#------------------------------------------------------------------------------
#$Date: 2022-02-04 21:10:30 +0200 (Fri, 04 Feb 2022) $
#$Revision: 272570 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/59/1565924.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_1565924
loop_
_publ_author_name
'Narita, Hiroki'
'Choi, Heekyoung'
'Ito, Masato'
'Ando, Naoki'
'Ogi, Soichiro'
'Yamaguchi, Shigehiro'
_publ_section_title
;
 Fully fused boron-doped polycyclic aromatic hydrocarbons: their
 synthesis, structure--property relationships, and self-assembly behavior
 in aqueous media
;
_journal_issue                   5
_journal_name_full               'Chemical Science'
_journal_page_first              1484
_journal_page_last               1491
_journal_paper_doi               10.1039/D1SC06710A
_journal_volume                  13
_journal_year                    2022
_chemical_formula_moiety         'C54 H37 B O2'
_chemical_formula_sum            'C54 H37 B O2'
_chemical_formula_weight         728.64
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2021-11-26 deposited with the CCDC.	2022-01-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.339(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.5697(8)
_cell_length_b                   12.0685(4)
_cell_length_c                   16.8103(7)
_cell_measurement_reflns_used    7412
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      29.4350
_cell_measurement_theta_min      2.0310
_cell_volume                     3751.0(3)
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type
;
Rigaku Single Crystal X-ray diffractometer equipped with 
FR-X generator, Varimax optics, and PILATUS 200K photon 
counting detector
;
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0817
_diffrn_reflns_av_unetI/netI     0.0825
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            49313
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_min         2.015
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75518
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.95a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_description       plate
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.010
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     520
_refine_ls_number_reflns         8609
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.1407
_refine_ls_R_factor_gt           0.0613
_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)+(0.0573P)²+1.6290P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1231
_refine_ls_wR_factor_ref         0.1558
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4515
_reflns_number_total             8609
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc06710a2.cif
_cod_data_source_block           compd_12
_cod_depositor_comments
'Adding full bibliography for 1565922--1565925.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1565924
_shelx_shelxl_version_number     2018/1
_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_min   0.992
_shelx_estimated_absorpt_t_max   0.999
_exptl_absorpt_special_details
;
 ?
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
B1 B 0.53124(15) 0.5224(2) 0.63145(15) 0.0250(6) Uani 1 1 d . . . . .
C1 C 0.47938(12) 0.43113(18) 0.65112(13) 0.0241(5) Uani 1 1 d . . . . .
C2 C 0.50564(12) 0.34720(18) 0.70542(13) 0.0252(5) Uani 1 1 d . . . . .
C3 C 0.45889(13) 0.25904(19) 0.71876(14) 0.0297(6) Uani 1 1 d . . . . .
H1 H 0.475040 0.200402 0.753680 0.036 Uiso 1 1 calc R U . . .
C4 C 0.38877(13) 0.2574(2) 0.68086(14) 0.0307(6) Uani 1 1 d . . . . .
H2 H 0.357864 0.197184 0.690776 0.037 Uiso 1 1 calc R U . . .
C5 C 0.36275(13) 0.34082(19) 0.62914(14) 0.0285(6) Uani 1 1 d . . . . .
H3 H 0.314615 0.337384 0.604585 0.034 Uiso 1 1 calc R U . . .
C6 C 0.40737(12) 0.43015(19) 0.61309(13) 0.0258(5) Uani 1 1 d . . . . .
C7 C 0.38378(12) 0.52243(19) 0.55717(13) 0.0254(5) Uani 1 1 d . . . . .
C8 C 0.31436(13) 0.53120(19) 0.51751(14) 0.0286(6) Uani 1 1 d . . . . .
H4 H 0.279817 0.476073 0.527513 0.034 Uiso 1 1 calc R U . . .
C9 C 0.29232(13) 0.6181(2) 0.46286(14) 0.0290(6) Uani 1 1 d . . . . .
H5 H 0.244761 0.618958 0.436590 0.035 Uiso 1 1 calc R U . . .
C10 C 0.34096(13) 0.70085(19) 0.44864(14) 0.0262(5) Uani 1 1 d . . . . .
C11 C 0.34155(13) 0.80304(19) 0.39852(14) 0.0275(6) Uani 1 1 d . . . . .
C12 C 0.28989(14) 0.8497(2) 0.34387(14) 0.0346(6) Uani 1 1 d . . . . .
H6 H 0.243822 0.815968 0.332944 0.042 Uiso 1 1 calc R U . . .
C13 C 0.30680(14) 0.9473(2) 0.30516(15) 0.0372(6) Uani 1 1 d . . . . .
H7 H 0.271512 0.980615 0.268120 0.045 Uiso 1 1 calc R U . . .
C14 C 0.37403(14) 0.9965(2) 0.31976(15) 0.0355(6) Uani 1 1 d . . . . .
H8 H 0.384072 1.062988 0.292594 0.043 Uiso 1 1 calc R U . . .
C15 C 0.42714(14) 0.95041(19) 0.37348(14) 0.0313(6) Uani 1 1 d . . . . .
H9 H 0.473235 0.984520 0.383069 0.038 Uiso 1 1 calc R U . . .
C16 C 0.41126(13) 0.85254(19) 0.41321(14) 0.0290(6) Uani 1 1 d . . . . .
C17 C 0.45595(13) 0.78363(19) 0.47074(13) 0.0262(5) Uani 1 1 d . . . . .
C18 C 0.41019(12) 0.69349(19) 0.48915(13) 0.0251(5) Uani 1 1 d . . . . .
C19 C 0.43364(13) 0.60894(18) 0.54150(13) 0.0252(5) Uani 1 1 d . . . . .
C20 C 0.50671(12) 0.61387(18) 0.57506(13) 0.0242(5) Uani 1 1 d . . . . .
C21 C 0.55323(13) 0.70038(18) 0.55685(13) 0.0251(5) Uani 1 1 d . . . . .
C22 C 0.52611(13) 0.78770(19) 0.50381(14) 0.0279(6) Uani 1 1 d . . . . .
H10 H 0.556608 0.847486 0.491897 0.033 Uiso 1 1 calc R U . . .
C23 C 0.60836(12) 0.52294(18) 0.66817(13) 0.0242(5) Uani 1 1 d . . . . .
C24 C 0.65533(12) 0.60694(18) 0.64584(13) 0.0237(5) Uani 1 1 d . . . . .
C25 C 0.62949(12) 0.69571(18) 0.59177(13) 0.0249(5) Uani 1 1 d . . . . .
C26 C 0.67966(13) 0.7739(2) 0.57372(15) 0.0320(6) Uani 1 1 d . . . . .
H11 H 0.663816 0.833898 0.539892 0.038 Uiso 1 1 calc R U . . .
C27 C 0.75308(13) 0.7693(2) 0.60291(16) 0.0350(6) Uani 1 1 d . . . . .
H12 H 0.785484 0.824939 0.588071 0.042 Uiso 1 1 calc R U . . .
C28 C 0.77805(13) 0.6852(2) 0.65253(15) 0.0300(6) Uani 1 1 d . . . . .
C29 C 0.72960(13) 0.60244(18) 0.67712(13) 0.0258(5) Uani 1 1 d . . . . .
C30 C 0.75229(13) 0.51958(19) 0.73254(14) 0.0283(6) Uani 1 1 d . . . . .
H13 H 0.801463 0.518068 0.753952 0.034 Uiso 1 1 calc R U . . .
C31 C 0.70492(12) 0.43928(18) 0.75722(14) 0.0253(5) Uani 1 1 d . . . . .
C32 C 0.72727(13) 0.3586(2) 0.81656(14) 0.0295(6) Uani 1 1 d . . . . .
C33 C 0.67931(13) 0.2828(2) 0.84008(15) 0.0318(6) Uani 1 1 d . . . . .
H14 H 0.693969 0.231447 0.881286 0.038 Uiso 1 1 calc R U . . .
C34 C 0.60760(13) 0.2803(2) 0.80321(14) 0.0304(6) Uani 1 1 d . . . . .
H15 H 0.575722 0.225088 0.819813 0.036 Uiso 1 1 calc R U . . .
C35 C 0.58151(12) 0.35356(19) 0.74452(13) 0.0257(5) Uani 1 1 d . . . . .
C36 C 0.63149(12) 0.43833(19) 0.72296(13) 0.0250(5) Uani 1 1 d . . . . .
C37 C 0.82550(13) 0.3123(2) 0.91600(15) 0.0295(6) Uani 1 1 d . . . . .
C38 C 0.85624(13) 0.2083(2) 0.91075(15) 0.0338(6) Uani 1 1 d . . . . .
C39 C 0.88779(14) 0.1604(2) 0.98041(17) 0.0417(7) Uani 1 1 d . . . . .
H16 H 0.907543 0.087970 0.978164 0.050 Uiso 1 1 calc R U . . .
C40 C 0.89138(15) 0.2145(3) 1.05270(18) 0.0493(8) Uani 1 1 d . . . . .
C41 C 0.86224(15) 0.3197(3) 1.05487(17) 0.0482(8) Uani 1 1 d . . . . .
H17 H 0.865848 0.358798 1.104130 0.058 Uiso 1 1 calc R U . . .
C42 C 0.82770(14) 0.3703(2) 0.98719(17) 0.0382(7) Uani 1 1 d . . . . .
C43 C 0.85728(19) 0.1517(3) 0.83102(18) 0.0624(9) Uani 1 1 d . . . . .
H18 H 0.809025 0.155559 0.802094 0.094 Uiso 1 1 calc R U . . .
H19 H 0.871261 0.073983 0.839272 0.094 Uiso 1 1 calc R U . . .
H20 H 0.892229 0.188831 0.799801 0.094 Uiso 1 1 calc R U . . .
C44 C 0.7936(2) 0.4841(3) 0.9908(2) 0.0690(10) Uani 1 1 d . . . . .
H21 H 0.801060 0.525225 0.941955 0.103 Uiso 1 1 calc R U . . .
H22 H 0.815990 0.524409 1.037260 0.103 Uiso 1 1 calc R U . . .
H23 H 0.741609 0.476166 0.995400 0.103 Uiso 1 1 calc R U . . .
C45 C 0.92502(19) 0.1607(4) 1.1284(2) 0.0844(13) Uani 1 1 d . . . . .
H24 H 0.887218 0.124631 1.156113 0.127 Uiso 1 1 calc R U . . .
H25 H 0.949194 0.217193 1.163158 0.127 Uiso 1 1 calc R U . . .
H26 H 0.960468 0.105191 1.114884 0.127 Uiso 1 1 calc R U . . .
C46 C 0.89577(13) 0.7623(2) 0.67032(16) 0.0312(6) Uani 1 1 d . . . . .
C47 C 0.90372(13) 0.8416(2) 0.72991(15) 0.0333(6) Uani 1 1 d . . . . .
C48 C 0.95104(14) 0.9291(2) 0.71928(16) 0.0369(6) Uani 1 1 d . . . . .
H27 H 0.957218 0.985010 0.759114 0.044 Uiso 1 1 calc R U . . .
C49 C 0.98947(13) 0.9372(2) 0.65226(16) 0.0348(6) Uani 1 1 d . . . . .
C50 C 0.97944(13) 0.8555(2) 0.59480(16) 0.0360(6) Uani 1 1 d . . . . .
H28 H 1.005323 0.860108 0.548750 0.043 Uiso 1 1 calc R U . . .
C51 C 0.93269(14) 0.7665(2) 0.60201(16) 0.0358(6) Uani 1 1 d . . . . .
C52 C 0.86256(16) 0.8316(2) 0.80304(16) 0.0491(8) Uani 1 1 d . . . . .
H29 H 0.811032 0.845039 0.788053 0.074 Uiso 1 1 calc R U . . .
H30 H 0.880898 0.886371 0.842958 0.074 Uiso 1 1 calc R U . . .
H31 H 0.869060 0.756972 0.825515 0.074 Uiso 1 1 calc R U . . .
C53 C 0.92124(17) 0.6780(3) 0.53867(18) 0.0553(8) Uani 1 1 d . . . . .
H32 H 0.951220 0.694214 0.495109 0.083 Uiso 1 1 calc R U . . .
H33 H 0.870188 0.676612 0.517766 0.083 Uiso 1 1 calc R U . . .
H34 H 0.934860 0.605727 0.562010 0.083 Uiso 1 1 calc R U . . .
C54 C 1.03986(15) 1.0335(2) 0.64305(18) 0.0474(8) Uani 1 1 d . . . . .
H35 H 1.086239 1.005837 0.627757 0.071 Uiso 1 1 calc R U . . .
H36 H 1.047698 1.073487 0.693848 0.071 Uiso 1 1 calc R U . . .
H37 H 1.018362 1.083645 0.601565 0.071 Uiso 1 1 calc R U . . .
O1 O 0.79949(9) 0.36671(14) 0.84518(10) 0.0380(5) Uani 1 1 d . . . . .
O2 O 0.84969(9) 0.67217(13) 0.68126(10) 0.0362(4) Uani 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'
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
C20 B1 C23 118.5(2) . . ?
C20 B1 C1 120.7(2) . . ?
C23 B1 C1 120.8(2) . . ?
C2 C1 C6 122.3(2) . . ?
C2 C1 B1 118.1(2) . . ?
C6 C1 B1 119.7(2) . . ?
C3 C2 C1 117.6(2) . . ?
C3 C2 C35 122.6(2) . . ?
C1 C2 C35 119.9(2) . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H1 119.9 . . ?
C2 C3 H1 119.9 . . ?
C5 C4 C3 122.1(2) . . ?
C5 C4 H2 119.0 . . ?
C3 C4 H2 119.0 . . ?
C4 C5 C6 120.1(2) . . ?
C4 C5 H3 120.0 . . ?
C6 C5 H3 120.0 . . ?
C5 C6 C1 117.8(2) . . ?
C5 C6 C7 123.4(2) . . ?
C1 C6 C7 118.8(2) . . ?
C8 C7 C19 116.0(2) . . ?
C8 C7 C6 124.0(2) . . ?
C19 C7 C6 120.0(2) . . ?
C7 C8 C9 123.9(2) . . ?
C7 C8 H4 118.0 . . ?
C9 C8 H4 118.0 . . ?
C10 C9 C8 119.3(2) . . ?
C10 C9 H5 120.4 . . ?
C8 C9 H5 120.4 . . ?
C9 C10 C18 117.1(2) . . ?
C9 C10 C11 137.2(2) . . ?
C18 C10 C11 105.8(2) . . ?
C12 C11 C16 120.4(2) . . ?
C12 C11 C10 132.0(2) . . ?
C16 C11 C10 107.6(2) . . ?
C11 C12 C13 118.7(2) . . ?
C11 C12 H6 120.6 . . ?
C13 C12 H6 120.6 . . ?
C14 C13 C12 121.2(2) . . ?
C14 C13 H7 119.4 . . ?
C12 C13 H7 119.4 . . ?
C13 C14 C15 121.2(2) . . ?
C13 C14 H8 119.4 . . ?
C15 C14 H8 119.4 . . ?
C14 C15 C16 118.6(2) . . ?
C14 C15 H9 120.7 . . ?
C16 C15 H9 120.7 . . ?
C15 C16 C11 119.9(2) . . ?
C15 C16 C17 131.2(2) . . ?
C11 C16 C17 108.9(2) . . ?
C22 C17 C18 120.1(2) . . ?
C22 C17 C16 134.7(2) . . ?
C18 C17 C16 105.2(2) . . ?
C19 C18 C10 125.0(2) . . ?
C19 C18 C17 122.5(2) . . ?
C10 C18 C17 112.5(2) . . ?
C18 C19 C20 116.8(2) . . ?
C18 C19 C7 118.7(2) . . ?
C20 C19 C7 124.4(2) . . ?
C21 C20 C19 121.8(2) . . ?
C21 C20 B1 121.9(2) . . ?
C19 C20 B1 116.3(2) . . ?
C20 C21 C22 119.4(2) . . ?
C20 C21 C25 118.0(2) . . ?
C22 C21 C25 122.6(2) . . ?
C17 C22 C21 119.3(2) . . ?
C17 C22 H10 120.3 . . ?
C21 C22 H10 120.3 . . ?
C24 C23 C36 122.3(2) . . ?
C24 C23 B1 118.8(2) . . ?
C36 C23 B1 118.9(2) . . ?
C23 C24 C29 118.3(2) . . ?
C23 C24 C25 121.2(2) . . ?
C29 C24 C25 120.5(2) . . ?
C26 C25 C24 116.8(2) . . ?
C26 C25 C21 121.8(2) . . ?
C24 C25 C21 121.5(2) . . ?
C25 C26 C27 123.3(2) . . ?
C25 C26 H11 118.4 . . ?
C27 C26 H11 118.4 . . ?
C28 C27 C26 120.3(2) . . ?
C28 C27 H12 119.8 . . ?
C26 C27 H12 119.8 . . ?
C27 C28 O2 124.0(2) . . ?
C27 C28 C29 120.5(2) . . ?
O2 C28 C29 115.5(2) . . ?
C30 C29 C24 119.4(2) . . ?
C30 C29 C28 122.1(2) . . ?
C24 C29 C28 118.5(2) . . ?
C31 C30 C29 122.2(2) . . ?
C31 C30 H13 118.9 . . ?
C29 C30 H13 118.9 . . ?
C30 C31 C32 122.0(2) . . ?
C30 C31 C36 119.3(2) . . ?
C32 C31 C36 118.7(2) . . ?
C33 C32 O1 125.8(2) . . ?
C33 C32 C31 120.4(2) . . ?
O1 C32 C31 113.8(2) . . ?
C32 C33 C34 120.1(2) . . ?
C32 C33 H14 120.0 . . ?
C34 C33 H14 120.0 . . ?
C35 C34 C33 123.6(2) . . ?
C35 C34 H15 118.2 . . ?
C33 C34 H15 118.2 . . ?
C34 C35 C36 116.2(2) . . ?
C34 C35 C2 122.3(2) . . ?
C36 C35 C2 121.6(2) . . ?
C23 C36 C31 118.5(2) . . ?
C23 C36 C35 120.6(2) . . ?
C31 C36 C35 120.9(2) . . ?
C42 C37 C38 122.3(2) . . ?
C42 C37 O1 118.4(2) . . ?
C38 C37 O1 118.7(2) . . ?
C37 C38 C39 117.9(2) . . ?
C37 C38 C43 120.5(2) . . ?
C39 C38 C43 121.5(2) . . ?
C40 C39 C38 122.0(3) . . ?
C40 C39 H16 119.0 . . ?
C38 C39 H16 119.0 . . ?
C39 C40 C41 118.2(3) . . ?
C39 C40 C45 121.4(3) . . ?
C41 C40 C45 120.4(3) . . ?
C40 C41 C42 122.2(3) . . ?
C40 C41 H17 118.9 . . ?
C42 C41 H17 118.9 . . ?
C37 C42 C41 117.3(2) . . ?
C37 C42 C44 120.9(3) . . ?
C41 C42 C44 121.8(3) . . ?
C38 C43 H18 109.5 . . ?
C38 C43 H19 109.5 . . ?
H18 C43 H19 109.5 . . ?
C38 C43 H20 109.5 . . ?
H18 C43 H20 109.5 . . ?
H19 C43 H20 109.5 . . ?
C42 C44 H21 109.5 . . ?
C42 C44 H22 109.5 . . ?
H21 C44 H22 109.5 . . ?
C42 C44 H23 109.5 . . ?
H21 C44 H23 109.5 . . ?
H22 C44 H23 109.5 . . ?
C40 C45 H24 109.5 . . ?
C40 C45 H25 109.5 . . ?
H24 C45 H25 109.5 . . ?
C40 C45 H26 109.5 . . ?
H24 C45 H26 109.5 . . ?
H25 C45 H26 109.5 . . ?
C47 C46 C51 123.0(2) . . ?
C47 C46 O2 117.8(2) . . ?
C51 C46 O2 119.3(2) . . ?
C46 C47 C48 117.2(2) . . ?
C46 C47 C52 120.4(2) . . ?
C48 C47 C52 122.4(2) . . ?
C49 C48 C47 122.2(2) . . ?
C49 C48 H27 118.9 . . ?
C47 C48 H27 118.9 . . ?
C50 C49 C48 118.0(2) . . ?
C50 C49 C54 121.5(3) . . ?
C48 C49 C54 120.4(2) . . ?
C49 C50 C51 122.3(2) . . ?
C49 C50 H28 118.9 . . ?
C51 C50 H28 118.9 . . ?
C46 C51 C50 117.3(2) . . ?
C46 C51 C53 120.5(2) . . ?
C50 C51 C53 122.2(3) . . ?
C47 C52 H29 109.5 . . ?
C47 C52 H30 109.5 . . ?
H29 C52 H30 109.5 . . ?
C47 C52 H31 109.5 . . ?
H29 C52 H31 109.5 . . ?
H30 C52 H31 109.5 . . ?
C51 C53 H32 109.5 . . ?
C51 C53 H33 109.5 . . ?
H32 C53 H33 109.5 . . ?
C51 C53 H34 109.5 . . ?
H32 C53 H34 109.5 . . ?
H33 C53 H34 109.5 . . ?
C49 C54 H35 109.5 . . ?
C49 C54 H36 109.5 . . ?
H35 C54 H36 109.5 . . ?
C49 C54 H37 109.5 . . ?
H35 C54 H37 109.5 . . ?
H36 C54 H37 109.5 . . ?
C32 O1 C37 120.42(18) . . ?
C28 O2 C46 116.36(18) . . ?
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
B1 C20 1.498(3) . ?
B1 C23 1.506(4) . ?
B1 C1 1.519(3) . ?
C1 C2 1.419(3) . ?
C1 C6 1.427(3) . ?
C2 C3 1.404(3) . ?
C2 C35 1.500(3) . ?
C3 C4 1.396(3) . ?
C3 H1 0.9500 . ?
C4 C5 1.388(3) . ?
C4 H2 0.9500 . ?
C5 C6 1.401(3) . ?
C5 H3 0.9500 . ?
C6 C7 1.496(3) . ?
C7 C8 1.399(3) . ?
C7 C19 1.436(3) . ?
C8 C9 1.429(3) . ?
C8 H4 0.9500 . ?
C9 C10 1.382(3) . ?
C9 H5 0.9500 . ?
C10 C18 1.401(3) . ?
C10 C11 1.494(3) . ?
C11 C12 1.385(3) . ?
C11 C16 1.426(3) . ?
C12 C13 1.396(3) . ?
C12 H6 0.9500 . ?
C13 C14 1.383(4) . ?
C13 H7 0.9500 . ?
C14 C15 1.390(3) . ?
C14 H8 0.9500 . ?
C15 C16 1.402(3) . ?
C15 H9 0.9500 . ?
C16 C17 1.472(3) . ?
C17 C22 1.369(3) . ?
C17 C18 1.432(3) . ?
C18 C19 1.391(3) . ?
C19 C20 1.421(3) . ?
C20 C21 1.407(3) . ?
C21 C22 1.441(3) . ?
C21 C25 1.483(3) . ?
C22 H10 0.9500 . ?
C23 C24 1.411(3) . ?
C23 C36 1.415(3) . ?
C24 C29 1.431(3) . ?
C24 C25 1.457(3) . ?
C25 C26 1.380(3) . ?
C26 C27 1.407(3) . ?
C26 H11 0.9500 . ?
C27 C28 1.367(3) . ?
C27 H12 0.9500 . ?
C28 O2 1.381(3) . ?
C28 C29 1.431(3) . ?
C29 C30 1.404(3) . ?
C30 C31 1.397(3) . ?
C30 H13 0.9500 . ?
C31 C32 1.428(3) . ?
C31 C36 1.430(3) . ?
C32 C33 1.361(3) . ?
C32 O1 1.386(3) . ?
C33 C34 1.416(3) . ?
C33 H14 0.9500 . ?
C34 C35 1.379(3) . ?
C34 H15 0.9500 . ?
C35 C36 1.450(3) . ?
C37 C42 1.384(3) . ?
C37 C38 1.385(3) . ?
C37 O1 1.405(3) . ?
C38 C39 1.386(3) . ?
C38 C43 1.506(4) . ?
C39 C40 1.376(4) . ?
C39 H16 0.9500 . ?
C40 C41 1.381(4) . ?
C40 C45 1.511(4) . ?
C41 C42 1.394(4) . ?
C41 H17 0.9500 . ?
C42 C44 1.515(4) . ?
C43 H18 0.9800 . ?
C43 H19 0.9800 . ?
C43 H20 0.9800 . ?
C44 H21 0.9800 . ?
C44 H22 0.9800 . ?
C44 H23 0.9800 . ?
C45 H24 0.9800 . ?
C45 H25 0.9800 . ?
C45 H26 0.9800 . ?
C46 C47 1.384(3) . ?
C46 C51 1.392(4) . ?
C46 O2 1.406(3) . ?
C47 C48 1.396(3) . ?
C47 C52 1.512(4) . ?
C48 C49 1.392(4) . ?
C48 H27 0.9500 . ?
C49 C50 1.381(4) . ?
C49 C54 1.509(3) . ?
C50 C51 1.393(3) . ?
C50 H28 0.9500 . ?
C51 C53 1.509(4) . ?
C52 H29 0.9800 . ?
C52 H30 0.9800 . ?
C52 H31 0.9800 . ?
C53 H32 0.9800 . ?
C53 H33 0.9800 . ?
C53 H34 0.9800 . ?
C54 H35 0.9800 . ?
C54 H36 0.9800 . ?
C54 H37 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C20 B1 C1 C2 -179.5(2) . . . . ?
C23 B1 C1 C2 0.4(3) . . . . ?
C20 B1 C1 C6 2.5(3) . . . . ?
C23 B1 C1 C6 -177.5(2) . . . . ?
C6 C1 C2 C3 2.4(3) . . . . ?
B1 C1 C2 C3 -175.5(2) . . . . ?
C6 C1 C2 C35 -179.1(2) . . . . ?
B1 C1 C2 C35 3.0(3) . . . . ?
C1 C2 C3 C4 -1.6(3) . . . . ?
C35 C2 C3 C4 179.9(2) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
C3 C4 C5 C6 0.4(4) . . . . ?
C4 C5 C6 C1 0.3(3) . . . . ?
C4 C5 C6 C7 179.1(2) . . . . ?
C2 C1 C6 C5 -1.8(3) . . . . ?
B1 C1 C6 C5 176.1(2) . . . . ?
C2 C1 C6 C7 179.4(2) . . . . ?
B1 C1 C6 C7 -2.7(3) . . . . ?
C5 C6 C7 C8 2.3(4) . . . . ?
C1 C6 C7 C8 -179.0(2) . . . . ?
C5 C6 C7 C19 -177.6(2) . . . . ?
C1 C6 C7 C19 1.1(3) . . . . ?
C19 C7 C8 C9 1.3(3) . . . . ?
C6 C7 C8 C9 -178.6(2) . . . . ?
C7 C8 C9 C10 -1.5(4) . . . . ?
C8 C9 C10 C18 0.4(3) . . . . ?
C8 C9 C10 C11 179.8(2) . . . . ?
C9 C10 C11 C12 -2.4(5) . . . . ?
C18 C10 C11 C12 177.0(2) . . . . ?
C9 C10 C11 C16 179.5(3) . . . . ?
C18 C10 C11 C16 -1.1(2) . . . . ?
C16 C11 C12 C13 -1.6(4) . . . . ?
C10 C11 C12 C13 -179.5(2) . . . . ?
C11 C12 C13 C14 0.9(4) . . . . ?
C12 C13 C14 C15 0.0(4) . . . . ?
C13 C14 C15 C16 -0.2(4) . . . . ?
C14 C15 C16 C11 -0.5(3) . . . . ?
C14 C15 C16 C17 178.2(2) . . . . ?
C12 C11 C16 C15 1.4(3) . . . . ?
C10 C11 C16 C15 179.8(2) . . . . ?
C12 C11 C16 C17 -177.5(2) . . . . ?
C10 C11 C16 C17 0.8(2) . . . . ?
C15 C16 C17 C22 -1.6(5) . . . . ?
C11 C16 C17 C22 177.2(3) . . . . ?
C15 C16 C17 C18 -179.1(2) . . . . ?
C11 C16 C17 C18 -0.3(3) . . . . ?
C9 C10 C18 C19 0.8(3) . . . . ?
C11 C10 C18 C19 -178.8(2) . . . . ?
C9 C10 C18 C17 -179.5(2) . . . . ?
C11 C10 C18 C17 1.0(3) . . . . ?
C22 C17 C18 C19 1.4(3) . . . . ?
C16 C17 C18 C19 179.3(2) . . . . ?
C22 C17 C18 C10 -178.4(2) . . . . ?
C16 C17 C18 C10 -0.5(3) . . . . ?
C10 C18 C19 C20 178.1(2) . . . . ?
C17 C18 C19 C20 -1.6(3) . . . . ?
C10 C18 C19 C7 -1.0(3) . . . . ?
C17 C18 C19 C7 179.3(2) . . . . ?
C8 C7 C19 C18 -0.1(3) . . . . ?
C6 C7 C19 C18 179.9(2) . . . . ?
C8 C7 C19 C20 -179.0(2) . . . . ?
C6 C7 C19 C20 0.9(3) . . . . ?
C18 C19 C20 C21 0.4(3) . . . . ?
C7 C19 C20 C21 179.4(2) . . . . ?
C18 C19 C20 B1 179.9(2) . . . . ?
C7 C19 C20 B1 -1.1(3) . . . . ?
C23 B1 C20 C21 -1.1(3) . . . . ?
C1 B1 C20 C21 178.9(2) . . . . ?
C23 B1 C20 C19 179.5(2) . . . . ?
C1 B1 C20 C19 -0.6(3) . . . . ?
C19 C20 C21 C22 1.1(3) . . . . ?
B1 C20 C21 C22 -178.4(2) . . . . ?
C19 C20 C21 C25 -177.2(2) . . . . ?
B1 C20 C21 C25 3.4(3) . . . . ?
C18 C17 C22 C21 0.2(3) . . . . ?
C16 C17 C22 C21 -177.0(2) . . . . ?
C20 C21 C22 C17 -1.4(3) . . . . ?
C25 C21 C22 C17 176.8(2) . . . . ?
C20 B1 C23 C24 -2.4(3) . . . . ?
C1 B1 C23 C24 177.6(2) . . . . ?
C20 B1 C23 C36 178.5(2) . . . . ?
C1 B1 C23 C36 -1.5(3) . . . . ?
C36 C23 C24 C29 3.1(3) . . . . ?
B1 C23 C24 C29 -176.0(2) . . . . ?
C36 C23 C24 C25 -177.5(2) . . . . ?
B1 C23 C24 C25 3.4(3) . . . . ?
C23 C24 C25 C26 179.9(2) . . . . ?
C29 C24 C25 C26 -0.7(3) . . . . ?
C23 C24 C25 C21 -1.1(3) . . . . ?
C29 C24 C25 C21 178.3(2) . . . . ?
C20 C21 C25 C26 176.6(2) . . . . ?
C22 C21 C25 C26 -1.6(3) . . . . ?
C20 C21 C25 C24 -2.4(3) . . . . ?
C22 C21 C25 C24 179.4(2) . . . . ?
C24 C25 C26 C27 1.9(4) . . . . ?
C21 C25 C26 C27 -177.1(2) . . . . ?
C25 C26 C27 C28 -0.8(4) . . . . ?
C26 C27 C28 O2 177.4(2) . . . . ?
C26 C27 C28 C29 -1.6(4) . . . . ?
C23 C24 C29 C30 -4.0(3) . . . . ?
C25 C24 C29 C30 176.5(2) . . . . ?
C23 C24 C29 C28 177.9(2) . . . . ?
C25 C24 C29 C28 -1.6(3) . . . . ?
C27 C28 C29 C30 -175.3(2) . . . . ?
O2 C28 C29 C30 5.6(3) . . . . ?
C27 C28 C29 C24 2.8(4) . . . . ?
O2 C28 C29 C24 -176.3(2) . . . . ?
C24 C29 C30 C31 1.4(3) . . . . ?
C28 C29 C30 C31 179.4(2) . . . . ?
C29 C30 C31 C32 -176.8(2) . . . . ?
C29 C30 C31 C36 2.4(3) . . . . ?
C30 C31 C32 C33 178.9(2) . . . . ?
C36 C31 C32 C33 -0.3(3) . . . . ?
C30 C31 C32 O1 -1.2(3) . . . . ?
C36 C31 C32 O1 179.6(2) . . . . ?
O1 C32 C33 C34 -177.0(2) . . . . ?
C31 C32 C33 C34 2.8(4) . . . . ?
C32 C33 C34 C35 -1.7(4) . . . . ?
C33 C34 C35 C36 -1.8(4) . . . . ?
C33 C34 C35 C2 178.7(2) . . . . ?
C3 C2 C35 C34 -7.8(3) . . . . ?
C1 C2 C35 C34 173.8(2) . . . . ?
C3 C2 C35 C36 172.8(2) . . . . ?
C1 C2 C35 C36 -5.7(3) . . . . ?
C24 C23 C36 C31 0.6(3) . . . . ?
B1 C23 C36 C31 179.7(2) . . . . ?
C24 C23 C36 C35 179.9(2) . . . . ?
B1 C23 C36 C35 -1.1(3) . . . . ?
C30 C31 C36 C23 -3.4(3) . . . . ?
C32 C31 C36 C23 175.8(2) . . . . ?
C30 C31 C36 C35 177.4(2) . . . . ?
C32 C31 C36 C35 -3.4(3) . . . . ?
C34 C35 C36 C23 -174.8(2) . . . . ?
C2 C35 C36 C23 4.6(3) . . . . ?
C34 C35 C36 C31 4.4(3) . . . . ?
C2 C35 C36 C31 -176.2(2) . . . . ?
C42 C37 C38 C39 2.4(4) . . . . ?
O1 C37 C38 C39 174.0(2) . . . . ?
C42 C37 C38 C43 -175.6(3) . . . . ?
O1 C37 C38 C43 -4.0(4) . . . . ?
C37 C38 C39 C40 -2.3(4) . . . . ?
C43 C38 C39 C40 175.6(3) . . . . ?
C38 C39 C40 C41 0.2(4) . . . . ?
C38 C39 C40 C45 179.1(3) . . . . ?
C39 C40 C41 C42 2.1(4) . . . . ?
C45 C40 C41 C42 -176.9(3) . . . . ?
C38 C37 C42 C41 -0.3(4) . . . . ?
O1 C37 C42 C41 -171.9(2) . . . . ?
C38 C37 C42 C44 179.9(3) . . . . ?
O1 C37 C42 C44 8.3(4) . . . . ?
C40 C41 C42 C37 -2.0(4) . . . . ?
C40 C41 C42 C44 177.8(3) . . . . ?
C51 C46 C47 C48 0.3(4) . . . . ?
O2 C46 C47 C48 178.4(2) . . . . ?
C51 C46 C47 C52 -179.4(2) . . . . ?
O2 C46 C47 C52 -1.3(3) . . . . ?
C46 C47 C48 C49 -0.5(4) . . . . ?
C52 C47 C48 C49 179.2(2) . . . . ?
C47 C48 C49 C50 0.4(4) . . . . ?
C47 C48 C49 C54 179.8(2) . . . . ?
C48 C49 C50 C51 -0.1(4) . . . . ?
C54 C49 C50 C51 -179.5(2) . . . . ?
C47 C46 C51 C50 0.0(4) . . . . ?
O2 C46 C51 C50 -178.1(2) . . . . ?
C47 C46 C51 C53 -179.4(2) . . . . ?
O2 C46 C51 C53 2.5(4) . . . . ?
C49 C50 C51 C46 -0.1(4) . . . . ?
C49 C50 C51 C53 179.3(3) . . . . ?
C33 C32 O1 C37 -15.5(4) . . . . ?
C31 C32 O1 C37 164.7(2) . . . . ?
C42 C37 O1 C32 -93.4(3) . . . . ?
C38 C37 O1 C32 94.7(3) . . . . ?
C27 C28 O2 C46 12.3(4) . . . . ?
C29 C28 O2 C46 -168.7(2) . . . . ?
C47 C46 O2 C28 90.1(3) . . . . ?
C51 C46 O2 C28 -91.7(3) . . . . ?
