Two thiosemicarbazones derived from salicylaldehyde: very specific hydrogen-bonding interactions of the N—H···S=C type
Rubčić, Mirta; Dilović, Ivica; Cindrić, Marina; Matković-Čalogović, Dubravka; Acta Crystallographica Section C 64 (2008) o570–o573; doi:10.1107/S0108270108029016

data_2016786
_publ_section_title
;
 Two thiosemicarbazones derived from salicylaldehyde: very specific
 hydrogen-bonding interactions of the N---H&#x00B7;&#x00B7;&#x00B7;S=C
 type
;
_journal_coeditor_code           AV3157
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o570
_journal_page_last               o573
_journal_paper_doi               10.1107/S0108270108029016
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C14 H13 N3 O S'
_chemical_formula_moiety         'C14 H13 N3 O S'
_chemical_formula_sum            'C14 H13 N3 O S'
_chemical_formula_weight         271.34
_chemical_name_common            'salicylaldehyde 4-phenylthiosemicarbazone'
_chemical_name_systematic
;
salicylaldehyde 4-phenylthiosemicarbazone
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                75.251(5)
_cell_angle_beta                 65.652(2)
_cell_angle_gamma                81.539(2)
_cell_formula_units_Z            4
_cell_length_a                   10.6328(3)
_cell_length_b                   11.1114(3)
_cell_length_c                   12.8839(10)
_cell_measurement_reflns_used    13724
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      34.8225
_cell_measurement_theta_min      3.8220
_cell_volume                     1339.56(12)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 2003)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2003)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2003)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and Mercury (Macrae <i>et al.</i>,  2006)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur CCD'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0119
_diffrn_reflns_av_sigmaI/netI    0.0109
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14306
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.83
_exptl_absorpt_coefficient_mu    0.236
_exptl_absorpt_correction_T_max  0.936
_exptl_absorpt_correction_T_min  0.856
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(CrysAlis RED; Oxford Diffraction, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.79
_exptl_crystal_size_mid          0.59
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.198
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         4676
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0307
_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^)+(0.0380P)^2^+0.3482P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0761
_refine_ls_wR_factor_ref         0.0786
_reflns_number_gt                4184
_reflns_number_total             4676
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            av3157.cif
_cod_data_source_block           I
_cod_database_code               2016786
_cod_database_fobs_code          2016786