#------------------------------------------------------------------------------ #$Date: 2013-12-28 15:58:47 +0200 (Sat, 28 Dec 2013) $ #$Revision: 91933 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/20/01/2200115.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_2200115 loop_ _publ_author_name ' Auhmani, A.' 'Kossareva, E.' ' Eljamili, H. ' 'Reglier, M.' 'Pierrot, M.' ' Benharref, A.' _publ_section_title (1S,3S,8R,9S)-3,7,7,10-T\'etram\'ethyl-9-[(1S,3S,8R,9S)-3,7,7-trim\'ethyl-10-m\'ethyl\`enetricyclo[6,4,0,0^1,3^]dod\'ec-9-yloxy]tricyclo[6,4,0,0^1,3^]dod\'ec-10-\`ene _journal_issue 2 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o102 _journal_page_last o103 _journal_volume 57 _journal_year 2001 _chemical_formula_moiety 'C32 H50 O' _chemical_formula_sum 'C32 H50 O' _chemical_formula_weight 450.75 _chemical_name_systematic ; ? ; _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' _cell_angle_alpha 90.000 _cell_angle_beta 90.000 _cell_angle_gamma 90.000 _cell_formula_units_Z 4 _cell_length_a 8.7475(2) _cell_length_b 15.5530(10) _cell_length_c 20.3590(10) _cell_measurement_reflns_used 18475 _cell_measurement_temperature 298 _cell_measurement_theta_max 25.6 _cell_measurement_theta_min 1.0 _cell_volume 2769.8(2) _computing_data_collection 'KappaCCD Reference Manual(Nonius, 1998)' _computing_data_reduction 'DENZO and SCALEPAK (Otwinowski & Minor, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material maXus _computing_structure_refinement 'maXus (Mackay et al., 1999)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _diffrn_measurement_device KappaCCD _diffrn_measurement_method \f _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type ' MoK\a' _diffrn_reflns_av_R_equivalents .074 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 3021 _diffrn_reflns_theta_max 25.6 _exptl_absorpt_coefficient_mu .06 _exptl_absorpt_correction_type none _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.081 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Cube _exptl_crystal_F_000 1040 _exptl_crystal_size_max .30 _exptl_crystal_size_mid .25 _exptl_crystal_size_min .20 _refine_diff_density_max .28 _refine_diff_density_min -.24 _refine_ls_abs_structure_details ; ; _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 2.12 _refine_ls_goodness_of_fit_ref 1.87 _refine_ls_hydrogen_treatment noref _refine_ls_matrix_type full _refine_ls_number_parameters 303 _refine_ls_number_reflns 2673 _refine_ls_R_factor_all .098 _refine_ls_R_factor_gt .086 _refine_ls_shift/su_max .010 _refine_ls_shift/su_mean .002 _refine_ls_structure_factor_coef F^2^ _refine_ls_weighting_details ' w = 1 / (\s^2^(Fo^2^) + 0.03Fo^2^)' _refine_ls_weighting_scheme sigma _refine_ls_wR_factor_all .060 _refine_ls_wR_factor_ref .051 _reflns_number_gt 2673 _reflns_number_total 2912 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file cf6019.cif _[local]_cod_data_source_block I _[local]_cod_chemical_formula_sum_orig ' C32 H50 O' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_atom_site_adp_type' tag value 'Uij' was replaced with 'Uani' value 33 times. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2200115 loop_ _symmetry_equiv_pos_as_xyz +X,+Y,+Z '-X+ 1/2,-Y,+Z+ 1/2' '+X+ 1/2,-Y+ 1/2,-Z' '-X,+Y+ 1/2,-Z+ 1/2' 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_occupancy O17 -.73534(6) -.14529(3) -.40254(3) .0341(3) Uani 1.00 C1 -.81694(10) -.18121(5) -.34712(4) .0341(5) Uani 1.00 C2 -.89274(10) -.11204(6) -.30839(4) .0411(5) Uani 1.00 C3 -.78976(12) -.05270(6) -.27318(5) .0567(6) Uani 1.00 C4 -.67685(11) -.10328(5) -.22942(4) .0459(5) Uani 1.00 C5 -.59038(9) -.16894(5) -.27103(4) .0340(5) Uani 1.00 C6 -.69441(9) -.23089(5) -.30846(4) .0303(4) Uani 1.00 C7 -.75620(13) -.30778(6) -.26621(5) .0510(6) Uani 1.00 C8 -.64418(15) -.33300(7) -.21224(5) .0734(8) Uani 1.00 C9 -.48146(15) -.35818(7) -.22953(6) .0799(8) Uani 1.00 C10 -.39596(11) -.29190(7) -.26973(5) .0664(7) Uani 1.00 C11 -.43368(10) -.19973(6) -.25141(4) .0477(6) Uani 1.00 C12 -.45104(10) -.13566(6) -.30738(5) .0493(6) Uani 1.00 C13 -.36189(12) -.17081(7) -.18793(5) .0737(7) Uani 1.00 C14 -.91127(15) -.29167(8) -.23357(7) .0988(9) Uani 1.00 C15 -.77479(18) -.38501(7) -.31241(6) .1053(10) Uani 1.00 C16 -1.04497(13) -.10479(7) -.30752(6) .0709(7) Uani 1.00 C18 -.82963(10) -.11611(5) -.45675(4) .0381(5) Uani 1.00 C19 -.79671(11) -.17409(5) -.51411(4) .0475(6) Uani 1.00 C20 -.71738(11) -.14999(6) -.56487(4) .0484(6) Uani 1.00 C21 -.65299(12) -.06238(6) -.57469(4) .0505(6) Uani 1.00 C22 -.64922(11) -.01263(5) -.51085(4) .0389(5) Uani 1.00 C23 -.79311(10) -.02068(5) -.47017(4) .0414(5) Uani 1.00 C24 -.93145(12) .03401(7) -.49622(5) .0595(7) Uani 1.00 C25 -.87429(17) .11530(8) -.53165(6) .0836(9) Uani 1.00 C26 -.77153(19) .17864(7) -.49247(7) .1019(10) Uani 1.00 C27 -.62358(17) .13985(6) -.46391(5) .0825(8) Uani 1.00 C28 -.55882(12) .07073(6) -.50791(5) .0569(6) Uani 1.00 C29 -.49825(12) -.01039(6) -.47494(5) .0596(6) Uani 1.00 C30 -.47792(15) .10412(7) -.56977(6) .0857(8) Uani 1.00 C31 -1.02949(14) -.01519(9) -.54698(6) .0943(9) Uani 1.00 C32 -1.03830(17) .05483(9) -.43962(6) .1171(11) Uani 1.00 C33 -.85137(15) -.26657(6) -.50652(5) .0765(8) Uani 1.00 H1 -.89433 -.21920 -.36372 .0541 Uiso 1.00 H6 -.62660 -.25959 -.33836 .0503 Uiso 1.00 H18 -.93523 -.12141 -.44455 .0581 Uiso 1.00 H20 -.69648 -.18978 -.59976 .0684 Uiso 1.00 H23 -.77351 .00361 -.42767 .0614 Uiso 1.00 H3A -.73256 -.02100 -.30528 .0767 Uiso 1.00 H3B -.84835 -.01350 -.24688 .0767 Uiso 1.00 H4A -.73355 -.13178 -.19542 .0660 Uiso 1.00 H4B -.60465 -.06438 -.20992 .0660 Uiso 1.00 H8A -.69344 -.37997 -.19015 .0935 Uiso 1.00 H8B -.64263 -.28365 -.18392 .0935 Uiso 1.00 H9A -.48782 -.41166 -.25292 .0999 Uiso 1.00 H9B -.42882 -.36701 -.18871 .0999 Uiso 1.00 H10A -.42186 -.29830 -.31533 .0864 Uiso 1.00 H10B -.28810 -.30030 -.26410 .0860 Uiso 1.00 H12A -.40904 -.15876 -.34718 .0694 Uiso 1.00 H12B -.39744 -.08396 -.29588 .0694 Uiso 1.00 H13A -.39269 -.11251 -.17974 .0938 Uiso 1.00 H13B -.39379 -.20651 -.15203 .0938 Uiso 1.00 H13C -.25270 -.17330 -.19210 .0940 Uiso 1.00 H14A -.90197 -.24387 -.20397 .1191 Uiso 1.00 H14B -.98547 -.27837 -.26677 .1191 Uiso 1.00 H14C -.94357 -.34167 -.20967 .1191 Uiso 1.00 H15A -.67839 -.39681 -.33311 .1254 Uiso 1.00 H15B -.80759 -.43461 -.28821 .1254 Uiso 1.00 H15C -.84951 -.37141 -.34541 .1254 Uiso 1.00 H16A -1.10617 -.14649 -.33024 .0910 Uiso 1.00 H16B -1.09317 -.05829 -.28442 .0910 Uiso 1.00 H21A -.55079 -.06698 -.59149 .0705 Uiso 1.00 H21B -.71549 -.03178 -.60569 .0705 Uiso 1.00 H25A -.96606 .14441 -.54484 .1037 Uiso 1.00 H25B -.82151 .09465 -.56986 .1037 Uiso 1.00 H26A -.74493 .22504 -.52147 .1219 Uiso 1.00 H26B -.83373 .20024 -.45727 .1219 Uiso 1.00 H27A -.64578 .11415 -.42211 .1026 Uiso 1.00 H27B -.54748 .18375 -.45851 .1026 Uiso 1.00 H29A -.48582 .00051 -.42884 .0797 Uiso 1.00 H29B -.40115 -.02509 -.49384 .0797 Uiso 1.00 H30A -.52952 .15462 -.58537 .1057 Uiso 1.00 H30B -.37382 .11812 -.55948 .1057 Uiso 1.00 H30C -.48002 .06062 -.60317 .1057 Uiso 1.00 H31A -.96728 -.02999 -.58418 .1143 Uiso 1.00 H31B -1.06878 -.06669 -.52718 .1143 Uiso 1.00 H31C -1.11298 .02031 -.56108 .1143 Uiso 1.00 H32A -.98109 .08573 -.40702 .1372 Uiso 1.00 H32B -1.12170 .08971 -.45471 .1372 Uiso 1.00 H32C -1.07749 .00273 -.42082 .1372 Uiso 1.00 H33A -.82507 -.29957 -.54472 .0965 Uiso 1.00 H33B -.80188 -.29067 -.46862 .0965 Uiso 1.00 H33C -.96018 -.26777 -.50032 .0965 Uiso 1.00 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 O17 .0275(3) .0456(3) .0292(3) .0012(3) -.0022(3) .0066(3) C1 .0309(5) .0384(5) .0329(5) -.0077(4) -.0014(4) .0059(4) C2 .0329(6) .0495(6) .0410(5) .0073(5) .0048(4) .0017(5) C3 .0643(8) .0458(5) .0600(7) .0148(5) .0032(6) -.0111(5) C4 .0517(6) .0482(5) .0379(5) -.0028(5) -.0039(5) -.0113(4) C5 .0353(5) .0420(5) .0248(4) -.0018(4) -.0008(4) .0051(4) C6 .0304(5) .0339(4) .0266(4) .0013(4) .0028(4) -.0009(4) C7 .0628(7) .0405(5) .0498(6) -.0070(5) -.0061(5) .0146(5) C8 .0887(9) .0699(7) .0616(7) .0041(7) .0012(6) .0347(6) C9 .0977(10) .0764(8) .0657(8) .0286(7) -.0144(7) .0150(7) C10 .0468(7) .1031(9) .0494(6) .0355(6) .0019(5) .0087(6) C11 .0355(6) .0772(7) .0304(5) .0001(5) -.0031(4) .0026(5) C12 .0292(5) .0744(7) .0443(5) -.0092(5) -.0037(4) .0023(5) C13 .0529(7) .1169(9) .0514(6) .0031(7) -.0221(5) .0014(6) C14 .0816(10) .1050(10) .1099(11) -.0058(8) .0401(8) .0562(8) C15 .1792(15) .0529(7) .0838(9) -.0324(9) -.0219(10) .0061(6) C16 .0592(8) .0759(8) .0776(8) .0120(6) .0143(7) -.0036(6) C18 .0320(5) .0500(5) .0322(5) .0013(4) -.0057(4) .0081(4) C19 .0603(7) .0458(5) .0364(5) -.0076(5) -.0180(5) -.0013(5) C20 .0642(7) .0436(5) .0374(5) -.0019(5) -.0021(5) -.0092(5) C21 .0539(6) .0551(6) .0423(5) .0033(5) .0119(5) .0007(5) C22 .0476(6) .0299(5) .0391(5) .0002(4) -.0047(5) -.0016(4) C23 .0554(7) .0409(5) .0279(5) .0142(5) -.0083(4) -.0019(4) C24 .0591(7) .0740(7) .0454(6) .0346(6) .0024(5) .0179(6) C25 .1130(11) .0746(8) .0633(8) .0553(9) -.0070(8) .0163(7) C26 .1703(14) .0416(6) .0938(10) .0388(8) .0010(10) .0041(7) C27 .1468(13) .0348(6) .0658(7) -.0115(7) -.0225(8) .0008(5) C28 .0722(7) .0454(6) .0532(6) -.0075(6) -.0105(6) .0111(5) C29 .0568(7) .0490(6) .0730(8) -.0081(5) -.0204(6) .0107(6) C30 .0953(10) .0659(8) .0958(9) -.0219(7) .0050(8) .0279(7) C31 .0543(9) .1506(13) .0780(9) .0262(8) -.0079(7) .0356(8) C32 .1277(13) .1332(11) .0905(10) .0972(10) .0380(9) .0356(9) C33 .0996(9) .0641(7) .0658(7) -.0394(7) -.0031(7) -.0063(6) 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 O17 C1 . . 1.4472(9) ? O17 C18 . . 1.4507(9) ? C1 C2 . . 1.4895(11) ? C1 C6 . . 1.5380(11) ? C2 C3 . . 1.4756(12) ? C2 C16 . . 1.3366(13) ? C3 C4 . . 1.5454(12) ? C4 C5 . . 1.5273(11) ? C5 C6 . . 1.5289(11) ? C5 C11 . . 1.5059(12) ? C5 C12 . . 1.5170(11) ? C6 C7 . . 1.5691(11) ? C7 C8 . . 1.5237(14) ? C7 C14 . . 1.531(2) ? C7 C15 . . 1.5343(14) ? C8 C9 . . 1.518(2) ? C9 C10 . . 1.5139(15) ? C10 C11 . . 1.5175(13) ? C11 C12 . . 1.5214(12) ? C11 C13 . . 1.5055(12) ? C18 C19 . . 1.5033(11) ? C18 C23 . . 1.5426(10) ? C19 C20 . . 1.2999(12) ? C19 C33 . . 1.5237(12) ? C20 C21 . . 1.4878(12) ? C21 C22 . . 1.5130(12) ? C22 C23 . . 1.5119(12) ? C22 C28 . . 1.5198(12) ? C22 C29 . . 1.5100(13) ? C23 C24 . . 1.5714(11) ? C24 C25 . . 1.539(2) ? C24 C31 . . 1.546(2) ? C24 C32 . . 1.5187(14) ? C25 C26 . . 1.554(2) ? C26 C27 . . 1.542(2) ? C27 C28 . . 1.5096(14) ? C28 C29 . . 1.5240(12) ? C28 C30 . . 1.5354(14) ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C ' 'C ' .0033 .0016 'Waasmaier & Kirfel, 1995' 'H ' 'H ' .0000 .0000 'Waasmaier & Kirfel, 1995' 'O ' 'O ' .0106 .0060 'Waasmaier & Kirfel, 1995' loop_ _diffrn_radiation_wavelength .71073 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C1 O17 C18 115.68(6) O17 C1 C2 110.69(7) O17 C1 C6 104.43(6) C2 C1 C6 113.71(7) C1 C2 C3 115.92(8) C1 C2 C16 120.77(9) C3 C2 C16 123.30(9) C2 C3 C4 110.60(7) C3 C4 C5 109.71(7) C4 C5 C6 113.77(7) C4 C5 C11 121.09(7) C4 C5 C12 116.13(7) C6 C5 C11 118.27(7) C6 C5 C12 116.75(7) C11 C5 C12 60.43(5) C1 C6 C5 110.69(6) C1 C6 C7 115.05(7) C5 C6 C7 114.34(7) C6 C7 C8 111.71(8) C6 C7 C14 114.74(8) C6 C7 C15 107.29(8) C8 C7 C14 107.39(9) C8 C7 C15 107.98(9) C14 C7 C15 107.47(10) C7 C8 C9 120.16(10) C8 C9 C10 114.39(9) C9 C10 C11 113.77(8) C5 C11 C10 115.66(8) C5 C11 C12 60.14(5) C5 C11 C13 120.82(8) C10 C11 C12 117.15(8) C10 C11 C13 113.74(8) C12 C11 C13 119.26(8) C5 C12 C11 59.42(5) O17 C18 C19 107.13(7) O17 C18 C23 108.54(6) C19 C18 C23 113.57(7) C18 C19 C20 123.15(8) C18 C19 C33 115.29(8) C20 C19 C33 121.36(8) C19 C20 C21 124.96(8) C20 C21 C22 111.17(7) C21 C22 C23 114.21(7) C21 C22 C28 118.78(8) C21 C22 C29 116.54(8) C23 C22 C28 118.83(7) C23 C22 C29 117.71(7) C28 C22 C29 60.40(6) C18 C23 C22 110.43(7) C18 C23 C24 114.90(8) C22 C23 C24 114.30(7) C23 C24 C25 110.65(9) C23 C24 C31 112.64(8) C23 C24 C32 109.47(8) C25 C24 C31 105.88(9) C25 C24 C32 112.36(9) C31 C24 C32 105.74(11) C24 C25 C26 117.91(10) C25 C26 C27 115.54(8) C26 C27 C28 111.71(10) C22 C28 C27 115.83(9) C22 C28 C29 59.48(6) C22 C28 C30 119.74(8) C27 C28 C29 117.30(8) C27 C28 C30 114.76(8) C29 C28 C30 118.75(10) C22 C29 C28 60.12(6) _cod_database_fobs_code 2200115 _journal_paper_doi 10.1107/S1600536800020547