# Electronic Supplementary Material (ESI) for ChemComm.
# 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_xja_119_0m
_database_code_depnum_ccdc_archive 'CCDC 2041332'
loop_
_audit_author_name
_audit_author_address
Penghai
;Nanning Normal University
China
;
_audit_update_record             
;
2020-10-29 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
_audit_creation_date             2020-10-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C30 H27 N O4)'
_chemical_formula_sum            'C60 H54 N2 O8'
_chemical_formula_weight         931.05
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.891(2)
_cell_length_b                   11.712(3)
_cell_length_c                   11.924(3)
_cell_angle_alpha                90.530(8)
_cell_angle_beta                 91.989(8)
_cell_angle_gamma                94.978(8)
_cell_volume                     1236.1(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9841
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.276
_cell_measurement_theta_min      3.007
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0784 before and 0.0510 after correction.
The Ratio of minimum to maximum transmission is 0.9331.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       CUBE
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.423
_exptl_crystal_size_mid          0.124
_exptl_crystal_size_min          0.089
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            26246
_diffrn_reflns_theta_full        27.61
_diffrn_reflns_theta_max         27.61
_diffrn_reflns_theta_min         3.01
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3781
_reflns_number_total             5728
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         5728
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0907
_refine_ls_R_factor_gt           0.0549
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.043
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0699P)²+0.2929P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1329
_refine_ls_wR_factor_ref         0.1512
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C25(H25), C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.c Aromatic/amide H refined with riding coordinates:
 C30(H30), C20(H20), C23(H23), C21(H21), C22(H22), C7(H7), C17(H17), C13(H13),
 C16(H16), C8(H8), C15(H15), C14(H14), C10(H10), C9(H9)
2.d Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C6(H6A,H6B,H6C), C5(H5A,H5B,H5C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
C24 C 0.19257(17) 0.79610(14) 0.24849(14) 0.0417(4) Uani 1 d . . .
N1 N -0.17607(15) 0.90229(12) 0.04259(11) 0.0427(3) Uani 1 d . . .
C27 C -0.08577(16) 0.82500(13) 0.09470(13) 0.0375(4) Uani 1 d . . .
C19 C 0.22340(17) 0.74380(14) 0.14668(15) 0.0429(4) Uani 1 d . . .
C31 C -0.06183(16) 0.85608(13) 0.20537(13) 0.0381(4) Uani 1 d . . .
C1 C -0.03442(18) 0.67545(15) 0.31802(15) 0.0448(4) Uani 1 d . . .
H1A H -0.0451 0.6288 0.2501 0.054 Uiso 1 calc . . R
H1B H 0.0349 0.6409 0.3694 0.054 Uiso 1 calc . . R
C12 C -0.13840(17) 0.95644(13) 0.22425(14) 0.0414(4) Uani 1 d . . .
C30 C 0.10859(18) 0.69285(15) 0.06567(14) 0.0449(4) Uani 1 d . . .
H30 H 0.1334 0.6272 0.0287 0.054 Uiso 1 calc . . R
C29 C -0.02760(17) 0.72778(14) 0.03736(13) 0.0407(4) Uani 1 d . . .
C25 C 0.03280(17) 0.79660(14) 0.28907(14) 0.0407(4) Uani 1 d . . .
H25 H 0.0383 0.8424 0.3585 0.049 Uiso 1 calc . . R
C11 C -0.20808(18) 0.98258(14) 0.12101(15) 0.0443(4) Uani 1 d . . .
O4 O -0.27032(19) 0.51271(12) 0.47442(12) 0.0729(4) Uani 1 d . . .
C20 C 0.37522(19) 0.73998(16) 0.11925(17) 0.0517(4) Uani 1 d . . .
H20 H 0.3978 0.7009 0.0546 0.062 Uiso 1 calc . . R
C18 C -0.12360(19) 0.66428(14) -0.05102(14) 0.0443(4) Uani 1 d . . .
C23 C 0.31170(19) 0.84743(15) 0.31461(16) 0.0514(4) Uani 1 d . . .
H23 H 0.2916 0.8829 0.3819 0.062 Uiso 1 calc . . R
C2 C -0.18831(18) 0.67568(15) 0.37133(14) 0.0461(4) Uani 1 d . . .
H2 H -0.2519 0.7199 0.3225 0.055 Uiso 1 calc . . R
O2 O -0.30666(18) 0.76995(13) 0.51300(13) 0.0752(4) Uani 1 d . . .
C21 C 0.49104(19) 0.79233(17) 0.18523(19) 0.0597(5) Uani 1 d . . .
H21 H 0.5905 0.7906 0.1639 0.072 Uiso 1 calc . . R
C4 C -0.1762(2) 0.73387(17) 0.48468(16) 0.0553(5) Uani 1 d . . .
C22 C 0.4600(2) 0.84698(17) 0.28237(19) 0.0612(5) Uani 1 d . . .
H22 H 0.5381 0.8837 0.3267 0.073 Uiso 1 calc . . R
C7 C -0.1547(2) 1.02627(16) 0.31743(17) 0.0565(5) Uani 1 d . . .
H7 H -0.1095 1.0104 0.3864 0.068 Uiso 1 calc . . R
C32 C -0.2093(2) 0.91362(18) -0.07684(15) 0.0596(5) Uani 1 d . . .
H32A H -0.1321 0.8820 -0.1187 0.089 Uiso 1 calc . . GR
H32B H -0.2124 0.9932 -0.0945 0.089 Uiso 1 calc . . GR
H32C H -0.3054 0.8731 -0.0962 0.089 Uiso 1 calc . . GR
C17 C -0.0666(2) 0.63703(17) -0.15378(16) 0.0564(5) Uani 1 d . . .
H17 H 0.0342 0.6581 -0.1679 0.068 Uiso 1 calc . . R
C13 C -0.2740(2) 0.63065(17) -0.03278(16) 0.0557(5) Uani 1 d . . .
H13 H -0.3144 0.6471 0.0358 0.067 Uiso 1 calc . . R
O1 O -0.06396(19) 0.74685(19) 0.54192(13) 0.1009(7) Uani 1 d . . .
C16 C -0.1584(3) 0.57881(19) -0.23543(17) 0.0690(6) Uani 1 d . . .
H16 H -0.1187 0.5608 -0.3039 0.083 Uiso 1 calc . . R
C3 C -0.2622(2) 0.55444(19) 0.37404(17) 0.0599(5) Uani 1 d . . .
C8 C -0.2384(3) 1.11884(19) 0.3060(2) 0.0759(6) Uani 1 d . . .
H8 H -0.2494 1.1661 0.3677 0.091 Uiso 1 calc . . R
C15 C -0.3069(3) 0.54761(19) -0.21616(19) 0.0716(6) Uani 1 d . . .
H15 H -0.3684 0.5092 -0.2716 0.086 Uiso 1 calc . . R
C14 C -0.3649(2) 0.57300(18) -0.11509(19) 0.0679(6) Uani 1 d . . .
H14 H -0.4658 0.5514 -0.1017 0.082 Uiso 1 calc . . R
C10 C -0.2942(2) 1.07617(16) 0.11000(19) 0.0611(5) Uani 1 d . . .
H10 H -0.3410 1.0925 0.0418 0.073 Uiso 1 calc . . R
C9 C -0.3071(3) 1.14295(19) 0.2033(2) 0.0781(7) Uani 1 d . . .
H9 H -0.3634 1.2061 0.1980 0.094 Uiso 1 calc . . R
O3 O -0.3074(3) 0.5021(2) 0.29290(16) 0.1417(10) Uani 1 d . . .
C6 C -0.3357(4) 0.39506(19) 0.4833(3) 0.0975(9) Uani 1 d . . .
H6A H -0.4332 0.3870 0.4454 0.146 Uiso 1 calc . . GR
H6B H -0.3463 0.3762 0.5609 0.146 Uiso 1 calc . . GR
H6C H -0.2708 0.3443 0.4493 0.146 Uiso 1 calc . . GR
C5 C -0.3087(4) 0.8286(2) 0.6198(2) 0.1156(11) Uani 1 d . . .
H5A H -0.4026 0.8625 0.6258 0.173 Uiso 1 calc . . GR
H5B H -0.2265 0.8875 0.6254 0.173 Uiso 1 calc . . GR
H5C H -0.2982 0.7749 0.6793 0.173 Uiso 1 calc . . GR


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C24 C19 1.401(2) . ?
C24 C25 1.517(2) . ?
C24 C23 1.388(2) . ?
N1 C27 1.397(2) . ?
N1 C11 1.374(2) . ?
N1 C32 1.454(2) . ?
C27 C31 1.370(2) . ?
C27 C29 1.464(2) . ?
C19 C30 1.465(2) . ?
C19 C20 1.404(2) . ?
C31 C12 1.428(2) . ?
C31 C25 1.498(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C25 1.538(2) . ?
C1 C2 1.529(2) . ?
C12 C11 1.407(2) . ?
C12 C7 1.393(2) . ?
C30 H30 0.9300 . ?
C30 C29 1.344(2) . ?
C29 C18 1.485(2) . ?
C25 H25 0.9800 . ?
C11 C10 1.395(2) . ?
O4 C3 1.299(2) . ?
O4 C6 1.455(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.371(3) . ?
C18 C17 1.387(3) . ?
C18 C13 1.386(2) . ?
C23 H23 0.9300 . ?
C23 C22 1.387(3) . ?
C2 H2 0.9800 . ?
C2 C4 1.504(3) . ?
C2 C3 1.513(3) . ?
O2 C4 1.322(2) . ?
O2 C5 1.443(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.366(3) . ?
C4 O1 1.187(2) . ?
C22 H22 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.373(3) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C17 H17 0.9300 . ?
C17 C16 1.384(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.382(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.368(3) . ?
C3 O3 1.180(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.391(3) . ?
C15 H15 0.9300 . ?
C15 C14 1.367(3) . ?
C14 H14 0.9300 . ?
C10 H10 0.9300 . ?
C10 C9 1.368(3) . ?
C9 H9 0.9300 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 C24 C25 121.73(14) . . ?
C23 C24 C19 119.06(15) . . ?
C23 C24 C25 119.20(16) . . ?
C27 N1 C32 127.67(15) . . ?
C11 N1 C27 108.34(13) . . ?
C11 N1 C32 123.01(15) . . ?
N1 C27 C29 124.20(14) . . ?
C31 C27 N1 108.91(14) . . ?
C31 C27 C29 126.90(15) . . ?
C24 C19 C30 124.83(14) . . ?
C24 C19 C20 118.05(16) . . ?
C20 C19 C30 117.12(16) . . ?
C27 C31 C12 107.68(14) . . ?
C27 C31 C25 125.35(14) . . ?
C12 C31 C25 126.94(15) . . ?
H1A C1 H1B 107.8 . . ?
C25 C1 H1A 109.1 . . ?
C25 C1 H1B 109.1 . . ?
C2 C1 H1A 109.1 . . ?
C2 C1 H1B 109.1 . . ?
C2 C1 C25 112.58(14) . . ?
C11 C12 C31 106.60(15) . . ?
C7 C12 C31 134.20(16) . . ?
C7 C12 C11 119.20(16) . . ?
C19 C30 H30 115.5 . . ?
C29 C30 C19 129.03(16) . . ?
C29 C30 H30 115.5 . . ?
C27 C29 C18 119.11(14) . . ?
C30 C29 C27 121.31(15) . . ?
C30 C29 C18 119.54(15) . . ?
C24 C25 C1 111.80(13) . . ?
C24 C25 H25 107.1 . . ?
C31 C25 C24 109.65(13) . . ?
C31 C25 C1 113.62(13) . . ?
C31 C25 H25 107.1 . . ?
C1 C25 H25 107.1 . . ?
N1 C11 C12 108.47(14) . . ?
N1 C11 C10 129.94(17) . . ?
C10 C11 C12 121.59(17) . . ?
C3 O4 C6 116.68(18) . . ?
C19 C20 H20 119.1 . . ?
C21 C20 C19 121.79(19) . . ?
C21 C20 H20 119.1 . . ?
C17 C18 C29 121.48(16) . . ?
C13 C18 C29 120.51(15) . . ?
C13 C18 C17 118.01(17) . . ?
C24 C23 H23 119.3 . . ?
C22 C23 C24 121.37(19) . . ?
C22 C23 H23 119.3 . . ?
C1 C2 H2 107.4 . . ?
C4 C2 C1 111.75(14) . . ?
C4 C2 H2 107.4 . . ?
C4 C2 C3 113.15(15) . . ?
C3 C2 C1 109.49(15) . . ?
C3 C2 H2 107.4 . . ?
C4 O2 C5 116.6(2) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.84(17) . . ?
C22 C21 H21 120.1 . . ?
O2 C4 C2 111.53(17) . . ?
O1 C4 C2 124.74(19) . . ?
O1 C4 O2 123.7(2) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 C23 119.74(18) . . ?
C21 C22 H22 120.1 . . ?
C12 C7 H7 120.5 . . ?
C8 C7 C12 119.0(2) . . ?
C8 C7 H7 120.5 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C18 C17 H17 119.7 . . ?
C16 C17 C18 120.6(2) . . ?
C16 C17 H17 119.7 . . ?
C18 C13 H13 119.5 . . ?
C14 C13 C18 120.96(19) . . ?
C14 C13 H13 119.5 . . ?
C17 C16 H16 119.8 . . ?
C15 C16 C17 120.5(2) . . ?
C15 C16 H16 119.8 . . ?
O4 C3 C2 113.59(16) . . ?
O3 C3 O4 123.0(2) . . ?
O3 C3 C2 123.5(2) . . ?
C7 C8 H8 119.5 . . ?
C7 C8 C9 120.9(2) . . ?
C9 C8 H8 119.5 . . ?
C16 C15 H15 120.1 . . ?
C16 C15 C14 119.8(2) . . ?
C14 C15 H15 120.1 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(2) . . ?
C15 C14 H14 119.9 . . ?
C11 C10 H10 121.3 . . ?
C9 C10 C11 117.5(2) . . ?
C9 C10 H10 121.3 . . ?
C8 C9 H9 119.1 . . ?
C10 C9 C8 121.76(19) . . ?
C10 C9 H9 119.1 . . ?
O4 C6 H6A 109.5 . . ?
O4 C6 H6B 109.5 . . ?
O4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O2 C5 H5A 109.5 . . ?
O2 C5 H5B 109.5 . . ?
O2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 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
C24 C19 C30 C29 36.2(3) . . . . ?
C24 C19 C20 C21 -4.5(3) . . . . ?
C24 C23 C22 C21 -1.9(3) . . . . ?
N1 C27 C31 C12 -0.31(17) . . . . ?
N1 C27 C31 C25 -178.31(13) . . . . ?
N1 C27 C29 C30 145.72(16) . . . . ?
N1 C27 C29 C18 -36.4(2) . . . . ?
N1 C11 C10 C9 -179.91(18) . . . . ?
C27 N1 C11 C12 -0.23(17) . . . . ?
C27 N1 C11 C10 -179.60(17) . . . . ?
C27 C31 C12 C11 0.16(17) . . . . ?
C27 C31 C12 C7 -179.76(17) . . . . ?
C27 C31 C25 C24 57.9(2) . . . . ?
C27 C31 C25 C1 -68.0(2) . . . . ?
C27 C29 C18 C17 132.94(17) . . . . ?
C27 C29 C18 C13 -46.9(2) . . . . ?
C19 C24 C25 C31 -60.01(19) . . . . ?
C19 C24 C25 C1 66.93(19) . . . . ?
C19 C24 C23 C22 -0.6(3) . . . . ?
C19 C30 C29 C27 -4.4(3) . . . . ?
C19 C30 C29 C18 177.73(16) . . . . ?
C19 C20 C21 C22 2.1(3) . . . . ?
C31 C27 C29 C30 -33.9(2) . . . . ?
C31 C27 C29 C18 143.89(16) . . . . ?
C31 C12 C11 N1 0.05(17) . . . . ?
C31 C12 C11 C10 179.48(15) . . . . ?
C31 C12 C7 C8 179.91(19) . . . . ?
C1 C2 C4 O2 157.87(15) . . . . ?
C1 C2 C4 O1 -21.7(3) . . . . ?
C1 C2 C3 O4 110.35(18) . . . . ?
C1 C2 C3 O3 -69.2(3) . . . . ?
C12 C31 C25 C24 -119.67(17) . . . . ?
C12 C31 C25 C1 114.41(17) . . . . ?
C12 C11 C10 C9 0.8(3) . . . . ?
C12 C7 C8 C9 0.4(3) . . . . ?
C30 C19 C20 C21 175.24(16) . . . . ?
C30 C29 C18 C17 -49.2(2) . . . . ?
C30 C29 C18 C13 130.96(18) . . . . ?
C29 C27 C31 C12 179.40(14) . . . . ?
C29 C27 C31 C25 1.4(2) . . . . ?
C29 C18 C17 C16 -179.34(17) . . . . ?
C29 C18 C13 C14 179.04(18) . . . . ?
C25 C24 C19 C30 4.8(2) . . . . ?
C25 C24 C19 C20 -175.47(14) . . . . ?
C25 C24 C23 C22 178.54(16) . . . . ?
C25 C31 C12 C11 178.13(14) . . . . ?
C25 C31 C12 C7 -1.8(3) . . . . ?
C25 C1 C2 C4 -66.12(19) . . . . ?
C25 C1 C2 C3 167.72(15) . . . . ?
C11 N1 C27 C31 0.34(17) . . . . ?
C11 N1 C27 C29 -179.38(13) . . . . ?
C11 C12 C7 C8 0.0(3) . . . . ?
C11 C10 C9 C8 -0.4(3) . . . . ?
C20 C19 C30 C29 -143.54(18) . . . . ?
C20 C21 C22 C23 1.1(3) . . . . ?
C18 C17 C16 C15 0.2(3) . . . . ?
C18 C13 C14 C15 0.4(3) . . . . ?
C23 C24 C19 C30 -176.05(16) . . . . ?
C23 C24 C19 C20 3.6(2) . . . . ?
C23 C24 C25 C31 120.88(16) . . . . ?
C23 C24 C25 C1 -112.18(17) . . . . ?
C2 C1 C25 C24 173.61(13) . . . . ?
C2 C1 C25 C31 -61.63(19) . . . . ?
C4 C2 C3 O4 -15.0(2) . . . . ?
C4 C2 C3 O3 165.5(3) . . . . ?
C7 C12 C11 N1 179.98(14) . . . . ?
C7 C12 C11 C10 -0.6(2) . . . . ?
C7 C8 C9 C10 -0.1(4) . . . . ?
C32 N1 C27 C31 169.16(15) . . . . ?
C32 N1 C27 C29 -10.6(2) . . . . ?
C32 N1 C11 C12 -169.69(15) . . . . ?
C32 N1 C11 C10 10.9(3) . . . . ?
C17 C18 C13 C14 -0.8(3) . . . . ?
C17 C16 C15 C14 -0.7(3) . . . . ?
C13 C18 C17 C16 0.5(3) . . . . ?
C16 C15 C14 C13 0.4(3) . . . . ?
C3 C2 C4 O2 -78.0(2) . . . . ?
C3 C2 C4 O1 102.4(2) . . . . ?
C6 O4 C3 C2 -178.08(19) . . . . ?
C6 O4 C3 O3 1.4(4) . . . . ?
C5 O2 C4 C2 -179.26(18) . . . . ?
C5 O2 C4 O1 0.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_xiaoja_524_0m
_database_code_depnum_ccdc_archive 'CCDC 2085610'
loop_
_audit_author_name
_audit_author_address
Penghai
;Nanning Normal University
China
;
_audit_update_record             
;
2021-05-25 deposited with the CCDC.	2021-11-16 downloaded from the CCDC.
;
_audit_creation_date             2021-05-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '4(C24 H23 N O4)'
_chemical_formula_sum            'C96 H92 N4 O16'
_chemical_formula_weight         1557.74
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.5856(7)
_cell_length_b                   7.9134(5)
_cell_length_c                   21.1647(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.028(2)
_cell_angle_gamma                90.00
_cell_volume                     1929.7(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5762
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.942
_cell_measurement_theta_min      3.123
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6771
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0696 before and 0.0620 after correction.
The Ratio of minimum to maximum transmission is 0.9081.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bar
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.367
_exptl_crystal_size_mid          0.212
_exptl_crystal_size_min          0.075
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0776
_diffrn_reflns_av_unetI/netI     0.0692
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            29285
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         3.12
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2311
_reflns_number_total             4440
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         4440
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1541
_refine_ls_R_factor_gt           0.0683
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.484
_refine_ls_shift/su_mean         0.008
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0603P)²+0.9789P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1359
_refine_ls_wR_factor_ref         0.1658
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C20(H20)
2.b Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C17(H17), C14(H14), C16(H16), C3(H3), C15(H15), C1(H1), C2(H2)
2.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C11(H11A,H11B,H11C), C23(H23A,H23B,H23C), C18(H18A,H18B,
 H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
O2 O 0.06602(16) 0.3479(2) 0.21380(9) 0.0540(5) Uani 1 d . . .
O4 O 0.15047(15) 0.0597(2) 0.11099(8) 0.0483(5) Uani 1 d . . .
C22 C 0.1282(2) 0.4448(3) 0.17929(12) 0.0404(6) Uani 1 d . . .
C21 C 0.1151(2) 0.2174(3) 0.09930(12) 0.0394(6) Uani 1 d . . .
O3 O 0.03147(17) 0.2540(2) 0.06400(10) 0.0621(6) Uani 1 d . . .
O1 O 0.13140(18) 0.5954(3) 0.18437(10) 0.0689(6) Uani 1 d . . .
C20 C 0.1943(2) 0.3443(3) 0.13454(12) 0.0395(6) Uani 1 d . . .
H20 H 0.2572 0.2835 0.1595 0.047 Uiso 1 calc . . R
C6 C 0.3130(2) 0.3336(3) -0.01694(12) 0.0468(7) Uani 1 d . . .
C12 C 0.4964(2) 0.3821(3) 0.14345(12) 0.0399(6) Uani 1 d . . .
C9 C 0.5309(2) 0.2680(3) 0.04325(13) 0.0408(6) Uani 1 d . . .
C8 C 0.4430(2) 0.3494(3) 0.07796(14) 0.0495(7) Uani 1 d . . .
C19 C 0.2476(2) 0.4627(3) 0.08774(14) 0.0493(7) Uani 1 d . . .
H19A H 0.1854 0.5098 0.0588 0.059 Uiso 1 calc . . R
H19B H 0.2855 0.5557 0.1115 0.059 Uiso 1 calc . . R
N1 N 0.62913(18) 0.2477(3) 0.08687(11) 0.0499(6) Uani 1 d . . .
C5 C 0.4007(2) 0.2606(3) -0.05071(13) 0.0490(7) Uani 1 d . . .
C7 C 0.3358(2) 0.3794(3) 0.04854(13) 0.0491(7) Uani 1 d . . .
C13 C 0.6089(2) 0.3148(3) 0.14501(13) 0.0462(7) Uani 1 d . . .
C24 C 0.0020(3) 0.4337(4) 0.25939(14) 0.0602(8) Uani 1 d . . .
H24A H -0.0533 0.5094 0.2375 0.090 Uiso 1 calc . . GR
H24B H 0.0548 0.4967 0.2884 0.090 Uiso 1 calc . . GR
H24C H -0.0381 0.3519 0.2825 0.090 Uiso 1 calc . . GR
C4 C 0.3717(3) 0.2269(4) -0.11694(14) 0.0628(9) Uani 1 d . . .
H4 H 0.4276 0.1809 -0.1404 0.075 Uiso 1 calc . . R
C17 C 0.4649(2) 0.4627(4) 0.19744(13) 0.0504(7) Uani 1 d . . .
H17 H 0.3914 0.5101 0.1972 0.060 Uiso 1 calc . . R
C10 C 0.5120(2) 0.2230(3) -0.02028(13) 0.0458(7) Uani 1 d . . .
C11 C 0.5999(3) 0.1368(4) -0.05578(15) 0.0721(10) Uani 1 d . . .
H11A H 0.6347 0.2178 -0.0818 0.108 Uiso 1 calc . . GR
H11B H 0.5628 0.0498 -0.0822 0.108 Uiso 1 calc . . GR
H11C H 0.6589 0.0875 -0.0262 0.108 Uiso 1 calc . . GR
C14 C 0.6849(3) 0.3205(4) 0.20027(15) 0.0606(8) Uani 1 d . . .
H14 H 0.7579 0.2709 0.2016 0.073 Uiso 1 calc . . R
C16 C 0.5425(3) 0.4723(4) 0.25123(14) 0.0627(9) Uani 1 d . . .
H16 H 0.5215 0.5282 0.2870 0.075 Uiso 1 calc . . R
C3 C 0.2646(3) 0.2606(5) -0.14610(15) 0.0751(10) Uani 1 d . . .
H3 H 0.2480 0.2389 -0.1893 0.090 Uiso 1 calc . . R
C15 C 0.6514(3) 0.3996(4) 0.25258(15) 0.0684(9) Uani 1 d . . .
H15 H 0.7023 0.4047 0.2896 0.082 Uiso 1 calc . . R
C1 C 0.2024(3) 0.3628(4) -0.04973(14) 0.0605(8) Uani 1 d . . .
H1 H 0.1437 0.4075 -0.0280 0.073 Uiso 1 calc . . R
C2 C 0.1803(3) 0.3267(5) -0.11231(16) 0.0727(10) Uani 1 d . . .
H2 H 0.1067 0.3471 -0.1328 0.087 Uiso 1 calc . . R
C23 C 0.0820(3) -0.0710(4) 0.07748(14) 0.0632(9) Uani 1 d . . .
H23A H 0.0898 -0.0631 0.0329 0.095 Uiso 1 calc . . GR
H23B H 0.0019 -0.0570 0.0843 0.095 Uiso 1 calc . . GR
H23C H 0.1087 -0.1796 0.0929 0.095 Uiso 1 calc . . GR
C18 C 0.7432(2) 0.1859(5) 0.07440(17) 0.0743(10) Uani 1 d . . .
H18A H 0.7392 0.0665 0.0664 0.111 Uiso 1 calc . . GR
H18B H 0.7982 0.2076 0.1107 0.111 Uiso 1 calc . . GR
H18C H 0.7674 0.2429 0.0380 0.111 Uiso 1 calc . . GR


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C22 1.323(3) . ?
O2 C24 1.447(3) . ?
O4 C21 1.329(3) . ?
O4 C23 1.443(3) . ?
C22 O1 1.196(3) . ?
C22 C20 1.506(4) . ?
C21 O3 1.195(3) . ?
C21 C20 1.505(4) . ?
C20 H20 0.9800 . ?
C20 C19 1.539(3) . ?
C6 C5 1.425(4) . ?
C6 C7 1.430(4) . ?
C6 C1 1.411(4) . ?
C12 C8 1.480(4) . ?
C12 C13 1.406(4) . ?
C12 C17 1.391(4) . ?
C9 C8 1.466(4) . ?
C9 N1 1.397(3) . ?
C9 C10 1.386(4) . ?
C8 C7 1.351(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C7 1.531(4) . ?
N1 C13 1.383(3) . ?
N1 C18 1.459(3) . ?
C5 C4 1.432(4) . ?
C5 C10 1.410(4) . ?
C13 C14 1.389(4) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C4 H4 0.9300 . ?
C4 C3 1.353(4) . ?
C17 H17 0.9300 . ?
C17 C16 1.376(4) . ?
C10 C11 1.493(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C14 H14 0.9300 . ?
C14 C15 1.363(4) . ?
C16 H16 0.9300 . ?
C16 C15 1.385(4) . ?
C3 H3 0.9300 . ?
C3 C2 1.373(5) . ?
C15 H15 0.9300 . ?
C1 H1 0.9300 . ?
C1 C2 1.353(4) . ?
C2 H2 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 O2 C24 116.3(2) . . ?
C21 O4 C23 116.0(2) . . ?
O2 C22 C20 112.5(2) . . ?
O1 C22 O2 122.7(2) . . ?
O1 C22 C20 124.7(2) . . ?
O4 C21 C20 112.0(2) . . ?
O3 C21 O4 123.9(2) . . ?
O3 C21 C20 124.1(2) . . ?
C22 C20 H20 108.6 . . ?
C22 C20 C19 110.4(2) . . ?
C21 C20 C22 109.88(19) . . ?
C21 C20 H20 108.6 . . ?
C21 C20 C19 110.6(2) . . ?
C19 C20 H20 108.6 . . ?
C5 C6 C7 121.3(3) . . ?
C1 C6 C5 118.6(2) . . ?
C1 C6 C7 120.1(3) . . ?
C13 C12 C8 104.6(2) . . ?
C17 C12 C8 136.9(2) . . ?
C17 C12 C13 118.5(2) . . ?
N1 C9 C8 106.2(2) . . ?
C10 C9 C8 123.5(2) . . ?
C10 C9 N1 130.3(2) . . ?
C9 C8 C12 107.6(2) . . ?
C7 C8 C12 132.4(3) . . ?
C7 C8 C9 120.0(3) . . ?
C20 C19 H19A 108.5 . . ?
C20 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C7 C19 C20 115.0(2) . . ?
C7 C19 H19A 108.5 . . ?
C7 C19 H19B 108.5 . . ?
C9 N1 C18 127.5(2) . . ?
C13 N1 C9 110.0(2) . . ?
C13 N1 C18 122.1(2) . . ?
C6 C5 C4 117.4(3) . . ?
C10 C5 C6 121.5(2) . . ?
C10 C5 C4 121.1(3) . . ?
C6 C7 C19 124.7(3) . . ?
C8 C7 C6 118.0(3) . . ?
C8 C7 C19 117.3(3) . . ?
N1 C13 C12 111.6(2) . . ?
N1 C13 C14 127.6(3) . . ?
C14 C13 C12 120.8(3) . . ?
O2 C24 H24A 109.5 . . ?
O2 C24 H24B 109.5 . . ?
O2 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C5 C4 H4 119.3 . . ?
C3 C4 C5 121.3(3) . . ?
C3 C4 H4 119.3 . . ?
C12 C17 H17 120.0 . . ?
C16 C17 C12 120.0(3) . . ?
C16 C17 H17 120.0 . . ?
C9 C10 C5 115.7(2) . . ?
C9 C10 C11 124.0(3) . . ?
C5 C10 C11 120.4(3) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.3(3) . . ?
C15 C14 H14 120.3 . . ?
C17 C16 H16 119.7 . . ?
C17 C16 C15 120.6(3) . . ?
C15 C16 H16 119.7 . . ?
C4 C3 H3 119.8 . . ?
C4 C3 C2 120.4(3) . . ?
C2 C3 H3 119.8 . . ?
C14 C15 C16 120.7(3) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C6 C1 H1 119.5 . . ?
C2 C1 C6 121.0(3) . . ?
C2 C1 H1 119.5 . . ?
C3 C2 H2 119.4 . . ?
C1 C2 C3 121.3(3) . . ?
C1 C2 H2 119.4 . . ?
O4 C23 H23A 109.5 . . ?
O4 C23 H23B 109.5 . . ?
O4 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C18 H18A 109.5 . . ?
N1 C18 H18B 109.5 . . ?
N1 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
O2 C22 C20 C21 47.9(3) . . . . ?
O2 C22 C20 C19 170.1(2) . . . . ?
O4 C21 C20 C22 -118.7(2) . . . . ?
O4 C21 C20 C19 119.2(2) . . . . ?
C22 C20 C19 C7 168.7(2) . . . . ?
C21 C20 C19 C7 -69.4(3) . . . . ?
O3 C21 C20 C22 62.7(3) . . . . ?
O3 C21 C20 C19 -59.5(3) . . . . ?
O1 C22 C20 C21 -133.0(3) . . . . ?
O1 C22 C20 C19 -10.7(4) . . . . ?
C20 C19 C7 C6 104.3(3) . . . . ?
C20 C19 C7 C8 -76.7(3) . . . . ?
C6 C5 C4 C3 -1.0(4) . . . . ?
C6 C5 C10 C9 -2.6(4) . . . . ?
C6 C5 C10 C11 176.2(3) . . . . ?
C6 C1 C2 C3 0.0(5) . . . . ?
C12 C8 C7 C6 178.9(2) . . . . ?
C12 C8 C7 C19 -0.2(4) . . . . ?
C12 C13 C14 C15 -3.1(4) . . . . ?
C12 C17 C16 C15 -1.2(4) . . . . ?
C9 C8 C7 C6 -1.6(4) . . . . ?
C9 C8 C7 C19 179.2(2) . . . . ?
C9 N1 C13 C12 0.4(3) . . . . ?
C9 N1 C13 C14 -179.5(3) . . . . ?
C8 C12 C13 N1 1.0(3) . . . . ?
C8 C12 C13 C14 -179.0(2) . . . . ?
C8 C12 C17 C16 -177.8(3) . . . . ?
C8 C9 N1 C13 -1.7(3) . . . . ?
C8 C9 N1 C18 -174.4(3) . . . . ?
C8 C9 C10 C5 0.0(4) . . . . ?
C8 C9 C10 C11 -178.7(3) . . . . ?
N1 C9 C8 C12 2.3(3) . . . . ?
N1 C9 C8 C7 -177.3(2) . . . . ?
N1 C9 C10 C5 179.3(2) . . . . ?
N1 C9 C10 C11 0.6(4) . . . . ?
N1 C13 C14 C15 176.8(3) . . . . ?
C5 C6 C7 C8 -0.9(4) . . . . ?
C5 C6 C7 C19 178.2(2) . . . . ?
C5 C6 C1 C2 -1.7(4) . . . . ?
C5 C4 C3 C2 -0.8(5) . . . . ?
C7 C6 C5 C4 -176.9(2) . . . . ?
C7 C6 C5 C10 3.1(4) . . . . ?
C7 C6 C1 C2 177.3(3) . . . . ?
C13 C12 C8 C9 -2.0(3) . . . . ?
C13 C12 C8 C7 177.5(3) . . . . ?
C13 C12 C17 C16 -1.3(4) . . . . ?
C13 C14 C15 C16 0.6(5) . . . . ?
C24 O2 C22 O1 -0.8(4) . . . . ?
C24 O2 C22 C20 178.4(2) . . . . ?
C4 C5 C10 C9 177.4(2) . . . . ?
C4 C5 C10 C11 -3.8(4) . . . . ?
C4 C3 C2 C1 1.3(5) . . . . ?
C17 C12 C8 C9 174.9(3) . . . . ?
C17 C12 C8 C7 -5.7(5) . . . . ?
C17 C12 C13 N1 -176.5(2) . . . . ?
C17 C12 C13 C14 3.4(4) . . . . ?
C17 C16 C15 C14 1.5(5) . . . . ?
C10 C9 C8 C12 -178.3(2) . . . . ?
C10 C9 C8 C7 2.2(4) . . . . ?
C10 C9 N1 C13 178.9(3) . . . . ?
C10 C9 N1 C18 6.3(4) . . . . ?
C10 C5 C4 C3 179.1(3) . . . . ?
C1 C6 C5 C4 2.1(4) . . . . ?
C1 C6 C5 C10 -177.9(2) . . . . ?
C1 C6 C7 C8 -179.8(2) . . . . ?
C1 C6 C7 C19 -0.8(4) . . . . ?
C23 O4 C21 O3 0.7(4) . . . . ?
C23 O4 C21 C20 -177.9(2) . . . . ?
C18 N1 C13 C12 173.6(2) . . . . ?
C18 N1 C13 C14 -6.4(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
