#------------------------------------------------------------------------------ #$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $ #$Revision: 176729 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/51/19/1511989.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1511989 loop_ _publ_author_name 'Sikora, Magdalena' 'Katrusiak, Andrzej' _publ_section_title ; Pressure-Controlled Neutral--Ionic Transition and Disordering of NH···N Hydrogen Bonds in Pyrazole ; _journal_issue 20 _journal_name_full 'The Journal of Physical Chemistry C' _journal_page_first 10661 _journal_paper_doi 10.1021/jp401389v _journal_volume 117 _journal_year 2013 _chemical_formula_moiety 'C3 H4 N2' _chemical_formula_sum 'C3 H4 N2' _chemical_formula_weight 68.08 _chemical_melting_point 341 _chemical_name_common pyrazole _chemical_name_systematic ; pyrazole ; _space_group_IT_number 60 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2bc 2n' _symmetry_space_group_name_H-M 'P n a b' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 6.450(2) _cell_length_b 12.224(2) _cell_length_c 8.0651(11) _cell_measurement_reflns_used 232 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 28.33 _cell_measurement_theta_min 3.03 _cell_volume 635.9(2) _computing_cell_refinement 'CrysAlisRED (Oxford Diffraction, 2004)' _computing_data_collection 'CrysAlisCCD (Oxford Diffraction, 2004)' _computing_data_reduction 'CrysAlisRED (Oxford Diffraction, 2004); REDSHABS (Katrusiak, A. 2003)' _computing_molecular_graphics 'Mercury (Macrae et al., 2008))' _computing_publication_material 'SHELXL--97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL--97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS--97 (Sheldrick, 1997)' _diffrn_ambient_environment 'diamond-anvil cell' _diffrn_ambient_pressure 1700000 _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.291 _diffrn_measured_fraction_theta_max 0.291 _diffrn_measurement_device_type 'KM-4 CCD' _diffrn_measurement_method '\f- and \w-scans' _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 0.0672 _diffrn_reflns_av_sigmaI/netI 0.0224 _diffrn_reflns_limit_h_max 3 _diffrn_reflns_limit_h_min -3 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 2673 _diffrn_reflns_theta_full 28.33 _diffrn_reflns_theta_max 28.33 _diffrn_reflns_theta_min 3.03 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_T_max 0.932 _exptl_absorpt_correction_T_min 0.539 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details ; Correction for absorption of the diamond-anvil cell and the sample were made using program REDSHABS (Katrusiak, A. (2003) REDSHABS. Adam Mickiewicz University Pozna\'n; Katrusiak, A. (2004) Z. Kristallogr. 219, 461-467). ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.422 _exptl_crystal_density_method 'not measured' _exptl_crystal_description dipyramidal _exptl_crystal_F_000 288 _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.122 _refine_diff_density_min -0.122 _refine_diff_density_rms 0.035 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.350 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 46 _refine_ls_number_reflns 232 _refine_ls_number_restraints 30 _refine_ls_restrained_S_all 1.265 _refine_ls_R_factor_all 0.0663 _refine_ls_R_factor_gt 0.0604 _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^)+(0.0439P)^2^+0.6493P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1358 _refine_ls_wR_factor_ref 0.1381 _reflns_number_gt 214 _reflns_number_total 232 _reflns_threshold_expression >2sigma(I) _cod_data_source_file jp401389v_si_002.cif _cod_data_source_block pyrazole_1.70GPa _cod_depositor_comments ; The following automatic conversions were performed: '_atom_site_symetry_multiplicity' tag replaced with '_atom_site_symmetry_multiplicity'. Automatic conversion script Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius ; _cod_original_cell_volume 635.9(3) _cod_database_code 1511989 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y, z' 'x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, -z-1/2' '-x-1/2, y, -z' '-x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags N1 N -0.0020(10) 0.5697(2) 0.6425(4) 0.035(3) Uani 1 1 d U H1 H 0.0222 0.5295 0.5571 0.041 Uiso 0.50 1 calc PR N2 N -0.1290(10) 0.6579(2) 0.6474(3) 0.031(3) Uani 1 1 d U H2 H -0.2002 0.6836 0.5661 0.037 Uiso 0.50 1 calc PR C3 C -0.1237(12) 0.6981(3) 0.8021(4) 0.032(3) Uani 1 1 d U H3 H -0.1972 0.7588 0.8389 0.039 Uiso 1 1 calc R C4 C 0.0064(12) 0.6360(3) 0.8974(4) 0.030(3) Uani 1 1 d U H4 H 0.0387 0.6459 1.0087 0.037 Uiso 1 1 calc R C5 C 0.0788(14) 0.5560(3) 0.7931(4) 0.034(3) Uani 1 1 d U H5 H 0.1704 0.5006 0.8229 0.041 Uiso 1 1 calc R loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.042(9) 0.033(2) 0.0290(15) -0.0037(11) 0.001(3) 0.0010(19) N2 0.035(9) 0.031(2) 0.0265(15) 0.0040(12) -0.004(2) 0.0012(18) C3 0.042(9) 0.027(2) 0.0285(15) -0.0017(13) 0.000(3) 0.000(2) C4 0.035(9) 0.032(2) 0.0240(15) -0.0003(13) -0.004(3) -0.003(2) C5 0.034(11) 0.032(3) 0.0361(18) 0.0008(14) 0.001(3) 0.006(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C5 N1 N2 108.0(3) C5 N1 H1 126.0 N2 N1 H1 126.0 C3 N2 N1 107.6(4) C3 N2 H2 126.2 N1 N2 H2 126.2 N2 C3 C4 109.6(4) N2 C3 H3 125.2 C4 C3 H3 125.2 C3 C4 C5 105.1(4) C3 C4 H4 127.5 C5 C4 H4 127.5 N1 C5 C4 109.6(5) N1 C5 H5 125.2 C4 C5 H5 125.2 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C5 1.332(6) N1 N2 1.356(6) N1 H1 0.8600 N2 C3 1.341(4) N2 H2 0.8600 C3 C4 1.367(8) C3 H3 0.9300 C4 C5 1.372(6) C4 H4 0.9300 C5 H5 0.9300