#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/03/2010337.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_2010337 loop_ _publ_author_name 'Paulus, E.F.' 'Dornberger, K.' 'Werner, W.' 'Fenske, D.' _publ_section_title ; Madurahydroxylactone ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2064 _journal_page_last 2067 _journal_paper_doi 10.1107/S0108270194003185 _journal_volume 50 _journal_year 1994 _chemical_formula_moiety 'C26 H18 O10,C2 H3 N1' _chemical_formula_sum 'C28 H21 N O10' _chemical_formula_weight 531.48 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_type_scat_source IntTabIV _cell_angle_alpha 90. _cell_angle_beta 103.95(5) _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 12.849(3) _cell_length_b 12.675(3) _cell_length_c 15.076(3) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 12.3 _cell_measurement_theta_min 2.3 _cell_volume 2382.9(11) _diffrn_measurement_device 'One circle with image plate (Stoe)' _diffrn_measurement_method XX _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.148 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 31701 _diffrn_reflns_theta_max 25.8 _diffrn_standards_number No _exptl_absorpt_coefficient_mu 0.114 _exptl_absorpt_correction_type none _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.482 _exptl_crystal_description needle _exptl_crystal_size_max 0.7 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _refine_diff_density_max 0.37 _refine_diff_density_min -0.43 _refine_ls_goodness_of_fit_obs 2.22 _refine_ls_hydrogen_treatment noref _refine_ls_number_parameters 364 _refine_ls_number_reflns 4207 _refine_ls_R_factor_obs 0.149 _refine_ls_shift/esd_max 0.004 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme unit _refine_ls_wR_factor_obs 0.120 _reflns_number_observed 4201 _reflns_number_total 4211 _reflns_observed_criterion F>\s(F) _cod_data_source_file se1045.cif _cod_data_source_block se1045a _cod_original_cell_volume 2382.9 _cod_original_sg_symbol_H-M 'P 21/n' _cod_original_formula_sum 'C28 H21 N1 O10' _cod_database_code 2010337 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2+x,1/2-y,1/2+z -x,-y,-z 1/2-x,1/2+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 C(01) .4095(5) .4237(5) .5894(4) 0.47(2) C(02) .2996(5) .4482(5) .5630(4) .047(2) C(03) .2363(5) .4241(5) .4774(4) .049(2) C(04) .2852(5) .3756(5) .4142(4) .047(2) C(05) .3970(5) .3526(5) .4362(4) .046(2) C(06) .4573(4) .3764(5) .5257(4) .042(2) C(07) .4453(5) .3062(5) .3679(5) .053(2) C(08) .5633(5) .2851(5) .3930(4) .045(2) C(09) .6233(4) .3041(5) .4843(4) .042(2) C(10) .5735(5) .3518(5) .5521(4) .047(2) C(11) .6185(5) .2504(5) .3286(4) .043(2) C(12) .7299(5) .2301(4) .3542(4) .041(2) C(13) .7862(5) .2344(5) .4462(4) .042(2) C(14) .7333(5) .2794(5) .5101(4) .045(2) C(15) .7923(5) .2083(5) .2838(4) .046(2) C(16) .9061(5) .2550(5) .3138(4) .050(2) C(17) .9596(5) .2075(5) .4060(4) .048(2) C(18) .8984(4) .1962(5) .4707(4) .042(2) C(19) 1.0670(5) .1747(5) .4242(4) .052(2) C(20) 1.1108(5) .1290(5) .5072(4) .047(2) C(21) 1.0513(4) .1127(5) .5711(4) .043(2) C(22) .9425(5) .1435(5) .5527(4) .043(2) C(23) .1184(5) .4508(6) .4539(5) .058(2) C(24) .5432(5) .1342(5) .2080(5) .057(2) C(25) 1.2237(5) .0892(6) .5485(4) .054(2) C(26) 1.1163(5) .0627(5) .6534(5) .052(2) O(01) 0.2505(3) .4977(3) .6227(3) .0340(10) O(02) .2223(3) .3527(4) .3304(3) .0380(10) O(03) .3905(3) .2857(5) .2899(3) .053(2) O(04) .6249(3) .3723(4) .6316(3) .040(2) O(05) .5688(3) .2409(3) .2375(3) .0320(10) O(06) .7929(3) .3047(3) .5940(3) .0360(10) O(07) .8838(3) .1151(3) .6133(3) .0320(10) O(08) 1.2966(3) .1681(4) .5553(3) .050(2) O(09) 1.2180(3) .0516(3) .6406(3) .0360(10) O(10) 1.0950(3) .0351(3) .7227(3) .0360(10) C(1) 1.6818(8) -.0303(9) .6638(8) .091(4) C(2) 1.5862(8) .0308(9) .6321(7) .095(4) N(1) 1.5058(8) .0774(9) .6042(7) .166(5) H(231) .0998 .4837 .5053 .080 H(232) .1018 .4977 .4024 .080 H(233) .0781 .3867 .4390 .080 H(241) .5081 .1332 .1441 .080 H(242) .6084 .0941 .2181 .080 H(243) .4969 .1038 .2424 .080 H(01A) .2965 .5108 .6723 .080 H(02) .2614 .3257 .2982 .080 H(06) .7531 .3320 .6254 .080 H(07) .8441 .1668 .6199 .080 H(08) 1.3586 .1434 .5786 .080 H(01) .4658 .4362 .6526 .050 H(151) .7521 .2386 .2265 .050 H(152) .7947 .1204 .2734 .050 H(161) .9533 .2426 .2600 .050 H(162) .8917 .3389 .3186 .050 H(19) 1.1156 .1824 .3819 .050 H(25) 1.2613 .0295 .5092 .050 H(11) 1.747(10) .032(10) .652(9) .18(5) H(12) 1.701(10) -.023(11) .755(10) .21(6) H(13) 1.656(11) -.117(12) .614(10) .22(6) 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 C(02) C(01) C(06) 118.6(5) yes C(01) C(02) C(03) 122.6(6) yes C(01) C(02) O(01) 120.3(5) yes C(03) C(02) O(01) 117.1(5) yes C(02) C(03) C(04) 118.2(5) yes C(02) C(03) C(23) 120.0(6) yes C(04) C(03) C(23) 121.8(5) yes C(03) C(04) C(05) 121.6(5) yes C(03) C(04) O(02) 117.6(5) yes C(05) C(04) O(02) 120.8(6) yes C(04) C(05) C(06) 117.8(6) yes C(04) C(05) C(07) 119.9(5) yes C(06) C(05) C(07) 122.3(5) yes C(01) C(06) C(05) 121.1(5) yes C(01) C(06) C(10) 119.2(5) yes C(05) C(06) C(10) 119.6(5) yes C(05) C(07) C(08) 118.4(5) yes C(05) C(07) O(03) 121.0(6) yes C(08) C(07) O(03) 120.6(6) yes C(07) C(08) C(09) 119.5(6) yes C(07) C(08) C(11) 122.1(5) yes C(09) C(08) C(11) 118.4(5) yes C(08) C(09) C(10) 121.3(5) yes C(08) C(09) C(14) 120.1(6) yes C(10) C(09) C14) 118.6(5) yes C(06) C(10) C(09) 118.8(5) yes C(06) C(10) O(04) 118.7(6) yes C(09) C(10) O(04) 122.5(5) yes C(08) C(11) C(12) 121.0(5) yes C(08) C(11) O(05) 121.9(5) yes C(12) C(11) O(05) 117.0(5) yes C(11) C(12) C(13) 120.7(6) yes C(11) C(12) C(15) 121.2(5) yes C(13) C(12) C(15) 118.1(5) yes C(12) C(13) C(14) 117.9(5) yes C(12) C(13) C(18) 118.2(5) yes C(14) C(13) C(18) 123.8(5) yes C(09) C(14) C(13) 120.9(5) yes C(09) C(14) O(06) 120.7(6) yes C(13) C(14) O(06) 118.3(5) yes C(12) C(15) C(16) 110.6(5) yes C(15) C(16) C(17) 107.7(5) yes C(16) C(17) C(18) 118.2(5) yes C(16) C(17) C(19) 120.2(6) yes C(18) C(17) C(19) 121.7(5) yes C(13) C(18) C(17) 117.9(5) yes C(13) C(18) C(22) 122.7(6) yes C(17) C(18) C(22) 119.2(5) yes C(17) C(19) C(20) 118.1(6) yes C(19) C(20) C(21) 121.7(6) yes C(19) C(20) C(25) 131.0(6) yes C(21) C(20) C(25) 107.3(5) yes C(20) C(21) C(22) 120.5(5) yes C(20) C(21) C(26) 111.0(5) yes C(22) C(21) C(26) 128.5(6) yes C(18) C(22) C(21) 118.5(6) yes C(18) C(22) O(07) 123.0(5) yes C(21) C(22) O(07) 118.4(5) yes C(20) C(25) O(08) 111.1(5) yes C(20) C(25) O(09) 103.4(5) yes O(08) C(25) O(09) 110.8(5) yes C(21) C(26) O(09) 107.1(6) yes C(21) C(26) O(10) 131.6(6) yes O(09) C(26) O(10) 121.3(5) yes C(11) O(05) C(24) 114.1(4) yes C(25) O(09) C(26) 111.2(4) yes C(1) C(2) N(1) 177.3(11) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C(01) C(02) . . 1.406(8) yes C(01) C(06) . . 1.394(9) yes C(02) C(03) . . 1.383(8) yes C(02) O(01) . . 1.370(8) yes C(03) C(04) . . 1.402(9) yes C(03) C(23) . . 1.510(8) yes C(04) C(05) . . 1.425(8) yes C(04) O(02) . . 1.357(7) yes C(05) C(06) . . 1.417(7) yes C(05) C(07) . . 1.448(10) yes C(06) C(10) . . 1.483(8) yes C(07) C(08) . . 1.496(8) yes C(07) O(03) . . 1.245(7) yes C(08) C(09) . . 1.427(7) yes C(08) C(11) . . 1.404(9) yes C(09) C(10) . . 1.461(9) yes C(09) C(14) . . 1.408(8) yes C(10) O(04) . . 1.248(7) yes C(11) C(12) . . 1.414(8) yes C(11) O(05) . . 1.373(6) yes C(12) C(13) . . 1.402(7) yes C(12) C(15) . . 1.503(9) yes C(13) C(14) . . 1.424(9) yes C(13) C(18) . . 1.480(8) yes C(14) O(06) . . 1.350(6) yes C(15) C(16) . . 1.540(8) yes C(16) C(17) . . 1.519(8) yes C(17) C(18) . . 1.400(9) yes C(17) C(19) . . 1.403(9) yes C(18) C(22) . . 1.398(8) yes C(19) C(20) . . 1.370(8) yes C(20) C(21) . . 1.383(9) yes C(20) C(25) . . 1.521(8) yes C(21) C(22) . . 1.414(8) yes C(21) C(26) . . 1.462(8) yes C(22) O(07) . . 1.365(8) yes C(24) O(05) . . 1.437(8) yes C(25) O(08) . . 1.357(8) yes C(25) O(09) . . 1.487(8) yes C(26) O(09) . . 1.373(8) yes C(26) O(10) . . 1.195(9) yes C(1) C(2) . . 1.433(14) yes C(2) N(1) . . 1.177(14) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139057449