# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1899597'
loop_
_audit_author_name
_audit_author_address
'Yasutomo Segawa'
;Nagoya University
Japan
;
_audit_update_record             
;
2019-02-26 deposited with the CCDC.	2019-07-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        'compound 2'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H34'
_chemical_formula_weight         706.83

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   16.1839(6)
_cell_length_b                   17.6048(3)
_cell_length_c                   14.1755(4)
_cell_angle_alpha                90
_cell_angle_beta                 118.502(3)
_cell_angle_gamma                90
_cell_volume                     3549.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)

_cell_measurement_reflns_used    9519

_cell_measurement_theta_min      2.8650

_cell_measurement_theta_max      30.4450


_exptl_crystal_description       block

_exptl_crystal_colour            green

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_F_000             1480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.84724

_exptl_absorpt_correction_T_max  1.00000

_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'

_diffrn_measurement_method       'ω scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            12726
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_av_R_equivalents  0.0163
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.314
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_full        24.994
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3124
_reflns_number_gt                2831
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    SIR-97

_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'

_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0462P)²+2.4080P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3124
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0914
_refine_ls_wR_factor_gt          0.0893
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.44978(8) 0.44357(6) 0.23601(9) 0.0177(2) Uani 1 1 d . . . . .
C2 C 0.39783(8) 0.38845(7) 0.26143(9) 0.0178(3) Uani 1 1 d . . . . .
C3 C 0.42719(8) 0.31544(7) 0.31619(9) 0.0188(3) Uani 1 1 d . . . . .
C4 C 0.52113(8) 0.29581(7) 0.39246(9) 0.0194(3) Uani 1 1 d . . . . .
C5 C 0.54378(9) 0.22001(7) 0.41978(10) 0.0243(3) Uani 1 1 d . . . . .
H1 H 0.6070 0.2065 0.4680 0.029 Uiso 1 1 calc R U . . .
C6 C 0.47556(10) 0.16367(7) 0.37770(10) 0.0285(3) Uani 1 1 d . . . . .
H2 H 0.4931 0.1117 0.3907 0.034 Uiso 1 1 calc R U . . .
C7 C 0.38278(9) 0.18342(7) 0.31731(10) 0.0263(3) Uani 1 1 d . . . . .
H3 H 0.3359 0.1451 0.2944 0.032 Uiso 1 1 calc R U . . .
C8 C 0.35585(8) 0.25957(7) 0.28871(9) 0.0217(3) Uani 1 1 d . . . . .
C9 C 0.25667(9) 0.28269(7) 0.24101(9) 0.0233(3) Uani 1 1 d . . . . .
C10 C 0.18690(9) 0.23081(8) 0.23207(10) 0.0300(3) Uani 1 1 d . . . . .
H4 H 0.2025 0.1786 0.2467 0.036 Uiso 1 1 calc R U . . .
C11 C 0.09665(9) 0.25436(9) 0.20258(11) 0.0348(3) Uani 1 1 d . . . . .
H5 H 0.0502 0.2184 0.1952 0.042 Uiso 1 1 calc R U . . .
C12 C 0.07381(9) 0.33081(9) 0.18373(10) 0.0330(3) Uani 1 1 d . . . . .
H6 H 0.0125 0.3475 0.1669 0.040 Uiso 1 1 calc R U . . .
C13 C 0.13984(9) 0.38270(8) 0.18932(10) 0.0275(3) Uani 1 1 d . . . . .
H7 H 0.1233 0.4349 0.1766 0.033 Uiso 1 1 calc R U . . .
C14 C 0.23142(8) 0.35983(7) 0.21360(9) 0.0224(3) Uani 1 1 d . . . . .
C15 C 0.30187(8) 0.40984(7) 0.21140(9) 0.0200(3) Uani 1 1 d . . . . .
C16 C 0.29122(8) 0.47892(7) 0.15427(9) 0.0211(3) Uani 1 1 d . . . . .
C17 C 0.20836(9) 0.51494(8) 0.08459(10) 0.0269(3) Uani 1 1 d . . . . .
H8 H 0.1529 0.4917 0.0781 0.032 Uiso 1 1 calc R U . . .
C18 C 0.19324(10) 0.58029(8) 0.02206(11) 0.0328(3) Uani 1 1 d . . . . .
H9 H 0.1293 0.5948 -0.0198 0.039 Uiso 1 1 calc R U . . .
C19 C 0.25723(10) 0.62666(8) 0.01219(11) 0.0325(3) Uani 1 1 d . . . . .
H10 H 0.2317 0.6696 -0.0331 0.039 Uiso 1 1 calc R U . . .
C20 C 0.35498(10) 0.61873(7) 0.06023(10) 0.0285(3) Uani 1 1 d . . . . .
H11 H 0.3872 0.6571 0.0436 0.034 Uiso 1 1 calc R U . . .
C21 C 0.41061(9) 0.56235(7) 0.12865(9) 0.0228(3) Uani 1 1 d . . . . .
H12 H 0.4756 0.5664 0.1496 0.027 Uiso 1 1 calc R U . . .
C22 C 0.38659(8) 0.49986(7) 0.17241(9) 0.0194(3) Uani 1 1 d . . . . .
C23 C 0.59252(8) 0.35261(7) 0.46072(9) 0.0186(3) Uani 1 1 d . . . . .
C24 C 0.56671(8) 0.41001(7) 0.50953(9) 0.0210(3) Uani 1 1 d . . . . .
H13 H 0.5023 0.4168 0.4903 0.025 Uiso 1 1 calc R U . . .
C25 C 0.63382(9) 0.45713(7) 0.58552(9) 0.0234(3) Uani 1 1 d . . . . .
H14 H 0.6152 0.4957 0.6184 0.028 Uiso 1 1 calc R U . . .
C26 C 0.72780(9) 0.44860(7) 0.61403(9) 0.0250(3) Uani 1 1 d . . . . .
H15 H 0.7737 0.4814 0.6658 0.030 Uiso 1 1 calc R U . . .
C27 C 0.75452(8) 0.39168(7) 0.56634(9) 0.0235(3) Uani 1 1 d . . . . .
H16 H 0.8190 0.3855 0.5856 0.028 Uiso 1 1 calc R U . . .
C28 C 0.68770(8) 0.34393(7) 0.49082(9) 0.0204(3) Uani 1 1 d . . . . .
H17 H 0.7068 0.3049 0.4591 0.025 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C22 1.4003(16) . ?
C1 C2 1.4378(16) . ?
C1 C1 1.478(2) 2_655 ?
C2 C15 1.4161(16) . ?
C2 C3 1.4589(17) . ?
C3 C8 1.4223(17) . ?
C3 C4 1.4251(16) . ?
C4 C5 1.3892(17) . ?
C4 C23 1.4846(16) . ?
C5 C6 1.3892(18) . ?
C5 H1 0.9500 . ?
C6 C7 1.3717(19) . ?
C6 H2 0.9500 . ?
C7 C8 1.4082(18) . ?
C7 H3 0.9500 . ?
C8 C9 1.4709(17) . ?
C9 C10 1.4102(18) . ?
C9 C14 1.4180(18) . ?
C10 C11 1.3775(19) . ?
C10 H4 0.9500 . ?
C11 C12 1.388(2) . ?
C11 H5 0.9500 . ?
C12 C13 1.3791(19) . ?
C12 H6 0.9500 . ?
C13 C14 1.4107(17) . ?
C13 H7 0.9500 . ?
C14 C15 1.4527(17) . ?
C15 C16 1.4252(17) . ?
C16 C17 1.3827(17) . ?
C16 C22 1.4850(16) . ?
C17 C18 1.4009(19) . ?
C17 H8 0.9500 . ?
C18 C19 1.377(2) . ?
C18 H9 0.9500 . ?
C19 C20 1.3991(19) . ?
C19 H10 0.9500 . ?
C20 C21 1.3795(18) . ?
C20 H11 0.9500 . ?
C21 C22 1.4058(17) . ?
C21 H12 0.9500 . ?
C23 C24 1.3965(17) . ?
C23 C28 1.3967(16) . ?
C24 C25 1.3826(17) . ?
C24 H13 0.9500 . ?
C25 C26 1.3830(18) . ?
C25 H14 0.9500 . ?
C26 C27 1.3881(18) . ?
C26 H15 0.9500 . ?
C27 C28 1.3847(17) . ?
C27 H16 0.9500 . ?
C28 H17 0.9500 . ?

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
C22 C1 C2 107.71(10) . . ?
C22 C1 C1 122.99(9) . 2_655 ?
C2 C1 C1 129.24(8) . 2_655 ?
C15 C2 C1 109.13(10) . . ?
C15 C2 C3 120.11(10) . . ?
C1 C2 C3 130.31(10) . . ?
C8 C3 C4 118.21(11) . . ?
C8 C3 C2 116.60(10) . . ?
C4 C3 C2 125.17(10) . . ?
C5 C4 C3 119.24(11) . . ?
C5 C4 C23 116.46(10) . . ?
C3 C4 C23 123.22(10) . . ?
C4 C5 C6 121.08(12) . . ?
C4 C5 H1 119.5 . . ?
C6 C5 H1 119.5 . . ?
C7 C6 C5 119.74(12) . . ?
C7 C6 H2 120.1 . . ?
C5 C6 H2 120.1 . . ?
C6 C7 C8 121.14(12) . . ?
C6 C7 H3 119.4 . . ?
C8 C7 H3 119.4 . . ?
C7 C8 C3 118.70(11) . . ?
C7 C8 C9 121.04(11) . . ?
C3 C8 C9 119.98(11) . . ?
C10 C9 C14 118.82(12) . . ?
C10 C9 C8 120.89(12) . . ?
C14 C9 C8 119.97(11) . . ?
C11 C10 C9 121.32(13) . . ?
C11 C10 H4 119.3 . . ?
C9 C10 H4 119.3 . . ?
C10 C11 C12 119.79(12) . . ?
C10 C11 H5 120.1 . . ?
C12 C11 H5 120.1 . . ?
C13 C12 C11 120.24(12) . . ?
C13 C12 H6 119.9 . . ?
C11 C12 H6 119.9 . . ?
C12 C13 C14 121.33(13) . . ?
C12 C13 H7 119.3 . . ?
C14 C13 H7 119.3 . . ?
C13 C14 C9 118.17(11) . . ?
C13 C14 C15 124.45(12) . . ?
C9 C14 C15 117.38(11) . . ?
C2 C15 C16 108.53(10) . . ?
C2 C15 C14 120.83(11) . . ?
C16 C15 C14 130.25(11) . . ?
C17 C16 C15 127.60(11) . . ?
C17 C16 C22 125.69(12) . . ?
C15 C16 C22 106.24(10) . . ?
C16 C17 C18 130.21(13) . . ?
C16 C17 H8 114.9 . . ?
C18 C17 H8 114.9 . . ?
C19 C18 C17 129.67(12) . . ?
C19 C18 H9 115.2 . . ?
C17 C18 H9 115.2 . . ?
C18 C19 C20 128.44(13) . . ?
C18 C19 H10 115.8 . . ?
C20 C19 H10 115.8 . . ?
C21 C20 C19 128.39(13) . . ?
C21 C20 H11 115.8 . . ?
C19 C20 H11 115.8 . . ?
C20 C21 C22 130.40(12) . . ?
C20 C21 H12 114.8 . . ?
C22 C21 H12 114.8 . . ?
C1 C22 C21 124.55(11) . . ?
C1 C22 C16 108.37(10) . . ?
C21 C22 C16 126.96(11) . . ?
C24 C23 C28 118.35(11) . . ?
C24 C23 C4 119.11(10) . . ?
C28 C23 C4 121.82(10) . . ?
C25 C24 C23 120.71(11) . . ?
C25 C24 H13 119.6 . . ?
C23 C24 H13 119.6 . . ?
C24 C25 C26 120.53(11) . . ?
C24 C25 H14 119.7 . . ?
C26 C25 H14 119.7 . . ?
C25 C26 C27 119.39(11) . . ?
C25 C26 H15 120.3 . . ?
C27 C26 H15 120.3 . . ?
C28 C27 C26 120.33(11) . . ?
C28 C27 H16 119.8 . . ?
C26 C27 H16 119.8 . . ?
C27 C28 C23 120.69(11) . . ?
C27 C28 H17 119.7 . . ?
C23 C28 H17 119.7 . . ?

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
C22 C1 C2 C15 1.31(12) . . . . ?
C1 C1 C2 C15 -175.99(12) 2_655 . . . ?
C22 C1 C2 C3 173.45(11) . . . . ?
C1 C1 C2 C3 -3.9(2) 2_655 . . . ?
C15 C2 C3 C8 19.12(15) . . . . ?
C1 C2 C3 C8 -152.29(11) . . . . ?
C15 C2 C3 C4 -162.23(11) . . . . ?
C1 C2 C3 C4 26.35(18) . . . . ?
C8 C3 C4 C5 13.64(16) . . . . ?
C2 C3 C4 C5 -164.99(11) . . . . ?
C8 C3 C4 C23 -154.05(11) . . . . ?
C2 C3 C4 C23 27.32(17) . . . . ?
C3 C4 C5 C6 -2.93(18) . . . . ?
C23 C4 C5 C6 165.58(11) . . . . ?
C4 C5 C6 C7 -6.99(19) . . . . ?
C5 C6 C7 C8 5.89(19) . . . . ?
C6 C7 C8 C3 5.02(18) . . . . ?
C6 C7 C8 C9 -168.98(11) . . . . ?
C4 C3 C8 C7 -14.62(16) . . . . ?
C2 C3 C8 C7 164.13(10) . . . . ?
C4 C3 C8 C9 159.45(10) . . . . ?
C2 C3 C8 C9 -21.81(15) . . . . ?
C7 C8 C9 C10 6.15(17) . . . . ?
C3 C8 C9 C10 -167.78(11) . . . . ?
C7 C8 C9 C14 179.55(11) . . . . ?
C3 C8 C9 C14 5.63(16) . . . . ?
C14 C9 C10 C11 -3.26(18) . . . . ?
C8 C9 C10 C11 170.22(12) . . . . ?
C9 C10 C11 C12 -1.6(2) . . . . ?
C10 C11 C12 C13 3.1(2) . . . . ?
C11 C12 C13 C14 0.30(19) . . . . ?
C12 C13 C14 C9 -5.14(18) . . . . ?
C12 C13 C14 C15 174.17(11) . . . . ?
C10 C9 C14 C13 6.50(17) . . . . ?
C8 C9 C14 C13 -167.04(10) . . . . ?
C10 C9 C14 C15 -172.85(11) . . . . ?
C8 C9 C14 C15 13.60(16) . . . . ?
C1 C2 C15 C16 -0.47(12) . . . . ?
C3 C2 C15 C16 -173.55(10) . . . . ?
C1 C2 C15 C14 173.04(10) . . . . ?
C3 C2 C15 C14 -0.04(16) . . . . ?
C13 C14 C15 C2 164.25(11) . . . . ?
C9 C14 C15 C2 -16.44(16) . . . . ?
C13 C14 C15 C16 -23.82(19) . . . . ?
C9 C14 C15 C16 155.49(12) . . . . ?
C2 C15 C16 C17 171.96(12) . . . . ?
C14 C15 C16 C17 -0.7(2) . . . . ?
C2 C15 C16 C22 -0.50(12) . . . . ?
C14 C15 C16 C22 -173.19(11) . . . . ?
C15 C16 C17 C18 -176.17(13) . . . . ?
C22 C16 C17 C18 -5.1(2) . . . . ?
C16 C17 C18 C19 0.5(2) . . . . ?
C17 C18 C19 C20 2.3(3) . . . . ?
C18 C19 C20 C21 0.3(2) . . . . ?
C19 C20 C21 C22 -2.9(2) . . . . ?
C2 C1 C22 C21 -177.86(11) . . . . ?
C1 C1 C22 C21 -0.35(19) 2_655 . . . ?
C2 C1 C22 C16 -1.60(12) . . . . ?
C1 C1 C22 C16 175.91(11) 2_655 . . . ?
C20 C21 C22 C1 175.63(12) . . . . ?
C20 C21 C22 C16 0.1(2) . . . . ?
C17 C16 C22 C1 -171.33(11) . . . . ?
C15 C16 C22 C1 1.31(12) . . . . ?
C17 C16 C22 C21 4.81(19) . . . . ?
C15 C16 C22 C21 177.46(11) . . . . ?
C5 C4 C23 C24 -124.39(12) . . . . ?
C3 C4 C23 C24 43.62(16) . . . . ?
C5 C4 C23 C28 45.73(15) . . . . ?
C3 C4 C23 C28 -146.27(11) . . . . ?
C28 C23 C24 C25 0.17(17) . . . . ?
C4 C23 C24 C25 170.64(10) . . . . ?
C23 C24 C25 C26 0.47(18) . . . . ?
C24 C25 C26 C27 -0.60(18) . . . . ?
C25 C26 C27 C28 0.08(18) . . . . ?
C26 C27 C28 C23 0.57(17) . . . . ?
C24 C23 C28 C27 -0.69(17) . . . . ?
C4 C23 C28 C27 -170.88(10) . . . . ?

_refine_diff_density_max         0.297
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.036


_diffrn_radiation_source         ?
_diffrn_radiation_monochromator  graphite
_chemical_absolute_configuration unk
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CHCl3/hexane'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1899598'
loop_
_audit_author_name
_audit_author_address
'Yasutomo Segawa'
;Nagoya University
Japan
;
_audit_update_record             
;
2019-02-26 deposited with the CCDC.	2019-07-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        'compound 4'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H16'
_chemical_formula_weight         352.41

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   19.4033(7)
_cell_length_b                   5.3757(2)
_cell_length_c                   15.7108(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1638.74(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)

_cell_measurement_reflns_used    7230

_cell_measurement_theta_min      3.3160

_cell_measurement_theta_max      29.8100


_exptl_crystal_description       Platelet

_exptl_crystal_colour            Orange

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_F_000             736
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.081
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.74481

_exptl_absorpt_correction_T_max  1.00000

_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'

_diffrn_measurement_method       'ω scans'

_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            16770
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.337
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             2878
_reflns_number_gt                2615
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.914
_reflns_Friedel_fraction_max     0.988
_reflns_Friedel_fraction_full    0.988

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    SIR-97

_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'

_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0479P)²+0.0482P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1152 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.6(10)
_chemical_absolute_configuration ?

_refine_ls_number_reflns         2878
_refine_ls_number_parameters     253
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0318
_refine_ls_wR_factor_ref         0.0750
_refine_ls_wR_factor_gt          0.0720
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1 C 0.50118(12) 0.4875(4) 0.06173(14) 0.0181(5) Uani 1 1 d . . . . .
C2 C 0.33734(12) 0.8764(4) 0.06387(14) 0.0176(5) Uani 1 1 d . . . . .
C3 C 0.48486(12) 1.0727(4) -0.12567(13) 0.0184(5) Uani 1 1 d . . . . .
C4 C 0.36922(12) 1.1846(4) -0.06207(14) 0.0181(5) Uani 1 1 d . . . . .
C5 C 0.37832(11) 0.9809(4) -0.00173(14) 0.0170(5) Uani 1 1 d . . . . .
C6 C 0.56579(12) 0.1396(4) 0.12149(15) 0.0230(5) Uani 1 1 d . . . . .
H1 H 0.569929 0.012632 0.163229 0.028 Uiso 1 1 calc R U . . .
C7 C 0.55407(11) 0.5195(4) -0.00044(14) 0.0181(5) Uani 1 1 d . . . . .
C8 C 0.49269(12) 0.8786(4) -0.06575(14) 0.0174(5) Uani 1 1 d . . . . .
C9 C 0.35300(12) 0.4994(4) 0.16265(16) 0.0227(5) Uani 1 1 d . . . . .
H2 H 0.383917 0.368490 0.176457 0.027 Uiso 1 1 calc R U . . .
C10 C 0.53820(12) 1.1083(4) -0.18425(14) 0.0213(5) Uani 1 1 d . . . . .
H3 H 0.534779 1.236624 -0.225614 0.026 Uiso 1 1 calc R U . . .
C11 C 0.41490(12) 1.4275(4) -0.18023(14) 0.0213(5) Uani 1 1 d . . . . .
H4 H 0.449935 1.456265 -0.221310 0.026 Uiso 1 1 calc R U . . .
C12 C 0.60222(13) 0.7640(4) -0.12411(15) 0.0229(5) Uani 1 1 d . . . . .
H5 H 0.642020 0.661111 -0.125088 0.028 Uiso 1 1 calc R U . . .
C13 C 0.55061(11) 0.7192(4) -0.06426(15) 0.0187(5) Uani 1 1 d . . . . .
C14 C 0.61606(12) 0.1657(4) 0.05898(16) 0.0237(5) Uani 1 1 d . . . . .
H6 H 0.654280 0.055340 0.057184 0.028 Uiso 1 1 calc R U . . .
C15 C 0.50993(12) 0.2984(4) 0.12285(16) 0.0212(5) Uani 1 1 d . . . . .
H7 H 0.476317 0.279549 0.166347 0.025 Uiso 1 1 calc R U . . .
C16 C 0.42244(12) 1.2276(4) -0.12300(14) 0.0176(5) Uani 1 1 d . . . . .
C17 C 0.23568(12) 0.6543(4) 0.20368(15) 0.0215(5) Uani 1 1 d . . . . .
H8 H 0.199332 0.623641 0.242809 0.026 Uiso 1 1 calc R U . . .
C18 C 0.27119(12) 0.9476(4) 0.08821(17) 0.0259(6) Uani 1 1 d . . . . .
H9 H 0.253360 1.085190 0.057284 0.031 Uiso 1 1 calc R U . . .
C19 C 0.37727(12) 0.6627(4) 0.10109(14) 0.0172(5) Uani 1 1 d . . . . .
C20 C 0.29103(12) 0.4944(5) 0.20779(17) 0.0240(5) Uani 1 1 d . . . . .
H10 H 0.286366 0.361091 0.247083 0.029 Uiso 1 1 calc R U . . .
C21 C 0.31207(12) 1.3463(4) -0.06324(15) 0.0218(5) Uani 1 1 d . . . . .
H11 H 0.275865 1.320104 -0.023525 0.026 Uiso 1 1 calc R U . . .
C22 C 0.59614(12) 0.9570(4) -0.18220(15) 0.0245(6) Uani 1 1 d . . . . .
H12 H 0.632464 0.986285 -0.221492 0.029 Uiso 1 1 calc R U . . .
C23 C 0.60980(12) 0.3531(4) -0.00029(16) 0.0221(5) Uani 1 1 d . . . . .
H13 H 0.644467 0.370401 -0.042579 0.026 Uiso 1 1 calc R U . . .
C24 C 0.43950(11) 0.8396(4) -0.00501(13) 0.0163(5) Uani 1 1 d . . . . .
C25 C 0.44120(11) 0.6508(4) 0.05706(14) 0.0171(5) Uani 1 1 d . . . . .
C26 C 0.30684(13) 1.5398(4) -0.11956(15) 0.0234(6) Uani 1 1 d . . . . .
H14 H 0.267596 1.645361 -0.118145 0.028 Uiso 1 1 calc R U . . .
C27 C 0.22670(13) 0.8544(4) 0.14932(17) 0.0281(6) Uani 1 1 d . . . . .
H15 H 0.184040 0.939700 0.154681 0.034 Uiso 1 1 calc R U . . .
C28 C 0.35856(12) 1.5820(4) -0.17858(15) 0.0226(6) Uani 1 1 d . . . . .
H16 H 0.355091 1.716639 -0.217532 0.027 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C15 1.409(3) . ?
C1 C7 1.427(3) . ?
C1 C25 1.460(3) . ?
C2 C18 1.393(3) . ?
C2 C5 1.418(3) . ?
C2 C19 1.504(3) . ?
C3 C10 1.398(3) . ?
C3 C8 1.414(3) . ?
C3 C16 1.470(3) . ?
C4 C21 1.409(3) . ?
C4 C16 1.427(3) . ?
C4 C5 1.459(3) . ?
C5 C24 1.410(3) . ?
C6 C15 1.380(3) . ?
C6 C14 1.391(3) . ?
C7 C23 1.403(3) . ?
C7 C13 1.470(3) . ?
C8 C13 1.414(3) . ?
C8 C24 1.421(3) . ?
C9 C19 1.388(3) . ?
C9 C20 1.396(3) . ?
C10 C22 1.388(3) . ?
C11 C28 1.374(3) . ?
C11 C16 1.409(3) . ?
C12 C22 1.387(3) . ?
C12 C13 1.395(3) . ?
C14 C23 1.377(3) . ?
C17 C20 1.377(3) . ?
C17 C27 1.385(3) . ?
C18 C27 1.385(3) . ?
C19 C25 1.422(3) . ?
C21 C26 1.369(3) . ?
C24 C25 1.408(3) . ?
C26 C28 1.385(3) . ?

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
C15 C1 C7 117.8(2) . . ?
C15 C1 C25 124.4(2) . . ?
C7 C1 C25 117.80(19) . . ?
C18 C2 C5 127.4(2) . . ?
C18 C2 C19 125.3(2) . . ?
C5 C2 C19 107.23(19) . . ?
C10 C3 C8 117.4(2) . . ?
C10 C3 C16 123.4(2) . . ?
C8 C3 C16 119.18(19) . . ?
C21 C4 C16 117.5(2) . . ?
C21 C4 C5 124.5(2) . . ?
C16 C4 C5 118.0(2) . . ?
C24 C5 C2 106.58(19) . . ?
C24 C5 C4 118.8(2) . . ?
C2 C5 C4 134.6(2) . . ?
C15 C6 C14 120.0(2) . . ?
C23 C7 C1 118.4(2) . . ?
C23 C7 C13 120.1(2) . . ?
C1 C7 C13 121.47(19) . . ?
C13 C8 C3 123.0(2) . . ?
C13 C8 C24 118.5(2) . . ?
C3 C8 C24 118.55(19) . . ?
C19 C9 C20 131.2(2) . . ?
C22 C10 C3 120.3(2) . . ?
C28 C11 C16 122.1(2) . . ?
C22 C12 C13 120.8(2) . . ?
C12 C13 C8 117.1(2) . . ?
C12 C13 C7 123.6(2) . . ?
C8 C13 C7 119.35(19) . . ?
C23 C14 C6 119.3(2) . . ?
C6 C15 C1 122.0(2) . . ?
C11 C16 C4 118.5(2) . . ?
C11 C16 C3 119.9(2) . . ?
C4 C16 C3 121.58(19) . . ?
C20 C17 C27 127.7(2) . . ?
C27 C18 C2 131.7(2) . . ?
C9 C19 C25 127.3(2) . . ?
C9 C19 C2 125.4(2) . . ?
C25 C19 C2 107.14(19) . . ?
C17 C20 C9 129.5(2) . . ?
C26 C21 C4 122.4(2) . . ?
C12 C22 C10 121.5(2) . . ?
C14 C23 C7 122.4(2) . . ?
C25 C24 C5 112.50(19) . . ?
C25 C24 C8 123.66(19) . . ?
C5 C24 C8 123.81(19) . . ?
C24 C25 C19 106.51(19) . . ?
C24 C25 C1 119.2(2) . . ?
C19 C25 C1 134.3(2) . . ?
C21 C26 C28 120.2(2) . . ?
C17 C27 C18 129.1(2) . . ?
C11 C28 C26 119.3(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
C18 C2 C5 C24 -177.2(2) . . . . ?
C19 C2 C5 C24 0.3(2) . . . . ?
C18 C2 C5 C4 1.2(4) . . . . ?
C19 C2 C5 C4 178.8(2) . . . . ?
C21 C4 C5 C24 -177.2(2) . . . . ?
C16 C4 C5 C24 1.3(3) . . . . ?
C21 C4 C5 C2 4.5(4) . . . . ?
C16 C4 C5 C2 -177.0(2) . . . . ?
C15 C1 C7 C23 3.5(3) . . . . ?
C25 C1 C7 C23 -175.8(2) . . . . ?
C15 C1 C7 C13 -177.3(2) . . . . ?
C25 C1 C7 C13 3.5(3) . . . . ?
C10 C3 C8 C13 -1.4(3) . . . . ?
C16 C3 C8 C13 179.31(19) . . . . ?
C10 C3 C8 C24 179.48(19) . . . . ?
C16 C3 C8 C24 0.2(3) . . . . ?
C8 C3 C10 C22 -0.2(3) . . . . ?
C16 C3 C10 C22 179.1(2) . . . . ?
C22 C12 C13 C8 -0.1(3) . . . . ?
C22 C12 C13 C7 -179.4(2) . . . . ?
C3 C8 C13 C12 1.6(3) . . . . ?
C24 C8 C13 C12 -179.3(2) . . . . ?
C3 C8 C13 C7 -179.10(19) . . . . ?
C24 C8 C13 C7 0.0(3) . . . . ?
C23 C7 C13 C12 -3.4(3) . . . . ?
C1 C7 C13 C12 177.4(2) . . . . ?
C23 C7 C13 C8 177.3(2) . . . . ?
C1 C7 C13 C8 -1.9(3) . . . . ?
C15 C6 C14 C23 1.0(3) . . . . ?
C14 C6 C15 C1 0.8(4) . . . . ?
C7 C1 C15 C6 -3.0(3) . . . . ?
C25 C1 C15 C6 176.2(2) . . . . ?
C28 C11 C16 C4 0.5(3) . . . . ?
C28 C11 C16 C3 -178.0(2) . . . . ?
C21 C4 C16 C11 0.1(3) . . . . ?
C5 C4 C16 C11 -178.5(2) . . . . ?
C21 C4 C16 C3 178.6(2) . . . . ?
C5 C4 C16 C3 0.0(3) . . . . ?
C10 C3 C16 C11 -1.5(3) . . . . ?
C8 C3 C16 C11 177.72(19) . . . . ?
C10 C3 C16 C4 -180.0(2) . . . . ?
C8 C3 C16 C4 -0.8(3) . . . . ?
C5 C2 C18 C27 178.2(3) . . . . ?
C19 C2 C18 C27 1.1(4) . . . . ?
C20 C9 C19 C25 -178.8(3) . . . . ?
C20 C9 C19 C2 -3.8(4) . . . . ?
C18 C2 C19 C9 2.7(4) . . . . ?
C5 C2 C19 C9 -174.8(2) . . . . ?
C18 C2 C19 C25 178.6(2) . . . . ?
C5 C2 C19 C25 1.0(2) . . . . ?
C27 C17 C20 C9 3.9(5) . . . . ?
C19 C9 C20 C17 -0.2(5) . . . . ?
C16 C4 C21 C26 -0.5(3) . . . . ?
C5 C4 C21 C26 178.0(2) . . . . ?
C13 C12 C22 C10 -1.5(3) . . . . ?
C3 C10 C22 C12 1.6(3) . . . . ?
C6 C14 C23 C7 -0.4(3) . . . . ?
C1 C7 C23 C14 -1.9(3) . . . . ?
C13 C7 C23 C14 178.9(2) . . . . ?
C2 C5 C24 C25 -1.5(2) . . . . ?
C4 C5 C24 C25 179.72(19) . . . . ?
C2 C5 C24 C8 176.8(2) . . . . ?
C4 C5 C24 C8 -2.0(3) . . . . ?
C13 C8 C24 C25 0.2(3) . . . . ?
C3 C8 C24 C25 179.3(2) . . . . ?
C13 C8 C24 C5 -177.9(2) . . . . ?
C3 C8 C24 C5 1.2(3) . . . . ?
C5 C24 C25 C19 2.2(2) . . . . ?
C8 C24 C25 C19 -176.1(2) . . . . ?
C5 C24 C25 C1 179.79(19) . . . . ?
C8 C24 C25 C1 1.5(3) . . . . ?
C9 C19 C25 C24 173.9(2) . . . . ?
C2 C19 C25 C24 -1.8(2) . . . . ?
C9 C19 C25 C1 -3.2(4) . . . . ?
C2 C19 C25 C1 -179.0(2) . . . . ?
C15 C1 C25 C24 177.6(2) . . . . ?
C7 C1 C25 C24 -3.2(3) . . . . ?
C15 C1 C25 C19 -5.6(4) . . . . ?
C7 C1 C25 C19 173.6(2) . . . . ?
C4 C21 C26 C28 0.4(4) . . . . ?
C20 C17 C27 C18 -2.2(5) . . . . ?
C2 C18 C27 C17 -1.5(5) . . . . ?
C16 C11 C28 C26 -0.7(3) . . . . ?
C21 C26 C28 C11 0.3(4) . . . . ?

_refine_diff_density_max         0.125
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.036


_diffrn_radiation_source         ?
_diffrn_radiation_monochromator  graphite
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CHCl3/hexane'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1899599'
loop_
_audit_author_name
_audit_author_address
'Yasutomo Segawa'
;Nagoya University
Japan
;
_audit_update_record             
;
2019-02-26 deposited with the CCDC.	2019-07-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        'compound 1'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C56 H38'
_chemical_formula_weight         710.86

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'

_space_group_crystal_system      Monoclinic
_space_group_IT_number           ?
_space_group_name_H-M_alt        'P 21/a'
_space_group_name_Hall           ?

_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+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, z'

_cell_length_a                   20.704(2)
_cell_length_b                   9.6416(8)
_cell_length_c                   20.416(2)
_cell_angle_alpha                90
_cell_angle_beta                 111.978(2)
_cell_angle_gamma                90
_cell_volume                     3779.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    123

_cell_measurement_reflns_used    9856

_cell_measurement_theta_min      3.1

_cell_measurement_theta_max      25.4


_exptl_crystal_description       Block

_exptl_crystal_colour            Blue

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_F_000             1496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2

_exptl_crystal_size_mid          0.15

_exptl_crystal_size_min          0.15

_exptl_absorpt_coefficient_mu    0.071
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.865

_exptl_absorpt_correction_T_max  1.000

_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123

_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Rotating Anode'
_diffrn_measurement_device_type  'Rigaku Pilatus 200K'

_diffrn_measurement_method       'profile data from ω-scans'

_diffrn_detector_area_resol_mean 5.8140

_diffrn_reflns_number            40422
_diffrn_reflns_av_unetI/netI     0.0143
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.130
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6644
_reflns_number_gt                5871
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
Rigaku CrystalClear-SM Expert 2.1 b29
;
_computing_cell_refinement       
;
Rigaku CrystalClear-SM Expert 2.1 b29
;
_computing_data_reduction        
;
Rigaku CrystalClear-SM Expert 2.1 b29
;
_computing_structure_solution    SIR-97

_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'

_computing_publication_material  
;Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)
;

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0401P)²+1.1908P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6644
_refine_ls_number_parameters     505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0825
_refine_ls_wR_factor_gt          0.0792
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.70889(6) -0.05576(11) 0.79854(5) 0.0161(2) Uani 1 1 d . . . . .
C2 C 0.67802(6) -0.18794(12) 0.77636(5) 0.0178(2) Uani 1 1 d . . . . .
C3 C 0.73096(6) -0.29022(12) 0.79923(6) 0.0228(3) Uani 1 1 d . . . . .
H1 H 0.723722 -0.386893 0.790612 0.027 Uiso 1 1 calc R U . . .
C4 C 0.79550(6) -0.22808(12) 0.83638(6) 0.0217(2) Uani 1 1 d . . . . .
C5 C 0.86039(7) -0.29493(14) 0.86604(6) 0.0298(3) Uani 1 1 d . . . . .
H2 H 0.859349 -0.392473 0.859130 0.036 Uiso 1 1 calc R U . . .
C6 C 0.92633(7) -0.23935(16) 0.90423(7) 0.0353(3) Uani 1 1 d . . . . .
H3 H 0.963678 -0.303977 0.919111 0.042 Uiso 1 1 calc R U . . .
C7 C 0.94429(6) -0.10247(16) 0.92318(6) 0.0322(3) Uani 1 1 d . . . . .
H4 H 0.992286 -0.086551 0.949849 0.039 Uiso 1 1 calc R U . . .
C8 C 0.90223(6) 0.01495(14) 0.90882(6) 0.0274(3) Uani 1 1 d . . . . .
H5 H 0.925374 0.099160 0.928085 0.033 Uiso 1 1 calc R U . . .
C9 C 0.83004(6) 0.02666(13) 0.86967(6) 0.0210(2) Uani 1 1 d . . . . .
H6 H 0.811789 0.118121 0.864971 0.025 Uiso 1 1 calc R U . . .
C10 C 0.78173(6) -0.07663(12) 0.83694(5) 0.0181(2) Uani 1 1 d . . . . .
C11 C 0.67489(5) 0.08246(11) 0.78938(5) 0.0153(2) Uani 1 1 d . . . . .
C12 C 0.64423(5) 0.16287(11) 0.72808(5) 0.0161(2) Uani 1 1 d . . . . .
C13 C 0.61711(6) 0.28622(12) 0.74465(6) 0.0189(2) Uani 1 1 d . . . . .
H7 H 0.591968 0.354816 0.711506 0.023 Uiso 1 1 calc R U . . .
C14 C 0.63263(6) 0.29180(11) 0.81587(6) 0.0183(2) Uani 1 1 d . . . . .
C15 C 0.61549(6) 0.40058(12) 0.85105(6) 0.0238(3) Uani 1 1 d . . . . .
H8 H 0.589639 0.474353 0.822258 0.029 Uiso 1 1 calc R U . . .
C16 C 0.63133(7) 0.41443(13) 0.92222(6) 0.0275(3) Uani 1 1 d . . . . .
H9 H 0.614487 0.496033 0.936541 0.033 Uiso 1 1 calc R U . . .
C17 C 0.66874(7) 0.32454(13) 0.97579(6) 0.0264(3) Uani 1 1 d . . . . .
H10 H 0.675071 0.355313 1.021999 0.032 Uiso 1 1 calc R U . . .
C18 C 0.69859(6) 0.19667(13) 0.97314(6) 0.0230(3) Uani 1 1 d . . . . .
H11 H 0.722519 0.153843 1.017575 0.028 Uiso 1 1 calc R U . . .
C19 C 0.69840(6) 0.12297(12) 0.91505(6) 0.0188(2) Uani 1 1 d . . . . .
H12 H 0.720380 0.034727 0.924632 0.023 Uiso 1 1 calc R U . . .
C20 C 0.67061(5) 0.16089(11) 0.84559(6) 0.0163(2) Uani 1 1 d . . . . .
C21 C 0.60246(6) -0.22271(11) 0.73665(6) 0.0182(2) Uani 1 1 d . . . . .
C22 C 0.55106(6) -0.19712(11) 0.76573(6) 0.0196(2) Uani 1 1 d . . . . .
C23 C 0.48064(6) -0.23336(12) 0.72842(6) 0.0241(3) Uani 1 1 d . . . . .
H13 H 0.447068 -0.215240 0.748775 0.029 Uiso 1 1 calc R U . . .
C24 C 0.46033(6) -0.29421(13) 0.66333(6) 0.0274(3) Uani 1 1 d . . . . .
H14 H 0.412781 -0.316094 0.637624 0.033 Uiso 1 1 calc R U . . .
C25 C 0.51068(6) -0.32337(13) 0.63558(6) 0.0260(3) Uani 1 1 d . . . . .
H15 H 0.496700 -0.367193 0.590730 0.031 Uiso 1 1 calc R U . . .
C26 C 0.58188(6) -0.29060(11) 0.67127(6) 0.0205(2) Uani 1 1 d . . . . .
C27 C 0.56774(6) -0.13926(12) 0.83706(6) 0.0200(2) Uani 1 1 d . . . . .
C28 C 0.61506(6) -0.20518(12) 0.89588(6) 0.0229(3) Uani 1 1 d . . . . .
H16 H 0.641632 -0.281257 0.890153 0.027 Uiso 1 1 calc R U . . .
C29 C 0.62341(6) -0.16032(13) 0.96232(6) 0.0261(3) Uani 1 1 d . . . . .
H17 H 0.654915 -0.206883 1.002630 0.031 Uiso 1 1 calc R U . . .
C30 C 0.58578(6) -0.04664(13) 0.97078(6) 0.0272(3) Uani 1 1 d . . . . .
H18 H 0.591400 -0.016648 1.016923 0.033 Uiso 1 1 calc R U . . .
C31 C 0.54035(6) 0.02287(13) 0.91262(7) 0.0268(3) Uani 1 1 d . . . . .
H19 H 0.515856 0.102183 0.918547 0.032 Uiso 1 1 calc R U . . .
C32 C 0.53100(6) -0.02363(12) 0.84644(6) 0.0229(3) Uani 1 1 d . . . . .
H20 H 0.499217 0.022934 0.806303 0.028 Uiso 1 1 calc R U . . .
C33 C 0.63341(6) -0.33535(12) 0.63967(6) 0.0208(2) Uani 1 1 d . . . . .
C34 C 0.62894(7) -0.46983(12) 0.61328(6) 0.0268(3) Uani 1 1 d . . . . .
H21 H 0.592275 -0.528881 0.613465 0.032 Uiso 1 1 calc R U . . .
C35 C 0.67751(7) -0.51875(13) 0.58663(6) 0.0320(3) Uani 1 1 d . . . . .
H22 H 0.674119 -0.611137 0.569486 0.038 Uiso 1 1 calc R U . . .
C36 C 0.73109(7) -0.43294(14) 0.58498(7) 0.0321(3) Uani 1 1 d . . . . .
H23 H 0.764917 -0.467164 0.567955 0.038 Uiso 1 1 calc R U . . .
C37 C 0.73448(7) -0.29775(15) 0.60833(7) 0.0316(3) Uani 1 1 d . . . . .
H24 H 0.769843 -0.237668 0.605800 0.038 Uiso 1 1 calc R U . . .
C38 C 0.68633(6) -0.24905(13) 0.63556(6) 0.0251(3) Uani 1 1 d . . . . .
H25 H 0.689353 -0.155902 0.651609 0.030 Uiso 1 1 calc R U . . .
C39 C 0.64395(6) 0.13394(11) 0.65720(6) 0.0166(2) Uani 1 1 d . . . . .
C40 C 0.70806(6) 0.11861(11) 0.64647(6) 0.0182(2) Uani 1 1 d . . . . .
C41 C 0.70592(6) 0.09142(12) 0.57920(6) 0.0213(2) Uani 1 1 d . . . . .
H26 H 0.748013 0.076840 0.571701 0.026 Uiso 1 1 calc R U . . .
C42 C 0.64273(6) 0.08534(12) 0.52276(6) 0.0241(3) Uani 1 1 d . . . . .
H27 H 0.641827 0.064908 0.476899 0.029 Uiso 1 1 calc R U . . .
C43 C 0.58031(6) 0.10883(12) 0.53229(6) 0.0222(2) Uani 1 1 d . . . . .
H28 H 0.537647 0.108448 0.492528 0.027 Uiso 1 1 calc R U . . .
C44 C 0.57977(6) 0.13259(11) 0.59868(6) 0.0183(2) Uani 1 1 d . . . . .
C45 C 0.77940(6) 0.14405(12) 0.70098(6) 0.0186(2) Uani 1 1 d . . . . .
C46 C 0.79495(6) 0.26854(12) 0.73805(6) 0.0207(2) Uani 1 1 d . . . . .
H29 H 0.758752 0.332157 0.734493 0.025 Uiso 1 1 calc R U . . .
C47 C 0.86408(6) 0.30008(13) 0.78067(6) 0.0241(3) Uani 1 1 d . . . . .
H30 H 0.874088 0.385379 0.805772 0.029 Uiso 1 1 calc R U . . .
C48 C 0.91858(6) 0.20898(13) 0.78706(6) 0.0249(3) Uani 1 1 d . . . . .
H31 H 0.965256 0.232727 0.815396 0.030 Uiso 1 1 calc R U . . .
C49 C 0.90361(6) 0.08389(13) 0.75160(6) 0.0243(3) Uani 1 1 d . . . . .
H32 H 0.939936 0.020019 0.755996 0.029 Uiso 1 1 calc R U . . .
C50 C 0.83487(6) 0.05171(12) 0.70927(6) 0.0214(2) Uani 1 1 d . . . . .
H33 H 0.825099 -0.034862 0.685335 0.026 Uiso 1 1 calc R U . . .
C51 C 0.50995(6) 0.15633(12) 0.60388(5) 0.0188(2) Uani 1 1 d . . . . .
C52 C 0.46526(6) 0.25986(13) 0.56423(6) 0.0252(3) Uani 1 1 d . . . . .
H34 H 0.479904 0.317985 0.534825 0.030 Uiso 1 1 calc R U . . .
C53 C 0.39910(6) 0.27994(13) 0.56686(7) 0.0293(3) Uani 1 1 d . . . . .
H35 H 0.370114 0.352618 0.540230 0.035 Uiso 1 1 calc R U . . .
C54 C 0.37595(6) 0.19536(13) 0.60764(6) 0.0264(3) Uani 1 1 d . . . . .
H36 H 0.330990 0.208060 0.609070 0.032 Uiso 1 1 calc R U . . .
C55 C 0.41950(6) 0.09116(13) 0.64665(6) 0.0243(3) Uani 1 1 d . . . . .
H37 H 0.403952 0.031426 0.674749 0.029 Uiso 1 1 calc R U . . .
C56 C 0.48614(6) 0.07246(12) 0.64533(6) 0.0214(2) Uani 1 1 d . . . . .
H38 H 0.515408 0.001382 0.673198 0.026 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1 C2 1.4217(16) . ?
C1 C10 1.4299(15) . ?
C1 C11 1.4859(15) . ?
C2 C3 1.4174(16) . ?
C2 C21 1.5058(15) . ?
C3 C4 1.4003(17) . ?
C3 H1 0.9500 . ?
C4 C5 1.4066(16) . ?
C4 C10 1.4886(16) . ?
C5 C6 1.4008(19) . ?
C5 H2 0.9500 . ?
C6 C7 1.386(2) . ?
C6 H3 0.9500 . ?
C7 C8 1.3909(19) . ?
C7 H4 0.9500 . ?
C8 C9 1.4111(16) . ?
C8 H5 0.9500 . ?
C9 C10 1.3922(16) . ?
C9 H6 0.9500 . ?
C11 C20 1.4045(15) . ?
C11 C12 1.4056(15) . ?
C12 C13 1.4094(16) . ?
C12 C39 1.4717(15) . ?
C13 C14 1.3677(15) . ?
C13 H7 0.9500 . ?
C14 C15 1.3902(16) . ?
C14 C20 1.4908(15) . ?
C15 C16 1.3711(17) . ?
C15 H8 0.9500 . ?
C16 C17 1.3832(18) . ?
C16 H9 0.9500 . ?
C17 C18 1.3892(18) . ?
C17 H10 0.9500 . ?
C18 C19 1.3813(16) . ?
C18 H11 0.9500 . ?
C19 C20 1.3657(15) . ?
C19 H12 0.9500 . ?
C21 C26 1.4022(16) . ?
C21 C22 1.4208(16) . ?
C22 C23 1.4131(16) . ?
C22 C27 1.4747(16) . ?
C23 C24 1.3670(17) . ?
C23 H13 0.9500 . ?
C24 C25 1.3888(17) . ?
C24 H14 0.9500 . ?
C25 C26 1.4141(17) . ?
C25 H15 0.9500 . ?
C26 C33 1.5019(16) . ?
C27 C28 1.3876(17) . ?
C27 C32 1.4026(16) . ?
C28 C29 1.3716(17) . ?
C28 H16 0.9500 . ?
C29 C30 1.3924(18) . ?
C29 H17 0.9500 . ?
C30 C31 1.3813(18) . ?
C30 H18 0.9500 . ?
C31 C32 1.3667(17) . ?
C31 H19 0.9500 . ?
C32 H20 0.9500 . ?
C33 C34 1.3938(17) . ?
C33 C38 1.4032(17) . ?
C34 C35 1.3924(18) . ?
C34 H21 0.9500 . ?
C35 C36 1.394(2) . ?
C35 H22 0.9500 . ?
C36 C37 1.3806(19) . ?
C36 H23 0.9500 . ?
C37 C38 1.3922(17) . ?
C37 H24 0.9500 . ?
C38 H25 0.9500 . ?
C39 C44 1.4158(15) . ?
C39 C40 1.4315(15) . ?
C40 C41 1.3825(15) . ?
C40 C45 1.5001(16) . ?
C41 C42 1.3837(17) . ?
C41 H26 0.9500 . ?
C42 C43 1.3956(17) . ?
C42 H27 0.9500 . ?
C43 C44 1.3789(15) . ?
C43 H28 0.9500 . ?
C44 C51 1.5060(16) . ?
C45 C46 1.3909(16) . ?
C45 C50 1.4122(16) . ?
C46 C47 1.4021(16) . ?
C46 H29 0.9500 . ?
C47 C48 1.3970(17) . ?
C47 H30 0.9500 . ?
C48 C49 1.3809(18) . ?
C48 H31 0.9500 . ?
C49 C50 1.3957(17) . ?
C49 H32 0.9500 . ?
C50 H33 0.9500 . ?
C51 C56 1.3876(16) . ?
C51 C52 1.3954(16) . ?
C52 C53 1.4044(18) . ?
C52 H34 0.9500 . ?
C53 C54 1.3735(18) . ?
C53 H35 0.9500 . ?
C54 C55 1.3854(18) . ?
C54 H36 0.9500 . ?
C55 C56 1.4017(16) . ?
C55 H37 0.9500 . ?
C56 H38 0.9500 . ?

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
C2 C1 C10 107.74(9) . . ?
C2 C1 C11 128.94(10) . . ?
C10 C1 C11 123.23(10) . . ?
C3 C2 C1 108.58(10) . . ?
C3 C2 C21 122.82(10) . . ?
C1 C2 C21 128.58(10) . . ?
C4 C3 C2 110.14(10) . . ?
C4 C3 H1 124.9 . . ?
C2 C3 H1 124.9 . . ?
C3 C4 C5 126.95(12) . . ?
C3 C4 C10 106.10(10) . . ?
C5 C4 C10 126.94(11) . . ?
C6 C5 C4 129.74(13) . . ?
C6 C5 H2 115.1 . . ?
C4 C5 H2 115.1 . . ?
C7 C6 C5 128.55(12) . . ?
C7 C6 H3 115.7 . . ?
C5 C6 H3 115.7 . . ?
C6 C7 C8 129.39(12) . . ?
C6 C7 H4 115.3 . . ?
C8 C7 H4 115.3 . . ?
C7 C8 C9 129.15(12) . . ?
C7 C8 H5 115.4 . . ?
C9 C8 H5 115.4 . . ?
C10 C9 C8 129.27(12) . . ?
C10 C9 H6 115.4 . . ?
C8 C9 H6 115.4 . . ?
C9 C10 C1 125.68(10) . . ?
C9 C10 C4 126.88(10) . . ?
C1 C10 C4 107.43(10) . . ?
C20 C11 C12 106.55(9) . . ?
C20 C11 C1 123.49(9) . . ?
C12 C11 C1 129.91(10) . . ?
C11 C12 C13 109.85(9) . . ?
C11 C12 C39 127.25(10) . . ?
C13 C12 C39 122.72(10) . . ?
C14 C13 C12 109.40(10) . . ?
C14 C13 H7 125.3 . . ?
C12 C13 H7 125.3 . . ?
C13 C14 C15 125.11(11) . . ?
C13 C14 C20 106.12(9) . . ?
C15 C14 C20 128.77(10) . . ?
C16 C15 C14 127.95(12) . . ?
C16 C15 H8 116.0 . . ?
C14 C15 H8 116.0 . . ?
C15 C16 C17 128.17(12) . . ?
C15 C16 H9 115.9 . . ?
C17 C16 H9 115.9 . . ?
C16 C17 C18 130.60(11) . . ?
C16 C17 H10 114.7 . . ?
C18 C17 H10 114.7 . . ?
C19 C18 C17 129.18(11) . . ?
C19 C18 H11 115.4 . . ?
C17 C18 H11 115.4 . . ?
C20 C19 C18 128.21(11) . . ?
C20 C19 H12 115.9 . . ?
C18 C19 H12 115.9 . . ?
C19 C20 C11 124.99(10) . . ?
C19 C20 C14 127.04(10) . . ?
C11 C20 C14 107.96(9) . . ?
C26 C21 C22 118.07(10) . . ?
C26 C21 C2 120.06(10) . . ?
C22 C21 C2 121.74(10) . . ?
C23 C22 C21 120.99(10) . . ?
C23 C22 C27 116.03(10) . . ?
C21 C22 C27 122.90(10) . . ?
C24 C23 C22 120.67(11) . . ?
C24 C23 H13 119.7 . . ?
C22 C23 H13 119.7 . . ?
C23 C24 C25 118.60(11) . . ?
C23 C24 H14 120.7 . . ?
C25 C24 H14 120.7 . . ?
C24 C25 C26 122.78(11) . . ?
C24 C25 H15 118.6 . . ?
C26 C25 H15 118.6 . . ?
C21 C26 C25 118.79(10) . . ?
C21 C26 C33 122.10(10) . . ?
C25 C26 C33 119.05(10) . . ?
C28 C27 C32 119.29(11) . . ?
C28 C27 C22 120.66(10) . . ?
C32 C27 C22 119.80(10) . . ?
C29 C28 C27 119.89(11) . . ?
C29 C28 H16 120.1 . . ?
C27 C28 H16 120.1 . . ?
C28 C29 C30 120.11(11) . . ?
C28 C29 H17 119.9 . . ?
C30 C29 H17 119.9 . . ?
C31 C30 C29 120.52(11) . . ?
C31 C30 H18 119.7 . . ?
C29 C30 H18 119.7 . . ?
C32 C31 C30 119.31(12) . . ?
C32 C31 H19 120.3 . . ?
C30 C31 H19 120.3 . . ?
C31 C32 C27 120.82(11) . . ?
C31 C32 H20 119.6 . . ?
C27 C32 H20 119.6 . . ?
C34 C33 C38 117.96(11) . . ?
C34 C33 C26 118.57(10) . . ?
C38 C33 C26 123.47(10) . . ?
C35 C34 C33 120.86(12) . . ?
C35 C34 H21 119.6 . . ?
C33 C34 H21 119.6 . . ?
C34 C35 C36 120.39(12) . . ?
C34 C35 H22 119.8 . . ?
C36 C35 H22 119.8 . . ?
C37 C36 C35 119.34(12) . . ?
C37 C36 H23 120.3 . . ?
C35 C36 H23 120.3 . . ?
C36 C37 C38 120.31(12) . . ?
C36 C37 H24 119.8 . . ?
C38 C37 H24 119.8 . . ?
C37 C38 C33 121.05(12) . . ?
C37 C38 H25 119.5 . . ?
C33 C38 H25 119.5 . . ?
C44 C39 C40 120.07(10) . . ?
C44 C39 C12 119.25(10) . . ?
C40 C39 C12 120.48(9) . . ?
C41 C40 C39 119.00(10) . . ?
C41 C40 C45 115.12(10) . . ?
C39 C40 C45 125.56(9) . . ?
C40 C41 C42 120.27(11) . . ?
C40 C41 H26 119.9 . . ?
C42 C41 H26 119.9 . . ?
C41 C42 C43 120.88(10) . . ?
C41 C42 H27 119.6 . . ?
C43 C42 H27 119.6 . . ?
C44 C43 C42 120.84(10) . . ?
C44 C43 H28 119.6 . . ?
C42 C43 H28 119.6 . . ?
C43 C44 C39 118.73(10) . . ?
C43 C44 C51 117.10(10) . . ?
C39 C44 C51 124.17(9) . . ?
C46 C45 C50 117.81(10) . . ?
C46 C45 C40 120.52(10) . . ?
C50 C45 C40 121.11(10) . . ?
C45 C46 C47 119.96(11) . . ?
C45 C46 H29 120.0 . . ?
C47 C46 H29 120.0 . . ?
C48 C47 C46 121.52(11) . . ?
C48 C47 H30 119.2 . . ?
C46 C47 H30 119.2 . . ?
C49 C48 C47 119.02(11) . . ?
C49 C48 H31 120.5 . . ?
C47 C48 H31 120.5 . . ?
C48 C49 C50 119.71(11) . . ?
C48 C49 H32 120.1 . . ?
C50 C49 H32 120.1 . . ?
C49 C50 C45 121.94(11) . . ?
C49 C50 H33 119.0 . . ?
C45 C50 H33 119.0 . . ?
C56 C51 C52 117.45(11) . . ?
C56 C51 C44 121.59(10) . . ?
C52 C51 C44 120.89(10) . . ?
C51 C52 C53 121.39(11) . . ?
C51 C52 H34 119.3 . . ?
C53 C52 H34 119.3 . . ?
C54 C53 C52 120.53(11) . . ?
C54 C53 H35 119.7 . . ?
C52 C53 H35 119.7 . . ?
C53 C54 C55 118.64(11) . . ?
C53 C54 H36 120.7 . . ?
C55 C54 H36 120.7 . . ?
C54 C55 C56 121.05(11) . . ?
C54 C55 H37 119.5 . . ?
C56 C55 H37 119.5 . . ?
C51 C56 C55 120.91(11) . . ?
C51 C56 H38 119.5 . . ?
C55 C56 H38 119.5 . . ?

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
C10 C1 C2 C3 -1.19(12) . . . . ?
C11 C1 C2 C3 -177.82(10) . . . . ?
C10 C1 C2 C21 177.58(10) . . . . ?
C11 C1 C2 C21 0.94(18) . . . . ?
C1 C2 C3 C4 0.58(13) . . . . ?
C21 C2 C3 C4 -178.28(10) . . . . ?
C2 C3 C4 C5 -178.69(11) . . . . ?
C2 C3 C4 C10 0.25(12) . . . . ?
C3 C4 C5 C6 -179.25(12) . . . . ?
C10 C4 C5 C6 2.0(2) . . . . ?
C4 C5 C6 C7 0.6(2) . . . . ?
C5 C6 C7 C8 -0.8(2) . . . . ?
C6 C7 C8 C9 -1.5(2) . . . . ?
C7 C8 C9 C10 2.1(2) . . . . ?
C8 C9 C10 C1 179.44(11) . . . . ?
C8 C9 C10 C4 0.71(19) . . . . ?
C2 C1 C10 C9 -177.61(10) . . . . ?
C11 C1 C10 C9 -0.74(16) . . . . ?
C2 C1 C10 C4 1.33(11) . . . . ?
C11 C1 C10 C4 178.20(9) . . . . ?
C3 C4 C10 C9 177.94(10) . . . . ?
C5 C4 C10 C9 -3.12(18) . . . . ?
C3 C4 C10 C1 -0.98(12) . . . . ?
C5 C4 C10 C1 177.97(11) . . . . ?
C2 C1 C11 C20 111.50(13) . . . . ?
C10 C1 C11 C20 -64.66(14) . . . . ?
C2 C1 C11 C12 -71.25(16) . . . . ?
C10 C1 C11 C12 112.59(13) . . . . ?
C20 C11 C12 C13 -3.65(12) . . . . ?
C1 C11 C12 C13 178.75(10) . . . . ?
C20 C11 C12 C39 171.57(10) . . . . ?
C1 C11 C12 C39 -6.04(18) . . . . ?
C11 C12 C13 C14 3.25(13) . . . . ?
C39 C12 C13 C14 -172.22(10) . . . . ?
C12 C13 C14 C15 178.28(11) . . . . ?
C12 C13 C14 C20 -1.47(12) . . . . ?
C13 C14 C15 C16 -177.79(12) . . . . ?
C20 C14 C15 C16 1.9(2) . . . . ?
C14 C15 C16 C17 0.9(2) . . . . ?
C15 C16 C17 C18 -1.9(2) . . . . ?
C16 C17 C18 C19 -0.6(2) . . . . ?
C17 C18 C19 C20 2.6(2) . . . . ?
C18 C19 C20 C11 177.30(11) . . . . ?
C18 C19 C20 C14 -0.92(19) . . . . ?
C12 C11 C20 C19 -175.83(10) . . . . ?
C1 C11 C20 C19 1.97(17) . . . . ?
C12 C11 C20 C14 2.68(11) . . . . ?
C1 C11 C20 C14 -179.52(9) . . . . ?
C13 C14 C20 C19 177.70(11) . . . . ?
C15 C14 C20 C19 -2.04(19) . . . . ?
C13 C14 C20 C11 -0.77(12) . . . . ?
C15 C14 C20 C11 179.49(11) . . . . ?
C3 C2 C21 C26 -60.28(15) . . . . ?
C1 C2 C21 C26 121.11(12) . . . . ?
C3 C2 C21 C22 115.34(12) . . . . ?
C1 C2 C21 C22 -63.27(15) . . . . ?
C26 C21 C22 C23 -2.81(16) . . . . ?
C2 C21 C22 C23 -178.51(10) . . . . ?
C26 C21 C22 C27 173.78(10) . . . . ?
C2 C21 C22 C27 -1.92(16) . . . . ?
C21 C22 C23 C24 0.09(17) . . . . ?
C27 C22 C23 C24 -176.72(11) . . . . ?
C22 C23 C24 C25 1.87(18) . . . . ?
C23 C24 C25 C26 -1.13(19) . . . . ?
C22 C21 C26 C25 3.48(16) . . . . ?
C2 C21 C26 C25 179.26(10) . . . . ?
C22 C21 C26 C33 -173.61(10) . . . . ?
C2 C21 C26 C33 2.16(16) . . . . ?
C24 C25 C26 C21 -1.62(18) . . . . ?
C24 C25 C26 C33 175.57(11) . . . . ?
C23 C22 C27 C28 119.57(12) . . . . ?
C21 C22 C27 C28 -57.18(15) . . . . ?
C23 C22 C27 C32 -54.66(14) . . . . ?
C21 C22 C27 C32 128.59(12) . . . . ?
C32 C27 C28 C29 2.55(17) . . . . ?
C22 C27 C28 C29 -171.71(10) . . . . ?
C27 C28 C29 C30 -1.62(18) . . . . ?
C28 C29 C30 C31 -0.68(18) . . . . ?
C29 C30 C31 C32 2.01(18) . . . . ?
C30 C31 C32 C27 -1.05(18) . . . . ?
C28 C27 C32 C31 -1.22(17) . . . . ?
C22 C27 C32 C31 173.09(11) . . . . ?
C21 C26 C33 C34 132.30(12) . . . . ?
C25 C26 C33 C34 -44.79(15) . . . . ?
C21 C26 C33 C38 -47.35(16) . . . . ?
C25 C26 C33 C38 135.56(12) . . . . ?
C38 C33 C34 C35 2.88(17) . . . . ?
C26 C33 C34 C35 -176.80(11) . . . . ?
C33 C34 C35 C36 -0.93(18) . . . . ?
C34 C35 C36 C37 -1.67(19) . . . . ?
C35 C36 C37 C38 2.24(19) . . . . ?
C36 C37 C38 C33 -0.24(19) . . . . ?
C34 C33 C38 C37 -2.31(17) . . . . ?
C26 C33 C38 C37 177.35(11) . . . . ?
C11 C12 C39 C44 127.10(12) . . . . ?
C13 C12 C39 C44 -58.25(15) . . . . ?
C11 C12 C39 C40 -58.01(15) . . . . ?
C13 C12 C39 C40 116.64(12) . . . . ?
C44 C39 C40 C41 -5.18(16) . . . . ?
C12 C39 C40 C41 179.97(10) . . . . ?
C44 C39 C40 C45 168.02(10) . . . . ?
C12 C39 C40 C45 -6.83(16) . . . . ?
C39 C40 C41 C42 2.85(16) . . . . ?
C45 C40 C41 C42 -171.04(10) . . . . ?
C40 C41 C42 C43 1.14(18) . . . . ?
C41 C42 C43 C44 -2.91(18) . . . . ?
C42 C43 C44 C39 0.54(17) . . . . ?
C42 C43 C44 C51 -179.76(10) . . . . ?
C40 C39 C44 C43 3.47(16) . . . . ?
C12 C39 C44 C43 178.38(10) . . . . ?
C40 C39 C44 C51 -176.21(10) . . . . ?
C12 C39 C44 C51 -1.29(16) . . . . ?
C41 C40 C45 C46 121.15(11) . . . . ?
C39 C40 C45 C46 -52.28(15) . . . . ?
C41 C40 C45 C50 -50.08(14) . . . . ?
C39 C40 C45 C50 136.49(11) . . . . ?
C50 C45 C46 C47 1.37(15) . . . . ?
C40 C45 C46 C47 -170.14(10) . . . . ?
C45 C46 C47 C48 0.04(17) . . . . ?
C46 C47 C48 C49 -1.30(17) . . . . ?
C47 C48 C49 C50 1.07(17) . . . . ?
C48 C49 C50 C45 0.38(17) . . . . ?
C46 C45 C50 C49 -1.61(16) . . . . ?
C40 C45 C50 C49 169.85(10) . . . . ?
C43 C44 C51 C56 121.80(12) . . . . ?
C39 C44 C51 C56 -58.52(16) . . . . ?
C43 C44 C51 C52 -55.03(15) . . . . ?
C39 C44 C51 C52 124.65(12) . . . . ?
C56 C51 C52 C53 0.91(17) . . . . ?
C44 C51 C52 C53 177.87(11) . . . . ?
C51 C52 C53 C54 -1.52(19) . . . . ?
C52 C53 C54 C55 0.75(18) . . . . ?
C53 C54 C55 C56 0.55(18) . . . . ?
C52 C51 C56 C55 0.40(16) . . . . ?
C44 C51 C56 C55 -176.53(10) . . . . ?
C54 C55 C56 C51 -1.16(17) . . . . ?

_refine_diff_density_max         0.192
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.034


_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  Confocal
_chemical_absolute_configuration unk
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CHC3/hexane'
