3,5-Dimethyl-1<i>H</i>-pyrazole–2-hydroxy-5-(phenyldiazenyl)benzoic acid (1/1)
Xu, Yichao; Jin, Shouwen; Zhu, Jianlong; Liu, Ying-Jia; Shi, Chuan-Chuan; Acta Crystallographica Section E 67 (2011) o2528–; doi:10.1107/S1600536811034970

data_2231609
_publ_section_title
;
 3,5-Dimethyl-1<i>H</i>-pyrazole--2-hydroxy-5-(phenyldiazenyl)benzoic
 acid (1/1)
;
_journal_coeditor_code           LH5315
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2528
_journal_paper_doi               10.1107/S1600536811034970
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          'C5 H8 N2, C13 H10 N2 O3'
_chemical_formula_moiety         'C5 H8 N2, C13 H10 N2 O3'
_chemical_formula_sum            'C18 H18 N4 O3'
_chemical_formula_weight         338.36
_chemical_name_systematic
;
3,5-Dimethyl-1<i>H</i>-pyrazole--2-hydroxy-5-(phenyldiazenyl)benzoic acid (1/1)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                86.650(2)
_cell_angle_beta                 67.5400(10)
_cell_angle_gamma                77.7150(10)
_cell_formula_units_Z            4
_cell_length_a                   11.4871(11)
_cell_length_b                   12.4746(13)
_cell_length_c                   13.2235(16)
_cell_measurement_reflns_used    1438
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      21.357
_cell_measurement_theta_min      2.379
_cell_volume                     1710.5(3)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        'SAINT (Bruker, 2002)'
_computing_molecular_graphics
'SHELXTL (Sheldrick, 2008) and Mercury (Macrae <i>et al.</i>, 2006)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       '\f and \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  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0740
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8928
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.169
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     455
_refine_ls_number_reflns         5945
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.987
_refine_ls_R_factor_all          0.1412
_refine_ls_R_factor_gt           0.0501
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0639P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1128
_refine_ls_wR_factor_ref         0.1590
_reflns_number_gt                2614
_reflns_number_total             5945
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            lh5315.cif
_cod_data_source_block           I
_cod_database_code               2231609
_cod_database_fobs_code          2231609