#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/64/4506496.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4506496
loop_
_publ_author_name
'Zhang, Ying'
'Yang, Jin'
'Yang, Yan'
'Guo, Jiao'
'Ma, Jian-Fang'
_publ_section_title
;
 Syntheses, Structures, and Luminescent Properties of a Series of
 Coordination Compounds Based on (4-Carboxylphenyl)
 (4-(2′-Carboxylphenyl)benzyl) Ether and Different N-Donor Ligands
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4060
_journal_paper_doi               10.1021/cg300540d
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         'C33 H24 N2 Ni O6'
_chemical_formula_sum            'C33 H24 N2 Ni O6'
_chemical_formula_weight         603.25
_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                91.536(3)
_cell_angle_beta                 91.420(3)
_cell_angle_gamma                113.823(4)
_cell_formula_units_Z            2
_cell_length_a                   10.1570(4)
_cell_length_b                   10.8830(5)
_cell_length_c                   13.3840(5)
_cell_measurement_reflns_used    2320
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0355
_cell_measurement_theta_min      2.7691
_cell_volume                     1351.88(10)
_computing_cell_refinement       CrysAlis
_computing_data_collection       'CrysAlis (Oxford Diffraction, 2006)'
_computing_data_reduction        CrysAlis
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R Ultra'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0663
_diffrn_reflns_av_sigmaI/netI    0.1346
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8413
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.77
_exptl_absorpt_coefficient_mu    0.769
_exptl_absorpt_correction_T_max  0.9271
_exptl_absorpt_correction_T_min  0.9134
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis (Oxford Diffraction, 2006)
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.921
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         4753
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.921
_refine_ls_R_factor_all          0.1288
_refine_ls_R_factor_gt           0.0600
_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)+(0.0415P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0983
_refine_ls_wR_factor_ref         0.1144
_reflns_number_gt                2619
_reflns_number_total             4753
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            cg300540d_si_002.cif
_cod_data_source_block           Compound-7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4506496
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ni1 Ni -0.12914(6) 0.22692(6) 0.80840(5) 0.0378(2) Uani 1 1 d .
C1 C 1.1914(4) 0.5739(4) 0.2029(4) 0.0306(11) Uani 1 1 d .
C2 C 1.2346(4) 0.4595(4) 0.2211(3) 0.0274(10) Uani 1 1 d .
C3 C 1.3528(4) 0.4584(4) 0.1708(3) 0.0347(11) Uani 1 1 d .
H3 H 1.3914 0.5181 0.1202 0.042 Uiso 1 1 calc R
C4 C 1.4130(4) 0.3695(4) 0.1952(4) 0.0392(12) Uani 1 1 d .
H4 H 1.4936 0.3714 0.1627 0.047 Uiso 1 1 calc R
C5 C 1.3542(5) 0.2784(5) 0.2675(4) 0.0415(12) Uani 1 1 d .
H5 H 1.3957 0.2195 0.2849 0.050 Uiso 1 1 calc R
C6 C 1.2334(4) 0.2743(4) 0.3144(3) 0.0359(11) Uani 1 1 d .
H6 H 1.1925 0.2100 0.3617 0.043 Uiso 1 1 calc R
C7 C 1.1705(4) 0.3644(4) 0.2929(3) 0.0264(10) Uani 1 1 d .
C8 C 1.0376(4) 0.3529(4) 0.3428(3) 0.0277(10) Uani 1 1 d .
C9 C 1.0174(4) 0.3204(4) 0.4422(3) 0.0392(12) Uani 1 1 d .
H9 H 1.0867 0.3013 0.4772 0.047 Uiso 1 1 calc R
C10 C 0.8973(5) 0.3155(5) 0.4906(4) 0.0441(13) Uani 1 1 d .
H10 H 0.8857 0.2917 0.5570 0.053 Uiso 1 1 calc R
C11 C 0.7934(4) 0.3461(4) 0.4407(3) 0.0327(11) Uani 1 1 d .
C12 C 0.8099(4) 0.3734(4) 0.3414(3) 0.0327(11) Uani 1 1 d .
H12 H 0.7390 0.3901 0.3063 0.039 Uiso 1 1 calc R
C13 C 0.9287(4) 0.3770(4) 0.2922(3) 0.0314(11) Uani 1 1 d .
H13 H 0.9366 0.3955 0.2246 0.038 Uiso 1 1 calc R
C14 C 0.6739(4) 0.3588(4) 0.4977(4) 0.0404(12) Uani 1 1 d .
H14A H 0.7075 0.3879 0.5663 0.049 Uiso 1 1 calc R
H14B H 0.6481 0.4270 0.4684 0.049 Uiso 1 1 calc R
C15 C 0.4379(4) 0.2356(5) 0.5523(3) 0.0374(11) Uani 1 1 d .
C16 C 0.3103(4) 0.1200(4) 0.5463(3) 0.0395(12) Uani 1 1 d .
H16 H 0.3042 0.0461 0.5069 0.047 Uiso 1 1 calc R
C17 C 0.1928(4) 0.1146(4) 0.5987(3) 0.0406(12) Uani 1 1 d .
H17 H 0.1073 0.0379 0.5925 0.049 Uiso 1 1 calc R
C18 C 0.2004(4) 0.2223(4) 0.6605(3) 0.0299(11) Uani 1 1 d .
C19 C 0.3283(4) 0.3355(5) 0.6672(3) 0.0371(11) Uani 1 1 d .
H19 H 0.3354 0.4080 0.7087 0.045 Uiso 1 1 calc R
C20 C 0.4457(4) 0.3436(5) 0.6135(4) 0.0422(12) Uani 1 1 d .
H20 H 0.5301 0.4215 0.6184 0.051 Uiso 1 1 calc R
C21 C 0.0754(5) 0.2205(5) 0.7165(3) 0.0336(11) Uani 1 1 d .
C22 C 0.0007(5) 0.1871(5) 1.0096(4) 0.0414(12) Uani 1 1 d .
H22 H 0.0831 0.2618 0.9952 0.050 Uiso 1 1 calc R
C23 C -0.0001(6) 0.1231(5) 1.0979(4) 0.0485(14) Uani 1 1 d .
H23 H 0.0805 0.1541 1.1414 0.058 Uiso 1 1 calc R
C24 C -0.1199(6) 0.0149(5) 1.1200(3) 0.0466(13) Uani 1 1 d .
H24 H -0.1222 -0.0280 1.1795 0.056 Uiso 1 1 calc R
C25 C -0.2409(5) -0.0329(4) 1.0534(3) 0.0354(11) Uani 1 1 d .
C26 C -0.3721(6) -0.1464(5) 1.0700(4) 0.0471(13) Uani 1 1 d .
H26 H -0.3793 -0.1958 1.1268 0.057 Uiso 1 1 calc R
C27 C -0.4854(5) -0.1826(4) 1.0044(4) 0.0434(13) Uani 1 1 d .
H27 H -0.5698 -0.2560 1.0173 0.052 Uiso 1 1 calc R
C28 C -0.4791(4) -0.1113(4) 0.9159(3) 0.0319(11) Uani 1 1 d .
C29 C -0.5932(5) -0.1431(4) 0.8439(4) 0.0391(12) Uani 1 1 d .
H29 H -0.6808 -0.2146 0.8532 0.047 Uiso 1 1 calc R
C30 C -0.5751(5) -0.0699(5) 0.7619(4) 0.0416(12) Uani 1 1 d .
H30 H -0.6500 -0.0918 0.7141 0.050 Uiso 1 1 calc R
C31 C -0.4443(4) 0.0388(4) 0.7482(3) 0.0381(12) Uani 1 1 d .
H31 H -0.4343 0.0894 0.6918 0.046 Uiso 1 1 calc R
C32 C -0.3510(4) -0.0021(4) 0.8966(3) 0.0279(10) Uani 1 1 d .
C33 C -0.2303(4) 0.0388(4) 0.9665(3) 0.0274(10) Uani 1 1 d .
N1 N -0.3337(3) 0.0718(3) 0.8136(3) 0.0291(9) Uani 1 1 d .
N2 N -0.1108(4) 0.1467(3) 0.9445(3) 0.0320(9) Uani 1 1 d .
O1 O 1.1588(3) 0.5966(3) 0.1169(2) 0.0458(8) Uani 1 1 d .
O2 O 1.1984(3) 0.6518(3) 0.2756(2) 0.0395(8) Uani 1 1 d .
O3 O 0.5487(3) 0.2346(3) 0.4973(2) 0.0432(8) Uani 1 1 d .
O4 O 0.0927(3) 0.3148(3) 0.7804(3) 0.0466(9) Uani 1 1 d .
O5 O -0.0470(3) 0.1264(3) 0.7028(2) 0.0413(8) Uani 1 1 d .
O1W O -0.7606(6) -0.4623(5) 0.9191(4) 0.0832(16) Uani 1 1 d D
H1A H -0.809(7) -0.458(7) 0.959(5) 0.10(3) Uiso 1 1 d .
H1B H -0.806(9) -0.549(3) 0.903(6) 0.18(4) Uiso 1 1 d D
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 Ni1 N2 150.18(13) 2_666 .
O2 Ni1 N1 94.32(12) 2_666 .
N2 Ni1 N1 79.57(14) . .
O2 Ni1 O4 99.67(12) 2_666 1
N2 Ni1 O4 96.94(13) . 1
N1 Ni1 O4 156.12(13) . 1
O2 Ni1 O4 99.67(12) 2_666 .
N2 Ni1 O4 96.94(13) . .
N1 Ni1 O4 156.12(13) . .
O4 Ni1 O4 0.0(2) 1 .
O2 Ni1 O5 105.41(12) 2_666 .
N2 Ni1 O5 104.25(13) . .
N1 Ni1 O5 96.02(12) . .
O4 Ni1 O5 61.68(12) 1 .
O4 Ni1 O5 61.68(12) . .
O2 Ni1 O1 59.88(11) 2_666 2_666
N2 Ni1 O1 92.75(13) . 2_666
N1 Ni1 O1 102.77(12) . 2_666
O4 Ni1 O1 100.99(12) 1 2_666
O4 Ni1 O1 100.99(12) . 2_666
O5 Ni1 O1 156.68(11) . 2_666
O2 Ni1 C21 103.84(13) 2_666 .
N2 Ni1 C21 103.17(13) . .
N1 Ni1 C21 126.36(15) . .
O4 Ni1 C21 31.05(12) 1 .
O4 Ni1 C21 31.05(12) . .
O5 Ni1 C21 30.64(12) . .
O1 Ni1 C21 130.11(14) 2_666 .
O2 Ni1 C1 30.07(12) 2_666 2_666
N2 Ni1 C1 122.05(15) . 2_666
N1 Ni1 C1 100.90(13) . 2_666
O4 Ni1 C1 100.89(13) 1 2_666
O4 Ni1 C1 100.89(13) . 2_666
O5 Ni1 C1 132.72(14) . 2_666
O1 Ni1 C1 29.84(12) 2_666 2_666
C21 Ni1 C1 119.77(14) . 2_666
O1 C1 O2 120.6(4) . .
O1 C1 C2 121.1(4) . .
O2 C1 C2 118.1(4) . .
O1 C1 Ni1 64.9(2) . 2_666
O2 C1 Ni1 55.8(2) . 2_666
C2 C1 Ni1 173.8(3) . 2_666
C3 C2 C7 120.0(4) . .
C3 C2 C1 117.4(4) . .
C7 C2 C1 122.4(4) . .
C4 C3 C2 120.7(4) . .
C4 C3 H3 119.7 . .
C2 C3 H3 119.7 . .
C5 C4 C3 120.0(4) . .
C5 C4 H4 120.0 . .
C3 C4 H4 120.0 . .
C4 C5 C6 119.9(4) . .
C4 C5 H5 120.1 . .
C6 C5 H5 120.1 . .
C5 C6 C7 121.8(4) . .
C5 C6 H6 119.1 . .
C7 C6 H6 119.1 . .
C2 C7 C6 117.6(4) . .
C2 C7 C8 122.6(4) . .
C6 C7 C8 119.8(4) . .
C9 C8 C13 117.2(4) . .
C9 C8 C7 121.3(4) . .
C13 C8 C7 121.5(4) . .
C10 C9 C8 121.7(4) . .
C10 C9 H9 119.1 . .
C8 C9 H9 119.1 . .
C9 C10 C11 120.4(4) . .
C9 C10 H10 119.8 . .
C11 C10 H10 119.8 . .
C12 C11 C10 118.2(4) . .
C12 C11 C14 121.9(4) . .
C10 C11 C14 119.7(4) . .
C11 C12 C13 121.7(4) . .
C11 C12 H12 119.1 . .
C13 C12 H12 119.1 . .
C12 C13 C8 120.6(4) . .
C12 C13 H13 119.7 . .
C8 C13 H13 119.7 . .
O3 C14 C11 112.2(4) . .
O3 C14 H14A 109.2 . .
C11 C14 H14A 109.2 . .
O3 C14 H14B 109.2 . .
C11 C14 H14B 109.2 . .
H14A C14 H14B 107.9 . .
O3 C15 C20 124.0(4) . .
O3 C15 C16 117.2(4) . .
C20 C15 C16 118.8(4) . .
C17 C16 C15 120.4(4) . .
C17 C16 H16 119.8 . .
C15 C16 H16 119.8 . .
C16 C17 C18 121.0(4) . .
C16 C17 H17 119.5 . .
C18 C17 H17 119.5 . .
C19 C18 C17 118.2(4) . .
C19 C18 C21 119.5(4) . .
C17 C18 C21 122.3(4) . .
C20 C19 C18 121.5(4) . .
C20 C19 H19 119.2 . .
C18 C19 H19 119.2 . .
C19 C20 C15 120.1(4) . .
C19 C20 H20 120.0 . .
C15 C20 H20 120.0 . .
O5 C21 O4 119.3(4) . 1
O5 C21 O4 119.3(4) . .
O4 C21 O4 0.0(4) 1 .
O5 C21 C18 121.2(4) . .
O4 C21 C18 119.5(4) 1 .
O4 C21 C18 119.5(4) . .
O5 C21 Ni1 60.5(2) . .
O4 C21 Ni1 58.9(2) 1 .
O4 C21 Ni1 58.9(2) . .
C18 C21 Ni1 177.8(3) . .
N2 C22 C23 123.0(4) . .
N2 C22 H22 118.5 . .
C23 C22 H22 118.5 . .
C24 C23 C22 119.0(4) . .
C24 C23 H23 120.5 . .
C22 C23 H23 120.5 . .
C23 C24 C25 120.4(5) . .
C23 C24 H24 119.8 . .
C25 C24 H24 119.8 . .
C33 C25 C24 116.4(4) . .
C33 C25 C26 119.1(4) . .
C24 C25 C26 124.5(4) . .
C27 C26 C25 120.9(4) . .
C27 C26 H26 119.6 . .
C25 C26 H26 119.6 . .
C26 C27 C28 121.6(4) . .
C26 C27 H27 119.2 . .
C28 C27 H27 119.2 . .
C32 C28 C29 116.5(4) . .
C32 C28 C27 118.7(4) . .
C29 C28 C27 124.8(4) . .
C30 C29 C28 120.0(4) . .
C30 C29 H29 120.0 . .
C28 C29 H29 120.0 . .
C29 C30 C31 120.2(4) . .
C29 C30 H30 119.9 . .
C31 C30 H30 119.9 . .
N1 C31 C30 121.8(4) . .
N1 C31 H31 119.1 . .
C30 C31 H31 119.1 . .
N1 C32 C28 123.2(4) . .
N1 C32 C33 116.5(4) . .
C28 C32 C33 120.3(4) . .
N2 C33 C25 123.2(4) . .
N2 C33 C32 117.4(4) . .
C25 C33 C32 119.4(4) . .
C31 N1 C32 118.3(3) . .
C31 N1 Ni1 128.7(3) . .
C32 N1 Ni1 113.1(2) . .
C22 N2 C33 117.9(4) . .
C22 N2 Ni1 128.7(3) . .
C33 N2 Ni1 113.4(3) . .
C1 O1 Ni1 85.2(3) . 2_666
C1 O2 Ni1 94.1(3) . 2_666
C15 O3 C14 115.9(3) . .
O4 O4 C21 0(10) 1 .
O4 O4 Ni1 0(10) 1 .
C21 O4 Ni1 90.1(3) . .
C21 O5 Ni1 88.9(3) . .
O1W O1W H1A 0(10) 1 .
O1W O1W H1B 0(10) 1 .
H1A O1W H1B 98(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 O2 2.072(3) 2_666
Ni1 N2 2.077(3) .
Ni1 N1 2.086(3) .
Ni1 O4 2.110(3) 1
Ni1 O4 2.110(3) .
Ni1 O5 2.145(3) .
Ni1 O1 2.271(3) 2_666
Ni1 C21 2.464(5) .
Ni1 C1 2.498(4) 2_666
C1 O1 1.248(5) .
C1 O2 1.255(5) .
C1 C2 1.502(6) .
C1 Ni1 2.498(4) 2_666
C2 C3 1.395(6) .
C2 C7 1.399(5) .
C3 C4 1.379(6) .
C3 H3 0.9300 .
C4 C5 1.370(6) .
C4 H4 0.9300 .
C5 C6 1.377(6) .
C5 H5 0.9300 .
C6 C7 1.402(5) .
C6 H6 0.9300 .
C7 C8 1.483(6) .
C8 C9 1.385(6) .
C8 C13 1.400(5) .
C9 C10 1.378(6) .
C9 H9 0.9300 .
C10 C11 1.390(6) .
C10 H10 0.9300 .
C11 C12 1.370(6) .
C11 C14 1.500(6) .
C12 C13 1.376(6) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C14 O3 1.433(5) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C15 O3 1.363(5) .
C15 C20 1.390(6) .
C15 C16 1.394(6) .
C16 C17 1.380(6) .
C16 H16 0.9300 .
C17 C18 1.392(6) .
C17 H17 0.9300 .
C18 C19 1.382(5) .
C18 C21 1.484(6) .
C19 C20 1.381(6) .
C19 H19 0.9300 .
C20 H20 0.9300 .
C21 O5 1.256(5) .
C21 O4 1.271(5) 1
C21 O4 1.271(5) .
C22 N2 1.327(5) .
C22 C23 1.387(6) .
C22 H22 0.9300 .
C23 C24 1.354(6) .
C23 H23 0.9300 .
C24 C25 1.407(6) .
C24 H24 0.9300 .
C25 C33 1.400(6) .
C25 C26 1.432(6) .
C26 C27 1.348(6) .
C26 H26 0.9300 .
C27 C28 1.422(6) .
C27 H27 0.9300 .
C28 C32 1.398(5) .
C28 C29 1.412(6) .
C29 C30 1.346(6) .
C29 H29 0.9300 .
C30 C31 1.397(6) .
C30 H30 0.9300 .
C31 N1 1.328(5) .
C31 H31 0.9300 .
C32 N1 1.363(5) .
C32 C33 1.434(5) .
C33 N2 1.350(5) .
O1 Ni1 2.271(3) 2_666
O2 Ni1 2.072(3) 2_666
O4 O4 0.000(12) 1
O1W O1W 0.000(17) 1
O1W H1A 0.75(6) .
O1W H1B 0.89(2) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1A O1 0.75(6) 2.25(7) 2.921(7) 151(7) 1_346
C10 H10 O2 0.93 2.56 3.351(6) 142.8 2_766
C14 H14A O2 0.97 2.42 3.293(5) 149.4 2_766
C19 H19 O4 0.93 2.49 2.799(5) 99.9 1
C27 H27 O1W 0.93 2.59 3.341(6) 137.9 1
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O1 C1 C2 C3 58.1(5) . .
O2 C1 C2 C3 -117.1(4) . .
Ni1 C1 C2 C3 -110(3) 2_666 .
O1 C1 C2 C7 -128.5(4) . .
O2 C1 C2 C7 56.4(5) . .
Ni1 C1 C2 C7 64(3) 2_666 .
C7 C2 C3 C4 -4.0(6) . .
C1 C2 C3 C4 169.6(4) . .
C2 C3 C4 C5 2.0(6) . .
C3 C4 C5 C6 1.1(7) . .
C4 C5 C6 C7 -2.2(7) . .
C3 C2 C7 C6 2.8(6) . .
C1 C2 C7 C6 -170.5(4) . .
C3 C2 C7 C8 -174.8(4) . .
C1 C2 C7 C8 12.0(6) . .
C5 C6 C7 C2 0.3(6) . .
C5 C6 C7 C8 177.9(4) . .
C2 C7 C8 C9 -144.1(4) . .
C6 C7 C8 C9 38.4(6) . .
C2 C7 C8 C13 34.7(6) . .
C6 C7 C8 C13 -142.8(4) . .
C13 C8 C9 C10 -1.9(7) . .
C7 C8 C9 C10 176.9(4) . .
C8 C9 C10 C11 -1.2(7) . .
C9 C10 C11 C12 3.6(7) . .
C9 C10 C11 C14 -171.7(4) . .
C10 C11 C12 C13 -2.9(6) . .
C14 C11 C12 C13 172.3(4) . .
C11 C12 C13 C8 -0.2(6) . .
C9 C8 C13 C12 2.6(6) . .
C7 C8 C13 C12 -176.2(4) . .
C12 C11 C14 O3 92.3(5) . .
C10 C11 C14 O3 -92.6(5) . .
O3 C15 C16 C17 -178.9(4) . .
C20 C15 C16 C17 1.5(7) . .
C15 C16 C17 C18 -1.9(7) . .
C16 C17 C18 C19 0.8(6) . .
C16 C17 C18 C21 179.0(4) . .
C17 C18 C19 C20 0.7(6) . .
C21 C18 C19 C20 -177.6(4) . .
C18 C19 C20 C15 -1.1(7) . .
O3 C15 C20 C19 -179.6(4) . .
C16 C15 C20 C19 -0.1(7) . .
C19 C18 C21 O5 171.2(4) . .
C17 C18 C21 O5 -7.0(6) . .
C19 C18 C21 O4 -9.7(6) . 1
C17 C18 C21 O4 172.1(4) . 1
C19 C18 C21 O4 -9.7(6) . .
C17 C18 C21 O4 172.1(4) . .
C19 C18 C21 Ni1 34(9) . .
C17 C18 C21 Ni1 -144(8) . .
O2 Ni1 C21 O5 -97.0(2) 2_666 .
N2 Ni1 C21 O5 95.8(2) . .
N1 Ni1 C21 O5 9.1(3) . .
O4 Ni1 C21 O5 177.3(4) 1 .
O4 Ni1 C21 O5 177.3(4) . .
O1 Ni1 C21 O5 -159.0(2) 2_666 .
C1 Ni1 C21 O5 -124.6(2) 2_666 .
O2 Ni1 C21 O4 85.8(3) 2_666 1
N2 Ni1 C21 O4 -81.5(3) . 1
N1 Ni1 C21 O4 -168.1(2) . 1
O4 Ni1 C21 O4 0.0 . 1
O5 Ni1 C21 O4 -177.3(4) . 1
O1 Ni1 C21 O4 23.7(3) 2_666 1
C1 Ni1 C21 O4 58.1(3) 2_666 1
O2 Ni1 C21 O4 85.8(3) 2_666 .
N2 Ni1 C21 O4 -81.5(3) . .
N1 Ni1 C21 O4 -168.1(2) . .
O4 Ni1 C21 O4 0.0 1 .
O5 Ni1 C21 O4 -177.3(4) . .
O1 Ni1 C21 O4 23.7(3) 2_666 .
C1 Ni1 C21 O4 58.1(3) 2_666 .
O2 Ni1 C21 C18 41(9) 2_666 .
N2 Ni1 C21 C18 -126(8) . .
N1 Ni1 C21 C18 147(8) . .
O4 Ni1 C21 C18 -45(8) 1 .
O4 Ni1 C21 C18 -45(8) . .
O5 Ni1 C21 C18 138(9) . .
O1 Ni1 C21 C18 -21(9) 2_666 .
C1 Ni1 C21 C18 13(9) 2_666 .
N2 C22 C23 C24 -0.5(7) . .
C22 C23 C24 C25 1.0(7) . .
C23 C24 C25 C33 -1.3(6) . .
C23 C24 C25 C26 179.9(5) . .
C33 C25 C26 C27 -1.5(7) . .
C24 C25 C26 C27 177.3(4) . .
C25 C26 C27 C28 0.8(7) . .
C26 C27 C28 C32 0.8(7) . .
C26 C27 C28 C29 -179.9(4) . .
C32 C28 C29 C30 0.2(6) . .
C27 C28 C29 C30 -179.1(4) . .
C28 C29 C30 C31 -0.9(7) . .
C29 C30 C31 N1 1.3(7) . .
C29 C28 C32 N1 0.0(6) . .
C27 C28 C32 N1 179.4(4) . .
C29 C28 C32 C33 179.0(4) . .
C27 C28 C32 C33 -1.7(6) . .
C24 C25 C33 N2 1.3(6) . .
C26 C25 C33 N2 -179.8(4) . .
C24 C25 C33 C32 -178.3(4) . .
C26 C25 C33 C32 0.6(6) . .
N1 C32 C33 N2 0.4(6) . .
C28 C32 C33 N2 -178.7(4) . .
N1 C32 C33 C25 180.0(4) . .
C28 C32 C33 C25 1.0(6) . .
C30 C31 N1 C32 -1.1(6) . .
C30 C31 N1 Ni1 179.3(3) . .
C28 C32 N1 C31 0.4(6) . .
C33 C32 N1 C31 -178.6(4) . .
C28 C32 N1 Ni1 -179.9(3) . .
C33 C32 N1 Ni1 1.1(4) . .
O2 Ni1 N1 C31 27.6(4) 2_666 .
N2 Ni1 N1 C31 178.1(4) . .
O4 Ni1 N1 C31 -98.3(4) 1 .
O4 Ni1 N1 C31 -98.3(4) . .
O5 Ni1 N1 C31 -78.4(4) . .
O1 Ni1 N1 C31 87.7(4) 2_666 .
C21 Ni1 N1 C31 -83.1(4) . .
C1 Ni1 N1 C31 57.2(4) 2_666 .
O2 Ni1 N1 C32 -152.1(3) 2_666 .
N2 Ni1 N1 C32 -1.5(3) . .
O4 Ni1 N1 C32 82.0(4) 1 .
O4 Ni1 N1 C32 82.0(4) . .
O5 Ni1 N1 C32 101.9(3) . .
O1 Ni1 N1 C32 -92.0(3) 2_666 .
C21 Ni1 N1 C32 97.2(3) . .
C1 Ni1 N1 C32 -122.5(3) 2_666 .
C23 C22 N2 C33 0.5(6) . .
C23 C22 N2 Ni1 -179.1(4) . .
C25 C33 N2 C22 -1.0(6) . .
C32 C33 N2 C22 178.7(4) . .
C25 C33 N2 Ni1 178.7(3) . .
C32 C33 N2 Ni1 -1.7(5) . .
O2 Ni1 N2 C22 -98.3(4) 2_666 .
N1 Ni1 N2 C22 -178.7(4) . .
O4 Ni1 N2 C22 25.2(4) 1 .
O4 Ni1 N2 C22 25.2(4) . .
O5 Ni1 N2 C22 87.7(4) . .
O1 Ni1 N2 C22 -76.2(4) 2_666 .
C21 Ni1 N2 C22 56.2(4) . .
C1 Ni1 N2 C22 -82.2(4) 2_666 .
O2 Ni1 N2 C33 82.1(4) 2_666 .
N1 Ni1 N2 C33 1.7(3) . .
O4 Ni1 N2 C33 -154.4(3) 1 .
O4 Ni1 N2 C33 -154.4(3) . .
O5 Ni1 N2 C33 -91.9(3) . .
O1 Ni1 N2 C33 104.2(3) 2_666 .
C21 Ni1 N2 C33 -123.5(3) . .
C1 Ni1 N2 C33 98.1(3) 2_666 .
O2 C1 O1 Ni1 -3.5(4) . 2_666
C2 C1 O1 Ni1 -178.6(3) . 2_666
O1 C1 O2 Ni1 3.8(4) . 2_666
C2 C1 O2 Ni1 179.1(3) . 2_666
C20 C15 O3 C14 -5.9(6) . .
C16 C15 O3 C14 174.6(4) . .
C11 C14 O3 C15 176.4(4) . .
O5 C21 O4 O4 0.0(7) . 1
C18 C21 O4 O4 0.0(9) . 1
Ni1 C21 O4 O4 0.0(9) . 1
O5 C21 O4 Ni1 -2.7(4) . .
O4 C21 O4 Ni1 0(23) 1 .
C18 C21 O4 Ni1 178.2(3) . .
O2 Ni1 O4 O4 0.0(5) 2_666 1
N2 Ni1 O4 O4 0.0(5) . 1
N1 Ni1 O4 O4 0.0(4) . 1
O5 Ni1 O4 O4 0.0(5) . 1
O1 Ni1 O4 O4 0.0(5) 2_666 1
C21 Ni1 O4 O4 0.0(6) . 1
C1 Ni1 O4 O4 0.0(5) 2_666 1
O2 Ni1 O4 C21 -100.8(3) 2_666 .
N2 Ni1 O4 C21 104.1(3) . .
N1 Ni1 O4 C21 24.2(5) . .
O4 Ni1 O4 C21 0(6) 1 .
O5 Ni1 O4 C21 1.6(2) . .
O1 Ni1 O4 C21 -161.8(2) 2_666 .
C1 Ni1 O4 C21 -131.3(3) 2_666 .
O4 C21 O5 Ni1 2.7(4) 1 .
O4 C21 O5 Ni1 2.7(4) . .
C18 C21 O5 Ni1 -178.2(3) . .
O2 Ni1 O5 C21 91.2(2) 2_666 .
N2 Ni1 O5 C21 -91.9(2) . .
N1 Ni1 O5 C21 -172.6(2) . .
O4 Ni1 O5 C21 -1.6(2) 1 .
O4 Ni1 O5 C21 -1.6(2) . .
O1 Ni1 O5 C21 43.7(4) 2_666 .
C1 Ni1 O5 C21 76.5(3) 2_666 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139146132
