# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_mo_220406_zwj_195_0m
_database_code_depnum_ccdc_archive 'CCDC 2226677'
loop_
_audit_author_name
_audit_author_address
'An crown ether'
;Zhejiang  University
China
;
_audit_update_record             
;
2022-12-15 deposited with the CCDC.	2024-09-04 downloaded from the CCDC.
;
_audit_creation_date             2022-04-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H48 O10, 2(H2 O)'
_chemical_formula_sum            'C44 H52 O12'
_chemical_formula_weight         772.85
_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'
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      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                   29.2025(13)
_cell_length_b                   6.5188(2)
_cell_length_c                   23.6035(11)
_cell_angle_alpha                90
_cell_angle_beta                 116.6370(10)
_cell_angle_gamma                90
_cell_volume                     4016.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9415
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      27.05
_cell_measurement_theta_min      2.98
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.962
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.7025
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0819 before and 0.0575 after correction.
The Ratio of minimum to maximum transmission is 0.9423.
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    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0276
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            35919
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.174
_diffrn_reflns_theta_min         2.840
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'zju Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_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                3540
_reflns_number_total             4469
_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 V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_collection       'Bruker Instrument Service vV6.2.14'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_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         0.189
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         4469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0422
_refine_ls_restrained_S_all      1.045
_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)+(0.0526P)²+2.8058P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1178
_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.a Free rotating group:
 O6(H6A,H6B)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,
 H19B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C10(H10), C12(H12), C13(H13)
;
_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 0.49031(4) -0.03546(16) 0.32225(5) 0.0334(2) Uani 1 1 d . . . . .
O2 O 0.40858(4) 0.65556(16) 0.38058(5) 0.0329(2) Uani 1 1 d . . . . .
O3 O 0.37659(4) 0.83867(15) 0.46547(5) 0.0325(2) Uani 1 1 d . . . . .
O4 O 0.35691(4) 0.75102(16) 0.56654(5) 0.0324(2) Uani 1 1 d . . . . .
O5 O 0.40053(4) 0.36381(16) 0.62745(5) 0.0340(3) Uani 1 1 d . . . . .
C1 C 0.26056(6) 0.3021(3) 0.20364(7) 0.0365(4) Uani 1 1 d . . . . .
H1 H 0.246487 0.424965 0.210885 0.044 Uiso 1 1 calc R . . . .
C2 C 0.22960(6) 0.1672(3) 0.15884(7) 0.0405(4) Uani 1 1 d . . . . .
H2 H 0.194195 0.197255 0.134916 0.049 Uiso 1 1 calc R . . . .
C3 C 0.24968(6) -0.0172(3) 0.14761(8) 0.0448(4) Uani 1 1 d . . . . .
H3 H 0.227546 -0.110445 0.116408 0.054 Uiso 1 1 calc R . . . .
C4 C 0.30030(6) -0.0628(3) 0.18096(8) 0.0420(4) Uani 1 1 d . . . . .
H4 H 0.313112 -0.187846 0.173018 0.050 Uiso 1 1 calc R . . . .
C5 C 0.33441(6) 0.0757(2) 0.22785(7) 0.0325(3) Uani 1 1 d . . . . .
C6 C 0.31412(5) 0.2611(2) 0.23998(7) 0.0309(3) Uani 1 1 d . . . . .
C7 C 0.34684(5) 0.3960(2) 0.28631(6) 0.0304(3) Uani 1 1 d . . . . .
H7 H 0.333156 0.517830 0.294786 0.036 Uiso 1 1 calc R . . . .
C8 C 0.39916(5) 0.3564(2) 0.32051(6) 0.0271(3) Uani 1 1 d . . . . .
C9 C 0.41992(5) 0.1754(2) 0.30640(6) 0.0276(3) Uani 1 1 d . . . . .
C10 C 0.38711(5) 0.0382(2) 0.26137(7) 0.0319(3) Uani 1 1 d . . . . .
H10 H 0.400788 -0.084087 0.253145 0.038 Uiso 1 1 calc R . . . .
C11 C 0.47434(5) 0.1400(2) 0.34045(7) 0.0280(3) Uani 1 1 d . . . . .
C12 C 0.50489(5) 0.2719(2) 0.38655(7) 0.0299(3) Uani 1 1 d . . . . .
H12 H 0.540605 0.245632 0.409024 0.036 Uiso 1 1 calc R . . . .
C13 C 0.48376(5) 0.4498(2) 0.40153(7) 0.0297(3) Uani 1 1 d . . . . .
H13 H 0.505636 0.540063 0.434009 0.036 Uiso 1 1 calc R . . . .
C14 C 0.43287(5) 0.4916(2) 0.36997(7) 0.0284(3) Uani 1 1 d . . . . .
C15 C 0.54255(5) -0.0926(2) 0.35869(7) 0.0320(3) Uani 1 1 d . . . . .
H15A H 0.549887 -0.117806 0.403319 0.038 Uiso 1 1 calc R . . . .
H15B H 0.565472 0.017833 0.357742 0.038 Uiso 1 1 calc R . . . .
C16 C 0.43907(6) 0.7977(2) 0.42899(7) 0.0320(3) Uani 1 1 d . . . . .
H16A H 0.462859 0.871188 0.416589 0.038 Uiso 1 1 calc R . . . .
H16B H 0.459496 0.724313 0.469267 0.038 Uiso 1 1 calc R . . . .
C17 C 0.40323(6) 0.9470(2) 0.43708(7) 0.0346(3) Uani 1 1 d . . . . .
H17A H 0.422751 1.062560 0.464504 0.042 Uiso 1 1 calc R . . . .
H17B H 0.378735 1.002848 0.395427 0.042 Uiso 1 1 calc R . . . .
C18 C 0.34223(6) 0.9617(2) 0.47862(7) 0.0355(3) Uani 1 1 d . . . . .
H18A H 0.315598 1.020672 0.438805 0.043 Uiso 1 1 calc R . . . .
H18B H 0.361064 1.076004 0.507219 0.043 Uiso 1 1 calc R . . . .
C19 C 0.31787(6) 0.8295(3) 0.50938(7) 0.0349(3) Uani 1 1 d . . . . .
H19A H 0.293276 0.911177 0.518347 0.042 Uiso 1 1 calc R . . . .
H19B H 0.299016 0.715308 0.480775 0.042 Uiso 1 1 calc R . . . .
C20 C 0.33808(6) 0.6253(2) 0.60054(7) 0.0335(3) Uani 1 1 d . . . . .
H20A H 0.314706 0.519487 0.572177 0.040 Uiso 1 1 calc R . . . .
H20B H 0.318900 0.709356 0.617649 0.040 Uiso 1 1 calc R . . . .
C21 C 0.38323(6) 0.5256(2) 0.65367(7) 0.0336(3) Uani 1 1 d . . . . .
H21A H 0.410946 0.627258 0.674717 0.040 Uiso 1 1 calc R . . . .
H21B H 0.373183 0.470345 0.685543 0.040 Uiso 1 1 calc R . . . .
C22 C 0.44923(5) 0.2858(2) 0.67073(7) 0.0300(3) Uani 1 1 d . . . . .
H22A H 0.449766 0.255020 0.712094 0.036 Uiso 1 1 calc R . . . .
H22B H 0.476456 0.387130 0.677495 0.036 Uiso 1 1 calc R . . . .
O6 O 0.39262(6) 0.41441(19) 0.49790(7) 0.0557(4) Uani 1 1 d . . . . .
H6A H 0.384536 0.535696 0.480864 0.084 Uiso 1 1 d G . . . .
H6B H 0.390082 0.424538 0.533117 0.084 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 C11 1.3748(17) . ?
O1 C15 1.4245(17) . ?
O2 C14 1.3666(17) . ?
O2 C16 1.4301(18) . ?
O3 C17 1.4217(17) . ?
O3 C18 1.4234(17) . ?
O4 C19 1.4152(17) . ?
O4 C20 1.4190(18) . ?
O5 C21 1.4252(17) . ?
O5 C22 1.4219(16) . ?
C1 H1 0.9500 . ?
C1 C2 1.361(2) . ?
C1 C6 1.432(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.414(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.360(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.430(2) . ?
C5 C6 1.430(2) . ?
C5 C10 1.401(2) . ?
C6 C7 1.394(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.3952(19) . ?
C8 C9 1.432(2) . ?
C8 C14 1.441(2) . ?
C9 C10 1.391(2) . ?
C9 C11 1.4421(19) . ?
C10 H10 0.9500 . ?
C11 C12 1.360(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.431(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.358(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C22 1.508(2) 5_656 ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.503(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.496(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.500(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
O6 H6A 0.8702 . ?
O6 H6B 0.8696 . ?

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 O1 C15 116.77(11) . . ?
C14 O2 C16 117.71(11) . . ?
C17 O3 C18 114.27(11) . . ?
C19 O4 C20 113.40(11) . . ?
C22 O5 C21 112.82(11) . . ?
C2 C1 H1 119.6 . . ?
C2 C1 C6 120.78(15) . . ?
C6 C1 H1 119.6 . . ?
C1 C2 H2 119.7 . . ?
C1 C2 C3 120.55(14) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.78(16) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.63(16) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 118.76(14) . . ?
C10 C5 C4 122.34(15) . . ?
C10 C5 C6 118.89(14) . . ?
C5 C6 C1 118.50(14) . . ?
C7 C6 C1 122.16(14) . . ?
C7 C6 C5 119.34(13) . . ?
C6 C7 H7 119.2 . . ?
C6 C7 C8 121.66(14) . . ?
C8 C7 H7 119.2 . . ?
C7 C8 C9 119.04(13) . . ?
C7 C8 C14 121.93(13) . . ?
C9 C8 C14 119.03(12) . . ?
C8 C9 C11 118.55(13) . . ?
C10 C9 C8 119.27(13) . . ?
C10 C9 C11 122.16(13) . . ?
C5 C10 H10 119.2 . . ?
C9 C10 C5 121.70(14) . . ?
C9 C10 H10 119.2 . . ?
O1 C11 C9 113.74(12) . . ?
C12 C11 O1 125.69(13) . . ?
C12 C11 C9 120.56(13) . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.64(13) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 120.92(13) . . ?
C14 C13 H13 119.5 . . ?
O2 C14 C8 113.85(12) . . ?
C13 C14 O2 125.90(13) . . ?
C13 C14 C8 120.25(13) . . ?
O1 C15 H15A 110.4 . . ?
O1 C15 H15B 110.4 . . ?
O1 C15 C22 106.77(12) . 5_656 ?
H15A C15 H15B 108.6 . . ?
C22 C15 H15A 110.4 5_656 . ?
C22 C15 H15B 110.4 5_656 . ?
O2 C16 H16A 110.2 . . ?
O2 C16 H16B 110.2 . . ?
O2 C16 C17 107.56(12) . . ?
H16A C16 H16B 108.5 . . ?
C17 C16 H16A 110.2 . . ?
C17 C16 H16B 110.2 . . ?
O3 C17 C16 107.31(12) . . ?
O3 C17 H17A 110.3 . . ?
O3 C17 H17B 110.3 . . ?
C16 C17 H17A 110.3 . . ?
C16 C17 H17B 110.3 . . ?
H17A C17 H17B 108.5 . . ?
O3 C18 H18A 110.0 . . ?
O3 C18 H18B 110.0 . . ?
O3 C18 C19 108.42(12) . . ?
H18A C18 H18B 108.4 . . ?
C19 C18 H18A 110.0 . . ?
C19 C18 H18B 110.0 . . ?
O4 C19 C18 108.41(12) . . ?
O4 C19 H19A 110.0 . . ?
O4 C19 H19B 110.0 . . ?
C18 C19 H19A 110.0 . . ?
C18 C19 H19B 110.0 . . ?
H19A C19 H19B 108.4 . . ?
O4 C20 H20A 110.2 . . ?
O4 C20 H20B 110.2 . . ?
O4 C20 C21 107.74(12) . . ?
H20A C20 H20B 108.5 . . ?
C21 C20 H20A 110.2 . . ?
C21 C20 H20B 110.2 . . ?
O5 C21 C20 107.90(12) . . ?
O5 C21 H21A 110.1 . . ?
O5 C21 H21B 110.1 . . ?
C20 C21 H21A 110.1 . . ?
C20 C21 H21B 110.1 . . ?
H21A C21 H21B 108.4 . . ?
O5 C22 C15 106.39(11) . 5_656 ?
O5 C22 H22A 110.5 . . ?
O5 C22 H22B 110.5 . . ?
C15 C22 H22A 110.5 5_656 . ?
C15 C22 H22B 110.5 5_656 . ?
H22A C22 H22B 108.6 . . ?
H6A O6 H6B 104.5 . . ?

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
O1 C11 C12 C13 -179.73(12) . . . . ?
O2 C16 C17 O3 69.99(14) . . . . ?
O3 C18 C19 O4 60.65(16) . . . . ?
O4 C20 C21 O5 -76.32(15) . . . . ?
C1 C2 C3 C4 -0.5(3) . . . . ?
C1 C6 C7 C8 -178.64(13) . . . . ?
C2 C1 C6 C5 0.4(2) . . . . ?
C2 C1 C6 C7 -179.86(14) . . . . ?
C2 C3 C4 C5 -0.4(3) . . . . ?
C3 C4 C5 C6 1.3(2) . . . . ?
C3 C4 C5 C10 -177.39(16) . . . . ?
C4 C5 C6 C1 -1.3(2) . . . . ?
C4 C5 C6 C7 178.99(14) . . . . ?
C4 C5 C10 C9 179.32(14) . . . . ?
C5 C6 C7 C8 1.1(2) . . . . ?
C6 C1 C2 C3 0.5(2) . . . . ?
C6 C5 C10 C9 0.6(2) . . . . ?
C6 C7 C8 C9 1.7(2) . . . . ?
C6 C7 C8 C14 -177.80(13) . . . . ?
C7 C8 C9 C10 -3.3(2) . . . . ?
C7 C8 C9 C11 177.76(12) . . . . ?
C7 C8 C14 O2 1.49(19) . . . . ?
C7 C8 C14 C13 -178.89(13) . . . . ?
C8 C9 C10 C5 2.2(2) . . . . ?
C8 C9 C11 O1 -178.64(11) . . . . ?
C8 C9 C11 C12 2.4(2) . . . . ?
C9 C8 C14 O2 -178.03(11) . . . . ?
C9 C8 C14 C13 1.6(2) . . . . ?
C9 C11 C12 C13 -0.9(2) . . . . ?
C10 C5 C6 C1 177.46(13) . . . . ?
C10 C5 C6 C7 -2.3(2) . . . . ?
C10 C9 C11 O1 2.48(19) . . . . ?
C10 C9 C11 C12 -176.46(13) . . . . ?
C11 O1 C15 C22 -179.28(11) . . . 5_656 ?
C11 C9 C10 C5 -178.96(13) . . . . ?
C11 C12 C13 C14 -0.3(2) . . . . ?
C12 C13 C14 O2 179.50(12) . . . . ?
C12 C13 C14 C8 -0.1(2) . . . . ?
C14 O2 C16 C17 -173.03(11) . . . . ?
C14 C8 C9 C10 176.20(13) . . . . ?
C14 C8 C9 C11 -2.71(19) . . . . ?
C15 O1 C11 C9 -173.08(12) . . . . ?
C15 O1 C11 C12 5.8(2) . . . . ?
C16 O2 C14 C8 179.86(11) . . . . ?
C16 O2 C14 C13 0.3(2) . . . . ?
C17 O3 C18 C19 -178.86(12) . . . . ?
C18 O3 C17 C16 177.72(12) . . . . ?
C19 O4 C20 C21 170.86(12) . . . . ?
C20 O4 C19 C18 179.01(12) . . . . ?
C21 O5 C22 C15 169.31(12) . . . 5_656 ?
C22 O5 C21 C20 167.80(12) . . . . ?

_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_mj22338
_database_code_depnum_ccdc_archive 'CCDC 2226678'
loop_
_audit_author_name
_audit_author_address
'An crown ether TCNB'
;Zhejiang  University
China
;
_audit_update_record             
;
2022-12-15 deposited with the CCDC.	2024-09-04 downloaded from the CCDC.
;
_audit_creation_date             2022-09-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H48 O10, C10 H2 N4'
_chemical_formula_sum            'C54 H48 N4 O10'
_chemical_formula_weight         912.96
_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 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 '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                   13.1957(8)
_cell_length_b                   19.8927(13)
_cell_length_c                   9.9873(6)
_cell_angle_alpha                90
_cell_angle_beta                 112.009(4)
_cell_angle_gamma                90
_cell_volume                     2430.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6703
_cell_measurement_temperature    277.00
_cell_measurement_theta_max      49.826
_cell_measurement_theta_min      3.145
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.451
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.3136
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1841 before and 0.1069 after correction.
The Ratio of minimum to maximum transmission is 0.4177.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0935
_diffrn_reflns_av_unetI/netI     0.0803
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            20306
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.064
_diffrn_reflns_theta_min         3.866
_diffrn_ambient_temperature      277.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_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_source_current           2.86
_diffrn_source_power             0.1995708
_diffrn_source_voltage           69.78
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2145
_reflns_number_total             4506
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.241
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         4506
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.1985
_refine_ls_R_factor_gt           0.1237
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²+5.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2647
_refine_ls_wR_factor_ref         0.3030
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
N1 \\sim N2 \\sim N3 \\sim N4 \\sim C23 \\sim C24 \\sim C25 \\sim C26 \\sim C27
\\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
3. Others
 Fixed Sof: N1(0.5) N2(0.5) N3(0.5) N4(0.5) C25(0.5) H25(0.5) C26(0.5)
 C27(0.5) C28(0.5) H28(0.5) C23(0.5) C24(0.5) C29(0.5) C30(0.5) C31(0.5)
 C32(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B),
 C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C14(H14), C15(H15),
 C25(H25), C28(H28)
4.c Fitted hexagon refined as free rotating group:
 C25(C26,C27,C28,C23,C24)
;
_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 0.2388(3) 0.5530(2) 0.1106(4) 0.0975(13) Uani 1 1 d . . . . .
O2 O 0.5288(3) 0.7314(2) 0.4859(5) 0.0971(13) Uani 1 1 d . . . . .
O3 O 0.7384(5) 0.7661(3) 0.6983(7) 0.158(3) Uani 1 1 d . . . . .
O4 O 0.9041(5) 0.6955(3) 0.9336(7) 0.138(2) Uani 1 1 d . . . . .
O5 O 0.8579(4) 0.5675(3) 1.0057(6) 0.1158(16) Uani 1 1 d . . . . .
C1 C 0.2579(6) 0.5248(4) -0.0081(7) 0.0971(19) Uani 1 1 d . . . . .
H1A H 0.321053 0.495315 0.025286 0.116 Uiso 1 1 calc R U . . .
H1B H 0.270758 0.559883 -0.067311 0.116 Uiso 1 1 calc R U . . .
C2 C 0.3165(5) 0.5966(3) 0.1985(6) 0.0747(14) Uani 1 1 d . . . . .
C3 C 0.2959(4) 0.6164(3) 0.3220(6) 0.0678(14) Uani 1 1 d . . . . .
C4 C 0.2101(4) 0.5932(3) 0.3560(6) 0.0702(13) Uani 1 1 d . . . . .
H4 H 0.163528 0.561143 0.296211 0.084 Uiso 1 1 calc R U . . .
C5 C 0.1899(4) 0.6156(2) 0.4760(6) 0.0660(13) Uani 1 1 d . . . . .
C6 C 0.1001(5) 0.5930(3) 0.5084(7) 0.0804(16) Uani 1 1 d . . . . .
H6 H 0.052856 0.560875 0.450108 0.097 Uiso 1 1 calc R U . . .
C7 C 0.0825(5) 0.6183(3) 0.6248(8) 0.0916(19) Uani 1 1 d . . . . .
H7 H 0.023709 0.602594 0.645642 0.110 Uiso 1 1 calc R U . . .
C8 C 0.1498(5) 0.6663(4) 0.7116(7) 0.0962(19) Uani 1 1 d . . . . .
H8 H 0.135447 0.683509 0.789276 0.115 Uiso 1 1 calc R U . . .
C9 C 0.2373(5) 0.6890(3) 0.6847(7) 0.0913(18) Uani 1 1 d . . . . .
H9 H 0.283166 0.721082 0.745179 0.110 Uiso 1 1 calc R U . . .
C10 C 0.2596(4) 0.6645(3) 0.5661(6) 0.0666(13) Uani 1 1 d . . . . .
C11 C 0.3500(4) 0.6871(3) 0.5366(6) 0.0706(14) Uani 1 1 d . . . . .
H11 H 0.397332 0.718369 0.597966 0.085 Uiso 1 1 calc R U . . .
C12 C 0.3701(4) 0.6640(3) 0.4184(6) 0.0675(14) Uani 1 1 d . . . . .
C13 C 0.4631(5) 0.6868(3) 0.3867(7) 0.0749(15) Uani 1 1 d . . . . .
C14 C 0.4782(5) 0.6651(3) 0.2704(7) 0.0828(17) Uani 1 1 d . . . . .
H14 H 0.538735 0.680025 0.252564 0.099 Uiso 1 1 calc R U . . .
C15 C 0.4052(6) 0.6200(3) 0.1730(7) 0.0860(18) Uani 1 1 d . . . . .
H15 H 0.417174 0.606145 0.091239 0.103 Uiso 1 1 calc R U . . .
C16 C 0.6211(6) 0.7577(4) 0.4567(9) 0.105(2) Uani 1 1 d . . . . .
H16A H 0.595213 0.782345 0.366322 0.126 Uiso 1 1 calc R U . . .
H16B H 0.666557 0.720881 0.448100 0.126 Uiso 1 1 calc R U . . .
C17 C 0.6852(6) 0.8024(4) 0.5755(10) 0.114(2) Uani 1 1 d . . . . .
H17A H 0.738171 0.826860 0.548241 0.137 Uiso 1 1 calc R U . . .
H17B H 0.637050 0.834834 0.593730 0.137 Uiso 1 1 calc R U . . .
C18 C 0.8349(7) 0.7927(4) 0.7996(11) 0.133(3) Uani 1 1 d . . . . .
H18A H 0.820281 0.808645 0.882385 0.160 Uiso 1 1 calc R U . . .
H18B H 0.856998 0.831054 0.757105 0.160 Uiso 1 1 calc R U . . .
C19 C 0.9254(7) 0.7445(5) 0.8493(11) 0.141(3) Uani 1 1 d . . . . .
H19A H 0.934697 0.723785 0.766770 0.169 Uiso 1 1 calc R U . . .
H19B H 0.992615 0.767766 0.905181 0.169 Uiso 1 1 calc R U . . .
C20 C 0.9784(7) 0.6430(5) 0.9679(12) 0.133(3) Uani 1 1 d . . . . .
H20A H 1.051637 0.660627 1.016326 0.160 Uiso 1 1 calc R U . . .
H20B H 0.975523 0.621114 0.879670 0.160 Uiso 1 1 calc R U . . .
C21 C 0.9566(8) 0.5958(5) 1.0569(11) 0.143(3) Uani 1 1 d . . . . .
H21A H 1.010898 0.560441 1.077690 0.171 Uiso 1 1 calc R U . . .
H21B H 0.965991 0.617573 1.147717 0.171 Uiso 1 1 calc R U . . .
C22 C 0.8411(6) 0.5132(4) 1.0906(7) 0.102(2) Uani 1 1 d . . . . .
H22A H 0.834514 0.531288 1.177224 0.123 Uiso 1 1 calc R U . . .
H22B H 0.903798 0.483399 1.119825 0.123 Uiso 1 1 calc R U . . .
N1 N 0.4865(12) 0.5849(8) 0.8961(15) 0.123(4) Uani 0.5 1 d . U P A -1
N2 N 0.2838(11) 0.4534(6) 0.6522(16) 0.113(4) Uani 0.5 1 d . U P A -1
N3 N 0.5668(13) 0.4562(8) 0.1978(18) 0.127(4) Uani 0.5 1 d . U P A -1
N4 N 0.7914(13) 0.5736(7) 0.474(2) 0.141(4) Uani 0.5 1 d . U P A -1
C25 C 0.4573(6) 0.4755(4) 0.4604(9) 0.075(2) Uani 0.5 1 d G U P A -1
H25 H 0.408056 0.445035 0.399273 0.090 Uiso 0.5 1 calc R U P A -1
C26 C 0.4419(5) 0.4990(4) 0.5826(9) 0.071(3) Uani 0.5 1 d G U P A -1
C27 C 0.5155(6) 0.5445(4) 0.6740(7) 0.077(2) Uani 0.5 1 d G U P A -1
C28 C 0.6043(5) 0.5666(3) 0.6432(8) 0.084(3) Uani 0.5 1 d G U P A -1
H28 H 0.653537 0.597093 0.704373 0.101 Uiso 0.5 1 calc R U P A -1
C23 C 0.6197(5) 0.5431(4) 0.5211(8) 0.079(2) Uani 0.5 1 d G U P A -1
C24 C 0.5461(7) 0.4976(4) 0.4297(7) 0.071(3) Uani 0.5 1 d G U P A -1
C29 C 0.7150(12) 0.5617(7) 0.4956(18) 0.100(3) Uani 0.5 1 d . U P A -1
C30 C 0.5587(12) 0.4730(7) 0.3032(16) 0.091(3) Uani 0.5 1 d . U P A -1
C31 C 0.3535(11) 0.4738(6) 0.6155(15) 0.084(3) Uani 0.5 1 d . U P A -1
C32 C 0.4997(13) 0.5681(8) 0.7974(18) 0.092(3) Uani 0.5 1 d . U P A -1


_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 1.417(7) . ?
O1 C2 1.378(7) . ?
O2 C13 1.370(7) . ?
O2 C16 1.452(6) . ?
O3 C17 1.370(9) . ?
O3 C18 1.400(10) . ?
O4 C19 1.384(9) . ?
O4 C20 1.385(9) . ?
O5 C21 1.333(10) . ?
O5 C22 1.440(8) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C22 1.467(9) 3_666 ?
C2 C3 1.415(7) . ?
C2 C15 1.370(8) . ?
C3 C4 1.378(7) . ?
C3 C12 1.442(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.395(7) . ?
C5 C6 1.413(7) . ?
C5 C10 1.408(7) . ?
C6 H6 0.9300 . ?
C6 C7 1.364(8) . ?
C7 H7 0.9300 . ?
C7 C8 1.370(9) . ?
C8 H8 0.9300 . ?
C8 C9 1.357(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.410(7) . ?
C10 C11 1.406(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.383(7) . ?
C12 C13 1.449(7) . ?
C13 C14 1.323(8) . ?
C14 H14 0.9300 . ?
C14 C15 1.405(9) . ?
C15 H15 0.9300 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.471(10) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.465(11) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.395(11) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
N1 C32 1.115(18) . ?
N2 C31 1.181(15) . ?
N3 C30 1.147(18) . ?
N4 C29 1.130(16) . ?
C25 H25 0.9300 . ?
C25 C26 1.3900 . ?
C25 C24 1.3900 . ?
C26 C27 1.3900 . ?
C26 C31 1.417(15) . ?
C27 C28 1.3900 . ?
C27 C32 1.404(18) . ?
C28 H28 0.9300 . ?
C28 C23 1.3900 . ?
C23 C24 1.3900 . ?
C23 C29 1.423(15) . ?
C24 C30 1.421(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C1 117.3(5) . . ?
C13 O2 C16 116.1(5) . . ?
C17 O3 C18 118.0(6) . . ?
C19 O4 C20 113.3(7) . . ?
C21 O5 C22 115.8(7) . . ?
O1 C1 H1A 110.6 . . ?
O1 C1 H1B 110.6 . . ?
O1 C1 C22 105.9(6) . 3_666 ?
H1A C1 H1B 108.7 . . ?
C22 C1 H1A 110.6 3_666 . ?
C22 C1 H1B 110.6 3_666 . ?
O1 C2 C3 112.9(5) . . ?
C15 C2 O1 125.5(6) . . ?
C15 C2 C3 121.6(6) . . ?
C2 C3 C12 117.4(5) . . ?
C4 C3 C2 124.5(6) . . ?
C4 C3 C12 118.1(5) . . ?
C3 C4 H4 118.5 . . ?
C3 C4 C5 123.0(5) . . ?
C5 C4 H4 118.5 . . ?
C4 C5 C6 122.8(5) . . ?
C4 C5 C10 118.7(5) . . ?
C10 C5 C6 118.4(5) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 C5 120.2(6) . . ?
C7 C6 H6 119.9 . . ?
C6 C7 H7 119.3 . . ?
C6 C7 C8 121.3(5) . . ?
C8 C7 H7 119.3 . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.3(6) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.8(6) . . ?
C10 C9 H9 119.6 . . ?
C5 C10 C9 119.0(5) . . ?
C11 C10 C5 119.3(5) . . ?
C11 C10 C9 121.7(5) . . ?
C10 C11 H11 119.3 . . ?
C12 C11 C10 121.5(5) . . ?
C12 C11 H11 119.3 . . ?
C3 C12 C13 118.6(5) . . ?
C11 C12 C3 119.3(5) . . ?
C11 C12 C13 122.1(6) . . ?
O2 C13 C12 113.8(5) . . ?
C14 C13 O2 125.7(5) . . ?
C14 C13 C12 120.5(6) . . ?
C13 C14 H14 119.1 . . ?
C13 C14 C15 121.8(6) . . ?
C15 C14 H14 119.1 . . ?
C2 C15 C14 120.0(6) . . ?
C2 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
O2 C16 H16A 109.9 . . ?
O2 C16 H16B 109.9 . . ?
O2 C16 C17 109.1(6) . . ?
H16A C16 H16B 108.3 . . ?
C17 C16 H16A 109.9 . . ?
C17 C16 H16B 109.9 . . ?
O3 C17 C16 110.5(7) . . ?
O3 C17 H17A 109.6 . . ?
O3 C17 H17B 109.6 . . ?
C16 C17 H17A 109.6 . . ?
C16 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
O3 C18 H18A 108.8 . . ?
O3 C18 H18B 108.8 . . ?
O3 C18 C19 113.7(7) . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 H18A 108.8 . . ?
C19 C18 H18B 108.8 . . ?
O4 C19 C18 110.0(7) . . ?
O4 C19 H19A 109.7 . . ?
O4 C19 H19B 109.7 . . ?
C18 C19 H19A 109.7 . . ?
C18 C19 H19B 109.7 . . ?
H19A C19 H19B 108.2 . . ?
O4 C20 H20A 109.3 . . ?
O4 C20 H20B 109.3 . . ?
O4 C20 C21 111.6(7) . . ?
H20A C20 H20B 108.0 . . ?
C21 C20 H20A 109.3 . . ?
C21 C20 H20B 109.3 . . ?
O5 C21 C20 116.5(9) . . ?
O5 C21 H21A 108.2 . . ?
O5 C21 H21B 108.2 . . ?
C20 C21 H21A 108.2 . . ?
C20 C21 H21B 108.2 . . ?
H21A C21 H21B 107.3 . . ?
O5 C22 C1 110.9(6) . 3_666 ?
O5 C22 H22A 109.5 . . ?
O5 C22 H22B 109.5 . . ?
C1 C22 H22A 109.5 3_666 . ?
C1 C22 H22B 109.5 3_666 . ?
H22A C22 H22B 108.0 . . ?
C26 C25 H25 120.0 . . ?
C26 C25 C24 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C27 120.0 . . ?
C25 C26 C31 119.2(8) . . ?
C27 C26 C31 120.7(8) . . ?
C26 C27 C32 119.8(9) . . ?
C28 C27 C26 120.0 . . ?
C28 C27 C32 120.2(9) . . ?
C27 C28 H28 120.0 . . ?
C23 C28 C27 120.0 . . ?
C23 C28 H28 120.0 . . ?
C28 C23 C24 120.0 . . ?
C28 C23 C29 120.0(9) . . ?
C24 C23 C29 119.9(9) . . ?
C25 C24 C30 118.5(8) . . ?
C23 C24 C25 120.0 . . ?
C23 C24 C30 121.5(8) . . ?
N4 C29 C23 177.1(16) . . ?
N3 C30 C24 176.5(14) . . ?
N2 C31 C26 175.7(15) . . ?
N1 C32 C27 178.0(19) . . ?

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
O1 C2 C3 C4 2.4(7) . . . . ?
O1 C2 C3 C12 -177.7(4) . . . . ?
O1 C2 C15 C14 179.2(5) . . . . ?
O2 C13 C14 C15 -178.8(5) . . . . ?
O2 C16 C17 O3 70.3(7) . . . . ?
O3 C18 C19 O4 -69.5(11) . . . . ?
O4 C20 C21 O5 58.2(11) . . . . ?
C1 O1 C2 C3 -173.7(5) . . . . ?
C1 O1 C2 C15 6.8(8) . . . . ?
C2 O1 C1 C22 -174.2(5) . . . 3_666 ?
C2 C3 C4 C5 -177.6(5) . . . . ?
C2 C3 C12 C11 176.9(5) . . . . ?
C2 C3 C12 C13 -2.3(7) . . . . ?
C3 C2 C15 C14 -0.2(8) . . . . ?
C3 C4 C5 C6 178.2(5) . . . . ?
C3 C4 C5 C10 0.5(8) . . . . ?
C3 C12 C13 O2 -179.4(4) . . . . ?
C3 C12 C13 C14 1.2(7) . . . . ?
C4 C3 C12 C11 -3.1(7) . . . . ?
C4 C3 C12 C13 177.6(4) . . . . ?
C4 C5 C6 C7 -178.0(5) . . . . ?
C4 C5 C10 C9 177.8(5) . . . . ?
C4 C5 C10 C11 -2.7(7) . . . . ?
C5 C6 C7 C8 0.9(9) . . . . ?
C5 C10 C11 C12 2.0(8) . . . . ?
C6 C5 C10 C9 0.0(7) . . . . ?
C6 C5 C10 C11 179.4(5) . . . . ?
C6 C7 C8 C9 -1.3(11) . . . . ?
C7 C8 C9 C10 1.0(10) . . . . ?
C8 C9 C10 C5 -0.4(9) . . . . ?
C8 C9 C10 C11 -179.8(6) . . . . ?
C9 C10 C11 C12 -178.6(5) . . . . ?
C10 C5 C6 C7 -0.2(8) . . . . ?
C10 C11 C12 C3 0.9(7) . . . . ?
C10 C11 C12 C13 -179.8(5) . . . . ?
C11 C12 C13 O2 1.4(7) . . . . ?
C11 C12 C13 C14 -178.0(5) . . . . ?
C12 C3 C4 C5 2.4(7) . . . . ?
C12 C13 C14 C15 0.5(8) . . . . ?
C13 O2 C16 C17 -177.8(6) . . . . ?
C13 C14 C15 C2 -1.0(9) . . . . ?
C15 C2 C3 C4 -178.1(5) . . . . ?
C15 C2 C3 C12 1.9(7) . . . . ?
C16 O2 C13 C12 -177.9(5) . . . . ?
C16 O2 C13 C14 1.5(8) . . . . ?
C17 O3 C18 C19 -131.8(9) . . . . ?
C18 O3 C17 C16 153.5(7) . . . . ?
C19 O4 C20 C21 177.9(8) . . . . ?
C20 O4 C19 C18 171.4(8) . . . . ?
C21 O5 C22 C1 -165.7(6) . . . 3_666 ?
C22 O5 C21 C20 172.8(7) . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C25 C26 C27 C32 -179.9(9) . . . . ?
C26 C25 C24 C23 0.0 . . . . ?
C26 C25 C24 C30 -179.4(8) . . . . ?
C26 C27 C28 C23 0.0 . . . . ?
C27 C28 C23 C24 0.0 . . . . ?
C27 C28 C23 C29 -175.2(8) . . . . ?
C28 C23 C24 C25 0.0 . . . . ?
C28 C23 C24 C30 179.4(9) . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
C24 C25 C26 C31 -177.3(8) . . . . ?
C29 C23 C24 C25 175.2(8) . . . . ?
C29 C23 C24 C30 -5.4(10) . . . . ?
C31 C26 C27 C28 177.3(8) . . . . ?
C31 C26 C27 C32 -2.6(10) . . . . ?
C32 C27 C28 C23 179.9(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
