#------------------------------------------------------------------------------
#$Date: 2025-06-21 04:22:25 +0300 (Sat, 21 Jun 2025) $
#$Revision: 300151 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/25/05/7250577.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_7250577
loop_
_publ_author_name
'Reinhard, Garrett L.'
'Dowling, Reed'
'Hewitt, Patrick'
'Varshney, Vikas'
'Simone, Davide L.'
_publ_section_title
;
 An efficient pathway to high persistence length helicenes from scalable
 [4]-helicene synthons
;
_journal_issue                   26
_journal_name_full               'RSC Advances'
_journal_page_first              20935
_journal_page_last               20943
_journal_paper_doi               10.1039/D5RA02685G
_journal_volume                  15
_journal_year                    2025
_chemical_formula_moiety         '2(C34 H31 O3)'
_chemical_formula_sum            'C68 H62 O6'
_chemical_formula_weight         975.17
_chemical_name_systematic
;
3, 3'- (bis-2-isopropyl-5-methylcyclohexyl) bis(carbonate) helicene
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'I 2y'
_space_group_name_H-M_alt        'I 1 2 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2025-06-02 deposited with the CCDC.	2025-06-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 151.936(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.4751(10)
_cell_length_b                   14.97496(10)
_cell_length_c                   30.6550(13)
_cell_measurement_reflns_used    48292
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      76.8990
_cell_measurement_theta_min      3.6640
_cell_volume                     5286(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.94a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_unetI/netI     0.0108
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            74976
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.378
_diffrn_reflns_theta_min         1.834
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.604
_exptl_absorpt_correction_T_max  0.91241
_exptl_absorpt_correction_T_min  0.91241
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.94a (Rigaku Oxford Diffraction, 2023)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_description       sphere
_exptl_crystal_F_000             2072
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Acetonitrile'
_exptl_crystal_size_max          0.035
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.030
_exptl_crystal_size_rad          0.399
_refine_diff_density_max         1.014
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details
;
 Flack x determined using 4055 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     673
_refine_ls_number_reflns         10128
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0774
_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)+(0.1503P)²+5.4986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2263
_refine_ls_wR_factor_ref         0.2301
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_full    0.937
_reflns_Friedel_fraction_max     0.823
_reflns_number_gt                9720
_reflns_number_total             10128
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5ra02685g2.cif
_cod_data_source_block           11_helicene_adsorpt
_cod_original_cell_volume        5285.7(10)
_cod_original_sg_symbol_H-M      'I 2'
_cod_database_code               7250577
_shelx_shelxl_version_number     2016/6
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-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
C10 C -0.3686(3) -0.2894(3) -0.4005(3) 0.0360(8) Uani 1 1 d . . . . .
C9 C -0.4001(3) -0.2144(3) -0.3954(3) 0.0350(8) Uani 1 1 d . . . . .
C41 C 0.4019(3) 0.2252(3) -0.1044(2) 0.0312(7) Uani 1 1 d . . . . .
C39 C 0.3527(3) 0.2965(3) -0.0656(3) 0.0372(8) Uani 1 1 d . . . . .
C40 C 0.3674(3) 0.3003(3) -0.1019(2) 0.0324(8) Uani 1 1 d . . . . .
C2 C -0.3605(4) -0.3662(3) -0.4654(3) 0.0488(10) Uani 1 1 d . . . . .
C1 C -0.3547(3) -0.2851(3) -0.4375(3) 0.0373(8) Uani 1 1 d . . . . .
C5 C -0.3473(4) -0.3724(3) -0.3645(3) 0.0451(10) Uani 1 1 d . . . . .
C45 C 0.3451(3) 0.3818(3) -0.1386(3) 0.0442(10) Uani 1 1 d . . . . .
C55 C 0.3224(3) 0.2160(3) -0.0632(3) 0.0437(10) Uani 1 1 d . . . . .
C38 C 0.3574(4) 0.3770(4) -0.0387(3) 0.0504(11) Uani 1 1 d . . . . .
C14 C -0.3266(3) -0.2055(3) -0.4423(3) 0.0369(8) Uani 1 1 d . . . . .
C8 C -0.3677(4) -0.2152(3) -0.3282(3) 0.0420(9) Uani 1 1 d . . . . .
C42 C 0.3686(4) 0.2280(4) -0.1721(3) 0.0446(10) Uani 1 1 d . . . . .
C13 C -0.3703(5) -0.3646(4) -0.5187(4) 0.0579(12) Uani 1 1 d . . . . .
H13 H -0.378922 -0.419209 -0.540170 0.069 Uiso 1 1 calc R U . . .
C23 C -0.4622(3) -0.1370(3) -0.4545(3) 0.0336(8) Uani 1 1 d . . . . .
C51 C 0.3094(5) 0.1344(7) -0.0037(4) 0.093(3) Uani 1 1 d . . . . .
H51 H 0.320997 0.131547 0.035044 0.112 Uiso 1 1 calc R U . . .
C24 C -0.4474(4) -0.0554(3) -0.4217(3) 0.0411(9) Uani 1 1 d . . . . .
C11 C -0.3385(4) -0.2062(3) -0.4970(3) 0.0454(10) Uani 1 1 d . . . . .
C15 C -0.2754(3) -0.1285(3) -0.3873(3) 0.0388(8) Uani 1 1 d . . . . .
H15 H -0.258960 -0.128157 -0.345309 0.047 Uiso 1 1 calc R U . . .
C69 C 0.4499(4) 0.0674(3) -0.0773(3) 0.0560(13) Uani 1 1 d . . . . .
C71 C 0.4642(3) 0.1482(3) -0.0443(3) 0.0362(8) Uani 1 1 d . . . . .
C50 C 0.3325(4) 0.2148(5) -0.0099(3) 0.0667(17) Uani 1 1 d . . . . .
C43 C 0.3309(4) 0.3079(4) -0.2180(3) 0.0535(12) Uani 1 1 d . . . . .
H43 H 0.308182 0.308449 -0.263743 0.064 Uiso 1 1 calc R U . . .
C54 C 0.2722(3) 0.1407(3) -0.1183(3) 0.0480(11) Uani 1 1 d . . . . .
H54 H 0.257198 0.142403 -0.159325 0.058 Uiso 1 1 calc R U . . .
C6 C -0.3331(4) -0.3745(4) -0.3082(3) 0.0527(11) Uani 1 1 d . . . . .
H6 H -0.323303 -0.430205 -0.286976 0.063 Uiso 1 1 calc R U . . .
C26 C -0.4001(4) -0.0569(3) -0.3453(3) 0.0483(10) Uani 1 1 d . . . . .
H26 H -0.389750 -0.002531 -0.322518 0.058 Uiso 1 1 calc R U . . .
C7 C -0.3333(4) -0.2992(4) -0.2849(3) 0.0542(12) Uani 1 1 d . . . . .
H7 H -0.310461 -0.301037 -0.238997 0.065 Uiso 1 1 calc R U . . .
C4 C -0.3408(4) -0.4520(3) -0.3851(3) 0.0531(12) Uani 1 1 d . . . . .
H4 H -0.325273 -0.507339 -0.360223 0.064 Uiso 1 1 calc R U . . .
C44 C 0.3267(4) 0.3839(4) -0.1973(3) 0.0561(13) Uani 1 1 d . . . . .
H44 H 0.311406 0.439110 -0.222223 0.067 Uiso 1 1 calc R U . . .
C70 C 0.3749(4) 0.1462(5) -0.1923(3) 0.0614(15) Uani 1 1 d . . . . .
H70 H 0.356592 0.147099 -0.235347 0.074 Uiso 1 1 calc R U . . .
C46 C 0.3382(4) 0.4622(3) -0.1187(3) 0.0591(13) Uani 1 1 d . . . . .
H46 H 0.324469 0.517472 -0.142765 0.071 Uiso 1 1 calc R U . . .
C16 C -0.2494(4) -0.0549(3) -0.3935(3) 0.0465(10) Uani 1 1 d . . . . .
H16 H -0.215324 -0.003964 -0.356239 0.056 Uiso 1 1 calc R U . . .
O22 O -0.1610(3) 0.1277(3) -0.4301(2) 0.0673(11) Uani 1 1 d . . . . .
O56 O 0.2611(4) -0.0322(5) -0.0411(4) 0.110(2) Uani 1 1 d . . . . .
C27 C -0.3699(4) -0.1352(4) -0.3051(3) 0.0500(11) Uani 1 1 d . . . . .
H27 H -0.350073 -0.136485 -0.261033 0.060 Uiso 1 1 calc R U . . .
C53 C 0.2439(5) 0.0649(5) -0.1157(4) 0.0749(19) Uani 1 1 d . . . . .
H53 H 0.206473 0.016686 -0.156491 0.090 Uiso 1 1 calc R U . . .
C49 C 0.3577(5) 0.2954(6) 0.0301(4) 0.080(2) Uani 1 1 d . . . . .
H49 H 0.371362 0.294562 0.070259 0.096 Uiso 1 1 calc R U . . .
C3 C -0.3564(5) -0.4497(3) -0.4399(4) 0.0554(12) Uani 1 1 d . . . . .
H3 H -0.364690 -0.503905 -0.461508 0.067 Uiso 1 1 calc R U . . .
C47 C 0.3511(4) 0.4601(3) -0.0662(4) 0.0635(15) Uani 1 1 d . . . . .
H47 H 0.356216 0.514566 -0.046828 0.076 Uiso 1 1 calc R U . . .
O58 O 0.1658(3) -0.1320(3) -0.0773(3) 0.0788(13) Uani 1 1 d . . . . .
C17 C -0.2732(4) -0.0551(4) -0.4548(3) 0.0506(11) Uani 1 1 d . . . . .
C68 C 0.4060(5) 0.0685(5) -0.1515(4) 0.0702(18) Uani 1 1 d . . . . .
H68 H 0.398514 0.014218 -0.172580 0.084 Uiso 1 1 calc R U . . .
C72 C 0.4799(5) -0.0137(4) -0.0349(4) 0.084(2) Uani 1 1 d . . . . .
H72 H 0.471758 -0.068704 -0.055786 0.101 Uiso 1 1 calc R U . . .
O19 O -0.2592(3) 0.0227(3) -0.4700(2) 0.0628(10) Uani 1 1 d . . . . .
C12 C -0.3675(5) -0.2872(4) -0.5392(4) 0.0601(14) Uani 1 1 d . . . . .
H12 H -0.384926 -0.286660 -0.581715 0.072 Uiso 1 1 calc R U . . .
C25 C -0.4792(4) 0.0261(3) -0.4648(3) 0.0508(11) Uani 1 1 d . . . . .
H25 H -0.470918 0.080924 -0.443757 0.061 Uiso 1 1 calc R U . . .
C48 C 0.3626(5) 0.3730(6) 0.0118(4) 0.085(3) Uani 1 1 d . . . . .
H48 H 0.369751 0.427060 0.032868 0.102 Uiso 1 1 calc R U . . .
C52 C 0.2699(6) 0.0589(6) -0.0539(5) 0.088(2) Uani 1 1 d . . . . .
C21 C -0.3147(4) -0.1275(4) -0.5042(3) 0.0535(12) Uani 1 1 d . . . . .
H21 H -0.328288 -0.126190 -0.544303 0.064 Uiso 1 1 calc R U . . .
C20 C -0.1511(4) 0.0515(4) -0.4013(3) 0.0555(13) Uani 1 1 d . . . . .
C57 C 0.1656(5) -0.0471(4) -0.0888(4) 0.0538(11) Uani 1 1 d . . . . .
O59 O 0.0832(4) 0.0050(3) -0.1407(3) 0.0694(10) Uani 1 1 d . . . . .
C34 C -0.0626(4) 0.1813(4) -0.4436(3) 0.0534(11) Uani 1 1 d . . . . .
H34 H -0.127684 0.137592 -0.486302 0.064 Uiso 1 1 calc R U . . .
C60 C 0.0681(5) -0.1740(4) -0.1279(4) 0.0563(12) Uani 1 1 d . . . . .
H60 H -0.002813 -0.146496 -0.191072 0.068 Uiso 1 1 calc R U . . .
C28 C -0.0593(4) 0.1875(4) -0.3580(3) 0.0566(13) Uani 1 1 d . . . . .
H28 H 0.014070 0.151820 -0.305132 0.068 Uiso 1 1 calc R U . . .
O21 O -0.0655(3) 0.0135(3) -0.3314(3) 0.0871(15) Uani 1 1 d . . . . .
C29 C -0.0691(5) 0.2456(5) -0.3257(4) 0.0740(17) Uani 1 1 d . . . . .
H29A H -0.062588 0.207991 -0.294683 0.089 Uiso 1 1 calc R U . . .
H29B H -0.146955 0.273686 -0.380325 0.089 Uiso 1 1 calc R U . . .
C33 C -0.0647(4) 0.2407(3) -0.4042(3) 0.0484(10) Uani 1 1 d . . . . .
H33 H -0.139790 0.274279 -0.457176 0.058 Uiso 1 1 calc R U . . .
C36 C 0.0460(5) 0.1280(6) -0.3727(5) 0.089(2) Uani 1 1 d . . . . .
H36A H 0.111580 0.168429 -0.331467 0.133 Uiso 1 1 calc R U . . .
H36B H 0.037378 0.087982 -0.403849 0.133 Uiso 1 1 calc R U . . .
H36C H 0.060153 0.092666 -0.336355 0.133 Uiso 1 1 calc R U . . .
C64 C -0.0345(5) -0.3180(5) -0.1900(5) 0.0780(18) Uani 1 1 d . . . . .
H64A H -0.107855 -0.293979 -0.253803 0.094 Uiso 1 1 calc R U . . .
H64B H -0.031062 -0.382568 -0.194365 0.094 Uiso 1 1 calc R U . . .
C63 C -0.0327(6) -0.3048(4) -0.1401(4) 0.0740(17) Uani 1 1 d . . . . .
H63A H 0.037567 -0.333698 -0.078496 0.089 Uiso 1 1 calc R U . . .
H63B H -0.101307 -0.334797 -0.175579 0.089 Uiso 1 1 calc R U . . .
C65 C 0.0681(5) -0.2708(4) -0.1390(4) 0.0654(14) Uani 1 1 d . . . . .
H65 H 0.139391 -0.296459 -0.075020 0.079 Uiso 1 1 calc R U . . .
C62 C -0.0335(5) -0.2066(4) -0.1272(4) 0.0644(13) Uani 1 1 d . . . . .
H62 H -0.108220 -0.179832 -0.190114 0.077 Uiso 1 1 calc R U . . .
C35 C -0.0886(7) 0.2369(6) -0.5024(6) 0.0874(19) Uani 1 1 d . . . . .
H35A H -0.160510 0.270638 -0.548565 0.131 Uiso 1 1 calc R U . . .
H35B H -0.097633 0.197269 -0.533982 0.131 Uiso 1 1 calc R U . . .
H35C H -0.024366 0.278411 -0.462442 0.131 Uiso 1 1 calc R U . . .
C31 C 0.0221(5) 0.3712(4) -0.3017(4) 0.0695(15) Uani 1 1 d . . . . .
H31A H 0.087390 0.414196 -0.255335 0.083 Uiso 1 1 calc R U . . .
H31B H -0.051124 0.405591 -0.355547 0.083 Uiso 1 1 calc R U . . .
C61 C 0.0645(5) -0.1573(4) -0.0802(4) 0.0646(13) Uani 1 1 d . . . . .
H61A H 0.139085 -0.176526 -0.014591 0.078 Uiso 1 1 calc R U . . .
H61B H 0.055589 -0.092505 -0.080943 0.078 Uiso 1 1 calc R U . . .
C32 C 0.0339(5) 0.3096(4) -0.3331(4) 0.0606(13) Uani 1 1 d . . . . .
H32A H 0.109402 0.278172 -0.278485 0.073 Uiso 1 1 calc R U . . .
H32B H 0.032651 0.345941 -0.360891 0.073 Uiso 1 1 calc R U . . .
C66 C -0.0269(6) -0.1939(6) -0.0744(5) 0.091(2) Uani 1 1 d . . . . .
H66A H -0.090864 -0.226123 -0.105449 0.137 Uiso 1 1 calc R U . . .
H66B H -0.032782 -0.130153 -0.071708 0.137 Uiso 1 1 calc R U . . .
H66C H 0.047354 -0.217100 -0.011335 0.137 Uiso 1 1 calc R U . . .
C67 C 0.0765(6) -0.2915(6) -0.1806(5) 0.090(2) Uani 1 1 d . . . . .
H67 H 0.150731 -0.262976 -0.137864 0.108 Uiso 1 1 calc R U . . .
C30 C 0.0220(5) 0.3180(5) -0.2596(4) 0.0746(16) Uani 1 1 d . . . . .
H30 H 0.099727 0.289007 -0.201531 0.090 Uiso 1 1 calc R U . . .
C37 C 0.0008(8) 0.3773(8) -0.2347(6) 0.122(4) Uani 1 1 d . . . . .
H37A H -0.072882 0.409235 -0.290139 0.183 Uiso 1 1 calc R U . . .
H37B H 0.064312 0.420533 -0.187206 0.183 Uiso 1 1 calc R U . . .
H37C H -0.002528 0.340171 -0.210760 0.183 Uiso 1 1 calc R U . . .
C19 C 0.0888(9) -0.3868(8) -0.1846(8) 0.147(5) Uani 1 1 d . . . . .
H19A H 0.163796 -0.409428 -0.121439 0.220 Uiso 1 1 calc R U . . .
H19B H 0.084731 -0.392123 -0.219237 0.220 Uiso 1 1 calc R U . . .
H19C H 0.025942 -0.421618 -0.215599 0.220 Uiso 1 1 calc R U . . .
C18 C -0.0188(9) -0.2457(11) -0.2758(6) 0.151(6) Uani 1 1 d . . . . .
H18A H -0.080398 -0.288832 -0.325748 0.226 Uiso 1 1 calc R U . . .
H18B H 0.015565 -0.224301 -0.278932 0.226 Uiso 1 1 calc R U . . .
H18C H -0.051531 -0.195139 -0.282762 0.226 Uiso 1 1 calc R U . . .
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'
O O 0.0492 0.0322 '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
C5 C10 C1 118.1(4) . . ?
C5 C10 C9 117.4(4) . . ?
C1 C10 C9 124.5(3) . . ?
C8 C9 C23 116.9(4) . . ?
C8 C9 C10 119.0(4) . . ?
C23 C9 C10 124.1(3) . . ?
C42 C41 C71 119.2(4) . . ?
C42 C41 C40 116.6(4) . . ?
C71 C41 C40 124.2(3) . . ?
C38 C39 C40 118.2(4) . . ?
C38 C39 C55 117.6(4) . . ?
C40 C39 C55 123.9(4) . . ?
C45 C40 C39 117.8(4) . . ?
C45 C40 C41 117.8(3) . . ?
C39 C40 C41 124.3(3) . . ?
C1 C2 C13 120.3(5) . . ?
C1 C2 C3 119.7(4) . . ?
C13 C2 C3 120.1(5) . . ?
C2 C1 C10 118.0(4) . . ?
C2 C1 C14 116.3(4) . . ?
C10 C1 C14 125.5(4) . . ?
C10 C5 C4 119.7(4) . . ?
C10 C5 C6 119.3(4) . . ?
C4 C5 C6 121.0(4) . . ?
C40 C45 C44 119.9(4) . . ?
C40 C45 C46 120.1(4) . . ?
C44 C45 C46 120.0(4) . . ?
C54 C55 C50 116.8(5) . . ?
C54 C55 C39 123.5(4) . . ?
C50 C55 C39 119.4(5) . . ?
C39 C38 C47 119.2(4) . . ?
C39 C38 C48 118.6(6) . . ?
C47 C38 C48 122.1(6) . . ?
C15 C14 C11 117.1(4) . . ?
C15 C14 C1 123.1(3) . . ?
C11 C14 C1 119.5(4) . . ?
C9 C8 C27 120.2(4) . . ?
C9 C8 C7 118.1(4) . . ?
C27 C8 C7 121.6(4) . . ?
C43 C42 C41 120.9(4) . . ?
C43 C42 C70 121.4(4) . . ?
C41 C42 C70 117.7(5) . . ?
C12 C13 C2 121.4(5) . . ?
C24 C23 C9 118.6(3) . . ?
C24 C23 C23 117.4(3) . 2_454 ?
C9 C23 C23 124.0(2) . 2_454 ?
C52 C51 C50 121.0(5) . . ?
C23 C24 C25 119.7(4) . . ?
C23 C24 C26 118.7(4) . . ?
C25 C24 C26 121.6(4) . . ?
C21 C11 C14 119.5(4) . . ?
C21 C11 C12 120.7(4) . . ?
C14 C11 C12 119.7(4) . . ?
C16 C15 C14 121.2(4) . . ?
C71 C69 C68 119.9(5) . . ?
C71 C69 C72 118.4(5) . . ?
C68 C69 C72 121.7(5) . . ?
C69 C71 C71 118.4(3) . 2_655 ?
C69 C71 C41 117.1(4) . . ?
C71 C71 C41 124.5(2) 2_655 . ?
C51 C50 C49 122.3(6) . . ?
C51 C50 C55 118.7(7) . . ?
C49 C50 C55 118.9(6) . . ?
C44 C43 C42 120.3(4) . . ?
C53 C54 C55 123.2(5) . . ?
C7 C6 C5 121.1(4) . . ?
C27 C26 C24 120.5(4) . . ?
C6 C7 C8 121.1(4) . . ?
C3 C4 C5 120.7(4) . . ?
C43 C44 C45 120.4(4) . . ?
C68 C70 C42 121.6(4) . . ?
C47 C46 C45 120.1(5) . . ?
C15 C16 C17 119.7(5) . . ?
C20 O22 C28 116.7(4) . . ?
C57 O56 C52 113.8(5) . . ?
C26 C27 C8 120.5(4) . . ?
C54 C53 C52 119.6(7) . . ?
C48 C49 C50 120.6(5) . . ?
C4 C3 C2 120.5(4) . . ?
C46 C47 C38 121.1(4) . . ?
C57 O58 C60 122.5(5) . . ?
C21 C17 C16 121.7(4) . . ?
C21 C17 O19 117.5(4) . . ?
C16 C17 O19 120.8(5) . . ?
C70 C68 C69 120.3(5) . . ?
C72 C72 C69 121.0(4) 2_655 . ?
C20 O19 C17 117.9(4) . . ?
C13 C12 C11 119.9(4) . . ?
C25 C25 C24 120.6(3) 2_454 . ?
C49 C48 C38 122.0(6) . . ?
C53 C52 C51 119.6(6) . . ?
C53 C52 O56 115.2(8) . . ?
C51 C52 O56 125.0(6) . . ?
C17 C21 C11 120.3(4) . . ?
O21 C20 O22 127.9(4) . . ?
O21 C20 O19 125.6(5) . . ?
O22 C20 O19 106.5(4) . . ?
O59 C57 O56 128.5(5) . . ?
O59 C57 O58 124.4(5) . . ?
O56 C57 O58 107.0(5) . . ?
C36 C34 C35 111.2(6) . . ?
C36 C34 C33 114.6(5) . . ?
C35 C34 C33 110.2(5) . . ?
O58 C60 C65 110.4(5) . . ?
O58 C60 C61 109.9(4) . . ?
C65 C60 C61 112.4(4) . . ?
O22 C28 C29 107.5(4) . . ?
O22 C28 C33 106.2(4) . . ?
C29 C28 C33 112.3(5) . . ?
C28 C29 C30 113.5(5) . . ?
C28 C33 C32 107.0(4) . . ?
C28 C33 C34 113.0(4) . . ?
C32 C33 C34 113.8(4) . . ?
C63 C64 C65 110.7(5) . . ?
C64 C63 C62 113.2(5) . . ?
C60 C65 C67 115.1(6) . . ?
C60 C65 C64 110.8(5) . . ?
C67 C65 C64 111.8(6) . . ?
C66 C62 C61 110.0(5) . . ?
C66 C62 C63 113.0(6) . . ?
C61 C62 C63 110.2(5) . . ?
C30 C31 C32 111.1(5) . . ?
C62 C61 C60 112.5(5) . . ?
C31 C32 C33 111.4(5) . . ?
C19 C67 C65 117.4(8) . . ?
C19 C67 C18 110.3(9) . . ?
C65 C67 C18 113.8(6) . . ?
C29 C30 C31 110.1(5) . . ?
C29 C30 C37 109.7(7) . . ?
C31 C30 C37 112.0(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
C10 C5 1.420(6) . ?
C10 C1 1.442(6) . ?
C10 C9 1.447(6) . ?
C9 C8 1.410(5) . ?
C9 C23 1.440(6) . ?
C41 C42 1.411(5) . ?
C41 C71 1.445(6) . ?
C41 C40 1.447(5) . ?
C39 C38 1.408(6) . ?
C39 C40 1.442(5) . ?
C39 C55 1.450(6) . ?
C40 C45 1.404(6) . ?
C2 C1 1.420(6) . ?
C2 C13 1.425(7) . ?
C2 C3 1.432(7) . ?
C1 C14 1.449(6) . ?
C5 C4 1.424(7) . ?
C5 C6 1.429(7) . ?
C45 C44 1.418(7) . ?
C45 C46 1.425(7) . ?
C55 C54 1.404(7) . ?
C55 C50 1.424(6) . ?
C38 C47 1.432(8) . ?
C38 C48 1.438(8) . ?
C14 C15 1.419(6) . ?
C14 C11 1.423(5) . ?
C8 C27 1.418(7) . ?
C8 C7 1.444(7) . ?
C42 C43 1.403(8) . ?
C42 C70 1.438(7) . ?
C13 C12 1.348(8) . ?
C23 C24 1.411(6) . ?
C23 C23 1.449(7) 2_454 ?
C51 C52 1.397(13) . ?
C51 C50 1.410(10) . ?
C24 C25 1.423(7) . ?
C24 C26 1.430(6) . ?
C11 C21 1.415(7) . ?
C11 C12 1.424(7) . ?
C15 C16 1.368(6) . ?
C69 C71 1.410(6) . ?
C69 C68 1.419(9) . ?
C69 C72 1.421(9) . ?
C71 C71 1.432(8) 2_655 ?
C50 C49 1.416(11) . ?
C43 C44 1.349(8) . ?
C54 C53 1.368(7) . ?
C6 C7 1.338(8) . ?
C26 C27 1.353(7) . ?
C4 C3 1.353(8) . ?
C70 C68 1.347(10) . ?
C46 C47 1.341(9) . ?
C16 C17 1.391(7) . ?
O22 C20 1.326(6) . ?
O22 C28 1.475(6) . ?
O56 C57 1.271(6) . ?
O56 C52 1.488(9) . ?
C53 C52 1.370(10) . ?
C49 C48 1.341(11) . ?
O58 C57 1.319(7) . ?
O58 C60 1.403(6) . ?
C17 C21 1.336(8) . ?
C17 O19 1.404(6) . ?
C72 C72 1.354(16) 2_655 ?
O19 C20 1.338(6) . ?
C25 C25 1.345(10) 2_454 ?
C20 O21 1.175(6) . ?
C57 O59 1.243(6) . ?
C34 C36 1.493(8) . ?
C34 C35 1.524(8) . ?
C34 C33 1.538(7) . ?
C60 C65 1.488(8) . ?
C60 C61 1.565(8) . ?
C28 C29 1.489(9) . ?
C28 C33 1.523(6) . ?
C29 C30 1.510(10) . ?
C33 C32 1.535(7) . ?
C64 C63 1.506(10) . ?
C64 C65 1.522(8) . ?
C63 C62 1.527(9) . ?
C65 C67 1.493(8) . ?
C62 C66 1.489(9) . ?
C62 C61 1.508(8) . ?
C31 C30 1.518(9) . ?
C31 C32 1.532(9) . ?
C67 C19 1.485(13) . ?
C67 C18 1.554(11) . ?
C30 C37 1.529(10) . ?
