#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:26:53 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180299 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/13/7151332.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_7151332
loop_
_publ_author_name
'Tillmann Köpke'
'Maren Pink'
'Jeffrey M. Zaleski'
_publ_section_title
;
 Photochemical preparation of pyrrole ring-contracted chlorins by the
 Wolff rearrangement
;
_journal_issue                   22
_journal_name_full               'Organic &  Biomolecular Chemistry'
_journal_page_first              4059
_journal_paper_doi               10.1039/b612776m
_journal_volume                  4
_journal_year                    2006
_chemical_formula_moiety         'C45 H30 N4 Ni O2'
_chemical_formula_sum            'C45 H30 N4 Ni O2'
_chemical_formula_weight         717.44
_chemical_name_systematic
;
?
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.0768(12)
_cell_length_b                   14.1377(10)
_cell_length_c                   27.7514(19)
_cell_measurement_reflns_used    6982
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.4
_cell_volume                     6699.9(8)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2003), XTEL (loc. libr.)'
_computing_publication_material  'SHELXTL (Bruker, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-92 (Altomare, 1993)'
_diffrn_ambient_temperature      130(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 44.52
_diffrn_detector_type            'Bruker SMART 6000'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
'0.30 degree frames measured for 20 seconds each'
_diffrn_measurement_device       'three-circle goniometer with fixed chi'
_diffrn_measurement_device_type  'Bruker Platform goniometer'
_diffrn_measurement_method       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  0.0526
_diffrn_reflns_av_sigmaI/netI    0.0219
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            78224
_diffrn_reflns_theta_full        25.09
_diffrn_reflns_theta_max         25.09
_diffrn_reflns_theta_min         2.01
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_time  808
_diffrn_standards_number         155
_exptl_absorpt_coefficient_mu    0.627
_exptl_absorpt_correction_T_max  0.8955
_exptl_absorpt_correction_T_min  0.8590
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, R. Blessing; 1995'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2976
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.229
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     500
_refine_ls_number_reflns         5956
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.229
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0440
_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)+(0.0201P)²+11.4624P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1026
_refine_ls_wR_factor_ref         0.1073
_reflns_number_gt                5104
_reflns_number_total             5956
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b612776m.txt
_cod_data_source_block           05139
_cod_original_sg_symbol_H-M      Pbcn
_cod_database_code               7151332
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, 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 0.37986(2) 0.20242(3) 0.702908(12) 0.02510(11) Uani 1 1 d . . .
N1 N 0.37071(13) 0.33102(18) 0.67929(8) 0.0265(5) Uani 1 1 d . . .
N2 N 0.36091(13) 0.15109(17) 0.64072(8) 0.0263(5) Uani 1 1 d . . .
N3 N 0.38725(13) 0.07835(17) 0.73252(8) 0.0254(5) Uani 1 1 d . . .
N4 N 0.39901(14) 0.25260(18) 0.76241(8) 0.0278(5) Uani 1 1 d . . .
C1 C 0.37018(16) 0.4151(2) 0.70495(10) 0.0278(6) Uani 1 1 d . . .
C2 C 0.36187(17) 0.4933(2) 0.67314(11) 0.0321(7) Uani 1 1 d . . .
H2 H 0.3590 0.5580 0.6821 0.040(9) Uiso 1 1 calc R . .
C3 C 0.35884(17) 0.4588(2) 0.62792(11) 0.0307(7) Uani 1 1 d . . .
H3 H 0.3543 0.4949 0.5992 0.035(9) Uiso 1 1 calc R . .
C4 C 0.36368(16) 0.3587(2) 0.63108(10) 0.0275(6) Uani 1 1 d . . .
C5 C 0.35535(16) 0.2968(2) 0.59278(10) 0.0287(6) Uani 1 1 d . . .
C6 C 0.34935(17) 0.1990(2) 0.59793(10) 0.0281(6) Uani 1 1 d . . .
C7 C 0.33300(18) 0.1343(2) 0.56006(10) 0.0316(7) Uani 1 1 d . . .
H7 H 0.3223 0.1499 0.5274 0.028(8) Uiso 1 1 calc R . .
C8 C 0.33554(17) 0.0460(2) 0.57912(10) 0.0308(7) Uani 1 1 d . . .
H8 H 0.3258 -0.0117 0.5627 0.030(8) Uiso 1 1 calc R . .
C9 C 0.35571(16) 0.0569(2) 0.62877(10) 0.0269(6) Uani 1 1 d . . .
C10 C 0.37228(16) -0.0196(2) 0.65950(10) 0.0278(6) Uani 1 1 d . . .
C11 C 0.38631(16) -0.0076(2) 0.70824(10) 0.0271(6) Uani 1 1 d . . .
C12 C 0.40127(17) -0.0837(2) 0.74112(11) 0.0323(7) Uani 1 1 d . . .
H12 H 0.4047 -0.1490 0.7334 0.046(10) Uiso 1 1 calc R . .
C13 C 0.40958(18) -0.0449(2) 0.78491(11) 0.0321(7) Uani 1 1 d . . .
H13 H 0.4196 -0.0780 0.8141 0.037(9) Uiso 1 1 calc R . .
C14 C 0.40068(16) 0.0544(2) 0.77992(10) 0.0273(6) Uani 1 1 d . . .
C15 C 0.40733(16) 0.1198(2) 0.81876(10) 0.0280(6) Uani 1 1 d . . .
C16 C 0.40912(17) 0.2139(2) 0.80737(10) 0.0292(7) Uani 1 1 d . . .
C17 C 0.41455(18) 0.3112(2) 0.83148(10) 0.0318(7) Uani 1 1 d . . .
H17 H 0.4690 0.3272 0.8419 0.038(9) Uiso 1 1 calc R . .
C18 C 0.39723(17) 0.3430(2) 0.78010(10) 0.0297(7) Uani 1 1 d . . .
C19 C 0.38081(16) 0.4235(2) 0.75544(10) 0.0276(6) Uani 1 1 d . . .
O20 O 0.38981(13) 0.34352(17) 0.91247(7) 0.0391(5) Uani 1 1 d . . .
O21 O 0.28523(13) 0.33583(19) 0.86377(8) 0.0460(6) Uani 1 1 d . . .
C20 C 0.35446(18) 0.3320(2) 0.86986(11) 0.0329(7) Uani 1 1 d . . .
C21 C 0.3385(2) 0.3507(3) 0.95384(12) 0.0502(10) Uani 1 1 d . . .
H21A H 0.3687 0.3398 0.9834 0.097(17) Uiso 1 1 calc R . .
H21B H 0.2969 0.3032 0.9513 0.087(16) Uiso 1 1 calc R . .
H21C H 0.3152 0.4140 0.9549 0.071(14) Uiso 1 1 calc R . .
C22 C 0.35298(18) 0.3364(2) 0.54283(10) 0.0313(7) Uani 1 1 d . . .
C23 C 0.4215(2) 0.3730(3) 0.52251(12) 0.0422(8) Uani 1 1 d . . .
H23 H 0.4683 0.3759 0.5410 0.041(10) Uiso 1 1 calc R . .
C24 C 0.4213(2) 0.4052(3) 0.47498(13) 0.0527(10) Uani 1 1 d . . .
H24 H 0.4679 0.4299 0.4611 0.044(10) Uiso 1 1 calc R . .
C25 C 0.3534(3) 0.4013(3) 0.44807(12) 0.0535(11) Uani 1 1 d . . .
H25 H 0.3537 0.4223 0.4155 0.070(13) Uiso 1 1 calc R . .
C26 C 0.2852(3) 0.3672(2) 0.46816(12) 0.0480(9) Uani 1 1 d . . .
H26 H 0.2385 0.3654 0.4496 0.054(11) Uiso 1 1 calc R . .
C27 C 0.2845(2) 0.3356(2) 0.51546(11) 0.0388(8) Uani 1 1 d . . .
H27 H 0.2371 0.3132 0.5293 0.036(9) Uiso 1 1 calc R . .
C28 C 0.37979(16) -0.1143(2) 0.63700(10) 0.0264(6) Uani 1 1 d . . .
C29 C 0.43968(17) -0.1301(2) 0.60378(10) 0.0299(7) Uani 1 1 d . . .
H29 H 0.4753 -0.0806 0.5964 0.034(9) Uiso 1 1 calc R . .
C30 C 0.44792(19) -0.2171(2) 0.58140(11) 0.0341(7) Uani 1 1 d . . .
H30 H 0.4891 -0.2269 0.5589 0.048(10) Uiso 1 1 calc R . .
C31 C 0.39669(19) -0.2891(2) 0.59168(11) 0.0354(7) Uani 1 1 d . . .
H31 H 0.4018 -0.3483 0.5759 0.032(8) Uiso 1 1 calc R . .
C32 C 0.33740(18) -0.2755(2) 0.62514(12) 0.0374(8) Uani 1 1 d . . .
H32 H 0.3024 -0.3256 0.6325 0.040(9) Uiso 1 1 calc R . .
C33 C 0.32916(17) -0.1889(2) 0.64789(11) 0.0320(7) Uani 1 1 d . . .
H33 H 0.2888 -0.1802 0.6710 0.033(9) Uiso 1 1 calc R . .
C34 C 0.40985(17) 0.0880(2) 0.86963(10) 0.0304(7) Uani 1 1 d . . .
C35 C 0.36199(18) 0.0148(2) 0.88622(11) 0.0360(7) Uani 1 1 d . . .
H35 H 0.3263 -0.0149 0.8648 0.041(10) Uiso 1 1 calc R . .
C36 C 0.3662(2) -0.0147(3) 0.93376(12) 0.0442(9) Uani 1 1 d . . .
H36 H 0.3349 -0.0663 0.9443 0.046(10) Uiso 1 1 calc R . .
C37 C 0.4154(2) 0.0299(3) 0.96585(12) 0.0469(10) Uani 1 1 d . . .
H37 H 0.4181 0.0092 0.9984 0.048(10) Uiso 1 1 calc R . .
C38 C 0.46091(19) 0.1052(3) 0.95045(11) 0.0417(9) Uani 1 1 d . . .
H38 H 0.4935 0.1378 0.9727 0.041(9) Uiso 1 1 calc R . .
C39 C 0.45888(18) 0.1330(2) 0.90261(10) 0.0337(7) Uani 1 1 d . . .
H39 H 0.4914 0.1834 0.8921 0.021(7) Uiso 1 1 calc R . .
C40 C 0.37612(17) 0.5164(2) 0.77960(10) 0.0277(6) Uani 1 1 d . . .
C41 C 0.43877(19) 0.5515(3) 0.80552(12) 0.0421(8) Uani 1 1 d . . .
H41 H 0.4849 0.5145 0.8087 0.056(11) Uiso 1 1 calc R . .
C42 C 0.4351(2) 0.6403(3) 0.82703(13) 0.0500(10) Uani 1 1 d . . .
H42 H 0.4790 0.6639 0.8443 0.052(11) Uiso 1 1 calc R . .
C43 C 0.3684(2) 0.6939(3) 0.82343(12) 0.0420(8) Uani 1 1 d . . .
H43 H 0.3657 0.7541 0.8386 0.031(8) Uiso 1 1 calc R . .
C44 C 0.3052(2) 0.6600(3) 0.79767(14) 0.0476(9) Uani 1 1 d . . .
H44 H 0.2590 0.6970 0.7949 0.068(13) Uiso 1 1 calc R . .
C45 C 0.30921(19) 0.5720(3) 0.77580(13) 0.0430(8) Uani 1 1 d . . .
H45 H 0.2656 0.5494 0.7579 0.066(12) Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Ni1 N2 179.33(11) . . ?
N4 Ni1 N1 87.47(10) . . ?
N2 Ni1 N1 92.14(10) . . ?
N4 Ni1 N3 87.52(10) . . ?
N2 Ni1 N3 92.90(10) . . ?
N1 Ni1 N3 174.66(10) . . ?
C1 N1 C4 104.5(2) . . ?
C1 N1 Ni1 129.15(19) . . ?
C4 N1 Ni1 126.4(2) . . ?
C9 N2 C6 105.0(2) . . ?
C9 N2 Ni1 126.86(19) . . ?
C6 N2 Ni1 128.2(2) . . ?
C14 N3 C11 104.5(2) . . ?
C14 N3 Ni1 129.6(2) . . ?
C11 N3 Ni1 125.75(18) . . ?
C18 N4 C16 92.8(2) . . ?
C18 N4 Ni1 133.0(2) . . ?
C16 N4 Ni1 133.6(2) . . ?
N1 C1 C19 125.3(3) . . ?
N1 C1 C2 110.4(3) . . ?
C19 C1 C2 124.2(3) . . ?
C3 C2 C1 107.6(3) . . ?
C3 C2 H2 126.2 . . ?
C1 C2 H2 126.2 . . ?
C2 C3 C4 107.5(3) . . ?
C2 C3 H3 126.3 . . ?
C4 C3 H3 126.3 . . ?
C5 C4 N1 124.4(3) . . ?
C5 C4 C3 125.2(3) . . ?
N1 C4 C3 110.1(3) . . ?
C4 C5 C6 123.8(3) . . ?
C4 C5 C22 118.5(3) . . ?
C6 C5 C22 117.7(3) . . ?
N2 C6 C5 124.4(3) . . ?
N2 C6 C7 110.3(3) . . ?
C5 C6 C7 125.3(3) . . ?
C8 C7 C6 107.3(3) . . ?
C8 C7 H7 126.3 . . ?
C6 C7 H7 126.3 . . ?
C7 C8 C9 106.5(3) . . ?
C7 C8 H8 126.7 . . ?
C9 C8 H8 126.7 . . ?
N2 C9 C10 125.9(3) . . ?
N2 C9 C8 110.6(3) . . ?
C10 C9 C8 123.4(3) . . ?
C11 C10 C9 122.2(3) . . ?
C11 C10 C28 120.5(3) . . ?
C9 C10 C28 117.2(2) . . ?
C10 C11 N3 125.7(3) . . ?
C10 C11 C12 124.1(3) . . ?
N3 C11 C12 110.2(2) . . ?
C13 C12 C11 106.8(3) . . ?
C13 C12 H12 126.6 . . ?
C11 C12 H12 126.6 . . ?
C12 C13 C14 107.7(3) . . ?
C12 C13 H13 126.1 . . ?
C14 C13 H13 126.1 . . ?
N3 C14 C13 110.8(3) . . ?
N3 C14 C15 125.2(3) . . ?
C13 C14 C15 124.0(3) . . ?
C16 C15 C14 117.3(3) . . ?
C16 C15 C34 120.9(3) . . ?
C14 C15 C34 121.8(3) . . ?
C15 C16 N4 126.5(3) . . ?
C15 C16 C17 140.7(3) . . ?
N4 C16 C17 92.7(2) . . ?
C15 C16 C18 168.4(3) . . ?
N4 C16 C18 43.54(16) . . ?
C17 C16 C18 49.28(16) . . ?
C20 C17 C18 118.1(3) . . ?
C20 C17 C16 116.3(3) . . ?
C18 C17 C16 81.1(2) . . ?
C20 C17 H17 112.6 . . ?
C18 C17 H17 112.6 . . ?
C16 C17 H17 112.6 . . ?
C19 C18 N4 127.3(3) . . ?
C19 C18 C17 139.4(3) . . ?
N4 C18 C17 93.2(2) . . ?
C19 C18 C16 169.6(3) . . ?
N4 C18 C16 43.67(16) . . ?
C17 C18 C16 49.65(17) . . ?
C18 C19 C1 117.1(3) . . ?
C18 C19 C40 121.9(3) . . ?
C1 C19 C40 121.0(3) . . ?
C20 O20 C21 115.9(3) . . ?
O21 C20 O20 124.5(3) . . ?
O21 C20 C17 125.6(3) . . ?
O20 C20 C17 109.9(3) . . ?
O20 C21 H21A 109.5 . . ?
O20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C27 C22 C23 119.0(3) . . ?
C27 C22 C5 121.6(3) . . ?
C23 C22 C5 119.3(3) . . ?
C24 C23 C22 119.9(3) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C25 C24 C23 120.1(4) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C26 C25 C24 120.3(3) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C25 C26 C27 120.2(4) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C26 C27 C22 120.4(3) . . ?
C26 C27 H27 119.8 . . ?
C22 C27 H27 119.8 . . ?
C29 C28 C33 118.4(3) . . ?
C29 C28 C10 119.1(3) . . ?
C33 C28 C10 122.5(3) . . ?
C30 C29 C28 120.9(3) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C31 C30 C29 120.1(3) . . ?
C31 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
C30 C31 C32 120.1(3) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
C33 C32 C31 120.2(3) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C28 120.4(3) . . ?
C32 C33 H33 119.8 . . ?
C28 C33 H33 119.8 . . ?
C39 C34 C35 118.2(3) . . ?
C39 C34 C15 120.3(3) . . ?
C35 C34 C15 121.4(3) . . ?
C36 C35 C34 120.5(3) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C37 C36 C35 120.6(3) . . ?
C37 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C36 C37 C38 119.7(3) . . ?
C36 C37 H37 120.2 . . ?
C38 C37 H37 120.2 . . ?
C39 C38 C37 119.9(3) . . ?
C39 C38 H38 120.0 . . ?
C37 C38 H38 120.0 . . ?
C38 C39 C34 121.0(3) . . ?
C38 C39 H39 119.5 . . ?
C34 C39 H39 119.5 . . ?
C41 C40 C45 118.2(3) . . ?
C41 C40 C19 120.9(3) . . ?
C45 C40 C19 120.9(3) . . ?
C40 C41 C42 120.9(3) . . ?
C40 C41 H41 119.6 . . ?
C42 C41 H41 119.6 . . ?
C43 C42 C41 120.3(3) . . ?
C43 C42 H42 119.9 . . ?
C41 C42 H42 119.9 . . ?
C42 C43 C44 119.7(3) . . ?
C42 C43 H43 120.2 . . ?
C44 C43 H43 120.2 . . ?
C43 C44 C45 120.0(3) . . ?
C43 C44 H44 120.0 . . ?
C45 C44 H44 120.0 . . ?
C44 C45 C40 121.0(3) . . ?
C44 C45 H45 119.5 . . ?
C40 C45 H45 119.5 . . ?
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 N4 1.827(2) . ?
Ni1 N2 1.900(2) . ?
Ni1 N1 1.939(2) . ?
Ni1 N3 1.941(2) . ?
N1 C1 1.386(4) . ?
N1 C4 1.399(4) . ?
N2 C9 1.375(4) . ?
N2 C6 1.381(4) . ?
N3 C14 1.378(4) . ?
N3 C11 1.390(4) . ?
N4 C18 1.370(4) . ?
N4 C16 1.373(4) . ?
C1 C19 1.418(4) . ?
C1 C2 1.421(4) . ?
C2 C3 1.347(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.420(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(4) . ?
C5 C6 1.393(4) . ?
C5 C22 1.495(4) . ?
C6 C7 1.422(4) . ?
C7 C8 1.356(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.429(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.406(4) . ?
C10 C11 1.384(4) . ?
C10 C28 1.483(4) . ?
C11 C12 1.434(4) . ?
C12 C13 1.341(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.419(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.425(4) . ?
C15 C16 1.368(4) . ?
C15 C34 1.482(4) . ?
C16 C17 1.532(4) . ?
C16 C18 1.986(4) . ?
C17 C20 1.508(4) . ?
C17 C18 1.524(4) . ?
C17 H17 1.0000 . ?
C18 C19 1.356(4) . ?
C19 C40 1.477(4) . ?
O20 C20 1.337(4) . ?
O20 C21 1.448(4) . ?
O21 C20 1.195(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C27 1.395(4) . ?
C22 C23 1.399(5) . ?
C23 C24 1.396(5) . ?
C23 H23 0.9500 . ?
C24 C25 1.380(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.378(6) . ?
C25 H25 0.9500 . ?
C26 C27 1.387(5) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 C29 1.395(4) . ?
C28 C33 1.397(4) . ?
C29 C30 1.384(4) . ?
C29 H29 0.9500 . ?
C30 C31 1.372(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.387(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.384(5) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C34 C39 1.394(4) . ?
C34 C35 1.397(5) . ?
C35 C36 1.386(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.377(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.386(5) . ?
C37 H37 0.9500 . ?
C38 C39 1.385(4) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 C41 1.381(4) . ?
C40 C45 1.391(4) . ?
C41 C42 1.391(5) . ?
C41 H41 0.9500 . ?
C42 C43 1.372(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.380(5) . ?
C43 H43 0.9500 . ?
C44 C45 1.386(5) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
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
N4 Ni1 N1 C1 -7.3(2) . . . . ?
N2 Ni1 N1 C1 173.3(2) . . . . ?
N3 Ni1 N1 C1 12.8(12) . . . . ?
N4 Ni1 N1 C4 172.1(2) . . . . ?
N2 Ni1 N1 C4 -7.3(2) . . . . ?
N3 Ni1 N1 C4 -167.8(9) . . . . ?
N4 Ni1 N2 C9 129(10) . . . . ?
N1 Ni1 N2 C9 -177.7(2) . . . . ?
N3 Ni1 N2 C9 0.5(2) . . . . ?
N4 Ni1 N2 C6 -51(10) . . . . ?
N1 Ni1 N2 C6 2.3(2) . . . . ?
N3 Ni1 N2 C6 -179.5(2) . . . . ?
N4 Ni1 N3 C14 0.8(2) . . . . ?
N2 Ni1 N3 C14 -179.7(2) . . . . ?
N1 Ni1 N3 C14 -19.3(12) . . . . ?
N4 Ni1 N3 C11 -173.3(2) . . . . ?
N2 Ni1 N3 C11 6.1(2) . . . . ?
N1 Ni1 N3 C11 166.6(10) . . . . ?
N2 Ni1 N4 C18 60(10) . . . . ?
N1 Ni1 N4 C18 6.4(3) . . . . ?
N3 Ni1 N4 C18 -171.8(3) . . . . ?
N2 Ni1 N4 C16 -131(10) . . . . ?
N1 Ni1 N4 C16 175.0(3) . . . . ?
N3 Ni1 N4 C16 -3.2(3) . . . . ?
C4 N1 C1 C19 -175.9(3) . . . . ?
Ni1 N1 C1 C19 3.6(4) . . . . ?
C4 N1 C1 C2 0.8(3) . . . . ?
Ni1 N1 C1 C2 -179.7(2) . . . . ?
N1 C1 C2 C3 -1.2(3) . . . . ?
C19 C1 C2 C3 175.5(3) . . . . ?
C1 C2 C3 C4 1.1(3) . . . . ?
C1 N1 C4 C5 -174.6(3) . . . . ?
Ni1 N1 C4 C5 5.9(4) . . . . ?
C1 N1 C4 C3 -0.1(3) . . . . ?
Ni1 N1 C4 C3 -179.63(19) . . . . ?
C2 C3 C4 C5 173.7(3) . . . . ?
C2 C3 C4 N1 -0.7(3) . . . . ?
N1 C4 C5 C6 3.1(5) . . . . ?
C3 C4 C5 C6 -170.5(3) . . . . ?
N1 C4 C5 C22 -176.6(3) . . . . ?
C3 C4 C5 C22 9.7(4) . . . . ?
C9 N2 C6 C5 -175.2(3) . . . . ?
Ni1 N2 C6 C5 4.8(4) . . . . ?
C9 N2 C6 C7 3.0(3) . . . . ?
Ni1 N2 C6 C7 -176.96(19) . . . . ?
C4 C5 C6 N2 -8.7(5) . . . . ?
C22 C5 C6 N2 171.0(3) . . . . ?
C4 C5 C6 C7 173.4(3) . . . . ?
C22 C5 C6 C7 -6.9(4) . . . . ?
N2 C6 C7 C8 -0.9(3) . . . . ?
C5 C6 C7 C8 177.3(3) . . . . ?
C6 C7 C8 C9 -1.5(3) . . . . ?
C6 N2 C9 C10 172.3(3) . . . . ?
Ni1 N2 C9 C10 -7.7(4) . . . . ?
C6 N2 C9 C8 -4.0(3) . . . . ?
Ni1 N2 C9 C8 175.97(19) . . . . ?
C7 C8 C9 N2 3.5(3) . . . . ?
C7 C8 C9 C10 -172.9(3) . . . . ?
N2 C9 C10 C11 8.7(5) . . . . ?
C8 C9 C10 C11 -175.4(3) . . . . ?
N2 C9 C10 C28 -167.1(3) . . . . ?
C8 C9 C10 C28 8.8(4) . . . . ?
C9 C10 C11 N3 -1.1(4) . . . . ?
C28 C10 C11 N3 174.6(3) . . . . ?
C9 C10 C11 C12 178.2(3) . . . . ?
C28 C10 C11 C12 -6.1(4) . . . . ?
C14 N3 C11 C10 177.9(3) . . . . ?
Ni1 N3 C11 C10 -6.7(4) . . . . ?
C14 N3 C11 C12 -1.5(3) . . . . ?
Ni1 N3 C11 C12 173.87(19) . . . . ?
C10 C11 C12 C13 -178.2(3) . . . . ?
N3 C11 C12 C13 1.2(3) . . . . ?
C11 C12 C13 C14 -0.5(3) . . . . ?
C11 N3 C14 C13 1.2(3) . . . . ?
Ni1 N3 C14 C13 -173.9(2) . . . . ?
C11 N3 C14 C15 179.4(3) . . . . ?
Ni1 N3 C14 C15 4.3(4) . . . . ?
C12 C13 C14 N3 -0.5(4) . . . . ?
C12 C13 C14 C15 -178.7(3) . . . . ?
N3 C14 C15 C16 -7.6(4) . . . . ?
C13 C14 C15 C16 170.3(3) . . . . ?
N3 C14 C15 C34 170.6(3) . . . . ?
C13 C14 C15 C34 -11.4(4) . . . . ?
C14 C15 C16 N4 5.5(4) . . . . ?
C34 C15 C16 N4 -172.8(3) . . . . ?
C14 C15 C16 C17 179.4(3) . . . . ?
C34 C15 C16 C17 1.2(6) . . . . ?
C14 C15 C16 C18 33.6(14) . . . . ?
C34 C15 C16 C18 -144.7(11) . . . . ?
C18 N4 C16 C15 172.1(3) . . . . ?
Ni1 N4 C16 C15 0.4(5) . . . . ?
C18 N4 C16 C17 -4.1(2) . . . . ?
Ni1 N4 C16 C17 -175.8(2) . . . . ?
Ni1 N4 C16 C18 -171.7(3) . . . . ?
C15 C16 C17 C20 -54.4(5) . . . . ?
N4 C16 C17 C20 120.7(3) . . . . ?
C18 C16 C17 C20 117.0(3) . . . . ?
C15 C16 C17 C18 -171.4(4) . . . . ?
N4 C16 C17 C18 3.7(2) . . . . ?
C16 N4 C18 C19 -173.1(3) . . . . ?
Ni1 N4 C18 C19 -1.3(5) . . . . ?
C16 N4 C18 C17 4.1(2) . . . . ?
Ni1 N4 C18 C17 175.9(2) . . . . ?
Ni1 N4 C18 C16 171.8(3) . . . . ?
C20 C17 C18 C19 57.8(5) . . . . ?
C16 C17 C18 C19 172.9(4) . . . . ?
C20 C17 C18 N4 -118.8(3) . . . . ?
C16 C17 C18 N4 -3.7(2) . . . . ?
C20 C17 C18 C16 -115.1(3) . . . . ?
C15 C16 C18 C19 -1(2) . . . . ?
N4 C16 C18 C19 32.0(14) . . . . ?
C17 C16 C18 C19 -153.3(14) . . . . ?
C15 C16 C18 N4 -33.4(12) . . . . ?
C17 C16 C18 N4 174.6(3) . . . . ?
C15 C16 C18 C17 152.0(13) . . . . ?
N4 C16 C18 C17 -174.6(3) . . . . ?
N4 C18 C19 C1 -5.4(5) . . . . ?
C17 C18 C19 C1 178.9(3) . . . . ?
C16 C18 C19 C1 -32.8(15) . . . . ?
N4 C18 C19 C40 176.2(3) . . . . ?
C17 C18 C19 C40 0.5(6) . . . . ?
C16 C18 C19 C40 148.7(13) . . . . ?
N1 C1 C19 C18 4.0(4) . . . . ?
C2 C1 C19 C18 -172.3(3) . . . . ?
N1 C1 C19 C40 -177.6(3) . . . . ?
C2 C1 C19 C40 6.2(4) . . . . ?
C21 O20 C20 O21 6.9(5) . . . . ?
C21 O20 C20 C17 -171.6(3) . . . . ?
C18 C17 C20 O21 31.5(5) . . . . ?
C16 C17 C20 O21 -62.3(4) . . . . ?
C18 C17 C20 O20 -150.0(3) . . . . ?
C16 C17 C20 O20 116.1(3) . . . . ?
C4 C5 C22 C27 -110.2(3) . . . . ?
C6 C5 C22 C27 70.0(4) . . . . ?
C4 C5 C22 C23 71.4(4) . . . . ?
C6 C5 C22 C23 -108.3(4) . . . . ?
C27 C22 C23 C24 -2.0(5) . . . . ?
C5 C22 C23 C24 176.4(3) . . . . ?
C22 C23 C24 C25 0.2(6) . . . . ?
C23 C24 C25 C26 1.2(6) . . . . ?
C24 C25 C26 C27 -0.7(6) . . . . ?
C25 C26 C27 C22 -1.2(5) . . . . ?
C23 C22 C27 C26 2.5(5) . . . . ?
C5 C22 C27 C26 -175.8(3) . . . . ?
C11 C10 C28 C29 -112.8(3) . . . . ?
C9 C10 C28 C29 63.1(4) . . . . ?
C11 C10 C28 C33 67.0(4) . . . . ?
C9 C10 C28 C33 -117.1(3) . . . . ?
C33 C28 C29 C30 1.2(4) . . . . ?
C10 C28 C29 C30 -179.0(3) . . . . ?
C28 C29 C30 C31 0.2(5) . . . . ?
C29 C30 C31 C32 -1.2(5) . . . . ?
C30 C31 C32 C33 0.7(5) . . . . ?
C31 C32 C33 C28 0.7(4) . . . . ?
C29 C28 C33 C32 -1.7(4) . . . . ?
C10 C28 C33 C32 178.5(3) . . . . ?
C16 C15 C34 C39 -40.3(4) . . . . ?
C14 C15 C34 C39 141.6(3) . . . . ?
C16 C15 C34 C35 137.8(3) . . . . ?
C14 C15 C34 C35 -40.4(4) . . . . ?
C39 C34 C35 C36 -2.9(4) . . . . ?
C15 C34 C35 C36 179.0(3) . . . . ?
C34 C35 C36 C37 2.5(5) . . . . ?
C35 C36 C37 C38 0.2(5) . . . . ?
C36 C37 C38 C39 -2.4(5) . . . . ?
C37 C38 C39 C34 1.9(5) . . . . ?
C35 C34 C39 C38 0.7(4) . . . . ?
C15 C34 C39 C38 178.9(3) . . . . ?
C18 C19 C40 C41 57.4(4) . . . . ?
C1 C19 C40 C41 -121.0(3) . . . . ?
C18 C19 C40 C45 -124.3(3) . . . . ?
C1 C19 C40 C45 57.3(4) . . . . ?
C45 C40 C41 C42 -0.3(5) . . . . ?
C19 C40 C41 C42 178.0(3) . . . . ?
C40 C41 C42 C43 1.1(6) . . . . ?
C41 C42 C43 C44 -1.1(6) . . . . ?
C42 C43 C44 C45 0.3(6) . . . . ?
C43 C44 C45 C40 0.4(6) . . . . ?
C41 C40 C45 C44 -0.4(5) . . . . ?
C19 C40 C45 C44 -178.8(3) . . . . ?
