# Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Mysore Shashidhar' _publ_contact_author_email MS.SHASHIDHAR@NCL.RES.IN _publ_section_title ; Crystal-to-Crystal Thermal Phase Transition Amongst Dimorphs of Hexa-O-p-toluoyl-myo-inositol Conserving Two-Dimensional Isostructurality ; loop_ _publ_author_name 'Mysore Shashidhar' 'Mohan M Bhadbhade' 'Rajesh G Gonnade' # Attachment 'Form_I.cif' data_Form_I _database_code_depnum_ccdc_archive 'CCDC 728978' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'Hexa-O-toluoyl-myo-inositol' ; _chemical_name_common Hexa-O-toluoyl-myo-inositol _chemical_melting_point ? _chemical_formula_moiety 'C54 H48 O12' _chemical_formula_sum 'C54 H48 O12' _chemical_formula_weight 888.92 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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.150(8) _cell_length_b 14.363(7) _cell_length_c 16.451(11) _cell_angle_alpha 99.374(15) _cell_angle_beta 106.419(12) _cell_angle_gamma 111.167(14) _cell_volume 2453(3) _cell_formula_units_Z 2 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 3349 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 20.84 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.59 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.204 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 0.085 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9516 _exptl_absorpt_correction_T_max 0.9924 _exptl_absorpt_process_details 'bruker sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX' _diffrn_measurement_method 'Phi and Omega Scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23496 _diffrn_reflns_av_R_equivalents 0.0627 _diffrn_reflns_av_sigmaI/netI 0.0746 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8569 _reflns_number_gt 4648 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2003)' _computing_cell_refinement 'SAINT (Bruker, 2003)' _computing_data_reduction 'SAINT (Bruker, 2003)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXTL (Bruker, 2003)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1242P)^2^+0.1278P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8569 _refine_ls_number_parameters 601 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1427 _refine_ls_R_factor_gt 0.0793 _refine_ls_wR_factor_ref 0.2366 _refine_ls_wR_factor_gt 0.1982 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _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 _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.3749(2) -0.00142(18) 0.24882(15) 0.0632(6) Uani 1 1 d . . . O2 O 0.3990(2) 0.20162(16) 0.24260(14) 0.0573(6) Uani 1 1 d . . . O3 O 0.5917(2) 0.32564(17) 0.19467(15) 0.0608(6) Uani 1 1 d . . . O4 O 0.4847(2) 0.21642(16) 0.01039(14) 0.0603(6) Uani 1 1 d . . . O5 O 0.2590(2) 0.03621(16) -0.04150(14) 0.0573(6) Uani 1 1 d . . . O6 O 0.2648(2) -0.09705(17) 0.06464(15) 0.0641(6) Uani 1 1 d . . . O7 O 0.5641(3) 0.0027(2) 0.32134(18) 0.0873(8) Uani 1 1 d . . . O8 O 0.5408(3) 0.3094(2) 0.37582(17) 0.0887(9) Uani 1 1 d . . . O9 O 0.7628(3) 0.3346(2) 0.3013(2) 0.0908(9) Uani 1 1 d . . . O10 O 0.4254(3) 0.3469(2) 0.02496(19) 0.0891(9) Uani 1 1 d . . . O11 O 0.3400(2) -0.0402(2) -0.12333(16) 0.0783(7) Uani 1 1 d . . . O12 O 0.0776(3) -0.1207(3) 0.0719(3) 0.1362(14) Uani 1 1 d . . . C1 C 0.4261(3) 0.0481(3) 0.1909(2) 0.0585(9) Uani 1 1 d . . . H1 H 0.4880 0.0233 0.1811 0.070 Uiso 1 1 calc R . . C2 C 0.4920(3) 0.1654(2) 0.2296(2) 0.0547(8) Uani 1 1 d . . . H2 H 0.5622 0.1858 0.2861 0.066 Uiso 1 1 calc R . . C3 C 0.5410(3) 0.2144(2) 0.1642(2) 0.0534(8) Uani 1 1 d . . . H3 H 0.6072 0.1941 0.1565 0.064 Uiso 1 1 calc R . . C4 C 0.4344(3) 0.1800(2) 0.0750(2) 0.0535(8) Uani 1 1 d . . . H4 H 0.3737 0.2081 0.0812 0.064 Uiso 1 1 calc R . . C5 C 0.3666(3) 0.0630(2) 0.0382(2) 0.0520(8) Uani 1 1 d . . . H5 H 0.4243 0.0355 0.0243 0.062 Uiso 1 1 calc R . . C6 C 0.3164(3) 0.0134(2) 0.1028(2) 0.0553(8) Uani 1 1 d . . . H6 H 0.2505 0.0335 0.1113 0.066 Uiso 1 1 calc R . . C7 C 0.4529(4) -0.0260(3) 0.3090(2) 0.0628(9) Uani 1 1 d . . . C8 C 0.3875(4) -0.0902(3) 0.3567(2) 0.0604(9) Uani 1 1 d . . . C9 C 0.2575(4) -0.1331(3) 0.3315(3) 0.0777(11) Uani 1 1 d . . . H9 H 0.2079 -0.1219 0.2830 0.093 Uiso 1 1 calc R . . C10 C 0.2008(4) -0.1935(4) 0.3792(3) 0.0924(13) Uani 1 1 d . . . H10 H 0.1128 -0.2231 0.3618 0.111 Uiso 1 1 calc R . . C11 C 0.2723(5) -0.2100(3) 0.4516(3) 0.0824(12) Uani 1 1 d . . . C12 C 0.4024(5) -0.1694(3) 0.4748(3) 0.0845(12) Uani 1 1 d . . . H12 H 0.4517 -0.1823 0.5222 0.101 Uiso 1 1 calc R . . C13 C 0.4586(4) -0.1101(3) 0.4283(3) 0.0782(11) Uani 1 1 d . . . H13 H 0.5465 -0.0825 0.4449 0.094 Uiso 1 1 calc R . . C14 C 0.4374(4) 0.2772(3) 0.3195(2) 0.0573(8) Uani 1 1 d . . . C15 C 0.3381(3) 0.3109(3) 0.3239(2) 0.0571(8) Uani 1 1 d . . . C16 C 0.2289(3) 0.2848(3) 0.2539(3) 0.0652(9) Uani 1 1 d . . . H16 H 0.2143 0.2437 0.1986 0.078 Uiso 1 1 calc R . . C17 C 0.1388(4) 0.3196(3) 0.2649(3) 0.0838(12) Uani 1 1 d . . . H17 H 0.0635 0.3002 0.2175 0.101 Uiso 1 1 calc R . . C18 C 0.1626(4) 0.3837(3) 0.3475(3) 0.0835(12) Uani 1 1 d . . . C19 C 0.2715(5) 0.4099(3) 0.4162(3) 0.0842(12) Uani 1 1 d . . . H19 H 0.2866 0.4523 0.4710 0.101 Uiso 1 1 calc R . . C20 C 0.3612(4) 0.3753(3) 0.4071(2) 0.0722(10) Uani 1 1 d . . . H20 H 0.4356 0.3942 0.4552 0.087 Uiso 1 1 calc R . . C21 C 0.7057(4) 0.3775(3) 0.2631(3) 0.0723(10) Uani 1 1 d . . . C22 C 0.7462(3) 0.4930(3) 0.2848(3) 0.0743(11) Uani 1 1 d . . . C23 C 0.7103(5) 0.5377(4) 0.2231(3) 0.1045(15) Uani 1 1 d . . . H23 H 0.6564 0.4961 0.1655 0.125 Uiso 1 1 calc R . . C24 C 0.7533(5) 0.6464(4) 0.2445(4) 0.1220(19) Uani 1 1 d . . . H24 H 0.7306 0.6759 0.1999 0.146 Uiso 1 1 calc R . . C25 C 0.8259(4) 0.7089(3) 0.3270(4) 0.0941(14) Uani 1 1 d . . . C26 C 0.8618(5) 0.6599(4) 0.3896(4) 0.1176(18) Uani 1 1 d . . . H26 H 0.9125 0.7012 0.4478 0.141 Uiso 1 1 calc R . . C27 C 0.8265(4) 0.5547(4) 0.3701(3) 0.0946(14) Uani 1 1 d . . . H27 H 0.8558 0.5255 0.4131 0.113 Uiso 1 1 calc R . . C28 C 0.4693(3) 0.2984(3) -0.0115(2) 0.0636(9) Uani 1 1 d . . . C29 C 0.5098(3) 0.3207(3) -0.0851(2) 0.0632(9) Uani 1 1 d . . . C30 C 0.5004(5) 0.2439(3) -0.1518(3) 0.0927(14) Uani 1 1 d . . . H30 H 0.4777 0.1761 -0.1477 0.111 Uiso 1 1 calc R . . C31 C 0.5244(6) 0.2664(4) -0.2247(3) 0.129(2) Uani 1 1 d . . . H31 H 0.5140 0.2130 -0.2707 0.155 Uiso 1 1 calc R . . C32 C 0.5633(6) 0.3665(4) -0.2308(3) 0.1124(17) Uani 1 1 d . . . C33 C 0.5763(5) 0.4435(3) -0.1632(4) 0.1018(15) Uani 1 1 d . . . H33 H 0.6035 0.5119 -0.1658 0.122 Uiso 1 1 calc R . . C34 C 0.5494(4) 0.4203(3) -0.0913(3) 0.0842(12) Uani 1 1 d . . . H34 H 0.5584 0.4735 -0.0458 0.101 Uiso 1 1 calc R . . C35 C 0.2552(4) -0.0158(3) -0.1199(2) 0.0585(9) Uani 1 1 d . . . C36 C 0.1406(3) -0.0361(2) -0.1945(2) 0.0588(9) Uani 1 1 d . . . C37 C 0.1265(4) -0.0828(3) -0.2802(2) 0.0770(11) Uani 1 1 d . . . H37 H 0.1895 -0.1003 -0.2894 0.092 Uiso 1 1 calc R . . C38 C 0.0206(5) -0.1031(3) -0.3510(3) 0.0872(12) Uani 1 1 d . . . H38 H 0.0135 -0.1342 -0.4076 0.105 Uiso 1 1 calc R . . C39 C -0.0766(4) -0.0789(3) -0.3415(3) 0.0748(11) Uani 1 1 d . . . C40 C -0.0625(4) -0.0335(3) -0.2563(3) 0.0750(10) Uani 1 1 d . . . H40 H -0.1264 -0.0169 -0.2477 0.090 Uiso 1 1 calc R . . C41 C 0.0430(3) -0.0119(3) -0.1837(2) 0.0642(9) Uani 1 1 d . . . H41 H 0.0494 0.0189 -0.1273 0.077 Uiso 1 1 calc R . . C42 C 0.1418(4) -0.1557(3) 0.0466(3) 0.0818(11) Uani 1 1 d . . . C43 C 0.0989(4) -0.2654(3) -0.0079(3) 0.0844(12) Uani 1 1 d . . . C44 C -0.0244(5) -0.3359(4) -0.0277(4) 0.1226(18) Uani 1 1 d . . . H44 H -0.0786 -0.3159 -0.0070 0.147 Uiso 1 1 calc R . . C45 C -0.0674(6) -0.4410(4) -0.0811(4) 0.1241(19) Uani 1 1 d . . . H45 H -0.1495 -0.4907 -0.0944 0.149 Uiso 1 1 calc R . . C46 C 0.0153(8) -0.4679(5) -0.1128(4) 0.1274(19) Uani 1 1 d . . . C47 C 0.1336(6) -0.3970(4) -0.0921(4) 0.1250(19) Uani 1 1 d . . . H47 H 0.1880 -0.4166 -0.1130 0.150 Uiso 1 1 calc R . . C48 C 0.1781(5) -0.2961(4) -0.0409(3) 0.1028(15) Uani 1 1 d . . . H48 H 0.2610 -0.2482 -0.0282 0.123 Uiso 1 1 calc R . . C49 C 0.2081(5) -0.2728(5) 0.5050(4) 0.1279(19) Uani 1 1 d . . . H49A H 0.2237 -0.2262 0.5602 0.192 Uiso 1 1 calc R . . H49B H 0.2419 -0.3223 0.5164 0.192 Uiso 1 1 calc R . . H49C H 0.1182 -0.3092 0.4718 0.192 Uiso 1 1 calc R . . C50 C 0.0616(5) 0.4190(5) 0.3570(4) 0.141(2) Uani 1 1 d . . . H50A H 0.0227 0.3847 0.3937 0.211 Uiso 1 1 calc R . . H50B H -0.0018 0.4012 0.2995 0.211 Uiso 1 1 calc R . . H50C H 0.1004 0.4933 0.3838 0.211 Uiso 1 1 calc R . . C51 C 0.8670(6) 0.8253(3) 0.3516(4) 0.135(2) Uani 1 1 d . . . H51A H 0.8962 0.8523 0.3082 0.202 Uiso 1 1 calc R . . H51B H 0.9347 0.8580 0.4088 0.202 Uiso 1 1 calc R . . H51C H 0.7964 0.8397 0.3536 0.202 Uiso 1 1 calc R . . C52 C 0.5862(9) 0.3923(5) -0.3130(5) 0.194(4) Uani 1 1 d . . . H52A H 0.5190 0.4071 -0.3462 0.291 Uiso 1 1 calc R . . H52B H 0.5878 0.3337 -0.3494 0.291 Uiso 1 1 calc R . . H52C H 0.6661 0.4522 -0.2950 0.291 Uiso 1 1 calc R . . C53 C -0.1938(4) -0.1013(4) -0.4197(3) 0.1042(15) Uani 1 1 d . . . H53A H -0.1713 -0.0552 -0.4544 0.156 Uiso 1 1 calc R . . H53B H -0.2557 -0.0907 -0.3987 0.156 Uiso 1 1 calc R . . H53C H -0.2288 -0.1725 -0.4557 0.156 Uiso 1 1 calc R . . C54 C -0.0389(8) -0.5819(4) -0.1714(4) 0.197(4) Uani 1 1 d . . . H54A H -0.0557 -0.5833 -0.2323 0.296 Uiso 1 1 calc R . . H54B H -0.1164 -0.6234 -0.1651 0.296 Uiso 1 1 calc R . . H54C H 0.0218 -0.6098 -0.1531 0.296 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0815(16) 0.0728(15) 0.0610(14) 0.0328(12) 0.0397(13) 0.0450(13) O2 0.0649(14) 0.0645(14) 0.0536(13) 0.0132(11) 0.0287(11) 0.0363(12) O3 0.0616(15) 0.0547(14) 0.0633(14) 0.0115(11) 0.0220(13) 0.0253(12) O4 0.0835(16) 0.0579(14) 0.0647(14) 0.0246(11) 0.0436(13) 0.0426(12) O5 0.0687(14) 0.0659(14) 0.0501(13) 0.0126(11) 0.0284(12) 0.0396(12) O6 0.0705(16) 0.0535(14) 0.0704(15) 0.0156(11) 0.0333(13) 0.0248(12) O7 0.083(2) 0.111(2) 0.0834(19) 0.0462(16) 0.0348(16) 0.0476(17) O8 0.088(2) 0.113(2) 0.0602(16) -0.0035(15) 0.0156(16) 0.0592(18) O9 0.0809(19) 0.101(2) 0.102(2) 0.0406(18) 0.0346(17) 0.0468(17) O10 0.145(2) 0.0762(17) 0.100(2) 0.0400(15) 0.0798(19) 0.0727(18) O11 0.0856(18) 0.1005(19) 0.0652(16) 0.0093(14) 0.0332(14) 0.0601(16) O12 0.100(2) 0.108(3) 0.194(4) 0.006(2) 0.088(3) 0.028(2) C1 0.075(2) 0.066(2) 0.057(2) 0.0259(17) 0.0368(19) 0.0421(19) C2 0.063(2) 0.062(2) 0.0527(19) 0.0177(16) 0.0243(17) 0.0387(18) C3 0.060(2) 0.053(2) 0.057(2) 0.0146(16) 0.0267(17) 0.0321(17) C4 0.070(2) 0.058(2) 0.056(2) 0.0220(16) 0.0380(18) 0.0398(17) C5 0.064(2) 0.057(2) 0.0509(19) 0.0172(16) 0.0304(17) 0.0361(17) C6 0.066(2) 0.053(2) 0.060(2) 0.0170(16) 0.0306(18) 0.0344(17) C7 0.077(3) 0.062(2) 0.056(2) 0.0157(18) 0.027(2) 0.037(2) C8 0.081(3) 0.057(2) 0.054(2) 0.0192(17) 0.030(2) 0.037(2) C9 0.091(3) 0.084(3) 0.073(3) 0.036(2) 0.035(2) 0.046(2) C10 0.093(3) 0.098(3) 0.094(3) 0.045(3) 0.043(3) 0.036(3) C11 0.110(4) 0.081(3) 0.072(3) 0.037(2) 0.042(3) 0.045(3) C12 0.100(3) 0.098(3) 0.069(3) 0.041(2) 0.034(2) 0.048(3) C13 0.092(3) 0.085(3) 0.066(2) 0.027(2) 0.035(2) 0.041(2) C14 0.068(2) 0.064(2) 0.0399(19) 0.0098(16) 0.0202(18) 0.0301(19) C15 0.070(2) 0.057(2) 0.056(2) 0.0198(17) 0.0353(19) 0.0309(18) C16 0.069(2) 0.067(2) 0.068(2) 0.0167(18) 0.033(2) 0.034(2) C17 0.071(3) 0.092(3) 0.101(3) 0.037(3) 0.035(2) 0.043(2) C18 0.091(3) 0.086(3) 0.105(3) 0.031(3) 0.063(3) 0.050(3) C19 0.103(3) 0.093(3) 0.083(3) 0.020(2) 0.062(3) 0.053(3) C20 0.089(3) 0.074(2) 0.067(2) 0.0169(19) 0.045(2) 0.039(2) C21 0.068(3) 0.077(3) 0.088(3) 0.027(2) 0.042(2) 0.037(2) C22 0.056(2) 0.078(3) 0.076(3) 0.018(2) 0.022(2) 0.020(2) C23 0.115(4) 0.079(3) 0.080(3) 0.002(2) -0.002(3) 0.038(3) C24 0.141(5) 0.081(3) 0.113(4) 0.015(3) 0.008(4) 0.050(3) C25 0.090(3) 0.068(3) 0.107(4) 0.011(3) 0.044(3) 0.018(2) C26 0.142(5) 0.082(4) 0.097(4) -0.005(3) 0.050(3) 0.023(3) C27 0.100(3) 0.085(3) 0.077(3) 0.015(2) 0.034(3) 0.020(3) C28 0.084(3) 0.052(2) 0.067(2) 0.0179(18) 0.035(2) 0.0364(19) C29 0.086(3) 0.052(2) 0.070(2) 0.0235(18) 0.042(2) 0.0371(19) C30 0.158(4) 0.062(2) 0.104(3) 0.040(2) 0.087(3) 0.060(3) C31 0.252(7) 0.090(3) 0.127(4) 0.058(3) 0.141(5) 0.097(4) C32 0.187(5) 0.095(4) 0.123(4) 0.061(3) 0.116(4) 0.077(4) C33 0.147(4) 0.071(3) 0.144(4) 0.059(3) 0.104(4) 0.060(3) C34 0.111(3) 0.062(2) 0.104(3) 0.030(2) 0.067(3) 0.041(2) C35 0.077(2) 0.056(2) 0.056(2) 0.0163(16) 0.0354(19) 0.0354(19) C36 0.074(2) 0.054(2) 0.052(2) 0.0140(16) 0.0266(18) 0.0286(18) C37 0.093(3) 0.083(3) 0.060(2) 0.010(2) 0.033(2) 0.045(2) C38 0.109(3) 0.090(3) 0.048(2) 0.008(2) 0.022(2) 0.039(3) C39 0.082(3) 0.066(2) 0.066(3) 0.019(2) 0.022(2) 0.025(2) C40 0.075(3) 0.084(3) 0.073(3) 0.026(2) 0.029(2) 0.040(2) C41 0.074(2) 0.071(2) 0.060(2) 0.0205(18) 0.031(2) 0.039(2) C42 0.077(3) 0.077(3) 0.085(3) 0.021(2) 0.037(2) 0.024(2) C43 0.077(3) 0.069(3) 0.077(3) 0.022(2) 0.023(2) 0.004(2) C44 0.112(4) 0.104(4) 0.117(4) 0.027(3) 0.032(3) 0.019(3) C45 0.119(4) 0.084(4) 0.112(4) 0.020(3) 0.027(4) -0.001(3) C46 0.158(6) 0.091(4) 0.106(4) 0.026(3) 0.046(4) 0.029(4) C47 0.153(5) 0.065(3) 0.127(4) 0.001(3) 0.056(4) 0.022(3) C48 0.119(4) 0.073(3) 0.103(4) 0.011(3) 0.045(3) 0.031(3) C49 0.137(4) 0.153(5) 0.122(4) 0.088(4) 0.067(4) 0.059(4) C50 0.135(4) 0.186(6) 0.168(5) 0.054(5) 0.092(4) 0.112(4) C51 0.156(5) 0.062(3) 0.149(5) 0.002(3) 0.064(4) 0.015(3) C52 0.369(11) 0.153(6) 0.194(7) 0.116(5) 0.225(8) 0.136(7) C53 0.100(3) 0.103(3) 0.080(3) 0.024(3) 0.013(3) 0.030(3) C54 0.276(9) 0.072(4) 0.145(6) -0.006(4) 0.046(6) 0.010(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.352(4) . ? O1 C1 1.428(4) . ? O2 C14 1.360(4) . ? O2 C2 1.455(4) . ? O3 C21 1.357(5) . ? O3 C3 1.428(4) . ? O4 C28 1.345(4) . ? O4 C4 1.447(4) . ? O5 C35 1.361(4) . ? O5 C5 1.442(4) . ? O6 C42 1.338(5) . ? O6 C6 1.427(4) . ? O7 C7 1.205(4) . ? O8 C14 1.197(4) . ? O9 C21 1.202(4) . ? O10 C28 1.200(4) . ? O11 C35 1.214(4) . ? O12 C42 1.197(5) . ? C1 C2 1.508(5) . ? C1 C6 1.522(5) . ? C1 H1 0.9800 . ? C2 C3 1.521(4) . ? C2 H2 0.9800 . ? C3 C4 1.518(4) . ? C3 H3 0.9800 . ? C4 C5 1.502(4) . ? C4 H4 0.9800 . ? C5 C6 1.520(4) . ? C5 H5 0.9800 . ? C6 H6 0.9800 . ? C7 C8 1.468(5) . ? C8 C9 1.374(5) . ? C8 C13 1.389(5) . ? C9 C10 1.393(6) . ? C9 H9 0.9300 . ? C10 C11 1.374(6) . ? C10 H10 0.9300 . ? C11 C12 1.379(6) . ? C11 C49 1.526(6) . ? C12 C13 1.367(5) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.468(5) . ? C15 C16 1.365(5) . ? C15 C20 1.411(5) . ? C16 C17 1.400(5) . ? C16 H16 0.9300 . ? C17 C18 1.399(6) . ? C17 H17 0.9300 . ? C18 C19 1.351(6) . ? C18 C50 1.522(6) . ? C19 C20 1.383(5) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.496(6) . ? C22 C23 1.341(6) . ? C22 C27 1.380(6) . ? C23 C24 1.401(6) . ? C23 H23 0.9300 . ? C24 C25 1.335(6) . ? C24 H24 0.9300 . ? C25 C26 1.396(7) . ? C25 C51 1.507(6) . ? C26 C27 1.367(7) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.470(5) . ? C29 C34 1.366(5) . ? C29 C30 1.371(5) . ? C30 C31 1.372(6) . ? C30 H30 0.9300 . ? C31 C32 1.372(6) . ? C31 H31 0.9300 . ? C32 C33 1.363(6) . ? C32 C52 1.531(7) . ? C33 C34 1.372(6) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C36 1.468(5) . ? C36 C37 1.393(5) . ? C36 C41 1.399(5) . ? C37 C38 1.367(5) . ? C37 H37 0.9300 . ? C38 C39 1.388(6) . ? C38 H38 0.9300 . ? C39 C40 1.379(5) . ? C39 C53 1.511(6) . ? C40 C41 1.376(5) . ? C40 H40 0.9300 . ? C41 H41 0.9300 . ? C42 C43 1.496(6) . ? C43 C44 1.377(6) . ? C43 C48 1.392(6) . ? C44 C45 1.437(8) . ? C44 H44 0.9300 . ? C45 C46 1.393(8) . ? C45 H45 0.9300 . ? C46 C47 1.331(8) . ? C46 C54 1.546(8) . ? C47 C48 1.372(6) . ? C47 H47 0.9300 . ? C48 H48 0.9300 . ? C49 H49A 0.9600 . ? C49 H49B 0.9600 . ? C49 H49C 0.9600 . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? C51 H51A 0.9600 . ? C51 H51B 0.9600 . ? C51 H51C 0.9600 . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? C53 H53A 0.9600 . ? C53 H53B 0.9600 . ? C53 H53C 0.9600 . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 O1 C1 116.4(3) . . ? C14 O2 C2 116.9(3) . . ? C21 O3 C3 117.6(3) . . ? C28 O4 C4 117.5(2) . . ? C35 O5 C5 118.7(2) . . ? C42 O6 C6 119.3(3) . . ? O1 C1 C2 111.7(3) . . ? O1 C1 C6 107.0(3) . . ? C2 C1 C6 111.9(3) . . ? O1 C1 H1 108.7 . . ? C2 C1 H1 108.7 . . ? C6 C1 H1 108.7 . . ? O2 C2 C1 108.3(3) . . ? O2 C2 C3 107.8(2) . . ? C1 C2 C3 109.6(3) . . ? O2 C2 H2 110.4 . . ? C1 C2 H2 110.4 . . ? C3 C2 H2 110.4 . . ? O3 C3 C4 106.2(2) . . ? O3 C3 C2 110.9(2) . . ? C4 C3 C2 111.1(3) . . ? O3 C3 H3 109.5 . . ? C4 C3 H3 109.5 . . ? C2 C3 H3 109.5 . . ? O4 C4 C5 105.9(2) . . ? O4 C4 C3 110.5(3) . . ? C5 C4 C3 111.6(2) . . ? O4 C4 H4 109.6 . . ? C5 C4 H4 109.6 . . ? C3 C4 H4 109.6 . . ? O5 C5 C4 108.4(2) . . ? O5 C5 C6 107.6(3) . . ? C4 C5 C6 111.6(3) . . ? O5 C5 H5 109.8 . . ? C4 C5 H5 109.8 . . ? C6 C5 H5 109.8 . . ? O6 C6 C5 106.5(2) . . ? O6 C6 C1 110.0(2) . . ? C5 C6 C1 109.1(3) . . ? O6 C6 H6 110.4 . . ? C5 C6 H6 110.4 . . ? C1 C6 H6 110.4 . . ? O7 C7 O1 122.7(3) . . ? O7 C7 C8 124.5(4) . . ? O1 C7 C8 112.8(3) . . ? C9 C8 C13 118.9(4) . . ? C9 C8 C7 122.0(3) . . ? C13 C8 C7 119.1(4) . . ? C8 C9 C10 119.4(4) . . ? C8 C9 H9 120.3 . . ? C10 C9 H9 120.3 . . ? C11 C10 C9 121.3(4) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C10 C11 C12 118.9(4) . . ? C10 C11 C49 120.2(4) . . ? C12 C11 C49 120.9(4) . . ? C13 C12 C11 120.0(4) . . ? C13 C12 H12 120.0 . . ? C11 C12 H12 120.0 . . ? C12 C13 C8 121.4(4) . . ? C12 C13 H13 119.3 . . ? C8 C13 H13 119.3 . . ? O8 C14 O2 121.9(3) . . ? O8 C14 C15 125.9(3) . . ? O2 C14 C15 112.2(3) . . ? C16 C15 C20 119.7(3) . . ? C16 C15 C14 124.4(3) . . ? C20 C15 C14 115.9(3) . . ? C15 C16 C17 120.3(4) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C18 C17 C16 119.7(4) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C19 C18 C17 119.5(4) . . ? C19 C18 C50 122.4(4) . . ? C17 C18 C50 118.1(5) . . ? C18 C19 C20 121.8(4) . . ? C18 C19 H19 119.1 . . ? C20 C19 H19 119.1 . . ? C19 C20 C15 119.0(4) . . ? C19 C20 H20 120.5 . . ? C15 C20 H20 120.5 . . ? O9 C21 O3 123.6(4) . . ? O9 C21 C22 125.8(4) . . ? O3 C21 C22 110.6(4) . . ? C23 C22 C27 119.6(4) . . ? C23 C22 C21 121.8(4) . . ? C27 C22 C21 118.5(4) . . ? C22 C23 C24 120.6(4) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C25 C24 C23 121.9(5) . . ? C25 C24 H24 119.1 . . ? C23 C24 H24 119.1 . . ? C24 C25 C26 116.0(5) . . ? C24 C25 C51 122.3(5) . . ? C26 C25 C51 121.8(5) . . ? C27 C26 C25 123.6(5) . . ? C27 C26 H26 118.2 . . ? C25 C26 H26 118.2 . . ? C26 C27 C22 118.1(5) . . ? C26 C27 H27 120.9 . . ? C22 C27 H27 120.9 . . ? O10 C28 O4 123.1(3) . . ? O10 C28 C29 124.0(3) . . ? O4 C28 C29 112.9(3) . . ? C34 C29 C30 118.3(4) . . ? C34 C29 C28 119.0(3) . . ? C30 C29 C28 122.5(3) . . ? C29 C30 C31 120.3(4) . . ? C29 C30 H30 119.9 . . ? C31 C30 H30 119.9 . . ? C30 C31 C32 121.1(4) . . ? C30 C31 H31 119.4 . . ? C32 C31 H31 119.4 . . ? C33 C32 C31 118.5(4) . . ? C33 C32 C52 119.7(5) . . ? C31 C32 C52 121.7(5) . . ? C32 C33 C34 120.3(4) . . ? C32 C33 H33 119.9 . . ? C34 C33 H33 119.9 . . ? C29 C34 C33 121.5(4) . . ? C29 C34 H34 119.3 . . ? C33 C34 H34 119.3 . . ? O11 C35 O5 121.2(3) . . ? O11 C35 C36 126.8(3) . . ? O5 C35 C36 112.0(3) . . ? C37 C36 C41 117.8(3) . . ? C37 C36 C35 119.1(3) . . ? C41 C36 C35 123.0(3) . . ? C38 C37 C36 120.5(4) . . ? C38 C37 H37 119.8 . . ? C36 C37 H37 119.8 . . ? C37 C38 C39 122.3(4) . . ? C37 C38 H38 118.8 . . ? C39 C38 H38 118.8 . . ? C40 C39 C38 116.9(4) . . ? C40 C39 C53 120.8(4) . . ? C38 C39 C53 122.4(4) . . ? C41 C40 C39 122.2(4) . . ? C41 C40 H40 118.9 . . ? C39 C40 H40 118.9 . . ? C40 C41 C36 120.3(3) . . ? C40 C41 H41 119.9 . . ? C36 C41 H41 119.9 . . ? O12 C42 O6 121.8(4) . . ? O12 C42 C43 126.4(4) . . ? O6 C42 C43 111.8(4) . . ? C44 C43 C48 120.0(5) . . ? C44 C43 C42 118.0(5) . . ? C48 C43 C42 122.0(4) . . ? C43 C44 C45 118.6(6) . . ? C43 C44 H44 120.7 . . ? C45 C44 H44 120.7 . . ? C46 C45 C44 119.3(5) . . ? C46 C45 H45 120.3 . . ? C44 C45 H45 120.3 . . ? C47 C46 C45 120.0(6) . . ? C47 C46 C54 123.8(7) . . ? C45 C46 C54 116.2(6) . . ? C46 C47 C48 122.2(6) . . ? C46 C47 H47 118.9 . . ? C48 C47 H47 118.9 . . ? C47 C48 C43 119.9(5) . . ? C47 C48 H48 120.1 . . ? C43 C48 H48 120.1 . . ? C11 C49 H49A 109.5 . . ? C11 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C11 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C18 C50 H50A 109.5 . . ? C18 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C18 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C25 C51 H51A 109.5 . . ? C25 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C25 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C32 C52 H52A 109.5 . . ? C32 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C32 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C39 C53 H53A 109.5 . . ? C39 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C39 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C46 C54 H54A 109.5 . . ? C46 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C46 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 O1 C1 C2 -89.2(3) . . . . ? C7 O1 C1 C6 148.0(3) . . . . ? C14 O2 C2 C1 137.9(3) . . . . ? C14 O2 C2 C3 -103.6(3) . . . . ? O1 C1 C2 O2 -60.9(3) . . . . ? C6 C1 C2 O2 59.2(3) . . . . ? O1 C1 C2 C3 -178.2(3) . . . . ? C6 C1 C2 C3 -58.2(3) . . . . ? C21 O3 C3 C4 -165.6(3) . . . . ? C21 O3 C3 C2 73.7(3) . . . . ? O2 C2 C3 O3 56.1(3) . . . . ? C1 C2 C3 O3 173.7(2) . . . . ? O2 C2 C3 C4 -61.7(3) . . . . ? C1 C2 C3 C4 55.9(3) . . . . ? C28 O4 C4 C5 134.7(3) . . . . ? C28 O4 C4 C3 -104.4(3) . . . . ? O3 C3 C4 O4 66.4(3) . . . . ? C2 C3 C4 O4 -172.9(2) . . . . ? O3 C3 C4 C5 -176.1(2) . . . . ? C2 C3 C4 C5 -55.4(3) . . . . ? C35 O5 C5 C4 117.3(3) . . . . ? C35 O5 C5 C6 -122.0(3) . . . . ? O4 C4 C5 O5 -65.7(3) . . . . ? C3 C4 C5 O5 174.1(2) . . . . ? O4 C4 C5 C6 176.0(2) . . . . ? C3 C4 C5 C6 55.8(3) . . . . ? C42 O6 C6 C5 -120.1(3) . . . . ? C42 O6 C6 C1 121.8(3) . . . . ? O5 C5 C6 O6 66.5(3) . . . . ? C4 C5 C6 O6 -174.8(2) . . . . ? O5 C5 C6 C1 -174.9(2) . . . . ? C4 C5 C6 C1 -56.2(3) . . . . ? O1 C1 C6 O6 -62.8(3) . . . . ? C2 C1 C6 O6 174.5(2) . . . . ? O1 C1 C6 C5 -179.2(2) . . . . ? C2 C1 C6 C5 58.1(3) . . . . ? C1 O1 C7 O7 8.7(5) . . . . ? C1 O1 C7 C8 -171.5(3) . . . . ? O7 C7 C8 C9 -170.5(4) . . . . ? O1 C7 C8 C9 9.7(5) . . . . ? O7 C7 C8 C13 8.0(5) . . . . ? O1 C7 C8 C13 -171.8(3) . . . . ? C13 C8 C9 C10 1.3(6) . . . . ? C7 C8 C9 C10 179.8(4) . . . . ? C8 C9 C10 C11 0.7(7) . . . . ? C9 C10 C11 C12 -2.7(7) . . . . ? C9 C10 C11 C49 177.5(4) . . . . ? C10 C11 C12 C13 2.6(6) . . . . ? C49 C11 C12 C13 -177.5(4) . . . . ? C11 C12 C13 C8 -0.6(6) . . . . ? C9 C8 C13 C12 -1.3(6) . . . . ? C7 C8 C13 C12 -179.9(4) . . . . ? C2 O2 C14 O8 -3.3(5) . . . . ? C2 O2 C14 C15 177.5(3) . . . . ? O8 C14 C15 C16 169.6(4) . . . . ? O2 C14 C15 C16 -11.2(5) . . . . ? O8 C14 C15 C20 -9.9(5) . . . . ? O2 C14 C15 C20 169.3(3) . . . . ? C20 C15 C16 C17 -1.4(5) . . . . ? C14 C15 C16 C17 179.1(3) . . . . ? C15 C16 C17 C18 1.7(6) . . . . ? C16 C17 C18 C19 -1.1(6) . . . . ? C16 C17 C18 C50 -179.4(4) . . . . ? C17 C18 C19 C20 0.3(6) . . . . ? C50 C18 C19 C20 178.5(4) . . . . ? C18 C19 C20 C15 0.0(6) . . . . ? C16 C15 C20 C19 0.6(5) . . . . ? C14 C15 C20 C19 -179.9(3) . . . . ? C3 O3 C21 O9 -3.4(5) . . . . ? C3 O3 C21 C22 178.4(3) . . . . ? O9 C21 C22 C23 152.9(5) . . . . ? O3 C21 C22 C23 -28.9(5) . . . . ? O9 C21 C22 C27 -24.7(6) . . . . ? O3 C21 C22 C27 153.5(4) . . . . ? C27 C22 C23 C24 -0.2(8) . . . . ? C21 C22 C23 C24 -177.7(5) . . . . ? C22 C23 C24 C25 -3.2(9) . . . . ? C23 C24 C25 C26 3.2(8) . . . . ? C23 C24 C25 C51 -176.8(5) . . . . ? C24 C25 C26 C27 0.0(8) . . . . ? C51 C25 C26 C27 179.9(5) . . . . ? C25 C26 C27 C22 -3.1(8) . . . . ? C23 C22 C27 C26 3.1(7) . . . . ? C21 C22 C27 C26 -179.2(4) . . . . ? C4 O4 C28 O10 6.1(5) . . . . ? C4 O4 C28 C29 -173.0(3) . . . . ? O10 C28 C29 C34 27.5(6) . . . . ? O4 C28 C29 C34 -153.3(3) . . . . ? O10 C28 C29 C30 -147.3(4) . . . . ? O4 C28 C29 C30 31.8(5) . . . . ? C34 C29 C30 C31 -3.1(7) . . . . ? C28 C29 C30 C31 171.8(5) . . . . ? C29 C30 C31 C32 2.8(9) . . . . ? C30 C31 C32 C33 -0.8(9) . . . . ? C30 C31 C32 C52 -178.0(6) . . . . ? C31 C32 C33 C34 -0.7(9) . . . . ? C52 C32 C33 C34 176.5(6) . . . . ? C30 C29 C34 C33 1.6(7) . . . . ? C28 C29 C34 C33 -173.5(4) . . . . ? C32 C33 C34 C29 0.3(8) . . . . ? C5 O5 C35 O11 0.4(4) . . . . ? C5 O5 C35 C36 -179.4(2) . . . . ? O11 C35 C36 C37 -3.9(5) . . . . ? O5 C35 C36 C37 175.9(3) . . . . ? O11 C35 C36 C41 175.3(3) . . . . ? O5 C35 C36 C41 -5.0(4) . . . . ? C41 C36 C37 C38 0.5(5) . . . . ? C35 C36 C37 C38 179.7(3) . . . . ? C36 C37 C38 C39 -0.1(6) . . . . ? C37 C38 C39 C40 -0.4(6) . . . . ? C37 C38 C39 C53 -179.9(4) . . . . ? C38 C39 C40 C41 0.5(6) . . . . ? C53 C39 C40 C41 -179.9(4) . . . . ? C39 C40 C41 C36 -0.1(6) . . . . ? C37 C36 C41 C40 -0.4(5) . . . . ? C35 C36 C41 C40 -179.6(3) . . . . ? C6 O6 C42 O12 -10.0(6) . . . . ? C6 O6 C42 C43 169.4(3) . . . . ? O12 C42 C43 C44 -3.8(7) . . . . ? O6 C42 C43 C44 176.9(4) . . . . ? O12 C42 C43 C48 174.0(5) . . . . ? O6 C42 C43 C48 -5.3(6) . . . . ? C48 C43 C44 C45 1.2(7) . . . . ? C42 C43 C44 C45 179.1(4) . . . . ? C43 C44 C45 C46 -1.4(8) . . . . ? C44 C45 C46 C47 1.3(9) . . . . ? C44 C45 C46 C54 -178.8(5) . . . . ? C45 C46 C47 C48 -1.1(10) . . . . ? C54 C46 C47 C48 179.1(5) . . . . ? C46 C47 C48 C43 0.8(9) . . . . ? C44 C43 C48 C47 -0.9(7) . . . . ? C42 C43 C48 C47 -178.7(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C1 H1 O11 0.98 2.48 3.361(4) 149.1 2_655 C3 H3 O11 0.98 2.54 3.378(4) 144.1 2_655 C5 H5 O11 0.98 2.84 3.598(4) 135.1 2_655 C50 H50B O9 0.96 2.68 3.173(7) 112.6 1_455 C41 H41 O12 0.93 2.71 3.399(5) 131.7 2 C12 H12 O8 0.93 2.68 3.494(5) 146.5 2_656 C49 H49B O8 0.96 2.65 3.398(6) 134.7 2_656 C34 H34 O10 0.93 2.47 3.218(5) 137.2 2_665 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.333 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.055 # Attachment 'Form_II.cif' data_Form_II _database_code_depnum_ccdc_archive 'CCDC 728979' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 'Hexa-O-toluoyl-myo-inositol' ; _chemical_name_common Hexa-O-toluoyl-myo-inositol _chemical_melting_point ? _chemical_formula_moiety 'C54 H48 O12' _chemical_formula_sum 'C54 H48 O12' _chemical_formula_weight 888.92 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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.130(5) _cell_length_b 30.223(11) _cell_length_c 14.383(5) _cell_angle_alpha 90.00 _cell_angle_beta 110.068(7) _cell_angle_gamma 90.00 _cell_volume 4953(3) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 1870 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 17.36 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.192 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1872 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9768 _exptl_absorpt_correction_T_max 0.9908 _exptl_absorpt_process_details 'bruker sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart APEX' _diffrn_measurement_method 'Phi and Omega Scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35458 _diffrn_reflns_av_R_equivalents 0.1080 _diffrn_reflns_av_sigmaI/netI 0.1115 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -35 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8719 _reflns_number_gt 3524 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2003)' _computing_cell_refinement 'SAINT (Bruker, 2003)' _computing_data_reduction 'SAINT (Bruker, 2003)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXTL (Bruker, 2003)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0712P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0023(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8719 _refine_ls_number_parameters 602 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1838 _refine_ls_R_factor_gt 0.0628 _refine_ls_wR_factor_ref 0.1847 _refine_ls_wR_factor_gt 0.1334 _refine_ls_goodness_of_fit_ref 0.964 _refine_ls_restrained_S_all 0.964 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _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 _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.7360(2) 0.87808(9) -0.09964(18) 0.0654(7) Uani 1 1 d . . . O2 O 0.7566(2) 0.88100(8) 0.10509(17) 0.0613(7) Uani 1 1 d . . . O3 O 0.9758(2) 0.90078(8) 0.24582(17) 0.0618(7) Uani 1 1 d . . . O4 O 0.9712(2) 0.99302(8) 0.20655(17) 0.0608(7) Uani 1 1 d . . . O5 O 0.7777(2) 1.02143(8) 0.04821(17) 0.0602(7) Uani 1 1 d . . . O6 O 0.7314(2) 0.97085(8) -0.12439(18) 0.0649(7) Uani 1 1 d . . . O7 O 0.8916(3) 0.84027(9) -0.1081(2) 0.0792(8) Uani 1 1 d . . . O8 O 0.7993(4) 0.81012(11) 0.1400(4) 0.1592(19) Uani 1 1 d . . . O9 O 1.0852(3) 0.84761(10) 0.2106(2) 0.0856(9) Uani 1 1 d . . . O10 O 0.9063(3) 0.98405(9) 0.33388(19) 0.0860(9) Uani 1 1 d . . . O11 O 0.9090(3) 1.06181(8) 0.0060(2) 0.0820(9) Uani 1 1 d . . . O12 O 0.5387(3) 0.96735(14) -0.1566(3) 0.1349(15) Uani 1 1 d . . . C1 C 0.8165(3) 0.90693(12) -0.0284(3) 0.0556(10) Uani 1 1 d . . . H1 H 0.8850 0.9119 -0.0484 0.067 Uiso 1 1 calc R . . C2 C 0.8571(3) 0.88625(12) 0.0735(3) 0.0556(10) Uani 1 1 d . . . H2 H 0.8944 0.8576 0.0726 0.067 Uiso 1 1 calc R . . C3 C 0.9422(3) 0.91752(12) 0.1464(2) 0.0559(10) Uani 1 1 d . . . H3 H 1.0123 0.9214 0.1279 0.067 Uiso 1 1 calc R . . C4 C 0.8860(3) 0.96196(11) 0.1475(2) 0.0537(10) Uani 1 1 d . . . H4 H 0.8217 0.9588 0.1737 0.064 Uiso 1 1 calc R . . C5 C 0.8401(3) 0.98152(12) 0.0444(2) 0.0549(10) Uani 1 1 d . . . H5 H 0.9062 0.9884 0.0224 0.066 Uiso 1 1 calc R . . C6 C 0.7563(3) 0.95052(12) -0.0292(3) 0.0561(10) Uani 1 1 d . . . H6 H 0.6843 0.9465 -0.0138 0.067 Uiso 1 1 calc R . . C7 C 0.7869(4) 0.84584(13) -0.1373(3) 0.0641(11) Uani 1 1 d . . . C8 C 0.7033(4) 0.82029(13) -0.2160(3) 0.0638(11) Uani 1 1 d . . . C9 C 0.5878(4) 0.83272(15) -0.2610(3) 0.0798(13) Uani 1 1 d . . . H9 H 0.5585 0.8575 -0.2388 0.096 Uiso 1 1 calc R . . C10 C 0.5152(4) 0.80792(17) -0.3401(3) 0.0895(14) Uani 1 1 d . . . H10 H 0.4375 0.8166 -0.3706 0.107 Uiso 1 1 calc R . . C11 C 0.5559(5) 0.77074(16) -0.3742(3) 0.0824(13) Uani 1 1 d . . . C12 C 0.6714(6) 0.75895(15) -0.3276(4) 0.0974(15) Uani 1 1 d . . . H12 H 0.7009 0.7341 -0.3492 0.117 Uiso 1 1 calc R . . C13 C 0.7438(4) 0.78314(14) -0.2500(3) 0.0833(13) Uani 1 1 d . . . H13 H 0.8214 0.7744 -0.2197 0.100 Uiso 1 1 calc R . . C14 C 0.7392(4) 0.84163(15) 0.1409(4) 0.0832(14) Uani 1 1 d . . . C15 C 0.6446(4) 0.84174(14) 0.1822(3) 0.0692(11) Uani 1 1 d . . . C16 C 0.5767(4) 0.87801(14) 0.1802(3) 0.0719(11) Uani 1 1 d . . . H16 H 0.5901 0.9043 0.1522 0.086 Uiso 1 1 calc R . . C17 C 0.4879(4) 0.87547(16) 0.2200(3) 0.0847(13) Uani 1 1 d . . . H17 H 0.4410 0.9001 0.2173 0.102 Uiso 1 1 calc R . . C18 C 0.4675(4) 0.83729(18) 0.2633(3) 0.0801(13) Uani 1 1 d . . . C19 C 0.5351(5) 0.80158(17) 0.2649(4) 0.1039(17) Uani 1 1 d . . . H19 H 0.5212 0.7753 0.2927 0.125 Uiso 1 1 calc R . . C20 C 0.6238(4) 0.80334(15) 0.2261(4) 0.1055(17) Uani 1 1 d . . . H20 H 0.6704 0.7785 0.2294 0.127 Uiso 1 1 calc R . . C21 C 1.0506(4) 0.86575(14) 0.2698(3) 0.0639(11) Uani 1 1 d . . . C22 C 1.0825(3) 0.85392(14) 0.3759(3) 0.0644(11) Uani 1 1 d . . . C23 C 1.0645(4) 0.88312(15) 0.4426(3) 0.0863(13) Uani 1 1 d . . . H23 H 1.0289 0.9103 0.4213 0.104 Uiso 1 1 calc R . . C24 C 1.1001(5) 0.87166(17) 0.5422(3) 0.1040(16) Uani 1 1 d . . . H24 H 1.0882 0.8916 0.5871 0.125 Uiso 1 1 calc R . . C25 C 1.1518(4) 0.83209(19) 0.5756(4) 0.0939(15) Uani 1 1 d . . . C26 C 1.1681(4) 0.80300(16) 0.5070(4) 0.0891(14) Uani 1 1 d . . . H26 H 1.2018 0.7755 0.5280 0.107 Uiso 1 1 calc R . . C27 C 1.1354(4) 0.81406(14) 0.4084(3) 0.0759(12) Uani 1 1 d . . . H27 H 1.1493 0.7945 0.3638 0.091 Uiso 1 1 calc R . . C28 C 0.9683(4) 1.00314(13) 0.2977(3) 0.0637(11) Uani 1 1 d . . . C29 C 1.0522(3) 1.03855(13) 0.3456(3) 0.0630(11) Uani 1 1 d . . . C30 C 1.0770(4) 1.07301(15) 0.2929(3) 0.0865(14) Uani 1 1 d . . . H30 H 1.0475 1.0728 0.2240 0.104 Uiso 1 1 calc R . . C31 C 1.1453(5) 1.10756(18) 0.3425(4) 0.1152(19) Uani 1 1 d . . . H31 H 1.1587 1.1313 0.3066 0.138 Uiso 1 1 calc R . . C32 C 1.1948(4) 1.10796(17) 0.4448(4) 0.0975(15) Uani 1 1 d . . . C33 C 1.1713(4) 1.07307(17) 0.4952(3) 0.0863(14) Uani 1 1 d . . . H33 H 1.2045 1.0725 0.5638 0.104 Uiso 1 1 calc R . . C34 C 1.1006(4) 1.03906(15) 0.4478(3) 0.0716(12) Uani 1 1 d . . . H34 H 1.0848 1.0161 0.4843 0.086 Uiso 1 1 calc R . . C35 C 0.8213(4) 1.06014(13) 0.0287(3) 0.0617(10) Uani 1 1 d . . . C36 C 0.7518(4) 1.09854(13) 0.0388(3) 0.0623(10) Uani 1 1 d . . . C37 C 0.7871(4) 1.14048(15) 0.0216(3) 0.0856(13) Uani 1 1 d . . . H37 H 0.8535 1.1440 0.0040 0.103 Uiso 1 1 calc R . . C38 C 0.7230(5) 1.17714(15) 0.0306(4) 0.0989(15) Uani 1 1 d . . . H38 H 0.7479 1.2052 0.0201 0.119 Uiso 1 1 calc R . . C39 C 0.6233(5) 1.17288(18) 0.0549(3) 0.0868(14) Uani 1 1 d . . . C40 C 0.5902(4) 1.13124(18) 0.0718(3) 0.0839(13) Uani 1 1 d . . . H40 H 0.5235 1.1278 0.0892 0.101 Uiso 1 1 calc R . . C41 C 0.6520(4) 1.09460(14) 0.0639(3) 0.0732(12) Uani 1 1 d . . . H41 H 0.6269 1.0667 0.0755 0.088 Uiso 1 1 calc R . . C42 C 0.6182(5) 0.97959(15) -0.1793(3) 0.0771(12) Uani 1 1 d . . . C43 C 0.6113(4) 1.00540(14) -0.2694(3) 0.0745(12) Uani 1 1 d . . . C44 C 0.5018(5) 1.01657(16) -0.3349(4) 0.1016(16) Uani 1 1 d . . . H44 H 0.4343 1.0076 -0.3233 0.122 Uiso 1 1 calc R . . C45 C 0.4938(6) 1.04149(18) -0.4187(4) 0.1104(18) Uani 1 1 d . . . H45 H 0.4201 1.0487 -0.4632 0.132 Uiso 1 1 calc R . . C46 C 0.5922(7) 1.05557(17) -0.4371(4) 0.1083(18) Uani 1 1 d . . . C47 C 0.6993(5) 1.04419(16) -0.3707(4) 0.1075(17) Uani 1 1 d . . . H47 H 0.7670 1.0534 -0.3817 0.129 Uiso 1 1 calc R . . C48 C 0.7091(5) 1.01938(15) -0.2882(3) 0.0880(14) Uani 1 1 d . . . H48 H 0.7831 1.0120 -0.2444 0.106 Uiso 1 1 calc R . . C49 C 0.4772(4) 0.74480(15) -0.4605(3) 0.1149(18) Uani 1 1 d . . . H49B H 0.4492 0.7637 -0.5175 0.172 Uiso 1 1 calc R . . H49A H 0.4117 0.7336 -0.4448 0.172 Uiso 1 1 calc R . . H49C H 0.5202 0.7206 -0.4745 0.172 Uiso 1 1 calc R . . C50 C 0.3721(4) 0.83570(17) 0.3086(4) 0.1216(19) Uani 1 1 d . . . H50A H 0.4038 0.8446 0.3767 0.182 Uiso 1 1 calc R . . H50C H 0.3422 0.8061 0.3045 0.182 Uiso 1 1 calc R . . H50B H 0.3097 0.8554 0.2733 0.182 Uiso 1 1 calc R . . C51 C 1.1889(5) 0.82036(19) 0.6847(4) 0.148(2) Uani 1 1 d . . . H51A H 1.2455 0.7969 0.6992 0.222 Uiso 1 1 calc R . . H51B H 1.1215 0.8109 0.7000 0.222 Uiso 1 1 calc R . . H51C H 1.2230 0.8459 0.7238 0.222 Uiso 1 1 calc R . . C52 C 1.2688(6) 1.14689(19) 0.4985(4) 0.153(3) Uani 1 1 d . . . H52A H 1.2234 1.1736 0.4814 0.230 Uiso 1 1 calc R . . H52B H 1.3370 1.1495 0.4793 0.230 Uiso 1 1 calc R . . H52C H 1.2928 1.1422 0.5687 0.230 Uiso 1 1 calc R . . C53 C 0.5555(5) 1.21433(16) 0.0641(4) 0.1264(19) Uani 1 1 d . . . H53A H 0.5727 1.2212 0.1328 0.190 Uiso 1 1 calc R . . H53B H 0.4728 1.2091 0.0333 0.190 Uiso 1 1 calc R . . H53C H 0.5784 1.2387 0.0320 0.190 Uiso 1 1 calc R . . C54 C 0.5803(6) 1.08313(17) -0.5288(4) 0.162(3) Uani 1 1 d . . . H54A H 0.6250 1.1099 -0.5094 0.243 Uiso 1 1 calc R . . H54B H 0.4992 1.0903 -0.5622 0.243 Uiso 1 1 calc R . . H54C H 0.6094 1.0665 -0.5724 0.243 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0669(17) 0.0702(18) 0.0597(16) -0.0149(15) 0.0224(14) -0.0049(15) O2 0.0697(17) 0.0565(17) 0.0663(16) 0.0039(13) 0.0346(14) -0.0006(13) O3 0.0742(18) 0.0653(17) 0.0482(16) 0.0096(13) 0.0239(14) 0.0135(15) O4 0.0727(17) 0.0675(17) 0.0492(15) -0.0076(13) 0.0299(14) -0.0121(14) O5 0.0674(17) 0.0525(17) 0.0687(17) 0.0035(13) 0.0339(14) 0.0013(14) O6 0.0648(19) 0.0752(18) 0.0528(16) 0.0071(14) 0.0175(14) 0.0024(14) O7 0.076(2) 0.083(2) 0.073(2) -0.0084(15) 0.0183(17) 0.0154(17) O8 0.192(4) 0.067(2) 0.301(6) 0.034(3) 0.190(4) 0.022(2) O9 0.090(2) 0.096(2) 0.075(2) -0.0024(17) 0.0338(18) 0.0257(17) O10 0.115(2) 0.094(2) 0.0644(18) -0.0082(16) 0.0505(18) -0.0355(19) O11 0.088(2) 0.0692(19) 0.109(2) 0.0086(16) 0.0603(19) -0.0006(16) O12 0.070(2) 0.207(4) 0.120(3) 0.061(3) 0.023(2) -0.005(2) C1 0.059(2) 0.059(3) 0.055(2) -0.002(2) 0.026(2) -0.003(2) C2 0.065(3) 0.052(2) 0.059(2) 0.002(2) 0.032(2) 0.001(2) C3 0.065(3) 0.060(3) 0.047(2) 0.004(2) 0.026(2) -0.003(2) C4 0.065(2) 0.051(2) 0.048(2) -0.005(2) 0.023(2) -0.008(2) C5 0.060(2) 0.057(2) 0.052(2) -0.001(2) 0.025(2) -0.001(2) C6 0.063(3) 0.057(3) 0.054(2) 0.004(2) 0.027(2) 0.001(2) C7 0.080(3) 0.060(3) 0.052(3) 0.006(2) 0.022(3) 0.006(3) C8 0.079(3) 0.060(3) 0.051(3) -0.003(2) 0.022(2) -0.007(3) C9 0.082(3) 0.085(3) 0.075(3) -0.023(3) 0.030(3) -0.010(3) C10 0.080(3) 0.102(4) 0.082(3) -0.004(3) 0.022(3) -0.018(3) C11 0.117(4) 0.064(3) 0.066(3) -0.004(3) 0.031(3) -0.024(3) C12 0.137(5) 0.070(3) 0.075(4) -0.007(3) 0.024(3) 0.000(3) C13 0.106(4) 0.061(3) 0.072(3) -0.007(3) 0.017(3) 0.012(3) C14 0.102(4) 0.053(3) 0.118(4) -0.001(3) 0.067(3) 0.002(3) C15 0.078(3) 0.059(3) 0.081(3) -0.001(2) 0.042(3) -0.004(2) C16 0.078(3) 0.067(3) 0.077(3) 0.005(2) 0.035(3) -0.001(3) C17 0.075(3) 0.090(4) 0.097(3) -0.011(3) 0.039(3) -0.002(3) C18 0.074(3) 0.088(4) 0.087(3) -0.021(3) 0.039(3) -0.024(3) C19 0.113(4) 0.080(4) 0.149(5) 0.005(3) 0.083(4) -0.019(3) C20 0.114(4) 0.065(3) 0.169(5) 0.009(3) 0.090(4) 0.001(3) C21 0.061(3) 0.066(3) 0.064(3) 0.001(2) 0.021(2) 0.001(2) C22 0.063(3) 0.062(3) 0.071(3) 0.016(2) 0.026(2) 0.009(2) C23 0.115(4) 0.080(3) 0.065(3) 0.012(3) 0.033(3) 0.024(3) C24 0.143(5) 0.103(4) 0.066(3) 0.020(3) 0.037(3) 0.035(4) C25 0.104(4) 0.097(4) 0.072(3) 0.025(3) 0.019(3) 0.007(3) C26 0.088(4) 0.072(3) 0.095(4) 0.031(3) 0.016(3) -0.001(3) C27 0.075(3) 0.071(3) 0.081(3) 0.007(3) 0.025(3) 0.003(2) C28 0.079(3) 0.064(3) 0.049(3) -0.002(2) 0.023(2) 0.001(2) C29 0.078(3) 0.071(3) 0.047(3) -0.003(2) 0.029(2) -0.010(2) C30 0.118(4) 0.093(4) 0.051(3) -0.008(3) 0.032(3) -0.034(3) C31 0.168(5) 0.116(4) 0.067(3) -0.012(3) 0.048(3) -0.065(4) C32 0.117(4) 0.102(4) 0.074(4) -0.021(3) 0.034(3) -0.045(3) C33 0.091(3) 0.115(4) 0.056(3) -0.013(3) 0.028(3) -0.029(3) C34 0.078(3) 0.085(3) 0.052(3) 0.001(2) 0.021(2) -0.010(3) C35 0.075(3) 0.059(3) 0.054(2) 0.002(2) 0.025(2) -0.003(3) C36 0.072(3) 0.053(3) 0.060(3) 0.003(2) 0.021(2) 0.002(2) C37 0.096(3) 0.068(3) 0.103(4) 0.012(3) 0.048(3) -0.002(3) C38 0.132(5) 0.053(3) 0.116(4) 0.015(3) 0.049(4) 0.019(3) C39 0.097(4) 0.085(4) 0.076(3) 0.001(3) 0.026(3) 0.029(3) C40 0.081(3) 0.087(4) 0.089(3) -0.002(3) 0.035(3) 0.012(3) C41 0.075(3) 0.071(3) 0.077(3) 0.002(2) 0.030(3) 0.006(2) C42 0.071(4) 0.085(3) 0.070(3) 0.002(3) 0.017(3) 0.001(3) C43 0.079(3) 0.074(3) 0.062(3) 0.001(2) 0.012(3) 0.010(3) C44 0.094(4) 0.104(4) 0.081(3) 0.000(3) -0.002(3) 0.013(3) C45 0.119(5) 0.102(4) 0.075(4) 0.008(3) -0.012(4) 0.022(4) C46 0.148(6) 0.085(4) 0.076(4) 0.005(3) 0.018(4) 0.013(4) C47 0.128(5) 0.101(4) 0.083(4) 0.021(3) 0.023(4) 0.002(3) C48 0.104(4) 0.087(3) 0.066(3) 0.022(3) 0.020(3) 0.015(3) C49 0.152(5) 0.103(4) 0.081(3) -0.024(3) 0.029(3) -0.054(4) C50 0.107(4) 0.134(5) 0.156(5) -0.026(4) 0.086(4) -0.032(3) C51 0.185(6) 0.165(6) 0.079(4) 0.052(4) 0.027(4) 0.028(5) C52 0.190(6) 0.162(5) 0.097(4) -0.035(4) 0.036(4) -0.101(5) C53 0.150(5) 0.097(4) 0.132(5) 0.008(3) 0.048(4) 0.051(4) C54 0.273(8) 0.106(4) 0.075(4) 0.031(3) 0.020(4) 0.008(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.362(4) . ? O1 C1 1.441(4) . ? O2 C14 1.342(5) . ? O2 C2 1.448(4) . ? O3 C21 1.359(4) . ? O3 C3 1.438(4) . ? O4 C28 1.359(4) . ? O4 C4 1.438(4) . ? O5 C35 1.353(4) . ? O5 C5 1.435(4) . ? O6 C42 1.354(5) . ? O6 C6 1.436(4) . ? O7 C7 1.205(4) . ? O8 C14 1.203(5) . ? O9 C21 1.203(4) . ? O10 C28 1.198(4) . ? O11 C35 1.216(4) . ? O12 C42 1.179(5) . ? C1 C6 1.504(5) . ? C1 C2 1.512(5) . ? C1 H1 0.9800 . ? C2 C3 1.522(5) . ? C2 H2 0.9800 . ? C3 C4 1.509(5) . ? C3 H3 0.9800 . ? C4 C5 1.513(4) . ? C4 H4 0.9800 . ? C5 C6 1.514(5) . ? C5 H5 0.9800 . ? C6 H6 0.9800 . ? C7 C8 1.456(5) . ? C8 C9 1.378(5) . ? C8 C13 1.381(5) . ? C9 C10 1.393(6) . ? C9 H9 0.9300 . ? C10 C11 1.384(6) . ? C10 H10 0.9300 . ? C11 C12 1.376(6) . ? C11 C49 1.501(6) . ? C12 C13 1.371(6) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C15 1.462(5) . ? C15 C16 1.365(5) . ? C15 C20 1.385(5) . ? C16 C17 1.384(5) . ? C16 H16 0.9300 . ? C17 C18 1.374(6) . ? C17 H17 0.9300 . ? C18 C19 1.351(6) . ? C18 C50 1.511(6) . ? C19 C20 1.372(6) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.484(5) . ? C22 C27 1.370(5) . ? C22 C23 1.375(5) . ? C23 C24 1.391(5) . ? C23 H23 0.9300 . ? C24 C25 1.359(6) . ? C24 H24 0.9300 . ? C25 C26 1.385(6) . ? C25 C51 1.518(6) . ? C26 C27 1.377(6) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C29 1.474(5) . ? C29 C30 1.381(5) . ? C29 C34 1.384(5) . ? C30 C31 1.371(6) . ? C30 H30 0.9300 . ? C31 C32 1.385(6) . ? C31 H31 0.9300 . ? C32 C33 1.363(6) . ? C32 C52 1.520(6) . ? C33 C34 1.362(5) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C36 1.471(5) . ? C36 C41 1.382(5) . ? C36 C37 1.387(5) . ? C37 C38 1.385(6) . ? C37 H37 0.9300 . ? C38 C39 1.374(6) . ? C38 H38 0.9300 . ? C39 C40 1.368(6) . ? C39 C53 1.529(6) . ? C40 C41 1.364(5) . ? C40 H40 0.9300 . ? C41 H41 0.9300 . ? C42 C43 1.490(6) . ? C43 C48 1.370(5) . ? C43 C44 1.381(6) . ? C44 C45 1.397(6) . ? C44 H44 0.9300 . ? C45 C46 1.375(7) . ? C45 H45 0.9300 . ? C46 C47 1.366(7) . ? C46 C54 1.524(7) . ? C47 C48 1.375(6) . ? C47 H47 0.9300 . ? C48 H48 0.9300 . ? C49 H49B 0.9600 . ? C49 H49A 0.9600 . ? C49 H49C 0.9600 . ? C50 H50A 0.9600 . ? C50 H50C 0.9600 . ? C50 H50B 0.9600 . ? C51 H51A 0.9600 . ? C51 H51B 0.9600 . ? C51 H51C 0.9600 . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? C53 H53A 0.9600 . ? C53 H53B 0.9600 . ? C53 H53C 0.9600 . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 O1 C1 115.2(3) . . ? C14 O2 C2 118.5(3) . . ? C21 O3 C3 117.6(3) . . ? C28 O4 C4 117.8(3) . . ? C35 O5 C5 118.0(3) . . ? C42 O6 C6 118.6(3) . . ? O1 C1 C6 108.4(3) . . ? O1 C1 C2 110.8(3) . . ? C6 C1 C2 111.4(3) . . ? O1 C1 H1 108.7 . . ? C6 C1 H1 108.7 . . ? C2 C1 H1 108.7 . . ? O2 C2 C1 108.7(3) . . ? O2 C2 C3 107.3(3) . . ? C1 C2 C3 109.2(3) . . ? O2 C2 H2 110.5 . . ? C1 C2 H2 110.5 . . ? C3 C2 H2 110.5 . . ? O3 C3 C4 106.1(3) . . ? O3 C3 C2 111.1(3) . . ? C4 C3 C2 110.9(3) . . ? O3 C3 H3 109.5 . . ? C4 C3 H3 109.5 . . ? C2 C3 H3 109.5 . . ? O4 C4 C3 110.6(3) . . ? O4 C4 C5 105.8(3) . . ? C3 C4 C5 110.7(3) . . ? O4 C4 H4 109.9 . . ? C3 C4 H4 109.9 . . ? C5 C4 H4 109.9 . . ? O5 C5 C4 108.2(3) . . ? O5 C5 C6 108.1(3) . . ? C4 C5 C6 112.1(3) . . ? O5 C5 H5 109.5 . . ? C4 C5 H5 109.5 . . ? C6 C5 H5 109.5 . . ? O6 C6 C1 109.0(3) . . ? O6 C6 C5 105.9(3) . . ? C1 C6 C5 109.2(3) . . ? O6 C6 H6 110.9 . . ? C1 C6 H6 110.9 . . ? C5 C6 H6 110.9 . . ? O7 C7 O1 121.9(4) . . ? O7 C7 C8 124.6(4) . . ? O1 C7 C8 113.5(4) . . ? C9 C8 C13 118.9(4) . . ? C9 C8 C7 123.1(4) . . ? C13 C8 C7 118.0(4) . . ? C8 C9 C10 119.5(4) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C11 C10 C9 121.6(5) . . ? C11 C10 H10 119.2 . . ? C9 C10 H10 119.2 . . ? C12 C11 C10 117.7(4) . . ? C12 C11 C49 121.4(5) . . ? C10 C11 C49 120.9(5) . . ? C13 C12 C11 121.3(5) . . ? C13 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? C12 C13 C8 121.1(4) . . ? C12 C13 H13 119.5 . . ? C8 C13 H13 119.5 . . ? O8 C14 O2 121.5(4) . . ? O8 C14 C15 124.8(4) . . ? O2 C14 C15 113.7(4) . . ? C16 C15 C20 118.7(4) . . ? C16 C15 C14 123.0(4) . . ? C20 C15 C14 118.3(4) . . ? C15 C16 C17 119.7(4) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C18 C17 C16 121.4(4) . . ? C18 C17 H17 119.3 . . ? C16 C17 H17 119.3 . . ? C19 C18 C17 118.4(4) . . ? C19 C18 C50 121.2(5) . . ? C17 C18 C50 120.4(5) . . ? C18 C19 C20 121.2(4) . . ? C18 C19 H19 119.4 . . ? C20 C19 H19 119.4 . . ? C19 C20 C15 120.5(4) . . ? C19 C20 H20 119.7 . . ? C15 C20 H20 119.7 . . ? O9 C21 O3 122.7(4) . . ? O9 C21 C22 125.9(4) . . ? O3 C21 C22 111.4(4) . . ? C27 C22 C23 119.6(4) . . ? C27 C22 C21 119.3(4) . . ? C23 C22 C21 121.0(4) . . ? C22 C23 C24 119.4(4) . . ? C22 C23 H23 120.3 . . ? C24 C23 H23 120.3 . . ? C25 C24 C23 121.7(5) . . ? C25 C24 H24 119.2 . . ? C23 C24 H24 119.2 . . ? C24 C25 C26 117.9(4) . . ? C24 C25 C51 120.5(5) . . ? C26 C25 C51 121.6(5) . . ? C27 C26 C25 121.2(4) . . ? C27 C26 H26 119.4 . . ? C25 C26 H26 119.4 . . ? C22 C27 C26 120.0(4) . . ? C22 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? O10 C28 O4 122.6(4) . . ? O10 C28 C29 125.6(4) . . ? O4 C28 C29 111.8(4) . . ? C30 C29 C34 118.8(4) . . ? C30 C29 C28 122.5(4) . . ? C34 C29 C28 118.5(4) . . ? C31 C30 C29 119.7(4) . . ? C31 C30 H30 120.2 . . ? C29 C30 H30 120.2 . . ? C30 C31 C32 121.6(4) . . ? C30 C31 H31 119.2 . . ? C32 C31 H31 119.2 . . ? C33 C32 C31 117.7(4) . . ? C33 C32 C52 121.6(5) . . ? C31 C32 C52 120.7(5) . . ? C34 C33 C32 121.9(4) . . ? C34 C33 H33 119.1 . . ? C32 C33 H33 119.1 . . ? C33 C34 C29 120.3(4) . . ? C33 C34 H34 119.8 . . ? C29 C34 H34 119.8 . . ? O11 C35 O5 122.2(4) . . ? O11 C35 C36 125.3(4) . . ? O5 C35 C36 112.6(4) . . ? C41 C36 C37 118.5(4) . . ? C41 C36 C35 122.7(4) . . ? C37 C36 C35 118.8(4) . . ? C38 C37 C36 119.8(4) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C39 C38 C37 121.3(4) . . ? C39 C38 H38 119.3 . . ? C37 C38 H38 119.3 . . ? C40 C39 C38 118.0(4) . . ? C40 C39 C53 122.6(5) . . ? C38 C39 C53 119.4(5) . . ? C41 C40 C39 121.9(5) . . ? C41 C40 H40 119.1 . . ? C39 C40 H40 119.1 . . ? C40 C41 C36 120.5(4) . . ? C40 C41 H41 119.7 . . ? C36 C41 H41 119.7 . . ? O12 C42 O6 122.6(4) . . ? O12 C42 C43 126.8(5) . . ? O6 C42 C43 110.6(4) . . ? C48 C43 C44 119.0(4) . . ? C48 C43 C42 122.6(4) . . ? C44 C43 C42 118.3(5) . . ? C43 C44 C45 119.1(5) . . ? C43 C44 H44 120.5 . . ? C45 C44 H44 120.5 . . ? C46 C45 C44 121.7(5) . . ? C46 C45 H45 119.2 . . ? C44 C45 H45 119.2 . . ? C47 C46 C45 117.9(5) . . ? C47 C46 C54 121.8(7) . . ? C45 C46 C54 120.3(6) . . ? C46 C47 C48 121.3(6) . . ? C46 C47 H47 119.3 . . ? C48 C47 H47 119.3 . . ? C43 C48 C47 121.0(5) . . ? C43 C48 H48 119.5 . . ? C47 C48 H48 119.5 . . ? C11 C49 H49B 109.5 . . ? C11 C49 H49A 109.5 . . ? H49B C49 H49A 109.5 . . ? C11 C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? C18 C50 H50A 109.5 . . ? C18 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? C18 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? H50C C50 H50B 109.5 . . ? C25 C51 H51A 109.5 . . ? C25 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C25 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C32 C52 H52A 109.5 . . ? C32 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C32 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C39 C53 H53A 109.5 . . ? C39 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C39 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C46 C54 H54A 109.5 . . ? C46 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C46 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 O1 C1 C6 154.4(3) . . . . ? C7 O1 C1 C2 -83.0(4) . . . . ? C14 O2 C2 C1 130.8(3) . . . . ? C14 O2 C2 C3 -111.2(4) . . . . ? O1 C1 C2 O2 -63.5(3) . . . . ? C6 C1 C2 O2 57.3(4) . . . . ? O1 C1 C2 C3 179.7(3) . . . . ? C6 C1 C2 C3 -59.5(4) . . . . ? C21 O3 C3 C4 -166.2(3) . . . . ? C21 O3 C3 C2 73.1(4) . . . . ? O2 C2 C3 O3 57.7(4) . . . . ? C1 C2 C3 O3 175.3(3) . . . . ? O2 C2 C3 C4 -60.1(3) . . . . ? C1 C2 C3 C4 57.5(4) . . . . ? C28 O4 C4 C3 -104.6(3) . . . . ? C28 O4 C4 C5 135.6(3) . . . . ? O3 C3 C4 O4 66.7(3) . . . . ? C2 C3 C4 O4 -172.6(3) . . . . ? O3 C3 C4 C5 -176.5(3) . . . . ? C2 C3 C4 C5 -55.7(4) . . . . ? C35 O5 C5 C4 115.1(3) . . . . ? C35 O5 C5 C6 -123.3(3) . . . . ? O4 C4 C5 O5 -65.8(3) . . . . ? C3 C4 C5 O5 174.4(3) . . . . ? O4 C4 C5 C6 175.1(3) . . . . ? C3 C4 C5 C6 55.3(4) . . . . ? C42 O6 C6 C1 119.7(4) . . . . ? C42 O6 C6 C5 -122.9(3) . . . . ? O1 C1 C6 O6 -64.1(3) . . . . ? C2 C1 C6 O6 173.7(3) . . . . ? O1 C1 C6 C5 -179.3(3) . . . . ? C2 C1 C6 C5 58.5(4) . . . . ? O5 C5 C6 O6 67.5(3) . . . . ? C4 C5 C6 O6 -173.3(3) . . . . ? O5 C5 C6 C1 -175.3(3) . . . . ? C4 C5 C6 C1 -56.1(4) . . . . ? C1 O1 C7 O7 4.6(5) . . . . ? C1 O1 C7 C8 -174.2(3) . . . . ? O7 C7 C8 C9 -166.9(4) . . . . ? O1 C7 C8 C9 11.9(5) . . . . ? O7 C7 C8 C13 9.8(6) . . . . ? O1 C7 C8 C13 -171.5(3) . . . . ? C13 C8 C9 C10 -0.7(6) . . . . ? C7 C8 C9 C10 175.9(4) . . . . ? C8 C9 C10 C11 0.5(7) . . . . ? C9 C10 C11 C12 -0.2(7) . . . . ? C9 C10 C11 C49 -179.0(4) . . . . ? C10 C11 C12 C13 0.0(7) . . . . ? C49 C11 C12 C13 178.8(4) . . . . ? C11 C12 C13 C8 -0.2(7) . . . . ? C9 C8 C13 C12 0.5(6) . . . . ? C7 C8 C13 C12 -176.3(4) . . . . ? C2 O2 C14 O8 -5.9(7) . . . . ? C2 O2 C14 C15 172.5(3) . . . . ? O8 C14 C15 C16 -178.8(5) . . . . ? O2 C14 C15 C16 2.9(6) . . . . ? O8 C14 C15 C20 1.9(8) . . . . ? O2 C14 C15 C20 -176.4(4) . . . . ? C20 C15 C16 C17 -1.3(6) . . . . ? C14 C15 C16 C17 179.4(4) . . . . ? C15 C16 C17 C18 1.2(6) . . . . ? C16 C17 C18 C19 -1.2(7) . . . . ? C16 C17 C18 C50 178.4(4) . . . . ? C17 C18 C19 C20 1.4(7) . . . . ? C50 C18 C19 C20 -178.3(5) . . . . ? C18 C19 C20 C15 -1.5(8) . . . . ? C16 C15 C20 C19 1.4(7) . . . . ? C14 C15 C20 C19 -179.2(5) . . . . ? C3 O3 C21 O9 -2.9(5) . . . . ? C3 O3 C21 C22 176.7(3) . . . . ? O9 C21 C22 C27 -14.7(6) . . . . ? O3 C21 C22 C27 165.8(3) . . . . ? O9 C21 C22 C23 162.4(4) . . . . ? O3 C21 C22 C23 -17.2(5) . . . . ? C27 C22 C23 C24 -0.2(7) . . . . ? C21 C22 C23 C24 -177.3(4) . . . . ? C22 C23 C24 C25 -0.4(8) . . . . ? C23 C24 C25 C26 -0.2(8) . . . . ? C23 C24 C25 C51 -179.5(5) . . . . ? C24 C25 C26 C27 1.3(7) . . . . ? C51 C25 C26 C27 -179.3(4) . . . . ? C23 C22 C27 C26 1.4(6) . . . . ? C21 C22 C27 C26 178.5(4) . . . . ? C25 C26 C27 C22 -2.0(7) . . . . ? C4 O4 C28 O10 7.8(5) . . . . ? C4 O4 C28 C29 -174.2(3) . . . . ? O10 C28 C29 C30 -147.1(4) . . . . ? O4 C28 C29 C30 34.9(5) . . . . ? O10 C28 C29 C34 27.7(6) . . . . ? O4 C28 C29 C34 -150.3(3) . . . . ? C34 C29 C30 C31 -2.2(7) . . . . ? C28 C29 C30 C31 172.6(4) . . . . ? C29 C30 C31 C32 2.9(8) . . . . ? C30 C31 C32 C33 -1.3(8) . . . . ? C30 C31 C32 C52 -179.1(5) . . . . ? C31 C32 C33 C34 -0.9(8) . . . . ? C52 C32 C33 C34 176.9(5) . . . . ? C32 C33 C34 C29 1.5(7) . . . . ? C30 C29 C34 C33 0.1(6) . . . . ? C28 C29 C34 C33 -174.9(4) . . . . ? C5 O5 C35 O11 1.8(5) . . . . ? C5 O5 C35 C36 -177.8(3) . . . . ? O11 C35 C36 C41 179.3(4) . . . . ? O5 C35 C36 C41 -1.1(5) . . . . ? O11 C35 C36 C37 0.0(6) . . . . ? O5 C35 C36 C37 179.6(3) . . . . ? C41 C36 C37 C38 0.6(6) . . . . ? C35 C36 C37 C38 180.0(4) . . . . ? C36 C37 C38 C39 -1.1(7) . . . . ? C37 C38 C39 C40 1.2(7) . . . . ? C37 C38 C39 C53 179.9(4) . . . . ? C38 C39 C40 C41 -0.9(7) . . . . ? C53 C39 C40 C41 -179.6(4) . . . . ? C39 C40 C41 C36 0.4(7) . . . . ? C37 C36 C41 C40 -0.2(6) . . . . ? C35 C36 C41 C40 -179.6(4) . . . . ? C6 O6 C42 O12 -7.6(6) . . . . ? C6 O6 C42 C43 173.2(3) . . . . ? O12 C42 C43 C48 178.0(5) . . . . ? O6 C42 C43 C48 -2.9(6) . . . . ? O12 C42 C43 C44 -0.3(7) . . . . ? O6 C42 C43 C44 178.9(4) . . . . ? C48 C43 C44 C45 0.5(7) . . . . ? C42 C43 C44 C45 178.8(4) . . . . ? C43 C44 C45 C46 -0.7(8) . . . . ? C44 C45 C46 C47 0.4(8) . . . . ? C44 C45 C46 C54 -179.4(5) . . . . ? C45 C46 C47 C48 0.1(8) . . . . ? C54 C46 C47 C48 179.9(5) . . . . ? C44 C43 C48 C47 0.0(7) . . . . ? C42 C43 C48 C47 -178.2(4) . . . . ? C46 C47 C48 C43 -0.3(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C49 H49A O8 0.96 2.49 3.411(6) 159.6 4_575 C50 H50B O9 0.96 2.57 3.296(6) 132.6 1_455 C34 H34 O10 0.93 2.58 3.246(5) 129.0 3_776 C5 H5 O11 0.98 2.85 3.608(5) 134.7 3_775 C3 H3 O11 0.98 2.48 3.341(5) 146.7 3_775 C1 H1 O11 0.98 2.49 3.369(5) 149.1 3_775 C41 H41 O12 0.93 2.84 3.571(6) 136.4 3_675 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.177 _refine_diff_density_min -0.182 _refine_diff_density_rms 0.043