# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_rt_ps_44_spm_c2_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2065030'
loop_
_audit_author_name
_audit_author_address
'Rituraj Das'
;Tezpur University
India
;
_audit_update_record             
;
2021-02-25 deposited with the CCDC.	2021-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H12 N2 O2 S'
_chemical_formula_weight         272.32

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                   9.7375(17)
_cell_length_b                   5.1423(9)
_cell_length_c                   25.972(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.230(5)
_cell_angle_gamma                90
_cell_volume                     1295.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3357
_cell_measurement_theta_min      4.26
_cell_measurement_theta_max      21.89

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.397
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.249
_shelx_estimated_absorpt_T_min   0.940
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.972
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20726
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         4.040
_diffrn_reflns_theta_max         25.025
_diffrn_reflns_theta_full        25.025
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             2257
_reflns_number_gt                1579
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0564P)²+0.3453P] 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         2257
_refine_ls_number_parameters     184
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0418
_refine_ls_wR_factor_ref         0.1192
_refine_ls_wR_factor_gt          0.1036
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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 0.1939(2) 0.8730(4) 0.40611(8) 0.0488(5) Uani 1 1 d . . . . .
C2 C 0.0644(3) 0.9268(5) 0.38109(10) 0.0682(7) Uani 1 1 d . . . . .
H2 H 0.033470 0.835126 0.351413 0.082 Uiso 1 1 calc R U . . .
C3 C -0.0182(3) 1.1150(6) 0.40002(12) 0.0800(8) Uani 1 1 d . . . . .
H3 H -0.104461 1.149704 0.382978 0.096 Uiso 1 1 calc R U . . .
C4 C 0.0253(3) 1.2502(6) 0.44336(12) 0.0789(8) Uani 1 1 d . . . . .
H4 H -0.031541 1.375200 0.456234 0.095 Uiso 1 1 calc R U . . .
C5 C 0.1540(3) 1.2019(5) 0.46828(11) 0.0760(8) Uani 1 1 d . . . . .
H5 H 0.184230 1.295994 0.497731 0.091 Uiso 1 1 calc R U . . .
C6 C 0.2382(3) 1.0143(5) 0.44969(9) 0.0606(6) Uani 1 1 d . . . . .
H6 H 0.325015 0.983101 0.466568 0.073 Uiso 1 1 calc R U . . .
C7 C 0.2773(2) 0.6693(4) 0.38354(8) 0.0497(5) Uani 1 1 d . . . . .
C8 C 0.4827(2) 0.3797(4) 0.40095(8) 0.0513(6) Uani 1 1 d . . . . .
C9 C 0.5189(2) 0.0713(4) 0.32860(8) 0.0482(5) Uani 1 1 d . . . . .
C10 C 0.6262(2) -0.0873(5) 0.34821(9) 0.0579(6) Uani 1 1 d . . . . .
H10 H 0.664160 -0.065976 0.382124 0.069 Uiso 1 1 calc R U . . .
C11 C 0.6766(3) -0.2763(5) 0.31751(11) 0.0673(7) Uani 1 1 d . . . . .
H11 H 0.748937 -0.381681 0.330802 0.081 Uiso 1 1 calc R U . . .
C12 C 0.6210(3) -0.3113(5) 0.26730(11) 0.0705(7) Uani 1 1 d . . . . .
H12 H 0.656242 -0.438714 0.246769 0.085 Uiso 1 1 calc R U . . .
C13 C 0.5126(3) -0.1566(5) 0.24748(10) 0.0667(7) Uani 1 1 d . . . . .
H13 H 0.474353 -0.181079 0.213701 0.080 Uiso 1 1 calc R U . . .
C14 C 0.4616(2) 0.0328(4) 0.27763(9) 0.0535(6) Uani 1 1 d . . . . .
H1A H 0.314(3) 0.149(7) 0.2267(7) 0.136(13) Uiso 1 1 d D . . . .
H1B H 0.408(2) 0.642(4) 0.4435(10) 0.062(7) Uiso 1 1 d . . . . .
H2B H 0.378(3) 0.352(4) 0.3362(9) 0.065(7) Uiso 1 1 d . . . . .
N1 N 0.39018(19) 0.5754(4) 0.41299(7) 0.0538(5) Uani 1 1 d . . . . .
N2 N 0.45343(19) 0.2694(4) 0.35496(7) 0.0494(5) Uani 1 1 d . . . . .
O1 O 0.35511(19) 0.1909(4) 0.26118(7) 0.0742(6) Uani 1 1 d D . . . .
O2 O 0.24463(17) 0.5840(3) 0.33974(6) 0.0651(5) Uani 1 1 d . . . . .
S1 S 0.61349(7) 0.31458(17) 0.44488(2) 0.0781(3) 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 C6 1.381(3) . ?
C1 C2 1.393(3) . ?
C1 C7 1.479(3) . ?
C2 C3 1.377(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.358(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.381(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O2 1.234(2) . ?
C7 N1 1.369(3) . ?
C8 N2 1.329(3) . ?
C8 N1 1.405(3) . ?
C8 S1 1.665(2) . ?
C9 C10 1.385(3) . ?
C9 C14 1.403(3) . ?
C9 N2 1.412(3) . ?
C10 C11 1.376(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.377(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.383(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.371(3) . ?
C13 H13 0.9300 . ?
C14 O1 1.356(3) . ?
N1 H1B 0.87(3) . ?
N2 H2B 0.95(2) . ?
O1 H1A 0.971(10) . ?

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
C6 C1 C2 118.7(2) . . ?
C6 C1 C7 123.7(2) . . ?
C2 C1 C7 117.6(2) . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 119.9(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 120.2(2) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
O2 C7 N1 121.1(2) . . ?
O2 C7 C1 120.82(19) . . ?
N1 C7 C1 118.1(2) . . ?
N2 C8 N1 114.62(19) . . ?
N2 C8 S1 128.15(18) . . ?
N1 C8 S1 117.23(17) . . ?
C10 C9 C14 119.0(2) . . ?
C10 C9 N2 127.2(2) . . ?
C14 C9 N2 113.66(19) . . ?
C11 C10 C9 120.0(2) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 120.7(2) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C13 119.9(2) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 120.0(2) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
O1 C14 C13 123.5(2) . . ?
O1 C14 C9 116.1(2) . . ?
C13 C14 C9 120.4(2) . . ?
C7 N1 C8 128.8(2) . . ?
C7 N1 H1B 116.9(16) . . ?
C8 N1 H1B 114.3(16) . . ?
C8 N2 C9 132.41(19) . . ?
C8 N2 H2B 111.2(14) . . ?
C9 N2 H2B 116.2(14) . . ?
C14 O1 H1A 113(2) . . ?

_refine_diff_density_max         0.150
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.043


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Tetrahydrofuran'
####################################################################### 
# 
# 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_rt_ps45_spm_c3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2065031'
loop_
_audit_author_name
_audit_author_address
'Rituraj Das'
;Tezpur University
India
;
_audit_update_record             
;
2021-02-25 deposited with the CCDC.	2021-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H12 N2 O2 S'
_chemical_formula_weight         272.32

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/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                   12.2027(10)
_cell_length_b                   7.3419(6)
_cell_length_c                   15.7431(13)
_cell_angle_alpha                90
_cell_angle_beta                 112.224(2)
_cell_angle_gamma                90
_cell_volume                     1305.66(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6033
_cell_measurement_theta_min      3.61
_cell_measurement_theta_max      29.04

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.247
_shelx_estimated_absorpt_T_min   0.939
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_T_max  0.970
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17381
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.803
_diffrn_reflns_theta_max         25.022
_diffrn_reflns_theta_full        25.022
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             2284
_reflns_number_gt                2014
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0532P)²+0.3696P] 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         2284
_refine_ls_number_parameters     184
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0983
_refine_ls_wR_factor_gt          0.0939
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.63639(13) 0.6401(2) 0.57208(10) 0.0366(4) Uani 1 1 d . . . . .
C2 C 0.68535(16) 0.5371(2) 0.65138(11) 0.0454(4) Uani 1 1 d . . . . .
H2 H 0.749945 0.462047 0.659492 0.055 Uiso 1 1 calc R U . . .
C3 C 0.63782(18) 0.5461(3) 0.71859(12) 0.0545(5) Uani 1 1 d . . . . .
H3 H 0.670739 0.477208 0.771824 0.065 Uiso 1 1 calc R U . . .
C4 C 0.54234(17) 0.6565(3) 0.70673(13) 0.0581(5) Uani 1 1 d . . . . .
H4 H 0.510535 0.661835 0.751838 0.070 Uiso 1 1 calc R U . . .
C5 C 0.49359(16) 0.7592(3) 0.62822(14) 0.0555(5) Uani 1 1 d . . . . .
H5 H 0.428859 0.833698 0.620421 0.067 Uiso 1 1 calc R U . . .
C6 C 0.54044(15) 0.7521(2) 0.56094(12) 0.0452(4) Uani 1 1 d . . . . .
H6 H 0.507626 0.822389 0.508199 0.054 Uiso 1 1 calc R U . . .
C7 C 0.68431(14) 0.6428(2) 0.49764(10) 0.0382(4) Uani 1 1 d . . . . .
C8 C 0.79700(13) 0.4536(2) 0.42780(10) 0.0372(4) Uani 1 1 d . . . . .
C9 C 0.83066(13) 0.5760(2) 0.29451(10) 0.0369(4) Uani 1 1 d . . . . .
C10 C 0.76818(13) 0.4750(2) 0.21780(10) 0.0340(3) Uani 1 1 d . . . . .
H10 H 0.703445 0.405578 0.215697 0.041 Uiso 1 1 calc R U . . .
C11 C 0.80326(12) 0.4782(2) 0.14372(9) 0.0324(3) Uani 1 1 d . . . . .
C12 C 0.89822(13) 0.5837(2) 0.14630(10) 0.0377(4) Uani 1 1 d . . . . .
H12 H 0.920449 0.587631 0.095970 0.045 Uiso 1 1 calc R U . . .
C13 C 0.95955(15) 0.6826(3) 0.22387(12) 0.0493(4) Uani 1 1 d . . . . .
H13 H 1.023944 0.752830 0.225915 0.059 Uiso 1 1 calc R U . . .
C14 C 0.92688(15) 0.6794(3) 0.29900(11) 0.0492(4) Uani 1 1 d . . . . .
H14 H 0.969113 0.745776 0.351541 0.059 Uiso 1 1 calc R U . . .
N1 N 0.74867(12) 0.4922(2) 0.49273(9) 0.0390(3) Uani 1 1 d . . . . .
N2 N 0.79016(14) 0.5856(2) 0.36894(9) 0.0430(3) Uani 1 1 d . . . . .
O1 O 0.66664(13) 0.77036(17) 0.44448(9) 0.0577(4) Uani 1 1 d . . . . .
O2 O 0.73953(11) 0.37581(16) 0.06855(7) 0.0471(3) Uani 1 1 d D . . . .
S1 S 0.85796(5) 0.24887(6) 0.42797(3) 0.05437(19) Uani 1 1 d . . . . .
H2A H 0.774(2) 0.387(4) 0.0221(14) 0.105(9) Uiso 1 1 d D . . . .
H1A H 0.7504(15) 0.403(3) 0.5268(12) 0.039(5) Uiso 1 1 d . . . . .
H2B H 0.7574(19) 0.683(3) 0.3738(15) 0.062(6) 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 C6 1.386(2) . ?
C1 C2 1.387(2) . ?
C1 C7 1.495(2) . ?
C2 C3 1.387(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.373(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.382(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O1 1.2195(19) . ?
C7 N1 1.375(2) . ?
C8 N2 1.322(2) . ?
C8 N1 1.3888(19) . ?
C8 S1 1.6767(17) . ?
C9 C10 1.376(2) . ?
C9 C14 1.377(2) . ?
C9 N2 1.4353(19) . ?
C10 C11 1.386(2) . ?
C10 H10 0.9300 . ?
C11 O2 1.3690(18) . ?
C11 C12 1.381(2) . ?
C12 C13 1.374(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.384(2) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
N1 H1A 0.840(19) . ?
N2 H2B 0.84(2) . ?
O2 H2A 0.972(10) . ?

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
C6 C1 C2 119.53(14) . . ?
C6 C1 C7 117.06(15) . . ?
C2 C1 C7 123.38(14) . . ?
C1 C2 C3 119.90(17) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 120.18(18) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 120.13(16) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 120.27(17) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C1 119.99(17) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
O1 C7 N1 122.36(14) . . ?
O1 C7 C1 121.90(14) . . ?
N1 C7 C1 115.73(14) . . ?
N2 C8 N1 115.77(14) . . ?
N2 C8 S1 124.67(12) . . ?
N1 C8 S1 119.56(12) . . ?
C10 C9 C14 121.38(14) . . ?
C10 C9 N2 119.70(14) . . ?
C14 C9 N2 118.76(14) . . ?
C9 C10 C11 118.96(13) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
O2 C11 C12 121.94(13) . . ?
O2 C11 C10 117.56(13) . . ?
C12 C11 C10 120.49(13) . . ?
C13 C12 C11 119.43(14) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 120.95(15) . . ?
C12 C13 H13 119.5 . . ?
C14 C13 H13 119.5 . . ?
C9 C14 C13 118.77(15) . . ?
C9 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C7 N1 C8 128.01(14) . . ?
C7 N1 H1A 117.7(12) . . ?
C8 N1 H1A 113.4(12) . . ?
C8 N2 C9 125.91(15) . . ?
C8 N2 H2B 118.0(15) . . ?
C9 N2 H2B 116.0(15) . . ?
C11 O2 H2A 109.7(16) . . ?

_refine_diff_density_max         0.161
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.041


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Tetrahydrofuran'
