#------------------------------------------------------------------------------ #$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $ #$Revision: 301791 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/36/2003692.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_2003692 loop_ _publ_author_name 'Gainsford, G. J.' 'Furneaux, R. H.' 'Mason, J. M.' 'Miller, I. J.' _publ_section_title ;Adducts from the Pyrolysis of Cellulose: (1\a,2\b,6\b,7\a)-3,8-Dioxatricyclo[5.3.1.1^2,6^]dodeca-4,9-diene-11,12-dione and (1R)-(1\a,2\b,3\a,6\a,8\b,9\a)-5,13,14-Trioxatetracyclo[7.3.1.1^3,6^.0^2,8^]tetradec-10-ene-7,12-dione ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1369 _journal_page_last 1372 _journal_paper_doi 10.1107/S0108270195000242 _journal_volume 51 _journal_year 1995 _chemical_compound_source 'Furneaux, Mason & Miller (1984), compound (17)' _chemical_formula_sum 'C11 H10 O5' _chemical_formula_weight 222.2 _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _atom_type_scat_source IntTabC _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 5.154(2) _cell_length_b 12.257(8) _cell_length_c 16.034(8) _cell_measurement_reflns_used 19 _cell_measurement_temperature 291(2) _cell_measurement_theta_max 16.4 _cell_measurement_theta_min 14.6 _cell_volume 1012.9(9) _diffrn_measurement_device 'Nicolet R3m' _diffrn_measurement_method \q/2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 'unique set only' _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 509 _diffrn_reflns_theta_max 18.5 _diffrn_standards_decay_% 1 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.125 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.457 _exptl_crystal_description needle _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.14 _refine_diff_density_min -0.15 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 1.17 _refine_ls_hydrogen_treatment 'H-atom treatment: see below' _refine_ls_number_parameters 167 _refine_ls_number_reflns 478 _refine_ls_R_factor_obs 0.0461 _refine_ls_shift/esd_max 0.036 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(F~o~)^2^+0.089P^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.0621 _reflns_number_observed 333 _reflns_number_total 478 _reflns_observed_criterion F>4\s(F) _cod_data_source_file kh1010.cif _cod_data_source_block 17 _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value '1/[\s^2^(F~o~)^2^+0.089P^2^]' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/[\s^2^(F~o~)^2^+0.089P^2^]'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1013.1(9) _cod_database_code 2003692 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z -x,1/2+y,1/2-z 1/2+x,1/2-y,-z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv C(1) .719(2) .0706(12) .0086(6) .039(3) C(2) .908(2) .0597(8) -.0689(8) .035(3) C(3) .768(3) .0784(10) -.1524(8) .044(4) C(4) .943(3) .0697(16) -.2278(9) .071(5) O(5) .945(2) -.0446(7) -.2478(5) .066(3) C(6) .763(3) -.0913(11) -.1917(7) .058(4) C(7) .912(3) -.1394(10) -.1178(7) .052(4) C(8) 1.017(2) -.0579(9) -.0587(7) .034(3) C(9) .928(3) -.0872(10) .0290(8) .042(3) C(10) 1.099(2) -.0357(12) .0944(7) .045(3) C(11) 1.061(2) .0662(12) .1182(6) .055(4) C(12) .858(2) .1289(11) .0772(8) .045(3) O(13) .677(2) -.0402(7) .0359(4) .043(2) O(14) .592(1) -.0116(8) -.1648(4) .056(2) O(15) .948(2) -.2351(7) -.1119(5) .113(4) O(16) .816(2) .2260(6) .0949(5) .067(3) H(6) .6661(26) -.1493(11) -.2200(7) .031(11) H(10) 1.2321(21) -.0762(12) .1182(7) .031(11) H(11) 1.1622(4) .0972(12) .1600(6) .031(11) H(1) .5499(153) .0971(66) -.0109(44) .031(11) H(2) 1.0149(157) .1148(63) -.0619(53) .031(11) H(3) .6509(156) .1465(59) -.1512(47) .031(11) H(41) 1.1034(157) .0847(84) -.2111(48) .031(11) H(42) .8632(14) .1106(68) -.2801(45) .031(11) H(8) 1.2067(143) -.0455(63) -.0654(44) .031(11) H(9) .9376(176) -.1605(60) .0426(48) .031(11) 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 O(13) C(1) C(12) 107.4(9) yes O(13) C(1) C(2) 104.4(9) yes C(12) C(1) C(2) 108.8(10) yes C(3) C(2) C(8) 113.5(9) yes C(3) C(2) C(1) 112.5(9) yes C(8) C(2) C(1) 102.6(9) yes O(14) C(3) C(4) 102.2(10) yes O(14) C(3) C(2) 107.4(9) yes C(4) C(3) C(2) 113.9(10) yes O(5) C(4) C(3) 104.4(12) yes C(6) O(5) C(4) 104.4(10) yes O(14) C(6) O(5) 109.5(10) yes O(14) C(6) C(7) 110.5(9) yes O(5) C(6) C(7) 108.3(11) yes O(15) C(7) C(8) 123.8(12) yes O(15) C(7) C(6) 121.3(12) yes C(8) C(7) C(6) 114.7(10) yes C(7) C(8) C(9) 108.8(9) yes C(7) C(8) C(2) 115.2(9) yes C(9) C(8) C(2) 102.0(9) yes O(13) C(9) C(10) 108.0(9) yes O(13) C(9) C(8) 104.4(9) yes C(10) C(9) C(8) 111.6(10) yes C(11) C(10) C(9) 120.8(12) yes C(10) C(11) C(12) 118.3(12) yes O(16) C(12) C(11) 121.9(13) yes O(16) C(12) C(1) 122.8(12) yes C(11) C(12) C(1) 115.2(10) yes C(9) O(13) C(1) 102.9(8) yes C(6) O(14) C(3) 100.6(8) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag C(1) O(13) 1.440(10) yes C(1) C(12) 1.50(2) yes C(1) C(2) 1.590(10) yes C(2) C(3) 1.54(2) yes C(2) C(8) 1.560(10) yes C(3) O(14) 1.440(10) yes C(3) C(4) 1.51(2) yes C(4) O(5) 1.44(2) yes O(5) C(6) 1.420(10) yes C(6) O(14) 1.380(10) yes C(6) C(7) 1.530(10) yes C(7) O(15) 1.190(10) yes C(7) C(8) 1.480(10) yes C(8) C(9) 1.520(10) yes C(9) O(13) 1.420(10) yes C(9) C(10) 1.510(10) yes C(10) C(11) 1.320(10) yes C(11) C(12) 1.460(10) yes C(12) O(16) 1.240(10) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139054384