#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/14/2231451.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_2231451
loop_
_publ_author_name
'Wang, Chen-Yi'
'Li, Jing-Fen'
'Wang, Ping'
'Yuan, Cai-Jun'
_publ_section_title
;
 Bis{4-bromo-2-[(2-hydroxyethyl)iminomethyl]phenolato}nickel(II)
 monohydrate
;
_journal_coeditor_code           CI5196
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1227
_journal_page_last               m1228
_journal_paper_doi               10.1107/S1600536811031771
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Ni(C9 H9 Br N O2)2], H2 O'
_chemical_formula_moiety         'C18 H18 Br2 N2 Ni O4, H2 O'
_chemical_formula_sum            'C18 H20 Br2 N2 Ni O5'
_chemical_formula_weight         562.89
_chemical_name_systematic
;
Bis{4-bromo-2-[(2-hydroxyethyl)iminomethyl]phenolato}nickel(II) monohydrate
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.835(3)
_cell_length_b                   12.851(2)
_cell_length_c                   16.226(3)
_cell_measurement_reflns_used    2063
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.3
_cell_measurement_theta_min      2.5
_cell_volume                     2050.8(8)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_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  0.0987
_diffrn_reflns_av_sigmaI/netI    0.1481
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13318
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.42
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.874
_exptl_absorpt_correction_T_max  0.4423
_exptl_absorpt_correction_T_min  0.4276
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.823
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BlocK
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.601
_refine_diff_density_min         -0.949
_refine_ls_abs_structure_details 'Flack (1983), 1930 Friedel pairs'
_refine_ls_abs_structure_Flack   0.013(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4474
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.1554
_refine_ls_R_factor_gt           0.0484
_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)+(0.0374P)²+1.9512P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0924
_refine_ls_wR_factor_ref         0.1278
_reflns_number_gt                2310
_reflns_number_total             4474
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci5196.cif
_cod_data_source_block           I
_cod_database_code               2231451
_cod_database_fobs_code          2231451
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, 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_symmetry_multiplicity
Br Br1 1.08191(9) -0.02277(7) 0.25079(7) 0.0550(3) Uani d . 1 1
Br Br2 0.5363(2) 0.81053(8) 0.47258(10) 0.1150(7) Uani d . 1 1
Ni Ni1 0.45998(10) 0.24321(8) 0.40117(7) 0.0323(3) Uani d . 1 1
O O1 0.6019(5) 0.2555(4) 0.3127(4) 0.0425(15) Uani d . 1 1
O O2 0.3198(5) 0.2157(4) 0.4990(3) 0.0364(16) Uani d . 1 1
H H2A 0.2280 0.2329 0.4989 0.044 Uiso d R 1 1
O O3 0.5614(6) 0.3443(4) 0.4733(4) 0.0366(15) Uani d . 1 1
O O4 0.3367(6) 0.1508(4) 0.3188(4) 0.0451(17) Uani d . 1 1
H H4A 0.3131 0.0812 0.3251 0.054 Uiso d R 1 1
O O5 0.5810(10) 0.4431(5) 0.2144(5) 0.074(2) Uani d D 1 1
N N1 0.5494(7) 0.1225(5) 0.4536(4) 0.0307(17) Uani d . 1 1
N N2 0.3496(7) 0.3550(5) 0.3502(5) 0.0371(19) Uani d . 1 1
C C1 0.7389(8) 0.1086(6) 0.3572(5) 0.029(2) Uani d . 1 1
C C2 0.7047(8) 0.1925(6) 0.3039(5) 0.032(2) Uani d . 1 1
C C3 0.7945(8) 0.2085(6) 0.2369(6) 0.040(2) Uani d . 1 1
H H3 0.7772 0.2640 0.2016 0.048 Uiso calc R 1 1
C C4 0.9041(9) 0.1480(7) 0.2209(6) 0.042(2) Uani d . 1 1
H H4 0.9582 0.1617 0.1752 0.051 Uiso calc R 1 1
C C5 0.9358(9) 0.0658(7) 0.2726(6) 0.042(2) Uani d . 1 1
C C6 0.8539(8) 0.0483(6) 0.3384(6) 0.038(2) Uani d . 1 1
H H6 0.8751 -0.0070 0.3732 0.046 Uiso calc R 1 1
C C7 0.6629(8) 0.0814(6) 0.4292(5) 0.028(2) Uani d . 1 1
H H7 0.6986 0.0286 0.4620 0.033 Uiso calc R 1 1
C C8 0.4827(8) 0.0827(6) 0.5276(5) 0.040(2) Uani d . 1 1
H H8A 0.5507 0.0620 0.5676 0.047 Uiso calc R 1 1
H H8B 0.4287 0.0220 0.5138 0.047 Uiso calc R 1 1
C C9 0.3914(9) 0.1664(7) 0.5646(6) 0.045(3) Uani d . 1 1
H H9A 0.3276 0.1353 0.6030 0.054 Uiso calc R 1 1
H H9B 0.4458 0.2171 0.5941 0.054 Uiso calc R 1 1
C C10 0.4558(9) 0.5003(6) 0.4176(5) 0.041(2) Uani d . 1 1
C C11 0.5478(8) 0.4458(6) 0.4704(5) 0.033(2) Uani d . 1 1
C C12 0.6275(8) 0.5055(6) 0.5233(6) 0.045(2) Uani d . 1 1
H H12 0.6845 0.4714 0.5602 0.055 Uiso calc R 1 1
C C13 0.6258(10) 0.6126(7) 0.5234(6) 0.051(3) Uani d . 1 1
H H13 0.6819 0.6502 0.5586 0.061 Uiso calc R 1 1
C C14 0.5408(13) 0.6614(7) 0.4712(7) 0.060(3) Uani d . 1 1
C C15 0.4569(12) 0.6097(7) 0.4200(7) 0.062(3) Uani d . 1 1
H H15 0.3987 0.6469 0.3857 0.075 Uiso calc R 1 1
C C16 0.3650(8) 0.4525(6) 0.3608(6) 0.041(2) Uani d . 1 1
H H16 0.3121 0.4964 0.3285 0.049 Uiso calc R 1 1
C C17 0.2488(9) 0.3159(7) 0.2904(6) 0.051(3) Uani d . 1 1
H H17A 0.2340 0.3675 0.2477 0.061 Uiso calc R 1 1
H H17B 0.1628 0.3033 0.3180 0.061 Uiso calc R 1 1
C C18 0.2992(9) 0.2178(6) 0.2530(7) 0.051(3) Uani d . 1 1
H H18A 0.2286 0.1858 0.2198 0.062 Uiso calc R 1 1
H H18B 0.3771 0.2316 0.2180 0.062 Uiso calc R 1 1
H H5A 0.584(12) 0.395(5) 0.178(4) 0.080 Uiso d D 1 1
H H5B 0.605(11) 0.415(6) 0.260(3) 0.080 Uiso d D 1 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'
Br Br -0.2901 2.4595 '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'
Ni Ni 0.3393 1.1124 '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
N1 Ni1 N2 173.1(3)
N1 Ni1 O1 93.4(2)
N2 Ni1 O1 91.5(3)
N1 Ni1 O3 92.1(2)
N2 Ni1 O3 92.6(2)
O1 Ni1 O3 91.2(2)
N1 Ni1 O2 80.6(2)
N2 Ni1 O2 94.4(3)
O1 Ni1 O2 174.0(2)
O3 Ni1 O2 89.7(2)
N1 Ni1 O4 94.8(2)
N2 Ni1 O4 80.4(3)
O1 Ni1 O4 89.5(2)
O3 Ni1 O4 173.0(2)
O2 Ni1 O4 90.4(2)
C2 O1 Ni1 124.7(5)
C9 O2 Ni1 108.1(5)
C9 O2 H2A 126.0
Ni1 O2 H2A 125.9
C11 O3 Ni1 124.8(5)
C18 O4 Ni1 106.1(5)
C18 O4 H4A 126.9
Ni1 O4 H4A 126.9
H5A O5 H5B 106(3)
C7 N1 C8 119.7(7)
C7 N1 Ni1 124.9(6)
C8 N1 Ni1 115.4(5)
C16 N2 C17 120.2(8)
C16 N2 Ni1 126.3(6)
C17 N2 Ni1 113.3(5)
C6 C1 C2 118.5(8)
C6 C1 C7 117.5(8)
C2 C1 C7 123.9(7)
O1 C2 C3 118.5(7)
O1 C2 C1 126.0(8)
C3 C2 C1 115.4(7)
C4 C3 C2 124.0(8)
C4 C3 H3 118.0
C2 C3 H3 118.0
C3 C4 C5 120.1(9)
C3 C4 H4 119.9
C5 C4 H4 119.9
C6 C5 C4 118.0(8)
C6 C5 Br1 120.3(7)
C4 C5 Br1 121.6(7)
C5 C6 C1 123.8(9)
C5 C6 H6 118.1
C1 C6 H6 118.1
N1 C7 C1 126.8(8)
N1 C7 H7 116.6
C1 C7 H7 116.6
N1 C8 C9 110.0(7)
N1 C8 H8A 109.7
C9 C8 H8A 109.7
N1 C8 H8B 109.7
C9 C8 H8B 109.7
H8A C8 H8B 108.2
O2 C9 C8 108.1(7)
O2 C9 H9A 110.1
C8 C9 H9A 110.1
O2 C9 H9B 110.1
C8 C9 H9B 110.1
H9A C9 H9B 108.4
C15 C10 C16 117.0(8)
C15 C10 C11 117.9(8)
C16 C10 C11 125.0(7)
O3 C11 C12 117.9(7)
O3 C11 C10 125.0(7)
C12 C11 C10 117.1(7)
C13 C12 C11 123.0(8)
C13 C12 H12 118.5
C11 C12 H12 118.5
C14 C13 C12 118.2(9)
C14 C13 H13 120.9
C12 C13 H13 120.9
C13 C14 C15 122.6(9)
C13 C14 Br2 118.3(8)
C15 C14 Br2 119.1(8)
C14 C15 C10 121.0(9)
C14 C15 H15 119.5
C10 C15 H15 119.5
N2 C16 C10 125.9(8)
N2 C16 H16 117.0
C10 C16 H16 117.0
N2 C17 C18 109.5(7)
N2 C17 H17A 109.8
C18 C17 H17A 109.8
N2 C17 H17B 109.8
C18 C17 H17B 109.8
H17A C17 H17B 108.2
O4 C18 C17 107.1(8)
O4 C18 H18A 110.3
C17 C18 H18A 110.3
O4 C18 H18B 110.3
C17 C18 H18B 110.3
H18A C18 H18B 108.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 N1 1.976(7) y
Ni1 N2 1.981(7) y
Ni1 O1 2.008(6) y
Ni1 O3 2.014(6) y
Ni1 O2 2.132(5) y
Ni1 O4 2.160(6) y
Br1 C5 1.867(9) ?
Br2 C14 1.917(8) ?
O1 C2 1.303(9) ?
O2 C9 1.424(10) ?
O2 H2A 0.9298 ?
O3 C11 1.312(8) ?
O4 C18 1.420(10) ?
O4 H4A 0.9298 ?
O5 H5A 0.853(10) ?
O5 H5B 0.854(10) ?
N1 C7 1.297(10) ?
N1 C8 1.461(10) ?
N2 C16 1.274(10) ?
N2 C17 1.476(11) ?
C1 C6 1.405(10) ?
C1 C2 1.422(11) ?
C1 C7 1.431(11) ?
C2 C3 1.416(12) ?
C3 C4 1.354(11) ?
C3 H3 0.93 ?
C4 C5 1.385(12) ?
C4 H4 0.93 ?
C5 C6 1.356(11) ?
C6 H6 0.93 ?
C7 H7 0.93 ?
C8 C9 1.523(11) ?
C8 H8A 0.97 ?
C8 H8B 0.97 ?
C9 H9A 0.97 ?
C9 H9B 0.97 ?
C10 C15 1.407(12) ?
C10 C16 1.423(11) ?
C10 C11 1.430(11) ?
C11 C12 1.392(11) ?
C12 C13 1.377(11) ?
C12 H12 0.93 ?
C13 C14 1.346(13) ?
C13 H13 0.93 ?
C14 C15 1.346(14) ?
C15 H15 0.93 ?
C16 H16 0.93 ?
C17 C18 1.485(12) ?
C17 H17A 0.97 ?
C17 H17B 0.97 ?
C18 H18A 0.97 ?
C18 H18B 0.97 ?
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
O5 H5B O1 . 0.850(10) 2.22(7) 2.898(8) 136(8)
O5 H5A Br2 4_645 0.850(10) 2.92(5) 3.666(9) 146(8)
O4 H4A Br1 1_455 0.93 2.90 3.532(6) 126
O4 H4A O5 4_645 0.93 2.16 2.841(9) 130
O2 H2A O3 3_456 0.93 1.97 2.694(7) 133
