#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:59:54 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179224 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/46/4314677.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_4314677
loop_
_publ_author_name
'Katarzyna Grubel'
'Amy L. Fuller'
'Bonnie M. Chambers'
'Atta M. Arif'
'Lisa M. Berreau'
_publ_section_title
;
 O2-Dependent Aliphatic Carbon-Carbon Bond Cleavage Reactivity in a Ni(II)
 Enolate Complex Having a Hydrogen Bond Donor Microenvironment; Comparison
 with a Hydrophobic Analogue
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1071
_journal_page_last               1081
_journal_paper_doi               10.1021/ic901981y
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C33 H47 N6 O2 Ni, Cl O4'
_chemical_formula_sum            'C33 H47 Cl N6 Ni O6'
_chemical_formula_weight         717.93
_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
_cell_angle_alpha                102.6548(12)
_cell_angle_beta                 96.3498(11)
_cell_angle_gamma                93.1764(13)
_cell_formula_units_Z            2
_cell_length_a                   8.9810(2)
_cell_length_b                   10.9647(2)
_cell_length_c                   18.2657(4)
_cell_measurement_reflns_used    5520
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      1.018
_cell_volume                     1738.34(6)
_computing_cell_refinement       DENZO-SMN
_computing_data_collection       'Nonius COLLECT'
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    'WinGX, Ortep3'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(1)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Nonius KappaCCD Diffractomter'
_diffrn_measurement_method       'Phi and Omega scan'
_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  0.0219
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12170
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.43
_exptl_absorpt_coefficient_mu    0.687
_exptl_absorpt_correction_T_max  0.8310
_exptl_absorpt_correction_T_min  0.7803
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO-SMN (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.758
_refine_diff_density_min         -0.778
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     577
_refine_ls_number_reflns         7825
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0491
_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)+(0.0700P)²+1.6048P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1289
_refine_ls_wR_factor_ref         0.1385
_reflns_number_gt                6650
_reflns_number_total             7825
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic901981y_si_001_1.cif
_cod_data_source_block           usu148
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to the built-in table from CIF Core dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4314677
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.08822(3) 0.08564(3) -0.255632(16) 0.02661(11) Uani 1 1 d . . .
Cl1 Cl 0.44118(8) 0.48646(6) 0.21776(5) 0.04846(19) Uani 1 1 d . . .
O1 O 0.2718(2) 0.13810(18) -0.29910(11) 0.0398(4) Uani 1 1 d . . .
O2 O 0.1302(2) -0.09634(16) -0.28561(10) 0.0353(4) Uani 1 1 d . . .
O3 O 0.4409(5) 0.5467(4) 0.1566(2) 0.1175(14) Uani 1 1 d . . .
O4 O 0.3145(5) 0.5130(6) 0.2519(3) 0.153(2) Uani 1 1 d . . .
O5 O 0.5715(5) 0.5322(4) 0.2722(2) 0.1219(15) Uani 1 1 d . . .
O6 O 0.4542(6) 0.3599(3) 0.1928(2) 0.1239(16) Uani 1 1 d . . .
N1 N 0.2202(2) -0.06917(19) -0.12598(13) 0.0340(5) Uani 1 1 d . . .
N2 N 0.2081(2) 0.13171(17) -0.14322(11) 0.0272(4) Uani 1 1 d . . .
N3 N 0.0448(2) 0.27237(18) -0.22216(11) 0.0310(4) Uani 1 1 d . . .
N4 N -0.0477(2) 0.1033(2) -0.35698(11) 0.0323(4) Uani 1 1 d . . .
N5 N -0.0983(3) -0.1071(2) -0.41180(15) 0.0487(6) Uani 1 1 d . . .
N6 N -0.1088(2) 0.05329(19) -0.21232(11) 0.0292(4) Uani 1 1 d . . .
C1 C 0.2306(4) -0.3451(3) -0.03153(18) 0.0450(7) Uani 1 1 d . . .
C2 C 0.0514(5) -0.3232(3) -0.1415(2) 0.0633(11) Uani 1 1 d . . .
C3 C 0.0607(4) -0.1691(4) -0.0160(2) 0.0558(8) Uani 1 1 d . . .
C4 C 0.1514(3) -0.2517(2) -0.07074(16) 0.0367(5) Uani 1 1 d . . .
C5 C 0.2749(3) -0.1694(2) -0.09183(16) 0.0360(5) Uani 1 1 d . . .
C6 C 0.2500(2) 0.0558(2) -0.09649(14) 0.0279(5) Uani 1 1 d . . .
C7 C 0.3196(3) 0.1065(2) -0.02216(15) 0.0336(5) Uani 1 1 d . . .
C8 C 0.3466(3) 0.2340(3) 0.00229(15) 0.0378(6) Uani 1 1 d . . .
C9 C 0.3028(3) 0.3116(2) -0.04553(16) 0.0393(6) Uani 1 1 d . . .
C10 C 0.2335(3) 0.2573(2) -0.11717(14) 0.0312(5) Uani 1 1 d . . .
C11 C 0.1833(3) 0.3345(2) -0.17286(16) 0.0383(6) Uani 1 1 d . . .
C12 C 0.0197(4) 0.3204(2) -0.29216(15) 0.0391(6) Uani 1 1 d . . .
C13 C -0.0718(3) 0.2241(2) -0.35521(14) 0.0348(5) Uani 1 1 d . . .
C14 C -0.1650(4) 0.2607(3) -0.40987(17) 0.0462(7) Uani 1 1 d . . .
C15 C -0.2292(4) 0.1682(4) -0.47212(17) 0.0526(8) Uani 1 1 d . . .
C16 C -0.2052(3) 0.0458(3) -0.47630(15) 0.0458(7) Uani 1 1 d . . .
C17 C -0.1170(3) 0.0124(3) -0.41580(14) 0.0372(6) Uani 1 1 d . . .
C18 C -0.1295(4) -0.2207(3) -0.4729(2) 0.0645(10) Uani 1 1 d . A .
H18A H -0.0334 -0.2584 -0.4814 0.077 Uiso 1 1 calc R . .
H18B H -0.1684 -0.1958 -0.5199 0.077 Uiso 1 1 calc R . .
C19 C -0.2386(3) -0.3186(3) -0.45953(16) 0.0430(6) Uani 1 1 d . . .
C20 C -0.2617(5) -0.4282(4) -0.5274(2) 0.0767(12) Uani 1 1 d . A .
H20A H -0.3303 -0.4938 -0.5177 0.115 Uiso 1 1 calc R . .
H20B H -0.1648 -0.4617 -0.5366 0.115 Uiso 1 1 calc R . .
H20C H -0.3048 -0.4001 -0.5720 0.115 Uiso 1 1 calc R . .
C21 C -0.229(2) -0.3544(12) -0.3858(6) 0.092(6) Uani 0.50(2) 1 d PD A 1
H21A H -0.3083 -0.4200 -0.3874 0.139 Uiso 0.50(2) 1 calc PR A 1
H21B H -0.2403 -0.2809 -0.3459 0.139 Uiso 0.50(2) 1 calc PR A 1
H21C H -0.1304 -0.3860 -0.3752 0.139 Uiso 0.50(2) 1 calc PR A 1
C22 C -0.3988(10) -0.2658(8) -0.4713(9) 0.065(3) Uani 0.50(2) 1 d PD A 1
H22A H -0.4767 -0.3260 -0.4633 0.098 Uiso 0.50(2) 1 calc PR A 1
H22B H -0.4180 -0.2530 -0.5228 0.098 Uiso 0.50(2) 1 calc PR A 1
H22C H -0.4004 -0.1857 -0.4349 0.098 Uiso 0.50(2) 1 calc PR A 1
C21A C -0.129(3) -0.3651(11) -0.4003(11) 0.136(9) Uani 0.50(2) 1 d PD A 2
H21D H -0.0430 -0.3987 -0.4242 0.203 Uiso 0.50(2) 1 calc PR A 2
H21E H -0.1823 -0.4310 -0.3822 0.203 Uiso 0.50(2) 1 calc PR A 2
H21F H -0.0937 -0.2948 -0.3576 0.203 Uiso 0.50(2) 1 calc PR A 2
C22A C -0.3663(14) -0.2727(18) -0.4250(12) 0.135(9) Uani 0.50(2) 1 d PD A 2
H22D H -0.4309 -0.3434 -0.4184 0.203 Uiso 0.50(2) 1 calc PR A 2
H22E H -0.4230 -0.2264 -0.4574 0.203 Uiso 0.50(2) 1 calc PR A 2
H22F H -0.3323 -0.2167 -0.3756 0.203 Uiso 0.50(2) 1 calc PR A 2
C23 C -0.0886(3) 0.2815(2) -0.18109(15) 0.0386(6) Uani 1 1 d . . .
C24 C -0.1768(3) 0.1580(2) -0.18802(13) 0.0325(5) Uani 1 1 d . . .
C25 C -0.3205(3) 0.1527(3) -0.16643(16) 0.0466(7) Uani 1 1 d . . .
C26 C -0.3916(3) 0.0373(4) -0.16757(18) 0.0542(8) Uani 1 1 d . . .
C27 C -0.3200(3) -0.0705(4) -0.19102(18) 0.0502(7) Uani 1 1 d . . .
C28 C -0.1801(3) -0.0582(3) -0.21347(16) 0.0388(6) Uani 1 1 d . . .
C29 C 0.5027(4) 0.1328(5) -0.3478(2) 0.0617(10) Uani 1 1 d . . .
C30 C 0.3711(3) 0.0692(3) -0.32230(14) 0.0413(6) Uani 1 1 d . . .
C31 C 0.3664(3) -0.0605(3) -0.32748(16) 0.0460(7) Uani 1 1 d . . .
C32 C 0.2527(3) -0.1358(3) -0.31058(13) 0.0377(6) Uani 1 1 d . . .
C33 C 0.2665(4) -0.2740(3) -0.32082(18) 0.0558(8) Uani 1 1 d . . .
H33A H 0.2411 -0.3007 -0.2756 0.084 Uiso 1 1 calc R . .
H33B H 0.3700 -0.2922 -0.3286 0.084 Uiso 1 1 calc R . .
H33C H 0.1976 -0.3194 -0.3649 0.084 Uiso 1 1 calc R . .
H1 H 0.175(4) -0.085(3) -0.1708(19) 0.042(8) Uiso 1 1 d . . .
H1A H 0.300(4) -0.298(3) 0.016(2) 0.059(10) Uiso 1 1 d . . .
H1B H 0.297(4) -0.398(3) -0.064(2) 0.053(9) Uiso 1 1 d . . .
H1C H 0.154(4) -0.407(4) -0.020(2) 0.066(11) Uiso 1 1 d . . .
H2A H -0.007(4) -0.266(4) -0.165(2) 0.071(11) Uiso 1 1 d . . .
H2B H 0.116(5) -0.377(4) -0.179(2) 0.073(12) Uiso 1 1 d . . .
H2C H -0.031(5) -0.374(4) -0.122(2) 0.084(13) Uiso 1 1 d . . .
H3A H 0.006(4) -0.113(3) -0.0409(19) 0.050(9) Uiso 1 1 d . . .
H3B H -0.006(5) -0.217(4) 0.001(2) 0.069(12) Uiso 1 1 d . . .
H3C H 0.127(5) -0.107(4) 0.032(3) 0.084(14) Uiso 1 1 d . . .
H5 H -0.033(5) -0.116(4) -0.376(2) 0.080(14) Uiso 1 1 d . . .
H5A H 0.334(4) -0.222(3) -0.129(2) 0.054(9) Uiso 1 1 d . . .
H5B H 0.349(3) -0.133(3) -0.0450(18) 0.041(8) Uiso 1 1 d . . .
H7 H 0.346(4) 0.054(3) 0.0117(18) 0.044(8) Uiso 1 1 d . . .
H8 H 0.388(3) 0.266(3) 0.0519(18) 0.040(8) Uiso 1 1 d . . .
H9 H 0.320(4) 0.395(3) -0.0293(18) 0.045(8) Uiso 1 1 d . . .
H11A H 0.261(4) 0.342(3) -0.2051(18) 0.041(8) Uiso 1 1 d . . .
H11B H 0.163(3) 0.418(3) -0.1475(18) 0.043(8) Uiso 1 1 d . . .
H12A H 0.114(3) 0.336(3) -0.3042(16) 0.033(7) Uiso 1 1 d . . .
H12B H -0.031(3) 0.400(3) -0.2836(17) 0.041(8) Uiso 1 1 d . . .
H14 H -0.178(4) 0.341(4) -0.405(2) 0.056(10) Uiso 1 1 d . . .
H15 H -0.285(4) 0.187(4) -0.509(2) 0.066(11) Uiso 1 1 d . . .
H16 H -0.250(4) -0.017(3) -0.518(2) 0.052(9) Uiso 1 1 d . . .
H23A H -0.052(4) 0.313(3) -0.127(2) 0.062(10) Uiso 1 1 d . . .
H23B H -0.157(4) 0.345(3) -0.1985(19) 0.050(9) Uiso 1 1 d . . .
H25 H -0.370(4) 0.233(3) -0.1535(19) 0.052(9) Uiso 1 1 d . . .
H26 H -0.497(4) 0.037(3) -0.158(2) 0.060(10) Uiso 1 1 d . . .
H27 H -0.368(4) -0.147(3) -0.195(2) 0.055(10) Uiso 1 1 d . . .
H28 H -0.127(4) -0.129(3) -0.2311(18) 0.045(8) Uiso 1 1 d . . .
H29A H 0.491(5) 0.116(4) -0.399(3) 0.086(14) Uiso 1 1 d . . .
H29B H 0.600(6) 0.093(5) -0.336(3) 0.102(16) Uiso 1 1 d . . .
H29C H 0.530(6) 0.216(5) -0.323(3) 0.108(18) Uiso 1 1 d . . .
H31 H 0.445(5) -0.094(4) -0.341(2) 0.067(11) Uiso 1 1 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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
O1 Ni1 O2 90.94(8) . . ?
O1 Ni1 N6 172.86(8) . . ?
O2 Ni1 N6 95.76(8) . . ?
O1 Ni1 N3 89.89(8) . . ?
O2 Ni1 N3 178.63(7) . . ?
N6 Ni1 N3 83.46(8) . . ?
O1 Ni1 N2 91.27(7) . . ?
O2 Ni1 N2 99.02(7) . . ?
N6 Ni1 N2 90.13(7) . . ?
N3 Ni1 N2 79.86(7) . . ?
O1 Ni1 N4 88.86(8) . . ?
O2 Ni1 N4 99.99(8) . . ?
N6 Ni1 N4 87.55(8) . . ?
N3 Ni1 N4 81.12(8) . . ?
N2 Ni1 N4 160.98(8) . . ?
O4 Cl1 O6 113.6(3) . . ?
O4 Cl1 O3 108.6(3) . . ?
O6 Cl1 O3 110.1(3) . . ?
O4 Cl1 O5 109.0(3) . . ?
O6 Cl1 O5 105.4(2) . . ?
O3 Cl1 O5 110.1(3) . . ?
C30 O1 Ni1 126.25(19) . . ?
C32 O2 Ni1 124.75(18) . . ?
C6 N1 C5 126.0(2) . . ?
C6 N1 H1 112(2) . . ?
C5 N1 H1 121(2) . . ?
C10 N2 C6 118.8(2) . . ?
C10 N2 Ni1 111.13(15) . . ?
C6 N2 Ni1 129.87(15) . . ?
C23 N3 C12 111.6(2) . . ?
C23 N3 C11 112.0(2) . . ?
C12 N3 C11 111.6(2) . . ?
C23 N3 Ni1 109.64(15) . . ?
C12 N3 Ni1 106.65(15) . . ?
C11 N3 Ni1 104.90(15) . . ?
C13 N4 C17 119.1(2) . . ?
C13 N4 Ni1 111.16(16) . . ?
C17 N4 Ni1 129.53(19) . . ?
C17 N5 C18 127.9(3) . . ?
C17 N5 H5 115(3) . . ?
C18 N5 H5 113(3) . . ?
C24 N6 C28 118.8(2) . . ?
C24 N6 Ni1 113.45(17) . . ?
C28 N6 Ni1 127.35(18) . . ?
C4 C1 H1A 110(2) . . ?
C4 C1 H1B 113(2) . . ?
H1A C1 H1B 106(3) . . ?
C4 C1 H1C 110(2) . . ?
H1A C1 H1C 112(3) . . ?
H1B C1 H1C 105(3) . . ?
C4 C2 H2A 111(2) . . ?
C4 C2 H2B 110(2) . . ?
H2A C2 H2B 112(3) . . ?
C4 C2 H2C 105(2) . . ?
H2A C2 H2C 103(3) . . ?
H2B C2 H2C 115(3) . . ?
C4 C3 H3A 111(2) . . ?
C4 C3 H3B 110(3) . . ?
H3A C3 H3B 108(3) . . ?
C4 C3 H3C 115(2) . . ?
H3A C3 H3C 104(3) . . ?
H3B C3 H3C 109(3) . . ?
C2 C4 C5 110.3(3) . . ?
C2 C4 C3 111.4(3) . . ?
C5 C4 C3 109.1(2) . . ?
C2 C4 C1 109.4(2) . . ?
C5 C4 C1 106.6(2) . . ?
C3 C4 C1 110.0(3) . . ?
N1 C5 C4 114.3(2) . . ?
N1 C5 H5A 107(2) . . ?
C4 C5 H5A 110.3(19) . . ?
N1 C5 H5B 110.4(17) . . ?
C4 C5 H5B 108.7(17) . . ?
H5A C5 H5B 106(3) . . ?
N2 C6 N1 115.8(2) . . ?
N2 C6 C7 120.7(2) . . ?
N1 C6 C7 123.4(2) . . ?
C8 C7 C6 119.2(2) . . ?
C8 C7 H7 119.6(19) . . ?
C6 C7 H7 121.2(19) . . ?
C7 C8 C9 120.0(2) . . ?
C7 C8 H8 118.0(19) . . ?
C9 C8 H8 122.0(19) . . ?
C10 C9 C8 118.5(2) . . ?
C10 C9 H9 122(2) . . ?
C8 C9 H9 120(2) . . ?
N2 C10 C9 122.8(2) . . ?
N2 C10 C11 115.3(2) . . ?
C9 C10 C11 121.9(2) . . ?
N3 C11 C10 110.1(2) . . ?
N3 C11 H11A 107.8(18) . . ?
C10 C11 H11A 109.8(19) . . ?
N3 C11 H11B 108.5(19) . . ?
C10 C11 H11B 111.7(18) . . ?
H11A C11 H11B 109(3) . . ?
N3 C12 C13 111.0(2) . . ?
N3 C12 H12A 104.8(18) . . ?
C13 C12 H12A 110.7(18) . . ?
N3 C12 H12B 112.0(18) . . ?
C13 C12 H12B 109.6(18) . . ?
H12A C12 H12B 109(2) . . ?
N4 C13 C14 123.2(3) . . ?
N4 C13 C12 116.1(2) . . ?
C14 C13 C12 120.6(3) . . ?
C13 C14 C15 117.6(3) . . ?
C13 C14 H14 119(2) . . ?
C15 C14 H14 123(2) . . ?
C16 C15 C14 120.6(3) . . ?
C16 C15 H15 118(3) . . ?
C14 C15 H15 121(3) . . ?
C15 C16 C17 119.3(3) . . ?
C15 C16 H16 120(2) . . ?
C17 C16 H16 120(2) . . ?
N5 C17 N4 116.6(2) . . ?
N5 C17 C16 123.5(3) . . ?
N4 C17 C16 119.9(3) . . ?
N5 C18 C19 115.6(3) . . ?
N5 C18 H18A 108.4 . . ?
C19 C18 H18A 108.4 . . ?
N5 C18 H18B 108.4 . . ?
C19 C18 H18B 108.4 . . ?
H18A C18 H18B 107.5 . . ?
C22A C19 C21 73.8(9) . . ?
C22A C19 C18 115.4(8) . . ?
C21 C19 C18 120.7(6) . . ?
C22A C19 C20 119.3(5) . . ?
C21 C19 C20 114.4(6) . . ?
C18 C19 C20 109.6(3) . . ?
C22A C19 C21A 109.3(10) . . ?
C21 C19 C21A 36.8(8) . . ?
C18 C19 C21A 96.2(10) . . ?
C20 C19 C21A 103.8(5) . . ?
C22A C19 C22 33.5(8) . . ?
C21 C19 C22 106.1(8) . . ?
C18 C19 C22 105.1(4) . . ?
C20 C19 C22 97.7(6) . . ?
C21A C19 C22 142.6(9) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C21A H21D 109.5 . . ?
C19 C21A H21E 109.5 . . ?
H21D C21A H21E 109.5 . . ?
C19 C21A H21F 109.5 . . ?
H21D C21A H21F 109.5 . . ?
H21E C21A H21F 109.5 . . ?
C19 C22A H22D 109.5 . . ?
C19 C22A H22E 109.5 . . ?
H22D C22A H22E 109.5 . . ?
C19 C22A H22F 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
N3 C23 C24 114.1(2) . . ?
N3 C23 H23A 107(2) . . ?
C24 C23 H23A 107(2) . . ?
N3 C23 H23B 109.7(18) . . ?
C24 C23 H23B 110.5(18) . . ?
H23A C23 H23B 109(3) . . ?
N6 C24 C25 121.3(3) . . ?
N6 C24 C23 117.4(2) . . ?
C25 C24 C23 121.2(2) . . ?
C26 C25 C24 119.0(3) . . ?
C26 C25 H25 123(2) . . ?
C24 C25 H25 118(2) . . ?
C25 C26 C27 119.6(3) . . ?
C25 C26 H26 116(2) . . ?
C27 C26 H26 124(2) . . ?
C28 C27 C26 118.2(3) . . ?
C28 C27 H27 121(2) . . ?
C26 C27 H27 120(2) . . ?
N6 C28 C27 123.1(3) . . ?
N6 C28 H28 115(2) . . ?
C27 C28 H28 122(2) . . ?
C30 C29 H29A 109(3) . . ?
C30 C29 H29B 112(3) . . ?
H29A C29 H29B 102(4) . . ?
C30 C29 H29C 116(3) . . ?
H29A C29 H29C 117(4) . . ?
H29B C29 H29C 100(4) . . ?
O1 C30 C31 125.0(3) . . ?
O1 C30 C29 116.1(3) . . ?
C31 C30 C29 119.0(3) . . ?
C32 C31 C30 127.4(3) . . ?
C32 C31 H31 118(3) . . ?
C30 C31 H31 114(3) . . ?
O2 C32 C31 124.8(3) . . ?
O2 C32 C33 115.3(3) . . ?
C31 C32 C33 119.8(3) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 2.0162(18) . ?
Ni1 O2 2.0183(17) . ?
Ni1 N6 2.061(2) . ?
Ni1 N3 2.0762(19) . ?
Ni1 N2 2.1509(19) . ?
Ni1 N4 2.154(2) . ?
Cl1 O4 1.372(4) . ?
Cl1 O6 1.378(3) . ?
Cl1 O3 1.417(3) . ?
Cl1 O5 1.438(3) . ?
O1 C30 1.250(3) . ?
O2 C32 1.298(3) . ?
N1 C6 1.358(3) . ?
N1 C5 1.460(3) . ?
N1 H1 0.85(3) . ?
N2 C10 1.353(3) . ?
N2 C6 1.356(3) . ?
N3 C23 1.479(3) . ?
N3 C12 1.486(3) . ?
N3 C11 1.487(3) . ?
N4 C13 1.348(3) . ?
N4 C17 1.360(3) . ?
N5 C17 1.347(4) . ?
N5 C18 1.469(4) . ?
N5 H5 0.86(4) . ?
N6 C24 1.343(3) . ?
N6 C28 1.343(3) . ?
C1 C4 1.535(4) . ?
C1 H1A 1.03(4) . ?
C1 H1B 1.00(4) . ?
C1 H1C 1.02(4) . ?
C2 C4 1.521(4) . ?
C2 H2A 0.98(4) . ?
C2 H2B 1.04(4) . ?
C2 H2C 1.05(4) . ?
C3 C4 1.532(4) . ?
C3 H3A 0.96(4) . ?
C3 H3B 0.90(4) . ?
C3 H3C 1.07(5) . ?
C4 C5 1.526(4) . ?
C5 H5A 1.01(4) . ?
C5 H5B 1.01(3) . ?
C6 C7 1.409(3) . ?
C7 C8 1.370(4) . ?
C7 H7 0.95(3) . ?
C8 C9 1.389(4) . ?
C8 H8 0.93(3) . ?
C9 C10 1.376(3) . ?
C9 H9 0.90(3) . ?
C10 C11 1.507(3) . ?
C11 H11A 0.97(3) . ?
C11 H11B 0.97(3) . ?
C12 C13 1.509(4) . ?
C12 H12A 0.92(3) . ?
C12 H12B 1.00(3) . ?
C13 C14 1.374(4) . ?
C14 C15 1.392(5) . ?
C14 H14 0.88(4) . ?
C15 C16 1.359(5) . ?
C15 H15 0.86(4) . ?
C16 C17 1.414(4) . ?
C16 H16 0.94(4) . ?
C18 C19 1.491(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C22A 1.432(11) . ?
C19 C21 1.479(10) . ?
C19 C20 1.513(4) . ?
C19 C21A 1.568(13) . ?
C19 C22 1.590(9) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C21A H21D 0.9800 . ?
C21A H21E 0.9800 . ?
C21A H21F 0.9800 . ?
C22A H22D 0.9800 . ?
C22A H22E 0.9800 . ?
C22A H22F 0.9800 . ?
C23 C24 1.504(4) . ?
C23 H23A 0.99(4) . ?
C23 H23B 1.03(3) . ?
C24 C25 1.392(4) . ?
C25 C26 1.380(5) . ?
C25 H25 1.00(4) . ?
C26 C27 1.385(5) . ?
C26 H26 0.98(4) . ?
C27 C28 1.373(4) . ?
C27 H27 0.91(4) . ?
C28 H28 0.95(3) . ?
C29 C30 1.508(4) . ?
C29 H29A 0.91(5) . ?
C29 H29B 1.01(5) . ?
C29 H29C 0.94(6) . ?
C30 C31 1.403(5) . ?
C31 C32 1.381(4) . ?
C31 H31 0.85(4) . ?
C32 C33 1.500(4) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
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
N1 H1 O2 0.85(3) 2.07(3) 2.884(3) 162(3) .
N5 H5 O2 0.86(4) 2.04(4) 2.889(3) 167(4) .
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Ni1 O1 C30 -9.0(2) . . . . ?
N6 Ni1 O1 C30 -168.7(5) . . . . ?
N3 Ni1 O1 C30 169.9(2) . . . . ?
N2 Ni1 O1 C30 90.0(2) . . . . ?
N4 Ni1 O1 C30 -109.0(2) . . . . ?
O1 Ni1 O2 C32 9.65(19) . . . . ?
N6 Ni1 O2 C32 -172.83(19) . . . . ?
N3 Ni1 O2 C32 -117(3) . . . . ?
N2 Ni1 O2 C32 -81.78(19) . . . . ?
N4 Ni1 O2 C32 98.66(19) . . . . ?
O1 Ni1 N2 C10 71.85(17) . . . . ?
O2 Ni1 N2 C10 163.00(16) . . . . ?
N6 Ni1 N2 C10 -101.15(17) . . . . ?
N3 Ni1 N2 C10 -17.81(16) . . . . ?
N4 Ni1 N2 C10 -18.3(3) . . . . ?
O1 Ni1 N2 C6 -112.7(2) . . . . ?
O2 Ni1 N2 C6 -21.5(2) . . . . ?
N6 Ni1 N2 C6 74.3(2) . . . . ?
N3 Ni1 N2 C6 157.7(2) . . . . ?
N4 Ni1 N2 C6 157.2(2) . . . . ?
O1 Ni1 N3 C23 -177.51(16) . . . . ?
O2 Ni1 N3 C23 -50(3) . . . . ?
N6 Ni1 N3 C23 5.10(16) . . . . ?
N2 Ni1 N3 C23 -86.20(16) . . . . ?
N4 Ni1 N3 C23 93.63(16) . . . . ?
O1 Ni1 N3 C12 61.47(17) . . . . ?
O2 Ni1 N3 C12 -171(3) . . . . ?
N6 Ni1 N3 C12 -115.92(18) . . . . ?
N2 Ni1 N3 C12 152.78(18) . . . . ?
N4 Ni1 N3 C12 -27.39(17) . . . . ?
O1 Ni1 N3 C11 -57.07(17) . . . . ?
O2 Ni1 N3 C11 70(3) . . . . ?
N6 Ni1 N3 C11 125.54(17) . . . . ?
N2 Ni1 N3 C11 34.24(16) . . . . ?
N4 Ni1 N3 C11 -145.93(17) . . . . ?
O1 Ni1 N4 C13 -79.82(17) . . . . ?
O2 Ni1 N4 C13 -170.57(16) . . . . ?
N6 Ni1 N4 C13 94.01(17) . . . . ?
N3 Ni1 N4 C13 10.25(17) . . . . ?
N2 Ni1 N4 C13 10.8(3) . . . . ?
O1 Ni1 N4 C17 105.5(2) . . . . ?
O2 Ni1 N4 C17 14.8(2) . . . . ?
N6 Ni1 N4 C17 -80.6(2) . . . . ?
N3 Ni1 N4 C17 -164.4(2) . . . . ?
N2 Ni1 N4 C17 -163.9(2) . . . . ?
O1 Ni1 N6 C24 -17.9(7) . . . . ?
O2 Ni1 N6 C24 -177.54(16) . . . . ?
N3 Ni1 N6 C24 3.60(16) . . . . ?
N2 Ni1 N6 C24 83.38(16) . . . . ?
N4 Ni1 N6 C24 -77.74(16) . . . . ?
O1 Ni1 N6 C28 154.7(5) . . . . ?
O2 Ni1 N6 C28 -4.9(2) . . . . ?
N3 Ni1 N6 C28 176.2(2) . . . . ?
N2 Ni1 N6 C28 -104.0(2) . . . . ?
N4 Ni1 N6 C28 94.9(2) . . . . ?
C6 N1 C5 C4 116.5(3) . . . . ?
C2 C4 C5 N1 64.8(3) . . . . ?
C3 C4 C5 N1 -57.8(3) . . . . ?
C1 C4 C5 N1 -176.5(2) . . . . ?
C10 N2 C6 N1 179.5(2) . . . . ?
Ni1 N2 C6 N1 4.3(3) . . . . ?
C10 N2 C6 C7 -0.3(3) . . . . ?
Ni1 N2 C6 C7 -175.53(17) . . . . ?
C5 N1 C6 N2 169.7(2) . . . . ?
C5 N1 C6 C7 -10.5(4) . . . . ?
N2 C6 C7 C8 -0.9(4) . . . . ?
N1 C6 C7 C8 179.3(2) . . . . ?
C6 C7 C8 C9 1.2(4) . . . . ?
C7 C8 C9 C10 -0.4(4) . . . . ?
C6 N2 C10 C9 1.3(4) . . . . ?
Ni1 N2 C10 C9 177.3(2) . . . . ?
C6 N2 C10 C11 -180.0(2) . . . . ?
Ni1 N2 C10 C11 -3.9(3) . . . . ?
C8 C9 C10 N2 -0.9(4) . . . . ?
C8 C9 C10 C11 -179.6(3) . . . . ?
C23 N3 C11 C10 72.6(3) . . . . ?
C12 N3 C11 C10 -161.4(2) . . . . ?
Ni1 N3 C11 C10 -46.3(2) . . . . ?
N2 C10 C11 N3 34.3(3) . . . . ?
C9 C10 C11 N3 -147.0(3) . . . . ?
C23 N3 C12 C13 -79.3(3) . . . . ?
C11 N3 C12 C13 154.5(2) . . . . ?
Ni1 N3 C12 C13 40.4(3) . . . . ?
C17 N4 C13 C14 0.8(4) . . . . ?
Ni1 N4 C13 C14 -174.5(2) . . . . ?
C17 N4 C13 C12 -174.6(2) . . . . ?
Ni1 N4 C13 C12 10.2(3) . . . . ?
N3 C12 C13 N4 -34.7(3) . . . . ?
N3 C12 C13 C14 149.8(3) . . . . ?
N4 C13 C14 C15 -4.3(4) . . . . ?
C12 C13 C14 C15 170.9(3) . . . . ?
C13 C14 C15 C16 3.0(5) . . . . ?
C14 C15 C16 C17 1.5(5) . . . . ?
C18 N5 C17 N4 -164.8(3) . . . . ?
C18 N5 C17 C16 16.2(5) . . . . ?
C13 N4 C17 N5 -175.0(2) . . . . ?
Ni1 N4 C17 N5 -0.8(3) . . . . ?
C13 N4 C17 C16 3.9(4) . . . . ?
Ni1 N4 C17 C16 178.21(18) . . . . ?
C15 C16 C17 N5 173.8(3) . . . . ?
C15 C16 C17 N4 -5.1(4) . . . . ?
C17 N5 C18 C19 -121.9(4) . . . . ?
N5 C18 C19 C22A 40.8(12) . . . . ?
N5 C18 C19 C21 -44.8(10) . . . . ?
N5 C18 C19 C20 178.9(4) . . . . ?
N5 C18 C19 C21A -74.1(8) . . . . ?
N5 C18 C19 C22 74.8(7) . . . . ?
C12 N3 C23 C24 105.6(2) . . . . ?
C11 N3 C23 C24 -128.4(2) . . . . ?
Ni1 N3 C23 C24 -12.4(3) . . . . ?
C28 N6 C24 C25 -2.0(3) . . . . ?
Ni1 N6 C24 C25 171.34(19) . . . . ?
C28 N6 C24 C23 174.8(2) . . . . ?
Ni1 N6 C24 C23 -11.9(3) . . . . ?
N3 C23 C24 N6 16.6(3) . . . . ?
N3 C23 C24 C25 -166.6(2) . . . . ?
N6 C24 C25 C26 2.4(4) . . . . ?
C23 C24 C25 C26 -174.3(3) . . . . ?
C24 C25 C26 C27 -0.9(4) . . . . ?
C25 C26 C27 C28 -0.9(5) . . . . ?
C24 N6 C28 C27 0.1(4) . . . . ?
Ni1 N6 C28 C27 -172.2(2) . . . . ?
C26 C27 C28 N6 1.3(4) . . . . ?
Ni1 O1 C30 C31 5.1(4) . . . . ?
Ni1 O1 C30 C29 -176.3(2) . . . . ?
O1 C30 C31 C32 2.0(5) . . . . ?
C29 C30 C31 C32 -176.6(3) . . . . ?
Ni1 O2 C32 C31 -6.7(3) . . . . ?
Ni1 O2 C32 C33 173.22(18) . . . . ?
C30 C31 C32 O2 -1.0(5) . . . . ?
C30 C31 C32 C33 179.0(3) . . . . ?
