# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_53-1
_database_code_depnum_ccdc_archive 'CCDC 1908561'
_audit_update_record             
;
2019-04-06 deposited with the CCDC.	2022-09-30 downloaded from the CCDC.
;
_audit_creation_date             2017-09-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H23 N O3'
_chemical_formula_sum            'C24 H23 N O3'
_chemical_formula_weight         373.43
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.94940(10)
_cell_length_b                   10.28380(10)
_cell_length_c                   24.4594(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1999.56(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15388
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.9010
_cell_measurement_theta_min      3.7130
_shelx_estimated_absorpt_T_max   0.926
_shelx_estimated_absorpt_T_min   0.903
_exptl_absorpt_coefficient_mu    0.652
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.06746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            18997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.184
_diffrn_reflns_theta_min         3.614
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -89.00  31.00   0.50    0.50    --    0.00 -82.00   0.00  240
  2  ω    -17.00  89.00   0.50    0.50    --    0.00  38.00   0.00  212
  3  ω      6.00 119.00   0.50    0.50    --   95.20 -61.00-150.00  226
  4  ω     76.00 185.00   0.50    0.50    --   95.20  45.00 120.00  218
  5  ω      6.00 127.00   0.50    0.50    --   95.20 -82.00-150.00  242
  6  ω     66.00 185.00   0.50    0.50    --   95.20  77.00 -60.00  238
  7  ω     79.00 185.00   0.50    0.50    --   95.20  30.00 -30.00  212
  8  ω      6.00 112.00   0.50    0.50    --   95.20 -30.00-150.00  212
  9  ω    -17.00  89.00   0.50    0.50    --    0.00  38.00  90.00  212
 10  ω    -17.00  89.00   0.50    0.50    --    0.00  38.00-180.00  212
 11  ω     64.00 185.00   0.50    0.50    --   95.20  82.00-150.00  242
 12  ω     64.00 179.00   0.50    0.50    --   95.20  82.00-180.00  230
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0830936000
_diffrn_orient_matrix_UB_12      0.0761389000
_diffrn_orient_matrix_UB_13      -0.0470881000
_diffrn_orient_matrix_UB_21      0.0455000000
_diffrn_orient_matrix_UB_22      -0.1101128000
_diffrn_orient_matrix_UB_23      -0.0399802000
_diffrn_orient_matrix_UB_31      -0.1691927000
_diffrn_orient_matrix_UB_32      -0.0669908000
_diffrn_orient_matrix_UB_33      0.0123416000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.717
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.964
_reflns_number_gt                3861
_reflns_number_total             3985
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_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         0.274
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 
;
 Flack x determined using 1548 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     257
_refine_ls_number_reflns         3985
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0349
_refine_ls_restrained_S_all      0.986
_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)+(0.0578P)²+0.4597P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.0935
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C15(H15), C6(H6), C17(H17), C3(H3), C14(H14), C12(H12), C4(H4),
 C13(H13)
2.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C23(H23A,H23B,H23C), C22(H22A,H22B,H22C), C20(H20A,H20B,
 H20C)
;
_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
O2 O 0.2662(2) 0.75689(13) 0.62549(6) 0.0338(3) Uani 1 1 d . . . . .
O1 O -0.0148(2) 0.18572(13) 0.72479(6) 0.0345(3) Uani 1 1 d . . . . .
N1 N 0.0929(2) 0.36229(15) 0.68253(6) 0.0242(3) Uani 1 1 d . . . . .
O3 O 0.7465(3) 0.8700(2) 0.56694(9) 0.0643(6) Uani 1 1 d . . . . .
C11 C 0.4616(3) 0.39037(19) 0.67896(8) 0.0272(4) Uani 1 1 d . . . . .
H11 H 0.416697 0.317802 0.661601 0.033 Uiso 1 1 calc R . . . .
C10 C 0.3557(2) 0.48996(18) 0.69675(7) 0.0231(4) Uani 1 1 d . . . . .
C24 C 0.0485(2) 0.29425(18) 0.72825(8) 0.0258(4) Uani 1 1 d . . . . .
C16 C 0.2721(3) 0.63218(17) 0.60398(7) 0.0256(4) Uani 1 1 d . . . . .
C7 C 0.1134(2) 0.41892(18) 0.59189(8) 0.0251(4) Uani 1 1 d . . . . .
C9 C 0.1700(2) 0.49319(17) 0.68318(7) 0.0230(4) Uani 1 1 d . . . . .
H9 H 0.110882 0.548501 0.709549 0.028 Uiso 1 1 calc R . . . .
C15 C 0.4244(3) 0.59621(19) 0.72418(8) 0.0281(4) Uani 1 1 d . . . . .
H15 H 0.354343 0.661842 0.737044 0.034 Uiso 1 1 calc R . . . .
C6 C 0.1151(3) 0.3981(2) 0.53596(8) 0.0294(4) Uani 1 1 d . . . . .
H6 H 0.139732 0.466199 0.512257 0.035 Uiso 1 1 calc R . . . .
C2 C 0.0786(2) 0.31743(18) 0.62775(8) 0.0248(4) Uani 1 1 d . . . . .
C8 C 0.1366(2) 0.54415(18) 0.62344(8) 0.0250(4) Uani 1 1 d . . . . .
H8 H 0.029977 0.592011 0.623176 0.030 Uiso 1 1 calc R . . . .
C17 C 0.4164(3) 0.6148(2) 0.57659(8) 0.0305(4) Uani 1 1 d . . . . .
H17 H 0.450194 0.540392 0.557964 0.037 Uiso 1 1 calc R . . . .
C3 C 0.0405(3) 0.19382(19) 0.60851(9) 0.0309(4) Uani 1 1 d . . . . .
H3 H 0.015523 0.126153 0.632394 0.037 Uiso 1 1 calc R . . . .
C14 C 0.5961(3) 0.6046(2) 0.73237(9) 0.0343(5) Uani 1 1 d . . . . .
H14 H 0.641085 0.675913 0.750627 0.041 Uiso 1 1 calc R . . . .
C12 C 0.6344(3) 0.3995(2) 0.68717(9) 0.0322(4) Uani 1 1 d . . . . .
H12 H 0.704916 0.333423 0.675018 0.039 Uiso 1 1 calc R . . . .
C4 C 0.0411(3) 0.1750(2) 0.55203(9) 0.0355(5) Uani 1 1 d . . . . .
H4 H 0.014894 0.093087 0.538338 0.043 Uiso 1 1 calc R . . . .
C18 C 0.5096(3) 0.7361(2) 0.58194(8) 0.0352(5) Uani 1 1 d . . . . .
C5 C 0.0797(3) 0.2746(2) 0.51525(8) 0.0333(5) Uani 1 1 d . . . . .
C13 C 0.7014(3) 0.5071(2) 0.71344(9) 0.0355(5) Uani 1 1 d . . . . .
H13 H 0.817024 0.513852 0.718365 0.043 Uiso 1 1 calc R . . . .
C25 C 0.0801(3) 0.3578(2) 0.78282(8) 0.0322(4) Uani 1 1 d . . . . .
H25A H 0.036198 0.303673 0.811431 0.048 Uiso 1 1 calc GR . . . .
H25B H 0.025253 0.440982 0.783819 0.048 Uiso 1 1 calc GR . . . .
H25C H 0.198859 0.369342 0.787961 0.048 Uiso 1 1 calc GR . . . .
C19 C 0.4117(3) 0.8173(2) 0.61173(9) 0.0374(5) Uani 1 1 d . . . . .
C21 C 0.6802(3) 0.7627(3) 0.56105(10) 0.0438(6) Uani 1 1 d . . . . .
C23 C 0.0808(4) 0.2492(3) 0.45452(9) 0.0461(6) Uani 1 1 d . . . . .
H23A H -0.032837 0.241966 0.441562 0.069 Uiso 1 1 calc GR . . . .
H23B H 0.139903 0.169673 0.447235 0.069 Uiso 1 1 calc GR . . . .
H23C H 0.135919 0.319771 0.436115 0.069 Uiso 1 1 calc GR . . . .
C22 C 0.7666(4) 0.6538(3) 0.53251(13) 0.0596(8) Uani 1 1 d . . . . .
H22A H 0.709716 0.635483 0.498758 0.089 Uiso 1 1 calc GR . . . .
H22B H 0.764946 0.577832 0.555310 0.089 Uiso 1 1 calc GR . . . .
H22C H 0.881049 0.677820 0.525033 0.089 Uiso 1 1 calc GR . . . .
C20 C 0.4320(5) 0.9527(3) 0.63244(14) 0.0636(9) Uani 1 1 d . . . . .
H20A H 0.360559 1.010074 0.611975 0.095 Uiso 1 1 calc GR . . . .
H20B H 0.547052 0.979269 0.628298 0.095 Uiso 1 1 calc GR . . . .
H20C H 0.401438 0.955862 0.670386 0.095 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
O2 C16 1.387(2) . ?
O2 C19 1.356(3) . ?
O1 C24 1.227(2) . ?
N1 C24 1.365(2) . ?
N1 C9 1.479(2) . ?
N1 C2 1.422(2) . ?
O3 C21 1.232(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.396(3) . ?
C11 C12 1.391(3) . ?
C10 C9 1.513(3) . ?
C10 C15 1.394(3) . ?
C24 C25 1.507(3) . ?
C16 C8 1.486(3) . ?
C16 C17 1.340(3) . ?
C7 C6 1.385(3) . ?
C7 C2 1.391(3) . ?
C7 C8 1.513(3) . ?
C9 H9 0.9800 . ?
C9 C8 1.575(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.382(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.396(3) . ?
C2 C3 1.389(3) . ?
C8 H8 0.9800 . ?
C17 H17 0.9300 . ?
C17 C18 1.456(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.395(3) . ?
C14 H14 0.9300 . ?
C14 C13 1.386(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.398(3) . ?
C18 C19 1.355(3) . ?
C18 C21 1.474(3) . ?
C5 C23 1.508(3) . ?
C13 H13 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C19 C20 1.490(3) . ?
C21 C22 1.488(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 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 O2 C16 107.48(16) . . ?
C24 N1 C9 124.38(16) . . ?
C24 N1 C2 125.80(16) . . ?
C2 N1 C9 109.79(14) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C12 C11 C10 120.08(19) . . ?
C11 C10 C9 122.44(17) . . ?
C15 C10 C11 119.26(18) . . ?
C15 C10 C9 118.08(17) . . ?
O1 C24 N1 121.04(18) . . ?
O1 C24 C25 121.59(18) . . ?
N1 C24 C25 117.37(16) . . ?
O2 C16 C8 114.65(16) . . ?
C17 C16 O2 110.01(17) . . ?
C17 C16 C8 134.39(18) . . ?
C6 C7 C2 120.58(18) . . ?
C6 C7 C8 129.38(18) . . ?
C2 C7 C8 109.96(16) . . ?
N1 C9 C10 112.75(16) . . ?
N1 C9 H9 109.7 . . ?
N1 C9 C8 102.87(14) . . ?
C10 C9 H9 109.7 . . ?
C10 C9 C8 112.04(15) . . ?
C8 C9 H9 109.7 . . ?
C10 C15 H15 119.8 . . ?
C14 C15 C10 120.40(19) . . ?
C14 C15 H15 119.8 . . ?
C7 C6 H6 120.1 . . ?
C7 C6 C5 119.82(19) . . ?
C5 C6 H6 120.1 . . ?
C7 C2 N1 109.57(16) . . ?
C3 C2 N1 129.32(17) . . ?
C3 C2 C7 121.10(18) . . ?
C16 C8 C7 116.34(16) . . ?
C16 C8 C9 112.18(16) . . ?
C16 C8 H8 108.6 . . ?
C7 C8 C9 102.16(14) . . ?
C7 C8 H8 108.6 . . ?
C9 C8 H8 108.6 . . ?
C16 C17 H17 127.0 . . ?
C16 C17 C18 106.03(18) . . ?
C18 C17 H17 127.0 . . ?
C2 C3 H3 121.2 . . ?
C2 C3 C4 117.50(19) . . ?
C4 C3 H3 121.2 . . ?
C15 C14 H14 119.9 . . ?
C15 C14 C13 120.2(2) . . ?
C13 C14 H14 119.9 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0(2) . . ?
C13 C12 H12 120.0 . . ?
C3 C4 H4 118.8 . . ?
C5 C4 C3 122.43(19) . . ?
C5 C4 H4 118.8 . . ?
C17 C18 C21 126.6(2) . . ?
C19 C18 C17 106.52(19) . . ?
C19 C18 C21 126.9(2) . . ?
C6 C5 C23 120.9(2) . . ?
C4 C5 C6 118.54(18) . . ?
C4 C5 C23 120.5(2) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 C14 120.0(2) . . ?
C12 C13 H13 120.0 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O2 C19 C20 115.8(2) . . ?
C18 C19 O2 109.94(18) . . ?
C18 C19 C20 134.2(2) . . ?
O3 C21 C18 121.3(3) . . ?
O3 C21 C22 122.1(3) . . ?
C18 C21 C22 116.6(2) . . ?
C5 C23 H23A 109.5 . . ?
C5 C23 H23B 109.5 . . ?
C5 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

_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 15.887
_oxdiff_exptl_absorpt_empirical_full_min 0.660
####################################################################### 
# 
# 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_17-3
_database_code_depnum_ccdc_archive 'CCDC 2142262'
loop_
_audit_author_name
_audit_author_address
'Wendeng Li'
;South China University of Technology
China
;
_audit_update_record             
;
2022-01-15 deposited with the CCDC.	2022-09-30 downloaded from the CCDC.
;
_audit_creation_date             2021-01-09
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H25 N O2 S'
_chemical_formula_sum            'C28 H25 N O2 S'
_chemical_formula_weight         439.55
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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      trigonal
_space_group_IT_number           144
_space_group_name_H-M_alt        'P 31'
_space_group_name_Hall           'P 31'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'

_cell_length_a                   10.2503(2)
_cell_length_b                   10.2503(2)
_cell_length_c                   18.6428(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1696.35(8)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    8622
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.7170
_cell_measurement_theta_min      2.3440
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.465
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58803
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            10380
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.006
_diffrn_reflns_theta_min         4.982
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00 -77.00   1.00    1.00    --  -40.73 -38.00  30.00   38
  2  ω    -67.00 -19.00   1.00    1.00    --  -40.73 -57.00 120.00   48
  3  ω   -114.00 -88.00   1.00    1.00    --  -40.73-149.00 -19.00   26
  4  ω    -51.00 -16.00   1.00    1.00    --  -40.73 -38.00 -30.00   35
  5  ω   -114.00 -57.00   1.00    1.00    --  -40.73 -38.00 -30.00   57
  6  ω    -46.00 -17.00   1.00    1.00    --  -40.73 -38.00  30.00   29
  7  ω     12.00  37.00   1.00    1.00    --   40.73  77.00 120.00   25
  8  ω     18.00  45.00   1.00    1.00    --   40.73  38.00  90.00   27
  9  ω     60.00  92.00   1.00    1.00    --   40.73-125.00-120.00   32
 10  ω     12.00  51.00   1.00    1.00    --   40.73-110.00  14.00   39
 11  ω    124.00 150.00   1.00    1.00    --  107.58  61.00 120.00   26
 12  ω     83.00 110.00   1.00    1.00    --  107.58  45.00  90.00   27
 13  ω     75.00 101.00   1.00    1.00    --  107.58  77.00  90.00   26
 14  ω     75.00 101.00   1.00    1.00    --  107.58  77.00 120.00   26
 15  ω     79.00 106.00   1.00    1.00    --  107.58  61.00 150.00   27
 16  ω     78.00 104.00   1.00    1.00    --  107.58  61.00 120.00   26
 17  ω     25.00  95.00   1.00    1.00    --  107.58 -94.00-180.00   70
 18  ω     78.00 108.00   1.00    1.00    --  107.58  61.00  90.00   30
 19  ω     79.00 106.00   1.00    1.00    --  107.58  61.00  60.00   27
 20  ω    136.00 178.00   1.00    1.00    --  107.58 125.00-120.00   42
 21  ω     83.00 143.00   1.00    1.00    --  107.58  45.00 120.00   60
 22  ω     82.00 128.00   1.00    1.00    --  107.58  45.00 150.00   46
 23  ω    135.00 170.00   1.00    1.00    --  107.58  45.00 150.00   35
 24  ω     36.00 130.00   1.00    1.00    --  107.58 -45.00 -90.00   94
 25  ω    112.00 177.00   1.00    1.00    --  107.58  77.00  60.00   65
 26  ω     75.00 102.00   1.00    1.00    --  107.58  77.00  60.00   27
 27  ω     80.00 117.00   1.00    1.00    --  107.58  30.00  90.00   37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1721129000
_diffrn_orient_matrix_UB_12      0.0947619000
_diffrn_orient_matrix_UB_13      0.0097350000
_diffrn_orient_matrix_UB_21      0.0155014000
_diffrn_orient_matrix_UB_22      -0.1354263000
_diffrn_orient_matrix_UB_23      -0.0240694000
_diffrn_orient_matrix_UB_31      0.0165591000
_diffrn_orient_matrix_UB_32      0.0532920000
_diffrn_orient_matrix_UB_33      -0.0783995000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.908
_reflns_Friedel_fraction_full    0.941
_reflns_Friedel_fraction_max     0.894
_reflns_number_gt                4258
_reflns_number_total             4315
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 
;
 Flack x determined using 1958 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.006(8)
_refine_ls_extinction_coef       0.0057(6)
_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   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4315
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0303
_refine_ls_R_factor_gt           0.0299
_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)+(0.0541P)²+0.0969P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0819
_refine_ls_wR_factor_ref         0.0828
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C23(H23), C24(H24),
  C26(H26), C27(H27)
2.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
;
_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 0.80523(6) 0.28295(6) 0.56296(3) 0.03424(16) Uani 1 1 d . . . . .
O1 O 0.6568(2) 0.1581(2) 0.57375(10) 0.0432(4) Uani 1 1 d . . . . .
O2 O 0.9076(2) 0.3432(2) 0.62178(9) 0.0452(4) Uani 1 1 d . . . . .
N1 N 0.7860(2) 0.4195(2) 0.52828(11) 0.0316(4) Uani 1 1 d . . . . .
C1 C 0.6395(2) 0.3992(2) 0.49824(12) 0.0286(4) Uani 1 1 d . . . . .
C2 C 0.6989(2) 0.5514(2) 0.45515(11) 0.0285(4) Uani 1 1 d . . . . .
H2 H 0.720914 0.531724 0.406477 0.034 Uiso 1 1 calc R U . . .
C3 C 0.8483(2) 0.6556(2) 0.48945(12) 0.0302(4) Uani 1 1 d . . . . .
C4 C 0.9002(2) 0.5743(2) 0.52771(13) 0.0313(4) Uani 1 1 d . . . . .
C5 C 1.0427(3) 0.6454(3) 0.55886(15) 0.0398(5) Uani 1 1 d . . . . .
H5 H 1.077500 0.591238 0.584698 0.048 Uiso 1 1 calc R U . . .
C6 C 1.1314(3) 0.8009(3) 0.54987(17) 0.0460(6) Uani 1 1 d . . . . .
H6 H 1.227488 0.850808 0.569753 0.055 Uiso 1 1 calc R U . . .
C7 C 1.0804(3) 0.8825(3) 0.51225(17) 0.0462(6) Uani 1 1 d . . . . .
H7 H 1.141739 0.986138 0.507261 0.055 Uiso 1 1 calc R U . . .
C8 C 0.9365(3) 0.8097(3) 0.48159(14) 0.0380(5) Uani 1 1 d . . . . .
H8 H 0.900981 0.863990 0.456427 0.046 Uiso 1 1 calc R U . . .
C9 C 0.5912(2) 0.6113(2) 0.44719(13) 0.0304(4) Uani 1 1 d . . . . .
C10 C 0.5114(3) 0.5867(3) 0.38352(14) 0.0392(5) Uani 1 1 d . . . . .
H10 H 0.521863 0.530643 0.347084 0.047 Uiso 1 1 calc R U . . .
C11 C 0.4157(3) 0.6455(4) 0.37390(17) 0.0496(7) Uani 1 1 d . . . . .
H11 H 0.362562 0.628385 0.331218 0.060 Uiso 1 1 calc R U . . .
C12 C 0.3999(3) 0.7290(3) 0.42763(18) 0.0502(7) Uani 1 1 d . . . . .
H12 H 0.335823 0.767841 0.421231 0.060 Uiso 1 1 calc R U . . .
C13 C 0.4790(3) 0.7549(3) 0.49091(15) 0.0436(6) Uani 1 1 d . . . . .
H13 H 0.468680 0.811640 0.527058 0.052 Uiso 1 1 calc R U . . .
C14 C 0.5741(3) 0.6962(3) 0.50057(14) 0.0366(5) Uani 1 1 d . . . . .
H14 H 0.627058 0.713960 0.543362 0.044 Uiso 1 1 calc R U . . .
C16 C 0.5369(2) 0.3852(2) 0.56044(11) 0.0266(4) Uani 1 1 d . . . . .
C17 C 0.5948(3) 0.4690(3) 0.62295(13) 0.0346(5) Uani 1 1 d . . . . .
H17 H 0.698537 0.529102 0.628387 0.042 Uiso 1 1 calc R U . . .
C18 C 0.5003(3) 0.4640(3) 0.67702(14) 0.0391(5) Uani 1 1 d . . . . .
H18 H 0.541148 0.522594 0.717889 0.047 Uiso 1 1 calc R U . . .
C19 C 0.3468(3) 0.3740(3) 0.67133(14) 0.0395(5) Uani 1 1 d . . . . .
H19 H 0.283728 0.371199 0.707875 0.047 Uiso 1 1 calc R U . . .
C20 C 0.2884(3) 0.2882(3) 0.61064(16) 0.0485(6) Uani 1 1 d . . . . .
H20 H 0.184781 0.225210 0.606530 0.058 Uiso 1 1 calc R U . . .
C21 C 0.3823(3) 0.2945(3) 0.55518(14) 0.0416(6) Uani 1 1 d . . . . .
H21 H 0.340534 0.236956 0.514106 0.050 Uiso 1 1 calc R U . . .
C22 C 0.8942(3) 0.2345(3) 0.49531(13) 0.0332(5) Uani 1 1 d . . . . .
C23 C 0.8095(3) 0.1240(3) 0.44557(15) 0.0379(5) Uani 1 1 d . . . . .
H23 H 0.705055 0.069816 0.449314 0.045 Uiso 1 1 calc R U . . .
C24 C 0.8811(3) 0.0945(3) 0.39016(15) 0.0405(5) Uani 1 1 d . . . . .
H24 H 0.823866 0.020272 0.356748 0.049 Uiso 1 1 calc R U . . .
C25 C 1.0378(3) 0.1746(3) 0.38370(15) 0.0408(6) Uani 1 1 d . . . . .
C26 C 1.1197(3) 0.2837(3) 0.43468(16) 0.0450(6) Uani 1 1 d . . . . .
H26 H 1.224182 0.337793 0.431273 0.054 Uiso 1 1 calc R U . . .
C27 C 1.0501(3) 0.3142(3) 0.49056(15) 0.0405(5) Uani 1 1 d . . . . .
H27 H 1.107112 0.387235 0.524500 0.049 Uiso 1 1 calc R U . . .
C28 C 1.1164(4) 0.1426(4) 0.32403(19) 0.0570(8) Uani 1 1 d . . . . .
H28A H 1.151606 0.077376 0.341280 0.086 Uiso 1 1 calc R U . . .
H28B H 1.200498 0.235420 0.307613 0.086 Uiso 1 1 calc R U . . .
H28C H 1.047402 0.094577 0.285090 0.086 Uiso 1 1 calc R U . . .
C29 C 0.5661(3) 0.2693(3) 0.44474(13) 0.0374(5) Uani 1 1 d . . . . .
H29A H 0.640447 0.276528 0.411154 0.056 Uiso 1 1 calc R U . . .
H29B H 0.487282 0.274562 0.419461 0.056 Uiso 1 1 calc R U . . .
H29C H 0.524577 0.175284 0.469976 0.056 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4303(19) . ?
S1 O2 1.427(2) . ?
S1 N1 1.6409(19) . ?
S1 C22 1.767(2) . ?
N1 C1 1.516(3) . ?
N1 C4 1.425(3) . ?
C1 C2 1.581(3) . ?
C1 C16 1.523(3) . ?
C1 C29 1.527(3) . ?
C2 H2 0.9800 . ?
C2 C3 1.503(3) . ?
C2 C9 1.515(3) . ?
C3 C4 1.389(3) . ?
C3 C8 1.380(3) . ?
C4 C5 1.392(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.395(4) . ?
C6 H6 0.9300 . ?
C6 C7 1.380(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.400(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.391(3) . ?
C9 C14 1.389(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.396(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.378(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.380(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.390(3) . ?
C14 H14 0.9300 . ?
C16 C17 1.392(3) . ?
C16 C21 1.383(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.382(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.373(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.373(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.392(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.383(4) . ?
C22 C27 1.387(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.385(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.396(4) . ?
C25 C26 1.386(4) . ?
C25 C28 1.503(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.384(4) . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 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 N1 106.90(10) . . ?
O1 S1 C22 108.46(11) . . ?
O2 S1 O1 120.13(12) . . ?
O2 S1 N1 108.03(11) . . ?
O2 S1 C22 107.41(11) . . ?
N1 S1 C22 104.93(10) . . ?
C1 N1 S1 124.17(15) . . ?
C4 N1 S1 124.78(15) . . ?
C4 N1 C1 110.86(17) . . ?
N1 C1 C2 100.71(16) . . ?
N1 C1 C16 108.74(17) . . ?
N1 C1 C29 112.52(18) . . ?
C16 C1 C2 112.78(17) . . ?
C16 C1 C29 113.54(18) . . ?
C29 C1 C2 107.88(18) . . ?
C1 C2 H2 106.4 . . ?
C3 C2 C1 103.77(17) . . ?
C3 C2 H2 106.4 . . ?
C3 C2 C9 116.31(18) . . ?
C9 C2 C1 116.78(17) . . ?
C9 C2 H2 106.4 . . ?
C4 C3 C2 110.60(19) . . ?
C8 C3 C2 128.3(2) . . ?
C8 C3 C4 120.8(2) . . ?
C3 C4 N1 108.88(19) . . ?
C3 C4 C5 121.1(2) . . ?
C5 C4 N1 130.0(2) . . ?
C4 C5 H5 121.3 . . ?
C4 C5 C6 117.5(2) . . ?
C6 C5 H5 121.3 . . ?
C5 C6 H6 119.1 . . ?
C7 C6 C5 121.7(2) . . ?
C7 C6 H6 119.1 . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.2(2) . . ?
C8 C7 H7 119.9 . . ?
C3 C8 C7 118.6(2) . . ?
C3 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C10 C9 C2 119.5(2) . . ?
C14 C9 C2 122.0(2) . . ?
C14 C9 C10 118.5(2) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.5(3) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.1(3) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0(2) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 120.0(3) . . ?
C14 C13 H13 120.0 . . ?
C9 C14 C13 120.9(2) . . ?
C9 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C17 C16 C1 121.17(19) . . ?
C21 C16 C1 121.0(2) . . ?
C21 C16 C17 117.8(2) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 C16 120.9(2) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 121.0(2) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 H19 120.6 . . ?
C18 C19 C20 118.7(2) . . ?
C20 C19 H19 120.6 . . ?
C19 C20 H20 119.6 . . ?
C19 C20 C21 120.8(2) . . ?
C21 C20 H20 119.6 . . ?
C16 C21 C20 120.8(2) . . ?
C16 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C23 C22 S1 120.53(18) . . ?
C23 C22 C27 120.4(2) . . ?
C27 C22 S1 119.0(2) . . ?
C22 C23 H23 120.2 . . ?
C22 C23 C24 119.7(2) . . ?
C24 C23 H23 120.2 . . ?
C23 C24 H24 119.5 . . ?
C23 C24 C25 121.0(3) . . ?
C25 C24 H24 119.5 . . ?
C24 C25 C28 121.4(3) . . ?
C26 C25 C24 118.0(2) . . ?
C26 C25 C28 120.6(3) . . ?
C25 C26 H26 119.1 . . ?
C27 C26 C25 121.7(2) . . ?
C27 C26 H26 119.1 . . ?
C22 C27 H27 120.4 . . ?
C26 C27 C22 119.2(3) . . ?
C26 C27 H27 120.4 . . ?
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 . . ?
C1 C29 H29A 109.5 . . ?
C1 C29 H29B 109.5 . . ?
C1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 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 N1 C1 C2 -165.27(16) . . . . ?
S1 N1 C1 C16 76.0(2) . . . . ?
S1 N1 C1 C29 -50.6(2) . . . . ?
S1 N1 C4 C3 175.64(16) . . . . ?
S1 N1 C4 C5 -5.1(4) . . . . ?
S1 C22 C23 C24 175.78(18) . . . . ?
S1 C22 C27 C26 -175.58(19) . . . . ?
O1 S1 N1 C1 -12.9(2) . . . . ?
O1 S1 N1 C4 161.58(19) . . . . ?
O1 S1 C22 C23 23.3(2) . . . . ?
O1 S1 C22 C27 -159.96(19) . . . . ?
O2 S1 N1 C1 -143.52(18) . . . . ?
O2 S1 N1 C4 31.0(2) . . . . ?
O2 S1 C22 C23 154.54(18) . . . . ?
O2 S1 C22 C27 -28.7(2) . . . . ?
N1 S1 C22 C23 -90.66(19) . . . . ?
N1 S1 C22 C27 86.1(2) . . . . ?
N1 C1 C2 C3 -21.8(2) . . . . ?
N1 C1 C2 C9 -151.23(19) . . . . ?
N1 C1 C16 C17 36.9(3) . . . . ?
N1 C1 C16 C21 -146.4(2) . . . . ?
N1 C4 C5 C6 -179.5(2) . . . . ?
C1 N1 C4 C3 -9.2(2) . . . . ?
C1 N1 C4 C5 170.0(2) . . . . ?
C1 C2 C3 C4 18.5(2) . . . . ?
C1 C2 C3 C8 -167.5(2) . . . . ?
C1 C2 C9 C10 -99.8(2) . . . . ?
C1 C2 C9 C14 83.0(3) . . . . ?
C1 C16 C17 C18 175.2(2) . . . . ?
C1 C16 C21 C20 -176.5(2) . . . . ?
C2 C1 C16 C17 -73.9(2) . . . . ?
C2 C1 C16 C21 102.8(2) . . . . ?
C2 C3 C4 N1 -6.5(3) . . . . ?
C2 C3 C4 C5 174.2(2) . . . . ?
C2 C3 C8 C7 -172.8(2) . . . . ?
C2 C9 C10 C11 -177.7(2) . . . . ?
C2 C9 C14 C13 177.5(2) . . . . ?
C3 C2 C9 C10 137.1(2) . . . . ?
C3 C2 C9 C14 -40.1(3) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C4 N1 C1 C2 19.6(2) . . . . ?
C4 N1 C1 C16 -99.1(2) . . . . ?
C4 N1 C1 C29 134.2(2) . . . . ?
C4 C3 C8 C7 0.8(4) . . . . ?
C4 C5 C6 C7 0.7(4) . . . . ?
C5 C6 C7 C8 -0.3(4) . . . . ?
C6 C7 C8 C3 -0.4(4) . . . . ?
C8 C3 C4 N1 179.0(2) . . . . ?
C8 C3 C4 C5 -0.4(4) . . . . ?
C9 C2 C3 C4 148.16(19) . . . . ?
C9 C2 C3 C8 -37.8(3) . . . . ?
C9 C10 C11 C12 0.1(4) . . . . ?
C10 C9 C14 C13 0.3(4) . . . . ?
C10 C11 C12 C13 0.2(5) . . . . ?
C11 C12 C13 C14 -0.3(4) . . . . ?
C12 C13 C14 C9 0.1(4) . . . . ?
C14 C9 C10 C11 -0.4(4) . . . . ?
C16 C1 C2 C3 93.9(2) . . . . ?
C16 C1 C2 C9 -35.5(3) . . . . ?
C16 C17 C18 C19 1.4(4) . . . . ?
C17 C16 C21 C20 0.3(4) . . . . ?
C17 C18 C19 C20 0.0(4) . . . . ?
C18 C19 C20 C21 -1.3(4) . . . . ?
C19 C20 C21 C16 1.2(5) . . . . ?
C21 C16 C17 C18 -1.5(3) . . . . ?
C22 S1 N1 C1 102.12(18) . . . . ?
C22 S1 N1 C4 -83.4(2) . . . . ?
C22 C23 C24 C25 0.1(4) . . . . ?
C23 C22 C27 C26 1.2(4) . . . . ?
C23 C24 C25 C26 0.5(4) . . . . ?
C23 C24 C25 C28 179.6(2) . . . . ?
C24 C25 C26 C27 -0.2(4) . . . . ?
C25 C26 C27 C22 -0.6(4) . . . . ?
C27 C22 C23 C24 -0.9(3) . . . . ?
C28 C25 C26 C27 -179.3(3) . . . . ?
C29 C1 C2 C3 -139.89(19) . . . . ?
C29 C1 C2 C9 90.7(2) . . . . ?
C29 C1 C16 C17 163.0(2) . . . . ?
C29 C1 C16 C21 -20.3(3) . . . . ?

_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 1.639
_oxdiff_exptl_absorpt_empirical_full_min 0.473
####################################################################### 
# 
# 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_78-2
_database_code_depnum_ccdc_archive 'CCDC 2142261'
loop_
_audit_author_name
_audit_author_address
'Wendeng Li'
;South China University of Technology
China
;
_audit_update_record             
;
2022-01-15 deposited with the CCDC.	2022-09-30 downloaded from the CCDC.
;
_audit_creation_date             2019-10-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H23 N O2 S'
_chemical_formula_sum            'C27 H23 N O2 S'
_chemical_formula_weight         425.52
_chemical_absolute_configuration ad
_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           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                   9.4589(6)
_cell_length_b                   9.3504(5)
_cell_length_c                   12.9480(8)
_cell_angle_alpha                90
_cell_angle_beta                 110.298(7)
_cell_angle_gamma                90
_cell_volume                     1074.06(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3290
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.2700
_cell_measurement_theta_min      2.7550
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.175
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94537
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4686
_diffrn_reflns_point_group_measured_fraction_full 0.808
_diffrn_reflns_point_group_measured_fraction_max 0.808
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.296
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -19.00  42.00   1.00    1.00    --   11.90 -99.00-180.00   61
  2  ω    -15.00  76.00   1.00    1.00    --   11.90  77.00  60.00   91
  3  ω     37.00  75.00   1.00    1.00    --   11.90-138.00 -28.00   38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0278776000
_diffrn_orient_matrix_UB_12      -0.0030676000
_diffrn_orient_matrix_UB_13      0.0583346000
_diffrn_orient_matrix_UB_21      0.0260749000
_diffrn_orient_matrix_UB_22      0.0714102000
_diffrn_orient_matrix_UB_23      0.0021483000
_diffrn_orient_matrix_UB_31      -0.0702740000
_diffrn_orient_matrix_UB_32      0.0253823000
_diffrn_orient_matrix_UB_33      0.0009446000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.514
_reflns_Friedel_fraction_full    0.589
_reflns_Friedel_fraction_max     0.589
_reflns_number_gt                2958
_reflns_number_total             3047
_reflns_odcompleteness_completeness 99.91
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT n/a (Sheldrick, 2015)'
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 
;
 Flack x determined using 957 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3047
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0344
_refine_ls_restrained_S_all      1.123
_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)+(0.0327P)²+0.2050P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0785
_refine_ls_wR_factor_ref         0.0798
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C7(H7)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C18(H18), C3(H3), C22(H22), C20(H20), C16(H16), C25(H25), C11(H11),
 C26(H26), C10(H10), C17(H17), C4(H4), C23(H23), C13(H13), C5(H5), C19(H19),
 C12(H12), C14(H14)
2.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
_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 0.42286(8) 0.37079(8) 0.37175(6) 0.01569(19) Uani 1 1 d . . . . .
O1 O 0.3757(2) 0.2253(2) 0.34483(17) 0.0222(5) Uani 1 1 d . . . . .
O2 O 0.3521(2) 0.4584(3) 0.43023(16) 0.0220(5) Uani 1 1 d . . . . .
N1 N 0.3942(3) 0.4496(3) 0.25198(19) 0.0134(6) Uani 1 1 d . . . . .
C1 C 0.4354(3) 0.5968(3) 0.2474(2) 0.0142(7) Uani 1 1 d . . . . .
C6 C 0.5189(3) 0.6123(3) 0.1786(2) 0.0129(6) Uani 1 1 d . . . . .
C2 C 0.3947(3) 0.7125(3) 0.2978(2) 0.0182(7) Uani 1 1 d . . . . .
H2 H 0.336283 0.700945 0.342069 0.022 Uiso 1 1 calc R U . . .
C18 C 1.0011(3) 0.3222(3) 0.2270(3) 0.0208(7) Uani 1 1 d . . . . .
H18 H 1.100059 0.290459 0.246512 0.025 Uiso 1 1 calc R U . . .
C15 C 0.7049(3) 0.4188(3) 0.1680(2) 0.0139(7) Uani 1 1 d . . . . .
C3 C 0.4450(3) 0.8474(3) 0.2794(2) 0.0200(8) Uani 1 1 d . . . . .
H3 H 0.420716 0.927354 0.312592 0.024 Uiso 1 1 calc R U . . .
C22 C 0.6851(4) 0.4935(3) 0.5010(2) 0.0184(7) Uani 1 1 d . . . . .
H22 H 0.626969 0.573731 0.500996 0.022 Uiso 1 1 calc R U . . .
C8 C 0.4370(3) 0.3673(4) 0.1671(2) 0.0138(6) Uani 1 1 d . . . . .
H8 H 0.494242 0.282057 0.201509 0.017 Uiso 1 1 calc R U . . .
C7 C 0.5417(3) 0.4701(3) 0.1315(2) 0.0143(7) Uani 1 1 d . . . . .
H7 H 0.503065 0.477341 0.050981 0.017 Uiso 1 1 calc R U . . .
C21 C 0.6186(3) 0.3708(4) 0.4441(2) 0.0154(6) Uani 1 1 d . . . . .
C20 C 0.7435(3) 0.3166(3) 0.1055(3) 0.0198(7) Uani 1 1 d . . . . .
H20 H 0.669796 0.279543 0.043276 0.024 Uiso 1 1 calc R U . . .
C16 C 0.8162(3) 0.4718(3) 0.2613(2) 0.0177(7) Uani 1 1 d . . . . .
H16 H 0.791810 0.540124 0.304584 0.021 Uiso 1 1 calc R U . . .
C25 C 0.8584(4) 0.2542(4) 0.5014(3) 0.0236(8) Uani 1 1 d . . . . .
H25 H 0.916206 0.173681 0.501465 0.028 Uiso 1 1 calc R U . . .
C24 C 0.9283(3) 0.3759(4) 0.5587(2) 0.0218(7) Uani 1 1 d . . . . .
C11 C 0.1265(4) 0.1366(4) -0.0268(3) 0.0232(8) Uani 1 1 d . . . . .
H11 H 0.100007 0.040468 -0.036039 0.028 Uiso 1 1 calc R U . . .
C26 C 0.7048(3) 0.2508(3) 0.4444(2) 0.0184(7) Uani 1 1 d . . . . .
H26 H 0.659720 0.168800 0.406567 0.022 Uiso 1 1 calc R U . . .
C10 C 0.2538(4) 0.1787(3) 0.0601(3) 0.0189(7) Uani 1 1 d . . . . .
H10 H 0.311427 0.110556 0.109031 0.023 Uiso 1 1 calc R U . . .
C17 C 0.9635(4) 0.4231(3) 0.2903(3) 0.0206(8) Uani 1 1 d . . . . .
H17 H 1.037221 0.459057 0.352923 0.025 Uiso 1 1 calc R U . . .
C4 C 0.5309(3) 0.8635(4) 0.2123(2) 0.0186(7) Uani 1 1 d . . . . .
H4 H 0.563527 0.954182 0.201248 0.022 Uiso 1 1 calc R U . . .
C9 C 0.2959(3) 0.3219(3) 0.0746(2) 0.0144(7) Uani 1 1 d . . . . .
C23 C 0.8390(4) 0.4946(4) 0.5576(3) 0.0233(8) Uani 1 1 d . . . . .
H23 H 0.883709 0.576444 0.595855 0.028 Uiso 1 1 calc R U . . .
C13 C 0.0795(3) 0.3804(4) -0.0849(3) 0.0258(8) Uani 1 1 d . . . . .
H13 H 0.021260 0.448545 -0.133564 0.031 Uiso 1 1 calc R U . . .
C5 C 0.5688(3) 0.7466(3) 0.1615(2) 0.0176(7) Uani 1 1 d . . . . .
H5 H 0.626521 0.758047 0.116792 0.021 Uiso 1 1 calc R U . . .
C19 C 0.8915(4) 0.2684(3) 0.1346(3) 0.0236(8) Uani 1 1 d . . . . .
H19 H 0.916454 0.199932 0.091634 0.028 Uiso 1 1 calc R U . . .
C12 C 0.0393(4) 0.2366(4) -0.0992(3) 0.0260(8) Uani 1 1 d . . . . .
H12 H -0.045838 0.208184 -0.157341 0.031 Uiso 1 1 calc R U . . .
C14 C 0.2058(4) 0.4217(3) 0.0013(3) 0.0208(8) Uani 1 1 d . . . . .
H14 H 0.231237 0.518063 0.010791 0.025 Uiso 1 1 calc R U . . .
C27 C 1.0955(3) 0.3787(5) 0.6199(3) 0.0334(9) Uani 1 1 d . . . . .
H27A H 1.122022 0.303923 0.674078 0.050 Uiso 1 1 calc R U . . .
H27B H 1.123455 0.469541 0.655634 0.050 Uiso 1 1 calc R U . . .
H27C H 1.147683 0.364289 0.569004 0.050 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.437(2) . ?
S1 O2 1.430(2) . ?
S1 N1 1.652(2) . ?
S1 C21 1.761(3) . ?
N1 C1 1.437(4) . ?
N1 C8 1.507(4) . ?
C1 C6 1.387(4) . ?
C1 C2 1.386(4) . ?
C6 C7 1.510(4) . ?
C6 C5 1.387(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.397(5) . ?
C18 H18 0.9300 . ?
C18 C17 1.375(5) . ?
C18 C19 1.378(4) . ?
C15 C7 1.526(4) . ?
C15 C20 1.381(4) . ?
C15 C16 1.389(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.389(5) . ?
C22 H22 0.9300 . ?
C22 C21 1.390(4) . ?
C22 C23 1.384(4) . ?
C8 H8 0.9800 . ?
C8 C7 1.560(4) . ?
C8 C9 1.512(4) . ?
C7 H7 0.9800 . ?
C21 C26 1.387(4) . ?
C20 H20 0.9300 . ?
C20 C19 1.393(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.388(4) . ?
C25 H25 0.9300 . ?
C25 C24 1.393(5) . ?
C25 C26 1.383(4) . ?
C24 C23 1.392(5) . ?
C24 C27 1.503(4) . ?
C11 H11 0.9300 . ?
C11 C10 1.390(5) . ?
C11 C12 1.377(5) . ?
C26 H26 0.9300 . ?
C10 H10 0.9300 . ?
C10 C9 1.391(4) . ?
C17 H17 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.385(4) . ?
C9 C14 1.391(4) . ?
C23 H23 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.393(5) . ?
C13 C14 1.377(4) . ?
C5 H5 0.9300 . ?
C19 H19 0.9300 . ?
C12 H12 0.9300 . ?
C14 H14 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 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 N1 104.98(13) . . ?
O1 S1 C21 108.06(15) . . ?
O2 S1 O1 120.53(15) . . ?
O2 S1 N1 106.70(13) . . ?
O2 S1 C21 108.48(14) . . ?
N1 S1 C21 107.40(13) . . ?
C1 N1 S1 120.5(2) . . ?
C1 N1 C8 108.3(2) . . ?
C8 N1 S1 117.35(19) . . ?
C6 C1 N1 110.4(3) . . ?
C2 C1 N1 127.2(3) . . ?
C2 C1 C6 122.2(3) . . ?
C1 C6 C7 111.1(3) . . ?
C5 C6 C1 119.9(3) . . ?
C5 C6 C7 129.0(3) . . ?
C1 C2 H2 121.4 . . ?
C1 C2 C3 117.3(3) . . ?
C3 C2 H2 121.4 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.8(3) . . ?
C19 C18 H18 120.1 . . ?
C20 C15 C7 118.7(3) . . ?
C20 C15 C16 118.8(3) . . ?
C16 C15 C7 122.5(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C21 C22 H22 120.5 . . ?
C23 C22 H22 120.5 . . ?
C23 C22 C21 119.1(3) . . ?
N1 C8 H8 109.2 . . ?
N1 C8 C7 105.1(2) . . ?
N1 C8 C9 109.5(2) . . ?
C7 C8 H8 109.2 . . ?
C9 C8 H8 109.2 . . ?
C9 C8 C7 114.6(2) . . ?
C6 C7 C15 115.0(2) . . ?
C6 C7 C8 103.2(2) . . ?
C6 C7 H7 108.4 . . ?
C15 C7 C8 113.1(2) . . ?
C15 C7 H7 108.4 . . ?
C8 C7 H7 108.4 . . ?
C22 C21 S1 118.8(2) . . ?
C26 C21 S1 120.6(2) . . ?
C26 C21 C22 120.6(3) . . ?
C15 C20 H20 119.6 . . ?
C15 C20 C19 120.7(3) . . ?
C19 C20 H20 119.6 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.3(3) . . ?
C17 C16 H16 119.8 . . ?
C24 C25 H25 119.4 . . ?
C26 C25 H25 119.4 . . ?
C26 C25 C24 121.3(3) . . ?
C25 C24 C27 120.8(3) . . ?
C23 C24 C25 118.2(3) . . ?
C23 C24 C27 121.0(3) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C12 C11 C10 120.4(3) . . ?
C21 C26 H26 120.3 . . ?
C25 C26 C21 119.4(3) . . ?
C25 C26 H26 120.3 . . ?
C11 C10 H10 119.7 . . ?
C9 C10 C11 120.6(3) . . ?
C9 C10 H10 119.7 . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 121.0(3) . . ?
C5 C4 H4 119.5 . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 C14 118.3(3) . . ?
C14 C9 C8 121.0(3) . . ?
C22 C23 C24 121.5(3) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 H23 119.3 . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C14 C13 C12 119.9(3) . . ?
C6 C5 H5 120.6 . . ?
C4 C5 C6 118.7(3) . . ?
C4 C5 H5 120.6 . . ?
C18 C19 C20 119.9(3) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C11 C12 C13 119.6(3) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 H12 120.2 . . ?
C9 C14 H14 119.4 . . ?
C13 C14 C9 121.3(3) . . ?
C13 C14 H14 119.4 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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 N1 C1 C6 130.8(2) . . . . ?
S1 N1 C1 C2 -52.3(4) . . . . ?
S1 N1 C8 C7 -127.2(2) . . . . ?
S1 N1 C8 C9 109.3(2) . . . . ?
S1 C21 C26 C25 179.6(2) . . . . ?
O1 S1 N1 C1 -177.4(2) . . . . ?
O1 S1 N1 C8 -41.8(2) . . . . ?
O1 S1 C21 C22 -165.3(2) . . . . ?
O1 S1 C21 C26 14.7(3) . . . . ?
O2 S1 N1 C1 53.6(3) . . . . ?
O2 S1 N1 C8 -170.83(19) . . . . ?
O2 S1 C21 C22 -33.1(3) . . . . ?
O2 S1 C21 C26 146.9(2) . . . . ?
N1 S1 C21 C22 81.9(3) . . . . ?
N1 S1 C21 C26 -98.1(3) . . . . ?
N1 C1 C6 C7 -0.7(3) . . . . ?
N1 C1 C6 C5 179.3(2) . . . . ?
N1 C1 C2 C3 -178.4(3) . . . . ?
N1 C8 C7 C6 -13.1(3) . . . . ?
N1 C8 C7 C15 111.8(3) . . . . ?
N1 C8 C9 C10 -110.4(3) . . . . ?
N1 C8 C9 C14 70.3(4) . . . . ?
C1 N1 C8 C7 13.3(3) . . . . ?
C1 N1 C8 C9 -110.2(3) . . . . ?
C1 C6 C7 C15 -114.9(3) . . . . ?
C1 C6 C7 C8 8.8(3) . . . . ?
C1 C6 C5 C4 -1.3(4) . . . . ?
C1 C2 C3 C4 0.7(4) . . . . ?
C6 C1 C2 C3 -1.8(4) . . . . ?
C2 C1 C6 C7 -177.7(3) . . . . ?
C2 C1 C6 C5 2.2(4) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
C15 C20 C19 C18 0.4(5) . . . . ?
C15 C16 C17 C18 0.1(5) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C22 C21 C26 C25 -0.4(5) . . . . ?
C8 N1 C1 C6 -8.3(3) . . . . ?
C8 N1 C1 C2 168.6(3) . . . . ?
C8 C9 C14 C13 178.1(3) . . . . ?
C7 C6 C5 C4 178.6(3) . . . . ?
C7 C15 C20 C19 178.9(3) . . . . ?
C7 C15 C16 C17 -179.1(3) . . . . ?
C7 C8 C9 C10 131.9(3) . . . . ?
C7 C8 C9 C14 -47.5(4) . . . . ?
C21 S1 N1 C1 -62.5(3) . . . . ?
C21 S1 N1 C8 73.0(2) . . . . ?
C21 C22 C23 C24 0.1(5) . . . . ?
C20 C15 C7 C6 -160.2(3) . . . . ?
C20 C15 C7 C8 81.6(3) . . . . ?
C20 C15 C16 C17 0.5(5) . . . . ?
C16 C15 C7 C6 19.4(4) . . . . ?
C16 C15 C7 C8 -98.8(3) . . . . ?
C16 C15 C20 C19 -0.7(5) . . . . ?
C25 C24 C23 C22 -0.4(5) . . . . ?
C24 C25 C26 C21 0.1(5) . . . . ?
C11 C10 C9 C8 -178.1(3) . . . . ?
C11 C10 C9 C14 1.2(5) . . . . ?
C26 C25 C24 C23 0.3(5) . . . . ?
C26 C25 C24 C27 -179.7(3) . . . . ?
C10 C11 C12 C13 0.0(5) . . . . ?
C10 C9 C14 C13 -1.3(5) . . . . ?
C17 C18 C19 C20 0.2(5) . . . . ?
C9 C8 C7 C6 107.2(3) . . . . ?
C9 C8 C7 C15 -127.9(3) . . . . ?
C23 C22 C21 S1 -179.7(2) . . . . ?
C23 C22 C21 C26 0.3(5) . . . . ?
C5 C6 C7 C15 65.2(4) . . . . ?
C5 C6 C7 C8 -171.1(3) . . . . ?
C19 C18 C17 C16 -0.4(5) . . . . ?
C12 C11 C10 C9 -0.6(5) . . . . ?
C12 C13 C14 C9 0.7(6) . . . . ?
C14 C13 C12 C11 0.0(6) . . . . ?
C27 C24 C23 C22 179.6(3) . . . . ?

_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 1.251
_oxdiff_exptl_absorpt_empirical_full_min 0.793
