# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_ag108
_database_code_depnum_ccdc_archive 'CCDC 2263545'
loop_
_audit_author_name
_audit_author_address
'Abhijit Gogoi'
;Tezpur University
India
;
_audit_update_record             
;
2023-05-17 deposited with the CCDC.	2023-12-01 downloaded from the CCDC.
;
_audit_creation_date             2023-05-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
abhijitgogoi047@gmail.com
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H16 Br N3 O2'
_chemical_formula_sum            'C23 H16 Br N3 O2'
_chemical_formula_weight         446.30
_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'
Br Br -0.2901 2.4595 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8245(7)
_cell_length_b                   12.5840(10)
_cell_length_c                   17.0500(14)
_cell_angle_alpha                78.499(2)
_cell_angle_beta                 83.899(2)
_cell_angle_gamma                89.971(2)
_cell_volume                     1844.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9869
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      25.17
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   0.806
_shelx_estimated_absorpt_T_min   0.687
_exptl_absorpt_coefficient_mu    2.255
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6075
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0887 before and 0.0659 after correction.
The Ratio of minimum to maximum transmission is 0.8147.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6438
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         1.652
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_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                5657
_reflns_number_total             6438
_reflns_special_details          
;
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.339
_refine_diff_density_min         -0.512
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     526
_refine_ls_number_reflns         6438
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0455
_refine_ls_restrained_S_all      1.065
_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)+(0.0454P)²+5.6285P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1079
_refine_ls_wR_factor_ref         0.1131
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9134(12)
 0.0866(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C10(H10A,H10B)
3.b Aromatic/amide H refined with riding coordinates:
 C26(H26), C28(H28), C29(H29), C35(H35), C36(H36), C37(H37), C38(H38),
 C42(H42), C43(H43), C44(H44), C45(H45), C3(H3), C5(H5), C6(H6), C12(H12),
 C13(H13), C14(H14), C15(H15), C19(H19), C20(H20), C21(H21), C22(H22)
3.c Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_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
Br1 Br -0.91387(5) 0.19303(4) -0.04741(3) 0.02872(14) Uani 1 1 d . . . . .
O3 O -1.1764(3) -0.1478(2) -0.33676(17) 0.0196(6) Uani 1 1 d . . . . .
O4 O -1.1103(3) -0.1785(2) -0.16171(16) 0.0161(6) Uani 1 1 d . . . . .
N4 N -1.1735(4) 0.0268(3) -0.3139(2) 0.0169(7) Uani 1 1 d . . . . .
N5 N -0.8590(4) -0.2157(2) -0.29628(19) 0.0122(7) Uani 1 1 d . . . . .
N6 N -0.8838(4) -0.3780(3) -0.3290(2) 0.0148(7) Uani 1 1 d . . . . .
C24 C -1.0400(4) -0.1011(3) -0.2285(2) 0.0123(8) Uani 1 1 d . . . . .
C25 C -1.0428(4) 0.0071(3) -0.2033(2) 0.0135(8) Uani 1 1 d . . . . .
C26 C -0.9789(4) 0.0375(3) -0.1407(2) 0.0169(8) Uani 1 1 d . . . . .
H26 H -0.927245 -0.011162 -0.104903 0.020 Uiso 1 1 calc R U . . .
C27 C -0.9963(5) 0.1464(3) -0.1340(3) 0.0197(9) Uani 1 1 d . . . . .
C28 C -1.0712(5) 0.2193(3) -0.1871(3) 0.0214(9) Uani 1 1 d . . . . .
H28 H -1.079645 0.290876 -0.180745 0.026 Uiso 1 1 calc R U . . .
C29 C -1.1351(5) 0.1864(3) -0.2509(3) 0.0206(9) Uani 1 1 d . . . . .
H29 H -1.185858 0.234814 -0.287312 0.025 Uiso 1 1 calc R U . . .
C30 C -1.1192(4) 0.0800(3) -0.2568(2) 0.0159(8) Uani 1 1 d . . . . .
C31 C -1.1388(4) -0.0803(3) -0.2999(2) 0.0146(8) Uani 1 1 d . . . . .
C32 C -1.2658(5) 0.0774(3) -0.3767(3) 0.0224(9) Uani 1 1 d . . . . .
H32A H -1.291524 0.024869 -0.407213 0.034 Uiso 1 1 calc R U . . .
H32B H -1.209047 0.136594 -0.411802 0.034 Uiso 1 1 calc R U . . .
H32C H -1.357409 0.104117 -0.352507 0.034 Uiso 1 1 calc R U . . .
C33 C -0.8749(4) -0.1266(3) -0.2537(2) 0.0139(8) Uani 1 1 d . . . . .
H33A H -0.826107 -0.062253 -0.287975 0.017 Uiso 1 1 calc R U . . .
H33B H -0.821644 -0.144073 -0.206010 0.017 Uiso 1 1 calc R U . . .
C34 C -0.7520(4) -0.2159(3) -0.3616(2) 0.0145(8) Uani 1 1 d . . . . .
C35 C -0.6423(5) -0.1390(3) -0.4022(2) 0.0176(8) Uani 1 1 d . . . . .
H35 H -0.632368 -0.071945 -0.388015 0.021 Uiso 1 1 calc R U . . .
C36 C -0.5489(5) -0.1681(3) -0.4648(3) 0.0201(9) Uani 1 1 d . . . . .
H36 H -0.473378 -0.119740 -0.493313 0.024 Uiso 1 1 calc R U . . .
C37 C -0.5663(5) -0.2694(3) -0.4860(3) 0.0201(9) Uani 1 1 d . . . . .
H37 H -0.502919 -0.285520 -0.529071 0.024 Uiso 1 1 calc R U . . .
C38 C -0.6744(5) -0.3461(3) -0.4451(2) 0.0197(9) Uani 1 1 d . . . . .
H38 H -0.683606 -0.413241 -0.459334 0.024 Uiso 1 1 calc R U . . .
C39 C -0.7698(4) -0.3184(3) -0.3809(2) 0.0142(8) Uani 1 1 d . . . . .
C40 C -0.9335(4) -0.3151(3) -0.2789(2) 0.0118(8) Uani 1 1 d . . . . .
C41 C -1.0542(4) -0.3504(3) -0.2115(2) 0.0152(8) Uani 1 1 d . . . . .
C42 C -1.0972(5) -0.4612(3) -0.1972(3) 0.0194(9) Uani 1 1 d . . . . .
H42 H -1.050166 -0.504817 -0.230221 0.023 Uiso 1 1 calc R U . . .
C43 C -1.2066(5) -0.5070(3) -0.1359(3) 0.0209(9) Uani 1 1 d . . . . .
H43 H -1.233447 -0.580027 -0.128767 0.025 Uiso 1 1 calc R U . . .
C44 C -1.2762(5) -0.4441(3) -0.0851(2) 0.0196(9) Uani 1 1 d . . . . .
H44 H -1.347766 -0.475079 -0.042635 0.023 Uiso 1 1 calc R U . . .
C45 C -1.2386(4) -0.3349(3) -0.0980(2) 0.0160(8) Uani 1 1 d . . . . .
H45 H -1.286267 -0.292203 -0.064341 0.019 Uiso 1 1 calc R U . . .
C46 C -1.1298(4) -0.2879(3) -0.1610(2) 0.0144(8) Uani 1 1 d . . . . .
Br2 Br -0.76927(6) -0.29337(3) -0.06104(3) 0.02541(13) Uani 1 1 d . . . . .
O1 O -0.3990(3) -0.6587(2) -0.33568(17) 0.0202(6) Uani 1 1 d . . . . .
O2 O -0.5352(3) -0.6810(2) -0.16089(16) 0.0168(6) Uani 1 1 d . . . . .
N1 N -0.4021(4) -0.4823(3) -0.3166(2) 0.0158(7) Uani 1 1 d . . . . .
N2 N -0.7319(4) -0.7183(2) -0.29471(19) 0.0126(7) Uani 1 1 d . . . . .
N3 N -0.6910(4) -0.8793(3) -0.3290(2) 0.0156(7) Uani 1 1 d . . . . .
C1 C -0.5762(4) -0.6042(3) -0.2289(2) 0.0127(8) Uani 1 1 d . . . . .
C2 C -0.5791(4) -0.4943(3) -0.2065(2) 0.0154(8) Uani 1 1 d . . . . .
C3 C -0.6679(5) -0.4572(3) -0.1462(2) 0.0161(8) Uani 1 1 d . . . . .
H3 H -0.737046 -0.502787 -0.109733 0.019 Uiso 1 1 calc R U . . .
C4 C -0.6492(5) -0.3487(3) -0.1425(3) 0.0201(9) Uani 1 1 d . . . . .
C5 C -0.5482(5) -0.2802(3) -0.1972(3) 0.0209(9) Uani 1 1 d . . . . .
H5 H -0.538737 -0.208034 -0.192900 0.025 Uiso 1 1 calc R U . . .
C6 C -0.4604(5) -0.3172(3) -0.2585(3) 0.0190(9) Uani 1 1 d . . . . .
H6 H -0.393327 -0.271129 -0.295887 0.023 Uiso 1 1 calc R U . . .
C7 C -0.4773(4) -0.4254(3) -0.2615(2) 0.0159(8) Uani 1 1 d . . . . .
C8 C -0.4488(4) -0.5885(3) -0.3004(2) 0.0150(8) Uani 1 1 d . . . . .
C9 C -0.2822(5) -0.4362(3) -0.3797(3) 0.0213(9) Uani 1 1 d . . . . .
H9A H -0.239664 -0.492409 -0.405373 0.032 Uiso 1 1 calc R U . . .
H9B H -0.203807 -0.404025 -0.356498 0.032 Uiso 1 1 calc R U . . .
H9C H -0.324223 -0.381718 -0.418815 0.032 Uiso 1 1 calc R U . . .
C10 C -0.7322(4) -0.6299(3) -0.2520(2) 0.0148(8) Uani 1 1 d . . . . .
H10A H -0.802884 -0.647927 -0.203456 0.018 Uiso 1 1 calc R U . . .
H10B H -0.768758 -0.565488 -0.285445 0.018 Uiso 1 1 calc R U . . .
C11 C -0.8087(4) -0.7174(3) -0.3611(2) 0.0143(8) Uani 1 1 d . . . . .
C12 C -0.9004(4) -0.6399(3) -0.4022(2) 0.0161(8) Uani 1 1 d . . . . .
H12 H -0.917438 -0.573205 -0.387494 0.019 Uiso 1 1 calc R U . . .
C13 C -0.9647(5) -0.6680(3) -0.4662(2) 0.0188(9) Uani 1 1 d . . . . .
H13 H -1.027389 -0.618998 -0.495032 0.023 Uiso 1 1 calc R U . . .
C14 C -0.9376(5) -0.7684(3) -0.4885(2) 0.0208(9) Uani 1 1 d . . . . .
H14 H -0.981187 -0.783632 -0.532498 0.025 Uiso 1 1 calc R U . . .
C15 C -0.8483(5) -0.8447(3) -0.4470(2) 0.0191(9) Uani 1 1 d . . . . .
H15 H -0.831873 -0.911394 -0.461768 0.023 Uiso 1 1 calc R U . . .
C16 C -0.7829(4) -0.8187(3) -0.3818(2) 0.0140(8) Uani 1 1 d . . . . .
C17 C -0.6635(4) -0.8173(3) -0.2776(2) 0.0132(8) Uani 1 1 d . . . . .
C18 C -0.5714(4) -0.8528(3) -0.2105(2) 0.0141(8) Uani 1 1 d . . . . .
C19 C -0.5340(5) -0.9631(3) -0.1959(2) 0.0190(9) Uani 1 1 d . . . . .
H19 H -0.568729 -1.006895 -0.228522 0.023 Uiso 1 1 calc R U . . .
C20 C -0.4482(5) -1.0093(3) -0.1355(3) 0.0217(9) Uani 1 1 d . . . . .
H20 H -0.424459 -1.082358 -0.128462 0.026 Uiso 1 1 calc R U . . .
C21 C -0.3974(5) -0.9458(3) -0.0853(3) 0.0203(9) Uani 1 1 d . . . . .
H21 H -0.340275 -0.975983 -0.043893 0.024 Uiso 1 1 calc R U . . .
C22 C -0.4325(4) -0.8382(3) -0.0973(2) 0.0148(8) Uani 1 1 d . . . . .
H22 H -0.400099 -0.795916 -0.063066 0.018 Uiso 1 1 calc R U . . .
C23 C -0.5164(4) -0.7900(3) -0.1603(2) 0.0151(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C27 1.905(4) . ?
O3 C31 1.218(5) . ?
O4 C24 1.428(4) . ?
O4 C46 1.386(5) . ?
N4 C30 1.409(5) . ?
N4 C31 1.362(5) . ?
N4 C32 1.459(5) . ?
N5 C33 1.451(5) . ?
N5 C34 1.382(5) . ?
N5 C40 1.377(5) . ?
N6 C39 1.380(5) . ?
N6 C40 1.319(5) . ?
C24 C25 1.507(5) . ?
C24 C31 1.552(5) . ?
C24 C33 1.527(5) . ?
C25 C26 1.377(6) . ?
C25 C30 1.387(6) . ?
C26 H26 0.9300 . ?
C26 C27 1.404(6) . ?
C27 C28 1.375(6) . ?
C28 H28 0.9300 . ?
C28 C29 1.408(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.369(6) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.393(6) . ?
C34 C39 1.406(5) . ?
C35 H35 0.9300 . ?
C35 C36 1.387(6) . ?
C36 H36 0.9300 . ?
C36 C37 1.405(6) . ?
C37 H37 0.9300 . ?
C37 C38 1.386(6) . ?
C38 H38 0.9300 . ?
C38 C39 1.408(6) . ?
C40 C41 1.479(5) . ?
C41 C42 1.411(6) . ?
C41 C46 1.398(6) . ?
C42 H42 0.9300 . ?
C42 C43 1.379(6) . ?
C43 H43 0.9300 . ?
C43 C44 1.384(6) . ?
C44 H44 0.9300 . ?
C44 C45 1.383(6) . ?
C45 H45 0.9300 . ?
C45 C46 1.398(6) . ?
Br2 C4 1.900(4) . ?
O1 C8 1.220(5) . ?
O2 C1 1.432(5) . ?
O2 C23 1.380(5) . ?
N1 C7 1.404(5) . ?
N1 C8 1.365(5) . ?
N1 C9 1.457(5) . ?
N2 C10 1.447(5) . ?
N2 C11 1.378(5) . ?
N2 C17 1.375(5) . ?
N3 C16 1.389(5) . ?
N3 C17 1.324(5) . ?
C1 C2 1.506(5) . ?
C1 C8 1.550(5) . ?
C1 C10 1.523(5) . ?
C2 C3 1.381(6) . ?
C2 C7 1.391(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.390(6) . ?
C4 C5 1.383(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.389(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.382(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.394(5) . ?
C11 C16 1.401(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.387(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.404(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.400(6) . ?
C17 C18 1.472(5) . ?
C18 C19 1.406(6) . ?
C18 C23 1.396(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.378(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.389(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.369(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.406(6) . ?

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
C46 O4 C24 124.7(3) . . ?
C30 N4 C32 124.5(3) . . ?
C31 N4 C30 111.7(3) . . ?
C31 N4 C32 123.6(3) . . ?
C34 N5 C33 123.4(3) . . ?
C40 N5 C33 129.3(3) . . ?
C40 N5 C34 107.2(3) . . ?
C40 N6 C39 105.4(3) . . ?
O4 C24 C25 106.9(3) . . ?
O4 C24 C31 112.0(3) . . ?
O4 C24 C33 113.4(3) . . ?
C25 C24 C31 102.1(3) . . ?
C25 C24 C33 108.6(3) . . ?
C33 C24 C31 113.0(3) . . ?
C26 C25 C24 129.2(4) . . ?
C26 C25 C30 121.9(4) . . ?
C30 C25 C24 108.9(3) . . ?
C25 C26 H26 122.0 . . ?
C25 C26 C27 116.0(4) . . ?
C27 C26 H26 122.0 . . ?
C26 C27 Br1 118.1(3) . . ?
C28 C27 Br1 119.4(3) . . ?
C28 C27 C26 122.5(4) . . ?
C27 C28 H28 119.8 . . ?
C27 C28 C29 120.5(4) . . ?
C29 C28 H28 119.8 . . ?
C28 C29 H29 121.5 . . ?
C30 C29 C28 117.0(4) . . ?
C30 C29 H29 121.5 . . ?
C25 C30 N4 109.6(3) . . ?
C29 C30 N4 128.2(4) . . ?
C29 C30 C25 122.2(4) . . ?
O3 C31 N4 126.7(4) . . ?
O3 C31 C24 125.8(3) . . ?
N4 C31 C24 107.4(3) . . ?
N4 C32 H32A 109.5 . . ?
N4 C32 H32B 109.5 . . ?
N4 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N5 C33 C24 113.9(3) . . ?
N5 C33 H33A 108.8 . . ?
N5 C33 H33B 108.8 . . ?
C24 C33 H33A 108.8 . . ?
C24 C33 H33B 108.8 . . ?
H33A C33 H33B 107.7 . . ?
N5 C34 C35 131.8(4) . . ?
N5 C34 C39 104.7(3) . . ?
C35 C34 C39 123.5(4) . . ?
C34 C35 H35 121.8 . . ?
C36 C35 C34 116.3(4) . . ?
C36 C35 H35 121.8 . . ?
C35 C36 H36 119.4 . . ?
C35 C36 C37 121.2(4) . . ?
C37 C36 H36 119.4 . . ?
C36 C37 H37 118.8 . . ?
C38 C37 C36 122.4(4) . . ?
C38 C37 H37 118.8 . . ?
C37 C38 H38 121.4 . . ?
C37 C38 C39 117.3(4) . . ?
C39 C38 H38 121.4 . . ?
N6 C39 C34 110.4(3) . . ?
N6 C39 C38 130.2(4) . . ?
C34 C39 C38 119.4(4) . . ?
N5 C40 C41 125.1(3) . . ?
N6 C40 N5 112.3(3) . . ?
N6 C40 C41 122.6(3) . . ?
C42 C41 C40 115.3(3) . . ?
C46 C41 C40 128.1(3) . . ?
C46 C41 C42 116.6(4) . . ?
C41 C42 H42 118.8 . . ?
C43 C42 C41 122.3(4) . . ?
C43 C42 H42 118.8 . . ?
C42 C43 H43 120.1 . . ?
C42 C43 C44 119.9(4) . . ?
C44 C43 H43 120.1 . . ?
C43 C44 H44 120.3 . . ?
C45 C44 C43 119.5(4) . . ?
C45 C44 H44 120.3 . . ?
C44 C45 H45 119.7 . . ?
C44 C45 C46 120.7(4) . . ?
C46 C45 H45 119.7 . . ?
O4 C46 C41 128.6(4) . . ?
O4 C46 C45 110.4(3) . . ?
C45 C46 C41 121.0(4) . . ?
C23 O2 C1 123.8(3) . . ?
C7 N1 C9 124.6(3) . . ?
C8 N1 C7 111.3(3) . . ?
C8 N1 C9 124.0(3) . . ?
C11 N2 C10 123.9(3) . . ?
C17 N2 C10 128.7(3) . . ?
C17 N2 C11 107.3(3) . . ?
C17 N3 C16 105.6(3) . . ?
O2 C1 C2 107.4(3) . . ?
O2 C1 C8 111.9(3) . . ?
O2 C1 C10 112.2(3) . . ?
C2 C1 C8 102.2(3) . . ?
C2 C1 C10 109.1(3) . . ?
C10 C1 C8 113.4(3) . . ?
C3 C2 C1 130.2(4) . . ?
C3 C2 C7 121.3(4) . . ?
C7 C2 C1 108.5(3) . . ?
C2 C3 H3 121.5 . . ?
C2 C3 C4 116.9(4) . . ?
C4 C3 H3 121.5 . . ?
C3 C4 Br2 118.6(3) . . ?
C5 C4 Br2 119.5(3) . . ?
C5 C4 C3 121.8(4) . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.2(4) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 H6 121.5 . . ?
C7 C6 C5 117.0(4) . . ?
C7 C6 H6 121.5 . . ?
C2 C7 N1 110.2(3) . . ?
C6 C7 N1 128.1(4) . . ?
C6 C7 C2 121.8(4) . . ?
O1 C8 N1 126.2(4) . . ?
O1 C8 C1 126.1(3) . . ?
N1 C8 C1 107.7(3) . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 C1 113.7(3) . . ?
N2 C10 H10A 108.8 . . ?
N2 C10 H10B 108.8 . . ?
C1 C10 H10A 108.8 . . ?
C1 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
N2 C11 C12 131.7(4) . . ?
N2 C11 C16 105.5(3) . . ?
C12 C11 C16 122.8(4) . . ?
C11 C12 H12 121.9 . . ?
C13 C12 C11 116.1(4) . . ?
C13 C12 H12 121.9 . . ?
C12 C13 H13 119.1 . . ?
C12 C13 C14 121.8(4) . . ?
C14 C13 H13 119.1 . . ?
C13 C14 H14 119.2 . . ?
C15 C14 C13 121.6(4) . . ?
C15 C14 H14 119.2 . . ?
C14 C15 H15 121.1 . . ?
C14 C15 C16 117.8(4) . . ?
C16 C15 H15 121.1 . . ?
N3 C16 C11 109.7(3) . . ?
N3 C16 C15 130.4(4) . . ?
C15 C16 C11 119.9(4) . . ?
N2 C17 C18 125.3(3) . . ?
N3 C17 N2 111.9(3) . . ?
N3 C17 C18 122.8(3) . . ?
C19 C18 C17 115.6(3) . . ?
C23 C18 C17 127.8(4) . . ?
C23 C18 C19 116.6(4) . . ?
C18 C19 H19 118.5 . . ?
C20 C19 C18 122.9(4) . . ?
C20 C19 H19 118.5 . . ?
C19 C20 H20 120.3 . . ?
C19 C20 C21 119.4(4) . . ?
C21 C20 H20 120.3 . . ?
C20 C21 H21 120.4 . . ?
C22 C21 C20 119.2(4) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 H22 119.2 . . ?
C21 C22 C23 121.5(4) . . ?
C23 C22 H22 119.2 . . ?
O2 C23 C18 129.0(4) . . ?
O2 C23 C22 110.8(3) . . ?
C18 C23 C22 120.2(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
Br1 C27 C28 C29 -179.0(3) . . . . ?
O4 C24 C25 C26 59.8(5) . . . . ?
O4 C24 C25 C30 -122.5(3) . . . . ?
O4 C24 C31 O3 -61.3(5) . . . . ?
O4 C24 C31 N4 119.5(3) . . . . ?
O4 C24 C33 N5 74.5(4) . . . . ?
N5 C34 C35 C36 177.9(4) . . . . ?
N5 C34 C39 N6 0.0(4) . . . . ?
N5 C34 C39 C38 -178.8(3) . . . . ?
N5 C40 C41 C42 -170.2(4) . . . . ?
N5 C40 C41 C46 9.7(6) . . . . ?
N6 C40 C41 C42 8.9(5) . . . . ?
N6 C40 C41 C46 -171.2(4) . . . . ?
C24 O4 C46 C41 19.0(6) . . . . ?
C24 O4 C46 C45 -162.8(3) . . . . ?
C24 C25 C26 C27 177.8(4) . . . . ?
C24 C25 C30 N4 2.6(4) . . . . ?
C24 C25 C30 C29 -177.6(4) . . . . ?
C25 C24 C31 O3 -175.4(4) . . . . ?
C25 C24 C31 N4 5.4(4) . . . . ?
C25 C24 C33 N5 -166.7(3) . . . . ?
C25 C26 C27 Br1 178.8(3) . . . . ?
C25 C26 C27 C28 -0.6(6) . . . . ?
C26 C25 C30 N4 -179.5(4) . . . . ?
C26 C25 C30 C29 0.3(6) . . . . ?
C26 C27 C28 C29 0.4(6) . . . . ?
C27 C28 C29 C30 0.2(6) . . . . ?
C28 C29 C30 N4 179.2(4) . . . . ?
C28 C29 C30 C25 -0.5(6) . . . . ?
C30 N4 C31 O3 176.5(4) . . . . ?
C30 N4 C31 C24 -4.3(4) . . . . ?
C30 C25 C26 C27 0.3(6) . . . . ?
C31 N4 C30 C25 1.2(5) . . . . ?
C31 N4 C30 C29 -178.6(4) . . . . ?
C31 C24 C25 C26 177.5(4) . . . . ?
C31 C24 C25 C30 -4.8(4) . . . . ?
C31 C24 C33 N5 -54.2(4) . . . . ?
C32 N4 C30 C25 176.7(4) . . . . ?
C32 N4 C30 C29 -3.1(6) . . . . ?
C32 N4 C31 O3 0.9(6) . . . . ?
C32 N4 C31 C24 -179.9(3) . . . . ?
C33 N5 C34 C35 -1.1(6) . . . . ?
C33 N5 C34 C39 176.6(3) . . . . ?
C33 N5 C40 N6 -176.8(3) . . . . ?
C33 N5 C40 C41 2.4(6) . . . . ?
C33 C24 C25 C26 -63.0(5) . . . . ?
C33 C24 C25 C30 114.8(4) . . . . ?
C33 C24 C31 O3 68.2(5) . . . . ?
C33 C24 C31 N4 -111.0(3) . . . . ?
C34 N5 C33 C24 140.3(4) . . . . ?
C34 N5 C40 N6 -1.0(4) . . . . ?
C34 N5 C40 C41 178.2(3) . . . . ?
C34 C35 C36 C37 0.6(6) . . . . ?
C35 C34 C39 N6 178.0(4) . . . . ?
C35 C34 C39 C38 -0.8(6) . . . . ?
C35 C36 C37 C38 -1.3(6) . . . . ?
C36 C37 C38 C39 0.9(6) . . . . ?
C37 C38 C39 N6 -178.5(4) . . . . ?
C37 C38 C39 C34 0.1(6) . . . . ?
C39 N6 C40 N5 1.0(4) . . . . ?
C39 N6 C40 C41 -178.2(3) . . . . ?
C39 C34 C35 C36 0.5(6) . . . . ?
C40 N5 C33 C24 -44.6(5) . . . . ?
C40 N5 C34 C35 -177.2(4) . . . . ?
C40 N5 C34 C39 0.6(4) . . . . ?
C40 N6 C39 C34 -0.6(4) . . . . ?
C40 N6 C39 C38 178.1(4) . . . . ?
C40 C41 C42 C43 179.1(4) . . . . ?
C40 C41 C46 O4 0.1(7) . . . . ?
C40 C41 C46 C45 -177.9(4) . . . . ?
C41 C42 C43 C44 -1.1(6) . . . . ?
C42 C41 C46 O4 -179.9(4) . . . . ?
C42 C41 C46 C45 2.0(6) . . . . ?
C42 C43 C44 C45 2.0(6) . . . . ?
C43 C44 C45 C46 -0.9(6) . . . . ?
C44 C45 C46 O4 -179.6(3) . . . . ?
C44 C45 C46 C41 -1.2(6) . . . . ?
C46 O4 C24 C25 -180.0(3) . . . . ?
C46 O4 C24 C31 69.0(4) . . . . ?
C46 O4 C24 C33 -60.3(5) . . . . ?
C46 C41 C42 C43 -0.9(6) . . . . ?
Br2 C4 C5 C6 -178.9(3) . . . . ?
O2 C1 C2 C3 -61.4(5) . . . . ?
O2 C1 C2 C7 122.0(3) . . . . ?
O2 C1 C8 O1 60.7(5) . . . . ?
O2 C1 C8 N1 -119.1(3) . . . . ?
O2 C1 C10 N2 -76.8(4) . . . . ?
N2 C11 C12 C13 -177.9(4) . . . . ?
N2 C11 C16 N3 -0.4(4) . . . . ?
N2 C11 C16 C15 179.0(3) . . . . ?
N2 C17 C18 C19 169.6(4) . . . . ?
N2 C17 C18 C23 -10.9(6) . . . . ?
N3 C17 C18 C19 -9.8(5) . . . . ?
N3 C17 C18 C23 169.7(4) . . . . ?
C1 O2 C23 C18 -20.1(6) . . . . ?
C1 O2 C23 C22 161.7(3) . . . . ?
C1 C2 C3 C4 -177.1(4) . . . . ?
C1 C2 C7 N1 -2.6(4) . . . . ?
C1 C2 C7 C6 176.9(4) . . . . ?
C2 C1 C8 O1 175.3(4) . . . . ?
C2 C1 C8 N1 -4.5(4) . . . . ?
C2 C1 C10 N2 164.3(3) . . . . ?
C2 C3 C4 Br2 179.8(3) . . . . ?
C2 C3 C4 C5 0.9(6) . . . . ?
C3 C2 C7 N1 -179.5(3) . . . . ?
C3 C2 C7 C6 0.0(6) . . . . ?
C3 C4 C5 C6 0.0(6) . . . . ?
C4 C5 C6 C7 -0.9(6) . . . . ?
C5 C6 C7 N1 -179.7(4) . . . . ?
C5 C6 C7 C2 0.9(6) . . . . ?
C7 N1 C8 O1 -176.5(4) . . . . ?
C7 N1 C8 C1 3.2(4) . . . . ?
C7 C2 C3 C4 -0.9(6) . . . . ?
C8 N1 C7 C2 -0.5(4) . . . . ?
C8 N1 C7 C6 -179.9(4) . . . . ?
C8 C1 C2 C3 -179.2(4) . . . . ?
C8 C1 C2 C7 4.2(4) . . . . ?
C8 C1 C10 N2 51.1(4) . . . . ?
C9 N1 C7 C2 -176.6(4) . . . . ?
C9 N1 C7 C6 4.0(6) . . . . ?
C9 N1 C8 O1 -0.4(6) . . . . ?
C9 N1 C8 C1 179.4(3) . . . . ?
C10 N2 C11 C12 -0.4(6) . . . . ?
C10 N2 C11 C16 -178.1(3) . . . . ?
C10 N2 C17 N3 178.3(3) . . . . ?
C10 N2 C17 C18 -1.1(6) . . . . ?
C10 C1 C2 C3 60.5(5) . . . . ?
C10 C1 C2 C7 -116.1(4) . . . . ?
C10 C1 C8 O1 -67.4(5) . . . . ?
C10 C1 C8 N1 112.8(4) . . . . ?
C11 N2 C10 C1 -137.2(4) . . . . ?
C11 N2 C17 N3 0.3(4) . . . . ?
C11 N2 C17 C18 -179.1(3) . . . . ?
C11 C12 C13 C14 -0.5(6) . . . . ?
C12 C11 C16 N3 -178.3(3) . . . . ?
C12 C11 C16 C15 1.1(6) . . . . ?
C12 C13 C14 C15 1.3(6) . . . . ?
C13 C14 C15 C16 -0.8(6) . . . . ?
C14 C15 C16 N3 178.9(4) . . . . ?
C14 C15 C16 C11 -0.3(6) . . . . ?
C16 N3 C17 N2 -0.5(4) . . . . ?
C16 N3 C17 C18 178.9(3) . . . . ?
C16 C11 C12 C13 -0.6(6) . . . . ?
C17 N2 C10 C1 45.1(5) . . . . ?
C17 N2 C11 C12 177.7(4) . . . . ?
C17 N2 C11 C16 0.0(4) . . . . ?
C17 N3 C16 C11 0.6(4) . . . . ?
C17 N3 C16 C15 -178.7(4) . . . . ?
C17 C18 C19 C20 179.8(4) . . . . ?
C17 C18 C23 O2 0.5(7) . . . . ?
C17 C18 C23 C22 178.5(4) . . . . ?
C18 C19 C20 C21 1.1(7) . . . . ?
C19 C18 C23 O2 179.9(4) . . . . ?
C19 C18 C23 C22 -2.1(6) . . . . ?
C19 C20 C21 C22 -0.7(6) . . . . ?
C20 C21 C22 C23 -1.2(6) . . . . ?
C21 C22 C23 O2 -179.1(4) . . . . ?
C21 C22 C23 C18 2.6(6) . . . . ?
C23 O2 C1 C2 -177.8(3) . . . . ?
C23 O2 C1 C8 -66.4(4) . . . . ?
C23 O2 C1 C10 62.3(5) . . . . ?
C23 C18 C19 C20 0.3(6) . . . . ?

_olex2_date_sample_completion    2022-07-27
_olex2_date_sample_data_collection 2022-07-27
_olex2_date_sample_submission    2022-07-27
_olex2_submission_original_sample_id ag108
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9134(12)
2 0.0866(12)

_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_ag112
_database_code_depnum_ccdc_archive 'CCDC 2270204'
loop_
_audit_author_name
_audit_author_address
'Abhijit Gogoi'
;Tezpur University
India
;
_audit_update_record             
;
2023-06-15 deposited with the CCDC.	2023-12-01 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT911_ag112               
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600        421 Report
RESPONSE: This is most probably related to low completeness
;
# Added during the CSD deposition process: Thursday 15 June 2023 12:28 PM
# end Validation Reply Form

_audit_creation_date             2023-06-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
abhijitgogoi047@gmail.com
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H22 N2 O3.965 S0.983'
_chemical_formula_sum            'C28 H22 N2 O3.97 S0.98'
_chemical_formula_weight         481.41
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.3157(15)
_cell_length_b                   17.700(3)
_cell_length_c                   12.6167(18)
_cell_angle_alpha                90
_cell_angle_beta                 111.045(4)
_cell_angle_gamma                90
_cell_volume                     2358.4(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6062
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      23.58
_cell_measurement_theta_min      2.25
_shelx_estimated_absorpt_T_max   0.964
_shelx_estimated_absorpt_T_min   0.954
_exptl_absorpt_coefficient_mu    0.174
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5534
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1499 before and 0.0817 after correction.
The Ratio of minimum to maximum transmission is 0.7421.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1006
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1244
_diffrn_reflns_av_unetI/netI     0.0741
_diffrn_reflns_Laue_measured_fraction_full 0.901
_diffrn_reflns_Laue_measured_fraction_max 0.912
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            58637
_diffrn_reflns_point_group_measured_fraction_full 0.901
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_min         1.928
_diffrn_ambient_temperature      296.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.901
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2284
_reflns_number_total             4390
_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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.192
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.915
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         4390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1113
_refine_ls_R_factor_gt           0.0485
_refine_ls_restrained_S_all      0.915
_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)+(0.0573P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1047
_refine_ls_wR_factor_ref         0.1270
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Others
 Sof(O3)=Sof(S1)=Sof(O2)=1-FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C9(H9A,H9B)
3.b Aromatic/amide H refined with riding coordinates:
 C27(H27), C24(H24), C25(H25), C11(H11), C15(H15), C26(H26), C12(H12),
 C18(H18), C4(H4), C14(H14), C13(H13), C22(H22), C20(H20), C19(H19), C6(H6),
 C5(H5), C21(H21), C7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O002 O 0.40377(16) 0.83201(9) 0.70728(14) 0.0534(6) Uani 1 1 d . . . . .
O1 O 0.24764(19) 0.71419(10) 0.54240(16) 0.0611(6) Uani 1 1 d . . . . .
N2 N 0.1499(2) 0.78616(12) 0.7224(2) 0.0623(7) Uani 1 1 d . . . . .
N1 N 0.4106(2) 0.64234(11) 0.6600(2) 0.0555(7) Uani 1 1 d . . . . .
C23 C 0.3267(3) 0.86916(12) 0.6106(2) 0.0471(7) Uani 1 1 d . . . . .
C16 C 0.2755(2) 0.75861(15) 0.7930(2) 0.0544(7) Uani 1 1 d . . . . .
H16A H 0.266689 0.707766 0.817864 0.065 Uiso 1 1 calc R U . . .
H16B H 0.307514 0.790147 0.860137 0.065 Uiso 1 1 calc R U . . .
C2 C 0.3736(2) 0.75732(13) 0.7353(2) 0.0466(7) Uani 1 1 d . . . . .
C17 C 0.0414(2) 0.73959(14) 0.7106(2) 0.0522(7) Uani 1 1 d . . . . .
C28 C 0.2024(3) 0.89066(13) 0.5923(2) 0.0505(8) Uani 1 1 d . . . . .
C10 C 0.3160(3) 0.51578(15) 0.6210(2) 0.0545(8) Uani 1 1 d . . . . .
C1 C 0.3330(2) 0.70405(13) 0.6316(2) 0.0478(7) Uani 1 1 d . . . . .
C3 C 0.4915(2) 0.71996(14) 0.8144(2) 0.0516(7) Uani 1 1 d . . . . .
C27 C 0.1321(3) 0.92840(14) 0.4946(2) 0.0636(8) Uani 1 1 d . . . . .
H27 H 0.048256 0.940872 0.481667 0.076 Uiso 1 1 calc R U . . .
C24 C 0.3797(3) 0.88976(14) 0.5318(2) 0.0601(8) Uani 1 1 d . . . . .
H24 H 0.462911 0.876582 0.543015 0.072 Uiso 1 1 calc R U . . .
C25 C 0.3085(4) 0.93012(15) 0.4361(2) 0.0703(10) Uani 1 1 d . . . . .
H25 H 0.345539 0.945417 0.384637 0.084 Uiso 1 1 calc R U . . .
C11 C 0.3708(3) 0.44884(15) 0.6710(2) 0.0623(8) Uani 1 1 d . . . . .
H11 H 0.454864 0.439085 0.680859 0.075 Uiso 1 1 calc R U . . .
C15 C 0.1897(3) 0.52838(17) 0.6058(2) 0.0662(9) Uani 1 1 d . . . . .
H15 H 0.150223 0.572699 0.571293 0.079 Uiso 1 1 calc R U . . .
C26 C 0.1851(3) 0.94777(16) 0.4160(3) 0.0715(9) Uani 1 1 d . . . . .
H26 H 0.137176 0.972735 0.349613 0.086 Uiso 1 1 calc R U . . .
C12 C 0.3037(3) 0.39652(16) 0.7064(3) 0.0692(9) Uani 1 1 d . . . . .
H12 H 0.342284 0.351680 0.739648 0.083 Uiso 1 1 calc R U . . .
C18 C 0.0014(3) 0.73306(18) 0.8003(3) 0.0715(9) Uani 1 1 d . . . . .
H18 H 0.041968 0.759971 0.866782 0.086 Uiso 1 1 calc R U . . .
C8 C 0.5046(3) 0.65059(15) 0.7686(3) 0.0561(8) Uani 1 1 d . . . . .
C4 C 0.5742(3) 0.74136(18) 0.9192(3) 0.0667(8) Uani 1 1 d . . . . .
H4 H 0.565478 0.787921 0.949807 0.080 Uiso 1 1 calc R U . . .
C14 C 0.1227(3) 0.47572(19) 0.6416(3) 0.0716(9) Uani 1 1 d . . . . .
H14 H 0.038203 0.484590 0.631089 0.086 Uiso 1 1 calc R U . . .
C9 C 0.3904(3) 0.57563(15) 0.5875(2) 0.0649(9) Uani 1 1 d . . . . .
H9A H 0.471713 0.555057 0.592642 0.078 Uiso 1 1 calc R U . . .
H9B H 0.345238 0.590197 0.509195 0.078 Uiso 1 1 calc R U . . .
C13 C 0.1800(3) 0.41012(18) 0.6928(3) 0.0714(9) Uani 1 1 d . . . . .
H13 H 0.134986 0.375048 0.718195 0.086 Uiso 1 1 calc R U . . .
C22 C -0.0181(3) 0.69899(19) 0.6132(3) 0.0805(10) Uani 1 1 d . . . . .
H22 H 0.007148 0.703686 0.551038 0.097 Uiso 1 1 calc R U . . .
C20 C -0.1562(3) 0.6449(2) 0.6973(4) 0.0875(11) Uani 1 1 d . . . . .
H20 H -0.222393 0.612589 0.693433 0.105 Uiso 1 1 calc R U . . .
C19 C -0.0993(3) 0.6864(2) 0.7919(3) 0.0886(11) Uani 1 1 d . . . . .
H19 H -0.128330 0.683491 0.852075 0.106 Uiso 1 1 calc R U . . .
C6 C 0.6816(3) 0.6237(2) 0.9338(4) 0.0842(11) Uani 1 1 d . . . . .
H6 H 0.746335 0.591249 0.975500 0.101 Uiso 1 1 calc R U . . .
C5 C 0.6707(3) 0.6927(2) 0.9788(3) 0.0807(10) Uani 1 1 d . . . . .
H5 H 0.728338 0.706737 1.049540 0.097 Uiso 1 1 calc R U . . .
C21 C -0.1173(3) 0.6504(2) 0.6089(3) 0.0943(12) Uani 1 1 d . . . . .
H21 H -0.156730 0.621678 0.544035 0.113 Uiso 1 1 calc R U . . .
C7 C 0.5991(3) 0.60071(17) 0.8280(3) 0.0719(9) Uani 1 1 d . . . . .
H7 H 0.607009 0.553700 0.798313 0.086 Uiso 1 1 calc R U . . .
O3 O 0.0030(2) 0.89227(12) 0.6476(2) 0.0942(9) Uani 0.983(2) 1 d . . P A 2
S1 S 0.13491(8) 0.87628(4) 0.69634(7) 0.0651(5) Uani 0.983(2) 1 d . . P A 2
O2 O 0.2107(3) 0.91720(12) 0.79351(18) 0.0887(8) Uani 0.983(2) 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
O002 C23 1.385(3) . ?
O002 C2 1.441(3) . ?
O1 C1 1.205(3) . ?
N2 C16 1.463(3) . ?
N2 C17 1.442(3) . ?
N2 S1 1.625(2) . ?
N1 C1 1.366(3) . ?
N1 C8 1.407(3) . ?
N1 C9 1.461(3) . ?
C23 C28 1.394(4) . ?
C23 C24 1.382(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C2 1.531(3) . ?
C2 C1 1.543(4) . ?
C2 C3 1.502(3) . ?
C17 C18 1.366(3) . ?
C17 C22 1.373(4) . ?
C28 C27 1.376(4) . ?
C28 S1 1.758(2) . ?
C10 C11 1.381(4) . ?
C10 C15 1.390(4) . ?
C10 C9 1.505(4) . ?
C3 C8 1.388(4) . ?
C3 C4 1.371(4) . ?
C27 H27 0.9300 . ?
C27 C26 1.374(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.385(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.363(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.370(4) . ?
C15 H15 0.9300 . ?
C15 C14 1.376(4) . ?
C26 H26 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.369(4) . ?
C18 H18 0.9300 . ?
C18 C19 1.381(4) . ?
C8 C7 1.382(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(4) . ?
C14 H14 0.9300 . ?
C14 C13 1.373(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C13 H13 0.9300 . ?
C22 H22 0.9300 . ?
C22 C21 1.399(5) . ?
C20 H20 0.9300 . ?
C20 C19 1.352(5) . ?
C20 C21 1.342(5) . ?
C19 H19 0.9300 . ?
C6 H6 0.9300 . ?
C6 C5 1.371(5) . ?
C6 C7 1.387(5) . ?
C5 H5 0.9300 . ?
C21 H21 0.9300 . ?
C7 H7 0.9300 . ?
O3 S1 1.424(2) . ?
S1 O2 1.417(3) . ?

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
C23 O002 C2 121.48(19) . . ?
C16 N2 S1 117.30(19) . . ?
C17 N2 C16 118.52(19) . . ?
C17 N2 S1 121.12(17) . . ?
C1 N1 C8 111.2(2) . . ?
C1 N1 C9 122.7(3) . . ?
C8 N1 C9 125.9(2) . . ?
O002 C23 C28 123.7(2) . . ?
C24 C23 O002 117.4(2) . . ?
C24 C23 C28 118.8(2) . . ?
N2 C16 H16A 108.4 . . ?
N2 C16 H16B 108.4 . . ?
N2 C16 C2 115.33(19) . . ?
H16A C16 H16B 107.5 . . ?
C2 C16 H16A 108.4 . . ?
C2 C16 H16B 108.4 . . ?
O002 C2 C16 112.28(19) . . ?
O002 C2 C1 112.17(18) . . ?
O002 C2 C3 109.58(19) . . ?
C16 C2 C1 111.47(19) . . ?
C3 C2 C16 108.27(18) . . ?
C3 C2 C1 102.5(2) . . ?
C18 C17 N2 119.1(3) . . ?
C18 C17 C22 119.7(3) . . ?
C22 C17 N2 121.2(2) . . ?
C23 C28 S1 121.3(2) . . ?
C27 C28 C23 120.3(2) . . ?
C27 C28 S1 118.2(2) . . ?
C11 C10 C15 118.2(3) . . ?
C11 C10 C9 121.8(2) . . ?
C15 C10 C9 120.0(2) . . ?
O1 C1 N1 126.0(2) . . ?
O1 C1 C2 126.6(2) . . ?
N1 C1 C2 107.4(2) . . ?
C8 C3 C2 108.4(2) . . ?
C4 C3 C2 130.9(3) . . ?
C4 C3 C8 120.5(3) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 C28 120.4(3) . . ?
C26 C27 H27 119.8 . . ?
C23 C24 H24 120.1 . . ?
C23 C24 C25 119.7(3) . . ?
C25 C24 H24 120.1 . . ?
C24 C25 H25 119.5 . . ?
C26 C25 C24 121.1(2) . . ?
C26 C25 H25 119.5 . . ?
C10 C11 H11 119.4 . . ?
C12 C11 C10 121.2(3) . . ?
C12 C11 H11 119.4 . . ?
C10 C15 H15 119.8 . . ?
C14 C15 C10 120.4(3) . . ?
C14 C15 H15 119.8 . . ?
C27 C26 H26 120.2 . . ?
C25 C26 C27 119.5(3) . . ?
C25 C26 H26 120.2 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.1(3) . . ?
C13 C12 H12 119.9 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.8(3) . . ?
C19 C18 H18 120.1 . . ?
C3 C8 N1 109.9(2) . . ?
C7 C8 N1 129.0(3) . . ?
C7 C8 C3 121.1(3) . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.0(3) . . ?
C5 C4 H4 120.5 . . ?
C15 C14 H14 119.9 . . ?
C13 C14 C15 120.3(3) . . ?
C13 C14 H14 119.9 . . ?
N1 C9 C10 111.75(19) . . ?
N1 C9 H9A 109.3 . . ?
N1 C9 H9B 109.3 . . ?
C10 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
H9A C9 H9B 107.9 . . ?
C12 C13 C14 119.8(3) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C17 C22 H22 120.5 . . ?
C17 C22 C21 119.0(3) . . ?
C21 C22 H22 120.5 . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C21 C20 C19 120.1(3) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.7(3) . . ?
C20 C19 H19 119.7 . . ?
C5 C6 H6 119.0 . . ?
C5 C6 C7 122.0(3) . . ?
C7 C6 H6 119.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.1(3) . . ?
C6 C5 H5 120.0 . . ?
C22 C21 H21 119.7 . . ?
C20 C21 C22 120.7(3) . . ?
C20 C21 H21 119.7 . . ?
C8 C7 C6 117.2(3) . . ?
C8 C7 H7 121.4 . . ?
C6 C7 H7 121.4 . . ?
N2 S1 C28 104.56(11) . . ?
O3 S1 N2 107.45(13) . . ?
O3 S1 C28 108.51(14) . . ?
O2 S1 N2 109.85(13) . . ?
O2 S1 C28 106.37(13) . . ?
O2 S1 O3 119.16(15) . . ?

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
O002 C23 C28 C27 179.1(2) . . . . ?
O002 C23 C28 S1 3.4(3) . . . . ?
O002 C23 C24 C25 -177.0(2) . . . . ?
O002 C2 C1 O1 -56.6(3) . . . . ?
O002 C2 C1 N1 124.4(2) . . . . ?
O002 C2 C3 C8 -126.6(2) . . . . ?
O002 C2 C3 C4 58.1(3) . . . . ?
N2 C16 C2 O002 65.0(3) . . . . ?
N2 C16 C2 C1 -61.8(3) . . . . ?
N2 C16 C2 C3 -173.9(2) . . . . ?
N2 C17 C18 C19 -177.5(3) . . . . ?
N2 C17 C22 C21 175.5(3) . . . . ?
N1 C8 C7 C6 178.9(2) . . . . ?
C23 O002 C2 C16 -81.1(2) . . . . ?
C23 O002 C2 C1 45.3(3) . . . . ?
C23 O002 C2 C3 158.51(19) . . . . ?
C23 C28 C27 C26 -2.4(4) . . . . ?
C23 C28 S1 N2 -56.4(2) . . . . ?
C23 C28 S1 O3 -170.8(2) . . . . ?
C23 C28 S1 O2 59.9(2) . . . . ?
C23 C24 C25 C26 -2.3(4) . . . . ?
C16 N2 C17 C18 72.9(3) . . . . ?
C16 N2 C17 C22 -103.8(3) . . . . ?
C16 N2 S1 C28 76.6(2) . . . . ?
C16 N2 S1 O3 -168.27(18) . . . . ?
C16 N2 S1 O2 -37.2(2) . . . . ?
C16 C2 C1 O1 70.3(3) . . . . ?
C16 C2 C1 N1 -108.8(2) . . . . ?
C16 C2 C3 C8 110.6(2) . . . . ?
C16 C2 C3 C4 -64.6(3) . . . . ?
C2 O002 C23 C28 63.9(3) . . . . ?
C2 O002 C23 C24 -120.2(2) . . . . ?
C2 C3 C8 N1 5.4(2) . . . . ?
C2 C3 C8 C7 -174.3(2) . . . . ?
C2 C3 C4 C5 174.5(2) . . . . ?
C17 N2 C16 C2 126.7(2) . . . . ?
C17 N2 S1 C28 -123.5(2) . . . . ?
C17 N2 S1 O3 -8.3(2) . . . . ?
C17 N2 S1 O2 122.7(2) . . . . ?
C17 C18 C19 C20 2.3(5) . . . . ?
C17 C22 C21 C20 1.7(5) . . . . ?
C28 C23 C24 C25 -0.9(4) . . . . ?
C28 C27 C26 C25 -0.8(4) . . . . ?
C10 C11 C12 C13 -0.2(4) . . . . ?
C10 C15 C14 C13 0.1(4) . . . . ?
C1 N1 C8 C3 -0.7(3) . . . . ?
C1 N1 C8 C7 179.0(2) . . . . ?
C1 N1 C9 C10 -94.7(3) . . . . ?
C1 C2 C3 C8 -7.3(2) . . . . ?
C1 C2 C3 C4 177.4(2) . . . . ?
C3 C2 C1 O1 -174.0(2) . . . . ?
C3 C2 C1 N1 6.9(2) . . . . ?
C3 C8 C7 C6 -1.5(4) . . . . ?
C3 C4 C5 C6 -1.0(4) . . . . ?
C27 C28 S1 N2 127.9(2) . . . . ?
C27 C28 S1 O3 13.5(3) . . . . ?
C27 C28 S1 O2 -115.9(2) . . . . ?
C24 C23 C28 C27 3.2(4) . . . . ?
C24 C23 C28 S1 -172.43(18) . . . . ?
C24 C25 C26 C27 3.1(4) . . . . ?
C11 C10 C15 C14 1.0(4) . . . . ?
C11 C10 C9 N1 -109.9(3) . . . . ?
C11 C12 C13 C14 1.3(5) . . . . ?
C15 C10 C11 C12 -0.9(4) . . . . ?
C15 C10 C9 N1 67.6(3) . . . . ?
C15 C14 C13 C12 -1.2(5) . . . . ?
C18 C17 C22 C21 -1.3(5) . . . . ?
C8 N1 C1 O1 176.8(2) . . . . ?
C8 N1 C1 C2 -4.1(2) . . . . ?
C8 N1 C9 C10 81.3(3) . . . . ?
C8 C3 C4 C5 -0.2(4) . . . . ?
C4 C3 C8 N1 -178.8(2) . . . . ?
C4 C3 C8 C7 1.5(3) . . . . ?
C9 N1 C1 O1 -6.7(4) . . . . ?
C9 N1 C1 C2 172.4(2) . . . . ?
C9 N1 C8 C3 -177.1(2) . . . . ?
C9 N1 C8 C7 2.6(4) . . . . ?
C9 C10 C11 C12 176.6(2) . . . . ?
C9 C10 C15 C14 -176.6(2) . . . . ?
C22 C17 C18 C19 -0.7(5) . . . . ?
C19 C20 C21 C22 -0.1(6) . . . . ?
C5 C6 C7 C8 0.3(4) . . . . ?
C21 C20 C19 C18 -1.9(6) . . . . ?
C7 C6 C5 C4 1.0(4) . . . . ?
S1 N2 C16 C2 -72.9(3) . . . . ?
S1 N2 C17 C18 -86.8(3) . . . . ?
S1 N2 C17 C22 96.5(3) . . . . ?
S1 C28 C27 C26 173.4(2) . . . . ?

_olex2_date_sample_completion    2022-12-12
_olex2_date_sample_data_collection 2022-12-12
_olex2_date_sample_submission    2022-12-20
_olex2_submission_original_sample_id AG_112
_olex2_submission_special_instructions 'No special instructions were received'
