#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/42/2224297.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_2224297
loop_
_publ_author_name
'Liu, Yu-Fen'
'Xia, Hai-Tao'
'Wang, Da-Qi'
'Gong, Xiao-Lin'
_publ_section_title
;Diaquabis(N,N'-dibenzylethane-1,2-diamine-κ²N,N')nickel(II)
 dichloride N,N-dimethylformamide solvate
;
_journal_coeditor_code           HY2244
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1526
_journal_page_last               m1527
_journal_paper_doi               10.1107/S1600536809046042
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Ni (C16 H20 N2)2 (H2 O)2] Cl2, C3 H7 N O'
_chemical_formula_moiety         'C32 H44 N4 Ni O2 2+, 2(Cl -), C3 H7 N O'
_chemical_formula_sum            'C35 H51 Cl2 N5 Ni O3'
_chemical_formula_weight         719.42
_chemical_name_systematic
;
Diaquabis(N,N'-dibenzylethane-1,2-diamine-
κ²N,N')nickel(II) dichloride
N,N-dimethylformamide solvate
;
_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                104.769(2)
_cell_angle_beta                 95.3680(10)
_cell_angle_gamma                111.399(2)
_cell_formula_units_Z            2
_cell_length_a                   11.8980(10)
_cell_length_b                   12.5880(10)
_cell_length_c                   14.872(2)
_cell_measurement_reflns_used    3426
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.914
_cell_measurement_theta_min      2.382
_cell_volume                     1961.8(4)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_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      298(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Siemens SMART 1000 CCD'
_diffrn_measurement_method       'φ and 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  0.0179
_diffrn_reflns_av_sigmaI/netI    0.0455
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10138
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.45
_exptl_absorpt_coefficient_mu    0.668
_exptl_absorpt_correction_T_max  0.7997
_exptl_absorpt_correction_T_min  0.7666
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             764
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.35
_refine_diff_density_max         1.153
_refine_diff_density_min         -0.745
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     450
_refine_ls_number_reflns         6781
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.1004
_refine_ls_R_factor_gt           0.0659
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0878P)²+5.0932P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1667
_refine_ls_wR_factor_ref         0.2010
_reflns_number_gt                4690
_reflns_number_total             6781
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2244.cif
_cod_data_source_block           I
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1961.8(3)
_cod_database_code               2224297
_cod_database_fobs_code          2224297
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_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.5000 0.5000 1.0000 0.0360(2) Uani d S 1 . .
Ni Ni2 0.5000 0.5000 0.5000 0.0373(2) Uani d S 1 . .
Cl Cl1 0.61243(14) 0.70108(13) 0.30429(9) 0.0584(4) Uani d . 1 . .
Cl Cl2 0.68699(16) 0.69555(13) 0.79097(10) 0.0709(5) Uani d . 1 . .
N N1 0.6479(4) 0.6692(4) 1.0730(3) 0.0487(10) Uani d . 1 . .
H H1 0.6481 0.6822 1.1361 0.058 Uiso calc R 1 . .
N N2 0.4030(4) 0.6078(4) 0.9772(3) 0.0523(11) Uani d . 1 . .
H H2 0.3301 0.5789 0.9959 0.063 Uiso calc R 1 . .
N N3 0.6784(4) 0.5756(4) 0.4682(3) 0.0459(10) Uani d . 1 . .
H H3 0.6763 0.6311 0.4398 0.055 Uiso calc R 1 . .
N N4 0.4979(4) 0.3356(4) 0.4135(3) 0.0465(10) Uani d . 1 . .
H H4 0.4540 0.3180 0.3543 0.056 Uiso calc R 1 . .
N N5 0.8816(7) 0.4000(8) 0.7989(6) 0.113(2) Uani d . 1 . .
O O1 0.5688(3) 0.4934(3) 0.8746(2) 0.0506(9) Uani d . 1 . .
H H1C 0.5980 0.5626 0.8676 0.061 Uiso d R 1 . .
H H1D 0.5127 0.4452 0.8263 0.061 Uiso d R 1 . .
O O2 0.5814(3) 0.4709(3) 0.6187(2) 0.0479(8) Uani d . 1 . .
H H2C 0.5255 0.4151 0.6315 0.057 Uiso d R 1 . .
H H2D 0.6057 0.5340 0.6663 0.057 Uiso d R 1 . .
O O3 0.8337(6) 0.4541(7) 0.9394(5) 0.118(2) Uani d . 1 . .
C C1 0.6111(6) 0.7603(5) 1.0454(4) 0.0594(15) Uani d . 1 . .
H H1A 0.6266 0.7620 0.9828 0.071 Uiso calc R 1 . .
H H1B 0.6594 0.8395 1.0904 0.071 Uiso calc R 1 . .
C C2 0.4762(6) 0.7274(5) 1.0450(4) 0.0616(15) Uani d . 1 . .
H H2A 0.4614 0.7281 1.1081 0.074 Uiso calc R 1 . .
H H2B 0.4514 0.7860 1.0274 0.074 Uiso calc R 1 . .
C C3 0.7735(6) 0.6875(6) 1.0621(5) 0.0678(17) Uani d . 1 . .
H H3A 0.7754 0.6708 0.9950 0.081 Uiso calc R 1 . .
H H3B 0.7951 0.6297 1.0839 0.081 Uiso calc R 1 . .
C C4 0.8705(5) 0.8117(5) 1.1149(4) 0.0595(15) Uani d . 1 . .
C C5 0.9575(6) 0.8730(6) 1.0714(5) 0.079(2) Uani d . 1 . .
H H5 0.9558 0.8375 1.0079 0.095 Uiso calc R 1 . .
C C6 1.0475(7) 0.9859(7) 1.1193(6) 0.091(2) Uani d . 1 . .
H H6 1.1064 1.0247 1.0884 0.109 Uiso calc R 1 . .
C C7 1.0504(7) 1.0406(7) 1.2117(6) 0.084(2) Uani d . 1 . .
H H7 1.1098 1.1176 1.2433 0.101 Uiso calc R 1 . .
C C8 0.9665(6) 0.9831(6) 1.2580(5) 0.0779(19) Uani d . 1 . .
H H8 0.9681 1.0198 1.3212 0.093 Uiso calc R 1 . .
C C9 0.8785(6) 0.8689(6) 1.2093(5) 0.0721(18) Uani d . 1 . .
H H9 0.8225 0.8289 1.2415 0.087 Uiso calc R 1 . .
C C10 0.3726(6) 0.6090(6) 0.8795(4) 0.0608(15) Uani d . 1 . .
H H10A 0.3191 0.5279 0.8402 0.073 Uiso calc R 1 . .
H H10B 0.4482 0.6323 0.8556 0.073 Uiso calc R 1 . .
C C11 0.3108(7) 0.6912(7) 0.8681(5) 0.0738(18) Uani d . 1 . .
C C12 0.3740(8) 0.7947(7) 0.8463(5) 0.087(2) Uani d . 1 . .
H H12 0.4542 0.8104 0.8376 0.105 Uiso calc R 1 . .
C C13 0.3246(10) 0.8759(8) 0.8368(6) 0.105(3) Uani d . 1 . .
H H13 0.3690 0.9444 0.8215 0.127 Uiso calc R 1 . .
C C14 0.2083(11) 0.8505(9) 0.8508(7) 0.111(3) Uani d . 1 . .
H H14 0.1736 0.9048 0.8466 0.134 Uiso calc R 1 . .
C C15 0.1388(10) 0.7483(10) 0.8709(7) 0.114(3) Uani d . 1 . .
H H15 0.0579 0.7326 0.8776 0.137 Uiso calc R 1 . .
C C16 0.1923(8) 0.6681(8) 0.8810(6) 0.093(2) Uani d . 1 . .
H H16 0.1477 0.5998 0.8964 0.111 Uiso calc R 1 . .
C C17 0.6887(6) 0.4775(6) 0.3940(5) 0.0690(17) Uani d . 1 . .
H H17A 0.6532 0.4758 0.3320 0.083 Uiso calc R 1 . .
H H17B 0.7752 0.4935 0.3959 0.083 Uiso calc R 1 . .
C C18 0.6255(6) 0.3591(6) 0.4070(5) 0.0700(18) Uani d . 1 . .
H H18A 0.6277 0.2969 0.3538 0.084 Uiso calc R 1 . .
H H18B 0.6687 0.3565 0.4645 0.084 Uiso calc R 1 . .
C C19 0.7840(6) 0.6380(6) 0.5480(4) 0.0681(17) Uani d . 1 . .
H H19A 0.7954 0.5786 0.5742 0.082 Uiso calc R 1 . .
H H19B 0.7632 0.6910 0.5969 0.082 Uiso calc R 1 . .
C C20 0.9051(5) 0.7107(6) 0.5289(4) 0.0619(15) Uani d . 1 . .
C C21 0.9161(6) 0.7821(7) 0.4713(5) 0.0765(19) Uani d . 1 . .
H H21 0.8450 0.7824 0.4397 0.092 Uiso calc R 1 . .
C C22 1.0293(7) 0.8535(7) 0.4590(6) 0.088(2) Uani d . 1 . .
H H22 1.0333 0.9006 0.4193 0.105 Uiso calc R 1 . .
C C23 1.1351(7) 0.8556(8) 0.5043(6) 0.094(2) Uani d . 1 . .
H H23 1.2113 0.9020 0.4945 0.113 Uiso calc R 1 . .
C C24 1.1279(7) 0.7882(8) 0.5646(6) 0.095(2) Uani d . 1 . .
H H24 1.1994 0.7909 0.5981 0.115 Uiso calc R 1 . .
C C25 1.0129(6) 0.7157(7) 0.5754(5) 0.082(2) Uani d . 1 . .
H H25 1.0090 0.6692 0.6156 0.098 Uiso calc R 1 . .
C C26 0.4477(7) 0.2302(5) 0.4460(5) 0.0692(17) Uani d . 1 . .
H H26A 0.3652 0.2195 0.4555 0.083 Uiso calc R 1 . .
H H26B 0.4979 0.2469 0.5073 0.083 Uiso calc R 1 . .
C C27 0.4410(9) 0.1149(6) 0.3818(6) 0.088(2) Uani d . 1 . .
C C28 0.3607(10) 0.0594(7) 0.2950(7) 0.109(3) Uani d . 1 . .
H H28 0.3129 0.0956 0.2734 0.131 Uiso calc R 1 . .
C C29 0.3520(11) -0.0524(8) 0.2396(7) 0.119(3) Uani d . 1 . .
H H29 0.2956 -0.0935 0.1820 0.142 Uiso calc R 1 . .
C C30 0.4289(10) -0.1003(8) 0.2721(7) 0.108(3) Uani d . 1 . .
H H30 0.4233 -0.1743 0.2347 0.130 Uiso calc R 1 . .
C C31 0.5115(10) -0.0458(8) 0.3553(7) 0.108(3) Uani d . 1 . .
H H31 0.5633 -0.0793 0.3752 0.130 Uiso calc R 1 . .
C C32 0.5149(9) 0.0617(7) 0.4086(6) 0.102(3) Uani d . 1 . .
H H32 0.5707 0.1011 0.4666 0.122 Uiso calc R 1 . .
C C33 0.8308(18) 0.4586(19) 0.8564(15) 0.111(8) Uani d P 0.52(2) A 1
H H33 0.7930 0.5032 0.8351 0.133 Uiso calc PR 0.52(2) A 1
C C34 0.945(3) 0.326(3) 0.814(2) 0.125(8) Uani d P 0.52(2) A 1
H H34A 0.9647 0.3377 0.8813 0.187 Uiso calc PR 0.52(2) A 1
H H34B 1.0198 0.3480 0.7907 0.187 Uiso calc PR 0.52(2) A 1
H H34C 0.8930 0.2431 0.7819 0.187 Uiso calc PR 0.52(2) A 1
C C35 0.877(2) 0.425(2) 0.7071(17) 0.137(9) Uani d P 0.52(2) A 1
H H35A 0.8074 0.3613 0.6612 0.206 Uiso calc PR 0.52(2) A 1
H H35B 0.9513 0.4304 0.6853 0.206 Uiso calc PR 0.52(2) A 1
H H35C 0.8680 0.4996 0.7153 0.206 Uiso calc PR 0.52(2) A 1
C C33' 0.8850(18) 0.400(2) 0.8893(16) 0.109(8) Uani d P 0.48(2) A 2
H H33' 0.9258 0.3605 0.9140 0.130 Uiso calc PR 0.48(2) A 2
C C34' 0.803(2) 0.441(2) 0.7512(16) 0.119(8) Uani d P 0.48(2) A 2
H H34D 0.7266 0.4207 0.7722 0.178 Uiso calc PR 0.48(2) A 2
H H34E 0.7880 0.4038 0.6838 0.178 Uiso calc PR 0.48(2) A 2
H H34F 0.8431 0.5268 0.7656 0.178 Uiso calc PR 0.48(2) A 2
C C35' 0.946(3) 0.329(3) 0.751(2) 0.128(9) Uani d P 0.48(2) A 2
H H35D 1.0249 0.3525 0.7903 0.193 Uiso calc PR 0.48(2) A 2
H H35E 0.9559 0.3417 0.6912 0.193 Uiso calc PR 0.48(2) A 2
H H35F 0.8974 0.2450 0.7411 0.193 Uiso calc PR 0.48(2) A 2
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'
Cl Cl 0.1484 0.1585 '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
O1 Ni1 O1 . 2_667 180.000(2) ?
O1 Ni1 N1 . 2_667 88.91(15) ?
O1 Ni1 N1 2_667 2_667 91.09(15) ?
O1 Ni1 N1 . . 91.09(15) ?
O1 Ni1 N1 2_667 . 88.91(15) ?
N1 Ni1 N1 2_667 . 180.0(2) ?
O1 Ni1 N2 . 2_667 84.86(15) ?
O1 Ni1 N2 2_667 2_667 95.14(15) ?
N1 Ni1 N2 2_667 2_667 83.75(17) ?
N1 Ni1 N2 . 2_667 96.25(17) ?
O1 Ni1 N2 . . 95.14(15) ?
O1 Ni1 N2 2_667 . 84.86(15) ?
N1 Ni1 N2 2_667 . 96.25(17) ?
N1 Ni1 N2 . . 83.75(17) ?
N2 Ni1 N2 2_667 . 180.0(2) ?
O2 Ni2 O2 2_666 . 180.0000(10) ?
O2 Ni2 N4 2_666 . 91.57(15) ?
O2 Ni2 N4 . . 88.43(15) ?
O2 Ni2 N4 2_666 2_666 88.43(15) ?
O2 Ni2 N4 . 2_666 91.57(15) ?
N4 Ni2 N4 . 2_666 180.0000(10) ?
O2 Ni2 N3 2_666 . 90.50(15) ?
O2 Ni2 N3 . . 89.50(15) ?
N4 Ni2 N3 . . 83.51(16) ?
N4 Ni2 N3 2_666 . 96.49(16) ?
O2 Ni2 N3 2_666 2_666 89.50(15) ?
O2 Ni2 N3 . 2_666 90.50(15) ?
N4 Ni2 N3 . 2_666 96.49(16) ?
N4 Ni2 N3 2_666 2_666 83.51(16) ?
N3 Ni2 N3 . 2_666 180.0000(10) ?
C3 N1 C1 . . 111.2(5) ?
C3 N1 Ni1 . . 119.6(4) ?
C1 N1 Ni1 . . 105.4(3) ?
C3 N1 H1 . . 106.6 ?
C1 N1 H1 . . 106.6 ?
Ni1 N1 H1 . . 106.6 ?
C2 N2 C10 . . 113.5(5) ?
C2 N2 Ni1 . . 105.1(3) ?
C10 N2 Ni1 . . 117.4(3) ?
C2 N2 H2 . . 106.8 ?
C10 N2 H2 . . 106.8 ?
Ni1 N2 H2 . . 106.8 ?
C19 N3 C17 . . 114.1(5) ?
C19 N3 Ni2 . . 117.3(3) ?
C17 N3 Ni2 . . 105.8(3) ?
C19 N3 H3 . . 106.3 ?
C17 N3 H3 . . 106.3 ?
Ni2 N3 H3 . . 106.3 ?
C18 N4 C26 . . 108.8(5) ?
C18 N4 Ni2 . . 106.0(3) ?
C26 N4 Ni2 . . 117.2(3) ?
C18 N4 H4 . . 108.2 ?
C26 N4 H4 . . 108.2 ?
Ni2 N4 H4 . . 108.2 ?
C33 N5 C33' . . 57.9(12) ?
C33 N5 C34' . . 66.3(13) ?
C33' N5 C34' . . 123.1(14) ?
C33 N5 C34 . . 130.7(16) ?
C33' N5 C34 . . 72.8(14) ?
C34' N5 C34 . . 159.6(16) ?
C33 N5 C35' . . 168.7(17) ?
C33' N5 C35' . . 110.8(15) ?
C34' N5 C35' . . 124.7(16) ?
C33 N5 C35 . . 111.0(15) ?
C33' N5 C35 . . 167.6(15) ?
C34' N5 C35 . . 47.9(11) ?
C34 N5 C35 . . 118.2(14) ?
C35' N5 C35 . . 80.2(14) ?
Ni1 O1 H1C . . 110.9 ?
Ni1 O1 H1D . . 111.1 ?
H1C O1 H1D . . 109.1 ?
Ni2 O2 H2C . . 107.3 ?
Ni2 O2 H2D . . 109.3 ?
H2C O2 H2D . . 107.9 ?
C33' O3 C33 . . 62.6(13) ?
N1 C1 C2 . . 109.0(5) ?
N1 C1 H1A . . 109.9 ?
C2 C1 H1A . . 109.9 ?
N1 C1 H1B . . 109.9 ?
C2 C1 H1B . . 109.9 ?
H1A C1 H1B . . 108.3 ?
N2 C2 C1 . . 110.0(5) ?
N2 C2 H2A . . 109.7 ?
C1 C2 H2A . . 109.7 ?
N2 C2 H2B . . 109.7 ?
C1 C2 H2B . . 109.7 ?
H2A C2 H2B . . 108.2 ?
N1 C3 C4 . . 115.1(5) ?
N1 C3 H3A . . 108.5 ?
C4 C3 H3A . . 108.5 ?
N1 C3 H3B . . 108.5 ?
C4 C3 H3B . . 108.5 ?
H3A C3 H3B . . 107.5 ?
C5 C4 C9 . . 116.4(6) ?
C5 C4 C3 . . 121.3(6) ?
C9 C4 C3 . . 122.4(5) ?
C4 C5 C6 . . 121.7(7) ?
C4 C5 H5 . . 119.1 ?
C6 C5 H5 . . 119.1 ?
C7 C6 C5 . . 120.2(7) ?
C7 C6 H6 . . 119.9 ?
C5 C6 H6 . . 119.9 ?
C8 C7 C6 . . 120.2(7) ?
C8 C7 H7 . . 119.9 ?
C6 C7 H7 . . 119.9 ?
C7 C8 C9 . . 118.7(7) ?
C7 C8 H8 . . 120.6 ?
C9 C8 H8 . . 120.6 ?
C4 C9 C8 . . 122.8(6) ?
C4 C9 H9 . . 118.6 ?
C8 C9 H9 . . 118.6 ?
N2 C10 C11 . . 115.3(5) ?
N2 C10 H10A . . 108.4 ?
C11 C10 H10A . . 108.4 ?
N2 C10 H10B . . 108.4 ?
C11 C10 H10B . . 108.4 ?
H10A C10 H10B . . 107.5 ?
C16 C11 C12 . . 118.1(7) ?
C16 C11 C10 . . 121.7(7) ?
C12 C11 C10 . . 120.2(7) ?
C13 C12 C11 . . 123.6(8) ?
C13 C12 H12 . . 118.2 ?
C11 C12 H12 . . 118.2 ?
C14 C13 C12 . . 116.5(9) ?
C14 C13 H13 . . 121.8 ?
C12 C13 H13 . . 121.8 ?
C13 C14 C15 . . 123.2(9) ?
C13 C14 H14 . . 118.4 ?
C15 C14 H14 . . 118.4 ?
C14 C15 C16 . . 118.8(10) ?
C14 C15 H15 . . 120.6 ?
C16 C15 H15 . . 120.6 ?
C11 C16 C15 . . 119.7(9) ?
C11 C16 H16 . . 120.1 ?
C15 C16 H16 . . 120.1 ?
C18 C17 N3 . . 112.2(5) ?
C18 C17 H17A . . 109.2 ?
N3 C17 H17A . . 109.2 ?
C18 C17 H17B . . 109.2 ?
N3 C17 H17B . . 109.2 ?
H17A C17 H17B . . 107.9 ?
N4 C18 C17 . . 111.3(5) ?
N4 C18 H18A . . 109.4 ?
C17 C18 H18A . . 109.4 ?
N4 C18 H18B . . 109.4 ?
C17 C18 H18B . . 109.4 ?
H18A C18 H18B . . 108.0 ?
N3 C19 C20 . . 117.5(5) ?
N3 C19 H19A . . 107.9 ?
C20 C19 H19A . . 107.9 ?
N3 C19 H19B . . 107.9 ?
C20 C19 H19B . . 107.9 ?
H19A C19 H19B . . 107.2 ?
C25 C20 C21 . . 116.5(6) ?
C25 C20 C19 . . 120.1(6) ?
C21 C20 C19 . . 123.1(6) ?
C20 C21 C22 . . 122.0(7) ?
C20 C21 H21 . . 119.0 ?
C22 C21 H21 . . 119.0 ?
C23 C22 C21 . . 120.6(7) ?
C23 C22 H22 . . 119.7 ?
C21 C22 H22 . . 119.7 ?
C22 C23 C24 . . 119.0(7) ?
C22 C23 H23 . . 120.5 ?
C24 C23 H23 . . 120.5 ?
C23 C24 C25 . . 119.7(7) ?
C23 C24 H24 . . 120.2 ?
C25 C24 H24 . . 120.2 ?
C20 C25 C24 . . 122.1(7) ?
C20 C25 H25 . . 118.9 ?
C24 C25 H25 . . 118.9 ?
N4 C26 C27 . . 116.2(5) ?
N4 C26 H26A . . 108.2 ?
C27 C26 H26A . . 108.2 ?
N4 C26 H26B . . 108.2 ?
C27 C26 H26B . . 108.2 ?
H26A C26 H26B . . 107.4 ?
C32 C27 C28 . . 118.7(7) ?
C32 C27 C26 . . 120.4(8) ?
C28 C27 C26 . . 121.0(7) ?
C27 C28 C29 . . 119.0(9) ?
C27 C28 H28 . . 120.5 ?
C29 C28 H28 . . 120.5 ?
C30 C29 C28 . . 118.6(10) ?
C30 C29 H29 . . 120.7 ?
C28 C29 H29 . . 120.7 ?
C31 C30 C29 . . 123.5(8) ?
C31 C30 H30 . . 118.2 ?
C29 C30 H30 . . 118.2 ?
C30 C31 C32 . . 116.1(9) ?
C30 C31 H31 . . 121.9 ?
C32 C31 H31 . . 121.9 ?
C31 C32 C27 . . 123.9(9) ?
C31 C32 H32 . . 118.0 ?
C27 C32 H32 . . 118.0 ?
O3 C33 N5 . . 119.8(17) ?
O3 C33 H33 . . 120.1 ?
N5 C33 H33 . . 120.1 ?
N5 C34 H34A . . 109.5 ?
N5 C34 H34B . . 109.5 ?
N5 C34 H34C . . 109.5 ?
N5 C35 H35A . . 109.5 ?
N5 C35 H35B . . 109.5 ?
N5 C35 H35C . . 109.5 ?
O3 C33' N5 . . 119.7(17) ?
O3 C33' H33' . . 120.2 ?
N5 C33' H33' . . 120.2 ?
N5 C34' H34D . . 109.5 ?
N5 C34' H34E . . 109.5 ?
H34D C34' H34E . . 109.5 ?
N5 C34' H34F . . 109.5 ?
H34D C34' H34F . . 109.5 ?
H34E C34' H34F . . 109.5 ?
N5 C35' H35D . . 109.5 ?
N5 C35' H35E . . 109.5 ?
H35D C35' H35E . . 109.5 ?
N5 C35' H35F . . 109.5 ?
H35D C35' H35F . . 109.5 ?
H35E C35' H35F . . 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 O1 . 2.100(3) y
Ni1 N1 . 2.131(4) y
Ni1 N2 . 2.143(4) y
Ni2 O2 . 2.111(3) y
Ni2 N3 . 2.140(4) y
Ni2 N4 . 2.130(4) y
N1 C3 . 1.458(7) ?
N1 C1 . 1.499(7) ?
N1 H1 . 0.9100 ?
N2 C2 . 1.465(7) ?
N2 C10 . 1.469(7) ?
N2 H2 . 0.9100 ?
N3 C19 . 1.460(7) ?
N3 C17 . 1.482(7) ?
N3 H3 . 0.9100 ?
N4 C18 . 1.455(7) ?
N4 C26 . 1.467(7) ?
N4 H4 . 0.9100 ?
N5 C33 . 1.32(2) ?
N5 C33' . 1.34(2) ?
N5 C34' . 1.43(2) ?
N5 C34 . 1.44(2) ?
N5 C35' . 1.47(3) ?
N5 C35 . 1.48(2) ?
O1 H1C . 0.8500 ?
O1 H1D . 0.8500 ?
O2 H2C . 0.8500 ?
O2 H2D . 0.8500 ?
O3 C33' . 1.229(19) ?
O3 C33 . 1.25(2) ?
C1 C2 . 1.504(8) ?
C1 H1A . 0.9700 ?
C1 H1B . 0.9700 ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C3 C4 . 1.510(8) ?
C3 H3A . 0.9700 ?
C3 H3B . 0.9700 ?
C4 C5 . 1.372(9) ?
C4 C9 . 1.382(9) ?
C5 C6 . 1.380(10) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.363(10) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.360(10) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.384(9) ?
C8 H8 . 0.9300 ?
C9 H9 . 0.9300 ?
C10 C11 . 1.505(8) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 C16 . 1.375(11) ?
C11 C12 . 1.383(10) ?
C12 C13 . 1.381(11) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.350(13) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.377(13) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.405(12) ?
C15 H15 . 0.9300 ?
C16 H16 . 0.9300 ?
C17 C18 . 1.476(9) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
C19 C20 . 1.497(8) ?
C19 H19A . 0.9700 ?
C19 H19B . 0.9700 ?
C20 C25 . 1.371(9) ?
C20 C21 . 1.373(9) ?
C21 C22 . 1.379(9) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.359(11) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.372(11) ?
C23 H23 . 0.9300 ?
C24 C25 . 1.391(10) ?
C24 H24 . 0.9300 ?
C25 H25 . 0.9300 ?
C26 C27 . 1.490(9) ?
C26 H26A . 0.9700 ?
C26 H26B . 0.9700 ?
C27 C32 . 1.372(11) ?
C27 C28 . 1.374(11) ?
C28 C29 . 1.398(11) ?
C28 H28 . 0.9300 ?
C29 C30 . 1.380(13) ?
C29 H29 . 0.9300 ?
C30 C31 . 1.347(12) ?
C30 H30 . 0.9300 ?
C31 C32 . 1.367(10) ?
C31 H31 . 0.9300 ?
C32 H32 . 0.9300 ?
C33 H33 . 0.9300 ?
C34 H34A . 0.9600 ?
C34 H34B . 0.9600 ?
C34 H34C . 0.9600 ?
C35 H35A . 0.9600 ?
C35 H35B . 0.9600 ?
C35 H35C . 0.9600 ?
C33' H33' . 0.9300 ?
C34' H34D . 0.9600 ?
C34' H34E . 0.9600 ?
C34' H34F . 0.9600 ?
C35' H35D . 0.9600 ?
C35' H35E . 0.9600 ?
C35' H35F . 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
O1 H1C Cl2 . 0.85 2.26 3.055(4) 155
O1 H1D Cl1 2_666 0.85 2.24 3.078(4) 169
O2 H2C Cl1 2_666 0.85 2.24 3.071(4) 168
O2 H2D Cl2 . 0.85 2.19 3.041(4) 174
N1 H1 Cl1 1_556 0.91 2.54 3.444(4) 171
N2 H2 O3 2_667 0.91 2.20 3.102(8) 169
N3 H3 Cl1 . 0.91 2.55 3.400(4) 155
N4 H4 Cl2 2_666 0.91 2.54 3.428(5) 167
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
O1 Ni1 N1 C3 . . . . -44.8(4) ?
O1 Ni1 N1 C3 2_667 . . . 135.2(4) ?
N2 Ni1 N1 C3 2_667 . . . 40.2(4) ?
N2 Ni1 N1 C3 . . . . -139.8(4) ?
O1 Ni1 N1 C1 . . . . 81.3(3) ?
O1 Ni1 N1 C1 2_667 . . . -98.7(3) ?
N2 Ni1 N1 C1 2_667 . . . 166.2(3) ?
N2 Ni1 N1 C1 . . . . -13.8(3) ?
O1 Ni1 N2 C2 . . . . -106.3(3) ?
O1 Ni1 N2 C2 2_667 . . . 73.7(3) ?
N1 Ni1 N2 C2 2_667 . . . 164.2(3) ?
N1 Ni1 N2 C2 . . . . -15.8(3) ?
O1 Ni1 N2 C10 . . . . 20.8(4) ?
O1 Ni1 N2 C10 2_667 . . . -159.2(4) ?
N1 Ni1 N2 C10 2_667 . . . -68.6(4) ?
N1 Ni1 N2 C10 . . . . 111.4(4) ?
O2 Ni2 N3 C19 2_666 . . . 149.0(4) ?
O2 Ni2 N3 C19 . . . . -31.0(4) ?
N4 Ni2 N3 C19 . . . . -119.5(4) ?
N4 Ni2 N3 C19 2_666 . . . 60.5(4) ?
O2 Ni2 N3 C17 2_666 . . . -82.4(4) ?
O2 Ni2 N3 C17 . . . . 97.6(4) ?
N4 Ni2 N3 C17 . . . . 9.1(4) ?
N4 Ni2 N3 C17 2_666 . . . -170.9(4) ?
O2 Ni2 N4 C18 2_666 . . . 107.4(4) ?
O2 Ni2 N4 C18 . . . . -72.6(4) ?
N3 Ni2 N4 C18 . . . . 17.1(4) ?
N3 Ni2 N4 C18 2_666 . . . -162.9(4) ?
O2 Ni2 N4 C26 2_666 . . . -131.0(4) ?
O2 Ni2 N4 C26 . . . . 49.0(4) ?
N3 Ni2 N4 C26 . . . . 138.7(4) ?
N3 Ni2 N4 C26 2_666 . . . -41.3(4) ?
C3 N1 C1 C2 . . . . 172.3(5) ?
Ni1 N1 C1 C2 . . . . 41.3(5) ?
C10 N2 C2 C1 . . . . -85.9(6) ?
Ni1 N2 C2 C1 . . . . 43.6(5) ?
N1 C1 C2 N2 . . . . -59.5(6) ?
C1 N1 C3 C4 . . . . 55.2(7) ?
Ni1 N1 C3 C4 . . . . 178.4(4) ?
N1 C3 C4 C5 . . . . -133.1(7) ?
N1 C3 C4 C9 . . . . 48.3(9) ?
C9 C4 C5 C6 . . . . -0.4(11) ?
C3 C4 C5 C6 . . . . -179.1(7) ?
C4 C5 C6 C7 . . . . -1.3(13) ?
C5 C6 C7 C8 . . . . 1.7(13) ?
C6 C7 C8 C9 . . . . -0.3(12) ?
C5 C4 C9 C8 . . . . 1.9(10) ?
C3 C4 C9 C8 . . . . -179.4(6) ?
C7 C8 C9 C4 . . . . -1.5(11) ?
C2 N2 C10 C11 . . . . -53.8(7) ?
Ni1 N2 C10 C11 . . . . -176.8(5) ?
N2 C10 C11 C16 . . . . -69.1(9) ?
N2 C10 C11 C12 . . . . 109.3(7) ?
C16 C11 C12 C13 . . . . -0.1(12) ?
C10 C11 C12 C13 . . . . -178.5(7) ?
C11 C12 C13 C14 . . . . 0.6(13) ?
C12 C13 C14 C15 . . . . -1.8(15) ?
C13 C14 C15 C16 . . . . 2.5(16) ?
C12 C11 C16 C15 . . . . 0.7(12) ?
C10 C11 C16 C15 . . . . 179.2(7) ?
C14 C15 C16 C11 . . . . -1.9(14) ?
C19 N3 C17 C18 . . . . 95.7(6) ?
Ni2 N3 C17 C18 . . . . -34.8(6) ?
C26 N4 C18 C17 . . . . -168.3(5) ?
Ni2 N4 C18 C17 . . . . -41.5(6) ?
N3 C17 C18 N4 . . . . 53.6(7) ?
C17 N3 C19 C20 . . . . 66.8(7) ?
Ni2 N3 C19 C20 . . . . -168.6(4) ?
N3 C19 C20 C25 . . . . -143.9(7) ?
N3 C19 C20 C21 . . . . 41.4(10) ?
C25 C20 C21 C22 . . . . 1.4(11) ?
C19 C20 C21 C22 . . . . 176.3(7) ?
C20 C21 C22 C23 . . . . -0.2(13) ?
C21 C22 C23 C24 . . . . -1.8(13) ?
C22 C23 C24 C25 . . . . 2.5(13) ?
C21 C20 C25 C24 . . . . -0.7(11) ?
C19 C20 C25 C24 . . . . -175.7(7) ?
C23 C24 C25 C20 . . . . -1.2(13) ?
C18 N4 C26 C27 . . . . -63.0(8) ?
Ni2 N4 C26 C27 . . . . 176.8(5) ?
N4 C26 C27 C32 . . . . 112.1(9) ?
N4 C26 C27 C28 . . . . -68.1(11) ?
C32 C27 C28 C29 . . . . 3.7(14) ?
C26 C27 C28 C29 . . . . -176.1(8) ?
C27 C28 C29 C30 . . . . -3.1(15) ?
C28 C29 C30 C31 . . . . 0.7(16) ?
C29 C30 C31 C32 . . . . 1.1(16) ?
C30 C31 C32 C27 . . . . -0.5(15) ?
C28 C27 C32 C31 . . . . -1.9(15) ?
C26 C27 C32 C31 . . . . 177.8(8) ?
C33' O3 C33 N5 . . . . 1.8(17) ?
C33' N5 C33 O3 . . . . -1.7(16) ?
C34' N5 C33 O3 . . . . 166(2) ?
C34 N5 C33 O3 . . . . 0(3) ?
C35' N5 C33 O3 . . . . -3(10) ?
C35 N5 C33 O3 . . . . -175.5(17) ?
C33 O3 C33' N5 . . . . -1.8(17) ?
C33 N5 C33' O3 . . . . 1.7(17) ?
C34' N5 C33' O3 . . . . -11(3) ?
C34 N5 C33' O3 . . . . -177(2) ?
C35' N5 C33' O3 . . . . -179(2) ?
C35 N5 C33' O3 . . . . 30(8) ?
