#------------------------------------------------------------------------------ #$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: svn://www.crystallography.net/cod/cif/2/21/45/2214563.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_2214563 loop_ _publ_author_name 'Stefanowicz, Piotr' 'Jaremko, Mariusz' 'Jaremko, \/Lukasz' 'Lis, Tadeusz' _publ_contact_author_address ; Faculty of Chemistry University of Wroc\/law 14 Joliot-Curie Street 50-383 Wroc\/law Poland ; _publ_contact_author_email jaremko@gmail.com _publ_contact_author_name \/Lukasz'Jaremko _publ_contact_author_phone 4869267950 _publ_section_title ; Oxacyclohexane-2,6-dione (glutaric anhydride) ; _journal_coeditor_code BX2098 _journal_date_accepted 2007-07-05 _journal_date_recd_electronic 2007-07-03 _journal_issue 8 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first o3431 _journal_page_last o3431 _journal_paper_category QO _journal_volume 63 _journal_year 2007 _chemical_formula_iupac 'C5 H6 O3' _chemical_formula_moiety 'C5 H6 O3' _chemical_formula_sum 'C5 H6 O3' _chemical_formula_weight 114.10 _chemical_name_common 'glutaric anhydride' _chemical_name_systematic Oxacyclohexane-2,6-dione _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _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 4 _cell_length_a 5.410(4) _cell_length_b 7.520(6) _cell_length_c 13.180(8) _cell_measurement_reflns_used 668 _cell_measurement_temperature 240(2) _cell_measurement_theta_max 28.45 _cell_measurement_theta_min 3.12 _cell_volume 536.2(7) _computing_cell_refinement 'CrysAlis RED (Oxford Diffraction, 2003)' _computing_data_collection 'CrysAlis CCD (Oxford Diffraction, 2003)' _computing_data_reduction 'CrysAlis RED' _computing_molecular_graphics 'PLATON (Spek, 2003) and XP (Bruker, 1999)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 240(2) _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.949 _diffrn_measurement_device_type 'KUMA KM-4 CCD \k-geometry diffractometer' _diffrn_measurement_method '\w and \f' _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 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0203 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 3600 _diffrn_reflns_theta_full 27.50 _diffrn_reflns_theta_max 28.45 _diffrn_reflns_theta_min 3.12 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.118 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.413 _exptl_crystal_density_method 'not measured' _exptl_crystal_description needle _exptl_crystal_F_000 240 _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.220 _refine_diff_density_min -0.105 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.138 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 73 _refine_ls_number_reflns 774 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.138 _refine_ls_R_factor_all 0.0486 _refine_ls_R_factor_gt 0.0412 _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^)+(0.0681P)^2^+0.0184P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1122 _refine_ls_wR_factor_ref 0.1157 _reflns_number_gt 668 _reflns_number_total 774 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file bx2098.cif loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 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 0.0000 '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' O O 0.0106 0.0000 '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 O O1 0.5092(2) 0.6331(2) 0.60650(11) 0.0495(4) Uani d . 1 C C1 0.5835(4) 0.5529(3) 0.51710(16) 0.0471(5) Uani d . 1 O O3 0.4401(3) 0.5620(2) 0.44814(12) 0.0712(6) Uani d . 1 C C2 0.8311(4) 0.4690(3) 0.51408(16) 0.0504(5) Uani d . 1 H H2A 0.9512 0.5552 0.4880 0.060 Uiso calc R 1 H H2B 0.8270 0.3681 0.4671 0.060 Uiso calc R 1 C C5 0.6538(4) 0.6438(3) 0.69384(16) 0.0517(5) Uani d . 1 O O2 0.5715(4) 0.7309(3) 0.76100(13) 0.0813(7) Uani d . 1 C C4 0.8970(4) 0.5521(3) 0.69368(16) 0.0530(5) Uani d . 1 H H4A 0.9273 0.5026 0.7613 0.064 Uiso calc R 1 H H4B 1.0269 0.6398 0.6799 0.064 Uiso calc R 1 C C3 0.9151(4) 0.4048(3) 0.61660(17) 0.0545(6) Uani d . 1 H H3A 1.0865 0.3634 0.6122 0.065 Uiso calc R 1 H H3B 0.8121 0.3044 0.6381 0.065 Uiso calc R 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 0.0396(7) 0.0576(9) 0.0512(8) 0.0085(7) 0.0013(6) -0.0010(7) C1 0.0472(10) 0.0467(10) 0.0475(10) -0.0027(10) -0.0023(9) 0.0008(9) O3 0.0670(11) 0.0888(13) 0.0577(10) 0.0057(11) -0.0200(9) -0.0027(9) C2 0.0518(12) 0.0504(11) 0.0489(11) 0.0006(10) 0.0030(10) -0.0099(10) C5 0.0465(10) 0.0605(13) 0.0479(11) 0.0054(10) 0.0058(10) -0.0034(11) O2 0.0701(12) 0.1111(15) 0.0627(11) 0.0210(12) 0.0087(10) -0.0317(11) C4 0.0471(11) 0.0664(13) 0.0455(10) 0.0088(11) -0.0034(9) 0.0005(11) C3 0.0493(11) 0.0535(12) 0.0606(12) 0.0103(10) 0.0033(11) 0.0022(10) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 1.383(3) ? O1 C5 1.394(3) ? C1 O3 1.197(3) yes C1 C2 1.481(3) ? C2 C3 1.505(3) ? C2 H2A 0.9800 ? C2 H2B 0.9800 ? C5 O2 1.188(3) yes C5 C4 1.485(3) ? C4 C3 1.506(3) ? C4 H4A 0.9800 ? C4 H4B 0.9800 ? C3 H3A 0.9800 ? C3 H3B 0.9800 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C1 O1 C5 124.43(15) yes O3 C1 O1 115.69(19) ? O3 C1 C2 126.2(2) ? O1 C1 C2 118.13(17) ? C1 C2 C3 112.67(19) ? C1 C2 H2A 109.1 ? C3 C2 H2A 109.1 ? C1 C2 H2B 109.1 ? C3 C2 H2B 109.1 ? H2A C2 H2B 107.8 ? O2 C5 O1 115.9(2) ? O2 C5 C4 126.1(2) ? O1 C5 C4 117.99(18) ? C5 C4 C3 113.55(18) ? C5 C4 H4A 108.9 ? C3 C4 H4A 108.9 ? C5 C4 H4B 108.9 ? C3 C4 H4B 108.9 ? H4A C4 H4B 107.7 ? C2 C3 C4 110.50(18) ? C2 C3 H3A 109.6 ? C4 C3 H3A 109.6 ? C2 C3 H3B 109.6 ? C4 C3 H3B 109.6 ? H3A C3 H3B 108.1 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA C3 H3B O2 3_646 0.98 2.53 3.353(4) 142 _cod_database_code 2214563