# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_zap002
_database_code_depnum_ccdc_archive 'CCDC 2016020'
loop_
_audit_author_name
_audit_author_address
'Yuqiao Zhou'
;College of Chemistry, Sichuan University
China
;
_audit_update_record             
;
2020-07-13 deposited with the CCDC.	2020-12-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C52 H42 N2 O10, 2(C D Cl3)'
_chemical_formula_sum            'C54 H42 Cl6 D2 N2 O10'
_chemical_formula_weight         1095.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
D D 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.8889(4)
_cell_length_b                   14.4911(5)
_cell_length_c                   14.9954(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.794(2)
_cell_angle_gamma                90
_cell_volume                     2497.81(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    144(2)
_cell_measurement_reflns_used    9871
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      79.81

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.087
_exptl_absorpt_coefficient_mu    3.660
_shelx_estimated_absorpt_T_min   0.610
_shelx_estimated_absorpt_T_max   0.741
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8168
_exptl_absorpt_correction_T_max  0.9788
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      144(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35835
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_av_R_equivalents  0.0632
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.255
_diffrn_reflns_theta_max         80.708
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             5330
_reflns_number_gt                4661
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0765P)²+7.4998P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5330
_refine_ls_number_parameters     367
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0869
_refine_ls_wR_factor_ref         0.2220
_refine_ls_wR_factor_gt          0.2166
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.41207(19) 0.39099(17) 0.64391(17) 0.0291(5) Uani 1 1 d . . . . .
O2 O 0.5391(2) 0.48845(19) 0.6046(2) 0.0421(7) Uani 1 1 d . . . . .
O3 O 0.0043(3) 0.1230(2) 0.4360(2) 0.0499(8) Uani 1 1 d . . . . .
O4 O 0.1518(3) 0.6708(2) 0.7331(2) 0.0489(8) Uani 1 1 d . . . . .
O5 O 0.2962(3) 0.6089(2) 0.85051(19) 0.0480(8) Uani 1 1 d . . . . .
N N 0.0808(2) 0.5213(2) 0.3609(2) 0.0289(6) Uani 1 1 d D . . . .
H1N H 0.039(3) 0.471(2) 0.350(3) 0.032(11) Uiso 1 1 d D . . . .
C11 C 0.5675(3) 0.3232(3) 0.5991(3) 0.0346(8) Uani 1 1 d . . . . .
H11A H 0.507349 0.279628 0.565501 0.042 Uiso 1 1 calc R U . . .
H11B H 0.604593 0.295226 0.659780 0.042 Uiso 1 1 calc R U . . .
C12 C 0.5091(3) 0.4114(2) 0.6149(2) 0.0299(7) Uani 1 1 d . . . . .
C13 C 0.3461(3) 0.4671(2) 0.6623(2) 0.0246(6) Uani 1 1 d . . . . .
C14 C 0.2612(3) 0.5043(2) 0.5890(2) 0.0236(6) Uani 1 1 d . . . . .
C15 C 0.1913(3) 0.5753(2) 0.6079(2) 0.0268(7) Uani 1 1 d . . . . .
H15 H 0.131772 0.601893 0.560187 0.032 Uiso 1 1 calc R U . . .
C16 C 0.2108(3) 0.6059(3) 0.6977(2) 0.0305(7) Uani 1 1 d . . . . .
C17 C 0.2223(5) 0.6876(4) 0.8241(3) 0.0586(14) Uani 1 1 d . . . . .
H17A H 0.172795 0.696411 0.867422 0.070 Uiso 1 1 calc R U . . .
H17B H 0.269672 0.743982 0.824912 0.070 Uiso 1 1 calc R U . . .
C18 C 0.2973(3) 0.5675(3) 0.7677(2) 0.0330(8) Uani 1 1 d . . . . .
C19 C 0.3674(3) 0.4978(3) 0.7527(2) 0.0315(7) Uani 1 1 d . . . . .
H19 H 0.426837 0.471949 0.800957 0.038 Uiso 1 1 calc R U . . .
C31 C 0.2459(3) 0.4659(2) 0.4919(2) 0.0251(7) Uani 1 1 d . . . . .
H31 H 0.325551 0.453808 0.483857 0.030 Uiso 1 1 calc R U . . .
C32 C 0.1814(3) 0.3741(2) 0.4789(2) 0.0252(7) Uani 1 1 d . . . . .
C33 C 0.1970(4) 0.3093(3) 0.4148(3) 0.0466(10) Uani 1 1 d . . . . .
H33 H 0.250493 0.322138 0.378967 0.056 Uiso 1 1 calc R U . . .
C34 C 0.1370(5) 0.2268(3) 0.4018(3) 0.0560(13) Uani 1 1 d . . . . .
H34 H 0.149758 0.183868 0.357537 0.067 Uiso 1 1 calc R U . . .
C35 C 0.0584(4) 0.2065(3) 0.4527(3) 0.0377(9) Uani 1 1 d . . . . .
C36 C 0.0395(3) 0.2695(3) 0.5159(3) 0.0307(7) Uani 1 1 d . . . . .
H36 H -0.014589 0.256568 0.551230 0.037 Uiso 1 1 calc R U . . .
C37 C 0.1002(3) 0.3522(2) 0.5275(2) 0.0280(7) Uani 1 1 d . . . . .
H37 H 0.085531 0.395639 0.570583 0.034 Uiso 1 1 calc R U . . .
C38 C -0.0817(4) 0.1029(3) 0.4846(4) 0.0520(11) Uani 1 1 d . . . . .
H38A H -0.114726 0.041646 0.466650 0.078 Uiso 1 1 calc R U . . .
H38B H -0.143557 0.149322 0.469398 0.078 Uiso 1 1 calc R U . . .
H38C H -0.045740 0.103879 0.551158 0.078 Uiso 1 1 calc R U . . .
C41 C 0.1894(3) 0.5357(2) 0.4194(2) 0.0235(6) Uani 1 1 d . . . . .
C43 C 0.0502(3) 0.5971(3) 0.3040(2) 0.0294(7) Uani 1 1 d . . . . .
C44 C -0.0515(3) 0.6151(3) 0.2356(3) 0.0390(9) Uani 1 1 d . . . . .
H44 H -0.112257 0.570780 0.219305 0.047 Uiso 1 1 calc R U . . .
C45 C -0.0601(4) 0.7000(3) 0.1926(3) 0.0447(10) Uani 1 1 d . . . . .
H45A H -0.128832 0.714913 0.146566 0.054 Uiso 1 1 calc R U . . .
C46 C 0.0294(4) 0.7638(3) 0.2153(3) 0.0437(10) Uani 1 1 d . . . . .
H46 H 0.021115 0.821252 0.183747 0.052 Uiso 1 1 calc R U . . .
C47 C 0.1296(3) 0.7461(3) 0.2820(3) 0.0363(8) Uani 1 1 d . . . . .
H47 H 0.189727 0.790963 0.297176 0.044 Uiso 1 1 calc R U . . .
C48 C 0.1420(3) 0.6604(3) 0.3277(2) 0.0275(7) Uani 1 1 d . . . . .
C49 C 0.2298(3) 0.6208(2) 0.4021(2) 0.0272(7) Uani 1 1 d . . . . .
C50 C 0.3405(3) 0.6659(3) 0.4548(3) 0.0315(7) Uani 1 1 d . . . . .
H50A H 0.373953 0.628814 0.510784 0.038 Uiso 1 1 calc R U . . .
H50B H 0.321677 0.727637 0.475250 0.038 Uiso 1 1 calc R U . . .
Cl1X Cl 0.7149(7) 0.5057(5) 0.7993(5) 0.095(2) Uani 0.587(9) 1 d D . P A 1
Cl2X Cl 0.9206(4) 0.5889(3) 0.8699(7) 0.123(2) Uani 0.587(9) 1 d D . P A 1
Cl3X Cl 0.8162(4) 0.4789(5) 0.98400(18) 0.105(2) Uani 0.587(9) 1 d D . P A 1
C1SX C 0.8441(11) 0.4908(12) 0.8788(7) 0.062(4) Uani 0.587(9) 1 d D . P A 1
D1SX D 0.885350 0.435072 0.863672 0.074 Uiso 0.587(9) 1 calc R U P A 1
Cl1Y Cl 0.7195(4) 0.4999(5) 0.7865(4) 0.0388(11) Uani 0.413(9) 1 d D . P A 2
Cl2Y Cl 0.9575(6) 0.5986(3) 0.8298(4) 0.0742(17) Uani 0.413(9) 1 d D . P A 2
Cl3Y Cl 0.8593(5) 0.5570(6) 0.9792(3) 0.087(3) Uani 0.413(9) 1 d D . P A 2
C1SY C 0.8611(14) 0.5182(14) 0.8653(8) 0.071(7) Uani 0.413(9) 1 d D . P A 2
D1SY D 0.901392 0.457023 0.873263 0.085 Uiso 0.413(9) 1 calc R U P A 2


_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 C12 1.365(4) . ?
O1 C13 1.421(4) . ?
O2 C12 1.194(5) . ?
O3 C35 1.363(5) . ?
O3 C38 1.429(6) . ?
O4 C16 1.360(5) . ?
O4 C17 1.428(5) . ?
O5 C18 1.382(4) . ?
O5 C17 1.433(6) . ?
N C41 1.378(4) . ?
N C43 1.382(4) . ?
C11 C12 1.502(5) . ?
C11 C50 1.525(5) 3_666 ?
C13 C19 1.386(5) . ?
C13 C14 1.397(4) . ?
C14 C15 1.397(5) . ?
C14 C31 1.526(4) . ?
C15 C16 1.379(5) . ?
C16 C18 1.384(5) . ?
C18 C19 1.365(5) . ?
C31 C41 1.511(4) . ?
C31 C32 1.523(5) . ?
C32 C37 1.387(5) . ?
C32 C33 1.389(5) . ?
C33 C34 1.380(6) . ?
C34 C35 1.381(6) . ?
C35 C36 1.376(5) . ?
C36 C37 1.386(5) . ?
C41 C49 1.372(5) . ?
C43 C44 1.396(5) . ?
C43 C48 1.400(5) . ?
C44 C45 1.380(6) . ?
C45 C46 1.386(6) . ?
C46 C47 1.370(6) . ?
C47 C48 1.409(5) . ?
C48 C49 1.438(5) . ?
C49 C50 1.501(5) . ?
Cl1X C1SX 1.700(12) . ?
Cl2X C1SX 1.712(12) . ?
Cl3X C1SX 1.702(12) . ?
Cl1Y C1SY 1.813(13) . ?
Cl2Y C1SY 1.808(13) . ?
Cl3Y C1SY 1.803(13) . ?

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
C12 O1 C13 116.6(3) . . ?
C35 O3 C38 116.9(3) . . ?
C16 O4 C17 104.8(3) . . ?
C18 O5 C17 104.1(3) . . ?
C41 N C43 109.2(3) . . ?
C12 C11 C50 114.7(3) . 3_666 ?
O2 C12 O1 123.2(3) . . ?
O2 C12 C11 127.6(3) . . ?
O1 C12 C11 109.2(3) . . ?
C19 C13 C14 124.1(3) . . ?
C19 C13 O1 117.8(3) . . ?
C14 C13 O1 118.1(3) . . ?
C13 C14 C15 118.2(3) . . ?
C13 C14 C31 119.8(3) . . ?
C15 C14 C31 122.0(3) . . ?
C16 C15 C14 118.3(3) . . ?
O4 C16 C15 128.9(3) . . ?
O4 C16 C18 109.8(3) . . ?
C15 C16 C18 121.3(3) . . ?
O4 C17 O5 107.3(3) . . ?
C19 C18 O5 128.0(3) . . ?
C19 C18 C16 122.6(3) . . ?
O5 C18 C16 109.4(3) . . ?
C18 C19 C13 115.6(3) . . ?
C41 C31 C32 112.0(3) . . ?
C41 C31 C14 111.5(3) . . ?
C32 C31 C14 111.9(3) . . ?
C37 C32 C33 116.2(3) . . ?
C37 C32 C31 121.9(3) . . ?
C33 C32 C31 121.8(3) . . ?
C34 C33 C32 121.9(4) . . ?
C33 C34 C35 120.3(4) . . ?
O3 C35 C36 124.3(4) . . ?
O3 C35 C34 116.2(4) . . ?
C36 C35 C34 119.5(4) . . ?
C35 C36 C37 119.2(3) . . ?
C36 C37 C32 122.9(3) . . ?
C49 C41 N 109.5(3) . . ?
C49 C41 C31 128.6(3) . . ?
N C41 C31 121.9(3) . . ?
N C43 C44 130.1(3) . . ?
N C43 C48 107.3(3) . . ?
C44 C43 C48 122.5(3) . . ?
C45 C44 C43 117.1(4) . . ?
C44 C45 C46 121.3(4) . . ?
C47 C46 C45 121.6(4) . . ?
C46 C47 C48 119.0(4) . . ?
C43 C48 C47 118.4(3) . . ?
C43 C48 C49 107.5(3) . . ?
C47 C48 C49 134.0(3) . . ?
C41 C49 C48 106.5(3) . . ?
C41 C49 C50 126.5(3) . . ?
C48 C49 C50 126.9(3) . . ?
C49 C50 C11 114.6(3) . 3_666 ?
Cl1X C1SX Cl3X 107.9(8) . . ?
Cl1X C1SX Cl2X 104.0(8) . . ?
Cl3X C1SX Cl2X 112.9(9) . . ?
Cl3Y C1SY Cl2Y 103.9(8) . . ?
Cl3Y C1SY Cl1Y 115.5(9) . . ?
Cl2Y C1SY Cl1Y 117.1(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 O1 C12 O2 -0.1(5) . . . . ?
C13 O1 C12 C11 179.8(3) . . . . ?
C50 C11 C12 O2 -14.0(6) 3_666 . . . ?
C50 C11 C12 O1 166.0(3) 3_666 . . . ?
C12 O1 C13 C19 -95.4(4) . . . . ?
C12 O1 C13 C14 86.7(4) . . . . ?
C19 C13 C14 C15 -1.7(5) . . . . ?
O1 C13 C14 C15 176.1(3) . . . . ?
C19 C13 C14 C31 179.3(3) . . . . ?
O1 C13 C14 C31 -2.9(4) . . . . ?
C13 C14 C15 C16 1.0(5) . . . . ?
C31 C14 C15 C16 179.9(3) . . . . ?
C17 O4 C16 C15 -168.8(4) . . . . ?
C17 O4 C16 C18 13.8(5) . . . . ?
C14 C15 C16 O4 -177.2(4) . . . . ?
C14 C15 C16 C18 -0.1(5) . . . . ?
C16 O4 C17 O5 -21.3(5) . . . . ?
C18 O5 C17 O4 20.6(5) . . . . ?
C17 O5 C18 C19 169.6(4) . . . . ?
C17 O5 C18 C16 -12.3(5) . . . . ?
O4 C16 C18 C19 177.3(4) . . . . ?
C15 C16 C18 C19 -0.3(6) . . . . ?
O4 C16 C18 O5 -0.9(5) . . . . ?
C15 C16 C18 O5 -178.5(3) . . . . ?
O5 C18 C19 C13 177.6(4) . . . . ?
C16 C18 C19 C13 -0.4(5) . . . . ?
C14 C13 C19 C18 1.4(5) . . . . ?
O1 C13 C19 C18 -176.4(3) . . . . ?
C13 C14 C31 C41 -156.8(3) . . . . ?
C15 C14 C31 C41 24.3(4) . . . . ?
C13 C14 C31 C32 76.8(4) . . . . ?
C15 C14 C31 C32 -102.1(4) . . . . ?
C41 C31 C32 C37 -96.7(4) . . . . ?
C14 C31 C32 C37 29.4(4) . . . . ?
C41 C31 C32 C33 80.5(4) . . . . ?
C14 C31 C32 C33 -153.4(4) . . . . ?
C37 C32 C33 C34 -1.4(7) . . . . ?
C31 C32 C33 C34 -178.8(4) . . . . ?
C32 C33 C34 C35 0.2(8) . . . . ?
C38 O3 C35 C36 3.3(6) . . . . ?
C38 O3 C35 C34 -176.8(4) . . . . ?
C33 C34 C35 O3 -179.2(5) . . . . ?
C33 C34 C35 C36 0.7(7) . . . . ?
O3 C35 C36 C37 179.6(4) . . . . ?
C34 C35 C36 C37 -0.3(6) . . . . ?
C35 C36 C37 C32 -1.0(5) . . . . ?
C33 C32 C37 C36 1.8(5) . . . . ?
C31 C32 C37 C36 179.2(3) . . . . ?
C43 N C41 C49 0.7(4) . . . . ?
C43 N C41 C31 178.4(3) . . . . ?
C32 C31 C41 C49 -171.4(3) . . . . ?
C14 C31 C41 C49 62.3(4) . . . . ?
C32 C31 C41 N 11.4(4) . . . . ?
C14 C31 C41 N -114.9(3) . . . . ?
C41 N C43 C44 -178.5(4) . . . . ?
C41 N C43 C48 -0.1(4) . . . . ?
N C43 C44 C45 176.7(4) . . . . ?
C48 C43 C44 C45 -1.5(6) . . . . ?
C43 C44 C45 C46 1.2(7) . . . . ?
C44 C45 C46 C47 -0.9(7) . . . . ?
C45 C46 C47 C48 0.8(6) . . . . ?
N C43 C48 C47 -177.1(3) . . . . ?
C44 C43 C48 C47 1.5(5) . . . . ?
N C43 C48 C49 -0.6(4) . . . . ?
C44 C43 C48 C49 178.0(3) . . . . ?
C46 C47 C48 C43 -1.0(5) . . . . ?
C46 C47 C48 C49 -176.4(4) . . . . ?
N C41 C49 C48 -1.1(4) . . . . ?
C31 C41 C49 C48 -178.6(3) . . . . ?
N C41 C49 C50 175.4(3) . . . . ?
C31 C41 C49 C50 -2.1(6) . . . . ?
C43 C48 C49 C41 1.0(4) . . . . ?
C47 C48 C49 C41 176.8(4) . . . . ?
C43 C48 C49 C50 -175.5(3) . . . . ?
C47 C48 C49 C50 0.3(6) . . . . ?
C41 C49 C50 C11 112.4(4) . . . 3_666 ?
C48 C49 C50 C11 -71.8(4) . . . 3_666 ?

_refine_diff_density_max         1.168
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.081


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CDCl3'
####################################################################### 
# 
# 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_xwl_32
_database_code_depnum_ccdc_archive 'CCDC 2016694'
loop_
_audit_author_name
_audit_author_address
'Chaoran Xu'
;College of Chemistry, Sichuan University
China
;
_audit_update_record             
;
2020-07-16 deposited with the CCDC.	2020-12-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H27 N3 O5'
_chemical_formula_sum            'C30 H27 N3 O5'
_chemical_formula_weight         509.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
N N 0.0311 0.0180 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.8152(2)
_cell_length_b                   12.5754(2)
_cell_length_c                   20.1202(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2736.46(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    252(2)
_cell_measurement_reflns_used    8069
_cell_measurement_theta_min      4.15
_cell_measurement_theta_max      64.97

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_F_000             1072
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.695
_shelx_estimated_absorpt_T_min   0.879
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6402
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      252(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Photon II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17740
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         4.146
_diffrn_reflns_theta_max         65.092
_diffrn_reflns_theta_full        65.092
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4659
_reflns_number_gt                4204
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.761
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.997

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0413P)²+0.3200P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0020(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1639 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.09(12)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4659
_refine_ls_number_parameters     367
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0925
_refine_ls_wR_factor_gt          0.0857
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.097
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1X O 0.6541(11) 0.3828(11) 0.1783(3) 0.1329(19) Uani 0.674(18) 1 d D . P A 1
O2X O 0.8236(12) 0.4559(15) 0.2338(3) 0.1329(19) Uani 0.674(18) 1 d D . P A 1
C3X C 0.7688(16) 0.4306(18) 0.1690(7) 0.142(7) Uani 0.674(18) 1 d D . P A 1
H3XA H 0.759054 0.495861 0.142938 0.170 Uiso 0.674(18) 1 calc R U P A 1
H3XB H 0.823403 0.382398 0.144510 0.170 Uiso 0.674(18) 1 calc R U P A 1
O1Y O 0.604(2) 0.435(2) 0.1884(7) 0.1329(19) Uani 0.326(18) 1 d D . P A 2
O2Y O 0.808(2) 0.459(3) 0.2241(7) 0.1329(19) Uani 0.326(18) 1 d D . P A 2
C3Y C 0.720(3) 0.485(4) 0.1743(14) 0.18(3) Uani 0.326(18) 1 d D . P A 2
H3YA H 0.749892 0.461913 0.130745 0.214 Uiso 0.326(18) 1 calc R U P A 2
H3YB H 0.708272 0.562652 0.172654 0.214 Uiso 0.326(18) 1 calc R U P A 2
C4 C 0.7545(3) 0.4125(3) 0.34561(14) 0.0600(8) Uani 1 1 d . . . . .
H4 H 0.827294 0.437273 0.365870 0.072 Uiso 1 1 calc R U . . .
C5 C 0.7388(4) 0.4179(4) 0.27803(15) 0.0849(13) Uani 1 1 d D . . . .
C6 C 0.6322(5) 0.3836(4) 0.24851(16) 0.108(2) Uani 1 1 d D . . . .
C7 C 0.5365(4) 0.3396(4) 0.28381(18) 0.0926(15) Uani 1 1 d . . . . .
H7 H 0.464156 0.315351 0.262782 0.111 Uiso 1 1 calc R U . . .
C8 C 0.5519(3) 0.3327(2) 0.35225(14) 0.0547(7) Uani 1 1 d . . . . .
C9 C 0.6585(3) 0.3690(2) 0.38331(12) 0.0443(6) Uani 1 1 d . . . . .
C00D C 0.8006(2) 0.09337(18) 0.47698(12) 0.0400(5) Uani 1 1 d . . . . .
O10 O 0.4637(2) 0.2874(2) 0.39190(11) 0.0643(6) Uani 1 1 d D . . . .
H10 H 0.398(3) 0.279(3) 0.3688(19) 0.085(13) Uiso 1 1 d D . . . .
C11 C 0.6673(2) 0.36043(18) 0.45881(11) 0.0385(5) Uani 1 1 d . . . . .
H11 H 0.583985 0.376342 0.476664 0.046 Uiso 1 1 calc R U . . .
C12 C 0.7551(3) 0.44382(19) 0.48733(11) 0.0392(5) Uani 1 1 d . . . . .
C13 C 0.7230(3) 0.5507(2) 0.48254(14) 0.0509(6) Uani 1 1 d . . . . .
H13 H 0.646180 0.569555 0.464178 0.061 Uiso 1 1 calc R U . . .
C14 C 0.8017(3) 0.6292(2) 0.50415(15) 0.0567(7) Uani 1 1 d . . . . .
H14 H 0.778228 0.700929 0.500455 0.068 Uiso 1 1 calc R U . . .
C15 C 0.9157(3) 0.6031(2) 0.53141(13) 0.0474(6) Uani 1 1 d . . . . .
C16 C 0.9494(3) 0.4974(2) 0.53678(13) 0.0459(6) Uani 1 1 d . . . . .
H16 H 1.026331 0.478715 0.555092 0.055 Uiso 1 1 calc R U . . .
C17 C 0.8682(3) 0.41892(19) 0.51477(11) 0.0407(5) Uani 1 1 d . . . . .
H17 H 0.891139 0.347106 0.518760 0.049 Uiso 1 1 calc R U . . .
C18 C 1.0968(3) 0.6654(3) 0.58569(19) 0.0681(9) Uani 1 1 d . . . . .
H18A H 1.154785 0.630809 0.555926 0.102 Uiso 1 1 calc R U . . .
H18B H 1.079532 0.619029 0.623064 0.102 Uiso 1 1 calc R U . . .
H18C H 1.132386 0.731432 0.601728 0.102 Uiso 1 1 calc R U . . .
O19 O 0.9866(2) 0.68715(16) 0.55147(12) 0.0653(6) Uani 1 1 d . . . . .
C20 C 0.6996(2) 0.24996(18) 0.48105(10) 0.0365(5) Uani 1 1 d . . . . .
C21 C 0.6704(2) 0.19705(18) 0.53825(11) 0.0381(5) Uani 1 1 d . . . . .
C22 C 0.7328(2) 0.09694(19) 0.53682(11) 0.0408(5) Uani 1 1 d . . . . .
C23 C 0.7414(3) 0.0100(2) 0.58016(14) 0.0545(7) Uani 1 1 d . . . . .
H23 H 0.697030 0.009610 0.620328 0.065 Uiso 1 1 calc R U . . .
C24 C 0.8152(4) -0.0747(2) 0.56338(16) 0.0632(8) Uani 1 1 d . . . . .
H24 H 0.820978 -0.133028 0.592393 0.076 Uiso 1 1 calc R U . . .
C25 C 0.8820(3) -0.0755(2) 0.50390(17) 0.0606(8) Uani 1 1 d . . . . .
H25 H 0.932799 -0.134045 0.493938 0.073 Uiso 1 1 calc R U . . .
C26 C 0.8746(3) 0.0078(2) 0.45955(15) 0.0502(6) Uani 1 1 d . . . . .
H26 H 0.918050 0.006669 0.419101 0.060 Uiso 1 1 calc R U . . .
N27 N 0.7783(2) 0.18725(15) 0.44411(10) 0.0393(5) Uani 1 1 d D . . . .
H27 H 0.812(3) 0.202(2) 0.4044(11) 0.046(7) Uiso 1 1 d D . . . .
C28 C 0.5788(3) 0.2352(2) 0.58914(11) 0.0446(6) Uani 1 1 d . . . . .
H28A H 0.510811 0.183880 0.591411 0.054 Uiso 1 1 calc R U . . .
H28B H 0.544138 0.302942 0.573826 0.054 Uiso 1 1 calc R U . . .
C29 C 0.6294(3) 0.2509(2) 0.65820(12) 0.0485(6) Uani 1 1 d . . . . .
O30 O 0.7334(2) 0.2312(2) 0.67544(10) 0.0739(7) Uani 1 1 d . . . . .
N31 N 0.5435(2) 0.2883(2) 0.70470(10) 0.0526(6) Uani 1 1 d D . . . .
N32 N 0.4293(2) 0.3236(2) 0.68370(11) 0.0595(7) Uani 1 1 d D . . . .
C33X C 0.6740(7) 0.2781(12) 0.8105(2) 0.0983(17) Uani 0.80(2) 1 d D . P B 1
H33A H 0.734507 0.247279 0.780577 0.148 Uiso 0.80(2) 1 calc R U P B 1
H33B H 0.706178 0.343927 0.828714 0.148 Uiso 0.80(2) 1 calc R U P B 1
H33C H 0.656991 0.228688 0.846355 0.148 Uiso 0.80(2) 1 calc R U P B 1
C33Y C 0.644(3) 0.225(4) 0.8082(10) 0.0983(17) Uani 0.20(2) 1 d D . P B 2
H33D H 0.713593 0.209555 0.779472 0.148 Uiso 0.20(2) 1 calc R U P B 2
H33E H 0.673436 0.258312 0.848778 0.148 Uiso 0.20(2) 1 calc R U P B 2
H33F H 0.600908 0.159802 0.818994 0.148 Uiso 0.20(2) 1 calc R U P B 2
C34 C 0.5559(4) 0.3006(3) 0.77277(14) 0.0728(10) Uani 1 1 d D . . . .
C35 C 0.4491(4) 0.3425(4) 0.79374(15) 0.0801(12) Uani 1 1 d D . . . .
H35 H 0.428382 0.359500 0.837858 0.096 Uiso 1 1 calc R U . . .
C36 C 0.3739(3) 0.3565(3) 0.73770(16) 0.0713(10) Uani 1 1 d D . . . .
C37X C 0.2472(11) 0.4011(16) 0.7423(10) 0.0983(17) Uani 0.53(5) 1 d D . P C 1
H37A H 0.199001 0.359576 0.773547 0.148 Uiso 0.53(5) 1 calc R U P C 1
H37B H 0.208282 0.398606 0.698861 0.148 Uiso 0.53(5) 1 calc R U P C 1
H37C H 0.251589 0.474245 0.757351 0.148 Uiso 0.53(5) 1 calc R U P C 1
C37Y C 0.2438(12) 0.4054(18) 0.7260(10) 0.0983(17) Uani 0.47(5) 1 d D . P C 2
H37D H 0.224095 0.453601 0.762142 0.148 Uiso 0.47(5) 1 calc R U P C 2
H37E H 0.182651 0.348971 0.724392 0.148 Uiso 0.47(5) 1 calc R U P C 2
H37F H 0.243342 0.444012 0.684329 0.148 Uiso 0.47(5) 1 calc R U P C 2


_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
O1X C3X 1.391(12) . ?
O1X C6 1.432(7) . ?
O2X C5 1.365(8) . ?
O2X C3X 1.466(14) . ?
O1Y C6 1.405(13) . ?
O1Y C3Y 1.427(17) . ?
O2Y C5 1.419(14) . ?
O2Y C3Y 1.425(19) . ?
C4 C5 1.372(4) . ?
C4 C9 1.397(4) . ?
C5 C6 1.367(6) . ?
C6 C7 1.372(6) . ?
C7 C8 1.390(4) . ?
C8 O10 1.368(4) . ?
C8 C9 1.389(4) . ?
C9 C11 1.526(3) . ?
C00D N27 1.375(3) . ?
C00D C26 1.386(4) . ?
C00D C22 1.410(4) . ?
C11 C20 1.501(3) . ?
C11 C12 1.527(3) . ?
C12 C17 1.378(4) . ?
C12 C13 1.392(4) . ?
C13 C14 1.374(4) . ?
C14 C15 1.389(4) . ?
C15 O19 1.366(3) . ?
C15 C16 1.383(4) . ?
C16 C17 1.394(4) . ?
C18 O19 1.404(4) . ?
C20 C21 1.366(3) . ?
C20 N27 1.378(3) . ?
C21 C22 1.429(4) . ?
C21 C28 1.503(3) . ?
C22 C23 1.402(4) . ?
C23 C24 1.372(5) . ?
C24 C25 1.398(5) . ?
C25 C26 1.379(4) . ?
C28 C29 1.506(4) . ?
C29 O30 1.203(4) . ?
C29 N31 1.399(4) . ?
N31 N32 1.379(4) . ?
N31 C34 1.385(3) . ?
N32 C36 1.308(4) . ?
C33X C34 1.512(6) . ?
C33Y C34 1.521(15) . ?
C34 C35 1.338(5) . ?
C35 C36 1.401(5) . ?
C36 C37X 1.483(9) . ?
C36 C37Y 1.553(10) . ?

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
C3X O1X C6 106.0(7) . . ?
C5 O2X C3X 103.4(7) . . ?
O1X C3X O2X 109.6(10) . . ?
C6 O1Y C3Y 100.8(12) . . ?
C5 O2Y C3Y 105.4(17) . . ?
O2Y C3Y O1Y 110.3(17) . . ?
C5 C4 C9 117.8(3) . . ?
O2X C5 C6 113.2(4) . . ?
O2X C5 C4 125.5(4) . . ?
C6 C5 C4 121.3(3) . . ?
C6 C5 O2Y 103.3(7) . . ?
C4 C5 O2Y 135.3(7) . . ?
C5 C6 C7 122.6(3) . . ?
C5 C6 O1Y 114.2(6) . . ?
C7 C6 O1Y 118.0(8) . . ?
C5 C6 O1X 107.0(5) . . ?
C7 C6 O1X 129.2(4) . . ?
C6 C7 C8 116.6(3) . . ?
O10 C8 C9 117.0(2) . . ?
O10 C8 C7 121.3(3) . . ?
C9 C8 C7 121.7(3) . . ?
C8 C9 C4 120.1(2) . . ?
C8 C9 C11 118.4(2) . . ?
C4 C9 C11 121.5(2) . . ?
N27 C00D C26 130.3(2) . . ?
N27 C00D C22 107.0(2) . . ?
C26 C00D C22 122.7(2) . . ?
C20 C11 C9 112.1(2) . . ?
C20 C11 C12 112.2(2) . . ?
C9 C11 C12 111.37(19) . . ?
C17 C12 C13 117.9(2) . . ?
C17 C12 C11 123.1(2) . . ?
C13 C12 C11 118.8(2) . . ?
C14 C13 C12 121.2(3) . . ?
C13 C14 C15 120.4(2) . . ?
O19 C15 C16 124.9(3) . . ?
O19 C15 C14 115.6(2) . . ?
C16 C15 C14 119.5(2) . . ?
C15 C16 C17 119.4(2) . . ?
C12 C17 C16 121.7(2) . . ?
C15 O19 C18 118.1(2) . . ?
C21 C20 N27 108.6(2) . . ?
C21 C20 C11 130.4(2) . . ?
N27 C20 C11 120.9(2) . . ?
C20 C21 C22 107.6(2) . . ?
C20 C21 C28 124.8(2) . . ?
C22 C21 C28 127.3(2) . . ?
C23 C22 C00D 118.2(2) . . ?
C23 C22 C21 134.9(2) . . ?
C00D C22 C21 106.9(2) . . ?
C24 C23 C22 119.4(3) . . ?
C23 C24 C25 121.2(3) . . ?
C26 C25 C24 121.2(3) . . ?
C25 C26 C00D 117.4(3) . . ?
C00D N27 C20 109.90(19) . . ?
C21 C28 C29 115.5(2) . . ?
O30 C29 N31 119.8(2) . . ?
O30 C29 C28 125.3(2) . . ?
N31 C29 C28 114.8(2) . . ?
N32 N31 C34 110.7(2) . . ?
N32 N31 C29 119.8(2) . . ?
C34 N31 C29 129.4(3) . . ?
C36 N32 N31 104.9(2) . . ?
C35 C34 N31 105.8(3) . . ?
C35 C34 C33X 130.1(3) . . ?
N31 C34 C33X 123.9(3) . . ?
C35 C34 C33Y 129.6(11) . . ?
N31 C34 C33Y 117.1(10) . . ?
C34 C35 C36 107.3(3) . . ?
N32 C36 C35 111.3(3) . . ?
N32 C36 C37X 126.4(8) . . ?
C35 C36 C37X 122.3(8) . . ?
N32 C36 C37Y 114.5(8) . . ?
C35 C36 C37Y 134.2(8) . . ?

_refine_diff_density_max         0.220
_refine_diff_density_min         -0.133
_refine_diff_density_rms         0.033


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM, iPrOH'
####################################################################### 
# 
# 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_xwl
_database_code_depnum_ccdc_archive 'CCDC 2016695'
loop_
_audit_author_name
_audit_author_address
'Yuqiao Zhou'
;College of Chemistry, Sichuan University
China
;
_audit_update_record             
;
2020-07-16 deposited with the CCDC.	2020-12-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C55 H46 Cl2 N2 O11'
_chemical_formula_sum            'C55 H46 Cl2 N2 O11'
_chemical_formula_weight         981.84

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           92
_space_group_name_H-M_alt        'P 41 21 2'
_space_group_name_Hall           'P 4abw 2nw'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+1/2, x+1/2, z+1/4'
'-x, -y, z+1/2'
'y+1/2, -x+1/2, z+3/4'
'x+1/2, -y+1/2, -z+3/4'
'y, x, -z'
'-x+1/2, y+1/2, -z+1/4'
'-y, -x, -z+1/2'

_cell_length_a                   19.2448(5)
_cell_length_b                   19.2448(5)
_cell_length_c                   26.8461(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9942.8(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    9678
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      27.63

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_F_000             4096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.194
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6988
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 PHOTON II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            445593
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_av_R_equivalents  0.0913
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         2.366
_diffrn_reflns_theta_max         28.492
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             12492
_reflns_number_gt                9001
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.789
_reflns_Friedel_fraction_max     0.990
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT(Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0521P)²+3.5508P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 3305 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.003(13)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         12492
_refine_ls_number_parameters     644
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1330
_refine_ls_wR_factor_gt          0.1107
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1A Cl 0.48863(6) 0.11427(7) 0.12689(5) 0.0904(4) Uani 1 1 d . . . . .
O1A O 0.35682(12) 0.15456(12) -0.05914(8) 0.0515(5) Uani 1 1 d . . . . .
O2A O 0.3909(2) 0.25449(15) -0.02433(10) 0.0976(12) Uani 1 1 d . . . . .
O41A O 0.2541(2) 0.40840(16) 0.24628(10) 0.0903(10) Uani 1 1 d . . . . .
O42A O 0.2142(2) 0.50191(15) 0.20073(11) 0.0908(10) Uani 1 1 d . . . . .
O61A O -0.05131(17) 0.09399(18) 0.09602(16) 0.1011(11) Uani 1 1 d . . . . .
N1A N 0.24309(17) 0.15530(15) 0.17546(11) 0.0563(7) Uani 1 1 d . . . . .
H1NA H 0.204(2) 0.155(2) 0.1912(15) 0.067(12) Uiso 1 1 d . . . . .
C1A C 0.20641(17) 0.23831(16) 0.10866(12) 0.0488(7) Uani 1 1 d . . . . .
H1AB H 0.222166 0.245513 0.073547 0.059 Uiso 1 1 calc R U . . .
C2A C 0.25923(17) 0.19116(16) 0.13242(11) 0.0463(7) Uani 1 1 d . . . . .
C3A C 0.32613(16) 0.17877(16) 0.11909(10) 0.0449(6) Uani 1 1 d . . . . .
C4A C 0.36015(17) 0.20739(17) 0.07341(11) 0.0496(7) Uani 1 1 d . . . . .
H4AA H 0.410547 0.212697 0.079758 0.059 Uiso 1 1 calc R U . . .
H4AB H 0.340896 0.254082 0.066424 0.059 Uiso 1 1 calc R U . . .
C5A C 0.34987(19) 0.16151(17) 0.02786(11) 0.0510(7) Uani 1 1 d . . . . .
H5AA H 0.378289 0.118964 0.031650 0.061 Uiso 1 1 calc R U . . .
H5AB H 0.300512 0.147226 0.026050 0.061 Uiso 1 1 calc R U . . .
C6A C 0.36942(18) 0.19694(17) -0.01980(12) 0.0516(8) Uani 1 1 d . . . . .
C21A C 0.4187(2) 0.10373(19) 0.16740(13) 0.0598(9) Uani 1 1 d . . . . .
C22A C 0.35437(18) 0.13308(16) 0.15648(11) 0.0481(7) Uani 1 1 d . . . . .
C23A C 0.30065(19) 0.12009(17) 0.19115(12) 0.0536(8) Uani 1 1 d . . . . .
C24A C 0.3091(3) 0.0800(2) 0.23359(13) 0.0714(11) Uani 1 1 d . . . . .
H24A H 0.271159 0.070826 0.255285 0.086 Uiso 1 1 calc R U . . .
C25A C 0.3735(3) 0.0544(2) 0.24306(15) 0.0843(15) Uani 1 1 d . . . . .
H25A H 0.380978 0.027281 0.272157 0.101 Uiso 1 1 calc R U . . .
C26A C 0.4290(3) 0.0671(2) 0.21074(15) 0.0782(13) Uani 1 1 d . . . . .
H26A H 0.474103 0.050356 0.218756 0.094 Uiso 1 1 calc R U . . .
C41A C 0.36760(17) 0.18211(17) -0.10709(11) 0.0482(7) Uani 1 1 d . . . . .
C42A C 0.20581(17) 0.31002(17) 0.13284(11) 0.0483(7) Uani 1 1 d . . . . .
C43A C 0.2312(2) 0.32060(19) 0.18142(12) 0.0584(9) Uani 1 1 d . . . . .
H43A H 0.248378 0.282811 0.200588 0.070 Uiso 1 1 calc R U . . .
C44A C 0.2307(2) 0.3862(2) 0.20028(12) 0.0636(9) Uani 1 1 d . . . . .
C45A C 0.2067(2) 0.44217(19) 0.17319(13) 0.0609(9) Uani 1 1 d . . . . .
C46A C 0.43476(18) 0.1820(2) -0.12593(12) 0.0571(8) Uani 1 1 d . . . . .
H46A H 0.473191 0.165719 -0.107031 0.069 Uiso 1 1 calc R U . . .
C47A C 0.2397(3) 0.4811(3) 0.24751(18) 0.1008(17) Uani 1 1 d . . . . .
H47A H 0.204795 0.491125 0.273623 0.121 Uiso 1 1 calc R U . . .
H47B H 0.282625 0.507167 0.255504 0.121 Uiso 1 1 calc R U . . .
C61A C 0.13537(18) 0.20299(17) 0.10537(13) 0.0531(7) Uani 1 1 d . . . . .
C62A C 0.1303(2) 0.1374(2) 0.08413(18) 0.0765(12) Uani 1 1 d . . . . .
H62A H 0.170957 0.115943 0.071244 0.092 Uiso 1 1 calc R U . . .
C63A C 0.0682(2) 0.1028(2) 0.0812(2) 0.0875(14) Uani 1 1 d . . . . .
H63A H 0.066270 0.057876 0.066575 0.105 Uiso 1 1 calc R U . . .
C64A C 0.0080(2) 0.1331(2) 0.09973(17) 0.0728(11) Uani 1 1 d . . . . .
C65A C 0.0116(2) 0.1979(2) 0.12012(17) 0.0687(10) Uani 1 1 d . . . . .
H65A H -0.029169 0.219659 0.132502 0.082 Uiso 1 1 calc R U . . .
C66A C 0.07524(19) 0.2321(2) 0.12277(14) 0.0604(9) Uani 1 1 d . . . . .
H66A H 0.076967 0.277146 0.137159 0.072 Uiso 1 1 calc R U . . .
C67A C -0.1132(2) 0.1222(3) 0.1161(3) 0.122(2) Uani 1 1 d . . . . .
H67A H -0.150816 0.088042 0.113139 0.182 Uiso 1 1 calc R U . . .
H67B H -0.125772 0.164394 0.097792 0.182 Uiso 1 1 calc R U . . .
H67C H -0.106006 0.133559 0.151310 0.182 Uiso 1 1 calc R U . . .
Cl1B Cl 0.11366(6) 0.48955(5) 0.41430(3) 0.0672(3) Uani 1 1 d . . . . .
O1B O 0.15031(11) 0.34995(12) 0.57092(7) 0.0490(5) Uani 1 1 d . . . . .
O2B O 0.25251(15) 0.38060(19) 0.53770(9) 0.0830(9) Uani 1 1 d . . . . .
O41B O 0.21240(19) 0.49388(15) 0.71278(11) 0.0840(9) Uani 1 1 d . . . . .
O42B O 0.25684(17) 0.40009(16) 0.75600(9) 0.0799(9) Uani 1 1 d . . . . .
O61B O 0.07378(18) -0.04135(18) 0.3893(2) 0.1277(17) Uani 1 1 d . . . . .
N1B N 0.15308(16) 0.26842(16) 0.32257(10) 0.0564(7) Uani 1 1 d . . . . .
H1NB H 0.146(2) 0.228(2) 0.3016(16) 0.083(13) Uiso 1 1 d . . . . .
C1B C 0.23241(16) 0.20778(17) 0.38300(11) 0.0473(7) Uani 1 1 d . . . . .
H1BB H 0.243135 0.216357 0.418924 0.057 Uiso 1 1 calc R U . . .
C2B C 0.18912(16) 0.26856(17) 0.36697(11) 0.0468(7) Uani 1 1 d . . . . .
C3B C 0.17901(16) 0.33050(16) 0.39104(11) 0.0462(7) Uani 1 1 d . . . . .
C4B C 0.20998(17) 0.35111(18) 0.44018(11) 0.0486(7) Uani 1 1 d . . . . .
H4BA H 0.222956 0.400854 0.438840 0.058 Uiso 1 1 calc R U . . .
H4BB H 0.253019 0.323984 0.445665 0.058 Uiso 1 1 calc R U . . .
C5B C 0.16123(18) 0.33964(19) 0.48415(11) 0.0530(8) Uani 1 1 d . . . . .
H5BA H 0.118412 0.367315 0.479236 0.064 Uiso 1 1 calc R U . . .
H5BB H 0.147888 0.290000 0.485666 0.064 Uiso 1 1 calc R U . . .
C6B C 0.19459(18) 0.36011(18) 0.53205(11) 0.0494(7) Uani 1 1 d . . . . .
C21B C 0.10477(19) 0.43762(19) 0.36202(13) 0.0575(8) Uani 1 1 d . . . . .
C22B C 0.13413(16) 0.37103(17) 0.35995(11) 0.0492(7) Uani 1 1 d . . . . .
C23B C 0.11950(19) 0.33111(19) 0.31719(12) 0.0568(8) Uani 1 1 d . . . . .
C24B C 0.0798(3) 0.3549(2) 0.27794(15) 0.0877(16) Uani 1 1 d . . . . .
H24B H 0.070078 0.326476 0.249845 0.105 Uiso 1 1 calc R U . . .
C25B C 0.0550(3) 0.4215(3) 0.28144(17) 0.110(2) Uani 1 1 d . . . . .
H25B H 0.028797 0.440023 0.254568 0.133 Uiso 1 1 calc R U . . .
C26B C 0.0670(3) 0.4629(2) 0.32310(16) 0.0901(16) Uani 1 1 d . . . . .
H26B H 0.048894 0.508735 0.324383 0.108 Uiso 1 1 calc R U . . .
C41B C 0.17866(16) 0.36010(17) 0.61876(11) 0.0468(7) Uani 1 1 d . . . . .
C42B C 0.17716(19) 0.42740(18) 0.63836(12) 0.0551(8) Uani 1 1 d . . . . .
H42A H 0.158077 0.465660 0.620673 0.066 Uiso 1 1 calc R U . . .
C43B C 0.2053(2) 0.43400(18) 0.68496(12) 0.0568(8) Uani 1 1 d . . . . .
C44B C 0.23225(19) 0.3788(2) 0.71034(11) 0.0567(8) Uani 1 1 d . . . . .
C45B C 0.23323(19) 0.31317(19) 0.69135(12) 0.0542(8) Uani 1 1 d . . . . .
H45A H 0.251810 0.275460 0.709907 0.065 Uiso 1 1 calc R U . . .
C46B C 0.30311(16) 0.20569(17) 0.35687(11) 0.0461(7) Uani 1 1 d . . . . .
C47B C 0.2498(3) 0.4743(2) 0.75607(16) 0.0852(14) Uani 1 1 d . . . . .
H47C H 0.224562 0.489598 0.786279 0.102 Uiso 1 1 calc R U . . .
H47D H 0.296244 0.496452 0.756043 0.102 Uiso 1 1 calc R U . . .
C61B C 0.19145(17) 0.13996(18) 0.38213(13) 0.0525(7) Uani 1 1 d . . . . .
C62B C 0.21710(19) 0.07889(19) 0.36289(14) 0.0602(9) Uani 1 1 d . . . . .
H62B H 0.261945 0.078809 0.348095 0.072 Uiso 1 1 calc R U . . .
C63B C 0.1794(2) 0.0173(2) 0.36443(19) 0.0766(12) Uani 1 1 d . . . . .
H63B H 0.198428 -0.023884 0.350451 0.092 Uiso 1 1 calc R U . . .
C64B C 0.1152(2) 0.0159(2) 0.3860(2) 0.0848(13) Uani 1 1 d . . . . .
C65B C 0.0884(2) 0.0769(3) 0.4056(2) 0.0976(17) Uani 1 1 d . . . . .
H65B H 0.043585 0.076764 0.420384 0.117 Uiso 1 1 calc R U . . .
C66B C 0.1258(2) 0.1374(2) 0.40374(19) 0.0835(13) Uani 1 1 d . . . . .
H66B H 0.106422 0.178523 0.417531 0.100 Uiso 1 1 calc R U . . .
C67B C 0.1011(3) -0.1059(3) 0.3720(3) 0.148(3) Uani 1 1 d . . . . .
H67D H 0.066006 -0.142311 0.375986 0.221 Uiso 1 1 calc R U . . .
H67E H 0.142540 -0.117904 0.391394 0.221 Uiso 1 1 calc R U . . .
H67F H 0.113600 -0.101669 0.336734 0.221 Uiso 1 1 calc R U . . .
O1S O 0.1246(3) 0.1613(3) 0.2443(2) 0.178(3) Uani 1 1 d . . . . .
C1S C 0.0819(4) 0.1147(4) 0.2530(3) 0.138(3) Uani 1 1 d . . . . .
C2S C 0.0150(3) 0.1289(4) 0.2744(3) 0.151(3) Uani 1 1 d . . . . .
H2SA H -0.000428 0.088622 0.293770 0.227 Uiso 1 1 calc R U . . .
H2SB H -0.018542 0.138175 0.247693 0.227 Uiso 1 1 calc R U . . .
H2SC H 0.018255 0.169583 0.296179 0.227 Uiso 1 1 calc R U . . .
C3S C 0.0881(4) 0.0485(3) 0.2239(3) 0.146(3) Uani 1 1 d . . . . .
H3SA H 0.079807 0.008849 0.246030 0.218 Uiso 1 1 calc R U . . .
H3SB H 0.134863 0.045078 0.209680 0.218 Uiso 1 1 calc R U . . .
H3SC H 0.053670 0.048299 0.197013 0.218 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1A C21A 1.742(4) . ?
O1A C6A 1.356(4) . ?
O1A C41A 1.408(4) . ?
O2A C6A 1.189(4) . ?
O41A C44A 1.382(4) . ?
O41A C47A 1.426(6) . ?
O42A C45A 1.374(4) . ?
O42A C47A 1.407(5) . ?
O61A C64A 1.371(5) . ?
O61A C67A 1.416(6) . ?
N1A C23A 1.365(4) . ?
N1A C2A 1.381(4) . ?
C1A C2A 1.504(4) . ?
C1A C42A 1.525(4) . ?
C1A C61A 1.529(5) . ?
C2A C3A 1.357(4) . ?
C3A C22A 1.441(4) . ?
C3A C4A 1.495(4) . ?
C4A C5A 1.521(4) . ?
C5A C6A 1.498(4) . ?
C21A C26A 1.375(5) . ?
C21A C22A 1.392(5) . ?
C22A C23A 1.413(5) . ?
C23A C24A 1.385(5) . ?
C24A C25A 1.359(7) . ?
C25A C26A 1.398(7) . ?
C41A C42A 1.383(4) 6 ?
C41A C46A 1.388(5) . ?
C42A C43A 1.408(4) . ?
C43A C44A 1.361(5) . ?
C44A C45A 1.379(5) . ?
C45A C46A 1.362(5) 6 ?
C61A C66A 1.368(5) . ?
C61A C62A 1.389(5) . ?
C62A C63A 1.371(6) . ?
C63A C64A 1.389(6) . ?
C64A C65A 1.363(6) . ?
C65A C66A 1.391(5) . ?
Cl1B C21B 1.732(3) . ?
O1B C6B 1.361(4) . ?
O1B C41B 1.409(4) . ?
O2B C6B 1.192(4) . ?
O41B C43B 1.380(4) . ?
O41B C47B 1.418(5) . ?
O42B C44B 1.377(4) . ?
O42B C47B 1.435(5) . ?
O61B C64B 1.363(5) . ?
O61B C67B 1.426(7) . ?
N1B C23B 1.376(4) . ?
N1B C2B 1.379(4) . ?
C1B C2B 1.499(4) . ?
C1B C61B 1.525(5) . ?
C1B C46B 1.531(4) . ?
C2B C3B 1.370(4) . ?
C3B C22B 1.432(4) . ?
C3B C4B 1.501(4) . ?
C4B C5B 1.524(4) . ?
C5B C6B 1.490(4) . ?
C21B C26B 1.362(5) . ?
C21B C22B 1.402(5) . ?
C22B C23B 1.410(4) . ?
C23B C24B 1.380(5) . ?
C24B C25B 1.371(6) . ?
C25B C26B 1.392(6) . ?
C41B C46B 1.379(4) 6_556 ?
C41B C42B 1.398(5) . ?
C42B C43B 1.369(5) . ?
C43B C44B 1.365(5) . ?
C44B C45B 1.362(5) . ?
C45B C46B 1.412(4) 6_556 ?
C61B C62B 1.375(5) . ?
C61B C66B 1.392(5) . ?
C62B C63B 1.390(5) . ?
C63B C64B 1.365(6) . ?
C64B C65B 1.386(7) . ?
C65B C66B 1.369(6) . ?
O1S C1S 1.239(7) . ?
C1S C2S 1.436(8) . ?
C1S C3S 1.499(9) . ?

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
C6A O1A C41A 117.3(2) . . ?
C44A O41A C47A 105.1(3) . . ?
C45A O42A C47A 106.2(3) . . ?
C64A O61A C67A 117.5(4) . . ?
C23A N1A C2A 108.9(3) . . ?
C2A C1A C42A 111.7(3) . . ?
C2A C1A C61A 111.1(3) . . ?
C42A C1A C61A 114.8(3) . . ?
C3A C2A N1A 110.2(3) . . ?
C3A C2A C1A 129.4(3) . . ?
N1A C2A C1A 120.3(3) . . ?
C2A C3A C22A 106.3(3) . . ?
C2A C3A C4A 124.5(3) . . ?
C22A C3A C4A 129.1(3) . . ?
C3A C4A C5A 112.9(3) . . ?
C6A C5A C4A 113.0(3) . . ?
O2A C6A O1A 122.9(3) . . ?
O2A C6A C5A 126.8(3) . . ?
O1A C6A C5A 110.3(3) . . ?
C26A C21A C22A 121.0(4) . . ?
C26A C21A Cl1A 118.4(3) . . ?
C22A C21A Cl1A 120.6(3) . . ?
C21A C22A C23A 116.1(3) . . ?
C21A C22A C3A 136.9(3) . . ?
C23A C22A C3A 106.9(3) . . ?
N1A C23A C24A 128.7(3) . . ?
N1A C23A C22A 107.6(3) . . ?
C24A C23A C22A 123.7(3) . . ?
C25A C24A C23A 117.6(4) . . ?
C24A C25A C26A 121.2(4) . . ?
C21A C26A C25A 120.3(4) . . ?
C42A C41A C46A 124.4(3) 6 . ?
C42A C41A O1A 117.6(3) 6 . ?
C46A C41A O1A 118.0(3) . . ?
C41A C42A C43A 117.5(3) 6 . ?
C41A C42A C1A 121.0(3) 6 . ?
C43A C42A C1A 121.5(3) . . ?
C44A C43A C42A 118.4(3) . . ?
C43A C44A C45A 122.1(3) . . ?
C43A C44A O41A 128.0(4) . . ?
C45A C44A O41A 109.9(3) . . ?
C46A C45A O42A 128.7(3) 6 . ?
C46A C45A C44A 121.8(3) 6 . ?
O42A C45A C44A 109.5(3) . . ?
C45A C46A C41A 115.9(3) 6 . ?
O42A C47A O41A 109.1(3) . . ?
C66A C61A C62A 116.9(3) . . ?
C66A C61A C1A 123.7(3) . . ?
C62A C61A C1A 119.4(3) . . ?
C63A C62A C61A 121.8(4) . . ?
C62A C63A C64A 120.2(4) . . ?
C65A C64A O61A 125.1(4) . . ?
C65A C64A C63A 119.0(4) . . ?
O61A C64A C63A 115.9(4) . . ?
C64A C65A C66A 119.9(4) . . ?
C61A C66A C65A 122.2(4) . . ?
C6B O1B C41B 115.9(2) . . ?
C43B O41B C47B 105.8(3) . . ?
C44B O42B C47B 105.4(3) . . ?
C64B O61B C67B 117.8(4) . . ?
C23B N1B C2B 109.0(3) . . ?
C2B C1B C61B 112.1(3) . . ?
C2B C1B C46B 112.5(3) . . ?
C61B C1B C46B 115.5(3) . . ?
C3B C2B N1B 109.8(3) . . ?
C3B C2B C1B 128.5(3) . . ?
N1B C2B C1B 121.7(3) . . ?
C2B C3B C22B 106.5(3) . . ?
C2B C3B C4B 126.0(3) . . ?
C22B C3B C4B 127.4(3) . . ?
C3B C4B C5B 113.5(3) . . ?
C6B C5B C4B 111.4(3) . . ?
O2B C6B O1B 122.4(3) . . ?
O2B C6B C5B 126.9(3) . . ?
O1B C6B C5B 110.7(3) . . ?
C26B C21B C22B 120.7(3) . . ?
C26B C21B Cl1B 117.9(3) . . ?
C22B C21B Cl1B 121.3(3) . . ?
C21B C22B C23B 116.7(3) . . ?
C21B C22B C3B 135.9(3) . . ?
C23B C22B C3B 107.3(3) . . ?
N1B C23B C24B 129.1(3) . . ?
N1B C23B C22B 107.4(3) . . ?
C24B C23B C22B 123.5(3) . . ?
C25B C24B C23B 116.8(4) . . ?
C24B C25B C26B 122.2(4) . . ?
C21B C26B C25B 120.1(4) . . ?
C46B C41B C42B 124.5(3) 6_556 . ?
C46B C41B O1B 117.9(3) 6_556 . ?
C42B C41B O1B 117.6(3) . . ?
C43B C42B C41B 114.9(3) . . ?
C44B C43B C42B 122.3(3) . . ?
C44B C43B O41B 110.0(3) . . ?
C42B C43B O41B 127.7(3) . . ?
C45B C44B C43B 122.7(3) . . ?
C45B C44B O42B 127.2(3) . . ?
C43B C44B O42B 110.1(3) . . ?
C44B C45B C46B 117.7(3) . 6_556 ?
C41B C46B C45B 117.9(3) 6_556 6_556 ?
C41B C46B C1B 119.9(3) 6_556 . ?
C45B C46B C1B 122.1(3) 6_556 . ?
O41B C47B O42B 108.1(3) . . ?
C62B C61B C66B 116.9(3) . . ?
C62B C61B C1B 123.5(3) . . ?
C66B C61B C1B 119.6(3) . . ?
C61B C62B C63B 122.0(4) . . ?
C64B C63B C62B 120.1(4) . . ?
O61B C64B C63B 125.0(4) . . ?
O61B C64B C65B 116.2(4) . . ?
C63B C64B C65B 118.8(4) . . ?
C66B C65B C64B 120.7(4) . . ?
C65B C66B C61B 121.5(4) . . ?
O1S C1S C2S 122.2(7) . . ?
O1S C1S C3S 117.7(6) . . ?
C2S C1S C3S 116.2(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C23A N1A C2A C3A 1.3(4) . . . . ?
C23A N1A C2A C1A -176.1(3) . . . . ?
C42A C1A C2A C3A -93.4(4) . . . . ?
C61A C1A C2A C3A 136.8(3) . . . . ?
C42A C1A C2A N1A 83.4(4) . . . . ?
C61A C1A C2A N1A -46.3(4) . . . . ?
N1A C2A C3A C22A -0.9(4) . . . . ?
C1A C2A C3A C22A 176.1(3) . . . . ?
N1A C2A C3A C4A 177.9(3) . . . . ?
C1A C2A C3A C4A -5.1(5) . . . . ?
C2A C3A C4A C5A -87.7(4) . . . . ?
C22A C3A C4A C5A 90.8(4) . . . . ?
C3A C4A C5A C6A 167.0(3) . . . . ?
C41A O1A C6A O2A -2.5(5) . . . . ?
C41A O1A C6A C5A 175.4(3) . . . . ?
C4A C5A C6A O2A 0.0(6) . . . . ?
C4A C5A C6A O1A -177.8(3) . . . . ?
C26A C21A C22A C23A -2.9(5) . . . . ?
Cl1A C21A C22A C23A 178.5(3) . . . . ?
C26A C21A C22A C3A 172.6(4) . . . . ?
Cl1A C21A C22A C3A -6.0(6) . . . . ?
C2A C3A C22A C21A -175.5(4) . . . . ?
C4A C3A C22A C21A 5.8(6) . . . . ?
C2A C3A C22A C23A 0.2(4) . . . . ?
C4A C3A C22A C23A -178.5(3) . . . . ?
C2A N1A C23A C24A 176.9(4) . . . . ?
C2A N1A C23A C22A -1.1(4) . . . . ?
C21A C22A C23A N1A 177.3(3) . . . . ?
C3A C22A C23A N1A 0.5(4) . . . . ?
C21A C22A C23A C24A -0.9(5) . . . . ?
C3A C22A C23A C24A -177.6(3) . . . . ?
N1A C23A C24A C25A -175.0(4) . . . . ?
C22A C23A C24A C25A 2.7(6) . . . . ?
C23A C24A C25A C26A -0.9(6) . . . . ?
C22A C21A C26A C25A 4.6(6) . . . . ?
Cl1A C21A C26A C25A -176.7(3) . . . . ?
C24A C25A C26A C21A -2.7(7) . . . . ?
C6A O1A C41A C42A -98.9(3) . . . 6 ?
C6A O1A C41A C46A 82.9(4) . . . . ?
C2A C1A C42A C41A 155.9(3) . . . 6 ?
C61A C1A C42A C41A -76.3(4) . . . 6 ?
C2A C1A C42A C43A -22.1(4) . . . . ?
C61A C1A C42A C43A 105.7(4) . . . . ?
C41A C42A C43A C44A 0.4(5) 6 . . . ?
C1A C42A C43A C44A 178.4(4) . . . . ?
C42A C43A C44A C45A -0.5(6) . . . . ?
C42A C43A C44A O41A -178.7(4) . . . . ?
C47A O41A C44A C43A -178.5(5) . . . . ?
C47A O41A C44A C45A 3.2(5) . . . . ?
C47A O42A C45A C46A 178.2(5) . . . 6 ?
C47A O42A C45A C44A -3.8(5) . . . . ?
C43A C44A C45A C46A 0.1(7) . . . 6 ?
O41A C44A C45A C46A 178.5(4) . . . 6 ?
C43A C44A C45A O42A -178.1(4) . . . . ?
O41A C44A C45A O42A 0.3(5) . . . . ?
C42A C41A C46A C45A -0.6(6) 6 . . 6 ?
O1A C41A C46A C45A 177.5(3) . . . 6 ?
C45A O42A C47A O41A 5.8(6) . . . . ?
C44A O41A C47A O42A -5.5(6) . . . . ?
C2A C1A C61A C66A 127.6(4) . . . . ?
C42A C1A C61A C66A -0.4(5) . . . . ?
C2A C1A C61A C62A -51.7(4) . . . . ?
C42A C1A C61A C62A -179.8(3) . . . . ?
C66A C61A C62A C63A -0.9(7) . . . . ?
C1A C61A C62A C63A 178.5(4) . . . . ?
C61A C62A C63A C64A 0.1(8) . . . . ?
C67A O61A C64A C65A -1.8(7) . . . . ?
C67A O61A C64A C63A 177.7(5) . . . . ?
C62A C63A C64A C65A 0.7(8) . . . . ?
C62A C63A C64A O61A -178.8(5) . . . . ?
O61A C64A C65A C66A 178.6(4) . . . . ?
C63A C64A C65A C66A -0.9(7) . . . . ?
C62A C61A C66A C65A 0.7(6) . . . . ?
C1A C61A C66A C65A -178.6(4) . . . . ?
C64A C65A C66A C61A 0.1(6) . . . . ?
C23B N1B C2B C3B 0.6(4) . . . . ?
C23B N1B C2B C1B -178.7(3) . . . . ?
C61B C1B C2B C3B 127.8(4) . . . . ?
C46B C1B C2B C3B -100.1(4) . . . . ?
C61B C1B C2B N1B -53.1(4) . . . . ?
C46B C1B C2B N1B 79.0(4) . . . . ?
N1B C2B C3B C22B 0.1(4) . . . . ?
C1B C2B C3B C22B 179.3(3) . . . . ?
N1B C2B C3B C4B -179.4(3) . . . . ?
C1B C2B C3B C4B -0.2(6) . . . . ?
C2B C3B C4B C5B -97.2(4) . . . . ?
C22B C3B C4B C5B 83.5(4) . . . . ?
C3B C4B C5B C6B 179.4(3) . . . . ?
C41B O1B C6B O2B -4.6(5) . . . . ?
C41B O1B C6B C5B 173.2(3) . . . . ?
C4B C5B C6B O2B -2.7(6) . . . . ?
C4B C5B C6B O1B 179.7(3) . . . . ?
C26B C21B C22B C23B -3.2(6) . . . . ?
Cl1B C21B C22B C23B 175.4(3) . . . . ?
C26B C21B C22B C3B 175.1(5) . . . . ?
Cl1B C21B C22B C3B -6.3(6) . . . . ?
C2B C3B C22B C21B -179.1(4) . . . . ?
C4B C3B C22B C21B 0.3(7) . . . . ?
C2B C3B C22B C23B -0.7(4) . . . . ?
C4B C3B C22B C23B 178.7(3) . . . . ?
C2B N1B C23B C24B 177.3(5) . . . . ?
C2B N1B C23B C22B -1.0(4) . . . . ?
C21B C22B C23B N1B 179.8(3) . . . . ?
C3B C22B C23B N1B 1.1(4) . . . . ?
C21B C22B C23B C24B 1.4(6) . . . . ?
C3B C22B C23B C24B -177.4(4) . . . . ?
N1B C23B C24B C25B -176.9(5) . . . . ?
C22B C23B C24B C25B 1.2(8) . . . . ?
C23B C24B C25B C26B -2.1(10) . . . . ?
C22B C21B C26B C25B 2.4(8) . . . . ?
Cl1B C21B C26B C25B -176.3(5) . . . . ?
C24B C25B C26B C21B 0.3(10) . . . . ?
C6B O1B C41B C46B -92.7(3) . . . 6_556 ?
C6B O1B C41B C42B 87.6(4) . . . . ?
C46B C41B C42B C43B 0.1(5) 6_556 . . . ?
O1B C41B C42B C43B 179.9(3) . . . . ?
C41B C42B C43B C44B -0.4(5) . . . . ?
C41B C42B C43B O41B 178.3(4) . . . . ?
C47B O41B C43B C44B 3.8(5) . . . . ?
C47B O41B C43B C42B -175.0(4) . . . . ?
C42B C43B C44B C45B 0.0(6) . . . . ?
O41B C43B C44B C45B -178.9(4) . . . . ?
C42B C43B C44B O42B -180.0(3) . . . . ?
O41B C43B C44B O42B 1.1(5) . . . . ?
C47B O42B C44B C45B 174.6(4) . . . . ?
C47B O42B C44B C43B -5.5(5) . . . . ?
C43B C44B C45B C46B 0.7(6) . . . 6_556 ?
O42B C44B C45B C46B -179.3(3) . . . 6_556 ?
C2B C1B C46B C41B 148.3(3) . . . 6_556 ?
C61B C1B C46B C41B -81.3(4) . . . 6_556 ?
C2B C1B C46B C45B -29.1(4) . . . 6_556 ?
C61B C1B C46B C45B 101.3(4) . . . 6_556 ?
C43B O41B C47B O42B -7.1(5) . . . . ?
C44B O42B C47B O41B 7.8(5) . . . . ?
C2B C1B C61B C62B 135.5(3) . . . . ?
C46B C1B C61B C62B 4.9(5) . . . . ?
C2B C1B C61B C66B -47.6(5) . . . . ?
C46B C1B C61B C66B -178.2(4) . . . . ?
C66B C61B C62B C63B 0.4(6) . . . . ?
C1B C61B C62B C63B 177.4(4) . . . . ?
C61B C62B C63B C64B -0.8(7) . . . . ?
C67B O61B C64B C63B 4.5(9) . . . . ?
C67B O61B C64B C65B -176.7(6) . . . . ?
C62B C63B C64B O61B 179.6(5) . . . . ?
C62B C63B C64B C65B 0.8(8) . . . . ?
O61B C64B C65B C66B -179.5(6) . . . . ?
C63B C64B C65B C66B -0.6(9) . . . . ?
C64B C65B C66B C61B 0.3(9) . . . . ?
C62B C61B C66B C65B -0.2(7) . . . . ?
C1B C61B C66B C65B -177.3(5) . . . . ?

_refine_diff_density_max         0.445
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.036


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
