# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_ibd_um_02_142_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1891261'
loop_
_audit_author_name
_audit_author_address
'indubhusan deb'
;CSIR-Indian institute of chemical biology
India
;
_audit_update_record             
;
2019-01-16 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;
_audit_creation_date             2018-05-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.03 svn.r3497 for OlexSys, GUI svn.r5492)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H15 N O2 S'
_chemical_formula_sum            'C20 H15 N O2 S'
_chemical_formula_weight         333.39
_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                   7.4364(5)
_cell_length_b                   26.4068(16)
_cell_length_c                   8.4485(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.973(2)
_cell_angle_gamma                90
_cell_volume                     1652.80(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14090
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.31
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.920
_shelx_estimated_absorpt_T_min   0.862
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6740
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1252 before and 0.0436 after correction. The Ratio of minimum to maximum transmission is 0.9040. 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    1.340
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_preparation       'slow diffusion'
_exptl_crystal_recrystallization_method CDCl3:HEXANE
_exptl_crystal_size_max          0.74
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.41
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            19836
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.540
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2754
_reflns_number_total             2892
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.358
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         2892
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0461
_refine_ls_restrained_S_all      1.086
_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)+(0.0382P)²+1.2594P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1078
_refine_ls_wR_factor_ref         0.1089
_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:
 C12(H12), C5(H5), C11(H11), C2(H2), C10(H10), C19(H19), C15(H15), C17(H17),
 C4(H4), C3(H3), C18(H18), C16(H16)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.58859(7) 0.32219(2) 0.37642(7) 0.04542(19) Uani 1 1 d . . . . .
N1 N 0.4345(2) 0.33541(7) 0.2245(2) 0.0407(4) Uani 1 1 d . . . . .
O1 O 0.7270(2) 0.35938(8) 0.3816(2) 0.0658(5) Uani 1 1 d . . . . .
O2 O 0.6374(3) 0.27065(7) 0.3676(2) 0.0796(7) Uani 1 1 d . . . . .
C6 C 0.2840(2) 0.35145(7) 0.4544(2) 0.0319(4) Uani 1 1 d . . . . .
C7 C 0.2878(2) 0.35022(7) 0.2790(2) 0.0305(4) Uani 1 1 d . . . . .
C8 C 0.1254(2) 0.36368(7) 0.1728(2) 0.0313(4) Uani 1 1 d . . . . .
C13 C 0.0805(3) 0.41444(8) 0.1478(2) 0.0360(4) Uani 1 1 d . . . . .
C1 C 0.4452(3) 0.33387(7) 0.5272(2) 0.0353(4) Uani 1 1 d . . . . .
C14 C 0.1997(3) 0.45587(8) 0.2133(2) 0.0402(5) Uani 1 1 d . . . . .
C9 C 0.0138(3) 0.32471(8) 0.1111(2) 0.0380(5) Uani 1 1 d . . . . .
C12 C -0.0807(3) 0.42580(9) 0.0578(3) 0.0458(5) Uani 1 1 d . . . . .
H12 H -0.1133 0.4594 0.0391 0.055 Uiso 1 1 calc R . . . .
C5 C 0.1481(3) 0.36599(9) 0.5449(3) 0.0454(5) Uani 1 1 d . . . . .
H5 H 0.0385 0.3779 0.4980 0.054 Uiso 1 1 calc R . . . .
C11 C -0.1914(3) 0.38775(10) -0.0031(3) 0.0490(6) Uani 1 1 d . . . . .
H11 H -0.2991 0.3958 -0.0620 0.059 Uiso 1 1 calc R . . . .
C2 C 0.4767(3) 0.32920(9) 0.6887(3) 0.0482(6) Uani 1 1 d . . . . .
H2 H 0.5855 0.3167 0.7353 0.058 Uiso 1 1 calc R . . . .
C10 C -0.1449(3) 0.33811(9) 0.0220(3) 0.0458(5) Uani 1 1 d . . . . .
H10 H -0.2211 0.3128 -0.0213 0.055 Uiso 1 1 calc R . . . .
C19 C 0.3775(3) 0.45950(9) 0.1774(3) 0.0525(6) Uani 1 1 d . . . . .
H19 H 0.4236 0.4355 0.1112 0.063 Uiso 1 1 calc R . . . .
C20 C 0.0574(4) 0.27010(9) 0.1419(3) 0.0587(7) Uani 1 1 d . . . . .
H20A H 0.1691 0.2619 0.0989 0.088 Uiso 1 1 calc GR . . . .
H20B H -0.0375 0.2494 0.0923 0.088 Uiso 1 1 calc GR . . . .
H20C H 0.0685 0.2640 0.2544 0.088 Uiso 1 1 calc GR . . . .
C15 C 0.1354(4) 0.49263(9) 0.3107(3) 0.0555(6) Uani 1 1 d . . . . .
H15 H 0.0160 0.4916 0.3352 0.067 Uiso 1 1 calc R . . . .
C17 C 0.4226(5) 0.53330(10) 0.3361(4) 0.0706(8) Uani 1 1 d . . . . .
H17 H 0.4975 0.5590 0.3785 0.085 Uiso 1 1 calc R . . . .
C4 C 0.1799(4) 0.36226(11) 0.7084(3) 0.0594(7) Uani 1 1 d . . . . .
H4 H 0.0907 0.3724 0.7722 0.071 Uiso 1 1 calc R . . . .
C3 C 0.3407(4) 0.34383(10) 0.7787(3) 0.0599(7) Uani 1 1 d . . . . .
H3 H 0.3574 0.3413 0.8888 0.072 Uiso 1 1 calc R . . . .
C18 C 0.4868(4) 0.49808(10) 0.2385(4) 0.0669(7) Uani 1 1 d . . . . .
H18 H 0.6056 0.5000 0.2127 0.080 Uiso 1 1 calc R . . . .
C16 C 0.2478(5) 0.53073(10) 0.3713(3) 0.0694(8) Uani 1 1 d . . . . .
H16 H 0.2035 0.5551 0.4374 0.083 Uiso 1 1 calc R . . . .


_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 N1 1.6817(17) . ?
S1 O1 1.4202(19) . ?
S1 O2 1.4124(19) . ?
S1 C1 1.758(2) . ?
N1 C7 1.281(2) . ?
C6 C7 1.485(3) . ?
C6 C1 1.379(3) . ?
C6 C5 1.374(3) . ?
C7 C8 1.484(2) . ?
C8 C13 1.393(3) . ?
C8 C9 1.395(3) . ?
C13 C14 1.484(3) . ?
C13 C12 1.396(3) . ?
C1 C2 1.369(3) . ?
C14 C19 1.385(3) . ?
C14 C15 1.384(3) . ?
C9 C10 1.389(3) . ?
C9 C20 1.496(3) . ?
C12 H12 0.9300 . ?
C12 C11 1.371(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.385(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.367(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.372(4) . ?
C10 H10 0.9300 . ?
C19 H19 0.9300 . ?
C19 C18 1.375(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C15 H15 0.9300 . ?
C15 C16 1.378(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.357(4) . ?
C17 C16 1.360(4) . ?
C4 H4 0.9300 . ?
C4 C3 1.377(4) . ?
C3 H3 0.9300 . ?
C18 H18 0.9300 . ?
C16 H16 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
N1 S1 C1 95.78(9) . . ?
O1 S1 N1 108.91(11) . . ?
O1 S1 C1 109.87(10) . . ?
O2 S1 N1 108.71(10) . . ?
O2 S1 O1 118.63(13) . . ?
O2 S1 C1 112.47(12) . . ?
C7 N1 S1 109.50(14) . . ?
C1 C6 C7 110.30(17) . . ?
C5 C6 C7 129.79(18) . . ?
C5 C6 C1 119.90(19) . . ?
N1 C7 C6 117.13(17) . . ?
N1 C7 C8 121.95(17) . . ?
C8 C7 C6 120.87(16) . . ?
C13 C8 C7 119.59(17) . . ?
C13 C8 C9 121.76(17) . . ?
C9 C8 C7 118.44(17) . . ?
C8 C13 C14 121.69(17) . . ?
C8 C13 C12 118.21(19) . . ?
C12 C13 C14 120.10(19) . . ?
C6 C1 S1 107.09(14) . . ?
C2 C1 S1 130.08(17) . . ?
C2 C1 C6 122.8(2) . . ?
C19 C14 C13 121.3(2) . . ?
C15 C14 C13 120.9(2) . . ?
C15 C14 C19 117.8(2) . . ?
C8 C9 C20 122.20(18) . . ?
C10 C9 C8 117.7(2) . . ?
C10 C9 C20 120.1(2) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 C13 120.4(2) . . ?
C11 C12 H12 119.8 . . ?
C6 C5 H5 121.2 . . ?
C6 C5 C4 117.7(2) . . ?
C4 C5 H5 121.2 . . ?
C12 C11 H11 119.7 . . ?
C10 C11 C12 120.59(19) . . ?
C10 C11 H11 119.7 . . ?
C1 C2 H2 121.4 . . ?
C1 C2 C3 117.1(2) . . ?
C3 C2 H2 121.4 . . ?
C9 C10 H10 119.3 . . ?
C11 C10 C9 121.3(2) . . ?
C11 C10 H10 119.3 . . ?
C14 C19 H19 119.6 . . ?
C18 C19 C14 120.9(2) . . ?
C18 C19 H19 119.6 . . ?
C9 C20 H20A 109.5 . . ?
C9 C20 H20B 109.5 . . ?
C9 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.3(3) . . ?
C16 C15 H15 119.9 . . ?
C18 C17 H17 120.3 . . ?
C18 C17 C16 119.5(3) . . ?
C16 C17 H17 120.3 . . ?
C5 C4 H4 119.3 . . ?
C3 C4 C5 121.5(2) . . ?
C3 C4 H4 119.3 . . ?
C2 C3 C4 120.9(2) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C19 C18 H18 119.7 . . ?
C17 C18 C19 120.5(3) . . ?
C17 C18 H18 119.7 . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 121.0(3) . . ?
C17 C16 H16 119.5 . . ?

_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_ab_04_590_0m
_database_code_depnum_ccdc_archive 'CCDC 2014574'
loop_
_audit_author_name
_audit_author_address
'Dr. Indubhusan Deb'
;CSIR Indian institute of chemical biology
India
;
_audit_update_record             
;
2020-07-07 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;
_audit_creation_date             2020-07-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H13 N O3 S'
_chemical_formula_sum            'C19 H13 N O3 S'
_chemical_formula_weight         335.36
_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/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                   9.9907(2)
_cell_length_b                   8.1808(2)
_cell_length_c                   19.0908(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.2160(10)
_cell_angle_gamma                90
_cell_volume                     1560.32(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7734
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      64.87
_cell_measurement_theta_min      5.00
_shelx_estimated_absorpt_T_max   0.716
_shelx_estimated_absorpt_T_min   0.542
_exptl_absorpt_coefficient_mu    1.992
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.4302
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1840 before and 0.0923 after correction. The Ratio of minimum to maximum transmission is 0.5716. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic light white'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0914
_diffrn_reflns_av_unetI/netI     0.0507
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            19662
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        65.072
_diffrn_reflns_theta_max         65.072
_diffrn_reflns_theta_min         5.004
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2524
_reflns_number_total             2642
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       0.0071(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.226
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         2642
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0589
_refine_ls_restrained_S_all      1.226
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+3.1544P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1253
_refine_ls_wR_factor_ref         0.1269
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C18(H18), C15(H15), C2(H2), C16(H16), C5(H5), C9(H9), C3(H3),
 C8(H8), C11(H11), C12(H12), C4(H4), C10(H10)
;
_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 0.24363(8) 0.66833(9) 0.40116(4) 0.0189(3) Uani 1 1 d . . . . .
O1 O 0.1863(2) 0.5669(3) 0.27535(11) 0.0196(5) Uani 1 1 d . . . . .
O3 O 0.1113(2) 0.6317(3) 0.42315(12) 0.0278(6) Uani 1 1 d . . . . .
O2 O 0.3138(2) 0.8026(3) 0.43191(11) 0.0248(6) Uani 1 1 d . . . . .
N1 N 0.2453(3) 0.7125(3) 0.31178(13) 0.0193(6) Uani 1 1 d . . . . .
C14 C 0.3913(3) 0.4729(4) 0.32895(15) 0.0166(7) Uani 1 1 d . . . . .
C17 C 0.4752(3) 0.2713(4) 0.43660(17) 0.0229(7) Uani 1 1 d . . . . .
H17 H 0.505034 0.200752 0.472976 0.028 Uiso 1 1 calc R . . . .
C18 C 0.3861(3) 0.3947(4) 0.45183(17) 0.0220(7) Uani 1 1 d . . . . .
H18 H 0.352736 0.410679 0.497856 0.026 Uiso 1 1 calc R . . . .
C13 C 0.3278(3) 0.5873(4) 0.27729(16) 0.0164(7) Uani 1 1 d . . . . .
C15 C 0.4802(3) 0.3476(4) 0.31398(17) 0.0182(7) Uani 1 1 d . . . . .
H15 H 0.511575 0.330263 0.267648 0.022 Uiso 1 1 calc R . . . .
C2 C 0.3214(3) 0.6064(4) 0.14797(16) 0.0193(7) Uani 1 1 d . . . . .
H2 H 0.230569 0.572609 0.150198 0.023 Uiso 1 1 calc R . . . .
C16 C 0.5220(3) 0.2482(4) 0.36882(17) 0.0209(7) Uani 1 1 d . . . . .
H16 H 0.583917 0.162669 0.359846 0.025 Uiso 1 1 calc R . . . .
C1 C 0.3944(3) 0.6292(3) 0.20981(15) 0.0161(7) Uani 1 1 d . . . . .
C5 C 0.5845(3) 0.7064(4) 0.14105(17) 0.0237(7) Uani 1 1 d . . . . .
H5 H 0.674906 0.741780 0.138051 0.028 Uiso 1 1 calc R . . . .
C7 C 0.6156(3) 0.7008(4) 0.26993(16) 0.0176(7) Uani 1 1 d . . . . .
C9 C 0.8243(3) 0.6422(4) 0.32985(17) 0.0230(7) Uani 1 1 d . . . . .
H9 H 0.907605 0.586347 0.331539 0.028 Uiso 1 1 calc R . . . .
C3 C 0.3801(3) 0.6326(4) 0.08396(16) 0.0226(7) Uani 1 1 d . . . . .
H3 H 0.329856 0.615449 0.042250 0.027 Uiso 1 1 calc R . . . .
C19 C 0.3475(3) 0.4947(4) 0.39656(16) 0.0179(7) Uani 1 1 d . . . . .
C8 C 0.7388(3) 0.6197(4) 0.27307(17) 0.0204(7) Uani 1 1 d . . . . .
H8 H 0.764140 0.548627 0.236071 0.024 Uiso 1 1 calc R . . . .
C11 C 0.6658(3) 0.8246(4) 0.38184(17) 0.0229(7) Uani 1 1 d . . . . .
H11 H 0.640179 0.893378 0.419558 0.027 Uiso 1 1 calc R . . . .
C12 C 0.5797(3) 0.8037(4) 0.32479(16) 0.0193(7) Uani 1 1 d . . . . .
H12 H 0.496528 0.859835 0.323397 0.023 Uiso 1 1 calc R . . . .
C6 C 0.5288(3) 0.6785(4) 0.20664(16) 0.0180(7) Uani 1 1 d . . . . .
C4 C 0.5113(4) 0.6838(4) 0.07988(17) 0.0275(8) Uani 1 1 d . . . . .
H4 H 0.551319 0.703307 0.035596 0.033 Uiso 1 1 calc R . . . .
C10 C 0.7884(3) 0.7455(4) 0.38383(17) 0.0238(7) Uani 1 1 d . . . . .
H10 H 0.847630 0.762359 0.422208 0.029 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O3 1.421(2) . ?
S1 O2 1.428(2) . ?
S1 N1 1.744(3) . ?
S1 C19 1.762(3) . ?
O1 N1 1.499(3) . ?
O1 C13 1.423(4) . ?
N1 C13 1.472(4) . ?
C14 C13 1.499(4) . ?
C14 C15 1.387(4) . ?
C14 C19 1.376(4) . ?
C17 C18 1.378(5) . ?
C17 C16 1.390(5) . ?
C18 C19 1.388(4) . ?
C13 C1 1.492(4) . ?
C15 C16 1.388(4) . ?
C2 C1 1.397(4) . ?
C2 C3 1.374(5) . ?
C1 C6 1.404(4) . ?
C5 C6 1.391(5) . ?
C5 C4 1.388(5) . ?
C7 C8 1.399(4) . ?
C7 C12 1.392(4) . ?
C7 C6 1.496(4) . ?
C9 C8 1.390(4) . ?
C9 C10 1.381(5) . ?
C3 C4 1.379(5) . ?
C11 C12 1.396(4) . ?
C11 C10 1.385(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 S1 O2 119.80(14) . . ?
O3 S1 N1 110.18(13) . . ?
O3 S1 C19 113.18(15) . . ?
O2 S1 N1 103.68(13) . . ?
O2 S1 C19 110.61(13) . . ?
N1 S1 C19 96.35(13) . . ?
C13 O1 N1 60.41(17) . . ?
O1 N1 S1 106.51(17) . . ?
C13 N1 S1 107.51(19) . . ?
C13 N1 O1 57.25(16) . . ?
C15 C14 C13 126.6(3) . . ?
C19 C14 C13 113.6(3) . . ?
C19 C14 C15 119.7(3) . . ?
C18 C17 C16 121.0(3) . . ?
C17 C18 C19 116.7(3) . . ?
O1 C13 N1 62.34(18) . . ?
O1 C13 C14 111.2(2) . . ?
O1 C13 C1 116.8(2) . . ?
N1 C13 C14 112.1(2) . . ?
N1 C13 C1 118.6(2) . . ?
C1 C13 C14 121.5(3) . . ?
C14 C15 C16 117.9(3) . . ?
C3 C2 C1 120.5(3) . . ?
C15 C16 C17 121.4(3) . . ?
C2 C1 C13 117.8(3) . . ?
C2 C1 C6 119.9(3) . . ?
C6 C1 C13 122.2(3) . . ?
C4 C5 C6 121.6(3) . . ?
C8 C7 C6 118.9(3) . . ?
C12 C7 C8 118.9(3) . . ?
C12 C7 C6 122.1(3) . . ?
C10 C9 C8 120.2(3) . . ?
C2 C3 C4 120.4(3) . . ?
C14 C19 S1 109.9(2) . . ?
C14 C19 C18 123.3(3) . . ?
C18 C19 S1 126.8(3) . . ?
C9 C8 C7 120.6(3) . . ?
C10 C11 C12 120.4(3) . . ?
C7 C12 C11 120.1(3) . . ?
C1 C6 C7 123.5(3) . . ?
C5 C6 C1 118.2(3) . . ?
C5 C6 C7 118.3(3) . . ?
C3 C4 C5 119.4(3) . . ?
C9 C10 C11 119.8(3) . . ?

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

data_ibd_um_02_265_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1891262'
loop_
_audit_author_name
_audit_author_address
'indubhusan deb'
;CSIR-Indian institute of chemical biology
India
;
_audit_update_record             
;
2019-01-16 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;
_audit_creation_date             2018-12-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H15 N O4 S'
_chemical_formula_sum            'C20 H15 N O4 S'
_chemical_formula_weight         365.39
_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                   8.107(7)
_cell_length_b                   11.495(9)
_cell_length_c                   19.194(16)
_cell_angle_alpha                90
_cell_angle_beta                 93.585(10)
_cell_angle_gamma                90
_cell_volume                     1785(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2667
_cell_measurement_temperature    298
_cell_measurement_theta_max      23.201
_cell_measurement_theta_min      2.671
_shelx_estimated_absorpt_T_max   0.960
_shelx_estimated_absorpt_T_min   0.886
_exptl_absorpt_coefficient_mu    0.206
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6296
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1276 before and 0.0720 after correction. The Ratio of minimum to maximum transmission is 0.8445. 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    1.359
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_preparation       'slow diffusion'
_exptl_crystal_recrystallization_method CDCl3:HEXANE
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1755
_diffrn_reflns_av_unetI/netI     0.1126
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22553
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.354
_diffrn_reflns_theta_min         2.066
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Bruker Apex-II CCD'
_diffrn_measurement_method       ?
_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                1698
_reflns_number_total             3549
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.944
_refine_diff_density_rms         0.180
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3549
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1832
_refine_ls_R_factor_gt           0.0956
_refine_ls_restrained_S_all      0.966
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1922P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2265
_refine_ls_wR_factor_ref         0.3164
_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:
 C19(H19), C16(H16), C12(H12), C5(H5), C18(H18), C15(H15), C10(H10), C9(H9),
 C11(H11), C4(H4), C2(H2), C3(H3)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_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 0.62505(18) 0.59657(10) 0.39920(7) 0.0694(5) Uani 1 1 d . . . . .
O2 O 0.7763(4) 0.5260(3) 0.43473(18) 0.0715(10) Uani 1 1 d . . . . .
O1 O 0.7734(5) -0.0160(3) 0.5143(2) 0.0854(12) Uani 1 1 d . . . . .
O4 O 0.6885(6) 0.6807(3) 0.3552(2) 0.0939(13) Uani 1 1 d . . . . .
N1 N 0.5209(5) 0.5023(3) 0.3522(2) 0.0612(10) Uani 1 1 d . . . . .
O3 O 0.5323(6) 0.6314(4) 0.4554(2) 0.0968(14) Uani 1 1 d . . . . .
C13 C 0.4839(6) 0.2223(4) 0.2807(2) 0.0584(11) Uani 1 1 d . . . . .
C14 C 0.5575(6) 0.1582(4) 0.3428(2) 0.0579(11) Uani 1 1 d . . . . .
C17 C 0.7037(6) 0.0354(4) 0.4549(3) 0.0656(13) Uani 1 1 d . . . . .
C19 C 0.5525(6) 0.1989(4) 0.4096(3) 0.0601(12) Uani 1 1 d . . . . .
H19 H 0.499579 0.269101 0.417228 0.072 Uiso 1 1 calc R . . . .
C6 C 0.7740(5) 0.3950(3) 0.3373(2) 0.0520(10) Uani 1 1 d . . . . .
C16 C 0.7068(8) -0.0090(4) 0.3895(3) 0.0776(15) Uani 1 1 d . . . . .
H16 H 0.755909 -0.080724 0.382288 0.093 Uiso 1 1 calc R . . . .
C12 C 0.3946(7) 0.1624(5) 0.2279(3) 0.0721(14) Uani 1 1 d . . . . .
H12 H 0.382690 0.082188 0.231120 0.087 Uiso 1 1 calc R . . . .
C1 C 0.8602(6) 0.4523(4) 0.3913(2) 0.0596(11) Uani 1 1 d . . . . .
C5 C 0.8615(6) 0.3202(4) 0.2961(3) 0.0633(12) Uani 1 1 d . . . . .
H5 H 0.806644 0.280402 0.259421 0.076 Uiso 1 1 calc R . . . .
C7 C 0.5970(5) 0.4158(4) 0.3248(2) 0.0531(10) Uani 1 1 d . . . . .
C8 C 0.4966(6) 0.3429(4) 0.2745(2) 0.0558(11) Uani 1 1 d . . . . .
C18 C 0.6229(6) 0.1392(4) 0.4654(3) 0.0637(12) Uani 1 1 d . . . . .
H18 H 0.616469 0.168453 0.510356 0.076 Uiso 1 1 calc R . . . .
C15 C 0.6365(7) 0.0533(4) 0.3335(3) 0.0763(15) Uani 1 1 d . . . . .
H15 H 0.642470 0.023844 0.288620 0.092 Uiso 1 1 calc R . . . .
C10 C 0.3317(7) 0.3380(6) 0.1656(3) 0.0842(17) Uani 1 1 d . . . . .
H10 H 0.280522 0.376303 0.127454 0.101 Uiso 1 1 calc R . . . .
C9 C 0.4181(6) 0.4003(4) 0.2183(3) 0.0695(14) Uani 1 1 d . . . . .
H9 H 0.423047 0.481005 0.215769 0.083 Uiso 1 1 calc R . . . .
C11 C 0.3235(7) 0.2208(6) 0.1708(3) 0.0854(17) Uani 1 1 d . . . . .
H11 H 0.268641 0.178623 0.135101 0.102 Uiso 1 1 calc R . . . .
C4 C 1.0304(7) 0.3049(5) 0.3097(4) 0.0808(16) Uani 1 1 d . . . . .
H4 H 1.088735 0.254694 0.282308 0.097 Uiso 1 1 calc R . . . .
C2 C 1.0293(7) 0.4381(6) 0.4050(3) 0.0784(15) Uani 1 1 d . . . . .
H2 H 1.085059 0.478128 0.441438 0.094 Uiso 1 1 calc R . . . .
C3 C 1.1109(7) 0.3644(6) 0.3641(4) 0.0858(17) Uani 1 1 d . . . . .
H3 H 1.224028 0.353872 0.372868 0.103 Uiso 1 1 calc R . . . .
C20 C 0.8547(9) -0.1254(5) 0.5073(4) 0.098(2) Uani 1 1 d . . . . .
H20A H 0.936707 -0.118550 0.473595 0.147 Uiso 1 1 calc GR . . . .
H20B H 0.775079 -0.183345 0.492181 0.147 Uiso 1 1 calc GR . . . .
H20C H 0.906918 -0.147777 0.551592 0.147 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O2 1.588(4) . ?
S1 O4 1.402(4) . ?
S1 N1 1.614(4) . ?
S1 O3 1.411(4) . ?
O2 C1 1.394(6) . ?
O1 C17 1.374(6) . ?
O1 C20 1.430(6) . ?
N1 C7 1.299(6) . ?
C13 C14 1.494(7) . ?
C13 C12 1.390(7) . ?
C13 C8 1.396(7) . ?
C14 C19 1.367(7) . ?
C14 C15 1.382(7) . ?
C17 C16 1.357(8) . ?
C17 C18 1.383(7) . ?
C19 C18 1.367(7) . ?
C6 C1 1.380(6) . ?
C6 C5 1.391(6) . ?
C6 C7 1.460(6) . ?
C16 C15 1.383(8) . ?
C12 C11 1.380(8) . ?
C1 C2 1.389(7) . ?
C5 C4 1.389(8) . ?
C7 C8 1.483(6) . ?
C8 C9 1.385(7) . ?
C10 C9 1.392(7) . ?
C10 C11 1.353(9) . ?
C4 C3 1.378(9) . ?
C2 C3 1.356(9) . ?

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 105.08(19) . . ?
O4 S1 O2 108.0(3) . . ?
O4 S1 N1 109.0(2) . . ?
O4 S1 O3 119.8(3) . . ?
O3 S1 O2 104.6(3) . . ?
O3 S1 N1 109.4(3) . . ?
C1 O2 S1 116.5(3) . . ?
C17 O1 C20 118.0(5) . . ?
C7 N1 S1 119.7(3) . . ?
C12 C13 C14 120.1(4) . . ?
C12 C13 C8 117.9(5) . . ?
C8 C13 C14 122.0(4) . . ?
C19 C14 C13 123.1(4) . . ?
C19 C14 C15 117.4(4) . . ?
C15 C14 C13 119.5(4) . . ?
O1 C17 C18 115.1(5) . . ?
C16 C17 O1 125.2(5) . . ?
C16 C17 C18 119.7(5) . . ?
C18 C19 C14 121.9(4) . . ?
C1 C6 C5 118.0(4) . . ?
C1 C6 C7 119.4(4) . . ?
C5 C6 C7 122.6(4) . . ?
C17 C16 C15 119.6(5) . . ?
C11 C12 C13 120.7(5) . . ?
C6 C1 O2 119.7(4) . . ?
C6 C1 C2 122.2(5) . . ?
C2 C1 O2 118.0(5) . . ?
C4 C5 C6 120.2(5) . . ?
N1 C7 C6 123.1(4) . . ?
N1 C7 C8 116.2(4) . . ?
C6 C7 C8 120.6(4) . . ?
C13 C8 C7 123.1(4) . . ?
C9 C8 C13 120.4(4) . . ?
C9 C8 C7 116.4(4) . . ?
C19 C18 C17 119.8(5) . . ?
C14 C15 C16 121.5(5) . . ?
C11 C10 C9 118.9(5) . . ?
C8 C9 C10 120.4(5) . . ?
C10 C11 C12 121.5(5) . . ?
C3 C4 C5 119.6(5) . . ?
C3 C2 C1 118.4(6) . . ?
C2 C3 C4 121.6(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
