Structure of (<i>E</i>)-4-amino-5-{[(1,5-dimethyl-3-oxo-2-phenyl-2,3-di-hydro-1<i>H</i>-pyrazol-4-yl)imino]-meth-yl}-1-methyl-2-phenyl-2,3-di-hydro-1<i>H</i>-pyrazol-3-one: aerial oxidation of 4-amino-anti-pyrine in di-methyl-formamide.
Kumaravel, R.; Stoeckli-Evans, Helen; Subashini, A.; Shankar, M. G.; Kučeráková, Monika; Dušek, Michal; Crochet, Aurélien; Ramamurthi, K.; Acta crystallographica. Section E, Crystallographic communications 81 (2025) 438–443; doi:10.1107/S2056989025003676

data_2023485
_publ_section_title
;
 Structure of
 (<i>E</i>)-4-amino-5-{[(1,5-dimethyl-3-oxo-2-phenyl-2,3-di-hydro-1<i>H</i>-pyrazol-4-yl)imino]-meth-yl}-1-methyl-2-phenyl-2,3-di-hydro-1<i>H</i>-pyrazol-3-one:
 aerial oxidation of 4-amino-anti-pyrine in di-methyl-formamide.
;
_journal_coeditor_code           HB8135
_journal_issue                   'Pt 5'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              438
_journal_page_last               443
_journal_paper_doi               10.1107/S2056989025003676
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          'C22 H22 N6 O2'
_chemical_formula_moiety         'C22 H22 N6 O2'
_chemical_formula_sum            'C22 H22 N6 O2'
_chemical_formula_weight         402.45
_chemical_name_systematic
(<i>E</i>)-4-Amino-5-{[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1<i>H</i>-pyrazol-4-yl)imino]methyl}-1-methyl-2-phenyl-2,3-dihydro-1<i>H</i>-pyrazol-3-one
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_cell_angle_alpha                90
_cell_angle_beta                 106.614(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.2393(11)
_cell_length_b                   10.6519(8)
_cell_length_c                   19.4225(11)
_cell_measurement_reflns_used    2185
_cell_measurement_temperature    95(2)
_cell_measurement_theta_max      73.06
_cell_measurement_theta_min      4.51
_cell_volume                     4012.4(4)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2020)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2020)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2020)
;
_computing_molecular_graphics
;
PLATON (Spek, 2020) and Mercury (Macrae <i>et al.</i>,  2020)
;
_computing_publication_material
;
<i>SHELXL2019/3</i> (Sheldrick, 2015), PLATON (Spek, 2020) and
publcif (Westrip, 2010)
;
_computing_structure_refinement
;
<i>SHELXL2019/3</i> (Sheldrick, 2015)
;
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;
Jana2020 (Pet\<r\'i\<cek <i>et al.</i>,  2023)
;
_diffrn_ambient_temperature      95(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2027
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0782
_diffrn_reflns_av_unetI/netI     0.0932
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11696
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.371
_diffrn_reflns_theta_min         4.560
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.725
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.489
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2020)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_description       block
_exptl_crystal_F_000             1696
_exptl_crystal_size_max          0.111
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.017
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.241
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         3915
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0576
_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^)+(0.0162P)^2^+0.9186P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1118
_refine_ls_wR_factor_ref         0.1373
_reflns_number_gt                2695
_reflns_number_total             3915
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            hb8135.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 2023485.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2023485
_shelx_estimated_absorpt_t_min   0.924
_shelx_estimated_absorpt_t_max   0.988
_shelx_hkl_checksum              75732
_shelx_res_checksum              91326