# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_zv562
_database_code_depnum_ccdc_archive 'CCDC 2128822'
loop_
_audit_author_name
_audit_author_address
'Peter Mayer'
;LMU Muenchen
Germany
;



_audit_update_record             
;
2021-12-15 deposited with the CCDC.	2022-01-27 downloaded from the CCDC.
;

_chemical_name_common            FT_156a
_chemical_compound_source        ?
_chemical_absolute_configuration ?

_exptl_crystal_description       platelet
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.120 #?# in millimeters
_exptl_crystal_size_mid          0.090 #?# in millimeters
_exptl_crystal_size_min          0.030 #?# in millimeters
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_meas      ?
_exptl_special_details           
;
;
_audit_creation_date             ? #?# style: 18-Aug-1998

_diffrn_ambient_temperature      173.(2) #?# in K
_diffrn_source_type              'Bruker TXS'
_diffrn_source_power             2.5 #?# in kW
_diffrn_source_voltage           50 #?# in kV
_diffrn_source_current           50 #?# in mA
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode (TXS)'
_diffrn_radiation_monochromator  'focusing mirrors'
_diffrn_radiation_collimation    ?
_diffrn_measurement_device       'fixed-chi three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture TXS'
_diffrn_measurement_method       'mix of phi and omega scans'
_diffrn_measurement_details      ?
_diffrn_detector_area_resol_mean 7.3910

_diffrn_special_details          ?
_diffrn_orient_matrix_type       ?
_diffrn_orient_matrix_UB_11      ?
_diffrn_orient_matrix_UB_12      ?
_diffrn_orient_matrix_UB_13      ?
_diffrn_orient_matrix_UB_21      ?
_diffrn_orient_matrix_UB_22      ?
_diffrn_orient_matrix_UB_23      ?
_diffrn_orient_matrix_UB_31      ?
_diffrn_orient_matrix_UB_32      ?
_diffrn_orient_matrix_UB_33      ?

_cell_length_a                   15.2425(6)
_cell_length_b                   8.2235(3)
_cell_length_c                   11.6263(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.9660(10)
_cell_angle_gamma                90
_cell_volume                     1430.71(10)
_cell_measurement_temperature    173.(2) #?# in K
_cell_measurement_reflns_used    9965
_cell_measurement_theta_min      2.7223
_cell_measurement_theta_max      27.4575
_cell_special_details            ?

_exptl_absorpt_coefficient_mu    0.227
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.95
_exptl_absorpt_correction_T_max  0.99
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;

_diffrn_reflns_number            24576 #xl
_diffrn_reflns_av_R_equivalents  0.0373 #xl
_diffrn_reflns_av_unetI/netI     0.0222 #xl
_diffrn_reflns_limit_h_min       -19 #xl
_diffrn_reflns_limit_h_max       19 #xl
_diffrn_reflns_limit_k_min       -10 #xl
_diffrn_reflns_limit_k_max       10 #xl
_diffrn_reflns_limit_l_min       -15 #xl
_diffrn_reflns_limit_l_max       15 #xl
_diffrn_reflns_theta_min         3.053 #xl
_diffrn_reflns_theta_max         27.485 #xl
_diffrn_measured_fraction_theta_max 0.998 #xl
_diffrn_reflns_theta_full        25.242 #xl
_diffrn_measured_fraction_theta_full 0.998 #xl
_diffrn_reflns_Laue_measured_fraction_max 0.998 #xl
_diffrn_reflns_Laue_measured_fraction_full 0.998 #xl
_diffrn_reflns_point_group_measured_fraction_max 0.998 #xl
_diffrn_reflns_point_group_measured_fraction_full 0.998 #xl

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14

_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'

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'

_reflns_number_total             3266 #xl
_reflns_number_gt                2849 #xl
_reflns_threshold_expression     'I > 2σ(I)' #xl
_reflns_Friedel_coverage         0.000 #xl
_reflns_Friedel_fraction_max     . #xl
_reflns_Friedel_fraction_full    . #xl
_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.
;

_refine_ls_structure_factor_coef Fsqd #xl
_refine_ls_matrix_type           full #xl
_refine_ls_weighting_scheme      calc #xl
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0484P)²+0.7417P] where P=(Fo²+2Fc²)/3' #xl
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr #?#
_refine_ls_extinction_method     none #xl
_refine_ls_extinction_coef       . #xl
_refine_ls_abs_structure_details ? #xl
_refine_ls_abs_structure_Flack   ? #xl
_refine_ls_number_reflns         3266 #xl
_refine_ls_number_parameters     182 #xl
_refine_ls_number_restraints     0 #xl
_refine_ls_R_factor_all          0.0473 #xl
_refine_ls_R_factor_gt           0.0403 #xl
_refine_ls_wR_factor_ref         0.1083 #xl
_refine_ls_wR_factor_gt          0.1041 #xl
_refine_ls_goodness_of_fit_ref   1.063 #xl
_refine_ls_restrained_S_all      1.063 #xl
_refine_ls_shift/su_max          0.000 #xl
_refine_ls_shift/su_mean         0.000 #xl
_refine_diff_density_max         0.257 #xl
_refine_diff_density_min         -0.455 #xl
_refine_diff_density_rms         0.048 #xl

_refine_special_details          
;
;

_computing_data_collection       'APEX3 v2016.5-0, Bruker AXS (2016)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'

_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'

_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 924)'

_computing_publication_material  ?

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 0.21665(3) 0.73638(5) 0.45598(4) 0.03416(14) Uani 1 1 d . . . . .
C1 C 0.34815(10) 0.7183(2) 0.65127(14) 0.0306(4) Uani 1 1 d . . . . .
H1A H 0.304046 0.662624 0.690047 0.037 Uiso 1 1 calc R U . . .
H1AB H 0.366122 0.824211 0.688990 0.037 Uiso 1 1 calc R U . . .
N1 N 0.32126(9) 0.72735(15) 0.52156(12) 0.0277(3) Uani 1 1 d . . . . .
O1 O 0.21640(9) 0.7149(2) 0.33388(12) 0.0541(4) Uani 1 1 d . . . . .
O2 O 0.18210(9) 0.88235(16) 0.49795(15) 0.0539(4) Uani 1 1 d . . . . .
C2 C 0.42777(10) 0.60963(18) 0.63502(14) 0.0274(3) Uani 1 1 d . . . . .
H2 H 0.429463 0.506165 0.680579 0.033 Uiso 1 1 calc R U . . .
C4 C 0.51781(10) 0.69137(17) 0.65469(13) 0.0237(3) Uani 1 1 d . . . . .
C3 C 0.37968(10) 0.5869(2) 0.50671(15) 0.0307(3) Uani 1 1 d . . . . .
H3A H 0.418429 0.605830 0.448675 0.037 Uiso 1 1 calc R U . . .
H3AB H 0.347265 0.482373 0.491763 0.037 Uiso 1 1 calc R U . . .
C6 C 0.66549(12) 0.7222(2) 0.77356(16) 0.0373(4) Uani 1 1 d . . . . .
H6 H 0.707983 0.693289 0.841318 0.045 Uiso 1 1 calc R U . . .
C5 C 0.58073(11) 0.6529(2) 0.75384(14) 0.0302(3) Uani 1 1 d . . . . .
H5 H 0.565616 0.577942 0.809132 0.036 Uiso 1 1 calc R U . . .
C7 C 0.68786(11) 0.8327(2) 0.69492(16) 0.0366(4) Uani 1 1 d . . . . .
H7 H 0.745864 0.879663 0.708033 0.044 Uiso 1 1 calc R U . . .
C8 C 0.62558(11) 0.8751(2) 0.59683(16) 0.0344(4) Uani 1 1 d . . . . .
H8 H 0.640539 0.952577 0.543079 0.041 Uiso 1 1 calc R U . . .
C9 C 0.54099(10) 0.80456(19) 0.57661(14) 0.0289(3) Uani 1 1 d . . . . .
H9 H 0.498665 0.833992 0.508819 0.035 Uiso 1 1 calc R U . . .
C10 C 0.16146(9) 0.56908(18) 0.50402(13) 0.0242(3) Uani 1 1 d . . . . .
C11 C 0.12070(10) 0.58430(19) 0.60071(13) 0.0270(3) Uani 1 1 d . . . . .
H11 H 0.118774 0.686635 0.638061 0.032 Uiso 1 1 calc R U . . .
C12 C 0.08301(10) 0.4485(2) 0.64175(13) 0.0286(3) Uani 1 1 d . . . . .
H12 H 0.054600 0.458778 0.707377 0.034 Uiso 1 1 calc R U . . .
C13 C 0.08572(10) 0.2974(2) 0.58923(13) 0.0273(3) Uani 1 1 d . . . . .
C14 C 0.12635(10) 0.28499(19) 0.49179(14) 0.0293(3) Uani 1 1 d . . . . .
H14 H 0.128278 0.182676 0.454414 0.035 Uiso 1 1 calc R U . . .
C15 C 0.16380(10) 0.4194(2) 0.44898(13) 0.0280(3) Uani 1 1 d . . . . .
H15 H 0.191025 0.409785 0.382271 0.034 Uiso 1 1 calc R U . . .
C16 C 0.04607(13) 0.1498(2) 0.63632(17) 0.0421(4) Uani 1 1 d . . . . .
H16A H 0.089363 0.060401 0.645010 0.063 Uiso 1 1 calc R U . . .
H16B H -0.008353 0.117357 0.581835 0.063 Uiso 1 1 calc R U . . .
H16C H 0.031369 0.175381 0.712772 0.063 Uiso 1 1 calc R U . . .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4299(15) . ?
S1 O2 1.4332(14) . ?
S1 N1 1.6331(14) . ?
S1 C10 1.7582(15) . ?
C1 N1 1.487(2) . ?
C1 C2 1.547(2) . ?
C1 H1A 0.9900 . ?
C1 H1AB 0.9900 . ?
N1 C3 1.4885(19) . ?
C2 C4 1.506(2) . ?
C2 C3 1.543(2) . ?
C2 H2 1.0000 . ?
C4 C5 1.389(2) . ?
C4 C9 1.392(2) . ?
C3 H3A 0.9900 . ?
C3 H3AB 0.9900 . ?
C6 C7 1.377(3) . ?
C6 C5 1.391(2) . ?
C6 H6 0.9500 . ?
C5 H5 0.9500 . ?
C7 C8 1.382(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.393(2) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C11 1.390(2) . ?
C10 C15 1.391(2) . ?
C11 C12 1.382(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.389(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(2) . ?
C13 C16 1.505(2) . ?
C14 C15 1.380(2) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 120.66(9) . . ?
O1 S1 N1 106.01(8) . . ?
O2 S1 N1 105.58(8) . . ?
O1 S1 C10 107.90(8) . . ?
O2 S1 C10 108.56(8) . . ?
N1 S1 C10 107.44(7) . . ?
N1 C1 C2 88.64(11) . . ?
N1 C1 H1A 113.9 . . ?
C2 C1 H1A 113.9 . . ?
N1 C1 H1AB 113.9 . . ?
C2 C1 H1AB 113.9 . . ?
H1A C1 H1AB 111.1 . . ?
C1 N1 C3 91.33(11) . . ?
C1 N1 S1 122.13(10) . . ?
C3 N1 S1 122.25(11) . . ?
C4 C2 C3 116.90(13) . . ?
C4 C2 C1 115.91(13) . . ?
C3 C2 C1 87.06(11) . . ?
C4 C2 H2 111.6 . . ?
C3 C2 H2 111.6 . . ?
C1 C2 H2 111.6 . . ?
C5 C4 C9 118.22(14) . . ?
C5 C4 C2 119.33(14) . . ?
C9 C4 C2 122.45(14) . . ?
N1 C3 C2 88.76(11) . . ?
N1 C3 H3A 113.9 . . ?
C2 C3 H3A 113.9 . . ?
N1 C3 H3AB 113.9 . . ?
C2 C3 H3AB 113.9 . . ?
H3A C3 H3AB 111.1 . . ?
C7 C6 C5 120.04(16) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C4 C5 C6 121.12(16) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C6 C7 C8 119.74(15) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C7 C8 C9 120.18(16) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C4 C9 C8 120.68(15) . . ?
C4 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C11 C10 C15 120.43(14) . . ?
C11 C10 S1 120.07(12) . . ?
C15 C10 S1 119.38(11) . . ?
C12 C11 C10 119.07(14) . . ?
C12 C11 H11 120.5 . . ?
C10 C11 H11 120.5 . . ?
C11 C12 C13 121.49(14) . . ?
C11 C12 H12 119.3 . . ?
C13 C12 H12 119.3 . . ?
C12 C13 C14 118.54(14) . . ?
C12 C13 C16 120.96(15) . . ?
C14 C13 C16 120.50(15) . . ?
C15 C14 C13 120.83(14) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C10 119.64(14) . . ?
C14 C15 H15 120.2 . . ?
C10 C15 H15 120.2 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 C1 N1 C3 15.70(11) . . . . ?
C2 C1 N1 S1 145.86(11) . . . . ?
O1 S1 N1 C1 -170.09(12) . . . . ?
O2 S1 N1 C1 60.80(14) . . . . ?
C10 S1 N1 C1 -54.91(13) . . . . ?
O1 S1 N1 C3 -54.69(14) . . . . ?
O2 S1 N1 C3 176.20(12) . . . . ?
C10 S1 N1 C3 60.48(13) . . . . ?
N1 C1 C2 C4 103.46(14) . . . . ?
N1 C1 C2 C3 -15.14(11) . . . . ?
C3 C2 C4 C5 -150.89(14) . . . . ?
C1 C2 C4 C5 108.60(17) . . . . ?
C3 C2 C4 C9 28.8(2) . . . . ?
C1 C2 C4 C9 -71.67(19) . . . . ?
C1 N1 C3 C2 -15.74(11) . . . . ?
S1 N1 C3 C2 -145.81(11) . . . . ?
C4 C2 C3 N1 -102.55(14) . . . . ?
C1 C2 C3 N1 15.13(11) . . . . ?
C9 C4 C5 C6 -1.6(2) . . . . ?
C2 C4 C5 C6 178.18(14) . . . . ?
C7 C6 C5 C4 0.9(2) . . . . ?
C5 C6 C7 C8 0.4(3) . . . . ?
C6 C7 C8 C9 -1.0(2) . . . . ?
C5 C4 C9 C8 1.0(2) . . . . ?
C2 C4 C9 C8 -178.75(14) . . . . ?
C7 C8 C9 C4 0.3(2) . . . . ?
O1 S1 C10 C11 -154.46(13) . . . . ?
O2 S1 C10 C11 -22.11(15) . . . . ?
N1 S1 C10 C11 91.62(13) . . . . ?
O1 S1 C10 C15 29.49(14) . . . . ?
O2 S1 C10 C15 161.84(12) . . . . ?
N1 S1 C10 C15 -84.43(13) . . . . ?
C15 C10 C11 C12 0.4(2) . . . . ?
S1 C10 C11 C12 -175.64(11) . . . . ?
C10 C11 C12 C13 0.6(2) . . . . ?
C11 C12 C13 C14 -1.1(2) . . . . ?
C11 C12 C13 C16 178.73(15) . . . . ?
C12 C13 C14 C15 0.6(2) . . . . ?
C16 C13 C14 C15 -179.21(15) . . . . ?
C13 C14 C15 C10 0.4(2) . . . . ?
C11 C10 C15 C14 -0.8(2) . . . . ?
S1 C10 C15 C14 175.20(12) . . . . ?


_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.
;

_audit_block_code                C16H17NO2S_zv562_didier
_audit_creation_method           'APEX3 v2018.7-2'
_shelxl_version_number           ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H17 N O2 S'
_chemical_formula_sum            'C16 H17 N O2 S'
_chemical_formula_weight         287.36 #?# (Cohen, 1996)
_chemical_melting_point          ? #?# in K!

_cell_formula_units_Z            4 #?# adjust to _chemical_formula_[]

_exptl_crystal_density_diffrn    1.334
_exptl_crystal_F_000             608 #?# check!

