#------------------------------------------------------------------------------
#$Date: 2025-08-19 14:52:15 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301804 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/24/2212426.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2212426
loop_
_publ_author_name
'Shi, Ai-E'
'Li, Bai-Yan'
'Hou, Guang-Feng'
'Gao, Jin-Sheng'
_publ_section_title
;trans-Tetraaquabis(2,6-dimethylpyridinium-3,5-dicarboxylato)copper(II)
 tetrahydrate
;
_journal_coeditor_code           YA2038
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m471
_journal_page_last               m473
_journal_paper_doi               10.1107/S1600536807000669
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu (C9 H8 N O4)2 (H2 O)4] , 4H2 O'
_chemical_formula_moiety         'C18 H24 Cu N2 O12 , 4H2 O'
_chemical_formula_sum            'C18 H32 Cu N2 O16'
_chemical_formula_weight         596.01
_chemical_name_systematic
;
trans-Tetraaquabis(2,6-dimethylpyridinium-3,5-dicarboxylato)copper(II)
tetrahydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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
_cell_angle_alpha                111.22(3)
_cell_angle_beta                 102.55(3)
_cell_angle_gamma                96.83(3)
_cell_formula_units_Z            1
_cell_length_a                   6.867(5)
_cell_length_b                   9.203(6)
_cell_length_c                   11.108(8)
_cell_measurement_reflns_used    5849
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     623.5(8)
_computing_cell_refinement       RAPID-AUTO
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_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  0.024
_diffrn_reflns_av_sigmaI/netI    0.029
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6158
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         3.1
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.96
_exptl_absorpt_correction_T_max  0.806
_exptl_absorpt_correction_T_min  0.728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             311
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.41
_refine_ls_extinction_coef       0.068(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997a)'
_refine_ls_goodness_of_fit_ref   1.20
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         2823
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.20
_refine_ls_R_factor_all          0.032
_refine_ls_R_factor_gt           0.029
_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)+(0.0565P)²+0.2023P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.092
_refine_ls_wR_factor_ref         0.102
_reflns_number_gt                2653
_reflns_number_total             2823
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ya2038.cif
_cod_data_source_block           I
_cod_original_cell_volume        623.6(8)
_cod_database_code               2212426
_cod_database_fobs_code          2212426
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
C C1 0.7026(3) 0.0160(2) -0.18538(18) 0.0226(4) Uani d . 1
C C2 0.7113(3) -0.0844(2) -0.11700(17) 0.0201(3) Uani d . 1
C C3 0.7557(3) -0.0149(2) 0.02240(17) 0.0204(3) Uani d . 1
H H1 0.7634 -0.0807 0.0693 0.024 Uiso calc R 1
C C4 0.7890(3) 0.1489(2) 0.09460(16) 0.0198(3) Uani d . 1
C C5 0.7716(3) 0.2461(2) 0.02373(18) 0.0229(4) Uani d . 1
C C6 0.6676(3) -0.2656(2) -0.18583(18) 0.0238(4) Uani d . 1
C C7 0.8415(3) 0.2121(2) 0.24715(17) 0.0226(4) Uani d . 1
C C8 0.6694(4) -0.0314(2) -0.33322(19) 0.0338(5) Uani d . 1
H H3 0.6886 0.0627 -0.3516 0.051 Uiso calc R 1
H H4 0.5329 -0.0931 -0.3805 0.051 Uiso calc R 1
H H5 0.7655 -0.0941 -0.3625 0.051 Uiso calc R 1
C C9 0.7902(4) 0.4225(2) 0.0801(2) 0.0355(5) Uani d . 1
H H6 0.9282 0.4745 0.1336 0.053 Uiso calc R 1
H H7 0.6990 0.4496 0.1351 0.053 Uiso calc R 1
H H8 0.7554 0.4569 0.0077 0.053 Uiso calc R 1
Cu Cu1 1.0000 0.5000 0.5000 0.02310(14) Uani d S 1
H H2 0.721(4) 0.238(3) -0.155(3) 0.030(6) Uiso d . 1
N N1 0.7305(3) 0.17435(19) -0.11146(15) 0.0235(3) Uani d . 1
O O1 0.5859(2) -0.32736(17) -0.31041(14) 0.0317(3) Uani d . 1
O O2 0.7127(3) -0.33730(18) -0.11309(16) 0.0450(5) Uani d . 1
O O3 0.9165(2) 0.35907(16) 0.30890(13) 0.0293(3) Uani d . 1
O O4 0.8096(3) 0.11446(18) 0.29722(14) 0.0387(4) Uani d . 1
O O5 1.1192(3) 0.71981(19) 0.43339(15) 0.0375(4) Uani d . 1
H H9 1.1630 0.7879 0.5144 0.056 Uiso d R 1
H H10 1.0155 0.7392 0.3891 0.056 Uiso d R 1
O O6 0.7361(2) 0.56077(18) 0.47725(14) 0.0319(3) Uani d . 1
H H11 0.6404 0.4837 0.4195 0.048 Uiso d R 1
H H12 0.7001 0.5998 0.5489 0.048 Uiso d R 1
O O7 0.3578(3) 0.65353(17) 0.26093(15) 0.0354(4) Uani d . 1
H H13 0.3389 0.5542 0.2137 0.053 Uiso d R 1
H H14 0.3028 0.6655 0.3245 0.053 Uiso d R 1
O O8 0.7843(4) 0.8023(3) 0.3060(3) 0.0780(8) Uani d . 1
H H15 0.6699 0.7623 0.3112 0.117 Uiso d R 1
H H16 0.7829 0.8950 0.3072 0.117 Uiso d R 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 C2 . . 117.47(17) ?
N1 C1 C8 . . 115.55(17) ?
C2 C1 C8 . . 126.97(17) ?
C3 C2 C1 . . 117.87(17) ?
C3 C2 C6 . . 118.09(16) ?
C1 C2 C6 . . 124.00(16) ?
C4 C3 C2 . . 122.71(17) ?
C4 C3 H1 . . 118.6 ?
C2 C3 H1 . . 118.6 ?
C5 C4 C3 . . 118.36(16) ?
C5 C4 C7 . . 123.43(16) ?
C3 C4 C7 . . 118.20(16) ?
N1 C5 C4 . . 117.15(17) ?
N1 C5 C9 . . 115.65(17) ?
C4 C5 C9 . . 127.20(17) ?
O2 C6 O1 . . 126.35(18) ?
O2 C6 C2 . . 116.60(17) ?
O1 C6 C2 . . 117.04(17) ?
O4 C7 O3 . . 127.02(17) ?
O4 C7 C4 . . 117.36(17) ?
O3 C7 C4 . . 115.61(16) ?
C1 C8 H3 . . 109.5 ?
C1 C8 H4 . . 109.5 ?
H3 C8 H4 . . 109.5 ?
C1 C8 H5 . . 109.5 ?
H3 C8 H5 . . 109.5 ?
H4 C8 H5 . . 109.5 ?
C5 C9 H6 . . 109.5 ?
C5 C9 H7 . . 109.5 ?
H6 C9 H7 . . 109.5 ?
C5 C9 H8 . . 109.5 ?
H6 C9 H8 . . 109.5 ?
H7 C9 H8 . . 109.5 ?
O6 Cu1 O6 2_766 . 180.0 yes
O6 Cu1 O3 2_766 . 90.78(7) ?
O6 Cu1 O3 . . 89.22(7) yes
O6 Cu1 O3 2_766 2_766 89.22(7) ?
O6 Cu1 O3 . 2_766 90.78(7) yes
O3 Cu1 O3 . 2_766 180.0000(10) yes
O6 Cu1 O5 2_766 . 93.58(7) ?
O6 Cu1 O5 . . 86.42(7) yes
O3 Cu1 O5 . . 87.26(8) yes
O3 Cu1 O5 2_766 . 92.74(8) ?
O6 Cu1 O5 2_766 2_766 86.42(7) ?
O6 Cu1 O5 . 2_766 93.58(7) yes
O3 Cu1 O5 . 2_766 92.74(8) yes
O3 Cu1 O5 2_766 2_766 87.26(8) ?
O5 Cu1 O5 . 2_766 180.0 ?
C5 N1 C1 . . 126.36(16) ?
C5 N1 H2 . . 116.0(17) ?
C1 N1 H2 . . 117.6(17) ?
C7 O3 Cu1 . . 132.29(13) ?
Cu1 O5 H9 . . 93.0 ?
Cu1 O5 H10 . . 108.6 ?
H9 O5 H10 . . 112.3 ?
Cu1 O6 H11 . . 112.1 ?
Cu1 O6 H12 . . 115.5 ?
H11 O6 H12 . . 108.5 ?
H13 O7 H14 . . 108.6 ?
H15 O8 H16 . . 109.4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.354(3) ?
C1 C2 . 1.391(3) ?
C1 C8 . 1.495(3) ?
C2 C3 . 1.390(3) ?
C2 C6 . 1.521(3) ?
C3 C4 . 1.389(3) ?
C3 H1 . 0.9300 ?
C4 C5 . 1.389(3) ?
C4 C7 . 1.520(3) ?
C5 N1 . 1.351(3) ?
C5 C9 . 1.491(3) ?
C6 O2 . 1.229(3) ?
C6 O1 . 1.253(3) ?
C7 O4 . 1.238(3) ?
C7 O3 . 1.255(2) ?
C8 H3 . 0.9600 ?
C8 H4 . 0.9600 ?
C8 H5 . 0.9600 ?
C9 H6 . 0.9600 ?
C9 H7 . 0.9600 ?
C9 H8 . 0.9600 ?
Cu1 O3 . 1.9540(19) yes
Cu1 O3 2_766 1.9540(19) ?
Cu1 O5 . 2.503(2) yes
Cu1 O5 2_766 2.503(2) ?
Cu1 O6 2_766 1.951(2) ?
Cu1 O6 . 1.951(2) yes
N1 H2 . 0.88(3) ?
O5 H9 . 0.8501 ?
O5 H10 . 0.8500 ?
O6 H11 . 0.8500 ?
O6 H12 . 0.8500 ?
O7 H13 . 0.8500 ?
O7 H14 . 0.8500 ?
O8 H15 . 0.8500 ?
O8 H16 . 0.8500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O8 H16 O4 1_565 0.85 2.05 2.896(3) 172.3
O8 H15 O7 . 0.85 2.11 2.935(4) 162.1
O7 H14 O5 1_455 0.85 1.92 2.735(3) 160.9
O7 H13 O2 2_655 0.85 1.85 2.695(3) 177.5
O6 H12 O1 1_566 0.85 1.85 2.690(3) 172.2
O6 H11 O1 2_655 0.85 1.83 2.673(3) 172.4
O5 H10 O8 . 0.85 1.92 2.765(3) 174.0
O5 H9 O4 2_766 0.85 1.91 2.721(3) 159.1
N1 H2 O7 2_665 0.88(3) 1.84(3) 2.707(3) 167(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168309127
