# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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 1983149'
loop_
_audit_author_name
_audit_author_address
'zhen zhou'
;shandong university of technology
China
;
_audit_update_record             
;
2020-02-10 deposited with the CCDC.	2020-07-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C59 H38 O5'
_chemical_formula_weight         826.89

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.6181(3)
_cell_length_b                   13.5685(4)
_cell_length_c                   15.9089(4)
_cell_angle_alpha                80.8233(13)
_cell_angle_beta                 87.5873(13)
_cell_angle_gamma                81.6607(13)
_cell_volume                     2027.54(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    8.302
_cell_measurement_theta_min      2.453
_cell_measurement_theta_max      27.4765

_exptl_crystal_description       Block
_exptl_crystal_colour            Transparent
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.085
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21985
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.140
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             7112
_reflns_number_gt                5406
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1000P)²] 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         7112
_refine_ls_number_parameters     577
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0740
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1545
_refine_ls_wR_factor_gt          0.1449
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.089
_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
O1 O 0.31673(16) 0.11779(11) 0.38946(9) 0.0406(4) Uani 1 1 d . . . . .
O2 O 0.54820(19) 0.20861(10) 0.55010(9) 0.0477(4) Uani 1 1 d . . . . .
O3 O 0.86182(19) 0.07782(15) 0.04071(13) 0.0681(6) Uani 1 1 d . . . . .
O4 O 0.0775(3) 0.39944(18) 0.15974(14) 0.0948(8) Uani 1 1 d . . . . .
O5 O -0.2506(2) 0.33988(16) -0.08611(12) 0.0750(6) Uani 1 1 d . . . . .
C1 C 0.08893(19) -0.10837(13) 0.58614(11) 0.0211(4) Uani 1 1 d . . . . .
C2 C 0.1153(2) -0.16281(14) 0.66633(11) 0.0270(5) Uani 1 1 d . . . . .
H2A H 0.0492 -0.2040 0.6933 0.032 Uiso 1 1 calc R U . . .
C3 C 0.2374(2) -0.15777(15) 0.70777(12) 0.0326(5) Uani 1 1 d . . . . .
H3A H 0.2545 -0.1950 0.7631 0.039 Uiso 1 1 calc R U . . .
C4 C 0.3344(2) -0.09853(15) 0.66857(12) 0.0315(5) Uani 1 1 d . . . . .
H4A H 0.4178 -0.0946 0.6971 0.038 Uiso 1 1 calc R U . . .
C5 C 0.3097(2) -0.04502(14) 0.58780(12) 0.0265(5) Uani 1 1 d . . . . .
H5A H 0.3763 -0.0043 0.5611 0.032 Uiso 1 1 calc R U . . .
C6 C 0.18861(19) -0.05033(13) 0.54558(11) 0.0207(4) Uani 1 1 d . . . . .
C7 C 0.15323(19) 0.00740(13) 0.45605(11) 0.0204(4) Uani 1 1 d . . . . .
C8 C 0.04440(19) 0.10777(13) 0.46039(11) 0.0202(4) Uani 1 1 d . . . . .
H8A H 0.0902 0.1668 0.4330 0.024 Uiso 1 1 calc R U . . .
C9 C 0.2896(2) 0.03431(15) 0.41287(11) 0.0258(4) Uani 1 1 d . . . . .
H9A H 0.3597 -0.0201 0.4036 0.031 Uiso 1 1 calc R U . . .
C10 C 0.09342(19) -0.06449(13) 0.40614(11) 0.0205(4) Uani 1 1 d . . . . .
C11 C 0.1294(2) -0.07254(14) 0.32209(12) 0.0278(5) Uani 1 1 d . . . . .
H11A H 0.1962 -0.0337 0.2929 0.033 Uiso 1 1 calc R U . . .
C12 C 0.0681(2) -0.13723(16) 0.28043(13) 0.0353(5) Uani 1 1 d . . . . .
H12A H 0.0929 -0.1424 0.2227 0.042 Uiso 1 1 calc R U . . .
C13 C -0.0283(2) -0.19375(16) 0.32222(13) 0.0346(5) Uani 1 1 d . . . . .
H13A H -0.0694 -0.2383 0.2935 0.041 Uiso 1 1 calc R U . . .
C14 C -0.0660(2) -0.18604(14) 0.40683(12) 0.0276(5) Uani 1 1 d . . . . .
H14A H -0.1329 -0.2251 0.4357 0.033 Uiso 1 1 calc R U . . .
C15 C -0.00571(19) -0.12139(13) 0.44861(11) 0.0210(4) Uani 1 1 d . . . . .
C16 C 0.6572(2) 0.53325(14) 0.42301(10) 0.0224(4) Uani 1 1 d . . . . .
C17 C 0.7723(2) 0.57942(15) 0.39249(12) 0.0299(5) Uani 1 1 d . . . . .
H17A H 0.7596 0.6489 0.3689 0.036 Uiso 1 1 calc R U . . .
C18 C 0.9057(2) 0.52504(18) 0.39605(14) 0.0403(6) Uani 1 1 d . . . . .
H18A H 0.9842 0.5570 0.3742 0.048 Uiso 1 1 calc R U . . .
C19 C 0.9248(2) 0.42553(18) 0.43088(14) 0.0405(6) Uani 1 1 d . . . . .
H19A H 1.0168 0.3887 0.4339 0.049 Uiso 1 1 calc R U . . .
C20 C 0.8106(2) 0.37756(16) 0.46202(12) 0.0321(5) Uani 1 1 d . . . . .
H20A H 0.8250 0.3085 0.4868 0.039 Uiso 1 1 calc R U . . .
C21 C 0.6761(2) 0.43039(13) 0.45694(11) 0.0226(4) Uani 1 1 d . . . . .
C22 C 0.5447(2) 0.38386(13) 0.48760(11) 0.0220(4) Uani 1 1 d . . . . .
C23 C 0.4903(2) 0.41160(13) 0.57910(11) 0.0216(4) Uani 1 1 d . . . . .
H23A H 0.4912 0.3472 0.6197 0.026 Uiso 1 1 calc R U . . .
C24 C 0.5764(2) 0.27017(14) 0.49179(12) 0.0275(5) Uani 1 1 d . . . . .
H24A H 0.6229 0.2458 0.4437 0.033 Uiso 1 1 calc R U . . .
C25 C 0.4329(2) 0.42187(13) 0.41893(11) 0.0221(4) Uani 1 1 d . . . . .
C26 C 0.3526(2) 0.35913(15) 0.38779(12) 0.0278(5) Uani 1 1 d . . . . .
H26A H 0.3615 0.2896 0.4110 0.033 Uiso 1 1 calc R U . . .
C27 C 0.2594(2) 0.39794(16) 0.32294(12) 0.0343(5) Uani 1 1 d . . . . .
H27A H 0.2045 0.3548 0.3017 0.041 Uiso 1 1 calc R U . . .
C28 C 0.2457(2) 0.49929(16) 0.28867(12) 0.0345(5) Uani 1 1 d . . . . .
H28A H 0.1829 0.5253 0.2434 0.041 Uiso 1 1 calc R U . . .
C29 C 0.3235(2) 0.56222(15) 0.32061(12) 0.0301(5) Uani 1 1 d . . . . .
H29A H 0.3126 0.6320 0.2979 0.036 Uiso 1 1 calc R U . . .
C30 C 0.4176(2) 0.52447(14) 0.38571(10) 0.0221(4) Uani 1 1 d . . . . .
C31 C 0.5836(2) 0.16252(15) -0.16118(12) 0.0305(5) Uani 1 1 d . . . . .
H31A H 0.6639 0.1931 -0.1534 0.037 Uiso 1 1 calc R U . . .
C32 C 0.5321(2) 0.16914(15) -0.24198(12) 0.0349(5) Uani 1 1 d . . . . .
H32A H 0.5782 0.2032 -0.2896 0.042 Uiso 1 1 calc R U . . .
C33 C 0.4147(2) 0.12669(15) -0.25369(12) 0.0350(5) Uani 1 1 d . . . . .
H33A H 0.3796 0.1316 -0.3094 0.042 Uiso 1 1 calc R U . . .
C34 C 0.3468(2) 0.07633(15) -0.18415(12) 0.0315(5) Uani 1 1 d . . . . .
H34A H 0.2654 0.0471 -0.1924 0.038 Uiso 1 1 calc R U . . .
C35 C 0.3982(2) 0.06899(14) -0.10307(11) 0.0236(4) Uani 1 1 d . . . . .
C36 C 0.5187(2) 0.11155(13) -0.09147(11) 0.0237(4) Uani 1 1 d . . . . .
C37 C 0.5754(2) 0.09752(14) -0.00256(11) 0.0250(4) Uani 1 1 d . . . . .
H37A H 0.6381 0.1498 -0.0008 0.030 Uiso 1 1 calc R U . . .
C38 C 0.6656(2) -0.01117(14) 0.02367(11) 0.0262(5) Uani 1 1 d . . . . .
C39 C 0.8156(2) -0.00037(19) 0.04273(14) 0.0424(6) Uani 1 1 d . . . . .
H39A H 0.8787 -0.0608 0.0576 0.051 Uiso 1 1 calc R U . . .
C40 C 0.4523(2) 0.11634(14) 0.05839(11) 0.0258(4) Uani 1 1 d . . . . .
C41 C 0.3312(2) 0.07531(14) 0.04762(11) 0.0266(5) Uani 1 1 d . . . . .
C42 C 0.2166(2) 0.09041(16) 0.10283(13) 0.0366(5) Uani 1 1 d . . . . .
H42A H 0.1334 0.0628 0.0958 0.044 Uiso 1 1 calc R U . . .
C43 C 0.2243(3) 0.14570(17) 0.16790(13) 0.0468(6) Uani 1 1 d . . . . .
H43A H 0.1458 0.1565 0.2052 0.056 Uiso 1 1 calc R U . . .
C44 C 0.3451(3) 0.18530(17) 0.17897(13) 0.0443(6) Uani 1 1 d . . . . .
H44A H 0.3504 0.2225 0.2243 0.053 Uiso 1 1 calc R U . . .
C45 C 0.4583(2) 0.17070(15) 0.12400(12) 0.0351(5) Uani 1 1 d . . . . .
H45A H 0.5414 0.1984 0.1314 0.042 Uiso 1 1 calc R U . . .
C46 C -0.1744(3) 0.35555(18) -0.02986(14) 0.0476(6) Uani 1 1 d . . . . .
C47 C -0.2367(3) 0.38302(17) 0.05128(14) 0.0475(6) Uani 1 1 d . . . . .
C48 C -0.3837(3) 0.3974(2) 0.06303(18) 0.0639(8) Uani 1 1 d . . . . .
H48A H -0.4427 0.3889 0.0191 0.077 Uiso 1 1 calc R U . . .
C49 C -0.4416(4) 0.4237(2) 0.1380(2) 0.0796(10) Uani 1 1 d . . . . .
H49A H -0.5409 0.4342 0.1451 0.095 Uiso 1 1 calc R U . . .
C50 C -0.3589(4) 0.4350(2) 0.2027(2) 0.0790(10) Uani 1 1 d . . . . .
H50A H -0.4010 0.4518 0.2546 0.095 Uiso 1 1 calc R U . . .
C51 C -0.2142(4) 0.42227(19) 0.19283(16) 0.0680(9) Uani 1 1 d . . . . .
H51A H -0.1570 0.4306 0.2377 0.082 Uiso 1 1 calc R U . . .
C52 C -0.1520(3) 0.39687(16) 0.11588(14) 0.0473(6) Uani 1 1 d . . . . .
C53 C 0.0021(3) 0.38826(18) 0.10352(15) 0.0538(7) Uani 1 1 d . . . . .
C54 C 0.0650(3) 0.36438(16) 0.02128(14) 0.0444(6) Uani 1 1 d . . . . .
C55 C 0.2093(3) 0.35866(18) 0.00715(18) 0.0583(7) Uani 1 1 d . . . . .
H55A H 0.2674 0.3710 0.0501 0.070 Uiso 1 1 calc R U . . .
C56 C 0.2687(3) 0.33508(19) -0.06926(19) 0.0627(8) Uani 1 1 d . . . . .
H56A H 0.3675 0.3305 -0.0786 0.075 Uiso 1 1 calc R U . . .
C57 C 0.1841(3) 0.31840(19) -0.13152(18) 0.0622(8) Uani 1 1 d . . . . .
H57A H 0.2251 0.3028 -0.1840 0.075 Uiso 1 1 calc R U . . .
C58 C 0.0410(3) 0.32392(19) -0.11909(15) 0.0539(7) Uani 1 1 d . . . . .
H58A H -0.0159 0.3121 -0.1628 0.065 Uiso 1 1 calc R U . . .
C59 C -0.0208(3) 0.34691(16) -0.04234(14) 0.0433(6) Uani 1 1 d . . . . .


_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
O1 C9 1.197(2) . ?
O2 C24 1.196(2) . ?
O3 C39 1.204(3) . ?
O4 C53 1.216(3) . ?
O5 C46 1.243(3) . ?
C1 C2 1.382(3) . ?
C1 C6 1.400(2) . ?
C1 C8 1.506(3) 2_556 ?
C2 C3 1.387(3) . ?
C3 C4 1.383(3) . ?
C4 C5 1.383(3) . ?
C5 C6 1.385(3) . ?
C6 C7 1.538(2) . ?
C7 C9 1.519(3) . ?
C7 C10 1.537(2) . ?
C7 C8 1.602(3) . ?
C8 C1 1.506(3) 2_556 ?
C8 C15 1.513(2) 2_556 ?
C10 C11 1.384(2) . ?
C10 C15 1.398(2) . ?
C11 C12 1.388(3) . ?
C12 C13 1.371(3) . ?
C13 C14 1.395(3) . ?
C14 C15 1.383(2) . ?
C15 C8 1.513(2) 2_556 ?
C16 C17 1.383(3) . ?
C16 C21 1.402(3) . ?
C16 C23 1.504(3) 2_666 ?
C17 C18 1.383(3) . ?
C18 C19 1.365(3) . ?
C19 C20 1.391(3) . ?
C20 C21 1.384(3) . ?
C21 C22 1.521(3) . ?
C22 C24 1.520(3) . ?
C22 C25 1.541(3) . ?
C22 C23 1.609(2) . ?
C23 C16 1.504(3) 2_666 ?
C23 C30 1.507(2) 2_666 ?
C25 C26 1.388(3) . ?
C25 C30 1.397(3) . ?
C26 C27 1.383(3) . ?
C27 C28 1.386(3) . ?
C28 C29 1.380(3) . ?
C29 C30 1.389(3) . ?
C30 C23 1.507(2) 2_666 ?
C31 C32 1.382(3) . ?
C31 C36 1.386(3) . ?
C32 C33 1.372(3) . ?
C33 C34 1.395(3) . ?
C34 C35 1.384(3) . ?
C35 C36 1.398(3) . ?
C35 C38 1.532(2) 2_655 ?
C36 C37 1.511(3) . ?
C37 C40 1.517(3) . ?
C37 C38 1.602(3) . ?
C38 C39 1.519(3) . ?
C38 C35 1.532(2) 2_655 ?
C38 C41 1.533(3) 2_655 ?
C40 C45 1.378(3) . ?
C40 C41 1.390(3) . ?
C41 C42 1.392(3) . ?
C41 C38 1.533(3) 2_655 ?
C42 C43 1.382(3) . ?
C43 C44 1.378(3) . ?
C44 C45 1.380(3) . ?
C46 C59 1.472(3) . ?
C46 C47 1.479(3) . ?
C47 C52 1.390(3) . ?
C47 C48 1.407(4) . ?
C48 C49 1.372(4) . ?
C49 C50 1.367(5) . ?
C50 C51 1.382(5) . ?
C51 C52 1.410(3) . ?
C52 C53 1.476(4) . ?
C53 C54 1.481(3) . ?
C54 C55 1.390(4) . ?
C54 C59 1.402(3) . ?
C55 C56 1.385(4) . ?
C56 C57 1.374(4) . ?
C57 C58 1.375(4) . ?
C58 C59 1.396(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
C2 C1 C6 119.58(17) . . ?
C2 C1 C8 122.74(16) . 2_556 ?
C6 C1 C8 117.68(16) . 2_556 ?
C1 C2 C3 120.45(18) . . ?
C4 C3 C2 119.99(18) . . ?
C5 C4 C3 119.86(19) . . ?
C4 C5 C6 120.58(18) . . ?
C5 C6 C1 119.50(17) . . ?
C5 C6 C7 123.64(16) . . ?
C1 C6 C7 116.83(16) . . ?
C9 C7 C10 108.68(14) . . ?
C9 C7 C6 107.72(15) . . ?
C10 C7 C6 107.58(14) . . ?
C9 C7 C8 109.95(14) . . ?
C10 C7 C8 111.36(15) . . ?
C6 C7 C8 111.41(14) . . ?
C1 C8 C15 108.28(14) 2_556 2_556 ?
C1 C8 C7 112.32(13) 2_556 . ?
C15 C8 C7 111.58(14) 2_556 . ?
O1 C9 C7 125.93(18) . . ?
C11 C10 C15 119.61(16) . . ?
C11 C10 C7 123.44(16) . . ?
C15 C10 C7 116.92(15) . . ?
C10 C11 C12 120.18(18) . . ?
C13 C12 C11 120.29(18) . . ?
C12 C13 C14 120.14(18) . . ?
C15 C14 C13 119.86(18) . . ?
C14 C15 C10 119.92(16) . . ?
C14 C15 C8 122.49(16) . 2_556 ?
C10 C15 C8 117.58(15) . 2_556 ?
C17 C16 C21 119.63(19) . . ?
C17 C16 C23 122.84(17) . 2_666 ?
C21 C16 C23 117.53(16) . 2_666 ?
C16 C17 C18 120.4(2) . . ?
C19 C18 C17 120.1(2) . . ?
C18 C19 C20 120.5(2) . . ?
C21 C20 C19 120.1(2) . . ?
C20 C21 C16 119.27(18) . . ?
C20 C21 C22 123.81(17) . . ?
C16 C21 C22 116.91(17) . . ?
C24 C22 C21 108.97(15) . . ?
C24 C22 C25 106.78(14) . . ?
C21 C22 C25 107.12(14) . . ?
C24 C22 C23 110.26(14) . . ?
C21 C22 C23 111.75(14) . . ?
C25 C22 C23 111.77(15) . . ?
C16 C23 C30 107.49(14) 2_666 2_666 ?
C16 C23 C22 112.52(14) 2_666 . ?
C30 C23 C22 112.75(14) 2_666 . ?
O2 C24 C22 125.89(17) . . ?
C26 C25 C30 119.86(18) . . ?
C26 C25 C22 123.30(17) . . ?
C30 C25 C22 116.81(15) . . ?
C27 C26 C25 119.94(19) . . ?
C26 C27 C28 120.44(18) . . ?
C29 C28 C27 119.7(2) . . ?
C28 C29 C30 120.56(19) . . ?
C29 C30 C25 119.45(17) . . ?
C29 C30 C23 123.10(17) . 2_666 ?
C25 C30 C23 117.41(16) . 2_666 ?
C32 C31 C36 120.40(19) . . ?
C33 C32 C31 120.21(18) . . ?
C32 C33 C34 120.20(18) . . ?
C35 C34 C33 119.88(19) . . ?
C34 C35 C36 119.75(17) . . ?
C34 C35 C38 123.41(17) . 2_655 ?
C36 C35 C38 116.76(16) . 2_655 ?
C31 C36 C35 119.54(17) . . ?
C31 C36 C37 122.37(17) . . ?
C35 C36 C37 118.07(15) . . ?
C36 C37 C40 108.06(16) . . ?
C36 C37 C38 112.32(14) . . ?
C40 C37 C38 112.02(14) . . ?
C39 C38 C35 108.41(16) . 2_655 ?
C39 C38 C41 108.69(17) . 2_655 ?
C35 C38 C41 107.27(14) 2_655 2_655 ?
C39 C38 C37 110.39(16) . . ?
C35 C38 C37 110.74(15) 2_655 . ?
C41 C38 C37 111.23(15) 2_655 . ?
O3 C39 C38 125.9(2) . . ?
C45 C40 C41 119.76(18) . . ?
C45 C40 C37 122.20(18) . . ?
C41 C40 C37 118.03(16) . . ?
C40 C41 C42 119.57(18) . . ?
C40 C41 C38 117.02(16) . 2_655 ?
C42 C41 C38 123.36(18) . 2_655 ?
C43 C42 C41 119.8(2) . . ?
C44 C43 C42 120.4(2) . . ?
C43 C44 C45 119.7(2) . . ?
C40 C45 C44 120.7(2) . . ?
O5 C46 C59 120.9(2) . . ?
O5 C46 C47 120.4(2) . . ?
C59 C46 C47 118.7(2) . . ?
C52 C47 C48 119.3(2) . . ?
C52 C47 C46 120.8(2) . . ?
C48 C47 C46 119.9(2) . . ?
C49 C48 C47 119.9(3) . . ?
C50 C49 C48 121.2(3) . . ?
C49 C50 C51 120.3(3) . . ?
C50 C51 C52 119.7(3) . . ?
C47 C52 C51 119.6(3) . . ?
C47 C52 C53 120.5(2) . . ?
C51 C52 C53 119.8(2) . . ?
O4 C53 C52 121.2(2) . . ?
O4 C53 C54 119.8(3) . . ?
C52 C53 C54 119.0(2) . . ?
C55 C54 C59 119.8(2) . . ?
C55 C54 C53 120.1(2) . . ?
C59 C54 C53 120.1(2) . . ?
C56 C55 C54 120.3(3) . . ?
C57 C56 C55 119.7(3) . . ?
C56 C57 C58 121.1(3) . . ?
C57 C58 C59 120.1(3) . . ?
C58 C59 C54 119.1(2) . . ?
C58 C59 C46 120.1(2) . . ?
C54 C59 C46 120.8(2) . . ?

_refine_diff_density_max         0.512
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.050

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2011937'
loop_
_audit_author_name
_audit_author_address
'Lu Yang'
;Shandong University of Technology
China
;
_audit_update_record             
;
2020-06-24 deposited with the CCDC.	2020-07-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H20 O2'
_chemical_formula_weight         412.46

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8456(3)
_cell_length_b                   8.3213(3)
_cell_length_c                   9.5951(3)
_cell_angle_alpha                93.0871(10)
_cell_angle_beta                 113.6774(10)
_cell_angle_gamma                114.3796(9)
_cell_volume                     504.10(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    7749
_cell_measurement_theta_min      4.13
_cell_measurement_theta_max      27.51

_exptl_crystal_description       block
_exptl_crystal_colour            transparency
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_F_000             216
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7785
_diffrn_reflns_av_unetI/netI     0.0130
_diffrn_reflns_av_R_equivalents  0.0157
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         4.132
_diffrn_reflns_theta_max         24.983
_diffrn_reflns_theta_full        24.983
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_point_group_measured_fraction_full 0.957
_reflns_number_total             1712
_reflns_number_gt                1642
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0556P)²+0.1690P] 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         1712
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.1026
_refine_ls_wR_factor_gt          0.1018
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
O1 O -0.12508(19) 0.74179(15) 0.29976(13) 0.0457(3) Uani 1 1 d . . . . .
C1 C 0.43112(19) 1.02883(17) 0.28135(14) 0.0265(3) Uani 1 1 d . . . . .
H1A H 0.408866 0.953913 0.350189 0.032 Uiso 1 1 calc R U . . .
C2 C 0.6324(2) 1.16975(18) 0.32502(16) 0.0321(3) Uani 1 1 d . . . . .
H2A H 0.747492 1.190178 0.423024 0.039 Uiso 1 1 calc R U . . .
C3 C 0.6652(2) 1.27991(18) 0.22619(17) 0.0335(3) Uani 1 1 d . . . . .
H3A H 0.802790 1.376158 0.256009 0.040 Uiso 1 1 calc R U . . .
C4 C 0.49694(19) 1.25009(17) 0.08311(15) 0.0281(3) Uani 1 1 d . . . . .
H4A H 0.519646 1.327268 0.015893 0.034 Uiso 1 1 calc R U . . .
C5 C 0.29536(18) 1.10806(15) 0.03739(13) 0.0211(3) Uani 1 1 d . . . . .
C6 C 0.26209(18) 0.99685(15) 0.13748(13) 0.0208(3) Uani 1 1 d . . . . .
C7 C 0.03892(17) 0.84855(15) 0.08562(13) 0.0199(3) Uani 1 1 d . . . . .
H7A H 0.045899 0.757151 0.148277 0.024 Uiso 1 1 calc R U . . .
C8 C -0.05631(17) 0.75377(15) -0.08629(13) 0.0202(3) Uani 1 1 d . . . . .
C9 C -0.17382(19) 0.56490(16) -0.14576(15) 0.0253(3) Uani 1 1 d . . . . .
H9A H -0.194829 0.489552 -0.076981 0.030 Uiso 1 1 calc R U . . .
C10 C -0.2606(2) 0.48599(17) -0.30554(15) 0.0306(3) Uani 1 1 d . . . . .
H10A H -0.339903 0.356726 -0.345458 0.037 Uiso 1 1 calc R U . . .
C11 C -0.2324(2) 0.59438(18) -0.40664(15) 0.0299(3) Uani 1 1 d . . . . .
H11A H -0.291926 0.539851 -0.515828 0.036 Uiso 1 1 calc R U . . .
C12 C -0.11701(19) 0.78285(17) -0.34846(14) 0.0253(3) Uani 1 1 d . . . . .
H12A H -0.099357 0.857451 -0.418337 0.030 Uiso 1 1 calc R U . . .
C13 C -0.02692(17) 0.86352(15) -0.18854(13) 0.0204(3) Uani 1 1 d . . . . .
C14 C -0.10118(18) 0.92914(15) 0.11611(13) 0.0203(3) Uani 1 1 d . . . . .
C15 C -0.1753(2) 0.84310(17) 0.23071(14) 0.0284(3) Uani 1 1 d . . . . .
H15A H -0.270500 0.872658 0.249147 0.034 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
O1 C15 1.1957(16) . ?
C1 C6 1.3907(17) . ?
C1 C2 1.3898(19) . ?
C2 C3 1.379(2) . ?
C3 C4 1.3878(19) . ?
C4 C5 1.3908(17) . ?
C5 C6 1.3945(16) . ?
C5 C14 1.5314(15) 2_575 ?
C6 C7 1.5121(16) . ?
C7 C8 1.5115(15) . ?
C7 C14 1.6091(15) . ?
C8 C9 1.3894(17) . ?
C8 C13 1.3980(16) . ?
C9 C10 1.3888(18) . ?
C10 C11 1.3805(19) . ?
C11 C12 1.3851(18) . ?
C12 C13 1.3896(17) . ?
C13 C14 1.5324(15) 2_575 ?
C14 C15 1.5215(15) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.39(12) . . ?
C3 C2 C1 120.03(12) . . ?
C2 C3 C4 119.95(12) . . ?
C5 C4 C3 120.49(12) . . ?
C4 C5 C6 119.57(11) . . ?
C4 C5 C14 123.36(11) . 2_575 ?
C6 C5 C14 117.01(10) . 2_575 ?
C1 C6 C5 119.57(11) . . ?
C1 C6 C7 122.66(10) . . ?
C5 C6 C7 117.74(10) . . ?
C6 C7 C8 108.14(9) . . ?
C6 C7 C14 111.70(9) . . ?
C8 C7 C14 111.96(9) . . ?
C9 C8 C13 119.50(11) . . ?
C9 C8 C7 122.85(10) . . ?
C13 C8 C7 117.64(10) . . ?
C8 C9 C10 120.16(11) . . ?
C11 C10 C9 120.35(11) . . ?
C10 C11 C12 119.82(11) . . ?
C13 C12 C11 120.43(11) . . ?
C12 C13 C8 119.73(11) . . ?
C12 C13 C14 123.30(10) . 2_575 ?
C8 C13 C14 116.95(10) . 2_575 ?
C15 C14 C5 108.67(9) . 2_575 ?
C15 C14 C13 107.50(9) . 2_575 ?
C5 C14 C13 107.55(9) 2_575 2_575 ?
C15 C14 C7 110.12(9) . . ?
C5 C14 C7 111.53(9) 2_575 . ?
C13 C14 C7 111.33(9) 2_575 . ?
O1 C15 C14 126.15(12) . . ?

_refine_diff_density_max         0.284
_refine_diff_density_min         -0.152
_refine_diff_density_rms         0.031

