# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_fur24lutw
_database_code_depnum_ccdc_archive 'CCDC 2478580'
loop_
_audit_author_name
_audit_author_address
'Nikoletta Bathori'
;Cape Peninsula University of Technology
South Africa
;
_audit_update_record             
;
2025-10-08 deposited with the CCDC.	2025-12-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H22 Cl N3 O6 S'
_chemical_formula_weight         455.90

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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'

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

_cell_length_a                   5.0757(3)
_cell_length_b                   19.3352(11)
_cell_length_c                   20.7883(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2040.2(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5698
_cell_measurement_theta_min      1.438
_cell_measurement_theta_max      29.586

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_F_000             952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.384
_exptl_crystal_size_mid          0.086
_exptl_crystal_size_min          0.038
_exptl_absorpt_coefficient_mu    0.333
_shelx_estimated_absorpt_T_min   0.883
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6930
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   'SADABS-2016/2 '
_exptl_absorpt_special_details   
'Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48 (2015) 3-10'
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35772
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.438
_diffrn_reflns_theta_max         29.586
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5698
_reflns_number_gt                5353
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.732
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0337P)²+0.8633P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.01(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5698
_refine_ls_number_parameters     276
_refine_ls_number_restraints     165
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0347
_refine_ls_wR_factor_ref         0.0846
_refine_ls_wR_factor_gt          0.0830
_refine_ls_goodness_of_fit_ref   1.150
_refine_ls_restrained_S_all      1.135
_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
Cl1 Cl 1.38221(11) 0.49188(3) 0.32518(3) 0.01571(12) Uani 1 1 d . . . . .
S1 S 1.04855(12) 0.35025(3) 0.33374(3) 0.01265(12) Uani 1 1 d . . . . .
O1 O 0.9839(4) 0.37219(9) 0.26969(8) 0.0201(4) Uani 1 1 d . . . . .
N1 N 0.8517(4) 0.28899(10) 0.35329(10) 0.0158(4) Uani 1 1 d . . . . .
H1A H 0.699903 0.299845 0.346007 0.012(7) Uiso 1 1 d R . . . .
H1B H 0.898593 0.272355 0.390667 0.023(8) Uiso 1 1 d R . . . .
C1 C 1.1283(5) 0.48272(12) 0.38051(10) 0.0122(4) Uani 1 1 d . . . . .
O2 O 1.3104(4) 0.32477(10) 0.34547(9) 0.0206(4) Uani 1 1 d . . . . .
N2 N 0.8057(5) 0.59168(11) 0.50179(10) 0.0174(5) Uani 1 1 d . . . . .
H2 H 0.679281 0.585523 0.524392 0.029(9) Uiso 1 1 d R . . . .
C2 C 0.9887(5) 0.42048(11) 0.38601(10) 0.0123(4) Uani 1 1 d . . . . .
O3 O 0.4028(4) 0.40312(9) 0.52241(9) 0.0203(4) Uani 1 1 d . . . . .
N3 N 0.0300(4) 0.45800(10) 0.62352(10) 0.0152(4) Uani 1 1 d . . . . .
H3A H 0.149559 0.473280 0.600150 0.036(10) Uiso 1 1 d R . . . .
C3 C 0.7913(5) 0.41688(12) 0.43191(11) 0.0123(4) Uani 1 1 d . . . . .
H3 H 0.696287 0.374838 0.436481 0.015 Uiso 1 1 calc R U . . .
O4 O 0.4286(4) 0.51283(9) 0.55311(8) 0.0172(4) Uani 1 1 d . . . . .
C4 C 0.7261(5) 0.47252(12) 0.47178(11) 0.0124(4) Uani 1 1 d . . . . .
O5 O 0.9810(7) 0.75647(17) 0.42280(18) 0.0307(8) Uiso 0.736(8) 1 d . . P A 1
C5 C 0.8639(5) 0.53566(12) 0.46456(11) 0.0134(4) Uani 1 1 d . . . . .
O6 O 0.4891(4) 0.26830(9) 0.52362(9) 0.0206(4) Uani 1 1 d . . . . .
H6A H 0.466725 0.306457 0.519064 0.025(9) Uiso 1 1 d R . . . .
H6B H 0.640925 0.257707 0.517243 0.050(13) Uiso 1 1 d R . . . .
C6 C 1.0675(5) 0.53917(12) 0.41827(11) 0.0145(4) Uani 1 1 d . . . . .
H6 H 1.163680 0.580953 0.413103 0.017 Uiso 1 1 calc R U . . .
C7 C 0.5043(5) 0.46178(12) 0.51891(11) 0.0136(4) Uani 1 1 d . . . . .
C8 C 0.9289(6) 0.65857(13) 0.49455(11) 0.0197(5) Uani 1 1 d . . . . .
H8AA H 1.122368 0.652181 0.493153 0.024 Uiso 0.736(8) 1 calc R U P A 1
H8AB H 0.887632 0.686952 0.532880 0.024 Uiso 0.736(8) 1 calc R U P A 1
H8BC H 1.122737 0.653344 0.492280 0.024 Uiso 0.264(8) 1 calc R U P A 2
H8BD H 0.885839 0.688366 0.531819 0.024 Uiso 0.264(8) 1 calc R U P A 2
C9 C 0.8471(11) 0.6964(2) 0.4371(2) 0.0130(12) Uiso 0.736(8) 1 d . . P A 1
C10 C 0.6562(9) 0.6859(2) 0.39141(19) 0.0217(9) Uiso 0.736(8) 1 d . . P A 1
H10 H 0.534426 0.648636 0.390143 0.026 Uiso 0.736(8) 1 calc R U P A 1
C11 C 0.6739(10) 0.7419(2) 0.34556(19) 0.0223(10) Uiso 0.736(8) 1 d . . P A 1
H11 H 0.567624 0.748749 0.308493 0.027 Uiso 0.736(8) 1 calc R U P A 1
C12 C 0.8722(10) 0.7822(2) 0.3663(2) 0.0295(10) Uiso 0.736(8) 1 d . . P A 1
H12 H 0.930416 0.822994 0.345091 0.035 Uiso 0.736(8) 1 calc R U P A 1
C13 C -0.0939(5) 0.49967(12) 0.66558(10) 0.0138(4) Uani 1 1 d . . . . .
C14 C -0.2866(5) 0.47184(13) 0.70503(11) 0.0144(5) Uani 1 1 d . . . . .
H14 H -0.377382 0.500840 0.734514 0.017 Uiso 1 1 calc R U . . .
C15 C -0.3487(5) 0.40146(13) 0.70188(11) 0.0146(5) Uani 1 1 d . . . . .
C16 C -0.2138(5) 0.36076(13) 0.65735(12) 0.0180(5) Uani 1 1 d . . . . .
H16 H -0.251694 0.312784 0.653910 0.022 Uiso 1 1 calc R U . . .
C17 C -0.0252(5) 0.39041(13) 0.61831(12) 0.0190(5) Uani 1 1 d . . . . .
H17 H 0.065833 0.362866 0.587678 0.023 Uiso 1 1 calc R U . . .
C18 C -0.0098(6) 0.57380(12) 0.66721(12) 0.0198(5) Uani 1 1 d . . . . .
H18A H 0.158023 0.577725 0.690222 0.030 Uiso 1 1 calc R U . . .
H18B H -0.144122 0.601359 0.689347 0.030 Uiso 1 1 calc R U . . .
H18C H 0.011691 0.590868 0.623137 0.030 Uiso 1 1 calc R U . . .
C19 C -0.5518(6) 0.37019(13) 0.74552(12) 0.0197(5) Uani 1 1 d . . . . .
H19A H -0.570407 0.320846 0.735761 0.030 Uiso 1 1 calc R U . . .
H19B H -0.721227 0.393451 0.738926 0.030 Uiso 1 1 calc R U . . .
H19C H -0.496470 0.375855 0.790375 0.030 Uiso 1 1 calc R U . . .
C10A C 0.566(2) 0.6878(5) 0.4163(5) 0.015(2) Uiso 0.264(8) 1 d . . P A 2
H10A H 0.435810 0.664030 0.440435 0.019 Uiso 0.264(8) 1 calc R U P A 2
O5A O 0.975(2) 0.7403(6) 0.3970(6) 0.041(3) Uiso 0.264(8) 1 d . . P A 2
C12A C 0.772(3) 0.7579(7) 0.3475(6) 0.024(3) Uiso 0.264(8) 1 d . . P A 2
H12A H 0.798784 0.787904 0.311959 0.029 Uiso 0.264(8) 1 calc R U P A 2
C11A C 0.543(4) 0.7244(7) 0.3612(7) 0.043(4) Uiso 0.264(8) 1 d . . P A 2
H11A H 0.388187 0.726475 0.335579 0.051 Uiso 0.264(8) 1 calc R U P A 2
C9A C 0.816(3) 0.6942(8) 0.4268(8) 0.020(4) Uiso 0.264(8) 1 d . . P A 2


_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
Cl1 C1 1.736(2) . ?
S1 O1 1.4353(18) . ?
S1 O2 1.4382(19) . ?
S1 N1 1.602(2) . ?
S1 C2 1.765(2) . ?
N1 H1A 0.8129 . ?
N1 H1B 0.8740 . ?
C1 C6 1.380(3) . ?
C1 C2 1.401(3) . ?
N2 C5 1.364(3) . ?
N2 C8 1.444(3) . ?
N2 H2 0.8042 . ?
C2 C3 1.385(3) . ?
O3 C7 1.248(3) . ?
N3 C17 1.341(3) . ?
N3 C13 1.345(3) . ?
N3 H3A 0.8314 . ?
C3 C4 1.398(3) . ?
C3 H3 0.9500 . ?
O4 C7 1.276(3) . ?
C4 C5 1.415(3) . ?
C4 C7 1.507(3) . ?
O5 C9 1.379(6) . ?
O5 C12 1.391(5) . ?
C5 C6 1.414(3) . ?
O6 H6A 0.7525 . ?
O6 H6B 0.8081 . ?
C6 H6 0.9500 . ?
C8 C9 1.460(6) . ?
C8 C9A 1.669(16) . ?
C8 H8AA 0.9900 . ?
C8 H8AB 0.9900 . ?
C8 H8BC 0.9900 . ?
C8 H8BD 0.9900 . ?
C9 C10 1.372(6) . ?
C10 C11 1.445(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.344(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.385(3) . ?
C13 C18 1.496(3) . ?
C14 C15 1.398(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.395(3) . ?
C15 C19 1.500(4) . ?
C16 C17 1.380(4) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C10A C9A 1.291(19) . ?
C10A C11A 1.351(17) . ?
C10A H10A 0.9500 . ?
O5A C9A 1.354(18) . ?
O5A C12A 1.496(17) . ?
C12A C11A 1.36(2) . ?
C12A H12A 0.9500 . ?
C11A C9A 2.03(2) . ?
C11A H11A 0.9500 . ?

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 118.01(12) . . ?
O1 S1 N1 108.14(12) . . ?
O2 S1 N1 106.25(12) . . ?
O1 S1 C2 107.72(10) . . ?
O2 S1 C2 108.55(12) . . ?
N1 S1 C2 107.78(11) . . ?
S1 N1 H1A 110.7 . . ?
S1 N1 H1B 109.1 . . ?
H1A N1 H1B 121.2 . . ?
C6 C1 C2 121.3(2) . . ?
C6 C1 Cl1 117.54(18) . . ?
C2 C1 Cl1 121.13(18) . . ?
C5 N2 C8 123.9(2) . . ?
C5 N2 H2 112.8 . . ?
C8 N2 H2 122.6 . . ?
C3 C2 C1 117.7(2) . . ?
C3 C2 S1 120.64(18) . . ?
C1 C2 S1 121.56(18) . . ?
C17 N3 C13 122.6(2) . . ?
C17 N3 H3A 116.8 . . ?
C13 N3 H3A 120.5 . . ?
C2 C3 C4 122.7(2) . . ?
C2 C3 H3 118.6 . . ?
C4 C3 H3 118.6 . . ?
C3 C4 C5 119.0(2) . . ?
C3 C4 C7 117.2(2) . . ?
C5 C4 C7 123.9(2) . . ?
C9 O5 C12 106.8(4) . . ?
N2 C5 C6 120.4(2) . . ?
N2 C5 C4 121.2(2) . . ?
C6 C5 C4 118.3(2) . . ?
H6A O6 H6B 111.8 . . ?
C1 C6 C5 120.9(2) . . ?
C1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
O3 C7 O4 123.1(2) . . ?
O3 C7 C4 118.1(2) . . ?
O4 C7 C4 118.7(2) . . ?
N2 C8 C9 114.2(3) . . ?
N2 C8 C9A 108.0(6) . . ?
N2 C8 H8AA 108.7 . . ?
C9 C8 H8AA 108.7 . . ?
N2 C8 H8AB 108.7 . . ?
C9 C8 H8AB 108.7 . . ?
H8AA C8 H8AB 107.6 . . ?
N2 C8 H8BC 110.1 . . ?
C9A C8 H8BC 110.1 . . ?
N2 C8 H8BD 110.1 . . ?
C9A C8 H8BD 110.1 . . ?
H8BC C8 H8BD 108.4 . . ?
C10 C9 O5 108.8(4) . . ?
C10 C9 C8 133.9(4) . . ?
O5 C9 C8 117.2(4) . . ?
C9 C10 C11 107.6(4) . . ?
C9 C10 H10 126.2 . . ?
C11 C10 H10 126.2 . . ?
C12 C11 C10 105.7(4) . . ?
C12 C11 H11 127.2 . . ?
C10 C11 H11 127.2 . . ?
C11 C12 O5 111.1(4) . . ?
C11 C12 H12 124.4 . . ?
O5 C12 H12 124.4 . . ?
N3 C13 C14 118.8(2) . . ?
N3 C13 C18 117.1(2) . . ?
C14 C13 C18 124.1(2) . . ?
C13 C14 C15 120.6(2) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 118.0(2) . . ?
C16 C15 C19 120.7(2) . . ?
C14 C15 C19 121.3(2) . . ?
C17 C16 C15 119.8(2) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
N3 C17 C16 120.2(2) . . ?
N3 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C9A C10A C11A 100.4(13) . . ?
C9A C10A H10A 129.8 . . ?
C11A C10A H10A 129.8 . . ?
C9A O5A C12A 93.0(11) . . ?
C11A C12A O5A 109.8(11) . . ?
C11A C12A H12A 125.1 . . ?
O5A C12A H12A 125.1 . . ?
C10A C11A C12A 110.6(13) . . ?
C10A C11A C9A 38.7(8) . . ?
C12A C11A C9A 72.2(10) . . ?
C10A C11A H11A 124.7 . . ?
C12A C11A H11A 124.7 . . ?
C9A C11A H11A 162.4 . . ?
C10A C9A O5A 124.9(14) . . ?
C10A C9A C8 116.2(12) . . ?
O5A C9A C8 116.9(12) . . ?
C10A C9A C11A 40.9(8) . . ?
O5A C9A C11A 84.9(10) . . ?
C8 C9A C11A 157.0(11) . . ?

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 -1.6(3) . . . . ?
Cl1 C1 C2 C3 179.11(17) . . . . ?
C6 C1 C2 S1 175.10(19) . . . . ?
Cl1 C1 C2 S1 -4.2(3) . . . . ?
O1 S1 C2 C3 114.0(2) . . . . ?
O2 S1 C2 C3 -117.2(2) . . . . ?
N1 S1 C2 C3 -2.5(2) . . . . ?
O1 S1 C2 C1 -62.6(2) . . . . ?
O2 S1 C2 C1 66.2(2) . . . . ?
N1 S1 C2 C1 -179.09(19) . . . . ?
C1 C2 C3 C4 0.6(3) . . . . ?
S1 C2 C3 C4 -176.10(18) . . . . ?
C2 C3 C4 C5 1.0(3) . . . . ?
C2 C3 C4 C7 179.1(2) . . . . ?
C8 N2 C5 C6 4.4(4) . . . . ?
C8 N2 C5 C4 -176.6(2) . . . . ?
C3 C4 C5 N2 179.3(2) . . . . ?
C7 C4 C5 N2 1.4(4) . . . . ?
C3 C4 C5 C6 -1.7(3) . . . . ?
C7 C4 C5 C6 -179.6(2) . . . . ?
C2 C1 C6 C5 0.9(4) . . . . ?
Cl1 C1 C6 C5 -179.79(18) . . . . ?
N2 C5 C6 C1 179.8(2) . . . . ?
C4 C5 C6 C1 0.8(4) . . . . ?
C3 C4 C7 O3 4.2(3) . . . . ?
C5 C4 C7 O3 -177.8(2) . . . . ?
C3 C4 C7 O4 -175.6(2) . . . . ?
C5 C4 C7 O4 2.4(4) . . . . ?
C5 N2 C8 C9 72.0(4) . . . . ?
C5 N2 C8 C9A 71.6(6) . . . . ?
C12 O5 C9 C10 -1.3(5) . . . . ?
C12 O5 C9 C8 179.1(4) . . . . ?
N2 C8 C9 C10 8.5(7) . . . . ?
N2 C8 C9 O5 -172.0(3) . . . . ?
O5 C9 C10 C11 0.8(5) . . . . ?
C8 C9 C10 C11 -179.6(5) . . . . ?
C9 C10 C11 C12 -0.1(5) . . . . ?
C10 C11 C12 O5 -0.8(5) . . . . ?
C9 O5 C12 C11 1.3(5) . . . . ?
C17 N3 C13 C14 -0.1(4) . . . . ?
C17 N3 C13 C18 178.9(2) . . . . ?
N3 C13 C14 C15 0.9(4) . . . . ?
C18 C13 C14 C15 -178.1(2) . . . . ?
C13 C14 C15 C16 -0.9(4) . . . . ?
C13 C14 C15 C19 178.3(2) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C19 C15 C16 C17 -179.1(2) . . . . ?
C13 N3 C17 C16 -0.6(4) . . . . ?
C15 C16 C17 N3 0.6(4) . . . . ?
C9A O5A C12A C11A 4.6(14) . . . . ?
C9A C10A C11A C12A -8.4(15) . . . . ?
O5A C12A C11A C10A 2.3(15) . . . . ?
O5A C12A C11A C9A -3.2(9) . . . . ?
C11A C10A C9A O5A 14.1(19) . . . . ?
C11A C10A C9A C8 177.1(10) . . . . ?
C12A O5A C9A C10A -12.1(17) . . . . ?
C12A O5A C9A C8 -175.0(10) . . . . ?
C12A O5A C9A C11A -2.9(9) . . . . ?
N2 C8 C9A C10A 42.5(13) . . . . ?
N2 C8 C9A O5A -153.1(10) . . . . ?
N2 C8 C9A C11A 47(3) . . . . ?

_refine_diff_density_max         0.372
_refine_diff_density_min         -0.611
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_FUR23LUT
_database_code_depnum_ccdc_archive 'CCDC 2478581'
loop_
_audit_author_name
_audit_author_address
'Nikoletta Bathori'
;Cape Peninsula University of Technology
South Africa
;
_audit_update_record             
;
2025-08-05 deposited with the CCDC.	2025-12-03 downloaded from the CCDC.
;
_audit_creation_date             2021-09-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6403)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H10 Cl N2 O5 S, C7 H10 N'
_chemical_formula_sum            'C19 H20 Cl N3 O5 S'
_chemical_formula_weight         437.89
_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'
Cl Cl 0.1484 0.1585 '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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   14.1621(7)
_cell_length_b                   9.6366(5)
_cell_length_c                   14.7725(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.7990(10)
_cell_angle_gamma                90
_cell_volume                     1980.37(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5561
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.589
_cell_measurement_theta_min      1.828
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.915
_exptl_absorpt_coefficient_mu    0.336
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.7189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 - Bruker AXS'
_exptl_absorpt_special_details   
'Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D. J. Appl. Cryst. 48 (2015) 3-10.'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       chunk
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.172
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0124
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            50795
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.589
_diffrn_reflns_theta_min         1.828
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5185
_reflns_number_total             5561
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         5561
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0310
_refine_ls_R_factor_gt           0.0288
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0399P)²+1.0162P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0793
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Riding coordinates:
 N1(H1B,H1A), N2(H2), N3(H4)
1.b Secondary CH2 refined with riding coordinates:
 C8(H8B,H8A)
1.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6), C10(H10), C11(H11), C12(H12), C15(H15), C16(H16), C17(H17)
1.d Idealised Me refined as rotating group:
 C18(H18A,H18C,H18B), C19(H19C,H19B,H19A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
Cl1 Cl 0.38538(2) -0.14254(3) 0.51498(2) 0.01554(6) Uani 1 1 d . . . . .
S1 S 0.40269(2) -0.10814(2) 0.74041(2) 0.01247(6) Uani 1 1 d . . . . .
O1 O 0.39546(7) -0.04714(8) 0.82774(5) 0.01981(17) Uani 1 1 d . . . . .
N1 N 0.31772(7) -0.21566(9) 0.71051(7) 0.01696(18) Uani 1 1 d . . . . .
H1B H 0.261103 -0.187254 0.713158 0.029(4) Uiso 1 1 d R . . . .
H1A H 0.331033 -0.291814 0.684758 0.035(5) Uiso 1 1 d R . . . .
C1 C 0.38633(7) 0.01943(10) 0.56691(7) 0.01182(18) Uani 1 1 d . . . . .
O2 O 0.49106(6) -0.17801(8) 0.73293(6) 0.01864(16) Uani 1 1 d . . . . .
N2 N 0.39159(7) 0.38401(10) 0.49526(7) 0.01710(18) Uani 1 1 d . . . . .
H2 H 0.384561 0.460053 0.522483 0.018(4) Uiso 1 1 d R . . . .
C2 C 0.38811(7) 0.03199(10) 0.66201(7) 0.01139(17) Uani 1 1 d . . . . .
O3 O 0.37689(7) 0.53158(8) 0.64384(6) 0.02144(17) Uani 1 1 d . . . . .
N3 N 0.42780(7) 0.60739(9) 0.89708(6) 0.01447(17) Uani 1 1 d . . . . .
H4 H 0.411035 0.542941 0.851179 0.026(4) Uiso 1 1 d R . . . .
C3 C 0.38418(7) 0.16549(10) 0.69722(7) 0.01174(18) Uani 1 1 d . . . . .
H3 H 0.383621 0.175829 0.761075 0.014 Uiso 1 1 calc R U . . .
O4 O 0.36302(6) 0.41835(8) 0.77324(5) 0.01659(15) Uani 1 1 d . . . . .
C4 C 0.38103(7) 0.28433(10) 0.64341(7) 0.01166(18) Uani 1 1 d . . . . .
O5 O 0.22751(6) 0.45484(9) 0.33822(7) 0.02635(19) Uani 1 1 d . . . . .
C5 C 0.38551(7) 0.27033(10) 0.54817(7) 0.01254(18) Uani 1 1 d . . . . .
C6 C 0.38414(7) 0.13466(11) 0.51093(7) 0.01291(18) Uani 1 1 d . . . . .
H6 H 0.381697 0.122807 0.446685 0.015 Uiso 1 1 calc R U . . .
C7 C 0.37315(7) 0.42230(11) 0.68928(7) 0.01394(19) Uani 1 1 d . . . . .
C8 C 0.39151(8) 0.37977(12) 0.39660(8) 0.0176(2) Uani 1 1 d . . . . .
H8B H 0.436433 0.306445 0.384333 0.021 Uiso 1 1 calc R U . . .
H8A H 0.415657 0.469553 0.377628 0.021 Uiso 1 1 calc R U . . .
C9 C 0.29494(8) 0.35243(12) 0.33939(7) 0.0173(2) Uani 1 1 d . . . . .
C10 C 0.25629(10) 0.24571(15) 0.28588(9) 0.0278(3) Uani 1 1 d . . . . .
H10 H 0.287595 0.161645 0.275389 0.033 Uiso 1 1 calc R U . . .
C11 C 0.15891(10) 0.28330(17) 0.24782(10) 0.0336(3) Uani 1 1 d . . . . .
H11 H 0.113276 0.229510 0.207099 0.040 Uiso 1 1 calc R U . . .
C12 C 0.14534(10) 0.40869(16) 0.28101(10) 0.0326(3) Uani 1 1 d . . . . .
H12 H 0.086910 0.459454 0.267127 0.039 Uiso 1 1 calc R U . . .
C13 C 0.52019(8) 0.64847(11) 0.91770(7) 0.01430(19) Uani 1 1 d . . . . .
C14 C 0.54646(8) 0.75145(11) 0.98445(7) 0.01550(19) Uani 1 1 d . . . . .
C15 C 0.47557(8) 0.80502(12) 1.02868(7) 0.0174(2) Uani 1 1 d . . . . .
H15 H 0.492088 0.874103 1.074807 0.021 Uiso 1 1 calc R U . . .
C16 C 0.38088(8) 0.75862(12) 1.00613(7) 0.0181(2) Uani 1 1 d . . . . .
H16 H 0.332867 0.794589 1.036755 0.022 Uiso 1 1 calc R U . . .
C17 C 0.35860(8) 0.65966(12) 0.93859(7) 0.0164(2) Uani 1 1 d . . . . .
H17 H 0.294239 0.627981 0.921108 0.020 Uiso 1 1 calc R U . . .
C18 C 0.58929(9) 0.58137(13) 0.86585(8) 0.0209(2) Uani 1 1 d . . . . .
H18A H 0.558259 0.501689 0.831205 0.031 Uiso 1 1 calc R U . . .
H18C H 0.646166 0.549893 0.909397 0.031 Uiso 1 1 calc R U . . .
H18B H 0.608661 0.648614 0.823029 0.031 Uiso 1 1 calc R U . . .
C19 C 0.64789(9) 0.80484(15) 1.00643(9) 0.0257(3) Uani 1 1 d . . . . .
H19C H 0.651936 0.880544 1.051289 0.038 Uiso 1 1 calc R U . . .
H19B H 0.666724 0.839213 0.949951 0.038 Uiso 1 1 calc R U . . .
H19A H 0.691155 0.729576 1.032387 0.038 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1 1.7381(10) . ?
S1 O1 1.4387(8) . ?
S1 N1 1.5867(9) . ?
S1 O2 1.4435(8) . ?
S1 C2 1.7658(10) . ?
N1 H1B 0.8551 . ?
N1 H1A 0.8635 . ?
C1 C2 1.4056(14) . ?
C1 C6 1.3814(14) . ?
N2 H2 0.8506 . ?
N2 C5 1.3578(13) . ?
N2 C8 1.4578(14) . ?
C2 C3 1.3927(13) . ?
O3 C7 1.2553(13) . ?
N3 H4 0.9174 . ?
N3 C13 1.3462(14) . ?
N3 C17 1.3474(14) . ?
C3 H3 0.9500 . ?
C3 C4 1.3899(13) . ?
O4 C7 1.2755(13) . ?
C4 C5 1.4266(14) . ?
C4 C7 1.5059(14) . ?
O5 C9 1.3713(13) . ?
O5 C12 1.3775(17) . ?
C5 C6 1.4172(14) . ?
C6 H6 0.9500 . ?
C8 H8B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 C9 1.4902(16) . ?
C9 C10 1.3491(18) . ?
C10 H10 0.9500 . ?
C10 C11 1.4348(19) . ?
C11 H11 0.9500 . ?
C11 C12 1.332(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.3992(15) . ?
C13 C18 1.4978(15) . ?
C14 C15 1.3955(15) . ?
C14 C19 1.5029(16) . ?
C15 H15 0.9500 . ?
C15 C16 1.3934(15) . ?
C16 H16 0.9500 . ?
C16 C17 1.3735(15) . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18C 0.9800 . ?
C18 H18B 0.9800 . ?
C19 H19C 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19A 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 N1 109.80(5) . . ?
O1 S1 O2 117.88(5) . . ?
O1 S1 C2 104.86(5) . . ?
N1 S1 C2 109.11(5) . . ?
O2 S1 N1 107.29(5) . . ?
O2 S1 C2 107.64(5) . . ?
S1 N1 H1B 116.5 . . ?
S1 N1 H1A 117.4 . . ?
H1B N1 H1A 125.2 . . ?
C2 C1 Cl1 121.04(8) . . ?
C6 C1 Cl1 117.40(8) . . ?
C6 C1 C2 121.56(9) . . ?
C5 N2 H2 113.4 . . ?
C5 N2 C8 124.37(9) . . ?
C8 N2 H2 121.2 . . ?
C1 C2 S1 124.59(7) . . ?
C3 C2 S1 117.99(8) . . ?
C3 C2 C1 117.29(9) . . ?
C13 N3 H4 118.2 . . ?
C13 N3 C17 123.10(9) . . ?
C17 N3 H4 118.7 . . ?
C2 C3 H3 118.4 . . ?
C4 C3 C2 123.14(9) . . ?
C4 C3 H3 118.4 . . ?
C3 C4 C5 118.92(9) . . ?
C3 C4 C7 117.86(9) . . ?
C5 C4 C7 123.23(9) . . ?
C9 O5 C12 106.36(11) . . ?
N2 C5 C4 120.72(9) . . ?
N2 C5 C6 121.24(9) . . ?
C6 C5 C4 118.04(9) . . ?
C1 C6 C5 120.80(9) . . ?
C1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
O3 C7 O4 124.66(10) . . ?
O3 C7 C4 119.07(9) . . ?
O4 C7 C4 116.26(9) . . ?
N2 C8 H8B 108.8 . . ?
N2 C8 H8A 108.8 . . ?
N2 C8 C9 113.63(9) . . ?
H8B C8 H8A 107.7 . . ?
C9 C8 H8B 108.8 . . ?
C9 C8 H8A 108.8 . . ?
O5 C9 C8 116.29(10) . . ?
C10 C9 O5 109.64(11) . . ?
C10 C9 C8 134.08(11) . . ?
C9 C10 H10 126.5 . . ?
C9 C10 C11 106.97(12) . . ?
C11 C10 H10 126.5 . . ?
C10 C11 H11 126.9 . . ?
C12 C11 C10 106.22(13) . . ?
C12 C11 H11 126.9 . . ?
O5 C12 H12 124.6 . . ?
C11 C12 O5 110.81(12) . . ?
C11 C12 H12 124.6 . . ?
N3 C13 C14 119.13(10) . . ?
N3 C13 C18 117.24(10) . . ?
C14 C13 C18 123.62(10) . . ?
C13 C14 C19 120.81(10) . . ?
C15 C14 C13 118.21(10) . . ?
C15 C14 C19 120.97(10) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 C14 120.93(10) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 120.8 . . ?
C17 C16 C15 118.44(10) . . ?
C17 C16 H16 120.8 . . ?
N3 C17 C16 120.16(10) . . ?
N3 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18C 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18C C18 H18B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
C14 C19 H19B 109.5 . . ?
C14 C19 H19A 109.5 . . ?
H19C C19 H19B 109.5 . . ?
H19C C19 H19A 109.5 . . ?
H19B C19 H19A 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 2,3-dimethyl-pyridine'
####################################################################### 
# 
# 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_FURPYRw
_database_code_depnum_ccdc_archive 'CCDC 2478583'
loop_
_audit_author_name
_audit_author_address
'Nikoletta Bathori'
;Cape Peninsula University of Technology
South Africa
;
_audit_update_record             
;
2025-08-05 deposited with the CCDC.	2025-12-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 Cl N3 O6 S'
_chemical_formula_weight         427.85

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.2827(11)
_cell_length_b                   11.540(2)
_cell_length_c                   16.446(3)
_cell_angle_alpha                69.81(3)
_cell_angle_beta                 85.87(3)
_cell_angle_gamma                79.15(3)
_cell_volume                     924.1(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5800
_cell_measurement_theta_min      1.910
_cell_measurement_theta_max      30.840

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_F_000             444
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.362
_shelx_estimated_absorpt_T_min   0.912
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.949
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            84416
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.910
_diffrn_reflns_theta_max         30.840
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5800
_reflns_number_gt                4979
_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-2016/4 (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)+(0.0337P)²+0.6203P] 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     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0047(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5800
_refine_ls_number_parameters     267
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0839
_refine_ls_wR_factor_gt          0.0793
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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
CL1 Cl -0.64210(6) 0.84762(3) 0.15901(2) 0.01805(8) Uani 1 1 d . . . . .
S1 S -0.25708(5) 0.82533(3) 0.31616(2) 0.01238(7) Uani 1 1 d . . . . .
O1 O -0.02528(17) 0.79795(9) 0.36563(6) 0.01643(18) Uani 1 1 d . . . . .
N1 N -0.4812(2) 0.78668(10) 0.38777(7) 0.0153(2) Uani 1 1 d . . . . .
H1B H -0.632556 0.800913 0.366280 0.031(5) Uiso 1 1 d R . . . .
H1A H -0.427166 0.709773 0.426170 0.030(5) Uiso 1 1 d R . . . .
C1 C -0.3794(2) 0.72717(11) 0.19245(8) 0.0132(2) Uani 1 1 d . . . . .
O2 O -0.34272(19) 0.95153(9) 0.26070(6) 0.01900(19) Uani 1 1 d . . . . .
N2 N -0.0913(2) 0.44787(10) 0.13832(7) 0.0163(2) Uani 1 1 d . . . . .
H2 H 0.039556 0.393810 0.153427 0.027(5) Uiso 1 1 d R . . . .
C2 C -0.2129(2) 0.72151(11) 0.25703(8) 0.0127(2) Uani 1 1 d . . . . .
O6 O 0.2739(2) 0.45994(10) 0.48823(7) 0.0245(2) Uani 1 1 d . . . . .
H6A H 0.299407 0.452987 0.436851 0.047(6) Uiso 1 1 d R . . . .
H6C H 0.423(7) 0.489(4) 0.495(3) 0.031(10) Uiso 0.5 1 d . . P A 1
H6B H 0.109(9) 0.478(5) 0.496(4) 0.061(16) Uiso 0.5 1 d . . P B 2
O3 O 0.33157(18) 0.35081(9) 0.23197(6) 0.01770(18) Uani 1 1 d . . . . .
N3 N 0.7941(2) 0.25035(10) 0.36353(7) 0.0163(2) Uani 1 1 d . . . . .
H4 H 0.629580 0.318308 0.353026 0.059(7) Uiso 1 1 d R . . . .
C3 C -0.0055(2) 0.62290(11) 0.27966(8) 0.0130(2) Uani 1 1 d . . . . .
H3 H 0.109107 0.618349 0.323038 0.016 Uiso 1 1 calc R U . . .
O4 O 0.39485(17) 0.42455(9) 0.33589(6) 0.01719(18) Uani 1 1 d . . . . .
C4 C 0.0409(2) 0.53082(11) 0.24146(8) 0.0124(2) Uani 1 1 d . . . . .
O5 O 0.0317(2) 0.28788(9) 0.02879(7) 0.0235(2) Uani 1 1 d . . . . .
C5 C -0.1294(2) 0.53692(11) 0.17610(8) 0.0133(2) Uani 1 1 d . . . . .
C6 C -0.3399(2) 0.63780(11) 0.15253(8) 0.0141(2) Uani 1 1 d . . . . .
H6 H -0.454985 0.644018 0.108822 0.017 Uiso 1 1 calc R U . . .
C7 C 0.2697(2) 0.42810(11) 0.27044(8) 0.0138(2) Uani 1 1 d . . . . .
C8 C -0.2649(2) 0.44085(12) 0.07605(8) 0.0162(2) Uani 1 1 d . . . . .
H8B H -0.247040 0.506601 0.019347 0.019 Uiso 1 1 calc R U . . .
H8A H -0.445415 0.455344 0.096238 0.019 Uiso 1 1 calc R U . . .
C9 C -0.2021(2) 0.31490(12) 0.06635(8) 0.0163(2) Uani 1 1 d . . . . .
C10 C -0.3214(3) 0.21419(13) 0.09139(9) 0.0214(3) Uani 1 1 d . . . . .
H10 H -0.484898 0.208483 0.119163 0.026 Uiso 1 1 calc R U . . .
C11 C -0.1529(3) 0.11741(13) 0.06784(9) 0.0230(3) Uani 1 1 d . . . . .
H11 H -0.182871 0.035269 0.076740 0.028 Uiso 1 1 calc R U . . .
C12 C 0.0553(3) 0.16635(14) 0.03075(10) 0.0261(3) Uani 1 1 d . . . . .
H12 H 0.199362 0.122889 0.008831 0.031 Uiso 1 1 calc R U . . .
C13 C 0.9473(3) 0.23675(12) 0.42898(8) 0.0177(2) Uani 1 1 d . . . . .
H13 H 0.899924 0.286943 0.464703 0.021 Uiso 1 1 calc R U . . .
C14 C 1.1734(3) 0.15031(13) 0.44479(9) 0.0206(3) Uani 1 1 d . . . . .
H14 H 1.281370 0.139958 0.491449 0.025 Uiso 1 1 calc R U . . .
C15 C 1.2402(3) 0.07878(13) 0.39126(9) 0.0212(3) Uani 1 1 d . . . . .
H15 H 1.396612 0.019970 0.400439 0.025 Uiso 1 1 calc R U . . .
C16 C 1.0780(3) 0.09330(12) 0.32426(9) 0.0190(2) Uani 1 1 d . . . . .
H16 H 1.120964 0.044225 0.287631 0.023 Uiso 1 1 calc R U . . .
C17 C 0.8531(2) 0.18047(12) 0.31193(9) 0.0174(2) Uani 1 1 d . . . . .
H17 H 0.739347 0.191093 0.266715 0.021 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
CL1 C1 1.7368(14) . ?
S1 O2 1.4324(11) . ?
S1 O1 1.4428(10) . ?
S1 N1 1.6196(12) . ?
S1 C2 1.7612(13) . ?
N1 H1B 0.8616 . ?
N1 H1A 0.9009 . ?
C1 C6 1.3802(17) . ?
C1 C2 1.4041(17) . ?
N2 C5 1.3520(15) . ?
N2 C8 1.4551(16) . ?
N2 H2 0.8270 . ?
C2 C3 1.3895(17) . ?
O6 H6A 0.8746 . ?
O6 H6C 0.94(3) . ?
O6 H6B 0.87(5) . ?
O3 C7 1.2460(15) . ?
N3 C13 1.3414(17) . ?
N3 C17 1.3442(16) . ?
N3 H4 1.0353 . ?
C3 C4 1.3873(16) . ?
C3 H3 0.9500 . ?
O4 C7 1.2881(15) . ?
C4 C5 1.4258(17) . ?
C4 C7 1.4988(17) . ?
O5 C9 1.3716(16) . ?
O5 C12 1.3737(17) . ?
C5 C6 1.4161(17) . ?
C6 H6 0.9500 . ?
C8 C9 1.4896(18) . ?
C8 H8B 0.9900 . ?
C8 H8A 0.9900 . ?
C9 C10 1.3513(19) . ?
C10 C11 1.437(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.341(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.3808(19) . ?
C13 H13 0.9500 . ?
C14 C15 1.3885(19) . ?
C14 H14 0.9500 . ?
C15 C16 1.3895(19) . ?
C15 H15 0.9500 . ?
C16 C17 1.3818(18) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?

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
O2 S1 O1 118.69(6) . . ?
O2 S1 N1 107.63(7) . . ?
O1 S1 N1 104.94(6) . . ?
O2 S1 C2 110.73(6) . . ?
O1 S1 C2 106.44(6) . . ?
N1 S1 C2 107.86(6) . . ?
S1 N1 H1B 114.2 . . ?
S1 N1 H1A 109.5 . . ?
H1B N1 H1A 117.2 . . ?
C6 C1 C2 121.36(11) . . ?
C6 C1 CL1 117.32(9) . . ?
C2 C1 CL1 121.32(9) . . ?
C5 N2 C8 124.57(11) . . ?
C5 N2 H2 115.8 . . ?
C8 N2 H2 119.6 . . ?
C3 C2 C1 117.92(11) . . ?
C3 C2 S1 117.18(9) . . ?
C1 C2 S1 124.80(9) . . ?
H6A O6 H6C 101.8 . . ?
H6A O6 H6B 107.9 . . ?
C13 N3 C17 121.64(11) . . ?
C13 N3 H4 117.6 . . ?
C17 N3 H4 120.7 . . ?
C4 C3 C2 122.64(11) . . ?
C4 C3 H3 118.7 . . ?
C2 C3 H3 118.7 . . ?
C3 C4 C5 119.16(11) . . ?
C3 C4 C7 118.63(11) . . ?
C5 C4 C7 122.21(11) . . ?
C9 O5 C12 106.38(11) . . ?
N2 C5 C6 121.07(11) . . ?
N2 C5 C4 120.63(11) . . ?
C6 C5 C4 118.30(11) . . ?
C1 C6 C5 120.63(11) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
O3 C7 O4 122.77(11) . . ?
O3 C7 C4 120.34(11) . . ?
O4 C7 C4 116.88(11) . . ?
N2 C8 C9 109.59(11) . . ?
N2 C8 H8B 109.8 . . ?
C9 C8 H8B 109.8 . . ?
N2 C8 H8A 109.8 . . ?
C9 C8 H8A 109.8 . . ?
H8B C8 H8A 108.2 . . ?
C10 C9 O5 110.04(12) . . ?
C10 C9 C8 133.61(12) . . ?
O5 C9 C8 116.22(11) . . ?
C9 C10 C11 106.62(13) . . ?
C9 C10 H10 126.7 . . ?
C11 C10 H10 126.7 . . ?
C12 C11 C10 106.20(13) . . ?
C12 C11 H11 126.9 . . ?
C10 C11 H11 126.9 . . ?
C11 C12 O5 110.75(13) . . ?
C11 C12 H12 124.6 . . ?
O5 C12 H12 124.6 . . ?
N3 C13 C14 120.45(12) . . ?
N3 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C13 C14 C15 118.81(12) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 H14 120.6 . . ?
C14 C15 C16 119.95(12) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 118.72(12) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
N3 C17 C16 120.41(12) . . ?
N3 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?

_refine_diff_density_max         0.437
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.059


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: pyridine'
####################################################################### 
# 
# 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_FUR4PIC
_database_code_depnum_ccdc_archive 'CCDC 2478584'
loop_
_audit_author_name
_audit_author_address
'Nikoletta Bathori'
;Cape Peninsula University of Technology
South Africa
;
_audit_update_record             
;
2025-08-05 deposited with the CCDC.	2025-12-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H18 Cl N3 O5 S'
_chemical_formula_weight         423.86

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4206(5)
_cell_length_b                   10.9902(7)
_cell_length_c                   12.1116(8)
_cell_angle_alpha                63.6330(10)
_cell_angle_beta                 70.7870(10)
_cell_angle_gamma                78.2130(10)
_cell_volume                     946.08(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5308
_cell_measurement_theta_min      1.950
_cell_measurement_theta_max      29.623

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_F_000             440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.182
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.069
_exptl_absorpt_coefficient_mu    0.349
_shelx_estimated_absorpt_T_min   0.939
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7211
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57161
_diffrn_reflns_av_unetI/netI     0.0145
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.950
_diffrn_reflns_theta_max         29.623
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5308
_reflns_number_gt                4915
_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    ?
_computing_structure_refinement  'SHELXL-2016/4 (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)+(0.0353P)²+0.6954P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5308
_refine_ls_number_parameters     257
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0327
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0808
_refine_ls_wR_factor_gt          0.0793
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
S1 S 0.39002(3) 0.79193(3) 0.16886(3) 0.01091(7) Uani 1 1 d . . . . .
CL1 Cl 0.78611(4) 0.86025(3) 0.08111(3) 0.01669(7) Uani 1 1 d . . . . .
O4 O 0.40204(11) 0.29485(9) 0.49440(9) 0.01682(18) Uani 1 1 d . . . . .
O1 O 0.23274(11) 0.72984(9) 0.24256(9) 0.01549(17) Uani 1 1 d . . . . .
O3 O 0.65389(11) 0.21726(8) 0.53224(8) 0.01397(16) Uani 1 1 d . . . . .
O2 O 0.43556(11) 0.83734(9) 0.03193(8) 0.01598(17) Uani 1 1 d . . . . .
O5 O 1.19811(11) 0.25856(9) 0.28582(9) 0.01831(18) Uani 1 1 d . . . . .
N2 N 0.89490(12) 0.39316(10) 0.41742(10) 0.01449(19) Uani 1 1 d . . . . .
H2 H 0.859449 0.315253 0.469100 0.022(4) Uiso 1 1 d R . . . .
N3 N 0.29998(14) 0.06076(11) 0.64189(10) 0.0168(2) Uani 1 1 d . . . . .
H4 H 0.340000 0.141484 0.593491 0.020 Uiso 1 1 calc R U . . .
N1 N 0.38389(13) 0.92364(10) 0.19765(10) 0.01341(19) Uani 1 1 d . . . . .
H1A H 0.461238 0.974505 0.144340 0.023(4) Uiso 1 1 d R . . . .
H1B H 0.378428 0.900025 0.276800 0.022(4) Uiso 1 1 d R . . . .
C3 C 0.50392(14) 0.54396(11) 0.32231(11) 0.0111(2) Uani 1 1 d . . . . .
H3 H 0.391229 0.521206 0.345096 0.013 Uiso 1 1 calc R U . . .
C6 C 0.83259(14) 0.61097(12) 0.25639(11) 0.0124(2) Uani 1 1 d . . . . .
H6 H 0.945219 0.634672 0.231950 0.015 Uiso 1 1 calc R U . . .
C7 C 0.55760(14) 0.30977(11) 0.47662(11) 0.0116(2) Uani 1 1 d . . . . .
C2 C 0.54853(14) 0.67322(11) 0.23070(11) 0.0114(2) Uani 1 1 d . . . . .
C17 C 0.40493(16) -0.05178(13) 0.66376(12) 0.0165(2) Uani 1 1 d . . . . .
H17 H 0.522751 -0.043109 0.626659 0.020 Uiso 1 1 calc R U . . .
C4 C 0.61792(14) 0.44658(11) 0.38196(10) 0.01044(19) Uani 1 1 d . . . . .
C5 C 0.78530(14) 0.48115(11) 0.35297(11) 0.0112(2) Uani 1 1 d . . . . .
C1 C 0.71682(14) 0.70321(11) 0.19757(11) 0.0121(2) Uani 1 1 d . . . . .
C10 C 1.26244(15) 0.47253(13) 0.15384(12) 0.0155(2) Uani 1 1 d . . . . .
H10 H 1.269406 0.568051 0.120975 0.019 Uiso 1 1 calc R U . . .
C15 C 0.17367(16) -0.19434(12) 0.79405(11) 0.0153(2) Uani 1 1 d . . . . .
C16 C 0.34620(16) -0.17999(13) 0.73884(12) 0.0166(2) Uani 1 1 d . . . . .
H16 H 0.423159 -0.258176 0.752818 0.020 Uiso 1 1 calc R U . . .
C14 C 0.06682(16) -0.07570(13) 0.76982(12) 0.0180(2) Uani 1 1 d . . . . .
H14 H -0.051633 -0.081143 0.805278 0.022 Uiso 1 1 calc R U . . .
C9 C 1.17951(14) 0.39088(12) 0.27355(12) 0.0137(2) Uani 1 1 d . . . . .
C13 C 0.13352(16) 0.04938(13) 0.69435(13) 0.0190(2) Uani 1 1 d . . . . .
H13 H 0.059727 0.129465 0.679135 0.023 Uiso 1 1 calc R U . . .
C8 C 1.07133(14) 0.41563(12) 0.38796(11) 0.0143(2) Uani 1 1 d . . . . .
H8A H 1.114197 0.354543 0.462897 0.017 Uiso 1 1 calc R U . . .
H8B H 1.080027 0.510599 0.372736 0.017 Uiso 1 1 calc R U . . .
C11 C 1.33790(16) 0.38700(14) 0.08603(13) 0.0185(2) Uani 1 1 d . . . . .
H11 H 1.404835 0.414444 -0.000251 0.022 Uiso 1 1 calc R U . . .
C12 C 1.29470(16) 0.26004(14) 0.16932(14) 0.0202(3) Uani 1 1 d . . . . .
H12 H 1.326743 0.182105 0.150064 0.024 Uiso 1 1 calc R U . . .
C18 C 0.10565(17) -0.33204(13) 0.87660(13) 0.0202(2) Uani 1 1 d . . . . .
H18A H 0.199522 -0.401696 0.887819 0.030 Uiso 1 1 calc R U . . .
H18B H 0.035757 -0.349986 0.835508 0.030 Uiso 1 1 calc R U . . .
H18C H 0.037257 -0.334368 0.960381 0.030 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4375(9) . ?
S1 O2 1.4391(9) . ?
S1 N1 1.6204(10) . ?
S1 C2 1.7673(11) . ?
CL1 C1 1.7367(11) . ?
O4 C7 1.2884(14) . ?
O3 C7 1.2487(14) . ?
O5 C12 1.3720(16) . ?
O5 C9 1.3754(14) . ?
N2 C5 1.3547(15) . ?
N2 C8 1.4554(15) . ?
N2 H2 0.8482 . ?
N3 C17 1.3407(16) . ?
N3 C13 1.3413(16) . ?
N3 H4 0.8800 . ?
N1 H1A 0.8397 . ?
N1 H1B 0.8622 . ?
C3 C2 1.3906(15) . ?
C3 C4 1.3923(15) . ?
C3 H3 0.9500 . ?
C6 C1 1.3775(16) . ?
C6 C5 1.4162(15) . ?
C6 H6 0.9500 . ?
C7 C4 1.4936(15) . ?
C2 C1 1.4060(16) . ?
C17 C16 1.3812(17) . ?
C17 H17 0.9500 . ?
C4 C5 1.4244(15) . ?
C10 C9 1.3524(17) . ?
C10 C11 1.4353(17) . ?
C10 H10 0.9500 . ?
C15 C16 1.3940(17) . ?
C15 C14 1.3966(18) . ?
C15 C18 1.5003(17) . ?
C16 H16 0.9500 . ?
C14 C13 1.3792(17) . ?
C14 H14 0.9500 . ?
C9 C8 1.4923(17) . ?
C13 H13 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C11 C12 1.3462(19) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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 118.33(6) . . ?
O1 S1 N1 107.27(5) . . ?
O2 S1 N1 107.06(5) . . ?
O1 S1 C2 106.48(5) . . ?
O2 S1 C2 109.63(5) . . ?
N1 S1 C2 107.64(5) . . ?
C12 O5 C9 106.39(10) . . ?
C5 N2 C8 124.58(10) . . ?
C5 N2 H2 115.0 . . ?
C8 N2 H2 119.5 . . ?
C17 N3 C13 119.49(11) . . ?
C17 N3 H4 120.3 . . ?
C13 N3 H4 120.3 . . ?
S1 N1 H1A 111.3 . . ?
S1 N1 H1B 111.2 . . ?
H1A N1 H1B 115.0 . . ?
C2 C3 C4 122.59(10) . . ?
C2 C3 H3 118.7 . . ?
C4 C3 H3 118.7 . . ?
C1 C6 C5 120.62(10) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
O3 C7 O4 123.36(10) . . ?
O3 C7 C4 121.39(10) . . ?
O4 C7 C4 115.24(10) . . ?
C3 C2 C1 117.39(10) . . ?
C3 C2 S1 118.56(9) . . ?
C1 C2 S1 123.97(9) . . ?
N3 C17 C16 121.71(11) . . ?
N3 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C3 C4 C5 119.35(10) . . ?
C3 C4 C7 118.12(10) . . ?
C5 C4 C7 122.52(10) . . ?
N2 C5 C6 121.10(10) . . ?
N2 C5 C4 120.88(10) . . ?
C6 C5 C4 118.01(10) . . ?
C6 C1 C2 121.85(10) . . ?
C6 C1 CL1 117.30(9) . . ?
C2 C1 CL1 120.84(9) . . ?
C9 C10 C11 106.75(11) . . ?
C9 C10 H10 126.6 . . ?
C11 C10 H10 126.6 . . ?
C16 C15 C14 117.45(11) . . ?
C16 C15 C18 121.20(11) . . ?
C14 C15 C18 121.35(11) . . ?
C17 C16 C15 119.81(12) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C13 C14 C15 119.90(12) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C10 C9 O5 109.95(11) . . ?
C10 C9 C8 133.89(11) . . ?
O5 C9 C8 116.10(10) . . ?
N3 C13 C14 121.63(12) . . ?
N3 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
N2 C8 C9 113.06(10) . . ?
N2 C8 H8A 109.0 . . ?
C9 C8 H8A 109.0 . . ?
N2 C8 H8B 109.0 . . ?
C9 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C12 C11 C10 106.16(11) . . ?
C12 C11 H11 126.9 . . ?
C10 C11 H11 126.9 . . ?
C11 C12 O5 110.75(11) . . ?
C11 C12 H12 124.6 . . ?
O5 C12 H12 124.6 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
C4 C3 C2 C1 0.93(17) . . . . ?
C4 C3 C2 S1 -176.07(9) . . . . ?
O1 S1 C2 C3 6.83(11) . . . . ?
O2 S1 C2 C3 -122.28(9) . . . . ?
N1 S1 C2 C3 121.60(9) . . . . ?
O1 S1 C2 C1 -169.95(10) . . . . ?
O2 S1 C2 C1 60.93(11) . . . . ?
N1 S1 C2 C1 -55.19(11) . . . . ?
C13 N3 C17 C16 0.25(19) . . . . ?
C2 C3 C4 C5 2.75(17) . . . . ?
C2 C3 C4 C7 -178.49(10) . . . . ?
O3 C7 C4 C3 179.03(10) . . . . ?
O4 C7 C4 C3 -0.07(15) . . . . ?
O3 C7 C4 C5 -2.26(17) . . . . ?
O4 C7 C4 C5 178.65(10) . . . . ?
C8 N2 C5 C6 -5.86(18) . . . . ?
C8 N2 C5 C4 175.22(11) . . . . ?
C1 C6 C5 N2 -175.52(11) . . . . ?
C1 C6 C5 C4 3.42(16) . . . . ?
C3 C4 C5 N2 174.09(10) . . . . ?
C7 C4 C5 N2 -4.61(17) . . . . ?
C3 C4 C5 C6 -4.86(16) . . . . ?
C7 C4 C5 C6 176.44(10) . . . . ?
C5 C6 C1 C2 0.26(18) . . . . ?
C5 C6 C1 CL1 179.54(9) . . . . ?
C3 C2 C1 C6 -2.47(17) . . . . ?
S1 C2 C1 C6 174.35(9) . . . . ?
C3 C2 C1 CL1 178.28(8) . . . . ?
S1 C2 C1 CL1 -4.90(14) . . . . ?
N3 C17 C16 C15 -0.07(19) . . . . ?
C14 C15 C16 C17 0.12(18) . . . . ?
C18 C15 C16 C17 -179.72(12) . . . . ?
C16 C15 C14 C13 -0.36(19) . . . . ?
C18 C15 C14 C13 179.48(12) . . . . ?
C11 C10 C9 O5 0.11(14) . . . . ?
C11 C10 C9 C8 -177.13(12) . . . . ?
C12 O5 C9 C10 -0.40(13) . . . . ?
C12 O5 C9 C8 177.38(10) . . . . ?
C17 N3 C13 C14 -0.5(2) . . . . ?
C15 C14 C13 N3 0.6(2) . . . . ?
C5 N2 C8 C9 -76.99(15) . . . . ?
C10 C9 C8 N2 110.51(15) . . . . ?
O5 C9 C8 N2 -66.60(13) . . . . ?
C9 C10 C11 C12 0.23(14) . . . . ?
C10 C11 C12 O5 -0.49(15) . . . . ?
C9 O5 C12 C11 0.56(14) . . . . ?

_refine_diff_density_max         0.501
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.057


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 4-methylpyridine'
####################################################################### 
# 
# 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_FUR3PIC
_database_code_depnum_ccdc_archive 'CCDC 2478582'
loop_
_audit_author_name
_audit_author_address
'Nikoletta Bathori'
;Cape Peninsula University of Technology
South Africa
;
_audit_update_record             
;
2025-08-05 deposited with the CCDC.	2025-12-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H18 Cl N3 O5 S'
_chemical_formula_weight         423.86

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.2607(3)
_cell_length_b                   11.1014(5)
_cell_length_c                   12.5110(6)
_cell_angle_alpha                107.2970(10)
_cell_angle_beta                 91.1100(10)
_cell_angle_gamma                101.3440(10)
_cell_volume                     940.75(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5282
_cell_measurement_theta_min      1.711
_cell_measurement_theta_max      29.597

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_F_000             440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.189
_exptl_crystal_size_mid          0.152
_exptl_crystal_size_min          0.037
_exptl_absorpt_coefficient_mu    0.351
_shelx_estimated_absorpt_T_min   0.937
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7294
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?'
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            53828
_diffrn_reflns_av_unetI/netI     0.0161
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.711
_diffrn_reflns_theta_max         29.597
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5282
_reflns_number_gt                4799
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2016/4 (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)+(0.0388P)²+0.6559P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5282
_refine_ls_number_parameters     258
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0859
_refine_ls_wR_factor_gt          0.0835
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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
CL1 Cl -0.01374(4) 0.11291(3) 0.33361(2) 0.01644(7) Uani 1 1 d . . . . .
S1 S 0.17799(4) 0.20832(3) 0.59307(2) 0.01244(7) Uani 1 1 d . . . . .
O3 O 0.36910(13) 0.75442(8) 0.51473(8) 0.01605(18) Uani 1 1 d . . . . .
O2 O -0.01391(13) 0.14882(9) 0.60240(8) 0.01644(18) Uani 1 1 d . . . . .
O1 O 0.29165(14) 0.28494(9) 0.69491(8) 0.01813(19) Uani 1 1 d . . . . .
O4 O 0.41357(14) 0.69019(9) 0.66505(8) 0.0205(2) Uani 1 1 d . . . . .
H4 H 0.470964 0.781549 0.700421 0.067(8) Uiso 1 1 d R . . . .
N1 N 0.28179(15) 0.09433(10) 0.52952(9) 0.0148(2) Uani 1 1 d . . . . .
H1A H 0.387801 0.123291 0.507664 0.026(5) Uiso 1 1 d R . . . .
H1B H 0.210501 0.034061 0.483224 0.030(5) Uiso 1 1 d R . . . .
N2 N 0.16863(16) 0.57713(10) 0.33241(9) 0.0156(2) Uani 1 1 d . . . . .
H2 H 0.212238 0.653515 0.365829 0.027(5) Uiso 1 1 d R . . . .
O5 O 0.08643(18) 0.39782(12) 0.03317(10) 0.0341(3) Uani 1 1 d . . . . .
N3 N 0.55769(16) 0.92607(10) 0.77328(9) 0.0172(2) Uani 1 1 d . . . . .
C5 C 0.17565(16) 0.49196(11) 0.39005(10) 0.0120(2) Uani 1 1 d . . . . .
C6 C 0.09234(17) 0.35949(11) 0.34106(10) 0.0129(2) Uani 1 1 d . . . . .
H6 H 0.035347 0.329939 0.266311 0.015 Uiso 1 1 calc R U . . .
C1 C 0.09271(17) 0.27294(11) 0.40009(10) 0.0124(2) Uani 1 1 d . . . . .
C2 C 0.17808(17) 0.31211(11) 0.51016(10) 0.0122(2) Uani 1 1 d . . . . .
C3 C 0.26223(16) 0.44135(11) 0.55765(10) 0.0120(2) Uani 1 1 d . . . . .
H3 H 0.321742 0.469106 0.631704 0.014 Uiso 1 1 calc R U . . .
C7 C 0.35350(17) 0.66886(11) 0.56059(10) 0.0132(2) Uani 1 1 d . . . . .
C4 C 0.26302(16) 0.53214(11) 0.50117(10) 0.0115(2) Uani 1 1 d . . . . .
C17 C 0.53172(19) 1.02286(12) 0.73601(11) 0.0181(2) Uani 1 1 d . . . . .
H17 H 0.459160 1.003589 0.666723 0.022 Uiso 1 1 calc R U . . .
C13 C 0.65551(19) 0.95286(13) 0.87249(11) 0.0189(2) Uani 1 1 d . . . . .
H13 H 0.672242 0.883035 0.898175 0.023 Uiso 1 1 calc R U . . .
C9 C 0.1809(2) 0.46740(13) 0.13440(11) 0.0190(2) Uani 1 1 d . . . . .
C14 C 0.73353(19) 1.07771(14) 0.93950(11) 0.0199(3) Uani 1 1 d . . . . .
C8 C 0.07255(19) 0.54132(13) 0.22166(11) 0.0183(2) Uani 1 1 d . . . . .
H8A H 0.056646 0.620165 0.204155 0.022 Uiso 1 1 calc R U . . .
H8B H -0.054330 0.487832 0.220383 0.022 Uiso 1 1 calc R U . . .
C15 C 0.7106(2) 1.17773(13) 0.89760(13) 0.0249(3) Uani 1 1 d . . . . .
H15 H 0.765801 1.264602 0.939145 0.030 Uiso 1 1 calc R U . . .
C16 C 0.6078(2) 1.15085(13) 0.79567(13) 0.0243(3) Uani 1 1 d . . . . .
H16 H 0.589758 1.218515 0.767317 0.029 Uiso 1 1 calc R U . . .
C18 C 0.8353(2) 1.10359(17) 1.05258(12) 0.0301(3) Uani 1 1 d . . . . .
H18A H 0.824870 1.022300 1.070176 0.045 Uiso 1 1 calc R U . . .
H18B H 0.778690 1.163332 1.110038 0.045 Uiso 1 1 calc R U . . .
H18C H 0.968475 1.141980 1.051190 0.045 Uiso 1 1 calc R U . . .
C12 C 0.2121(3) 0.33774(16) -0.03196(13) 0.0338(4) Uani 1 1 d . . . . .
H12 H 0.184442 0.283194 -0.107381 0.041 Uiso 1 1 calc R U . . .
C10 C 0.3579(3) 0.4527(3) 0.13441(16) 0.0565(7) Uani 1 1 d . . . . .
H10 H 0.453491 0.491317 0.194537 0.068 Uiso 1 1 calc R U . . .
C11 C 0.3765(3) 0.3672(3) 0.02597(17) 0.0556(6) Uani 1 1 d . . . . .
H11 H 0.486764 0.337439 0.000677 0.067 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
CL1 C1 1.7325(12) . ?
S1 O1 1.4375(9) . ?
S1 O2 1.4427(9) . ?
S1 N1 1.6129(11) . ?
S1 C2 1.7647(12) . ?
O3 C7 1.2362(15) . ?
O4 C7 1.3068(15) . ?
O4 H4 0.9787 . ?
N1 H1A 0.8566 . ?
N1 H1B 0.8202 . ?
N2 C5 1.3563(15) . ?
N2 C8 1.4458(16) . ?
N2 H2 0.8201 . ?
O5 C9 1.3590(16) . ?
O5 C12 1.373(2) . ?
N3 C17 1.3348(17) . ?
N3 C13 1.3405(16) . ?
C5 C6 1.4156(16) . ?
C5 C4 1.4212(16) . ?
C6 C1 1.3753(16) . ?
C6 H6 0.9500 . ?
C1 C2 1.4052(16) . ?
C2 C3 1.3853(16) . ?
C3 C4 1.3916(16) . ?
C3 H3 0.9500 . ?
C7 C4 1.4852(16) . ?
C17 C16 1.3877(18) . ?
C17 H17 0.9500 . ?
C13 C14 1.3880(18) . ?
C13 H13 0.9500 . ?
C9 C10 1.327(2) . ?
C9 C8 1.4960(19) . ?
C14 C15 1.397(2) . ?
C14 C18 1.5048(19) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C15 C16 1.386(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C12 C11 1.315(3) . ?
C12 H12 0.9500 . ?
C10 C11 1.432(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?

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 117.87(6) . . ?
O1 S1 N1 107.92(6) . . ?
O2 S1 N1 107.28(6) . . ?
O1 S1 C2 105.68(6) . . ?
O2 S1 C2 109.24(6) . . ?
N1 S1 C2 108.56(6) . . ?
C7 O4 H4 110.8 . . ?
S1 N1 H1A 112.3 . . ?
S1 N1 H1B 112.8 . . ?
H1A N1 H1B 116.6 . . ?
C5 N2 C8 123.35(11) . . ?
C5 N2 H2 116.9 . . ?
C8 N2 H2 119.5 . . ?
C9 O5 C12 106.94(13) . . ?
C17 N3 C13 119.33(11) . . ?
N2 C5 C6 120.41(11) . . ?
N2 C5 C4 121.65(11) . . ?
C6 C5 C4 117.93(10) . . ?
C1 C6 C5 120.96(11) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C1 C2 121.40(11) . . ?
C6 C1 CL1 117.74(9) . . ?
C2 C1 CL1 120.86(9) . . ?
C3 C2 C1 117.73(10) . . ?
C3 C2 S1 118.06(9) . . ?
C1 C2 S1 124.17(9) . . ?
C2 C3 C4 122.60(11) . . ?
C2 C3 H3 118.7 . . ?
C4 C3 H3 118.7 . . ?
O3 C7 O4 123.39(11) . . ?
O3 C7 C4 122.54(11) . . ?
O4 C7 C4 114.07(10) . . ?
C3 C4 C5 119.36(10) . . ?
C3 C4 C7 118.35(10) . . ?
C5 C4 C7 122.28(10) . . ?
N3 C17 C16 121.83(12) . . ?
N3 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
N3 C13 C14 123.15(12) . . ?
N3 C13 H13 118.4 . . ?
C14 C13 H13 118.4 . . ?
C10 C9 O5 109.83(14) . . ?
C10 C9 C8 132.90(14) . . ?
O5 C9 C8 117.26(12) . . ?
C13 C14 C15 116.82(12) . . ?
C13 C14 C18 121.36(13) . . ?
C15 C14 C18 121.80(13) . . ?
N2 C8 C9 111.09(11) . . ?
N2 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
N2 C8 H8B 109.4 . . ?
C9 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C16 C15 C14 120.31(12) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C15 C16 C17 118.49(13) . . ?
C15 C16 H16 120.8 . . ?
C17 C16 H16 120.8 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C11 C12 O5 109.64(15) . . ?
C11 C12 H12 125.2 . . ?
O5 C12 H12 125.2 . . ?
C9 C10 C11 106.52(17) . . ?
C9 C10 H10 126.7 . . ?
C11 C10 H10 126.7 . . ?
C12 C11 C10 107.06(18) . . ?
C12 C11 H11 126.5 . . ?
C10 C11 H11 126.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2 O3 0.82 2.05 2.6963(14) 135.6 .
O4 H4 N3 0.98 1.58 2.5582(14) 172.3 .

_refine_diff_density_max         0.497
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.057


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 3-methylpyridine'
