#------------------------------------------------------------------------------ #$Date: 2013-08-29 18:37:19 +0300 (Thu, 29 Aug 2013) $ #$Revision: 88064 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/18/2011804.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_2011804 loop_ _publ_author_name 'Foces-Foces, C.' 1,6-anhydro-3,4-O-(S)-benzylidene-\b-D-galactopyranose _publ_section_title ; Three 1,6-anhydro-\b-D-glycopyranose derivatives ; _journal_issue 3 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 298 _journal_page_last 301 _journal_volume 57 _journal_year 2001 _chemical_formula_sum 'C13 H14 O5' _chemical_formula_weight 250.25 _chemical_melting_point 460.5(15) _chemical_name_systematic 1,6-anhydro-3,4-O-(S)-benzylidene-\b-D-galactopyranose _space_group_IT_number 4 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _cell_angle_alpha 90 _cell_angle_beta 102.871(4) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 9.0956(3) _cell_length_b 5.8461(2) _cell_length_c 11.0603(5) _cell_measurement_reflns_used 76 _cell_measurement_temperature 293 _cell_measurement_theta_max 45 _cell_measurement_theta_min 2 _cell_volume 573.34(4) _computing_cell_refinement 'LSUCRE (Appleman, 1984)' _computing_data_collection 'Philips PW1100 software (Hornstra & Vossers, 1973)' _computing_data_reduction 'Xtal3.6 (Hall et al., 1999)' _computing_molecular_graphics Xtal3.6 _computing_publication_material 'BONDLA and CIFIO in Xtal3.6' _computing_structure_refinement 'CRYLSQ in Xtal3.6' _computing_structure_solution 'SIR97 (Altomare et al., 1997)' _diffrn_ambient_temperature 293 _diffrn_measurement_device_type 'Philips PW1100 four-circle' _diffrn_measurement_method '\w/2\q scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents .049 _diffrn_reflns_av_sigmaI/netI .049 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 2368 _diffrn_reflns_reduction_process 'perpendicular monochr Lp' _diffrn_reflns_theta_max 67.46 _diffrn_reflns_theta_min 4.1 _diffrn_standards_decay_% none _diffrn_standards_interval_time 90 _diffrn_standards_number 2 _exptl_absorpt_coefficient_mu .941 _exptl_absorpt_correction_T_max .850 _exptl_absorpt_correction_T_min .760 _exptl_absorpt_correction_type \y-scan _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.45 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description 'rectangular prism' _exptl_crystal_F_000 264 _exptl_crystal_size_max .43 _exptl_crystal_size_mid .30 _exptl_crystal_size_min .17 _refine_diff_density_max .15 _refine_diff_density_min -.12 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 1.046 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 167 _refine_ls_number_reflns 1127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all .034 _refine_ls_R_factor_gt .034 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = k/[(a+b Fo)^2^(c+d(sin\q)/\l)]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all .043 _refine_ls_wR_factor_ref .043 _reflns_number_gt 1127 _reflns_number_total 1127 _reflns_threshold_expression I>0 _[local]_cod_data_source_file gd1120.cif _[local]_cod_data_source_block III _[local]_cod_cif_authors_sg_H-M 'P 21' _[local]_cod_cif_authors_sg_Hall 'P 2y1' _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '459-462' was changed to '460.5(15)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana The following automatic conversions were performed: '_chemical_melting_point' value '459-462' was changed to '460.5(15)' - the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2011804 loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z -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 _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 .1739(2) .45000 .5794(2) .0610(11) Uani ? ? 1.0 ? ? O2 .5544(3) .2745(6) .5685(2) .0632(12) Uani ? ? 1.0 ? ? O3 .40298(17) .3488(5) .83675(14) .0406(8) Uani ? ? 1.0 ? ? O4 .2845(2) .0107(5) .84334(16) .0489(9) Uani ? ? 1.0 ? ? O5 .2455(3) .1091(6) .51352(18) .0588(11) Uani ? ? 1.0 ? ? C1 .2890(3) .3421(7) .5331(2) .0506(13) Uani ? ? 1.0 ? ? C2 .4393(3) .3576(6) .6253(2) .0427(11) Uani ? ? 1.0 ? ? C3 .4423(3) .2134(7) .7409(2) .0417(11) Uani ? ? 1.0 ? ? C4 .3271(3) .0171(6) .7268(2) .0445(12) Uani ? ? 1.0 ? ? C5 .1901(3) .0595(7) .6228(2) .0509(14) Uani ? ? 1.0 ? ? C6 .1029(3) .2754(8) .6378(3) .0559(14) Uani ? ? 1.0 ? ? C7 .3703(3) .1849(6) .9202(2) .0414(11) Uani ? ? 1.0 ? ? C8 .2819(2) .2800(6) 1.0074(2) .0371(10) Uani ? ? 1.0 ? ? C9 .2712(3) .1490(7) 1.1094(2) .0470(12) Uani ? ? 1.0 ? ? C10 .1879(3) .2222(8) 1.1920(3) .0594(16) Uani ? ? 1.0 ? ? C11 .1161(4) .4318(8) 1.1733(3) .0618(17) Uani ? ? 1.0 ? ? C12 .1260(3) .5651(7) 1.0728(3) .0560(14) Uani ? ? 1.0 ? ? C13 .2101(3) .4903(7) .9895(2) .0447(12) Uani ? ? 1.0 ? ? H21 .597(5) .387(10) .529(4) .056(12) Uiso ? ? 1.0 ? ? H1 .29880 .41594 .44975 .06500 Uiso ? ? 1.0 ? ? H2 .46026 .52732 .65188 .05400 Uiso ? ? 1.0 ? ? H3 .54953 .14214 .76819 .05200 Uiso ? ? 1.0 ? ? H4 .37932 -.13346 .70852 .05700 Uiso ? ? 1.0 ? ? H5 .12224 -.08572 .60895 .06400 Uiso ? ? 1.0 ? ? H6a -.01030 .25796 .59385 .05500 Uiso ? ? 1.0 ? ? H6b .11135 .31293 .73112 .05500 Uiso ? ? 1.0 ? ? H7 .46905 .11657 .97369 .05000 Uiso ? ? 1.0 ? ? H9 .32553 -.00879 1.12346 .04700 Uiso ? ? 1.0 ? ? H10 .18014 .12221 1.26808 .06000 Uiso ? ? 1.0 ? ? H11 .05310 .48793 1.23521 .06300 Uiso ? ? 1.0 ? ? H12 .07204 .72141 1.05990 .05500 Uiso ? ? 1.0 ? ? H13 .21812 .59214 .91412 .04300 Uiso ? ? 1.0 ? ? 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 .0514(11) .0568(13) .0718(13) .0027(10) .0072(10) .0168(11) O2 .0709(12) .0567(14) .0759(13) .0031(11) .0456(11) .0015(11) O3 .0379(8) .0444(10) .0400(8) -.0074(8) .0098(6) -.0063(8) O4 .0692(11) .0357(9) .0449(9) -.0066(9) .0196(8) -.0007(8) O5 .0758(13) .0594(13) .0410(9) -.0193(11) .0124(9) -.0093(9) C1 .0622(16) .0476(16) .0417(12) -.0058(14) .0110(11) .0051(13) C2 .0472(12) .0362(13) .0481(12) -.0025(11) .0177(10) -.0022(11) C3 .0406(11) .0429(15) .0427(11) .0025(11) .0118(9) -.0019(12) C4 .0586(14) .0322(12) .0459(12) -.0005(11) .0182(10) -.0019(11) C5 .0618(16) .0466(17) .0441(13) -.0164(14) .0117(11) -.0075(12) C6 .0428(12) .068(2) .0525(14) -.0035(14) .0007(10) .0064(14) C7 .0382(10) .0456(14) .0383(11) .0053(10) .0040(9) .0023(11) C8 .0278(9) .0424(14) .0379(11) -.0003(10) .0005(7) -.0035(10) C9 .0430(12) .0543(17) .0413(12) .0055(12) .0042(9) .0043(12) C10 .0585(16) .076(2) .0446(13) .0011(17) .0133(11) .0035(15) C11 .0561(16) .075(2) .0569(16) .0052(16) .0177(13) -.0147(16) C12 .0419(13) .0547(18) .0690(17) .0086(13) .0070(11) -.0128(15) C13 .0392(11) .0413(15) .0501(13) .0015(11) .0024(9) -.0009(12) 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 C1 . . 1.412(4) ? O1 C6 . . 1.436(4) ? O2 H21 . . .92(5) ? O2 C2 . . 1.421(4) yes O3 C7 . . 1.407(4) ? O3 C3 . . 1.431(4) yes O4 C4 . . 1.426(3) ? O4 C7 . . 1.440(4) ? O5 C1 . . 1.422(5) ? O5 C5 . . 1.439(4) ? C1 H1 . . 1.039 ? C1 C2 . . 1.515(3) ? C2 H2 . . 1.040 ? C2 C3 . . 1.527(4) ? C3 H3 . . 1.042 ? C3 C4 . . 1.538(5) ? C4 H4 . . 1.041 ? C4 C5 . . 1.516(4) ? C5 H5 . . 1.041 ? C5 C6 . . 1.519(5) ? C6 H6b . . 1.041 ? C6 H6a . . 1.042 ? C7 H7 . . 1.039 ? C7 C8 . . 1.494(4) ? C8 C9 . . 1.384(4) ? C8 C13 . . 1.386(5) ? C9 H9 . . 1.042 ? C9 C10 . . 1.379(4) ? C10 H10 . . 1.040 ? C10 C11 . . 1.382(6) ? C11 H11 . . 1.039 ? C11 C12 . . 1.377(5) ? C12 H12 . . 1.032 ? C12 C13 . . 1.393(5) ? C13 H13 . . 1.040 ? loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C .017 .009 'International tables' H 0 0 'International tables' O .047 .032 'International tables' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 3 0 0 -3 0 0 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 C1 O1 C6 106.8(2) ? H21 O2 C2 113(3) ? C7 O3 C3 103.5(3) ? C4 O4 C7 107.1(2) ? C1 O5 C5 101.7(3) ? H1 C1 O1 110.7 ? H1 C1 O5 109.8 ? H1 C1 C2 109.2 ? O1 C1 O5 106.2(2) ? O1 C1 C2 111.1(2) ? O5 C1 C2 109.8(3) ? H2 C2 O2 110.2 ? H2 C2 C1 109.2 ? H2 C2 C3 108.8 ? O2 C2 C1 109.0(2) ? O2 C2 C3 107.7(3) yes C1 C2 C3 112.0(2) ? H3 C3 O3 112.3 ? H3 C3 C2 107.7 ? H3 C3 C4 107.7 ? O3 C3 C2 110.8(3) yes O3 C3 C4 102.2(2) yes C2 C3 C4 116.3(2) ? H4 C4 O4 112.4 ? H4 C4 C5 108.9 ? H4 C4 C3 108.7 ? O4 C4 C5 110.3(2) yes O4 C4 C3 104.1(2) yes C5 C4 C3 112.4(3) ? H5 C5 O5 110.3 ? H5 C5 C4 109.8 ? H5 C5 C6 112.8 ? O5 C5 C4 106.7(2) ? O5 C5 C6 102.3(3) ? C4 C5 C6 114.4(3) ? H6b C6 H6a 109.3 ? H6b C6 O1 110.8 ? H6b C6 C5 111.0 ? H6a C6 O1 110.9 ? H6a C6 C5 110.7 ? O1 C6 C5 104.1(2) ? H7 C7 O3 110.7 ? H7 C7 O4 110.5 ? H7 C7 C8 107.2 ? O3 C7 O4 105.1(2) ? O3 C7 C8 113.1(3) ? O4 C7 C8 110.2(2) ? C9 C8 C13 119.4(3) ? C9 C8 C7 117.8(3) ? C13 C8 C7 122.8(3) ? H9 C9 C10 119.2 ? H9 C9 C8 119.7 ? C10 C9 C8 121.1(3) ? H10 C10 C9 120.5 ? H10 C10 C11 120.3 ? C9 C10 C11 119.2(3) ? H11 C11 C12 119.9 ? H11 C11 C10 119.6 ? C12 C11 C10 120.6(3) ? H12 C12 C11 119.9 ? H12 C12 C13 120.1 ? C11 C12 C13 120.1(4) ? H13 C13 C8 120.5 ? H13 C13 C12 119.8 ? C8 C13 C12 119.7(3) ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 H6a H6b 1.698 . C2 H21 1.98(5) . O3 H7 2.023 . O5 H1 2.026 . O1 H1 2.027 . O2 H2 2.030 . O5 H5 2.048 . O4 H7 2.050 . O1 H6b 2.051 . O1 H6a 2.053 . C8 H7 2.057 . O4 H4 2.061 . O5 H21 2.06(5) 2_646 O3 H3 2.064 . C11 H12 2.092 . C2 H3 2.094 . C10 H9 2.095 . C12 H11 2.098 . C10 H11 2.099 . C5 H4 2.099 . C2 H1 2.101 . C1 H2 2.101 . C4 H3 2.104 . C8 H9 2.104 . C3 H2 2.1060 . C11 H10 2.107 . C9 H10 2.107 . C13 H12 2.108 . C4 H5 2.109 . C12 H13 2.112 . C8 H13 2.113 . C3 H4 2.116 . C5 H6a 2.124 . C5 H6b 2.127 . C6 H5 2.148 . H21 H2 2.20(5) . C1 C5 2.219(5) . C3 C7 2.228(4) . H3 H4 2.230 . H2 H4 2.252 1_565 O3 O4 2.260(4) . O1 O5 2.267(4) . C1 C6 2.287(5) . O5 C6 2.304(4) . C4 C7 2.306(4) . O3 C4 2.311(4) . H5 H6a 2.330 . O1 C5 2.331(4) . O4 C3 2.339(4) . O2 H3 2.350 . H4 H5 2.369 . O5 C4 2.372(3) . O2 C3 2.381(4) . C9 C11 2.381(5) . O2 C1 2.391(4) . C9 C13 2.392(5) . C10 C12 2.396(6) . C11 C13 2.400(5) . C8 C12 2.402(5) . O5 C2 2.403(4) . O4 C8 2.406(4) . C8 C10 2.407(4) . H11 H12 2.409 . O1 C2 2.415(3) . O4 C5 2.415(3) . H9 H10 2.416 . H10 H11 2.419 . O3 C8 2.421(3) . H5 H6a 2.426 2_546 H12 H13 2.427 . O3 C2 2.435(3) . H7 H9 2.439 . O3 H2 2.453 . C7 C9 2.465(4) . H1 H2 2.473 . O3 H13 2.495 . H6b H11 2.497 2_547 O4 H6b 2.505 . H3 H9 2.507 2_657 O2 H1 2.518 2_646 C1 C3 2.523(4) . C7 C13 2.530(5) . C3 C5 2.538(4) . O2 H1 2.540 . H3 H7 2.543 . O3 H9 2.550 2_657 C4 C6 2.552(4) . H6a H11 2.559 2_547 O1 H2 2.588 . C9 H7 2.594 . C3 H7 2.594 . C7 H3 2.601 . C2 C4 2.603(5) . H6b H13 2.613 . C4 H6b 2.624 . C7 H9 2.629 . H2 H3 2.6300 . H5 H11 2.631 2_547 O5 H4 2.641 . O5 H10 2.648 1_554 O3 H6b 2.658 . O3 H7 2.667 2_657 H21 H1 2.67(4) . O4 H13 2.679 1_545 H1 H10 2.680 1_554 H21 H4 2.69(5) 2_656 H5 H6b 2.707 . O4 H5 2.741 . C7 H13 2.748 . O2 H21 2.75(5) 2_646 H9 H12 2.752 1_545 C9 C12 2.755(5) . C8 C11 2.769(5) . C6 H11 2.775 2_547 C10 C13 2.778(5) . O1 H5 2.786 1_565 O1 H6a 2.803 2_556 H2 H9 2.803 2_657 O5 H6a 2.807 . C4 H7 2.809 . O5 C3 2.810(3) . O2 H2 2.811 2_646 O3 C13 2.817(4) . C3 H9 2.818 2_657 O4 H3 2.825 . C1 C4 2.827(5) . C1 H21 2.83(5) . H7 H13 2.843 2_647 C2 C5 2.855(5) . H21 H2 2.87(5) 2_646 C12 H12 2.874 2_547 C7 H6b 2.879 . H21 H1 2.90(6) 2_646 O2 O5 2.905(3) . H1 H11 2.905 1_554 O4 C6 2.936(4) . O2 O5 2.949(4) 2_656 C13 H7 2.950 2_657 C13 H12 2.954 2_547 C8 H7 2.972 2_657 C13 H6b 2.984 . C1 H6a 2.986 . C1 H21 2.99(6) 2_646 H21 H10 3.00(4) 2_657 C1 H6b 3.002 . O4 H11 3.003 2_547 C5 H21 3.00(5) 2_646 C7 H4 3.006 . H7 H7 3.009 2_647 H7 H7 3.009 2_657 O5 H6a 3.011 2_546 C5 H11 3.013 2_547 C7 H7 3.020 2_657 O1 C3 3.020(3) . C11 H12 3.021 2_547 O1 H5 3.023 2_556 C10 H1 3.024 1_556 O4 H9 3.039 . C3 H6b 3.044 . C12 H9 3.059 1_565 C3 C6 3.064(3) . C9 H12 3.064 1_545 O4 C9 3.080(3) . C2 H4 3.100 . C8 H6b 3.110 . C12 H3 3.113 2_657 H21 H3 3.12(5) . C5 H6a 3.127 2_546 O3 C6 3.130(3) . C2 C6 3.130(4) . C6 H5 3.133 2_556 C6 H1 3.135 . C1 H5 3.135 . C5 H1 3.135 . C11 H1 3.139 1_556 O3 H4 3.142 . C1 H10 3.151 1_554 C4 H21 3.15(5) 2_646 C8 H12 3.157 2_547 C3 H21 3.16(5) . O1 C4 3.161(3) . O5 H6b 3.164 . H6b H12 3.183 2_547 C13 H3 3.185 2_657 O1 O3 3.186(3) . O3 C5 3.188(4) . O1 H5 3.195 . C2 H4 3.197 1_565 C2 H9 3.203 2_657 O1 H4 3.205 1_565 H6a H10 3.210 2_557 C11 H3 3.210 2_657 H6b H10 3.211 2_557 H7 H9 3.215 2_657 H4 H7 3.215 . C2 H21 3.22(6) 2_646 O2 C1 3.224(5) 2_646 C10 H12 3.228 2_547 H21 H1 3.23(6) 2_656 H2 H10 3.240 2_657 C13 H7 3.246 . H1 H6a 3.248 2_556 C9 H2 3.251 2_647 O2 C2 3.254(4) 2_646 H21 H5 3.25(5) 2_656 H10 H12 3.279 1_545 H9 H13 3.2790 1_545 C4 H2 3.286 1_545 O5 H2 3.287 . O3 C1 3.287(3) . C9 H12 3.291 2_547 O2 H4 3.296 2_656 H1 H3 3.308 2_656 C1 H3 3.317 . C9 H11 3.321 . C11 H9 3.322 . C10 H12 3.328 . O3 H4 3.329 1_565 C13 H9 3.335 . C10 H12 3.337 1_545 C8 H12 3.337 . C12 H10 3.337 . C9 H13 3.338 . C11 H13 3.338 . O2 O2 3.339(4) 2_646 O2 O2 3.339(4) 2_656 C13 H11 3.340 . C5 H3 3.341 . C13 H9 3.344 1_565 C8 H10 3.348 . O2 C4 3.349(4) . H12 H12 3.353 2_547 H12 H12 3.353 2_557 O2 H10 3.359 2_657 C8 H3 3.361 2_657 C11 H6b 3.367 2_557 H4 H13 3.373 1_545 O4 C13 3.379(5) . O3 C9 3.381(4) 2_657 C10 H3 3.384 2_657 C1 H4 3.385 . C4 H2 3.391 . C4 H6a 3.399 . H21 H21 3.41(8) 2_656 H21 H21 3.41(8) 2_646 C3 H1 3.406 . C5 C7 3.411(4) . C7 H9 3.419 2_657 O2 H4 3.423 . C3 H5 3.430 . C6 H4 3.431 . C9 H3 3.438 2_657 C2 H6b 3.449 . C1 H21 3.46(6) 2_656 C10 H2 3.473 2_647 H12 H13 3.476 2_557 O5 H3 3.486 . C3 H21 3.50(5) 2_646 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O2 H21 O5 1_555 1_555 2_656 .91(6) 2.06(5) 2.950(4) 161(4) yes C1 H1 O2 1_555 1_555 2_656 1.04 2.52 3.224(5) 125 yes C9 H9 O3 1_555 1_555 2_647 1.04 2.55 3.381(4) 136 yes C3 H3 Cg 1_555 1_555 2_647 1.04 2.98 3.971(3) 160 yes C12 H12 Cg 1_555 1_555 2_557 1.04 2.76 3.539(3) 132 ? 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 C6 O1 C1 O5 25.2(3) ? C6 O1 C1 C2 -94.1(3) ? C6 O1 C1 H1 144.4 ? C1 O1 C6 C5 1.1(3) ? C1 O1 C6 H6a -118.0 ? C1 O1 C6 H6b 120.5 ? H21 O2 C2 C1 91(3) ? H21 O2 C2 C3 -148(3) ? H21 O2 C2 H2 -29(3) ? C7 O3 C3 C2 164.4(2) ? C7 O3 C3 C4 39.9(2) yes C7 O3 C3 H3 -75.2 ? C3 O3 C7 O4 -42.0(2) yes C3 O3 C7 C8 -162.3(2) ? C3 O3 C7 H7 77.3 ? C7 O4 C4 C3 -1.3(3) yes C7 O4 C4 C5 -122.1(3) ? C7 O4 C4 H4 116.2 ? C4 O4 C7 O3 26.4(3) yes C4 O4 C7 C8 148.6(2) ? C4 O4 C7 H7 -93.1 ? C5 O5 C1 O1 -42.1(3) ? C5 O5 C1 C2 78.1(3) ? C5 O5 C1 H1 -161.8 ? C1 O5 C5 C4 -79.5(3) ? C1 O5 C5 C6 41.0(3) ? C1 O5 C5 H5 161.3 ? O1 C1 C2 O2 -172.3(3) ? O1 C1 C2 C3 68.6(4) ? O1 C1 C2 H2 -52.0 ? O5 C1 C2 O2 70.5(3) ? O5 C1 C2 C3 -48.6(3) ? O5 C1 C2 H2 -169.2 ? H1 C1 C2 O2 -50.0 ? H1 C1 C2 C3 -169.1 ? H1 C1 C2 H2 70.4 ? O2 C2 C3 O3 146.1(2) ? O2 C2 C3 C4 -97.9(3) ? O2 C2 C3 H3 23.0 ? C1 C2 C3 O3 -94.1(3) ? C1 C2 C3 C4 21.9(4) ? C1 C2 C3 H3 142.8 ? H2 C2 C3 O3 26.7 ? H2 C2 C3 C4 142.7 ? H2 C2 C3 H3 -96.4 ? O3 C3 C4 O4 -23.5(3) yes O3 C3 C4 C5 95.9(3) ? O3 C3 C4 H4 -143.5 ? C2 C3 C4 O4 -144.2(3) ? C2 C3 C4 C5 -24.8(4) ? C2 C3 C4 H4 95.8 ? H3 C3 C4 O4 94.9 ? H3 C3 C4 C5 -145.7 ? H3 C3 C4 H4 -25.1 ? O4 C4 C5 O5 168.7(3) ? O4 C4 C5 C6 56.3(4) ? O4 C4 C5 H5 -71.7 ? C3 C4 C5 O5 53.0(4) ? C3 C4 C5 C6 -59.4(4) ? C3 C4 C5 H5 172.6 ? H4 C4 C5 O5 -67.5 ? H4 C4 C5 C6 -179.9 ? H4 C4 C5 H5 52.1 ? O5 C5 C6 O1 -26.3(3) ? O5 C5 C6 H6a 92.9 ? O5 C5 C6 H6b -145.5 ? C4 C5 C6 O1 88.8(3) ? C4 C5 C6 H6a -152.1 ? C4 C5 C6 H6b -30.5 ? H5 C5 C6 O1 -144.7 ? H5 C5 C6 H6a -25.6 ? H5 C5 C6 H6b 96.0 ? O3 C7 C8 C9 -166.5(2) ? O3 C7 C8 C13 14.2(3) ? O4 C7 C8 C9 76.2(3) ? O4 C7 C8 C13 -103.1(3) ? H7 C7 C8 C9 -44.2 ? H7 C7 C8 C13 136.5 ? C7 C8 C9 C10 -178.1(3) ? C7 C8 C9 H9 1.0 ? C13 C8 C9 C10 1.3(4) ? C13 C8 C9 H9 -179.7 ? C7 C8 C13 C12 178.2(2) ? C7 C8 C13 H13 -1.6 ? C9 C8 C13 C12 -1.1(4) ? C9 C8 C13 H13 179.1 ? C8 C9 C10 C11 -1.1(5) ? C8 C9 C10 H10 179.7 ? H9 C9 C10 C11 179.9 ? H9 C9 C10 H10 .7 ? C9 C10 C11 C12 .7(5) ? C9 C10 C11 H11 180.0 ? H10 C10 C11 C12 180.0 ? H10 C10 C11 H11 -.7 ? C10 C11 C12 C13 -.6(5) ? C10 C11 C12 H12 -179.9 ? H11 C11 C12 C13 -179.9 ? H11 C11 C12 H12 .8 ? C11 C12 C13 C8 .8(4) ? C11 C12 C13 H13 -179.4 ? H12 C12 C13 C8 -179.9 ? H12 C12 C13 H13 -.1 ? _cod_database_fobs_code 2011804