#------------------------------------------------------------------------------ #$Date: 2017-10-13 01:48:21 +0100 (Fri, 13 Oct 2017) $ #$Revision: 201957 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/16/2011626.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_2011626 loop_ _publ_author_name 'Wang, Qiguang' 'Ma, Chunling' 'Zhai, Jianjun' _publ_section_title ; Furanoeudesmane-B, a new eudesmane sesquiterpenoid from Myoporum bontioides ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first e569 _journal_page_last e569 _journal_paper_doi 10.1107/S0108270100014797 _journal_volume 56 _journal_year 2000 _chemical_formula_sum 'C22 H30 O5' _chemical_formula_weight 374.46 _chemical_name_common 'eudesmane sesquiterpenoid' _chemical_name_systematic ; 3\b-angloyloxy-4\aacetoxy-5\aH-furanoeudesmane ; _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' _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 8.8540(10) _cell_length_b 12.1220(10) _cell_length_c 17.708(2) _cell_measurement_reflns_used 20 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 15.47 _cell_measurement_theta_min 8.02 _cell_volume 1900.6(3) _computing_cell_refinement 'CAD-4 Users Manual' _computing_data_collection 'CAD-4 Users Manual (Enraf-Nonius, 1985)' _computing_data_reduction 'Xtal3.4 ADDREF SORTRF (Hall et al., 1995)' _computing_molecular_graphics Xtal3.4 _computing_publication_material 'Xtal3.4 BONDLA CIFIO' _computing_structure_refinement 'Xtal3.4 CRYLSQ' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measurement_device_type 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .048 _diffrn_reflns_av_sigmaI/netI .0560 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 4692 _diffrn_reflns_theta_max 28.72 _diffrn_standards_decay_% .1 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu .091 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.309 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 808 _exptl_crystal_size_max .4 _exptl_crystal_size_mid .3 _exptl_crystal_size_min .2 _refine_diff_density_max .341 _refine_diff_density_min -.228 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.421 _refine_ls_goodness_of_fit_ref 1.421 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 244 _refine_ls_number_reflns 2347 _refine_ls_number_restraints 2 _refine_ls_R_factor_all .056 _refine_ls_R_factor_gt .040 _refine_ls_shift/su_max .011 _refine_ls_shift/su_mean .001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1253P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calca _refine_ls_wR_factor_all .039 _refine_ls_wR_factor_ref .039 _reflns_number_gt 2348 _reflns_number_total 2348 _reflns_threshold_expression 'Fsqd > 0' _cod_data_source_file qa0410.cif _cod_data_source_block I _cod_database_code 2011626 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_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_calc_attached_atom _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O1 .8868(2) -.33387(13) 1.13666(9) .0627(10) Uani ? ? 1.00000 ? ? O2 .7934(2) .08168(12) .94647(8) .0542(9) Uani ? ? 1.00000 ? ? O3 .8237(2) -.05402(15) .87217(9) .0808(13) Uani ? ? 1.00000 ? ? O4 1.0715(2) .17485(13) .90985(8) .0625(10) Uani ? ? 1.00000 ? ? O5 1.1944(3) .1088(2) .82234(11) .1156(18) Uani ? ? 1.00000 ? ? C1 1.2085(3) -.0684(2) 1.01138(13) .0658(16) Uani ? ? 1.00000 ? ? H1A 1.29940 -.07730 1.03680 .08000 Uiso ? ? 1.00000 ? ? H1B 1.19020 -.12720 .97540 .08000 Uiso ? ? 1.00000 ? ? C2 1.2133(3) .0483(2) .98130(13) .0662(16) Uani ? ? 1.00000 ? ? H2A 1.22960 .10770 1.01990 .08000 Uiso ? ? 1.00000 ? ? H2B 1.29550 .05410 .96060 .08000 Uiso ? ? 1.00000 ? ? C3 1.0728(3) .06705(18) .94176(11) .0552(13) Uani ? ? 1.00000 ? ? H3 1.05840 .02080 .90440 .08000 Uiso ? ? 1.00000 ? ? C4 .9330(3) .06386(17) .98797(10) .0497(12) Uani ? ? 1.00000 ? ? C5 .9232(3) -.05092(17) 1.02170(11) .0459(11) Uani ? ? 1.00000 ? ? H5 .91000 -.10010 .97770 .08000 Uiso ? ? 1.00000 ? ? C6 .7839(3) -.06505(18) 1.06645(12) .0546(13) Uani ? ? 1.00000 ? ? H6A .77790 -.00250 1.10050 .08000 Uiso ? ? 1.00000 ? ? H6B .69110 -.05390 1.04330 .08000 Uiso ? ? 1.00000 ? ? C7 .7883(3) -.17564(18) 1.10221(11) .0527(12) Uani ? ? 1.00000 ? ? C8 .9100(3) -.23626(18) 1.10075(12) .0525(13) Uani ? ? 1.00000 ? ? C9 1.0591(3) -.2146(2) 1.06945(12) .0583(14) Uani ? ? 1.00000 ? ? H9A 1.13390 -.23160 1.08940 .08000 Uiso ? ? 1.00000 ? ? H9B 1.06630 -.24970 1.02950 .08000 Uiso ? ? 1.00000 ? ? C10 1.0720(3) -.08926(17) 1.05685(11) .0504(12) Uani ? ? 1.00000 ? ? C11 .6762(3) -.23234(19) 1.13978(14) .0585(14) Uani ? ? 1.00000 ? ? C12 .7415(3) -.3262(2) 1.15965(13) .0684(17) Uani ? ? 1.00000 ? ? H12 .70720 -.39950 1.18540 .08000 Uiso ? ? 1.00000 ? ? C13 .5154(3) -.1954(2) 1.15280(15) .084(2) Uani ? ? 1.00000 ? ? H13A .50210 -.12250 1.13330 .12500 Uiso ? ? 1.00000 ? ? H13B .49590 -.19370 1.20710 .12500 Uiso ? ? 1.00000 ? ? H13C .44720 -.24530 1.12970 .12500 Uiso ? ? 1.00000 ? ? C14 .9241(3) .16239(18) 1.03529(13) .0669(15) Uani ? ? 1.00000 ? ? H14A .83220 .15890 1.06530 .10300 Uiso ? ? 1.00000 ? ? H14B .92220 .22680 1.00490 .10300 Uiso ? ? 1.00000 ? ? H14C 1.00890 .16440 1.06910 .10300 Uiso ? ? 1.00000 ? ? C15 .7592(3) .02475(19) .89090(13) .0601(15) Uani ? ? 1.00000 ? ? C16 .6200(3) .0705(2) .85794(17) .085(2) Uani ? ? 1.00000 ? ? H16A .59260 .13700 .88470 .12400 Uiso ? ? 1.00000 ? ? H16B .54170 .01780 .86150 .12400 Uiso ? ? 1.00000 ? ? H16C .63910 .08890 .80590 .12400 Uiso ? ? 1.00000 ? ? C17 1.1330(3) .1847(2) .84955(13) .0719(18) Uani ? ? 1.00000 ? ? C18 1.1106(4) .3026(3) .82369(14) .095(2) Uani ? ? 1.00000 ? ? C19 1.2114(5) .3447(3) .78680(15) .099(2) Uani ? ? 1.00000 ? ? H19 1.17730 .43070 .76930 .08000 Uiso ? ? 1.00000 ? ? C20 .9568(4) .3584(2) .84507(18) .098(2) Uani ? ? 1.00000 ? ? H20A .89630 .30910 .87330 .14700 Uiso ? ? 1.00000 ? ? H20B .90370 .37970 .79920 .14700 Uiso ? ? 1.00000 ? ? H20C .97580 .42470 .87390 .14700 Uiso ? ? 1.00000 ? ? C21 1.3502(4) .2963(3) .76509(16) .089(2) Uani ? ? 1.00000 ? ? H21A 1.40890 .34900 .73690 .12900 Uiso ? ? 1.00000 ? ? H21B 1.33290 .23220 .73540 .12900 Uiso ? ? 1.00000 ? ? H21C 1.40650 .27610 .81010 .12900 Uiso ? ? 1.00000 ? ? C22 1.0972(3) -.0324(2) 1.12993(11) .0675(15) Uani ? ? 1.00000 ? ? H22A 1.01040 -.04490 1.16010 .09500 Uiso ? ? 1.00000 ? ? H22B 1.11030 .04370 1.11940 .09500 Uiso ? ? 1.00000 ? ? H22C 1.18480 -.06350 1.15200 .09500 Uiso ? ? 1.00000 ? ? 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 .0742(13) .0503(9) .0636(9) -.0061(9) -.0125(9) .0204(8) O2 .0694(11) .0432(7) .0501(8) .0102(8) -.0033(9) -.0003(7) O3 .1002(15) .0737(12) .0685(11) .0227(11) -.0245(10) -.0230(9) O4 .0942(13) .0486(9) .0448(7) -.0111(10) -.0053(9) .0085(7) O5 .187(3) .0850(15) .0751(13) .0063(18) .0457(16) .0322(11) C1 .0546(16) .0823(18) .0606(13) .0050(15) .0057(12) .0274(13) C2 .0521(16) .086(2) .0601(13) -.0063(15) .0048(13) .0098(14) C3 .0752(17) .0423(12) .0481(11) -.0103(12) .0015(13) .0016(10) C4 .0693(16) .0401(12) .0398(9) -.0006(12) -.0039(11) .0030(9) C5 .0541(14) .0383(10) .0454(10) -.0006(11) .0013(11) .0007(8) C6 .0610(16) .0428(12) .0602(12) .0011(11) .0045(12) .0071(10) C7 .0549(14) .0586(13) .0444(10) -.0055(14) -.0007(12) .0065(11) C8 .0595(14) .0515(14) .0465(11) -.0080(12) -.0081(12) .0096(10) C9 .0613(17) .0551(13) .0586(12) .0105(12) -.0078(12) .0095(11) C10 .0549(15) .0466(12) .0498(10) -.0015(12) -.0034(12) .0091(10) C11 .0672(16) .0561(14) .0522(12) -.0072(13) .0004(12) .0064(11) C12 .078(2) .0638(15) .0635(14) -.0179(16) -.0090(14) .0156(13) C13 .078(2) .092(2) .0818(19) -.0131(18) .0103(16) .0078(16) C14 .109(2) .0380(10) .0534(12) -.0093(15) -.0009(15) -.0025(10) C15 .0723(18) .0510(14) .0570(13) .0069(14) .0022(13) -.0043(12) C16 .087(2) .0786(19) .0893(19) .0092(17) -.0247(17) .0031(17) C17 .100(2) .0655(18) .0501(15) -.0093(15) .0075(15) .0151(13) C18 .143(3) .097(2) .0454(14) -.048(2) -.0150(18) .0133(15) C19 .150(4) .095(2) .0527(16) -.009(3) -.009(2) .0051(15) C20 .110(3) .076(2) .106(2) .0336(18) -.002(2) .0267(16) C21 .100(2) .105(2) .0621(16) .004(2) .0281(16) .0054(16) C22 .0793(19) .0721(15) .0511(12) -.0177(15) -.0095(13) .0038(12) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C .003296 .001587 'Int Tables Vol IV Tables 2.2B and 2.3.1' H 0 0 'Int Tables Vol IV Tables 2.2B and 2.3.1' O .01062 .005981 'Int Tables Vol IV Tables 2.2B and 2.3.1' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C8 O1 C12 103.03(18) C4 O2 C15 121.78(18) C3 O4 C17 116.0(2) H1A C1 H1B 112.2(3) H1A C1 C2 104.8(2) H1A C1 C10 115.2(2) H1B C1 C2 117.5(2) H1B C1 C10 95.5(2) C2 C1 C10 112.1(2) C1 C2 H2A 115.8(2) C1 C2 H2B 105.3(3) C1 C2 C3 107.1(2) H2A C2 H2B 96.6(3) H2A C2 C3 109.9(2) H2B C2 C3 122.4(2) O4 C3 C2 110.1(2) O4 C3 H3 106.64(18) O4 C3 C4 103.64(18) C2 C3 H3 113.0(2) C2 C3 C4 116.51(18) H3 C3 C4 106.2(2) O2 C4 C3 115.23(16) O2 C4 C5 106.67(18) O2 C4 C14 97.05(19) C3 C4 C5 106.78(18) C3 C4 C14 109.9(2) C5 C4 C14 121.40(17) C4 C5 H5 104.46(16) C4 C5 C6 111.44(19) C4 C5 C10 112.95(19) H5 C5 C6 104.7(2) H5 C5 C10 103.88(19) C6 C5 C10 117.78(17) C5 C6 H6A 106.8(2) C5 C6 H6B 119.1(2) C5 C6 C7 108.18(19) H6A C6 H6B 96.4(2) H6A C6 C7 116.3(2) H6B C6 C7 110.1(2) C6 C7 C8 121.5(2) C6 C7 C11 129.6(2) C8 C7 C11 108.9(2) O1 C8 C7 110.9(2) O1 C8 C9 118.2(2) C7 C8 C9 130.9(2) C8 C9 H9A 123.4(2) C8 C9 H9B 107.6(2) C8 C9 C10 107.5(2) H9A C9 H9B 100.7(3) H9A C9 C10 105.3(2) H9B C9 C10 112.2(2) C1 C10 C5 115.57(18) C1 C10 C9 108.0(2) C1 C10 C22 105.9(2) C5 C10 C9 107.15(19) C5 C10 C22 110.11(19) C9 C10 C22 110.05(17) C7 C11 C12 104.0(2) C7 C11 C13 127.2(2) C12 C11 C13 128.8(2) O1 C12 C11 113.2(2) O1 C12 H12 110.5(2) C11 C12 H12 136.1(3) C11 C13 H13A 109.6(3) C11 C13 H13B 108.8(3) C11 C13 H13C 110.2(3) H13A C13 H13B 108.4(3) H13A C13 H13C 110.9(3) H13B C13 H13C 109.0(3) C4 C14 H14A 108.8(2) C4 C14 H14B 110.4(2) C4 C14 H14C 109.6(2) H14A C14 H14B 109.3(3) H14A C14 H14C 108.3(2) H14B C14 H14C 110.3(3) O2 C15 O3 124.3(2) O2 C15 C16 108.0(2) O3 C15 C16 127.5(2) C15 C16 H16A 109.3(3) C15 C16 H16B 109.4(3) C15 C16 H16C 108.7(3) H16A C16 H16B 110.3(3) H16A C16 H16C 108.7(3) H16B C16 H16C 110.4(3) O4 C17 O5 119.7(3) O4 C17 C18 107.6(2) O5 C17 C18 132.7(2) C17 C18 C19 117.5(3) C17 C18 C20 116.6(3) C19 C18 C20 125.9(3) C18 C19 H19 109.7(3) C18 C19 C21 127.5(3) H19 C19 C21 122.7(3) C18 C20 H20A 110.3(3) C18 C20 H20B 109.4(3) C18 C20 H20C 109.6(3) H20A C20 H20B 109.5(4) H20A C20 H20C 110.2(3) H20B C20 H20C 107.7(3) C19 C21 H21A 109.5(3) C19 C21 H21B 110.5(3) C19 C21 H21C 109.1(3) H21A C21 H21B 110.0(3) H21A C21 H21C 108.4(3) H21B C21 H21C 109.3(3) C10 C22 H22A 107.2(2) C10 C22 H22B 107.4(2) C10 C22 H22C 107.4(2) H22A C22 H22B 111.4(3) H22A C22 H22C 111.6(2) H22B C22 H22C 111.6(3) 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 O1 C8 . . 1.359(3) ? O1 C12 . . 1.352(3) ? O2 C4 . . 1.454(3) ? O2 C15 . . 1.240(3) ? O3 C15 . . 1.161(3) ? O4 C3 . . 1.424(3) ? O4 C17 . . 1.205(3) ? O5 C17 . . 1.172(4) ? C1 H1A . . .929(3) ? C1 H1B . . .970(3) ? C1 C2 . . 1.512(4) ? C1 C10 . . 1.474(3) ? C2 H2A . . 1.003(3) ? C2 H2B . . .818(2) ? C2 C3 . . 1.445(3) ? C3 H3 . . .876(2) ? C3 C4 . . 1.484(3) ? C4 C5 . . 1.517(3) ? C4 C14 . . 1.461(3) ? C5 H5 . . .988(2) ? C5 C6 . . 1.476(3) ? C5 C10 . . 1.529(3) ? C6 H6A . . .970(2) ? C6 H6B . . .928(2) ? C6 C7 . . 1.483(3) ? C7 C8 . . 1.305(3) ? C7 C11 . . 1.379(3) ? C8 C9 . . 1.456(4) ? C9 H9A . . .779(2) ? C9 H9B . . .828(2) ? C9 C10 . . 1.539(3) ? C10 C22 . . 1.483(3) ? C11 C12 . . 1.325(3) ? C11 C13 . . 1.510(4) ? C12 H12 . . 1.043(3) ? C13 H13A . . .956(3) ? C13 H13B . . .977(3) ? C13 H13C . . .948(3) ? C14 H14A . . .973(3) ? C14 H14B . . .948(2) ? C14 H14C . . .960(3) ? C15 C16 . . 1.472(4) ? C16 H16A . . .966(3) ? C16 H16B . . .945(3) ? C16 H16C . . .963(3) ? C17 C18 . . 1.514(4) ? C18 C19 . . 1.218(5) ? C18 C20 . . 1.567(5) ? C19 H19 . . 1.129(3) ? C19 C21 . . 1.415(5) ? C20 H20A . . .946(3) ? C20 H20B . . .973(3) ? C20 H20C . . .966(3) ? C21 H21A . . .963(3) ? C21 H21B . . .950(3) ? C21 H21C . . .972(3) ? C22 H22A . . .948(2) ? C22 H22B . . .949(3) ? C22 H22C . . .946(3) ? loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21182255