data_chai04z _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H14 O3' _chemical_formula_weight 194.22 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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.845(4) _cell_length_b 14.765(9) _cell_length_c 9.899(6) _cell_angle_alpha 90.00 _cell_angle_beta 108.061(11) _cell_angle_gamma 90.00 _cell_volume 951.1(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.356 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 416 _exptl_absorpt_coefficient_mu 0.098 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9545 _exptl_absorpt_correction_T_max 0.9884 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8963 _diffrn_reflns_av_R_equivalents 0.1404 _diffrn_reflns_av_sigmaI/netI 0.0955 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 25.29 _reflns_number_total 1704 _reflns_number_gt 901 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0549P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1704 _refine_ls_number_parameters 130 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1198 _refine_ls_R_factor_gt 0.0643 _refine_ls_wR_factor_ref 0.1406 _refine_ls_wR_factor_gt 0.1245 _refine_ls_goodness_of_fit_ref 0.836 _refine_ls_restrained_S_all 0.836 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 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 C1 C 1.2961(5) 0.5139(2) 0.5957(3) 0.0316(8) Uani 1 1 d . . . C2 C 1.1421(5) 0.5259(2) 0.6660(3) 0.0290(8) Uani 1 1 d . . . C3 C 1.0774(5) 0.6118(2) 0.6897(3) 0.0317(8) Uani 1 1 d . . . H3 H 1.1343 0.6636 0.6589 0.038 Uiso 1 1 calc R . . C4 C 0.9335(5) 0.6222(2) 0.7564(3) 0.0329(9) Uani 1 1 d . . . H4 H 0.8894 0.6812 0.7719 0.039 Uiso 1 1 calc R . . C5 C 0.8503(5) 0.5471(2) 0.8020(3) 0.0349(9) Uani 1 1 d . . . H5 H 0.7502 0.5556 0.8492 0.042 Uiso 1 1 calc R . . C6 C 0.9097(5) 0.4599(2) 0.7805(3) 0.0300(8) Uani 1 1 d . . . C7 C 1.0544(5) 0.4515(2) 0.7100(3) 0.0296(8) Uani 1 1 d . . . C8 C 0.8227(5) 0.3775(2) 0.8278(3) 0.0331(9) Uani 1 1 d . . . H8A H 0.9388 0.3410 0.8876 0.040 Uiso 1 1 calc R . . H8B H 0.7541 0.3410 0.7424 0.040 Uiso 1 1 calc R . . C9 C 0.6727(5) 0.3908(2) 0.9090(3) 0.0302(8) Uani 1 1 d . . . H9A H 0.7393 0.4261 0.9962 0.036 Uiso 1 1 calc R . . H9B H 0.5536 0.4261 0.8503 0.036 Uiso 1 1 calc R . . C10 C 0.5986(5) 0.3025(2) 0.9491(3) 0.0352(9) Uani 1 1 d . . . H10A H 0.7184 0.2676 1.0077 0.042 Uiso 1 1 calc R . . H10B H 0.5341 0.2673 0.8615 0.042 Uiso 1 1 calc R . . C11 C 0.4463(5) 0.3123(2) 1.0301(3) 0.0373(9) Uani 1 1 d . . . H11A H 0.5107 0.3448 1.1191 0.056 Uiso 1 1 calc R . . H11B H 0.4030 0.2521 1.0513 0.056 Uiso 1 1 calc R . . H11C H 0.3263 0.3462 0.9726 0.056 Uiso 1 1 calc R . . O1 O 1.1067(3) 0.36561(13) 0.6878(2) 0.0348(6) Uani 1 1 d . . . H1 H 1.1989 0.3666 0.6482 0.052 Uiso 1 1 calc R . . O2 O 1.3573(3) 0.43929(14) 0.5700(2) 0.0333(6) Uani 1 1 d . . . O3 O 1.3718(3) 0.58803(15) 0.5631(2) 0.0354(6) Uani 1 1 d . . . H3A H 1.4566 0.5755 0.5201 0.053 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 C1 0.036(2) 0.026(2) 0.0260(18) 0.0050(15) -0.0001(17) -0.0046(17) C2 0.0303(19) 0.029(2) 0.0267(18) 0.0020(14) 0.0077(17) 0.0004(15) C3 0.035(2) 0.0252(19) 0.0311(19) 0.0001(16) 0.0045(18) -0.0047(16) C4 0.036(2) 0.028(2) 0.031(2) -0.0023(15) 0.0056(18) 0.0019(16) C5 0.035(2) 0.036(2) 0.031(2) -0.0032(17) 0.0065(18) 0.0028(17) C6 0.030(2) 0.0291(19) 0.0247(19) -0.0037(15) 0.0000(17) 0.0007(16) C7 0.037(2) 0.0199(18) 0.0288(19) -0.0025(15) 0.0058(18) 0.0075(16) C8 0.036(2) 0.031(2) 0.031(2) 0.0016(16) 0.0087(18) -0.0033(16) C9 0.032(2) 0.0237(18) 0.0303(19) -0.0002(15) 0.0037(17) 0.0004(15) C10 0.037(2) 0.031(2) 0.037(2) -0.0011(17) 0.0108(18) -0.0037(17) C11 0.041(2) 0.035(2) 0.037(2) -0.0002(16) 0.0134(19) -0.0010(17) O1 0.0390(16) 0.0275(14) 0.0400(15) 0.0008(11) 0.0154(12) 0.0027(11) O2 0.0411(15) 0.0218(14) 0.0368(14) -0.0008(11) 0.0119(12) 0.0031(11) O3 0.0394(15) 0.0253(13) 0.0421(15) 0.0007(11) 0.0135(12) -0.0015(11) _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 C1 O2 1.233(4) . ? C1 O3 1.294(3) . ? C1 C2 1.443(4) . ? C2 C7 1.385(4) . ? C2 C3 1.387(4) . ? C3 C4 1.354(4) . ? C4 C5 1.384(4) . ? C5 C6 1.387(4) . ? C6 C7 1.382(4) . ? C6 C8 1.492(4) . ? C7 O1 1.355(3) . ? C8 C9 1.501(4) . ? C9 C10 1.496(4) . ? C10 C11 1.506(4) . ? 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 O2 C1 O3 121.1(3) . . ? O2 C1 C2 123.7(3) . . ? O3 C1 C2 115.2(3) . . ? C7 C2 C3 118.6(3) . . ? C7 C2 C1 120.5(3) . . ? C3 C2 C1 120.9(3) . . ? C4 C3 C2 120.3(3) . . ? C3 C4 C5 120.2(3) . . ? C4 C5 C6 121.6(3) . . ? C7 C6 C5 116.7(3) . . ? C7 C6 C8 120.2(3) . . ? C5 C6 C8 123.0(3) . . ? O1 C7 C6 115.6(3) . . ? O1 C7 C2 121.9(3) . . ? C6 C7 C2 122.4(3) . . ? C6 C8 C9 117.9(3) . . ? C10 C9 C8 111.9(3) . . ? C9 C10 C11 113.9(3) . . ? 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 O2 C1 C2 C7 0.5(5) . . . . ? O3 C1 C2 C7 -178.0(3) . . . . ? O2 C1 C2 C3 -178.9(3) . . . . ? O3 C1 C2 C3 2.6(4) . . . . ? C7 C2 C3 C4 0.9(5) . . . . ? C1 C2 C3 C4 -179.7(3) . . . . ? C2 C3 C4 C5 0.3(5) . . . . ? C3 C4 C5 C6 -0.4(5) . . . . ? C4 C5 C6 C7 -0.6(5) . . . . ? C4 C5 C6 C8 -179.7(3) . . . . ? C5 C6 C7 O1 -178.7(3) . . . . ? C8 C6 C7 O1 0.4(4) . . . . ? C5 C6 C7 C2 1.9(4) . . . . ? C8 C6 C7 C2 -179.0(3) . . . . ? C3 C2 C7 O1 178.6(3) . . . . ? C1 C2 C7 O1 -0.8(5) . . . . ? C3 C2 C7 C6 -2.1(5) . . . . ? C1 C2 C7 C6 178.5(3) . . . . ? C7 C6 C8 C9 177.5(3) . . . . ? C5 C6 C8 C9 -3.4(5) . . . . ? C6 C8 C9 C10 179.9(3) . . . . ? C8 C9 C10 C11 -179.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.29 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.258 _refine_diff_density_min -0.219 _refine_diff_density_rms 0.066