# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# 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. 
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data_ag16-r
_database_code_depnum_ccdc_archive 'CCDC 2291745'
loop_
_audit_author_name
_audit_author_address
'JAGADEESH PRASAD'
;Mangalore University
India
;
_audit_update_record             
;
2023-08-30 deposited with the CCDC.	2025-02-14 downloaded from the CCDC.
;
_audit_creation_date             2023-08-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            OXAZOLE
_chemical_name_systematic        5-(3,4-dimethoxyphenyl)oxazole
_chemical_formula_moiety         '2(C11 H11 N O3)'
_chemical_formula_sum            'C24 H24 N O5'
_chemical_formula_weight         406.44
_chemical_absolute_configuration ?
_chemical_melting_point          156
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'

_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                   5.6243(2)
_cell_length_b                   8.6813(4)
_cell_length_c                   20.6205(9)
_cell_angle_alpha                90
_cell_angle_beta                 91.817(2)
_cell_angle_gamma                90
_cell_volume                     1006.32(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9932
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      29.47
_cell_measurement_theta_min      2.97
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.8622
_exptl_absorpt_correction_T_min  0.7984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0488 before and 0.0428 after correction.
The Ratio of minimum to maximum transmission is 0.9260.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             430
_exptl_crystal_size_max          0.342
_exptl_crystal_size_mid          0.179
_exptl_crystal_size_min          0.097
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_unetI/netI     0.0184
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            26669
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.634
_diffrn_reflns_theta_min         2.546
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  
'Bruker D8 VENTURE diffractometer with PHOTON II detector'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.878
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.989
_reflns_number_gt                5205
_reflns_number_total             5642
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.105
_refine_ls_abs_structure_details 
;
 Flack x determined using 2189 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(17)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         5642
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0485
_refine_ls_R_factor_gt           0.0414
_refine_ls_restrained_S_all      1.151
_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)+(0.0889P)²+0.0220P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1193
_refine_ls_wR_factor_ref         0.1343
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C7(H7), C9(H9), C10(H10), C16(H16), C19(H19), C20(H20),
 C21(H21), C24(H24)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
O1 O 0.6100(3) 0.6074(2) 0.18589(9) 0.0516(4) Uani 1 1 d . . . . .
O2 O 1.3572(3) 1.1526(2) 0.14168(8) 0.0483(4) Uani 1 1 d . . . . .
O3 O 0.9034(3) 0.5216(2) 0.09971(8) 0.0495(4) Uani 1 1 d . . . . .
O4 O 0.0708(3) -0.1412(2) 0.44140(9) 0.0468(4) Uani 1 1 d . . . . .
O5 O 0.3976(3) -0.0178(2) 0.51480(7) 0.0440(4) Uani 1 1 d . . . . .
O10 O 0.7597(3) 0.2667(2) 0.26622(8) 0.0510(4) Uani 1 1 d . . . . .
C1 C 0.4693(5) 0.6402(5) 0.24084(14) 0.0639(8) Uani 1 1 d . . . . .
H1A H 0.572063 0.661160 0.277857 0.096 Uiso 1 1 calc R U . . .
H1B H 0.370600 0.553034 0.249824 0.096 Uiso 1 1 calc R U . . .
H1C H 0.370931 0.728416 0.231716 0.096 Uiso 1 1 calc R U . . .
C2 C 0.7740(3) 0.7160(3) 0.16936(10) 0.0382(4) Uani 1 1 d . . . . .
C3 C 0.7935(4) 0.8614(3) 0.19576(11) 0.0430(5) Uani 1 1 d . . . . .
H3 H 0.690503 0.892158 0.227697 0.052 Uiso 1 1 calc R U . . .
C4 C 0.9675(4) 0.9626(3) 0.17469(11) 0.0423(4) Uani 1 1 d . . . . .
H4 H 0.979509 1.060501 0.192836 0.051 Uiso 1 1 calc R U . . .
C5 C 1.1223(3) 0.9195(2) 0.12718(9) 0.0341(4) Uani 1 1 d . . . . .
C6 C 1.3043(4) 1.0244(3) 0.10462(10) 0.0384(4) Uani 1 1 d . . . . .
C7 C 1.4429(5) 1.0310(4) 0.05261(13) 0.0574(7) Uani 1 1 d . . . . .
H7 H 1.443574 0.958909 0.019262 0.069 Uiso 1 1 calc R U . . .
N2 N 1.5856(4) 1.1629(3) 0.05641(12) 0.0599(6) Uani 1 1 d . . . . .
C9 C 1.5287(5) 1.2270(3) 0.10883(13) 0.0503(5) Uani 1 1 d . . . . .
H9 H 1.598771 1.317925 0.123711 0.060 Uiso 1 1 calc R U . . .
C10 C 1.1033(4) 0.7709(3) 0.10011(9) 0.0353(4) Uani 1 1 d . . . . .
H10 H 1.206354 0.740689 0.068095 0.042 Uiso 1 1 calc R U . . .
C11 C 0.9313(3) 0.6697(2) 0.12111(10) 0.0356(4) Uani 1 1 d . . . . .
C12 C 1.0664(5) 0.4665(3) 0.05403(14) 0.0568(6) Uani 1 1 d . . . . .
H12A H 1.048679 0.524665 0.014574 0.085 Uiso 1 1 calc R U . . .
H12B H 1.035165 0.359734 0.045194 0.085 Uiso 1 1 calc R U . . .
H12C H 1.225842 0.477877 0.071416 0.085 Uiso 1 1 calc R U . . .
C13 C -0.0944(4) -0.2257(3) 0.40144(16) 0.0570(6) Uani 1 1 d . . . . .
H13A H -0.207070 -0.155996 0.381424 0.085 Uiso 1 1 calc R U . . .
H13B H -0.176782 -0.298722 0.427524 0.085 Uiso 1 1 calc R U . . .
H13C H -0.010604 -0.279328 0.368456 0.085 Uiso 1 1 calc R U . . .
C14 C 0.2256(3) -0.0471(2) 0.41035(11) 0.0356(4) Uani 1 1 d . . . . .
C15 C 0.4025(3) 0.0224(2) 0.45090(9) 0.0330(4) Uani 1 1 d . . . . .
C16 C 0.5664(3) 0.1211(2) 0.42481(10) 0.0335(4) Uani 1 1 d . . . . .
H16 H 0.680924 0.167989 0.451653 0.040 Uiso 1 1 calc R U . . .
C17 C 0.5606(3) 0.1510(2) 0.35765(9) 0.0326(4) Uani 1 1 d . . . . .
C18 C 0.7379(3) 0.2557(2) 0.33238(9) 0.0348(4) Uani 1 1 d . . . . .
C19 C 0.9377(5) 0.3703(3) 0.25892(12) 0.0510(6) Uani 1 1 d . . . . .
H19 H 0.989741 0.399919 0.218419 0.061 Uiso 1 1 calc R U . . .
C20 C 0.2222(4) -0.0176(3) 0.34440(11) 0.0409(4) Uani 1 1 d . . . . .
H20 H 0.107169 -0.063978 0.317537 0.049 Uiso 1 1 calc R U . . .
C21 C 0.3884(4) 0.0806(3) 0.31769(10) 0.0401(4) Uani 1 1 d . . . . .
H21 H 0.384515 0.099172 0.273253 0.048 Uiso 1 1 calc R U . . .
C22 C 0.5978(5) 0.0257(4) 0.55472(12) 0.0519(6) Uani 1 1 d . . . . .
H22A H 0.740201 -0.014529 0.536643 0.078 Uiso 1 1 calc R U . . .
H22B H 0.580486 -0.015103 0.597583 0.078 Uiso 1 1 calc R U . . .
H22C H 0.607483 0.135986 0.556834 0.078 Uiso 1 1 calc R U . . .
N1 N 1.0281(4) 0.4240(3) 0.31165(12) 0.0529(5) Uani 1 1 d . . . . .
C24 C 0.8984(4) 0.3520(3) 0.35959(12) 0.0493(6) Uani 1 1 d . . . . .
H24 H 0.920178 0.368454 0.403950 0.059 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
O1 C1 1.431(3) . ?
O1 C2 1.370(3) . ?
O2 C6 1.378(3) . ?
O2 C9 1.359(3) . ?
O3 C11 1.366(3) . ?
O3 C12 1.418(3) . ?
O4 C13 1.426(3) . ?
O4 C14 1.368(2) . ?
O5 C15 1.364(2) . ?
O5 C22 1.424(3) . ?
O10 C18 1.377(2) . ?
O10 C19 1.357(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.378(3) . ?
C2 C11 1.411(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.394(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(3) . ?
C5 C6 1.457(3) . ?
C5 C10 1.408(3) . ?
C6 C7 1.347(3) . ?
C7 H7 0.9300 . ?
C7 N2 1.399(3) . ?
N2 C9 1.266(4) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.386(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.414(3) . ?
C14 C20 1.383(3) . ?
C15 C16 1.380(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.408(3) . ?
C17 C18 1.458(3) . ?
C17 C21 1.393(3) . ?
C18 C24 1.341(3) . ?
C19 H19 0.9300 . ?
C19 N1 1.274(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.391(3) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
N1 C24 1.395(3) . ?
C24 H24 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C1 117.0(2) . . ?
C9 O2 C6 104.57(19) . . ?
C11 O3 C12 117.47(18) . . ?
C14 O4 C13 116.7(2) . . ?
C15 O5 C22 116.82(17) . . ?
C19 O10 C18 104.19(18) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 125.34(19) . . ?
O1 C2 C11 114.9(2) . . ?
C3 C2 C11 119.72(19) . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.14(19) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.5 . . ?
C5 C4 C3 120.9(2) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 121.42(19) . . ?
C4 C5 C10 119.19(18) . . ?
C10 C5 C6 119.39(17) . . ?
O2 C6 C5 117.99(18) . . ?
C7 C6 O2 106.7(2) . . ?
C7 C6 C5 135.3(2) . . ?
C6 C7 H7 125.2 . . ?
C6 C7 N2 109.6(2) . . ?
N2 C7 H7 125.2 . . ?
C9 N2 C7 104.3(2) . . ?
O2 C9 H9 122.6 . . ?
N2 C9 O2 114.8(2) . . ?
N2 C9 H9 122.6 . . ?
C5 C10 H10 119.9 . . ?
C11 C10 C5 120.11(17) . . ?
C11 C10 H10 119.9 . . ?
O3 C11 C2 115.29(18) . . ?
O3 C11 C10 124.74(18) . . ?
C10 C11 C2 119.94(19) . . ?
O3 C12 H12A 109.5 . . ?
O3 C12 H12B 109.5 . . ?
O3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O4 C13 H13A 109.5 . . ?
O4 C13 H13B 109.5 . . ?
O4 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O4 C14 C15 115.09(18) . . ?
O4 C14 C20 125.55(18) . . ?
C20 C14 C15 119.35(17) . . ?
O5 C15 C14 115.29(17) . . ?
O5 C15 C16 124.70(18) . . ?
C16 C15 C14 120.00(17) . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.20(17) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 C18 118.16(16) . . ?
C21 C17 C16 119.65(18) . . ?
C21 C17 C18 122.19(18) . . ?
O10 C18 C17 118.75(18) . . ?
C24 C18 O10 106.94(18) . . ?
C24 C18 C17 134.31(19) . . ?
O10 C19 H19 122.5 . . ?
N1 C19 O10 115.1(2) . . ?
N1 C19 H19 122.5 . . ?
C14 C20 H20 119.5 . . ?
C14 C20 C21 120.92(18) . . ?
C21 C20 H20 119.5 . . ?
C17 C21 H21 120.1 . . ?
C20 C21 C17 119.86(19) . . ?
C20 C21 H21 120.1 . . ?
O5 C22 H22A 109.5 . . ?
O5 C22 H22B 109.5 . . ?
O5 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C19 N1 C24 103.7(2) . . ?
C18 C24 N1 110.1(2) . . ?
C18 C24 H24 125.0 . . ?
N1 C24 H24 125.0 . . ?

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
O1 C2 C3 C4 -179.6(2) . . . . ?
O1 C2 C11 O3 -2.4(3) . . . . ?
O1 C2 C11 C10 179.37(19) . . . . ?
O2 C6 C7 N2 0.3(3) . . . . ?
O4 C14 C15 O5 1.8(3) . . . . ?
O4 C14 C15 C16 -179.21(18) . . . . ?
O4 C14 C20 C21 179.9(2) . . . . ?
O5 C15 C16 C17 177.85(19) . . . . ?
O10 C18 C24 N1 -1.1(3) . . . . ?
O10 C19 N1 C24 -0.7(3) . . . . ?
C1 O1 C2 C3 -8.8(3) . . . . ?
C1 O1 C2 C11 171.3(2) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C3 C2 C11 O3 177.7(2) . . . . ?
C3 C2 C11 C10 -0.5(3) . . . . ?
C3 C4 C5 C6 179.8(2) . . . . ?
C3 C4 C5 C10 -0.2(3) . . . . ?
C4 C5 C6 O2 15.3(3) . . . . ?
C4 C5 C6 C7 -163.4(3) . . . . ?
C4 C5 C10 C11 -0.1(3) . . . . ?
C5 C6 C7 N2 179.1(3) . . . . ?
C5 C10 C11 O3 -177.6(2) . . . . ?
C5 C10 C11 C2 0.4(3) . . . . ?
C6 O2 C9 N2 0.9(3) . . . . ?
C6 C5 C10 C11 179.92(19) . . . . ?
C6 C7 N2 C9 0.2(4) . . . . ?
C7 N2 C9 O2 -0.7(4) . . . . ?
C9 O2 C6 C5 -179.7(2) . . . . ?
C9 O2 C6 C7 -0.7(3) . . . . ?
C10 C5 C6 O2 -164.7(2) . . . . ?
C10 C5 C6 C7 16.6(4) . . . . ?
C11 C2 C3 C4 0.3(3) . . . . ?
C12 O3 C11 C2 -176.3(2) . . . . ?
C12 O3 C11 C10 1.8(3) . . . . ?
C13 O4 C14 C15 -173.7(2) . . . . ?
C13 O4 C14 C20 5.7(3) . . . . ?
C14 C15 C16 C17 -1.1(3) . . . . ?
C14 C20 C21 C17 -0.2(3) . . . . ?
C15 C14 C20 C21 -0.7(3) . . . . ?
C15 C16 C17 C18 -179.83(18) . . . . ?
C15 C16 C17 C21 0.1(3) . . . . ?
C16 C17 C18 O10 169.54(19) . . . . ?
C16 C17 C18 C24 -10.4(4) . . . . ?
C16 C17 C21 C20 0.6(3) . . . . ?
C17 C18 C24 N1 178.9(2) . . . . ?
C18 O10 C19 N1 0.1(3) . . . . ?
C18 C17 C21 C20 -179.51(19) . . . . ?
C19 O10 C18 C17 -179.4(2) . . . . ?
C19 O10 C18 C24 0.6(3) . . . . ?
C19 N1 C24 C18 1.1(3) . . . . ?
C20 C14 C15 O5 -177.64(19) . . . . ?
C20 C14 C15 C16 1.4(3) . . . . ?
C21 C17 C18 O10 -10.4(3) . . . . ?
C21 C17 C18 C24 169.6(3) . . . . ?
C22 O5 C15 C14 168.4(2) . . . . ?
C22 O5 C15 C16 -10.6(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethanol'
####################################################################### 
# 
# 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_ag11
_database_code_depnum_ccdc_archive 'CCDC 2354099'
loop_
_audit_author_name
_audit_author_address
'babu Varghees'
;Mangalore University
India
;
_audit_update_record             
;
2024-05-08 deposited with the CCDC.	2025-02-14 downloaded from the CCDC.
;
_audit_creation_date             2023-08-17
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        5-(4-(methylsulfonyl)phenyl)thiazole
_chemical_formula_moiety         'C10 H9 N O3 S'
_chemical_formula_sum            'C11 H10 Cl N O2 S0'
_chemical_formula_weight         223.65
_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'
Cl Cl 0.1484 0.1585 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   22.6755(9)
_cell_length_b                   7.0600(3)
_cell_length_c                   16.2241(7)
_cell_angle_alpha                90
_cell_angle_beta                 129.1550(10)
_cell_angle_gamma                90
_cell_volume                     2014.05(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9868
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      30.52
_cell_measurement_theta_min      3.11
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.895
_exptl_absorpt_coefficient_mu    0.356
_exptl_absorpt_correction_T_max  0.8622
_exptl_absorpt_correction_T_min  0.7842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0560 before and 0.0479 after correction.
The Ratio of minimum to maximum transmission is 0.9095.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.193
_exptl_crystal_size_min          0.112
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_unetI/netI     0.0150
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            32079
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.560
_diffrn_reflns_theta_min         2.525
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  
'Bruker D8 VENTURE diffractometer with PHOTON II detector'
_diffrn_measurement_method       'ω and φ scan'
_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                2657
_reflns_number_total             3075
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.209
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         3075
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0659
_refine_ls_R_factor_gt           0.0550
_refine_ls_restrained_S_all      1.209
_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)+(0.0649P)²+2.6852P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1476
_refine_ls_wR_factor_ref         0.1648
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.65663(3) 0.48233(8) 0.42936(5) 0.04124(18) Uani 1 1 d . . . . .
O3 O 0.36031(10) 0.8795(3) 0.36951(16) 0.0503(4) Uani 1 1 d . . . . .
O2 O 0.68834(11) 0.5762(3) 0.38645(17) 0.0608(5) Uani 1 1 d . . . . .
O1 O 0.62821(12) 0.2929(3) 0.3934(2) 0.0677(6) Uani 1 1 d . . . . .
N1 N 0.32381(12) 1.1779(3) 0.32082(19) 0.0542(5) Uani 1 1 d . . . . .
C2 C 0.38520(13) 1.1400(4) 0.3237(2) 0.0467(5) Uani 1 1 d . . . . .
H2 H 0.407342 1.226545 0.307303 0.056 Uiso 1 1 calc R U . . .
C3 C 0.40786(11) 0.9594(3) 0.35384(16) 0.0342(4) Uani 1 1 d . . . . .
C4 C 0.46796(11) 0.8419(3) 0.37173(15) 0.0321(4) Uani 1 1 d . . . . .
C5 C 0.52577(12) 0.9257(3) 0.37680(19) 0.0403(5) Uani 1 1 d . . . . .
H5 H 0.525872 1.056255 0.369172 0.048 Uiso 1 1 calc R U . . .
C6 C 0.58314(12) 0.8167(3) 0.39309(18) 0.0404(5) Uani 1 1 d . . . . .
H6 H 0.621557 0.873441 0.396286 0.048 Uiso 1 1 calc R U . . .
C7 C 0.58270(11) 0.6231(3) 0.40453(16) 0.0340(4) Uani 1 1 d . . . . .
C8 C 0.72544(15) 0.4791(4) 0.5681(2) 0.0548(6) Uani 1 1 d . . . . .
H8A H 0.768554 0.406556 0.588189 0.082 Uiso 1 1 calc R U . . .
H8B H 0.704332 0.422532 0.598173 0.082 Uiso 1 1 calc R U . . .
H8C H 0.741158 0.606330 0.593975 0.082 Uiso 1 1 calc R U . . .
C9 C 0.31231(15) 1.0215(4) 0.3477(2) 0.0559(7) Uani 1 1 d . . . . .
H9 H 0.273615 1.006082 0.352060 0.067 Uiso 1 1 calc R U . . .
C10 C 0.46834(13) 0.6468(3) 0.3833(2) 0.0447(5) Uani 1 1 d . . . . .
H10 H 0.429685 0.589471 0.379310 0.054 Uiso 1 1 calc R U . . .
C11 C 0.52604(14) 0.5370(3) 0.4007(2) 0.0470(6) Uani 1 1 d . . . . .
H11 H 0.526716 0.406734 0.409833 0.056 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 O2 1.4397(19) . ?
S1 O1 1.439(2) . ?
S1 C7 1.7627(19) . ?
S1 C8 1.751(3) . ?
O3 C3 1.376(2) . ?
O3 C9 1.353(3) . ?
N1 C2 1.389(3) . ?
N1 C9 1.273(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.346(3) . ?
C3 C4 1.460(3) . ?
C4 C5 1.393(3) . ?
C4 C10 1.389(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.386(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.381(3) . ?
C7 C11 1.387(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.387(3) . ?
C11 H11 0.9300 . ?

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 C7 108.87(11) . . ?
O2 S1 C8 108.42(14) . . ?
O1 S1 O2 117.70(13) . . ?
O1 S1 C7 108.25(11) . . ?
O1 S1 C8 108.43(15) . . ?
C8 S1 C7 104.36(11) . . ?
C9 O3 C3 104.0(2) . . ?
C9 N1 C2 103.8(2) . . ?
N1 C2 H2 125.1 . . ?
C3 C2 N1 109.8(2) . . ?
C3 C2 H2 125.1 . . ?
O3 C3 C4 118.18(18) . . ?
C2 C3 O3 106.96(18) . . ?
C2 C3 C4 134.9(2) . . ?
C5 C4 C3 119.73(19) . . ?
C10 C4 C3 121.06(18) . . ?
C10 C4 C5 119.21(18) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.7(2) . . ?
C6 C5 H5 119.7 . . ?
C5 C6 H6 120.3 . . ?
C7 C6 C5 119.35(19) . . ?
C7 C6 H6 120.3 . . ?
C6 C7 S1 120.16(15) . . ?
C6 C7 C11 120.85(19) . . ?
C11 C7 S1 118.94(17) . . ?
S1 C8 H8A 109.5 . . ?
S1 C8 H8B 109.5 . . ?
S1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O3 C9 H9 122.3 . . ?
N1 C9 O3 115.3(2) . . ?
N1 C9 H9 122.3 . . ?
C4 C10 H10 119.8 . . ?
C11 C10 C4 120.41(19) . . ?
C11 C10 H10 119.8 . . ?
C7 C11 C10 119.5(2) . . ?
C7 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?

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
S1 C7 C11 C10 178.8(2) . . . . ?
O3 C3 C4 C5 -167.68(19) . . . . ?
O3 C3 C4 C10 12.7(3) . . . . ?
O2 S1 C7 C6 -26.6(2) . . . . ?
O2 S1 C7 C11 155.8(2) . . . . ?
O1 S1 C7 C6 -155.7(2) . . . . ?
O1 S1 C7 C11 26.7(2) . . . . ?
N1 C2 C3 O3 0.6(3) . . . . ?
N1 C2 C3 C4 -179.3(2) . . . . ?
C2 N1 C9 O3 0.4(3) . . . . ?
C2 C3 C4 C5 12.2(4) . . . . ?
C2 C3 C4 C10 -167.4(3) . . . . ?
C3 O3 C9 N1 0.0(3) . . . . ?
C3 C4 C5 C6 -179.6(2) . . . . ?
C3 C4 C10 C11 -179.7(2) . . . . ?
C4 C5 C6 C7 -0.1(3) . . . . ?
C4 C10 C11 C7 -1.2(4) . . . . ?
C5 C4 C10 C11 0.6(4) . . . . ?
C5 C6 C7 S1 -178.06(17) . . . . ?
C5 C6 C7 C11 -0.5(3) . . . . ?
C6 C7 C11 C10 1.2(4) . . . . ?
C8 S1 C7 C6 89.0(2) . . . . ?
C8 S1 C7 C11 -88.6(2) . . . . ?
C9 O3 C3 C2 -0.3(3) . . . . ?
C9 O3 C3 C4 179.6(2) . . . . ?
C9 N1 C2 C3 -0.6(3) . . . . ?
C10 C4 C5 C6 0.0(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
