#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2203178.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_2203178
loop_
_publ_author_name
'Zubatyuk, Roman I.'
'Kharanenko, Oleg I.'
'Shishkin, Oleg V.'
'Dulenko, Vladimir I.'
'Kibalny, Alexander V.'
_publ_section_title
;
1,2-Bis(carbazol-9-ylmethylene)-3,4-diphenylcyclobutane
;
_journal_issue                 2
_journal_name_full             'Acta Crystallographica, Section E'
_journal_page_first            o301
_journal_page_last             o302
_journal_volume                60
_journal_year                  2004
_chemical_formula_iupac        'C42 H30 N2'
_chemical_formula_moiety       'C42 H30 N2'
_chemical_formula_sum          'C42 H30 N2'
_chemical_formula_weight       562.68
_chemical_melting_point        118
_chemical_name_common          ?
_chemical_name_systematic
;
1,2-bis-(9-carbazol-9-ylmethylene)-3,4-diphenylcyclobutane
;
_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              90.94(2)
_cell_angle_beta               105.58(2)
_cell_angle_gamma              92.12(2)
_cell_formula_units_Z          2
_cell_length_a                 8.830(2)
_cell_length_b                 11.932(2)
_cell_length_c                 14.888(3)
_cell_measurement_reflns_used  24
_cell_measurement_temperature  293(2)
_cell_measurement_theta_max    12
_cell_measurement_theta_min    10
_cell_volume                   1509.4(5)
_computing_cell_refinement     P3
_computing_data_collection     'P3 (Siemens,1989)'
_computing_data_reduction      'XDISK (Siemens, 1991a)'
_computing_molecular_graphics  'XP (Siemens, 1991b)'
_computing_publication_material SHELXL97
_computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution  'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature    293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type 'Siemens P3/PC'
_diffrn_measurement_method     \q-2\q
_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 0.0442
_diffrn_reflns_av_sigmaI/netI  0.1213
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_h_min     0
_diffrn_reflns_limit_k_max     14
_diffrn_reflns_limit_k_min     -14
_diffrn_reflns_limit_l_max     17
_diffrn_reflns_limit_l_min     -17
_diffrn_reflns_number          5672
_diffrn_reflns_theta_full      25.05
_diffrn_reflns_theta_max       25.05
_diffrn_reflns_theta_min       1.71
_diffrn_standards_decay_%      5
_diffrn_standards_interval_count 98
_diffrn_standards_number       2
_exptl_absorpt_coefficient_mu  0.072
_exptl_absorpt_correction_T_max ?
_exptl_absorpt_correction_T_min ?
_exptl_absorpt_correction_type none
_exptl_absorpt_process_details ?
_exptl_crystal_colour          colourless
_exptl_crystal_density_diffrn  1.238
_exptl_crystal_density_meas    ?
_exptl_crystal_density_method  'not measured'
_exptl_crystal_description     needle
_exptl_crystal_F_000           592
_exptl_crystal_size_max        0.40
_exptl_crystal_size_mid        0.20
_exptl_crystal_size_min        0.20
_refine_diff_density_max       0.119
_refine_diff_density_min       -0.157
_refine_ls_extinction_coef     ?
_refine_ls_extinction_method   none
_refine_ls_goodness_of_fit_ref 0.957
_refine_ls_hydrogen_treatment  constr
_refine_ls_matrix_type         full
_refine_ls_number_parameters   397
_refine_ls_number_reflns       5298
_refine_ls_number_restraints   0
_refine_ls_restrained_S_all    0.957
_refine_ls_R_factor_all        0.1801
_refine_ls_R_factor_gt         0.0523
_refine_ls_shift/su_max        0.000
_refine_ls_shift/su_mean       0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0616P)^2^] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme    calc
_refine_ls_wR_factor_gt        0.1029
_refine_ls_wR_factor_ref       0.1275
_reflns_number_gt              2469
_reflns_number_total           5298
_reflns_threshold_expression   I>2\s(I)
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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
_atom_site_type_symbol
N1 0.5160(2) 0.66220(15) 0.77619(13) 0.0487(5) Uani d . 1 . . N
N2 0.1655(2) 0.74577(15) 0.80975(14) 0.0515(5) Uani d . 1 . . N
C1 0.6588(3) 0.68407(19) 0.84481(16) 0.0465(6) Uani d . 1 . . C
C2 0.7029(3) 0.7977(2) 0.84536(17) 0.0496(6) Uani d . 1 . . C
C3 0.8412(3) 0.8376(2) 0.90883(19) 0.0637(8) Uani d . 1 . . C
H3 0.8729 0.9129 0.9102 0.076 Uiso calc R 1 . . H
C4 0.9302(3) 0.7650(3) 0.9693(2) 0.0684(8) Uani d . 1 . . C
H4 1.0225 0.7913 1.0121 0.082 Uiso calc R 1 . . H
C5 0.8840(3) 0.6527(2) 0.96702(19) 0.0685(8) Uani d . 1 . . C
H5 0.9465 0.6046 1.0083 0.082 Uiso calc R 1 . . H
C6 0.7475(3) 0.6105(2) 0.90514(18) 0.0596(7) Uani d . 1 . . C
H6 0.7165 0.5350 0.9042 0.072 Uiso calc R 1 . . H
C7 0.4730(3) 0.76240(19) 0.73068(17) 0.0503(6) Uani d . 1 . . C
C8 0.5854(3) 0.84752(19) 0.77308(17) 0.0530(7) Uani d . 1 . . C
C9 0.5701(4) 0.9540(2) 0.7364(2) 0.0740(9) Uani d . 1 . . C
H9 0.6421 1.0118 0.7640 0.089 Uiso calc R 1 . . H
C10 0.4497(4) 0.9740(2) 0.6601(2) 0.0866(10) Uani d . 1 . . C
H10 0.4399 1.0455 0.6358 0.104 Uiso calc R 1 . . H
C11 0.3412(4) 0.8882(2) 0.6180(2) 0.0805(9) Uani d . 1 . . C
H11 0.2608 0.9035 0.5654 0.097 Uiso calc R 1 . . H
C12 0.3499(3) 0.7813(2) 0.65242(18) 0.0615(7) Uani d . 1 . . C
H12 0.2768 0.7243 0.6245 0.074 Uiso calc R 1 . . H
C13 0.2759(3) 0.7378(2) 0.89681(17) 0.0484(6) Uani d . 1 . . C
C14 0.3092(3) 0.8456(2) 0.93816(18) 0.0540(7) Uani d . 1 . . C
C15 0.4142(3) 0.8579(3) 1.0263(2) 0.0674(8) Uani d . 1 . . C
H15 0.4373 0.9284 1.0554 0.081 Uiso calc R 1 . . H
C16 0.4837(3) 0.7650(3) 1.0703(2) 0.0741(9) Uani d . 1 . . C
H16 0.5563 0.7730 1.1285 0.089 Uiso calc R 1 . . H
C17 0.4460(3) 0.6600(3) 1.0283(2) 0.0673(8) Uani d . 1 . . C
H17 0.4931 0.5981 1.0596 0.081 Uiso calc R 1 . . H
C18 0.3410(3) 0.6438(2) 0.94182(18) 0.0591(7) Uani d . 1 . . C
H18 0.3149 0.5724 0.9148 0.071 Uiso calc R 1 . . H
C19 0.1271(3) 0.85750(19) 0.79773(18) 0.0525(7) Uani d . 1 . . C
C20 0.2122(3) 0.9215(2) 0.87475(18) 0.0536(7) Uani d . 1 . . C
C21 0.1901(4) 1.0362(2) 0.8775(2) 0.0712(8) Uani d . 1 . . C
H21 0.2458 1.0806 0.9284 0.085 Uiso calc R 1 . . H
C22 0.0847(4) 1.0828(2) 0.8039(3) 0.0832(10) Uani d . 1 . . C
H22 0.0689 1.1593 0.8055 0.100 Uiso calc R 1 . . H
C23 0.0019(4) 1.0182(2) 0.7278(2) 0.0806(9) Uani d . 1 . . C
H23 -0.0688 1.0519 0.6789 0.097 Uiso calc R 1 . . H
C24 0.0221(3) 0.9038(2) 0.7228(2) 0.0659(8) Uani d . 1 . . C
H24 -0.0327 0.8600 0.6712 0.079 Uiso calc R 1 . . H
C25 0.4500(3) 0.55399(19) 0.74952(16) 0.0497(6) Uani d . 1 . . C
H25 0.5200 0.4981 0.7483 0.060 Uiso calc R 1 . . H
C26 0.0840(3) 0.65840(19) 0.75022(17) 0.0529(7) Uani d . 1 . . C
H26 -0.0247 0.6630 0.7296 0.063 Uiso calc R 1 . . H
C27 0.2976(3) 0.52262(18) 0.72569(15) 0.0460(6) Uani d . 1 . . C
C28 0.1444(3) 0.56938(18) 0.71969(16) 0.0467(6) Uani d . 1 . . C
C29 0.0578(3) 0.46834(17) 0.66123(16) 0.0468(6) Uani d . 1 . . C
H29 0.0261 0.4882 0.5954 0.056 Uiso calc R 1 . . H
C30 0.2216(3) 0.41000(18) 0.68271(16) 0.0468(6) Uani d . 1 . . C
H30 0.2281 0.3550 0.7316 0.056 Uiso calc R 1 . . H
C31 0.2619(3) 0.35692(19) 0.60028(17) 0.0470(6) Uani d . 1 . . C
C32 0.3106(3) 0.4200(2) 0.53582(19) 0.0644(8) Uani d . 1 . . C
H32 0.3280 0.4971 0.5459 0.077 Uiso calc R 1 . . H
C33 0.3342(3) 0.3704(3) 0.4562(2) 0.0774(9) Uani d . 1 . . C
H33 0.3671 0.4141 0.4133 0.093 Uiso calc R 1 . . H
C34 0.3091(3) 0.2573(3) 0.4410(2) 0.0745(9) Uani d . 1 . . C
H34 0.3253 0.2238 0.3876 0.089 Uiso calc R 1 . . H
C35 0.2604(4) 0.1933(2) 0.5038(2) 0.0726(8) Uani d . 1 . . C
H35 0.2434 0.1162 0.4934 0.087 Uiso calc R 1 . . H
C36 0.2363(3) 0.2430(2) 0.58256(18) 0.0604(7) Uani d . 1 . . C
H36 0.2022 0.1988 0.6248 0.073 Uiso calc R 1 . . H
C37 -0.0756(3) 0.40386(18) 0.68415(17) 0.0453(6) Uani d . 1 . . C
C39 -0.2969(4) 0.2726(2) 0.6361(2) 0.0817(9) Uani d . 1 . . C
H39 -0.3657 0.2289 0.5892 0.098 Uiso calc R 1 . . H
C40 -0.3131(3) 0.2713(2) 0.7250(3) 0.0715(8) Uani d . 1 . . C
H40 -0.3931 0.2277 0.7387 0.086 Uiso calc R 1 . . H
C41 -0.2108(3) 0.3348(2) 0.7930(2) 0.0694(8) Uani d . 1 . . C
H41 -0.2199 0.3335 0.8537 0.083 Uiso calc R 1 . . H
C42 -0.0932(3) 0.4011(2) 0.77284(19) 0.0620(7) Uani d . 1 . . C
H42 -0.0250 0.4446 0.8201 0.074 Uiso calc R 1 . . H
C38 -0.1786(3) 0.3385(2) 0.61564(19) 0.0668(8) Uani d . 1 . . C
H38 -0.1687 0.3386 0.5550 0.080 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
N1 0.0495(13) 0.0440(12) 0.0485(12) -0.0040(10) 0.0073(10) -0.0013(10)
N2 0.0553(13) 0.0389(12) 0.0563(13) 0.0008(10) 0.0086(11) -0.0088(10)
C1 0.0478(15) 0.0496(15) 0.0409(14) -0.0023(12) 0.0105(13) -0.0015(12)
C2 0.0553(17) 0.0484(15) 0.0465(15) -0.0060(13) 0.0176(13) -0.0088(12)
C3 0.0684(19) 0.0610(17) 0.0598(18) -0.0202(16) 0.0183(16) -0.0183(15)
C4 0.0533(18) 0.082(2) 0.0635(19) -0.0075(17) 0.0067(15) -0.0113(17)
C5 0.0552(18) 0.080(2) 0.0644(19) 0.0001(16) 0.0056(15) -0.0001(16)
C6 0.0577(17) 0.0553(16) 0.0614(18) -0.0045(14) 0.0097(15) -0.0020(14)
C7 0.0576(17) 0.0446(15) 0.0496(16) 0.0022(13) 0.0161(14) 0.0015(13)
C8 0.0616(18) 0.0436(15) 0.0555(16) -0.0031(13) 0.0198(14) -0.0069(13)
C9 0.088(2) 0.0449(17) 0.087(2) -0.0061(15) 0.0212(19) -0.0005(16)
C10 0.099(3) 0.0509(18) 0.101(3) 0.0047(18) 0.010(2) 0.0172(18)
C11 0.084(2) 0.069(2) 0.080(2) 0.0088(18) 0.0058(18) 0.0220(17)
C12 0.0647(19) 0.0588(18) 0.0572(17) -0.0025(14) 0.0104(15) 0.0066(14)
C13 0.0446(15) 0.0495(15) 0.0523(16) 0.0002(12) 0.0158(13) -0.0012(13)
C14 0.0517(16) 0.0541(16) 0.0592(18) -0.0110(13) 0.0225(14) -0.0124(14)
C15 0.0631(19) 0.072(2) 0.0650(19) -0.0270(16) 0.0183(16) -0.0159(16)
C16 0.069(2) 0.094(2) 0.0549(18) -0.0216(19) 0.0108(15) 0.0068(18)
C17 0.0635(19) 0.078(2) 0.0602(19) -0.0056(16) 0.0178(16) 0.0127(16)
C18 0.0628(18) 0.0578(17) 0.0570(17) 0.0002(14) 0.0169(15) 0.0007(14)
C19 0.0516(16) 0.0385(14) 0.0685(18) 0.0027(13) 0.0181(15) -0.0058(14)
C20 0.0501(16) 0.0425(15) 0.0703(18) -0.0058(13) 0.0218(14) -0.0111(14)
C21 0.073(2) 0.0508(18) 0.094(2) -0.0071(15) 0.0317(19) -0.0155(17)
C22 0.090(2) 0.0415(17) 0.124(3) 0.0077(17) 0.039(2) -0.0053(19)
C23 0.077(2) 0.0542(19) 0.107(3) 0.0102(16) 0.0169(19) 0.0052(18)
C24 0.0612(18) 0.0502(17) 0.078(2) 0.0031(14) 0.0053(16) -0.0051(15)
C25 0.0521(17) 0.0432(15) 0.0504(15) -0.0011(12) 0.0083(13) 0.0018(12)
C26 0.0501(16) 0.0424(14) 0.0613(17) -0.0012(12) 0.0074(13) -0.0026(13)
C27 0.0497(17) 0.0397(13) 0.0451(15) -0.0013(12) 0.0071(12) 0.0003(11)
C28 0.0497(15) 0.0368(13) 0.0492(15) -0.0012(12) 0.0066(12) -0.0021(11)
C29 0.0523(16) 0.0387(13) 0.0456(14) 0.0009(12) 0.0068(12) -0.0011(11)
C30 0.0519(15) 0.0374(13) 0.0482(15) -0.0004(11) 0.0086(12) 0.0014(11)
C31 0.0454(15) 0.0424(14) 0.0512(15) 0.0011(11) 0.0097(12) -0.0013(12)
C32 0.073(2) 0.0548(17) 0.0679(19) -0.0080(14) 0.0243(16) -0.0042(15)
C33 0.073(2) 0.095(2) 0.067(2) -0.0156(18) 0.0279(17) -0.0076(18)
C34 0.0633(19) 0.097(2) 0.059(2) 0.0024(17) 0.0107(16) -0.0266(19)
C35 0.086(2) 0.0551(18) 0.068(2) 0.0097(16) 0.0049(17) -0.0167(16)
C36 0.075(2) 0.0431(16) 0.0605(18) 0.0028(13) 0.0129(15) -0.0021(13)
C37 0.0440(15) 0.0367(13) 0.0511(16) 0.0006(11) 0.0058(12) -0.0009(11)
C39 0.072(2) 0.069(2) 0.088(3) -0.0262(17) 0.0006(19) -0.0096(17)
C40 0.0556(18) 0.0548(18) 0.105(3) -0.0069(14) 0.0240(19) 0.0045(18)
C41 0.071(2) 0.0654(18) 0.077(2) -0.0054(16) 0.0296(17) -0.0007(16)
C42 0.0616(18) 0.0624(17) 0.0601(19) -0.0132(14) 0.0160(15) -0.0084(14)
C38 0.073(2) 0.0643(17) 0.0539(17) -0.0178(16) 0.0035(15) -0.0039(14)
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'
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 C25 . . 127.7(2) yes
C7 N1 C1 . . 107.61(18) yes
C25 N1 C1 . . 123.7(2) yes
C19 N2 C26 . . 123.1(2) yes
C19 N2 C13 . . 107.95(19) yes
C26 N2 C13 . . 128.1(2) yes
C6 C1 C2 . . 122.1(2) ?
C6 C1 N1 . . 128.4(2) ?
C2 C1 N1 . . 109.5(2) ?
C3 C2 C1 . . 118.9(2) ?
C3 C2 C8 . . 134.3(2) ?
C1 C2 C8 . . 106.7(2) ?
C4 C3 C2 . . 119.4(2) ?
C4 C3 H3 . . 120.3 ?
C2 C3 H3 . . 120.3 ?
C3 C4 C5 . . 120.5(3) ?
C3 C4 H4 . . 119.8 ?
C5 C4 H4 . . 119.8 ?
C6 C5 C4 . . 121.6(3) ?
C6 C5 H5 . . 119.2 ?
C4 C5 H5 . . 119.2 ?
C1 C6 C5 . . 117.5(2) ?
C1 C6 H6 . . 121.2 ?
C5 C6 H6 . . 121.2 ?
C12 C7 N1 . . 129.3(2) ?
C12 C7 C8 . . 122.1(2) ?
N1 C7 C8 . . 108.5(2) ?
C9 C8 C7 . . 118.6(2) ?
C9 C8 C2 . . 133.6(2) ?
C7 C8 C2 . . 107.7(2) ?
C10 C9 C8 . . 120.0(3) ?
C10 C9 H9 . . 120.0 ?
C8 C9 H9 . . 120.0 ?
C9 C10 C11 . . 120.6(3) ?
C9 C10 H10 . . 119.7 ?
C11 C10 H10 . . 119.7 ?
C12 C11 C10 . . 121.6(3) ?
C12 C11 H11 . . 119.2 ?
C10 C11 H11 . . 119.2 ?
C11 C12 C7 . . 117.0(3) ?
C11 C12 H12 . . 121.5 ?
C7 C12 H12 . . 121.5 ?
C18 C13 C14 . . 122.1(2) ?
C18 C13 N2 . . 129.3(2) ?
C14 C13 N2 . . 108.6(2) ?
C15 C14 C13 . . 118.7(3) ?
C15 C14 C20 . . 134.3(2) ?
C13 C14 C20 . . 106.9(2) ?
C16 C15 C14 . . 119.5(3) ?
C16 C15 H15 . . 120.2 ?
C14 C15 H15 . . 120.2 ?
C15 C16 C17 . . 120.2(3) ?
C15 C16 H16 . . 119.9 ?
C17 C16 H16 . . 119.9 ?
C18 C17 C16 . . 122.2(3) ?
C18 C17 H17 . . 118.9 ?
C16 C17 H17 . . 118.9 ?
C17 C18 C13 . . 117.3(3) ?
C17 C18 H18 . . 121.4 ?
C13 C18 H18 . . 121.4 ?
C24 C19 C20 . . 122.4(2) ?
C24 C19 N2 . . 128.0(2) ?
C20 C19 N2 . . 109.6(2) ?
C19 C20 C21 . . 119.0(3) ?
C19 C20 C14 . . 107.0(2) ?
C21 C20 C14 . . 134.0(3) ?
C22 C21 C20 . . 119.0(3) ?
C22 C21 H21 . . 120.5 ?
C20 C21 H21 . . 120.5 ?
C21 C22 C23 . . 121.2(3) ?
C21 C22 H22 . . 119.4 ?
C23 C22 H22 . . 119.4 ?
C22 C23 C24 . . 121.1(3) ?
C22 C23 H23 . . 119.4 ?
C24 C23 H23 . . 119.4 ?
C19 C24 C23 . . 117.2(3) ?
C19 C24 H24 . . 121.4 ?
C23 C24 H24 . . 121.4 ?
C27 C25 N1 . . 127.1(2) yes
C27 C25 H25 . . 116.5 ?
N1 C25 H25 . . 116.5 ?
C28 C26 N2 . . 127.5(2) yes
C28 C26 H26 . . 116.3 ?
N2 C26 H26 . . 116.3 ?
C25 C27 C28 . . 139.9(2) yes
C25 C27 C30 . . 127.8(2) yes
C28 C27 C30 . . 92.11(18) yes
C26 C28 C27 . . 139.7(2) yes
C26 C28 C29 . . 128.5(2) yes
C27 C28 C29 . . 91.72(17) yes
C37 C29 C28 . . 123.0(2) ?
C37 C29 C30 . . 116.77(18) ?
C28 C29 C30 . . 87.61(17) yes
C37 C29 H29 . . 109.2 ?
C28 C29 H29 . . 109.2 ?
C30 C29 H29 . . 109.2 ?
C31 C30 C27 . . 121.6(2) ?
C31 C30 C29 . . 115.92(19) ?
C27 C30 C29 . . 87.16(16) yes
C31 C30 H30 . . 110.0 ?
C27 C30 H30 . . 110.0 ?
C29 C30 H30 . . 110.0 ?
C32 C31 C36 . . 117.8(2) ?
C32 C31 C30 . . 121.9(2) ?
C36 C31 C30 . . 120.0(2) ?
C31 C32 C33 . . 121.0(3) ?
C31 C32 H32 . . 119.5 ?
C33 C32 H32 . . 119.5 ?
C34 C33 C32 . . 119.9(3) ?
C34 C33 H33 . . 120.1 ?
C32 C33 H33 . . 120.1 ?
C35 C34 C33 . . 120.1(3) ?
C35 C34 H34 . . 119.9 ?
C33 C34 H34 . . 119.9 ?
C34 C35 C36 . . 119.8(3) ?
C34 C35 H35 . . 120.1 ?
C36 C35 H35 . . 120.1 ?
C35 C36 C31 . . 121.4(3) ?
C35 C36 H36 . . 119.3 ?
C31 C36 H36 . . 119.3 ?
C42 C37 C38 . . 118.1(2) ?
C42 C37 C29 . . 122.4(2) ?
C38 C37 C29 . . 119.4(2) ?
C40 C39 C38 . . 120.4(3) ?
C40 C39 H39 . . 119.8 ?
C38 C39 H39 . . 119.8 ?
C41 C40 C39 . . 119.1(3) ?
C41 C40 H40 . . 120.5 ?
C39 C40 H40 . . 120.5 ?
C40 C41 C42 . . 120.8(3) ?
C40 C41 H41 . . 119.6 ?
C42 C41 H41 . . 119.6 ?
C37 C42 C41 . . 121.0(2) ?
C37 C42 H42 . . 119.5 ?
C41 C42 H42 . . 119.5 ?
C37 C38 C39 . . 120.7(3) ?
C37 C38 H38 . . 119.7 ?
C39 C38 H38 . . 119.7 ?
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
N1 C7 . 1.398(3) ?
N1 C25 . 1.403(3) yes
N1 C1 . 1.406(3) ?
N2 C19 . 1.390(3) ?
N2 C26 . 1.400(3) yes
N2 C13 . 1.404(3) ?
C1 C6 . 1.375(3) ?
C1 C2 . 1.395(3) ?
C2 C3 . 1.391(3) ?
C2 C8 . 1.434(3) ?
C3 C4 . 1.369(4) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.383(4) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.378(3) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 C12 . 1.391(3) ?
C7 C8 . 1.408(3) ?
C8 C9 . 1.388(3) ?
C9 C10 . 1.363(4) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.394(4) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.381(4) ?
C11 H11 . 0.9300 ?
C12 H12 . 0.9300 ?
C13 C18 . 1.380(3) ?
C13 C14 . 1.402(3) ?
C14 C15 . 1.391(3) ?
C14 C20 . 1.448(3) ?
C15 C16 . 1.375(4) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.380(4) ?
C16 H16 . 0.9300 ?
C17 C18 . 1.376(3) ?
C17 H17 . 0.9300 ?
C18 H18 . 0.9300 ?
C19 C24 . 1.383(3) ?
C19 C20 . 1.389(3) ?
C20 C21 . 1.391(3) ?
C21 C22 . 1.373(4) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.377(4) ?
C22 H22 . 0.9300 ?
C23 C24 . 1.387(3) ?
C23 H23 . 0.9300 ?
C24 H24 . 0.9300 ?
C25 C27 . 1.333(3) yes
C25 H25 . 0.9300 ?
C26 C28 . 1.332(3) yes
C26 H26 . 0.9300 ?
C27 C28 . 1.463(3) yes
C27 C30 . 1.530(3) yes
C28 C29 . 1.528(3) yes
C29 C37 . 1.500(3) ?
C29 C30 . 1.585(3) yes
C29 H29 . 0.9800 ?
C30 C31 . 1.503(3) ?
C30 H30 . 0.9800 ?
C31 C32 . 1.376(3) ?
C31 C36 . 1.379(3) ?
C32 C33 . 1.384(4) ?
C32 H32 . 0.9300 ?
C33 C34 . 1.365(4) ?
C33 H33 . 0.9300 ?
C34 C35 . 1.363(4) ?
C34 H34 . 0.9300 ?
C35 C36 . 1.376(3) ?
C35 H35 . 0.9300 ?
C36 H36 . 0.9300 ?
C37 C42 . 1.371(3) ?
C37 C38 . 1.378(3) ?
C39 C40 . 1.369(4) ?
C39 C38 . 1.386(4) ?
C39 H39 . 0.9300 ?
C40 C41 . 1.358(4) ?
C40 H40 . 0.9300 ?
C41 C42 . 1.381(3) ?
C41 H41 . 0.9300 ?
C42 H42 . 0.9300 ?
C38 H38 . 0.9300 ?
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 . . . . -178.3(2) ?
C25 N1 C1 C6 . . . . -9.1(4) ?
C7 N1 C1 C2 . . . . 2.3(3) ?
C25 N1 C1 C2 . . . . 171.5(2) ?
C6 C1 C2 C3 . . . . 0.2(4) ?
N1 C1 C2 C3 . . . . 179.6(2) ?
C6 C1 C2 C8 . . . . 179.1(2) ?
N1 C1 C2 C8 . . . . -1.4(3) ?
C1 C2 C3 C4 . . . . -0.2(4) ?
C8 C2 C3 C4 . . . . -178.8(3) ?
C2 C3 C4 C5 . . . . 0.4(4) ?
C3 C4 C5 C6 . . . . -0.5(4) ?
C2 C1 C6 C5 . . . . -0.3(4) ?
N1 C1 C6 C5 . . . . -179.6(2) ?
C4 C5 C6 C1 . . . . 0.5(4) ?
C25 N1 C7 C12 . . . . 4.5(4) ?
C1 N1 C7 C12 . . . . 173.2(2) ?
C25 N1 C7 C8 . . . . -170.9(2) ?
C1 N1 C7 C8 . . . . -2.2(3) ?
C12 C7 C8 C9 . . . . 1.4(4) ?
N1 C7 C8 C9 . . . . 177.3(2) ?
C12 C7 C8 C2 . . . . -174.5(2) ?
N1 C7 C8 C2 . . . . 1.4(3) ?
C3 C2 C8 C9 . . . . 3.7(5) ?
C1 C2 C8 C9 . . . . -175.0(3) ?
C3 C2 C8 C7 . . . . 178.8(3) ?
C1 C2 C8 C7 . . . . 0.0(3) ?
C7 C8 C9 C10 . . . . -1.1(4) ?
C2 C8 C9 C10 . . . . 173.6(3) ?
C8 C9 C10 C11 . . . . -0.1(5) ?
C9 C10 C11 C12 . . . . 0.9(5) ?
C10 C11 C12 C7 . . . . -0.6(4) ?
N1 C7 C12 C11 . . . . -175.5(3) ?
C8 C7 C12 C11 . . . . -0.6(4) ?
C19 N2 C13 C18 . . . . 175.4(2) ?
C26 N2 C13 C18 . . . . 5.8(4) ?
C19 N2 C13 C14 . . . . -1.4(3) ?
C26 N2 C13 C14 . . . . -171.0(2) ?
C18 C13 C14 C15 . . . . 1.7(4) ?
N2 C13 C14 C15 . . . . 178.8(2) ?
C18 C13 C14 C20 . . . . -175.6(2) ?
N2 C13 C14 C20 . . . . 1.5(3) ?
C13 C14 C15 C16 . . . . 0.6(4) ?
C20 C14 C15 C16 . . . . 177.0(3) ?
C14 C15 C16 C17 . . . . -1.8(4) ?
C15 C16 C17 C18 . . . . 0.9(4) ?
C16 C17 C18 C13 . . . . 1.3(4) ?
C14 C13 C18 C17 . . . . -2.6(4) ?
N2 C13 C18 C17 . . . . -179.0(2) ?
C26 N2 C19 C24 . . . . -9.1(4) ?
C13 N2 C19 C24 . . . . -179.3(2) ?
C26 N2 C19 C20 . . . . 171.0(2) ?
C13 N2 C19 C20 . . . . 0.8(3) ?
C24 C19 C20 C21 . . . . 0.8(4) ?
N2 C19 C20 C21 . . . . -179.3(2) ?
C24 C19 C20 C14 . . . . -179.8(2) ?
N2 C19 C20 C14 . . . . 0.1(3) ?
C15 C14 C20 C19 . . . . -177.7(3) ?
C13 C14 C20 C19 . . . . -1.0(3) ?
C15 C14 C20 C21 . . . . 1.6(5) ?
C13 C14 C20 C21 . . . . 178.3(3) ?
C19 C20 C21 C22 . . . . -0.1(4) ?
C14 C20 C21 C22 . . . . -179.2(3) ?
C20 C21 C22 C23 . . . . -0.3(5) ?
C21 C22 C23 C24 . . . . 0.0(5) ?
C20 C19 C24 C23 . . . . -1.2(4) ?
N2 C19 C24 C23 . . . . 178.9(2) ?
C22 C23 C24 C19 . . . . 0.8(4) ?
C7 N1 C25 C27 . . . . -49.4(4) ?
C1 N1 C25 C27 . . . . 143.6(2) ?
C19 N2 C26 C28 . . . . 140.4(3) ?
C13 N2 C26 C28 . . . . -51.5(4) ?
N1 C25 C27 C28 . . . . -3.9(5) ?
N1 C25 C27 C30 . . . . 170.0(2) ?
N2 C26 C28 C27 . . . . -2.7(5) ?
N2 C26 C28 C29 . . . . 174.6(2) ?
C25 C27 C28 C26 . . . . -16.1(6) ?
C30 C27 C28 C26 . . . . 168.6(3) ?
C25 C27 C28 C29 . . . . 166.0(3) ?
C30 C27 C28 C29 . . . . -9.26(18) ?
C26 C28 C29 C37 . . . . -48.6(4) ?
C27 C28 C29 C37 . . . . 129.6(2) ?
C26 C28 C29 C30 . . . . -169.3(3) ?
C27 C28 C29 C30 . . . . 8.93(17) ?
C25 C27 C30 C31 . . . . -48.3(3) ?
C28 C27 C30 C31 . . . . 127.8(2) ?
C25 C27 C30 C29 . . . . -167.2(2) ?
C28 C27 C30 C29 . . . . 8.93(17) ?
C37 C29 C30 C31 . . . . 101.3(2) ?
C28 C29 C30 C31 . . . . -132.6(2) ?
C37 C29 C30 C27 . . . . -134.6(2) ?
C28 C29 C30 C27 . . . . -8.55(17) ?
C27 C30 C31 C32 . . . . -28.2(3) ?
C29 C30 C31 C32 . . . . 75.4(3) ?
C27 C30 C31 C36 . . . . 158.0(2) ?
C29 C30 C31 C36 . . . . -98.5(3) ?
C36 C31 C32 C33 . . . . -0.4(4) ?
C30 C31 C32 C33 . . . . -174.4(2) ?
C31 C32 C33 C34 . . . . -0.1(4) ?
C32 C33 C34 C35 . . . . 0.2(4) ?
C33 C34 C35 C36 . . . . 0.1(4) ?
C34 C35 C36 C31 . . . . -0.6(4) ?
C32 C31 C36 C35 . . . . 0.7(4) ?
C30 C31 C36 C35 . . . . 174.9(2) ?
C28 C29 C37 C42 . . . . -24.8(3) ?
C30 C29 C37 C42 . . . . 81.0(3) ?
C28 C29 C37 C38 . . . . 159.8(2) ?
C30 C29 C37 C38 . . . . -94.4(3) ?
C38 C39 C40 C41 . . . . -0.6(4) ?
C39 C40 C41 C42 . . . . 1.0(4) ?
C38 C37 C42 C41 . . . . 0.0(4) ?
C29 C37 C42 C41 . . . . -175.4(2) ?
C40 C41 C42 C37 . . . . -0.7(4) ?
C42 C37 C38 C39 . . . . 0.3(4) ?
C29 C37 C38 C39 . . . . 175.9(2) ?
C40 C39 C38 C37 . . . . 0.0(4) ?