Electronic Supplementary Material for CrystEngComm This journal is © The Royal Society of Chemistry 2006 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Ayesha Jacobs' _publ_contact_author_address ; Interdisciplinary Maths and Science Studies Cape Peninsula University of Technology Cape Town Campus PO Box 652 Cape Town 8000 Cape Town SOUTH AFRICA ; _publ_contact_author_email JACOBSA@CTECH.AC.ZA _publ_section_title ; Inclusion Compounds of Isomeric Xanthenol Hosts with Aniline ; loop_ _publ_author_name 'Ayesha Jacobs' 'L. R. Nassimbeni' 'Jana H. Taljaard' # Attachment 'A1ANI.CIF' data_c:A1ANILINE _database_code_depnum_ccdc_archive 'CCDC 288098' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9-(4-methoxyphenyl)-9H-xanthen-9-ol aniline clathrate ; _chemical_formula_moiety 'C20 H16 O3.C3 H3.5 N0.5' _chemical_formula_sum 'C23 H19.50 N0.50 O3' _chemical_formula_weight 350.89 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' N N 0.0061 0.0033 '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 8.4657(17) _cell_length_b 9.1803(18) _cell_length_c 12.904(3) _cell_angle_alpha 95.69(3) _cell_angle_beta 99.32(3) _cell_angle_gamma 112.12(3) _cell_volume 902.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 'All data' _exptl_crystal_description rectangular _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 1.291 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 370 _exptl_absorpt_coefficient_mu 0.085 _exptl_absorpt_correction_type none _exptl_special_details ; none ; _diffrn_ambient_temperature 113(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 'Nonius KappaCCD' _diffrn_measurement_method '1\% \f scans and \w scans' _diffrn_reflns_number 7704 _diffrn_reflns_av_R_equivalents 0.0250 _diffrn_reflns_av_sigmaI/netI 0.0475 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.31 _diffrn_reflns_theta_max 27.10 _reflns_number_total 3931 _reflns_number_gt 2237 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-seed (Barbour, 1999)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0842P)^2^+0.0073P] 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 N/A _refine_ls_number_reflns 3931 _refine_ls_number_parameters 249 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1033 _refine_ls_R_factor_gt 0.0490 _refine_ls_wR_factor_ref 0.1509 _refine_ls_wR_factor_gt 0.1296 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.050 _refine_ls_shift/su_mean 0.004 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 O2 O 0.28962(6) -0.20428(3) 0.53596(3) 0.0496(2) Uani 1 1 d D . . C1 C 0.05205(12) -0.22180(11) 0.62113(7) 0.0435(3) Uani 1 1 d . . . O1 O -0.06146(7) -0.50825(3) 0.61643(3) 0.0555(2) Uani 1 1 d . . . C2 C 0.01056(14) -0.09005(12) 0.61014(9) 0.0540(3) Uani 1 1 d . . . H2 H 0.1022 0.0130 0.6209 0.065 Uiso 1 1 calc R . . O3 O 0.72056(12) 0.36571(10) 0.91150(7) 0.0812(3) Uani 1 1 d . . . C3 C -0.16014(14) -0.10583(14) 0.58412(9) 0.0608(3) Uani 1 1 d . . . H3 H -0.1853 -0.0143 0.5771 0.073 Uiso 1 1 calc R . . C4 C -0.29443(14) -0.25463(14) 0.56834(9) 0.0596(3) Uani 1 1 d . . . H4 H -0.4121 -0.2658 0.5491 0.072 Uiso 1 1 calc R . . C5 C -0.25864(14) -0.38670(14) 0.58040(9) 0.0572(3) Uani 1 1 d . . . H5 H -0.3508 -0.4892 0.5708 0.069 Uiso 1 1 calc R . . C6 C -0.08587(13) -0.36831(12) 0.60677(8) 0.0451(3) Uani 1 1 d . . . C7 C 0.25005(12) -0.35404(11) 0.67976(8) 0.0444(3) Uani 1 1 d . . . C8 C 0.40833(14) -0.35689(13) 0.72746(9) 0.0554(3) Uani 1 1 d . . . H8 H 0.5114 -0.2616 0.7415 0.067 Uiso 1 1 calc R . . C9 C 0.41885(15) -0.49477(14) 0.75474(10) 0.0642(3) Uani 1 1 d . . . H9 H 0.5286 -0.4940 0.7865 0.077 Uiso 1 1 calc R . . C10 C 0.27103(15) -0.63334(13) 0.73616(10) 0.0646(4) Uani 1 1 d . . . H10 H 0.2788 -0.7284 0.7547 0.077 Uiso 1 1 calc R . . C11 C 0.11228(15) -0.63469(13) 0.69093(10) 0.0595(3) Uani 1 1 d . . . H11 H 0.0095 -0.7300 0.6788 0.071 Uiso 1 1 calc R . . C12 C 0.10326(13) -0.49574(12) 0.66307(8) 0.0458(3) Uani 1 1 d . . . C13 C 0.23943(12) -0.20784(11) 0.63845(7) 0.0420(3) Uani 1 1 d . . . C14 C 0.36712(12) -0.05320(11) 0.71119(8) 0.0428(3) Uani 1 1 d . . . C15 C 0.50035(13) 0.05930(12) 0.67689(8) 0.0480(3) Uani 1 1 d . . . H15 H 0.5133 0.0417 0.6055 0.058 Uiso 1 1 calc R . . C16 C 0.61498(14) 0.19745(13) 0.74611(9) 0.0556(3) Uani 1 1 d . . . H16 H 0.7056 0.2745 0.7216 0.067 Uiso 1 1 calc R . . C17 C 0.59911(15) 0.22454(12) 0.85001(9) 0.0548(3) Uani 1 1 d . . . C18 C 0.46628(16) 0.11444(13) 0.88527(9) 0.0604(3) Uani 1 1 d . . . H18 H 0.4535 0.1325 0.9566 0.072 Uiso 1 1 calc R . . C19 C 0.35145(14) -0.02301(13) 0.81524(8) 0.0538(3) Uani 1 1 d . . . H19 H 0.2593 -0.0987 0.8395 0.065 Uiso 1 1 calc R . . C20 C 0.7035(3) 0.4014(2) 1.01786(12) 0.1216(8) Uani 1 1 d . . . H20A H 0.5931 0.4135 1.0167 0.182 Uiso 1 1 calc R . . H20B H 0.8010 0.5009 1.0545 0.182 Uiso 1 1 calc R . . H20C H 0.7045 0.3142 1.0557 0.182 Uiso 1 1 calc R . . C1G C 0.0844(3) 0.0109(3) 0.10035(18) 0.1453(9) Uani 1 1 d . . . H1G H 0.1451 0.0212 0.1712 0.174 Uiso 1 1 calc R . . C2G C 0.0588(3) 0.1423(3) 0.06747(19) 0.1363(8) Uani 1 1 d . . . C3G C -0.0268(3) 0.1250(3) -0.03609(18) 0.1401(8) Uani 1 1 d . . . H3G H -0.0441 0.2132 -0.0608 0.168 Uiso 1 1 calc R . . N4G N 0.1085(5) 0.2663(5) 0.1336(3) 0.1652(19) Uani 0.50 1 d P . . H1 H 0.21183(14) -0.29996(6) 0.48549(6) 0.093(4) Uiso 1 1 d D . . 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 O2 0.0528(4) 0.0486(4) 0.0470(4) 0.0081(3) 0.0151(3) 0.0182(3) C1 0.0458(5) 0.0427(5) 0.0456(5) 0.0085(4) 0.0109(4) 0.0211(4) O1 0.0476(4) 0.0394(4) 0.0752(5) 0.0086(3) 0.0062(3) 0.0161(3) C2 0.0514(6) 0.0443(5) 0.0687(7) 0.0107(5) 0.0090(5) 0.0232(4) O3 0.0989(6) 0.0545(5) 0.0658(5) -0.0023(4) -0.0009(5) 0.0148(5) C3 0.0603(6) 0.0584(6) 0.0739(7) 0.0111(5) 0.0090(5) 0.0372(5) C4 0.0470(5) 0.0702(7) 0.0661(7) 0.0081(5) 0.0084(5) 0.0309(5) C5 0.0434(6) 0.0556(6) 0.0687(7) 0.0062(5) 0.0087(5) 0.0181(5) C6 0.0469(5) 0.0416(5) 0.0500(5) 0.0075(4) 0.0108(4) 0.0210(4) C7 0.0474(5) 0.0425(5) 0.0495(5) 0.0098(4) 0.0136(4) 0.0233(4) C8 0.0504(6) 0.0524(6) 0.0680(7) 0.0137(5) 0.0112(5) 0.0254(5) C9 0.0629(6) 0.0618(6) 0.0783(8) 0.0162(5) 0.0081(6) 0.0383(5) C10 0.0768(7) 0.0481(5) 0.0795(8) 0.0178(5) 0.0118(6) 0.0371(5) C11 0.0658(7) 0.0399(5) 0.0742(7) 0.0122(5) 0.0150(6) 0.0223(5) C12 0.0476(5) 0.0429(5) 0.0501(6) 0.0086(4) 0.0109(4) 0.0213(4) C13 0.0440(5) 0.0413(5) 0.0450(5) 0.0107(4) 0.0132(4) 0.0195(4) C14 0.0456(5) 0.0393(5) 0.0483(5) 0.0100(4) 0.0105(4) 0.0216(4) C15 0.0491(5) 0.0441(5) 0.0510(6) 0.0073(4) 0.0127(5) 0.0184(4) C16 0.0537(6) 0.0482(6) 0.0617(6) 0.0111(5) 0.0132(5) 0.0163(5) C17 0.0613(6) 0.0416(5) 0.0551(6) 0.0048(4) -0.0003(5) 0.0197(5) C18 0.0820(7) 0.0557(6) 0.0456(6) 0.0098(5) 0.0119(5) 0.0304(5) C19 0.0621(6) 0.0468(6) 0.0528(6) 0.0138(4) 0.0166(5) 0.0192(5) C20 0.1723(17) 0.0839(11) 0.0640(9) -0.0139(8) 0.0053(10) 0.0170(11) C1G 0.1217(15) 0.184(2) 0.1189(14) 0.0380(14) 0.0232(12) 0.0471(15) C2G 0.1248(13) 0.1325(16) 0.1494(16) 0.0127(13) 0.0694(12) 0.0359(12) C3G 0.1296(14) 0.1766(17) 0.1339(16) 0.0508(13) 0.0255(13) 0.0785(13) N4G 0.171(3) 0.135(3) 0.123(3) -0.010(2) 0.031(2) -0.004(3) _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 O2 C13 1.4529(11) . ? O2 H1 0.9702(5) . ? C1 C6 1.3800(14) . ? C1 C2 1.3944(16) . ? C1 C13 1.5196(15) . ? O1 C12 1.3834(12) . ? O1 C6 1.3900(12) . ? C2 C3 1.3775(16) . ? C2 H2 0.9500 . ? O3 C17 1.3763(14) . ? O3 C20 1.4222(19) . ? C3 C4 1.3784(16) . ? C3 H3 0.9500 . ? C4 C5 1.3729(18) . ? C4 H4 0.9500 . ? C5 C6 1.3874(15) . ? C5 H5 0.9500 . ? C7 C12 1.3867(14) . ? C7 C8 1.3919(15) . ? C7 C13 1.5201(15) . ? C8 C9 1.3774(17) . ? C8 H8 0.9500 . ? C9 C10 1.3730(17) . ? C9 H9 0.9500 . ? C10 C11 1.3707(17) . ? C10 H10 0.9500 . ? C11 C12 1.3848(16) . ? C11 H11 0.9500 . ? C13 C14 1.5218(15) . ? C14 C19 1.3816(15) . ? C14 C15 1.3819(15) . ? C15 C16 1.3840(15) . ? C15 H15 0.9500 . ? C16 C17 1.3765(16) . ? C16 H16 0.9500 . ? C17 C18 1.3763(17) . ? C18 C19 1.3853(16) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C1G C3G 1.300(3) 2 ? C1G C2G 1.396(4) . ? C1G H1G 0.9500 . ? C2G N4G 1.238(4) . ? C2G C3G 1.376(3) . ? C3G C1G 1.300(3) 2 ? C3G H3G 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 C13 O2 H1 110.43(9) . . ? C6 C1 C2 116.90(10) . . ? C6 C1 C13 121.13(10) . . ? C2 C1 C13 121.76(9) . . ? C12 O1 C6 118.19(7) . . ? C3 C2 C1 121.55(10) . . ? C3 C2 H2 119.2 . . ? C1 C2 H2 119.2 . . ? C17 O3 C20 117.25(12) . . ? C2 C3 C4 119.87(12) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 120.21(11) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 119.04(10) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? C1 C6 C5 122.40(11) . . ? C1 C6 O1 122.34(9) . . ? C5 C6 O1 115.25(9) . . ? C12 C7 C8 116.79(10) . . ? C12 C7 C13 121.01(9) . . ? C8 C7 C13 121.97(9) . . ? C9 C8 C7 121.50(10) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C10 C9 C8 120.14(11) . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C11 C10 C9 120.08(12) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C11 C12 119.33(10) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? O1 C12 C11 115.55(9) . . ? O1 C12 C7 122.30(10) . . ? C11 C12 C7 122.14(10) . . ? O2 C13 C1 108.02(8) . . ? O2 C13 C7 108.27(8) . . ? C1 C13 C7 109.47(8) . . ? O2 C13 C14 106.44(8) . . ? C1 C13 C14 112.43(9) . . ? C7 C13 C14 112.00(8) . . ? C19 C14 C15 118.26(9) . . ? C19 C14 C13 119.60(9) . . ? C15 C14 C13 122.14(9) . . ? C14 C15 C16 120.25(10) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 119.9 . . ? C17 C16 C15 120.74(11) . . ? C17 C16 H16 119.6 . . ? C15 C16 H16 119.6 . . ? C18 C17 O3 124.58(11) . . ? C18 C17 C16 119.79(10) . . ? O3 C17 C16 115.62(11) . . ? C17 C18 C19 119.07(11) . . ? C17 C18 H18 120.5 . . ? C19 C18 H18 120.5 . . ? C14 C19 C18 121.87(11) . . ? C14 C19 H19 119.1 . . ? C18 C19 H19 119.1 . . ? O3 C20 H20A 109.5 . . ? O3 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? O3 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C3G C1G C2G 121.4(2) 2 . ? C3G C1G H1G 119.3 2 . ? C2G C1G H1G 119.3 . . ? N4G C2G C3G 123.2(3) . . ? N4G C2G C1G 118.6(3) . . ? C3G C2G C1G 118.1(2) . . ? C1G C3G C2G 120.5(3) 2 . ? C1G C3G H3G 119.8 2 . ? C2G C3G H3G 119.8 . . ? 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 -1.23(16) . . . . ? C13 C1 C2 C3 173.56(10) . . . . ? C1 C2 C3 C4 0.00(18) . . . . ? C2 C3 C4 C5 1.20(18) . . . . ? C3 C4 C5 C6 -1.11(17) . . . . ? C2 C1 C6 C5 1.32(16) . . . . ? C13 C1 C6 C5 -173.50(9) . . . . ? C2 C1 C6 O1 -179.48(9) . . . . ? C13 C1 C6 O1 5.69(14) . . . . ? C4 C5 C6 C1 -0.18(17) . . . . ? C4 C5 C6 O1 -179.43(9) . . . . ? C12 O1 C6 C1 13.61(13) . . . . ? C12 O1 C6 C5 -167.14(9) . . . . ? C12 C7 C8 C9 1.26(17) . . . . ? C13 C7 C8 C9 -173.28(11) . . . . ? C7 C8 C9 C10 -0.71(19) . . . . ? C8 C9 C10 C11 -0.4(2) . . . . ? C9 C10 C11 C12 0.84(19) . . . . ? C6 O1 C12 C11 167.00(9) . . . . ? C6 O1 C12 C7 -13.72(13) . . . . ? C10 C11 C12 O1 179.04(10) . . . . ? C10 C11 C12 C7 -0.25(18) . . . . ? C8 C7 C12 O1 179.97(9) . . . . ? C13 C7 C12 O1 -5.43(15) . . . . ? C8 C7 C12 C11 -0.79(16) . . . . ? C13 C7 C12 C11 173.81(10) . . . . ? C6 C1 C13 O2 95.56(11) . . . . ? C2 C1 C13 O2 -79.01(11) . . . . ? C6 C1 C13 C7 -22.13(12) . . . . ? C2 C1 C13 C7 163.30(9) . . . . ? C6 C1 C13 C14 -147.29(9) . . . . ? C2 C1 C13 C14 38.14(13) . . . . ? C12 C7 C13 O2 -95.54(11) . . . . ? C8 C7 C13 O2 78.77(11) . . . . ? C12 C7 C13 C1 21.99(13) . . . . ? C8 C7 C13 C1 -163.69(9) . . . . ? C12 C7 C13 C14 147.40(10) . . . . ? C8 C7 C13 C14 -38.28(14) . . . . ? O2 C13 C14 C19 -179.95(9) . . . . ? C1 C13 C14 C19 61.96(13) . . . . ? C7 C13 C14 C19 -61.80(13) . . . . ? O2 C13 C14 C15 -0.26(13) . . . . ? C1 C13 C14 C15 -118.35(11) . . . . ? C7 C13 C14 C15 117.88(11) . . . . ? C19 C14 C15 C16 0.51(17) . . . . ? C13 C14 C15 C16 -179.18(10) . . . . ? C14 C15 C16 C17 0.46(18) . . . . ? C20 O3 C17 C18 -1.9(2) . . . . ? C20 O3 C17 C16 177.15(14) . . . . ? C15 C16 C17 C18 -1.02(19) . . . . ? C15 C16 C17 O3 179.87(11) . . . . ? O3 C17 C18 C19 179.60(12) . . . . ? C16 C17 C18 C19 0.58(19) . . . . ? C15 C14 C19 C18 -0.96(18) . . . . ? C13 C14 C19 C18 178.74(11) . . . . ? C17 C18 C19 C14 0.41(19) . . . . ? C3G C1G C2G N4G 176.3(3) 2 . . . ? C3G C1G C2G C3G -1.1(4) 2 . . . ? N4G C2G C3G C1G -176.2(3) . . . 2 ? C1G C2G C3G C1G 1.1(4) . . . 2 ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.10 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.278 _refine_diff_density_min -0.200 _refine_diff_density_rms 0.038 _chemical_name_common '9-(4-methoxyphenyl)-9H-xanthen-9-ol aniline clathrate' # Attachment 'A2ANI.CIF' data_c:A2ANILINE _database_code_depnum_ccdc_archive 'CCDC 288099' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 9-(3-methoxyphenyl)-9H-xanthen-9-ol aniline clathrate ; _chemical_formula_moiety 'C20 H16 O3.C6 H7 N1' _chemical_formula_sum 'C26 H23 N O3' _chemical_formula_weight 397.45 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' N N 0.0061 0.0033 '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/c 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 13.501(3) _cell_length_b 8.8328(18) _cell_length_c 17.207(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.32(3) _cell_angle_gamma 90.00 _cell_volume 2025.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 'All data' _exptl_crystal_description rectangular _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.28 _exptl_crystal_density_diffrn 1.304 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.085 _exptl_absorpt_correction_type none _exptl_special_details ; none ; _diffrn_ambient_temperature 113(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 'Nonius KappaCCD' _diffrn_measurement_method '1\% \f scans and \w scans' _diffrn_reflns_number 8298 _diffrn_reflns_av_R_equivalents 0.0138 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.40 _diffrn_reflns_theta_max 26.76 _reflns_number_total 4301 _reflns_number_gt 3480 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (2000)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-seed (Barbour, 1999)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0509P)^2^+0.5011P] 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 N/A _refine_ls_number_reflns 4301 _refine_ls_number_parameters 284 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0485 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.0976 _refine_ls_wR_factor_gt 0.0908 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.038 _refine_ls_shift/su_max 0.005 _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 O2 O 0.84096(4) 0.78880(3) 0.098662(16) 0.01932(13) Uani 1 1 d D . . O3 O 0.81882(4) 1.13154(7) -0.13226(3) 0.02749(15) Uani 1 1 d . . . O1 O 0.60978(4) 0.61461(6) 0.17318(3) 0.02557(14) Uani 1 1 d . . . N7G N 0.87994(6) 0.61351(4) 0.242140(15) 0.0307(2) Uani 1 1 d D . . C13 C 0.73363(5) 0.78948(8) 0.07805(4) 0.01600(17) Uani 1 1 d . . . C1G C 0.93324(7) 0.71357(9) 0.29799(5) 0.02287(19) Uani 1 1 d . . . C6 C 0.63148(6) 0.76497(9) 0.18955(4) 0.01912(18) Uani 1 1 d . . . C5 C 0.59363(6) 0.82327(10) 0.25420(5) 0.02268(19) Uani 1 1 d . . . H5 H 0.5548 0.7611 0.2828 0.027 Uiso 1 1 calc R . . C12 C 0.64023(6) 0.55110(9) 0.10762(5) 0.01932(18) Uani 1 1 d . . . C1 C 0.68781(6) 0.85312(9) 0.14629(4) 0.01672(17) Uani 1 1 d . . . C7 C 0.69628(6) 0.62896(8) 0.06006(4) 0.01655(17) Uani 1 1 d . . . C15 C 0.78035(6) 0.96555(9) -0.02749(4) 0.01832(17) Uani 1 1 d . . . H15 H 0.8486 0.9613 -0.0029 0.022 Uiso 1 1 calc R . . C17 C 0.65317(6) 1.05541(9) -0.13260(5) 0.02140(19) Uani 1 1 d . . . H17 H 0.6350 1.1107 -0.1801 0.026 Uiso 1 1 calc R . . C2 C 0.70637(6) 1.00346(9) 0.17000(5) 0.02092(18) Uani 1 1 d . . . H2 H 0.7446 1.0663 0.1412 0.025 Uiso 1 1 calc R . . C14 C 0.70691(6) 0.88792(8) 0.00463(4) 0.01599(17) Uani 1 1 d . . . C4 C 0.61304(6) 0.97188(10) 0.27626(5) 0.0243(2) Uani 1 1 d . . . H4 H 0.5873 1.0125 0.3201 0.029 Uiso 1 1 calc R . . C11 C 0.61081(6) 0.40112(9) 0.09192(5) 0.0246(2) Uani 1 1 d . . . H11 H 0.5722 0.3497 0.1252 0.030 Uiso 1 1 calc R . . C8 C 0.72142(6) 0.55303(9) -0.00537(5) 0.02022(18) Uani 1 1 d . . . H8 H 0.7587 0.6048 -0.0395 0.024 Uiso 1 1 calc R . . C10 C 0.63813(6) 0.32822(9) 0.02777(5) 0.0242(2) Uani 1 1 d . . . H10 H 0.6192 0.2257 0.0172 0.029 Uiso 1 1 calc R . . C18 C 0.58065(6) 0.98006(9) -0.09927(5) 0.02082(18) Uani 1 1 d . . . H18 H 0.5123 0.9857 -0.1234 0.025 Uiso 1 1 calc R . . C19 C 0.60685(6) 0.89629(9) -0.03083(5) 0.01885(18) Uani 1 1 d . . . H19 H 0.5566 0.8448 -0.0082 0.023 Uiso 1 1 calc R . . C2G C 0.88190(7) 0.82773(10) 0.33065(5) 0.0259(2) Uani 1 1 d . . . H2G H 0.8110 0.8348 0.3174 0.031 Uiso 1 1 calc R . . C16 C 0.75285(6) 1.04969(9) -0.09612(5) 0.01977(18) Uani 1 1 d . . . C9 C 0.69338(6) 0.40462(9) -0.02151(5) 0.02280(19) Uani 1 1 d . . . H9 H 0.7117 0.3549 -0.0660 0.027 Uiso 1 1 calc R . . C3G C 0.93388(7) 0.93074(10) 0.38226(5) 0.0276(2) Uani 1 1 d . . . H3G H 0.8983 1.0087 0.4039 0.033 Uiso 1 1 calc R . . C3 C 0.67039(6) 1.06251(10) 0.23432(5) 0.0253(2) Uani 1 1 d . . . H3 H 0.6847 1.1644 0.2499 0.030 Uiso 1 1 calc R . . C6G C 1.03704(7) 0.70520(11) 0.31761(5) 0.0300(2) Uani 1 1 d . . . H6G H 1.0729 0.6287 0.2951 0.036 Uiso 1 1 calc R . . C4G C 1.03724(7) 0.92191(11) 0.40291(5) 0.0288(2) Uani 1 1 d . . . H4G H 1.0725 0.9924 0.4389 0.035 Uiso 1 1 calc R . . C20 C 0.92128(7) 1.13702(11) -0.09482(6) 0.0298(2) Uani 1 1 d . . . H20A H 0.9252 1.1815 -0.0422 0.045 Uiso 1 1 calc R . . H20B H 0.9600 1.1991 -0.1264 0.045 Uiso 1 1 calc R . . H20C H 0.9489 1.0342 -0.0902 0.045 Uiso 1 1 calc R . . C5G C 1.08830(7) 0.80856(11) 0.37016(6) 0.0326(2) Uani 1 1 d . . . H5G H 1.1592 0.8015 0.3838 0.039 Uiso 1 1 calc R . . H1 H 0.8571(2) 0.72444(6) 0.14465(2) 0.048(3) Uiso 1 1 d D . . H7GA H 0.8200(9) 0.5903(14) 0.2540(7) 0.052(4) Uiso 1 1 d . . . H7GB H 0.9167(9) 0.5313(15) 0.2336(7) 0.057(4) Uiso 1 1 d . . . 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 O2 0.0130(2) 0.0228(3) 0.0218(3) 0.0027(2) 0.0015(2) -0.0003(2) O3 0.0254(3) 0.0300(3) 0.0290(3) 0.0099(2) 0.0104(2) -0.0024(3) O1 0.0336(3) 0.0202(3) 0.0269(3) -0.0014(2) 0.0171(2) -0.0046(2) N7G 0.0379(4) 0.0274(4) 0.0245(4) -0.0003(3) -0.0025(3) -0.0025(3) C13 0.0129(3) 0.0176(4) 0.0174(3) 0.0002(3) 0.0023(3) -0.0005(3) C1G 0.0287(4) 0.0220(4) 0.0167(4) 0.0050(3) 0.0002(3) -0.0008(3) C6 0.0187(4) 0.0197(4) 0.0187(4) 0.0005(3) 0.0024(3) 0.0013(3) C5 0.0213(4) 0.0294(4) 0.0180(4) 0.0025(3) 0.0052(3) 0.0036(3) C12 0.0183(4) 0.0191(4) 0.0211(4) 0.0000(3) 0.0048(3) 0.0005(3) C1 0.0138(3) 0.0198(4) 0.0156(3) -0.0002(3) -0.0005(3) 0.0022(3) C7 0.0145(3) 0.0166(3) 0.0179(3) 0.0015(3) 0.0007(3) 0.0017(3) C15 0.0178(4) 0.0169(4) 0.0207(4) -0.0014(3) 0.0044(3) -0.0003(3) C17 0.0283(4) 0.0182(4) 0.0173(4) 0.0018(3) 0.0024(3) 0.0022(3) C2 0.0199(4) 0.0204(4) 0.0219(4) -0.0011(3) 0.0017(3) -0.0013(3) C14 0.0183(4) 0.0139(3) 0.0161(3) -0.0020(3) 0.0036(3) 0.0002(3) C4 0.0226(4) 0.0325(4) 0.0175(4) -0.0043(3) 0.0018(3) 0.0076(4) C11 0.0230(4) 0.0194(4) 0.0327(4) 0.0031(3) 0.0084(3) -0.0031(3) C8 0.0223(4) 0.0199(4) 0.0186(4) 0.0016(3) 0.0041(3) 0.0016(3) C10 0.0220(4) 0.0169(4) 0.0326(4) -0.0024(3) 0.0006(3) -0.0016(3) C18 0.0205(4) 0.0190(4) 0.0216(4) -0.0015(3) -0.0006(3) 0.0006(3) C19 0.0180(4) 0.0175(4) 0.0212(4) -0.0006(3) 0.0035(3) -0.0016(3) C2G 0.0210(4) 0.0339(4) 0.0228(4) 0.0022(4) 0.0035(3) -0.0004(4) C16 0.0238(4) 0.0167(4) 0.0207(4) -0.0006(3) 0.0092(3) -0.0005(3) C9 0.0259(4) 0.0203(4) 0.0214(4) -0.0021(3) 0.0014(3) 0.0036(3) C3G 0.0290(4) 0.0304(4) 0.0252(4) -0.0023(4) 0.0098(3) 0.0003(4) C3 0.0253(4) 0.0234(4) 0.0257(4) -0.0071(3) -0.0004(3) 0.0026(3) C6G 0.0299(5) 0.0297(4) 0.0301(4) 0.0008(4) 0.0040(4) 0.0081(4) C4G 0.0300(4) 0.0317(4) 0.0246(4) -0.0016(4) 0.0037(4) -0.0082(4) C20 0.0265(4) 0.0297(4) 0.0353(5) 0.0030(4) 0.0113(4) -0.0063(4) C5G 0.0208(4) 0.0400(5) 0.0353(5) 0.0015(4) -0.0005(4) 0.0008(4) _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 O2 C13 1.4351(9) . ? O2 H1 0.9700(3) . ? O3 C16 1.3720(10) . ? O3 C20 1.4291(11) . ? O1 C6 1.3792(10) . ? O1 C12 1.3808(10) . ? N7G C1G 1.4137(10) . ? N7G H7GA 0.890(13) . ? N7G H7GB 0.905(13) . ? C13 C7 1.5198(11) . ? C13 C1 1.5206(11) . ? C13 C14 1.5280(11) . ? C1G C6G 1.3894(13) . ? C1G C2G 1.3926(13) . ? C6 C1 1.3863(12) . ? C6 C5 1.3957(12) . ? C5 C4 1.3798(13) . ? C5 H5 0.9500 . ? C12 C7 1.3841(11) . ? C12 C11 1.3968(12) . ? C1 C2 1.3999(11) . ? C7 C8 1.3988(11) . ? C15 C14 1.3915(11) . ? C15 C16 1.3938(11) . ? C15 H15 0.9500 . ? C17 C18 1.3829(12) . ? C17 C16 1.3907(12) . ? C17 H17 0.9500 . ? C2 C3 1.3809(12) . ? C2 H2 0.9500 . ? C14 C19 1.3914(11) . ? C4 C3 1.3936(13) . ? C4 H4 0.9500 . ? C11 C10 1.3787(13) . ? C11 H11 0.9500 . ? C8 C9 1.3802(12) . ? C8 H8 0.9500 . ? C10 C9 1.3914(13) . ? C10 H10 0.9500 . ? C18 C19 1.3873(11) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? C2G C3G 1.3811(13) . ? C2G H2G 0.9500 . ? C9 H9 0.9500 . ? C3G C4G 1.3853(13) . ? C3G H3G 0.9500 . ? C3 H3 0.9500 . ? C6G C5G 1.3884(13) . ? C6G H6G 0.9500 . ? C4G C5G 1.3860(14) . ? C4G H4G 0.9500 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C5G H5G 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 C13 O2 H1 106.75(19) . . ? C16 O3 C20 117.75(7) . . ? C6 O1 C12 118.46(6) . . ? C1G N7G H7GA 111.8(8) . . ? C1G N7G H7GB 112.3(8) . . ? H7GA N7G H7GB 113.3(11) . . ? O2 C13 C7 109.57(6) . . ? O2 C13 C1 109.36(6) . . ? C7 C13 C1 109.82(6) . . ? O2 C13 C14 107.49(6) . . ? C7 C13 C14 109.65(6) . . ? C1 C13 C14 110.92(6) . . ? C6G C1G C2G 119.26(8) . . ? C6G C1G N7G 120.96(8) . . ? C2G C1G N7G 119.68(8) . . ? O1 C6 C1 123.23(7) . . ? O1 C6 C5 115.15(7) . . ? C1 C6 C5 121.61(8) . . ? C4 C5 C6 119.51(8) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? O1 C12 C7 123.01(7) . . ? O1 C12 C11 115.49(7) . . ? C7 C12 C11 121.50(8) . . ? C6 C1 C2 117.66(7) . . ? C6 C1 C13 122.28(7) . . ? C2 C1 C13 119.98(7) . . ? C12 C7 C8 117.70(7) . . ? C12 C7 C13 122.56(7) . . ? C8 C7 C13 119.70(7) . . ? C14 C15 C16 119.34(7) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C18 C17 C16 119.58(7) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C3 C2 C1 121.48(8) . . ? C3 C2 H2 119.3 . . ? C1 C2 H2 119.3 . . ? C19 C14 C15 120.23(7) . . ? C19 C14 C13 118.38(7) . . ? C15 C14 C13 121.38(7) . . ? C5 C4 C3 120.05(8) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C10 C11 C12 119.55(8) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? C9 C8 C7 121.53(8) . . ? C9 C8 H8 119.2 . . ? C7 C8 H8 119.2 . . ? C11 C10 C9 120.05(8) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C17 C18 C19 120.56(8) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C18 C19 C14 119.78(8) . . ? C18 C19 H19 120.1 . . ? C14 C19 H19 120.1 . . ? C3G C2G C1G 120.15(8) . . ? C3G C2G H2G 119.9 . . ? C1G C2G H2G 119.9 . . ? O3 C16 C17 115.34(7) . . ? O3 C16 C15 124.16(7) . . ? C17 C16 C15 120.49(8) . . ? C8 C9 C10 119.65(8) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C2G C3G C4G 120.92(9) . . ? C2G C3G H3G 119.5 . . ? C4G C3G H3G 119.5 . . ? C2 C3 C4 119.68(8) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5G C6G C1G 120.01(9) . . ? C5G C6G H6G 120.0 . . ? C1G C6G H6G 120.0 . . ? C3G C4G C5G 118.89(8) . . ? C3G C4G H4G 120.6 . . ? C5G C4G H4G 120.6 . . ? O3 C20 H20A 109.5 . . ? O3 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? O3 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C4G C5G C6G 120.76(9) . . ? C4G C5G H5G 119.6 . . ? C6G C5G H5G 119.6 . . ? 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 C12 O1 C6 C1 -4.16(11) . . . . ? C12 O1 C6 C5 176.67(7) . . . . ? O1 C6 C5 C4 178.72(7) . . . . ? C1 C6 C5 C4 -0.46(12) . . . . ? C6 O1 C12 C7 3.66(11) . . . . ? C6 O1 C12 C11 -176.43(7) . . . . ? O1 C6 C1 C2 -178.64(7) . . . . ? C5 C6 C1 C2 0.48(11) . . . . ? O1 C6 C1 C13 -1.99(11) . . . . ? C5 C6 C1 C13 177.13(7) . . . . ? O2 C13 C1 C6 -112.69(7) . . . . ? C7 C13 C1 C6 7.58(10) . . . . ? C14 C13 C1 C6 128.94(8) . . . . ? O2 C13 C1 C2 63.88(8) . . . . ? C7 C13 C1 C2 -175.85(7) . . . . ? C14 C13 C1 C2 -54.49(9) . . . . ? O1 C12 C7 C8 -179.14(7) . . . . ? C11 C12 C7 C8 0.97(11) . . . . ? O1 C12 C7 C13 2.98(11) . . . . ? C11 C12 C7 C13 -176.91(7) . . . . ? O2 C13 C7 C12 112.07(8) . . . . ? C1 C13 C7 C12 -8.07(10) . . . . ? C14 C13 C7 C12 -130.18(8) . . . . ? O2 C13 C7 C8 -65.76(9) . . . . ? C1 C13 C7 C8 174.10(6) . . . . ? C14 C13 C7 C8 51.98(9) . . . . ? C6 C1 C2 C3 0.22(11) . . . . ? C13 C1 C2 C3 -176.51(7) . . . . ? C16 C15 C14 C19 -1.00(11) . . . . ? C16 C15 C14 C13 177.75(7) . . . . ? O2 C13 C14 C19 174.80(6) . . . . ? C7 C13 C14 C19 55.77(9) . . . . ? C1 C13 C14 C19 -65.70(9) . . . . ? O2 C13 C14 C15 -3.98(9) . . . . ? C7 C13 C14 C15 -123.01(8) . . . . ? C1 C13 C14 C15 115.53(8) . . . . ? C6 C5 C4 C3 -0.26(12) . . . . ? O1 C12 C11 C10 -179.78(7) . . . . ? C7 C12 C11 C10 0.13(12) . . . . ? C12 C7 C8 C9 -1.29(11) . . . . ? C13 C7 C8 C9 176.65(7) . . . . ? C12 C11 C10 C9 -0.94(12) . . . . ? C16 C17 C18 C19 -1.42(12) . . . . ? C17 C18 C19 C14 -0.01(12) . . . . ? C15 C14 C19 C18 1.23(11) . . . . ? C13 C14 C19 C18 -177.56(7) . . . . ? C6G C1G C2G C3G -0.32(13) . . . . ? N7G C1G C2G C3G -176.76(7) . . . . ? C20 O3 C16 C17 176.39(7) . . . . ? C20 O3 C16 C15 -3.39(11) . . . . ? C18 C17 C16 O3 -178.14(7) . . . . ? C18 C17 C16 C15 1.65(12) . . . . ? C14 C15 C16 O3 179.33(7) . . . . ? C14 C15 C16 C17 -0.44(12) . . . . ? C7 C8 C9 C10 0.51(12) . . . . ? C11 C10 C9 C8 0.63(12) . . . . ? C1G C2G C3G C4G -0.53(13) . . . . ? C1 C2 C3 C4 -0.93(12) . . . . ? C5 C4 C3 C2 0.94(12) . . . . ? C2G C1G C6G C5G 0.95(13) . . . . ? N7G C1G C6G C5G 177.34(8) . . . . ? C2G C3G C4G C5G 0.74(14) . . . . ? C3G C4G C5G C6G -0.10(14) . . . . ? C1G C6G C5G C4G -0.75(14) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.76 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.231 _refine_diff_density_min -0.212 _refine_diff_density_rms 0.041 _chemical_name_common '9-(3-methoxyphenyl)-9H-xanthen-9-ol aniline clathrate'