# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# 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_L1
_database_code_depnum_ccdc_archive 'CCDC 1893235'
loop_
_audit_author_name
_audit_author_address
'Prof G Prabusankar'
;IIT Hyderabad
India
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;
_audit_creation_date             2019-10-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C18 H19 N3 Se'
_chemical_formula_sum            'C18 H19 N3 Se'
_chemical_formula_weight         356.33
_chemical_absolute_configuration unk
_chemical_oxdiff_formula         'C20 H20 N3 Se'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Se -0.08110 2.30834 17.00060 5.81960 3.97310 4.35430 2.40980 0.27260 15.23720
43.81630 2.84089994431
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           ' P 2c -2n'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z+1/2
3 -x+1/2,y+1/2,z+1/2
4 x+1/2,-y+1/2,z

_symmetry_Int_Tables_number      33
_cell_length_a                   14.5860(4)
_cell_length_b                   14.6224(4)
_cell_length_c                   7.9425(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1694.00(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1490
_cell_measurement_temperature    293
_cell_measurement_theta_max      29.0226
_cell_measurement_theta_min      2.9127
_exptl_absorpt_coefficient_mu    2.217
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98489
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic whiteish white'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.3971
_exptl_crystal_description       cube
_exptl_crystal_F_000             727.8922
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_unetI/netI     0.0698
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            5934
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         29.09
_diffrn_reflns_theta_min         2.92
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 58.12
_diffrn_measured_fraction_theta_max 0.7210
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -68.00  -42.00   1.0000    2.8500
omega____ theta____ kappa____ phi______ frames
    -      -18.3456  -77.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
  2 omega  -17.00   16.00   1.0000    2.8500
omega____ theta____ kappa____ phi______ frames
    -      -18.3456  -99.0000   60.0000 33

#__ type_ start__ end____ width___ exp.time_
  3 omega   66.00   91.00   1.0000    2.8500
omega____ theta____ kappa____ phi______ frames
    -       20.2206  178.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
  4 omega   -5.00   67.00   1.0000    2.8500
omega____ theta____ kappa____ phi______ frames
    -       20.2206    0.0000 -150.0000 72

#__ type_ start__ end____ width___ exp.time_
  5 omega  -51.00  -15.00   1.0000    2.8500
omega____ theta____ kappa____ phi______ frames
    -       20.2206    0.0000 -150.0000 36
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0116510000
_diffrn_orient_matrix_UB_12      0.0105111000
_diffrn_orient_matrix_UB_13      -0.0845290000
_diffrn_orient_matrix_UB_21      -0.0352248000
_diffrn_orient_matrix_UB_22      0.0295527000
_diffrn_orient_matrix_UB_23      0.0288386000
_diffrn_orient_matrix_UB_31      0.0314379000
_diffrn_orient_matrix_UB_32      0.0369906000
_diffrn_orient_matrix_UB_33      0.0009765000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.550
_reflns_limit_h_max              19
_reflns_limit_h_min              -19
_reflns_limit_k_max              18
_reflns_limit_k_min              -18
_reflns_limit_l_max              10
_reflns_limit_l_min              -9
_reflns_number_gt                2240
_reflns_number_total             3271
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.4538
_refine_diff_density_min         -0.3542
_refine_diff_density_rms         0.0896
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.032(19)
_refine_ls_d_res_high            0.7310
_refine_ls_d_res_low             6.9794
_refine_ls_goodness_of_fit_ref   1.0276
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    30
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3271
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_gt           0.0490
_refine_ls_restrained_S_all      1.0276
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0210P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0693
_refine_ls_wR_factor_ref         0.0848
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C14(H14), C5(H5), C8(H8), C12(H12), C7(H7)
2.b Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c), C18(H18a,H18b,H18c), C16(H16a,H16b,H16c), C9(H9a,H9b,H9c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
Se1 Se -0.72740(3) -0.19747(3) -0.22939(4) 0.06044(18) Uani 1.000000 .
N3 N -0.4724(2) -0.1835(3) -0.4219(5) 0.0464(11) Uani 1.000000 .
C1 C -0.6105(3) -0.2039(3) -0.3157(5) 0.0417(12) Uani 1.000000 .
C2 C -0.5484(3) -0.1371(3) -0.3713(6) 0.0384(11) Uani 1.000000 .
C10 C -0.5977(3) -0.3771(3) -0.3195(6) 0.0383(12) Uani 1.000000 .
C3 C -0.5598(3) -0.0383(3) -0.3915(6) 0.0397(11) Uani 1.000000 .
C4 C -0.6429(3) -0.0043(3) -0.4505(6) 0.0471(13) Uani 1.000000 .
H4 H -0.6922(3) -0.0438(3) -0.4645(6) 0.0566(15) Uiso 1.000000 R
N1 N -0.5642(2) -0.2845(2) -0.3430(4) 0.0403(10) Uani 1.000000 .
C6 C -0.5828(4) 0.1469(4) -0.4633(7) 0.0680(18) Uani 1.000000 .
H6 H -0.5902(4) 0.2086(4) -0.4884(7) 0.082(2) Uiso 1.000000 R
N2 N -0.4798(2) -0.2736(2) -0.4058(5) 0.0465(11) Uani 1.000000 .
C15 C -0.5831(3) -0.4204(3) -0.1688(6) 0.0421(12) Uani 1.000000 .
C14 C -0.6196(3) -0.5079(3) -0.1502(6) 0.0528(14) Uani 1.000000 .
H14 H -0.6091(3) -0.5399(3) -0.0508(6) 0.0633(16) Uiso 1.000000 R
C5 C -0.6531(4) 0.0875(3) -0.4889(7) 0.0609(15) Uani 1.000000 .
H5 H -0.7084(4) 0.1087(3) -0.5323(7) 0.0731(18) Uiso 1.000000 R
C13 C -0.6710(3) -0.5482(3) -0.2761(7) 0.0519(14) Uani 1.000000 .
C17 C -0.7110(3) -0.6431(3) -0.2545(8) 0.0791(18) Uani 1.000000 .
H17a H -0.6684(10) -0.6808(7) -0.194(4) 0.119(3) Uiso 1.000000 GR
H17b H -0.7674(12) -0.6391(4) -0.193(4) 0.119(3) Uiso 1.000000 GR
H17c H -0.723(2) -0.6694(9) -0.3632(8) 0.119(3) Uiso 1.000000 GR
C11 C -0.6468(3) -0.4142(3) -0.4516(6) 0.0425(12) Uani 1.000000 .
C18 C -0.6577(4) -0.3670(4) -0.6175(6) 0.0613(15) Uani 1.000000 .
H18a H -0.691(2) -0.3108(12) -0.6017(8) 0.092(2) Uiso 1.000000 GR
H18b H -0.5983(4) -0.354(2) -0.664(2) 0.092(2) Uiso 1.000000 GR
H18c H -0.691(2) -0.4058(10) -0.6932(14) 0.092(2) Uiso 1.000000 GR
C16 C -0.5277(4) -0.3761(4) -0.0319(6) 0.0654(16) Uani 1.000000 .
H16a H -0.4684(10) -0.360(2) -0.0750(14) 0.098(2) Uiso 1.000000 GR
H16b H -0.5587(13) -0.3221(14) 0.007(3) 0.098(2) Uiso 1.000000 GR
H16c H -0.521(2) -0.4181(9) 0.060(2) 0.098(2) Uiso 1.000000 GR
C8 C -0.4897(3) 0.0238(3) -0.3620(6) 0.0552(14) Uani 1.000000 .
H8 H -0.4346(3) 0.0037(3) -0.3161(6) 0.0663(17) Uiso 1.000000 R
C12 C -0.6832(3) -0.5017(3) -0.4265(6) 0.0487(13) Uani 1.000000 .
H12 H -0.7165(3) -0.5292(3) -0.5126(6) 0.0585(16) Uiso 1.000000 R
C7 C -0.5014(4) 0.1160(3) -0.4008(7) 0.0753(18) Uani 1.000000 .
H7 H -0.4534(4) 0.1568(3) -0.3839(7) 0.090(2) Uiso 1.000000 R
C9 C -0.3858(3) -0.1497(4) -0.4915(7) 0.0625(18) Uani 1.000000 .
H9a H -0.3968(5) -0.0946(13) -0.554(4) 0.094(3) Uiso 1.000000 GR
H9b H -0.3437(8) -0.137(2) -0.4013(7) 0.094(3) Uiso 1.000000 GR
H9c H -0.3600(12) -0.1951(10) -0.565(3) 0.094(3) Uiso 1.000000 GR


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
Se1 C1 1.840(4) . ?
N3 C2 1.361(5) . ?
N3 N2 1.328(5) . ?
N3 C9 1.465(5) . ?
C1 C2 1.404(5) . ?
C1 N1 1.377(5) . ?
C2 C3 1.462(6) . ?
C10 N1 1.451(5) . ?
C10 C15 1.371(5) . ?
C10 C11 1.381(6) . ?
C3 C4 1.391(6) . ?
C3 C8 1.388(6) . ?
C4 C5 1.385(6) . ?
N1 N2 1.338(4) . ?
C6 C5 1.359(7) . ?
C6 C7 1.364(7) . ?
C15 C14 1.394(6) . ?
C15 C16 1.502(6) . ?
C14 C13 1.382(6) . ?
C13 C17 1.515(6) . ?
C13 C12 1.386(6) . ?
C11 C18 1.496(6) . ?
C11 C12 1.399(6) . ?
C8 C7 1.394(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
N2 N3 C2 113.6(3) . . ?
C9 N3 C2 130.2(4) . . ?
C9 N3 N2 116.2(4) . . ?
C2 C1 Se1 132.8(3) . . ?
N1 C1 Se1 123.9(3) . . ?
N1 C1 C2 103.3(3) . . ?
C1 C2 N3 105.7(4) . . ?
C3 C2 N3 123.6(4) . . ?
C3 C2 C1 130.4(4) . . ?
C15 C10 N1 119.4(4) . . ?
C11 C10 N1 116.4(4) . . ?
C11 C10 C15 124.2(4) . . ?
C4 C3 C2 119.3(4) . . ?
C8 C3 C2 122.9(4) . . ?
C8 C3 C4 117.7(4) . . ?
C5 C4 C3 121.0(4) . . ?
C10 N1 C1 127.9(4) . . ?
N2 N1 C1 114.1(3) . . ?
N2 N1 C10 118.0(4) . . ?
C7 C6 C5 120.0(5) . . ?
N1 N2 N3 103.2(3) . . ?
C14 C15 C10 117.3(4) . . ?
C16 C15 C10 121.1(4) . . ?
C16 C15 C14 121.6(4) . . ?
C13 C14 C15 121.4(4) . . ?
C6 C5 C4 120.3(5) . . ?
C17 C13 C14 121.2(5) . . ?
C12 C13 C14 119.0(4) . . ?
C12 C13 C17 119.8(5) . . ?
C18 C11 C10 122.8(4) . . ?
C12 C11 C10 116.6(4) . . ?
C12 C11 C18 120.5(4) . . ?
C7 C8 C3 120.3(5) . . ?
C11 C12 C13 121.5(5) . . ?
C8 C7 C6 120.6(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_L3
_database_code_depnum_ccdc_archive 'CCDC 1893236'
loop_
_audit_author_name
_audit_author_address
'Dr Prabusankar Ganesan'
;Indian Institute of Technology Hyderabad
India
;
_audit_update_record             
;
2019-11-13 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;
_audit_creation_date             2019-11-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C16 H15 N3 Se'
_chemical_formula_sum            'C16 H15 N3 Se'
_chemical_formula_weight         328.28
_chemical_oxdiff_formula         'C15 H15 N4 Se'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Se -0.79210 1.18296 17.00060 5.81960 3.97310 4.35430 2.40980 0.27260 15.23720
43.81630 2.84089994431
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   11.1018(3)
_cell_length_b                   7.9784(2)
_cell_length_c                   16.7114(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.665(3)
_cell_angle_gamma                90
_cell_volume                     1478.61(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2870
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.6660
_cell_measurement_theta_min      3.9829
_exptl_absorpt_coefficient_mu    3.373
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42094
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic whiteish white'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.4746
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             662.3100
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            4733
_diffrn_reflns_theta_full        70.8019
_diffrn_reflns_theta_max         70.80
_diffrn_reflns_theta_min         3.99
_diffrn_ambient_temperature      293.0
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9252
_diffrn_measured_fraction_theta_max 0.9252
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -74.00  -14.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -50.0000  120.0000 60

#__ type_ start__ end____ width___ exp.time_
  2 omega  -33.00   -2.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  125.0000   60.0000 31

#__ type_ start__ end____ width___ exp.time_
  3 omega  -27.00    3.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   57.0000  -90.0000 30

#__ type_ start__ end____ width___ exp.time_
  4 omega  -98.00  -57.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -63.0000  -90.0000 41

#__ type_ start__ end____ width___ exp.time_
  5 omega   23.00  109.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000 -150.0000 86

#__ type_ start__ end____ width___ exp.time_
  6 omega   33.00  100.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   38.0000  -30.0000 67

#__ type_ start__ end____ width___ exp.time_
  7 omega   65.00  119.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000   30.0000 54

#__ type_ start__ end____ width___ exp.time_
  8 omega   41.00   87.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000   30.0000 46

#__ type_ start__ end____ width___ exp.time_
  9 omega   42.00   93.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -120.0000 51

#__ type_ start__ end____ width___ exp.time_
 10 omega   99.00  140.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -91.0000   90.0000 41

#__ type_ start__ end____ width___ exp.time_
 11 omega   73.00  112.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   90.0000 39

#__ type_ start__ end____ width___ exp.time_
 12 omega   50.00  113.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -90.0000 63

#__ type_ start__ end____ width___ exp.time_
 13 omega   58.00   93.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000  120.0000 35

#__ type_ start__ end____ width___ exp.time_
 14 omega   40.00   92.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000 -180.0000 52

#__ type_ start__ end____ width___ exp.time_
 15 omega   37.00   88.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000   90.0000 51

#__ type_ start__ end____ width___ exp.time_
 16 omega   43.00   68.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -91.0000   90.0000 25
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0509035000
_diffrn_orient_matrix_UB_12      0.0530837000
_diffrn_orient_matrix_UB_13      0.0803998000
_diffrn_orient_matrix_UB_21      0.1273960000
_diffrn_orient_matrix_UB_22      -0.0108883000
_diffrn_orient_matrix_UB_23      0.0402668000
_diffrn_orient_matrix_UB_31      0.0219715000
_diffrn_orient_matrix_UB_32      0.1853692000
_diffrn_orient_matrix_UB_33      -0.0206101000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                2125
_reflns_number_total             2633
_reflns_odcompleteness_completeness 93.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.5373
_refine_diff_density_min         -1.4744
_refine_diff_density_rms         0.1071
_refine_ls_d_res_high            0.8163
_refine_ls_d_res_low             11.0898
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.1782
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    27
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2633
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0763
_refine_ls_R_factor_gt           0.0617
_refine_ls_restrained_S_all      1.1782
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2073
_refine_ls_wR_factor_ref         0.2785
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10a,H10b)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C9(H9), C13(H13), C7(H7), C8(H8), C15(H15), C6(H6), C12(H12), C14(H14)
2.d Idealised Me refined as rotating group:
 C3(H3a,H3b,H3c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
Se1 Se -0.21011(6) 0.36194(7) 0.41269(4) 0.0805(5) Uani 1.000000 .
N2 N -0.1273(4) -0.1291(4) 0.4373(2) 0.0593(10) Uani 1.000000 .
N3 N -0.0326(4) -0.0772(5) 0.4007(2) 0.0562(9) Uani 1.000000 .
C11 C -0.4038(5) -0.0842(6) 0.4271(3) 0.0592(11) Uani 1.000000 .
C5 C 0.1108(5) 0.3244(6) 0.3845(3) 0.0624(11) Uani 1.000000 .
H5 H 0.0783(5) 0.3634(6) 0.4313(3) 0.0748(13) Uiso 1.000000 R
C3 C 0.0613(5) -0.2014(6) 0.3848(3) 0.0685(13) Uani 1.000000 .
H3a H 0.054(3) -0.295(3) 0.4204(18) 0.1027(19) Uiso 1.000000 GR
H3b H 0.051(2) -0.239(4) 0.3303(8) 0.1027(19) Uiso 1.000000 GR
H3c H 0.1393(5) -0.1509(17) 0.393(3) 0.1027(19) Uiso 1.000000 GR
N1 N -0.1930(3) 0.0084(5) 0.4437(2) 0.0560(9) Uani 1.000000 .
C16 C -0.4709(5) 0.0123(7) 0.3730(3) 0.0747(14) Uani 1.000000 .
H16 H -0.4239(5) 0.0756(7) 0.3468(3) 0.0896(17) Uiso 1.000000 R
C4 C 0.0649(4) 0.1810(6) 0.3476(2) 0.0553(10) Uani 1.000000 .
C2 C -0.0346(4) 0.0899(5) 0.3846(2) 0.0542(10) Uani 1.000000 .
C1 C -0.1448(5) 0.1499(5) 0.4127(3) 0.0585(11) Uani 1.000000 .
C10 C -0.3108(5) -0.0067(6) 0.4826(3) 0.0652(12) Uani 1.000000 .
H10a H -0.3377(5) 0.1036(6) 0.4984(3) 0.0782(14) Uiso 1.000000 R
H10b H -0.3005(5) -0.0748(6) 0.5305(3) 0.0782(14) Uiso 1.000000 R
C9 C 0.1105(6) 0.1249(6) 0.2757(3) 0.0684(14) Uani 1.000000 .
H9 H 0.0797(6) 0.0287(6) 0.2509(3) 0.0821(17) Uiso 1.000000 R
C13 C -0.5100(7) -0.3279(8) 0.3775(5) 0.0929(19) Uani 1.000000 .
H13 H -0.5242(7) -0.4427(8) 0.3798(5) 0.111(2) Uiso 1.000000 R
C7 C 0.2499(6) 0.3558(6) 0.2800(4) 0.0796(16) Uani 1.000000 .
H7 H 0.3121(6) 0.4144(6) 0.2572(4) 0.0955(19) Uiso 1.000000 R
C8 C 0.2015(5) 0.2139(7) 0.2425(3) 0.0728(14) Uani 1.000000 .
H8 H 0.2312(5) 0.1788(7) 0.1941(3) 0.0874(16) Uiso 1.000000 R
C15 C -0.5571(6) -0.0629(9) 0.3203(3) 0.0858(17) Uani 1.000000 .
H15 H -0.6017(6) 0.0020(9) 0.2834(3) 0.103(2) Uiso 1.000000 R
C6 C 0.2052(5) 0.4095(6) 0.3515(4) 0.0736(14) Uani 1.000000 .
H6 H 0.2386(5) 0.5028(6) 0.3774(4) 0.0883(16) Uiso 1.000000 R
C12 C -0.4238(5) -0.2560(6) 0.4284(4) 0.0724(13) Uani 1.000000 .
H12 H -0.3786(5) -0.3231(6) 0.4641(4) 0.0868(16) Uiso 1.000000 R
C14 C -0.5749(6) -0.2309(9) 0.3236(4) 0.0895(18) Uani 1.000000 .
H14 H -0.6320(6) -0.2808(9) 0.2888(4) 0.107(2) Uiso 1.000000 R


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
Se1 C1 1.841(4) . ?
N2 N3 1.307(6) . ?
N2 N1 1.324(5) . ?
N3 C3 1.471(6) . ?
N3 C2 1.360(5) . ?
C11 C16 1.379(8) . ?
C11 C10 1.489(7) . ?
C11 C12 1.389(6) . ?
C5 C4 1.386(7) . ?
C5 C6 1.384(7) . ?
N1 C1 1.362(6) . ?
N1 C10 1.492(6) . ?
C16 C15 1.405(9) . ?
C4 C2 1.481(6) . ?
C4 C9 1.398(6) . ?
C2 C1 1.415(7) . ?
C9 C8 1.374(8) . ?
C13 C12 1.376(9) . ?
C13 C14 1.367(11) . ?
C7 C8 1.390(9) . ?
C7 C6 1.382(8) . ?
C15 C14 1.356(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
N1 N2 N3 103.5(3) . . ?
C3 N3 N2 117.6(4) . . ?
C2 N3 N2 113.4(4) . . ?
C2 N3 C3 129.0(4) . . ?
C10 C11 C16 120.9(5) . . ?
C12 C11 C16 118.6(5) . . ?
C12 C11 C10 120.5(5) . . ?
C6 C5 C4 119.8(4) . . ?
C1 N1 N2 115.3(4) . . ?
C10 N1 N2 117.8(4) . . ?
C10 N1 C1 126.9(4) . . ?
C15 C16 C11 120.3(5) . . ?
C2 C4 C5 119.0(4) . . ?
C9 C4 C5 120.4(4) . . ?
C9 C4 C2 120.5(4) . . ?
C4 C2 N3 123.9(4) . . ?
C1 C2 N3 105.8(4) . . ?
C1 C2 C4 130.2(4) . . ?
N1 C1 Se1 126.9(4) . . ?
C2 C1 Se1 131.1(3) . . ?
C2 C1 N1 102.0(4) . . ?
N1 C10 C11 111.0(3) . . ?
C8 C9 C4 119.0(5) . . ?
C14 C13 C12 120.1(6) . . ?
C6 C7 C8 119.7(5) . . ?
C7 C8 C9 121.0(5) . . ?
C14 C15 C16 119.5(6) . . ?
C7 C6 C5 120.1(5) . . ?
C13 C12 C11 120.6(6) . . ?
C15 C14 C13 120.9(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1893238'
loop_
_audit_author_name
_audit_author_address
'Prof G Prabusankar'
;IIT Hyderabad
India
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;
_audit_creation_date             2019-10-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C19 H23 Br2 N3 O S Zn'
_chemical_formula_sum            'C19 H23 Br2 N3 O S Zn'
_chemical_formula_weight         566.68
_chemical_oxdiff_formula         'C26 H20 N3 Se Zn Br2'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Zn 0.31207 1.46666 14.07430 7.03180 5.16520 2.41000 3.26550 0.23330 10.31630
58.70970 1.30410003662
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Br -0.28346 2.55990 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2ybc (x-z,y,z)'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   11.3268(7)
_cell_length_b                   14.1364(8)
_cell_length_c                   15.1166(8)
_cell_angle_alpha                90
_cell_angle_beta                 105.480(6)
_cell_angle_gamma                90
_cell_volume                     2332.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2463
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.9744
_cell_measurement_theta_min      2.9125
_exptl_absorpt_coefficient_mu    4.581
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61618
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.6135
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             1127.9437
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0746
_diffrn_reflns_av_unetI/netI     0.1468
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10469
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         29.04
_diffrn_reflns_theta_min         2.98
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9978
_diffrn_measured_fraction_theta_max 0.8568
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -21.00    9.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -      -18.3456  -77.0000 -120.0000 30

#__ type_ start__ end____ width___ exp.time_
  2 omega   59.00   89.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -       20.2206   57.0000  -30.0000 30

#__ type_ start__ end____ width___ exp.time_
  3 omega   35.00   76.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -       20.2206   57.0000   90.0000 41

#__ type_ start__ end____ width___ exp.time_
  4 omega   45.00   84.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -       20.2206   57.0000  -60.0000 39

#__ type_ start__ end____ width___ exp.time_
  5 omega   56.00   91.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -       20.2206   77.0000    0.0000 35

#__ type_ start__ end____ width___ exp.time_
  6 omega   35.00   99.00   1.0000    3.8800
omega____ theta____ kappa____ phi______ frames
    -       20.2206 -178.0000  -60.0000 64
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0522236000
_diffrn_orient_matrix_UB_12      -0.0039052000
_diffrn_orient_matrix_UB_13      0.0380912000
_diffrn_orient_matrix_UB_21      0.0383007000
_diffrn_orient_matrix_UB_22      -0.0014556000
_diffrn_orient_matrix_UB_23      -0.0302521000
_diffrn_orient_matrix_UB_31      0.0051484000
_diffrn_orient_matrix_UB_32      0.0499973000
_diffrn_orient_matrix_UB_33      0.0021216000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -15
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              -9
_reflns_number_gt                2551
_reflns_number_total             5350
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.4082
_refine_diff_density_min         -1.2365
_refine_diff_density_rms         0.2890
_refine_ls_d_res_high            0.7321
_refine_ls_d_res_low             6.8255
_refine_ls_goodness_of_fit_ref   0.9042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    35
_refine_ls_number_parameters     251
_refine_ls_number_reflns         5350
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1345
_refine_ls_R_factor_gt           0.0586
_refine_ls_restrained_S_all      0.9040
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0274P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0912
_refine_ls_wR_factor_ref         0.1278
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O1-H1
 0.85 with sigma of 0.01
 C19-H1
 1.880605 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C9(H9), C14(H14), C8(H8), C5(H5), C7(H7), C6(H6)
3.b Idealised Me refined as rotating group:
 C16(H16a,H16b,H16c), C3(H3a,H3b,H3c), C18(H18a,H18b,H18c), C17(H17a,H17b,
 H17c), C19(H19a,H19b,H19c)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
Zn1 Zn 0.19548(7) 0.35481(5) 0.06781(5) 0.0460(2) Uani 1.000000 .
Br2 Br 0.23861(8) 0.24618(5) 0.18914(5) 0.0638(3) Uani 1.000000 .
Br1 Br 0.00126(8) 0.33814(5) -0.04130(5) 0.0725(3) Uani 1.000000 .
S1 S 0.35784(17) 0.37443(11) 0.00229(10) 0.0471(4) Uani 1.000000 .
N1 N 0.5094(5) 0.2227(3) 0.0568(3) 0.0388(12) Uani 1.000000 .
N2 N 0.6012(5) 0.2447(3) 0.1942(3) 0.0406(13) Uani 1.000000 .
C2 C 0.5296(6) 0.3225(4) 0.1691(4) 0.0379(15) Uani 1.000000 .
N4 N 0.5930(5) 0.1826(3) 0.1269(3) 0.0434(13) Uani 1.000000 .
C1 C 0.4662(6) 0.3079(4) 0.0779(4) 0.0398(15) Uani 1.000000 .
C10 C 0.4787(6) 0.1750(4) -0.0322(4) 0.0410(15) Uani 1.000000 .
C11 C 0.3938(7) 0.1051(4) -0.0487(4) 0.0447(17) Uani 1.000000 .
C16 C 0.3335(7) 0.0700(5) 0.0230(4) 0.0579(19) Uani 1.000000 .
H16a H 0.3916(12) 0.034(3) 0.0685(16) 0.087(3) Uiso 1.000000 GR
H16b H 0.306(4) 0.1229(5) 0.052(2) 0.087(3) Uiso 1.000000 GR
H16c H 0.265(2) 0.030(3) -0.0056(6) 0.087(3) Uiso 1.000000 GR
C4 C 0.5290(6) 0.4013(4) 0.2319(4) 0.0409(15) Uani 1.000000 .
C3 C 0.6865(7) 0.2194(5) 0.2834(4) 0.059(2) Uani 1.000000 .
H3a H 0.728(3) 0.2751(7) 0.3117(13) 0.089(3) Uiso 1.000000 GR
H3b H 0.6414(8) 0.192(3) 0.3226(11) 0.089(3) Uiso 1.000000 GR
H3c H 0.745(2) 0.174(2) 0.2737(5) 0.089(3) Uiso 1.000000 GR
C12 C 0.3628(6) 0.0645(4) -0.1359(4) 0.0453(16) Uani 1.000000 .
H12 H 0.3052(6) 0.0161(4) -0.1492(4) 0.0544(19) Uiso 1.000000 R
C9 C 0.5416(7) 0.4931(4) 0.2029(4) 0.0529(18) Uani 1.000000 .
H9 H 0.5514(7) 0.5040(4) 0.1446(4) 0.063(2) Uiso 1.000000 R
C15 C 0.5401(6) 0.2071(4) -0.0945(4) 0.0487(17) Uani 1.000000 .
C13 C 0.4164(7) 0.0952(4) -0.2032(4) 0.0497(18) Uani 1.000000 .
C14 C 0.5048(7) 0.1647(5) -0.1808(4) 0.0550(18) Uani 1.000000 .
H14 H 0.5426(7) 0.1841(5) -0.2253(4) 0.066(2) Uiso 1.000000 R
C8 C 0.5396(7) 0.5685(5) 0.2610(6) 0.066(2) Uani 1.000000 .
H8 H 0.5477(7) 0.6299(5) 0.2413(6) 0.080(3) Uiso 1.000000 R
C18 C 0.6401(8) 0.2808(5) -0.0710(5) 0.077(3) Uani 1.000000 .
H18a H 0.6061(11) 0.3401(9) -0.059(3) 0.116(4) Uiso 1.000000 GR
H18b H 0.702(2) 0.2611(16) -0.017(2) 0.116(4) Uiso 1.000000 GR
H18c H 0.676(3) 0.288(3) -0.1216(14) 0.116(4) Uiso 1.000000 GR
C17 C 0.3766(7) 0.0555(5) -0.2997(4) 0.076(2) Uani 1.000000 .
H17a H 0.417(4) -0.0038(18) -0.3018(9) 0.114(4) Uiso 1.000000 GR
H17b H 0.2895(9) 0.046(3) -0.3170(13) 0.114(4) Uiso 1.000000 GR
H17c H 0.398(4) 0.0991(17) -0.3416(6) 0.114(4) Uiso 1.000000 GR
C5 C 0.5131(7) 0.3870(5) 0.3187(4) 0.058(2) Uani 1.000000 .
H5 H 0.5024(7) 0.3261(5) 0.3386(4) 0.070(2) Uiso 1.000000 R
C7 C 0.5257(8) 0.5532(5) 0.3483(6) 0.080(3) Uani 1.000000 .
H7 H 0.5249(8) 0.6038(5) 0.3875(6) 0.096(3) Uiso 1.000000 R
C6 C 0.5133(8) 0.4637(6) 0.3754(5) 0.073(2) Uani 1.000000 .
H6 H 0.5046(8) 0.4533(6) 0.4341(5) 0.087(3) Uiso 1.000000 R
O1 O 0.1632(6) 0.4792(3) 0.1242(3) 0.0792(17) Uani 1.000000 D
H1 H 0.119(7) 0.520(3) 0.091(2) 0.119(3) Uiso 1.000000 DR
C19 C 0.2110(7) 0.5097(5) 0.2153(5) 0.081(3) Uani 1.000000 D
H19a H 0.275(3) 0.555(3) 0.2178(7) 0.121(4) Uiso 1.000000 GR
H19b H 0.1470(12) 0.538(3) 0.2369(13) 0.121(4) Uiso 1.000000 GR
H19c H 0.244(5) 0.4566(7) 0.2534(8) 0.121(4) Uiso 1.000000 GR


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
Zn1 Br2 2.3413(9) . ?
Zn1 Br1 2.3830(11) . ?
Zn1 S1 2.3264(18) . ?
Zn1 O1 2.029(4) . ?
S1 C1 1.717(6) . ?
N1 N4 1.342(6) . ?
N1 C1 1.369(7) . ?
N1 C10 1.461(6) . ?
N2 C2 1.359(7) . ?
N2 N4 1.328(6) . ?
N2 C3 1.478(7) . ?
C2 C1 1.389(8) . ?
C2 C4 1.465(7) . ?
C10 C11 1.356(8) . ?
C10 C15 1.388(7) . ?
C11 C16 1.511(7) . ?
C11 C12 1.393(7) . ?
C4 C9 1.390(7) . ?
C4 C5 1.386(7) . ?
C12 C13 1.386(8) . ?
C9 C8 1.385(8) . ?
C15 C14 1.395(8) . ?
C15 C18 1.509(9) . ?
C13 C14 1.378(9) . ?
C13 C17 1.515(8) . ?
C8 C7 1.388(9) . ?
C5 C6 1.382(8) . ?
C7 C6 1.349(9) . ?
O1 C19 1.407(7) . ?

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 116.00(4) . . ?
S1 Zn1 Br2 112.85(5) . . ?
S1 Zn1 Br1 113.94(5) . . ?
O1 Zn1 Br2 105.23(14) . . ?
O1 Zn1 Br1 98.03(17) . . ?
O1 Zn1 S1 109.1(2) . . ?
C1 S1 Zn1 99.05(19) . . ?
C1 N1 N4 114.1(5) . . ?
C10 N1 N4 118.4(5) . . ?
C10 N1 C1 127.4(5) . . ?
N4 N2 C2 113.9(5) . . ?
C3 N2 C2 130.3(5) . . ?
C3 N2 N4 115.7(5) . . ?
C1 C2 N2 105.6(5) . . ?
C4 C2 N2 122.7(5) . . ?
C4 C2 C1 131.7(5) . . ?
N2 N4 N1 102.5(4) . . ?
N1 C1 S1 124.3(4) . . ?
C2 C1 S1 131.8(5) . . ?
C2 C1 N1 103.8(5) . . ?
C11 C10 N1 119.3(5) . . ?
C15 C10 N1 115.8(5) . . ?
C15 C10 C11 124.9(5) . . ?
C16 C11 C10 122.8(5) . . ?
C12 C11 C10 117.5(5) . . ?
C12 C11 C16 119.7(6) . . ?
C9 C4 C2 119.2(5) . . ?
C5 C4 C2 121.8(5) . . ?
C5 C4 C9 119.0(6) . . ?
C13 C12 C11 121.1(6) . . ?
C8 C9 C4 119.9(6) . . ?
C14 C15 C10 115.1(6) . . ?
C18 C15 C10 123.1(6) . . ?
C18 C15 C14 121.8(5) . . ?
C14 C13 C12 118.3(5) . . ?
C17 C13 C12 121.0(6) . . ?
C17 C13 C14 120.7(6) . . ?
C13 C14 C15 123.0(6) . . ?
C7 C8 C9 120.5(6) . . ?
C6 C5 C4 119.6(6) . . ?
C6 C7 C8 118.9(7) . . ?
C7 C6 C5 122.1(7) . . ?
C19 O1 Zn1 127.7(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
O1 H1 1 0.8500 0.0100 0.0041
C19 H1 1 1.8806 0.0200 -0.0212

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1893242'
loop_
_audit_author_name
_audit_author_address
'Prof G Prabusankar'
;IIT Hyderabad
India
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;
_audit_creation_date             2019-10-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C19 H23 Cl2 N3 O Se Zn'
_chemical_formula_sum            'C19 H23 Cl2 N3 O Se Zn'
_chemical_formula_weight         524.67
_chemical_oxdiff_formula         'C26 H20 N4 Se Zn Cl2'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Zn 0.31207 1.46666 14.07430 7.03180 5.16520 2.41000 3.26550 0.23330 10.31630
58.70970 1.30410003662
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Se -0.08110 2.30834 17.00060 5.81960 3.97310 4.35430 2.40980 0.27260 15.23720
43.81630 2.84089994431
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2ybc (x-z,y,z)'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   11.2044(3)
_cell_length_b                   13.7372(3)
_cell_length_c                   15.1908(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.509(3)
_cell_angle_gamma                90
_cell_volume                     2263.58(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2682
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.9211
_cell_measurement_theta_min      2.9256
_exptl_absorpt_coefficient_mu    2.943
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93207
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.5395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             1058.3988
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_unetI/netI     0.0727
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11099
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         28.98
_diffrn_reflns_theta_min         2.97
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9985
_diffrn_measured_fraction_theta_max 0.8686
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -20.00   12.00   1.0000    4.8600
omega____ theta____ kappa____ phi______ frames
    -      -18.3456  -77.0000 -180.0000 32

#__ type_ start__ end____ width___ exp.time_
  2 omega  -43.00    0.00   1.0000    4.8600
omega____ theta____ kappa____ phi______ frames
    -      -18.3456  -57.0000   60.0000 43

#__ type_ start__ end____ width___ exp.time_
  3 omega  -26.00   18.00   1.0000    4.8600
omega____ theta____ kappa____ phi______ frames
    -      -18.3456   57.0000   90.0000 44

#__ type_ start__ end____ width___ exp.time_
  4 omega  -49.00   40.00   1.0000    4.8600
omega____ theta____ kappa____ phi______ frames
    -       20.2206  -57.0000  -90.0000 89

#__ type_ start__ end____ width___ exp.time_
  5 omega   35.00   89.00   1.0000    4.8600
omega____ theta____ kappa____ phi______ frames
    -       20.2206   57.0000   60.0000 54
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0379989000
_diffrn_orient_matrix_UB_12      0.0420272000
_diffrn_orient_matrix_UB_13      0.0070564000
_diffrn_orient_matrix_UB_21      -0.0530370000
_diffrn_orient_matrix_UB_22      0.0299084000
_diffrn_orient_matrix_UB_23      -0.0135565000
_diffrn_orient_matrix_UB_31      -0.0042857000
_diffrn_orient_matrix_UB_32      0.0024008000
_diffrn_orient_matrix_UB_33      0.0457485000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -15
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              -9
_reflns_number_gt                3394
_reflns_number_total             5224
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.7414
_refine_diff_density_min         -0.6907
_refine_diff_density_rms         0.1584
_refine_ls_d_res_high            0.7333
_refine_ls_d_res_low             6.8686
_refine_ls_goodness_of_fit_ref   1.0377
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    35
_refine_ls_number_parameters     251
_refine_ls_number_reflns         5224
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0839
_refine_ls_R_factor_gt           0.0454
_refine_ls_restrained_S_all      1.0374
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0200P)²+0.5790P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0742
_refine_ls_wR_factor_ref         0.0935
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O1-H1
 0.85 with sigma of 0.01
 C19-H1
 1.917371 with sigma of 0.02
 Zn1-H1
 2.625236 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C5(H5), C9(H9), C8(H8), C6(H6), C14(H14), C7(H7)
3.b Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c), C18(H18a,H18b,H18c), C16(H16a,H16b,H16c), C19(H19a,H19b,
 H19c), C3(H3a,H3b,H3c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
Se1 Se 0.35255(4) 0.10962(3) 0.50132(3) 0.04432(13) Uani 1.000000 .
Zn1 Zn 0.18161(4) 0.14094(3) 0.56989(3) 0.04322(14) Uani 1.000000 D
Cl1 Cl 0.22726(11) 0.24497(8) 0.68437(7) 0.0578(3) Uani 1.000000 .
Cl2 Cl 0.00036(11) 0.16597(9) 0.46754(9) 0.0689(4) Uani 1.000000 .
C2 C 0.5247(3) 0.1766(3) 0.6738(2) 0.0355(9) Uani 1.000000 .
N2 N 0.5877(3) 0.3189(2) 0.6291(2) 0.0459(9) Uani 1.000000 .
N3 N 0.5941(3) 0.2575(2) 0.6971(2) 0.0408(8) Uani 1.000000 .
C1 C 0.4673(3) 0.1878(3) 0.5824(2) 0.0357(9) Uani 1.000000 .
N1 N 0.5088(3) 0.2749(2) 0.5596(2) 0.0392(8) Uani 1.000000 .
C4 C 0.5193(4) 0.0967(3) 0.7368(3) 0.0388(9) Uani 1.000000 .
C12 C 0.3572(4) 0.4301(3) 0.3655(3) 0.0458(10) Uani 1.000000 .
H12 H 0.2961(4) 0.4775(3) 0.3511(3) 0.0549(13) Uiso 1.000000 R
C10 C 0.4800(4) 0.3216(3) 0.4715(2) 0.0386(9) Uani 1.000000 .
C11 C 0.3887(4) 0.3923(3) 0.4527(3) 0.0413(10) Uani 1.000000 .
C15 C 0.5437(4) 0.2919(3) 0.4086(3) 0.0463(11) Uani 1.000000 .
C5 C 0.5391(4) 0.0019(3) 0.7138(3) 0.0467(10) Uani 1.000000 .
H5 H 0.5559(4) -0.0112(3) 0.6580(3) 0.0561(12) Uiso 1.000000 R
C9 C 0.4937(4) 0.1146(3) 0.8200(3) 0.0545(12) Uani 1.000000 .
H9 H 0.4787(4) 0.1779(3) 0.8361(3) 0.0654(14) Uiso 1.000000 R
C8 C 0.4905(5) 0.0390(4) 0.8787(3) 0.0679(14) Uani 1.000000 .
H8 H 0.4754(5) 0.0519(4) 0.9350(3) 0.0814(17) Uiso 1.000000 R
C6 C 0.5344(4) -0.0735(3) 0.7728(3) 0.0609(13) Uani 1.000000 .
H6 H 0.5481(4) -0.1371(3) 0.7568(3) 0.0731(15) Uiso 1.000000 R
C13 C 0.4137(4) 0.3996(3) 0.2990(3) 0.0466(11) Uani 1.000000 .
C14 C 0.5085(4) 0.3316(3) 0.3229(3) 0.0501(11) Uani 1.000000 .
H14 H 0.5493(4) 0.3124(3) 0.2795(3) 0.0601(14) Uiso 1.000000 R
C17 C 0.3708(5) 0.4366(4) 0.2022(3) 0.0756(16) Uani 1.000000 .
H17a H 0.2835(7) 0.427(2) 0.1807(8) 0.113(2) Uiso 1.000000 GR
H17b H 0.389(3) 0.5047(7) 0.2007(5) 0.113(2) Uiso 1.000000 GR
H17c H 0.412(2) 0.4015(17) 0.1641(5) 0.113(2) Uiso 1.000000 GR
C18 C 0.3246(4) 0.4272(3) 0.5239(3) 0.0589(13) Uani 1.000000 .
H18a H 0.3824(8) 0.4614(19) 0.5710(11) 0.0884(19) Uiso 1.000000 GR
H18b H 0.2580(18) 0.4699(18) 0.4961(5) 0.0884(19) Uiso 1.000000 GR
H18c H 0.293(2) 0.3722(4) 0.5496(15) 0.0884(19) Uiso 1.000000 GR
C16 C 0.6477(4) 0.2184(4) 0.4332(3) 0.0699(15) Uani 1.000000 .
H16a H 0.7083(14) 0.2406(11) 0.4859(13) 0.105(2) Uiso 1.000000 GR
H16b H 0.6155(6) 0.1567(6) 0.446(2) 0.105(2) Uiso 1.000000 GR
H16c H 0.6850(19) 0.2113(17) 0.3832(9) 0.105(2) Uiso 1.000000 GR
C7 C 0.5092(5) -0.0546(4) 0.8553(3) 0.0699(14) Uani 1.000000 .
H7 H 0.5049(5) -0.1054(4) 0.8949(3) 0.0839(17) Uiso 1.000000 R
O1 O 0.1390(3) 0.0149(2) 0.6251(2) 0.0664(9) Uani 1.000000 D
H1 H 0.098(4) -0.0311(16) 0.5926(14) 0.0996(14) Uiso 1.000000 DR
C19 C 0.1966(5) -0.0209(4) 0.7125(3) 0.0773(16) Uani 1.000000 D
H19a H 0.262(2) -0.0640(19) 0.7086(5) 0.116(2) Uiso 1.000000 GR
H19b H 0.229(3) 0.0326(4) 0.7520(7) 0.116(2) Uiso 1.000000 GR
H19c H 0.1373(9) -0.056(2) 0.7365(10) 0.116(2) Uiso 1.000000 GR
C3 C 0.6760(4) 0.2848(3) 0.7856(3) 0.0571(12) Uani 1.000000 .
H3a H 0.6276(5) 0.3111(18) 0.8240(7) 0.0857(18) Uiso 1.000000 GR
H3b H 0.7195(18) 0.2282(5) 0.8139(8) 0.0857(18) Uiso 1.000000 GR
H3c H 0.7340(16) 0.3328(15) 0.7766(3) 0.0857(18) Uiso 1.000000 GR


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
Se1 Zn1 2.4367(6) . ?
Se1 C1 1.879(4) . ?
Zn1 Cl1 2.2097(11) . ?
Zn1 Cl2 2.2534(13) . ?
Zn1 O1 2.032(3) . ?
C2 N3 1.352(4) . ?
C2 C1 1.385(5) . ?
C2 C4 1.467(5) . ?
N2 N3 1.320(4) . ?
N2 N1 1.339(4) . ?
N3 C3 1.474(5) . ?
C1 N1 1.360(5) . ?
N1 C10 1.446(4) . ?
C4 C5 1.381(5) . ?
C4 C9 1.386(5) . ?
C12 C11 1.383(5) . ?
C12 C13 1.386(5) . ?
C10 C11 1.388(5) . ?
C10 C15 1.389(5) . ?
C11 C18 1.518(5) . ?
C15 C14 1.376(5) . ?
C15 C16 1.516(6) . ?
C5 C6 1.380(5) . ?
C9 C8 1.375(6) . ?
C8 C7 1.364(6) . ?
C6 C7 1.377(6) . ?
C13 C14 1.392(5) . ?
C13 C17 1.515(5) . ?
O1 C19 1.412(5) . ?

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
C1 Se1 Zn1 95.78(10) . . ?
Cl1 Zn1 Se1 113.51(4) . . ?
Cl2 Zn1 Se1 113.64(4) . . ?
Cl2 Zn1 Cl1 115.80(5) . . ?
O1 Zn1 Se1 108.46(10) . . ?
O1 Zn1 Cl1 104.99(10) . . ?
O1 Zn1 Cl2 98.66(10) . . ?
C1 C2 N3 105.2(3) . . ?
C4 C2 N3 124.1(3) . . ?
C4 C2 C1 130.7(4) . . ?
N1 N2 N3 103.0(3) . . ?
N2 N3 C2 113.9(3) . . ?
C3 N3 C2 129.2(3) . . ?
C3 N3 N2 116.8(3) . . ?
C2 C1 Se1 131.6(3) . . ?
N1 C1 Se1 123.9(3) . . ?
N1 C1 C2 104.5(3) . . ?
C1 N1 N2 113.3(3) . . ?
C10 N1 N2 118.7(3) . . ?
C10 N1 C1 128.0(3) . . ?
C5 C4 C2 120.3(3) . . ?
C9 C4 C2 120.9(4) . . ?
C9 C4 C5 118.8(4) . . ?
C13 C12 C11 122.1(4) . . ?
C11 C10 N1 118.9(3) . . ?
C15 C10 N1 118.2(4) . . ?
C15 C10 C11 122.9(4) . . ?
C10 C11 C12 117.3(3) . . ?
C18 C11 C12 120.7(4) . . ?
C18 C11 C10 122.1(4) . . ?
C14 C15 C10 117.4(4) . . ?
C16 C15 C10 121.4(4) . . ?
C16 C15 C14 121.2(4) . . ?
C6 C5 C4 120.5(4) . . ?
C8 C9 C4 120.1(4) . . ?
C7 C8 C9 120.9(4) . . ?
C7 C6 C5 120.0(4) . . ?
C14 C13 C12 118.1(4) . . ?
C17 C13 C12 120.9(4) . . ?
C17 C13 C14 120.9(4) . . ?
C13 C14 C15 122.1(4) . . ?
C6 C7 C8 119.6(4) . . ?
C19 O1 Zn1 125.8(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
Zn1 H1 1 2.6252 0.0200 0.0275
O1 H1 1 0.8500 0.0100 -0.0106
C19 H1 1 1.9174 0.0200 0.0321

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1893239'
loop_
_audit_author_name
_audit_author_address
'Dr Prabusankar Ganesan'
;Indian Institute of Technology Hyderabad
India
;
_audit_update_record             
;
2019-11-13 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;
_audit_creation_date             2019-11-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C32 H30 Br4 N6 Se2 Zn2, C6 H6'
_chemical_formula_sum            'C38 H36 Br4 N6 Se2 Zn2'
_chemical_formula_weight         1185.07
_chemical_oxdiff_formula         'C20 H20 N4 Se Zn Br'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Zn 0.31207 1.46666 14.07430 7.03180 5.16520 2.41000 3.26550 0.23330 10.31630
58.70970 1.30410003662
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Br -0.28346 2.55990 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Se -0.08110 2.30834 17.00060 5.81960 3.97310 4.35430 2.40980 0.27260 15.23720
43.81630 2.84089994431
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   7.5364(5)
_cell_length_b                   12.0785(11)
_cell_length_c                   13.2048(12)
_cell_angle_alpha                70.474(8)
_cell_angle_beta                 77.488(7)
_cell_angle_gamma                76.996(7)
_cell_volume                     1090.67(17)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2606
_cell_measurement_temperature    293
_cell_measurement_theta_max      29.0042
_cell_measurement_theta_min      2.9927
_exptl_absorpt_coefficient_mu    6.465
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39460
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic brownish brown'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.8041
_exptl_crystal_description       prism
_exptl_crystal_F_000             573.6335
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_unetI/netI     0.0711
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            8943
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         29.07
_diffrn_reflns_theta_min         3.00
_diffrn_ambient_temperature      293.0
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9987
_diffrn_measured_fraction_theta_max 0.8464
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    0.00   46.00   1.0000    3.3200
omega____ theta____ kappa____ phi______ frames
    -      -17.7643   57.0000   60.0000 46

#__ type_ start__ end____ width___ exp.time_
  2 omega  -38.00   -6.00   1.0000    3.3200
omega____ theta____ kappa____ phi______ frames
    -      -17.7643   57.0000 -120.0000 32

#__ type_ start__ end____ width___ exp.time_
  3 omega  -63.00  -32.00   1.0000    3.3200
omega____ theta____ kappa____ phi______ frames
    -      -17.7643  105.0000   86.0000 31

#__ type_ start__ end____ width___ exp.time_
  4 omega   -9.00   90.00   1.0000    3.3200
omega____ theta____ kappa____ phi______ frames
    -       19.6393   77.0000    0.0000 99

#__ type_ start__ end____ width___ exp.time_
  5 omega  -49.00   41.00   1.0000    3.3200
omega____ theta____ kappa____ phi______ frames
    -       19.6393  -57.0000  120.0000 90

#__ type_ start__ end____ width___ exp.time_
  6 omega  -10.00   16.00   1.0000    3.3200
omega____ theta____ kappa____ phi______ frames
    -       19.6393 -105.0000  -13.0000 26

#__ type_ start__ end____ width___ exp.time_
  7 omega   -2.00   88.00   1.0000    3.3200
omega____ theta____ kappa____ phi______ frames
    -       19.6393   57.0000  -90.0000 90
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0592434000
_diffrn_orient_matrix_UB_12      0.0153142000
_diffrn_orient_matrix_UB_13      0.0446670000
_diffrn_orient_matrix_UB_21      0.0190289000
_diffrn_orient_matrix_UB_22      -0.0597857000
_diffrn_orient_matrix_UB_23      0.0331784000
_diffrn_orient_matrix_UB_31      0.0753995000
_diffrn_orient_matrix_UB_32      0.0135345000
_diffrn_orient_matrix_UB_33      0.0152038000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -9
_reflns_limit_k_max              16
_reflns_limit_k_min              -14
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                3258
_reflns_number_total             4952
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.9389
_refine_diff_density_min         -0.9823
_refine_diff_density_rms         0.2017
_refine_ls_d_res_high            0.7314
_refine_ls_d_res_low             6.7930
_refine_ls_goodness_of_fit_ref   1.0106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    33
_refine_ls_number_parameters     236
_refine_ls_number_reflns         4952
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0836
_refine_ls_R_factor_gt           0.0467
_refine_ls_restrained_S_all      1.0106
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0341P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.1039
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10a,H10b)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C12(H12), C6(H6), C9(H9), C8(H8), C7(H7), C15(H15), C13(H13),
 C14(H14), C5(H5), C18(H18), C17(H17), C19(H19)
2.c Idealised Me refined as rotating group:
 C3(H3a,H3b,H3c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
Se1 Se 0.47700(7) 0.20469(5) 0.67744(4) 0.04409(16) Uani 1.000000 .
Br2 Br 0.26945(7) 0.55347(5) 0.56489(4) 0.04629(16) Uani 1.000000 .
Zn1 Zn 0.43230(8) 0.37062(5) 0.51425(5) 0.04299(18) Uani 1.000000 .
Br1 Br 0.29282(8) 0.35287(6) 0.37904(5) 0.05742(19) Uani 1.000000 .
N1 N 0.8622(6) 0.2189(4) 0.6527(3) 0.0378(10) Uani 1.000000 .
C1 C 0.6881(6) 0.2412(4) 0.7053(4) 0.0341(11) Uani 1.000000 .
C2 C 0.7089(7) 0.2927(4) 0.7806(4) 0.0382(12) Uani 1.000000 .
N3 N 0.8905(6) 0.2986(4) 0.7635(3) 0.0395(10) Uani 1.000000 .
N2 N 0.9867(6) 0.2538(4) 0.6859(3) 0.0419(10) Uani 1.000000 .
C4 C 0.5753(7) 0.3292(5) 0.8695(4) 0.0400(12) Uani 1.000000 .
C10 C 0.9273(7) 0.1585(5) 0.5677(4) 0.0434(13) Uani 1.000000 .
H10a H 0.8232(7) 0.1572(5) 0.5362(4) 0.0521(16) Uiso 1.000000 R
H10b H 1.0119(7) 0.2029(5) 0.5104(4) 0.0521(16) Uiso 1.000000 R
C11 C 1.0226(8) 0.0332(5) 0.6129(4) 0.0414(13) Uani 1.000000 .
C16 C 0.9239(9) -0.0602(6) 0.6604(4) 0.0584(16) Uani 1.000000 .
H16 H 0.7965(9) -0.0463(6) 0.6645(4) 0.070(2) Uiso 1.000000 R
C12 C 1.2117(9) 0.0100(5) 0.6063(5) 0.0575(16) Uani 1.000000 .
H12 H 1.2791(9) 0.0719(5) 0.5733(5) 0.0690(19) Uiso 1.000000 R
C6 C 0.3016(9) 0.4498(6) 0.9288(5) 0.0692(19) Uani 1.000000 .
H6 H 0.2011(9) 0.5097(6) 0.9122(5) 0.083(2) Uiso 1.000000 R
C3 C 0.9899(8) 0.3516(6) 0.8148(4) 0.0564(16) Uani 1.000000 .
H3a H 0.945(3) 0.4356(7) 0.799(2) 0.085(2) Uiso 1.000000 GR
H3b H 0.971(4) 0.315(2) 0.8921(5) 0.085(2) Uiso 1.000000 GR
H3c H 1.1192(10) 0.339(3) 0.787(2) 0.085(2) Uiso 1.000000 GR
C9 C 0.6003(9) 0.2746(6) 0.9757(5) 0.0670(18) Uani 1.000000 .
H9 H 0.7016(9) 0.2154(6) 0.9924(5) 0.080(2) Uiso 1.000000 R
C8 C 0.4750(11) 0.3077(7) 1.0578(5) 0.084(2) Uani 1.000000 .
H8 H 0.4923(11) 0.2708(7) 1.1298(5) 0.101(3) Uiso 1.000000 R
C7 C 0.3245(10) 0.3947(7) 1.0338(5) 0.076(2) Uani 1.000000 .
H7 H 0.2390(10) 0.4157(7) 1.0894(5) 0.091(2) Uiso 1.000000 R
C15 C 1.0175(12) -0.1751(6) 0.7021(5) 0.073(2) Uani 1.000000 .
H15 H 0.9522(12) -0.2381(6) 0.7346(5) 0.088(2) Uiso 1.000000 R
C13 C 1.3019(10) -0.1045(7) 0.6483(6) 0.075(2) Uani 1.000000 .
H13 H 1.4294(10) -0.1189(7) 0.6443(6) 0.090(3) Uiso 1.000000 R
C14 C 1.2065(12) -0.1955(7) 0.6951(5) 0.077(2) Uani 1.000000 .
H14 H 1.2685(12) -0.2723(7) 0.7228(5) 0.092(3) Uiso 1.000000 R
C5 C 0.4261(8) 0.4176(5) 0.8465(4) 0.0529(15) Uani 1.000000 .
H5 H 0.4091(8) 0.4561(5) 0.7746(4) 0.0635(18) Uiso 1.000000 R
C18 C 0.987(3) 0.0148(12) 1.0912(9) 0.165(7) Uani 1.000000 .
H18 H 0.972(3) 0.0261(12) 1.1591(9) 0.198(9) Uiso 1.000000 R
C17 C 0.843(3) -0.0331(14) 1.0773(19) 0.249(12) Uani 1.000000 .
H17 H 0.748(3) -0.0525(14) 1.1348(19) 0.299(15) Uiso 1.000000 R
C19 C 1.160(3) 0.0513(10) 1.0181(15) 0.194(8) Uani 1.000000 .
H19 H 1.251(3) 0.0804(10) 1.0350(15) 0.233(10) Uiso 1.000000 R


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
Se1 Zn1 2.4285(8) . ?
Se1 C1 1.881(5) . ?
Br2 Zn1 2.4986(8) . ?
Br2 Zn1 2.5008(9) 2_666 ?
Zn1 Br1 2.3471(7) . ?
N1 C1 1.359(6) . ?
N1 N2 1.315(5) . ?
N1 C10 1.476(5) . ?
C1 C2 1.388(6) . ?
C2 N3 1.352(6) . ?
C2 C4 1.489(6) . ?
N3 N2 1.319(5) . ?
N3 C3 1.469(6) . ?
C4 C9 1.371(7) . ?
C4 C5 1.374(7) . ?
C10 C11 1.502(7) . ?
C11 C16 1.386(8) . ?
C11 C12 1.378(7) . ?
C16 C15 1.394(8) . ?
C12 C13 1.382(8) . ?
C6 C7 1.353(9) . ?
C6 C5 1.374(7) . ?
C9 C8 1.379(8) . ?
C8 C7 1.374(9) . ?
C15 C14 1.378(9) . ?
C13 C14 1.347(10) . ?
C18 C17 1.41(2) . ?
C18 C19 1.50(2) . ?
C17 C19 1.36(2) 2_757 ?

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
C1 Se1 Zn1 97.55(14) . . ?
Br2 Zn1 Se1 109.84(3) . . ?
Br2 Zn1 Se1 108.66(3) 2_666 . ?
Br1 Zn1 Se1 120.51(3) . . ?
Br1 Zn1 Br2 108.74(3) . . ?
Br1 Zn1 Br2 111.20(3) . 2_666 ?
N2 N1 C1 114.0(4) . . ?
C10 N1 C1 128.6(4) . . ?
C10 N1 N2 117.4(4) . . ?
N1 C1 Se1 125.3(3) . . ?
C2 C1 Se1 130.8(4) . . ?
C2 C1 N1 103.9(4) . . ?
N3 C2 C1 105.1(4) . . ?
C4 C2 C1 131.6(5) . . ?
C4 C2 N3 123.2(4) . . ?
N2 N3 C2 113.4(4) . . ?
C3 N3 C2 129.3(4) . . ?
C3 N3 N2 117.3(4) . . ?
N3 N2 N1 103.5(4) . . ?
C9 C4 C2 120.1(5) . . ?
C5 C4 C2 120.8(4) . . ?
C5 C4 C9 119.1(5) . . ?
C11 C10 N1 111.5(4) . . ?
C16 C11 C10 121.2(5) . . ?
C12 C11 C10 119.6(5) . . ?
C12 C11 C16 119.2(5) . . ?
C15 C16 C11 119.4(6) . . ?
C13 C12 C11 120.6(7) . . ?
C5 C6 C7 120.3(6) . . ?
C8 C9 C4 119.9(6) . . ?
C7 C8 C9 120.4(6) . . ?
C8 C7 C6 119.6(6) . . ?
C14 C15 C16 120.2(7) . . ?
C14 C13 C12 120.5(7) . . ?
C13 C14 C15 120.2(7) . . ?
C6 C5 C4 120.6(5) . . ?
C19 C18 C17 132.8(12) . . ?
C19 C17 C18 121.3(18) 2_757 . ?
C17 C19 C18 105.9(17) 2_757 . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_E14
_database_code_depnum_ccdc_archive 'CCDC 1895992'
loop_
_audit_author_name
_audit_author_address
'Prabusankar Ganesan'
;Indian Institute of Technology Hyderabad
India
;
_audit_update_record             
;
2019-02-07 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;
_audit_creation_date             2019-02-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
loop_
_audit_author_email
prabu@iith.ac.in
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C20 H13 Cl S'
_chemical_formula_sum            'C20 H13 Cl S'
_chemical_formula_weight         320.84
_chemical_oxdiff_formula         C10H10SF
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.33537 0.55136 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.36843 0.69943 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   5.5355(3)
_cell_length_b                   11.3824(10)
_cell_length_c                   13.4351(10)
_cell_angle_alpha                107.316(7)
_cell_angle_beta                 94.243(6)
_cell_angle_gamma                99.600(6)
_cell_volume                     789.92(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2307
_cell_measurement_temperature    293
_cell_measurement_theta_max      69.1210
_cell_measurement_theta_min      3.4740
_exptl_absorpt_coefficient_mu    3.296
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76582
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.3488
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             334.1556
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0142
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6327
_diffrn_reflns_theta_full        69.9672
_diffrn_reflns_theta_max         69.97
_diffrn_reflns_theta_min         3.48
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1293
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9930
_diffrn_measured_fraction_theta_max 0.9930
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     32.00  64.00   1.00    1.00    --    0.00  57.00 120.00   32
  2  ω    -20.00   7.00   1.00    1.00    --    0.00  57.00-120.00   27
  3  ω    -22.00  11.00   1.00    1.00    --    0.00  57.00 120.00   33
  4  ω     36.00  63.00   1.00    1.00    --    0.00  57.00-120.00   27
  5  ω     -9.00  60.00   1.00    3.87    --   54.00 -19.00-180.00   69
  6  ω     47.00  80.00   1.00    3.87    --   54.00-125.00  90.00   33
  7  ω     30.00 127.00   1.00    3.87    --   54.00  38.00-180.00   97
  8  ω     -1.00  71.00   1.00    3.87    --   54.00 -57.00 -90.00   72
  9  ω     32.00  95.00   1.00    3.87    --   54.00 -99.00-180.00   63
 10  ω     71.00 103.00   1.00    3.87    --   54.00 -19.00-180.00   32
 11  ω    -11.00  80.00   1.00    3.87    --   54.00 -38.00   0.00   91
 12  ω     54.00 131.00   1.00    3.87    --  108.00 -50.00-150.00   77
 13  ω     67.00  94.00   1.00    3.87    --  108.00-111.00 120.00   27
 14  ω     38.00  75.00   1.00    3.87    --  108.00 -50.00 120.00   37
 15  ω     92.00 128.00   1.00    3.87    --  108.00 -63.00-120.00   36
 16  ω     85.00 170.00   1.00    3.87    --  108.00  50.00  30.00   85
 17  ω     43.00  88.00   1.00    3.87    --  108.00 -91.00 -60.00   45
 18  ω     69.00 141.00   1.00    3.87    --  108.00 178.00 -60.00   72
 19  ω     41.00  73.00   1.00    3.87    --  108.00 -63.00-150.00   32
 20  ω     84.00 124.00   1.00    3.87    --  108.00  63.00  60.00   40
 21  ω     74.00 100.00   1.00    3.87    --  108.00-111.00-120.00   26
 22  ω    129.00 174.00   1.00    3.87    --  108.00  63.00 -30.00   45
 23  ω     42.00  67.00   1.00    3.87    --  108.00-111.00  30.00   25
 24  ω     87.00 112.00   1.00    3.87    --  108.00-111.00  30.00   25
 25  ω    113.00 138.00   1.00    3.87    --  108.00 -77.00  60.00   25
 26  ω    100.00 126.00   1.00    3.87    --  108.00 -12.00  30.00   26
 27  ω     87.00 123.00   1.00    3.87    --  108.00 -50.00   0.00   36
 28  ω    138.00 169.00   1.00    3.87    --  108.00  50.00  90.00   31
 29  ω     37.00 115.00   1.00    3.87    --  108.00  12.00  60.00   78
 30  ω    153.00 178.00   1.00    3.87    --  108.00  12.00  60.00   25
 31  ω     84.00 127.00   1.00    3.87    --  108.00 -63.00 -60.00   43
 32  ω     55.00 103.00   1.00    3.87    --  108.00-111.00  90.00   48
 33  ω    143.00 174.00   1.00    3.87    --  108.00  63.00 -90.00   31
 34  ω     91.00 116.00   1.00    3.87    --  108.00  63.00 -90.00   25
 35  ω    107.00 132.00   1.00    3.87    --  108.00 178.00 -30.00   25
 36  ω     35.00  74.00   1.00    3.87    --  108.00 -12.00  30.00   39
 37  ω     81.00 112.00   1.00    3.87    --  108.00 -50.00 120.00   31
 38  ω     84.00 111.00   1.00    3.87    --  108.00-111.00 -90.00   27
 39  ω     76.00 105.00   1.00    3.87    --  108.00-111.00   0.00   29
 40  ω     80.00 110.00   1.00    3.87    --  108.00-111.00 150.00   30
 41  ω     88.00 113.00   1.00    3.87    --  108.00  50.00  90.00   25
 42  ω     65.00 129.00   1.00    3.87    --  108.00 -63.00  30.00   64
 43  ω    114.00 139.00   1.00    3.87    --  108.00 -91.00 -60.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0650454000
_diffrn_orient_matrix_UB_12      0.1417389000
_diffrn_orient_matrix_UB_13      0.0602364000
_diffrn_orient_matrix_UB_21      0.1623172000
_diffrn_orient_matrix_UB_22      0.0209525000
_diffrn_orient_matrix_UB_23      -0.0839040000
_diffrn_orient_matrix_UB_31      -0.2247030000
_diffrn_orient_matrix_UB_32      0.0198197000
_diffrn_orient_matrix_UB_33      -0.0633349000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              6
_reflns_limit_h_min              -6
_reflns_limit_k_max              12
_reflns_limit_k_min              -13
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                2458
_reflns_number_total             2976
_reflns_odcompleteness_completeness 92.51
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.2080
_refine_diff_density_min         -0.2583
_refine_diff_density_rms         0.0364
_refine_ls_d_res_high            0.8206
_refine_ls_d_res_low             12.7152
_refine_ls_goodness_of_fit_ref   1.0425
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    26
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2976
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0370
_refine_ls_restrained_S_all      1.0425
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0591P)²+0.0967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1133
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C8(H8), C12(H12), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18), C19(H19), C1A(H1A), C20(H20), C21(H21)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
S1 S 0.06452(8) -0.00374(4) 0.82420(4) 0.06477(17) Uani 1.000000 .
Cl1 Cl -0.36660(10) 0.47485(5) 0.83359(5) 0.0901(2) Uani 1.000000 .
C3 C -0.0657(3) 0.12772(15) 0.82271(12) 0.0516(4) Uani 1.000000 .
C4 C -0.2938(3) 0.11873(16) 0.76653(13) 0.0559(4) Uani 1.000000 .
H4 H -0.3853(3) 0.04037(16) 0.72653(13) 0.0671(5) Uiso 1.000000 R
C5 C -0.3608(3) -0.18486(15) 0.78211(12) 0.0543(4) Uani 1.000000 .
C6 C 0.0689(3) 0.24610(17) 0.88101(13) 0.0598(4) Uani 1.000000 .
H6 H 0.2212(3) 0.25315(17) 0.91884(13) 0.0718(5) Uiso 1.000000 R
C7 C -0.1388(3) -0.17473(17) 0.63206(13) 0.0610(4) Uani 1.000000 .
C8 C -0.3837(3) 0.22496(16) 0.76998(14) 0.0599(4) Uani 1.000000 .
H8 H -0.5365(3) 0.21846(16) 0.73279(14) 0.0719(5) Uiso 1.000000 R
C9 C -0.1622(3) -0.13066(15) 0.74001(13) 0.0554(4) Uani 1.000000 .
C10 C -0.2474(3) 0.34145(16) 0.82867(14) 0.0601(4) Uani 1.000000 .
C11 C -0.5461(4) -0.28518(16) 0.71339(14) 0.0616(4) Uani 1.000000 .
C12 C -0.0188(3) 0.35235(17) 0.88368(14) 0.0618(4) Uani 1.000000 .
H12 H 0.0741(3) 0.43105(17) 0.92204(14) 0.0742(5) Uiso 1.000000 R
C13 C -0.3241(4) -0.27657(18) 0.56499(14) 0.0693(5) Uani 1.000000 .
C14 C -0.3894(4) -0.14305(18) 0.89121(14) 0.0640(4) Uani 1.000000 .
H14 H -0.2701(4) -0.07902(18) 0.93772(14) 0.0768(5) Uiso 1.000000 R
C15 C -0.5223(4) -0.32765(17) 0.60649(16) 0.0750(5) Uani 1.000000 .
H15 H -0.6434(4) -0.39228(17) 0.56167(16) 0.0900(7) Uiso 1.000000 R
C16 C -0.7532(4) -0.33608(19) 0.75593(19) 0.0787(6) Uani 1.000000 .
H16 H -0.8765(4) -0.40005(19) 0.71183(19) 0.0944(7) Uiso 1.000000 R
C17 C -0.5879(4) -0.1953(2) 0.92800(17) 0.0750(5) Uani 1.000000 .
H17 H -0.6027(4) -0.1667(2) 0.99929(17) 0.0900(6) Uiso 1.000000 R
C18 C -0.2984(6) -0.3220(2) 0.45471(17) 0.0958(8) Uani 1.000000 .
H18 H -0.4170(6) -0.3878(2) 0.40972(17) 0.1149(9) Uiso 1.000000 R
C19 C 0.0586(4) -0.1226(2) 0.58608(17) 0.0822(6) Uani 1.000000 .
H19 H 0.1787(4) -0.0552(2) 0.62800(17) 0.0986(7) Uiso 1.000000 R
C1A C -0.7707(4) -0.2918(2) 0.85979(19) 0.0801(6) Uani 1.000000 .
H1A H -0.9061(4) -0.3259(2) 0.88636(19) 0.0961(7) Uiso 1.000000 R
C20 C 0.0736(6) -0.1702(3) 0.4819(2) 0.1034(9) Uani 1.000000 .
H20 H 0.2053(6) -0.1355(3) 0.4537(2) 0.1241(10) Uiso 1.000000 R
C21 C -0.1053(6) -0.2704(3) 0.41606(19) 0.1063(9) Uani 1.000000 .
H21 H -0.0906(6) -0.3017(3) 0.34495(19) 0.1276(11) Uiso 1.000000 R


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C3 1.7703(17) . ?
S1 C9 1.7760(17) . ?
Cl1 C10 1.7396(18) . ?
C3 C4 1.394(2) . ?
C3 C6 1.391(2) . ?
C4 C8 1.372(2) . ?
C5 C9 1.408(2) . ?
C5 C11 1.432(2) . ?
C5 C14 1.430(2) . ?
C6 C12 1.368(3) . ?
C7 C9 1.410(2) . ?
C7 C13 1.433(3) . ?
C7 C19 1.424(3) . ?
C8 C10 1.380(2) . ?
C10 C12 1.385(2) . ?
C11 C15 1.396(3) . ?
C11 C16 1.432(3) . ?
C13 C15 1.387(3) . ?
C13 C18 1.443(3) . ?
C14 C17 1.357(3) . ?
C16 C1A 1.352(3) . ?
C17 C1A 1.401(3) . ?
C18 C21 1.346(4) . ?
C19 C20 1.357(3) . ?
C20 C21 1.399(4) . ?

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
C9 S1 C3 102.16(7) . . ?
C4 C3 S1 123.66(13) . . ?
C6 C3 S1 117.62(12) . . ?
C6 C3 C4 118.72(16) . . ?
C8 C4 C3 120.31(15) . . ?
C11 C5 C9 119.26(15) . . ?
C14 C5 C9 122.97(16) . . ?
C14 C5 C11 117.77(16) . . ?
C12 C6 C3 121.16(16) . . ?
C13 C7 C9 118.31(17) . . ?
C19 C7 C9 123.40(18) . . ?
C19 C7 C13 118.28(17) . . ?
C10 C8 C4 119.99(16) . . ?
C5 C9 S1 119.55(12) . . ?
C7 C9 S1 118.95(14) . . ?
C7 C9 C5 121.50(16) . . ?
C8 C10 Cl1 119.30(14) . . ?
C12 C10 Cl1 120.18(14) . . ?
C12 C10 C8 120.52(17) . . ?
C15 C11 C5 118.85(17) . . ?
C16 C11 C5 118.96(17) . . ?
C16 C11 C15 122.16(18) . . ?
C10 C12 C6 119.30(16) . . ?
C15 C13 C7 119.91(17) . . ?
C18 C13 C7 118.1(2) . . ?
C18 C13 C15 121.9(2) . . ?
C17 C14 C5 121.07(19) . . ?
C13 C15 C11 122.13(18) . . ?
C1A C16 C11 120.4(2) . . ?
C1A C17 C14 120.74(19) . . ?
C21 C18 C13 120.9(2) . . ?
C20 C19 C7 120.8(2) . . ?
C17 C1A C16 121.00(19) . . ?
C21 C20 C19 121.2(3) . . ?
C20 C21 C18 120.6(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.442
_oxdiff_exptl_absorpt_empirical_full_min 0.690
####################################################################### 
# 
# 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_L2
_database_code_depnum_ccdc_archive 'CCDC 1893237'
loop_
_audit_author_name
_audit_author_address
'Prof G Prabusankar'
;IIT Hyderabad
India
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;
_audit_creation_date             2019-10-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H19 N3 S'
_chemical_formula_sum            'C18 H19 N3 S'
_chemical_formula_weight         309.44
_chemical_oxdiff_formula         'C20 H20 N3 S'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z
7 x,-y-1/2,z-1/2
8 x-1/2,y,-z-1/2

_symmetry_Int_Tables_number      61
_cell_length_a                   15.9130(6)
_cell_length_b                   7.5636(2)
_cell_length_c                   27.8228(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3348.75(19)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2600
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.8840
_cell_measurement_theta_min      2.9226
_exptl_absorpt_coefficient_mu    0.193
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91335
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic whiteish white'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.2274
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             1313.3970
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0504
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            12082
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         28.95
_diffrn_reflns_theta_min         2.93
_diffrn_ambient_temperature      293.0
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9986
_diffrn_measured_fraction_theta_max 0.8880
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega    7.00   56.00   1.0000   17.0500
omega____ theta____ kappa____ phi______ frames
    -      -18.3456   19.0000  -90.0000 49

#__ type_ start__ end____ width___ exp.time_
  2 omega  -13.00   13.00   1.0000   17.0500
omega____ theta____ kappa____ phi______ frames
    -      -18.3456  -99.0000  -30.0000 26

#__ type_ start__ end____ width___ exp.time_
  3 omega  -86.00  -34.00   1.0000   17.0500
omega____ theta____ kappa____ phi______ frames
    -      -18.3456  145.0000 -173.0000 52

#__ type_ start__ end____ width___ exp.time_
  4 omega    0.00   80.00   1.0000   17.0500
omega____ theta____ kappa____ phi______ frames
    -       20.2206   57.0000   30.0000 80
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0114542000
_diffrn_orient_matrix_UB_12      -0.0883474000
_diffrn_orient_matrix_UB_13      -0.0055137000
_diffrn_orient_matrix_UB_21      0.0375116000
_diffrn_orient_matrix_UB_22      0.0307128000
_diffrn_orient_matrix_UB_23      -0.0109445000
_diffrn_orient_matrix_UB_31      0.0212082000
_diffrn_orient_matrix_UB_32      -0.0066932000
_diffrn_orient_matrix_UB_33      0.0223469000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              21
_reflns_limit_h_min              0
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              36
_reflns_limit_l_min              0
_reflns_number_gt                2417
_reflns_number_total             3933
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.3406
_refine_diff_density_min         -0.4050
_refine_diff_density_rms         0.0823
_refine_ls_d_res_high            0.7342
_refine_ls_d_res_low             6.9557
_refine_ls_goodness_of_fit_ref   1.0531
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    30
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3933
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1003
_refine_ls_R_factor_gt           0.0567
_refine_ls_restrained_S_all      1.0531
_refine_ls_shift/su_max          0.0004
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0503P)²+1.1437P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1242
_refine_ls_wR_factor_ref         0.1514
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C18(H18), C14(H14), C6(H6), C15(H15), C17(H17), C16(H16)
2.b Idealised Me refined as rotating group:
 C10(H10a,H10b,H10c), C3(H3a,H3b,H3c), C12(H12a,H12b,H12c), C11(H11a,H11b,H11c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
S1 S 0.04131(5) -0.00845(8) 0.61971(3) 0.0567(2) Uani 1.000000 .
N1 N 0.04274(12) 0.3418(2) 0.59607(7) 0.0416(5) Uani 1.000000 .
N3 N -0.03397(13) 0.4686(2) 0.64635(7) 0.0441(5) Uani 1.000000 .
C2 C -0.03687(15) 0.2946(3) 0.65842(8) 0.0394(5) Uani 1.000000 .
C9 C 0.06324(15) 0.2712(3) 0.51152(8) 0.0416(6) Uani 1.000000 .
N2 N 0.01356(14) 0.5015(2) 0.60834(7) 0.0481(5) Uani 1.000000 .
C8 C 0.11801(16) 0.2538(3) 0.47307(8) 0.0477(6) Uani 1.000000 .
H8 H 0.09712(16) 0.2160(3) 0.44359(8) 0.0572(7) Uiso 1.000000 R
C4 C 0.09769(15) 0.3262(3) 0.55502(8) 0.0410(6) Uani 1.000000 .
C13 C -0.08869(15) 0.2209(3) 0.69709(8) 0.0399(5) Uani 1.000000 .
C1 C 0.01472(15) 0.2064(3) 0.62549(8) 0.0418(6) Uani 1.000000 .
C18 C -0.14168(16) 0.0803(3) 0.68646(8) 0.0465(6) Uani 1.000000 .
H18 H -0.14263(16) 0.0340(3) 0.65550(8) 0.0558(7) Uiso 1.000000 R
C14 C -0.08648(17) 0.2845(4) 0.74400(8) 0.0527(7) Uani 1.000000 .
H14 H -0.05043(17) 0.3768(4) 0.75194(8) 0.0632(8) Uiso 1.000000 R
C5 C 0.18244(17) 0.3667(3) 0.56067(9) 0.0496(6) Uani 1.000000 .
C7 C 0.20314(17) 0.2910(4) 0.47725(9) 0.0522(7) Uani 1.000000 .
C6 C 0.23385(17) 0.3490(4) 0.52081(9) 0.0574(7) Uani 1.000000 .
H6 H 0.29057(17) 0.3769(4) 0.52349(9) 0.0689(9) Uiso 1.000000 R
C10 C -0.02941(15) 0.2347(4) 0.50623(9) 0.0538(7) Uani 1.000000 .
H10a H -0.06045(16) 0.3416(6) 0.5119(6) 0.0807(10) Uiso 1.000000 GR
H10b H -0.0407(2) 0.193(2) 0.4743(2) 0.0807(10) Uiso 1.000000 GR
H10c H -0.0461(3) 0.1466(16) 0.5292(4) 0.0807(10) Uiso 1.000000 GR
C3 C -0.07943(19) 0.6164(3) 0.66767(10) 0.0622(8) Uani 1.000000 .
H3a H -0.1386(2) 0.6009(13) 0.6626(6) 0.0933(12) Uiso 1.000000 GR
H3b H -0.0681(10) 0.6210(16) 0.70153(16) 0.0933(12) Uiso 1.000000 GR
H3c H -0.0615(9) 0.7248(4) 0.6529(5) 0.0933(12) Uiso 1.000000 GR
C15 C -0.1375(2) 0.2113(4) 0.77878(9) 0.0663(8) Uani 1.000000 .
H15 H -0.1358(2) 0.2546(4) 0.81005(9) 0.0796(10) Uiso 1.000000 R
C17 C -0.19292(19) 0.0087(4) 0.72142(9) 0.0579(7) Uani 1.000000 .
H17 H -0.22875(19) -0.0843(4) 0.71378(9) 0.0694(9) Uiso 1.000000 R
C16 C -0.1912(2) 0.0743(4) 0.76747(10) 0.0693(9) Uani 1.000000 .
H16 H -0.2261(2) 0.0264(4) 0.79092(10) 0.0832(10) Uiso 1.000000 R
C12 C 0.2162(2) 0.4269(5) 0.60853(10) 0.0761(10) Uani 1.000000 .
H12a H 0.1925(11) 0.5398(15) 0.6165(4) 0.1141(14) Uiso 1.000000 GR
H12b H 0.2014(13) 0.3422(16) 0.63281(18) 0.1141(14) Uiso 1.000000 GR
H12c H 0.2763(2) 0.437(3) 0.6067(3) 0.1141(14) Uiso 1.000000 GR
C11 C 0.26156(18) 0.2689(5) 0.43463(10) 0.0735(10) Uani 1.000000 .
H11a H 0.2936(10) 0.1623(16) 0.4384(4) 0.1102(14) Uiso 1.000000 GR
H11b H 0.2291(2) 0.262(3) 0.40562(12) 0.1102(14) Uiso 1.000000 GR
H11c H 0.2990(9) 0.3683(15) 0.4329(5) 0.1102(14) Uiso 1.000000 GR


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.687(2) . ?
N1 N2 1.339(2) . ?
N1 C4 1.443(3) . ?
N1 C1 1.385(3) . ?
N3 C2 1.359(3) . ?
N3 N2 1.324(3) . ?
N3 C3 1.458(3) . ?
C2 C13 1.466(3) . ?
C2 C1 1.400(3) . ?
C9 C8 1.386(3) . ?
C9 C4 1.392(3) . ?
C9 C10 1.507(3) . ?
C8 C7 1.388(4) . ?
C4 C5 1.392(3) . ?
C13 C18 1.389(3) . ?
C13 C14 1.392(3) . ?
C18 C17 1.380(3) . ?
C14 C15 1.380(4) . ?
C5 C6 1.385(3) . ?
C5 C12 1.506(4) . ?
C7 C6 1.378(3) . ?
C7 C11 1.516(3) . ?
C15 C16 1.379(4) . ?
C17 C16 1.374(4) . ?

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
C4 N1 N2 119.07(18) . . ?
C1 N1 N2 113.90(18) . . ?
C1 N1 C4 127.02(19) . . ?
N2 N3 C2 113.51(19) . . ?
C3 N3 C2 128.7(2) . . ?
C3 N3 N2 117.67(19) . . ?
C13 C2 N3 124.7(2) . . ?
C1 C2 N3 106.27(19) . . ?
C1 C2 C13 129.0(2) . . ?
C4 C9 C8 116.8(2) . . ?
C10 C9 C8 121.5(2) . . ?
C10 C9 C4 121.7(2) . . ?
N3 N2 N1 103.43(17) . . ?
C7 C8 C9 122.0(2) . . ?
C9 C4 N1 118.3(2) . . ?
C5 C4 N1 118.7(2) . . ?
C5 C4 C9 123.1(2) . . ?
C18 C13 C2 118.5(2) . . ?
C14 C13 C2 122.9(2) . . ?
C14 C13 C18 118.7(2) . . ?
N1 C1 S1 125.13(17) . . ?
C2 C1 S1 131.98(18) . . ?
C2 C1 N1 102.9(2) . . ?
C17 C18 C13 120.6(2) . . ?
C15 C14 C13 120.3(3) . . ?
C6 C5 C4 117.4(2) . . ?
C12 C5 C4 120.8(2) . . ?
C12 C5 C6 121.8(2) . . ?
C6 C7 C8 118.9(2) . . ?
C11 C7 C8 120.7(2) . . ?
C11 C7 C6 120.4(2) . . ?
C7 C6 C5 121.7(3) . . ?
C16 C15 C14 120.4(3) . . ?
C16 C17 C18 120.2(3) . . ?
C17 C16 C15 119.8(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1893240'
loop_
_audit_author_name
_audit_author_address
'Prof G Prabusankar'
;IIT Hyderabad
India
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;
_audit_creation_date             2019-10-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_chemical_formula_moiety         'C19 H23 Cl2 N3 O S Zn'
_chemical_formula_sum            'C19 H23 Cl2 N3 O S Zn'
_chemical_formula_weight         477.78
_chemical_oxdiff_formula         'C26 H20 N4 S Zn Cl2'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Zn 0.31207 1.46666 14.07430 7.03180 5.16520 2.41000 3.26550 0.23330 10.31630
58.70970 1.30410003662
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2ybc (x-z,y,z)'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   11.1565(4)
_cell_length_b                   13.8114(5)
_cell_length_c                   15.0162(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.487(3)
_cell_angle_gamma                90
_cell_volume                     2240.23(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2648
_cell_measurement_temperature    293
_cell_measurement_theta_max      28.8759
_cell_measurement_theta_min      2.9438
_exptl_absorpt_coefficient_mu    1.442
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97531
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.4165
_exptl_crystal_description       cube
_exptl_crystal_F_000             987.1668
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0678
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10646
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         28.94
_diffrn_reflns_theta_min         2.95
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9982
_diffrn_measured_fraction_theta_max 0.8820
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -93.00  -45.00   1.0000    4.4200
omega____ theta____ kappa____ phi______ frames
    -      -18.3456  -19.0000    0.0000 48

#__ type_ start__ end____ width___ exp.time_
  2 omega  -53.00    9.00   1.0000    4.4200
omega____ theta____ kappa____ phi______ frames
    -      -18.3456  -77.0000  -90.0000 62

#__ type_ start__ end____ width___ exp.time_
  3 omega   -5.00   22.00   1.0000    4.4200
omega____ theta____ kappa____ phi______ frames
    -      -18.3456  -99.0000  -60.0000 27

#__ type_ start__ end____ width___ exp.time_
  4 omega   56.00   82.00   1.0000    4.4200
omega____ theta____ kappa____ phi______ frames
    -       20.2206  178.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega  -52.00   42.00   1.0000    4.4200
omega____ theta____ kappa____ phi______ frames
    -       20.2206  -38.0000  120.0000 94
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0396824000
_diffrn_orient_matrix_UB_12      0.0196198000
_diffrn_orient_matrix_UB_13      0.0256401000
_diffrn_orient_matrix_UB_21      -0.0292887000
_diffrn_orient_matrix_UB_22      -0.0457150000
_diffrn_orient_matrix_UB_23      -0.0006104000
_diffrn_orient_matrix_UB_31      0.0433569000
_diffrn_orient_matrix_UB_32      -0.0128376000
_diffrn_orient_matrix_UB_33      0.0414618000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -15
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              20
_reflns_limit_l_min              -9
_reflns_number_gt                3418
_reflns_number_total             5218
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.5310
_refine_diff_density_min         -0.5471
_refine_diff_density_rms         0.1225
_refine_ls_d_res_high            0.7344
_refine_ls_d_res_low             6.9057
_refine_ls_goodness_of_fit_ref   1.0452
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    35
_refine_ls_number_parameters     251
_refine_ls_number_reflns         5218
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0833
_refine_ls_R_factor_gt           0.0468
_refine_ls_restrained_S_all      1.0449
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0273P)²+0.5299P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.1062
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O1-H1
 0.85 with sigma of 0.01
 C19-H1
 1.89062 with sigma of 0.02
 Zn1-H1
 2.599788 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C9(H9), C12(H12), C14(H14), C8(H8), C6(H6), C7(H7)
3.b Idealised Me refined as rotating group:
 C3(H3a,H3b,H3c), C18(H18a,H18b,H18c), C16(H16a,H16b,H16c), C17(H17a,H17b,
 H17c), C19(H19a,H19b,H19c)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
Zn1 Zn 0.19118(3) 0.64163(3) 0.56695(3) 0.04353(14) Uani 1.000000 D
S1 S 0.35835(8) 0.62174(7) 0.50202(5) 0.0442(2) Uani 1.000000 .
Cl1 Cl 0.22977(9) 0.74720(7) 0.68112(6) 0.0587(3) Uani 1.000000 .
Cl2 Cl 0.00902(9) 0.65929(8) 0.46212(7) 0.0666(3) Uani 1.000000 .
N1 N 0.5086(2) 0.7784(2) 0.55496(16) 0.0388(6) Uani 1.000000 .
C1 C 0.4652(3) 0.6912(2) 0.5776(2) 0.0360(7) Uani 1.000000 .
N3 N 0.5972(2) 0.7595(2) 0.69328(17) 0.0405(7) Uani 1.000000 .
N2 N 0.5899(2) 0.8204(2) 0.62464(18) 0.0446(7) Uani 1.000000 .
C11 C 0.3884(3) 0.8950(2) 0.4471(2) 0.0410(8) Uani 1.000000 .
C2 C 0.5252(3) 0.6794(2) 0.6699(2) 0.0358(7) Uani 1.000000 .
C4 C 0.5195(3) 0.5999(2) 0.7329(2) 0.0401(8) Uani 1.000000 .
C5 C 0.4968(3) 0.6167(3) 0.8184(2) 0.0529(10) Uani 1.000000 .
H5 H 0.4835(3) 0.6795(3) 0.8361(2) 0.0634(12) Uiso 1.000000 R
C15 C 0.5439(3) 0.7937(3) 0.4029(2) 0.0475(9) Uani 1.000000 .
C10 C 0.4798(3) 0.8249(2) 0.4654(2) 0.0393(8) Uani 1.000000 .
C9 C 0.5368(3) 0.5055(3) 0.7079(2) 0.0486(9) Uani 1.000000 .
H9 H 0.5514(3) 0.4928(3) 0.6507(2) 0.0584(11) Uiso 1.000000 R
C12 C 0.3572(3) 0.9322(3) 0.3585(2) 0.0456(9) Uani 1.000000 .
H12 H 0.2967(3) 0.9800(3) 0.3438(2) 0.0548(10) Uiso 1.000000 R
C13 C 0.4127(3) 0.9006(3) 0.2917(2) 0.0473(9) Uani 1.000000 .
C3 C 0.6808(3) 0.7852(3) 0.7827(2) 0.0549(10) Uani 1.000000 .
H3a H 0.7358(15) 0.8358(13) 0.7741(3) 0.0823(15) Uiso 1.000000 GR
H3b H 0.6329(3) 0.8071(17) 0.8237(6) 0.0823(15) Uiso 1.000000 GR
H3c H 0.7282(17) 0.7293(5) 0.8084(8) 0.0823(15) Uiso 1.000000 GR
C14 C 0.5077(3) 0.8339(3) 0.3148(2) 0.0502(9) Uani 1.000000 .
H14 H 0.5485(3) 0.8152(3) 0.2707(2) 0.0603(11) Uiso 1.000000 R
C8 C 0.5324(3) 0.4298(3) 0.7675(3) 0.0630(11) Uani 1.000000 .
H8 H 0.5440(3) 0.3666(3) 0.7501(3) 0.0756(13) Uiso 1.000000 R
C6 C 0.4939(4) 0.5403(4) 0.8770(3) 0.0731(13) Uani 1.000000 .
H6 H 0.4799(4) 0.5524(4) 0.9345(3) 0.0877(15) Uiso 1.000000 R
C18 C 0.3261(3) 0.9302(3) 0.5191(2) 0.0582(10) Uani 1.000000 .
H18a H 0.2831(18) 0.8773(5) 0.5389(12) 0.0873(16) Uiso 1.000000 GR
H18b H 0.3872(4) 0.9553(16) 0.5707(8) 0.0873(16) Uiso 1.000000 GR
H18c H 0.2681(17) 0.9804(12) 0.4936(6) 0.0873(16) Uiso 1.000000 GR
C16 C 0.6485(3) 0.7208(3) 0.4275(3) 0.0677(12) Uani 1.000000 .
H16a H 0.7096(12) 0.7430(10) 0.4805(11) 0.1015(18) Uiso 1.000000 GR
H16b H 0.6164(5) 0.6595(6) 0.4409(17) 0.1015(18) Uiso 1.000000 GR
H16c H 0.6856(16) 0.7136(14) 0.3767(7) 0.1015(18) Uiso 1.000000 GR
C17 C 0.3704(4) 0.9381(3) 0.1933(2) 0.0741(13) Uani 1.000000 .
H17a H 0.2819(5) 0.933(2) 0.1726(7) 0.1112(19) Uiso 1.000000 GR
H17b H 0.395(2) 1.0045(7) 0.1913(4) 0.1112(19) Uiso 1.000000 GR
H17c H 0.408(2) 0.9001(14) 0.1540(4) 0.1112(19) Uiso 1.000000 GR
C7 C 0.5111(4) 0.4479(4) 0.8523(3) 0.0715(13) Uani 1.000000 .
H7 H 0.5085(4) 0.3971(4) 0.8924(3) 0.0858(15) Uiso 1.000000 R
C19 C 0.1993(4) 0.4820(3) 0.7130(3) 0.0745(13) Uani 1.000000 D
H19a H 0.258(2) 0.4309(15) 0.7154(4) 0.112(2) Uiso 1.000000 GR
H19b H 0.238(2) 0.5349(6) 0.7508(5) 0.112(2) Uiso 1.000000 GR
H19c H 0.1312(5) 0.458(2) 0.7351(7) 0.112(2) Uiso 1.000000 GR
O1 O 0.1558(3) 0.5137(2) 0.62175(18) 0.0718(8) Uani 1.000000 D
H1 H 0.107(4) 0.4720(18) 0.5898(14) 0.1077(13) Uiso 1.000000 DR


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
Zn1 S1 2.3269(9) . ?
Zn1 Cl1 2.2094(10) . ?
Zn1 Cl2 2.2509(9) . ?
Zn1 O1 2.029(3) . ?
S1 C1 1.719(3) . ?
N1 C1 1.371(4) . ?
N1 N2 1.334(3) . ?
N1 C10 1.452(4) . ?
C1 C2 1.390(4) . ?
N3 N2 1.318(4) . ?
N3 C2 1.360(4) . ?
N3 C3 1.474(4) . ?
C11 C10 1.383(4) . ?
C11 C12 1.387(4) . ?
C11 C18 1.504(4) . ?
C2 C4 1.461(4) . ?
C4 C5 1.389(4) . ?
C4 C9 1.383(5) . ?
C5 C6 1.380(5) . ?
C15 C10 1.384(4) . ?
C15 C14 1.397(4) . ?
C15 C16 1.515(5) . ?
C9 C8 1.384(5) . ?
C12 C13 1.375(5) . ?
C13 C14 1.382(5) . ?
C13 C17 1.525(4) . ?
C8 C7 1.376(6) . ?
C6 C7 1.356(6) . ?
C19 O1 1.404(4) . ?

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
Cl1 Zn1 S1 112.46(3) . . ?
Cl2 Zn1 S1 113.44(4) . . ?
Cl2 Zn1 Cl1 115.96(4) . . ?
O1 Zn1 S1 108.96(10) . . ?
O1 Zn1 Cl1 106.24(8) . . ?
O1 Zn1 Cl2 98.33(8) . . ?
C1 S1 Zn1 98.83(11) . . ?
N2 N1 C1 113.6(2) . . ?
C10 N1 C1 127.4(3) . . ?
C10 N1 N2 118.9(3) . . ?
N1 C1 S1 123.8(2) . . ?
C2 C1 S1 132.4(3) . . ?
C2 C1 N1 103.8(3) . . ?
C2 N3 N2 113.6(2) . . ?
C3 N3 N2 117.4(3) . . ?
C3 N3 C2 129.0(3) . . ?
N3 N2 N1 103.4(2) . . ?
C12 C11 C10 116.4(3) . . ?
C18 C11 C10 122.3(3) . . ?
C18 C11 C12 121.3(3) . . ?
N3 C2 C1 105.5(3) . . ?
C4 C2 C1 130.2(3) . . ?
C4 C2 N3 124.2(3) . . ?
C5 C4 C2 121.3(3) . . ?
C9 C4 C2 120.1(3) . . ?
C9 C4 C5 118.6(3) . . ?
C6 C5 C4 120.1(4) . . ?
C14 C15 C10 116.3(3) . . ?
C16 C15 C10 122.6(3) . . ?
C16 C15 C14 121.2(3) . . ?
C11 C10 N1 118.4(3) . . ?
C15 C10 N1 117.3(3) . . ?
C15 C10 C11 124.3(3) . . ?
C8 C9 C4 120.4(4) . . ?
C13 C12 C11 122.1(3) . . ?
C14 C13 C12 119.0(3) . . ?
C17 C13 C12 120.8(3) . . ?
C17 C13 C14 120.2(3) . . ?
C13 C14 C15 121.7(3) . . ?
C7 C8 C9 120.2(4) . . ?
C7 C6 C5 121.2(4) . . ?
C6 C7 C8 119.5(4) . . ?
C19 O1 Zn1 127.8(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_distance_atom_site_label_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
_restr_distance_diff
Zn1 H1 1 2.5998 0.0200 0.0207
C19 H1 1 1.8906 0.0200 0.0077
O1 H1 1 0.8500 0.0100 -0.0033

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1893241'
loop_
_audit_author_name
_audit_author_address
'Prof G Prabusankar'
;IIT Hyderabad
India
;
_audit_update_record             
;
2019-10-25 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;
_audit_creation_date             2019-10-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.08.25 svn.r3337 for OlexSys, GUI svn.r5221)
;
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C36 H38 Br4 N6 Se2 Zn2'
_chemical_formula_sum            'C36 H38 Br4 N6 Se2 Zn2'
_chemical_formula_weight         1163.02
_chemical_oxdiff_formula         'C26 H20 N4 Se Zn Br2'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Zn 0.31207 1.46666 14.07430 7.03180 5.16520 2.41000 3.26550 0.23330 10.31630
58.70970 1.30410003662
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Br -0.28346 2.55990 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Se -0.08110 2.30834 17.00060 5.81960 3.97310 4.35430 2.40980 0.27260 15.23720
43.81630 2.84089994431
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   10.0434(3)
_cell_length_b                   13.9747(4)
_cell_length_c                   15.7202(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.367(3)
_cell_angle_gamma                90
_cell_volume                     2155.19(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2451
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.9908
_cell_measurement_theta_min      2.9924
_exptl_absorpt_coefficient_mu    6.542
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.7921
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             1127.2659
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0668
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10913
_diffrn_reflns_theta_full        25.0000
_diffrn_reflns_theta_max         29.05
_diffrn_reflns_theta_min         3.00
_diffrn_ambient_temperature      293.0
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 0.9984
_diffrn_measured_fraction_theta_max 0.8632
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -22.00    3.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.1894  -57.0000 -180.0000 25

#__ type_ start__ end____ width___ exp.time_
  2 omega  -69.00  -28.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.1894  121.0000  150.0000 41

#__ type_ start__ end____ width___ exp.time_
  3 omega  -47.00   40.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2206  -57.0000  -90.0000 87

#__ type_ start__ end____ width___ exp.time_
  4 omega   35.00   92.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2206  178.0000   90.0000 57

#__ type_ start__ end____ width___ exp.time_
  5 omega    5.00   66.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       20.2206   77.0000   90.0000 61
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0204555000
_diffrn_orient_matrix_UB_12      -0.0466317000
_diffrn_orient_matrix_UB_13      -0.0151793000
_diffrn_orient_matrix_UB_21      -0.0175035000
_diffrn_orient_matrix_UB_22      0.0175201000
_diffrn_orient_matrix_UB_23      -0.0433251000
_diffrn_orient_matrix_UB_31      0.0670992000
_diffrn_orient_matrix_UB_32      -0.0096369000
_diffrn_orient_matrix_UB_33      -0.0052711000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                2963
_reflns_number_total             4978
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         1.2257
_refine_diff_density_min         -1.5456
_refine_diff_density_rms         0.2303
_refine_ls_d_res_high            0.7317
_refine_ls_d_res_low             6.7935
_refine_ls_goodness_of_fit_ref   1.0394
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    30
_refine_ls_number_parameters     229
_refine_ls_number_reflns         4978
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0539
_refine_ls_restrained_S_all      1.0394
_refine_ls_shift/su_max          0.0008
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0483P)²+0.1774P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1071
_refine_ls_wR_factor_ref         0.1318
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C8(H8), C9(H9), C12(H12), C7(H7), C6(H6), C5(H5)
2.b Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c), C18(H18a,H18b,H18c), C3(H3a,H3b,H3c), C16(H16a,H16b,H16c)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
Se1 Se 0.82564(6) 0.40215(4) -0.00583(4) 0.04961(19) Uani 1.000000 .
Br2 Br 0.52403(5) 0.44307(5) 0.10671(4) 0.0539(2) Uani 1.000000 .
Zn1 Zn 0.57935(6) 0.40516(5) -0.03787(5) 0.0506(2) Uani 1.000000 .
Br1 Br 0.47365(7) 0.26733(6) -0.10585(5) 0.0783(3) Uani 1.000000 .
C17 C 1.1828(6) 0.3121(5) 0.0220(5) 0.080(2) Uani 1.000000 .
H17a H 1.206(4) 0.2923(12) -0.0316(16) 0.120(3) Uiso 1.000000 GR
H17b H 1.1235(19) 0.3666(12) 0.011(3) 0.120(3) Uiso 1.000000 GR
H17c H 1.265(3) 0.329(2) 0.0633(13) 0.120(3) Uiso 1.000000 GR
C18 C 1.1653(9) 0.0722(6) 0.2597(5) 0.115(3) Uani 1.000000 .
H18a H 1.099(2) 0.033(3) 0.2782(19) 0.172(5) Uiso 1.000000 GR
H18b H 1.243(4) 0.034(3) 0.2550(10) 0.172(5) Uiso 1.000000 GR
H18c H 1.193(6) 0.1222(6) 0.3016(10) 0.172(5) Uiso 1.000000 GR
N3 N 0.9299(4) 0.2336(3) -0.0726(3) 0.0421(11) Uani 1.000000 .
C3 C 0.8640(6) 0.1999(4) -0.2973(3) 0.0616(17) Uani 1.000000 .
H3a H 0.9495(15) 0.170(2) -0.2995(6) 0.092(3) Uiso 1.000000 GR
H3b H 0.792(2) 0.154(2) -0.3133(10) 0.092(3) Uiso 1.000000 GR
H3c H 0.848(4) 0.2528(6) -0.3371(5) 0.092(3) Uiso 1.000000 GR
N2 N 0.9409(4) 0.1838(3) -0.1439(3) 0.0483(12) Uani 1.000000 .
N1 N 0.8679(5) 0.2345(3) -0.2082(3) 0.0477(12) Uani 1.000000 .
C15 C 0.9252(5) 0.1166(4) 0.0406(3) 0.0415(13) Uani 1.000000 .
C1 C 0.8530(5) 0.3137(4) -0.0909(3) 0.0408(13) Uani 1.000000 .
C10 C 0.9912(5) 0.1925(4) 0.0119(3) 0.0390(12) Uani 1.000000 .
C14 C 0.9833(6) 0.0792(4) 0.1208(4) 0.0563(16) Uani 1.000000 .
H14 H 0.9413(6) 0.0277(4) 0.1419(4) 0.0675(19) Uiso 1.000000 R
C4 C 0.7238(6) 0.3818(5) -0.2405(4) 0.0517(15) Uani 1.000000 .
C8 C 0.5366(8) 0.4143(8) -0.3587(5) 0.094(3) Uani 1.000000 .
H8 H 0.4644(8) 0.3926(8) -0.4016(5) 0.112(3) Uiso 1.000000 R
C11 C 1.1124(5) 0.2319(4) 0.0576(4) 0.0503(15) Uani 1.000000 .
C2 C 0.8106(5) 0.3135(4) -0.1812(3) 0.0448(13) Uani 1.000000 .
C13 C 1.1035(7) 0.1162(5) 0.1717(4) 0.0646(18) Uani 1.000000 .
C16 C 0.7924(6) 0.0765(4) -0.0098(4) 0.0604(17) Uani 1.000000 .
H16a H 0.7318(16) 0.1281(4) -0.032(2) 0.091(3) Uiso 1.000000 GR
H16b H 0.8091(8) 0.039(2) -0.0574(16) 0.091(3) Uiso 1.000000 GR
H16c H 0.752(2) 0.037(2) 0.0278(8) 0.091(3) Uiso 1.000000 GR
C9 C 0.6146(6) 0.3501(6) -0.3037(4) 0.0703(19) Uani 1.000000 .
H9 H 0.5943(6) 0.2852(6) -0.3088(4) 0.084(2) Uiso 1.000000 R
C12 C 1.1656(6) 0.1898(5) 0.1379(4) 0.0639(18) Uani 1.000000 .
H12 H 1.2477(6) 0.2130(5) 0.1704(4) 0.077(2) Uiso 1.000000 R
C7 C 0.5639(9) 0.5094(7) -0.3511(6) 0.091(3) Uani 1.000000 .
H7 H 0.5094(9) 0.5527(7) -0.3879(6) 0.109(3) Uiso 1.000000 R
C6 C 0.6702(9) 0.5408(6) -0.2901(5) 0.084(2) Uani 1.000000 .
H6 H 0.6899(9) 0.6058(6) -0.2863(5) 0.101(3) Uiso 1.000000 R
C5 C 0.7502(7) 0.4788(5) -0.2332(4) 0.0661(18) Uani 1.000000 .
H5 H 0.8214(7) 0.5019(5) -0.1902(4) 0.079(2) Uiso 1.000000 R


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
Se1 Zn1 2.4167(8) . ?
Se1 C1 1.884(5) . ?
Br2 Zn1 2.5033(9) 3_665 ?
Br2 Zn1 2.5091(9) . ?
Zn1 Br1 2.3438(9) . ?
C17 C11 1.497(8) . ?
C18 C13 1.521(9) . ?
N3 N2 1.344(5) . ?
N3 C1 1.356(6) . ?
N3 C10 1.457(6) . ?
C3 N1 1.475(6) . ?
N2 N1 1.320(6) . ?
N1 C2 1.354(7) . ?
C15 C10 1.377(7) . ?
C15 C14 1.374(7) . ?
C15 C16 1.507(7) . ?
C1 C2 1.391(7) . ?
C10 C11 1.388(7) . ?
C14 C13 1.397(8) . ?
C4 C2 1.481(7) . ?
C4 C9 1.385(8) . ?
C4 C5 1.380(8) . ?
C8 C9 1.370(9) . ?
C8 C7 1.356(10) . ?
C11 C12 1.392(8) . ?
C13 C12 1.367(9) . ?
C7 C6 1.347(10) . ?
C6 C5 1.374(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
C1 Se1 Zn1 99.33(15) . . ?
Br2 Zn1 Se1 114.59(3) 3_665 . ?
Br2 Zn1 Se1 103.31(3) . . ?
Br1 Zn1 Se1 115.10(3) . . ?
Br1 Zn1 Br2 113.19(4) . 3_665 ?
Br1 Zn1 Br2 114.84(4) . . ?
C1 N3 N2 113.3(4) . . ?
C10 N3 N2 117.6(4) . . ?
C10 N3 C1 129.0(4) . . ?
N1 N2 N3 103.2(4) . . ?
N2 N1 C3 116.6(5) . . ?
C2 N1 C3 129.7(5) . . ?
C2 N1 N2 113.7(4) . . ?
C14 C15 C10 117.1(5) . . ?
C16 C15 C10 123.2(5) . . ?
C16 C15 C14 119.7(5) . . ?
N3 C1 Se1 123.6(4) . . ?
C2 C1 Se1 131.8(4) . . ?
C2 C1 N3 104.5(4) . . ?
C15 C10 N3 117.6(5) . . ?
C11 C10 N3 117.9(5) . . ?
C11 C10 C15 124.5(5) . . ?
C13 C14 C15 121.9(6) . . ?
C9 C4 C2 120.9(6) . . ?
C5 C4 C2 120.3(6) . . ?
C5 C4 C9 118.8(6) . . ?
C7 C8 C9 120.6(8) . . ?
C10 C11 C17 122.4(5) . . ?
C12 C11 C17 122.4(6) . . ?
C12 C11 C10 115.2(6) . . ?
C1 C2 N1 105.3(5) . . ?
C4 C2 N1 124.1(5) . . ?
C4 C2 C1 130.6(5) . . ?
C14 C13 C18 120.4(7) . . ?
C12 C13 C18 121.7(6) . . ?
C12 C13 C14 117.8(6) . . ?
C8 C9 C4 120.0(7) . . ?
C13 C12 C11 123.4(6) . . ?
C6 C7 C8 119.7(8) . . ?
C5 C6 C7 121.5(8) . . ?
C6 C5 C4 119.3(7) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
