An alternative synthesis of 2-(N-arylhydrazono)-1-benzothiophen-3-ones
Zahra, Jalal A.; Abu Thaher, Bassam A.; El-Abadelah, Mustafa M.; Boese, Roland; Organic & Biomolecular Chemistry 1 (2003) 822–; doi:10.1039/b211458p

data_7151385
_publ_contact_author
;
         Prof. Dr. Boese, Roland
         Institut f\"ur Anorganische Chemie der
         Universit\"at-GH Essen            
         Universit\"atsstr. 3-5                                              
         D-45117 Essen, Germany                                                         
;
_publ_section_title
;
 An alternative synthesis of 2-(N-arylhydrazono)-1-benzothiophen-3-ones
;
_journal_issue                   5
_journal_name_full               'Organic &amp;  Biomolecular Chemistry'
_journal_page_first              822
_journal_paper_doi               10.1039/b211458p
_journal_volume                  1
_journal_year                    2003
_chemical_formula_sum            'C15 H12 N2 O S'
_chemical_formula_weight         268.33
_chemical_name_systematic
; 
 3-Oxo-2H-2-[N-(methylphenylhydrazono)]benzothiophene 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 117.150(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.949(5)
_cell_length_b                   8.165(3)
_cell_length_c                   12.755(5)
_cell_measurement_reflns_used    1188
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      24.12
_cell_measurement_theta_min      2.99
_cell_volume                     1292.6(8)
_computing_cell_refinement       'BRUKER AXS SAINT program Vers.6.01'
_computing_data_collection       'BRUKER AXS SMART Vers. 5.054 1997/98'
_computing_data_reduction        'BRUKER AXS SAINT program Vers.6.01'
_computing_molecular_graphics    'BRUKER AXS SHELXTL Vers.6.12,98/NT/2000/ME'
_computing_publication_material  'BRUKER AXS SHELXTL Vers.6.12,98/NT/2000/ME'
_computing_structure_refinement  'BRUKER AXS SHELXTL Vers.6.12,98/NT/2000/ME'
_computing_structure_solution    'BRUKER AXS SHELXTL Vers.6.12,98/NT/2000/ME'
_diffrn_ambient_temperature      203(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Siemens SMART CCD area detector system'
_diffrn_measurement_method
;
 Fullsphere data collection 
 in omega at 0.3 deg scan width, 
 two runs with 720 frames, phi =  0, 270(deg) 
 two runs with 436 frames, phi = 88, 180 deg) 
;
_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  0.1643
_diffrn_reflns_av_sigmaI/netI    0.1290
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7070
_diffrn_reflns_theta_full        24.00
_diffrn_reflns_theta_max         24.00
_diffrn_reflns_theta_min         1.64
_exptl_absorpt_coefficient_mu    0.242
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.24
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
; 
 Siemens SADABS program multi-scan V2.03
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_hydrogen_treatment
;
 Riding model on idealized geometrics 
 with the 1.2 fold (1.5 fold for methyl 
 groups) isotropic displacement 
 parameters of the equivalent Uij of the 
 corresponding carbon atom
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2012
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.935
_refine_ls_R_factor_all          0.1283
_refine_ls_R_factor_gt           0.0669
_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/[\s^2^(Fo^2^)+(0.0744P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1423
_refine_ls_wR_factor_ref         0.1716
_reflns_number_gt                1101
_reflns_number_total             2012
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b211458p.txt
_cod_data_source_block           oxoabam
_cod_original_cell_volume        1292.7(8)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7151385