#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/00/56/2005677.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_2005677 loop_ _publ_author_name 'Vaissermann, J.' 'Lomas, J. S.' _publ_section_title ; A Highly Strained Tertiary Acetate: 2,2'-Spirobiadamant-1-yl Acetate ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2837 _journal_page_last 2839 _journal_volume 52 _journal_year 1996 _chemical_formula_iupac 'C21 H30 O2' _chemical_formula_structural 'C21 H30 O2' _chemical_formula_sum 'C21 H30 O2' _chemical_formula_weight 314.47 _chemical_melting_point 127 _chemical_name_systematic ; 2,2'-spirobitricyclo[3.3.1.1^3,7^]decanyl acetate ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_type_scat_source IntTabIV _cell_angle_alpha 90. _cell_angle_beta 98.78(3) _cell_angle_gamma 90. _cell_formula_units_Z 4 _cell_length_a 7.267(2) _cell_length_b 17.837(7) _cell_length_c 12.975(7) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 11.5 _cell_measurement_theta_min 11 _cell_volume 1662.1(12) _computing_cell_refinement 'CAD-4 Software' _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _computing_data_reduction 'CRYSTALS (Watkin, Carruthers & Bettridge, 1988)' _computing_molecular_graphics 'CAMERON (Pearce, Watkin & Prout, 1992)' _computing_publication_material CRYSTALS _computing_structure_refinement CRYSTALS _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_measurement_device '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 0.71076 _diffrn_reflns_av_R_equivalents 0.0314 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 3290 _diffrn_reflns_theta_max 25 _diffrn_standards_decay_% <1 _diffrn_standards_interval_time 60 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.26 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.80 _refine_diff_density_min -0.61 _refine_ls_extinction_coef 167(10) _refine_ls_extinction_method 'Larson (1970)' _refine_ls_goodness_of_fit_obs 3.55 _refine_ls_hydrogen_treatment 'refxyz and one overall U~iso~ parameter' _refine_ls_number_parameters 300 _refine_ls_number_reflns 1972 _refine_ls_R_factor_obs 0.0422 _refine_ls_shift/esd_max 0.41 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme unit _refine_ls_wR_factor_obs 0.0405 _reflns_number_observed 1972 _reflns_number_total 2931 _reflns_observed_criterion F^2^>3\s(F)^2^ _[local]_cod_data_source_file pa1240.cif _[local]_cod_data_source_block lomas4 _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_original_cell_volume 1662.1(1.2) _cod_database_code 2005677 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 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 O(1) 0.0921(2) 0.6358(1) 0.8014(1) 0.0383 O(2) 0.3032(3) 0.7306(1) 0.8220(2) 0.0598 C(1) -0.0274(3) 0.6624(1) 0.7066(2) 0.0344 C(2) -0.1791(3) 0.5997(1) 0.6753(2) 0.0301 C(3) -0.2996(4) 0.6335(2) 0.5748(2) 0.0386 C(4) -0.3905(4) 0.7077(2) 0.5971(2) 0.0455 C(5) -0.2397(4) 0.7658(2) 0.6322(2) 0.0475 C(6) -0.1220(4) 0.7775(2) 0.5459(2) 0.0483 C(7) -0.0329(4) 0.7034(2) 0.5216(2) 0.0439 C(8) 0.0893(4) 0.6748(2) 0.6194(2) 0.0393 C(9) -0.1173(4) 0.7366(1) 0.7301(2) 0.0399 C(10) -0.1845(4) 0.6459(2) 0.4870(2) 0.0427 C(11) -0.3057(3) 0.5833(1) 0.7600(2) 0.0359 C(12) -0.4675(4) 0.5317(2) 0.7140(2) 0.0434 C(13) -0.3919(4) 0.4572(2) 0.6814(2) 0.0474 C(14) -0.2886(4) 0.4181(2) 0.7778(3) 0.0492 C(15) -0.1273(4) 0.4682(2) 0.8270(2) 0.0445 C(16) 0.0034(4) 0.4813(2) 0.7464(2) 0.0416 C(17) -0.0982(4) 0.5217(1) 0.6502(2) 0.0381 C(18) -0.2033(4) 0.5434(2) 0.8569(2) 0.0381 C(19) -0.2580(4) 0.4691(2) 0.6026(2) 0.0456 C(20) 0.2436(4) 0.6725(2) 0.8500(2) 0.0426 C(21) 0.3257(5) 0.6300(2) 0.9430(2) 0.0520 H(31) -0.394(4) 0.597(2) 0.548(2) 0.052(1) H(41) -0.461(4) 0.703(2) 0.649(2) 0.052(1) H(42) -0.468(4) 0.725(1) 0.530(2) 0.052(1) H(51) -0.294(4) 0.814(2) 0.654(2) 0.052(1) H(61) -0.030(4) 0.816(2) 0.569(2) 0.052(1) H(62) -0.195(4) 0.798(1) 0.481(2) 0.052(1) H(71) 0.044(4) 0.712(1) 0.462(2) 0.052(1) H(81) 0.147(4) 0.629(2) 0.606(2) 0.052(1) H(82) 0.175(4) 0.711(2) 0.645(2) 0.052(1) H(91) -0.183(4) 0.732(2) 0.788(2) 0.052(1) H(92) -0.025(4) 0.771(2) 0.756(2) 0.052(1) H(101) -0.132(4) 0.595(2) 0.463(2) 0.052(1) H(102) -0.261(4) 0.665(2) 0.427(2) 0.052(1) H(111) -0.356(4) 0.631(2) 0.784(2) 0.052(1) H(121) -0.541(4) 0.525(1) 0.774(2) 0.052(1) H(122) -0.541(4) 0.556(2) 0.656(2) 0.052(1) H(131) -0.486(4) 0.426(2) 0.647(2) 0.052(1) H(141) -0.367(4) 0.411(1) 0.832(2) 0.052(1) H(142) -0.242(4) 0.369(2) 0.757(2) 0.052(1) H(151) -0.057(4) 0.444(1) 0.894(2) 0.052(1) H(161) 0.110(4) 0.510(2) 0.779(2) 0.052(1) H(162) 0.043(4) 0.432(2) 0.720(2) 0.052(1) H(171) -0.016(4) 0.528(1) 0.596(2) 0.052(1) H(181) -0.282(4) 0.534(1) 0.906(2) 0.052(1) H(182) -0.102(4) 0.575(2) 0.897(2) 0.052(1) H(191) -0.317(4) 0.489(2) 0.536(2) 0.052(1) H(192) -0.203(4) 0.420(2) 0.585(2) 0.052(1) H(211) 0.279(4) 0.575(2) 0.944(2) 0.052(1) H(212) 0.289(4) 0.649(2) 0.996(2) 0.052(1) H(213) 0.446(4) 0.638(2) 0.961(2) 0.052(1) 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 O(1) 0.0355(9) 0.0430(10) 0.0370(10) -0.0054(8) 0.0001(8) 0.0020(8) O(2) 0.0630(10) 0.0610(10) 0.0680(10) -0.0260(10) -0.0080(10) 0.0100(10) C(1) 0.0350(10) 0.0360(10) 0.0320(10) -0.0010(10) 0.0030(10) 0.0010(10) C(2) 0.0310(10) 0.0310(10) 0.0290(10) 0.0000(10) 0.0070(10) -0.0010(10) C(3) 0.0360(10) 0.0420(10) 0.038(2) -0.0050(10) 0.0010(10) 0.0040(10) C(4) 0.040(2) 0.051(2) 0.049(2) 0.0080(10) 0.0060(10) 0.0110(10) C(5) 0.056(2) 0.036(2) 0.056(2) 0.0100(10) 0.0090(10) 0.0040(10) C(6) 0.060(2) 0.043(2) 0.048(2) -0.0070(10) 0.0040(10) 0.0130(10) C(7) 0.049(2) 0.053(2) 0.037(2) -0.0070(10) 0.0130(10) 0.0060(10) C(8) 0.0360(10) 0.043(2) 0.042(2) -0.0060(10) 0.0120(10) 0.0000(10) C(9) 0.049(2) 0.0330(10) 0.040(2) -0.0030(10) 0.0090(10) -0.0030(10) C(10) 0.051(2) 0.049(2) 0.0310(10) -0.0050(10) 0.0020(10) 0.0030(10) C(11) 0.0350(10) 0.0370(10) 0.0380(10) 0.0020(10) 0.0110(10) 0.0000(10) C(12) 0.0340(10) 0.056(2) 0.046(2) -0.0050(10) 0.0070(10) 0.0070(10) C(13) 0.051(2) 0.045(2) 0.053(2) -0.0180(10) 0.0020(10) -0.0030(10) C(14) 0.061(2) 0.037(2) 0.057(2) -0.0100(10) 0.009(2) 0.0050(10) C(15) 0.051(2) 0.039(2) 0.044(2) 0.0000(10) 0.0020(10) 0.0070(10) C(16) 0.042(2) 0.0330(10) 0.053(2) 0.0060(10) 0.0070(10) -0.0040(10) C(17) 0.0400(10) 0.0380(10) 0.0390(10) 0.0000(10) 0.0100(10) -0.0050(10) C(18) 0.043(2) 0.043(2) 0.0340(10) -0.0030(10) 0.0120(10) 0.0030(10) C(19) 0.055(2) 0.041(2) 0.043(2) -0.0050(10) 0.0040(10) -0.0090(10) C(20) 0.0410(10) 0.047(2) 0.040(2) -0.0060(10) 0.0030(10) -0.0030(10) C(21) 0.046(2) 0.068(2) 0.045(2) -0.007(2) -0.0030(10) -0.001(2) loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag 'C ' 0.0020 0.0020 'H ' 0.0000 0.0000 'O ' 0.0080 0.0060 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(1) O(1) C(20) 124.6(2) no O(1) C(1) C(2) 106.6(2) no O(1) C(1) C(8) 110.0(2) no C(2) C(1) C(8) 110.8(2) no O(1) C(1) C(9) 109.2(2) no C(2) C(1) C(9) 111.2(2) no C(8) C(1) C(9) 109.0(2) no C(1) C(2) C(3) 102.7(2) yes C(1) C(2) C(11) 114.4(2) yes C(3) C(2) C(11) 109.9(2) yes C(1) C(2) C(17) 114.4(2) yes C(3) C(2) C(17) 110.3(2) yes C(11) C(2) C(17) 105.1(2) yes C(2) C(3) C(4) 112.1(2) no C(2) C(3) C(10) 112.0(2) no C(4) C(3) C(10) 108.5(2) no C(2) C(3) H(31) 108.3(16) no C(4) C(3) H(31) 110.1(16) no C(10) C(3) H(31) 105.7(16) no C(3) C(4) C(5) 109.5(2) no C(3) C(4) H(41) 111.2(18) no C(5) C(4) H(41) 107.7(18) no C(3) C(4) H(42) 107.7(15) no C(5) C(4) H(42) 108.9(15) no H(41) C(4) H(42) 112.(2) no C(4) C(5) C(6) 109.4(3) no C(4) C(5) C(9) 108.5(2) no C(6) C(5) C(9) 109.7(2) no C(4) C(5) H(51) 111.5(15) no C(6) C(5) H(51) 112.4(15) no C(9) C(5) H(51) 105.3(15) no C(5) C(6) C(7) 109.6(2) no C(5) C(6) H(61) 108.0(16) no C(7) C(6) H(61) 112.2(16) no C(5) C(6) H(62) 112.7(15) no C(7) C(6) H(62) 109.3(16) no H(61) C(6) H(62) 105.(2) no C(6) C(7) C(8) 109.3(2) no C(6) C(7) C(10) 109.5(2) no C(8) C(7) C(10) 108.9(2) no C(6) C(7) H(71) 109.1(15) no C(8) C(7) H(71) 111.3(14) no C(10) C(7) H(71) 108.7(15) no C(1) C(8) C(7) 110.3(2) no C(1) C(8) H(81) 108.7(17) no C(7) C(8) H(81) 110.7(17) no C(1) C(8) H(82) 104.3(17) no C(7) C(8) H(82) 109.9(17) no H(81) C(8) H(82) 113.(2) no C(1) C(9) C(5) 110.0(2) no C(1) C(9) H(91) 111.6(17) no C(5) C(9) H(91) 112.5(16) no C(1) C(9) H(92) 109.7(17) no C(5) C(9) H(92) 111.9(17) no H(91) C(9) H(92) 101.(2) no C(3) C(10) C(7) 109.4(2) no C(3) C(10) H(101) 111.6(15) no C(7) C(10) H(101) 112.6(14) no C(3) C(10) H(102) 110.1(17) no C(7) C(10) H(102) 107.5(17) no H(101) C(10) H(102) 105.(2) no C(2) C(11) C(12) 109.6(2) no C(2) C(11) C(18) 113.5(2) no C(12) C(11) C(18) 106.6(2) no C(2) C(11) H(111) 110.0(15) no C(12) C(11) H(111) 109.9(15) no C(18) C(11) H(111) 107.2(15) no C(11) C(12) C(13) 110.1(2) no C(11) C(12) H(121) 103.5(15) no C(13) C(12) H(121) 111.4(15) no C(11) C(12) H(122) 109.9(17) no C(13) C(12) H(122) 110.9(17) no H(121) C(12) H(122) 111.(2) no C(12) C(13) C(14) 108.9(3) no C(12) C(13) C(19) 111.0(2) no C(14) C(13) C(19) 109.1(3) no C(12) C(13) H(131) 112.7(16) no C(14) C(13) H(131) 109.8(16) no C(19) C(13) H(131) 105.1(16) no C(13) C(14) C(15) 108.9(2) no C(13) C(14) H(141) 112.2(16) no C(15) C(14) H(141) 105.4(16) no C(13) C(14) H(142) 109.2(16) no C(15) C(14) H(142) 111.1(16) no H(141) C(14) H(142) 110.(2) no C(14) C(15) C(16) 108.5(2) no C(14) C(15) C(18) 109.6(2) no C(16) C(15) C(18) 109.0(2) no C(14) C(15) H(151) 110.5(15) no C(16) C(15) H(151) 111.1(15) no C(18) C(15) H(151) 108.1(15) no C(15) C(16) C(17) 110.9(2) no C(15) C(16) H(161) 108.6(16) no C(17) C(16) H(161) 110.8(16) no C(15) C(16) H(162) 109.5(15) no C(17) C(16) H(162) 105.3(15) no H(161) C(16) H(162) 112.(2) no C(2) C(17) C(16) 113.5(2) no C(2) C(17) C(19) 109.9(2) no C(16) C(17) C(19) 106.2(2) no C(2) C(17) H(171) 109.5(15) no C(16) C(17) H(171) 111.3(15) no C(19) C(17) H(171) 106.2(15) no C(11) C(18) C(15) 110.5(2) no C(11) C(18) H(181) 111.8(16) no C(15) C(18) H(181) 107.8(17) no C(11) C(18) H(182) 113.3(15) no C(15) C(18) H(182) 110.6(15) no H(181) C(18) H(182) 103.(2) no C(13) C(19) C(17) 109.4(2) no C(13) C(19) H(191) 114.0(16) no C(17) C(19) H(191) 109.7(16) no C(13) C(19) H(192) 110.7(16) no C(17) C(19) H(192) 108.6(15) no H(191) C(19) H(192) 104.(2) no O(1) C(20) O(2) 125.7(2) no O(1) C(20) C(21) 109.4(2) no O(2) C(20) C(21) 124.9(3) no C(20) C(21) H(211) 113.9(15) no C(20) C(21) H(212) 109.(2) no H(211) C(21) H(212) 103.(3) no C(20) C(21) H(213) 113.8(18) no H(211) C(21) H(213) 117.(2) no H(212) C(21) H(213) 98.(3) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O(1) C(1) 1.472(3) no O(1) C(20) 1.351(3) no O(2) C(20) 1.201(3) no C(1) C(2) 1.580(3) yes C(1) C(8) 1.530(3) no C(1) C(9) 1.526(3) no C(2) C(3) 1.575(3) yes C(2) C(11) 1.565(3) yes C(2) C(17) 1.564(3) yes C(3) C(4) 1.528(4) no C(3) C(10) 1.529(4) no C(3) H(31) 0.97(3) no C(4) C(5) 1.526(4) no C(4) H(41) 0.91(3) no C(4) H(42) 1.02(3) no C(5) C(6) 1.524(4) no C(5) C(9) 1.526(4) no C(5) H(51) 1.00(3) no C(6) C(7) 1.527(4) no C(6) H(61) 0.97(3) no C(6) H(62) 1.00(3) no C(7) C(8) 1.522(4) no C(7) C(10) 1.521(4) no C(7) H(71) 1.03(3) no C(8) H(81) 0.95(3) no C(8) H(82) 0.93(3) no C(9) H(91) 0.95(3) no C(9) H(92) 0.93(3) no C(10) H(101) 1.05(3) no C(10) H(102) 0.94(3) no C(11) C(12) 1.540(4) no C(11) C(18) 1.534(4) no C(11) H(111) 1.00(3) no C(12) C(13) 1.522(4) no C(12) H(121) 1.02(3) no C(12) H(122) 0.95(3) no C(13) C(14) 1.526(4) no C(13) C(19) 1.530(4) no C(13) H(131) 0.94(3) no C(14) C(15) 1.533(4) no C(14) H(141) 0.98(3) no C(14) H(142) 0.99(3) no C(15) C(16) 1.534(4) no C(15) C(18) 1.523(4) no C(15) H(151) 1.04(3) no C(16) C(17) 1.531(4) no C(16) H(161) 0.97(3) no C(16) H(162) 1.01(3) no C(17) C(19) 1.546(4) no C(17) H(171) 1.00(3) no C(18) H(181) 0.94(3) no C(18) H(182) 1.00(3) no C(19) H(191) 0.97(3) no C(19) H(192) 1.00(3) no C(20) C(21) 1.472(4) no C(21) H(211) 1.04(3) no C(21) H(212) 0.85(3) no C(21) H(213) 0.88(3) no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag O(1) O(2) 2.271(2) no O(1) C(2) 2.448(3) no O(1) C(3) 3.768(3) no O(1) C(5) 3.794(3) no O(1) C(7) 3.802(3) no O(1) C(8) 2.459(3) no O(1) C(9) 2.444(3) no O(1) C(11) 3.008(3) no O(1) C(15) 3.428(3) no O(1) C(16) 2.894(3) no O(1) C(17) 3.013(3) no O(1) C(18) 2.883(3) no O(1) C(21) 2.305(3) no O(1) H(81) 2.63(3) no O(1) H(82) 2.58(3) no O(1) H(91) 2.62(3) no O(1) H(92) 2.59(3) no O(1) H(111) 3.23(3) no O(1) H(151) 3.84(3) no O(1) H(161) 2.26(3) yes O(1) H(162) 3.80(3) no O(1) H(171) 3.29(3) no O(1) H(181) 3.69(3) no O(1) H(182) 2.29(3) yes O(1) H(211) 2.38(3) no O(1) H(212) 2.72(3) no O(1) H(213) 3.05(3) no O(2) C(1) 2.898(3) no O(2) C(8) 3.012(3) no O(2) C(9) 3.108(3) no O(2) C(21) 2.373(4) no O(2) H(81) 3.39(3) no O(2) H(82) 2.36(3) yes O(2) H(91) 3.49(3) no O(2) H(92) 2.51(3) yes O(2) H(211) 3.21(3) no O(2) H(212) 2.70(3) no O(2) H(213) 2.55(3) no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_publ_flag C(2) C(1) O(1) C(20) 177.1(2) yes C(1) O(1) C(20) O(2) -1.4(2) yes C(1) O(1) C(20) C(21) 178.9(2) yes C(9) C(1) O(1) C(20) -62.67 no C(8) C(1) O(1) C(20) 56.86 no C(3) C(2) C(1) O(1) 179.54 no C(5) C(9) C(1) O(1) 179.17 no C(7) C(8) C(1) O(1) -179.19 no C(11) C(2) C(1) O(1) 60.42 no C(17) C(2) C(1) O(1) -60.93 no