# Supplementary Material (ESI) for Faraday Discussions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Faraday Discuss.' _journal_coden_Cambridge 0169 _publ_contact_author_name 'Howard Colquhoun' _publ_contact_author_email H.M.COLQUHOUN@RDG.AC.UK _publ_section_title ; Recognition of Sequence-Information in Synthetic Copolymer Chains by a Conformationally-Constrained Tweezer Molecule ; loop_ _publ_author_name 'Howard Colquhoun' 'Christine Cardin' 'Michael Drew' 'Yu Gan' 'Zhixue Zhu' # Attachment 'Cmpd_7.cif' data_7 _database_code_depnum_ccdc_archive 'CCDC 648369' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C41.5 H29.5 N3 O2.75' _chemical_formula_weight 613.68 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 tetragonal _symmetry_space_group_name_H-M I41/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z' '-y+3/4, x+1/4, z+1/4' 'y+1/4, -x+1/4, z+1/4' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1, z+1/2' '-y+5/4, x+3/4, z+3/4' 'y+3/4, -x+3/4, z+3/4' '-x, -y, -z' 'x, y-1/2, -z' 'y-3/4, -x-1/4, -z-1/4' '-y-1/4, x-1/4, -z-1/4' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' '-y+1/4, x+1/4, -z+1/4' _cell_length_a 28.41(3) _cell_length_b 28.41(3) _cell_length_c 16.570(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 13374(26) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description parallelepiped _exptl_crystal_colour white _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.219 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5136 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type none _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_standards_number ? _diffrn_measurement_device 'Marresearch Image Plate' _diffrn_measurement_method '95 frames, counting time 2 min.' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15079 _diffrn_reflns_av_R_equivalents 0.1181 _diffrn_reflns_av_sigmaI/netI 0.1716 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 25.89 _reflns_number_total 5541 _reflns_number_gt 2412 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'XDS (Kabsch, 1988)' _computing_cell_refinement XDS _computing_data_reduction XDS _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics PLATON(Spek,2004) _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 ; _refine_ls_weighting_details w=1/[\s^2^(Fo^2^)+(0.1440P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3 ; _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5541 _refine_ls_number_parameters 437 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1974 _refine_ls_R_factor_gt 0.1010 _refine_ls_wR_factor_ref 0.2866 _refine_ls_wR_factor_gt 0.2470 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _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 C1 C 0.30886(19) -0.04866(19) -0.0321(3) 0.0449(14) Uani 1 1 d . . . H1A H 0.3305 -0.0712 -0.0086 0.054 Uiso 1 1 calc R . . H1B H 0.3195 -0.0422 -0.0866 0.054 Uiso 1 1 calc R . . N2 N 0.31145(15) -0.00560(15) 0.0139(2) 0.0405(11) Uani 1 1 d . . . H2 H 0.3084 0.0210 -0.0104 0.049 Uiso 1 1 calc R . . C3 C 0.31852(17) -0.00629(19) 0.0937(3) 0.0376(13) Uani 1 1 d . . . O3 O 0.31806(14) -0.04312(14) 0.13432(19) 0.0578(11) Uani 1 1 d . . . C4 C 0.32579(17) 0.0410(2) 0.1333(3) 0.0375(13) Uani 1 1 d . . . N5 N 0.32567(15) 0.07955(15) 0.0861(2) 0.0406(11) Uani 1 1 d . . . C6 C 0.33378(19) 0.1206(2) 0.1207(3) 0.0498(14) Uani 1 1 d . . . C7 C 0.3409(2) 0.1268(3) 0.2043(4) 0.074(2) Uani 1 1 d . . . H7 H 0.3453 0.1565 0.2269 0.088 Uiso 1 1 calc R . . C8 C 0.3411(2) 0.0861(3) 0.2513(4) 0.075(2) Uani 1 1 d . . . H8 H 0.3464 0.0882 0.3066 0.090 Uiso 1 1 calc R . . C9 C 0.3334(2) 0.0429(2) 0.2163(3) 0.0561(16) Uani 1 1 d . . . H9 H 0.3334 0.0156 0.2472 0.067 Uiso 1 1 calc R . . C10 C 0.3358(2) 0.1644(2) 0.0672(4) 0.0630(18) Uani 1 1 d . . . O10 O 0.34764(18) 0.20324(16) 0.0965(3) 0.0881(15) Uani 1 1 d . . . N11 N 0.32510(19) 0.15882(17) -0.0106(3) 0.0684(15) Uani 1 1 d . . . H11 H 0.3158 0.1319 -0.0283 0.082 Uiso 1 1 calc R . . C12 C 0.3294(3) 0.1990(2) -0.0654(4) 0.096(3) Uani 1 1 d . . . H12A H 0.3625 0.2046 -0.0763 0.116 Uiso 1 1 calc R . . H12B H 0.3169 0.2268 -0.0390 0.116 Uiso 1 1 calc R . . C21 C 0.26001(18) -0.07131(19) -0.0366(3) 0.0391(13) Uani 1 1 d . . . C22 C 0.2204(2) -0.0470(2) -0.0116(3) 0.0501(15) Uani 1 1 d . . . H22 H 0.2234 -0.0159 0.0056 0.060 Uiso 1 1 calc R . . C23 C 0.1758(2) -0.0685(2) -0.0118(3) 0.0531(17) Uani 1 1 d . . . H23 H 0.1497 -0.0514 0.0051 0.064 Uiso 1 1 calc R . . C24 C 0.1700(2) -0.1151(2) -0.0373(3) 0.0504(16) Uani 1 1 d . . . C25 C 0.1240(2) -0.1390(3) -0.0341(4) 0.073(2) Uani 1 1 d . . . H25 H 0.0979 -0.1236 -0.0131 0.088 Uiso 1 1 calc R . . C26 C 0.1203(3) -0.1839(3) -0.0621(4) 0.081(2) Uani 1 1 d . . . H26 H 0.0910 -0.1984 -0.0611 0.097 Uiso 1 1 calc R . . C27 C 0.1596(3) -0.2097(3) -0.0933(3) 0.0644(19) Uani 1 1 d . . . C28 C 0.1554(4) -0.2560(3) -0.1215(5) 0.098(3) Uani 1 1 d . . . H28 H 0.1260 -0.2704 -0.1231 0.118 Uiso 1 1 calc R . . C29 C 0.1958(4) -0.2809(3) -0.1474(5) 0.100(3) Uani 1 1 d . . . H29 H 0.1929 -0.3121 -0.1638 0.120 Uiso 1 1 calc R . . C30 C 0.2386(3) -0.2599(3) -0.1487(4) 0.074(2) Uani 1 1 d . . . H30 H 0.2647 -0.2765 -0.1673 0.089 Uiso 1 1 calc R . . C31 C 0.2439(2) -0.2133(2) -0.1221(3) 0.0520(16) Uani 1 1 d . . . C32 C 0.2884(2) -0.1903(2) -0.1214(3) 0.0572(17) Uani 1 1 d . . . H32 H 0.3145 -0.2069 -0.1398 0.069 Uiso 1 1 calc R . . C33 C 0.2948(2) -0.14544(19) -0.0951(3) 0.0453(14) Uani 1 1 d . . . H33 H 0.3247 -0.1322 -0.0955 0.054 Uiso 1 1 calc R . . C34 C 0.25519(18) -0.11825(19) -0.0664(2) 0.0367(13) Uani 1 1 d . . . C35 C 0.20992(19) -0.1404(2) -0.0670(3) 0.0433(15) Uani 1 1 d . . . C36 C 0.2047(2) -0.1881(2) -0.0948(3) 0.0496(16) Uani 1 1 d . . . C41 C 0.3041(3) 0.1918(2) -0.1438(4) 0.075(2) Uani 1 1 d . . . C42 C 0.3301(3) 0.1836(2) -0.2133(6) 0.091(2) Uani 1 1 d . . . H42 H 0.3626 0.1813 -0.2087 0.109 Uiso 1 1 calc R . . C43 C 0.3104(4) 0.1789(2) -0.2882(5) 0.095(3) Uani 1 1 d . . . H43 H 0.3296 0.1735 -0.3328 0.114 Uiso 1 1 calc R . . C44 C 0.2610(4) 0.1820(2) -0.2985(4) 0.075(2) Uani 1 1 d . . . C45 C 0.2362(4) 0.1761(3) -0.3761(4) 0.103(4) Uani 1 1 d . . . H45 H 0.2540 0.1695 -0.4219 0.123 Uiso 1 1 calc R . . C46 C 0.1895(5) 0.1798(3) -0.3837(5) 0.110(4) Uani 1 1 d . . . H46 H 0.1752 0.1756 -0.4337 0.132 Uiso 1 1 calc R . . C47 C 0.1627(4) 0.1898(3) -0.3158(5) 0.092(3) Uani 1 1 d . . . C48 C 0.1156(5) 0.1962(4) -0.3260(7) 0.126(4) Uani 1 1 d . . . H48 H 0.1025 0.1940 -0.3773 0.151 Uiso 1 1 calc R . . C49 C 0.0877(4) 0.2058(3) -0.2620(9) 0.135(4) Uani 1 1 d . . . H49 H 0.0557 0.2102 -0.2710 0.162 Uiso 1 1 calc R . . C50 C 0.1045(4) 0.2094(3) -0.1830(7) 0.111(3) Uani 1 1 d . . . H50 H 0.0842 0.2146 -0.1398 0.133 Uiso 1 1 calc R . . C51 C 0.1546(3) 0.2048(2) -0.1711(4) 0.082(2) Uani 1 1 d . . . C52 C 0.1785(4) 0.2096(2) -0.0935(4) 0.085(2) Uani 1 1 d . . . H52 H 0.1604 0.2163 -0.0481 0.102 Uiso 1 1 calc R . . C53 C 0.2260(3) 0.2048(2) -0.0844(4) 0.079(2) Uani 1 1 d . . . H53 H 0.2393 0.2077 -0.0333 0.095 Uiso 1 1 calc R . . C54 C 0.2557(3) 0.19524(19) -0.1520(3) 0.0579(18) Uani 1 1 d . . . C55 C 0.2332(3) 0.19046(18) -0.2285(3) 0.0603(19) Uani 1 1 d . . . C56 C 0.1839(3) 0.1953(2) -0.2377(4) 0.068(2) Uani 1 1 d . . . O100 O 0.4173(4) 0.2659(5) 0.1551(9) 0.151(6) Uani 0.50 1 d P . . H100 H 0.3908 0.2678 0.1745 0.182 Uiso 0.50 1 calc PR . . C101 C 0.4187(7) 0.2897(5) 0.0839(13) 0.142(10) Uani 0.50 1 d P . . H10A H 0.3962 0.3149 0.0851 0.170 Uiso 0.50 1 calc PR . . H10B H 0.4112 0.2685 0.0405 0.170 Uiso 0.50 1 calc PR . . H10C H 0.4496 0.3024 0.0758 0.170 Uiso 0.50 1 calc PR . . O200 O 0.0000 -0.2500 -0.0312(17) 0.227(11) Uiso 0.50 2 d SP . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.047(4) 0.045(4) 0.043(3) -0.006(3) 0.000(2) -0.001(3) N2 0.057(3) 0.035(3) 0.030(2) 0.0004(18) -0.0054(18) -0.003(2) C3 0.034(3) 0.050(4) 0.029(3) 0.004(2) 0.001(2) 0.000(3) O3 0.074(3) 0.058(3) 0.041(2) 0.0165(19) 0.0031(18) 0.000(2) C4 0.027(3) 0.058(4) 0.028(3) 0.000(2) 0.000(2) 0.005(3) N5 0.041(3) 0.041(3) 0.040(2) -0.010(2) -0.0050(19) -0.001(2) C6 0.040(4) 0.054(4) 0.055(3) -0.010(3) 0.001(3) 0.005(3) C7 0.084(5) 0.077(5) 0.060(4) -0.029(4) -0.004(3) 0.008(4) C8 0.087(5) 0.100(6) 0.038(4) -0.025(4) -0.004(3) 0.006(5) C9 0.055(4) 0.074(5) 0.039(3) -0.004(3) 0.002(3) 0.008(4) C10 0.061(4) 0.044(4) 0.084(5) -0.024(4) -0.006(3) 0.000(4) O10 0.111(4) 0.048(3) 0.105(3) -0.021(3) -0.006(3) -0.006(3) N11 0.096(4) 0.047(3) 0.063(3) 0.002(3) -0.008(3) -0.011(3) C12 0.134(8) 0.053(5) 0.102(6) 0.030(4) -0.023(5) -0.022(5) C21 0.039(4) 0.050(4) 0.029(3) 0.001(2) -0.003(2) 0.002(3) C22 0.053(4) 0.057(4) 0.041(3) -0.003(3) -0.005(3) 0.002(4) C23 0.046(4) 0.077(5) 0.036(3) 0.000(3) 0.003(2) 0.021(4) C24 0.049(4) 0.074(5) 0.028(3) 0.017(3) -0.009(2) 0.001(4) C25 0.036(4) 0.115(7) 0.068(4) 0.030(4) -0.007(3) -0.007(4) C26 0.061(5) 0.099(7) 0.083(5) 0.013(5) -0.019(4) -0.033(5) C27 0.073(5) 0.061(5) 0.059(4) 0.013(3) -0.018(3) -0.023(4) C28 0.104(8) 0.099(8) 0.093(6) 0.016(5) -0.039(5) -0.044(6) C29 0.136(9) 0.078(6) 0.086(6) -0.001(4) -0.038(6) -0.030(7) C30 0.095(6) 0.066(5) 0.063(4) 0.000(3) -0.019(4) -0.015(5) C31 0.065(5) 0.044(4) 0.046(3) 0.002(3) -0.015(3) -0.014(4) C32 0.075(5) 0.051(4) 0.046(3) 0.005(3) -0.003(3) 0.014(4) C33 0.045(4) 0.042(4) 0.049(3) 0.006(3) 0.000(3) 0.006(3) C34 0.038(4) 0.050(4) 0.022(2) 0.012(2) -0.004(2) 0.007(3) C35 0.040(4) 0.065(4) 0.025(3) 0.022(2) -0.003(2) 0.004(3) C36 0.066(5) 0.042(4) 0.040(3) 0.008(3) -0.021(3) -0.016(4) C41 0.085(6) 0.051(5) 0.088(5) 0.018(4) 0.017(5) 0.000(4) C42 0.092(6) 0.050(5) 0.130(7) 0.024(5) 0.021(6) 0.013(4) C43 0.147(9) 0.051(5) 0.086(6) 0.007(4) 0.052(6) 0.005(6) C44 0.140(8) 0.018(4) 0.067(5) -0.002(3) 0.024(5) -0.009(4) C45 0.220(12) 0.043(5) 0.045(5) -0.015(3) 0.036(6) -0.024(7) C46 0.191(11) 0.076(6) 0.063(6) -0.008(4) 0.001(7) -0.028(8) C47 0.134(9) 0.063(5) 0.081(7) 0.000(4) -0.006(6) -0.029(6) C48 0.177(13) 0.097(8) 0.104(8) 0.009(6) -0.011(8) -0.047(9) C49 0.125(10) 0.108(8) 0.172(11) 0.039(8) -0.065(9) -0.021(7) C50 0.093(8) 0.083(7) 0.157(9) 0.018(6) 0.020(7) -0.003(6) C51 0.134(8) 0.038(4) 0.072(5) 0.002(3) 0.020(5) -0.006(5) C52 0.144(8) 0.049(5) 0.061(5) -0.004(3) 0.039(5) 0.001(5) C53 0.123(7) 0.059(5) 0.056(4) 0.006(3) 0.000(4) 0.001(5) C54 0.102(6) 0.028(4) 0.044(4) 0.005(2) 0.024(4) -0.001(4) C55 0.118(6) 0.023(3) 0.040(4) 0.002(2) 0.029(4) 0.003(4) C56 0.117(7) 0.031(4) 0.056(4) -0.003(3) 0.015(4) -0.007(4) O100 0.082(8) 0.115(11) 0.258(15) -0.112(11) -0.095(10) 0.010(8) C101 0.134(16) 0.049(10) 0.24(2) 0.076(13) 0.139(17) 0.014(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N2 1.443(6) . ? C1 C21 1.532(7) . ? N2 C3 1.337(6) . ? C3 O3 1.244(6) . ? C3 C4 1.510(7) . ? C4 N5 1.345(6) . ? C4 C9 1.393(7) . ? N5 C6 1.321(7) . ? C6 C7 1.411(8) . ? C6 C10 1.528(8) . ? C7 C8 1.394(9) . ? C8 C9 1.376(8) . ? C10 O10 1.251(7) . ? C10 N11 1.334(7) . ? N11 C12 1.463(7) . ? C12 C41 1.500(10) . ? C21 C22 1.383(7) . ? C21 C34 1.429(7) . ? C22 C23 1.408(8) . ? C23 C24 1.401(8) . ? C24 C35 1.429(8) . ? C24 C25 1.473(8) . ? C25 C26 1.362(9) . ? C26 C27 1.433(10) . ? C27 C28 1.400(10) . ? C27 C36 1.421(9) . ? C28 C29 1.415(11) . ? C29 C30 1.357(10) . ? C30 C31 1.403(8) . ? C31 C36 1.400(8) . ? C31 C32 1.422(8) . ? C32 C33 1.360(7) . ? C33 C34 1.445(7) . ? C34 C35 1.432(7) . ? C35 C36 1.439(8) . ? C41 C54 1.385(9) . ? C41 C42 1.387(10) . ? C42 C43 1.368(11) . ? C43 C44 1.418(10) . ? C44 C55 1.423(9) . ? C44 C45 1.475(11) . ? C45 C46 1.337(12) . ? C46 C47 1.389(12) . ? C47 C48 1.361(13) . ? C47 C56 1.435(10) . ? C48 C49 1.351(13) . ? C49 C50 1.398(12) . ? C50 C51 1.442(11) . ? C51 C56 1.410(9) . ? C51 C52 1.460(10) . ? C52 C53 1.367(10) . ? C53 C54 1.427(9) . ? C54 C55 1.426(9) . ? C55 C56 1.414(9) . ? O100 C101 1.360(18) . ? 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 N2 C1 C21 115.3(4) . . ? C3 N2 C1 121.2(4) . . ? O3 C3 N2 123.0(5) . . ? O3 C3 C4 121.1(4) . . ? N2 C3 C4 115.9(4) . . ? N5 C4 C9 122.9(5) . . ? N5 C4 C3 118.2(4) . . ? C9 C4 C3 118.9(5) . . ? C6 N5 C4 117.8(4) . . ? N5 C6 C7 124.2(6) . . ? N5 C6 C10 118.3(5) . . ? C7 C6 C10 117.6(6) . . ? C8 C7 C6 116.5(6) . . ? C9 C8 C7 120.3(6) . . ? C8 C9 C4 118.4(6) . . ? O10 C10 N11 122.7(6) . . ? O10 C10 C6 120.2(6) . . ? N11 C10 C6 117.1(5) . . ? C10 N11 C12 119.2(6) . . ? N11 C12 C41 113.1(6) . . ? C22 C21 C34 119.5(5) . . ? C22 C21 C1 120.7(5) . . ? C34 C21 C1 119.7(5) . . ? C21 C22 C23 120.9(5) . . ? C24 C23 C22 121.1(5) . . ? C23 C24 C35 119.1(5) . . ? C23 C24 C25 121.9(6) . . ? C35 C24 C25 119.0(6) . . ? C26 C25 C24 119.2(7) . . ? C25 C26 C27 122.8(7) . . ? C28 C27 C36 118.5(8) . . ? C28 C27 C26 122.3(8) . . ? C36 C27 C26 119.2(7) . . ? C27 C28 C29 120.1(8) . . ? C30 C29 C28 120.8(8) . . ? C29 C30 C31 120.5(8) . . ? C36 C31 C30 119.9(6) . . ? C36 C31 C32 118.0(5) . . ? C30 C31 C32 122.1(7) . . ? C33 C32 C31 123.4(6) . . ? C32 C33 C34 120.2(5) . . ? C21 C34 C35 119.9(5) . . ? C21 C34 C33 122.5(5) . . ? C35 C34 C33 117.5(5) . . ? C24 C35 C34 119.3(5) . . ? C24 C35 C36 120.1(6) . . ? C34 C35 C36 120.5(5) . . ? C31 C36 C27 120.1(6) . . ? C31 C36 C35 120.3(6) . . ? C27 C36 C35 119.6(6) . . ? C54 C41 C42 117.4(7) . . ? C54 C41 C12 123.4(7) . . ? C42 C41 C12 119.1(8) . . ? C43 C42 C41 123.5(8) . . ? C42 C43 C44 120.4(7) . . ? C43 C44 C55 117.6(7) . . ? C43 C44 C45 124.6(8) . . ? C55 C44 C45 117.8(9) . . ? C46 C45 C44 123.1(8) . . ? C45 C46 C47 119.0(9) . . ? C48 C47 C46 117.8(10) . . ? C48 C47 C56 120.7(9) . . ? C46 C47 C56 121.5(10) . . ? C49 C48 C47 120.4(11) . . ? C48 C49 C50 123.3(11) . . ? C49 C50 C51 117.3(9) . . ? C56 C51 C50 119.7(8) . . ? C56 C51 C52 115.6(8) . . ? C50 C51 C52 124.8(8) . . ? C53 C52 C51 123.2(7) . . ? C52 C53 C54 121.0(7) . . ? C41 C54 C55 121.7(6) . . ? C41 C54 C53 121.5(7) . . ? C55 C54 C53 116.8(7) . . ? C56 C55 C44 118.5(7) . . ? C56 C55 C54 122.0(6) . . ? C44 C55 C54 119.4(8) . . ? C51 C56 C55 121.3(7) . . ? C51 C56 C47 118.5(9) . . ? C55 C56 C47 120.2(7) . . ? _diffrn_measured_fraction_theta_max 0.852 _diffrn_reflns_theta_full 25.89 _diffrn_measured_fraction_theta_full 0.852 _refine_diff_density_max 0.541 _refine_diff_density_min -0.329 _refine_diff_density_rms 0.078 _publ_section_references ; Kabsch, W. (1988), J.Appl.Cryst 21 916-932. Sheldrick, G.M. (1997) SHELX97 program for crystallography refinement. University of Gottingen, Germany. Spek, A.L., (2004) PLATON-94 program, Utrecht University, The Netherlands Walker, N. and Stuart, D., Acta Crystl 1983 A39 158. ; #===END # Attachment 'Complex_[11+12].cif' #============================================================================== data_[11+12] _database_code_depnum_ccdc_archive 'CCDC 717467' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum ' C74 H39 F6 N3 O8' _chemical_formula_weight 1212.08 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 '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 10.7436(5) _cell_length_b 15.0043(9) _cell_length_c 25.7202(12) _cell_angle_alpha 81.728(4) _cell_angle_beta 89.451(4) _cell_angle_gamma 73.073(5) _cell_volume 3922.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rhomb _exptl_crystal_colour red _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.025 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1242 _exptl_absorpt_coefficient_mu 0.643 _exptl_absorpt_correction_type sphere _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18199 _diffrn_reflns_av_R_equivalents 0.0325 _diffrn_reflns_av_sigmaI/netI 0.0480 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.11 _diffrn_reflns_theta_max 51.36 _reflns_number_total 8289 _reflns_number_gt 5028 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8289 _refine_ls_number_parameters 808 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.1466 _refine_ls_R_factor_gt 0.1199 _refine_ls_wR_factor_ref 0.3530 _refine_ls_wR_factor_gt 0.3306 _refine_ls_goodness_of_fit_ref 1.280 _refine_ls_restrained_S_all 1.283 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_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_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 C201 C 0.8409(6) 0.8151(4) 0.9831(2) 0.0507(16) Uani 1 1 d . . . C202 C 0.8424(8) 0.7828(4) 0.9358(3) 0.067(2) Uani 1 1 d . . . H202 H 0.7650 0.7785 0.9219 0.080 Uiso 1 1 calc R . . C203 C 0.9573(7) 0.7557(5) 0.9075(3) 0.0694(19) Uani 1 1 d . . . H203 H 0.9571 0.7349 0.8751 0.083 Uiso 1 1 calc R . . C204 C 1.0686(7) 0.7615(5) 0.9299(3) 0.0601(17) Uani 1 1 d . . . H204 H 1.1449 0.7433 0.9117 0.072 Uiso 1 1 calc R . . C205 C 1.0773(6) 0.7907(5) 0.9754(3) 0.0675(19) Uani 1 1 d . . . H205 H 1.1572 0.7908 0.9890 0.081 Uiso 1 1 calc R . . C206 C 0.9557(6) 0.8235(4) 1.0043(3) 0.0549(17) Uani 1 1 d . . . C207 C 0.9699(7) 0.8516(4) 1.0556(3) 0.0546(16) Uani 1 1 d . . . C208 C 1.1027(7) 0.8889(6) 1.1167(3) 0.076(2) Uani 1 1 d . . . C209 C 1.1331(5) 0.8198(4) 1.1615(3) 0.0481(16) Uani 1 1 d . . . C210 C 1.1535(7) 0.7219(6) 1.1583(4) 0.076(2) Uani 1 1 d . . . H210 H 1.1448 0.7016 1.1265 0.091 Uiso 1 1 calc R . . C211 C 1.1855(7) 0.6606(6) 1.2032(5) 0.091(3) Uani 1 1 d . . . H211 H 1.1926 0.5979 1.2013 0.109 Uiso 1 1 calc R . . C212 C 1.2096(6) 0.6835(5) 1.2532(3) 0.0653(19) Uani 1 1 d . . . C213 C 1.2382(9) 0.6217(7) 1.3030(7) 0.130(5) Uani 1 1 d . . . H213 H 1.2368 0.5596 1.3051 0.156 Uiso 1 1 calc R . . C214 C 1.2672(13) 0.6541(12) 1.3467(6) 0.147(5) Uani 1 1 d . . . H214 H 1.3012 0.6126 1.3770 0.176 Uiso 1 1 calc R . . C215 C 1.2467(8) 0.7445(9) 1.3453(4) 0.099(3) Uani 1 1 d . . . H215 H 1.2579 0.7644 1.3771 0.119 Uiso 1 1 calc R . . C216 C 1.2112(7) 0.8123(6) 1.3034(3) 0.0645(19) Uani 1 1 d . . . C217 C 1.1892(7) 0.7841(6) 1.2551(4) 0.081(2) Uani 1 1 d . . . C218 C 1.1536(6) 0.8481(4) 1.2086(3) 0.0492(15) Uani 1 1 d . . . C219 C 1.1959(6) 0.9106(7) 1.3042(3) 0.074(2) Uani 1 1 d . . . H219 H 1.2099 0.9319 1.3353 0.089 Uiso 1 1 calc R . . C220 C 1.1614(6) 0.9704(5) 1.2598(3) 0.0660(19) Uani 1 1 d . . . H220 H 1.1530 1.0334 1.2614 0.079 Uiso 1 1 calc R . . C221 C 1.1362(6) 0.9474(5) 1.2104(3) 0.0533(17) Uani 1 1 d . . . C222 C 1.1030(6) 1.0064(5) 1.1675(4) 0.071(2) Uani 1 1 d . . . H222 H 1.0910 1.0697 1.1693 0.085 Uiso 1 1 calc R . . C223 C 1.0833(6) 0.9811(5) 1.1172(3) 0.0626(18) Uani 1 1 d . . . H223 H 1.0588 1.0255 1.0871 0.075 Uiso 1 1 calc R . . C224 C 0.5986(5) 0.8645(4) 0.9967(2) 0.0425(14) Uani 1 1 d . . . C225 C 0.5560(7) 0.9011(5) 0.9454(3) 0.0633(18) Uani 1 1 d . . . H225 H 0.6164 0.9099 0.9206 0.076 Uiso 1 1 calc R . . C226 C 0.4271(7) 0.9249(5) 0.9299(3) 0.0643(18) Uani 1 1 d . . . H226 H 0.4025 0.9460 0.8947 0.077 Uiso 1 1 calc R . . C227 C 0.3369(8) 0.9181(5) 0.9651(3) 0.078(2) Uani 1 1 d . . . H227 H 0.2491 0.9381 0.9551 0.093 Uiso 1 1 calc R . . C228 C 0.3777(7) 0.8790(5) 1.0193(3) 0.068(2) Uani 1 1 d . . . H228 H 0.3164 0.8718 1.0441 0.081 Uiso 1 1 calc R . . C229 C 0.5103(6) 0.8521(4) 1.0341(2) 0.0523(16) Uani 1 1 d . . . C230 C 0.5429(7) 0.8194(5) 1.0902(2) 0.0548(17) Uani 1 1 d . . . C231 C 0.4754(6) 0.7816(7) 1.1741(3) 0.074(2) Uani 1 1 d . . . C232 C 0.4995(7) 0.6913(6) 1.1939(3) 0.074(2) Uani 1 1 d . . . H232 H 0.4926 0.6481 1.1723 0.089 Uiso 1 1 calc R . . C233 C 0.5361(7) 0.6596(6) 1.2487(4) 0.076(2) Uani 1 1 d . . . H233 H 0.5532 0.5964 1.2627 0.091 Uiso 1 1 calc R . . C234 C 0.5453(5) 0.7241(5) 1.2796(3) 0.0560(18) Uani 1 1 d . . . C235 C 0.4568(7) 1.0108(6) 1.2164(3) 0.0667(19) Uani 1 1 d . . . H235 H 0.4365 1.0739 1.2018 0.080 Uiso 1 1 calc R . . C236 C 0.5864(7) 0.7623(7) 1.3634(3) 0.085(2) Uani 1 1 d . . . H236 H 0.6106 0.7412 1.3987 0.102 Uiso 1 1 calc R . . C237 C 0.5591(7) 0.8627(7) 1.3441(4) 0.080(2) Uani 1 1 d . . . C238 C 0.5625(7) 0.9261(9) 1.3755(3) 0.094(3) Uani 1 1 d . . . H238 H 0.5854 0.9072 1.4110 0.113 Uiso 1 1 calc R . . C239 C 0.5303(8) 1.0231(6) 1.3534(4) 0.085(2) Uani 1 1 d . . . H239 H 0.5310 1.0684 1.3745 0.102 Uiso 1 1 calc R . . C240 C 0.5198(6) 0.8887(5) 1.2928(3) 0.0611(19) Uani 1 1 d . . . C241 C 0.5135(6) 0.8228(5) 1.2586(3) 0.069(2) Uani 1 1 d . . . C242 C 0.4817(5) 0.8529(5) 1.2040(2) 0.0503(16) Uani 1 1 d . . . C243 C 0.4994(7) 1.0479(6) 1.3026(5) 0.091(3) Uani 1 1 d . . . H243 H 0.4825 1.1111 1.2886 0.109 Uiso 1 1 calc R . . C244 C 0.4907(7) 0.9866(6) 1.2694(3) 0.075(2) Uani 1 1 d . . . C245 C 0.5786(7) 0.7017(6) 1.3340(3) 0.078(2) Uani 1 1 d . . . H245 H 0.5959 0.6391 1.3494 0.093 Uiso 1 1 calc R . . C246 C 0.4518(6) 0.9481(5) 1.1854(3) 0.066(2) Uani 1 1 d . . . H246 H 0.4275 0.9689 1.1501 0.079 Uiso 1 1 calc R . . N1 N 0.7265(6) 0.8398(4) 1.01338(18) 0.0650(16) Uani 1 1 d . . . H1 H 0.7398 0.8389 1.0464 0.078 Uiso 1 1 calc R . . O1 O 0.6549(5) 0.7991(4) 1.10869(19) 0.0870(16) Uani 1 1 d . . . O2 O 0.4485(4) 0.8084(3) 1.11998(19) 0.0745(13) Uani 1 1 d . . . O3 O 0.8788(4) 0.8669(4) 1.08533(19) 0.0916(18) Uani 1 1 d . . . O4 O 1.0855(5) 0.8595(3) 1.06713(18) 0.0752(14) Uani 1 1 d . . . C301 C 1.1624(12) 0.2743(8) 1.2773(8) 0.299(18) Uani 1 1 d D . . F304 F 1.186(2) 0.1840(12) 1.3005(9) 0.432(13) Uani 1 1 d D . . F305 F 1.2789(14) 0.2825(11) 1.2850(9) 0.359(10) Uani 1 1 d D . . F306 F 1.137(3) 0.265(3) 1.2307(9) 0.490(18) Uani 1 1 d DU . . C302 C 1.0569(7) 0.3341(5) 1.3090(4) 0.170(6) Uani 1 1 d GD . . C303 C 0.9790(10) 0.2969(4) 1.3439(5) 0.255(12) Uani 1 1 d GD . . H303 H 0.9904 0.2323 1.3495 0.306 Uiso 1 1 calc R . . C304 C 0.8841(9) 0.3561(6) 1.3705(4) 0.203(8) Uani 1 1 d GD . . H304 H 0.8320 0.3312 1.3939 0.243 Uiso 1 1 calc R . . C305 C 0.8672(6) 0.4526(6) 1.3622(3) 0.158(6) Uani 1 1 d GD . . H305 H 0.8037 0.4923 1.3800 0.189 Uiso 1 1 calc R . . C306 C 0.9451(7) 0.4898(3) 1.3273(4) 0.181(7) Uani 1 1 d GD . . C307 C 1.0400(6) 0.4306(5) 1.3007(4) 0.190(8) Uani 1 1 d GD . . H307 H 1.0921 0.4555 1.2774 0.228 Uiso 1 1 calc R . . C308 C 0.9488(8) 0.6291(7) 1.3623(6) 0.122(4) Uani 1 1 d . . . C309 C 0.9235(6) 0.7349(5) 1.3494(3) 0.0564(17) Uani 1 1 d . . . C310 C 0.9495(6) 0.7829(5) 1.3885(3) 0.0612(18) Uani 1 1 d . . . H310 H 0.9862 0.7484 1.4205 0.073 Uiso 1 1 calc R . . C311 C 0.9237(5) 0.8772(4) 1.3817(2) 0.0467(15) Uani 1 1 d . . . H311 H 0.9355 0.9080 1.4093 0.056 Uiso 1 1 calc R . . C312 C 0.8793(5) 0.9268(5) 1.3330(2) 0.0498(16) Uani 1 1 d . . . C313 C 0.8564(7) 1.0341(5) 1.3226(3) 0.0637(18) Uani 1 1 d . . . C314 C 0.8602(5) 0.8812(4) 1.2919(2) 0.0391(14) Uani 1 1 d . . . C315 C 0.8806(6) 0.7842(5) 1.2997(3) 0.0642(19) Uani 1 1 d . . . C316 C 0.8854(6) 0.6360(6) 1.2669(5) 0.088(3) Uani 1 1 d . . . C317 C 0.8599(5) 0.7373(5) 1.2601(3) 0.0633(19) Uani 1 1 d . . . C318 C 0.8281(8) 0.7874(9) 1.2090(4) 0.107(3) Uani 1 1 d . . . H318 H 0.8274 0.7557 1.1806 0.128 Uiso 1 1 calc R . . C319 C 0.7974(6) 0.8867(7) 1.2017(3) 0.074(2) Uani 1 1 d . . . H319 H 0.7615 0.9209 1.1696 0.089 Uiso 1 1 calc R . . C320 C 0.8189(6) 0.9321(5) 1.2398(3) 0.0585(17) Uani 1 1 d . . . C321 C 0.7904(6) 1.0347(6) 1.2311(3) 0.069(2) Uani 1 1 d . . . C322 C 0.7809(8) 1.1812(5) 1.2663(3) 0.076(2) Uani 1 1 d . . . C323 C 0.8489(10) 1.2218(6) 1.2294(4) 0.117(3) Uani 1 1 d . . . H323 H 0.9159 1.1850 1.2117 0.140 Uiso 1 1 calc R . . C324 C 0.8144(13) 1.3214(9) 1.2192(5) 0.154(5) Uani 1 1 d . . . H324 H 0.8525 1.3529 1.1928 0.185 Uiso 1 1 calc R . . C325 C 0.7191(10) 1.3697(6) 1.2512(6) 0.151(5) Uani 1 1 d . . . H325 H 0.7048 1.4341 1.2504 0.181 Uiso 1 1 calc R . . C326 C 0.6497(7) 1.3271(6) 1.2820(4) 0.102(3) Uani 1 1 d . . . C328 C 0.5520(10) 1.3830(9) 1.3143(6) 0.158(6) Uani 1 1 d D . . F301 F 0.4478(10) 1.4252(10) 1.2796(7) 0.311(9) Uani 1 1 d D . . F302 F 0.4916(15) 1.3322(7) 1.3435(6) 0.286(8) Uani 1 1 d D . . F303 F 0.5665(5) 1.4493(4) 1.3342(3) 0.1265(19) Uani 1 1 d D . . C327 C 0.6856(7) 1.2302(5) 1.2909(3) 0.075(2) Uani 1 1 d . . . H327 H 0.6408 1.1997 1.3149 0.090 Uiso 1 1 calc R . . N301 N 0.8146(4) 1.0777(4) 1.2741(2) 0.0532(14) Uani 1 1 d . . . N302 N 0.9244(7) 0.5893(5) 1.3164(5) 0.116(3) Uani 1 1 d . . . O301 O 0.8788(5) 1.0742(3) 1.3572(2) 0.0796(14) Uani 1 1 d . . . O302 O 0.7448(5) 1.0804(4) 1.1891(2) 0.0836(15) Uani 1 1 d . . . O303 O 0.9883(7) 0.5825(5) 1.4027(4) 0.145(3) Uani 1 1 d . . . O304 O 0.8667(6) 0.5896(5) 1.2336(4) 0.156(4) Uani 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 C201 0.057(4) 0.051(4) 0.049(4) 0.004(3) 0.001(3) -0.028(3) C202 0.100(6) 0.052(4) 0.064(5) -0.006(3) -0.004(4) -0.047(4) C203 0.046(4) 0.084(5) 0.074(5) -0.014(4) 0.020(4) -0.012(4) C204 0.050(5) 0.073(5) 0.059(4) -0.024(4) 0.019(3) -0.014(3) C205 0.035(4) 0.082(5) 0.078(5) -0.003(4) 0.012(4) -0.010(3) C206 0.055(4) 0.036(3) 0.077(5) -0.009(3) 0.024(4) -0.019(3) C207 0.041(4) 0.056(4) 0.072(5) -0.019(3) 0.013(4) -0.018(3) C208 0.058(5) 0.079(6) 0.104(7) -0.031(5) 0.014(4) -0.030(4) C209 0.031(3) 0.043(4) 0.070(5) -0.012(4) 0.017(3) -0.009(3) C210 0.061(5) 0.063(6) 0.108(6) -0.027(5) 0.018(4) -0.019(4) C211 0.055(5) 0.055(5) 0.162(10) -0.024(6) 0.032(5) -0.014(4) C212 0.045(4) 0.058(5) 0.085(5) -0.010(5) 0.024(4) -0.004(3) C213 0.046(5) 0.088(7) 0.239(15) 0.031(10) 0.028(8) -0.020(5) C214 0.122(10) 0.135(13) 0.149(12) 0.061(10) -0.021(9) -0.023(9) C215 0.062(5) 0.121(9) 0.088(7) 0.014(6) 0.021(4) -0.002(5) C216 0.064(5) 0.086(6) 0.044(4) -0.007(4) 0.025(3) -0.024(4) C217 0.046(4) 0.072(6) 0.121(7) 0.001(5) 0.022(4) -0.018(4) C218 0.047(4) 0.032(4) 0.058(4) -0.004(3) -0.003(3) 0.004(3) C219 0.033(4) 0.121(8) 0.063(5) -0.012(5) -0.002(3) -0.016(4) C220 0.047(4) 0.056(4) 0.100(6) -0.016(4) 0.007(4) -0.021(3) C221 0.030(4) 0.074(5) 0.060(5) -0.011(4) 0.013(3) -0.020(3) C222 0.046(4) 0.048(4) 0.118(7) -0.009(5) 0.005(4) -0.015(3) C223 0.057(4) 0.053(5) 0.075(5) -0.001(4) -0.002(4) -0.016(3) C224 0.026(4) 0.046(4) 0.058(4) -0.009(3) 0.009(3) -0.015(3) C225 0.048(5) 0.081(5) 0.058(5) 0.008(4) 0.003(3) -0.024(4) C226 0.052(5) 0.074(5) 0.064(4) 0.013(3) 0.000(4) -0.025(4) C227 0.061(5) 0.075(5) 0.099(6) -0.010(4) -0.029(5) -0.023(4) C228 0.054(5) 0.108(6) 0.057(4) -0.018(4) -0.002(4) -0.045(4) C229 0.052(4) 0.074(4) 0.039(4) 0.006(3) 0.001(3) -0.038(3) C230 0.039(4) 0.085(5) 0.047(4) -0.016(3) 0.021(4) -0.027(3) C231 0.036(4) 0.105(7) 0.073(6) 0.024(5) 0.015(3) -0.024(4) C232 0.069(5) 0.065(6) 0.093(6) -0.022(5) 0.017(4) -0.022(4) C233 0.059(5) 0.065(5) 0.107(7) -0.014(5) 0.023(4) -0.023(4) C234 0.034(4) 0.056(5) 0.068(5) 0.026(4) 0.001(3) -0.016(3) C235 0.064(5) 0.066(5) 0.070(5) 0.004(4) 0.010(4) -0.025(4) C236 0.061(5) 0.104(8) 0.082(6) 0.014(6) -0.011(4) -0.024(5) C237 0.044(4) 0.105(7) 0.097(7) -0.034(6) 0.017(4) -0.027(4) C238 0.045(5) 0.152(10) 0.079(6) -0.005(7) 0.008(4) -0.025(5) C239 0.069(5) 0.074(6) 0.110(7) -0.025(5) 0.023(5) -0.013(4) C240 0.034(4) 0.077(5) 0.056(5) 0.014(4) 0.015(3) -0.002(3) C241 0.047(4) 0.068(5) 0.091(6) 0.003(5) -0.004(4) -0.024(3) C242 0.030(3) 0.071(5) 0.047(4) 0.011(4) 0.001(3) -0.021(3) C243 0.051(5) 0.076(6) 0.130(9) 0.004(6) -0.020(5) -0.001(4) C244 0.057(5) 0.079(6) 0.077(6) -0.007(5) 0.003(4) -0.005(4) C245 0.065(5) 0.072(5) 0.084(6) 0.018(5) 0.015(4) -0.016(4) C246 0.038(4) 0.071(5) 0.079(5) 0.022(5) 0.021(3) -0.015(3) N1 0.071(4) 0.107(4) 0.030(3) -0.012(3) 0.020(3) -0.045(3) O1 0.039(3) 0.146(5) 0.080(3) -0.011(3) 0.000(3) -0.036(3) O2 0.060(3) 0.098(4) 0.065(3) 0.008(3) 0.010(3) -0.030(3) O3 0.040(3) 0.183(6) 0.071(3) -0.054(3) 0.016(3) -0.046(3) O4 0.070(3) 0.097(4) 0.075(3) -0.028(3) 0.017(3) -0.042(3) C301 0.126(12) 0.056(7) 0.74(5) -0.126(16) 0.17(2) -0.034(8) F304 0.39(3) 0.31(2) 0.62(4) -0.20(3) 0.09(3) -0.075(19) F305 0.232(13) 0.240(14) 0.62(3) -0.123(17) -0.019(17) -0.062(11) F306 0.47(2) 0.49(2) 0.495(19) -0.071(10) 0.033(10) -0.133(11) C302 0.069(7) 0.069(8) 0.36(2) -0.053(9) -0.047(9) 0.004(6) C303 0.139(13) 0.066(9) 0.56(4) -0.091(14) -0.022(18) 0.001(9) C304 0.130(11) 0.113(11) 0.39(2) -0.025(12) -0.042(13) -0.071(9) C305 0.082(7) 0.066(7) 0.324(17) 0.009(8) -0.091(9) -0.034(5) C306 0.071(7) 0.053(7) 0.43(2) -0.079(9) -0.091(10) -0.010(6) C307 0.076(7) 0.058(7) 0.43(2) -0.112(10) -0.083(10) 0.025(5) C308 0.046(5) 0.058(6) 0.260(14) -0.015(8) -0.052(7) -0.012(4) C309 0.060(4) 0.062(5) 0.057(4) -0.013(4) -0.008(3) -0.030(3) C310 0.053(4) 0.052(5) 0.069(5) 0.015(3) 0.005(3) -0.012(3) C311 0.031(3) 0.044(4) 0.055(4) -0.012(3) 0.000(3) 0.005(3) C312 0.030(3) 0.072(5) 0.049(4) -0.018(4) 0.007(3) -0.012(3) C313 0.061(5) 0.070(5) 0.059(5) -0.018(4) 0.021(4) -0.014(4) C314 0.026(3) 0.026(3) 0.057(4) 0.001(3) -0.007(3) 0.003(2) C315 0.047(4) 0.069(5) 0.077(5) -0.017(4) -0.011(4) -0.016(3) C316 0.011(4) 0.077(7) 0.165(9) -0.032(7) -0.008(4) 0.012(4) C317 0.018(3) 0.065(5) 0.102(6) -0.036(4) -0.006(4) 0.007(3) C318 0.052(5) 0.150(10) 0.119(8) -0.074(8) 0.003(5) -0.004(5) C319 0.031(4) 0.101(7) 0.074(5) -0.009(5) -0.006(3) 0.005(4) C320 0.048(4) 0.074(5) 0.055(4) -0.018(4) -0.009(3) -0.014(3) C321 0.027(4) 0.097(7) 0.073(5) -0.007(5) 0.008(4) -0.007(4) C322 0.079(6) 0.055(5) 0.087(5) 0.001(4) 0.014(4) -0.016(4) C323 0.115(7) 0.065(6) 0.147(8) 0.028(5) 0.049(6) -0.012(5) C324 0.144(11) 0.122(11) 0.184(11) 0.050(8) 0.046(9) -0.055(9) C325 0.069(6) 0.046(5) 0.315(17) 0.013(7) 0.052(9) 0.000(5) C326 0.035(4) 0.054(6) 0.196(9) -0.003(5) 0.042(5) 0.012(4) C328 0.041(6) 0.099(9) 0.336(19) -0.007(11) 0.029(9) -0.036(6) F301 0.129(7) 0.328(17) 0.52(2) -0.298(18) 0.039(11) -0.019(9) F302 0.359(16) 0.157(7) 0.393(16) -0.111(9) 0.263(15) -0.129(10) F303 0.106(4) 0.077(3) 0.202(6) -0.031(3) 0.014(4) -0.031(3) C327 0.046(4) 0.049(5) 0.124(6) -0.020(4) 0.020(4) -0.001(3) N301 0.034(3) 0.056(4) 0.065(4) 0.007(3) 0.011(3) -0.013(2) N302 0.084(5) 0.048(5) 0.218(10) -0.030(6) -0.035(6) -0.015(4) O301 0.073(3) 0.070(3) 0.097(4) -0.031(3) -0.013(3) -0.013(2) O302 0.049(3) 0.101(4) 0.083(4) 0.025(3) 0.006(3) -0.013(3) O303 0.107(5) 0.070(4) 0.230(8) 0.037(5) -0.080(6) -0.007(4) O304 0.083(4) 0.142(6) 0.273(10) -0.142(7) -0.007(5) -0.027(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C201 C202 1.373(9) . ? C201 C206 1.398(9) . ? C201 N1 1.433(8) . ? C202 C203 1.413(10) . ? C203 C204 1.364(10) . ? C204 C205 1.320(9) . ? C205 C206 1.488(9) . ? C206 C207 1.464(9) . ? C207 O3 1.225(7) . ? C207 O4 1.322(8) . ? C208 C223 1.340(10) . ? C208 C209 1.404(10) . ? C208 O4 1.438(9) . ? C209 C218 1.381(8) . ? C209 C210 1.435(10) . ? C210 C211 1.346(12) . ? C211 C212 1.424(12) . ? C212 C213 1.447(15) . ? C212 C217 1.468(11) . ? C213 C214 1.359(18) . ? C214 C215 1.303(17) . ? C215 C216 1.346(12) . ? C216 C217 1.412(11) . ? C216 C219 1.439(11) . ? C217 C218 1.400(10) . ? C218 C221 1.454(9) . ? C219 C220 1.330(10) . ? C220 C221 1.411(10) . ? C221 C222 1.294(9) . ? C222 C223 1.433(10) . ? C224 C229 1.377(8) . ? C224 N1 1.370(8) . ? C224 C225 1.381(8) . ? C225 C226 1.372(9) . ? C226 C227 1.336(10) . ? C227 C228 1.451(10) . ? C228 C229 1.403(9) . ? C229 C230 1.466(9) . ? C230 O1 1.234(7) . ? C230 O2 1.299(7) . ? C231 C232 1.327(10) . ? C231 O2 1.400(8) . ? C231 C242 1.422(11) . ? C232 C233 1.442(11) . ? C233 C234 1.363(10) . ? C234 C245 1.414(10) . ? C234 C241 1.441(10) . ? C235 C246 1.332(10) . ? C235 C244 1.383(10) . ? C236 C245 1.286(11) . ? C236 C237 1.459(12) . ? C237 C238 1.342(12) . ? C237 C240 1.355(10) . ? C238 C239 1.425(13) . ? C239 C243 1.325(12) . ? C240 C241 1.432(10) . ? C240 C244 1.449(11) . ? C241 C242 1.425(9) . ? C242 C246 1.383(9) . ? C243 C244 1.363(12) . ? C301 F306 1.266(15) . ? C301 F305 1.312(12) . ? C301 F304 1.352(14) . ? C301 C302 1.535(15) . ? C302 C303 1.3900 . ? C302 C307 1.3900 . ? C303 C304 1.3900 . ? C304 C305 1.3900 . ? C305 C306 1.3900 . ? C306 C307 1.3900 . ? C306 N302 1.430(9) . ? C308 O303 1.172(13) . ? C308 N302 1.456(14) . ? C308 C309 1.518(12) . ? C309 C315 1.390(9) . ? C309 C310 1.392(9) . ? C310 C311 1.345(8) . ? C311 C312 1.373(8) . ? C312 C314 1.386(8) . ? C312 C313 1.540(10) . ? C313 O301 1.205(8) . ? C313 N301 1.339(9) . ? C314 C315 1.392(9) . ? C314 C320 1.447(9) . ? C315 C317 1.373(9) . ? C316 O304 1.230(10) . ? C316 N302 1.366(12) . ? C316 C317 1.449(11) . ? C317 C318 1.408(13) . ? C318 C319 1.413(13) . ? C319 C320 1.329(10) . ? C320 C321 1.465(11) . ? C321 O302 1.216(8) . ? C321 N301 1.418(9) . ? C322 C327 1.293(10) . ? C322 C323 1.372(11) . ? C322 N301 1.472(9) . ? C323 C324 1.416(15) . ? C324 C325 1.405(16) . ? C325 C326 1.309(13) . ? C326 C327 1.375(11) . ? C326 C328 1.472(15) . ? C328 F303 1.230(12) . ? C328 F302 1.297(12) . ? C328 F301 1.376(15) . ? 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 C202 C201 C206 119.8(6) . . ? C202 C201 N1 123.1(6) . . ? C206 C201 N1 117.1(5) . . ? C201 C202 C203 122.2(7) . . ? C204 C203 C202 116.7(6) . . ? C205 C204 C203 125.5(6) . . ? C204 C205 C206 118.1(6) . . ? C201 C206 C207 125.5(5) . . ? C201 C206 C205 117.5(6) . . ? C207 C206 C205 116.6(6) . . ? O3 C207 O4 123.0(6) . . ? O3 C207 C206 121.1(6) . . ? O4 C207 C206 115.9(6) . . ? C223 C208 C209 124.6(7) . . ? C223 C208 O4 117.4(7) . . ? C209 C208 O4 118.0(6) . . ? C218 C209 C208 117.6(6) . . ? C218 C209 C210 120.3(7) . . ? C208 C209 C210 121.9(7) . . ? C211 C210 C209 117.7(8) . . ? C210 C211 C212 125.5(7) . . ? C211 C212 C213 128.0(9) . . ? C211 C212 C217 115.4(7) . . ? C213 C212 C217 116.3(9) . . ? C214 C213 C212 120.2(11) . . ? C215 C214 C213 118.9(11) . . ? C214 C215 C216 127.7(11) . . ? C215 C216 C217 117.1(8) . . ? C215 C216 C219 124.8(8) . . ? C217 C216 C219 118.1(7) . . ? C218 C217 C216 122.3(7) . . ? C218 C217 C212 119.0(8) . . ? C216 C217 C212 118.6(8) . . ? C209 C218 C217 122.0(6) . . ? C209 C218 C221 119.2(6) . . ? C217 C218 C221 118.8(6) . . ? C220 C219 C216 118.7(7) . . ? C219 C220 C221 126.3(7) . . ? C222 C221 C220 125.5(7) . . ? C222 C221 C218 118.6(6) . . ? C220 C221 C218 115.8(6) . . ? C221 C222 C223 124.8(7) . . ? C208 C223 C222 115.1(7) . . ? C229 C224 N1 116.7(5) . . ? C229 C224 C225 119.8(6) . . ? N1 C224 C225 123.5(5) . . ? C226 C225 C224 122.1(6) . . ? C227 C226 C225 120.5(6) . . ? C226 C227 C228 119.1(7) . . ? C229 C228 C227 119.6(6) . . ? C224 C229 C228 118.9(6) . . ? C224 C229 C230 124.7(6) . . ? C228 C229 C230 116.3(5) . . ? O1 C230 O2 120.5(6) . . ? O1 C230 C229 122.6(5) . . ? O2 C230 C229 116.8(6) . . ? C232 C231 O2 118.6(8) . . ? C232 C231 C242 124.0(7) . . ? O2 C231 C242 117.3(7) . . ? C231 C232 C233 120.4(7) . . ? C234 C233 C232 118.7(7) . . ? C233 C234 C245 123.8(7) . . ? C233 C234 C241 120.8(7) . . ? C245 C234 C241 115.3(7) . . ? C246 C235 C244 123.2(7) . . ? C245 C236 C237 123.1(8) . . ? C238 C237 C240 121.8(9) . . ? C238 C237 C236 122.8(10) . . ? C240 C237 C236 115.2(8) . . ? C237 C238 C239 118.8(8) . . ? C243 C239 C238 119.2(8) . . ? C237 C240 C241 123.1(7) . . ? C237 C240 C244 119.9(8) . . ? C241 C240 C244 116.9(7) . . ? C242 C241 C240 120.9(7) . . ? C242 C241 C234 119.9(7) . . ? C240 C241 C234 119.1(7) . . ? C246 C242 C231 125.7(7) . . ? C246 C242 C241 118.2(7) . . ? C231 C242 C241 116.0(6) . . ? C239 C243 C244 124.1(8) . . ? C243 C244 C235 125.3(8) . . ? C243 C244 C240 115.9(8) . . ? C235 C244 C240 118.8(8) . . ? C236 C245 C234 124.1(8) . . ? C235 C246 C242 122.0(7) . . ? C224 N1 C201 128.6(5) . . ? C230 O2 C231 118.0(5) . . ? C207 O4 C208 117.7(5) . . ? F306 C301 F305 115(2) . . ? F306 C301 F304 99.2(17) . . ? F305 C301 F304 97.8(14) . . ? F306 C301 C302 120.4(19) . . ? F305 C301 C302 113.8(13) . . ? F304 C301 C302 106.4(14) . . ? C303 C302 C307 120.0 . . ? C303 C302 C301 123.6(8) . . ? C307 C302 C301 116.4(8) . . ? C302 C303 C304 120.0 . . ? C305 C304 C303 120.0 . . ? C304 C305 C306 120.0 . . ? C307 C306 C305 120.0 . . ? C307 C306 N302 119.3(7) . . ? C305 C306 N302 120.6(7) . . ? C306 C307 C302 120.0 . . ? O303 C308 N302 122.5(9) . . ? O303 C308 C309 126.3(11) . . ? N302 C308 C309 111.1(10) . . ? C315 C309 C310 119.4(6) . . ? C315 C309 C308 122.4(8) . . ? C310 C309 C308 118.1(8) . . ? C311 C310 C309 122.5(6) . . ? C310 C311 C312 118.3(6) . . ? C311 C312 C314 121.0(6) . . ? C311 C312 C313 120.1(6) . . ? C314 C312 C313 118.9(6) . . ? O301 C313 N301 123.4(7) . . ? O301 C313 C312 119.8(7) . . ? N301 C313 C312 116.8(6) . . ? C312 C314 C315 120.5(6) . . ? C312 C314 C320 121.6(6) . . ? C315 C314 C320 117.9(6) . . ? C317 C315 C309 120.1(7) . . ? C317 C315 C314 121.9(7) . . ? C309 C315 C314 117.9(6) . . ? O304 C316 N302 117.6(9) . . ? O304 C316 C317 126.2(10) . . ? N302 C316 C317 116.0(8) . . ? C315 C317 C318 118.9(7) . . ? C315 C317 C316 122.7(8) . . ? C318 C317 C316 117.9(8) . . ? C319 C318 C317 119.0(7) . . ? C320 C319 C318 121.3(7) . . ? C319 C320 C314 120.1(7) . . ? C319 C320 C321 120.7(7) . . ? C314 C320 C321 119.0(6) . . ? O302 C321 N301 122.2(8) . . ? O302 C321 C320 120.7(7) . . ? N301 C321 C320 117.0(7) . . ? C327 C322 C323 122.5(8) . . ? C327 C322 N301 120.5(7) . . ? C323 C322 N301 116.8(7) . . ? C322 C323 C324 118.1(9) . . ? C325 C324 C323 116.0(9) . . ? C326 C325 C324 122.1(9) . . ? C325 C326 C327 119.3(7) . . ? C325 C326 C328 118.6(9) . . ? C327 C326 C328 120.9(9) . . ? F303 C328 F302 114.0(14) . . ? F303 C328 F301 103.1(10) . . ? F302 C328 F301 94.3(11) . . ? F303 C328 C326 123.8(8) . . ? F302 C328 C326 112.4(10) . . ? F301 C328 C326 103.3(12) . . ? C322 C327 C326 120.9(8) . . ? C313 N301 C321 126.5(6) . . ? C313 N301 C322 116.0(6) . . ? C321 N301 C322 117.3(6) . . ? C316 N302 C306 119.8(8) . . ? C316 N302 C308 127.6(8) . . ? C306 N302 C308 112.6(9) . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 51.36 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.516 _refine_diff_density_min -0.386 _refine_diff_density_rms 0.106 # The large solvent void in the structural model was # treated by application of the SQUEEZE algorithm, # giving the output reported here. loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 -0.014 0.000 0.500 785.4 -6.6 2 -0.104 0.500 1.000 692.4 -14.2 _platon_squeeze_details ; ; # Attachment 'Cpmd_12.cif' #============================================================================== data_12 _database_code_depnum_ccdc_archive 'CCDC 717468' _audit_update_record ; 2009-01-18 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H27 N O4' _chemical_formula_weight 657.69 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 orthorhombic _symmetry_space_group_name_H-M Iba2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x, y, z+1/2' 'x, -y, z+1/2' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z+1' 'x+1/2, -y+1/2, z+1' _cell_length_a 12.7723(3) _cell_length_b 16.8766(3) _cell_length_c 14.4195(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3108.17(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rhomb _exptl_crystal_colour red _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.405 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Oxford Diffraction Gemini S Ultra' _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 7944 _diffrn_reflns_av_R_equivalents 0.0255 _diffrn_reflns_av_sigmaI/netI 0.0409 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 30.09 _reflns_number_total 3820 _reflns_number_gt 3250 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0672P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -1.4(11) _refine_ls_number_reflns 3820 _refine_ls_number_parameters 285 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0550 _refine_ls_R_factor_gt 0.0453 _refine_ls_wR_factor_ref 0.1047 _refine_ls_wR_factor_gt 0.1016 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O001 O 0.84035(10) 0.82720(7) 0.25409(9) 0.0189(3) Uani 1 1 d . . . O002 O 0.91628(12) 0.94620(8) 0.26863(10) 0.0293(3) Uani 1 1 d . . . N003 N 1.0000 1.0000 0.10781(16) 0.0170(4) Uani 1 2 d S . . C004 C 0.85637(14) 0.90684(10) 0.11909(12) 0.0159(3) Uani 1 1 d . . . C005 C 0.85399(14) 0.81982(9) 0.35102(13) 0.0172(3) Uani 1 1 d . . . C006 C 0.91611(13) 0.96191(9) 0.06650(12) 0.0133(3) Uani 1 1 d . . . C007 C 0.67254(15) 0.87030(10) 0.37458(14) 0.0214(4) Uani 1 1 d . . . C008 C 0.88468(15) 0.80847(10) 0.54175(13) 0.0168(4) Uani 1 1 d . . . C009 C 0.59524(16) 0.89149(12) 0.43343(15) 0.0243(4) Uani 1 1 d . . . C010 C 0.78705(14) 0.83570(9) 0.50620(12) 0.0160(3) Uani 1 1 d . . . C011 C 0.70528(14) 0.85768(10) 0.56773(13) 0.0164(3) Uani 1 1 d . . . C012 C 0.77157(14) 0.84144(10) 0.40848(13) 0.0173(4) Uani 1 1 d . . . C013 C 0.89745(16) 0.80343(11) 0.64060(14) 0.0203(4) Uani 1 1 d . . . C014 C 0.88578(13) 0.97612(10) -0.02521(13) 0.0155(3) Uani 1 1 d . . . C015 C 0.94864(15) 0.79313(10) 0.38482(14) 0.0197(4) Uani 1 1 d . . . C016 C 0.80314(14) 0.93462(10) -0.06508(14) 0.0187(4) Uani 1 1 d . . . C017 C 0.96391(15) 0.78753(10) 0.47986(14) 0.0196(4) Uani 1 1 d . . . C018 C 0.72012(14) 0.85180(10) 0.66544(14) 0.0195(4) Uani 1 1 d . . . C019 C 0.60787(16) 0.88545(10) 0.53239(14) 0.0204(4) Uani 1 1 d . . . C020 C 0.77465(14) 0.86472(10) 0.07665(14) 0.0188(4) Uani 1 1 d . . . C021 C 0.52745(15) 0.90488(12) 0.59348(16) 0.0264(4) Uani 1 1 d . . . C022 C 0.54311(18) 0.89868(12) 0.68933(16) 0.0293(5) Uani 1 1 d . . . C023 C 0.63793(16) 0.87274(12) 0.72463(15) 0.0248(4) Uani 1 1 d . . . C024 C 0.74865(15) 0.87736(11) -0.01470(14) 0.0214(4) Uani 1 1 d . . . C025 C 0.87577(13) 0.89794(10) 0.21930(13) 0.0163(3) Uani 1 1 d . . . C026 C 0.81971(16) 0.82372(10) 0.69929(13) 0.0213(4) Uani 1 1 d . . . H2 H 0.9600(16) 0.7830(11) 0.6628(15) 0.011(5) Uiso 1 1 d . . . H1 H 0.8326(15) 0.8204(11) 0.7626(16) 0.011(5) Uiso 1 1 d . . . H13 H 0.9141(16) 1.0171(12) -0.0585(16) 0.016(5) Uiso 1 1 d . . . H9 H 0.6619(16) 0.8736(13) 0.3103(18) 0.018(5) Uiso 1 1 d . . . H7 H 0.4599(17) 0.9236(12) 0.5681(15) 0.014(5) Uiso 1 1 d . . . H3 H 1.0319(19) 0.7722(14) 0.5009(18) 0.027(6) Uiso 1 1 d . . . H12 H 0.7850(15) 0.9468(11) -0.1265(15) 0.011(5) Uiso 1 1 d . . . H6 H 0.489(2) 0.9189(17) 0.728(2) 0.039(7) Uiso 1 1 d . . . H10 H 0.7419(17) 0.8267(13) 0.1120(15) 0.014(5) Uiso 1 1 d . . . H4 H 1.0023(17) 0.7806(12) 0.3429(15) 0.016(5) Uiso 1 1 d . . . H8 H 0.536(2) 0.9088(15) 0.4096(19) 0.034(7) Uiso 1 1 d . . . H5 H 0.6447(18) 0.8695(13) 0.7905(19) 0.028(6) Uiso 1 1 d . . . H11 H 0.6963(17) 0.8485(12) -0.0421(15) 0.018(5) Uiso 1 1 d . . . H14 H 1.0000 1.0000 0.164(2) 0.011(7) Uiso 1 2 d S . . 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 O001 0.0254(6) 0.0208(6) 0.0105(6) 0.0009(5) -0.0008(6) -0.0064(5) O002 0.0496(9) 0.0266(6) 0.0118(7) -0.0016(5) 0.0023(7) -0.0189(6) N003 0.0238(10) 0.0196(9) 0.0075(10) 0.000 0.000 -0.0066(8) C004 0.0192(8) 0.0150(7) 0.0134(8) -0.0010(6) 0.0024(7) -0.0003(6) C005 0.0234(9) 0.0161(7) 0.0120(9) 0.0014(6) -0.0004(8) -0.0065(6) C006 0.0155(7) 0.0109(6) 0.0133(9) -0.0017(6) 0.0015(7) -0.0019(6) C007 0.0220(9) 0.0266(9) 0.0155(10) 0.0048(7) -0.0048(8) -0.0044(7) C008 0.0174(8) 0.0161(7) 0.0170(10) 0.0016(6) -0.0035(7) -0.0049(6) C009 0.0211(10) 0.0298(10) 0.0220(11) 0.0034(8) -0.0041(9) -0.0005(7) C010 0.0180(8) 0.0156(7) 0.0145(9) 0.0022(6) -0.0018(7) -0.0062(6) C011 0.0185(8) 0.0167(7) 0.0140(9) 0.0005(6) -0.0001(7) -0.0043(6) C012 0.0197(9) 0.0164(7) 0.0157(9) 0.0017(6) -0.0011(7) -0.0060(6) C013 0.0194(9) 0.0220(8) 0.0193(9) 0.0021(7) -0.0043(8) -0.0041(7) C014 0.0168(8) 0.0155(7) 0.0142(8) 0.0011(6) 0.0016(7) -0.0007(6) C015 0.0203(9) 0.0223(8) 0.0165(10) 0.0004(7) 0.0024(8) -0.0023(7) C016 0.0198(9) 0.0232(8) 0.0132(9) 0.0009(6) -0.0021(8) -0.0013(7) C017 0.0182(8) 0.0208(7) 0.0198(10) 0.0008(7) -0.0032(8) -0.0016(7) C018 0.0243(9) 0.0182(7) 0.0160(9) 0.0006(6) 0.0008(8) -0.0063(7) C019 0.0187(9) 0.0222(9) 0.0202(10) 0.0010(7) 0.0005(7) -0.0032(6) C020 0.0185(8) 0.0183(7) 0.0197(10) 0.0010(6) 0.0032(8) -0.0065(6) C021 0.0191(9) 0.0330(9) 0.0270(11) -0.0005(8) 0.0017(9) -0.0018(8) C022 0.0276(10) 0.0340(10) 0.0263(12) -0.0043(8) 0.0087(9) -0.0023(8) C023 0.0300(11) 0.0295(9) 0.0150(10) -0.0009(7) 0.0053(9) -0.0070(8) C024 0.0194(8) 0.0260(9) 0.0187(10) -0.0004(7) -0.0023(8) -0.0069(7) C025 0.0182(8) 0.0181(7) 0.0125(8) -0.0006(6) 0.0046(7) -0.0044(6) C026 0.0285(10) 0.0232(8) 0.0121(9) 0.0008(7) -0.0048(8) -0.0055(7) _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 O001 C025 1.372(2) . ? O001 C005 1.414(2) . ? O002 C025 1.199(2) . ? N003 C006 1.3842(19) 2_775 ? N003 C006 1.3842(19) . ? C004 C020 1.403(2) . ? C004 C006 1.422(2) . ? C004 C025 1.474(2) . ? C005 C015 1.379(3) . ? C005 C012 1.389(3) . ? C006 C014 1.399(3) . ? C007 C009 1.350(3) . ? C007 C012 1.441(3) . ? C008 C017 1.395(3) . ? C008 C010 1.424(2) . ? C008 C013 1.437(3) . ? C009 C019 1.440(3) . ? C010 C011 1.420(2) . ? C010 C012 1.426(3) . ? C011 C019 1.424(3) . ? C011 C018 1.425(3) . ? C013 C026 1.349(3) . ? C014 C016 1.391(2) . ? C015 C017 1.388(3) . ? C016 C024 1.395(3) . ? C018 C023 1.398(3) . ? C018 C026 1.443(3) . ? C019 C021 1.392(3) . ? C020 C024 1.375(3) . ? C021 C022 1.400(3) . ? C022 C023 1.385(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 C025 O001 C005 113.42(13) . . ? C006 N003 C006 129.0(2) 2_775 . ? C020 C004 C006 119.85(16) . . ? C020 C004 C025 120.06(16) . . ? C006 C004 C025 119.96(15) . . ? C015 C005 C012 122.65(17) . . ? C015 C005 O001 119.09(16) . . ? C012 C005 O001 118.24(15) . . ? N003 C006 C014 122.79(15) . . ? N003 C006 C004 119.31(16) . . ? C014 C006 C004 117.89(15) . . ? C009 C007 C012 121.21(19) . . ? C017 C008 C010 119.11(17) . . ? C017 C008 C013 122.49(18) . . ? C010 C008 C013 118.39(17) . . ? C007 C009 C019 121.49(19) . . ? C011 C010 C008 120.22(15) . . ? C011 C010 C012 119.85(15) . . ? C008 C010 C012 119.93(16) . . ? C010 C011 C019 120.34(16) . . ? C010 C011 C018 120.13(15) . . ? C019 C011 C018 119.54(17) . . ? C005 C012 C010 117.81(15) . . ? C005 C012 C007 123.50(17) . . ? C010 C012 C007 118.68(16) . . ? C026 C013 C008 121.58(19) . . ? C016 C014 C006 120.96(16) . . ? C005 C015 C017 119.64(17) . . ? C014 C016 C024 120.81(18) . . ? C015 C017 C008 120.84(17) . . ? C023 C018 C011 119.09(18) . . ? C023 C018 C026 122.58(19) . . ? C011 C018 C026 118.33(17) . . ? C021 C019 C011 119.71(18) . . ? C021 C019 C009 121.85(19) . . ? C011 C019 C009 118.43(17) . . ? C024 C020 C004 121.25(16) . . ? C019 C021 C022 120.10(19) . . ? C023 C022 C021 120.8(2) . . ? C022 C023 C018 120.8(2) . . ? C020 C024 C016 119.07(17) . . ? O002 C025 O001 121.11(17) . . ? O002 C025 C004 125.80(16) . . ? O001 C025 C004 113.07(14) . . ? C013 C026 C018 121.35(18) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 30.09 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.384 _refine_diff_density_min -0.209 _refine_diff_density_rms 0.058