# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_mo_dm19022_0m
_database_code_depnum_ccdc_archive 'CCDC 1980663'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-06-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H18 O5, C2 H3 N'
_chemical_formula_sum            'C37 H21 N O5'
_chemical_formula_weight         559.55
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.050(2)
_cell_length_b                   9.981(3)
_cell_length_c                   18.021(5)
_cell_angle_alpha                100.349(5)
_cell_angle_beta                 101.046(5)
_cell_angle_gamma                91.901(5)
_cell_volume                     1394.4(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1462
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.020
_cell_measurement_theta_min      2.345
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6723
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0394 before and 0.0334 after correction. The Ratio of minimum to maximum transmission is 0.9017. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0718
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            11664
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.623
_diffrn_reflns_theta_min         2.079
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2781
_reflns_number_total             6453
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         6453
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1511
_refine_ls_R_factor_gt           0.0535
_refine_ls_restrained_S_all      0.955
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0682P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1584
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C11(H11), C12(H12), C16(H16), C17(H17), C21(H21), C22(H22),
 C26(H26), C27(H27), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33),
  C34(H34), C35(H35)
2.b Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.2333(3) 0.9173(2) 0.62185(11) 0.0929(7) Uani 1 1 d . . . . .
O2 O 0.6037(2) 0.3568(2) 0.46376(11) 0.0822(6) Uani 1 1 d . . . . .
O3 O 0.1134(3) 0.3688(2) 0.09070(13) 0.1003(7) Uani 1 1 d . . . . .
O4 O 0.5741(3) 0.8766(2) -0.04771(11) 0.1007(7) Uani 1 1 d . . . . .
O5 O 1.3313(3) 0.9961(2) 0.24387(12) 0.0985(7) Uani 1 1 d . . . . .
C1 C 1.1578(3) 0.8696(3) 0.55689(16) 0.0675(7) Uani 1 1 d . . . . .
C2 C 1.1824(3) 0.9099(3) 0.48403(14) 0.0594(7) Uani 1 1 d . . . . .
C3 C 1.0714(3) 0.8272(2) 0.42293(14) 0.0539(6) Uani 1 1 d . . . . .
C4 C 0.9667(3) 0.7327(2) 0.45371(13) 0.0526(6) Uani 1 1 d . . . . .
C5 C 1.0216(3) 0.7568(3) 0.53324(14) 0.0613(7) Uani 1 1 d . . . . .
C6 C 0.9496(4) 0.6825(3) 0.57788(15) 0.0736(8) Uani 1 1 d . . . . .
H6 H 0.986902 0.699038 0.631042 0.088 Uiso 1 1 calc R . . . .
C7 C 0.8211(4) 0.5829(3) 0.54262(15) 0.0707(8) Uani 1 1 d . . . . .
H7 H 0.774011 0.530516 0.572191 0.085 Uiso 1 1 calc R . . . .
C8 C 0.7614(3) 0.5603(3) 0.46307(14) 0.0587(7) Uani 1 1 d . . . . .
C9 C 0.6252(3) 0.4493(3) 0.42934(15) 0.0630(7) Uani 1 1 d . . . . .
C10 C 0.5153(3) 0.4496(3) 0.35287(15) 0.0603(7) Uani 1 1 d . . . . .
C11 C 0.4562(3) 0.5695(3) 0.33121(15) 0.0689(7) Uani 1 1 d . . . . .
H11 H 0.482094 0.652074 0.365811 0.083 Uiso 1 1 calc R . . . .
C12 C 0.3601(3) 0.5665(3) 0.25913(16) 0.0715(8) Uani 1 1 d . . . . .
H12 H 0.322452 0.647128 0.244926 0.086 Uiso 1 1 calc R . . . .
C13 C 0.3189(3) 0.4436(3) 0.20735(16) 0.0675(7) Uani 1 1 d . . . . .
C14 C 0.2357(4) 0.4442(3) 0.12529(17) 0.0739(8) Uani 1 1 d . . . . .
C15 C 0.3212(3) 0.5421(3) 0.08965(14) 0.0655(7) Uani 1 1 d . . . . .
C16 C 0.4969(3) 0.5547(3) 0.10692(15) 0.0720(8) Uani 1 1 d . . . . .
H16 H 0.555382 0.498204 0.137111 0.086 Uiso 1 1 calc R . . . .
C17 C 0.5857(4) 0.6483(3) 0.08051(15) 0.0721(8) Uani 1 1 d . . . . .
H17 H 0.703718 0.654431 0.092306 0.086 Uiso 1 1 calc R . . . .
C18 C 0.5007(4) 0.7345(3) 0.03604(14) 0.0671(7) Uani 1 1 d . . . . .
C19 C 0.6041(4) 0.8427(3) 0.01474(15) 0.0741(8) Uani 1 1 d . . . . .
C20 C 0.7546(4) 0.8996(3) 0.07631(15) 0.0691(7) Uani 1 1 d . . . . .
C21 C 0.7359(4) 0.9351(3) 0.15274(15) 0.0720(8) Uani 1 1 d . . . . .
H21 H 0.627983 0.941689 0.163887 0.086 Uiso 1 1 calc R . . . .
C22 C 0.8754(4) 0.9602(2) 0.21111(15) 0.0663(7) Uani 1 1 d . . . . .
H22 H 0.861244 0.982199 0.261796 0.080 Uiso 1 1 calc R . . . .
C23 C 1.0380(4) 0.9534(2) 0.19608(15) 0.0636(7) Uani 1 1 d . . . . .
C24 C 1.1916(4) 0.9682(3) 0.25751(17) 0.0703(7) Uani 1 1 d . . . . .
C25 C 1.1828(3) 0.9454(2) 0.33655(15) 0.0599(7) Uani 1 1 d . . . . .
C26 C 1.0703(3) 0.8442(2) 0.34847(14) 0.0563(6) Uani 1 1 d . . . . .
H26 H 0.996846 0.789842 0.307078 0.068 Uiso 1 1 calc R . . . .
C27 C 1.2906(3) 1.0267(3) 0.39859(17) 0.0685(7) Uani 1 1 d . . . . .
H27 H 1.365032 1.092906 0.390015 0.082 Uiso 1 1 calc R . . . .
C28 C 1.2892(3) 1.0109(3) 0.47276(17) 0.0679(7) Uani 1 1 d . . . . .
H28 H 1.359325 1.067526 0.514395 0.081 Uiso 1 1 calc R . . . .
C29 C 1.0559(4) 0.9301(3) 0.11911(16) 0.0743(8) Uani 1 1 d . . . . .
H29 H 1.163605 0.932235 0.107562 0.089 Uiso 1 1 calc R . . . .
C30 C 0.9158(4) 0.9043(3) 0.06082(16) 0.0765(8) Uani 1 1 d . . . . .
H30 H 0.929369 0.889654 0.009955 0.092 Uiso 1 1 calc R . . . .
C31 C 0.3258(4) 0.7173(3) 0.01527(15) 0.0758(8) Uani 1 1 d . . . . .
H31 H 0.267730 0.770601 -0.017066 0.091 Uiso 1 1 calc R . . . .
C32 C 0.2363(4) 0.6223(3) 0.04176(15) 0.0734(8) Uani 1 1 d . . . . .
H32 H 0.118620 0.612118 0.027453 0.088 Uiso 1 1 calc R . . . .
C33 C 0.3690(3) 0.3231(3) 0.22952(17) 0.0737(8) Uani 1 1 d . . . . .
H33 H 0.336588 0.240079 0.196023 0.088 Uiso 1 1 calc R . . . .
C34 C 0.4677(3) 0.3268(3) 0.30199(17) 0.0698(7) Uani 1 1 d . . . . .
H34 H 0.502347 0.245839 0.316652 0.084 Uiso 1 1 calc R . . . .
C35 C 0.8364(3) 0.6361(2) 0.41838(13) 0.0565(6) Uani 1 1 d . . . . .
H35 H 0.798574 0.621162 0.365278 0.068 Uiso 1 1 calc R . . . .
N1 N 0.8919(4) 0.5495(3) 0.2243(2) 0.1298(12) Uani 1 1 d . . . . .
C36 C 0.8685(4) 0.4352(4) 0.21287(18) 0.0889(10) Uani 1 1 d . . . . .
C37 C 0.8376(5) 0.2892(3) 0.19678(19) 0.1090(12) Uani 1 1 d . . . . .
H37A H 0.819089 0.258877 0.242360 0.163 Uiso 1 1 calc GR . . . .
H37B H 0.934088 0.247697 0.180763 0.163 Uiso 1 1 calc GR . . . .
H37C H 0.739093 0.263385 0.156465 0.163 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.214(3) . ?
O2 C9 1.226(3) . ?
O3 C14 1.213(3) . ?
O4 C19 1.216(3) . ?
O5 C24 1.230(3) . ?
C1 C2 1.487(4) . ?
C1 C5 1.489(4) . ?
C2 C3 1.393(3) . ?
C2 C28 1.371(4) . ?
C3 C4 1.491(3) . ?
C3 C26 1.381(3) . ?
C4 C5 1.390(3) . ?
C4 C35 1.375(3) . ?
C5 C6 1.377(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.384(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.396(3) . ?
C8 C9 1.490(4) . ?
C8 C35 1.400(3) . ?
C9 C10 1.489(3) . ?
C10 C11 1.395(3) . ?
C10 C34 1.386(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.373(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.389(4) . ?
C13 C14 1.503(4) . ?
C13 C33 1.382(4) . ?
C14 C15 1.480(4) . ?
C15 C16 1.385(3) . ?
C15 C32 1.383(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.362(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.389(3) . ?
C18 C19 1.489(4) . ?
C18 C31 1.383(4) . ?
C19 C20 1.495(4) . ?
C20 C21 1.398(4) . ?
C20 C30 1.379(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.366(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.388(4) . ?
C23 C24 1.477(4) . ?
C23 C29 1.401(4) . ?
C24 C25 1.496(4) . ?
C25 C26 1.407(3) . ?
C25 C27 1.384(3) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.376(4) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C29 C30 1.368(4) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C31 C32 1.376(4) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C33 C34 1.386(4) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
N1 C36 1.125(4) . ?
C36 C37 1.438(5) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?

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 127.6(3) . . ?
O1 C1 C5 127.2(3) . . ?
C2 C1 C5 105.3(2) . . ?
C3 C2 C1 108.5(2) . . ?
C28 C2 C1 129.7(3) . . ?
C28 C2 C3 121.9(2) . . ?
C2 C3 C4 109.2(2) . . ?
C26 C3 C2 119.7(2) . . ?
C26 C3 C4 131.1(2) . . ?
C5 C4 C3 107.4(2) . . ?
C35 C4 C3 132.2(2) . . ?
C35 C4 C5 120.4(2) . . ?
C4 C5 C1 109.6(2) . . ?
C6 C5 C1 129.5(2) . . ?
C6 C5 C4 120.8(3) . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C7 119.2(2) . . ?
C7 C6 H6 120.4 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.6(3) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 C9 117.3(2) . . ?
C7 C8 C35 119.6(3) . . ?
C35 C8 C9 123.0(2) . . ?
O2 C9 C8 120.6(2) . . ?
O2 C9 C10 119.6(3) . . ?
C10 C9 C8 119.8(2) . . ?
C11 C10 C9 122.1(3) . . ?
C34 C10 C9 119.1(2) . . ?
C34 C10 C11 118.8(2) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.4(3) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.3(3) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C14 119.5(3) . . ?
C33 C13 C12 119.9(3) . . ?
C33 C13 C14 120.4(3) . . ?
O3 C14 C13 123.3(3) . . ?
O3 C14 C15 123.1(3) . . ?
C15 C14 C13 113.6(2) . . ?
C16 C15 C14 117.3(2) . . ?
C32 C15 C14 123.9(3) . . ?
C32 C15 C16 118.7(3) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.2(3) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.2(3) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C19 117.7(3) . . ?
C31 C18 C17 118.6(3) . . ?
C31 C18 C19 123.7(2) . . ?
O4 C19 C18 123.5(3) . . ?
O4 C19 C20 123.3(3) . . ?
C18 C19 C20 113.1(2) . . ?
C21 C20 C19 119.7(3) . . ?
C30 C20 C19 121.3(3) . . ?
C30 C20 C21 118.6(3) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 119.4 . . ?
C21 C22 C23 121.1(2) . . ?
C23 C22 H22 119.4 . . ?
C22 C23 C24 122.9(2) . . ?
C22 C23 C29 118.2(3) . . ?
C29 C23 C24 119.0(3) . . ?
O5 C24 C23 120.2(3) . . ?
O5 C24 C25 118.4(3) . . ?
C23 C24 C25 121.4(3) . . ?
C26 C25 C24 121.7(2) . . ?
C27 C25 C24 118.0(2) . . ?
C27 C25 C26 120.3(2) . . ?
C3 C26 C25 118.6(2) . . ?
C3 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?
C25 C27 H27 119.5 . . ?
C28 C27 C25 120.9(3) . . ?
C28 C27 H27 119.5 . . ?
C2 C28 C27 118.6(3) . . ?
C2 C28 H28 120.7 . . ?
C27 C28 H28 120.7 . . ?
C23 C29 H29 119.8 . . ?
C30 C29 C23 120.3(3) . . ?
C30 C29 H29 119.8 . . ?
C20 C30 H30 119.5 . . ?
C29 C30 C20 121.0(3) . . ?
C29 C30 H30 119.5 . . ?
C18 C31 H31 119.5 . . ?
C32 C31 C18 121.0(3) . . ?
C32 C31 H31 119.5 . . ?
C15 C32 H32 120.0 . . ?
C31 C32 C15 120.1(3) . . ?
C31 C32 H32 120.0 . . ?
C13 C33 H33 120.2 . . ?
C13 C33 C34 119.6(3) . . ?
C34 C33 H33 120.2 . . ?
C10 C34 C33 120.9(3) . . ?
C10 C34 H34 119.6 . . ?
C33 C34 H34 119.6 . . ?
C4 C35 C8 119.4(2) . . ?
C4 C35 H35 120.3 . . ?
C8 C35 H35 120.3 . . ?
N1 C36 C37 179.0(4) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_190712lpr_1_0m
_database_code_depnum_ccdc_archive 'CCDC 1980670'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-07-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H18 O5, C6 H4 O2'
_chemical_formula_sum            'C41 H22 O7'
_chemical_formula_weight         626.58
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.3743(2)
_cell_length_b                   13.4264(2)
_cell_length_c                   18.8609(3)
_cell_angle_alpha                90
_cell_angle_beta                 105.1960(10)
_cell_angle_gamma                90
_cell_volume                     3024.03(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9860
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.89
_cell_measurement_theta_min      3.56
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.952
_exptl_absorpt_coefficient_mu    0.495
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.6107
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1729 before and 0.0573 after correction. The Ratio of minimum to maximum transmission is 0.8134. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            30618
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.926
_diffrn_reflns_theta_min         3.559
_diffrn_ambient_temperature      170.02
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4694
_reflns_number_total             5611
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.921
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         5611
_refine_ls_number_restraints     69
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0799
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.036
_refine_ls_shift/su_mean         0.009
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+200.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1645
_refine_ls_wR_factor_ref         0.1772
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C36-C37 = C36-C41 = C39-C40 = C39-C38
 1.48 with sigma of 0.02
 O7-C39
 1.25 with sigma of 0.02
 C41-C40
 1.35 with sigma of 0.02
 C41-C40 = C38-C37
 1.35 with sigma of 0.01
 C41-C36
 1.48 with sigma of 0.02
3. Rigid bond restraints
 C36, C37, C38, C39, C40, C40, C41, C41
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
4. Uiso/Uaniso restraints and constraints
O6 \\sim O7 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C40 \\sim C41: within
2A with sigma of 0.01 and sigma for terminal atoms of 0.02
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C8(H8), C9(H9), C11(H11), C14(H14), C17(H17), C18(H18),
 C20(H20), C21(H21), C24(H24), C25(H25), C27(H27), C28(H28), C31(H31), C32(H32),
  C34(H34), C35(H35), C37(H37), C38(H38), C40(H40), C41(H41)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.4317(11) 0.4463(11) 0.7557(9) 0.060(4) Uani 1 1 d . . . . .
O2 O -0.1377(12) 0.3513(10) 0.5528(8) 0.056(4) Uani 1 1 d . . . . .
O3 O -0.2081(12) 0.8671(11) 0.4380(7) 0.055(4) Uani 1 1 d . . . . .
O4 O 0.0207(12) 1.1984(10) 0.7442(7) 0.051(3) Uani 1 1 d . . . . .
O5 O 0.5285(11) 0.9328(11) 0.9158(9) 0.065(4) Uani 1 1 d . . . . .
C1 C 0.3591(14) 0.5088(14) 0.7493(10) 0.043(4) Uani 1 1 d . . . . .
C2 C 0.2429(14) 0.4870(13) 0.7027(10) 0.040(4) Uani 1 1 d . . . . .
C3 C 0.2099(15) 0.3873(14) 0.6954(10) 0.043(4) Uani 1 1 d . . . . .
H3 H 0.259675 0.337255 0.720503 0.052 Uiso 1 1 calc R . . . .
C4 C 0.1047(16) 0.3605(14) 0.6516(10) 0.045(4) Uani 1 1 d . . . . .
H4 H 0.081893 0.292707 0.646496 0.054 Uiso 1 1 calc R . . . .
C5 C 0.0349(15) 0.4346(13) 0.6159(9) 0.040(4) Uani 1 1 d . . . . .
C6 C -0.0814(15) 0.4262(14) 0.5673(10) 0.043(4) Uani 1 1 d . . . . .
C7 C -0.1139(14) 0.5301(13) 0.5424(10) 0.040(4) Uani 1 1 d . . . . .
C8 C -0.2131(14) 0.5652(14) 0.4975(10) 0.042(4) Uani 1 1 d . . . . .
H8 H -0.271939 0.520491 0.475705 0.051 Uiso 1 1 calc R . . . .
C9 C -0.2254(15) 0.6665(14) 0.4847(9) 0.042(4) Uani 1 1 d . . . . .
H9 H -0.293311 0.691547 0.453840 0.051 Uiso 1 1 calc R . . . .
C10 C -0.1385(14) 0.7327(13) 0.5171(9) 0.039(4) Uani 1 1 d . . . . .
C11 C -0.0373(14) 0.6963(13) 0.5617(9) 0.038(4) Uani 1 1 d . . . . .
H11 H 0.022454 0.740555 0.582662 0.046 Uiso 1 1 calc R . . . .
C12 C -0.0256(14) 0.5951(13) 0.5748(9) 0.038(4) Uani 1 1 d . . . . .
C13 C 0.0668(14) 0.5350(13) 0.6212(9) 0.037(4) Uani 1 1 d . . . . .
C14 C 0.1717(14) 0.5618(13) 0.6648(9) 0.039(4) Uani 1 1 d . . . . .
H14 H 0.194822 0.629458 0.668729 0.046 Uiso 1 1 calc R . . . .
C15 C -0.1596(15) 0.8414(14) 0.4997(10) 0.042(4) Uani 1 1 d . . . . .
C16 C -0.1181(14) 0.9163(13) 0.5594(10) 0.038(4) Uani 1 1 d . . . . .
C17 C -0.1064(14) 1.0155(13) 0.5407(10) 0.042(4) Uani 1 1 d . . . . .
H17 H -0.131046 1.035648 0.490817 0.050 Uiso 1 1 calc R . . . .
C18 C -0.0593(15) 1.0850(13) 0.5943(10) 0.042(4) Uani 1 1 d . . . . .
H18 H -0.053933 1.152911 0.581382 0.051 Uiso 1 1 calc R . . . .
C19 C -0.0200(14) 1.0548(12) 0.6669(9) 0.036(4) Uani 1 1 d . . . . .
C20 C -0.0402(15) 0.9575(13) 0.6858(10) 0.041(4) Uani 1 1 d . . . . .
H20 H -0.018979 0.937968 0.735990 0.049 Uiso 1 1 calc R . . . .
C21 C -0.0905(15) 0.8895(14) 0.6331(10) 0.041(4) Uani 1 1 d . . . . .
H21 H -0.106297 0.824193 0.647011 0.049 Uiso 1 1 calc R . . . .
C22 C 0.0526(15) 1.1202(13) 0.7248(9) 0.040(4) Uani 1 1 d . . . . .
C23 C 0.1662(15) 1.0777(13) 0.7575(10) 0.039(4) Uani 1 1 d . . . . .
C24 C 0.2292(15) 1.1058(13) 0.8274(10) 0.042(4) Uani 1 1 d . . . . .
H24 H 0.206973 1.161608 0.851121 0.050 Uiso 1 1 calc R . . . .
C25 C 0.3237(15) 1.0529(14) 0.8620(10) 0.043(4) Uani 1 1 d . . . . .
H25 H 0.365549 1.071850 0.909808 0.051 Uiso 1 1 calc R . . . .
C26 C 0.3582(15) 0.9723(14) 0.8278(10) 0.044(4) Uani 1 1 d . . . . .
C27 C 0.3039(16) 0.9520(16) 0.7549(11) 0.050(5) Uani 1 1 d . . . . .
H27 H 0.331941 0.901653 0.729141 0.060 Uiso 1 1 calc R . . . .
C28 C 0.2092(15) 1.0047(15) 0.7199(10) 0.047(4) Uani 1 1 d . . . . .
H28 H 0.173104 0.991249 0.669873 0.057 Uiso 1 1 calc R . . . .
C29 C 0.4488(15) 0.9038(15) 0.8688(11) 0.048(5) Uani 1 1 d . . . . .
C30 C 0.4305(14) 0.7965(15) 0.8466(10) 0.044(4) Uani 1 1 d . . . . .
C31 C 0.5130(14) 0.7419(15) 0.8265(11) 0.045(4) Uani 1 1 d . . . . .
H31 H 0.585843 0.769307 0.833247 0.054 Uiso 1 1 calc R . . . .
C32 C 0.4896(14) 0.6481(14) 0.7967(10) 0.045(4) Uani 1 1 d . . . . .
H32 H 0.546447 0.611056 0.783073 0.053 Uiso 1 1 calc R . . . .
C33 C 0.3830(14) 0.6072(14) 0.7864(10) 0.041(4) Uani 1 1 d . . . . .
C34 C 0.3026(14) 0.6591(15) 0.8111(10) 0.046(4) Uani 1 1 d . . . . .
H34 H 0.231522 0.629748 0.807554 0.055 Uiso 1 1 calc R . . . .
C35 C 0.3255(15) 0.7530(16) 0.8407(11) 0.049(5) Uani 1 1 d . . . . .
H35 H 0.270139 0.788354 0.857184 0.059 Uiso 1 1 calc R . . . .
O6 O 0.223(2) 0.8171(19) 0.5979(14) 0.113(8) Uani 1 1 d . U . . .
O7 O 0.607(3) 0.827(3) 0.555(2) 0.173(14) Uani 1 1 d D U . . .
C36 C 0.311(2) 0.820(2) 0.5816(16) 0.082(7) Uani 1 1 d D U . . .
C37 C 0.367(2) 0.729(2) 0.5677(15) 0.080(7) Uani 1 1 d D U . . .
H37 H 0.331306 0.666753 0.571149 0.096 Uiso 1 1 calc R . . . .
C38 C 0.458(3) 0.728(3) 0.551(2) 0.119(10) Uani 1 1 d D U . . .
H38 H 0.485258 0.666474 0.538039 0.143 Uiso 1 1 calc R . . . .
C39 C 0.529(3) 0.820(3) 0.552(2) 0.117(10) Uani 1 1 d D U . . .
C40 C 0.471(3) 0.914(3) 0.5671(19) 0.105(9) Uani 1 1 d D U . . .
H40 H 0.513517 0.973830 0.572590 0.126 Uiso 1 1 calc R . . . .
C41 C 0.3746(17) 0.9221(17) 0.5732(12) 0.065(6) Uani 1 1 d D U . . .
H41 H 0.339691 0.985131 0.572875 0.078 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.21(2) . ?
O2 C6 1.21(2) . ?
O3 C15 1.21(2) . ?
O4 C22 1.21(2) . ?
O5 C29 1.20(2) . ?
C1 C2 1.50(2) . ?
C1 C33 1.49(3) . ?
C2 C3 1.40(3) . ?
C2 C14 1.40(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.39(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.37(3) . ?
C5 C6 1.49(2) . ?
C5 C13 1.40(2) . ?
C6 C7 1.49(3) . ?
C7 C8 1.38(2) . ?
C7 C12 1.41(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.38(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.41(2) . ?
C10 C11 1.40(2) . ?
C10 C15 1.50(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.38(2) . ?
C12 C13 1.48(2) . ?
C13 C14 1.39(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.50(2) . ?
C16 C17 1.39(2) . ?
C16 C21 1.39(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.39(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.39(2) . ?
C19 C20 1.39(2) . ?
C19 C22 1.50(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.37(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.49(2) . ?
C23 C24 1.40(2) . ?
C23 C28 1.39(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.38(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.38(3) . ?
C26 C27 1.39(3) . ?
C26 C29 1.50(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.38(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.50(3) . ?
C30 C31 1.39(3) . ?
C30 C35 1.40(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.38(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.40(2) . ?
C33 C34 1.39(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.38(3) . ?
C35 H35 0.9500 . ?
O6 C36 1.21(3) . ?
O7 C39 0.96(4) . ?
C36 C37 1.47(4) . ?
C36 C41 1.60(4) . ?
C37 H37 0.9500 . ?
C37 C38 1.25(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.51(5) . ?
C39 C40 1.51(5) . ?
C40 H40 0.9500 . ?
C40 C41 1.23(3) . ?
C41 H41 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 119.5(17) . . ?
O1 C1 C33 121.2(16) . . ?
C33 C1 C2 119.3(15) . . ?
C3 C2 C1 117.0(16) . . ?
C3 C2 C14 120.5(16) . . ?
C14 C2 C1 122.3(16) . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.7(17) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.9 . . ?
C5 C4 C3 118.2(17) . . ?
C5 C4 H4 120.9 . . ?
C4 C5 C6 128.8(16) . . ?
C4 C5 C13 122.3(16) . . ?
C13 C5 C6 108.9(16) . . ?
O2 C6 C5 127.3(18) . . ?
O2 C6 C7 127.7(17) . . ?
C7 C6 C5 105.0(14) . . ?
C8 C7 C6 129.5(16) . . ?
C8 C7 C12 121.3(17) . . ?
C12 C7 C6 109.2(15) . . ?
C7 C8 H8 120.6 . . ?
C7 C8 C9 118.9(16) . . ?
C9 C8 H8 120.6 . . ?
C8 C9 H9 119.7 . . ?
C8 C9 C10 120.7(17) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C15 116.8(16) . . ?
C11 C10 C9 120.1(17) . . ?
C11 C10 C15 123.2(15) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 C10 119.1(15) . . ?
C12 C11 H11 120.5 . . ?
C7 C12 C13 108.0(15) . . ?
C11 C12 C7 120.0(16) . . ?
C11 C12 C13 132.0(15) . . ?
C5 C13 C12 108.8(14) . . ?
C14 C13 C5 119.5(16) . . ?
C14 C13 C12 131.7(16) . . ?
C2 C14 H14 120.6 . . ?
C13 C14 C2 118.8(16) . . ?
C13 C14 H14 120.6 . . ?
O3 C15 C10 120.0(17) . . ?
O3 C15 C16 121.2(17) . . ?
C16 C15 C10 118.9(15) . . ?
C17 C16 C15 119.3(16) . . ?
C21 C16 C15 121.7(16) . . ?
C21 C16 C17 119.0(16) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.8(17) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.5(16) . . ?
C19 C18 H18 120.2 . . ?
C18 C19 C20 119.1(16) . . ?
C18 C19 C22 122.3(15) . . ?
C20 C19 C22 118.3(15) . . ?
C19 C20 H20 119.5 . . ?
C21 C20 C19 121.0(16) . . ?
C21 C20 H20 119.5 . . ?
C16 C21 H21 120.0 . . ?
C20 C21 C16 119.9(17) . . ?
C20 C21 H21 120.1 . . ?
O4 C22 C19 123.1(16) . . ?
O4 C22 C23 123.5(17) . . ?
C23 C22 C19 113.4(15) . . ?
C24 C23 C22 121.4(16) . . ?
C28 C23 C22 120.1(16) . . ?
C28 C23 C24 118.5(17) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(17) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.7(17) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C27 119.1(17) . . ?
C25 C26 C29 121.3(17) . . ?
C27 C26 C29 119.6(17) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.2(18) . . ?
C28 C27 H27 119.9 . . ?
C23 C28 H28 119.8 . . ?
C27 C28 C23 120.4(17) . . ?
C27 C28 H28 119.8 . . ?
O5 C29 C26 122.7(18) . . ?
O5 C29 C30 123.3(18) . . ?
C26 C29 C30 114.0(15) . . ?
C31 C30 C29 121.0(17) . . ?
C31 C30 C35 119.5(18) . . ?
C35 C30 C29 119.4(17) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 C30 120.2(17) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 H32 119.8 . . ?
C31 C32 C33 120.4(17) . . ?
C33 C32 H32 119.8 . . ?
C32 C33 C1 118.6(16) . . ?
C34 C33 C1 122.1(16) . . ?
C34 C33 C32 119.3(17) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 C33 120.3(17) . . ?
C35 C34 H34 119.8 . . ?
C30 C35 H35 120.0 . . ?
C34 C35 C30 120.1(18) . . ?
C34 C35 H35 120.0 . . ?
O6 C36 C37 121(3) . . ?
O6 C36 C41 124(3) . . ?
C37 C36 C41 116(2) . . ?
C36 C37 H37 118.4 . . ?
C38 C37 C36 123(3) . . ?
C38 C37 H37 118.4 . . ?
C37 C38 H38 118.3 . . ?
C37 C38 C39 123(3) . . ?
C39 C38 H38 118.3 . . ?
O7 C39 C38 131(5) . . ?
O7 C39 C40 115(5) . . ?
C38 C39 C40 112(3) . . ?
C39 C40 H40 116.3 . . ?
C41 C40 C39 127(3) . . ?
C41 C40 H40 116.3 . . ?
C36 C41 H41 121.7 . . ?
C40 C41 C36 117(3) . . ?
C40 C41 H41 121.7 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_191212lpr_192_dmcp_0m
_database_code_depnum_ccdc_archive 'CCDC 1980665'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-12-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H6 Cl O3 P, C35 H18 O5'
_chemical_formula_sum            'C37 H24 Cl O8 P'
_chemical_formula_weight         662.98
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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'
Cl Cl 0.3294 0.5404 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2596 0.3354 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   32.867(4)
_cell_length_b                   10.5521(13)
_cell_length_c                   21.076(3)
_cell_angle_alpha                90
_cell_angle_beta                 121.175(3)
_cell_angle_gamma                90
_cell_volume                     6253.9(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4010
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      51.48
_cell_measurement_theta_min      7.48
_shelx_estimated_absorpt_T_max   0.925
_shelx_estimated_absorpt_T_min   0.902
_exptl_absorpt_coefficient_mu    1.319
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1674 before and 0.0778 after correction. The Ratio of minimum to maximum transmission is 0.4345. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2736
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0936
_diffrn_reflns_av_unetI/netI     0.0705
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            30931
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.941
_diffrn_reflns_theta_min         3.687
_diffrn_ambient_temperature      169.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3426
_reflns_number_total             5872
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.668
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     426
_refine_ls_number_reflns         5872
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1500
_refine_ls_R_factor_gt           0.0908
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1268P)²+18.6983P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2255
_refine_ls_wR_factor_ref         0.2689
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C9(H9), C11(H11), C12(H12), C16(H16), C17(H17),
 C19(H19), C20(H20), C23(H23), C24(H24), C26(H26), C27(H27), C30(H30), C31(H31),
  C33(H33), C34(H34)
2.b Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C37(H37A,H37B,H37C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cl1 Cl 0.56100(8) 0.6573(2) 0.78095(13) 0.1145(8) Uani 1 1 d . . . . .
P1 P 0.58182(5) 0.79579(14) 0.73868(7) 0.0565(4) Uani 1 1 d . . . . .
O6 O 0.60540(15) 0.8971(4) 0.7992(2) 0.0721(11) Uani 1 1 d . . . . .
O7 O 0.61396(13) 0.7473(4) 0.71733(19) 0.0639(10) Uani 1 1 d . . . . .
O8 O 0.53264(14) 0.8448(4) 0.6764(2) 0.0778(12) Uani 1 1 d . . . . .
C36 C 0.5802(3) 0.9619(8) 0.8282(4) 0.111(3) Uani 1 1 d . . . . .
H36A H 0.551584 1.001615 0.787448 0.166 Uiso 1 1 calc GR . . . .
H36B H 0.600667 1.027308 0.863283 0.166 Uiso 1 1 calc GR . . . .
H36C H 0.570967 0.901214 0.853790 0.166 Uiso 1 1 calc GR . . . .
C37 C 0.5314(2) 0.9442(6) 0.6293(3) 0.0674(16) Uani 1 1 d . . . . .
H37A H 0.522746 0.908855 0.580875 0.101 Uiso 1 1 calc GR . . . .
H37B H 0.562744 0.984155 0.651846 0.101 Uiso 1 1 calc GR . . . .
H37C H 0.507708 1.007555 0.622783 0.101 Uiso 1 1 calc GR . . . .
O1 O 0.85864(18) 0.7460(5) 1.0425(3) 0.0980(16) Uani 1 1 d . . . . .
O2 O 0.65332(17) 0.3483(5) 0.9335(2) 0.0967(16) Uani 1 1 d . . . . .
O3 O 0.53043(12) 0.2071(3) 0.53979(18) 0.0532(9) Uani 1 1 d . . . . .
O4 O 0.55422(11) 0.8062(3) 0.39499(16) 0.0471(8) Uani 1 1 d . . . . .
O5 O 0.71677(13) 1.1524(4) 0.7254(2) 0.0718(11) Uani 1 1 d . . . . .
C1 C 0.8194(2) 0.7405(6) 0.9906(4) 0.0699(16) Uani 1 1 d . . . . .
C2 C 0.7816(2) 0.6405(6) 0.9712(3) 0.0726(17) Uani 1 1 d . . . . .
C3 C 0.7833(3) 0.5375(7) 1.0118(4) 0.087(2) Uani 1 1 d . . . . .
H3 H 0.811187 0.520670 1.058301 0.104 Uiso 1 1 calc R . . . .
C4 C 0.7446(2) 0.4581(6) 0.9854(3) 0.0753(18) Uani 1 1 d . . . . .
H4 H 0.745469 0.389216 1.015120 0.090 Uiso 1 1 calc R . . . .
C5 C 0.7043(2) 0.4769(6) 0.9160(3) 0.0625(15) Uani 1 1 d . . . . .
C6 C 0.7038(2) 0.5852(6) 0.8734(3) 0.0666(16) Uani 1 1 d . . . . .
H6 H 0.677123 0.601152 0.825378 0.080 Uiso 1 1 calc R . . . .
C7 C 0.7424(2) 0.6643(6) 0.9031(4) 0.0676(16) Uani 1 1 d . . . . .
C8 C 0.7516(2) 0.7842(5) 0.8730(3) 0.0611(14) Uani 1 1 d . . . . .
C9 C 0.72335(19) 0.8470(5) 0.8061(3) 0.0618(15) Uani 1 1 d . . . . .
H9 H 0.692613 0.815928 0.770874 0.074 Uiso 1 1 calc R . . . .
C10 C 0.74132(18) 0.9585(5) 0.7912(3) 0.0560(13) Uani 1 1 d . . . . .
C11 C 0.78664(18) 1.0004(5) 0.8433(3) 0.0539(13) Uani 1 1 d . . . . .
H11 H 0.799137 1.074353 0.833883 0.065 Uiso 1 1 calc R . . . .
C12 C 0.8138(2) 0.9342(5) 0.9095(3) 0.0659(15) Uani 1 1 d . . . . .
H12 H 0.845000 0.962540 0.944709 0.079 Uiso 1 1 calc R . . . .
C13 C 0.7960(2) 0.8288(6) 0.9239(3) 0.0673(16) Uani 1 1 d . . . . .
C14 C 0.6645(2) 0.3876(7) 0.8906(3) 0.0681(16) Uani 1 1 d . . . . .
C15 C 0.63661(18) 0.3463(6) 0.8102(3) 0.0584(14) Uani 1 1 d . . . . .
C16 C 0.65783(18) 0.3479(5) 0.7682(3) 0.0555(13) Uani 1 1 d . . . . .
H16 H 0.690993 0.363513 0.791399 0.067 Uiso 1 1 calc R . . . .
C17 C 0.63106(17) 0.3269(5) 0.6929(3) 0.0490(12) Uani 1 1 d . . . . .
H17 H 0.645527 0.331406 0.663879 0.059 Uiso 1 1 calc R . . . .
C18 C 0.58260(17) 0.2991(4) 0.6590(2) 0.0425(11) Uani 1 1 d . . . . .
C19 C 0.56236(18) 0.2855(5) 0.7014(3) 0.0496(12) Uani 1 1 d . . . . .
H19 H 0.530119 0.259693 0.679115 0.060 Uiso 1 1 calc R . . . .
C20 C 0.58934(19) 0.3097(5) 0.7777(3) 0.0577(14) Uani 1 1 d . . . . .
H20 H 0.575339 0.301200 0.807183 0.069 Uiso 1 1 calc R . . . .
C21 C 0.55372(16) 0.2978(4) 0.5752(2) 0.0412(11) Uani 1 1 d . . . . .
C22 C 0.55664(15) 0.4184(4) 0.5404(2) 0.0384(10) Uani 1 1 d . . . . .
C23 C 0.56848(17) 0.5301(4) 0.5819(3) 0.0455(11) Uani 1 1 d . . . . .
H23 H 0.571885 0.529322 0.629458 0.055 Uiso 1 1 calc R . . . .
C24 C 0.57526(17) 0.6413(4) 0.5543(2) 0.0423(11) Uani 1 1 d . . . . .
H24 H 0.584085 0.715950 0.583730 0.051 Uiso 1 1 calc R . . . .
C25 C 0.56943(16) 0.6457(4) 0.4850(2) 0.0404(10) Uani 1 1 d . . . . .
C26 C 0.55497(16) 0.5367(4) 0.4410(3) 0.0442(11) Uani 1 1 d . . . . .
H26 H 0.549370 0.539899 0.392038 0.053 Uiso 1 1 calc R . . . .
C27 C 0.54879(16) 0.4239(5) 0.4686(3) 0.0453(11) Uani 1 1 d . . . . .
H27 H 0.539153 0.349915 0.438653 0.054 Uiso 1 1 calc R . . . .
C28 C 0.57802(16) 0.7699(4) 0.4591(3) 0.0411(11) Uani 1 1 d . . . . .
C29 C 0.61615(16) 0.8497(4) 0.5202(2) 0.0415(11) Uani 1 1 d . . . . .
C30 C 0.65962(17) 0.7930(5) 0.5712(3) 0.0497(12) Uani 1 1 d . . . . .
H30 H 0.667141 0.711441 0.561021 0.060 Uiso 1 1 calc R . . . .
C31 C 0.69162(17) 0.8546(5) 0.6359(3) 0.0501(12) Uani 1 1 d . . . . .
H31 H 0.720799 0.815004 0.670588 0.060 Uiso 1 1 calc R . . . .
C32 C 0.68097(16) 0.9742(5) 0.6500(3) 0.0515(13) Uani 1 1 d . . . . .
C33 C 0.63995(17) 1.0345(5) 0.5969(3) 0.0549(13) Uani 1 1 d . . . . .
H33 H 0.634161 1.119749 0.604531 0.066 Uiso 1 1 calc R . . . .
C34 C 0.60728(17) 0.9721(5) 0.5326(3) 0.0481(12) Uani 1 1 d . . . . .
H34 H 0.578778 1.013526 0.497172 0.058 Uiso 1 1 calc R . . . .
C35 C 0.71356(17) 1.0380(5) 0.7228(3) 0.0559(13) 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
Cl1 P1 2.007(2) . ?
P1 O6 1.532(4) . ?
P1 O7 1.440(4) . ?
P1 O8 1.551(4) . ?
O6 C36 1.434(8) . ?
O8 C37 1.430(7) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
O1 C1 1.184(7) . ?
O2 C14 1.211(7) . ?
O3 C21 1.211(5) . ?
O4 C28 1.221(5) . ?
O5 C35 1.211(6) . ?
C1 C2 1.517(9) . ?
C1 C13 1.522(9) . ?
C2 C3 1.366(9) . ?
C2 C7 1.366(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.378(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(7) . ?
C5 C6 1.449(8) . ?
C5 C14 1.470(8) . ?
C6 H6 0.9500 . ?
C6 C7 1.369(8) . ?
C7 C8 1.513(8) . ?
C8 C9 1.391(8) . ?
C8 C13 1.372(8) . ?
C9 H9 0.9500 . ?
C9 C10 1.422(8) . ?
C10 C11 1.388(7) . ?
C10 C35 1.502(8) . ?
C11 H11 0.9500 . ?
C11 C12 1.393(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.364(8) . ?
C14 C15 1.514(7) . ?
C15 C16 1.381(7) . ?
C15 C20 1.389(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.378(7) . ?
C17 H17 0.9500 . ?
C17 C18 1.398(7) . ?
C18 C19 1.370(7) . ?
C18 C21 1.512(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.400(7) . ?
C20 H20 0.9500 . ?
C21 C22 1.496(6) . ?
C22 C23 1.398(6) . ?
C22 C27 1.397(6) . ?
C23 H23 0.9500 . ?
C23 C24 1.377(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.373(6) . ?
C25 C26 1.398(6) . ?
C25 C28 1.501(7) . ?
C26 H26 0.9500 . ?
C26 C27 1.386(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.505(6) . ?
C29 C30 1.401(6) . ?
C29 C34 1.379(7) . ?
C30 H30 0.9500 . ?
C30 C31 1.380(7) . ?
C31 H31 0.9500 . ?
C31 C32 1.383(7) . ?
C32 C33 1.384(7) . ?
C32 C35 1.500(7) . ?
C33 H33 0.9500 . ?
C33 C34 1.384(6) . ?
C34 H34 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 P1 Cl1 106.24(19) . . ?
O6 P1 O8 109.2(2) . . ?
O7 P1 Cl1 110.7(2) . . ?
O7 P1 O6 111.8(2) . . ?
O7 P1 O8 117.8(2) . . ?
O8 P1 Cl1 99.96(19) . . ?
C36 O6 P1 122.2(5) . . ?
C37 O8 P1 118.4(4) . . ?
O6 C36 H36A 109.5 . . ?
O6 C36 H36B 109.5 . . ?
O6 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O8 C37 H37A 109.5 . . ?
O8 C37 H37B 109.5 . . ?
O8 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O1 C1 C2 129.3(6) . . ?
O1 C1 C13 127.6(6) . . ?
C2 C1 C13 103.0(5) . . ?
C3 C2 C1 128.4(6) . . ?
C7 C2 C1 110.5(6) . . ?
C7 C2 C3 121.0(6) . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0(6) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.4 . . ?
C3 C4 C5 121.1(6) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 117.6(5) . . ?
C4 C5 C14 118.4(5) . . ?
C6 C5 C14 124.0(5) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 C5 119.2(5) . . ?
C7 C6 H6 120.4 . . ?
C2 C7 C6 120.9(6) . . ?
C2 C7 C8 108.1(5) . . ?
C6 C7 C8 131.0(6) . . ?
C9 C8 C7 130.6(5) . . ?
C13 C8 C7 108.7(5) . . ?
C13 C8 C9 120.7(5) . . ?
C8 C9 H9 120.6 . . ?
C8 C9 C10 118.8(5) . . ?
C10 C9 H9 120.6 . . ?
C9 C10 C35 123.9(5) . . ?
C11 C10 C9 119.1(5) . . ?
C11 C10 C35 116.9(5) . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.1(5) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.3(5) . . ?
C13 C12 H12 119.8 . . ?
C8 C13 C1 109.7(5) . . ?
C12 C13 C1 129.4(5) . . ?
C12 C13 C8 120.8(6) . . ?
O2 C14 C5 120.2(5) . . ?
O2 C14 C15 119.7(5) . . ?
C5 C14 C15 120.0(5) . . ?
C16 C15 C14 120.0(5) . . ?
C16 C15 C20 119.6(5) . . ?
C20 C15 C14 120.4(5) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(5) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.0(5) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C21 117.3(4) . . ?
C19 C18 C17 119.9(4) . . ?
C19 C18 C21 122.6(4) . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.8(5) . . ?
C20 C19 H19 120.1 . . ?
C15 C20 C19 119.9(5) . . ?
C15 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
O3 C21 C18 122.8(4) . . ?
O3 C21 C22 123.4(4) . . ?
C22 C21 C18 113.9(4) . . ?
C23 C22 C21 118.6(4) . . ?
C27 C22 C21 122.9(4) . . ?
C27 C22 C23 118.5(4) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 C22 120.6(4) . . ?
C24 C23 H23 119.7 . . ?
C23 C24 H24 119.5 . . ?
C25 C24 C23 120.9(4) . . ?
C25 C24 H24 119.5 . . ?
C24 C25 C26 119.4(4) . . ?
C24 C25 C28 117.9(4) . . ?
C26 C25 C28 122.8(4) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.1(4) . . ?
C27 C26 H26 120.0 . . ?
C22 C27 H27 119.8 . . ?
C26 C27 C22 120.4(4) . . ?
C26 C27 H27 119.8 . . ?
O4 C28 C25 122.8(4) . . ?
O4 C28 C29 123.0(4) . . ?
C25 C28 C29 114.1(4) . . ?
C30 C29 C28 119.0(4) . . ?
C34 C29 C28 121.5(4) . . ?
C34 C29 C30 119.1(4) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 C29 120.7(4) . . ?
C31 C30 H30 119.7 . . ?
C30 C31 H31 120.2 . . ?
C30 C31 C32 119.6(4) . . ?
C32 C31 H31 120.2 . . ?
C31 C32 C33 119.7(4) . . ?
C31 C32 C35 120.2(4) . . ?
C33 C32 C35 120.1(5) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 C32 120.7(5) . . ?
C34 C33 H33 119.7 . . ?
C29 C34 C33 119.9(4) . . ?
C29 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
O5 C35 C10 121.1(5) . . ?
O5 C35 C32 119.6(5) . . ?
C32 C35 C10 119.2(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_190920lpr_1_0m
_database_code_depnum_ccdc_archive 'CCDC 1980668'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-09-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C8 H10 N O6 P, C35 H18 O5'
_chemical_formula_sum            'C43 H28 N O11 P'
_chemical_formula_weight         765.63
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2596 0.3354 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5461(4)
_cell_length_b                   11.1960(4)
_cell_length_c                   18.0206(6)
_cell_angle_alpha                72.609(2)
_cell_angle_beta                 77.303(2)
_cell_angle_gamma                62.539(2)
_cell_volume                     1793.25(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9901
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.89
_cell_measurement_theta_min      3.98
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.909
_exptl_absorpt_coefficient_mu    0.811
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.4798
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1359 before and 0.0852 after correction.
The Ratio of minimum to maximum transmission is 0.6391.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_av_unetI/netI     0.0633
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18180
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.904
_diffrn_reflns_theta_min         3.976
_diffrn_ambient_temperature      169.98
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5332
_reflns_number_total             6735
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.662
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     507
_refine_ls_number_reflns         6735
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0702
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1145P)²+1.0768P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1905
_refine_ls_wR_factor_ref         0.2079
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C37(H37), C38(H38), C40(H40), C41(H41), C3(H3), C4(H4), C6(H6), C9(H9),
 C11(H11), C12(H12), C16(H16), C17(H17), C19(H19), C20(H20), C23(H23), C24(H24),
  C26(H26), C27(H27), C30(H30), C31(H31), C33(H33), C34(H34)
2.b Idealised Me refined as rotating group:
 C42(H42A,H42B,H42C), C43(H43A,H43B,H43C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
P1 P -0.19272(8) 0.59972(8) 0.13406(4) 0.0441(2) Uani 1 1 d . . . . .
O6 O -0.2406(4) 0.9091(3) 0.44272(16) 0.0845(8) Uani 1 1 d . . . . .
O7 O -0.1198(3) 0.6995(3) 0.50456(15) 0.0795(8) Uani 1 1 d . . . . .
O8 O -0.0721(2) 0.5926(2) 0.17686(13) 0.0550(5) Uani 1 1 d . . . . .
O9 O -0.3036(2) 0.5664(2) 0.18640(12) 0.0536(5) Uani 1 1 d . . . . .
O10 O -0.2456(2) 0.7445(2) 0.07685(14) 0.0618(6) Uani 1 1 d . . . . .
O11 O -0.0974(2) 0.5048(2) 0.07694(12) 0.0517(5) Uani 1 1 d . . . . .
N1 N -0.1678(3) 0.7853(3) 0.44535(17) 0.0617(7) Uani 1 1 d . . . . .
C36 C -0.1411(4) 0.7362(3) 0.37402(18) 0.0535(7) Uani 1 1 d . . . . .
C37 C -0.0463(4) 0.6003(4) 0.3730(2) 0.0587(8) Uani 1 1 d . . . . .
H37 H 0.003693 0.540227 0.417191 0.070 Uiso 1 1 calc R . . . .
C38 C -0.0260(4) 0.5538(4) 0.3069(2) 0.0580(8) Uani 1 1 d . . . . .
H38 H 0.037861 0.460763 0.305127 0.070 Uiso 1 1 calc R . . . .
C39 C -0.0993(3) 0.6436(3) 0.24298(18) 0.0502(7) Uani 1 1 d . . . . .
C40 C -0.1922(4) 0.7791(3) 0.24421(19) 0.0567(8) Uani 1 1 d . . . . .
H40 H -0.240189 0.839476 0.199421 0.068 Uiso 1 1 calc R . . . .
C41 C -0.2155(4) 0.8272(3) 0.3104(2) 0.0566(8) Uani 1 1 d . . . . .
H41 H -0.280634 0.919780 0.312387 0.068 Uiso 1 1 calc R . . . .
C42 C -0.3958(3) 0.8338(3) 0.0724(2) 0.0589(8) Uani 1 1 d . . . . .
H42A H -0.431577 0.814728 0.033460 0.088 Uiso 1 1 calc GR . . . .
H42B H -0.409776 0.930385 0.057183 0.088 Uiso 1 1 calc GR . . . .
H42C H -0.448514 0.817123 0.123526 0.088 Uiso 1 1 calc GR . . . .
C43 C -0.0227(4) 0.3575(3) 0.1066(2) 0.0643(9) Uani 1 1 d . . . . .
H43A H 0.033763 0.313673 0.063224 0.096 Uiso 1 1 calc GR . . . .
H43B H -0.092688 0.319457 0.132018 0.096 Uiso 1 1 calc GR . . . .
H43C H 0.041381 0.339402 0.144521 0.096 Uiso 1 1 calc GR . . . .
O1 O 0.3559(3) 0.4179(3) 0.40702(15) 0.0774(8) Uani 1 1 d . . . . .
O2 O 0.0006(3) 0.9434(3) 0.63088(15) 0.0753(7) Uani 1 1 d . . . . .
O3 O 0.4154(3) 0.8721(2) 0.92129(15) 0.0668(6) Uani 1 1 d . . . . .
O4 O 0.9517(3) 0.1665(2) 0.96600(16) 0.0717(7) Uani 1 1 d . . . . .
O5 O 0.6726(4) -0.0951(3) 0.75099(16) 0.0803(8) Uani 1 1 d . . . . .
C1 C 0.3639(3) 0.4198(4) 0.4717(2) 0.0590(8) Uani 1 1 d . . . . .
C2 C 0.4461(3) 0.3045(4) 0.5343(2) 0.0577(8) Uani 1 1 d . . . . .
C3 C 0.5313(4) 0.1650(4) 0.5341(2) 0.0606(8) Uani 1 1 d . . . . .
H3 H 0.542018 0.132143 0.489135 0.073 Uiso 1 1 calc R . . . .
C4 C 0.5999(4) 0.0750(4) 0.5990(2) 0.0609(8) Uani 1 1 d . . . . .
H4 H 0.656538 -0.020165 0.599413 0.073 Uiso 1 1 calc R . . . .
C5 C 0.5852(3) 0.1249(3) 0.66420(19) 0.0534(7) Uani 1 1 d . . . . .
C6 C 0.4995(3) 0.2654(3) 0.66528(18) 0.0502(7) Uani 1 1 d . . . . .
H6 H 0.489425 0.298489 0.709995 0.060 Uiso 1 1 calc R . . . .
C7 C 0.4301(3) 0.3543(3) 0.59959(18) 0.0499(7) Uani 1 1 d . . . . .
C8 C 0.3324(3) 0.5050(3) 0.58298(18) 0.0501(7) Uani 1 1 d . . . . .
C9 C 0.2808(3) 0.6015(3) 0.62869(17) 0.0485(7) Uani 1 1 d . . . . .
H9 H 0.308323 0.575688 0.679950 0.058 Uiso 1 1 calc R . . . .
C10 C 0.1858(3) 0.7394(3) 0.59682(17) 0.0498(7) Uani 1 1 d . . . . .
C11 C 0.1460(3) 0.7735(4) 0.52198(18) 0.0558(8) Uani 1 1 d . . . . .
H11 H 0.080753 0.865404 0.501204 0.067 Uiso 1 1 calc R . . . .
C12 C 0.1992(3) 0.6767(4) 0.47738(19) 0.0592(8) Uani 1 1 d . . . . .
H12 H 0.172146 0.701618 0.426058 0.071 Uiso 1 1 calc R . . . .
C13 C 0.2913(3) 0.5444(4) 0.50807(18) 0.0549(8) Uani 1 1 d . . . . .
C14 C 0.1206(3) 0.8497(3) 0.64240(18) 0.0539(7) Uani 1 1 d . . . . .
C15 C 0.2027(3) 0.8452(3) 0.70127(17) 0.0481(7) Uani 1 1 d . . . . .
C16 C 0.1292(3) 0.8994(3) 0.76599(18) 0.0493(7) Uani 1 1 d . . . . .
H16 H 0.027313 0.944099 0.770398 0.059 Uiso 1 1 calc R . . . .
C17 C 0.2026(3) 0.8891(3) 0.82440(17) 0.0461(7) Uani 1 1 d . . . . .
H17 H 0.151416 0.925888 0.868769 0.055 Uiso 1 1 calc R . . . .
C18 C 0.3524(3) 0.8242(3) 0.81737(17) 0.0463(7) Uani 1 1 d . . . . .
C19 C 0.4263(3) 0.7775(3) 0.75000(18) 0.0513(7) Uani 1 1 d . . . . .
H19 H 0.528200 0.739221 0.743474 0.062 Uiso 1 1 calc R . . . .
C20 C 0.3524(3) 0.7867(3) 0.69282(18) 0.0504(7) Uani 1 1 d . . . . .
H20 H 0.403519 0.753071 0.647498 0.061 Uiso 1 1 calc R . . . .
C21 C 0.4342(3) 0.7901(3) 0.88404(18) 0.0490(7) Uani 1 1 d . . . . .
C22 C 0.5398(3) 0.6414(3) 0.90377(17) 0.0443(6) Uani 1 1 d . . . . .
C23 C 0.6722(3) 0.6015(3) 0.92834(17) 0.0465(7) Uani 1 1 d . . . . .
H23 H 0.694701 0.668189 0.937911 0.056 Uiso 1 1 calc R . . . .
C24 C 0.7717(3) 0.4644(3) 0.93895(17) 0.0476(7) Uani 1 1 d . . . . .
H24 H 0.862332 0.437335 0.955788 0.057 Uiso 1 1 calc R . . . .
C25 C 0.7396(3) 0.3669(3) 0.92512(17) 0.0443(6) Uani 1 1 d . . . . .
C26 C 0.6021(3) 0.4058(3) 0.90615(18) 0.0478(7) Uani 1 1 d . . . . .
H26 H 0.576456 0.337779 0.901102 0.057 Uiso 1 1 calc R . . . .
C27 C 0.5039(3) 0.5418(3) 0.89478(19) 0.0488(7) Uani 1 1 d . . . . .
H27 H 0.411401 0.567967 0.880759 0.059 Uiso 1 1 calc R . . . .
C28 C 0.8509(3) 0.2205(3) 0.92709(18) 0.0513(7) Uani 1 1 d . . . . .
C29 C 0.8244(3) 0.1529(3) 0.87594(18) 0.0481(7) Uani 1 1 d . . . . .
C30 C 0.8013(3) 0.0336(3) 0.90598(17) 0.0467(7) Uani 1 1 d . . . . .
H30 H 0.819825 -0.017435 0.958063 0.056 Uiso 1 1 calc R . . . .
C31 C 0.7512(3) -0.0091(3) 0.85879(18) 0.0496(7) Uani 1 1 d . . . . .
H31 H 0.733851 -0.089488 0.878866 0.059 Uiso 1 1 calc R . . . .
C32 C 0.7256(3) 0.0647(3) 0.78169(18) 0.0506(7) Uani 1 1 d . . . . .
C33 C 0.7606(3) 0.1753(3) 0.75095(18) 0.0539(7) Uani 1 1 d . . . . .
H33 H 0.751636 0.220526 0.697331 0.065 Uiso 1 1 calc R . . . .
C34 C 0.8083(3) 0.2203(3) 0.79718(18) 0.0538(7) Uani 1 1 d . . . . .
H34 H 0.830640 0.297689 0.775772 0.065 Uiso 1 1 calc R . . . .
C35 C 0.6618(4) 0.0219(4) 0.7336(2) 0.0582(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O8 1.587(2) . ?
P1 O9 1.450(2) . ?
P1 O10 1.556(2) . ?
P1 O11 1.553(2) . ?
O6 N1 1.229(4) . ?
O7 N1 1.222(4) . ?
O8 C39 1.391(4) . ?
O10 C42 1.436(4) . ?
O11 C43 1.444(4) . ?
N1 C36 1.467(4) . ?
C36 C37 1.386(5) . ?
C36 C41 1.388(5) . ?
C37 H37 0.9500 . ?
C37 C38 1.375(5) . ?
C38 H38 0.9500 . ?
C38 C39 1.385(5) . ?
C39 C40 1.379(5) . ?
C40 H40 0.9500 . ?
C40 C41 1.381(5) . ?
C41 H41 0.9500 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
O1 C1 1.193(4) . ?
O2 C14 1.228(4) . ?
O3 C21 1.215(4) . ?
O4 C28 1.212(4) . ?
O5 C35 1.209(4) . ?
C1 C2 1.490(5) . ?
C1 C13 1.518(5) . ?
C2 C3 1.399(5) . ?
C2 C7 1.393(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.396(5) . ?
C5 C6 1.410(5) . ?
C5 C35 1.507(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.390(4) . ?
C7 C8 1.492(4) . ?
C8 C9 1.391(4) . ?
C8 C13 1.389(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.419(4) . ?
C10 C11 1.391(4) . ?
C10 C14 1.499(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.377(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.365(5) . ?
C14 C15 1.486(4) . ?
C15 C16 1.386(4) . ?
C15 C20 1.394(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.396(4) . ?
C18 C19 1.393(4) . ?
C18 C21 1.487(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.377(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.499(4) . ?
C22 C23 1.387(4) . ?
C22 C27 1.391(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.386(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.381(4) . ?
C25 C26 1.399(4) . ?
C25 C28 1.508(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.373(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.493(4) . ?
C29 C30 1.395(4) . ?
C29 C34 1.400(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.380(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.400(4) . ?
C32 C33 1.378(4) . ?
C32 C35 1.494(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.368(5) . ?
C34 H34 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O9 P1 O8 114.33(12) . . ?
O9 P1 O10 115.79(13) . . ?
O9 P1 O11 118.13(13) . . ?
O10 P1 O8 105.20(13) . . ?
O11 P1 O8 99.99(12) . . ?
O11 P1 O10 101.21(12) . . ?
C39 O8 P1 124.24(19) . . ?
C42 O10 P1 121.5(2) . . ?
C43 O11 P1 120.0(2) . . ?
O6 N1 C36 118.2(3) . . ?
O7 N1 O6 123.9(3) . . ?
O7 N1 C36 117.8(3) . . ?
C37 C36 N1 119.3(3) . . ?
C37 C36 C41 122.2(3) . . ?
C41 C36 N1 118.5(3) . . ?
C36 C37 H37 120.5 . . ?
C38 C37 C36 118.9(3) . . ?
C38 C37 H37 120.6 . . ?
C37 C38 H38 120.3 . . ?
C37 C38 C39 119.5(3) . . ?
C39 C38 H38 120.3 . . ?
C38 C39 O8 117.2(3) . . ?
C40 C39 O8 121.5(3) . . ?
C40 C39 C38 121.3(3) . . ?
C39 C40 H40 119.9 . . ?
C39 C40 C41 120.1(3) . . ?
C41 C40 H40 119.9 . . ?
C36 C41 H41 121.0 . . ?
C40 C41 C36 118.1(3) . . ?
C40 C41 H41 121.0 . . ?
O10 C42 H42A 109.5 . . ?
O10 C42 H42B 109.5 . . ?
O10 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O11 C43 H43A 109.5 . . ?
O11 C43 H43B 109.5 . . ?
O11 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O1 C1 C2 129.1(4) . . ?
O1 C1 C13 126.7(3) . . ?
C2 C1 C13 104.3(3) . . ?
C3 C2 C1 129.6(3) . . ?
C7 C2 C1 109.8(3) . . ?
C7 C2 C3 120.6(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.5(3) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 C6 121.1(3) . . ?
C4 C5 C35 117.2(3) . . ?
C6 C5 C35 121.7(3) . . ?
C5 C6 H6 120.7 . . ?
C7 C6 C5 118.7(3) . . ?
C7 C6 H6 120.7 . . ?
C2 C7 C8 108.3(3) . . ?
C6 C7 C2 120.1(3) . . ?
C6 C7 C8 131.6(3) . . ?
C9 C8 C7 131.2(3) . . ?
C13 C8 C7 108.7(3) . . ?
C13 C8 C9 120.1(3) . . ?
C8 C9 H9 120.8 . . ?
C8 C9 C10 118.3(3) . . ?
C10 C9 H9 120.8 . . ?
C9 C10 C14 122.3(3) . . ?
C11 C10 C9 119.4(3) . . ?
C11 C10 C14 118.2(3) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 C10 121.4(3) . . ?
C12 C11 H11 119.3 . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 118.9(3) . . ?
C13 C12 H12 120.5 . . ?
C8 C13 C1 108.9(3) . . ?
C12 C13 C1 129.3(3) . . ?
C12 C13 C8 121.8(3) . . ?
O2 C14 C10 120.2(3) . . ?
O2 C14 C15 120.3(3) . . ?
C15 C14 C10 119.5(3) . . ?
C16 C15 C14 119.4(3) . . ?
C16 C15 C20 119.4(3) . . ?
C20 C15 C14 121.2(3) . . ?
C15 C16 H16 119.6 . . ?
C15 C16 C17 120.9(3) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 120.3 . . ?
C16 C17 C18 119.4(3) . . ?
C18 C17 H17 120.3 . . ?
C17 C18 C21 121.0(3) . . ?
C19 C18 C17 119.7(3) . . ?
C19 C18 C21 119.0(3) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.4(3) . . ?
C20 C19 H19 119.8 . . ?
C15 C20 H20 119.9 . . ?
C19 C20 C15 120.2(3) . . ?
C19 C20 H20 119.9 . . ?
O3 C21 C18 124.1(3) . . ?
O3 C21 C22 122.4(3) . . ?
C18 C21 C22 113.5(2) . . ?
C23 C22 C21 122.0(3) . . ?
C23 C22 C27 119.6(3) . . ?
C27 C22 C21 118.3(3) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.1(3) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 C26 119.3(3) . . ?
C24 C25 C28 121.6(3) . . ?
C26 C25 C28 119.0(3) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.3(3) . . ?
C27 C26 H26 119.9 . . ?
C22 C27 H27 119.9 . . ?
C26 C27 C22 120.1(3) . . ?
C26 C27 H27 119.9 . . ?
O4 C28 C25 122.1(3) . . ?
O4 C28 C29 124.7(3) . . ?
C29 C28 C25 113.2(2) . . ?
C30 C29 C28 121.9(3) . . ?
C30 C29 C34 119.8(3) . . ?
C34 C29 C28 118.0(3) . . ?
C29 C30 H30 120.5 . . ?
C31 C30 C29 118.9(3) . . ?
C31 C30 H30 120.5 . . ?
C30 C31 H31 119.6 . . ?
C30 C31 C32 120.8(3) . . ?
C32 C31 H31 119.6 . . ?
C31 C32 C35 119.7(3) . . ?
C33 C32 C31 119.5(3) . . ?
C33 C32 C35 120.9(3) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 C32 120.4(3) . . ?
C34 C33 H33 119.8 . . ?
C29 C34 H34 119.9 . . ?
C33 C34 C29 120.2(3) . . ?
C33 C34 H34 119.9 . . ?
O5 C35 C5 120.9(3) . . ?
O5 C35 C32 119.5(3) . . ?
C32 C35 C5 119.7(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_190428lpr_0m
_database_code_depnum_ccdc_archive 'CCDC 1980666'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-04-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C H2 Cl2), C35 H18 O5'
_chemical_formula_sum            'C37 H22 Cl4 O5'
_chemical_formula_weight         688.34
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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'
Cl Cl 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   15.1985(3)
_cell_length_b                   10.8752(2)
_cell_length_c                   19.8900(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.8460(10)
_cell_angle_gamma                90
_cell_volume                     3177.81(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9908
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.96
_cell_measurement_theta_min      2.86
_shelx_estimated_absorpt_T_max   0.826
_shelx_estimated_absorpt_T_min   0.754
_exptl_absorpt_coefficient_mu    2.488
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.6027
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1286 before and 0.0634 after correction. The Ratio of minimum to maximum transmission is 0.8027. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            23408
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.933
_diffrn_reflns_theta_min         2.857
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5348
_reflns_number_total             5981
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.821
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         5981
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0539
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0662P)²+3.3035P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1373
_refine_ls_wR_factor_ref         0.1429
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C36(H36A,H36B), C37(H37A,H37B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C8(H8), C9(H9), C11(H11), C14(H14), C17(H17), C18(H18),
 C20(H20), C21(H21), C24(H24), C25(H25), C27(H27), C28(H28), C31(H31), C32(H32),
  C34(H34), C35(H35)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cl1 Cl 0.66691(7) 0.91813(8) 0.53585(6) 0.0772(3) Uani 1 1 d . . . . .
Cl2 Cl 0.62862(6) 0.95577(10) 0.38484(7) 0.0926(4) Uani 1 1 d . . . . .
C36 C 0.7091(2) 0.9142(3) 0.4615(2) 0.0694(10) Uani 1 1 d . . . . .
H36A H 0.761787 0.970565 0.468572 0.083 Uiso 1 1 calc R . . . .
H36B H 0.731083 0.830053 0.456015 0.083 Uiso 1 1 calc R . . . .
Cl3 Cl 0.34225(5) 1.18995(7) 0.26384(5) 0.0619(2) Uani 1 1 d . . . . .
Cl4 Cl 0.49367(6) 1.08624(11) 0.21964(5) 0.0751(3) Uani 1 1 d . . . . .
C37 C 0.44143(17) 1.1017(2) 0.28811(13) 0.0382(6) Uani 1 1 d . . . . .
H37A H 0.426275 1.019105 0.302888 0.046 Uiso 1 1 calc R . . . .
H37B H 0.484477 1.140969 0.328226 0.046 Uiso 1 1 calc R . . . .
O1 O 0.32814(11) 0.86218(15) 0.23636(8) 0.0342(4) Uani 1 1 d . . . . .
O2 O 0.48482(11) 0.69287(16) 0.59749(8) 0.0337(4) Uani 1 1 d . . . . .
O3 O 0.90296(10) 0.46621(17) 0.53317(8) 0.0367(4) Uani 1 1 d . . . . .
O4 O 0.83273(12) 0.13133(15) 0.21151(8) 0.0368(4) Uani 1 1 d . . . . .
O5 O 0.41582(12) 0.40106(17) 0.00088(8) 0.0406(4) Uani 1 1 d . . . . .
C1 C 0.36696(14) 0.7649(2) 0.25475(11) 0.0260(4) Uani 1 1 d . . . . .
C2 C 0.40251(14) 0.73791(19) 0.33096(11) 0.0247(4) Uani 1 1 d . . . . .
C3 C 0.35346(15) 0.7848(2) 0.37575(12) 0.0289(5) Uani 1 1 d . . . . .
H3 H 0.299076 0.829776 0.357229 0.035 Uiso 1 1 calc R . . . .
C4 C 0.38323(15) 0.7663(2) 0.44705(12) 0.0288(5) Uani 1 1 d . . . . .
H4 H 0.349013 0.796042 0.477473 0.035 Uiso 1 1 calc R . . . .
C5 C 0.46379(14) 0.70368(19) 0.47256(11) 0.0242(4) Uani 1 1 d . . . . .
C6 C 0.51144(14) 0.67274(19) 0.54590(11) 0.0257(4) Uani 1 1 d . . . . .
C7 C 0.59762(14) 0.60969(19) 0.54222(10) 0.0235(4) Uani 1 1 d . . . . .
C8 C 0.66861(14) 0.5671(2) 0.59542(10) 0.0257(4) Uani 1 1 d . . . . .
H8 H 0.666873 0.574565 0.642656 0.031 Uiso 1 1 calc R . . . .
C9 C 0.74254(14) 0.51321(19) 0.57783(10) 0.0252(4) Uani 1 1 d . . . . .
H9 H 0.792307 0.483817 0.613490 0.030 Uiso 1 1 calc R . . . .
C10 C 0.74452(14) 0.50172(19) 0.50817(10) 0.0228(4) Uani 1 1 d . . . . .
C11 C 0.67246(14) 0.54643(19) 0.45442(10) 0.0226(4) Uani 1 1 d . . . . .
H11 H 0.673867 0.539235 0.407102 0.027 Uiso 1 1 calc R . . . .
C12 C 0.59959(13) 0.60111(18) 0.47233(10) 0.0211(4) Uani 1 1 d . . . . .
C13 C 0.51553(14) 0.65937(18) 0.42848(10) 0.0224(4) Uani 1 1 d . . . . .
C14 C 0.48465(14) 0.67406(19) 0.35731(11) 0.0238(4) Uani 1 1 d . . . . .
H14 H 0.518047 0.641873 0.326927 0.029 Uiso 1 1 calc R . . . .
C15 C 0.82827(14) 0.4470(2) 0.49327(10) 0.0250(4) Uani 1 1 d . . . . .
C16 C 0.81924(14) 0.37248(19) 0.42876(10) 0.0229(4) Uani 1 1 d . . . . .
C17 C 0.89293(14) 0.3667(2) 0.39880(11) 0.0262(4) Uani 1 1 d . . . . .
H17 H 0.949482 0.402946 0.421827 0.031 Uiso 1 1 calc R . . . .
C18 C 0.88346(14) 0.3080(2) 0.33563(11) 0.0278(5) Uani 1 1 d . . . . .
H18 H 0.933667 0.303679 0.315450 0.033 Uiso 1 1 calc R . . . .
C19 C 0.80070(14) 0.25547(19) 0.30160(11) 0.0248(4) Uani 1 1 d . . . . .
C20 C 0.72875(15) 0.2551(2) 0.33333(11) 0.0276(5) Uani 1 1 d . . . . .
H20 H 0.673151 0.215492 0.311278 0.033 Uiso 1 1 calc R . . . .
C21 C 0.73832(14) 0.31244(19) 0.39676(11) 0.0253(4) Uani 1 1 d . . . . .
H21 H 0.689622 0.310930 0.418639 0.030 Uiso 1 1 calc R . . . .
C22 C 0.78442(15) 0.20836(19) 0.22846(11) 0.0270(4) Uani 1 1 d . . . . .
C23 C 0.70385(15) 0.2647(2) 0.17876(11) 0.0263(4) Uani 1 1 d . . . . .
C24 C 0.64763(16) 0.1968(2) 0.12540(11) 0.0285(5) Uani 1 1 d . . . . .
H24 H 0.663862 0.114998 0.116800 0.034 Uiso 1 1 calc R . . . .
C25 C 0.56781(16) 0.2479(2) 0.08458(11) 0.0295(5) Uani 1 1 d . . . . .
H25 H 0.529313 0.201180 0.048387 0.035 Uiso 1 1 calc R . . . .
C26 C 0.54478(15) 0.3683(2) 0.09725(11) 0.0275(5) Uani 1 1 d . . . . .
C27 C 0.60403(17) 0.4385(2) 0.14796(12) 0.0332(5) Uani 1 1 d . . . . .
H27 H 0.590382 0.522202 0.154522 0.040 Uiso 1 1 calc R . . . .
C28 C 0.68225(16) 0.3864(2) 0.18847(12) 0.0328(5) Uani 1 1 d . . . . .
H28 H 0.721925 0.434128 0.223451 0.039 Uiso 1 1 calc R . . . .
C29 C 0.45528(16) 0.4238(2) 0.06061(11) 0.0295(5) Uani 1 1 d . . . . .
C30 C 0.41892(15) 0.5110(2) 0.10578(11) 0.0282(5) Uani 1 1 d . . . . .
C31 C 0.40752(15) 0.6350(2) 0.08994(11) 0.0298(5) Uani 1 1 d . . . . .
H31 H 0.412839 0.664193 0.046143 0.036 Uiso 1 1 calc R . . . .
C32 C 0.38832(14) 0.7166(2) 0.13795(11) 0.0286(5) Uani 1 1 d . . . . .
H32 H 0.380306 0.801521 0.126959 0.034 Uiso 1 1 calc R . . . .
C33 C 0.38084(14) 0.6738(2) 0.20222(11) 0.0257(4) Uani 1 1 d . . . . .
C34 C 0.38722(16) 0.5483(2) 0.21642(11) 0.0307(5) Uani 1 1 d . . . . .
H34 H 0.378177 0.518325 0.259011 0.037 Uiso 1 1 calc R . . . .
C35 C 0.40668(17) 0.4673(2) 0.16868(12) 0.0336(5) Uani 1 1 d . . . . .
H35 H 0.411724 0.381844 0.178713 0.040 Uiso 1 1 calc R . . . .


_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
Cl1 C36 1.756(4) . ?
Cl2 C36 1.752(4) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
Cl3 C37 1.748(3) . ?
Cl4 C37 1.751(3) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
O1 C1 1.221(3) . ?
O2 C6 1.215(3) . ?
O3 C15 1.225(3) . ?
O4 C22 1.217(3) . ?
O5 C29 1.211(3) . ?
C1 C2 1.502(3) . ?
C1 C33 1.493(3) . ?
C2 C3 1.396(3) . ?
C2 C14 1.407(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(3) . ?
C5 C6 1.491(3) . ?
C5 C13 1.404(3) . ?
C6 C7 1.497(3) . ?
C7 C8 1.383(3) . ?
C7 C12 1.401(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.389(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.399(3) . ?
C10 C11 1.407(3) . ?
C10 C15 1.502(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.382(3) . ?
C12 C13 1.491(3) . ?
C13 C14 1.382(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.494(3) . ?
C16 C17 1.398(3) . ?
C16 C21 1.394(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.389(3) . ?
C19 C20 1.396(3) . ?
C19 C22 1.502(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.381(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.494(3) . ?
C23 C24 1.392(3) . ?
C23 C28 1.389(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.391(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.395(3) . ?
C26 C27 1.395(3) . ?
C26 C29 1.496(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.376(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.505(3) . ?
C30 C31 1.386(3) . ?
C30 C35 1.394(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.388(3) . ?
C32 H32 0.9500 . ?
C32 C33 1.392(3) . ?
C33 C34 1.392(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.382(3) . ?
C35 H35 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 C36 H36A 108.8 . . ?
Cl1 C36 H36B 108.8 . . ?
Cl2 C36 Cl1 113.76(19) . . ?
Cl2 C36 H36A 108.8 . . ?
Cl2 C36 H36B 108.8 . . ?
H36A C36 H36B 107.7 . . ?
Cl3 C37 Cl4 111.63(15) . . ?
Cl3 C37 H37A 109.3 . . ?
Cl3 C37 H37B 109.3 . . ?
Cl4 C37 H37A 109.3 . . ?
Cl4 C37 H37B 109.3 . . ?
H37A C37 H37B 108.0 . . ?
O1 C1 C2 119.52(19) . . ?
O1 C1 C33 120.61(19) . . ?
C33 C1 C2 119.86(18) . . ?
C3 C2 C1 117.39(19) . . ?
C3 C2 C14 120.67(19) . . ?
C14 C2 C1 121.85(18) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.8(2) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.9 . . ?
C5 C4 C3 118.26(19) . . ?
C5 C4 H4 120.9 . . ?
C4 C5 C6 129.35(19) . . ?
C4 C5 C13 121.74(19) . . ?
C13 C5 C6 108.91(18) . . ?
O2 C6 C5 127.0(2) . . ?
O2 C6 C7 127.5(2) . . ?
C5 C6 C7 105.50(16) . . ?
C8 C7 C6 129.55(18) . . ?
C8 C7 C12 121.73(19) . . ?
C12 C7 C6 108.69(18) . . ?
C7 C8 H8 120.9 . . ?
C7 C8 C9 118.11(18) . . ?
C9 C8 H8 120.9 . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.74(19) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C11 120.78(19) . . ?
C9 C10 C15 117.72(18) . . ?
C11 C10 C15 121.40(17) . . ?
C10 C11 H11 120.9 . . ?
C12 C11 C10 118.17(18) . . ?
C12 C11 H11 120.9 . . ?
C7 C12 C13 108.61(17) . . ?
C11 C12 C7 120.45(19) . . ?
C11 C12 C13 130.94(18) . . ?
C5 C13 C12 108.27(17) . . ?
C14 C13 C5 120.16(19) . . ?
C14 C13 C12 131.57(18) . . ?
C2 C14 H14 120.8 . . ?
C13 C14 C2 118.34(18) . . ?
C13 C14 H14 120.8 . . ?
O3 C15 C10 119.74(19) . . ?
O3 C15 C16 120.99(19) . . ?
C16 C15 C10 119.25(17) . . ?
C17 C16 C15 118.90(19) . . ?
C21 C16 C15 121.49(18) . . ?
C21 C16 C17 119.57(19) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0(2) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.17(19) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C20 119.81(19) . . ?
C18 C19 C22 121.07(18) . . ?
C20 C19 C22 118.91(19) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 C19 120.0(2) . . ?
C21 C20 H20 120.0 . . ?
C16 C21 H21 119.9 . . ?
C20 C21 C16 120.17(19) . . ?
C20 C21 H21 119.9 . . ?
O4 C22 C19 122.8(2) . . ?
O4 C22 C23 123.3(2) . . ?
C23 C22 C19 113.88(17) . . ?
C24 C23 C22 121.76(19) . . ?
C28 C23 C22 118.78(19) . . ?
C28 C23 C24 119.4(2) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.4(2) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 120.3 . . ?
C24 C25 C26 119.4(2) . . ?
C26 C25 H25 120.3 . . ?
C25 C26 C29 122.0(2) . . ?
C27 C26 C25 119.9(2) . . ?
C27 C26 C29 118.0(2) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 119.9(2) . . ?
C28 C27 H27 120.0 . . ?
C23 C28 H28 119.6 . . ?
C27 C28 C23 120.7(2) . . ?
C27 C28 H28 119.6 . . ?
O5 C29 C26 123.8(2) . . ?
O5 C29 C30 123.3(2) . . ?
C26 C29 C30 112.98(18) . . ?
C31 C30 C29 121.4(2) . . ?
C31 C30 C35 119.8(2) . . ?
C35 C30 C29 118.4(2) . . ?
C30 C31 H31 119.9 . . ?
C30 C31 C32 120.1(2) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 H32 120.0 . . ?
C31 C32 C33 119.9(2) . . ?
C33 C32 H32 120.0 . . ?
C32 C33 C1 118.69(19) . . ?
C34 C33 C1 121.55(19) . . ?
C34 C33 C32 119.8(2) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 C33 120.1(2) . . ?
C35 C34 H34 120.0 . . ?
C30 C35 H35 120.0 . . ?
C34 C35 C30 120.1(2) . . ?
C34 C35 H35 120.0 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_190923lpr_0m
_database_code_depnum_ccdc_archive 'CCDC 1980669'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-09-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C3 H9 O3 P, C35 H18 O5'
_chemical_formula_sum            'C38 H27 O8 P'
_chemical_formula_weight         642.56
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2596 0.3354 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   32.3632(7)
_cell_length_b                   10.5806(2)
_cell_length_c                   20.8620(5)
_cell_angle_alpha                90
_cell_angle_beta                 120.1350(10)
_cell_angle_gamma                90
_cell_volume                     6178.1(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9295
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.947
_cell_measurement_theta_min      3.737
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.938
_exptl_absorpt_coefficient_mu    0.814
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.4906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1789 before and 0.0944 after correction. The Ratio of minimum to maximum transmission is 0.6534. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2672
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0634
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            31408
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.002
_diffrn_reflns_theta_min         3.736
_diffrn_ambient_temperature      170.03
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4957
_reflns_number_total             5860
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.063
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     427
_refine_ls_number_reflns         5860
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0840
_refine_ls_R_factor_gt           0.0745
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1281P)²+12.2337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2048
_refine_ls_wR_factor_ref         0.2155
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C9(H9), C11(H11), C12(H12), C16(H16), C17(H17),
 C19(H19), C20(H20), C23(H23), C24(H24), C26(H26), C27(H27), C30(H30), C31(H31),
  C33(H33), C34(H34)
2.b Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
P1 P 0.58174(3) 0.71357(8) 0.24775(4) 0.0418(3) Uani 1 1 d . . . . .
O6 O 0.60718(8) 0.5968(2) 0.29942(12) 0.0468(5) Uani 1 1 d . . . . .
O7 O 0.53177(8) 0.6642(2) 0.18514(13) 0.0542(6) Uani 1 1 d . . . . .
O8 O 0.61244(8) 0.7659(2) 0.22163(12) 0.0488(6) Uani 1 1 d . . . . .
C36 C 0.56408(13) 0.8228(4) 0.2947(2) 0.0576(9) Uani 1 1 d . . . . .
H36A H 0.544343 0.779258 0.311184 0.086 Uiso 1 1 calc GR . . . .
H36B H 0.545640 0.891577 0.260848 0.086 Uiso 1 1 calc GR . . . .
H36C H 0.592556 0.857605 0.337707 0.086 Uiso 1 1 calc GR . . . .
C37 C 0.58359(15) 0.5231(4) 0.3301(2) 0.0613(10) Uani 1 1 d . . . . .
H37A H 0.551313 0.501045 0.290577 0.092 Uiso 1 1 calc GR . . . .
H37B H 0.581634 0.572652 0.368143 0.092 Uiso 1 1 calc GR . . . .
H37C H 0.601841 0.445628 0.352268 0.092 Uiso 1 1 calc GR . . . .
C38 C 0.53069(13) 0.5687(4) 0.13444(18) 0.0533(8) Uani 1 1 d . . . . .
H38A H 0.522410 0.608273 0.086996 0.080 Uiso 1 1 calc GR . . . .
H38B H 0.506745 0.504516 0.126503 0.080 Uiso 1 1 calc GR . . . .
H38C H 0.562189 0.528821 0.155561 0.080 Uiso 1 1 calc GR . . . .
O1 O 0.85777(9) 0.2492(3) 1.04055(13) 0.0645(7) Uani 1 1 d . . . . .
O2 O 0.71619(8) 0.6507(2) 0.72603(13) 0.0523(6) Uani 1 1 d . . . . .
O3 O 0.55392(7) 0.3052(2) 0.39709(10) 0.0382(5) Uani 1 1 d . . . . .
O4 O 0.53061(8) -0.2951(2) 0.54177(11) 0.0441(5) Uani 1 1 d . . . . .
O5 O 0.65219(10) -0.1496(3) 0.93488(13) 0.0716(9) Uani 1 1 d . . . . .
C1 C 0.81833(12) 0.2418(3) 0.98777(18) 0.0493(8) Uani 1 1 d . . . . .
C2 C 0.78125(12) 0.1417(3) 0.97068(17) 0.0475(8) Uani 1 1 d . . . . .
C3 C 0.78309(13) 0.0401(4) 1.01303(19) 0.0567(9) Uani 1 1 d . . . . .
H3 H 0.810580 0.025311 1.060081 0.068 Uiso 1 1 calc R . . . .
C4 C 0.74399(12) -0.0410(3) 0.98580(17) 0.0495(8) Uani 1 1 d . . . . .
H4 H 0.744405 -0.109909 1.015281 0.059 Uiso 1 1 calc R . . . .
C5 C 0.70440(11) -0.0221(3) 0.91607(16) 0.0430(7) Uani 1 1 d . . . . .
C6 C 0.70302(11) 0.0832(3) 0.87288(16) 0.0430(7) Uani 1 1 d . . . . .
H6 H 0.676144 0.097172 0.825058 0.052 Uiso 1 1 calc R . . . .
C7 C 0.74167(11) 0.1653(3) 0.90184(17) 0.0433(7) Uani 1 1 d . . . . .
C8 C 0.75027(11) 0.2838(3) 0.87150(16) 0.0407(7) Uani 1 1 d . . . . .
C9 C 0.72245(10) 0.3472(3) 0.80579(16) 0.0406(7) Uani 1 1 d . . . . .
H9 H 0.691514 0.317111 0.770829 0.049 Uiso 1 1 calc R . . . .
C10 C 0.74101(10) 0.4585(3) 0.79147(16) 0.0402(7) Uani 1 1 d . . . . .
C11 C 0.78637(10) 0.5012(3) 0.84297(16) 0.0397(7) Uani 1 1 d . . . . .
H11 H 0.798703 0.575335 0.832962 0.048 Uiso 1 1 calc R . . . .
C12 C 0.81383(11) 0.4363(3) 0.90893(17) 0.0433(7) Uani 1 1 d . . . . .
H12 H 0.844786 0.465800 0.944217 0.052 Uiso 1 1 calc R . . . .
C13 C 0.79557(11) 0.3287(3) 0.92252(16) 0.0442(7) Uani 1 1 d . . . . .
C14 C 0.71293(10) 0.5366(3) 0.72300(16) 0.0403(7) Uani 1 1 d . . . . .
C15 C 0.68040(10) 0.4722(3) 0.65110(15) 0.0368(6) Uani 1 1 d . . . . .
C16 C 0.69159(9) 0.3538(3) 0.63566(15) 0.0359(6) Uani 1 1 d . . . . .
H16 H 0.721163 0.315047 0.669313 0.043 Uiso 1 1 calc R . . . .
C17 C 0.65965(10) 0.2927(3) 0.57134(15) 0.0359(6) Uani 1 1 d . . . . .
H17 H 0.667468 0.211754 0.560704 0.043 Uiso 1 1 calc R . . . .
C18 C 0.61578(9) 0.3482(3) 0.52140(14) 0.0324(6) Uani 1 1 d . . . . .
C19 C 0.60599(10) 0.4694(3) 0.53440(16) 0.0382(6) Uani 1 1 d . . . . .
H19 H 0.577255 0.510213 0.499387 0.046 Uiso 1 1 calc R . . . .
C20 C 0.63836(10) 0.5311(3) 0.59883(17) 0.0412(7) Uani 1 1 d . . . . .
H20 H 0.631800 0.614928 0.607512 0.049 Uiso 1 1 calc R . . . .
C21 C 0.57771(9) 0.2691(3) 0.46066(14) 0.0316(6) Uani 1 1 d . . . . .
C22 C 0.56914(9) 0.1444(3) 0.48616(14) 0.0309(6) Uani 1 1 d . . . . .
C23 C 0.57525(10) 0.1391(3) 0.55750(15) 0.0350(6) Uani 1 1 d . . . . .
H23 H 0.583778 0.213212 0.587186 0.042 Uiso 1 1 calc R . . . .
C24 C 0.56892(10) 0.0272(3) 0.58449(15) 0.0361(6) Uani 1 1 d . . . . .
H24 H 0.573060 0.024752 0.632896 0.043 Uiso 1 1 calc R . . . .
C25 C 0.55654(9) -0.0828(3) 0.54237(14) 0.0318(6) Uani 1 1 d . . . . .
C26 C 0.54823(10) -0.0773(3) 0.46969(15) 0.0357(6) Uani 1 1 d . . . . .
H26 H 0.538465 -0.150889 0.439495 0.043 Uiso 1 1 calc R . . . .
C27 C 0.55435(10) 0.0365(3) 0.44202(14) 0.0338(6) Uani 1 1 d . . . . .
H27 H 0.548384 0.040550 0.392595 0.041 Uiso 1 1 calc R . . . .
C28 C 0.55345(10) -0.2043(3) 0.57704(15) 0.0335(6) Uani 1 1 d . . . . .
C29 C 0.58223(10) -0.2021(2) 0.66018(15) 0.0331(6) Uani 1 1 d . . . . .
C30 C 0.63126(10) -0.1755(3) 0.69388(16) 0.0399(7) Uani 1 1 d . . . . .
H30 H 0.646214 -0.175069 0.664647 0.048 Uiso 1 1 calc R . . . .
C31 C 0.65799(10) -0.1500(3) 0.76845(17) 0.0436(7) Uani 1 1 d . . . . .
H31 H 0.691221 -0.133254 0.790585 0.052 Uiso 1 1 calc R . . . .
C32 C 0.63617(11) -0.1490(3) 0.81134(16) 0.0422(7) Uani 1 1 d . . . . .
C33 C 0.58854(11) -0.1861(3) 0.77953(17) 0.0438(7) Uani 1 1 d . . . . .
H33 H 0.574366 -0.193596 0.809694 0.053 Uiso 1 1 calc R . . . .
C34 C 0.56165(10) -0.2123(3) 0.70448(16) 0.0399(7) Uani 1 1 d . . . . .
H34 H 0.529183 -0.237117 0.683348 0.048 Uiso 1 1 calc R . . . .
C35 C 0.66334(11) -0.1105(4) 0.89078(17) 0.0485(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O6 1.573(2) . ?
P1 O7 1.573(2) . ?
P1 O8 1.461(2) . ?
P1 C36 1.784(4) . ?
O6 C37 1.446(4) . ?
O7 C38 1.450(4) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
O1 C1 1.199(4) . ?
O2 C14 1.211(4) . ?
O3 C21 1.213(3) . ?
O4 C28 1.210(3) . ?
O5 C35 1.217(4) . ?
C1 C2 1.503(5) . ?
C1 C13 1.494(5) . ?
C2 C3 1.374(5) . ?
C2 C7 1.385(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.392(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(4) . ?
C5 C6 1.420(5) . ?
C5 C35 1.488(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.388(4) . ?
C7 C8 1.492(4) . ?
C8 C9 1.379(4) . ?
C8 C13 1.393(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.420(4) . ?
C10 C11 1.389(4) . ?
C10 C14 1.499(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.388(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.377(5) . ?
C14 C15 1.496(4) . ?
C15 C16 1.386(4) . ?
C15 C20 1.393(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.400(4) . ?
C18 C19 1.381(4) . ?
C18 C21 1.502(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.384(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.499(4) . ?
C22 C23 1.401(4) . ?
C22 C27 1.392(4) . ?
C23 H23 0.9500 . ?
C23 C24 1.370(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.391(4) . ?
C25 C26 1.402(4) . ?
C25 C28 1.503(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.392(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.501(4) . ?
C29 C30 1.404(4) . ?
C29 C34 1.388(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.375(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.391(4) . ?
C32 C33 1.394(4) . ?
C32 C35 1.491(4) . ?
C33 H33 0.9500 . ?
C33 C34 1.384(4) . ?
C34 H34 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 P1 C36 109.55(16) . . ?
O7 P1 O6 105.92(13) . . ?
O7 P1 C36 101.06(15) . . ?
O8 P1 O6 109.47(13) . . ?
O8 P1 O7 115.12(13) . . ?
O8 P1 C36 115.09(17) . . ?
C37 O6 P1 121.0(2) . . ?
C38 O7 P1 118.4(2) . . ?
P1 C36 H36A 109.5 . . ?
P1 C36 H36B 109.5 . . ?
P1 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O6 C37 H37A 109.5 . . ?
O6 C37 H37B 109.5 . . ?
O6 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O7 C38 H38A 109.5 . . ?
O7 C38 H38B 109.5 . . ?
O7 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
O1 C1 C2 128.3(3) . . ?
O1 C1 C13 127.4(3) . . ?
C13 C1 C2 104.3(3) . . ?
C3 C2 C1 128.8(3) . . ?
C3 C2 C7 121.8(3) . . ?
C7 C2 C1 109.4(3) . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.9(3) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.8(3) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 119.7(3) . . ?
C4 C5 C35 118.2(3) . . ?
C6 C5 C35 122.0(3) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 C5 118.8(3) . . ?
C7 C6 H6 120.6 . . ?
C2 C7 C6 120.0(3) . . ?
C2 C7 C8 108.6(3) . . ?
C6 C7 C8 131.4(3) . . ?
C9 C8 C7 131.5(3) . . ?
C9 C8 C13 120.4(3) . . ?
C13 C8 C7 108.1(3) . . ?
C8 C9 H9 120.7 . . ?
C8 C9 C10 118.6(3) . . ?
C10 C9 H9 120.7 . . ?
C9 C10 C14 122.7(2) . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 C14 117.2(3) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.5(3) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 119.1(3) . . ?
C13 C12 H12 120.5 . . ?
C8 C13 C1 109.6(3) . . ?
C12 C13 C1 129.1(3) . . ?
C12 C13 C8 121.4(3) . . ?
O2 C14 C10 120.3(3) . . ?
O2 C14 C15 120.4(3) . . ?
C15 C14 C10 119.3(3) . . ?
C16 C15 C14 120.7(3) . . ?
C16 C15 C20 119.3(3) . . ?
C20 C15 C14 120.0(3) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.7(3) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.9(3) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C21 119.3(2) . . ?
C19 C18 C17 119.4(3) . . ?
C19 C18 C21 120.8(2) . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C20 119.5(3) . . ?
C20 C19 H19 120.2 . . ?
C15 C20 H20 119.5 . . ?
C19 C20 C15 121.0(3) . . ?
C19 C20 H20 119.5 . . ?
O3 C21 C18 123.3(3) . . ?
O3 C21 C22 122.4(2) . . ?
C22 C21 C18 114.2(2) . . ?
C23 C22 C21 117.3(2) . . ?
C27 C22 C21 123.4(2) . . ?
C27 C22 C23 119.2(2) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.0(3) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 119.4 . . ?
C23 C24 C25 121.3(2) . . ?
C25 C24 H24 119.4 . . ?
C24 C25 C26 119.1(3) . . ?
C24 C25 C28 118.7(2) . . ?
C26 C25 C28 122.2(2) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 C25 119.6(2) . . ?
C27 C26 H26 120.2 . . ?
C22 C27 H27 119.7 . . ?
C26 C27 C22 120.6(2) . . ?
C26 C27 H27 119.7 . . ?
O4 C28 C25 123.7(2) . . ?
O4 C28 C29 123.4(3) . . ?
C29 C28 C25 113.0(2) . . ?
C30 C29 C28 118.1(2) . . ?
C34 C29 C28 122.8(3) . . ?
C34 C29 C30 118.8(3) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 C29 121.1(3) . . ?
C31 C30 H30 119.4 . . ?
C30 C31 H31 120.2 . . ?
C30 C31 C32 119.7(3) . . ?
C32 C31 H31 120.2 . . ?
C31 C32 C33 119.3(3) . . ?
C31 C32 C35 120.7(3) . . ?
C33 C32 C35 120.0(3) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 C32 120.8(3) . . ?
C34 C33 H33 119.6 . . ?
C29 C34 H34 120.1 . . ?
C33 C34 C29 119.9(3) . . ?
C33 C34 H34 120.1 . . ?
O5 C35 C5 119.8(3) . . ?
O5 C35 C32 120.9(3) . . ?
C5 C35 C32 119.3(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_dm19021_0m
_database_code_depnum_ccdc_archive 'CCDC 1980667'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-06-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H18 O5, C3 H4 O3, 0.5(H2 O)'
_chemical_formula_sum            'C38 H23 O8.50'
_chemical_formula_weight         615.56
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.1069(4)
_cell_length_b                   15.1421(7)
_cell_length_c                   18.5167(6)
_cell_angle_alpha                74.248(2)
_cell_angle_beta                 81.679(2)
_cell_angle_gamma                82.721(2)
_cell_volume                     2953.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2465
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      69.52
_cell_measurement_theta_min      6.82
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.909
_exptl_absorpt_coefficient_mu    0.815
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.6006
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0842 before and 0.0507 after correction. The Ratio of minimum to maximum transmission is 0.8055. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1276
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_av_unetI/netI     0.0894
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22710
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.102
_diffrn_reflns_theta_min         4.498
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5162
_reflns_number_total             10625
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.956
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     841
_refine_ls_number_reflns         10625
_refine_ls_number_restraints     46
_refine_ls_R_factor_all          0.1331
_refine_ls_R_factor_gt           0.0790
_refine_ls_restrained_S_all      0.975
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+1.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2068
_refine_ls_wR_factor_ref         0.2524
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 O15-C74 = O16-C74
 1.48 with sigma of 0.02
 O16-C75 = O15-C76
 1.48 with sigma of 0.02
 C76-C75
 1.53 with sigma of 0.02
 C73-C72
 1.53 with sigma of 0.02
 O13-C73 = O12-C72 = O12-C71 = O13-C71
 1.48 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O11 \\sim O12 \\sim O13 \\sim C71 \\sim C72 \\sim C73: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
O12 \\sim O13 \\sim C71 \\sim C72 \\sim C73: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
4.a Free rotating group:
 O17(H17A,H17B)
4.b Secondary CH2 refined with riding coordinates:
 C72(H72A,H72B), C73(H73A,H73B), C75(H75A,H75B), C76(H76A,H76B)
4.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C13(H13), C14(H14),
 C17(H17), C18(H18), C22(H22), C23(H23), C25(H25), C28(H28), C31(H31), C32(H32),
  C34(H34), C35(H35), C38(H38), C39(H39), C41(H41), C44(H44), C46(H46),
 C47(H47), C51(H51), C52(H52), C54(H54), C55(H55), C58(H58), C59(H59), C61(H61),
  C62(H62), C65(H65), C66(H66), C68(H68), C69(H69)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.6070(4) 0.2783(3) 0.5710(2) 0.1229(13) Uani 1 1 d . . . . .
O2 O 0.0632(3) 0.5903(2) 0.50022(17) 0.0897(8) Uani 1 1 d . . . . .
O3 O -0.0043(4) 0.6381(3) 0.1137(2) 0.1295(14) Uani 1 1 d . . . . .
O4 O 0.4245(4) 0.3497(3) -0.0700(2) 0.1253(13) Uani 1 1 d . . . . .
O5 O 0.8693(3) 0.3441(3) 0.1785(2) 0.1298(14) Uani 1 1 d . . . . .
C1 C 0.5703(5) 0.3133(3) 0.5103(3) 0.0925(13) Uani 1 1 d . . . . .
C2 C 0.4577(4) 0.3782(3) 0.5016(2) 0.0816(11) Uani 1 1 d . . . . .
C3 C 0.3622(5) 0.3765(3) 0.5585(3) 0.0934(13) Uani 1 1 d . . . . .
H3 H 0.369761 0.336645 0.605996 0.112 Uiso 1 1 calc R . . . .
C4 C 0.2559(5) 0.4330(3) 0.5461(2) 0.0912(13) Uani 1 1 d . . . . .
H4 H 0.192233 0.429866 0.585029 0.109 Uiso 1 1 calc R . . . .
C5 C 0.2422(4) 0.4949(3) 0.4762(2) 0.0785(11) Uani 1 1 d . . . . .
C6 C 0.3419(4) 0.5011(3) 0.4203(2) 0.0814(11) Uani 1 1 d . . . . .
H6 H 0.336571 0.543991 0.373892 0.098 Uiso 1 1 calc R . . . .
C7 C 0.4479(4) 0.4444(3) 0.4330(2) 0.0847(11) Uani 1 1 d . . . . .
H7 H 0.513913 0.450170 0.395379 0.102 Uiso 1 1 calc R . . . .
C8 C 0.1268(4) 0.5513(3) 0.4566(2) 0.0766(10) Uani 1 1 d . . . . .
C9 C 0.0968(4) 0.5586(3) 0.3795(2) 0.0733(10) Uani 1 1 d . . . . .
C10 C 0.0558(4) 0.6422(3) 0.3330(2) 0.0823(11) Uani 1 1 d . . . . .
H10 H 0.035557 0.693648 0.352159 0.099 Uiso 1 1 calc R . . . .
C11 C 0.0450(4) 0.6489(3) 0.2588(3) 0.0870(12) Uani 1 1 d . . . . .
H11 H 0.018367 0.705214 0.227651 0.104 Uiso 1 1 calc R . . . .
C12 C 0.0736(4) 0.5725(3) 0.2296(2) 0.0792(11) Uani 1 1 d . . . . .
C13 C 0.1044(4) 0.4877(3) 0.2773(2) 0.0776(10) Uani 1 1 d . . . . .
H13 H 0.117186 0.435284 0.259134 0.093 Uiso 1 1 calc R . . . .
C14 C 0.1160(4) 0.4808(3) 0.3511(2) 0.0791(11) Uani 1 1 d . . . . .
H14 H 0.136977 0.423483 0.382956 0.095 Uiso 1 1 calc R . . . .
C15 C 0.0723(4) 0.5837(3) 0.1467(3) 0.0900(12) Uani 1 1 d . . . . .
C16 C 0.1636(4) 0.5288(3) 0.1060(2) 0.0817(11) Uani 1 1 d . . . . .
C17 C 0.1320(4) 0.5156(4) 0.0402(3) 0.0946(13) Uani 1 1 d . . . . .
H17 H 0.056420 0.540420 0.024349 0.114 Uiso 1 1 calc R . . . .
C18 C 0.2105(5) 0.4664(4) -0.0016(3) 0.0982(14) Uani 1 1 d . . . . .
H18 H 0.188419 0.457839 -0.045569 0.118 Uiso 1 1 calc R . . . .
C19 C 0.3226(5) 0.4297(3) 0.0218(2) 0.0877(12) Uani 1 1 d . . . . .
C20 C 0.4237(5) 0.3733(3) -0.0131(3) 0.0935(13) Uani 1 1 d . . . . .
C21 C 0.5212(5) 0.3534(3) 0.0385(3) 0.0907(13) Uani 1 1 d . . . . .
C22 C 0.6332(5) 0.3064(4) 0.0320(3) 0.0969(14) Uani 1 1 d . . . . .
H22 H 0.657704 0.279907 -0.008167 0.116 Uiso 1 1 calc R . . . .
C23 C 0.7093(4) 0.2988(3) 0.0858(3) 0.0940(13) Uani 1 1 d . . . . .
H23 H 0.786940 0.268156 0.081005 0.113 Uiso 1 1 calc R . . . .
C24 C 0.6728(4) 0.3361(3) 0.1482(3) 0.0847(12) Uani 1 1 d . . . . .
C25 C 0.5557(4) 0.3841(3) 0.1548(3) 0.0852(12) Uani 1 1 d . . . . .
H25 H 0.528967 0.408570 0.195913 0.102 Uiso 1 1 calc R . . . .
C26 C 0.4816(4) 0.3937(3) 0.0982(2) 0.0801(11) Uani 1 1 d . . . . .
C27 C 0.3571(4) 0.4413(3) 0.0884(2) 0.0791(11) Uani 1 1 d . . . . .
C28 C 0.2793(4) 0.4908(3) 0.1303(2) 0.0818(11) Uani 1 1 d . . . . .
H28 H 0.301691 0.499451 0.174250 0.098 Uiso 1 1 calc R . . . .
C29 C 0.7621(4) 0.3290(3) 0.2029(3) 0.0930(13) Uani 1 1 d . . . . .
C30 C 0.7209(4) 0.3105(3) 0.2854(3) 0.0831(11) Uani 1 1 d . . . . .
C31 C 0.7911(4) 0.3314(3) 0.3338(3) 0.0930(13) Uani 1 1 d . . . . .
H31 H 0.868920 0.349843 0.315470 0.112 Uiso 1 1 calc R . . . .
C32 C 0.7481(4) 0.3254(3) 0.4080(3) 0.0885(13) Uani 1 1 d . . . . .
H32 H 0.796142 0.340763 0.439217 0.106 Uiso 1 1 calc R . . . .
C33 C 0.6340(4) 0.2968(3) 0.4365(3) 0.0841(12) Uani 1 1 d . . . . .
C34 C 0.5698(4) 0.2654(3) 0.3909(3) 0.0863(12) Uani 1 1 d . . . . .
H34 H 0.496873 0.239296 0.410972 0.104 Uiso 1 1 calc R . . . .
C35 C 0.6129(4) 0.2725(3) 0.3164(3) 0.0840(12) Uani 1 1 d . . . . .
H35 H 0.568607 0.251480 0.286541 0.101 Uiso 1 1 calc R . . . .
O6 O 0.9202(4) 0.1745(3) 0.5828(2) 0.1205(12) Uani 1 1 d . . . . .
O7 O 0.6209(4) -0.1423(3) 0.4562(2) 0.1237(13) Uani 1 1 d . . . . .
O8 O 0.5903(4) 0.0117(3) 0.0537(2) 0.1371(15) Uani 1 1 d . . . . .
O9 O 1.1832(3) 0.1756(3) -0.0794(2) 0.1151(11) Uani 1 1 d . . . . .
O10 O 1.3847(3) 0.2006(3) 0.2667(3) 0.1485(17) Uani 1 1 d . . . . .
C36 C 0.9292(5) 0.1523(3) 0.5243(3) 0.0958(14) Uani 1 1 d . . . . .
C37 C 0.8484(5) 0.0920(3) 0.5041(3) 0.0885(12) Uani 1 1 d . . . . .
C38 C 0.7475(5) 0.0513(4) 0.5452(3) 0.0986(14) Uani 1 1 d . . . . .
H38 H 0.719314 0.059665 0.592910 0.118 Uiso 1 1 calc R . . . .
C39 C 0.6892(5) -0.0018(3) 0.5143(3) 0.0983(14) Uani 1 1 d . . . . .
H39 H 0.621369 -0.030241 0.541827 0.118 Uiso 1 1 calc R . . . .
C40 C 0.7289(4) -0.0140(3) 0.4435(3) 0.0846(11) Uani 1 1 d . . . . .
C41 C 0.8317(4) 0.0287(3) 0.4008(3) 0.0851(12) Uani 1 1 d . . . . .
H41 H 0.858426 0.021731 0.352561 0.102 Uiso 1 1 calc R . . . .
C42 C 0.8921(4) 0.0812(3) 0.4325(3) 0.0834(11) Uani 1 1 d . . . . .
C43 C 1.0025(4) 0.1334(3) 0.4026(3) 0.0843(12) Uani 1 1 d . . . . .
C44 C 1.0794(4) 0.1432(3) 0.3363(3) 0.0870(12) Uani 1 1 d . . . . .
H44 H 1.064121 0.117150 0.298830 0.104 Uiso 1 1 calc R . . . .
C45 C 1.1831(4) 0.1941(3) 0.3257(3) 0.0919(13) Uani 1 1 d . . . . .
C46 C 1.2028(5) 0.2329(3) 0.3825(3) 0.0974(15) Uani 1 1 d . . . . .
H46 H 1.271269 0.264807 0.376513 0.117 Uiso 1 1 calc R . . . .
C47 C 1.1225(5) 0.2248(3) 0.4475(3) 0.0992(15) Uani 1 1 d . . . . .
H47 H 1.135251 0.252916 0.484236 0.119 Uiso 1 1 calc R . . . .
C48 C 1.0235(5) 0.1749(3) 0.4578(3) 0.0893(13) Uani 1 1 d . . . . .
C49 C 0.6626(4) -0.0746(3) 0.4141(3) 0.0916(13) Uani 1 1 d . . . . .
C50 C 0.6496(4) -0.0498(3) 0.3324(3) 0.0870(12) Uani 1 1 d . . . . .
C51 C 0.6435(6) -0.1157(4) 0.2951(3) 0.123(2) Uani 1 1 d . . . . .
H51 H 0.639821 -0.176709 0.322746 0.148 Uiso 1 1 calc R . . . .
C52 C 0.6427(6) -0.0941(4) 0.2182(3) 0.122(2) Uani 1 1 d . . . . .
H52 H 0.641805 -0.140717 0.194356 0.146 Uiso 1 1 calc R . . . .
C53 C 0.6431(4) -0.0042(3) 0.1764(3) 0.0845(12) Uani 1 1 d . . . . .
C54 C 0.6345(4) 0.0625(3) 0.2143(3) 0.0962(14) Uani 1 1 d . . . . .
H54 H 0.626424 0.124052 0.187380 0.115 Uiso 1 1 calc R . . . .
C55 C 0.6374(4) 0.0410(3) 0.2915(3) 0.0925(13) Uani 1 1 d . . . . .
H55 H 0.631029 0.087870 0.315932 0.111 Uiso 1 1 calc R . . . .
C56 C 0.6650(4) 0.0200(3) 0.0922(3) 0.0880(12) Uani 1 1 d . . . . .
C57 C 0.7853(4) 0.0548(3) 0.0601(3) 0.0816(11) Uani 1 1 d . . . . .
C58 C 0.8100(5) 0.1036(3) -0.0150(3) 0.0903(12) Uani 1 1 d . . . . .
H58 H 0.750637 0.112465 -0.047603 0.108 Uiso 1 1 calc R . . . .
C59 C 0.9198(5) 0.1387(3) -0.0416(3) 0.0951(13) Uani 1 1 d . . . . .
H59 H 0.935293 0.170212 -0.092143 0.114 Uiso 1 1 calc R . . . .
C60 C 1.0082(4) 0.1276(3) 0.0064(2) 0.0818(11) Uani 1 1 d . . . . .
C61 C 0.9865(4) 0.0749(3) 0.0801(3) 0.0880(12) Uani 1 1 d . . . . .
H61 H 1.046671 0.064423 0.112370 0.106 Uiso 1 1 calc R . . . .
C62 C 0.8773(4) 0.0384(3) 0.1057(3) 0.0868(12) Uani 1 1 d . . . . .
H62 H 0.864950 0.001717 0.154895 0.104 Uiso 1 1 calc R . . . .
C63 C 1.1280(4) 0.1681(3) -0.0167(3) 0.0914(13) Uani 1 1 d . . . . .
C64 C 1.1777(4) 0.1913(3) 0.0459(3) 0.0920(13) Uani 1 1 d . . . . .
C65 C 1.2920(4) 0.1519(3) 0.0688(3) 0.1023(15) Uani 1 1 d . . . . .
H65 H 1.345789 0.121410 0.038263 0.123 Uiso 1 1 calc R . . . .
C66 C 1.3252(4) 0.1579(4) 0.1356(4) 0.1044(16) Uani 1 1 d . . . . .
H66 H 1.401872 0.132455 0.149262 0.125 Uiso 1 1 calc R . . . .
C67 C 1.2458(4) 0.2016(3) 0.1835(3) 0.0910(13) Uani 1 1 d . . . . .
C68 C 1.1345(4) 0.2470(3) 0.1582(3) 0.0941(14) Uani 1 1 d . . . . .
H68 H 1.082958 0.280642 0.187292 0.113 Uiso 1 1 calc R . . . .
C69 C 1.1024(4) 0.2416(3) 0.0910(3) 0.0925(13) Uani 1 1 d . . . . .
H69 H 1.028960 0.271941 0.074953 0.111 Uiso 1 1 calc R . . . .
C70 C 1.2773(4) 0.1998(4) 0.2590(4) 0.1033(16) Uani 1 1 d . . . . .
O11 O 0.9723(6) 0.0303(4) 0.7459(3) 0.168(2) Uani 1 1 d . U . . .
O12 O 0.8544(4) 0.1539(3) 0.7607(2) 0.1358(13) Uani 1 1 d D U . . .
O13 O 0.7746(6) 0.0438(4) 0.7358(3) 0.1531(16) Uani 1 1 d D U . . .
C71 C 0.8758(7) 0.0701(5) 0.7480(3) 0.1212(17) Uani 1 1 d D U . . .
C72 C 0.7305(7) 0.1904(6) 0.7471(5) 0.167(3) Uani 1 1 d D U . . .
H72A H 0.728774 0.236802 0.699324 0.201 Uiso 1 1 calc R . . . .
H72B H 0.689602 0.216796 0.787387 0.201 Uiso 1 1 calc R . . . .
C73 C 0.6742(7) 0.1079(6) 0.7455(5) 0.161(2) Uani 1 1 d D U . . .
H73A H 0.623202 0.084956 0.792496 0.193 Uiso 1 1 calc R . . . .
H73B H 0.625008 0.121312 0.703975 0.193 Uiso 1 1 calc R . . . .
O14 O 0.5691(5) 0.4055(5) -0.2441(3) 0.172(2) Uani 1 1 d . . . . .
O15 O 0.3767(6) 0.4660(3) -0.2392(3) 0.1470(17) Uani 1 1 d D . . . .
O16 O 0.4134(5) 0.3191(3) -0.2298(2) 0.1346(14) Uani 1 1 d D . . . .
C74 C 0.4671(9) 0.3975(6) -0.2382(3) 0.130(2) Uani 1 1 d D . . . .
C75 C 0.2826(7) 0.3369(4) -0.2168(4) 0.135(2) Uani 1 1 d D . . . .
H75A H 0.252610 0.306761 -0.165183 0.163 Uiso 1 1 calc R . . . .
H75B H 0.243055 0.314490 -0.250853 0.163 Uiso 1 1 calc R . . . .
C76 C 0.2588(7) 0.4361(5) -0.2307(5) 0.155(3) Uani 1 1 d D . . . .
H76A H 0.219266 0.462139 -0.276254 0.186 Uiso 1 1 calc R . . . .
H76B H 0.207728 0.452972 -0.188520 0.186 Uiso 1 1 calc R . . . .
O17 O 0.5447(6) 0.1673(7) -0.0943(4) 0.219(3) Uani 1 1 d . . . . .
H17A H 0.538365 0.137643 -0.048083 0.328 Uiso 1 1 d G . . . .
H17B H 0.476065 0.198708 -0.100047 0.328 Uiso 1 1 d G . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.210(5) . ?
O2 C8 1.221(5) . ?
O3 C15 1.214(5) . ?
O4 C20 1.199(5) . ?
O5 C29 1.237(5) . ?
C1 C2 1.489(6) . ?
C1 C33 1.513(7) . ?
C2 C3 1.380(6) . ?
C2 C7 1.398(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(7) . ?
C4 H4 0.9300 . ?
C4 C5 1.393(6) . ?
C5 C6 1.396(5) . ?
C5 C8 1.481(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.376(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.485(5) . ?
C9 C10 1.389(6) . ?
C9 C14 1.395(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.372(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.388(6) . ?
C12 C13 1.381(6) . ?
C12 C15 1.500(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.367(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.480(6) . ?
C16 C17 1.387(6) . ?
C16 C28 1.423(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.366(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.377(6) . ?
C19 C20 1.502(7) . ?
C19 C27 1.402(6) . ?
C20 C21 1.495(7) . ?
C21 C22 1.359(7) . ?
C21 C26 1.395(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.370(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.407(6) . ?
C24 C25 1.413(6) . ?
C24 C29 1.492(6) . ?
C25 H25 0.9300 . ?
C25 C26 1.392(6) . ?
C26 C27 1.488(6) . ?
C27 C28 1.368(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.490(7) . ?
C30 C31 1.390(6) . ?
C30 C35 1.376(6) . ?
C31 H31 0.9300 . ?
C31 C32 1.371(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.376(6) . ?
C33 C34 1.388(6) . ?
C34 H34 0.9300 . ?
C34 C35 1.372(6) . ?
C35 H35 0.9300 . ?
O6 C36 1.207(6) . ?
O7 C49 1.206(5) . ?
O8 C56 1.208(5) . ?
O9 C63 1.216(5) . ?
O10 C70 1.223(5) . ?
C36 C37 1.507(7) . ?
C36 C48 1.490(7) . ?
C37 C38 1.374(7) . ?
C37 C42 1.389(6) . ?
C38 H38 0.9300 . ?
C38 C39 1.373(6) . ?
C39 H39 0.9300 . ?
C39 C40 1.374(6) . ?
C40 C41 1.412(6) . ?
C40 C49 1.497(6) . ?
C41 H41 0.9300 . ?
C41 C42 1.389(6) . ?
C42 C43 1.499(6) . ?
C43 C44 1.374(6) . ?
C43 C48 1.397(6) . ?
C44 H44 0.9300 . ?
C44 C45 1.426(6) . ?
C45 C46 1.391(7) . ?
C45 C70 1.489(7) . ?
C46 H46 0.9300 . ?
C46 C47 1.376(7) . ?
C47 H47 0.9300 . ?
C47 C48 1.374(7) . ?
C49 C50 1.482(6) . ?
C50 C51 1.371(7) . ?
C50 C55 1.378(6) . ?
C51 H51 0.9300 . ?
C51 C52 1.373(7) . ?
C52 H52 0.9300 . ?
C52 C53 1.371(7) . ?
C53 C54 1.364(6) . ?
C53 C56 1.492(6) . ?
C54 H54 0.9300 . ?
C54 C55 1.382(6) . ?
C55 H55 0.9300 . ?
C56 C57 1.482(6) . ?
C57 C58 1.393(6) . ?
C57 C62 1.376(6) . ?
C58 H58 0.9300 . ?
C58 C59 1.364(6) . ?
C59 H59 0.9300 . ?
C59 C60 1.383(6) . ?
C60 C61 1.386(6) . ?
C60 C63 1.493(6) . ?
C61 H61 0.9300 . ?
C61 C62 1.365(6) . ?
C62 H62 0.9300 . ?
C63 C64 1.492(7) . ?
C64 C65 1.405(6) . ?
C64 C69 1.399(6) . ?
C65 H65 0.9300 . ?
C65 C66 1.369(7) . ?
C66 H66 0.9300 . ?
C66 C67 1.395(7) . ?
C67 C68 1.412(6) . ?
C67 C70 1.483(7) . ?
C68 H68 0.9300 . ?
C68 C69 1.369(6) . ?
C69 H69 0.9300 . ?
O11 C71 1.162(7) . ?
O12 C71 1.339(7) . ?
O12 C72 1.447(7) . ?
O13 C71 1.307(7) . ?
O13 C73 1.407(8) . ?
C72 H72A 0.9700 . ?
C72 H72B 0.9700 . ?
C72 C73 1.474(9) . ?
C73 H73A 0.9700 . ?
C73 H73B 0.9700 . ?
O14 C74 1.142(8) . ?
O15 C74 1.348(8) . ?
O15 C76 1.413(7) . ?
O16 C74 1.357(7) . ?
O16 C75 1.441(7) . ?
C75 H75A 0.9700 . ?
C75 H75B 0.9700 . ?
C75 C76 1.450(8) . ?
C76 H76A 0.9700 . ?
C76 H76B 0.9700 . ?
O17 H17A 0.8499 . ?
O17 H17B 0.8499 . ?

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 122.4(5) . . ?
O1 C1 C33 123.9(5) . . ?
C2 C1 C33 113.7(4) . . ?
C3 C2 C1 123.1(4) . . ?
C3 C2 C7 118.2(4) . . ?
C7 C2 C1 118.8(4) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.0(4) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 121.1(4) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 117.9(4) . . ?
C4 C5 C8 123.9(4) . . ?
C6 C5 C8 118.1(4) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.7(4) . . ?
C7 C6 H6 119.6 . . ?
C2 C7 H7 119.6 . . ?
C6 C7 C2 120.8(4) . . ?
C6 C7 H7 119.6 . . ?
O2 C8 C5 122.2(4) . . ?
O2 C8 C9 122.9(4) . . ?
C5 C8 C9 114.9(4) . . ?
C10 C9 C8 121.6(4) . . ?
C10 C9 C14 118.8(4) . . ?
C14 C9 C8 119.5(4) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.9(4) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.7(4) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C15 119.5(4) . . ?
C13 C12 C11 119.4(4) . . ?
C13 C12 C15 121.1(4) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 119.9(4) . . ?
C14 C13 H13 120.0 . . ?
C9 C14 H14 119.6 . . ?
C13 C14 C9 120.9(4) . . ?
C13 C14 H14 119.6 . . ?
O3 C15 C12 119.2(4) . . ?
O3 C15 C16 120.8(4) . . ?
C16 C15 C12 120.1(4) . . ?
C17 C16 C15 116.5(4) . . ?
C17 C16 C28 119.6(4) . . ?
C28 C16 C15 124.0(4) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.9(4) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.6(4) . . ?
C19 C18 H18 120.2 . . ?
C18 C19 C20 130.0(4) . . ?
C18 C19 C27 121.0(4) . . ?
C27 C19 C20 109.0(4) . . ?
O4 C20 C19 126.8(5) . . ?
O4 C20 C21 128.2(5) . . ?
C21 C20 C19 105.0(4) . . ?
C22 C21 C20 129.1(4) . . ?
C22 C21 C26 122.0(5) . . ?
C26 C21 C20 108.9(4) . . ?
C21 C22 H22 120.6 . . ?
C21 C22 C23 118.8(4) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 119.2 . . ?
C22 C23 C24 121.5(4) . . ?
C24 C23 H23 119.2 . . ?
C23 C24 C25 119.2(4) . . ?
C23 C24 C29 118.8(4) . . ?
C25 C24 C29 121.8(4) . . ?
C24 C25 H25 120.9 . . ?
C26 C25 C24 118.2(4) . . ?
C26 C25 H25 120.9 . . ?
C21 C26 C27 109.1(4) . . ?
C25 C26 C21 120.1(4) . . ?
C25 C26 C27 130.8(4) . . ?
C19 C27 C26 108.1(4) . . ?
C28 C27 C19 119.8(4) . . ?
C28 C27 C26 132.2(4) . . ?
C16 C28 H28 120.4 . . ?
C27 C28 C16 119.2(4) . . ?
C27 C28 H28 120.4 . . ?
O5 C29 C24 119.1(5) . . ?
O5 C29 C30 120.4(5) . . ?
C30 C29 C24 120.4(4) . . ?
C31 C30 C29 120.6(4) . . ?
C35 C30 C29 121.7(4) . . ?
C35 C30 C31 117.7(5) . . ?
C30 C31 H31 119.3 . . ?
C32 C31 C30 121.4(4) . . ?
C32 C31 H31 119.3 . . ?
C31 C32 H32 119.9 . . ?
C31 C32 C33 120.1(4) . . ?
C33 C32 H32 119.9 . . ?
C32 C33 C1 121.2(4) . . ?
C32 C33 C34 118.5(5) . . ?
C34 C33 C1 119.6(4) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 C33 120.6(4) . . ?
C35 C34 H34 119.7 . . ?
C30 C35 H35 119.6 . . ?
C34 C35 C30 120.9(4) . . ?
C34 C35 H35 119.6 . . ?
O6 C36 C37 126.8(5) . . ?
O6 C36 C48 128.3(5) . . ?
C48 C36 C37 104.9(4) . . ?
C38 C37 C36 129.5(5) . . ?
C38 C37 C42 122.0(5) . . ?
C42 C37 C36 108.5(5) . . ?
C37 C38 H38 120.8 . . ?
C39 C38 C37 118.5(5) . . ?
C39 C38 H38 120.8 . . ?
C38 C39 H39 119.3 . . ?
C38 C39 C40 121.4(5) . . ?
C40 C39 H39 119.3 . . ?
C39 C40 C41 120.1(4) . . ?
C39 C40 C49 118.5(4) . . ?
C41 C40 C49 121.4(4) . . ?
C40 C41 H41 120.7 . . ?
C42 C41 C40 118.6(4) . . ?
C42 C41 H41 120.7 . . ?
C37 C42 C43 109.4(4) . . ?
C41 C42 C37 119.3(5) . . ?
C41 C42 C43 131.3(4) . . ?
C44 C43 C42 132.2(4) . . ?
C44 C43 C48 120.5(4) . . ?
C48 C43 C42 107.3(4) . . ?
C43 C44 H44 120.5 . . ?
C43 C44 C45 119.0(4) . . ?
C45 C44 H44 120.5 . . ?
C44 C45 C70 122.1(4) . . ?
C46 C45 C44 119.0(5) . . ?
C46 C45 C70 118.6(4) . . ?
C45 C46 H46 119.5 . . ?
C47 C46 C45 121.1(5) . . ?
C47 C46 H46 119.5 . . ?
C46 C47 H47 120.2 . . ?
C48 C47 C46 119.6(5) . . ?
C48 C47 H47 120.2 . . ?
C43 C48 C36 109.9(4) . . ?
C47 C48 C36 129.3(4) . . ?
C47 C48 C43 120.7(5) . . ?
O7 C49 C40 120.6(5) . . ?
O7 C49 C50 120.8(4) . . ?
C50 C49 C40 118.6(4) . . ?
C51 C50 C49 121.6(5) . . ?
C51 C50 C55 117.3(5) . . ?
C55 C50 C49 121.0(4) . . ?
C50 C51 H51 119.0 . . ?
C50 C51 C52 121.9(5) . . ?
C52 C51 H51 119.0 . . ?
C51 C52 H52 119.9 . . ?
C53 C52 C51 120.3(5) . . ?
C53 C52 H52 119.9 . . ?
C52 C53 C56 121.4(4) . . ?
C54 C53 C52 117.9(5) . . ?
C54 C53 C56 120.4(4) . . ?
C53 C54 H54 119.1 . . ?
C53 C54 C55 121.8(5) . . ?
C55 C54 H54 119.1 . . ?
C50 C55 C54 120.0(4) . . ?
C50 C55 H55 120.0 . . ?
C54 C55 H55 120.0 . . ?
O8 C56 C53 122.4(4) . . ?
O8 C56 C57 123.0(5) . . ?
C57 C56 C53 114.6(4) . . ?
C58 C57 C56 122.8(4) . . ?
C62 C57 C56 119.2(4) . . ?
C62 C57 C58 118.0(4) . . ?
C57 C58 H58 119.5 . . ?
C59 C58 C57 121.0(4) . . ?
C59 C58 H58 119.5 . . ?
C58 C59 H59 119.9 . . ?
C58 C59 C60 120.2(5) . . ?
C60 C59 H59 119.9 . . ?
C59 C60 C61 118.9(4) . . ?
C59 C60 C63 123.8(4) . . ?
C61 C60 C63 117.3(4) . . ?
C60 C61 H61 119.8 . . ?
C62 C61 C60 120.4(4) . . ?
C62 C61 H61 119.8 . . ?
C57 C62 H62 119.4 . . ?
C61 C62 C57 121.2(4) . . ?
C61 C62 H62 119.4 . . ?
O9 C63 C60 122.7(5) . . ?
O9 C63 C64 123.4(5) . . ?
C64 C63 C60 113.8(4) . . ?
C65 C64 C63 121.6(5) . . ?
C69 C64 C63 119.7(4) . . ?
C69 C64 C65 118.0(5) . . ?
C64 C65 H65 119.6 . . ?
C66 C65 C64 120.8(5) . . ?
C66 C65 H65 119.6 . . ?
C65 C66 H66 119.5 . . ?
C65 C66 C67 121.1(5) . . ?
C67 C66 H66 119.5 . . ?
C66 C67 C68 118.2(5) . . ?
C66 C67 C70 120.7(5) . . ?
C68 C67 C70 121.1(5) . . ?
C67 C68 H68 119.9 . . ?
C69 C68 C67 120.3(5) . . ?
C69 C68 H68 119.9 . . ?
C64 C69 H69 119.4 . . ?
C68 C69 C64 121.3(5) . . ?
C68 C69 H69 119.4 . . ?
O10 C70 C45 119.5(5) . . ?
O10 C70 C67 118.5(5) . . ?
C67 C70 C45 122.0(4) . . ?
C71 O12 C72 109.4(6) . . ?
C71 O13 C73 111.5(6) . . ?
O11 C71 O12 123.2(7) . . ?
O11 C71 O13 127.0(7) . . ?
O13 C71 O12 109.8(6) . . ?
O12 C72 H72A 111.3 . . ?
O12 C72 H72B 111.3 . . ?
O12 C72 C73 102.5(6) . . ?
H72A C72 H72B 109.2 . . ?
C73 C72 H72A 111.3 . . ?
C73 C72 H72B 111.3 . . ?
O13 C73 C72 104.0(6) . . ?
O13 C73 H73A 111.0 . . ?
O13 C73 H73B 111.0 . . ?
C72 C73 H73A 111.0 . . ?
C72 C73 H73B 111.0 . . ?
H73A C73 H73B 109.0 . . ?
C74 O15 C76 113.3(6) . . ?
C74 O16 C75 109.8(6) . . ?
O14 C74 O15 125.5(8) . . ?
O14 C74 O16 127.4(9) . . ?
O15 C74 O16 107.1(7) . . ?
O16 C75 H75A 110.6 . . ?
O16 C75 H75B 110.6 . . ?
O16 C75 C76 105.7(5) . . ?
H75A C75 H75B 108.7 . . ?
C76 C75 H75A 110.6 . . ?
C76 C75 H75B 110.6 . . ?
O15 C76 C75 103.2(6) . . ?
O15 C76 H76A 111.1 . . ?
O15 C76 H76B 111.1 . . ?
C75 C76 H76A 111.1 . . ?
C75 C76 H76B 111.1 . . ?
H76A C76 H76B 109.1 . . ?
H17A O17 H17B 104.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_190524lpr_0m
_database_code_depnum_ccdc_archive 'CCDC 1980664'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-05-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C6 H12 O2), C35 H16 O5'
_chemical_formula_sum            'C38 H22 O6'
_chemical_formula_weight         574.55
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   6.9440(2)
_cell_length_b                   18.6890(6)
_cell_length_c                   20.4753(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2657.21(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8804
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.90
_cell_measurement_theta_min      5.54
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.942
_exptl_absorpt_coefficient_mu    0.508
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5267
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1296 before and 0.0749 after correction. The Ratio of minimum to maximum transmission is 0.7015. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            15621
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.918
_diffrn_reflns_theta_min         2.785
_diffrn_ambient_temperature      170.04
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2145
_reflns_number_total             2589
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         2589
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0526
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0864P)²+1.3683P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1423
_refine_ls_wR_factor_ref         0.1584
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H20A(0.5) H20B(0.5) H20C(0.5) H21A(0.5) H21B(0.5) H21C(0.5)
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C8(H8), C9(H9), C11(H11), C14(H14), C17(H17), C18(H18)
3.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O001 O 0.0819(3) 0.750000 1.00048(10) 0.0385(5) Uani 1 2 d S T P . .
C19 C 0.2457(4) 0.750000 0.97980(14) 0.0328(6) Uani 1 2 d S T P . .
C20 C 0.4148(5) 0.750000 1.02515(16) 0.0432(8) Uani 1 2 d S T P . .
H20A H 0.464306 0.798856 1.029627 0.065 Uiso 0.5 1 calc GR . . A -1
H20B H 0.516000 0.719021 1.007458 0.065 Uiso 0.5 1 calc GR . . A -1
H20C H 0.374730 0.732122 1.068042 0.065 Uiso 0.5 1 calc GR . . A -1
C21 C 0.2871(5) 0.750000 0.90810(15) 0.0429(8) Uani 1 2 d S T P . .
H21A H 0.393765 0.782815 0.898928 0.064 Uiso 0.5 1 calc GR . . B -1
H21B H 0.172204 0.765615 0.884221 0.064 Uiso 0.5 1 calc GR . . B -1
H21C H 0.322328 0.701569 0.894186 0.064 Uiso 0.5 1 calc GR . . B -1
O1 O 0.3123(4) 0.750000 0.75837(10) 0.0434(6) Uani 1 2 d S T P . .
O2 O 0.1236(2) 0.41532(8) 0.59512(8) 0.0438(4) Uani 1 1 d . . . . .
O3 O 0.5088(2) 0.55985(8) 0.29182(7) 0.0456(4) Uani 1 1 d . . . . .
C1 C 0.2729(4) 0.750000 0.70011(13) 0.0312(6) Uani 1 2 d S T P . .
C2 C 0.2440(3) 0.67868(11) 0.66698(9) 0.0299(5) Uani 1 1 d . . . . .
C3 C 0.1746(3) 0.62319(11) 0.70617(10) 0.0357(5) Uani 1 1 d . . . . .
H3 H 0.146667 0.632692 0.750754 0.043 Uiso 1 1 calc R . . . .
C4 C 0.1453(3) 0.55453(11) 0.68208(11) 0.0369(5) Uani 1 1 d . . . . .
H4 H 0.098976 0.517389 0.709584 0.044 Uiso 1 1 calc R . . . .
C5 C 0.1854(3) 0.54176(10) 0.61683(10) 0.0313(5) Uani 1 1 d . . . . .
C6 C 0.1726(3) 0.47472(10) 0.57695(11) 0.0333(5) Uani 1 1 d . . . . .
C7 C 0.2352(3) 0.49581(11) 0.50943(10) 0.0316(5) Uani 1 1 d . . . . .
C8 C 0.2509(3) 0.45584(11) 0.45292(11) 0.0360(5) Uani 1 1 d . . . . .
H8 H 0.218701 0.406441 0.452828 0.043 Uiso 1 1 calc R . . . .
C9 C 0.3145(3) 0.48900(11) 0.39639(10) 0.0358(5) Uani 1 1 d . . . . .
H9 H 0.327022 0.461959 0.357332 0.043 Uiso 1 1 calc R . . . .
C10 C 0.3605(3) 0.56187(11) 0.39617(10) 0.0321(5) Uani 1 1 d . . . . .
C11 C 0.3462(3) 0.60203(11) 0.45403(9) 0.0310(5) Uani 1 1 d . . . . .
H11 H 0.379089 0.651375 0.454451 0.037 Uiso 1 1 calc R . . . .
C12 C 0.2838(3) 0.56859(10) 0.51007(9) 0.0292(4) Uani 1 1 d . . . . .
C13 C 0.2541(3) 0.59660(10) 0.57692(10) 0.0280(4) Uani 1 1 d . . . . .
C14 C 0.2845(3) 0.66459(10) 0.60088(9) 0.0292(5) Uani 1 1 d . . . . .
H14 H 0.332149 0.701362 0.573215 0.035 Uiso 1 1 calc R . . . .
C15 C 0.4373(3) 0.59610(12) 0.33524(9) 0.0350(5) Uani 1 1 d . . . . .
C16 C 0.4303(3) 0.67563(12) 0.33081(9) 0.0337(5) Uani 1 1 d . . . . .
C17 C 0.5950(3) 0.71315(12) 0.31278(10) 0.0381(5) Uani 1 1 d . . . . .
H17 H 0.707927 0.687837 0.300428 0.046 Uiso 1 1 calc R . . . .
C18 C 0.2616(3) 0.71293(12) 0.34592(9) 0.0336(5) Uani 1 1 d . . . . .
H18 H 0.147132 0.687489 0.356181 0.040 Uiso 1 1 calc R . . . .


_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
O001 C19 1.213(4) . ?
C19 C20 1.497(4) . ?
C19 C21 1.496(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
O1 C1 1.224(3) . ?
O2 C6 1.219(2) . ?
O3 C15 1.223(2) . ?
C1 C2 1.509(2) . ?
C1 C2 1.509(2) 7_575 ?
C2 C3 1.397(3) . ?
C2 C14 1.407(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.390(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(3) . ?
C5 C6 1.498(3) . ?
C5 C13 1.395(3) . ?
C6 C7 1.502(3) . ?
C7 C8 1.382(3) . ?
C7 C12 1.401(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.385(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.399(3) . ?
C10 C11 1.406(3) . ?
C10 C15 1.500(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.377(3) . ?
C12 C13 1.480(3) . ?
C13 C14 1.378(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.490(3) . ?
C16 C17 1.392(3) . ?
C16 C18 1.398(3) . ?
C17 C17 1.377(4) 7_575 ?
C17 H17 0.9500 . ?
C18 C18 1.385(4) 7_575 ?
C18 H18 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O001 C19 C20 121.2(3) . . ?
O001 C19 C21 121.5(3) . . ?
C21 C19 C20 117.3(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O1 C1 C2 117.90(12) . 7_575 ?
O1 C1 C2 117.90(12) . . ?
C2 C1 C2 124.1(2) 7_575 . ?
C3 C2 C1 116.32(18) . . ?
C3 C2 C14 118.86(19) . . ?
C14 C2 C1 124.81(19) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.14(19) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 H4 120.9 . . ?
C5 C4 C3 118.16(19) . . ?
C5 C4 H4 120.9 . . ?
C4 C5 C6 131.13(19) . . ?
C4 C5 C13 120.46(19) . . ?
C13 C5 C6 108.40(18) . . ?
O2 C6 C5 127.7(2) . . ?
O2 C6 C7 126.9(2) . . ?
C5 C6 C7 105.36(16) . . ?
C8 C7 C6 130.68(19) . . ?
C8 C7 C12 120.89(19) . . ?
C12 C7 C6 108.42(17) . . ?
C7 C8 H8 120.6 . . ?
C7 C8 C9 118.89(19) . . ?
C9 C8 H8 120.6 . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.73(19) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C11 120.07(19) . . ?
C9 C10 C15 119.93(18) . . ?
C11 C10 C15 119.88(18) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 C10 118.82(19) . . ?
C12 C11 H11 120.6 . . ?
C7 C12 C13 108.57(17) . . ?
C11 C12 C7 120.59(18) . . ?
C11 C12 C13 130.84(18) . . ?
C5 C13 C12 109.23(17) . . ?
C14 C13 C5 121.42(18) . . ?
C14 C13 C12 129.35(18) . . ?
C2 C14 H14 120.5 . . ?
C13 C14 C2 118.95(18) . . ?
C13 C14 H14 120.5 . . ?
O3 C15 C10 120.8(2) . . ?
O3 C15 C16 121.4(2) . . ?
C16 C15 C10 117.68(17) . . ?
C17 C16 C15 119.49(19) . . ?
C17 C16 C18 119.7(2) . . ?
C18 C16 C15 120.75(19) . . ?
C16 C17 H17 119.9 . . ?
C17 C17 C16 120.26(13) 7_575 . ?
C17 C17 H17 119.9 7_575 . ?
C16 C18 H18 120.0 . . ?
C18 C18 C16 119.92(12) 7_575 . ?
C18 C18 H18 120.0 7_575 . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_190426lpr
_database_code_depnum_ccdc_archive 'CCDC 1980672'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-04-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C H Cl3), C35 H20 O5'
_chemical_formula_sum            'C37 H22 Cl6 O5'
_chemical_formula_weight         759.24
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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'
Cl Cl 0.3294 0.5404 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/4, -y+1/4, z+1/4'
'-x+1/4, y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/4, -y+3/4, z+3/4'
'-x+1/4, y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'x+3/4, -y+1/4, z+3/4'
'-x+3/4, y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'x+3/4, -y+3/4, z+1/4'
'-x+3/4, y+3/4, z+1/4'

_cell_length_a                   40.4818(11)
_cell_length_b                   9.2508(2)
_cell_length_c                   17.9738(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6731.0(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9910
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.95
_cell_measurement_theta_min      4.68
_shelx_estimated_absorpt_T_max   0.908
_shelx_estimated_absorpt_T_min   0.639
_exptl_absorpt_coefficient_mu    3.285
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5638
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1146 before and 0.0737 after correction. The Ratio of minimum to maximum transmission is 0.7509. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             3088
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13938
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.001
_diffrn_reflns_theta_min         4.684
_diffrn_ambient_temperature      170.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.893
_reflns_Friedel_fraction_full    0.950
_reflns_Friedel_fraction_max     0.944
_reflns_number_gt                3059
_reflns_number_total             3124
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 1412 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.046(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3124
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0349
_refine_ls_restrained_S_all      0.937
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1056
_refine_ls_wR_factor_ref         0.1075
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Ternary CH refined with riding coordinates:
 C1S(H1S)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C13(H13), C14(H14),
 C17(H17), C18(H18)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cl1 Cl 0.65997(3) 0.61208(11) 0.78010(6) 0.0599(3) Uani 1 1 d . . . . .
Cl2 Cl 0.72195(2) 0.55125(14) 0.71122(7) 0.0639(3) Uani 1 1 d . . . . .
Cl3 Cl 0.66321(2) 0.40714(9) 0.65956(5) 0.0467(3) Uani 1 1 d . . . . .
C1S C 0.67906(8) 0.5685(3) 0.69664(17) 0.0327(6) Uani 1 1 d . . . . .
H1S H 0.675102 0.648481 0.660268 0.039 Uiso 1 1 calc R . . . .
O1 O 0.500000 1.000000 0.80410(19) 0.0555(11) Uani 1 2 d S T P . .
O2 O 0.63051(7) 0.6995(3) 0.58424(19) 0.0525(7) Uani 1 1 d . . . . .
O3 O 0.57672(7) 0.8196(4) 0.20282(17) 0.0637(9) Uani 1 1 d . . . . .
C1 C 0.500000 1.000000 0.7358(2) 0.0406(11) Uani 1 2 d S T P . .
C2 C 0.52852(8) 0.9394(4) 0.69330(17) 0.0368(7) Uani 1 1 d . . . . .
C3 C 0.54687(9) 0.8231(4) 0.7214(2) 0.0454(9) Uani 1 1 d . . . . .
H3 H 0.542108 0.786907 0.769642 0.054 Uiso 1 1 calc R . . . .
C4 C 0.57186(9) 0.7600(4) 0.6798(2) 0.0429(8) Uani 1 1 d . . . . .
H4 H 0.584192 0.681689 0.699719 0.051 Uiso 1 1 calc R . . . .
C5 C 0.57882(8) 0.8116(4) 0.60874(19) 0.0362(7) Uani 1 1 d . . . . .
C6 C 0.56153(8) 0.9319(4) 0.58173(19) 0.0356(7) Uani 1 1 d . . . . .
H6 H 0.566627 0.969275 0.533856 0.043 Uiso 1 1 calc R . . . .
C7 C 0.53739(8) 0.9962(4) 0.62352(18) 0.0360(7) Uani 1 1 d . . . . .
H7 H 0.526512 1.079963 0.605211 0.043 Uiso 1 1 calc R . . . .
C8 C 0.60432(8) 0.7446(3) 0.5599(2) 0.0373(7) Uani 1 1 d . . . . .
C9 C 0.59591(7) 0.7433(3) 0.4789(2) 0.0330(7) Uani 1 1 d . . . . .
C10 C 0.61708(7) 0.8029(3) 0.4262(2) 0.0340(7) Uani 1 1 d . . . . .
H10 H 0.638989 0.828815 0.439589 0.041 Uiso 1 1 calc R . . . .
C11 C 0.60610(8) 0.8243(3) 0.3540(2) 0.0351(7) Uani 1 1 d . . . . .
H11 H 0.620437 0.867104 0.318466 0.042 Uiso 1 1 calc R . . . .
C12 C 0.57408(7) 0.7836(3) 0.33281(19) 0.0309(6) Uani 1 1 d . . . . .
C13 C 0.55427(7) 0.7098(3) 0.38457(18) 0.0305(6) Uani 1 1 d . . . . .
H13 H 0.533483 0.671910 0.369705 0.037 Uiso 1 1 calc R . . . .
C14 C 0.56484(6) 0.6924(3) 0.45638(19) 0.0315(6) Uani 1 1 d . . . . .
H14 H 0.550955 0.645213 0.491395 0.038 Uiso 1 1 calc R . . . .
C15 C 0.56116(8) 0.8341(4) 0.25990(19) 0.0351(7) Uani 1 1 d . . . . .
C16 C 0.52922(7) 0.9181(3) 0.26052(17) 0.0280(6) Uani 1 1 d . . . . .
C17 C 0.51452(7) 0.9601(3) 0.32677(16) 0.0299(6) Uani 1 1 d . . . . .
H17 H 0.524436 0.933853 0.372729 0.036 Uiso 1 1 calc R . . . .
C18 C 0.51433(8) 0.9588(3) 0.19308(17) 0.0321(6) Uani 1 1 d . . . . .
H18 H 0.523939 0.929857 0.147224 0.039 Uiso 1 1 calc R . . . .


_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
Cl1 C1S 1.735(3) . ?
Cl2 C1S 1.763(3) . ?
Cl3 C1S 1.756(3) . ?
C1S H1S 1.0000 . ?
O1 C1 1.227(6) . ?
O2 C8 1.221(4) . ?
O3 C15 1.211(4) . ?
C1 C2 1.494(4) 2_675 ?
C1 C2 1.494(4) . ?
C2 C3 1.401(6) . ?
C2 C7 1.406(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.392(5) . ?
C5 C6 1.402(5) . ?
C5 C8 1.490(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.369(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.494(5) . ?
C9 C10 1.392(5) . ?
C9 C14 1.402(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.403(4) . ?
C12 C13 1.405(4) . ?
C12 C15 1.486(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.369(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.508(4) . ?
C16 C17 1.387(4) . ?
C16 C18 1.405(4) . ?
C17 C17 1.388(6) 2_675 ?
C17 H17 0.9500 . ?
C18 C18 1.388(6) 2_675 ?
C18 H18 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 C1S Cl2 109.34(18) . . ?
Cl1 C1S Cl3 111.27(17) . . ?
Cl1 C1S H1S 108.8 . . ?
Cl2 C1S H1S 108.8 . . ?
Cl3 C1S Cl2 109.82(18) . . ?
Cl3 C1S H1S 108.8 . . ?
O1 C1 C2 120.77(19) . 2_675 ?
O1 C1 C2 120.77(19) . . ?
C2 C1 C2 118.5(4) 2_675 . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 C7 118.2(3) . . ?
C7 C2 C1 120.9(3) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.9(3) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 119.3(4) . . ?
C4 C5 C8 122.6(3) . . ?
C6 C5 C8 118.2(3) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.8(3) . . ?
C7 C6 H6 119.6 . . ?
C2 C7 H7 119.7 . . ?
C6 C7 C2 120.6(3) . . ?
C6 C7 H7 119.7 . . ?
O2 C8 C5 122.1(4) . . ?
O2 C8 C9 123.0(4) . . ?
C5 C8 C9 114.8(3) . . ?
C10 C9 C8 121.3(3) . . ?
C10 C9 C14 119.2(3) . . ?
C14 C9 C8 119.2(3) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.8(3) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.9(3) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C13 118.5(3) . . ?
C11 C12 C15 118.7(3) . . ?
C13 C12 C15 122.4(3) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13 119.9 . . ?
C9 C14 H14 119.6 . . ?
C13 C14 C9 120.9(3) . . ?
C13 C14 H14 119.6 . . ?
O3 C15 C12 121.9(3) . . ?
O3 C15 C16 120.6(3) . . ?
C12 C15 C16 117.2(3) . . ?
C17 C16 C15 121.2(3) . . ?
C17 C16 C18 118.8(3) . . ?
C18 C16 C15 120.0(3) . . ?
C16 C17 C17 120.83(17) . 2_675 ?
C16 C17 H17 119.6 . . ?
C17 C17 H17 119.6 2_675 . ?
C16 C18 H18 119.8 . . ?
C18 C18 C16 120.39(17) 2_675 . ?
C18 C18 H18 119.8 2_675 . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_191224lpr_0m
_database_code_depnum_ccdc_archive 'CCDC 1980675'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-12-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H6 F O3 P, C35 H20 O5'
_chemical_formula_sum            'C37 H26 F O8 P'
_chemical_formula_weight         648.55
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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'
F F 0.0599 0.0411 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2596 0.3354 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.7282(3)
_cell_length_b                   11.9095(3)
_cell_length_c                   12.8429(3)
_cell_angle_alpha                93.2150(10)
_cell_angle_beta                 97.0370(10)
_cell_angle_gamma                110.0120(10)
_cell_volume                     1521.74(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7447
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.84
_cell_measurement_theta_min      3.03
_shelx_estimated_absorpt_T_max   0.950
_shelx_estimated_absorpt_T_min   0.919
_exptl_absorpt_coefficient_mu    0.860
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5636
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1146 before and 0.0657 after correction. The Ratio of minimum to maximum transmission is 0.7507. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_av_unetI/netI     0.0593
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19698
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.915
_diffrn_reflns_theta_min         3.033
_diffrn_ambient_temperature      170.04
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4116
_reflns_number_total             5769
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.106
_refine_diff_density_min         -0.831
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     426
_refine_ls_number_reflns         5769
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1066
_refine_ls_R_factor_gt           0.0744
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0960P)²+2.2389P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1834
_refine_ls_wR_factor_ref         0.2092
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C13(H13), C14(H14),
 C17(H17), C18(H18), C20(H20), C21(H21), C24(H24), C25(H25), C27(H27), C28(H28),
  C31(H31), C32(H32), C34(H34), C35(H35)
2.b Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C37(H37A,H37B,H37C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
P1 P 0.06193(12) 0.39356(12) 0.13986(9) 0.0587(3) Uani 1 1 d . . . . .
F1 F 0.0985(3) 0.3522(3) 0.0397(2) 0.0893(10) Uani 1 1 d . . . . .
O6 O 0.1517(3) 0.3857(4) 0.2293(2) 0.0792(10) Uani 1 1 d . . . . .
O7 O 0.0488(6) 0.5160(5) 0.1226(4) 0.143(2) Uani 1 1 d . . . . .
O8 O -0.0890(4) 0.3279(4) 0.1285(3) 0.0944(12) Uani 1 1 d . . . . .
C36 C 0.1493(6) 0.6270(5) 0.1563(4) 0.0850(17) Uani 1 1 d . . . . .
H36A H 0.205870 0.651234 0.101200 0.127 Uiso 1 1 calc GR . . . .
H36B H 0.204315 0.620634 0.220894 0.127 Uiso 1 1 calc GR . . . .
H36C H 0.108316 0.687168 0.170438 0.127 Uiso 1 1 calc GR . . . .
C37 C -0.1430(6) 0.2067(5) 0.1534(5) 0.0821(16) Uani 1 1 d . . . . .
H37A H -0.162619 0.151486 0.089129 0.123 Uiso 1 1 calc GR . . . .
H37B H -0.225810 0.195020 0.183264 0.123 Uiso 1 1 calc GR . . . .
H37C H -0.077545 0.190582 0.204946 0.123 Uiso 1 1 calc GR . . . .
O1 O 0.5741(3) 0.1814(3) 0.0089(2) 0.0586(8) Uani 1 1 d . . . . .
O2 O 0.6451(2) 0.7827(2) 0.16138(19) 0.0442(6) Uani 1 1 d . . . . .
O3 O 0.3724(3) 0.8043(2) 0.6550(2) 0.0481(7) Uani 1 1 d . . . . .
O4 O -0.1280(2) 0.2146(2) 0.59274(19) 0.0392(6) Uani 1 1 d . . . . .
O5 O -0.0441(3) -0.1887(2) 0.1997(2) 0.0494(7) Uani 1 1 d . . . . .
C1 C 0.4919(4) 0.2076(3) 0.0535(3) 0.0408(8) Uani 1 1 d . . . . .
C2 C 0.5187(3) 0.3355(3) 0.0937(3) 0.0356(8) Uani 1 1 d . . . . .
C3 C 0.6244(3) 0.4289(3) 0.0652(3) 0.0374(8) Uani 1 1 d . . . . .
H3 H 0.678125 0.411123 0.017829 0.045 Uiso 1 1 calc R . . . .
C4 C 0.6528(3) 0.5469(3) 0.1044(3) 0.0362(8) Uani 1 1 d . . . . .
H4 H 0.724298 0.609295 0.082928 0.043 Uiso 1 1 calc R . . . .
C5 C 0.5763(3) 0.5743(3) 0.1757(2) 0.0317(7) Uani 1 1 d . . . . .
C6 C 0.4704(3) 0.4805(3) 0.2047(3) 0.0354(8) Uani 1 1 d . . . . .
H6 H 0.417257 0.497794 0.252815 0.042 Uiso 1 1 calc R . . . .
C7 C 0.4425(3) 0.3642(3) 0.1646(3) 0.0389(8) Uani 1 1 d . . . . .
H7 H 0.370178 0.301918 0.185345 0.047 Uiso 1 1 calc R . . . .
C8 C 0.6017(3) 0.7010(3) 0.2155(3) 0.0339(8) Uani 1 1 d . . . . .
C9 C 0.5641(3) 0.7246(3) 0.3212(2) 0.0305(7) Uani 1 1 d . . . . .
C10 C 0.5060(3) 0.8111(3) 0.3363(3) 0.0359(8) Uani 1 1 d . . . . .
H10 H 0.505527 0.865075 0.284690 0.043 Uiso 1 1 calc R . . . .
C11 C 0.4488(3) 0.8190(3) 0.4263(3) 0.0379(8) Uani 1 1 d . . . . .
H11 H 0.408806 0.878013 0.435822 0.045 Uiso 1 1 calc R . . . .
C12 C 0.4497(3) 0.7407(3) 0.5026(3) 0.0312(7) Uani 1 1 d . . . . .
C13 C 0.5205(3) 0.6626(3) 0.4925(2) 0.0316(7) Uani 1 1 d . . . . .
H13 H 0.530034 0.614973 0.547780 0.038 Uiso 1 1 calc R . . . .
C14 C 0.5767(3) 0.6545(3) 0.4027(2) 0.0304(7) Uani 1 1 d . . . . .
H14 H 0.624186 0.600836 0.396264 0.037 Uiso 1 1 calc R . . . .
C15 C 0.3608(3) 0.7247(3) 0.5864(3) 0.0328(7) Uani 1 1 d . . . . .
C16 C 0.2551(3) 0.6022(3) 0.5773(2) 0.0301(7) Uani 1 1 d . . . . .
C17 C 0.2063(3) 0.5503(3) 0.6657(2) 0.0313(7) Uani 1 1 d . . . . .
H17 H 0.237212 0.594333 0.733564 0.038 Uiso 1 1 calc R . . . .
C18 C 0.1125(3) 0.4345(3) 0.6547(2) 0.0306(7) Uani 1 1 d . . . . .
H18 H 0.080195 0.399148 0.715146 0.037 Uiso 1 1 calc R . . . .
C19 C 0.0654(3) 0.3698(3) 0.5550(2) 0.0300(7) Uani 1 1 d . . . . .
C20 C 0.1107(3) 0.4232(3) 0.4674(2) 0.0312(7) Uani 1 1 d . . . . .
H20 H 0.076601 0.380833 0.399188 0.037 Uiso 1 1 calc R . . . .
C21 C 0.2049(3) 0.5373(3) 0.4783(2) 0.0322(7) Uani 1 1 d . . . . .
H21 H 0.236049 0.572396 0.417480 0.039 Uiso 1 1 calc R . . . .
C22 C -0.0356(3) 0.2436(3) 0.5412(2) 0.0316(7) Uani 1 1 d . . . . .
C23 C -0.0186(3) 0.1566(3) 0.4604(2) 0.0303(7) Uani 1 1 d . . . . .
C24 C -0.1290(3) 0.0623(3) 0.4080(3) 0.0385(8) Uani 1 1 d . . . . .
H24 H -0.215930 0.051845 0.424542 0.046 Uiso 1 1 calc R . . . .
C25 C -0.1133(3) -0.0166(3) 0.3320(3) 0.0419(9) Uani 1 1 d . . . . .
H25 H -0.189298 -0.081932 0.297775 0.050 Uiso 1 1 calc R . . . .
C26 C 0.0130(3) -0.0013(3) 0.3051(3) 0.0332(7) Uani 1 1 d . . . . .
C27 C 0.1237(3) 0.0921(3) 0.3583(3) 0.0372(8) Uani 1 1 d . . . . .
H27 H 0.210547 0.102756 0.341459 0.045 Uiso 1 1 calc R . . . .
C28 C 0.1080(3) 0.1693(3) 0.4354(3) 0.0375(8) Uani 1 1 d . . . . .
H28 H 0.184671 0.232092 0.472037 0.045 Uiso 1 1 calc R . . . .
C29 C 0.0296(3) -0.0848(3) 0.2197(3) 0.0372(8) Uani 1 1 d . . . . .
C30 C 0.1449(3) -0.0265(3) 0.1617(3) 0.0365(8) Uani 1 1 d . . . . .
C31 C 0.2651(4) -0.0468(4) 0.1793(3) 0.0489(10) Uani 1 1 d . . . . .
H31 H 0.271994 -0.109478 0.219731 0.059 Uiso 1 1 calc R . . . .
C32 C 0.3759(4) 0.0249(4) 0.1376(3) 0.0476(9) Uani 1 1 d . . . . .
H32 H 0.458500 0.011434 0.150373 0.057 Uiso 1 1 calc R . . . .
C33 C 0.3666(3) 0.1159(3) 0.0776(3) 0.0378(8) Uani 1 1 d . . . . .
C34 C 0.2424(3) 0.1293(3) 0.0533(3) 0.0409(8) Uani 1 1 d . . . . .
H34 H 0.232873 0.186622 0.007439 0.049 Uiso 1 1 calc R . . . .
C35 C 0.1334(3) 0.0593(3) 0.0959(3) 0.0396(8) Uani 1 1 d . . . . .
H35 H 0.049519 0.069855 0.080066 0.048 Uiso 1 1 calc R . . . .


_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
P1 F1 1.495(3) . ?
P1 O6 1.434(4) . ?
P1 O7 1.537(5) . ?
P1 O8 1.522(4) . ?
O7 C36 1.394(7) . ?
O8 C37 1.430(6) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
O1 C1 1.222(4) . ?
O2 C8 1.222(4) . ?
O3 C15 1.220(4) . ?
O4 C22 1.221(4) . ?
O5 C29 1.211(4) . ?
C1 C2 1.498(5) . ?
C1 C33 1.493(5) . ?
C2 C3 1.393(5) . ?
C2 C7 1.398(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.382(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.396(5) . ?
C5 C6 1.400(5) . ?
C5 C8 1.487(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.368(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.500(5) . ?
C9 C10 1.391(5) . ?
C9 C14 1.397(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.386(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.392(5) . ?
C12 C13 1.398(5) . ?
C12 C15 1.501(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.378(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.498(5) . ?
C16 C17 1.396(5) . ?
C16 C21 1.393(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.398(4) . ?
C19 C20 1.381(5) . ?
C19 C22 1.508(5) . ?
C20 H20 0.9500 . ?
C20 C21 1.375(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.496(5) . ?
C23 C24 1.388(4) . ?
C23 C28 1.395(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.382(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.393(5) . ?
C26 C27 1.387(5) . ?
C26 C29 1.507(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.378(5) . ?
C28 H28 0.9500 . ?
C29 C30 1.505(5) . ?
C30 C31 1.386(5) . ?
C30 C35 1.390(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.393(5) . ?
C32 H32 0.9500 . ?
C32 C33 1.389(5) . ?
C33 C34 1.395(5) . ?
C34 H34 0.9500 . ?
C34 C35 1.378(5) . ?
C35 H35 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 P1 O7 105.6(3) . . ?
F1 P1 O8 103.7(2) . . ?
O6 P1 F1 110.7(2) . . ?
O6 P1 O7 118.8(2) . . ?
O6 P1 O8 121.8(2) . . ?
O8 P1 O7 93.8(3) . . ?
C36 O7 P1 124.8(4) . . ?
C37 O8 P1 121.0(4) . . ?
O7 C36 H36A 109.5 . . ?
O7 C36 H36B 109.5 . . ?
O7 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O8 C37 H37A 109.5 . . ?
O8 C37 H37B 109.5 . . ?
O8 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O1 C1 C2 120.3(3) . . ?
O1 C1 C33 123.0(3) . . ?
C33 C1 C2 116.6(3) . . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 C7 118.0(3) . . ?
C7 C2 C1 121.0(3) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(3) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 118.6(3) . . ?
C4 C5 C8 120.8(3) . . ?
C6 C5 C8 120.4(3) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.8(3) . . ?
C7 C6 H6 119.6 . . ?
C2 C7 H7 119.4 . . ?
C6 C7 C2 121.1(3) . . ?
C6 C7 H7 119.4 . . ?
O2 C8 C5 120.9(3) . . ?
O2 C8 C9 120.9(3) . . ?
C5 C8 C9 118.0(3) . . ?
C10 C9 C8 119.8(3) . . ?
C10 C9 C14 118.9(3) . . ?
C14 C9 C8 121.1(3) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 C9 120.4(3) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C11 C12 C13 119.1(3) . . ?
C11 C12 C15 121.7(3) . . ?
C13 C12 C15 118.5(3) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13 119.9 . . ?
C9 C14 H14 119.8 . . ?
C13 C14 C9 120.5(3) . . ?
C13 C14 H14 119.8 . . ?
O3 C15 C12 123.3(3) . . ?
O3 C15 C16 123.0(3) . . ?
C16 C15 C12 113.7(3) . . ?
C17 C16 C15 121.7(3) . . ?
C21 C16 C15 119.4(3) . . ?
C21 C16 C17 118.8(3) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.1(3) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.2(3) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C22 121.1(3) . . ?
C20 C19 C18 119.3(3) . . ?
C20 C19 C22 119.5(3) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.5(3) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 H21 119.5 . . ?
C20 C21 C16 121.0(3) . . ?
C20 C21 H21 119.5 . . ?
O4 C22 C19 121.3(3) . . ?
O4 C22 C23 121.8(3) . . ?
C23 C22 C19 116.9(3) . . ?
C24 C23 C22 120.6(3) . . ?
C24 C23 C28 118.6(3) . . ?
C28 C23 C22 120.8(3) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 C23 120.5(3) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.6(3) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C29 120.6(3) . . ?
C27 C26 C25 119.0(3) . . ?
C27 C26 C29 120.3(3) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 C26 120.2(3) . . ?
C28 C27 H27 119.9 . . ?
C23 C28 H28 119.5 . . ?
C27 C28 C23 121.0(3) . . ?
C27 C28 H28 119.5 . . ?
O5 C29 C26 122.7(3) . . ?
O5 C29 C30 123.6(3) . . ?
C30 C29 C26 113.6(3) . . ?
C31 C30 C29 122.5(3) . . ?
C31 C30 C35 119.5(3) . . ?
C35 C30 C29 117.8(3) . . ?
C30 C31 H31 120.1 . . ?
C30 C31 C32 119.8(4) . . ?
C32 C31 H31 120.1 . . ?
C31 C32 H32 119.7 . . ?
C33 C32 C31 120.6(3) . . ?
C33 C32 H32 119.7 . . ?
C32 C33 C1 119.3(3) . . ?
C32 C33 C34 119.1(3) . . ?
C34 C33 C1 121.0(3) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 C33 120.1(4) . . ?
C35 C34 H34 120.0 . . ?
C30 C35 H35 119.6 . . ?
C34 C35 C30 120.7(3) . . ?
C34 C35 H35 119.6 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_191203lpr_192dmso_0m
_database_code_depnum_ccdc_archive 'CCDC 1980673'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-12-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C2 H6 O S, C35 H18 O5'
_chemical_formula_sum            'C37 H24 O6 S'
_chemical_formula_weight         596.62
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.9839(16)
_cell_length_b                   11.4137(13)
_cell_length_c                   13.8742(15)
_cell_angle_alpha                70.390(9)
_cell_angle_beta                 74.886(10)
_cell_angle_gamma                66.146(10)
_cell_volume                     1482.7(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2649
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      67.760
_cell_measurement_theta_min      4.388
_shelx_estimated_absorpt_T_max   0.935
_shelx_estimated_absorpt_T_min   0.875
_exptl_absorpt_coefficient_mu    1.367
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.5658
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1067 before and 0.0527 after correction. The Ratio of minimum to maximum transmission is 0.7511. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0863
_diffrn_reflns_av_unetI/netI     0.1382
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10625
_diffrn_reflns_point_group_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        63.683
_diffrn_reflns_theta_max         63.683
_diffrn_reflns_theta_min         4.387
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2447
_reflns_number_total             4648
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.031
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         4648
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1688
_refine_ls_R_factor_gt           0.1034
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1710P)²+0.5227P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2893
_refine_ls_wR_factor_ref         0.3427
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C13(H13), C14(H14), C18(H18), C19(H19), C23(H23), C24(H24),
 C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35),
  C36(H36), C37(H37)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
S1 S 0.7211(3) 0.3240(2) 0.8757(2) 0.1151(9) Uani 1 1 d . . . . .
O1 O 0.7098(6) 0.3386(6) 0.7678(4) 0.1182(19) Uani 1 1 d . . . . .
C1 C 0.8848(10) 0.2264(10) 0.8929(10) 0.144(4) Uani 1 1 d . . . . .
H1A H 0.907068 0.144716 0.875590 0.217 Uiso 1 1 calc GR . . . .
H1B H 0.894929 0.207593 0.963798 0.217 Uiso 1 1 calc GR . . . .
H1C H 0.943907 0.272279 0.848965 0.217 Uiso 1 1 calc GR . . . .
C2 C 0.7200(15) 0.4695(10) 0.8824(10) 0.178(5) Uani 1 1 d . . . . .
H2A H 0.726989 0.526758 0.813907 0.266 Uiso 1 1 calc GR . . . .
H2B H 0.794883 0.453360 0.914478 0.266 Uiso 1 1 calc GR . . . .
H2C H 0.637648 0.510956 0.922572 0.266 Uiso 1 1 calc GR . . . .
O2 O 0.1895(7) 0.0465(7) 0.9741(7) 0.155(3) Uani 1 1 d . . . . .
O3 O 0.2270(5) 0.6925(5) 0.8629(4) 0.1045(17) Uani 1 1 d . . . . .
O4 O 0.6332(5) 0.8632(4) 0.3686(4) 0.0987(16) Uani 1 1 d . . . . .
O5 O 1.1727(5) 0.2283(5) 0.4162(4) 0.0939(16) Uani 1 1 d . . . . .
O6 O 0.9003(6) -0.2284(5) 0.8176(5) 0.1130(18) Uani 1 1 d . . . . .
C3 C 0.2744(9) 0.0910(9) 0.9300(7) 0.100(2) Uani 1 1 d . . . . .
C4 C 0.4177(8) 0.0227(7) 0.8916(6) 0.0821(19) Uani 1 1 d . . . . .
C5 C 0.4795(6) 0.1144(6) 0.8445(6) 0.0747(18) Uani 1 1 d . . . . .
C6 C 0.3784(7) 0.2504(6) 0.8505(5) 0.0711(17) Uani 1 1 d . . . . .
C7 C 0.2618(8) 0.2367(7) 0.8999(6) 0.086(2) Uani 1 1 d . . . . .
C8 C 0.1511(7) 0.3425(8) 0.9230(6) 0.090(2) Uani 1 1 d . . . . .
H8 H 0.071997 0.329298 0.960186 0.109 Uiso 1 1 calc R . . . .
C9 C 0.1586(7) 0.4659(7) 0.8910(5) 0.080(2) Uani 1 1 d . . . . .
H9 H 0.084900 0.536901 0.907817 0.096 Uiso 1 1 calc R . . . .
C10 C 0.2748(7) 0.4870(6) 0.8336(5) 0.0737(19) Uani 1 1 d . . . . .
C11 C 0.2818(7) 0.6227(7) 0.8040(6) 0.082(2) Uani 1 1 d . . . . .
C12 C 0.3550(6) 0.6727(6) 0.7025(6) 0.0771(19) Uani 1 1 d . . . . .
C13 C 0.3747(7) 0.6232(6) 0.6184(6) 0.0757(18) Uani 1 1 d . . . . .
H13 H 0.334448 0.563616 0.622559 0.091 Uiso 1 1 calc R . . . .
C14 C 0.4545(7) 0.6635(7) 0.5291(6) 0.0808(19) Uani 1 1 d . . . . .
H14 H 0.465721 0.632063 0.472494 0.097 Uiso 1 1 calc R . . . .
C15 C 0.5194(6) 0.7505(5) 0.5209(6) 0.0692(17) Uani 1 1 d . . . . .
C16 C 0.6325(7) 0.7622(6) 0.4358(6) 0.0723(18) Uani 1 1 d . . . . .
C17 C 0.7520(6) 0.6329(5) 0.4401(5) 0.0602(15) Uani 1 1 d . . . . .
C18 C 0.7635(5) 0.5387(5) 0.5334(5) 0.0601(15) Uani 1 1 d . . . . .
H18 H 0.702507 0.556674 0.591787 0.072 Uiso 1 1 calc R . . . .
C19 C 0.8675(6) 0.4156(5) 0.5400(5) 0.0619(15) Uani 1 1 d . . . . .
H19 H 0.876759 0.352619 0.603489 0.074 Uiso 1 1 calc R . . . .
C20 C 0.9558(6) 0.3868(5) 0.4537(5) 0.0592(14) Uani 1 1 d . . . . .
C21 C 1.0613(7) 0.2505(6) 0.4645(5) 0.0687(17) Uani 1 1 d . . . . .
C22 C 1.0125(5) 0.1451(5) 0.5423(5) 0.0613(15) Uani 1 1 d . . . . .
C23 C 0.8892(5) 0.1413(5) 0.5381(5) 0.0611(15) Uani 1 1 d . . . . .
H23 H 0.842705 0.198971 0.483429 0.073 Uiso 1 1 calc R . . . .
C24 C 0.8350(6) 0.0559(5) 0.6114(5) 0.0614(15) Uani 1 1 d . . . . .
H24 H 0.753996 0.053267 0.605042 0.074 Uiso 1 1 calc R . . . .
C25 C 0.8995(6) -0.0282(6) 0.6964(5) 0.0699(17) Uani 1 1 d . . . . .
C26 C 0.8285(8) -0.1154(6) 0.7808(6) 0.086(2) Uani 1 1 d . . . . .
C27 C 0.6874(6) -0.0640(6) 0.8121(5) 0.0726(17) Uani 1 1 d . . . . .
C28 C 0.6135(7) 0.0751(6) 0.8067(5) 0.0740(18) Uani 1 1 d . . . . .
H28 H 0.656723 0.136872 0.777785 0.089 Uiso 1 1 calc R . . . .
C29 C 0.6191(9) -0.1501(6) 0.8556(7) 0.102(3) Uani 1 1 d . . . . .
H29 H 0.664653 -0.239429 0.858033 0.122 Uiso 1 1 calc R . . . .
C30 C 0.4837(8) -0.1089(7) 0.8965(7) 0.100(2) Uani 1 1 d . . . . .
H30 H 0.439123 -0.169445 0.926486 0.120 Uiso 1 1 calc R . . . .
C31 C 1.0256(6) -0.0303(6) 0.6982(6) 0.0762(18) Uani 1 1 d . . . . .
H31 H 1.073818 -0.091280 0.751053 0.091 Uiso 1 1 calc R . . . .
C32 C 1.0809(6) 0.0554(6) 0.6236(6) 0.0749(19) Uani 1 1 d . . . . .
H32 H 1.164944 0.053683 0.627298 0.090 Uiso 1 1 calc R . . . .
C33 C 0.9464(6) 0.4852(7) 0.3613(5) 0.0730(17) Uani 1 1 d . . . . .
H33 H 1.009348 0.469524 0.303244 0.088 Uiso 1 1 calc R . . . .
C34 C 0.8431(6) 0.6070(6) 0.3555(5) 0.0670(16) Uani 1 1 d . . . . .
H34 H 0.836041 0.671767 0.292901 0.080 Uiso 1 1 calc R . . . .
C35 C 0.4882(8) 0.8066(6) 0.6036(7) 0.086(2) Uani 1 1 d . . . . .
H35 H 0.523870 0.870132 0.598415 0.103 Uiso 1 1 calc R . . . .
C36 C 0.4083(8) 0.7710(7) 0.6898(7) 0.089(2) Uani 1 1 d . . . . .
H36 H 0.387433 0.812010 0.742649 0.107 Uiso 1 1 calc R . . . .
C37 C 0.3911(6) 0.3749(7) 0.8128(5) 0.0730(17) Uani 1 1 d . . . . .
H37 H 0.471300 0.385590 0.775666 0.088 Uiso 1 1 calc R . . . .


_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
S1 O1 1.483(6) . ?
S1 C1 1.720(10) . ?
S1 C2 1.689(11) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
O2 C3 1.174(10) . ?
O3 C11 1.207(7) . ?
O4 C16 1.217(7) . ?
O5 C21 1.202(7) . ?
O6 C26 1.221(7) . ?
C3 C4 1.489(11) . ?
C3 C7 1.529(12) . ?
C4 C5 1.367(9) . ?
C4 C30 1.365(10) . ?
C5 C6 1.514(8) . ?
C5 C28 1.365(9) . ?
C6 C7 1.330(10) . ?
C6 C37 1.392(9) . ?
C7 C8 1.381(9) . ?
C8 H8 0.9300 . ?
C8 C9 1.357(10) . ?
C9 H9 0.9300 . ?
C9 C10 1.382(9) . ?
C10 C11 1.492(10) . ?
C10 C37 1.444(8) . ?
C11 C12 1.483(10) . ?
C12 C13 1.392(9) . ?
C12 C36 1.406(10) . ?
C13 H13 0.9300 . ?
C13 C14 1.375(9) . ?
C14 H14 0.9300 . ?
C14 C15 1.400(9) . ?
C15 C16 1.489(10) . ?
C15 C35 1.398(10) . ?
C16 C17 1.523(8) . ?
C17 C18 1.374(8) . ?
C17 C34 1.360(8) . ?
C18 H18 0.9300 . ?
C18 C19 1.399(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.372(8) . ?
C20 C21 1.504(8) . ?
C20 C33 1.388(8) . ?
C21 C22 1.499(9) . ?
C22 C23 1.390(8) . ?
C22 C32 1.388(9) . ?
C23 H23 0.9300 . ?
C23 C24 1.351(8) . ?
C24 H24 0.9300 . ?
C24 C25 1.393(8) . ?
C25 C26 1.529(10) . ?
C25 C31 1.382(9) . ?
C26 C27 1.422(10) . ?
C27 C28 1.447(8) . ?
C27 C29 1.361(10) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C29 C30 1.388(11) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C31 C32 1.368(9) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C33 C34 1.387(9) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C35 C36 1.335(10) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 C1 106.5(5) . . ?
O1 S1 C2 108.0(5) . . ?
C2 S1 C1 99.8(6) . . ?
S1 C1 H1A 109.5 . . ?
S1 C1 H1B 109.5 . . ?
S1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
S1 C2 H2A 109.5 . . ?
S1 C2 H2B 109.5 . . ?
S1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O2 C3 C4 129.6(9) . . ?
O2 C3 C7 126.9(8) . . ?
C4 C3 C7 103.5(8) . . ?
C5 C4 C3 109.4(7) . . ?
C30 C4 C3 128.6(7) . . ?
C30 C4 C5 122.0(7) . . ?
C4 C5 C6 108.7(6) . . ?
C28 C5 C4 120.3(6) . . ?
C28 C5 C6 130.8(6) . . ?
C7 C6 C5 108.2(6) . . ?
C7 C6 C37 120.9(6) . . ?
C37 C6 C5 130.9(7) . . ?
C6 C7 C3 110.2(6) . . ?
C6 C7 C8 122.1(7) . . ?
C8 C7 C3 127.6(8) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 C7 119.6(8) . . ?
C9 C8 H8 120.2 . . ?
C8 C9 H9 119.7 . . ?
C8 C9 C10 120.6(6) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C11 119.2(6) . . ?
C9 C10 C37 119.2(6) . . ?
C37 C10 C11 121.3(6) . . ?
O3 C11 C10 119.8(7) . . ?
O3 C11 C12 119.7(7) . . ?
C12 C11 C10 120.5(6) . . ?
C13 C12 C11 121.6(7) . . ?
C13 C12 C36 118.4(8) . . ?
C36 C12 C11 120.0(7) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 C12 119.1(7) . . ?
C14 C13 H13 120.4 . . ?
C13 C14 H14 119.0 . . ?
C13 C14 C15 122.0(7) . . ?
C15 C14 H14 119.0 . . ?
C14 C15 C16 119.8(6) . . ?
C35 C15 C14 117.0(7) . . ?
C35 C15 C16 122.4(6) . . ?
O4 C16 C15 125.1(5) . . ?
O4 C16 C17 121.7(7) . . ?
C15 C16 C17 113.2(5) . . ?
C18 C17 C16 117.5(6) . . ?
C34 C17 C16 122.6(6) . . ?
C34 C17 C18 119.9(5) . . ?
C17 C18 H18 120.2 . . ?
C17 C18 C19 119.7(5) . . ?
C19 C18 H18 120.2 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.6(5) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 C21 118.2(5) . . ?
C19 C20 C33 118.8(5) . . ?
C33 C20 C21 122.9(6) . . ?
O5 C21 C20 123.8(6) . . ?
O5 C21 C22 123.6(5) . . ?
C22 C21 C20 112.6(5) . . ?
C23 C22 C21 119.3(5) . . ?
C32 C22 C21 122.9(6) . . ?
C32 C22 C23 117.7(6) . . ?
C22 C23 H23 119.1 . . ?
C24 C23 C22 121.7(6) . . ?
C24 C23 H23 119.1 . . ?
C23 C24 H24 119.7 . . ?
C23 C24 C25 120.5(6) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 C26 118.2(6) . . ?
C31 C25 C24 117.9(6) . . ?
C31 C25 C26 123.8(6) . . ?
O6 C26 C25 115.9(7) . . ?
O6 C26 C27 123.8(7) . . ?
C27 C26 C25 120.3(5) . . ?
C26 C27 C28 123.1(6) . . ?
C29 C27 C26 118.8(6) . . ?
C29 C27 C28 117.9(6) . . ?
C5 C28 C27 119.1(6) . . ?
C5 C28 H28 120.5 . . ?
C27 C28 H28 120.5 . . ?
C27 C29 H29 118.9 . . ?
C27 C29 C30 122.2(6) . . ?
C30 C29 H29 118.9 . . ?
C4 C30 C29 118.3(7) . . ?
C4 C30 H30 120.9 . . ?
C29 C30 H30 120.9 . . ?
C25 C31 H31 119.4 . . ?
C32 C31 C25 121.3(6) . . ?
C32 C31 H31 119.4 . . ?
C22 C32 H32 119.7 . . ?
C31 C32 C22 120.5(6) . . ?
C31 C32 H32 119.7 . . ?
C20 C33 H33 120.0 . . ?
C34 C33 C20 120.0(6) . . ?
C34 C33 H33 120.0 . . ?
C17 C34 C33 120.9(6) . . ?
C17 C34 H34 119.6 . . ?
C33 C34 H34 119.6 . . ?
C15 C35 H35 119.3 . . ?
C36 C35 C15 121.5(7) . . ?
C36 C35 H35 119.3 . . ?
C12 C36 H36 119.3 . . ?
C35 C36 C12 121.4(7) . . ?
C35 C36 H36 119.3 . . ?
C6 C37 C10 117.4(6) . . ?
C6 C37 H37 121.3 . . ?
C10 C37 H37 121.3 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_190701lpr_1_0m
_database_code_depnum_ccdc_archive 'CCDC 1980674'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-07-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H18 O5, C3 H6 O'
_chemical_formula_sum            'C38 H24 O6'
_chemical_formula_weight         576.57
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.6478(2)
_cell_length_b                   10.8482(2)
_cell_length_c                   14.8083(3)
_cell_angle_alpha                109.4200(10)
_cell_angle_beta                 95.7000(10)
_cell_angle_gamma                98.9460(10)
_cell_volume                     1424.80(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9866
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.929
_cell_measurement_theta_min      3.838
_shelx_estimated_absorpt_T_max   0.972
_shelx_estimated_absorpt_T_min   0.954
_exptl_absorpt_coefficient_mu    0.474
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.6333
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0781 before and 0.0547 after correction. The Ratio of minimum to maximum transmission is 0.8435. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18189
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.955
_diffrn_reflns_theta_min         3.837
_diffrn_ambient_temperature      169.98
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4867
_reflns_number_total             5317
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.390
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         5317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0490
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0635P)²+0.6605P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1281
_refine_ls_wR_factor_ref         0.1313
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C8(H8), C9(H9), C11(H11), C14(H14), C17(H17), C18(H18),
 C20(H20), C21(H21), C24(H24), C25(H25), C27(H27), C28(H28), C31(H31), C32(H32),
  C34(H34), C35(H35)
2.b Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C), C38(H38A,H38B,H38C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.61293(14) 0.04104(12) 0.58868(10) 0.0471(3) Uani 1 1 d . . . . .
O2 O 0.17527(15) 0.32300(18) 0.93807(11) 0.0659(4) Uani 1 1 d . . . . .
O3 O 0.64012(16) 0.96548(14) 1.07200(9) 0.0555(4) Uani 1 1 d . . . . .
O4 O 0.94763(14) 1.09305(11) 0.67888(10) 0.0463(3) Uani 1 1 d . . . . .
O5 O 0.80754(17) 0.44658(14) 0.29914(10) 0.0602(4) Uani 1 1 d . . . . .
C1 C 0.57540(17) 0.14584(15) 0.59604(13) 0.0365(4) Uani 1 1 d . . . . .
C2 C 0.48612(17) 0.20271(16) 0.67064(13) 0.0375(4) Uani 1 1 d . . . . .
C3 C 0.38618(19) 0.11392(18) 0.69277(14) 0.0440(4) Uani 1 1 d . . . . .
H3 H 0.373703 0.020792 0.658346 0.053 Uiso 1 1 calc R . . . .
C4 C 0.3050(2) 0.1598(2) 0.76427(14) 0.0483(5) Uani 1 1 d . . . . .
H4 H 0.233971 0.099851 0.777428 0.058 Uiso 1 1 calc R . . . .
C5 C 0.33000(18) 0.2949(2) 0.81575(13) 0.0433(4) Uani 1 1 d . . . . .
C6 C 0.26630(19) 0.3692(2) 0.90087(14) 0.0499(5) Uani 1 1 d . . . . .
C7 C 0.34157(19) 0.5107(2) 0.93081(13) 0.0457(4) Uani 1 1 d . . . . .
C8 C 0.3287(2) 0.6215(2) 1.00805(14) 0.0511(5) Uani 1 1 d . . . . .
H8 H 0.260755 0.613949 1.049155 0.061 Uiso 1 1 calc R . . . .
C9 C 0.4160(2) 0.7429(2) 1.02422(13) 0.0488(5) Uani 1 1 d . . . . .
H9 H 0.408881 0.818952 1.077426 0.059 Uiso 1 1 calc R . . . .
C10 C 0.51492(19) 0.75513(19) 0.96310(12) 0.0412(4) Uani 1 1 d . . . . .
C11 C 0.52739(18) 0.64272(18) 0.88443(12) 0.0379(4) Uani 1 1 d . . . . .
H11 H 0.594257 0.650292 0.842640 0.045 Uiso 1 1 calc R . . . .
C12 C 0.44028(17) 0.52097(18) 0.86918(12) 0.0388(4) Uani 1 1 d . . . . .
C13 C 0.43227(17) 0.38579(18) 0.79706(12) 0.0382(4) Uani 1 1 d . . . . .
C14 C 0.50987(17) 0.34075(17) 0.72290(12) 0.0368(4) Uani 1 1 d . . . . .
H14 H 0.577338 0.401551 0.707777 0.044 Uiso 1 1 calc R . . . .
C15 C 0.61200(19) 0.88770(19) 0.98834(12) 0.0426(4) Uani 1 1 d . . . . .
C16 C 0.67564(18) 0.92513(17) 0.91050(12) 0.0377(4) Uani 1 1 d . . . . .
C17 C 0.81235(19) 1.00348(18) 0.93141(12) 0.0427(4) Uani 1 1 d . . . . .
H17 H 0.862710 1.035942 0.995877 0.051 Uiso 1 1 calc R . . . .
C18 C 0.87557(19) 1.03453(17) 0.85966(13) 0.0412(4) Uani 1 1 d . . . . .
H18 H 0.968325 1.088355 0.874835 0.049 Uiso 1 1 calc R . . . .
C19 C 0.80179(17) 0.98605(15) 0.76476(12) 0.0335(3) Uani 1 1 d . . . . .
C20 C 0.66144(17) 0.91593(15) 0.74560(11) 0.0334(3) Uani 1 1 d . . . . .
H20 H 0.608545 0.888440 0.682182 0.040 Uiso 1 1 calc R . . . .
C21 C 0.59863(17) 0.88608(16) 0.81755(11) 0.0351(3) Uani 1 1 d . . . . .
H21 H 0.502891 0.838910 0.803652 0.042 Uiso 1 1 calc R . . . .
C22 C 0.87602(16) 0.99215(15) 0.68114(12) 0.0338(3) Uani 1 1 d . . . . .
C23 C 0.85957(15) 0.85882(15) 0.60141(11) 0.0301(3) Uani 1 1 d . . . . .
C24 C 0.86378(15) 0.84642(15) 0.50467(11) 0.0307(3) Uani 1 1 d . . . . .
H24 H 0.881239 0.924075 0.487929 0.037 Uiso 1 1 calc R . . . .
C25 C 0.84258(16) 0.72125(16) 0.43314(11) 0.0318(3) Uani 1 1 d . . . . .
H25 H 0.845634 0.713410 0.367572 0.038 Uiso 1 1 calc R . . . .
C26 C 0.81668(15) 0.60629(15) 0.45725(11) 0.0302(3) Uani 1 1 d . . . . .
C27 C 0.81986(16) 0.61986(15) 0.55474(11) 0.0310(3) Uani 1 1 d . . . . .
H27 H 0.807103 0.542558 0.572138 0.037 Uiso 1 1 calc R . . . .
C28 C 0.84132(16) 0.74435(15) 0.62582(11) 0.0314(3) Uani 1 1 d . . . . .
H28 H 0.843708 0.752285 0.691829 0.038 Uiso 1 1 calc R . . . .
C29 C 0.78329(17) 0.46915(16) 0.38145(12) 0.0360(4) Uani 1 1 d . . . . .
C30 C 0.71830(17) 0.36378(15) 0.41845(11) 0.0331(3) Uani 1 1 d . . . . .
C31 C 0.80067(17) 0.28381(16) 0.44569(13) 0.0400(4) Uani 1 1 d . . . . .
H31 H 0.890661 0.278272 0.425509 0.048 Uiso 1 1 calc R . . . .
C32 C 0.75234(17) 0.21231(16) 0.50195(14) 0.0397(4) Uani 1 1 d . . . . .
H32 H 0.809277 0.157801 0.520222 0.048 Uiso 1 1 calc R . . . .
C33 C 0.62118(16) 0.21962(15) 0.53196(12) 0.0332(3) Uani 1 1 d . . . . .
C34 C 0.53394(16) 0.29265(15) 0.49988(12) 0.0336(3) Uani 1 1 d . . . . .
H34 H 0.441788 0.293868 0.517136 0.040 Uiso 1 1 calc R . . . .
C35 C 0.58190(17) 0.36361(16) 0.44269(12) 0.0349(3) Uani 1 1 d . . . . .
H35 H 0.521842 0.412253 0.419913 0.042 Uiso 1 1 calc R . . . .
O6 O 0.79807(14) 0.56443(14) 0.75633(11) 0.0546(4) Uani 1 1 d . . . . .
C36 C 0.90024(19) 0.5549(2) 0.80616(13) 0.0450(4) Uani 1 1 d . . . . .
C37 C 0.9316(3) 0.4228(3) 0.8005(2) 0.0735(7) Uani 1 1 d . . . . .
H37A H 0.847177 0.352958 0.767075 0.110 Uiso 1 1 calc GR . . . .
H37B H 0.957498 0.422797 0.866207 0.110 Uiso 1 1 calc GR . . . .
H37C H 1.010681 0.405490 0.764528 0.110 Uiso 1 1 calc GR . . . .
C38 C 0.9996(3) 0.6770(3) 0.87518(17) 0.0702(7) Uani 1 1 d . . . . .
H38A H 0.967720 0.756487 0.870614 0.105 Uiso 1 1 calc GR . . . .
H38B H 1.095534 0.677322 0.858752 0.105 Uiso 1 1 calc GR . . . .
H38C H 1.000726 0.677235 0.941494 0.105 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2203(19) . ?
O2 C6 1.212(2) . ?
O3 C15 1.220(2) . ?
O4 C22 1.2126(19) . ?
O5 C29 1.215(2) . ?
C1 C2 1.498(2) . ?
C1 C33 1.488(2) . ?
C2 C3 1.396(2) . ?
C2 C14 1.408(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.385(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.377(3) . ?
C5 C6 1.500(3) . ?
C5 C13 1.399(2) . ?
C6 C7 1.489(3) . ?
C7 C8 1.389(3) . ?
C7 C12 1.400(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.400(2) . ?
C10 C11 1.410(2) . ?
C10 C15 1.496(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.386(2) . ?
C12 C13 1.485(3) . ?
C13 C14 1.388(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.498(2) . ?
C16 C17 1.398(3) . ?
C16 C21 1.392(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.385(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.397(2) . ?
C19 C20 1.397(2) . ?
C19 C22 1.505(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.380(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.506(2) . ?
C23 C24 1.399(2) . ?
C23 C28 1.395(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.386(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.401(2) . ?
C26 C27 1.398(2) . ?
C26 C29 1.499(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.378(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.504(2) . ?
C30 C31 1.389(2) . ?
C30 C35 1.398(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.381(2) . ?
C32 H32 0.9500 . ?
C32 C33 1.387(2) . ?
C33 C34 1.393(2) . ?
C34 H34 0.9500 . ?
C34 C35 1.387(2) . ?
C35 H35 0.9500 . ?
O6 C36 1.210(2) . ?
C36 C37 1.488(3) . ?
C36 C38 1.492(3) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?

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 120.57(15) . . ?
O1 C1 C33 119.87(16) . . ?
C33 C1 C2 119.54(13) . . ?
C3 C2 C1 118.02(16) . . ?
C3 C2 C14 120.58(17) . . ?
C14 C2 C1 121.19(14) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.86(18) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.9 . . ?
C5 C4 C3 118.12(16) . . ?
C5 C4 H4 120.9 . . ?
C4 C5 C6 129.05(16) . . ?
C4 C5 C13 122.23(17) . . ?
C13 C5 C6 108.61(17) . . ?
O2 C6 C5 127.2(2) . . ?
O2 C6 C7 127.7(2) . . ?
C7 C6 C5 105.05(14) . . ?
C8 C7 C6 129.61(17) . . ?
C8 C7 C12 120.98(19) . . ?
C12 C7 C6 109.37(17) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 C7 119.04(17) . . ?
C9 C8 H8 120.5 . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.76(18) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 C11 120.15(18) . . ?
C9 C10 C15 117.86(16) . . ?
C11 C10 C15 121.85(15) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 C10 118.77(16) . . ?
C12 C11 H11 120.6 . . ?
C7 C12 C13 108.08(16) . . ?
C11 C12 C7 120.30(17) . . ?
C11 C12 C13 131.58(15) . . ?
C5 C13 C12 108.89(15) . . ?
C14 C13 C5 119.79(17) . . ?
C14 C13 C12 131.26(15) . . ?
C2 C14 H14 120.8 . . ?
C13 C14 C2 118.33(15) . . ?
C13 C14 H14 120.8 . . ?
O3 C15 C10 120.43(17) . . ?
O3 C15 C16 119.68(18) . . ?
C10 C15 C16 119.88(14) . . ?
C17 C16 C15 120.09(15) . . ?
C21 C16 C15 120.81(16) . . ?
C21 C16 C17 119.08(16) . . ?
C16 C17 H17 119.5 . . ?
C18 C17 C16 121.05(16) . . ?
C18 C17 H17 119.5 . . ?
C17 C18 H18 120.3 . . ?
C17 C18 C19 119.44(16) . . ?
C19 C18 H18 120.3 . . ?
C18 C19 C20 119.24(15) . . ?
C18 C19 C22 121.16(15) . . ?
C20 C19 C22 119.11(14) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 C19 120.89(15) . . ?
C21 C20 H20 119.6 . . ?
C16 C21 H21 120.0 . . ?
C20 C21 C16 119.95(16) . . ?
C20 C21 H21 120.0 . . ?
O4 C22 C19 123.91(15) . . ?
O4 C22 C23 122.34(14) . . ?
C19 C22 C23 113.68(12) . . ?
C24 C23 C22 122.31(13) . . ?
C28 C23 C22 118.37(13) . . ?
C28 C23 C24 119.31(14) . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.25(13) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.20(14) . . ?
C26 C25 H25 119.9 . . ?
C25 C26 C29 121.90(14) . . ?
C27 C26 C25 119.07(14) . . ?
C27 C26 C29 119.02(13) . . ?
C26 C27 H27 119.7 . . ?
C28 C27 C26 120.59(13) . . ?
C28 C27 H27 119.7 . . ?
C23 C28 H28 119.8 . . ?
C27 C28 C23 120.40(14) . . ?
C27 C28 H28 119.8 . . ?
O5 C29 C26 123.01(15) . . ?
O5 C29 C30 124.09(15) . . ?
C26 C29 C30 112.90(13) . . ?
C31 C30 C29 120.62(14) . . ?
C31 C30 C35 119.24(15) . . ?
C35 C30 C29 119.03(14) . . ?
C30 C31 H31 119.8 . . ?
C32 C31 C30 120.32(15) . . ?
C32 C31 H31 119.8 . . ?
C31 C32 H32 119.8 . . ?
C31 C32 C33 120.41(15) . . ?
C33 C32 H32 119.8 . . ?
C32 C33 C1 118.88(14) . . ?
C32 C33 C34 119.65(15) . . ?
C34 C33 C1 121.45(14) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 C33 119.87(14) . . ?
C35 C34 H34 120.1 . . ?
C30 C35 H35 119.9 . . ?
C34 C35 C30 120.22(15) . . ?
C34 C35 H35 119.9 . . ?
O6 C36 C37 121.6(2) . . ?
O6 C36 C38 120.4(2) . . ?
C37 C36 C38 118.0(2) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.141 0.140 0.231 17.3 1.4 ?
2 0.141 0.860 0.769 17.3 1.4 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_190904lpr_2_0m
_database_code_depnum_ccdc_archive 'CCDC 1987856'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-03-03 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-09-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H18 O5, C6 H10 O2'
_chemical_formula_sum            'C41 H28 O7'
_chemical_formula_weight         632.63
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.9426(3)
_cell_length_b                   13.8454(4)
_cell_length_c                   19.2051(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.829(2)
_cell_angle_gamma                90
_cell_volume                     3108.13(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9885
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.83
_cell_measurement_theta_min      3.50
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.944
_exptl_absorpt_coefficient_mu    0.482
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1283 before and 0.0859 after correction. The Ratio of minimum to maximum transmission is 0.7832. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            25482
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.001
_diffrn_reflns_theta_min         4.092
_diffrn_ambient_temperature      169.96
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4843
_reflns_number_total             5887
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.588
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         5887
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0865
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1043P)²+4.2562P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2277
_refine_ls_wR_factor_ref         0.2405
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C37(H37A,H37B), C38(H38A,H38B), C39(H39A,H39B), C40(H40A,H40B), C41(H41A,H41B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C9(H9), C11(H11), C12(H12), C16(H16), C17(H17),
 C19(H19), C20(H20), C23(H23), C24(H24), C26(H26), C27(H27), C30(H30), C31(H31),
  C33(H33), C34(H34)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.3354(3) 0.3560(2) 0.54880(17) 0.0805(9) Uani 1 1 d . . . . .
O2 O 0.9128(2) 0.42613(19) 0.74719(17) 0.0703(8) Uani 1 1 d . . . . .
O3 O 1.0133(2) 0.8925(2) 0.91079(15) 0.0733(8) Uani 1 1 d . . . . .
O4 O 0.5370(2) 1.17721(18) 0.73170(15) 0.0658(7) Uani 1 1 d . . . . .
O5 O 0.2835(3) 0.8593(2) 0.44665(16) 0.0835(9) Uani 1 1 d . . . . .
C1 C 0.3964(3) 0.4258(3) 0.5623(2) 0.0613(9) Uani 1 1 d . . . . .
C2 C 0.5136(3) 0.4310(3) 0.61006(19) 0.0560(9) Uani 1 1 d . . . . .
C3 C 0.5789(4) 0.3576(3) 0.6437(2) 0.0613(9) Uani 1 1 d . . . . .
H3 H 0.552233 0.292793 0.638505 0.074 Uiso 1 1 calc R . . . .
C4 C 0.6865(3) 0.3790(2) 0.68620(19) 0.0529(8) Uani 1 1 d . . . . .
H4 H 0.733175 0.328287 0.709578 0.064 Uiso 1 1 calc R . . . .
C5 C 0.7251(3) 0.4736(2) 0.69428(18) 0.0486(8) Uani 1 1 d . . . . .
C6 C 0.6571(3) 0.5487(2) 0.65718(18) 0.0478(7) Uani 1 1 d . . . . .
H6 H 0.683403 0.613643 0.660774 0.057 Uiso 1 1 calc R . . . .
C7 C 0.5514(3) 0.5255(3) 0.61558(18) 0.0508(8) Uani 1 1 d . . . . .
C8 C 0.4614(3) 0.5874(3) 0.57117(17) 0.0508(8) Uani 1 1 d . . . . .
C9 C 0.4547(3) 0.6858(3) 0.56046(17) 0.0505(8) Uani 1 1 d . . . . .
H9 H 0.516765 0.726557 0.580906 0.061 Uiso 1 1 calc R . . . .
C10 C 0.3534(3) 0.7253(3) 0.51836(18) 0.0552(9) Uani 1 1 d . . . . .
C11 C 0.2640(3) 0.6647(3) 0.48576(18) 0.0574(9) Uani 1 1 d . . . . .
H11 H 0.197348 0.691226 0.456389 0.069 Uiso 1 1 calc R . . . .
C12 C 0.2734(3) 0.5666(3) 0.49656(18) 0.0596(10) Uani 1 1 d . . . . .
H12 H 0.213090 0.525059 0.474688 0.072 Uiso 1 1 calc R . . . .
C13 C 0.3708(3) 0.5284(3) 0.53932(18) 0.0581(9) Uani 1 1 d . . . . .
C14 C 0.8406(3) 0.4898(2) 0.7405(2) 0.0522(8) Uani 1 1 d . . . . .
C15 C 0.8662(3) 0.5840(2) 0.77760(18) 0.0496(8) Uani 1 1 d . . . . .
C16 C 0.9797(3) 0.6162(3) 0.79536(19) 0.0512(8) Uani 1 1 d . . . . .
H16 H 1.039692 0.575508 0.787009 0.061 Uiso 1 1 calc R . . . .
C17 C 1.0051(3) 0.7062(3) 0.82484(18) 0.0502(8) Uani 1 1 d . . . . .
H17 H 1.082244 0.727666 0.836184 0.060 Uiso 1 1 calc R . . . .
C18 C 0.9178(3) 0.7661(2) 0.83808(17) 0.0484(8) Uani 1 1 d . . . . .
C19 C 0.8054(3) 0.7321(3) 0.82437(18) 0.0509(8) Uani 1 1 d . . . . .
H19 H 0.745933 0.771605 0.834775 0.061 Uiso 1 1 calc R . . . .
C20 C 0.7805(3) 0.6416(3) 0.79584(18) 0.0501(8) Uani 1 1 d . . . . .
H20 H 0.704286 0.618009 0.788463 0.060 Uiso 1 1 calc R . . . .
C21 C 0.9394(3) 0.8683(3) 0.86112(18) 0.0511(8) Uani 1 1 d . . . . .
C22 C 0.8568(2) 0.9387(2) 0.81965(17) 0.0457(7) Uani 1 1 d . . . . .
C23 C 0.8215(3) 1.0187(2) 0.85251(17) 0.0460(7) Uani 1 1 d . . . . .
H23 H 0.859386 1.035520 0.899403 0.055 Uiso 1 1 calc R . . . .
C24 C 0.7312(3) 1.0745(2) 0.81735(18) 0.0475(7) Uani 1 1 d . . . . .
H24 H 0.707052 1.129129 0.840340 0.057 Uiso 1 1 calc R . . . .
C25 C 0.6759(3) 1.0510(2) 0.74881(17) 0.0466(7) Uani 1 1 d . . . . .
C26 C 0.7203(3) 0.9770(3) 0.71265(18) 0.0497(8) Uani 1 1 d . . . . .
H26 H 0.688603 0.965175 0.663865 0.060 Uiso 1 1 calc R . . . .
C27 C 0.8099(3) 0.9214(3) 0.74792(18) 0.0508(8) Uani 1 1 d . . . . .
H27 H 0.839831 0.871112 0.723410 0.061 Uiso 1 1 calc R . . . .
C28 C 0.5651(3) 1.0975(3) 0.71515(19) 0.0512(8) Uani 1 1 d . . . . .
C29 C 0.4887(3) 1.0343(2) 0.66234(17) 0.0463(7) Uani 1 1 d . . . . .
C30 C 0.4471(3) 1.0645(3) 0.59274(19) 0.0527(8) Uani 1 1 d . . . . .
H30 H 0.455636 1.129786 0.579596 0.063 Uiso 1 1 calc R . . . .
C31 C 0.3934(3) 0.9986(3) 0.54290(19) 0.0558(9) Uani 1 1 d . . . . .
H31 H 0.365640 1.019187 0.495304 0.067 Uiso 1 1 calc R . . . .
C32 C 0.3792(3) 0.9025(3) 0.56106(18) 0.0512(8) Uani 1 1 d . . . . .
C33 C 0.4101(3) 0.8755(3) 0.63301(18) 0.0493(8) Uani 1 1 d . . . . .
H33 H 0.392526 0.812763 0.647636 0.059 Uiso 1 1 calc R . . . .
C34 C 0.4658(3) 0.9406(2) 0.68186(18) 0.0485(8) Uani 1 1 d . . . . .
H34 H 0.489286 0.921377 0.730129 0.058 Uiso 1 1 calc R . . . .
C35 C 0.3351(3) 0.8303(3) 0.50474(19) 0.0607(10) Uani 1 1 d . . . . .
O1S O 0.6944(3) 0.8096(3) 0.5868(2) 0.0991(12) Uani 1 1 d . . . . .
O2S O 0.8420(3) 0.7206(3) 0.61333(19) 0.0986(11) Uani 1 1 d . . . . .
C36 C 0.7831(3) 0.7858(3) 0.5720(2) 0.0642(10) Uani 1 1 d . . . . .
C37 C 0.8278(4) 0.8222(5) 0.5122(3) 0.0994(18) Uani 1 1 d . . . . .
H37A H 0.766147 0.858674 0.480772 0.119 Uiso 1 1 calc R . . . .
H37B H 0.846729 0.766141 0.484711 0.119 Uiso 1 1 calc R . . . .
C38 C 0.9289(5) 0.8844(4) 0.5291(5) 0.128(3) Uani 1 1 d . . . . .
H38A H 0.916992 0.932087 0.565263 0.153 Uiso 1 1 calc R . . . .
H38B H 0.935538 0.920689 0.485672 0.153 Uiso 1 1 calc R . . . .
C39 C 1.0407(5) 0.8326(5) 0.5564(5) 0.133(3) Uani 1 1 d . . . . .
H39A H 1.100912 0.881448 0.572617 0.159 Uiso 1 1 calc R . . . .
H39B H 1.061951 0.796652 0.516498 0.159 Uiso 1 1 calc R . . . .
C40 C 1.0390(6) 0.7619(6) 0.6176(4) 0.136(3) Uani 1 1 d . . . . .
H40A H 1.113763 0.728306 0.629150 0.164 Uiso 1 1 calc R . . . .
H40B H 1.030431 0.799202 0.660165 0.164 Uiso 1 1 calc R . . . .
C41 C 0.9486(6) 0.6895(4) 0.6030(4) 0.1047(19) Uani 1 1 d . . . . .
H41A H 0.940288 0.667783 0.553133 0.126 Uiso 1 1 calc R . . . .
H41B H 0.972458 0.632907 0.634040 0.126 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.206(5) . ?
O2 C14 1.222(4) . ?
O3 C21 1.207(4) . ?
O4 C28 1.214(4) . ?
O5 C35 1.226(4) . ?
C1 C2 1.510(5) . ?
C1 C13 1.501(6) . ?
C2 C3 1.361(6) . ?
C2 C7 1.381(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.406(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(5) . ?
C5 C6 1.419(5) . ?
C5 C14 1.497(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.386(5) . ?
C7 C8 1.497(5) . ?
C8 C9 1.378(5) . ?
C8 C13 1.392(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.419(5) . ?
C10 C11 1.400(5) . ?
C10 C35 1.485(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.376(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.384(5) . ?
C14 C15 1.487(5) . ?
C15 C16 1.401(5) . ?
C15 C20 1.397(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.396(5) . ?
C18 C19 1.395(5) . ?
C18 C21 1.489(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.376(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.495(5) . ?
C22 C23 1.383(5) . ?
C22 C27 1.397(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.384(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.385(5) . ?
C25 C26 1.402(5) . ?
C25 C28 1.494(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.379(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.499(5) . ?
C29 C30 1.391(5) . ?
C29 C34 1.393(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.381(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.395(5) . ?
C32 C33 1.406(5) . ?
C32 C35 1.488(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.371(5) . ?
C34 H34 0.9500 . ?
O1S C36 1.198(5) . ?
O2S C36 1.308(5) . ?
O2S C41 1.396(7) . ?
C36 C37 1.453(7) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.465(8) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38 C39 1.511(8) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 C40 1.533(11) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C40 C41 1.458(9) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?

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 127.8(4) . . ?
O1 C1 C13 128.2(4) . . ?
C13 C1 C2 103.9(3) . . ?
C3 C2 C1 128.5(4) . . ?
C3 C2 C7 121.6(3) . . ?
C7 C2 C1 109.9(3) . . ?
C2 C3 H3 120.5 . . ?
C2 C3 C4 119.0(3) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 119.6(3) . . ?
C4 C5 C14 116.9(3) . . ?
C6 C5 C14 123.4(3) . . ?
C5 C6 H6 120.7 . . ?
C7 C6 C5 118.6(3) . . ?
C7 C6 H6 120.7 . . ?
C2 C7 C6 120.6(3) . . ?
C2 C7 C8 108.3(3) . . ?
C6 C7 C8 131.1(3) . . ?
C9 C8 C7 131.6(3) . . ?
C9 C8 C13 119.9(3) . . ?
C13 C8 C7 108.5(3) . . ?
C8 C9 H9 120.6 . . ?
C8 C9 C10 118.8(3) . . ?
C10 C9 H9 120.6 . . ?
C9 C10 C35 123.7(3) . . ?
C11 C10 C9 120.4(4) . . ?
C11 C10 C35 115.9(3) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.5(3) . . ?
C12 C11 H11 120.2 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0(3) . . ?
C13 C12 H12 120.0 . . ?
C8 C13 C1 109.5(3) . . ?
C12 C13 C1 129.2(3) . . ?
C12 C13 C8 121.3(4) . . ?
O2 C14 C5 119.9(3) . . ?
O2 C14 C15 120.8(3) . . ?
C15 C14 C5 119.3(3) . . ?
C16 C15 C14 119.3(3) . . ?
C20 C15 C14 122.1(3) . . ?
C20 C15 C16 118.7(3) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.5(3) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.2(3) . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C21 121.9(3) . . ?
C19 C18 C17 119.4(3) . . ?
C19 C18 C21 118.6(3) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 C18 120.3(3) . . ?
C20 C19 H19 119.9 . . ?
C15 C20 H20 119.7 . . ?
C19 C20 C15 120.6(3) . . ?
C19 C20 H20 119.7 . . ?
O3 C21 C18 123.5(3) . . ?
O3 C21 C22 122.4(3) . . ?
C18 C21 C22 113.9(3) . . ?
C23 C22 C21 120.6(3) . . ?
C23 C22 C27 119.3(3) . . ?
C27 C22 C21 120.0(3) . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.3(3) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.3(3) . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C26 119.2(3) . . ?
C24 C25 C28 121.2(3) . . ?
C26 C25 C28 119.5(3) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.0(3) . . ?
C27 C26 H26 120.0 . . ?
C22 C27 H27 119.9 . . ?
C26 C27 C22 120.1(3) . . ?
C26 C27 H27 119.9 . . ?
O4 C28 C25 123.1(3) . . ?
O4 C28 C29 123.0(3) . . ?
C25 C28 C29 113.8(3) . . ?
C30 C29 C28 121.5(3) . . ?
C30 C29 C34 119.1(3) . . ?
C34 C29 C28 119.2(3) . . ?
C29 C30 H30 120.3 . . ?
C31 C30 C29 119.5(3) . . ?
C31 C30 H30 120.3 . . ?
C30 C31 H31 119.3 . . ?
C30 C31 C32 121.3(3) . . ?
C32 C31 H31 119.3 . . ?
C31 C32 C33 118.6(3) . . ?
C31 C32 C35 120.2(3) . . ?
C33 C32 C35 121.2(3) . . ?
C32 C33 H33 120.3 . . ?
C34 C33 C32 119.4(3) . . ?
C34 C33 H33 120.3 . . ?
C29 C34 H34 119.2 . . ?
C33 C34 C29 121.5(3) . . ?
C33 C34 H34 119.2 . . ?
O5 C35 C10 120.6(4) . . ?
O5 C35 C32 118.6(4) . . ?
C10 C35 C32 120.8(3) . . ?
C36 O2S C41 121.3(4) . . ?
O1S C36 O2S 116.0(4) . . ?
O1S C36 C37 125.3(5) . . ?
O2S C36 C37 118.7(4) . . ?
C36 C37 H37A 108.1 . . ?
C36 C37 H37B 108.1 . . ?
C36 C37 C38 116.7(5) . . ?
H37A C37 H37B 107.3 . . ?
C38 C37 H37A 108.1 . . ?
C38 C37 H37B 108.1 . . ?
C37 C38 H38A 108.5 . . ?
C37 C38 H38B 108.5 . . ?
C37 C38 C39 115.3(5) . . ?
H38A C38 H38B 107.5 . . ?
C39 C38 H38A 108.5 . . ?
C39 C38 H38B 108.5 . . ?
C38 C39 H39A 108.5 . . ?
C38 C39 H39B 108.5 . . ?
C38 C39 C40 114.9(5) . . ?
H39A C39 H39B 107.5 . . ?
C40 C39 H39A 108.5 . . ?
C40 C39 H39B 108.5 . . ?
C39 C40 H40A 108.6 . . ?
C39 C40 H40B 108.6 . . ?
H40A C40 H40B 107.6 . . ?
C41 C40 C39 114.7(5) . . ?
C41 C40 H40A 108.6 . . ?
C41 C40 H40B 108.6 . . ?
O2S C41 C40 115.0(5) . . ?
O2S C41 H41A 108.5 . . ?
O2S C41 H41B 108.5 . . ?
C40 C41 H41A 108.5 . . ?
C40 C41 H41B 108.5 . . ?
H41A C41 H41B 107.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_190606lpr
_database_code_depnum_ccdc_archive 'CCDC 1980671'
loop_
_audit_author_name
_audit_author_address
'Peiren Liu'
;Zhejiang University
China
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2020-05-09 downloaded from the CCDC.
;
_audit_creation_date             2019-06-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H18 O5, C4 H8 O2'
_chemical_formula_sum            'C39 H26 O7'
_chemical_formula_weight         606.60
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.3193(5)
_cell_length_b                   15.2623(5)
_cell_length_c                   12.7657(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.330(2)
_cell_angle_gamma                90
_cell_volume                     2953.23(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9875
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.92
_cell_measurement_theta_min      3.58
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.943
_exptl_absorpt_coefficient_mu    0.491
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.6282
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1175 before and 0.0682 after correction. The Ratio of minimum to maximum transmission is 0.8367. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            25735
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.940
_diffrn_reflns_theta_min         3.575
_diffrn_ambient_temperature      169.98
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4536
_reflns_number_total             5534
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.626
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         5534
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0607
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.056
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0756P)²+2.5491P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1572
_refine_ls_wR_factor_ref         0.1691
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C38(H38A,H38B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C13(H13), C14(H14),
 C17(H17), C18(H18), C20(H20), C21(H21), C24(H24), C27(H27), C29(H29), C30(H30),
  C34(H34), C35(H35)
2.c Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C39(H39A,H39B,H39C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.14162(13) 0.36293(13) 0.56640(16) 0.0553(5) Uani 1 1 d . . . . .
O2 O -0.16060(12) 0.54011(15) 0.13425(15) 0.0558(5) Uani 1 1 d . . . . .
O3 O 0.14770(13) 0.73848(12) -0.17640(15) 0.0510(5) Uani 1 1 d . . . . .
O4 O 0.56568(12) 0.65946(13) 0.14496(15) 0.0521(5) Uani 1 1 d . . . . .
O5 O 0.53746(12) 0.62001(12) 0.70361(14) 0.0503(5) Uani 1 1 d . . . . .
C1 C 0.15495(16) 0.43057(16) 0.5203(2) 0.0387(5) Uani 1 1 d . . . . .
C2 C 0.08780(15) 0.46505(16) 0.43514(19) 0.0380(5) Uani 1 1 d . . . . .
C3 C 0.02247(17) 0.40897(16) 0.3856(2) 0.0400(6) Uani 1 1 d . . . . .
H3 H 0.019159 0.350557 0.410434 0.048 Uiso 1 1 calc R . . . .
C4 C -0.03726(17) 0.43727(17) 0.3011(2) 0.0423(6) Uani 1 1 d . . . . .
H4 H -0.082047 0.398836 0.268885 0.051 Uiso 1 1 calc R . . . .
C5 C -0.03177(15) 0.52222(17) 0.2633(2) 0.0398(6) Uani 1 1 d . . . . .
C6 C 0.02911(17) 0.58100(17) 0.3193(2) 0.0414(6) Uani 1 1 d . . . . .
H6 H 0.030149 0.640455 0.297452 0.050 Uiso 1 1 calc R . . . .
C7 C 0.08711(16) 0.55265(16) 0.4054(2) 0.0397(6) Uani 1 1 d . . . . .
H7 H 0.126518 0.592941 0.444281 0.048 Uiso 1 1 calc R . . . .
C8 C -0.08166(17) 0.55071(17) 0.1595(2) 0.0423(6) Uani 1 1 d . . . . .
C9 C -0.02387(17) 0.59034(16) 0.08742(19) 0.0401(6) Uani 1 1 d . . . . .
C10 C -0.05293(17) 0.65294(17) 0.0107(2) 0.0419(6) Uani 1 1 d . . . . .
H10 H -0.113341 0.669460 -0.001223 0.050 Uiso 1 1 calc R . . . .
C11 C 0.00582(16) 0.69093(17) -0.04797(19) 0.0404(6) Uani 1 1 d . . . . .
H11 H -0.014524 0.733489 -0.100147 0.049 Uiso 1 1 calc R . . . .
C12 C 0.09478(16) 0.66754(16) -0.0315(2) 0.0393(5) Uani 1 1 d . . . . .
C13 C 0.12296(17) 0.60018(16) 0.0387(2) 0.0403(6) Uani 1 1 d . . . . .
H13 H 0.182344 0.580457 0.045828 0.048 Uiso 1 1 calc R . . . .
C14 C 0.06496(16) 0.56215(16) 0.0976(2) 0.0409(6) Uani 1 1 d . . . . .
H14 H 0.084698 0.516416 0.145744 0.049 Uiso 1 1 calc R . . . .
C15 C 0.16288(17) 0.71047(15) -0.0869(2) 0.0398(6) Uani 1 1 d . . . . .
C16 C 0.25299(16) 0.71250(15) -0.0220(2) 0.0386(5) Uani 1 1 d . . . . .
C17 C 0.26319(17) 0.74109(16) 0.0828(2) 0.0415(6) Uani 1 1 d . . . . .
H17 H 0.215439 0.768702 0.109613 0.050 Uiso 1 1 calc R . . . .
C18 C 0.34271(17) 0.72927(15) 0.1477(2) 0.0391(5) Uani 1 1 d . . . . .
H18 H 0.349521 0.749651 0.218730 0.047 Uiso 1 1 calc R . . . .
C19 C 0.41273(16) 0.68794(15) 0.11017(19) 0.0368(5) Uani 1 1 d . . . . .
C20 C 0.40414(17) 0.66388(16) 0.0035(2) 0.0409(6) Uani 1 1 d . . . . .
H20 H 0.452852 0.638899 -0.024145 0.049 Uiso 1 1 calc R . . . .
C21 C 0.32485(17) 0.67636(16) -0.0621(2) 0.0420(6) Uani 1 1 d . . . . .
H21 H 0.319433 0.660214 -0.134616 0.050 Uiso 1 1 calc R . . . .
C22 C 0.49678(16) 0.66763(15) 0.1807(2) 0.0386(5) Uani 1 1 d . . . . .
C23 C 0.49485(16) 0.65596(15) 0.2972(2) 0.0372(5) Uani 1 1 d . . . . .
C24 C 0.42445(15) 0.61176(15) 0.33392(18) 0.0344(5) Uani 1 1 d . . . . .
H24 H 0.375094 0.592017 0.286011 0.041 Uiso 1 1 calc R . . . .
C25 C 0.42921(14) 0.59791(14) 0.44167(18) 0.0319(5) Uani 1 1 d . . . . .
C26 C 0.36666(15) 0.55454(14) 0.50387(18) 0.0321(5) Uani 1 1 d . . . . .
C27 C 0.28545(15) 0.51599(15) 0.47200(18) 0.0336(5) Uani 1 1 d . . . . .
H27 H 0.260547 0.514751 0.399391 0.040 Uiso 1 1 calc R . . . .
C28 C 0.24071(15) 0.47870(15) 0.54966(19) 0.0363(5) Uani 1 1 d . . . . .
C29 C 0.27768(17) 0.48071(16) 0.65613(19) 0.0399(6) Uani 1 1 d . . . . .
H29 H 0.247249 0.454322 0.707731 0.048 Uiso 1 1 calc R . . . .
C30 C 0.35820(17) 0.52075(16) 0.68722(19) 0.0389(5) Uani 1 1 d . . . . .
H30 H 0.382911 0.522951 0.759856 0.047 Uiso 1 1 calc R . . . .
C31 C 0.40204(15) 0.55747(15) 0.61093(18) 0.0336(5) Uani 1 1 d . . . . .
C32 C 0.48884(16) 0.60435(15) 0.62230(19) 0.0379(5) Uani 1 1 d . . . . .
C33 C 0.50187(15) 0.62790(14) 0.51159(19) 0.0346(5) Uani 1 1 d . . . . .
C34 C 0.57064(16) 0.67231(15) 0.4758(2) 0.0390(5) Uani 1 1 d . . . . .
H34 H 0.619131 0.693263 0.524153 0.047 Uiso 1 1 calc R . . . .
C35 C 0.56723(16) 0.68549(15) 0.3681(2) 0.0390(6) Uani 1 1 d . . . . .
H35 H 0.614362 0.714808 0.341951 0.047 Uiso 1 1 calc R . . . .
O6 O 0.72987(14) 0.51419(13) 0.80847(17) 0.0605(6) Uani 1 1 d . . . . .
O7 O 0.73569(12) 0.65873(12) 0.83026(15) 0.0498(5) Uani 1 1 d . . . . .
C36 C 0.6582(2) 0.5801(2) 0.9436(2) 0.0571(7) Uani 1 1 d . . . . .
H36A H 0.697026 0.592442 1.009948 0.086 Uiso 1 1 calc GR . . . .
H36B H 0.629961 0.522966 0.948540 0.086 Uiso 1 1 calc GR . . . .
H36C H 0.612899 0.625708 0.930859 0.086 Uiso 1 1 calc GR . . . .
C37 C 0.71103(17) 0.57894(17) 0.8548(2) 0.0432(6) Uani 1 1 d . . . . .
C38 C 0.7802(2) 0.6613(2) 0.7373(3) 0.0704(9) Uani 1 1 d . . . . .
H38A H 0.839386 0.634352 0.754089 0.084 Uiso 1 1 calc R . . . .
H38B H 0.746053 0.627289 0.679354 0.084 Uiso 1 1 calc R . . . .
C39 C 0.7890(3) 0.7507(3) 0.7038(3) 0.0796(11) Uani 1 1 d . . . . .
H39A H 0.819360 0.751731 0.641308 0.119 Uiso 1 1 calc GR . . . .
H39B H 0.823238 0.784098 0.761134 0.119 Uiso 1 1 calc GR . . . .
H39C H 0.730314 0.776891 0.686093 0.119 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.220(3) . ?
O2 C8 1.216(3) . ?
O3 C15 1.210(3) . ?
O4 C22 1.215(3) . ?
O5 C32 1.211(3) . ?
C1 C2 1.481(4) . ?
C1 C28 1.504(3) . ?
C2 C3 1.397(3) . ?
C2 C7 1.389(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(4) . ?
C5 C6 1.411(4) . ?
C5 C8 1.496(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.379(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.494(4) . ?
C9 C10 1.394(4) . ?
C9 C14 1.415(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.395(3) . ?
C12 C13 1.391(3) . ?
C12 C15 1.494(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.373(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.504(4) . ?
C16 C17 1.395(4) . ?
C16 C21 1.393(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.382(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.388(3) . ?
C19 C20 1.399(4) . ?
C19 C22 1.493(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.385(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.503(4) . ?
C23 C24 1.409(3) . ?
C23 C35 1.400(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.383(3) . ?
C25 C26 1.486(3) . ?
C25 C33 1.399(3) . ?
C26 C27 1.383(3) . ?
C26 C31 1.396(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.405(3) . ?
C28 C29 1.395(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.382(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.380(3) . ?
C31 C32 1.498(3) . ?
C32 C33 1.499(3) . ?
C33 C34 1.385(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.383(4) . ?
C35 H35 0.9500 . ?
O6 C37 1.208(3) . ?
O7 C37 1.326(3) . ?
O7 C38 1.452(4) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C36 C37 1.485(4) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38 C39 1.441(5) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?

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 120.5(2) . . ?
O1 C1 C28 119.6(2) . . ?
C2 C1 C28 119.9(2) . . ?
C3 C2 C1 119.4(2) . . ?
C7 C2 C1 121.3(2) . . ?
C7 C2 C3 119.3(2) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.9(2) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.8(2) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 119.1(2) . . ?
C4 C5 C8 122.0(2) . . ?
C6 C5 C8 118.6(2) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.4(2) . . ?
C7 C6 H6 119.8 . . ?
C2 C7 H7 120.1 . . ?
C6 C7 C2 119.9(2) . . ?
C6 C7 H7 120.1 . . ?
O2 C8 C5 123.8(2) . . ?
O2 C8 C9 123.1(2) . . ?
C9 C8 C5 113.0(2) . . ?
C10 C9 C8 123.6(2) . . ?
C10 C9 C14 118.5(2) . . ?
C14 C9 C8 117.9(2) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.2(2) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.7(2) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C15 123.4(2) . . ?
C13 C12 C11 119.4(2) . . ?
C13 C12 C15 117.2(2) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 120.0(2) . . ?
C14 C13 H13 120.0 . . ?
C9 C14 H14 119.6 . . ?
C13 C14 C9 120.7(2) . . ?
C13 C14 H14 119.6 . . ?
O3 C15 C12 123.4(2) . . ?
O3 C15 C16 123.2(2) . . ?
C12 C15 C16 113.4(2) . . ?
C17 C16 C15 120.1(2) . . ?
C21 C16 C15 120.1(2) . . ?
C21 C16 C17 119.4(2) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.1(2) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.7(2) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 C20 119.2(2) . . ?
C18 C19 C22 121.9(2) . . ?
C20 C19 C22 119.0(2) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.2(2) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 H21 119.9 . . ?
C20 C21 C16 120.2(2) . . ?
C20 C21 H21 119.9 . . ?
O4 C22 C19 121.0(2) . . ?
O4 C22 C23 120.1(2) . . ?
C19 C22 C23 118.9(2) . . ?
C24 C23 C22 120.8(2) . . ?
C35 C23 C22 118.3(2) . . ?
C35 C23 C24 120.8(2) . . ?
C23 C24 H24 120.9 . . ?
C25 C24 C23 118.1(2) . . ?
C25 C24 H24 120.9 . . ?
C24 C25 C26 130.9(2) . . ?
C24 C25 C33 120.5(2) . . ?
C33 C25 C26 108.7(2) . . ?
C27 C26 C25 130.9(2) . . ?
C27 C26 C31 120.4(2) . . ?
C31 C26 C25 108.7(2) . . ?
C26 C27 H27 120.8 . . ?
C26 C27 C28 118.3(2) . . ?
C28 C27 H27 120.8 . . ?
C27 C28 C1 121.3(2) . . ?
C29 C28 C1 118.0(2) . . ?
C29 C28 C27 120.5(2) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 C28 120.6(2) . . ?
C30 C29 H29 119.7 . . ?
C29 C30 H30 120.6 . . ?
C31 C30 C29 118.8(2) . . ?
C31 C30 H30 120.6 . . ?
C26 C31 C32 108.9(2) . . ?
C30 C31 C26 121.2(2) . . ?
C30 C31 C32 129.9(2) . . ?
O5 C32 C31 127.2(2) . . ?
O5 C32 C33 127.7(2) . . ?
C31 C32 C33 105.10(19) . . ?
C25 C33 C32 108.7(2) . . ?
C34 C33 C25 121.5(2) . . ?
C34 C33 C32 129.8(2) . . ?
C33 C34 H34 120.7 . . ?
C35 C34 C33 118.6(2) . . ?
C35 C34 H34 120.7 . . ?
C23 C35 H35 119.7 . . ?
C34 C35 C23 120.5(2) . . ?
C34 C35 H35 119.7 . . ?
C37 O7 C38 113.7(2) . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C37 C36 H36A 109.5 . . ?
C37 C36 H36B 109.5 . . ?
C37 C36 H36C 109.5 . . ?
O6 C37 O7 122.7(3) . . ?
O6 C37 C36 125.4(3) . . ?
O7 C37 C36 112.0(2) . . ?
O7 C38 H38A 109.6 . . ?
O7 C38 H38B 109.6 . . ?
H38A C38 H38B 108.2 . . ?
C39 C38 O7 110.1(3) . . ?
C39 C38 H38A 109.6 . . ?
C39 C38 H38B 109.6 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
