#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/95/2229594.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_2229594
loop_
_publ_author_name
'Schmitt, Volker'
'Schollmeyer, Dieter'
'Detert, Heiner'
_publ_section_title
;
 2,5-Bis{2,2-bis[4-(dimethylamino)phenyl]ethenyl}-N,N'-diphenyl-N,N'-dipropylbenzene-1,4-diamine
;
_journal_coeditor_code           BT5488
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o876
_journal_paper_doi               10.1107/S160053681100910X
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C60 H68 N6'
_chemical_formula_moiety         'C60 H68 N6'
_chemical_formula_sum            'C60 H68 N6'
_chemical_formula_weight         873.20
_chemical_melting_point          487
_chemical_name_systematic
;
2,5-Bis{2,2-bis[4-(dimethylamino)phenyl]ethenyl}-
N,N'-diphenyl-N,N'-dipropylbenzene-1,4-diamine
;
_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                 107.60(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.485(9)
_cell_length_b                   12.0782(16)
_cell_length_c                   21.108(9)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      42
_cell_measurement_theta_min      25
_cell_volume                     4978(3)
_computing_cell_refinement       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction        'Corinc (Dräger & Gattow, 1971)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0640
_diffrn_reflns_av_sigmaI/netI    0.0386
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            4859
_diffrn_reflns_theta_full        69.94
_diffrn_reflns_theta_max         69.94
_diffrn_reflns_theta_min         4.30
_diffrn_standards_decay_%        2
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.520
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.165
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1880
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.223
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         4720
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.1013
_refine_ls_R_factor_gt           0.0741
_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/[σ²(Fo²)+(0.1466P)²+0.3409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.2158
_refine_ls_wR_factor_ref         0.2320
_reflns_number_gt                3352
_reflns_number_total             4720
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt5488.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2229594
_cod_database_fobs_code          2229594
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
C C1 0.21619(12) 0.6465(2) 0.48219(12) 0.0467(6) Uani d . 1 . .
C C2 0.28093(12) 0.6668(2) 0.47567(12) 0.0483(6) Uani d . 1 . .
H H2 0.3025 0.6096 0.4584 0.058 Uiso calc R 1 . .
C C3 0.18502(12) 0.7339(2) 0.50685(12) 0.0462(6) Uani d . 1 . .
C C4 0.18219(12) 0.5391(2) 0.46690(12) 0.0469(6) Uani d . 1 . .
H H4 0.1543 0.5189 0.4937 0.056 Uiso calc R 1 . .
C C5 0.18481(12) 0.4645(2) 0.41993(11) 0.0440(5) Uani d . 1 . .
C C6 0.21911(11) 0.4822(2) 0.36801(11) 0.0430(5) Uani d . 1 . .
C C7 0.26348(12) 0.4027(2) 0.35679(12) 0.0463(6) Uani d . 1 . .
H H7 0.2729 0.3386 0.3841 0.056 Uiso calc R 1 . .
C C8 0.29436(13) 0.4136(2) 0.30741(13) 0.0500(6) Uani d . 1 . .
H H8 0.3254 0.3583 0.3025 0.060 Uiso calc R 1 . .
C C9 0.28079(12) 0.5045(2) 0.26460(12) 0.0475(6) Uani d . 1 . .
C C10 0.23708(13) 0.5856(2) 0.27643(13) 0.0485(6) Uani d . 1 . .
H H10 0.2276 0.6498 0.2492 0.058 Uiso calc R 1 . .
C C11 0.20742(13) 0.5744(2) 0.32659(12) 0.0490(6) Uani d . 1 . .
H H11 0.1781 0.6314 0.3331 0.059 Uiso calc R 1 . .
N N12 0.30968(12) 0.5151(2) 0.21328(11) 0.0596(6) Uani d . 1 . .
C C13 0.34078(19) 0.4193(3) 0.19338(18) 0.0781(10) Uani d . 1 . .
H H13A 0.3765 0.3900 0.2318 0.117 Uiso calc R 1 . .
H H13B 0.3611 0.4405 0.1587 0.117 Uiso calc R 1 . .
H H13C 0.3058 0.3624 0.1761 0.117 Uiso calc R 1 . .
C C14 0.28180(17) 0.5965(3) 0.16197(16) 0.0688(8) Uani d . 1 . .
H H14A 0.2329 0.5822 0.1412 0.103 Uiso calc R 1 . .
H H14B 0.3057 0.5919 0.1283 0.103 Uiso calc R 1 . .
H H14C 0.2879 0.6707 0.1817 0.103 Uiso calc R 1 . .
C C15 0.14780(12) 0.3576(2) 0.41640(11) 0.0442(5) Uani d . 1 . .
C C16 0.15885(13) 0.2878(2) 0.47074(12) 0.0498(6) Uani d . 1 . .
H H16 0.1926 0.3070 0.5111 0.060 Uiso calc R 1 . .
C C17 0.12212(14) 0.1909(2) 0.46776(14) 0.0549(7) Uani d . 1 . .
H H17 0.1316 0.1446 0.5059 0.066 Uiso calc R 1 . .
C C18 0.07141(12) 0.1598(2) 0.40984(14) 0.0510(6) Uani d . 1 . .
C C19 0.06118(13) 0.2285(2) 0.35475(14) 0.0542(6) Uani d . 1 . .
H H19 0.0276 0.2093 0.3142 0.065 Uiso calc R 1 . .
C C20 0.09921(14) 0.3244(2) 0.35803(13) 0.0512(6) Uani d . 1 . .
H H20 0.0918 0.3686 0.3193 0.061 Uiso calc R 1 . .
N N21 0.03150(13) 0.0666(2) 0.40884(14) 0.0673(7) Uani d . 1 . .
C C22 -0.01593(18) 0.0313(3) 0.34656(19) 0.0805(10) Uani d . 1 . .
H H22A -0.0489 0.0907 0.3285 0.121 Uiso calc R 1 . .
H H22B -0.0404 -0.0349 0.3539 0.121 Uiso calc R 1 . .
H H22C 0.0093 0.0140 0.3151 0.121 Uiso calc R 1 . .
C C23 0.0580(2) -0.0200(3) 0.4572(2) 0.0881(11) Uani d . 1 . .
H H23A 0.1007 -0.0488 0.4518 0.132 Uiso calc R 1 . .
H H23B 0.0243 -0.0799 0.4503 0.132 Uiso calc R 1 . .
H H23C 0.0668 0.0102 0.5021 0.132 Uiso calc R 1 . .
N N24 0.11885(10) 0.7210(2) 0.51472(10) 0.0497(5) Uani d . 1 . .
C C25 0.06185(12) 0.6998(2) 0.46013(12) 0.0486(6) Uani d . 1 . .
C C26 0.06600(15) 0.7106(3) 0.39625(14) 0.0683(9) Uani d . 1 . .
H H26 0.1082 0.7313 0.3897 0.082 Uiso calc R 1 . .
C C27 0.0099(2) 0.6919(5) 0.34216(18) 0.1160(19) Uani d . 1 . .
H H27 0.0141 0.6985 0.2987 0.139 Uiso calc R 1 . .
C C28 -0.0521(2) 0.6637(5) 0.3498(2) 0.124(2) Uani d . 1 . .
H H28 -0.0910 0.6514 0.3122 0.149 Uiso calc R 1 . .
C C29 -0.05672(18) 0.6539(4) 0.4124(2) 0.0959(14) Uani d . 1 . .
H H29 -0.0996 0.6355 0.4183 0.115 Uiso calc R 1 . .
C C30 -0.00108(14) 0.6698(3) 0.46759(16) 0.0609(7) Uani d . 1 . .
H H30 -0.0055 0.6604 0.5108 0.073 Uiso calc R 1 . .
C C31 0.11212(13) 0.7389(2) 0.58080(13) 0.0540(6) Uani d . 1 . .
H H31A 0.0648 0.7633 0.5765 0.065 Uiso calc R 1 . .
H H31B 0.1438 0.7987 0.6033 0.065 Uiso calc R 1 . .
C C32 0.1277(2) 0.6363(4) 0.62248(18) 0.0875(12) Uani d . 1 . .
H H32A 0.1751 0.6121 0.6271 0.105 Uiso calc R 1 . .
H H32B 0.0962 0.5764 0.5999 0.105 Uiso calc R 1 . .
C C33 0.1201(2) 0.6556(4) 0.69168(17) 0.0960(14) Uani d . 1 . .
H H33A 0.1442 0.7236 0.7107 0.144 Uiso calc R 1 . .
H H33B 0.1398 0.5927 0.7205 0.144 Uiso calc R 1 . .
H H33C 0.0715 0.6627 0.6881 0.144 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 0.0181 0.0091 '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 0.0311 0.0180 '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
C2 C1 C3 . . 117.0(2) ?
C2 C1 C4 . . 122.5(2) ?
C3 C1 C4 . . 120.4(2) ?
C3 C2 C1 7_566 . 123.0(2) ?
C3 C2 H2 7_566 . 118.5 ?
C1 C2 H2 . . 118.5 ?
C2 C3 C1 7_566 . 120.0(2) ?
C2 C3 N24 7_566 . 119.1(2) ?
C1 C3 N24 . . 120.9(2) ?
C5 C4 C1 . . 129.1(2) ?
C5 C4 H4 . . 115.4 ?
C1 C4 H4 . . 115.4 ?
C4 C5 C6 . . 125.2(2) ?
C4 C5 C15 . . 118.8(2) ?
C6 C5 C15 . . 115.8(2) ?
C7 C6 C11 . . 116.3(2) ?
C7 C6 C5 . . 120.3(2) ?
C11 C6 C5 . . 123.3(2) ?
C8 C7 C6 . . 122.3(2) ?
C8 C7 H7 . . 118.8 ?
C6 C7 H7 . . 118.8 ?
C7 C8 C9 . . 121.2(2) ?
C7 C8 H8 . . 119.4 ?
C9 C8 H8 . . 119.4 ?
N12 C9 C8 . . 121.9(2) ?
N12 C9 C10 . . 121.4(2) ?
C8 C9 C10 . . 116.6(2) ?
C11 C10 C9 . . 121.6(2) ?
C11 C10 H10 . . 119.2 ?
C9 C10 H10 . . 119.2 ?
C10 C11 C6 . . 122.0(2) ?
C10 C11 H11 . . 119.0 ?
C6 C11 H11 . . 119.0 ?
C9 N12 C13 . . 118.9(2) ?
C9 N12 C14 . . 118.8(2) ?
C13 N12 C14 . . 115.9(2) ?
N12 C13 H13A . . 109.5 ?
N12 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
N12 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
N12 C14 H14A . . 109.5 ?
N12 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
N12 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C16 C15 C20 . . 116.8(2) ?
C16 C15 C5 . . 122.3(2) ?
C20 C15 C5 . . 120.9(2) ?
C17 C16 C15 . . 121.8(2) ?
C17 C16 H16 . . 119.1 ?
C15 C16 H16 . . 119.1 ?
C16 C17 C18 . . 121.3(2) ?
C16 C17 H17 . . 119.4 ?
C18 C17 H17 . . 119.4 ?
N21 C18 C19 . . 122.1(3) ?
N21 C18 C17 . . 120.7(3) ?
C19 C18 C17 . . 117.1(2) ?
C20 C19 C18 . . 121.1(2) ?
C20 C19 H19 . . 119.5 ?
C18 C19 H19 . . 119.5 ?
C19 C20 C15 . . 121.8(2) ?
C19 C20 H20 . . 119.1 ?
C15 C20 H20 . . 119.1 ?
C18 N21 C22 . . 119.0(3) ?
C18 N21 C23 . . 118.8(3) ?
C22 N21 C23 . . 115.7(3) ?
N21 C22 H22A . . 109.5 ?
N21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
N21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
N21 C23 H23A . . 109.5 ?
N21 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
N21 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C25 N24 C3 . . 120.86(19) ?
C25 N24 C31 . . 121.3(2) ?
C3 N24 C31 . . 117.7(2) ?
C26 C25 C30 . . 117.8(3) ?
C26 C25 N24 . . 120.4(2) ?
C30 C25 N24 . . 121.8(2) ?
C27 C26 C25 . . 120.9(3) ?
C27 C26 H26 . . 119.6 ?
C25 C26 H26 . . 119.6 ?
C28 C27 C26 . . 121.1(4) ?
C28 C27 H27 . . 119.5 ?
C26 C27 H27 . . 119.5 ?
C29 C28 C27 . . 118.4(3) ?
C29 C28 H28 . . 120.8 ?
C27 C28 H28 . . 120.8 ?
C28 C29 C30 . . 121.9(4) ?
C28 C29 H29 . . 119.1 ?
C30 C29 H29 . . 119.1 ?
C29 C30 C25 . . 120.0(3) ?
C29 C30 H30 . . 120.0 ?
C25 C30 H30 . . 120.0 ?
N24 C31 C32 . . 112.0(3) ?
N24 C31 H31A . . 109.2 ?
C32 C31 H31A . . 109.2 ?
N24 C31 H31B . . 109.2 ?
C32 C31 H31B . . 109.2 ?
H31A C31 H31B . . 107.9 ?
C31 C32 C33 . . 111.7(3) ?
C31 C32 H32A . . 109.3 ?
C33 C32 H32A . . 109.3 ?
C31 C32 H32B . . 109.3 ?
C33 C32 H32B . . 109.3 ?
H32A C32 H32B . . 107.9 ?
C32 C33 H33A . . 109.5 ?
C32 C33 H33B . . 109.5 ?
H33A C33 H33B . . 109.5 ?
C32 C33 H33C . . 109.5 ?
H33A C33 H33C . . 109.5 ?
H33B C33 H33C . . 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
C1 C2 . 1.396(3) ?
C1 C3 . 1.412(3) ?
C1 C4 . 1.461(4) ?
C2 C3 7_566 1.380(4) ?
C2 H2 . 0.9500 ?
C3 C2 7_566 1.380(4) ?
C3 N24 . 1.423(3) ?
C4 C5 . 1.353(3) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.485(3) ?
C5 C15 . 1.487(3) ?
C6 C7 . 1.391(3) ?
C6 C11 . 1.391(4) ?
C7 C8 . 1.380(4) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.395(4) ?
C8 H8 . 0.9500 ?
C9 N12 . 1.388(3) ?
C9 C10 . 1.399(4) ?
C10 C11 . 1.377(4) ?
C10 H10 . 0.9500 ?
C11 H11 . 0.9500 ?
N12 C13 . 1.443(4) ?
N12 C14 . 1.447(4) ?
C13 H13A . 0.9800 ?
C13 H13B . 0.9800 ?
C13 H13C . 0.9800 ?
C14 H14A . 0.9800 ?
C14 H14B . 0.9800 ?
C14 H14C . 0.9800 ?
C15 C16 . 1.386(4) ?
C15 C20 . 1.389(3) ?
C16 C17 . 1.382(4) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.395(4) ?
C17 H17 . 0.9500 ?
C18 N21 . 1.387(3) ?
C18 C19 . 1.392(4) ?
C19 C20 . 1.386(4) ?
C19 H19 . 0.9500 ?
C20 H20 . 0.9500 ?
N21 C22 . 1.443(4) ?
N21 C23 . 1.447(4) ?
C22 H22A . 0.9800 ?
C22 H22B . 0.9800 ?
C22 H22C . 0.9800 ?
C23 H23A . 0.9800 ?
C23 H23B . 0.9800 ?
C23 H23C . 0.9800 ?
N24 C25 . 1.394(3) ?
N24 C31 . 1.459(3) ?
C25 C26 . 1.383(4) ?
C25 C30 . 1.393(4) ?
C26 C27 . 1.372(5) ?
C26 H26 . 0.9500 ?
C27 C28 . 1.371(7) ?
C27 H27 . 0.9500 ?
C28 C29 . 1.359(6) ?
C28 H28 . 0.9500 ?
C29 C30 . 1.374(4) ?
C29 H29 . 0.9500 ?
C30 H30 . 0.9500 ?
C31 C32 . 1.497(5) ?
C31 H31A . 0.9900 ?
C31 H31B . 0.9900 ?
C32 C33 . 1.533(5) ?
C32 H32A . 0.9900 ?
C32 H32B . 0.9900 ?
C33 H33A . 0.9800 ?
C33 H33B . 0.9800 ?
C33 H33C . 0.9800 ?
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
C3 C1 C2 C3 . . . 7_566 1.1(4) ?
C4 C1 C2 C3 . . . 7_566 -176.6(2) ?
C2 C1 C3 C2 . . . 7_566 -1.1(4) ?
C4 C1 C3 C2 . . . 7_566 176.7(2) ?
C2 C1 C3 N24 . . . . 179.6(2) ?
C4 C1 C3 N24 . . . . -2.6(4) ?
C2 C1 C4 C5 . . . . -33.7(4) ?
C3 C1 C4 C5 . . . . 148.6(3) ?
C1 C4 C5 C6 . . . . -6.4(4) ?
C1 C4 C5 C15 . . . . 177.1(2) ?
C4 C5 C6 C7 . . . . 131.4(3) ?
C15 C5 C6 C7 . . . . -52.0(3) ?
C4 C5 C6 C11 . . . . -51.3(3) ?
C15 C5 C6 C11 . . . . 125.4(3) ?
C11 C6 C7 C8 . . . . -0.1(3) ?
C5 C6 C7 C8 . . . . 177.4(2) ?
C6 C7 C8 C9 . . . . -1.9(4) ?
C7 C8 C9 N12 . . . . -177.9(2) ?
C7 C8 C9 C10 . . . . 2.9(4) ?
N12 C9 C10 C11 . . . . 178.9(2) ?
C8 C9 C10 C11 . . . . -1.9(4) ?
C9 C10 C11 C6 . . . . -0.1(4) ?
C7 C6 C11 C10 . . . . 1.2(3) ?
C5 C6 C11 C10 . . . . -176.3(2) ?
C8 C9 N12 C13 . . . . 15.2(4) ?
C10 C9 N12 C13 . . . . -165.6(3) ?
C8 C9 N12 C14 . . . . 165.9(3) ?
C10 C9 N12 C14 . . . . -14.9(4) ?
C4 C5 C15 C16 . . . . -55.0(3) ?
C6 C5 C15 C16 . . . . 128.2(3) ?
C4 C5 C15 C20 . . . . 123.8(3) ?
C6 C5 C15 C20 . . . . -53.0(3) ?
C20 C15 C16 C17 . . . . -1.6(4) ?
C5 C15 C16 C17 . . . . 177.2(2) ?
C15 C16 C17 C18 . . . . -0.9(4) ?
C16 C17 C18 N21 . . . . -175.3(3) ?
C16 C17 C18 C19 . . . . 2.1(4) ?
N21 C18 C19 C20 . . . . 176.4(3) ?
C17 C18 C19 C20 . . . . -1.0(4) ?
C18 C19 C20 C15 . . . . -1.6(4) ?
C16 C15 C20 C19 . . . . 2.8(4) ?
C5 C15 C20 C19 . . . . -176.0(2) ?
C19 C18 N21 C22 . . . . 8.5(4) ?
C17 C18 N21 C22 . . . . -174.2(3) ?
C19 C18 N21 C23 . . . . 159.1(3) ?
C17 C18 N21 C23 . . . . -23.6(4) ?
C2 C3 N24 C25 7_566 . . . 118.7(3) ?
C1 C3 N24 C25 . . . . -61.9(4) ?
C2 C3 N24 C31 7_566 . . . -56.8(3) ?
C1 C3 N24 C31 . . . . 122.5(3) ?
C3 N24 C25 C26 . . . . -11.8(4) ?
C31 N24 C25 C26 . . . . 163.6(3) ?
C3 N24 C25 C30 . . . . 169.8(3) ?
C31 N24 C25 C30 . . . . -14.8(4) ?
C30 C25 C26 C27 . . . . -0.3(6) ?
N24 C25 C26 C27 . . . . -178.8(4) ?
C25 C26 C27 C28 . . . . 1.1(8) ?
C26 C27 C28 C29 . . . . -0.5(9) ?
C27 C28 C29 C30 . . . . -0.9(9) ?
C28 C29 C30 C25 . . . . 1.7(7) ?
C26 C25 C30 C29 . . . . -1.1(5) ?
N24 C25 C30 C29 . . . . 177.4(3) ?
C25 N24 C31 C32 . . . . 98.4(3) ?
C3 N24 C31 C32 . . . . -86.1(3) ?
N24 C31 C32 C33 . . . . -179.7(3) ?
