#------------------------------------------------------------------------------
#$Date: 2017-07-01 08:05:52 +0300 (Sat, 01 Jul 2017) $
#$Revision: 198308 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/86/7228616.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_7228616
loop_
_publ_author_name
'Li, Jie'
'Zhang, Yao'
'Yang, Mingyan'
'Ma, Haixia'
_publ_section_title
;
 Two novel Co(ii) and Ni(ii) complexes of tebuconazole with enhanced
 antifungal activities
;
_journal_issue                   53
_journal_name_full               'RSC Adv.'
_journal_page_first              33364
_journal_paper_doi               10.1039/C7RA03629A
_journal_volume                  7
_journal_year                    2017
_chemical_formula_sum            'C68 H104 Cl6 N12 Ni O8'
_chemical_formula_weight         1489.04
_chemical_name_systematic
; 
 ? 
;
_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
_audit_update_record
;
2016-05-04 deposited with the CCDC.
2017-06-26 downloaded from the CCDC.
;
_cell_angle_alpha                92.110(6)
_cell_angle_beta                 95.644(6)
_cell_angle_gamma                101.787(5)
_cell_formula_units_Z            1
_cell_length_a                   9.350(3)
_cell_length_b                   14.154(4)
_cell_length_c                   15.270(4)
_cell_measurement_reflns_used    1180
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      19.23
_cell_measurement_theta_min      2.39
_cell_volume                     1965.3(10)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX II 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  0.0624
_diffrn_reflns_av_sigmaI/netI    0.1693
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9918
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         2.68
_exptl_absorpt_coefficient_mu    0.508
_exptl_absorpt_correction_T_max  0.918
_exptl_absorpt_correction_T_min  0.866
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton,
Oxfordshire, England.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             790
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     442
_refine_ls_number_reflns         6914
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.933
_refine_ls_R_factor_all          0.1952
_refine_ls_R_factor_gt           0.0830
_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)+(0.0977P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1820
_refine_ls_wR_factor_ref         0.2455
_reflns_number_gt                2733
_reflns_number_total             6914
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7ra03629a1.cif
_cod_data_source_block           2
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7228616
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
Ni Ni 0.0000 0.5000 0.5000 0.0493(4) Uani 1 2 d S
Cl1 Cl -0.2200(3) 0.80531(17) 0.04904(19) 0.1064(9) Uani 1 1 d .
Cl3 Cl 0.25904(18) 0.59266(14) 0.50679(11) 0.0625(6) Uani 1 1 d .
Cl2 Cl 0.0821(4) -0.0492(2) 0.19885(18) 0.1435(13) Uani 1 1 d .
O2 O 0.5066(5) 0.3677(3) 0.6396(3) 0.0610(13) Uani 1 1 d .
H2 H 0.5622 0.3635 0.6020 0.092 Uiso 1 1 calc R
N2 N -0.0018(6) 0.3263(4) 0.2685(4) 0.0586(16) Uani 1 1 d .
O1 O -0.3065(6) 0.2220(3) 0.2362(3) 0.0638(13) Uani 1 1 d .
H1 H -0.3395 0.2692 0.2498 0.096 Uiso 1 1 calc R
N5 N 0.1975(6) 0.3148(4) 0.6597(4) 0.0548(15) Uani 1 1 d .
N1 N 0.0289(6) 0.4270(4) 0.3844(4) 0.0555(15) Uani 1 1 d .
N4 N 0.0669(6) 0.3925(4) 0.5748(4) 0.0534(15) Uani 1 1 d .
C19 C 0.3180(7) 0.2890(5) 0.7154(4) 0.0572(19) Uani 1 1 d .
H19A H 0.2799 0.2308 0.7445 0.069 Uiso 1 1 calc R
H19B H 0.3552 0.3403 0.7607 0.069 Uiso 1 1 calc R
C20 C 0.4448(7) 0.2718(5) 0.6660(4) 0.0518(18) Uani 1 1 d .
N6 N 0.0786(7) 0.2460(4) 0.6248(4) 0.0660(17) Uani 1 1 d .
C29 C 0.5598(8) 0.2356(5) 0.7310(5) 0.0582(19) Uani 1 1 d .
C4 C -0.2167(8) 0.2442(5) 0.1650(5) 0.0573(19) Uani 1 1 d .
N3 N 0.0977(7) 0.4056(5) 0.2481(4) 0.077(2) Uani 1 1 d .
C17 C 0.1885(8) 0.4014(5) 0.6281(5) 0.0574(19) Uani 1 1 d .
H17 H 0.2577 0.4585 0.6419 0.069 Uiso 1 1 calc R
C26 C 0.1602(13) 0.0314(7) 0.2879(6) 0.088(3) Uani 1 1 d .
C22 C 0.3456(9) 0.2434(6) 0.4980(5) 0.073(2) Uani 1 1 d .
H22A H 0.2752 0.2833 0.5080 0.088 Uiso 1 1 calc R
H22B H 0.4320 0.2847 0.4793 0.088 Uiso 1 1 calc R
C2 C 0.1114(8) 0.4625(6) 0.3190(5) 0.068(2) Uani 1 1 d .
H2A H 0.1733 0.5233 0.3248 0.081 Uiso 1 1 calc R
C12 C -0.0798(9) 0.5690(6) 0.1167(5) 0.071(2) Uani 1 1 d .
H12 H -0.0108 0.5536 0.1588 0.085 Uiso 1 1 calc R
C5 C -0.2364(8) 0.3442(5) 0.1346(5) 0.0591(19) Uani 1 1 d .
H5A H -0.3396 0.3384 0.1143 0.071 Uiso 1 1 calc R
H5B H -0.2146 0.3887 0.1862 0.071 Uiso 1 1 calc R
C7 C -0.1651(9) 0.4960(6) 0.0585(5) 0.069(2) Uani 1 1 d .
C6 C -0.1485(9) 0.3914(5) 0.0632(5) 0.069(2) Uani 1 1 d .
H6A H -0.1839 0.3566 0.0067 0.083 Uiso 1 1 calc R
H6B H -0.0456 0.3893 0.0766 0.083 Uiso 1 1 calc R
C18 C 0.0038(8) 0.2976(5) 0.5752(5) 0.064(2) Uani 1 1 d .
H18 H -0.0858 0.2707 0.5428 0.076 Uiso 1 1 calc R
C32 C 0.6072(9) 0.3063(6) 0.8118(5) 0.079(2) Uani 1 1 d .
H32A H 0.5286 0.3005 0.8485 0.118 Uiso 1 1 calc R
H32B H 0.6305 0.3712 0.7931 0.118 Uiso 1 1 calc R
H32C H 0.6922 0.2916 0.8445 0.118 Uiso 1 1 calc R
C3 C -0.0586(8) 0.2472(5) 0.2037(5) 0.062(2) Uani 1 1 d .
H3A H -0.0544 0.1868 0.2309 0.074 Uiso 1 1 calc R
H3B H 0.0039 0.2527 0.1563 0.074 Uiso 1 1 calc R
C28 C 0.1410(10) 0.1106(7) 0.4236(6) 0.096(3) Uani 1 1 d .
H28 H 0.0853 0.1174 0.4697 0.116 Uiso 1 1 calc R
C11 C -0.0960(9) 0.6641(6) 0.1129(5) 0.071(2) Uani 1 1 d .
H11 H -0.0368 0.7119 0.1514 0.086 Uiso 1 1 calc R
C13 C -0.2693(9) 0.1574(5) 0.0933(5) 0.067(2) Uani 1 1 d .
C23 C 0.2797(9) 0.1678(6) 0.4258(5) 0.066(2) Uani 1 1 d .
C1 C -0.0388(8) 0.3415(6) 0.3480(5) 0.0584(19) Uani 1 1 d .
H1A H -0.1050 0.2971 0.3754 0.070 Uiso 1 1 calc R
C9 C -0.2850(10) 0.6174(7) -0.0047(6) 0.097(3) Uani 1 1 d .
H9 H -0.3554 0.6333 -0.0456 0.116 Uiso 1 1 calc R
C27 C 0.0821(10) 0.0429(8) 0.3544(7) 0.100(3) Uani 1 1 d .
H27 H -0.0121 0.0056 0.3545 0.119 Uiso 1 1 calc R
C10 C -0.1982(10) 0.6868(6) 0.0531(6) 0.072(2) Uani 1 1 d .
C25 C 0.2964(15) 0.0841(8) 0.2868(6) 0.109(3) Uani 1 1 d .
H25 H 0.3500 0.0752 0.2401 0.131 Uiso 1 1 calc R
C31 C 0.4985(9) 0.1357(5) 0.7624(5) 0.078(2) Uani 1 1 d .
H31A H 0.5727 0.1158 0.8011 0.117 Uiso 1 1 calc R
H31B H 0.4694 0.0902 0.7125 0.117 Uiso 1 1 calc R
H31C H 0.4148 0.1384 0.7934 0.117 Uiso 1 1 calc R
C30 C 0.6990(8) 0.2331(6) 0.6853(5) 0.083(3) Uani 1 1 d .
H30A H 0.7371 0.2960 0.6656 0.124 Uiso 1 1 calc R
H30B H 0.6748 0.1870 0.6357 0.124 Uiso 1 1 calc R
H30C H 0.7717 0.2147 0.7263 0.124 Uiso 1 1 calc R
C16 C -0.2862(11) 0.0602(5) 0.1383(6) 0.097(3) Uani 1 1 d .
H16A H -0.3143 0.0077 0.0942 0.146 Uiso 1 1 calc R
H16B H -0.3604 0.0562 0.1780 0.146 Uiso 1 1 calc R
H16C H -0.1944 0.0563 0.1705 0.146 Uiso 1 1 calc R
C21 C 0.3892(8) 0.1997(5) 0.5852(4) 0.062(2) Uani 1 1 d .
H21A H 0.4655 0.1645 0.5754 0.075 Uiso 1 1 calc R
H21B H 0.3046 0.1532 0.5997 0.075 Uiso 1 1 calc R
C8 C -0.2663(11) 0.5244(7) -0.0011(6) 0.098(3) Uani 1 1 d .
H8 H -0.3251 0.4778 -0.0410 0.118 Uiso 1 1 calc R
C14 C -0.4219(9) 0.1621(6) 0.0486(6) 0.094(3) Uani 1 1 d .
H14A H -0.4126 0.2125 0.0080 0.141 Uiso 1 1 calc R
H14B H -0.4830 0.1753 0.0926 0.141 Uiso 1 1 calc R
H14C H -0.4656 0.1013 0.0174 0.141 Uiso 1 1 calc R
C15 C -0.1661(11) 0.1549(6) 0.0239(6) 0.103(3) Uani 1 1 d .
H15A H -0.2086 0.1038 -0.0198 0.154 Uiso 1 1 calc R
H15B H -0.0742 0.1438 0.0507 0.154 Uiso 1 1 calc R
H15C H -0.1497 0.2156 -0.0035 0.154 Uiso 1 1 calc R
C24 C 0.3572(10) 0.1518(7) 0.3548(6) 0.093(3) Uani 1 1 d .
H24 H 0.4520 0.1876 0.3533 0.111 Uiso 1 1 calc R
O3 O 0.5858(7) 0.3710(5) 0.3035(4) 0.0917(18) Uani 1 1 d .
H3 H 0.6124 0.3808 0.3564 0.138 Uiso 1 1 calc R
C33 C 0.4494(12) 0.3943(8) 0.2850(8) 0.132(4) Uani 1 1 d .
H33A H 0.4196 0.4195 0.3379 0.198 Uiso 1 1 calc R
H33B H 0.3787 0.3374 0.2624 0.198 Uiso 1 1 calc R
H33C H 0.4555 0.4422 0.2418 0.198 Uiso 1 1 calc R
C34 C 0.6933(18) 0.0782(11) 0.4480(10) 0.194(7) Uani 1 1 d .
H34B H 0.6339 0.1138 0.4781 0.291 Uiso 1 1 calc R
H34C H 0.7627 0.0582 0.4901 0.291 Uiso 1 1 calc R
H34A H 0.6315 0.0222 0.4166 0.291 Uiso 1 1 calc R
O4 O 0.7625(14) 0.1320(12) 0.3933(9) 0.250(7) Uani 1 1 d D
H4 H 0.7218 0.1172 0.3433 0.375 Uiso 1 1 calc RD
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'
Cl Cl 0.1484 0.1585 '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'
Ni Ni 0.3393 1.1124 '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'
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
N1 Ni N1 180.000(1) 2_566 .
N1 Ni N4 90.5(2) 2_566 2_566
N1 Ni N4 89.5(2) . 2_566
N1 Ni N4 89.5(2) 2_566 .
N1 Ni N4 90.5(2) . .
N4 Ni N4 180.0(3) 2_566 .
N1 Ni Cl3 90.68(16) 2_566 .
N1 Ni Cl3 89.32(16) . .
N4 Ni Cl3 88.85(15) 2_566 .
N4 Ni Cl3 91.15(15) . .
N1 Ni Cl3 89.32(16) 2_566 2_566
N1 Ni Cl3 90.68(16) . 2_566
N4 Ni Cl3 91.15(15) 2_566 2_566
N4 Ni Cl3 88.85(15) . 2_566
Cl3 Ni Cl3 180.0 . 2_566
C20 O2 H2 109.5 . .
C1 N2 N3 109.1(6) . .
C1 N2 C3 130.2(7) . .
N3 N2 C3 120.5(6) . .
C4 O1 H1 109.5 . .
C17 N5 N6 110.0(6) . .
C17 N5 C19 128.6(6) . .
N6 N5 C19 121.2(6) . .
C1 N1 C2 100.8(6) . .
C1 N1 Ni 130.9(5) . .
C2 N1 Ni 127.7(5) . .
C17 N4 C18 103.7(6) . .
C17 N4 Ni 126.9(5) . .
C18 N4 Ni 129.2(5) . .
N5 C19 C20 114.2(5) . .
N5 C19 H19A 108.7 . .
C20 C19 H19A 108.7 . .
N5 C19 H19B 108.7 . .
C20 C19 H19B 108.7 . .
H19A C19 H19B 107.6 . .
O2 C20 C19 102.7(5) . .
O2 C20 C21 111.5(5) . .
C19 C20 C21 111.1(6) . .
O2 C20 C29 110.1(5) . .
C19 C20 C29 109.3(5) . .
C21 C20 C29 111.6(5) . .
C18 N6 N5 101.7(6) . .
C31 C29 C32 108.4(6) . .
C31 C29 C30 109.7(6) . .
C32 C29 C30 106.8(6) . .
C31 C29 C20 112.1(6) . .
C32 C29 C20 110.2(6) . .
C30 C29 C20 109.5(6) . .
O1 C4 C3 106.1(6) . .
O1 C4 C5 106.8(5) . .
C3 C4 C5 111.5(6) . .
O1 C4 C13 106.1(6) . .
C3 C4 C13 110.2(6) . .
C5 C4 C13 115.4(6) . .
C2 N3 N2 102.0(6) . .
N4 C17 N5 109.6(6) . .
N4 C17 H17 125.2 . .
N5 C17 H17 125.2 . .
C27 C26 C25 120.8(9) . .
C27 C26 Cl2 119.8(10) . .
C25 C26 Cl2 119.4(10) . .
C23 C22 C21 112.7(6) . .
C23 C22 H22A 109.0 . .
C21 C22 H22A 109.0 . .
C23 C22 H22B 109.0 . .
C21 C22 H22B 109.0 . .
H22A C22 H22B 107.8 . .
N3 C2 N1 115.8(7) . .
N3 C2 H2A 122.1 . .
N1 C2 H2A 122.1 . .
C11 C12 C7 121.4(8) . .
C11 C12 H12 119.3 . .
C7 C12 H12 119.3 . .
C6 C5 C4 120.0(6) . .
C6 C5 H5A 107.3 . .
C4 C5 H5A 107.3 . .
C6 C5 H5B 107.3 . .
C4 C5 H5B 107.3 . .
H5A C5 H5B 106.9 . .
C8 C7 C12 115.8(8) . .
C8 C7 C6 122.8(8) . .
C12 C7 C6 121.4(7) . .
C5 C6 C7 109.2(6) . .
C5 C6 H6A 109.8 . .
C7 C6 H6A 109.8 . .
C5 C6 H6B 109.8 . .
C7 C6 H6B 109.8 . .
H6A C6 H6B 108.3 . .
N6 C18 N4 115.1(6) . .
N6 C18 H18 122.4 . .
N4 C18 H18 122.4 . .
C29 C32 H32A 109.5 . .
C29 C32 H32B 109.5 . .
H32A C32 H32B 109.5 . .
C29 C32 H32C 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
N2 C3 C4 113.3(6) . .
N2 C3 H3A 108.9 . .
C4 C3 H3A 108.9 . .
N2 C3 H3B 108.9 . .
C4 C3 H3B 108.9 . .
H3A C3 H3B 107.7 . .
C23 C28 C27 121.8(8) . .
C23 C28 H28 119.1 . .
C27 C28 H28 119.1 . .
C10 C11 C12 119.7(8) . .
C10 C11 H11 120.1 . .
C12 C11 H11 120.1 . .
C15 C13 C14 109.3(7) . .
C15 C13 C16 107.4(7) . .
C14 C13 C16 106.7(7) . .
C15 C13 C4 114.1(6) . .
C14 C13 C4 109.2(6) . .
C16 C13 C4 109.8(6) . .
C28 C23 C24 115.5(8) . .
C28 C23 C22 123.4(8) . .
C24 C23 C22 121.1(8) . .
N2 C1 N1 112.3(7) . .
N2 C1 H1A 123.9 . .
N1 C1 H1A 123.9 . .
C8 C9 C10 118.8(8) . .
C8 C9 H9 120.6 . .
C10 C9 H9 120.6 . .
C26 C27 C28 120.1(9) . .
C26 C27 H27 119.9 . .
C28 C27 H27 119.9 . .
C11 C10 C9 120.8(8) . .
C11 C10 Cl1 119.8(7) . .
C9 C10 Cl1 119.4(7) . .
C26 C25 C24 120.1(10) . .
C26 C25 H25 120.0 . .
C24 C25 H25 120.0 . .
C29 C31 H31A 109.5 . .
C29 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C29 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
C29 C30 H30A 109.5 . .
C29 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C29 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
C13 C16 H16A 109.5 . .
C13 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C13 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C22 C21 C20 116.5(6) . .
C22 C21 H21A 108.2 . .
C20 C21 H21A 108.2 . .
C22 C21 H21B 108.2 . .
C20 C21 H21B 108.2 . .
H21A C21 H21B 107.3 . .
C9 C8 C7 123.4(9) . .
C9 C8 H8 118.3 . .
C7 C8 H8 118.3 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C13 C15 H15A 109.5 . .
C13 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C13 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C25 C24 C23 121.6(9) . .
C25 C24 H24 119.2 . .
C23 C24 H24 119.2 . .
C33 O3 H3 109.5 . .
O3 C33 H33A 109.5 . .
O3 C33 H33B 109.5 . .
H33A C33 H33B 109.5 . .
O3 C33 H33C 109.5 . .
H33A C33 H33C 109.5 . .
H33B C33 H33C 109.5 . .
O4 C34 H34B 109.5 . .
O4 C34 H34C 109.5 . .
H34B C34 H34C 109.5 . .
O4 C34 H34A 109.5 . .
H34B C34 H34A 109.5 . .
H34C C34 H34A 109.5 . .
C34 O4 H4 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni N1 2.080(6) 2_566
Ni N1 2.080(6) .
Ni N4 2.094(5) 2_566
Ni N4 2.094(5) .
Ni Cl3 2.4979(18) .
Ni Cl3 2.4979(18) 2_566
Cl1 C10 1.732(8) .
Cl2 C26 1.742(9) .
O2 C20 1.450(7) .
O2 H2 0.8200 .
N2 C1 1.317(8) .
N2 N3 1.370(8) .
N2 C3 1.444(8) .
O1 C4 1.444(8) .
O1 H1 0.8200 .
N5 C17 1.349(8) .
N5 N6 1.367(7) .
N5 C19 1.459(8) .
N1 C1 1.320(8) .
N1 C2 1.369(9) .
N4 C17 1.313(8) .
N4 C18 1.353(8) .
C19 C20 1.520(9) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C20 C21 1.550(9) .
C20 C29 1.567(9) .
N6 C18 1.320(8) .
C29 C31 1.527(9) .
C29 C32 1.530(9) .
C29 C30 1.541(10) .
C4 C3 1.529(9) .
C4 C5 1.545(9) .
C4 C13 1.582(9) .
N3 C2 1.306(9) .
C17 H17 0.9300 .
C26 C27 1.332(12) .
C26 C25 1.340(13) .
C22 C23 1.500(10) .
C22 C21 1.542(9) .
C22 H22A 0.9700 .
C22 H22B 0.9700 .
C2 H2A 0.9300 .
C12 C11 1.387(10) .
C12 C7 1.396(10) .
C12 H12 0.9300 .
C5 C6 1.522(9) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C7 C8 1.378(11) .
C7 C6 1.523(10) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C18 H18 0.9300 .
C32 H32A 0.9600 .
C32 H32B 0.9600 .
C32 H32C 0.9600 .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C28 C23 1.378(11) .
C28 C27 1.390(11) .
C28 H28 0.9300 .
C11 C10 1.352(10) .
C11 H11 0.9300 .
C13 C15 1.506(11) .
C13 C14 1.535(10) .
C13 C16 1.546(10) .
C23 C24 1.398(11) .
C1 H1A 0.9300 .
C9 C8 1.365(11) .
C9 C10 1.367(11) .
C9 H9 0.9300 .
C27 H27 0.9300 .
C25 C24 1.380(12) .
C25 H25 0.9300 .
C31 H31A 0.9600 .
C31 H31B 0.9600 .
C31 H31C 0.9600 .
C30 H30A 0.9600 .
C30 H30B 0.9600 .
C30 H30C 0.9600 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C8 H8 0.9300 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C24 H24 0.9300 .
O3 C33 1.388(10) .
O3 H3 0.8200 .
C33 H33A 0.9600 .
C33 H33B 0.9600 .
C33 H33C 0.9600 .
C34 O4 1.284(14) .
C34 H34B 0.9600 .
C34 H34C 0.9600 .
C34 H34A 0.9600 .
O4 H4 0.8200 .
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
O4 H4 O1 0.82 2.28 2.837(11) 125.7 1_655
O1 H1 O3 0.82 1.92 2.725(7) 169.2 1_455
O3 H3 Cl3 0.82 2.28 3.086(6) 166.1 2_666
O2 H2 Cl3 0.82 2.48 3.266(5) 161.8 2_666
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
N1 Ni N1 C1 10(100) 2_566
N4 Ni N1 C1 -115.8(6) 2_566
N4 Ni N1 C1 64.2(6) .
Cl3 Ni N1 C1 155.3(6) .
Cl3 Ni N1 C1 -24.7(6) 2_566
N1 Ni N1 C2 -180(100) 2_566
N4 Ni N1 C2 54.0(6) 2_566
N4 Ni N1 C2 -126.0(6) .
Cl3 Ni N1 C2 -34.8(6) .
Cl3 Ni N1 C2 145.2(6) 2_566
N1 Ni N4 C17 -68.6(6) 2_566
N1 Ni N4 C17 111.4(6) .
N4 Ni N4 C17 -166(100) 2_566
Cl3 Ni N4 C17 22.1(6) .
Cl3 Ni N4 C17 -157.9(6) 2_566
N1 Ni N4 C18 117.1(6) 2_566
N1 Ni N4 C18 -62.9(6) .
N4 Ni N4 C18 20(100) 2_566
Cl3 Ni N4 C18 -152.2(6) .
Cl3 Ni N4 C18 27.8(6) 2_566
C17 N5 C19 C20 -79.4(9) .
N6 N5 C19 C20 93.9(8) .
N5 C19 C20 O2 68.2(7) .
N5 C19 C20 C21 -51.2(8) .
N5 C19 C20 C29 -174.9(6) .
C17 N5 N6 C18 -1.2(7) .
C19 N5 N6 C18 -175.7(6) .
O2 C20 C29 C31 178.7(6) .
C19 C20 C29 C31 66.6(8) .
C21 C20 C29 C31 -56.8(8) .
O2 C20 C29 C32 58.0(7) .
C19 C20 C29 C32 -54.2(7) .
C21 C20 C29 C32 -177.6(6) .
O2 C20 C29 C30 -59.2(7) .
C19 C20 C29 C30 -171.4(6) .
C21 C20 C29 C30 65.2(7) .
C1 N2 N3 C2 -0.1(8) .
C3 N2 N3 C2 174.7(6) .
C18 N4 C17 N5 -0.3(8) .
Ni N4 C17 N5 -175.7(4) .
N6 N5 C17 N4 1.0(8) .
C19 N5 C17 N4 174.9(6) .
N2 N3 C2 N1 0.0(9) .
C1 N1 C2 N3 0.1(9) .
Ni N1 C2 N3 -172.1(5) .
O1 C4 C5 C6 176.4(6) .
C3 C4 C5 C6 60.9(9) .
C13 C4 C5 C6 -65.9(9) .
C11 C12 C7 C8 -0.9(12) .
C11 C12 C7 C6 -179.4(7) .
C4 C5 C6 C7 -168.9(6) .
C8 C7 C6 C5 -96.2(9) .
C12 C7 C6 C5 82.1(9) .
N5 N6 C18 N4 1.1(8) .
C17 N4 C18 N6 -0.5(9) .
Ni N4 C18 N6 174.8(5) .
C1 N2 C3 C4 68.3(10) .
N3 N2 C3 C4 -105.3(8) .
O1 C4 C3 N2 -66.8(7) .
C5 C4 C3 N2 49.1(8) .
C13 C4 C3 N2 178.7(6) .
C7 C12 C11 C10 1.4(13) .
O1 C4 C13 C15 -166.1(6) .
C3 C4 C13 C15 -51.6(9) .
C5 C4 C13 C15 75.8(9) .
O1 C4 C13 C14 71.3(7) .
C3 C4 C13 C14 -174.2(6) .
C5 C4 C13 C14 -46.8(9) .
O1 C4 C13 C16 -45.5(8) .
C3 C4 C13 C16 69.0(8) .
C5 C4 C13 C16 -163.6(7) .
C27 C28 C23 C24 -1.1(13) .
C27 C28 C23 C22 178.3(8) .
C21 C22 C23 C28 72.4(10) .
C21 C22 C23 C24 -108.2(9) .
N3 N2 C1 N1 0.2(8) .
C3 N2 C1 N1 -174.0(6) .
C2 N1 C1 N2 -0.2(8) .
Ni N1 C1 N2 171.7(4) .
C25 C26 C27 C28 0.3(16) .
Cl2 C26 C27 C28 -176.8(7) .
C23 C28 C27 C26 0.4(15) .
C12 C11 C10 C9 -0.8(13) .
C12 C11 C10 Cl1 179.3(6) .
C8 C9 C10 C11 -0.2(15) .
C8 C9 C10 Cl1 179.7(8) .
C27 C26 C25 C24 -0.4(16) .
Cl2 C26 C25 C24 176.8(7) .
C23 C22 C21 C20 -174.5(6) .
O2 C20 C21 C22 -25.4(8) .
C19 C20 C21 C22 88.6(7) .
C29 C20 C21 C22 -149.0(6) .
C10 C9 C8 C7 0.6(16) .
C12 C7 C8 C9 -0.1(14) .
C6 C7 C8 C9 178.3(9) .
C26 C25 C24 C23 -0.4(15) .
C28 C23 C24 C25 1.1(13) .
C22 C23 C24 C25 -178.3(8) .
