# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 188/170 data_compound1 _audit_creation_method SHELXL _chemical_name_systematic ; 5,17-Diphenyl-25,26,27,28-tetrapropoxy-calixarene ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C52 H56 O4' _chemical_formula_weight 744.97 _chemical_melting_point ? _chemical_compound_source ? 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 24.645(5) _cell_length_b 9.058(2) _cell_length_c 19.580(4) _cell_angle_alpha 90.00 _cell_angle_beta 112.52(3) _cell_angle_gamma 90.00 _cell_volume 4037.6(14) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.226 _exptl_crystal_density_method ? _exptl_crystal_F_000 1600 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART CCD' _diffrn_measurement_method 'omega scan, frame data integration' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20633 _diffrn_reflns_av_R_equivalents 0.1127 _diffrn_reflns_av_sigmaI/netI 0.0902 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 26.39 _reflns_number_total 4136 _reflns_number_observed 2203 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART Siemens' _computing_cell_refinement 'SAINT Siemens' _computing_data_reduction 'SAINT Siemens' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'SHELXTL (Sheldrick)' _computing_publication_material 'XCIF (Sheldrick)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 2 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0783P)^2^+7.7543P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4134 _refine_ls_number_parameters 291 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1590 _refine_ls_R_factor_obs 0.0730 _refine_ls_wR_factor_all 0.2080 _refine_ls_wR_factor_obs 0.1543 _refine_ls_goodness_of_fit_all 1.061 _refine_ls_goodness_of_fit_obs 1.108 _refine_ls_restrained_S_all 1.064 _refine_ls_restrained_S_obs 1.108 _refine_ls_shift/esd_max 2.829 _refine_ls_shift/esd_mean 0.160 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O 0.08830(10) 0.3733(3) 0.18194(13) 0.0362(7) Uani 1 d . . O2 O 0.04881(10) 0.3452(3) 0.33704(12) 0.0320(6) Uani 1 d . . C1 C -0.00093(15) 0.2182(4) 0.0658(2) 0.0353(9) Uani 1 d . . H1A H 0.0075 0.3231 0.0680 0.042 Uiso 1 calc . . H1B H 0.0053 0.1775 0.0236 0.042 Uiso 1 calc . . C2 C 0.04066(14) 0.1444(4) 0.1360(2) 0.0289(8) Uani 1 d . . C3 C 0.0365(2) -0.0064(4) 0.1467(2) 0.0359(9) Uani 1 d . . H3 H 0.0093 -0.0624 0.1094 0.043 Uiso 1 calc . . C4 C 0.0717(2) -0.0745(4) 0.2111(2) 0.0385(9) Uani 1 d . . H4 H 0.0693 -0.1760 0.2164 0.046 Uiso 1 calc . . C5 C 0.1106(2) 0.0082(4) 0.2679(2) 0.0330(9) Uani 1 d . . H5 H 0.1334 -0.0379 0.3120 0.040 Uiso 1 calc . . C6 C 0.11630(14) 0.1595(4) 0.2601(2) 0.0274(8) Uani 1 d . . C7 C 0.08201(14) 0.2240(4) 0.1931(2) 0.0274(8) Uani 1 d . . C8 C 0.15609(14) 0.2491(4) 0.3262(2) 0.0285(8) Uani 1 d . . H8A H 0.1510 0.3536 0.3146 0.034 Uiso 1 calc . . H8B H 0.1968 0.2237 0.3373 0.034 Uiso 1 calc . . C9 C 0.14069(14) 0.2165(4) 0.3929(2) 0.0262(8) Uani 1 d . . C10 C 0.17710(13) 0.1311(4) 0.4514(2) 0.0275(8) Uani 1 d . . H10 H 0.2146 0.1083 0.4540 0.033 Uiso 1 calc . . C11 C 0.15917(14) 0.0781(4) 0.5067(2) 0.0274(8) Uani 1 d . . C12 C 0.10211(14) 0.1080(4) 0.5006(2) 0.0290(8) Uani 1 d . . H12 H 0.0889 0.0683 0.5352 0.035 Uiso 1 calc . . C13 C 0.06439(14) 0.1956(4) 0.4440(2) 0.0284(8) Uani 1 d . . C14 C 0.08560(14) 0.2545(4) 0.3925(2) 0.0279(8) Uani 1 d . . C15 C 0.19969(14) -0.0109(4) 0.5703(2) 0.0291(8) Uani 1 d . . C16 C 0.19634(15) 0.0007(4) 0.6397(2) 0.0356(9) Uani 1 d . . H16 H 0.1693 0.0647 0.6465 0.043 Uiso 1 calc . . C17 C 0.2333(2) -0.0830(5) 0.6987(2) 0.0467(11) Uani 1 d . . H17 H 0.2311 -0.0749 0.7449 0.056 Uiso 1 calc . . C18 C 0.2732(2) -0.1780(5) 0.6886(2) 0.0445(11) Uani 1 d . . H18 H 0.2977 -0.2348 0.7278 0.053 Uiso 1 calc . . C19 C 0.2768(2) -0.1887(5) 0.6206(2) 0.0483(11) Uani 1 d . . H19 H 0.3037 -0.2532 0.6138 0.058 Uiso 1 calc . . C20 C 0.2406(2) -0.1040(5) 0.5619(2) 0.0408(10) Uani 1 d . . H20 H 0.2441 -0.1104 0.5163 0.049 Uiso 1 calc . . C21 C 0.1337(2) 0.3871(12) 0.1495(5) 0.028(2) Uani 0.77(3) d P 1 H21A H 0.1268 0.3141 0.1108 0.034 Uiso 0.77 calc P 1 H21B H 0.1724 0.3701 0.1873 0.034 Uiso 0.77 calc P 1 C22 C 0.1306(3) 0.5387(13) 0.1182(5) 0.037(3) Uani 0.77(3) d P 1 H22A H 0.1374 0.6120 0.1567 0.044 Uiso 0.77 calc P 1 H22B H 0.0920 0.5559 0.0801 0.044 Uiso 0.77 calc P 1 C21U C 0.1312(9) 0.4576(53) 0.1739(17) 0.046(9) Uani 0.23(3) d P 2 H21C H 0.1696 0.4192 0.2045 0.055 Uiso 0.23 calc P 2 H21D H 0.1284 0.5584 0.1888 0.055 Uiso 0.23 calc P 2 C22U C 0.1234(10) 0.4533(62) 0.0961(18) 0.056(11) Uani 0.23(3) d P 2 H22C H 0.0855 0.4951 0.0657 0.068 Uiso 0.23 calc P 2 H22D H 0.1246 0.3520 0.0807 0.068 Uiso 0.23 calc P 2 C23 C 0.1772(2) 0.5506(5) 0.0856(2) 0.0496(11) Uani 1 d . . H23A H 0.1760 0.6474 0.0652 0.074 Uiso 1 calc . 1 H23B H 0.1699 0.4780 0.0474 0.074 Uiso 1 calc . 1 H23C H 0.2152 0.5338 0.1237 0.074 Uiso 1 calc . 1 C24 C 0.0685(3) 0.4967(8) 0.3415(4) 0.052(2) Uani 0.757(15) d P 1 H24A H 0.0499 0.5439 0.2937 0.062 Uiso 0.76 calc P 1 H24B H 0.1107 0.4989 0.3549 0.062 Uiso 0.76 calc P 1 C25 C 0.0518(3) 0.5875(7) 0.4039(5) 0.069(3) Uani 0.757(15) d P 1 H25A H 0.0098 0.6051 0.3857 0.083 Uiso 0.76 calc P 1 H25B H 0.0631 0.5304 0.4492 0.083 Uiso 0.76 calc P 1 C24U C 0.0346(11) 0.4972(30) 0.3548(11) 0.085(9) Uani 0.243(15) d P 2 H24C H 0.0264 0.4979 0.3995 0.101 Uiso 0.24 calc P 2 H24D H 0.0014 0.5386 0.3144 0.101 Uiso 0.24 calc P 2 C25U C 0.0887(11) 0.5762(29) 0.3653(12) 0.057(8) Uani 0.243(15) d P 2 H25C H 0.0898 0.6070 0.3185 0.068 Uiso 0.24 calc P 2 H25D H 0.1230 0.5167 0.3919 0.068 Uiso 0.24 calc P 2 C26 C 0.0835(3) 0.7281(7) 0.4180(4) 0.101(2) Uani 1 d . . H26A H 0.0743 0.7835 0.4540 0.151 Uiso 1 calc . 1 H26B H 0.0720 0.7836 0.3729 0.151 Uiso 1 calc . 1 H26C H 0.1250 0.7095 0.4364 0.151 Uiso 1 calc . 1 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 0.0299(13) 0.042(2) 0.0350(14) 0.0077(12) 0.0103(11) -0.0095(12) O2 0.0268(13) 0.039(2) 0.0266(13) 0.0054(11) 0.0066(10) 0.0075(11) C1 0.026(2) 0.057(3) 0.024(2) 0.001(2) 0.0102(15) -0.008(2) C2 0.020(2) 0.046(2) 0.024(2) -0.003(2) 0.0124(14) -0.005(2) C3 0.029(2) 0.045(2) 0.034(2) -0.014(2) 0.013(2) -0.006(2) C4 0.040(2) 0.030(2) 0.045(2) -0.008(2) 0.015(2) 0.000(2) C5 0.031(2) 0.036(2) 0.032(2) 0.000(2) 0.012(2) 0.007(2) C6 0.022(2) 0.039(2) 0.025(2) -0.003(2) 0.0127(14) 0.001(2) C7 0.024(2) 0.034(2) 0.029(2) 0.001(2) 0.0155(15) -0.001(2) C8 0.020(2) 0.036(2) 0.027(2) -0.002(2) 0.0065(14) 0.001(2) C9 0.022(2) 0.031(2) 0.023(2) -0.0037(15) 0.0064(14) -0.0016(15) C10 0.019(2) 0.033(2) 0.029(2) -0.006(2) 0.0082(15) 0.0018(15) C11 0.025(2) 0.032(2) 0.024(2) -0.003(2) 0.0074(14) 0.000(2) C12 0.025(2) 0.041(2) 0.020(2) -0.001(2) 0.0081(14) 0.000(2) C13 0.022(2) 0.042(2) 0.021(2) -0.007(2) 0.0088(14) 0.001(2) C14 0.024(2) 0.033(2) 0.022(2) -0.004(2) 0.0033(14) 0.005(2) C15 0.024(2) 0.033(2) 0.027(2) 0.001(2) 0.0061(15) -0.004(2) C16 0.025(2) 0.046(2) 0.032(2) 0.004(2) 0.007(2) -0.003(2) C17 0.033(2) 0.070(3) 0.031(2) 0.012(2) 0.006(2) -0.009(2) C18 0.035(2) 0.047(3) 0.040(2) 0.015(2) 0.001(2) -0.002(2) C19 0.041(2) 0.045(3) 0.048(2) 0.004(2) 0.005(2) 0.012(2) C20 0.040(2) 0.045(3) 0.033(2) 0.004(2) 0.008(2) 0.008(2) C21 0.021(2) 0.034(5) 0.032(4) 0.008(3) 0.012(2) 0.002(2) C22 0.037(3) 0.032(5) 0.039(4) 0.010(3) 0.012(3) -0.001(3) C21U 0.028(10) 0.070(23) 0.037(13) -0.006(14) 0.010(8) 0.002(11) C22U 0.042(12) 0.070(31) 0.049(15) 0.012(17) 0.009(10) -0.007(13) C23 0.041(2) 0.057(3) 0.054(3) 0.021(2) 0.023(2) 0.001(2) C24 0.041(4) 0.029(4) 0.081(5) 0.008(4) 0.018(4) 0.008(3) C25 0.050(4) 0.046(5) 0.117(8) 0.010(4) 0.038(5) -0.001(3) C24U 0.039(13) 0.162(21) 0.056(13) -0.075(13) 0.021(10) -0.032(13) C25U 0.079(17) 0.053(15) 0.045(12) 0.006(10) 0.032(11) -0.002(12) C26 0.075(4) 0.069(4) 0.158(6) -0.023(4) 0.044(4) 0.010(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 O1 C21U 1.36(2) . ? O1 C7 1.388(4) . ? O1 C21 1.489(8) . ? O2 C14 1.386(4) . ? O2 C24U 1.49(2) . ? O2 C24 1.446(8) . ? C1 C13 1.515(5) 2 ? C1 C2 1.520(5) . ? C2 C7 1.390(5) . ? C2 C3 1.392(5) . ? C3 C4 1.372(5) . ? C4 C5 1.378(5) . ? C5 C6 1.392(5) . ? C6 C7 1.389(5) . ? C6 C8 1.523(5) . ? C8 C9 1.523(5) . ? C9 C10 1.389(5) . ? C9 C14 1.397(5) . ? C10 C11 1.401(5) . ? C11 C12 1.391(5) . ? C11 C15 1.498(5) . ? C12 C13 1.390(5) . ? C13 C14 1.407(5) . ? C13 C1 1.515(5) 2 ? C15 C20 1.372(5) . ? C15 C16 1.397(5) . ? C16 C17 1.391(5) . ? C17 C18 1.377(6) . ? C18 C19 1.372(6) . ? C19 C20 1.385(5) . ? C21 C22 1.494(14) . ? C22 C23 1.515(7) . ? C21U C22U 1.46(6) . ? C22U C23 1.67(3) . ? C24 C25 1.650(13) . ? C25 C26 1.465(9) . ? C24U C25U 1.46(4) . ? C25U C26 1.75(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 C21U O1 C7 134.7(19) . . ? C7 O1 C21 107.3(5) . . ? C14 O2 C24U 120.3(9) . . ? C14 O2 C24 114.3(3) . . ? C13 C1 C2 111.1(3) 2 . ? C7 C2 C3 117.5(3) . . ? C7 C2 C1 122.1(3) . . ? C3 C2 C1 120.3(3) . . ? C4 C3 C2 121.4(3) . . ? C3 C4 C5 119.8(4) . . ? C4 C5 C6 121.0(3) . . ? C7 C6 C5 117.8(3) . . ? C7 C6 C8 122.6(3) . . ? C5 C6 C8 119.4(3) . . ? O1 C7 C6 119.6(3) . . ? O1 C7 C2 118.1(3) . . ? C6 C7 C2 122.3(3) . . ? C6 C8 C9 109.5(3) . . ? C10 C9 C14 117.5(3) . . ? C10 C9 C8 121.4(3) . . ? C14 C9 C8 120.5(3) . . ? C9 C10 C11 122.2(3) . . ? C12 C11 C10 118.3(3) . . ? C12 C11 C15 120.4(3) . . ? C10 C11 C15 121.3(3) . . ? C13 C12 C11 121.7(3) . . ? C12 C13 C14 118.0(3) . . ? C12 C13 C1 121.4(3) . 2 ? C14 C13 C1 120.5(3) . 2 ? O2 C14 C9 119.6(3) . . ? O2 C14 C13 118.4(3) . . ? C9 C14 C13 121.9(3) . . ? C20 C15 C16 118.9(3) . . ? C20 C15 C11 121.2(3) . . ? C16 C15 C11 119.9(3) . . ? C17 C16 C15 120.2(4) . . ? C18 C17 C16 119.8(4) . . ? C19 C18 C17 120.0(4) . . ? C18 C19 C20 120.4(4) . . ? C15 C20 C19 120.7(4) . . ? O1 C21 C22 108.9(8) . . ? C21 C22 C23 108.0(8) . . ? O1 C21U C22U 107.9(37) . . ? C21U C22U C23 108.7(34) . . ? O2 C24 C25 110.2(6) . . ? C26 C25 C24 107.9(6) . . ? O2 C24U C25U 101.7(19) . . ? C24U C25U C26 101.6(16) . . ? _refine_diff_density_max 0.775 _refine_diff_density_min -0.398 _refine_diff_density_rms 0.060 data_compound2 _audit_creation_method SHELXL _chemical_name_systematic ; 5,17-Bis(3-bromophenyl)-25,26,27,28-tetrapropoxycalixarene ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C52 H54 Br2 O4' _chemical_formula_weight 902.77 _chemical_melting_point ? _chemical_compound_source ? 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' 'Br' 'Br' -0.2901 2.4595 '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 30.890(6) _cell_length_b 9.590(2) _cell_length_c 18.151(4) _cell_angle_alpha 90.00 _cell_angle_beta 123.02(3) _cell_angle_gamma 90.00 _cell_volume 4508.5(16) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.330 _exptl_crystal_density_method ? _exptl_crystal_F_000 1872 _exptl_absorpt_coefficient_mu 1.842 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART CCD' _diffrn_measurement_method 'omega scan, frame data integration' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23294 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0287 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 26.35 _reflns_number_total 4597 _reflns_number_observed 3384 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART Siemens' _computing_cell_refinement 'SAINT Siemens' _computing_data_reduction 'SAINT Siemens' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'SHELXTL (Sheldrick)' _computing_publication_material 'XCIF (Sheldrick)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 1 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0540P)^2^+19.4637P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4596 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0760 _refine_ls_R_factor_obs 0.0512 _refine_ls_wR_factor_all 0.1431 _refine_ls_wR_factor_obs 0.1234 _refine_ls_goodness_of_fit_all 1.023 _refine_ls_goodness_of_fit_obs 1.039 _refine_ls_restrained_S_all 1.025 _refine_ls_restrained_S_obs 1.039 _refine_ls_shift/esd_max -0.026 _refine_ls_shift/esd_mean 0.002 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Br1 Br 0.24748(2) 0.41786(6) 0.04119(3) 0.0668(2) Uani 1 d . . O1 O 0.05165(9) 0.1870(2) 0.2450(2) 0.0353(6) Uani 1 d . . O2 O -0.07872(10) 0.1593(2) 0.0557(2) 0.0400(6) Uani 1 d . . C1 C 0.12827(13) 0.3265(3) 0.3032(2) 0.0313(7) Uani 1 d . . C2 C 0.15915(13) 0.4092(4) 0.2869(2) 0.0331(7) Uani 1 d . . H2 H 0.1891 0.4483 0.3338 0.040 Uiso 1 calc . . C3 C 0.14589(13) 0.4347(4) 0.2007(2) 0.0330(7) Uani 1 d . . C4 C 0.09927(13) 0.3852(3) 0.1314(2) 0.0316(7) Uani 1 d . . H4 H 0.0894 0.4059 0.0742 0.038 Uiso 1 calc . . C5 C 0.06681(13) 0.3049(3) 0.1453(2) 0.0308(7) Uani 1 d . . C6 C 0.08340(13) 0.2698(3) 0.2316(2) 0.0310(7) Uani 1 d . . C7 C 0.01209(14) 0.2715(4) 0.0709(2) 0.0349(8) Uani 1 d . . H7A H 0.0051 0.1732 0.0723 0.042 Uiso 1 calc . . H7B H 0.0079 0.2914 0.0150 0.042 Uiso 1 calc . . C8 C -0.02572(12) 0.3594(3) 0.0806(2) 0.0288(7) Uani 1 d . . C9 C -0.01622(13) 0.5009(4) 0.1009(2) 0.0319(7) Uani 1 d . . H9 H 0.0121 0.5426 0.1047 0.038 Uiso 1 calc . . C10 C -0.04816(14) 0.5803(3) 0.1155(2) 0.0355(8) Uani 1 d . . H10 H -0.0421 0.6753 0.1266 0.043 Uiso 1 calc . . C11 C -0.08915(13) 0.5181(4) 0.1137(2) 0.0331(7) Uani 1 d . . H11 H -0.1101 0.5715 0.1249 0.040 Uiso 1 calc . . C12 C -0.09946(13) 0.3764(4) 0.0954(2) 0.0314(7) Uani 1 d . . C13 C -0.06838(13) 0.3002(3) 0.0762(2) 0.0314(7) Uani 1 d . . C14 C -0.14076(13) 0.3077(4) 0.1040(2) 0.0343(8) Uani 1 d . . H14A H -0.1741 0.3492 0.0624 0.041 Uiso 1 calc . . H14B H -0.1426 0.2091 0.0907 0.041 Uiso 1 calc . . C15 C 0.18249(14) 0.5084(4) 0.1848(2) 0.0382(8) Uani 1 d . . C16 C 0.19245(14) 0.4518(4) 0.1246(2) 0.0383(8) Uani 1 d . . H16 H 0.1735 0.3755 0.0906 0.046 Uiso 1 calc . . C17 C 0.2305(2) 0.5091(5) 0.1155(3) 0.0539(11) Uani 1 d . . C18 C 0.2581(2) 0.6212(7) 0.1617(4) 0.086(2) Uani 1 d . . H18 H 0.2833 0.6584 0.1545 0.103 Uiso 1 calc . . C19 C 0.2478(3) 0.6798(7) 0.2205(4) 0.095(2) Uani 1 d . . H19 H 0.2661 0.7582 0.2525 0.114 Uiso 1 calc . . C20 C 0.2104(2) 0.6230(5) 0.2324(3) 0.0660(14) Uani 1 d . . H20 H 0.2044 0.6629 0.2727 0.079 Uiso 1 calc . . C21 C 0.0692(2) 0.0449(4) 0.2692(3) 0.0493(10) Uani 1 d . . H21A H 0.0533 0.0052 0.2981 0.059 Uiso 1 calc . . H21B H 0.1062 0.0456 0.3114 0.059 Uiso 1 calc . . C22 C 0.0576(2) -0.0470(4) 0.1943(3) 0.0542(11) Uani 1 d . . H22A H 0.0725 -0.0072 0.1640 0.065 Uiso 1 calc . . H22B H 0.0205 -0.0524 0.1530 0.065 Uiso 1 calc . . C23 C 0.0791(2) -0.1930(4) 0.2261(4) 0.0639(13) Uani 1 d . . H23A H 0.0709 -0.2503 0.1767 0.096 Uiso 1 calc . . H23B H 0.0641 -0.2329 0.2558 0.096 Uiso 1 calc . . H23C H 0.1159 -0.1880 0.2659 0.096 Uiso 1 calc . . C24 C -0.1115(2) 0.1377(5) -0.0379(3) 0.0618(13) Uani 1 d . . H24A H -0.0945 0.1708 -0.0663 0.074 Uiso 1 calc . . H24B H -0.1435 0.1892 -0.0616 0.074 Uiso 1 calc . . C25 C -0.1228(2) -0.0164(6) -0.0549(4) 0.078(2) Uani 1 d . . H25A H -0.1401 -0.0347 -0.1173 0.094 Uiso 1 calc . . H25B H -0.0906 -0.0681 -0.0246 0.094 Uiso 1 calc . . C26 C -0.1564(4) -0.0644(8) -0.0233(6) 0.143(4) Uani 1 d . . H26A H -0.1634 -0.1622 -0.0351 0.215 Uiso 1 calc . . H26B H -0.1883 -0.0134 -0.0535 0.215 Uiso 1 calc . . H26C H -0.1389 -0.0482 0.0387 0.215 Uiso 1 calc . . 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 Br1 0.0613(3) 0.1050(4) 0.0635(3) 0.0134(3) 0.0530(3) 0.0110(3) O1 0.0481(14) 0.0320(13) 0.0478(14) 0.0047(11) 0.0403(12) 0.0013(11) O2 0.058(2) 0.0351(13) 0.0499(15) -0.0177(11) 0.0441(13) -0.0190(12) C1 0.039(2) 0.032(2) 0.036(2) 0.0055(14) 0.029(2) 0.0098(15) C2 0.037(2) 0.038(2) 0.035(2) 0.0002(15) 0.026(2) 0.0038(15) C3 0.040(2) 0.034(2) 0.039(2) 0.0001(15) 0.030(2) 0.0000(15) C4 0.045(2) 0.030(2) 0.035(2) -0.0006(14) 0.032(2) -0.0011(15) C5 0.042(2) 0.028(2) 0.038(2) -0.0040(14) 0.031(2) -0.0015(14) C6 0.044(2) 0.026(2) 0.042(2) 0.0025(14) 0.035(2) 0.0024(14) C7 0.050(2) 0.035(2) 0.038(2) -0.0054(15) 0.036(2) -0.008(2) C8 0.038(2) 0.031(2) 0.027(2) 0.0001(13) 0.0234(14) -0.0031(14) C9 0.037(2) 0.034(2) 0.032(2) 0.0006(14) 0.0232(15) -0.0073(15) C10 0.049(2) 0.027(2) 0.037(2) -0.0004(14) 0.028(2) -0.004(2) C11 0.039(2) 0.037(2) 0.029(2) -0.0025(14) 0.0223(15) -0.001(2) C12 0.037(2) 0.038(2) 0.026(2) -0.0042(14) 0.0208(14) -0.0080(15) C13 0.046(2) 0.032(2) 0.029(2) -0.0050(13) 0.028(2) -0.0091(15) C14 0.039(2) 0.040(2) 0.036(2) -0.0067(15) 0.028(2) -0.009(2) C15 0.042(2) 0.045(2) 0.036(2) -0.002(2) 0.027(2) -0.010(2) C16 0.039(2) 0.050(2) 0.035(2) 0.001(2) 0.026(2) -0.006(2) C17 0.047(2) 0.087(3) 0.041(2) -0.003(2) 0.033(2) -0.012(2) C18 0.082(4) 0.128(5) 0.075(3) -0.035(3) 0.060(3) -0.064(4) C19 0.113(5) 0.116(5) 0.090(4) -0.051(4) 0.078(4) -0.081(4) C20 0.085(3) 0.080(3) 0.057(3) -0.029(2) 0.054(3) -0.043(3) C21 0.075(3) 0.036(2) 0.068(3) 0.009(2) 0.059(2) 0.000(2) C22 0.082(3) 0.040(2) 0.073(3) 0.004(2) 0.062(3) -0.003(2) C23 0.093(4) 0.034(2) 0.092(4) 0.001(2) 0.068(3) -0.005(2) C24 0.081(3) 0.071(3) 0.055(3) -0.033(2) 0.051(3) -0.040(3) C25 0.109(4) 0.071(3) 0.100(4) -0.058(3) 0.086(4) -0.053(3) C26 0.218(9) 0.124(6) 0.181(8) -0.100(6) 0.169(8) -0.120(6) _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 Br1 C17 1.905(4) . ? O1 C6 1.383(4) . ? O1 C21 1.444(4) . ? O2 C13 1.392(4) . ? O2 C24 1.442(5) . ? C1 C2 1.391(5) . ? C1 C6 1.394(5) . ? C1 C14 1.519(4) 2 ? C2 C3 1.405(5) . ? C3 C4 1.382(5) . ? C3 C15 1.489(4) . ? C4 C5 1.392(4) . ? C5 C6 1.398(5) . ? C5 C7 1.515(5) . ? C7 C8 1.526(5) . ? C8 C9 1.395(5) . ? C8 C13 1.396(4) . ? C9 C10 1.381(5) . ? C10 C11 1.384(5) . ? C11 C12 1.394(5) . ? C12 C13 1.393(5) . ? C12 C14 1.518(4) . ? C14 C1 1.519(4) 2 ? C15 C20 1.373(6) . ? C15 C16 1.396(5) . ? C16 C17 1.387(5) . ? C17 C18 1.344(7) . ? C18 C19 1.387(7) . ? C19 C20 1.396(6) . ? C21 C22 1.491(6) . ? C22 C23 1.522(6) . ? C24 C25 1.511(7) . ? C25 C26 1.506(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 O1 C21 114.3(3) . . ? C13 O2 C24 111.4(3) . . ? C2 C1 C6 118.2(3) . . ? C2 C1 C14 121.0(3) . 2 ? C6 C1 C14 120.7(3) . 2 ? C1 C2 C3 121.3(3) . . ? C4 C3 C2 118.8(3) . . ? C4 C3 C15 120.7(3) . . ? C2 C3 C15 120.5(3) . . ? C3 C4 C5 121.4(3) . . ? C4 C5 C6 118.4(3) . . ? C4 C5 C7 121.3(3) . . ? C6 C5 C7 119.8(3) . . ? O1 C6 C1 120.0(3) . . ? O1 C6 C5 118.3(3) . . ? C1 C6 C5 121.5(3) . . ? C5 C7 C8 109.5(3) . . ? C9 C8 C13 117.8(3) . . ? C9 C8 C7 120.2(3) . . ? C13 C8 C7 121.8(3) . . ? C10 C9 C8 121.1(3) . . ? C11 C10 C9 119.9(3) . . ? C10 C11 C12 120.9(3) . . ? C13 C12 C11 118.1(3) . . ? C13 C12 C14 122.1(3) . . ? C11 C12 C14 119.6(3) . . ? C12 C13 O2 119.1(3) . . ? C12 C13 C8 122.0(3) . . ? O2 C13 C8 118.8(3) . . ? C1 C14 C12 110.1(3) 2 . ? C20 C15 C16 118.2(3) . . ? C20 C15 C3 122.7(3) . . ? C16 C15 C3 118.8(3) . . ? C17 C16 C15 120.1(4) . . ? C18 C17 C16 122.2(4) . . ? C18 C17 Br1 119.0(3) . . ? C16 C17 Br1 118.7(3) . . ? C17 C18 C19 118.1(4) . . ? C18 C19 C20 121.1(5) . . ? C15 C20 C19 120.2(4) . . ? O1 C21 C22 114.6(3) . . ? C21 C22 C23 111.1(4) . . ? O2 C24 C25 108.4(4) . . ? C26 C25 C24 110.5(4) . . ? _refine_diff_density_max 1.151 _refine_diff_density_min -1.026 _refine_diff_density_rms 0.071 data_compound3 _audit_creation_method SHELXL _chemical_name_systematic ; 5,17-bis(1-naphthyl)-25,26,27,28-tetrapropoxycalixarene ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C62 H63 N O4' _chemical_formula_weight 886.13 _chemical_melting_point ? _chemical_compound_source ? 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 10.854(2) _cell_length_b 12.946(3) _cell_length_c 19.085(4) _cell_angle_alpha 109.39(3) _cell_angle_beta 98.08(3) _cell_angle_gamma 99.64(3) _cell_volume 2437.8(8) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.207 _exptl_crystal_density_method ? _exptl_crystal_F_000 948 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART CCD' _diffrn_measurement_method 'omega scan, frame data integration' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25543 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0346 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.16 _diffrn_reflns_theta_max 26.35 _reflns_number_total 9892 _reflns_number_observed 7264 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART Siemens' _computing_cell_refinement 'SAINT Siemens' _computing_data_reduction 'SAINT Siemens' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'SHELXTL (Sheldrick)' _computing_publication_material 'XCIF (Sheldrick)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 3 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0612P)^2^+1.2954P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9889 _refine_ls_number_parameters 651 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0754 _refine_ls_R_factor_obs 0.0512 _refine_ls_wR_factor_all 0.1431 _refine_ls_wR_factor_obs 0.1252 _refine_ls_goodness_of_fit_all 1.029 _refine_ls_goodness_of_fit_obs 1.063 _refine_ls_restrained_S_all 1.030 _refine_ls_restrained_S_obs 1.063 _refine_ls_shift/esd_max 0.187 _refine_ls_shift/esd_mean 0.013 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O 0.55842(13) 0.26806(11) 0.19843(7) 0.0355(3) Uani 1 d . . O2 O 0.57228(12) 0.24894(10) 0.36510(7) 0.0306(3) Uani 1 d . . O3 O 0.82973(11) 0.13913(10) 0.41991(7) 0.0269(3) Uani 1 d . . O4 O 0.77794(11) 0.12634(10) 0.24365(7) 0.0268(3) Uani 1 d . . C1 C 0.6324(2) 0.0795(2) 0.09768(10) 0.0322(4) Uani 1 d . . H1A H 0.6115 0.0623 0.0433 0.039 Uiso 1 calc . . H1B H 0.6820 0.1565 0.1216 0.039 Uiso 1 calc . . C2 C 0.5095(2) 0.0690(2) 0.12697(9) 0.0264(4) Uani 1 d . . C3 C 0.4257(2) -0.03577(15) 0.10424(9) 0.0256(4) Uani 1 d . . H3 H 0.4469 -0.0986 0.0720 0.031 Uiso 1 calc . . C4 C 0.3107(2) -0.04903(15) 0.12856(10) 0.0262(4) Uani 1 d . . C5 C 0.2849(2) 0.0452(2) 0.18066(10) 0.0284(4) Uani 1 d . . H5 H 0.2097 0.0374 0.1984 0.034 Uiso 1 calc . . C6 C 0.3683(2) 0.15077(15) 0.20699(10) 0.0288(4) Uani 1 d . . C7 C 0.4782(2) 0.16242(15) 0.17717(10) 0.0286(4) Uani 1 d . . C8 C 0.3415(2) 0.2458(2) 0.27097(11) 0.0342(4) Uani 1 d . . H8A H 0.2589 0.2599 0.2557 0.041 Uiso 1 calc . . H8B H 0.4065 0.3142 0.2837 0.041 Uiso 1 calc . . C9 C 0.3429(2) 0.20964(14) 0.33910(10) 0.0275(4) Uani 1 d . . C10 C 0.2297(2) 0.1662(2) 0.35646(11) 0.0313(4) Uani 1 d . . H10 H 0.1521 0.1706 0.3313 0.038 Uiso 1 calc . . C11 C 0.2309(2) 0.1167(2) 0.41049(11) 0.0324(4) Uani 1 d . . H11 H 0.1547 0.0905 0.4226 0.039 Uiso 1 calc . . C12 C 0.3451(2) 0.1061(2) 0.44645(10) 0.0284(4) Uani 1 d . . H12 H 0.3449 0.0707 0.4816 0.034 Uiso 1 calc . . C13 C 0.4607(2) 0.14780(14) 0.43065(9) 0.0245(4) Uani 1 d . . C14 C 0.4581(2) 0.20417(14) 0.37956(9) 0.0237(4) Uani 1 d . . C15 C 0.5844(2) 0.12355(15) 0.46136(10) 0.0275(4) Uani 1 d . . H15A H 0.5760 0.1049 0.5059 0.033 Uiso 1 calc . . H15B H 0.6526 0.1905 0.4768 0.033 Uiso 1 calc . . C16 C 0.6195(2) 0.02683(14) 0.40252(9) 0.0230(4) Uani 1 d . . C17 C 0.5318(2) -0.07674(14) 0.36672(10) 0.0243(4) Uani 1 d . . H17 H 0.4514 -0.0850 0.3785 0.029 Uiso 1 calc . . C18 C 0.5611(2) -0.16785(14) 0.31399(10) 0.0243(4) Uani 1 d . . C19 C 0.6784(2) -0.15121(15) 0.29288(10) 0.0256(4) Uani 1 d . . H19 H 0.6983 -0.2107 0.2565 0.031 Uiso 1 calc . . C20 C 0.7667(2) -0.04806(15) 0.32471(10) 0.0242(4) Uani 1 d . . C21 C 0.7384(2) 0.03866(14) 0.38242(9) 0.0228(4) Uani 1 d . . C22 C 0.8845(2) -0.0301(2) 0.29128(11) 0.0288(4) Uani 1 d . . H22A H 0.9354 0.0460 0.3177 0.035 Uiso 1 calc . . H22B H 0.9368 -0.0821 0.2966 0.035 Uiso 1 calc . . C23 C 0.8388(2) -0.0505(2) 0.20794(11) 0.0289(4) Uani 1 d . . C24 C 0.8402(2) -0.1500(2) 0.15026(13) 0.0393(5) Uani 1 d . . H24 H 0.8815 -0.2015 0.1619 0.047 Uiso 1 calc . . C25 C 0.7805(2) -0.1732(2) 0.07553(13) 0.0466(6) Uani 1 d . . H25 H 0.7843 -0.2390 0.0374 0.056 Uiso 1 calc . . C26 C 0.7157(2) -0.0991(2) 0.05767(11) 0.0404(5) Uani 1 d . . H26 H 0.6739 -0.1165 0.0078 0.049 Uiso 1 calc . . C27 C 0.7121(2) 0.0014(2) 0.11352(10) 0.0300(4) Uani 1 d . . C28 C 0.7781(2) 0.02591(15) 0.18757(10) 0.0258(4) Uani 1 d . . C29 C 0.2156(2) -0.15900(15) 0.09748(11) 0.0291(4) Uani 1 d . . C30 C 0.1721(2) -0.2089(2) 0.01982(12) 0.0363(5) Uani 1 d . . H30 H 0.2075 -0.1758 -0.0114 0.044 Uiso 1 calc . . C31 C 0.0756(2) -0.3084(2) -0.01342(13) 0.0446(5) Uani 1 d . . H31 H 0.0474 -0.3400 -0.0659 0.053 Uiso 1 calc . . C32 C 0.0240(2) -0.3579(2) 0.03104(15) 0.0477(6) Uani 1 d . . H32 H -0.0420 -0.4221 0.0089 0.057 Uiso 1 calc . . C33 C 0.0686(2) -0.3137(2) 0.11096(14) 0.0409(5) Uani 1 d . . C34 C 0.0195(2) -0.3678(2) 0.1574(2) 0.0510(6) Uani 1 d . . H34 H -0.0434 -0.4342 0.1353 0.061 Uiso 1 calc . . C35 C 0.0621(2) -0.3248(2) 0.2339(2) 0.0551(7) Uani 1 d . . H35 H 0.0286 -0.3621 0.2635 0.066 Uiso 1 calc . . C36 C 0.1576(2) -0.2231(2) 0.26910(14) 0.0451(5) Uani 1 d . . H36 H 0.1856 -0.1935 0.3216 0.054 Uiso 1 calc . . C37 C 0.2083(2) -0.1686(2) 0.22566(12) 0.0351(4) Uani 1 d . . H37 H 0.2717 -0.1027 0.2489 0.042 Uiso 1 calc . . C38 C 0.1652(2) -0.2115(2) 0.14564(11) 0.0306(4) Uani 1 d . . C39 C 0.4693(2) -0.27984(14) 0.28347(10) 0.0260(4) Uani 1 d . . C40 C 0.4271(2) -0.3258(2) 0.33425(10) 0.0302(4) Uani 1 d . . H40 H 0.4570 -0.2864 0.3861 0.036 Uiso 1 calc . . C41 C 0.3397(2) -0.4308(2) 0.30901(12) 0.0376(5) Uani 1 d . . H41 H 0.3121 -0.4595 0.3443 0.045 Uiso 1 calc . . C42 C 0.2953(2) -0.4905(2) 0.23332(12) 0.0352(4) Uani 1 d . . H42 H 0.2372 -0.5596 0.2172 0.042 Uiso 1 calc . . C43 C 0.3369(2) -0.44828(15) 0.17877(11) 0.0302(4) Uani 1 d . . C44 C 0.2950(2) -0.5107(2) 0.09990(12) 0.0371(5) Uani 1 d . . H44 H 0.2384 -0.5806 0.0835 0.044 Uiso 1 calc . . C45 C 0.3357(2) -0.4708(2) 0.04729(11) 0.0400(5) Uani 1 d . . H45 H 0.3083 -0.5137 -0.0043 0.048 Uiso 1 calc . . C46 C 0.4193(2) -0.3642(2) 0.07158(11) 0.0369(5) Uani 1 d . . H46 H 0.4461 -0.3366 0.0357 0.044 Uiso 1 calc . . C47 C 0.4618(2) -0.30043(15) 0.14758(10) 0.0284(4) Uani 1 d . . H47 H 0.5156 -0.2295 0.1625 0.034 Uiso 1 calc . . C48 C 0.4248(2) -0.34116(15) 0.20353(10) 0.0269(4) Uani 1 d . . C49 C 0.5218(2) 0.3256(2) 0.14833(12) 0.0416(5) Uani 1 d . . H49A H 0.4312 0.3241 0.1429 0.050 Uiso 1 calc . 1 H49B H 0.5380 0.2882 0.0985 0.050 Uiso 1 calc . 1 C50A C 0.5973(7) 0.4441(5) 0.1809(5) 0.0405(15) Uani 0.481(8) d P 1 H50A H 0.6314 0.4519 0.1382 0.049 Uiso 0.48 calc P 1 H50B H 0.5305 0.4857 0.1848 0.049 Uiso 0.48 calc P 1 C51A C 0.6786(5) 0.5047(4) 0.2326(3) 0.051(2) Uani 0.481(8) d P 1 H51A H 0.6966 0.5779 0.2294 0.076 Uiso 0.48 calc P 1 H51B H 0.7543 0.4755 0.2316 0.076 Uiso 0.48 calc P 1 H51C H 0.6513 0.5101 0.2792 0.076 Uiso 0.48 calc P 1 C50B C 0.6377(11) 0.4195(7) 0.1560(5) 0.062(2) Uani 0.519(8) d P 2 H50C H 0.6286 0.4182 0.1044 0.074 Uiso 0.52 calc P 2 H50D H 0.6115 0.4868 0.1838 0.074 Uiso 0.52 calc P 2 C51B C 0.7360(5) 0.4434(5) 0.1751(3) 0.055(2) Uani 0.519(8) d P 2 H51D H 0.7683 0.5119 0.1677 0.083 Uiso 0.52 calc P 2 H51E H 0.7742 0.3853 0.1472 0.083 Uiso 0.52 calc P 2 H51F H 0.7567 0.4554 0.2282 0.083 Uiso 0.52 calc P 2 C52 C 0.6461(4) 0.3542(4) 0.4303(3) 0.0346(12) Uani 0.530(7) d P 1 H52A H 0.6272 0.3504 0.4777 0.041 Uiso 0.53 calc P 1 H52B H 0.7371 0.3601 0.4331 0.041 Uiso 0.53 calc P 1 C53 C 0.6107(4) 0.4555(4) 0.4192(2) 0.0405(14) Uani 0.530(7) d P 1 H53A H 0.5201 0.4503 0.4178 0.049 Uiso 0.53 calc P 1 H53B H 0.6269 0.4575 0.3709 0.049 Uiso 0.53 calc P 1 C54 C 0.6861(13) 0.5621(11) 0.4822(7) 0.055(2) Uani 0.530(7) d P 1 H54A H 0.6617 0.6256 0.4737 0.082 Uiso 0.53 calc P 1 H54B H 0.7757 0.5679 0.4831 0.082 Uiso 0.53 calc P 1 H54C H 0.6690 0.5608 0.5300 0.082 Uiso 0.53 calc P 1 C52A C 0.6001(4) 0.3697(4) 0.3905(3) 0.0301(14) Uani 0.470(7) d P 2 H52C H 0.5211 0.3952 0.3879 0.036 Uiso 0.47 calc P 2 H52D H 0.6488 0.3949 0.3579 0.036 Uiso 0.47 calc P 2 C53A C 0.6762(5) 0.4186(5) 0.4714(3) 0.043(2) Uani 0.470(7) d P 2 H53C H 0.7520 0.3885 0.4743 0.052 Uiso 0.47 calc P 2 H53D H 0.6251 0.3967 0.5041 0.052 Uiso 0.47 calc P 2 C54A C 0.7156(16) 0.5469(13) 0.4992(9) 0.063(3) Uani 0.470(7) d P 2 H54D H 0.7635 0.5758 0.5506 0.095 Uiso 0.47 calc P 2 H54E H 0.6406 0.5768 0.4970 0.095 Uiso 0.47 calc P 2 H54F H 0.7675 0.5686 0.4673 0.095 Uiso 0.47 calc P 2 C55 C 0.9095(2) 0.1365(2) 0.48559(10) 0.0275(4) Uani 1 d . . H55A H 0.9550 0.0770 0.4705 0.033 Uiso 1 calc . . H55B H 0.8575 0.1216 0.5200 0.033 Uiso 1 calc . . C56 C 1.0035(2) 0.2483(2) 0.52480(11) 0.0375(5) Uani 1 d . . H56A H 0.9575 0.3064 0.5437 0.045 Uiso 1 calc . . H56B H 1.0487 0.2663 0.4884 0.045 Uiso 1 calc . . C57 C 1.0996(2) 0.2473(2) 0.59063(12) 0.0484(6) Uani 1 d . . H57A H 1.1579 0.3196 0.6143 0.073 Uiso 1 calc . . H57B H 1.1463 0.1908 0.5720 0.073 Uiso 1 calc . . H57C H 1.0552 0.2308 0.6271 0.073 Uiso 1 calc . . C58 C 0.8853(2) 0.2138(2) 0.25017(12) 0.0364(5) Uani 1 d . . H58A H 0.8765 0.2314 0.2044 0.044 Uiso 1 calc . . H58B H 0.9639 0.1883 0.2563 0.044 Uiso 1 calc . . C59 C 0.8906(2) 0.3159(2) 0.31704(13) 0.0481(6) Uani 1 d . . H59A H 0.8998 0.2977 0.3626 0.058 Uiso 1 calc . . H59B H 0.8110 0.3399 0.3110 0.058 Uiso 1 calc . . C60 C 1.0018(3) 0.4119(2) 0.3261(2) 0.0721(8) Uani 1 d . . H60A H 1.0025 0.4764 0.3696 0.108 Uiso 1 calc . . H60B H 0.9921 0.4310 0.2815 0.108 Uiso 1 calc . . H60C H 1.0808 0.3889 0.3330 0.108 Uiso 1 calc . . N1 N 0.1026(5) 0.2231(5) 0.1238(3) 0.0744(14) Uani 0.50 d P . C61 C 0.0652(4) 0.1420(4) 0.0833(3) 0.0404(10) Uani 0.50 d P . C62 C 0.0240(5) 0.0268(4) 0.0303(3) 0.0560(14) Uani 0.50 d P . H62A H -0.0287 0.0242 -0.0154 0.084 Uiso 0.50 calc P . H62B H -0.0242 -0.0181 0.0528 0.084 Uiso 0.50 calc P . H62C H 0.0974 -0.0021 0.0184 0.084 Uiso 0.50 calc P . 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 0.0428(8) 0.0252(7) 0.0326(7) 0.0141(6) -0.0061(6) -0.0039(6) O2 0.0317(7) 0.0245(7) 0.0342(7) 0.0069(5) 0.0144(6) 0.0041(5) O3 0.0243(6) 0.0238(6) 0.0293(7) 0.0114(5) -0.0029(5) 0.0002(5) O4 0.0269(6) 0.0261(7) 0.0250(6) 0.0065(5) 0.0048(5) 0.0059(5) C1 0.0312(10) 0.0396(11) 0.0247(9) 0.0161(8) 0.0010(8) 0.0005(8) C2 0.0275(9) 0.0306(10) 0.0202(8) 0.0125(7) -0.0016(7) 0.0027(7) C3 0.0298(9) 0.0258(9) 0.0195(8) 0.0079(7) 0.0001(7) 0.0065(7) C4 0.0280(9) 0.0252(9) 0.0249(9) 0.0111(7) 0.0008(7) 0.0051(7) C5 0.0313(10) 0.0275(10) 0.0271(9) 0.0114(8) 0.0053(7) 0.0063(8) C6 0.0376(10) 0.0255(9) 0.0231(9) 0.0104(7) 0.0019(8) 0.0071(8) C7 0.0343(10) 0.0248(9) 0.0224(9) 0.0112(7) -0.0051(7) -0.0005(8) C8 0.0486(12) 0.0247(10) 0.0301(10) 0.0102(8) 0.0060(9) 0.0117(9) C9 0.0375(10) 0.0186(9) 0.0239(9) 0.0034(7) 0.0057(8) 0.0093(7) C10 0.0264(9) 0.0299(10) 0.0331(10) 0.0056(8) 0.0029(8) 0.0095(8) C11 0.0269(9) 0.0329(10) 0.0353(10) 0.0086(8) 0.0115(8) 0.0052(8) C12 0.0328(10) 0.0267(9) 0.0259(9) 0.0084(7) 0.0097(8) 0.0065(8) C13 0.0276(9) 0.0191(8) 0.0211(8) 0.0005(7) 0.0042(7) 0.0057(7) C14 0.0269(9) 0.0185(8) 0.0225(8) 0.0019(7) 0.0089(7) 0.0055(7) C15 0.0280(9) 0.0262(9) 0.0242(9) 0.0052(7) 0.0028(7) 0.0057(7) C16 0.0246(9) 0.0227(9) 0.0216(8) 0.0089(7) 0.0019(7) 0.0063(7) C17 0.0226(8) 0.0248(9) 0.0258(9) 0.0104(7) 0.0048(7) 0.0044(7) C18 0.0246(9) 0.0232(9) 0.0245(9) 0.0090(7) 0.0018(7) 0.0057(7) C19 0.0269(9) 0.0248(9) 0.0258(9) 0.0077(7) 0.0056(7) 0.0110(7) C20 0.0202(8) 0.0271(9) 0.0284(9) 0.0142(7) 0.0027(7) 0.0072(7) C21 0.0219(8) 0.0210(8) 0.0254(9) 0.0113(7) 0.0001(7) 0.0029(7) C22 0.0212(9) 0.0328(10) 0.0369(10) 0.0163(8) 0.0071(7) 0.0093(7) C23 0.0226(9) 0.0334(10) 0.0338(10) 0.0126(8) 0.0122(8) 0.0082(8) C24 0.0402(11) 0.0352(11) 0.0493(13) 0.0142(10) 0.0235(10) 0.0174(9) C25 0.0562(14) 0.0384(12) 0.0399(12) 0.0015(10) 0.0248(11) 0.0112(10) C26 0.0428(12) 0.0449(12) 0.0258(10) 0.0049(9) 0.0108(9) 0.0033(10) C27 0.0268(9) 0.0349(10) 0.0266(9) 0.0099(8) 0.0092(7) 0.0019(8) C28 0.0220(8) 0.0292(9) 0.0258(9) 0.0082(7) 0.0088(7) 0.0052(7) C29 0.0245(9) 0.0232(9) 0.0370(10) 0.0079(8) 0.0027(8) 0.0079(7) C30 0.0326(10) 0.0306(10) 0.0387(11) 0.0057(9) 0.0018(8) 0.0082(8) C31 0.0362(11) 0.0308(11) 0.0487(13) -0.0026(10) -0.0032(10) 0.0058(9) C32 0.0314(11) 0.0228(10) 0.071(2) -0.0022(10) 0.0013(11) 0.0057(8) C33 0.0284(10) 0.0261(10) 0.073(2) 0.0179(10) 0.0172(10) 0.0128(8) C34 0.0407(12) 0.0300(12) 0.089(2) 0.0238(12) 0.0258(13) 0.0112(10) C35 0.0516(14) 0.0443(14) 0.101(2) 0.0493(15) 0.0439(15) 0.0237(11) C36 0.0458(12) 0.0502(14) 0.0601(14) 0.0335(12) 0.0264(11) 0.0249(11) C37 0.0299(10) 0.0342(11) 0.0510(12) 0.0229(10) 0.0144(9) 0.0127(8) C38 0.0232(9) 0.0244(9) 0.0470(11) 0.0137(8) 0.0090(8) 0.0103(7) C39 0.0275(9) 0.0219(9) 0.0294(9) 0.0085(7) 0.0066(7) 0.0087(7) C40 0.0346(10) 0.0259(10) 0.0284(9) 0.0088(8) 0.0072(8) 0.0045(8) C41 0.0422(11) 0.0313(11) 0.0414(11) 0.0181(9) 0.0105(9) 0.0027(9) C42 0.0348(10) 0.0236(10) 0.0438(12) 0.0116(9) 0.0054(9) 0.0016(8) C43 0.0300(9) 0.0221(9) 0.0362(10) 0.0084(8) 0.0031(8) 0.0076(7) C44 0.0366(11) 0.0278(10) 0.0384(11) 0.0072(9) -0.0026(9) 0.0039(8) C45 0.0452(12) 0.0359(11) 0.0291(10) 0.0040(9) -0.0018(9) 0.0078(9) C46 0.0423(11) 0.0395(11) 0.0306(10) 0.0133(9) 0.0073(9) 0.0134(9) C47 0.0314(10) 0.0245(9) 0.0298(9) 0.0094(8) 0.0056(8) 0.0093(8) C48 0.0254(9) 0.0243(9) 0.0312(10) 0.0092(8) 0.0045(7) 0.0095(7) C49 0.0547(13) 0.0330(11) 0.0374(11) 0.0206(9) 0.0016(10) 0.0017(10) C50A 0.039(3) 0.024(3) 0.060(4) 0.015(3) 0.019(3) 0.006(2) C51A 0.064(4) 0.044(3) 0.047(3) 0.023(3) 0.001(3) 0.016(3) C50B 0.086(7) 0.042(4) 0.057(4) 0.032(3) 0.005(4) -0.003(4) C51B 0.029(3) 0.061(3) 0.088(4) 0.042(3) 0.015(3) 0.008(2) C52 0.030(2) 0.034(3) 0.033(3) 0.008(2) 0.005(2) 0.000(2) C53 0.047(2) 0.028(3) 0.043(2) 0.009(2) 0.013(2) 0.002(2) C54 0.059(5) 0.032(4) 0.056(6) 0.001(4) 0.007(4) -0.003(3) C52A 0.034(2) 0.024(3) 0.030(3) 0.009(2) 0.009(2) 0.001(2) C53A 0.044(3) 0.036(3) 0.035(3) 0.006(3) -0.002(2) -0.006(2) C54A 0.075(8) 0.036(5) 0.053(6) 0.008(4) -0.009(5) -0.019(5) C55 0.0241(9) 0.0312(10) 0.0265(9) 0.0123(8) 0.0013(7) 0.0040(7) C56 0.0328(10) 0.0345(11) 0.0357(11) 0.0095(9) -0.0035(8) -0.0014(8) C57 0.0398(12) 0.0573(15) 0.0347(11) 0.0136(11) -0.0076(9) -0.0046(10) C58 0.0291(10) 0.0327(11) 0.0431(11) 0.0125(9) 0.0017(8) 0.0031(8) C59 0.0603(15) 0.0324(12) 0.0469(13) 0.0114(10) 0.0097(11) 0.0057(10) C60 0.078(2) 0.0333(14) 0.085(2) 0.0092(13) 0.008(2) -0.0062(13) N1 0.075(3) 0.079(4) 0.074(3) 0.041(3) -0.002(3) 0.021(3) C61 0.030(2) 0.052(3) 0.051(3) 0.032(2) 0.006(2) 0.012(2) C62 0.050(3) 0.035(3) 0.092(4) 0.021(3) 0.044(3) 0.014(2) _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 C7 1.388(2) . ? O1 C49 1.447(2) . ? O2 C14 1.382(2) . ? O2 C52A 1.439(5) . ? O2 C52 1.508(5) . ? O3 C21 1.392(2) . ? O3 C55 1.434(2) . ? O4 C28 1.383(2) . ? O4 C58 1.442(2) . ? C1 C27 1.511(3) . ? C1 C2 1.520(3) . ? C2 C3 1.393(3) . ? C2 C7 1.399(3) . ? C3 C4 1.395(3) . ? C4 C5 1.394(3) . ? C4 C29 1.489(3) . ? C5 C6 1.393(3) . ? C6 C7 1.399(3) . ? C6 C8 1.520(3) . ? C8 C9 1.520(3) . ? C9 C10 1.394(3) . ? C9 C14 1.400(3) . ? C10 C11 1.383(3) . ? C11 C12 1.381(3) . ? C12 C13 1.394(3) . ? C13 C14 1.398(2) . ? C13 C15 1.513(2) . ? C15 C16 1.523(2) . ? C16 C21 1.396(2) . ? C16 C17 1.397(2) . ? C17 C18 1.390(2) . ? C18 C19 1.393(2) . ? C18 C39 1.492(2) . ? C19 C20 1.393(3) . ? C20 C21 1.399(3) . ? C20 C22 1.524(2) . ? C22 C23 1.517(3) . ? C23 C24 1.393(3) . ? C23 C28 1.402(3) . ? C24 C25 1.391(3) . ? C25 C26 1.382(3) . ? C26 C27 1.392(3) . ? C27 C28 1.397(3) . ? C29 C30 1.379(3) . ? C29 C38 1.427(3) . ? C30 C31 1.406(3) . ? C31 C32 1.348(3) . ? C32 C33 1.417(3) . ? C33 C34 1.407(3) . ? C33 C38 1.432(3) . ? C34 C35 1.356(4) . ? C35 C36 1.421(4) . ? C36 C37 1.369(3) . ? C37 C38 1.417(3) . ? C39 C40 1.386(3) . ? C39 C48 1.432(3) . ? C40 C41 1.409(3) . ? C41 C42 1.362(3) . ? C42 C43 1.420(3) . ? C43 C44 1.415(3) . ? C43 C48 1.432(3) . ? C44 C45 1.365(3) . ? C45 C46 1.407(3) . ? C46 C47 1.374(3) . ? C47 C48 1.415(3) . ? C49 C50A 1.488(7) . ? C49 C50B 1.549(9) . ? C50A C51A 1.173(9) . ? C50B C51B 1.036(10) . ? C52 C53 1.498(7) . ? C53 C54 1.504(14) . ? C52A C53A 1.511(8) . ? C53A C54A 1.53(2) . ? C55 C56 1.506(3) . ? C56 C57 1.521(3) . ? C58 C59 1.488(3) . ? C59 C60 1.526(4) . ? N1 C61 1.047(6) . ? C61 C62 1.447(7) . ? 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 C7 O1 C49 111.64(14) . . ? C14 O2 C52A 112.8(2) . . ? C14 O2 C52 111.9(2) . . ? C21 O3 C55 111.57(13) . . ? C28 O4 C58 111.11(14) . . ? C27 C1 C2 112.11(15) . . ? C3 C2 C7 118.6(2) . . ? C3 C2 C1 119.9(2) . . ? C7 C2 C1 121.6(2) . . ? C2 C3 C4 121.8(2) . . ? C5 C4 C3 117.9(2) . . ? C5 C4 C29 120.8(2) . . ? C3 C4 C29 121.3(2) . . ? C6 C5 C4 122.1(2) . . ? C5 C6 C7 118.3(2) . . ? C5 C6 C8 118.7(2) . . ? C7 C6 C8 122.8(2) . . ? O1 C7 C2 119.4(2) . . ? O1 C7 C6 119.6(2) . . ? C2 C7 C6 121.0(2) . . ? C6 C8 C9 107.40(14) . . ? C10 C9 C14 117.8(2) . . ? C10 C9 C8 121.2(2) . . ? C14 C9 C8 120.3(2) . . ? C11 C10 C9 121.1(2) . . ? C12 C11 C10 120.1(2) . . ? C11 C12 C13 120.8(2) . . ? C12 C13 C14 118.2(2) . . ? C12 C13 C15 121.5(2) . . ? C14 C13 C15 120.1(2) . . ? O2 C14 C13 118.8(2) . . ? O2 C14 C9 119.3(2) . . ? C13 C14 C9 121.7(2) . . ? C13 C15 C16 111.78(14) . . ? C21 C16 C17 118.2(2) . . ? C21 C16 C15 121.6(2) . . ? C17 C16 C15 120.3(2) . . ? C18 C17 C16 122.1(2) . . ? C17 C18 C19 118.0(2) . . ? C17 C18 C39 119.9(2) . . ? C19 C18 C39 122.1(2) . . ? C20 C19 C18 121.9(2) . . ? C19 C20 C21 118.3(2) . . ? C19 C20 C22 119.3(2) . . ? C21 C20 C22 122.2(2) . . ? O3 C21 C16 119.3(2) . . ? O3 C21 C20 119.5(2) . . ? C16 C21 C20 121.2(2) . . ? C23 C22 C20 107.70(14) . . ? C24 C23 C28 117.7(2) . . ? C24 C23 C22 122.2(2) . . ? C28 C23 C22 119.6(2) . . ? C25 C24 C23 120.8(2) . . ? C26 C25 C24 120.3(2) . . ? C25 C26 C27 120.8(2) . . ? C26 C27 C28 118.1(2) . . ? C26 C27 C1 122.2(2) . . ? C28 C27 C1 119.6(2) . . ? O4 C28 C27 119.0(2) . . ? O4 C28 C23 118.7(2) . . ? C27 C28 C23 122.2(2) . . ? C30 C29 C38 119.5(2) . . ? C30 C29 C4 118.5(2) . . ? C38 C29 C4 122.0(2) . . ? C29 C30 C31 121.8(2) . . ? C32 C31 C30 119.8(2) . . ? C31 C32 C33 121.1(2) . . ? C34 C33 C32 121.5(2) . . ? C34 C33 C38 119.0(2) . . ? C32 C33 C38 119.5(2) . . ? C35 C34 C33 121.2(2) . . ? C34 C35 C36 120.4(2) . . ? C37 C36 C35 120.0(2) . . ? C36 C37 C38 120.8(2) . . ? C37 C38 C29 123.2(2) . . ? C37 C38 C33 118.6(2) . . ? C29 C38 C33 118.1(2) . . ? C40 C39 C48 119.3(2) . . ? C40 C39 C18 118.7(2) . . ? C48 C39 C18 121.9(2) . . ? C39 C40 C41 121.5(2) . . ? C42 C41 C40 120.4(2) . . ? C41 C42 C43 120.5(2) . . ? C44 C43 C42 121.3(2) . . ? C44 C43 C48 118.9(2) . . ? C42 C43 C48 119.7(2) . . ? C45 C44 C43 121.5(2) . . ? C44 C45 C46 119.6(2) . . ? C47 C46 C45 120.9(2) . . ? C46 C47 C48 120.9(2) . . ? C47 C48 C43 118.2(2) . . ? C47 C48 C39 123.3(2) . . ? C43 C48 C39 118.5(2) . . ? O1 C49 C50A 109.0(3) . . ? O1 C49 C50B 108.6(3) . . ? C51A C50A C49 140.7(6) . . ? C51B C50B C49 140.8(7) . . ? C53 C52 O2 110.0(4) . . ? C52 C53 C54 111.2(5) . . ? O2 C52A C53A 109.1(4) . . ? C52A C53A C54A 111.0(6) . . ? O3 C55 C56 109.02(15) . . ? C55 C56 C57 111.6(2) . . ? O4 C58 C59 109.3(2) . . ? C58 C59 C60 111.6(2) . . ? N1 C61 C62 174.6(5) . . ? _refine_diff_density_max 0.466 _refine_diff_density_min -0.359 _refine_diff_density_rms 0.043 data_compound4 _audit_creation_method SHELXL _chemical_name_systematic ; 5,17-Bis(9H-Carbazol-9-yl)-25,26,27,28-tetrapropoxycalixarene ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C64 H62 N2 O4' _chemical_formula_weight 923.16 _chemical_melting_point ? _chemical_compound_source ? 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 13.047(3) _cell_length_b 14.178(3) _cell_length_c 15.207(3) _cell_angle_alpha 115.31(3) _cell_angle_beta 96.69(3) _cell_angle_gamma 95.82(3) _cell_volume 2489.6(9) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.231 _exptl_crystal_density_method ? _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Siemens SMART CCD' _diffrn_measurement_method 'omega scan, frame data integration' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26791 _diffrn_reflns_av_R_equivalents 0.0433 _diffrn_reflns_av_sigmaI/netI 0.0616 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 26.38 _reflns_number_total 10132 _reflns_number_observed 6567 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SMART Siemens' _computing_cell_refinement 'SAINT Siemens' _computing_data_reduction 'SAINT Siemens' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'SHELXTL (Sheldrick)' _computing_publication_material 'XCIF (Sheldrick)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0589P)^2^+0.3769P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10132 _refine_ls_number_parameters 659 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0931 _refine_ls_R_factor_obs 0.0486 _refine_ls_wR_factor_all 0.1285 _refine_ls_wR_factor_obs 0.1060 _refine_ls_goodness_of_fit_all 1.042 _refine_ls_goodness_of_fit_obs 1.085 _refine_ls_restrained_S_all 1.042 _refine_ls_restrained_S_obs 1.085 _refine_ls_shift/esd_max 1.741 _refine_ls_shift/esd_mean 0.057 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O 0.11288(10) 0.28933(11) 0.00408(10) 0.0295(3) Uani 1 d . . O2 O 0.35042(10) 0.21857(10) 0.05615(9) 0.0218(3) Uani 1 d . . O3 O 0.53584(10) 0.40437(11) 0.21894(10) 0.0269(3) Uani 1 d . . O4 O 0.27137(10) 0.47953(10) 0.19435(9) 0.0238(3) Uani 1 d . . N1 N 0.01746(11) 0.11657(12) 0.25935(11) 0.0194(4) Uani 1 d . . N2 N 0.36071(12) 0.24836(13) 0.45948(11) 0.0216(4) Uani 1 d . . C1 C 0.05445(15) 0.4286(2) 0.1890(2) 0.0280(5) Uani 1 d . . H1A H 0.0728 0.4477 0.1381 0.034 Uiso 1 calc . . H1B H -0.0160 0.4419 0.1980 0.034 Uiso 1 calc . . C2 C 0.05852(14) 0.3116(2) 0.15728(14) 0.0233(4) Uani 1 d . . C3 C 0.03529(14) 0.2675(2) 0.22009(14) 0.0216(4) Uani 1 d . . H3 H 0.0133 0.3085 0.2787 0.026 Uiso 1 calc . . C4 C 0.04452(14) 0.1630(2) 0.19654(14) 0.0204(4) Uani 1 d . . C5 C 0.08204(14) 0.10310(15) 0.11137(14) 0.0222(4) Uani 1 d . . H5 H 0.0896 0.0336 0.0964 0.027 Uiso 1 calc . . C6 C 0.10843(14) 0.1454(2) 0.04815(14) 0.0228(4) Uani 1 d . . C7 C 0.09240(14) 0.2484(2) 0.06979(14) 0.0243(5) Uani 1 d . . C8 C 0.15859(15) 0.0801(2) -0.03911(14) 0.0272(5) Uani 1 d . . H8A H 0.1082 0.0191 -0.0865 0.033 Uiso 1 calc . . H8B H 0.1801 0.1224 -0.0718 0.033 Uiso 1 calc . . C9 C 0.25276(15) 0.0438(2) -0.00289(14) 0.0242(4) Uani 1 d . . C10 C 0.2480(2) -0.0570(2) -0.00750(15) 0.0303(5) Uani 1 d . . H10 H 0.1880 -0.1073 -0.0414 0.036 Uiso 1 calc . . C11 C 0.3311(2) -0.0835(2) 0.0376(2) 0.0338(5) Uani 1 d . . H11 H 0.3274 -0.1515 0.0326 0.041 Uiso 1 calc . . C12 C 0.4200(2) -0.0082(2) 0.09036(15) 0.0285(5) Uani 1 d . . H12 H 0.4749 -0.0258 0.1220 0.034 Uiso 1 calc . . C13 C 0.42827(15) 0.0930(2) 0.09659(14) 0.0226(4) Uani 1 d . . C14 C 0.34511(15) 0.11674(15) 0.04785(13) 0.0204(4) Uani 1 d . . C15 C 0.51991(15) 0.1798(2) 0.16070(14) 0.0256(5) Uani 1 d . . H15A H 0.5441 0.2170 0.1243 0.031 Uiso 1 calc . . H15B H 0.5772 0.1489 0.1782 0.031 Uiso 1 calc . . C16 C 0.48650(14) 0.2573(2) 0.25435(13) 0.0207(4) Uani 1 d . . C17 C 0.44287(14) 0.21931(15) 0.31473(14) 0.0216(4) Uani 1 d . . H17 H 0.4409 0.1485 0.3010 0.026 Uiso 1 calc . . C18 C 0.40240(14) 0.2855(2) 0.39510(14) 0.0205(4) Uani 1 d . . C19 C 0.39978(14) 0.38966(15) 0.41167(13) 0.0215(4) Uani 1 d . . H19 H 0.3702 0.4333 0.4641 0.026 Uiso 1 calc . . C20 C 0.44026(14) 0.43000(15) 0.35173(14) 0.0211(4) Uani 1 d . . C21 C 0.48927(14) 0.3646(2) 0.27617(14) 0.0216(4) Uani 1 d . . C22 C 0.42557(15) 0.5412(2) 0.36708(15) 0.0252(5) Uani 1 d . . H22A H 0.4695 0.5934 0.4282 0.030 Uiso 1 calc . . H22B H 0.4461 0.5534 0.3130 0.030 Uiso 1 calc . . C23 C 0.31190(15) 0.55224(15) 0.37147(14) 0.0228(4) Uani 1 d . . C24 C 0.2759(2) 0.5909(2) 0.46127(15) 0.0284(5) Uani 1 d . . H24 H 0.3238 0.6222 0.5203 0.034 Uiso 1 calc . . C25 C 0.1694(2) 0.5831(2) 0.4636(2) 0.0329(5) Uani 1 d . . H25 H 0.1463 0.6117 0.5238 0.039 Uiso 1 calc . . C26 C 0.0978(2) 0.5328(2) 0.3760(2) 0.0299(5) Uani 1 d . . H26 H 0.0266 0.5240 0.3781 0.036 Uiso 1 calc . . C27 C 0.13037(15) 0.49501(15) 0.28496(15) 0.0234(4) Uani 1 d . . C28 C 0.23792(15) 0.51112(15) 0.28441(14) 0.0221(4) Uani 1 d . . C29 C 0.07730(14) 0.05450(15) 0.28812(14) 0.0208(4) Uani 1 d . . C30 C 0.17843(15) 0.0348(2) 0.27407(15) 0.0254(5) Uani 1 d . . H30 H 0.2161 0.0628 0.2399 0.031 Uiso 1 calc . . C31 C 0.2203(2) -0.0277(2) 0.3130(2) 0.0298(5) Uani 1 d . . H31 H 0.2874 -0.0421 0.3044 0.036 Uiso 1 calc . . C32 C 0.1650(2) -0.0700(2) 0.3647(2) 0.0313(5) Uani 1 d . . H32 H 0.1953 -0.1125 0.3892 0.038 Uiso 1 calc . . C33 C 0.0652(2) -0.0491(2) 0.3800(2) 0.0272(5) Uani 1 d . . H33 H 0.0286 -0.0765 0.4152 0.033 Uiso 1 calc . . C34 C 0.02069(14) 0.01399(15) 0.34138(14) 0.0214(4) Uani 1 d . . C35 C -0.07781(14) 0.0530(2) 0.34526(14) 0.0212(4) Uani 1 d . . C36 C -0.1651(2) 0.0388(2) 0.38582(15) 0.0259(5) Uani 1 d . . H36 H -0.1672 -0.0034 0.4187 0.031 Uiso 1 calc . . C37 C -0.2489(2) 0.0888(2) 0.3763(2) 0.0287(5) Uani 1 d . . H37 H -0.3072 0.0806 0.4038 0.034 Uiso 1 calc . . C38 C -0.24685(15) 0.1509(2) 0.32609(15) 0.0258(5) Uani 1 d . . H38 H -0.3040 0.1835 0.3208 0.031 Uiso 1 calc . . C39 C -0.16203(15) 0.1655(2) 0.28379(14) 0.0221(4) Uani 1 d . . H39 H -0.1615 0.2064 0.2497 0.026 Uiso 1 calc . . C40 C -0.07708(14) 0.11603(15) 0.29444(13) 0.0193(4) Uani 1 d . . C41 C 0.41435(14) 0.20341(14) 0.51287(14) 0.0209(4) Uani 1 d . . C42 C 0.51434(15) 0.1766(2) 0.51046(15) 0.0246(4) Uani 1 d . . H42 H 0.5555 0.1864 0.4681 0.030 Uiso 1 calc . . C43 C 0.5501(2) 0.1351(2) 0.5732(2) 0.0306(5) Uani 1 d . . H43 H 0.6164 0.1162 0.5727 0.037 Uiso 1 calc . . C44 C 0.4889(2) 0.1208(2) 0.6375(2) 0.0311(5) Uani 1 d . . H44 H 0.5149 0.0926 0.6788 0.037 Uiso 1 calc . . C45 C 0.3906(2) 0.1481(2) 0.64042(15) 0.0275(5) Uani 1 d . . H45 H 0.3504 0.1386 0.6836 0.033 Uiso 1 calc . . C46 C 0.35206(15) 0.19000(15) 0.57790(14) 0.0223(4) Uani 1 d . . C47 C 0.25609(15) 0.22905(15) 0.56309(14) 0.0225(4) Uani 1 d . . C48 C 0.1649(2) 0.2352(2) 0.60431(15) 0.0277(5) Uani 1 d . . H48 H 0.1582 0.2120 0.6524 0.033 Uiso 1 calc . . C49 C 0.0848(2) 0.2766(2) 0.5722(2) 0.0308(5) Uani 1 d . . H49 H 0.0240 0.2812 0.5990 0.037 Uiso 1 calc . . C50 C 0.0948(2) 0.3114(2) 0.5001(2) 0.0279(5) Uani 1 d . . H50 H 0.0400 0.3387 0.4797 0.034 Uiso 1 calc . . C51 C 0.18410(15) 0.3063(2) 0.45800(14) 0.0237(4) Uani 1 d . . H51 H 0.1902 0.3297 0.4100 0.028 Uiso 1 calc . . C52 C 0.26453(14) 0.26461(15) 0.49074(14) 0.0212(4) Uani 1 d . . C53 C 0.0251(2) 0.2606(2) -0.0747(2) 0.0389(6) Uani 1 d . . H53A H -0.0292 0.3018 -0.0502 0.047 Uiso 1 calc . . H53B H -0.0039 0.1862 -0.1004 0.047 Uiso 1 calc . . C54 C 0.0633(2) 0.2824(2) -0.1554(2) 0.0485(7) Uani 1 d . . H54A H 0.1161 0.2391 -0.1799 0.058 Uiso 1 calc . . H54B H 0.0052 0.2608 -0.2096 0.058 Uiso 1 calc . . C55 C 0.1084(2) 0.3951(2) -0.1243(2) 0.0555(7) Uani 1 d . . H55A H 0.1306 0.4022 -0.1794 0.083 Uiso 1 calc . . H55B H 0.1673 0.4169 -0.0718 0.083 Uiso 1 calc . . H55C H 0.0562 0.4387 -0.1015 0.083 Uiso 1 calc . . C56 C 0.3879(2) 0.2306(2) -0.02413(15) 0.0275(5) Uani 1 d . . H56A H 0.3443 0.1811 -0.0865 0.033 Uiso 1 calc . . H56B H 0.4592 0.2168 -0.0259 0.033 Uiso 1 calc . . C57 C 0.3840(2) 0.3425(2) -0.0078(2) 0.0294(5) Uani 1 d . . H57A H 0.4325 0.3907 0.0520 0.035 Uiso 1 calc . . H57B H 0.3142 0.3576 0.0018 0.035 Uiso 1 calc . . C58 C 0.4114(2) 0.3622(2) -0.0936(2) 0.0486(7) Uani 1 d . . H58A H 0.4078 0.4344 -0.0797 0.073 Uiso 1 calc . . H58B H 0.3627 0.3158 -0.1528 0.073 Uiso 1 calc . . H58C H 0.4810 0.3488 -0.1026 0.073 Uiso 1 calc . . C59 C 0.6312(2) 0.4800(2) 0.2709(2) 0.0325(5) Uani 1 d . . H59A H 0.6256 0.5200 0.3397 0.039 Uiso 1 calc . . H59B H 0.6399 0.5294 0.2426 0.039 Uiso 1 calc . . C60 C 0.7269(2) 0.4262(2) 0.2650(2) 0.0424(6) Uani 1 d . . H60A H 0.7875 0.4788 0.3066 0.051 Uiso 1 calc . . H60B H 0.7167 0.3748 0.2909 0.051 Uiso 1 calc . . C61 C 0.7489(2) 0.3711(2) 0.1615(2) 0.0555(7) Uani 1 d . . H61A H 0.8099 0.3387 0.1624 0.083 Uiso 1 calc . . H61B H 0.7608 0.4218 0.1359 0.083 Uiso 1 calc . . H61C H 0.6900 0.3177 0.1201 0.083 Uiso 1 calc . . C62 C 0.3102(3) 0.5681(3) 0.1757(2) 0.0239(8) Uani 0.849(8) d P 1 H62A H 0.3453 0.5419 0.1190 0.029 Uiso 0.85 calc P 1 H62B H 0.3618 0.6178 0.2323 0.029 Uiso 0.85 calc P 1 C63 C 0.2257(2) 0.6263(2) 0.1563(2) 0.0335(10) Uani 0.849(8) d P 1 H63A H 0.1710 0.5763 0.1029 0.040 Uiso 0.85 calc P 1 H63B H 0.1948 0.6588 0.2149 0.040 Uiso 0.85 calc P 1 C64 C 0.2705(3) 0.7111(3) 0.1288(3) 0.0355(8) Uani 0.849(8) d P 1 H64A H 0.2157 0.7469 0.1169 0.053 Uiso 0.85 calc P 1 H64B H 0.3000 0.6789 0.0701 0.053 Uiso 0.85 calc P 1 H64C H 0.3239 0.7612 0.1820 0.053 Uiso 0.85 calc P 1 C62U C 0.2480(19) 0.5492(19) 0.1519(13) 0.050(7) Uani 0.151(8) d P 2 H62C H 0.1844 0.5762 0.1701 0.060 Uiso 0.15 calc P 2 H62D H 0.2386 0.5122 0.0804 0.060 Uiso 0.15 calc P 2 C63U C 0.3351(21) 0.6341(23) 0.1899(15) 0.066(8) Uani 0.151(8) d P 2 H63C H 0.3995 0.6052 0.1811 0.080 Uiso 0.15 calc P 2 H63D H 0.3378 0.6760 0.2602 0.080 Uiso 0.15 calc P 2 C64U C 0.3270(23) 0.7082(21) 0.1360(20) 0.059(7) Uani 0.151(8) d P 2 H64D H 0.3880 0.7623 0.1612 0.088 Uiso 0.15 calc P 2 H64E H 0.2656 0.7404 0.1480 0.088 Uiso 0.15 calc P 2 H64F H 0.3226 0.6666 0.0662 0.088 Uiso 0.15 calc P 2 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 0.0252(8) 0.0393(9) 0.0247(8) 0.0196(7) -0.0038(6) -0.0067(7) O2 0.0230(7) 0.0202(7) 0.0223(7) 0.0093(6) 0.0064(6) 0.0018(6) O3 0.0221(7) 0.0329(8) 0.0233(7) 0.0131(7) 0.0001(6) -0.0044(6) O4 0.0276(7) 0.0207(7) 0.0225(7) 0.0091(6) 0.0040(6) 0.0039(6) N1 0.0181(8) 0.0214(9) 0.0211(8) 0.0113(7) 0.0044(7) 0.0032(7) N2 0.0198(8) 0.0243(9) 0.0221(9) 0.0111(7) 0.0049(7) 0.0051(7) C1 0.0203(10) 0.0291(12) 0.0361(12) 0.0183(10) -0.0021(9) 0.0008(9) C2 0.0166(10) 0.0257(11) 0.0264(11) 0.0140(9) -0.0039(8) -0.0038(8) C3 0.0179(10) 0.0231(11) 0.0195(10) 0.0069(9) -0.0002(8) 0.0002(8) C4 0.0148(9) 0.0247(11) 0.0201(10) 0.0108(9) -0.0009(8) -0.0029(8) C5 0.0181(10) 0.0201(10) 0.0236(11) 0.0069(9) 0.0015(8) -0.0013(8) C6 0.0139(9) 0.0286(11) 0.0197(10) 0.0084(9) -0.0018(8) -0.0060(8) C7 0.0174(10) 0.0317(12) 0.0243(11) 0.0162(10) -0.0022(8) -0.0049(9) C8 0.0221(11) 0.0329(12) 0.0207(11) 0.0091(9) 0.0022(9) -0.0065(9) C9 0.0250(11) 0.0260(11) 0.0174(10) 0.0058(9) 0.0081(9) -0.0014(9) C10 0.0381(13) 0.0217(11) 0.0237(11) 0.0038(9) 0.0126(10) -0.0058(9) C11 0.0539(15) 0.0187(11) 0.0305(12) 0.0093(10) 0.0196(11) 0.0070(10) C12 0.0394(13) 0.0271(12) 0.0241(11) 0.0121(10) 0.0139(10) 0.0144(10) C13 0.0246(11) 0.0247(11) 0.0181(10) 0.0073(9) 0.0098(8) 0.0062(9) C14 0.0237(10) 0.0177(10) 0.0180(10) 0.0056(8) 0.0083(8) 0.0013(8) C15 0.0205(10) 0.0327(12) 0.0231(11) 0.0114(10) 0.0040(9) 0.0066(9) C16 0.0138(9) 0.0261(11) 0.0184(10) 0.0077(9) -0.0005(8) 0.0015(8) C17 0.0180(10) 0.0198(10) 0.0240(11) 0.0078(9) 0.0005(8) 0.0031(8) C18 0.0166(10) 0.0246(11) 0.0186(10) 0.0092(9) 0.0005(8) 0.0019(8) C19 0.0197(10) 0.0214(10) 0.0182(10) 0.0051(8) -0.0002(8) 0.0030(8) C20 0.0153(9) 0.0239(11) 0.0212(10) 0.0096(9) -0.0030(8) 0.0004(8) C21 0.0167(10) 0.0269(11) 0.0177(10) 0.0095(9) -0.0025(8) -0.0019(8) C22 0.0232(11) 0.0227(11) 0.0257(11) 0.0100(9) -0.0026(9) -0.0014(9) C23 0.0249(10) 0.0154(10) 0.0253(11) 0.0079(9) 0.0003(9) 0.0021(8) C24 0.0343(12) 0.0197(11) 0.0239(11) 0.0047(9) -0.0001(9) 0.0030(9) C25 0.0393(13) 0.0267(12) 0.0299(12) 0.0074(10) 0.0130(10) 0.0096(10) C26 0.0257(11) 0.0250(11) 0.0405(13) 0.0142(10) 0.0097(10) 0.0077(9) C27 0.0243(11) 0.0183(10) 0.0296(11) 0.0130(9) 0.0014(9) 0.0045(8) C28 0.0260(11) 0.0148(10) 0.0256(11) 0.0090(9) 0.0041(9) 0.0044(8) C29 0.0208(10) 0.0194(10) 0.0195(10) 0.0072(8) 0.0011(8) 0.0016(8) C30 0.0203(10) 0.0286(11) 0.0270(11) 0.0118(9) 0.0064(9) 0.0023(9) C31 0.0193(10) 0.0349(13) 0.0358(12) 0.0148(11) 0.0066(9) 0.0095(9) C32 0.0277(12) 0.0340(13) 0.0392(13) 0.0217(11) 0.0054(10) 0.0107(10) C33 0.0253(11) 0.0279(11) 0.0313(12) 0.0158(10) 0.0053(9) 0.0041(9) C34 0.0191(10) 0.0207(10) 0.0221(10) 0.0083(9) 0.0016(8) 0.0008(8) C35 0.0185(10) 0.0221(10) 0.0221(10) 0.0094(9) 0.0034(8) 0.0028(8) C36 0.0248(11) 0.0304(12) 0.0274(11) 0.0168(10) 0.0071(9) 0.0047(9) C37 0.0208(10) 0.0359(12) 0.0325(12) 0.0168(10) 0.0095(9) 0.0059(9) C38 0.0203(10) 0.0303(12) 0.0266(11) 0.0119(10) 0.0038(9) 0.0075(9) C39 0.0220(10) 0.0235(11) 0.0209(10) 0.0108(9) 0.0014(8) 0.0030(8) C40 0.0193(10) 0.0197(10) 0.0167(10) 0.0066(8) 0.0030(8) 0.0000(8) C41 0.0221(10) 0.0162(10) 0.0215(10) 0.0074(8) -0.0004(8) 0.0002(8) C42 0.0212(10) 0.0229(11) 0.0296(11) 0.0115(9) 0.0053(9) 0.0032(8) C43 0.0220(11) 0.0329(12) 0.0389(13) 0.0185(11) 0.0010(10) 0.0061(9) C44 0.0307(12) 0.0332(12) 0.0349(12) 0.0218(11) 0.0002(10) 0.0050(10) C45 0.0296(11) 0.0271(11) 0.0257(11) 0.0127(10) 0.0040(9) 0.0016(9) C46 0.0238(10) 0.0178(10) 0.0221(10) 0.0069(8) 0.0020(8) 0.0010(8) C47 0.0223(10) 0.0190(10) 0.0221(10) 0.0060(8) 0.0032(8) 0.0016(8) C48 0.0287(11) 0.0266(11) 0.0291(12) 0.0126(10) 0.0093(9) 0.0040(9) C49 0.0249(11) 0.0298(12) 0.0369(13) 0.0120(10) 0.0121(10) 0.0071(9) C50 0.0227(11) 0.0262(11) 0.0301(12) 0.0077(10) 0.0033(9) 0.0074(9) C51 0.0239(11) 0.0233(11) 0.0210(10) 0.0071(9) 0.0028(9) 0.0049(9) C52 0.0190(10) 0.0184(10) 0.0211(10) 0.0047(8) 0.0023(8) 0.0018(8) C53 0.0374(13) 0.0473(15) 0.0303(12) 0.0221(11) -0.0084(10) -0.0059(11) C54 0.061(2) 0.051(2) 0.0324(13) 0.0241(13) -0.0060(12) -0.0023(13) C55 0.066(2) 0.059(2) 0.053(2) 0.040(2) 0.0002(14) 0.0049(15) C56 0.0294(11) 0.0270(11) 0.0275(11) 0.0127(10) 0.0109(9) 0.0017(9) C57 0.0317(12) 0.0265(11) 0.0300(12) 0.0140(10) 0.0038(9) 0.0003(9) C58 0.066(2) 0.0390(15) 0.047(2) 0.0253(13) 0.0162(14) 0.0033(13) C59 0.0293(12) 0.0318(12) 0.0308(12) 0.0124(10) 0.0018(10) -0.0077(10) C60 0.0268(12) 0.0464(15) 0.048(2) 0.0204(13) -0.0007(11) -0.0084(11) C61 0.0364(14) 0.043(2) 0.070(2) 0.0101(14) 0.0183(14) -0.0064(12) C62 0.025(2) 0.022(2) 0.028(2) 0.0142(14) 0.0057(14) 0.0053(14) C63 0.027(2) 0.034(2) 0.048(2) 0.0280(14) 0.0007(12) 0.0035(12) C64 0.033(2) 0.032(2) 0.047(2) 0.0258(14) 0.000(2) 0.001(2) C62U 0.052(13) 0.073(17) 0.028(10) 0.022(10) -0.005(10) 0.036(12) C63U 0.102(20) 0.068(18) 0.034(11) 0.030(12) 0.001(11) 0.014(15) C64U 0.058(16) 0.080(17) 0.064(15) 0.058(14) -0.003(14) 0.018(14) _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 C7 1.391(2) . ? O1 C53 1.443(3) . ? O2 C14 1.388(2) . ? O2 C56 1.435(2) . ? O3 C21 1.385(2) . ? O3 C59 1.449(2) . ? O4 C28 1.386(2) . ? O4 C62U 1.43(2) . ? O4 C62 1.457(3) . ? N1 C40 1.400(2) . ? N1 C29 1.402(2) . ? N1 C4 1.428(2) . ? N2 C41 1.398(2) . ? N2 C52 1.399(2) . ? N2 C18 1.428(2) . ? C1 C27 1.515(3) . ? C1 C2 1.525(3) . ? C2 C3 1.391(3) . ? C2 C7 1.403(3) . ? C3 C4 1.390(3) . ? C4 C5 1.389(3) . ? C5 C6 1.390(3) . ? C6 C7 1.396(3) . ? C6 C8 1.524(3) . ? C8 C9 1.514(3) . ? C9 C10 1.395(3) . ? C9 C14 1.402(3) . ? C10 C11 1.384(3) . ? C11 C12 1.389(3) . ? C12 C13 1.390(3) . ? C13 C14 1.392(3) . ? C13 C15 1.516(3) . ? C15 C16 1.527(3) . ? C16 C17 1.393(3) . ? C16 C21 1.407(3) . ? C17 C18 1.387(3) . ? C18 C19 1.393(3) . ? C19 C20 1.391(3) . ? C20 C21 1.403(3) . ? C20 C22 1.527(3) . ? C22 C23 1.513(3) . ? C23 C24 1.396(3) . ? C23 C28 1.397(3) . ? C24 C25 1.387(3) . ? C25 C26 1.386(3) . ? C26 C27 1.391(3) . ? C27 C28 1.400(3) . ? C29 C30 1.398(3) . ? C29 C34 1.408(3) . ? C30 C31 1.381(3) . ? C31 C32 1.395(3) . ? C32 C33 1.388(3) . ? C33 C34 1.399(3) . ? C34 C35 1.447(3) . ? C35 C36 1.393(3) . ? C35 C40 1.409(3) . ? C36 C37 1.387(3) . ? C37 C38 1.391(3) . ? C38 C39 1.384(3) . ? C39 C40 1.399(3) . ? C41 C42 1.395(3) . ? C41 C46 1.411(3) . ? C42 C43 1.382(3) . ? C43 C44 1.397(3) . ? C44 C45 1.376(3) . ? C45 C46 1.394(3) . ? C46 C47 1.451(3) . ? C47 C48 1.401(3) . ? C47 C52 1.403(3) . ? C48 C49 1.388(3) . ? C49 C50 1.393(3) . ? C50 C51 1.387(3) . ? C51 C52 1.398(3) . ? C53 C54 1.511(3) . ? C54 C55 1.489(4) . ? C56 C57 1.504(3) . ? C57 C58 1.520(3) . ? C59 C60 1.520(3) . ? C60 C61 1.508(4) . ? C62 C63 1.518(4) . ? C63 C64 1.518(4) . ? C62U C63U 1.43(4) . ? C63U C64U 1.59(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 C7 O1 C53 112.30(15) . . ? C14 O2 C56 113.71(14) . . ? C21 O3 C59 113.95(14) . . ? C28 O4 C62U 110.4(8) . . ? C28 O4 C62 113.1(2) . . ? C40 N1 C29 108.29(15) . . ? C40 N1 C4 126.16(15) . . ? C29 N1 C4 125.26(15) . . ? C41 N2 C52 108.1(2) . . ? C41 N2 C18 126.0(2) . . ? C52 N2 C18 125.4(2) . . ? C27 C1 C2 109.6(2) . . ? C3 C2 C7 118.4(2) . . ? C3 C2 C1 119.3(2) . . ? C7 C2 C1 122.1(2) . . ? C4 C3 C2 120.9(2) . . ? C5 C4 C3 119.6(2) . . ? C5 C4 N1 119.4(2) . . ? C3 C4 N1 121.0(2) . . ? C4 C5 C6 121.0(2) . . ? C5 C6 C7 118.6(2) . . ? C5 C6 C8 118.9(2) . . ? C7 C6 C8 122.4(2) . . ? O1 C7 C6 119.0(2) . . ? O1 C7 C2 119.6(2) . . ? C6 C7 C2 121.3(2) . . ? C9 C8 C6 109.6(2) . . ? C10 C9 C14 117.7(2) . . ? C10 C9 C8 122.4(2) . . ? C14 C9 C8 119.5(2) . . ? C11 C10 C9 121.1(2) . . ? C10 C11 C12 119.9(2) . . ? C11 C12 C13 121.0(2) . . ? C12 C13 C14 118.1(2) . . ? C12 C13 C15 122.3(2) . . ? C14 C13 C15 119.4(2) . . ? O2 C14 C13 118.9(2) . . ? O2 C14 C9 118.7(2) . . ? C13 C14 C9 122.2(2) . . ? C13 C15 C16 109.8(2) . . ? C17 C16 C21 118.9(2) . . ? C17 C16 C15 119.3(2) . . ? C21 C16 C15 121.5(2) . . ? C18 C17 C16 120.9(2) . . ? C17 C18 C19 119.2(2) . . ? C17 C18 N2 121.5(2) . . ? C19 C18 N2 119.3(2) . . ? C20 C19 C18 121.6(2) . . ? C19 C20 C21 118.3(2) . . ? C19 C20 C22 119.2(2) . . ? C21 C20 C22 122.4(2) . . ? O3 C21 C20 119.7(2) . . ? O3 C21 C16 119.6(2) . . ? C20 C21 C16 120.6(2) . . ? C23 C22 C20 109.4(2) . . ? C24 C23 C28 118.0(2) . . ? C24 C23 C22 121.3(2) . . ? C28 C23 C22 120.2(2) . . ? C25 C24 C23 120.8(2) . . ? C26 C25 C24 119.8(2) . . ? C25 C26 C27 121.1(2) . . ? C26 C27 C28 118.0(2) . . ? C26 C27 C1 121.8(2) . . ? C28 C27 C1 120.0(2) . . ? O4 C28 C23 119.5(2) . . ? O4 C28 C27 118.7(2) . . ? C23 C28 C27 121.7(2) . . ? C30 C29 N1 129.5(2) . . ? C30 C29 C34 121.6(2) . . ? N1 C29 C34 108.9(2) . . ? C31 C30 C29 117.4(2) . . ? C30 C31 C32 122.0(2) . . ? C33 C32 C31 120.6(2) . . ? C32 C33 C34 118.7(2) . . ? C33 C34 C29 119.7(2) . . ? C33 C34 C35 133.3(2) . . ? C29 C34 C35 107.0(2) . . ? C36 C35 C40 119.6(2) . . ? C36 C35 C34 133.4(2) . . ? C40 C35 C34 107.0(2) . . ? C37 C36 C35 118.9(2) . . ? C36 C37 C38 120.9(2) . . ? C39 C38 C37 121.8(2) . . ? C38 C39 C40 117.3(2) . . ? C39 C40 N1 129.5(2) . . ? C39 C40 C35 121.6(2) . . ? N1 C40 C35 108.8(2) . . ? C42 C41 N2 129.4(2) . . ? C42 C41 C46 121.4(2) . . ? N2 C41 C46 109.2(2) . . ? C43 C42 C41 117.7(2) . . ? C42 C43 C44 121.4(2) . . ? C45 C44 C43 120.9(2) . . ? C44 C45 C46 119.2(2) . . ? C45 C46 C41 119.4(2) . . ? C45 C46 C47 134.1(2) . . ? C41 C46 C47 106.5(2) . . ? C48 C47 C52 119.6(2) . . ? C48 C47 C46 133.3(2) . . ? C52 C47 C46 107.1(2) . . ? C49 C48 C47 118.8(2) . . ? C48 C49 C50 120.6(2) . . ? C51 C50 C49 121.9(2) . . ? C50 C51 C52 117.2(2) . . ? C51 C52 N2 129.0(2) . . ? C51 C52 C47 121.8(2) . . ? N2 C52 C47 109.2(2) . . ? O1 C53 C54 108.2(2) . . ? C55 C54 C53 114.7(2) . . ? O2 C56 C57 107.6(2) . . ? C56 C57 C58 112.7(2) . . ? O3 C59 C60 111.9(2) . . ? C61 C60 C59 113.2(2) . . ? O4 C62 C63 114.0(2) . . ? C64 C63 C62 111.0(3) . . ? O4 C62U C63U 106.7(16) . . ? C62U C63U C64U 111.7(18) . . ? _refine_diff_density_max 0.338 _refine_diff_density_min -0.255 _refine_diff_density_rms 0.048