#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/10/02/2100231.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_2100231 loop_ _publ_author_name 'Oswald, Iain D. H.' 'Motherwell, W. D. Samuel' 'Parsons, Simon' _publ_section_title ; Formation of quinol co-crystals with hydrogen-bond acceptors ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 46 _journal_page_last 57 _journal_volume 61 _journal_year 2005 _chemical_formula_moiety C3H3O(C5H5N) _chemical_formula_sum 'C16 H16 N2 O2' _chemical_formula_weight 268.31 _chemical_name_common 'Hemi-quinol pyridine adduct' _chemical_name_systematic ; ? ; _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' _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 112.986(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 6.4990(9) _cell_length_b 16.459(2) _cell_length_c 7.1794(10) _cell_measurement_reflns_used 1519 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 28.49 _cell_measurement_theta_min 2.44 _cell_volume 706.98(16) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997b)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997b)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.913 _diffrn_measured_fraction_theta_max 0.913 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method '\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 0.0309 _diffrn_reflns_av_sigmaI/netI 0.0396 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 5091 _diffrn_reflns_theta_full 28.87 _diffrn_reflns_theta_max 28.87 _diffrn_reflns_theta_min 2.47 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_correction_T_min 0.593 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details Sadabs _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.260 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Cylinder _exptl_crystal_F_000 284 _exptl_crystal_size_max 1 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.32 _refine_diff_density_max 0.282 _refine_diff_density_min -0.386 _refine_ls_extinction_coef none _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.330 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 95 _refine_ls_number_reflns 1700 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.330 _refine_ls_R_factor_all 0.1041 _refine_ls_R_factor_gt 0.0834 _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^)+(0.0363P)^2^+0.5217P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1646 _refine_ls_wR_factor_ref 0.1716 _reflns_number_gt 1345 _reflns_number_total 1700 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file ws5013.cif _[local]_cod_data_source_block 4 _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_exptl_absorpt_correction_type' value 'Multi-scan' changed to 'multi-scan' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 707.00(17) _cod_database_code 2100231 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_ _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 _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1A 0.2880(3) 0.55053(12) 0.6023(3) 0.0386(5) Uani d . 1 . . O H1A 0.185(5) 0.5848(19) 0.587(5) 0.047(9) Uiso d . 1 . . H C1A 0.3901(4) 0.52595(13) 0.7995(4) 0.0289(6) Uani d . 1 . . C C2A 0.5991(4) 0.49064(14) 0.8625(4) 0.0311(6) Uani d . 1 . . C H2A 0.6676 0.4835 0.7684 0.037 Uiso calc R 1 . . H C3A 0.7104(4) 0.46540(13) 1.0613(4) 0.0298(6) Uani d . 1 . . C H3A 0.8553 0.4422 1.1029 0.036 Uiso calc R 1 . . H N1S -0.0211(4) 0.66756(14) 0.5710(3) 0.0391(6) Uani d . 1 . . N C2S -0.2294(5) 0.64719(17) 0.5387(4) 0.0411(7) Uani d . 1 . . C H2S -0.2681 0.5912 0.5268 0.049 Uiso calc R 1 . . H C3S -0.3923(5) 0.7035(2) 0.5217(5) 0.0490(8) Uani d . 1 . . C H3S -0.5401 0.6867 0.4991 0.059 Uiso calc R 1 . . H C4S -0.3371(6) 0.7842(2) 0.5381(5) 0.0529(9) Uani d . 1 . . C H4S -0.4465 0.8243 0.5262 0.064 Uiso calc R 1 . . H C5S -0.1237(6) 0.80628(17) 0.5715(5) 0.0478(8) Uani d . 1 . . C H5S -0.0816 0.8619 0.5843 0.057 Uiso calc R 1 . . H C6S 0.0292(5) 0.74662(19) 0.5864(4) 0.0424(7) Uani d . 1 . . C H6S 0.1777 0.7622 0.6087 0.051 Uiso calc R 1 . . H 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 O1A 0.0470(12) 0.0361(10) 0.0359(11) 0.0159(9) 0.0196(9) 0.0060(8) C1A 0.0372(14) 0.0188(10) 0.0339(14) 0.0007(10) 0.0174(11) 0.0000(9) C2A 0.0400(14) 0.0241(11) 0.0379(15) -0.0003(10) 0.0248(12) 0.0000(10) C3A 0.0287(13) 0.0226(11) 0.0413(15) 0.0040(9) 0.0173(11) 0.0016(10) N1S 0.0489(14) 0.0387(12) 0.0299(13) 0.0180(11) 0.0157(11) 0.0046(9) C2S 0.064(2) 0.0326(13) 0.0267(14) -0.0033(13) 0.0174(14) 0.0020(11) C3S 0.0378(16) 0.077(2) 0.0375(17) 0.0067(15) 0.0199(13) 0.0143(15) C4S 0.073(2) 0.0548(18) 0.0429(19) 0.0372(17) 0.0354(17) 0.0204(15) C5S 0.085(2) 0.0278(13) 0.0393(17) 0.0038(14) 0.0337(17) 0.0009(11) C6S 0.0404(16) 0.0544(17) 0.0340(16) -0.0028(13) 0.0164(13) -0.0018(13) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1A C1A . 1.370(3) ? O1A H1A . 0.85(3) ? C1A C2A . 1.382(3) ? C1A C3A 3_667 1.398(3) ? C2A C3A . 1.388(4) ? C2A H2A . 0.9500 ? C3A C1A 3_667 1.398(3) ? C3A H3A . 0.9500 ? N1S C2S . 1.324(4) ? N1S C6S . 1.336(4) ? C2S C3S . 1.376(4) ? C2S H2S . 0.9500 ? C3S C4S . 1.368(5) ? C3S H3S . 0.9500 ? C4S C5S . 1.361(5) ? C4S H4S . 0.9500 ? C5S C6S . 1.371(4) ? C5S H5S . 0.9500 ? C6S H6S . 0.9500 ? 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' O O 0.0106 0.0060 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle C1A O1A H1A . . 111(2) O1A C1A C2A . . 118.7(2) O1A C1A C3A . 3_667 122.4(2) C2A C1A C3A . 3_667 118.9(2) C1A C2A C3A . . 120.9(2) C1A C2A H2A . . 119.6 C3A C2A H2A . . 119.6 C2A C3A C1A . 3_667 120.2(2) C2A C3A H3A . . 119.9 C1A C3A H3A 3_667 . 119.9 C2S N1S C6S . . 117.5(2) N1S C2S C3S . . 122.9(3) N1S C2S H2S . . 118.5 C3S C2S H2S . . 118.5 C4S C3S C2S . . 118.6(3) C4S C3S H3S . . 120.7 C2S C3S H3S . . 120.7 C5S C4S C3S . . 119.3(3) C5S C4S H4S . . 120.3 C3S C4S H4S . . 120.3 C4S C5S C6S . . 118.7(3) C4S C5S H5S . . 120.7 C6S C5S H5S . . 120.7 N1S C6S C5S . . 123.0(3) N1S C6S H6S . . 118.5 C5S C6S H6S . . 118.5