#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/07/2230703.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_2230703
loop_
_publ_author_name
'Aghabozorg, Hossein'
'Gholizadeh, Ahmad'
'Mirzaei, Masoud'
'Notash, Behrouz'
'Moshki, Niloofar'
_publ_section_title
;
 Bis(8-hydroxy-2-methylquinolinium)
 bis(pyridine-2,6-dicarboxylato)nickelate(II) methanol monosolvate
 monohydrate
;
_journal_coeditor_code           HY2430
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m891
_journal_page_last               m892
_journal_paper_doi               10.1107/S1600536811021015
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac
'(C10 H10 N O)2 [Ni (C7 H3 N O4)2], C H4 O, H2 O'
_chemical_formula_moiety
'2(C10 H10 N O +), C14 H6 N2 Ni O8 2-, C H4 O, H2 O'
_chemical_formula_sum            'C35 H32 N4 Ni O12'
_chemical_formula_weight         759.34
_chemical_name_systematic
;
Bis(8-hydroxy-2-methylquinolinium) bis(pyridine-2,6-dicarboxylato)nickelate(II)
methanol monosolvate monohydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                115.45(3)
_cell_angle_beta                 98.73(3)
_cell_angle_gamma                95.89(3)
_cell_formula_units_Z            2
_cell_length_a                   10.100(2)
_cell_length_b                   12.733(3)
_cell_length_c                   14.638(3)
_cell_measurement_reflns_used    8795
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.14
_cell_measurement_theta_min      2.08
_cell_volume                     1650.1(8)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2005)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2005)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2005)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Stoe IPDS II'
_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  0.0467
_diffrn_reflns_av_sigmaI/netI    0.0472
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18115
_diffrn_reflns_theta_full        29.14
_diffrn_reflns_theta_max         29.14
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    0.662
_exptl_absorpt_correction_T_max  0.856
_exptl_absorpt_correction_T_min  0.723
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   '(X-SHAPE and X-RED32; Stoe & Cie, 2005)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.528
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             788
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.23
_refine_diff_density_max         1.349
_refine_diff_density_min         -1.174
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     492
_refine_ls_number_reflns         8795
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0474
_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)+(0.0950P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1332
_refine_ls_wR_factor_ref         0.1383
_reflns_number_gt                7132
_reflns_number_total             8795
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2430.cif
_cod_data_source_block           I
_cod_original_cell_volume        1650.2(8)
_cod_database_code               2230703
_cod_database_fobs_code          2230703
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.48763(3) 0.22447(2) 0.253563(19) 0.01440(9) Uani d . 1 1 . .
O O1 0.31109(16) 0.28626(14) 0.21116(11) 0.0203(3) Uani d . 1 1 . .
O O2 0.10747(16) 0.21828(15) 0.10010(13) 0.0251(3) Uani d . 1 1 . .
O O3 0.61797(15) 0.09757(14) 0.23722(12) 0.0213(3) Uani d . 1 1 . .
O O4 0.62645(19) -0.09259(16) 0.13845(14) 0.0307(4) Uani d . 1 1 . .
O O5 0.39775(15) 0.19150(14) 0.36350(12) 0.0199(3) Uani d . 1 1 . .
O O6 0.42156(16) 0.25518(16) 0.53527(13) 0.0253(3) Uani d . 1 1 . .
O O7 0.61440(16) 0.32453(13) 0.20438(11) 0.0198(3) Uani d . 1 1 . .
O O8 0.77752(18) 0.48837(15) 0.26964(13) 0.0286(4) Uani d . 1 1 . .
O O9 0.83619(15) -0.06433(14) 0.67019(13) 0.0220(3) Uani d . 1 1 . .
H H9A 0.7626 -0.1060 0.6597 0.033 Uiso calc R 1 1 . .
O O10 -0.02135(18) 0.58541(16) 0.83206(14) 0.0277(4) Uani d . 1 1 . .
H H10A -0.0602 0.6421 0.8462 0.042 Uiso calc R 1 1 . .
O O11 0.87763(18) 0.13711(17) 0.34025(16) 0.0314(4) Uani d . 1 1 . .
O O12 0.4661(4) 0.3460(3) 0.0331(3) 0.0818(10) Uani d D 1 1 . .
N N1 0.38462(18) 0.08308(15) 0.12842(13) 0.0163(3) Uani d . 1 1 . .
N N2 0.58956(17) 0.35510(15) 0.38661(13) 0.0148(3) Uani d . 1 1 . .
N N3 1.04662(17) 0.04876(16) 0.63184(13) 0.0158(3) Uani d . 1 1 . .
N N4 0.11624(18) 0.42168(16) 0.84640(14) 0.0188(3) Uani d D 1 1 . .
C C1 0.2237(2) 0.20798(19) 0.13492(16) 0.0186(4) Uani d . 1 1 . .
C C2 0.2634(2) 0.08790(19) 0.08134(15) 0.0178(4) Uani d . 1 1 . .
C C3 0.1854(2) -0.0107(2) -0.00518(17) 0.0254(5) Uani d . 1 1 . .
H H3 0.1011 -0.0070 -0.0382 0.030 Uiso calc R 1 1 . .
C C4 0.2365(3) -0.1150(2) -0.04118(17) 0.0275(5) Uani d . 1 1 . .
H H4 0.1863 -0.1823 -0.0990 0.033 Uiso calc R 1 1 . .
C C5 0.3623(3) -0.11857(19) 0.00914(17) 0.0247(5) Uani d . 1 1 . .
H H5 0.3977 -0.1878 -0.0143 0.030 Uiso calc R 1 1 . .
C C6 0.4345(2) -0.01672(18) 0.09532(16) 0.0179(4) Uani d . 1 1 . .
C C7 0.5721(2) -0.00531(19) 0.16093(17) 0.0207(4) Uani d . 1 1 . .
C C8 0.4523(2) 0.26155(19) 0.45925(16) 0.0177(4) Uani d . 1 1 . .
C C9 0.5642(2) 0.36054(18) 0.47561(15) 0.0156(4) Uani d . 1 1 . .
C C10 0.6345(2) 0.45077(19) 0.57041(16) 0.0187(4) Uani d . 1 1 . .
H H10 0.6156 0.4548 0.6319 0.022 Uiso calc R 1 1 . .
C C11 0.7344(2) 0.5355(2) 0.57129(16) 0.0219(4) Uani d . 1 1 . .
H H11 0.7840 0.5967 0.6339 0.026 Uiso calc R 1 1 . .
C C12 0.7593(2) 0.5279(2) 0.47794(17) 0.0222(4) Uani d . 1 1 . .
H H12 0.8257 0.5838 0.4773 0.027 Uiso calc R 1 1 . .
C C13 0.6835(2) 0.43572(18) 0.38596(15) 0.0169(4) Uani d . 1 1 . .
C C14 0.6943(2) 0.41509(19) 0.27724(16) 0.0195(4) Uani d . 1 1 . .
C C15 1.2834(2) 0.0523(2) 0.61385(17) 0.0207(4) Uani d . 1 1 . .
H H15A 1.3271 0.0745 0.6842 0.031 Uiso calc R 1 1 . .
H H15B 1.3431 0.0846 0.5832 0.031 Uiso calc R 1 1 . .
H H15C 1.2632 -0.0324 0.5752 0.031 Uiso calc R 1 1 . .
C C16 1.1540(2) 0.09952(19) 0.61216(15) 0.0171(4) Uani d . 1 1 . .
C C17 1.1436(2) 0.1982(2) 0.59303(16) 0.0211(4) Uani d . 1 1 . .
H H17 1.2167 0.2331 0.5775 0.025 Uiso calc R 1 1 . .
C C18 1.0255(2) 0.2424(2) 0.59747(17) 0.0216(4) Uani d . 1 1 . .
H H18 1.0197 0.3083 0.5859 0.026 Uiso calc R 1 1 . .
C C19 0.9126(2) 0.18995(18) 0.61924(16) 0.0182(4) Uani d . 1 1 . .
C C20 0.7884(2) 0.2320(2) 0.62389(17) 0.0226(4) Uani d . 1 1 . .
H H20 0.7787 0.2982 0.6136 0.027 Uiso calc R 1 1 . .
C C21 0.6821(2) 0.1746(2) 0.64367(18) 0.0233(4) Uani d . 1 1 . .
H H21 0.6005 0.2025 0.6468 0.028 Uiso calc R 1 1 . .
C C22 0.6949(2) 0.0737(2) 0.65937(17) 0.0216(4) Uani d . 1 1 . .
H H22 0.6214 0.0359 0.6722 0.026 Uiso calc R 1 1 . .
C C23 0.8152(2) 0.03039(18) 0.65586(15) 0.0176(4) Uani d . 1 1 . .
C C24 0.9258(2) 0.08958(18) 0.63603(15) 0.0166(4) Uani d . 1 1 . .
C C25 0.3355(2) 0.3609(2) 0.8390(2) 0.0311(5) Uani d . 1 1 . .
H H25A 0.3341 0.3696 0.7769 0.047 Uiso calc R 1 1 . .
H H25B 0.3731 0.2925 0.8327 0.047 Uiso calc R 1 1 . .
H H25C 0.3906 0.4301 0.8972 0.047 Uiso calc R 1 1 . .
C C26 0.1934(2) 0.3462(2) 0.85504(16) 0.0219(4) Uani d . 1 1 . .
C C27 0.1390(2) 0.2585(2) 0.87963(17) 0.0239(4) Uani d . 1 1 . .
H H27 0.1915 0.2046 0.8850 0.029 Uiso calc R 1 1 . .
C C28 0.0084(2) 0.2513(2) 0.89586(16) 0.0227(4) Uani d . 1 1 . .
H H28 -0.0273 0.1921 0.9113 0.027 Uiso calc R 1 1 . .
C C29 -0.0716(2) 0.33329(19) 0.88931(15) 0.0192(4) Uani d . 1 1 . .
C C30 -0.2050(2) 0.3338(2) 0.90747(18) 0.0251(4) Uani d . 1 1 . .
H H30 -0.2452 0.2779 0.9248 0.030 Uiso calc R 1 1 . .
C C31 -0.2747(2) 0.4172(2) 0.89942(18) 0.0259(5) Uani d . 1 1 . .
H H31 -0.3625 0.4169 0.9116 0.031 Uiso calc R 1 1 . .
C C32 -0.2177(2) 0.5032(2) 0.87334(17) 0.0234(4) Uani d . 1 1 . .
H H32 -0.2679 0.5583 0.8680 0.028 Uiso calc R 1 1 . .
C C33 -0.0865(2) 0.50617(19) 0.85547(16) 0.0199(4) Uani d . 1 1 . .
C C34 -0.0139(2) 0.42021(19) 0.86331(15) 0.0171(4) Uani d . 1 1 . .
C C35 0.9526(3) 0.2250(3) 0.3241(3) 0.0370(6) Uani d . 1 1 . .
H H35A 0.9536 0.1951 0.2518 0.056 Uiso calc R 1 1 . .
H H35B 1.0444 0.2461 0.3638 0.056 Uiso calc R 1 1 . .
H H35C 0.9107 0.2937 0.3456 0.056 Uiso calc R 1 1 . .
H H3A 1.060(3) -0.010(3) 0.640(2) 0.030(8) Uiso d . 1 1 . .
H H4A 0.154(3) 0.468(3) 0.825(3) 0.040(9) Uiso d D 1 1 . .
H H11A 0.794(4) 0.117(3) 0.304(3) 0.051(10) Uiso d . 1 1 . .
H H12A 0.516(4) 0.350(4) 0.085(3) 0.076 Uiso d D 1 1 . .
H H12B 0.419(4) 0.291(3) -0.020(2) 0.076 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
_geom_angle_publ_flag
N2 Ni1 N1 . . 173.76(7) ?
N2 Ni1 O7 . . 78.07(7) ?
N1 Ni1 O7 . . 107.32(7) ?
N2 Ni1 O5 . . 77.35(7) ?
N1 Ni1 O5 . . 97.45(7) ?
O7 Ni1 O5 . . 155.11(6) ?
N2 Ni1 O1 . . 105.25(7) ?
N1 Ni1 O1 . . 77.98(7) ?
O7 Ni1 O1 . . 92.46(6) ?
O5 Ni1 O1 . . 90.26(6) ?
N2 Ni1 O3 . . 99.28(7) ?
N1 Ni1 O3 . . 77.43(7) ?
O7 Ni1 O3 . . 94.27(6) ?
O5 Ni1 O3 . . 93.46(6) ?
O1 Ni1 O3 . . 155.41(6) ?
C1 O1 Ni1 . . 114.11(14) ?
C7 O3 Ni1 . . 115.21(13) ?
C8 O5 Ni1 . . 115.57(13) ?
C14 O7 Ni1 . . 114.82(13) ?
C23 O9 H9A . . 109.5 ?
C33 O10 H10A . . 109.5 ?
C35 O11 H11A . . 111(3) ?
H12A O12 H12B . . 134(4) ?
C2 N1 C6 . . 121.35(19) ?
C2 N1 Ni1 . . 119.01(14) ?
C6 N1 Ni1 . . 119.57(14) ?
C13 N2 C9 . . 121.36(18) ?
C13 N2 Ni1 . . 118.90(14) ?
C9 N2 Ni1 . . 119.74(14) ?
C16 N3 C24 . . 122.90(18) ?
C16 N3 H3A . . 113(2) ?
C24 N3 H3A . . 124(2) ?
C26 N4 C34 . . 123.3(2) ?
C26 N4 H4A . . 113(2) ?
C34 N4 H4A . . 123(2) ?
O2 C1 O1 . . 126.9(2) ?
O2 C1 C2 . . 116.94(19) ?
O1 C1 C2 . . 116.19(18) ?
N1 C2 C3 . . 121.0(2) ?
N1 C2 C1 . . 112.51(18) ?
C3 C2 C1 . . 126.51(19) ?
C2 C3 C4 . . 118.4(2) ?
C2 C3 H3 . . 120.8 ?
C4 C3 H3 . . 120.8 ?
C5 C4 C3 . . 119.9(2) ?
C5 C4 H4 . . 120.1 ?
C3 C4 H4 . . 120.1 ?
C4 C5 C6 . . 118.6(2) ?
C4 C5 H5 . . 120.7 ?
C6 C5 H5 . . 120.7 ?
N1 C6 C5 . . 120.8(2) ?
N1 C6 C7 . . 113.46(18) ?
C5 C6 C7 . . 125.7(2) ?
O4 C7 O3 . . 126.7(2) ?
O4 C7 C6 . . 119.0(2) ?
O3 C7 C6 . . 114.29(18) ?
O6 C8 O5 . . 126.6(2) ?
O6 C8 C9 . . 119.24(19) ?
O5 C8 C9 . . 114.17(18) ?
N2 C9 C10 . . 121.21(19) ?
N2 C9 C8 . . 112.99(18) ?
C10 C9 C8 . . 125.79(18) ?
C9 C10 C11 . . 118.25(19) ?
C9 C10 H10 . . 120.9 ?
C11 C10 H10 . . 120.9 ?
C12 C11 C10 . . 119.6(2) ?
C12 C11 H11 . . 120.2 ?
C10 C11 H11 . . 120.2 ?
C13 C12 C11 . . 118.8(2) ?
C13 C12 H12 . . 120.6 ?
C11 C12 H12 . . 120.6 ?
N2 C13 C12 . . 120.76(19) ?
N2 C13 C14 . . 113.11(18) ?
C12 C13 C14 . . 126.12(19) ?
O8 C14 O7 . . 127.7(2) ?
O8 C14 C13 . . 117.26(19) ?
O7 C14 C13 . . 115.06(18) ?
C16 C15 H15A . . 109.5 ?
C16 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C16 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
N3 C16 C17 . . 119.24(19) ?
N3 C16 C15 . . 119.15(19) ?
C17 C16 C15 . . 121.58(19) ?
C18 C17 C16 . . 119.7(2) ?
C18 C17 H17 . . 120.1 ?
C16 C17 H17 . . 120.1 ?
C17 C18 C19 . . 121.2(2) ?
C17 C18 H18 . . 119.4 ?
C19 C18 H18 . . 119.4 ?
C18 C19 C20 . . 123.2(2) ?
C18 C19 C24 . . 117.50(19) ?
C20 C19 C24 . . 119.32(19) ?
C21 C20 C19 . . 119.7(2) ?
C21 C20 H20 . . 120.2 ?
C19 C20 H20 . . 120.2 ?
C20 C21 C22 . . 121.0(2) ?
C20 C21 H21 . . 119.5 ?
C22 C21 H21 . . 119.5 ?
C23 C22 C21 . . 120.9(2) ?
C23 C22 H22 . . 119.5 ?
C21 C22 H22 . . 119.5 ?
O9 C23 C22 . . 124.84(19) ?
O9 C23 C24 . . 116.69(18) ?
C22 C23 C24 . . 118.46(19) ?
N3 C24 C19 . . 119.42(18) ?
N3 C24 C23 . . 119.95(19) ?
C19 C24 C23 . . 120.62(19) ?
C26 C25 H25A . . 109.5 ?
C26 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C26 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
N4 C26 C27 . . 119.0(2) ?
N4 C26 C25 . . 117.8(2) ?
C27 C26 C25 . . 123.2(2) ?
C28 C27 C26 . . 120.4(2) ?
C28 C27 H27 . . 119.8 ?
C26 C27 H27 . . 119.8 ?
C27 C28 C29 . . 120.4(2) ?
C27 C28 H28 . . 119.8 ?
C29 C28 H28 . . 119.8 ?
C28 C29 C30 . . 123.9(2) ?
C28 C29 C34 . . 117.7(2) ?
C30 C29 C34 . . 118.4(2) ?
C31 C30 C29 . . 119.6(2) ?
C31 C30 H30 . . 120.2 ?
C29 C30 H30 . . 120.2 ?
C30 C31 C32 . . 122.0(2) ?
C30 C31 H31 . . 119.0 ?
C32 C31 H31 . . 119.0 ?
C33 C32 C31 . . 120.2(2) ?
C33 C32 H32 . . 119.9 ?
C31 C32 H32 . . 119.9 ?
O10 C33 C32 . . 125.2(2) ?
O10 C33 C34 . . 116.59(19) ?
C32 C33 C34 . . 118.2(2) ?
N4 C34 C33 . . 119.24(19) ?
N4 C34 C29 . . 119.19(19) ?
C33 C34 C29 . . 121.57(19) ?
O11 C35 H35A . . 109.5 ?
O11 C35 H35B . . 109.5 ?
H35A C35 H35B . . 109.5 ?
O11 C35 H35C . . 109.5 ?
H35A C35 H35C . . 109.5 ?
H35B C35 H35C . . 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 N2 . 1.969(2) ?
Ni1 N1 . 1.970(2) ?
Ni1 O7 . 2.1247(16) ?
Ni1 O5 . 2.1298(16) ?
Ni1 O1 . 2.1343(16) ?
Ni1 O3 . 2.1449(16) ?
O1 C1 . 1.258(3) ?
O2 C1 . 1.250(3) ?
O3 C7 . 1.280(3) ?
O4 C7 . 1.229(3) ?
O5 C8 . 1.286(3) ?
O6 C8 . 1.232(3) ?
O7 C14 . 1.269(3) ?
O8 C14 . 1.243(3) ?
O9 C23 . 1.342(3) ?
O9 H9A . 0.8200 ?
O10 C33 . 1.341(3) ?
O10 H10A . 0.8200 ?
O11 C35 . 1.411(3) ?
O11 H11A . 0.87(4) ?
O12 H12A . 0.82(2) ?
O12 H12B . 0.82(2) ?
N1 C2 . 1.332(3) ?
N1 C6 . 1.334(3) ?
N2 C13 . 1.329(3) ?
N2 C9 . 1.340(3) ?
N3 C16 . 1.337(3) ?
N3 C24 . 1.374(3) ?
N3 H3A . 0.82(3) ?
N4 C26 . 1.333(3) ?
N4 C34 . 1.374(3) ?
N4 H4A . 0.86(3) ?
C1 C2 . 1.518(3) ?
C2 C3 . 1.389(3) ?
C3 C4 . 1.389(4) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.384(4) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.388(3) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.519(3) ?
C8 C9 . 1.513(3) ?
C9 C10 . 1.383(3) ?
C10 C11 . 1.394(3) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.392(3) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.386(3) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.521(3) ?
C15 C16 . 1.495(3) ?
C15 H15A . 0.9600 ?
C15 H15B . 0.9600 ?
C15 H15C . 0.9600 ?
C16 C17 . 1.410(3) ?
C17 C18 . 1.369(3) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.409(3) ?
C18 H18 . 0.9300 ?
C19 C20 . 1.413(3) ?
C19 C24 . 1.417(3) ?
C20 C21 . 1.373(3) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.413(3) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.384(3) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.419(3) ?
C25 C26 . 1.495(3) ?
C25 H25A . 0.9600 ?
C25 H25B . 0.9600 ?
C25 H25C . 0.9600 ?
C26 C27 . 1.400(3) ?
C27 C28 . 1.376(3) ?
C27 H27 . 0.9300 ?
C28 C29 . 1.410(3) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.412(3) ?
C29 C34 . 1.416(3) ?
C30 C31 . 1.368(4) ?
C30 H30 . 0.9300 ?
C31 C32 . 1.405(3) ?
C31 H31 . 0.9300 ?
C32 C33 . 1.389(3) ?
C32 H32 . 0.9300 ?
C33 C34 . 1.413(3) ?
C35 H35A . 0.9600 ?
C35 H35B . 0.9600 ?
C35 H35C . 0.9600 ?
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
_geom_hbond_publ_flag
C5 H5 O7 2_655 0.93 2.54 3.164(3) 124.3 yes
C11 H11 O1 2_666 0.93 2.52 3.154(3) 125.9 yes
C15 H15A O4 2_756 0.96 2.47 3.398(3) 162.1 yes
C17 H17 O6 1_655 0.93 2.27 3.155(3) 158.4 yes
C21 H21 O6 . 0.93 2.58 3.344(3) 139.3 yes
C25 H25A O8 2_666 0.96 2.50 3.169(3) 126.7 yes
C27 H27 O4 2_656 0.93 2.42 3.298(3) 158.0 yes
N3 H3A O11 2_756 0.82(3) 1.92(3) 2.732(3) 171(3) yes
N4 H4A O8 2_666 0.86(3) 1.89(3) 2.706(3) 157(3) yes
O9 H9A O5 2_656 0.82 1.75 2.574(2) 178.0 yes
O10 H10A O2 2_566 0.82 1.76 2.562(2) 166.2 yes
O11 H11A O3 . 0.87(4) 1.83(4) 2.699(2) 171(4) yes
O12 H12A O7 . 0.820(18) 2.05(2) 2.852(4) 167(5) yes
O12 H12B O4 2_655 0.820(19) 2.32(3) 3.049(4) 149(4) yes
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
N2 Ni1 O1 C1 . . . . -170.54(14) ?
N1 Ni1 O1 C1 . . . . 3.97(15) ?
O7 Ni1 O1 C1 . . . . 111.16(15) ?
O5 Ni1 O1 C1 . . . . -93.59(15) ?
O3 Ni1 O1 C1 . . . . 5.3(2) ?
N2 Ni1 O3 C7 . . . . 173.19(15) ?
N1 Ni1 O3 C7 . . . . -1.41(15) ?
O7 Ni1 O3 C7 . . . . -108.22(15) ?
O5 Ni1 O3 C7 . . . . 95.46(15) ?
O1 Ni1 O3 C7 . . . . -2.7(2) ?
N2 Ni1 O5 C8 . . . . -4.03(14) ?
N1 Ni1 O5 C8 . . . . 172.48(14) ?
O7 Ni1 O5 C8 . . . . -13.2(2) ?
O1 Ni1 O5 C8 . . . . -109.61(15) ?
O3 Ni1 O5 C8 . . . . 94.72(15) ?
N2 Ni1 O7 C14 . . . . 1.19(15) ?
N1 Ni1 O7 C14 . . . . -175.57(14) ?
O5 Ni1 O7 C14 . . . . 10.3(2) ?
O1 Ni1 O7 C14 . . . . 106.26(15) ?
O3 Ni1 O7 C14 . . . . -97.41(15) ?
O7 Ni1 N1 C2 . . . . -90.88(16) ?
O5 Ni1 N1 C2 . . . . 86.61(16) ?
O1 Ni1 N1 C2 . . . . -2.05(15) ?
O3 Ni1 N1 C2 . . . . 178.52(16) ?
O7 Ni1 N1 C6 . . . . 92.11(16) ?
O5 Ni1 N1 C6 . . . . -90.39(16) ?
O1 Ni1 N1 C6 . . . . -179.06(16) ?
O3 Ni1 N1 C6 . . . . 1.51(15) ?
O7 Ni1 N2 C13 . . . . -1.72(15) ?
O5 Ni1 N2 C13 . . . . -177.78(16) ?
O1 Ni1 N2 C13 . . . . -91.02(15) ?
O3 Ni1 N2 C13 . . . . 90.73(15) ?
O7 Ni1 N2 C9 . . . . 178.94(16) ?
O5 Ni1 N2 C9 . . . . 2.87(14) ?
O1 Ni1 N2 C9 . . . . 89.63(15) ?
O3 Ni1 N2 C9 . . . . -88.62(15) ?
Ni1 O1 C1 O2 . . . . 173.66(18) ?
Ni1 O1 C1 C2 . . . . -5.0(2) ?
C6 N1 C2 C3 . . . . -1.1(3) ?
Ni1 N1 C2 C3 . . . . -178.01(16) ?
C6 N1 C2 C1 . . . . 177.15(17) ?
Ni1 N1 C2 C1 . . . . 0.2(2) ?
O2 C1 C2 N1 . . . . -175.41(18) ?
O1 C1 C2 N1 . . . . 3.4(3) ?
O2 C1 C2 C3 . . . . 2.7(3) ?
O1 C1 C2 C3 . . . . -178.5(2) ?
N1 C2 C3 C4 . . . . 0.4(3) ?
C1 C2 C3 C4 . . . . -177.5(2) ?
C2 C3 C4 C5 . . . . 0.0(3) ?
C3 C4 C5 C6 . . . . 0.2(3) ?
C2 N1 C6 C5 . . . . 1.2(3) ?
Ni1 N1 C6 C5 . . . . 178.16(15) ?
C2 N1 C6 C7 . . . . -178.34(18) ?
Ni1 N1 C6 C7 . . . . -1.4(2) ?
C4 C5 C6 N1 . . . . -0.8(3) ?
C4 C5 C6 C7 . . . . 178.7(2) ?
Ni1 O3 C7 O4 . . . . -177.46(19) ?
Ni1 O3 C7 C6 . . . . 1.1(2) ?
N1 C6 C7 O4 . . . . 178.78(19) ?
C5 C6 C7 O4 . . . . -0.8(3) ?
N1 C6 C7 O3 . . . . 0.1(3) ?
C5 C6 C7 O3 . . . . -179.4(2) ?
Ni1 O5 C8 O6 . . . . -176.08(17) ?
Ni1 O5 C8 C9 . . . . 4.3(2) ?
C13 N2 C9 C10 . . . . 0.3(3) ?
Ni1 N2 C9 C10 . . . . 179.66(14) ?
C13 N2 C9 C8 . . . . 179.14(17) ?
Ni1 N2 C9 C8 . . . . -1.5(2) ?
O6 C8 C9 N2 . . . . 178.34(18) ?
O5 C8 C9 N2 . . . . -2.0(2) ?
O6 C8 C9 C10 . . . . -2.9(3) ?
O5 C8 C9 C10 . . . . 176.70(19) ?
N2 C9 C10 C11 . . . . -0.9(3) ?
C8 C9 C10 C11 . . . . -179.59(19) ?
C9 C10 C11 C12 . . . . 0.7(3) ?
C10 C11 C12 C13 . . . . 0.1(3) ?
C9 N2 C13 C12 . . . . 0.5(3) ?
Ni1 N2 C13 C12 . . . . -178.84(16) ?
C9 N2 C13 C14 . . . . -178.75(17) ?
Ni1 N2 C13 C14 . . . . 1.9(2) ?
C11 C12 C13 N2 . . . . -0.7(3) ?
C11 C12 C13 C14 . . . . 178.5(2) ?
Ni1 O7 C14 O8 . . . . -179.45(19) ?
Ni1 O7 C14 C13 . . . . -0.5(2) ?
N2 C13 C14 O8 . . . . 178.21(19) ?
C12 C13 C14 O8 . . . . -1.0(3) ?
N2 C13 C14 O7 . . . . -0.8(3) ?
C12 C13 C14 O7 . . . . 180.0(2) ?
C24 N3 C16 C17 . . . . -1.1(3) ?
C24 N3 C16 C15 . . . . 177.27(18) ?
N3 C16 C17 C18 . . . . 1.7(3) ?
C15 C16 C17 C18 . . . . -176.62(19) ?
C16 C17 C18 C19 . . . . -1.1(3) ?
C17 C18 C19 C20 . . . . -179.5(2) ?
C17 C18 C19 C24 . . . . -0.2(3) ?
C18 C19 C20 C21 . . . . 178.8(2) ?
C24 C19 C20 C21 . . . . -0.6(3) ?
C19 C20 C21 C22 . . . . -0.1(3) ?
C20 C21 C22 C23 . . . . 0.4(3) ?
C21 C22 C23 O9 . . . . 179.8(2) ?
C21 C22 C23 C24 . . . . 0.0(3) ?
C16 N3 C24 C19 . . . . -0.2(3) ?
C16 N3 C24 C23 . . . . 179.11(18) ?
C18 C19 C24 N3 . . . . 0.8(3) ?
C20 C19 C24 N3 . . . . -179.81(18) ?
C18 C19 C24 C23 . . . . -178.48(18) ?
C20 C19 C24 C23 . . . . 0.9(3) ?
O9 C23 C24 N3 . . . . 0.3(3) ?
C22 C23 C24 N3 . . . . -179.88(19) ?
O9 C23 C24 C19 . . . . 179.56(18) ?
C22 C23 C24 C19 . . . . -0.6(3) ?
C34 N4 C26 C27 . . . . 1.9(3) ?
C34 N4 C26 C25 . . . . -177.4(2) ?
N4 C26 C27 C28 . . . . -0.8(3) ?
C25 C26 C27 C28 . . . . 178.4(2) ?
C26 C27 C28 C29 . . . . -0.9(3) ?
C27 C28 C29 C30 . . . . -178.3(2) ?
C27 C28 C29 C34 . . . . 1.4(3) ?
C28 C29 C30 C31 . . . . 179.9(2) ?
C34 C29 C30 C31 . . . . 0.1(3) ?
C29 C30 C31 C32 . . . . 0.1(4) ?
C30 C31 C32 C33 . . . . -0.4(4) ?
C31 C32 C33 O10 . . . . -178.7(2) ?
C31 C32 C33 C34 . . . . 0.6(3) ?
C26 N4 C34 C33 . . . . 178.0(2) ?
C26 N4 C34 C29 . . . . -1.3(3) ?
O10 C33 C34 N4 . . . . -0.4(3) ?
C32 C33 C34 N4 . . . . -179.72(19) ?
O10 C33 C34 C29 . . . . 178.94(19) ?
C32 C33 C34 C29 . . . . -0.4(3) ?
C28 C29 C34 N4 . . . . -0.4(3) ?
C30 C29 C34 N4 . . . . 179.36(19) ?
C28 C29 C34 C33 . . . . -179.72(19) ?
C30 C29 C34 C33 . . . . 0.1(3) ?
