Crystal structure of (<i>E</i>)-2-cyano-3-(12-methyl-12<i>H</i>-benzo[<i>b</i>]phenothiazin-11-yl)acrylic acid
Watanabe, Motonori; Ishihara, Tatsumi; Acta Crystallographica Section E 70 (2014) o1026–o1027; doi:10.1107/S1600536814018388

data_2239917
_publ_section_title
;
 Crystal structure of
 (<i>E</i>)-2-cyano-3-(12-methyl-12<i>H</i>-benzo[<i>b</i>]phenothiazin-11-yl)acrylic
 acid
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1026
_journal_page_last               o1027
_journal_paper_doi               10.1107/S1600536814018388
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C21 H14 N2 O2 S'
_chemical_formula_moiety         'C21 H14 N2 O2 S'
_chemical_formula_sum            'C21 H14 N2 O2 S'
_chemical_formula_weight         358.40
_chemical_melting_point          351
_chemical_name_common            BPTZCNCOOH
_chemical_name_systematic
'(<i>E</i>)-2-Cyano-3-(12-methyl-12<i>H</i>-benzo[<i>b</i>]phenothiazin-11-yl)acrylic acid'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                95.831(13)
_cell_angle_beta                 101.214(10)
_cell_angle_gamma                90.850(15)
_cell_formula_units_Z            2
_cell_length_a                   6.7915(17)
_cell_length_b                   9.196(3)
_cell_length_c                   13.941(3)
_cell_measurement_reflns_used    14164
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.0
_cell_volume                     849.1(4)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'RAPID-AUTO (Rigaku, 1998)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material
;
<i>Yadokari-XG 2009</i> (Wakita, 2001; Kabuto <i>et al.</i>,
2009)
and <i>POV-RAY</i> (Persistence of Vision Team, 2004)
;
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare <i>et al.</i>, 1999)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID CCD'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14164
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.451
_diffrn_reflns_theta_min         2.996
_exptl_absorpt_coefficient_mu    0.209
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            dark_red
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             372
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.397
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         3877
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0357
_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/[\s^2^(Fo^2^)+(0.0609P)^2^+0.2744P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0988
_refine_ls_wR_factor_ref         0.1000
_reflns_number_gt                3663
_reflns_number_total             3877
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            hb7264sup1.cif
_cod_data_source_block           I
_cod_database_code               2239917
_cod_database_fobs_code          2239917
_shelx_hkl_checksum              30971
_shelx_res_checksum              35634
_shelxl_version_number           2.014