# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_mo_210618a_0m
_database_code_depnum_ccdc_archive 'CCDC 2118128'
loop_
_audit_author_name
_audit_author_address
'JinYu He'
;Central China Normal University
China
;
_audit_update_record             
;
2021-10-27 deposited with the CCDC.	2022-02-08 downloaded from the CCDC.
;
_audit_creation_date             2021-06-21
_audit_creation_method           
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H19 N O2 S'
_chemical_formula_sum            'C20 H19 N O2 S'
_chemical_formula_weight         337.42
_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'
S S 0.1246 0.1234 '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                   26.979(4)
_cell_length_b                   9.2286(12)
_cell_length_c                   14.3392(19)
_cell_angle_alpha                90
_cell_angle_beta                 102.602(2)
_cell_angle_gamma                90
_cell_volume                     3484.1(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8268
_cell_measurement_temperature    296(1)
_cell_measurement_theta_max      31.60
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.962
_shelx_estimated_absorpt_T_min   0.943
_exptl_absorpt_coefficient_mu    0.197
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6664
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18183
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.030
_diffrn_reflns_theta_min         1.547
_diffrn_ambient_temperature      296(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4333
_reflns_number_total             5678
_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_refine_diff_density_max         0.321
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.046
_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     220
_refine_ls_number_reflns         5678
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0439
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0692P)²+1.8249P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1228
_refine_ls_wR_factor_ref         0.1375
_refine_special_details          ?
_olex2_refinement_description    
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All C(H,H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups, All O(H) groups 
2.a Ternary CH refined with riding coordinates: 
 C10(H10) 
2.b Secondary CH2 refined with riding coordinates: 
 C9(H9A,H9B) 
2.c Aromatic/amide H refined with riding coordinates: 
 C2(H2), C6(H6), C13(H13), C14(H14), C15(H15), C17(H17), C18(H18), C19(H19), 
 C20(H20) 
2.d Idealised Me refined as rotating group: 
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C) 
2.e Idealised tetrahedral OH refined as rotating group: 
 O1(H1) 
;
_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
C1 C 0.81479(4) 0.22707(14) 0.39385(8) 0.0328(2) Uani 1 1 d . . . . .
C2 C 0.80573(5) 0.35731(15) 0.43509(9) 0.0368(3) Uani 1 1 d . . . . .
H2 H 0.8326 0.4047 0.4750 0.044 Uiso 1 1 calc R . . . .
C3 C 0.75759(5) 0.41944(14) 0.41869(9) 0.0360(3) Uani 1 1 d . . . . .
C4 C 0.71759(5) 0.34655(14) 0.35977(9) 0.0342(2) Uani 1 1 d . . . . .
C5 C 0.72472(5) 0.21372(15) 0.31825(10) 0.0385(3) Uani 1 1 d . . . . .
C6 C 0.77381(5) 0.15699(15) 0.33560(10) 0.0391(3) Uani 1 1 d . . . . .
H6 H 0.7793 0.0695 0.3073 0.047 Uiso 1 1 calc R . . . .
C7 C 0.74888(7) 0.56236(18) 0.46273(14) 0.0576(4) Uani 1 1 d . . . . .
H7A H 0.7793 0.5915 0.5069 0.086 Uiso 1 1 calc GR . . . .
H7B H 0.7218 0.5527 0.4960 0.086 Uiso 1 1 calc GR . . . .
H7C H 0.7400 0.6341 0.4135 0.086 Uiso 1 1 calc GR . . . .
C8 C 0.68082(6) 0.1316(2) 0.25879(16) 0.0675(6) Uani 1 1 d . . . . .
H8A H 0.6552 0.1175 0.2949 0.101 Uiso 1 1 calc GR . . . .
H8B H 0.6924 0.0391 0.2415 0.101 Uiso 1 1 calc GR . . . .
H8C H 0.6669 0.1857 0.2019 0.101 Uiso 1 1 calc GR . . . .
C9 C 0.86716(5) 0.15998(16) 0.41248(9) 0.0363(3) Uani 1 1 d . . . . .
H9A H 0.8656 0.0639 0.4391 0.044 Uiso 1 1 calc R . . . .
H9B H 0.8900 0.2179 0.4596 0.044 Uiso 1 1 calc R . . . .
C10 C 0.88869(4) 0.14859(13) 0.32158(8) 0.0294(2) Uani 1 1 d . . . . .
H10 H 0.8613 0.1151 0.2694 0.035 Uiso 1 1 calc R . . . .
C11 C 0.90744(5) 0.29368(13) 0.29202(9) 0.0324(2) Uani 1 1 d . . . . .
C12 C 0.90747(5) 0.31184(13) 0.19056(9) 0.0332(2) Uani 1 1 d . . . . .
C13 C 0.88506(5) 0.22811(16) 0.11368(9) 0.0406(3) Uani 1 1 d . . . . .
H13 H 0.8662 0.1451 0.1185 0.049 Uiso 1 1 calc R . . . .
C14 C 0.89382(7) 0.2821(2) 0.02656(11) 0.0544(4) Uani 1 1 d . . . . .
H14 H 0.8812 0.2390 -0.0325 0.065 Uiso 1 1 calc R . . . .
C15 C 0.92256(7) 0.4036(2) 0.03871(12) 0.0573(4) Uani 1 1 d . . . . .
H15 H 0.9320 0.4533 -0.0111 0.069 Uiso 1 1 calc R . . . .
C16 C 0.93118(4) 0.03720(12) 0.33493(8) 0.0292(2) Uani 1 1 d . . . . .
C17 C 0.98170(5) 0.07217(15) 0.37089(10) 0.0389(3) Uani 1 1 d . . . . .
H17 H 0.9915 0.1682 0.3830 0.047 Uiso 1 1 calc R . . . .
C18 C 1.01738(5) -0.03771(18) 0.38847(11) 0.0470(3) Uani 1 1 d . . . . .
H18 H 1.0515 -0.0165 0.4124 0.056 Uiso 1 1 calc R . . . .
C19 C 1.00183(6) -0.17820(17) 0.37021(11) 0.0480(3) Uani 1 1 d . . . . .
H19 H 1.0250 -0.2541 0.3831 0.058 Uiso 1 1 calc R . . . .
C20 C 0.95123(6) -0.20460(15) 0.33246(11) 0.0451(3) Uani 1 1 d . . . . .
H20 H 0.9410 -0.3000 0.3191 0.054 Uiso 1 1 calc R . . . .
N1 N 0.91596(4) -0.10013(12) 0.31400(8) 0.0373(2) Uani 1 1 d . . . . .
O1 O 0.67029(4) 0.40982(12) 0.34695(8) 0.0480(3) Uani 1 1 d . . . . .
H1 H 0.6516 0.3761 0.2990 0.072 Uiso 1 1 calc GR . . . .
O2 O 0.92363(5) 0.38846(12) 0.34964(8) 0.0506(3) Uani 1 1 d . . . . .
S1 S 0.93946(2) 0.45528(4) 0.15501(3) 0.05391(13) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.3845(18) . ?
C1 C6 1.3911(18) . ?
C1 C9 1.5121(16) . ?
C2 H2 0.9300 . ?
C2 C3 1.3919(17) . ?
C3 C4 1.3905(18) . ?
C3 C7 1.5029(19) . ?
C4 C5 1.3943(18) . ?
C4 O1 1.3786(14) . ?
C5 C6 1.3952(17) . ?
C5 C8 1.505(2) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.5421(16) . ?
C10 H10 0.9800 . ?
C10 C11 1.5238(17) . ?
C10 C16 1.5203(15) . ?
C11 C12 1.4646(17) . ?
C11 O2 1.2170(15) . ?
C12 C13 1.3736(18) . ?
C12 S1 1.7174(13) . ?
C13 H13 0.9300 . ?
C13 C14 1.412(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.352(3) . ?
C15 H15 0.9300 . ?
C15 S1 1.6985(19) . ?
C16 C17 1.3860(17) . ?
C16 N1 1.3458(16) . ?
C17 H17 0.9300 . ?
C17 C18 1.3830(19) . ?
C18 H18 0.9300 . ?
C18 C19 1.370(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.376(2) . ?
C20 H20 0.9300 . ?
C20 N1 1.3398(17) . ?
O1 H1 0.8200 . ?

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 C1 C6 117.96(11) . . ?
C2 C1 C9 121.68(12) . . ?
C6 C1 C9 120.35(11) . . ?
C1 C2 H2 119.0 . . ?
C1 C2 C3 122.04(12) . . ?
C3 C2 H2 119.0 . . ?
C2 C3 C7 121.08(12) . . ?
C4 C3 C2 118.38(12) . . ?
C4 C3 C7 120.54(12) . . ?
C3 C4 C5 121.57(11) . . ?
O1 C4 C3 116.70(11) . . ?
O1 C4 C5 121.70(11) . . ?
C4 C5 C6 117.90(12) . . ?
C4 C5 C8 121.34(12) . . ?
C6 C5 C8 120.74(13) . . ?
C1 C6 C5 122.12(12) . . ?
C1 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C9 H9A 109.0 . . ?
C1 C9 H9B 109.0 . . ?
C1 C9 C10 112.86(10) . . ?
H9A C9 H9B 107.8 . . ?
C10 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C9 C10 H10 107.8 . . ?
C11 C10 C9 112.60(10) . . ?
C11 C10 H10 107.8 . . ?
C16 C10 C9 110.63(9) . . ?
C16 C10 H10 107.8 . . ?
C16 C10 C11 110.02(9) . . ?
C12 C11 C10 116.68(10) . . ?
O2 C11 C10 122.31(11) . . ?
O2 C11 C12 120.94(12) . . ?
C11 C12 S1 119.49(9) . . ?
C13 C12 C11 129.59(12) . . ?
C13 C12 S1 110.92(10) . . ?
C12 C13 H13 123.8 . . ?
C12 C13 C14 112.48(13) . . ?
C14 C13 H13 123.8 . . ?
C13 C14 H14 123.8 . . ?
C15 C14 C13 112.36(15) . . ?
C15 C14 H14 123.8 . . ?
C14 C15 H15 123.7 . . ?
C14 C15 S1 112.52(12) . . ?
S1 C15 H15 123.7 . . ?
C17 C16 C10 122.86(11) . . ?
N1 C16 C10 115.07(10) . . ?
N1 C16 C17 121.98(11) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 C16 119.08(13) . . ?
C18 C17 H17 120.5 . . ?
C17 C18 H18 120.4 . . ?
C19 C18 C17 119.14(13) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 120.7 . . ?
C18 C19 C20 118.61(13) . . ?
C20 C19 H19 120.7 . . ?
C19 C20 H20 118.3 . . ?
N1 C20 C19 123.45(14) . . ?
N1 C20 H20 118.3 . . ?
C20 N1 C16 117.69(11) . . ?
C4 O1 H1 109.5 . . ?
C15 S1 C12 91.73(7) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 N1 0.82 2.17 2.8994(16) 148.3 4_655

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
C1 C2 C3 C4 0.7(2) . . . . ?
C1 C2 C3 C7 -178.80(14) . . . . ?
C1 C9 C10 C11 76.12(13) . . . . ?
C1 C9 C10 C16 -160.31(11) . . . . ?
C2 C1 C6 C5 -0.1(2) . . . . ?
C2 C1 C9 C10 -116.53(13) . . . . ?
C2 C3 C4 C5 0.6(2) . . . . ?
C2 C3 C4 O1 178.59(12) . . . . ?
C3 C4 C5 C6 -1.6(2) . . . . ?
C3 C4 C5 C8 176.73(16) . . . . ?
C4 C5 C6 C1 1.4(2) . . . . ?
C6 C1 C2 C3 -0.94(19) . . . . ?
C6 C1 C9 C10 64.77(16) . . . . ?
C7 C3 C4 C5 -179.88(15) . . . . ?
C7 C3 C4 O1 -1.9(2) . . . . ?
C8 C5 C6 C1 -176.98(16) . . . . ?
C9 C1 C2 C3 -179.67(12) . . . . ?
C9 C1 C6 C5 178.62(12) . . . . ?
C9 C10 C11 C12 -153.97(10) . . . . ?
C9 C10 C11 O2 28.98(16) . . . . ?
C9 C10 C16 C17 -89.98(14) . . . . ?
C9 C10 C16 N1 86.66(13) . . . . ?
C10 C11 C12 C13 12.65(19) . . . . ?
C10 C11 C12 S1 -166.95(8) . . . . ?
C10 C16 C17 C18 174.47(12) . . . . ?
C10 C16 N1 C20 -174.20(11) . . . . ?
C11 C10 C16 C17 35.06(15) . . . . ?
C11 C10 C16 N1 -148.30(10) . . . . ?
C11 C12 C13 C14 179.90(13) . . . . ?
C11 C12 S1 C15 -179.99(11) . . . . ?
C12 C13 C14 C15 0.4(2) . . . . ?
C13 C12 S1 C15 0.34(11) . . . . ?
C13 C14 C15 S1 -0.1(2) . . . . ?
C14 C15 S1 C12 -0.12(15) . . . . ?
C16 C10 C11 C12 82.13(12) . . . . ?
C16 C10 C11 O2 -94.93(14) . . . . ?
C16 C17 C18 C19 -0.2(2) . . . . ?
C17 C16 N1 C20 2.47(19) . . . . ?
C17 C18 C19 C20 1.7(2) . . . . ?
C18 C19 C20 N1 -1.2(2) . . . . ?
C19 C20 N1 C16 -0.9(2) . . . . ?
N1 C16 C17 C18 -1.9(2) . . . . ?
O1 C4 C5 C6 -179.49(13) . . . . ?
O1 C4 C5 C8 -1.1(2) . . . . ?
O2 C11 C12 C13 -170.24(14) . . . . ?
O2 C11 C12 S1 10.15(17) . . . . ?
S1 C12 C13 C14 -0.46(16) . . . . ?

_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_210924n_0m
_database_code_depnum_ccdc_archive 'CCDC 2118129'
loop_
_audit_author_name
_audit_author_address
'JinYu He'
;Central China Normal University
China
;
_audit_update_record             
;
2021-10-27 deposited with the CCDC.	2022-02-08 downloaded from the CCDC.
;
_audit_creation_date             2021-09-29
_audit_creation_method           
; 
Olex2 1.3 
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272) 
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H31 N O3'
_chemical_formula_sum            'C30 H31 N O3'
_chemical_formula_weight         453.56
_chemical_absolute_configuration unk
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   8.224(4)
_cell_length_b                   14.043(7)
_cell_length_c                   21.164(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2444(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3550
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      56.63
_cell_measurement_theta_min      3.29
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.961
_exptl_absorpt_coefficient_mu    0.396
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.5269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker,2016/2)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0750
_diffrn_reflns_av_unetI/netI     0.0886
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10751
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        52.499
_diffrn_reflns_theta_max         52.499
_diffrn_reflns_theta_min         3.286
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_source_current           3.57
_diffrn_source_power             0.2497215
_diffrn_source_voltage           69.95
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.736
_reflns_Friedel_fraction_full    0.967
_reflns_Friedel_fraction_max     0.967
_reflns_number_gt                2963
_reflns_number_total             4142
_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 (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details 
; 
 Flack x determined using 913 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.4(3)
_refine_ls_extinction_coef       0.0026(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     315
_refine_ls_number_reflns         4142
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0694
_refine_ls_restrained_S_all      1.099
_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)+(0.0933P)²+1.3131P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1734
_refine_ls_wR_factor_ref         0.2070
_refine_special_details          ?
_olex2_refinement_description    
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All C(H,H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups, All O(H) groups 
2.a Secondary CH2 refined with riding coordinates: 
 C9(H9A,H9B), C20(H20A,H20B) 
2.b Aromatic/amide H refined with riding coordinates: 
 C2(H2), C6(H6), C12(H12), C13(H13), C15(H15), C16(H16), C17(H17), C18(H18), 
 C22(H22), C26(H26) 
2.c Idealised Me refined as rotating group: 
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C), 
 C30(H30A,H30B,H30C) 
2.d Idealised tetrahedral OH refined as rotating group: 
 O1(H1), O2(H2A) 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C1 C 0.6003(7) 0.4042(4) 0.6005(3) 0.0295(13) Uani 1 1 d . . . . .
C2 C 0.4913(8) 0.4129(4) 0.5513(2) 0.0346(14) Uani 1 1 d . . . . .
H2 H 0.381385 0.427397 0.561167 0.042 Uiso 1 1 calc R U . . .
C3 C 0.5333(8) 0.4015(4) 0.4878(3) 0.0331(13) Uani 1 1 d . . . . .
C4 C 0.6989(8) 0.3837(4) 0.4742(2) 0.0298(13) Uani 1 1 d . . . . .
C5 C 0.8122(8) 0.3741(4) 0.5217(3) 0.0328(14) Uani 1 1 d . . . . .
C6 C 0.7627(8) 0.3854(4) 0.5845(2) 0.0313(13) Uani 1 1 d . . . . .
H6 H 0.841211 0.380050 0.617182 0.038 Uiso 1 1 calc R U . . .
C7 C 0.4079(9) 0.4046(5) 0.4365(3) 0.0484(17) Uani 1 1 d . . . . .
H7A H 0.345022 0.345268 0.436867 0.073 Uiso 1 1 calc R U . . .
H7B H 0.461738 0.411785 0.395484 0.073 Uiso 1 1 calc R U . . .
H7C H 0.334750 0.458609 0.443622 0.073 Uiso 1 1 calc R U . . .
C8 C 0.9908(8) 0.3537(5) 0.5073(3) 0.0376(15) Uani 1 1 d . . . . .
H8A H 0.998819 0.297602 0.480007 0.056 Uiso 1 1 calc R U . . .
H8B H 1.049198 0.341793 0.546900 0.056 Uiso 1 1 calc R U . . .
H8C H 1.038949 0.408760 0.485848 0.056 Uiso 1 1 calc R U . . .
C9 C 0.5540(8) 0.4164(4) 0.6697(2) 0.0347(14) Uani 1 1 d . . . . .
H9A H 0.475636 0.469702 0.672836 0.042 Uiso 1 1 calc R U . . .
H9B H 0.652719 0.435209 0.693393 0.042 Uiso 1 1 calc R U . . .
C10 C 0.4775(7) 0.3270(4) 0.7031(2) 0.0291(13) Uani 1 1 d . . . . .
C11 C 0.4787(8) 0.3385(4) 0.7752(2) 0.0324(13) Uani 1 1 d . . . . .
C12 C 0.4732(8) 0.4296(4) 0.8046(2) 0.0362(14) Uani 1 1 d . . . . .
H12 H 0.483130 0.485889 0.779989 0.043 Uiso 1 1 calc R U . . .
C13 C 0.4536(10) 0.4350(4) 0.8685(3) 0.0454(18) Uani 1 1 d . . . . .
H13 H 0.447895 0.495268 0.888735 0.055 Uiso 1 1 calc R U . . .
C14 C 0.4418(10) 0.3511(4) 0.9044(3) 0.0492(19) Uani 1 1 d . . . . .
C15 C 0.4137(16) 0.3497(5) 0.9706(3) 0.083(4) Uani 1 1 d . . . . .
H15 H 0.405493 0.407872 0.993316 0.100 Uiso 1 1 calc R U . . .
C16 C 0.3983(17) 0.2642(6) 1.0019(4) 0.093(4) Uani 1 1 d . . . . .
H16 H 0.376578 0.264117 1.046032 0.112 Uiso 1 1 calc R U . . .
C17 C 0.4140(15) 0.1767(5) 0.9698(3) 0.080(3) Uani 1 1 d . . . . .
H17 H 0.404102 0.118592 0.992414 0.096 Uiso 1 1 calc R U . . .
C18 C 0.4439(11) 0.1752(5) 0.9055(3) 0.057(2) Uani 1 1 d . . . . .
H18 H 0.457597 0.116173 0.884187 0.068 Uiso 1 1 calc R U . . .
C19 C 0.4541(10) 0.2618(4) 0.8716(3) 0.0435(17) Uani 1 1 d . . . . .
C20 C 0.2990(7) 0.3093(4) 0.6825(3) 0.0318(14) Uani 1 1 d . . . . .
H20A H 0.293627 0.310837 0.635812 0.038 Uiso 1 1 calc R U . . .
H20B H 0.266547 0.244652 0.696294 0.038 Uiso 1 1 calc R U . . .
C21 C 0.1771(7) 0.3805(4) 0.7086(3) 0.0306(13) Uani 1 1 d . . . . .
C22 C 0.1040(8) 0.3636(4) 0.7672(3) 0.0332(13) Uani 1 1 d . . . . .
H22 H 0.133009 0.307591 0.789795 0.040 Uiso 1 1 calc R U . . .
C23 C -0.0094(8) 0.4252(4) 0.7939(3) 0.0346(14) Uani 1 1 d . . . . .
C24 C -0.0483(8) 0.5070(4) 0.7606(3) 0.0336(14) Uani 1 1 d . . . . .
C25 C 0.0170(9) 0.5260(4) 0.7003(3) 0.0364(15) Uani 1 1 d . . . . .
C26 C 0.1317(8) 0.4621(4) 0.6762(3) 0.0342(15) Uani 1 1 d . . . . .
H26 H 0.180105 0.474955 0.636310 0.041 Uiso 1 1 calc R U . . .
C27 C -0.0885(9) 0.3975(5) 0.8562(3) 0.0417(16) Uani 1 1 d . . . . .
H27A H -0.176053 0.351667 0.848282 0.063 Uiso 1 1 calc R U . . .
H27B H -0.133440 0.454346 0.876592 0.063 Uiso 1 1 calc R U . . .
H27C H -0.006932 0.368479 0.883978 0.063 Uiso 1 1 calc R U . . .
C28 C -0.0330(11) 0.6126(5) 0.6635(3) 0.054(2) Uani 1 1 d . . . . .
H28A H -0.151457 0.619523 0.665173 0.081 Uiso 1 1 calc R U . . .
H28B H 0.001627 0.605633 0.619413 0.081 Uiso 1 1 calc R U . . .
H28C H 0.018337 0.669199 0.681835 0.081 Uiso 1 1 calc R U . . .
C29 C 0.5809(8) 0.2390(4) 0.6851(2) 0.0318(14) Uani 1 1 d . . . . .
C30 C 0.7462(9) 0.2285(5) 0.7134(3) 0.0445(16) Uani 1 1 d . . . . .
H30A H 0.785822 0.290898 0.727219 0.067 Uiso 1 1 calc R U . . .
H30B H 0.820825 0.202125 0.681800 0.067 Uiso 1 1 calc R U . . .
H30C H 0.740522 0.185417 0.749779 0.067 Uiso 1 1 calc R U . . .
N1 N 0.4715(7) 0.2579(3) 0.8068(2) 0.0377(13) Uani 1 1 d . . . . .
O1 O 0.7400(6) 0.3756(3) 0.41050(16) 0.0383(11) Uani 1 1 d . . . . .
H1 H 0.832029 0.350096 0.407211 0.057 Uiso 1 1 calc R U . . .
O2 O -0.1606(6) 0.5723(3) 0.78235(19) 0.0472(12) Uani 1 1 d . . . . .
H2A H -0.167701 0.568180 0.821849 0.071 Uiso 1 1 calc R U . . .
O3 O 0.5308(6) 0.1800(3) 0.64724(17) 0.0376(11) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.380(8) . ?
C1 C6 1.403(8) . ?
C1 C9 1.522(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.397(8) . ?
C3 C4 1.415(9) . ?
C3 C7 1.498(9) . ?
C4 C5 1.378(8) . ?
C4 O1 1.394(6) . ?
C5 C6 1.398(8) . ?
C5 C8 1.527(9) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.573(8) . ?
C10 C11 1.534(7) . ?
C10 C20 1.552(8) . ?
C10 C29 1.548(8) . ?
C11 C12 1.422(8) . ?
C11 N1 1.316(7) . ?
C12 H12 0.9500 . ?
C12 C13 1.365(8) . ?
C13 H13 0.9500 . ?
C13 C14 1.405(9) . ?
C14 C15 1.421(9) . ?
C14 C19 1.436(8) . ?
C15 H15 0.9500 . ?
C15 C16 1.378(11) . ?
C16 H16 0.9500 . ?
C16 C17 1.410(11) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(10) . ?
C18 H18 0.9500 . ?
C18 C19 1.416(9) . ?
C19 N1 1.380(7) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.519(8) . ?
C21 C22 1.399(8) . ?
C21 C26 1.387(8) . ?
C22 H22 0.9500 . ?
C22 C23 1.393(9) . ?
C23 C24 1.385(8) . ?
C23 C27 1.521(8) . ?
C24 C25 1.410(8) . ?
C24 O2 1.381(7) . ?
C25 C26 1.399(9) . ?
C25 C28 1.501(8) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.493(9) . ?
C29 O3 1.223(7) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
O1 H1 0.8400 . ?
O2 H2A 0.8400 . ?

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 C1 C6 116.9(5) . . ?
C2 C1 C9 123.6(5) . . ?
C6 C1 C9 119.5(5) . . ?
C1 C2 H2 118.1 . . ?
C1 C2 C3 123.8(6) . . ?
C3 C2 H2 118.1 . . ?
C2 C3 C4 117.0(5) . . ?
C2 C3 C7 121.6(6) . . ?
C4 C3 C7 121.4(5) . . ?
C5 C4 C3 121.3(5) . . ?
C5 C4 O1 122.3(5) . . ?
O1 C4 C3 116.4(5) . . ?
C4 C5 C6 119.1(6) . . ?
C4 C5 C8 121.5(5) . . ?
C6 C5 C8 119.4(5) . . ?
C1 C6 H6 119.0 . . ?
C5 C6 C1 121.9(5) . . ?
C5 C6 H6 119.0 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C9 H9A 108.2 . . ?
C1 C9 H9B 108.2 . . ?
C1 C9 C10 116.3(4) . . ?
H9A C9 H9B 107.4 . . ?
C10 C9 H9A 108.2 . . ?
C10 C9 H9B 108.2 . . ?
C11 C10 C9 111.2(4) . . ?
C11 C10 C20 107.6(5) . . ?
C11 C10 C29 109.1(4) . . ?
C20 C10 C9 112.3(5) . . ?
C29 C10 C9 107.8(4) . . ?
C29 C10 C20 108.8(4) . . ?
C12 C11 C10 121.9(5) . . ?
N1 C11 C10 114.4(5) . . ?
N1 C11 C12 123.4(5) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 C11 119.1(5) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.8(5) . . ?
C14 C13 H13 120.1 . . ?
C13 C14 C15 123.7(6) . . ?
C13 C14 C19 117.8(5) . . ?
C15 C14 C19 118.5(6) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.1(6) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 119.4 . . ?
C15 C16 C17 121.2(7) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.3(6) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.7(6) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 C14 120.1(5) . . ?
N1 C19 C14 121.5(5) . . ?
N1 C19 C18 118.4(5) . . ?
C10 C20 H20A 108.6 . . ?
C10 C20 H20B 108.6 . . ?
H20A C20 H20B 107.6 . . ?
C21 C20 C10 114.6(5) . . ?
C21 C20 H20A 108.6 . . ?
C21 C20 H20B 108.6 . . ?
C22 C21 C20 119.6(5) . . ?
C26 C21 C20 122.8(5) . . ?
C26 C21 C22 117.6(5) . . ?
C21 C22 H22 118.6 . . ?
C23 C22 C21 122.8(5) . . ?
C23 C22 H22 118.6 . . ?
C22 C23 C27 118.6(5) . . ?
C24 C23 C22 117.6(5) . . ?
C24 C23 C27 123.8(6) . . ?
C23 C24 C25 122.1(5) . . ?
O2 C24 C23 122.3(5) . . ?
O2 C24 C25 115.5(5) . . ?
C24 C25 C28 121.3(6) . . ?
C26 C25 C24 117.7(5) . . ?
C26 C25 C28 121.0(5) . . ?
C21 C26 C25 122.1(5) . . ?
C21 C26 H26 119.0 . . ?
C25 C26 H26 119.0 . . ?
C23 C27 H27A 109.5 . . ?
C23 C27 H27B 109.5 . . ?
C23 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C10 118.7(5) . . ?
O3 C29 C10 121.2(6) . . ?
O3 C29 C30 120.1(6) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C11 N1 C19 118.3(5) . . ?
C4 O1 H1 109.5 . . ?
C24 O2 H2A 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
C1 C2 C3 C4 -2.5(9) . . . . ?
C1 C2 C3 C7 175.4(6) . . . . ?
C1 C9 C10 C11 164.8(5) . . . . ?
C1 C9 C10 C20 -74.6(6) . . . . ?
C1 C9 C10 C29 45.3(7) . . . . ?
C2 C1 C6 C5 -1.1(8) . . . . ?
C2 C1 C9 C10 82.7(7) . . . . ?
C2 C3 C4 C5 2.6(8) . . . . ?
C2 C3 C4 O1 -178.0(5) . . . . ?
C3 C4 C5 C6 -2.1(8) . . . . ?
C3 C4 C5 C8 179.2(6) . . . . ?
C4 C5 C6 C1 1.3(9) . . . . ?
C6 C1 C2 C3 1.7(9) . . . . ?
C6 C1 C9 C10 -98.9(7) . . . . ?
C7 C3 C4 C5 -175.3(6) . . . . ?
C7 C3 C4 O1 4.1(8) . . . . ?
C8 C5 C6 C1 180.0(6) . . . . ?
C9 C1 C2 C3 -179.8(5) . . . . ?
C9 C1 C6 C5 -179.6(5) . . . . ?
C9 C10 C11 C12 27.9(8) . . . . ?
C9 C10 C11 N1 -157.4(6) . . . . ?
C9 C10 C20 C21 -72.3(6) . . . . ?
C9 C10 C29 C30 72.5(6) . . . . ?
C9 C10 C29 O3 -105.8(6) . . . . ?
C10 C11 C12 C13 171.7(6) . . . . ?
C10 C11 N1 C19 -173.1(6) . . . . ?
C10 C20 C21 C22 -88.5(6) . . . . ?
C10 C20 C21 C26 92.7(7) . . . . ?
C11 C10 C20 C21 50.4(6) . . . . ?
C11 C10 C29 C30 -48.3(7) . . . . ?
C11 C10 C29 O3 133.3(6) . . . . ?
C11 C12 C13 C14 1.1(11) . . . . ?
C12 C11 N1 C19 1.6(10) . . . . ?
C12 C13 C14 C15 -176.9(9) . . . . ?
C12 C13 C14 C19 1.1(12) . . . . ?
C13 C14 C15 C16 177.8(11) . . . . ?
C13 C14 C19 C18 179.6(8) . . . . ?
C13 C14 C19 N1 -2.1(12) . . . . ?
C14 C15 C16 C17 1.7(19) . . . . ?
C14 C19 N1 C11 0.8(11) . . . . ?
C15 C14 C19 C18 -2.2(13) . . . . ?
C15 C14 C19 N1 176.1(8) . . . . ?
C15 C16 C17 C18 -1(2) . . . . ?
C16 C17 C18 C19 -1.8(17) . . . . ?
C17 C18 C19 C14 3.2(14) . . . . ?
C17 C18 C19 N1 -175.1(8) . . . . ?
C18 C19 N1 C11 179.1(7) . . . . ?
C19 C14 C15 C16 -0.2(16) . . . . ?
C20 C10 C11 C12 -95.5(7) . . . . ?
C20 C10 C11 N1 79.2(6) . . . . ?
C20 C10 C29 C30 -165.4(5) . . . . ?
C20 C10 C29 O3 16.2(7) . . . . ?
C20 C21 C22 C23 -179.6(5) . . . . ?
C20 C21 C26 C25 178.7(6) . . . . ?
C21 C22 C23 C24 -0.8(9) . . . . ?
C21 C22 C23 C27 176.7(6) . . . . ?
C22 C21 C26 C25 -0.1(9) . . . . ?
C22 C23 C24 C25 3.2(9) . . . . ?
C22 C23 C24 O2 179.2(6) . . . . ?
C23 C24 C25 C26 -3.9(10) . . . . ?
C23 C24 C25 C28 176.9(6) . . . . ?
C24 C25 C26 C21 2.3(9) . . . . ?
C26 C21 C22 C23 -0.7(9) . . . . ?
C27 C23 C24 C25 -174.2(6) . . . . ?
C27 C23 C24 O2 1.8(10) . . . . ?
C28 C25 C26 C21 -178.5(6) . . . . ?
C29 C10 C11 C12 146.7(6) . . . . ?
C29 C10 C11 N1 -38.6(7) . . . . ?
C29 C10 C20 C21 168.4(4) . . . . ?
N1 C11 C12 C13 -2.5(11) . . . . ?
O1 C4 C5 C6 178.6(5) . . . . ?
O1 C4 C5 C8 -0.1(9) . . . . ?
O2 C24 C25 C26 179.8(6) . . . . ?
O2 C24 C25 C28 0.6(9) . . . . ?

_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_mo_210914a_0m
_database_code_depnum_ccdc_archive 'CCDC 2118167'
loop_
_audit_author_name
_audit_author_address
'JinYu He'
;Central China Normal University
China
;
_audit_update_record             
;
2021-10-27 deposited with the CCDC.	2022-02-08 downloaded from the CCDC.
;
_audit_creation_date             2021-09-15
_audit_creation_method           
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H29 N O3'
_chemical_formula_sum            'C26 H29 N O3'
_chemical_formula_weight         403.50
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.0026(11)
_cell_length_b                   15.666(2)
_cell_length_c                   8.8626(12)
_cell_angle_alpha                90
_cell_angle_beta                 93.268(3)
_cell_angle_gamma                90
_cell_volume                     1109.3(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2023
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.541
_cell_measurement_theta_min      2.30
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             432
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0689
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11828
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.905
_diffrn_reflns_theta_min         2.302
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.875
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.907
_reflns_number_gt                3546
_reflns_number_total             5485
_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_refine_diff_density_max         0.149
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1114 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.4(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     278
_refine_ls_number_reflns         5485
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1044
_refine_ls_R_factor_gt           0.0555
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0412P)²+0.0908P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0955
_refine_ls_wR_factor_ref         0.1114
_refine_special_details          ?
_olex2_refinement_description    
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All C(H,H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups, All O(H) groups 
2.a Secondary CH2 refined with riding coordinates: 
 C9(H9A,H9B), C11(H11A,H11B) 
2.b Aromatic/amide H refined with riding coordinates: 
 C2(H2A), C6(H6), C13(H13), C17(H17), C21(H21), C22(H22), C23(H23), C24(H24) 
2.c Idealised Me refined as rotating group: 
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), 
 C26(H26A,H26B,H26C) 
2.d Idealised tetrahedral OH refined as rotating group: 
 O1(H1), O2(H2) 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
; 
The structure was solved using Direct Methods (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.043 
;
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 -0.1783(3) 0.48696(16) 0.7456(3) 0.0469(7) Uani 1 1 d . . . . .
H1 H -0.0976 0.5126 0.7846 0.070 Uiso 1 1 calc GR . . . .
O2 O 0.6091(4) 0.34721(18) -0.2100(3) 0.0623(8) Uani 1 1 d . . . . .
H2 H 0.6541 0.3924 -0.1848 0.093 Uiso 1 1 calc GR . . . .
O3 O -0.0144(4) 0.14344(18) 0.4279(3) 0.0582(7) Uani 1 1 d . . . . .
N1 N -0.0090(4) 0.09490(18) 0.0535(3) 0.0412(7) Uani 1 1 d . . . . .
C1 C -0.0674(4) 0.3638(2) 0.3458(4) 0.0341(8) Uani 1 1 d . . . . .
C2 C -0.2222(5) 0.3999(2) 0.3667(4) 0.0397(8) Uani 1 1 d . . . . .
H2A H -0.3058 0.3942 0.2901 0.048 Uiso 1 1 calc R . . . .
C3 C -0.2589(4) 0.4442(2) 0.4968(4) 0.0374(8) Uani 1 1 d . . . . .
C4 C -0.1338(4) 0.4494(2) 0.6119(4) 0.0344(8) Uani 1 1 d . . . . .
C5 C 0.0240(4) 0.4154(2) 0.5963(4) 0.0373(8) Uani 1 1 d . . . . .
C6 C 0.0544(4) 0.3741(2) 0.4625(4) 0.0372(8) Uani 1 1 d . . . . .
H6 H 0.1609 0.3524 0.4503 0.045 Uiso 1 1 calc R . . . .
C7 C -0.4268(5) 0.4858(3) 0.5100(4) 0.0605(11) Uani 1 1 d . . . . .
H7A H -0.4912 0.4806 0.4157 0.091 Uiso 1 1 calc GR . . . .
H7B H -0.4114 0.5451 0.5344 0.091 Uiso 1 1 calc GR . . . .
H7C H -0.4849 0.4583 0.5884 0.091 Uiso 1 1 calc GR . . . .
C8 C 0.1591(5) 0.4214(3) 0.7214(4) 0.0554(11) Uani 1 1 d . . . . .
H8A H 0.1882 0.4802 0.7385 0.083 Uiso 1 1 calc GR . . . .
H8B H 0.2561 0.3904 0.6931 0.083 Uiso 1 1 calc GR . . . .
H8C H 0.1191 0.3973 0.8122 0.083 Uiso 1 1 calc GR . . . .
C9 C -0.0411(4) 0.31870(19) 0.1965(3) 0.0356(8) Uani 1 1 d . . . . .
H9A H 0.0410 0.3511 0.1439 0.043 Uiso 1 1 calc R . . . .
H9B H -0.1455 0.3215 0.1355 0.043 Uiso 1 1 calc R . . . .
C10 C 0.0164(4) 0.2244(2) 0.2019(3) 0.0321(7) Uani 1 1 d . . . . .
C11 C 0.2073(4) 0.2152(2) 0.2425(4) 0.0349(7) Uani 1 1 d . . . . .
H11A H 0.2336 0.2432 0.3385 0.042 Uiso 1 1 calc R . . . .
H11B H 0.2338 0.1551 0.2550 0.042 Uiso 1 1 calc R . . . .
C12 C 0.3168(4) 0.25246(19) 0.1257(4) 0.0347(8) Uani 1 1 d . . . . .
C13 C 0.3593(4) 0.2040(2) 0.0018(4) 0.0407(8) Uani 1 1 d . . . . .
H13 H 0.3220 0.1478 -0.0050 0.049 Uiso 1 1 calc R . . . .
C14 C 0.4543(4) 0.2354(2) -0.1115(4) 0.0437(9) Uani 1 1 d . . . . .
C15 C 0.5134(4) 0.3189(2) -0.0961(4) 0.0429(9) Uani 1 1 d . . . . .
C16 C 0.4700(4) 0.3712(2) 0.0219(4) 0.0398(8) Uani 1 1 d . . . . .
C17 C 0.3738(4) 0.3361(2) 0.1313(4) 0.0387(8) Uani 1 1 d . . . . .
H17 H 0.3462 0.3702 0.2122 0.046 Uiso 1 1 calc R . . . .
C18 C 0.4865(6) 0.1839(3) -0.2495(5) 0.0735(14) Uani 1 1 d . . . . .
H18A H 0.6050 0.1790 -0.2592 0.110 Uiso 1 1 calc GR . . . .
H18B H 0.4363 0.2118 -0.3373 0.110 Uiso 1 1 calc GR . . . .
H18C H 0.4389 0.1281 -0.2403 0.110 Uiso 1 1 calc GR . . . .
C19 C 0.5208(6) 0.4636(2) 0.0259(4) 0.0559(11) Uani 1 1 d . . . . .
H19A H 0.6406 0.4677 0.0351 0.084 Uiso 1 1 calc GR . . . .
H19B H 0.4744 0.4911 0.1110 0.084 Uiso 1 1 calc GR . . . .
H19C H 0.4797 0.4912 -0.0656 0.084 Uiso 1 1 calc GR . . . .
C20 C -0.0191(4) 0.1804(2) 0.0499(3) 0.0328(7) Uani 1 1 d . . . . .
C21 C -0.0461(5) 0.2235(2) -0.0859(4) 0.0437(9) Uani 1 1 d . . . . .
H21 H -0.0575 0.2826 -0.0868 0.052 Uiso 1 1 calc R . . . .
C22 C -0.0559(5) 0.1785(3) -0.2190(4) 0.0536(10) Uani 1 1 d . . . . .
H22 H -0.0722 0.2069 -0.3107 0.064 Uiso 1 1 calc R . . . .
C23 C -0.0417(6) 0.0917(3) -0.2158(4) 0.0596(11) Uani 1 1 d . . . . .
H23 H -0.0451 0.0601 -0.3047 0.072 Uiso 1 1 calc R . . . .
C24 C -0.0223(5) 0.0526(2) -0.0778(4) 0.0538(11) Uani 1 1 d . . . . .
H24 H -0.0180 -0.0067 -0.0751 0.065 Uiso 1 1 calc R . . . .
C25 C -0.0839(5) 0.1767(2) 0.3194(4) 0.0401(8) Uani 1 1 d . . . . .
C26 C -0.2706(5) 0.1752(3) 0.2954(5) 0.0608(11) Uani 1 1 d . . . . .
H26A H -0.3162 0.1347 0.3632 0.091 Uiso 1 1 calc GR . . . .
H26B H -0.3008 0.1590 0.1930 0.091 Uiso 1 1 calc GR . . . .
H26C H -0.3146 0.2309 0.3145 0.091 Uiso 1 1 calc GR . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 H1 0.8200 . ?
O1 C4 1.388(4) . ?
O2 H2 0.8200 . ?
O2 C15 1.375(4) . ?
O3 C25 1.202(4) . ?
N1 C20 1.342(4) . ?
N1 C24 1.338(4) . ?
C1 C2 1.384(5) . ?
C1 C6 1.390(5) . ?
C1 C9 1.525(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.391(4) . ?
C3 C4 1.391(5) . ?
C3 C7 1.504(5) . ?
C4 C5 1.385(5) . ?
C5 C6 1.384(4) . ?
C5 C8 1.507(5) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.547(4) . ?
C10 C11 1.556(5) . ?
C10 C20 1.526(4) . ?
C10 C25 1.543(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.511(5) . ?
C12 C13 1.393(5) . ?
C12 C17 1.388(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.384(5) . ?
C14 C15 1.395(5) . ?
C14 C18 1.499(5) . ?
C15 C16 1.388(5) . ?
C16 C17 1.386(5) . ?
C16 C19 1.504(5) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.386(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.373(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.364(6) . ?
C23 H23 0.9300 . ?
C23 C24 1.369(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.498(6) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 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
C4 O1 H1 109.5 . . ?
C15 O2 H2 109.5 . . ?
C24 N1 C20 118.1(3) . . ?
C2 C1 C6 116.6(3) . . ?
C2 C1 C9 118.3(3) . . ?
C6 C1 C9 125.0(3) . . ?
C1 C2 H2A 118.4 . . ?
C1 C2 C3 123.2(3) . . ?
C3 C2 H2A 118.4 . . ?
C2 C3 C7 120.9(3) . . ?
C4 C3 C2 117.4(3) . . ?
C4 C3 C7 121.8(3) . . ?
O1 C4 C3 116.3(3) . . ?
C5 C4 O1 121.9(3) . . ?
C5 C4 C3 121.8(3) . . ?
C4 C5 C8 121.5(3) . . ?
C6 C5 C4 118.1(3) . . ?
C6 C5 C8 120.4(3) . . ?
C1 C6 H6 118.6 . . ?
C5 C6 C1 122.8(3) . . ?
C5 C6 H6 118.6 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C9 H9A 107.8 . . ?
C1 C9 H9B 107.8 . . ?
C1 C9 C10 118.1(3) . . ?
H9A C9 H9B 107.1 . . ?
C10 C9 H9A 107.8 . . ?
C10 C9 H9B 107.8 . . ?
C9 C10 C11 112.4(3) . . ?
C20 C10 C9 111.4(3) . . ?
C20 C10 C11 107.1(2) . . ?
C20 C10 C25 107.4(3) . . ?
C25 C10 C9 108.5(3) . . ?
C25 C10 C11 109.9(3) . . ?
C10 C11 H11A 108.8 . . ?
C10 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
C12 C11 C10 114.0(2) . . ?
C12 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
C13 C12 C11 120.4(3) . . ?
C17 C12 C11 122.8(3) . . ?
C17 C12 C13 116.7(3) . . ?
C12 C13 H13 118.4 . . ?
C14 C13 C12 123.2(3) . . ?
C14 C13 H13 118.4 . . ?
C13 C14 C15 117.3(3) . . ?
C13 C14 C18 121.9(3) . . ?
C15 C14 C18 120.7(3) . . ?
O2 C15 C14 115.5(3) . . ?
O2 C15 C16 122.4(3) . . ?
C16 C15 C14 121.9(3) . . ?
C15 C16 C19 120.5(3) . . ?
C17 C16 C15 117.8(3) . . ?
C17 C16 C19 121.7(3) . . ?
C12 C17 H17 118.5 . . ?
C16 C17 C12 122.9(3) . . ?
C16 C17 H17 118.5 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 C10 115.0(3) . . ?
N1 C20 C21 120.9(3) . . ?
C21 C20 C10 123.9(3) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 C20 119.6(3) . . ?
C22 C21 H21 120.2 . . ?
C21 C22 H22 120.2 . . ?
C23 C22 C21 119.6(4) . . ?
C23 C22 H22 120.2 . . ?
C22 C23 H23 121.0 . . ?
C22 C23 C24 118.0(4) . . ?
C24 C23 H23 121.0 . . ?
N1 C24 C23 123.7(4) . . ?
N1 C24 H24 118.1 . . ?
C23 C24 H24 118.1 . . ?
O3 C25 C10 121.0(3) . . ?
O3 C25 C26 121.2(3) . . ?
C26 C25 C10 117.7(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
O1 C4 C5 C6 175.8(3) . . . . ?
O1 C4 C5 C8 -3.2(5) . . . . ?
O2 C15 C16 C17 -179.7(3) . . . . ?
O2 C15 C16 C19 2.7(5) . . . . ?
N1 C20 C21 C22 -2.7(5) . . . . ?
C1 C2 C3 C4 -2.1(5) . . . . ?
C1 C2 C3 C7 176.9(3) . . . . ?
C1 C9 C10 C11 -79.0(4) . . . . ?
C1 C9 C10 C20 160.8(3) . . . . ?
C1 C9 C10 C25 42.8(4) . . . . ?
C2 C1 C6 C5 2.3(5) . . . . ?
C2 C1 C9 C10 -123.6(3) . . . . ?
C2 C3 C4 O1 -174.2(3) . . . . ?
C2 C3 C4 C5 2.9(5) . . . . ?
C3 C4 C5 C6 -1.1(5) . . . . ?
C3 C4 C5 C8 179.9(3) . . . . ?
C4 C5 C6 C1 -1.6(5) . . . . ?
C6 C1 C2 C3 -0.4(5) . . . . ?
C6 C1 C9 C10 58.6(5) . . . . ?
C7 C3 C4 O1 6.8(5) . . . . ?
C7 C3 C4 C5 -176.1(3) . . . . ?
C8 C5 C6 C1 177.4(3) . . . . ?
C9 C1 C2 C3 -178.4(3) . . . . ?
C9 C1 C6 C5 -179.8(3) . . . . ?
C9 C10 C11 C12 -64.6(3) . . . . ?
C9 C10 C20 N1 -165.5(3) . . . . ?
C9 C10 C20 C21 19.8(4) . . . . ?
C9 C10 C25 O3 -119.3(3) . . . . ?
C9 C10 C25 C26 59.2(4) . . . . ?
C10 C11 C12 C13 -85.9(4) . . . . ?
C10 C11 C12 C17 91.3(4) . . . . ?
C10 C20 C21 C22 171.8(3) . . . . ?
C11 C10 C20 N1 71.2(3) . . . . ?
C11 C10 C20 C21 -103.5(3) . . . . ?
C11 C10 C25 O3 4.0(4) . . . . ?
C11 C10 C25 C26 -177.4(3) . . . . ?
C11 C12 C13 C14 177.7(3) . . . . ?
C11 C12 C17 C16 -178.0(3) . . . . ?
C12 C13 C14 C15 2.1(5) . . . . ?
C12 C13 C14 C18 -175.0(4) . . . . ?
C13 C12 C17 C16 -0.7(5) . . . . ?
C13 C14 C15 O2 179.2(3) . . . . ?
C13 C14 C15 C16 -4.5(5) . . . . ?
C14 C15 C16 C17 4.2(5) . . . . ?
C14 C15 C16 C19 -173.4(3) . . . . ?
C15 C16 C17 C12 -1.5(5) . . . . ?
C17 C12 C13 C14 0.5(5) . . . . ?
C18 C14 C15 O2 -3.7(5) . . . . ?
C18 C14 C15 C16 172.7(4) . . . . ?
C19 C16 C17 C12 176.1(3) . . . . ?
C20 N1 C24 C23 1.6(6) . . . . ?
C20 C10 C11 C12 58.0(3) . . . . ?
C20 C10 C25 O3 120.1(3) . . . . ?
C20 C10 C25 C26 -61.3(4) . . . . ?
C20 C21 C22 C23 1.1(6) . . . . ?
C21 C22 C23 C24 1.7(7) . . . . ?
C22 C23 C24 N1 -3.1(7) . . . . ?
C24 N1 C20 C10 -173.5(3) . . . . ?
C24 N1 C20 C21 1.4(5) . . . . ?
C25 C10 C11 C12 174.3(3) . . . . ?
C25 C10 C20 N1 -46.8(4) . . . . ?
C25 C10 C20 C21 138.5(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
