Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 1350 loop_ _publ_author_name 'Ayesha Jacobs' 'Nana L. Z. Masuku' 'L. R. Nassimbeni' 'Jana H. Taljaard' _publ_contact_author_name 'Ayesha Jacobs' _publ_contact_author_address ; Department of Chemistry Cape Peninsula University of Technology Cape Town Campus Po Box 652 Cape Town 8000 SOUTH AFRICA ; _publ_contact_author_email JACOBSA@CPUT.AC.ZA _publ_requested_journal CrystEngComm _publ_section_title ; Inclusion of pyridine and acetone by a diol host:structure, thermal stability and kinetics of desolvation. ; data_a49act _database_code_depnum_ccdc_archive 'CCDC 659978' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-Di-(5H-dibenzo[a,d]cyclohepten-5-ol)-buta-1,3-diyne acetone inclusion compound ; _chemical_formula_moiety 'C34 H22 O2 .2(C3 H6 O)' _chemical_formula_sum 'C40 H34 O4' _chemical_formula_weight 578.67 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 12.964(3) _cell_length_b 10.681(2) _cell_length_c 22.543(5) _cell_angle_alpha 90.00 _cell_angle_beta 96.89(3) _cell_angle_gamma 90.00 _cell_volume 3099.0(12) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 'All data' _exptl_crystal_description ? _exptl_crystal_colour colourless _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.34 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.240 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 0.079 _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 5465 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0439 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 25.33 _reflns_number_total 2817 _reflns_number_gt 2050 _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^)+(0.0592P)^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_number_reflns 2817 _refine_ls_number_parameters 205 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1046 _refine_ls_wR_factor_gt 0.0950 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.001 _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 0.04209(7) 0.11198(8) 0.57646(4) 0.0247(3) Uani 1 1 d D . . C1 C 0.16712(10) -0.03478(12) 0.61984(6) 0.0205(3) Uani 1 1 d . . . H1 H 0.0117(12) 0.1946(7) 0.5778(5) 0.068(6) Uiso 1 1 d D . . C2 C 0.13824(11) -0.10721(13) 0.56932(6) 0.0261(4) Uani 1 1 d . . . H2 H 0.0907 -0.0746 0.5377 0.031 Uiso 1 1 calc R . . C3 C 0.17834(11) -0.22661(14) 0.56472(7) 0.0325(4) Uani 1 1 d . . . H3 H 0.1593 -0.2749 0.5297 0.039 Uiso 1 1 calc R . . C4 C 0.24616(12) -0.27570(14) 0.61102(7) 0.0362(4) Uani 1 1 d . . . H4 H 0.2726 -0.3582 0.6082 0.043 Uiso 1 1 calc R . . C5 C 0.27515(11) -0.20440(13) 0.66125(7) 0.0312(4) Uani 1 1 d . . . H5 H 0.3210 -0.2390 0.6931 0.037 Uiso 1 1 calc R . . C6 C 0.23833(10) -0.08210(13) 0.66628(6) 0.0237(3) Uani 1 1 d . . . C7 C 0.27944(11) -0.01002(14) 0.71932(6) 0.0272(4) Uani 1 1 d . . . H7 H 0.2934 -0.0559 0.7555 0.033 Uiso 1 1 calc R . . C8 C 0.29960(11) 0.11295(13) 0.72261(6) 0.0266(4) Uani 1 1 d . . . H8 H 0.3256 0.1448 0.7608 0.032 Uiso 1 1 calc R . . C9 C 0.28586(10) 0.20320(12) 0.67366(6) 0.0224(3) Uani 1 1 d . . . C10 C 0.35880(11) 0.30052(14) 0.67328(6) 0.0300(4) Uani 1 1 d . . . H10 H 0.4091 0.3122 0.7071 0.036 Uiso 1 1 calc R . . C11 C 0.35882(12) 0.37940(13) 0.62481(7) 0.0321(4) Uani 1 1 d . . . H11 H 0.4092 0.4441 0.6252 0.039 Uiso 1 1 calc R . . C12 C 0.28539(11) 0.36382(12) 0.57581(7) 0.0284(4) Uani 1 1 d . . . H12 H 0.2869 0.4157 0.5417 0.034 Uiso 1 1 calc R . . C13 C 0.20973(10) 0.27298(12) 0.57627(6) 0.0234(3) Uani 1 1 d . . . H13 H 0.1584 0.2645 0.5427 0.028 Uiso 1 1 calc R . . C14 C 0.20748(10) 0.19361(12) 0.62502(5) 0.0195(3) Uani 1 1 d . . . C15 C 0.12060(10) 0.09585(12) 0.62550(6) 0.0200(3) Uani 1 1 d . . . C16 C 0.07108(10) 0.10443(12) 0.68156(6) 0.0221(3) Uani 1 1 d . . . C17 C 0.02518(10) 0.10816(12) 0.72470(6) 0.0222(3) Uani 1 1 d . . . O1G O 0.54295(7) 0.15397(9) 0.43446(4) 0.0321(3) Uani 1 1 d . . . C2G C 0.47117(12) 0.03592(16) 0.35035(6) 0.0378(4) Uani 1 1 d . . . H2G3 H 0.4046 -0.0049 0.3542 0.057 Uiso 1 1 calc R . . H2G2 H 0.5112 -0.0157 0.3254 0.057 Uiso 1 1 calc R . . H2G1 H 0.4585 0.1183 0.3318 0.057 Uiso 1 1 calc R . . C3G C 0.53095(10) 0.05136(14) 0.41088(6) 0.0250(4) Uani 1 1 d . . . C4G C 0.57336(12) -0.06295(14) 0.44220(7) 0.0365(4) Uani 1 1 d . . . H4G2 H 0.6106 -0.0399 0.4811 0.055 Uiso 1 1 calc R . . H4G1 H 0.6212 -0.1046 0.4181 0.055 Uiso 1 1 calc R . . H4G3 H 0.5162 -0.1199 0.4482 0.055 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 0.0238(6) 0.0263(6) 0.0227(5) -0.0001(4) -0.0028(4) -0.0002(4) C1 0.0206(7) 0.0214(8) 0.0209(7) 0.0010(6) 0.0077(6) -0.0032(6) C2 0.0253(8) 0.0264(9) 0.0273(8) -0.0015(7) 0.0064(6) -0.0046(7) C3 0.0347(9) 0.0271(9) 0.0375(9) -0.0086(7) 0.0118(7) -0.0063(7) C4 0.0371(9) 0.0206(9) 0.0531(11) -0.0007(8) 0.0144(8) 0.0023(7) C5 0.0296(9) 0.0275(9) 0.0375(9) 0.0095(8) 0.0080(7) 0.0003(7) C6 0.0241(8) 0.0241(8) 0.0243(8) 0.0033(6) 0.0083(6) -0.0014(6) C7 0.0241(8) 0.0363(9) 0.0213(8) 0.0067(7) 0.0036(6) 0.0034(7) C8 0.0239(8) 0.0376(10) 0.0182(7) -0.0040(7) 0.0024(6) 0.0028(7) C9 0.0221(7) 0.0232(8) 0.0224(8) -0.0067(6) 0.0054(6) 0.0018(6) C10 0.0254(8) 0.0296(9) 0.0342(9) -0.0104(7) 0.0001(7) -0.0004(7) C11 0.0287(9) 0.0215(8) 0.0473(10) -0.0045(7) 0.0096(8) -0.0058(7) C12 0.0301(9) 0.0213(8) 0.0356(9) 0.0029(7) 0.0113(7) 0.0010(7) C13 0.0234(8) 0.0216(8) 0.0259(8) -0.0015(6) 0.0059(6) 0.0027(6) C14 0.0213(7) 0.0173(7) 0.0208(7) -0.0038(6) 0.0057(6) 0.0026(6) C15 0.0196(7) 0.0243(8) 0.0161(7) 0.0006(6) 0.0019(6) 0.0007(6) C16 0.0200(8) 0.0212(8) 0.0244(8) 0.0004(6) -0.0001(6) -0.0006(6) C17 0.0187(8) 0.0229(8) 0.0244(8) 0.0010(6) 0.0002(6) -0.0005(6) O1G 0.0317(6) 0.0306(6) 0.0330(6) -0.0019(5) 0.0000(5) 0.0033(5) C2G 0.0352(9) 0.0451(10) 0.0316(9) -0.0063(7) -0.0013(7) 0.0023(8) C3G 0.0180(8) 0.0296(9) 0.0287(8) 0.0001(7) 0.0087(6) 0.0018(6) C4G 0.0382(9) 0.0348(9) 0.0380(9) 0.0051(8) 0.0108(7) 0.0098(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 C15 1.4205(16) . ? O1 H1 0.9688(19) . ? C1 C2 1.3904(18) . ? C1 C6 1.4042(18) . ? C1 C15 1.5313(18) . ? C2 C3 1.386(2) . ? C2 H2 0.9500 . ? C3 C4 1.385(2) . ? C3 H3 0.9500 . ? C4 C5 1.379(2) . ? C4 H4 0.9500 . ? C5 C6 1.400(2) . ? C5 H5 0.9500 . ? C6 C7 1.4675(19) . ? C7 C8 1.3396(19) . ? C7 H7 0.9500 . ? C8 C9 1.4599(19) . ? C8 H8 0.9500 . ? C9 C10 1.4059(19) . ? C9 C14 1.4063(18) . ? C10 C11 1.380(2) . ? C10 H10 0.9500 . ? C11 C12 1.379(2) . ? C11 H11 0.9500 . ? C12 C13 1.3806(19) . ? C12 H12 0.9500 . ? C13 C14 1.3910(19) . ? C13 H13 0.9500 . ? C14 C15 1.5369(19) . ? C15 C16 1.487(2) . ? C16 C17 1.2002(18) . ? C17 C17 1.381(3) 2_556 ? O1G C3G 1.2199(16) . ? C2G C3G 1.4953(19) . ? C2G H2G3 0.9800 . ? C2G H2G2 0.9800 . ? C2G H2G1 0.9800 . ? C3G C4G 1.483(2) . ? C4G H4G2 0.9800 . ? C4G H4G1 0.9800 . ? C4G H4G3 0.9800 . ? 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 C15 O1 H1 110.0(9) . . ? C2 C1 C6 119.91(12) . . ? C2 C1 C15 120.34(12) . . ? C6 C1 C15 119.74(11) . . ? C3 C2 C1 120.45(14) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C4 C3 C2 120.13(14) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C5 C4 C3 119.73(15) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 121.32(14) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C5 C6 C1 118.40(12) . . ? C5 C6 C7 117.48(13) . . ? C1 C6 C7 124.10(12) . . ? C8 C7 C6 127.50(13) . . ? C8 C7 H7 116.2 . . ? C6 C7 H7 116.2 . . ? C7 C8 C9 126.89(13) . . ? C7 C8 H8 116.6 . . ? C9 C8 H8 116.6 . . ? C10 C9 C14 118.21(12) . . ? C10 C9 C8 118.13(12) . . ? C14 C9 C8 123.54(12) . . ? C11 C10 C9 121.35(13) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C12 C11 C10 119.66(13) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C11 C12 C13 120.10(13) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C12 C13 C14 121.10(13) . . ? C12 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? C13 C14 C9 119.34(12) . . ? C13 C14 C15 120.30(12) . . ? C9 C14 C15 120.36(11) . . ? O1 C15 C16 108.16(10) . . ? O1 C15 C1 107.35(10) . . ? C16 C15 C1 109.96(11) . . ? O1 C15 C14 111.68(10) . . ? C16 C15 C14 110.83(11) . . ? C1 C15 C14 108.80(11) . . ? C17 C16 C15 175.61(14) . . ? C16 C17 C17 177.57(14) . 2_556 ? C3G C2G H2G3 109.5 . . ? C3G C2G H2G2 109.5 . . ? H2G3 C2G H2G2 109.5 . . ? C3G C2G H2G1 109.5 . . ? H2G3 C2G H2G1 109.5 . . ? H2G2 C2G H2G1 109.5 . . ? O1G C3G C4G 120.78(13) . . ? O1G C3G C2G 121.45(13) . . ? C4G C3G C2G 117.76(13) . . ? C3G C4G H4G2 109.5 . . ? C3G C4G H4G1 109.5 . . ? H4G2 C4G H4G1 109.5 . . ? C3G C4G H4G3 109.5 . . ? H4G2 C4G H4G3 109.5 . . ? H4G1 C4G H4G3 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 C6 C1 C2 C3 0.8(2) . . . . ? C15 C1 C2 C3 -178.47(13) . . . . ? C1 C2 C3 C4 1.2(2) . . . . ? C2 C3 C4 C5 -1.2(2) . . . . ? C3 C4 C5 C6 -0.8(2) . . . . ? C4 C5 C6 C1 2.7(2) . . . . ? C4 C5 C6 C7 -175.51(13) . . . . ? C2 C1 C6 C5 -2.67(19) . . . . ? C15 C1 C6 C5 176.56(12) . . . . ? C2 C1 C6 C7 175.41(12) . . . . ? C15 C1 C6 C7 -5.36(19) . . . . ? C5 C6 C7 C8 144.40(16) . . . . ? C1 C6 C7 C8 -33.7(2) . . . . ? C6 C7 C8 C9 -0.5(2) . . . . ? C7 C8 C9 C10 -143.71(15) . . . . ? C7 C8 C9 C14 32.2(2) . . . . ? C14 C9 C10 C11 -4.7(2) . . . . ? C8 C9 C10 C11 171.48(13) . . . . ? C9 C10 C11 C12 0.7(2) . . . . ? C10 C11 C12 C13 2.6(2) . . . . ? C11 C12 C13 C14 -1.7(2) . . . . ? C12 C13 C14 C9 -2.36(19) . . . . ? C12 C13 C14 C15 178.06(12) . . . . ? C10 C9 C14 C13 5.43(18) . . . . ? C8 C9 C14 C13 -170.48(12) . . . . ? C10 C9 C14 C15 -174.99(11) . . . . ? C8 C9 C14 C15 9.10(19) . . . . ? C2 C1 C15 O1 6.80(16) . . . . ? C6 C1 C15 O1 -172.43(11) . . . . ? C2 C1 C15 C16 124.25(13) . . . . ? C6 C1 C15 C16 -54.98(16) . . . . ? C2 C1 C15 C14 -114.21(13) . . . . ? C6 C1 C15 C14 66.57(15) . . . . ? C13 C14 C15 O1 -8.20(17) . . . . ? C9 C14 C15 O1 172.22(11) . . . . ? C13 C14 C15 C16 -128.87(13) . . . . ? C9 C14 C15 C16 51.55(16) . . . . ? C13 C14 C15 C1 110.11(13) . . . . ? C9 C14 C15 C1 -69.47(15) . . . . ? O1 C15 C16 C17 30.2(19) . . . . ? C1 C15 C16 C17 -86.7(19) . . . . ? C14 C15 C16 C17 152.9(19) . . . . ? C15 C16 C17 C17 106(4) . . . 2_556 ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.33 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.193 _refine_diff_density_min -0.185 _refine_diff_density_rms 0.041 # Attachment 'A49PYR.CIF' data_c:49pyr _database_code_depnum_ccdc_archive 'CCDC 659979' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,4-Di-(5H-dibenzo[a,d]cyclohepten-5-ol)-buta-1,3-diyne pyridine inclusion compound ; _chemical_formula_moiety 'C34 H22 O2. 2(C5 H5 N)' _chemical_formula_sum 'C44 H32 N2 O2' _chemical_formula_weight 620.72 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 12.037(2) _cell_length_b 8.1743(16) _cell_length_c 16.658(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.95(3) _cell_angle_gamma 90.00 _cell_volume 1619.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 'All data' _exptl_crystal_description ? _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.273 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type none _exptl_special_details ; none ; _diffrn_ambient_temperature 173(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 5654 _diffrn_reflns_av_R_equivalents 0.0498 _diffrn_reflns_av_sigmaI/netI 0.0910 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 25.68 _reflns_number_total 3065 _reflns_number_gt 1818 _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^)+(0.0426P)^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 3065 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0986 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.1011 _refine_ls_wR_factor_gt 0.0870 _refine_ls_goodness_of_fit_ref 0.929 _refine_ls_restrained_S_all 0.929 _refine_ls_shift/su_max 0.001 _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 0.69733(11) 0.00628(13) 0.37273(8) 0.0261(3) Uani 1 1 d . . . C1 C 0.80167(16) 0.14510(19) 0.28152(11) 0.0203(5) Uani 1 1 d . . . H1 H 0.686(2) -0.004(2) 0.4272(15) 0.062(8) Uiso 1 1 d . . . C2 C 0.73843(17) 0.0551(2) 0.22001(11) 0.0261(5) Uani 1 1 d . . . H2 H 0.6815 -0.0168 0.2325 0.031 Uiso 1 1 calc R . . C3 C 0.75808(18) 0.0696(2) 0.14047(12) 0.0312(5) Uani 1 1 d . . . H3 H 0.7141 0.0084 0.0986 0.037 Uiso 1 1 calc R . . C4 C 0.84136(18) 0.1729(2) 0.12167(12) 0.0315(5) Uani 1 1 d . . . H4 H 0.8540 0.1837 0.0670 0.038 Uiso 1 1 calc R . . C5 C 0.90576(17) 0.2596(2) 0.18266(12) 0.0285(5) Uani 1 1 d . . . H5 H 0.9648 0.3271 0.1698 0.034 Uiso 1 1 calc R . . C6 C 0.88642(17) 0.25089(19) 0.26337(11) 0.0232(5) Uani 1 1 d . . . C7 C 0.95182(17) 0.3593(2) 0.32274(11) 0.0269(5) Uani 1 1 d . . . H7 H 1.0287 0.3744 0.3176 0.032 Uiso 1 1 calc R . . C8 C 0.91479(17) 0.4395(2) 0.38353(11) 0.0268(5) Uani 1 1 d . . . H8 H 0.9681 0.5028 0.4185 0.032 Uiso 1 1 calc R . . C9 C 0.79982(17) 0.4380(2) 0.40061(11) 0.0233(5) Uani 1 1 d . . . C10 C 0.75394(18) 0.5856(2) 0.42289(11) 0.0273(5) Uani 1 1 d . . . H10 H 0.8013 0.6785 0.4340 0.033 Uiso 1 1 calc R . . C11 C 0.64159(19) 0.5988(2) 0.42902(12) 0.0318(5) Uani 1 1 d . . . H11 H 0.6120 0.7002 0.4439 0.038 Uiso 1 1 calc R . . C12 C 0.57162(18) 0.4643(2) 0.41358(11) 0.0303(5) Uani 1 1 d . . . H12 H 0.4935 0.4741 0.4159 0.036 Uiso 1 1 calc R . . C13 C 0.61626(17) 0.3149(2) 0.39465(11) 0.0252(5) Uani 1 1 d . . . H13 H 0.5685 0.2221 0.3851 0.030 Uiso 1 1 calc R . . C14 C 0.72935(16) 0.29964(19) 0.38949(10) 0.0204(4) Uani 1 1 d . . . C15 C 0.77737(16) 0.13302(19) 0.36850(11) 0.0219(5) Uani 1 1 d . . . C16 C 0.88018(17) 0.08788(19) 0.42543(11) 0.0229(5) Uani 1 1 d . . . C17 C 0.95569(17) 0.0309(2) 0.47267(11) 0.0237(5) Uani 1 1 d . . . N1G N 0.31732(15) 0.01914(18) 0.45994(10) 0.0312(4) Uani 1 1 d . . . C2G C 0.39426(18) -0.0682(2) 0.42890(13) 0.0343(5) Uani 1 1 d . . . H2G H 0.4418 -0.1385 0.4644 0.041 Uiso 1 1 calc R . . C3G C 0.40893(19) -0.0628(2) 0.34865(13) 0.0353(5) Uani 1 1 d . . . H3G H 0.4657 -0.1264 0.3298 0.042 Uiso 1 1 calc R . . C4G C 0.33935(19) 0.0371(2) 0.29615(13) 0.0355(5) Uani 1 1 d . . . H4G H 0.3479 0.0447 0.2405 0.043 Uiso 1 1 calc R . . C5G C 0.2573(2) 0.1254(2) 0.32601(13) 0.0373(6) Uani 1 1 d . . . H5G H 0.2072 0.1937 0.2912 0.045 Uiso 1 1 calc R . . C6G C 0.24941(19) 0.1127(2) 0.40765(12) 0.0350(5) Uani 1 1 d . . . H6G H 0.1925 0.1739 0.4278 0.042 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 0.0287(9) 0.0229(7) 0.0271(8) 0.0008(6) 0.0059(7) -0.0050(6) C1 0.0225(12) 0.0181(9) 0.0204(11) 0.0003(7) 0.0039(9) 0.0067(8) C2 0.0257(12) 0.0261(10) 0.0265(12) -0.0015(8) 0.0040(10) 0.0033(8) C3 0.0324(14) 0.0361(11) 0.0237(12) -0.0053(9) 0.0002(10) 0.0104(10) C4 0.0381(15) 0.0368(11) 0.0205(11) 0.0037(9) 0.0075(11) 0.0148(10) C5 0.0299(14) 0.0292(10) 0.0287(12) 0.0053(9) 0.0117(10) 0.0075(9) C6 0.0243(12) 0.0212(9) 0.0244(11) 0.0019(8) 0.0042(9) 0.0054(8) C7 0.0250(13) 0.0255(10) 0.0305(12) 0.0034(9) 0.0049(10) -0.0012(9) C8 0.0263(13) 0.0277(10) 0.0264(11) -0.0028(9) 0.0044(10) -0.0039(9) C9 0.0283(13) 0.0248(9) 0.0169(10) 0.0017(8) 0.0036(9) 0.0004(9) C10 0.0369(14) 0.0234(10) 0.0219(11) -0.0017(8) 0.0053(10) -0.0006(9) C11 0.0418(15) 0.0277(10) 0.0271(12) -0.0032(9) 0.0091(11) 0.0099(10) C12 0.0277(13) 0.0375(11) 0.0265(12) 0.0009(9) 0.0069(10) 0.0083(10) C13 0.0262(14) 0.0263(10) 0.0232(11) 0.0023(8) 0.0042(10) 0.0012(8) C14 0.0243(13) 0.0231(9) 0.0138(10) 0.0015(8) 0.0031(9) 0.0028(8) C15 0.0231(13) 0.0196(9) 0.0230(11) 0.0002(8) 0.0031(9) -0.0017(8) C16 0.0283(13) 0.0208(9) 0.0203(11) -0.0015(8) 0.0059(10) 0.0009(9) C17 0.0258(13) 0.0247(10) 0.0217(11) 0.0004(8) 0.0072(9) 0.0011(9) N1G 0.0360(12) 0.0308(9) 0.0269(10) -0.0008(8) 0.0050(9) -0.0068(8) C2G 0.0352(15) 0.0355(11) 0.0314(13) 0.0013(10) 0.0029(11) -0.0049(10) C3G 0.0338(14) 0.0411(12) 0.0321(13) -0.0052(10) 0.0082(11) -0.0043(10) C4G 0.0456(16) 0.0377(11) 0.0237(11) -0.0048(9) 0.0069(11) -0.0126(11) C5G 0.0529(17) 0.0291(11) 0.0283(12) -0.0001(9) 0.0010(12) -0.0013(10) C6G 0.0435(15) 0.0294(11) 0.0330(13) -0.0054(10) 0.0088(12) -0.0026(10) _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 C15 1.424(2) . ? C1 C2 1.389(2) . ? C1 C6 1.406(2) . ? C1 C15 1.525(2) . ? C2 C3 1.387(3) . ? C3 C4 1.383(3) . ? C4 C5 1.375(3) . ? C5 C6 1.401(2) . ? C6 C7 1.463(3) . ? C7 C8 1.340(2) . ? C8 C9 1.456(3) . ? C9 C10 1.401(2) . ? C9 C14 1.409(2) . ? C10 C11 1.376(3) . ? C11 C12 1.384(3) . ? C12 C13 1.390(2) . ? C13 C14 1.383(3) . ? C14 C15 1.541(2) . ? C15 C16 1.484(3) . ? C16 C17 1.200(2) . ? C17 C17 1.386(4) 3_756 ? N1G C2G 1.336(2) . ? N1G C6G 1.338(2) . ? C2G C3G 1.376(3) . ? C3G C4G 1.380(3) . ? C4G C5G 1.377(3) . ? C5G C6G 1.382(3) . ? 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 C2 C1 C6 120.01(17) . . ? C2 C1 C15 120.17(16) . . ? C6 C1 C15 119.80(16) . . ? C3 C2 C1 120.27(18) . . ? C4 C3 C2 120.41(19) . . ? C5 C4 C3 119.50(18) . . ? C4 C5 C6 121.58(18) . . ? C5 C6 C1 118.17(17) . . ? C5 C6 C7 117.73(17) . . ? C1 C6 C7 124.01(17) . . ? C8 C7 C6 126.88(19) . . ? C7 C8 C9 125.58(18) . . ? C10 C9 C14 118.19(19) . . ? C10 C9 C8 118.06(17) . . ? C14 C9 C8 123.54(16) . . ? C11 C10 C9 121.28(18) . . ? C10 C11 C12 120.06(17) . . ? C11 C12 C13 119.6(2) . . ? C14 C13 C12 120.80(18) . . ? C13 C14 C9 119.87(16) . . ? C13 C14 C15 120.08(16) . . ? C9 C14 C15 120.01(17) . . ? O1 C15 C16 106.91(14) . . ? O1 C15 C1 108.98(14) . . ? C16 C15 C1 111.04(15) . . ? O1 C15 C14 110.57(15) . . ? C16 C15 C14 112.32(15) . . ? C1 C15 C14 107.01(13) . . ? C17 C16 C15 170.76(19) . . ? C16 C17 C17 178.5(3) . 3_756 ? C2G N1G C6G 116.35(17) . . ? N1G C2G C3G 124.1(2) . . ? C2G C3G C4G 118.5(2) . . ? C5G C4G C3G 118.68(19) . . ? C4G C5G C6G 118.6(2) . . ? N1G C6G C5G 123.7(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.68 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.157 _refine_diff_density_min -0.213 _refine_diff_density_rms 0.046