#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/01/2010178.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_2010178 loop_ _publ_author_name 'Toscano, R.A.' 'Sanchez, A.A.' 'Esquivel, B.' 'Esquivel, O.' 'Rodriguez-Hahn, L.' _publ_section_title ; Salvireptanolide ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1794 _journal_page_last 1796 _journal_paper_doi 10.1107/S0108270194000181 _journal_volume 50 _journal_year 1994 _chemical_formula_sum 'C20 H18 O6' _chemical_formula_weight 354.36 _chemical_name_systematic ;(7R,8S,9R)-5,6-seco-neo-clerodane-1,3,5(10),13(16),14-pentaene-12-oxo-15, 16-epoxy-18,19;20(7)-diolide ; _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 IntTabIV _cell_angle_alpha 90. _cell_angle_beta 90. _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 9.439(3) _cell_length_b 12.979(4) _cell_length_c 13.773(5) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298 _cell_measurement_theta_max 16.6 _cell_measurement_theta_min 4.69 _cell_volume 1687.3(10) _diffrn_measurement_device 'Nicolet P3F' _diffrn_measurement_method 2\q-\q _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.035 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1261 _diffrn_reflns_theta_max 52.4 _diffrn_standards_decay_% +-3 _diffrn_standards_interval_count 50 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 0.82 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.395 _exptl_crystal_description prismatic _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.22 _refine_diff_density_max 0.45 _refine_diff_density_min -0.43 _refine_ls_extinction_coef 2.68(4) _refine_ls_extinction_method 'Larson (1967)' _refine_ls_goodness_of_fit_obs 1.08 _refine_ls_hydrogen_treatment 'H atoms refined using a riding model' _refine_ls_number_parameters 237 _refine_ls_number_reflns 1115 _refine_ls_R_factor_obs 0.039 _refine_ls_shift/esd_max 0.002 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme 'weighting scheme: counting statistics' _refine_ls_wR_factor_obs 0.045 _reflns_number_observed 1115 _reflns_number_total 1136 _reflns_observed_criterion I>2.5\s(I) _cod_data_source_file hh1055.cif _cod_data_source_block hh1055_structure_1_of_1 _cod_original_cell_volume 1687.2(5) _cod_database_code 2010178 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 O(1) -.2724(3) .4931(2) .0559(2) .0510(10) O(2) -.1753(3) .6353(2) .1145(2) .0560(10) O(3) -.3505(3) .6576(2) -.0826(2) .0670(10) O(4) -.2159(5) .8621(3) -.3342(3) .099(2) O(5) .1348(3) .3710(2) .1994(2) .0620(10) O(6) .3701(3) .3621(3) .2092(2) .0710(10) C(1) .1810(4) .6065(3) -.0504(3) .0450(10) C(2) .3234(4) .5938(3) -.0247(3) .0490(10) C(3) .3624(4) .5279(3) .0482(3) .0510(10) C(4) .2542(4) .4755(3) .0950(3) .0440(10) C(5) .1139(4) .4884(2) .0720(2) .0400(10) C(6) -.3081(6) .3268(3) -.0208(4) .083(2) C(7) -.2765(4) .4397(3) -.0382(3) .0540(10) C(8) -.1333(4) .4619(3) -.0849(3) .0460(10) C(9) -.0841(3) .5637(2) -.0373(2) .0380(10) C(10) .0731(3) .5546(2) -.0038(2) .0390(10) C(11) -.0998(4) .6602(3) -.0996(3) .0440(10) C(12) -.2511(4) .6891(2) -.1267(3) .0440(10) C(13) -.2667(4) .7607(3) -.2091(2) .0440(10) C(14) -.3919(5) .8088(3) -.2391(3) .0590(10) C(15) -.3614(5) .8683(3) -.3124(3) .066(2) C(16) -.1638(5) .7963(3) -.2692(3) .0640(10) C(17) -.1416(5) .4602(4) -.1956(3) .0650(10) C(18) .2663(4) .3999(3) .1725(3) .0530(10) C(19) .0294(4) .4215(3) .1415(3) .0530(10) C(20) -.1806(3) .5716(3) .0516(3) .0420(10) H1 .158 .653 -.102 .050 H2 .395 .632 -.059 .059 H3 .460 .519 .066 .061 H6A -.311 .291 -.082 .099 H6B -.398 .320 .011 .099 H6C -.235 .297 .019 .099 H7 -.350 .463 -.081 .065 H8 -.063 .410 -.074 .055 H11A -.048 .649 -.159 .053 H11B -.059 .717 -.065 .053 H14 -.484 .800 -.211 .071 H15 -.429 .910 -.347 .079 H16 -.066 .777 -.265 .077 H17A -.050 .474 -.222 .078 H17B -.208 .512 -.217 .078 H17C -.173 .394 -.217 .078 H19A -.026 .372 .107 .052 H19B -.032 .463 .181 .052 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(7) O(1) C(20) 109.7(3) yes C(18) O(5) C(19) 111.0(3) yes C(1) C(2) C(3) 121.1(4) yes C(3) C(4) C(5) 122.9(3) yes C(5) C(4) C(18) 109.2(3) yes (4) C(5) C(19) 106.9(3) yes O(1) C(7) C(6) 108.8(3) yes C(6) C(7) C(8) 115.1(3) yes C(7) C(8) C(17) 111.9(3) yes C(8) C(9) C(10) 110.3(3) yes C(10) C(9) C(11) 108.7(3) yes C(10) C(9) C(20) 109.5(3) yes C(1) C(10) C(5) 116.3(3) yes C(5) C(10) C(9) 121.7(3) yes O(3) C(12) C(11) 121.9(3) yes C(11) C(12) C(13) 116.0(3) yes C(12) C(13) C(16) 127.9(3) yes C(13) C(14) C(15) 107.9(4) yes O(4) C(16) C(13) 111.4(4) yes O(5) C(18) C(4) 108.5(3) yes O(5) C(19) C(5) 104.4(3) yes O(1) C(20) C(9) 111.7(3) yes C(15) O(4) C(16) 104.7(4) yes C(2) C(1) C(10) 122.3(3) yes C(2) C(3) C(4) 116.7(3) yes C(3) C(4) C(18) 127.9(3) yes C(4) C(5) C(10) 120.7(3) yes C(10) C(5) C(19) 132.4(3) yes O(1) C(7) C(8) 105.1(3) yes C(7) C(8) C(9) 104.3(3) yes C(9) C(8) C(17) 116.9(3) yes C(8) C(9) C(11) 115.6(3) yes C(8) C(9) C(20) 102.6(3) yes C(11) C(9) C(20) 109.8(3) yes C(1) C(10) C(9) 121.9(3) yes C(9) C(11) C(12) 115.6(3) yes O(3) C(12) C(13) 122.1(3) yes C(12) C(13) C(14) 126.4(3) yes C(14) C(13) C(16) 105.7(3) yes O(4) C(15) C(14) 110.3(4) yes O(5) C(18) O(6) 121.2(4) yes O(6) C(18) C(4) 130.3(4) yes O(1) C(20) O(2) 121.3(3) yes O(2) C(20) C(9) 126.9(3) 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 O(1) C(7) . . 1.472(5) yes O(2) C(20) . . 1.201(4) yes O(4) C(15) . . 1.408(7) yes O(5) C(18) . . 1.348(5) yes O(6) C(18) . . 1.207(5) yes C(1) C(10) . . 1.379(5) yes C(3) C(4) . . 1.387(5) yes C(4) C(18) . . 1.457(5) yes C(5) C(19) . . 1.520(5) yes C(7) C(8) . . 1.525(5) yes C(8) C(17) . . 1.529(5) yes C(9) C(11) . . 1.527(5) yes C(11) C(12) . . 1.522(5) yes C(13) C(14) . . 1.399(6) yes C(14) C(15) . . 1.305(6) yes O(1) C(20) . . 1.338(4) yes O(3) C(12) . . 1.190(5) yes O(4) C(16) . . 1.333(6) yes O(5) C(19) . . 1.434(5) yes C(1) C(2) . . 1.398(5) yes C(2) C(3) . . 1.371(5) yes C(4) C(5) . . 1.371(5) yes C(5) C(10) . . 1.408(5) yes C(6) C(7) . . 1.515(6) yes C(8) C(9) . . 1.547(5) yes C(9) C(10) . . 1.557(5) yes C(9) C(20) . . 1.530(5) yes C(12) C(13) . . 1.475(5) yes C(13) C(16) . . 1.358(6) yes loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139057371