# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_hd_fjy20
_database_code_depnum_ccdc_archive 'CCDC 2225824'
loop_
_audit_author_name
_audit_author_address
'Zhang Chuanbao'
;Henan University
China
;
_audit_update_record             
;
2022-12-12 deposited with the CCDC.	2023-04-24 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C31 H21 Br O3'
_chemical_formula_sum            'C31 H21 Br O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         521.39

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.3698(5)
_cell_length_b                   17.4754(8)
_cell_length_c                   12.4146(5)
_cell_angle_alpha                90
_cell_angle_beta                 117.668(2)
_cell_angle_gamma                90
_cell_volume                     2376.76(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9670
_cell_measurement_theta_min      4.7518
_cell_measurement_theta_max      72.1420
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.660
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.480
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1064

_exptl_absorpt_coefficient_mu    2.611
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.10
_exptl_absorpt_correction_T_max  0.37

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            37763
_diffrn_reflns_av_R_equivalents  0.0679
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_theta_min         6.47
_diffrn_reflns_theta_max         72.14
_diffrn_reflns_theta_full        72.14
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measured_fraction_theta_full 0.936
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14

_refine_special_details          
;
;

_reflns_number_total             4381
_reflns_number_gt                4080
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1129
_refine_ls_R_factor_gt           0.0816
_refine_ls_wR_factor_gt          0.2020
_refine_ls_wR_factor_ref         0.2545
_refine_ls_goodness_of_fit_ref   1.200
_refine_ls_restrained_S_all      1.200
_refine_ls_number_reflns         4381
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1994P)²+0.1433P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.529
_refine_diff_density_min         -1.764
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.052(4)

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.99859(3) 0.64413(2) 0.39486(3) 0.0489(4) Uani d . . . 1 . .
O O1 0.67749(18) 0.65954(11) 0.55094(18) 0.0279(5) Uani d . . . 1 . .
O O3 0.9915(3) 0.85958(14) 0.5281(4) 0.0529(8) Uani d . . . 1 . .
O O4 0.6493(2) 0.64116(12) 0.2552(2) 0.0365(6) Uani d . . . 1 . .
C C1 1.0951(3) 0.5548(2) 0.7342(4) 0.0474(8) Uani d . . . 1 . .
H H1 1.151755 0.517565 0.785205 0.057 Uiso calc U . R 1 . .
C C2 1.0235(3) 0.5943(2) 0.7741(3) 0.0414(8) Uani d . . . 1 . .
H H7 1.031837 0.584715 0.852937 0.05 Uiso calc U . R 1 . .
C C3 0.9397(3) 0.64796(16) 0.6993(3) 0.0332(7) Uani d . . . 1 . .
H H6 0.891722 0.674972 0.728198 0.04 Uiso calc U . R 1 . .
C C4 0.9240(2) 0.66339(15) 0.5821(2) 0.0285(6) Uani d . . . 1 . .
C C5 0.8292(2) 0.72071(14) 0.5015(2) 0.0261(6) Uani d . . . 1 . .
H H21 0.842822 0.730479 0.429418 0.031 Uiso calc U . R 1 . .
C C6 0.6943(2) 0.69376(15) 0.4534(2) 0.0255(6) Uani d . . . 1 . .
C C7 0.6216(2) 0.76858(14) 0.4110(2) 0.0256(6) Uani d . . . 1 . .
H H14 0.629672 0.786677 0.338673 0.031 Uiso calc U . R 1 . .
C C8 0.4863(2) 0.76372(15) 0.3725(3) 0.0271(6) Uani d . . . 1 . .
C C9 0.4403(3) 0.7691(2) 0.4553(3) 0.0415(7) Uani d . . . 1 . .
H H17 0.494859 0.775516 0.539286 0.05 Uiso calc U . R 1 . .
C C10 0.3155(3) 0.7651(2) 0.4165(3) 0.0462(8) Uani d . . . 1 . .
H H18 0.285653 0.768981 0.474289 0.055 Uiso calc U . R 1 . .
C C11 0.2341(3) 0.75552(18) 0.2944(3) 0.0378(7) Uani d . . . 1 . .
H H2 0.148733 0.753028 0.268097 0.045 Uiso calc U . R 1 . .
C C12 0.6484(3) 0.45326(19) 0.5760(4) 0.0438(8) Uani d . . . 1 . .
H H3 0.647426 0.415238 0.630289 0.053 Uiso calc U . R 1 . .
C C13 0.6623(3) 0.52925(18) 0.6116(3) 0.0350(7) Uani d . . . 1 . .
H H4 0.670493 0.544201 0.688586 0.042 Uiso calc U . R 1 . .
C C14 0.6637(2) 0.58276(16) 0.5290(3) 0.0290(6) Uani d . . . 1 . .
C C15 0.6974(2) 0.82406(15) 0.5169(2) 0.0278(6) Uani d . . . 1 . .
H H5 0.673812 0.820086 0.583595 0.033 Uiso calc U . R 1 . .
C C16 0.6942(3) 0.90592(16) 0.4770(2) 0.0310(6) Uani d . . . 1 . .
C C17 0.8028(3) 0.92652(15) 0.4766(2) 0.0307(6) Uani d . . . 1 . .
C C18 0.8907(3) 0.86248(15) 0.5223(3) 0.0325(7) Uani d . . . 1 . .
C C19 0.8312(2) 0.79879(14) 0.5609(2) 0.0286(6) Uani d . . . 1 . .
H H9 0.87372 0.793626 0.651432 0.034 Uiso calc U . R 1 . .
C C20 1.0842(3) 0.5694(2) 0.6205(4) 0.0453(8) Uani d . . . 1 . .
H H8 1.13367 0.542584 0.593101 0.054 Uiso calc U . R 1 . .
C C21 1.0001(3) 0.62377(18) 0.5457(3) 0.0341(6) Uani d . . . 1 . .
C C22 0.8191(3) 0.99929(17) 0.4390(3) 0.0371(7) Uani d . . . 1 . .
H H13 0.892898 1.012527 0.437496 0.044 Uiso calc U . R 1 . .
C C23 0.7246(3) 1.05113(17) 0.4041(3) 0.0438(8) Uani d . . . 1 . .
H H12 0.733554 1.100989 0.378793 0.053 Uiso calc U . R 1 . .
C C24 0.6159(3) 1.03107(19) 0.4057(4) 0.0475(9) Uani d . . . 1 . .
H H11 0.552208 1.067751 0.381862 0.057 Uiso calc U . R 1 . .
C C25 0.5993(3) 0.95892(19) 0.4413(4) 0.0438(8) Uani d . . . 1 . .
H H10 0.524838 0.945683 0.441374 0.053 Uiso calc U . R 1 . .
C C26 0.4038(3) 0.7544(2) 0.2507(3) 0.0373(7) Uani d . . . 1 . .
H H15 0.432938 0.751199 0.192256 0.045 Uiso calc U . R 1 . .
C C27 0.2785(3) 0.7497(2) 0.2124(3) 0.0430(8) Uani d . . . 1 . .
H H16 0.223734 0.742418 0.128597 0.052 Uiso calc U . R 1 . .
C C28 0.6608(2) 0.63100(16) 0.3567(3) 0.0277(6) Uani d . . . 1 . .
C C29 0.6510(2) 0.56154(16) 0.4161(3) 0.0306(6) Uani d . . . 1 . .
C C30 0.6360(3) 0.48413(17) 0.3809(3) 0.0374(7) Uani d . . . 1 . .
H H19 0.626562 0.469245 0.303408 0.045 Uiso calc U . R 1 . .
C C31 0.6355(3) 0.43073(18) 0.4618(4) 0.0460(8) Uani d . . . 1 . .
H H20 0.626447 0.378052 0.440483 0.055 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C21 . 1.898(3) ?
O1 C14 . 1.364(3) ?
O1 C6 . 1.449(3) ?
O3 C18 . 1.217(5) ?
O4 C28 . 1.213(4) ?
C1 C20 . 1.379(6) ?
C1 C2 . 1.383(6) ?
C1 H1 . 0.95 ?
C2 C3 . 1.386(4) ?
C2 H7 . 0.95 ?
C3 C4 . 1.401(4) ?
C3 H6 . 0.95 ?
C4 C21 . 1.402(4) ?
C4 C5 . 1.513(3) ?
C5 C19 . 1.545(3) ?
C5 C6 . 1.561(3) ?
C5 H21 . 1.0 ?
C6 C28 . 1.534(3) ?
C6 C7 . 1.534(3) ?
C7 C8 . 1.514(3) ?
C7 C15 . 1.550(3) ?
C7 H14 . 1.0 ?
C8 C26 . 1.387(4) ?
C8 C9 . 1.389(4) ?
C9 C10 . 1.389(5) ?
C9 H17 . 0.95 ?
C10 C11 . 1.387(5) ?
C10 H18 . 0.95 ?
C11 C27 . 1.367(5) ?
C11 H2 . 0.95 ?
C12 C13 . 1.385(5) ?
C12 C31 . 1.408(6) ?
C12 H3 . 0.95 ?
C13 C14 . 1.394(4) ?
C13 H4 . 0.95 ?
C14 C29 . 1.386(4) ?
C15 C16 . 1.508(4) ?
C15 C19 . 1.547(4) ?
C15 H5 . 1.0 ?
C16 C17 . 1.394(4) ?
C16 C25 . 1.396(4) ?
C17 C22 . 1.401(4) ?
C17 C18 . 1.477(4) ?
C18 C19 . 1.528(4) ?
C19 H9 . 1.0 ?
C20 C21 . 1.397(4) ?
C20 H8 . 0.95 ?
C22 C23 . 1.380(5) ?
C22 H13 . 0.95 ?
C23 C24 . 1.399(6) ?
C23 H12 . 0.95 ?
C24 C25 . 1.382(5) ?
C24 H11 . 0.95 ?
C25 H10 . 0.95 ?
C26 C27 . 1.396(4) ?
C26 H15 . 0.95 ?
C27 H16 . 0.95 ?
C28 C29 . 1.454(4) ?
C29 C30 . 1.407(4) ?
C30 C31 . 1.373(5) ?
C30 H19 . 0.95 ?
C31 H20 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C14 O1 C6 . . 107.0(2) ?
C20 C1 C2 . . 120.0(3) ?
C20 C1 H1 . . 120.0 ?
C2 C1 H1 . . 120.0 ?
C1 C2 C3 . . 120.1(3) ?
C1 C2 H7 . . 120.0 ?
C3 C2 H7 . . 120.0 ?
C2 C3 C4 . . 121.7(3) ?
C2 C3 H6 . . 119.1 ?
C4 C3 H6 . . 119.1 ?
C3 C4 C21 . . 116.7(3) ?
C3 C4 C5 . . 120.3(3) ?
C21 C4 C5 . . 123.0(3) ?
C4 C5 C19 . . 115.7(2) ?
C4 C5 C6 . . 114.6(2) ?
C19 C5 C6 . . 103.1(2) ?
C4 C5 H21 . . 107.7 ?
C19 C5 H21 . . 107.7 ?
C6 C5 H21 . . 107.7 ?
O1 C6 C28 . . 105.5(2) ?
O1 C6 C7 . . 110.5(2) ?
C28 C6 C7 . . 116.0(2) ?
O1 C6 C5 . . 110.3(2) ?
C28 C6 C5 . . 111.6(2) ?
C7 C6 C5 . . 103.05(19) ?
C8 C7 C6 . . 116.5(2) ?
C8 C7 C15 . . 116.6(2) ?
C6 C7 C15 . . 102.42(19) ?
C8 C7 H14 . . 106.9 ?
C6 C7 H14 . . 106.9 ?
C15 C7 H14 . . 106.9 ?
C26 C8 C9 . . 117.9(3) ?
C26 C8 C7 . . 119.8(3) ?
C9 C8 C7 . . 122.3(3) ?
C8 C9 C10 . . 120.7(3) ?
C8 C9 H17 . . 119.6 ?
C10 C9 H17 . . 119.6 ?
C11 C10 C9 . . 120.8(3) ?
C11 C10 H18 . . 119.6 ?
C9 C10 H18 . . 119.6 ?
C27 C11 C10 . . 118.9(3) ?
C27 C11 H2 . . 120.5 ?
C10 C11 H2 . . 120.5 ?
C13 C12 C31 . . 121.9(3) ?
C13 C12 H3 . . 119.1 ?
C31 C12 H3 . . 119.1 ?
C12 C13 C14 . . 116.8(3) ?
C12 C13 H4 . . 121.6 ?
C14 C13 H4 . . 121.6 ?
O1 C14 C29 . . 114.2(2) ?
O1 C14 C13 . . 123.8(3) ?
C29 C14 C13 . . 122.0(3) ?
C16 C15 C19 . . 104.3(2) ?
C16 C15 C7 . . 113.6(2) ?
C19 C15 C7 . . 104.3(2) ?
C16 C15 H5 . . 111.4 ?
C19 C15 H5 . . 111.4 ?
C7 C15 H5 . . 111.4 ?
C17 C16 C25 . . 119.8(3) ?
C17 C16 C15 . . 111.6(2) ?
C25 C16 C15 . . 128.6(3) ?
C16 C17 C22 . . 121.6(3) ?
C16 C17 C18 . . 110.0(2) ?
C22 C17 C18 . . 128.5(3) ?
O3 C18 C17 . . 127.2(3) ?
O3 C18 C19 . . 125.5(3) ?
C17 C18 C19 . . 107.3(2) ?
C18 C19 C5 . . 113.4(2) ?
C18 C19 C15 . . 105.9(2) ?
C5 C19 C15 . . 107.8(2) ?
C18 C19 H9 . . 109.9 ?
C5 C19 H9 . . 109.9 ?
C15 C19 H9 . . 109.9 ?
C1 C20 C21 . . 119.7(3) ?
C1 C20 H8 . . 120.2 ?
C21 C20 H8 . . 120.2 ?
C20 C21 C4 . . 121.8(3) ?
C20 C21 Br1 . . 116.5(3) ?
C4 C21 Br1 . . 121.7(2) ?
C23 C22 C17 . . 117.9(3) ?
C23 C22 H13 . . 121.0 ?
C17 C22 H13 . . 121.0 ?
C22 C23 C24 . . 120.7(3) ?
C22 C23 H12 . . 119.6 ?
C24 C23 H12 . . 119.6 ?
C25 C24 C23 . . 121.3(3) ?
C25 C24 H11 . . 119.4 ?
C23 C24 H11 . . 119.4 ?
C24 C25 C16 . . 118.6(3) ?
C24 C25 H10 . . 120.7 ?
C16 C25 H10 . . 120.7 ?
C8 C26 C27 . . 121.1(3) ?
C8 C26 H15 . . 119.4 ?
C27 C26 H15 . . 119.4 ?
C11 C27 C26 . . 120.6(3) ?
C11 C27 H16 . . 119.7 ?
C26 C27 H16 . . 119.7 ?
O4 C28 C29 . . 130.7(3) ?
O4 C28 C6 . . 124.5(2) ?
C29 C28 C6 . . 104.8(2) ?
C14 C29 C30 . . 120.5(3) ?
C14 C29 C28 . . 107.0(2) ?
C30 C29 C28 . . 132.4(3) ?
C31 C30 C29 . . 118.1(3) ?
C31 C30 H19 . . 121.0 ?
C29 C30 H19 . . 121.0 ?
C30 C31 C12 . . 120.7(3) ?
C30 C31 H20 . . 119.7 ?
C12 C31 H20 . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C20 C1 C2 C3 . . . . 0.8(5) ?
C1 C2 C3 C4 . . . . 0.5(5) ?
C2 C3 C4 C21 . . . . -2.1(4) ?
C2 C3 C4 C5 . . . . 178.3(3) ?
C3 C4 C5 C19 . . . . 49.3(3) ?
C21 C4 C5 C19 . . . . -130.3(3) ?
C3 C4 C5 C6 . . . . -70.5(3) ?
C21 C4 C5 C6 . . . . 109.9(3) ?
C14 O1 C6 C28 . . . . 12.1(3) ?
C14 O1 C6 C7 . . . . 138.2(2) ?
C14 O1 C6 C5 . . . . -108.5(2) ?
C4 C5 C6 O1 . . . . 45.1(3) ?
C19 C5 C6 O1 . . . . -81.5(2) ?
C4 C5 C6 C28 . . . . -71.8(3) ?
C19 C5 C6 C28 . . . . 161.6(2) ?
C4 C5 C6 C7 . . . . 163.0(2) ?
C19 C5 C6 C7 . . . . 36.5(2) ?
O1 C6 C7 C8 . . . . -55.0(3) ?
C28 C6 C7 C8 . . . . 65.0(3) ?
C5 C6 C7 C8 . . . . -172.8(2) ?
O1 C6 C7 C15 . . . . 73.4(2) ?
C28 C6 C7 C15 . . . . -166.6(2) ?
C5 C6 C7 C15 . . . . -44.4(2) ?
C6 C7 C8 C26 . . . . -95.2(3) ?
C15 C7 C8 C26 . . . . 143.7(3) ?
C6 C7 C8 C9 . . . . 85.5(3) ?
C15 C7 C8 C9 . . . . -35.6(4) ?
C26 C8 C9 C10 . . . . 0.1(5) ?
C7 C8 C9 C10 . . . . 179.4(3) ?
C8 C9 C10 C11 . . . . 0.2(6) ?
C9 C10 C11 C27 . . . . 0.3(6) ?
C31 C12 C13 C14 . . . . -0.3(5) ?
C6 O1 C14 C29 . . . . -9.1(3) ?
C6 O1 C14 C13 . . . . 170.8(2) ?
C12 C13 C14 O1 . . . . -179.5(3) ?
C12 C13 C14 C29 . . . . 0.4(4) ?
C8 C7 C15 C16 . . . . -83.9(3) ?
C6 C7 C15 C16 . . . . 147.7(2) ?
C8 C7 C15 C19 . . . . 163.1(2) ?
C6 C7 C15 C19 . . . . 34.7(2) ?
C19 C15 C16 C17 . . . . 8.3(3) ?
C7 C15 C16 C17 . . . . -104.7(3) ?
C19 C15 C16 C25 . . . . -172.6(3) ?
C7 C15 C16 C25 . . . . 74.4(4) ?
C25 C16 C17 C22 . . . . -1.1(4) ?
C15 C16 C17 C22 . . . . 178.0(2) ?
C25 C16 C17 C18 . . . . 177.7(3) ?
C15 C16 C17 C18 . . . . -3.1(3) ?
C16 C17 C18 O3 . . . . 175.9(4) ?
C22 C17 C18 O3 . . . . -5.3(5) ?
C16 C17 C18 C19 . . . . -3.6(3) ?
C22 C17 C18 C19 . . . . 175.2(3) ?
O3 C18 C19 C5 . . . . -53.0(4) ?
C17 C18 C19 C5 . . . . 126.5(2) ?
O3 C18 C19 C15 . . . . -171.0(3) ?
C17 C18 C19 C15 . . . . 8.5(3) ?
C4 C5 C19 C18 . . . . 102.5(3) ?
C6 C5 C19 C18 . . . . -131.6(2) ?
C4 C5 C19 C15 . . . . -140.6(2) ?
C6 C5 C19 C15 . . . . -14.7(3) ?
C16 C15 C19 C18 . . . . -10.0(3) ?
C7 C15 C19 C18 . . . . 109.6(2) ?
C16 C15 C19 C5 . . . . -131.7(2) ?
C7 C15 C19 C5 . . . . -12.2(3) ?
C2 C1 C20 C21 . . . . -0.5(5) ?
C1 C20 C21 C4 . . . . -1.2(5) ?
C1 C20 C21 Br1 . . . . 176.4(3) ?
C3 C4 C21 C20 . . . . 2.4(4) ?
C5 C4 C21 C20 . . . . -177.9(3) ?
C3 C4 C21 Br1 . . . . -175.1(2) ?
C5 C4 C21 Br1 . . . . 4.6(4) ?
C16 C17 C22 C23 . . . . 1.2(4) ?
C18 C17 C22 C23 . . . . -177.4(3) ?
C17 C22 C23 C24 . . . . -0.5(5) ?
C22 C23 C24 C25 . . . . -0.4(5) ?
C23 C24 C25 C16 . . . . 0.5(5) ?
C17 C16 C25 C24 . . . . 0.2(5) ?
C15 C16 C25 C24 . . . . -178.7(3) ?
C9 C8 C26 C27 . . . . -0.7(5) ?
C7 C8 C26 C27 . . . . 180.0(3) ?
C10 C11 C27 C26 . . . . -0.9(5) ?
C8 C26 C27 C11 . . . . 1.1(6) ?
O1 C6 C28 O4 . . . . 170.5(3) ?
C7 C6 C28 O4 . . . . 47.9(4) ?
C5 C6 C28 O4 . . . . -69.7(3) ?
O1 C6 C28 C29 . . . . -11.0(3) ?
C7 C6 C28 C29 . . . . -133.6(2) ?
C5 C6 C28 C29 . . . . 108.8(2) ?
O1 C14 C29 C30 . . . . 180.0(2) ?
C13 C14 C29 C30 . . . . 0.0(4) ?
O1 C14 C29 C28 . . . . 1.8(3) ?
C13 C14 C29 C28 . . . . -178.1(2) ?
O4 C28 C29 C14 . . . . -175.7(3) ?
C6 C28 C29 C14 . . . . 5.9(3) ?
O4 C28 C29 C30 . . . . 6.4(5) ?
C6 C28 C29 C30 . . . . -172.0(3) ?
C14 C29 C30 C31 . . . . -0.6(4) ?
C28 C29 C30 C31 . . . . 177.1(3) ?
C29 C30 C31 C12 . . . . 0.7(5) ?
C13 C12 C31 C30 . . . . -0.2(5) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C5 H21 Br1 . 1.00 2.63 3.243(3) 119.2 ?
C19 H9 Br1 4_576 1.00 2.89 3.808(3) 152.6 ?

####################################################################### 
# 
# 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_hd_fjy21
_database_code_depnum_ccdc_archive 'CCDC 2225825'
loop_
_audit_author_name
_audit_author_address
'Zhang Chuanbao'
;Henan University
China
;
_audit_update_record             
;
2022-12-12 deposited with the CCDC.	2023-04-24 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            hd_fjy21
_chemical_formula_moiety         'C25 H19 Cl O2'
_chemical_formula_sum            'C25 H19 Cl O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         386.85
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      tetragonal
_space_group_name_H-M_alt        'P -4 21 c'
_space_group_name_Hall           'P -4 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'y, -x, -z'
'-y, x, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, z'
'-y+1/2, -x+1/2, z+1/2'
'y+1/2, x+1/2, z+1/2'

_cell_length_a                   22.4516(5)
_cell_length_b                   22.4516(5)
_cell_length_c                   7.6085(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3835.2(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7682
_cell_measurement_theta_min      2.7834
_cell_measurement_theta_max      72.3643
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.680
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1616

_exptl_absorpt_coefficient_mu    1.900
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.65
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            42858
_diffrn_reflns_av_R_equivalents  0.3123
_diffrn_reflns_av_unetI/netI     0.1020
_diffrn_reflns_theta_min         2.78
_diffrn_reflns_theta_max         72.38
_diffrn_reflns_theta_full        72.38
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       7

_refine_special_details          
;
;

_reflns_number_total             3751
_reflns_number_gt                2785
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_gt          0.0790
_refine_ls_wR_factor_ref         0.0880
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_number_reflns         3751
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.222
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 884 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.071(18)

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl1 0.52369(5) 0.93063(4) 0.8285(2) 0.0501(3) Uani d . . . 1 . .
O O1 0.73497(16) 0.71326(14) 0.9445(5) 0.0491(9) Uani d . . . 1 . .
O O2 0.58567(17) 0.72327(18) 0.1892(6) 0.0670(12) Uani d . . . 1 . .
C C1 0.56276(17) 0.86746(16) 0.7617(7) 0.0362(9) Uani d . . . 1 . .
C C2 0.61430(17) 0.87428(17) 0.6655(7) 0.0362(9) Uani d . . . 1 . .
H H19 0.628452 0.912885 0.636062 0.043 Uiso calc U . R 1 . .
C C3 0.64536(18) 0.82367(17) 0.6122(6) 0.0330(9) Uani d . . . 1 . .
H H18 0.680609 0.827938 0.54426 0.04 Uiso calc U . R 1 . .
C C4 0.62553(15) 0.76718(16) 0.6569(6) 0.0289(8) Uani d . . . 1 . .
C C5 0.65983(17) 0.71339(17) 0.5938(6) 0.0315(9) Uani d . . . 1 . .
H H15 0.699481 0.727722 0.551366 0.038 Uiso calc U . R 1 . .
C C6 0.63072(18) 0.67852(17) 0.4418(6) 0.0332(9) Uani d . . . 1 . .
H H13 0.589672 0.665367 0.474959 0.04 Uiso calc U . R 1 . .
C C7 0.67314(17) 0.62389(17) 0.4250(6) 0.0307(8) Uani d . . . 1 . .
H H12 0.712005 0.638837 0.378352 0.037 Uiso calc U . R 1 . .
C C8 0.65196(16) 0.57531(17) 0.3027(6) 0.0308(8) Uani d . . . 1 . .
C C9 0.68236(17) 0.56583(17) 0.1458(6) 0.0341(9) Uani d . . . 1 . .
H H5 0.716243 0.589501 0.11906 0.041 Uiso calc U . R 1 . .
C C10 0.6640(2) 0.52220(19) 0.0271(6) 0.0388(10) Uani d . . . 1 . .
H H2 0.684949 0.516653 -0.080102 0.047 Uiso calc U . R 1 . .
C C11 0.6149(2) 0.48687(18) 0.0659(7) 0.0399(10) Uani d . . . 1 . .
H H1 0.602462 0.456574 -0.013124 0.048 Uiso calc U . R 1 . .
C C12 0.58436(18) 0.49644(19) 0.2216(7) 0.0404(10) Uani d . . . 1 . .
H H4 0.550341 0.472896 0.24782 0.049 Uiso calc U . R 1 . .
C C13 0.60260(18) 0.53992(18) 0.3402(7) 0.0382(9) Uani d . . . 1 . .
H H3 0.58137 0.545486 0.446946 0.046 Uiso calc U . R 1 . .
C C14 0.68313(18) 0.60646(17) 0.6213(6) 0.0328(9) Uani d . . . 1 . .
H H11 0.654894 0.574149 0.656582 0.039 Uiso calc U . R 1 . .
C C15 0.67148(16) 0.66337(16) 0.7309(6) 0.0308(8) Uani d . . . 1 . .
H H6 0.636253 0.657986 0.809696 0.037 Uiso calc U . R 1 . .
C C16 0.72789(17) 0.67401(17) 0.8376(7) 0.0355(9) Uani d . . . 1 . .
C C17 0.77172(18) 0.62761(18) 0.7861(6) 0.0352(9) Uani d . . . 1 . .
C C18 0.82992(18) 0.6204(2) 0.8491(7) 0.0436(10) Uani d . . . 1 . .
H H10 0.84641 0.646909 0.933339 0.052 Uiso calc U . R 1 . .
C C19 0.8625(2) 0.5727(2) 0.7829(7) 0.0513(13) Uani d . . . 1 . .
H H7 0.902199 0.566501 0.822163 0.062 Uiso calc U . R 1 . .
C C20 0.8379(2) 0.5341(2) 0.6602(8) 0.0533(13) Uani d . . . 1 . .
H H9 0.861015 0.501857 0.616693 0.064 Uiso calc U . R 1 . .
C C21 0.7802(2) 0.5419(2) 0.6002(7) 0.0454(11) Uani d . . . 1 . .
H H8 0.763792 0.515505 0.515407 0.054 Uiso calc U . R 1 . .
C C22 0.74637(18) 0.58903(17) 0.6659(7) 0.0354(9) Uani d . . . 1 . .
C C23 0.62939(19) 0.71365(18) 0.2746(7) 0.0386(10) Uani d . . . 1 . .
H H14 0.666024 0.72949 0.233065 0.046 Uiso calc U . R 1 . .
C C24 0.57376(18) 0.76204(18) 0.7550(7) 0.0372(10) Uani d . . . 1 . .
H H16 0.559715 0.723542 0.786147 0.045 Uiso calc U . R 1 . .
C C25 0.54193(17) 0.81190(18) 0.8090(7) 0.0369(10) Uani d . . . 1 . .
H H17 0.506646 0.807816 0.876848 0.044 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 C1 . 1.743(4) ?
O1 C16 . 1.210(5) ?
O2 C23 . 1.196(6) ?
C1 C2 . 1.377(6) ?
C1 C25 . 1.380(6) ?
C2 C3 . 1.394(5) ?
C2 H19 . 0.95 ?
C3 C4 . 1.387(5) ?
C3 H18 . 0.95 ?
C4 C24 . 1.386(6) ?
C4 C5 . 1.511(5) ?
C5 C6 . 1.542(6) ?
C5 C15 . 1.555(5) ?
C5 H15 . 1.0 ?
C6 C23 . 1.497(6) ?
C6 C7 . 1.558(5) ?
C6 H13 . 1.0 ?
C7 C8 . 1.510(5) ?
C7 C14 . 1.561(6) ?
C7 H12 . 1.0 ?
C8 C9 . 1.391(6) ?
C8 C13 . 1.393(6) ?
C9 C10 . 1.395(6) ?
C9 H5 . 0.95 ?
C10 C11 . 1.389(7) ?
C10 H2 . 0.95 ?
C11 C12 . 1.385(7) ?
C11 H1 . 0.95 ?
C12 C13 . 1.391(6) ?
C12 H4 . 0.95 ?
C13 H3 . 0.95 ?
C14 C22 . 1.511(6) ?
C14 C15 . 1.548(5) ?
C14 H11 . 1.0 ?
C15 C16 . 1.523(6) ?
C15 H6 . 1.0 ?
C16 C17 . 1.486(5) ?
C17 C22 . 1.383(6) ?
C17 C18 . 1.401(6) ?
C18 C19 . 1.391(7) ?
C18 H10 . 0.95 ?
C19 C20 . 1.389(7) ?
C19 H7 . 0.95 ?
C20 C21 . 1.386(7) ?
C20 H9 . 0.95 ?
C21 C22 . 1.394(6) ?
C21 H8 . 0.95 ?
C23 H14 . 0.95 ?
C24 C25 . 1.390(6) ?
C24 H16 . 0.95 ?
C25 H17 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C25 . . 121.6(4) ?
C2 C1 Cl1 . . 119.2(3) ?
C25 C1 Cl1 . . 119.3(3) ?
C1 C2 C3 . . 119.0(4) ?
C1 C2 H19 . . 120.5 ?
C3 C2 H19 . . 120.5 ?
C4 C3 C2 . . 120.9(4) ?
C4 C3 H18 . . 119.5 ?
C2 C3 H18 . . 119.5 ?
C24 C4 C3 . . 118.5(3) ?
C24 C4 C5 . . 122.1(3) ?
C3 C4 C5 . . 119.3(4) ?
C4 C5 C6 . . 115.4(3) ?
C4 C5 C15 . . 116.7(4) ?
C6 C5 C15 . . 102.0(3) ?
C4 C5 H15 . . 107.4 ?
C6 C5 H15 . . 107.4 ?
C15 C5 H15 . . 107.4 ?
C23 C6 C5 . . 112.2(3) ?
C23 C6 C7 . . 110.9(4) ?
C5 C6 C7 . . 101.7(3) ?
C23 C6 H13 . . 110.6 ?
C5 C6 H13 . . 110.6 ?
C7 C6 H13 . . 110.6 ?
C8 C7 C6 . . 115.3(3) ?
C8 C7 C14 . . 117.0(3) ?
C6 C7 C14 . . 101.9(3) ?
C8 C7 H12 . . 107.4 ?
C6 C7 H12 . . 107.4 ?
C14 C7 H12 . . 107.4 ?
C9 C8 C13 . . 118.6(4) ?
C9 C8 C7 . . 119.0(4) ?
C13 C8 C7 . . 122.4(4) ?
C8 C9 C10 . . 121.2(4) ?
C8 C9 H5 . . 119.4 ?
C10 C9 H5 . . 119.4 ?
C11 C10 C9 . . 119.9(5) ?
C11 C10 H2 . . 120.1 ?
C9 C10 H2 . . 120.1 ?
C12 C11 C10 . . 119.1(4) ?
C12 C11 H1 . . 120.5 ?
C10 C11 H1 . . 120.5 ?
C11 C12 C13 . . 121.2(4) ?
C11 C12 H4 . . 119.4 ?
C13 C12 H4 . . 119.4 ?
C12 C13 C8 . . 120.1(5) ?
C12 C13 H3 . . 119.9 ?
C8 C13 H3 . . 119.9 ?
C22 C14 C15 . . 104.6(3) ?
C22 C14 C7 . . 114.5(4) ?
C15 C14 C7 . . 106.5(3) ?
C22 C14 H11 . . 110.3 ?
C15 C14 H11 . . 110.3 ?
C7 C14 H11 . . 110.3 ?
C16 C15 C14 . . 106.0(3) ?
C16 C15 C5 . . 112.6(3) ?
C14 C15 C5 . . 105.3(3) ?
C16 C15 H6 . . 110.9 ?
C14 C15 H6 . . 110.9 ?
C5 C15 H6 . . 110.9 ?
O1 C16 C17 . . 126.9(4) ?
O1 C16 C15 . . 125.6(4) ?
C17 C16 C15 . . 107.5(4) ?
C22 C17 C18 . . 122.5(4) ?
C22 C17 C16 . . 109.9(4) ?
C18 C17 C16 . . 127.5(4) ?
C19 C18 C17 . . 117.1(5) ?
C19 C18 H10 . . 121.4 ?
C17 C18 H10 . . 121.4 ?
C20 C19 C18 . . 121.0(4) ?
C20 C19 H7 . . 119.5 ?
C18 C19 H7 . . 119.5 ?
C21 C20 C19 . . 121.0(4) ?
C21 C20 H9 . . 119.5 ?
C19 C20 H9 . . 119.5 ?
C20 C21 C22 . . 119.1(5) ?
C20 C21 H8 . . 120.4 ?
C22 C21 H8 . . 120.4 ?
C17 C22 C21 . . 119.2(4) ?
C17 C22 C14 . . 111.9(4) ?
C21 C22 C14 . . 128.9(4) ?
O2 C23 C6 . . 124.9(5) ?
O2 C23 H14 . . 117.5 ?
C6 C23 H14 . . 117.5 ?
C4 C24 C25 . . 121.5(4) ?
C4 C24 H16 . . 119.2 ?
C25 C24 H16 . . 119.2 ?
C1 C25 C24 . . 118.5(4) ?
C1 C25 H17 . . 120.8 ?
C24 C25 H17 . . 120.8 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C25 C1 C2 C3 . . . . 1.3(7) ?
Cl1 C1 C2 C3 . . . . -179.9(4) ?
C1 C2 C3 C4 . . . . -1.0(7) ?
C2 C3 C4 C24 . . . . 0.5(7) ?
C2 C3 C4 C5 . . . . 178.9(4) ?
C24 C4 C5 C6 . . . . 73.2(5) ?
C3 C4 C5 C6 . . . . -105.2(5) ?
C24 C4 C5 C15 . . . . -46.6(6) ?
C3 C4 C5 C15 . . . . 135.0(4) ?
C4 C5 C6 C23 . . . . 67.3(5) ?
C15 C5 C6 C23 . . . . -165.2(3) ?
C4 C5 C6 C7 . . . . -174.2(4) ?
C15 C5 C6 C7 . . . . -46.6(4) ?
C23 C6 C7 C8 . . . . -69.1(5) ?
C5 C6 C7 C8 . . . . 171.4(3) ?
C23 C6 C7 C14 . . . . 163.1(3) ?
C5 C6 C7 C14 . . . . 43.7(4) ?
C6 C7 C8 C9 . . . . 111.0(4) ?
C14 C7 C8 C9 . . . . -129.2(4) ?
C6 C7 C8 C13 . . . . -68.2(5) ?
C14 C7 C8 C13 . . . . 51.5(5) ?
C13 C8 C9 C10 . . . . 0.4(6) ?
C7 C8 C9 C10 . . . . -178.9(4) ?
C8 C9 C10 C11 . . . . -0.8(6) ?
C9 C10 C11 C12 . . . . 1.1(6) ?
C10 C11 C12 C13 . . . . -1.1(6) ?
C11 C12 C13 C8 . . . . 0.8(7) ?
C9 C8 C13 C12 . . . . -0.4(6) ?
C7 C8 C13 C12 . . . . 178.9(4) ?
C8 C7 C14 C22 . . . . 94.1(4) ?
C6 C7 C14 C22 . . . . -139.2(3) ?
C8 C7 C14 C15 . . . . -150.8(3) ?
C6 C7 C14 C15 . . . . -24.1(4) ?
C22 C14 C15 C16 . . . . -2.2(4) ?
C7 C14 C15 C16 . . . . -123.8(4) ?
C22 C14 C15 C5 . . . . 117.4(3) ?
C7 C14 C15 C5 . . . . -4.2(4) ?
C4 C5 C15 C16 . . . . -86.9(4) ?
C6 C5 C15 C16 . . . . 146.4(4) ?
C4 C5 C15 C14 . . . . 158.0(3) ?
C6 C5 C15 C14 . . . . 31.3(4) ?
C14 C15 C16 O1 . . . . -177.0(5) ?
C5 C15 C16 O1 . . . . 68.4(6) ?
C14 C15 C16 C17 . . . . 2.9(5) ?
C5 C15 C16 C17 . . . . -111.7(4) ?
O1 C16 C17 C22 . . . . 177.3(5) ?
C15 C16 C17 C22 . . . . -2.6(5) ?
O1 C16 C17 C18 . . . . -0.8(9) ?
C15 C16 C17 C18 . . . . 179.3(4) ?
C22 C17 C18 C19 . . . . 1.2(7) ?
C16 C17 C18 C19 . . . . 179.0(5) ?
C17 C18 C19 C20 . . . . -0.2(8) ?
C18 C19 C20 C21 . . . . 0.0(9) ?
C19 C20 C21 C22 . . . . -0.6(9) ?
C18 C17 C22 C21 . . . . -1.8(7) ?
C16 C17 C22 C21 . . . . -180.0(5) ?
C18 C17 C22 C14 . . . . 179.4(4) ?
C16 C17 C22 C14 . . . . 1.2(5) ?
C20 C21 C22 C17 . . . . 1.5(8) ?
C20 C21 C22 C14 . . . . -180.0(5) ?
C15 C14 C22 C17 . . . . 0.6(5) ?
C7 C14 C22 C17 . . . . 116.8(4) ?
C15 C14 C22 C21 . . . . -178.0(5) ?
C7 C14 C22 C21 . . . . -61.8(6) ?
C5 C6 C23 O2 . . . . -126.0(5) ?
C7 C6 C23 O2 . . . . 121.0(5) ?
C3 C4 C24 C25 . . . . -0.2(7) ?
C5 C4 C24 C25 . . . . -178.6(5) ?
C2 C1 C25 C24 . . . . -1.0(8) ?
Cl1 C1 C25 C24 . . . . -179.8(4) ?
C4 C24 C25 C1 . . . . 0.4(8) ?

