#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/07/2100715.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2100715 loop_ _publ_author_name 'Kre\p-benzosemiquinone radical in a solid state: the radical stabilization by a low-barrier hydrogen bond ; _journal_coeditor_code WS5041 _journal_issue 6 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 1051 _journal_page_last 1060 _journal_volume 62 _journal_year 2006 _chemical_formula_moiety 'C6 H5 O2' _chemical_formula_sum 'C6 H5 O2' _chemical_formula_weight 109.1 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_method 'WinGX routine CIF_UPDATE' _cell_angle_alpha 90 _cell_angle_beta 108.7900(10) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 3.8362(2) _cell_length_b 5.9980(3) _cell_length_c 11.5007(6) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 28.8 _cell_measurement_theta_min 8.1 _cell_volume 250.52(2) _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega/2theta scans' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54179 _diffrn_reflns_av_R_equivalents 0.0656 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 601 _diffrn_reflns_theta_full 75.97 _diffrn_reflns_theta_max 75.97 _diffrn_reflns_theta_min 8.14 _diffrn_standards_decay_% 3 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.919 _exptl_absorpt_correction_type none _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.446 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 114 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.216 _refine_diff_density_min -0.153 _refine_ls_extinction_coef 0.025(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method SHELXL _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 50 _refine_ls_number_reflns 523 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.039 _refine_ls_R_factor_gt 0.0387 _refine_ls_shift/su_max 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0454P)^2^+0.0735P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.106 _reflns_number_gt 412 _reflns_number_total 523 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file ws5041.cif _[local]_cod_data_source_block sqm293k _cod_database_code 2100715 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 2 1 0 2 -3 1 3 2 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy H H3 -0.028(5) 0.486(3) 0.2924(18) 0.041(5) Uiso d . 1 H H2 0.305(6) 0.216(4) 0.639(2) 0.052(5) Uiso d . 1 H H1 0.421(16) 0.067(10) 0.474(6) 0.09(2) Uiso d P 0.5 O O1 0.3177(4) 0.1598(2) 0.41739(13) 0.0512(5) Uani d . 1 C C1 0.1673(4) 0.3216(3) 0.45904(15) 0.0337(4) Uani d . 1 C C3 -0.0196(4) 0.4930(3) 0.37616(15) 0.0354(4) Uani d . 1 C C2 0.1830(4) 0.3351(3) 0.58420(15) 0.0354(5) Uani d . 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 0.0616(9) 0.0377(8) 0.0502(9) 0.0145(7) 0.0124(6) -0.0086(6) C1 0.0360(8) 0.0289(8) 0.0373(8) 0.0034(7) 0.0135(6) -0.0033(7) C3 0.0400(8) 0.0375(9) 0.0296(8) 0.0034(7) 0.0127(6) 0.0012(7) C2 0.0373(8) 0.0306(8) 0.0371(9) 0.0049(7) 0.0105(6) 0.0057(7) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance O1 C1 . 1.297(2) O1 H1 . 0.85(6) C1 C2 . 1.424(2) C1 C3 . 1.428(2) C3 C2 3_566 1.359(2) C3 H3 . 0.955(19) C2 C3 3_566 1.359(2) C2 H2 . 0.97(2) loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle C1 O1 H1 . 111(4) O1 C1 C2 . 122.51(16) O1 C1 C3 . 118.65(15) C2 C1 C3 . 118.83(14) C2 C3 C1 3_566 120.58(14) C2 C3 H3 3_566 120.1(12) C1 C3 H3 . 119.3(12) C3 C2 C1 3_566 120.58(15) C3 C2 H2 3_566 121.1(13) C1 C2 H2 . 118.2(13)