Hydrogen bonding interactions with the thiocarbonyl π-system
Lenthall, Joseph T.; Foster, Jonathan A.; Anderson, Kirsty M.; Probert, Michael R.; Howard, Judith A. K.; Steed, Jonathan W.; CrystEngComm 13 (2011) 3202–; doi:10.1039/c0ce00680g

data_7205691
_publ_section_title
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 Hydrogen bonding interactions with the thiocarbonyl \p-system
;
_journal_issue                   9
_journal_name_full               CrystEngComm
_journal_page_first              3202
_journal_paper_doi               10.1039/c0ce00680g
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C8 H11 N3 S'
_chemical_formula_sum            'C8 H11 N3 S'
_chemical_formula_weight         181.26
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 105.323(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.7266(6)
_cell_length_b                   7.6637(3)
_cell_length_c                   16.2667(7)
_cell_measurement_reflns_used    4870
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.9702
_cell_measurement_theta_min      2.5913
_cell_volume                     1770.60(13)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.23 (release 20-04-2010 CrysAlis171 .NET)
(compiled Apr 20 2010,18:09:47)
;
_computing_data_collection
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.23 (release 20-04-2010 CrysAlis171 .NET)
(compiled Apr 20 2010,18:09:47)
;
_computing_data_reduction
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.23 (release 20-04-2010 CrysAlis171 .NET)
(compiled Apr 20 2010,18:09:47)
;
_computing_molecular_graphics
;
OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_publication_material
;
OLEX2: a complete structure solution, refinement and analysis program. Dolomanov et al., J. Appl. Cryst. (2009). 42, 339-341
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'A short history of SHELX (Sheldrick, 2007)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 16.1511
_diffrn_measured_fraction_theta_full 0.874
_diffrn_measured_fraction_theta_max 0.874
_diffrn_measurement_details
;
1 omega -95.00 -61.00 1.0000 16.4500
omega____ theta____ kappa____ phi______ frames
- -18.0928 179.0000 -60.0000 34

2 omega -86.00 36.00 1.0000 16.4500
omega____ theta____ kappa____ phi______ frames
- -18.0928 0.0000 -30.0000 122

3 omega -80.00 1.00 1.0000 16.4500
omega____ theta____ kappa____ phi______ frames
- -18.0928 -38.0000 90.0000 81
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0153938
_diffrn_orient_matrix_UB_12      0.029797
_diffrn_orient_matrix_UB_13      0.0426972
_diffrn_orient_matrix_UB_21      0.0444419
_diffrn_orient_matrix_UB_22      0.0219892
_diffrn_orient_matrix_UB_23      -0.0064169
_diffrn_orient_matrix_UB_31      -0.0168424
_diffrn_orient_matrix_UB_32      0.0848275
_diffrn_orient_matrix_UB_33      -0.0133567
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0635
_diffrn_reflns_av_sigmaI/netI    0.0718
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8107
_diffrn_reflns_theta_full        29.03
_diffrn_reflns_theta_max         29.03
_diffrn_reflns_theta_min         2.60
_exptl_absorpt_coefficient_mu    0.312
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.68342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.23 (release 20-04-2010 CrysAlis171 .NET)
(compiled Apr 20 2010,18:09:47)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_recrystallization_method 'Recrystalised from methanol'
_exptl_crystal_size_max          0.7434
_exptl_crystal_size_mid          0.3342
_exptl_crystal_size_min          0.2347
_refine_diff_density_max         0.642
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4136
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0531
_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/[\s^2^(Fo^2^)+(0.0843P)^2^+0.1851P] where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1373
_refine_ls_wR_factor_ref         0.1486
_reflns_number_gt                3508
_reflns_number_total             4136
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ce00680g.txt
_cod_data_source_block           G6A2
_cod_original_cell_volume        1770.61(12)
_cod_database_code               7205691