#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/06/2210610.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_2210610
loop_
_publ_author_name
'Deng, Zhao-Peng'
'Gao, Shan'
'Ng, Seik Weng'
_publ_section_title
Diaquabis(4-formylbenzoato-κO)bis(1H-imidazole-κN³)nickel(II)
_journal_coeditor_code           GD2008
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2422
_journal_page_last               m2423
_journal_paper_doi               10.1107/S1600536806034738
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Ni (C8 H5 O3)2 (C3 H4 N2)2 (H2 O)2]'
_chemical_formula_moiety         'C22 H22 N4 Ni O8'
_chemical_formula_sum            'C22 H22 N4 Ni O8'
_chemical_formula_weight         529.15
_chemical_name_systematic
;
Diaquabis(4-formylbenzoato-\kO)bis(1H-imidazole-\kN³)nickel(II)
;
_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                73.9950(10)
_cell_angle_beta                 86.1140(10)
_cell_angle_gamma                87.0380(10)
_cell_formula_units_Z            1
_cell_length_a                   5.6143(2)
_cell_length_b                   8.0757(4)
_cell_length_c                   12.8208(5)
_cell_measurement_reflns_used    5152
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.3
_cell_volume                     557.14(4)
_computing_cell_refinement       RAPID-AUTO
_computing_data_collection       'RAPID-AUTO (Rigaku Corporation, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID IP'
_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  0.0175
_diffrn_reflns_av_sigmaI/netI    0.0233
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5506
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         3.31
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.929
_exptl_absorpt_correction_T_max  0.851
_exptl_absorpt_correction_T_min  0.729
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             274
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.49
_refine_diff_density_min         -0.40
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.21
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2542
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.21
_refine_ls_R_factor_all          0.035
_refine_ls_R_factor_gt           0.031
_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)+(0.0555P)²+0.0472P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.089
_refine_ls_wR_factor_ref         0.093
_reflns_number_gt                2334
_reflns_number_total             2542
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            gd2008.cif
_cod_data_source_block           I
_cod_database_code               2210610
_cod_database_fobs_code          2210610
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 Ni1 0.5000 0.5000 0.5000 0.02276(12) Uani d S 1 . .
O O1 0.7241(2) 0.47323(17) 0.63116(10) 0.0286(3) Uani d . 1 . .
O O2 0.4758(3) 0.5793(2) 0.74249(12) 0.0416(4) Uani d . 1 . .
O O3 1.1685(6) 0.1604(5) 1.1813(2) 0.0767(12) Uani d P 0.689(6) A 1
O O3A 1.3700(12) 0.0707(10) 1.0979(6) 0.081(3) Uani d P 0.311(6) A 2
O O1W 0.7955(2) 0.41274(17) 0.41889(11) 0.0292(3) Uani d D 1 . .
H H1A 0.913(3) 0.477(3) 0.407(2) 0.043(7) Uiso d D 1 . .
H H1B 0.726(5) 0.414(4) 0.3626(16) 0.068(9) Uiso d D 1 . .
N N1 0.5860(3) 0.75496(19) 0.43176(12) 0.0281(3) Uani d . 1 . .
N N2 0.5611(4) 1.0269(2) 0.33869(16) 0.0441(4) Uani d D 1 . .
H H2N 0.499(5) 1.122(2) 0.302(2) 0.076(10) Uiso d D 1 . .
C C1 0.6538(3) 0.4907(2) 0.72391(14) 0.0271(4) Uani d . 1 . .
C C2 0.7970(3) 0.3938(2) 0.81926(14) 0.0287(4) Uani d . 1 . .
C C3 0.7213(4) 0.4041(4) 0.92230(17) 0.0503(6) Uani d . 1 . .
H H3 0.5826 0.4679 0.9314 0.060 Uiso calc R 1 . .
C C4 0.8473(5) 0.3214(4) 1.01192(18) 0.0569(7) Uani d . 1 . .
H H4 0.7941 0.3300 1.0806 0.068 Uiso calc R 1 . .
C C5 1.0528(4) 0.2260(3) 0.99891(18) 0.0432(5) Uani d . 1 A .
C C6 1.1278(4) 0.2120(3) 0.89689(18) 0.0424(5) Uani d . 1 . .
H H6 1.2654 0.1468 0.8883 0.051 Uiso calc R 1 . .
C C7 1.0001(4) 0.2940(3) 0.80716(16) 0.0358(4) Uani d . 1 . .
H H7 1.0504 0.2821 0.7389 0.043 Uiso calc R 1 . .
C C8 1.1956(5) 0.1417(4) 1.0935(2) 0.0624(7) Uani d . 1 . .
H H8 1.3192 0.0662 1.0822 0.075 Uiso calc PR 0.689(6) A 1
H H8A 1.1272 0.1497 1.1601 0.075 Uiso calc PR 0.311(6) A 2
C C9 0.4578(4) 0.8743(3) 0.36526(19) 0.0431(5) Uani d . 1 . .
H H9 0.3133 0.8549 0.3399 0.052 Uiso calc R 1 . .
C C10 0.7678(4) 1.0050(3) 0.3904(2) 0.0474(5) Uani d . 1 . .
H H10 0.8777 1.0886 0.3877 0.057 Uiso calc R 1 . .
C C11 0.7816(4) 0.8377(3) 0.44631(19) 0.0440(5) Uani d . 1 . .
H H11 0.9069 0.7858 0.4889 0.053 Uiso calc 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'
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
N1 Ni1 O1 . . 92.51(5) yes
N1 Ni1 O1 . 2_666 87.49(5) yes
N1 Ni1 O1W . . 91.77(6) yes
N1 Ni1 O1W . 2_666 88.23(6) yes
O1 Ni1 O1W . . 86.61(5) ?
O1 Ni1 O1W . 2_666 93.39(5) ?
N1 Ni1 N1 . 2_666 180.0 ?
N1 Ni1 O1 2_666 2_666 92.51(5) ?
N1 Ni1 O1 2_666 . 87.49(5) ?
O1 Ni1 O1 2_666 . 180.0000(10) ?
N1 Ni1 O1W 2_666 . 88.23(6) ?
O1 Ni1 O1W 2_666 . 93.39(5) ?
N1 Ni1 O1W 2_666 2_666 91.77(6) ?
O1 Ni1 O1W 2_666 2_666 86.61(5) ?
O1W Ni1 O1W . 2_666 180.0000(10) ?
C1 O1 Ni1 . . 124.71(11) ?
Ni1 O1W H1A . . 114.6(18) ?
Ni1 O1W H1B . . 96(2) ?
H1A O1W H1B . . 113(3) ?
C9 N1 C11 . . 104.70(17) ?
C9 N1 Ni1 . . 126.68(14) ?
C11 N1 Ni1 . . 128.61(13) ?
C9 N2 C10 . . 107.33(18) ?
C9 N2 H2N . . 125(2) ?
C10 N2 H2N . . 127(2) ?
O2 C1 O1 . . 125.23(16) ?
O2 C1 C2 . . 117.84(16) ?
O1 C1 C2 . . 116.92(15) ?
C3 C2 C7 . . 118.81(17) ?
C3 C2 C1 . . 118.77(17) ?
C7 C2 C1 . . 122.42(17) ?
C4 C3 C2 . . 121.3(2) ?
C4 C3 H3 . . 119.3 ?
C2 C3 H3 . . 119.3 ?
C3 C4 C5 . . 119.5(2) ?
C3 C4 H4 . . 120.2 ?
C5 C4 H4 . . 120.2 ?
C6 C5 C4 . . 119.71(18) ?
C6 C5 C8 . . 119.9(2) ?
C4 C5 C8 . . 120.4(2) ?
C5 C6 C7 . . 120.66(19) ?
C5 C6 H6 . . 119.7 ?
C7 C6 H6 . . 119.7 ?
C6 C7 C2 . . 119.91(19) ?
C6 C7 H7 . . 120.0 ?
C2 C7 H7 . . 120.0 ?
O3A C8 C5 . . 130.6(5) ?
O3 C8 C5 . . 126.6(3) ?
O3 C8 H8 . . 116.7 ?
C5 C8 H8 . . 116.7 ?
O3A C8 H8A . . 114.7 ?
C5 C8 H8A . . 114.7 ?
N1 C9 N2 . . 111.56(18) ?
N1 C9 H9 . . 124.2 ?
N2 C9 H9 . . 124.2 ?
C11 C10 N2 . . 105.94(19) ?
C11 C10 H10 . . 127.0 ?
N2 C10 H10 . . 127.0 ?
C10 C11 N1 . . 110.47(18) ?
C10 C11 H11 . . 124.8 ?
N1 C11 H11 . . 124.8 ?
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
Ni1 N1 . 2.071(2) yes
Ni1 N1 2_666 2.071(2) ?
Ni1 O1 2_666 2.1250(10) ?
Ni1 O1 . 2.1250(10) yes
Ni1 O1W . 2.0930(10) yes
Ni1 O1W 2_666 2.0930(10) ?
O1 C1 . 1.270(2) ?
O2 C1 . 1.247(2) ?
O3 C8 . 1.175(4) ?
O3A C8 . 1.105(7) ?
O1W H1A . 0.840(10) ?
O1W H1B . 0.840(10) ?
N1 C9 . 1.316(2) ?
N1 C11 . 1.364(3) ?
N2 C9 . 1.337(3) ?
N2 C10 . 1.355(3) ?
N2 H2N . 0.853(10) ?
C1 C2 . 1.515(2) ?
C2 C3 . 1.383(3) ?
C2 C7 . 1.387(3) ?
C3 C4 . 1.380(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.380(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.380(3) ?
C5 C8 . 1.483(3) ?
C6 C7 . 1.385(3) ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 H8 . 0.9300 ?
C8 H8A . 0.9300 ?
C9 H9 . 0.9300 ?
C10 C11 . 1.345(3) ?
C10 H10 . 0.9300 ?
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_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1W H1A O1 2_766 0.840(10) 2.100(10) 2.868(2) 153(2) yes
O1W H1B O2 2_666 0.840(10) 1.810(10) 2.636(2) 169(3) yes
N2 H2N O2 2_676 0.850(10) 2.33(2) 3.061(2) 144(3) yes
N2 H2N O3 1_464 0.850(10) 2.45(3) 3.041(3) 127(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
N1 Ni1 O1 C1 . 95.58(15)
N1 Ni1 O1 C1 2_666 -84.42(15)
O1W Ni1 O1 C1 . -172.80(15)
O1W Ni1 O1 C1 2_666 7.20(15)
O1 Ni1 N1 C9 2_666 23.13(18)
O1 Ni1 N1 C9 . -156.87(18)
O1W Ni1 N1 C9 . 116.44(18)
O1W Ni1 N1 C9 2_666 -63.56(18)
O1 Ni1 N1 C11 2_666 -158.23(19)
O1 Ni1 N1 C11 . 21.77(19)
O1W Ni1 N1 C11 . -64.92(19)
O1W Ni1 N1 C11 2_666 115.08(19)
Ni1 O1 C1 O2 . -25.9(3)
Ni1 O1 C1 C2 . 153.26(12)
O2 C1 C2 C3 . 1.6(3)
O1 C1 C2 C3 . -177.6(2)
O2 C1 C2 C7 . -178.90(18)
O1 C1 C2 C7 . 1.9(3)
C7 C2 C3 C4 . 1.9(4)
C1 C2 C3 C4 . -178.6(2)
C2 C3 C4 C5 . -0.2(4)
C3 C4 C5 C6 . -1.0(4)
C3 C4 C5 C8 . 177.7(3)
C4 C5 C6 C7 . 0.6(4)
C8 C5 C6 C7 . -178.2(2)
C5 C6 C7 C2 . 1.1(3)
C3 C2 C7 C6 . -2.3(3)
C1 C2 C7 C6 . 178.19(19)
C6 C5 C8 O3A . 4.6(8)
C4 C5 C8 O3A . -174.1(7)
C6 C5 C8 O3 . 170.1(3)
C4 C5 C8 O3 . -8.7(5)
C11 N1 C9 N2 . -0.7(3)
Ni1 N1 C9 N2 . 178.17(14)
C10 N2 C9 N1 . 0.3(3)
C9 N2 C10 C11 . 0.3(3)
N2 C10 C11 N1 . -0.8(3)
C9 N1 C11 C10 . 0.9(3)
Ni1 N1 C11 C10 . -177.94(16)
