# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_lz_hcx_0622_3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2214049'
loop_
_audit_author_name
_audit_author_address
'Huang Chunxi'
;sichuan university
China
;
_audit_update_record             
;
2022-10-19 deposited with the CCDC.	2024-06-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H20 N2 O4 S'
_chemical_formula_weight         420.47

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'

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

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

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

_cell_length_a                   10.1780(12)
_cell_length_b                   10.3013(13)
_cell_length_c                   19.462(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2040.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    302(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.192
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      302(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9227
_diffrn_reflns_av_unetI/netI     0.0847
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.093
_diffrn_reflns_theta_max         27.515
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             4458
_reflns_number_gt                2742
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.697
_reflns_Friedel_fraction_max     0.904
_reflns_Friedel_fraction_full    0.950

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0286P)²+0.1603P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 780 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4458
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1123
_refine_ls_R_factor_gt           0.0559
_refine_ls_wR_factor_ref         0.1171
_refine_ls_wR_factor_gt          0.0943
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.52162(11) 0.48386(12) 0.36160(7) 0.0481(3) Uani 1 1 d . . . . .
C5 C -0.0892(5) 0.3409(7) 0.4637(3) 0.079(2) Uani 1 1 d . . . . .
H5A H -0.1800 0.3172 0.4592 0.118 Uiso 1 1 calc R U . . .
H5B H -0.0828 0.4295 0.4785 0.118 Uiso 1 1 calc R U . . .
H5C H -0.0478 0.2855 0.4969 0.118 Uiso 1 1 calc R U . . .
O2 O 0.4870(3) 0.7209(4) 0.48748(16) 0.0615(10) Uani 1 1 d . . . . .
O3 O 0.5645(3) 0.4277(4) 0.29797(19) 0.0644(11) Uani 1 1 d . . . . .
O4 O 0.5910(3) 0.4524(4) 0.42387(18) 0.0576(10) Uani 1 1 d . . . . .
N1 N 0.7004(3) 0.6892(4) 0.51425(18) 0.0470(11) Uani 1 1 d . . . . .
H1 H 0.7797 0.6940 0.4993 0.056 Uiso 1 1 calc R U . . .
N2 N 0.8586(4) 0.6080(4) 0.3621(3) 0.0643(13) Uani 1 1 d . . . . .
O1 O -0.0262(4) 0.3267(4) 0.3999(2) 0.0691(11) Uani 1 1 d . . . . .
C2 C 0.1000(5) 0.3671(5) 0.3952(3) 0.0512(13) Uani 1 1 d . . . . .
C3 C 0.1751(5) 0.4089(5) 0.4500(3) 0.0546(14) Uani 1 1 d . . . . .
H3 H 0.1392 0.4116 0.4939 0.066 Uiso 1 1 calc R U . . .
C4 C 0.3040(5) 0.4466(5) 0.4393(3) 0.0498(13) Uani 1 1 d . . . . .
H4 H 0.3552 0.4742 0.4760 0.060 Uiso 1 1 calc R U . . .
C1 C 0.3563(4) 0.4430(4) 0.3739(3) 0.0437(11) Uani 1 1 d . . . . .
C6 C 0.5267(5) 0.6579(4) 0.3509(2) 0.0465(12) Uani 1 1 d . . . . .
H6A H 0.5393 0.6780 0.3027 0.056 Uiso 1 1 calc R U . . .
H6B H 0.4431 0.6944 0.3650 0.056 Uiso 1 1 calc R U . . .
C7 C 0.6379(4) 0.7218(5) 0.3931(2) 0.0384(11) Uani 1 1 d . . . . .
C8 C 0.6019(4) 0.7095(5) 0.4707(2) 0.0417(11) Uani 1 1 d . . . . .
C9 C 0.6784(4) 0.6597(5) 0.5852(2) 0.0418(12) Uani 1 1 d . . . . .
C10 C 0.6846(5) 0.5340(6) 0.6076(3) 0.0658(16) Uani 1 1 d . . . . .
H10 H 0.6986 0.4670 0.5764 0.079 Uiso 1 1 calc R U . . .
C11 C 0.6701(6) 0.5069(7) 0.6762(3) 0.0736(17) Uani 1 1 d . . . . .
H11 H 0.6766 0.4217 0.6915 0.088 Uiso 1 1 calc R U . . .
C12 C 0.6463(5) 0.6044(7) 0.7222(3) 0.0650(17) Uani 1 1 d . . . . .
H12 H 0.6369 0.5857 0.7687 0.078 Uiso 1 1 calc R U . . .
C13 C 0.2802(5) 0.4055(5) 0.3186(3) 0.0536(14) Uani 1 1 d . . . . .
H13 H 0.3152 0.4059 0.2745 0.064 Uiso 1 1 calc R U . . .
C14 C 0.1528(5) 0.3676(5) 0.3291(3) 0.0567(14) Uani 1 1 d . . . . .
H14 H 0.1013 0.3422 0.2920 0.068 Uiso 1 1 calc R U . . .
C15 C 0.6523(4) 0.8672(5) 0.3764(2) 0.0426(11) Uani 1 1 d . . . . .
C16 C 0.5440(5) 0.9435(5) 0.3645(3) 0.0539(13) Uani 1 1 d . . . . .
H16 H 0.4605 0.9068 0.3657 0.065 Uiso 1 1 calc R U . . .
C17 C 0.5583(6) 1.0746(5) 0.3509(3) 0.0643(15) Uani 1 1 d . . . . .
H17 H 0.4843 1.1248 0.3419 0.077 Uiso 1 1 calc R U . . .
C18 C 0.6793(6) 1.1311(6) 0.3503(3) 0.0683(16) Uani 1 1 d . . . . .
H18 H 0.6882 1.2192 0.3411 0.082 Uiso 1 1 calc R U . . .
C19 C 0.7884(6) 1.0559(5) 0.3637(3) 0.0660(15) Uani 1 1 d . . . . .
H19 H 0.8712 1.0940 0.3641 0.079 Uiso 1 1 calc R U . . .
C20 C 0.7759(5) 0.9244(5) 0.3764(3) 0.0511(13) Uani 1 1 d . . . . .
H20 H 0.8502 0.8744 0.3849 0.061 Uiso 1 1 calc R U . . .
C21 C 0.6526(5) 0.7568(5) 0.6310(3) 0.0552(13) Uani 1 1 d . . . . .
H21 H 0.6457 0.8422 0.6160 0.066 Uiso 1 1 calc R U . . .
C22 C 0.6366(5) 0.7273(7) 0.6999(3) 0.0643(16) Uani 1 1 d . . . . .
H22 H 0.6190 0.7934 0.7311 0.077 Uiso 1 1 calc R U . . .
C23 C 0.7623(4) 0.6566(5) 0.3767(2) 0.0438(12) 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
S1 O3 1.435(4) . ?
S1 O4 1.440(3) . ?
S1 C1 1.751(5) . ?
S1 C6 1.806(5) . ?
C5 O1 1.405(6) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
O2 C8 1.220(5) . ?
N1 C8 1.329(5) . ?
N1 C9 1.431(5) . ?
N1 H1 0.8600 . ?
N2 C23 1.137(5) . ?
O1 C2 1.354(5) . ?
C2 C3 1.381(7) . ?
C2 C14 1.393(7) . ?
C3 C4 1.384(6) . ?
C3 H3 0.9300 . ?
C4 C1 1.380(6) . ?
C4 H4 0.9300 . ?
C1 C13 1.381(6) . ?
C6 C7 1.545(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C23 1.469(6) . ?
C7 C15 1.540(6) . ?
C7 C8 1.559(6) . ?
C9 C21 1.366(7) . ?
C9 C10 1.368(7) . ?
C10 C11 1.372(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.368(8) . ?
C11 H11 0.9300 . ?
C12 C22 1.342(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(7) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.374(6) . ?
C15 C20 1.389(6) . ?
C16 C17 1.385(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.363(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.378(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.382(6) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.384(7) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?

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
O3 S1 O4 119.1(2) . . ?
O3 S1 C1 108.3(2) . . ?
O4 S1 C1 107.6(2) . . ?
O3 S1 C6 107.0(2) . . ?
O4 S1 C6 107.8(2) . . ?
C1 S1 C6 106.4(2) . . ?
O1 C5 H5A 109.5 . . ?
O1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
O1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C8 N1 C9 122.0(4) . . ?
C8 N1 H1 119.0 . . ?
C9 N1 H1 119.0 . . ?
C2 O1 C5 117.4(4) . . ?
O1 C2 C3 124.7(5) . . ?
O1 C2 C14 115.4(5) . . ?
C3 C2 C14 119.9(4) . . ?
C2 C3 C4 119.7(5) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C1 C4 C3 119.8(5) . . ?
C1 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C1 C13 120.7(4) . . ?
C4 C1 S1 119.3(4) . . ?
C13 C1 S1 120.0(4) . . ?
C7 C6 S1 112.5(3) . . ?
C7 C6 H6A 109.1 . . ?
S1 C6 H6A 109.1 . . ?
C7 C6 H6B 109.1 . . ?
S1 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
C23 C7 C15 108.4(4) . . ?
C23 C7 C6 108.7(4) . . ?
C15 C7 C6 111.9(4) . . ?
C23 C7 C8 112.1(4) . . ?
C15 C7 C8 107.8(4) . . ?
C6 C7 C8 108.0(3) . . ?
O2 C8 N1 124.6(4) . . ?
O2 C8 C7 118.4(4) . . ?
N1 C8 C7 117.0(4) . . ?
C21 C9 C10 119.6(5) . . ?
C21 C9 N1 120.3(5) . . ?
C10 C9 N1 120.1(5) . . ?
C9 C10 C11 119.8(6) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C12 C11 C10 120.5(6) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C22 C12 C11 119.5(5) . . ?
C22 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C14 C13 C1 119.6(5) . . ?
C14 C13 H13 120.2 . . ?
C1 C13 H13 120.2 . . ?
C13 C14 C2 120.3(5) . . ?
C13 C14 H14 119.9 . . ?
C2 C14 H14 119.9 . . ?
C16 C15 C20 118.9(5) . . ?
C16 C15 C7 121.0(4) . . ?
C20 C15 C7 120.0(4) . . ?
C15 C16 C17 120.4(5) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C18 C17 C16 120.9(5) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C19 119.1(5) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
C18 C19 C20 120.7(5) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C19 C20 C15 119.9(5) . . ?
C19 C20 H20 120.0 . . ?
C15 C20 H20 120.0 . . ?
C9 C21 C22 119.6(5) . . ?
C9 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C12 C22 C21 120.8(6) . . ?
C12 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
N2 C23 C7 177.9(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 O1 C2 C3 6.9(8) . . . . ?
C5 O1 C2 C14 -171.7(5) . . . . ?
O1 C2 C3 C4 179.2(5) . . . . ?
C14 C2 C3 C4 -2.3(8) . . . . ?
C2 C3 C4 C1 0.4(8) . . . . ?
C3 C4 C1 C13 1.8(8) . . . . ?
C3 C4 C1 S1 -177.1(4) . . . . ?
O3 S1 C1 C4 158.6(4) . . . . ?
O4 S1 C1 C4 28.6(5) . . . . ?
C6 S1 C1 C4 -86.7(4) . . . . ?
O3 S1 C1 C13 -20.4(5) . . . . ?
O4 S1 C1 C13 -150.3(4) . . . . ?
C6 S1 C1 C13 94.4(4) . . . . ?
O3 S1 C6 C7 -109.6(3) . . . . ?
O4 S1 C6 C7 19.7(4) . . . . ?
C1 S1 C6 C7 134.9(3) . . . . ?
S1 C6 C7 C23 53.0(5) . . . . ?
S1 C6 C7 C15 172.7(3) . . . . ?
S1 C6 C7 C8 -68.8(4) . . . . ?
C9 N1 C8 O2 9.4(8) . . . . ?
C9 N1 C8 C7 -171.8(4) . . . . ?
C23 C7 C8 O2 -157.0(5) . . . . ?
C15 C7 C8 O2 83.7(5) . . . . ?
C6 C7 C8 O2 -37.3(6) . . . . ?
C23 C7 C8 N1 24.1(6) . . . . ?
C15 C7 C8 N1 -95.2(5) . . . . ?
C6 C7 C8 N1 143.8(4) . . . . ?
C8 N1 C9 C21 -81.2(6) . . . . ?
C8 N1 C9 C10 99.5(6) . . . . ?
C21 C9 C10 C11 -2.6(8) . . . . ?
N1 C9 C10 C11 176.7(5) . . . . ?
C9 C10 C11 C12 1.6(9) . . . . ?
C10 C11 C12 C22 0.2(9) . . . . ?
C4 C1 C13 C14 -2.0(8) . . . . ?
S1 C1 C13 C14 176.9(4) . . . . ?
C1 C13 C14 C2 0.1(8) . . . . ?
O1 C2 C14 C13 -179.3(5) . . . . ?
C3 C2 C14 C13 2.0(9) . . . . ?
C23 C7 C15 C16 158.1(4) . . . . ?
C6 C7 C15 C16 38.2(6) . . . . ?
C8 C7 C15 C16 -80.4(5) . . . . ?
C23 C7 C15 C20 -25.0(6) . . . . ?
C6 C7 C15 C20 -144.9(5) . . . . ?
C8 C7 C15 C20 96.6(5) . . . . ?
C20 C15 C16 C17 1.8(8) . . . . ?
C7 C15 C16 C17 178.8(5) . . . . ?
C15 C16 C17 C18 -1.4(9) . . . . ?
C16 C17 C18 C19 0.0(9) . . . . ?
C17 C18 C19 C20 1.0(10) . . . . ?
C18 C19 C20 C15 -0.6(9) . . . . ?
C16 C15 C20 C19 -0.8(8) . . . . ?
C7 C15 C20 C19 -177.8(5) . . . . ?
C10 C9 C21 C22 1.8(7) . . . . ?
N1 C9 C21 C22 -177.5(4) . . . . ?
C11 C12 C22 C21 -1.0(9) . . . . ?
C9 C21 C22 C12 0.0(8) . . . . ?

_refine_diff_density_max         0.170
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.044



####################################################################### 
# 
# 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_230602_s2_hcx_auto
_database_code_depnum_ccdc_archive 'CCDC 2267265'
loop_
_audit_author_name
_audit_author_address
'Huang Chunxi '
;sichuan university
China
;
_audit_update_record             
;
2023-06-03 deposited with the CCDC.	2024-06-16 downloaded from the CCDC.
;
_audit_creation_date             2023-06-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
(S)-3-((4-methoxyphenyl)sulfonyl)-2-phenyl-2-(pyridin-2-yl)propanenitrile
_chemical_formula_moiety         'C21 H18 N2 O3 S'
_chemical_formula_sum            'C21 H18 N2 O3 S'
_chemical_formula_weight         378.43
_chemical_melting_point          ?
_chemical_oxdiff_formula         c12h12n2o3s1
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        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   16.5437(14)
_cell_length_b                   6.8832(5)
_cell_length_c                   33.016(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.208(9)
_cell_angle_gamma                90
_cell_volume                     3729.9(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    1828
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.3190
_cell_measurement_theta_min      3.4510
_shelx_estimated_absorpt_T_max   0.952
_shelx_estimated_absorpt_T_min   0.934
_exptl_absorpt_coefficient_mu    0.198
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90094
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'Transparent colorless crystals'
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0783
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            8138
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.367
_diffrn_reflns_theta_min         3.024
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     11.00  37.00   1.00    1.00    --  -15.48  77.00-150.00   26
  2  ω     -7.00  39.00   1.00    1.00    --   17.74  77.00  90.00   46
  3  ω      2.00  85.00   1.00    1.00    --   17.74  57.00 -60.00   83
  4  ω      4.00  69.00   1.00    1.00    --   17.74  57.00  30.00   65
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0413963000
_diffrn_orient_matrix_UB_12      -0.0150237000
_diffrn_orient_matrix_UB_13      0.0027164000
_diffrn_orient_matrix_UB_21      0.0097619000
_diffrn_orient_matrix_UB_22      0.0152804000
_diffrn_orient_matrix_UB_23      0.0212793000
_diffrn_orient_matrix_UB_31      -0.0076524000
_diffrn_orient_matrix_UB_32      0.1008480000
_diffrn_orient_matrix_UB_33      -0.0028443000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2299
_reflns_number_total             3830
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.929
_refine_diff_density_min         -0.914
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     233
_refine_ls_number_reflns         3830
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1444
_refine_ls_R_factor_gt           0.0918
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0810P)²+14.3393P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2070
_refine_ls_wR_factor_ref         0.2422
_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
2. Restrained distances
 C7-C12
 1.36 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C11) = Uanis(C12) = Uanis(C7)
4.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C16(H16), C17(H17), C19(H19), C20(H20)
4.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_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
S1 S 0.21671(7) 0.73620(18) 0.35116(4) 0.0432(4) Uani 1 1 d . . . . .
O1 O 0.2195(2) 0.9379(5) 0.33995(10) 0.0522(9) Uani 1 1 d . . . . .
N1 N 0.4350(3) 0.6872(8) 0.39257(14) 0.0679(14) Uani 1 1 d . . . . .
C1 C 0.3969(3) 0.8624(7) 0.39608(13) 0.0426(11) Uani 1 1 d . . . . .
O2 O 0.13857(19) 0.6398(5) 0.34798(11) 0.0600(10) Uani 1 1 d . . . . .
N2 N 0.2551(3) 1.1976(7) 0.42195(16) 0.0761(15) Uani 1 1 d . . . . .
C2 C 0.4227(3) 1.0310(8) 0.38009(15) 0.0569(14) Uani 1 1 d . . . . .
H2 H 0.394794 1.146808 0.382583 0.068 Uiso 1 1 calc R . . . .
O3 O 0.4121(2) 0.3153(5) 0.24347(11) 0.0594(10) Uani 1 1 d . . . . .
C3 C 0.4925(4) 1.0257(11) 0.35979(18) 0.0751(19) Uani 1 1 d . . . . .
H3 H 0.511499 1.138667 0.348774 0.090 Uiso 1 1 calc R . . . .
C4 C 0.5319(3) 0.8543(14) 0.35635(18) 0.081(2) Uani 1 1 d . . . . .
H4 H 0.578451 0.849065 0.343281 0.097 Uiso 1 1 calc R . . . .
C5 C 0.5025(4) 0.6914(11) 0.37220(18) 0.0767(19) Uani 1 1 d . . . . .
H5 H 0.529634 0.575104 0.369107 0.092 Uiso 1 1 calc R . . . .
C6 C 0.3237(3) 0.8564(7) 0.42044(14) 0.0404(11) Uani 1 1 d . . . . .
C7 C 0.3555(4) 0.8048(9) 0.46513(18) 0.0769(11) Uani 1 1 d D . . . .
C8 C 0.3810(4) 0.9456(10) 0.49287(17) 0.0798(19) Uani 1 1 d . . . . .
H8 H 0.374876 1.075711 0.485502 0.096 Uiso 1 1 calc R . . . .
C9 C 0.4159(5) 0.8968(13) 0.5321(2) 0.093(2) Uani 1 1 d . . . . .
H9 H 0.434272 0.993714 0.550600 0.112 Uiso 1 1 calc R . . . .
C10 C 0.4230(4) 0.7107(11) 0.5429(2) 0.080(2) Uani 1 1 d . . . . .
H10 H 0.445933 0.676378 0.569100 0.096 Uiso 1 1 calc R . . . .
C11 C 0.3967(4) 0.5733(10) 0.51557(18) 0.0769(11) Uani 1 1 d . . . . .
H11 H 0.401550 0.443156 0.523080 0.092 Uiso 1 1 calc R . . . .
C12 C 0.3624(4) 0.6210(9) 0.47648(18) 0.0769(11) Uani 1 1 d D . . . .
H12 H 0.344135 0.523324 0.458117 0.092 Uiso 1 1 calc R . . . .
C13 C 0.2847(3) 1.0500(8) 0.42046(16) 0.0528(13) Uani 1 1 d . . . . .
C14 C 0.2593(3) 0.7061(7) 0.40299(14) 0.0436(11) Uani 1 1 d . . . . .
H14A H 0.215181 0.708257 0.419737 0.052 Uiso 1 1 calc R . . . .
H14B H 0.284033 0.578172 0.405839 0.052 Uiso 1 1 calc R . . . .
C15 C 0.2775(3) 0.6049(7) 0.32088(13) 0.0376(10) Uani 1 1 d . . . . .
C16 C 0.2783(3) 0.4055(7) 0.32175(15) 0.0482(12) Uani 1 1 d . . . . .
H16 H 0.248737 0.338979 0.339523 0.058 Uiso 1 1 calc R . . . .
C17 C 0.3229(3) 0.3041(7) 0.29627(15) 0.0498(13) Uani 1 1 d . . . . .
H17 H 0.323595 0.169071 0.296972 0.060 Uiso 1 1 calc R . . . .
C18 C 0.3664(3) 0.4011(7) 0.26985(13) 0.0426(11) Uani 1 1 d . . . . .
C19 C 0.3649(3) 0.6027(7) 0.26873(15) 0.0569(14) Uani 1 1 d . . . . .
H19 H 0.393235 0.669686 0.250509 0.068 Uiso 1 1 calc R . . . .
C20 C 0.3213(3) 0.7023(7) 0.29470(16) 0.0538(13) Uani 1 1 d . . . . .
H20 H 0.321461 0.837414 0.294542 0.065 Uiso 1 1 calc R . . . .
C21 C 0.4156(4) 0.1095(8) 0.24283(17) 0.0624(15) Uani 1 1 d . . . . .
H21A H 0.446231 0.068068 0.221551 0.094 Uiso 1 1 calc GR . . . .
H21B H 0.361312 0.057971 0.237846 0.094 Uiso 1 1 calc GR . . . .
H21C H 0.441496 0.063100 0.268666 0.094 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
S1 O1 1.439(3) . ?
S1 O2 1.445(3) . ?
S1 C14 1.779(5) . ?
S1 C15 1.755(4) . ?
N1 C1 1.372(6) . ?
N1 C5 1.374(7) . ?
C1 C2 1.366(7) . ?
C1 C6 1.536(6) . ?
N2 C13 1.131(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.406(8) . ?
O3 C18 1.358(5) . ?
O3 C21 1.418(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.360(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.353(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.544(7) . ?
C6 C13 1.481(7) . ?
C6 C14 1.543(6) . ?
C7 C8 1.363(8) . ?
C7 C12 1.321(8) . ?
C8 H8 0.9300 . ?
C8 C9 1.391(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.331(9) . ?
C10 H10 0.9300 . ?
C10 C11 1.342(9) . ?
C11 H11 0.9300 . ?
C11 C12 1.383(8) . ?
C12 H12 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.373(6) . ?
C15 C20 1.371(6) . ?
C16 H16 0.9300 . ?
C16 C17 1.377(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.372(6) . ?
C18 C19 1.388(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.371(7) . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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
O1 S1 O2 118.8(2) . . ?
O1 S1 C14 109.8(2) . . ?
O1 S1 C15 108.1(2) . . ?
O2 S1 C14 105.0(2) . . ?
O2 S1 C15 107.1(2) . . ?
C15 S1 C14 107.6(2) . . ?
C1 N1 C5 115.6(5) . . ?
N1 C1 C6 114.9(4) . . ?
C2 C1 N1 123.0(4) . . ?
C2 C1 C6 122.0(4) . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.5(6) . . ?
C3 C2 H2 120.7 . . ?
C18 O3 C21 118.1(4) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.6(6) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.2(6) . . ?
C5 C4 H4 120.4 . . ?
N1 C5 H5 118.0 . . ?
C4 C5 N1 124.1(6) . . ?
C4 C5 H5 118.0 . . ?
C1 C6 C7 108.0(4) . . ?
C1 C6 C14 112.0(4) . . ?
C13 C6 C1 110.4(4) . . ?
C13 C6 C7 107.6(4) . . ?
C13 C6 C14 108.9(4) . . ?
C14 C6 C7 109.8(4) . . ?
C8 C7 C6 121.2(5) . . ?
C12 C7 C6 119.9(5) . . ?
C12 C7 C8 118.8(6) . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.7(7) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 120.2 . . ?
C10 C9 C8 119.7(7) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 120.4 . . ?
C9 C10 C11 119.2(6) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 119.3 . . ?
C10 C11 C12 121.4(6) . . ?
C12 C11 H11 119.3 . . ?
C7 C12 C11 120.2(6) . . ?
C7 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
N2 C13 C6 177.5(6) . . ?
S1 C14 H14A 108.1 . . ?
S1 C14 H14B 108.1 . . ?
C6 C14 S1 116.9(3) . . ?
C6 C14 H14A 108.1 . . ?
C6 C14 H14B 108.1 . . ?
H14A C14 H14B 107.3 . . ?
C16 C15 S1 120.5(3) . . ?
C20 C15 S1 119.6(4) . . ?
C20 C15 C16 119.8(4) . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.9(4) . . ?
C17 C16 H16 120.1 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(4) . . ?
C18 C17 H17 119.8 . . ?
O3 C18 C17 125.1(4) . . ?
O3 C18 C19 115.3(4) . . ?
C17 C18 C19 119.6(4) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.5(5) . . ?
C20 C19 H19 120.2 . . ?
C15 C20 C19 120.7(5) . . ?
C15 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
S1 C15 C16 C17 176.6(4) . . . . ?
S1 C15 C20 C19 -175.6(4) . . . . ?
O1 S1 C14 C6 -27.1(4) . . . . ?
O1 S1 C15 C16 -172.3(4) . . . . ?
O1 S1 C15 C20 4.5(5) . . . . ?
N1 C1 C2 C3 -1.3(8) . . . . ?
N1 C1 C6 C7 65.6(5) . . . . ?
N1 C1 C6 C13 -177.0(4) . . . . ?
N1 C1 C6 C14 -55.5(5) . . . . ?
C1 N1 C5 C4 0.4(9) . . . . ?
C1 C2 C3 C4 0.4(8) . . . . ?
C1 C6 C7 C8 88.3(7) . . . . ?
C1 C6 C7 C12 -88.2(7) . . . . ?
C1 C6 C14 S1 -58.5(5) . . . . ?
O2 S1 C14 C6 -155.9(3) . . . . ?
O2 S1 C15 C16 -43.2(5) . . . . ?
O2 S1 C15 C20 133.5(4) . . . . ?
C2 C1 C6 C7 -113.0(5) . . . . ?
C2 C1 C6 C13 4.5(6) . . . . ?
C2 C1 C6 C14 126.0(5) . . . . ?
C2 C3 C4 C5 0.8(9) . . . . ?
O3 C18 C19 C20 -179.1(5) . . . . ?
C3 C4 C5 N1 -1.2(10) . . . . ?
C5 N1 C1 C2 0.9(7) . . . . ?
C5 N1 C1 C6 -177.6(4) . . . . ?
C6 C1 C2 C3 177.1(4) . . . . ?
C6 C7 C8 C9 -174.5(6) . . . . ?
C6 C7 C12 C11 175.1(6) . . . . ?
C7 C6 C14 S1 -178.5(4) . . . . ?
C7 C8 C9 C10 -1.5(12) . . . . ?
C8 C7 C12 C11 -1.5(11) . . . . ?
C8 C9 C10 C11 0.5(11) . . . . ?
C9 C10 C11 C12 0.0(11) . . . . ?
C10 C11 C12 C7 0.6(11) . . . . ?
C12 C7 C8 C9 2.0(11) . . . . ?
C13 C6 C7 C8 -30.9(8) . . . . ?
C13 C6 C7 C12 152.6(6) . . . . ?
C13 C6 C14 S1 63.9(4) . . . . ?
C14 S1 C15 C16 69.2(4) . . . . ?
C14 S1 C15 C20 -114.0(4) . . . . ?
C14 C6 C7 C8 -149.3(6) . . . . ?
C14 C6 C7 C12 34.2(8) . . . . ?
C15 S1 C14 C6 90.3(4) . . . . ?
C15 C16 C17 C18 -0.3(8) . . . . ?
C16 C15 C20 C19 1.2(8) . . . . ?
C16 C17 C18 O3 -179.9(5) . . . . ?
C16 C17 C18 C19 -0.4(8) . . . . ?
C17 C18 C19 C20 1.4(8) . . . . ?
C18 C19 C20 C15 -1.8(8) . . . . ?
C20 C15 C16 C17 -0.1(8) . . . . ?
C21 O3 C18 C17 0.1(7) . . . . ?
C21 O3 C18 C19 -179.4(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.159
_oxdiff_exptl_absorpt_empirical_full_min 0.772
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Petroleum ether and ethyl acetate'
