1 1 d . . . . .
H11 H 0.9329 0.2146 0.7118 0.040 Uiso 1 1 calc R U . . .
C12 C 0.8358(3) 0.4417(2) 0.69683(18) 0.0256(4) Uani 1 1 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'
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'
Cl Cl 0.1484 0.1585 '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
O3 Cu1 N1 177.06(6) . .
O3 Cu1 O5 87.72(7) . .
N1 Cu1 O5 89.46(7) . .
O3 Cu1 O1 99.31(6) . .
N1 Cu1 O1 80.70(6) . .
O5 Cu1 O1 107.00(8) . .
O3 Cu1 N2 81.43(6) . .
N1 Cu1 N2 101.39(6) . .
O5 Cu1 N2 145.02(8) . .
O1 Cu1 N2 107.53(7) . .
C1 O1 Cu1 113.99(12) . .
C7 O3 Cu1 117.91(13) . .
Cu1 O5 H5A 114.6(8) . .
Cu1 O5 H5B 114.4(9) . .
H5A O5 H5B 121.3(12) . .
C6 N1 C2 118.27(17) . .
C6 N1 Cu1 127.35(14) . .
C2 N1 Cu1 114.38(13) . .
C12 N2 C8 116.50(17) . .
C12 N2 Cu1 134.76(14) . .
C8 N2 Cu1 108.48(12) . .
O2 C1 O1 126.58(19) . .
O2 C1 C2 117.53(18) . .
O1 C1 C2 115.90(17) . .
N1 C2 C3 121.98(19) . .
N1 C2 C1 115.00(17) . .
C3 C2 C1 122.97(19) . .
C2 C3 C4 118.9(2) . .
C2 C3 H3 120.5 . .
C4 C3 H3 120.5 . .
C5 C4 C3 119.2(2) . .
C5 C4 H4 120.4 . .
C3 C4 H4 120.4 . .
C6 C5 C4 118.4(2) . .
C6 C5 H5 120.8 . .
C4 C5 H5 120.8 . .
N1 C6 C5 123.2(2) . .
N1 C6 Cl1 116.18(15) . .
C5 C6 Cl1 120.52(16) . .
O4 C7 O3 125.5(2) . .
O4 C7 C8 119.73(19) . .
O3 C7 C8 114.75(17) . .
N2 C8 C9 123.07(19) . .
N2 C8 C7 115.42(17) . .
C9 C8 C7 121.41(19) . .
C8 C9 C10 119.0(2) . .
C8 C9 H9 120.5 . .
C10 C9 H9 120.5 . .
C11 C10 C9 118.7(2) . .
C11 C10 H10 120.6 . .
C9 C10 H10 120.6 . .
C10 C11 C12 118.7(2) . .
C10 C11 H11 120.7 . .
C12 C11 H11 120.7 . .
N2 C12 C11 123.9(2) . .
N2 C12 Cl2 118.18(16) . .
C11 C12 Cl2 117.84(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O3 1.9154(16) .
Cu1 N1 1.9887(17) .
Cu1 O5 2.0100(17) .
Cu1 O1 2.0980(16) .
Cu1 N2 2.1167(17) .
Cl1 C6 1.731(2) .
Cl2 C12 1.731(2) .
O1 C1 1.255(3) .
O2 C1 1.240(2) .
O3 C7 1.291(3) .
O4 C7 1.215(3) .
O5 H5A 0.8192(11) .
O5 H5B 0.8192(11) .
N1 C6 1.333(3) .
N1 C2 1.350(3) .
N2 C12 1.333(3) .
N2 C8 1.354(3) .
C1 C2 1.527(3) .
C2 C3 1.375(3) .
C3 C4 1.390(3) .
C3 H3 0.9300 .
C4 C5 1.377(3) .
C4 H4 0.9300 .
C5 C6 1.377(3) .
C5 H5 0.9300 .
C7 C8 1.512(3) .
C8 C9 1.379(3) .
C9 C10 1.386(3) .
C9 H9 0.9300 .
C10 C11 1.371(3) .
C10 H10 0.9300 .
C11 C12 1.388(3) .
C11 H11 0.9300 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5B O3 0.8192(11) 1.991(8) 2.758(2) 155.6(18) 2_676
