#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/93/2229345.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_2229345
loop_
_publ_author_name
'Cui, Yi'
_publ_section_title
;
 2,2',2''-(Nitrilotrimethylene)tris(1H-benzimidazol-3-ium)
 trinitrate
;
_journal_coeditor_code           CV5044
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o625
_journal_page_last               o626
_journal_paper_doi               10.1107/S160053681100393X
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C24 H24 N7 3+, 3N O3 -'
_chemical_formula_moiety         'C24 H24 N7 3+, 3(N O3 -)'
_chemical_formula_sum            'C24 H24 N10 O9'
_chemical_formula_weight         596.53
_chemical_name_systematic
;
2,2',2''-(Nitrilotrimethylene)tris(1H-benzimidazol-3-ium) trinitrate
;
_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                98.4380(10)
_cell_angle_beta                 91.9100(10)
_cell_angle_gamma                101.1560(10)
_cell_formula_units_Z            2
_cell_length_a                   8.9493(3)
_cell_length_b                   9.2209(3)
_cell_length_c                   15.8027(6)
_cell_measurement_reflns_used    520
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      14
_cell_measurement_theta_min      10
_cell_volume                     1263.00(8)
_computing_cell_refinement       'SAINT (Bruker, 2001)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and local programs'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker SMART 1K CCD'
_diffrn_measurement_method       'Thin-slice 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  0.0138
_diffrn_reflns_av_sigmaI/netI    0.0195
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12387
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.10
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.217
_refine_ls_extinction_coef       0.0084(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXTL (Sheldrick, 2008)'
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     413
_refine_ls_number_reflns         5703
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0335
_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)+(0.0520P)²+0.4262P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.1025
_reflns_number_gt                4738
_reflns_number_total             5703
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            cv5044.cif
_cod_data_source_block           I
_cod_database_code               2229345
_cod_database_fobs_code          2229345
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
O O1 0.09657(13) 0.85873(13) 0.28627(8) 0.0368(3) Uani d . 1 . .
O O2 0.22174(12) 1.06093(11) 0.36368(7) 0.0297(2) Uani d . 1 . .
O O3 0.32723(11) 0.86872(11) 0.33719(6) 0.0250(2) Uani d . 1 . .
O O4 0.80054(11) 0.48938(11) 0.36252(7) 0.0264(2) Uani d . 1 . .
O O5 0.55693(11) 0.47164(14) 0.36810(8) 0.0370(3) Uani d . 1 . .
O O6 0.70944(15) 0.65439(13) 0.44643(8) 0.0395(3) Uani d . 1 . .
N N1 -0.23863(12) 0.23077(12) 0.23824(7) 0.0189(2) Uani d D 1 . .
N N2 -0.17444(12) 0.05714(13) 0.14645(7) 0.0211(2) Uani d D 1 . .
N N3 0.09014(12) 0.61176(12) 0.43150(7) 0.0176(2) Uani d D 1 . .
N N4 0.33476(12) 0.62438(12) 0.44885(7) 0.0174(2) Uani d D 1 . .
N N5 0.36487(13) 0.63293(12) 0.22864(7) 0.0195(2) Uani d D 1 . .
N N6 0.31324(13) 0.43181(13) 0.13275(7) 0.0198(2) Uani d D 1 . .
N N7 0.07227(12) 0.38082(12) 0.28051(7) 0.0170(2) Uani d . 1 . .
N N8 0.21321(13) 0.93021(13) 0.32878(7) 0.0203(2) Uani d . 1 . .
N N9 0.68763(13) 0.53995(13) 0.39242(7) 0.0225(2) Uani d . 1 . .
C C1 -0.37391(15) 0.14343(14) 0.19857(8) 0.0182(3) Uani d . 1 . .
C C2 -0.52618(15) 0.14841(16) 0.21100(9) 0.0228(3) Uani d . 1 . .
H H2A -0.5549 0.2226 0.2520 0.027 Uiso calc R 1 . .
C C3 -0.63329(15) 0.03933(16) 0.16042(9) 0.0237(3) Uani d . 1 . .
H H3A -0.7386 0.0385 0.1670 0.028 Uiso calc R 1 . .
C C4 -0.59187(16) -0.06976(16) 0.09986(9) 0.0248(3) Uani d . 1 . .
H H4A -0.6695 -0.1418 0.0660 0.030 Uiso calc R 1 . .
C C5 -0.44094(16) -0.07550(16) 0.08808(9) 0.0251(3) Uani d . 1 . .
H H5A -0.4123 -0.1499 0.0472 0.030 Uiso calc R 1 . .
C C6 -0.33291(14) 0.03357(15) 0.13940(8) 0.0188(3) Uani d . 1 . .
C C7 -0.12222(15) 0.17477(14) 0.20604(8) 0.0179(3) Uani d . 1 . .
C C8 0.04170(14) 0.22638(14) 0.23621(9) 0.0189(3) Uani d . 1 . .
H H8A 0.0697 0.1603 0.2756 0.023 Uiso calc R 1 . .
H H8B 0.1057 0.2190 0.1865 0.023 Uiso calc R 1 . .
C C9 0.19329(14) 0.40230(14) 0.34832(8) 0.0184(3) Uani d . 1 . .
H H9A 0.2919 0.4008 0.3220 0.022 Uiso calc R 1 . .
H H9B 0.1729 0.3183 0.3815 0.022 Uiso calc R 1 . .
C C10 0.20520(14) 0.54612(14) 0.40762(8) 0.0167(2) Uani d . 1 . .
C C11 0.30374(14) 0.74700(14) 0.50206(8) 0.0176(3) Uani d . 1 . .
C C12 0.39816(15) 0.86314(15) 0.55629(9) 0.0218(3) Uani d . 1 . .
H H12A 0.5049 0.8685 0.5640 0.026 Uiso calc R 1 . .
C C13 0.32688(17) 0.97029(16) 0.59821(9) 0.0257(3) Uani d . 1 . .
H H13A 0.3869 1.0523 0.6358 0.031 Uiso calc R 1 . .
C C14 0.16882(16) 0.96283(16) 0.58755(9) 0.0244(3) Uani d . 1 . .
H H14A 0.1253 1.0392 0.6183 0.029 Uiso calc R 1 . .
C C15 0.07526(15) 0.84738(15) 0.53349(8) 0.0208(3) Uani d . 1 . .
H H15A -0.0315 0.8421 0.5259 0.025 Uiso calc R 1 . .
C C16 0.14675(14) 0.73898(14) 0.49072(8) 0.0173(3) Uani d . 1 . .
C C17 0.09618(14) 0.49279(14) 0.22158(8) 0.0185(3) Uani d . 1 . .
H H17A 0.0746 0.5882 0.2511 0.022 Uiso calc R 1 . .
H H17B 0.0227 0.4578 0.1711 0.022 Uiso calc R 1 . .
C C18 0.25514(15) 0.52073(14) 0.19152(8) 0.0181(3) Uani d . 1 . .
C C19 0.46906(15) 0.48775(15) 0.13232(8) 0.0192(3) Uani d . 1 . .
C C20 0.58288(16) 0.43787(16) 0.08460(9) 0.0237(3) Uani d . 1 . .
H H20A 0.5605 0.3513 0.0419 0.028 Uiso calc R 1 . .
C C21 0.72911(16) 0.52014(17) 0.10235(9) 0.0250(3) Uani d . 1 . .
H H21A 0.8094 0.4899 0.0708 0.030 Uiso calc R 1 . .
C C22 0.76262(16) 0.64709(16) 0.16559(9) 0.0247(3) Uani d . 1 . .
H H22A 0.8653 0.6999 0.1765 0.030 Uiso calc R 1 . .
C C23 0.65013(16) 0.69746(15) 0.21250(9) 0.0228(3) Uani d . 1 . .
H H23A 0.6728 0.7837 0.2554 0.027 Uiso calc R 1 . .
C C24 0.50187(15) 0.61558(14) 0.19387(8) 0.0190(3) Uani d . 1 . .
H H4N 0.4215(13) 0.6001(19) 0.4400(11) 0.032(5) Uiso d D 1 . .
H H1N -0.227(2) 0.3081(15) 0.2784(10) 0.041(5) Uiso d D 1 . .
H H2N -0.121(2) 0.0014(19) 0.1165(11) 0.043(5) Uiso d D 1 . .
H H3N -0.0046(12) 0.580(2) 0.4113(12) 0.041(5) Uiso d D 1 . .
H H5N 0.346(2) 0.7090(16) 0.2639(11) 0.047(6) Uiso d D 1 . .
H H6N 0.263(2) 0.3528(16) 0.0987(11) 0.043(5) Uiso d D 1 . .
O O7 0.02490(14) -0.30337(14) -0.02717(8) 0.0398(3) Uani d . 1 . .
O O8 0.02242(11) -0.12078(12) 0.07496(7) 0.0311(3) Uani d . 1 . .
O O9 -0.16701(12) -0.19196(12) -0.01998(7) 0.0287(2) Uani d . 1 . .
N N10 -0.03802(13) -0.20607(13) 0.00941(7) 0.0221(2) Uani d . 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'
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
C7 N1 C1 . . 108.62(11) ?
C7 N1 H1N . . 123.1(13) ?
C1 N1 H1N . . 128.3(13) ?
C7 N2 C6 . . 108.74(11) ?
C7 N2 H2N . . 127.1(13) ?
C6 N2 H2N . . 124.1(13) ?
C10 N3 C16 . . 108.76(11) ?
C10 N3 H3N . . 124.8(13) ?
C16 N3 H3N . . 126.5(13) ?
C10 N4 C11 . . 109.06(11) ?
C10 N4 H4N . . 122.4(12) ?
C11 N4 H4N . . 128.5(12) ?
C18 N5 C24 . . 108.72(11) ?
C18 N5 H5N . . 122.6(14) ?
C24 N5 H5N . . 128.2(14) ?
C18 N6 C19 . . 108.57(11) ?
C18 N6 H6N . . 126.8(13) ?
C19 N6 H6N . . 124.7(13) ?
C8 N7 C9 . . 110.26(10) ?
C8 N7 C17 . . 113.30(10) ?
C9 N7 C17 . . 114.46(10) ?
O2 N8 O1 . . 121.43(12) ?
O2 N8 O3 . . 118.84(11) ?
O1 N8 O3 . . 119.73(11) ?
O6 N9 O5 . . 120.93(12) ?
O6 N9 O4 . . 119.88(12) ?
O5 N9 O4 . . 119.17(12) ?
C6 C1 N1 . . 106.39(11) ?
C6 C1 C2 . . 121.54(12) ?
N1 C1 C2 . . 132.03(12) ?
C3 C2 C1 . . 116.25(13) ?
C3 C2 H2A . . 121.9 ?
C1 C2 H2A . . 121.9 ?
C2 C3 C4 . . 122.15(13) ?
C2 C3 H3A . . 118.9 ?
C4 C3 H3A . . 118.9 ?
C5 C4 C3 . . 121.58(13) ?
C5 C4 H4A . . 119.2 ?
C3 C4 H4A . . 119.2 ?
C4 C5 C6 . . 116.35(13) ?
C4 C5 H5A . . 121.8 ?
C6 C5 H5A . . 121.8 ?
C1 C6 N2 . . 106.50(11) ?
C1 C6 C5 . . 122.10(12) ?
N2 C6 C5 . . 131.38(13) ?
N2 C7 N1 . . 109.74(11) ?
N2 C7 C8 . . 124.00(11) ?
N1 C7 C8 . . 126.08(11) ?
N7 C8 C7 . . 111.44(10) ?
N7 C8 H8A . . 109.3 ?
C7 C8 H8A . . 109.3 ?
N7 C8 H8B . . 109.3 ?
C7 C8 H8B . . 109.3 ?
H8A C8 H8B . . 108.0 ?
N7 C9 C10 . . 112.30(10) ?
N7 C9 H9A . . 109.1 ?
C10 C9 H9A . . 109.1 ?
N7 C9 H9B . . 109.1 ?
C10 C9 H9B . . 109.1 ?
H9A C9 H9B . . 107.9 ?
N3 C10 N4 . . 109.55(11) ?
N3 C10 C9 . . 126.25(11) ?
N4 C10 C9 . . 124.10(11) ?
N4 C11 C12 . . 131.68(12) ?
N4 C11 C16 . . 106.07(11) ?
C12 C11 C16 . . 122.23(12) ?
C13 C12 C11 . . 115.64(13) ?
C13 C12 H12A . . 122.2 ?
C11 C12 H12A . . 122.2 ?
C12 C13 C14 . . 122.55(13) ?
C12 C13 H13A . . 118.7 ?
C14 C13 H13A . . 118.7 ?
C15 C14 C13 . . 121.68(13) ?
C15 C14 H14A . . 119.2 ?
C13 C14 H14A . . 119.2 ?
C14 C15 C16 . . 116.02(12) ?
C14 C15 H15A . . 122.0 ?
C16 C15 H15A . . 122.0 ?
N3 C16 C15 . . 131.56(12) ?
N3 C16 C11 . . 106.56(11) ?
C15 C16 C11 . . 121.87(12) ?
N7 C17 C18 . . 113.13(10) ?
N7 C17 H17A . . 109.0 ?
C18 C17 H17A . . 109.0 ?
N7 C17 H17B . . 109.0 ?
C18 C17 H17B . . 109.0 ?
H17A C17 H17B . . 107.8 ?
N5 C18 N6 . . 109.73(11) ?
N5 C18 C17 . . 123.04(12) ?
N6 C18 C17 . . 126.80(12) ?
C24 C19 N6 . . 106.41(11) ?
C24 C19 C20 . . 121.45(12) ?
N6 C19 C20 . . 132.15(12) ?
C21 C20 C19 . . 116.78(13) ?
C21 C20 H20A . . 121.6 ?
C19 C20 H20A . . 121.6 ?
C20 C21 C22 . . 121.76(13) ?
C20 C21 H21A . . 119.1 ?
C22 C21 H21A . . 119.1 ?
C23 C22 C21 . . 121.64(13) ?
C23 C22 H22A . . 119.2 ?
C21 C22 H22A . . 119.2 ?
C22 C23 C24 . . 116.70(13) ?
C22 C23 H23A . . 121.7 ?
C24 C23 H23A . . 121.7 ?
N5 C24 C19 . . 106.57(11) ?
N5 C24 C23 . . 131.74(12) ?
C19 C24 C23 . . 121.66(12) ?
O7 N10 O8 . . 121.37(12) ?
O7 N10 O9 . . 119.80(12) ?
O8 N10 O9 . . 118.84(11) ?
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
O1 N8 . 1.2380(16) ?
O2 N8 . 1.2367(15) ?
O3 N8 . 1.2717(15) ?
O4 N9 . 1.2694(14) ?
O5 N9 . 1.2355(16) ?
O6 N9 . 1.2349(16) ?
N1 C7 . 1.3332(16) ?
N1 C1 . 1.3897(16) ?
N1 H1N . 0.869(9) ?
N2 C7 . 1.3254(17) ?
N2 C6 . 1.3907(16) ?
N2 H2N . 0.869(9) ?
N3 C10 . 1.3301(16) ?
N3 C16 . 1.3874(16) ?
N3 H3N . 0.874(9) ?
N4 C10 . 1.3333(16) ?
N4 C11 . 1.3859(16) ?
N4 H4N . 0.859(9) ?
N5 C18 . 1.3301(17) ?
N5 C24 . 1.3877(17) ?
N5 H5N . 0.876(9) ?
N6 C18 . 1.3338(17) ?
N6 C19 . 1.3906(17) ?
N6 H6N . 0.873(9) ?
N7 C8 . 1.4618(16) ?
N7 C9 . 1.4621(16) ?
N7 C17 . 1.4795(16) ?
C1 C6 . 1.3870(18) ?
C1 C2 . 1.3918(18) ?
C2 C3 . 1.382(2) ?
C2 H2A . 0.9500 ?
C3 C4 . 1.397(2) ?
C3 H3A . 0.9500 ?
C4 C5 . 1.3796(19) ?
C4 H4A . 0.9500 ?
C5 C6 . 1.3914(18) ?
C5 H5A . 0.9500 ?
C7 C8 . 1.4908(17) ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C9 C10 . 1.4907(17) ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C11 C12 . 1.3883(18) ?
C11 C16 . 1.3966(18) ?
C12 C13 . 1.379(2) ?
C12 H12A . 0.9500 ?
C13 C14 . 1.406(2) ?
C13 H13A . 0.9500 ?
C14 C15 . 1.3801(19) ?
C14 H14A . 0.9500 ?
C15 C16 . 1.3940(18) ?
C15 H15A . 0.9500 ?
C17 C18 . 1.5016(17) ?
C17 H17A . 0.9900 ?
C17 H17B . 0.9900 ?
C19 C24 . 1.3900(18) ?
C19 C20 . 1.3959(18) ?
C20 C21 . 1.377(2) ?
C20 H20A . 0.9500 ?
C21 C22 . 1.400(2) ?
C21 H21A . 0.9500 ?
C22 C23 . 1.381(2) ?
C22 H22A . 0.9500 ?
C23 C24 . 1.3923(19) ?
C23 H23A . 0.9500 ?
O7 N10 . 1.2334(16) ?
O8 N10 . 1.2422(15) ?
O9 N10 . 1.2671(15) ?
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
N1 H1N O4 1_455 0.870(15) 1.946(15) 2.8147(15) 176.0(17) y
N2 H2N O8 ? 0.869(18) 1.936(18) 2.7891(15) 166.8(17) y
N3 H3N O4 1_455 0.875(13) 1.868(14) 2.7382(15) 172.1(15) y
N2 H2N O9 ? 0.869(18) 2.555(17) 3.2396(16) 136.3(15) y
N5 H5N O3 ? 0.877(16) 1.774(16) 2.6477(15) 174.5(17) y
N4 H4N O5 ? 0.859(13) 2.101(15) 2.8793(16) 150.4(15) y
N4 H4N O6 ? 0.859(13) 2.524(12) 3.3127(18) 153.1(15) y
C5 H5A O9 ? 0.95 2.54 3.2922(18) 136 y
C8 H8A O2 1_545 0.99 2.32 3.2585(17) 159 y
C9 H9B O2 1_545 0.99 2.47 3.2500(16) 135 y
C13 H13A O3 2_676 0.95 2.52 3.2240(18) 131 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
C7 N1 C1 C6 . . . . -1.23(14) ?
C7 N1 C1 C2 . . . . 176.57(14) ?
C6 C1 C2 C3 . . . . -0.8(2) ?
N1 C1 C2 C3 . . . . -178.35(13) ?
C1 C2 C3 C4 . . . . -0.2(2) ?
C2 C3 C4 C5 . . . . 0.8(2) ?
C3 C4 C5 C6 . . . . -0.3(2) ?
N1 C1 C6 N2 . . . . 0.92(14) ?
C2 C1 C6 N2 . . . . -177.16(12) ?
N1 C1 C6 C5 . . . . 179.44(12) ?
C2 C1 C6 C5 . . . . 1.4(2) ?
C7 N2 C6 C1 . . . . -0.30(15) ?
C7 N2 C6 C5 . . . . -178.63(14) ?
C4 C5 C6 C1 . . . . -0.7(2) ?
C4 C5 C6 N2 . . . . 177.38(14) ?
C6 N2 C7 N1 . . . . -0.48(15) ?
C6 N2 C7 C8 . . . . 174.92(12) ?
C1 N1 C7 N2 . . . . 1.07(15) ?
C1 N1 C7 C8 . . . . -174.21(12) ?
C9 N7 C8 C7 . . . . 147.42(11) ?
C17 N7 C8 C7 . . . . -82.83(13) ?
N2 C7 C8 N7 . . . . 162.01(12) ?
N1 C7 C8 N7 . . . . -23.35(18) ?
C8 N7 C9 C10 . . . . -167.25(10) ?
C17 N7 C9 C10 . . . . 63.62(13) ?
C16 N3 C10 N4 . . . . 0.25(14) ?
C16 N3 C10 C9 . . . . 176.69(12) ?
C11 N4 C10 N3 . . . . -0.11(14) ?
C11 N4 C10 C9 . . . . -176.64(11) ?
N7 C9 C10 N3 . . . . 34.37(17) ?
N7 C9 C10 N4 . . . . -149.68(12) ?
C10 N4 C11 C12 . . . . -178.39(13) ?
C10 N4 C11 C16 . . . . -0.07(14) ?
N4 C11 C12 C13 . . . . 178.02(13) ?
C16 C11 C12 C13 . . . . -0.07(19) ?
C11 C12 C13 C14 . . . . 0.4(2) ?
C12 C13 C14 C15 . . . . -0.5(2) ?
C13 C14 C15 C16 . . . . 0.3(2) ?
C10 N3 C16 C15 . . . . 178.43(13) ?
C10 N3 C16 C11 . . . . -0.29(14) ?
C14 C15 C16 N3 . . . . -178.53(13) ?
C14 C15 C16 C11 . . . . 0.03(19) ?
N4 C11 C16 N3 . . . . 0.22(13) ?
C12 C11 C16 N3 . . . . 178.73(12) ?
N4 C11 C16 C15 . . . . -178.66(12) ?
C12 C11 C16 C15 . . . . -0.1(2) ?
C8 N7 C17 C18 . . . . -81.34(13) ?
C9 N7 C17 C18 . . . . 46.25(14) ?
C24 N5 C18 N6 . . . . -1.14(15) ?
C24 N5 C18 C17 . . . . 171.75(12) ?
C19 N6 C18 N5 . . . . 0.82(15) ?
C19 N6 C18 C17 . . . . -171.74(12) ?
N7 C17 C18 N5 . . . . -95.69(14) ?
N7 C17 C18 N6 . . . . 75.95(17) ?
C18 N6 C19 C24 . . . . -0.18(14) ?
C18 N6 C19 C20 . . . . 179.29(14) ?
C24 C19 C20 C21 . . . . 0.9(2) ?
N6 C19 C20 C21 . . . . -178.50(14) ?
C19 C20 C21 C22 . . . . 0.5(2) ?
C20 C21 C22 C23 . . . . -1.0(2) ?
C21 C22 C23 C24 . . . . 0.1(2) ?
C18 N5 C24 C19 . . . . 1.00(15) ?
C18 N5 C24 C23 . . . . -176.96(14) ?
N6 C19 C24 N5 . . . . -0.49(14) ?
C20 C19 C24 N5 . . . . 179.97(12) ?
N6 C19 C24 C23 . . . . 177.72(12) ?
C20 C19 C24 C23 . . . . -1.8(2) ?
C22 C23 C24 N5 . . . . 178.97(14) ?
C22 C23 C24 C19 . . . . 1.3(2) ?
