#------------------------------------------------------------------------------
#$Date: 2024-02-04 13:33:11 +0200 (Sun, 04 Feb 2024) $
#$Revision: 289424 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/01/1570195.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_1570195
loop_
_publ_author_name
'Appiarius, Yannik'
'Míguez-Lago, Sandra'
'Puylaert, Pim'
'Wolf, Noah'
'Kumar, Sourabh'
'Molkenthin, Martin'
'Miguel, Delia'
'Neudecker, Tim'
'Juríček, Michal'
'Campaña, Araceli G'
'Staubitz, Anne'
_publ_section_title
;
 Boosting quantum yields and circularly polarized luminescence of penta-
 and hexahelicenes by doping with two BN-groups.
;
_journal_issue                   2
_journal_name_full               'Chemical science'
_journal_page_first              466
_journal_page_last               476
_journal_paper_doi               10.1039/d3sc02685j
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C36 H34 B2 N2'
_chemical_formula_sum            'C36 H34 B2 N2'
_chemical_formula_weight         516.27
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2022-07-26
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-07-26 deposited with the CCDC.	2023-10-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.2030(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.5703(6)
_cell_length_b                   8.2181(3)
_cell_length_c                   20.6544(8)
_cell_measurement_reflns_used    9080
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      36.30
_cell_measurement_theta_min      2.37
_cell_volume                     2848.96(18)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0894
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            87140
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.282
_diffrn_reflns_theta_min         2.427
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6435
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1607 before and 0.0768 after correction.
The Ratio of minimum to maximum transmission is 0.8625.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_description       Block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     375
_refine_ls_number_reflns         7059
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0508
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0517P)²+1.5893P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1188
_refine_ls_wR_factor_ref         0.1283
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5525
_reflns_number_total             7059
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3sc02685j3.cif
_cod_data_source_block           appiariusy210427_0ma
_cod_depositor_comments
'Adding full bibliography for 1570192--1570197.cif.'
_cod_database_code               1570195
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.990
_shelx_estimated_absorpt_t_min   0.973
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C21(H21), C4(H4), C2(H2A), C5(H5), C30(H30), C32(H32), C7(H7),
 C1(H1A), C8(H8), C10(H10), C11(H11), C13(H13), C14(H14)
2.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C36(H36A,H36B,H36C), C34(H34A,H34B,H34C), C26(H26A,H26B,
 H26C), C25(H25A,H25B,H25C), C35(H35A,H35B,H35C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.39388(7) 0.29686(15) 0.65986(5) 0.0151(2) Uani 1 1 d . . . . .
N2 N 0.55331(7) 0.21914(15) 0.67690(6) 0.0176(2) Uani 1 1 d . . . . .
C18 C 0.36837(8) 0.17862(17) 0.61015(6) 0.0156(3) Uani 1 1 d . . . . .
C24 C 0.42890(8) 0.39502(17) 0.84006(7) 0.0171(3) Uani 1 1 d . . . . .
C19 C 0.40013(8) 0.45171(17) 0.77251(6) 0.0155(3) Uani 1 1 d . . . . .
C22 C 0.45573(8) 0.67239(18) 0.88184(7) 0.0183(3) Uani 1 1 d . . . . .
C20 C 0.40207(8) 0.62003(18) 0.76097(7) 0.0173(3) Uani 1 1 d . . . . .
C23 C 0.45581(8) 0.50530(18) 0.89291(7) 0.0190(3) Uani 1 1 d . . . . .
H23 H 0.474855 0.465406 0.938004 0.023 Uiso 1 1 calc R U . . .
C3 C 0.30120(8) 0.08637(18) 0.61103(7) 0.0188(3) Uani 1 1 d . . . . .
C17 C 0.40601(8) 0.15533(17) 0.55748(6) 0.0178(3) Uani 1 1 d . . . . .
C21 C 0.42940(8) 0.72755(18) 0.81545(7) 0.0184(3) Uani 1 1 d . . . . .
H21 H 0.429941 0.841004 0.806767 0.022 Uiso 1 1 calc R U . . .
C16 C 0.47967(9) 0.23187(17) 0.55466(7) 0.0193(3) Uani 1 1 d . . . . .
C15 C 0.54535(8) 0.27818(18) 0.61184(7) 0.0187(3) Uani 1 1 d . . . . .
C33 C 0.63908(8) 0.28172(19) 0.86526(7) 0.0208(3) Uani 1 1 d . . . . .
C31 C 0.66312(8) 0.04822(19) 0.94102(7) 0.0212(3) Uani 1 1 d . . . . .
C29 C 0.62386(8) 0.00946(19) 0.81859(7) 0.0203(3) Uani 1 1 d . . . . .
C4 C 0.26884(9) -0.02707(18) 0.55831(7) 0.0234(3) Uani 1 1 d . . . . .
H4 H 0.226528 -0.096479 0.560732 0.028 Uiso 1 1 calc R U . . .
C28 C 0.62358(8) 0.17882(19) 0.80789(7) 0.0195(3) Uani 1 1 d . . . . .
C6 C 0.36309(9) 0.05926(18) 0.50120(7) 0.0223(3) Uani 1 1 d . . . . .
C2 C 0.26313(8) 0.1106(2) 0.66319(7) 0.0231(3) Uani 1 1 d . . . . .
H2A H 0.217399 0.047638 0.662052 0.028 Uiso 1 1 calc R U . . .
C27 C 0.43214(10) 0.21508(18) 0.85612(7) 0.0234(3) Uani 1 1 d . . . . .
H27A H 0.378044 0.174350 0.849988 0.035 Uiso 1 1 calc R U . . .
H27B H 0.464441 0.197667 0.903160 0.035 Uiso 1 1 calc R U . . .
H27C H 0.456044 0.156660 0.825611 0.035 Uiso 1 1 calc R U . . .
C5 C 0.29786(9) -0.03713(19) 0.50447(7) 0.0251(3) Uani 1 1 d . . . . .
H5 H 0.273976 -0.110013 0.468496 0.030 Uiso 1 1 calc R U . . .
C30 C 0.64394(8) -0.05296(19) 0.88458(7) 0.0213(3) Uani 1 1 d . . . . .
H30 H 0.644474 -0.167490 0.890936 0.026 Uiso 1 1 calc R U . . .
C32 C 0.65847(8) 0.21557(19) 0.93032(7) 0.0213(3) Uani 1 1 d . . . . .
H32 H 0.668757 0.286523 0.968241 0.026 Uiso 1 1 calc R U . . .
C7 C 0.38319(10) 0.0692(2) 0.43882(7) 0.0292(4) Uani 1 1 d . . . . .
H7 H 0.355699 0.002980 0.401529 0.035 Uiso 1 1 calc R U . . .
C1 C 0.29025(9) 0.2199(2) 0.71378(7) 0.0244(3) Uani 1 1 d . . . . .
H1A H 0.264782 0.231095 0.748208 0.029 Uiso 1 1 calc R U . . .
C12 C 0.60778(9) 0.3749(2) 0.60334(8) 0.0245(3) Uani 1 1 d . . . . .
C9 C 0.49177(10) 0.25228(19) 0.48978(7) 0.0246(3) Uani 1 1 d . . . . .
C36 C 0.63399(9) 0.46503(19) 0.85818(8) 0.0271(3) Uani 1 1 d . . . . .
H36A H 0.683132 0.506757 0.851029 0.041 Uiso 1 1 calc R U . . .
H36B H 0.627062 0.512786 0.899543 0.041 Uiso 1 1 calc R U . . .
H36C H 0.588474 0.494226 0.819368 0.041 Uiso 1 1 calc R U . . .
C8 C 0.44043(11) 0.1710(2) 0.43254(7) 0.0307(4) Uani 1 1 d . . . . .
H8 H 0.446766 0.189140 0.389001 0.037 Uiso 1 1 calc R U . . .
C34 C 0.60515(10) -0.1103(2) 0.76035(8) 0.0269(3) Uani 1 1 d . . . . .
H34A H 0.547267 -0.122044 0.741675 0.040 Uiso 1 1 calc R U . . .
H34B H 0.628831 -0.216102 0.776674 0.040 Uiso 1 1 calc R U . . .
H34C H 0.627229 -0.070187 0.724977 0.040 Uiso 1 1 calc R U . . .
C26 C 0.48336(10) 0.78824(19) 0.94079(7) 0.0259(3) Uani 1 1 d . . . . .
H26A H 0.445851 0.785459 0.967699 0.039 Uiso 1 1 calc R U . . .
H26B H 0.485796 0.898821 0.923756 0.039 Uiso 1 1 calc R U . . .
H26C H 0.536373 0.755701 0.969213 0.039 Uiso 1 1 calc R U . . .
C25 C 0.37313(10) 0.6901(2) 0.69015(7) 0.0267(3) Uani 1 1 d . . . . .
H25A H 0.416111 0.685046 0.668917 0.040 Uiso 1 1 calc R U . . .
H25B H 0.357113 0.803633 0.692525 0.040 Uiso 1 1 calc R U . . .
H25C H 0.327410 0.626969 0.663148 0.040 Uiso 1 1 calc R U . . .
C10 C 0.55624(11) 0.3458(2) 0.48250(8) 0.0303(4) Uani 1 1 d . . . . .
H10 H 0.561927 0.362032 0.438625 0.036 Uiso 1 1 calc R U . . .
C35 C 0.68936(10) -0.0195(2) 1.01217(7) 0.0273(3) Uani 1 1 d . . . . .
H35A H 0.642969 -0.062118 1.023796 0.041 Uiso 1 1 calc R U . . .
H35B H 0.714291 0.066991 1.044047 0.041 Uiso 1 1 calc R U . . .
H35C H 0.727858 -0.107446 1.014831 0.041 Uiso 1 1 calc R U . . .
C11 C 0.61004(10) 0.4128(2) 0.53697(8) 0.0292(4) Uani 1 1 d . . . . .
H11 H 0.649374 0.485341 0.530712 0.035 Uiso 1 1 calc R U . . .
C13 C 0.67157(9) 0.4264(2) 0.66100(9) 0.0319(4) Uani 1 1 d . . . . .
H13 H 0.710670 0.498635 0.654117 0.038 Uiso 1 1 calc R U . . .
C14 C 0.67803(9) 0.3759(2) 0.72457(8) 0.0325(4) Uani 1 1 d . . . . .
H14 H 0.720494 0.413888 0.761647 0.039 Uiso 1 1 calc R U . . .
B1 B 0.36198(9) 0.3248(2) 0.71486(7) 0.0165(3) Uani 1 1 d . . . . .
B2 B 0.61650(10) 0.2572(2) 0.73651(8) 0.0224(3) Uani 1 1 d . . . . .
H1 H 0.4355(10) 0.356(2) 0.6581(8) 0.018(4) Uiso 1 1 d . . . . .
H2 H 0.5166(10) 0.147(2) 0.6808(8) 0.016(4) Uiso 1 1 d . . . . .
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'
B B 0.0013 0.0007 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 N1 B1 125.78(12) . . ?
C18 N1 H1 116.3(10) . . ?
B1 N1 H1 117.9(10) . . ?
C15 N2 B2 125.78(13) . . ?
C15 N2 H2 116.5(10) . . ?
B2 N2 H2 117.7(10) . . ?
N1 C18 C3 117.14(12) . . ?
N1 C18 C17 122.04(13) . . ?
C3 C18 C17 120.75(12) . . ?
C19 C24 C27 121.16(12) . . ?
C23 C24 C19 119.94(13) . . ?
C23 C24 C27 118.89(12) . . ?
C24 C19 B1 118.36(12) . . ?
C20 C19 C24 118.14(12) . . ?
C20 C19 B1 123.34(12) . . ?
C23 C22 C26 120.37(13) . . ?
C21 C22 C23 117.94(13) . . ?
C21 C22 C26 121.69(13) . . ?
C19 C20 C25 121.35(13) . . ?
C21 C20 C19 120.32(12) . . ?
C21 C20 C25 118.32(13) . . ?
C24 C23 C22 122.05(13) . . ?
C24 C23 H23 119.0 . . ?
C22 C23 H23 119.0 . . ?
C18 C3 C4 119.43(13) . . ?
C18 C3 C2 120.80(13) . . ?
C4 C3 C2 119.72(13) . . ?
C18 C17 C16 125.73(12) . . ?
C6 C17 C18 116.04(13) . . ?
C6 C17 C16 118.01(12) . . ?
C22 C21 C20 121.55(13) . . ?
C22 C21 H21 119.2 . . ?
C20 C21 H21 119.2 . . ?
C15 C16 C17 126.08(12) . . ?
C9 C16 C17 117.99(13) . . ?
C9 C16 C15 115.73(14) . . ?
N2 C15 C16 121.76(13) . . ?
N2 C15 C12 117.17(13) . . ?
C12 C15 C16 120.88(13) . . ?
C28 C33 C36 121.51(13) . . ?
C32 C33 C28 120.35(14) . . ?
C32 C33 C36 118.13(14) . . ?
C30 C31 C32 118.02(13) . . ?
C30 C31 C35 121.60(14) . . ?
C32 C31 C35 120.37(14) . . ?
C28 C29 C34 121.86(13) . . ?
C30 C29 C28 120.18(13) . . ?
C30 C29 C34 117.94(14) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.47(15) . . ?
C5 C4 H4 119.8 . . ?
C33 C28 B2 118.69(14) . . ?
C29 C28 C33 117.91(13) . . ?
C29 C28 B2 123.03(13) . . ?
C17 C6 C7 119.35(15) . . ?
C5 C6 C17 120.93(13) . . ?
C5 C6 C7 119.59(14) . . ?
C3 C2 H2A 118.9 . . ?
C1 C2 C3 122.27(13) . . ?
C1 C2 H2A 118.9 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C4 C5 C6 120.85(13) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C31 C30 C29 121.74(14) . . ?
C31 C30 H30 119.1 . . ?
C29 C30 H30 119.1 . . ?
C33 C32 H32 119.2 . . ?
C31 C32 C33 121.62(14) . . ?
C31 C32 H32 119.2 . . ?
C6 C7 H7 119.6 . . ?
C8 C7 C6 120.79(15) . . ?
C8 C7 H7 119.6 . . ?
C2 C1 H1A 120.4 . . ?
C2 C1 B1 119.23(13) . . ?
B1 C1 H1A 120.4 . . ?
C15 C12 C11 119.39(15) . . ?
C15 C12 C13 120.59(13) . . ?
C11 C12 C13 119.91(14) . . ?
C8 C9 C16 119.40(15) . . ?
C10 C9 C16 120.68(15) . . ?
C10 C9 C8 119.85(14) . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C7 C8 C9 121.36(14) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C29 C34 H34A 109.5 . . ?
C29 C34 H34B 109.5 . . ?
C29 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C22 C26 H26A 109.5 . . ?
C22 C26 H26B 109.5 . . ?
C22 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C9 C10 H10 119.4 . . ?
C11 C10 C9 121.15(14) . . ?
C11 C10 H10 119.4 . . ?
C31 C35 H35A 109.5 . . ?
C31 C35 H35B 109.5 . . ?
C31 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C12 C11 H11 119.9 . . ?
C10 C11 C12 120.12(15) . . ?
C10 C11 H11 119.9 . . ?
C12 C13 H13 118.8 . . ?
C14 C13 C12 122.45(15) . . ?
C14 C13 H13 118.8 . . ?
C13 C14 H14 120.2 . . ?
C13 C14 B2 119.54(15) . . ?
B2 C14 H14 120.2 . . ?
N1 B1 C19 121.92(13) . . ?
N1 B1 C1 114.60(13) . . ?
C1 B1 C19 123.46(12) . . ?
N2 B2 C28 122.81(13) . . ?
N2 B2 C14 114.04(13) . . ?
C14 B2 C28 123.12(13) . . ?
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
N1 C18 1.3881(17) . ?
N1 B1 1.4262(18) . ?
N1 H1 0.888(17) . ?
N2 C15 1.3962(17) . ?
N2 B2 1.428(2) . ?
N2 H2 0.896(17) . ?
C18 C3 1.407(2) . ?
C18 C17 1.4433(18) . ?
C24 C19 1.4149(18) . ?
C24 C23 1.3898(19) . ?
C24 C27 1.513(2) . ?
C19 C20 1.406(2) . ?
C19 B1 1.576(2) . ?
C22 C23 1.392(2) . ?
C22 C21 1.3873(19) . ?
C22 C26 1.5083(19) . ?
C20 C21 1.3992(19) . ?
C20 C25 1.5132(19) . ?
C23 H23 0.9500 . ?
C3 C4 1.418(2) . ?
C3 C2 1.440(2) . ?
C17 C16 1.456(2) . ?
C17 C6 1.4230(19) . ?
C21 H21 0.9500 . ?
C16 C15 1.437(2) . ?
C16 C9 1.4274(19) . ?
C15 C12 1.407(2) . ?
C33 C28 1.415(2) . ?
C33 C32 1.395(2) . ?
C33 C36 1.514(2) . ?
C31 C30 1.390(2) . ?
C31 C32 1.392(2) . ?
C31 C35 1.511(2) . ?
C29 C28 1.409(2) . ?
C29 C30 1.400(2) . ?
C29 C34 1.513(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.356(2) . ?
C28 B2 1.580(2) . ?
C6 C5 1.411(2) . ?
C6 C7 1.435(2) . ?
C2 H2A 0.9500 . ?
C2 C1 1.353(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C5 H5 0.9500 . ?
C30 H30 0.9500 . ?
C32 H32 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.344(3) . ?
C1 H1A 0.9500 . ?
C1 B1 1.521(2) . ?
C12 C11 1.418(2) . ?
C12 C13 1.437(2) . ?
C9 C8 1.424(2) . ?
C9 C10 1.414(2) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C8 H8 0.9500 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C10 H10 0.9500 . ?
C10 C11 1.354(3) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C11 H11 0.9500 . ?
C13 H13 0.9500 . ?
C13 C14 1.349(2) . ?
C14 H14 0.9500 . ?
C14 B2 1.529(2) . ?
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
N1 C18 C3 C4 175.04(12) . . . . ?
N1 C18 C3 C2 -2.40(19) . . . . ?
N1 C18 C17 C16 9.2(2) . . . . ?
N1 C18 C17 C6 -165.35(12) . . . . ?
N2 C15 C12 C11 168.42(13) . . . . ?
N2 C15 C12 C13 -7.6(2) . . . . ?
C18 N1 B1 C19 174.35(12) . . . . ?
C18 N1 B1 C1 -4.3(2) . . . . ?
C18 C3 C4 C5 -5.6(2) . . . . ?
C18 C3 C2 C1 -0.9(2) . . . . ?
C18 C17 C16 C15 30.9(2) . . . . ?
C18 C17 C16 C9 -154.43(13) . . . . ?
C18 C17 C6 C5 -14.2(2) . . . . ?
C18 C17 C6 C7 161.58(13) . . . . ?
C24 C19 C20 C21 -2.1(2) . . . . ?
C24 C19 C20 C25 179.41(13) . . . . ?
C24 C19 B1 N1 -119.82(15) . . . . ?
C24 C19 B1 C1 58.73(19) . . . . ?
C19 C24 C23 C22 -0.1(2) . . . . ?
C19 C20 C21 C22 0.5(2) . . . . ?
C20 C19 B1 N1 64.75(19) . . . . ?
C20 C19 B1 C1 -116.70(16) . . . . ?
C23 C24 C19 C20 1.90(19) . . . . ?
C23 C24 C19 B1 -173.78(12) . . . . ?
C23 C22 C21 C20 1.3(2) . . . . ?
C3 C18 C17 C16 -173.90(13) . . . . ?
C3 C18 C17 C6 11.50(19) . . . . ?
C3 C4 C5 C6 3.0(2) . . . . ?
C3 C2 C1 B1 1.8(2) . . . . ?
C17 C18 C3 C4 -2.0(2) . . . . ?
C17 C18 C3 C2 -179.40(13) . . . . ?
C17 C16 C15 N2 15.7(2) . . . . ?
C17 C16 C15 C12 -169.53(14) . . . . ?
C17 C16 C9 C8 -12.0(2) . . . . ?
C17 C16 C9 C10 170.93(13) . . . . ?
C17 C6 C5 C4 7.4(2) . . . . ?
C17 C6 C7 C8 -1.8(2) . . . . ?
C21 C22 C23 C24 -1.5(2) . . . . ?
C16 C17 C6 C5 170.74(13) . . . . ?
C16 C17 C6 C7 -13.5(2) . . . . ?
C16 C15 C12 C11 -6.6(2) . . . . ?
C16 C15 C12 C13 177.40(14) . . . . ?
C16 C9 C8 C7 -3.3(2) . . . . ?
C16 C9 C10 C11 2.8(2) . . . . ?
C15 N2 B2 C28 -176.97(13) . . . . ?
C15 N2 B2 C14 1.0(2) . . . . ?
C15 C16 C9 C8 163.17(13) . . . . ?
C15 C16 C9 C10 -13.8(2) . . . . ?
C15 C12 C11 C10 -5.2(2) . . . . ?
C15 C12 C13 C14 4.9(3) . . . . ?
C33 C28 B2 N2 -132.81(16) . . . . ?
C33 C28 B2 C14 49.4(2) . . . . ?
C29 C28 B2 N2 54.3(2) . . . . ?
C29 C28 B2 C14 -123.51(18) . . . . ?
C4 C3 C2 C1 -178.38(15) . . . . ?
C28 C33 C32 C31 -0.1(2) . . . . ?
C28 C29 C30 C31 0.8(2) . . . . ?
C6 C17 C16 C15 -154.58(14) . . . . ?
C6 C17 C16 C9 20.08(19) . . . . ?
C6 C7 C8 C9 10.4(2) . . . . ?
C2 C3 C4 C5 171.88(14) . . . . ?
C2 C1 B1 N1 0.7(2) . . . . ?
C2 C1 B1 C19 -177.99(14) . . . . ?
C27 C24 C19 C20 -177.23(13) . . . . ?
C27 C24 C19 B1 7.10(19) . . . . ?
C27 C24 C23 C22 179.02(13) . . . . ?
C5 C6 C7 C8 174.10(14) . . . . ?
C30 C31 C32 C33 -3.1(2) . . . . ?
C30 C29 C28 C33 -4.0(2) . . . . ?
C30 C29 C28 B2 168.97(13) . . . . ?
C32 C33 C28 C29 3.6(2) . . . . ?
C32 C33 C28 B2 -169.61(13) . . . . ?
C32 C31 C30 C29 2.8(2) . . . . ?
C7 C6 C5 C4 -168.42(14) . . . . ?
C12 C13 C14 B2 1.1(3) . . . . ?
C9 C16 C15 N2 -159.09(13) . . . . ?
C9 C16 C15 C12 15.7(2) . . . . ?
C9 C10 C11 C12 7.2(2) . . . . ?
C36 C33 C28 C29 -175.42(13) . . . . ?
C36 C33 C28 B2 11.3(2) . . . . ?
C36 C33 C32 C31 178.99(14) . . . . ?
C8 C9 C10 C11 -174.21(15) . . . . ?
C34 C29 C28 C33 177.84(13) . . . . ?
C34 C29 C28 B2 -9.2(2) . . . . ?
C34 C29 C30 C31 179.04(13) . . . . ?
C26 C22 C23 C24 178.32(13) . . . . ?
C26 C22 C21 C20 -178.49(13) . . . . ?
C25 C20 C21 C22 179.04(13) . . . . ?
C10 C9 C8 C7 173.78(15) . . . . ?
C35 C31 C30 C29 -176.41(14) . . . . ?
C35 C31 C32 C33 176.08(13) . . . . ?
C11 C12 C13 C14 -171.04(17) . . . . ?
C13 C12 C11 C10 170.79(15) . . . . ?
C13 C14 B2 N2 -3.9(2) . . . . ?
C13 C14 B2 C28 174.09(16) . . . . ?
B1 N1 C18 C3 5.2(2) . . . . ?
B1 N1 C18 C17 -177.83(13) . . . . ?
B1 C19 C20 C21 173.38(12) . . . . ?
B1 C19 C20 C25 -5.1(2) . . . . ?
B2 N2 C15 C16 179.58(14) . . . . ?
B2 N2 C15 C12 4.6(2) . . . . ?
