#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/82/2238280.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_2238280
loop_
_publ_author_name
'Datta, Amitabha'
'Machura, Barbara'
'Huang, Jui-Hsien'
'Sheu, Shiann-Cherng'
_publ_section_title
;
 Diaqua{2,2'-dimethoxy-6,6'-[(1E,1'E)-propane-1,3-diylbis(azanylylidene)bis(methanylylidene)]diphenolato}nickel(II)
;
_journal_coeditor_code           WM2747
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m399
_journal_paper_doi               10.1107/S1600536813016188
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Ni (C19 H20 N2 O4) (H2 O)2]'
_chemical_formula_moiety         'C19 H24 N2 Ni O6'
_chemical_formula_sum            'C19 H24 N2 Ni O6'
_chemical_formula_weight         435.11
_chemical_name_systematic
Diaqua{2,2'-dimethoxy-6,6'-[(1E,1'E)-propane-1,3-diylbis(azanylylidene)bis(methanylylidene)]diphenolato}nickel(II)
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                   7.4920(2)
_cell_length_b                   22.1442(6)
_cell_length_c                   11.6045(3)
_cell_measurement_reflns_used    8168
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29.19
_cell_measurement_theta_min      3.36
_cell_volume                     1925.24(9)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART CCD'
_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  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0138
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            20064
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         3.36
_exptl_absorpt_coefficient_mu    1.047
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.782
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2007)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.798
_refine_diff_density_min         -0.312
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         1745
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0253
_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)+(0.0386P)²+0.9660P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0729
_reflns_number_gt                1578
_reflns_number_total             1745
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            wm2747.cif
_cod_data_source_block           I
_cod_database_code               2238280
_cod_database_fobs_code          2238280
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, 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_symmetry_multiplicity
Ni Ni1 0.47233(4) 0.2500 0.10284(3) 0.02817(13) Uani d S 1 2
N N1 0.4635(2) 0.31989(7) -0.01527(14) 0.0375(4) Uani d . 1 1
O O1 0.48285(18) 0.31175(5) 0.22998(11) 0.0359(3) Uani d . 1 1
O O2 0.4497(2) 0.36489(7) 0.42580(13) 0.0531(4) Uani d . 1 1
O O3 0.7532(3) 0.2500 0.08662(18) 0.0406(5) Uani d SD 1 2
O O4 0.1914(3) 0.2500 0.10516(17) 0.0376(4) Uani d SD 1 2
C C1 0.4402(2) 0.36858(8) 0.22558(17) 0.0324(4) Uani d . 1 1
C C2 0.4123(3) 0.40152(8) 0.12334(18) 0.0378(4) Uani d . 1 1
C C3 0.3675(3) 0.46364(9) 0.1292(2) 0.0512(6) Uani d . 1 1
H H3 0.3515 0.4853 0.0613 0.061 Uiso calc R 1 1
C C4 0.3474(3) 0.49203(10) 0.2318(2) 0.0605(7) Uani d . 1 1
H H4 0.3166 0.5327 0.2339 0.073 Uiso calc R 1 1
C C5 0.3728(3) 0.46043(9) 0.3339(2) 0.0527(6) Uani d . 1 1
H H5 0.3581 0.4799 0.4042 0.063 Uiso calc R 1 1
C C6 0.4197(3) 0.40052(8) 0.33109(18) 0.0396(5) Uani d . 1 1
C C7 0.4323(3) 0.37529(9) 0.01098(18) 0.0423(5) Uani d . 1 1
H H7 0.4212 0.4018 -0.0508 0.051 Uiso calc R 1 1
C C8 0.4391(4) 0.39102(12) 0.5356(2) 0.0696(8) Uani d . 1 1
H H8A 0.5251 0.4230 0.5417 0.104 Uiso calc R 1 1
H H8B 0.4636 0.3609 0.5930 0.104 Uiso calc R 1 1
H H8C 0.3214 0.4070 0.5474 0.104 Uiso calc R 1 1
C C9 0.4892(4) 0.30703(12) -0.1376(2) 0.0594(6) Uani d . 1 1
H H9A 0.6162 0.3042 -0.1531 0.071 Uiso calc R 1 1
H H9B 0.4428 0.3406 -0.1822 0.071 Uiso calc R 1 1
C C10 0.4007(5) 0.2500 -0.1775(3) 0.0624(9) Uani d S 1 2
H H10A 0.2782 0.2500 -0.1504 0.075 Uiso calc SR 1 2
H H10B 0.3976 0.2500 -0.2610 0.075 Uiso calc SR 1 2
H H4O 0.150(3) 0.2810(7) 0.1357(19) 0.059(7) Uiso d D 1 1
H H3O 0.802(3) 0.2808(8) 0.113(2) 0.067(8) 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'
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
O1 Ni1 O1 8_565 . 85.57(7)
O1 Ni1 N1 8_565 . 174.34(6)
O1 Ni1 N1 . . 88.78(6)
O1 Ni1 N1 8_565 8_565 88.78(6)
O1 Ni1 N1 . 8_565 174.34(6)
N1 Ni1 N1 . 8_565 96.88(9)
O1 Ni1 O4 8_565 . 91.71(6)
O1 Ni1 O4 . . 91.71(6)
N1 Ni1 O4 . . 88.65(6)
N1 Ni1 O4 8_565 . 88.65(6)
O1 Ni1 O3 8_565 . 91.51(6)
O1 Ni1 O3 . . 91.51(6)
N1 Ni1 O3 . . 88.44(6)
N1 Ni1 O3 8_565 . 88.44(6)
O4 Ni1 O3 . . 175.62(8)
C7 N1 C9 . . 116.12(18)
C7 N1 Ni1 . . 124.25(14)
C9 N1 Ni1 . . 119.60(15)
C1 O1 Ni1 . . 128.27(12)
C6 O2 C8 . . 118.81(18)
Ni1 O3 H3O . . 113.9(19)
Ni1 O4 H4O . . 112.4(17)
O1 C1 C2 . . 124.84(17)
O1 C1 C6 . . 118.32(17)
C2 C1 C6 . . 116.85(16)
C1 C2 C3 . . 119.82(19)
C1 C2 C7 . . 122.70(17)
C3 C2 C7 . . 117.45(19)
C4 C3 C2 . . 121.2(2)
C4 C3 H3 . . 119.4
C2 C3 H3 . . 119.4
C3 C4 C5 . . 120.0(2)
C3 C4 H4 . . 120.0
C5 C4 H4 . . 120.0
C6 C5 C4 . . 120.1(2)
C6 C5 H5 . . 119.9
C4 C5 H5 . . 119.9
O2 C6 C5 . . 125.4(2)
O2 C6 C1 . . 112.71(16)
C5 C6 C1 . . 121.9(2)
N1 C7 C2 . . 128.35(18)
N1 C7 H7 . . 115.8
C2 C7 H7 . . 115.8
O2 C8 H8A . . 109.5
O2 C8 H8B . . 109.5
H8A C8 H8B . . 109.5
O2 C8 H8C . . 109.5
H8A C8 H8C . . 109.5
H8B C8 H8C . . 109.5
N1 C9 C10 . . 113.9(2)
N1 C9 H9A . . 108.8
C10 C9 H9A . . 108.8
N1 C9 H9B . . 108.8
C10 C9 H9B . . 108.8
H9A C9 H9B . . 107.7
C9 C10 C9 8_565 . 114.7(3)
C9 C10 H10A 8_565 . 108.6
C9 C10 H10A . . 108.6
C9 C10 H10B 8_565 . 108.6
C9 C10 H10B . . 108.6
H10A C10 H10B . . 107.6
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 O1 8_565 2.0131(13) y
Ni1 O1 . 2.0131(13) y
Ni1 N1 . 2.0684(16) y
Ni1 N1 8_565 2.0684(16) y
Ni1 O4 . 2.1048(19) y
Ni1 O3 . 2.113(2) y
N1 C7 . 1.286(3) ?
N1 C9 . 1.461(3) ?
O1 C1 . 1.299(2) ?
O2 C6 . 1.372(3) ?
O2 C8 . 1.402(3) ?
O3 H3O . 0.830(10) ?
O4 H4O . 0.833(9) ?
C1 C2 . 1.408(3) ?
C1 C6 . 1.422(3) ?
C2 C3 . 1.418(3) ?
C2 C7 . 1.435(3) ?
C3 C4 . 1.355(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.389(3) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.373(3) ?
C5 H5 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C9 C10 . 1.500(3) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 C9 8_565 1.500(3) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
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
O4 H4O O2 6_556 0.833(9) 2.491(18) 3.1433(19) 136(2)
O4 H4O O1 6_556 0.833(9) 2.111(17) 2.823(2) 143(2)
O3 H3O O1 6_656 0.830(10) 2.374(18) 3.059(2) 140(2)
O3 H3O O2 6_656 0.830(10) 2.214(16) 2.9432(18) 147(2)
