# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_aaaa
_database_code_depnum_ccdc_archive 'CCDC 2040078'
loop_
_audit_author_name
_audit_author_address
'Jumiao Wu'
;Guangxi Normal University, Guilin, Guangxi, China
China
;
_audit_update_record             
;
2021-06-07 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;
_audit_creation_date             2020-08-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H11 Cl N4 S Sn'
_chemical_formula_sum            'C13 H11 Cl N4 S Sn'
_chemical_formula_weight         409.46
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 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'

_cell_length_a                   7.1781(18)
_cell_length_b                   23.125(6)
_cell_length_c                   9.358(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.105(4)
_cell_angle_gamma                90.00
_cell_volume                     1499.6(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3672
_cell_measurement_temperature    297.15
_cell_measurement_theta_max      22.62
_cell_measurement_theta_min      2.42
_exptl_absorpt_coefficient_mu    2.015
_exptl_absorpt_correction_T_max  0.8239
_exptl_absorpt_correction_T_min  0.5831
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'dull yellowish yellow'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.1454
_diffrn_reflns_av_unetI/netI     0.0739
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            16447
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.76
_diffrn_ambient_temperature      297.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                2000
_reflns_number_total             2650
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.27A (Bruker, 2012)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.898
_refine_diff_density_min         -0.986
_refine_diff_density_rms         0.136
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2650
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      0.988
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0598P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1070
_refine_ls_wR_factor_ref         0.1126
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N4(H4), C1AA(H1AA), C2AA(H2AA), C4AA(H4AA), C5AA(H5AA), C6AA(H6AA),
 C7AA(H7AA), C8AA(H8AA), C9AA(H9AA), C1BA(H1BA), C2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Sn1 Sn 0.41636(6) 0.389300(16) 0.08927(4) 0.04260(18) Uani 1 d . . .
S1 S 0.5299(2) 0.46111(7) 0.31645(16) 0.0520(4) Uani 1 d . . .
N2 N 0.2755(6) 0.47977(18) 0.0169(5) 0.0329(10) Uani 1 d . . .
N3 N 0.3056(7) 0.52914(19) 0.0998(5) 0.0402(11) Uani 1 d . . .
C4BA C 0.1172(7) 0.4370(2) -0.2142(6) 0.0367(12) Uani 1 d . . .
N4 N 0.4541(6) 0.57074(19) 0.3247(5) 0.0412(11) Uani 1 d . . .
H4 H 0.5304 0.5643 0.4107 0.049 Uiso 1 calc . . R
C1AA C 0.0707(9) 0.3441(3) -0.4012(7) 0.0579(18) Uani 1 d . . .
H1AA H 0.0587 0.3120 -0.4630 0.070 Uiso 1 calc . . R
C2AA C 0.0063(9) 0.4430(3) -0.3590(6) 0.0488(15) Uani 1 d . . .
H2AA H -0.0520 0.4782 -0.3921 0.059 Uiso 1 calc . . R
C3AA C 0.4166(8) 0.5231(2) 0.2346(6) 0.0347(12) Uani 1 d . . .
C4AA C 0.1578(8) 0.4848(2) -0.1137(6) 0.0353(12) Uani 1 d . . .
H4AA H 0.0986 0.5202 -0.1426 0.042 Uiso 1 calc . . R
C5AA C 0.4084(10) 0.7234(3) 0.4116(8) 0.0564(17) Uani 1 d . . .
H5AA H 0.4567 0.7482 0.4909 0.068 Uiso 1 calc . . R
C6AA C -0.0163(10) 0.3962(3) -0.4532(7) 0.0579(18) Uani 1 d . . .
H6AA H -0.0893 0.3995 -0.5507 0.070 Uiso 1 calc . . R
C7AA C 0.1755(9) 0.3410(3) -0.2555(7) 0.0522(16) Uani 1 d . . .
H7AA H 0.2312 0.3058 -0.2194 0.063 Uiso 1 calc . . R
C8AA C 0.4623(8) 0.6665(3) 0.4210(7) 0.0446(14) Uani 1 d . . .
H8AA H 0.5473 0.6526 0.5069 0.054 Uiso 1 calc . . R
C9AA C 0.2141(9) 0.7074(3) 0.1677(8) 0.0531(16) Uani 1 d . . .
H9AA H 0.1311 0.7219 0.0817 0.064 Uiso 1 calc . . R
C1BA C 0.2838(10) 0.7438(3) 0.2858(9) 0.0609(19) Uani 1 d . . .
H1BA H 0.2458 0.7823 0.2799 0.073 Uiso 1 calc . . R
C1 C 0.3892(8) 0.6289(2) 0.3011(6) 0.0352(12) Uani 1 d . . .
C2 C 0.2658(8) 0.6493(2) 0.1750(6) 0.0398(13) Uani 1 d . . .
H2 H 0.2169 0.6248 0.0951 0.048 Uiso 1 calc . . R
Cl1 Cl 0.1321(3) 0.36059(11) 0.1770(2) 0.0859(7) Uani 1 d . . .
N1 N 0.2010(7) 0.3864(2) -0.1633(5) 0.0430(11) Uani 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.0487(3) 0.0360(3) 0.0421(3) 0.00244(18) 0.00998(18) 0.00926(18)
S1 0.0686(11) 0.0428(9) 0.0364(8) 0.0019(7) -0.0009(7) 0.0125(7)
N2 0.036(2) 0.031(2) 0.033(2) 0.0010(19) 0.0113(19) 0.0052(18)
N3 0.044(3) 0.037(3) 0.038(3) 0.000(2) 0.008(2) 0.005(2)
C4BA 0.032(3) 0.044(3) 0.037(3) 0.004(3) 0.016(2) 0.001(2)
N4 0.043(3) 0.040(3) 0.036(2) -0.004(2) 0.002(2) 0.004(2)
C1AA 0.047(4) 0.076(5) 0.057(4) -0.027(4) 0.025(3) -0.018(3)
C2AA 0.051(4) 0.056(4) 0.040(3) 0.002(3) 0.014(3) -0.007(3)
C3AA 0.040(3) 0.034(3) 0.031(3) 0.001(2) 0.010(2) 0.005(2)
C4AA 0.031(3) 0.042(3) 0.035(3) 0.006(2) 0.011(2) 0.003(2)
C5AA 0.062(4) 0.046(4) 0.066(4) -0.021(3) 0.025(4) -0.014(3)
C6AA 0.051(4) 0.084(5) 0.038(3) -0.005(3) 0.010(3) -0.009(4)
C7AA 0.051(4) 0.051(4) 0.061(4) -0.009(3) 0.026(3) -0.005(3)
C8AA 0.044(3) 0.040(3) 0.052(3) -0.004(3) 0.017(3) -0.004(3)
C9AA 0.060(4) 0.035(3) 0.069(4) 0.008(3) 0.025(3) 0.002(3)
C1BA 0.065(5) 0.032(3) 0.092(6) -0.007(4) 0.033(4) -0.003(3)
C1 0.034(3) 0.035(3) 0.044(3) -0.003(2) 0.023(2) -0.004(2)
C2 0.044(3) 0.037(3) 0.044(3) -0.001(3) 0.021(3) -0.002(2)
Cl1 0.0779(13) 0.1218(18) 0.0569(11) 0.0188(11) 0.0156(9) -0.0408(12)
N1 0.043(3) 0.046(3) 0.044(3) -0.010(2) 0.018(2) -0.004(2)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 S1 2.6530(16) . ?
Sn1 N2 2.345(4) . ?
Sn1 Cl1 2.480(2) . ?
Sn1 N1 2.465(5) . ?
S1 C3AA 1.726(5) . ?
N2 N3 1.365(6) . ?
N2 C4AA 1.297(7) . ?
N3 C3AA 1.312(7) . ?
C4BA C2AA 1.388(8) . ?
C4BA C4AA 1.432(8) . ?
C4BA N1 1.344(7) . ?
N4 C3AA 1.371(7) . ?
N4 C1 1.423(7) . ?
C1AA C6AA 1.386(10) . ?
C1AA C7AA 1.376(9) . ?
C2AA C6AA 1.379(9) . ?
C5AA C8AA 1.368(9) . ?
C5AA C1BA 1.363(10) . ?
C7AA N1 1.342(8) . ?
C8AA C1 1.408(8) . ?
C9AA C1BA 1.375(10) . ?
C9AA C2 1.390(8) . ?
C1 C2 1.362(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
N2 Sn1 S1 72.08(11) . . ?
N2 Sn1 Cl1 90.26(12) . . ?
N2 Sn1 N1 68.41(15) . . ?
Cl1 Sn1 S1 90.57(7) . . ?
N1 Sn1 S1 140.38(11) . . ?
N1 Sn1 Cl1 86.89(12) . . ?
C3AA S1 Sn1 98.83(18) . . ?
N3 N2 Sn1 126.1(3) . . ?
C4AA N2 Sn1 118.6(4) . . ?
C4AA N2 N3 115.3(4) . . ?
C3AA N3 N2 115.1(4) . . ?
C2AA C4BA C4AA 122.0(5) . . ?
N1 C4BA C2AA 121.5(5) . . ?
N1 C4BA C4AA 116.3(5) . . ?
C3AA N4 C1 131.4(5) . . ?
C7AA C1AA C6AA 118.2(6) . . ?
C6AA C2AA C4BA 119.1(6) . . ?
N3 C3AA S1 127.8(4) . . ?
N3 C3AA N4 118.6(5) . . ?
N4 C3AA S1 113.6(4) . . ?
N2 C4AA C4BA 121.3(5) . . ?
C1BA C5AA C8AA 119.9(6) . . ?
C2AA C6AA C1AA 119.4(6) . . ?
N1 C7AA C1AA 122.9(6) . . ?
C5AA C8AA C1 120.1(6) . . ?
C1BA C9AA C2 121.0(6) . . ?
C5AA C1BA C9AA 120.1(6) . . ?
C8AA C1 N4 114.9(5) . . ?
C2 C1 N4 125.1(5) . . ?
C2 C1 C8AA 120.0(5) . . ?
C1 C2 C9AA 118.8(6) . . ?
C4BA N1 Sn1 115.3(3) . . ?
C7AA N1 Sn1 125.7(4) . . ?
C7AA N1 C4BA 118.7(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_20181130wjm-n2aaa
_database_code_depnum_ccdc_archive 'CCDC 2040084'
loop_
_audit_author_name
_audit_author_address
'Jumiao Wu'
;Guangxi Normal University, Guilin, Guangxi, China
China
;
_audit_update_record             
;
2021-06-07 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;
_audit_creation_date             2020-08-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C9 H11 Cl N4 S Sn'
_chemical_formula_sum            'C9 H11 Cl N4 S Sn'
_chemical_formula_weight         361.42
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 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'

_cell_length_a                   10.4999(10)
_cell_length_b                   8.4878(7)
_cell_length_c                   15.0352(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.817(9)
_cell_angle_gamma                90.00
_cell_volume                     1301.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2991
_cell_measurement_temperature    297.15
_cell_measurement_theta_max      28.4420
_cell_measurement_theta_min      3.5960
_exptl_absorpt_coefficient_mu    2.308
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dull reddish red'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.845
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0491
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7357
_diffrn_reflns_theta_full        24.98
_diffrn_reflns_theta_max         24.98
_diffrn_reflns_theta_min         3.61
_diffrn_ambient_temperature      297.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9784
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00  94.00   1.00    2.00    --   17.61 178.00  60.00   59
  2  ω    -20.00  60.00   1.00    2.00    --   17.61 -99.00  60.00   80
  3  ω    -89.00   1.00   1.00    2.00    --  -19.96 -57.00-180.00   90
  4  ω    -90.00  10.00   1.00    2.00    --  -19.96 -77.00 150.00  100
  5  ω    -45.00 -20.00   1.00    2.00    --  -19.96  38.00-150.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0310038000
_diffrn_orient_matrix_UB_12      0.0715794000
_diffrn_orient_matrix_UB_13      0.0172966000
_diffrn_orient_matrix_UB_21      -0.0601158000
_diffrn_orient_matrix_UB_22      0.0406582000
_diffrn_orient_matrix_UB_23      -0.0163319000
_diffrn_orient_matrix_UB_31      -0.0166547000
_diffrn_orient_matrix_UB_32      -0.0136699000
_diffrn_orient_matrix_UB_33      0.0423791000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_special_details          ?
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1932
_reflns_number_total             2278
_reflns_odcompleteness_completeness 99.65
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.579
_refine_diff_density_min         -1.028
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2278
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0566P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0930
_refine_ls_wR_factor_ref         0.0992
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C10(H10), C12(H12), C14(H14), C1AA(H1AA)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Sn1 Sn 0.76160(3) 0.51020(3) 0.033182(19) 0.04081(16) Uani 1 d . . .
S1 S 0.93949(11) 0.68718(14) 0.14696(7) 0.0515(3) Uani 1 d . . .
Cl1 Cl 0.60675(11) 0.73697(14) 0.00305(7) 0.0569(3) Uani 1 d . . .
C1 C 0.7474(4) 0.5311(5) -0.1866(3) 0.0397(10) Uani 1 d . . .
C3 C 0.8613(4) 0.6170(4) -0.1399(2) 0.0374(9) Uani 1 d . . .
H3 H 0.9155 0.6615 -0.1739 0.045 Uiso 1 calc . . R
C4 C 1.0261(4) 0.7573(4) 0.0707(3) 0.0402(9) Uani 1 d . . .
N2 N 0.8911(3) 0.6345(3) -0.05165(19) 0.0339(7) Uani 1 d . . .
N4 N 1.1284(4) 0.8535(4) 0.1015(2) 0.0529(9) Uani 1 d . . .
C10 C 0.5683(4) 0.3839(5) -0.1739(3) 0.0579(12) Uani 1 d . . .
H10 H 0.5191 0.3372 -0.1373 0.069 Uiso 1 calc . . R
C11 C 1.1990(5) 0.9247(6) 0.0387(3) 0.0631(13) Uani 1 d . . .
H11A H 1.2843 0.8776 0.0479 0.095 Uiso 1 calc . . GR
H11B H 1.2082 1.0358 0.0503 0.095 Uiso 1 calc . . GR
H11C H 1.1508 0.9074 -0.0233 0.095 Uiso 1 calc . . GR
C12 C 0.7111(5) 0.5188(5) -0.2811(3) 0.0549(13) Uani 1 d . . .
H12 H 0.7617 0.5654 -0.3169 0.066 Uiso 1 calc . . R
C14 C 0.6001(5) 0.4376(6) -0.3212(3) 0.0640(13) Uani 1 d . . .
H14 H 0.5740 0.4297 -0.3846 0.077 Uiso 1 calc . . R
C16 C 1.1662(6) 0.9068(7) 0.1959(3) 0.0824(17) Uani 1 d . . .
H16A H 1.1125 0.9947 0.2039 0.124 Uiso 1 calc . . GR
H16B H 1.2566 0.9384 0.2103 0.124 Uiso 1 calc . . GR
H16C H 1.1546 0.8226 0.2358 0.124 Uiso 1 calc . . GR
N1 N 0.6752(4) 0.4637(4) -0.1338(3) 0.0462(9) Uani 1 d . . .
C1AA C 0.5271(5) 0.3674(6) -0.2676(3) 0.0641(13) Uani 1 d . . .
H1AA H 0.4519 0.3102 -0.2938 0.077 Uiso 1 calc . . R
N3 N 1.0024(3) 0.7204(4) -0.0184(2) 0.0399(8) Uani 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.0433(3) 0.0441(2) 0.0385(2) 0.00729(11) 0.01666(17) 0.00445(11)
S1 0.0513(7) 0.0651(8) 0.0404(6) -0.0084(5) 0.0154(5) 0.0039(6)
Cl1 0.0516(7) 0.0634(8) 0.0599(7) 0.0116(5) 0.0211(5) 0.0209(6)
C1 0.040(3) 0.042(2) 0.038(2) 0.0009(17) 0.0129(19) 0.0008(19)
C3 0.039(2) 0.039(2) 0.037(2) 0.0036(16) 0.0151(16) 0.0003(18)
C4 0.039(2) 0.035(2) 0.046(2) -0.0027(17) 0.0080(17) 0.0086(19)
N2 0.0349(18) 0.0312(17) 0.0359(16) -0.0007(13) 0.0092(13) 0.0046(14)
N4 0.053(2) 0.048(2) 0.055(2) -0.0110(17) 0.0078(17) -0.0045(19)
C10 0.049(3) 0.063(3) 0.067(3) 0.000(2) 0.024(2) -0.016(2)
C11 0.060(3) 0.047(3) 0.079(3) 0.003(2) 0.009(3) -0.013(3)
C12 0.059(3) 0.070(3) 0.036(2) 0.0013(19) 0.012(2) -0.016(2)
C14 0.063(3) 0.079(4) 0.047(3) -0.004(3) 0.007(2) -0.022(3)
C16 0.084(4) 0.081(4) 0.074(3) -0.040(3) 0.002(3) -0.014(3)
N1 0.046(2) 0.051(2) 0.046(2) 0.0028(17) 0.0202(18) -0.0030(18)
C1AA 0.056(3) 0.075(4) 0.059(3) 0.000(2) 0.008(2) -0.018(3)
N3 0.039(2) 0.041(2) 0.0394(17) -0.0018(15) 0.0098(14) -0.0013(15)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 S1 2.6731(12) . ?
Sn1 Cl1 2.4903(11) . ?
Sn1 N2 2.327(3) . ?
Sn1 N1 2.488(4) . ?
S1 C4 1.730(4) . ?
C1 C3 1.433(6) . ?
C1 C12 1.384(6) . ?
C1 N1 1.350(5) . ?
C3 N2 1.297(4) . ?
C4 N4 1.340(5) . ?
C4 N3 1.341(4) . ?
N2 N3 1.367(4) . ?
N4 C11 1.464(5) . ?
N4 C16 1.451(5) . ?
C10 N1 1.326(6) . ?
C10 C1AA 1.378(6) . ?
C12 C14 1.364(7) . ?
C14 C1AA 1.374(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
Cl1 Sn1 S1 90.47(4) . . ?
N2 Sn1 S1 71.68(7) . . ?
N2 Sn1 Cl1 89.51(7) . . ?
N2 Sn1 N1 68.84(11) . . ?
N1 Sn1 S1 139.94(9) . . ?
N1 Sn1 Cl1 82.77(9) . . ?
C4 S1 Sn1 99.61(14) . . ?
C12 C1 C3 122.3(4) . . ?
N1 C1 C3 116.6(4) . . ?
N1 C1 C12 121.1(4) . . ?
N2 C3 C1 121.9(3) . . ?
N4 C4 S1 119.0(3) . . ?
N4 C4 N3 115.5(3) . . ?
N3 C4 S1 125.5(3) . . ?
C3 N2 Sn1 118.6(2) . . ?
C3 N2 N3 114.3(3) . . ?
N3 N2 Sn1 127.0(2) . . ?
C4 N4 C11 121.1(3) . . ?
C4 N4 C16 122.5(4) . . ?
C16 N4 C11 116.1(4) . . ?
N1 C10 C1AA 122.9(4) . . ?
C14 C12 C1 119.2(4) . . ?
C12 C14 C1AA 119.9(5) . . ?
C1 N1 Sn1 114.0(3) . . ?
C10 N1 Sn1 127.2(3) . . ?
C10 N1 C1 118.8(4) . . ?
C14 C1AA C10 118.1(4) . . ?
C4 N3 N2 115.4(3) . . ?

_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 5.090
_oxdiff_exptl_absorpt_empirical_full_min 0.316
####################################################################### 
# 
# 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_20181130wjmc0aaa
_database_code_depnum_ccdc_archive 'CCDC 2040074'
loop_
_audit_author_name
_audit_author_address
'Jumiao Wu'
;Guangxi Normal University, Guilin, Guangxi, China
China
;
_audit_update_record             
;
2021-06-07 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;
_audit_creation_date             2020-08-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C7 H7 Cl N4 S Sn'
_chemical_formula_sum            'C7 H7 Cl N4 S Sn'
_chemical_formula_weight         333.37
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   6.1495(3)
_cell_length_b                   14.0182(5)
_cell_length_c                   12.7608(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.810(4)
_cell_angle_gamma                90.00
_cell_volume                     1089.85(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1910
_cell_measurement_temperature    297.15
_cell_measurement_theta_max      26.0660
_cell_measurement_theta_min      4.1540
_exptl_absorpt_coefficient_mu    2.747
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dull orangish orange'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    2.032
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0420
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7250
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         3.32
_diffrn_ambient_temperature      297.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9784
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -96.00 -35.00   1.00    6.00    --  -19.88-178.00 -30.00   61
  2  ω    -90.00  10.00   1.00    6.00    --  -19.88 -77.00-120.00  100
  3  ω    -45.00  53.00   1.00    6.00    --  -19.88  38.00  30.00   98
  4  ω    -55.00  43.00   1.00    6.00    --   17.61 -38.00-180.00   98
  5  ω    -90.00 -53.00   1.00    6.00    --  -19.88 -77.00  90.00   37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0544462000
_diffrn_orient_matrix_UB_12      -0.0085528000
_diffrn_orient_matrix_UB_13      -0.0518029000
_diffrn_orient_matrix_UB_21      0.0944152000
_diffrn_orient_matrix_UB_22      -0.0238914000
_diffrn_orient_matrix_UB_23      -0.0129917000
_diffrn_orient_matrix_UB_31      -0.0408808000
_diffrn_orient_matrix_UB_32      -0.0437722000
_diffrn_orient_matrix_UB_33      0.0172314000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1500
_reflns_number_total             1916
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.603
_refine_diff_density_min         -0.719
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     131
_refine_ls_number_reflns         1916
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0337
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0388P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0736
_refine_ls_wR_factor_ref         0.0819
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C0AA(H0AA), C1AA(H1AA), C5(H5), C2AA(H2AA)
2.b X=CH2 refined with riding coordinates:
 N4(H4a,H4b)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Sn1 Sn 0.17225(6) 0.86574(2) 0.85272(3) 0.04488(16) Uani 1 d . . .
S1 S -0.0490(2) 0.80008(8) 1.00138(10) 0.0470(3) Uani 1 d . . .
Cl1 Cl -0.0725(3) 0.77720(10) 0.71503(11) 0.0672(5) Uani 1 d . . .
C2 C -0.1456(9) 1.0404(3) 0.7964(4) 0.0403(12) Uani 1 d . . .
N2 N -0.1154(6) 0.9714(2) 0.8614(3) 0.0348(9) Uani 1 d . . .
N1 N 0.1491(7) 0.9874(3) 0.7095(3) 0.0456(10) Uani 1 d . . .
C7 C -0.2345(8) 0.8921(3) 1.0000(3) 0.0361(11) Uani 1 d . . .
N4 N -0.3735(7) 0.8901(3) 1.0712(3) 0.0470(11) Uani 1 d . . .
H4A H -0.4677 0.9353 1.0729 0.056 Uiso 1 calc . . R
H4B H -0.3693 0.8437 1.1155 0.056 Uiso 1 calc . . R
C10 C -0.0083(8) 1.0526(3) 0.7138(4) 0.0381(11) Uani 1 d . . .
C0AA C -0.0413(10) 1.1265(3) 0.6410(4) 0.0515(14) Uani 1 d . . .
H0AA H -0.1524 1.1709 0.6444 0.062 Uiso 1 calc . . R
C1AA C 0.0946(11) 1.1327(4) 0.5633(4) 0.0633(17) Uani 1 d . . .
H1AA H 0.0758 1.1815 0.5134 0.076 Uiso 1 calc . . R
C5 C 0.2546(11) 1.0673(4) 0.5604(5) 0.0732(19) Uani 1 d . . .
H5 H 0.3462 1.0706 0.5082 0.088 Uiso 1 calc . . R
C2AA C 0.2823(10) 0.9953(4) 0.6351(5) 0.0680(17) Uani 1 d . . .
H2AA H 0.3956 0.9515 0.6338 0.082 Uiso 1 calc . . R
N3 N -0.2565(6) 0.9674(2) 0.9357(3) 0.0364(9) Uani 1 d . . .
H2 H -0.249(8) 1.084(3) 0.799(4) 0.042(14) Uiso 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.0425(3) 0.0412(2) 0.0532(3) -0.00102(15) 0.01472(19) 0.00463(15)
S1 0.0610(9) 0.0375(7) 0.0445(7) 0.0042(5) 0.0146(7) 0.0096(6)
Cl1 0.1031(13) 0.0541(8) 0.0496(8) -0.0202(6) 0.0295(8) -0.0250(8)
C2 0.049(3) 0.033(3) 0.040(3) 0.000(2) 0.012(2) 0.004(2)
N2 0.042(2) 0.0297(19) 0.036(2) -0.0026(16) 0.0157(18) -0.0052(17)
N1 0.055(3) 0.040(2) 0.047(2) -0.0028(18) 0.026(2) -0.004(2)
C7 0.035(3) 0.041(3) 0.031(2) -0.005(2) 0.002(2) -0.008(2)
N4 0.055(3) 0.050(2) 0.039(2) 0.0117(18) 0.019(2) 0.011(2)
C10 0.046(3) 0.034(2) 0.037(3) -0.0010(19) 0.012(2) -0.002(2)
C0AA 0.070(4) 0.048(3) 0.040(3) 0.005(2) 0.020(3) -0.004(3)
C1AA 0.099(5) 0.050(3) 0.045(3) 0.003(2) 0.027(3) -0.016(3)
C5 0.098(5) 0.069(4) 0.064(4) 0.003(3) 0.053(4) -0.010(4)
C2AA 0.081(5) 0.058(4) 0.075(4) -0.003(3) 0.045(4) 0.004(3)
N3 0.037(2) 0.039(2) 0.036(2) 0.0044(17) 0.0158(18) 0.0004(17)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 S1 2.6455(14) . ?
Sn1 Cl1 2.4849(14) . ?
Sn1 N2 2.321(4) . ?
Sn1 N1 2.489(4) . ?
S1 C7 1.720(5) . ?
C2 N2 1.272(6) . ?
C2 C10 1.447(6) . ?
N2 N3 1.370(5) . ?
N1 C10 1.338(6) . ?
N1 C2AA 1.340(6) . ?
C7 N4 1.329(6) . ?
C7 N3 1.333(5) . ?
C10 C0AA 1.388(6) . ?
C0AA C1AA 1.384(7) . ?
C1AA C5 1.349(8) . ?
C5 C2AA 1.383(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
Cl1 Sn1 S1 90.69(5) . . ?
Cl1 Sn1 N1 81.61(10) . . ?
N2 Sn1 S1 73.64(9) . . ?
N2 Sn1 Cl1 87.71(9) . . ?
N2 Sn1 N1 68.29(13) . . ?
N1 Sn1 S1 141.36(10) . . ?
C7 S1 Sn1 97.85(16) . . ?
N2 C2 C10 121.1(5) . . ?
C2 N2 Sn1 119.9(3) . . ?
C2 N2 N3 115.6(4) . . ?
N3 N2 Sn1 124.4(3) . . ?
C10 N1 Sn1 114.0(3) . . ?
C10 N1 C2AA 119.2(4) . . ?
C2AA N1 Sn1 126.7(4) . . ?
N4 C7 S1 117.7(3) . . ?
N4 C7 N3 114.6(4) . . ?
N3 C7 S1 127.7(4) . . ?
N1 C10 C2 116.5(4) . . ?
N1 C10 C0AA 121.5(5) . . ?
C0AA C10 C2 122.0(5) . . ?
C1AA C0AA C10 118.6(5) . . ?
C5 C1AA C0AA 119.4(5) . . ?
C1AA C5 C2AA 120.0(5) . . ?
N1 C2AA C5 121.2(5) . . ?
C7 N3 N2 115.9(4) . . ?

_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 1.453
_oxdiff_exptl_absorpt_empirical_full_min 0.646
####################################################################### 
# 
# 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_aaaa_CCDC1

_database_code_depnum_ccdc_archive 'CCDC 2040080'
loop_
_audit_author_name
_audit_author_address
'Jumiao Wu'
;Guangxi Normal University, Guilin, Guangxi, China
China
;
_audit_update_record             
;
2021-06-07 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;
_audit_creation_date             2020-10-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H13 Cl N4 S Sn'
_chemical_formula_sum            'C14 H13 Cl N4 S Sn'
_chemical_formula_weight         423.48
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 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'

_cell_length_a                   7.0007(9)
_cell_length_b                   9.3695(13)
_cell_length_c                   24.604(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.530(2)
_cell_angle_gamma                90.00
_cell_volume                     1610.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7262
_cell_measurement_temperature    298
_cell_measurement_theta_max      26.21
_cell_measurement_theta_min      2.33
_exptl_absorpt_coefficient_mu    1.879
_exptl_absorpt_correction_T_max  0.8059
_exptl_absorpt_correction_T_min  0.6309
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'dull yellowish yellow'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.746
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            19249
_diffrn_reflns_theta_full        26.51
_diffrn_reflns_theta_max         26.51
_diffrn_reflns_theta_min         1.66
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_special_details          ?
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                2954
_reflns_number_total             3333
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.27A (Bruker, 2012)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.449
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3333
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0297
_refine_ls_restrained_S_all      1.147
_refine_ls_shift/su_max          0.035
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0248P)²+1.6175P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0694
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N4(H4), C1AA(H1AA), C(H), C7AA(H7AA), C2(H2), C4(H4a), C5(H5), C6(H6), C7(H7),
  C8(H8)
2.b Idealised Me refined as rotating group:
 C4AA(H4Aa,H4Ab,H4Ac)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Sn1 Sn 0.61631(3) 0.11742(2) 0.398909(9) 0.04293(9) Uani 1 d . . .
Cl1 Cl 0.94922(13) 0.19277(9) 0.38298(4) 0.0509(2) Uani 1 d . . .
S1 S 0.58382(17) 0.32280(9) 0.47162(4) 0.0585(3) Uani 1 d . . .
N1 N 0.7401(4) -0.1288(3) 0.39117(11) 0.0432(6) Uani 1 d . . .
N4 N 0.6659(4) 0.3090(3) 0.57697(11) 0.0422(6) Uani 1 d . . .
H4 H 0.6289 0.3960 0.5724 0.051 Uiso 1 calc . . R
C2AA C 0.7059(5) 0.3822(4) 0.67069(15) 0.0512(8) Uani 1 d . . .
N2 N 0.7250(3) 0.0270(3) 0.48334(10) 0.0348(5) Uani 1 d . . .
C1AA C 0.7928(4) -0.1002(3) 0.48684(13) 0.0386(7) Uani 1 d . . .
H1AA H 0.8385 -0.1354 0.5205 0.046 Uiso 1 calc . . R
C C 0.8564(5) -0.4097(4) 0.39389(19) 0.0596(11) Uani 1 d . . .
H H 0.8959 -0.5045 0.3947 0.072 Uiso 1 calc . . R
C3AA C 0.7988(4) -0.1898(3) 0.43866(13) 0.0384(7) Uani 1 d . . .
C7AA C 0.7744(5) 0.1365(4) 0.64778(14) 0.0474(8) Uani 1 d . . .
H7AA H 0.7842 0.0652 0.6218 0.057 Uiso 1 calc . . R
C4AA C 0.6529(6) 0.5325(4) 0.65533(17) 0.0643(11) Uani 1 d . . .
H4AA H 0.7415 0.5688 0.6305 0.096 Uiso 1 calc . . GR
H4AB H 0.6573 0.5909 0.6874 0.096 Uiso 1 calc . . GR
H4AC H 0.5258 0.5341 0.6383 0.096 Uiso 1 calc . . GR
C1 C 0.6663(4) 0.2306(3) 0.52961(12) 0.0366(7) Uani 1 d . . .
C2 C 0.8581(5) -0.3308(4) 0.44153(17) 0.0497(8) Uani 1 d . . .
H2 H 0.8981 -0.3717 0.4747 0.060 Uiso 1 calc . . R
C3 C 0.7154(4) 0.2723(3) 0.63166(13) 0.0400(7) Uani 1 d . . .
C4 C 0.8188(6) 0.1064(5) 0.70229(16) 0.0638(10) Uani 1 d . . .
H4A H 0.8579 0.0150 0.7127 0.077 Uiso 1 calc . . R
C5 C 0.7510(7) 0.3460(5) 0.72468(17) 0.0715(12) Uani 1 d . . .
H5 H 0.7442 0.4166 0.7511 0.086 Uiso 1 calc . . R
C6 C 0.7385(5) -0.2066(4) 0.34587(15) 0.0532(9) Uani 1 d . . .
H6 H 0.6967 -0.1645 0.3130 0.064 Uiso 1 calc . . R
C7 C 0.7960(6) -0.3468(4) 0.34578(18) 0.0614(11) Uani 1 d . . .
H7 H 0.7939 -0.3981 0.3134 0.074 Uiso 1 calc . . R
C8 C 0.8052(7) 0.2109(5) 0.74101(17) 0.0779(13) Uani 1 d . . .
H8 H 0.8323 0.1906 0.7777 0.094 Uiso 1 calc . . R
N3 N 0.7253(4) 0.0987(3) 0.53264(11) 0.0411(6) Uani 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.05335(15) 0.03491(13) 0.03944(13) -0.00206(9) -0.00604(9) 0.00442(10)
Cl1 0.0624(5) 0.0423(4) 0.0490(5) 0.0082(4) 0.0112(4) 0.0010(4)
S1 0.1005(8) 0.0349(4) 0.0415(5) 0.0020(4) 0.0147(5) 0.0195(5)
N1 0.0492(15) 0.0332(14) 0.0477(16) -0.0043(12) 0.0064(12) -0.0039(12)
N4 0.0482(15) 0.0358(14) 0.0425(15) -0.0086(12) 0.0022(12) 0.0001(12)
C2AA 0.053(2) 0.051(2) 0.050(2) -0.0167(16) 0.0052(16) -0.0061(17)
N2 0.0376(13) 0.0300(12) 0.0367(13) -0.0036(10) 0.0008(10) -0.0017(10)
C1AA 0.0418(16) 0.0308(15) 0.0427(17) -0.0001(13) -0.0003(13) -0.0017(13)
C 0.051(2) 0.0319(18) 0.099(3) -0.0168(19) 0.027(2) -0.0036(15)
C3AA 0.0353(15) 0.0302(15) 0.0502(18) -0.0031(13) 0.0070(14) -0.0055(12)
C7AA 0.0514(19) 0.049(2) 0.0412(18) -0.0085(15) 0.0005(15) -0.0020(16)
C4AA 0.078(3) 0.050(2) 0.065(2) -0.0235(19) 0.005(2) -0.005(2)
C1 0.0351(15) 0.0337(16) 0.0414(16) -0.0037(13) 0.0062(13) -0.0034(12)
C2 0.0485(19) 0.0323(16) 0.069(2) -0.0003(16) 0.0117(17) 0.0015(15)
C3 0.0360(16) 0.0441(18) 0.0404(17) -0.0077(14) 0.0054(13) -0.0048(14)
C4 0.081(3) 0.064(3) 0.046(2) -0.0002(18) -0.0031(19) 0.005(2)
C5 0.098(3) 0.069(3) 0.046(2) -0.021(2) 0.000(2) -0.002(2)
C6 0.060(2) 0.052(2) 0.049(2) -0.0107(17) 0.0088(17) -0.0086(18)
C7 0.068(2) 0.048(2) 0.070(3) -0.026(2) 0.023(2) -0.0121(19)
C8 0.105(4) 0.088(3) 0.040(2) -0.004(2) -0.002(2) 0.001(3)
N3 0.0488(15) 0.0370(14) 0.0370(14) -0.0055(11) -0.0015(11) 0.0046(12)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 Cl1 2.4893(10) . ?
Sn1 S1 2.6468(9) . ?
Sn1 N1 2.476(3) . ?
Sn1 N2 2.328(2) . ?
S1 C1 1.736(3) . ?
N1 C3AA 1.342(4) . ?
N1 C6 1.332(4) . ?
N4 C1 1.378(4) . ?
N4 C3 1.411(4) . ?
C2AA C4AA 1.499(5) . ?
C2AA C3 1.412(4) . ?
C2AA C5 1.388(6) . ?
N2 C1AA 1.284(4) . ?
N2 N3 1.386(3) . ?
C1AA C3AA 1.455(4) . ?
C C2 1.385(5) . ?
C C7 1.366(6) . ?
C3AA C2 1.385(4) . ?
C7AA C3 1.388(5) . ?
C7AA C4 1.387(5) . ?
C1 N3 1.303(4) . ?
C4 C8 1.373(6) . ?
C5 C8 1.374(6) . ?
C6 C7 1.374(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
Cl1 Sn1 S1 91.17(3) . . ?
N1 Sn1 Cl1 85.21(7) . . ?
N1 Sn1 S1 140.76(7) . . ?
N2 Sn1 Cl1 89.20(6) . . ?
N2 Sn1 S1 72.44(6) . . ?
N2 Sn1 N1 68.45(9) . . ?
C1 S1 Sn1 98.94(11) . . ?
C3AA N1 Sn1 114.8(2) . . ?
C6 N1 Sn1 126.1(2) . . ?
C6 N1 C3AA 118.8(3) . . ?
C1 N4 C3 131.5(3) . . ?
C3 C2AA C4AA 122.3(3) . . ?
C5 C2AA C4AA 120.6(3) . . ?
C5 C2AA C3 117.1(4) . . ?
C1AA N2 Sn1 119.8(2) . . ?
C1AA N2 N3 114.3(3) . . ?
N3 N2 Sn1 125.96(18) . . ?
N2 C1AA C3AA 120.7(3) . . ?
C7 C C2 119.3(3) . . ?
N1 C3AA C1AA 116.1(3) . . ?
N1 C3AA C2 121.7(3) . . ?
C2 C3AA C1AA 122.2(3) . . ?
C4 C7AA C3 120.5(3) . . ?
N4 C1 S1 114.3(2) . . ?
N3 C1 S1 127.4(2) . . ?
N3 C1 N4 118.3(3) . . ?
C C2 C3AA 118.6(4) . . ?
N4 C3 C2AA 116.9(3) . . ?
C7AA C3 N4 123.2(3) . . ?
C7AA C3 C2AA 120.0(3) . . ?
C8 C4 C7AA 120.3(4) . . ?
C8 C5 C2AA 123.1(4) . . ?
N1 C6 C7 122.5(4) . . ?
C C7 C6 119.1(4) . . ?
C4 C8 C5 118.9(4) . . ?
C1 N3 N2 115.2(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_20181130wjm-n5aaa
_database_code_depnum_ccdc_archive 'CCDC 2040083'
loop_
_audit_author_name
_audit_author_address
'Jumiao Wu'
;Guangxi Normal University, Guilin, Guangxi, China
China
;
_audit_update_record             
;
2021-06-07 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;
_audit_creation_date             2020-08-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C11 H13 Cl N4 S Sn'
_chemical_formula_sum            'C11 H13 Cl N4 S Sn'
_chemical_formula_weight         387.45
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x-1/2, y, -z-1/2'
7 '-x-1/2, y-1/2, z'
8 'x, -y-1/2, z-1/2'

_cell_length_a                   13.4062(3)
_cell_length_b                   13.7584(5)
_cell_length_c                   15.3342(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2828.35(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2356
_cell_measurement_temperature    297.15
_cell_measurement_theta_max      28.2020
_cell_measurement_theta_min      3.5710
_exptl_absorpt_coefficient_mu    2.131
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68700
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dull reddish red'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.820
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8361
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         3.38
_diffrn_ambient_temperature      297.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9784
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     34.00  94.00   1.00   12.50    --   17.61-178.00  60.00   60
  2  ω    -40.00  42.00   1.00   12.50    --   17.61 -77.00-180.00   82
  3  ω     29.00  71.00   1.00   12.50    --   17.61  77.00  90.00   42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0144593000
_diffrn_orient_matrix_UB_12      0.0166515000
_diffrn_orient_matrix_UB_13      0.0418969000
_diffrn_orient_matrix_UB_21      0.0488274000
_diffrn_orient_matrix_UB_22      -0.0091844000
_diffrn_orient_matrix_UB_23      0.0158158000
_diffrn_orient_matrix_UB_31      0.0143951000
_diffrn_orient_matrix_UB_32      0.0479214000
_diffrn_orient_matrix_UB_33      -0.0115355000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1939
_reflns_number_total             2486
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2486
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0283
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0236P)²+0.1430P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0566
_refine_ls_wR_factor_ref         0.0615
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C5(H5A,H5B), C6(H6A,H6B), C20(H20A,H20B)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C15(H15), C19(H19), C22(H22), C24(H24)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Sn1 Sn 0.330112(15) 0.043614(18) 0.425694(15) 0.04156(10) Uani 1 d . . .
S1 S 0.34022(6) -0.14889(7) 0.43941(6) 0.0514(3) Uani 1 d . . .
Cl1 Cl 0.26660(7) 0.02400(8) 0.27365(6) 0.0668(3) Uani 1 d . . .
C2 C 0.5168(3) -0.4200(3) 0.4009(3) 0.0618(11) Uani 1 d . . .
H2A H 0.5013 -0.4830 0.4257 0.074 Uiso 1 calc . . R
H2B H 0.5152 -0.4247 0.3378 0.074 Uiso 1 calc . . R
C4 C 0.4674(2) -0.1639(2) 0.42484(19) 0.0357(8) Uani 1 d . . .
C5 C 0.6170(3) -0.3839(3) 0.4323(2) 0.0565(10) Uani 1 d . . .
H5A H 0.6708 -0.4128 0.3989 0.068 Uiso 1 calc . . R
H5B H 0.6267 -0.3987 0.4935 0.068 Uiso 1 calc . . R
C6 C 0.6122(2) -0.2750(2) 0.4175(2) 0.0470(9) Uani 1 d . . .
H6A H 0.6529 -0.2404 0.4595 0.056 Uiso 1 calc . . R
H6B H 0.6338 -0.2581 0.3590 0.056 Uiso 1 calc . . R
N4 N 0.50520(19) -0.2534(2) 0.42998(17) 0.0441(7) Uani 1 d . . .
C10 C 0.5563(2) 0.0609(2) 0.3681(2) 0.0373(8) Uani 1 d . . .
H10 H 0.6232 0.0444 0.3619 0.045 Uiso 1 calc . . R
N2 N 0.49366(18) -0.00368(19) 0.39483(16) 0.0325(6) Uani 1 d . . .
N1 N 0.42573(19) 0.1766(2) 0.35808(16) 0.0435(7) Uani 1 d . . .
C13 C 0.5242(2) 0.1589(2) 0.3476(2) 0.0389(8) Uani 1 d . . .
C15 C 0.4518(3) 0.3370(3) 0.3051(2) 0.0563(10) Uani 1 d . . .
H15 H 0.4251 0.3972 0.2907 0.068 Uiso 1 calc . . R
N3 N 0.53352(17) -0.0938(2) 0.40944(16) 0.0375(6) Uani 1 d . . .
C19 C 0.5516(3) 0.3198(3) 0.2955(2) 0.0578(10) Uani 1 d . . .
H19 H 0.5938 0.3681 0.2745 0.069 Uiso 1 calc . . R
C20 C 0.4452(3) -0.3432(2) 0.4332(2) 0.0564(10) Uani 1 d . . .
H20A H 0.3872 -0.3384 0.3956 0.068 Uiso 1 calc . . R
H20B H 0.4233 -0.3570 0.4923 0.068 Uiso 1 calc . . R
C22 C 0.5887(3) 0.2296(3) 0.3174(2) 0.0481(9) Uani 1 d . . .
H22 H 0.6565 0.2165 0.3119 0.058 Uiso 1 calc . . R
C24 C 0.3916(3) 0.2646(3) 0.3363(2) 0.0543(10) Uani 1 d . . .
H24 H 0.3238 0.2772 0.3426 0.065 Uiso 1 calc . . R

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.02962(14) 0.05201(18) 0.04306(18) -0.00265(12) 0.00177(10) 0.00501(10)
S1 0.0307(5) 0.0528(6) 0.0708(7) 0.0099(5) -0.0002(4) -0.0038(4)
Cl1 0.0683(7) 0.0764(8) 0.0557(6) 0.0014(5) -0.0254(5) 0.0037(5)
C2 0.082(3) 0.041(2) 0.062(3) -0.003(2) -0.012(2) -0.001(2)
C4 0.0347(17) 0.042(2) 0.0302(19) 0.0009(16) -0.0034(14) -0.0020(15)
C5 0.065(2) 0.044(2) 0.060(3) -0.0033(19) -0.0058(19) 0.007(2)
C6 0.0412(19) 0.046(2) 0.054(2) -0.0006(18) -0.0026(17) 0.0080(17)
N4 0.0398(15) 0.0395(17) 0.0531(19) 0.0032(15) -0.0018(13) 0.0001(14)
C10 0.0324(17) 0.045(2) 0.0345(19) 0.0010(16) 0.0020(14) 0.0044(15)
N2 0.0305(13) 0.0357(15) 0.0313(15) 0.0004(13) -0.0013(11) 0.0024(12)
N1 0.0448(16) 0.0447(18) 0.0408(18) -0.0035(14) 0.0007(13) 0.0074(14)
C13 0.044(2) 0.042(2) 0.031(2) -0.0018(16) 0.0031(15) -0.0006(16)
C15 0.081(3) 0.041(2) 0.047(2) -0.0024(19) -0.006(2) 0.012(2)
N3 0.0322(14) 0.0370(17) 0.0433(17) 0.0028(14) -0.0021(12) 0.0007(13)
C19 0.077(3) 0.045(2) 0.051(2) 0.0085(19) 0.004(2) -0.012(2)
C20 0.061(2) 0.039(2) 0.069(3) 0.009(2) -0.0084(19) -0.0148(19)
C22 0.049(2) 0.045(2) 0.051(2) 0.0054(19) 0.0037(17) -0.0014(18)
C24 0.055(2) 0.052(3) 0.055(2) -0.007(2) -0.0008(19) 0.013(2)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sn1 S1 2.6603(11) . ?
Sn1 Cl1 2.4968(9) . ?
Sn1 N2 2.336(2) . ?
Sn1 N1 2.463(3) . ?
S1 C4 1.732(3) . ?
C2 C5 1.511(5) . ?
C2 C20 1.512(5) . ?
C4 N4 1.333(4) . ?
C4 N3 1.331(4) . ?
C5 C6 1.517(5) . ?
C6 N4 1.477(4) . ?
N4 C20 1.476(4) . ?
C10 N2 1.290(4) . ?
C10 C13 1.450(4) . ?
N2 N3 1.368(3) . ?
N1 C13 1.352(4) . ?
N1 C24 1.337(4) . ?
C13 C22 1.382(4) . ?
C15 C19 1.368(5) . ?
C15 C24 1.367(5) . ?
C19 C22 1.378(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
Cl1 Sn1 S1 89.06(3) . . ?
N2 Sn1 S1 71.99(7) . . ?
N2 Sn1 Cl1 95.79(6) . . ?
N2 Sn1 N1 68.47(9) . . ?
N1 Sn1 S1 138.27(6) . . ?
N1 Sn1 Cl1 82.22(6) . . ?
C4 S1 Sn1 99.12(12) . . ?
C5 C2 C20 103.3(3) . . ?
N4 C4 S1 118.4(2) . . ?
N3 C4 S1 126.3(3) . . ?
N3 C4 N4 115.2(3) . . ?
C2 C5 C6 103.8(3) . . ?
N4 C6 C5 102.8(3) . . ?
C4 N4 C6 123.2(3) . . ?
C4 N4 C20 124.6(3) . . ?
C20 N4 C6 111.4(3) . . ?
N2 C10 C13 121.1(3) . . ?
C10 N2 Sn1 118.9(2) . . ?
C10 N2 N3 114.9(2) . . ?
N3 N2 Sn1 125.86(19) . . ?
C13 N1 Sn1 115.1(2) . . ?
C24 N1 Sn1 126.9(2) . . ?
C24 N1 C13 117.9(3) . . ?
N1 C13 C10 115.6(3) . . ?
N1 C13 C22 121.6(3) . . ?
C22 C13 C10 122.8(3) . . ?
C24 C15 C19 119.3(4) . . ?
C4 N3 N2 115.2(2) . . ?
C15 C19 C22 118.9(4) . . ?
N4 C20 C2 103.2(3) . . ?
C19 C22 C13 119.3(3) . . ?
N1 C24 C15 123.0(4) . . ?

_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 1.636
_oxdiff_exptl_absorpt_empirical_full_min 0.646
