# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_as-ph-1
_database_code_depnum_ccdc_archive 'CCDC 2327821'
loop_
_audit_author_name
_audit_author_address
'Dipankar Srimani'
;IITGuwahati
India
;
_audit_update_record             
;
2024-01-24 deposited with the CCDC.	2024-03-11 downloaded from the CCDC.
;
_audit_creation_date             2023-01-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H11 Br2 N3 Zn'
_chemical_formula_sum            'C12 H11 Br2 N3 Zn'
_chemical_formula_weight         422.43
_chemical_melting_point          ?
_chemical_oxdiff_formula         ZnNCBrH
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'
Zn Zn 0.2839 1.4301 '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                   7.8069(14)
_cell_length_b                   7.8757(8)
_cell_length_c                   11.9902(16)
_cell_angle_alpha                77.783(10)
_cell_angle_beta                 85.879(13)
_cell_angle_gamma                77.735(11)
_cell_volume                     703.79(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1114
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.7070
_cell_measurement_theta_min      2.7010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    7.407
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28469
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.23a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.993
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.30
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0889
_diffrn_reflns_av_unetI/netI     0.1732
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.879
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5082
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.879
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.679
_diffrn_reflns_theta_min         2.671
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2760
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.879
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -70.00 -44.00   1.00   16.47    --  -17.33-178.00  90.00   26
  2  ω    -20.00  21.00   1.00   16.47    --  -17.33 -99.00 -30.00   41
  3  ω    -19.00  24.00   1.00   16.47    --  -17.33 -99.00 150.00   43
  4  ω     35.00  94.00   1.00   16.47    --   20.92-178.00   0.00   59
  5  ω     -4.00  82.00   1.00   16.47    --   20.92  38.00 150.00   86
  6  ω    -40.00  65.00   1.00   16.47    --   20.92 -19.00 -60.00  105
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0506358000
_diffrn_orient_matrix_UB_12      -0.0637217000
_diffrn_orient_matrix_UB_13      0.0253824000
_diffrn_orient_matrix_UB_21      0.0713547000
_diffrn_orient_matrix_UB_22      -0.0479406000
_diffrn_orient_matrix_UB_23      0.0346631000
_diffrn_orient_matrix_UB_31      -0.0315628000
_diffrn_orient_matrix_UB_32      0.0499507000
_diffrn_orient_matrix_UB_33      0.0426692000
_diffrn_oxdiff_ac4_digest_frames 
;
01b4f329f3d147bbe36155cf741d32914b00027cde7
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1409
_reflns_number_total             3204
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.23a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.23a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.23a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.238
_refine_diff_density_min         -0.920
_refine_diff_density_rms         0.191
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3204
_refine_ls_number_restraints     116
_refine_ls_R_factor_all          0.1565
_refine_ls_R_factor_gt           0.0817
_refine_ls_restrained_S_all      0.964
_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)+(0.0735P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1732
_refine_ls_wR_factor_ref         0.2279
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 C1-C2 = C4-C5 = C5-C6
 1.37 with sigma of 0.02
 C1-C6
 1.38 with sigma of 0.02
 C2-C3 = C3-C4
 1.36 with sigma of 0.02
 C1-C5
 2.38 with sigma of 0.04
 C2-C4
 2.36 with sigma of 0.04
 C1-C3 = C3-C5 = C4-C6
 2.37 with sigma of 0.04
 C1-C2 \\sim C2-C3 \\sim C3-C4 \\sim C4-C5 \\sim C5-C6 \\sim C6-C1
 with sigma of 0.02
 C1-C5 \\sim C1-C3 \\sim C5-C3 \\sim C4-C2 \\sim C4-C6 \\sim C6-C2
 with sigma of 0.04
3. Restrained planarity
 C1, C2, C3, C4, C5, C6
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
5. Rigid body (RIGU) restrains
 C1, C2, C3, C4, C5, C6
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12), C1(H1), C2(H2A), C3(H3),
  C4(H4), C5(H5)
;
_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 0.88920(18) 0.08344(14) 0.83601(12) 0.0679(5) Uani 1 1 d . . . . .
Br2 Br 0.48474(18) 0.01495(13) 0.67040(12) 0.0656(5) Uani 1 1 d . . . . .
Zn1 Zn 0.61606(18) 0.19621(14) 0.75444(11) 0.0487(4) Uani 1 1 d . . . . .
N3 N 0.4401(12) 0.3281(10) 0.8543(7) 0.044(2) Uani 1 1 d . . . . .
N1 N 0.6095(11) 0.4603(10) 0.6651(7) 0.0379(19) Uani 1 1 d . . . . .
N2 N 0.5240(13) 0.5689(10) 0.7342(7) 0.051(3) Uani 1 1 d . . . . .
H2 H 0.529051 0.679492 0.719210 0.061 Uiso 1 1 calc R U . . .
C8 C 0.4304(14) 0.5026(14) 0.8273(10) 0.047(3) Uani 1 1 d . . . . .
C7 C 0.6751(13) 0.5383(10) 0.5732(9) 0.041(2) Uani 1 1 d . . . . .
H7 H 0.659514 0.661093 0.561256 0.049 Uiso 1 1 calc R U . . .
C9 C 0.3266(15) 0.6161(13) 0.8925(9) 0.049(3) Uani 1 1 d . . . . .
H9 H 0.319367 0.737995 0.871810 0.058 Uiso 1 1 calc R U . . .
C10 C 0.2376(16) 0.5475(16) 0.9850(10) 0.058(3) Uani 1 1 d . . . . .
H10 H 0.173558 0.619957 1.031855 0.070 Uiso 1 1 calc R U . . .
C11 C 0.2432(18) 0.3622(17) 1.0099(11) 0.069(4) Uani 1 1 d . . . . .
H11 H 0.178231 0.311557 1.071145 0.083 Uiso 1 1 calc R U . . .
C12 C 0.3470(17) 0.2586(15) 0.9414(10) 0.058(3) Uani 1 1 d . . . . .
H12 H 0.351471 0.136918 0.957116 0.070 Uiso 1 1 calc R U . . .
C1 C 0.8002(15) 0.2731(11) 0.4870(8) 0.056(3) Uani 1 1 d D U . . .
H1 H 0.752098 0.199898 0.546730 0.068 Uiso 1 1 calc R U . . .
C2 C 0.8975(14) 0.2010(13) 0.4022(8) 0.065(4) Uani 1 1 d D U . . .
H2A H 0.915161 0.079719 0.404671 0.078 Uiso 1 1 calc R U . . .
C3 C 0.9682(14) 0.3077(12) 0.3145(8) 0.056(3) Uani 1 1 d D U . . .
H3 H 1.033622 0.258647 0.256858 0.067 Uiso 1 1 calc R U . . .
C4 C 0.9443(15) 0.4838(13) 0.3103(9) 0.059(3) Uani 1 1 d D U . . .
H4 H 0.995374 0.554851 0.250870 0.071 Uiso 1 1 calc R U . . .
C5 C 0.8447(14) 0.5583(12) 0.3937(8) 0.047(3) Uani 1 1 d D U . . .
H5 H 0.825383 0.680178 0.389191 0.057 Uiso 1 1 calc R U . . .
C6 C 0.7727(14) 0.4519(10) 0.4847(8) 0.044(2) Uani 1 1 d D 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
Br1 Zn1 2.328(2) . ?
Br2 Zn1 2.3417(17) . ?
Zn1 N3 2.021(8) . ?
Zn1 N1 2.120(8) . ?
N3 C8 1.331(12) . ?
N3 C12 1.318(12) . ?
N1 N2 1.358(10) . ?
N1 C7 1.272(11) . ?
N2 H2 0.8600 . ?
N2 C8 1.360(12) . ?
C8 C9 1.402(13) . ?
C7 H7 0.9300 . ?
C7 C6 1.463(12) . ?
C9 H9 0.9300 . ?
C9 C10 1.341(14) . ?
C10 H10 0.9300 . ?
C10 C11 1.418(16) . ?
C11 H11 0.9300 . ?
C11 C12 1.380(14) . ?
C12 H12 0.9300 . ?
C1 H1 0.9300 . ?
C1 C2 1.372(9) . ?
C1 C6 1.374(8) . ?
C2 H2A 0.9300 . ?
C2 C3 1.363(9) . ?
C3 H3 0.9300 . ?
C3 C4 1.350(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.376(9) . ?
C5 H5 0.9300 . ?
C5 C6 1.390(9) . ?

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
Br1 Zn1 Br2 119.56(6) . . ?
N3 Zn1 Br1 113.5(3) . . ?
N3 Zn1 Br2 110.6(2) . . ?
N3 Zn1 N1 80.3(3) . . ?
N1 Zn1 Br1 108.8(2) . . ?
N1 Zn1 Br2 117.7(2) . . ?
C8 N3 Zn1 112.5(6) . . ?
C12 N3 Zn1 127.0(7) . . ?
C12 N3 C8 120.4(9) . . ?
N2 N1 Zn1 107.0(5) . . ?
C7 N1 Zn1 137.6(6) . . ?
C7 N1 N2 115.1(7) . . ?
N1 N2 H2 120.0 . . ?
N1 N2 C8 119.9(7) . . ?
C8 N2 H2 120.0 . . ?
N3 C8 N2 118.3(8) . . ?
N3 C8 C9 121.2(9) . . ?
N2 C8 C9 120.5(9) . . ?
N1 C7 H7 117.1 . . ?
N1 C7 C6 125.8(8) . . ?
C6 C7 H7 117.1 . . ?
C8 C9 H9 120.2 . . ?
C10 C9 C8 119.5(9) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 120.7 . . ?
C9 C10 C11 118.6(9) . . ?
C11 C10 H10 120.7 . . ?
C10 C11 H11 120.6 . . ?
C12 C11 C10 118.7(10) . . ?
C12 C11 H11 120.6 . . ?
N3 C12 C11 121.5(10) . . ?
N3 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C2 C1 H1 119.6 . . ?
C2 C1 C6 120.9(8) . . ?
C6 C1 H1 119.6 . . ?
C1 C2 H2A 120.1 . . ?
C3 C2 C1 119.8(8) . . ?
C3 C2 H2A 120.1 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.7(8) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(8) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.2(8) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C7 124.2(8) . . ?
C1 C6 C5 118.3(8) . . ?
C5 C6 C7 117.4(7) . . ?

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
Zn1 N3 C8 N2 5.4(14) . . . . ?
Zn1 N3 C8 C9 -174.7(9) . . . . ?
Zn1 N3 C12 C11 173.7(10) . . . . ?
Zn1 N1 N2 C8 -14.0(12) . . . . ?
Zn1 N1 C7 C6 8.4(18) . . . . ?
N3 C8 C9 C10 1.2(19) . . . . ?
N1 N2 C8 N3 6.7(16) . . . . ?
N1 N2 C8 C9 -173.2(10) . . . . ?
N1 C7 C6 C1 3.1(18) . . . . ?
N1 C7 C6 C5 -175.7(11) . . . . ?
N2 N1 C7 C6 -179.9(10) . . . . ?
N2 C8 C9 C10 -178.9(12) . . . . ?
C8 N3 C12 C11 -2.7(19) . . . . ?
C8 C9 C10 C11 -3.8(19) . . . . ?
C7 N1 N2 C8 171.7(11) . . . . ?
C9 C10 C11 C12 3(2) . . . . ?
C10 C11 C12 N3 0(2) . . . . ?
C12 N3 C8 N2 -177.7(11) . . . . ?
C12 N3 C8 C9 2.2(18) . . . . ?
C1 C2 C3 C4 0.4(14) . . . . ?
C2 C1 C6 C7 -178.1(10) . . . . ?
C2 C1 C6 C5 0.6(17) . . . . ?
C2 C3 C4 C5 -1.4(18) . . . . ?
C3 C4 C5 C6 2.1(18) . . . . ?
C4 C5 C6 C7 177.2(11) . . . . ?
C4 C5 C6 C1 -1.7(17) . . . . ?
C6 C1 C2 C3 0.0(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.869
_oxdiff_exptl_absorpt_empirical_full_min 0.242
####################################################################### 
# 
# 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_AS_Z_4_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2327823'
loop_
_audit_author_name
_audit_author_address
'Dipankar Srimani'
;IITGuwahati
India
;
_audit_update_record             
;
2024-01-24 deposited with the CCDC.	2024-03-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H17 Br2 N3 S Zn'
_chemical_formula_weight         484.55

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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                   7.8520(4)
_cell_length_b                   10.8828(6)
_cell_length_c                   11.3769(6)
_cell_angle_alpha                75.796(2)
_cell_angle_beta                 74.568(2)
_cell_angle_gamma                76.283(2)
_cell_volume                     892.99(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    9920
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      26.29

_exptl_crystal_description       Block
_exptl_crystal_colour            'Pale Yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.802
_exptl_crystal_F_000             476
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.963
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19260
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.964
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             3126
_reflns_number_gt                2831
_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-2019/1 (Sheldrick, 2019)'
_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)+(0.0344P)²+1.6222P] 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-2019/1 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0053(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3126
_refine_ls_number_parameters     198
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0877
_refine_ls_wR_factor_gt          0.0851
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.108
_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
Br1 Br 1.03527(6) 0.71011(4) 0.47626(4) 0.05234(17) Uani 1 1 d . . . . .
Br2 Br 1.03139(6) 0.74297(5) 0.82472(4) 0.06059(18) Uani 1 1 d . . . . .
Zn1 Zn 0.87719(6) 0.74938(4) 0.67343(4) 0.04074(17) Uani 1 1 d . . . . .
S1 S 0.63585(19) 0.35131(13) 0.95416(12) 0.0637(3) Uani 1 1 d D . . . .
N3 N 0.6529(4) 0.6538(3) 0.7376(3) 0.0410(7) Uani 1 1 d . . . . .
H1A H 0.623(6) 0.630(5) 0.827(5) 0.062 Uiso 1 1 d . U . . .
N2 N 0.5036(4) 0.7462(3) 0.7050(4) 0.0452(8) Uani 1 1 d . . . . .
H1 H 0.398(7) 0.728(5) 0.738(5) 0.068 Uiso 1 1 d . U . . .
N1 N 0.6761(4) 0.9043(3) 0.6633(3) 0.0404(7) Uani 1 1 d . . . . .
C5 C 0.5146(5) 0.8750(4) 0.6815(3) 0.0375(8) Uani 1 1 d . . . . .
C7 C 0.5129(5) 0.4697(4) 0.7393(4) 0.0422(9) Uani 1 1 d . . . . .
C6 C 0.6729(6) 0.5365(4) 0.6935(4) 0.0511(11) Uani 1 1 d . . . . .
H00A H 0.776208 0.476772 0.718174 0.061 Uiso 1 1 calc R U . . .
H00B H 0.698471 0.556344 0.603398 0.061 Uiso 1 1 calc R U . . .
C4 C 0.3618(6) 0.9705(4) 0.6722(4) 0.0504(10) Uani 1 1 d . . . . .
H00C H 0.249720 0.948959 0.684789 0.061 Uiso 1 1 calc R U . . .
C12 C 0.4841(6) 0.3853(4) 0.8537(4) 0.0474(10) Uani 1 1 d . . . . .
C8 C 0.3888(6) 0.4935(4) 0.6661(5) 0.0536(11) Uani 1 1 d . . . . .
H00D H 0.406046 0.550124 0.589912 0.064 Uiso 1 1 calc R U . . .
C1 C 0.6922(6) 1.0298(4) 0.6347(4) 0.0530(11) Uani 1 1 d . . . . .
H00E H 0.805363 1.050007 0.621079 0.064 Uiso 1 1 calc R U . . .
C3 C 0.3817(7) 1.0962(4) 0.6441(5) 0.0586(12) Uani 1 1 d . . . . .
H00F H 0.282083 1.161626 0.637586 0.070 Uiso 1 1 calc R U . . .
C9 C 0.2404(6) 0.4352(5) 0.7035(5) 0.0620(13) Uani 1 1 d . . . . .
H00G H 0.160640 0.450355 0.651813 0.074 Uiso 1 1 calc R U . . .
C2 C 0.5493(7) 1.1271(4) 0.6252(5) 0.0621(13) Uani 1 1 d . . . . .
H00H H 0.563568 1.212646 0.606439 0.075 Uiso 1 1 calc R U . . .
C11 C 0.3301(7) 0.3304(5) 0.8924(5) 0.0651(13) Uani 1 1 d . . . . .
H00I H 0.308080 0.276756 0.970055 0.078 Uiso 1 1 calc R U . . .
C10 C 0.2108(7) 0.3547(5) 0.8174(6) 0.0723(15) Uani 1 1 d . . . . .
H00J H 0.109490 0.316520 0.843665 0.087 Uiso 1 1 calc R U . . .
C13 C 0.7733(11) 0.2004(7) 0.9149(9) 0.124(3) Uani 1 1 d D . . . .
H00K H 0.815184 0.212575 0.825312 0.149 Uiso 1 1 calc R U . . .
H00L H 0.878130 0.180647 0.950652 0.149 Uiso 1 1 calc R U . . .
C14 C 0.6835(15) 0.0917(9) 0.9567(10) 0.158(4) Uani 1 1 d D . . . .
H00M H 0.632414 0.082844 1.044270 0.237 Uiso 1 1 calc R U . . .
H00N H 0.768295 0.014822 0.940766 0.237 Uiso 1 1 calc R U . . .
H00O H 0.589660 0.104641 0.912912 0.237 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
Br1 Zn1 2.3436(6) . ?
Br2 Zn1 2.3332(6) . ?
Zn1 N1 2.022(3) . ?
Zn1 N3 2.128(3) . ?
S1 C12 1.780(5) . ?
S1 C13 1.823(8) . ?
N3 N2 1.419(5) . ?
N3 C6 1.444(5) . ?
N2 C5 1.380(5) . ?
N1 C5 1.331(5) . ?
N1 C1 1.352(5) . ?
C5 C4 1.398(6) . ?
C7 C8 1.384(6) . ?
C7 C12 1.394(6) . ?
C7 C6 1.509(5) . ?
C4 C3 1.363(6) . ?
C12 C11 1.394(6) . ?
C8 C9 1.376(7) . ?
C1 C2 1.355(6) . ?
C3 C2 1.383(7) . ?
C9 C10 1.370(8) . ?
C11 C10 1.368(7) . ?
C13 C14 1.437(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 N3 80.53(12) . . ?
N1 Zn1 Br2 111.97(10) . . ?
N3 Zn1 Br2 114.96(10) . . ?
N1 Zn1 Br1 112.02(10) . . ?
N3 Zn1 Br1 110.17(10) . . ?
Br2 Zn1 Br1 120.41(2) . . ?
C12 S1 C13 100.5(3) . . ?
N2 N3 C6 111.6(3) . . ?
N2 N3 Zn1 106.2(2) . . ?
C6 N3 Zn1 116.0(2) . . ?
C5 N2 N3 118.0(3) . . ?
C5 N1 C1 119.0(3) . . ?
C5 N1 Zn1 114.1(3) . . ?
C1 N1 Zn1 126.8(3) . . ?
N1 C5 N2 117.7(3) . . ?
N1 C5 C4 121.6(4) . . ?
N2 C5 C4 120.6(4) . . ?
C8 C7 C12 118.5(4) . . ?
C8 C7 C6 119.2(4) . . ?
C12 C7 C6 122.3(4) . . ?
N3 C6 C7 115.6(3) . . ?
C3 C4 C5 118.2(4) . . ?
C7 C12 C11 119.4(4) . . ?
C7 C12 S1 121.2(3) . . ?
C11 C12 S1 119.3(4) . . ?
C9 C8 C7 121.5(4) . . ?
N1 C1 C2 122.3(4) . . ?
C4 C3 C2 120.4(4) . . ?
C10 C9 C8 119.6(5) . . ?
C1 C2 C3 118.5(4) . . ?
C10 C11 C12 120.7(5) . . ?
C11 C10 C9 120.2(4) . . ?
C14 C13 S1 114.8(7) . . ?

_refine_diff_density_max         0.933
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.081



####################################################################### 
# 
# 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_ASDSZN_DS_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2327824'
loop_
_audit_author_name
_audit_author_address
'Dipankar Srimani'
;IITGuwahati
India
;
_audit_update_record             
;
2024-01-24 deposited with the CCDC.	2024-03-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H19 Br2 N3 O S Zn'
_chemical_formula_weight         514.58

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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'

_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                   7.5172(17)
_cell_length_b                   10.647(2)
_cell_length_c                   13.487(3)
_cell_angle_alpha                105.076(7)
_cell_angle_beta                 92.008(7)
_cell_angle_gamma                109.849(7)
_cell_volume                     971.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9643
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      25.40

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.759
_exptl_crystal_F_000             508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.491
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24180
_diffrn_reflns_av_unetI/netI     0.0477
_diffrn_reflns_av_R_equivalents  0.0750
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.125
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3412
_reflns_number_gt                2872
_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-2019/1 (Sheldrick, 2019)'
_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)+(0.1000P)²+0.6981P] 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_number_reflns         3412
_refine_ls_number_parameters     214
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1376
_refine_ls_wR_factor_gt          0.1247
_refine_ls_goodness_of_fit_ref   0.931
_refine_ls_restrained_S_all      0.931
_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
Zn01 Zn 0.54657(8) 0.19704(5) 0.33235(4) 0.0358(2) Uani 1 1 d . . . . .
Br1 Br 0.69795(9) 0.03395(6) 0.32435(4) 0.0544(2) Uani 1 1 d . . . . .
Br2 Br 0.24711(8) 0.12462(6) 0.23995(5) 0.0575(2) Uani 1 1 d . . . . .
S1 S 0.7573(2) 0.60856(13) 0.11263(9) 0.0449(3) Uani 1 1 d . . . . .
N1 N 0.7351(5) 0.3941(4) 0.3256(3) 0.0313(8) Uani 1 1 d . . . . .
N3 N 0.5839(6) 0.3123(4) 0.4837(3) 0.0369(9) Uani 1 1 d . . . . .
N2 N 0.7886(7) 0.4841(4) 0.4255(3) 0.0409(11) Uani 1 1 d . . . . .
C7 C 0.7600(6) 0.3677(5) 0.1437(3) 0.0318(10) Uani 1 1 d . . . . .
C6 C 0.7957(7) 0.4462(5) 0.2528(3) 0.0362(11) Uani 1 1 d . . . . .
H6 H 0.867686 0.541153 0.270602 0.043 Uiso 1 1 calc R U . . .
C5 C 0.7050(7) 0.4428(5) 0.5054(3) 0.0328(10) Uani 1 1 d . . . . .
C12 C 0.7503(6) 0.4357(5) 0.0689(3) 0.0324(10) Uani 1 1 d . . . . .
O1 O 0.0133(8) 0.7680(5) 0.4562(4) 0.0886(17) Uani 1 1 d . . . . .
C13 C 0.7813(7) 0.6722(5) 0.0017(4) 0.0398(11) Uani 1 1 d . . . . .
H13A H 0.888410 0.658119 -0.031164 0.048 Uiso 1 1 calc R U . . .
H13B H 0.666547 0.622493 -0.048170 0.048 Uiso 1 1 calc R U . . .
C11 C 0.7223(7) 0.3617(5) -0.0366(4) 0.0412(12) Uani 1 1 d . . . . .
H11 H 0.714030 0.405466 -0.086994 0.049 Uiso 1 1 calc R U . . .
C8 C 0.7434(7) 0.2280(5) 0.1116(4) 0.0412(12) Uani 1 1 d . . . . .
H8 H 0.752478 0.183027 0.161132 0.049 Uiso 1 1 calc R U . . .
C4 C 0.7504(8) 0.5349(6) 0.6039(4) 0.0474(13) Uani 1 1 d . . . . .
H4 H 0.835610 0.626173 0.617148 0.057 Uiso 1 1 calc R U . . .
C10 C 0.7070(7) 0.2237(5) -0.0651(4) 0.0443(12) Uani 1 1 d . . . . .
H10 H 0.691887 0.175997 -0.135079 0.053 Uiso 1 1 calc R U . . .
C9 C 0.7138(7) 0.1554(5) 0.0079(4) 0.0437(12) Uani 1 1 d . . . . .
H9 H 0.698624 0.061498 -0.012483 0.052 Uiso 1 1 calc R U . . .
C1 C 0.5029(8) 0.2669(6) 0.5621(4) 0.0493(13) Uani 1 1 d . . . . .
H1A H 0.418338 0.175276 0.547706 0.059 Uiso 1 1 calc R U . . .
C3 C 0.6641(9) 0.4860(6) 0.6820(4) 0.0557(15) Uani 1 1 d . . . . .
H3 H 0.689839 0.545357 0.749173 0.067 Uiso 1 1 calc R U . . .
C14 C 0.8131(9) 0.8252(6) 0.0373(5) 0.0557(15) Uani 1 1 d . . . . .
H14A H 0.703171 0.837718 0.065976 0.084 Uiso 1 1 calc R U . . .
H14B H 0.833374 0.862697 -0.020617 0.084 Uiso 1 1 calc R U . . .
H14C H 0.923250 0.872792 0.089151 0.084 Uiso 1 1 calc R U . . .
C2 C 0.5417(10) 0.3517(7) 0.6617(4) 0.0600(16) Uani 1 1 d . . . . .
H2 H 0.485420 0.318311 0.714530 0.072 Uiso 1 1 calc R U . . .
C15 C 0.0688(12) 0.8497(7) 0.3895(6) 0.086(2) Uani 1 1 d . . . . .
H15A H -0.019363 0.808479 0.326593 0.129 Uiso 1 1 calc R U . . .
H15B H 0.194462 0.855430 0.373936 0.129 Uiso 1 1 calc R U . . .
H15C H 0.069722 0.941589 0.421934 0.129 Uiso 1 1 calc R U . . .
H2N H 0.854(6) 0.559(5) 0.431(3) 0.016(11) Uiso 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
Zn01 N3 2.043(4) . ?
Zn01 N1 2.123(4) . ?
Zn01 Br2 2.3108(9) . ?
Zn01 Br1 2.3610(9) . ?
S1 C12 1.762(5) . ?
S1 C13 1.787(5) . ?
N1 C6 1.274(6) . ?
N1 N2 1.388(5) . ?
N3 C5 1.325(6) . ?
N3 C1 1.354(6) . ?
N2 C5 1.362(6) . ?
N2 H2N 0.77(5) . ?
C7 C12 1.399(6) . ?
C7 C8 1.397(7) . ?
C7 C6 1.455(6) . ?
C6 H6 0.9300 . ?
C5 C4 1.381(7) . ?
C12 C11 1.404(6) . ?
O1 C15 1.387(8) . ?
C13 C14 1.503(8) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C11 C10 1.382(7) . ?
C11 H11 0.9300 . ?
C8 C9 1.380(7) . ?
C8 H8 0.9300 . ?
C4 C3 1.380(8) . ?
C4 H4 0.9300 . ?
C10 C9 1.377(7) . ?
C10 H10 0.9300 . ?
C9 H9 0.9300 . ?
C1 C2 1.367(8) . ?
C1 H1A 0.9300 . ?
C3 C2 1.360(9) . ?
C3 H3 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C2 H2 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?

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
N3 Zn01 N1 79.23(14) . . ?
N3 Zn01 Br2 116.82(12) . . ?
N1 Zn01 Br2 114.10(11) . . ?
N3 Zn01 Br1 107.67(12) . . ?
N1 Zn01 Br1 113.12(11) . . ?
Br2 Zn01 Br1 119.19(3) . . ?
C12 S1 C13 105.9(2) . . ?
C6 N1 N2 116.5(4) . . ?
C6 N1 Zn01 134.8(3) . . ?
N2 N1 Zn01 108.4(3) . . ?
C5 N3 C1 118.4(4) . . ?
C5 N3 Zn01 115.1(3) . . ?
C1 N3 Zn01 126.5(3) . . ?
C5 N2 N1 119.9(4) . . ?
C5 N2 H2N 123(3) . . ?
N1 N2 H2N 117(3) . . ?
C12 C7 C8 119.2(4) . . ?
C12 C7 C6 119.0(4) . . ?
C8 C7 C6 121.8(4) . . ?
N1 C6 C7 124.5(4) . . ?
N1 C6 H6 117.7 . . ?
C7 C6 H6 117.7 . . ?
N3 C5 N2 117.0(4) . . ?
N3 C5 C4 123.0(4) . . ?
N2 C5 C4 120.0(5) . . ?
C7 C12 C11 119.3(4) . . ?
C7 C12 S1 117.6(3) . . ?
C11 C12 S1 123.0(4) . . ?
C14 C13 S1 108.1(4) . . ?
C14 C13 H13A 110.1 . . ?
S1 C13 H13A 110.1 . . ?
C14 C13 H13B 110.1 . . ?
S1 C13 H13B 110.1 . . ?
H13A C13 H13B 108.4 . . ?
C10 C11 C12 119.8(5) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C9 C8 C7 121.3(4) . . ?
C9 C8 H8 119.4 . . ?
C7 C8 H8 119.4 . . ?
C3 C4 C5 117.2(5) . . ?
C3 C4 H4 121.4 . . ?
C5 C4 H4 121.4 . . ?
C9 C10 C11 121.3(4) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C8 C9 C10 119.1(5) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
N3 C1 C2 121.9(5) . . ?
N3 C1 H1A 119.0 . . ?
C2 C1 H1A 119.0 . . ?
C2 C3 C4 120.7(5) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C3 C2 C1 118.8(5) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
O1 C15 H15A 109.5 . . ?
O1 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O1 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

_refine_diff_density_max         1.013
_refine_diff_density_min         -0.781
_refine_diff_density_rms         0.116



####################################################################### 
# 
# 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_AS-DS-Zn-OMe_a
_database_code_depnum_ccdc_archive 'CCDC 2327822'
loop_
_audit_author_name
_audit_author_address
'Dipankar Srimani'
;IITGuwahati
India
;
_audit_update_record             
;
2024-01-24 deposited with the CCDC.	2024-03-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H17 Br2 N3 O S Zn'
_chemical_formula_weight         512.57

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.3412(13)
_cell_length_b                   19.033(3)
_cell_length_c                   13.475(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.398(5)
_cell_angle_gamma                90
_cell_volume                     1862.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9894
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      26.13

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.828
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    5.727
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47795
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.865
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3283
_reflns_number_gt                2565
_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-2019/1 (Sheldrick, 2019)'
_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)+(0.0377P)²+7.7850P] 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_number_reflns         3283
_refine_ls_number_parameters     214
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1133
_refine_ls_wR_factor_gt          0.0921
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_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
Br1 Br -0.00902(8) 0.61202(4) 0.55589(5) 0.0548(2) Uani 1 1 d . . . . .
Zn1 Zn 0.21529(8) 0.56879(3) 0.68319(5) 0.0424(2) Uani 1 1 d . . . . .
Br2 Br 0.11281(11) 0.54436(4) 0.83499(5) 0.0638(2) Uani 1 1 d . . . . .
S1 S 0.5093(3) 0.81019(9) 0.51363(16) 0.0697(5) Uani 1 1 d . . . . .
N1 N 0.4594(6) 0.6247(2) 0.6679(4) 0.0400(11) Uani 1 1 d . . . . .
N3 N 0.3815(6) 0.4883(2) 0.6563(3) 0.0381(10) Uani 1 1 d . . . . .
O1 O -0.0298(7) 0.7903(2) 0.7987(4) 0.0676(13) Uani 1 1 d . . . . .
N2 N 0.5959(6) 0.5771(2) 0.6552(4) 0.0476(12) Uani 1 1 d D . . . .
C5 C 0.5505(7) 0.5078(3) 0.6414(4) 0.0392(12) Uani 1 1 d . . . . .
C6 C 0.4941(8) 0.6901(3) 0.6565(5) 0.0445(14) Uani 1 1 d . . . . .
H6 H 0.609911 0.702847 0.642424 0.053 Uiso 1 1 calc R U . . .
C8 C 0.2309(8) 0.7388(3) 0.7318(4) 0.0436(13) Uani 1 1 d . . . . .
H8 H 0.233847 0.699904 0.773781 0.052 Uiso 1 1 calc R U . . .
C7 C 0.3596(8) 0.7450(3) 0.6648(5) 0.0443(13) Uani 1 1 d . . . . .
C4 C 0.6771(8) 0.4595(3) 0.6144(5) 0.0472(14) Uani 1 1 d . . . . .
H4 H 0.792969 0.474103 0.602762 0.057 Uiso 1 1 calc R U . . .
C1 C 0.3392(8) 0.4194(3) 0.6496(5) 0.0466(14) Uani 1 1 d . . . . .
H1 H 0.223627 0.405452 0.662668 0.056 Uiso 1 1 calc R U . . .
C9 C 0.0995(8) 0.7906(3) 0.7354(5) 0.0505(15) Uani 1 1 d . . . . .
C12 C 0.3570(9) 0.8040(3) 0.6032(5) 0.0522(15) Uani 1 1 d . . . . .
C3 C 0.6280(9) 0.3903(3) 0.6054(5) 0.0515(15) Uani 1 1 d . . . . .
H3 H 0.709695 0.357374 0.586230 0.062 Uiso 1 1 calc R U . . .
C2 C 0.4557(9) 0.3695(3) 0.6249(5) 0.0536(16) Uani 1 1 d . . . . .
H2 H 0.421228 0.322409 0.621012 0.064 Uiso 1 1 calc R U . . .
C10 C 0.0950(10) 0.8484(3) 0.6721(5) 0.0596(17) Uani 1 1 d . . . . .
H10 H 0.005663 0.882886 0.673795 0.071 Uiso 1 1 calc R U . . .
C11 C 0.2212(10) 0.8549(4) 0.6075(5) 0.0597(17) Uani 1 1 d . . . . .
H11 H 0.216626 0.893896 0.565593 0.072 Uiso 1 1 calc R U . . .
C13 C 0.5683(12) 0.9009(4) 0.5181(7) 0.079(2) Uani 1 1 d . . . . .
H13A H 0.457707 0.929000 0.501769 0.094 Uiso 1 1 calc R U . . .
H13B H 0.625226 0.913238 0.585387 0.094 Uiso 1 1 calc R U . . .
C14 C 0.6979(12) 0.9166(4) 0.4457(7) 0.081(2) Uani 1 1 d . . . . .
H14A H 0.815130 0.895372 0.468691 0.121 Uiso 1 1 calc R U . . .
H14B H 0.712628 0.966485 0.440681 0.121 Uiso 1 1 calc R U . . .
H14C H 0.649411 0.897873 0.381040 0.121 Uiso 1 1 calc R U . . .
C15 C -0.0316(12) 0.7327(4) 0.8651(7) 0.090(3) Uani 1 1 d . . . . .
H15A H -0.046413 0.689850 0.827293 0.135 Uiso 1 1 calc R U . . .
H15B H -0.131976 0.737997 0.902848 0.135 Uiso 1 1 calc R U . . .
H15C H 0.082423 0.731373 0.910164 0.135 Uiso 1 1 calc R U . . .
H2NA H 0.704(6) 0.594(4) 0.639(5) 0.07(2) Uiso 1 1 d 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 Zn1 2.3465(10) . ?
Zn1 N3 2.025(4) . ?
Zn1 N1 2.120(4) . ?
Zn1 Br2 2.3273(10) . ?
S1 C12 1.765(6) . ?
S1 C13 1.779(7) . ?
N1 C6 1.284(7) . ?
N1 N2 1.381(6) . ?
N3 C5 1.338(7) . ?
N3 C1 1.347(7) . ?
O1 C9 1.366(7) . ?
O1 C15 1.416(9) . ?
N2 C5 1.366(7) . ?
C5 C4 1.392(8) . ?
C6 C7 1.453(8) . ?
C8 C9 1.385(8) . ?
C8 C7 1.404(8) . ?
C7 C12 1.395(8) . ?
C4 C3 1.366(8) . ?
C1 C2 1.353(8) . ?
C9 C10 1.389(9) . ?
C12 C11 1.398(9) . ?
C3 C2 1.387(9) . ?
C10 C11 1.367(9) . ?
C13 C14 1.488(10) . ?

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
N3 Zn1 N1 79.77(17) . . ?
N3 Zn1 Br2 106.65(13) . . ?
N1 Zn1 Br2 124.89(13) . . ?
N3 Zn1 Br1 120.79(13) . . ?
N1 Zn1 Br1 105.43(13) . . ?
Br2 Zn1 Br1 115.48(4) . . ?
C12 S1 C13 102.6(3) . . ?
C6 N1 N2 117.5(5) . . ?
C6 N1 Zn1 133.1(4) . . ?
N2 N1 Zn1 108.8(3) . . ?
C5 N3 C1 118.0(5) . . ?
C5 N3 Zn1 114.4(3) . . ?
C1 N3 Zn1 127.5(4) . . ?
C9 O1 C15 118.0(5) . . ?
C5 N2 N1 118.9(4) . . ?
N3 C5 N2 117.4(5) . . ?
N3 C5 C4 121.7(5) . . ?
N2 C5 C4 120.9(5) . . ?
N1 C6 C7 122.6(5) . . ?
C9 C8 C7 120.0(5) . . ?
C12 C7 C8 119.9(5) . . ?
C12 C7 C6 118.9(5) . . ?
C8 C7 C6 121.2(5) . . ?
C3 C4 C5 118.8(5) . . ?
N3 C1 C2 123.5(6) . . ?
O1 C9 C8 124.7(6) . . ?
O1 C9 C10 115.5(5) . . ?
C8 C9 C10 119.8(6) . . ?
C7 C12 C11 118.7(6) . . ?
C7 C12 S1 120.4(5) . . ?
C11 C12 S1 120.6(5) . . ?
C4 C3 C2 119.7(6) . . ?
C1 C2 C3 118.2(6) . . ?
C11 C10 C9 120.3(6) . . ?
C10 C11 C12 121.2(6) . . ?
C14 C13 S1 110.3(5) . . ?

_refine_diff_density_max         0.623
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.101



