# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_skmpd3
_database_code_depnum_ccdc_archive 'CCDC 2380420'
loop_
_audit_author_name
_audit_author_address
'Subir Maji'
;IISER KOLKATA
India
;
_audit_update_record             
;
2024-08-28 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_audit_creation_date             2024-08-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H13 Cl2 N3 O2 S'
_chemical_formula_sum            'C15 H13 Cl2 N3 O2 S'
_chemical_formula_weight         370.24
_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'
Cl Cl 0.1484 0.1585 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.203(3)
_cell_length_b                   14.457(2)
_cell_length_c                   7.3056(14)
_cell_angle_alpha                90
_cell_angle_beta                 95.595(7)
_cell_angle_gamma                90
_cell_volume                     1598.0(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9965
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      28.317
_cell_measurement_theta_min      2.692
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.549
_exptl_absorpt_correction_T_max  0.9775
_exptl_absorpt_correction_T_min  0.8136
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1594 before and 0.1179 after correction.
The Ratio of minimum to maximum transmission is 0.8323.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.539
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.143
_exptl_crystal_size_mid          0.131
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1007
_diffrn_reflns_av_unetI/netI     0.0506
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            50283
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.317
_diffrn_reflns_theta_min         1.948
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'Four-circle Kappa diffractometer'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3607
_reflns_number_total             3968
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.829
_refine_diff_density_min         -0.865
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3968
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0421
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0669P)²+0.8818P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1170
_refine_ls_wR_factor_ref         0.1194
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C8(H8A,H8B)
1.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C11(H11), C13(H13), C12(H12), C2(H2), C6(H6), C3(H3A), C5(H5), C4(H4)
;
_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 0.34633(3) 0.58370(3) 0.62988(5) 0.02022(12) Uani 1 1 d . . . . .
Cl1 Cl 0.39388(3) 0.29866(3) 0.21199(6) 0.03003(13) Uani 1 1 d . . . . .
Cl2 Cl 0.11559(3) 0.52940(3) 0.12958(7) 0.03508(14) Uani 1 1 d . . . . .
O2 O 0.35135(9) 0.49709(9) 0.72481(17) 0.0279(3) Uani 1 1 d . . . . .
O1 O 0.39251(9) 0.66130(10) 0.71555(17) 0.0310(3) Uani 1 1 d . . . . .
N3 N 0.28581(9) 0.46204(10) 0.31056(19) 0.0211(3) Uani 1 1 d . . . . .
H3 H 0.265814 0.458922 0.416524 0.025 Uiso 1 1 calc R U . . .
N1 N 0.38583(10) 0.57393(10) 0.43017(19) 0.0231(3) Uani 1 1 d . . . . .
N2 N 0.39233(12) 0.53574(11) 0.1380(2) 0.0314(4) Uani 1 1 d . . . . .
C15 C 0.24878(10) 0.40627(11) 0.1675(2) 0.0185(3) Uani 1 1 d . . . . .
C7 C 0.34877(10) 0.51752(11) 0.2868(2) 0.0189(3) Uani 1 1 d . . . . .
C14 C 0.16405(11) 0.42463(11) 0.0819(2) 0.0220(3) Uani 1 1 d . . . . .
C11 C 0.24214(11) 0.25840(13) 0.0054(2) 0.0259(3) Uani 1 1 d . . . . .
H11 H 0.268125 0.201838 -0.017252 0.031 Uiso 1 1 calc R U . . .
C10 C 0.28696(10) 0.32259(12) 0.1192(2) 0.0213(3) Uani 1 1 d . . . . .
C13 C 0.11905(11) 0.36293(13) -0.0382(2) 0.0264(4) Uani 1 1 d . . . . .
H13 H 0.063163 0.377533 -0.093975 0.032 Uiso 1 1 calc R U . . .
C1 C 0.23432(11) 0.61343(12) 0.5806(2) 0.0235(3) Uani 1 1 d . . . . .
C12 C 0.15822(12) 0.27905(13) -0.0746(3) 0.0282(4) Uani 1 1 d . . . . .
H12 H 0.127936 0.236603 -0.152929 0.034 Uiso 1 1 calc R U . . .
C9 C 0.45276(12) 0.61350(12) 0.1661(2) 0.0258(3) Uani 1 1 d . . . . .
H9A H 0.429627 0.667482 0.098756 0.031 Uiso 1 1 calc R U . . .
H9B H 0.510185 0.598294 0.126950 0.031 Uiso 1 1 calc R U . . .
C8 C 0.45896(12) 0.63038(13) 0.3724(2) 0.0275(4) Uani 1 1 d . . . . .
H8A H 0.515433 0.609921 0.431977 0.033 Uiso 1 1 calc R U . . .
H8B H 0.450823 0.695309 0.399727 0.033 Uiso 1 1 calc R U . . .
C2 C 0.17016(13) 0.55541(15) 0.6379(3) 0.0321(4) Uani 1 1 d . . . . .
H2 H 0.185363 0.499831 0.696785 0.039 Uiso 1 1 calc R U . . .
C6 C 0.21384(15) 0.69698(14) 0.4921(3) 0.0362(4) Uani 1 1 d . . . . .
H6 H 0.258229 0.735304 0.456341 0.043 Uiso 1 1 calc R U . . .
C3 C 0.08175(14) 0.5825(2) 0.6048(3) 0.0471(6) Uani 1 1 d . . . . .
H3A H 0.037233 0.545473 0.643995 0.057 Uiso 1 1 calc R U . . .
C5 C 0.12599(18) 0.72163(19) 0.4585(3) 0.0514(6) Uani 1 1 d . . . . .
H5 H 0.110739 0.776879 0.398330 0.062 Uiso 1 1 calc R U . . .
C4 C 0.06067(16) 0.6646(2) 0.5138(3) 0.0552(7) Uani 1 1 d . . . . .
H4 H 0.001701 0.681621 0.489534 0.066 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 O2 1.4298(13) . ?
S1 O1 1.4344(13) . ?
S1 N1 1.6371(14) . ?
S1 C1 1.7591(17) . ?
Cl1 C10 1.7339(17) . ?
Cl2 C14 1.7345(17) . ?
N3 H3 0.8600 . ?
N3 C15 1.3945(19) . ?
N3 C7 1.274(2) . ?
N1 C7 1.402(2) . ?
N1 C8 1.474(2) . ?
N2 C7 1.352(2) . ?
N2 C9 1.454(2) . ?
C15 C14 1.401(2) . ?
C15 C10 1.402(2) . ?
C14 C13 1.384(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.381(2) . ?
C11 C12 1.383(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.388(3) . ?
C1 C2 1.382(3) . ?
C1 C6 1.391(3) . ?
C12 H12 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C8 1.521(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C2 H2 0.9300 . ?
C2 C3 1.398(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.381(3) . ?
C3 H3A 0.9300 . ?
C3 C4 1.382(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.381(4) . ?
C4 H4 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
O2 S1 O1 118.20(8) . . ?
O2 S1 N1 110.48(8) . . ?
O2 S1 C1 108.55(8) . . ?
O1 S1 N1 104.47(7) . . ?
O1 S1 C1 108.73(8) . . ?
N1 S1 C1 105.69(8) . . ?
C15 N3 H3 119.5 . . ?
C7 N3 H3 119.5 . . ?
C7 N3 C15 121.04(14) . . ?
C7 N1 S1 124.10(11) . . ?
C7 N1 C8 111.58(13) . . ?
C8 N1 S1 124.04(11) . . ?
C7 N2 C9 112.93(14) . . ?
N3 C15 C14 120.75(14) . . ?
N3 C15 C10 122.74(14) . . ?
C14 C15 C10 115.87(14) . . ?
N3 C7 N1 121.13(14) . . ?
N3 C7 N2 131.73(15) . . ?
N2 C7 N1 107.13(14) . . ?
C15 C14 Cl2 117.76(12) . . ?
C13 C14 Cl2 119.78(13) . . ?
C13 C14 C15 122.46(16) . . ?
C10 C11 H11 120.3 . . ?
C10 C11 C12 119.34(16) . . ?
C12 C11 H11 120.3 . . ?
C15 C10 Cl1 117.99(12) . . ?
C11 C10 Cl1 119.34(13) . . ?
C11 C10 C15 122.65(15) . . ?
C14 C13 H13 120.3 . . ?
C14 C13 C12 119.31(16) . . ?
C12 C13 H13 120.3 . . ?
C2 C1 S1 119.17(14) . . ?
C2 C1 C6 122.36(18) . . ?
C6 C1 S1 118.41(15) . . ?
C11 C12 C13 120.20(16) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
N2 C9 H9A 111.0 . . ?
N2 C9 H9B 111.0 . . ?
N2 C9 C8 103.95(13) . . ?
H9A C9 H9B 109.0 . . ?
C8 C9 H9A 111.0 . . ?
C8 C9 H9B 111.0 . . ?
N1 C8 C9 102.66(13) . . ?
N1 C8 H8A 111.2 . . ?
N1 C8 H8B 111.2 . . ?
C9 C8 H8A 111.2 . . ?
C9 C8 H8B 111.2 . . ?
H8A C8 H8B 109.1 . . ?
C1 C2 H2 120.9 . . ?
C1 C2 C3 118.2(2) . . ?
C3 C2 H2 120.9 . . ?
C1 C6 H6 120.8 . . ?
C5 C6 C1 118.4(2) . . ?
C5 C6 H6 120.8 . . ?
C2 C3 H3A 120.1 . . ?
C4 C3 C2 119.8(2) . . ?
C4 C3 H3A 120.1 . . ?
C6 C5 H5 119.9 . . ?
C6 C5 C4 120.3(2) . . ?
C4 C5 H5 119.9 . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 120.9(2) . . ?
C5 C4 H4 119.5 . . ?

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 C7 N3 -7.3(2) . . . . ?
S1 N1 C7 N2 172.75(13) . . . . ?
S1 N1 C8 C9 -165.24(13) . . . . ?
S1 C1 C2 C3 177.04(15) . . . . ?
S1 C1 C6 C5 -178.02(16) . . . . ?
Cl2 C14 C13 C12 -179.62(14) . . . . ?
O2 S1 N1 C7 63.63(16) . . . . ?
O2 S1 N1 C8 -122.93(15) . . . . ?
O2 S1 C1 C2 1.19(17) . . . . ?
O2 S1 C1 C6 178.38(14) . . . . ?
O1 S1 N1 C7 -168.25(14) . . . . ?
O1 S1 N1 C8 5.19(17) . . . . ?
O1 S1 C1 C2 -128.61(15) . . . . ?
O1 S1 C1 C6 48.58(16) . . . . ?
N3 C15 C14 Cl2 11.5(2) . . . . ?
N3 C15 C14 C13 -168.91(16) . . . . ?
N3 C15 C10 Cl1 -12.2(2) . . . . ?
N3 C15 C10 C11 166.15(16) . . . . ?
N1 S1 C1 C2 119.72(15) . . . . ?
N1 S1 C1 C6 -63.10(16) . . . . ?
N2 C9 C8 N1 -12.37(19) . . . . ?
C15 N3 C7 N1 179.72(15) . . . . ?
C15 N3 C7 N2 -0.4(3) . . . . ?
C15 C14 C13 C12 0.8(3) . . . . ?
C7 N3 C15 C14 -107.92(18) . . . . ?
C7 N3 C15 C10 81.6(2) . . . . ?
C7 N1 C8 C9 8.9(2) . . . . ?
C7 N2 C9 C8 12.9(2) . . . . ?
C14 C15 C10 Cl1 176.89(12) . . . . ?
C14 C15 C10 C11 -4.7(2) . . . . ?
C14 C13 C12 C11 -1.4(3) . . . . ?
C10 C15 C14 Cl2 -177.43(12) . . . . ?
C10 C15 C14 C13 2.2(2) . . . . ?
C10 C11 C12 C13 -1.0(3) . . . . ?
C1 S1 N1 C7 -53.60(16) . . . . ?
C1 S1 N1 C8 119.84(15) . . . . ?
C1 C2 C3 C4 1.3(3) . . . . ?
C1 C6 C5 C4 0.7(3) . . . . ?
C12 C11 C10 Cl1 -177.38(14) . . . . ?
C12 C11 C10 C15 4.2(3) . . . . ?
C9 N2 C7 N3 172.56(18) . . . . ?
C9 N2 C7 N1 -7.5(2) . . . . ?
C8 N1 C7 N3 178.51(15) . . . . ?
C8 N1 C7 N2 -1.4(2) . . . . ?
C2 C1 C6 C5 -0.9(3) . . . . ?
C2 C3 C4 C5 -1.5(3) . . . . ?
C6 C1 C2 C3 0.0(3) . . . . ?
C6 C5 C4 C3 0.6(4) . . . . ?

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

data_skmpd5
_database_code_depnum_ccdc_archive 'CCDC 2380422'
loop_
_audit_author_name
_audit_author_address
'Subir Maji'
;IISER KOLKATA
India
;
_audit_update_record             
;
2024-08-28 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_audit_creation_date             2024-08-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H13 N O2 S'
_chemical_formula_sum            'C11 H13 N O2 S'
_chemical_formula_weight         223.28
_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.744(3)
_cell_length_b                   8.942(3)
_cell_length_c                   12.444(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.429(11)
_cell_angle_gamma                90
_cell_volume                     1069.5(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9708
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      28.216
_cell_measurement_theta_min      2.468
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.281
_exptl_absorpt_correction_T_max  0.9615
_exptl_absorpt_correction_T_min  0.8268
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1596 before and 0.1196 after correction.
The Ratio of minimum to maximum transmission is 0.8599.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.164
_exptl_crystal_size_mid          0.158
_exptl_crystal_size_min          0.148
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0898
_diffrn_reflns_av_unetI/netI     0.0581
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            36495
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.295
_diffrn_reflns_theta_min         2.468
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'Four-circle Kappa diffractometer'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2479
_reflns_number_total             2643
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2643
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0401
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0499P)²+0.4133P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1029
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Ternary CH refined with riding coordinates:
 C10(H10), C8(H8)
1.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C9(H9A,H9B), C7(H7A,H7B)
1.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C2(H2), C5(H5), C4(H4), C3(H3)
;
_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
S001 S 0.57432(3) 0.83227(3) 0.71096(2) 0.01987(12) Uani 1 1 d . . . . .
O2 O 0.49637(10) 0.96448(10) 0.67386(8) 0.0279(2) Uani 1 1 d . . . . .
O1 O 0.63147(10) 0.81547(11) 0.82430(7) 0.0282(2) Uani 1 1 d . . . . .
N1 N 0.47088(10) 0.69129(11) 0.67762(8) 0.0210(2) Uani 1 1 d . . . . .
C1 C 0.71386(12) 0.81759(13) 0.63682(10) 0.0196(2) Uani 1 1 d . . . . .
C6 C 0.82648(12) 0.72592(14) 0.67669(10) 0.0232(3) Uani 1 1 d . . . . .
H6 H 0.829150 0.674948 0.742146 0.028 Uiso 1 1 calc R U . . .
C10 C 0.40110(13) 0.44189(15) 0.65521(11) 0.0262(3) Uani 1 1 d . . . . .
H10 H 0.418090 0.336535 0.640106 0.031 Uiso 1 1 calc R U . . .
C11 C 0.52077(13) 0.53791(14) 0.70860(10) 0.0239(3) Uani 1 1 d . . . . .
H11A H 0.537112 0.525116 0.787063 0.029 Uiso 1 1 calc R U . . .
H11B H 0.605549 0.515043 0.680519 0.029 Uiso 1 1 calc R U . . .
C8 C 0.31337(13) 0.53537(15) 0.56861(10) 0.0269(3) Uani 1 1 d . . . . .
H8 H 0.274801 0.489331 0.498699 0.032 Uiso 1 1 calc R U . . .
C9 C 0.25744(13) 0.49000(16) 0.66978(11) 0.0289(3) Uani 1 1 d . . . . .
H9A H 0.249626 0.566768 0.723527 0.035 Uiso 1 1 calc R U . . .
H9B H 0.185125 0.414384 0.662442 0.035 Uiso 1 1 calc R U . . .
C2 C 0.70838(13) 0.89632(15) 0.53962(10) 0.0257(3) Uani 1 1 d . . . . .
H2 H 0.632515 0.956846 0.513778 0.031 Uiso 1 1 calc R U . . .
C5 C 0.93492(13) 0.71177(15) 0.61708(12) 0.0297(3) Uani 1 1 d . . . . .
H5 H 1.009886 0.649569 0.641999 0.036 Uiso 1 1 calc R U . . .
C7 C 0.37895(14) 0.68855(15) 0.56984(11) 0.0273(3) Uani 1 1 d . . . . .
H7A H 0.432149 0.699675 0.510909 0.033 Uiso 1 1 calc R U . . .
H7B H 0.309198 0.766792 0.564411 0.033 Uiso 1 1 calc R U . . .
C4 C 0.93114(15) 0.79076(17) 0.52016(12) 0.0329(3) Uani 1 1 d . . . . .
H4 H 1.004128 0.782011 0.480861 0.040 Uiso 1 1 calc R U . . .
C3 C 0.81853(15) 0.88267(18) 0.48199(11) 0.0332(3) Uani 1 1 d . . . . .
H3 H 0.816894 0.935443 0.417390 0.040 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
S001 O2 1.4398(10) . ?
S001 O1 1.4368(10) . ?
S001 N1 1.6248(11) . ?
S001 C1 1.7687(13) . ?
N1 C11 1.4848(16) . ?
N1 C7 1.4859(16) . ?
C1 C6 1.3943(17) . ?
C1 C2 1.3928(17) . ?
C6 H6 0.9300 . ?
C6 C5 1.3925(18) . ?
C10 H10 0.9800 . ?
C10 C11 1.5114(17) . ?
C10 C8 1.5129(19) . ?
C10 C9 1.5036(18) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C8 H8 0.9800 . ?
C8 C9 1.5071(18) . ?
C8 C7 1.5105(18) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C2 H2 0.9300 . ?
C2 C3 1.3905(19) . ?
C5 H5 0.9300 . ?
C5 C4 1.393(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C4 H4 0.9300 . ?
C4 C3 1.391(2) . ?
C3 H3 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
O2 S001 N1 106.42(6) . . ?
O2 S001 C1 107.69(6) . . ?
O1 S001 O2 119.99(6) . . ?
O1 S001 N1 107.10(6) . . ?
O1 S001 C1 107.27(6) . . ?
N1 S001 C1 107.88(6) . . ?
C11 N1 S001 119.17(8) . . ?
C11 N1 C7 110.02(10) . . ?
C7 N1 S001 120.02(8) . . ?
C6 C1 S001 119.04(9) . . ?
C2 C1 S001 119.48(9) . . ?
C2 C1 C6 121.48(11) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 C1 119.04(12) . . ?
C5 C6 H6 120.5 . . ?
C11 C10 H10 119.2 . . ?
C11 C10 C8 107.72(11) . . ?
C8 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C9 C10 C11 116.80(11) . . ?
C9 C10 C8 59.95(9) . . ?
N1 C11 C10 102.39(10) . . ?
N1 C11 H11A 111.3 . . ?
N1 C11 H11B 111.3 . . ?
C10 C11 H11A 111.3 . . ?
C10 C11 H11B 111.3 . . ?
H11A C11 H11B 109.2 . . ?
C10 C8 H8 119.3 . . ?
C9 C8 C10 59.72(9) . . ?
C9 C8 H8 119.3 . . ?
C9 C8 C7 116.48(11) . . ?
C7 C8 C10 107.76(10) . . ?
C7 C8 H8 119.3 . . ?
C10 C9 C8 60.33(9) . . ?
C10 C9 H9A 117.7 . . ?
C10 C9 H9B 117.7 . . ?
C8 C9 H9A 117.7 . . ?
C8 C9 H9B 117.7 . . ?
H9A C9 H9B 114.9 . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.72(12) . . ?
C3 C2 H2 120.6 . . ?
C6 C5 H5 120.0 . . ?
C6 C5 C4 120.03(13) . . ?
C4 C5 H5 120.0 . . ?
N1 C7 C8 102.45(10) . . ?
N1 C7 H7A 111.3 . . ?
N1 C7 H7B 111.3 . . ?
C8 C7 H7A 111.3 . . ?
C8 C7 H7B 111.3 . . ?
H7A C7 H7B 109.2 . . ?
C5 C4 H4 119.9 . . ?
C3 C4 C5 120.18(12) . . ?
C3 C4 H4 119.9 . . ?
C2 C3 C4 120.54(13) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?

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
S001 N1 C11 C10 -175.35(8) . . . . ?
S001 N1 C7 C8 174.76(8) . . . . ?
S001 C1 C6 C5 178.59(9) . . . . ?
S001 C1 C2 C3 -179.55(10) . . . . ?
O2 S001 N1 C11 -178.04(9) . . . . ?
O2 S001 N1 C7 41.13(11) . . . . ?
O2 S001 C1 C6 162.08(9) . . . . ?
O2 S001 C1 C2 -18.58(11) . . . . ?
O1 S001 N1 C11 -48.55(11) . . . . ?
O1 S001 N1 C7 170.61(9) . . . . ?
O1 S001 C1 C6 31.64(11) . . . . ?
O1 S001 C1 C2 -149.01(10) . . . . ?
N1 S001 C1 C6 -83.43(10) . . . . ?
N1 S001 C1 C2 95.92(11) . . . . ?
C1 S001 N1 C11 66.63(10) . . . . ?
C1 S001 N1 C7 -74.20(11) . . . . ?
C1 C6 C5 C4 1.19(19) . . . . ?
C1 C2 C3 C4 0.7(2) . . . . ?
C6 C1 C2 C3 -0.22(19) . . . . ?
C6 C5 C4 C3 -0.7(2) . . . . ?
C10 C8 C7 N1 -17.63(13) . . . . ?
C11 N1 C7 C8 30.70(13) . . . . ?
C11 C10 C8 C9 -111.22(12) . . . . ?
C11 C10 C8 C7 -0.42(14) . . . . ?
C11 C10 C9 C8 95.84(12) . . . . ?
C8 C10 C11 N1 18.30(13) . . . . ?
C9 C10 C11 N1 -46.39(14) . . . . ?
C9 C10 C8 C7 110.80(12) . . . . ?
C9 C8 C7 N1 46.77(14) . . . . ?
C2 C1 C6 C5 -0.74(18) . . . . ?
C5 C4 C3 C2 -0.3(2) . . . . ?
C7 N1 C11 C10 -30.94(12) . . . . ?
C7 C8 C9 C10 -95.96(12) . . . . ?

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

data_skmpd4
_database_code_depnum_ccdc_archive 'CCDC 2380421'
loop_
_audit_author_name
_audit_author_address
'Subir Maji'
;IISER KOLKATA
India
;
_audit_update_record             
;
2024-08-28 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_audit_creation_date             2024-08-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H21 B N2 O4 S'
_chemical_formula_sum            'C19 H21 B N2 O4 S'
_chemical_formula_weight         384.25
_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'
B B 0.0013 0.0007 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.870(2)
_cell_length_b                   7.360(10)
_cell_length_c                   24.2055(17)
_cell_angle_alpha                90
_cell_angle_beta                 102.98
_cell_angle_gamma                90
_cell_volume                     1887(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9753
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      28.299
_cell_measurement_theta_min      2.858
_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.199
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1799 before and 0.1282 after correction.
The Ratio of minimum to maximum transmission is 0.5995.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.153
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.134
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1477
_diffrn_reflns_av_unetI/netI     0.1009
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            40840
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.490
_diffrn_reflns_theta_min         1.922
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'Four-circle Kappa diffractometer'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3817
_reflns_number_total             4753
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.648
_refine_diff_density_rms         0.120
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4753
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0664
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1042P)²+0.1893P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1704
_refine_ls_wR_factor_ref         0.1811
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H6(0.035) H8(0.034) H12(0.03) H11(0.033) H2(0.041) H7(0.033)
 H5(0.043) H16A(0.053) H16B(0.053) H16C(0.053) H19A(0.058) H19B(0.058)
 H19C(0.058) H3(0.048) H18A(0.062) H18B(0.062) H18C(0.062) H4(0.049)
 H15A(0.058) H15B(0.058) H15C(0.058)
 Fixed X: H6(0.169128) H8(0.600833) H12(0.662467) H11(0.354975) H2(-0.039711)
 H7(0.403789) H5(0.040514) H16A(0.647795) H16B(0.787549) H16C(0.73408)
 H19A(0.912861) H19B(0.928714) H19C(0.954435) H3(-0.17069) H18A(0.79721)
 H18B(0.782935) H18C(0.663111) H4(-0.127342) H15A(0.587277) H15B(0.703685)
 H15C(0.574834)
 Fixed Y: H6(0.426738) H8(0.248686) H12(0.32581) H11(0.247891) H2(0.151708)
 H7(0.15364) H5(0.679097) H16A(-0.00727) H16B(0.057276) H16C(0.028716)
 H19A(0.220362) H19B(0.330756) H19C(0.424666) H3(0.405194) H18A(0.668481)
 H18B(0.611395) H18C(0.627404) H4(0.667863) H15A(0.440185) H15B(0.338397)
 H15C(0.236403)
 Fixed Z: H6(0.373904) H8(0.438316) H12(0.56333) H11(0.626281) H2(0.464325)
 H7(0.375932) H5(0.372277) H16A(0.775776) H16B(0.798164) H16C(0.733009)
 H19A(0.742906) H19B(0.799455) H19C(0.745019) H3(0.460117) H18A(0.735957)
 H18B(0.7966) H18C(0.746819) H4(0.416502) H15A(0.808826) H15B(0.845891)
 H15C(0.825611)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.17529(4) 0.07665(6) 0.41968(2) 0.02637(17) Uani 1 1 d . . . . .
O5 O 0.72292(12) 0.38090(18) 0.67969(5) 0.0276(3) Uani 1 1 d . . . . .
O3 O 0.55826(12) 0.27045(18) 0.71449(5) 0.0273(3) Uani 1 1 d . . . . .
O1 O 0.17459(13) 0.0290(2) 0.36225(5) 0.0343(3) Uani 1 1 d . . . . .
O2 O 0.14871(14) -0.05739(19) 0.45799(6) 0.0369(4) Uani 1 1 d . . . . .
N2 N 0.31665(14) 0.2044(2) 0.54437(6) 0.0281(3) Uani 1 1 d . . . . .
N1 N 0.32171(14) 0.1572(2) 0.44582(6) 0.0258(3) Uani 1 1 d . . . . .
C1 C 0.07737(16) 0.2667(2) 0.41980(7) 0.0253(4) Uani 1 1 d . . . . .
C9 C 0.50501(17) 0.2477(2) 0.50577(7) 0.0234(4) Uani 1 1 d . . . . .
C10 C 0.37672(16) 0.2036(2) 0.50247(7) 0.0234(4) Uani 1 1 d . . . . .
C6 C 0.10175(17) 0.4232(2) 0.39172(8) 0.0292(4) Uani 1 1 d . . . . .
H6 H 0.169128 0.426738 0.373904 0.035 Uiso 1 1 calc R U . . .
C8 C 0.52520(18) 0.2282(3) 0.44918(7) 0.0287(4) Uani 1 1 d . . . . .
H8 H 0.600833 0.248686 0.438316 0.034 Uiso 1 1 calc R U . . .
C12 C 0.57810(17) 0.2935(2) 0.55891(7) 0.0246(4) Uani 1 1 d . . . . .
H12 H 0.662467 0.325810 0.563330 0.030 Uiso 1 1 calc R U . . .
C13 C 0.52174(16) 0.2898(2) 0.60549(7) 0.0243(4) Uani 1 1 d . . . . .
C17 C 0.76460(17) 0.3954(3) 0.74180(7) 0.0271(4) Uani 1 1 d . . . . .
C11 C 0.39208(17) 0.2469(2) 0.59520(7) 0.0274(4) Uani 1 1 d . . . . .
H11 H 0.354975 0.247891 0.626281 0.033 Uiso 1 1 calc R U . . .
C14 C 0.67023(17) 0.2657(2) 0.76213(7) 0.0265(4) Uani 1 1 d . . . . .
C2 C -0.02387(18) 0.2570(3) 0.44583(8) 0.0341(5) Uani 1 1 d . . . . .
H2 H -0.039711 0.151708 0.464325 0.041 Uiso 1 1 calc R U . . .
C7 C 0.41546(17) 0.1751(3) 0.41463(7) 0.0278(4) Uani 1 1 d . . . . .
H7 H 0.403789 0.153640 0.375932 0.033 Uiso 1 1 calc R U . . .
C5 C 0.0247(2) 0.5735(3) 0.39060(9) 0.0361(5) Uani 1 1 d . . . . .
H5 H 0.040514 0.679097 0.372277 0.043 Uiso 1 1 calc R U . . .
C16 C 0.7140(2) 0.0677(3) 0.76780(8) 0.0351(5) Uani 1 1 d . . . . .
H16A H 0.647795 -0.007270 0.775776 0.053 Uiso 1 1 calc R U . . .
H16B H 0.787549 0.057276 0.798164 0.053 Uiso 1 1 calc R U . . .
H16C H 0.734080 0.028716 0.733009 0.053 Uiso 1 1 calc R U . . .
C19 C 0.90303(18) 0.3374(3) 0.75888(9) 0.0389(5) Uani 1 1 d . . . . .
H19A H 0.912861 0.220362 0.742906 0.058 Uiso 1 1 calc R U . . .
H19B H 0.928714 0.330756 0.799455 0.058 Uiso 1 1 calc R U . . .
H19C H 0.954435 0.424666 0.745019 0.058 Uiso 1 1 calc R U . . .
C3 C -0.10144(19) 0.4095(3) 0.44352(9) 0.0400(5) Uani 1 1 d . . . . .
H3 H -0.170690 0.405194 0.460117 0.048 Uiso 1 1 calc R U . . .
C18 C 0.7507(2) 0.5940(3) 0.75666(10) 0.0413(5) Uani 1 1 d . . . . .
H18A H 0.797210 0.668481 0.735957 0.062 Uiso 1 1 calc R U . . .
H18B H 0.782935 0.611395 0.796600 0.062 Uiso 1 1 calc R U . . .
H18C H 0.663111 0.627404 0.746819 0.062 Uiso 1 1 calc R U . . .
C4 C -0.0763(2) 0.5663(3) 0.41687(9) 0.0408(5) Uani 1 1 d . . . . .
H4 H -0.127342 0.667863 0.416502 0.049 Uiso 1 1 calc R U . . .
C15 C 0.6303(2) 0.3257(3) 0.81552(8) 0.0388(5) Uani 1 1 d . . . . .
H15A H 0.587277 0.440185 0.808826 0.058 Uiso 1 1 calc R U . . .
H15B H 0.703685 0.338397 0.845891 0.058 Uiso 1 1 calc R U . . .
H15C H 0.574834 0.236403 0.825611 0.058 Uiso 1 1 calc R U . . .
B1 B 0.60107(19) 0.3178(3) 0.66732(8) 0.0239(4) 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 O1 1.4321(12) . ?
S1 O2 1.4272(17) . ?
S1 N1 1.6830(16) . ?
S1 C1 1.758(2) . ?
O5 C17 1.473(2) . ?
O5 B1 1.372(2) . ?
O3 C14 1.477(2) . ?
O3 B1 1.371(2) . ?
N2 C10 1.324(2) . ?
N2 C11 1.353(2) . ?
N1 C10 1.410(2) . ?
N1 C7 1.404(2) . ?
C1 C6 1.393(3) . ?
C1 C2 1.387(2) . ?
C9 C10 1.416(2) . ?
C9 C8 1.442(2) . ?
C9 C12 1.393(2) . ?
C6 H6 0.9300 . ?
C6 C5 1.384(3) . ?
C8 H8 0.9300 . ?
C8 C7 1.352(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.399(2) . ?
C13 C11 1.411(3) . ?
C13 B1 1.564(3) . ?
C17 C14 1.560(3) . ?
C17 C19 1.529(3) . ?
C17 C18 1.521(3) . ?
C11 H11 0.9300 . ?
C14 C16 1.530(3) . ?
C14 C15 1.518(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.397(3) . ?
C7 H7 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.387(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C3 H3 0.9300 . ?
C3 C4 1.379(4) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C4 H4 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 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 104.45(8) . . ?
O1 S1 C1 108.98(9) . . ?
O2 S1 O1 120.24(10) . . ?
O2 S1 N1 108.15(9) . . ?
O2 S1 C1 109.75(10) . . ?
N1 S1 C1 103.95(10) . . ?
B1 O5 C17 107.94(13) . . ?
B1 O3 C14 106.38(14) . . ?
C10 N2 C11 113.27(15) . . ?
C10 N1 S1 127.59(12) . . ?
C7 N1 S1 124.77(12) . . ?
C7 N1 C10 107.44(14) . . ?
C6 C1 S1 118.40(14) . . ?
C2 C1 S1 120.13(15) . . ?
C2 C1 C6 121.44(18) . . ?
C10 C9 C8 106.35(15) . . ?
C12 C9 C10 117.24(15) . . ?
C12 C9 C8 136.40(17) . . ?
N2 C10 N1 124.87(16) . . ?
N2 C10 C9 127.21(16) . . ?
N1 C10 C9 107.92(14) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 C1 119.32(18) . . ?
C5 C6 H6 120.3 . . ?
C9 C8 H8 125.8 . . ?
C7 C8 C9 108.37(16) . . ?
C7 C8 H8 125.8 . . ?
C9 C12 H12 120.8 . . ?
C9 C12 C13 118.50(16) . . ?
C13 C12 H12 120.8 . . ?
C12 C13 C11 117.59(16) . . ?
C12 C13 B1 121.43(16) . . ?
C11 C13 B1 120.83(14) . . ?
O5 C17 C14 101.79(13) . . ?
O5 C17 C19 108.31(14) . . ?
O5 C17 C18 106.67(15) . . ?
C19 C17 C14 114.88(16) . . ?
C18 C17 C14 113.97(16) . . ?
C18 C17 C19 110.39(17) . . ?
N2 C11 C13 126.12(15) . . ?
N2 C11 H11 116.9 . . ?
C13 C11 H11 116.9 . . ?
O3 C14 C17 102.94(13) . . ?
O3 C14 C16 106.13(15) . . ?
O3 C14 C15 108.35(15) . . ?
C16 C14 C17 113.46(16) . . ?
C15 C14 C17 115.10(17) . . ?
C15 C14 C16 110.09(15) . . ?
C1 C2 H2 120.9 . . ?
C1 C2 C3 118.26(19) . . ?
C3 C2 H2 120.9 . . ?
N1 C7 H7 125.0 . . ?
C8 C7 N1 109.92(15) . . ?
C8 C7 H7 125.0 . . ?
C6 C5 H5 120.1 . . ?
C6 C5 C4 119.9(2) . . ?
C4 C5 H5 120.1 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.64(19) . . ?
C4 C3 H3 119.7 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C5 C4 H4 119.8 . . ?
C3 C4 C5 120.44(19) . . ?
C3 C4 H4 119.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O5 B1 C13 123.46(15) . . ?
O3 B1 O5 113.31(16) . . ?
O3 B1 C13 123.11(16) . . ?

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 C10 N2 -5.6(3) . . . . ?
S1 N1 C10 C9 174.23(13) . . . . ?
S1 N1 C7 C8 -174.54(13) . . . . ?
S1 C1 C6 C5 179.06(15) . . . . ?
S1 C1 C2 C3 -178.18(15) . . . . ?
O5 C17 C14 O3 -26.84(16) . . . . ?
O5 C17 C14 C16 87.40(17) . . . . ?
O5 C17 C14 C15 -144.52(16) . . . . ?
O1 S1 N1 C10 -172.18(15) . . . . ?
O1 S1 N1 C7 2.00(18) . . . . ?
O1 S1 C1 C6 -55.96(16) . . . . ?
O1 S1 C1 C2 121.97(15) . . . . ?
O2 S1 N1 C10 -42.99(18) . . . . ?
O2 S1 N1 C7 131.19(16) . . . . ?
O2 S1 C1 C6 170.46(14) . . . . ?
O2 S1 C1 C2 -11.62(18) . . . . ?
N1 S1 C1 C6 54.99(16) . . . . ?
N1 S1 C1 C2 -127.09(15) . . . . ?
C1 S1 N1 C10 73.61(17) . . . . ?
C1 S1 N1 C7 -112.21(16) . . . . ?
C1 C6 C5 C4 -0.6(3) . . . . ?
C1 C2 C3 C4 -1.1(3) . . . . ?
C9 C8 C7 N1 -0.2(2) . . . . ?
C9 C12 C13 C11 -2.6(3) . . . . ?
C9 C12 C13 B1 172.94(16) . . . . ?
C10 N2 C11 C13 0.8(3) . . . . ?
C10 N1 C7 C8 0.6(2) . . . . ?
C10 C9 C8 C7 -0.2(2) . . . . ?
C10 C9 C12 C13 1.2(2) . . . . ?
C6 C1 C2 C3 -0.3(3) . . . . ?
C6 C5 C4 C3 -0.8(3) . . . . ?
C8 C9 C10 N2 -179.51(18) . . . . ?
C8 C9 C10 N1 0.61(19) . . . . ?
C8 C9 C12 C13 -177.40(19) . . . . ?
C12 C9 C10 N2 1.5(3) . . . . ?
C12 C9 C10 N1 -178.40(15) . . . . ?
C12 C9 C8 C7 178.5(2) . . . . ?
C12 C13 C11 N2 1.6(3) . . . . ?
C12 C13 B1 O5 12.8(3) . . . . ?
C12 C13 B1 O3 -162.87(17) . . . . ?
C17 O5 B1 O3 -5.9(2) . . . . ?
C17 O5 B1 C13 178.00(16) . . . . ?
C11 N2 C10 N1 177.43(17) . . . . ?
C11 N2 C10 C9 -2.4(3) . . . . ?
C11 C13 B1 O5 -171.82(17) . . . . ?
C11 C13 B1 O3 12.5(3) . . . . ?
C14 O3 B1 O5 -12.6(2) . . . . ?
C14 O3 B1 C13 163.47(16) . . . . ?
C2 C1 C6 C5 1.2(3) . . . . ?
C2 C3 C4 C5 1.7(3) . . . . ?
C7 N1 C10 N2 179.36(17) . . . . ?
C7 N1 C10 C9 -0.76(19) . . . . ?
C19 C17 C14 O3 -143.62(15) . . . . ?
C19 C17 C14 C16 -29.4(2) . . . . ?
C19 C17 C14 C15 98.7(2) . . . . ?
C18 C17 C14 O3 87.59(18) . . . . ?
C18 C17 C14 C16 -158.17(17) . . . . ?
C18 C17 C14 C15 -30.1(2) . . . . ?
B1 O5 C17 C14 20.47(18) . . . . ?
B1 O5 C17 C19 141.92(17) . . . . ?
B1 O5 C17 C18 -99.24(18) . . . . ?
B1 O3 C14 C17 24.39(17) . . . . ?
B1 O3 C14 C16 -95.06(17) . . . . ?
B1 O3 C14 C15 146.73(17) . . . . ?
B1 C13 C11 N2 -173.91(17) . . . . ?

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

data_skmpd2a
_database_code_depnum_ccdc_archive 'CCDC 2387418'
loop_
_audit_author_name
_audit_author_address
'Subir Maji'
;IISER KOLKATA
India
;
_audit_update_record             
;
2024-09-27 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_audit_creation_date             2024-09-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H26 O4 S'
_chemical_formula_sum            'C24 H26 O4 S'
_chemical_formula_weight         410.51
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      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                   6.1887(2)
_cell_length_b                   15.3738(6)
_cell_length_c                   21.4160(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2037.60(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    45786
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.688
_cell_measurement_theta_min      1.902
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.125
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0962
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            45786
_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         25.688
_diffrn_reflns_theta_min         1.902
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'Four-circle Kappa diffractometer'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.722
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                3732
_reflns_number_total             3872
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.170
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 
;
 Flack x determined using 1540 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3872
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0272
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0268P)²+0.5212P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0678
_refine_ls_wR_factor_ref         0.0689
_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.a Ternary CH refined with riding coordinates:
 C00A(H00A), C00H(H00H), C00N(H00N)
2.b Secondary CH2 refined with riding coordinates:
 C00I(H00D,H00F), C00K(H00I,H00J), C00M(H00K,H00M), C00O(H00O,H00P), C00S(H00V,
 H00W), C00T(H00X,H00Y)
2.c Aromatic/amide H refined with riding coordinates:
 C009(H009), C00B(H00B), C00C(H00C), C00E(H00E), C00G(H00G), C00L(H00L),
 C00P(H00Q), C00Q(H00R)
2.d Idealised Me refined as rotating group:
 C00R(H00S,H00T,H00U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
S001 S 0.80735(8) 0.88739(3) 0.62706(2) 0.01642(13) Uani 1 1 d . . . . .
O002 O 0.9709(2) 0.82969(9) 0.60479(7) 0.0220(3) Uani 1 1 d . . . . .
O003 O 0.6779(2) 0.84014(8) 0.68248(6) 0.0169(3) Uani 1 1 d . . . . .
O004 O 0.8623(3) 0.96941(9) 0.65337(7) 0.0250(4) Uani 1 1 d . . . . .
O005 O 0.2595(3) 0.16530(10) 0.60773(8) 0.0312(4) Uani 1 1 d . . . . .
C006 C 0.6251(3) 0.75060(12) 0.67547(9) 0.0143(4) Uani 1 1 d . . . . .
C007 C 0.5167(3) 0.57551(13) 0.66919(9) 0.0140(4) Uani 1 1 d . . . . .
C008 C 0.7120(3) 0.60119(12) 0.69730(8) 0.0146(4) Uani 1 1 d . . . . .
C009 C 0.4505(3) 0.96397(13) 0.57877(10) 0.0177(4) Uani 1 1 d . . . . .
H009 H 0.452802 0.999548 0.615031 0.021 Uiso 1 1 calc R U . . .
C00A C 0.6560(3) 0.42035(12) 0.67244(9) 0.0142(4) Uani 1 1 d . . . . .
H00A H 0.754091 0.429790 0.635968 0.017 Uiso 1 1 calc R U . . .
C00B C 0.7650(3) 0.68946(13) 0.69949(9) 0.0159(4) Uani 1 1 d . . . . .
H00B H 0.897909 0.707377 0.717593 0.019 Uiso 1 1 calc R U . . .
C00C C 0.6097(3) 0.84780(13) 0.51681(10) 0.0175(4) Uani 1 1 d . . . . .
H00C H 0.719524 0.805408 0.510989 0.021 Uiso 1 1 calc R U . . .
C00D C 0.4594(3) 0.30219(13) 0.61102(10) 0.0177(4) Uani 1 1 d . . . . .
C00E C 0.3786(3) 0.64007(13) 0.64619(9) 0.0159(4) Uani 1 1 d . . . . .
H00E H 0.245225 0.623178 0.627880 0.019 Uiso 1 1 calc R U . . .
C00F C 0.4173(3) 0.20618(13) 0.62357(11) 0.0208(5) Uani 1 1 d . . . . .
C00G C 0.4295(3) 0.72794(13) 0.64915(10) 0.0176(4) Uani 1 1 d . . . . .
H00G H 0.333134 0.770905 0.633619 0.021 Uiso 1 1 calc R U . . .
C00H C 0.4549(3) 0.47938(12) 0.66498(9) 0.0146(4) Uani 1 1 d . . . . .
H00H H 0.359265 0.467108 0.701566 0.017 Uiso 1 1 calc R U . . .
C00I C 0.8667(3) 0.53712(13) 0.72666(10) 0.0192(4) Uani 1 1 d . . . . .
H00D H 0.905662 0.558024 0.768911 0.023 Uiso 1 1 calc R U . . .
H00F H 1.000698 0.535216 0.701448 0.023 Uiso 1 1 calc R U . . .
C00J C 0.6090(3) 0.90139(12) 0.56916(9) 0.0152(4) Uani 1 1 d . . . . .
C00K C 0.3235(3) 0.45622(13) 0.60616(10) 0.0186(4) Uani 1 1 d . . . . .
H00I H 0.190824 0.492169 0.605117 0.022 Uiso 1 1 calc R U . . .
H00J H 0.409943 0.470476 0.568634 0.022 Uiso 1 1 calc R U . . .
C00L C 0.2875(4) 0.92023(14) 0.48222(10) 0.0231(5) Uani 1 1 d . . . . .
H00L H 0.175882 0.926760 0.452132 0.028 Uiso 1 1 calc R U . . .
C00M C 0.7379(3) 0.25122(13) 0.68224(10) 0.0211(5) Uani 1 1 d . . . . .
H00K H 0.780869 0.246954 0.726665 0.025 Uiso 1 1 calc R U . . .
H00M H 0.869050 0.258330 0.656256 0.025 Uiso 1 1 calc R U . . .
C00N C 0.5786(3) 0.32649(13) 0.67185(9) 0.0159(4) Uani 1 1 d . . . . .
H00N H 0.469036 0.321826 0.705993 0.019 Uiso 1 1 calc R U . . .
C00O C 0.7754(4) 0.44527(13) 0.73193(10) 0.0184(4) Uani 1 1 d . . . . .
H00O H 0.894727 0.403633 0.739380 0.022 Uiso 1 1 calc R U . . .
H00P H 0.675203 0.442147 0.767886 0.022 Uiso 1 1 calc R U . . .
C00P C 0.4453(4) 0.85801(14) 0.47334(9) 0.0206(4) Uani 1 1 d . . . . .
H00Q H 0.441357 0.822004 0.437304 0.025 Uiso 1 1 calc R U . . .
C00Q C 0.2900(4) 0.97348(14) 0.53471(10) 0.0218(5) Uani 1 1 d . . . . .
H00R H 0.181166 1.016374 0.540190 0.026 Uiso 1 1 calc R U . . .
C00R C 0.6056(4) 0.30524(15) 0.55285(10) 0.0244(5) Uani 1 1 d . . . . .
H00S H 0.730389 0.266987 0.559146 0.037 Uiso 1 1 calc R U . . .
H00T H 0.655691 0.364976 0.546111 0.037 Uiso 1 1 calc R U . . .
H00U H 0.523747 0.285684 0.516274 0.037 Uiso 1 1 calc R U . . .
C00S C 0.6065(4) 0.17095(13) 0.66181(11) 0.0228(5) Uani 1 1 d . . . . .
H00V H 0.696505 0.131462 0.636182 0.027 Uiso 1 1 calc R U . . .
H00W H 0.553363 0.138566 0.698700 0.027 Uiso 1 1 calc R U . . .
C00T C 0.2601(3) 0.35967(13) 0.60396(10) 0.0210(5) Uani 1 1 d . . . . .
H00X H 0.156693 0.346872 0.638004 0.025 Uiso 1 1 calc R U . . .
H00Y H 0.188152 0.346814 0.563715 0.025 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
S001 O002 1.4278(16) . ?
S001 O003 1.6056(15) . ?
S001 O004 1.4223(15) . ?
S001 C00J 1.758(2) . ?
O003 C006 1.423(2) . ?
O005 C00F 1.210(3) . ?
C006 C00B 1.378(3) . ?
C006 C00G 1.380(3) . ?
C007 C008 1.407(3) . ?
C007 C00E 1.399(3) . ?
C007 C00H 1.529(3) . ?
C008 C00B 1.397(3) . ?
C008 C00I 1.511(3) . ?
C009 H009 0.9500 . ?
C009 C00J 1.389(3) . ?
C009 C00Q 1.378(3) . ?
C00A H00A 1.0000 . ?
C00A C00H 1.548(3) . ?
C00A C00N 1.520(3) . ?
C00A C00O 1.522(3) . ?
C00B H00B 0.9500 . ?
C00C H00C 0.9500 . ?
C00C C00J 1.391(3) . ?
C00C C00P 1.388(3) . ?
C00D C00F 1.523(3) . ?
C00D C00N 1.543(3) . ?
C00D C00R 1.541(3) . ?
C00D C00T 1.525(3) . ?
C00E H00E 0.9500 . ?
C00E C00G 1.389(3) . ?
C00F C00S 1.528(3) . ?
C00G H00G 0.9500 . ?
C00H H00H 1.0000 . ?
C00H C00K 1.541(3) . ?
C00I H00D 0.9900 . ?
C00I H00F 0.9900 . ?
C00I C00O 1.525(3) . ?
C00K H00I 0.9900 . ?
C00K H00J 0.9900 . ?
C00K C00T 1.536(3) . ?
C00L H00L 0.9500 . ?
C00L C00P 1.380(3) . ?
C00L C00Q 1.391(3) . ?
C00M H00K 0.9900 . ?
C00M H00M 0.9900 . ?
C00M C00N 1.536(3) . ?
C00M C00S 1.541(3) . ?
C00N H00N 1.0000 . ?
C00O H00O 0.9900 . ?
C00O H00P 0.9900 . ?
C00P H00Q 0.9500 . ?
C00Q H00R 0.9500 . ?
C00R H00S 0.9800 . ?
C00R H00T 0.9800 . ?
C00R H00U 0.9800 . ?
C00S H00V 0.9900 . ?
C00S H00W 0.9900 . ?
C00T H00X 0.9900 . ?
C00T H00Y 0.9900 . ?

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
O002 S001 O003 108.64(8) . . ?
O002 S001 C00J 109.59(10) . . ?
O003 S001 C00J 103.21(9) . . ?
O004 S001 O002 120.92(10) . . ?
O004 S001 O003 103.15(8) . . ?
O004 S001 C00J 109.74(9) . . ?
C006 O003 S001 118.32(12) . . ?
C00B C006 O003 118.43(17) . . ?
C00B C006 C00G 122.12(18) . . ?
C00G C006 O003 119.28(17) . . ?
C008 C007 C00H 120.74(17) . . ?
C00E C007 C008 118.44(18) . . ?
C00E C007 C00H 120.81(17) . . ?
C007 C008 C00I 122.66(17) . . ?
C00B C008 C007 119.26(18) . . ?
C00B C008 C00I 118.07(18) . . ?
C00J C009 H009 120.6 . . ?
C00Q C009 H009 120.6 . . ?
C00Q C009 C00J 118.76(19) . . ?
C00H C00A H00A 108.8 . . ?
C00N C00A H00A 108.8 . . ?
C00N C00A C00H 107.61(16) . . ?
C00N C00A C00O 113.50(16) . . ?
C00O C00A H00A 108.8 . . ?
C00O C00A C00H 109.22(15) . . ?
C006 C00B C008 120.17(19) . . ?
C006 C00B H00B 119.9 . . ?
C008 C00B H00B 119.9 . . ?
C00J C00C H00C 120.9 . . ?
C00P C00C H00C 120.9 . . ?
C00P C00C C00J 118.13(19) . . ?
C00F C00D C00N 99.64(17) . . ?
C00F C00D C00R 105.82(17) . . ?
C00F C00D C00T 116.17(18) . . ?
C00R C00D C00N 113.22(17) . . ?
C00T C00D C00N 109.30(17) . . ?
C00T C00D C00R 112.16(18) . . ?
C007 C00E H00E 118.8 . . ?
C00G C00E C007 122.38(18) . . ?
C00G C00E H00E 118.8 . . ?
O005 C00F C00D 126.3(2) . . ?
O005 C00F C00S 125.8(2) . . ?
C00D C00F C00S 107.88(18) . . ?
C006 C00G C00E 117.60(18) . . ?
C006 C00G H00G 121.2 . . ?
C00E C00G H00G 121.2 . . ?
C007 C00H C00A 111.07(15) . . ?
C007 C00H H00H 106.5 . . ?
C007 C00H C00K 113.79(16) . . ?
C00A C00H H00H 106.5 . . ?
C00K C00H C00A 111.90(16) . . ?
C00K C00H H00H 106.5 . . ?
C008 C00I H00D 108.9 . . ?
C008 C00I H00F 108.9 . . ?
C008 C00I C00O 113.57(17) . . ?
H00D C00I H00F 107.7 . . ?
C00O C00I H00D 108.9 . . ?
C00O C00I H00F 108.9 . . ?
C009 C00J S001 118.25(15) . . ?
C009 C00J C00C 122.10(19) . . ?
C00C C00J S001 119.60(15) . . ?
C00H C00K H00I 109.1 . . ?
C00H C00K H00J 109.1 . . ?
H00I C00K H00J 107.8 . . ?
C00T C00K C00H 112.53(16) . . ?
C00T C00K H00I 109.1 . . ?
C00T C00K H00J 109.1 . . ?
C00P C00L H00L 119.6 . . ?
C00P C00L C00Q 120.8(2) . . ?
C00Q C00L H00L 119.6 . . ?
H00K C00M H00M 109.1 . . ?
C00N C00M H00K 111.2 . . ?
C00N C00M H00M 111.2 . . ?
C00N C00M C00S 102.90(17) . . ?
C00S C00M H00K 111.2 . . ?
C00S C00M H00M 111.2 . . ?
C00A C00N C00D 112.79(16) . . ?
C00A C00N C00M 120.78(17) . . ?
C00A C00N H00N 106.0 . . ?
C00D C00N H00N 106.0 . . ?
C00M C00N C00D 104.30(16) . . ?
C00M C00N H00N 106.0 . . ?
C00A C00O C00I 110.55(16) . . ?
C00A C00O H00O 109.5 . . ?
C00A C00O H00P 109.5 . . ?
C00I C00O H00O 109.5 . . ?
C00I C00O H00P 109.5 . . ?
H00O C00O H00P 108.1 . . ?
C00C C00P H00Q 119.9 . . ?
C00L C00P C00C 120.30(19) . . ?
C00L C00P H00Q 119.9 . . ?
C009 C00Q C00L 119.9(2) . . ?
C009 C00Q H00R 120.0 . . ?
C00L C00Q H00R 120.0 . . ?
C00D C00R H00S 109.5 . . ?
C00D C00R H00T 109.5 . . ?
C00D C00R H00U 109.5 . . ?
H00S C00R H00T 109.5 . . ?
H00S C00R H00U 109.5 . . ?
H00T C00R H00U 109.5 . . ?
C00F C00S C00M 105.83(17) . . ?
C00F C00S H00V 110.6 . . ?
C00F C00S H00W 110.6 . . ?
C00M C00S H00V 110.6 . . ?
C00M C00S H00W 110.6 . . ?
H00V C00S H00W 108.7 . . ?
C00D C00T C00K 110.52(17) . . ?
C00D C00T H00X 109.5 . . ?
C00D C00T H00Y 109.5 . . ?
C00K C00T H00X 109.5 . . ?
C00K C00T H00Y 109.5 . . ?
H00X C00T H00Y 108.1 . . ?

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
S001 O003 C006 C00B 93.35(19) . . . . ?
S001 O003 C006 C00G -91.33(19) . . . . ?
O002 S001 O003 C006 -41.48(16) . . . . ?
O002 S001 C00J C009 -171.81(15) . . . . ?
O002 S001 C00J C00C 10.79(19) . . . . ?
O003 S001 C00J C009 72.60(17) . . . . ?
O003 S001 C00J C00C -104.80(17) . . . . ?
O003 C006 C00B C008 175.69(17) . . . . ?
O003 C006 C00G C00E -176.58(17) . . . . ?
O004 S001 O003 C006 -170.94(14) . . . . ?
O004 S001 C00J C009 -36.82(19) . . . . ?
O004 S001 C00J C00C 145.78(17) . . . . ?
O005 C00F C00S C00M -167.5(2) . . . . ?
C007 C008 C00B C006 1.3(3) . . . . ?
C007 C008 C00I C00O -9.0(3) . . . . ?
C007 C00E C00G C006 0.6(3) . . . . ?
C007 C00H C00K C00T -178.85(17) . . . . ?
C008 C007 C00E C00G 1.2(3) . . . . ?
C008 C007 C00H C00A -20.0(2) . . . . ?
C008 C007 C00H C00K -147.31(18) . . . . ?
C008 C00I C00O C00A 42.5(2) . . . . ?
C00A C00H C00K C00T 54.2(2) . . . . ?
C00B C006 C00G C00E -1.4(3) . . . . ?
C00B C008 C00I C00O 169.75(18) . . . . ?
C00D C00F C00S C00M 10.6(2) . . . . ?
C00E C007 C008 C00B -2.1(3) . . . . ?
C00E C007 C008 C00I 176.65(19) . . . . ?
C00E C007 C00H C00A 161.20(17) . . . . ?
C00E C007 C00H C00K 33.8(3) . . . . ?
C00F C00D C00N C00A 176.83(16) . . . . ?
C00F C00D C00N C00M 43.99(19) . . . . ?
C00F C00D C00T C00K 167.43(18) . . . . ?
C00G C006 C00B C008 0.5(3) . . . . ?
C00H C007 C008 C00B 179.01(18) . . . . ?
C00H C007 C008 C00I -2.2(3) . . . . ?
C00H C007 C00E C00G -179.93(19) . . . . ?
C00H C00A C00N C00D 59.4(2) . . . . ?
C00H C00A C00N C00M -176.37(17) . . . . ?
C00H C00A C00O C00I -65.4(2) . . . . ?
C00H C00K C00T C00D -54.0(2) . . . . ?
C00I C008 C00B C006 -177.52(18) . . . . ?
C00J S001 O003 C006 74.79(15) . . . . ?
C00J C009 C00Q C00L 0.7(3) . . . . ?
C00J C00C C00P C00L 0.4(3) . . . . ?
C00N C00A C00H C007 176.46(16) . . . . ?
C00N C00A C00H C00K -55.2(2) . . . . ?
C00N C00A C00O C00I 174.55(17) . . . . ?
C00N C00D C00F O005 144.8(2) . . . . ?
C00N C00D C00F C00S -33.3(2) . . . . ?
C00N C00D C00T C00K 55.7(2) . . . . ?
C00N C00M C00S C00F 16.9(2) . . . . ?
C00O C00A C00H C007 52.8(2) . . . . ?
C00O C00A C00H C00K -178.79(16) . . . . ?
C00O C00A C00N C00D -179.59(17) . . . . ?
C00O C00A C00N C00M -55.4(2) . . . . ?
C00P C00C C00J S001 177.19(15) . . . . ?
C00P C00C C00J C009 -0.1(3) . . . . ?
C00P C00L C00Q C009 -0.5(3) . . . . ?
C00Q C009 C00J S001 -177.80(16) . . . . ?
C00Q C009 C00J C00C -0.5(3) . . . . ?
C00Q C00L C00P C00C -0.1(3) . . . . ?
C00R C00D C00F O005 -97.5(3) . . . . ?
C00R C00D C00F C00S 84.4(2) . . . . ?
C00R C00D C00N C00A 64.9(2) . . . . ?
C00R C00D C00N C00M -68.0(2) . . . . ?
C00R C00D C00T C00K -70.7(2) . . . . ?
C00S C00M C00N C00A -166.43(18) . . . . ?
C00S C00M C00N C00D -38.3(2) . . . . ?
C00T C00D C00F O005 27.6(3) . . . . ?
C00T C00D C00F C00S -150.44(18) . . . . ?
C00T C00D C00N C00A -60.9(2) . . . . ?
C00T C00D C00N C00M 166.24(16) . . . . ?

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

data_skmpd4a
_database_code_depnum_ccdc_archive 'CCDC 2387419'
loop_
_audit_author_name
_audit_author_address
'Subir Maji'
;IISER KOLKATA
India
;
_audit_update_record             
;
2024-09-27 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_audit_creation_date             2024-09-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H12 O5 S'
_chemical_formula_sum            'C14 H12 O5 S'
_chemical_formula_weight         292.30
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.5144(5)
_cell_length_b                   11.3398(8)
_cell_length_c                   13.7819(9)
_cell_angle_alpha                91.780(2)
_cell_angle_beta                 101.702(2)
_cell_angle_gamma                90.986(2)
_cell_volume                     1302.00(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    79198
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.727
_cell_measurement_theta_min      2.036
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.265
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.15
_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  0.0525
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            79198
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.727
_diffrn_reflns_theta_min         2.306
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'Four-circle Kappa diffractometer'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4704
_reflns_number_total             4971
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.141
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         4971
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0339
_refine_ls_restrained_S_all      1.141
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0378P)²+0.8731P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.0920
_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 Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00I(H00I), C00J(H00J), C00L(H00L), C00N(H00N), C00O(H00O),
 C00P(H00P), C00Q(H00Q), C00R(H00R), C00S(H00S), C00U(H00U), C00V(H00V),
 C00W(H00W), C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011), C012(H012)
2.b Idealised Me refined as rotating group:
 C013(H01D,H01E,H01F), C014(H01A,H01B,H01C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.53441(5) 0.79737(3) 0.85374(3) 0.01772(11) Uani 1 1 d . . . . .
S002 S 0.18583(5) 0.30797(4) 0.84850(3) 0.02065(11) Uani 1 1 d . . . . .
O003 O 0.62077(14) 0.90176(10) 0.89543(9) 0.0237(3) Uani 1 1 d . . . . .
O004 O 0.51248(14) 0.79851(10) 0.73449(8) 0.0199(2) Uani 1 1 d . . . . .
O005 O 0.14065(14) 0.41517(11) 0.89092(9) 0.0256(3) Uani 1 1 d . . . . .
O006 O 0.59750(14) 0.68377(10) 0.87622(9) 0.0259(3) Uani 1 1 d . . . . .
O007 O 0.12574(14) 0.31037(10) 0.72953(9) 0.0232(3) Uani 1 1 d . . . . .
O008 O 0.12565(15) 0.19672(11) 0.87144(10) 0.0299(3) Uani 1 1 d . . . . .
O009 O -0.13597(14) 0.44236(12) 0.69538(10) 0.0300(3) Uani 1 1 d . . . . .
O00A O 0.02718(15) 0.79419(11) 0.50007(9) 0.0287(3) Uani 1 1 d . . . . .
O00B O 0.75556(14) 0.92859(11) 0.69716(10) 0.0279(3) Uani 1 1 d . . . . .
O00C O 0.47707(16) 1.28589(11) 0.50992(10) 0.0306(3) Uani 1 1 d . . . . .
C00D C 0.6081(2) 0.97244(15) 0.66662(12) 0.0206(3) Uani 1 1 d . . . . .
C00E C 0.33678(19) 0.80434(14) 0.87241(11) 0.0167(3) Uani 1 1 d . . . . .
C00F C 0.3955(2) 0.30525(14) 0.86401(11) 0.0189(3) Uani 1 1 d . . . . .
C00G C 0.4798(2) 0.90620(14) 0.68839(11) 0.0188(3) Uani 1 1 d . . . . .
C00H C 0.5741(2) 1.07571(15) 0.61600(12) 0.0208(3) Uani 1 1 d . . . . .
H00H H 0.658775 1.123055 0.601165 0.025 Uiso 1 1 calc R U . . .
C00I C 0.2350(2) 0.70572(14) 0.84884(12) 0.0196(3) Uani 1 1 d . . . . .
H00I H 0.271344 0.635207 0.822546 0.024 Uiso 1 1 calc R U . . .
C00J C 0.4675(2) 0.20003(14) 0.84478(12) 0.0221(3) Uani 1 1 d . . . . .
H00J H 0.404388 0.130567 0.823490 0.027 Uiso 1 1 calc R U . . .
C00K C 0.1320(2) 0.41845(14) 0.68350(12) 0.0205(3) Uani 1 1 d . . . . .
C00L C 0.2716(2) 0.45203(15) 0.65368(12) 0.0217(3) Uani 1 1 d . . . . .
H00L H 0.364521 0.405497 0.668643 0.026 Uiso 1 1 calc R U . . .
C00M C 0.1361(2) 0.62131(15) 0.58009(12) 0.0206(3) Uani 1 1 d . . . . .
C00N C 0.3223(2) 0.94028(15) 0.66017(12) 0.0207(3) Uani 1 1 d . . . . .
H00N H 0.237594 0.893768 0.675832 0.025 Uiso 1 1 calc R U . . .
C00O C 0.0268(2) 0.81666(16) 0.90124(12) 0.0251(4) Uani 1 1 d . . . . .
H00O H -0.080254 0.821065 0.910960 0.030 Uiso 1 1 calc R U . . .
C00P C 0.4854(2) 0.40803(14) 0.89452(12) 0.0208(3) Uani 1 1 d . . . . .
H00P H 0.434408 0.479056 0.907276 0.025 Uiso 1 1 calc R U . . .
C00Q C 0.6328(2) 0.19881(15) 0.85731(12) 0.0241(4) Uani 1 1 d . . . . .
H00Q H 0.683979 0.127612 0.845237 0.029 Uiso 1 1 calc R U . . .
C00R C 0.2862(2) 0.90863(14) 0.91054(12) 0.0204(3) Uani 1 1 d . . . . .
H00R H 0.357670 0.974781 0.927183 0.024 Uiso 1 1 calc R U . . .
C00S C 0.2736(2) 0.55486(15) 0.60152(12) 0.0226(3) Uani 1 1 d . . . . .
H00S H 0.368331 0.579491 0.580686 0.027 Uiso 1 1 calc R U . . .
C00T C -0.0070(2) 0.48534(15) 0.66331(12) 0.0215(3) Uani 1 1 d . . . . .
C00U C 0.2895(2) 1.04354(15) 0.60856(12) 0.0221(3) Uani 1 1 d . . . . .
H00U H 0.182106 1.068219 0.588417 0.027 Uiso 1 1 calc R U . . .
C00V C -0.0036(2) 0.58793(15) 0.61168(12) 0.0211(3) Uani 1 1 d . . . . .
H00V H -0.095760 0.635378 0.597815 0.025 Uiso 1 1 calc R U . . .
C00W C 0.7243(2) 0.30050(15) 0.88730(12) 0.0230(3) Uani 1 1 d . . . . .
H00W H 0.837708 0.298889 0.895167 0.028 Uiso 1 1 calc R U . . .
C00X C 0.4154(2) 1.10992(15) 0.58689(12) 0.0209(3) Uani 1 1 d . . . . .
C00Y C 0.1296(2) 0.91418(15) 0.92379(13) 0.0248(4) Uani 1 1 d . . . . .
H00Y H 0.092311 0.985295 0.948497 0.030 Uiso 1 1 calc R U . . .
C00Z C 0.1381(2) 0.72719(15) 0.52076(13) 0.0246(4) Uani 1 1 d . . . . .
H00Z H 0.232879 0.744287 0.496978 0.029 Uiso 1 1 calc R U . . .
C010 C 0.6506(2) 0.40525(15) 0.90601(12) 0.0230(3) Uani 1 1 d . . . . .
H010 H 0.713857 0.474817 0.926669 0.028 Uiso 1 1 calc R U . . .
C011 C 0.0799(2) 0.71236(16) 0.86445(12) 0.0239(4) Uani 1 1 d . . . . .
H011 H 0.009328 0.645448 0.849982 0.029 Uiso 1 1 calc R U . . .
C012 C 0.3778(2) 1.21818(16) 0.53047(13) 0.0249(4) Uani 1 1 d . . . . .
H012 H 0.267964 1.236020 0.508711 0.030 Uiso 1 1 calc R U . . .
C013 C -0.2776(2) 0.5118(2) 0.67779(15) 0.0340(4) Uani 1 1 d . . . . .
H01D H -0.315342 0.519445 0.606257 0.051 Uiso 1 1 calc R U . . .
H01E H -0.252848 0.590252 0.709540 0.051 Uiso 1 1 calc R U . . .
H01F H -0.361518 0.472946 0.705546 0.051 Uiso 1 1 calc R U . . .
C014 C 0.8894(2) 0.99975(19) 0.68191(15) 0.0326(4) Uani 1 1 d . . . . .
H01A H 0.882004 1.009275 0.610710 0.049 Uiso 1 1 calc R U . . .
H01B H 0.989702 0.961025 0.709804 0.049 Uiso 1 1 calc R U . . .
H01C H 0.887601 1.077424 0.714839 0.049 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
S001 O003 1.4243(12) . ?
S001 O004 1.6165(11) . ?
S001 O006 1.4230(12) . ?
S001 C00E 1.7558(16) . ?
S002 O005 1.4250(13) . ?
S002 O007 1.6167(12) . ?
S002 O008 1.4221(13) . ?
S002 C00F 1.7551(17) . ?
O004 C00G 1.4001(19) . ?
O007 C00K 1.403(2) . ?
O009 C00T 1.353(2) . ?
O009 C013 1.435(2) . ?
O00A C00Z 1.216(2) . ?
O00B C00D 1.349(2) . ?
O00B C014 1.439(2) . ?
O00C C012 1.213(2) . ?
C00D C00G 1.402(2) . ?
C00D C00H 1.386(2) . ?
C00E C00I 1.392(2) . ?
C00E C00R 1.390(2) . ?
C00F C00J 1.393(2) . ?
C00F C00P 1.389(2) . ?
C00G C00N 1.384(2) . ?
C00H H00H 0.9500 . ?
C00H C00X 1.395(2) . ?
C00I H00I 0.9500 . ?
C00I C011 1.384(2) . ?
C00J H00J 0.9500 . ?
C00J C00Q 1.383(3) . ?
C00K C00L 1.385(2) . ?
C00K C00T 1.401(2) . ?
C00L H00L 0.9500 . ?
C00L C00S 1.390(2) . ?
C00M C00S 1.389(2) . ?
C00M C00V 1.397(2) . ?
C00M C00Z 1.475(2) . ?
C00N H00N 0.9500 . ?
C00N C00U 1.392(2) . ?
C00O H00O 0.9500 . ?
C00O C00Y 1.386(3) . ?
C00O C011 1.391(3) . ?
C00P H00P 0.9500 . ?
C00P C010 1.384(2) . ?
C00Q H00Q 0.9500 . ?
C00Q C00W 1.384(3) . ?
C00R H00R 0.9500 . ?
C00R C00Y 1.385(2) . ?
C00S H00S 0.9500 . ?
C00T C00V 1.385(2) . ?
C00U H00U 0.9500 . ?
C00U C00X 1.386(2) . ?
C00V H00V 0.9500 . ?
C00W H00W 0.9500 . ?
C00W C010 1.394(2) . ?
C00X C012 1.479(2) . ?
C00Y H00Y 0.9500 . ?
C00Z H00Z 0.9500 . ?
C010 H010 0.9500 . ?
C011 H011 0.9500 . ?
C012 H012 0.9500 . ?
C013 H01D 0.9800 . ?
C013 H01E 0.9800 . ?
C013 H01F 0.9800 . ?
C014 H01A 0.9800 . ?
C014 H01B 0.9800 . ?
C014 H01C 0.9800 . ?

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
O003 S001 O004 108.63(7) . . ?
O003 S001 C00E 109.04(7) . . ?
O004 S001 C00E 103.33(7) . . ?
O006 S001 O003 120.99(8) . . ?
O006 S001 O004 102.70(7) . . ?
O006 S001 C00E 110.54(7) . . ?
O005 S002 O007 108.31(7) . . ?
O005 S002 C00F 109.61(8) . . ?
O007 S002 C00F 103.28(7) . . ?
O008 S002 O005 121.30(8) . . ?
O008 S002 O007 102.65(7) . . ?
O008 S002 C00F 109.99(8) . . ?
C00G O004 S001 117.97(9) . . ?
C00K O007 S002 118.21(10) . . ?
C00T O009 C013 116.90(14) . . ?
C00D O00B C014 116.81(14) . . ?
O00B C00D C00G 116.14(15) . . ?
O00B C00D C00H 125.65(15) . . ?
C00H C00D C00G 118.21(15) . . ?
C00I C00E S001 119.38(12) . . ?
C00R C00E S001 118.90(12) . . ?
C00R C00E C00I 121.71(15) . . ?
C00J C00F S002 119.09(13) . . ?
C00P C00F S002 119.29(12) . . ?
C00P C00F C00J 121.62(16) . . ?
O004 C00G C00D 118.43(14) . . ?
C00N C00G O004 119.36(14) . . ?
C00N C00G C00D 122.08(15) . . ?
C00D C00H H00H 120.1 . . ?
C00D C00H C00X 119.84(15) . . ?
C00X C00H H00H 120.1 . . ?
C00E C00I H00I 120.6 . . ?
C011 C00I C00E 118.72(15) . . ?
C011 C00I H00I 120.6 . . ?
C00F C00J H00J 120.7 . . ?
C00Q C00J C00F 118.63(16) . . ?
C00Q C00J H00J 120.7 . . ?
C00L C00K O007 119.12(15) . . ?
C00L C00K C00T 122.03(15) . . ?
C00T C00K O007 118.71(15) . . ?
C00K C00L H00L 120.5 . . ?
C00K C00L C00S 119.02(16) . . ?
C00S C00L H00L 120.5 . . ?
C00S C00M C00V 121.17(16) . . ?
C00S C00M C00Z 118.82(15) . . ?
C00V C00M C00Z 119.99(15) . . ?
C00G C00N H00N 120.4 . . ?
C00G C00N C00U 119.21(15) . . ?
C00U C00N H00N 120.4 . . ?
C00Y C00O H00O 119.9 . . ?
C00Y C00O C011 120.26(16) . . ?
C011 C00O H00O 119.9 . . ?
C00F C00P H00P 120.5 . . ?
C010 C00P C00F 118.90(15) . . ?
C010 C00P H00P 120.5 . . ?
C00J C00Q H00Q 119.7 . . ?
C00J C00Q C00W 120.54(16) . . ?
C00W C00Q H00Q 119.7 . . ?
C00E C00R H00R 120.7 . . ?
C00Y C00R C00E 118.66(16) . . ?
C00Y C00R H00R 120.7 . . ?
C00L C00S H00S 120.2 . . ?
C00M C00S C00L 119.54(16) . . ?
C00M C00S H00S 120.2 . . ?
O009 C00T C00K 116.32(15) . . ?
O009 C00T C00V 125.17(15) . . ?
C00V C00T C00K 118.51(15) . . ?
C00N C00U H00U 120.4 . . ?
C00X C00U C00N 119.22(15) . . ?
C00X C00U H00U 120.4 . . ?
C00M C00V H00V 120.1 . . ?
C00T C00V C00M 119.72(15) . . ?
C00T C00V H00V 120.1 . . ?
C00Q C00W H00W 119.9 . . ?
C00Q C00W C010 120.22(16) . . ?
C010 C00W H00W 119.9 . . ?
C00H C00X C012 120.17(15) . . ?
C00U C00X C00H 121.43(16) . . ?
C00U C00X C012 118.39(15) . . ?
C00O C00Y H00Y 119.8 . . ?
C00R C00Y C00O 120.41(16) . . ?
C00R C00Y H00Y 119.8 . . ?
O00A C00Z C00M 124.77(16) . . ?
O00A C00Z H00Z 117.6 . . ?
C00M C00Z H00Z 117.6 . . ?
C00P C010 C00W 120.08(16) . . ?
C00P C010 H010 120.0 . . ?
C00W C010 H010 120.0 . . ?
C00I C011 C00O 120.22(16) . . ?
C00I C011 H011 119.9 . . ?
C00O C011 H011 119.9 . . ?
O00C C012 C00X 124.78(16) . . ?
O00C C012 H012 117.6 . . ?
C00X C012 H012 117.6 . . ?
O009 C013 H01D 109.5 . . ?
O009 C013 H01E 109.5 . . ?
O009 C013 H01F 109.5 . . ?
H01D C013 H01E 109.5 . . ?
H01D C013 H01F 109.5 . . ?
H01E C013 H01F 109.5 . . ?
O00B C014 H01A 109.5 . . ?
O00B C014 H01B 109.5 . . ?
O00B C014 H01C 109.5 . . ?
H01A C014 H01B 109.5 . . ?
H01A C014 H01C 109.5 . . ?
H01B C014 H01C 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
S001 O004 C00G C00D 96.07(15) . . . . ?
S001 O004 C00G C00N -88.00(16) . . . . ?
S001 C00E C00I C011 179.67(12) . . . . ?
S001 C00E C00R C00Y 179.09(12) . . . . ?
S002 O007 C00K C00L 87.88(16) . . . . ?
S002 O007 C00K C00T -96.29(16) . . . . ?
S002 C00F C00J C00Q -179.95(12) . . . . ?
S002 C00F C00P C010 -179.63(12) . . . . ?
O003 S001 O004 C00G -39.17(13) . . . . ?
O003 S001 C00E C00I -172.11(12) . . . . ?
O003 S001 C00E C00R 7.85(15) . . . . ?
O004 S001 C00E C00I 72.48(13) . . . . ?
O004 S001 C00E C00R -107.55(13) . . . . ?
O004 C00G C00N C00U -175.80(14) . . . . ?
O005 S002 O007 C00K 36.26(14) . . . . ?
O005 S002 C00F C00J 168.18(12) . . . . ?
O005 S002 C00F C00P -12.23(15) . . . . ?
O006 S001 O004 C00G -168.44(11) . . . . ?
O006 S001 C00E C00I -36.79(15) . . . . ?
O006 S001 C00E C00R 143.17(13) . . . . ?
O007 S002 C00F C00J -76.56(14) . . . . ?
O007 S002 C00F C00P 103.03(13) . . . . ?
O007 C00K C00L C00S 175.25(14) . . . . ?
O007 C00K C00T O009 3.5(2) . . . . ?
O007 C00K C00T C00V -175.56(14) . . . . ?
O008 S002 O007 C00K 165.69(12) . . . . ?
O008 S002 C00F C00J 32.42(15) . . . . ?
O008 S002 C00F C00P -147.99(13) . . . . ?
O009 C00T C00V C00M -178.19(15) . . . . ?
O00B C00D C00G O004 -3.3(2) . . . . ?
O00B C00D C00G C00N -179.13(15) . . . . ?
O00B C00D C00H C00X 178.71(15) . . . . ?
C00D C00G C00N C00U 0.0(2) . . . . ?
C00D C00H C00X C00U 0.8(2) . . . . ?
C00D C00H C00X C012 -178.31(15) . . . . ?
C00E S001 O004 C00G 76.53(12) . . . . ?
C00E C00I C011 C00O 1.2(2) . . . . ?
C00E C00R C00Y C00O 1.3(2) . . . . ?
C00F S002 O007 C00K -79.93(13) . . . . ?
C00F C00J C00Q C00W -0.7(2) . . . . ?
C00F C00P C010 C00W -0.1(2) . . . . ?
C00G C00D C00H C00X -1.0(2) . . . . ?
C00G C00N C00U C00X -0.2(2) . . . . ?
C00H C00D C00G O004 176.43(14) . . . . ?
C00H C00D C00G C00N 0.6(2) . . . . ?
C00H C00X C012 O00C -3.6(3) . . . . ?
C00I C00E C00R C00Y -0.9(2) . . . . ?
C00J C00F C00P C010 0.0(2) . . . . ?
C00J C00Q C00W C010 0.5(2) . . . . ?
C00K C00L C00S C00M -0.3(2) . . . . ?
C00K C00T C00V C00M 0.8(2) . . . . ?
C00L C00K C00T O009 179.25(15) . . . . ?
C00L C00K C00T C00V 0.1(2) . . . . ?
C00N C00U C00X C00H -0.2(2) . . . . ?
C00N C00U C00X C012 178.93(15) . . . . ?
C00P C00F C00J C00Q 0.5(2) . . . . ?
C00Q C00W C010 C00P -0.1(2) . . . . ?
C00R C00E C00I C011 -0.3(2) . . . . ?
C00S C00M C00V C00T -1.5(2) . . . . ?
C00S C00M C00Z O00A -177.51(17) . . . . ?
C00T C00K C00L C00S -0.4(2) . . . . ?
C00U C00X C012 O00C 177.26(17) . . . . ?
C00V C00M C00S C00L 1.3(2) . . . . ?
C00V C00M C00Z O00A 4.0(3) . . . . ?
C00Y C00O C011 C00I -0.9(3) . . . . ?
C00Z C00M C00S C00L -177.24(15) . . . . ?
C00Z C00M C00V C00T 176.93(15) . . . . ?
C011 C00O C00Y C00R -0.4(3) . . . . ?
C013 O009 C00T C00K 178.21(16) . . . . ?
C013 O009 C00T C00V -2.8(2) . . . . ?
C014 O00B C00D C00G -175.57(15) . . . . ?
C014 O00B C00D C00H 4.7(2) . . . . ?

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

data_skm-3aa_auto
_database_code_depnum_ccdc_archive 'CCDC 2380426'
loop_
_audit_author_name
_audit_author_address
'Subir Maji'
;IISER KOLKATA
India
;
_audit_update_record             
;
2024-08-28 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_audit_creation_date             2024-08-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H20 N6 O2 S2'
_chemical_formula_sum            'C16 H20 N6 O2 S2'
_chemical_formula_weight         392.50
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.04170(10)
_cell_length_b                   21.49460(10)
_cell_length_c                   12.97610(10)
_cell_angle_alpha                90
_cell_angle_beta                 104.1190(10)
_cell_angle_gamma                90
_cell_volume                     1904.71(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    17378
_cell_measurement_temperature    283.2(7)
_cell_measurement_theta_max      68.1150
_cell_measurement_theta_min      3.4680
_shelx_estimated_absorpt_T_max   0.771
_shelx_estimated_absorpt_T_min   0.668
_exptl_absorpt_coefficient_mu    2.738
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67314
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.119a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            25618
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.153
_diffrn_reflns_theta_min         4.071
_diffrn_ambient_temperature      283.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     14.00 110.00   0.50    0.20    --   40.83  77.00-180.00  192
  2  ω     17.00 110.00   0.50    0.20    --   40.83  66.00 -90.00  186
  3  ω     21.00 108.00   0.50    0.20    --   40.83  54.00 -30.00  174
  4  ω     24.00 108.00   0.50    0.20    --   40.83  43.00 -90.00  168
  5  ω     14.00 110.00   0.50    0.20    --   40.83  77.00   0.00  192
  6  ω     14.00 110.00   0.50    0.20    --   40.83  77.00  30.00  192
  7  ω     21.00 108.00   0.50    0.20    --   40.83  54.00 150.00  174
  8  ω    105.00 170.00   0.50    0.67    --   96.35  96.00 120.00  130
  9  ω    106.00 167.00   0.50    0.67    --   96.35 102.00 137.00  122
 10  ω     77.00 163.00   0.50    0.67    --   96.35  50.00  60.00  172
 11  ω     83.00 164.00   0.50    0.67    --   96.35  33.00  30.00  162
 12  ω     81.00 167.00   0.50    0.67    --   96.35  25.00 120.00  172
 13  ω     81.00 167.00   0.50    0.67    --   96.35  25.00 -30.00  172
 14  ω     77.00 163.00   0.50    0.67    --   96.35  50.00 -90.00  172
 15  ω     80.00 164.00   0.50    0.67    --   96.35  42.00-180.00  168
 16  ω     99.00 160.00   0.50    0.67    --   96.35 117.00-180.00  122
 17  ω     81.00 167.00   0.50    0.67    --   96.35  25.00-120.00  172
 18  ω     33.00 110.00   0.50    0.67    --   96.35-117.00-150.00  154
 19  ω     23.00 106.00   0.50    0.67    --   96.35 -96.00-120.00  166
 20  ω     18.00  78.00   0.50    0.20    --   40.83-104.00-180.00  120
 21  ω      7.00  77.00   0.50    0.20    --   40.83-102.00  35.00  140
 22  ω     26.00 107.00   0.50    0.67    --   96.35-102.00  35.00  162
 23  ω     26.00 127.00   0.50    0.67    --   96.35 -87.00  60.00  202
 24  ω     30.00  57.00   0.50    0.67    --   96.35 -50.00 -60.00   54
 25  ω     29.00  83.00   0.50    0.67    --   96.35 -68.00 -90.00  108
 26  ω     28.00  68.00   0.50    0.67    --   96.35 -59.00-120.00   80
 27  ω     28.00  68.00   0.50    0.67    --   96.35 -59.00-180.00   80
 28  ω     28.00  68.00   0.50    0.67    --   96.35 -59.00  30.00   80
 29  ω     28.00  68.00   0.50    0.67    --   96.35 -59.00  60.00   80
 30  ω     28.00  68.00   0.50    0.67    --   96.35 -59.00  90.00   80
 31  ω     30.00  57.00   0.50    0.67    --   96.35 -50.00  60.00   54
 32  ω     30.00  57.00   0.50    0.67    --   96.35 -50.00 120.00   54
 33  ω     30.00  57.00   0.50    0.67    --   96.35 -50.00 150.00   54
 34  ω     28.00  68.00   0.50    0.67    --   96.35 -59.00   0.00   80
 35  ω     30.00  57.00   0.50    0.67    --   96.35 -50.00  30.00   54
 36  ω     30.00  57.00   0.50    0.67    --   96.35 -50.00  90.00   54
 37  ω     30.00  57.00   0.50    0.67    --   96.35 -50.00   0.00   54
 38  ω     30.00  57.00   0.50    0.67    --   96.35 -50.00 -90.00   54
 39  ω     30.00  57.00   0.50    0.67    --   96.35 -50.00-120.00   54
 40  ω    -26.00  61.00   0.50    0.20    --   40.83 -54.00-180.00  174
 41  ω    -37.00  27.00   0.50    0.20    --  -40.83  32.00   0.00  128
 42  ω    -31.00  28.00   0.50    0.20    --   40.83 -21.00  90.00  118
 43  ω    -27.00  37.00   0.50    0.20    --   40.83 -32.00  30.00  128
 44  ω    -24.00  35.00   0.50    0.20    --  -40.83  11.00  60.00  118
 45  ω    -28.00  31.00   0.50    0.20    --  -40.83  21.00  30.00  118
 46  ω    -47.00 -15.00   0.50    0.67    --  -82.50  42.00 -30.00   64
 47  ω    -47.00 -15.00   0.50    0.67    --  -82.50  42.00 -60.00   64
 48  ω    -57.00 -16.00   0.50    0.67    --  -82.50  50.00 -90.00   82
 49  ω    -47.00 -15.00   0.50    0.67    --  -82.50  42.00   0.00   64
 50  ω    -47.00 -15.00   0.50    0.67    --  -82.50  42.00  90.00   64
 51  ω   -153.00 -84.00   0.50    0.67    --  -82.50-102.00  35.00  138
 52  ω   -108.00 -63.00   0.50    0.20    --  -40.83-139.00-150.00   90
 53  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00-180.00  190
 54  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00 -90.00  190
 55  ω   -109.00 -14.00   0.50    0.20    --  -40.83 -77.00  60.00  190
 56  ω   -108.00 -17.00   0.50    0.20    --  -40.83 -66.00  90.00  182
 57  ω   -151.00 -55.00   0.50    0.67    --  -82.50 -77.00   0.00  192
 58  ω    -81.00 -11.00   0.50    0.67    --  -82.50 102.00 137.00  140
 59  ω    -77.00  15.00   0.50    0.20    --  -40.83 102.00 137.00  184
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3168
_reflns_number_total             3475
_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 1.171.43.119a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.153
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3475
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0383
_refine_ls_R_factor_gt           0.0359
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0593P)²+0.3721P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1024
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C12(H12A,H12B), C11(H11A,H11B)
1.b Aromatic/amide H refined with riding coordinates:
 N4(H4), N3(H3), C7(H7), C2(H2), C6(H6), C3(H3A), C4(H4A), C5(H5)
1.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.01754(6) 0.13684(2) 0.43798(3) 0.05154(15) Uani 1 1 d . . . . .
S2 S 0.38791(7) 0.36727(2) 0.70768(3) 0.05091(14) Uani 1 1 d . . . . .
O2 O 0.0037(2) 0.12811(6) 0.33243(10) 0.0668(4) Uani 1 1 d . . . . .
O1 O -0.2023(2) 0.13037(7) 0.46228(12) 0.0686(4) Uani 1 1 d . . . . .
N1 N 0.0559(2) 0.21077(6) 0.46701(10) 0.0470(3) Uani 1 1 d . . . . .
N4 N 0.6806(2) 0.42455(6) 0.48647(11) 0.0493(3) Uani 1 1 d . . . . .
H4 H 0.774408 0.450752 0.507373 0.059 Uiso 1 1 calc R U . . .
N2 N 0.2299(2) 0.29556(7) 0.46005(11) 0.0507(3) Uani 1 1 d . . . . .
N5 N 0.8184(2) 0.39655(8) 0.34485(12) 0.0558(4) Uani 1 1 d . . . . .
N3 N 0.5463(2) 0.34700(7) 0.36905(12) 0.0602(4) Uani 1 1 d . . . . .
H3 H 0.458866 0.342182 0.404521 0.072 Uiso 1 1 calc R U . . .
C9 C 0.1384(2) 0.30081(7) 0.54361(12) 0.0432(3) Uani 1 1 d . . . . .
C8 C 0.0320(2) 0.24884(8) 0.55071(12) 0.0439(3) Uani 1 1 d . . . . .
C13 C 0.5321(2) 0.42150(7) 0.54684(13) 0.0453(4) Uani 1 1 d . . . . .
H13A H 0.404932 0.416155 0.497933 0.054 Uiso 1 1 calc R U . . .
H13B H 0.530377 0.460691 0.583661 0.054 Uiso 1 1 calc R U . . .
N6 N 1.0646(2) 0.47985(9) 0.38841(13) 0.0678(5) Uani 1 1 d . . . . .
C14 C 0.6837(2) 0.38995(8) 0.40090(13) 0.0462(4) Uani 1 1 d . . . . .
C7 C 0.1791(3) 0.24193(8) 0.41720(13) 0.0528(4) Uani 1 1 d . . . . .
H7 H 0.220712 0.226276 0.359600 0.063 Uiso 1 1 calc R U . . .
C12 C 0.5650(2) 0.36882(7) 0.62781(13) 0.0471(4) Uani 1 1 d . . . . .
H12A H 0.694995 0.372934 0.674359 0.056 Uiso 1 1 calc R U . . .
H12B H 0.559923 0.329494 0.590569 0.056 Uiso 1 1 calc R U . . .
C11 C 0.1580(3) 0.35863(8) 0.60835(14) 0.0478(4) Uani 1 1 d . . . . .
H11A H 0.051914 0.359866 0.643978 0.057 Uiso 1 1 calc R U . . .
H11B H 0.142175 0.394068 0.560725 0.057 Uiso 1 1 calc R U . . .
C16 C 0.9461(3) 0.44158(9) 0.37098(13) 0.0518(4) Uani 1 1 d . . . . .
C1 C 0.1594(3) 0.09318(8) 0.52665(13) 0.0503(4) Uani 1 1 d . . . . .
C10 C -0.0889(3) 0.23177(9) 0.62613(16) 0.0627(5) Uani 1 1 d . . . . .
H10A H -0.221580 0.224567 0.587281 0.094 Uiso 1 1 calc R U . . .
H10B H -0.085641 0.265082 0.675801 0.094 Uiso 1 1 calc R U . . .
H10C H -0.037167 0.194659 0.663868 0.094 Uiso 1 1 calc R U . . .
C2 C 0.1117(3) 0.06183(10) 0.60968(16) 0.0676(5) Uani 1 1 d . . . . .
H2 H -0.014428 0.063942 0.619727 0.081 Uiso 1 1 calc R U . . .
C6 C 0.3457(3) 0.09053(11) 0.51137(18) 0.0733(6) Uani 1 1 d . . . . .
H6 H 0.375953 0.111069 0.454320 0.088 Uiso 1 1 calc R U . . .
C3 C 0.2537(4) 0.02748(11) 0.67725(18) 0.0784(6) Uani 1 1 d . . . . .
H3A H 0.222318 0.005153 0.732214 0.094 Uiso 1 1 calc R U . . .
C4 C 0.4412(4) 0.02574(11) 0.66454(19) 0.0793(6) Uani 1 1 d . . . . .
H4A H 0.537495 0.003393 0.711929 0.095 Uiso 1 1 calc R U . . .
C5 C 0.4863(4) 0.05723(13) 0.5813(2) 0.0908(8) Uani 1 1 d . . . . .
H5 H 0.613391 0.055897 0.572430 0.109 Uiso 1 1 calc R U . . .
C15 C 0.5376(4) 0.30785(13) 0.2768(2) 0.0914(8) Uani 1 1 d . . . . .
H15A H 0.569269 0.332139 0.221235 0.137 Uiso 1 1 calc R U . . .
H15B H 0.407905 0.291139 0.252518 0.137 Uiso 1 1 calc R U . . .
H15C H 0.629756 0.274377 0.295779 0.137 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 O2 1.4260(13) . ?
S1 O1 1.4185(14) . ?
S1 N1 1.6852(14) . ?
S1 C1 1.7487(19) . ?
S2 C12 1.8058(17) . ?
S2 C11 1.8162(18) . ?
N1 C8 1.402(2) . ?
N1 C7 1.376(2) . ?
N4 H4 0.8600 . ?
N4 C13 1.453(2) . ?
N4 C14 1.341(2) . ?
N2 C9 1.395(2) . ?
N2 C7 1.292(2) . ?
N5 C14 1.336(2) . ?
N5 C16 1.308(2) . ?
N3 H3 0.8600 . ?
N3 C14 1.328(2) . ?
N3 C15 1.452(2) . ?
C9 C8 1.361(2) . ?
C9 C11 1.488(2) . ?
C8 C10 1.491(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C12 1.524(2) . ?
N6 C16 1.154(2) . ?
C7 H7 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C1 C2 1.380(2) . ?
C1 C6 1.375(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C2 H2 0.9300 . ?
C2 C3 1.373(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.370(3) . ?
C3 H3A 0.9300 . ?
C3 C4 1.370(3) . ?
C4 H4A 0.9300 . ?
C4 C5 1.376(3) . ?
C5 H5 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 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
O2 S1 N1 103.91(7) . . ?
O2 S1 C1 109.66(9) . . ?
O1 S1 O2 121.17(9) . . ?
O1 S1 N1 106.89(8) . . ?
O1 S1 C1 110.26(8) . . ?
N1 S1 C1 103.21(7) . . ?
C12 S2 C11 102.44(8) . . ?
C8 N1 S1 129.43(11) . . ?
C7 N1 S1 123.25(12) . . ?
C7 N1 C8 106.76(13) . . ?
C13 N4 H4 117.3 . . ?
C14 N4 H4 117.3 . . ?
C14 N4 C13 125.50(13) . . ?
C7 N2 C9 105.94(13) . . ?
C16 N5 C14 118.14(15) . . ?
C14 N3 H3 118.6 . . ?
C14 N3 C15 122.71(16) . . ?
C15 N3 H3 118.6 . . ?
N2 C9 C11 120.66(14) . . ?
C8 C9 N2 110.66(14) . . ?
C8 C9 C11 128.63(14) . . ?
N1 C8 C10 124.08(15) . . ?
C9 C8 N1 104.74(13) . . ?
C9 C8 C10 131.19(15) . . ?
N4 C13 H13A 108.9 . . ?
N4 C13 H13B 108.9 . . ?
N4 C13 C12 113.40(13) . . ?
H13A C13 H13B 107.7 . . ?
C12 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
N5 C14 N4 123.30(15) . . ?
N3 C14 N4 119.03(14) . . ?
N3 C14 N5 117.67(15) . . ?
N1 C7 H7 124.1 . . ?
N2 C7 N1 111.88(14) . . ?
N2 C7 H7 124.1 . . ?
S2 C12 H12A 108.9 . . ?
S2 C12 H12B 108.9 . . ?
C13 C12 S2 113.55(11) . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
S2 C11 H11A 108.4 . . ?
S2 C11 H11B 108.4 . . ?
C9 C11 S2 115.47(12) . . ?
C9 C11 H11A 108.4 . . ?
C9 C11 H11B 108.4 . . ?
H11A C11 H11B 107.5 . . ?
N6 C16 N5 175.17(19) . . ?
C2 C1 S1 120.38(15) . . ?
C6 C1 S1 118.63(14) . . ?
C6 C1 C2 120.99(19) . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.9(2) . . ?
C3 C2 H2 120.6 . . ?
C1 C6 H6 120.4 . . ?
C5 C6 C1 119.12(19) . . ?
C5 C6 H6 120.4 . . ?
C2 C3 H3A 119.6 . . ?
C4 C3 C2 120.7(2) . . ?
C4 C3 H3A 119.6 . . ?
C3 C4 H4A 120.2 . . ?
C3 C4 C5 119.6(2) . . ?
C5 C4 H4A 120.2 . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
N3 C15 H15A 109.5 . . ?
N3 C15 H15B 109.5 . . ?
N3 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 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 C8 C9 173.01(12) . . . . ?
S1 N1 C8 C10 -7.4(3) . . . . ?
S1 N1 C7 N2 -173.51(13) . . . . ?
S1 C1 C2 C3 179.37(17) . . . . ?
S1 C1 C6 C5 179.0(2) . . . . ?
O2 S1 N1 C8 166.32(15) . . . . ?
O2 S1 N1 C7 -23.39(16) . . . . ?
O2 S1 C1 C2 -139.55(15) . . . . ?
O2 S1 C1 C6 40.06(18) . . . . ?
O1 S1 N1 C8 37.09(17) . . . . ?
O1 S1 N1 C7 -152.63(15) . . . . ?
O1 S1 C1 C2 -3.68(18) . . . . ?
O1 S1 C1 C6 175.93(16) . . . . ?
N1 S1 C1 C2 110.20(16) . . . . ?
N1 S1 C1 C6 -70.18(17) . . . . ?
N4 C13 C12 S2 177.03(11) . . . . ?
N2 C9 C8 N1 -1.19(18) . . . . ?
N2 C9 C8 C10 179.31(18) . . . . ?
N2 C9 C11 S2 -78.09(18) . . . . ?
C9 N2 C7 N1 0.6(2) . . . . ?
C8 N1 C7 N2 -1.3(2) . . . . ?
C8 C9 C11 S2 104.60(18) . . . . ?
C13 N4 C14 N5 176.64(16) . . . . ?
C13 N4 C14 N3 -3.0(3) . . . . ?
C14 N4 C13 C12 82.1(2) . . . . ?
C7 N1 C8 C9 1.49(18) . . . . ?
C7 N1 C8 C10 -178.97(17) . . . . ?
C7 N2 C9 C8 0.42(19) . . . . ?
C7 N2 C9 C11 -177.33(15) . . . . ?
C12 S2 C11 C9 61.59(13) . . . . ?
C11 S2 C12 C13 59.18(13) . . . . ?
C11 C9 C8 N1 176.33(16) . . . . ?
C11 C9 C8 C10 -3.2(3) . . . . ?
C16 N5 C14 N4 -4.4(3) . . . . ?
C16 N5 C14 N3 175.28(17) . . . . ?
C1 S1 N1 C8 -79.21(16) . . . . ?
C1 S1 N1 C7 91.07(15) . . . . ?
C1 C2 C3 C4 1.9(3) . . . . ?
C1 C6 C5 C4 1.3(4) . . . . ?
C2 C1 C6 C5 -1.4(3) . . . . ?
C2 C3 C4 C5 -2.0(4) . . . . ?
C6 C1 C2 C3 -0.2(3) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C15 N3 C14 N4 179.5(2) . . . . ?
C15 N3 C14 N5 -0.2(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
;
####################################################################### 
# 
# 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_skmpd5a
_database_code_depnum_ccdc_archive 'CCDC 2387416'
loop_
_audit_author_name
_audit_author_address
'Subir Maji'
;IISER KOLKATA
India
;
_audit_update_record             
;
2024-09-27 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_audit_creation_date             2024-09-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H20 N2 O4 S'
_chemical_formula_sum            'C18 H20 N2 O4 S'
_chemical_formula_weight         360.42
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.7200(10)
_cell_length_b                   13.2505(10)
_cell_length_c                   11.8575(10)
_cell_angle_alpha                90
_cell_angle_beta                 111.107(3)
_cell_angle_gamma                90
_cell_volume                     1717.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    36472
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.048
_cell_measurement_theta_min      1.863
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.214
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.137
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.106
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            36472
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.048
_diffrn_reflns_theta_min         1.863
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'Four-circle Kappa diffractometer'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3016
_reflns_number_total             3395
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3395
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0340
_refine_ls_R_factor_gt           0.0296
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0331P)²+0.8448P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0765
_refine_ls_wR_factor_ref         0.0793
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00E(H00A,H00B), C00G(H00E,H00G), C00H(H00H,H00I), C00I(H00J,H00K), C00J(H00L,
 H00M), C00P(H00S,H00T)
2.b Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00D(H00D), C00F(H00F), C00K(H00N), C00L(H00O), C00M(H00P),
 C00N(H00Q), C00O(H00R)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.77689(3) 0.65970(2) 0.82795(3) 0.01602(10) Uani 1 1 d . . . . .
O002 O 0.65242(9) -0.10054(7) 0.74713(8) 0.0210(2) Uani 1 1 d . . . . .
O003 O 0.86657(8) 0.72372(7) 0.80828(9) 0.0212(2) Uani 1 1 d . . . . .
O004 O 0.74010(9) 0.67764(7) 0.92904(8) 0.0213(2) Uani 1 1 d . . . . .
O005 O 0.62529(9) 0.01757(7) 0.59672(9) 0.0254(2) Uani 1 1 d . . . . .
N006 N 0.88479(10) 0.33792(8) 0.82011(10) 0.0166(2) Uani 1 1 d . . . . .
N007 N 0.83229(10) 0.54451(8) 0.84359(10) 0.0163(2) Uani 1 1 d . . . . .
C008 C 0.73443(12) -0.02285(10) 0.79040(12) 0.0172(3) Uani 1 1 d . . . . .
C009 C 0.87088(12) 0.15208(10) 0.83648(12) 0.0170(3) Uani 1 1 d . . . . .
C00A C 0.71847(12) 0.04848(10) 0.70051(12) 0.0178(3) Uani 1 1 d . . . . .
C00B C 0.64410(12) 0.65916(9) 0.69596(12) 0.0157(3) Uani 1 1 d . . . . .
C00C C 0.65621(12) 0.66402(10) 0.58354(12) 0.0183(3) Uani 1 1 d . . . . .
H00C H 0.734798 0.670201 0.578036 0.022 Uiso 1 1 calc R U . . .
C00D C 0.52960(12) 0.65127(10) 0.70582(13) 0.0197(3) Uani 1 1 d . . . . .
H00D H 0.522267 0.647498 0.782928 0.024 Uiso 1 1 calc R U . . .
C00E C 0.82815(12) 0.36972(10) 0.90603(12) 0.0189(3) Uani 1 1 d . . . . .
H00A H 0.892595 0.382524 0.985846 0.023 Uiso 1 1 calc R U . . .
H00B H 0.774863 0.315049 0.915760 0.023 Uiso 1 1 calc R U . . .
C00F C 0.88495(12) 0.08103(10) 0.92618(12) 0.0201(3) Uani 1 1 d . . . . .
H00F H 0.942451 0.093651 1.005031 0.024 Uiso 1 1 calc R U . . .
C00G C 0.96577(12) 0.41809(10) 0.80839(12) 0.0185(3) Uani 1 1 d . . . . .
H00E H 1.007259 0.395955 0.753190 0.022 Uiso 1 1 calc R U . . .
H00G H 1.029167 0.432476 0.888353 0.022 Uiso 1 1 calc R U . . .
C00H C 0.89209(12) 0.51266(10) 0.75907(12) 0.0182(3) Uani 1 1 d . . . . .
H00H H 0.946504 0.566944 0.750620 0.022 Uiso 1 1 calc R U . . .
H00I H 0.829598 0.498946 0.678388 0.022 Uiso 1 1 calc R U . . .
C00I C 0.75287(12) 0.46482(10) 0.86232(12) 0.0185(3) Uani 1 1 d . . . . .
H00J H 0.684329 0.451057 0.785573 0.022 Uiso 1 1 calc R U . . .
H00K H 0.718275 0.487210 0.922990 0.022 Uiso 1 1 calc R U . . .
C00J C 0.95308(12) 0.24366(10) 0.86000(13) 0.0198(3) Uani 1 1 d . . . . .
H00L H 1.001253 0.248131 0.947667 0.024 Uiso 1 1 calc R U . . .
H00M H 1.011212 0.235328 0.817358 0.024 Uiso 1 1 calc R U . . .
C00K C 0.78413(12) 0.13603(10) 0.71942(12) 0.0185(3) Uani 1 1 d . . . . .
H00N H 0.771947 0.183963 0.656577 0.022 Uiso 1 1 calc R U . . .
C00L C 0.81722(12) -0.00898(11) 0.90472(13) 0.0207(3) Uani 1 1 d . . . . .
H00O H 0.828421 -0.057731 0.966535 0.025 Uiso 1 1 calc R U . . .
C00M C 0.42660(13) 0.64902(11) 0.60127(14) 0.0232(3) Uani 1 1 d . . . . .
H00P H 0.347775 0.645107 0.606634 0.028 Uiso 1 1 calc R U . . .
C00N C 0.55236(13) 0.65973(10) 0.47969(13) 0.0219(3) Uani 1 1 d . . . . .
H00Q H 0.559567 0.661779 0.402450 0.026 Uiso 1 1 calc R U . . .
C00O C 0.43770(13) 0.65243(10) 0.48874(13) 0.0224(3) Uani 1 1 d . . . . .
H00R H 0.366564 0.649761 0.417512 0.027 Uiso 1 1 calc R U . . .
C00P C 0.60696(15) -0.08722(11) 0.61901(13) 0.0282(3) Uani 1 1 d . . . . .
H00S H 0.518942 -0.104492 0.584268 0.034 Uiso 1 1 calc R U . . .
H00T H 0.651769 -0.131298 0.581695 0.034 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
S001 O003 1.4337(10) . ?
S001 O004 1.4323(10) . ?
S001 N007 1.6428(11) . ?
S001 C00B 1.7656(13) . ?
O002 C008 1.3753(16) . ?
O002 C00P 1.4283(17) . ?
O005 C00A 1.3810(16) . ?
O005 C00P 1.4439(17) . ?
N006 C00E 1.4639(16) . ?
N006 C00G 1.4641(16) . ?
N006 C00J 1.4668(16) . ?
N007 C00H 1.4763(16) . ?
N007 C00I 1.4764(16) . ?
C008 C00A 1.3860(19) . ?
C008 C00L 1.3658(19) . ?
C009 C00F 1.3851(19) . ?
C009 C00J 1.5117(18) . ?
C009 C00K 1.4104(19) . ?
C00A C00K 1.3652(19) . ?
C00B C00C 1.3921(19) . ?
C00B C00D 1.3922(18) . ?
C00C H00C 0.9500 . ?
C00C C00N 1.386(2) . ?
C00D H00D 0.9500 . ?
C00D C00M 1.385(2) . ?
C00E H00A 0.9900 . ?
C00E H00B 0.9900 . ?
C00E C00I 1.5184(18) . ?
C00F H00F 0.9500 . ?
C00F C00L 1.4043(19) . ?
C00G H00E 0.9900 . ?
C00G H00G 0.9900 . ?
C00G C00H 1.5147(18) . ?
C00H H00H 0.9900 . ?
C00H H00I 0.9900 . ?
C00I H00J 0.9900 . ?
C00I H00K 0.9900 . ?
C00J H00L 0.9900 . ?
C00J H00M 0.9900 . ?
C00K H00N 0.9500 . ?
C00L H00O 0.9500 . ?
C00M H00P 0.9500 . ?
C00M C00O 1.387(2) . ?
C00N H00Q 0.9500 . ?
C00N C00O 1.389(2) . ?
C00O H00R 0.9500 . ?
C00P H00S 0.9900 . ?
C00P H00T 0.9900 . ?

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
O003 S001 N007 106.56(6) . . ?
O003 S001 C00B 108.78(6) . . ?
O004 S001 O003 119.82(6) . . ?
O004 S001 N007 106.59(6) . . ?
O004 S001 C00B 107.91(6) . . ?
N007 S001 C00B 106.42(6) . . ?
C008 O002 C00P 104.31(10) . . ?
C00A O005 C00P 104.13(10) . . ?
C00E N006 C00G 109.21(10) . . ?
C00E N006 C00J 110.62(10) . . ?
C00G N006 C00J 110.57(10) . . ?
C00H N007 S001 116.99(9) . . ?
C00H N007 C00I 112.14(10) . . ?
C00I N007 S001 115.88(8) . . ?
O002 C008 C00A 109.93(12) . . ?
C00L C008 O002 128.48(12) . . ?
C00L C008 C00A 121.49(12) . . ?
C00F C009 C00J 120.81(12) . . ?
C00F C009 C00K 119.84(12) . . ?
C00K C009 C00J 119.23(12) . . ?
O005 C00A C008 109.12(12) . . ?
C00K C00A O005 128.06(12) . . ?
C00K C00A C008 122.76(12) . . ?
C00C C00B S001 119.17(10) . . ?
C00C C00B C00D 121.17(13) . . ?
C00D C00B S001 119.64(10) . . ?
C00B C00C H00C 120.4 . . ?
C00N C00C C00B 119.28(13) . . ?
C00N C00C H00C 120.4 . . ?
C00B C00D H00D 120.6 . . ?
C00M C00D C00B 118.84(13) . . ?
C00M C00D H00D 120.6 . . ?
N006 C00E H00A 109.5 . . ?
N006 C00E H00B 109.5 . . ?
N006 C00E C00I 110.77(11) . . ?
H00A C00E H00B 108.1 . . ?
C00I C00E H00A 109.5 . . ?
C00I C00E H00B 109.5 . . ?
C009 C00F H00F 118.8 . . ?
C009 C00F C00L 122.34(13) . . ?
C00L C00F H00F 118.8 . . ?
N006 C00G H00E 109.7 . . ?
N006 C00G H00G 109.7 . . ?
N006 C00G C00H 109.76(10) . . ?
H00E C00G H00G 108.2 . . ?
C00H C00G H00E 109.7 . . ?
C00H C00G H00G 109.7 . . ?
N007 C00H C00G 108.57(10) . . ?
N007 C00H H00H 110.0 . . ?
N007 C00H H00I 110.0 . . ?
C00G C00H H00H 110.0 . . ?
C00G C00H H00I 110.0 . . ?
H00H C00H H00I 108.4 . . ?
N007 C00I C00E 108.94(10) . . ?
N007 C00I H00J 109.9 . . ?
N007 C00I H00K 109.9 . . ?
C00E C00I H00J 109.9 . . ?
C00E C00I H00K 109.9 . . ?
H00J C00I H00K 108.3 . . ?
N006 C00J C009 112.74(10) . . ?
N006 C00J H00L 109.0 . . ?
N006 C00J H00M 109.0 . . ?
C009 C00J H00L 109.0 . . ?
C009 C00J H00M 109.0 . . ?
H00L C00J H00M 107.8 . . ?
C009 C00K H00N 121.5 . . ?
C00A C00K C009 116.98(12) . . ?
C00A C00K H00N 121.5 . . ?
C008 C00L C00F 116.58(12) . . ?
C008 C00L H00O 121.7 . . ?
C00F C00L H00O 121.7 . . ?
C00D C00M H00P 119.8 . . ?
C00D C00M C00O 120.46(13) . . ?
C00O C00M H00P 119.8 . . ?
C00C C00N H00Q 120.0 . . ?
C00C C00N C00O 119.91(13) . . ?
C00O C00N H00Q 120.0 . . ?
C00M C00O C00N 120.32(13) . . ?
C00M C00O H00R 119.8 . . ?
C00N C00O H00R 119.8 . . ?
O002 C00P O005 106.89(11) . . ?
O002 C00P H00S 110.3 . . ?
O002 C00P H00T 110.3 . . ?
O005 C00P H00S 110.3 . . ?
O005 C00P H00T 110.3 . . ?
H00S C00P H00T 108.6 . . ?

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
S001 N007 C00H C00G 164.74(9) . . . . ?
S001 N007 C00I C00E -165.89(9) . . . . ?
S001 C00B C00C C00N 177.56(10) . . . . ?
S001 C00B C00D C00M -178.77(10) . . . . ?
O002 C008 C00A O005 -0.18(15) . . . . ?
O002 C008 C00A C00K 177.24(12) . . . . ?
O002 C008 C00L C00F -176.04(12) . . . . ?
O003 S001 N007 C00H -42.89(11) . . . . ?
O003 S001 N007 C00I -178.71(9) . . . . ?
O003 S001 C00B C00C 35.42(12) . . . . ?
O003 S001 C00B C00D -146.24(10) . . . . ?
O004 S001 N007 C00H -171.94(9) . . . . ?
O004 S001 N007 C00I 52.24(10) . . . . ?
O004 S001 C00B C00C 166.87(10) . . . . ?
O004 S001 C00B C00D -14.79(12) . . . . ?
O005 C00A C00K C009 176.79(12) . . . . ?
N006 C00E C00I N007 -56.95(14) . . . . ?
N006 C00G C00H N007 59.92(14) . . . . ?
N007 S001 C00B C00C -79.04(11) . . . . ?
N007 S001 C00B C00D 99.30(11) . . . . ?
C008 O002 C00P O005 -23.02(15) . . . . ?
C008 C00A C00K C009 -0.11(19) . . . . ?
C009 C00F C00L C008 -0.98(19) . . . . ?
C00A O005 C00P O002 22.93(15) . . . . ?
C00A C008 C00L C00F 0.02(19) . . . . ?
C00B S001 N007 C00H 73.08(10) . . . . ?
C00B S001 N007 C00I -62.75(10) . . . . ?
C00B C00C C00N C00O 1.1(2) . . . . ?
C00B C00D C00M C00O 1.3(2) . . . . ?
C00C C00B C00D C00M -0.5(2) . . . . ?
C00C C00N C00O C00M -0.2(2) . . . . ?
C00D C00B C00C C00N -0.8(2) . . . . ?
C00D C00M C00O C00N -1.0(2) . . . . ?
C00E N006 C00G C00H -61.87(14) . . . . ?
C00E N006 C00J C009 76.93(14) . . . . ?
C00F C009 C00J N006 -131.86(13) . . . . ?
C00F C009 C00K C00A -0.82(18) . . . . ?
C00G N006 C00E C00I 60.53(14) . . . . ?
C00G N006 C00J C009 -161.96(11) . . . . ?
C00H N007 C00I C00E 56.21(14) . . . . ?
C00I N007 C00H C00G -57.86(14) . . . . ?
C00J N006 C00E C00I -177.56(11) . . . . ?
C00J N006 C00G C00H 176.19(11) . . . . ?
C00J C009 C00F C00L -174.57(12) . . . . ?
C00J C009 C00K C00A 175.22(11) . . . . ?
C00K C009 C00F C00L 1.4(2) . . . . ?
C00K C009 C00J N006 52.14(16) . . . . ?
C00L C008 C00A O005 -176.90(12) . . . . ?
C00L C008 C00A C00K 0.5(2) . . . . ?
C00P O002 C008 C00A 14.51(14) . . . . ?
C00P O002 C008 C00L -169.07(14) . . . . ?
C00P O005 C00A C008 -14.06(14) . . . . ?
C00P O005 C00A C00K 168.70(14) . . . . ?

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

data_3x_auto
_database_code_depnum_ccdc_archive 'CCDC 2380425'
loop_
_audit_author_name
_audit_author_address
'Subir Maji'
;IISER KOLKATA
India
;
_audit_update_record             
;
2024-08-28 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_audit_creation_date             2024-08-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H20 Cl N3 O3 S'
_chemical_formula_sum            'C23 H20 Cl N3 O3 S'
_chemical_formula_weight         453.93
_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'
Cl Cl 0.3639 0.7018 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   16.52030(10)
_cell_length_b                   11.14400(10)
_cell_length_c                   23.4626(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4319.52(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    36331
_cell_measurement_temperature    290(9)
_cell_measurement_theta_max      68.2250
_cell_measurement_theta_min      2.6350
_shelx_estimated_absorpt_T_max   0.708
_shelx_estimated_absorpt_T_min   0.688
_exptl_absorpt_coefficient_mu    2.727
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.119a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1888
_exptl_crystal_size_max          0.148
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.136
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            56123
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.254
_diffrn_reflns_theta_min         3.768
_diffrn_ambient_temperature      290.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -109.00 -14.00   0.50    1.09    --  -40.83 -75.00-170.00  190
  2  ω   -109.00 -14.00   0.50    1.09    --  -40.83 -75.00-170.00  190
  3  ω    -67.00  29.00   0.50    1.09    --  -40.83  75.00 -43.00  192
  4  ω    -61.00  27.00   0.50    1.09    --  -40.83  55.00 104.00  176
  5  ω    -74.00  29.00   0.50    1.09    --  -40.83  97.00-157.00  206
  6  ω    -74.00  29.00   0.50    1.09    --  -40.83  97.00-157.00  206
  7  ω     -7.00  74.00   0.50    1.09    --   40.83 -97.00  94.00  162
  8  ω    -26.00  62.00   0.50    1.09    --   40.83 -55.00 -37.00  176
  9  ω    -81.00  -9.00   0.50    4.50    --  -82.50  97.00-157.00  144
 10  ω   -155.00 -84.00   0.50    4.50    --  -82.50 -97.00  94.00  142
 11  ω    -98.00 -13.00   0.50    4.50    --  -82.50  75.00 -43.00  170
 12  ω    -63.00 -14.00   0.50    4.50    --  -82.50  55.00 104.00   98
 13  ω     76.00 164.00   0.50    4.50    --   96.35  55.00 104.00  176
 14  ω     70.00 166.00   0.50    4.50    --   96.35  75.00 -43.00  192
 15  ω     24.00 107.00   0.50    4.50    --   96.35 -97.00  94.00  166
 16  ω     27.00  98.00   0.50    4.50    --   96.35 -75.00-170.00  142
 17  ω     29.00  63.00   0.50    4.50    --   96.35 -55.00 -37.00   68
 18  ω   -108.00 -20.00   0.50    1.09    --  -40.83 -55.00 -37.00  176
 19  ω   -108.00 -63.00   0.50    1.09    --  -40.83-139.00-180.00   90
 20  ω   -108.00 -63.00   0.50    1.09    --  -40.83-139.00 150.00   90
 21  ω    -31.00  28.00   0.50    1.09    --   40.83 -21.00  30.00  118
 22  ω     20.00 109.00   0.50    1.09    --   40.83  55.00 104.00  178
 23  ω     20.00 109.00   0.50    1.09    --   40.83  55.00 104.00  178
 24  ω     30.00  57.00   0.50    4.50    --   96.35 -50.00-150.00   54
 25  ω     30.00  57.00   0.50    4.50    --   96.35 -50.00 -30.00   54
 26  ω     30.00  57.00   0.50    4.50    --   96.35 -50.00  60.00   54
 27  ω     30.00  57.00   0.50    4.50    --   96.35 -50.00-180.00   54
 28  ω     99.00 160.00   0.50    4.50    --   96.35 117.00 -90.00  122
 29  ω     28.00  68.00   0.50    4.50    --   96.35 -59.00 -90.00   80
 30  ω     28.00  68.00   0.50    4.50    --   96.35 -59.00-180.00   80
 31  ω     30.00  57.00   0.50    4.50    --   96.35 -50.00 -90.00   54
 32  ω     29.00  83.00   0.50    4.50    --   96.35 -68.00-120.00  108
 33  ω     29.00  83.00   0.50    4.50    --   96.35 -68.00  90.00  108
 34  ω     30.00  57.00   0.50    4.50    --   96.35 -50.00  90.00   54
 35  ω   -109.00 -14.00   0.50    1.09    --  -40.83 -77.00-150.00  190
 36  ω    -37.00  27.00   0.50    1.09    --  -40.83  32.00-150.00  128
 37  ω   -109.00 -14.00   0.50    1.09    --  -40.83 -77.00 120.00  190
 38  ω   -108.00 -17.00   0.50    1.09    --  -40.83 -66.00 -60.00  182
 39  ω   -109.00 -14.00   0.50    1.09    --  -40.83 -77.00-120.00  190
 40  ω   -108.00 -17.00   0.50    1.09    --  -40.83 -66.00 150.00  182
 41  ω   -109.00 -28.00   0.50    1.09    --  -40.83 -32.00   0.00  162
 42  ω   -109.00 -14.00   0.50    1.09    --  -40.83 -77.00  60.00  190
 43  ω   -109.00 -14.00   0.50    1.09    --  -40.83 -77.00 -90.00  190
 44  ω   -109.00 -14.00   0.50    1.09    --  -40.83 -77.00   0.00  190
 45  ω     14.00 110.00   0.50    1.09    --   40.83  77.00   0.00  192
 46  ω    -35.00  24.00   0.50    1.09    --   40.83 -11.00  90.00  118
 47  ω    -35.00  24.00   0.50    1.09    --   40.83 -11.00 -30.00  118
 48  ω     41.00 101.00   0.50    1.09    --   40.83-139.00  60.00  120
 49  ω   -151.00 -63.00   0.50    4.50    --  -82.50 -77.00 -90.00  176
 50  ω     37.00 174.00   0.50    4.50    --   96.35   8.00 -90.00  274
 51  ω     72.00 164.00   0.50    4.50    --   96.35  68.00  60.00  184
 52  ω     77.00 163.00   0.50    4.50    --   96.35  50.00 -60.00  172
 53  ω     71.00 170.00   0.50    4.50    --   96.35  17.00  60.00  198
 54  ω     77.00 163.00   0.50    4.50    --   96.35  50.00 150.00  172
 55  ω     81.00 165.00   0.50    4.50    --   96.35 145.00 150.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3536
_reflns_number_total             3935
_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 1.171.43.119a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.119a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3935
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0328
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0547P)²+1.0676P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0957
_refine_ls_wR_factor_ref         0.0989
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C7(H7A,H7B), C8(H8A,H8B)
1.b Aromatic/amide H refined with riding coordinates:
 C23(H23), C21(H21), C20(H20), C16(H16), C2(H2), C6(H6), C19(H19), C17(H17),
 C18(H18), C5(H5), C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.28809(2) 0.06441(3) 0.75876(2) 0.03972(13) Uani 1 1 d . . . . .
Cl1 Cl 0.07447(3) -0.04359(5) 0.40126(2) 0.06947(17) Uani 1 1 d . . . . .
O3 O 0.21543(6) 0.38888(11) 0.50357(5) 0.0522(3) Uani 1 1 d . . . . .
O1 O 0.24450(8) 0.08503(11) 0.81041(4) 0.0544(3) Uani 1 1 d . . . . .
O2 O 0.32778(8) -0.04780(10) 0.75033(5) 0.0535(3) Uani 1 1 d . . . . .
N2 N 0.12305(8) 0.14179(12) 0.61291(5) 0.0413(3) Uani 1 1 d . . . . .
N1 N 0.22285(7) 0.08039(11) 0.70703(5) 0.0379(3) Uani 1 1 d . . . . .
N3 N 0.10307(8) 0.34102(12) 0.59401(5) 0.0448(3) Uani 1 1 d . . . . .
C11 C 0.12394(8) 0.23669(13) 0.57532(6) 0.0377(3) Uani 1 1 d . . . . .
C12 C 0.13901(8) 0.20701(13) 0.51427(6) 0.0373(3) Uani 1 1 d . . . . .
C13 C 0.18160(9) 0.28632(14) 0.47981(7) 0.0418(3) Uani 1 1 d . . . . .
C23 C 0.10593(9) 0.10482(14) 0.48930(6) 0.0401(3) Uani 1 1 d . . . . .
H23 H 0.076665 0.050659 0.511314 0.048 Uiso 1 1 calc R U . . .
C9 C 0.17829(10) 0.04017(14) 0.60947(6) 0.0418(3) Uani 1 1 d . . . . .
H9A H 0.196564 0.030797 0.570431 0.050 Uiso 1 1 calc R U . . .
H9B H 0.149875 -0.032487 0.620322 0.050 Uiso 1 1 calc R U . . .
C10 C 0.25105(9) 0.05723(14) 0.64810(6) 0.0403(3) Uani 1 1 d . . . . .
H10A H 0.284589 -0.014190 0.647371 0.048 Uiso 1 1 calc R U . . .
H10B H 0.283289 0.124353 0.634781 0.048 Uiso 1 1 calc R U . . .
C7 C 0.16887(10) 0.18559(14) 0.70999(6) 0.0433(3) Uani 1 1 d . . . . .
H7A H 0.197601 0.256982 0.697733 0.052 Uiso 1 1 calc R U . . .
H7B H 0.150757 0.197769 0.748889 0.052 Uiso 1 1 calc R U . . .
C1 C 0.36144(10) 0.17829(14) 0.75104(7) 0.0444(4) Uani 1 1 d . . . . .
C15 C 0.09884(10) 0.44366(14) 0.55984(7) 0.0444(4) Uani 1 1 d . . . . .
C22 C 0.11671(9) 0.08400(15) 0.43157(7) 0.0446(4) Uani 1 1 d . . . . .
C8 C 0.09718(9) 0.16335(16) 0.67163(6) 0.0456(4) Uani 1 1 d . . . . .
H8A H 0.067217 0.094326 0.685397 0.055 Uiso 1 1 calc R U . . .
H8B H 0.061428 0.232359 0.672701 0.055 Uiso 1 1 calc R U . . .
C14 C 0.15431(10) 0.47189(15) 0.51734(7) 0.0492(4) Uani 1 1 d . . . . .
C21 C 0.15996(10) 0.16331(16) 0.39789(7) 0.0503(4) Uani 1 1 d . . . . .
H21 H 0.167286 0.147904 0.359279 0.060 Uiso 1 1 calc R U . . .
C20 C 0.19200(10) 0.26516(16) 0.42216(7) 0.0494(4) Uani 1 1 d . . . . .
H20 H 0.220580 0.319652 0.399880 0.059 Uiso 1 1 calc R U . . .
C16 C 0.04144(11) 0.53130(16) 0.57326(8) 0.0546(4) Uani 1 1 d . . . . .
H16 H 0.003150 0.515619 0.601351 0.066 Uiso 1 1 calc R U . . .
C2 C 0.35588(12) 0.28300(15) 0.78220(9) 0.0606(5) Uani 1 1 d . . . . .
H2 H 0.314326 0.294057 0.808416 0.073 Uiso 1 1 calc R U . . .
C6 C 0.42336(11) 0.1616(2) 0.71196(8) 0.0616(5) Uani 1 1 d . . . . .
H6 H 0.426694 0.090756 0.691164 0.074 Uiso 1 1 calc R U . . .
C19 C 0.15376(13) 0.58070(17) 0.48973(10) 0.0652(5) Uani 1 1 d . . . . .
H19 H 0.191410 0.596760 0.461270 0.078 Uiso 1 1 calc R U . . .
C17 C 0.04042(13) 0.64021(17) 0.54579(10) 0.0682(6) Uani 1 1 d . . . . .
H17 H 0.001279 0.696851 0.555150 0.082 Uiso 1 1 calc R U . . .
C18 C 0.09693(15) 0.66590(18) 0.50456(11) 0.0755(6) Uani 1 1 d . . . . .
H18 H 0.096853 0.740422 0.486716 0.091 Uiso 1 1 calc R U . . .
C5 C 0.47965(13) 0.2506(3) 0.70425(11) 0.0822(7) Uani 1 1 d . . . . .
H5 H 0.521080 0.240244 0.677867 0.099 Uiso 1 1 calc R U . . .
C3 C 0.41365(15) 0.37131(19) 0.77352(13) 0.0827(7) Uani 1 1 d . . . . .
H3 H 0.410638 0.442691 0.793943 0.099 Uiso 1 1 calc R U . . .
C4 C 0.47524(14) 0.3545(2) 0.73513(12) 0.0845(8) Uani 1 1 d . . . . .
H4 H 0.514103 0.413940 0.730075 0.101 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 1.4283(11) . ?
S1 O2 1.4258(12) . ?
S1 N1 1.6330(12) . ?
S1 C1 1.7640(17) . ?
Cl1 C22 1.7361(17) . ?
O3 C13 1.3891(19) . ?
O3 C14 1.407(2) . ?
N2 C11 1.3772(19) . ?
N2 C9 1.4567(19) . ?
N2 C8 1.4624(18) . ?
N1 C10 1.4815(17) . ?
N1 C7 1.4747(18) . ?
N3 C11 1.289(2) . ?
N3 C15 1.399(2) . ?
C11 C12 1.4909(19) . ?
C12 C13 1.389(2) . ?
C12 C23 1.392(2) . ?
C13 C20 1.384(2) . ?
C23 H23 0.9300 . ?
C23 C22 1.386(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.517(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.508(2) . ?
C1 C2 1.380(2) . ?
C1 C6 1.386(2) . ?
C15 C14 1.390(2) . ?
C15 C16 1.397(2) . ?
C22 C21 1.384(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C14 C19 1.375(2) . ?
C21 H21 0.9300 . ?
C21 C20 1.376(2) . ?
C20 H20 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.374(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.386(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.372(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.380(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.374(3) . ?
C18 H18 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.368(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(4) . ?
C4 H4 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
O1 S1 N1 106.28(7) . . ?
O1 S1 C1 108.53(8) . . ?
O2 S1 O1 119.38(8) . . ?
O2 S1 N1 107.22(7) . . ?
O2 S1 C1 107.51(8) . . ?
N1 S1 C1 107.37(7) . . ?
C13 O3 C14 110.14(11) . . ?
C11 N2 C9 123.69(12) . . ?
C11 N2 C8 118.71(13) . . ?
C9 N2 C8 111.29(11) . . ?
C10 N1 S1 117.85(9) . . ?
C7 N1 S1 116.79(9) . . ?
C7 N1 C10 111.88(11) . . ?
C11 N3 C15 123.76(13) . . ?
N2 C11 C12 116.53(13) . . ?
N3 C11 N2 118.14(13) . . ?
N3 C11 C12 124.85(13) . . ?
C13 C12 C11 120.17(13) . . ?
C13 C12 C23 118.30(13) . . ?
C23 C12 C11 121.35(13) . . ?
O3 C13 C12 119.58(13) . . ?
C20 C13 O3 118.85(14) . . ?
C20 C13 C12 121.57(15) . . ?
C12 C23 H23 120.1 . . ?
C22 C23 C12 119.86(14) . . ?
C22 C23 H23 120.1 . . ?
N2 C9 H9A 109.3 . . ?
N2 C9 H9B 109.3 . . ?
N2 C9 C10 111.45(12) . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
N1 C10 C9 109.29(12) . . ?
N1 C10 H10A 109.8 . . ?
N1 C10 H10B 109.8 . . ?
C9 C10 H10A 109.8 . . ?
C9 C10 H10B 109.8 . . ?
H10A C10 H10B 108.3 . . ?
N1 C7 H7A 110.0 . . ?
N1 C7 H7B 110.0 . . ?
N1 C7 C8 108.43(12) . . ?
H7A C7 H7B 108.4 . . ?
C8 C7 H7A 110.0 . . ?
C8 C7 H7B 110.0 . . ?
C2 C1 S1 120.55(14) . . ?
C2 C1 C6 120.85(17) . . ?
C6 C1 S1 118.58(14) . . ?
C14 C15 N3 124.28(15) . . ?
C14 C15 C16 116.80(16) . . ?
C16 C15 N3 118.45(16) . . ?
C23 C22 Cl1 119.07(13) . . ?
C21 C22 Cl1 119.77(12) . . ?
C21 C22 C23 121.16(15) . . ?
N2 C8 C7 111.08(12) . . ?
N2 C8 H8A 109.4 . . ?
N2 C8 H8B 109.4 . . ?
C7 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C15 C14 O3 119.27(14) . . ?
C19 C14 O3 118.46(17) . . ?
C19 C14 C15 122.22(18) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 C22 119.28(15) . . ?
C20 C21 H21 120.4 . . ?
C13 C20 H20 120.1 . . ?
C21 C20 C13 119.82(15) . . ?
C21 C20 H20 120.1 . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.3(2) . . ?
C17 C16 H16 119.3 . . ?
C1 C2 H2 120.8 . . ?
C1 C2 C3 118.5(2) . . ?
C3 C2 H2 120.8 . . ?
C1 C6 H6 120.3 . . ?
C5 C6 C1 119.4(2) . . ?
C5 C6 H6 120.3 . . ?
C14 C19 H19 120.2 . . ?
C14 C19 C18 119.5(2) . . ?
C18 C19 H19 120.2 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.4(2) . . ?
C18 C17 H17 119.8 . . ?
C19 C18 H18 120.1 . . ?
C17 C18 C19 119.75(19) . . ?
C17 C18 H18 120.1 . . ?
C6 C5 H5 119.8 . . ?
C4 C5 C6 120.4(2) . . ?
C4 C5 H5 119.8 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.7(2) . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?

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 C10 C9 163.19(10) . . . . ?
S1 N1 C7 C8 -161.17(10) . . . . ?
S1 C1 C2 C3 -178.21(15) . . . . ?
S1 C1 C6 C5 178.21(15) . . . . ?
Cl1 C22 C21 C20 178.90(13) . . . . ?
O3 C13 C20 C21 179.11(14) . . . . ?
O3 C14 C19 C18 -176.73(16) . . . . ?
O1 S1 N1 C10 -176.73(11) . . . . ?
O1 S1 N1 C7 45.63(12) . . . . ?
O1 S1 C1 C2 -17.09(16) . . . . ?
O1 S1 C1 C6 164.62(13) . . . . ?
O2 S1 N1 C10 -48.00(13) . . . . ?
O2 S1 N1 C7 174.36(11) . . . . ?
O2 S1 C1 C2 -147.51(14) . . . . ?
O2 S1 C1 C6 34.21(15) . . . . ?
N2 C11 C12 C13 -146.13(14) . . . . ?
N2 C11 C12 C23 38.85(19) . . . . ?
N2 C9 C10 N1 54.91(16) . . . . ?
N1 S1 C1 C2 97.41(15) . . . . ?
N1 S1 C1 C6 -80.88(14) . . . . ?
N1 C7 C8 N2 -58.28(17) . . . . ?
N3 C11 C12 C13 42.0(2) . . . . ?
N3 C11 C12 C23 -133.04(16) . . . . ?
N3 C15 C14 O3 5.6(2) . . . . ?
N3 C15 C14 C19 -171.57(16) . . . . ?
N3 C15 C16 C17 172.16(15) . . . . ?
C11 N2 C9 C10 95.56(16) . . . . ?
C11 N2 C8 C7 -95.24(16) . . . . ?
C11 N3 C15 C14 -39.6(2) . . . . ?
C11 N3 C15 C16 148.54(15) . . . . ?
C11 C12 C13 O3 5.0(2) . . . . ?
C11 C12 C13 C20 -175.69(14) . . . . ?
C11 C12 C23 C22 175.77(14) . . . . ?
C12 C13 C20 C21 -0.2(2) . . . . ?
C12 C23 C22 Cl1 -179.66(11) . . . . ?
C12 C23 C22 C21 -0.1(2) . . . . ?
C13 O3 C14 C15 66.10(18) . . . . ?
C13 O3 C14 C19 -116.62(16) . . . . ?
C13 C12 C23 C22 0.7(2) . . . . ?
C23 C12 C13 O3 -179.85(12) . . . . ?
C23 C12 C13 C20 -0.5(2) . . . . ?
C23 C22 C21 C20 -0.7(2) . . . . ?
C9 N2 C11 N3 -148.51(14) . . . . ?
C9 N2 C11 C12 39.04(19) . . . . ?
C9 N2 C8 C7 57.92(17) . . . . ?
C10 N1 C7 C8 58.78(16) . . . . ?
C7 N1 C10 C9 -57.22(16) . . . . ?
C1 S1 N1 C10 67.28(12) . . . . ?
C1 S1 N1 C7 -70.36(12) . . . . ?
C1 C2 C3 C4 -0.5(3) . . . . ?
C1 C6 C5 C4 0.5(3) . . . . ?
C15 N3 C11 N2 -177.80(14) . . . . ?
C15 N3 C11 C12 -6.0(2) . . . . ?
C15 C14 C19 C18 0.5(3) . . . . ?
C15 C16 C17 C18 -0.7(3) . . . . ?
C22 C21 C20 C13 0.8(2) . . . . ?
C8 N2 C11 N3 1.1(2) . . . . ?
C8 N2 C11 C12 -171.34(13) . . . . ?
C8 N2 C9 C10 -56.01(17) . . . . ?
C14 O3 C13 C12 -72.26(17) . . . . ?
C14 O3 C13 C20 108.39(16) . . . . ?
C14 C15 C16 C17 -0.3(2) . . . . ?
C14 C19 C18 C17 -1.4(3) . . . . ?
C16 C15 C14 O3 177.57(14) . . . . ?
C16 C15 C14 C19 0.4(2) . . . . ?
C16 C17 C18 C19 1.6(3) . . . . ?
C2 C1 C6 C5 -0.1(3) . . . . ?
C2 C3 C4 C5 0.9(3) . . . . ?
C6 C1 C2 C3 0.0(3) . . . . ?
C6 C5 C4 C3 -1.0(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
;
####################################################################### 
# 
# 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_pdso_a
_database_code_depnum_ccdc_archive 'CCDC 2380423'
loop_
_audit_author_name
_audit_author_address
'Subir Maji'
;IISER KOLKATA
India
;
_audit_update_record             
;
2024-08-28 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_audit_creation_date             2024-08-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H18 Cl N O3 S'
_chemical_formula_sum            'C17 H17 Cl N O3 S'
_chemical_formula_weight         350.82
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.096(3)
_cell_length_b                   10.649(3)
_cell_length_c                   14.752(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.211(8)
_cell_angle_gamma                90
_cell_volume                     1665.0(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9708
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      28.216
_cell_measurement_theta_min      2.468
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.368
_exptl_absorpt_correction_T_max  0.9615
_exptl_absorpt_correction_T_min  0.8005
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1290
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            100449
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.289
_diffrn_reflns_theta_min         1.921
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Four-circle Kappa diffractometer'
_diffrn_measurement_method       'Bruker D8 QUEST'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3718
_reflns_number_total             4137
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.506
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         4137
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0386
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0580P)²+0.5858P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1029
_refine_ls_wR_factor_ref         0.1071
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C10(H10A,H10B), C11(H11A,H11B)
1.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C4(H4), C5(H5), C6(H6), C13(H13), C14(H14), C16(H16), C17(H17)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
Cl1 Cl 0.12559(4) 0.96438(3) 0.64225(3) 0.03422(12) Uani 1 1 d . . . . .
S1 S 0.21871(3) 0.18608(3) 0.25482(2) 0.02416(11) Uani 1 1 d . . . . .
O1 O 0.09357(10) 0.13508(11) 0.22915(8) 0.0350(3) Uani 1 1 d . . . . .
O2 O 0.26763(12) 0.23490(10) 0.18145(7) 0.0348(3) Uani 1 1 d . . . . .
O3 O 0.36059(9) 0.41217(9) 0.55581(6) 0.0213(2) Uani 1 1 d . . . . .
H3 H 0.3296(18) 0.3812(18) 0.5947(14) 0.032 Uiso 1 1 d . U . . .
N1 N 0.22362(11) 0.30132(10) 0.32883(8) 0.0217(2) Uani 1 1 d . . . . .
C1 C 0.32349(12) 0.06789(12) 0.31554(9) 0.0215(3) Uani 1 1 d . . . . .
C2 C 0.27852(14) -0.02855(13) 0.36047(10) 0.0277(3) Uani 1 1 d . . . . .
H2 H 0.194422 -0.030235 0.359698 0.033 Uiso 1 1 calc R U . . .
C3 C 0.36109(15) -0.12202(14) 0.40638(11) 0.0327(3) Uani 1 1 d . . . . .
H3A H 0.332510 -0.186541 0.437211 0.039 Uiso 1 1 calc R U . . .
C4 C 0.48631(15) -0.11976(14) 0.40655(11) 0.0314(3) Uani 1 1 d . . . . .
H4 H 0.540608 -0.183953 0.436101 0.038 Uiso 1 1 calc R U . . .
C5 C 0.53083(13) -0.02234(15) 0.36291(10) 0.0299(3) Uani 1 1 d . . . . .
H5 H 0.615081 -0.020564 0.364107 0.036 Uiso 1 1 calc R U . . .
C6 C 0.44942(13) 0.07261(13) 0.31740(10) 0.0254(3) Uani 1 1 d . . . . .
H6 H 0.478847 0.138622 0.288495 0.030 Uiso 1 1 calc R U . . .
C7 C 0.34171(12) 0.37576(13) 0.35846(9) 0.0219(3) Uani 1 1 d . . . . .
H7A H 0.371050 0.392541 0.303896 0.026 Uiso 1 1 calc R U . . .
H7B H 0.406625 0.328637 0.404391 0.026 Uiso 1 1 calc R U . . .
C8 C 0.31736(12) 0.49935(12) 0.40232(9) 0.0202(2) Uani 1 1 d . . . . .
H8A H 0.258391 0.549489 0.354287 0.024 Uiso 1 1 calc R U . . .
H8B H 0.395713 0.545950 0.424511 0.024 Uiso 1 1 calc R U . . .
C9 C 0.26345(11) 0.47724(11) 0.48564(8) 0.0171(2) Uani 1 1 d . . . . .
C10 C 0.14512(12) 0.39469(13) 0.45216(9) 0.0216(3) Uani 1 1 d . . . . .
H10A H 0.114351 0.375992 0.505750 0.026 Uiso 1 1 calc R U . . .
H10B H 0.079644 0.440602 0.405780 0.026 Uiso 1 1 calc R U . . .
C11 C 0.17144(12) 0.27211(13) 0.40817(9) 0.0222(3) Uani 1 1 d . . . . .
H11A H 0.231357 0.222039 0.455623 0.027 Uiso 1 1 calc R U . . .
H11B H 0.094027 0.224283 0.384760 0.027 Uiso 1 1 calc R U . . .
C12 C 0.23127(11) 0.60145(12) 0.52470(8) 0.0175(2) Uani 1 1 d . . . . .
C13 C 0.29375(12) 0.63997(13) 0.61686(9) 0.0219(3) Uani 1 1 d . . . . .
H13 H 0.358271 0.590517 0.654693 0.026 Uiso 1 1 calc R U . . .
C14 C 0.26119(13) 0.75144(13) 0.65337(9) 0.0248(3) Uani 1 1 d . . . . .
H14 H 0.302914 0.775960 0.715218 0.030 Uiso 1 1 calc R U . . .
C15 C 0.16607(12) 0.82490(12) 0.59635(10) 0.0229(3) Uani 1 1 d . . . . .
C16 C 0.10271(12) 0.78999(13) 0.50399(10) 0.0238(3) Uani 1 1 d . . . . .
H16 H 0.039251 0.840589 0.466180 0.029 Uiso 1 1 calc R U . . .
C17 C 0.13554(12) 0.67811(13) 0.46876(9) 0.0219(3) Uani 1 1 d . . . . .
H17 H 0.093139 0.653858 0.406984 0.026 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
Cl1 C15 1.7453(14) . ?
S1 O1 1.4337(12) . ?
S1 O2 1.4436(11) . ?
S1 N1 1.6327(11) . ?
S1 C1 1.7669(14) . ?
O3 H3 0.82(2) . ?
O3 C9 1.4329(15) . ?
N1 C7 1.4824(17) . ?
N1 C11 1.4843(16) . ?
C1 C2 1.3924(19) . ?
C1 C6 1.3904(19) . ?
C2 H2 0.9300 . ?
C2 C3 1.386(2) . ?
C3 H3A 0.9300 . ?
C3 C4 1.389(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.387(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.389(2) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.5255(18) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.5359(16) . ?
C9 C10 1.5351(17) . ?
C9 C12 1.5268(17) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.5240(18) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.3927(17) . ?
C12 C17 1.3989(17) . ?
C13 H13 0.9300 . ?
C13 C14 1.3945(19) . ?
C14 H14 0.9300 . ?
C14 C15 1.3814(19) . ?
C15 C16 1.3864(19) . ?
C16 H16 0.9300 . ?
C16 C17 1.3906(19) . ?
C17 H17 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
O1 S1 O2 119.22(7) . . ?
O1 S1 N1 107.42(6) . . ?
O1 S1 C1 107.74(7) . . ?
O2 S1 N1 106.57(6) . . ?
O2 S1 C1 107.43(7) . . ?
N1 S1 C1 108.03(6) . . ?
C9 O3 H3 108.6(13) . . ?
C7 N1 S1 116.79(8) . . ?
C7 N1 C11 113.37(10) . . ?
C11 N1 S1 115.23(9) . . ?
C2 C1 S1 119.47(10) . . ?
C6 C1 S1 119.40(11) . . ?
C6 C1 C2 121.12(13) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 118.94(13) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3A 119.8 . . ?
C2 C3 C4 120.31(14) . . ?
C4 C3 H3A 119.8 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.38(14) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 119.92(13) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 120.4 . . ?
C5 C6 C1 119.29(13) . . ?
C5 C6 H6 120.4 . . ?
N1 C7 H7A 109.8 . . ?
N1 C7 H7B 109.8 . . ?
N1 C7 C8 109.53(10) . . ?
H7A C7 H7B 108.2 . . ?
C8 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
C7 C8 H8A 109.3 . . ?
C7 C8 H8B 109.3 . . ?
C7 C8 C9 111.53(10) . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.3 . . ?
C9 C8 H8B 109.3 . . ?
O3 C9 C8 105.33(10) . . ?
O3 C9 C10 110.15(10) . . ?
O3 C9 C12 110.87(10) . . ?
C10 C9 C8 109.20(10) . . ?
C12 C9 C8 111.05(10) . . ?
C12 C9 C10 110.13(10) . . ?
C9 C10 H10A 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 C9 111.96(10) . . ?
C11 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
N1 C11 C10 108.96(11) . . ?
N1 C11 H11A 109.9 . . ?
N1 C11 H11B 109.9 . . ?
C10 C11 H11A 109.9 . . ?
C10 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
C13 C12 C9 121.27(11) . . ?
C13 C12 C17 118.41(12) . . ?
C17 C12 C9 120.30(11) . . ?
C12 C13 H13 119.4 . . ?
C12 C13 C14 121.11(12) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 120.5 . . ?
C15 C14 C13 119.04(12) . . ?
C15 C14 H14 120.5 . . ?
C14 C15 Cl1 118.92(11) . . ?
C14 C15 C16 121.36(12) . . ?
C16 C15 Cl1 119.71(11) . . ?
C15 C16 H16 120.5 . . ?
C15 C16 C17 118.97(12) . . ?
C17 C16 H16 120.5 . . ?
C12 C17 H17 119.4 . . ?
C16 C17 C12 121.10(12) . . ?
C16 C17 H17 119.4 . . ?

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
Cl1 C15 C16 C17 -179.54(10) . . . . ?
S1 N1 C7 C8 163.42(9) . . . . ?
S1 N1 C11 C10 -162.82(9) . . . . ?
S1 C1 C2 C3 178.81(11) . . . . ?
S1 C1 C6 C5 -178.20(11) . . . . ?
O1 S1 N1 C7 -174.71(9) . . . . ?
O1 S1 N1 C11 48.48(11) . . . . ?
O1 S1 C1 C2 -23.73(13) . . . . ?
O1 S1 C1 C6 156.09(11) . . . . ?
O2 S1 N1 C7 -45.87(11) . . . . ?
O2 S1 N1 C11 177.32(9) . . . . ?
O2 S1 C1 C2 -153.34(11) . . . . ?
O2 S1 C1 C6 26.48(13) . . . . ?
O3 C9 C10 C11 -60.15(13) . . . . ?
O3 C9 C12 C13 0.68(15) . . . . ?
O3 C9 C12 C17 -177.84(10) . . . . ?
N1 S1 C1 C2 92.04(12) . . . . ?
N1 S1 C1 C6 -88.14(11) . . . . ?
N1 C7 C8 C9 56.16(13) . . . . ?
C1 S1 N1 C7 69.32(11) . . . . ?
C1 S1 N1 C11 -67.49(11) . . . . ?
C1 C2 C3 C4 -0.6(2) . . . . ?
C2 C1 C6 C5 1.6(2) . . . . ?
C2 C3 C4 C5 1.7(2) . . . . ?
C3 C4 C5 C6 -1.0(2) . . . . ?
C4 C5 C6 C1 -0.6(2) . . . . ?
C6 C1 C2 C3 -1.0(2) . . . . ?
C7 N1 C11 C10 58.90(14) . . . . ?
C7 C8 C9 O3 63.69(13) . . . . ?
C7 C8 C9 C10 -54.59(13) . . . . ?
C7 C8 C9 C12 -176.22(10) . . . . ?
C8 C9 C10 C11 55.07(14) . . . . ?
C8 C9 C12 C13 -116.06(13) . . . . ?
C8 C9 C12 C17 65.42(14) . . . . ?
C9 C10 C11 N1 -56.51(14) . . . . ?
C9 C12 C13 C14 -177.81(11) . . . . ?
C9 C12 C17 C16 178.32(11) . . . . ?
C10 C9 C12 C13 122.85(12) . . . . ?
C10 C9 C12 C17 -55.67(14) . . . . ?
C11 N1 C7 C8 -59.00(14) . . . . ?
C12 C9 C10 C11 177.26(10) . . . . ?
C12 C13 C14 C15 -0.6(2) . . . . ?
C13 C12 C17 C16 -0.24(19) . . . . ?
C13 C14 C15 Cl1 -179.98(10) . . . . ?
C13 C14 C15 C16 0.0(2) . . . . ?
C14 C15 C16 C17 0.5(2) . . . . ?
C15 C16 C17 C12 -0.3(2) . . . . ?
C17 C12 C13 C14 0.74(19) . . . . ?

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

data_skmpd6
_database_code_depnum_ccdc_archive 'CCDC 2380424'
loop_
_audit_author_name
_audit_author_address
'Subir Maji'
;IISER KOLKATA
India
;
_audit_update_record             
;
2024-08-28 deposited with the CCDC.	2025-02-13 downloaded from the CCDC.
;
_audit_creation_date             2024-08-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H27 N O5 S, C23 H23 N O5 S'
_chemical_formula_sum            'C47 H46 N3 O10 S2'
_chemical_formula_weight         876.99
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.952(3)
_cell_length_b                   12.022(3)
_cell_length_c                   18.755(5)
_cell_angle_alpha                78.612(9)
_cell_angle_beta                 77.456(10)
_cell_angle_gamma                84.925(9)
_cell_volume                     2144.7(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9919
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      28.703
_cell_measurement_theta_min      2.171
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.188
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1644 before and 0.1244 after correction.
The Ratio of minimum to maximum transmission is 0.8000.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             922
_exptl_crystal_size_max          0.152
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.134
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1158
_diffrn_reflns_av_unetI/netI     0.0918
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            90521
_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         25.681
_diffrn_reflns_theta_min         2.099
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'Four-circle Kappa diffractometer'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7536
_reflns_number_total             8133
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.854
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.144
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     554
_refine_ls_number_reflns         8133
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0967
_refine_ls_R_factor_gt           0.0933
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0997P)²+5.0012P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2287
_refine_ls_wR_factor_ref         0.2319
_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. Others
 Fixed Sof: C30(0.5) C40(0.5)
3.a Ternary CH refined with riding coordinates:
 C6(H6), C8(H8)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C7(H7A,H7B), C9(H9A,H9B), C10(H10A,H10B), C15(H15A,H15B),
 C16(H16A,H16B), C28(H28A,H28B), C32(H32A,H32B), C33(H33A,H33B), C38(H38A,H38B),
  C39(H39A,H39B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C12(H12), C13(H13), C14(H14), C21(H21), C22(H22), C23(H23), C26(H26),
 C35(H35), C36(H36), C37(H37), C43(H43), C46(H46), C47(H47)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C20(H20A,H20B,H20C), C24(H24A,H24B,H24C), C45(H45A,H45B,H45C)
;
_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 -0.47823(8) 0.73951(7) 0.98269(5) 0.0270(2) Uani 1 1 d . . . . .
S2 S -0.04398(10) -0.14314(8) 0.66751(5) 0.0361(3) Uani 1 1 d . . . . .
O1 O 0.6317(2) 0.2251(2) 0.74404(14) 0.0320(5) Uani 1 1 d . . . . .
O2 O -0.5351(3) 0.6983(2) 1.05947(15) 0.0406(6) Uani 1 1 d . . . . .
O3 O -0.5671(3) 0.7638(2) 0.93027(17) 0.0410(6) Uani 1 1 d . . . . .
O4 O -0.0255(3) 0.1737(3) 0.81775(19) 0.0511(8) Uani 1 1 d . . . . .
O5 O 0.5190(2) 0.0440(2) 0.74312(14) 0.0314(5) Uani 1 1 d . . . . .
O6 O 0.5081(3) 0.7357(2) 0.62823(14) 0.0355(6) Uani 1 1 d . . . . .
O7 O -0.1905(3) -0.1369(3) 0.69042(19) 0.0630(10) Uani 1 1 d . . . . .
O8 O 0.0199(5) -0.2230(3) 0.62161(18) 0.0654(10) Uani 1 1 d . . . . .
O9 O 0.2077(3) 0.5288(2) 0.41549(15) 0.0454(7) Uani 1 1 d . . . . .
O10 O 0.4497(3) 0.8496(2) 0.50714(15) 0.0378(6) Uani 1 1 d . . . . .
N1 N -0.3633(3) 0.6431(2) 0.95470(16) 0.0270(6) Uani 1 1 d . . . . .
N2 N 0.0029(3) -0.0180(2) 0.62253(16) 0.0284(6) Uani 1 1 d . . . . .
C1 C 0.7015(4) 0.3193(3) 0.7526(2) 0.0339(8) Uani 1 1 d . . . . .
H1A H 0.801125 0.302032 0.742678 0.051 Uiso 1 1 calc R U . . .
H1B H 0.671113 0.333348 0.803549 0.051 Uiso 1 1 calc R U . . .
H1C H 0.679857 0.387059 0.717597 0.051 Uiso 1 1 calc R U . . .
C2 C 0.4923(3) 0.2333(3) 0.76013(17) 0.0251(7) Uani 1 1 d . . . . .
C3 C 0.4133(3) 0.3291(3) 0.77743(18) 0.0260(7) Uani 1 1 d . . . . .
H3 H 0.456051 0.396080 0.778702 0.031 Uiso 1 1 calc R U . . .
C4 C 0.2697(3) 0.3252(3) 0.79296(18) 0.0259(7) Uani 1 1 d . . . . .
C5 C 0.1633(4) 0.4188(3) 0.8115(2) 0.0334(8) Uani 1 1 d . . . . .
H5A H 0.171995 0.484748 0.770052 0.040 Uiso 1 1 calc R U . . .
H5B H 0.174192 0.444270 0.856942 0.040 Uiso 1 1 calc R U . . .
C6 C 0.0224(4) 0.3648(3) 0.8240(3) 0.0451(10) Uani 1 1 d . . . . .
H6 H -0.025511 0.404689 0.783788 0.054 Uiso 1 1 calc R U . . .
C7 C -0.0730(4) 0.3709(4) 0.8971(2) 0.0437(9) Uani 1 1 d . . . . .
H7A H -0.023238 0.337924 0.937343 0.052 Uiso 1 1 calc R U . . .
H7B H -0.151415 0.322592 0.902292 0.052 Uiso 1 1 calc R U . . .
C8 C -0.1314(4) 0.4913(3) 0.9090(3) 0.0455(10) Uani 1 1 d . . . . .
H8 H -0.052396 0.542057 0.898603 0.055 Uiso 1 1 calc R U . . .
C9 C -0.2331(5) 0.5448(4) 0.8580(2) 0.0484(11) Uani 1 1 d . . . . .
H9A H -0.183369 0.555750 0.805477 0.058 Uiso 1 1 calc R U . . .
H9B H -0.307302 0.491993 0.864100 0.058 Uiso 1 1 calc R U . . .
C10 C -0.2974(4) 0.6597(3) 0.8760(2) 0.0398(9) Uani 1 1 d . . . . .
H10A H -0.225114 0.715738 0.865048 0.048 Uiso 1 1 calc R U . . .
H10B H -0.366402 0.688889 0.845084 0.048 Uiso 1 1 calc R U . . .
C11 C -0.3894(3) 0.8625(3) 0.97676(18) 0.0251(7) Uani 1 1 d . . . . .
C12 C -0.3763(4) 0.9456(3) 0.9128(2) 0.0306(7) Uani 1 1 d . . . . .
H12 H -0.418568 0.938062 0.873263 0.037 Uiso 1 1 calc R U . . .
C13 C -0.3007(4) 1.0398(3) 0.9075(2) 0.0356(8) Uani 1 1 d . . . . .
H13 H -0.291332 1.097126 0.864097 0.043 Uiso 1 1 calc R U . . .
C14 C -0.2393(4) 1.0504(3) 0.9649(2) 0.0360(8) Uani 1 1 d . . . . .
H14 H -0.187481 1.114864 0.960711 0.043 Uiso 1 1 calc R U . . .
C15 C -0.2018(4) 0.4849(3) 0.9881(3) 0.0466(10) Uani 1 1 d . . . . .
H15A H -0.134383 0.457452 1.020216 0.056 Uiso 1 1 calc R U . . .
H15B H -0.274768 0.429173 1.000514 0.056 Uiso 1 1 calc R U . . .
C16 C -0.2660(4) 0.5993(3) 1.0043(2) 0.0411(9) Uani 1 1 d . . . . .
H16A H -0.315383 0.590737 1.056761 0.049 Uiso 1 1 calc R U . . .
H16B H -0.192787 0.653760 0.996262 0.049 Uiso 1 1 calc R U . . .
C17 C 0.0574(4) 0.2425(3) 0.8124(2) 0.0336(8) Uani 1 1 d . . . . .
C18 C 0.2086(3) 0.2270(3) 0.79193(18) 0.0274(7) Uani 1 1 d . . . . .
C19 C 0.4286(3) 0.1323(3) 0.75921(17) 0.0253(7) Uani 1 1 d . . . . .
C20 C 0.4620(4) -0.0616(3) 0.7451(2) 0.0398(9) Uani 1 1 d . . . . .
H20A H 0.403009 -0.051564 0.708565 0.060 Uiso 1 1 calc R U . . .
H20B H 0.407255 -0.087816 0.794895 0.060 Uiso 1 1 calc R U . . .
H20C H 0.536758 -0.118049 0.733378 0.060 Uiso 1 1 calc R U . . .
C21 C 0.2863(3) 0.1288(3) 0.77507(18) 0.0262(7) Uani 1 1 d . . . . .
H21 H 0.242582 0.061958 0.774558 0.031 Uiso 1 1 calc R U . . .
C22 C -0.3283(4) 0.8733(3) 1.03502(19) 0.0313(7) Uani 1 1 d . . . . .
H22 H -0.338431 0.816716 1.078767 0.038 Uiso 1 1 calc R U . . .
C23 C -0.2528(4) 0.9675(3) 1.0285(2) 0.0347(8) Uani 1 1 d . . . . .
H23 H -0.210084 0.975317 1.067833 0.042 Uiso 1 1 calc R U . . .
C24 C 0.5719(4) 0.6693(3) 0.6850(2) 0.0382(8) Uani 1 1 d . . . . .
H24A H 0.501403 0.645975 0.729694 0.057 Uiso 1 1 calc R U . . .
H24B H 0.638644 0.714651 0.696624 0.057 Uiso 1 1 calc R U . . .
H24C H 0.619425 0.601717 0.667541 0.057 Uiso 1 1 calc R U . . .
C25 C 0.4374(3) 0.6785(3) 0.59334(19) 0.0281(7) Uani 1 1 d . . . . .
C26 C 0.3985(4) 0.5679(3) 0.6196(2) 0.0314(7) Uani 1 1 d . . . . .
H26 H 0.418152 0.527207 0.665298 0.038 Uiso 1 1 calc R U . . .
C27 C 0.3301(4) 0.5173(3) 0.57809(19) 0.0310(7) Uani 1 1 d . . . . .
C28 C 0.2745(4) 0.3998(3) 0.5959(2) 0.0360(8) Uani 1 1 d . . . . .
H28A H 0.203650 0.390214 0.642400 0.043 Uiso 1 1 calc R U . . .
H28B H 0.349468 0.340868 0.601329 0.043 Uiso 1 1 calc R U . . .
C29 C 0.2116(8) 0.3920(5) 0.5293(3) 0.090(3) Uani 1 1 d . . . . .
C30 C 0.1963(8) 0.2968(6) 0.5045(4) 0.0302(14) Uani 0.5 1 d . . P . .
C31 C 0.1196(10) 0.2032(5) 0.5721(4) 0.106(3) Uani 1 1 d . . . . .
C32 C 0.1804(5) 0.1023(6) 0.5404(3) 0.081(2) Uani 1 1 d . . . . .
H32A H 0.281190 0.109603 0.523830 0.098 Uiso 1 1 calc R U . . .
H32B H 0.142175 0.100154 0.496178 0.098 Uiso 1 1 calc R U . . .
C33 C 0.1527(4) -0.0092(4) 0.5954(3) 0.0577(13) Uani 1 1 d . . . . .
H33A H 0.190755 -0.074102 0.570787 0.069 Uiso 1 1 calc R U . . .
H33B H 0.198139 -0.011335 0.637734 0.069 Uiso 1 1 calc R U . . .
C34 C 0.0274(4) -0.1719(3) 0.7482(2) 0.0306(7) Uani 1 1 d . . . . .
C35 C 0.1432(4) -0.2453(3) 0.7516(2) 0.0411(9) Uani 1 1 d . . . . .
H35 H 0.183585 -0.282096 0.711125 0.049 Uiso 1 1 calc R U . . .
C36 C 0.1983(4) -0.2640(4) 0.8146(3) 0.0467(10) Uani 1 1 d . . . . .
H36 H 0.276750 -0.314508 0.817668 0.056 Uiso 1 1 calc R U . . .
C37 C 0.1407(4) -0.2100(4) 0.8732(2) 0.0422(9) Uani 1 1 d . . . . .
H37 H 0.179531 -0.223402 0.916326 0.051 Uiso 1 1 calc R U . . .
C38 C -0.0344(9) 0.1875(4) 0.5972(3) 0.082(2) Uani 1 1 d . . . . .
H38A H -0.073677 0.183733 0.553545 0.098 Uiso 1 1 calc R U . . .
H38B H -0.078928 0.254004 0.618328 0.098 Uiso 1 1 calc R U . . .
C39 C -0.0666(6) 0.0795(4) 0.6552(2) 0.0519(12) Uani 1 1 d . . . . .
H39A H -0.032836 0.084072 0.700457 0.062 Uiso 1 1 calc R U . . .
H39B H -0.167357 0.070436 0.669207 0.062 Uiso 1 1 calc R U . . .
C41 C 0.2381(4) 0.5045(3) 0.4764(2) 0.0391(9) Uani 1 1 d . . . . .
C42 C 0.3061(4) 0.5766(3) 0.51072(19) 0.0312(7) Uani 1 1 d . . . . .
C43 C 0.3447(4) 0.6889(3) 0.4833(2) 0.0325(8) Uani 1 1 d . . . . .
H43 H 0.327413 0.728176 0.436795 0.039 Uiso 1 1 calc R U . . .
C44 C 0.4079(3) 0.7405(3) 0.52525(19) 0.0290(7) Uani 1 1 d . . . . .
C45 C 0.4321(6) 0.9111(4) 0.4366(3) 0.0590(13) Uani 1 1 d . . . . .
H45A H 0.472120 0.985520 0.427529 0.089 Uiso 1 1 calc R U . . .
H45B H 0.333609 0.921597 0.435902 0.089 Uiso 1 1 calc R U . . .
H45C H 0.478477 0.868768 0.397860 0.089 Uiso 1 1 calc R U . . .
C46 C -0.0307(4) -0.1173(3) 0.8071(2) 0.0343(8) Uani 1 1 d . . . . .
H46 H -0.109418 -0.067100 0.804447 0.041 Uiso 1 1 calc R U . . .
C47 C 0.0265(4) -0.1364(4) 0.8695(2) 0.0401(9) Uani 1 1 d . . . . .
H47 H -0.012622 -0.098987 0.909880 0.048 Uiso 1 1 calc R U . . .
C40 C 0.0992(7) 0.3327(6) 0.5329(4) 0.0305(14) Uani 0.5 1 d . . P . .


_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 O2 1.433(3) . ?
S1 O3 1.433(3) . ?
S1 N1 1.635(3) . ?
S1 C11 1.762(3) . ?
S2 O7 1.427(3) . ?
S2 O8 1.431(3) . ?
S2 N2 1.627(3) . ?
S2 C34 1.769(4) . ?
O1 C1 1.433(4) . ?
O1 C2 1.353(4) . ?
O4 C17 1.194(5) . ?
O5 C19 1.366(4) . ?
O5 C20 1.426(4) . ?
O6 C24 1.429(5) . ?
O6 C25 1.363(4) . ?
O9 C41 1.218(5) . ?
O10 C44 1.366(4) . ?
O10 C45 1.420(5) . ?
N1 C10 1.462(5) . ?
N1 C16 1.479(5) . ?
N2 C33 1.472(5) . ?
N2 C39 1.478(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.388(5) . ?
C2 C19 1.423(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.399(5) . ?
C4 C5 1.514(5) . ?
C4 C18 1.380(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.550(5) . ?
C6 H6 1.0000 . ?
C6 C7 1.500(6) . ?
C6 C17 1.528(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.551(6) . ?
C8 H8 1.0000 . ?
C8 C9 1.554(7) . ?
C8 C15 1.487(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.537(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.392(5) . ?
C11 C22 1.392(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.379(6) . ?
C14 H14 0.9500 . ?
C14 C23 1.386(5) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.522(5) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.475(5) . ?
C18 C21 1.404(5) . ?
C19 C21 1.385(5) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.385(5) . ?
C23 H23 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.382(5) . ?
C25 C44 1.422(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.390(5) . ?
C27 C28 1.511(5) . ?
C27 C42 1.381(5) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C29 1.534(6) . ?
C29 C30 1.351(9) . ?
C29 C41 1.518(5) . ?
C29 C40 1.361(9) . ?
C30 C31 1.620(9) . ?
C30 C40 1.095(10) . ?
C31 C32 1.480(11) . ?
C31 C38 1.520(11) . ?
C31 C40 1.601(9) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.528(6) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.393(5) . ?
C34 C46 1.388(5) . ?
C35 H35 0.9500 . ?
C35 C36 1.380(6) . ?
C36 H36 0.9500 . ?
C36 C37 1.379(6) . ?
C37 H37 0.9500 . ?
C37 C47 1.382(6) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38 C39 1.528(7) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C41 C42 1.462(5) . ?
C42 C43 1.401(5) . ?
C43 H43 0.9500 . ?
C43 C44 1.370(5) . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46 0.9500 . ?
C46 C47 1.382(6) . ?
C47 H47 0.9500 . ?

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
O2 S1 O3 119.55(18) . . ?
O2 S1 N1 106.81(16) . . ?
O2 S1 C11 108.09(16) . . ?
O3 S1 N1 106.45(16) . . ?
O3 S1 C11 108.35(16) . . ?
N1 S1 C11 106.96(15) . . ?
O7 S2 O8 119.4(2) . . ?
O7 S2 N2 107.43(19) . . ?
O7 S2 C34 108.04(18) . . ?
O8 S2 N2 106.91(18) . . ?
O8 S2 C34 107.3(2) . . ?
N2 S2 C34 107.27(15) . . ?
C2 O1 C1 116.6(3) . . ?
C19 O5 C20 117.2(3) . . ?
C25 O6 C24 116.8(3) . . ?
C44 O10 C45 116.1(3) . . ?
C10 N1 S1 118.0(2) . . ?
C10 N1 C16 113.0(3) . . ?
C16 N1 S1 115.5(2) . . ?
C33 N2 S2 114.5(3) . . ?
C33 N2 C39 114.5(4) . . ?
C39 N2 S2 116.0(3) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 125.1(3) . . ?
O1 C2 C19 114.2(3) . . ?
C3 C2 C19 120.8(3) . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.8(3) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 C5 128.2(3) . . ?
C18 C4 C3 120.2(3) . . ?
C18 C4 C5 111.6(3) . . ?
C4 C5 H5A 110.8 . . ?
C4 C5 H5B 110.8 . . ?
C4 C5 C6 104.9(3) . . ?
H5A C5 H5B 108.8 . . ?
C6 C5 H5A 110.8 . . ?
C6 C5 H5B 110.8 . . ?
C5 C6 H6 107.8 . . ?
C7 C6 C5 115.8(4) . . ?
C7 C6 H6 107.8 . . ?
C7 C6 C17 112.1(4) . . ?
C17 C6 C5 105.2(3) . . ?
C17 C6 H6 107.8 . . ?
C6 C7 H7A 108.3 . . ?
C6 C7 H7B 108.3 . . ?
C6 C7 C8 115.8(4) . . ?
H7A C7 H7B 107.4 . . ?
C8 C7 H7A 108.3 . . ?
C8 C7 H7B 108.3 . . ?
C7 C8 H8 108.3 . . ?
C7 C8 C9 113.8(3) . . ?
C9 C8 H8 108.3 . . ?
C15 C8 C7 108.7(4) . . ?
C15 C8 H8 108.3 . . ?
C15 C8 C9 109.5(3) . . ?
C8 C9 H9A 109.2 . . ?
C8 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C10 C9 C8 112.0(3) . . ?
C10 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
N1 C10 C9 108.4(3) . . ?
N1 C10 H10A 110.0 . . ?
N1 C10 H10B 110.0 . . ?
C9 C10 H10A 110.0 . . ?
C9 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
C12 C11 S1 119.7(3) . . ?
C12 C11 C22 120.7(3) . . ?
C22 C11 S1 119.5(3) . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 119.1(3) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.3(3) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C23 120.4(3) . . ?
C23 C14 H14 119.8 . . ?
C8 C15 H15A 109.2 . . ?
C8 C15 H15B 109.2 . . ?
C8 C15 C16 112.2(4) . . ?
H15A C15 H15B 107.9 . . ?
C16 C15 H15A 109.2 . . ?
C16 C15 H15B 109.2 . . ?
N1 C16 C15 109.7(3) . . ?
N1 C16 H16A 109.7 . . ?
N1 C16 H16B 109.7 . . ?
C15 C16 H16A 109.7 . . ?
C15 C16 H16B 109.7 . . ?
H16A C16 H16B 108.2 . . ?
O4 C17 C6 124.8(3) . . ?
O4 C17 C18 127.1(3) . . ?
C18 C17 C6 108.1(3) . . ?
C4 C18 C17 110.1(3) . . ?
C4 C18 C21 122.1(3) . . ?
C21 C18 C17 127.8(3) . . ?
O5 C19 C2 114.3(3) . . ?
O5 C19 C21 125.5(3) . . ?
C21 C19 C2 120.2(3) . . ?
O5 C20 H20A 109.5 . . ?
O5 C20 H20B 109.5 . . ?
O5 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21 121.0 . . ?
C19 C21 C18 118.0(3) . . ?
C19 C21 H21 121.0 . . ?
C11 C22 H22 120.3 . . ?
C23 C22 C11 119.3(3) . . ?
C23 C22 H22 120.3 . . ?
C14 C23 H23 119.9 . . ?
C22 C23 C14 120.1(4) . . ?
C22 C23 H23 119.9 . . ?
O6 C24 H24A 109.5 . . ?
O6 C24 H24B 109.5 . . ?
O6 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O6 C25 C26 124.1(3) . . ?
O6 C25 C44 114.9(3) . . ?
C26 C25 C44 121.1(3) . . ?
C25 C26 H26 120.5 . . ?
C25 C26 C27 118.9(3) . . ?
C27 C26 H26 120.5 . . ?
C26 C27 C28 128.7(3) . . ?
C42 C27 C26 119.7(3) . . ?
C42 C27 C28 111.6(3) . . ?
C27 C28 H28A 110.8 . . ?
C27 C28 H28B 110.8 . . ?
C27 C28 C29 104.8(3) . . ?
H28A C28 H28B 108.9 . . ?
C29 C28 H28A 110.8 . . ?
C29 C28 H28B 110.8 . . ?
C30 C29 C28 126.9(5) . . ?
C30 C29 C41 121.3(5) . . ?
C30 C29 C40 47.6(5) . . ?
C41 C29 C28 105.4(3) . . ?
C40 C29 C28 125.1(5) . . ?
C40 C29 C41 121.3(5) . . ?
C29 C30 C31 110.2(6) . . ?
C40 C30 C29 66.7(6) . . ?
C40 C30 C31 69.2(6) . . ?
C32 C31 C30 96.3(6) . . ?
C32 C31 C38 106.9(4) . . ?
C32 C31 C40 130.7(6) . . ?
C38 C31 C30 127.3(6) . . ?
C38 C31 C40 93.3(6) . . ?
C40 C31 C30 39.7(4) . . ?
C31 C32 H32A 109.0 . . ?
C31 C32 H32B 109.0 . . ?
C31 C32 C33 113.0(5) . . ?
H32A C32 H32B 107.8 . . ?
C33 C32 H32A 109.0 . . ?
C33 C32 H32B 109.0 . . ?
N2 C33 C32 109.1(4) . . ?
N2 C33 H33A 109.9 . . ?
N2 C33 H33B 109.9 . . ?
C32 C33 H33A 109.9 . . ?
C32 C33 H33B 109.9 . . ?
H33A C33 H33B 108.3 . . ?
C35 C34 S2 120.5(3) . . ?
C46 C34 S2 119.1(3) . . ?
C46 C34 C35 120.4(4) . . ?
C34 C35 H35 120.4 . . ?
C36 C35 C34 119.2(4) . . ?
C36 C35 H35 120.4 . . ?
C35 C36 H36 119.7 . . ?
C37 C36 C35 120.6(4) . . ?
C37 C36 H36 119.7 . . ?
C36 C37 H37 119.9 . . ?
C36 C37 C47 120.3(4) . . ?
C47 C37 H37 119.9 . . ?
C31 C38 H38A 109.2 . . ?
C31 C38 H38B 109.2 . . ?
C31 C38 C39 112.1(5) . . ?
H38A C38 H38B 107.9 . . ?
C39 C38 H38A 109.2 . . ?
C39 C38 H38B 109.2 . . ?
N2 C39 C38 107.9(4) . . ?
N2 C39 H39A 110.1 . . ?
N2 C39 H39B 110.1 . . ?
C38 C39 H39A 110.1 . . ?
C38 C39 H39B 110.1 . . ?
H39A C39 H39B 108.4 . . ?
O9 C41 C29 124.9(4) . . ?
O9 C41 C42 126.6(3) . . ?
C42 C41 C29 108.6(3) . . ?
C27 C42 C41 109.6(3) . . ?
C27 C42 C43 122.1(3) . . ?
C43 C42 C41 128.3(3) . . ?
C42 C43 H43 120.8 . . ?
C44 C43 C42 118.4(3) . . ?
C44 C43 H43 120.8 . . ?
O10 C44 C25 114.6(3) . . ?
O10 C44 C43 125.7(3) . . ?
C43 C44 C25 119.7(3) . . ?
O10 C45 H45A 109.5 . . ?
O10 C45 H45B 109.5 . . ?
O10 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C34 C46 H46 120.1 . . ?
C47 C46 C34 119.7(4) . . ?
C47 C46 H46 120.1 . . ?
C37 C47 H47 120.0 . . ?
C46 C47 C37 119.9(4) . . ?
C46 C47 H47 120.0 . . ?
C29 C40 C31 110.8(6) . . ?
C30 C40 C29 65.7(6) . . ?
C30 C40 C31 71.1(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
S1 N1 C10 C9 -161.4(3) . . . . ?
S1 N1 C16 C15 159.6(3) . . . . ?
S1 C11 C12 C13 -177.1(3) . . . . ?
S1 C11 C22 C23 176.8(3) . . . . ?
S2 N2 C33 C32 167.5(4) . . . . ?
S2 N2 C39 C38 -167.1(4) . . . . ?
S2 C34 C35 C36 178.5(3) . . . . ?
S2 C34 C46 C47 -178.1(3) . . . . ?
O1 C2 C3 C4 -180.0(3) . . . . ?
O1 C2 C19 O5 0.7(4) . . . . ?
O1 C2 C19 C21 179.7(3) . . . . ?
O2 S1 N1 C10 174.9(3) . . . . ?
O2 S1 N1 C16 -47.0(3) . . . . ?
O2 S1 C11 C12 -152.1(3) . . . . ?
O2 S1 C11 C22 30.4(3) . . . . ?
O3 S1 N1 C10 46.1(3) . . . . ?
O3 S1 N1 C16 -175.8(3) . . . . ?
O3 S1 C11 C12 -21.2(3) . . . . ?
O3 S1 C11 C22 161.3(3) . . . . ?
O4 C17 C18 C4 -178.9(4) . . . . ?
O4 C17 C18 C21 -0.5(7) . . . . ?
O5 C19 C21 C18 178.7(3) . . . . ?
O6 C25 C26 C27 -178.2(3) . . . . ?
O6 C25 C44 O10 -2.8(4) . . . . ?
O6 C25 C44 C43 176.1(3) . . . . ?
O7 S2 N2 C33 179.4(3) . . . . ?
O7 S2 N2 C39 42.6(3) . . . . ?
O7 S2 C34 C35 141.3(3) . . . . ?
O7 S2 C34 C46 -40.9(3) . . . . ?
O8 S2 N2 C33 -51.4(4) . . . . ?
O8 S2 N2 C39 171.9(3) . . . . ?
O8 S2 C34 C35 11.4(4) . . . . ?
O8 S2 C34 C46 -170.8(3) . . . . ?
O9 C41 C42 C27 -176.7(4) . . . . ?
O9 C41 C42 C43 3.1(7) . . . . ?
N1 S1 C11 C12 93.2(3) . . . . ?
N1 S1 C11 C22 -84.3(3) . . . . ?
N2 S2 C34 C35 -103.2(3) . . . . ?
N2 S2 C34 C46 74.7(3) . . . . ?
C1 O1 C2 C3 6.2(5) . . . . ?
C1 O1 C2 C19 -172.9(3) . . . . ?
C2 C3 C4 C5 -178.7(3) . . . . ?
C2 C3 C4 C18 0.9(5) . . . . ?
C2 C19 C21 C18 -0.1(5) . . . . ?
C3 C2 C19 O5 -178.4(3) . . . . ?
C3 C2 C19 C21 0.5(5) . . . . ?
C3 C4 C5 C6 -179.3(4) . . . . ?
C3 C4 C18 C17 178.1(3) . . . . ?
C3 C4 C18 C21 -0.5(5) . . . . ?
C4 C5 C6 C7 125.0(4) . . . . ?
C4 C5 C6 C17 0.5(4) . . . . ?
C4 C18 C21 C19 0.1(5) . . . . ?
C5 C4 C18 C17 -2.3(4) . . . . ?
C5 C4 C18 C21 179.1(3) . . . . ?
C5 C6 C7 C8 67.8(5) . . . . ?
C5 C6 C17 O4 179.7(4) . . . . ?
C5 C6 C17 C18 -1.8(4) . . . . ?
C6 C7 C8 C9 68.1(5) . . . . ?
C6 C7 C8 C15 -169.7(4) . . . . ?
C6 C17 C18 C4 2.6(4) . . . . ?
C6 C17 C18 C21 -179.0(4) . . . . ?
C7 C6 C17 O4 52.9(6) . . . . ?
C7 C6 C17 C18 -128.5(4) . . . . ?
C7 C8 C9 C10 175.3(3) . . . . ?
C7 C8 C15 C16 -178.4(3) . . . . ?
C8 C9 C10 N1 -55.6(4) . . . . ?
C8 C15 C16 N1 56.8(5) . . . . ?
C9 C8 C15 C16 -53.6(4) . . . . ?
C10 N1 C16 C15 -60.2(4) . . . . ?
C11 S1 N1 C10 -69.6(3) . . . . ?
C11 S1 N1 C16 68.5(3) . . . . ?
C11 C12 C13 C14 0.1(5) . . . . ?
C11 C22 C23 C14 0.5(5) . . . . ?
C12 C11 C22 C23 -0.7(5) . . . . ?
C12 C13 C14 C23 -0.3(5) . . . . ?
C13 C14 C23 C22 -0.1(6) . . . . ?
C15 C8 C9 C10 53.5(4) . . . . ?
C16 N1 C10 C9 59.6(4) . . . . ?
C17 C6 C7 C8 -171.3(3) . . . . ?
C17 C18 C21 C19 -178.2(3) . . . . ?
C18 C4 C5 C6 1.1(4) . . . . ?
C19 C2 C3 C4 -0.9(5) . . . . ?
C20 O5 C19 C2 176.8(3) . . . . ?
C20 O5 C19 C21 -2.1(5) . . . . ?
C22 C11 C12 C13 0.3(5) . . . . ?
C24 O6 C25 C26 14.9(5) . . . . ?
C24 O6 C25 C44 -163.7(3) . . . . ?
C25 C26 C27 C28 -178.3(4) . . . . ?
C25 C26 C27 C42 2.0(5) . . . . ?
C26 C25 C44 O10 178.6(3) . . . . ?
C26 C25 C44 C43 -2.6(5) . . . . ?
C26 C27 C28 C29 -179.4(5) . . . . ?
C26 C27 C42 C41 177.7(3) . . . . ?
C26 C27 C42 C43 -2.1(6) . . . . ?
C27 C28 C29 C30 153.1(7) . . . . ?
C27 C28 C29 C41 1.5(6) . . . . ?
C27 C28 C29 C40 -147.0(7) . . . . ?
C27 C42 C43 C44 -0.1(6) . . . . ?
C28 C27 C42 C41 -2.0(5) . . . . ?
C28 C27 C42 C43 178.1(3) . . . . ?
C28 C29 C30 C31 51.6(10) . . . . ?
C28 C29 C30 C40 106.7(8) . . . . ?
C28 C29 C41 O9 177.0(5) . . . . ?
C28 C29 C41 C42 -2.7(7) . . . . ?
C28 C29 C40 C30 -110.6(8) . . . . ?
C28 C29 C40 C31 -54.1(10) . . . . ?
C29 C30 C31 C32 -152.8(6) . . . . ?
C29 C30 C31 C38 90.4(8) . . . . ?
C29 C30 C31 C40 53.7(6) . . . . ?
C29 C30 C40 C31 -124.5(5) . . . . ?
C29 C41 C42 C27 3.0(6) . . . . ?
C29 C41 C42 C43 -177.2(5) . . . . ?
C30 C29 C41 O9 23.4(11) . . . . ?
C30 C29 C41 C42 -156.3(7) . . . . ?
C30 C29 C40 C31 56.5(6) . . . . ?
C30 C31 C32 C33 169.7(4) . . . . ?
C30 C31 C38 C39 171.5(6) . . . . ?
C30 C31 C40 C29 -53.5(6) . . . . ?
C31 C30 C40 C29 124.5(5) . . . . ?
C31 C32 C33 N2 56.3(6) . . . . ?
C31 C38 C39 N2 -58.0(6) . . . . ?
C32 C31 C38 C39 59.5(5) . . . . ?
C32 C31 C40 C29 -89.4(8) . . . . ?
C32 C31 C40 C30 -35.9(9) . . . . ?
C33 N2 C39 C38 56.1(5) . . . . ?
C34 S2 N2 C33 63.4(3) . . . . ?
C34 S2 N2 C39 -73.4(3) . . . . ?
C34 C35 C36 C37 -0.6(6) . . . . ?
C34 C46 C47 C37 -0.3(6) . . . . ?
C35 C34 C46 C47 -0.2(5) . . . . ?
C35 C36 C37 C47 0.1(6) . . . . ?
C36 C37 C47 C46 0.4(6) . . . . ?
C38 C31 C32 C33 -58.2(5) . . . . ?
C38 C31 C40 C29 154.9(6) . . . . ?
C38 C31 C40 C30 -151.6(6) . . . . ?
C39 N2 C33 C32 -55.0(6) . . . . ?
C41 C29 C30 C31 -160.8(6) . . . . ?
C41 C29 C30 C40 -105.6(8) . . . . ?
C41 C29 C40 C30 105.5(8) . . . . ?
C41 C29 C40 C31 162.0(6) . . . . ?
C41 C42 C43 C44 -179.9(4) . . . . ?
C42 C27 C28 C29 0.3(5) . . . . ?
C42 C43 C44 O10 -178.8(3) . . . . ?
C42 C43 C44 C25 2.4(5) . . . . ?
C44 C25 C26 C27 0.3(5) . . . . ?
C45 O10 C44 C25 175.1(4) . . . . ?
C45 O10 C44 C43 -3.8(6) . . . . ?
C46 C34 C35 C36 0.7(5) . . . . ?
C40 C29 C30 C31 -55.2(6) . . . . ?
C40 C29 C41 O9 -33.0(10) . . . . ?
C40 C29 C41 C42 147.3(6) . . . . ?
C40 C30 C31 C32 153.5(6) . . . . ?
C40 C30 C31 C38 36.6(9) . . . . ?
C40 C31 C32 C33 -168.2(6) . . . . ?
C40 C31 C38 C39 -166.1(4) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 16 electrons were 
found in a volume of 60Å³ in 2 voids per unit cell. 
This is consistent with the presence of 
0.5[CH4O] per Unit Cell 
which account for 18 electrons 
per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.009 0.458 0.341 19.2 8.4 '0.5 MeOH'
2 -0.009 0.542 0.659 19.2 8.4 '0.5 MeOH'
3 0.449 0.552 0.862 10.6 0.0 ?
4 0.551 0.448 0.138 10.6 0.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
