#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/90/2009056.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_2009056 loop_ _publ_author_name 'Foxon, Simon P.' 'Semlyen, J. Anthony' 'Wood, Barry R.' _publ_section_title ; A cyclic dimer of ethyleneglycol maleate ; _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first IUC9900115 _journal_paper_doi 10.1107/S0108270199098704 _journal_volume 55 _journal_year 1999 _chemical_formula_moiety 'C12 H12 O8' _chemical_formula_structural '[CH2CH2O.CO.CHCH.CO.O]2' _chemical_formula_sum 'C12 H12 O8' _chemical_formula_weight 284.22 _space_group_IT_number 60 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2n 2ab' _symmetry_space_group_name_H-M 'P b c n' _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.929(3) _cell_length_b 8.895(2) _cell_length_c 14.482(4) _cell_measurement_reflns_used 19 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 6.4 _cell_measurement_theta_min 4.6 _cell_volume 1279.0(6) _computing_cell_refinement 'MSC/AFC6S Diffractometer Control Software' _computing_data_collection 'MSC/AFC-6S Diffractometer Control Software (MSC, 1992a)' _computing_data_reduction 'TEXSAN (MSC, 1992b)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1985)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Rigaku AFC6S' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.00 _diffrn_reflns_av_sigmaI/netI 0.0264 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 1127 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_reflns_theta_full 24.99 _diffrn_reflns_theta_max 24.99 _diffrn_reflns_theta_min 2.05 _diffrn_standards_decay_% 0.11 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.127 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 592 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _refine_diff_density_max 0.175 _refine_diff_density_min -0.179 _refine_ls_extinction_coef 0.021(3) _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 92 _refine_ls_number_reflns 1127 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.005 _refine_ls_R_factor_all 0.0571 _refine_ls_R_factor_gt 0.0361 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0668P)^2^+0.1215P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.1085 _reflns_number_gt 854 _reflns_number_total 1127 _reflns_threshold_expression I>2\s(I) _cod_data_source_file qa0166.cif _cod_data_source_block QA0166 _cod_database_code 2009056 loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' 1/2-x,1/2-y,1/2+z '1/2+x,1/2-y, -z' ' -x, +y,1/2-z' ' -x, -y, -z' 1/2+x,1/2+y,1/2-z '1/2-x,1/2+y, +z' ' +x, -y,1/2+z' 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 O1 .44670(13) -.03168(14) .62584(9) .0348(4) Uani d . 1 . . O O2 .63888(12) .10046(15) .60779(8) .0309(4) Uani d . 1 . . O O3 .25295(12) .16158(15) .72149(8) .0323(4) Uani d . 1 . . O O4 .11998(13) .09292(15) .60202(9) .0362(4) Uani d . 1 . . O C1 .71508(19) -.0141(2) .65669(14) .0356(5) Uani d . 1 . . C H1A .7583 -.0812 .6130 .043 Uiso calc R 1 . . H H1B .6556 -.0729 .6956 .043 Uiso calc R 1 . . H C2 .50478(18) .0808(2) .60149(11) .0250(4) Uani d . 1 . . C C3 .44016(18) .2151(2) .56003(12) .0280(4) Uani d . 1 . . C H3 .4913 .2785 .5229 .034 Uiso calc R 1 . . H C4 .31079(18) .2475(2) .57447(11) .0282(4) Uani d . 1 . . C H4 .2765 .3332 .5462 .034 Uiso calc R 1 . . H C5 .21725(17) .1577(2) .63198(12) .0262(4) Uani d . 1 . . C C6 .18116(18) .0638(2) .78561(13) .0361(5) Uani d . 1 . . C H6A .1278 -.0092 .7520 .043 Uiso calc R 1 . . H H6B .1214 .1226 .8244 .043 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 O1 .0315(7) .0281(7) .0448(8) .0000(6) -.0024(6) -.0008(6) O2 .0231(7) .0414(8) .0283(7) .0040(6) -.0020(5) -.0001(6) O3 .0260(6) .0453(9) .0255(6) -.0007(6) -.0006(5) -.0062(6) O4 .0300(8) .0394(8) .0391(8) .0012(6) -.0101(6) -.0018(6) C1 .0309(10) .0412(11) .0347(10) -.0033(9) -.0039(8) .0104(9) C2 .0251(9) .0298(9) .0201(9) -.0053(7) .0014(7) .0007(8) C3 .0313(9) .0301(10) .0225(9) .0013(7) -.0005(7) -.0002(8) C4 .0332(9) .0276(9) .0238(9) .0004(7) -.0060(7) .0055(8) C5 .0227(9) .0267(9) .0292(9) -.0032(7) -.0036(7) .0089(8) C6 .0222(9) .0547(12) .0316(10) .0017(9) .0032(8) -.0082(9) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0.002 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; O 0.008 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 -1 2 0 1 2 0 4 0 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 O2 C1 . 117.19(14) yes C5 O3 C6 . 118.04(14) ? O2 C1 C6 4_656 107.82(16) yes O1 C2 O2 . 124.08(16) yes O1 C2 C3 . 125.39(17) yes O2 C2 C3 . 110.53(15) ? C4 C3 C2 . 121.83(17) yes C3 C4 C5 . 125.19(16) yes O4 C5 O3 . 124.78(17) ? O4 C5 C4 . 123.89(16) ? O3 C5 C4 . 111.30(14) ? O3 C6 C1 4_656 107.16(14) ? 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 O1 C2 . 1.207(2) yes O2 C2 . 1.346(2) yes O2 C1 . 1.453(2) yes O3 C5 . 1.344(2) no O3 C6 . 1.458(2) no O4 C5 . 1.206(2) no C1 C6 4_656 1.496(3) no C2 C3 . 1.483(2) yes C3 C4 . 1.333(3) yes C4 C5 . 1.481(3) no C6 C1 4_656 1.497(3) yes loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion_site_symmetry_4 _geom_torsion C2 O2 C1 C6 4_656 -139.00(15) C1 O2 C2 O1 . -7.4(2) C1 O2 C2 C3 . 173.11(14) O1 C2 C3 C4 . 24.0(3) O2 C2 C3 C4 . -156.51(16) C2 C3 C4 C5 . 0.3(3) C6 O3 C5 O4 . 9.2(2) C6 O3 C5 C4 . -172.48(15) C3 C4 C5 O4 . -115.4(2) C3 C4 C5 O3 . 66.2(2) C5 O3 C6 C1 4_656 132.47(16) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139056857