Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2003 data_p-1 _database_code_CSD 195326 _journal_coden_Cambridge 182 loop_ _publ_author_name 'Philip Coppens' _publ_contact_author_name 'Prof Philip Coppens' _publ_contact_author_address ; Chemistry SUNY at Buffalo Department of Chemistry, State Univ Buffalo New York 14260 UNITED STATES OF AMERICA ; _publ_contact_author_email 'COPPENS@ACSU.BUFFALO.EDU' _publ_requested_journal 'Chemical Communications' _publ_section_title ; Three-fold interpenetrating three-dimensional networks based on C-methylcalix[4]resorcinarene incorporating benzophenone guest molecules ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C69 H62 N8 O9' _chemical_formula_weight 1147.27 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 13.810(6) _cell_length_b 14.509(5) _cell_length_c 15.157(6) _cell_angle_alpha 89.123(11) _cell_angle_beta 73.006(14) _cell_angle_gamma 81.958(12) _cell_volume 2875(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prismatic _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(1) _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 'SMART CCD 1000' _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 35257 _diffrn_reflns_av_R_equivalents 0.1567 _diffrn_reflns_av_sigmaI/netI 0.1753 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 30.78 _reflns_number_total 15638 _reflns_number_gt 7631 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART CCD 1000' _computing_cell_refinement 'SMART' _computing_data_reduction 'SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP' _computing_publication_material 'XCIF' _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^)+(0.0929P)^2^+0.6818P] 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 SHELXL _refine_ls_extinction_coef 0.0031(7) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 15638 _refine_ls_number_parameters 1024 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1859 _refine_ls_R_factor_gt 0.0830 _refine_ls_wR_factor_ref 0.2370 _refine_ls_wR_factor_gt 0.1835 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 0.54280(17) 0.70454(17) -0.01040(15) 0.0269(5) Uani 1 1 d . . . O2 O 0.55014(17) 0.48260(16) 0.21174(15) 0.0279(5) Uani 1 1 d . . . O3 O 0.72511(16) 0.44965(15) 0.42631(14) 0.0240(5) Uani 1 1 d . . . O4 O 0.44958(17) 0.62858(15) 0.64399(13) 0.0224(5) Uani 1 1 d . . . O5 O 0.29432(16) 0.65625(15) 0.41211(14) 0.0220(5) Uani 1 1 d . . . O6 O 0.29732(16) 0.88750(16) 0.18381(14) 0.0220(5) Uani 1 1 d . . . O7 O 0.45255(16) 1.15033(15) 0.12636(14) 0.0224(5) Uani 1 1 d . . . O8 O 0.72005(15) 0.95530(15) -0.08425(13) 0.0213(4) Uani 1 1 d . . . O9 O -0.0460(2) 0.1539(2) 0.67568(18) 0.0577(9) Uani 1 1 d . . . C1 C 0.6610(2) 0.7169(2) 0.07999(18) 0.0176(6) Uani 1 1 d . . . C2 C 0.5852(2) 0.6752(2) 0.05846(18) 0.0199(6) Uani 1 1 d . . . C3 C 0.5507(2) 0.5976(2) 0.10352(19) 0.0217(6) Uani 1 1 d . . . C4 C 0.5885(2) 0.5606(2) 0.17387(18) 0.0196(6) Uani 1 1 d . . . C5 C 0.6631(2) 0.6003(2) 0.19955(18) 0.0182(6) Uani 1 1 d . . . C6 C 0.6961(2) 0.6777(2) 0.15188(18) 0.0186(6) Uani 1 1 d . . . C7 C 0.7057(2) 0.5585(2) 0.27556(18) 0.0186(6) Uani 1 1 d . . . C8 C 0.8095(2) 0.5892(3) 0.2720(2) 0.0274(7) Uani 1 1 d . . . C9 C 0.6327(2) 0.5784(2) 0.37269(18) 0.0171(5) Uani 1 1 d . . . C10 C 0.6494(2) 0.5243(2) 0.44539(18) 0.0186(6) Uani 1 1 d . . . C11 C 0.5878(2) 0.5449(2) 0.53501(18) 0.0183(6) Uani 1 1 d . . . C12 C 0.5074(2) 0.6168(2) 0.55307(17) 0.0178(6) Uani 1 1 d . . . C13 C 0.4871(2) 0.6729(2) 0.48299(18) 0.0176(6) Uani 1 1 d . . . C14 C 0.5514(2) 0.6506(2) 0.39367(18) 0.0172(6) Uani 1 1 d . . . C15 C 0.4001(2) 0.7545(2) 0.50485(17) 0.0160(5) Uani 1 1 d . . . C16 C 0.4244(3) 0.8312(2) 0.5595(2) 0.0252(7) Uani 1 1 d . . . C17 C 0.37230(19) 0.79104(19) 0.41956(17) 0.0150(5) Uani 1 1 d . . . C18 C 0.3219(2) 0.73915(19) 0.37523(18) 0.0165(5) Uani 1 1 d . . . C19 C 0.2972(2) 0.7716(2) 0.29717(18) 0.0175(6) Uani 1 1 d . . . C20 C 0.3234(2) 0.85593(19) 0.26106(17) 0.0154(5) Uani 1 1 d . . . C21 C 0.37490(19) 0.91005(19) 0.30195(17) 0.0153(5) Uani 1 1 d . . . C22 C 0.3974(2) 0.8750(2) 0.38114(17) 0.0154(5) Uani 1 1 d . . . C23 C 0.4064(2) 1.00091(19) 0.26093(17) 0.0151(5) Uani 1 1 d . . . C24 C 0.4403(2) 1.0596(2) 0.32696(19) 0.0219(6) Uani 1 1 d . . . C25 C 0.4899(2) 0.9888(2) 0.16807(17) 0.0162(5) Uani 1 1 d . . . C26 C 0.5074(2) 1.0634(2) 0.10926(17) 0.0168(6) Uani 1 1 d . . . C27 C 0.5850(2) 1.0525(2) 0.02537(18) 0.0168(5) Uani 1 1 d . . . C28 C 0.6457(2) 0.9678(2) -0.00027(17) 0.0169(6) Uani 1 1 d . . . C29 C 0.6319(2) 0.8909(2) 0.05719(17) 0.0162(5) Uani 1 1 d . . . C30 C 0.5539(2) 0.9048(2) 0.14036(18) 0.0168(5) Uani 1 1 d . . . C31 C 0.7024(2) 0.8003(2) 0.02832(18) 0.0171(5) Uani 1 1 d . . . C32 C 0.8100(2) 0.8101(2) 0.0308(2) 0.0249(7) Uani 1 1 d . . . C33 C -0.1218(3) 0.2313(3) -0.1144(2) 0.0329(8) Uani 1 1 d . . . C34 C -0.0773(3) 0.2824(3) -0.0650(2) 0.0306(7) Uani 1 1 d . . . C35 C -0.1387(2) 0.3461(2) 0.0022(2) 0.0253(7) Uani 1 1 d . . . C36 C -0.2431(3) 0.3572(3) 0.0162(2) 0.0308(7) Uani 1 1 d . . . C37 C -0.2826(3) 0.3026(3) -0.0352(2) 0.0314(7) Uani 1 1 d . . . C38 C -0.0957(2) 0.3994(2) 0.0597(2) 0.0272(7) Uani 1 1 d . . . C39 C 0.1223(2) 0.4335(2) 0.0998(2) 0.0278(7) Uani 1 1 d . . . C40 C 0.1623(2) 0.4813(2) 0.16328(19) 0.0234(6) Uani 1 1 d . . . C41 C 0.2649(2) 0.4597(2) 0.1597(2) 0.0273(7) Uani 1 1 d . . . C42 C 0.2995(3) 0.5014(2) 0.2237(2) 0.0286(7) Uani 1 1 d . . . C43 C 0.1412(3) 0.5853(2) 0.2892(2) 0.0281(7) Uani 1 1 d . . . C44 C 0.0999(3) 0.5455(2) 0.2291(2) 0.0283(7) Uani 1 1 d . . . C45 C 0.2983(3) 0.2845(3) 0.3248(2) 0.0373(9) Uani 1 1 d . . . C46 C 0.2181(3) 0.3454(3) 0.3800(2) 0.0353(8) Uani 1 1 d . . . C47 C 0.1220(3) 0.3479(2) 0.3679(2) 0.0348(8) Uani 1 1 d . . . C48 C 0.1104(3) 0.2901(3) 0.3022(3) 0.0397(9) Uani 1 1 d . . . C49 C 0.1946(3) 0.2304(3) 0.2502(2) 0.0360(8) Uani 1 1 d . . . C50 C 0.0332(3) 0.4134(3) 0.4222(2) 0.0384(9) Uani 1 1 d . . . C51 C -0.1758(3) 0.2499(3) 0.2336(2) 0.0336(8) Uani 1 1 d . . . C52 C -0.1174(3) 0.1831(3) 0.1670(2) 0.0332(8) Uani 1 1 d . . . C53 C -0.1676(3) 0.1330(2) 0.1211(2) 0.0323(8) Uani 1 1 d . . . C54 C -0.2721(3) 0.1540(3) 0.1411(2) 0.0341(8) Uani 1 1 d . . . C55 C -0.3226(3) 0.2220(3) 0.2073(2) 0.0346(8) Uani 1 1 d . . . C56 C -0.1136(3) 0.0618(3) 0.0499(2) 0.0333(8) Uani 1 1 d . . . C57 C 0.2080(3) 0.1794(3) 0.5676(3) 0.0397(9) Uani 1 1 d . . . C58 C 0.2989(3) 0.1835(3) 0.5862(3) 0.0474(10) Uani 1 1 d . . . C59 C 0.3183(3) 0.1397(3) 0.6611(3) 0.0494(11) Uani 1 1 d . . . C60 C 0.2464(4) 0.0920(3) 0.7182(3) 0.0503(11) Uani 1 1 d . . . C61 C 0.1514(3) 0.0924(3) 0.7034(3) 0.0441(9) Uani 1 1 d . . . C62 C 0.1337(3) 0.1349(3) 0.6262(2) 0.0348(8) Uani 1 1 d . . . C63 C 0.0311(3) 0.1388(3) 0.6106(2) 0.0384(9) Uani 1 1 d . . . C64 C 0.0248(3) 0.1242(3) 0.5155(2) 0.0336(8) Uani 1 1 d . . . C65 C -0.0662(3) 0.1565(3) 0.4963(3) 0.0442(10) Uani 1 1 d . . . C66 C -0.0779(3) 0.1382(4) 0.4119(3) 0.0520(12) Uani 1 1 d . . . C67 C 0.0004(3) 0.0854(3) 0.3456(3) 0.0457(10) Uani 1 1 d . . . C68 C 0.0912(3) 0.0519(3) 0.3643(2) 0.0381(9) Uani 1 1 d . . . C69 C 0.1044(3) 0.0725(3) 0.4481(2) 0.0332(8) Uani 1 1 d . . . N1 N -0.2236(2) 0.2398(2) -0.09922(18) 0.0301(6) Uani 1 1 d . . . N2 N 0.2395(2) 0.56335(19) 0.28776(18) 0.0271(6) Uani 1 1 d . . . N3 N 0.0003(2) 0.3887(2) 0.04813(18) 0.0313(6) Uani 1 1 d . . . N4 N 0.0261(2) 0.4407(2) 0.11319(18) 0.0320(6) Uani 1 1 d . . . N5 N 0.2877(2) 0.2275(2) 0.26060(19) 0.0357(7) Uani 1 1 d . . . N6 N 0.0454(2) 0.4702(2) 0.4788(2) 0.0414(8) Uani 1 1 d . . . N7 N -0.2774(2) 0.2694(2) 0.25404(18) 0.0318(6) Uani 1 1 d . . . N8 N -0.0191(2) 0.0340(2) 0.0356(2) 0.0405(7) Uani 1 1 d . . . H14A H 0.544(2) 0.691(2) 0.3408(18) 0.008(7) Uiso 1 1 d . . . H30A H 0.547(2) 0.855(2) 0.182(2) 0.014(7) Uiso 1 1 d . . . H2 H 0.561(3) 0.464(2) 0.263(2) 0.026(9) Uiso 1 1 d . . . H27A H 0.5898(19) 1.1057(19) -0.0140(17) 0.004(6) Uiso 1 1 d . . . H1 H 0.563(4) 0.759(4) -0.042(3) 0.074(16) Uiso 1 1 d . . . H24C H 0.458(2) 1.121(2) 0.294(2) 0.024(8) Uiso 1 1 d . . . H8 H 0.716(3) 1.009(3) -0.118(2) 0.029(9) Uiso 1 1 d . . . H23A H 0.347(3) 1.041(2) 0.248(2) 0.027(9) Uiso 1 1 d . . . H24B H 0.386(3) 1.076(2) 0.392(2) 0.028(9) Uiso 1 1 d . . . H37A H -0.355(3) 0.309(3) -0.028(3) 0.050(12) Uiso 1 1 d . . . H32C H 0.852(3) 0.756(3) 0.018(3) 0.044(11) Uiso 1 1 d . . . H32B H 0.810(3) 0.830(3) 0.101(2) 0.036(10) Uiso 1 1 d . . . H24A H 0.509(3) 1.025(2) 0.336(2) 0.031(9) Uiso 1 1 d . . . H7 H 0.403(4) 1.165(4) 0.174(3) 0.083(18) Uiso 1 1 d . . . H15A H 0.340(2) 0.729(2) 0.547(2) 0.020(8) Uiso 1 1 d . . . H11A H 0.594(2) 0.5082(19) 0.5863(18) 0.004(6) Uiso 1 1 d . . . H39A H 0.171(3) 0.392(3) 0.044(3) 0.041(10) Uiso 1 1 d . . . H34A H -0.005(3) 0.273(3) -0.079(2) 0.035(10) Uiso 1 1 d . . . H68A H 0.156(3) 0.014(3) 0.311(3) 0.049(12) Uiso 1 1 d . . . H32A H 0.841(3) 0.857(2) -0.011(2) 0.026(9) Uiso 1 1 d . . . H55A H -0.396(3) 0.242(3) 0.223(2) 0.037(10) Uiso 1 1 d . . . H57A H 0.192(3) 0.212(3) 0.515(2) 0.034(10) Uiso 1 1 d . . . H44A H 0.028(3) 0.565(3) 0.235(3) 0.043(11) Uiso 1 1 d . . . H38A H -0.138(3) 0.444(3) 0.106(2) 0.037(10) Uiso 1 1 d . . . H6 H 0.280(4) 0.843(4) 0.160(3) 0.068(16) Uiso 1 1 d . . . H36A H -0.288(3) 0.401(3) 0.062(3) 0.039(10) Uiso 1 1 d . . . H41A H 0.309(3) 0.410(3) 0.116(2) 0.033(10) Uiso 1 1 d . . . H33A H -0.076(3) 0.185(3) -0.166(3) 0.047(11) Uiso 1 1 d . . . H3 H 0.719(3) 0.415(3) 0.475(2) 0.028(9) Uiso 1 1 d . . . H4 H 0.385(4) 0.656(4) 0.653(4) 0.092(19) Uiso 1 1 d . . . H67A H -0.005(3) 0.069(3) 0.280(3) 0.053(12) Uiso 1 1 d . . . H52A H -0.042(3) 0.176(2) 0.155(2) 0.031(9) Uiso 1 1 d . . . H69A H 0.167(3) 0.047(3) 0.463(3) 0.050(12) Uiso 1 1 d . . . H43A H 0.099(3) 0.633(3) 0.334(2) 0.035(10) Uiso 1 1 d . . . H16C H 0.438(2) 0.803(2) 0.612(2) 0.027(9) Uiso 1 1 d . . . H16B H 0.360(3) 0.887(3) 0.583(3) 0.046(11) Uiso 1 1 d . . . H7A H 0.719(2) 0.484(2) 0.264(2) 0.026(9) Uiso 1 1 d . . . H50A H -0.043(3) 0.412(3) 0.415(2) 0.039(10) Uiso 1 1 d . . . H16A H 0.475(3) 0.867(3) 0.524(3) 0.037(10) Uiso 1 1 d . . . H22A H 0.431(2) 0.914(2) 0.412(2) 0.020(8) Uiso 1 1 d . . . H31A H 0.707(3) 0.794(3) -0.037(2) 0.035(10) Uiso 1 1 d . . . H54A H -0.310(3) 0.121(3) 0.109(3) 0.052(12) Uiso 1 1 d . . . H49A H 0.184(2) 0.185(2) 0.204(2) 0.021(8) Uiso 1 1 d . . . H56A H -0.155(3) 0.032(3) 0.008(3) 0.051(12) Uiso 1 1 d . . . H48A H 0.038(3) 0.290(3) 0.289(2) 0.034(10) Uiso 1 1 d . . . H46A H 0.230(3) 0.385(3) 0.426(2) 0.030(9) Uiso 1 1 d . . . H66A H -0.150(4) 0.153(3) 0.401(3) 0.075(15) Uiso 1 1 d . . . H3A H 0.502(2) 0.567(2) 0.080(2) 0.022(8) Uiso 1 1 d . . . H51A H -0.143(3) 0.284(3) 0.267(3) 0.038(10) Uiso 1 1 d . . . H19A H 0.261(2) 0.737(2) 0.266(2) 0.021(8) Uiso 1 1 d . . . H8C H 0.839(3) 0.556(2) 0.322(2) 0.033(9) Uiso 1 1 d . . . H8B H 0.798(3) 0.661(3) 0.288(2) 0.042(11) Uiso 1 1 d . . . H5 H 0.281(3) 0.624(3) 0.369(3) 0.053(13) Uiso 1 1 d . . . H8A H 0.859(3) 0.579(3) 0.211(3) 0.063(14) Uiso 1 1 d . . . H42A H 0.368(3) 0.484(3) 0.223(2) 0.039(10) Uiso 1 1 d . . . H6A H 0.749(2) 0.704(2) 0.163(2) 0.021(8) Uiso 1 1 d . . . H59A H 0.379(3) 0.136(3) 0.673(3) 0.052(12) Uiso 1 1 d . . . H45A H 0.367(3) 0.281(3) 0.328(3) 0.045(11) Uiso 1 1 d . . . H61A H 0.105(3) 0.049(3) 0.743(3) 0.060(13) Uiso 1 1 d . . . H65A H -0.119(4) 0.192(3) 0.543(3) 0.066(14) Uiso 1 1 d . . . H60A H 0.268(4) 0.058(4) 0.760(3) 0.075(16) Uiso 1 1 d . . . H58A H 0.351(4) 0.222(4) 0.543(3) 0.086(17) 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 O1 0.0310(12) 0.0292(14) 0.0290(11) 0.0132(9) -0.0199(10) -0.0096(10) O2 0.0337(12) 0.0280(13) 0.0307(11) 0.0145(10) -0.0196(10) -0.0133(10) O3 0.0257(11) 0.0230(12) 0.0229(10) 0.0044(9) -0.0104(9) 0.0046(9) O4 0.0266(11) 0.0239(12) 0.0154(9) 0.0015(8) -0.0068(8) 0.0030(9) O5 0.0312(11) 0.0180(12) 0.0243(10) 0.0066(8) -0.0173(9) -0.0088(9) O6 0.0313(11) 0.0214(12) 0.0223(10) 0.0062(8) -0.0193(9) -0.0099(9) O7 0.0261(11) 0.0179(12) 0.0206(10) 0.0012(8) -0.0056(9) 0.0027(8) O8 0.0209(10) 0.0219(12) 0.0178(9) 0.0035(8) -0.0035(8) 0.0024(8) O9 0.0303(14) 0.097(3) 0.0418(15) -0.0203(15) -0.0052(12) -0.0057(15) C1 0.0175(13) 0.0161(15) 0.0173(12) 0.0002(10) -0.0051(10) 0.0043(10) C2 0.0189(13) 0.0219(16) 0.0199(13) 0.0031(11) -0.0101(11) 0.0030(11) C3 0.0236(14) 0.0231(17) 0.0222(13) 0.0052(11) -0.0130(12) -0.0020(12) C4 0.0226(14) 0.0175(15) 0.0195(12) 0.0050(10) -0.0081(11) -0.0016(11) C5 0.0155(12) 0.0200(16) 0.0182(12) -0.0003(10) -0.0068(10) 0.0051(10) C6 0.0179(13) 0.0196(16) 0.0183(12) -0.0026(10) -0.0067(11) 0.0001(11) C7 0.0158(13) 0.0193(16) 0.0206(13) 0.0001(11) -0.0078(11) 0.0035(10) C8 0.0170(14) 0.039(2) 0.0273(15) 0.0053(14) -0.0097(12) 0.0007(13) C9 0.0177(13) 0.0181(15) 0.0181(12) 0.0028(10) -0.0090(10) -0.0031(10) C10 0.0196(13) 0.0184(15) 0.0205(12) 0.0003(10) -0.0107(11) -0.0012(11) C11 0.0238(14) 0.0159(15) 0.0186(12) 0.0023(10) -0.0129(11) -0.0002(11) C12 0.0207(13) 0.0182(15) 0.0164(12) -0.0011(10) -0.0082(11) -0.0027(11) C13 0.0173(13) 0.0179(15) 0.0202(12) -0.0004(10) -0.0109(11) 0.0001(10) C14 0.0207(13) 0.0162(15) 0.0180(12) 0.0033(10) -0.0112(11) -0.0022(11) C15 0.0196(13) 0.0169(15) 0.0140(11) 0.0011(10) -0.0096(10) -0.0013(10) C16 0.0372(18) 0.0230(18) 0.0215(14) 0.0014(12) -0.0181(13) -0.0043(14) C17 0.0120(12) 0.0178(15) 0.0156(11) 0.0003(10) -0.0063(10) 0.0016(10) C18 0.0190(13) 0.0128(14) 0.0186(12) 0.0017(10) -0.0077(10) -0.0008(10) C19 0.0173(13) 0.0186(15) 0.0186(12) -0.0022(10) -0.0081(11) -0.0027(11) C20 0.0161(12) 0.0164(15) 0.0142(11) 0.0019(10) -0.0068(10) 0.0007(10) C21 0.0136(12) 0.0169(15) 0.0153(11) 0.0001(10) -0.0055(10) 0.0006(10) C22 0.0133(12) 0.0179(15) 0.0162(11) -0.0030(10) -0.0064(10) -0.0010(10) C23 0.0160(12) 0.0154(15) 0.0153(11) -0.0003(10) -0.0077(10) -0.0005(10) C24 0.0328(16) 0.0183(16) 0.0185(13) 0.0016(11) -0.0128(12) -0.0058(12) C25 0.0152(12) 0.0210(15) 0.0140(11) 0.0012(10) -0.0073(10) -0.0012(10) C26 0.0168(13) 0.0185(15) 0.0166(12) 0.0010(10) -0.0093(10) 0.0017(10) C27 0.0195(13) 0.0142(15) 0.0190(12) 0.0043(10) -0.0090(11) -0.0032(10) C28 0.0169(13) 0.0169(15) 0.0173(12) 0.0008(10) -0.0061(10) -0.0011(10) C29 0.0148(12) 0.0192(15) 0.0167(12) -0.0003(10) -0.0084(10) -0.0007(10) C30 0.0188(13) 0.0163(15) 0.0187(12) 0.0027(10) -0.0113(11) -0.0015(10) C31 0.0175(13) 0.0161(15) 0.0182(12) 0.0002(10) -0.0077(11) 0.0012(10) C32 0.0172(14) 0.0224(18) 0.0358(17) 0.0050(13) -0.0102(13) -0.0003(12) C33 0.0398(19) 0.035(2) 0.0285(16) -0.0056(14) -0.0171(15) -0.0037(15) C34 0.0279(17) 0.036(2) 0.0304(16) -0.0045(14) -0.0134(14) -0.0003(14) C35 0.0312(16) 0.0231(17) 0.0274(14) -0.0002(12) -0.0173(13) -0.0041(13) C36 0.0289(17) 0.032(2) 0.0344(17) -0.0006(14) -0.0156(14) -0.0016(14) C37 0.0288(17) 0.033(2) 0.0394(18) 0.0019(15) -0.0211(15) -0.0043(14) C38 0.0303(17) 0.0252(18) 0.0290(15) -0.0039(13) -0.0135(13) -0.0023(13) C39 0.0294(16) 0.0299(19) 0.0284(15) -0.0053(13) -0.0160(13) -0.0016(13) C40 0.0259(15) 0.0260(18) 0.0240(14) 0.0013(12) -0.0150(12) -0.0059(12) C41 0.0259(16) 0.0295(19) 0.0285(15) 0.0019(13) -0.0111(13) -0.0038(13) C42 0.0251(16) 0.033(2) 0.0320(16) 0.0059(14) -0.0142(13) -0.0065(13) C43 0.0330(17) 0.0240(18) 0.0325(16) -0.0018(13) -0.0175(14) -0.0041(13) C44 0.0265(16) 0.0295(19) 0.0316(16) -0.0014(13) -0.0142(14) -0.0010(13) C45 0.040(2) 0.027(2) 0.0362(18) 0.0025(15) -0.0032(16) 0.0046(15) C46 0.044(2) 0.027(2) 0.0286(16) 0.0010(14) -0.0038(15) 0.0016(15) C47 0.041(2) 0.0234(19) 0.0278(16) 0.0020(13) 0.0041(15) 0.0042(14) C48 0.041(2) 0.030(2) 0.0392(19) 0.0031(15) -0.0008(16) 0.0014(16) C49 0.047(2) 0.0237(19) 0.0319(17) -0.0009(14) -0.0035(16) -0.0031(15) C50 0.041(2) 0.029(2) 0.0329(17) -0.0019(14) 0.0044(16) 0.0045(16) C51 0.0364(19) 0.036(2) 0.0329(17) 0.0014(15) -0.0183(15) -0.0043(15) C52 0.0250(16) 0.039(2) 0.0366(17) 0.0045(15) -0.0130(14) 0.0011(14) C53 0.0391(19) 0.028(2) 0.0314(16) 0.0017(13) -0.0134(15) -0.0040(15) C54 0.0351(19) 0.037(2) 0.0323(17) -0.0031(15) -0.0120(15) -0.0076(15) C55 0.0302(18) 0.048(2) 0.0275(16) -0.0002(15) -0.0116(14) -0.0043(16) C56 0.0367(19) 0.027(2) 0.0344(17) -0.0025(14) -0.0091(15) -0.0019(14) C57 0.037(2) 0.042(2) 0.0411(19) -0.0073(17) -0.0132(17) -0.0073(17) C58 0.039(2) 0.053(3) 0.053(2) -0.012(2) -0.0135(19) -0.0131(19) C59 0.031(2) 0.056(3) 0.066(3) -0.021(2) -0.023(2) -0.0013(18) C60 0.058(3) 0.052(3) 0.050(2) -0.005(2) -0.033(2) -0.001(2) C61 0.045(2) 0.051(3) 0.040(2) -0.0005(18) -0.0162(18) -0.0122(19) C62 0.0326(18) 0.040(2) 0.0324(17) -0.0067(15) -0.0102(14) -0.0038(15) C63 0.0291(18) 0.050(3) 0.0373(18) -0.0036(16) -0.0102(15) -0.0074(16) C64 0.0296(17) 0.041(2) 0.0331(17) 0.0012(15) -0.0127(14) -0.0057(15) C65 0.033(2) 0.057(3) 0.043(2) 0.0045(19) -0.0141(17) 0.0002(18) C66 0.040(2) 0.073(3) 0.054(2) 0.019(2) -0.028(2) -0.013(2) C67 0.056(3) 0.051(3) 0.043(2) 0.0170(19) -0.029(2) -0.022(2) C68 0.043(2) 0.043(2) 0.0311(17) 0.0058(16) -0.0121(16) -0.0128(17) C69 0.0321(18) 0.035(2) 0.0345(17) 0.0011(15) -0.0136(15) -0.0043(15) N1 0.0385(16) 0.0313(17) 0.0303(13) 0.0035(11) -0.0222(12) -0.0117(12) N2 0.0362(15) 0.0227(15) 0.0311(13) 0.0027(11) -0.0208(12) -0.0096(11) N3 0.0325(15) 0.0321(17) 0.0364(14) -0.0106(12) -0.0224(13) -0.0008(12) N4 0.0300(15) 0.0370(18) 0.0346(14) -0.0098(12) -0.0182(12) -0.0041(12) N5 0.0397(17) 0.0255(17) 0.0311(14) 0.0016(12) 0.0020(13) 0.0042(12) N6 0.0377(17) 0.0346(19) 0.0365(15) -0.0094(13) 0.0065(13) 0.0105(14) N7 0.0337(15) 0.0351(18) 0.0271(13) 0.0001(12) -0.0126(12) 0.0019(12) N8 0.0399(17) 0.035(2) 0.0445(17) -0.0107(13) -0.0126(14) 0.0035(13) _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 C2 1.374(3) . ? O2 C4 1.365(3) . ? O3 C10 1.366(3) . ? O4 C12 1.375(3) . ? O5 C18 1.374(3) . ? O6 C20 1.377(3) . ? O7 C26 1.364(3) . ? O8 C28 1.378(3) . ? O9 C63 1.217(4) . ? C1 C2 1.396(4) . ? C1 C6 1.399(4) . ? C1 C31 1.519(4) . ? C2 C3 1.377(4) . ? C3 C4 1.388(4) . ? C4 C5 1.397(4) . ? C5 C6 1.385(4) . ? C5 C7 1.523(4) . ? C7 C9 1.527(4) . ? C7 C8 1.545(4) . ? C9 C14 1.391(4) . ? C9 C10 1.398(4) . ? C10 C11 1.387(4) . ? C11 C12 1.380(4) . ? C12 C13 1.398(4) . ? C13 C14 1.399(4) . ? C13 C15 1.528(4) . ? C15 C17 1.520(3) . ? C15 C16 1.528(4) . ? C17 C22 1.386(4) . ? C17 C18 1.393(4) . ? C18 C19 1.383(4) . ? C19 C20 1.384(4) . ? C20 C21 1.391(4) . ? C21 C22 1.397(3) . ? C21 C23 1.514(4) . ? C23 C25 1.531(4) . ? C23 C24 1.536(4) . ? C25 C30 1.392(4) . ? C25 C26 1.394(4) . ? C26 C27 1.397(4) . ? C27 C28 1.378(4) . ? C28 C29 1.405(4) . ? C29 C30 1.394(4) . ? C29 C31 1.509(4) . ? C31 C32 1.524(4) . ? C33 N1 1.344(4) . ? C33 C34 1.379(5) . ? C34 C35 1.384(5) . ? C35 C36 1.382(5) . ? C35 C38 1.469(4) . ? C36 C37 1.385(5) . ? C37 N1 1.339(5) . ? C38 N3 1.273(4) . ? C39 N4 1.273(4) . ? C39 C40 1.467(4) . ? C40 C44 1.381(4) . ? C40 C41 1.392(4) . ? C41 C42 1.380(5) . ? C42 N2 1.336(4) . ? C43 N2 1.344(4) . ? C43 C44 1.379(5) . ? C45 N5 1.340(5) . ? C45 C46 1.383(5) . ? C46 C47 1.387(5) . ? C47 C48 1.371(6) . ? C47 C50 1.480(5) . ? C48 C49 1.388(5) . ? C49 N5 1.336(5) . ? C50 N6 1.261(5) . ? C51 N7 1.335(4) . ? C51 C52 1.394(5) . ? C52 C53 1.391(5) . ? C53 C54 1.376(5) . ? C53 C56 1.461(5) . ? C54 C55 1.377(5) . ? C55 N7 1.326(5) . ? C56 N8 1.266(5) . ? C57 C58 1.374(5) . ? C57 C62 1.377(5) . ? C58 C59 1.368(6) . ? C59 C60 1.373(6) . ? C60 C61 1.395(6) . ? C61 C62 1.382(5) . ? C62 C63 1.496(5) . ? C63 C64 1.489(5) . ? C64 C65 1.389(5) . ? C64 C69 1.396(5) . ? C65 C66 1.370(6) . ? C66 C67 1.387(7) . ? C67 C68 1.387(5) . ? C68 C69 1.378(5) . ? N3 N4 1.404(4) . ? N6 N6 1.406(5) 2_566 ? N8 N8 1.404(6) 2 ? 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 116.2(3) . . ? C2 C1 C31 121.6(2) . . ? C6 C1 C31 122.1(3) . . ? O1 C2 C3 114.9(3) . . ? O1 C2 C1 123.8(3) . . ? C3 C2 C1 121.3(2) . . ? C2 C3 C4 120.4(3) . . ? O2 C4 C3 115.0(3) . . ? O2 C4 C5 124.1(2) . . ? C3 C4 C5 120.9(3) . . ? C6 C5 C4 116.7(2) . . ? C6 C5 C7 122.6(3) . . ? C4 C5 C7 120.7(3) . . ? C5 C6 C1 124.5(3) . . ? C5 C7 C9 113.9(2) . . ? C5 C7 C8 112.7(2) . . ? C9 C7 C8 108.8(2) . . ? C14 C9 C10 117.6(2) . . ? C14 C9 C7 123.1(2) . . ? C10 C9 C7 119.3(2) . . ? O3 C10 C11 120.8(2) . . ? O3 C10 C9 119.0(2) . . ? C11 C10 C9 120.2(3) . . ? C12 C11 C10 120.5(2) . . ? O4 C12 C11 115.3(2) . . ? O4 C12 C13 123.1(2) . . ? C11 C12 C13 121.7(2) . . ? C12 C13 C14 116.2(2) . . ? C12 C13 C15 120.9(2) . . ? C14 C13 C15 122.9(2) . . ? C9 C14 C13 123.8(2) . . ? C17 C15 C13 112.9(2) . . ? C17 C15 C16 112.2(2) . . ? C13 C15 C16 110.5(2) . . ? C22 C17 C18 117.0(2) . . ? C22 C17 C15 122.5(2) . . ? C18 C17 C15 120.4(2) . . ? O5 C18 C19 120.5(3) . . ? O5 C18 C17 118.7(2) . . ? C19 C18 C17 120.8(3) . . ? C18 C19 C20 120.4(3) . . ? O6 C20 C19 119.6(3) . . ? O6 C20 C21 119.2(2) . . ? C19 C20 C21 121.2(2) . . ? C20 C21 C22 116.4(2) . . ? C20 C21 C23 121.3(2) . . ? C22 C21 C23 122.3(3) . . ? C17 C22 C21 124.1(3) . . ? C21 C23 C25 113.7(2) . . ? C21 C23 C24 112.7(2) . . ? C25 C23 C24 109.1(2) . . ? C30 C25 C26 117.3(2) . . ? C30 C25 C23 122.0(2) . . ? C26 C25 C23 120.7(2) . . ? O7 C26 C25 124.7(2) . . ? O7 C26 C27 114.8(2) . . ? C25 C26 C27 120.6(3) . . ? C28 C27 C26 120.4(2) . . ? O8 C28 C27 121.0(2) . . ? O8 C28 C29 117.9(2) . . ? C27 C28 C29 121.1(2) . . ? C30 C29 C28 116.6(3) . . ? C30 C29 C31 123.8(2) . . ? C28 C29 C31 119.6(2) . . ? C25 C30 C29 124.0(2) . . ? C29 C31 C1 113.7(2) . . ? C29 C31 C32 110.6(3) . . ? C1 C31 C32 113.4(2) . . ? N1 C33 C34 122.6(3) . . ? C33 C34 C35 119.5(3) . . ? C36 C35 C34 118.2(3) . . ? C36 C35 C38 120.0(3) . . ? C34 C35 C38 121.7(3) . . ? C35 C36 C37 119.2(3) . . ? N1 C37 C36 122.7(3) . . ? N3 C38 C35 120.5(3) . . ? N4 C39 C40 119.7(3) . . ? C44 C40 C41 118.7(3) . . ? C44 C40 C39 121.6(3) . . ? C41 C40 C39 119.7(3) . . ? C42 C41 C40 118.7(3) . . ? N2 C42 C41 122.9(3) . . ? N2 C43 C44 123.0(3) . . ? C43 C44 C40 118.8(3) . . ? N5 C45 C46 123.2(4) . . ? C45 C46 C47 118.4(4) . . ? C48 C47 C46 118.8(3) . . ? C48 C47 C50 119.6(4) . . ? C46 C47 C50 121.5(4) . . ? C47 C48 C49 119.2(4) . . ? N5 C49 C48 122.7(4) . . ? N6 C50 C47 119.5(4) . . ? N7 C51 C52 123.2(3) . . ? C53 C52 C51 118.4(3) . . ? C54 C53 C52 118.5(3) . . ? C54 C53 C56 118.7(3) . . ? C52 C53 C56 122.8(3) . . ? C53 C54 C55 118.6(4) . . ? N7 C55 C54 124.5(3) . . ? N8 C56 C53 120.7(4) . . ? C58 C57 C62 120.5(4) . . ? C59 C58 C57 120.2(4) . . ? C58 C59 C60 120.0(4) . . ? C59 C60 C61 120.3(4) . . ? C62 C61 C60 119.1(4) . . ? C57 C62 C61 119.8(4) . . ? C57 C62 C63 120.1(3) . . ? C61 C62 C63 119.9(3) . . ? O9 C63 C64 120.9(3) . . ? O9 C63 C62 119.6(3) . . ? C64 C63 C62 119.5(3) . . ? C65 C64 C69 119.5(3) . . ? C65 C64 C63 118.5(3) . . ? C69 C64 C63 121.8(3) . . ? C66 C65 C64 120.4(4) . . ? C65 C66 C67 120.2(4) . . ? C68 C67 C66 120.0(4) . . ? C69 C68 C67 120.0(4) . . ? C68 C69 C64 120.0(3) . . ? C37 N1 C33 117.8(3) . . ? C42 N2 C43 117.8(3) . . ? C38 N3 N4 112.2(3) . . ? C39 N4 N3 112.6(3) . . ? C49 N5 C45 117.6(3) . . ? C50 N6 N6 112.1(4) . 2_566 ? C55 N7 C51 116.8(3) . . ? C56 N8 N8 112.3(4) . 2 ? 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 O1 H1 O7 0.95(5) 1.85(5) 2.718(3) 150(4) 2_675 O2 H2 O4 0.86(3) 1.92(3) 2.698(3) 149(3) 2_666 O3 H3 O5 0.87(3) 1.96(3) 2.837(3) 176(3) 2_666 O4 H4 N7 0.89(5) 1.93(5) 2.678(4) 140(5) 2_566 O5 H5 N2 0.88(5) 1.79(5) 2.672(3) 174(4) . O6 H6 N1 0.84(5) 1.91(5) 2.731(4) 169(5) 2_565 O7 H7 N5 0.84(5) 1.87(5) 2.688(4) 164(5) 1_565 O8 H8 O6 0.92(3) 1.81(4) 2.737(3) 177(3) 2_675 _diffrn_measured_fraction_theta_max 0.870 _diffrn_reflns_theta_full 30.78 _diffrn_measured_fraction_theta_full 0.870 _refine_diff_density_max 0.495 _refine_diff_density_min -0.402 _refine_diff_density_rms 0.084