Two tautomers in the same crystal: 3-(4-fluorophenyl)-1<i>H</i>-pyrazole and 5-(4-fluorophenyl)-1<i>H</i>-pyrazole
Yamuna, Thammarse S.; Kaur, Manpreet; Jasinski, Jerry P.; Anderson, Brian J.; Yathirajan, H. S.; Acta Crystallographica Section E 70 (2014) o949–o950; doi:10.1107/S160053681401695X

data_2239845
_publ_section_title
;
 Two tautomers in the same crystal: 3-(4-fluorophenyl)-1<i>H</i>-pyrazole
 and 5-(4-fluorophenyl)-1<i>H</i>-pyrazole
;
_journal_coeditor_code           BT6989
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o949
_journal_page_last               o950
_journal_paper_doi               10.1107/S160053681401695X
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C9 H7 F N2'
_chemical_formula_moiety         'C9 H7 F N2'
_chemical_formula_sum            'C9 H7 F N2'
_chemical_formula_weight         162.17
_chemical_name_systematic
;
3-(4-Fluorophenyl)-1<i>H</i>-pyrazole--5-(4-fluorophenyl)-1<i>H</i>-pyrazole (1/1)
;
_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
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;
  Olex2 1.2
  (compiled Apr 23 2013 17:54:37, GUI svn.r4466)
;
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_cell_length_b                   10.8565(6)
_cell_length_c                   16.1431(7)
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_cell_measurement_temperature    173(2)
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_cell_measurement_theta_min      4.3800
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_computing_cell_refinement       'CrysAlis PRO (Agilent, 2012)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2012)'
_computing_data_reduction        'CrysAlis RED (Agilent, 2012)'
_computing_molecular_graphics    'OLEX2 (Dolomanov <i>et al.</i>, 2009)'
_computing_publication_material  'OLEX2 (Dolomanov <i>et al.</i>, 2009)'
_computing_structure_refinement  'SHELXL2012 (Sheldrick, 2008)'
_computing_structure_solution    'SUPERFLIP (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      173(2)
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_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11343
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.324
_diffrn_reflns_theta_min         4.385
_exptl_absorpt_coefficient_mu    0.807
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88080
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;
(CrysAlisPro and CrysAlisRed, Agilent (2012).
;
_exptl_crystal_colour            colourless
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_exptl_crystal_size_mid          0.16
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_refine_diff_density_min         -0.223
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_refine_ls_number_reflns         6209
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0440
_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^)+(0.0568P)^2^+0.3619P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1128
_refine_ls_wR_factor_ref         0.1220
_reflns_number_gt                5042
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_reflns_threshold_expression     I>2\s(I)
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_cod_data_source_block           I
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_cod_database_code               2239845
_cod_database_fobs_code          2239845