#------------------------------------------------------------------------------
#$Date: 2021-07-05 19:49:00 +0300 (Mon, 05 Jul 2021) $
#$Revision: 267064 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/96/1559641.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_1559641
loop_
_publ_author_name
'Wu, Lin'
'Wang, Kai'
'Wang, Cheng'
'Fan, Xiao-Chun'
'Shi, Yi-Zhong'
'Zhang, Xiang'
'Zhang, Shao-Li'
'Ye, Jun'
'Zheng, Cai-Jun'
'Li, Yan-Qing'
'Yu, Jia'
'Ou, Xue-Mei'
'Zhang, Xiao-Hong'
_publ_section_title
;
 Using fluorene to lock electronically active moieties in thermally
 activated delayed fluorescence emitters for high-performance non-doped
 organic light-emitting diodes with suppressed roll-off.
;
_journal_issue                   4
_journal_name_full               'Chemical science'
_journal_page_first              1495
_journal_page_last               1502
_journal_paper_doi               10.1039/d0sc05631f
_journal_volume                  12
_journal_year                    2020
_chemical_formula_moiety         'C51 H33 N O'
_chemical_formula_sum            'C51 H33 N O'
_chemical_formula_weight         675.78
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-09-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-09-18 deposited with the CCDC.	2020-11-26 downloaded from the CCDC.
;
_cell_angle_alpha                118.0190(10)
_cell_angle_beta                 90.255(2)
_cell_angle_gamma                105.741(2)
_cell_formula_units_Z            2
_cell_length_a                   12.0934(6)
_cell_length_b                   13.1272(7)
_cell_length_c                   13.4509(7)
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    298
_cell_measurement_theta_max      27.54
_cell_measurement_theta_min      2.28
_cell_volume                     1792.40(16)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      298
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            103247
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.562
_diffrn_reflns_theta_min         2.280
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7099
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1181 before and 0.0570 after correction. The Ratio of minimum to maximum transmission is 0.9521. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'yellowish green'
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_description       block
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         8277
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0649
_refine_ls_R_factor_gt           0.0454
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0609P)²+0.5544P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1225
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6382
_reflns_number_total             8277
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc05631f2.cif
_cod_data_source_block           b200707a_0m_a
_cod_depositor_comments
;Adding full bibliography for 1559640--1559641.cif.

 Adding full bibliography for 1559640--1559641.cif.
;
_cod_original_cell_volume        1792.39(16)
_cod_database_code               1559641
_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   0.989
_shelx_estimated_absorpt_t_min   0.978
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C14(H14), C31(H31), C30(H30), C32(H32), C39(H39), C16(H16), C11(H11),
 C36(H36), C51(H51), C27(H27), C44(H44), C29(H29), C22(H22), C48(H48), C38(H38),
  C47(H47), C13(H13), C12(H12), C28(H28), C17(H17), C26(H26), C20(H20),
 C49(H49), C50(H50), C37(H37), C46(H46), C45(H45), C18(H18), C23(H23), C25(H25),
  C24(H24), C19(H19)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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_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
O1 O 0.48165(9) 0.45611(10) 0.66927(8) 0.0437(3) Uani 1 1 d . . . . .
N1 N 0.81483(9) 0.38584(10) 0.29265(9) 0.0246(2) Uani 1 1 d . . . . .
C33 C 0.44101(10) 0.15852(11) 0.34162(10) 0.0218(3) Uani 1 1 d . . . . .
C2 C 0.55187(11) 0.37658(11) 0.49440(10) 0.0231(3) Uani 1 1 d . . . . .
C8 C 0.98878(11) 0.36782(11) 0.14652(11) 0.0247(3) Uani 1 1 d . . . . .
C34 C 0.34722(11) 0.16532(11) 0.41794(11) 0.0237(3) Uani 1 1 d . . . . .
C3 C 0.54080(10) 0.27636(11) 0.38728(10) 0.0214(2) Uani 1 1 d . . . . .
C35 C 0.35995(11) 0.26547(12) 0.52534(11) 0.0261(3) Uani 1 1 d . . . . .
C15 C 1.06470(11) 0.50311(12) 0.21114(11) 0.0263(3) Uani 1 1 d . . . . .
C9 C 0.98340(11) 0.31943(11) 0.23071(11) 0.0245(3) Uani 1 1 d . . . . .
C4 C 0.62848(11) 0.28191(11) 0.32137(10) 0.0243(3) Uani 1 1 d . . . . .
H4 H 0.622910 0.215569 0.250118 0.029 Uiso 1 1 calc R . . . .
C6 C 0.78786(11) 0.38121(11) 0.18821(11) 0.0246(3) Uani 1 1 d . . . . .
C7 C 0.86584(11) 0.36115(11) 0.10998(11) 0.0256(3) Uani 1 1 d . . . . .
C40 C 0.38935(11) 0.11430(11) 0.21868(10) 0.0241(3) Uani 1 1 d . . . . .
C5 C 0.72355(11) 0.38488(11) 0.36072(11) 0.0239(3) Uani 1 1 d . . . . .
C43 C 0.49144(11) 0.05659(11) 0.32397(11) 0.0239(3) Uani 1 1 d . . . . .
C10 C 0.90025(11) 0.33562(11) 0.30415(11) 0.0245(3) Uani 1 1 d . . . . .
C14 C 1.06427(12) 0.26634(12) 0.24217(12) 0.0296(3) Uani 1 1 d . . . . .
H14 H 1.118668 0.253260 0.192568 0.035 Uiso 1 1 calc R . . . .
C31 C 0.73376(11) 0.48574(12) 0.46616(11) 0.0271(3) Uani 1 1 d . . . . .
H31 H 0.797202 0.555400 0.491626 0.033 Uiso 1 1 calc R . . . .
C1 C 0.46550(12) 0.37343(12) 0.57125(11) 0.0274(3) Uani 1 1 d . . . . .
C21 C 1.03733(12) 0.29168(12) 0.04030(11) 0.0288(3) Uani 1 1 d . . . . .
C42 C 0.47222(11) -0.03040(11) 0.20888(11) 0.0268(3) Uani 1 1 d . . . . .
C41 C 0.40673(11) 0.00388(12) 0.14401(11) 0.0267(3) Uani 1 1 d . . . . .
C30 C 0.68508(12) 0.40074(12) 0.16425(12) 0.0293(3) Uani 1 1 d . . . . .
H30 H 0.634752 0.417857 0.217746 0.035 Uiso 1 1 calc R . . . .
C32 C 0.64796(11) 0.48068(12) 0.53246(11) 0.0271(3) Uani 1 1 d . . . . .
H32 H 0.654112 0.547501 0.603526 0.033 Uiso 1 1 calc R . . . .
C39 C 0.24628(12) 0.06611(12) 0.38043(12) 0.0296(3) Uani 1 1 d . . . . .
H39 H 0.236909 -0.001706 0.309292 0.036 Uiso 1 1 calc R . . . .
C16 C 1.02518(12) 0.59590(12) 0.21869(12) 0.0320(3) Uani 1 1 d . . . . .
H16 H 0.950273 0.577298 0.184230 0.038 Uiso 1 1 calc R . . . .
C11 C 0.90261(12) 0.30170(13) 0.38830(12) 0.0325(3) Uani 1 1 d . . . . .
H11 H 0.848051 0.313411 0.437785 0.039 Uiso 1 1 calc R . . . .
C36 C 0.27192(13) 0.26587(14) 0.59319(12) 0.0331(3) Uani 1 1 d . . . . .
H36 H 0.280668 0.332953 0.664717 0.040 Uiso 1 1 calc R . . . .
C51 C 0.33441(12) 0.17024(13) 0.17901(12) 0.0321(3) Uani 1 1 d . . . . .
H51 H 0.324595 0.244594 0.228852 0.038 Uiso 1 1 calc R . . . .
C27 C 0.83403(12) 0.35052(13) 0.00524(12) 0.0324(3) Uani 1 1 d . . . . .
H27 H 0.883413 0.332605 -0.049102 0.039 Uiso 1 1 calc R . . . .
C44 C 0.55370(12) 0.04855(13) 0.40491(12) 0.0317(3) Uani 1 1 d . . . . .
H44 H 0.566350 0.107050 0.481433 0.038 Uiso 1 1 calc R . . . .
C29 C 0.65837(13) 0.39457(13) 0.06106(13) 0.0351(3) Uani 1 1 d . . . . .
H29 H 0.591129 0.409853 0.046379 0.042 Uiso 1 1 calc R . . . .
C22 C 1.12599(13) 0.34179(14) -0.00335(13) 0.0369(3) Uani 1 1 d . . . . .
H22 H 1.161214 0.425405 0.033967 0.044 Uiso 1 1 calc R . . . .
C48 C 0.36521(13) -0.05321(13) 0.02805(12) 0.0356(3) Uani 1 1 d . . . . .
H48 H 0.375210 -0.127391 -0.022012 0.043 Uiso 1 1 calc R . . . .
C38 C 0.16030(12) 0.06782(14) 0.44802(13) 0.0352(3) Uani 1 1 d . . . . .
H38 H 0.093377 0.001441 0.421918 0.042 Uiso 1 1 calc R . . . .
C47 C 0.51797(13) -0.12649(13) 0.17442(13) 0.0374(3) Uani 1 1 d . . . . .
H47 H 0.507206 -0.184271 0.097817 0.045 Uiso 1 1 calc R . . . .
C13 C 1.06630(12) 0.23241(12) 0.32501(13) 0.0335(3) Uani 1 1 d . . . . .
H13 H 1.121535 0.197497 0.331224 0.040 Uiso 1 1 calc R . . . .
C12 C 0.98524(13) 0.25105(13) 0.39836(13) 0.0354(3) Uani 1 1 d . . . . .
H12 H 0.986360 0.229338 0.454881 0.043 Uiso 1 1 calc R . . . .
C28 C 0.73069(13) 0.36592(14) -0.02023(13) 0.0373(3) Uani 1 1 d . . . . .
H28 H 0.710322 0.357052 -0.091261 0.045 Uiso 1 1 calc R . . . .
C17 C 1.09541(14) 0.71627(13) 0.27682(13) 0.0392(3) Uani 1 1 d . . . . .
H17 H 1.066957 0.777035 0.280983 0.047 Uiso 1 1 calc R . . . .
C26 C 0.98608(14) 0.16620(14) -0.01897(13) 0.0419(4) Uani 1 1 d . . . . .
H26 H 0.925438 0.130337 0.007887 0.050 Uiso 1 1 calc R . . . .
C20 C 1.17735(14) 0.53512(14) 0.26389(14) 0.0428(4) Uani 1 1 d . . . . .
H20 H 1.206097 0.474859 0.260578 0.051 Uiso 1 1 calc R . . . .
C49 C 0.30891(13) 0.00241(15) -0.01118(12) 0.0403(4) Uani 1 1 d . . . . .
H49 H 0.280602 -0.035011 -0.088466 0.048 Uiso 1 1 calc R . . . .
C50 C 0.29379(13) 0.11333(15) 0.06278(13) 0.0396(4) Uani 1 1 d . . . . .
H50 H 0.256359 0.149798 0.034566 0.047 Uiso 1 1 calc R . . . .
C37 C 0.17332(13) 0.16818(14) 0.55474(13) 0.0369(3) Uani 1 1 d . . . . .
H37 H 0.115241 0.169036 0.599954 0.044 Uiso 1 1 calc R . . . .
C46 C 0.57957(14) -0.13457(14) 0.25585(15) 0.0431(4) Uani 1 1 d . . . . .
H46 H 0.609694 -0.198864 0.233546 0.052 Uiso 1 1 calc R . . . .
C45 C 0.59709(14) -0.04903(14) 0.36943(14) 0.0402(4) Uani 1 1 d . . . . .
H45 H 0.638274 -0.056539 0.422890 0.048 Uiso 1 1 calc R . . . .
C18 C 1.20660(16) 0.74607(14) 0.32816(14) 0.0477(4) Uani 1 1 d . . . . .
H18 H 1.253589 0.826537 0.367036 0.057 Uiso 1 1 calc R . . . .
C23 C 1.16323(16) 0.26849(18) -0.10266(15) 0.0498(4) Uani 1 1 d . . . . .
H23 H 1.222789 0.303722 -0.130970 0.060 Uiso 1 1 calc R . . . .
C25 C 1.02380(16) 0.09414(16) -0.11697(14) 0.0515(4) Uani 1 1 d . . . . .
H25 H 0.988759 0.010490 -0.155000 0.062 Uiso 1 1 calc R . . . .
C24 C 1.11300(17) 0.14539(18) -0.15872(14) 0.0527(5) Uani 1 1 d . . . . .
H24 H 1.138754 0.096734 -0.224354 0.063 Uiso 1 1 calc R . . . .
C19 C 1.24740(16) 0.65473(15) 0.32113(17) 0.0564(5) Uani 1 1 d . . . . .
H19 H 1.322620 0.673782 0.355168 0.068 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'
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
C6 N1 C5 117.37(10) . . ?
C6 N1 C10 119.51(10) . . ?
C10 N1 C5 116.43(10) . . ?
C34 C33 C40 111.57(10) . . ?
C34 C33 C43 110.73(10) . . ?
C3 C33 C34 113.56(10) . . ?
C3 C33 C40 110.98(10) . . ?
C3 C33 C43 108.42(10) . . ?
C40 C33 C43 100.82(10) . . ?
C3 C2 C1 121.06(11) . . ?
C3 C2 C32 120.07(11) . . ?
C32 C2 C1 118.84(11) . . ?
C9 C8 C15 107.22(10) . . ?
C9 C8 C21 110.77(10) . . ?
C7 C8 C15 108.55(10) . . ?
C7 C8 C9 108.79(10) . . ?
C7 C8 C21 109.08(10) . . ?
C21 C8 C15 112.34(10) . . ?
C35 C34 C33 122.37(11) . . ?
C35 C34 C39 118.69(12) . . ?
C39 C34 C33 118.91(11) . . ?
C2 C3 C33 123.13(11) . . ?
C4 C3 C33 118.26(11) . . ?
C4 C3 C2 118.51(11) . . ?
C34 C35 C1 121.61(11) . . ?
C34 C35 C36 120.03(13) . . ?
C36 C35 C1 118.36(12) . . ?
C16 C15 C8 122.58(12) . . ?
C16 C15 C20 117.41(12) . . ?
C20 C15 C8 120.02(12) . . ?
C10 C9 C8 119.85(11) . . ?
C14 C9 C8 121.78(11) . . ?
C14 C9 C10 118.24(12) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.72(11) . . ?
C5 C4 H4 119.6 . . ?
C7 C6 N1 119.83(11) . . ?
C7 C6 C30 119.82(12) . . ?
C30 C6 N1 120.31(12) . . ?
C6 C7 C8 119.57(11) . . ?
C27 C7 C8 121.47(12) . . ?
C27 C7 C6 118.47(12) . . ?
C41 C40 C33 110.68(11) . . ?
C51 C40 C33 128.31(12) . . ?
C51 C40 C41 120.99(12) . . ?
C4 C5 N1 119.32(11) . . ?
C4 C5 C31 120.98(12) . . ?
C31 C5 N1 119.67(11) . . ?
C42 C43 C33 110.80(11) . . ?
C44 C43 C33 127.86(11) . . ?
C44 C43 C42 121.26(12) . . ?
C9 C10 N1 119.71(11) . . ?
C9 C10 C11 119.67(12) . . ?
C11 C10 N1 120.62(12) . . ?
C9 C14 H14 119.0 . . ?
C13 C14 C9 122.06(13) . . ?
C13 C14 H14 119.0 . . ?
C5 C31 H31 120.6 . . ?
C32 C31 C5 118.71(12) . . ?
C32 C31 H31 120.6 . . ?
O1 C1 C2 120.88(12) . . ?
O1 C1 C35 121.55(12) . . ?
C2 C1 C35 117.56(11) . . ?
C22 C21 C8 123.37(12) . . ?
C22 C21 C26 117.71(13) . . ?
C26 C21 C8 118.83(12) . . ?
C43 C42 C41 108.75(11) . . ?
C47 C42 C43 119.52(13) . . ?
C47 C42 C41 131.68(13) . . ?
C40 C41 C42 108.91(11) . . ?
C48 C41 C40 120.12(13) . . ?
C48 C41 C42 130.96(13) . . ?
C6 C30 H30 120.0 . . ?
C29 C30 C6 120.04(13) . . ?
C29 C30 H30 120.0 . . ?
C2 C32 H32 119.5 . . ?
C31 C32 C2 120.99(12) . . ?
C31 C32 H32 119.5 . . ?
C34 C39 H39 119.7 . . ?
C38 C39 C34 120.66(13) . . ?
C38 C39 H39 119.7 . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.26(14) . . ?
C17 C16 H16 119.4 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.51(13) . . ?
C12 C11 H11 119.7 . . ?
C35 C36 H36 119.8 . . ?
C37 C36 C35 120.47(13) . . ?
C37 C36 H36 119.8 . . ?
C40 C51 H51 120.6 . . ?
C40 C51 C50 118.71(14) . . ?
C50 C51 H51 120.6 . . ?
C7 C27 H27 119.2 . . ?
C28 C27 C7 121.70(13) . . ?
C28 C27 H27 119.2 . . ?
C43 C44 H44 120.7 . . ?
C43 C44 C45 118.53(13) . . ?
C45 C44 H44 120.7 . . ?
C30 C29 H29 119.7 . . ?
C28 C29 C30 120.52(13) . . ?
C28 C29 H29 119.7 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.82(15) . . ?
C23 C22 H22 119.6 . . ?
C41 C48 H48 120.7 . . ?
C49 C48 C41 118.70(14) . . ?
C49 C48 H48 120.7 . . ?
C39 C38 H38 119.8 . . ?
C39 C38 C37 120.34(13) . . ?
C37 C38 H38 119.8 . . ?
C42 C47 H47 120.5 . . ?
C46 C47 C42 118.99(14) . . ?
C46 C47 H47 120.5 . . ?
C14 C13 H13 120.4 . . ?
C12 C13 C14 119.13(13) . . ?
C12 C13 H13 120.4 . . ?
C11 C12 C13 120.37(13) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C27 C28 H28 120.4 . . ?
C29 C28 C27 119.17(13) . . ?
C29 C28 H28 120.4 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.48(14) . . ?
C18 C17 H17 119.8 . . ?
C21 C26 H26 119.4 . . ?
C25 C26 C21 121.13(15) . . ?
C25 C26 H26 119.4 . . ?
C15 C20 H20 119.3 . . ?
C19 C20 C15 121.33(15) . . ?
C19 C20 H20 119.3 . . ?
C48 C49 H49 119.4 . . ?
C48 C49 C50 121.11(13) . . ?
C50 C49 H49 119.4 . . ?
C51 C50 H50 119.8 . . ?
C49 C50 C51 120.34(14) . . ?
C49 C50 H50 119.8 . . ?
C36 C37 C38 119.81(13) . . ?
C36 C37 H37 120.1 . . ?
C38 C37 H37 120.1 . . ?
C47 C46 H46 119.4 . . ?
C45 C46 C47 121.11(14) . . ?
C45 C46 H46 119.4 . . ?
C44 C45 H45 119.7 . . ?
C46 C45 C44 120.57(14) . . ?
C46 C45 H45 119.7 . . ?
C17 C18 H18 120.5 . . ?
C17 C18 C19 118.99(14) . . ?
C19 C18 H18 120.5 . . ?
C22 C23 H23 119.7 . . ?
C24 C23 C22 120.61(16) . . ?
C24 C23 H23 119.7 . . ?
C26 C25 H25 119.8 . . ?
C24 C25 C26 120.43(16) . . ?
C24 C25 H25 119.8 . . ?
C23 C24 C25 119.29(15) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C20 C19 H19 119.7 . . ?
C18 C19 C20 120.54(15) . . ?
C18 C19 H19 119.7 . . ?
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
O1 C1 1.2218(16) . ?
N1 C6 1.4101(16) . ?
N1 C5 1.4386(16) . ?
N1 C10 1.4104(16) . ?
C33 C34 1.5256(17) . ?
C33 C3 1.5213(17) . ?
C33 C40 1.5343(17) . ?
C33 C43 1.5377(17) . ?
C2 C3 1.3952(17) . ?
C2 C1 1.4790(18) . ?
C2 C32 1.3985(18) . ?
C8 C15 1.5526(17) . ?
C8 C9 1.5310(17) . ?
C8 C7 1.5305(18) . ?
C8 C21 1.5392(18) . ?
C34 C35 1.3939(18) . ?
C34 C39 1.3984(18) . ?
C3 C4 1.3938(17) . ?
C35 C1 1.4861(19) . ?
C35 C36 1.4048(18) . ?
C15 C16 1.3865(19) . ?
C15 C20 1.392(2) . ?
C9 C10 1.4000(18) . ?
C9 C14 1.3911(19) . ?
C4 H4 0.9300 . ?
C4 C5 1.3814(17) . ?
C6 C7 1.3962(18) . ?
C6 C30 1.4005(18) . ?
C7 C27 1.3905(19) . ?
C40 C41 1.3976(18) . ?
C40 C51 1.3767(19) . ?
C5 C31 1.3875(18) . ?
C43 C42 1.3951(18) . ?
C43 C44 1.3810(19) . ?
C10 C11 1.4001(18) . ?
C14 H14 0.9300 . ?
C14 C13 1.383(2) . ?
C31 H31 0.9300 . ?
C31 C32 1.3794(19) . ?
C21 C22 1.383(2) . ?
C21 C26 1.393(2) . ?
C42 C41 1.4653(19) . ?
C42 C47 1.3942(19) . ?
C41 C48 1.3919(19) . ?
C30 H30 0.9300 . ?
C30 C29 1.383(2) . ?
C32 H32 0.9300 . ?
C39 H39 0.9300 . ?
C39 C38 1.3821(19) . ?
C16 H16 0.9300 . ?
C16 C17 1.391(2) . ?
C11 H11 0.9300 . ?
C11 C12 1.379(2) . ?
C36 H36 0.9300 . ?
C36 C37 1.370(2) . ?
C51 H51 0.9300 . ?
C51 C50 1.393(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.385(2) . ?
C44 H44 0.9300 . ?
C44 C45 1.392(2) . ?
C29 H29 0.9300 . ?
C29 C28 1.379(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.395(2) . ?
C48 H48 0.9300 . ?
C48 C49 1.380(2) . ?
C38 H38 0.9300 . ?
C38 C37 1.389(2) . ?
C47 H47 0.9300 . ?
C47 C46 1.382(2) . ?
C13 H13 0.9300 . ?
C13 C12 1.381(2) . ?
C12 H12 0.9300 . ?
C28 H28 0.9300 . ?
C17 H17 0.9300 . ?
C17 C18 1.375(2) . ?
C26 H26 0.9300 . ?
C26 C25 1.381(2) . ?
C20 H20 0.9300 . ?
C20 C19 1.383(2) . ?
C49 H49 0.9300 . ?
C49 C50 1.389(2) . ?
C50 H50 0.9300 . ?
C37 H37 0.9300 . ?
C46 H46 0.9300 . ?
C46 C45 1.377(2) . ?
C45 H45 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.380(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.366(3) . ?
C25 H25 0.9300 . ?
C25 C24 1.378(3) . ?
C24 H24 0.9300 . ?
C19 H19 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
_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 C6 C7 C8 -11.30(17) . . . . ?
N1 C6 C7 C27 176.57(12) . . . . ?
N1 C6 C30 C29 -179.18(12) . . . . ?
N1 C5 C31 C32 -176.86(11) . . . . ?
N1 C10 C11 C12 179.10(12) . . . . ?
C33 C34 C35 C1 1.26(18) . . . . ?
C33 C34 C35 C36 -178.58(11) . . . . ?
C33 C34 C39 C38 178.75(12) . . . . ?
C33 C3 C4 C5 -177.32(11) . . . . ?
C33 C40 C41 C42 -1.75(14) . . . . ?
C33 C40 C41 C48 179.22(12) . . . . ?
C33 C40 C51 C50 -179.99(13) . . . . ?
C33 C43 C42 C41 -1.67(14) . . . . ?
C33 C43 C42 C47 176.00(12) . . . . ?
C33 C43 C44 C45 -176.53(13) . . . . ?
C2 C3 C4 C5 -0.72(18) . . . . ?
C8 C15 C16 C17 -179.74(13) . . . . ?
C8 C15 C20 C19 179.38(16) . . . . ?
C8 C9 C10 N1 6.13(17) . . . . ?
C8 C9 C10 C11 -173.93(12) . . . . ?
C8 C9 C14 C13 174.05(12) . . . . ?
C8 C7 C27 C28 -168.38(13) . . . . ?
C8 C21 C22 C23 -177.35(14) . . . . ?
C8 C21 C26 C25 177.82(15) . . . . ?
C34 C33 C3 C2 6.63(16) . . . . ?
C34 C33 C3 C4 -176.93(10) . . . . ?
C34 C33 C40 C41 -116.86(12) . . . . ?
C34 C33 C40 C51 64.45(16) . . . . ?
C34 C33 C43 C42 118.81(11) . . . . ?
C34 C33 C43 C44 -64.55(16) . . . . ?
C34 C35 C1 O1 -172.96(13) . . . . ?
C34 C35 C1 C2 6.05(18) . . . . ?
C34 C35 C36 C37 0.2(2) . . . . ?
C34 C39 C38 C37 -0.4(2) . . . . ?
C3 C33 C34 C35 -7.36(16) . . . . ?
C3 C33 C34 C39 174.63(11) . . . . ?
C3 C33 C40 C41 115.42(11) . . . . ?
C3 C33 C40 C51 -63.27(17) . . . . ?
C3 C33 C43 C42 -115.99(11) . . . . ?
C3 C33 C43 C44 60.65(16) . . . . ?
C3 C2 C1 O1 172.23(13) . . . . ?
C3 C2 C1 C35 -6.78(18) . . . . ?
C3 C2 C32 C31 -0.90(19) . . . . ?
C3 C4 C5 N1 177.45(11) . . . . ?
C3 C4 C5 C31 -0.65(19) . . . . ?
C35 C34 C39 C38 0.66(19) . . . . ?
C35 C36 C37 C38 0.2(2) . . . . ?
C15 C8 C9 C10 85.10(14) . . . . ?
C15 C8 C9 C14 -90.50(14) . . . . ?
C15 C8 C7 C6 -81.65(14) . . . . ?
C15 C8 C7 C27 90.24(14) . . . . ?
C15 C8 C21 C22 -10.62(18) . . . . ?
C15 C8 C21 C26 172.78(13) . . . . ?
C15 C16 C17 C18 0.2(2) . . . . ?
C15 C20 C19 C18 0.5(3) . . . . ?
C9 C8 C15 C16 -124.39(13) . . . . ?
C9 C8 C15 C20 55.93(16) . . . . ?
C9 C8 C7 C6 34.72(15) . . . . ?
C9 C8 C7 C27 -153.40(12) . . . . ?
C9 C8 C21 C22 -130.50(14) . . . . ?
C9 C8 C21 C26 52.90(17) . . . . ?
C9 C10 C11 C12 -0.8(2) . . . . ?
C9 C14 C13 C12 0.4(2) . . . . ?
C4 C5 C31 C32 1.24(19) . . . . ?
C6 N1 C5 C4 67.15(15) . . . . ?
C6 N1 C5 C31 -114.72(13) . . . . ?
C6 N1 C10 C9 21.46(17) . . . . ?
C6 N1 C10 C11 -158.48(12) . . . . ?
C6 C7 C27 C28 3.6(2) . . . . ?
C6 C30 C29 C28 1.8(2) . . . . ?
C7 C8 C15 C16 -7.02(16) . . . . ?
C7 C8 C15 C20 173.30(13) . . . . ?
C7 C8 C9 C10 -32.11(15) . . . . ?
C7 C8 C9 C14 152.29(12) . . . . ?
C7 C8 C21 C22 109.78(15) . . . . ?
C7 C8 C21 C26 -66.82(16) . . . . ?
C7 C6 C30 C29 2.99(19) . . . . ?
C7 C27 C28 C29 1.1(2) . . . . ?
C40 C33 C34 C35 -133.68(12) . . . . ?
C40 C33 C34 C39 48.31(15) . . . . ?
C40 C33 C3 C2 133.27(12) . . . . ?
C40 C33 C3 C4 -50.30(15) . . . . ?
C40 C33 C43 C42 0.61(13) . . . . ?
C40 C33 C43 C44 177.25(13) . . . . ?
C40 C41 C48 C49 1.1(2) . . . . ?
C40 C51 C50 C49 -0.1(2) . . . . ?
C5 N1 C6 C7 -169.13(11) . . . . ?
C5 N1 C6 C30 13.04(17) . . . . ?
C5 N1 C10 C9 172.05(11) . . . . ?
C5 N1 C10 C11 -7.90(17) . . . . ?
C5 C31 C32 C2 -0.46(19) . . . . ?
C43 C33 C34 C35 114.89(13) . . . . ?
C43 C33 C34 C39 -63.12(14) . . . . ?
C43 C33 C3 C2 -116.88(12) . . . . ?
C43 C33 C3 C4 59.55(14) . . . . ?
C43 C33 C40 C41 0.73(13) . . . . ?
C43 C33 C40 C51 -177.97(13) . . . . ?
C43 C42 C41 C40 2.14(15) . . . . ?
C43 C42 C41 C48 -178.98(14) . . . . ?
C43 C42 C47 C46 1.3(2) . . . . ?
C43 C44 C45 C46 0.9(2) . . . . ?
C10 N1 C6 C7 -18.81(17) . . . . ?
C10 N1 C6 C30 163.35(11) . . . . ?
C10 N1 C5 C4 -84.08(14) . . . . ?
C10 N1 C5 C31 94.05(14) . . . . ?
C10 C9 C14 C13 -1.62(19) . . . . ?
C10 C11 C12 C13 -0.4(2) . . . . ?
C14 C9 C10 N1 -178.12(11) . . . . ?
C14 C9 C10 C11 1.83(18) . . . . ?
C14 C13 C12 C11 0.7(2) . . . . ?
C1 C2 C3 C33 0.24(18) . . . . ?
C1 C2 C3 C4 -176.18(11) . . . . ?
C1 C2 C32 C31 176.81(12) . . . . ?
C1 C35 C36 C37 -179.68(13) . . . . ?
C21 C8 C15 C16 113.68(14) . . . . ?
C21 C8 C15 C20 -66.00(16) . . . . ?
C21 C8 C9 C10 -152.00(11) . . . . ?
C21 C8 C9 C14 32.40(16) . . . . ?
C21 C8 C7 C6 155.65(11) . . . . ?
C21 C8 C7 C27 -32.46(16) . . . . ?
C21 C22 C23 C24 -0.2(3) . . . . ?
C21 C26 C25 C24 -0.4(3) . . . . ?
C42 C43 C44 C45 -0.2(2) . . . . ?
C42 C41 C48 C49 -177.65(14) . . . . ?
C42 C47 C46 C45 -0.6(2) . . . . ?
C41 C40 C51 C50 1.4(2) . . . . ?
C41 C42 C47 C46 178.34(14) . . . . ?
C41 C48 C49 C50 0.2(2) . . . . ?
C30 C6 C7 C8 166.54(11) . . . . ?
C30 C6 C7 C27 -5.59(18) . . . . ?
C30 C29 C28 C27 -3.8(2) . . . . ?
C32 C2 C3 C33 177.90(11) . . . . ?
C32 C2 C3 C4 1.48(18) . . . . ?
C32 C2 C1 O1 -5.45(19) . . . . ?
C32 C2 C1 C35 175.53(11) . . . . ?
C39 C34 C35 C1 179.27(12) . . . . ?
C39 C34 C35 C36 -0.57(18) . . . . ?
C39 C38 C37 C36 -0.1(2) . . . . ?
C16 C15 C20 C19 -0.3(2) . . . . ?
C16 C17 C18 C19 0.0(3) . . . . ?
C36 C35 C1 O1 6.9(2) . . . . ?
C36 C35 C1 C2 -174.11(11) . . . . ?
C51 C40 C41 C42 177.05(12) . . . . ?
C51 C40 C41 C48 -2.0(2) . . . . ?
C44 C43 C42 C41 -178.56(12) . . . . ?
C44 C43 C42 C47 -0.9(2) . . . . ?
C22 C21 C26 C25 1.0(2) . . . . ?
C22 C23 C24 C25 0.8(3) . . . . ?
C48 C49 C50 C51 -0.7(2) . . . . ?
C47 C42 C41 C40 -175.15(14) . . . . ?
C47 C42 C41 C48 3.7(2) . . . . ?
C47 C46 C45 C44 -0.5(2) . . . . ?
C17 C18 C19 C20 -0.4(3) . . . . ?
C26 C21 C22 C23 -0.7(2) . . . . ?
C26 C25 C24 C23 -0.5(3) . . . . ?
C20 C15 C16 C17 -0.1(2) . . . . ?
