# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_3b
_database_code_depnum_ccdc_archive 'CCDC 2154103'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-02-23 deposited with the CCDC.	2022-05-30 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         'C37 H23 N3 O4'
_chemical_formula_sum            'C37 H23 N3 O4'
_chemical_formula_weight         573.58

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   17.4162(16)
_cell_length_b                   11.9045(11)
_cell_length_c                   34.111(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7072.2(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7013
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      20.99

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.077
_exptl_crystal_F_000             2384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.071
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6451
_exptl_absorpt_correction_T_max  0.7456
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55584
_diffrn_reflns_av_unetI/netI     0.1074
_diffrn_reflns_av_R_equivalents  0.1433
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_theta_min         2.157
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6945
_reflns_number_gt                3077
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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)+(0.1301P)²+3.0137P] 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       0.0020(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6945
_refine_ls_number_parameters     399
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1964
_refine_ls_R_factor_gt           0.0859
_refine_ls_wR_factor_ref         0.2761
_refine_ls_wR_factor_gt          0.2212
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.024
_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 0.7001(2) 0.8373(4) 0.10818(12) 0.0536(11) Uani 1 1 d . . . . .
C2 C 0.7637(3) 0.7785(4) 0.08929(13) 0.0639(13) Uani 1 1 d . . . . .
C3 C 0.8404(3) 0.8132(5) 0.08733(18) 0.0936(17) Uani 1 1 d . . . . .
H3 H 0.8566 0.8801 0.0987 0.112 Uiso 1 1 calc R U . . .
C4 C 0.8899(4) 0.7449(8) 0.0681(3) 0.129(3) Uani 1 1 d . . . . .
H4 H 0.9414 0.7650 0.0662 0.155 Uiso 1 1 calc R U . . .
C5 C 0.8653(5) 0.6461(7) 0.0512(2) 0.122(3) Uani 1 1 d . . . . .
H5 H 0.9010 0.6019 0.0381 0.147 Uiso 1 1 calc R U . . .
C6 C 0.7902(4) 0.6093(5) 0.05282(17) 0.0937(18) Uani 1 1 d . . . . .
H6 H 0.7748 0.5419 0.0415 0.112 Uiso 1 1 calc R U . . .
C7 C 0.7390(3) 0.6794(4) 0.07239(13) 0.0623(12) Uani 1 1 d . . . . .
C8 C 0.6573(3) 0.6638(4) 0.07894(12) 0.0567(12) Uani 1 1 d . . . . .
C9 C 0.6250(2) 0.7688(3) 0.10028(11) 0.0445(10) Uani 1 1 d . . . . .
C10 C 0.5847(2) 0.7431(3) 0.13760(10) 0.0437(10) Uani 1 1 d . . . . .
C11 C 0.6114(2) 0.6624(3) 0.16812(10) 0.0469(10) Uani 1 1 d . . . . .
C12 C 0.6733(3) 0.5922(4) 0.17028(12) 0.0601(12) Uani 1 1 d . . . . .
H12 H 0.7091 0.5900 0.1501 0.072 Uiso 1 1 calc R U . . .
C13 C 0.6819(3) 0.5247(4) 0.20282(14) 0.0689(13) Uani 1 1 d . . . . .
H13 H 0.7240 0.4769 0.2043 0.083 Uiso 1 1 calc R U . . .
C14 C 0.6300(3) 0.5261(4) 0.23297(14) 0.0708(14) Uani 1 1 d . . . . .
H14 H 0.6370 0.4793 0.2545 0.085 Uiso 1 1 calc R U . . .
C15 C 0.5669(3) 0.5972(4) 0.23150(13) 0.0631(12) Uani 1 1 d . . . . .
H15 H 0.5312 0.5991 0.2518 0.076 Uiso 1 1 calc R U . . .
C16 C 0.5586(2) 0.6650(3) 0.19894(11) 0.0517(11) Uani 1 1 d . . . . .
C17 C 0.4982(3) 0.7497(4) 0.18843(11) 0.0536(11) Uani 1 1 d . . . . .
C18 C 0.5203(2) 0.7933(3) 0.14938(11) 0.0460(10) Uani 1 1 d . . . . .
C19 C 0.1776(3) 1.0147(5) 0.18998(17) 0.0833(15) Uani 1 1 d . . . . .
H19 H 0.1660 1.0768 0.1746 0.100 Uiso 1 1 calc R U . . .
C20 C 0.1405(3) 0.9989(6) 0.2258(2) 0.104(2) Uani 1 1 d . . . . .
H20 H 0.1046 1.0513 0.2343 0.124 Uiso 1 1 calc R U . . .
C21 C 0.1564(4) 0.9073(7) 0.24862(18) 0.0973(19) Uani 1 1 d . . . . .
H21 H 0.1305 0.8960 0.2721 0.117 Uiso 1 1 calc R U . . .
C22 C 0.2104(3) 0.8332(5) 0.23647(17) 0.0826(16) Uani 1 1 d . . . . .
H22 H 0.2225 0.7719 0.2522 0.099 Uiso 1 1 calc R U . . .
C23 C 0.2477(3) 0.8470(4) 0.20121(16) 0.0702(13) Uani 1 1 d . . . . .
H23 H 0.2842 0.7945 0.1933 0.084 Uiso 1 1 calc R U . . .
C24 C 0.2317(2) 0.9375(4) 0.17751(15) 0.0663(13) Uani 1 1 d . . . . .
C25 C 0.2666(3) 0.9518(5) 0.13761(14) 0.0779(15) Uani 1 1 d . . . . .
H25A H 0.2460 0.8947 0.1202 0.093 Uiso 1 1 calc R U . . .
H25B H 0.2519 1.0245 0.1273 0.093 Uiso 1 1 calc R U . . .
C26 C 0.3908(3) 0.8505(4) 0.12582(12) 0.0622(12) Uani 1 1 d . U . . .
C27 C 0.4775(2) 0.8791(3) 0.12687(11) 0.0491(10) Uani 1 1 d . . . . .
C28 C 0.4755(3) 0.9958(3) 0.14610(11) 0.0527(11) Uani 1 1 d . . . . .
C29 C 0.5356(3) 1.0667(4) 0.15618(11) 0.0615(12) Uani 1 1 d . . . . .
H29 H 0.5862 1.0434 0.1533 0.074 Uiso 1 1 calc R U . . .
C30 C 0.5187(4) 1.1740(4) 0.17079(13) 0.0797(16) Uani 1 1 d . . . . .
C31 C 0.5816(4) 1.2512(5) 0.18369(17) 0.120(2) Uani 1 1 d . . . . .
H31A H 0.5748 1.3233 0.1716 0.180 Uiso 1 1 calc R U . . .
H31B H 0.6303 1.2204 0.1761 0.180 Uiso 1 1 calc R U . . .
H31C H 0.5800 1.2593 0.2117 0.180 Uiso 1 1 calc R U . . .
C32 C 0.4420(4) 1.2046(5) 0.17393(15) 0.0905(18) Uani 1 1 d . . . . .
H32 H 0.4303 1.2759 0.1834 0.109 Uiso 1 1 calc R U . . .
C33 C 0.3829(3) 1.1348(4) 0.16377(14) 0.0774(15) Uani 1 1 d . . . . .
H33 H 0.3321 1.1579 0.1662 0.093 Uiso 1 1 calc R U . . .
C34 C 0.4008(3) 1.0295(4) 0.14985(12) 0.0576(11) Uani 1 1 d . . . . .
C35 C 0.5094(2) 0.8855(3) 0.08561(10) 0.0472(10) Uani 1 1 d . . . . .
C36 C 0.4676(3) 0.9542(4) 0.05821(12) 0.0586(12) Uani 1 1 d . . . . .
C37 C 0.5746(2) 0.8370(3) 0.07306(11) 0.0458(10) Uani 1 1 d . . . . .
N1 N 0.3501(2) 0.9436(3) 0.13769(9) 0.0592(10) Uani 1 1 d . . . . .
N2 N 0.4367(3) 1.0092(4) 0.03582(12) 0.0883(14) Uani 1 1 d . . . . .
N3 N 0.6028(2) 0.8504(3) 0.03633(9) 0.0648(10) Uani 1 1 d . . . . .
H3A H 0.5787 0.8916 0.0197 0.078 Uiso 1 1 calc R U . . .
H3B H 0.6448 0.8175 0.0297 0.078 Uiso 1 1 calc R U . . .
O1 O 0.70214(18) 0.9217(3) 0.12745(10) 0.0777(10) Uani 1 1 d . . . . .
O2 O 0.6182(2) 0.5830(3) 0.07024(10) 0.0828(10) Uani 1 1 d . . . . .
O3 O 0.44177(19) 0.7758(3) 0.20759(8) 0.0754(10) Uani 1 1 d . . . . .
O4 O 0.36300(18) 0.7629(3) 0.11478(10) 0.0795(10) 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 O1 1.202(5) . ?
C1 C2 1.460(6) . ?
C1 C9 1.564(6) . ?
C2 C7 1.381(6) . ?
C2 C3 1.400(7) . ?
C3 C4 1.356(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(10) . ?
C4 H4 0.9300 . ?
C5 C6 1.380(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.391(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.452(6) . ?
C8 O2 1.216(5) . ?
C8 C9 1.552(5) . ?
C9 C10 1.486(5) . ?
C9 C37 1.515(5) . ?
C10 C18 1.333(5) . ?
C10 C11 1.491(5) . ?
C11 C12 1.365(5) . ?
C11 C16 1.397(5) . ?
C12 C13 1.378(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.380(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.502(6) . ?
C17 O3 1.220(5) . ?
C17 C18 1.480(5) . ?
C18 C27 1.480(5) . ?
C19 C24 1.383(6) . ?
C19 C20 1.396(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.367(8) . ?
C20 H20 0.9300 . ?
C21 C22 1.354(8) . ?
C21 H21 0.9300 . ?
C22 C23 1.377(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.376(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.501(6) . ?
C25 N1 1.457(5) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 O4 1.209(5) . ?
C26 N1 1.376(6) . ?
C26 C27 1.548(6) . ?
C27 C35 1.515(5) . ?
C27 C28 1.537(6) . ?
C28 C34 1.368(6) . ?
C28 C29 1.386(6) . ?
C29 C30 1.403(6) . ?
C29 H29 0.9300 . ?
C30 C32 1.388(8) . ?
C30 C31 1.496(8) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C33 1.368(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.377(6) . ?
C33 H33 0.9300 . ?
C34 N1 1.414(5) . ?
C35 C37 1.342(5) . ?
C35 C36 1.439(6) . ?
C36 N2 1.141(5) . ?
C37 N3 1.355(5) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?

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 128.3(4) . . ?
O1 C1 C9 123.7(4) . . ?
C2 C1 C9 108.0(4) . . ?
C7 C2 C3 121.9(5) . . ?
C7 C2 C1 111.0(4) . . ?
C3 C2 C1 127.1(5) . . ?
C4 C3 C2 117.0(6) . . ?
C4 C3 H3 121.5 . . ?
C2 C3 H3 121.5 . . ?
C3 C4 C5 121.0(6) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 123.4(6) . . ?
C4 C5 H5 118.3 . . ?
C6 C5 H5 118.3 . . ?
C5 C6 C7 115.8(6) . . ?
C5 C6 H6 122.1 . . ?
C7 C6 H6 122.1 . . ?
C2 C7 C6 120.9(5) . . ?
C2 C7 C8 110.4(4) . . ?
C6 C7 C8 128.7(5) . . ?
O2 C8 C7 127.8(4) . . ?
O2 C8 C9 123.2(4) . . ?
C7 C8 C9 108.9(4) . . ?
C10 C9 C37 111.2(3) . . ?
C10 C9 C8 114.0(3) . . ?
C37 C9 C8 110.8(3) . . ?
C10 C9 C1 110.8(3) . . ?
C37 C9 C1 108.1(3) . . ?
C8 C9 C1 101.4(3) . . ?
C18 C10 C9 124.3(3) . . ?
C18 C10 C11 110.0(3) . . ?
C9 C10 C11 125.7(3) . . ?
C12 C11 C16 119.5(3) . . ?
C12 C11 C10 132.7(4) . . ?
C16 C11 C10 107.8(3) . . ?
C11 C12 C13 119.1(4) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 H12 120.5 . . ?
C14 C13 C12 121.7(4) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C13 C14 C15 120.2(4) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 117.9(4) . . ?
C16 C15 H15 121.1 . . ?
C14 C15 H15 121.1 . . ?
C15 C16 C11 121.6(4) . . ?
C15 C16 C17 131.1(4) . . ?
C11 C16 C17 107.3(3) . . ?
O3 C17 C18 127.0(4) . . ?
O3 C17 C16 127.4(4) . . ?
C18 C17 C16 105.5(4) . . ?
C10 C18 C27 125.2(3) . . ?
C10 C18 C17 109.5(3) . . ?
C27 C18 C17 125.3(4) . . ?
C24 C19 C20 119.7(6) . . ?
C24 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C21 C20 C19 120.8(6) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C22 C21 C20 119.1(6) . . ?
C22 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
C21 C22 C23 121.2(5) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C24 C23 C22 120.7(5) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C19 118.6(5) . . ?
C23 C24 C25 122.6(5) . . ?
C19 C24 C25 118.7(5) . . ?
N1 C25 C24 113.3(4) . . ?
N1 C25 H25A 108.9 . . ?
C24 C25 H25A 108.9 . . ?
N1 C25 H25B 108.9 . . ?
C24 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
O4 C26 N1 125.4(4) . . ?
O4 C26 C27 125.9(4) . . ?
N1 C26 C27 108.6(4) . . ?
C18 C27 C35 109.4(3) . . ?
C18 C27 C28 114.5(3) . . ?
C35 C27 C28 111.1(3) . . ?
C18 C27 C26 110.5(3) . . ?
C35 C27 C26 110.3(3) . . ?
C28 C27 C26 100.8(3) . . ?
C34 C28 C29 121.1(4) . . ?
C34 C28 C27 109.0(4) . . ?
C29 C28 C27 129.7(4) . . ?
C28 C29 C30 118.9(5) . . ?
C28 C29 H29 120.5 . . ?
C30 C29 H29 120.5 . . ?
C32 C30 C29 117.9(5) . . ?
C32 C30 C31 121.4(5) . . ?
C29 C30 C31 120.7(6) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 C30 123.0(5) . . ?
C33 C32 H32 118.5 . . ?
C30 C32 H32 118.5 . . ?
C32 C33 C34 118.0(5) . . ?
C32 C33 H33 121.0 . . ?
C34 C33 H33 121.0 . . ?
C28 C34 C33 121.0(5) . . ?
C28 C34 N1 110.8(4) . . ?
C33 C34 N1 128.2(5) . . ?
C37 C35 C36 117.7(3) . . ?
C37 C35 C27 125.8(3) . . ?
C36 C35 C27 116.5(3) . . ?
N2 C36 C35 177.7(5) . . ?
C35 C37 N3 123.4(4) . . ?
C35 C37 C9 121.7(3) . . ?
N3 C37 C9 114.8(3) . . ?
C26 N1 C34 110.3(4) . . ?
C26 N1 C25 124.6(4) . . ?
C34 N1 C25 125.1(4) . . ?
C37 N3 H3A 120.0 . . ?
C37 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3A N2 0.86 2.25 3.054(5) 156.1 5_675

_refine_diff_density_max         0.279
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.052



####################################################################### 
# 
# 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_7d
_database_code_depnum_ccdc_archive 'CCDC 2160341'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-03-21 deposited with the CCDC.	2022-05-30 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         'C35 H20 O5'
_chemical_formula_sum            'C35 H20 O5'
_chemical_formula_weight         520.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   8.5047(11)
_cell_length_b                   27.831(4)
_cell_length_c                   10.6483(15)
_cell_angle_alpha                90
_cell_angle_beta                 107.629(4)
_cell_angle_gamma                90
_cell_volume                     2402.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3003
_cell_measurement_theta_min      2.48
_cell_measurement_theta_max      20.63

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.096
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6772
_exptl_absorpt_correction_T_max  0.7456
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23093
_diffrn_reflns_av_unetI/netI     0.1354
_diffrn_reflns_av_R_equivalents  0.1165
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.136
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4711
_reflns_number_gt                2070
_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)+(0.0529P)²+0.4656P] 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         4711
_refine_ls_number_parameters     363
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1941
_refine_ls_R_factor_gt           0.0659
_refine_ls_wR_factor_ref         0.1460
_refine_ls_wR_factor_gt          0.1091
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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 0.8648(4) 0.15889(11) 1.0076(3) 0.0387(8) Uani 1 1 d . . . . .
C2 C 0.9992(4) 0.12334(13) 1.0675(3) 0.0474(9) Uani 1 1 d . . . . .
C3 C 1.1555(4) 0.15007(13) 1.1031(3) 0.0448(9) Uani 1 1 d . . . . .
C4 C 1.3144(4) 0.13302(13) 1.1571(3) 0.0554(10) Uani 1 1 d . . . . .
H4 H 1.3345 0.1006 1.1760 0.067 Uiso 1 1 calc R U . . .
C5 C 1.4423(4) 0.16564(16) 1.1819(3) 0.0634(11) Uani 1 1 d . . . . .
H5 H 1.5505 0.1550 1.2167 0.076 Uiso 1 1 calc R U . . .
C6 C 1.4119(4) 0.21357(15) 1.1560(3) 0.0623(11) Uani 1 1 d . . . . .
H6 H 1.5000 0.2349 1.1745 0.075 Uiso 1 1 calc R U . . .
C7 C 1.2523(4) 0.23093(13) 1.1026(3) 0.0546(10) Uani 1 1 d . . . . .
H7 H 1.2330 0.2635 1.0853 0.065 Uiso 1 1 calc R U . . .
C8 C 1.1227(4) 0.19862(12) 1.0758(3) 0.0413(8) Uani 1 1 d . . . . .
C9 C 0.9418(4) 0.20439(12) 1.0167(3) 0.0392(8) Uani 1 1 d . . . . .
C10 C 0.8443(4) 0.24427(11) 0.9764(3) 0.0385(8) Uani 1 1 d . . . . .
C11 C 0.8872(4) 0.29666(11) 0.9813(3) 0.0458(9) Uani 1 1 d . . . . .
C12 C 0.7297(4) 0.32236(12) 0.9459(3) 0.0437(8) Uani 1 1 d . . . . .
C13 C 0.7058(4) 0.37105(13) 0.9515(3) 0.0555(10) Uani 1 1 d . . . . .
H13 H 0.7950 0.3921 0.9732 0.067 Uiso 1 1 calc R U . . .
C14 C 0.5483(5) 0.38798(13) 0.9246(4) 0.0657(11) Uani 1 1 d . . . . .
H14 H 0.5287 0.4208 0.9271 0.079 Uiso 1 1 calc R U . . .
C15 C 0.4189(5) 0.35601(14) 0.8937(4) 0.0694(12) Uani 1 1 d . . . . .
H15 H 0.3123 0.3678 0.8770 0.083 Uiso 1 1 calc R U . . .
C16 C 0.4411(4) 0.30699(13) 0.8866(3) 0.0578(10) Uani 1 1 d . . . . .
H16 H 0.3513 0.2862 0.8654 0.069 Uiso 1 1 calc R U . . .
C17 C 0.5996(4) 0.28968(11) 0.9118(3) 0.0426(8) Uani 1 1 d . . . . .
C18 C 0.6708(4) 0.24000(11) 0.9245(3) 0.0376(8) Uani 1 1 d . . . . .
C19 C 0.6955(4) 0.15298(11) 0.9501(3) 0.0363(8) Uani 1 1 d . . . . .
C20 C 0.5986(4) 0.19437(11) 0.9026(3) 0.0364(8) Uani 1 1 d . . . . .
C21 C 0.4222(4) 0.18828(12) 0.8225(3) 0.0394(8) Uani 1 1 d . . . . .
C22 C 0.3406(4) 0.14296(11) 0.8336(3) 0.0362(8) Uani 1 1 d . . . . .
C23 C 0.1690(4) 0.14009(12) 0.7840(3) 0.0494(9) Uani 1 1 d . . . . .
H23 H 0.1094 0.1668 0.7429 0.059 Uiso 1 1 calc R U . . .
C24 C 0.0870(4) 0.09890(13) 0.7946(3) 0.0546(10) Uani 1 1 d . . . . .
H24 H -0.0274 0.0974 0.7619 0.066 Uiso 1 1 calc R U . . .
C25 C 0.1772(4) 0.05929(13) 0.8549(3) 0.0559(10) Uani 1 1 d . . . . .
H25 H 0.1223 0.0312 0.8637 0.067 Uiso 1 1 calc R U . . .
C26 C 0.3466(4) 0.06088(12) 0.9022(3) 0.0509(9) Uani 1 1 d . . . . .
H26 H 0.4054 0.0337 0.9409 0.061 Uiso 1 1 calc R U . . .
C27 C 0.4306(4) 0.10302(12) 0.8921(3) 0.0420(8) Uani 1 1 d . . . . .
C28 C 0.6162(4) 0.10250(11) 0.9330(3) 0.0427(8) Uani 1 1 d . . . . .
C29 C 0.6634(3) 0.07521(11) 0.8238(3) 0.0391(8) Uani 1 1 d . . . . .
C30 C 0.6267(4) 0.09495(11) 0.6989(3) 0.0459(9) Uani 1 1 d . . . . .
H30 H 0.5811 0.1256 0.6845 0.055 Uiso 1 1 calc R U . . .
C31 C 0.6559(4) 0.07037(12) 0.5940(4) 0.0506(9) Uani 1 1 d . . . . .
H31 H 0.6289 0.0843 0.5108 0.061 Uiso 1 1 calc R U . . .
C32 C 0.7254(4) 0.02522(13) 0.6154(4) 0.0535(10) Uani 1 1 d . . . . .
C33 C 0.7025(5) 0.01367(16) 0.3883(4) 0.0951(15) Uani 1 1 d . . . . .
H33A H 0.5845 0.0166 0.3623 0.143 Uiso 1 1 calc R U . . .
H33B H 0.7331 -0.0095 0.3331 0.143 Uiso 1 1 calc R U . . .
H33C H 0.7503 0.0442 0.3793 0.143 Uiso 1 1 calc R U . . .
C34 C 0.7651(4) 0.00534(12) 0.7375(4) 0.0600(11) Uani 1 1 d . . . . .
H34 H 0.8137 -0.0249 0.7516 0.072 Uiso 1 1 calc R U . . .
C35 C 0.7339(4) 0.02961(12) 0.8420(4) 0.0528(10) Uani 1 1 d . . . . .
H35 H 0.7605 0.0152 0.9246 0.063 Uiso 1 1 calc R U . . .
O1 O 0.9860(3) 0.08044(9) 1.0882(2) 0.0604(7) Uani 1 1 d . . . . .
O2 O 1.0247(3) 0.31446(8) 1.0077(2) 0.0651(7) Uani 1 1 d . . . . .
O3 O 0.3499(3) 0.21997(8) 0.7479(2) 0.0563(7) Uani 1 1 d . . . . .
O4 O 0.6665(3) 0.07727(9) 1.0552(2) 0.0571(7) Uani 1 1 d . . . . .
H4A H 0.7665 0.0728 1.0771 0.086 Uiso 1 1 calc R U . . .
O5 O 0.7609(3) -0.00152(10) 0.5212(3) 0.0921(9) 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 C19 1.393(4) . ?
C1 C9 1.415(4) . ?
C1 C2 1.500(4) . ?
C2 O1 1.225(4) . ?
C2 C3 1.469(4) . ?
C3 C4 1.383(4) . ?
C3 C8 1.393(4) . ?
C4 C5 1.379(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.371(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.390(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.383(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.484(4) . ?
C9 C10 1.374(4) . ?
C10 C18 1.415(4) . ?
C10 C11 1.500(4) . ?
C11 O2 1.222(3) . ?
C11 C12 1.463(4) . ?
C12 C13 1.374(4) . ?
C12 C17 1.393(4) . ?
C13 C14 1.366(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.375(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.383(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.379(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.499(4) . ?
C18 C20 1.399(4) . ?
C19 C20 1.417(4) . ?
C19 C28 1.545(4) . ?
C20 C21 1.494(4) . ?
C21 O3 1.221(3) . ?
C21 C22 1.462(4) . ?
C22 C27 1.386(4) . ?
C22 C23 1.396(4) . ?
C23 C24 1.364(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.385(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.376(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.394(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.505(4) . ?
C28 O4 1.426(3) . ?
C28 C29 1.541(4) . ?
C29 C30 1.384(4) . ?
C29 C35 1.392(4) . ?
C30 C31 1.394(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.378(4) . ?
C31 H31 0.9300 . ?
C32 O5 1.355(4) . ?
C32 C34 1.359(5) . ?
C33 O5 1.415(4) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C35 1.394(5) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
O4 H4A 0.8200 . ?

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
C19 C1 C9 122.0(3) . . ?
C19 C1 C2 131.5(3) . . ?
C9 C1 C2 106.5(3) . . ?
O1 C2 C3 124.9(3) . . ?
O1 C2 C1 128.3(3) . . ?
C3 C2 C1 106.8(3) . . ?
C4 C3 C8 121.9(3) . . ?
C4 C3 C2 128.9(3) . . ?
C8 C3 C2 109.2(3) . . ?
C5 C4 C3 117.9(3) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
C6 C5 C4 120.8(3) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C7 121.5(3) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C8 C7 C6 118.5(3) . . ?
C8 C7 H7 120.8 . . ?
C6 C7 H7 120.8 . . ?
C7 C8 C3 119.4(3) . . ?
C7 C8 C9 132.5(3) . . ?
C3 C8 C9 108.0(3) . . ?
C10 C9 C1 118.6(3) . . ?
C10 C9 C8 132.0(3) . . ?
C1 C9 C8 109.3(3) . . ?
C9 C10 C18 120.9(3) . . ?
C9 C10 C11 131.1(3) . . ?
C18 C10 C11 108.0(3) . . ?
O2 C11 C12 126.8(3) . . ?
O2 C11 C10 127.4(3) . . ?
C12 C11 C10 105.8(3) . . ?
C13 C12 C17 122.6(3) . . ?
C13 C12 C11 127.4(3) . . ?
C17 C12 C11 109.9(3) . . ?
C14 C13 C12 118.7(3) . . ?
C14 C13 H13 120.7 . . ?
C12 C13 H13 120.7 . . ?
C13 C14 C15 119.3(3) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C14 C15 C16 122.6(3) . . ?
C14 C15 H15 118.7 . . ?
C16 C15 H15 118.7 . . ?
C17 C16 C15 118.4(3) . . ?
C17 C16 H16 120.8 . . ?
C15 C16 H16 120.8 . . ?
C16 C17 C12 118.4(3) . . ?
C16 C17 C18 133.2(3) . . ?
C12 C17 C18 108.2(3) . . ?
C20 C18 C10 119.6(3) . . ?
C20 C18 C17 132.6(3) . . ?
C10 C18 C17 107.6(3) . . ?
C1 C19 C20 118.2(3) . . ?
C1 C19 C28 121.0(3) . . ?
C20 C19 C28 120.8(3) . . ?
C18 C20 C19 120.0(3) . . ?
C18 C20 C21 120.8(3) . . ?
C19 C20 C21 119.1(3) . . ?
O3 C21 C22 121.2(3) . . ?
O3 C21 C20 120.7(3) . . ?
C22 C21 C20 118.1(3) . . ?
C27 C22 C23 119.7(3) . . ?
C27 C22 C21 121.2(3) . . ?
C23 C22 C21 119.1(3) . . ?
C24 C23 C22 121.2(3) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C23 C24 C25 118.8(3) . . ?
C23 C24 H24 120.6 . . ?
C25 C24 H24 120.6 . . ?
C26 C25 C24 121.0(3) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C25 C26 C27 120.2(3) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C22 C27 C26 118.9(3) . . ?
C22 C27 C28 121.7(3) . . ?
C26 C27 C28 119.1(3) . . ?
O4 C28 C27 105.5(2) . . ?
O4 C28 C29 111.8(3) . . ?
C27 C28 C29 106.0(2) . . ?
O4 C28 C19 109.9(2) . . ?
C27 C28 C19 114.0(3) . . ?
C29 C28 C19 109.5(2) . . ?
C30 C29 C35 117.2(3) . . ?
C30 C29 C28 119.7(3) . . ?
C35 C29 C28 123.0(3) . . ?
C29 C30 C31 122.1(3) . . ?
C29 C30 H30 118.9 . . ?
C31 C30 H30 118.9 . . ?
C32 C31 C30 119.1(3) . . ?
C32 C31 H31 120.4 . . ?
C30 C31 H31 120.4 . . ?
O5 C32 C34 116.0(4) . . ?
O5 C32 C31 124.0(4) . . ?
C34 C32 C31 119.9(3) . . ?
O5 C33 H33A 109.5 . . ?
O5 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O5 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 C35 121.0(3) . . ?
C32 C34 H34 119.5 . . ?
C35 C34 H34 119.5 . . ?
C29 C35 C34 120.6(3) . . ?
C29 C35 H35 119.7 . . ?
C34 C35 H35 119.7 . . ?
C28 O4 H4A 109.5 . . ?
C32 O5 C33 119.1(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O1 0.82 1.85 2.634(3) 160.2 .

_refine_diff_density_max         0.237
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.042


####################################################################### 
# 
# 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_7c
_database_code_depnum_ccdc_archive 'CCDC 2160340'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-03-21 deposited with the CCDC.	2022-05-30 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         'C35 H20 O4'
_chemical_formula_sum            'C35 H20 O4'
_chemical_formula_weight         504.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   7.992(3)
_cell_length_b                   8.725(3)
_cell_length_c                   17.432(6)
_cell_angle_alpha                87.327(11)
_cell_angle_beta                 79.388(12)
_cell_angle_gamma                89.684(11)
_cell_volume                     1193.4(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    1317
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      21.75

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_F_000             524
_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    0.091
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(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            3142
_diffrn_reflns_av_unetI/netI     0.1370
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.573
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_full        24.997
_diffrn_measured_fraction_theta_max 0.898
_diffrn_measured_fraction_theta_full 0.898
_diffrn_reflns_Laue_measured_fraction_max 0.898
_diffrn_reflns_Laue_measured_fraction_full 0.898
_diffrn_reflns_point_group_measured_fraction_max 0.898
_diffrn_reflns_point_group_measured_fraction_full 0.898
_reflns_number_total             3142
_reflns_number_gt                1813
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 _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          
; 
 Refined as a 2-component twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0562P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3142
_refine_ls_number_parameters     354
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1546
_refine_ls_R_factor_gt           0.0651
_refine_ls_wR_factor_ref         0.1271
_refine_ls_wR_factor_gt          0.1094
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.984
_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 -0.1356(5) 0.1398(5) 0.2558(2) 0.0305(11) Uani 1 1 d . . . . .
C2 C -0.1613(5) 0.2634(5) 0.1966(3) 0.0327(11) Uani 1 1 d . . . . .
C3 C -0.2467(5) 0.3906(5) 0.2414(3) 0.0368(12) Uani 1 1 d . . . . .
C4 C -0.2987(6) 0.5292(6) 0.2135(3) 0.0547(14) Uani 1 1 d . . . . .
H4 H -0.2813 0.5536 0.1601 0.066 Uiso 1 1 calc R U . . .
C5 C -0.3767(6) 0.6305(5) 0.2663(3) 0.0652(16) Uani 1 1 d . . . . .
H5 H -0.4126 0.7251 0.2486 0.078 Uiso 1 1 calc R U . . .
C6 C -0.4027(7) 0.5938(6) 0.3455(3) 0.0724(18) Uani 1 1 d . . . . .
H6 H -0.4557 0.6644 0.3803 0.087 Uiso 1 1 calc R U . . .
C7 C -0.3519(6) 0.4549(5) 0.3739(3) 0.0566(14) Uani 1 1 d . . . . .
H7 H -0.3690 0.4317 0.4274 0.068 Uiso 1 1 calc R U . . .
C8 C -0.2747(5) 0.3496(5) 0.3211(3) 0.0403(12) Uani 1 1 d . . . . .
C9 C -0.2075(5) 0.1922(5) 0.3305(3) 0.0379(12) Uani 1 1 d . . . . .
C10 C -0.2067(6) 0.0960(5) 0.3953(2) 0.0395(12) Uani 1 1 d . . . . .
C11 C -0.2876(6) 0.1123(6) 0.4789(3) 0.0499(14) Uani 1 1 d . . . . .
C12 C -0.2543(6) -0.0333(6) 0.5195(3) 0.0464(13) Uani 1 1 d . . . . .
C13 C -0.3122(6) -0.0786(7) 0.5974(3) 0.0614(15) Uani 1 1 d . . . . .
H13 H -0.3729 -0.0113 0.6319 0.074 Uiso 1 1 calc R U . . .
C14 C -0.2776(7) -0.2257(7) 0.6222(3) 0.0713(17) Uani 1 1 d . . . . .
H14 H -0.3125 -0.2571 0.6744 0.086 Uiso 1 1 calc R U . . .
C15 C -0.1916(8) -0.3268(6) 0.5703(3) 0.0776(18) Uani 1 1 d . . . . .
H15 H -0.1732 -0.4269 0.5875 0.093 Uiso 1 1 calc R U . . .
C16 C -0.1316(6) -0.2805(6) 0.4919(3) 0.0618(16) Uani 1 1 d . . . . .
H16 H -0.0730 -0.3489 0.4574 0.074 Uiso 1 1 calc R U . . .
C17 C -0.1607(6) -0.1315(5) 0.4667(3) 0.0437(13) Uani 1 1 d . . . . .
C18 C -0.1273(6) -0.0493(4) 0.3874(3) 0.0355(11) Uani 1 1 d . . . . .
C19 C 0.0661(5) -0.2229(5) 0.1635(2) 0.0317(11) Uani 1 1 d . . . . .
C20 C 0.0905(5) -0.2983(5) 0.0931(3) 0.0433(12) Uani 1 1 d . . . . .
H20 H 0.0674 -0.2466 0.0484 0.052 Uiso 1 1 calc R U . . .
C21 C 0.1472(6) -0.4451(6) 0.0888(3) 0.0512(14) Uani 1 1 d . . . . .
H21 H 0.1595 -0.4936 0.0417 0.061 Uiso 1 1 calc R U . . .
C22 C 0.1865(6) -0.5230(5) 0.1537(3) 0.0524(14) Uani 1 1 d . . . . .
H22 H 0.2276 -0.6229 0.1504 0.063 Uiso 1 1 calc R U . . .
C23 C 0.1644(6) -0.4512(5) 0.2237(3) 0.0486(13) Uani 1 1 d . . . . .
H23 H 0.1923 -0.5026 0.2676 0.058 Uiso 1 1 calc R U . . .
C24 C 0.1007(5) -0.3027(5) 0.2293(2) 0.0349(11) Uani 1 1 d . . . . .
C25 C 0.0685(6) -0.2317(5) 0.3054(2) 0.0380(12) Uani 1 1 d . . . . .
C26 C -0.0441(5) -0.0945(4) 0.3138(2) 0.0323(11) Uani 1 1 d . . . . .
C27 C -0.0569(5) -0.0011(5) 0.2462(2) 0.0312(11) Uani 1 1 d . . . . .
C28 C 0.0228(5) -0.0553(5) 0.1648(2) 0.0287(11) Uani 1 1 d . . . . .
C29 C 0.1915(5) 0.0333(4) 0.1351(2) 0.0287(10) Uani 1 1 d . . . . .
C30 C 0.2319(5) 0.0946(4) 0.0594(2) 0.0321(11) Uani 1 1 d . . . . .
H30 H 0.1544 0.0854 0.0261 0.039 Uiso 1 1 calc R U . . .
C31 C 0.3858(6) 0.1698(5) 0.0319(2) 0.0360(11) Uani 1 1 d . . . . .
C32 C 0.4258(6) 0.2386(5) -0.0499(2) 0.0538(14) Uani 1 1 d . . . . .
H32A H 0.4286 0.3484 -0.0485 0.081 Uiso 1 1 calc R U . . .
H32B H 0.3397 0.2089 -0.0782 0.081 Uiso 1 1 calc R U . . .
H32C H 0.5346 0.2024 -0.0755 0.081 Uiso 1 1 calc R U . . .
C33 C 0.4993(6) 0.1810(5) 0.0822(3) 0.0437(12) Uani 1 1 d . . . . .
H33 H 0.6031 0.2306 0.0653 0.052 Uiso 1 1 calc R U . . .
C34 C 0.4589(6) 0.1184(5) 0.1580(3) 0.0490(13) Uani 1 1 d . . . . .
H34 H 0.5365 0.1257 0.1913 0.059 Uiso 1 1 calc R U . . .
C35 C 0.3060(6) 0.0458(5) 0.1842(2) 0.0438(13) Uani 1 1 d . . . . .
H35 H 0.2800 0.0051 0.2353 0.053 Uiso 1 1 calc R U . . .
O1 O -0.1284(3) 0.2646(3) 0.12528(17) 0.0439(8) Uani 1 1 d . . . . .
O2 O -0.3661(4) 0.2182(4) 0.50803(18) 0.0722(11) Uani 1 1 d . . . . .
O3 O 0.1363(4) -0.2801(3) 0.35917(17) 0.0602(10) Uani 1 1 d . . . . .
O4 O -0.0949(3) -0.0346(3) 0.11345(14) 0.0367(8) Uani 1 1 d D . . . .
H4A H -0.1068 0.0568 0.1025 0.044 Uiso 1 1 d DR 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 C27 1.381(5) . ?
C1 C9 1.419(5) . ?
C1 C2 1.497(5) . ?
C2 O1 1.222(4) . ?
C2 C3 1.477(5) . ?
C3 C4 1.373(6) . ?
C3 C8 1.397(5) . ?
C4 C5 1.370(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.379(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.376(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.390(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.485(6) . ?
C9 C10 1.376(5) . ?
C10 C18 1.416(5) . ?
C10 C11 1.495(6) . ?
C11 O2 1.193(5) . ?
C11 C12 1.473(6) . ?
C12 C13 1.391(6) . ?
C12 C17 1.398(6) . ?
C13 C14 1.378(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.381(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.403(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.385(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.506(5) . ?
C18 C26 1.405(5) . ?
C19 C24 1.384(5) . ?
C19 C20 1.401(5) . ?
C19 C28 1.501(5) . ?
C20 C21 1.358(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.378(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.379(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.390(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.470(5) . ?
C25 O3 1.225(4) . ?
C25 C26 1.489(5) . ?
C26 C27 1.422(5) . ?
C27 C28 1.539(5) . ?
C28 O4 1.418(4) . ?
C28 C29 1.549(5) . ?
C29 C35 1.371(5) . ?
C29 C30 1.382(5) . ?
C30 C31 1.391(5) . ?
C30 H30 0.9300 . ?
C31 C33 1.379(5) . ?
C31 C32 1.501(5) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.387(5) . ?
C33 H33 0.9300 . ?
C34 C35 1.371(6) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
O4 H4A 0.8204 . ?

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
C27 C1 C9 122.3(4) . . ?
C27 C1 C2 130.4(4) . . ?
C9 C1 C2 107.3(4) . . ?
O1 C2 C3 123.8(4) . . ?
O1 C2 C1 130.0(4) . . ?
C3 C2 C1 106.1(4) . . ?
C4 C3 C8 121.9(4) . . ?
C4 C3 C2 128.4(4) . . ?
C8 C3 C2 109.6(4) . . ?
C5 C4 C3 118.3(5) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C4 C5 C6 120.7(5) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 121.3(5) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C8 118.8(5) . . ?
C6 C7 H7 120.6 . . ?
C8 C7 H7 120.6 . . ?
C7 C8 C3 118.9(4) . . ?
C7 C8 C9 133.3(5) . . ?
C3 C8 C9 107.9(4) . . ?
C10 C9 C1 118.8(4) . . ?
C10 C9 C8 132.2(4) . . ?
C1 C9 C8 109.1(4) . . ?
C9 C10 C18 120.2(4) . . ?
C9 C10 C11 130.8(4) . . ?
C18 C10 C11 108.9(4) . . ?
O2 C11 C12 126.0(4) . . ?
O2 C11 C10 128.5(5) . . ?
C12 C11 C10 105.5(4) . . ?
C13 C12 C17 122.0(5) . . ?
C13 C12 C11 127.8(5) . . ?
C17 C12 C11 110.1(4) . . ?
C14 C13 C12 118.4(5) . . ?
C14 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
C13 C14 C15 120.6(5) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C16 120.9(5) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 119.1(5) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 C12 118.9(4) . . ?
C16 C17 C18 132.8(4) . . ?
C12 C17 C18 107.9(4) . . ?
C26 C18 C10 120.3(4) . . ?
C26 C18 C17 132.1(4) . . ?
C10 C18 C17 107.5(4) . . ?
C24 C19 C20 118.1(4) . . ?
C24 C19 C28 121.3(4) . . ?
C20 C19 C28 120.2(4) . . ?
C21 C20 C19 121.4(5) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C20 C21 C22 120.5(5) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 H21 119.7 . . ?
C21 C22 C23 119.2(4) . . ?
C21 C22 H22 120.4 . . ?
C23 C22 H22 120.4 . . ?
C22 C23 C24 120.6(4) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C19 C24 C23 120.1(4) . . ?
C19 C24 C25 120.2(4) . . ?
C23 C24 C25 119.7(4) . . ?
O3 C25 C24 121.2(4) . . ?
O3 C25 C26 121.1(4) . . ?
C24 C25 C26 117.7(4) . . ?
C18 C26 C27 119.4(4) . . ?
C18 C26 C25 121.6(4) . . ?
C27 C26 C25 118.8(4) . . ?
C1 C27 C26 118.5(4) . . ?
C1 C27 C28 121.7(4) . . ?
C26 C27 C28 119.8(4) . . ?
O4 C28 C19 105.1(3) . . ?
O4 C28 C27 109.7(3) . . ?
C19 C28 C27 114.1(3) . . ?
O4 C28 C29 112.4(3) . . ?
C19 C28 C29 106.6(3) . . ?
C27 C28 C29 108.9(3) . . ?
C35 C29 C30 119.4(4) . . ?
C35 C29 C28 119.1(4) . . ?
C30 C29 C28 121.5(4) . . ?
C29 C30 C31 121.5(4) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 H30 119.2 . . ?
C33 C31 C30 118.2(4) . . ?
C33 C31 C32 121.1(4) . . ?
C30 C31 C32 120.7(4) . . ?
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 120.1(4) . . ?
C31 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C35 C34 C33 120.9(4) . . ?
C35 C34 H34 119.6 . . ?
C33 C34 H34 119.6 . . ?
C34 C35 C29 119.9(4) . . ?
C34 C35 H35 120.0 . . ?
C29 C35 H35 120.0 . . ?
C28 O4 H4A 110.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O1 0.82 1.88 2.637(4) 154.1 .

_refine_diff_density_max         0.278
_refine_diff_density_min         -0.229
_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_7i
_database_code_depnum_ccdc_archive 'CCDC 2160342'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-03-21 deposited with the CCDC.	2022-05-30 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         'C37 H24 O4'
_chemical_formula_sum            'C37 H24 O4'
_chemical_formula_weight         532.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   8.2970(4)
_cell_length_b                   12.8462(7)
_cell_length_c                   13.7948(7)
_cell_angle_alpha                114.9926(16)
_cell_angle_beta                 93.9003(16)
_cell_angle_gamma                100.7507(18)
_cell_volume                     1291.33(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6271
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      27.41

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_F_000             556
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.088
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6842
_exptl_absorpt_correction_T_max  0.7456
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18439
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.533
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5053
_reflns_number_gt                3330
_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)+(0.0590P)²+0.4140P] 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         5053
_refine_ls_number_parameters     373
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0936
_refine_ls_R_factor_gt           0.0512
_refine_ls_wR_factor_ref         0.1336
_refine_ls_wR_factor_gt          0.1148
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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 0.3053(2) 0.40581(17) 0.40047(15) 0.0342(5) Uani 1 1 d . . . . .
C2 C 0.2887(3) 0.27884(19) 0.37874(17) 0.0422(5) Uani 1 1 d . . . . .
C3 C 0.2081(3) 0.2652(2) 0.46607(17) 0.0434(5) Uani 1 1 d . . . . .
C4 C 0.1668(3) 0.1645(2) 0.4820(2) 0.0572(6) Uani 1 1 d . . . . .
H4 H 0.1901 0.0939 0.4352 0.069 Uiso 1 1 calc R U . . .
C5 C 0.0899(3) 0.1726(2) 0.5696(2) 0.0634(7) Uani 1 1 d . . . . .
H5 H 0.0602 0.1066 0.5824 0.076 Uiso 1 1 calc R U . . .
C6 C 0.0569(3) 0.2781(2) 0.6383(2) 0.0582(7) Uani 1 1 d . . . . .
H6 H 0.0037 0.2815 0.6964 0.070 Uiso 1 1 calc R U . . .
C7 C 0.1004(3) 0.3793(2) 0.62373(18) 0.0485(6) Uani 1 1 d . . . . .
H7 H 0.0788 0.4500 0.6717 0.058 Uiso 1 1 calc R U . . .
C8 C 0.1765(2) 0.37236(19) 0.53620(16) 0.0385(5) Uani 1 1 d . . . . .
C9 C 0.2366(2) 0.46005(18) 0.49515(15) 0.0338(5) Uani 1 1 d . . . . .
C10 C 0.2359(2) 0.57805(18) 0.53378(14) 0.0334(5) Uani 1 1 d . . . . .
C11 C 0.1685(2) 0.65673(19) 0.62874(16) 0.0406(5) Uani 1 1 d . . . . .
C12 C 0.2228(2) 0.77568(18) 0.63568(16) 0.0401(5) Uani 1 1 d . . . . .
C13 C 0.2040(3) 0.8811(2) 0.71671(19) 0.0560(6) Uani 1 1 d . . . . .
H13 H 0.1466 0.8816 0.7724 0.067 Uiso 1 1 calc R U . . .
C14 C 0.2724(3) 0.9842(2) 0.7123(2) 0.0647(7) Uani 1 1 d . . . . .
H14 H 0.2608 1.0559 0.7652 0.078 Uiso 1 1 calc R U . . .
C15 C 0.3583(3) 0.9822(2) 0.6298(2) 0.0641(7) Uani 1 1 d . . . . .
H15 H 0.4067 1.0533 0.6292 0.077 Uiso 1 1 calc R U . . .
C16 C 0.3747(3) 0.8768(2) 0.54740(19) 0.0535(6) Uani 1 1 d . . . . .
H16 H 0.4321 0.8771 0.4919 0.064 Uiso 1 1 calc R U . . .
C17 C 0.3039(2) 0.77142(18) 0.54941(16) 0.0390(5) Uani 1 1 d . . . . .
C18 C 0.3038(2) 0.64422(17) 0.48012(15) 0.0331(5) Uani 1 1 d . . . . .
C19 C 0.3636(2) 0.46670(17) 0.34214(14) 0.0321(5) Uani 1 1 d . . . . .
C20 C 0.3585(2) 0.58737(17) 0.38097(15) 0.0328(5) Uani 1 1 d . . . . .
C21 C 0.3972(3) 0.64773(19) 0.31126(16) 0.0398(5) Uani 1 1 d . . . . .
C22 C 0.4997(2) 0.60001(19) 0.22783(15) 0.0385(5) Uani 1 1 d . . . . .
C23 C 0.5780(3) 0.6707(2) 0.18247(17) 0.0497(6) Uani 1 1 d . . . . .
H23 H 0.5603 0.7460 0.2028 0.060 Uiso 1 1 calc R U . . .
C24 C 0.6806(3) 0.6302(2) 0.10836(19) 0.0584(7) Uani 1 1 d . . . . .
H24 H 0.7341 0.6780 0.0793 0.070 Uiso 1 1 calc R U . . .
C25 C 0.7034(3) 0.5182(2) 0.07753(19) 0.0591(7) Uani 1 1 d . . . . .
H25 H 0.7737 0.4906 0.0277 0.071 Uiso 1 1 calc R U . . .
C26 C 0.6240(3) 0.4458(2) 0.11916(18) 0.0500(6) Uani 1 1 d . . . . .
H26 H 0.6396 0.3696 0.0962 0.060 Uiso 1 1 calc R U . . .
C27 C 0.5208(2) 0.48619(18) 0.19521(15) 0.0365(5) Uani 1 1 d . . . . .
C28 C 0.4243(2) 0.40243(17) 0.23333(15) 0.0346(5) Uani 1 1 d . . . . .
C29 C 0.2706(2) 0.32305(17) 0.14563(15) 0.0332(5) Uani 1 1 d . . . . .
C30 C 0.2685(3) 0.20764(19) 0.07498(17) 0.0455(5) Uani 1 1 d . . . . .
H30 H 0.3609 0.1777 0.0802 0.055 Uiso 1 1 calc R U . . .
C31 C 0.1312(3) 0.1363(2) -0.00311(18) 0.0498(6) Uani 1 1 d . . . . .
H31 H 0.1330 0.0589 -0.0492 0.060 Uiso 1 1 calc R U . . .
C32 C -0.0075(3) 0.1761(2) -0.01464(17) 0.0447(5) Uani 1 1 d . . . . .
C33 C -0.1578(3) 0.0958(2) -0.10169(19) 0.0609(7) Uani 1 1 d . . . . .
H33 H -0.1411 0.0154 -0.1295 0.073 Uiso 1 1 calc R U . . .
C34 C -0.1638(4) 0.1260(3) -0.1956(2) 0.0983(11) Uani 1 1 d . . . . .
H34A H -0.1788 0.2049 -0.1717 0.148 Uiso 1 1 calc R U . . .
H34B H -0.2549 0.0713 -0.2512 0.148 Uiso 1 1 calc R U . . .
H34C H -0.0615 0.1210 -0.2239 0.148 Uiso 1 1 calc R U . . .
C35 C -0.3205(3) 0.0931(3) -0.0576(3) 0.0866(10) Uani 1 1 d . . . . .
H35A H -0.3501 0.1672 -0.0390 0.130 Uiso 1 1 calc R U . . .
H35B H -0.3078 0.0802 0.0058 0.130 Uiso 1 1 calc R U . . .
H35C H -0.4065 0.0303 -0.1118 0.130 Uiso 1 1 calc R U . . .
C36 C -0.0035(3) 0.2928(2) 0.05447(18) 0.0507(6) Uani 1 1 d . . . . .
H36 H -0.0947 0.3231 0.0476 0.061 Uiso 1 1 calc R U . . .
C37 C 0.1331(3) 0.36511(19) 0.13350(17) 0.0443(5) Uani 1 1 d . . . . .
H37 H 0.1321 0.4429 0.1788 0.053 Uiso 1 1 calc R U . . .
O1 O 0.3312(2) 0.19994(13) 0.30543(12) 0.0563(4) Uani 1 1 d . . . . .
O2 O 0.08106(19) 0.62972(14) 0.68515(12) 0.0558(4) Uani 1 1 d . . . . .
O3 O 0.3444(2) 0.73426(15) 0.32214(13) 0.0617(5) Uani 1 1 d . . . . .
O4 O 0.53482(17) 0.33491(13) 0.24420(12) 0.0447(4) Uani 1 1 d . . . . .
H4A H 0.4847 0.2816 0.2565 0.067 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C19 1.392(3) . ?
C1 C9 1.413(3) . ?
C1 C2 1.506(3) . ?
C2 O1 1.221(2) . ?
C2 C3 1.474(3) . ?
C3 C4 1.387(3) . ?
C3 C8 1.394(3) . ?
C4 C5 1.379(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.383(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.378(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.485(3) . ?
C9 C10 1.379(3) . ?
C10 C18 1.413(3) . ?
C10 C11 1.497(3) . ?
C11 O2 1.210(2) . ?
C11 C12 1.470(3) . ?
C12 C13 1.389(3) . ?
C12 C17 1.393(3) . ?
C13 C14 1.368(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.390(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.384(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.504(3) . ?
C18 C20 1.405(3) . ?
C19 C20 1.420(3) . ?
C19 C28 1.549(3) . ?
C20 C21 1.486(3) . ?
C21 O3 1.225(2) . ?
C21 C22 1.468(3) . ?
C22 C27 1.386(3) . ?
C22 C23 1.398(3) . ?
C23 C24 1.369(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.372(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.380(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.390(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.513(3) . ?
C28 O4 1.416(2) . ?
C28 C29 1.546(3) . ?
C29 C37 1.379(3) . ?
C29 C30 1.384(3) . ?
C30 C31 1.381(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.370(3) . ?
C31 H31 0.9300 . ?
C32 C36 1.388(3) . ?
C32 C33 1.527(3) . ?
C33 C34 1.501(4) . ?
C33 C35 1.518(4) . ?
C33 H33 0.9800 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.386(3) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
O4 H4A 0.8200 . ?

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
C19 C1 C9 121.58(18) . . ?
C19 C1 C2 131.48(18) . . ?
C9 C1 C2 106.81(17) . . ?
O1 C2 C3 124.7(2) . . ?
O1 C2 C1 129.2(2) . . ?
C3 C2 C1 106.09(18) . . ?
C4 C3 C8 122.0(2) . . ?
C4 C3 C2 128.1(2) . . ?
C8 C3 C2 109.89(19) . . ?
C5 C4 C3 117.8(2) . . ?
C5 C4 H4 121.1 . . ?
C3 C4 H4 121.1 . . ?
C6 C5 C4 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 122.2(2) . . ?
C5 C6 H6 118.9 . . ?
C7 C6 H6 118.9 . . ?
C8 C7 C6 118.2(2) . . ?
C8 C7 H7 120.9 . . ?
C6 C7 H7 120.9 . . ?
C7 C8 C3 119.5(2) . . ?
C7 C8 C9 132.9(2) . . ?
C3 C8 C9 107.57(18) . . ?
C10 C9 C1 119.01(18) . . ?
C10 C9 C8 131.35(18) . . ?
C1 C9 C8 109.63(18) . . ?
C9 C10 C18 120.67(17) . . ?
C9 C10 C11 130.70(19) . . ?
C18 C10 C11 108.62(18) . . ?
O2 C11 C12 126.34(19) . . ?
O2 C11 C10 128.6(2) . . ?
C12 C11 C10 105.00(18) . . ?
C13 C12 C17 122.4(2) . . ?
C13 C12 C11 126.9(2) . . ?
C17 C12 C11 110.61(18) . . ?
C14 C13 C12 118.2(2) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
C13 C14 C15 120.3(2) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C16 121.7(2) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C17 C16 C15 118.9(2) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C16 C17 C12 118.46(19) . . ?
C16 C17 C18 133.83(19) . . ?
C12 C17 C18 107.53(18) . . ?
C20 C18 C10 119.90(18) . . ?
C20 C18 C17 132.52(18) . . ?
C10 C18 C17 107.56(16) . . ?
C1 C19 C20 118.97(17) . . ?
C1 C19 C28 120.64(17) . . ?
C20 C19 C28 120.30(17) . . ?
C18 C20 C19 119.42(18) . . ?
C18 C20 C21 121.27(18) . . ?
C19 C20 C21 119.09(17) . . ?
O3 C21 C22 120.66(19) . . ?
O3 C21 C20 121.25(19) . . ?
C22 C21 C20 118.09(19) . . ?
C27 C22 C23 120.08(19) . . ?
C27 C22 C21 120.32(19) . . ?
C23 C22 C21 119.6(2) . . ?
C24 C23 C22 120.7(2) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 119.1(2) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C24 C25 C26 121.2(2) . . ?
C24 C25 H25 119.4 . . ?
C26 C25 H25 119.4 . . ?
C25 C26 C27 120.2(2) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C22 C27 C26 118.6(2) . . ?
C22 C27 C28 121.72(17) . . ?
C26 C27 C28 119.45(19) . . ?
O4 C28 C27 105.40(15) . . ?
O4 C28 C29 111.11(15) . . ?
C27 C28 C29 108.18(15) . . ?
O4 C28 C19 110.45(15) . . ?
C27 C28 C19 113.25(16) . . ?
C29 C28 C19 108.44(15) . . ?
C37 C29 C30 117.80(18) . . ?
C37 C29 C28 121.46(17) . . ?
C30 C29 C28 120.73(18) . . ?
C31 C30 C29 120.9(2) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C32 C31 C30 121.9(2) . . ?
C32 C31 H31 119.1 . . ?
C30 C31 H31 119.1 . . ?
C31 C32 C36 117.1(2) . . ?
C31 C32 C33 121.0(2) . . ?
C36 C32 C33 121.9(2) . . ?
C34 C33 C35 112.5(3) . . ?
C34 C33 C32 110.9(2) . . ?
C35 C33 C32 113.1(2) . . ?
C34 C33 H33 106.6 . . ?
C35 C33 H33 106.6 . . ?
C32 C33 H33 106.6 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 C36 C32 121.5(2) . . ?
C37 C36 H36 119.2 . . ?
C32 C36 H36 119.2 . . ?
C29 C37 C36 120.7(2) . . ?
C29 C37 H37 119.6 . . ?
C36 C37 H37 119.6 . . ?
C28 O4 H4A 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O1 0.82 1.84 2.629(2) 160.4 .

_refine_diff_density_max         0.251
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.039


####################################################################### 
# 
# 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_7j
_database_code_depnum_ccdc_archive 'CCDC 2160343'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-03-21 deposited with the CCDC.	2022-05-30 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         'C38 H26 O4'
_chemical_formula_sum            'C38 H26 O4'
_chemical_formula_weight         546.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   18.978(2)
_cell_length_b                   12.4830(13)
_cell_length_c                   11.7028(12)
_cell_angle_alpha                90
_cell_angle_beta                 94.907(3)
_cell_angle_gamma                90
_cell_volume                     2762.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4716
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      24.38

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             1144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6101
_exptl_absorpt_correction_T_max  0.7456
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22520
_diffrn_reflns_av_unetI/netI     0.1011
_diffrn_reflns_av_R_equivalents  0.0858
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.154
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             5377
_reflns_number_gt                2520
_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)+(0.0709P)²+0.1399P] 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         5377
_refine_ls_number_parameters     414
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.1616
_refine_ls_R_factor_gt           0.0588
_refine_ls_wR_factor_ref         0.1569
_refine_ls_wR_factor_gt          0.1190
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.14811(13) 0.89292(19) 0.4474(2) 0.0399(7) Uani 1 1 d . . . . .
C2 C 0.11877(14) 0.9874(2) 0.5075(2) 0.0477(8) Uani 1 1 d . . . . .
C3 C 0.07168(14) 0.9432(2) 0.5894(3) 0.0495(8) Uani 1 1 d . . . . .
C4 C 0.03283(16) 0.9981(3) 0.6655(3) 0.0669(9) Uani 1 1 d . . . . .
H4 H 0.0334 1.0726 0.6688 0.080 Uiso 1 1 calc R U . . .
C5 C -0.00686(17) 0.9388(3) 0.7366(3) 0.0730(11) Uani 1 1 d . . . . .
H5 H -0.0332 0.9737 0.7888 0.088 Uiso 1 1 calc R U . . .
C6 C -0.00771(16) 0.8296(3) 0.7308(3) 0.0725(10) Uani 1 1 d . . . . .
H6 H -0.0348 0.7914 0.7794 0.087 Uiso 1 1 calc R U . . .
C7 C 0.03105(15) 0.7735(3) 0.6540(3) 0.0642(9) Uani 1 1 d . . . . .
H7 H 0.0299 0.6991 0.6508 0.077 Uiso 1 1 calc R U . . .
C8 C 0.07128(14) 0.8318(2) 0.5826(2) 0.0469(7) Uani 1 1 d . . . . .
C9 C 0.11871(13) 0.7996(2) 0.4943(2) 0.0401(7) Uani 1 1 d . . . . .
C10 C 0.13753(13) 0.7009(2) 0.4543(2) 0.0407(7) Uani 1 1 d . . . . .
C11 C 0.11477(16) 0.5901(2) 0.4841(3) 0.0516(8) Uani 1 1 d . . . . .
C12 C 0.15033(14) 0.5168(2) 0.4100(2) 0.0474(7) Uani 1 1 d . . . . .
C13 C 0.14295(17) 0.4065(2) 0.4007(3) 0.0627(9) Uani 1 1 d . . . . .
H13 H 0.1150 0.3688 0.4484 0.075 Uiso 1 1 calc R U . . .
C14 C 0.17818(18) 0.3544(2) 0.3191(3) 0.0711(10) Uani 1 1 d . . . . .
H14 H 0.1743 0.2805 0.3115 0.085 Uiso 1 1 calc R U . . .
C15 C 0.21923(17) 0.4110(2) 0.2484(3) 0.0640(9) Uani 1 1 d . . . . .
H15 H 0.2418 0.3747 0.1926 0.077 Uiso 1 1 calc R U . . .
C16 C 0.22757(15) 0.5208(2) 0.2589(3) 0.0505(8) Uani 1 1 d . . . . .
H16 H 0.2561 0.5576 0.2113 0.061 Uiso 1 1 calc R U . . .
C17 C 0.19322(13) 0.57544(19) 0.3408(2) 0.0401(7) Uani 1 1 d . . . . .
C18 C 0.18754(13) 0.69138(18) 0.3717(2) 0.0363(6) Uani 1 1 d . . . . .
C19 C 0.27033(14) 0.9683(2) 0.2135(2) 0.0424(7) Uani 1 1 d . . . . .
C20 C 0.28262(16) 1.0529(2) 0.1408(3) 0.0573(8) Uani 1 1 d . . . . .
H20 H 0.2659 1.1210 0.1562 0.069 Uiso 1 1 calc R U . . .
C21 C 0.31944(18) 1.0364(3) 0.0456(3) 0.0686(10) Uani 1 1 d . . . . .
H21 H 0.3262 1.0933 -0.0036 0.082 Uiso 1 1 calc R U . . .
C22 C 0.34625(17) 0.9372(3) 0.0225(3) 0.0656(10) Uani 1 1 d . . . . .
H22 H 0.3716 0.9273 -0.0413 0.079 Uiso 1 1 calc R U . . .
C23 C 0.33529(15) 0.8529(2) 0.0941(3) 0.0541(8) Uani 1 1 d . . . . .
H23 H 0.3538 0.7858 0.0795 0.065 Uiso 1 1 calc R U . . .
C24 C 0.29639(14) 0.8679(2) 0.1891(2) 0.0418(7) Uani 1 1 d . . . . .
C25 C 0.28272(14) 0.7766(2) 0.2628(2) 0.0422(7) Uani 1 1 d . . . . .
C26 C 0.22042(13) 0.78361(18) 0.3322(2) 0.0363(6) Uani 1 1 d . . . . .
C27 C 0.19836(13) 0.88619(18) 0.3664(2) 0.0362(7) Uani 1 1 d . . . . .
C28 C 0.23491(13) 0.98697(19) 0.3241(2) 0.0404(7) Uani 1 1 d . . . . .
C29 C 0.29255(12) 1.02249(18) 0.4184(2) 0.0359(7) Uani 1 1 d . . . . .
C30 C 0.31431(16) 1.1269(2) 0.4266(3) 0.0607(9) Uani 1 1 d . . . . .
H30 H 0.2929 1.1775 0.3768 0.073 Uiso 1 1 calc R U . . .
C31 C 0.36792(17) 1.1589(2) 0.5082(3) 0.0644(9) Uani 1 1 d . . . . .
H31 H 0.3813 1.2306 0.5112 0.077 Uiso 1 1 calc R U . . .
C32 C 0.40180(14) 1.0878(2) 0.5846(2) 0.0437(7) Uani 1 1 d . . . . .
C33 C 0.46031(16) 1.1238(2) 0.6745(3) 0.0633(8) Uani 1 1 d . U . . .
C34 C 0.5100(3) 1.2052(4) 0.6207(5) 0.0856(16) Uani 0.747(6) 1 d . U P A 1
H34A H 0.5295 1.1729 0.5559 0.128 Uiso 0.747(6) 1 calc R U P A 1
H34B H 0.5477 1.2250 0.6767 0.128 Uiso 0.747(6) 1 calc R U P A 1
H34C H 0.4836 1.2679 0.5962 0.128 Uiso 0.747(6) 1 calc R U P A 1
C35 C 0.4270(3) 1.1783(6) 0.7705(5) 0.1039(19) Uani 0.747(6) 1 d . U P A 1
H35A H 0.4021 1.2409 0.7418 0.156 Uiso 0.747(6) 1 calc R U P A 1
H35B H 0.4631 1.1988 0.8289 0.156 Uiso 0.747(6) 1 calc R U P A 1
H35C H 0.3945 1.1300 0.8025 0.156 Uiso 0.747(6) 1 calc R U P A 1
C36 C 0.5071(3) 1.0293(5) 0.7182(6) 0.0921(18) Uani 0.747(6) 1 d . U P A 1
H36A H 0.4798 0.9808 0.7604 0.138 Uiso 0.747(6) 1 calc R U P A 1
H36B H 0.5464 1.0557 0.7674 0.138 Uiso 0.747(6) 1 calc R U P A 1
H36C H 0.5243 0.9925 0.6542 0.138 Uiso 0.747(6) 1 calc R U P A 1
C34' C 0.4753(9) 1.2406(13) 0.6762(16) 0.090(3) Uani 0.253(6) 1 d . U P A 2
H34D H 0.4789 1.2654 0.5993 0.136 Uiso 0.253(6) 1 calc R U P A 2
H34E H 0.5191 1.2539 0.7213 0.136 Uiso 0.253(6) 1 calc R U P A 2
H34F H 0.4378 1.2779 0.7092 0.136 Uiso 0.253(6) 1 calc R U P A 2
C35' C 0.5247(9) 1.0613(15) 0.6634(18) 0.086(3) Uani 0.253(6) 1 d . U P A 2
H35D H 0.5477 1.0867 0.5988 0.129 Uiso 0.253(6) 1 calc R U P A 2
H35E H 0.5125 0.9871 0.6524 0.129 Uiso 0.253(6) 1 calc R U P A 2
H35F H 0.5559 1.0690 0.7319 0.129 Uiso 0.253(6) 1 calc R U P A 2
C36' C 0.4327(8) 1.0934(16) 0.8012(13) 0.084(3) Uani 0.253(6) 1 d . U P A 2
H36D H 0.4592 1.1338 0.8599 0.126 Uiso 0.253(6) 1 calc R U P A 2
H36E H 0.4394 1.0183 0.8156 0.126 Uiso 0.253(6) 1 calc R U P A 2
H36F H 0.3834 1.1106 0.8014 0.126 Uiso 0.253(6) 1 calc R U P A 2
C37 C 0.37864(15) 0.9840(2) 0.5758(3) 0.0533(8) Uani 1 1 d . . . . .
H37 H 0.3994 0.9332 0.6262 0.064 Uiso 1 1 calc R U . . .
C38 C 0.32556(15) 0.9519(2) 0.4948(2) 0.0499(8) Uani 1 1 d . . . . .
H38 H 0.3119 0.8803 0.4921 0.060 Uiso 1 1 calc R U . . .
O1 O 0.13087(10) 1.08326(15) 0.49495(17) 0.0630(6) Uani 1 1 d . . . . .
O2 O 0.07413(13) 0.56473(16) 0.5544(2) 0.0857(8) Uani 1 1 d . . . . .
O3 O 0.32170(9) 0.69816(15) 0.26880(17) 0.0575(6) Uani 1 1 d . . . . .
O4 O 0.18545(10) 1.07082(13) 0.29677(17) 0.0537(6) Uani 1 1 d . . . . .
H4A H 0.1668 1.0884 0.3546 0.081 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C27 1.404(4) . ?
C1 C9 1.422(3) . ?
C1 C2 1.505(4) . ?
C2 O1 1.229(3) . ?
C2 C3 1.472(4) . ?
C3 C4 1.386(4) . ?
C3 C8 1.393(4) . ?
C4 C5 1.384(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.365(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.397(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.385(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.483(4) . ?
C9 C10 1.376(3) . ?
C10 C18 1.417(3) . ?
C10 C11 1.499(4) . ?
C11 O2 1.217(3) . ?
C11 C12 1.464(4) . ?
C12 C13 1.387(4) . ?
C12 C17 1.403(4) . ?
C13 C14 1.376(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.384(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.384(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.498(3) . ?
C18 C26 1.406(3) . ?
C19 C24 1.387(3) . ?
C19 C20 1.389(3) . ?
C19 C28 1.526(4) . ?
C20 C21 1.380(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.375(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.372(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.398(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.467(4) . ?
C25 O3 1.225(3) . ?
C25 C26 1.493(3) . ?
C26 C27 1.415(3) . ?
C27 C28 1.538(3) . ?
C28 O4 1.424(3) . ?
C28 C29 1.551(3) . ?
C29 C30 1.368(3) . ?
C29 C38 1.368(3) . ?
C30 C31 1.393(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.380(4) . ?
C31 H31 0.9300 . ?
C32 C37 1.370(3) . ?
C32 C33 1.530(4) . ?
C33 C35' 1.465(18) . ?
C33 C34' 1.485(15) . ?
C33 C35 1.499(5) . ?
C33 C36 1.538(6) . ?
C33 C34 1.556(5) . ?
C33 C36' 1.659(16) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C34' H34D 0.9600 . ?
C34' H34E 0.9600 . ?
C34' H34F 0.9600 . ?
C35' H35D 0.9600 . ?
C35' H35E 0.9600 . ?
C35' H35F 0.9600 . ?
C36' H36D 0.9600 . ?
C36' H36E 0.9600 . ?
C36' H36F 0.9600 . ?
C37 C38 1.383(4) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
O4 H4A 0.8200 . ?

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
C27 C1 C9 121.5(2) . . ?
C27 C1 C2 131.5(2) . . ?
C9 C1 C2 106.8(2) . . ?
O1 C2 C3 124.9(3) . . ?
O1 C2 C1 128.8(3) . . ?
C3 C2 C1 106.3(2) . . ?
C4 C3 C8 122.0(3) . . ?
C4 C3 C2 128.2(3) . . ?
C8 C3 C2 109.7(2) . . ?
C5 C4 C3 117.9(3) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 121.8(3) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
C8 C7 C6 118.2(3) . . ?
C8 C7 H7 120.9 . . ?
C6 C7 H7 120.9 . . ?
C7 C8 C3 119.4(3) . . ?
C7 C8 C9 132.6(3) . . ?
C3 C8 C9 108.1(2) . . ?
C10 C9 C1 118.8(2) . . ?
C10 C9 C8 132.1(2) . . ?
C1 C9 C8 109.1(2) . . ?
C9 C10 C18 121.0(2) . . ?
C9 C10 C11 131.2(2) . . ?
C18 C10 C11 107.7(2) . . ?
O2 C11 C12 126.1(3) . . ?
O2 C11 C10 127.5(3) . . ?
C12 C11 C10 106.4(2) . . ?
C13 C12 C17 122.2(3) . . ?
C13 C12 C11 128.2(3) . . ?
C17 C12 C11 109.6(2) . . ?
C14 C13 C12 118.1(3) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
C13 C14 C15 120.5(3) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C16 121.4(3) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C15 C16 C17 119.5(3) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 H16 120.2 . . ?
C16 C17 C12 118.3(2) . . ?
C16 C17 C18 133.7(2) . . ?
C12 C17 C18 107.9(2) . . ?
C26 C18 C10 119.9(2) . . ?
C26 C18 C17 132.0(2) . . ?
C10 C18 C17 108.2(2) . . ?
C24 C19 C20 118.6(3) . . ?
C24 C19 C28 120.2(2) . . ?
C20 C19 C28 120.9(2) . . ?
C21 C20 C19 120.3(3) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C20 121.0(3) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C23 C22 C21 119.5(3) . . ?
C23 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
C22 C23 C24 120.1(3) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C19 C24 C23 120.4(2) . . ?
C19 C24 C25 119.8(3) . . ?
C23 C24 C25 119.8(2) . . ?
O3 C25 C24 121.2(2) . . ?
O3 C25 C26 121.2(2) . . ?
C24 C25 C26 117.6(2) . . ?
C18 C26 C27 119.9(2) . . ?
C18 C26 C25 121.6(2) . . ?
C27 C26 C25 118.3(2) . . ?
C1 C27 C26 118.6(2) . . ?
C1 C27 C28 121.3(2) . . ?
C26 C27 C28 119.8(2) . . ?
O4 C28 C19 104.5(2) . . ?
O4 C28 C27 111.5(2) . . ?
C19 C28 C27 113.0(2) . . ?
O4 C28 C29 111.17(19) . . ?
C19 C28 C29 108.2(2) . . ?
C27 C28 C29 108.4(2) . . ?
C30 C29 C38 116.7(2) . . ?
C30 C29 C28 120.9(2) . . ?
C38 C29 C28 122.4(2) . . ?
C29 C30 C31 121.3(3) . . ?
C29 C30 H30 119.3 . . ?
C31 C30 H30 119.3 . . ?
C32 C31 C30 122.2(3) . . ?
C32 C31 H31 118.9 . . ?
C30 C31 H31 118.9 . . ?
C37 C32 C31 115.6(2) . . ?
C37 C32 C33 122.6(3) . . ?
C31 C32 C33 121.8(2) . . ?
C35' C33 C34' 111.3(9) . . ?
C35' C33 C32 110.1(7) . . ?
C34' C33 C32 115.2(6) . . ?
C35 C33 C32 108.7(3) . . ?
C35 C33 C36 111.5(4) . . ?
C32 C33 C36 111.6(3) . . ?
C35 C33 C34 108.5(4) . . ?
C32 C33 C34 110.1(3) . . ?
C36 C33 C34 106.4(3) . . ?
C35' C33 C36' 106.7(9) . . ?
C34' C33 C36' 106.7(8) . . ?
C32 C33 C36' 106.3(6) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 H35A 109.5 . . ?
C33 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C33 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C33 C34' H34D 109.5 . . ?
C33 C34' H34E 109.5 . . ?
H34D C34' H34E 109.5 . . ?
C33 C34' H34F 109.5 . . ?
H34D C34' H34F 109.5 . . ?
H34E C34' H34F 109.5 . . ?
C33 C35' H35D 109.5 . . ?
C33 C35' H35E 109.5 . . ?
H35D C35' H35E 109.5 . . ?
C33 C35' H35F 109.5 . . ?
H35D C35' H35F 109.5 . . ?
H35E C35' H35F 109.5 . . ?
C33 C36' H36D 109.5 . . ?
C33 C36' H36E 109.5 . . ?
H36D C36' H36E 109.5 . . ?
C33 C36' H36F 109.5 . . ?
H36D C36' H36F 109.5 . . ?
H36E C36' H36F 109.5 . . ?
C32 C37 C38 122.4(3) . . ?
C32 C37 H37 118.8 . . ?
C38 C37 H37 118.8 . . ?
C29 C38 C37 121.8(2) . . ?
C29 C38 H38 119.1 . . ?
C37 C38 H38 119.1 . . ?
C28 O4 H4A 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O4 H4A O1 0.82 1.83 2.624(3) 161.9 .

_refine_diff_density_max         0.187
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.043




#=============================================== 
####################################################################### 
# 
# 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_5a
_database_code_depnum_ccdc_archive 'CCDC 2154104'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-02-23 deposited with the CCDC.	2022-05-30 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         'C35 H22 N2 O3'
_chemical_formula_sum            'C35 H22 N2 O3'
_chemical_formula_weight         518.54

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   10.5877(14)
_cell_length_b                   12.8107(16)
_cell_length_c                   18.985(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.436(5)
_cell_angle_gamma                90
_cell_volume                     2574.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8085
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      27.26

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_F_000             1080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.086
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6747
_exptl_absorpt_correction_T_max  0.7456
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21391
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.146
_diffrn_reflns_theta_max         25.992
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5023
_reflns_number_gt                3454
_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)+(0.0447P)²+0.6412P] 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         5023
_refine_ls_number_parameters     362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0820
_refine_ls_R_factor_gt           0.0465
_refine_ls_wR_factor_ref         0.1090
_refine_ls_wR_factor_gt          0.0943
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 1.03121(15) 0.55740(13) 0.15404(8) 0.0358(4) Uani 1 1 d . . . . .
C2 C 1.08331(17) 0.44870(14) 0.16163(9) 0.0431(4) Uani 1 1 d . . . . .
C3 C 1.21679(17) 0.46161(14) 0.18469(9) 0.0440(4) Uani 1 1 d . . . . .
C4 C 1.30449(19) 0.38397(17) 0.19842(10) 0.0586(5) Uani 1 1 d . . . . .
H4 H 1.2828 0.3139 0.1938 0.070 Uiso 1 1 calc R U . . .
C5 C 1.4246(2) 0.4129(2) 0.21913(12) 0.0727(7) Uani 1 1 d . . . . .
H5 H 1.4847 0.3619 0.2296 0.087 Uiso 1 1 calc R U . . .
C6 C 1.4569(2) 0.5168(2) 0.22451(13) 0.0760(7) Uani 1 1 d . . . . .
H6 H 1.5398 0.5345 0.2368 0.091 Uiso 1 1 calc R U . . .
C7 C 1.36984(18) 0.59581(18) 0.21218(11) 0.0607(6) Uani 1 1 d . . . . .
H7 H 1.3927 0.6656 0.2168 0.073 Uiso 1 1 calc R U . . .
C8 C 1.24672(16) 0.56731(15) 0.19257(9) 0.0433(4) Uani 1 1 d . . . . .
C9 C 1.13204(15) 0.62995(13) 0.17852(8) 0.0369(4) Uani 1 1 d . . . . .
C10 C 1.10588(15) 0.73191(13) 0.18435(8) 0.0377(4) Uani 1 1 d . . . . .
C11 C 1.18829(17) 0.82455(14) 0.19421(9) 0.0447(4) Uani 1 1 d . . . . .
C12 C 1.10812(17) 0.91576(13) 0.17735(9) 0.0429(4) Uani 1 1 d . . . . .
C13 C 1.1445(2) 1.02012(15) 0.17525(10) 0.0556(5) Uani 1 1 d . . . . .
H13 H 1.2282 1.0394 0.1840 0.067 Uiso 1 1 calc R U . . .
C14 C 1.0540(2) 1.09382(15) 0.15994(10) 0.0588(6) Uani 1 1 d . . . . .
H14 H 1.0764 1.1639 0.1574 0.071 Uiso 1 1 calc R U . . .
C15 C 0.9298(2) 1.06434(15) 0.14823(10) 0.0538(5) Uani 1 1 d . . . . .
H15 H 0.8694 1.1155 0.1388 0.065 Uiso 1 1 calc R U . . .
C16 C 0.89266(18) 0.96083(13) 0.15011(9) 0.0461(4) Uani 1 1 d . . . . .
H16 H 0.8086 0.9423 0.1422 0.055 Uiso 1 1 calc R U . . .
C17 C 0.98377(16) 0.88563(12) 0.16401(8) 0.0374(4) Uani 1 1 d . . . . .
C18 C 0.97079(15) 0.76825(12) 0.17195(8) 0.0349(4) Uani 1 1 d . . . . .
H18 H 0.9247 0.7549 0.2152 0.042 Uiso 1 1 calc R U . . .
C19 C 0.51673(17) 0.83758(15) 0.06821(12) 0.0555(5) Uani 1 1 d . . . . .
H19 H 0.5266 0.8255 0.1163 0.067 Uiso 1 1 calc R U . . .
C20 C 0.40355(19) 0.87503(17) 0.04045(14) 0.0681(6) Uani 1 1 d . . . . .
H20 H 0.3371 0.8883 0.0703 0.082 Uiso 1 1 calc R U . . .
C21 C 0.3879(2) 0.89273(17) -0.02976(16) 0.0742(7) Uani 1 1 d . . . . .
H21 H 0.3115 0.9185 -0.0476 0.089 Uiso 1 1 calc R U . . .
C22 C 0.4848(2) 0.87270(18) -0.07421(14) 0.0728(7) Uani 1 1 d . . . . .
H22 H 0.4734 0.8844 -0.1223 0.087 Uiso 1 1 calc R U . . .
C23 C 0.59992(19) 0.83510(15) -0.04821(11) 0.0573(5) Uani 1 1 d . . . . .
H23 H 0.6656 0.8215 -0.0785 0.069 Uiso 1 1 calc R U . . .
C24 C 0.61539(16) 0.81828(13) 0.02327(10) 0.0419(4) Uani 1 1 d . . . . .
C25 C 1.06154(17) 0.74260(16) 0.00721(10) 0.0502(5) Uani 1 1 d . . . . .
H25A H 1.0552 0.7640 -0.0412 0.075 Uiso 1 1 calc R U . . .
H25B H 1.0926 0.6723 0.0098 0.075 Uiso 1 1 calc R U . . .
H25C H 1.1187 0.7881 0.0325 0.075 Uiso 1 1 calc R U . . .
C26 C 0.93479(15) 0.74794(12) 0.03900(8) 0.0352(4) Uani 1 1 d . . . . .
C27 C 0.90279(14) 0.70805(12) 0.11142(8) 0.0322(4) Uani 1 1 d . . . . .
C28 C 0.76180(15) 0.73386(12) 0.11343(9) 0.0356(4) Uani 1 1 d . . . . .
C29 C 0.92487(15) 0.58982(12) 0.12001(8) 0.0337(4) Uani 1 1 d . . . . .
C30 C 0.82663(15) 0.52024(12) 0.08889(9) 0.0354(4) Uani 1 1 d . . . . .
C31 C 0.77245(17) 0.44332(14) 0.12967(10) 0.0477(5) Uani 1 1 d . . . . .
H31 H 0.8007 0.4337 0.1760 0.057 Uiso 1 1 calc R U . . .
C32 C 0.67748(19) 0.38104(16) 0.10242(12) 0.0599(6) Uani 1 1 d . . . . .
H32 H 0.6433 0.3288 0.1302 0.072 Uiso 1 1 calc R U . . .
C33 C 0.63254(18) 0.39522(16) 0.03458(12) 0.0592(6) Uani 1 1 d . . . . .
H33 H 0.5675 0.3535 0.0167 0.071 Uiso 1 1 calc R U . . .
C34 C 0.68425(18) 0.47146(16) -0.00666(11) 0.0548(5) Uani 1 1 d . . . . .
H34 H 0.6540 0.4814 -0.0526 0.066 Uiso 1 1 calc R U . . .
C35 C 0.78087(17) 0.53330(14) 0.01988(9) 0.0443(4) Uani 1 1 d . . . . .
H35 H 0.8159 0.5843 -0.0085 0.053 Uiso 1 1 calc R U . . .
N1 N 0.73388(12) 0.78192(11) 0.05025(7) 0.0387(3) Uani 1 1 d . . . . .
N2 N 0.83982(13) 0.78927(11) 0.00643(7) 0.0420(4) Uani 1 1 d . . . . .
O1 O 1.03013(13) 0.36600(10) 0.15124(8) 0.0623(4) Uani 1 1 d . . . . .
O2 O 1.30025(12) 0.82675(11) 0.21182(8) 0.0657(4) Uani 1 1 d . . . . .
O3 O 0.69158(11) 0.71790(10) 0.16177(6) 0.0479(3) 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 C29 1.350(2) . ?
C1 C9 1.481(2) . ?
C1 C2 1.503(2) . ?
C2 O1 1.214(2) . ?
C2 C3 1.478(3) . ?
C3 C4 1.381(3) . ?
C3 C8 1.398(3) . ?
C4 C5 1.372(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.385(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.395(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.474(2) . ?
C9 C10 1.340(2) . ?
C10 C11 1.482(2) . ?
C10 C18 1.517(2) . ?
C11 O2 1.224(2) . ?
C11 C12 1.475(3) . ?
C12 C17 1.389(2) . ?
C12 C13 1.392(3) . ?
C13 C14 1.371(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.381(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.384(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.384(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.518(2) . ?
C18 C27 1.547(2) . ?
C18 H18 0.9800 . ?
C19 C20 1.383(3) . ?
C19 C24 1.387(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.358(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.368(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.390(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.380(3) . ?
C23 H23 0.9300 . ?
C24 N1 1.422(2) . ?
C25 C26 1.487(2) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 N2 1.282(2) . ?
C26 C27 1.513(2) . ?
C27 C28 1.530(2) . ?
C27 C29 1.541(2) . ?
C28 O3 1.2129(19) . ?
C28 N1 1.374(2) . ?
C29 C30 1.481(2) . ?
C30 C31 1.386(2) . ?
C30 C35 1.395(2) . ?
C31 C32 1.374(3) . ?
C31 H31 0.9300 . ?
C32 C33 1.374(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.374(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.379(2) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
N1 N2 1.4163(19) . ?

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
C29 C1 C9 122.89(15) . . ?
C29 C1 C2 129.10(15) . . ?
C9 C1 C2 106.93(14) . . ?
O1 C2 C3 125.59(16) . . ?
O1 C2 C1 128.71(17) . . ?
C3 C2 C1 105.70(15) . . ?
C4 C3 C8 121.86(18) . . ?
C4 C3 C2 127.49(18) . . ?
C8 C3 C2 110.64(15) . . ?
C5 C4 C3 118.2(2) . . ?
C5 C4 H4 120.9 . . ?
C3 C4 H4 120.9 . . ?
C4 C5 C6 120.6(2) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C7 122.0(2) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C6 C7 C8 117.9(2) . . ?
C6 C7 H7 121.1 . . ?
C8 C7 H7 121.1 . . ?
C7 C8 C3 119.33(17) . . ?
C7 C8 C9 131.73(18) . . ?
C3 C8 C9 108.93(15) . . ?
C10 C9 C8 133.35(16) . . ?
C10 C9 C1 119.25(14) . . ?
C8 C9 C1 107.40(14) . . ?
C9 C10 C11 131.96(16) . . ?
C9 C10 C18 118.83(15) . . ?
C11 C10 C18 108.88(14) . . ?
O2 C11 C12 126.12(16) . . ?
O2 C11 C10 128.02(17) . . ?
C12 C11 C10 105.86(14) . . ?
C17 C12 C13 121.57(17) . . ?
C17 C12 C11 110.93(15) . . ?
C13 C12 C11 127.50(17) . . ?
C14 C13 C12 118.33(18) . . ?
C14 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
C13 C14 C15 120.23(18) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C16 121.87(19) . . ?
C14 C15 H15 119.1 . . ?
C16 C15 H15 119.1 . . ?
C15 C16 C17 118.35(18) . . ?
C15 C16 H16 120.8 . . ?
C17 C16 H16 120.8 . . ?
C16 C17 C12 119.62(16) . . ?
C16 C17 C18 130.10(15) . . ?
C12 C17 C18 110.18(15) . . ?
C10 C18 C17 103.42(13) . . ?
C10 C18 C27 112.44(13) . . ?
C17 C18 C27 117.50(13) . . ?
C10 C18 H18 107.7 . . ?
C17 C18 H18 107.7 . . ?
C27 C18 H18 107.7 . . ?
C20 C19 C24 119.1(2) . . ?
C20 C19 H19 120.5 . . ?
C24 C19 H19 120.5 . . ?
C21 C20 C19 121.0(2) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C22 120.0(2) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 C23 120.7(2) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C24 C23 C22 119.0(2) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
C23 C24 C19 120.28(17) . . ?
C23 C24 N1 119.18(17) . . ?
C19 C24 N1 120.54(16) . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C26 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N2 C26 C25 121.89(15) . . ?
N2 C26 C27 112.78(14) . . ?
C25 C26 C27 125.33(14) . . ?
C26 C27 C28 100.98(12) . . ?
C26 C27 C29 113.05(13) . . ?
C28 C27 C29 110.81(12) . . ?
C26 C27 C18 113.33(13) . . ?
C28 C27 C18 108.05(13) . . ?
C29 C27 C18 110.18(12) . . ?
O3 C28 N1 127.85(15) . . ?
O3 C28 C27 126.82(15) . . ?
N1 C28 C27 105.29(13) . . ?
C1 C29 C30 125.08(14) . . ?
C1 C29 C27 118.41(14) . . ?
C30 C29 C27 116.50(13) . . ?
C31 C30 C35 118.09(16) . . ?
C31 C30 C29 120.07(15) . . ?
C35 C30 C29 121.74(15) . . ?
C32 C31 C30 120.76(18) . . ?
C32 C31 H31 119.6 . . ?
C30 C31 H31 119.6 . . ?
C33 C32 C31 120.60(19) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C32 C33 C34 119.64(18) . . ?
C32 C33 H33 120.2 . . ?
C34 C33 H33 120.2 . . ?
C33 C34 C35 120.18(18) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C34 C35 C30 120.73(17) . . ?
C34 C35 H35 119.6 . . ?
C30 C35 H35 119.6 . . ?
C28 N1 N2 112.74(13) . . ?
C28 N1 C24 129.05(14) . . ?
N2 N1 C24 118.11(13) . . ?
C26 N2 N1 108.20(13) . . ?

_refine_diff_density_max         0.202
_refine_diff_density_min         -0.167
_refine_diff_density_rms         0.036


####################################################################### 
# 
# 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_5b
_database_code_depnum_ccdc_archive 'CCDC 2154105'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-02-23 deposited with the CCDC.	2022-05-30 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         'C38 H28 N2 O3'
_chemical_formula_sum            'C38 H28 N2 O3'
_chemical_formula_weight         560.62

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   9.7066(6)
_cell_length_b                   12.5713(7)
_cell_length_c                   23.8206(14)
_cell_angle_alpha                90
_cell_angle_beta                 100.881(2)
_cell_angle_gamma                90
_cell_volume                     2854.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9895
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.05

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_F_000             1176
_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    0.083
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6107
_exptl_absorpt_correction_T_max  0.7455
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27056
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.137
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5589
_reflns_number_gt                3822
_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)+(0.0515P)²+0.6263P] 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         5589
_refine_ls_number_parameters     391
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0807
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1197
_refine_ls_wR_factor_gt          0.1061
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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 0.17446(18) 0.42011(13) 0.32109(9) 0.0471(4) Uani 1 1 d . . . . .
C2 C 0.17819(17) 0.33138(13) 0.28142(8) 0.0460(4) Uani 1 1 d . . . . .
C3 C 0.1830(2) 0.22326(14) 0.29392(10) 0.0589(5) Uani 1 1 d . . . . .
H3 H 0.1855 0.1994 0.3311 0.071 Uiso 1 1 calc R U . . .
C4 C 0.1839(2) 0.15271(15) 0.25010(11) 0.0655(6) Uani 1 1 d . . . . .
H4 H 0.1862 0.0800 0.2575 0.079 Uiso 1 1 calc R U . . .
C5 C 0.1813(2) 0.18846(15) 0.19541(11) 0.0640(6) Uani 1 1 d . . . . .
H5 H 0.1847 0.1393 0.1665 0.077 Uiso 1 1 calc R U . . .
C6 C 0.17385(19) 0.29607(14) 0.18210(9) 0.0542(5) Uani 1 1 d . . . . .
H6 H 0.1700 0.3192 0.1448 0.065 Uiso 1 1 calc R U . . .
C7 C 0.17229(17) 0.36790(13) 0.22595(8) 0.0433(4) Uani 1 1 d . . . . .
C8 C 0.15393(17) 0.48819(12) 0.22419(7) 0.0411(4) Uani 1 1 d . . . . .
H8 H 0.0567 0.5026 0.2057 0.049 Uiso 1 1 calc R U . . .
C9 C 0.16721(17) 0.51771(12) 0.28628(8) 0.0412(4) Uani 1 1 d . . . . .
C10 C 0.17972(16) 0.62163(12) 0.30102(7) 0.0411(4) Uani 1 1 d . . . . .
C11 C 0.17658(17) 0.67959(13) 0.35418(7) 0.0440(4) Uani 1 1 d . . . . .
C12 C 0.1599(2) 0.64504(16) 0.40778(8) 0.0579(5) Uani 1 1 d . . . . .
H12 H 0.1556 0.5728 0.4157 0.070 Uiso 1 1 calc R U . . .
C13 C 0.1497(2) 0.72022(18) 0.44911(9) 0.0686(6) Uani 1 1 d . . . . .
H13 H 0.1375 0.6978 0.4851 0.082 Uiso 1 1 calc R U . . .
C14 C 0.1572(2) 0.82792(19) 0.43837(10) 0.0690(6) Uani 1 1 d . . . . .
H14 H 0.1507 0.8767 0.4671 0.083 Uiso 1 1 calc R U . . .
C15 C 0.1741(2) 0.86354(16) 0.38553(9) 0.0593(5) Uani 1 1 d . . . . .
H15 H 0.1791 0.9359 0.3781 0.071 Uiso 1 1 calc R U . . .
C16 C 0.18340(17) 0.78882(13) 0.34367(8) 0.0467(4) Uani 1 1 d . . . . .
C17 C 0.19261(18) 0.80826(13) 0.28370(8) 0.0483(5) Uani 1 1 d . . . . .
C18 C 0.19702(17) 0.70006(12) 0.25693(8) 0.0419(4) Uani 1 1 d . . . . .
C19 C 0.4550(2) 0.39994(17) 0.05051(9) 0.0620(5) Uani 1 1 d . . . . .
H19 H 0.5355 0.4110 0.0780 0.074 Uiso 1 1 calc R U . . .
C20 C 0.4636(2) 0.34998(19) -0.00037(10) 0.0741(6) Uani 1 1 d . . . . .
H20 H 0.5503 0.3273 -0.0070 0.089 Uiso 1 1 calc R U . . .
C21 C 0.3467(3) 0.33353(19) -0.04086(9) 0.0738(6) Uani 1 1 d . . . . .
H21 H 0.3539 0.3006 -0.0751 0.089 Uiso 1 1 calc R U . . .
C22 C 0.2193(3) 0.36531(18) -0.03116(9) 0.0727(6) Uani 1 1 d . . . . .
H22 H 0.1394 0.3529 -0.0587 0.087 Uiso 1 1 calc R U . . .
C23 C 0.2075(2) 0.41561(16) 0.01893(8) 0.0598(5) Uani 1 1 d . . . . .
H23 H 0.1201 0.4377 0.0250 0.072 Uiso 1 1 calc R U . . .
C24 C 0.32605(19) 0.43326(13) 0.06025(7) 0.0460(4) Uani 1 1 d . . . . .
C25 C 0.49668(19) 0.51924(16) 0.25893(8) 0.0565(5) Uani 1 1 d . . . . .
H25A H 0.4581 0.4784 0.2863 0.085 Uiso 1 1 calc R U . . .
H25B H 0.5101 0.5914 0.2719 0.085 Uiso 1 1 calc R U . . .
H25C H 0.5852 0.4894 0.2547 0.085 Uiso 1 1 calc R U . . .
C26 C 0.39901(17) 0.51694(13) 0.20321(8) 0.0418(4) Uani 1 1 d . . . . .
C27 C 0.24945(17) 0.55579(12) 0.19260(7) 0.0400(4) Uani 1 1 d . . . . .
C28 C 0.20494(18) 0.53306(13) 0.12873(8) 0.0446(4) Uani 1 1 d . . . . .
C29 C 0.23324(17) 0.67430(12) 0.20674(8) 0.0417(4) Uani 1 1 d . . . . .
C30 C 0.26021(18) 0.75481(13) 0.16480(7) 0.0441(4) Uani 1 1 d . . . . .
C31 C 0.1560(2) 0.82568(15) 0.14194(8) 0.0559(5) Uani 1 1 d . . . . .
H31 H 0.0679 0.8195 0.1516 0.067 Uiso 1 1 calc R U . . .
C32 C 0.1797(2) 0.90550(15) 0.10515(8) 0.0563(5) Uani 1 1 d . . . . .
H32 H 0.1074 0.9523 0.0908 0.068 Uiso 1 1 calc R U . . .
C33 C 0.3080(2) 0.91748(14) 0.08910(8) 0.0501(5) Uani 1 1 d . . . . .
C34 C 0.3393(2) 1.00603(16) 0.04994(9) 0.0649(6) Uani 1 1 d . . . . .
H34 H 0.3750 0.9723 0.0185 0.078 Uiso 1 1 calc R U . . .
C35 C 0.2119(3) 1.07158(19) 0.02329(10) 0.0869(8) Uani 1 1 d . . . . .
H35A H 0.1391 1.0251 0.0045 0.130 Uiso 1 1 calc R U . . .
H35B H 0.2376 1.1202 -0.0041 0.130 Uiso 1 1 calc R U . . .
H35C H 0.1786 1.1108 0.0526 0.130 Uiso 1 1 calc R U . . .
C36 C 0.4545(3) 1.0782(2) 0.08060(11) 0.0950(8) Uani 1 1 d . . . . .
H36A H 0.4231 1.1132 0.1117 0.143 Uiso 1 1 calc R U . . .
H36B H 0.4768 1.1306 0.0544 0.143 Uiso 1 1 calc R U . . .
H36C H 0.5364 1.0367 0.0951 0.143 Uiso 1 1 calc R U . . .
C37 C 0.4111(2) 0.84372(15) 0.11069(9) 0.0581(5) Uani 1 1 d . . . . .
H37 H 0.4982 0.8486 0.1000 0.070 Uiso 1 1 calc R U . . .
C38 C 0.3885(2) 0.76364(14) 0.14741(9) 0.0551(5) Uani 1 1 d . . . . .
H38 H 0.4596 0.7152 0.1606 0.066 Uiso 1 1 calc R U . . .
N1 N 0.31738(14) 0.48422(11) 0.11282(6) 0.0454(4) Uani 1 1 d . . . . .
N2 N 0.43384(14) 0.47595(11) 0.15853(6) 0.0477(4) Uani 1 1 d . . . . .
O1 O 0.18098(16) 0.41244(10) 0.37271(6) 0.0679(4) Uani 1 1 d . . . . .
O2 O 0.19356(16) 0.89475(10) 0.26109(6) 0.0702(4) Uani 1 1 d . . . . .
O3 O 0.09131(14) 0.55108(11) 0.09913(6) 0.0607(4) 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 1.223(2) . ?
C1 C2 1.467(2) . ?
C1 C9 1.475(2) . ?
C2 C7 1.390(2) . ?
C2 C3 1.390(2) . ?
C3 C4 1.371(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.374(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.388(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.383(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.522(2) . ?
C8 C9 1.507(2) . ?
C8 C27 1.553(2) . ?
C8 H8 0.9800 . ?
C9 C10 1.352(2) . ?
C10 C11 1.466(2) . ?
C10 C18 1.473(2) . ?
C11 C12 1.387(2) . ?
C11 C16 1.400(2) . ?
C12 C13 1.382(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.382(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.375(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.385(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.468(3) . ?
C17 O2 1.214(2) . ?
C17 C18 1.506(2) . ?
C18 C29 1.348(2) . ?
C19 C24 1.381(2) . ?
C19 C20 1.381(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.359(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.360(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.374(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.383(3) . ?
C23 H23 0.9300 . ?
C24 N1 1.423(2) . ?
C25 C26 1.478(2) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 N2 1.284(2) . ?
C26 C27 1.507(2) . ?
C27 C28 1.528(2) . ?
C27 C29 1.542(2) . ?
C28 O3 1.213(2) . ?
C28 N1 1.367(2) . ?
C29 C30 1.480(2) . ?
C30 C31 1.380(2) . ?
C30 C38 1.389(2) . ?
C31 C32 1.380(2) . ?
C31 H31 0.9300 . ?
C32 C33 1.379(3) . ?
C32 H32 0.9300 . ?
C33 C37 1.390(3) . ?
C33 C34 1.519(3) . ?
C34 C36 1.516(3) . ?
C34 C35 1.521(3) . ?
C34 H34 0.9800 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C38 1.378(2) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
N1 N2 1.4176(19) . ?

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 125.79(16) . . ?
O1 C1 C9 128.21(16) . . ?
C2 C1 C9 105.95(15) . . ?
C7 C2 C3 121.36(17) . . ?
C7 C2 C1 111.08(14) . . ?
C3 C2 C1 127.54(18) . . ?
C4 C3 C2 118.30(19) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
C3 C4 C5 120.58(18) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 121.75(19) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C7 C6 C5 118.12(19) . . ?
C7 C6 H6 120.9 . . ?
C5 C6 H6 120.9 . . ?
C6 C7 C2 119.87(16) . . ?
C6 C7 C8 130.22(17) . . ?
C2 C7 C8 109.75(15) . . ?
C9 C8 C7 103.28(14) . . ?
C9 C8 C27 113.12(13) . . ?
C7 C8 C27 118.65(14) . . ?
C9 C8 H8 107.1 . . ?
C7 C8 H8 107.1 . . ?
C27 C8 H8 107.1 . . ?
C10 C9 C1 131.71(17) . . ?
C10 C9 C8 118.66(15) . . ?
C1 C9 C8 109.45(14) . . ?
C9 C10 C11 133.53(16) . . ?
C9 C10 C18 118.58(16) . . ?
C11 C10 C18 107.87(14) . . ?
C12 C11 C16 119.31(16) . . ?
C12 C11 C10 131.65(16) . . ?
C16 C11 C10 108.88(15) . . ?
C13 C12 C11 118.57(19) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
C12 C13 C14 121.6(2) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C15 C14 C13 120.54(19) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 118.26(19) . . ?
C14 C15 H15 120.9 . . ?
C16 C15 H15 120.9 . . ?
C15 C16 C11 121.66(18) . . ?
C15 C16 C17 127.70(17) . . ?
C11 C16 C17 110.54(15) . . ?
O2 C17 C16 125.99(16) . . ?
O2 C17 C18 128.13(18) . . ?
C16 C17 C18 105.87(14) . . ?
C29 C18 C10 123.75(14) . . ?
C29 C18 C17 128.72(15) . . ?
C10 C18 C17 106.64(15) . . ?
C24 C19 C20 119.47(19) . . ?
C24 C19 H19 120.3 . . ?
C20 C19 H19 120.3 . . ?
C21 C20 C19 120.8(2) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 119.9(2) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C21 C22 C23 120.7(2) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C22 C23 C24 119.81(19) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C19 C24 C23 119.37(18) . . ?
C19 C24 N1 119.38(16) . . ?
C23 C24 N1 121.25(16) . . ?
C26 C25 H25A 109.5 . . ?
C26 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C26 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N2 C26 C25 121.83(15) . . ?
N2 C26 C27 112.77(15) . . ?
C25 C26 C27 125.33(16) . . ?
C26 C27 C28 100.88(13) . . ?
C26 C27 C29 114.28(13) . . ?
C28 C27 C29 112.14(13) . . ?
C26 C27 C8 112.69(13) . . ?
C28 C27 C8 107.32(13) . . ?
C29 C27 C8 109.15(13) . . ?
O3 C28 N1 127.51(17) . . ?
O3 C28 C27 126.80(15) . . ?
N1 C28 C27 105.64(14) . . ?
C18 C29 C30 122.93(15) . . ?
C18 C29 C27 118.71(14) . . ?
C30 C29 C27 118.36(14) . . ?
C31 C30 C38 117.52(16) . . ?
C31 C30 C29 119.87(15) . . ?
C38 C30 C29 122.60(15) . . ?
C32 C31 C30 121.51(17) . . ?
C32 C31 H31 119.2 . . ?
C30 C31 H31 119.2 . . ?
C33 C32 C31 121.53(18) . . ?
C33 C32 H32 119.2 . . ?
C31 C32 H32 119.2 . . ?
C32 C33 C37 116.72(16) . . ?
C32 C33 C34 123.08(17) . . ?
C37 C33 C34 120.19(17) . . ?
C36 C34 C33 110.94(17) . . ?
C36 C34 C35 110.12(19) . . ?
C33 C34 C35 114.36(18) . . ?
C36 C34 H34 107.0 . . ?
C33 C34 H34 107.0 . . ?
C35 C34 H34 107.0 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C38 C37 C33 122.19(17) . . ?
C38 C37 H37 118.9 . . ?
C33 C37 H37 118.9 . . ?
C37 C38 C30 120.44(17) . . ?
C37 C38 H38 119.8 . . ?
C30 C38 H38 119.8 . . ?
C28 N1 N2 112.50(14) . . ?
C28 N1 C24 128.99(15) . . ?
N2 N1 C24 118.15(13) . . ?
C26 N2 N1 108.10(13) . . ?

_refine_diff_density_max         0.177
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.035


####################################################################### 
# 
# 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_6a
_database_code_depnum_ccdc_archive 'CCDC 2154106'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-02-23 deposited with the CCDC.	2022-05-30 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         'C42 H25 N O5'
_chemical_formula_sum            'C42 H25 N O5'
_chemical_formula_weight         623.63

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   12.9685(9)
_cell_length_b                   13.8484(11)
_cell_length_c                   20.7097(16)
_cell_angle_alpha                90
_cell_angle_beta                 93.367(2)
_cell_angle_gamma                90
_cell_volume                     3712.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6653
_cell_measurement_theta_min      2.15
_cell_measurement_theta_max      23.81

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.116
_exptl_crystal_F_000             1296
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6399
_exptl_absorpt_correction_T_max  0.7456
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34303
_diffrn_reflns_av_unetI/netI     0.0774
_diffrn_reflns_av_R_equivalents  0.0692
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.970
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7270
_reflns_number_gt                3695
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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)+(0.0803P)²+0.5301P] 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         7270
_refine_ls_number_parameters     433
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1350
_refine_ls_R_factor_gt           0.0595
_refine_ls_wR_factor_ref         0.1739
_refine_ls_wR_factor_gt          0.1421
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.67580(18) 0.58353(18) 0.90614(12) 0.0426(6) Uani 1 1 d . . . . .
C2 C 0.59007(19) 0.5885(2) 0.94245(13) 0.0532(7) Uani 1 1 d . . . . .
H2 H 0.5976 0.5894 0.9874 0.064 Uiso 1 1 calc R U . . .
C3 C 0.4930(2) 0.5921(2) 0.91138(16) 0.0662(9) Uani 1 1 d . . . . .
H3 H 0.4349 0.5952 0.9356 0.079 Uiso 1 1 calc R U . . .
C4 C 0.4814(2) 0.5911(3) 0.84427(17) 0.0795(10) Uani 1 1 d . . . . .
H4 H 0.4156 0.5931 0.8239 0.095 Uiso 1 1 calc R U . . .
C5 C 0.5661(2) 0.5873(2) 0.80797(15) 0.0720(9) Uani 1 1 d . . . . .
H5 H 0.5583 0.5873 0.7630 0.086 Uiso 1 1 calc R U . . .
C6 C 0.66403(19) 0.5835(2) 0.83916(13) 0.0500(7) Uani 1 1 d . . . . .
C7 C 0.7640(2) 0.57863(19) 0.81046(13) 0.0499(7) Uani 1 1 d . . . . .
C8 C 0.84756(18) 0.56498(18) 0.86602(11) 0.0419(6) Uani 1 1 d . . . . .
H8 H 0.9027 0.6126 0.8620 0.050 Uiso 1 1 calc R U . . .
C9 C 0.79076(17) 0.58474(18) 0.92857(11) 0.0387(6) Uani 1 1 d . . . . .
C10 C 0.80989(19) 0.6896(2) 0.95053(13) 0.0490(7) Uani 1 1 d . . . . .
C11 C 0.78616(19) 0.7139(2) 1.01824(13) 0.0517(7) Uani 1 1 d . . . . .
C12 C 0.7797(2) 0.8109(2) 1.03625(17) 0.0732(9) Uani 1 1 d . . . . .
H12 H 0.7946 0.8594 1.0072 0.088 Uiso 1 1 calc R U . . .
C13 C 0.7510(3) 0.8341(3) 1.09774(19) 0.0863(11) Uani 1 1 d . . . . .
H13 H 0.7471 0.8986 1.1098 0.104 Uiso 1 1 calc R U . . .
C14 C 0.7283(2) 0.7633(3) 1.14121(17) 0.0769(10) Uani 1 1 d . . . . .
H14 H 0.7080 0.7800 1.1821 0.092 Uiso 1 1 calc R U . . .
C15 C 0.7357(2) 0.6675(2) 1.12396(14) 0.0613(8) Uani 1 1 d . . . . .
H15 H 0.7212 0.6195 1.1535 0.074 Uiso 1 1 calc R U . . .
C16 C 0.76451(18) 0.6421(2) 1.06283(12) 0.0467(7) Uani 1 1 d . . . . .
C17 C 0.77174(18) 0.5392(2) 1.04571(12) 0.0436(7) Uani 1 1 d . . . . .
C18 C 0.82213(17) 0.51459(17) 0.98426(11) 0.0375(6) Uani 1 1 d . . . . .
H18 H 0.8954 0.5286 0.9942 0.045 Uiso 1 1 calc R U . . .
C19 C 0.7571(3) 0.1644(3) 1.19046(17) 0.0819(10) Uani 1 1 d . . . . .
H19 H 0.7498 0.1033 1.1721 0.098 Uiso 1 1 calc R U . . .
C20 C 0.7136(3) 0.1842(4) 1.2487(2) 0.1001(13) Uani 1 1 d . . . . .
H20 H 0.6768 0.1364 1.2688 0.120 Uiso 1 1 calc R U . . .
C21 C 0.7243(3) 0.2732(4) 1.27684(18) 0.0920(12) Uani 1 1 d . . . . .
H21 H 0.6947 0.2863 1.3157 0.110 Uiso 1 1 calc R U . . .
C22 C 0.7792(3) 0.3430(3) 1.24686(17) 0.0814(10) Uani 1 1 d . . . . .
H22 H 0.7878 0.4034 1.2660 0.098 Uiso 1 1 calc R U . . .
C23 C 0.8219(2) 0.3248(3) 1.18856(15) 0.0681(9) Uani 1 1 d . . . . .
H23 H 0.8582 0.3734 1.1687 0.082 Uiso 1 1 calc R U . . .
C24 C 0.8114(2) 0.2355(2) 1.15950(13) 0.0565(8) Uani 1 1 d . . . . .
C25 C 0.8601(2) 0.2151(2) 1.09750(13) 0.0588(8) Uani 1 1 d . . . . .
H25A H 0.9344 0.2209 1.1045 0.071 Uiso 1 1 calc R U . . .
H25B H 0.8448 0.1490 1.0847 0.071 Uiso 1 1 calc R U . . .
C26 C 0.88269(19) 0.35333(19) 1.02300(12) 0.0425(6) Uani 1 1 d . . . . .
C27 C 0.82038(16) 0.40530(18) 0.96727(11) 0.0373(6) Uani 1 1 d . . . . .
C28 C 0.71954(18) 0.34815(19) 0.96433(12) 0.0422(6) Uani 1 1 d . . . . .
C29 C 0.63374(19) 0.3517(2) 0.92277(12) 0.0495(7) Uani 1 1 d . . . . .
H29 H 0.6277 0.3989 0.8908 0.059 Uiso 1 1 calc R U . . .
C30 C 0.5555(2) 0.2841(2) 0.92868(16) 0.0669(9) Uani 1 1 d . . . . .
H30 H 0.4963 0.2869 0.9011 0.080 Uiso 1 1 calc R U . . .
C31 C 0.5654(2) 0.2132(2) 0.97510(17) 0.0727(9) Uani 1 1 d . . . . .
H31 H 0.5124 0.1686 0.9785 0.087 Uiso 1 1 calc R U . . .
C32 C 0.6524(2) 0.2066(2) 1.01694(15) 0.0610(8) Uani 1 1 d . . . . .
H32 H 0.6589 0.1585 1.0483 0.073 Uiso 1 1 calc R U . . .
C33 C 0.72934(19) 0.27433(19) 1.01019(12) 0.0458(7) Uani 1 1 d . . . . .
C34 C 0.87646(17) 0.39499(18) 0.90620(11) 0.0403(6) Uani 1 1 d . . . . .
C35 C 0.89106(17) 0.46586(19) 0.86326(11) 0.0407(6) Uani 1 1 d . . . . .
C36 C 0.95596(18) 0.4287(2) 0.81146(12) 0.0469(7) Uani 1 1 d . . . . .
C37 C 0.9935(2) 0.4732(2) 0.75812(13) 0.0610(8) Uani 1 1 d . . . . .
H37 H 0.9795 0.5378 0.7490 0.073 Uiso 1 1 calc R U . . .
C38 C 1.0539(2) 0.4174(3) 0.71819(15) 0.0716(9) Uani 1 1 d . . . . .
H38 H 1.0806 0.4459 0.6821 0.086 Uiso 1 1 calc R U . . .
C39 C 1.0742(2) 0.3227(3) 0.73086(16) 0.0740(10) Uani 1 1 d . . . . .
H39 H 1.1137 0.2876 0.7031 0.089 Uiso 1 1 calc R U . . .
C40 C 1.0368(2) 0.2780(2) 0.78445(15) 0.0651(8) Uani 1 1 d . . . . .
H40 H 1.0509 0.2133 0.7932 0.078 Uiso 1 1 calc R U . . .
C41 C 0.97799(19) 0.3318(2) 0.82469(12) 0.0482(7) Uani 1 1 d . . . . .
C42 C 0.9289(2) 0.3056(2) 0.88501(13) 0.0501(7) Uani 1 1 d . . . . .
N1 N 0.82510(15) 0.27957(15) 1.04484(10) 0.0469(6) Uani 1 1 d . . . . .
O1 O 0.78096(15) 0.58353(16) 0.75350(9) 0.0716(6) Uani 1 1 d . . . . .
O2 O 0.83496(16) 0.75113(14) 0.91272(10) 0.0698(6) Uani 1 1 d . . . . .
O3 O 0.74276(13) 0.47594(14) 1.08149(8) 0.0562(5) Uani 1 1 d . . . . .
O4 O 0.96850(13) 0.37618(14) 1.04443(8) 0.0563(5) Uani 1 1 d . . . . .
O5 O 0.93072(17) 0.22807(16) 0.91232(10) 0.0744(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.380(3) . ?
C1 C6 1.387(3) . ?
C1 C9 1.535(3) . ?
C2 C3 1.380(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.389(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.368(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.459(4) . ?
C7 O1 1.214(3) . ?
C7 C8 1.545(3) . ?
C8 C35 1.486(3) . ?
C8 C9 1.552(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.537(4) . ?
C9 C18 1.544(3) . ?
C10 O2 1.214(3) . ?
C10 C11 1.492(4) . ?
C11 C16 1.397(4) . ?
C11 C12 1.397(4) . ?
C12 C13 1.385(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.374(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.380(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.386(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.474(4) . ?
C17 O3 1.220(3) . ?
C17 C18 1.503(3) . ?
C18 C27 1.554(3) . ?
C18 H18 0.9800 . ?
C19 C20 1.388(5) . ?
C19 C24 1.389(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.367(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.370(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.381(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.379(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.490(4) . ?
C25 N1 1.461(3) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 O4 1.216(3) . ?
C26 N1 1.358(3) . ?
C26 C27 1.547(3) . ?
C27 C34 1.502(3) . ?
C27 C28 1.527(3) . ?
C28 C29 1.367(3) . ?
C28 C33 1.396(3) . ?
C29 C30 1.392(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.375(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.385(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.382(4) . ?
C32 H32 0.9300 . ?
C33 N1 1.399(3) . ?
C34 C35 1.345(3) . ?
C34 C42 1.491(4) . ?
C35 C36 1.493(3) . ?
C36 C37 1.379(4) . ?
C36 C41 1.395(4) . ?
C37 C38 1.403(4) . ?
C37 H37 0.9300 . ?
C38 C39 1.360(4) . ?
C38 H38 0.9300 . ?
C39 C40 1.383(4) . ?
C39 H39 0.9300 . ?
C40 C41 1.381(4) . ?
C40 H40 0.9300 . ?
C41 C42 1.480(4) . ?
C42 O5 1.213(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.0(2) . . ?
C2 C1 C9 129.3(2) . . ?
C6 C1 C9 110.5(2) . . ?
C1 C2 C3 119.3(3) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C2 C3 C4 120.5(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 119.1(3) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 120.5(3) . . ?
C1 C6 C7 111.1(2) . . ?
C5 C6 C7 128.4(3) . . ?
O1 C7 C6 127.5(2) . . ?
O1 C7 C8 124.8(2) . . ?
C6 C7 C8 107.7(2) . . ?
C35 C8 C7 109.6(2) . . ?
C35 C8 C9 113.3(2) . . ?
C7 C8 C9 104.69(19) . . ?
C35 C8 H8 109.7 . . ?
C7 C8 H8 109.7 . . ?
C9 C8 H8 109.7 . . ?
C1 C9 C10 103.71(19) . . ?
C1 C9 C18 115.32(19) . . ?
C10 C9 C18 110.0(2) . . ?
C1 C9 C8 104.22(18) . . ?
C10 C9 C8 109.7(2) . . ?
C18 C9 C8 113.29(18) . . ?
O2 C10 C11 121.7(3) . . ?
O2 C10 C9 121.1(2) . . ?
C11 C10 C9 116.9(2) . . ?
C16 C11 C12 119.3(3) . . ?
C16 C11 C10 121.4(3) . . ?
C12 C11 C10 119.1(3) . . ?
C13 C12 C11 119.5(3) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C14 C13 C12 121.1(3) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 119.7(3) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C15 C16 C11 120.0(3) . . ?
C15 C16 C17 119.3(3) . . ?
C11 C16 C17 120.8(2) . . ?
O3 C17 C16 121.5(2) . . ?
O3 C17 C18 121.1(2) . . ?
C16 C17 C18 117.4(2) . . ?
C17 C18 C9 112.4(2) . . ?
C17 C18 C27 114.3(2) . . ?
C9 C18 C27 116.36(19) . . ?
C17 C18 H18 104.0 . . ?
C9 C18 H18 104.0 . . ?
C27 C18 H18 104.0 . . ?
C20 C19 C24 120.2(4) . . ?
C20 C19 H19 119.9 . . ?
C24 C19 H19 119.9 . . ?
C21 C20 C19 120.9(4) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 119.0(4) . . ?
C20 C21 H21 120.5 . . ?
C22 C21 H21 120.5 . . ?
C21 C22 C23 120.9(4) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C24 C23 C22 120.7(3) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C19 118.3(3) . . ?
C23 C24 C25 120.7(3) . . ?
C19 C24 C25 121.0(3) . . ?
N1 C25 C24 113.5(2) . . ?
N1 C25 H25A 108.9 . . ?
C24 C25 H25A 108.9 . . ?
N1 C25 H25B 108.9 . . ?
C24 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
O4 C26 N1 125.7(2) . . ?
O4 C26 C27 125.3(2) . . ?
N1 C26 C27 109.0(2) . . ?
C34 C27 C28 111.90(19) . . ?
C34 C27 C26 109.05(18) . . ?
C28 C27 C26 101.38(19) . . ?
C34 C27 C18 106.37(19) . . ?
C28 C27 C18 121.00(19) . . ?
C26 C27 C18 106.51(19) . . ?
C29 C28 C33 119.5(2) . . ?
C29 C28 C27 132.1(2) . . ?
C33 C28 C27 108.0(2) . . ?
C28 C29 C30 119.4(3) . . ?
C28 C29 H29 120.3 . . ?
C30 C29 H29 120.3 . . ?
C31 C30 C29 120.2(3) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C30 C31 C32 121.6(3) . . ?
C30 C31 H31 119.2 . . ?
C32 C31 H31 119.2 . . ?
C33 C32 C31 117.2(3) . . ?
C33 C32 H32 121.4 . . ?
C31 C32 H32 121.4 . . ?
C32 C33 C28 121.9(2) . . ?
C32 C33 N1 127.4(3) . . ?
C28 C33 N1 110.7(2) . . ?
C35 C34 C42 109.1(2) . . ?
C35 C34 C27 125.5(2) . . ?
C42 C34 C27 125.3(2) . . ?
C34 C35 C8 125.4(2) . . ?
C34 C35 C36 109.3(2) . . ?
C8 C35 C36 125.2(2) . . ?
C37 C36 C41 120.6(3) . . ?
C37 C36 C35 131.4(3) . . ?
C41 C36 C35 107.9(2) . . ?
C36 C37 C38 117.5(3) . . ?
C36 C37 H37 121.3 . . ?
C38 C37 H37 121.3 . . ?
C39 C38 C37 121.7(3) . . ?
C39 C38 H38 119.1 . . ?
C37 C38 H38 119.1 . . ?
C38 C39 C40 120.9(3) . . ?
C38 C39 H39 119.6 . . ?
C40 C39 H39 119.6 . . ?
C41 C40 C39 118.4(3) . . ?
C41 C40 H40 120.8 . . ?
C39 C40 H40 120.8 . . ?
C40 C41 C36 120.9(3) . . ?
C40 C41 C42 131.1(3) . . ?
C36 C41 C42 108.0(2) . . ?
O5 C42 C41 127.8(3) . . ?
O5 C42 C34 126.5(2) . . ?
C41 C42 C34 105.7(2) . . ?
C26 N1 C33 110.9(2) . . ?
C26 N1 C25 123.7(2) . . ?
C33 N1 C25 125.3(2) . . ?

_refine_diff_density_max         0.159
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.043



####################################################################### 
# 
# 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_6b
_database_code_depnum_ccdc_archive 'CCDC 2154107'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-02-23 deposited with the CCDC.	2022-05-30 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         'C43 H27 N O5'
_chemical_formula_sum            'C43 H27 N O5'
_chemical_formula_weight         637.65

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   13.3642(11)
_cell_length_b                   14.9517(12)
_cell_length_c                   20.5922(15)
_cell_angle_alpha                90
_cell_angle_beta                 90.279(2)
_cell_angle_gamma                90
_cell_volume                     4114.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4775
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      20.97

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.029
_exptl_crystal_F_000             1328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.067
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6410
_exptl_absorpt_correction_T_max  0.7456
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33607
_diffrn_reflns_av_unetI/netI     0.1312
_diffrn_reflns_av_R_equivalents  0.1086
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.044
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             8083
_reflns_number_gt                3465
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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)+(0.0828P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8083
_refine_ls_number_parameters     443
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1722
_refine_ls_R_factor_gt           0.0622
_refine_ls_wR_factor_ref         0.1831
_refine_ls_wR_factor_gt          0.1425
_refine_ls_goodness_of_fit_ref   0.975
_refine_ls_restrained_S_all      0.975
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.87840(19) 0.09916(19) 0.90672(12) 0.0443(7) Uani 1 1 d . . . . .
C2 C 0.9237(2) 0.1851(2) 0.88354(14) 0.0568(8) Uani 1 1 d . . . . .
C3 C 0.9675(2) 0.1634(2) 0.81911(14) 0.0627(9) Uani 1 1 d . . . . .
C4 C 1.0180(2) 0.2178(3) 0.77606(18) 0.0836(11) Uani 1 1 d . . . . .
H4 H 1.0271 0.2785 0.7839 0.100 Uiso 1 1 calc R U . . .
C5 C 1.0549(3) 0.1764(4) 0.7197(2) 0.1057(16) Uani 1 1 d . . . . .
H5 H 1.0889 0.2107 0.6893 0.127 Uiso 1 1 calc R U . . .
C6 C 1.0419(3) 0.0870(4) 0.70850(19) 0.1082(15) Uani 1 1 d . . . . .
H6 H 1.0690 0.0613 0.6714 0.130 Uiso 1 1 calc R U . . .
C7 C 0.9888(2) 0.0338(3) 0.75169(14) 0.0865(12) Uani 1 1 d . . . . .
H7 H 0.9783 -0.0266 0.7434 0.104 Uiso 1 1 calc R U . . .
C8 C 0.9521(2) 0.0736(3) 0.80734(13) 0.0611(9) Uani 1 1 d . . . . .
C9 C 0.8929(2) 0.0356(2) 0.86276(12) 0.0485(7) Uani 1 1 d . . . . .
C10 C 0.8546(2) -0.05767(19) 0.86619(12) 0.0487(8) Uani 1 1 d . . . . .
H10 H 0.9100 -0.1001 0.8612 0.058 Uiso 1 1 calc R U . . .
C11 C 0.7767(2) -0.0728(2) 0.81275(14) 0.0643(9) Uani 1 1 d . . . . .
C12 C 0.6769(2) -0.0736(2) 0.84304(13) 0.0574(8) Uani 1 1 d . . . . .
C13 C 0.5843(3) -0.0739(2) 0.81311(15) 0.0824(11) Uani 1 1 d . . . . .
H13 H 0.5791 -0.0732 0.7681 0.099 Uiso 1 1 calc R U . . .
C14 C 0.4997(3) -0.0754(3) 0.85088(17) 0.0834(11) Uani 1 1 d . . . . .
H14 H 0.4366 -0.0748 0.8317 0.100 Uiso 1 1 calc R U . . .
C15 C 0.5095(2) -0.0778(2) 0.91808(16) 0.0666(9) Uani 1 1 d . . . . .
H15 H 0.4522 -0.0791 0.9436 0.080 Uiso 1 1 calc R U . . .
C16 C 0.6023(2) -0.07843(18) 0.94785(13) 0.0530(8) Uani 1 1 d . . . . .
H16 H 0.6077 -0.0812 0.9928 0.064 Uiso 1 1 calc R U . . .
C17 C 0.6876(2) -0.07476(18) 0.90969(13) 0.0467(7) Uani 1 1 d . . . . .
C18 C 0.79835(19) -0.07669(17) 0.92995(11) 0.0416(7) Uani 1 1 d . . . . .
C19 C 0.8170(2) -0.1739(2) 0.95055(14) 0.0537(8) Uani 1 1 d . . . . .
C20 C 0.8052(2) -0.1985(2) 1.01983(14) 0.0544(8) Uani 1 1 d . . . . .
C21 C 0.8113(3) -0.2886(2) 1.0387(2) 0.0816(11) Uani 1 1 d . . . . .
H21 H 0.8251 -0.3324 1.0080 0.098 Uiso 1 1 calc R U . . .
C22 C 0.7968(3) -0.3122(3) 1.1022(2) 0.0922(12) Uani 1 1 d . . . . .
H22 H 0.8017 -0.3719 1.1144 0.111 Uiso 1 1 calc R U . . .
C23 C 0.7754(2) -0.2487(3) 1.14801(19) 0.0787(11) Uani 1 1 d . . . . .
H23 H 0.7648 -0.2656 1.1909 0.094 Uiso 1 1 calc R U . . .
C24 C 0.7693(2) -0.1599(2) 1.13057(15) 0.0644(9) Uani 1 1 d . . . . .
H24 H 0.7553 -0.1170 1.1619 0.077 Uiso 1 1 calc R U . . .
C25 C 0.7839(2) -0.1338(2) 1.06650(13) 0.0488(7) Uani 1 1 d . . . . .
C26 C 0.77865(19) -0.0385(2) 1.04873(12) 0.0438(7) Uani 1 1 d . . . . .
C27 C 0.82776(18) -0.01312(16) 0.98564(11) 0.0382(7) Uani 1 1 d . . . . .
H27 H 0.8988 -0.0259 0.9931 0.046 Uiso 1 1 calc R U . . .
C28 C 0.8854(2) 0.13528(18) 1.02533(13) 0.0445(7) Uani 1 1 d . . . . .
C29 C 0.82548(18) 0.08816(17) 0.97036(11) 0.0378(7) Uani 1 1 d . . . . .
C30 C 0.7282(2) 0.14099(17) 0.97127(12) 0.0408(7) Uani 1 1 d . . . . .
C31 C 0.6470(2) 0.14065(19) 0.93042(13) 0.0488(7) Uani 1 1 d . . . . .
H31 H 0.6432 0.0991 0.8969 0.059 Uiso 1 1 calc R U . . .
C32 C 0.5697(2) 0.2029(2) 0.93901(15) 0.0585(8) Uani 1 1 d . . . . .
C33 C 0.4799(2) 0.2017(2) 0.89375(17) 0.0839(11) Uani 1 1 d . . . . .
H33A H 0.4267 0.2362 0.9124 0.126 Uiso 1 1 calc R U . . .
H33B H 0.4579 0.1411 0.8876 0.126 Uiso 1 1 calc R U . . .
H33C H 0.4981 0.2269 0.8526 0.126 Uiso 1 1 calc R U . . .
C34 C 0.5782(2) 0.2641(2) 0.98849(17) 0.0694(10) Uani 1 1 d . . . . .
H34 H 0.5265 0.3048 0.9947 0.083 Uiso 1 1 calc R U . . .
C35 C 0.6604(3) 0.2677(2) 1.02930(16) 0.0672(9) Uani 1 1 d . . . . .
H35 H 0.6645 0.3098 1.0624 0.081 Uiso 1 1 calc R U . . .
C36 C 0.7359(2) 0.20684(19) 1.01924(13) 0.0482(7) Uani 1 1 d . . . . .
C37 C 0.8630(2) 0.2604(2) 1.10225(14) 0.0636(9) Uani 1 1 d . . . . .
H37A H 0.8526 0.3219 1.0888 0.076 Uiso 1 1 calc R U . . .
H37B H 0.9344 0.2517 1.1085 0.076 Uiso 1 1 calc R U . . .
C38 C 0.8110(2) 0.2456(3) 1.16609(16) 0.0677(9) Uani 1 1 d . . . . .
C39 C 0.8090(3) 0.1623(3) 1.19321(17) 0.0936(12) Uani 1 1 d . . . . .
H39 H 0.8387 0.1145 1.1718 0.112 Uiso 1 1 calc R U . . .
C40 C 0.7618(4) 0.1484(4) 1.2537(2) 0.1287(18) Uani 1 1 d . . . . .
H40 H 0.7589 0.0915 1.2718 0.154 Uiso 1 1 calc R U . . .
C41 C 0.7202(4) 0.2207(5) 1.2855(3) 0.136(2) Uani 1 1 d . . . . .
H41 H 0.6918 0.2129 1.3262 0.164 Uiso 1 1 calc R U . . .
C42 C 0.7206(4) 0.3029(5) 1.2577(2) 0.1272(19) Uani 1 1 d . . . . .
H42 H 0.6900 0.3507 1.2787 0.153 Uiso 1 1 calc R U . . .
C43 C 0.7665(3) 0.3161(3) 1.19819(19) 0.0954(13) Uani 1 1 d . . . . .
H43 H 0.7674 0.3728 1.1798 0.114 Uiso 1 1 calc R U . . .
N1 N 0.82867(17) 0.20147(15) 1.05087(10) 0.0492(6) Uani 1 1 d . . . . .
O1 O 0.92460(18) 0.25580(16) 0.91186(12) 0.0819(7) Uani 1 1 d . . . . .
O2 O 0.79442(18) -0.08218(17) 0.75512(10) 0.0971(8) Uani 1 1 d . . . . .
O3 O 0.83588(17) -0.23019(14) 0.90982(11) 0.0791(7) Uani 1 1 d . . . . .
O4 O 0.74076(14) 0.01643(13) 1.08466(8) 0.0596(6) Uani 1 1 d . . . . .
O5 O 0.96922(15) 0.11429(13) 1.04329(9) 0.0593(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C9 1.327(3) . ?
C1 C2 1.499(4) . ?
C1 C29 1.501(3) . ?
C2 O1 1.207(3) . ?
C2 C3 1.489(4) . ?
C3 C8 1.380(4) . ?
C3 C4 1.381(4) . ?
C4 C5 1.407(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.368(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.390(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.383(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.503(4) . ?
C9 C10 1.487(4) . ?
C10 C11 1.529(4) . ?
C10 C18 1.543(3) . ?
C10 H10 0.9800 . ?
C11 O2 1.219(3) . ?
C11 C12 1.475(4) . ?
C12 C17 1.379(3) . ?
C12 C13 1.380(4) . ?
C13 C14 1.376(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.390(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.389(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.536(4) . ?
C18 C19 1.533(4) . ?
C18 C27 1.539(3) . ?
C19 O3 1.216(3) . ?
C19 C20 1.483(4) . ?
C20 C25 1.394(4) . ?
C20 C21 1.403(4) . ?
C21 C22 1.370(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.369(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.378(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.390(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.474(4) . ?
C26 O4 1.217(3) . ?
C26 C27 1.507(3) . ?
C27 C29 1.547(3) . ?
C27 H27 0.9800 . ?
C28 O5 1.219(3) . ?
C28 N1 1.354(3) . ?
C28 C29 1.552(4) . ?
C29 C30 1.522(3) . ?
C30 C31 1.369(4) . ?
C30 C36 1.398(4) . ?
C31 C32 1.403(4) . ?
C31 H31 0.9300 . ?
C32 C34 1.374(4) . ?
C32 C33 1.516(4) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C35 1.380(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.376(4) . ?
C35 H35 0.9300 . ?
C36 N1 1.400(3) . ?
C37 N1 1.450(3) . ?
C37 C38 1.507(4) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.365(5) . ?
C38 C43 1.380(5) . ?
C39 C40 1.414(5) . ?
C39 H39 0.9300 . ?
C40 C41 1.382(6) . ?
C40 H40 0.9300 . ?
C41 C42 1.356(6) . ?
C41 H41 0.9300 . ?
C42 C43 1.388(6) . ?
C42 H42 0.9300 . ?
C43 H43 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
C9 C1 C2 109.6(2) . . ?
C9 C1 C29 126.0(2) . . ?
C2 C1 C29 124.3(2) . . ?
O1 C2 C3 128.2(3) . . ?
O1 C2 C1 126.9(3) . . ?
C3 C2 C1 105.0(3) . . ?
C8 C3 C4 122.2(3) . . ?
C8 C3 C2 108.0(3) . . ?
C4 C3 C2 129.7(4) . . ?
C3 C4 C5 116.4(4) . . ?
C3 C4 H4 121.8 . . ?
C5 C4 H4 121.8 . . ?
C6 C5 C4 121.6(4) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 121.1(4) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C6 118.0(4) . . ?
C8 C7 H7 121.0 . . ?
C6 C7 H7 121.0 . . ?
C3 C8 C7 120.7(3) . . ?
C3 C8 C9 108.2(3) . . ?
C7 C8 C9 131.1(3) . . ?
C1 C9 C10 126.0(2) . . ?
C1 C9 C8 109.1(3) . . ?
C10 C9 C8 124.9(3) . . ?
C9 C10 C11 109.8(2) . . ?
C9 C10 C18 112.5(2) . . ?
C11 C10 C18 104.6(2) . . ?
C9 C10 H10 110.0 . . ?
C11 C10 H10 110.0 . . ?
C18 C10 H10 110.0 . . ?
O2 C11 C12 126.3(3) . . ?
O2 C11 C10 125.6(3) . . ?
C12 C11 C10 108.1(2) . . ?
C17 C12 C13 122.2(3) . . ?
C17 C12 C11 109.3(3) . . ?
C13 C12 C11 128.5(3) . . ?
C14 C13 C12 119.0(3) . . ?
C14 C13 H13 120.5 . . ?
C12 C13 H13 120.5 . . ?
C13 C14 C15 119.3(3) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 121.5(3) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 H15 119.3 . . ?
C15 C16 C17 119.1(3) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 H16 120.4 . . ?
C12 C17 C16 118.8(3) . . ?
C12 C17 C18 111.5(2) . . ?
C16 C17 C18 129.6(2) . . ?
C19 C18 C17 104.4(2) . . ?
C19 C18 C27 109.8(2) . . ?
C17 C18 C27 115.7(2) . . ?
C19 C18 C10 109.3(2) . . ?
C17 C18 C10 103.8(2) . . ?
C27 C18 C10 113.4(2) . . ?
O3 C19 C20 121.0(3) . . ?
O3 C19 C18 120.0(3) . . ?
C20 C19 C18 119.0(2) . . ?
C25 C20 C21 119.1(3) . . ?
C25 C20 C19 120.9(3) . . ?
C21 C20 C19 119.9(3) . . ?
C22 C21 C20 120.2(4) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C21 120.7(4) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 120.1(3) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 120.6(3) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C24 C25 C20 119.3(3) . . ?
C24 C25 C26 120.0(3) . . ?
C20 C25 C26 120.6(3) . . ?
O4 C26 C25 121.4(2) . . ?
O4 C26 C27 122.6(3) . . ?
C25 C26 C27 115.9(2) . . ?
C26 C27 C18 112.1(2) . . ?
C26 C27 C29 114.4(2) . . ?
C18 C27 C29 116.6(2) . . ?
C26 C27 H27 103.9 . . ?
C18 C27 H27 103.9 . . ?
C29 C27 H27 103.9 . . ?
O5 C28 N1 125.8(3) . . ?
O5 C28 C29 125.1(2) . . ?
N1 C28 C29 109.1(2) . . ?
C1 C29 C30 111.1(2) . . ?
C1 C29 C27 106.0(2) . . ?
C30 C29 C27 121.4(2) . . ?
C1 C29 C28 110.1(2) . . ?
C30 C29 C28 101.1(2) . . ?
C27 C29 C28 106.6(2) . . ?
C31 C30 C36 119.5(3) . . ?
C31 C30 C29 131.7(2) . . ?
C36 C30 C29 108.3(2) . . ?
C30 C31 C32 120.1(3) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C34 C32 C31 118.5(3) . . ?
C34 C32 C33 121.8(3) . . ?
C31 C32 C33 119.7(3) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 C35 122.7(3) . . ?
C32 C34 H34 118.6 . . ?
C35 C34 H34 118.6 . . ?
C36 C35 C34 117.7(3) . . ?
C36 C35 H35 121.2 . . ?
C34 C35 H35 121.2 . . ?
C35 C36 C30 121.4(3) . . ?
C35 C36 N1 128.1(3) . . ?
C30 C36 N1 110.5(2) . . ?
N1 C37 C38 113.7(3) . . ?
N1 C37 H37A 108.8 . . ?
C38 C37 H37A 108.8 . . ?
N1 C37 H37B 108.8 . . ?
C38 C37 H37B 108.8 . . ?
H37A C37 H37B 107.7 . . ?
C39 C38 C43 119.4(4) . . ?
C39 C38 C37 120.1(3) . . ?
C43 C38 C37 120.5(4) . . ?
C38 C39 C40 120.3(4) . . ?
C38 C39 H39 119.9 . . ?
C40 C39 H39 119.9 . . ?
C41 C40 C39 119.0(5) . . ?
C41 C40 H40 120.5 . . ?
C39 C40 H40 120.5 . . ?
C42 C41 C40 120.5(5) . . ?
C42 C41 H41 119.8 . . ?
C40 C41 H41 119.8 . . ?
C41 C42 C43 120.2(5) . . ?
C41 C42 H42 119.9 . . ?
C43 C42 H42 119.9 . . ?
C38 C43 C42 120.5(5) . . ?
C38 C43 H43 119.7 . . ?
C42 C43 H43 119.7 . . ?
C28 N1 C36 110.9(2) . . ?
C28 N1 C37 123.5(3) . . ?
C36 N1 C37 125.5(2) . . ?

_refine_diff_density_max         0.174
_refine_diff_density_min         -0.154
_refine_diff_density_rms         0.037






#=================================================
