#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/45/2224529.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_2224529
loop_
_publ_author_name
'Wang, Qiang-Xin'
'Zeng, Ming-Hua'
'Ng, Seik Weng'
_publ_section_title
;
 Tetraaquabis[3-(4-pyridyl)benzoato-κN]nickel(II)
;
_journal_coeditor_code           XU2699
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1708
_journal_paper_doi               10.1107/S1600536809051204
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Ni (C12 H8 N O2)2 (H2 O)4]'
_chemical_formula_moiety         'C24 H24 N2 Ni O8'
_chemical_formula_sum            'C24 H24 N2 Ni O8'
_chemical_formula_weight         527.16
_chemical_name_systematic
;
Tetraaquabis[3-(4-pyridyl)benzoato-κN]nickel(II)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 113.325(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   24.564(3)
_cell_length_b                   7.0520(8)
_cell_length_c                   13.781(2)
_cell_measurement_reflns_used    996
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.9
_cell_measurement_theta_min      3.0
_cell_volume                     2192.1(5)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEXII diffractometer'
_diffrn_measurement_method       'φ and ω 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  0.0233
_diffrn_reflns_av_sigmaI/netI    0.0309
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5587
_diffrn_reflns_theta_full        26.99
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         1.81
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.942
_exptl_absorpt_correction_T_max  0.9285
_exptl_absorpt_correction_T_min  0.6659
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.270
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         2360
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0314
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0539P)²+0.5684P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0825
_refine_ls_wR_factor_ref         0.0895
_reflns_number_gt                1977
_reflns_number_total             2360
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            xu2699.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' according to
'/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2192.1(4)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2224529
_cod_database_fobs_code          2224529
loop_
_symmetry_equiv_pos_as_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_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 Ni1 0.5000 0.30069(5) 0.7500 0.01561(13) Uani d S 1 . .
N N1 0.58142(7) 0.3092(2) 0.73473(13) 0.0179(3) Uani d . 1 . .
O O1 0.90563(6) 0.2232(2) 0.96391(12) 0.0266(3) Uani d . 1 . .
O O2 0.96160(6) 0.29413(19) 0.87580(12) 0.0242(3) Uani d . 1 . .
O O1W 0.46891(6) 0.0848(2) 0.64084(11) 0.0199(3) Uani d D 1 . .
O O2W 0.53247(6) 0.5047(2) 0.86819(11) 0.0208(3) Uani d D 1 . .
C C1 0.91223(9) 0.2740(3) 0.88189(16) 0.0197(4) Uani d . 1 . .
C C2 0.85662(8) 0.3156(3) 0.78537(16) 0.0172(4) Uani d . 1 . .
C C3 0.85969(8) 0.3652(3) 0.69003(17) 0.0208(4) Uani d . 1 . .
H H3 0.8970 0.3732 0.6845 0.025 Uiso calc R 1 . .
C C4 0.80768(8) 0.4029(3) 0.60302(16) 0.0220(4) Uani d . 1 . .
H H4 0.8096 0.4366 0.5377 0.026 Uiso calc R 1 . .
C C5 0.75295(8) 0.3919(3) 0.61016(15) 0.0205(4) Uani d . 1 . .
H H5 0.7178 0.4188 0.5500 0.025 Uiso calc R 1 . .
C C6 0.74932(8) 0.3414(3) 0.70535(15) 0.0176(4) Uani d . 1 . .
C C7 0.80178(8) 0.3043(3) 0.79252(16) 0.0173(4) Uani d . 1 . .
H H7 0.8000 0.2706 0.8580 0.021 Uiso calc R 1 . .
C C8 0.69121(8) 0.3288(3) 0.71474(16) 0.0173(4) Uani d . 1 . .
C C9 0.68658(8) 0.3575(3) 0.81138(16) 0.0198(4) Uani d . 1 . .
H H9 0.7210 0.3856 0.8727 0.024 Uiso calc R 1 . .
C C10 0.63215(9) 0.3452(3) 0.81801(16) 0.0205(4) Uani d . 1 . .
H H10 0.6305 0.3632 0.8851 0.025 Uiso calc R 1 . .
C C11 0.58576(9) 0.2824(3) 0.64134(16) 0.0199(4) Uani d . 1 . .
H H11A 0.5505 0.2566 0.5811 0.024 Uiso calc R 1 . .
C C12 0.63867(8) 0.2903(3) 0.62852(16) 0.0198(4) Uani d . 1 . .
H H12A 0.6392 0.2694 0.5608 0.024 Uiso calc R 1 . .
H H11 0.4524(11) 0.124(4) 0.5786(11) 0.048(9) Uiso d D 1 . .
H H12 0.4935(8) 0.004(3) 0.6396(17) 0.023(6) Uiso d D 1 . .
H H21 0.5473(10) 0.452(3) 0.9275(11) 0.030(7) Uiso d D 1 . .
H H22 0.5096(10) 0.591(3) 0.869(2) 0.043(8) Uiso d 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
O1W Ni1 O1W . 2_656 84.85(8) ?
O1W Ni1 O2W . . 176.09(6) ?
O1W Ni1 O2W 2_656 . 91.32(6) ?
O1W Ni1 O2W . 2_656 91.32(6) ?
O1W Ni1 O2W 2_656 2_656 176.09(6) ?
O2W Ni1 O2W . 2_656 92.51(8) ?
O1W Ni1 N1 . 2_656 90.11(6) ?
O1W Ni1 N1 2_656 2_656 92.32(6) ?
O2W Ni1 N1 . 2_656 89.24(6) ?
O2W Ni1 N1 2_656 2_656 88.48(6) ?
O1W Ni1 N1 . . 92.32(6) ?
O1W Ni1 N1 2_656 . 90.11(6) ?
O2W Ni1 N1 . . 88.48(6) ?
O2W Ni1 N1 2_656 . 89.24(6) ?
N1 Ni1 N1 2_656 . 176.71(9) ?
C10 N1 C11 . . 116.48(16) ?
C10 N1 Ni1 . . 121.33(13) ?
C11 N1 Ni1 . . 122.18(13) ?
Ni1 O1W H11 . . 113(2) ?
Ni1 O1W H12 . . 117.0(16) ?
H11 O1W H12 . . 105(2) ?
Ni1 O2W H21 . . 109.7(18) ?
Ni1 O2W H22 . . 117.8(19) ?
H21 O2W H22 . . 110(2) ?
O1 C1 O2 . . 124.36(19) ?
O1 C1 C2 . . 116.99(17) ?
O2 C1 C2 . . 118.65(18) ?
C3 C2 C7 . . 119.85(18) ?
C3 C2 C1 . . 120.82(17) ?
C7 C2 C1 . . 119.32(18) ?
C4 C3 C2 . . 119.26(17) ?
C4 C3 H3 . . 120.4 ?
C2 C3 H3 . . 120.4 ?
C3 C4 C5 . . 120.92(18) ?
C3 C4 H4 . . 119.5 ?
C5 C4 H4 . . 119.5 ?
C4 C5 C6 . . 120.31(18) ?
C4 C5 H5 . . 119.8 ?
C6 C5 H5 . . 119.8 ?
C7 C6 C5 . . 118.45(17) ?
C7 C6 C8 . . 120.35(17) ?
C5 C6 C8 . . 121.19(17) ?
C2 C7 C6 . . 121.21(18) ?
C2 C7 H7 . . 119.4 ?
C6 C7 H7 . . 119.4 ?
C12 C8 C9 . . 116.40(17) ?
C12 C8 C6 . . 122.37(18) ?
C9 C8 C6 . . 121.23(17) ?
C10 C9 C8 . . 120.12(18) ?
C10 C9 H9 . . 119.9 ?
C8 C9 H9 . . 119.9 ?
N1 C10 C9 . . 123.49(18) ?
N1 C10 H10 . . 118.3 ?
C9 C10 H10 . . 118.3 ?
N1 C11 C12 . . 123.49(19) ?
N1 C11 H11A . . 118.3 ?
C12 C11 H11A . . 118.3 ?
C11 C12 C8 . . 120.03(19) ?
C11 C12 H12A . . 120.0 ?
C8 C12 H12A . . 120.0 ?
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
Ni1 O1W . 2.0627(14) y
Ni1 O1W 2_656 2.0627(14) ?
Ni1 O2W . 2.0811(14) y
Ni1 O2W 2_656 2.0811(14) ?
Ni1 N1 2_656 2.0931(16) ?
Ni1 N1 . 2.0931(16) y
N1 C10 . 1.342(3) ?
N1 C11 . 1.346(2) ?
O1 C1 . 1.256(3) ?
O2 C1 . 1.256(2) ?
O1W H11 . 0.838(10) ?
O1W H12 . 0.834(10) ?
O2W H21 . 0.840(10) ?
O2W H22 . 0.833(10) ?
C1 C2 . 1.511(3) ?
C2 C3 . 1.390(3) ?
C2 C7 . 1.391(3) ?
C3 C4 . 1.388(3) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.389(3) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.396(3) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.395(3) ?
C6 C8 . 1.486(3) ?
C7 H7 . 0.9500 ?
C8 C12 . 1.392(3) ?
C8 C9 . 1.396(3) ?
C9 C10 . 1.378(3) ?
C9 H9 . 0.9500 ?
C10 H10 . 0.9500 ?
C11 C12 . 1.380(3) ?
C11 H11A . 0.9500 ?
C12 H12A . 0.9500 ?
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
_geom_hbond_publ_flag
O1w H11 O1 8_455 0.840(10) 1.880(10) 2.682(2) 160(3) yes
O1w H12 O2 4_646 0.830(10) 1.910(10) 2.734(2) 170(2) yes
O2w H21 O1 7_657 0.840(10) 1.930(10) 2.732(2) 159(2) yes
O2w H22 O2 3_455 0.830(10) 1.880(10) 2.711(2) 177(3) yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1W Ni1 N1 C10 . . . . -144.22(15) ?
O1W Ni1 N1 C10 2_656 . . . -59.36(15) ?
O2W Ni1 N1 C10 . . . . 31.96(15) ?
O2W Ni1 N1 C10 2_656 . . . 124.49(15) ?
O1W Ni1 N1 C11 . . . . 36.93(15) ?
O1W Ni1 N1 C11 2_656 . . . 121.79(15) ?
O2W Ni1 N1 C11 . . . . -146.89(15) ?
O2W Ni1 N1 C11 2_656 . . . -54.36(15) ?
O1 C1 C2 C3 . . . . -177.38(18) ?
O2 C1 C2 C3 . . . . 3.5(3) ?
O1 C1 C2 C7 . . . . 2.7(3) ?
O2 C1 C2 C7 . . . . -176.42(17) ?
C7 C2 C3 C4 . . . . 0.0(3) ?
C1 C2 C3 C4 . . . . -179.89(18) ?
C2 C3 C4 C5 . . . . 0.1(3) ?
C3 C4 C5 C6 . . . . -0.4(3) ?
C4 C5 C6 C7 . . . . 0.5(3) ?
C4 C5 C6 C8 . . . . 179.99(18) ?
C3 C2 C7 C6 . . . . 0.1(3) ?
C1 C2 C7 C6 . . . . -179.93(17) ?
C5 C6 C7 C2 . . . . -0.4(3) ?
C8 C6 C7 C2 . . . . -179.88(17) ?
C7 C6 C8 C12 . . . . -154.18(19) ?
C5 C6 C8 C12 . . . . 26.4(3) ?
C7 C6 C8 C9 . . . . 26.6(3) ?
C5 C6 C8 C9 . . . . -152.89(19) ?
C12 C8 C9 C10 . . . . 0.6(3) ?
C6 C8 C9 C10 . . . . 179.95(18) ?
C11 N1 C10 C9 . . . . 0.8(3) ?
Ni1 N1 C10 C9 . . . . -178.14(15) ?
C8 C9 C10 N1 . . . . -1.1(3) ?
C10 N1 C11 C12 . . . . 0.0(3) ?
Ni1 N1 C11 C12 . . . . 178.89(14) ?
N1 C11 C12 C8 . . . . -0.4(3) ?
C9 C8 C12 C11 . . . . 0.1(3) ?
C6 C8 C12 C11 . . . . -179.22(18) ?
