# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_cxj-1-ag
_database_code_depnum_ccdc_archive 'CCDC 2165868'
loop_
_audit_author_name
_audit_author_address
CXJ
;organic
China
;
_audit_update_record             
;
2022-04-11 deposited with the CCDC.	2023-01-13 downloaded from the CCDC.
;
_audit_creation_date             2022-04-11
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C23 H25 N O6)'
_chemical_formula_sum            'C46 H50 N2 O12'
_chemical_formula_weight         822.88
_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'
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'

_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                   20.52336(13)
_cell_length_b                   8.40993(5)
_cell_length_c                   25.93692(17)
_cell_angle_alpha                90
_cell_angle_beta                 98.5520(6)
_cell_angle_gamma                90
_cell_volume                     4426.94(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    41528
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      76.3170
_cell_measurement_theta_min      2.5350
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.737
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1744
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_unetI/netI     0.0168
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            53993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.327
_diffrn_reflns_theta_min         2.568
_diffrn_ambient_temperature      180.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8426
_reflns_number_total             9077
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.707
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.047
_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     549
_refine_ls_number_reflns         9077
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0448
_refine_ls_restrained_S_all      1.032
_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+1.7499P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1227
_refine_ls_wR_factor_ref         0.1246
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C34(H34A,H34B), C4(H4A,H4B), C3(H3A,H3B), C32(H32A,H32B),
 C33(H33A,H33B), C23(H23A,H23B), C53(H53A,H53B)
2.b Aromatic/amide H refined with riding coordinates:
 N43(H43), N13(H13), C9(H9), C15(H15), C10(H10), C19(H19), C18(H18), C16(H16),
 C40(H40), C45(H45), C49(H49), C48(H48), C39(H39), C46(H46)
2.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C20(H20A,H20B,H20C), C58(H58A,H58B,H58C), C50(H50A,H50B,
 H50C), C24(H24A,H24B,H24C), C54(H54A,H54B,H54C)
2.d Idealised tetrahedral OH refined as rotating group:
 O30(H30), O60(H60)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
O12 O 0.60634(4) 0.45141(11) 0.30949(3) 0.0275(2) Uani 1 1 d . . . . .
O22 O 0.77542(4) 0.25953(11) 0.30046(4) 0.0278(2) Uani 1 1 d . . . . .
O42 O 0.58665(4) 0.05293(11) 0.69734(4) 0.0292(2) Uani 1 1 d . . . . .
O27 O 0.79298(5) 0.16723(11) 0.41277(4) 0.0313(2) Uani 1 1 d . . . . .
O25 O 0.73920(5) 0.00974(11) 0.30940(4) 0.0355(2) Uani 1 1 d . . . . .
O30 O 0.80696(5) 0.63997(12) 0.46015(4) 0.0348(2) Uani 1 1 d . . . . .
H30 H 0.834829 0.567036 0.467185 0.052 Uiso 1 1 calc R U . . .
O52 O 0.75472(4) 0.24494(12) 0.69599(4) 0.0335(2) Uani 1 1 d . . . . .
O55 O 0.71643(6) 0.49565(12) 0.68853(4) 0.0411(2) Uani 1 1 d . . . . .
O57 O 0.71755(5) 0.34342(13) 0.58301(4) 0.0396(2) Uani 1 1 d . . . . .
O29 O 0.85561(5) 0.35664(13) 0.45547(5) 0.0429(3) Uani 1 1 d . . . . .
N43 N 0.64828(5) 0.22968(14) 0.75889(4) 0.0281(2) Uani 1 1 d . . . . .
H43 H 0.690597 0.248272 0.759567 0.034 Uiso 1 1 calc R U . . .
N13 N 0.64217(5) 0.28176(13) 0.24432(4) 0.0260(2) Uani 1 1 d . . . . .
H13 H 0.683760 0.264508 0.241430 0.031 Uiso 1 1 calc R U . . .
O60 O 0.69746(7) -0.11953(16) 0.52642(5) 0.0544(3) Uani 1 1 d . . . . .
H60 H 0.716576 -0.042249 0.514633 0.082 Uiso 1 1 calc R U . . .
O59 O 0.73876(8) 0.17052(17) 0.52260(5) 0.0645(4) Uani 1 1 d . . . . .
C21 C 0.73445(6) 0.15085(15) 0.31550(5) 0.0254(3) Uani 1 1 d . . . . .
C7 C 0.75271(6) 0.42878(15) 0.40590(5) 0.0243(2) Uani 1 1 d . . . . .
C11 C 0.65422(6) 0.50238(15) 0.34830(5) 0.0243(2) Uani 1 1 d . . . . .
C14 C 0.59525(6) 0.30330(15) 0.19832(5) 0.0250(2) Uani 1 1 d . . . . .
C6 C 0.69976(6) 0.38801(14) 0.36702(5) 0.0228(2) Uani 1 1 d . . . . .
C41 C 0.61437(6) 0.00491(15) 0.65522(5) 0.0259(3) Uani 1 1 d . . . . .
C5 C 0.67974(6) 0.23244(14) 0.33952(5) 0.0235(2) Uani 1 1 d . . . . .
C1 C 0.62284(6) 0.28772(14) 0.29448(5) 0.0242(2) Uani 1 1 d . . . . .
C36 C 0.64801(6) 0.12140(15) 0.63298(5) 0.0245(2) Uani 1 1 d . . . . .
C8 C 0.75677(6) 0.58725(16) 0.42406(5) 0.0270(3) Uani 1 1 d . . . . .
C9 C 0.70844(7) 0.69755(16) 0.40547(5) 0.0309(3) Uani 1 1 d . . . . .
H9 H 0.710931 0.802388 0.419262 0.037 Uiso 1 1 calc R U . . .
C44 C 0.62333(6) 0.21113(16) 0.80676(5) 0.0279(3) Uani 1 1 d . . . . .
C31 C 0.60697(6) 0.21911(15) 0.70994(5) 0.0252(2) Uani 1 1 d . . . . .
C35 C 0.64256(6) 0.27542(14) 0.66235(5) 0.0246(2) Uani 1 1 d . . . . .
C15 C 0.60397(7) 0.21956(17) 0.15382(5) 0.0303(3) Uani 1 1 d . . . . .
H15 H 0.640781 0.150769 0.154386 0.036 Uiso 1 1 calc R U . . .
C26 C 0.80534(6) 0.31671(16) 0.42721(5) 0.0281(3) Uani 1 1 d . . . . .
C10 C 0.65697(7) 0.65695(16) 0.36730(5) 0.0295(3) Uani 1 1 d . . . . .
H10 H 0.624268 0.732730 0.354343 0.035 Uiso 1 1 calc R U . . .
C51 C 0.70813(6) 0.35474(16) 0.68284(5) 0.0289(3) Uani 1 1 d . . . . .
C2 C 0.56314(6) 0.18483(17) 0.30065(5) 0.0311(3) Uani 1 1 d . . . . .
H2A H 0.521523 0.242384 0.288822 0.037 Uiso 1 1 calc R U . . .
H2B H 0.563455 0.084682 0.280624 0.037 Uiso 1 1 calc R U . . .
C19 C 0.54194(7) 0.40688(17) 0.19599(5) 0.0326(3) Uani 1 1 d . . . . .
H19 H 0.535872 0.467365 0.225847 0.039 Uiso 1 1 calc R U . . .
C17 C 0.50485(7) 0.33588(18) 0.10614(5) 0.0342(3) Uani 1 1 d . . . . .
C37 C 0.67733(7) 0.08487(17) 0.58852(5) 0.0299(3) Uani 1 1 d . . . . .
C34 C 0.59352(7) 0.39424(16) 0.63220(6) 0.0321(3) Uani 1 1 d . . . . .
H34A H 0.606007 0.505043 0.642075 0.039 Uiso 1 1 calc R U . . .
H34B H 0.592453 0.382000 0.594122 0.039 Uiso 1 1 calc R U . . .
C4 C 0.64501(6) 0.11724(16) 0.37309(5) 0.0305(3) Uani 1 1 d . . . . .
H4A H 0.654597 0.005425 0.364936 0.037 Uiso 1 1 calc R U . . .
H4B H 0.659955 0.136241 0.410660 0.037 Uiso 1 1 calc R U . . .
C18 C 0.49765(7) 0.42229(19) 0.15037(6) 0.0352(3) Uani 1 1 d . . . . .
H18 H 0.461615 0.493645 0.149450 0.042 Uiso 1 1 calc R U . . .
C16 C 0.55912(7) 0.23574(19) 0.10837(5) 0.0353(3) Uani 1 1 d . . . . .
H16 H 0.565669 0.177221 0.078230 0.042 Uiso 1 1 calc R U . . .
C40 C 0.60853(7) -0.14979(16) 0.63635(6) 0.0339(3) Uani 1 1 d . . . . .
H40 H 0.585276 -0.227946 0.652805 0.041 Uiso 1 1 calc R U . . .
C3 C 0.57138(7) 0.15199(18) 0.35919(6) 0.0351(3) Uani 1 1 d . . . . .
H3A H 0.544635 0.059416 0.366904 0.042 Uiso 1 1 calc R U . . .
H3B H 0.558571 0.245693 0.378496 0.042 Uiso 1 1 calc R U . . .
C32 C 0.54392(7) 0.31773(18) 0.70574(6) 0.0333(3) Uani 1 1 d . . . . .
H32A H 0.508190 0.256877 0.718445 0.040 Uiso 1 1 calc R U . . .
H32B H 0.551494 0.417285 0.726124 0.040 Uiso 1 1 calc R U . . .
C38 C 0.67127(7) -0.07234(18) 0.56918(6) 0.0360(3) Uani 1 1 d . . . . .
C45 C 0.56703(7) 0.12305(18) 0.81162(6) 0.0358(3) Uani 1 1 d . . . . .
H45 H 0.543690 0.070632 0.782051 0.043 Uiso 1 1 calc R U . . .
C49 C 0.65753(7) 0.28248(18) 0.85105(5) 0.0338(3) Uani 1 1 d . . . . .
H49 H 0.696377 0.341688 0.848618 0.041 Uiso 1 1 calc R U . . .
C48 C 0.63521(8) 0.2677(2) 0.89892(6) 0.0402(3) Uani 1 1 d . . . . .
H48 H 0.659445 0.316130 0.928887 0.048 Uiso 1 1 calc R U . . .
C33 C 0.52691(7) 0.35305(19) 0.64778(6) 0.0367(3) Uani 1 1 d . . . . .
H33A H 0.495916 0.443587 0.641457 0.044 Uiso 1 1 calc R U . . .
H33B H 0.507265 0.258986 0.628428 0.044 Uiso 1 1 calc R U . . .
C39 C 0.63727(8) -0.18695(17) 0.59324(6) 0.0379(3) Uani 1 1 d . . . . .
H39 H 0.633862 -0.292123 0.579741 0.046 Uiso 1 1 calc R U . . .
C23 C 0.82812(7) 0.1993(2) 0.27428(7) 0.0439(4) Uani 1 1 d . . . . .
H23A H 0.811163 0.175869 0.237316 0.053 Uiso 1 1 calc R U . . .
H23B H 0.846214 0.099975 0.291209 0.053 Uiso 1 1 calc R U . . .
C47 C 0.57829(7) 0.1837(2) 0.90375(6) 0.0401(3) Uani 1 1 d . . . . .
C56 C 0.71415(8) 0.20072(19) 0.56147(6) 0.0382(3) Uani 1 1 d . . . . .
C46 C 0.54496(8) 0.1117(2) 0.85960(6) 0.0412(3) Uani 1 1 d . . . . .
H46 H 0.506008 0.053075 0.862146 0.049 Uiso 1 1 calc R U . . .
C28 C 0.84337(8) 0.0514(2) 0.43043(7) 0.0473(4) Uani 1 1 d . . . . .
H28A H 0.831180 -0.051513 0.414042 0.071 Uiso 1 1 calc R U . . .
H28B H 0.847627 0.040631 0.468405 0.071 Uiso 1 1 calc R U . . .
H28C H 0.885491 0.086440 0.420817 0.071 Uiso 1 1 calc R U . . .
C53 C 0.81882(8) 0.3070(2) 0.71867(8) 0.0556(5) Uani 1 1 d . . . . .
H53A H 0.830697 0.398554 0.697955 0.067 Uiso 1 1 calc R U . . .
H53B H 0.817297 0.343818 0.754720 0.067 Uiso 1 1 calc R U . . .
C20 C 0.45490(9) 0.3501(3) 0.05738(6) 0.0535(5) Uani 1 1 d . . . . .
H20A H 0.412279 0.382144 0.066778 0.080 Uiso 1 1 calc R U . . .
H20B H 0.450266 0.247294 0.039441 0.080 Uiso 1 1 calc R U . . .
H20C H 0.469723 0.430253 0.034253 0.080 Uiso 1 1 calc R U . . .
C58 C 0.75353(11) 0.4651(2) 0.55935(8) 0.0586(5) Uani 1 1 d . . . . .
H58A H 0.730422 0.489684 0.524433 0.088 Uiso 1 1 calc R U . . .
H58B H 0.797968 0.426452 0.556735 0.088 Uiso 1 1 calc R U . . .
H58C H 0.756500 0.561241 0.580908 0.088 Uiso 1 1 calc R U . . .
C50 C 0.55250(9) 0.1700(3) 0.95529(7) 0.0594(5) Uani 1 1 d . . . . .
H50A H 0.561005 0.062623 0.969384 0.089 Uiso 1 1 calc R U . . .
H50B H 0.504971 0.190524 0.949956 0.089 Uiso 1 1 calc R U . . .
H50C H 0.574833 0.247947 0.979903 0.089 Uiso 1 1 calc R U . . .
C24 C 0.87969(8) 0.3212(2) 0.27765(9) 0.0582(5) Uani 1 1 d . . . . .
H24A H 0.914375 0.286262 0.258013 0.087 Uiso 1 1 calc R U . . .
H24B H 0.898517 0.337585 0.314251 0.087 Uiso 1 1 calc R U . . .
H24C H 0.860625 0.421096 0.262945 0.087 Uiso 1 1 calc R U . . .
C54 C 0.86676(9) 0.1845(3) 0.71897(12) 0.0774(7) Uani 1 1 d . . . . .
H54A H 0.872870 0.159953 0.683066 0.116 Uiso 1 1 calc R U . . .
H54B H 0.851734 0.089042 0.735395 0.116 Uiso 1 1 calc R U . . .
H54C H 0.908671 0.220263 0.738658 0.116 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
O12 C11 1.3668(15) . ?
O12 C1 1.4834(14) . ?
O22 C21 1.3386(16) . ?
O22 C23 1.4512(16) . ?
O42 C41 1.3657(15) . ?
O42 C31 1.4810(15) . ?
O27 C26 1.3254(16) . ?
O27 C28 1.4449(16) . ?
O25 C21 1.2030(16) . ?
O30 H30 0.8400 . ?
O30 C8 1.3591(15) . ?
O52 C51 1.3366(17) . ?
O52 C53 1.4557(18) . ?
O55 C51 1.2032(17) . ?
O57 C56 1.3213(19) . ?
O57 C58 1.4501(18) . ?
O29 C26 1.2203(16) . ?
N43 H43 0.8800 . ?
N43 C44 1.4203(16) . ?
N43 C31 1.4208(16) . ?
N13 H13 0.8800 . ?
N13 C14 1.4288(15) . ?
N13 C1 1.4164(16) . ?
O60 H60 0.8400 . ?
O60 C38 1.3614(17) . ?
O59 C56 1.2196(19) . ?
C21 C5 1.5256(17) . ?
C7 C6 1.4104(17) . ?
C7 C8 1.4117(18) . ?
C7 C26 1.4776(17) . ?
C11 C6 1.3782(17) . ?
C11 C10 1.3884(18) . ?
C14 C15 1.3862(18) . ?
C14 C19 1.3928(18) . ?
C6 C5 1.5173(17) . ?
C41 C36 1.3739(18) . ?
C41 C40 1.3889(19) . ?
C5 C1 1.5933(16) . ?
C5 C4 1.5459(17) . ?
C1 C2 1.5277(17) . ?
C36 C35 1.5152(17) . ?
C36 C37 1.4116(18) . ?
C8 C9 1.3909(19) . ?
C9 H9 0.9500 . ?
C9 C10 1.3790(19) . ?
C44 C45 1.394(2) . ?
C44 C49 1.3902(19) . ?
C31 C35 1.5968(17) . ?
C31 C32 1.5271(17) . ?
C35 C51 1.5249(18) . ?
C35 C34 1.5456(18) . ?
C15 H15 0.9500 . ?
C15 C16 1.3904(19) . ?
C10 H10 0.9500 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.528(2) . ?
C19 H19 0.9500 . ?
C19 C18 1.3868(19) . ?
C17 C18 1.384(2) . ?
C17 C16 1.391(2) . ?
C17 C20 1.5099(19) . ?
C37 C38 1.413(2) . ?
C37 C56 1.473(2) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C33 1.522(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.5287(19) . ?
C18 H18 0.9500 . ?
C16 H16 0.9500 . ?
C40 H40 0.9500 . ?
C40 C39 1.376(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.521(2) . ?
C38 C39 1.391(2) . ?
C45 H45 0.9500 . ?
C45 C46 1.390(2) . ?
C49 H49 0.9500 . ?
C49 C48 1.391(2) . ?
C48 H48 0.9500 . ?
C48 C47 1.387(2) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C39 H39 0.9500 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.466(2) . ?
C47 C46 1.383(2) . ?
C47 C50 1.514(2) . ?
C46 H46 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C53 H53A 0.9900 . ?
C53 H53B 0.9900 . ?
C53 C54 1.423(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 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
C11 O12 C1 108.49(9) . . ?
C21 O22 C23 116.25(11) . . ?
C41 O42 C31 108.57(9) . . ?
C26 O27 C28 116.88(11) . . ?
C8 O30 H30 109.5 . . ?
C51 O52 C53 115.14(12) . . ?
C56 O57 C58 117.39(12) . . ?
C44 N43 H43 119.0 . . ?
C44 N43 C31 121.97(10) . . ?
C31 N43 H43 119.0 . . ?
C14 N13 H13 119.5 . . ?
C1 N13 H13 119.5 . . ?
C1 N13 C14 121.10(10) . . ?
C38 O60 H60 109.5 . . ?
O22 C21 C5 110.13(10) . . ?
O25 C21 O22 124.65(12) . . ?
O25 C21 C5 125.19(12) . . ?
C6 C7 C8 117.97(11) . . ?
C6 C7 C26 123.71(11) . . ?
C8 C7 C26 118.28(11) . . ?
O12 C11 C6 114.60(11) . . ?
O12 C11 C10 122.81(11) . . ?
C6 C11 C10 122.59(12) . . ?
C15 C14 N13 118.45(11) . . ?
C15 C14 C19 118.65(12) . . ?
C19 C14 N13 122.89(11) . . ?
C7 C6 C5 132.20(11) . . ?
C11 C6 C7 119.49(11) . . ?
C11 C6 C5 108.30(10) . . ?
O42 C41 C36 114.84(11) . . ?
O42 C41 C40 122.30(12) . . ?
C36 C41 C40 122.85(12) . . ?
C21 C5 C1 109.61(10) . . ?
C21 C5 C4 112.15(10) . . ?
C6 C5 C21 114.55(10) . . ?
C6 C5 C1 102.17(9) . . ?
C6 C5 C4 113.00(10) . . ?
C4 C5 C1 104.29(10) . . ?
O12 C1 C5 104.44(9) . . ?
O12 C1 C2 106.27(10) . . ?
N13 C1 O12 112.33(10) . . ?
N13 C1 C5 112.85(10) . . ?
N13 C1 C2 114.49(10) . . ?
C2 C1 C5 105.65(10) . . ?
C41 C36 C35 108.62(11) . . ?
C41 C36 C37 119.32(12) . . ?
C37 C36 C35 131.99(12) . . ?
O30 C8 C7 122.60(12) . . ?
O30 C8 C9 116.72(12) . . ?
C9 C8 C7 120.68(12) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 120.96(12) . . ?
C10 C9 H9 119.5 . . ?
C45 C44 N43 123.29(12) . . ?
C49 C44 N43 118.14(12) . . ?
C49 C44 C45 118.56(13) . . ?
O42 C31 C35 104.80(9) . . ?
O42 C31 C32 106.80(10) . . ?
N43 C31 O42 111.54(10) . . ?
N43 C31 C35 113.04(10) . . ?
N43 C31 C32 114.61(11) . . ?
C32 C31 C35 105.31(10) . . ?
C36 C35 C31 102.21(9) . . ?
C36 C35 C51 114.96(10) . . ?
C36 C35 C34 112.92(11) . . ?
C51 C35 C31 109.98(10) . . ?
C51 C35 C34 111.59(11) . . ?
C34 C35 C31 104.15(10) . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.34(12) . . ?
C16 C15 H15 119.8 . . ?
O27 C26 C7 113.62(11) . . ?
O29 C26 O27 122.68(12) . . ?
O29 C26 C7 123.70(12) . . ?
C11 C10 H10 120.9 . . ?
C9 C10 C11 118.23(12) . . ?
C9 C10 H10 120.9 . . ?
O52 C51 C35 110.33(11) . . ?
O55 C51 O52 124.49(13) . . ?
O55 C51 C35 125.11(13) . . ?
C1 C2 H2A 111.0 . . ?
C1 C2 H2B 111.0 . . ?
H2A C2 H2B 109.0 . . ?
C3 C2 C1 103.56(10) . . ?
C3 C2 H2A 111.0 . . ?
C3 C2 H2B 111.0 . . ?
C14 C19 H19 119.8 . . ?
C18 C19 C14 120.42(13) . . ?
C18 C19 H19 119.8 . . ?
C18 C17 C16 117.84(13) . . ?
C18 C17 C20 120.64(14) . . ?
C16 C17 C20 121.52(14) . . ?
C36 C37 C38 117.90(12) . . ?
C36 C37 C56 123.80(12) . . ?
C38 C37 C56 118.30(12) . . ?
C35 C34 H34A 110.7 . . ?
C35 C34 H34B 110.7 . . ?
H34A C34 H34B 108.8 . . ?
C33 C34 C35 105.17(10) . . ?
C33 C34 H34A 110.7 . . ?
C33 C34 H34B 110.7 . . ?
C5 C4 H4A 110.6 . . ?
C5 C4 H4B 110.6 . . ?
H4A C4 H4B 108.7 . . ?
C3 C4 C5 105.65(10) . . ?
C3 C4 H4A 110.6 . . ?
C3 C4 H4B 110.6 . . ?
C19 C18 H18 119.3 . . ?
C17 C18 C19 121.39(13) . . ?
C17 C18 H18 119.3 . . ?
C15 C16 C17 121.30(13) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C41 C40 H40 120.8 . . ?
C39 C40 C41 118.31(13) . . ?
C39 C40 H40 120.8 . . ?
C2 C3 C4 103.20(11) . . ?
C2 C3 H3A 111.1 . . ?
C2 C3 H3B 111.1 . . ?
C4 C3 H3A 111.1 . . ?
C4 C3 H3B 111.1 . . ?
H3A C3 H3B 109.1 . . ?
C31 C32 H32A 110.9 . . ?
C31 C32 H32B 110.9 . . ?
H32A C32 H32B 108.9 . . ?
C33 C32 C31 104.12(11) . . ?
C33 C32 H32A 110.9 . . ?
C33 C32 H32B 110.9 . . ?
O60 C38 C37 122.51(14) . . ?
O60 C38 C39 116.65(13) . . ?
C39 C38 C37 120.84(13) . . ?
C44 C45 H45 119.9 . . ?
C46 C45 C44 120.16(14) . . ?
C46 C45 H45 119.9 . . ?
C44 C49 H49 119.8 . . ?
C44 C49 C48 120.40(14) . . ?
C48 C49 H49 119.8 . . ?
C49 C48 H48 119.3 . . ?
C47 C48 C49 121.31(14) . . ?
C47 C48 H48 119.3 . . ?
C34 C33 H33A 111.2 . . ?
C34 C33 H33B 111.2 . . ?
C32 C33 C34 102.92(11) . . ?
C32 C33 H33A 111.2 . . ?
C32 C33 H33B 111.2 . . ?
H33A C33 H33B 109.1 . . ?
C40 C39 C38 120.77(13) . . ?
C40 C39 H39 119.6 . . ?
C38 C39 H39 119.6 . . ?
O22 C23 H23A 110.1 . . ?
O22 C23 H23B 110.1 . . ?
O22 C23 C24 108.05(13) . . ?
H23A C23 H23B 108.4 . . ?
C24 C23 H23A 110.1 . . ?
C24 C23 H23B 110.1 . . ?
C48 C47 C50 121.90(15) . . ?
C46 C47 C48 117.89(13) . . ?
C46 C47 C50 120.21(16) . . ?
O57 C56 C37 113.45(12) . . ?
O59 C56 O57 122.43(14) . . ?
O59 C56 C37 124.11(15) . . ?
C45 C46 H46 119.2 . . ?
C47 C46 C45 121.65(15) . . ?
C47 C46 H46 119.2 . . ?
O27 C28 H28A 109.5 . . ?
O27 C28 H28B 109.5 . . ?
O27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O52 C53 H53A 109.9 . . ?
O52 C53 H53B 109.9 . . ?
H53A C53 H53B 108.3 . . ?
C54 C53 O52 108.98(16) . . ?
C54 C53 H53A 109.9 . . ?
C54 C53 H53B 109.9 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O57 C58 H58A 109.5 . . ?
O57 C58 H58B 109.5 . . ?
O57 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C47 C50 H50A 109.5 . . ?
C47 C50 H50B 109.5 . . ?
C47 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?

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
O12 C11 C6 C7 177.85(10) . . . . ?
O12 C11 C6 C5 -2.97(14) . . . . ?
O12 C11 C10 C9 -178.13(12) . . . . ?
O12 C1 C2 C3 -79.95(12) . . . . ?
O22 C21 C5 C6 -30.93(14) . . . . ?
O22 C21 C5 C1 83.20(12) . . . . ?
O22 C21 C5 C4 -161.47(10) . . . . ?
O42 C41 C36 C35 -1.41(15) . . . . ?
O42 C41 C36 C37 -178.67(11) . . . . ?
O42 C41 C40 C39 179.07(13) . . . . ?
O42 C31 C35 C36 -9.39(12) . . . . ?
O42 C31 C35 C51 -131.94(10) . . . . ?
O42 C31 C35 C34 108.36(11) . . . . ?
O42 C31 C32 C33 -82.57(12) . . . . ?
O25 C21 C5 C6 151.19(12) . . . . ?
O25 C21 C5 C1 -94.68(15) . . . . ?
O25 C21 C5 C4 20.65(17) . . . . ?
O30 C8 C9 C10 177.41(12) . . . . ?
N43 C44 C45 C46 -179.16(13) . . . . ?
N43 C44 C49 C48 -179.90(13) . . . . ?
N43 C31 C35 C36 112.29(11) . . . . ?
N43 C31 C35 C51 -10.26(14) . . . . ?
N43 C31 C35 C34 -129.97(11) . . . . ?
N43 C31 C32 C33 153.36(12) . . . . ?
N13 C14 C15 C16 179.34(12) . . . . ?
N13 C14 C19 C18 -179.58(13) . . . . ?
N13 C1 C2 C3 155.45(11) . . . . ?
O60 C38 C39 C40 -179.30(14) . . . . ?
C21 O22 C23 C24 -160.08(14) . . . . ?
C21 C5 C1 O12 -135.57(10) . . . . ?
C21 C5 C1 N13 -13.27(14) . . . . ?
C21 C5 C1 C2 112.55(11) . . . . ?
C21 C5 C4 C3 -136.76(11) . . . . ?
C7 C6 C5 C21 -52.15(17) . . . . ?
C7 C6 C5 C1 -170.58(12) . . . . ?
C7 C6 C5 C4 77.97(16) . . . . ?
C7 C8 C9 C10 -2.8(2) . . . . ?
C11 O12 C1 N13 -109.87(11) . . . . ?
C11 O12 C1 C5 12.76(12) . . . . ?
C11 O12 C1 C2 124.20(10) . . . . ?
C11 C6 C5 C21 128.81(11) . . . . ?
C11 C6 C5 C1 10.38(12) . . . . ?
C11 C6 C5 C4 -101.07(12) . . . . ?
C14 N13 C1 O12 -71.86(14) . . . . ?
C14 N13 C1 C5 170.38(10) . . . . ?
C14 N13 C1 C2 49.47(15) . . . . ?
C14 C15 C16 C17 0.3(2) . . . . ?
C14 C19 C18 C17 0.1(2) . . . . ?
C6 C7 C8 O30 -177.77(11) . . . . ?
C6 C7 C8 C9 2.46(18) . . . . ?
C6 C7 C26 O27 -10.32(18) . . . . ?
C6 C7 C26 O29 169.71(13) . . . . ?
C6 C11 C10 C9 1.7(2) . . . . ?
C6 C5 C1 O12 -13.69(11) . . . . ?
C6 C5 C1 N13 108.60(11) . . . . ?
C6 C5 C1 C2 -125.57(10) . . . . ?
C6 C5 C4 C3 91.92(13) . . . . ?
C41 O42 C31 N43 -113.54(11) . . . . ?
C41 O42 C31 C35 9.11(12) . . . . ?
C41 O42 C31 C32 120.52(11) . . . . ?
C41 C36 C35 C31 6.76(13) . . . . ?
C41 C36 C35 C51 125.86(12) . . . . ?
C41 C36 C35 C34 -104.53(12) . . . . ?
C41 C36 C37 C38 -0.78(19) . . . . ?
C41 C36 C37 C56 179.67(13) . . . . ?
C41 C40 C39 C38 0.0(2) . . . . ?
C5 C1 C2 C3 30.64(13) . . . . ?
C5 C4 C3 C2 37.61(14) . . . . ?
C1 O12 C11 C6 -6.70(14) . . . . ?
C1 O12 C11 C10 173.14(12) . . . . ?
C1 N13 C14 C15 -146.15(12) . . . . ?
C1 N13 C14 C19 35.11(18) . . . . ?
C1 C5 C4 C3 -18.22(13) . . . . ?
C1 C2 C3 C4 -42.24(13) . . . . ?
C36 C41 C40 C39 -0.6(2) . . . . ?
C36 C35 C51 O52 -33.07(15) . . . . ?
C36 C35 C51 O55 149.84(13) . . . . ?
C36 C35 C34 C33 88.28(13) . . . . ?
C36 C37 C38 O60 179.68(13) . . . . ?
C36 C37 C38 C39 0.2(2) . . . . ?
C36 C37 C56 O57 0.3(2) . . . . ?
C36 C37 C56 O59 -178.88(16) . . . . ?
C8 C7 C6 C11 -0.11(17) . . . . ?
C8 C7 C6 C5 -179.07(12) . . . . ?
C8 C7 C26 O27 172.04(11) . . . . ?
C8 C7 C26 O29 -7.9(2) . . . . ?
C8 C9 C10 C11 0.7(2) . . . . ?
C44 N43 C31 O42 -72.94(14) . . . . ?
C44 N43 C31 C35 169.26(11) . . . . ?
C44 N43 C31 C32 48.57(16) . . . . ?
C44 C45 C46 C47 -1.3(2) . . . . ?
C44 C49 C48 C47 -0.7(2) . . . . ?
C31 O42 C41 C36 -5.25(14) . . . . ?
C31 O42 C41 C40 175.06(12) . . . . ?
C31 N43 C44 C45 26.32(19) . . . . ?
C31 N43 C44 C49 -154.76(12) . . . . ?
C31 C35 C51 O52 81.60(12) . . . . ?
C31 C35 C51 O55 -95.48(15) . . . . ?
C31 C35 C34 C33 -21.81(13) . . . . ?
C31 C32 C33 C34 -42.49(14) . . . . ?
C35 C36 C37 C38 -177.30(13) . . . . ?
C35 C36 C37 C56 3.2(2) . . . . ?
C35 C31 C32 C33 28.49(14) . . . . ?
C35 C34 C33 C32 39.95(14) . . . . ?
C15 C14 C19 C18 1.7(2) . . . . ?
C26 C7 C6 C11 -177.76(11) . . . . ?
C26 C7 C6 C5 3.3(2) . . . . ?
C26 C7 C8 O30 0.01(18) . . . . ?
C26 C7 C8 C9 -179.76(12) . . . . ?
C10 C11 C6 C7 -1.99(19) . . . . ?
C10 C11 C6 C5 177.19(11) . . . . ?
C51 O52 C53 C54 -166.03(18) . . . . ?
C51 C35 C34 C33 -140.41(11) . . . . ?
C19 C14 C15 C16 -1.9(2) . . . . ?
C37 C36 C35 C31 -176.45(13) . . . . ?
C37 C36 C35 C51 -57.34(18) . . . . ?
C37 C36 C35 C34 72.26(17) . . . . ?
C37 C38 C39 C40 0.2(2) . . . . ?
C34 C35 C51 O52 -163.33(11) . . . . ?
C34 C35 C51 O55 19.58(18) . . . . ?
C4 C5 C1 O12 104.17(10) . . . . ?
C4 C5 C1 N13 -133.53(11) . . . . ?
C4 C5 C1 C2 -7.71(12) . . . . ?
C18 C17 C16 C15 1.5(2) . . . . ?
C16 C17 C18 C19 -1.7(2) . . . . ?
C40 C41 C36 C35 178.28(12) . . . . ?
C40 C41 C36 C37 1.01(19) . . . . ?
C32 C31 C35 C36 -121.87(11) . . . . ?
C32 C31 C35 C51 115.58(12) . . . . ?
C32 C31 C35 C34 -4.12(13) . . . . ?
C38 C37 C56 O57 -179.24(13) . . . . ?
C38 C37 C56 O59 1.6(2) . . . . ?
C45 C44 C49 C48 -0.9(2) . . . . ?
C49 C44 C45 C46 1.9(2) . . . . ?
C49 C48 C47 C46 1.4(2) . . . . ?
C49 C48 C47 C50 -178.48(15) . . . . ?
C48 C47 C46 C45 -0.4(2) . . . . ?
C23 O22 C21 O25 1.07(19) . . . . ?
C23 O22 C21 C5 -176.82(11) . . . . ?
C56 C37 C38 O60 -0.8(2) . . . . ?
C56 C37 C38 C39 179.76(14) . . . . ?
C28 O27 C26 O29 -2.4(2) . . . . ?
C28 O27 C26 C7 177.68(12) . . . . ?
C53 O52 C51 O55 0.2(2) . . . . ?
C53 O52 C51 C35 -176.96(13) . . . . ?
C20 C17 C18 C19 177.96(15) . . . . ?
C20 C17 C16 C15 -178.14(15) . . . . ?
C58 O57 C56 O59 -1.5(3) . . . . ?
C58 O57 C56 C37 179.34(14) . . . . ?
C50 C47 C46 C45 179.49(16) . . . . ?

_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 0.000 -0.123 0.000 223.6 51.3 ?
2 0.500 -0.143 0.500 223.6 51.3 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
