#------------------------------------------------------------------------------ #$Date: 2015-01-23 14:30:19 +0200 (Fri, 23 Jan 2015) $ #$Revision: 130086 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/39/2013930.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_2013930 loop_ _publ_author_name 'Johansson, Magnus J.' 'Bergh, Anders' 'Larsson, Krister' _publ_section_title ;Methyl 2,6-di-O-benzyl-3,4-O-phenylphosphinediyl-\b-D-galactopyranoside(P---B)borane with chirality on the P atom ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o312 _journal_page_last o314 _journal_paper_doi 10.1107/S0108270104004287 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac 'C27 H32 B1 O6 P1' _chemical_formula_moiety 'C27 H32 B1 O6 P1' _chemical_formula_sum 'C27 H32 B O6 P' _chemical_formula_weight 494.324 _chemical_name_systematic ; Methyl 2,6-di-O-benzyl-3,4-O-phenylphosphinediyl-\b-D-galactopyranoside (P---B)borane ; _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' _audit_creation_method 'WinGX routine CIF_UPDATE' _cell_angle_alpha 90 _cell_angle_beta 96.63(2) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 10.7567(19) _cell_length_b 9.800(9) _cell_length_c 12.926(4) _cell_measurement_reflns_used 19 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 15.295 _cell_measurement_theta_min 11.125 _cell_volume 1353.5(13) _computing_cell_refinement 'CAD-4 EXPRESS' _computing_data_collection 'CAD-4 EXPRESS (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf-Nonius CAD-4' _diffrn_measurement_method 'non-profiled \w/2\q' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.142 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 5762 _diffrn_reflns_theta_full 26.99 _diffrn_reflns_theta_max 26.99 _diffrn_reflns_theta_min 2.33 _diffrn_standards_decay_% 0 _diffrn_standards_interval_time 120 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.139 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.213 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description rod _exptl_crystal_F_000 524 _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.258 _refine_diff_density_min -0.224 _refine_ls_abs_structure_details '(Flack, 1983)' _refine_ls_abs_structure_Flack 0.0(4) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 319 _refine_ls_number_reflns 3105 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.043 _refine_ls_R_factor_gt 0.0482 _refine_ls_shift/su_max 0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0668P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.1435 _reflns_number_gt 1621 _reflns_number_total 3105 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file bm1560.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21' _[local]_cod_chemical_formula_sum_orig 'C27 H32 B1 O6 P1' _cod_depositor_comments ; The following automatic conversions were performed: '_geom_torsion_publ_flag' value 'Yes' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. '_geom_hbond_publ_flag' value 'Yes' changed to 'yes' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29 (4 times). Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_cell_volume 1353.6(13) _cod_database_code 2013930 _cod_database_fobs_code 2013930 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, 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_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.5235(4) 0.2634(5) -0.1040(3) 0.0570(10) Uani d . 1 . . C H1 0.5577 0.3515 -0.1228 0.068 Uiso calc R 1 . . H C2 0.3968(4) 0.2826(4) -0.0643(3) 0.0554(10) Uani d . 1 . . C H2 0.3590 0.1933 -0.0544 0.067 Uiso calc R 1 . . H C3 0.4123(4) 0.3596(4) 0.0381(3) 0.0578(10) Uani d . 1 . . C H3 0.4206 0.4574 0.0246 0.069 Uiso calc R 1 . . H C4 0.5218(4) 0.3120(4) 0.1138(3) 0.0530(9) Uani d . 1 . . C H4 0.5419 0.3811 0.1680 0.064 Uiso calc R 1 . . H C5 0.6372(3) 0.2779(4) 0.0630(3) 0.0520(9) Uani d . 1 . . C H5 0.6756 0.3632 0.0431 0.062 Uiso calc R 1 . . H C6 0.7324(4) 0.1990(5) 0.1326(3) 0.0586(10) Uani d . 1 . . C H6A 0.7013 0.1080 0.1440 0.070 Uiso calc R 1 . . H H6B 0.8092 0.1908 0.1004 0.070 Uiso calc R 1 . . H C7 0.6079(5) 0.1774(7) -0.2531(4) 0.0905(18) Uani d . 1 . . C H7A 0.5836 0.1293 -0.3168 0.136 Uiso calc R 1 . . H H7B 0.6790 0.1331 -0.2156 0.136 Uiso calc R 1 . . H H7C 0.6295 0.2697 -0.2685 0.136 Uiso calc R 1 . . H C8 0.2375(4) 0.2849(6) -0.2106(3) 0.0730(13) Uani d . 1 . . C H8A 0.2875 0.2161 -0.2404 0.088 Uiso calc R 1 . . H H8B 0.2042 0.3456 -0.2663 0.088 Uiso calc R 1 . . H C9 0.1311(4) 0.2167(5) -0.1664(3) 0.0584(10) Uani d . 1 . . C C10 0.1219(5) 0.0742(6) -0.1658(4) 0.0753(14) Uani d . 1 . . C H10 0.1835 0.0211 -0.1908 0.090 Uiso calc R 1 . . H C11 0.0203(6) 0.0128(5) -0.1277(5) 0.0909(17) Uani d . 1 . . C H11 0.0142 -0.0819 -0.1282 0.109 Uiso calc R 1 . . H C12 -0.0704(6) 0.0876(6) -0.0899(5) 0.0863(16) Uani d . 1 . . C H12 -0.1384 0.0450 -0.0651 0.104 Uiso calc R 1 . . H C13 -0.0603(5) 0.2288(7) -0.0886(4) 0.0796(14) Uani d . 1 . . C H13 -0.1210 0.2821 -0.0624 0.096 Uiso calc R 1 . . H C14 0.0395(5) 0.2882(5) -0.1263(4) 0.0717(13) Uani d . 1 . . C H14 0.0455 0.3829 -0.1245 0.086 Uiso calc R 1 . . H C15 0.8442(5) 0.2024(7) 0.2977(4) 0.0887(15) Uani d . 1 . . C H15A 0.9247 0.2048 0.2707 0.106 Uiso calc R 1 . . H H15B 0.8202 0.1076 0.3036 0.106 Uiso calc R 1 . . H C16 0.8561(5) 0.2681(7) 0.4039(4) 0.0737(13) Uani d . 1 . . C C17 0.9284(6) 0.2069(10) 0.4829(5) 0.113(2) Uani d . 1 . . C H17 0.9708 0.1272 0.4698 0.135 Uiso calc R 1 . . H C18 0.9407(9) 0.2585(13) 0.5806(6) 0.144(4) Uani d . 1 . . C H18 0.9897 0.2130 0.6337 0.172 Uiso calc R 1 . . H C19 0.8824(8) 0.3755(13) 0.6015(6) 0.128(3) Uani d . 1 . . C H19 0.8928 0.4125 0.6682 0.154 Uiso calc R 1 . . H C20 0.8098(8) 0.4370(11) 0.5251(7) 0.128(3) Uani d . 1 . . C H20 0.7683 0.5168 0.5394 0.153 Uiso calc R 1 . . H C21 0.7943(6) 0.3845(8) 0.4239(5) 0.103(2) Uani d . 1 . . C H21 0.7429 0.4283 0.3714 0.124 Uiso calc R 1 . . H C22 0.3378(5) 0.2915(5) 0.3037(4) 0.0740(13) Uani d . 1 . . C C23 0.4468(6) 0.2963(10) 0.3691(4) 0.116(3) Uani d . 1 . . C H23 0.5199 0.2629 0.3463 0.139 Uiso calc R 1 . . H C24 0.4513(8) 0.3507(14) 0.4703(5) 0.154(4) Uani d . 1 . . C H24 0.5262 0.3542 0.5140 0.185 Uiso calc R 1 . . H C25 0.3456(11) 0.3970(15) 0.5022(7) 0.164(5) Uani d . 1 . . C H25 0.3468 0.4314 0.5693 0.197 Uiso calc R 1 . . H C26 0.2362(11) 0.3948(11) 0.4383(8) 0.152(4) Uani d . 1 . . C H26 0.1634 0.4289 0.4612 0.182 Uiso calc R 1 . . H C27 0.2335(6) 0.3416(9) 0.3389(5) 0.110(2) Uani d . 1 . . C H27 0.1583 0.3403 0.2954 0.133 Uiso calc R 1 . . H O1 0.5062(3) 0.1777(3) -0.1908(2) 0.0698(9) Uani d . 1 . . O O2 0.3157(3) 0.3610(3) -0.1351(2) 0.0676(8) Uani d . 1 . . O O3 0.3036(3) 0.3364(3) 0.0936(2) 0.0656(8) Uani d . 1 . . O O4 0.4739(3) 0.1896(3) 0.1592(2) 0.0590(7) Uani d . 1 . . O O5 0.6075(2) 0.1969(3) -0.0281(2) 0.0553(7) Uani d . 1 . . O O6 0.7558(3) 0.2689(3) 0.2285(2) 0.0643(8) Uani d . 1 . . O P1 0.33112(10) 0.21660(13) 0.17683(10) 0.0638(3) Uani d . 1 . . P B1 0.2263(6) 0.0669(7) 0.1569(6) 0.090(2) Uani d . 1 . . B HA 0.1425 0.0935 0.1665 0.135 Uiso calc R 1 . . H HB 0.2542 -0.0029 0.2063 0.135 Uiso calc R 1 . . H HC 0.2277 0.0325 0.0875 0.135 Uiso calc R 1 . . H 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 C1 0.066(2) 0.0489(19) 0.056(2) -0.008(2) 0.0065(19) -0.002(2) C2 0.058(2) 0.0422(18) 0.064(2) 0.001(2) 0.0016(18) 0.010(2) C3 0.065(2) 0.045(2) 0.064(3) 0.006(2) 0.009(2) 0.006(2) C4 0.064(2) 0.0415(18) 0.054(2) -0.0044(19) 0.0064(19) 0.0002(19) C5 0.056(2) 0.0448(18) 0.055(2) -0.006(2) 0.0053(17) -0.004(2) C6 0.060(2) 0.056(2) 0.060(2) 0.003(2) 0.0076(18) -0.003(2) C7 0.092(3) 0.109(5) 0.072(3) -0.005(4) 0.018(3) -0.014(4) C8 0.068(3) 0.087(3) 0.061(3) -0.002(3) -0.005(2) 0.007(3) C9 0.059(2) 0.059(2) 0.054(2) 0.004(3) -0.0057(18) 0.000(2) C10 0.082(3) 0.062(3) 0.079(3) 0.018(3) -0.003(3) -0.004(3) C11 0.109(4) 0.053(3) 0.105(4) -0.014(3) -0.010(4) 0.006(3) C12 0.079(3) 0.073(3) 0.106(4) -0.020(3) 0.007(3) -0.001(3) C13 0.069(3) 0.085(3) 0.086(3) 0.006(3) 0.017(3) -0.001(3) C14 0.081(3) 0.056(3) 0.078(3) -0.002(3) 0.009(3) -0.006(3) C15 0.093(3) 0.091(4) 0.076(3) 0.020(4) -0.016(2) 0.004(4) C16 0.077(3) 0.084(3) 0.058(3) -0.009(3) 0.000(2) -0.001(3) C17 0.126(5) 0.116(5) 0.087(4) -0.001(6) -0.029(3) 0.007(5) C18 0.176(8) 0.172(10) 0.071(4) -0.026(8) -0.040(4) 0.003(6) C19 0.143(7) 0.175(9) 0.066(4) -0.036(8) 0.009(4) -0.027(6) C20 0.133(6) 0.144(7) 0.108(5) -0.016(6) 0.022(5) -0.044(6) C21 0.112(5) 0.111(5) 0.087(4) 0.012(5) 0.009(3) -0.017(4) C22 0.076(3) 0.070(3) 0.080(3) 0.003(3) 0.025(3) 0.010(3) C23 0.110(4) 0.166(8) 0.074(3) 0.021(6) 0.020(3) 0.003(5) C24 0.151(7) 0.233(12) 0.080(4) -0.012(9) 0.022(4) -0.010(7) C25 0.178(8) 0.227(13) 0.097(5) -0.037(10) 0.058(6) -0.043(8) C26 0.164(8) 0.161(9) 0.147(7) 0.009(8) 0.087(7) -0.041(8) C27 0.104(4) 0.122(5) 0.112(4) -0.001(5) 0.042(4) -0.018(5) O1 0.0709(17) 0.076(2) 0.0624(17) -0.0056(18) 0.0049(14) -0.0139(18) O2 0.0684(18) 0.0516(16) 0.079(2) -0.0038(17) -0.0066(15) 0.0105(17) O3 0.0620(16) 0.0646(17) 0.0717(18) 0.0172(16) 0.0145(14) 0.0099(17) O4 0.0605(15) 0.0494(15) 0.0691(17) 0.0049(15) 0.0167(13) 0.0117(15) O5 0.0581(14) 0.0505(15) 0.0570(15) -0.0012(15) 0.0056(12) -0.0036(15) O6 0.0709(17) 0.0566(15) 0.0622(17) 0.0000(17) -0.0060(14) -0.0046(16) P1 0.0609(6) 0.0591(6) 0.0745(7) 0.0037(6) 0.0204(5) 0.0064(7) B1 0.078(4) 0.072(3) 0.124(5) -0.013(4) 0.033(4) 0.001(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 O1 C1 O5 107.2(3) ? O1 C1 C2 107.7(3) ? O5 C1 C2 110.4(3) ? O1 C1 H1 110.5 ? O5 C1 H1 110.5 ? C2 C1 H1 110.5 ? O2 C2 C3 107.0(3) ? O2 C2 C1 111.0(3) ? C3 C2 C1 110.1(3) ? O2 C2 H2 109.6 ? C3 C2 H2 109.6 ? C1 C2 H2 109.6 ? O3 C3 C2 109.8(3) ? O3 C3 C4 104.0(3) ? C2 C3 C4 114.2(3) ? O3 C3 H3 109.6 ? C2 C3 H3 109.6 ? C4 C3 H3 109.6 ? O4 C4 C5 109.9(3) ? O4 C4 C3 103.2(3) ? C5 C4 C3 113.9(3) ? O4 C4 H4 109.9 ? C5 C4 H4 109.9 ? C3 C4 H4 109.9 ? O5 C5 C6 106.3(3) ? O5 C5 C4 111.5(3) ? C6 C5 C4 113.2(3) ? O5 C5 H5 108.6 ? C6 C5 H5 108.6 ? C4 C5 H5 108.6 ? O6 C6 C5 108.4(3) ? O6 C6 H6A 110.0 ? C5 C6 H6A 110.0 ? O6 C6 H6B 110.0 ? C5 C6 H6B 110.0 ? H6A C6 H6B 108.4 ? O1 C7 H7A 109.5 ? O1 C7 H7B 109.5 ? H7A C7 H7B 109.5 ? O1 C7 H7C 109.5 ? H7A C7 H7C 109.5 ? H7B C7 H7C 109.5 ? O2 C8 C9 113.0(3) ? O2 C8 H8A 109.0 ? C9 C8 H8A 109.0 ? O2 C8 H8B 109.0 ? C9 C8 H8B 109.0 ? H8A C8 H8B 107.8 ? C14 C9 C10 117.2(5) ? C14 C9 C8 122.4(5) ? C10 C9 C8 120.5(5) ? C11 C10 C9 119.7(5) ? C11 C10 H10 120.2 ? C9 C10 H10 120.2 ? C12 C11 C10 121.5(5) ? C12 C11 H11 119.3 ? C10 C11 H11 119.3 ? C11 C12 C13 119.0(5) ? C11 C12 H12 120.5 ? C13 C12 H12 120.5 ? C14 C13 C12 119.1(5) ? C14 C13 H13 120.4 ? C12 C13 H13 120.4 ? C9 C14 C13 123.6(5) ? C9 C14 H14 118.2 ? C13 C14 H14 118.2 ? O6 C15 C16 111.4(5) ? O6 C15 H15A 109.3 ? C16 C15 H15A 109.3 ? O6 C15 H15B 109.3 ? C16 C15 H15B 109.3 ? H15A C15 H15B 108.0 ? C17 C16 C21 118.7(6) ? C17 C16 C15 118.7(6) ? C21 C16 C15 122.6(5) ? C16 C17 C18 121.8(9) ? C16 C17 H17 119.1 ? C18 C17 H17 119.1 ? C17 C18 C19 120.4(9) ? C17 C18 H18 119.8 ? C19 C18 H18 119.8 ? C20 C19 C18 118.9(8) ? C20 C19 H19 120.6 ? C18 C19 H19 120.6 ? C19 C20 C21 121.6(9) ? C19 C20 H20 119.2 ? C21 C20 H20 119.2 ? C16 C21 C20 118.6(7) ? C16 C21 H21 120.7 ? C20 C21 H21 120.7 ? C27 C22 C23 117.8(6) ? C27 C22 P1 120.7(5) ? C23 C22 P1 121.5(4) ? C22 C23 C24 121.5(7) ? C22 C23 H23 119.2 ? C24 C23 H23 119.2 ? C25 C24 C23 118.5(8) ? C25 C24 H24 120.8 ? C23 C24 H24 120.8 ? C24 C25 C26 121.2(8) ? C24 C25 H25 119.4 ? C26 C25 H25 119.4 ? C25 C26 C27 119.6(8) ? C25 C26 H26 120.2 ? C27 C26 H26 120.2 ? C22 C27 C26 121.4(7) ? C22 C27 H27 119.3 ? C26 C27 H27 119.3 ? C1 O1 C7 114.4(4) ? C2 O2 C8 115.5(4) ? C3 O3 P1 110.4(2) y C4 O4 P1 108.1(2) y C1 O5 C5 112.4(3) ? C15 O6 C6 112.1(4) ? O3 P1 O4 97.59(14) y O3 P1 C22 107.5(2) y O4 P1 C22 105.1(2) y O3 P1 B1 115.2(3) y O4 P1 B1 115.4(2) y C22 P1 B1 114.3(3) y P1 B1 HA 109.5 ? P1 B1 HB 109.5 ? HA B1 HB 109.5 ? P1 B1 HC 109.5 ? HA B1 HC 109.5 ? HB B1 HC 109.5 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 O1 . 1.396(5) ? C1 O5 . 1.414(5) ? C1 C2 . 1.522(5) ? C1 H1 . 0.9800 ? C2 O2 . 1.415(5) ? C2 C3 . 1.516(6) ? C2 H2 . 0.9800 ? C3 O3 . 1.458(4) ? C3 C4 . 1.516(6) ? C3 H3 . 0.9800 ? C4 O4 . 1.457(4) ? C4 C5 . 1.507(5) ? C4 H4 . 0.9800 ? C5 O5 . 1.426(5) ? C5 C6 . 1.498(6) ? C5 H5 . 0.9800 ? C6 O6 . 1.414(5) ? C6 H6A . 0.9700 ? C6 H6B . 0.9700 ? C7 O1 . 1.431(5) ? C7 H7A . 0.9600 ? C7 H7B . 0.9600 ? C7 H7C . 0.9600 ? C8 O2 . 1.424(6) ? C8 C9 . 1.494(6) ? C8 H8A . 0.9700 ? C8 H8B . 0.9700 ? C9 C14 . 1.360(6) ? C9 C10 . 1.399(7) ? C10 C11 . 1.387(8) ? C10 H10 . 0.9300 ? C11 C12 . 1.357(8) ? C11 H11 . 0.9300 ? C12 C13 . 1.388(9) ? C12 H12 . 0.9300 ? C13 C14 . 1.360(7) ? C13 H13 . 0.9300 ? C14 H14 . 0.9300 ? C15 O6 . 1.390(6) ? C15 C16 . 1.509(7) ? C15 H15A . 0.9700 ? C15 H15B . 0.9700 ? C16 C17 . 1.350(8) ? C16 C21 . 1.360(9) ? C17 C18 . 1.352(10) ? C17 H17 . 0.9300 ? C18 C19 . 1.349(14) ? C18 H18 . 0.9300 ? C19 C20 . 1.331(12) ? C19 H19 . 0.9300 ? C20 C21 . 1.397(9) ? C20 H20 . 0.9300 ? C21 H21 . 0.9300 ? C22 C27 . 1.351(7) ? C22 C23 . 1.365(8) ? C22 P1 . 1.790(5) y C23 C24 . 1.409(10) ? C23 H23 . 0.9300 ? C24 C25 . 1.332(12) ? C24 H24 . 0.9300 ? C25 C26 . 1.358(12) ? C25 H25 . 0.9300 ? C26 C27 . 1.384(11) ? C26 H26 . 0.9300 ? C27 H27 . 0.9300 ? O3 P1 . 1.597(3) y O4 P1 . 1.600(3) y P1 B1 . 1.851(6) y B1 HA . 0.9600 ? B1 HB . 0.9600 ? B1 HC . 0.9600 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _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 C3 H3 O5 2_655 0.98 2.37 3.314(6) 162 yes C6 H6A O2 2_645 0.97 2.43 3.352(6) 159 yes C18 H18 C9 1_656 0.93 2.84 3.675(8) 150 yes C12 H12 O3 2_545 0.93 2.71 3.510(6) 145 yes 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 O3 C3 C4 O4 40.0(2) yes