# Supplementary Material (ESI) for New Journal of Chemistry # This journal is (c) The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2006 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Philip Gale' 'Louise S. Evans' 'Mark E. Light' 'Roberto Quesada' _publ_contact_author_name 'Philip Gale' _publ_contact_author_address ; Department of Chemistry University of Southampton Southampton SO17 1BJ UNITED KINGDOM ; _publ_contact_author_email PHILIP.GALE@SOTON.AC.UK _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Pyrrolylamidourea based anion receptors ; # Attachment '0336_0388_1106_combined.cif' data_2005sot0336 _database_code_depnum_ccdc_archive 'CCDC 292339' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H17 N3 O' _chemical_formula_weight 291.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.990(4) _cell_length_b 18.366(9) _cell_length_c 15.123(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.53(2) _cell_angle_gamma 90.00 _cell_volume 3033(2) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 6295 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.10 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.276 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9839 _exptl_absorpt_correction_T_max 0.9919 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 8237 reflections reduced R(int) from 0.0814 to 0.0583 Ratio of minimum to maximum apparent transmission: 0.643909 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27627 _diffrn_reflns_av_R_equivalents 0.1582 _diffrn_reflns_av_sigmaI/netI 0.2124 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 27.12 _reflns_number_total 6610 _reflns_number_gt 2468 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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. NH2 hydrogens were located in the difference map and fully refined. ; _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^)+(0.0665P)^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 SHELXL _refine_ls_extinction_coef 0.0043(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6610 _refine_ls_number_parameters 432 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2330 _refine_ls_R_factor_gt 0.0685 _refine_ls_wR_factor_ref 0.1765 _refine_ls_wR_factor_gt 0.1249 _refine_ls_goodness_of_fit_ref 0.941 _refine_ls_restrained_S_all 0.941 _refine_ls_shift/su_max 0.006 _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 N1 N 0.3774(3) 0.07892(15) 0.09274(18) 0.0263(7) Uani 1 1 d . . . N2 N 0.1197(3) 0.03855(16) 0.21430(18) 0.0294(8) Uani 1 1 d . . . N3 N 0.0870(3) 0.0129(2) 0.29704(19) 0.0327(8) Uani 1 1 d . . . O1 O 0.3204(2) 0.04746(13) 0.26252(14) 0.0349(6) Uani 1 1 d . . . C1 C 0.5014(3) 0.1049(2) -0.0299(2) 0.0355(10) Uani 1 1 d . . . H1A H 0.5688 0.1028 0.0183 0.053 Uiso 1 1 calc R . . H1B H 0.5073 0.1500 -0.0639 0.053 Uiso 1 1 calc R . . H1C H 0.5064 0.0629 -0.0694 0.053 Uiso 1 1 calc R . . C2 C 0.3827(3) 0.10332(18) 0.0082(2) 0.0260(9) Uani 1 1 d . . . C3 C 0.2657(3) 0.12515(18) -0.0262(2) 0.0262(9) Uani 1 1 d . . . C4 C 0.1859(3) 0.11103(17) 0.0416(2) 0.0245(8) Uani 1 1 d . . . C5 C 0.2587(3) 0.08262(18) 0.1142(2) 0.0267(9) Uani 1 1 d . . . C6 C 0.2353(3) 0.05586(18) 0.2023(2) 0.0251(8) Uani 1 1 d . . . C7 C 0.2312(3) 0.15738(18) -0.1151(2) 0.0257(9) Uani 1 1 d . . . C8 C 0.2805(3) 0.13163(19) -0.1900(2) 0.0296(9) Uani 1 1 d . . . H8 H 0.3399 0.0939 -0.1835 0.036 Uiso 1 1 calc R . . C9 C 0.2446(3) 0.1599(2) -0.2736(2) 0.0357(10) Uani 1 1 d . . . H9 H 0.2791 0.1414 -0.3239 0.043 Uiso 1 1 calc R . . C10 C 0.1579(3) 0.2154(2) -0.2845(2) 0.0362(10) Uani 1 1 d . . . H10 H 0.1323 0.2345 -0.3420 0.043 Uiso 1 1 calc R . . C11 C 0.1094(3) 0.24249(19) -0.2107(2) 0.0319(9) Uani 1 1 d . . . H11 H 0.0511 0.2808 -0.2175 0.038 Uiso 1 1 calc R . . C12 C 0.1455(3) 0.21407(19) -0.1272(2) 0.0274(9) Uani 1 1 d . . . H12 H 0.1116 0.2333 -0.0771 0.033 Uiso 1 1 calc R . . C13 C 0.0546(3) 0.13113(18) 0.0355(2) 0.0233(8) Uani 1 1 d . . . C14 C -0.0300(3) 0.10287(19) -0.0301(2) 0.0311(9) Uani 1 1 d . . . H14 H -0.0048 0.0677 -0.0704 0.037 Uiso 1 1 calc R . . C15 C -0.1511(3) 0.1252(2) -0.0378(2) 0.0371(10) Uani 1 1 d . . . H15 H -0.2085 0.1051 -0.0829 0.045 Uiso 1 1 calc R . . C16 C -0.1885(3) 0.1769(2) 0.0202(2) 0.0397(10) Uani 1 1 d . . . H16 H -0.2712 0.1930 0.0142 0.048 Uiso 1 1 calc R . . C17 C -0.1054(3) 0.2047(2) 0.0865(2) 0.0370(10) Uani 1 1 d . . . H17 H -0.1311 0.2396 0.1270 0.044 Uiso 1 1 calc R . . C18 C 0.0151(3) 0.18218(18) 0.0944(2) 0.0298(9) Uani 1 1 d . . . H18 H 0.0719 0.2016 0.1405 0.036 Uiso 1 1 calc R . . H92 H 0.822(4) 0.067(2) 0.108(3) 0.082(15) Uiso 1 1 d . . . H93 H 0.809(3) -0.0160(19) 0.124(2) 0.042(11) Uiso 1 1 d . . . H94 H 0.886(4) 0.035(2) 0.279(2) 0.063(13) Uiso 1 1 d . . . H95 H 0.498(3) 0.0584(17) 0.317(2) 0.026(10) Uiso 1 1 d . . . C19 C 0.4302(3) 0.0954(2) 0.4777(2) 0.0351(10) Uani 1 1 d . . . H19A H 0.3633 0.0974 0.4291 0.053 Uiso 1 1 calc R . . H19B H 0.4271 0.1386 0.5154 0.053 Uiso 1 1 calc R . . H19C H 0.4216 0.0516 0.5135 0.053 Uiso 1 1 calc R . . C20 C 0.5507(3) 0.09321(18) 0.4399(2) 0.0259(9) Uani 1 1 d . . . C21 C 0.6677(3) 0.11269(17) 0.4764(2) 0.0244(8) Uani 1 1 d . . . C22 C 0.7466(3) 0.10202(17) 0.4086(2) 0.0226(8) Uani 1 1 d . . . C23 C 0.6753(3) 0.07536(18) 0.3343(2) 0.0248(9) Uani 1 1 d . . . C24 C 0.6981(3) 0.05446(18) 0.2444(2) 0.0259(8) Uani 1 1 d . . . C25 C 0.7010(3) 0.14299(19) 0.5664(2) 0.0253(9) Uani 1 1 d . . . C26 C 0.6541(3) 0.11384(19) 0.6403(2) 0.0331(9) Uani 1 1 d . . . H26 H 0.5991 0.0738 0.6330 0.040 Uiso 1 1 calc R . . C27 C 0.6864(4) 0.1423(2) 0.7243(2) 0.0392(10) Uani 1 1 d . . . H27 H 0.6529 0.1219 0.7739 0.047 Uiso 1 1 calc R . . C28 C 0.7671(4) 0.2002(2) 0.7367(2) 0.0387(10) Uani 1 1 d . . . H28 H 0.7898 0.2191 0.7947 0.046 Uiso 1 1 calc R . . C29 C 0.8143(3) 0.2303(2) 0.6640(2) 0.0339(10) Uani 1 1 d . . . H29 H 0.8696 0.2702 0.6719 0.041 Uiso 1 1 calc R . . C30 C 0.7807(3) 0.20211(19) 0.5797(2) 0.0291(9) Uani 1 1 d . . . H30 H 0.8127 0.2235 0.5300 0.035 Uiso 1 1 calc R . . C31 C 0.8777(3) 0.12253(18) 0.4153(2) 0.0273(9) Uani 1 1 d . . . C32 C 0.9618(3) 0.0941(2) 0.4826(2) 0.0346(10) Uani 1 1 d . . . H32 H 0.9363 0.0590 0.5227 0.041 Uiso 1 1 calc R . . C33 C 1.0831(4) 0.1175(2) 0.4907(3) 0.0451(11) Uani 1 1 d . . . H33 H 1.1403 0.0982 0.5366 0.054 Uiso 1 1 calc R . . C34 C 1.1209(4) 0.1686(2) 0.4322(3) 0.0486(12) Uani 1 1 d . . . H34 H 1.2038 0.1842 0.4382 0.058 Uiso 1 1 calc R . . C35 C 1.0390(3) 0.1969(2) 0.3655(3) 0.0442(11) Uani 1 1 d . . . H35 H 1.0653 0.2319 0.3256 0.053 Uiso 1 1 calc R . . C36 C 0.9179(3) 0.17402(19) 0.3569(2) 0.0329(9) Uani 1 1 d . . . H36 H 0.8616 0.1936 0.3107 0.039 Uiso 1 1 calc R . . N4 N 0.5575(3) 0.07072(16) 0.35471(19) 0.0286(8) Uani 1 1 d . . . N5 N 0.8160(3) 0.04155(15) 0.23219(17) 0.0284(7) Uani 1 1 d . . . N6 N 0.8525(3) 0.02562(19) 0.14681(18) 0.0292(8) Uani 1 1 d . . . O2 O 0.6148(2) 0.04860(12) 0.18224(14) 0.0313(6) Uani 1 1 d . . . H96 H 0.134(4) -0.035(2) 0.310(3) 0.079(15) Uiso 1 1 d . . . H97 H 0.115(3) 0.045(2) 0.338(2) 0.048(12) Uiso 1 1 d . . . H98 H 0.053(3) 0.0465(17) 0.172(2) 0.037(10) Uiso 1 1 d . . . H99 H 0.446(3) 0.0685(18) 0.135(2) 0.043(11) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0172(18) 0.0347(19) 0.0269(17) 0.0006(14) 0.0016(14) 0.0033(14) N2 0.0192(19) 0.044(2) 0.0251(18) 0.0047(14) 0.0028(15) -0.0009(15) N3 0.031(2) 0.042(2) 0.0261(18) 0.0015(16) 0.0047(15) -0.0026(17) O1 0.0217(15) 0.0511(17) 0.0306(13) 0.0048(12) -0.0020(12) -0.0034(12) C1 0.020(2) 0.048(3) 0.039(2) 0.0026(18) 0.0069(17) 0.0002(18) C2 0.026(2) 0.027(2) 0.026(2) 0.0017(16) 0.0033(17) -0.0026(17) C3 0.027(2) 0.026(2) 0.0251(19) -0.0034(15) 0.0019(17) 0.0002(16) C4 0.022(2) 0.028(2) 0.0230(19) -0.0021(15) 0.0015(16) -0.0018(16) C5 0.025(2) 0.028(2) 0.028(2) -0.0026(16) 0.0023(17) -0.0011(17) C6 0.017(2) 0.029(2) 0.029(2) -0.0041(16) 0.0008(17) 0.0020(17) C7 0.021(2) 0.033(2) 0.0231(19) 0.0025(16) 0.0001(15) -0.0040(17) C8 0.029(2) 0.035(2) 0.0254(19) -0.0022(16) 0.0039(17) -0.0029(17) C9 0.040(3) 0.044(3) 0.024(2) -0.0015(18) 0.0067(17) -0.007(2) C10 0.033(2) 0.048(3) 0.027(2) 0.0045(18) -0.0006(18) -0.004(2) C11 0.025(2) 0.035(2) 0.033(2) 0.0062(17) -0.0048(17) -0.0025(17) C12 0.021(2) 0.035(2) 0.0256(19) -0.0012(16) -0.0009(16) -0.0061(17) C13 0.017(2) 0.029(2) 0.0230(18) 0.0035(15) -0.0010(15) -0.0030(16) C14 0.024(2) 0.042(2) 0.028(2) 0.0034(17) 0.0050(17) 0.0006(18) C15 0.026(2) 0.051(3) 0.032(2) 0.0114(19) -0.0046(18) -0.0069(19) C16 0.023(2) 0.039(3) 0.058(3) 0.015(2) 0.005(2) 0.0053(19) C17 0.023(2) 0.034(2) 0.056(3) -0.0003(19) 0.0148(19) -0.0015(19) C18 0.025(2) 0.034(2) 0.031(2) -0.0027(17) 0.0061(17) -0.0033(18) C19 0.024(2) 0.046(3) 0.036(2) -0.0026(18) 0.0048(17) 0.0042(18) C20 0.024(2) 0.030(2) 0.0252(19) 0.0009(16) 0.0055(16) 0.0023(17) C21 0.023(2) 0.029(2) 0.0208(18) 0.0036(15) 0.0013(16) -0.0017(16) C22 0.020(2) 0.021(2) 0.0260(19) 0.0040(15) 0.0024(16) 0.0034(16) C23 0.014(2) 0.032(2) 0.029(2) -0.0006(16) 0.0027(16) 0.0026(16) C24 0.026(2) 0.026(2) 0.0262(19) 0.0000(16) 0.0058(17) -0.0007(17) C25 0.019(2) 0.032(2) 0.0244(19) -0.0002(16) 0.0000(16) 0.0087(17) C26 0.029(2) 0.042(2) 0.029(2) 0.0036(18) 0.0047(17) -0.0009(18) C27 0.042(3) 0.048(3) 0.028(2) 0.0023(18) 0.0044(18) 0.003(2) C28 0.039(3) 0.052(3) 0.023(2) -0.0066(19) -0.0028(18) 0.011(2) C29 0.027(2) 0.038(2) 0.035(2) -0.0068(18) -0.0044(18) 0.0094(18) C30 0.022(2) 0.034(2) 0.030(2) -0.0010(17) -0.0018(16) 0.0075(18) C31 0.020(2) 0.033(2) 0.029(2) -0.0058(16) 0.0026(17) 0.0018(17) C32 0.029(2) 0.046(3) 0.028(2) -0.0072(17) -0.0003(18) 0.0086(19) C33 0.023(2) 0.061(3) 0.048(3) -0.022(2) -0.012(2) 0.015(2) C34 0.021(2) 0.047(3) 0.077(3) -0.026(2) 0.003(2) -0.004(2) C35 0.031(3) 0.034(3) 0.071(3) -0.010(2) 0.015(2) -0.0050(19) C36 0.029(2) 0.030(2) 0.039(2) -0.0021(18) 0.0044(18) -0.0024(18) N4 0.024(2) 0.036(2) 0.0251(18) -0.0023(14) -0.0022(15) -0.0004(15) N5 0.0208(19) 0.042(2) 0.0232(17) -0.0024(14) 0.0066(14) 0.0011(15) N6 0.0251(18) 0.036(2) 0.0270(18) -0.0043(16) 0.0064(14) -0.0022(16) O2 0.0215(15) 0.0462(17) 0.0248(13) -0.0027(11) -0.0035(11) 0.0015(12) _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 N1 C2 1.362(4) . ? N1 C5 1.382(4) . ? N2 C6 1.341(4) . ? N2 N3 1.421(4) . ? O1 C6 1.238(3) . ? C1 C2 1.485(5) . ? C2 C3 1.391(4) . ? C3 C4 1.446(4) . ? C3 C7 1.477(4) . ? C4 C5 1.385(4) . ? C4 C13 1.483(5) . ? C5 C6 1.471(4) . ? C7 C8 1.393(4) . ? C7 C12 1.402(5) . ? C8 C9 1.383(4) . ? C9 C10 1.392(5) . ? C10 C11 1.382(5) . ? C11 C12 1.383(4) . ? C13 C14 1.382(4) . ? C13 C18 1.396(4) . ? C14 C15 1.385(5) . ? C15 C16 1.386(5) . ? C16 C17 1.376(5) . ? C17 C18 1.380(5) . ? C19 C20 1.501(5) . ? C20 N4 1.363(4) . ? C20 C21 1.388(4) . ? C21 C22 1.428(4) . ? C21 C25 1.478(4) . ? C22 C23 1.384(4) . ? C22 C31 1.482(5) . ? C23 N4 1.367(4) . ? C23 C24 1.462(4) . ? C24 O2 1.240(4) . ? C24 N5 1.350(4) . ? C25 C26 1.390(4) . ? C25 C30 1.396(5) . ? C26 C27 1.381(4) . ? C27 C28 1.384(5) . ? C28 C29 1.383(5) . ? C29 C30 1.387(4) . ? C31 C32 1.395(4) . ? C31 C36 1.400(5) . ? C32 C33 1.393(5) . ? C33 C34 1.386(5) . ? C34 C35 1.374(5) . ? C35 C36 1.387(5) . ? N5 N6 1.425(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 C5 110.3(3) . . ? C6 N2 N3 122.4(3) . . ? N1 C2 C3 108.1(3) . . ? N1 C2 C1 120.3(3) . . ? C3 C2 C1 131.6(3) . . ? C2 C3 C4 107.0(3) . . ? C2 C3 C7 125.9(3) . . ? C4 C3 C7 127.1(3) . . ? C5 C4 C3 106.7(3) . . ? C5 C4 C13 127.8(3) . . ? C3 C4 C13 125.2(3) . . ? N1 C5 C4 107.9(3) . . ? N1 C5 C6 117.6(3) . . ? C4 C5 C6 134.4(3) . . ? O1 C6 N2 121.2(3) . . ? O1 C6 C5 120.9(3) . . ? N2 C6 C5 117.9(3) . . ? C8 C7 C12 117.6(3) . . ? C8 C7 C3 121.4(3) . . ? C12 C7 C3 121.0(3) . . ? C9 C8 C7 121.3(3) . . ? C8 C9 C10 120.2(3) . . ? C11 C10 C9 119.3(3) . . ? C10 C11 C12 120.3(4) . . ? C11 C12 C7 121.2(3) . . ? C14 C13 C18 118.6(3) . . ? C14 C13 C4 121.4(3) . . ? C18 C13 C4 119.9(3) . . ? C13 C14 C15 120.7(3) . . ? C14 C15 C16 120.1(3) . . ? C17 C16 C15 119.7(4) . . ? C16 C17 C18 120.2(4) . . ? C17 C18 C13 120.7(3) . . ? N4 C20 C21 107.8(3) . . ? N4 C20 C19 120.9(3) . . ? C21 C20 C19 131.3(3) . . ? C20 C21 C22 106.9(3) . . ? C20 C21 C25 125.7(3) . . ? C22 C21 C25 127.3(3) . . ? C23 C22 C21 107.3(3) . . ? C23 C22 C31 127.0(3) . . ? C21 C22 C31 125.5(3) . . ? N4 C23 C22 107.6(3) . . ? N4 C23 C24 117.4(3) . . ? C22 C23 C24 135.0(3) . . ? O2 C24 N5 121.2(3) . . ? O2 C24 C23 122.5(3) . . ? N5 C24 C23 116.2(3) . . ? C26 C25 C30 117.9(3) . . ? C26 C25 C21 121.4(3) . . ? C30 C25 C21 120.7(3) . . ? C27 C26 C25 120.9(4) . . ? C26 C27 C28 120.6(4) . . ? C29 C28 C27 119.5(3) . . ? C28 C29 C30 119.7(4) . . ? C29 C30 C25 121.4(3) . . ? C32 C31 C36 118.8(3) . . ? C32 C31 C22 120.9(3) . . ? C36 C31 C22 120.2(3) . . ? C33 C32 C31 119.8(4) . . ? C34 C33 C32 120.4(4) . . ? C35 C34 C33 120.4(4) . . ? C34 C35 C36 119.7(4) . . ? C35 C36 C31 120.9(3) . . ? C20 N4 C23 110.5(3) . . ? C24 N5 N6 122.2(3) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H95 O1 0.85(3) 2.04(3) 2.844(4) 158(3) . N1 H99 O2 0.95(3) 1.95(3) 2.854(4) 159(3) . N2 H98 N6 0.93(3) 2.23(3) 3.007(4) 141(3) 1_455 N5 H94 N3 0.99(3) 2.23(4) 3.072(4) 142(3) 1_655 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.12 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.267 _refine_diff_density_min -0.335 _refine_diff_density_rms 0.062 #===END data_20005sot0927 _database_code_depnum_ccdc_archive 'CCDC 292340' _chemical_compound_source 'Roberto Quesada' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H20 N5 O3 S1, C16 H36 N1' _chemical_formula_sum 'C41 H56 N6 O3 S' _chemical_formula_weight 712.98 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 22.9059(19) _cell_length_b 8.5806(7) _cell_length_c 40.738(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.308(2) _cell_angle_gamma 90.00 _cell_volume 7993.6(11) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4155 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 22.38 _exptl_crystal_description lath _exptl_crystal_colour red _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.185 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3072 _exptl_absorpt_coefficient_mu 0.125 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9888 _exptl_absorpt_correction_T_max 0.9987 _exptl_absorpt_process_details 'Bruker SADABS' # absolute Tmin and Tmax unknown, but SADABS gives ratio as 0.744 _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.6814 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'Daresbury SRS station 9.8' _diffrn_radiation_monochromator 'silicon 111' _diffrn_measurement_device_type 'Bruker SMART APEX2 CCD diffractometer' _diffrn_measurement_method 'fine-slice \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 5 _diffrn_reflns_number 43492 _diffrn_reflns_av_R_equivalents 0.0869 _diffrn_reflns_av_sigmaI/netI 0.0690 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -42 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 21.02 _reflns_number_total 9695 _reflns_number_gt 6218 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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. One NO2 group shows a twisting disorder, one of the TBA is badly thermally disordered and modelled in 2 orientations ; _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^)+(0.1376P)^2^+19.3200P] 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 9695 _refine_ls_number_parameters 914 _refine_ls_number_restraints 1014 _refine_ls_R_factor_all 0.1344 _refine_ls_R_factor_gt 0.0901 _refine_ls_wR_factor_ref 0.2735 _refine_ls_wR_factor_gt 0.2368 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.111 _refine_ls_shift/su_max 0.032 _refine_ls_shift/su_mean 0.001 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 S101 S 0.41372(7) 0.5253(2) 0.01600(4) 0.0487(5) Uani 1 1 d . . . N101 N 0.1547(2) 0.7391(6) -0.02176(12) 0.0427(13) Uani 1 1 d U . . H101 H 0.1495 0.7826 -0.0413 0.051 Uiso 1 1 calc R . . N102 N 0.3090(2) 0.6448(6) -0.01763(11) 0.0381(12) Uani 1 1 d U . . H102 H 0.3131 0.6041 0.0022 0.046 Uiso 1 1 calc R . . N103 N 0.3575(2) 0.6637(6) -0.03645(11) 0.0373(12) Uani 1 1 d U . . N104 N 0.4572(2) 0.6413(6) -0.03798(11) 0.0391(12) Uani 1 1 d U . . H104 H 0.4894 0.6104 -0.0271 0.047 Uiso 1 1 calc R . . N105 N 0.5051(3) 0.9050(10) -0.15852(16) 0.083(2) Uani 1 1 d U . . O101 O 0.24851(16) 0.7395(5) -0.05873(10) 0.0399(10) Uani 1 1 d U . . O102 O 0.4640(2) 0.9472(11) -0.17699(15) 0.123(3) Uani 1 1 d U . . O103 O 0.5561(2) 0.9259(9) -0.16427(14) 0.102(2) Uani 1 1 d U . . C101 C 0.0514(3) 0.7782(10) -0.00914(16) 0.0563(19) Uani 1 1 d U . . H10A H 0.0316 0.7091 -0.0254 0.085 Uiso 1 1 calc R . . H10B H 0.0538 0.8834 -0.0183 0.085 Uiso 1 1 calc R . . H10C H 0.0292 0.7814 0.0107 0.085 Uiso 1 1 calc R . . C102 C 0.1118(3) 0.7183(8) -0.00060(15) 0.0438(15) Uani 1 1 d U . . C103 C 0.1361(3) 0.6445(8) 0.02706(15) 0.0469(16) Uani 1 1 d U . . C104 C 0.1969(3) 0.6223(8) 0.02230(14) 0.0443(15) Uani 1 1 d U . . C105 C 0.2070(2) 0.6835(8) -0.00881(14) 0.0401(14) Uani 1 1 d U . . C106 C 0.2560(3) 0.6894(7) -0.03011(15) 0.0378(14) Uani 1 1 d U . . C107 C 0.4057(3) 0.6155(7) -0.02166(14) 0.0344(14) Uani 1 1 d U . . C108 C 0.4658(3) 0.7064(7) -0.06797(14) 0.0383(14) Uani 1 1 d U . . C109 C 0.4210(3) 0.7528(7) -0.09046(15) 0.0412(15) Uani 1 1 d U . . H109 H 0.3813 0.7411 -0.0853 0.049 Uiso 1 1 calc R . . C110 C 0.4343(3) 0.8151(8) -0.11996(16) 0.0498(17) Uani 1 1 d U . . H110 H 0.4037 0.8450 -0.1354 0.060 Uiso 1 1 calc R . . C111 C 0.4916(3) 0.8348(9) -0.12737(16) 0.0555(17) Uani 1 1 d U . . C112 C 0.5368(3) 0.7891(9) -0.10590(16) 0.0534(17) Uani 1 1 d U . . H112 H 0.5762 0.8016 -0.1114 0.064 Uiso 1 1 calc R . . C113 C 0.5240(3) 0.7251(8) -0.07622(15) 0.0439(15) Uani 1 1 d U . . H113 H 0.5548 0.6932 -0.0611 0.053 Uiso 1 1 calc R . . C114 C 0.1048(3) 0.5989(9) 0.05642(15) 0.0478(16) Uani 1 1 d U . . C115 C 0.0498(3) 0.5311(9) 0.05295(17) 0.0569(18) Uani 1 1 d U . . H115 H 0.0329 0.5112 0.0315 0.068 Uiso 1 1 calc R . . C116 C 0.0191(3) 0.4919(10) 0.07994(18) 0.065(2) Uani 1 1 d U . . H116 H -0.0191 0.4491 0.0769 0.078 Uiso 1 1 calc R . . C117 C 0.0435(3) 0.5146(10) 0.11148(18) 0.0643(19) Uani 1 1 d U . . H117 H 0.0228 0.4850 0.1301 0.077 Uiso 1 1 calc R . . C118 C 0.0981(3) 0.5807(9) 0.11542(17) 0.0578(18) Uani 1 1 d U . . H118 H 0.1152 0.5978 0.1369 0.069 Uiso 1 1 calc R . . C119 C 0.1286(3) 0.6231(9) 0.08800(15) 0.0516(17) Uani 1 1 d U . . H119 H 0.1662 0.6692 0.0911 0.062 Uiso 1 1 calc R . . C120 C 0.2385(3) 0.5417(10) 0.04591(16) 0.0565(17) Uani 1 1 d U . . C121 C 0.2308(4) 0.3833(11) 0.0522(2) 0.078(2) Uani 1 1 d U . . H121 H 0.2017 0.3271 0.0396 0.094 Uiso 1 1 calc R . . C122 C 0.2644(5) 0.3061(15) 0.0764(2) 0.100(3) Uani 1 1 d U . . H122 H 0.2576 0.1993 0.0810 0.120 Uiso 1 1 calc R . . C123 C 0.3064(5) 0.3845(16) 0.0930(2) 0.100(3) Uani 1 1 d U . . H123 H 0.3293 0.3303 0.1095 0.119 Uiso 1 1 calc R . . C124 C 0.3189(4) 0.5396(14) 0.08797(19) 0.084(2) Uani 1 1 d U . . H124 H 0.3496 0.5913 0.1003 0.101 Uiso 1 1 calc R . . C125 C 0.2830(3) 0.6188(12) 0.06311(17) 0.072(2) Uani 1 1 d U . . H125 H 0.2901 0.7255 0.0586 0.086 Uiso 1 1 calc R . . S201 S -0.09790(7) 0.1421(2) 0.09406(4) 0.0523(5) Uani 1 1 d . . . N201 N 0.0705(2) 0.1367(6) 0.22246(12) 0.0431(13) Uani 1 1 d U . . H201 H 0.0533 0.1568 0.2407 0.052 Uiso 1 1 calc R . . N202 N -0.0441(2) 0.2065(6) 0.15900(12) 0.0396(12) Uani 1 1 d U . . H202 H -0.0260 0.1769 0.1416 0.047 Uiso 1 1 calc R . . N203 N -0.1005(2) 0.2648(6) 0.15552(12) 0.0411(13) Uani 1 1 d U . . N204 N -0.1830(2) 0.2968(6) 0.12115(12) 0.0382(12) Uani 1 1 d U . . H204 H -0.1966 0.2945 0.1005 0.046 Uiso 1 1 calc R . . O201 O -0.04176(18) 0.2345(5) 0.21423(10) 0.0447(11) Uani 1 1 d U . . O22A O -0.3463(5) 0.4851(16) 0.2332(2) 0.0986(14) Uani 0.50 1 d PDU A 1 O23A O -0.3942(4) 0.5834(16) 0.1893(3) 0.0986(14) Uani 0.50 1 d PDU A 1 N25A N -0.3523(4) 0.5129(9) 0.2031(3) 0.0986(14) Uani 0.50 1 d PDU A 1 C21A C -0.3072(3) 0.4599(10) 0.18206(16) 0.0774(17) Uani 0.50 1 d PDU A 1 O22B O -0.3347(5) 0.5774(16) 0.2292(2) 0.0986(14) Uani 0.50 1 d PDU A 2 O23B O -0.4044(4) 0.4906(16) 0.1937(3) 0.0986(14) Uani 0.50 1 d PDU A 2 N25B N -0.3525(4) 0.5127(9) 0.2030(2) 0.0986(14) Uani 0.50 1 d PDU A 2 C21B C -0.3072(3) 0.4599(10) 0.18206(16) 0.0774(17) Uani 0.50 1 d PDU A 2 C201 C 0.1662(3) 0.0799(9) 0.25136(16) 0.0543(19) Uani 1 1 d U . . H20A H 0.1913 0.1720 0.2542 0.081 Uiso 1 1 calc R . . H20B H 0.1906 -0.0131 0.2494 0.081 Uiso 1 1 calc R . . H20C H 0.1423 0.0690 0.2704 0.081 Uiso 1 1 calc R . . C202 C 0.1273(3) 0.0977(8) 0.22097(16) 0.0481(16) Uani 1 1 d U . . C203 C 0.1386(3) 0.0739(8) 0.18812(15) 0.0458(15) Uani 1 1 d U . . C204 C 0.0844(3) 0.0977(8) 0.16953(15) 0.0452(15) Uani 1 1 d U . . C205 C 0.0434(3) 0.1407(8) 0.19157(15) 0.0424(15) Uani 1 1 d U . . C206 C -0.0174(3) 0.1955(8) 0.18871(15) 0.0395(15) Uani 1 1 d U . . C207 C -0.1260(3) 0.2397(7) 0.12640(14) 0.0373(14) Uani 1 1 d U . . C208 C -0.2210(3) 0.3553(7) 0.14255(14) 0.0367(14) Uani 1 1 d U . . C209 C -0.2079(3) 0.3789(8) 0.17634(15) 0.0491(16) Uani 1 1 d U A . H209 H -0.1696 0.3597 0.1856 0.059 Uiso 1 1 calc R . . C210 C -0.2513(3) 0.4304(10) 0.19592(18) 0.070(2) Uani 1 1 d U . . H210 H -0.2430 0.4456 0.2188 0.084 Uiso 1 1 calc R A 1 C212 C -0.3201(3) 0.4424(9) 0.14938(16) 0.0575(18) Uani 1 1 d U . . H212 H -0.3581 0.4668 0.1403 0.069 Uiso 1 1 calc R A 1 C213 C -0.2782(3) 0.3895(7) 0.12957(15) 0.0407(15) Uani 1 1 d U A . H213 H -0.2877 0.3756 0.1067 0.049 Uiso 1 1 calc R . . C214 C 0.1956(3) 0.0337(9) 0.17497(16) 0.0508(16) Uani 1 1 d U . . C215 C 0.2455(3) 0.1146(10) 0.18469(18) 0.065(2) Uani 1 1 d U . . H215 H 0.2436 0.1954 0.2005 0.078 Uiso 1 1 calc R . . C216 C 0.2991(3) 0.0791(12) 0.1715(2) 0.076(2) Uani 1 1 d U . . H216 H 0.3334 0.1349 0.1785 0.091 Uiso 1 1 calc R . . C217 C 0.3018(3) -0.0360(11) 0.14848(19) 0.073(2) Uani 1 1 d U . . H217 H 0.3382 -0.0599 0.1395 0.087 Uiso 1 1 calc R . . C218 C 0.2532(3) -0.1165(10) 0.13834(18) 0.0643(19) Uani 1 1 d U . . H218 H 0.2555 -0.1965 0.1223 0.077 Uiso 1 1 calc R . . C219 C 0.2000(3) -0.0820(9) 0.15131(17) 0.0559(18) Uani 1 1 d U . . H219 H 0.1661 -0.1383 0.1439 0.067 Uiso 1 1 calc R . . C220 C 0.0774(3) 0.0804(9) 0.13325(15) 0.0466(16) Uani 1 1 d U . . C221 C 0.1089(3) 0.1723(10) 0.11290(17) 0.0614(19) Uani 1 1 d U . . H221 H 0.1344 0.2505 0.1219 0.074 Uiso 1 1 calc R . . C223 C 0.1032(4) 0.1497(11) 0.07891(19) 0.076(2) Uani 1 1 d U . . H223 H 0.1239 0.2158 0.0649 0.091 Uiso 1 1 calc R . . C224 C 0.0684(3) 0.0343(11) 0.06541(18) 0.066(2) Uani 1 1 d U . . H224 H 0.0652 0.0195 0.0423 0.079 Uiso 1 1 calc R . . C225 C 0.0382(3) -0.0591(10) 0.08541(17) 0.0586(18) Uani 1 1 d U . . H225 H 0.0142 -0.1403 0.0762 0.070 Uiso 1 1 calc R . . C226 C 0.0422(3) -0.0367(9) 0.11914(16) 0.0516(17) Uani 1 1 d U . . H226 H 0.0205 -0.1020 0.1328 0.062 Uiso 1 1 calc R . . N301 N 0.6932(2) 0.8318(6) 0.05981(12) 0.0599(15) Uani 1 1 d DU . . C301 C 0.7416(3) 0.7263(8) 0.05162(19) 0.0609(19) Uani 1 1 d DU . . H30A H 0.7281 0.6616 0.0326 0.073 Uiso 1 1 calc R . . H30B H 0.7499 0.6552 0.0704 0.073 Uiso 1 1 calc R . . C302 C 0.7985(2) 0.8054(9) 0.04353(19) 0.066(2) Uani 1 1 d DU . . H30C H 0.8106 0.8794 0.0613 0.079 Uiso 1 1 calc R . . H30D H 0.7924 0.8650 0.0228 0.079 Uiso 1 1 calc R . . C303 C 0.8466(3) 0.6846(9) 0.03985(19) 0.071(2) Uani 1 1 d DU . . H30E H 0.8332 0.6059 0.0233 0.085 Uiso 1 1 calc R . . H30F H 0.8547 0.6305 0.0611 0.085 Uiso 1 1 calc R . . C304 C 0.9029(3) 0.7616(12) 0.0291(2) 0.093(3) Uani 1 1 d DU . . H30G H 0.8948 0.8158 0.0082 0.140 Uiso 1 1 calc R . . H30H H 0.9327 0.6815 0.0264 0.140 Uiso 1 1 calc R . . H30I H 0.9170 0.8366 0.0459 0.140 Uiso 1 1 calc R . . C305 C 0.7101(4) 0.9277(8) 0.08935(14) 0.0637(19) Uani 1 1 d DU . . H30J H 0.6779 1.0014 0.0931 0.076 Uiso 1 1 calc R . . H30K H 0.7450 0.9901 0.0847 0.076 Uiso 1 1 calc R . . C306 C 0.7236(4) 0.8350(8) 0.12103(14) 0.071(2) Uani 1 1 d DU . . H30L H 0.6883 0.7771 0.1269 0.085 Uiso 1 1 calc R . . H30M H 0.7549 0.7585 0.1175 0.085 Uiso 1 1 calc R . . C307 C 0.7430(4) 0.9451(9) 0.14917(15) 0.080(2) Uani 1 1 d DU . . H30N H 0.7810 0.9930 0.1445 0.095 Uiso 1 1 calc R . . H30O H 0.7139 1.0297 0.1508 0.095 Uiso 1 1 calc R . . C308 C 0.7490(5) 0.8572(13) 0.18159(18) 0.118(4) Uani 1 1 d DU . . H30P H 0.7108 0.8160 0.1869 0.176 Uiso 1 1 calc R . . H30Q H 0.7636 0.9281 0.1991 0.176 Uiso 1 1 calc R . . H30R H 0.7766 0.7708 0.1797 0.176 Uiso 1 1 calc R . . C309 C 0.6426(3) 0.7302(8) 0.0656(2) 0.069(2) Uani 1 1 d DU . . H30S H 0.6560 0.6463 0.0809 0.083 Uiso 1 1 calc R . . H30T H 0.6298 0.6803 0.0445 0.083 Uiso 1 1 calc R . . C310 C 0.5896(3) 0.8092(9) 0.0795(2) 0.083(2) Uani 1 1 d DU . . H31A H 0.5769 0.8978 0.0653 0.099 Uiso 1 1 calc R . . H31B H 0.6004 0.8503 0.1017 0.099 Uiso 1 1 calc R . . C311 C 0.5394(3) 0.6927(10) 0.0814(3) 0.091(3) Uani 1 1 d DU . . H31C H 0.5537 0.5983 0.0932 0.110 Uiso 1 1 calc R . . H31D H 0.5257 0.6614 0.0589 0.110 Uiso 1 1 calc R . . C312 C 0.4882(3) 0.7620(13) 0.0990(3) 0.112(4) Uani 1 1 d DU . . H31E H 0.4996 0.7757 0.1224 0.168 Uiso 1 1 calc R . . H31F H 0.4546 0.6913 0.0967 0.168 Uiso 1 1 calc R . . H31G H 0.4775 0.8632 0.0893 0.168 Uiso 1 1 calc R . . C313 C 0.6786(4) 0.9447(8) 0.03304(16) 0.071(2) Uani 1 1 d DU . . H31H H 0.7119 1.0177 0.0317 0.085 Uiso 1 1 calc R . . H31I H 0.6444 1.0064 0.0391 0.085 Uiso 1 1 calc R . . C314 C 0.6650(4) 0.8746(9) -0.00106(16) 0.079(2) Uani 1 1 d DU . . H31J H 0.7019 0.8432 -0.0107 0.094 Uiso 1 1 calc R . . H31K H 0.6405 0.7804 0.0009 0.094 Uiso 1 1 calc R . . C315 C 0.6329(4) 0.9926(11) -0.0236(2) 0.094(3) Uani 1 1 d DU . . H31L H 0.6335 0.9571 -0.0467 0.113 Uiso 1 1 calc R . . H31M H 0.6530 1.0947 -0.0218 0.113 Uiso 1 1 calc R . . C316 C 0.5691(4) 1.0104(13) -0.0140(3) 0.118(4) Uani 1 1 d DU . . H31N H 0.5496 0.9089 -0.0154 0.177 Uiso 1 1 calc R . . H31O H 0.5486 1.0839 -0.0290 0.177 Uiso 1 1 calc R . . H31P H 0.5687 1.0499 0.0086 0.177 Uiso 1 1 calc R . . N401 N 0.0000 0.6593(9) 0.2500 0.058(2) Uani 1 2 d SDU . . C401 C 0.0223(3) 0.7620(8) 0.27731(14) 0.0593(18) Uani 1 1 d DU . . H40A H -0.0099 0.8319 0.2832 0.071 Uiso 1 1 calc R . . H40B H 0.0536 0.8284 0.2691 0.071 Uiso 1 1 calc R . . C402 C 0.0464(3) 0.6808(8) 0.30865(14) 0.0625(19) Uani 1 1 d DU . . H40C H 0.0135 0.6423 0.3212 0.075 Uiso 1 1 calc R . . H40D H 0.0702 0.5898 0.3027 0.075 Uiso 1 1 calc R . . C403 C 0.0838(3) 0.7919(9) 0.33012(14) 0.0605(19) Uani 1 1 d DU . . H40E H 0.1183 0.8237 0.3182 0.073 Uiso 1 1 calc R . . H40F H 0.0608 0.8868 0.3344 0.073 Uiso 1 1 calc R . . C404 C 0.1044(3) 0.7183(10) 0.36281(15) 0.068(2) Uani 1 1 d DU . . H40G H 0.0704 0.6831 0.3744 0.102 Uiso 1 1 calc R . . H40H H 0.1263 0.7953 0.3763 0.102 Uiso 1 1 calc R . . H40I H 0.1297 0.6290 0.3588 0.102 Uiso 1 1 calc R . . C405 C -0.0464(3) 0.5547(8) 0.26117(17) 0.0593(18) Uani 1 1 d DU . . H40J H -0.0302 0.4953 0.2804 0.071 Uiso 1 1 calc R . . H40K H -0.0562 0.4785 0.2434 0.071 Uiso 1 1 calc R . . C406 C -0.1031(3) 0.6326(9) 0.27056(19) 0.068(2) Uani 1 1 d DU . . H40L H -0.1208 0.6899 0.2514 0.082 Uiso 1 1 calc R . . H40M H -0.0944 0.7085 0.2885 0.082 Uiso 1 1 calc R . . C407 C -0.1462(3) 0.5100(9) 0.2818(2) 0.076(2) Uani 1 1 d DU . . H40N H -0.1522 0.4298 0.2645 0.091 Uiso 1 1 calc R . . H40O H -0.1293 0.4579 0.3019 0.091 Uiso 1 1 calc R . . C408 C -0.2053(3) 0.5809(12) 0.2892(3) 0.101(3) Uani 1 1 d DU . . H40P H -0.2002 0.6529 0.3078 0.151 Uiso 1 1 calc R . . H40Q H -0.2324 0.4976 0.2947 0.151 Uiso 1 1 calc R . . H40R H -0.2213 0.6376 0.2698 0.151 Uiso 1 1 calc R . . N51A N 0.5000 1.2142(13) -0.2500 0.107(2) Uani 0.50 2 d SPDU . 3 C51A C 0.5127(6) 1.3038(16) -0.21957(14) 0.1295(12) Uani 0.50 1 d PDU B 3 H51A H 0.4968 1.2454 -0.2011 0.155 Uiso 0.50 1 calc PR B 3 H51B H 0.4912 1.4039 -0.2215 0.155 Uiso 0.50 1 calc PR B 3 C52A C 0.5762(6) 1.339(3) -0.2108(4) 0.1295(12) Uani 0.50 1 d PDU B 3 H52A H 0.5891 1.4274 -0.2242 0.155 Uiso 0.50 1 calc PR B 3 H52B H 0.6004 1.2471 -0.2155 0.155 Uiso 0.50 1 calc PR B 3 C53A C 0.5842(10) 1.381(2) -0.1734(4) 0.1295(12) Uani 0.50 1 d PDU B 3 H53A H 0.5525 1.3347 -0.1611 0.155 Uiso 0.50 1 calc PR B 3 H53B H 0.6222 1.3417 -0.1639 0.155 Uiso 0.50 1 calc PR B 3 C54A C 0.5821(12) 1.561(2) -0.1713(5) 0.1295(12) Uani 0.50 1 d PDU B 3 H54A H 0.5874 1.5939 -0.1482 0.194 Uiso 0.50 1 calc PR B 3 H54B H 0.5442 1.5987 -0.1805 0.194 Uiso 0.50 1 calc PR B 3 H54C H 0.6135 1.6058 -0.1837 0.194 Uiso 0.50 1 calc PR B 3 C55A C 0.4490(3) 1.1009(15) -0.2438(4) 0.1295(12) Uani 0.50 1 d PDU C 3 H55A H 0.4476 1.0183 -0.2608 0.155 Uiso 0.50 1 calc PR C 3 H55B H 0.4563 1.0505 -0.2221 0.155 Uiso 0.50 1 calc PR C 3 C56A C 0.3918(4) 1.1823(18) -0.2446(6) 0.1295(12) Uani 0.50 1 d PDU C 3 H56A H 0.3913 1.2635 -0.2618 0.155 Uiso 0.50 1 calc PR C 3 H56B H 0.3880 1.2354 -0.2232 0.155 Uiso 0.50 1 calc PR C 3 C57A C 0.3398(5) 1.077(2) -0.2510(6) 0.1295(12) Uani 0.50 1 d PDU C 3 H57A H 0.3314 1.0666 -0.2750 0.155 Uiso 0.50 1 calc PR C 3 H57B H 0.3051 1.1233 -0.2414 0.155 Uiso 0.50 1 calc PR C 3 C58A C 0.3519(12) 0.918(2) -0.2361(8) 0.1295(12) Uani 0.50 1 d PDU C 3 H58A H 0.3149 0.8621 -0.2342 0.194 Uiso 0.50 1 calc PR C 3 H58B H 0.3716 0.9298 -0.2143 0.194 Uiso 0.50 1 calc PR C 3 H58C H 0.3770 0.8584 -0.2503 0.194 Uiso 0.50 1 calc PR C 3 N51B N 0.5000 1.2142(13) -0.2500 0.107(2) Uani 0.50 2 d SPDU . 4 C51B C 0.5163(10) 1.3619(18) -0.2329(4) 0.1295(12) Uani 0.50 1 d PDU D 4 H51C H 0.4831 1.4359 -0.2342 0.155 Uiso 0.50 1 calc PR D 4 H51D H 0.5500 1.4111 -0.2430 0.155 Uiso 0.50 1 calc PR D 4 C52B C 0.5323(10) 1.319(2) -0.1975(4) 0.1295(12) Uani 0.50 1 d PDU D 4 H52C H 0.5626 1.2367 -0.1967 0.155 Uiso 0.50 1 calc PR D 4 H52D H 0.4974 1.2779 -0.1871 0.155 Uiso 0.50 1 calc PR D 4 C53B C 0.5562(8) 1.466(3) -0.1777(5) 0.1295(12) Uani 0.50 1 d PDU D 4 H53C H 0.5397 1.5633 -0.1876 0.155 Uiso 0.50 1 calc PR D 4 H53D H 0.5457 1.4607 -0.1545 0.155 Uiso 0.50 1 calc PR D 4 C54B C 0.6242(8) 1.462(3) -0.1801(6) 0.1295(12) Uani 0.50 1 d PDU D 4 H54D H 0.6418 1.5508 -0.1680 0.194 Uiso 0.50 1 calc PR D 4 H54E H 0.6337 1.4678 -0.2032 0.194 Uiso 0.50 1 calc PR D 4 H54F H 0.6397 1.3647 -0.1704 0.194 Uiso 0.50 1 calc PR D 4 C55B C 0.4393(7) 1.168(2) -0.2368(5) 0.1295(12) Uani 0.50 1 d PDU E 4 H55C H 0.4442 1.1436 -0.2131 0.155 Uiso 0.50 1 calc PR E 4 H55D H 0.4120 1.2573 -0.2396 0.155 Uiso 0.50 1 calc PR E 4 C56B C 0.4146(9) 1.033(2) -0.2545(5) 0.1295(12) Uani 0.50 1 d PDU E 4 H56C H 0.3761 1.0695 -0.2638 0.155 Uiso 0.50 1 calc PR E 4 H56D H 0.4392 1.0210 -0.2736 0.155 Uiso 0.50 1 calc PR E 4 C57B C 0.4043(9) 0.875(2) -0.2436(6) 0.1295(12) Uani 0.50 1 d PDU E 4 H57C H 0.4269 0.8572 -0.2225 0.155 Uiso 0.50 1 calc PR E 4 H57D H 0.4186 0.8012 -0.2599 0.155 Uiso 0.50 1 calc PR E 4 C58B C 0.3412(9) 0.843(3) -0.2390(7) 0.143(7) Uani 0.50 1 d PDU E 4 H58D H 0.3370 0.7380 -0.2299 0.214 Uiso 0.50 1 calc PR E 4 H58E H 0.3190 0.8499 -0.2603 0.214 Uiso 0.50 1 calc PR E 4 H58F H 0.3261 0.9196 -0.2238 0.214 Uiso 0.50 1 calc PR E 4 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 S101 0.0393(9) 0.0700(13) 0.0372(10) 0.0128(8) 0.0061(7) 0.0109(9) N101 0.033(3) 0.064(3) 0.032(3) 0.002(2) 0.004(2) 0.001(3) N102 0.033(3) 0.054(3) 0.028(3) 0.001(2) 0.006(2) 0.003(2) N103 0.033(3) 0.044(3) 0.036(3) 0.001(2) 0.007(2) 0.005(2) N104 0.031(3) 0.052(3) 0.035(3) 0.005(2) 0.003(2) 0.006(2) N105 0.050(4) 0.138(6) 0.061(4) 0.049(4) 0.003(3) -0.009(4) O101 0.033(2) 0.055(3) 0.032(2) 0.002(2) 0.0011(18) -0.002(2) O102 0.054(4) 0.233(8) 0.080(4) 0.095(5) -0.011(3) -0.019(4) O103 0.045(3) 0.180(7) 0.082(4) 0.071(4) 0.014(3) -0.010(4) C101 0.035(4) 0.092(6) 0.042(4) -0.004(4) 0.005(3) 0.004(4) C102 0.035(3) 0.063(4) 0.034(3) -0.001(3) 0.006(3) 0.003(3) C103 0.039(3) 0.068(4) 0.034(3) -0.001(3) 0.006(3) 0.003(3) C104 0.036(3) 0.065(4) 0.032(3) 0.000(3) 0.004(3) 0.003(3) C105 0.028(3) 0.061(4) 0.032(3) -0.003(3) 0.003(2) 0.003(3) C106 0.035(3) 0.047(4) 0.031(3) -0.004(3) 0.000(3) -0.002(3) C107 0.034(3) 0.038(3) 0.031(3) -0.001(3) 0.005(3) 0.004(3) C108 0.036(3) 0.042(3) 0.038(3) 0.003(3) 0.003(3) 0.004(3) C109 0.033(3) 0.048(4) 0.042(3) 0.004(3) 0.003(3) 0.001(3) C110 0.040(3) 0.065(4) 0.045(4) 0.015(3) -0.001(3) -0.003(3) C111 0.040(3) 0.081(4) 0.045(3) 0.024(3) 0.005(3) -0.009(3) C112 0.033(3) 0.077(4) 0.050(4) 0.018(3) 0.006(3) -0.002(3) C113 0.034(3) 0.056(4) 0.041(3) 0.011(3) 0.000(3) 0.001(3) C114 0.041(3) 0.070(4) 0.034(3) 0.003(3) 0.010(3) 0.005(3) C115 0.045(4) 0.084(5) 0.042(4) -0.001(3) 0.011(3) -0.004(4) C116 0.056(4) 0.088(5) 0.053(4) -0.002(4) 0.020(3) -0.008(4) C117 0.065(4) 0.080(5) 0.050(4) 0.001(4) 0.022(3) -0.001(4) C118 0.058(4) 0.075(5) 0.041(4) 0.001(3) 0.011(3) 0.007(4) C119 0.045(4) 0.069(4) 0.041(4) 0.003(3) 0.006(3) 0.003(3) C120 0.043(3) 0.090(5) 0.038(3) 0.005(3) 0.014(3) 0.014(4) C121 0.074(5) 0.098(6) 0.063(4) 0.026(4) 0.012(4) 0.026(4) C122 0.096(6) 0.122(7) 0.084(6) 0.029(5) 0.018(5) 0.032(5) C123 0.079(5) 0.151(7) 0.070(5) 0.022(6) 0.016(4) 0.046(6) C124 0.054(4) 0.152(7) 0.048(4) 0.006(5) 0.012(3) 0.021(5) C125 0.050(4) 0.126(6) 0.040(4) 0.009(4) 0.010(3) 0.011(4) S201 0.0415(10) 0.0834(14) 0.0318(9) -0.0061(9) 0.0012(7) 0.0155(9) N201 0.034(3) 0.062(3) 0.033(3) -0.004(2) -0.002(2) 0.000(3) N202 0.030(3) 0.058(3) 0.031(3) -0.001(2) 0.004(2) 0.002(2) N203 0.030(3) 0.057(3) 0.036(3) 0.000(2) 0.003(2) -0.001(2) N204 0.035(3) 0.050(3) 0.030(3) -0.002(2) 0.001(2) 0.000(2) O201 0.040(2) 0.061(3) 0.032(2) -0.003(2) -0.0016(19) 0.004(2) O22A 0.084(2) 0.135(3) 0.076(2) -0.029(2) 0.000(2) 0.047(2) O23A 0.084(2) 0.135(3) 0.076(2) -0.029(2) 0.000(2) 0.047(2) N25A 0.084(2) 0.135(3) 0.076(2) -0.029(2) 0.000(2) 0.047(2) C21A 0.064(3) 0.113(4) 0.055(3) -0.024(3) 0.003(3) 0.046(3) O22B 0.084(2) 0.135(3) 0.076(2) -0.029(2) 0.000(2) 0.047(2) O23B 0.084(2) 0.135(3) 0.076(2) -0.029(2) 0.000(2) 0.047(2) N25B 0.084(2) 0.135(3) 0.076(2) -0.029(2) 0.000(2) 0.047(2) C21B 0.064(3) 0.113(4) 0.055(3) -0.024(3) 0.003(3) 0.046(3) C201 0.043(4) 0.073(5) 0.045(4) 0.001(4) -0.007(3) 0.005(4) C202 0.037(3) 0.062(4) 0.045(4) -0.001(3) -0.004(3) -0.001(3) C203 0.035(3) 0.063(4) 0.040(3) -0.002(3) 0.002(3) 0.000(3) C204 0.038(3) 0.059(4) 0.038(3) -0.001(3) -0.001(3) 0.002(3) C205 0.035(3) 0.058(4) 0.034(3) 0.000(3) -0.002(3) -0.001(3) C206 0.037(3) 0.052(4) 0.029(3) 0.001(3) 0.002(3) -0.003(3) C207 0.033(3) 0.050(4) 0.029(3) 0.004(3) 0.003(3) -0.001(3) C208 0.036(3) 0.040(3) 0.035(3) -0.001(3) 0.004(3) 0.001(3) C209 0.047(4) 0.062(4) 0.038(3) -0.004(3) 0.000(3) 0.016(3) C210 0.064(4) 0.101(5) 0.044(4) -0.017(4) 0.000(3) 0.037(4) C212 0.051(4) 0.077(4) 0.045(3) -0.008(3) 0.000(3) 0.023(3) C213 0.038(3) 0.048(4) 0.036(3) 0.000(3) 0.002(3) 0.001(3) C214 0.037(3) 0.075(4) 0.040(3) 0.003(3) 0.000(3) 0.003(3) C215 0.041(4) 0.097(5) 0.056(4) -0.011(4) -0.004(3) -0.002(4) C216 0.041(4) 0.118(6) 0.067(5) -0.003(4) -0.001(4) -0.001(4) C217 0.041(4) 0.118(6) 0.060(4) 0.004(4) 0.010(3) 0.012(4) C218 0.042(4) 0.094(5) 0.057(4) 0.000(4) 0.007(3) 0.013(4) C219 0.040(3) 0.075(5) 0.053(4) 0.005(4) 0.000(3) 0.007(3) C220 0.038(3) 0.067(4) 0.034(3) 0.002(3) 0.001(3) 0.011(3) C221 0.062(4) 0.078(5) 0.044(4) 0.008(4) 0.005(3) 0.005(4) C223 0.079(5) 0.098(6) 0.052(4) 0.018(4) 0.015(4) 0.009(4) C224 0.063(4) 0.094(5) 0.039(4) 0.002(4) -0.002(3) 0.022(4) C225 0.045(4) 0.087(5) 0.043(4) -0.013(4) -0.002(3) 0.013(4) C226 0.041(3) 0.075(4) 0.039(3) -0.010(3) 0.001(3) 0.006(3) N301 0.065(3) 0.041(3) 0.072(3) -0.006(3) -0.011(3) -0.002(3) C301 0.064(4) 0.049(4) 0.068(4) -0.006(3) -0.010(4) 0.000(3) C302 0.061(4) 0.067(5) 0.068(4) -0.004(4) -0.005(4) -0.006(4) C303 0.065(5) 0.086(5) 0.060(4) -0.011(4) -0.005(4) -0.004(4) C304 0.064(5) 0.131(8) 0.086(6) -0.004(6) 0.005(5) -0.004(6) C305 0.077(4) 0.045(4) 0.069(4) -0.004(3) -0.005(4) -0.005(4) C306 0.088(5) 0.057(4) 0.066(4) -0.001(4) -0.001(4) -0.018(4) C307 0.097(6) 0.071(5) 0.071(5) -0.003(4) 0.001(4) -0.029(5) C308 0.127(8) 0.142(9) 0.081(7) 0.004(6) -0.016(6) -0.063(7) C309 0.059(4) 0.054(4) 0.094(5) -0.012(4) -0.005(4) 0.007(4) C310 0.068(5) 0.068(5) 0.111(6) -0.019(4) -0.006(4) -0.001(4) C311 0.069(5) 0.085(6) 0.119(6) -0.020(5) -0.002(5) 0.004(5) C312 0.082(7) 0.119(8) 0.135(9) -0.035(7) 0.012(6) -0.006(6) C313 0.082(5) 0.049(4) 0.079(5) -0.004(4) -0.022(4) 0.003(4) C314 0.092(5) 0.066(5) 0.076(5) 0.001(4) -0.018(4) 0.004(4) C315 0.111(6) 0.081(6) 0.089(6) -0.001(5) -0.016(5) -0.009(5) C316 0.135(9) 0.098(8) 0.117(8) -0.022(7) -0.031(7) 0.010(7) N401 0.075(5) 0.058(5) 0.040(4) 0.000 0.008(4) 0.000 C401 0.079(5) 0.054(4) 0.045(4) -0.005(3) 0.003(3) -0.003(4) C402 0.079(5) 0.061(4) 0.047(4) -0.005(3) -0.003(3) 0.000(4) C403 0.062(4) 0.073(5) 0.047(4) 0.002(4) 0.004(3) 0.001(4) C404 0.071(5) 0.081(6) 0.052(4) -0.005(4) -0.001(4) 0.011(4) C405 0.072(4) 0.061(4) 0.045(4) -0.004(3) 0.005(3) 0.001(4) C406 0.074(5) 0.071(5) 0.061(4) -0.013(4) 0.010(4) -0.002(4) C407 0.078(5) 0.080(5) 0.071(5) -0.016(4) 0.014(4) -0.007(4) C408 0.081(6) 0.104(7) 0.120(8) -0.051(6) 0.029(6) -0.006(6) N51A 0.113(4) 0.130(4) 0.080(3) 0.000 0.020(3) 0.000 C51A 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C52A 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C53A 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C54A 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C55A 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C56A 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C57A 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C58A 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) N51B 0.113(4) 0.130(4) 0.080(3) 0.000 0.020(3) 0.000 C51B 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C52B 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C53B 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C54B 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C55B 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C56B 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C57B 0.131(2) 0.148(2) 0.109(2) -0.0089(19) 0.005(2) -0.015(2) C58B 0.118(12) 0.201(14) 0.104(12) 0.030(13) -0.032(11) 0.018(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag S101 C107 1.719(6) . ? N101 C102 1.355(7) . ? N101 C105 1.368(8) . ? N102 C106 1.344(7) . ? N102 N103 1.395(6) . ? N103 C107 1.296(7) . ? N104 C108 1.368(7) . ? N104 C107 1.404(7) . ? N105 O103 1.218(7) . ? N105 O102 1.226(8) . ? N105 C111 1.454(9) . ? O101 C106 1.245(7) . ? C101 C102 1.498(9) . ? C102 C103 1.381(9) . ? C103 C104 1.432(9) . ? C103 C114 1.482(9) . ? C104 C105 1.403(9) . ? C104 C120 1.485(9) . ? C105 C106 1.458(8) . ? C108 C109 1.393(8) . ? C108 C113 1.402(8) . ? C109 C110 1.366(9) . ? C110 C111 1.375(9) . ? C111 C112 1.372(9) . ? C112 C113 1.375(9) . ? C114 C119 1.383(9) . ? C114 C115 1.387(9) . ? C115 C116 1.381(10) . ? C116 C117 1.385(10) . ? C117 C118 1.374(10) . ? C118 C119 1.400(9) . ? C120 C125 1.372(11) . ? C120 C121 1.397(12) . ? C121 C122 1.384(12) . ? C122 C123 1.326(15) . ? C123 C124 1.379(15) . ? C124 C125 1.438(11) . ? S201 C207 1.717(6) . ? N201 C202 1.348(8) . ? N201 C205 1.371(8) . ? N202 C206 1.327(7) . ? N202 N203 1.385(7) . ? N203 C207 1.309(7) . ? N204 C208 1.364(7) . ? N204 C207 1.399(7) . ? O201 C206 1.253(7) . ? O22A N25A 1.246(9) . ? O23A N25A 1.243(9) . ? N25A C21A 1.454(9) . ? C21A C212 1.355(9) . ? C21A C210 1.392(10) . ? O22B N25B 1.251(9) . ? O23B N25B 1.241(9) . ? C201 C202 1.491(9) . ? C202 C203 1.392(9) . ? C203 C204 1.431(9) . ? C203 C214 1.482(9) . ? C204 C205 1.385(9) . ? C204 C220 1.485(9) . ? C205 C206 1.470(9) . ? C208 C209 1.407(8) . ? C208 C213 1.415(8) . ? C209 C210 1.382(9) . ? C212 C213 1.365(9) . ? C214 C215 1.375(10) . ? C214 C219 1.391(10) . ? C215 C216 1.403(10) . ? C216 C217 1.365(12) . ? C217 C218 1.355(11) . ? C218 C219 1.387(9) . ? C220 C221 1.377(10) . ? C220 C226 1.393(10) . ? C221 C223 1.397(10) . ? C223 C224 1.368(12) . ? C224 C225 1.360(11) . ? C225 C226 1.385(9) . ? N301 C309 1.480(7) . ? N301 C313 1.482(7) . ? N301 C301 1.484(7) . ? N301 C305 1.490(7) . ? C301 C302 1.522(7) . ? C302 C303 1.526(7) . ? C303 C304 1.534(8) . ? C305 C306 1.532(7) . ? C306 C307 1.531(7) . ? C307 C308 1.520(8) . ? C309 C310 1.528(7) . ? C310 C311 1.529(8) . ? C311 C312 1.531(8) . ? C313 C314 1.529(7) . ? C314 C315 1.527(8) . ? C315 C316 1.543(9) . ? N401 C405 1.483(7) . ? N401 C405 1.483(7) 2 ? N401 C401 1.487(6) . ? N401 C401 1.487(6) 2 ? C401 C402 1.529(7) . ? C402 C403 1.524(7) . ? C403 C404 1.524(7) . ? C405 C406 1.529(7) . ? C406 C407 1.532(7) . ? C407 C408 1.529(8) . ? N51A C51A 1.473(6) . ? N51A C51A 1.473(6) 2_654 ? N51A C55A 1.552(7) . ? N51A C55A 1.552(7) 2_654 ? C51A C52A 1.509(9) . ? C52A C53A 1.569(10) . ? C53A C54A 1.549(10) . ? C55A C56A 1.483(9) . ? C56A C57A 1.506(9) . ? C57A C58A 1.515(10) . ? C51B C52B 1.514(13) . ? C52B C53B 1.578(14) . ? C53B C54B 1.567(13) . ? C55B C56B 1.459(12) . ? C56B C57B 1.453(13) . ? C57B C58B 1.494(14) . ? 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 C102 N101 C105 111.1(5) . . ? C106 N102 N103 119.3(5) . . ? C107 N103 N102 113.1(5) . . ? C108 N104 C107 131.0(5) . . ? O103 N105 O102 123.4(6) . . ? O103 N105 C111 118.9(6) . . ? O102 N105 C111 117.7(6) . . ? N101 C102 C103 107.9(5) . . ? N101 C102 C101 120.1(6) . . ? C103 C102 C101 132.0(6) . . ? C102 C103 C104 107.4(5) . . ? C102 C103 C114 126.2(6) . . ? C104 C103 C114 126.4(6) . . ? C105 C104 C103 106.5(5) . . ? C105 C104 C120 128.8(6) . . ? C103 C104 C120 124.6(6) . . ? N101 C105 C104 107.0(5) . . ? N101 C105 C106 116.5(5) . . ? C104 C105 C106 136.3(6) . . ? O101 C106 N102 121.7(5) . . ? O101 C106 C105 120.0(5) . . ? N102 C106 C105 118.3(5) . . ? N103 C107 N104 116.5(5) . . ? N103 C107 S101 127.1(4) . . ? N104 C107 S101 116.4(4) . . ? N104 C108 C109 124.4(5) . . ? N104 C108 C113 116.7(5) . . ? C109 C108 C113 118.9(6) . . ? C110 C109 C108 119.9(6) . . ? C109 C110 C111 120.3(6) . . ? C112 C111 C110 121.3(6) . . ? C112 C111 N105 119.0(6) . . ? C110 C111 N105 119.7(6) . . ? C111 C112 C113 118.9(6) . . ? C112 C113 C108 120.7(6) . . ? C119 C114 C115 117.7(6) . . ? C119 C114 C103 121.9(6) . . ? C115 C114 C103 120.4(6) . . ? C116 C115 C114 121.5(7) . . ? C115 C116 C117 120.5(7) . . ? C118 C117 C116 118.8(7) . . ? C117 C118 C119 120.5(7) . . ? C114 C119 C118 121.0(7) . . ? C125 C120 C121 118.2(8) . . ? C125 C120 C104 122.4(8) . . ? C121 C120 C104 119.3(7) . . ? C122 C121 C120 121.7(10) . . ? C123 C122 C121 118.5(12) . . ? C122 C123 C124 124.3(10) . . ? C123 C124 C125 116.5(10) . . ? C120 C125 C124 120.6(9) . . ? C202 N201 C205 110.6(5) . . ? C206 N202 N203 119.7(5) . . ? C207 N203 N202 113.5(5) . . ? C208 N204 C207 131.0(5) . . ? O23A N25A O22A 125.2(9) . . ? O23A N25A C21A 116.2(8) . . ? O22A N25A C21A 118.6(8) . . ? C212 C21A C210 121.4(5) . . ? C212 C21A N25A 119.5(7) . . ? C210 C21A N25A 119.1(7) . . ? O23B N25B O22B 126.0(9) . . ? N201 C202 C203 108.2(5) . . ? N201 C202 C201 121.3(6) . . ? C203 C202 C201 130.4(6) . . ? C202 C203 C204 106.5(5) . . ? C202 C203 C214 126.7(6) . . ? C204 C203 C214 126.8(6) . . ? C205 C204 C203 107.1(5) . . ? C205 C204 C220 129.4(6) . . ? C203 C204 C220 123.5(6) . . ? N201 C205 C204 107.5(5) . . ? N201 C205 C206 117.3(5) . . ? C204 C205 C206 135.1(6) . . ? O201 C206 N202 122.4(6) . . ? O201 C206 C205 119.0(5) . . ? N202 C206 C205 118.6(5) . . ? N203 C207 N204 116.4(5) . . ? N203 C207 S201 127.4(5) . . ? N204 C207 S201 116.2(4) . . ? N204 C208 C209 124.7(5) . . ? N204 C208 C213 116.7(5) . . ? C209 C208 C213 118.5(5) . . ? C210 C209 C208 119.3(6) . . ? C209 C210 C21A 120.0(6) . . ? C21A C212 C213 119.8(6) . . ? C212 C213 C208 121.0(6) . . ? C215 C214 C219 117.9(6) . . ? C215 C214 C203 120.9(7) . . ? C219 C214 C203 121.1(6) . . ? C214 C215 C216 120.7(8) . . ? C217 C216 C215 119.7(8) . . ? C218 C217 C216 120.6(7) . . ? C217 C218 C219 120.0(8) . . ? C218 C219 C214 121.1(7) . . ? C221 C220 C226 118.4(6) . . ? C221 C220 C204 120.8(6) . . ? C226 C220 C204 120.6(6) . . ? C220 C221 C223 119.7(8) . . ? C224 C223 C221 121.2(8) . . ? C225 C224 C223 119.4(7) . . ? C224 C225 C226 120.4(8) . . ? C225 C226 C220 120.9(7) . . ? C309 N301 C313 110.9(5) . . ? C309 N301 C301 106.2(5) . . ? C313 N301 C301 111.9(5) . . ? C309 N301 C305 111.4(5) . . ? C313 N301 C305 105.7(5) . . ? C301 N301 C305 110.8(5) . . ? N301 C301 C302 115.9(5) . . ? C301 C302 C303 110.5(6) . . ? C302 C303 C304 111.0(6) . . ? N301 C305 C306 115.1(5) . . ? C307 C306 C305 110.3(5) . . ? C308 C307 C306 110.6(6) . . ? N301 C309 C310 116.4(5) . . ? C309 C310 C311 110.2(6) . . ? C310 C311 C312 111.7(6) . . ? N301 C313 C314 115.9(5) . . ? C315 C314 C313 110.6(6) . . ? C314 C315 C316 110.1(7) . . ? C405 N401 C405 105.5(7) . 2 ? C405 N401 C401 110.5(4) . . ? C405 N401 C401 111.5(4) 2 . ? C405 N401 C401 111.5(4) . 2 ? C405 N401 C401 110.5(4) 2 2 ? C401 N401 C401 107.3(7) . 2 ? N401 C401 C402 116.5(5) . . ? C403 C402 C401 110.9(5) . . ? C404 C403 C402 112.2(6) . . ? N401 C405 C406 116.5(5) . . ? C405 C406 C407 110.3(6) . . ? C408 C407 C406 112.3(6) . . ? C51A N51A C51A 117.1(10) . 2_654 ? C51A N51A C55A 107.6(5) . . ? C51A N51A C55A 110.5(4) 2_654 . ? C51A N51A C55A 110.5(4) . 2_654 ? C51A N51A C55A 107.6(5) 2_654 2_654 ? C55A N51A C55A 102.4(8) . 2_654 ? N51A C51A C52A 116.4(8) . . ? C51A C52A C53A 109.5(9) . . ? C54A C53A C52A 106.4(9) . . ? C56A C55A N51A 111.9(8) . . ? C55A C56A C57A 114.2(9) . . ? C56A C57A C58A 110.3(9) . . ? C51B C52B C53B 110.5(14) . . ? C54B C53B C52B 105.4(14) . . ? C57B C56B C55B 130.8(18) . . ? C56B C57B C58B 112.9(16) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 21.02 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.223 _refine_diff_density_min -0.776 _refine_diff_density_rms 0.070 #===END data_2005sot1106 _database_code_depnum_ccdc_archive 'CCDC 292341' _chemical_compound_source 'Roberto Quesada' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H21 N5 O4' _chemical_formula_weight 455.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.0210(4) _cell_length_b 8.0777(2) _cell_length_c 16.7769(4) _cell_angle_alpha 90.00 _cell_angle_beta 115.5230(10) _cell_angle_gamma 90.00 _cell_volume 2203.86(9) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5221 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.373 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9711 _exptl_absorpt_correction_T_max 0.9905 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 13487 reflections reduced R(int) from 0.0984 to 0.0414 Ratio of minimum to maximum apparent transmission: 0.820773 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20202 _diffrn_reflns_av_R_equivalents 0.0486 _diffrn_reflns_av_sigmaI/netI 0.0527 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.35 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5054 _reflns_number_gt 3604 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^)+(0.0398P)^2^+1.7264P] 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 SHELXL _refine_ls_extinction_coef 0.0040(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 5054 _refine_ls_number_parameters 309 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0834 _refine_ls_R_factor_gt 0.0548 _refine_ls_wR_factor_ref 0.1352 _refine_ls_wR_factor_gt 0.1218 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.003 _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 0.19166(13) 0.5659(3) 0.75439(14) 0.0382(6) Uani 1 1 d . . . H1A H 0.1881 0.6857 0.7615 0.057 Uiso 1 1 calc R . . H1B H 0.2386 0.5212 0.8058 0.057 Uiso 1 1 calc R . . H1C H 0.1409 0.5130 0.7494 0.057 Uiso 1 1 calc R . . C2 C 0.20293(12) 0.5323(3) 0.67272(13) 0.0273(4) Uani 1 1 d . . . C3 C 0.27310(11) 0.4962(2) 0.66105(12) 0.0235(4) Uani 1 1 d . . . C4 C 0.24714(11) 0.4633(2) 0.56971(12) 0.0216(4) Uani 1 1 d . . . C5 C 0.16224(11) 0.4825(2) 0.52913(12) 0.0230(4) Uani 1 1 d . . . C6 C 0.09928(11) 0.4647(2) 0.43898(13) 0.0242(4) Uani 1 1 d . . . C7 C 0.02539(11) 0.4637(2) 0.22808(12) 0.0234(4) Uani 1 1 d . . . C8 C -0.08900(12) 0.4478(2) 0.07686(12) 0.0249(4) Uani 1 1 d . . . C9 C -0.06303(12) 0.5718(3) 0.03730(13) 0.0279(4) Uani 1 1 d . . . H9 H -0.0141 0.6318 0.0710 0.033 Uiso 1 1 calc R . . C10 C -0.10872(13) 0.6079(3) -0.05138(13) 0.0293(5) Uani 1 1 d . . . H10 H -0.0910 0.6915 -0.0791 0.035 Uiso 1 1 calc R . . C11 C -0.18004(14) 0.5210(3) -0.09885(13) 0.0330(5) Uani 1 1 d . . . C12 C -0.20890(14) 0.4024(3) -0.06026(14) 0.0378(5) Uani 1 1 d . . . H12 H -0.2590 0.3460 -0.0939 0.045 Uiso 1 1 calc R . . C13 C -0.16350(13) 0.3669(3) 0.02825(13) 0.0313(5) Uani 1 1 d . . . H13 H -0.1831 0.2871 0.0562 0.038 Uiso 1 1 calc R . . C14 C 0.35847(11) 0.4863(3) 0.73121(12) 0.0242(4) Uani 1 1 d . . . C15 C 0.38992(12) 0.6064(3) 0.79703(13) 0.0308(5) Uani 1 1 d . . . H15 H 0.3562 0.6968 0.7971 0.037 Uiso 1 1 calc R . . C16 C 0.46975(13) 0.5956(3) 0.86236(14) 0.0381(5) Uani 1 1 d . . . H16 H 0.4901 0.6781 0.9070 0.046 Uiso 1 1 calc R . . C17 C 0.51984(13) 0.4662(3) 0.86301(15) 0.0390(6) Uani 1 1 d . . . H17 H 0.5746 0.4596 0.9078 0.047 Uiso 1 1 calc R . . C18 C 0.49000(13) 0.3466(3) 0.79838(14) 0.0368(5) Uani 1 1 d . . . H18 H 0.5243 0.2572 0.7986 0.044 Uiso 1 1 calc R . . C19 C 0.40990(12) 0.3560(3) 0.73284(13) 0.0299(5) Uani 1 1 d . . . H19 H 0.3899 0.2727 0.6886 0.036 Uiso 1 1 calc R . . C20 C 0.29993(11) 0.4278(3) 0.52414(12) 0.0244(4) Uani 1 1 d . . . C21 C 0.34593(12) 0.5543(3) 0.51140(15) 0.0391(6) Uani 1 1 d . . . H21 H 0.3455 0.6615 0.5346 0.047 Uiso 1 1 calc R . . C22 C 0.39228(16) 0.5253(5) 0.4652(2) 0.0641(9) Uani 1 1 d . . . H22 H 0.4233 0.6129 0.4568 0.077 Uiso 1 1 calc R . . C23 C 0.39395(16) 0.3720(6) 0.43153(17) 0.0688(11) Uani 1 1 d . . . H23 H 0.4254 0.3538 0.3992 0.083 Uiso 1 1 calc R . . C24 C 0.35021(15) 0.2450(4) 0.44450(15) 0.0575(9) Uani 1 1 d . . . H24 H 0.3521 0.1380 0.4219 0.069 Uiso 1 1 calc R . . C25 C 0.30284(13) 0.2716(3) 0.49078(14) 0.0366(5) Uani 1 1 d . . . H25 H 0.2725 0.1829 0.4995 0.044 Uiso 1 1 calc R . . N1 N 0.13752(10) 0.5245(2) 0.59302(10) 0.0273(4) Uani 1 1 d . . . H1 H 0.0863 0.5437 0.5835 0.033 Uiso 1 1 calc R . . N2 N 0.12423(9) 0.4233(2) 0.37536(10) 0.0260(4) Uani 1 1 d . . . H2 H 0.1756 0.4365 0.3839 0.031 Uiso 1 1 calc R . . N3 N 0.06552(10) 0.3598(2) 0.29693(10) 0.0262(4) Uani 1 1 d . . . H3 H 0.0543 0.2532 0.2917 0.031 Uiso 1 1 calc R . . N4 N -0.04240(9) 0.3910(2) 0.16352(10) 0.0257(4) Uani 1 1 d . . . H4 H -0.0588 0.2977 0.1779 0.031 Uiso 1 1 calc R . . N5 N -0.22617(14) 0.5535(3) -0.19385(13) 0.0455(5) Uani 1 1 d . . . O1 O 0.02553(8) 0.4847(2) 0.41911(9) 0.0337(4) Uani 1 1 d . . . O2 O 0.04831(8) 0.60601(17) 0.22444(9) 0.0278(3) Uani 1 1 d . . . O3 O -0.29204(16) 0.4822(3) -0.23275(13) 0.0960(10) Uani 1 1 d . . . O4 O -0.19717(11) 0.6503(2) -0.22886(10) 0.0476(5) 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 C1 0.0272(11) 0.0579(16) 0.0303(11) -0.0059(10) 0.0131(9) 0.0055(10) C2 0.0211(9) 0.0341(11) 0.0255(10) -0.0019(8) 0.0089(8) 0.0023(8) C3 0.0201(9) 0.0247(10) 0.0250(9) 0.0006(8) 0.0091(8) 0.0009(7) C4 0.0195(9) 0.0216(9) 0.0236(9) 0.0006(7) 0.0090(8) -0.0019(7) C5 0.0228(9) 0.0230(10) 0.0232(9) -0.0010(8) 0.0099(8) -0.0020(8) C6 0.0214(9) 0.0245(10) 0.0257(10) 0.0012(8) 0.0091(8) -0.0008(8) C7 0.0223(9) 0.0273(11) 0.0220(9) -0.0027(8) 0.0110(8) 0.0011(8) C8 0.0275(10) 0.0234(10) 0.0213(9) -0.0030(8) 0.0081(8) 0.0058(8) C9 0.0274(10) 0.0297(11) 0.0256(10) -0.0022(8) 0.0105(8) 0.0029(8) C10 0.0356(11) 0.0276(11) 0.0261(10) 0.0008(8) 0.0148(9) 0.0076(9) C11 0.0396(12) 0.0258(11) 0.0232(10) -0.0006(8) 0.0038(9) 0.0076(9) C12 0.0370(12) 0.0285(12) 0.0312(11) -0.0026(9) -0.0010(10) -0.0008(10) C13 0.0348(11) 0.0234(11) 0.0284(10) -0.0006(8) 0.0066(9) 0.0000(9) C14 0.0194(9) 0.0313(11) 0.0228(9) 0.0014(8) 0.0097(8) -0.0009(8) C15 0.0250(10) 0.0327(12) 0.0304(10) -0.0033(9) 0.0077(9) 0.0032(9) C16 0.0306(11) 0.0431(14) 0.0303(11) -0.0081(10) 0.0035(9) -0.0014(10) C17 0.0220(10) 0.0508(15) 0.0349(12) -0.0007(11) 0.0035(9) 0.0041(10) C18 0.0278(11) 0.0429(14) 0.0357(12) -0.0005(10) 0.0098(10) 0.0120(10) C19 0.0258(10) 0.0345(12) 0.0265(10) -0.0031(9) 0.0084(9) 0.0029(9) C20 0.0184(9) 0.0336(11) 0.0189(9) 0.0020(8) 0.0059(8) 0.0033(8) C21 0.0250(10) 0.0492(15) 0.0442(13) 0.0151(11) 0.0159(10) 0.0012(10) C22 0.0333(13) 0.111(3) 0.0569(17) 0.0405(18) 0.0278(13) 0.0117(15) C23 0.0323(14) 0.149(4) 0.0298(13) 0.0156(17) 0.0180(11) 0.0308(18) C24 0.0344(13) 0.098(2) 0.0277(12) -0.0204(14) 0.0013(11) 0.0273(15) C25 0.0271(10) 0.0458(14) 0.0300(11) -0.0081(10) 0.0058(9) 0.0073(10) N1 0.0178(8) 0.0369(10) 0.0263(8) -0.0030(7) 0.0087(7) 0.0019(7) N2 0.0186(8) 0.0355(10) 0.0213(8) -0.0021(7) 0.0059(7) -0.0041(7) N3 0.0282(9) 0.0242(9) 0.0211(8) -0.0017(7) 0.0060(7) -0.0035(7) N4 0.0257(8) 0.0256(9) 0.0223(8) 0.0000(7) 0.0070(7) -0.0019(7) N5 0.0570(13) 0.0317(11) 0.0287(10) 0.0019(8) 0.0003(10) 0.0043(10) O1 0.0183(7) 0.0497(10) 0.0306(8) -0.0033(7) 0.0082(6) 0.0019(6) O2 0.0284(7) 0.0240(8) 0.0280(7) -0.0017(6) 0.0092(6) -0.0005(6) O3 0.1080(19) 0.0731(16) 0.0428(11) 0.0182(11) -0.0280(12) -0.0435(14) O4 0.0568(11) 0.0562(12) 0.0286(8) 0.0075(8) 0.0171(8) 0.0119(9) _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 C2 1.494(3) . ? C2 N1 1.350(2) . ? C2 C3 1.391(3) . ? C3 C4 1.421(3) . ? C3 C14 1.483(3) . ? C4 C5 1.390(3) . ? C4 C20 1.483(3) . ? C5 N1 1.369(2) . ? C5 C6 1.455(3) . ? C6 O1 1.234(2) . ? C6 N2 1.366(2) . ? C7 O2 1.231(2) . ? C7 N3 1.357(2) . ? C7 N4 1.368(2) . ? C8 C9 1.390(3) . ? C8 C13 1.397(3) . ? C8 N4 1.406(2) . ? C9 C10 1.386(3) . ? C10 C11 1.377(3) . ? C11 C12 1.378(3) . ? C11 N5 1.469(3) . ? C12 C13 1.382(3) . ? C14 C15 1.394(3) . ? C14 C19 1.395(3) . ? C15 C16 1.385(3) . ? C16 C17 1.378(3) . ? C17 C18 1.377(3) . ? C18 C19 1.389(3) . ? C20 C21 1.389(3) . ? C20 C25 1.390(3) . ? C21 C22 1.382(4) . ? C22 C23 1.367(5) . ? C23 C24 1.367(5) . ? C24 C25 1.396(3) . ? N2 N3 1.384(2) . ? N5 O4 1.222(3) . ? N5 O3 1.224(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 N1 C2 C3 108.02(17) . . ? N1 C2 C1 120.74(17) . . ? C3 C2 C1 131.15(18) . . ? C2 C3 C4 107.10(16) . . ? C2 C3 C14 126.50(17) . . ? C4 C3 C14 126.35(17) . . ? C5 C4 C3 106.79(16) . . ? C5 C4 C20 125.77(17) . . ? C3 C4 C20 127.29(16) . . ? N1 C5 C4 107.76(16) . . ? N1 C5 C6 117.87(16) . . ? C4 C5 C6 134.36(17) . . ? O1 C6 N2 119.99(17) . . ? O1 C6 C5 122.32(18) . . ? N2 C6 C5 117.69(16) . . ? O2 C7 N3 123.54(17) . . ? O2 C7 N4 124.46(18) . . ? N3 C7 N4 111.99(17) . . ? C9 C8 C13 119.67(18) . . ? C9 C8 N4 123.71(17) . . ? C13 C8 N4 116.55(18) . . ? C10 C9 C8 119.84(19) . . ? C11 C10 C9 119.2(2) . . ? C10 C11 C12 122.00(19) . . ? C10 C11 N5 119.2(2) . . ? C12 C11 N5 118.8(2) . . ? C11 C12 C13 118.7(2) . . ? C12 C13 C8 120.4(2) . . ? C15 C14 C19 118.02(18) . . ? C15 C14 C3 121.31(18) . . ? C19 C14 C3 120.67(17) . . ? C16 C15 C14 120.8(2) . . ? C17 C16 C15 120.5(2) . . ? C18 C17 C16 119.6(2) . . ? C17 C18 C19 120.3(2) . . ? C18 C19 C14 120.78(19) . . ? C21 C20 C25 118.5(2) . . ? C21 C20 C4 119.66(19) . . ? C25 C20 C4 121.81(19) . . ? C22 C21 C20 120.4(3) . . ? C23 C22 C21 120.8(3) . . ? C24 C23 C22 119.8(2) . . ? C23 C24 C25 120.3(3) . . ? C20 C25 C24 120.1(2) . . ? C2 N1 C5 110.32(16) . . ? C6 N2 N3 117.35(15) . . ? C7 N3 N2 119.25(16) . . ? C7 N4 C8 127.62(17) . . ? O4 N5 O3 124.2(2) . . ? O4 N5 C11 118.4(2) . . ? O3 N5 C11 117.4(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O1 0.88 2.01 2.857(2) 161.3 3_566 N3 H3 O2 0.88 2.12 2.811(2) 135.5 2_545 N4 H4 O2 0.88 2.20 3.003(2) 151.0 2_545 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.420 _refine_diff_density_min -0.443 _refine_diff_density_rms 0.050 #===END #===END data_2005sot1249 _database_code_depnum_ccdc_archive 'CCDC 602690' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H27 N7 O4' _chemical_formula_weight 573.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 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 31.1616(11) _cell_length_b 10.9342(4) _cell_length_c 8.3276(3) _cell_angle_alpha 90.00 _cell_angle_beta 104.131(2) _cell_angle_gamma 90.00 _cell_volume 2751.58(17) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3301 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.385 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 0.095 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9713 _exptl_absorpt_correction_T_max 0.9981 _exptl_absorpt_process_details ; SADABS V2.10 (Sheldrick, G.M., 2003) ; _exptl_special_details ; SADABS was used to perform the Absorption correction Parameter refinement on 12999 reflections reduced R(int) from 0.1598 to 0.0483 Ratio of minimum to maximum apparent transmission: 0.738014 The given Tmin and Tmax were generated using the SHELX SIZE command ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker Nonius FR591 Rotating Anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans to fill the asymmetric unit' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18483 _diffrn_reflns_av_R_equivalents 0.0560 _diffrn_reflns_av_sigmaI/netI 0.0431 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3160 _reflns_number_gt 2422 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Hooft, R.W.W., 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, et al., 1993)' _computing_publication_material 'WINGX (Farrugia, 1998)' _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^)+(0.0427P)^2^+3.4078P] 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 SHELXL _refine_ls_extinction_coef 0.0032(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3160 _refine_ls_number_parameters 196 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0695 _refine_ls_R_factor_gt 0.0481 _refine_ls_wR_factor_ref 0.1168 _refine_ls_wR_factor_gt 0.1073 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.002 _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 0.77579(6) -0.09453(17) 0.0434(2) 0.0256(4) Uani 1 1 d . . . H1 H 0.7683 -0.0486 -0.0564 0.031 Uiso 1 1 calc R . . C2 C 0.81711(6) -0.14872(18) 0.0929(2) 0.0301(4) Uani 1 1 d . . . H2 H 0.8377 -0.1405 0.0260 0.036 Uiso 1 1 calc R . . C3 C 0.82877(6) -0.21480(17) 0.2390(2) 0.0291(4) Uani 1 1 d . . . H3 H 0.8573 -0.2510 0.2735 0.035 Uiso 1 1 calc R . . C4 C 0.79837(6) -0.22711(18) 0.3333(2) 0.0299(4) Uani 1 1 d . . . H4 H 0.8062 -0.2723 0.4337 0.036 Uiso 1 1 calc R . . C5 C 0.75647(6) -0.17491(17) 0.2849(2) 0.0272(4) Uani 1 1 d . . . H5 H 0.7358 -0.1854 0.3507 0.033 Uiso 1 1 calc R . . C6 C 0.74519(5) -0.10715(15) 0.1392(2) 0.0201(4) Uani 1 1 d . . . C7 C 0.66801(5) -0.05105(15) 0.1432(2) 0.0191(4) Uani 1 1 d . . . C8 C 0.56638(5) 0.03938(15) 0.1459(2) 0.0188(4) Uani 1 1 d . . . C9 C 0.53004(5) -0.02194(15) 0.1994(2) 0.0183(4) Uani 1 1 d . . . C10 C 0.51926(5) -0.14356(15) 0.21862(19) 0.0186(4) Uani 1 1 d . . . C11 C 0.54307(5) -0.25374(15) 0.1813(2) 0.0205(4) Uani 1 1 d . . . C12 C 0.58333(6) -0.28774(16) 0.2869(2) 0.0240(4) Uani 1 1 d . . . H12 H 0.5950 -0.2422 0.3851 0.029 Uiso 1 1 calc R . . C13 C 0.60638(6) -0.38781(17) 0.2491(2) 0.0285(4) Uani 1 1 d . . . H13 H 0.6340 -0.4098 0.3205 0.034 Uiso 1 1 calc R . . C14 C 0.58932(7) -0.45557(18) 0.1080(3) 0.0311(5) Uani 1 1 d . . . H14 H 0.6051 -0.5244 0.0830 0.037 Uiso 1 1 calc R . . C15 C 0.54923(7) -0.42336(18) 0.0029(3) 0.0327(5) Uani 1 1 d . . . H15 H 0.5376 -0.4699 -0.0944 0.039 Uiso 1 1 calc R . . C16 C 0.52587(6) -0.32304(17) 0.0395(2) 0.0269(4) Uani 1 1 d . . . H16 H 0.4982 -0.3017 -0.0321 0.032 Uiso 1 1 calc R . . N1 N 0.70354(5) -0.05089(14) 0.07688(17) 0.0219(3) Uani 1 1 d . . . H1A H 0.7004 -0.0108 -0.0169 0.026 Uiso 1 1 calc R . . N2 N 0.63062(4) 0.00073(14) 0.04207(17) 0.0211(3) Uani 1 1 d . . . H2A H 0.6321 0.0533 -0.0364 0.025 Uiso 1 1 calc R . . N3 N 0.59061(4) -0.03538(14) 0.07194(17) 0.0212(3) Uani 1 1 d . . . H3A H 0.5806 -0.1093 0.0420 0.025 Uiso 1 1 calc R . . N4 N 0.5000 0.04975(18) 0.2500 0.0182(4) Uani 1 2 d S . . H4A H 0.5000 0.1302 0.2500 0.022 Uiso 1 2 calc SR . . O1 O 0.66762(4) -0.09131(11) 0.28097(14) 0.0229(3) Uani 1 1 d . . . O2 O 0.57304(4) 0.14924(11) 0.16674(16) 0.0271(3) 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 C1 0.0220(9) 0.0261(9) 0.0304(9) 0.0030(8) 0.0096(7) 0.0008(7) C2 0.0210(9) 0.0302(10) 0.0422(11) 0.0017(9) 0.0136(8) 0.0016(8) C3 0.0189(9) 0.0255(10) 0.0408(11) -0.0014(8) 0.0035(8) 0.0046(7) C4 0.0288(10) 0.0281(10) 0.0309(10) 0.0042(8) 0.0039(8) 0.0070(8) C5 0.0248(9) 0.0306(10) 0.0274(9) 0.0028(8) 0.0090(7) 0.0035(8) C6 0.0167(8) 0.0196(9) 0.0237(8) -0.0031(7) 0.0041(7) 0.0004(7) C7 0.0176(8) 0.0191(8) 0.0209(8) -0.0043(7) 0.0053(6) -0.0023(7) C8 0.0151(8) 0.0208(9) 0.0199(8) 0.0006(7) 0.0028(6) -0.0003(7) C9 0.0138(8) 0.0224(9) 0.0187(8) -0.0007(7) 0.0039(6) 0.0013(7) C10 0.0166(8) 0.0206(8) 0.0187(8) -0.0004(7) 0.0046(6) -0.0004(7) C11 0.0210(9) 0.0180(8) 0.0260(9) 0.0008(7) 0.0125(7) -0.0014(7) C12 0.0243(9) 0.0227(9) 0.0270(9) 0.0019(7) 0.0100(7) 0.0012(7) C13 0.0255(9) 0.0276(10) 0.0353(10) 0.0075(8) 0.0129(8) 0.0069(8) C14 0.0349(11) 0.0231(9) 0.0415(11) 0.0008(9) 0.0213(9) 0.0062(8) C15 0.0368(11) 0.0279(10) 0.0360(11) -0.0085(9) 0.0139(9) 0.0003(9) C16 0.0243(9) 0.0255(9) 0.0317(10) -0.0018(8) 0.0085(8) 0.0010(8) N1 0.0186(7) 0.0282(8) 0.0202(7) 0.0040(6) 0.0076(6) 0.0029(6) N2 0.0140(7) 0.0269(8) 0.0244(7) 0.0049(6) 0.0081(6) -0.0008(6) N3 0.0150(7) 0.0235(8) 0.0270(7) -0.0023(6) 0.0088(6) -0.0044(6) N4 0.0151(9) 0.0168(10) 0.0230(10) 0.000 0.0049(8) 0.000 O1 0.0216(6) 0.0287(7) 0.0193(6) 0.0011(5) 0.0071(5) 0.0004(5) O2 0.0222(6) 0.0216(7) 0.0398(7) -0.0013(6) 0.0122(6) -0.0030(5) _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 C2 1.386(3) . ? C1 C6 1.392(2) . ? C2 C3 1.385(3) . ? C3 C4 1.377(3) . ? C4 C5 1.391(3) . ? C5 C6 1.391(2) . ? C6 N1 1.416(2) . ? C7 O1 1.231(2) . ? C7 N1 1.353(2) . ? C7 N2 1.382(2) . ? C8 O2 1.224(2) . ? C8 N3 1.358(2) . ? C8 C9 1.476(2) . ? C9 N4 1.364(2) . ? C9 C10 1.390(2) . ? C10 C10 1.421(3) 2_655 ? C10 C11 1.487(2) . ? C11 C16 1.395(2) . ? C11 C12 1.396(2) . ? C12 C13 1.387(2) . ? C13 C14 1.381(3) . ? C14 C15 1.384(3) . ? C15 C16 1.391(3) . ? N2 N3 1.3869(18) . ? N4 C9 1.364(2) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 120.25(17) . . ? C3 C2 C1 120.67(17) . . ? C4 C3 C2 118.86(17) . . ? C3 C4 C5 121.48(18) . . ? C4 C5 C6 119.37(17) . . ? C1 C6 C5 119.37(16) . . ? C1 C6 N1 116.21(15) . . ? C5 C6 N1 124.40(15) . . ? O1 C7 N1 125.18(15) . . ? O1 C7 N2 121.06(15) . . ? N1 C7 N2 113.76(14) . . ? O2 C8 N3 124.14(15) . . ? O2 C8 C9 121.26(15) . . ? N3 C8 C9 114.59(15) . . ? N4 C9 C10 108.12(14) . . ? N4 C9 C8 117.86(15) . . ? C10 C9 C8 133.95(15) . . ? C9 C10 C10 106.95(9) . 2_655 ? C9 C10 C11 127.16(14) . . ? C10 C10 C11 125.89(9) 2_655 . ? C16 C11 C12 119.30(16) . . ? C16 C11 C10 120.59(15) . . ? C12 C11 C10 120.10(15) . . ? C13 C12 C11 120.17(17) . . ? C14 C13 C12 120.23(18) . . ? C13 C14 C15 120.12(17) . . ? C14 C15 C16 120.12(18) . . ? C15 C16 C11 120.03(17) . . ? C7 N1 C6 128.19(14) . . ? C7 N2 N3 115.80(14) . . ? C8 N3 N2 122.25(14) . . ? C9 N4 C9 109.8(2) 2_655 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A O1 0.88 2.07 2.8975(19) 156.5 6 N2 H2A O1 0.88 2.13 2.8744(18) 142.0 6 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.532 _refine_diff_density_min -0.516 _refine_diff_density_rms 0.053 #===END