Crystal structure and Hirshfeld surface analysis of (<i>E</i>)-6-(4-hydroxy-3-methoxystyryl)-4,5-dihydropyridazin-3(2<i>H</i>)-one
Daoui, Said; Baydere, Cemile; El Kalai, Fouad; Saddik, Rafik; Dege, Necmi; Karrouchi, Khalid; Benchat, Noureddine; Acta Crystallographica Section E 75 (2019) 1734–1737; doi:10.1107/S2056989019014130

data_2243179
_publ_section_title
;
 Crystal structure and Hirshfeld surface analysis of
 (<i>E</i>)-6-(4-hydroxy-3-methoxystyryl)-4,5-dihydropyridazin-3(2<i>H</i>)-one
;
_journal_coeditor_code           WM5521
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1734
_journal_page_last               1737
_journal_paper_doi               10.1107/S2056989019014130
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          'C13 H14 N2 O3'
_chemical_formula_moiety         'C13 H14 N2 O3'
_chemical_formula_sum            'C13 H14 N2 O3'
_chemical_formula_weight         246.26
_chemical_name_systematic
;
(<i>E</i>)-6-(4-Hydroxy-3-methoxystyryl)-4,5-dihydropyridazin-3(2<i>H</i>)-\
one
;
_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   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                75.838(11)
_cell_angle_beta                 83.099(12)
_cell_angle_gamma                84.059(11)
_cell_formula_units_Z            2
_cell_length_a                   6.0828(9)
_cell_length_b                   9.4246(13)
_cell_length_c                   11.1724(16)
_cell_measurement_reflns_used    13077
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.66
_cell_measurement_theta_min      2.24
_cell_volume                     614.70(16)
_computing_cell_refinement
;
X-AREA (Stoe & Cie, 2002)
;
_computing_data_collection
;
X-AREA (Stoe & Cie, 2002)
;
_computing_data_reduction
;
X-RED (Stoe & Cie, 2002)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>, 2008) and PLATON (Spek, 2009)
;
_computing_publication_material
;
WinGX (Farrugia, 2012), SHELXL2018 (Sheldrick, 2015b),
PLATON (Spek, 2009) and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2017 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Stoe IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0535
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6563
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.996
_diffrn_reflns_theta_min         2.235
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.9886
_exptl_absorpt_correction_T_min  0.9438
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
(<i>X-RED32</i>; Stoe & Cie, 2002)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_description       prism
_exptl_crystal_F_000             260
_exptl_crystal_size_max          0.720
_exptl_crystal_size_mid          0.387
_exptl_crystal_size_min          0.160
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.170
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         2426
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0558
_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^)+(0.0747P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1271
_refine_ls_wR_factor_ref         0.1472
_reflns_number_gt                1506
_reflns_number_total             2426
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            wm5521sup1.cif
_cod_data_source_block           I
_cod_database_code               2243179
_cod_database_fobs_code          2243179
_shelx_hkl_checksum              60300
_shelx_res_checksum              2787