A second monoclinic polymorph of <i>N</i>-(diethylaminothiocarbonyl)-<i>N</i>'-phenylbenzamidine
Schröder, Bernd; Gomes, Ligia R.; Santos, Luís M. N. B. F.; Brandão, Paula; Low, John Nicolson; Acta Crystallographica Section E 67 (2011) o962–o963; doi:10.1107/S1600536811010464

data_2229786
_publ_section_title
;
 A second monoclinic polymorph of
 <i>N</i>-(diethylaminothiocarbonyl)-<i>N</i>'-phenylbenzamidine
;
_journal_coeditor_code           OM2413
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o962
_journal_page_last               o963
_journal_paper_doi               10.1107/S1600536811010464
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C18 H21 N3 S'
_chemical_formula_moiety         'C18 H21 N3 S'
_chemical_formula_sum            'C18 H21 N3 S'
_chemical_formula_weight         311.44
_chemical_name_common
;
<i>N</i>-(diethylaminothiocarbonyl)-<i>N</i>'-phenylbenzamidine
;
_chemical_name_systematic
;
3,3-diethyl-1-[phenyl(phenylamino)methylidene]thiourea
;
_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                 128.584(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            20
_cell_length_a                   21.2894(8)
_cell_length_b                   18.8015(7)
_cell_length_c                   27.1792(10)
_cell_measurement_reflns_used    558
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.32
_cell_measurement_theta_min      3.52
_cell_volume                     8504.1(6)
_computing_cell_refinement       'APEX2 and SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 and SMART (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick 2008)'
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008) and  OSCAIL (McArdle <i>et al.</i>,
2004)
;
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX'
_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  0.0532
_diffrn_reflns_av_sigmaI/netI    0.0716
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            54002
_diffrn_reflns_theta_full        26.40
_diffrn_reflns_theta_max         26.40
_diffrn_reflns_theta_min         1.22
_exptl_absorpt_coefficient_mu    0.191
_exptl_absorpt_correction_T_max  0.9943
_exptl_absorpt_correction_T_min  0.9629
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2004)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.216
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             3320
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.285
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1001
_refine_ls_number_reflns         17398
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.1157
_refine_ls_R_factor_gt           0.0557
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0532P)^2^+1.4021P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1162
_refine_ls_wR_factor_ref         0.1420
_reflns_number_gt                9835
_reflns_number_total             17402
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            om2413.cif
_cod_data_source_block           I
_cod_original_cell_volume        8504.1(5)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2229786
_cod_database_fobs_code          2229786