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#$Date: 2023-03-02 10:07:26 +0200 (Thu, 02 Mar 2023) $
#$Revision: 281233 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/68/8106803.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_8106803
loop_
_publ_author_name
'Hou-Qun, Yuan'
'Wei, Xiao'
'Chun-Yan, Hu'
'Guang-Ming, Bao'
_publ_section_title
;
 Crystal structure of catenapoly[diaqua-(μ 24,4′-bipyridine)-κ 2
 N:N′)-bis(2,6-difluorobenzoate)-\kO)nickel(II)] ethanol
 monosolvate, C28H30F4N2O8Ni
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              125
_journal_page_last               127
_journal_paper_doi               10.1515/ncrs-2015-0057
_journal_volume                  231
_journal_year                    2016
_chemical_formula_sum            'C28 H30 F4 N2 Ni O8'
_chemical_formula_weight         657.25
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 111.863(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.164(7)
_cell_length_b                   13.927(9)
_cell_length_c                   11.409(8)
_cell_measurement_reflns_used    3023
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.90
_cell_measurement_theta_min      2.30
_cell_volume                     1498.8(18)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0322
_diffrn_reflns_av_sigmaI/netI    0.0399
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9246
_diffrn_reflns_theta_full        28.38
_diffrn_reflns_theta_max         28.38
_diffrn_reflns_theta_min         2.30
_exptl_absorpt_coefficient_mu    0.723
_exptl_absorpt_correction_T_max  0.9119
_exptl_absorpt_correction_T_min  0.8749
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         3649
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0389
_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)+(0.0538P)²+0.1528P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.1037
_reflns_number_gt                2771
_reflns_number_total             3649
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2015-0057_suppl.cif
_cod_data_source_block           1
_cod_original_cell_volume        1498.9(18)
_cod_original_sg_symbol_H-M      'P2(1)/n  '
_cod_database_code               8106803
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0000 0.0000 0.0000 0.02817(11) Uani 1 2 d S . .
O1 O 0.20466(12) 0.05001(9) 0.05824(12) 0.0364(3) Uani 1 1 d . . .
C1 C 0.25162(19) 0.13411(14) 0.07466(17) 0.0346(4) Uani 1 1 d . . .
O2 O 0.18076(14) 0.20945(10) 0.06039(15) 0.0485(4) Uani 1 1 d . . .
C2 C 0.4101(2) 0.14389(14) 0.1148(2) 0.0401(4) Uani 1 1 d . . .
C3 C 0.4982(2) 0.16125(16) 0.2376(2) 0.0488(5) Uani 1 1 d . . .
F1 F 0.43539(16) 0.16996(13) 0.32399(13) 0.0764(5) Uani 1 1 d . . .
C4 C 0.6425(3) 0.16978(19) 0.2766(3) 0.0717(8) Uani 1 1 d . . .
H4 H 0.6982 0.1814 0.3608 0.086 Uiso 1 1 calc R . .
C5 C 0.7021(3) 0.1607(2) 0.1872(4) 0.0870(11) Uani 1 1 d . . .
H5 H 0.7999 0.1657 0.2116 0.104 Uiso 1 1 calc R . .
C6 C 0.6209(3) 0.1445(3) 0.0632(4) 0.0964(11) Uani 1 1 d . . .
H6 H 0.6620 0.1391 0.0031 0.116 Uiso 1 1 calc R . .
C7 C 0.4764(3) 0.1364(2) 0.0295(3) 0.0686(7) Uani 1 1 d . . .
F2 F 0.3924(2) 0.1206(2) -0.09284(18) 0.1205(8) Uani 1 1 d . . .
O3 O -0.08665(16) 0.13671(10) -0.02205(14) 0.0375(3) Uani 1 1 d . . .
H1 H -0.014(4) 0.172(3) -0.002(3) 0.111(14) Uiso 1 1 d . . .
H2 H -0.150(3) 0.1497(17) -0.093(3) 0.059(7) Uiso 1 1 d . . .
N1 N -0.01038(17) 0.00046(10) -0.19022(14) 0.0330(3) Uani 1 1 d . . .
C8 C 0.0462(3) 0.07268(15) -0.23299(19) 0.0488(5) Uani 1 1 d . . .
H8 H 0.0843 0.1242 -0.1791 0.059 Uiso 1 1 calc R . .
C9 C 0.0514(3) 0.07547(15) -0.35206(19) 0.0520(6) Uani 1 1 d . . .
H9 H 0.0919 0.1280 -0.3763 0.062 Uiso 1 1 calc R . .
C10 C -0.0035(2) 0.00027(13) -0.43572(16) 0.0330(4) Uani 1 1 d . . .
C11 C -0.0641(2) -0.07414(15) -0.39237(18) 0.0418(5) Uani 1 1 d . . .
H11 H -0.1043 -0.1261 -0.4447 0.050 Uiso 1 1 calc R . .
C12 C -0.0649(2) -0.07130(15) -0.27139(17) 0.0408(5) Uani 1 1 d . . .
H12 H -0.1059 -0.1225 -0.2451 0.049 Uiso 1 1 calc R . .
C13 C 0.4594(3) 0.1093(3) 0.6320(3) 0.1037(12) Uani 1 1 d . . .
H13 H 0.4295 0.1427 0.6914 0.156 Uiso 1 1 calc R . .
H13A H 0.4063 0.0509 0.6067 0.156 Uiso 1 1 calc R . .
H13B H 0.4432 0.1491 0.5593 0.156 Uiso 1 1 calc R . .
C14 C 0.6072(3) 0.0873(2) 0.6897(4) 0.1103(14) Uani 1 1 d . . .
H14A H 0.6190 0.0359 0.7501 0.132 Uiso 1 1 calc R . .
H14B H 0.6391 0.0633 0.6249 0.132 Uiso 1 1 calc R . .
O4 O 0.6964(2) 0.16456(14) 0.75239(18) 0.0841(7) Uani 1 1 d . . .
H4A H 0.7009 0.2035 0.7001 0.126 Uiso 1 1 calc R . .
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'
F F 0.0171 0.0103 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Ni1 O1 180.0 3 .
O1 Ni1 O3 86.50(7) 3 .
O1 Ni1 O3 93.50(7) . .
O1 Ni1 O3 93.50(7) 3 3
O1 Ni1 O3 86.50(7) . 3
O3 Ni1 O3 180.0 . 3
O1 Ni1 N1 89.34(6) 3 3
O1 Ni1 N1 90.66(6) . 3
O3 Ni1 N1 89.09(6) . 3
O3 Ni1 N1 90.91(6) 3 3
O1 Ni1 N1 90.66(6) 3 .
O1 Ni1 N1 89.34(6) . .
O3 Ni1 N1 90.91(6) . .
O3 Ni1 N1 89.08(6) 3 .
N1 Ni1 N1 180.0 3 .
C1 O1 Ni1 130.45(12) . .
O2 C1 O1 126.68(17) . .
O2 C1 C2 117.57(17) . .
O1 C1 C2 115.75(16) . .
C3 C2 C7 115.4(2) . .
C3 C2 C1 122.79(19) . .
C7 C2 C1 121.8(2) . .
F1 C3 C4 119.3(2) . .
F1 C3 C2 116.75(19) . .
C4 C3 C2 123.9(3) . .
C3 C4 C5 117.8(3) . .
C3 C4 H4 121.1 . .
C5 C4 H4 121.1 . .
C6 C5 C4 121.4(3) . .
C6 C5 H5 119.3 . .
C4 C5 H5 119.3 . .
C5 C6 C7 118.3(3) . .
C5 C6 H6 120.9 . .
C7 C6 H6 120.9 . .
F2 C7 C6 119.9(3) . .
F2 C7 C2 117.0(2) . .
C6 C7 C2 123.2(3) . .
Ni1 O3 H1 102(3) . .
Ni1 O3 H2 116.7(17) . .
H1 O3 H2 115(3) . .
C12 N1 C8 115.71(17) . .
C12 N1 Ni1 123.65(13) . .
C8 N1 Ni1 120.55(13) . .
N1 C8 C9 124.03(19) . .
N1 C8 H8 118.0 . .
C9 C8 H8 118.0 . .
C8 C9 C10 120.22(18) . .
C8 C9 H9 119.9 . .
C10 C9 H9 119.9 . .
C9 C10 C11 115.92(17) . .
C9 C10 C10 121.7(2) . 3_554
C11 C10 C10 122.4(2) . 3_554
C12 C11 C10 120.16(18) . .
C12 C11 H11 119.9 . .
C10 C11 H11 119.9 . .
N1 C12 C11 123.94(18) . .
N1 C12 H12 118.0 . .
C11 C12 H12 118.0 . .
C14 C13 H13 109.5 . .
C14 C13 H13A 109.5 . .
H13 C13 H13A 109.5 . .
C14 C13 H13B 109.5 . .
H13 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
O4 C14 C13 115.7(3) . .
O4 C14 H14A 108.4 . .
C13 C14 H14A 108.4 . .
O4 C14 H14B 108.4 . .
C13 C14 H14B 108.4 . .
H14A C14 H14B 107.4 . .
C14 O4 H4A 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O1 2.0553(18) 3
Ni1 O1 2.0553(18) .
Ni1 O3 2.0735(18) .
Ni1 O3 2.0735(18) 3
Ni1 N1 2.133(2) 3
Ni1 N1 2.133(2) .
O1 C1 1.252(2) .
C1 O2 1.249(2) .
C1 C2 1.508(3) .
C2 C3 1.374(3) .
C2 C7 1.378(3) .
C3 F1 1.365(3) .
C3 C4 1.370(3) .
C4 C5 1.373(5) .
C4 H4 0.9300 .
C5 C6 1.365(5) .
C5 H5 0.9300 .
C6 C7 1.377(4) .
C6 H6 0.9300 .
C7 F2 1.355(3) .
O3 H1 0.85(4) .
O3 H2 0.85(3) .
N1 C12 1.335(2) .
N1 C8 1.338(3) .
C8 C9 1.380(3) .
C8 H8 0.9300 .
C9 C10 1.387(3) .
C9 H9 0.9300 .
C10 C11 1.387(3) .
C10 C10 1.495(4) 3_554
C11 C12 1.384(3) .
C11 H11 0.9300 .
C12 H12 0.9300 .
C13 C14 1.431(5) .
C13 H13 0.9600 .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C14 O4 1.417(3) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
O4 H4A 0.8200 .
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
O3 H1 O2 0.85(4) 1.91(4) 2.719(3) 160(4) .
O4 H4A O2 0.82 1.95 2.765(3) 171.0 4_666
O3 H2 O4 0.85(3) 1.88(3) 2.722(3) 173(2) 1_454
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
O1 Ni1 O1 C1 56(8) 3 . . .
O3 Ni1 O1 C1 1.27(16) . . . .
O3 Ni1 O1 C1 -178.73(16) 3 . . .
N1 Ni1 O1 C1 -87.85(16) 3 . . .
N1 Ni1 O1 C1 92.15(16) . . . .
Ni1 O1 C1 O2 1.3(3) . . . .
Ni1 O1 C1 C2 -178.18(12) . . . .
O2 C1 C2 C3 79.1(3) . . . .
O1 C1 C2 C3 -101.3(2) . . . .
O2 C1 C2 C7 -100.5(3) . . . .
O1 C1 C2 C7 79.0(3) . . . .
C7 C2 C3 F1 179.4(2) . . . .
C1 C2 C3 F1 -0.3(3) . . . .
C7 C2 C3 C4 -0.8(3) . . . .
C1 C2 C3 C4 179.5(2) . . . .
F1 C3 C4 C5 -180.0(2) . . . .
C2 C3 C4 C5 0.2(4) . . . .
C3 C4 C5 C6 0.5(4) . . . .
C4 C5 C6 C7 -0.7(5) . . . .
C5 C6 C7 F2 179.8(3) . . . .
C5 C6 C7 C2 0.0(5) . . . .
C3 C2 C7 F2 -179.1(2) . . . .
C1 C2 C7 F2 0.6(4) . . . .
C3 C2 C7 C6 0.7(4) . . . .
C1 C2 C7 C6 -179.7(3) . . . .
O1 Ni1 N1 C12 -44.55(16) 3 . . .
O1 Ni1 N1 C12 135.45(16) . . . .
O3 Ni1 N1 C12 -131.06(16) . . . .
O3 Ni1 N1 C12 48.94(16) 3 . . .
N1 Ni1 N1 C12 -15.4(11) 3 . . .
O1 Ni1 N1 C8 139.20(16) 3 . . .
O1 Ni1 N1 C8 -40.80(16) . . . .
O3 Ni1 N1 C8 52.69(17) . . . .
O3 Ni1 N1 C8 -127.31(17) 3 . . .
N1 Ni1 N1 C8 168.3(11) 3 . . .
C12 N1 C8 C9 -0.6(3) . . . .
Ni1 N1 C8 C9 175.94(19) . . . .
N1 C8 C9 C10 -0.3(4) . . . .
C8 C9 C10 C11 1.1(3) . . . .
C8 C9 C10 C10 -178.5(2) . . . 3_554
C9 C10 C11 C12 -1.2(3) . . . .
C10 C10 C11 C12 178.4(2) 3_554 . . .
C8 N1 C12 C11 0.6(3) . . . .
Ni1 N1 C12 C11 -175.85(16) . . . .
C10 C11 C12 N1 0.3(3) . . . .
