#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/34/2223487.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_2223487
loop_
_publ_author_name
'Butcher, Ray J.'
'Gultneh, Yilma'
'Ayikoé, Kouassi'
_publ_section_title
Bis[2-(benzylamino)pyridine-κN](2-formyl-6-methoxyphenolato-κ²O¹,O⁶)(nitrato-κ²O,O')nickel(II)
_journal_coeditor_code           NC2156
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1193
_journal_page_last               m1194
_journal_paper_doi               10.1107/S1600536809035570
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Ni (C8 H7 O3) (N O3) (C12 H12 N2)2]'
_chemical_formula_moiety         'C32 H31 N5 Ni O6'
_chemical_formula_sum            'C32 H31 N5 Ni O6'
_chemical_formula_weight         640.33
_chemical_name_systematic
;
Bis[2-(benzylamino)pyridine-κN](2-formyl-6-methoxyphenolato-
κ²O¹,O⁶)(nitrato-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                 95.5831(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.3522(2)
_cell_length_b                   16.7539(3)
_cell_length_c                   16.8132(3)
_cell_measurement_reflns_used    10239
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      32.6958
_cell_measurement_theta_min      4.6368
_cell_volume                     2902.24(9)
_computing_cell_refinement       'CrysAlis Pro (Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlis Pro (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlis Pro (Oxford Diffraction, 2009)'
_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      110(2)
_diffrn_detector_area_resol_mean 10.5081
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.899
_diffrn_measurement_device_type
;
Oxford Diffraction Xcalibur with a Ruby (Gemini Mo) detector
;
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0514
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            21278
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         32.73
_diffrn_reflns_theta_min         4.65
_diffrn_standards_decay_%        <2%
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.724
_exptl_absorpt_correction_T_max  0.861
_exptl_absorpt_correction_T_min  0.724
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis Pro; Oxford Diffraction, 2009)'
_exptl_crystal_colour            'deep green'
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.423
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.924
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     404
_refine_ls_number_reflns         9636
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.924
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0313
_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)+(0.0363P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0682
_refine_ls_wR_factor_ref         0.0706
_reflns_number_gt                6913
_reflns_number_total             9636
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            nc2156.cif
_cod_data_source_block           I
_cod_original_cell_volume        2902.25(9)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2223487
_cod_database_fobs_code          2223487
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni 0.202156(14) 0.653615(8) 0.569477(9) 0.01381(4) Uani d . 1 . .
O O1 0.02030(8) 0.63205(5) 0.61280(5) 0.01873(17) Uani d . 1 . .
O O2 0.19371(8) 0.63743(5) 0.69558(5) 0.01888(18) Uani d . 1 . .
O O3 0.00620(9) 0.61203(6) 0.74021(5) 0.0285(2) Uani d . 1 . .
O O1A 0.39179(8) 0.66419(4) 0.57083(5) 0.01595(17) Uani d . 1 . .
O O2A 0.21780(8) 0.53148(5) 0.56286(5) 0.01781(17) Uani d . 1 . .
O O3A 0.62621(8) 0.71334(4) 0.61510(5) 0.01908(18) Uani d . 1 . .
N N 0.07114(10) 0.62649(6) 0.68502(6) 0.0184(2) Uani d . 1 . .
N N1B 0.14274(9) 0.65492(5) 0.44922(6) 0.01552(19) Uani d . 1 . .
N N2B 0.30972(10) 0.73612(6) 0.41582(6) 0.0209(2) Uani d . 1 . .
H H2BN 0.3426(14) 0.7295(8) 0.4665(9) 0.025 Uiso d . 1 . .
N N1C 0.17410(10) 0.77842(6) 0.58129(6) 0.0164(2) Uani d . 1 . .
N N2C 0.36709(10) 0.80155(6) 0.65929(7) 0.0202(2) Uani d . 1 . .
H H2CN 0.3901(14) 0.7620(8) 0.6447(9) 0.024 Uiso d . 1 . .
C C1A 0.47770(11) 0.60855(6) 0.59056(7) 0.0142(2) Uani d . 1 . .
C C2A 0.60871(11) 0.63213(7) 0.61289(7) 0.0157(2) Uani d . 1 . .
C C3A 0.75547(12) 0.74125(7) 0.63705(9) 0.0252(3) Uani d . 1 . .
H H3AA 0.7832 0.7250 0.6921 0.038 Uiso calc R 1 . .
H H3AB 0.7574 0.7996 0.6332 0.038 Uiso calc R 1 . .
H H3AC 0.8143 0.7183 0.6009 0.038 Uiso calc R 1 . .
C C4A 0.70497(12) 0.57673(7) 0.63104(7) 0.0188(2) Uani d . 1 . .
H H4AA 0.7919 0.5939 0.6442 0.023 Uiso calc R 1 . .
C C5A 0.67562(12) 0.49474(7) 0.63028(7) 0.0202(3) Uani d . 1 . .
H H5AA 0.7424 0.4568 0.6435 0.024 Uiso calc R 1 . .
C C6A 0.55120(12) 0.46981(7) 0.61059(7) 0.0185(2) Uani d . 1 . .
H H6AA 0.5320 0.4143 0.6098 0.022 Uiso calc R 1 . .
C C7A 0.45020(11) 0.52568(6) 0.59123(7) 0.0149(2) Uani d . 1 . .
C C8A 0.32180(12) 0.49455(7) 0.57327(7) 0.0174(2) Uani d . 1 . .
H H8AA 0.3155 0.4381 0.5687 0.021 Uiso calc R 1 . .
C C1B 0.03721(12) 0.60977(7) 0.42644(8) 0.0191(2) Uani d . 1 . .
H H1BA 0.0027 0.5774 0.4657 0.023 Uiso calc R 1 . .
C C2B -0.02289(12) 0.60799(8) 0.35011(8) 0.0231(3) Uani d . 1 . .
H H2BA -0.0960 0.5748 0.3364 0.028 Uiso calc R 1 . .
C C3B 0.02721(13) 0.65673(7) 0.29319(8) 0.0246(3) Uani d . 1 . .
H H3BA -0.0136 0.6583 0.2401 0.030 Uiso calc R 1 . .
C C4B 0.13525(13) 0.70228(7) 0.31391(7) 0.0220(3) Uani d . 1 . .
H H4BA 0.1692 0.7358 0.2754 0.026 Uiso calc R 1 . .
C C5B 0.19575(11) 0.69900(7) 0.39280(7) 0.0167(2) Uani d . 1 . .
C C6B 0.36416(13) 0.80128(8) 0.37277(10) 0.0317(3) Uani d . 1 . .
H H6BA 0.3370 0.8524 0.3956 0.038 Uiso calc R 1 . .
H H6BB 0.3268 0.7993 0.3163 0.038 Uiso calc R 1 . .
C C7B 0.50969(12) 0.80081(7) 0.37477(7) 0.0185(2) Uani d . 1 . .
C C8B 0.56829(14) 0.85753(7) 0.32841(8) 0.0255(3) Uani d . 1 . .
H H8BA 0.5159 0.8945 0.2969 0.031 Uiso calc R 1 . .
C C9B 0.70163(14) 0.86001(8) 0.32834(8) 0.0302(3) Uani d . 1 . .
H H9BA 0.7401 0.8991 0.2972 0.036 Uiso calc R 1 . .
C C10B 0.77964(14) 0.80634(8) 0.37307(9) 0.0314(3) Uani d . 1 . .
H H10A 0.8712 0.8077 0.3719 0.038 Uiso calc R 1 . .
C C11B 0.72309(13) 0.75061(8) 0.41959(8) 0.0274(3) Uani d . 1 . .
H H11A 0.7760 0.7138 0.4510 0.033 Uiso calc R 1 . .
C C12B 0.58900(12) 0.74829(7) 0.42047(7) 0.0207(3) Uani d . 1 . .
H H12A 0.5512 0.7101 0.4529 0.025 Uiso calc R 1 . .
C C1C 0.05938(12) 0.80597(7) 0.54716(7) 0.0200(2) Uani d . 1 . .
H H1CA 0.0048 0.7697 0.5162 0.024 Uiso calc R 1 . .
C C2C 0.01632(13) 0.88294(7) 0.55423(8) 0.0256(3) Uani d . 1 . .
H H2CA -0.0657 0.8994 0.5293 0.031 Uiso calc R 1 . .
C C3C 0.09726(14) 0.93606(7) 0.59929(8) 0.0271(3) Uani d . 1 . .
H H3CA 0.0703 0.9896 0.6060 0.033 Uiso calc R 1 . .
C C4C 0.21554(13) 0.91095(7) 0.63380(8) 0.0234(3) Uani d . 1 . .
H H4CA 0.2718 0.9472 0.6637 0.028 Uiso calc R 1 . .
C C5C 0.25326(12) 0.83049(7) 0.62454(7) 0.0175(2) Uani d . 1 . .
C C6C 0.46296(12) 0.84853(7) 0.70677(7) 0.0215(2) Uani d . 1 . .
H H6CA 0.5180 0.8119 0.7416 0.026 Uiso calc R 1 . .
H H6CB 0.4172 0.8839 0.7420 0.026 Uiso calc R 1 . .
C C7C 0.55110(12) 0.89975(7) 0.66056(7) 0.0182(2) Uani d . 1 . .
C C8C 0.54335(13) 0.90071(7) 0.57792(8) 0.0216(3) Uani d . 1 . .
H H8CA 0.4776 0.8707 0.5480 0.026 Uiso calc R 1 . .
C C9C 0.63066(13) 0.94512(7) 0.53805(8) 0.0251(3) Uani d . 1 . .
H H9CA 0.6248 0.9450 0.4813 0.030 Uiso calc R 1 . .
C C10C 0.72632(13) 0.98958(7) 0.58141(9) 0.0262(3) Uani d . 1 . .
H H10B 0.7858 1.0202 0.5544 0.031 Uiso calc R 1 . .
C C11C 0.73488(14) 0.98918(8) 0.66394(9) 0.0289(3) Uani d . 1 . .
H H11B 0.8006 1.0193 0.6938 0.035 Uiso calc R 1 . .
C C12C 0.64761(13) 0.94482(8) 0.70305(8) 0.0264(3) Uani d . 1 . .
H H12B 0.6536 0.9451 0.7598 0.032 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
O1A Ni N1B . . 102.30(4) y
O1A Ni O2A . . 90.37(3) y
N1B Ni O2A . . 88.57(3) y
O1A Ni O1 . . 158.65(3) y
N1B Ni O1 . . 98.59(4) y
O2A Ni O1 . . 85.76(3) y
O1A Ni N1C . . 93.19(3) y
N1B Ni N1C . . 92.92(4) y
O2A Ni N1C . . 175.76(3) y
O1 Ni N1C . . 90.09(3) y
O1A Ni O2 . . 97.83(3) y
N1B Ni O2 . . 159.29(4) y
O2A Ni O2 . . 86.49(3) y
O1 Ni O2 . . 61.01(3) y
N1C Ni O2 . . 90.74(3) y
N O1 Ni . . 92.38(6) y
N O2 Ni . . 90.93(6) y
C1A O1A Ni . . 126.23(7) ?
C8A O2A Ni . . 124.12(8) ?
C2A O3A C3A . . 116.64(9) ?
O3 N O2 . . 122.38(10) ?
O3 N O1 . . 121.97(10) ?
O2 N O1 . . 115.65(10) ?
C1B N1B C5B . . 118.41(10) ?
C1B N1B Ni . . 115.38(8) ?
C5B N1B Ni . . 126.14(8) ?
C5B N2B C6B . . 124.80(11) ?
C5B N2B H2BN . . 117.1(9) ?
C6B N2B H2BN . . 116.0(9) ?
C1C N1C C5C . . 117.93(10) ?
C1C N1C Ni . . 114.83(8) ?
C5C N1C Ni . . 126.99(8) ?
C5C N2C C6C . . 124.47(10) ?
C5C N2C H2CN . . 117.6(12) ?
C6C N2C H2CN . . 116.0(12) ?
O1A C1A C7A . . 124.58(10) ?
O1A C1A C2A . . 118.33(10) ?
C7A C1A C2A . . 117.09(10) ?
O3A C2A C4A . . 124.92(11) ?
O3A C2A C1A . . 113.64(9) ?
C4A C2A C1A . . 121.43(10) ?
O3A C3A H3AA . . 109.5 ?
O3A C3A H3AB . . 109.5 ?
H3AA C3A H3AB . . 109.5 ?
O3A C3A H3AC . . 109.5 ?
H3AA C3A H3AC . . 109.5 ?
H3AB C3A H3AC . . 109.5 ?
C2A C4A C5A . . 120.41(11) ?
C2A C4A H4AA . . 119.8 ?
C5A C4A H4AA . . 119.8 ?
C6A C5A C4A . . 119.96(11) ?
C6A C5A H5AA . . 120.0 ?
C4A C5A H5AA . . 120.0 ?
C5A C6A C7A . . 120.77(11) ?
C5A C6A H6AA . . 119.6 ?
C7A C6A H6AA . . 119.6 ?
C6A C7A C1A . . 120.29(11) ?
C6A C7A C8A . . 117.17(10) ?
C1A C7A C8A . . 122.53(10) ?
O2A C8A C7A . . 128.59(10) ?
O2A C8A H8AA . . 115.7 ?
C7A C8A H8AA . . 115.7 ?
N1B C1B C2B . . 123.88(12) ?
N1B C1B H1BA . . 118.1 ?
C2B C1B H1BA . . 118.1 ?
C1B C2B C3B . . 117.65(12) ?
C1B C2B H2BA . . 121.2 ?
C3B C2B H2BA . . 121.2 ?
C4B C3B C2B . . 119.99(12) ?
C4B C3B H3BA . . 120.0 ?
C2B C3B H3BA . . 120.0 ?
C3B C4B C5B . . 119.57(12) ?
C3B C4B H4BA . . 120.2 ?
C5B C4B H4BA . . 120.2 ?
N2B C5B N1B . . 116.67(11) ?
N2B C5B C4B . . 122.99(11) ?
N1B C5B C4B . . 120.30(11) ?
N2B C6B C7B . . 114.90(11) ?
N2B C6B H6BA . . 108.5 ?
C7B C6B H6BA . . 108.5 ?
N2B C6B H6BB . . 108.5 ?
C7B C6B H6BB . . 108.5 ?
H6BA C6B H6BB . . 107.5 ?
C12B C7B C8B . . 118.26(12) ?
C12B C7B C6B . . 123.69(11) ?
C8B C7B C6B . . 118.05(11) ?
C9B C8B C7B . . 120.45(13) ?
C9B C8B H8BA . . 119.8 ?
C7B C8B H8BA . . 119.8 ?
C8B C9B C10B . . 120.75(12) ?
C8B C9B H9BA . . 119.6 ?
C10B C9B H9BA . . 119.6 ?
C9B C10B C11B . . 119.33(13) ?
C9B C10B H10A . . 120.3 ?
C11B C10B H10A . . 120.3 ?
C10B C11B C12B . . 120.17(13) ?
C10B C11B H11A . . 119.9 ?
C12B C11B H11A . . 119.9 ?
C7B C12B C11B . . 121.02(11) ?
C7B C12B H12A . . 119.5 ?
C11B C12B H12A . . 119.5 ?
N1C C1C C2C . . 124.33(12) ?
N1C C1C H1CA . . 117.8 ?
C2C C1C H1CA . . 117.8 ?
C1C C2C C3C . . 117.60(12) ?
C1C C2C H2CA . . 121.2 ?
C3C C2C H2CA . . 121.2 ?
C4C C3C C2C . . 119.97(12) ?
C4C C3C H3CA . . 120.0 ?
C2C C3C H3CA . . 120.0 ?
C3C C4C C5C . . 119.38(12) ?
C3C C4C H4CA . . 120.3 ?
C5C C4C H4CA . . 120.3 ?
N2C C5C N1C . . 117.11(10) ?
N2C C5C C4C . . 122.10(11) ?
N1C C5C C4C . . 120.77(11) ?
N2C C6C C7C . . 116.06(10) ?
N2C C6C H6CA . . 108.3 ?
C7C C6C H6CA . . 108.3 ?
N2C C6C H6CB . . 108.3 ?
C7C C6C H6CB . . 108.3 ?
H6CA C6C H6CB . . 107.4 ?
C8C C7C C12C . . 118.51(12) ?
C8C C7C C6C . . 122.73(11) ?
C12C C7C C6C . . 118.70(11) ?
C7C C8C C9C . . 120.85(12) ?
C7C C8C H8CA . . 119.6 ?
C9C C8C H8CA . . 119.6 ?
C10C C9C C8C . . 119.83(12) ?
C10C C9C H9CA . . 120.1 ?
C8C C9C H9CA . . 120.1 ?
C11C C10C C9C . . 119.83(12) ?
C11C C10C H10B . . 120.1 ?
C9C C10C H10B . . 120.1 ?
C10C C11C C12C . . 119.91(12) ?
C10C C11C H11B . . 120.0 ?
C12C C11C H11B . . 120.0 ?
C11C C12C C7C . . 121.07(12) ?
C11C C12C H12B . . 119.5 ?
C7C C12C H12B . . 119.5 ?
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
Ni O1A . 1.9690(8) y
Ni N1B . 2.0555(10) y
Ni O2A . 2.0565(8) y
Ni O1 . 2.1148(8) y
Ni N1C . 2.1230(9) y
Ni O2 . 2.1476(9) y
O1 N . 1.2790(13) ?
O2 N . 1.2772(13) ?
O3 N . 1.2218(13) ?
O1A C1A . 1.3086(13) ?
O2A C8A . 1.2393(14) ?
O3A C2A . 1.3727(13) ?
O3A C3A . 1.4315(15) ?
N1B C1B . 1.3532(15) ?
N1B C5B . 1.3594(15) ?
N2B C5B . 1.3563(15) ?
N2B C6B . 1.4536(16) ?
N2B H2BN . 0.893(15) ?
N1C C1C . 1.3491(15) ?
N1C C5C . 1.3585(15) ?
N2C C5C . 1.3532(16) ?
N2C C6C . 1.4448(16) ?
N2C H2CN . 0.754(14) ?
C1A C7A . 1.4176(15) ?
C1A C2A . 1.4273(16) ?
C2A C4A . 1.3741(17) ?
C3A H3AA . 0.9800 ?
C3A H3AB . 0.9800 ?
C3A H3AC . 0.9800 ?
C4A C5A . 1.4066(17) ?
C4A H4AA . 0.9500 ?
C5A C6A . 1.3639(17) ?
C5A H5AA . 0.9500 ?
C6A C7A . 1.4174(16) ?
C6A H6AA . 0.9500 ?
C7A C8A . 1.4325(17) ?
C8A H8AA . 0.9500 ?
C1B C2B . 1.3709(17) ?
C1B H1BA . 0.9500 ?
C2B C3B . 1.3958(18) ?
C2B H2BA . 0.9500 ?
C3B C4B . 1.3708(18) ?
C3B H3BA . 0.9500 ?
C4B C5B . 1.4117(17) ?
C4B H4BA . 0.9500 ?
C6B C7B . 1.5037(18) ?
C6B H6BA . 0.9900 ?
C6B H6BB . 0.9900 ?
C7B C12B . 1.3842(17) ?
C7B C8B . 1.4038(16) ?
C8B C9B . 1.381(2) ?
C8B H8BA . 0.9500 ?
C9B C10B . 1.381(2) ?
C9B H9BA . 0.9500 ?
C10B C11B . 1.3839(19) ?
C10B H10A . 0.9500 ?
C11B C12B . 1.3901(18) ?
C11B H11A . 0.9500 ?
C12B H12A . 0.9500 ?
C1C C2C . 1.3735(17) ?
C1C H1CA . 0.9500 ?
C2C C3C . 1.394(2) ?
C2C H2CA . 0.9500 ?
C3C C4C . 1.3692(19) ?
C3C H3CA . 0.9500 ?
C4C C5C . 1.4163(16) ?
C4C H4CA . 0.9500 ?
C6C C7C . 1.5200(17) ?
C6C H6CA . 0.9900 ?
C6C H6CB . 0.9900 ?
C7C C8C . 1.3840(17) ?
C7C C12C . 1.3928(18) ?
C8C C9C . 1.3920(18) ?
C8C H8CA . 0.9500 ?
C9C C10C . 1.3880(19) ?
C9C H9CA . 0.9500 ?
C10C C11C . 1.3818(19) ?
C10C H10B . 0.9500 ?
C11C C12C . 1.3845(19) ?
C11C H11B . 0.9500 ?
C12C H12B . 0.9500 ?
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
C3A H3AC O1 1_655 0.98 2.57 3.3537(15) 137.2
C4A H4AA O1 1_655 0.95 2.55 3.4357(15) 154.5
C4B H4BA O2 4_575 0.95 2.54 3.4308(15) 156.6
C6B H6BB O2 4_575 0.99 2.57 3.4670(17) 150.8
N2B H2BN O1A . 0.893(15) 2.088(15) 2.9215(14) 154.9(12)
N2C H2CN O1A . 0.754(14) 2.056(14) 2.7655(13) 156.8(16)
N2C H2CN O3A . 0.754(14) 2.669(14) 3.2124(13) 130.8(13)
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1A Ni O1 N . . . . 7.28(12) ?
N1B Ni O1 N . . . . 175.29(6) ?
O2A Ni O1 N . . . . 87.39(6) ?
N1C Ni O1 N . . . . -91.74(6) ?
O2 Ni O1 N . . . . -0.94(6) ?
O1A Ni O2 N . . . . -176.04(6) ?
N1B Ni O2 N . . . . -9.64(12) ?
O2A Ni O2 N . . . . -86.15(6) ?
O1 Ni O2 N . . . . 0.94(6) ?
N1C Ni O2 N . . . . 90.63(6) ?
N1B Ni O1A C1A . . . . -109.42(9) ?
O2A Ni O1A C1A . . . . -20.80(9) ?
O1 Ni O1A C1A . . . . 58.45(13) ?
N1C Ni O1A C1A . . . . 156.89(9) ?
O2 Ni O1A C1A . . . . 65.70(9) ?
O1A Ni O2A C8A . . . . 11.28(9) ?
N1B Ni O2A C8A . . . . 113.58(9) ?
O1 Ni O2A C8A . . . . -147.70(9) ?
N1C Ni O2A C8A . . . . -135.8(5) ?
O2 Ni O2A C8A . . . . -86.54(9) ?
Ni O2 N O3 . . . . 178.85(10) ?
Ni O2 N O1 . . . . -1.51(9) ?
Ni O1 N O3 . . . . -178.82(10) ?
Ni O1 N O2 . . . . 1.54(9) ?
O1A Ni N1B C1B . . . . 146.82(8) ?
O2A Ni N1B C1B . . . . 56.75(8) ?
O1 Ni N1B C1B . . . . -28.74(8) ?
N1C Ni N1B C1B . . . . -119.28(8) ?
O2 Ni N1B C1B . . . . -19.40(14) ?
O1A Ni N1B C5B . . . . -36.26(9) ?
O2A Ni N1B C5B . . . . -126.33(9) ?
O1 Ni N1B C5B . . . . 148.18(9) ?
N1C Ni N1B C5B . . . . 57.64(9) ?
O2 Ni N1B C5B . . . . 157.52(9) ?
O1A Ni N1C C1C . . . . 150.18(8) ?
N1B Ni N1C C1C . . . . 47.67(8) ?
O2A Ni N1C C1C . . . . -62.8(5) ?
O1 Ni N1C C1C . . . . -50.93(8) ?
O2 Ni N1C C1C . . . . -111.94(8) ?
O1A Ni N1C C5C . . . . -35.87(10) ?
N1B Ni N1C C5C . . . . -138.37(10) ?
O2A Ni N1C C5C . . . . 111.2(5) ?
O1 Ni N1C C5C . . . . 123.02(10) ?
O2 Ni N1C C5C . . . . 62.02(10) ?
Ni O1A C1A C7A . . . . 19.94(15) ?
Ni O1A C1A C2A . . . . -160.25(8) ?
C3A O3A C2A C4A . . . . 0.89(17) ?
C3A O3A C2A C1A . . . . -179.98(10) ?
O1A C1A C2A O3A . . . . 3.61(15) ?
C7A C1A C2A O3A . . . . -176.56(10) ?
O1A C1A C2A C4A . . . . -177.22(11) ?
C7A C1A C2A C4A . . . . 2.60(16) ?
O3A C2A C4A C5A . . . . 177.20(11) ?
C1A C2A C4A C5A . . . . -1.86(18) ?
C2A C4A C5A C6A . . . . 0.70(18) ?
C4A C5A C6A C7A . . . . -0.39(18) ?
C5A C6A C7A C1A . . . . 1.23(17) ?
C5A C6A C7A C8A . . . . -178.42(11) ?
O1A C1A C7A C6A . . . . 177.56(10) ?
C2A C1A C7A C6A . . . . -2.26(16) ?
O1A C1A C7A C8A . . . . -2.82(17) ?
C2A C1A C7A C8A . . . . 177.37(10) ?
Ni O2A C8A C7A . . . . -0.24(17) ?
C6A C7A C8A O2A . . . . 171.95(11) ?
C1A C7A C8A O2A . . . . -7.68(19) ?
C5B N1B C1B C2B . . . . -2.57(17) ?
Ni N1B C1B C2B . . . . 174.60(10) ?
N1B C1B C2B C3B . . . . -1.00(18) ?
C1B C2B C3B C4B . . . . 1.98(18) ?
C2B C3B C4B C5B . . . . 0.50(18) ?
C6B N2B C5B N1B . . . . -163.03(12) ?
C6B N2B C5B C4B . . . . 19.34(19) ?
C1B N1B C5B N2B . . . . -172.60(10) ?
Ni N1B C5B N2B . . . . 10.56(14) ?
C1B N1B C5B C4B . . . . 5.09(16) ?
Ni N1B C5B C4B . . . . -171.74(8) ?
C3B C4B C5B N2B . . . . 173.40(11) ?
C3B C4B C5B N1B . . . . -4.15(17) ?
C5B N2B C6B C7B . . . . -144.38(12) ?
N2B C6B C7B C12B . . . . -6.64(19) ?
N2B C6B C7B C8B . . . . 174.19(12) ?
C12B C7B C8B C9B . . . . 0.47(18) ?
C6B C7B C8B C9B . . . . 179.68(13) ?
C7B C8B C9B C10B . . . . 0.7(2) ?
C8B C9B C10B C11B . . . . -1.3(2) ?
C9B C10B C11B C12B . . . . 0.7(2) ?
C8B C7B C12B C11B . . . . -1.06(18) ?
C6B C7B C12B C11B . . . . 179.78(13) ?
C10B C11B C12B C7B . . . . 0.49(19) ?
C5C N1C C1C C2C . . . . -1.05(18) ?
Ni N1C C1C C2C . . . . 173.49(10) ?
N1C C1C C2C C3C . . . . 0.46(19) ?
C1C C2C C3C C4C . . . . 0.72(19) ?
C2C C3C C4C C5C . . . . -1.24(19) ?
C6C N2C C5C N1C . . . . 179.54(10) ?
C6C N2C C5C C4C . . . . -1.87(19) ?
C1C N1C C5C N2C . . . . 179.08(10) ?
Ni N1C C5C N2C . . . . 5.29(15) ?
C1C N1C C5C C4C . . . . 0.48(16) ?
Ni N1C C5C C4C . . . . -173.31(9) ?
C3C C4C C5C N2C . . . . -177.89(12) ?
C3C C4C C5C N1C . . . . 0.64(18) ?
C5C N2C C6C C7C . . . . -79.83(15) ?
N2C C6C C7C C8C . . . . -1.43(17) ?
N2C C6C C7C C12C . . . . -178.40(11) ?
C12C C7C C8C C9C . . . . 0.57(18) ?
C6C C7C C8C C9C . . . . -176.41(11) ?
C7C C8C C9C C10C . . . . -0.49(18) ?
C8C C9C C10C C11C . . . . 0.38(19) ?
C9C C10C C11C C12C . . . . -0.37(19) ?
C10C C11C C12C C7C . . . . 0.5(2) ?
C8C C7C C12C C11C . . . . -0.56(19) ?
C6C C7C C12C C11C . . . . 176.54(12) ?
