Crystal structure of ethyl (2<i>Z</i>)-2-cyano-3-[(3-methyl-1-phenyl-1<i>H</i>-pyrazol-5-yl)amino]prop-2-enoate
Mague, Joel T.; Mohamed, Shaaban K.; Akkurt, Mehmet; El-Emary, Talaat I.; Albayati, Mustafa R.; Acta Crystallographica Section E 70 (2014) o1214–o1215; doi:10.1107/S1600536814023502

data_2240150
_publ_section_title
;
 Crystal structure of ethyl
 (2<i>Z</i>)-2-cyano-3-[(3-methyl-1-phenyl-1<i>H</i>-pyrazol-5-yl)amino]prop-2-enoate
;
_journal_coeditor_code           HB7306
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1214
_journal_page_last               o1215
_journal_paper_doi               10.1107/S1600536814023502
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C16 H16 N4 O2'
_chemical_formula_moiety         'C16 H16 N4 O2'
_chemical_formula_sum            'C16 H16 N4 O2'
_chemical_formula_weight         296.33
_chemical_name_systematic
'Ethyl (2<i>Z</i>)-2-cyano-3-[(3-methyl-1-phenyl-1<i>H</i>-pyrazol-5-yl)amino]prop-2-enoate'
_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   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                86.9930(11)
_cell_angle_beta                 81.5670(10)
_cell_angle_gamma                73.3900(11)
_cell_formula_units_Z            4
_cell_length_a                   9.0656(2)
_cell_length_b                   10.4085(3)
_cell_length_c                   16.5551(4)
_cell_measurement_reflns_used    9947
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      72.20
_cell_measurement_theta_min      2.70
_cell_volume                     1480.67(7)
_computing_cell_refinement
;
<i>SAINT</i> (Bruker, 2014)
;
_computing_data_collection
;
<i>APEX2</i> (Bruker, 2014)
;
_computing_data_reduction
;
<i>SAINT</i> (Bruker, 2014)
;
_computing_molecular_graphics
;
<i>DIAMOND</i> (Brandenburg & Putz, 2012)
;
_computing_publication_material
;
<i>SHELXTL</i> (Sheldrick, 2008)
;
_computing_structure_refinement
;
<i>SHELXL2014</i> (Sheldrick, 2008)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2008)
;
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 100 CMOS'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            19446
_diffrn_reflns_theta_full        68.000
_diffrn_reflns_theta_max         72.225
_diffrn_reflns_theta_min         2.698
_exptl_absorpt_coefficient_mu    0.743
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>SADABS</i>; Bruker, 2014)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       column
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.074
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.216
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     422
_refine_ls_number_reflns         5749
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0421
_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^)+(0.0503P)^2^+0.4804P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1028
_refine_ls_wR_factor_ref         0.1118
_reflns_number_gt                4534
_reflns_number_total             5749
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            hb7306sup1.cif
_cod_data_source_block           I
_cod_database_code               2240150
_cod_database_fobs_code          2240150
_shelx_estimated_absorpt_t_min   0.866
_shelx_estimated_absorpt_t_max   0.947
_shelx_hkl_checksum              15105
_shelx_res_checksum              24499
_shelxl_version_number           2014-3