# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_sjg_dk_7_memb_tms_autored
_database_code_depnum_ccdc_archive 'CCDC 2356420'
loop_
_audit_author_name
_audit_author_address
'Darshan Mhatre'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2024-05-19 deposited with the CCDC.	2024-06-18 downloaded from the CCDC.
;
_audit_creation_date             2024-05-18
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        SJG_DK_7_MEMB_TMS
_chemical_formula_moiety         'C20 H25 N O3 S'
_chemical_formula_sum            'C20 H25 N O3 S'
_chemical_formula_weight         359.47
_chemical_absolute_configuration ad
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.8103(7)
_cell_length_b                   13.6493(13)
_cell_length_c                   17.9317(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1911.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    948
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      18.5020
_cell_measurement_theta_min      1.8490
_shelx_estimated_absorpt_T_max   0.949
_shelx_estimated_absorpt_T_min   0.888
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.24152
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_preparation       DCM
_exptl_crystal_recrystallization_method DCM
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1234
_diffrn_reflns_av_unetI/netI     0.0929
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14713
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.988
_diffrn_reflns_theta_max         24.988
_diffrn_reflns_theta_min         1.875
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ   -117.00   9.00   1.00    3.00 -16.27   0.00  31.50    --   126
  2  ω    -90.96  25.04   1.00    3.00    --    0.00 -59.25 -51.92  116
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0224222000
_diffrn_orient_matrix_UB_12      0.0355685000
_diffrn_orient_matrix_UB_13      0.0271500000
_diffrn_orient_matrix_UB_21      0.0847956000
_diffrn_orient_matrix_UB_22      0.0011177000
_diffrn_orient_matrix_UB_23      -0.0141221000
_diffrn_orient_matrix_UB_31      -0.0234460000
_diffrn_orient_matrix_UB_32      0.0378896000
_diffrn_orient_matrix_UB_33      -0.0250626000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.732
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                2491
_reflns_number_total             3368
_reflns_odcompleteness_completeness 90.09
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.41
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 785 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0840
_refine_ls_R_factor_gt           0.0573
_refine_ls_restrained_S_all      0.987
_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)+(0.0518P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1211
_refine_ls_wR_factor_ref         0.1367
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00B(H00B), C00K(H00M)
2.b Secondary CH2 refined with riding coordinates:
 C00D(H00C,H00D), C00G(H00G,H00H), C00H(H00I,H00J), C00L(H00N,H00O)
2.c Aromatic/amide H refined with riding coordinates:
 C006(H006), C007(H007), C00A(H00A), C00E(H00E), C00F(H00F), C00I(H00K),
 C00J(H00L), C00M(H00P), C00O(H00T)
2.d Idealised Me refined as rotating group:
 C00N(H00Q,H00R,H00S), C00P(H00U,H00V,H00W)
;
_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 0.49694(18) 0.63199(9) 0.51641(7) 0.0277(3) Uani 1 1 d . . . . .
O002 O 0.6503(4) 0.5750(3) 0.5080(2) 0.0359(10) Uani 1 1 d . . . . .
O003 O 0.4675(5) 0.7138(2) 0.46800(19) 0.0344(10) Uani 1 1 d . . . . .
O004 O 0.4923(5) 0.6812(2) 0.77913(18) 0.0364(9) Uani 1 1 d . . . . .
N005 N 0.4938(6) 0.6723(3) 0.6023(2) 0.0277(9) Uani 1 1 d . . . . .
C006 C 0.3320(7) 0.4551(4) 0.5306(3) 0.0317(13) Uani 1 1 d . . . . .
H006 H 0.433825 0.431966 0.553626 0.038 Uiso 1 1 calc R . . . .
C007 C 0.0360(6) 0.5217(3) 0.4629(3) 0.0284(12) Uani 1 1 d . . . . .
H007 H -0.065364 0.544506 0.439325 0.034 Uiso 1 1 calc R . . . .
C008 C 0.0449(7) 0.4249(4) 0.4871(3) 0.0326(14) Uani 1 1 d . . . . .
C009 C 0.8849(7) 0.5948(4) 0.7155(3) 0.0295(13) Uani 1 1 d . . . . .
C00A C 0.9759(7) 0.5207(4) 0.6803(3) 0.0341(13) Uani 1 1 d . . . . .
H00A H 0.971251 0.514925 0.627571 0.041 Uiso 1 1 calc R . . . .
C00B C 0.5920(7) 0.6140(4) 0.6584(3) 0.0266(12) Uani 1 1 d . . . . .
H00B H 0.612246 0.547777 0.636130 0.032 Uiso 1 1 calc R . . . .
C00C C 0.3206(6) 0.5519(4) 0.5057(3) 0.0248(12) Uani 1 1 d . . . . .
C00D C 0.7683(7) 0.6610(4) 0.6709(3) 0.0328(14) Uani 1 1 d . . . . .
H00C H 0.821857 0.675072 0.622028 0.039 Uiso 1 1 calc R . . . .
H00D H 0.753773 0.723857 0.697641 0.039 Uiso 1 1 calc R . . . .
C00E C 0.1932(7) 0.3933(4) 0.5211(3) 0.0328(13) Uani 1 1 d . . . . .
H00E H 0.200329 0.327698 0.538509 0.039 Uiso 1 1 calc R . . . .
C00F C 0.1717(6) 0.5852(4) 0.4726(3) 0.0266(12) Uani 1 1 d . . . . .
H00F H 0.162823 0.651321 0.456531 0.032 Uiso 1 1 calc R . . . .
C00G C 0.3395(7) 0.7287(4) 0.6228(3) 0.0334(14) Uani 1 1 d . . . . .
H00G H 0.245841 0.682359 0.634481 0.040 Uiso 1 1 calc R . . . .
H00H H 0.303211 0.768234 0.579253 0.040 Uiso 1 1 calc R . . . .
C00H C 0.4927(8) 0.5984(3) 0.7314(3) 0.0335(12) Uani 1 1 d . . . . .
H00I H 0.372847 0.581023 0.719218 0.040 Uiso 1 1 calc R . . . .
H00J H 0.543652 0.542288 0.758483 0.040 Uiso 1 1 calc R . . . .
C00I C 1.0744(7) 0.4546(5) 0.7216(3) 0.0431(15) Uani 1 1 d . . . . .
H00K H 1.135126 0.403848 0.696813 0.052 Uiso 1 1 calc R . . . .
C00J C 0.8983(8) 0.6023(4) 0.7924(3) 0.0405(15) Uani 1 1 d . . . . .
H00L H 0.837931 0.652826 0.817660 0.049 Uiso 1 1 calc R . . . .
C00K C 0.3543(7) 0.7479(4) 0.7659(3) 0.0387(14) Uani 1 1 d . . . . .
H00M H 0.243314 0.711803 0.769947 0.046 Uiso 1 1 calc R . . . .
C00L C 0.3655(8) 0.7965(4) 0.6890(3) 0.0387(15) Uani 1 1 d . . . . .
H00N H 0.278455 0.849149 0.686483 0.046 Uiso 1 1 calc R . . . .
H00O H 0.479329 0.827812 0.684201 0.046 Uiso 1 1 calc R . . . .
C00M C 0.9976(9) 0.5379(4) 0.8329(3) 0.0524(17) Uani 1 1 d . . . . .
H00P H 1.006632 0.545323 0.885454 0.063 Uiso 1 1 calc R . . . .
C00N C -0.1063(7) 0.3577(4) 0.4760(3) 0.0440(15) Uani 1 1 d . . . . .
H00Q H -0.212628 0.394461 0.483671 0.066 Uiso 1 1 calc GR . . . .
H00R H -0.100318 0.303632 0.511814 0.066 Uiso 1 1 calc GR . . . .
H00S H -0.104224 0.331363 0.425116 0.066 Uiso 1 1 calc GR . . . .
C00O C 1.0839(8) 0.4626(5) 0.7977(4) 0.0492(17) Uani 1 1 d . . . . .
H00T H 1.149055 0.416896 0.825917 0.059 Uiso 1 1 calc R . . . .
C00P C 0.3651(10) 0.8229(5) 0.8282(3) 0.0576(19) Uani 1 1 d . . . . .
H00U H 0.360567 0.789418 0.876491 0.086 Uiso 1 1 calc GR . . . .
H00V H 0.268774 0.868625 0.824229 0.086 Uiso 1 1 calc GR . . . .
H00W H 0.473010 0.859195 0.824096 0.086 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 O002 1.436(4) . ?
S1 O003 1.433(3) . ?
S1 N005 1.635(4) . ?
S1 C00C 1.768(5) . ?
O004 C00H 1.418(6) . ?
O004 C00K 1.430(6) . ?
N005 C00B 1.494(6) . ?
N005 C00G 1.477(6) . ?
C006 C00C 1.398(7) . ?
C006 C00E 1.384(7) . ?
C007 C008 1.393(7) . ?
C007 C00F 1.379(6) . ?
C008 C00E 1.379(7) . ?
C008 C00N 1.508(7) . ?
C009 C00A 1.388(7) . ?
C009 C00D 1.512(7) . ?
C009 C00J 1.386(7) . ?
C00A C00I 1.399(8) . ?
C00B C00D 1.535(7) . ?
C00B C00H 1.538(7) . ?
C00C C00F 1.383(7) . ?
C00G C00L 1.519(7) . ?
C00I C00O 1.371(8) . ?
C00J C00M 1.380(8) . ?
C00K C00L 1.534(8) . ?
C00K C00P 1.518(8) . ?
C00M C00O 1.382(8) . ?

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
O002 S1 N005 107.1(2) . . ?
O002 S1 C00C 107.7(2) . . ?
O003 S1 O002 119.5(2) . . ?
O003 S1 N005 107.8(2) . . ?
O003 S1 C00C 106.9(2) . . ?
N005 S1 C00C 107.3(2) . . ?
C00H O004 C00K 114.2(4) . . ?
C00B N005 S1 116.5(3) . . ?
C00G N005 S1 114.9(3) . . ?
C00G N005 C00B 122.0(4) . . ?
C00E C006 C00C 119.2(5) . . ?
C00F C007 C008 121.2(5) . . ?
C007 C008 C00N 119.8(5) . . ?
C00E C008 C007 118.4(5) . . ?
C00E C008 C00N 121.8(5) . . ?
C00A C009 C00D 120.2(5) . . ?
C00J C009 C00A 117.9(5) . . ?
C00J C009 C00D 121.9(5) . . ?
C009 C00A C00I 120.7(5) . . ?
N005 C00B C00D 109.7(4) . . ?
N005 C00B C00H 112.8(4) . . ?
C00D C00B C00H 112.7(4) . . ?
C006 C00C S1 120.0(4) . . ?
C00F C00C S1 119.9(4) . . ?
C00F C00C C006 120.1(5) . . ?
C009 C00D C00B 111.6(4) . . ?
C008 C00E C006 121.5(5) . . ?
C007 C00F C00C 119.6(5) . . ?
N005 C00G C00L 113.8(4) . . ?
O004 C00H C00B 113.9(4) . . ?
C00O C00I C00A 120.4(6) . . ?
C00M C00J C009 121.3(5) . . ?
O004 C00K C00L 112.4(4) . . ?
O004 C00K C00P 105.4(5) . . ?
C00P C00K C00L 111.5(5) . . ?
C00G C00L C00K 115.6(5) . . ?
C00J C00M C00O 120.5(6) . . ?
C00I C00O C00M 119.1(6) . . ?

_olex2_exptl_crystal_mounting_method SOLID
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.842
_oxdiff_exptl_absorpt_empirical_full_min 0.391
####################################################################### 
# 
# 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_sjg_dk_03_273_autored
_database_code_depnum_ccdc_archive 'CCDC 2356421'
loop_
_audit_author_name
_audit_author_address
'Darshan Mhatre'
;Indian Institute of Technology Bombay
India
;
_audit_update_record             
;
2024-05-19 deposited with the CCDC.	2024-06-18 downloaded from the CCDC.
;
_audit_creation_date             2024-05-18
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        SJG_DK_03_273
_chemical_formula_moiety         'C12 H16 N2 O5 S'
_chemical_formula_sum            'C12 H16 N2 O5 S'
_chemical_formula_weight         300.33
_chemical_absolute_configuration syn
_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.2670(15)
_cell_length_b                   5.7556(6)
_cell_length_c                   11.9973(14)
_cell_angle_alpha                90
_cell_angle_beta                 98.887(12)
_cell_angle_gamma                90
_cell_volume                     700.44(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4573
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      26.0490
_cell_measurement_theta_min      1.6800
_shelx_estimated_absorpt_T_max   0.924
_shelx_estimated_absorpt_T_min   0.855
_exptl_absorpt_coefficient_mu    0.252
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66061
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.424
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             316
_exptl_crystal_preparation       DCM
_exptl_crystal_recrystallization_method DCM
_exptl_crystal_size_max          0.64
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.32
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1768
_diffrn_reflns_av_unetI/netI     0.0999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10871
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.994
_diffrn_reflns_theta_max         24.994
_diffrn_reflns_theta_min         1.718
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ     -9.73 182.27   1.00   10.00   6.61  -9.84 -31.50    --   192
  2  ω    -65.46  -0.46   1.00   10.00    --  -19.34  94.56 145.16   65
  3  ω   -100.81  15.19   1.00   10.00    --   -9.84 -59.25-123.92  116
  4  ω    -65.46  -0.46   1.00   10.00    --  -19.34  94.56  73.16   65
  5  ω   -100.81  15.19   1.00   10.00    --   -9.84 -59.25 -51.92  116
  6  ω    -65.46  -0.46   1.00   10.00    --  -19.34  94.56   1.16   65
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0696928000
_diffrn_orient_matrix_UB_12      0.0101312000
_diffrn_orient_matrix_UB_13      0.0093024000
_diffrn_orient_matrix_UB_21      -0.0009969000
_diffrn_orient_matrix_UB_22      0.0166117000
_diffrn_orient_matrix_UB_23      0.0584141000
_diffrn_orient_matrix_UB_31      0.0056397000
_diffrn_orient_matrix_UB_32      -0.1217214000
_diffrn_orient_matrix_UB_33      0.0087182000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.799
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                1971
_reflns_number_total             2458
_reflns_odcompleteness_completeness 84.32
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     37.11
_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       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_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         0.436
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.096
_refine_ls_abs_structure_details 
;
 Flack x determined using 584 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2458
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0976
_refine_ls_R_factor_gt           0.0842
_refine_ls_restrained_S_all      1.024
_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)+(0.1469P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2061
_refine_ls_wR_factor_ref         0.2311
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00D(H00D), C00H(H00J)
2.b Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00J(H00L,H00M)
2.c Aromatic/amide H refined with riding coordinates:
 C00B(H00C), C00F(H00H), C00G(H00I), C00I(H00K)
2.d Idealised Me refined as rotating group:
 C00E(H00E,H00F,H00G), C00K(H00N,H00O,H00P)
;
_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
S001 S 0.52723(18) 0.1574(3) 0.71127(13) 0.0416(6) Uani 1 1 d . . . . .
O002 O 0.5157(6) 0.0888(9) 0.5965(4) 0.0500(14) Uani 1 1 d . . . . .
O003 O 0.5489(6) -0.0142(8) 0.7988(4) 0.0498(14) Uani 1 1 d . . . . .
O9 O 0.1652(6) 0.5451(12) 0.7456(4) 0.0584(16) Uani 1 1 d . . . . .
N005 N 0.3926(6) 0.2967(10) 0.7259(4) 0.0403(15) Uani 1 1 d . . . . .
O10 O 0.9545(7) 1.0156(12) 0.7214(5) 0.0699(19) Uani 1 1 d . . . . .
N6 N 0.9466(7) 0.8760(14) 0.7976(6) 0.059(2) Uani 1 1 d . . . . .
O008 O 1.0103(8) 0.8893(15) 0.8902(5) 0.085(3) Uani 1 1 d . . . . .
C1 C 0.8477(7) 0.6883(14) 0.7734(5) 0.0431(17) Uani 1 1 d . . . . .
C00A C 0.3479(7) 0.4821(13) 0.6449(5) 0.0414(16) Uani 1 1 d . . . . .
H00A H 0.370726 0.442634 0.569978 0.050 Uiso 1 1 calc R . . . .
H00B H 0.392121 0.630035 0.670217 0.050 Uiso 1 1 calc R . . . .
C00B C 0.6743(7) 0.5128(12) 0.6495(6) 0.0414(16) Uani 1 1 d . . . . .
H00C H 0.618806 0.504870 0.578477 0.050 Uiso 1 1 calc R . . . .
C00C C 0.6595(7) 0.3565(12) 0.7345(5) 0.0385(16) Uani 1 1 d . . . . .
C00D C 0.3545(7) 0.3244(13) 0.8393(6) 0.0432(17) Uani 1 1 d . . . . .
H00D H 0.376188 0.177009 0.882370 0.052 Uiso 1 1 calc R . . . .
C00E C 0.4221(8) 0.5219(15) 0.9074(6) 0.0497(19) Uani 1 1 d . . . . .
H00E H 0.517853 0.502831 0.914240 0.075 Uiso 1 1 calc GR . . . .
H00F H 0.396262 0.522201 0.982651 0.075 Uiso 1 1 calc GR . . . .
H00G H 0.396163 0.669381 0.869467 0.075 Uiso 1 1 calc GR . . . .
C00F C 0.7716(7) 0.6808(14) 0.6703(6) 0.0442(17) Uani 1 1 d . . . . .
H00H H 0.785013 0.788975 0.613324 0.053 Uiso 1 1 calc R . . . .
C00G C 0.7408(8) 0.3642(15) 0.8384(6) 0.0487(19) Uani 1 1 d . . . . .
H00I H 0.730168 0.254243 0.895354 0.058 Uiso 1 1 calc R . . . .
C00H C 0.1989(8) 0.5088(17) 0.6368(7) 0.053(2) Uani 1 1 d . . . . .
H00J H 0.155139 0.363689 0.604021 0.064 Uiso 1 1 calc R . . . .
C00I C 0.8372(8) 0.5327(14) 0.8581(6) 0.0487(19) Uani 1 1 d . . . . .
H00K H 0.894487 0.540715 0.928169 0.058 Uiso 1 1 calc R . . . .
C00J C 0.2053(8) 0.3529(18) 0.8185(7) 0.061(2) Uani 1 1 d . . . . .
H00L H 0.164298 0.208837 0.784212 0.073 Uiso 1 1 calc R . . . .
H00M H 0.173547 0.376880 0.891514 0.073 Uiso 1 1 calc R . . . .
C00K C 0.1487(9) 0.7111(18) 0.5640(7) 0.067(3) Uani 1 1 d . . . . .
H00N H 0.052179 0.714913 0.555004 0.100 Uiso 1 1 calc GR . . . .
H00O H 0.176497 0.695002 0.489871 0.100 Uiso 1 1 calc GR . . . .
H00P H 0.184436 0.855558 0.599618 0.100 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
S001 O002 1.420(5) . ?
S001 O003 1.433(5) . ?
S001 N005 1.631(7) . ?
S001 C00C 1.765(7) . ?
O9 C00H 1.417(9) . ?
O9 C00J 1.431(11) . ?
N005 C00A 1.468(8) . ?
N005 C00D 1.481(8) . ?
O10 N6 1.229(9) . ?
N6 O008 1.201(8) . ?
N6 C1 1.480(10) . ?
C1 C00F 1.358(10) . ?
C1 C00I 1.371(10) . ?
C00A C00H 1.525(11) . ?
C00B C00C 1.385(9) . ?
C00B C00F 1.386(11) . ?
C00C C00G 1.390(10) . ?
C00D C00E 1.505(10) . ?
C00D C00J 1.523(11) . ?
C00G C00I 1.380(12) . ?
C00H C00K 1.498(12) . ?

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
O002 S001 O003 119.9(3) . . ?
O002 S001 N005 107.2(3) . . ?
O002 S001 C00C 106.3(3) . . ?
O003 S001 N005 107.3(3) . . ?
O003 S001 C00C 107.7(3) . . ?
N005 S001 C00C 107.9(3) . . ?
C00H O9 C00J 111.2(7) . . ?
C00A N005 S001 118.0(5) . . ?
C00A N005 C00D 115.5(6) . . ?
C00D N005 S001 120.0(5) . . ?
O10 N6 C1 117.0(6) . . ?
O008 N6 O10 123.9(8) . . ?
O008 N6 C1 119.1(7) . . ?
C00F C1 N6 118.8(7) . . ?
C00F C1 C00I 123.7(7) . . ?
C00I C1 N6 117.5(6) . . ?
N005 C00A C00H 108.8(6) . . ?
C00F C00B C00C 118.6(6) . . ?
C00B C00C S001 118.3(5) . . ?
C00B C00C C00G 121.4(7) . . ?
C00G C00C S001 120.2(6) . . ?
N005 C00D C00E 114.5(6) . . ?
N005 C00D C00J 105.2(6) . . ?
C00E C00D C00J 112.0(7) . . ?
C1 C00F C00B 118.9(7) . . ?
C00I C00G C00C 119.5(7) . . ?
O9 C00H C00A 110.0(6) . . ?
O9 C00H C00K 108.1(7) . . ?
C00K C00H C00A 111.5(7) . . ?
C1 C00I C00G 118.0(7) . . ?
O9 C00J C00D 111.7(6) . . ?

_olex2_exptl_crystal_mounting_method SOLID
_olex2_submission_original_sample_id SJG_DK_03_273
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.356
_oxdiff_exptl_absorpt_empirical_full_min 0.512
