#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/17/2011757.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_2011757
loop_
_publ_author_name
'Elerman, Yalc̨ın'
'Kara, Hülya'
'Prout, Keith'
'Chipindale, Ann'
_publ_section_title
;
 A dinuclear pyrazolato-N:N'-bridged dinickel(II) complex
 of 1,3-bis(5-chlorosalicylideneamino)propan-2-ol
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              149
_journal_page_last               150
_journal_paper_doi               10.1107/S0108270100015808
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          '[Ni2 (C17 H13 Cl2 N2 O3) (C5 H7 N2)]'
_chemical_formula_moiety         'C22 H20 Cl2 N4 Ni2 O3'
_chemical_formula_sum            'C22 H20 Cl2 N4 Ni2 O3'
_chemical_formula_weight         576.70
_chemical_name_systematic
;
μ-[1,3-bis(5-chlorosalicylideneamino)propanol]-O,N,O':O',N',O''-μ-(3,5-
dimethylpyrazolato)-N:N'-dinickel(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'
_audit_creation_method           SHELXL97
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.492(3)
_cell_length_b                   28.929(7)
_cell_length_c                   10.334(5)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      12
_cell_volume                     2239.8(15)
_computing_cell_refinement       'CAD-4 EXPRESS'
_computing_data_collection       'CAD-4 EXPRESS (Enraf-Nonius, 1993)'
_computing_data_reduction        'RC93 (Watkin et al., 1994)'
_computing_molecular_graphics    'ORTEPIII (Farrugia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full .980
_diffrn_measured_fraction_theta_max .981
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  .000
_diffrn_reflns_av_sigmaI/netI    .071
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2284
_diffrn_reflns_theta_full        74.22
_diffrn_reflns_theta_max         74.22
_diffrn_reflns_theta_min         4.54
_diffrn_standards_decay_%        1.2
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.57
_exptl_absorpt_correction_T_max  .663
_exptl_absorpt_correction_T_min  .482
_exptl_absorpt_correction_type   \y-scans
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.71
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          .19
_exptl_crystal_size_mid          .15
_exptl_crystal_size_min          .09
_refine_diff_density_max         .29
_refine_diff_density_min         -.31
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2284
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          .154
_refine_ls_R_factor_gt           .043
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0672P)²+2.4402P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .155
_reflns_number_gt                1070
_reflns_number_total             2284
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fr1306.cif
_cod_data_source_block           I
_cod_database_code               2011757
_cod_database_fobs_code          2011757
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'
loop_
_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
_atom_site_type_symbol
Ni1 .11467(10) .69543(3) .31511(7) .0561(3) Uani d . 1 . . Ni
Cl1 -.1578(2) .46218(5) .18574(15) .0855(5) Uani d . 1 . . Cl
O2 .1756(6) .7500 .2335(4) .0610(11) Uani d S 1 . . O
O1 .0416(5) .64295(12) .3938(3) .0665(9) Uani d . 1 . . O
N1 .0982(5) .67114(14) .1479(4) .0600(10) Uani d . 1 . . N
N2 .1425(4) .72652(14) .4771(3) .0534(9) Uani d . 1 . . N
C1 -.0007(5) .60325(18) .3415(5) .0544(12) Uani d . 1 . . C
C2 -.0579(7) .56695(19) .4222(6) .0721(14) Uani d . 1 . . C
H2 -.0607 .5714 .5113 .108 Uiso calc R 1 . . H
C3 -.1087(8) .5257(2) .3727(5) .0727(15) Uani d . 1 . . C
H3 -.1480 .5027 .4288 .109 Uiso calc R 1 . . H
C4 -.1041(7) .51684(17) .2436(6) .0651(12) Uani d . 1 . . C
C5 -.0524(7) .5505(2) .1591(5) .0692(14) Uani d . 1 . . C
H5 -.0511 .5445 .0707 .104 Uiso calc R 1 . . H
C6 .0000(6) .59511(18) .2062(5) .0598(13) Uani d . 1 . . C
C7 .0496(6) .62977(18) .1156(5) .0588(12) Uani d . 1 . . C
H7 .0471 .6223 .0280 .088 Uiso calc R 1 . . H
C8 .1504(7) .70477(19) .0466(5) .0663(14) Uani d . 1 . . C
H8A .0853 .6994 -.0332 .099 Uiso calc R 1 . . H
H8B .2775 .7033 .0290 .099 Uiso calc R 1 . . H
C9 .1002(10) .7500 .1061(6) .0661(19) Uani d S 1 . . C
H9 -.0299 .7500 .1162 .099 Uiso calc SR 1 . . H
C10 .1876(6) .71168(19) .5976(5) .0631(13) Uani d . 1 . . C
C11 .2110(11) .7500 .6742(6) .074(2) Uani d S 1 . . C
H11 .2379 .7500 .7620 .110 Uiso calc SR 1 . . H
C12 .1989(9) .6619(2) .6404(6) .0912(19) Uani d . 1 . . C
H12A .1779 .6420 .5676 .137 Uiso calc R 1 . . H
H12B .1105 .6561 .7057 .137 Uiso calc R 1 . . H
H12C .3154 .6559 .6751 .137 Uiso calc R 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0181 .0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0311 .0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0492 .0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 .5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl .3639 .7018 '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
O1 Ni1 O2 . . 176.66(19) y
O1 Ni1 N1 . . 94.60(18) y
O2 Ni1 N1 . . 85.14(18) y
O1 Ni1 N2 . . 91.96(17) y
O2 Ni1 N2 . . 88.34(17) y
N1 Ni1 N2 . . 173.43(17) y
C9 O2 Ni1 . 7_575 108.8(2) ?
C9 O2 Ni1 . . 108.8(2) ?
Ni1 O2 Ni1 7_575 . 117.4(2) y
C1 O1 Ni1 . . 128.7(3) ?
C7 N1 C8 . . 119.9(4) ?
C7 N1 Ni1 . . 127.2(4) ?
C8 N1 Ni1 . . 112.9(3) ?
N2 N2 C10 7_575 . 108.4(3) ?
N2 N2 Ni1 7_575 . 118.06(12) y
C10 N2 Ni1 . . 132.9(4) ?
O1 C1 C2 . . 118.9(4) ?
O1 C1 C6 . . 123.5(5) ?
C2 C1 C6 . . 117.5(5) ?
C3 C2 C1 . . 121.3(5) ?
C3 C2 H2 . . 119.3 ?
C1 C2 H2 . . 119.3 ?
C2 C3 C4 . . 122.1(5) ?
C2 C3 H3 . . 119.0 ?
C4 C3 H3 . . 119.0 ?
C3 C4 C5 . . 120.0(5) ?
C3 C4 Cl1 . . 120.3(4) ?
C5 C4 Cl1 . . 119.7(4) ?
C4 C5 C6 . . 120.2(5) ?
C4 C5 H5 . . 119.9 ?
C6 C5 H5 . . 119.9 ?
C1 C6 C7 . . 122.2(5) ?
C1 C6 C5 . . 118.9(5) ?
C7 C6 C5 . . 118.9(5) ?
N1 C7 C6 . . 123.7(5) ?
N1 C7 H7 . . 118.1 ?
C6 C7 H7 . . 118.1 ?
N1 C8 C9 . . 102.5(4) ?
N1 C8 H8A . . 111.3 ?
C9 C8 H8A . . 111.3 ?
N1 C8 H8B . . 111.3 ?
C9 C8 H8B . . 111.3 ?
H8A C8 H8B . . 109.2 ?
O2 C9 C8 . . 106.2(4) ?
O2 C9 C8 . 7_575 106.2(4) ?
C8 C9 C8 . 7_575 122.2(6) ?
O2 C9 H9 . . 107.1 ?
C8 C9 H9 . . 107.1 ?
C8 C9 H9 7_575 . 107.1 ?
N2 C10 C11 . . 107.7(5) ?
N2 C10 C12 . . 125.7(5) ?
C11 C10 C12 . . 126.5(5) ?
C10 C11 C10 . 7_575 107.7(7) ?
C10 C11 H11 . . 126.2 ?
C10 C11 H11 7_575 . 126.2 ?
C10 C12 H12A . . 109.5 ?
C10 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C10 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
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 . 1.807(4) y
Ni1 O2 . 1.847(2) y
Ni1 N1 . 1.869(4) y
Ni1 N2 . 1.912(4) y
Cl1 C4 . 1.738(5) ?
O2 C9 . 1.432(8) ?
O2 Ni1 7_575 1.847(2) ?
O1 C1 . 1.308(6) ?
N1 C7 . 1.295(6) ?
N1 C8 . 1.482(7) ?
N2 N2 7_575 1.358(8) y
N2 C10 . 1.360(6) ?
C1 C2 . 1.407(7) ?
C1 C6 . 1.418(7) ?
C2 C3 . 1.353(7) ?
C2 H2 . .9300 ?
C3 C4 . 1.359(7) ?
C3 H3 . .9300 ?
C4 C5 . 1.365(7) ?
C5 C6 . 1.434(7) ?
C5 H5 . .9300 ?
C6 C7 . 1.421(7) ?
C7 H7 . .9300 ?
C8 C9 . 1.494(6) ?
C8 H8A . .9700 ?
C8 H8B . .9700 ?
C9 C8 7_575 1.494(6) ?
C9 H9 . .9800 ?
C10 C11 . 1.373(6) ?
C10 C12 . 1.509(8) ?
C11 C10 7_575 1.373(6) ?
C11 H11 . .9300 ?
C12 H12A . .9600 ?
C12 H12B . .9600 ?
C12 H12C . .9600 ?
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_4
_geom_torsion
N1 Ni1 O2 C9 . . 26.0(4)
N2 Ni1 O2 C9 . . -154.9(4)
N1 Ni1 O2 Ni1 . 7_575 150.0(3)
N2 Ni1 O2 Ni1 . 7_575 -30.8(3)
N1 Ni1 O1 C1 . . 1.4(4)
N2 Ni1 O1 C1 . . -178.1(4)
O1 Ni1 N1 C7 . . -.4(5)
O2 Ni1 N1 C7 . . -177.0(4)
O1 Ni1 N1 C8 . . -179.7(3)
O2 Ni1 N1 C8 . . 3.6(3)
O1 Ni1 N2 N2 . 7_575 -159.1(3)
O2 Ni1 N2 N2 . 7_575 17.56(15)
O1 Ni1 N2 C10 . . 31.4(4)
O2 Ni1 N2 C10 . . -151.9(4)
Ni1 O1 C1 C2 . . -178.8(3)
Ni1 O1 C1 C6 . . -1.7(6)
O1 C1 C2 C3 . . 177.8(5)
C6 C1 C2 C3 . . .6(7)
C1 C2 C3 C4 . . 1.3(9)
C2 C3 C4 C5 . . -2.1(9)
C2 C3 C4 Cl1 . . 176.1(4)
C3 C4 C5 C6 . . 1.0(8)
Cl1 C4 C5 C6 . . -177.2(4)
O1 C1 C6 C7 . . .8(7)
C2 C1 C6 C7 . . 177.9(4)
O1 C1 C6 C5 . . -178.7(4)
C2 C1 C6 C5 . . -1.6(6)
C4 C5 C6 C1 . . .8(7)
C4 C5 C6 C7 . . -178.7(5)
C8 N1 C7 C6 . . 179.0(4)
Ni1 N1 C7 C6 . . -.2(7)
C1 C6 C7 N1 . . .2(7)
C5 C6 C7 N1 . . 179.7(5)
C7 N1 C8 C9 . . 150.5(5)
Ni1 N1 C8 C9 . . -30.1(5)
Ni1 O2 C9 C8 7_575 . -178.8(4)
Ni1 O2 C9 C8 . . -49.7(6)
Ni1 O2 C9 C8 7_575 7_575 49.7(6)
Ni1 O2 C9 C8 . 7_575 178.8(4)
N1 C8 C9 O2 . . 49.7(6)
N1 C8 C9 C8 . 7_575 171.5(5)
N2 N2 C10 C11 7_575 . 1.7(5)
Ni1 N2 C10 C11 . . 171.9(4)
N2 N2 C10 C12 7_575 . 178.4(4)
Ni1 N2 C10 C12 . . -11.4(7)
N2 C10 C11 C10 . 7_575 -2.7(8)
C12 C10 C11 C10 . 7_575 -179.4(4)
