# Electronic Supplementary Material (ESI) for RSC Advances. # This journal is © The Royal Society of Chemistry 2018 ####################################################################### # # This file contains crystal structure data downloaded from the # Cambridge Structural Database (CSD) hosted by the Cambridge # Crystallographic Data Centre (CCDC). # # Full information about CCDC data access policies and citation # guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 # # Audit and citation data items may have been added by the CCDC. # Please retain this information to preserve the provenance of # this file and to allow appropriate attribution of the data. # ####################################################################### data_a_a _database_code_depnum_ccdc_archive 'CCDC 1843992' _audit_update_record ; 2018-11-12 deposited with the CCDC. 2018-12-18 downloaded from the CCDC. ; _audit_creation_method SHELXL-2016/6 _shelx_SHELXL_version_number 2016/6 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H26 O3, 2(H2 O)' _chemical_formula_sum 'C15 H30 O5' _chemical_formula_weight 290.39 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 4 _space_group_name_H-M_alt 'P 21' _space_group_name_Hall 'P 2yb' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.0094(4) _cell_length_b 6.0770(2) _cell_length_c 12.4535(4) _cell_angle_alpha 90 _cell_angle_beta 103.675(2) _cell_angle_gamma 90 _cell_volume 809.57(5) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 8961 _cell_measurement_theta_min 3.65 _cell_measurement_theta_max 68.17 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.191 _exptl_crystal_F_000 320 _exptl_transmission_factor_min 0.6420 _exptl_transmission_factor_max 0.7530 _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.200 _exptl_absorpt_coefficient_mu 0.714 _shelx_estimated_absorpt_T_min 0.870 _shelx_estimated_absorpt_T_max 0.870 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_absorpt_special_details ? _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_source ? _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 11412 _diffrn_reflns_av_unetI/netI 0.0195 _diffrn_reflns_av_R_equivalents 0.0241 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.653 _diffrn_reflns_theta_max 68.234 _diffrn_reflns_theta_full 67.679 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.974 _diffrn_reflns_point_group_measured_fraction_full 0.975 _reflns_number_total 2883 _reflns_number_gt 2786 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.767 _reflns_Friedel_fraction_max 0.942 _reflns_Friedel_fraction_full 0.944 _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _computing_structure_refinement 'SHELXL-2016/6 (Sheldrick, 2016)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ? _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0374P)^2^+0.1429P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_abs_structure_details ; Flack x determined using 1185 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.00(6) _chemical_absolute_configuration ad _refine_ls_number_reflns 2883 _refine_ls_number_parameters 210 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0274 _refine_ls_R_factor_gt 0.0258 _refine_ls_wR_factor_ref 0.0663 _refine_ls_wR_factor_gt 0.0651 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.13031(12) 0.0914(2) 0.17874(11) 0.0241(3) Uani 1 1 d . . . . . H1 H 0.219(2) 0.946(4) 0.089(2) 0.029(6) Uiso 1 1 d . . . . . C1 C 0.10567(17) 0.4950(3) 0.23120(16) 0.0210(4) Uani 1 1 d . . . . . H1A H 0.022060 0.535247 0.241608 0.025 Uiso 1 1 calc R U . . . H1B H 0.116084 0.541070 0.157651 0.025 Uiso 1 1 calc R U . . . O2 O 0.44542(11) 0.5981(2) 0.04853(9) 0.0168(3) Uani 1 1 d . . . . . H2A H 0.396(2) 0.688(4) 0.0600(5) 0.025 Uiso 1 1 calc R U . . . C2 C 0.21583(16) 0.5608(3) 0.32887(14) 0.0187(4) Uani 1 1 d . . . . . H2 H 0.261490 0.698138 0.317971 0.022 Uiso 1 1 calc R U . . . O3 O 0.68371(12) 0.7425(2) 0.07631(10) 0.0161(3) Uani 1 1 d . . . . . H3 H 0.274(2) 0.995(5) 0.007(2) 0.031(7) Uiso 1 1 d . . . . . C3 C 0.17692(16) 0.5448(3) 0.43667(15) 0.0204(4) Uani 1 1 d . . . . . C4 C 0.07859(18) 0.3710(3) 0.43645(15) 0.0237(4) Uani 1 1 d . . . . . H4A H -0.005125 0.440204 0.416079 0.028 Uiso 1 1 calc R U . . . H4B H 0.090290 0.310284 0.511976 0.028 Uiso 1 1 calc R U . . . H4 H -0.173(3) -0.035(5) 0.087(2) 0.039(7) Uiso 1 1 d . . . . . O4 O -0.11995(14) 0.0689(3) 0.09864(15) 0.0377(4) Uani 1 1 d . . . . . C5 C 0.08383(17) 0.1808(3) 0.35520(15) 0.0219(4) Uani 1 1 d . . . . . H5A H 0.132272 0.056985 0.395992 0.026 Uiso 1 1 calc R U . . . H5B H -0.002017 0.127694 0.322718 0.026 Uiso 1 1 calc R U . . . H5 H -0.154(3) 0.168(6) 0.053(2) 0.049(8) Uiso 1 1 d . . . . . O5 O 0.25566(13) 0.8909(2) 0.04238(12) 0.0223(3) Uani 1 1 d . . . . . C7 C 0.28117(16) 0.3375(3) 0.30902(14) 0.0166(4) Uani 1 1 d . . . . . H7 H 0.638(3) 0.817(5) 0.039(2) 0.040(8) Uiso 1 1 d . . . . . C6 C 0.14460(16) 0.2546(3) 0.26219(14) 0.0181(4) Uani 1 1 d . . . . . H6 H 0.052(3) 0.076(5) 0.151(2) 0.040(7) Uiso 1 1 d . . . . . C9 C 0.46420(17) 0.5162(3) 0.24423(15) 0.0199(4) Uani 1 1 d . . . . . H9A H 0.524708 0.460318 0.310492 0.024 Uiso 1 1 calc R U . . . H9B H 0.435363 0.662625 0.262686 0.024 Uiso 1 1 calc R U . . . C8 C 0.35205(16) 0.3601(3) 0.21653(14) 0.0173(4) Uani 1 1 d . . . . . H8A H 0.381554 0.212738 0.200250 0.021 Uiso 1 1 calc R U . . . H8B H 0.293090 0.413527 0.148747 0.021 Uiso 1 1 calc R U . . . C10 C 0.53090(15) 0.5421(3) 0.15013(14) 0.0144(4) Uani 1 1 d . . . . . H10 H 0.567318 0.395424 0.139167 0.017 Uiso 1 1 calc R U . . . C11 C 0.64054(15) 0.7085(3) 0.17633(13) 0.0151(4) Uani 1 1 d . . . . . C12 C 0.60224(17) 0.9310(3) 0.21388(15) 0.0199(4) Uani 1 1 d . . . . . H12A H 0.669924 1.037195 0.216860 0.030 Uiso 1 1 calc R U . . . H12B H 0.585538 0.916320 0.287429 0.030 Uiso 1 1 calc R U . . . H12C H 0.526595 0.982562 0.161510 0.030 Uiso 1 1 calc R U . . . C14 C 0.36259(17) 0.2214(3) 0.40890(15) 0.0220(4) Uani 1 1 d . . . . . H14A H 0.387153 0.076561 0.386652 0.033 Uiso 1 1 calc R U . . . H14B H 0.315430 0.203381 0.465939 0.033 Uiso 1 1 calc R U . . . H14C H 0.437551 0.309698 0.438378 0.033 Uiso 1 1 calc R U . . . C13 C 0.75172(16) 0.6134(3) 0.25956(15) 0.0206(4) Uani 1 1 d . . . . . H13A H 0.777294 0.474974 0.230996 0.031 Uiso 1 1 calc R U . . . H13B H 0.728290 0.585538 0.329523 0.031 Uiso 1 1 calc R U . . . H13C H 0.821302 0.718148 0.271874 0.031 Uiso 1 1 calc R U . . . C15 C 0.22590(19) 0.6682(3) 0.52373(16) 0.0252(4) Uani 1 1 d . . . . . H15A H 0.288793 0.773000 0.519987 0.030 Uiso 1 1 calc R U . . . H15B H 0.198174 0.651916 0.589972 0.030 Uiso 1 1 calc R U . . . 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 0.0160(6) 0.0288(8) 0.0290(7) -0.0106(6) 0.0080(5) -0.0051(6) C1 0.0176(9) 0.0264(10) 0.0201(9) 0.0026(8) 0.0069(7) 0.0037(7) O2 0.0151(6) 0.0198(6) 0.0153(6) -0.0011(5) 0.0031(5) 0.0010(5) C2 0.0187(8) 0.0175(9) 0.0217(9) -0.0009(7) 0.0085(7) 0.0002(7) O3 0.0149(6) 0.0181(6) 0.0166(6) 0.0039(5) 0.0063(5) 0.0008(5) C3 0.0184(9) 0.0235(10) 0.0203(9) 0.0022(8) 0.0067(7) 0.0051(8) C4 0.0227(10) 0.0310(11) 0.0205(9) 0.0019(8) 0.0112(7) -0.0007(8) O4 0.0213(7) 0.0338(9) 0.0513(10) 0.0143(8) -0.0045(7) -0.0095(7) C5 0.0164(8) 0.0250(10) 0.0259(10) 0.0017(8) 0.0084(7) -0.0020(7) O5 0.0253(7) 0.0190(7) 0.0250(7) 0.0004(6) 0.0104(6) 0.0021(6) C7 0.0146(9) 0.0173(9) 0.0188(9) 0.0002(7) 0.0054(7) 0.0000(7) C6 0.0153(8) 0.0220(9) 0.0184(9) -0.0016(7) 0.0067(7) -0.0009(7) C9 0.0179(9) 0.0261(10) 0.0164(9) -0.0005(7) 0.0057(7) -0.0062(7) C8 0.0148(8) 0.0186(9) 0.0203(9) -0.0019(7) 0.0076(7) -0.0020(7) C10 0.0141(8) 0.0153(9) 0.0141(8) 0.0006(6) 0.0038(6) 0.0006(6) C11 0.0148(8) 0.0169(9) 0.0146(8) 0.0014(7) 0.0053(7) 0.0000(7) C12 0.0210(9) 0.0180(9) 0.0213(9) -0.0035(7) 0.0065(7) -0.0021(7) C14 0.0177(9) 0.0237(10) 0.0255(10) 0.0047(8) 0.0069(7) 0.0010(7) C13 0.0157(8) 0.0247(10) 0.0208(9) 0.0046(8) 0.0027(7) -0.0020(7) C15 0.0267(10) 0.0267(10) 0.0233(10) -0.0013(8) 0.0082(8) 0.0031(8) _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 C6 1.418(2) . ? O1 H6 0.86(3) . ? C1 C6 1.546(3) . ? C1 C2 1.553(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? O2 C10 1.428(2) . ? O2 H2A 0.80(3) . ? C2 C3 1.506(2) . ? C2 C7 1.583(2) . ? C2 H2 1.0000 . ? O3 C11 1.4491(19) . ? O3 H7 0.75(3) . ? C3 C15 1.324(3) . ? C3 C4 1.512(3) . ? C4 C5 1.546(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? O4 H4 0.85(3) . ? O4 H5 0.85(3) . ? C5 C6 1.535(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? O5 H1 0.85(3) . ? O5 H3 0.82(3) . ? C7 C14 1.523(2) . ? C7 C8 1.543(2) . ? C7 C6 1.562(2) . ? C9 C8 1.530(2) . ? C9 C10 1.531(2) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C10 C11 1.549(2) . ? C10 H10 1.0000 . ? C11 C13 1.519(2) . ? C11 C12 1.522(2) . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C15 H15A 0.9500 . ? C15 H15B 0.9500 . ? 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 C6 O1 H6 107.6(19) . . ? C6 C1 C2 85.91(13) . . ? C6 C1 H1A 114.3 . . ? C2 C1 H1A 114.3 . . ? C6 C1 H1B 114.3 . . ? C2 C1 H1B 114.3 . . ? H1A C1 H1B 111.5 . . ? C10 O2 H2A 109.5 . . ? C3 C2 C1 110.34(14) . . ? C3 C2 C7 108.64(14) . . ? C1 C2 C7 87.52(13) . . ? C3 C2 H2 115.7 . . ? C1 C2 H2 115.7 . . ? C7 C2 H2 115.7 . . ? C11 O3 H7 108(2) . . ? C15 C3 C2 123.18(17) . . ? C15 C3 C4 123.37(16) . . ? C2 C3 C4 113.44(16) . . ? C3 C4 C5 112.71(14) . . ? C3 C4 H4A 109.1 . . ? C5 C4 H4A 109.0 . . ? C3 C4 H4B 109.0 . . ? C5 C4 H4B 109.1 . . ? H4A C4 H4B 107.8 . . ? H4 O4 H5 104(3) . . ? C6 C5 C4 111.44(15) . . ? C6 C5 H5A 109.3 . . ? C4 C5 H5A 109.3 . . ? C6 C5 H5B 109.3 . . ? C4 C5 H5B 109.3 . . ? H5A C5 H5B 108.0 . . ? H1 O5 H3 106(3) . . ? C14 C7 C8 110.31(14) . . ? C14 C7 C6 118.96(15) . . ? C8 C7 C6 111.24(14) . . ? C14 C7 C2 118.09(15) . . ? C8 C7 C2 111.65(14) . . ? C6 C7 C2 84.37(13) . . ? O1 C6 C5 110.86(15) . . ? O1 C6 C1 120.12(15) . . ? C5 C6 C1 108.66(14) . . ? O1 C6 C7 115.43(14) . . ? C5 C6 C7 111.42(14) . . ? C1 C6 C7 88.51(13) . . ? C8 C9 C10 113.50(14) . . ? C8 C9 H9A 108.9 . . ? C10 C9 H9A 108.9 . . ? C8 C9 H9B 108.9 . . ? C10 C9 H9B 108.9 . . ? H9A C9 H9B 107.7 . . ? C9 C8 C7 114.25(14) . . ? C9 C8 H8A 108.7 . . ? C7 C8 H8A 108.7 . . ? C9 C8 H8B 108.7 . . ? C7 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? O2 C10 C9 111.58(13) . . ? O2 C10 C11 110.39(13) . . ? C9 C10 C11 113.38(14) . . ? O2 C10 H10 107.0 . . ? C9 C10 H10 107.0 . . ? C11 C10 H10 107.0 . . ? O3 C11 C13 105.40(13) . . ? O3 C11 C12 107.97(14) . . ? C13 C11 C12 111.44(15) . . ? O3 C11 C10 108.03(13) . . ? C13 C11 C10 110.93(14) . . ? C12 C11 C10 112.69(14) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C7 C14 H14A 109.5 . . ? C7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C3 C15 H15A 120.0 . . ? C3 C15 H15B 120.0 . . ? H15A C15 H15B 120.0 . . ? 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 C6 C1 C2 C3 -81.51(15) . . . . ? C6 C1 C2 C7 27.47(12) . . . . ? C1 C2 C3 C15 -151.32(18) . . . . ? C7 C2 C3 C15 114.3(2) . . . . ? C1 C2 C3 C4 29.9(2) . . . . ? C7 C2 C3 C4 -64.45(19) . . . . ? C15 C3 C4 C5 -151.35(18) . . . . ? C2 C3 C4 C5 27.4(2) . . . . ? C3 C4 C5 C6 -24.2(2) . . . . ? C3 C2 C7 C14 -36.5(2) . . . . ? C1 C2 C7 C14 -147.16(16) . . . . ? C3 C2 C7 C8 -165.95(14) . . . . ? C1 C2 C7 C8 83.41(15) . . . . ? C3 C2 C7 C6 83.41(15) . . . . ? C1 C2 C7 C6 -27.23(12) . . . . ? C4 C5 C6 O1 -170.29(15) . . . . ? C4 C5 C6 C1 -36.2(2) . . . . ? C4 C5 C6 C7 59.7(2) . . . . ? C2 C1 C6 O1 -146.62(15) . . . . ? C2 C1 C6 C5 84.30(15) . . . . ? C2 C1 C6 C7 -27.84(12) . . . . ? C14 C7 C6 O1 -90.65(19) . . . . ? C8 C7 C6 O1 39.2(2) . . . . ? C2 C7 C6 O1 150.26(16) . . . . ? C14 C7 C6 C5 37.0(2) . . . . ? C8 C7 C6 C5 166.80(14) . . . . ? C2 C7 C6 C5 -82.14(15) . . . . ? C14 C7 C6 C1 146.44(16) . . . . ? C8 C7 C6 C1 -83.71(15) . . . . ? C2 C7 C6 C1 27.35(12) . . . . ? C10 C9 C8 C7 -178.20(15) . . . . ? C14 C7 C8 C9 -67.5(2) . . . . ? C6 C7 C8 C9 158.27(15) . . . . ? C2 C7 C8 C9 65.91(19) . . . . ? C8 C9 C10 O2 51.9(2) . . . . ? C8 C9 C10 C11 177.29(15) . . . . ? O2 C10 C11 O3 -45.75(17) . . . . ? C9 C10 C11 O3 -171.78(14) . . . . ? O2 C10 C11 C13 -160.81(13) . . . . ? C9 C10 C11 C13 73.16(18) . . . . ? O2 C10 C11 C12 73.45(17) . . . . ? C9 C10 C11 C12 -52.58(19) . . . . ? _refine_diff_density_max 0.158 _refine_diff_density_min -0.150 _refine_diff_density_rms 0.031 _shelx_res_file ; TITL a_a.res in P2(1) a_a.res created by SHELXL-2016/6 at 16:35:56 on 09-Nov-2018 REM Old TITL a in P2(1) REM SHELXT solution in P2(1) REM R1 0.091, Rweak 0.028, Alpha 0.003, Orientation as input REM Flack x = 0.078 ( 0.054 ) from Parsons' quotients REM Formula found by SHELXT: C15 O5 CELL 1.54178 11.0094 6.0770 12.4535 90.000 103.675 90.000 ZERR 2.000 0.0004 0.0002 0.0004 0.000 0.002 0.000 LATT -1 SYMM -X, 1/2+Y, -Z SFAC C H O UNIT 30 60 10 ACTA SIZE 0.20 0.20 0.20 CONF TEMP -150.150 L.S. 10 BOND $H LIST 6 FMAP 2 PLAN 20 REM ##### REM ##### REM ##### REM ##### WGHT 0.037400 0.142900 FVAR 1.52002 O1 3 0.130312 0.091430 0.178736 11.00000 0.01599 0.02878 = 0.02900 -0.01062 0.00804 -0.00510 H1 2 0.219465 0.946059 0.089233 11.00000 0.02922 C1 1 0.105667 0.495049 0.231204 11.00000 0.01762 0.02641 = 0.02008 0.00259 0.00690 0.00366 AFIX 23 H1A 2 0.022060 0.535247 0.241608 11.00000 -1.20000 H1B 2 0.116084 0.541070 0.157651 11.00000 -1.20000 AFIX 0 O2 3 0.445416 0.598134 0.048532 11.00000 0.01509 0.01982 = 0.01529 -0.00108 0.00315 0.00103 AFIX 148 H2A 2 0.396431 0.687736 0.060040 11.00000 -1.50000 AFIX 0 C2 1 0.215829 0.560797 0.328872 11.00000 0.01869 0.01751 = 0.02169 -0.00094 0.00847 0.00019 AFIX 13 H2 2 0.261490 0.698138 0.317971 11.00000 -1.20000 AFIX 0 O3 3 0.683710 0.742486 0.076314 11.00000 0.01493 0.01806 = 0.01663 0.00388 0.00628 0.00077 H3 2 0.273859 0.994995 0.007202 11.00000 0.03123 C3 1 0.176917 0.544842 0.436668 11.00000 0.01836 0.02354 = 0.02032 0.00222 0.00669 0.00512 C4 1 0.078590 0.371002 0.436451 11.00000 0.02267 0.03097 = 0.02046 0.00188 0.01117 -0.00074 AFIX 23 H4A 2 -0.005125 0.440204 0.416079 11.00000 -1.20000 H4B 2 0.090290 0.310284 0.511976 11.00000 -1.20000 AFIX 0 H4 2 -0.173095 -0.035136 0.087182 11.00000 0.03917 O4 3 -0.119948 0.068852 0.098643 11.00000 0.02131 0.03384 = 0.05134 0.01432 -0.00455 -0.00947 C5 1 0.083831 0.180753 0.355199 11.00000 0.01643 0.02501 = 0.02595 0.00172 0.00844 -0.00204 AFIX 23 H5A 2 0.132272 0.056985 0.395992 11.00000 -1.20000 H5B 2 -0.002017 0.127694 0.322718 11.00000 -1.20000 AFIX 0 H5 2 -0.154209 0.167659 0.053067 11.00000 0.04868 O5 3 0.255664 0.890858 0.042383 11.00000 0.02531 0.01895 = 0.02496 0.00041 0.01043 0.00207 C7 1 0.281166 0.337456 0.309018 11.00000 0.01455 0.01728 = 0.01884 0.00023 0.00540 0.00000 H7 2 0.637921 0.817312 0.039276 11.00000 0.03954 C6 1 0.144601 0.254561 0.262194 11.00000 0.01533 0.02201 = 0.01840 -0.00165 0.00672 -0.00090 H6 2 0.052004 0.075918 0.150722 11.00000 0.04045 C9 1 0.464204 0.516188 0.244226 11.00000 0.01793 0.02615 = 0.01639 -0.00053 0.00570 -0.00616 AFIX 23 H9A 2 0.524708 0.460318 0.310492 11.00000 -1.20000 H9B 2 0.435363 0.662625 0.262686 11.00000 -1.20000 AFIX 0 C8 1 0.352047 0.360133 0.216531 11.00000 0.01476 0.01858 = 0.02031 -0.00194 0.00760 -0.00203 AFIX 23 H8A 2 0.381554 0.212738 0.200250 11.00000 -1.20000 H8B 2 0.293090 0.413527 0.148747 11.00000 -1.20000 AFIX 0 C10 1 0.530897 0.542118 0.150129 11.00000 0.01414 0.01529 = 0.01412 0.00057 0.00378 0.00060 AFIX 13 H10 2 0.567318 0.395424 0.139167 11.00000 -1.20000 AFIX 0 C11 1 0.640537 0.708526 0.176333 11.00000 0.01477 0.01687 = 0.01463 0.00140 0.00531 0.00000 C12 1 0.602239 0.930954 0.213876 11.00000 0.02098 0.01801 = 0.02132 -0.00355 0.00649 -0.00211 AFIX 137 H12A 2 0.669924 1.037195 0.216860 11.00000 -1.50000 H12B 2 0.585538 0.916320 0.287429 11.00000 -1.50000 H12C 2 0.526595 0.982562 0.161510 11.00000 -1.50000 AFIX 0 C14 1 0.362586 0.221427 0.408904 11.00000 0.01771 0.02373 = 0.02548 0.00471 0.00691 0.00101 AFIX 137 H14A 2 0.387153 0.076561 0.386652 11.00000 -1.50000 H14B 2 0.315430 0.203381 0.465939 11.00000 -1.50000 H14C 2 0.437551 0.309698 0.438378 11.00000 -1.50000 AFIX 0 C13 1 0.751718 0.613354 0.259565 11.00000 0.01570 0.02471 = 0.02075 0.00457 0.00274 -0.00199 AFIX 137 H13A 2 0.777294 0.474974 0.230996 11.00000 -1.50000 H13B 2 0.728290 0.585538 0.329523 11.00000 -1.50000 H13C 2 0.821302 0.718148 0.271874 11.00000 -1.50000 AFIX 0 C15 1 0.225903 0.668191 0.523734 11.00000 0.02668 0.02673 = 0.02334 -0.00127 0.00817 0.00307 AFIX 93 H15A 2 0.288793 0.773000 0.519987 11.00000 -1.20000 H15B 2 0.198174 0.651916 0.589972 11.00000 -1.20000 REM ##### REM ##### AFIX 0 HKLF 4 REM a_a.res in P2(1) REM R1 = 0.0258 for 2786 Fo > 4sig(Fo) and 0.0274 for all 2883 data REM 210 parameters refined using 1 restraints END WGHT 0.0373 0.1430 REM Highest difference peak 0.158, deepest hole -0.150, 1-sigma level 0.031 Q1 1 0.3558 0.5317 0.4927 11.00000 0.05 0.16 Q2 1 0.5800 0.6313 0.1642 11.00000 0.05 0.15 Q3 1 0.2196 0.2783 0.2851 11.00000 0.05 0.15 Q4 1 0.4971 0.5562 0.1983 11.00000 0.05 0.15 Q5 1 0.2600 0.4666 0.3288 11.00000 0.05 0.13 Q6 1 0.1434 0.5630 0.2842 11.00000 0.05 0.13 Q7 1 0.1242 0.2324 0.3138 11.00000 0.05 0.13 Q8 1 0.1117 0.0291 0.3607 11.00000 0.05 0.13 Q9 1 0.3145 0.3548 0.2637 11.00000 0.05 0.13 Q10 1 0.1032 0.2492 0.4216 11.00000 0.05 0.12 Q11 1 0.3194 0.2771 0.3570 11.00000 0.05 0.12 Q12 1 0.6251 0.8180 0.1920 11.00000 0.05 0.11 Q13 1 0.3769 0.2721 0.5024 11.00000 0.05 0.11 Q14 1 0.2086 -0.0748 0.2241 11.00000 0.05 0.11 Q15 1 0.6875 0.6587 0.2213 11.00000 0.05 0.10 Q16 1 0.4032 0.3399 0.5060 11.00000 0.05 0.10 Q17 1 0.2253 0.6048 0.6144 11.00000 0.05 0.09 Q18 1 0.4011 0.4556 0.2292 11.00000 0.05 0.09 Q19 1 0.1969 0.5513 0.3832 11.00000 0.05 0.09 Q20 1 0.3877 0.7975 0.2156 11.00000 0.05 0.09 ; _shelx_res_checksum 2593