# 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 2016

####################################################################### 
# 
# 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_M1_100Kv2
_database_code_depnum_ccdc_archive 'CCDC 1049864'
_audit_update_record             
;
2015-02-16 deposited with the CCDC.
2016-09-07 downloaded from the CCDC.
;
_audit_creation_date             2015-02-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.12.26 svn.r3119 for OlexSys, GUI svn.r4975)
;
_chemical_name_systematic        
"4-ethenylbenzyl N'-[(E)-phenylmethylidene]carbamohydrazonothioate"
_chemical_formula_moiety         'C17 H17 N3 S'
_chemical_formula_sum            'C17 H17 N3 S'
_chemical_formula_weight         295.41
_chemical_oxdiff_formula         'C17 H17 N3 S1'
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      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                   8.66567(19)
_cell_length_b                   9.3865(3)
_cell_length_c                   10.4897(3)
_cell_angle_alpha                84.169(2)
_cell_angle_beta                 87.2611(19)
_cell_angle_gamma                64.997(2)
_cell_volume                     769.26(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15114
_cell_measurement_temperature    100
_cell_measurement_theta_max      37.4150
_cell_measurement_theta_min      3.1790
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77898
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2753
_exptl_crystal_description       plate
_exptl_crystal_F_000             312.3441
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol'
_exptl_crystal_size_max          0.4844
_exptl_crystal_size_mid          0.422
_exptl_crystal_size_min          0.04
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            37171
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         36.31
_diffrn_reflns_theta_min         2.96
_diffrn_ambient_temperature      100
_diffrn_ambient_environment      N~2~
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9921
_diffrn_measured_fraction_theta_max 0.9965
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -112.00  -42.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -      -31.8965  160.0000  -35.0000 70

#__ type_ start__ end____ width___ exp.time_
  2 omega  -85.00  -18.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -      -31.8965  118.0000  171.0000 67

#__ type_ start__ end____ width___ exp.time_
  3 omega   50.00  111.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -       32.5215  160.0000  -35.0000 61

#__ type_ start__ end____ width___ exp.time_
  4 omega   -4.00   85.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -       32.5215 -118.0000   85.0000 89

#__ type_ start__ end____ width___ exp.time_
  5 omega   21.00  112.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -       32.5215 -160.0000  -66.0000 91

#__ type_ start__ end____ width___ exp.time_
  6 omega -122.00  -57.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -      -31.8965 -178.0000 -120.0000 65

#__ type_ start__ end____ width___ exp.time_
  7 omega -120.00  -55.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -      -31.8965  178.0000 -180.0000 65

#__ type_ start__ end____ width___ exp.time_
  8 omega  -43.00   59.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -       32.5215  -38.0000   60.0000 102

#__ type_ start__ end____ width___ exp.time_
  9 omega  -43.00   59.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -       32.5215  -38.0000  150.0000 102

#__ type_ start__ end____ width___ exp.time_
 10 omega    6.00  108.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -       32.5215   38.0000 -120.0000 102

#__ type_ start__ end____ width___ exp.time_
 11 omega  -43.00   59.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -       32.5215  -38.0000  -90.0000 102

#__ type_ start__ end____ width___ exp.time_
 12 omega    3.00  106.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -       32.5215   57.0000  -60.0000 103

#__ type_ start__ end____ width___ exp.time_
 13 omega    3.00  106.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -       32.5215   57.0000  150.0000 103

#__ type_ start__ end____ width___ exp.time_
 14 omega   -1.00   63.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -       32.5215   77.0000 -180.0000 64

#__ type_ start__ end____ width___ exp.time_
 15 omega   -1.00  111.00   1.0000   22.6950
omega____ theta____ kappa____ phi______ frames
    -       32.5215   77.0000   30.0000 112
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Mo at zero, Atlas'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_UB_11      -0.0048627000
_diffrn_orient_matrix_UB_12      0.0654832000
_diffrn_orient_matrix_UB_13      -0.0425682000
_diffrn_orient_matrix_UB_21      0.0112070000
_diffrn_orient_matrix_UB_22      0.0371446000
_diffrn_orient_matrix_UB_23      0.0521835000
_diffrn_orient_matrix_UB_31      0.0894868000
_diffrn_orient_matrix_UB_32      -0.0366206000
_diffrn_orient_matrix_UB_33      -0.0092173000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_special_details          ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              15
_reflns_limit_k_min              -15
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                6205
_reflns_number_total             7441
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     36.23
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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         0.6580
_refine_diff_density_min         -0.3046
_refine_diff_density_rms         0.0726
_refine_ls_d_res_high            0.6001
_refine_ls_d_res_low             6.8875
_refine_ls_goodness_of_fit_ref   1.0978
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    25
_refine_ls_number_parameters     205
_refine_ls_number_reflns         7441
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0404
_refine_ls_restrained_S_all      1.0978
_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)+(0.0514P)²+0.2149P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1062
_refine_ls_wR_factor_ref         0.1179
_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:
 C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C11(H11), C13(H13), C14(H14),
 C15(H15), C16(H16), C17(H17)
;
_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 0.47726(3) 0.19389(3) 0.31875(2) 0.02082(6) Uani 1.000000 .
N1 N 0.34103(10) 0.14907(10) 0.10691(8) 0.02074(14) Uani 1.000000 .
H1A H 0.354(2) 0.092(2) 0.0404(18) 0.046(5) Uiso 1.000000 .
H1B H 0.247(2) 0.178(2) 0.1501(17) 0.044(5) Uiso 1.000000 .
N2 N 0.63283(9) 0.03030(9) 0.11915(7) 0.01839(13) Uani 1.000000 .
N3 N 0.76886(9) 0.01716(9) 0.19252(7) 0.01783(13) Uani 1.000000 .
C1 C 0.22975(10) 0.38878(10) 0.46319(8) 0.01859(14) Uani 1.000000 .
C2 C 0.17639(11) 0.32637(11) 0.57437(9) 0.02037(15) Uani 1.000000 .
H2 H 0.15034(11) 0.23818(11) 0.57088(9) 0.02445(18) Uiso 1.000000 R
C3 C 0.16104(11) 0.39183(11) 0.68981(9) 0.02084(15) Uani 1.000000 .
H3 H 0.12421(11) 0.34819(11) 0.76434(9) 0.02500(18) Uiso 1.000000 R
C4 C 0.19928(11) 0.52148(10) 0.69750(9) 0.01971(15) Uani 1.000000 .
C5 C 0.25187(12) 0.58408(11) 0.58593(9) 0.02154(15) Uani 1.000000 .
H5 H 0.27738(12) 0.67261(11) 0.58924(9) 0.02585(18) Uiso 1.000000 R
C6 C 0.26740(12) 0.51836(11) 0.46986(9) 0.02140(15) Uani 1.000000 .
H6 H 0.30375(12) 0.56205(11) 0.39511(9) 0.02568(18) Uiso 1.000000 R
C7 C 0.18817(14) 0.59282(12) 0.81871(10) 0.02578(18) Uani 1.000000 .
H7 H 0.19524(14) 0.69153(12) 0.81344(10) 0.0309(2) Uiso 1.000000 R
C8 C 0.1691(2) 0.53034(17) 0.93447(12) 0.0435(3) Uani 1.000000 .
H8A H 0.166(2) 0.583(2) 1.0115(18) 0.049(5) Uiso 1.000000 .
H8B H 0.161(3) 0.431(3) 0.946(2) 0.063(6) Uiso 1.000000 .
C9 C 0.24948(11) 0.31572(11) 0.33854(9) 0.02119(15) Uani 1.000000 .
H9A H 0.20671(11) 0.39877(11) 0.26642(9) 0.02543(19) Uiso 1.000000 R
H9B H 0.18484(11) 0.25012(11) 0.34133(9) 0.02543(19) Uiso 1.000000 R
C10 C 0.48612(10) 0.11670(10) 0.17059(8) 0.01747(14) Uani 1.000000 .
C11 C 0.91564(10) -0.06398(10) 0.14403(8) 0.01743(14) Uani 1.000000 .
H11 H 0.92117(10) -0.10607(10) 0.06444(8) 0.02092(16) Uiso 1.000000 R
C12 C 1.07474(10) -0.09359(10) 0.20775(8) 0.01673(13) Uani 1.000000 .
C13 C 1.07641(11) -0.03524(11) 0.32584(8) 0.01858(14) Uani 1.000000 .
H13 H 0.97228(11) 0.02784(11) 0.36572(8) 0.02229(17) Uiso 1.000000 R
C14 C 1.23075(11) -0.07003(11) 0.38417(9) 0.02091(15) Uani 1.000000 .
H14 H 1.23144(11) -0.03093(11) 0.46409(9) 0.02509(18) Uiso 1.000000 R
C15 C 1.38470(11) -0.16206(12) 0.32598(9) 0.02266(16) Uani 1.000000 .
H15 H 1.48954(11) -0.18663(12) 0.36686(9) 0.02720(19) Uiso 1.000000 R
C16 C 1.38410(11) -0.21752(12) 0.20830(9) 0.02300(16) Uani 1.000000 .
H16 H 1.48862(11) -0.27887(12) 0.16802(9) 0.0276(2) Uiso 1.000000 R
C17 C 1.23009(11) -0.18314(11) 0.14928(8) 0.01996(15) Uani 1.000000 .
H17 H 1.23042(11) -0.22082(11) 0.06852(8) 0.02395(18) 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 C9 1.8298(9) . ?
S1 C10 1.7654(8) . ?
N1 H1A 0.897(19) . ?
N1 H1B 0.863(18) . ?
N1 C10 1.3548(11) . ?
N2 N3 1.3934(10) . ?
N2 C10 1.3103(11) . ?
N3 C11 1.2864(11) . ?
C1 C2 1.3985(13) . ?
C1 C6 1.3949(13) . ?
C1 C9 1.5069(12) . ?
C2 H2 0.9500 . ?
C2 C3 1.3885(13) . ?
C3 H3 0.9500 . ?
C3 C4 1.4003(13) . ?
C4 C5 1.3994(13) . ?
C4 C7 1.4768(13) . ?
C5 H5 0.9500 . ?
C5 C6 1.3955(13) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.3280(17) . ?
C8 H8A 0.986(19) . ?
C8 H8B 0.96(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C11 H11 0.9500 . ?
C11 C12 1.4668(11) . ?
C12 C13 1.4074(12) . ?
C12 C17 1.4015(12) . ?
C13 H13 0.9500 . ?
C13 C14 1.3922(12) . ?
C14 H14 0.9500 . ?
C14 C15 1.3978(13) . ?
C15 H15 0.9500 . ?
C15 C16 1.3886(14) . ?
C16 H16 0.9500 . ?
C16 C17 1.3939(12) . ?
C17 H17 0.9500 . ?

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
C10 S1 C9 102.69(4) . . ?
H1B N1 H1A 118.4(16) . . ?
C10 N1 H1A 115.0(11) . . ?
C10 N1 H1B 118.1(12) . . ?
C10 N2 N3 111.62(7) . . ?
C11 N3 N2 113.72(7) . . ?
C6 C1 C2 118.93(8) . . ?
C9 C1 C2 120.69(8) . . ?
C9 C1 C6 120.37(8) . . ?
H2 C2 C1 119.62(5) . . ?
C3 C2 C1 120.76(8) . . ?
C3 C2 H2 119.62(5) . . ?
H3 C3 C2 119.65(5) . . ?
C4 C3 C2 120.69(8) . . ?
C4 C3 H3 119.65(5) . . ?
C5 C4 C3 118.39(8) . . ?
C7 C4 C3 122.54(8) . . ?
C7 C4 C5 119.07(8) . . ?
H5 C5 C4 119.51(5) . . ?
C6 C5 C4 120.97(8) . . ?
C6 C5 H5 119.51(5) . . ?
C5 C6 C1 120.25(8) . . ?
H6 C6 C1 119.87(5) . . ?
H6 C6 C5 119.87(5) . . ?
H7 C7 C4 117.31(5) . . ?
C8 C7 C4 125.37(10) . . ?
C8 C7 H7 117.31(7) . . ?
H8A C8 C7 120.8(11) . . ?
H8B C8 C7 121.0(13) . . ?
H8B C8 H8A 118.2(16) . . ?
C1 C9 S1 106.42(6) . . ?
H9A C9 S1 110.44(3) . . ?
H9A C9 C1 110.44(5) . . ?
H9B C9 S1 110.44(3) . . ?
H9B C9 C1 110.44(5) . . ?
H9B C9 H9A 108.6 . . ?
N1 C10 S1 120.35(6) . . ?
N2 C10 S1 120.66(6) . . ?
N2 C10 N1 118.97(8) . . ?
H11 C11 N3 118.96(5) . . ?
C12 C11 N3 122.07(7) . . ?
C12 C11 H11 118.96(4) . . ?
C13 C12 C11 122.11(7) . . ?
C17 C12 C11 118.93(7) . . ?
C17 C12 C13 118.95(7) . . ?
H13 C13 C12 120.02(5) . . ?
C14 C13 C12 119.96(8) . . ?
C14 C13 H13 120.02(5) . . ?
H14 C14 C13 119.76(5) . . ?
C15 C14 C13 120.48(8) . . ?
C15 C14 H14 119.76(5) . . ?
H15 C15 C14 120.07(5) . . ?
C16 C15 C14 119.87(8) . . ?
C16 C15 H15 120.07(5) . . ?
H16 C16 C15 120.01(5) . . ?
C17 C16 C15 119.98(8) . . ?
C17 C16 H16 120.01(5) . . ?
C16 C17 C12 120.73(8) . . ?
H17 C17 C12 119.63(5) . . ?
H17 C17 C16 119.63(5) . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-12 -2 -1 0.2001 -11.9845 -1.9714 -1.0201 -0.0274 -0.2608 -0.9909
0 -9 9 0.0390 -0.0295 -9.0085 8.9920 -0.9725 0.1343 0.2444
0 9 -9 0.0010 0.0295 9.0085 -8.9920 0.9725 -0.1343 -0.2444
2 9 11 0.2252 2.0043 8.9825 11.0037 0.1101 0.9303 -0.2510
-2 -9 -11 0.2252 -2.0043 -8.9825 -11.0037 -0.1101 -0.9303 0.2510
11 1 0 0.1737 11.0048 1.0051 0.0104 0.0119 0.1612 0.9479
-9 3 6 0.1960 -9.0166 3.0079 5.9722 -0.0134 0.3223 -0.9721

_olex2_submission_original_sample_id M1
_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_exp_2220
_database_code_depnum_ccdc_archive 'CCDC 1049967'
_audit_update_record             
;
2015-02-16 deposited with the CCDC.
2016-09-07 downloaded from the CCDC.
;
_audit_creation_date             2015-02-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.12.26 svn.r3119 for OlexSys, GUI svn.r4975)
;
_chemical_name_common            ?
_chemical_name_systematic        
'(1E,2E)-1-{amino[(4-ethenylbenzyl)sulfanyl]methylidene}-2-benzylidenehydrazinium chloride - methanol (1:1:1)'
_chemical_formula_moiety         'C17 H18 N3 S, C H4 O, Cl'
_chemical_formula_sum            'C18 H22 Cl N3 O S'
_chemical_formula_weight         363.90
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H22 N3 S1 Cl1 O1'
_chemical_oxdiff_usercomment     100K
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   9.4176(2)
_cell_length_b                   10.2256(2)
_cell_length_c                   11.8640(3)
_cell_angle_alpha                67.799(2)
_cell_angle_beta                 68.787(2)
_cell_angle_gamma                66.310(2)
_cell_volume                     938.49(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13960
_cell_measurement_temperature    100.1(6)
_cell_measurement_theta_max      36.9700
_cell_measurement_theta_min      3.3560
_exptl_absorpt_coefficient_mu    0.324
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             384
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol'
_exptl_crystal_size_max          0.2984
_exptl_crystal_size_mid          0.2133
_exptl_crystal_size_min          0.0934
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            45409
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         36.32
_diffrn_reflns_theta_min         2.77
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.1(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -61.00   42.00   1.0000   27.1850
omega____ theta____ kappa____ phi______ frames
    -      -31.5329   57.0000  -90.0000 103

#__ type_ start__ end____ width___ exp.time_
  2 omega  -61.00   42.00   1.0000   27.1850
omega____ theta____ kappa____ phi______ frames
    -      -31.5329   57.0000  -30.0000 103

#__ type_ start__ end____ width___ exp.time_
  3 omega   -1.00  111.00   1.0000   27.1850
omega____ theta____ kappa____ phi______ frames
    -       32.1579   77.0000    0.0000 112

#__ type_ start__ end____ width___ exp.time_
  4 omega   -1.00  111.00   1.0000   27.1850
omega____ theta____ kappa____ phi______ frames
    -       32.1579   77.0000   60.0000 112

#__ type_ start__ end____ width___ exp.time_
  5 omega    3.00  106.00   1.0000   27.1850
omega____ theta____ kappa____ phi______ frames
    -       32.1579   57.0000  150.0000 103

#__ type_ start__ end____ width___ exp.time_
  6 omega   -1.00  111.00   1.0000   27.1850
omega____ theta____ kappa____ phi______ frames
    -       32.1579   77.0000 -150.0000 112

#__ type_ start__ end____ width___ exp.time_
  7 omega    3.00  106.00   1.0000   27.1850
omega____ theta____ kappa____ phi______ frames
    -       32.1579   57.0000  -60.0000 103

#__ type_ start__ end____ width___ exp.time_
  8 omega   -1.00  111.00   1.0000   27.1850
omega____ theta____ kappa____ phi______ frames
    -       32.1579   77.0000 -180.0000 112

#__ type_ start__ end____ width___ exp.time_
  9 omega   -1.00  111.00   1.0000   27.1850
omega____ theta____ kappa____ phi______ frames
    -       32.1579   77.0000  -30.0000 112

#__ type_ start__ end____ width___ exp.time_
 10 omega  -65.00   47.00   1.0000   27.1850
omega____ theta____ kappa____ phi______ frames
    -      -31.5329   77.0000   30.0000 112

#__ type_ start__ end____ width___ exp.time_
 11 omega  -65.00   44.00   1.0000   27.1850
omega____ theta____ kappa____ phi______ frames
    -      -31.5329   77.0000 -180.0000 109

#__ type_ start__ end____ width___ exp.time_
 12 omega  -61.00   42.00   1.0000   27.1850
omega____ theta____ kappa____ phi______ frames
    -      -31.5329   57.0000  120.0000 103
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Mo at zero, Atlas'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_UB_11      -0.0561667000
_diffrn_orient_matrix_UB_12      0.0071129000
_diffrn_orient_matrix_UB_13      -0.0304502000
_diffrn_orient_matrix_UB_21      0.0485267000
_diffrn_orient_matrix_UB_22      0.0280819000
_diffrn_orient_matrix_UB_23      -0.0589767000
_diffrn_orient_matrix_UB_31      0.0411974000
_diffrn_orient_matrix_UB_32      -0.0731994000
_diffrn_orient_matrix_UB_33      -0.0060650000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                6918
_reflns_number_total             9081
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     36.23
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.716
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     230
_refine_ls_number_reflns         9081
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0446
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0579P)²+0.3447P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1116
_refine_ls_wR_factor_ref         0.1258
_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, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2A), C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C11(H11), C13(H13), C14(H14),
  C15(H15), C16(H16), C17(H17)
2.c X=CH2 refined with riding coordinates:
 N1(H1A,H1B)
2.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C)
;
_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
S1 S 0.48296(3) 0.60805(4) 0.33087(3) 0.02340(7) Uani 1 d . . .
N1 N 0.18054(12) 0.60426(11) 0.45776(9) 0.02069(17) Uani 1 d . . .
H1A H 0.0889 0.6370 0.5060 0.025 Uiso 1 calc . . R
H1B H 0.1982 0.5321 0.4289 0.025 Uiso 1 calc . . R
N2 N 0.27088(11) 0.77615(10) 0.47089(9) 0.01850(16) Uani 1 d . . .
H2A H 0.3382 0.8254 0.4403 0.022 Uiso 1 calc . . R
N3 N 0.13599(11) 0.81070(10) 0.56589(9) 0.01797(15) Uani 1 d . . .
C1 C 0.59130(13) 0.50099(13) 0.12985(10) 0.01985(18) Uani 1 d . . .
C2 C 0.72763(16) 0.38025(16) 0.14429(11) 0.0291(2) Uani 1 d . . .
H2 H 0.7311 0.3128 0.2229 0.035 Uiso 1 calc . . R
C3 C 0.85903(15) 0.35884(16) 0.04286(12) 0.0296(3) Uani 1 d . . .
H3 H 0.9494 0.2774 0.0544 0.035 Uiso 1 calc . . R
C4 C 0.85680(14) 0.45864(13) -0.07650(11) 0.0217(2) Uani 1 d . . .
C5 C 0.71885(15) 0.57981(13) -0.09034(11) 0.0231(2) Uani 1 d . . .
H5 H 0.7145 0.6471 -0.1689 0.028 Uiso 1 calc . . R
C6 C 0.58855(14) 0.60103(13) 0.01148(11) 0.0228(2) Uani 1 d . . .
H6 H 0.4984 0.6829 0.0006 0.027 Uiso 1 calc . . R
C7 C 0.98992(15) 0.43845(15) -0.18865(12) 0.0278(2) Uani 1 d . . .
H7 H 0.9749 0.5086 -0.2644 0.033 Uiso 1 calc . . R
C8 C 1.12788(17) 0.33161(19) -0.19301(15) 0.0357(3) Uani 1 d . . .
H8A H 1.208(2) 0.326(2) -0.2707(19) 0.039(5) Uiso 1 d . . .
H8B H 1.155(3) 0.256(3) -0.117(2) 0.049(6) Uiso 1 d . . .
C9 C 0.44714(14) 0.52080(14) 0.23883(11) 0.0234(2) Uani 1 d . . .
H9A H 0.4323 0.4254 0.2901 0.028 Uiso 1 calc . . R
H9B H 0.3518 0.5832 0.2087 0.028 Uiso 1 calc . . R
C10 C 0.29342(12) 0.66434(12) 0.42820(10) 0.01769(17) Uani 1 d . . .
C11 C 0.11741(13) 0.92485(12) 0.59795(10) 0.01811(17) Uani 1 d . . .
H11 H 0.1873 0.9810 0.5540 0.022 Uiso 1 calc . . R
C12 C -0.01454(13) 0.96566(11) 0.70399(10) 0.01776(17) Uani 1 d . . .
C13 C -0.13592(14) 0.89842(13) 0.75951(12) 0.0235(2) Uani 1 d . . .
H13 H -0.1382 0.8306 0.7261 0.028 Uiso 1 calc . . R
C14 C -0.25274(15) 0.93348(14) 0.86454(13) 0.0276(2) Uani 1 d . . .
H14 H -0.3333 0.8887 0.9016 0.033 Uiso 1 calc . . R
C15 C -0.25060(15) 1.03522(14) 0.91518(12) 0.0264(2) Uani 1 d . . .
H15 H -0.3286 1.0571 0.9864 0.032 Uiso 1 calc . . R
C16 C -0.13206(16) 1.10378(13) 0.85921(12) 0.0256(2) Uani 1 d . . .
H16 H -0.1307 1.1720 0.8926 0.031 Uiso 1 calc . . R
C17 C -0.01499(14) 1.07050(13) 0.75292(11) 0.02173(19) Uani 1 d . . .
H17 H 0.0631 1.1182 0.7144 0.026 Uiso 1 calc . . R
O1 O 0.48775(12) 0.10804(13) 0.58667(10) 0.0320(2) Uani 1 d . . .
H1 H 0.413(3) 0.157(3) 0.550(2) 0.066(8) Uiso 1 d . . .
C18 C 0.44511(17) -0.00600(18) 0.69190(14) 0.0333(3) Uani 1 d . . .
H18A H 0.4072 -0.0628 0.6672 0.050 Uiso 1 calc . . GR
H18B H 0.3621 0.0369 0.7556 0.050 Uiso 1 calc . . GR
H18C H 0.5370 -0.0697 0.7245 0.050 Uiso 1 calc . . GR
Cl1 Cl 0.21172(3) 0.28172(3) 0.45330(3) 0.02139(6) Uani 1 d . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C9 1.8295(12) . ?
S1 C10 1.7424(11) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
N1 C10 1.3125(14) . ?
N2 H2A 0.8600 . ?
N2 N3 1.3831(13) . ?
N2 C10 1.3318(14) . ?
N3 C11 1.2887(14) . ?
C1 C2 1.3884(17) . ?
C1 C6 1.3924(16) . ?
C1 C9 1.5041(15) . ?
C2 H2 0.9300 . ?
C2 C3 1.3897(17) . ?
C3 H3 0.9300 . ?
C3 C4 1.3998(18) . ?
C4 C5 1.3990(17) . ?
C4 C7 1.4755(16) . ?
C5 H5 0.9300 . ?
C5 C6 1.3869(16) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.318(2) . ?
C8 H8A 0.96(2) . ?
C8 H8B 0.98(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C11 H11 0.9300 . ?
C11 C12 1.4662(15) . ?
C12 C13 1.3992(15) . ?
C12 C17 1.3969(15) . ?
C13 H13 0.9300 . ?
C13 C14 1.3857(17) . ?
C14 H14 0.9300 . ?
C14 C15 1.3934(18) . ?
C15 H15 0.9300 . ?
C15 C16 1.3854(18) . ?
C16 H16 0.9300 . ?
C16 C17 1.3922(16) . ?
C17 H17 0.9300 . ?
O1 H1 0.85(3) . ?
O1 C18 1.4118(18) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 S1 C9 102.19(5) . . ?
H1A N1 H1B 120.0 . . ?
C10 N1 H1A 120.0 . . ?
C10 N1 H1B 120.0 . . ?
N3 N2 H2A 121.0 . . ?
C10 N2 H2A 121.0 . . ?
C10 N2 N3 118.04(9) . . ?
C11 N3 N2 114.69(9) . . ?
C2 C1 C6 118.72(10) . . ?
C2 C1 C9 120.73(11) . . ?
C6 C1 C9 120.51(11) . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C3 120.91(11) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.67(12) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C7 123.10(11) . . ?
C5 C4 C3 118.08(10) . . ?
C5 C4 C7 118.77(11) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 120.95(11) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 H6 119.7 . . ?
C5 C6 C1 120.68(11) . . ?
C5 C6 H6 119.7 . . ?
C4 C7 H7 116.5 . . ?
C8 C7 C4 126.96(13) . . ?
C8 C7 H7 116.5 . . ?
C7 C8 H8A 121.6(12) . . ?
C7 C8 H8B 121.6(13) . . ?
H8A C8 H8B 116.8(17) . . ?
S1 C9 H9A 110.3 . . ?
S1 C9 H9B 110.3 . . ?
C1 C9 S1 107.25(8) . . ?
C1 C9 H9A 110.3 . . ?
C1 C9 H9B 110.3 . . ?
H9A C9 H9B 108.5 . . ?
N1 C10 S1 124.07(8) . . ?
N1 C10 N2 121.87(10) . . ?
N2 C10 S1 114.06(8) . . ?
N3 C11 H11 120.2 . . ?
N3 C11 C12 119.66(9) . . ?
C12 C11 H11 120.2 . . ?
C13 C12 C11 121.58(10) . . ?
C17 C12 C11 118.75(9) . . ?
C17 C12 C13 119.63(10) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.65(11) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 119.7 . . ?
C13 C14 C15 120.63(11) . . ?
C15 C14 H14 119.7 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.86(11) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 120.01(11) . . ?
C17 C16 H16 120.0 . . ?
C12 C17 H17 119.9 . . ?
C16 C17 C12 120.19(10) . . ?
C16 C17 H17 119.9 . . ?
C18 O1 H1 110.8(18) . . ?
O1 C18 H18A 109.5 . . ?
O1 C18 H18B 109.5 . . ?
O1 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 N3 C11 C12 -175.42(9) . . . . ?
N3 N2 C10 S1 -168.59(8) . . . . ?
N3 N2 C10 N1 11.73(16) . . . . ?
N3 C11 C12 C13 -10.06(16) . . . . ?
N3 C11 C12 C17 167.65(11) . . . . ?
C1 C2 C3 C4 -0.1(2) . . . . ?
C2 C1 C6 C5 0.60(18) . . . . ?
C2 C1 C9 S1 82.48(13) . . . . ?
C2 C3 C4 C5 0.0(2) . . . . ?
C2 C3 C4 C7 -177.43(13) . . . . ?
C3 C4 C5 C6 0.48(18) . . . . ?
C3 C4 C7 C8 -2.8(2) . . . . ?
C4 C5 C6 C1 -0.77(18) . . . . ?
C5 C4 C7 C8 179.85(14) . . . . ?
C6 C1 C2 C3 -0.2(2) . . . . ?
C6 C1 C9 S1 -99.60(11) . . . . ?
C7 C4 C5 C6 177.98(11) . . . . ?
C9 S1 C10 N1 23.38(11) . . . . ?
C9 S1 C10 N2 -156.30(8) . . . . ?
C9 C1 C2 C3 177.80(12) . . . . ?
C9 C1 C6 C5 -177.37(11) . . . . ?
C10 S1 C9 C1 166.30(8) . . . . ?
C10 N2 N3 C11 -176.48(10) . . . . ?
C11 C12 C13 C14 175.91(12) . . . . ?
C11 C12 C17 C16 -175.33(11) . . . . ?
C12 C13 C14 C15 0.1(2) . . . . ?
C13 C12 C17 C16 2.43(18) . . . . ?
C13 C14 C15 C16 0.9(2) . . . . ?
C14 C15 C16 C17 -0.3(2) . . . . ?
C15 C16 C17 C12 -1.40(19) . . . . ?
C17 C12 C13 C14 -1.79(18) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2 14 6 0.1307 2.0031 14.0104 6.0069 -0.1958 0.1364 -0.9795
-2 -14 -6 0.0767 -2.0031 -14.0104 -6.0069 0.1958 -0.1364 0.9795
13 1 3 0.0952 13.0061 1.0052 3.0117 -0.8151 0.4818 0.4440
-13 -1 -3 0.1512 -13.0061 -1.0052 -3.0117 0.8151 -0.4818 -0.4440
-1 1 -15 0.0406 -0.9884 1.0063 -15.0041 0.5195 0.8652 -0.0234
1 -1 15 0.0537 0.9884 -1.0063 15.0041 -0.5195 -0.8652 0.0234
0 -10 -13 0.0508 0.0055 -10.0034 -13.0058 0.3246 0.4864 0.8113
2 2 16 0.0544 1.9896 1.9963 16.0059 -0.5849 -0.7914 -0.1612
0 8 15 0.0668 -0.0080 8.0009 15.0057 -0.3996 -0.6607 -0.6770
1 3 16 0.0503 0.9895 2.9967 16.0054 -0.5216 -0.8118 -0.2757
-1 13 5 0.1055 -0.9984 13.0086 5.0039 -0.0038 0.0217 -1.0237
12 7 11 0.1148 12.0020 7.0067 11.0144 -0.9597 0.1296 -0.0852
0 0 -15 0.0297 0.0117 0.0059 -15.0035 0.4562 0.8856 0.0910
-5 -14 -5 0.0861 -5.0057 -14.0120 -5.0091 0.3340 -0.3410 0.8498
-6 -14 -10 0.0790 -6.0024 -14.0105 -10.0111 0.5423 -0.0943 0.8390

_olex2_submission_original_sample_id M2
_olex2_submission_special_instructions 'No special instructions were received'
