#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/90/2229094.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_2229094
loop_
_publ_author_name
'Gao, Ge'
'Mao, Shu-Lin'
'Qian, Xiao-Min'
'Luo, Yang-Hui'
'Li, Jin-Feng'
_publ_section_title
;
 Bis[bis(2-ethyl-5-methyl-1H-imidazol-4-yl-κN³)methane](nitrato-κ²O,O')nickel(II)
 nitrate
;
_journal_coeditor_code           HY2393
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m212
_journal_paper_doi               10.1107/S1600536811001000
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Ni (N O3) (C13 H20 N4)2] N O3'
_chemical_formula_moiety         'C26 H40 N9 Ni O3 +, N O3 -'
_chemical_formula_sum            'C26 H40 N10 Ni O6'
_chemical_formula_weight         647.39
_chemical_name_systematic
;
Bis[bis(2-ethyl-5-methyl-1H-imidazol-4-yl-
κN³)methane](nitrato-κ²O,O')nickel(II) nitrate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.4700(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   37.163(3)
_cell_length_b                   9.4190(10)
_cell_length_c                   19.0191(18)
_cell_measurement_reflns_used    1945
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      18.00
_cell_measurement_theta_min      2.22
_cell_volume                     6446.2(11)
_computing_cell_refinement       'CrystalClear (Rigaku, 2005)'
_computing_data_collection       'CrystalClear (Rigaku, 2005)'
_computing_data_reduction        'CrystalClear (Rigaku, 2005)'
_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_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku SCXmini CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0765
_diffrn_reflns_av_sigmaI/netI    0.1079
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15927
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.22
_exptl_absorpt_coefficient_mu    0.656
_exptl_absorpt_correction_T_max  0.8275
_exptl_absorpt_correction_T_min  0.7794
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2005)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             2736
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.219
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         5688
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.1318
_refine_ls_R_factor_gt           0.0526
_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)+(0.0152P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.1018
_reflns_number_gt                2536
_reflns_number_total             5688
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hy2393.cif
_cod_data_source_block           I
_cod_original_cell_volume        6446.3(11)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2229094
_cod_database_fobs_code          2229094
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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 0.650545(16) 0.51105(6) 0.71506(3) 0.0569(2) Uani d . 1 . .
N N1 0.63927(12) 0.3681(4) 0.6308(2) 0.0650(11) Uani d . 1 B .
N N2 0.61323(12) 0.2495(4) 0.5326(2) 0.0771(13) Uani d . 1 B .
H H2 0.5964 0.2103 0.4990 0.092 Uiso calc R 1 . .
N N3 0.69444(9) 0.5929(4) 0.67886(17) 0.0563(10) Uani d . 1 . .
N N4 0.73519(11) 0.7267(4) 0.64743(19) 0.0677(11) Uani d . 1 . .
H H4 0.7479 0.8006 0.6427 0.081 Uiso calc R 1 . .
N N5 0.61253(10) 0.6598(4) 0.6652(2) 0.0630(11) Uani d . 1 . .
N N6 0.57373(13) 0.7919(5) 0.5875(2) 0.0904(14) Uani d . 1 . .
H H6 0.5633 0.8351 0.5479 0.109 Uiso calc R 1 . .
N N7 0.61273(10) 0.4337(4) 0.76797(17) 0.0634(11) Uani d . 1 D .
N N8 0.57560(12) 0.3043(5) 0.8130(2) 0.0856(13) Uani d . 1 D .
H H8 0.5658 0.2309 0.8276 0.103 Uiso calc R 1 . .
N N9 0.69820(13) 0.5096(6) 0.8410(3) 0.0883(14) Uani d . 1 . .
N N10 0.44513(16) 0.0136(12) 0.5796(5) 0.092(2) Uani d . 1 . .
O O1 0.67689(9) 0.6134(4) 0.82047(16) 0.0786(11) Uani d . 1 . .
O O2 0.69436(10) 0.4045(4) 0.79776(19) 0.0850(11) Uani d . 1 . .
O O3 0.72186(12) 0.5057(6) 0.8983(2) 0.157(2) Uani d . 1 . .
O O4 0.4328(3) -0.091(2) 0.6047(10) 0.133(7) Uani d P 0.63(3) A 1
O O5 0.4581(7) 0.121(3) 0.6057(16) 0.144(11) Uani d P 0.63(3) A 1
O O6 0.4473(7) -0.013(2) 0.5157(13) 0.110(5) Uani d P 0.63(3) A 1
O O4' 0.4538(12) 0.138(4) 0.5696(14) 0.103(10) Uani d P 0.37(3) A 2
O O5' 0.4400(13) -0.071(5) 0.535(3) 0.17(2) Uani d P 0.37(3) A 2
O O6' 0.4477(9) 0.001(3) 0.6470(15) 0.104(12) Uani d P 0.37(3) A 2
C C1 0.60730(16) 0.3215(5) 0.5906(3) 0.0677(14) Uani d . 1 . .
C C2 0.65083(16) 0.2499(5) 0.5368(3) 0.0678(15) Uani d . 1 . .
C C3 0.66668(14) 0.3228(5) 0.5976(3) 0.0605(13) Uani d . 1 B .
C C4 0.5691(12) 0.329(3) 0.604(2) 0.078(7) Uani d P 0.72(5) B 1
H H4A 0.5695 0.3937 0.6439 0.094 Uiso calc PR 0.72(5) B 1
H H4B 0.5622 0.2356 0.6183 0.094 Uiso calc PR 0.72(5) B 1
C C5 0.5402(5) 0.379(3) 0.5363(10) 0.112(7) Uani d P 0.72(5) B 1
H H5A 0.5453 0.4750 0.5257 0.167 Uiso calc PR 0.72(5) B 1
H H5B 0.5158 0.3730 0.5449 0.167 Uiso calc PR 0.72(5) B 1
H H5C 0.5412 0.3190 0.4960 0.167 Uiso calc PR 0.72(5) B 1
C C4' 0.569(3) 0.380(9) 0.592(6) 0.074(16) Uani d P 0.28(5) B 2
H H4'1 0.5662 0.4709 0.5673 0.089 Uiso calc PR 0.28(5) B 2
H H4'2 0.5691 0.3966 0.6420 0.089 Uiso calc PR 0.28(5) B 2
C C5' 0.5359(12) 0.286(8) 0.557(3) 0.105(17) Uani d P 0.28(5) B 2
H H5'1 0.5138 0.3433 0.5456 0.158 Uiso calc PR 0.28(5) B 2
H H5'2 0.5334 0.2125 0.5902 0.158 Uiso calc PR 0.28(5) B 2
H H5'3 0.5396 0.2448 0.5132 0.158 Uiso calc PR 0.28(5) B 2
C C6 0.66657(14) 0.1795(5) 0.4803(2) 0.0977(18) Uani d . 1 B .
H H6A 0.6832 0.2438 0.4650 0.147 Uiso calc R 1 . .
H H6B 0.6467 0.1540 0.4394 0.147 Uiso calc R 1 . .
H H6C 0.6799 0.0956 0.5005 0.147 Uiso calc R 1 . .
C C7 0.70839(13) 0.7219(5) 0.6826(2) 0.0598(13) Uani d . 1 . .
C C8 0.73922(13) 0.5930(5) 0.6197(2) 0.0623(13) Uani d . 1 . .
C C9 0.71433(12) 0.5125(5) 0.6403(2) 0.0542(11) Uani d . 1 B .
C C10 0.69670(13) 0.8465(5) 0.7201(2) 0.0781(15) Uani d . 1 . .
H H10A 0.6701 0.8399 0.7152 0.094 Uiso calc R 1 . .
H H10B 0.7088 0.8398 0.7715 0.094 Uiso calc R 1 . .
C C11 0.70486(15) 0.9881(5) 0.6940(3) 0.1082(19) Uani d . 1 . .
H H11A 0.7312 0.9984 0.7007 0.162 Uiso calc R 1 . .
H H11B 0.6959 1.0605 0.7209 0.162 Uiso calc R 1 . .
H H11C 0.6927 0.9973 0.6433 0.162 Uiso calc R 1 . .
C C12 0.76670(13) 0.5625(5) 0.5767(2) 0.0908(17) Uani d . 1 . .
H H12A 0.7908 0.5492 0.6089 0.136 Uiso calc R 1 . .
H H12B 0.7675 0.6407 0.5447 0.136 Uiso calc R 1 . .
H H12C 0.7595 0.4778 0.5486 0.136 Uiso calc R 1 . .
C C13 0.70651(12) 0.3557(4) 0.6293(2) 0.0649(13) Uani d . 1 . .
H H13A 0.7210 0.3184 0.5975 0.078 Uiso calc R 1 B .
H H13B 0.7146 0.3078 0.6757 0.078 Uiso calc R 1 . .
C C14 0.60378(16) 0.7086(6) 0.5977(3) 0.0754(16) Uani d . 1 C .
C C15 0.56248(15) 0.7971(6) 0.6504(3) 0.0794(16) Uani d . 1 . .
C C16 0.58627(14) 0.7145(5) 0.6974(3) 0.0638(14) Uani d . 1 D .
C C17 0.62176(18) 0.6744(7) 0.5375(3) 0.104(2) Uani d . 1 . .
H H17A 0.6398 0.5993 0.5538 0.125 Uiso calc PR 0.802(10) C 1
H H17B 0.6029 0.6381 0.4966 0.125 Uiso calc PR 0.802(10) C 1
H H17C 0.6399 0.6040 0.5607 0.125 Uiso d PR 0.198(10) C 2
H H17D 0.6362 0.7600 0.5375 0.125 Uiso d PR 0.198(10) C 2
C C18 0.6403(2) 0.7937(9) 0.5130(4) 0.124(4) Uani d P 0.802(10) C 1
H H18A 0.6222 0.8641 0.4914 0.185 Uiso calc PR 0.802(10) C 1
H H18B 0.6530 0.7613 0.4777 0.185 Uiso calc PR 0.802(10) C 1
H H18C 0.6580 0.8344 0.5536 0.185 Uiso calc PR 0.802(10) C 1
C C18' 0.6126(8) 0.638(4) 0.4591(18) 0.129(16) Uani d P 0.198(10) C 2
H H18D 0.6127 0.5370 0.4535 0.194 Uiso calc PR 0.198(10) C 2
H H18E 0.6307 0.6798 0.4372 0.194 Uiso calc PR 0.198(10) C 2
H H18F 0.5884 0.6746 0.4359 0.194 Uiso calc PR 0.198(10) C 2
C C19 0.52842(14) 0.8794(5) 0.6555(3) 0.111(2) Uani d . 1 . .
H H19A 0.5067 0.8344 0.6260 0.167 Uiso calc R 1 . .
H H19B 0.5301 0.9747 0.6387 0.167 Uiso calc R 1 . .
H H19C 0.5268 0.8814 0.7051 0.167 Uiso calc R 1 . .
C C20 0.60526(16) 0.3029(6) 0.7853(3) 0.0764(16) Uani d . 1 . .
C C21 0.56334(14) 0.4411(6) 0.8146(2) 0.0728(15) Uani d . 1 . .
C C22 0.58615(12) 0.5196(5) 0.7864(2) 0.0566(12) Uani d . 1 D .
C C23 0.6206(8) 0.169(3) 0.7596(15) 0.077(7) Uani d P 0.52(3) D 1
H H23A 0.6020 0.1286 0.7195 0.092 Uiso calc PR 0.52(3) D 1
H H23B 0.6422 0.1931 0.7420 0.092 Uiso calc PR 0.52(3) D 1
C C24 0.6315(6) 0.0605(18) 0.8191(14) 0.104(7) Uani d P 0.52(3) D 1
H H24A 0.6461 0.1052 0.8623 0.155 Uiso calc PR 0.52(3) D 1
H H24B 0.6458 -0.0132 0.8042 0.155 Uiso calc PR 0.52(3) D 1
H H24C 0.6095 0.0202 0.8289 0.155 Uiso calc PR 0.52(3) D 1
C C23' 0.6332(9) 0.181(4) 0.7946(13) 0.073(8) Uani d P 0.48(3) D 2
H H23C 0.6539 0.2053 0.7743 0.087 Uiso calc PR 0.48(3) D 2
H H23D 0.6426 0.1566 0.8454 0.087 Uiso calc PR 0.48(3) D 2
C C24' 0.6105(6) 0.060(2) 0.7527(18) 0.109(9) Uani d P 0.48(3) D 2
H H24D 0.5887 0.0448 0.7702 0.164 Uiso calc PR 0.48(3) D 2
H H24E 0.6252 -0.0253 0.7594 0.164 Uiso calc PR 0.48(3) D 2
H H24F 0.6032 0.0831 0.7020 0.164 Uiso calc PR 0.48(3) D 2
C C25 0.53078(13) 0.4778(5) 0.8438(2) 0.1056(19) Uani d . 1 D .
H H25A 0.5295 0.5790 0.8489 0.158 Uiso calc R 1 . .
H H25B 0.5335 0.4336 0.8903 0.158 Uiso calc R 1 . .
H H25C 0.5084 0.4445 0.8110 0.158 Uiso calc R 1 . .
C C26 0.58718(13) 0.6773(5) 0.7746(2) 0.0682(14) Uani d . 1 . .
H H26A 0.5661 0.7209 0.7875 0.082 Uiso calc R 1 D .
H H26B 0.6096 0.7159 0.8063 0.082 Uiso calc R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N5 Ni1 N1 . . 95.98(16) ?
N5 Ni1 N7 . . 89.56(15) ?
N1 Ni1 N7 . . 96.82(15) ?
N5 Ni1 N3 . . 95.79(14) ?
N1 Ni1 N3 . . 90.50(15) ?
N7 Ni1 N3 . . 170.46(14) ?
N5 Ni1 O2 . . 160.78(15) ?
N1 Ni1 O2 . . 103.24(15) ?
N7 Ni1 O2 . . 87.87(13) ?
N3 Ni1 O2 . . 84.48(13) ?
N5 Ni1 O1 . . 102.65(14) ?
N1 Ni1 O1 . . 161.30(15) ?
N7 Ni1 O1 . . 85.00(13) ?
N3 Ni1 O1 . . 86.12(13) ?
O2 Ni1 O1 . . 58.15(13) ?
C1 N1 C3 . . 106.9(4) ?
C1 N1 Ni1 . . 130.5(4) ?
C3 N1 Ni1 . . 121.6(4) ?
C1 N2 C2 . . 108.7(5) ?
C1 N2 H2 . . 125.7 ?
C2 N2 H2 . . 125.7 ?
C7 N3 C9 . . 106.1(4) ?
C7 N3 Ni1 . . 131.1(3) ?
C9 N3 Ni1 . . 122.7(3) ?
C7 N4 C8 . . 109.0(4) ?
C7 N4 H4 . . 125.5 ?
C8 N4 H4 . . 125.5 ?
C14 N5 C16 . . 105.8(4) ?
C14 N5 Ni1 . . 131.3(4) ?
C16 N5 Ni1 . . 122.3(3) ?
C14 N6 C15 . . 108.8(5) ?
C14 N6 H6 . . 125.6 ?
C15 N6 H6 . . 125.6 ?
C20 N7 C22 . . 105.8(4) ?
C20 N7 Ni1 . . 131.6(4) ?
C22 N7 Ni1 . . 122.3(3) ?
C20 N8 C21 . . 109.2(4) ?
C20 N8 H8 . . 125.4 ?
C21 N8 H8 . . 125.4 ?
O3 N9 O1 . . 124.0(6) ?
O3 N9 O2 . . 119.7(6) ?
O1 N9 O2 . . 116.4(5) ?
O5' N10 O5 . . 152(3) ?
O5' N10 O4 . . 74(3) ?
O5 N10 O4 . . 132.6(17) ?
O5' N10 O4' . . 123(3) ?
O4 N10 O4' . . 161.5(19) ?
O5 N10 O6 . . 117.3(19) ?
O4 N10 O6 . . 109.5(16) ?
O4' N10 O6 . . 87.6(19) ?
O5' N10 O6' . . 130(3) ?
O5 N10 O6' . . 74.5(16) ?
O4 N10 O6' . . 58.4(13) ?
O4' N10 O6' . . 107(2) ?
O6 N10 O6' . . 161.7(15) ?
N9 O1 Ni1 . . 92.5(3) ?
N9 O2 Ni1 . . 92.9(3) ?
N1 C1 N2 . . 109.4(5) ?
N1 C1 C4 . . 129.6(18) ?
N2 C1 C4 . . 120.8(18) ?
N1 C1 C4' . . 125(5) ?
N2 C1 C4' . . 122(5) ?
C3 C2 N2 . . 105.6(4) ?
C3 C2 C6 . . 132.4(5) ?
N2 C2 C6 . . 121.9(5) ?
C2 C3 N1 . . 109.4(4) ?
C2 C3 C13 . . 129.2(5) ?
N1 C3 C13 . . 121.4(5) ?
C1 C4 C5 . . 111(3) ?
C1 C4 H4A . . 109.4 ?
C5 C4 H4A . . 109.4 ?
C1 C4 H4B . . 109.4 ?
C5 C4 H4B . . 109.4 ?
H4A C4 H4B . . 108.0 ?
C1 C4' C5' . . 116(7) ?
C1 C4' H4'1 . . 107.0 ?
C5' C4' H4'1 . . 109.0 ?
C1 C4' H4'2 . . 108.2 ?
C5' C4' H4'2 . . 108.2 ?
H4'1 C4' H4'2 . . 107.4 ?
C4' C5' H5'1 . . 109.5 ?
C4' C5' H5'2 . . 109.5 ?
H5'1 C5' H5'2 . . 109.5 ?
C4' C5' H5'3 . . 109.5 ?
H5'1 C5' H5'3 . . 109.5 ?
H5'2 C5' H5'3 . . 109.5 ?
C2 C6 H6A . . 109.5 ?
C2 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C2 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N3 C7 N4 . . 109.7(4) ?
N3 C7 C10 . . 126.4(5) ?
N4 C7 C10 . . 123.8(5) ?
C9 C8 N4 . . 104.9(4) ?
C9 C8 C12 . . 132.5(5) ?
N4 C8 C12 . . 122.6(5) ?
C8 C9 N3 . . 110.2(4) ?
C8 C9 C13 . . 129.9(4) ?
N3 C9 C13 . . 119.8(4) ?
C11 C10 C7 . . 116.0(4) ?
C11 C10 H10A . . 108.3 ?
C7 C10 H10A . . 108.3 ?
C11 C10 H10B . . 108.3 ?
C7 C10 H10B . . 108.3 ?
H10A C10 H10B . . 107.4 ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C8 C12 H12A . . 109.5 ?
C8 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C8 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C3 C13 C9 . . 113.4(4) ?
C3 C13 H13A . . 108.9 ?
C9 C13 H13A . . 108.9 ?
C3 C13 H13B . . 108.9 ?
C9 C13 H13B . . 108.9 ?
H13A C13 H13B . . 107.7 ?
N5 C14 N6 . . 109.7(5) ?
N5 C14 C17 . . 128.1(5) ?
N6 C14 C17 . . 122.1(5) ?
C16 C15 N6 . . 105.6(5) ?
C16 C15 C19 . . 132.9(6) ?
N6 C15 C19 . . 121.5(5) ?
C15 C16 N5 . . 110.1(4) ?
C15 C16 C26 . . 129.7(5) ?
N5 C16 C26 . . 120.2(4) ?
C18 C17 C18' . . 82.1(12) ?
C18 C17 C14 . . 114.6(6) ?
C18' C17 C14 . . 141.5(13) ?
C18 C17 H17A . . 108.6 ?
C18' C17 H17A . . 96.9 ?
C14 C17 H17A . . 108.6 ?
C18 C17 H17B . . 108.6 ?
C14 C17 H17B . . 108.6 ?
H17A C17 H17B . . 107.6 ?
C18 C17 H17C . . 110.0 ?
C18' C17 H17C . . 105.0 ?
C14 C17 H17C . . 101.1 ?
H17B C17 H17C . . 113.9 ?
C18' C17 H17D . . 100.3 ?
C14 C17 H17D . . 100.1 ?
H17A C17 H17D . . 105.5 ?
H17B C17 H17D . . 125.6 ?
H17C C17 H17D . . 104.2 ?
C17 C18 H18A . . 109.5 ?
H17D C18 H18A . . 113.7 ?
C17 C18 H18B . . 109.5 ?
H17D C18 H18B . . 128.6 ?
C17 C18 H18C . . 109.5 ?
H17D C18 H18C . . 81.0 ?
C17 C18' H18D . . 109.5 ?
C17 C18' H18E . . 109.5 ?
H18D C18' H18E . . 109.5 ?
C17 C18' H18F . . 109.5 ?
H18D C18' H18F . . 109.5 ?
H18E C18' H18F . . 109.5 ?
C15 C19 H19A . . 109.5 ?
C15 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C15 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
N7 C20 N8 . . 109.6(5) ?
N7 C20 C23 . . 125.1(13) ?
N8 C20 C23 . . 123.4(13) ?
N7 C20 C23' . . 123.4(15) ?
N8 C20 C23' . . 124.4(14) ?
C22 C21 N8 . . 105.4(4) ?
C22 C21 C25 . . 132.6(5) ?
N8 C21 C25 . . 122.1(5) ?
C21 C22 N7 . . 110.0(4) ?
C21 C22 C26 . . 130.6(4) ?
N7 C22 C26 . . 119.4(4) ?
C24 C23 C20 . . 112(2) ?
C24 C23 H23A . . 109.2 ?
C20 C23 H23A . . 109.2 ?
C24 C23 H23B . . 109.2 ?
C20 C23 H23B . . 109.2 ?
H23A C23 H23B . . 107.9 ?
C24' C23' C20 . . 103(2) ?
C24' C23' H23C . . 111.1 ?
C20 C23' H23C . . 111.1 ?
C24' C23' H23D . . 111.1 ?
C20 C23' H23D . . 111.1 ?
H23C C23' H23D . . 109.0 ?
C23' C24' H24D . . 109.5 ?
C23' C24' H24E . . 109.5 ?
H24D C24' H24E . . 109.5 ?
C23' C24' H24F . . 109.5 ?
H24D C24' H24F . . 109.5 ?
H24E C24' H24F . . 109.5 ?
C21 C25 H25A . . 109.5 ?
C21 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C21 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C16 C26 C22 . . 112.5(4) ?
C16 C26 H26A . . 109.1 ?
C22 C26 H26A . . 109.1 ?
C16 C26 H26B . . 109.1 ?
C22 C26 H26B . . 109.1 ?
H26A C26 H26B . . 107.8 ?
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 N5 . 2.046(4) ?
Ni1 N1 . 2.055(4) ?
Ni1 N7 . 2.055(3) ?
Ni1 N3 . 2.071(3) ?
Ni1 O2 . 2.203(3) ?
Ni1 O1 . 2.219(3) ?
N1 C1 . 1.317(5) ?
N1 C3 . 1.393(5) ?
N2 C1 . 1.359(5) ?
N2 C2 . 1.380(5) ?
N2 H2 . 0.8600 ?
N3 C7 . 1.316(5) ?
N3 C9 . 1.389(4) ?
N4 C7 . 1.332(5) ?
N4 C8 . 1.387(5) ?
N4 H4 . 0.8600 ?
N5 C14 . 1.326(5) ?
N5 C16 . 1.376(5) ?
N6 C14 . 1.339(5) ?
N6 C15 . 1.362(5) ?
N6 H6 . 0.8600 ?
N7 C20 . 1.323(5) ?
N7 C22 . 1.388(5) ?
N8 C20 . 1.335(5) ?
N8 C21 . 1.370(5) ?
N8 H8 . 0.8600 ?
N9 O3 . 1.218(5) ?
N9 O1 . 1.257(5) ?
N9 O2 . 1.272(5) ?
N10 O5' . 1.14(5) ?
N10 O5 . 1.17(3) ?
N10 O4 . 1.230(16) ?
N10 O4' . 1.25(5) ?
N10 O6 . 1.26(3) ?
N10 O6' . 1.27(2) ?
C1 C4 . 1.51(4) ?
C1 C4' . 1.52(11) ?
C2 C3 . 1.348(6) ?
C2 C6 . 1.499(5) ?
C3 C13 . 1.485(5) ?
C4 C5 . 1.53(6) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 H5A . 0.9600 ?
C5 H5B . 0.9600 ?
C5 H5C . 0.9600 ?
C4' C5' . 1.53(15) ?
C4' H4'1 . 0.9700 ?
C4' H4'2 . 0.9700 ?
C5' H5'1 . 0.9600 ?
C5' H5'2 . 0.9600 ?
C5' H5'3 . 0.9600 ?
C6 H6A . 0.9600 ?
C6 H6B . 0.9600 ?
C6 H6C . 0.9600 ?
C7 C10 . 1.493(5) ?
C8 C9 . 1.328(5) ?
C8 C12 . 1.488(5) ?
C9 C13 . 1.510(5) ?
C10 C11 . 1.482(5) ?
C10 H10A . 0.9700 ?
C10 H10B . 0.9700 ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 C17 . 1.497(6) ?
C15 C16 . 1.339(6) ?
C15 C19 . 1.508(6) ?
C16 C26 . 1.500(5) ?
C17 C18 . 1.455(8) ?
C17 C18' . 1.48(3) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C17 H17C . 0.9700 ?
C17 H17D . 0.9700 ?
C18 H17D . 0.6134 ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
C18' H18D . 0.9600 ?
C18' H18E . 0.9600 ?
C18' H18F . 0.9600 ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
C20 C23 . 1.51(3) ?
C20 C23' . 1.53(3) ?
C21 C22 . 1.333(6) ?
C21 C25 . 1.493(5) ?
C22 C26 . 1.504(5) ?
C23 C24 . 1.50(5) ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
C24 H24A . 0.9600 ?
C24 H24B . 0.9600 ?
C24 H24C . 0.9600 ?
C23' C24' . 1.52(5) ?
C23' H23C . 0.9700 ?
C23' H23D . 0.9700 ?
C24' H24D . 0.9600 ?
C24' H24E . 0.9600 ?
C24' H24F . 0.9600 ?
C25 H25A . 0.9600 ?
C25 H25B . 0.9600 ?
C25 H25C . 0.9600 ?
C26 H26A . 0.9700 ?
C26 H26B . 0.9700 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H2 O4 5_656 0.86 2.29 3.12(2) 162 y
N2 H2 O5' 5_656 0.86 1.88 2.67(5) 152 y
N4 H4 O2 4_656 0.86 2.37 3.063(5) 138 y
N6 H6 O6 5_666 0.86 2.05 2.83(2) 152 y
N6 H6 O4' 5_666 0.86 2.18 2.98(3) 155 y
N8 H8 O5 2_656 0.86 2.01 2.81(3) 155 y
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
N5 Ni1 N1 C1 . . . . -45.8(5) ?
N7 Ni1 N1 C1 . . . . 44.4(5) ?
N3 Ni1 N1 C1 . . . . -141.7(4) ?
O2 Ni1 N1 C1 . . . . 133.8(4) ?
O1 Ni1 N1 C1 . . . . 139.0(5) ?
N5 Ni1 N1 C3 . . . . 121.6(3) ?
N7 Ni1 N1 C3 . . . . -148.2(3) ?
N3 Ni1 N1 C3 . . . . 25.7(3) ?
O2 Ni1 N1 C3 . . . . -58.7(3) ?
O1 Ni1 N1 C3 . . . . -53.6(6) ?
N5 Ni1 N3 C7 . . . . 52.5(4) ?
N1 Ni1 N3 C7 . . . . 148.5(4) ?
O2 Ni1 N3 C7 . . . . -108.2(4) ?
O1 Ni1 N3 C7 . . . . -49.9(4) ?
N5 Ni1 N3 C9 . . . . -124.2(3) ?
N1 Ni1 N3 C9 . . . . -28.1(3) ?
O2 Ni1 N3 C9 . . . . 75.1(3) ?
O1 Ni1 N3 C9 . . . . 133.5(3) ?
N1 Ni1 N5 C14 . . . . -42.6(5) ?
N7 Ni1 N5 C14 . . . . -139.4(4) ?
N3 Ni1 N5 C14 . . . . 48.6(5) ?
O2 Ni1 N5 C14 . . . . 138.4(5) ?
O1 Ni1 N5 C14 . . . . 135.9(4) ?
N1 Ni1 N5 C16 . . . . 127.2(4) ?
N7 Ni1 N5 C16 . . . . 30.4(4) ?
N3 Ni1 N5 C16 . . . . -141.7(3) ?
O2 Ni1 N5 C16 . . . . -51.8(6) ?
O1 Ni1 N5 C16 . . . . -54.4(4) ?
N5 Ni1 N7 C20 . . . . 142.7(5) ?
N1 Ni1 N7 C20 . . . . 46.7(5) ?
O2 Ni1 N7 C20 . . . . -56.4(5) ?
O1 Ni1 N7 C20 . . . . -114.6(5) ?
N5 Ni1 N7 C22 . . . . -30.3(3) ?
N1 Ni1 N7 C22 . . . . -126.2(3) ?
O2 Ni1 N7 C22 . . . . 130.7(3) ?
O1 Ni1 N7 C22 . . . . 72.5(3) ?
O3 N9 O1 Ni1 . . . . 177.4(5) ?
O2 N9 O1 Ni1 . . . . -2.0(5) ?
N5 Ni1 O1 N9 . . . . -179.8(3) ?
N1 Ni1 O1 N9 . . . . -4.7(6) ?
N7 Ni1 O1 N9 . . . . 91.8(3) ?
N3 Ni1 O1 N9 . . . . -84.7(3) ?
O2 Ni1 O1 N9 . . . . 1.2(3) ?
O3 N9 O2 Ni1 . . . . -177.4(4) ?
O1 N9 O2 Ni1 . . . . 2.0(5) ?
N5 Ni1 O2 N9 . . . . -4.1(6) ?
N1 Ni1 O2 N9 . . . . 176.9(3) ?
N7 Ni1 O2 N9 . . . . -86.6(3) ?
N3 Ni1 O2 N9 . . . . 87.7(3) ?
O1 Ni1 O2 N9 . . . . -1.2(3) ?
C3 N1 C1 N2 . . . . -0.6(5) ?
Ni1 N1 C1 N2 . . . . 168.2(3) ?
C3 N1 C1 C4 . . . . 174.2(16) ?
Ni1 N1 C1 C4 . . . . -17.0(17) ?
C3 N1 C1 C4' . . . . -161(3) ?
Ni1 N1 C1 C4' . . . . 8(3) ?
C2 N2 C1 N1 . . . . 0.4(6) ?
C2 N2 C1 C4 . . . . -174.9(15) ?
C2 N2 C1 C4' . . . . 161(3) ?
C1 N2 C2 C3 . . . . -0.1(5) ?
C1 N2 C2 C6 . . . . -179.7(4) ?
N2 C2 C3 N1 . . . . -0.3(5) ?
C6 C2 C3 N1 . . . . 179.2(5) ?
N2 C2 C3 C13 . . . . 179.5(4) ?
C6 C2 C3 C13 . . . . -0.9(9) ?
C1 N1 C3 C2 . . . . 0.6(5) ?
Ni1 N1 C3 C2 . . . . -169.4(3) ?
C1 N1 C3 C13 . . . . -179.3(4) ?
Ni1 N1 C3 C13 . . . . 10.7(6) ?
N1 C1 C4 C5 . . . . 134(2) ?
N2 C1 C4 C5 . . . . -52(3) ?
C4' C1 C4 C5 . . . . 48(17) ?
N1 C1 C4' C5' . . . . -164(5) ?
N2 C1 C4' C5' . . . . 38(7) ?
C4 C1 C4' C5' . . . . -54(15) ?
C9 N3 C7 N4 . . . . 1.2(5) ?
Ni1 N3 C7 N4 . . . . -175.9(3) ?
C9 N3 C7 C10 . . . . -178.7(4) ?
Ni1 N3 C7 C10 . . . . 4.2(7) ?
C8 N4 C7 N3 . . . . -0.6(5) ?
C8 N4 C7 C10 . . . . 179.3(4) ?
C7 N4 C8 C9 . . . . -0.4(5) ?
C7 N4 C8 C12 . . . . 179.3(4) ?
N4 C8 C9 N3 . . . . 1.1(5) ?
C12 C8 C9 N3 . . . . -178.5(4) ?
N4 C8 C9 C13 . . . . -177.1(4) ?
C12 C8 C9 C13 . . . . 3.2(8) ?
C7 N3 C9 C8 . . . . -1.5(5) ?
Ni1 N3 C9 C8 . . . . 175.9(3) ?
C7 N3 C9 C13 . . . . 177.0(4) ?
Ni1 N3 C9 C13 . . . . -5.6(5) ?
N3 C7 C10 C11 . . . . -156.6(5) ?
N4 C7 C10 C11 . . . . 23.5(7) ?
C2 C3 C13 C9 . . . . 123.6(5) ?
N1 C3 C13 C9 . . . . -56.5(6) ?
C8 C9 C13 C3 . . . . -128.8(5) ?
N3 C9 C13 C3 . . . . 53.1(5) ?
C16 N5 C14 N6 . . . . 0.8(6) ?
Ni1 N5 C14 N6 . . . . 171.8(3) ?
C16 N5 C14 C17 . . . . -175.7(6) ?
Ni1 N5 C14 C17 . . . . -4.7(9) ?
C15 N6 C14 N5 . . . . -0.2(6) ?
C15 N6 C14 C17 . . . . 176.6(5) ?
C14 N6 C15 C16 . . . . -0.5(6) ?
C14 N6 C15 C19 . . . . -178.1(5) ?
N6 C15 C16 N5 . . . . 1.0(6) ?
C19 C15 C16 N5 . . . . 178.2(5) ?
N6 C15 C16 C26 . . . . -178.5(5) ?
C19 C15 C16 C26 . . . . -1.3(10) ?
C14 N5 C16 C15 . . . . -1.1(6) ?
Ni1 N5 C16 C15 . . . . -173.2(3) ?
C14 N5 C16 C26 . . . . 178.4(4) ?
Ni1 N5 C16 C26 . . . . 6.4(6) ?
N5 C14 C17 C18 . . . . -114.8(6) ?
N6 C14 C17 C18 . . . . 69.0(8) ?
N5 C14 C17 C18' . . . . 136(2) ?
N6 C14 C17 C18' . . . . -41(2) ?
C22 N7 C20 N8 . . . . 0.2(5) ?
Ni1 N7 C20 N8 . . . . -173.6(3) ?
C22 N7 C20 C23 . . . . 164.8(13) ?
Ni1 N7 C20 C23 . . . . -9.0(15) ?
C22 N7 C20 C23' . . . . -162.1(12) ?
Ni1 N7 C20 C23' . . . . 24.1(14) ?
C21 N8 C20 N7 . . . . -0.6(6) ?
C21 N8 C20 C23 . . . . -165.5(13) ?
C21 N8 C20 C23' . . . . 161.5(14) ?
C20 N8 C21 C22 . . . . 0.7(6) ?
C20 N8 C21 C25 . . . . -179.0(4) ?
N8 C21 C22 N7 . . . . -0.6(5) ?
C25 C21 C22 N7 . . . . 179.1(5) ?
N8 C21 C22 C26 . . . . -179.2(4) ?
C25 C21 C22 C26 . . . . 0.5(9) ?
C20 N7 C22 C21 . . . . 0.2(5) ?
Ni1 N7 C22 C21 . . . . 174.8(3) ?
C20 N7 C22 C26 . . . . 179.0(4) ?
Ni1 N7 C22 C26 . . . . -6.4(5) ?
N7 C20 C23 C24 . . . . 138.9(17) ?
N8 C20 C23 C24 . . . . -59(3) ?
C23' C20 C23 C24 . . . . 43(4) ?
N7 C20 C23' C24' . . . . -134.0(15) ?
N8 C20 C23' C24' . . . . 66(2) ?
C23 C20 C23' C24' . . . . -31(4) ?
C15 C16 C26 C22 . . . . 123.5(6) ?
N5 C16 C26 C22 . . . . -55.9(6) ?
C21 C22 C26 C16 . . . . -125.9(5) ?
N7 C22 C26 C16 . . . . 55.6(5) ?
