# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1980566'
loop_
_audit_author_name
_audit_author_address
'Soumitra Maity'
;IIT(ISM)
India
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2024-09-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
"Ethyl 5-amino-2,3-dihydro-[2,3'-bithiophene]-4-carboxylate"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H13 N O2 S2'
_chemical_formula_weight         255.34

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           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   5.7014(5)
_cell_length_b                   9.6716(8)
_cell_length_c                   21.860(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.246(7)
_cell_angle_gamma                90
_cell_volume                     1204.48(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2217
_cell_measurement_theta_min      2.8170
_cell_measurement_theta_max      28.7460

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.426
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_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                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5245
_diffrn_reflns_av_unetI/netI     0.0816
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.865
_diffrn_reflns_theta_max         26.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2576
_reflns_number_gt                1665
_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 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0611P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2576
_refine_ls_number_parameters     153
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0993
_refine_ls_R_factor_gt           0.0637
_refine_ls_wR_factor_ref         0.1648
_refine_ls_wR_factor_gt          0.1480
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_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
C1 C 0.1078(6) 0.2431(3) 0.51934(17) 0.0449(9) Uani 1 1 d . . . . .
H1 H -0.012952 0.236146 0.546567 0.054 Uiso 1 1 calc R U . . .
C2 C 0.1094(6) 0.3326(4) 0.47036(18) 0.0541(11) Uani 1 1 d . . . . .
H2 H -0.011083 0.394876 0.461043 0.065 Uiso 1 1 calc R U . . .
C3 C 0.3123(6) 0.3205(4) 0.43569(17) 0.0465(10) Uani 1 1 d . . . . .
C4 C 0.4600(6) 0.2235(4) 0.45960(18) 0.0511(10) Uani 1 1 d . . . . .
H4 H 0.602990 0.200861 0.443137 0.061 Uiso 1 1 calc R U . . .
C5 C 0.3341(6) 0.4030(4) 0.37667(18) 0.0515(10) Uani 1 1 d . . . . .
H5 H 0.210416 0.373111 0.347197 0.062 Uiso 1 1 calc R U . . .
C6 C 0.3145(5) 0.5597(3) 0.38561(16) 0.0397(8) Uani 1 1 d . . . . .
H6A H 0.151438 0.588285 0.382252 0.048 Uiso 1 1 calc R U . . .
H6B H 0.378146 0.585843 0.425765 0.048 Uiso 1 1 calc R U . . .
C7 C 0.4520(5) 0.6276(3) 0.33642(15) 0.0343(8) Uani 1 1 d . . . . .
C8 C 0.6214(5) 0.5449(3) 0.31380(15) 0.0347(8) Uani 1 1 d . . . . .
C9 C 0.4215(5) 0.7662(4) 0.31704(15) 0.0369(8) Uani 1 1 d . . . . .
C10 C 0.2121(6) 0.9760(3) 0.32996(18) 0.0451(9) Uani 1 1 d . . . . .
H10A H 0.175873 0.984488 0.286398 0.054 Uiso 1 1 calc R U . . .
H10B H 0.352206 1.029657 0.339910 0.054 Uiso 1 1 calc R U . . .
C11 C 0.0107(6) 1.0280(4) 0.36566(19) 0.0547(10) Uani 1 1 d . . . . .
H11A H -0.018266 1.123365 0.355768 0.082 Uiso 1 1 calc R U . . .
H11B H -0.127054 0.974488 0.355376 0.082 Uiso 1 1 calc R U . . .
H11C H 0.048560 1.019473 0.408669 0.082 Uiso 1 1 calc R U . . .
N1 N 0.7866(6) 0.5769(4) 0.27449(16) 0.0477(9) Uani 1 1 d . . . . .
O1 O 0.5346(4) 0.8245(2) 0.27790(13) 0.0545(7) Uani 1 1 d . . . . .
O2 O 0.2499(4) 0.8328(2) 0.34608(11) 0.0397(6) Uani 1 1 d . . . . .
S1 S 0.35543(17) 0.14789(11) 0.52298(5) 0.0588(4) Uani 1 1 d . . . . .
S2 S 0.62049(16) 0.37549(9) 0.34293(5) 0.0484(3) Uani 1 1 d . . . . .
H1C H 0.792(6) 0.653(4) 0.264(2) 0.060(15) Uiso 1 1 d . . . . .
H1D H 0.875(6) 0.519(4) 0.2608(17) 0.046(11) Uiso 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
C1 C2 1.378(5) . ?
C1 S1 1.685(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.412(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.352(5) . ?
C3 C5 1.526(5) . ?
C4 S1 1.696(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.533(5) . ?
C5 S2 1.837(3) . ?
C5 H5 0.9800 . ?
C6 C7 1.506(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.362(4) . ?
C7 C9 1.414(4) . ?
C8 N1 1.336(4) . ?
C8 S2 1.758(3) . ?
C9 O1 1.229(4) . ?
C9 O2 1.351(4) . ?
C10 O2 1.444(4) . ?
C10 C11 1.500(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
N1 H1C 0.77(4) . ?
N1 H1D 0.82(4) . ?

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
C2 C1 S1 110.4(2) . . ?
C2 C1 H1 124.8 . . ?
S1 C1 H1 124.8 . . ?
C1 C2 C3 113.3(3) . . ?
C1 C2 H2 123.4 . . ?
C3 C2 H2 123.4 . . ?
C4 C3 C2 111.2(3) . . ?
C4 C3 C5 128.3(3) . . ?
C2 C3 C5 120.4(3) . . ?
C3 C4 S1 112.4(3) . . ?
C3 C4 H4 123.8 . . ?
S1 C4 H4 123.8 . . ?
C3 C5 C6 113.6(3) . . ?
C3 C5 S2 111.5(2) . . ?
C6 C5 S2 105.3(2) . . ?
C3 C5 H5 108.7 . . ?
C6 C5 H5 108.7 . . ?
S2 C5 H5 108.7 . . ?
C7 C6 C5 107.3(3) . . ?
C7 C6 H6A 110.3 . . ?
C5 C6 H6A 110.3 . . ?
C7 C6 H6B 110.3 . . ?
C5 C6 H6B 110.3 . . ?
H6A C6 H6B 108.5 . . ?
C8 C7 C9 121.9(3) . . ?
C8 C7 C6 113.6(3) . . ?
C9 C7 C6 124.4(3) . . ?
N1 C8 C7 128.7(3) . . ?
N1 C8 S2 117.5(3) . . ?
C7 C8 S2 113.8(2) . . ?
O1 C9 O2 121.2(3) . . ?
O1 C9 C7 125.6(3) . . ?
O2 C9 C7 113.2(3) . . ?
O2 C10 C11 107.7(3) . . ?
O2 C10 H10A 110.2 . . ?
C11 C10 H10A 110.2 . . ?
O2 C10 H10B 110.2 . . ?
C11 C10 H10B 110.2 . . ?
H10A C10 H10B 108.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C8 N1 H1C 117(3) . . ?
C8 N1 H1D 122(3) . . ?
H1C N1 H1D 120(4) . . ?
C9 O2 C10 116.6(2) . . ?
C1 S1 C4 92.67(17) . . ?
C8 S2 C5 91.48(16) . . ?

_refine_diff_density_max         0.782
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.063



####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2132622'
loop_
_audit_author_name
_audit_author_address
'Soumitra Maity'
;IIT(ISM) Dhanbad
India
;
_audit_update_record             
;
2024-06-11 deposited with the CCDC.	2024-09-30 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            'C13 H13 Cl2 N O2 S'
_chemical_formula_weight         318.21

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.9528(13)
_cell_length_b                   9.7498(8)
_cell_length_c                   10.4550(11)
_cell_angle_alpha                90
_cell_angle_beta                 108.082(11)
_cell_angle_gamma                90
_cell_volume                     1448.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2367
_cell_measurement_theta_min      2.9320
_cell_measurement_theta_max      26.9590

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.588
_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                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_detector                 'CCD plate'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6875
_diffrn_reflns_av_unetI/netI     0.0711
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.533
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3123
_reflns_number_gt                1774
_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 2014/5 (Sheldrick, 2014)'
_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)+(0.0100P)²] 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         3123
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.0519
_refine_ls_wR_factor_gt          0.0484
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.31923(13) 0.2677(2) 0.47377(18) 0.0374(5) Uani 1 1 d . . . . .
C2 C 0.34781(13) 0.3947(2) 0.44112(18) 0.0436(5) Uani 1 1 d . . . . .
H2 H 0.319654 0.473176 0.461655 0.052 Uiso 1 1 calc R U . . .
C3 C 0.41654(13) 0.4089(2) 0.37924(18) 0.0476(6) Uani 1 1 d . . . . .
H3 H 0.433858 0.495387 0.357672 0.057 Uiso 1 1 calc R U . . .
C4 C 0.45876(13) 0.2936(2) 0.35016(18) 0.0464(6) Uani 1 1 d . . . . .
C5 C 0.43319(13) 0.1651(2) 0.37939(18) 0.0465(6) Uani 1 1 d . . . . .
H5 H 0.462025 0.087227 0.358935 0.056 Uiso 1 1 calc R U . . .
C6 C 0.36362(14) 0.15437(19) 0.43988(18) 0.0412(5) Uani 1 1 d . . . . .
C8 C 0.24356(13) 0.2517(2) 0.54056(18) 0.0419(5) Uani 1 1 d . . . . .
H8 H 0.264444 0.184781 0.613737 0.050 Uiso 1 1 calc R U . . .
C9 C 0.21300(14) 0.3835(2) 0.59521(18) 0.0460(6) Uani 1 1 d . . . . .
H9A H 0.188683 0.362534 0.668869 0.055 Uiso 1 1 calc R U . . .
H9B H 0.265947 0.445498 0.627772 0.055 Uiso 1 1 calc R U . . .
C10 C 0.13749(13) 0.4479(2) 0.48031(19) 0.0354(5) Uani 1 1 d . . . . .
C11 C 0.09070(14) 0.35622(19) 0.3848(2) 0.0366(5) Uani 1 1 d . . . . .
C12 C 0.10957(15) 0.5882(2) 0.4734(2) 0.0395(5) Uani 1 1 d . . . . .
C14 C 0.14106(15) 0.8061(2) 0.5789(2) 0.0568(6) Uani 1 1 d . . . . .
H14A H 0.076011 0.815226 0.576781 0.068 Uiso 1 1 calc R U . . .
H14B H 0.148947 0.853449 0.501540 0.068 Uiso 1 1 calc R U . . .
C15 C 0.20533(16) 0.8659(2) 0.7065(2) 0.0735(8) Uani 1 1 d . . . . .
H15A H 0.268771 0.865333 0.703130 0.110 Uiso 1 1 calc R U . . .
H15B H 0.201753 0.812271 0.781699 0.110 Uiso 1 1 calc R U . . .
H15C H 0.186633 0.958549 0.716227 0.110 Uiso 1 1 calc R U . . .
Cl18 Cl 0.33192(4) -0.01030(6) 0.47338(6) 0.06620(19) Uani 1 1 d . . . . .
Cl19 Cl 0.54761(4) 0.30926(6) 0.27575(6) 0.0756(2) Uani 1 1 d . . . . .
N17 N 0.01703(11) 0.37904(16) 0.27597(16) 0.0543(5) Uani 1 1 d . . . . .
H17A H -0.006410 0.460121 0.259693 0.065 Uiso 1 1 calc R U . . .
H17B H -0.007034 0.312681 0.222090 0.065 Uiso 1 1 calc R U . . .
O13 O 0.16543(9) 0.66333(14) 0.57618(13) 0.0489(4) Uani 1 1 d . . . . .
O16 O 0.04384(10) 0.63960(13) 0.38472(13) 0.0510(4) Uani 1 1 d . . . . .
S7 S 0.13492(4) 0.18797(5) 0.41505(5) 0.04603(15) 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
C1 C2 1.386(2) . ?
C1 C6 1.391(2) . ?
C1 C8 1.511(2) . ?
C2 C3 1.381(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.369(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.372(3) . ?
C4 Cl19 1.7421(18) . ?
C5 C6 1.379(2) . ?
C5 H5 0.9300 . ?
C6 Cl18 1.7401(19) . ?
C8 C9 1.532(2) . ?
C8 S7 1.850(2) . ?
C8 H8 0.9800 . ?
C9 C10 1.507(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.361(2) . ?
C10 C12 1.425(2) . ?
C11 N17 1.334(2) . ?
C11 S7 1.7602(19) . ?
C12 O16 1.229(2) . ?
C12 O13 1.353(2) . ?
C14 O13 1.441(2) . ?
C14 C15 1.499(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
N17 H17A 0.8600 . ?
N17 H17B 0.8600 . ?

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
C2 C1 C6 116.04(17) . . ?
C2 C1 C8 122.58(17) . . ?
C6 C1 C8 121.38(17) . . ?
C3 C2 C1 122.42(18) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C4 C3 C2 118.90(19) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C5 C4 C3 121.40(19) . . ?
C5 C4 Cl19 118.88(16) . . ?
C3 C4 Cl19 119.71(17) . . ?
C4 C5 C6 118.24(18) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
C5 C6 C1 122.98(18) . . ?
C5 C6 Cl18 116.97(15) . . ?
C1 C6 Cl18 120.04(15) . . ?
C1 C8 C9 116.00(16) . . ?
C1 C8 S7 109.00(12) . . ?
C9 C8 S7 104.37(13) . . ?
C1 C8 H8 109.1 . . ?
C9 C8 H8 109.1 . . ?
S7 C8 H8 109.1 . . ?
C10 C9 C8 106.78(15) . . ?
C10 C9 H9A 110.4 . . ?
C8 C9 H9A 110.4 . . ?
C10 C9 H9B 110.4 . . ?
C8 C9 H9B 110.4 . . ?
H9A C9 H9B 108.6 . . ?
C11 C10 C12 121.16(19) . . ?
C11 C10 C9 113.48(18) . . ?
C12 C10 C9 125.14(18) . . ?
N17 C11 C10 128.07(18) . . ?
N17 C11 S7 118.25(15) . . ?
C10 C11 S7 113.67(16) . . ?
O16 C12 O13 122.02(19) . . ?
O16 C12 C10 125.6(2) . . ?
O13 C12 C10 112.3(2) . . ?
O13 C14 C15 107.30(18) . . ?
O13 C14 H14A 110.3 . . ?
C15 C14 H14A 110.3 . . ?
O13 C14 H14B 110.3 . . ?
C15 C14 H14B 110.3 . . ?
H14A C14 H14B 108.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C11 N17 H17A 120.0 . . ?
C11 N17 H17B 120.0 . . ?
H17A N17 H17B 120.0 . . ?
C12 O13 C14 116.16(16) . . ?
C11 S7 C8 90.72(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
C6 C1 C2 C3 -0.3(3) . . . . ?
C8 C1 C2 C3 -179.54(17) . . . . ?
C1 C2 C3 C4 -0.7(3) . . . . ?
C2 C3 C4 C5 1.0(3) . . . . ?
C2 C3 C4 Cl19 -178.48(14) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
Cl19 C4 C5 C6 179.16(14) . . . . ?
C4 C5 C6 C1 -0.8(3) . . . . ?
C4 C5 C6 Cl18 179.15(15) . . . . ?
C2 C1 C6 C5 1.0(3) . . . . ?
C8 C1 C6 C5 -179.73(17) . . . . ?
C2 C1 C6 Cl18 -178.87(14) . . . . ?
C8 C1 C6 Cl18 0.4(3) . . . . ?
C2 C1 C8 C9 -11.4(3) . . . . ?
C6 C1 C8 C9 169.44(18) . . . . ?
C2 C1 C8 S7 106.02(18) . . . . ?
C6 C1 C8 S7 -73.2(2) . . . . ?
C1 C8 C9 C10 86.35(19) . . . . ?
S7 C8 C9 C10 -33.58(17) . . . . ?
C8 C9 C10 C11 25.2(2) . . . . ?
C8 C9 C10 C12 -160.09(17) . . . . ?
C12 C10 C11 N17 0.6(3) . . . . ?
C9 C10 C11 N17 175.54(17) . . . . ?
C12 C10 C11 S7 -178.46(13) . . . . ?
C9 C10 C11 S7 -3.5(2) . . . . ?
C11 C10 C12 O16 -0.4(3) . . . . ?
C9 C10 C12 O16 -174.68(18) . . . . ?
C11 C10 C12 O13 -179.12(15) . . . . ?
C9 C10 C12 O13 6.6(2) . . . . ?
O16 C12 O13 C14 2.5(2) . . . . ?
C10 C12 O13 C14 -178.68(14) . . . . ?
C15 C14 O13 C12 174.64(15) . . . . ?
N17 C11 S7 C8 165.76(14) . . . . ?
C10 C11 S7 C8 -15.08(14) . . . . ?
C1 C8 S7 C11 -96.67(13) . . . . ?
C9 C8 S7 C11 27.85(13) . . . . ?

_refine_diff_density_max         0.227
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.043



