# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_3a
_database_code_depnum_ccdc_archive 'CCDC 1891434'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan'
;Yangzhou University
China
;
_audit_update_record             
;
2019-01-17 deposited with the CCDC.	2019-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H25 Cl O2'
_chemical_formula_sum            'C34 H25 Cl O2'
_chemical_formula_weight         500.99

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'
Cl Cl 0.1484 0.1585 '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                   12.1117(10)
_cell_length_b                   15.5259(12)
_cell_length_c                   21.5750(18)
_cell_angle_alpha                95.307(3)
_cell_angle_beta                 97.116(3)
_cell_angle_gamma                101.212(2)
_cell_volume                     3920.6(6)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9938
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      25.29

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_F_000             1572
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.176
_shelx_estimated_absorpt_T_min   0.956
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55680
_diffrn_reflns_av_unetI/netI     0.0901
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         0.958
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             15312
_reflns_number_gt                8475
_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-2014/7 (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)+(0.0995P)²+7.2812P] 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         15312
_refine_ls_number_parameters     1009
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1596
_refine_ls_R_factor_gt           0.0874
_refine_ls_wR_factor_ref         0.2670
_refine_ls_wR_factor_gt          0.2316
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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 -0.1950(4) 0.2798(3) 0.1295(2) 0.0416(11) Uani 1 1 d . . . . .
C2 C -0.2759(4) 0.2270(3) 0.0846(2) 0.0523(13) Uani 1 1 d . . . . .
H2 H -0.3500 0.2359 0.0782 0.063 Uiso 1 1 calc R U . . .
C3 C -0.2435(4) 0.1609(3) 0.0497(2) 0.0537(13) Uani 1 1 d . . . . .
H3 H -0.2958 0.1241 0.0184 0.064 Uiso 1 1 calc R U . . .
C4 C -0.1323(4) 0.1484(3) 0.0609(2) 0.0474(12) Uani 1 1 d . . . . .
C5 C -0.0522(4) 0.1995(3) 0.1070(2) 0.0435(11) Uani 1 1 d . . . . .
H5 H 0.0212 0.1893 0.1142 0.052 Uiso 1 1 calc R U . . .
C6 C -0.0847(4) 0.2680(3) 0.1433(2) 0.0387(10) Uani 1 1 d . . . . .
C7 C -0.0302(4) 0.3351(3) 0.1948(2) 0.0367(10) Uani 1 1 d . . . . .
C8 C -0.1140(4) 0.3817(3) 0.2073(2) 0.0385(10) Uani 1 1 d . . . . .
C9 C -0.2964(4) 0.4623(3) 0.2688(2) 0.0498(12) Uani 1 1 d . . . . .
H9 H -0.3127 0.4015 0.2701 0.060 Uiso 1 1 calc R U . . .
C10 C -0.3814(4) 0.5098(4) 0.2739(3) 0.0559(14) Uani 1 1 d . . . . .
H10 H -0.4535 0.4804 0.2793 0.067 Uiso 1 1 calc R U . . .
C11 C -0.3613(5) 0.5988(4) 0.2710(2) 0.0551(13) Uani 1 1 d . . . . .
C12 C -0.4543(5) 0.6508(4) 0.2735(3) 0.0790(19) Uani 1 1 d . . . . .
H12A H -0.5270 0.6116 0.2608 0.118 Uiso 1 1 calc R U . . .
H12B H -0.4444 0.6955 0.2456 0.118 Uiso 1 1 calc R U . . .
H12C H -0.4505 0.6782 0.3156 0.118 Uiso 1 1 calc R U . . .
C13 C -0.2531(5) 0.6411(3) 0.2651(3) 0.0603(15) Uani 1 1 d . . . . .
H13 H -0.2372 0.7019 0.2641 0.072 Uiso 1 1 calc R U . . .
C14 C -0.1674(5) 0.5942(3) 0.2605(3) 0.0562(14) Uani 1 1 d . . . . .
H14 H -0.0947 0.6241 0.2566 0.067 Uiso 1 1 calc R U . . .
C15 C -0.1881(4) 0.5039(3) 0.2618(2) 0.0398(11) Uani 1 1 d . . . . .
C16 C -0.0974(4) 0.4545(3) 0.2526(2) 0.0401(11) Uani 1 1 d . . . . .
C17 C 0.0108(4) 0.4777(3) 0.2867(2) 0.0442(11) Uani 1 1 d . . . . .
H17 H 0.0258 0.5257 0.3179 0.053 Uiso 1 1 calc R U . . .
C18 C 0.0994(4) 0.4336(3) 0.2773(2) 0.0393(11) Uani 1 1 d . . . . .
C19 C 0.2102(4) 0.4629(3) 0.3191(2) 0.0445(11) Uani 1 1 d . . . . .
C20 C 0.2545(4) 0.5529(3) 0.3375(2) 0.0495(12) Uani 1 1 d . . . . .
H20 H 0.2142 0.5946 0.3241 0.059 Uiso 1 1 calc R U . . .
C21 C 0.3586(4) 0.5799(4) 0.3757(2) 0.0560(14) Uani 1 1 d . . . . .
H21 H 0.3860 0.6400 0.3883 0.067 Uiso 1 1 calc R U . . .
C22 C 0.4223(4) 0.5217(4) 0.3954(2) 0.0539(13) Uani 1 1 d . . . . .
C23 C 0.5398(5) 0.5534(5) 0.4332(3) 0.0787(19) Uani 1 1 d . . . . .
H23A H 0.5910 0.5814 0.4070 0.118 Uiso 1 1 calc R U . . .
H23B H 0.5666 0.5039 0.4484 0.118 Uiso 1 1 calc R U . . .
H23C H 0.5361 0.5951 0.4683 0.118 Uiso 1 1 calc R U . . .
C24 C 0.3767(5) 0.4327(4) 0.3791(3) 0.0613(15) Uani 1 1 d . . . . .
H24 H 0.4169 0.3914 0.3933 0.074 Uiso 1 1 calc R U . . .
C25 C 0.2713(4) 0.4039(4) 0.3417(2) 0.0553(14) Uani 1 1 d . . . . .
H25 H 0.2417 0.3435 0.3320 0.066 Uiso 1 1 calc R U . . .
C26 C 0.0789(4) 0.3616(3) 0.2302(2) 0.0390(11) Uani 1 1 d . . . . .
C27 C 0.1672(4) 0.3096(3) 0.2142(2) 0.0442(11) Uani 1 1 d . . . . .
C28 C 0.2682(4) 0.3543(3) 0.1879(2) 0.0471(12) Uani 1 1 d . . . . .
C29 C 0.3543(4) 0.3081(4) 0.1809(3) 0.0629(15) Uani 1 1 d . . . . .
H29 H 0.3497 0.2526 0.1945 0.076 Uiso 1 1 calc R U . . .
C30 C 0.4460(5) 0.3451(5) 0.1538(3) 0.0787(19) Uani 1 1 d . . . . .
H30 H 0.5034 0.3141 0.1493 0.094 Uiso 1 1 calc R U . . .
C31 C 0.4552(5) 0.4272(5) 0.1331(3) 0.0716(17) Uani 1 1 d . . . . .
C32 C 0.5558(6) 0.4657(6) 0.1020(4) 0.112(3) Uani 1 1 d . . . . .
H32A H 0.6250 0.4673 0.1295 0.168 Uiso 1 1 calc R U . . .
H32B H 0.5512 0.5246 0.0934 0.168 Uiso 1 1 calc R U . . .
H32C H 0.5549 0.4295 0.0632 0.168 Uiso 1 1 calc R U . . .
C33 C 0.3710(5) 0.4735(4) 0.1420(3) 0.0656(16) Uani 1 1 d . . . . .
H33 H 0.3766 0.5296 0.1293 0.079 Uiso 1 1 calc R U . . .
C34 C 0.2783(4) 0.4374(4) 0.1697(2) 0.0527(13) Uani 1 1 d . . . . .
H34 H 0.2227 0.4696 0.1759 0.063 Uiso 1 1 calc R U . . .
C35 C 0.5006(4) 0.1070(3) 0.7228(2) 0.0460(12) Uani 1 1 d . . . . .
C36 C 0.4292(5) 0.0504(3) 0.6754(2) 0.0527(13) Uani 1 1 d . . . . .
H36 H 0.3536 0.0283 0.6792 0.063 Uiso 1 1 calc R U . . .
C37 C 0.4740(5) 0.0276(3) 0.6221(2) 0.0566(14) Uani 1 1 d . . . . .
H37 H 0.4285 -0.0114 0.5893 0.068 Uiso 1 1 calc R U . . .
C38 C 0.5871(4) 0.0629(3) 0.6170(2) 0.0514(13) Uani 1 1 d . . . . .
C39 C 0.6589(4) 0.1193(3) 0.6646(2) 0.0481(12) Uani 1 1 d . . . . .
H39 H 0.7342 0.1421 0.6605 0.058 Uiso 1 1 calc R U . . .
C40 C 0.6142(4) 0.1408(3) 0.7194(2) 0.0433(11) Uani 1 1 d . . . . .
C41 C 0.6584(4) 0.1951(3) 0.7792(2) 0.0430(11) Uani 1 1 d . . . . .
C42 C 0.5670(4) 0.1904(3) 0.8125(2) 0.0435(11) Uani 1 1 d . . . . .
C43 C 0.3756(5) 0.2563(5) 0.8849(3) 0.0774(18) Uani 1 1 d . . . . .
H43 H 0.3701 0.2774 0.8460 0.093 Uiso 1 1 calc R U . . .
C44 C 0.2864(5) 0.2531(5) 0.9182(3) 0.086(2) Uani 1 1 d . . . . .
H44 H 0.2219 0.2721 0.9018 0.103 Uiso 1 1 calc R U . . .
C45 C 0.2915(5) 0.2213(4) 0.9766(3) 0.0604(14) Uani 1 1 d . . . . .
C46 C 0.1934(6) 0.2158(5) 1.0138(3) 0.094(2) Uani 1 1 d . . . . .
H46A H 0.1828 0.1613 1.0322 0.140 Uiso 1 1 calc R U . . .
H46B H 0.1255 0.2180 0.9864 0.140 Uiso 1 1 calc R U . . .
H46C H 0.2096 0.2647 1.0466 0.140 Uiso 1 1 calc R U . . .
C47 C 0.3840(6) 0.1936(5) 0.9979(3) 0.088(2) Uani 1 1 d . . . . .
H47 H 0.3887 0.1717 1.0366 0.106 Uiso 1 1 calc R U . . .
C48 C 0.4747(5) 0.1964(5) 0.9636(3) 0.081(2) Uani 1 1 d . . . . .
H48 H 0.5376 0.1752 0.9798 0.097 Uiso 1 1 calc R U . . .
C49 C 0.4747(4) 0.2289(3) 0.9074(2) 0.0459(12) Uani 1 1 d . . . . .
C50 C 0.5733(4) 0.2329(3) 0.8728(2) 0.0447(11) Uani 1 1 d . . . . .
C51 C 0.6816(4) 0.2811(3) 0.8979(2) 0.0468(12) Uani 1 1 d . . . . .
H51 H 0.6910 0.3120 0.9379 0.056 Uiso 1 1 calc R U . . .
C52 C 0.7772(4) 0.2862(3) 0.8669(2) 0.0440(11) Uani 1 1 d . . . . .
C53 C 0.8887(4) 0.3403(3) 0.8990(2) 0.0429(11) Uani 1 1 d . . . . .
C54 C 0.9584(4) 0.3978(3) 0.8682(2) 0.0515(13) Uani 1 1 d . . . . .
H54 H 0.9347 0.4043 0.8265 0.062 Uiso 1 1 calc R U . . .
C55 C 1.0620(4) 0.4455(4) 0.8979(2) 0.0574(14) Uani 1 1 d . . . . .
H55 H 1.1079 0.4830 0.8759 0.069 Uiso 1 1 calc R U . . .
C56 C 1.0992(4) 0.4385(3) 0.9603(2) 0.0501(13) Uani 1 1 d . . . . .
C57 C 1.2136(5) 0.4910(4) 0.9930(3) 0.0744(18) Uani 1 1 d . . . . .
H57A H 1.2064 0.5136 1.0349 0.112 Uiso 1 1 calc R U . . .
H57B H 1.2391 0.5394 0.9700 0.112 Uiso 1 1 calc R U . . .
H57C H 1.2678 0.4534 0.9948 0.112 Uiso 1 1 calc R U . . .
C58 C 1.0288(4) 0.3839(4) 0.9915(2) 0.0547(13) Uani 1 1 d . . . . .
H58 H 1.0510 0.3804 1.0339 0.066 Uiso 1 1 calc R U . . .
C59 C 0.9257(4) 0.3339(3) 0.9619(2) 0.0512(13) Uani 1 1 d . . . . .
H59 H 0.8807 0.2959 0.9840 0.061 Uiso 1 1 calc R U . . .
C60 C 0.7665(4) 0.2427(3) 0.8065(2) 0.0425(11) Uani 1 1 d . . . . .
C61 C 0.8623(4) 0.2395(3) 0.7688(2) 0.0436(11) Uani 1 1 d . . . . .
C62 C 0.9446(4) 0.1838(3) 0.7861(2) 0.0413(11) Uani 1 1 d . . . . .
C63 C 0.9441(4) 0.1389(4) 0.8383(2) 0.0524(13) Uani 1 1 d . . . . .
H63 H 0.8906 0.1440 0.8651 0.063 Uiso 1 1 calc R U . . .
C64 C 1.0217(5) 0.0868(4) 0.8511(3) 0.0614(15) Uani 1 1 d . . . . .
H64 H 1.0201 0.0579 0.8870 0.074 Uiso 1 1 calc R U . . .
C65 C 1.1016(5) 0.0759(3) 0.8128(3) 0.0564(14) Uani 1 1 d . . . . .
C66 C 1.1899(6) 0.0208(5) 0.8279(4) 0.089(2) Uani 1 1 d . . . . .
H66A H 1.1601 -0.0395 0.8100 0.134 Uiso 1 1 calc R U . . .
H66B H 1.2082 0.0232 0.8727 0.134 Uiso 1 1 calc R U . . .
H66C H 1.2574 0.0437 0.8106 0.134 Uiso 1 1 calc R U . . .
C67 C 1.1010(5) 0.1195(4) 0.7600(3) 0.0634(15) Uani 1 1 d . . . . .
H67 H 1.1530 0.1126 0.7326 0.076 Uiso 1 1 calc R U . . .
C68 C 1.0253(5) 0.1730(3) 0.7470(2) 0.0533(13) Uani 1 1 d . . . . .
H68 H 1.0280 0.2025 0.7114 0.064 Uiso 1 1 calc R U . . .
C69 C 0.6175(4) 0.8936(3) 0.7284(2) 0.0444(11) Uani 1 1 d . . . . .
C70 C 0.7002(4) 0.9414(4) 0.7749(3) 0.0575(14) Uani 1 1 d . . . . .
H70 H 0.7760 0.9559 0.7689 0.069 Uiso 1 1 calc R U . . .
C71 C 0.6654(5) 0.9666(4) 0.8306(3) 0.0615(15) Uani 1 1 d . . . . .
H71 H 0.7184 0.9985 0.8637 0.074 Uiso 1 1 calc R U . . .
C72 C 0.5509(5) 0.9448(4) 0.8379(2) 0.0560(14) Uani 1 1 d . . . . .
C73 C 0.4692(4) 0.8961(3) 0.7916(2) 0.0508(12) Uani 1 1 d . . . . .
H73 H 0.3936 0.8814 0.7978 0.061 Uiso 1 1 calc R U . . .
C74 C 0.5031(4) 0.8690(3) 0.7345(2) 0.0413(11) Uani 1 1 d . . . . .
C75 C 0.4479(4) 0.8208(3) 0.6741(2) 0.0398(11) Uani 1 1 d . . . . .
C76 C 0.5342(4) 0.8193(3) 0.6375(2) 0.0404(11) Uani 1 1 d . . . . .
C77 C 0.7176(4) 0.7776(3) 0.5576(2) 0.0474(12) Uani 1 1 d . . . . .
H77 H 0.7348 0.7681 0.5993 0.057 Uiso 1 1 calc R U . . .
C78 C 0.8009(4) 0.7818(3) 0.5190(3) 0.0539(13) Uani 1 1 d . . . . .
H78 H 0.8724 0.7734 0.5349 0.065 Uiso 1 1 calc R U . . .
C79 C 0.7803(5) 0.7982(3) 0.4573(3) 0.0539(13) Uani 1 1 d . . . . .
C80 C 0.8717(6) 0.8046(4) 0.4150(3) 0.083(2) Uani 1 1 d . . . . .
H80A H 0.9452 0.8228 0.4402 0.125 Uiso 1 1 calc R U . . .
H80B H 0.8615 0.8471 0.3864 0.125 Uiso 1 1 calc R U . . .
H80C H 0.8664 0.7479 0.3917 0.125 Uiso 1 1 calc R U . . .
C81 C 0.6727(6) 0.8086(4) 0.4354(3) 0.0641(16) Uani 1 1 d . . . . .
H81 H 0.6566 0.8196 0.3939 0.077 Uiso 1 1 calc R U . . .
C82 C 0.5882(5) 0.8034(3) 0.4727(2) 0.0551(13) Uani 1 1 d . . . . .
H82 H 0.5165 0.8107 0.4561 0.066 Uiso 1 1 calc R U . . .
C83 C 0.6090(4) 0.7873(3) 0.5352(2) 0.0424(11) Uani 1 1 d . . . . .
C84 C 0.5176(4) 0.7827(3) 0.5747(2) 0.0421(11) Uani 1 1 d . . . . .
C85 C 0.4059(4) 0.7431(3) 0.5516(2) 0.0475(12) Uani 1 1 d . . . . .
H85 H 0.3908 0.7142 0.5108 0.057 Uiso 1 1 calc R U . . .
C86 C 0.3135(4) 0.7429(3) 0.5850(2) 0.0433(11) Uani 1 1 d . . . . .
C87 C 0.1968(4) 0.6978(3) 0.5547(2) 0.0466(12) Uani 1 1 d . . . . .
C88 C 0.1184(4) 0.6511(3) 0.5869(3) 0.0552(13) Uani 1 1 d . . . . .
H88 H 0.1385 0.6464 0.6293 0.066 Uiso 1 1 calc R U . . .
C89 C 0.0108(5) 0.6113(4) 0.5574(3) 0.0663(16) Uani 1 1 d . . . . .
H89 H -0.0406 0.5813 0.5807 0.080 Uiso 1 1 calc R U . . .
C90 C -0.0234(5) 0.6142(4) 0.4945(3) 0.0684(17) Uani 1 1 d . . . . .
C91 C -0.1426(5) 0.5706(4) 0.4631(4) 0.096(2) Uani 1 1 d . . . . .
H91A H -0.1880 0.6146 0.4589 0.145 Uiso 1 1 calc R U . . .
H91B H -0.1761 0.5276 0.4882 0.145 Uiso 1 1 calc R U . . .
H91C H -0.1394 0.5419 0.4221 0.145 Uiso 1 1 calc R U . . .
C92 C 0.0552(5) 0.6584(4) 0.4614(3) 0.0692(17) Uani 1 1 d . . . . .
H92 H 0.0352 0.6601 0.4186 0.083 Uiso 1 1 calc R U . . .
C93 C 0.1630(5) 0.7003(4) 0.4902(3) 0.0620(15) Uani 1 1 d . . . . .
H93 H 0.2138 0.7305 0.4667 0.074 Uiso 1 1 calc R U . . .
C94 C 0.3339(4) 0.7854(3) 0.6472(2) 0.0399(11) Uani 1 1 d . . . . .
C95 C 0.2426(4) 0.7966(3) 0.6856(2) 0.0438(11) Uani 1 1 d . . . . .
C96 C 0.1554(4) 0.8455(3) 0.6624(2) 0.0431(11) Uani 1 1 d . . . . .
C97 C 0.1627(4) 0.8943(3) 0.6123(2) 0.0467(12) Uani 1 1 d . . . . .
H97 H 0.2233 0.8946 0.5897 0.056 Uiso 1 1 calc R U . . .
C98 C 0.0827(4) 0.9426(3) 0.5951(3) 0.0547(13) Uani 1 1 d . . . . .
H98 H 0.0911 0.9762 0.5618 0.066 Uiso 1 1 calc R U . . .
C99 C -0.0103(4) 0.9421(3) 0.6266(3) 0.0573(14) Uani 1 1 d . . . . .
C100 C -0.0992(5) 0.9938(4) 0.6083(4) 0.086(2) Uani 1 1 d . . . . .
H10A H -0.0824 1.0497 0.6344 0.129 Uiso 1 1 calc R U . . .
H10B H -0.1725 0.9612 0.6139 0.129 Uiso 1 1 calc R U . . .
H10C H -0.0997 1.0036 0.5650 0.129 Uiso 1 1 calc R U . . .
C101 C -0.0193(5) 0.8916(4) 0.6760(3) 0.0653(16) Uani 1 1 d . . . . .
H101 H -0.0820 0.8891 0.6972 0.078 Uiso 1 1 calc R U . . .
C102 C 0.0614(4) 0.8455(4) 0.6941(3) 0.0594(14) Uani 1 1 d . . . . .
H102 H 0.0539 0.8134 0.7283 0.071 Uiso 1 1 calc R U . . .
Cl1 Cl -0.09638(13) 0.06311(10) 0.01438(7) 0.0696(4) Uani 1 1 d . . . . .
Cl2 Cl 0.63917(13) 0.03621(12) 0.54816(7) 0.0777(5) Uani 1 1 d . . . . .
Cl3 Cl 0.51023(15) 0.98027(13) 0.90908(7) 0.0875(5) Uani 1 1 d . . . . .
O1 O -0.2144(2) 0.3501(2) 0.16762(14) 0.0422(8) Uani 1 1 d . . . . .
O2 O 0.1502(3) 0.2315(2) 0.2199(2) 0.0664(11) Uani 1 1 d . . . . .
O3 O 0.4691(3) 0.1367(2) 0.77876(15) 0.0487(8) Uani 1 1 d . . . . .
O4 O 0.8684(3) 0.2796(2) 0.72330(16) 0.0582(9) Uani 1 1 d . . . . .
O5 O 0.6384(3) 0.8630(2) 0.66946(15) 0.0477(8) Uani 1 1 d . . . . .
O6 O 0.2445(3) 0.7700(3) 0.73699(17) 0.0602(10) 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
C1 C2 1.370(7) . ?
C1 O1 1.380(5) . ?
C1 C6 1.384(6) . ?
C2 C3 1.364(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.393(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.370(7) . ?
C4 Cl1 1.742(5) . ?
C5 C6 1.408(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.447(6) . ?
C7 C8 1.395(6) . ?
C7 C26 1.406(6) . ?
C8 O1 1.373(5) . ?
C8 C16 1.390(6) . ?
C9 C15 1.378(6) . ?
C9 C10 1.387(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.364(7) . ?
C10 H10 0.9300 . ?
C11 C13 1.373(7) . ?
C11 C12 1.511(7) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.387(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.479(6) . ?
C16 C17 1.384(6) . ?
C17 C18 1.406(6) . ?
C17 H17 0.9300 . ?
C18 C26 1.401(6) . ?
C18 C19 1.485(6) . ?
C19 C25 1.373(7) . ?
C19 C20 1.396(7) . ?
C20 C21 1.384(7) . ?
C20 H20 0.9300 . ?
C21 C22 1.361(7) . ?
C21 H21 0.9300 . ?
C22 C24 1.380(7) . ?
C22 C23 1.517(7) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.391(7) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.513(6) . ?
C27 O2 1.210(6) . ?
C27 C28 1.488(7) . ?
C28 C34 1.371(7) . ?
C28 C29 1.390(7) . ?
C29 C30 1.371(8) . ?
C29 H29 0.9300 . ?
C30 C31 1.377(9) . ?
C30 H30 0.9300 . ?
C31 C33 1.379(8) . ?
C31 C32 1.513(8) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.383(7) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 C36 1.372(7) . ?
C35 O3 1.377(6) . ?
C35 C40 1.388(7) . ?
C36 C37 1.377(7) . ?
C36 H36 0.9300 . ?
C37 C38 1.395(7) . ?
C37 H37 0.9300 . ?
C38 C39 1.376(7) . ?
C38 Cl2 1.730(5) . ?
C39 C40 1.400(7) . ?
C39 H39 0.9300 . ?
C40 C41 1.453(6) . ?
C41 C42 1.388(6) . ?
C41 C60 1.400(6) . ?
C42 O3 1.386(5) . ?
C42 C50 1.389(6) . ?
C43 C44 1.365(8) . ?
C43 C49 1.397(7) . ?
C43 H43 0.9300 . ?
C44 C45 1.393(9) . ?
C44 H44 0.9300 . ?
C45 C47 1.322(8) . ?
C45 C46 1.507(8) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 C48 1.396(8) . ?
C47 H47 0.9300 . ?
C48 C49 1.354(8) . ?
C48 H48 0.9300 . ?
C49 C50 1.480(6) . ?
C50 C51 1.394(7) . ?
C51 C52 1.400(7) . ?
C51 H51 0.9300 . ?
C52 C60 1.390(6) . ?
C52 C53 1.493(6) . ?
C53 C54 1.381(7) . ?
C53 C59 1.394(7) . ?
C54 C55 1.374(7) . ?
C54 H54 0.9300 . ?
C55 C56 1.386(7) . ?
C55 H55 0.9300 . ?
C56 C58 1.366(7) . ?
C56 C57 1.515(7) . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 C59 1.380(7) . ?
C58 H58 0.9300 . ?
C59 H59 0.9300 . ?
C60 C61 1.503(7) . ?
C61 O4 1.213(6) . ?
C61 C62 1.479(7) . ?
C62 C63 1.377(7) . ?
C62 C68 1.392(7) . ?
C63 C64 1.375(7) . ?
C63 H63 0.9300 . ?
C64 C65 1.373(7) . ?
C64 H64 0.9300 . ?
C65 C67 1.377(7) . ?
C65 C66 1.518(8) . ?
C66 H66A 0.9600 . ?
C66 H66B 0.9600 . ?
C66 H66C 0.9600 . ?
C67 C68 1.372(7) . ?
C67 H67 0.9300 . ?
C68 H68 0.9300 . ?
C69 C70 1.372(7) . ?
C69 O5 1.386(6) . ?
C69 C74 1.389(6) . ?
C70 C71 1.371(7) . ?
C70 H70 0.9300 . ?
C71 C72 1.394(8) . ?
C71 H71 0.9300 . ?
C72 C73 1.368(7) . ?
C72 Cl3 1.744(5) . ?
C73 C74 1.400(7) . ?
C73 H73 0.9300 . ?
C74 C75 1.454(6) . ?
C75 C76 1.389(6) . ?
C75 C94 1.411(6) . ?
C76 O5 1.376(5) . ?
C76 C84 1.394(6) . ?
C77 C78 1.381(7) . ?
C77 C83 1.386(6) . ?
C77 H77 0.9300 . ?
C78 C79 1.379(8) . ?
C78 H78 0.9300 . ?
C79 C81 1.376(8) . ?
C79 C80 1.514(7) . ?
C80 H80A 0.9600 . ?
C80 H80B 0.9600 . ?
C80 H80C 0.9600 . ?
C81 C82 1.372(7) . ?
C81 H81 0.9300 . ?
C82 C83 1.396(7) . ?
C82 H82 0.9300 . ?
C83 C84 1.474(6) . ?
C84 C85 1.382(6) . ?
C85 C86 1.403(7) . ?
C85 H85 0.9300 . ?
C86 C94 1.410(6) . ?
C86 C87 1.488(6) . ?
C87 C88 1.379(7) . ?
C87 C93 1.407(7) . ?
C88 C89 1.376(7) . ?
C88 H88 0.9300 . ?
C89 C90 1.377(9) . ?
C89 H89 0.9300 . ?
C90 C92 1.375(9) . ?
C90 C91 1.515(8) . ?
C91 H91A 0.9600 . ?
C91 H91B 0.9600 . ?
C91 H91C 0.9600 . ?
C92 C93 1.382(8) . ?
C92 H92 0.9300 . ?
C93 H93 0.9300 . ?
C94 C95 1.490(6) . ?
C95 O6 1.217(6) . ?
C95 C96 1.480(7) . ?
C96 C97 1.379(7) . ?
C96 C102 1.399(7) . ?
C97 C98 1.372(7) . ?
C97 H97 0.9300 . ?
C98 C99 1.385(7) . ?
C98 H98 0.9300 . ?
C99 C101 1.382(8) . ?
C99 C100 1.499(7) . ?
C100 H10A 0.9600 . ?
C100 H10B 0.9600 . ?
C100 H10C 0.9600 . ?
C101 C102 1.361(8) . ?
C101 H101 0.9300 . ?
C102 H102 0.9300 . ?

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 O1 124.1(4) . . ?
C2 C1 C6 124.2(4) . . ?
O1 C1 C6 111.7(4) . . ?
C3 C2 C1 117.4(5) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C2 C3 C4 120.1(5) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 122.5(4) . . ?
C5 C4 Cl1 119.7(4) . . ?
C3 C4 Cl1 117.8(4) . . ?
C4 C5 C6 117.9(4) . . ?
C4 C5 H5 121.1 . . ?
C6 C5 H5 121.1 . . ?
C1 C6 C5 117.8(4) . . ?
C1 C6 C7 106.1(4) . . ?
C5 C6 C7 136.1(4) . . ?
C8 C7 C26 119.1(4) . . ?
C8 C7 C6 104.8(4) . . ?
C26 C7 C6 136.2(4) . . ?
O1 C8 C16 123.4(4) . . ?
O1 C8 C7 112.2(4) . . ?
C16 C8 C7 124.4(4) . . ?
C15 C9 C10 121.0(5) . . ?
C15 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C11 C10 C9 121.2(5) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C13 118.2(5) . . ?
C10 C11 C12 121.9(5) . . ?
C13 C11 C12 119.9(5) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 C14 120.9(5) . . ?
C11 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C15 C14 C13 121.1(5) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C9 C15 C14 117.6(4) . . ?
C9 C15 C16 122.2(4) . . ?
C14 C15 C16 120.1(4) . . ?
C17 C16 C8 114.6(4) . . ?
C17 C16 C15 123.4(4) . . ?
C8 C16 C15 122.0(4) . . ?
C16 C17 C18 124.3(4) . . ?
C16 C17 H17 117.8 . . ?
C18 C17 H17 117.8 . . ?
C26 C18 C17 118.8(4) . . ?
C26 C18 C19 122.3(4) . . ?
C17 C18 C19 118.8(4) . . ?
C25 C19 C20 117.7(5) . . ?
C25 C19 C18 122.0(4) . . ?
C20 C19 C18 120.2(4) . . ?
C21 C20 C19 120.0(5) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C22 C21 C20 122.4(5) . . ?
C22 C21 H21 118.8 . . ?
C20 C21 H21 118.8 . . ?
C21 C22 C24 117.6(5) . . ?
C21 C22 C23 121.3(5) . . ?
C24 C22 C23 121.1(5) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 C25 121.0(5) . . ?
C22 C24 H24 119.5 . . ?
C25 C24 H24 119.5 . . ?
C19 C25 C24 121.2(5) . . ?
C19 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C18 C26 C7 118.8(4) . . ?
C18 C26 C27 124.2(4) . . ?
C7 C26 C27 117.0(4) . . ?
O2 C27 C28 121.9(4) . . ?
O2 C27 C26 118.8(4) . . ?
C28 C27 C26 119.2(4) . . ?
C34 C28 C29 119.4(5) . . ?
C34 C28 C27 122.8(4) . . ?
C29 C28 C27 117.7(5) . . ?
C30 C29 C28 119.5(6) . . ?
C30 C29 H29 120.3 . . ?
C28 C29 H29 120.3 . . ?
C29 C30 C31 121.7(6) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 H30 119.2 . . ?
C30 C31 C33 118.4(5) . . ?
C30 C31 C32 120.7(6) . . ?
C33 C31 C32 121.0(7) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 C34 120.7(6) . . ?
C31 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C28 C34 C33 120.3(5) . . ?
C28 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C36 C35 O3 124.6(5) . . ?
C36 C35 C40 123.3(5) . . ?
O3 C35 C40 112.1(4) . . ?
C35 C36 C37 117.4(5) . . ?
C35 C36 H36 121.3 . . ?
C37 C36 H36 121.3 . . ?
C36 C37 C38 120.3(5) . . ?
C36 C37 H37 119.8 . . ?
C38 C37 H37 119.8 . . ?
C39 C38 C37 122.3(5) . . ?
C39 C38 Cl2 118.5(4) . . ?
C37 C38 Cl2 119.2(4) . . ?
C38 C39 C40 117.4(5) . . ?
C38 C39 H39 121.3 . . ?
C40 C39 H39 121.3 . . ?
C35 C40 C39 119.3(4) . . ?
C35 C40 C41 105.4(4) . . ?
C39 C40 C41 135.3(5) . . ?
C42 C41 C60 120.4(4) . . ?
C42 C41 C40 105.7(4) . . ?
C60 C41 C40 133.9(4) . . ?
O3 C42 C41 111.6(4) . . ?
O3 C42 C50 124.2(4) . . ?
C41 C42 C50 124.2(4) . . ?
C44 C43 C49 122.2(6) . . ?
C44 C43 H43 118.9 . . ?
C49 C43 H43 118.9 . . ?
C43 C44 C45 120.4(6) . . ?
C43 C44 H44 119.8 . . ?
C45 C44 H44 119.8 . . ?
C47 C45 C44 118.0(5) . . ?
C47 C45 C46 120.6(6) . . ?
C44 C45 C46 121.4(6) . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C45 C47 C48 121.5(6) . . ?
C45 C47 H47 119.3 . . ?
C48 C47 H47 119.3 . . ?
C49 C48 C47 122.5(6) . . ?
C49 C48 H48 118.7 . . ?
C47 C48 H48 118.7 . . ?
C48 C49 C43 115.4(5) . . ?
C48 C49 C50 121.3(5) . . ?
C43 C49 C50 123.4(5) . . ?
C42 C50 C51 113.8(4) . . ?
C42 C50 C49 123.7(4) . . ?
C51 C50 C49 122.5(4) . . ?
C50 C51 C52 124.3(4) . . ?
C50 C51 H51 117.9 . . ?
C52 C51 H51 117.9 . . ?
C60 C52 C51 119.8(4) . . ?
C60 C52 C53 121.1(4) . . ?
C51 C52 C53 119.1(4) . . ?
C54 C53 C59 117.8(4) . . ?
C54 C53 C52 121.9(4) . . ?
C59 C53 C52 120.3(4) . . ?
C55 C54 C53 121.2(5) . . ?
C55 C54 H54 119.4 . . ?
C53 C54 H54 119.4 . . ?
C54 C55 C56 121.0(5) . . ?
C54 C55 H55 119.5 . . ?
C56 C55 H55 119.5 . . ?
C58 C56 C55 117.9(5) . . ?
C58 C56 C57 121.1(5) . . ?
C55 C56 C57 120.9(5) . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C56 C58 C59 121.8(5) . . ?
C56 C58 H58 119.1 . . ?
C59 C58 H58 119.1 . . ?
C58 C59 C53 120.2(5) . . ?
C58 C59 H59 119.9 . . ?
C53 C59 H59 119.9 . . ?
C52 C60 C41 117.6(4) . . ?
C52 C60 C61 125.4(4) . . ?
C41 C60 C61 116.9(4) . . ?
O4 C61 C62 120.9(4) . . ?
O4 C61 C60 119.8(4) . . ?
C62 C61 C60 119.3(4) . . ?
C63 C62 C68 117.4(5) . . ?
C63 C62 C61 123.5(4) . . ?
C68 C62 C61 119.0(4) . . ?
C64 C63 C62 120.7(5) . . ?
C64 C63 H63 119.7 . . ?
C62 C63 H63 119.7 . . ?
C65 C64 C63 122.3(5) . . ?
C65 C64 H64 118.9 . . ?
C63 C64 H64 118.9 . . ?
C64 C65 C67 117.1(5) . . ?
C64 C65 C66 122.4(5) . . ?
C67 C65 C66 120.5(5) . . ?
C65 C66 H66A 109.5 . . ?
C65 C66 H66B 109.5 . . ?
H66A C66 H66B 109.5 . . ?
C65 C66 H66C 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
C68 C67 C65 121.5(5) . . ?
C68 C67 H67 119.2 . . ?
C65 C67 H67 119.2 . . ?
C67 C68 C62 121.1(5) . . ?
C67 C68 H68 119.5 . . ?
C62 C68 H68 119.5 . . ?
C70 C69 O5 123.9(4) . . ?
C70 C69 C74 124.6(5) . . ?
O5 C69 C74 111.5(4) . . ?
C71 C70 C69 116.6(5) . . ?
C71 C70 H70 121.7 . . ?
C69 C70 H70 121.7 . . ?
C70 C71 C72 120.4(5) . . ?
C70 C71 H71 119.8 . . ?
C72 C71 H71 119.8 . . ?
C73 C72 C71 122.6(5) . . ?
C73 C72 Cl3 118.7(4) . . ?
C71 C72 Cl3 118.7(4) . . ?
C72 C73 C74 117.9(5) . . ?
C72 C73 H73 121.0 . . ?
C74 C73 H73 121.0 . . ?
C69 C74 C73 117.8(4) . . ?
C69 C74 C75 105.6(4) . . ?
C73 C74 C75 136.6(4) . . ?
C76 C75 C94 119.6(4) . . ?
C76 C75 C74 105.5(4) . . ?
C94 C75 C74 134.7(4) . . ?
O5 C76 C75 111.8(4) . . ?
O5 C76 C84 123.5(4) . . ?
C75 C76 C84 124.5(4) . . ?
C78 C77 C83 121.1(5) . . ?
C78 C77 H77 119.5 . . ?
C83 C77 H77 119.5 . . ?
C79 C78 C77 121.5(5) . . ?
C79 C78 H78 119.3 . . ?
C77 C78 H78 119.3 . . ?
C81 C79 C78 117.3(5) . . ?
C81 C79 C80 120.9(5) . . ?
C78 C79 C80 121.8(6) . . ?
C79 C80 H80A 109.5 . . ?
C79 C80 H80B 109.5 . . ?
H80A C80 H80B 109.5 . . ?
C79 C80 H80C 109.5 . . ?
H80A C80 H80C 109.5 . . ?
H80B C80 H80C 109.5 . . ?
C82 C81 C79 122.1(5) . . ?
C82 C81 H81 118.9 . . ?
C79 C81 H81 118.9 . . ?
C81 C82 C83 120.7(5) . . ?
C81 C82 H82 119.7 . . ?
C83 C82 H82 119.7 . . ?
C77 C83 C82 117.3(5) . . ?
C77 C83 C84 122.8(4) . . ?
C82 C83 C84 119.9(4) . . ?
C85 C84 C76 113.9(4) . . ?
C85 C84 C83 122.2(4) . . ?
C76 C84 C83 123.8(4) . . ?
C84 C85 C86 125.1(5) . . ?
C84 C85 H85 117.4 . . ?
C86 C85 H85 117.4 . . ?
C85 C86 C94 118.7(4) . . ?
C85 C86 C87 119.9(4) . . ?
C94 C86 C87 121.4(4) . . ?
C88 C87 C93 117.0(5) . . ?
C88 C87 C86 122.8(5) . . ?
C93 C87 C86 120.1(5) . . ?
C89 C88 C87 121.1(5) . . ?
C89 C88 H88 119.4 . . ?
C87 C88 H88 119.4 . . ?
C88 C89 C90 122.2(6) . . ?
C88 C89 H89 118.9 . . ?
C90 C89 H89 118.9 . . ?
C92 C90 C89 117.2(5) . . ?
C92 C90 C91 121.5(7) . . ?
C89 C90 C91 121.3(7) . . ?
C90 C91 H91A 109.5 . . ?
C90 C91 H91B 109.5 . . ?
H91A C91 H91B 109.5 . . ?
C90 C91 H91C 109.5 . . ?
H91A C91 H91C 109.5 . . ?
H91B C91 H91C 109.5 . . ?
C90 C92 C93 121.7(6) . . ?
C90 C92 H92 119.2 . . ?
C93 C92 H92 119.2 . . ?
C92 C93 C87 120.8(6) . . ?
C92 C93 H93 119.6 . . ?
C87 C93 H93 119.6 . . ?
C86 C94 C75 117.9(4) . . ?
C86 C94 C95 124.0(4) . . ?
C75 C94 C95 118.1(4) . . ?
O6 C95 C96 121.1(4) . . ?
O6 C95 C94 119.6(4) . . ?
C96 C95 C94 119.2(4) . . ?
C97 C96 C102 117.1(5) . . ?
C97 C96 C95 124.0(4) . . ?
C102 C96 C95 118.8(5) . . ?
C98 C97 C96 121.6(5) . . ?
C98 C97 H97 119.2 . . ?
C96 C97 H97 119.2 . . ?
C97 C98 C99 121.0(5) . . ?
C97 C98 H98 119.5 . . ?
C99 C98 H98 119.5 . . ?
C101 C99 C98 117.7(5) . . ?
C101 C99 C100 120.4(5) . . ?
C98 C99 C100 121.9(6) . . ?
C99 C100 H10A 109.5 . . ?
C99 C100 H10B 109.5 . . ?
H10A C100 H10B 109.5 . . ?
C99 C100 H10C 109.5 . . ?
H10A C100 H10C 109.5 . . ?
H10B C100 H10C 109.5 . . ?
C102 C101 C99 121.4(5) . . ?
C102 C101 H101 119.3 . . ?
C99 C101 H101 119.3 . . ?
C101 C102 C96 121.2(5) . . ?
C101 C102 H102 119.4 . . ?
C96 C102 H102 119.4 . . ?
C8 O1 C1 105.2(3) . . ?
C35 O3 C42 105.2(4) . . ?
C76 O5 C69 105.5(3) . . ?

_refine_diff_density_max         0.498
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.066


####################################################################### 
# 
# 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_3j
_database_code_depnum_ccdc_archive 'CCDC 1891436'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan'
;Yangzhou University
China
;
_audit_update_record             
;
2019-01-17 deposited with the CCDC.	2019-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H20 N2 O6'
_chemical_formula_sum            'C32 H20 N2 O6'
_chemical_formula_weight         528.50

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   10.7141(9)
_cell_length_b                   20.1653(17)
_cell_length_c                   12.3094(13)
_cell_angle_alpha                90
_cell_angle_beta                 107.329(3)
_cell_angle_gamma                90
_cell_volume                     2538.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7646
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      25.30

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_F_000             1096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.097
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24605
_diffrn_reflns_av_unetI/netI     0.0524
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.217
_diffrn_reflns_theta_max         27.577
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5768
_reflns_number_gt                3406
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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+0.9385P] 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         5768
_refine_ls_number_parameters     427
_refine_ls_number_restraints     429
_refine_ls_R_factor_all          0.1205
_refine_ls_R_factor_gt           0.0617
_refine_ls_wR_factor_ref         0.1499
_refine_ls_wR_factor_gt          0.1276
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.143
_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 0.9226(2) 0.76394(10) 0.29655(19) 0.0487(5) Uani 1 1 d . U . . .
H1 H 0.9705 0.7254 0.3211 0.058 Uiso 1 1 calc R U . . .
C2 C 0.88302(19) 0.77795(10) 0.17953(18) 0.0434(5) Uani 1 1 d . U . . .
C3 C 0.9251(2) 0.73242(10) 0.10177(19) 0.0456(5) Uani 1 1 d . U . . .
C4 C 0.8364(2) 0.70639(10) 0.00498(19) 0.0496(5) Uani 1 1 d . U . . .
H4 H 0.7486 0.7181 -0.0146 0.060 Uiso 1 1 calc R U . . .
C5 C 0.8804(3) 0.66277(12) -0.0619(2) 0.0629(5) Uani 1 1 d . U . . .
C6 C 1.0088(3) 0.64363(12) -0.0364(2) 0.0668(7) Uani 1 1 d . U . . .
H6 H 1.0355 0.6135 -0.0822 0.080 Uiso 1 1 calc R U . . .
C7 C 1.0972(2) 0.67014(13) 0.0587(2) 0.0676(7) Uani 1 1 d . U . . .
H7 H 1.1851 0.6587 0.0767 0.081 Uiso 1 1 calc R U . . .
C8 C 1.0561(2) 0.71365(11) 0.1273(2) 0.0573(6) Uani 1 1 d . U . . .
H8 H 1.1167 0.7308 0.1918 0.069 Uiso 1 1 calc R U . . .
C9 C 0.8277(2) 0.91316(10) -0.13948(19) 0.0520(6) Uani 1 1 d . U . . .
H9 H 0.7409 0.9096 -0.1837 0.062 Uiso 1 1 calc R U . . .
C10 C 0.9178(3) 0.94479(11) -0.1809(2) 0.0608(6) Uani 1 1 d . U . . .
C11 C 1.0473(3) 0.95001(12) -0.1183(3) 0.0700(7) Uani 1 1 d . U . . .
H11 H 1.1066 0.9713 -0.1484 0.084 Uiso 1 1 calc R U . . .
C12 C 1.0873(2) 0.92342(12) -0.0114(2) 0.0668(7) Uani 1 1 d . U . . .
H12 H 1.1747 0.9262 0.0315 0.080 Uiso 1 1 calc R U . . .
C13 C 0.9985(2) 0.89243(10) 0.0333(2) 0.0531(6) Uani 1 1 d . U . . .
H13 H 1.0261 0.8754 0.1068 0.064 Uiso 1 1 calc R U . . .
C14 C 0.8684(2) 0.88661(10) -0.03067(18) 0.0439(5) Uani 1 1 d . U . . .
C15 C 0.7690(2) 0.85537(9) 0.01644(18) 0.0433(5) Uani 1 1 d . U . . .
C16 C 0.80934(18) 0.83503(9) 0.13941(18) 0.0411(5) Uani 1 1 d . U . . .
C17 C 0.7118(2) 0.95290(10) 0.32512(19) 0.0482(5) Uani 1 1 d . U . . .
C18 C 0.6551(2) 1.00762(11) 0.3576(2) 0.0617(6) Uani 1 1 d . U . . .
H18 H 0.6598 1.0154 0.4331 0.074 Uiso 1 1 calc R U . . .
C19 C 0.5913(2) 1.05027(12) 0.2718(2) 0.0686(7) Uani 1 1 d . U . . .
H19 H 0.5511 1.0879 0.2897 0.082 Uiso 1 1 calc R U . . .
C20 C 0.5853(2) 1.03850(11) 0.1594(2) 0.0657(7) Uani 1 1 d . U . . .
H20 H 0.5430 1.0689 0.1038 0.079 Uiso 1 1 calc R U . . .
C21 C 0.6410(2) 0.98250(11) 0.1282(2) 0.0557(6) Uani 1 1 d . U . . .
H21 H 0.6350 0.9745 0.0524 0.067 Uiso 1 1 calc R U . . .
C22 C 0.70620(18) 0.93834(10) 0.21334(18) 0.0441(5) Uani 1 1 d . U . . .
C23 C 0.77691(18) 0.87614(9) 0.21857(17) 0.0406(5) Uani 1 1 d . U . . .
C24 C 0.81968(19) 0.85969(10) 0.33332(18) 0.0444(5) Uani 1 1 d . U . . .
C25 C 0.8946(2) 0.80412(10) 0.37758(18) 0.0471(5) Uani 1 1 d . U . . .
C26 C 0.9597(13) 0.7992(5) 0.5092(8) 0.043(2) Uani 0.422(6) 1 d D U P A 1
C27 C 0.9356(8) 0.7434(4) 0.5665(6) 0.053(2) Uani 0.422(6) 1 d D U P A 1
C32 C 0.8412(9) 0.6906(4) 0.5061(7) 0.085(3) Uani 0.422(6) 1 d . U P A 1
H32A H 0.8556 0.6510 0.5515 0.128 Uiso 0.422(6) 1 calc R U P A 1
H32B H 0.8545 0.6812 0.4339 0.128 Uiso 0.422(6) 1 calc R U P A 1
H32C H 0.7533 0.7058 0.4944 0.128 Uiso 0.422(6) 1 calc R U P A 1
C28 C 0.9964(13) 0.7352(6) 0.6822(6) 0.072(3) Uani 0.422(6) 1 d D U P A 1
H28A H 0.9835 0.6971 0.7202 0.087 Uiso 0.422(6) 1 calc R U P A 1
C29 C 1.0770(8) 0.7859(4) 0.7388(7) 0.073(2) Uani 0.422(6) 1 d D U P A 1
H29A H 1.1151 0.7820 0.8170 0.088 Uiso 0.422(6) 1 calc R U P A 1
C30 C 1.1041(7) 0.8423(4) 0.6849(5) 0.073(2) Uani 0.422(6) 1 d D U P A 1
H30A H 1.1609 0.8748 0.7251 0.088 Uiso 0.422(6) 1 calc R U P A 1
C31 C 1.0433(8) 0.8485(5) 0.5691(5) 0.052(2) Uani 0.422(6) 1 d D U P A 1
H31A H 1.0586 0.8859 0.5309 0.062 Uiso 0.422(6) 1 calc R U P A 1
C26' C 0.9317(10) 0.7829(4) 0.4949(6) 0.0513(17) Uani 0.578(6) 1 d D U P A 2
C27' C 1.0131(7) 0.8238(3) 0.5774(5) 0.0583(17) Uani 0.578(6) 1 d D U P A 2
C32' C 1.0630(5) 0.8898(3) 0.5480(4) 0.0751(16) Uani 0.578(6) 1 d . U P A 2
H32D H 0.9969 0.9231 0.5404 0.113 Uiso 0.578(6) 1 calc R U P A 2
H32E H 1.0837 0.8857 0.4775 0.113 Uiso 0.578(6) 1 calc R U P A 2
H32F H 1.1402 0.9023 0.6074 0.113 Uiso 0.578(6) 1 calc R U P A 2
C28' C 1.0554(8) 0.8048(4) 0.6911(5) 0.088(2) Uani 0.578(6) 1 d D U P A 2
H28B H 1.1089 0.8324 0.7461 0.105 Uiso 0.578(6) 1 calc R U P A 2
C29' C 1.0158(12) 0.7439(4) 0.7201(6) 0.093(3) Uani 0.578(6) 1 d D U P A 2
H29B H 1.0422 0.7311 0.7962 0.112 Uiso 0.578(6) 1 calc R U P A 2
C30' C 0.9381(7) 0.7012(3) 0.6399(5) 0.092(2) Uani 0.578(6) 1 d D U P A 2
H30B H 0.9150 0.6598 0.6612 0.111 Uiso 0.578(6) 1 calc R U P A 2
C31' C 0.8959(7) 0.7214(3) 0.5277(5) 0.0668(18) Uani 0.578(6) 1 d D U P A 2
H31B H 0.8426 0.6935 0.4731 0.080 Uiso 0.578(6) 1 calc R U P A 2
N1 N 0.7860(2) 0.63570(11) -0.16462(19) 0.0721(5) Uani 1 1 d . U . . .
N2 N 0.8744(3) 0.97544(12) -0.2938(2) 0.0886(8) Uani 1 1 d . U . . .
O1 O 0.8226(2) 0.59472(10) -0.22061(18) 0.0967(6) Uani 1 1 d . U . . .
O2 O 0.6757(2) 0.65625(11) -0.19150(18) 0.1005(6) Uani 1 1 d . U . . .
O3 O 0.9506(3) 1.01046(13) -0.3233(2) 0.1344(10) Uani 1 1 d . U . . .
O4 O 0.7636(3) 0.96455(12) -0.35306(18) 0.1140(9) Uani 1 1 d . U . . .
O5 O 0.65614(15) 0.84981(8) -0.04253(14) 0.0635(5) Uani 1 1 d . U . . .
O6 O 0.78036(14) 0.90521(7) 0.40003(12) 0.0533(4) Uani 1 1 d . 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 C25 1.386(3) . ?
C1 C2 1.404(3) . ?
C1 H1 0.9300 . ?
C2 C16 1.400(3) . ?
C2 C3 1.490(3) . ?
C3 C4 1.387(3) . ?
C3 C8 1.396(3) . ?
C4 C5 1.381(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.372(3) . ?
C5 N1 1.469(3) . ?
C6 C7 1.375(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.378(3) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.375(3) . ?
C9 C14 1.387(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.375(4) . ?
C10 N2 1.465(3) . ?
C11 C12 1.367(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.383(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.495(3) . ?
C15 O5 1.216(2) . ?
C15 C16 1.502(3) . ?
C16 C23 1.400(3) . ?
C17 C18 1.375(3) . ?
C17 O6 1.382(2) . ?
C17 C22 1.391(3) . ?
C18 C19 1.375(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.387(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.383(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.394(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.457(3) . ?
C23 C24 1.389(3) . ?
C24 O6 1.379(2) . ?
C24 C25 1.392(3) . ?
C25 C26' 1.444(7) . ?
C25 C26 1.564(9) . ?
C26 C31 1.392(5) . ?
C26 C27 1.393(5) . ?
C27 C28 1.389(5) . ?
C27 C32 1.504(10) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C28 C29 1.385(5) . ?
C28 H28A 0.9300 . ?
C29 C30 1.391(5) . ?
C29 H29A 0.9300 . ?
C30 C31 1.385(5) . ?
C30 H30A 0.9300 . ?
C31 H31A 0.9300 . ?
C26' C31' 1.392(5) . ?
C26' C27' 1.395(5) . ?
C27' C28' 1.390(4) . ?
C27' C32' 1.518(8) . ?
C32' H32D 0.9600 . ?
C32' H32E 0.9600 . ?
C32' H32F 0.9600 . ?
C28' C29' 1.380(5) . ?
C28' H28B 0.9300 . ?
C29' C30' 1.386(5) . ?
C29' H29B 0.9300 . ?
C30' C31' 1.380(4) . ?
C30' H30B 0.9300 . ?
C31' H31B 0.9300 . ?
N1 O2 1.202(3) . ?
N1 O1 1.214(3) . ?
N2 O3 1.214(3) . ?
N2 O4 1.214(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
C25 C1 C2 123.84(19) . . ?
C25 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C16 C2 C1 119.59(19) . . ?
C16 C2 C3 121.79(18) . . ?
C1 C2 C3 118.59(17) . . ?
C4 C3 C8 118.4(2) . . ?
C4 C3 C2 121.63(18) . . ?
C8 C3 C2 119.9(2) . . ?
C5 C4 C3 119.0(2) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C6 C5 C4 122.7(2) . . ?
C6 C5 N1 118.6(2) . . ?
C4 C5 N1 118.7(2) . . ?
C5 C6 C7 118.4(2) . . ?
C5 C6 H6 120.8 . . ?
C7 C6 H6 120.8 . . ?
C6 C7 C8 120.3(2) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C7 C8 C3 121.2(2) . . ?
C7 C8 H8 119.4 . . ?
C3 C8 H8 119.4 . . ?
C10 C9 C14 118.9(2) . . ?
C10 C9 H9 120.5 . . ?
C14 C9 H9 120.5 . . ?
C9 C10 C11 122.0(2) . . ?
C9 C10 N2 119.2(3) . . ?
C11 C10 N2 118.7(3) . . ?
C12 C11 C10 118.9(2) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C11 C12 C13 120.3(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C14 120.5(2) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C9 119.3(2) . . ?
C13 C14 C15 121.80(19) . . ?
C9 C14 C15 118.81(19) . . ?
O5 C15 C14 120.26(19) . . ?
O5 C15 C16 120.85(19) . . ?
C14 C15 C16 118.78(17) . . ?
C23 C16 C2 118.18(19) . . ?
C23 C16 C15 118.89(17) . . ?
C2 C16 C15 122.87(18) . . ?
C18 C17 O6 123.9(2) . . ?
C18 C17 C22 124.3(2) . . ?
O6 C17 C22 111.77(18) . . ?
C17 C18 C19 116.2(2) . . ?
C17 C18 H18 121.9 . . ?
C19 C18 H18 121.9 . . ?
C18 C19 C20 121.6(2) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C21 C20 C19 121.4(2) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C20 C21 C22 118.3(2) . . ?
C20 C21 H21 120.9 . . ?
C22 C21 H21 120.9 . . ?
C17 C22 C21 118.24(19) . . ?
C17 C22 C23 105.63(18) . . ?
C21 C22 C23 136.1(2) . . ?
C24 C23 C16 119.43(18) . . ?
C24 C23 C22 105.09(18) . . ?
C16 C23 C22 135.47(19) . . ?
O6 C24 C23 112.33(17) . . ?
O6 C24 C25 123.09(19) . . ?
C23 C24 C25 124.58(19) . . ?
C1 C25 C24 114.36(19) . . ?
C1 C25 C26' 119.5(5) . . ?
C24 C25 C26' 125.8(5) . . ?
C1 C25 C26 125.7(6) . . ?
C24 C25 C26 118.9(5) . . ?
C31 C26 C27 119.7(7) . . ?
C31 C26 C25 121.4(5) . . ?
C27 C26 C25 118.8(6) . . ?
C28 C27 C26 121.0(7) . . ?
C28 C27 C32 117.6(6) . . ?
C26 C27 C32 121.4(6) . . ?
C27 C32 H32A 109.5 . . ?
C27 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C27 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C29 C28 C27 117.4(8) . . ?
C29 C28 H28A 121.3 . . ?
C27 C28 H28A 121.3 . . ?
C28 C29 C30 123.5(8) . . ?
C28 C29 H29A 118.3 . . ?
C30 C29 H29A 118.3 . . ?
C31 C30 C29 117.6(7) . . ?
C31 C30 H30A 121.2 . . ?
C29 C30 H30A 121.2 . . ?
C30 C31 C26 120.8(8) . . ?
C30 C31 H31A 119.6 . . ?
C26 C31 H31A 119.6 . . ?
C31' C26' C27' 118.8(6) . . ?
C31' C26' C25 122.5(5) . . ?
C27' C26' C25 118.6(5) . . ?
C28' C27' C26' 121.1(6) . . ?
C28' C27' C32' 116.7(6) . . ?
C26' C27' C32' 122.2(5) . . ?
C27' C32' H32D 109.5 . . ?
C27' C32' H32E 109.5 . . ?
H32D C32' H32E 109.5 . . ?
C27' C32' H32F 109.5 . . ?
H32D C32' H32F 109.5 . . ?
H32E C32' H32F 109.5 . . ?
C29' C28' C27' 118.2(6) . . ?
C29' C28' H28B 120.9 . . ?
C27' C28' H28B 120.9 . . ?
C28' C29' C30' 122.3(7) . . ?
C28' C29' H29B 118.8 . . ?
C30' C29' H29B 118.8 . . ?
C31' C30' C29' 118.5(6) . . ?
C31' C30' H30B 120.8 . . ?
C29' C30' H30B 120.8 . . ?
C30' C31' C26' 121.1(6) . . ?
C30' C31' H31B 119.4 . . ?
C26' C31' H31B 119.4 . . ?
O2 N1 O1 122.4(2) . . ?
O2 N1 C5 118.5(2) . . ?
O1 N1 C5 119.0(2) . . ?
O3 N2 O4 123.4(3) . . ?
O3 N2 C10 118.6(3) . . ?
O4 N2 C10 118.1(3) . . ?
C24 O6 C17 105.18(16) . . ?

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
C25 C1 C2 C16 -0.9(3) . . . . ?
C25 C1 C2 C3 177.03(19) . . . . ?
C16 C2 C3 C4 -52.7(3) . . . . ?
C1 C2 C3 C4 129.4(2) . . . . ?
C16 C2 C3 C8 128.9(2) . . . . ?
C1 C2 C3 C8 -48.9(3) . . . . ?
C8 C3 C4 C5 0.4(3) . . . . ?
C2 C3 C4 C5 -177.95(19) . . . . ?
C3 C4 C5 C6 0.4(4) . . . . ?
C3 C4 C5 N1 -179.7(2) . . . . ?
C4 C5 C6 C7 -1.3(4) . . . . ?
N1 C5 C6 C7 178.8(2) . . . . ?
C5 C6 C7 C8 1.4(4) . . . . ?
C6 C7 C8 C3 -0.7(4) . . . . ?
C4 C3 C8 C7 -0.2(3) . . . . ?
C2 C3 C8 C7 178.2(2) . . . . ?
C14 C9 C10 C11 1.0(3) . . . . ?
C14 C9 C10 N2 -177.4(2) . . . . ?
C9 C10 C11 C12 -0.6(4) . . . . ?
N2 C10 C11 C12 177.8(2) . . . . ?
C10 C11 C12 C13 -0.7(4) . . . . ?
C11 C12 C13 C14 1.5(4) . . . . ?
C12 C13 C14 C9 -1.0(3) . . . . ?
C12 C13 C14 C15 -178.0(2) . . . . ?
C10 C9 C14 C13 -0.2(3) . . . . ?
C10 C9 C14 C15 176.84(19) . . . . ?
C13 C14 C15 O5 -178.55(19) . . . . ?
C9 C14 C15 O5 4.5(3) . . . . ?
C13 C14 C15 C16 5.2(3) . . . . ?
C9 C14 C15 C16 -171.75(18) . . . . ?
C1 C2 C16 C23 -0.4(3) . . . . ?
C3 C2 C16 C23 -178.26(18) . . . . ?
C1 C2 C16 C15 176.80(18) . . . . ?
C3 C2 C16 C15 -1.0(3) . . . . ?
O5 C15 C16 C23 -75.6(3) . . . . ?
C14 C15 C16 C23 100.6(2) . . . . ?
O5 C15 C16 C2 107.1(2) . . . . ?
C14 C15 C16 C2 -76.6(2) . . . . ?
O6 C17 C18 C19 179.6(2) . . . . ?
C22 C17 C18 C19 -1.0(3) . . . . ?
C17 C18 C19 C20 -0.3(4) . . . . ?
C18 C19 C20 C21 1.5(4) . . . . ?
C19 C20 C21 C22 -1.3(4) . . . . ?
C18 C17 C22 C21 1.2(3) . . . . ?
O6 C17 C22 C21 -179.42(18) . . . . ?
C18 C17 C22 C23 -179.2(2) . . . . ?
O6 C17 C22 C23 0.2(2) . . . . ?
C20 C21 C22 C17 0.1(3) . . . . ?
C20 C21 C22 C23 -179.4(2) . . . . ?
C2 C16 C23 C24 0.8(3) . . . . ?
C15 C16 C23 C24 -176.57(17) . . . . ?
C2 C16 C23 C22 178.9(2) . . . . ?
C15 C16 C23 C22 1.5(3) . . . . ?
C17 C22 C23 C24 -0.7(2) . . . . ?
C21 C22 C23 C24 178.8(2) . . . . ?
C17 C22 C23 C16 -179.0(2) . . . . ?
C21 C22 C23 C16 0.5(4) . . . . ?
C16 C23 C24 O6 179.65(16) . . . . ?
C22 C23 C24 O6 1.1(2) . . . . ?
C16 C23 C24 C25 0.1(3) . . . . ?
C22 C23 C24 C25 -178.47(19) . . . . ?
C2 C1 C25 C24 1.7(3) . . . . ?
C2 C1 C25 C26' 175.5(4) . . . . ?
C2 C1 C25 C26 -166.4(4) . . . . ?
O6 C24 C25 C1 179.21(18) . . . . ?
C23 C24 C25 C1 -1.3(3) . . . . ?
O6 C24 C25 C26' 5.8(5) . . . . ?
C23 C24 C25 C26' -174.7(4) . . . . ?
O6 C24 C25 C26 -11.9(5) . . . . ?
C23 C24 C25 C26 167.6(5) . . . . ?
C1 C25 C26 C31 111.2(10) . . . . ?
C24 C25 C26 C31 -56.4(13) . . . . ?
C1 C25 C26 C27 -67.1(13) . . . . ?
C24 C25 C26 C27 125.4(9) . . . . ?
C31 C26 C27 C28 -1.7(19) . . . . ?
C25 C26 C27 C28 176.6(12) . . . . ?
C31 C26 C27 C32 177.2(11) . . . . ?
C25 C26 C27 C32 -4.5(16) . . . . ?
C26 C27 C28 C29 2.7(19) . . . . ?
C32 C27 C28 C29 -176.1(10) . . . . ?
C27 C28 C29 C30 -3.0(18) . . . . ?
C28 C29 C30 C31 2.1(14) . . . . ?
C29 C30 C31 C26 -0.8(13) . . . . ?
C27 C26 C31 C30 0.7(17) . . . . ?
C25 C26 C31 C30 -177.6(10) . . . . ?
C1 C25 C26' C31' -53.3(11) . . . . ?
C24 C25 C26' C31' 119.8(8) . . . . ?
C1 C25 C26' C27' 122.6(8) . . . . ?
C24 C25 C26' C27' -64.3(10) . . . . ?
C31' C26' C27' C28' -1.7(14) . . . . ?
C25 C26' C27' C28' -177.8(8) . . . . ?
C31' C26' C27' C32' 176.4(8) . . . . ?
C25 C26' C27' C32' 0.3(13) . . . . ?
C26' C27' C28' C29' 0.7(13) . . . . ?
C32' C27' C28' C29' -177.5(9) . . . . ?
C27' C28' C29' C30' 1.2(16) . . . . ?
C28' C29' C30' C31' -2.1(16) . . . . ?
C29' C30' C31' C26' 0.9(12) . . . . ?
C27' C26' C31' C30' 0.9(13) . . . . ?
C25 C26' C31' C30' 176.8(8) . . . . ?
C6 C5 N1 O2 -174.5(3) . . . . ?
C4 C5 N1 O2 5.5(4) . . . . ?
C6 C5 N1 O1 3.7(4) . . . . ?
C4 C5 N1 O1 -176.2(2) . . . . ?
C9 C10 N2 O3 170.5(3) . . . . ?
C11 C10 N2 O3 -7.9(4) . . . . ?
C9 C10 N2 O4 -9.3(4) . . . . ?
C11 C10 N2 O4 172.3(3) . . . . ?
C23 C24 O6 C17 -0.9(2) . . . . ?
C25 C24 O6 C17 178.59(19) . . . . ?
C18 C17 O6 C24 179.8(2) . . . . ?
C22 C17 O6 C24 0.4(2) . . . . ?

_refine_diff_density_max         0.402
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.037


####################################################################### 
# 
# 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_3l
_database_code_depnum_ccdc_archive 'CCDC 1891437'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan'
;Yangzhou University
China
;
_audit_update_record             
;
2019-01-17 deposited with the CCDC.	2019-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H21 Br O2'
_chemical_formula_sum            'C32 H21 Br O2'
_chemical_formula_weight         517.40

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   10.6020(12)
_cell_length_b                   20.505(2)
_cell_length_c                   12.2951(13)
_cell_angle_alpha                90
_cell_angle_beta                 114.940(3)
_cell_angle_gamma                90
_cell_volume                     2423.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7477
_cell_measurement_theta_min      2.34
_cell_measurement_theta_max      26.40

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_F_000             1056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.724
_shelx_estimated_absorpt_T_min   0.682
_shelx_estimated_absorpt_T_max   0.724
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.668
_exptl_absorpt_correction_T_max  0.708
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21244
_diffrn_reflns_av_unetI/netI     0.0487
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.118
_diffrn_reflns_theta_max         27.554
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5493
_reflns_number_gt                3503
_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-2014/7 (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)+(0.0437P)²+0.9174P] 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         5493
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0894
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.1076
_refine_ls_wR_factor_gt          0.0939
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.002
_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
Br1 Br 0.03470(3) 0.57471(2) 0.63588(3) 0.06849(14) Uani 1 1 d . . . . .
C1 C 0.5107(3) 0.58344(11) 0.4698(2) 0.0426(6) Uani 1 1 d . . . . .
C2 C 0.6383(3) 0.55506(13) 0.4968(3) 0.0508(7) Uani 1 1 d . . . . .
H2 H 0.7010 0.5464 0.5754 0.061 Uiso 1 1 calc R U . . .
C3 C 0.6677(3) 0.54024(13) 0.4004(3) 0.0557(7) Uani 1 1 d . . . . .
H3 H 0.7525 0.5208 0.4148 0.067 Uiso 1 1 calc R U . . .
C4 C 0.5752(3) 0.55329(12) 0.2826(3) 0.0508(7) Uani 1 1 d . . . . .
C5 C 0.6107(4) 0.53433(16) 0.1790(3) 0.0724(9) Uani 1 1 d . . . . .
H5A H 0.5762 0.4913 0.1518 0.109 Uiso 1 1 calc R U . . .
H5B H 0.7098 0.5350 0.2055 0.109 Uiso 1 1 calc R U . . .
H5C H 0.5685 0.5648 0.1143 0.109 Uiso 1 1 calc R U . . .
C6 C 0.4497(3) 0.58310(11) 0.2590(2) 0.0465(6) Uani 1 1 d . . . . .
H6 H 0.3886 0.5930 0.1805 0.056 Uiso 1 1 calc R U . . .
C7 C 0.4149(3) 0.59841(11) 0.3540(2) 0.0402(6) Uani 1 1 d . . . . .
C8 C 0.2949(2) 0.62661(11) 0.3660(2) 0.0387(5) Uani 1 1 d . . . . .
C9 C 0.3300(2) 0.62483(11) 0.4891(2) 0.0396(5) Uani 1 1 d . . . . .
C10 C 0.2414(3) 0.64570(11) 0.5392(2) 0.0408(6) Uani 1 1 d . . . . .
C11 C 0.2818(3) 0.64682(12) 0.6705(2) 0.0453(6) Uani 1 1 d . . . . .
C12 C 0.4072(4) 0.67540(18) 0.7461(3) 0.0780(10) Uani 1 1 d . . . . .
H12 H 0.4681 0.6893 0.7143 0.094 Uiso 1 1 calc R U . . .
C13 C 0.4436(4) 0.6836(2) 0.8665(3) 0.1006(14) Uani 1 1 d . . . . .
H13 H 0.5286 0.7025 0.9151 0.121 Uiso 1 1 calc R U . . .
C14 C 0.3555(4) 0.6642(2) 0.9145(3) 0.0849(11) Uani 1 1 d . . . . .
H14 H 0.3783 0.6721 0.9951 0.102 Uiso 1 1 calc R U . . .
C15 C 0.2338(3) 0.63336(16) 0.8455(3) 0.0639(8) Uani 1 1 d . . . . .
H15 H 0.1752 0.6189 0.8794 0.077 Uiso 1 1 calc R U . . .
C16 C 0.1980(3) 0.62366(12) 0.7242(2) 0.0463(6) Uani 1 1 d . . . . .
C17 C 0.1142(3) 0.66999(12) 0.4576(2) 0.0446(6) Uani 1 1 d . . . . .
H17 H 0.0524 0.6854 0.4873 0.053 Uiso 1 1 calc R U . . .
C18 C 0.0733(3) 0.67271(11) 0.3339(2) 0.0404(6) Uani 1 1 d . . . . .
C19 C -0.0646(3) 0.70242(11) 0.2591(2) 0.0408(6) Uani 1 1 d . . . . .
C20 C -0.1811(3) 0.68537(12) 0.2774(2) 0.0502(6) Uani 1 1 d . . . . .
H20 H -0.1734 0.6538 0.3341 0.060 Uiso 1 1 calc R U . . .
C21 C -0.3085(3) 0.71481(13) 0.2121(3) 0.0590(7) Uani 1 1 d . . . . .
H21 H -0.3853 0.7032 0.2260 0.071 Uiso 1 1 calc R U . . .
C22 C -0.3219(3) 0.76108(13) 0.1271(3) 0.0591(8) Uani 1 1 d . . . . .
H22 H -0.4077 0.7806 0.0830 0.071 Uiso 1 1 calc R U . . .
C23 C -0.2077(3) 0.77842(13) 0.1076(2) 0.0575(7) Uani 1 1 d . . . . .
H23 H -0.2168 0.8095 0.0497 0.069 Uiso 1 1 calc R U . . .
C24 C -0.0795(3) 0.75007(12) 0.1733(2) 0.0481(6) Uani 1 1 d . . . . .
H24 H -0.0028 0.7628 0.1603 0.058 Uiso 1 1 calc R U . . .
C25 C 0.1649(3) 0.65018(11) 0.2864(2) 0.0394(6) Uani 1 1 d . . . . .
C26 C 0.1284(3) 0.65239(11) 0.1537(2) 0.0432(6) Uani 1 1 d . . . . .
C27 C 0.0013(3) 0.61933(11) 0.0667(2) 0.0403(6) Uani 1 1 d . . . . .
C28 C -0.0578(3) 0.56654(12) 0.0985(2) 0.0525(7) Uani 1 1 d . . . . .
H28 H -0.0198 0.5519 0.1774 0.063 Uiso 1 1 calc R U . . .
C29 C -0.1725(4) 0.53574(14) 0.0137(3) 0.0686(9) Uani 1 1 d . . . . .
H29 H -0.2101 0.4997 0.0354 0.082 Uiso 1 1 calc R U . . .
C30 C -0.2319(4) 0.55776(17) -0.1026(3) 0.0770(9) Uani 1 1 d . . . . .
H30 H -0.3102 0.5372 -0.1593 0.092 Uiso 1 1 calc R U . . .
C31 C -0.1747(4) 0.61035(16) -0.1345(3) 0.0735(9) Uani 1 1 d . . . . .
H31 H -0.2149 0.6256 -0.2130 0.088 Uiso 1 1 calc R U . . .
C32 C -0.0589(3) 0.64047(13) -0.0514(2) 0.0533(7) Uani 1 1 d . . . . .
H32 H -0.0201 0.6755 -0.0745 0.064 Uiso 1 1 calc R U . . .
O1 O 0.46108(17) 0.59974(8) 0.55440(14) 0.0452(4) Uani 1 1 d . . . . .
O2 O 0.2063(2) 0.68054(10) 0.11923(17) 0.0654(5) 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
Br1 C16 1.897(3) . ?
C1 C2 1.379(4) . ?
C1 O1 1.390(3) . ?
C1 C7 1.391(4) . ?
C2 C3 1.381(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.391(4) . ?
C3 H3 0.9300 . ?
C4 C6 1.379(4) . ?
C4 C5 1.523(4) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.400(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.461(3) . ?
C8 C25 1.397(3) . ?
C8 C9 1.398(3) . ?
C9 O1 1.378(3) . ?
C9 C10 1.391(3) . ?
C10 C17 1.390(3) . ?
C10 C11 1.485(3) . ?
C11 C12 1.390(4) . ?
C11 C16 1.395(3) . ?
C12 C13 1.373(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.358(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.365(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.389(4) . ?
C15 H15 0.9300 . ?
C17 C18 1.396(3) . ?
C17 H17 0.9300 . ?
C18 C25 1.406(3) . ?
C18 C19 1.491(3) . ?
C19 C20 1.390(3) . ?
C19 C24 1.397(3) . ?
C20 C21 1.385(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.374(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.377(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.382(4) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.510(3) . ?
C26 O2 1.221(3) . ?
C26 C27 1.485(4) . ?
C27 C32 1.387(3) . ?
C27 C28 1.387(3) . ?
C28 C29 1.377(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.374(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.373(5) . ?
C30 H30 0.9300 . ?
C31 C32 1.369(4) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?

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 O1 124.4(2) . . ?
C2 C1 C7 123.9(2) . . ?
O1 C1 C7 111.7(2) . . ?
C1 C2 C3 116.1(3) . . ?
C1 C2 H2 121.9 . . ?
C3 C2 H2 121.9 . . ?
C2 C3 C4 122.5(3) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C6 C4 C3 119.9(2) . . ?
C6 C4 C5 119.6(3) . . ?
C3 C4 C5 120.5(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 C7 119.6(3) . . ?
C4 C6 H6 120.2 . . ?
C7 C6 H6 120.2 . . ?
C1 C7 C6 118.0(2) . . ?
C1 C7 C8 105.9(2) . . ?
C6 C7 C8 136.1(2) . . ?
C25 C8 C9 120.1(2) . . ?
C25 C8 C7 135.2(2) . . ?
C9 C8 C7 104.7(2) . . ?
O1 C9 C10 124.1(2) . . ?
O1 C9 C8 112.51(19) . . ?
C10 C9 C8 123.4(2) . . ?
C17 C10 C9 114.9(2) . . ?
C17 C10 C11 121.8(2) . . ?
C9 C10 C11 123.2(2) . . ?
C12 C11 C16 116.6(2) . . ?
C12 C11 C10 119.3(2) . . ?
C16 C11 C10 124.0(2) . . ?
C13 C12 C11 121.8(3) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C14 C13 C12 120.0(3) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120.6(3) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C16 119.5(3) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C15 C16 C11 121.3(3) . . ?
C15 C16 Br1 117.4(2) . . ?
C11 C16 Br1 121.23(19) . . ?
C10 C17 C18 124.2(2) . . ?
C10 C17 H17 117.9 . . ?
C18 C17 H17 117.9 . . ?
C17 C18 C25 119.2(2) . . ?
C17 C18 C19 117.5(2) . . ?
C25 C18 C19 123.2(2) . . ?
C20 C19 C24 118.2(2) . . ?
C20 C19 C18 120.3(2) . . ?
C24 C19 C18 121.4(2) . . ?
C21 C20 C19 120.8(2) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C22 C21 C20 120.3(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 119.6(3) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C22 C23 C24 120.7(3) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C23 C24 C19 120.4(2) . . ?
C23 C24 H24 119.8 . . ?
C19 C24 H24 119.8 . . ?
C8 C25 C18 118.2(2) . . ?
C8 C25 C26 119.7(2) . . ?
C18 C25 C26 122.1(2) . . ?
O2 C26 C27 120.5(2) . . ?
O2 C26 C25 119.1(2) . . ?
C27 C26 C25 120.4(2) . . ?
C32 C27 C28 118.4(2) . . ?
C32 C27 C26 119.3(2) . . ?
C28 C27 C26 122.3(2) . . ?
C29 C28 C27 120.3(3) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C30 C29 C28 120.6(3) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C31 C30 C29 119.4(3) . . ?
C31 C30 H30 120.3 . . ?
C29 C30 H30 120.3 . . ?
C32 C31 C30 120.5(3) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C31 C32 C27 120.8(3) . . ?
C31 C32 H32 119.6 . . ?
C27 C32 H32 119.6 . . ?
C9 O1 C1 105.13(18) . . ?

_refine_diff_density_max         0.578
_refine_diff_density_min         -0.575
_refine_diff_density_rms         0.051


####################################################################### 
# 
# 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_4a
_database_code_depnum_ccdc_archive 'CCDC 1891438'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan'
;Yangzhou University
China
;
_audit_update_record             
;
2019-01-17 deposited with the CCDC.	2019-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H19 Cl O'
_chemical_formula_sum            'C26 H19 Cl O'
_chemical_formula_weight         382.86

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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                   9.998(7)
_cell_length_b                   15.063(11)
_cell_length_c                   15.716(11)
_cell_angle_alpha                63.252(13)
_cell_angle_beta                 83.527(15)
_cell_angle_gamma                76.536(16)
_cell_volume                     2056(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1345
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      18.92

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_F_000             800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.199
_shelx_estimated_absorpt_T_min   0.950
_shelx_estimated_absorpt_T_max   0.961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.950
_exptl_absorpt_correction_T_max  0.961
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15502
_diffrn_reflns_av_unetI/netI     0.4253
_diffrn_reflns_av_R_equivalents  0.1712
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.095
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measured_fraction_theta_full 0.906
_diffrn_reflns_Laue_measured_fraction_max 0.912
_diffrn_reflns_Laue_measured_fraction_full 0.906
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_point_group_measured_fraction_full 0.906
_reflns_number_total             7379
_reflns_number_gt                1807
_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-2014/7 (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)+(0.1465P)²+0.5800P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0037(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7379
_refine_ls_number_parameters     510
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.4157
_refine_ls_R_factor_gt           0.1326
_refine_ls_wR_factor_ref         0.3894
_refine_ls_wR_factor_gt          0.2689
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_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 0.8964(12) 0.1921(10) 0.9507(7) 0.060(3) Uani 1 1 d . . . . .
C2 C 1.0040(11) 0.1413(10) 1.0163(8) 0.086(4) Uani 1 1 d . . . . .
H2 H 1.0532 0.0767 1.0271 0.103 Uiso 1 1 calc R U . . .
C3 C 1.0334(10) 0.1931(10) 1.0649(7) 0.067(3) Uani 1 1 d . . . . .
H3 H 1.1056 0.1643 1.1078 0.081 Uiso 1 1 calc R U . . .
C4 C 0.9534(13) 0.2874(11) 1.0482(8) 0.073(3) Uani 1 1 d . . . . .
C5 C 0.8461(11) 0.3381(9) 0.9862(8) 0.069(3) Uani 1 1 d . . . . .
H5 H 0.7957 0.4016 0.9780 0.083 Uiso 1 1 calc R U . . .
C6 C 0.8165(12) 0.2878(11) 0.9353(8) 0.067(3) Uani 1 1 d . . . . .
C7 C 0.7156(11) 0.3129(10) 0.8658(8) 0.057(3) Uani 1 1 d . . . . .
C8 C 0.6148(12) 0.3974(10) 0.8184(9) 0.075(3) Uani 1 1 d . . . . .
H8 H 0.6007 0.4527 0.8324 0.090 Uiso 1 1 calc R U . . .
C9 C 0.5324(10) 0.4008(9) 0.7484(8) 0.056(3) Uani 1 1 d . . . . .
C10 C 0.5592(10) 0.3164(10) 0.7305(7) 0.064(3) Uani 1 1 d . . . . .
H10 H 0.5050 0.3178 0.6854 0.077 Uiso 1 1 calc R U . . .
C11 C 0.6615(11) 0.2286(10) 0.7748(8) 0.066(3) Uani 1 1 d . . . . .
C12 C 0.7396(10) 0.2346(9) 0.8408(7) 0.058(3) Uani 1 1 d . . . . .
C13 C 0.6884(10) 0.1406(8) 0.7525(6) 0.057(3) Uani 1 1 d . . . . .
C14 C 0.5750(10) 0.1039(9) 0.7395(7) 0.079(3) Uani 1 1 d . . . . .
H14 H 0.4860 0.1334 0.7499 0.094 Uiso 1 1 calc R U . . .
C15 C 0.5932(12) 0.0276(10) 0.7127(8) 0.094(4) Uani 1 1 d . . . . .
H15 H 0.5159 0.0073 0.7054 0.112 Uiso 1 1 calc R U . . .
C16 C 0.7191(13) -0.0202(9) 0.6960(8) 0.082(3) Uani 1 1 d . . . . .
C17 C 0.7395(11) -0.1057(9) 0.6659(9) 0.128(5) Uani 1 1 d . . . . .
H17A H 0.6971 -0.1593 0.7121 0.192 Uiso 1 1 calc R U . . .
H17B H 0.8360 -0.1315 0.6617 0.192 Uiso 1 1 calc R U . . .
H17C H 0.6981 -0.0800 0.6048 0.192 Uiso 1 1 calc R U . . .
C18 C 0.8332(10) 0.0119(9) 0.7124(8) 0.086(4) Uani 1 1 d . . . . .
H18 H 0.9219 -0.0201 0.7044 0.103 Uiso 1 1 calc R U . . .
C19 C 0.8159(10) 0.0882(8) 0.7393(7) 0.072(3) Uani 1 1 d . . . . .
H19 H 0.8939 0.1058 0.7494 0.086 Uiso 1 1 calc R U . . .
C20 C 0.4224(10) 0.4895(9) 0.6961(8) 0.058(3) Uani 1 1 d . . . . .
C21 C 0.3885(12) 0.5112(9) 0.6049(10) 0.081(3) Uani 1 1 d . . . . .
H21 H 0.4363 0.4703 0.5767 0.097 Uiso 1 1 calc R U . . .
C22 C 0.2873(14) 0.5905(11) 0.5560(8) 0.086(4) Uani 1 1 d . . . . .
H22 H 0.2685 0.6026 0.4947 0.104 Uiso 1 1 calc R U . . .
C23 C 0.2086(12) 0.6563(9) 0.5938(10) 0.082(3) Uani 1 1 d . . . . .
C24 C 0.0944(12) 0.7425(9) 0.5397(10) 0.127(5) Uani 1 1 d . . . . .
H24A H 0.1152 0.7692 0.4728 0.190 Uiso 1 1 calc R U . . .
H24B H 0.0847 0.7950 0.5601 0.190 Uiso 1 1 calc R U . . .
H24C H 0.0100 0.7186 0.5518 0.190 Uiso 1 1 calc R U . . .
C25 C 0.2482(12) 0.6351(9) 0.6857(9) 0.074(3) Uani 1 1 d . . . . .
H25 H 0.2039 0.6770 0.7137 0.089 Uiso 1 1 calc R U . . .
C26 C 0.3516(11) 0.5533(9) 0.7346(8) 0.066(3) Uani 1 1 d . . . . .
H26 H 0.3740 0.5410 0.7954 0.079 Uiso 1 1 calc R U . . .
C27 C 0.3595(12) 0.2032(12) 0.9486(8) 0.068(3) Uani 1 1 d . . . . .
C28 C 0.4573(12) 0.1482(12) 1.0167(9) 0.108(5) Uani 1 1 d . . . . .
H28 H 0.5046 0.0825 1.0300 0.129 Uiso 1 1 calc R U . . .
C29 C 0.4776(11) 0.2033(11) 1.0644(8) 0.085(4) Uani 1 1 d . . . . .
H29 H 0.5415 0.1713 1.1133 0.102 Uiso 1 1 calc R U . . .
C30 C 0.4091(14) 0.3026(12) 1.0439(9) 0.087(4) Uani 1 1 d . . . . .
C31 C 0.3119(12) 0.3551(9) 0.9751(9) 0.079(4) Uani 1 1 d . . . . .
H31 H 0.2650 0.4205 0.9633 0.095 Uiso 1 1 calc R U . . .
C32 C 0.2844(12) 0.3054(12) 0.9212(8) 0.068(3) Uani 1 1 d . . . . .
C33 C 0.1934(11) 0.3270(11) 0.8484(8) 0.061(3) Uani 1 1 d . . . . .
C34 C 0.0943(12) 0.4123(10) 0.7973(9) 0.072(4) Uani 1 1 d . . . . .
H34 H 0.0811 0.4694 0.8084 0.086 Uiso 1 1 calc R U . . .
C35 C 0.0135(11) 0.4130(9) 0.7290(8) 0.058(3) Uani 1 1 d . . . . .
C36 C 0.0430(11) 0.3258(10) 0.7127(7) 0.066(3) Uani 1 1 d . . . . .
H36 H -0.0074 0.3247 0.6671 0.079 Uiso 1 1 calc R U . . .
C37 C 0.1446(12) 0.2407(9) 0.7623(8) 0.061(3) Uani 1 1 d . . . . .
C38 C 0.2163(10) 0.2426(10) 0.8321(7) 0.054(3) Uani 1 1 d . . . . .
C39 C 0.1722(9) 0.1484(10) 0.7423(9) 0.062(3) Uani 1 1 d . . . . .
C40 C 0.1742(10) 0.1574(9) 0.6506(10) 0.084(4) Uani 1 1 d . . . . .
H40 H 0.1592 0.2226 0.6008 0.100 Uiso 1 1 calc R U . . .
C41 C 0.1969(11) 0.0764(14) 0.6276(9) 0.090(4) Uani 1 1 d . . . . .
H41 H 0.1965 0.0866 0.5647 0.108 Uiso 1 1 calc R U . . .
C42 C 0.2205(10) -0.0218(12) 0.7033(14) 0.087(4) Uani 1 1 d . . . . .
C43 C 0.2454(11) -0.1149(9) 0.6805(9) 0.122(5) Uani 1 1 d . . . . .
H43A H 0.3368 -0.1539 0.6990 0.183 Uiso 1 1 calc R U . . .
H43B H 0.2350 -0.0915 0.6133 0.183 Uiso 1 1 calc R U . . .
H43C H 0.1799 -0.1564 0.7150 0.183 Uiso 1 1 calc R U . . .
C44 C 0.2151(10) -0.0321(10) 0.7929(10) 0.081(4) Uani 1 1 d . . . . .
H44 H 0.2263 -0.0970 0.8431 0.097 Uiso 1 1 calc R U . . .
C45 C 0.1938(10) 0.0492(13) 0.8128(9) 0.076(4) Uani 1 1 d . . . . .
H45 H 0.1938 0.0377 0.8761 0.092 Uiso 1 1 calc R U . . .
C46 C -0.0976(11) 0.4982(8) 0.6750(8) 0.056(3) Uani 1 1 d . . . . .
C47 C -0.1421(11) 0.5206(9) 0.5859(8) 0.067(3) Uani 1 1 d . . . . .
H47 H -0.0955 0.4820 0.5551 0.081 Uiso 1 1 calc R U . . .
C48 C -0.2516(12) 0.5970(9) 0.5410(8) 0.070(3) Uani 1 1 d . . . . .
H48 H -0.2799 0.6051 0.4831 0.084 Uiso 1 1 calc R U . . .
C49 C -0.3217(11) 0.6626(9) 0.5781(10) 0.076(3) Uani 1 1 d . . . . .
C50 C -0.4415(11) 0.7463(8) 0.5283(8) 0.105(4) Uani 1 1 d . . . . .
H50A H -0.4175 0.7840 0.4628 0.157 Uiso 1 1 calc R U . . .
H50B H -0.4642 0.7907 0.5587 0.157 Uiso 1 1 calc R U . . .
H50C H -0.5192 0.7175 0.5316 0.157 Uiso 1 1 calc R U . . .
C51 C -0.2764(13) 0.6429(9) 0.6672(9) 0.079(3) Uani 1 1 d . . . . .
H51 H -0.3220 0.6836 0.6961 0.094 Uiso 1 1 calc R U . . .
C52 C -0.1671(12) 0.5657(9) 0.7140(8) 0.071(3) Uani 1 1 d . . . . .
H52 H -0.1384 0.5578 0.7718 0.085 Uiso 1 1 calc R U . . .
Cl1 Cl 0.9966(3) 0.3465(3) 1.1150(2) 0.1162(14) Uani 1 1 d . . . . .
Cl2 Cl 0.4460(4) 0.3653(3) 1.1070(2) 0.1359(16) Uani 1 1 d . . . . .
O1 O 0.8497(7) 0.1546(5) 0.8953(5) 0.072(2) Uani 1 1 d . . . . .
O2 O 0.3148(7) 0.1673(5) 0.8909(6) 0.074(2) 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
C1 O1 1.397(11) . ?
C1 C2 1.401(13) . ?
C1 C6 1.402(13) . ?
C2 C3 1.405(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.381(13) . ?
C3 H3 0.9300 . ?
C4 C5 1.366(13) . ?
C4 Cl1 1.791(11) . ?
C5 C6 1.416(12) . ?
C5 H5 0.9300 . ?
C6 C7 1.433(13) . ?
C7 C12 1.366(12) . ?
C7 C8 1.382(13) . ?
C8 C9 1.423(13) . ?
C8 H8 0.9300 . ?
C9 C10 1.383(12) . ?
C9 C20 1.484(13) . ?
C10 C11 1.408(13) . ?
C10 H10 0.9300 . ?
C11 C12 1.412(13) . ?
C11 C13 1.477(12) . ?
C12 O1 1.436(11) . ?
C13 C19 1.382(11) . ?
C13 C14 1.443(12) . ?
C14 C15 1.360(12) . ?
C14 H14 0.9300 . ?
C15 C16 1.359(13) . ?
C15 H15 0.9300 . ?
C16 C18 1.427(13) . ?
C16 C17 1.525(13) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.364(12) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C26 1.380(12) . ?
C20 C21 1.382(13) . ?
C21 C22 1.353(13) . ?
C21 H21 0.9300 . ?
C22 C23 1.419(14) . ?
C22 H22 0.9300 . ?
C23 C25 1.414(13) . ?
C23 C24 1.499(14) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.382(12) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C27 C28 1.360(14) . ?
C27 O2 1.399(11) . ?
C27 C32 1.434(14) . ?
C28 C29 1.401(14) . ?
C28 H28 0.9300 . ?
C29 C30 1.397(15) . ?
C29 H29 0.9300 . ?
C30 C31 1.359(14) . ?
C30 Cl2 1.760(12) . ?
C31 C32 1.440(13) . ?
C31 H31 0.9300 . ?
C32 C33 1.417(13) . ?
C33 C38 1.371(13) . ?
C33 C34 1.391(13) . ?
C34 C35 1.410(13) . ?
C34 H34 0.9300 . ?
C35 C36 1.407(13) . ?
C35 C46 1.473(13) . ?
C36 C37 1.398(12) . ?
C36 H36 0.9300 . ?
C37 C38 1.390(12) . ?
C37 C39 1.519(14) . ?
C38 O2 1.361(10) . ?
C39 C40 1.384(13) . ?
C39 C45 1.386(13) . ?
C40 C41 1.385(14) . ?
C40 H40 0.9300 . ?
C41 C42 1.406(15) . ?
C41 H41 0.9300 . ?
C42 C44 1.341(14) . ?
C42 C43 1.558(14) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 C45 1.360(13) . ?
C44 H44 0.9300 . ?
C45 H45 0.9300 . ?
C46 C47 1.385(12) . ?
C46 C52 1.424(12) . ?
C47 C48 1.370(12) . ?
C47 H47 0.9300 . ?
C48 C49 1.381(13) . ?
C48 H48 0.9300 . ?
C49 C51 1.400(13) . ?
C49 C50 1.502(13) . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C51 C52 1.381(13) . ?
C51 H51 0.9300 . ?
C52 H52 0.9300 . ?

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
O1 C1 C2 125.9(12) . . ?
O1 C1 C6 110.8(11) . . ?
C2 C1 C6 123.3(11) . . ?
C1 C2 C3 116.4(11) . . ?
C1 C2 H2 121.8 . . ?
C3 C2 H2 121.8 . . ?
C4 C3 C2 119.1(11) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C5 C4 C3 126.0(10) . . ?
C5 C4 Cl1 118.2(11) . . ?
C3 C4 Cl1 115.9(10) . . ?
C4 C5 C6 115.8(11) . . ?
C4 C5 H5 122.1 . . ?
C6 C5 H5 122.1 . . ?
C1 C6 C5 119.5(12) . . ?
C1 C6 C7 106.8(10) . . ?
C5 C6 C7 133.7(14) . . ?
C12 C7 C8 118.8(10) . . ?
C12 C7 C6 106.8(11) . . ?
C8 C7 C6 134.2(13) . . ?
C7 C8 C9 120.7(10) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C10 C9 C8 116.7(10) . . ?
C10 C9 C20 120.6(10) . . ?
C8 C9 C20 122.7(11) . . ?
C9 C10 C11 125.6(10) . . ?
C9 C10 H10 117.2 . . ?
C11 C10 H10 117.2 . . ?
C10 C11 C12 112.9(10) . . ?
C10 C11 C13 123.9(10) . . ?
C12 C11 C13 123.2(11) . . ?
C7 C12 C11 125.1(11) . . ?
C7 C12 O1 111.3(10) . . ?
C11 C12 O1 123.5(12) . . ?
C19 C13 C14 113.7(9) . . ?
C19 C13 C11 126.3(9) . . ?
C14 C13 C11 119.9(9) . . ?
C15 C14 C13 122.5(9) . . ?
C15 C14 H14 118.7 . . ?
C13 C14 H14 118.7 . . ?
C16 C15 C14 123.0(10) . . ?
C16 C15 H15 118.5 . . ?
C14 C15 H15 118.5 . . ?
C15 C16 C18 115.4(10) . . ?
C15 C16 C17 123.0(11) . . ?
C18 C16 C17 121.5(11) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C16 121.9(9) . . ?
C19 C18 H18 119.0 . . ?
C16 C18 H18 119.0 . . ?
C18 C19 C13 123.3(9) . . ?
C18 C19 H19 118.4 . . ?
C13 C19 H19 118.4 . . ?
C26 C20 C21 117.6(11) . . ?
C26 C20 C9 122.5(11) . . ?
C21 C20 C9 119.9(11) . . ?
C22 C21 C20 121.3(12) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C21 C22 C23 123.1(12) . . ?
C21 C22 H22 118.4 . . ?
C23 C22 H22 118.4 . . ?
C25 C23 C22 114.6(11) . . ?
C25 C23 C24 122.7(13) . . ?
C22 C23 C24 122.7(13) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C23 121.3(11) . . ?
C26 C25 H25 119.3 . . ?
C23 C25 H25 119.3 . . ?
C20 C26 C25 121.9(10) . . ?
C20 C26 H26 119.0 . . ?
C25 C26 H26 119.0 . . ?
C28 C27 O2 124.3(14) . . ?
C28 C27 C32 128.4(12) . . ?
O2 C27 C32 107.3(12) . . ?
C27 C28 C29 111.2(13) . . ?
C27 C28 H28 124.4 . . ?
C29 C28 H28 124.4 . . ?
C30 C29 C28 124.9(13) . . ?
C30 C29 H29 117.6 . . ?
C28 C29 H29 117.6 . . ?
C31 C30 C29 122.1(11) . . ?
C31 C30 Cl2 117.1(12) . . ?
C29 C30 Cl2 120.8(12) . . ?
C30 C31 C32 117.3(12) . . ?
C30 C31 H31 121.4 . . ?
C32 C31 H31 121.4 . . ?
C33 C32 C27 106.6(11) . . ?
C33 C32 C31 137.2(15) . . ?
C27 C32 C31 116.1(12) . . ?
C38 C33 C34 120.8(11) . . ?
C38 C33 C32 107.1(11) . . ?
C34 C33 C32 132.1(14) . . ?
C33 C34 C35 120.6(10) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 H34 119.7 . . ?
C36 C35 C34 116.7(10) . . ?
C36 C35 C46 119.2(11) . . ?
C34 C35 C46 124.1(11) . . ?
C37 C36 C35 122.8(10) . . ?
C37 C36 H36 118.6 . . ?
C35 C36 H36 118.6 . . ?
C38 C37 C36 117.8(10) . . ?
C38 C37 C39 121.4(12) . . ?
C36 C37 C39 120.8(11) . . ?
O2 C38 C33 111.3(10) . . ?
O2 C38 C37 127.6(13) . . ?
C33 C38 C37 121.1(11) . . ?
C40 C39 C45 114.4(12) . . ?
C40 C39 C37 121.9(12) . . ?
C45 C39 C37 123.7(12) . . ?
C39 C40 C41 124.7(12) . . ?
C39 C40 H40 117.6 . . ?
C41 C40 H40 117.6 . . ?
C40 C41 C42 117.2(12) . . ?
C40 C41 H41 121.4 . . ?
C42 C41 H41 121.4 . . ?
C44 C42 C41 119.0(12) . . ?
C44 C42 C43 122.2(15) . . ?
C41 C42 C43 118.8(16) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C42 C44 C45 122.1(12) . . ?
C42 C44 H44 118.9 . . ?
C45 C44 H44 118.9 . . ?
C44 C45 C39 122.5(12) . . ?
C44 C45 H45 118.7 . . ?
C39 C45 H45 118.7 . . ?
C47 C46 C52 115.1(10) . . ?
C47 C46 C35 125.1(10) . . ?
C52 C46 C35 119.8(10) . . ?
C48 C47 C46 123.0(10) . . ?
C48 C47 H47 118.5 . . ?
C46 C47 H47 118.5 . . ?
C47 C48 C49 122.8(11) . . ?
C47 C48 H48 118.6 . . ?
C49 C48 H48 118.6 . . ?
C48 C49 C51 115.1(11) . . ?
C48 C49 C50 122.5(13) . . ?
C51 C49 C50 122.4(12) . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C52 C51 C49 123.0(11) . . ?
C52 C51 H51 118.5 . . ?
C49 C51 H51 118.5 . . ?
C51 C52 C46 120.8(10) . . ?
C51 C52 H52 119.6 . . ?
C46 C52 H52 119.6 . . ?
C1 O1 C12 104.2(9) . . ?
C38 O2 C27 107.7(10) . . ?

_refine_diff_density_max         0.595
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.061





#=========================================================================================
####################################################################### 
# 
# 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_3d
_database_code_depnum_ccdc_archive 'CCDC 1891435'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan'
;Yangzhou University
China
;
_audit_update_record             
;
2019-01-17 deposited with the CCDC.	2019-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H25 Br O4'
_chemical_formula_sum            'C34 H25 Br O4'
_chemical_formula_weight         577.45

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   13.3814(10)
_cell_length_b                   10.6318(8)
_cell_length_c                   19.2274(16)
_cell_angle_alpha                90
_cell_angle_beta                 92.604(3)
_cell_angle_gamma                90
_cell_volume                     2732.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6990
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      23.52

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.542
_shelx_estimated_absorpt_T_min   0.690
_shelx_estimated_absorpt_T_max   0.748
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.676
_exptl_absorpt_correction_T_max  0.735
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31424
_diffrn_reflns_av_unetI/netI     0.0618
_diffrn_reflns_av_R_equivalents  0.0562
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.816
_diffrn_reflns_theta_max         27.535
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6266
_reflns_number_gt                3165
_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-2014/7 (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)+(0.0446P)²+1.5841P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0036(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6266
_refine_ls_number_parameters     356
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1384
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.1301
_refine_ls_wR_factor_gt          0.1044
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_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
Br1 Br -0.26316(3) 0.41800(6) 0.24468(2) 0.1118(3) Uani 1 1 d . . . . .
C1 C 0.0010(2) 0.5396(3) 0.38862(15) 0.0494(7) Uani 1 1 d . . . . .
C2 C -0.0931(2) 0.5362(3) 0.41559(17) 0.0615(9) Uani 1 1 d . . . . .
H2 H -0.1034 0.5599 0.4613 0.074 Uiso 1 1 calc R U . . .
C3 C -0.1701(2) 0.4965(3) 0.37193(19) 0.0674(9) Uani 1 1 d . . . . .
H3 H -0.2348 0.4931 0.3876 0.081 Uiso 1 1 calc R U . . .
C4 C -0.1520(2) 0.4612(3) 0.30414(18) 0.0640(9) Uani 1 1 d . . . . .
C5 C -0.0576(2) 0.4608(3) 0.27833(16) 0.0529(8) Uani 1 1 d . . . . .
H5 H -0.0471 0.4334 0.2333 0.064 Uiso 1 1 calc R U . . .
C6 C 0.0212(2) 0.5025(3) 0.32154(15) 0.0459(7) Uani 1 1 d . . . . .
C7 C 0.1285(2) 0.5228(2) 0.31531(15) 0.0431(7) Uani 1 1 d . . . . .
C8 C 0.1625(2) 0.5705(2) 0.37935(15) 0.0443(7) Uani 1 1 d . . . . .
C9 C 0.2612(2) 0.6036(2) 0.39680(15) 0.0447(7) Uani 1 1 d . . . . .
C10 C 0.2960(2) 0.6533(2) 0.46545(15) 0.0450(7) Uani 1 1 d . . . . .
C11 C 0.2432(2) 0.7426(3) 0.50131(16) 0.0538(8) Uani 1 1 d . . . . .
H11 H 0.1817 0.7705 0.4829 0.065 Uiso 1 1 calc R U . . .
C12 C 0.2802(2) 0.7905(3) 0.56346(17) 0.0606(9) Uani 1 1 d . . . . .
H12 H 0.2433 0.8508 0.5862 0.073 Uiso 1 1 calc R U . . .
C13 C 0.3708(2) 0.7514(3) 0.59319(16) 0.0588(8) Uani 1 1 d . . . . .
C14 C 0.4133(3) 0.8075(4) 0.66002(19) 0.0914(13) Uani 1 1 d . . . . .
H14A H 0.4582 0.8747 0.6497 0.137 Uiso 1 1 calc R U . . .
H14B H 0.4489 0.7439 0.6865 0.137 Uiso 1 1 calc R U . . .
H14C H 0.3598 0.8397 0.6865 0.137 Uiso 1 1 calc R U . . .
C15 C 0.4223(2) 0.6605(3) 0.55820(18) 0.0653(9) Uani 1 1 d . . . . .
H15 H 0.4831 0.6313 0.5773 0.078 Uiso 1 1 calc R U . . .
C16 C 0.3859(2) 0.6121(3) 0.49601(17) 0.0584(8) Uani 1 1 d . . . . .
H16 H 0.4222 0.5504 0.4739 0.070 Uiso 1 1 calc R U . . .
C17 C 0.1963(2) 0.5087(2) 0.26220(15) 0.0441(7) Uani 1 1 d . . . . .
C18 C 0.1569(2) 0.4676(3) 0.19144(15) 0.0467(7) Uani 1 1 d . . . . .
C19 C 0.16340(19) 0.5534(2) 0.13160(15) 0.0421(7) Uani 1 1 d . . . . .
C20 C 0.1299(2) 0.5125(3) 0.06624(16) 0.0496(7) Uani 1 1 d . . . . .
H20 H 0.1088 0.4296 0.0607 0.060 Uiso 1 1 calc R U . . .
C21 C 0.1269(2) 0.5904(3) 0.00939(16) 0.0540(8) Uani 1 1 d . . . . .
H21 H 0.1036 0.5604 -0.0338 0.065 Uiso 1 1 calc R U . . .
C22 C 0.1584(2) 0.7137(3) 0.01657(16) 0.0516(8) Uani 1 1 d . . . . .
C23 C 0.1147(3) 0.7650(4) -0.10180(19) 0.0981(13) Uani 1 1 d . . . . .
H23A H 0.1537 0.6991 -0.1212 0.147 Uiso 1 1 calc R U . . .
H23B H 0.1137 0.8366 -0.1322 0.147 Uiso 1 1 calc R U . . .
H23C H 0.0475 0.7358 -0.0966 0.147 Uiso 1 1 calc R U . . .
C24 C 0.1943(2) 0.7555(3) 0.08133(17) 0.0543(8) Uani 1 1 d . . . . .
H24 H 0.2175 0.8376 0.0863 0.065 Uiso 1 1 calc R U . . .
C25 C 0.1962(2) 0.6776(3) 0.13789(16) 0.0488(7) Uani 1 1 d . . . . .
H25 H 0.2195 0.7077 0.1810 0.059 Uiso 1 1 calc R U . . .
C26 C 0.3256(2) 0.5839(2) 0.34332(16) 0.0481(7) Uani 1 1 d . . . . .
H26 H 0.3929 0.6028 0.3520 0.058 Uiso 1 1 calc R U . . .
C27 C 0.2969(2) 0.5379(3) 0.27739(15) 0.0461(7) Uani 1 1 d . . . . .
C28 C 0.3744(2) 0.5214(3) 0.22479(15) 0.0472(7) Uani 1 1 d . . . . .
C29 C 0.4387(2) 0.6197(3) 0.20992(17) 0.0602(9) Uani 1 1 d . . . . .
H29 H 0.4340 0.6954 0.2338 0.072 Uiso 1 1 calc R U . . .
C30 C 0.5088(2) 0.6068(3) 0.16066(19) 0.0670(10) Uani 1 1 d . . . . .
H30 H 0.5505 0.6740 0.1510 0.080 Uiso 1 1 calc R U . . .
C31 C 0.5177(2) 0.4947(3) 0.12535(16) 0.0563(8) Uani 1 1 d . . . . .
C32 C 0.5998(3) 0.3817(4) 0.0369(2) 0.0914(13) Uani 1 1 d . . . . .
H32A H 0.6242 0.3153 0.0669 0.137 Uiso 1 1 calc R U . . .
H32B H 0.6465 0.3964 0.0013 0.137 Uiso 1 1 calc R U . . .
H32C H 0.5362 0.3581 0.0157 0.137 Uiso 1 1 calc R U . . .
C33 C 0.4570(2) 0.3954(3) 0.14032(17) 0.0582(8) Uani 1 1 d . . . . .
H33 H 0.4639 0.3189 0.1176 0.070 Uiso 1 1 calc R U . . .
C34 C 0.3852(2) 0.4097(3) 0.18960(16) 0.0551(8) Uani 1 1 d . . . . .
H34 H 0.3435 0.3425 0.1991 0.066 Uiso 1 1 calc R U . . .
O1 O 0.08567(14) 0.58061(18) 0.42552(10) 0.0518(5) Uani 1 1 d . . . . .
O2 O 0.11346(18) 0.36672(19) 0.18531(11) 0.0683(6) Uani 1 1 d . . . . .
O3 O 0.15765(18) 0.7999(2) -0.03545(12) 0.0732(7) Uani 1 1 d . . . . .
O4 O 0.58873(16) 0.4927(2) 0.07618(13) 0.0822(8) 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
Br1 C4 1.891(3) . ?
C1 O1 1.380(3) . ?
C1 C2 1.384(4) . ?
C1 C6 1.387(4) . ?
C2 C3 1.367(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.388(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(4) . ?
C5 C6 1.385(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.461(4) . ?
C7 C8 1.389(4) . ?
C7 C17 1.405(4) . ?
C8 O1 1.392(3) . ?
C8 C9 1.393(4) . ?
C9 C26 1.388(4) . ?
C9 C10 1.477(4) . ?
C10 C11 1.385(4) . ?
C10 C16 1.386(4) . ?
C11 C12 1.371(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.381(4) . ?
C12 H12 0.9300 . ?
C13 C15 1.380(4) . ?
C13 C14 1.504(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.371(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C27 1.399(4) . ?
C17 C18 1.502(4) . ?
C18 O2 1.224(3) . ?
C18 C19 1.473(4) . ?
C19 C20 1.385(4) . ?
C19 C25 1.395(4) . ?
C20 C21 1.370(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.382(4) . ?
C21 H21 0.9300 . ?
C22 O3 1.356(3) . ?
C22 C24 1.387(4) . ?
C23 O3 1.425(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.366(4) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.396(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.491(4) . ?
C28 C34 1.377(4) . ?
C28 C29 1.391(4) . ?
C29 C30 1.370(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.380(4) . ?
C30 H30 0.9300 . ?
C31 C33 1.370(4) . ?
C31 O4 1.371(3) . ?
C32 O4 1.413(4) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.388(4) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?

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
O1 C1 C2 123.7(3) . . ?
O1 C1 C6 112.2(2) . . ?
C2 C1 C6 124.1(3) . . ?
C3 C2 C1 116.9(3) . . ?
C3 C2 H2 121.6 . . ?
C1 C2 H2 121.6 . . ?
C2 C3 C4 120.1(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 122.8(3) . . ?
C5 C4 Br1 119.4(3) . . ?
C3 C4 Br1 117.8(2) . . ?
C4 C5 C6 117.9(3) . . ?
C4 C5 H5 121.0 . . ?
C6 C5 H5 121.0 . . ?
C5 C6 C1 118.3(3) . . ?
C5 C6 C7 136.2(3) . . ?
C1 C6 C7 105.5(3) . . ?
C8 C7 C17 119.1(3) . . ?
C8 C7 C6 105.4(2) . . ?
C17 C7 C6 135.5(3) . . ?
C7 C8 O1 111.8(2) . . ?
C7 C8 C9 125.1(3) . . ?
O1 C8 C9 123.1(3) . . ?
C26 C9 C8 113.4(3) . . ?
C26 C9 C10 122.3(3) . . ?
C8 C9 C10 124.2(3) . . ?
C11 C10 C16 117.3(3) . . ?
C11 C10 C9 122.8(3) . . ?
C16 C10 C9 119.9(2) . . ?
C12 C11 C10 121.1(3) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 121.6(3) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C15 C13 C12 117.2(3) . . ?
C15 C13 C14 121.1(3) . . ?
C12 C13 C14 121.7(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C13 121.5(3) . . ?
C16 C15 H15 119.2 . . ?
C13 C15 H15 119.2 . . ?
C15 C16 C10 121.2(3) . . ?
C15 C16 H16 119.4 . . ?
C10 C16 H16 119.4 . . ?
C27 C17 C7 118.2(3) . . ?
C27 C17 C18 123.3(2) . . ?
C7 C17 C18 118.5(2) . . ?
O2 C18 C19 120.8(3) . . ?
O2 C18 C17 119.2(3) . . ?
C19 C18 C17 119.8(2) . . ?
C20 C19 C25 117.6(3) . . ?
C20 C19 C18 119.1(2) . . ?
C25 C19 C18 123.2(3) . . ?
C21 C20 C19 122.1(3) . . ?
C21 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?
C20 C21 C22 119.7(3) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
O3 C22 C21 125.1(3) . . ?
O3 C22 C24 115.9(3) . . ?
C21 C22 C24 119.0(3) . . ?
O3 C23 H23A 109.5 . . ?
O3 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O3 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C22 120.9(3) . . ?
C25 C24 H24 119.6 . . ?
C22 C24 H24 119.6 . . ?
C24 C25 C19 120.7(3) . . ?
C24 C25 H25 119.6 . . ?
C19 C25 H25 119.6 . . ?
C9 C26 C27 124.8(3) . . ?
C9 C26 H26 117.6 . . ?
C27 C26 H26 117.6 . . ?
C26 C27 C17 119.3(2) . . ?
C26 C27 C28 119.1(3) . . ?
C17 C27 C28 121.6(3) . . ?
C34 C28 C29 117.8(3) . . ?
C34 C28 C27 121.8(3) . . ?
C29 C28 C27 120.4(2) . . ?
C30 C29 C28 121.1(3) . . ?
C30 C29 H29 119.5 . . ?
C28 C29 H29 119.5 . . ?
C29 C30 C31 120.3(3) . . ?
C29 C30 H30 119.9 . . ?
C31 C30 H30 119.9 . . ?
C33 C31 O4 124.7(3) . . ?
C33 C31 C30 119.8(3) . . ?
O4 C31 C30 115.5(3) . . ?
O4 C32 H32A 109.5 . . ?
O4 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
O4 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 C34 119.6(3) . . ?
C31 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?
C28 C34 C33 121.4(3) . . ?
C28 C34 H34 119.3 . . ?
C33 C34 H34 119.3 . . ?
C1 O1 C8 105.1(2) . . ?
C22 O3 C23 118.3(3) . . ?
C31 O4 C32 118.3(3) . . ?

_refine_diff_density_max         0.605
_refine_diff_density_min         -0.665
_refine_diff_density_rms         0.044


