data_190128kgf_0m_tw
_audit_creation_date               2019-01-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2018/3'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C10 H11 N3 S2'
_chemical_formula_sum              'C10 H11 N3 S2'
_chemical_formula_weight           237.34
_chemical_melting_point            ?
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                     5.258(4)
_cell_length_b                     8.810(6)
_cell_length_c                     12.257(9)
_cell_angle_alpha                  99.991(9)
_cell_angle_beta                   98.639(8)
_cell_angle_gamma                  95.953(8)
_cell_volume                       547.9(7)
_cell_formula_units_Z              2
_cell_measurement_reflns_used      2921
_cell_measurement_temperature      100
_cell_measurement_theta_max        27.465
_cell_measurement_theta_min        2.369
_shelx_estimated_absorpt_T_max     ?
_shelx_estimated_absorpt_T_min     ?
_exptl_absorpt_coefficient_mu      0.454
_exptl_absorpt_correction_T_max    0.7456
_exptl_absorpt_correction_T_min    0.5168
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details    
 'SADABS-2014/3 (Bruker,2014/3) was used for absorption correction. wR2(int) was 0.1003 before and 0.0572 after correction. The Ratio of minimum to maximum transmission is 0.6931. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.439
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               248
_exptl_crystal_size_max            ?
_exptl_crystal_size_mid            ?
_exptl_crystal_size_min            ?
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    ?
_diffrn_reflns_av_unetI/netI       0.0569
_diffrn_reflns_Laue_measured_fraction_full  0.972
_diffrn_reflns_Laue_measured_fraction_max  0.916
_diffrn_reflns_limit_h_max         6
_diffrn_reflns_limit_h_min         -6
_diffrn_reflns_limit_k_max         11
_diffrn_reflns_limit_k_min         -11
_diffrn_reflns_limit_l_max         15
_diffrn_reflns_limit_l_min         -5
_diffrn_reflns_number              2311
_diffrn_reflns_point_group_measured_fraction_full  0.972
_diffrn_reflns_point_group_measured_fraction_max  0.916
_diffrn_reflns_theta_full          25.242
_diffrn_reflns_theta_max           27.528
_diffrn_reflns_theta_min           2.369
_diffrn_ambient_temperature        100
_diffrn_detector_area_resol_mean   ?
_diffrn_measured_fraction_theta_full  0.972
_diffrn_measured_fraction_theta_max  0.916
_diffrn_measurement_device_type    'Bruker D8 Venture'
_diffrn_measurement_method         ?
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     ?
_diffrn_special_details            ?
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  2067
_reflns_number_total               2311
_reflns_special_details
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement         'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection         ?
_computing_data_reduction          'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'ShelXL (Sheldrick, 2015)'
_computing_structure_solution      ?
_refine_diff_density_max           0.814
_refine_diff_density_min           -0.660
_refine_diff_density_rms           0.146
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.181
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       138
_refine_ls_number_reflns           2311
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0951
_refine_ls_R_factor_gt             0.0898
_refine_ls_restrained_S_all        1.181
_refine_ls_shift/su_max            0.000
_refine_ls_shift/su_mean           0.000
_refine_ls_structure_factor_coef   Fsqd
_refine_ls_weighting_details      
 'w=1/[σ²(Fo²)+4.8484P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.2374
_refine_ls_wR_factor_ref           0.2394
_refine_special_details
;
 Refined as a 2-component twin.
;
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.730(6)
 0.270(6)
2. 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
3.a Ternary CH refined with riding coordinates:
 C3(H3)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9)
3.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary       ?
_atom_sites_solution_secondary     ?
loop_
  _atom_site_label
  _atom_site_type_symbol
  _atom_site_fract_x
  _atom_site_fract_y
  _atom_site_fract_z
  _atom_site_U_iso_or_equiv
  _atom_site_adp_type
  _atom_site_occupancy
  _atom_site_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 S1 S 0.3549(3) 0.9807(2) 0.30491(15) 0.0290(4) Uani 1 1 d . . . . .
 S2 S 1.0811(3) 0.75912(19) 0.54753(14) 0.0243(4) Uani 1 1 d . . . . .
 N1 N 0.6845(11) 0.8361(6) 0.4176(5) 0.0255(12) Uani 1 1 d . . . . .
 H1 H 0.746855 0.932946 0.449047 0.031 Uiso 1 1 calc R . . . .
 N2 N 0.6958(11) 0.5772(6) 0.4008(5) 0.0269(13) Uani 1 1 d . . . . .
 H2 H 0.775470 0.499513 0.418365 0.032 Uiso 1 1 calc R . . . .
 N3 N 0.3473(11) 0.6738(6) 0.2871(5) 0.0242(12) Uani 1 1 d . . . . .
 C1 C 0.4612(12) 0.8065(7) 0.3354(5) 0.0193(12) Uani 1 1 d . . . . .
 C2 C 0.8070(12) 0.7200(7) 0.4500(5) 0.0204(12) Uani 1 1 d . . . . .
 C3 C 0.4504(13) 0.5373(7) 0.3194(6) 0.0247(14) Uani 1 1 d . . . . .
 H3 H 0.319013 0.482685 0.355439 0.030 Uiso 1 1 calc R . . . .
 C4 C 0.4848(13) 0.4270(7) 0.2134(5) 0.0236(14) Uani 1 1 d . . . . .
 C5 C 0.3055(16) 0.2953(9) 0.1723(6) 0.0349(17) Uani 1 1 d . . . . .
 H5 H 0.169300 0.271132 0.211869 0.042 Uiso 1 1 calc R . . . .
 C6 C 0.3267(18) 0.1983(9) 0.0719(7) 0.042(2) Uani 1 1 d . . . . .
 H6 H 0.206334 0.106614 0.044155 0.050 Uiso 1 1 calc R . . . .
 C7 C 0.5177(17) 0.2337(10) 0.0138(7) 0.043(2) Uani 1 1 d . . . . .
 H7 H 0.527381 0.168999 -0.055641 0.052 Uiso 1 1 calc R . . . .
 C8 C 0.698(2) 0.3642(13) 0.0559(9) 0.062(3) Uani 1 1 d . . . . .
 H8 H 0.832734 0.388973 0.015671 0.074 Uiso 1 1 calc R . . . .
 C9 C 0.6821(18) 0.4587(11) 0.1564(9) 0.054(2) Uani 1 1 d . . . . .
 H9 H 0.809565 0.546544 0.186149 0.064 Uiso 1 1 calc R . . . .
 C10 C 0.0515(14) 0.9022(9) 0.2123(6) 0.0317(16) Uani 1 1 d . . . . .
 H10A H 0.086387 0.855077 0.138500 0.048 Uiso 1 1 calc GR . . . .
 H10B H -0.054578 0.985988 0.204126 0.048 Uiso 1 1 calc GR . . . .
 H10C H -0.041723 0.823050 0.244190 0.048 Uiso 1 1 calc GR . . . .


_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 C1 1.766(6) . ?
 S1 C10 1.807(7) . ?
 S2 C2 1.692(7) . ?
 N1 H1 0.8800 . ?
 N1 C1 1.397(8) . ?
 N1 C2 1.348(8) . ?
 N2 H2 0.8800 . ?
 N2 C2 1.329(8) . ?
 N2 C3 1.477(8) . ?
 N3 C1 1.259(8) . ?
 N3 C3 1.460(8) . ?
 C3 H3 1.0000 . ?
 C3 C4 1.528(9) . ?
 C4 C5 1.384(10) . ?
 C4 C9 1.367(12) . ?
 C5 H5 0.9500 . ?
 C5 C6 1.397(11) . ?
 C6 H6 0.9500 . ?
 C6 C7 1.357(13) . ?
 C7 H7 0.9500 . ?
 C7 C8 1.381(14) . ?
 C8 H8 0.9500 . ?
 C8 C9 1.381(13) . ?
 C9 H9 0.9500 . ?
 C10 H10A 0.9800 . ?
 C10 H10B 0.9800 . ?
 C10 H10C 0.9800 . ?

loop_
  _geom_angle_atom_site_label_1
  _geom_angle_atom_site_label_2
  _geom_angle_atom_site_label_3
  _geom_angle
  _geom_angle_site_symmetry_1
  _geom_angle_site_symmetry_3
  _geom_angle_publ_flag
 C1 S1 C10 99.8(3) . . ?
 C1 N1 H1 119.1 . . ?
 C2 N1 H1 119.1 . . ?
 C2 N1 C1 121.7(5) . . ?
 C2 N2 H2 117.1 . . ?
 C2 N2 C3 125.8(6) . . ?
 C3 N2 H2 117.1 . . ?
 C1 N3 C3 118.5(5) . . ?
 N1 C1 S1 111.5(4) . . ?
 N3 C1 S1 123.0(5) . . ?
 N3 C1 N1 125.4(6) . . ?
 N1 C2 S2 120.8(5) . . ?
 N2 C2 S2 123.9(5) . . ?
 N2 C2 N1 115.3(6) . . ?
 N2 C3 H3 108.0 . . ?
 N2 C3 C4 111.0(6) . . ?
 N3 C3 N2 112.9(5) . . ?
 N3 C3 H3 108.0 . . ?
 N3 C3 C4 108.8(5) . . ?
 C4 C3 H3 108.0 . . ?
 C5 C4 C3 118.9(6) . . ?
 C9 C4 C3 121.5(6) . . ?
 C9 C4 C5 119.5(7) . . ?
 C4 C5 H5 120.3 . . ?
 C4 C5 C6 119.4(7) . . ?
 C6 C5 H5 120.3 . . ?
 C5 C6 H6 119.7 . . ?
 C7 C6 C5 120.6(8) . . ?
 C7 C6 H6 119.7 . . ?
 C6 C7 H7 120.1 . . ?
 C6 C7 C8 119.8(8) . . ?
 C8 C7 H7 120.1 . . ?
 C7 C8 H8 120.0 . . ?
 C9 C8 C7 120.0(9) . . ?
 C9 C8 H8 120.0 . . ?
 C4 C9 C8 120.7(8) . . ?
 C4 C9 H9 119.7 . . ?
 C8 C9 H9 119.7 . . ?
 S1 C10 H10A 109.5 . . ?
 S1 C10 H10B 109.5 . . ?
 S1 C10 H10C 109.5 . . ?
 H10A C10 H10B 109.5 . . ?
 H10A C10 H10C 109.5 . . ?
 H10B C10 H10C 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 C3 C4 C5 131.8(7) . . . . ?
 N2 C3 C4 C9 -50.8(9) . . . . ?
 N3 C3 C4 C5 -103.4(7) . . . . ?
 N3 C3 C4 C9 74.0(9) . . . . ?
 C1 N1 C2 S2 178.5(5) . . . . ?
 C1 N1 C2 N2 -2.0(9) . . . . ?
 C1 N3 C3 N2 -4.9(9) . . . . ?
 C1 N3 C3 C4 -128.6(6) . . . . ?
 C2 N1 C1 S1 -176.7(5) . . . . ?
 C2 N1 C1 N3 2.8(10) . . . . ?
 C2 N2 C3 N3 5.9(10) . . . . ?
 C2 N2 C3 C4 128.4(7) . . . . ?
 C3 N2 C2 S2 176.9(5) . . . . ?
 C3 N2 C2 N1 -2.5(10) . . . . ?
 C3 N3 C1 S1 -179.4(5) . . . . ?
 C3 N3 C1 N1 1.1(10) . . . . ?
 C3 C4 C5 C6 176.4(7) . . . . ?
 C3 C4 C9 C8 -174.7(9) . . . . ?
 C4 C5 C6 C7 -1.3(13) . . . . ?
 C5 C4 C9 C8 2.7(15) . . . . ?
 C5 C6 C7 C8 2.1(14) . . . . ?
 C6 C7 C8 C9 -0.5(16) . . . . ?
 C7 C8 C9 C4 -1.9(17) . . . . ?
 C9 C4 C5 C6 -1.1(12) . . . . ?
 C10 S1 C1 N1 -173.2(5) . . . . ?
 C10 S1 C1 N3 7.3(6) . . . . ?

_olex2_submission_special_instructions  'No special instructions were received'
loop_
  _twin_individual_id
  _twin_individual_mass_fraction_refined
 1 0.730(6)
 2 0.270(6)

