#------------------------------------------------------------------------------
#$Date: 2025-08-19 16:18:28 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301805 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/82/2228267.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_2228267
loop_
_publ_author_name
'Zhu, Hong-lin'
_publ_section_title
;
 (μ-Butane-1,2,3,4-tetracarboxylato)bis[triaqua(1,10-phenanthroline)nickel(II)]
 hexahydrate
;
_journal_coeditor_code           CV2791
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1537
_journal_paper_doi               10.1107/S1600536810045137
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Ni2 (C8 H6 O8) (C12 H8 N2)2 (H2 O)6], 6H2 O'
_chemical_formula_moiety         'C32 H34 N2 Ni2 O14, 6(H2 O)'
_chemical_formula_sum            'C32 H46 N4 Ni2 O20'
_chemical_formula_weight         924.15
_chemical_name_systematic
;
(μ-Butane-1,2,3,4-tetracarboxylato)bis[triaqua(1,10-phenanthroline)nickel(II)]
hexahydrate
;
_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
_audit_creation_method           SHELXL-97
_cell_angle_alpha                91.90(3)
_cell_angle_beta                 97.14(3)
_cell_angle_gamma                111.54(3)
_cell_formula_units_Z            1
_cell_length_a                   9.0382(18)
_cell_length_b                   9.5342(19)
_cell_length_c                   12.253(3)
_cell_measurement_reflns_used    6619
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.43
_cell_measurement_theta_min      3.06
_cell_volume                     971.0(4)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2004)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.945
_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  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0330
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7940
_diffrn_reflns_theta_full        27.43
_diffrn_reflns_theta_max         27.43
_diffrn_reflns_theta_min         3.06
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.057
_exptl_absorpt_correction_T_max  0.713
_exptl_absorpt_correction_T_min  0.641
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             482
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.743
_refine_diff_density_min         -0.481
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.165
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4195
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.165
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0343
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0364P)²+1.1101P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.1082
_reflns_number_gt                3499
_reflns_number_total             4195
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            cv2791.cif
_cod_data_source_block           I
_cod_original_cell_volume        971.0(3)
_cod_database_code               2228267
_cod_database_fobs_code          2228267
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni 0.68724(4) 0.80076(4) 0.76505(3) 0.02477(12) Uani d . 1 . .
N N1 0.6678(3) 0.9786(3) 0.67867(18) 0.0276(5) Uani d . 1 . .
N N2 0.7744(3) 0.7621(3) 0.62136(19) 0.0277(5) Uani d . 1 . .
O O5 0.5825(3) 0.8507(3) 0.89489(17) 0.0423(5) Uani d . 1 . .
H H5B 0.4869 0.8552 0.8872 0.051 Uiso d . 1 . .
H H5C 0.6378 0.8539 0.9561 0.051 Uiso d . 1 . .
O O6 0.4684(2) 0.6335(2) 0.69310(17) 0.0341(5) Uani d . 1 . .
H H6B 0.4833 0.5630 0.7195 0.041 Uiso d . 1 . .
H H6C 0.3783 0.6165 0.7092 0.041 Uiso d . 1 . .
O O7 0.9146(2) 0.9445(2) 0.84282(16) 0.0293(4) Uani d . 1 . .
H H7B 0.9588 0.9008 0.8865 0.035 Uiso d . 1 . .
H H7C 0.9255 1.0310 0.8718 0.035 Uiso d . 1 . .
O O1 0.7521(2) 0.6486(2) 0.84846(17) 0.0362(5) Uani d . 1 . .
O O2 0.5423(2) 0.4320(2) 0.8157(2) 0.0425(5) Uani d . 1 . .
C C1 0.6809(3) 0.5127(3) 0.8629(2) 0.0271(6) Uani d . 1 . .
C C2 0.7714(3) 0.4396(3) 0.9396(2) 0.0290(6) Uani d . 1 . .
H H2A 0.7638 0.3446 0.9035 0.035 Uiso calc R 1 . .
H H2B 0.7215 0.4176 1.0059 0.035 Uiso calc R 1 . .
C C3 0.9509(3) 0.5431(3) 0.9717(2) 0.0295(6) Uani d . 1 . .
H H3A 0.9948 0.5802 0.9044 0.035 Uiso calc R 1 . .
C C4 0.9715(3) 0.6820(3) 1.0517(2) 0.0309(6) Uani d . 1 . .
O O3 0.9006(3) 0.6585(2) 1.13534(18) 0.0407(5) Uani d . 1 . .
O O4 1.0589(3) 0.8098(2) 1.02824(17) 0.0347(5) Uani d . 1 . .
C C5 0.6195(4) 1.0876(4) 0.7097(3) 0.0359(7) Uani d . 1 . .
H H5A 0.5862 1.0870 0.7786 0.043 Uiso calc R 1 . .
C C6 0.6166(4) 1.2032(4) 0.6433(3) 0.0434(8) Uani d . 1 . .
H H6A 0.5815 1.2773 0.6678 0.052 Uiso calc R 1 . .
C C7 0.6657(4) 1.2063(4) 0.5420(3) 0.0415(8) Uani d . 1 . .
H H7A 0.6635 1.2821 0.4967 0.050 Uiso calc R 1 . .
C C8 0.7197(4) 1.0935(4) 0.5066(2) 0.0347(6) Uani d . 1 . .
C C9 0.7752(4) 1.0884(4) 0.4024(3) 0.0431(8) Uani d . 1 . .
H H9A 0.7787 1.1638 0.3554 0.052 Uiso calc R 1 . .
C C10 0.8223(4) 0.9765(4) 0.3714(2) 0.0427(8) Uani d . 1 . .
H H10A 0.8570 0.9755 0.3032 0.051 Uiso calc R 1 . .
C C11 0.8201(4) 0.8591(4) 0.4419(2) 0.0346(7) Uani d . 1 . .
C C12 0.8641(4) 0.7363(4) 0.4137(3) 0.0432(8) Uani d . 1 . .
H H12A 0.8931 0.7258 0.3446 0.052 Uiso calc R 1 . .
C C13 0.8637(4) 0.6342(4) 0.4880(3) 0.0460(8) Uani d . 1 . .
H H13A 0.8919 0.5528 0.4698 0.055 Uiso calc R 1 . .
C C14 0.8207(4) 0.6510(3) 0.5925(3) 0.0361(7) Uani d . 1 . .
H H14A 0.8248 0.5817 0.6433 0.043 Uiso calc R 1 . .
C C15 0.7721(3) 0.8636(3) 0.5468(2) 0.0278(6) Uani d . 1 . .
C C16 0.7193(3) 0.9821(3) 0.5787(2) 0.0265(6) Uani d . 1 . .
O O8 0.1691(3) 0.5950(3) 0.74263(19) 0.0460(6) Uani d . 1 . .
H H8A 0.1488 0.5207 0.7791 0.055 Uiso d . 1 . .
H H8B 0.2014 0.6772 0.7847 0.055 Uiso d . 1 . .
O O9 0.6790(3) 0.8105(2) 0.10898(17) 0.0368(5) Uani d . 1 . .
H H9B 0.6128 0.7421 0.1314 0.044 Uiso d . 1 . .
H H9C 0.7676 0.7992 0.1111 0.044 Uiso d . 1 . .
O O10 0.7218(3) 0.1261(3) 0.11685(18) 0.0414(5) Uani d . 1 . .
H H10B 0.7796 0.1543 0.0685 0.050 Uiso d . 1 . .
H H10C 0.6930 0.0308 0.1270 0.050 Uiso d . 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'
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'
Ni Ni 0.3393 1.1124 '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
O1 Ni O5 . . 92.22(10) ?
O1 Ni N1 . . 168.90(9) ?
O5 Ni N1 . . 93.36(9) ?
O1 Ni O7 . . 81.02(8) ?
O5 Ni O7 . . 90.53(9) ?
N1 Ni O7 . . 89.35(9) ?
O1 Ni N2 . . 94.72(10) ?
O5 Ni N2 . . 172.60(9) ?
N1 Ni N2 . . 80.24(9) ?
O7 Ni N2 . . 93.08(9) ?
O1 Ni O6 . . 91.78(9) ?
O5 Ni O6 . . 91.48(9) ?
N1 Ni O6 . . 97.65(9) ?
O7 Ni O6 . . 172.59(8) ?
N2 Ni O6 . . 85.75(9) ?
C5 N1 C16 . . 118.2(3) ?
C5 N1 Ni . . 129.1(2) ?
C16 N1 Ni . . 112.61(18) ?
C14 N2 C15 . . 117.9(3) ?
C14 N2 Ni . . 129.5(2) ?
C15 N2 Ni . . 112.43(18) ?
Ni O5 H5B . . 123.9 ?
Ni O5 H5C . . 111.3 ?
H5B O5 H5C . . 124.2 ?
Ni O6 H6B . . 96.9 ?
Ni O6 H6C . . 128.3 ?
H6B O6 H6C . . 98.2 ?
Ni O7 H7B . . 112.7 ?
Ni O7 H7C . . 118.6 ?
H7B O7 H7C . . 110.8 ?
C1 O1 Ni . . 133.77(19) ?
O1 C1 O2 . . 124.4(3) ?
O1 C1 C2 . . 117.3(2) ?
O2 C1 C2 . . 118.3(3) ?
C1 C2 C3 . . 111.9(2) ?
C1 C2 H2A . . 109.2 ?
C3 C2 H2A . . 109.2 ?
C1 C2 H2B . . 109.2 ?
C3 C2 H2B . . 109.2 ?
H2A C2 H2B . . 107.9 ?
C3 C3 C2 2_767 . 111.6(3) ?
C3 C3 C4 2_767 . 108.1(3) ?
C2 C3 C4 . . 111.4(2) ?
C3 C3 H3A 2_767 . 108.5 ?
C2 C3 H3A . . 108.5 ?
C4 C3 H3A . . 108.5 ?
O4 C4 O3 . . 124.4(3) ?
O4 C4 C3 . . 117.3(2) ?
O3 C4 C3 . . 118.3(3) ?
N1 C5 C6 . . 122.8(3) ?
N1 C5 H5A . . 118.6 ?
C6 C5 H5A . . 118.6 ?
C7 C6 C5 . . 119.4(3) ?
C7 C6 H6A . . 120.3 ?
C5 C6 H6A . . 120.3 ?
C6 C7 C8 . . 119.4(3) ?
C6 C7 H7A . . 120.3 ?
C8 C7 H7A . . 120.3 ?
C16 C8 C7 . . 117.4(3) ?
C16 C8 C9 . . 119.2(3) ?
C7 C8 C9 . . 123.4(3) ?
C10 C9 C8 . . 121.2(3) ?
C10 C9 H9A . . 119.4 ?
C8 C9 H9A . . 119.4 ?
C9 C10 C11 . . 121.1(3) ?
C9 C10 H10A . . 119.4 ?
C11 C10 H10A . . 119.4 ?
C15 C11 C12 . . 116.6(3) ?
C15 C11 C10 . . 119.3(3) ?
C12 C11 C10 . . 124.2(3) ?
C13 C12 C11 . . 119.6(3) ?
C13 C12 H12A . . 120.2 ?
C11 C12 H12A . . 120.2 ?
C12 C13 C14 . . 120.0(3) ?
C12 C13 H13A . . 120.0 ?
C14 C13 H13A . . 120.0 ?
N2 C14 C13 . . 122.4(3) ?
N2 C14 H14A . . 118.8 ?
C13 C14 H14A . . 118.8 ?
N2 C15 C11 . . 123.4(3) ?
N2 C15 C16 . . 117.2(2) ?
C11 C15 C16 . . 119.3(3) ?
N1 C16 C8 . . 122.7(3) ?
N1 C16 C15 . . 117.4(2) ?
C8 C16 C15 . . 119.9(3) ?
H8A O8 H8B . . 111.0 ?
H9B O9 H9C . . 112.7 ?
H10B O10 H10C . . 114.8 ?
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
Ni O1 . 2.017(2) ?
Ni O5 . 2.076(2) ?
Ni N1 . 2.078(2) ?
Ni O7 . 2.090(2) ?
Ni N2 . 2.091(2) ?
Ni O6 . 2.095(2) ?
N1 C5 . 1.328(4) ?
N1 C16 . 1.361(3) ?
N2 C14 . 1.326(4) ?
N2 C15 . 1.356(4) ?
O5 H5B . 0.8747 ?
O5 H5C . 0.8409 ?
O6 H6B . 0.8032 ?
O6 H6C . 0.8211 ?
O7 H7B . 0.8391 ?
O7 H7C . 0.8530 ?
O1 C1 . 1.247(3) ?
O2 C1 . 1.256(3) ?
C1 C2 . 1.519(4) ?
C2 C3 . 1.549(4) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C3 2_767 1.537(5) ?
C3 C4 . 1.561(4) ?
C3 H3A . 0.9800 ?
C4 O4 . 1.251(4) ?
C4 O3 . 1.259(4) ?
C5 C6 . 1.397(5) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.367(5) ?
C6 H6A . 0.9300 ?
C7 C8 . 1.410(5) ?
C7 H7A . 0.9300 ?
C8 C16 . 1.403(4) ?
C8 C9 . 1.435(4) ?
C9 C10 . 1.346(5) ?
C9 H9A . 0.9300 ?
C10 C11 . 1.433(5) ?
C10 H10A . 0.9300 ?
C11 C15 . 1.411(4) ?
C11 C12 . 1.413(5) ?
C12 C13 . 1.354(5) ?
C12 H12A . 0.9300 ?
C13 C14 . 1.405(5) ?
C13 H13A . 0.9300 ?
C14 H14A . 0.9300 ?
C15 C16 . 1.439(4) ?
O8 H8A . 0.8255 ?
O8 H8B . 0.8567 ?
O9 H9B . 0.7902 ?
O9 H9C . 0.8441 ?
O10 H10B . 0.8251 ?
O10 H10C . 0.8664 ?
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
Cg1 Cg1 3.646(2) . 2_676 ?
Cg1 Cg3 3.781(2) . 2_676 ?
Cg2 Cg3 3.642(2) . 2_776 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O5 H5B O10 . . 2_666 0.87 1.95 2.826(4) 175 y
O5 H5C O9 . . 1_556 0.84 1.95 2.745(3) 157 y
O6 H6B O2 . . 1_555 0.80 1.91 2.698(3) 165 y
O6 H6C O8 . . 1_555 0.82 1.92 2.741(4) 175 y
O7 H7B O4 . . 1_555 0.84 2.21 3.033(3) 168 y
O7 H7C O4 . . 2_777 0.85 1.87 2.700(3) 163 y
O8 H8A O3 . . 2_667 0.83 1.97 2.798(3) 179 y
O8 H8B O10 . . 2_666 0.86 2.03 2.891(4) 179 y
O9 H9B O2 . . 2_666 0.79 1.93 2.721(3) 177 y
O9 H9C O3 . . 1_554 0.84 2.11 2.867(4) 149 y
O10 H10B O4 . . 2_766 0.82 1.93 2.743(3) 166 y
O10 H10C O9 . . 1_545 0.87 2.06 2.886(3) 159 y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168309945
