#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/64/2216416.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_2216416
loop_
_publ_author_name
'Liu, Yin-Qiu'
_publ_section_title
Aqua(dimethylglyoxime-κ²N,N')(3,5-dinitro-2-oxidobenzoato-κ²O,O')nickel(II)
_journal_coeditor_code           DN2265
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m3002
_journal_page_last               m3002
_journal_paper_doi               10.1107/S1600536807056681
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Ni (C7 H2 N2 O7) (C4 H8 N2 O2) (H2 O)]'
_chemical_formula_moiety         'C11 H12 N4 Ni O10'
_chemical_formula_sum            'C11 H12 N4 Ni O10'
_chemical_formula_weight         418.94
_chemical_name_systematic
;
Aqua(dimethylglyoxime-κ²N,N')(3,5-dinitro-2-oxidobenzoato-
κ²O,O')nickel(II)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 103.014(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.476(2)
_cell_length_b                   7.0786(14)
_cell_length_c                   17.929(4)
_cell_measurement_reflns_used    7541
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.2520
_cell_measurement_theta_min      0.9412
_cell_volume                     1542.7(5)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_computing_molecular_graphics
'ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_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  0.0194
_diffrn_reflns_av_sigmaI/netI    0.0183
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9276
_diffrn_reflns_theta_full        25.48
_diffrn_reflns_theta_max         25.48
_diffrn_reflns_theta_min         2.33
_exptl_absorpt_coefficient_mu    1.324
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            BLUE
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             856.0
_exptl_crystal_size_max          0.284
_exptl_crystal_size_mid          0.261
_exptl_crystal_size_min          0.222
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.259
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         2824
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0264
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0425P)²+0.2949P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0707
_refine_ls_wR_factor_ref         0.0728
_reflns_number_gt                2426
_reflns_number_total             2824
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dn2265.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.

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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_original_formula_sum        'C11 H12 N4 Ni O10 '
_cod_database_code               2216416
_cod_database_fobs_code          2216416
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
C C1 0.38531(16) 0.8249(3) -0.15675(10) 0.0431(4) Uani d . 1
C C2 0.29061(16) 0.8484(3) -0.12964(11) 0.0429(4) Uani d . 1
H H2 0.2494 0.9584 -0.1411 0.051 Uiso calc R 1
C C3 0.25681(15) 0.7100(3) -0.08576(10) 0.0389(4) Uani d . 1
C C4 0.31731(15) 0.5365(3) -0.07013(10) 0.0377(4) Uani d . 1
C C5 0.41420(15) 0.5225(3) -0.09925(10) 0.0379(4) Uani d . 1
C C6 0.44881(16) 0.6656(3) -0.14101(10) 0.0410(4) Uani d . 1
H H6 0.5137 0.6539 -0.1580 0.049 Uiso calc R 1
C C7 0.15838(16) 0.7567(3) -0.05465(11) 0.0434(4) Uani d . 1
C C8 0.2461(2) -0.0792(3) 0.17163(15) 0.0625(6) Uani d . 1
H H8A 0.2909 -0.1448 0.1429 0.094 Uiso calc R 1
H H8B 0.1793 -0.1485 0.1692 0.094 Uiso calc R 1
H H8C 0.2855 -0.0681 0.2240 0.094 Uiso calc R 1
C C9 0.21937(16) 0.1128(3) 0.13860(11) 0.0441(5) Uani d . 1
C C10 0.1053(2) 0.2006(4) 0.23813(14) 0.0690(7) Uani d . 1
H H10A 0.0894 0.3166 0.2612 0.104 Uiso calc R 1
H H10B 0.1610 0.1325 0.2736 0.104 Uiso calc R 1
H H10C 0.0397 0.1253 0.2250 0.104 Uiso calc R 1
C C11 0.14518(16) 0.2430(3) 0.16752(11) 0.0461(5) Uani d . 1
Ni Ni1 0.19075(2) 0.41717(3) 0.035803(14) 0.04002(10) Uani d . 1
N N1 0.41838(17) 0.9713(3) -0.20418(10) 0.0561(5) Uani d . 1
N N2 0.48544(14) 0.3559(2) -0.08555(9) 0.0455(4) Uani d . 1
N N3 0.25549(13) 0.1823(2) 0.08265(9) 0.0438(4) Uani d . 1
N N4 0.11866(14) 0.3919(2) 0.12644(10) 0.0460(4) Uani d . 1
O O1 0.50896(16) 0.9592(3) -0.21874(10) 0.0769(5) Uani d . 1
O O2 0.35279(17) 1.0994(3) -0.22726(12) 0.0866(6) Uani d . 1
O O3 0.57504(13) 0.3662(3) -0.10271(11) 0.0724(5) Uani d . 1
O O4 0.45619(13) 0.2136(2) -0.05635(10) 0.0664(5) Uani d . 1
O O5 0.10174(13) 0.89514(19) -0.08015(10) 0.0573(4) Uani d . 1
O O6 0.13486(12) 0.6563(2) -0.00039(9) 0.0524(4) Uani d . 1
O O7 0.28663(13) 0.39915(19) -0.03220(9) 0.0517(4) Uani d . 1
O O8 0.32368(13) 0.0709(2) 0.05091(9) 0.0546(4) Uani d . 1
H H8 0.3413 0.1281 0.0157 0.082 Uiso calc R 1
O O9 0.05069(15) 0.5146(2) 0.15476(9) 0.0638(4) Uani d . 1
H H9 0.0265 0.5949 0.1224 0.096 Uiso calc R 1
O O10 0.04723(11) 0.24631(18) -0.04489(8) 0.0496(3) Uani d . 1
H H10D 0.0660 0.1377 -0.0548 0.074 Uiso d R 1
H H10E -0.0077 0.2383 -0.0261 0.074 Uiso d 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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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
C6 C1 C2 121.71(18)
C6 C1 N1 118.59(18)
C2 C1 N1 119.69(18)
C3 C2 C1 120.61(18)
C3 C2 H2 119.7
C1 C2 H2 119.7
C2 C3 C4 120.23(17)
C2 C3 C7 115.97(17)
C4 C3 C7 123.76(16)
O7 C4 C5 121.14(17)
O7 C4 C3 122.75(17)
C5 C4 C3 116.11(17)
C6 C5 C4 122.77(17)
C6 C5 N2 115.37(17)
C4 C5 N2 121.86(17)
C1 C6 C5 118.48(18)
C1 C6 H6 120.8
C5 C6 H6 120.8
O5 C7 O6 120.53(18)
O5 C7 C3 119.13(18)
O6 C7 C3 120.31(16)
C9 C8 H8A 109.5
C9 C8 H8B 109.5
H8A C8 H8B 109.5
C9 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
N3 C9 C11 113.05(17)
N3 C9 C8 124.9(2)
C11 C9 C8 122.05(19)
C11 C10 H10A 109.5
C11 C10 H10B 109.5
H10A C10 H10B 109.5
C11 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
N4 C11 C9 114.23(17)
N4 C11 C10 124.0(2)
C9 C11 C10 121.76(19)
O6 Ni1 O7 94.41(6)
O6 Ni1 N3 174.35(7)
O7 Ni1 N3 87.68(6)
O6 Ni1 N4 99.08(6)
O7 Ni1 N4 164.71(6)
N3 Ni1 N4 78.24(7)
O6 Ni1 O10 94.48(6)
O7 Ni1 O10 94.16(6)
N3 Ni1 O10 90.60(6)
N4 Ni1 O10 91.93(6)
O1 N1 O2 124.0(2)
O1 N1 C1 118.2(2)
O2 N1 C1 117.80(19)
O3 N2 O4 122.07(17)
O3 N2 C5 117.59(17)
O4 N2 C5 120.32(16)
C9 N3 O8 117.52(16)
C9 N3 Ni1 118.49(14)
O8 N3 Ni1 123.02(12)
C11 N4 O9 113.77(16)
C11 N4 Ni1 115.24(14)
O9 N4 Ni1 130.84(12)
C7 O6 Ni1 128.55(12)
C4 O7 Ni1 126.33(12)
N3 O8 H8 109.5
N4 O9 H9 109.5
Ni1 O10 H10D 113.0
Ni1 O10 H10E 111.5
H10D O10 H10E 108.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.370(3)
C1 C2 1.385(3)
C1 N1 1.458(3)
C2 C3 1.380(3)
C2 H2 0.9300
C3 C4 1.436(3)
C3 C7 1.495(3)
C4 O7 1.293(2)
C4 C5 1.424(3)
C5 C6 1.385(3)
C5 N2 1.464(2)
C6 H6 0.9300
C7 O5 1.234(2)
C7 O6 1.291(2)
C8 C9 1.490(3)
C8 H8A 0.9600
C8 H8B 0.9600
C8 H8C 0.9600
C9 N3 1.286(3)
C9 C11 1.480(3)
C10 C11 1.492(3)
C10 H10A 0.9600
C10 H10B 0.9600
C10 H10C 0.9600
C11 N4 1.286(3)
Ni1 O6 1.8889(14)
Ni1 O7 1.8949(14)
Ni1 N3 1.9538(16)
Ni1 N4 2.0347(17)
Ni1 O10 2.3654(14)
N1 O1 1.219(2)
N1 O2 1.229(3)
N2 O3 1.227(2)
N2 O4 1.228(2)
N3 O8 1.374(2)
N4 O9 1.387(2)
O8 H8 0.8200
O9 H9 0.8200
O10 H10D 0.8340
O10 H10E 0.8300
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
O8 H8 O7 . 0.82 2.15 2.7427(19) 129.2
O8 H8 O4 . 0.82 2.22 2.981(2) 154.5
O9 H9 O10 3_565 0.82 1.86 2.675(2) 171.3
O10 H10D O5 1_545 0.83 1.86 2.690(2) 177.4
O10 H10E O6 3_565 0.83 1.91 2.6695(19) 151.9
O10 H10E O5 3_565 0.83 2.63 3.370(2) 149.6
