# Electronic Supplementary Material (ESI) for Photochemical & Photobiological Sciences.
# This journal is © The Royal Society of Chemistry and Owner Societies 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_exp_6280
_database_code_depnum_ccdc_archive 'CCDC 1921954'
loop_
_audit_author_name
_audit_author_address
'G. Krishnamoorthy'
;IIT Guwahati
India
;
_audit_update_record             
;
2019-06-08 deposited with the CCDC.	2020-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
5-(2-methoxyphenyl)-N-phenyl-1,3,4-thiadiazol-2-amine
_chemical_name_common            MPTA
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H13 N3 O S'
_chemical_formula_weight         283.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   19.0137(9)
_cell_length_b                   7.3113(4)
_cell_length_c                   20.1679(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.594(4)
_cell_angle_gamma                90
_cell_volume                     2790.3(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            Transparent
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.230
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5965
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.811
_diffrn_reflns_theta_max         28.809
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.881
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.881
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3206
_reflns_number_gt                2238
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0418P)²+0.5858P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3206
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1184
_refine_ls_wR_factor_gt          0.1007
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S8 S 0.55153(3) 0.70797(7) 0.45029(2) 0.04401(17) Uani 1 1 d . . . . .
O19 O 0.41496(8) 0.7282(2) 0.47104(8) 0.0605(4) Uani 1 1 d . . . . .
N11 N 0.61359(9) 0.8038(2) 0.56284(8) 0.0497(5) Uani 1 1 d . . . . .
N12 N 0.68877(9) 0.6892(3) 0.41664(8) 0.0526(5) Uani 1 1 d . . . . .
H12 H 0.731979 0.715530 0.429738 0.063 Uiso 1 1 calc R U . . .
N10 N 0.66678(9) 0.7752(3) 0.52241(8) 0.0517(5) Uani 1 1 d . . . . .
C7 C 0.55058(10) 0.7749(3) 0.53308(9) 0.0391(4) Uani 1 1 d . . . . .
C1 C 0.48712(10) 0.8011(3) 0.56772(10) 0.0417(5) Uani 1 1 d . . . . .
C9 C 0.64216(10) 0.7241(3) 0.46187(10) 0.0438(5) Uani 1 1 d . . . . .
C14 C 0.73660(11) 0.5436(3) 0.32567(10) 0.0481(5) Uani 1 1 d . . . . .
H14 H 0.780544 0.549504 0.350252 0.058 Uiso 1 1 calc R U . . .
C13 C 0.67795(11) 0.6168(3) 0.35184(9) 0.0454(5) Uani 1 1 d . . . . .
C6 C 0.41894(11) 0.7796(3) 0.53603(11) 0.0466(5) Uani 1 1 d . . . . .
C2 C 0.49407(12) 0.8532(3) 0.63433(10) 0.0559(6) Uani 1 1 d . . . . .
H2 H 0.538966 0.867984 0.656437 0.067 Uiso 1 1 calc R U . . .
C5 C 0.36036(12) 0.8096(3) 0.57062(13) 0.0602(6) Uani 1 1 d . . . . .
H5 H 0.315138 0.794601 0.549245 0.072 Uiso 1 1 calc R U . . .
C15 C 0.73063(13) 0.4624(3) 0.26382(11) 0.0565(6) Uani 1 1 d . . . . .
H15 H 0.770312 0.411726 0.247412 0.068 Uiso 1 1 calc R U . . .
C18 C 0.61406(12) 0.6157(4) 0.31291(10) 0.0619(7) Uani 1 1 d . . . . .
H18 H 0.574447 0.668866 0.328595 0.074 Uiso 1 1 calc R U . . .
C16 C 0.66642(14) 0.4558(3) 0.22611(11) 0.0643(7) Uani 1 1 d . . . . .
H16 H 0.662030 0.398311 0.184782 0.077 Uiso 1 1 calc R U . . .
C17 C 0.60905(13) 0.5353(4) 0.25052(11) 0.0699(7) Uani 1 1 d . . . . .
H17 H 0.565818 0.535299 0.224613 0.084 Uiso 1 1 calc R U . . .
C3 C 0.43571(14) 0.8832(4) 0.66809(12) 0.0687(7) Uani 1 1 d . . . . .
H3 H 0.441323 0.918531 0.712598 0.082 Uiso 1 1 calc R U . . .
C4 C 0.36905(14) 0.8611(4) 0.63606(13) 0.0696(7) Uani 1 1 d . . . . .
H4 H 0.329660 0.881282 0.659030 0.083 Uiso 1 1 calc R U . . .
C20 C 0.34782(12) 0.7148(4) 0.43385(13) 0.0739(8) Uani 1 1 d . . . . .
H20A H 0.354022 0.696347 0.387657 0.111 Uiso 1 1 calc R U . . .
H20B H 0.321757 0.825618 0.438817 0.111 Uiso 1 1 calc R U . . .
H20C H 0.322283 0.613392 0.449939 0.111 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
S8 C9 1.720(2) . ?
S8 C7 1.7416(19) . ?
O19 C6 1.358(2) . ?
O19 C20 1.420(2) . ?
N11 C7 1.304(2) . ?
N11 N10 1.376(2) . ?
N12 C9 1.357(3) . ?
N12 C13 1.406(2) . ?
N10 C9 1.318(2) . ?
C7 C1 1.465(3) . ?
C1 C2 1.390(3) . ?
C1 C6 1.397(3) . ?
C14 C15 1.376(3) . ?
C14 C13 1.387(3) . ?
C13 C18 1.381(3) . ?
C6 C5 1.388(3) . ?
C2 C3 1.375(3) . ?
C5 C4 1.367(3) . ?
C15 C16 1.375(3) . ?
C18 C17 1.384(3) . ?
C16 C17 1.369(3) . ?
C3 C4 1.375(3) . ?

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
C9 S8 C7 87.39(9) . . ?
C6 O19 C20 119.44(18) . . ?
C7 N11 N10 113.46(16) . . ?
C9 N12 C13 130.53(17) . . ?
C9 N10 N11 112.14(16) . . ?
N11 C7 C1 121.46(18) . . ?
N11 C7 S8 113.08(15) . . ?
C1 C7 S8 125.46(15) . . ?
C2 C1 C6 118.0(2) . . ?
C2 C1 C7 119.45(19) . . ?
C6 C1 C7 122.54(19) . . ?
N10 C9 N12 118.68(18) . . ?
N10 C9 S8 113.94(15) . . ?
N12 C9 S8 127.38(15) . . ?
C15 C14 C13 120.9(2) . . ?
C18 C13 C14 118.49(19) . . ?
C18 C13 N12 124.86(19) . . ?
C14 C13 N12 116.65(18) . . ?
O19 C6 C5 123.8(2) . . ?
O19 C6 C1 115.74(19) . . ?
C5 C6 C1 120.4(2) . . ?
C3 C2 C1 121.1(2) . . ?
C4 C5 C6 120.1(2) . . ?
C16 C15 C14 120.5(2) . . ?
C13 C18 C17 119.9(2) . . ?
C17 C16 C15 118.8(2) . . ?
C16 C17 C18 121.4(2) . . ?
C4 C3 C2 120.0(2) . . ?
C5 C4 C3 120.3(2) . . ?

_refine_diff_density_max         0.189
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.043


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethyl Acetate'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_exp_6280_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1921955'
loop_
_audit_author_name
_audit_author_address
'G. Krishnamoorthy'
;IIT Guwahati
India
;
_audit_update_record             
;
2019-06-08 deposited with the CCDC.	2020-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H13 N3 O S'
_chemical_formula_weight         283.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   19.0137(9)
_cell_length_b                   7.3113(4)
_cell_length_c                   20.1679(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.594(4)
_cell_angle_gamma                90
_cell_volume                     2790.3(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.230
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5965
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.811
_diffrn_reflns_theta_max         28.809
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.881
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.881
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.881
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3206
_reflns_number_gt                2238
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0418P)²+0.5858P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3206
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.1184
_refine_ls_wR_factor_gt          0.1007
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S8 S 0.55153(3) 0.70797(7) 0.45029(2) 0.04401(17) Uani 1 1 d . . . . .
O19 O 0.41496(8) 0.7282(2) 0.47104(8) 0.0605(4) Uani 1 1 d . . . . .
N11 N 0.61359(9) 0.8038(2) 0.56284(8) 0.0497(5) Uani 1 1 d . . . . .
N12 N 0.68877(9) 0.6892(3) 0.41664(8) 0.0526(5) Uani 1 1 d . . . . .
H12 H 0.731979 0.715530 0.429738 0.063 Uiso 1 1 calc R U . . .
N10 N 0.66678(9) 0.7752(3) 0.52241(8) 0.0517(5) Uani 1 1 d . . . . .
C7 C 0.55058(10) 0.7749(3) 0.53308(9) 0.0391(4) Uani 1 1 d . . . . .
C1 C 0.48712(10) 0.8011(3) 0.56772(10) 0.0417(5) Uani 1 1 d . . . . .
C9 C 0.64216(10) 0.7241(3) 0.46187(10) 0.0438(5) Uani 1 1 d . . . . .
C14 C 0.73660(11) 0.5436(3) 0.32567(10) 0.0481(5) Uani 1 1 d . . . . .
H14 H 0.780544 0.549504 0.350252 0.058 Uiso 1 1 calc R U . . .
C13 C 0.67795(11) 0.6168(3) 0.35184(9) 0.0454(5) Uani 1 1 d . . . . .
C6 C 0.41894(11) 0.7796(3) 0.53603(11) 0.0466(5) Uani 1 1 d . . . . .
C2 C 0.49407(12) 0.8532(3) 0.63433(10) 0.0559(6) Uani 1 1 d . . . . .
H2 H 0.538966 0.867984 0.656437 0.067 Uiso 1 1 calc R U . . .
C5 C 0.36036(12) 0.8096(3) 0.57062(13) 0.0602(6) Uani 1 1 d . . . . .
H5 H 0.315138 0.794601 0.549245 0.072 Uiso 1 1 calc R U . . .
C15 C 0.73063(13) 0.4624(3) 0.26382(11) 0.0565(6) Uani 1 1 d . . . . .
H15 H 0.770312 0.411726 0.247412 0.068 Uiso 1 1 calc R U . . .
C18 C 0.61406(12) 0.6157(4) 0.31291(10) 0.0619(7) Uani 1 1 d . . . . .
H18 H 0.574447 0.668866 0.328595 0.074 Uiso 1 1 calc R U . . .
C16 C 0.66642(14) 0.4558(3) 0.22611(11) 0.0643(7) Uani 1 1 d . . . . .
H16 H 0.662030 0.398311 0.184782 0.077 Uiso 1 1 calc R U . . .
C17 C 0.60905(13) 0.5353(4) 0.25052(11) 0.0699(7) Uani 1 1 d . . . . .
H17 H 0.565818 0.535299 0.224613 0.084 Uiso 1 1 calc R U . . .
C3 C 0.43571(14) 0.8832(4) 0.66809(12) 0.0687(7) Uani 1 1 d . . . . .
H3 H 0.441323 0.918531 0.712598 0.082 Uiso 1 1 calc R U . . .
C4 C 0.36905(14) 0.8611(4) 0.63606(13) 0.0696(7) Uani 1 1 d . . . . .
H4 H 0.329660 0.881282 0.659030 0.083 Uiso 1 1 calc R U . . .
C20 C 0.34782(12) 0.7148(4) 0.43385(13) 0.0739(8) Uani 1 1 d . . . . .
H20A H 0.354022 0.696347 0.387657 0.111 Uiso 1 1 calc R U . . .
H20B H 0.321757 0.825618 0.438817 0.111 Uiso 1 1 calc R U . . .
H20C H 0.322283 0.613392 0.449939 0.111 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
S8 C9 1.720(2) . ?
S8 C7 1.7416(19) . ?
O19 C6 1.358(2) . ?
O19 C20 1.420(2) . ?
N11 C7 1.304(2) . ?
N11 N10 1.376(2) . ?
N12 C9 1.357(3) . ?
N12 C13 1.406(2) . ?
N10 C9 1.318(2) . ?
C7 C1 1.465(3) . ?
C1 C2 1.390(3) . ?
C1 C6 1.397(3) . ?
C14 C15 1.376(3) . ?
C14 C13 1.387(3) . ?
C13 C18 1.381(3) . ?
C6 C5 1.388(3) . ?
C2 C3 1.375(3) . ?
C5 C4 1.367(3) . ?
C15 C16 1.375(3) . ?
C18 C17 1.384(3) . ?
C16 C17 1.369(3) . ?
C3 C4 1.375(3) . ?

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
C9 S8 C7 87.39(9) . . ?
C6 O19 C20 119.44(18) . . ?
C7 N11 N10 113.46(16) . . ?
C9 N12 C13 130.53(17) . . ?
C9 N10 N11 112.14(16) . . ?
N11 C7 C1 121.46(18) . . ?
N11 C7 S8 113.08(15) . . ?
C1 C7 S8 125.46(15) . . ?
C2 C1 C6 118.0(2) . . ?
C2 C1 C7 119.45(19) . . ?
C6 C1 C7 122.54(19) . . ?
N10 C9 N12 118.68(18) . . ?
N10 C9 S8 113.94(15) . . ?
N12 C9 S8 127.38(15) . . ?
C15 C14 C13 120.9(2) . . ?
C18 C13 C14 118.49(19) . . ?
C18 C13 N12 124.86(19) . . ?
C14 C13 N12 116.65(18) . . ?
O19 C6 C5 123.8(2) . . ?
O19 C6 C1 115.74(19) . . ?
C5 C6 C1 120.4(2) . . ?
C3 C2 C1 121.1(2) . . ?
C4 C5 C6 120.1(2) . . ?
C16 C15 C14 120.5(2) . . ?
C13 C18 C17 119.9(2) . . ?
C17 C16 C15 118.8(2) . . ?
C16 C17 C18 121.4(2) . . ?
C4 C3 C2 120.0(2) . . ?
C5 C4 C3 120.3(2) . . ?

_refine_diff_density_max         0.189
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.043

