# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 _journal_year ? _journal_volume ? _journal_page_first ? _publ_requested_category FO _publ_contact_author_email elies@icmab.es _publ_contact_author_name 'Elies Molins' loop_ _publ_author_name 'Mercedes Amat' 'Carlos Arroniz' 'Elies Molins' 'Carmen Escolano' 'Joan Bosch' data_jb61 _database_code_depnum_ccdc_archive 'CCDC 798251' #TrackingRef 'archive_jb61.cif' _audit_creation_date 2007-03-12T17:43:29-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C31 H31 N3 O4' _chemical_formula_sum 'C62 H64 N6 O9' _chemical_formula_weight 1037.19 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration syn #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 9.102(2) _cell_length_b 18.341(5) _cell_length_c 32.012(8) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 5344(2) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 20 _cell_measurement_theta_max 22 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.22 _exptl_crystal_density_diffrn 1.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2200 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; (See: Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166) ; _exptl_absorpt_correction_T_min 0.302 _exptl_absorpt_correction_T_max 0.742 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 -0.023664 _diffrn_orient_matrix_ub_12 -0.025978 _diffrn_orient_matrix_ub_13 -0.026683 _diffrn_orient_matrix_ub_21 0.072646 _diffrn_orient_matrix_ub_22 -0.038856 _diffrn_orient_matrix_ub_23 0.007111 _diffrn_orient_matrix_ub_31 -0.078954 _diffrn_orient_matrix_ub_32 -0.028108 _diffrn_orient_matrix_ub_33 0.014608 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega/2theta scans' _diffrn_standards_number 3 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 0 _diffrn_standards_decay_corr_max 1 _diffrn_standards_decay_corr_min 1 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 -11 5 0 -1 18 5 -4 -8 _diffrn_reflns_av_unetI/netI 0.0985 _diffrn_reflns_number 5627 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 25.72 _diffrn_reflns_theta_full 25.72 _diffrn_measured_fraction_theta_full 0.99 _diffrn_measured_fraction_theta_max 0.99 _reflns_number_total 5627 _reflns_number_gt 2603 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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 calcd _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.009(2) _refine_ls_number_reflns 5627 _refine_ls_number_parameters 701 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.2333 _refine_ls_R_factor_gt 0.1037 _refine_ls_wR_factor_ref 0.3356 _refine_ls_wR_factor_gt 0.2595 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 1.124 _refine_ls_shift/su_mean 0.026 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 2(4) _refine_diff_density_max 0.536 _refine_diff_density_min -0.648 _refine_diff_density_rms 0.138 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C2 C 0.3931(11) 0.5493(5) 0.8203(3) 0.052(2) Uani 1 1 d . . . C2A C 0.8164(11) 0.4858(5) 1.0671(3) 0.056(2) Uani 1 1 d . . . C3 C 0.5336(11) 0.5217(6) 0.8296(3) 0.061(3) Uani 1 1 d . . . H3 H 0.5797 0.5338 0.8546 0.074 Uiso 1 1 calc R . . C3A C 0.9682(12) 0.4884(7) 1.0692(4) 0.086(4) Uani 1 1 d . . . H3A H 1.017 0.476 1.0938 0.104 Uiso 1 1 calc R . . C4 C 0.6012(12) 0.4773(6) 0.8018(3) 0.067(3) Uani 1 1 d . . . H4 H 0.6972 0.4619 0.8063 0.08 Uiso 1 1 calc R . . C4A C 1.0463(13) 0.5100(9) 1.0340(5) 0.107(5) Uani 1 1 d . . . H4A H 1.1468 0.5187 1.0357 0.129 Uiso 1 1 calc R . . C5 C 0.5242(11) 0.4549(7) 0.7661(3) 0.068(3) Uani 1 1 d . . . H5 H 0.5657 0.4234 0.7466 0.082 Uiso 1 1 calc R . . C5A C 0.9737(13) 0.5182(8) 0.9970(5) 0.091(4) Uani 1 1 d . . . H5A H 1.0254 0.5288 0.9727 0.109 Uiso 1 1 calc R . . C6 C 0.3832(10) 0.4820(5) 0.7612(3) 0.048(2) Uani 1 1 d . . . C6A C 0.8210(10) 0.5107(5) 0.9959(3) 0.055(2) Uani 1 1 d . . . C21 C 0.3151(13) 0.6027(5) 0.8484(3) 0.060(3) Uani 1 1 d . . . C21A C 0.7219(11) 0.4691(5) 1.1042(3) 0.061(3) Uani 1 1 d . . . C22 C 0.1949(16) 0.5697(6) 0.8747(3) 0.086(4) Uani 1 1 d . . . H22A H 0.1715 0.6024 0.8975 0.104 Uiso 1 1 calc R . . H22B H 0.2289 0.524 0.8865 0.104 Uiso 1 1 calc R . . C22A C 0.6707(14) 0.3960(6) 1.1056(4) 0.079(3) Uani 1 1 d . . . H22C H 0.6306 0.3861 1.1331 0.095 Uiso 1 1 calc R . . H22D H 0.7527 0.3632 1.1011 0.095 Uiso 1 1 calc R . . C23 C 0.0577(14) 0.5561(9) 0.8488(4) 0.093(4) Uani 1 1 d . . . H23A H 0.081 0.5229 0.8262 0.111 Uiso 1 1 calc R . . H23B H -0.0164 0.5331 0.8662 0.111 Uiso 1 1 calc R . . C23A C 0.5534(14) 0.3816(7) 1.0728(4) 0.079(3) Uani 1 1 d . . . H23C H 0.5947 0.3883 1.0451 0.095 Uiso 1 1 calc R . . H23D H 0.5197 0.3315 1.0751 0.095 Uiso 1 1 calc R . . C24 C -0.0007(15) 0.6230(8) 0.8318(4) 0.091(4) Uani 1 1 d . . . H24A H -0.0581 0.647 0.8533 0.109 Uiso 1 1 calc R . . H24B H -0.0671 0.6108 0.8092 0.109 Uiso 1 1 calc R . . C24A C 0.4246(12) 0.4330(6) 1.0788(4) 0.066(3) Uani 1 1 d . . . H24C H 0.3723 0.4363 1.0525 0.08 Uiso 1 1 calc R . . H24D H 0.3582 0.4112 1.0989 0.08 Uiso 1 1 calc R . . C25 C 0.1104(15) 0.6761(8) 0.8157(4) 0.082(4) Uani 1 1 d . . . C25A C 0.4569(12) 0.5059(7) 1.0925(3) 0.062(3) Uani 1 1 d . . . C27 C 0.3714(13) 0.7167(6) 0.8142(3) 0.070(3) Uani 1 1 d . . . H27 H 0.3325 0.7655 0.8198 0.084 Uiso 1 1 calc R . . C27A C 0.6343(12) 0.5910(6) 1.1261(3) 0.066(3) Uani 1 1 d . . . H27A H 0.5577 0.6017 1.1467 0.08 Uiso 1 1 calc R . . C28 C 0.4818(16) 0.6966(7) 0.8486(4) 0.091(4) Uani 1 1 d . . . H28A H 0.5724 0.6791 0.8362 0.11 Uiso 1 1 calc R . . H28B H 0.5041 0.7392 0.8654 0.11 Uiso 1 1 calc R . . C28A C 0.7724(15) 0.5645(7) 1.1507(4) 0.086(4) Uani 1 1 d . . . H28C H 0.8584 0.5918 1.142 0.103 Uiso 1 1 calc R . . H28D H 0.7582 0.5722 1.1804 0.103 Uiso 1 1 calc R . . C30 C 0.4248(13) 0.7136(6) 0.7693(4) 0.076(3) Uani 1 1 d . . . C30A C 0.6469(14) 0.6567(7) 1.0979(4) 0.073(3) Uani 1 1 d . . . C31 C 0.3623(14) 0.7647(6) 0.7418(3) 0.078(3) Uani 1 1 d . . . H31 H 0.2952 0.7993 0.7511 0.093 Uiso 1 1 calc R . . C31A C 0.5318(17) 0.7015(7) 1.0936(5) 0.090(4) Uani 1 1 d . . . H31A H 0.4462 0.6938 1.1089 0.108 Uiso 1 1 calc R . . C32 C 0.4054(16) 0.7613(10) 0.6995(5) 0.111(5) Uani 1 1 d . . . H32 H 0.3645 0.7935 0.6803 0.133 Uiso 1 1 calc R . . C32A C 0.543(3) 0.7615(9) 1.0650(7) 0.132(7) Uani 1 1 d . . . H32A H 0.4629 0.7926 1.0623 0.159 Uiso 1 1 calc R . . C33 C 0.5117(19) 0.7088(9) 0.6859(5) 0.106(5) Uani 1 1 d . . . H33 H 0.5368 0.7063 0.6578 0.128 Uiso 1 1 calc R . . C33A C 0.665(3) 0.7754(10) 1.0416(6) 0.124(6) Uani 1 1 d . . . H33A H 0.6722 0.8147 1.0233 0.149 Uiso 1 1 calc R . . C34 C 0.5756(16) 0.6630(7) 0.7133(5) 0.098(4) Uani 1 1 d . . . H34 H 0.6488 0.6313 0.7043 0.118 Uiso 1 1 calc R . . C34A C 0.779(2) 0.7254(8) 1.0474(5) 0.110(5) Uani 1 1 d . . . H34A H 0.8623 0.7299 1.031 0.132 Uiso 1 1 calc R . . C35 C 0.5324(14) 0.6632(6) 0.7549(4) 0.078(3) Uani 1 1 d . . . H35 H 0.5741 0.6301 0.7735 0.093 Uiso 1 1 calc R . . C35A C 0.7737(17) 0.6711(7) 1.0755(4) 0.086(4) Uani 1 1 d . . . H35A H 0.8568 0.6427 1.08 0.103 Uiso 1 1 calc R . . C61 C 0.2837(11) 0.4548(6) 0.7254(3) 0.063(3) Uani 1 1 d . . . C61A C 0.7315(11) 0.5213(6) 0.9567(3) 0.060(3) Uani 1 1 d . . . C62 C 0.2732(14) 0.5104(7) 0.6912(3) 0.078(3) Uani 1 1 d . . . H62A H 0.2323 0.4879 0.6664 0.093 Uiso 1 1 calc R . . H62B H 0.3706 0.5282 0.6845 0.093 Uiso 1 1 calc R . . C62A C 0.6667(13) 0.5975(6) 0.9551(3) 0.069(3) Uani 1 1 d . . . H62C H 0.6318 0.6074 0.9271 0.083 Uiso 1 1 calc R . . H62D H 0.7424 0.6328 0.9618 0.083 Uiso 1 1 calc R . . C63 C 0.1765(16) 0.5735(6) 0.7047(3) 0.085(4) Uani 1 1 d . . . H63A H 0.1693 0.6081 0.6818 0.102 Uiso 1 1 calc R . . H63B H 0.2227 0.5983 0.728 0.102 Uiso 1 1 calc R . . C63A C 0.5386(12) 0.6053(6) 0.9863(3) 0.068(3) Uani 1 1 d . . . H63C H 0.5741 0.5971 1.0145 0.082 Uiso 1 1 calc R . . H63D H 0.4994 0.6544 0.9849 0.082 Uiso 1 1 calc R . . C64 C 0.0217(14) 0.5502(6) 0.7176(4) 0.081(4) Uani 1 1 d . . . H64A H -0.0173 0.586 0.7368 0.097 Uiso 1 1 calc R . . H64B H -0.0405 0.5502 0.6929 0.097 Uiso 1 1 calc R . . C64A C 0.4236(12) 0.5532(5) 0.9767(4) 0.068(3) Uani 1 1 d . . . H64C H 0.3593 0.5751 0.956 0.082 Uiso 1 1 calc R . . H64D H 0.3657 0.5459 1.0018 0.082 Uiso 1 1 calc R . . C65 C 0.0130(15) 0.4783(7) 0.7372(4) 0.079(3) Uani 1 1 d . . . C65A C 0.4705(13) 0.4777(6) 0.9603(3) 0.061(3) Uani 1 1 d . . . C67 C 0.1294(12) 0.3570(6) 0.7523(4) 0.068(3) Uani 1 1 d . . . H67 H 0.0481 0.3349 0.7368 0.082 Uiso 1 1 calc R . . C67A C 0.6678(14) 0.4035(6) 0.9271(3) 0.071(3) Uani 1 1 d . . . H67A H 0.6074 0.4014 0.9018 0.085 Uiso 1 1 calc R . . C68 C 0.2727(14) 0.3297(6) 0.7337(4) 0.080(3) Uani 1 1 d . . . H68A H 0.3413 0.317 0.7557 0.097 Uiso 1 1 calc R . . H68B H 0.2551 0.2868 0.7167 0.097 Uiso 1 1 calc R . . C68A C 0.8187(17) 0.4340(8) 0.9151(4) 0.101(5) Uani 1 1 d . . . H68C H 0.8941 0.4129 0.9328 0.121 Uiso 1 1 calc R . . H68D H 0.841 0.4218 0.8863 0.121 Uiso 1 1 calc R . . C70 C 0.1101(12) 0.3388(6) 0.7979(3) 0.065(3) Uani 1 1 d . . . C70A C 0.6669(14) 0.3330(6) 0.9458(3) 0.069(3) Uani 1 1 d . . . C71 C -0.0004(14) 0.2947(7) 0.8095(4) 0.084(4) Uani 1 1 d . . . H71 H -0.0641 0.2764 0.7893 0.101 Uiso 1 1 calc R . . C71A C 0.5883(16) 0.2756(7) 0.9288(4) 0.096(4) Uani 1 1 d . . . H71A H 0.5298 0.2842 0.9055 0.115 Uiso 1 1 calc R . . C72 C -0.0203(17) 0.2765(10) 0.8504(6) 0.125(6) Uani 1 1 d . . . H72 H -0.0948 0.2442 0.8577 0.15 Uiso 1 1 calc R . . C72A C 0.5933(17) 0.2070(7) 0.9450(6) 0.101(5) Uani 1 1 d . . . H72A H 0.5398 0.1695 0.9327 0.121 Uiso 1 1 calc R . . C73 C 0.0692(17) 0.3055(7) 0.8811(5) 0.092(4) Uani 1 1 d . . . H73 H 0.0512 0.2958 0.9092 0.11 Uiso 1 1 calc R . . C73A C 0.6743(16) 0.1944(7) 0.9780(5) 0.091(4) Uani 1 1 d . . . H73A H 0.6754 0.1473 0.9887 0.11 Uiso 1 1 calc R . . C74 C 0.1817(15) 0.3475(6) 0.8697(4) 0.083(4) Uani 1 1 d . . . H74 H 0.2485 0.3637 0.8897 0.099 Uiso 1 1 calc R . . C74A C 0.7548(16) 0.2445(9) 0.9969(5) 0.093(4) Uani 1 1 d . . . H74A H 0.8117 0.2335 1.0203 0.111 Uiso 1 1 calc R . . C75 C 0.1993(15) 0.3670(7) 0.8287(4) 0.084(4) Uani 1 1 d . . . H75 H 0.2729 0.3998 0.8215 0.101 Uiso 1 1 calc R . . C75A C 0.7500(15) 0.3137(7) 0.9804(4) 0.089(4) Uani 1 1 d . . . H75A H 0.8059 0.3498 0.9932 0.106 Uiso 1 1 calc R . . N1 N 0.3182(8) 0.5265(4) 0.7870(2) 0.0479(18) Uani 1 1 d . . . N1A N 0.7452(8) 0.4957(4) 1.0306(2) 0.0501(19) Uani 1 1 d . . . N26 N 0.2553(10) 0.6625(4) 0.8224(2) 0.057(2) Uani 1 1 d . . . N26A N 0.5932(9) 0.5220(4) 1.1052(2) 0.056(2) Uani 1 1 d . . . N66 N 0.1361(9) 0.4354(5) 0.7412(3) 0.060(2) Uani 1 1 d . . . N66A N 0.6144(10) 0.4665(4) 0.9533(2) 0.056(2) Uani 1 1 d . . . O1W O 0.1353(13) 0.6498(10) 1.1200(4) 0.160(5) Uani 1 1 d D . . H1W H 0.189(16) 0.667(12) 1.143(3) 0.2 Uiso 1 1 d D . . H2W H 0.195(14) 0.632(13) 1.099(4) 0.2 Uiso 1 1 d D . . O25 O 0.0776(11) 0.7358(7) 0.7984(3) 0.128(4) Uani 1 1 d . . . O25A O 0.3587(8) 0.5516(5) 1.0932(3) 0.083(2) Uani 1 1 d . . . O29 O 0.4182(10) 0.6412(4) 0.8740(2) 0.078(2) Uani 1 1 d . . . O29A O 0.7931(10) 0.4882(5) 1.1424(2) 0.091(3) Uani 1 1 d . . . O65 O -0.1067(10) 0.4504(7) 0.7479(3) 0.112(3) Uani 1 1 d . . . O65A O 0.3771(10) 0.4306(5) 0.9522(3) 0.092(3) Uani 1 1 d . . . O69 O 0.3324(8) 0.3881(4) 0.7082(2) 0.071(2) Uani 1 1 d . . . O69A O 0.8158(10) 0.5109(4) 0.9203(2) 0.085(2) 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 C2 0.057(6) 0.048(5) 0.050(5) 0.003(4) -0.001(5) 0.007(5) C2A 0.042(6) 0.054(6) 0.072(7) 0.003(5) -0.005(5) -0.001(5) C3 0.055(6) 0.066(6) 0.063(6) 0.007(5) -0.018(5) 0.001(6) C3A 0.043(7) 0.115(10) 0.102(9) 0.014(8) -0.018(6) 0.018(7) C4 0.048(6) 0.080(7) 0.072(7) -0.017(6) -0.004(6) 0.011(6) C4A 0.027(6) 0.172(15) 0.123(12) 0.002(11) -0.005(7) 0.004(8) C5 0.049(6) 0.093(8) 0.061(7) 0.003(6) 0.010(5) 0.009(6) C5A 0.053(7) 0.110(10) 0.109(11) -0.012(8) 0.034(7) -0.016(7) C6 0.048(5) 0.049(5) 0.046(5) 0.002(4) 0.001(4) 0.001(5) C6A 0.034(5) 0.061(6) 0.070(6) 0.005(5) 0.012(5) 0.003(5) C21 0.081(7) 0.052(5) 0.048(5) -0.004(5) -0.004(6) 0.013(6) C21A 0.052(6) 0.062(6) 0.067(6) 0.008(5) -0.006(5) -0.001(5) C22 0.145(12) 0.067(7) 0.047(6) -0.003(5) 0.034(8) 0.006(8) C22A 0.075(8) 0.087(8) 0.074(7) 0.017(6) 0.005(7) 0.004(7) C23 0.077(9) 0.126(12) 0.075(8) 0.003(8) 0.040(7) -0.013(9) C23A 0.086(9) 0.083(8) 0.066(7) 0.009(6) -0.002(6) -0.033(7) C24 0.076(9) 0.115(11) 0.082(8) 0.006(8) 0.017(7) -0.001(9) C24A 0.058(6) 0.060(6) 0.081(7) 0.002(5) -0.008(6) -0.008(6) C25 0.083(9) 0.104(10) 0.058(7) 0.000(7) 0.003(7) 0.024(8) C25A 0.047(7) 0.093(8) 0.047(6) 0.001(5) -0.003(5) -0.010(6) C27 0.081(8) 0.061(6) 0.068(7) -0.015(5) 0.004(6) 0.000(6) C27A 0.070(7) 0.066(7) 0.063(6) -0.010(5) -0.011(6) -0.001(6) C28 0.100(10) 0.086(9) 0.088(9) -0.002(7) -0.026(8) -0.020(8) C28A 0.094(10) 0.091(9) 0.072(7) -0.010(6) -0.026(7) 0.006(8) C30 0.068(8) 0.076(7) 0.083(8) 0.003(6) -0.002(7) -0.018(7) C30A 0.067(8) 0.081(8) 0.072(7) -0.018(6) -0.013(6) 0.001(7) C31 0.078(8) 0.083(8) 0.072(7) 0.019(6) -0.007(6) -0.025(7) C31A 0.096(10) 0.059(7) 0.116(11) -0.013(7) -0.008(8) 0.013(8) C32 0.073(9) 0.152(14) 0.108(12) 0.060(10) -0.003(9) -0.025(11) C32A 0.144(17) 0.081(11) 0.173(19) -0.037(12) -0.076(15) 0.034(12) C33 0.100(11) 0.121(12) 0.098(10) 0.025(10) 0.009(10) -0.031(11) C33A 0.150(17) 0.079(10) 0.144(16) -0.029(10) -0.042(15) -0.014(13) C34 0.092(10) 0.085(8) 0.118(11) -0.001(8) 0.037(9) -0.011(8) C34A 0.139(14) 0.080(9) 0.111(11) -0.009(9) 0.013(10) -0.050(11) C35 0.080(8) 0.066(7) 0.088(8) 0.008(6) 0.017(7) -0.009(7) C35A 0.104(10) 0.068(7) 0.086(8) -0.001(7) -0.010(8) -0.015(8) C61 0.065(7) 0.077(7) 0.047(6) -0.004(5) 0.005(5) 0.010(6) C61A 0.057(6) 0.074(7) 0.050(6) 0.000(5) 0.015(5) -0.018(6) C62 0.078(8) 0.094(8) 0.061(6) -0.004(6) -0.012(6) 0.000(7) C62A 0.078(8) 0.069(7) 0.061(6) 0.011(5) -0.015(6) -0.014(6) C63 0.121(11) 0.074(7) 0.060(6) 0.017(6) -0.024(7) 0.003(8) C63A 0.072(7) 0.063(6) 0.068(6) 0.007(5) -0.014(6) 0.009(6) C64 0.088(9) 0.067(7) 0.088(8) 0.002(6) -0.025(7) 0.023(7) C64A 0.064(7) 0.055(6) 0.085(7) -0.008(5) -0.005(6) -0.003(6) C65 0.067(8) 0.095(9) 0.076(8) 0.001(7) -0.020(7) 0.010(7) C65A 0.067(8) 0.056(6) 0.059(6) 0.000(5) -0.008(5) -0.010(6) C67 0.052(7) 0.069(7) 0.083(8) -0.011(6) -0.015(6) -0.004(5) C67A 0.085(8) 0.074(7) 0.053(6) 0.002(5) 0.012(6) -0.004(6) C68 0.087(9) 0.068(7) 0.087(8) -0.010(6) -0.003(7) 0.004(7) C68A 0.112(11) 0.122(12) 0.068(8) -0.017(7) 0.039(8) 0.000(10) C70 0.054(6) 0.060(6) 0.081(7) -0.005(5) -0.010(6) 0.006(6) C70A 0.075(7) 0.082(7) 0.050(6) -0.008(5) 0.001(6) 0.006(7) C71 0.076(8) 0.080(8) 0.096(9) 0.029(7) -0.016(7) -0.025(7) C71A 0.097(10) 0.090(9) 0.100(9) -0.011(8) -0.023(8) -0.024(8) C72 0.083(10) 0.143(14) 0.148(15) 0.052(12) -0.005(10) -0.050(11) C72A 0.098(11) 0.052(7) 0.154(13) -0.012(8) -0.013(11) -0.012(7) C73 0.104(11) 0.066(7) 0.105(10) 0.018(7) 0.014(9) 0.014(8) C73A 0.085(9) 0.051(7) 0.139(12) 0.000(8) 0.030(10) 0.009(7) C74 0.099(9) 0.066(7) 0.083(8) 0.013(6) -0.013(8) -0.025(7) C74A 0.106(11) 0.086(9) 0.086(8) 0.006(7) -0.003(8) 0.013(9) C75 0.084(9) 0.090(8) 0.078(8) -0.003(7) -0.014(7) -0.020(8) C75A 0.094(9) 0.079(8) 0.093(9) -0.013(7) 0.004(8) -0.009(8) N1 0.047(4) 0.050(4) 0.047(4) 0.005(4) 0.001(4) 0.000(4) N1A 0.039(4) 0.060(4) 0.051(5) -0.003(3) -0.005(4) 0.002(4) N26 0.070(6) 0.047(4) 0.053(5) 0.003(4) 0.002(4) 0.009(4) N26A 0.053(5) 0.067(5) 0.050(4) -0.005(4) -0.002(4) 0.004(4) N66 0.051(5) 0.064(5) 0.066(5) -0.006(4) -0.008(4) 0.000(4) N66A 0.066(6) 0.045(4) 0.057(5) -0.009(4) 0.013(4) -0.010(4) O1W 0.132(9) 0.199(13) 0.149(11) -0.025(11) -0.013(8) 0.061(10) O25 0.100(7) 0.173(10) 0.111(8) 0.053(7) 0.009(6) 0.058(8) O25A 0.051(4) 0.089(6) 0.108(6) -0.015(5) 0.000(4) 0.009(5) O29 0.109(6) 0.068(4) 0.056(4) -0.015(4) -0.017(4) 0.006(5) O29A 0.085(6) 0.132(8) 0.057(4) 0.016(4) -0.028(4) 0.000(6) O65 0.054(5) 0.167(10) 0.114(7) 0.022(7) -0.002(5) 0.010(6) O65A 0.078(6) 0.100(6) 0.097(6) -0.014(5) -0.017(5) -0.028(5) O69 0.069(5) 0.079(5) 0.065(4) -0.025(4) 0.009(4) 0.011(4) O69A 0.107(6) 0.075(5) 0.071(5) -0.008(4) 0.038(5) -0.020(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 C2 N1 1.335(12) . ? C2 C3 1.407(14) . ? C2 C21 1.506(13) . ? C2A N1A 1.347(12) . ? C2A C3A 1.384(15) . ? C2A C21A 1.499(14) . ? C3 C4 1.353(14) . ? C3A C4A 1.390(19) . ? C4 C5 1.403(14) . ? C4A C5A 1.367(19) . ? C5 C6 1.385(14) . ? C5A C6A 1.397(15) . ? C6 N1 1.303(11) . ? C6 C61 1.542(14) . ? C6A N1A 1.338(12) . ? C6A C61A 1.507(14) . ? C21 O29 1.432(13) . ? C21 N26 1.480(12) . ? C21 C22 1.508(16) . ? C21A C22A 1.419(15) . ? C21A O29A 1.427(13) . ? C21A N26A 1.522(13) . ? C22 C23 1.519(18) . ? C22A C23A 1.520(16) . ? C23 C24 1.445(19) . ? C23A C24A 1.517(16) . ? C24 C25 1.495(18) . ? C24A C25A 1.438(15) . ? C25 O25 1.265(15) . ? C25 N26 1.358(15) . ? C25A O25A 1.224(13) . ? C25A N26A 1.338(13) . ? C27 N26 1.474(13) . ? C27 C30 1.517(16) . ? C27 C28 1.536(17) . ? C27A N26A 1.479(13) . ? C27A C30A 1.509(16) . ? C27A C28A 1.562(16) . ? C28 O29 1.423(14) . ? C28A O29A 1.436(14) . ? C30 C31 1.407(16) . ? C30 C35 1.424(16) . ? C30A C31A 1.337(17) . ? C30A C35A 1.384(17) . ? C31 C32 1.411(19) . ? C31A C32A 1.44(2) . ? C32 C33 1.43(2) . ? C32A C33A 1.37(3) . ? C33 C34 1.346(19) . ? C33A C34A 1.39(2) . ? C34 C35 1.390(18) . ? C34A C35A 1.343(19) . ? C61 O69 1.414(12) . ? C61 N66 1.479(13) . ? C61 C62 1.498(15) . ? C61A O69A 1.410(12) . ? C61A N66A 1.469(13) . ? C61A C62A 1.517(15) . ? C62 C63 1.518(16) . ? C62A C63A 1.541(16) . ? C63 C64 1.529(18) . ? C63A C64A 1.451(14) . ? C64 C65 1.461(17) . ? C64A C65A 1.541(15) . ? C65 O65 1.252(16) . ? C65 N66 1.376(15) . ? C65A O65A 1.240(12) . ? C65A N66A 1.345(14) . ? C67 N66 1.482(13) . ? C67 C70 1.508(15) . ? C67 C68 1.520(16) . ? C67A C70A 1.423(15) . ? C67A N66A 1.509(13) . ? C67A C68A 1.532(19) . ? C68 O69 1.452(13) . ? C68A O69A 1.421(15) . ? C70 C71 1.342(15) . ? C70 C75 1.376(15) . ? C70A C75A 1.387(17) . ? C70A C71A 1.385(17) . ? C71 C72 1.36(2) . ? C71A C72A 1.360(18) . ? C72 C73 1.38(2) . ? C72A C73A 1.308(19) . ? C73 C74 1.333(18) . ? C73A C74A 1.32(2) . ? C74 C75 1.370(16) . ? C74A C75A 1.38(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C2 C3 121.3(9) . . ? N1 C2 C21 116.1(8) . . ? C3 C2 C21 122.5(9) . . ? N1A C2A C3A 121.3(11) . . ? N1A C2A C21A 116.0(8) . . ? C3A C2A C21A 122.7(11) . . ? C4 C3 C2 119.4(10) . . ? C2A C3A C4A 118.7(12) . . ? C3 C4 C5 119.0(10) . . ? C5A C4A C3A 119.2(11) . . ? C6 C5 C4 116.7(10) . . ? C4A C5A C6A 119.5(12) . . ? N1 C6 C5 125.0(9) . . ? N1 C6 C61 113.9(8) . . ? C5 C6 C61 120.8(9) . . ? N1A C6A C5A 120.9(11) . . ? N1A C6A C61A 116.1(8) . . ? C5A C6A C61A 123.0(11) . . ? O29 C21 N26 101.4(7) . . ? O29 C21 C2 110.6(9) . . ? N26 C21 C2 108.8(8) . . ? O29 C21 C22 110.7(9) . . ? N26 C21 C22 110.1(10) . . ? C2 C21 C22 114.4(9) . . ? C22A C21A O29A 110.8(9) . . ? C22A C21A C2A 114.0(9) . . ? O29A C21A C2A 111.6(8) . . ? C22A C21A N26A 110.4(9) . . ? O29A C21A N26A 100.0(8) . . ? C2A C21A N26A 109.2(8) . . ? C21 C22 C23 111.1(9) . . ? C21A C22A C23A 112.0(10) . . ? C24 C23 C22 111.6(12) . . ? C24A C23A C22A 110.3(9) . . ? C23 C24 C25 115.7(12) . . ? C25A C24A C23A 117.4(9) . . ? O25 C25 N26 117.2(13) . . ? O25 C25 C24 123.7(13) . . ? N26 C25 C24 119.0(12) . . ? O25A C25A N26A 121.4(10) . . ? O25A C25A C24A 119.5(9) . . ? N26A C25A C24A 119.1(11) . . ? N26 C27 C30 111.9(9) . . ? N26 C27 C28 100.3(9) . . ? C30 C27 C28 117.4(11) . . ? N26A C27A C30A 115.7(8) . . ? N26A C27A C28A 99.5(8) . . ? C30A C27A C28A 119.3(10) . . ? O29 C28 C27 108.3(10) . . ? O29A C28A C27A 108.3(9) . . ? C31 C30 C35 120.5(12) . . ? C31 C30 C27 116.0(11) . . ? C35 C30 C27 123.5(11) . . ? C31A C30A C35A 118.9(12) . . ? C31A C30A C27A 119.5(12) . . ? C35A C30A C27A 121.6(11) . . ? C30 C31 C32 117.3(14) . . ? C30A C31A C32A 118.7(16) . . ? C31 C32 C33 120.7(14) . . ? C33A C32A C31A 123.5(17) . . ? C34 C33 C32 120.8(15) . . ? C32A C33A C34A 113.9(18) . . ? C33 C34 C35 120.1(14) . . ? C35A C34A C33A 123.6(17) . . ? C34 C35 C30 120.5(12) . . ? C34A C35A C30A 121.1(15) . . ? O69 C61 N66 102.1(8) . . ? O69 C61 C62 108.8(8) . . ? N66 C61 C62 110.8(9) . . ? O69 C61 C6 112.7(8) . . ? N66 C61 C6 111.0(7) . . ? C62 C61 C6 111.1(9) . . ? O69A C61A N66A 103.9(8) . . ? O69A C61A C6A 112.2(9) . . ? N66A C61A C6A 111.5(8) . . ? O69A C61A C62A 107.9(8) . . ? N66A C61A C62A 110.2(9) . . ? C6A C61A C62A 110.9(8) . . ? C61 C62 C63 110.4(9) . . ? C61A C62A C63A 111.0(8) . . ? C62 C63 C64 113.3(10) . . ? C64A C63A C62A 110.3(9) . . ? C65 C64 C63 114.8(10) . . ? C63A C64A C65A 117.6(9) . . ? O65 C65 N66 116.6(11) . . ? O65 C65 C64 122.4(12) . . ? N66 C65 C64 120.8(12) . . ? O65A C65A N66A 121.8(10) . . ? O65A C65A C64A 120.5(10) . . ? N66A C65A C64A 117.6(9) . . ? N66 C67 C70 116.9(9) . . ? N66 C67 C68 101.0(9) . . ? C70 C67 C68 114.0(10) . . ? C70A C67A N66A 117.5(8) . . ? C70A C67A C68A 116.2(11) . . ? N66A C67A C68A 98.5(9) . . ? O69 C68 C67 107.4(9) . . ? O69A C68A C67A 108.5(11) . . ? C71 C70 C75 118.2(11) . . ? C71 C70 C67 119.1(10) . . ? C75 C70 C67 122.7(10) . . ? C75A C70A C71A 113.6(12) . . ? C75A C70A C67A 124.4(11) . . ? C71A C70A C67A 122.0(11) . . ? C70 C71 C72 120.7(13) . . ? C72A C71A C70A 122.5(13) . . ? C71 C72 C73 120.7(13) . . ? C73A C72A C71A 119.3(13) . . ? C74 C73 C72 118.7(13) . . ? C72A C73A C74A 124.0(13) . . ? C73 C74 C75 120.2(13) . . ? C73A C74A C75A 116.5(14) . . ? C74 C75 C70 121.2(12) . . ? C74A C75A C70A 124.1(13) . . ? C6 N1 C2 118.1(8) . . ? C6A N1A C2A 120.0(8) . . ? C25 N26 C27 123.0(9) . . ? C25 N26 C21 125.5(10) . . ? C27 N26 C21 109.6(8) . . ? C25A N26A C27A 124.0(9) . . ? C25A N26A C21A 124.6(9) . . ? C27A N26A C21A 111.1(8) . . ? C65 N66 C61 124.7(9) . . ? C65 N66 C67 123.0(10) . . ? C61 N66 C67 110.7(8) . . ? C65A N66A C61A 126.2(9) . . ? C65A N66A C67A 121.6(9) . . ? C61A N66A C67A 109.4(8) . . ? C28 O29 C21 106.9(8) . . ? C21A O29A C28A 109.9(8) . . ? C61 O69 C68 107.6(7) . . ? C61A O69A C68A 103.9(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 C4 7.4(14) . . . . ? C21 C2 C3 C4 -176.0(10) . . . . ? N1A C2A C3A C4A 7(2) . . . . ? C21A C2A C3A C4A -175.0(12) . . . . ? C2 C3 C4 C5 -5.5(16) . . . . ? C2A C3A C4A C5A -9(2) . . . . ? C3 C4 C5 C6 1.8(16) . . . . ? C3A C4A C5A C6A 5(2) . . . . ? C4 C5 C6 N1 0.3(15) . . . . ? C4 C5 C6 C61 -173.8(9) . . . . ? C4A C5A C6A N1A 0(2) . . . . ? C4A C5A C6A C61A 177.9(12) . . . . ? N1 C2 C21 O29 -160.5(8) . . . . ? C3 C2 C21 O29 22.7(13) . . . . ? N1 C2 C21 N26 -50.0(12) . . . . ? C3 C2 C21 N26 133.2(10) . . . . ? N1 C2 C21 C22 73.6(12) . . . . ? C3 C2 C21 C22 -103.2(12) . . . . ? N1A C2A C21A C22A 77.2(12) . . . . ? C3A C2A C21A C22A -100.5(13) . . . . ? N1A C2A C21A O29A -156.3(9) . . . . ? C3A C2A C21A O29A 26.0(15) . . . . ? N1A C2A C21A N26A -46.7(11) . . . . ? C3A C2A C21A N26A 135.6(11) . . . . ? O29 C21 C22 C23 157.2(9) . . . . ? N26 C21 C22 C23 45.9(13) . . . . ? C2 C21 C22 C23 -76.9(13) . . . . ? O29A C21A C22A C23A 161.0(9) . . . . ? C2A C21A C22A C23A -72.1(12) . . . . ? N26A C21A C22A C23A 51.2(12) . . . . ? C21 C22 C23 C24 -61.3(13) . . . . ? C21A C22A C23A C24A -58.1(12) . . . . ? C22 C23 C24 C25 40.6(15) . . . . ? C22A C23A C24A C25A 35.7(13) . . . . ? C23 C24 C25 O25 177.1(12) . . . . ? C23 C24 C25 N26 -7.6(18) . . . . ? C23A C24A C25A O25A 171.8(10) . . . . ? C23A C24A C25A N26A -9.8(15) . . . . ? N26 C27 C28 O29 -4.8(12) . . . . ? C30 C27 C28 O29 -126.3(11) . . . . ? N26A C27A C28A O29A -0.6(12) . . . . ? C30A C27A C28A O29A -127.4(11) . . . . ? N26 C27 C30 C31 97.4(11) . . . . ? C28 C27 C30 C31 -147.4(11) . . . . ? N26 C27 C30 C35 -83.2(13) . . . . ? C28 C27 C30 C35 32.1(16) . . . . ? N26A C27A C30A C31A 94.9(13) . . . . ? C28A C27A C30A C31A -146.4(11) . . . . ? N26A C27A C30A C35A -83.5(13) . . . . ? C28A C27A C30A C35A 35.2(15) . . . . ? C35 C30 C31 C32 3.0(16) . . . . ? C27 C30 C31 C32 -177.6(11) . . . . ? C35A C30A C31A C32A 1.7(18) . . . . ? C27A C30A C31A C32A -176.7(11) . . . . ? C30 C31 C32 C33 -1.6(19) . . . . ? C30A C31A C32A C33A 0(2) . . . . ? C31 C32 C33 C34 -2(2) . . . . ? C31A C32A C33A C34A 1(2) . . . . ? C32 C33 C34 C35 4(2) . . . . ? C32A C33A C34A C35A -4(2) . . . . ? C33 C34 C35 C30 -3(2) . . . . ? C31 C30 C35 C34 -1.0(17) . . . . ? C27 C30 C35 C34 179.6(12) . . . . ? C33A C34A C35A C30A 7(2) . . . . ? C31A C30A C35A C34A -5.2(18) . . . . ? C27A C30A C35A C34A 173.2(11) . . . . ? N1 C6 C61 O69 -156.9(8) . . . . ? C5 C6 C61 O69 17.8(12) . . . . ? N1 C6 C61 N66 -43.1(11) . . . . ? C5 C6 C61 N66 131.6(10) . . . . ? N1 C6 C61 C62 80.7(10) . . . . ? C5 C6 C61 C62 -104.6(11) . . . . ? N1A C6A C61A O69A -158.9(8) . . . . ? C5A C6A C61A O69A 23.2(15) . . . . ? N1A C6A C61A N66A -42.8(12) . . . . ? C5A C6A C61A N66A 139.4(11) . . . . ? N1A C6A C61A C62A 80.4(11) . . . . ? C5A C6A C61A C62A -97.5(13) . . . . ? O69 C61 C62 C63 161.5(9) . . . . ? N66 C61 C62 C63 49.9(12) . . . . ? C6 C61 C62 C63 -73.9(11) . . . . ? O69A C61A C62A C63A 163.1(9) . . . . ? N66A C61A C62A C63A 50.2(10) . . . . ? C6A C61A C62A C63A -73.7(10) . . . . ? C61 C62 C63 C64 -57.1(13) . . . . ? C61A C62A C63A C64A -59.6(11) . . . . ? C62 C63 C64 C65 32.8(15) . . . . ? C62A C63A C64A C65A 35.7(13) . . . . ? C63 C64 C65 O65 -177.2(12) . . . . ? C63 C64 C65 N66 -3.0(16) . . . . ? C63A C64A C65A O65A 178.9(10) . . . . ? C63A C64A C65A N66A -4.4(15) . . . . ? N66 C67 C68 O69 -10.1(11) . . . . ? C70 C67 C68 O69 -136.3(10) . . . . ? C70A C67A C68A O69A -146.9(10) . . . . ? N66A C67A C68A O69A -20.5(12) . . . . ? N66 C67 C70 C71 126.3(11) . . . . ? C68 C67 C70 C71 -116.4(12) . . . . ? N66 C67 C70 C75 -52.1(15) . . . . ? C68 C67 C70 C75 65.3(14) . . . . ? N66A C67A C70A C75A -63.0(17) . . . . ? C68A C67A C70A C75A 53.2(15) . . . . ? N66A C67A C70A C71A 121.3(12) . . . . ? C68A C67A C70A C71A -122.5(14) . . . . ? C75 C70 C71 C72 -2.2(19) . . . . ? C67 C70 C71 C72 179.4(13) . . . . ? C75A C70A C71A C72A 0(2) . . . . ? C67A C70A C71A C72A 176.1(14) . . . . ? C70 C71 C72 C73 3(2) . . . . ? C70A C71A C72A C73A 1(2) . . . . ? C71 C72 C73 C74 -5(2) . . . . ? C71A C72A C73A C74A -1(2) . . . . ? C72 C73 C74 C75 6(2) . . . . ? C72A C73A C74A C75A 0(2) . . . . ? C73 C74 C75 C70 -6(2) . . . . ? C71 C70 C75 C74 3.7(19) . . . . ? C67 C70 C75 C74 -178.0(12) . . . . ? C73A C74A C75A C70A 0(2) . . . . ? C71A C70A C75A C74A -0.3(19) . . . . ? C67A C70A C75A C74A -176.3(13) . . . . ? C5 C6 N1 C2 1.5(14) . . . . ? C61 C6 N1 C2 176.0(8) . . . . ? C3 C2 N1 C6 -5.3(13) . . . . ? C21 C2 N1 C6 177.9(8) . . . . ? C5A C6A N1A C2A -1.8(15) . . . . ? C61A C6A N1A C2A -179.7(9) . . . . ? C3A C2A N1A C6A -2.1(15) . . . . ? C21A C2A N1A C6A -179.8(9) . . . . ? O25 C25 N26 C27 6.2(16) . . . . ? C24 C25 N26 C27 -169.5(10) . . . . ? O25 C25 N26 C21 169.0(10) . . . . ? C24 C25 N26 C21 -6.7(17) . . . . ? C30 C27 N26 C25 -87.5(12) . . . . ? C28 C27 N26 C25 147.2(11) . . . . ? C30 C27 N26 C21 107.3(10) . . . . ? C28 C27 N26 C21 -18.0(10) . . . . ? O29 C21 N26 C25 -130.8(11) . . . . ? C2 C21 N26 C25 112.6(12) . . . . ? C22 C21 N26 C25 -13.5(14) . . . . ? O29 C21 N26 C27 34.0(10) . . . . ? C2 C21 N26 C27 -82.7(10) . . . . ? C22 C21 N26 C27 151.2(8) . . . . ? O25A C25A N26A C27A 8.3(16) . . . . ? C24A C25A N26A C27A -170.1(9) . . . . ? O25A C25A N26A C21A -178.2(9) . . . . ? C24A C25A N26A C21A 3.3(15) . . . . ? C30A C27A N26A C25A -76.2(14) . . . . ? C28A C27A N26A C25A 154.7(10) . . . . ? C30A C27A N26A C21A 109.6(10) . . . . ? C28A C27A N26A C21A -19.6(11) . . . . ? C22A C21A N26A C25A -24.9(13) . . . . ? O29A C21A N26A C25A -141.7(9) . . . . ? C2A C21A N26A C25A 101.1(11) . . . . ? C22A C21A N26A C27A 149.3(9) . . . . ? O29A C21A N26A C27A 32.5(10) . . . . ? C2A C21A N26A C27A -84.7(10) . . . . ? O65 C65 N66 C61 172.0(10) . . . . ? C64 C65 N66 C61 -2.5(16) . . . . ? O65 C65 N66 C67 7.9(16) . . . . ? C64 C65 N66 C67 -166.6(10) . . . . ? O69 C61 N66 C65 -137.7(10) . . . . ? C62 C61 N66 C65 -21.9(14) . . . . ? C6 C61 N66 C65 102.1(10) . . . . ? O69 C61 N66 C67 28.1(10) . . . . ? C62 C61 N66 C67 143.9(9) . . . . ? C6 C61 N66 C67 -92.2(10) . . . . ? C70 C67 N66 C65 -80.6(13) . . . . ? C68 C67 N66 C65 155.1(10) . . . . ? C70 C67 N66 C61 113.3(10) . . . . ? C68 C67 N66 C61 -11.0(11) . . . . ? O65A C65A N66A C61A 171.7(9) . . . . ? C64A C65A N66A C61A -4.8(15) . . . . ? O65A C65A N66A C67A 13.0(15) . . . . ? C64A C65A N66A C67A -163.6(9) . . . . ? O69A C61A N66A C65A -134.3(10) . . . . ? C6A C61A N66A C65A 104.7(12) . . . . ? C62A C61A N66A C65A -18.9(13) . . . . ? O69A C61A N66A C67A 26.6(11) . . . . ? C6A C61A N66A C67A -94.4(9) . . . . ? C62A C61A N66A C67A 142.0(8) . . . . ? C70A C67A N66A C65A -76.3(14) . . . . ? C68A C67A N66A C65A 158.1(10) . . . . ? C70A C67A N66A C61A 121.7(11) . . . . ? C68A C67A N66A C61A -3.8(11) . . . . ? C27 C28 O29 C21 26.5(12) . . . . ? N26 C21 O29 C28 -36.2(11) . . . . ? C2 C21 O29 C28 79.1(10) . . . . ? C22 C21 O29 C28 -153.0(10) . . . . ? C22A C21A O29A C28A -148.5(11) . . . . ? C2A C21A O29A C28A 83.3(12) . . . . ? N26A C21A O29A C28A -32.1(11) . . . . ? C27A C28A O29A C21A 21.9(13) . . . . ? N66 C61 O69 C68 -34.0(10) . . . . ? C62 C61 O69 C68 -151.2(9) . . . . ? C6 C61 O69 C68 85.1(10) . . . . ? C67 C68 O69 C61 28.7(11) . . . . ? N66A C61A O69A C68A -39.0(12) . . . . ? C6A C61A O69A C68A 81.6(12) . . . . ? C62A C61A O69A C68A -156.0(10) . . . . ? C67A C68A O69A C61A 38.3(13) . . . . ? # Attachment 'archive_jb62.cif' # CIF produced by WinGX routine CIF_UPDATE # Created on 2007-04-19 at 20:39:44 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : \wingx\files\archive.dat # CIF files read : jb62 absorb dreduc struct data_jb62 _database_code_depnum_ccdc_archive 'CCDC 798252' #TrackingRef 'archive_jb62.cif' _audit_creation_date 2007-04-19T20:39:44-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.2 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C29 H27 N3 O4' _chemical_formula_sum 'C58 H54 N6 O8' _chemical_formula_weight 963.07 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration syn #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.613(4) _cell_length_b 10.186(3) _cell_length_c 23.142(12) _cell_angle_alpha 90 _cell_angle_beta 91.90(4) _cell_angle_gamma 90 _cell_volume 2500.4(18) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12.3 _cell_measurement_theta_max 15.4 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.33 _exptl_crystal_density_diffrn 1.279 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.086 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; (See: Walker, N. & Stuart, D. (1983) Acta Cryst. A39, 158-166) ; _exptl_absorpt_correction_T_min 0.245 _exptl_absorpt_correction_T_max 0.703 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 0.087725 _diffrn_orient_matrix_ub_12 -0.035402 _diffrn_orient_matrix_ub_13 0.003688 _diffrn_orient_matrix_ub_21 -0.004272 _diffrn_orient_matrix_ub_22 0.003643 _diffrn_orient_matrix_ub_23 0.043096 _diffrn_orient_matrix_ub_31 -0.034157 _diffrn_orient_matrix_ub_32 -0.09136 _diffrn_orient_matrix_ub_33 0.00022 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 2 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_standards_decay_corr_max 1 _diffrn_standards_decay_corr_min 1 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 0 4 10 -1 4 9 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_unetI/netI 0.0312 _diffrn_reflns_number 4777 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 4657 _reflns_number_gt 3499 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0270P)^2^+4.0244P] 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 calcd _refine_ls_extinction_method none _refine_ls_number_reflns 4657 _refine_ls_number_parameters 649 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0968 _refine_ls_R_factor_gt 0.0653 _refine_ls_wR_factor_ref 0.158 _refine_ls_wR_factor_gt 0.1386 _refine_ls_goodness_of_fit_ref 1.119 _refine_ls_restrained_S_all 1.119 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 2(3) _refine_diff_density_max 0.284 _refine_diff_density_min -0.223 _refine_diff_density_rms 0.05 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.3046(5) -0.1063(6) 0.4727(2) 0.0469(14) Uani 1 1 d . . . N25 N 0.1299(5) -0.1563(6) 0.5615(3) 0.0534(15) Uani 1 1 d . . . N65 N 0.2738(5) -0.0468(6) 0.3533(2) 0.0501(14) Uani 1 1 d . . . O24 O -0.0813(5) -0.1289(6) 0.5419(3) 0.0709(16) Uani 1 1 d . . . O28 O 0.2668(5) -0.3031(6) 0.6019(2) 0.0617(14) Uani 1 1 d . . . O64 O 0.0859(6) -0.0453(7) 0.3023(3) 0.092(2) Uani 1 1 d . . . O68 O 0.4428(4) 0.0860(5) 0.3605(2) 0.0576(13) Uani 1 1 d . . . C2 C 0.3372(6) -0.1723(7) 0.5214(3) 0.0464(16) Uani 1 1 d . . . C3 C 0.4615(6) -0.1725(8) 0.5432(3) 0.0526(18) Uani 1 1 d . . . H3 H 0.4834 -0.2201 0.5763 0.063 Uiso 1 1 calc R . . C4 C 0.5503(7) -0.1023(8) 0.5155(3) 0.0573(19) Uani 1 1 d . . . H4 H 0.6334 -0.102 0.5296 0.069 Uiso 1 1 calc R . . C5 C 0.5167(6) -0.0306(7) 0.4660(3) 0.0495(17) Uani 1 1 d . . . H5 H 0.5752 0.0202 0.447 0.059 Uiso 1 1 calc R . . C6 C 0.3918(6) -0.0387(7) 0.4464(3) 0.0415(15) Uani 1 1 d . . . C6A C -0.1685(6) 0.0756(7) -0.0196(3) 0.0449(16) Uani 1 1 d . . . C21 C 0.2286(6) -0.2444(7) 0.5474(3) 0.0502(17) Uani 1 1 d . . . C22 C 0.1692(7) -0.3451(8) 0.5054(3) 0.063(2) Uani 1 1 d . . . H22A H 0.1522 -0.4272 0.5249 0.075 Uiso 1 1 calc R . . H22B H 0.2234 -0.3619 0.4733 0.075 Uiso 1 1 calc R . . C23 C 0.0463(7) -0.2779(9) 0.4848(3) 0.065(2) Uani 1 1 d . . . H23A H 0.0565 -0.2348 0.4479 0.078 Uiso 1 1 calc R . . H23B H -0.0219 -0.341 0.4809 0.078 Uiso 1 1 calc R . . C24 C 0.0207(7) -0.1782(8) 0.5319(3) 0.0558(19) Uani 1 1 d . . . C26 C 0.1394(7) -0.1149(8) 0.6215(3) 0.0564(19) Uani 1 1 d . . . H26 H 0.0626 -0.1424 0.6406 0.068 Uiso 1 1 calc R . . C27 C 0.2501(8) -0.2018(10) 0.6443(3) 0.071(2) Uani 1 1 d . . . H27A H 0.3264 -0.1499 0.6491 0.086 Uiso 1 1 calc R . . H27B H 0.2306 -0.2401 0.6813 0.086 Uiso 1 1 calc R . . C29 C 0.1579(7) 0.0297(9) 0.6315(3) 0.058(2) Uani 1 1 d . . . C30 C 0.0971(11) 0.0906(12) 0.6740(5) 0.109(4) Uani 1 1 d . . . H30 H 0.0422 0.043 0.6965 0.131 Uiso 1 1 calc R . . C31 C 0.1153(14) 0.2232(13) 0.6848(6) 0.145(6) Uani 1 1 d . . . H31 H 0.0753 0.263 0.7154 0.174 Uiso 1 1 calc R . . C32 C 0.1907(11) 0.2947(12) 0.6512(5) 0.103(4) Uani 1 1 d . . . H32 H 0.2023 0.3839 0.658 0.124 Uiso 1 1 calc R . . C33 C 0.2488(10) 0.2349(10) 0.6076(4) 0.086(3) Uani 1 1 d . . . H33 H 0.2985 0.284 0.5832 0.103 Uiso 1 1 calc R . . C34 C 0.2357(8) 0.1028(9) 0.5987(4) 0.072(2) Uani 1 1 d . . . H34 H 0.2806 0.0623 0.5698 0.087 Uiso 1 1 calc R . . C61 C 0.3416(6) 0.0375(7) 0.3939(3) 0.0456(16) Uani 1 1 d . . . C62 C 0.2493(6) 0.1450(8) 0.4089(3) 0.0568(19) Uani 1 1 d . . . H62A H 0.269 0.2263 0.3894 0.068 Uiso 1 1 calc R . . H62B H 0.2503 0.1605 0.4503 0.068 Uiso 1 1 calc R . . C63 C 0.1218(7) 0.0913(10) 0.3876(4) 0.077(3) Uani 1 1 d . . . H63A H 0.0784 0.0493 0.4188 0.092 Uiso 1 1 calc R . . H63B H 0.069 0.1611 0.3717 0.092 Uiso 1 1 calc R . . C64 C 0.1526(7) -0.0061(8) 0.3419(3) 0.060(2) Uani 1 1 d . . . C66 C 0.3594(7) -0.0982(8) 0.3100(3) 0.058(2) Uani 1 1 d . . . H66 H 0.3287 -0.0709 0.2714 0.07 Uiso 1 1 calc R . . C67 C 0.4801(8) -0.0240(9) 0.3254(3) 0.066(2) Uani 1 1 d . . . H67A H 0.539 -0.0799 0.3468 0.079 Uiso 1 1 calc R . . H67B H 0.5198 0.0065 0.2907 0.079 Uiso 1 1 calc R . . C69 C 0.3704(8) -0.2475(8) 0.3114(3) 0.064(2) Uani 1 1 d . . . C70 C 0.2824(10) -0.3237(10) 0.3360(4) 0.081(3) Uani 1 1 d . . . H70 H 0.2131 -0.2849 0.3526 0.097 Uiso 1 1 calc R . . C71 C 0.2951(11) -0.4609(11) 0.3365(5) 0.100(3) Uani 1 1 d . . . H71 H 0.2359 -0.5133 0.3542 0.12 Uiso 1 1 calc R . . C72 C 0.3955(11) -0.5158(10) 0.3106(5) 0.095(3) Uani 1 1 d . . . H72 H 0.4019 -0.6067 0.3087 0.114 Uiso 1 1 calc R . . C73 C 0.4866(9) -0.4403(10) 0.2876(4) 0.080(3) Uani 1 1 d . . . H73 H 0.5573 -0.4798 0.2725 0.097 Uiso 1 1 calc R . . C74 C 0.4750(8) -0.3049(9) 0.2865(3) 0.068(2) Uani 1 1 d . . . H74 H 0.5358 -0.2531 0.2696 0.081 Uiso 1 1 calc R . . N1A N -0.1955(5) 0.0099(6) 0.0284(2) 0.0434(13) Uani 1 1 d . . . N25A N -0.2020(5) -0.0504(6) 0.1505(2) 0.0467(14) Uani 1 1 d . . . N65A N -0.3826(5) 0.0570(6) -0.0606(3) 0.0503(15) Uani 1 1 d . . . O24A O -0.3665(5) -0.0624(7) 0.2107(2) 0.0850(19) Uani 1 1 d . . . O28A O -0.0355(4) -0.1838(5) 0.13966(19) 0.0532(12) Uani 1 1 d . . . O64A O -0.5939(5) 0.0337(6) -0.0423(3) 0.0710(16) Uani 1 1 d . . . O68A O -0.2517(5) 0.2013(5) -0.1019(2) 0.0579(13) Uani 1 1 d . . . C2A C -0.1030(5) -0.0580(7) 0.0555(3) 0.0394(14) Uani 1 1 d . . . C3A C 0.0175(6) -0.0628(8) 0.0354(3) 0.0501(17) Uani 1 1 d . . . H3A H 0.0796 -0.1122 0.0546 0.06 Uiso 1 1 calc R . . C4A C 0.0444(6) 0.0071(8) -0.0137(3) 0.0527(18) Uani 1 1 d . . . H4A H 0.1253 0.0062 -0.0279 0.063 Uiso 1 1 calc R . . C5A C -0.0497(6) 0.0783(7) -0.0414(3) 0.0490(17) Uani 1 1 d . . . H5A H -0.0333 0.1273 -0.0742 0.059 Uiso 1 1 calc R . . C21A C -0.1424(6) -0.1328(7) 0.1086(3) 0.0452(16) Uani 1 1 d . . . C22A C -0.2398(6) -0.2400(8) 0.0940(3) 0.0561(19) Uani 1 1 d . . . H22C H -0.2561 -0.2452 0.0526 0.067 Uiso 1 1 calc R . . H22D H -0.2101 -0.3248 0.1078 0.067 Uiso 1 1 calc R . . C23A C -0.3572(8) -0.2000(11) 0.1243(4) 0.087(3) Uani 1 1 d . . . H23C H -0.3941 -0.2748 0.1434 0.105 Uiso 1 1 calc R . . H23D H -0.4191 -0.1635 0.097 0.105 Uiso 1 1 calc R . . C24A C -0.3147(7) -0.0972(8) 0.1683(3) 0.059(2) Uani 1 1 d . . . C26A C -0.1059(7) 0.0038(8) 0.1903(3) 0.0521(18) Uani 1 1 d . . . H26A H -0.1281 -0.0184 0.2299 0.062 Uiso 1 1 calc R . . C27A C 0.0109(7) -0.0768(8) 0.1746(3) 0.061(2) Uani 1 1 d . . . H27C H 0.069 -0.0234 0.1532 0.073 Uiso 1 1 calc R . . H27D H 0.0542 -0.1094 0.2093 0.073 Uiso 1 1 calc R . . C29A C -0.0908(8) 0.1510(8) 0.1862(3) 0.058(2) Uani 1 1 d . . . C30A C 0.0113(9) 0.2123(9) 0.2128(4) 0.072(2) Uani 1 1 d . . . H30A H 0.0731 0.1621 0.2318 0.087 Uiso 1 1 calc R . . C31A C 0.0232(10) 0.3480(10) 0.2115(4) 0.085(3) Uani 1 1 d . . . H31A H 0.091 0.3884 0.2307 0.102 Uiso 1 1 calc R . . C32A C -0.0660(10) 0.4230(10) 0.1816(4) 0.086(3) Uani 1 1 d . . . H32A H -0.0567 0.5136 0.1792 0.103 Uiso 1 1 calc R . . C33A C -0.1681(10) 0.3623(10) 0.1555(5) 0.091(3) Uani 1 1 d . . . H33A H -0.2302 0.4121 0.1366 0.109 Uiso 1 1 calc R . . C34A C -0.1791(9) 0.2288(9) 0.1574(4) 0.080(3) Uani 1 1 d . . . H34A H -0.248 0.1891 0.1387 0.096 Uiso 1 1 calc R . . C61A C -0.2805(6) 0.1483(7) -0.0467(3) 0.0481(17) Uani 1 1 d . . . C62A C -0.3374(7) 0.2484(8) -0.0065(3) 0.063(2) Uani 1 1 d . . . H62C H -0.3564 0.3296 -0.0269 0.076 Uiso 1 1 calc R . . H62D H -0.28 0.2673 0.0259 0.076 Uiso 1 1 calc R . . C63A C -0.4581(7) 0.1837(9) 0.0140(4) 0.067(2) Uani 1 1 d . . . H63C H -0.4437 0.1427 0.0515 0.081 Uiso 1 1 calc R . . H63D H -0.5252 0.2478 0.0168 0.081 Uiso 1 1 calc R . . C64A C -0.4906(7) 0.0820(8) -0.0318(3) 0.0525(18) Uani 1 1 d . . . C66A C -0.3813(7) 0.0145(8) -0.1205(3) 0.0543(19) Uani 1 1 d . . . H66A H -0.4598 0.0428 -0.1403 0.065 Uiso 1 1 calc R . . C67A C -0.2716(8) 0.0981(9) -0.1427(3) 0.065(2) Uani 1 1 d . . . H67C H -0.1961 0.0451 -0.1454 0.078 Uiso 1 1 calc R . . H67D H -0.2931 0.1337 -0.1806 0.078 Uiso 1 1 calc R . . C69A C -0.3659(7) -0.1314(8) -0.1291(3) 0.0546(19) Uani 1 1 d . . . C70A C -0.4480(9) -0.1973(11) -0.1650(4) 0.084(3) Uani 1 1 d . . . H70A H -0.5124 -0.1512 -0.1842 0.101 Uiso 1 1 calc R . . C71A C -0.4378(12) -0.3329(12) -0.1737(4) 0.102(4) Uani 1 1 d . . . H71A H -0.4923 -0.3764 -0.1995 0.123 Uiso 1 1 calc R . . C72A C -0.3428(13) -0.4019(12) -0.1424(5) 0.104(4) Uani 1 1 d . . . H72A H -0.3351 -0.4924 -0.1464 0.125 Uiso 1 1 calc R . . C73A C -0.2644(11) -0.3359(10) -0.1070(5) 0.092(3) Uani 1 1 d . . . H73A H -0.2013 -0.3816 -0.0867 0.111 Uiso 1 1 calc R . . C74A C -0.2734(8) -0.2032(9) -0.0993(4) 0.071(2) Uani 1 1 d . . . H74A H -0.2171 -0.1607 -0.074 0.085 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.041(3) 0.046(3) 0.053(3) -0.001(3) -0.003(3) -0.002(3) N25 0.045(3) 0.048(4) 0.067(4) -0.003(3) 0.002(3) -0.011(3) N65 0.056(4) 0.052(4) 0.041(3) -0.007(3) -0.011(3) 0.005(3) O24 0.050(3) 0.068(4) 0.095(4) 0.007(3) 0.003(3) 0.008(3) O28 0.067(3) 0.057(3) 0.061(3) 0.011(3) -0.004(3) 0.002(3) O64 0.089(4) 0.097(5) 0.087(4) -0.018(4) -0.050(3) 0.008(4) O68 0.062(3) 0.058(3) 0.052(3) 0.001(3) 0.005(2) -0.007(3) C2 0.047(4) 0.045(4) 0.046(4) -0.001(3) -0.006(3) -0.002(3) C3 0.043(4) 0.054(5) 0.060(4) 0.008(4) -0.012(3) -0.001(4) C4 0.046(4) 0.058(5) 0.067(5) 0.008(4) -0.010(3) -0.003(4) C5 0.043(4) 0.051(4) 0.055(4) 0.003(4) 0.002(3) 0.001(3) C6 0.044(4) 0.042(4) 0.038(3) -0.005(3) -0.001(3) -0.004(3) C6A 0.053(4) 0.038(4) 0.045(4) -0.004(3) 0.011(3) -0.001(3) C21 0.053(4) 0.046(4) 0.051(4) 0.002(3) -0.007(3) 0.003(4) C22 0.066(5) 0.052(5) 0.070(5) -0.008(4) -0.002(4) -0.012(4) C23 0.056(5) 0.072(6) 0.066(5) -0.004(5) -0.013(4) -0.011(4) C24 0.053(5) 0.051(4) 0.063(5) 0.011(4) -0.003(4) -0.011(4) C26 0.060(5) 0.057(5) 0.052(4) -0.001(4) 0.007(4) -0.013(4) C27 0.086(6) 0.078(6) 0.051(5) 0.009(5) -0.003(4) -0.004(5) C29 0.052(4) 0.070(5) 0.053(4) -0.010(4) 0.001(4) -0.008(4) C30 0.123(9) 0.099(9) 0.109(8) -0.035(7) 0.049(7) -0.026(8) C31 0.197(15) 0.091(9) 0.153(12) -0.060(9) 0.092(11) -0.031(10) C32 0.125(10) 0.074(7) 0.111(9) -0.024(7) 0.013(7) -0.010(7) C33 0.098(8) 0.072(7) 0.088(7) -0.010(6) 0.010(6) -0.022(6) C34 0.071(6) 0.072(6) 0.075(6) -0.012(5) 0.016(4) -0.024(5) C61 0.053(4) 0.043(4) 0.040(4) -0.006(3) -0.004(3) -0.005(3) C62 0.061(5) 0.052(4) 0.055(4) -0.006(4) -0.016(3) 0.007(4) C63 0.053(5) 0.079(6) 0.097(6) -0.020(6) -0.018(4) 0.015(5) C64 0.055(4) 0.071(6) 0.053(4) 0.000(4) -0.019(4) 0.002(4) C66 0.068(5) 0.065(5) 0.043(4) -0.001(4) 0.007(4) 0.000(4) C67 0.075(5) 0.068(6) 0.055(4) -0.006(4) 0.014(4) 0.001(5) C69 0.078(6) 0.057(5) 0.058(5) -0.006(4) 0.008(4) 0.005(5) C70 0.094(7) 0.068(6) 0.081(6) -0.003(5) 0.021(5) 0.006(5) C71 0.122(9) 0.068(7) 0.110(9) -0.012(6) 0.016(7) 0.000(7) C72 0.133(10) 0.055(6) 0.095(7) -0.011(6) -0.007(7) 0.004(6) C73 0.086(7) 0.080(7) 0.075(6) -0.018(5) -0.006(5) 0.012(6) C74 0.074(6) 0.069(6) 0.060(5) -0.010(4) 0.004(4) 0.002(5) N1A 0.037(3) 0.050(3) 0.043(3) -0.002(3) 0.001(2) -0.005(3) N25A 0.051(3) 0.049(3) 0.041(3) -0.002(3) 0.010(2) 0.002(3) N65A 0.041(3) 0.050(4) 0.060(4) 0.000(3) 0.004(3) 0.006(3) O24A 0.088(4) 0.090(5) 0.079(4) -0.004(4) 0.050(3) 0.005(4) O28A 0.056(3) 0.052(3) 0.051(3) 0.001(2) -0.002(2) 0.013(3) O64A 0.047(3) 0.068(4) 0.098(4) 0.007(3) 0.003(3) -0.005(3) O68A 0.066(3) 0.052(3) 0.056(3) 0.013(3) 0.004(2) -0.007(3) C2A 0.037(3) 0.043(4) 0.039(3) -0.009(3) 0.007(3) 0.002(3) C3A 0.038(4) 0.056(4) 0.057(4) -0.004(4) 0.008(3) -0.003(3) C4A 0.038(4) 0.062(5) 0.058(4) 0.004(4) 0.011(3) 0.003(4) C5A 0.050(4) 0.047(4) 0.050(4) 0.009(4) 0.015(3) 0.007(4) C21A 0.045(4) 0.045(4) 0.047(4) -0.002(3) 0.008(3) 0.004(3) C22A 0.056(4) 0.051(5) 0.062(5) -0.002(4) 0.009(4) -0.010(4) C23A 0.070(6) 0.091(7) 0.102(7) -0.027(6) 0.034(5) -0.013(5) C24A 0.051(4) 0.065(5) 0.063(5) 0.000(4) 0.021(4) 0.004(4) C26A 0.057(4) 0.061(5) 0.038(4) -0.005(3) 0.003(3) 0.000(4) C27A 0.060(5) 0.065(5) 0.056(4) -0.013(4) 0.000(4) 0.005(4) C29A 0.072(5) 0.056(5) 0.047(4) -0.010(4) 0.007(4) -0.008(4) C30A 0.086(6) 0.068(6) 0.062(5) 0.000(5) -0.005(5) -0.005(5) C31A 0.100(7) 0.077(7) 0.078(6) -0.019(6) 0.005(5) -0.027(6) C32A 0.124(9) 0.063(6) 0.071(6) 0.002(5) 0.006(6) -0.012(6) C33A 0.097(8) 0.062(6) 0.112(8) 0.006(6) -0.017(6) 0.000(6) C34A 0.093(7) 0.057(6) 0.089(7) 0.005(5) -0.015(5) 0.003(5) C61A 0.044(4) 0.046(4) 0.054(4) 0.001(4) 0.005(3) -0.001(3) C62A 0.070(5) 0.055(5) 0.066(5) -0.009(4) 0.005(4) 0.008(4) C63A 0.059(5) 0.064(5) 0.080(6) 0.000(5) 0.018(4) 0.009(4) C64A 0.049(4) 0.049(4) 0.060(5) 0.012(4) 0.007(3) 0.007(4) C66A 0.051(4) 0.060(5) 0.052(4) 0.001(4) -0.006(3) 0.001(4) C67A 0.076(6) 0.067(5) 0.052(5) 0.004(4) 0.002(4) -0.004(5) C69A 0.053(4) 0.058(5) 0.053(4) -0.001(4) 0.003(4) -0.007(4) C70A 0.089(7) 0.085(7) 0.078(6) 0.001(6) -0.014(5) -0.013(6) C71A 0.141(10) 0.092(9) 0.074(7) -0.022(6) -0.001(7) -0.044(8) C72A 0.145(11) 0.069(7) 0.102(9) -0.014(7) 0.037(8) -0.001(8) C73A 0.105(8) 0.060(7) 0.112(9) -0.008(6) 0.014(7) 0.023(6) C74A 0.073(6) 0.073(6) 0.065(5) -0.015(5) 0.003(4) 0.018(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 C6 1.318(8) . ? N1 C2 1.349(8) . ? N25 C24 1.345(9) . ? N25 C21 1.426(9) . ? N25 C26 1.451(9) . ? N65 C64 1.368(9) . ? N65 C61 1.447(8) . ? N65 C66 1.471(9) . ? O24 C24 1.223(9) . ? O28 C27 1.439(10) . ? O28 C21 1.442(8) . ? O64 C64 1.207(8) . ? O68 C61 1.431(8) . ? O68 C67 1.447(9) . ? C2 C3 1.396(9) . ? C2 C21 1.508(9) . ? C3 C4 1.360(10) . ? C4 C5 1.395(9) . ? C5 C6 1.389(8) . ? C6 C61 1.524(9) . ? C6A N1A 1.336(8) . ? C6A C5A 1.372(9) . ? C6A C61A 1.518(9) . ? C21 C22 1.534(10) . ? C22 C23 1.534(10) . ? C23 C24 1.522(11) . ? C26 C29 1.503(11) . ? C26 C27 1.550(12) . ? C29 C30 1.346(12) . ? C29 C34 1.362(11) . ? C30 C31 1.386(16) . ? C31 C32 1.348(15) . ? C32 C33 1.346(14) . ? C33 C34 1.368(13) . ? C61 C62 1.517(10) . ? C62 C63 1.526(10) . ? C63 C64 1.494(11) . ? C66 C67 1.519(11) . ? C66 C69 1.526(11) . ? C69 C70 1.353(12) . ? C69 C74 1.396(11) . ? C70 C71 1.404(14) . ? C71 C72 1.359(14) . ? C72 C73 1.358(13) . ? C73 C74 1.385(13) . ? N1A C2A 1.340(8) . ? N25A C24A 1.364(9) . ? N25A C21A 1.444(8) . ? N25A C26A 1.459(9) . ? N65A C64A 1.370(8) . ? N65A C66A 1.454(9) . ? N65A C61A 1.455(9) . ? O24A C24A 1.195(8) . ? O28A C21A 1.421(8) . ? O28A C27A 1.434(9) . ? O64A C64A 1.219(8) . ? O68A C67A 1.424(10) . ? O68A C61A 1.429(8) . ? C2A C3A 1.376(8) . ? C2A C21A 1.516(9) . ? C3A C4A 1.379(9) . ? C4A C5A 1.376(9) . ? C21A C22A 1.533(9) . ? C22A C23A 1.506(10) . ? C23A C24A 1.517(12) . ? C26A C29A 1.511(11) . ? C26A C27A 1.540(10) . ? C29A C30A 1.377(11) . ? C29A C34A 1.382(12) . ? C30A C31A 1.388(13) . ? C31A C32A 1.384(13) . ? C32A C33A 1.370(13) . ? C33A C34A 1.365(13) . ? C61A C62A 1.519(10) . ? C62A C63A 1.530(10) . ? C63A C64A 1.514(11) . ? C66A C69A 1.509(11) . ? C66A C67A 1.543(11) . ? C69A C70A 1.361(11) . ? C69A C74A 1.388(11) . ? C70A C71A 1.401(15) . ? C71A C72A 1.409(15) . ? C72A C73A 1.331(15) . ? C73A C74A 1.367(13) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 N1 C2 118.8(6) . . ? C24 N25 C21 114.0(6) . . ? C24 N25 C26 124.5(6) . . ? C21 N25 C26 112.0(6) . . ? C64 N65 C61 112.9(6) . . ? C64 N65 C66 125.0(6) . . ? C61 N65 C66 110.4(6) . . ? C27 O28 C21 105.2(6) . . ? C61 O68 C67 105.1(5) . . ? N1 C2 C3 121.0(6) . . ? N1 C2 C21 113.4(6) . . ? C3 C2 C21 125.6(6) . . ? C4 C3 C2 119.4(7) . . ? C3 C4 C5 119.9(7) . . ? C6 C5 C4 116.9(7) . . ? N1 C6 C5 123.9(6) . . ? N1 C6 C61 113.7(5) . . ? C5 C6 C61 122.3(6) . . ? N1A C6A C5A 122.6(6) . . ? N1A C6A C61A 113.6(5) . . ? C5A C6A C61A 123.7(6) . . ? N25 C21 O28 104.4(6) . . ? N25 C21 C2 111.2(6) . . ? O28 C21 C2 110.7(5) . . ? N25 C21 C22 106.0(6) . . ? O28 C21 C22 112.0(6) . . ? C2 C21 C22 112.2(6) . . ? C21 C22 C23 103.1(6) . . ? C24 C23 C22 104.2(6) . . ? O24 C24 N25 126.1(8) . . ? O24 C24 C23 126.1(7) . . ? N25 C24 C23 107.7(7) . . ? N25 C26 C29 115.9(7) . . ? N25 C26 C27 100.8(6) . . ? C29 C26 C27 114.4(7) . . ? O28 C27 C26 106.6(6) . . ? C30 C29 C34 118.0(9) . . ? C30 C29 C26 120.1(9) . . ? C34 C29 C26 121.9(8) . . ? C29 C30 C31 120.9(11) . . ? C32 C31 C30 120.3(11) . . ? C33 C32 C31 119.0(11) . . ? C32 C33 C34 120.7(10) . . ? C29 C34 C33 121.0(9) . . ? O68 C61 N65 102.7(5) . . ? O68 C61 C62 112.1(6) . . ? N65 C61 C62 105.4(5) . . ? O68 C61 C6 111.0(5) . . ? N65 C61 C6 111.7(6) . . ? C62 C61 C6 113.3(6) . . ? C61 C62 C63 103.9(6) . . ? C64 C63 C62 104.7(6) . . ? O64 C64 N65 124.7(8) . . ? O64 C64 C63 128.4(7) . . ? N65 C64 C63 106.9(6) . . ? N65 C66 C67 101.4(6) . . ? N65 C66 C69 112.8(7) . . ? C67 C66 C69 115.3(7) . . ? O68 C67 C66 105.8(6) . . ? C70 C69 C74 120.2(9) . . ? C70 C69 C66 121.8(8) . . ? C74 C69 C66 118.0(8) . . ? C69 C70 C71 120.5(10) . . ? C72 C71 C70 118.8(11) . . ? C73 C72 C71 121.2(10) . . ? C72 C73 C74 120.5(10) . . ? C73 C74 C69 118.7(9) . . ? C6A N1A C2A 118.3(5) . . ? C24A N25A C21A 114.0(6) . . ? C24A N25A C26A 122.9(6) . . ? C21A N25A C26A 109.4(5) . . ? C64A N65A C66A 123.7(6) . . ? C64A N65A C61A 113.7(6) . . ? C66A N65A C61A 111.7(5) . . ? C21A O28A C27A 105.1(5) . . ? C67A O68A C61A 106.3(6) . . ? N1A C2A C3A 122.4(6) . . ? N1A C2A C21A 114.9(5) . . ? C3A C2A C21A 122.7(6) . . ? C2A C3A C4A 118.6(7) . . ? C5A C4A C3A 119.3(6) . . ? C6A C5A C4A 118.7(6) . . ? O28A C21A N25A 103.4(5) . . ? O28A C21A C2A 110.9(5) . . ? N25A C21A C2A 113.0(5) . . ? O28A C21A C22A 111.8(6) . . ? N25A C21A C22A 104.7(5) . . ? C2A C21A C22A 112.4(6) . . ? C23A C22A C21A 105.5(6) . . ? C22A C23A C24A 105.5(7) . . ? O24A C24A N25A 125.2(8) . . ? O24A C24A C23A 128.4(8) . . ? N25A C24A C23A 106.5(6) . . ? N25A C26A C29A 114.2(7) . . ? N25A C26A C27A 101.5(6) . . ? C29A C26A C27A 115.2(7) . . ? O28A C27A C26A 105.9(6) . . ? C30A C29A C34A 117.8(8) . . ? C30A C29A C26A 120.4(8) . . ? C34A C29A C26A 121.8(8) . . ? C29A C30A C31A 120.8(10) . . ? C32A C31A C30A 120.0(10) . . ? C33A C32A C31A 119.2(10) . . ? C34A C33A C32A 120.2(10) . . ? C33A C34A C29A 122.0(10) . . ? O68A C61A N65A 103.0(5) . . ? O68A C61A C6A 111.4(5) . . ? N65A C61A C6A 110.3(6) . . ? O68A C61A C62A 113.2(6) . . ? N65A C61A C62A 104.8(5) . . ? C6A C61A C62A 113.3(6) . . ? C61A C62A C63A 104.8(6) . . ? C64A C63A C62A 104.5(6) . . ? O64A C64A N65A 126.1(7) . . ? O64A C64A C63A 126.8(7) . . ? N65A C64A C63A 107.0(6) . . ? N65A C66A C69A 115.0(6) . . ? N65A C66A C67A 100.6(6) . . ? C69A C66A C67A 114.4(7) . . ? O68A C67A C66A 106.5(6) . . ? C70A C69A C74A 118.1(9) . . ? C70A C69A C66A 119.7(8) . . ? C74A C69A C66A 122.2(8) . . ? C69A C70A C71A 121.5(11) . . ? C70A C71A C72A 118.4(10) . . ? C73A C72A C71A 119.1(11) . . ? C72A C73A C74A 122.3(11) . . ? C73A C74A C69A 120.5(10) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 N1 C2 C3 -1.7(10) . . . . ? C6 N1 C2 C21 179.4(6) . . . . ? N1 C2 C3 C4 1.7(11) . . . . ? C21 C2 C3 C4 -179.6(7) . . . . ? C2 C3 C4 C5 0.2(12) . . . . ? C3 C4 C5 C6 -1.9(11) . . . . ? C2 N1 C6 C5 -0.1(10) . . . . ? C2 N1 C6 C61 -176.7(6) . . . . ? C4 C5 C6 N1 1.9(11) . . . . ? C4 C5 C6 C61 178.3(6) . . . . ? C24 N25 C21 O28 -123.4(6) . . . . ? C26 N25 C21 O28 24.5(7) . . . . ? C24 N25 C21 C2 117.1(6) . . . . ? C26 N25 C21 C2 -95.0(7) . . . . ? C24 N25 C21 C22 -5.0(8) . . . . ? C26 N25 C21 C22 142.9(6) . . . . ? C27 O28 C21 N25 -33.4(7) . . . . ? C27 O28 C21 C2 86.3(7) . . . . ? C27 O28 C21 C22 -147.6(6) . . . . ? N1 C2 C21 N25 -59.4(8) . . . . ? C3 C2 C21 N25 121.9(8) . . . . ? N1 C2 C21 O28 -174.9(6) . . . . ? C3 C2 C21 O28 6.3(10) . . . . ? N1 C2 C21 C22 59.2(8) . . . . ? C3 C2 C21 C22 -119.6(8) . . . . ? N25 C21 C22 C23 17.0(8) . . . . ? O28 C21 C22 C23 130.2(6) . . . . ? C2 C21 C22 C23 -104.5(7) . . . . ? C21 C22 C23 C24 -21.9(8) . . . . ? C21 N25 C24 O24 169.0(7) . . . . ? C26 N25 C24 O24 25.7(12) . . . . ? C21 N25 C24 C23 -9.6(8) . . . . ? C26 N25 C24 C23 -152.9(7) . . . . ? C22 C23 C24 O24 -158.6(8) . . . . ? C22 C23 C24 N25 20.0(8) . . . . ? C24 N25 C26 C29 -97.7(9) . . . . ? C21 N25 C26 C29 118.4(7) . . . . ? C24 N25 C26 C27 138.2(7) . . . . ? C21 N25 C26 C27 -5.8(8) . . . . ? C21 O28 C27 C26 30.4(8) . . . . ? N25 C26 C27 O28 -15.2(8) . . . . ? C29 C26 C27 O28 -140.3(7) . . . . ? N25 C26 C29 C30 139.9(9) . . . . ? C27 C26 C29 C30 -103.5(10) . . . . ? N25 C26 C29 C34 -40.5(11) . . . . ? C27 C26 C29 C34 76.2(10) . . . . ? C34 C29 C30 C31 -1.3(19) . . . . ? C26 C29 C30 C31 178.4(13) . . . . ? C29 C30 C31 C32 3(2) . . . . ? C30 C31 C32 C33 -1(2) . . . . ? C31 C32 C33 C34 -2.4(19) . . . . ? C30 C29 C34 C33 -1.9(15) . . . . ? C26 C29 C34 C33 178.4(9) . . . . ? C32 C33 C34 C29 3.8(17) . . . . ? C67 O68 C61 N65 -38.0(7) . . . . ? C67 O68 C61 C62 -150.7(6) . . . . ? C67 O68 C61 C6 81.5(6) . . . . ? C64 N65 C61 O68 -118.1(6) . . . . ? C66 N65 C61 O68 27.2(7) . . . . ? C64 N65 C61 C62 -0.5(8) . . . . ? C66 N65 C61 C62 144.8(6) . . . . ? C64 N65 C61 C6 123.0(6) . . . . ? C66 N65 C61 C6 -91.7(7) . . . . ? N1 C6 C61 O68 -167.9(6) . . . . ? C5 C6 C61 O68 15.4(9) . . . . ? N1 C6 C61 N65 -53.9(8) . . . . ? C5 C6 C61 N65 129.4(7) . . . . ? N1 C6 C61 C62 65.0(8) . . . . ? C5 C6 C61 C62 -111.7(7) . . . . ? O68 C61 C62 C63 126.2(6) . . . . ? N65 C61 C62 C63 15.2(8) . . . . ? C6 C61 C62 C63 -107.2(7) . . . . ? C61 C62 C63 C64 -23.6(8) . . . . ? C61 N65 C64 O64 165.9(8) . . . . ? C66 N65 C64 O64 26.5(13) . . . . ? C61 N65 C64 C63 -15.0(9) . . . . ? C66 N65 C64 C63 -154.3(7) . . . . ? C62 C63 C64 O64 -156.9(9) . . . . ? C62 C63 C64 N65 24.0(9) . . . . ? C64 N65 C66 C67 134.3(8) . . . . ? C61 N65 C66 C67 -5.9(8) . . . . ? C64 N65 C66 C69 -101.8(9) . . . . ? C61 N65 C66 C69 118.0(7) . . . . ? C61 O68 C67 C66 35.3(7) . . . . ? N65 C66 C67 O68 -17.6(8) . . . . ? C69 C66 C67 O68 -139.9(7) . . . . ? N65 C66 C69 C70 19.8(12) . . . . ? C67 C66 C69 C70 135.7(8) . . . . ? N65 C66 C69 C74 -160.2(7) . . . . ? C67 C66 C69 C74 -44.3(10) . . . . ? C74 C69 C70 C71 -0.2(15) . . . . ? C66 C69 C70 C71 179.9(10) . . . . ? C69 C70 C71 C72 -1.7(18) . . . . ? C70 C71 C72 C73 4.0(18) . . . . ? C71 C72 C73 C74 -4.3(16) . . . . ? C72 C73 C74 C69 2.3(14) . . . . ? C70 C69 C74 C73 -0.1(13) . . . . ? C66 C69 C74 C73 179.8(8) . . . . ? C5A C6A N1A C2A -1.4(10) . . . . ? C61A C6A N1A C2A 179.7(6) . . . . ? C6A N1A C2A C3A -0.4(10) . . . . ? C6A N1A C2A C21A -178.4(6) . . . . ? N1A C2A C3A C4A 1.3(11) . . . . ? C21A C2A C3A C4A 179.2(6) . . . . ? C2A C3A C4A C5A -0.6(11) . . . . ? N1A C6A C5A C4A 2.1(11) . . . . ? C61A C6A C5A C4A -179.1(7) . . . . ? C3A C4A C5A C6A -1.1(11) . . . . ? C27A O28A C21A N25A -38.9(6) . . . . ? C27A O28A C21A C2A 82.6(6) . . . . ? C27A O28A C21A C22A -151.1(6) . . . . ? C24A N25A C21A O28A -111.0(6) . . . . ? C26A N25A C21A O28A 31.0(7) . . . . ? C24A N25A C21A C2A 129.0(6) . . . . ? C26A N25A C21A C2A -89.0(7) . . . . ? C24A N25A C21A C22A 6.3(8) . . . . ? C26A N25A C21A C22A 148.2(6) . . . . ? N1A C2A C21A O28A -170.5(5) . . . . ? C3A C2A C21A O28A 11.6(9) . . . . ? N1A C2A C21A N25A -54.8(8) . . . . ? C3A C2A C21A N25A 127.2(7) . . . . ? N1A C2A C21A C22A 63.5(7) . . . . ? C3A C2A C21A C22A -114.5(7) . . . . ? O28A C21A C22A C23A 118.2(7) . . . . ? N25A C21A C22A C23A 6.8(8) . . . . ? C2A C21A C22A C23A -116.3(7) . . . . ? C21A C22A C23A C24A -16.0(9) . . . . ? C21A N25A C24A O24A 162.8(8) . . . . ? C26A N25A C24A O24A 26.7(13) . . . . ? C21A N25A C24A C23A -16.6(9) . . . . ? C26A N25A C24A C23A -152.8(7) . . . . ? C22A C23A C24A O24A -159.5(9) . . . . ? C22A C23A C24A N25A 20.0(10) . . . . ? C24A N25A C26A C29A -108.2(8) . . . . ? C21A N25A C26A C29A 113.9(7) . . . . ? C24A N25A C26A C27A 127.1(7) . . . . ? C21A N25A C26A C27A -10.8(7) . . . . ? C21A O28A C27A C26A 32.6(7) . . . . ? N25A C26A C27A O28A -13.1(7) . . . . ? C29A C26A C27A O28A -137.1(7) . . . . ? N25A C26A C29A C30A -167.6(7) . . . . ? C27A C26A C29A C30A -50.6(10) . . . . ? N25A C26A C29A C34A 14.1(11) . . . . ? C27A C26A C29A C34A 131.1(8) . . . . ? C34A C29A C30A C31A 1.3(13) . . . . ? C26A C29A C30A C31A -177.1(8) . . . . ? C29A C30A C31A C32A -2.2(15) . . . . ? C30A C31A C32A C33A 2.8(15) . . . . ? C31A C32A C33A C34A -2.4(17) . . . . ? C32A C33A C34A C29A 1.5(18) . . . . ? C30A C29A C34A C33A -0.9(15) . . . . ? C26A C29A C34A C33A 177.4(9) . . . . ? C67A O68A C61A N65A -34.1(7) . . . . ? C67A O68A C61A C6A 84.1(7) . . . . ? C67A O68A C61A C62A -146.7(6) . . . . ? C64A N65A C61A O68A -122.7(6) . . . . ? C66A N65A C61A O68A 23.1(7) . . . . ? C64A N65A C61A C6A 118.3(6) . . . . ? C66A N65A C61A C6A -95.9(6) . . . . ? C64A N65A C61A C62A -4.0(8) . . . . ? C66A N65A C61A C62A 141.8(6) . . . . ? N1A C6A C61A O68A -171.8(6) . . . . ? C5A C6A C61A O68A 9.3(9) . . . . ? N1A C6A C61A N65A -58.1(7) . . . . ? C5A C6A C61A N65A 123.0(7) . . . . ? N1A C6A C61A C62A 59.1(8) . . . . ? C5A C6A C61A C62A -119.8(8) . . . . ? O68A C61A C62A C63A 127.9(6) . . . . ? N65A C61A C62A C63A 16.4(8) . . . . ? C6A C61A C62A C63A -103.9(7) . . . . ? C61A C62A C63A C64A -22.3(8) . . . . ? C66A N65A C64A O64A 26.6(11) . . . . ? C61A N65A C64A O64A 167.8(7) . . . . ? C66A N65A C64A C63A -151.6(7) . . . . ? C61A N65A C64A C63A -10.5(8) . . . . ? C62A C63A C64A O64A -157.9(8) . . . . ? C62A C63A C64A N65A 20.4(8) . . . . ? C64A N65A C66A C69A -98.4(8) . . . . ? C61A N65A C66A C69A 119.8(7) . . . . ? C64A N65A C66A C67A 138.2(7) . . . . ? C61A N65A C66A C67A -3.6(8) . . . . ? C61A O68A C67A C66A 33.0(8) . . . . ? N65A C66A C67A O68A -17.6(8) . . . . ? C69A C66A C67A O68A -141.4(7) . . . . ? N65A C66A C69A C70A 128.9(8) . . . . ? C67A C66A C69A C70A -115.4(8) . . . . ? N65A C66A C69A C74A -48.1(11) . . . . ? C67A C66A C69A C74A 67.6(10) . . . . ? C74A C69A C70A C71A -2.3(14) . . . . ? C66A C69A C70A C71A -179.4(9) . . . . ? C69A C70A C71A C72A 2.6(16) . . . . ? C70A C71A C72A C73A -1.8(17) . . . . ? C71A C72A C73A C74A 0.7(17) . . . . ? C72A C73A C74A C69A -0.4(16) . . . . ? C70A C69A C74A C73A 1.2(13) . . . . ? C66A C69A C74A C73A 178.2(8) . . . . ? # Attachment 'archive_jb78.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-04-12 at 11:15:33 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : jb78 difabs dreduc struct data_jb78 _database_code_depnum_ccdc_archive 'CCDC 798253' #TrackingRef 'archive_jb78.cif' _audit_creation_date 2010-04-12T11:15:33-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C28 H28 N2 O4' _chemical_formula_sum 'C15 H14 N O2' _chemical_formula_weight 240.27 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration syn #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'P 41 21 2' _symmetry_space_group_name_Hall 'P 4abw 2nw' _symmetry_Int_Tables_number 92 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, -z+3/4' '-x+1/2, y+1/2, -z+1/4' '-y, -x, -z+1/2' 'y, x, -z' 'y+1/2, -x+1/2, z+3/4' '-y+1/2, x+1/2, z+1/4' _cell_length_a 9.727(3) _cell_length_b 9.727(3) _cell_length_c 25.904(32) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2450.9 _cell_formula_units_Z 8 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 6.2 _cell_measurement_theta_max 18.4 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.33 _exptl_crystal_density_diffrn 1.302 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166 ; _exptl_absorpt_correction_T_min 0.1347 _exptl_absorpt_correction_T_max 0.9693 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 -0.102615 _diffrn_orient_matrix_ub_12 -0.005893 _diffrn_orient_matrix_ub_13 0.001176 _diffrn_orient_matrix_ub_21 0.006324 _diffrn_orient_matrix_ub_22 -0.100966 _diffrn_orient_matrix_ub_23 0.006809 _diffrn_orient_matrix_ub_31 0.002149 _diffrn_orient_matrix_ub_32 0.018329 _diffrn_orient_matrix_ub_33 0.037978 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 1 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l 2 2 2 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_unetI/netI 0.0498 _diffrn_reflns_number 3567 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 29.95 _diffrn_reflns_theta_full 29.95 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 3567 _reflns_number_gt 1767 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0775P)^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 calcd _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.004(2) _refine_ls_number_reflns 3567 _refine_ls_number_parameters 165 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1108 _refine_ls_R_factor_gt 0.0542 _refine_ls_wR_factor_ref 0.1717 _refine_ls_wR_factor_gt 0.1488 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -4(2) _refine_diff_density_max 0.105 _refine_diff_density_min -0.101 _refine_diff_density_rms 0.028 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 -0.1043(2) 0.2640(2) 0.76925(9) 0.0582(6) Uani 1 1 d . . . C2 C -0.1341(2) 0.1341(2) 0.75 0.0591(8) Uani 1 2 d S . . H2 H -0.0665 0.0665 0.75 0.071 Uiso 1 2 calc SR . . C3 C -0.3326(2) 0.3326(2) 0.75 0.0810(11) Uani 1 2 d S . . H3 H -0.4002 0.4002 0.75 0.097 Uiso 1 2 calc SR . . C4 C -0.2055(3) 0.3630(2) 0.76949(11) 0.0692(6) Uani 1 1 d . . . H4 H -0.1875 0.4499 0.7828 0.083 Uiso 1 1 calc R . . C11 C 0.0402(3) 0.2991(3) 0.78813(11) 0.0721(7) Uani 1 1 d . . . C12 C 0.1241(3) 0.3787(3) 0.74800(16) 0.0997(10) Uani 1 1 d . . . H12A H 0.0674 0.4029 0.7186 0.12 Uiso 1 1 calc R . . H12B H 0.1612 0.4624 0.7629 0.12 Uiso 1 1 calc R . . C13 C 0.2369(3) 0.2843(3) 0.73220(13) 0.0933(9) Uani 1 1 d . . . H13A H 0.3235 0.3335 0.73 0.112 Uiso 1 1 calc R . . H13B H 0.2172 0.2434 0.6989 0.112 Uiso 1 1 calc R . . C14 C 0.2432(3) 0.1759(3) 0.77339(11) 0.0699(6) Uani 1 1 d . . . C16 C 0.1055(3) 0.1409(3) 0.85373(10) 0.0756(7) Uani 1 1 d . . . H16 H 0.1962 0.1434 0.8702 0.091 Uiso 1 1 calc R . . C17 C 0.0210(4) 0.2637(4) 0.87365(13) 0.1123(13) Uani 1 1 d . . . H17A H -0.0747 0.238 0.8778 0.135 Uiso 1 1 calc R . . H17B H 0.056 0.2947 0.9067 0.135 Uiso 1 1 calc R . . C19 C 0.0424(2) 0.0015(3) 0.86343(10) 0.0713(7) Uani 1 1 d . . . C20 C 0.0809(3) -0.1106(3) 0.83417(13) 0.0856(8) Uani 1 1 d . . . H20 H 0.1418 -0.0984 0.8069 0.103 Uiso 1 1 calc R . . C21 C 0.0304(4) -0.2422(3) 0.84472(16) 0.1024(11) Uani 1 1 d . . . H21 H 0.0588 -0.3163 0.8247 0.123 Uiso 1 1 calc R . . C22 C -0.0597(4) -0.2624(5) 0.88396(18) 0.1139(13) Uani 1 1 d . . . H22 H -0.0937 -0.3499 0.8907 0.137 Uiso 1 1 calc R . . C23 C -0.0995(4) -0.1547(6) 0.91303(16) 0.1235(14) Uani 1 1 d . . . H23 H -0.1607 -0.1684 0.9401 0.148 Uiso 1 1 calc R . . C24 C -0.0502(3) -0.0233(5) 0.90299(13) 0.1087(12) Uani 1 1 d . . . H24 H -0.08 0.0496 0.9233 0.13 Uiso 1 1 calc R . . N15 N 0.12190(19) 0.1783(2) 0.79911(8) 0.0665(5) Uani 1 1 d . . . O14 O 0.33699(19) 0.0965(2) 0.78264(8) 0.0929(6) Uani 1 1 d . . . O18 O 0.0345(3) 0.3694(2) 0.83592(9) 0.1043(8) 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 0.0647(13) 0.0548(12) 0.0550(13) 0.0019(10) 0.0074(11) 0.0062(10) C2 0.0576(10) 0.0576(10) 0.0620(19) -0.0010(11) -0.0010(11) 0.0110(14) C3 0.0690(14) 0.0690(14) 0.105(3) 0.0111(17) 0.0111(17) 0.0279(18) C4 0.0730(15) 0.0540(12) 0.0808(18) 0.0056(12) 0.0152(14) 0.0129(11) C11 0.0741(15) 0.0592(13) 0.0831(19) -0.0071(13) -0.0061(14) 0.0078(12) C12 0.0784(17) 0.0674(16) 0.153(3) 0.0198(18) 0.0037(19) -0.0097(14) C13 0.104(2) 0.0869(19) 0.089(2) 0.0018(18) 0.0101(18) 0.0056(17) C14 0.0624(14) 0.0796(16) 0.0677(15) -0.0146(13) -0.0067(13) 0.0037(13) C16 0.0740(15) 0.0872(17) 0.0656(16) -0.0144(14) -0.0111(13) 0.0140(14) C17 0.159(4) 0.111(2) 0.0675(19) -0.0209(18) -0.011(2) 0.050(2) C19 0.0581(13) 0.0917(18) 0.0641(16) -0.0016(14) -0.0065(12) -0.0007(14) C20 0.0767(17) 0.0849(19) 0.095(2) 0.0089(17) 0.0019(16) 0.0131(15) C21 0.089(2) 0.091(2) 0.127(3) 0.019(2) -0.012(2) 0.0052(18) C22 0.104(3) 0.135(3) 0.103(3) 0.029(2) -0.027(2) -0.036(2) C23 0.097(2) 0.173(4) 0.100(3) -0.001(3) 0.009(2) -0.056(3) C24 0.084(2) 0.160(4) 0.082(2) -0.023(2) 0.0040(17) -0.019(2) N15 0.0632(11) 0.0678(12) 0.0684(13) -0.0072(10) -0.0114(10) 0.0046(10) O14 0.0657(10) 0.1113(15) 0.1018(15) 0.0012(13) -0.0019(11) 0.0151(11) O18 0.1293(18) 0.0769(13) 0.1068(16) -0.0375(12) -0.0297(15) 0.0185(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 C4 1.376(3) . ? C1 C2 1.388(3) . ? C1 C11 1.527(4) . ? C2 C1 1.388(3) 5_556 ? C3 C4 1.368(3) 5_556 ? C3 C4 1.368(3) . ? C11 O18 1.415(3) . ? C11 N15 1.447(3) . ? C11 C12 1.532(4) . ? C12 C13 1.488(4) . ? C13 C14 1.502(4) . ? C14 O14 1.219(3) . ? C14 N15 1.355(3) . ? C16 N15 1.470(4) . ? C16 C19 1.510(4) . ? C16 C17 1.539(4) . ? C17 O18 1.425(4) . ? C19 C20 1.380(4) . ? C19 C24 1.386(4) . ? C20 C21 1.398(4) . ? C21 C22 1.357(5) . ? C22 C23 1.347(6) . ? C23 C24 1.390(6) . ? 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 C4 C1 C2 119.2(2) . . ? C4 C1 C11 120.0(2) . . ? C2 C1 C11 120.7(2) . . ? C1 C2 C1 120.6(3) 5_556 . ? C4 C3 C4 121.7(3) 5_556 . ? C3 C4 C1 119.6(3) . . ? O18 C11 N15 104.0(2) . . ? O18 C11 C1 110.6(2) . . ? N15 C11 C1 112.8(2) . . ? O18 C11 C12 111.7(2) . . ? N15 C11 C12 104.5(2) . . ? C1 C11 C12 112.7(2) . . ? C13 C12 C11 105.5(2) . . ? C12 C13 C14 105.6(3) . . ? O14 C14 N15 124.5(3) . . ? O14 C14 C13 127.9(3) . . ? N15 C14 C13 107.6(2) . . ? N15 C16 C19 115.2(2) . . ? N15 C16 C17 100.9(2) . . ? C19 C16 C17 115.1(3) . . ? O18 C17 C16 106.3(3) . . ? C20 C19 C24 116.4(3) . . ? C20 C19 C16 120.5(2) . . ? C24 C19 C16 122.9(3) . . ? C19 C20 C21 121.4(3) . . ? C22 C21 C20 120.4(4) . . ? C23 C22 C21 119.4(4) . . ? C22 C23 C24 120.8(4) . . ? C19 C24 C23 121.5(4) . . ? C14 N15 C11 113.3(2) . . ? C14 N15 C16 124.3(2) . . ? C11 N15 C16 109.3(2) . . ? C11 O18 C17 104.8(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 C1 C2 C1 0.55(17) . . . 5_556 ? C11 C1 C2 C1 -177.1(3) . . . 5_556 ? C4 C3 C4 C1 0.56(18) 5_556 . . . ? C2 C1 C4 C3 -1.1(3) . . . . ? C11 C1 C4 C3 176.6(2) . . . . ? C4 C1 C11 O18 47.7(3) . . . . ? C2 C1 C11 O18 -134.7(2) . . . . ? C4 C1 C11 N15 163.7(2) . . . . ? C2 C1 C11 N15 -18.7(3) . . . . ? C4 C1 C11 C12 -78.2(3) . . . . ? C2 C1 C11 C12 99.4(3) . . . . ? O18 C11 C12 C13 121.6(3) . . . . ? N15 C11 C12 C13 9.7(3) . . . . ? C1 C11 C12 C13 -113.1(3) . . . . ? C11 C12 C13 C14 -17.1(3) . . . . ? C12 C13 C14 O14 -162.3(3) . . . . ? C12 C13 C14 N15 18.9(3) . . . . ? N15 C16 C17 O18 -16.8(3) . . . . ? C19 C16 C17 O18 -141.6(3) . . . . ? N15 C16 C19 C20 41.9(3) . . . . ? C17 C16 C19 C20 158.8(3) . . . . ? N15 C16 C19 C24 -141.5(3) . . . . ? C17 C16 C19 C24 -24.6(4) . . . . ? C24 C19 C20 C21 -1.0(4) . . . . ? C16 C19 C20 C21 175.8(3) . . . . ? C19 C20 C21 C22 0.8(5) . . . . ? C20 C21 C22 C23 -0.5(6) . . . . ? C21 C22 C23 C24 0.5(6) . . . . ? C20 C19 C24 C23 1.0(5) . . . . ? C16 C19 C24 C23 -175.7(3) . . . . ? C22 C23 C24 C19 -0.8(6) . . . . ? O14 C14 N15 C11 167.9(3) . . . . ? C13 C14 N15 C11 -13.3(3) . . . . ? O14 C14 N15 C16 31.0(4) . . . . ? C13 C14 N15 C16 -150.2(2) . . . . ? O18 C11 N15 C14 -115.0(2) . . . . ? C1 C11 N15 C14 125.1(2) . . . . ? C12 C11 N15 C14 2.3(3) . . . . ? O18 C11 N15 C16 28.2(3) . . . . ? C1 C11 N15 C16 -91.7(3) . . . . ? C12 C11 N15 C16 145.5(2) . . . . ? C19 C16 N15 C14 -103.9(3) . . . . ? C17 C16 N15 C14 131.5(3) . . . . ? C19 C16 N15 C11 117.8(2) . . . . ? C17 C16 N15 C11 -6.8(3) . . . . ? N15 C11 O18 C17 -38.7(3) . . . . ? C1 C11 O18 C17 82.6(3) . . . . ? C12 C11 O18 C17 -150.9(3) . . . . ? C16 C17 O18 C11 34.9(3) . . . . ? # Attachment 'archive_jb80.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-02-09 at 16:25:17 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : jb80 difabs dreduc struct data_jb80 _database_code_depnum_ccdc_archive 'CCDC 798254' #TrackingRef 'archive_jb80.cif' _audit_creation_date 2010-02-09T16:25:17-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C30 H29 N2 O4' _chemical_formula_sum 'C30 H30 N2 O4' _chemical_formula_weight 482.56 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration syn #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 9.737(8) _cell_length_b 10.015(6) _cell_length_c 26.408(11) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2575(3) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8.5 _cell_measurement_theta_max 18.3 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.39 _exptl_crystal_size_min 0.18 _exptl_crystal_density_diffrn 1.245 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1024 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166 ; _exptl_absorpt_correction_T_min 0.3888 _exptl_absorpt_correction_T_max 0.9852 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 0.018217 _diffrn_orient_matrix_ub_12 0.005643 _diffrn_orient_matrix_ub_13 -0.037214 _diffrn_orient_matrix_ub_21 -0.09686 _diffrn_orient_matrix_ub_22 0.029307 _diffrn_orient_matrix_ub_23 -0.005798 _diffrn_orient_matrix_ub_31 0.02881 _diffrn_orient_matrix_ub_32 0.095327 _diffrn_orient_matrix_ub_33 0.004028 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 1 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -5 -1 5 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_unetI/netI 0.0239 _diffrn_reflns_number 3175 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 26.97 _diffrn_reflns_theta_full 26.97 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 3175 _reflns_number_gt 2287 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.1298P)^2^+0.2261P] 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 calcd _refine_ls_extinction_method none _refine_ls_number_reflns 3175 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0894 _refine_ls_R_factor_gt 0.0639 _refine_ls_wR_factor_ref 0.2124 _refine_ls_wR_factor_gt 0.1898 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.124 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -2(3) _refine_diff_density_max 0.359 _refine_diff_density_min -0.229 _refine_diff_density_rms 0.052 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 O14 O 0.6588(5) 0.2681(3) 0.82688(15) 0.0866(11) Uani 1 1 d . . . O18 O 0.5814(4) 0.1951(4) 0.73552(14) 0.0851(11) Uani 1 1 d . . . H18 H 0.6119 0.2416 0.7585 0.128 Uiso 1 1 calc R . . O34 O 0.0791(4) 0.0208(5) 0.88441(17) 0.0966(13) Uani 1 1 d . . . O38 O 0.2450(5) -0.3290(3) 0.95306(13) 0.0893(12) Uani 1 1 d . . . N15 N 0.6787(3) 0.0390(3) 0.83461(12) 0.0464(7) Uani 1 1 d . . . N35 N 0.2400(4) -0.1268(3) 0.91482(14) 0.0595(9) Uani 1 1 d . . . C1 C 0.6568(5) -0.1822(4) 0.87637(13) 0.0477(9) Uani 1 1 d . . . C2 C 0.5180(4) -0.1704(4) 0.88868(13) 0.0468(9) Uani 1 1 d . . . H2 H 0.4802 -0.0857 0.8924 0.056 Uiso 1 1 calc R . . C3 C 0.4349(5) -0.2807(4) 0.89557(16) 0.0559(10) Uani 1 1 d . . . C4 C 0.4922(7) -0.4074(4) 0.8917(2) 0.0740(15) Uani 1 1 d . . . H4 H 0.4383 -0.4826 0.8972 0.089 Uiso 1 1 calc R . . C5 C 0.6287(7) -0.4210(4) 0.8797(2) 0.0784(16) Uani 1 1 d . . . H5 H 0.6668 -0.5058 0.8769 0.094 Uiso 1 1 calc R . . C6 C 0.7100(5) -0.3094(4) 0.87185(17) 0.0654(13) Uani 1 1 d . . . H6 H 0.8021 -0.3203 0.8634 0.079 Uiso 1 1 calc R . . C11 C 0.7419(4) -0.0580(4) 0.87052(14) 0.0475(8) Uani 1 1 d . . . H11 H 0.8338 -0.0823 0.8585 0.057 Uiso 1 1 calc R . . C12 C 0.7547(5) 0.0265(5) 0.91922(15) 0.0628(11) Uani 1 1 d . . . H12A H 0.6746 0.0152 0.9406 0.075 Uiso 1 1 calc R . . H12B H 0.836 0.0017 0.9382 0.075 Uiso 1 1 calc R . . C13 C 0.7652(6) 0.1682(5) 0.90041(19) 0.0723(13) Uani 1 1 d . . . H13A H 0.7206 0.2294 0.9237 0.087 Uiso 1 1 calc R . . H13B H 0.8604 0.1945 0.8965 0.087 Uiso 1 1 calc R . . C14 C 0.6933(5) 0.1670(4) 0.85030(19) 0.0612(11) Uani 1 1 d . . . C16 C 0.6424(4) -0.0102(4) 0.78383(14) 0.0487(9) Uani 1 1 d . . . H16 H 0.5999 -0.0978 0.7892 0.058 Uiso 1 1 calc R . . C17 C 0.5350(5) 0.0731(6) 0.75541(19) 0.0680(13) Uani 1 1 d . . . H17A H 0.4991 0.0197 0.7278 0.082 Uiso 1 1 calc R . . H17B H 0.4594 0.0912 0.7783 0.082 Uiso 1 1 calc R . . C19 C 0.7711(5) -0.0367(4) 0.75210(13) 0.0512(9) Uani 1 1 d . . . C20 C 0.8885(4) 0.0393(5) 0.75694(16) 0.0590(11) Uani 1 1 d . . . H20 H 0.8904 0.1102 0.7797 0.071 Uiso 1 1 calc R . . C21 C 1.0031(5) 0.0106(6) 0.7283(2) 0.0805(16) Uani 1 1 d . . . H21 H 1.0823 0.0613 0.7325 0.097 Uiso 1 1 calc R . . C22 C 1.0020(7) -0.0916(7) 0.6936(2) 0.093(2) Uani 1 1 d . . . H22 H 1.0788 -0.108 0.6736 0.112 Uiso 1 1 calc R . . C23 C 0.8874(8) -0.1687(6) 0.6887(2) 0.095(2) Uani 1 1 d . . . H23 H 0.8871 -0.2401 0.6661 0.114 Uiso 1 1 calc R . . C24 C 0.7703(7) -0.1409(5) 0.71747(19) 0.0764(15) Uani 1 1 d . . . H24 H 0.6917 -0.1924 0.7134 0.092 Uiso 1 1 calc R . . C31 C 0.2814(5) -0.2663(4) 0.90724(17) 0.0628(12) Uani 1 1 d . . . C32 C 0.1873(6) -0.3127(6) 0.8633(2) 0.0788(16) Uani 1 1 d . . . H32A H 0.2372 -0.3697 0.84 0.095 Uiso 1 1 calc R . . H32B H 0.1085 -0.3613 0.8762 0.095 Uiso 1 1 calc R . . C33 C 0.1426(6) -0.1847(7) 0.8374(2) 0.0905(17) Uani 1 1 d . . . H33A H 0.0512 -0.1935 0.8232 0.109 Uiso 1 1 calc R . . H33B H 0.2061 -0.16 0.8107 0.109 Uiso 1 1 calc R . . C34 C 0.1447(5) -0.0822(6) 0.8806(2) 0.0738(14) Uani 1 1 d . . . C36 C 0.2458(6) -0.0953(5) 0.96956(17) 0.0685(13) Uani 1 1 d . . . H36 H 0.1535 -0.0698 0.9808 0.082 Uiso 1 1 calc R . . C37 C 0.2793(9) -0.2326(5) 0.99170(18) 0.093(2) Uani 1 1 d . . . H37A H 0.376 -0.2384 1.0002 0.112 Uiso 1 1 calc R . . H37B H 0.2258 -0.2486 1.0221 0.112 Uiso 1 1 calc R . . C39 C 0.3438(5) 0.0174(4) 0.98231(17) 0.0588(10) Uani 1 1 d . . . C40 C 0.3444(7) 0.1306(5) 0.9514(3) 0.0840(16) Uani 1 1 d . . . H40 H 0.2902 0.1343 0.9225 0.101 Uiso 1 1 calc R . . C41 C 0.4274(8) 0.2372(6) 0.9647(4) 0.113(2) Uani 1 1 d . . . H41 H 0.4248 0.3144 0.9452 0.135 Uiso 1 1 calc R . . C42 C 0.5112(8) 0.2324(8) 1.0048(4) 0.116(3) Uani 1 1 d . . . H42 H 0.5702 0.3029 1.012 0.139 Uiso 1 1 calc R . . C43 C 0.5082(7) 0.1237(7) 1.0342(3) 0.098(2) Uani 1 1 d . . . H43 H 0.5636 0.1209 1.0629 0.117 Uiso 1 1 calc R . . C44 C 0.4275(7) 0.0183(6) 1.0235(2) 0.0842(16) Uani 1 1 d . . . H44 H 0.429 -0.0556 1.0448 0.101 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O14 0.127(3) 0.0356(15) 0.097(3) 0.0048(15) 0.008(2) 0.0029(19) O18 0.093(3) 0.074(2) 0.088(2) 0.0311(19) 0.001(2) 0.025(2) O34 0.066(2) 0.099(3) 0.124(3) -0.021(3) -0.010(2) 0.018(2) O38 0.135(3) 0.0544(18) 0.079(2) -0.0036(15) 0.037(2) -0.035(2) N15 0.0487(16) 0.0353(14) 0.0550(17) -0.0042(13) 0.0066(14) 0.0001(14) N35 0.062(2) 0.0545(19) 0.061(2) -0.0088(16) 0.0070(19) -0.0109(18) C1 0.066(2) 0.0384(18) 0.0389(17) 0.0008(15) -0.0019(18) 0.0109(18) C2 0.066(2) 0.0276(16) 0.0468(19) 0.0038(14) 0.0039(17) 0.0006(17) C3 0.083(3) 0.0321(18) 0.052(2) -0.0011(16) 0.001(2) -0.011(2) C4 0.107(4) 0.033(2) 0.082(3) 0.005(2) -0.006(3) -0.008(3) C5 0.120(5) 0.032(2) 0.084(3) -0.002(2) -0.020(3) 0.020(3) C6 0.081(3) 0.049(2) 0.067(3) -0.013(2) -0.013(2) 0.020(2) C11 0.0446(18) 0.049(2) 0.0489(19) -0.0022(16) 0.0009(16) 0.0025(17) C12 0.062(2) 0.074(3) 0.053(2) -0.012(2) 0.000(2) -0.012(3) C13 0.077(3) 0.059(2) 0.081(3) -0.023(2) 0.016(3) -0.022(3) C14 0.062(3) 0.042(2) 0.079(3) -0.007(2) 0.017(2) -0.007(2) C16 0.056(2) 0.0391(18) 0.051(2) 0.0025(15) 0.0014(17) -0.0035(18) C17 0.059(3) 0.076(3) 0.069(3) 0.008(2) -0.006(2) 0.010(2) C19 0.069(2) 0.0370(17) 0.0475(19) 0.0071(15) 0.0043(18) 0.0111(19) C20 0.055(2) 0.068(3) 0.054(2) 0.005(2) 0.0061(18) 0.006(2) C21 0.067(3) 0.096(4) 0.079(3) 0.017(3) 0.017(3) 0.023(3) C22 0.110(5) 0.088(4) 0.082(4) 0.021(3) 0.037(4) 0.046(4) C23 0.145(6) 0.060(3) 0.080(3) -0.013(3) 0.031(4) 0.021(4) C24 0.112(4) 0.044(2) 0.073(3) -0.010(2) 0.013(3) -0.004(3) C31 0.081(3) 0.049(2) 0.058(2) -0.0059(18) 0.018(2) -0.021(2) C32 0.076(3) 0.083(4) 0.077(3) -0.029(3) 0.011(3) -0.026(3) C33 0.069(3) 0.113(5) 0.090(4) -0.024(4) -0.012(3) 0.010(4) C34 0.050(2) 0.084(3) 0.087(3) -0.016(3) 0.000(3) -0.001(3) C36 0.077(3) 0.060(2) 0.068(3) -0.017(2) 0.029(3) -0.019(3) C37 0.165(6) 0.059(3) 0.056(3) 0.001(2) 0.023(3) -0.022(4) C39 0.060(2) 0.052(2) 0.065(2) -0.0120(19) 0.013(2) 0.000(2) C40 0.079(3) 0.058(3) 0.115(4) 0.010(3) -0.013(3) -0.005(3) C41 0.115(5) 0.044(3) 0.179(7) 0.006(4) -0.004(6) -0.018(3) C42 0.092(4) 0.095(5) 0.160(7) -0.071(5) 0.014(5) -0.026(4) C43 0.096(4) 0.106(5) 0.091(4) -0.036(4) -0.003(4) -0.025(4) C44 0.095(4) 0.087(4) 0.071(3) -0.025(3) -0.001(3) -0.008(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 O14 C14 1.234(6) . ? O18 C17 1.405(6) . ? O34 C34 1.217(7) . ? O38 C31 1.408(5) . ? O38 C37 1.444(6) . ? N15 C14 1.355(5) . ? N15 C16 1.472(5) . ? N15 C11 1.491(5) . ? N35 C34 1.370(7) . ? N35 C31 1.468(6) . ? N35 C36 1.481(6) . ? C1 C6 1.380(6) . ? C1 C2 1.395(6) . ? C1 C11 1.503(6) . ? C2 C3 1.381(6) . ? C3 C4 1.389(7) . ? C3 C31 1.533(7) . ? C4 C5 1.373(9) . ? C5 C6 1.386(8) . ? C11 C12 1.545(5) . ? C12 C13 1.507(7) . ? C13 C14 1.497(8) . ? C16 C19 1.531(6) . ? C16 C17 1.533(6) . ? C19 C20 1.380(6) . ? C19 C24 1.387(6) . ? C20 C21 1.378(6) . ? C21 C22 1.374(9) . ? C22 C23 1.363(9) . ? C23 C24 1.399(9) . ? C31 C32 1.549(7) . ? C32 C33 1.516(9) . ? C33 C34 1.535(8) . ? C36 C39 1.516(6) . ? C36 C37 1.529(7) . ? C39 C44 1.360(7) . ? C39 C40 1.397(7) . ? C40 C41 1.383(8) . ? C41 C42 1.338(12) . ? C42 C43 1.338(11) . ? C43 C44 1.346(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C31 O38 C37 104.5(3) . . ? C14 N15 C16 128.4(3) . . ? C14 N15 C11 112.3(3) . . ? C16 N15 C11 117.4(3) . . ? C34 N35 C31 114.0(4) . . ? C34 N35 C36 126.9(4) . . ? C31 N35 C36 109.0(4) . . ? C6 C1 C2 117.5(4) . . ? C6 C1 C11 123.2(4) . . ? C2 C1 C11 119.2(3) . . ? C3 C2 C1 122.0(4) . . ? C2 C3 C4 119.0(5) . . ? C2 C3 C31 121.5(4) . . ? C4 C3 C31 119.5(4) . . ? C5 C4 C3 119.8(5) . . ? C4 C5 C6 120.5(4) . . ? C1 C6 C5 121.1(5) . . ? N15 C11 C1 112.1(3) . . ? N15 C11 C12 101.9(3) . . ? C1 C11 C12 114.4(3) . . ? C13 C12 C11 104.3(3) . . ? C14 C13 C12 104.6(3) . . ? O14 C14 N15 126.5(5) . . ? O14 C14 C13 124.3(4) . . ? N15 C14 C13 109.1(4) . . ? N15 C16 C19 111.1(3) . . ? N15 C16 C17 115.3(3) . . ? C19 C16 C17 112.6(3) . . ? O18 C17 C16 115.9(4) . . ? C20 C19 C24 118.7(4) . . ? C20 C19 C16 122.2(3) . . ? C24 C19 C16 119.1(4) . . ? C21 C20 C19 120.4(5) . . ? C22 C21 C20 121.0(6) . . ? C23 C22 C21 119.5(5) . . ? C22 C23 C24 120.2(5) . . ? C19 C24 C23 120.3(6) . . ? O38 C31 N35 103.8(3) . . ? O38 C31 C3 112.1(4) . . ? N35 C31 C3 112.6(3) . . ? O38 C31 C32 111.2(4) . . ? N35 C31 C32 103.0(4) . . ? C3 C31 C32 113.5(4) . . ? C33 C32 C31 104.7(4) . . ? C32 C33 C34 103.1(5) . . ? O34 C34 N35 125.3(5) . . ? O34 C34 C33 128.4(5) . . ? N35 C34 C33 106.3(5) . . ? N35 C36 C39 113.5(4) . . ? N35 C36 C37 101.0(3) . . ? C39 C36 C37 116.8(5) . . ? O38 C37 C36 106.3(4) . . ? C44 C39 C40 117.4(5) . . ? C44 C39 C36 124.0(5) . . ? C40 C39 C36 118.5(5) . . ? C41 C40 C39 118.7(6) . . ? C42 C41 C40 121.9(7) . . ? C43 C42 C41 118.4(7) . . ? C42 C43 C44 121.9(7) . . ? C43 C44 C39 121.5(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 -0.9(6) . . . . ? C11 C1 C2 C3 -178.7(4) . . . . ? C1 C2 C3 C4 2.1(6) . . . . ? C1 C2 C3 C31 -177.8(4) . . . . ? C2 C3 C4 C5 -1.9(7) . . . . ? C31 C3 C4 C5 178.0(5) . . . . ? C3 C4 C5 C6 0.6(9) . . . . ? C2 C1 C6 C5 -0.5(6) . . . . ? C11 C1 C6 C5 177.2(5) . . . . ? C4 C5 C6 C1 0.7(8) . . . . ? C14 N15 C11 C1 141.1(4) . . . . ? C16 N15 C11 C1 -53.4(4) . . . . ? C14 N15 C11 C12 18.3(4) . . . . ? C16 N15 C11 C12 -176.2(3) . . . . ? C6 C1 C11 N15 129.7(4) . . . . ? C2 C1 C11 N15 -52.6(4) . . . . ? C6 C1 C11 C12 -114.9(4) . . . . ? C2 C1 C11 C12 62.8(5) . . . . ? N15 C11 C12 C13 -26.8(5) . . . . ? C1 C11 C12 C13 -148.0(4) . . . . ? C11 C12 C13 C14 26.3(5) . . . . ? C16 N15 C14 O14 11.7(8) . . . . ? C11 N15 C14 O14 175.3(5) . . . . ? C16 N15 C14 C13 -165.5(4) . . . . ? C11 N15 C14 C13 -2.0(5) . . . . ? C12 C13 C14 O14 166.8(5) . . . . ? C12 C13 C14 N15 -15.8(5) . . . . ? C14 N15 C16 C19 91.8(5) . . . . ? C11 N15 C16 C19 -71.1(4) . . . . ? C14 N15 C16 C17 -37.9(6) . . . . ? C11 N15 C16 C17 159.2(4) . . . . ? N15 C16 C17 O18 74.7(5) . . . . ? C19 C16 C17 O18 -54.3(5) . . . . ? N15 C16 C19 C20 -33.3(5) . . . . ? C17 C16 C19 C20 97.8(5) . . . . ? N15 C16 C19 C24 146.3(4) . . . . ? C17 C16 C19 C24 -82.6(5) . . . . ? C24 C19 C20 C21 -0.8(6) . . . . ? C16 C19 C20 C21 178.9(4) . . . . ? C19 C20 C21 C22 1.6(7) . . . . ? C20 C21 C22 C23 -2.3(8) . . . . ? C21 C22 C23 C24 2.3(9) . . . . ? C20 C19 C24 C23 0.8(7) . . . . ? C16 C19 C24 C23 -178.8(4) . . . . ? C22 C23 C24 C19 -1.6(9) . . . . ? C37 O38 C31 N35 -39.2(6) . . . . ? C37 O38 C31 C3 82.6(5) . . . . ? C37 O38 C31 C32 -149.2(5) . . . . ? C34 N35 C31 O38 -120.1(4) . . . . ? C36 N35 C31 O38 27.9(5) . . . . ? C34 N35 C31 C3 118.5(5) . . . . ? C36 N35 C31 C3 -93.5(4) . . . . ? C34 N35 C31 C32 -4.1(5) . . . . ? C36 N35 C31 C32 143.9(4) . . . . ? C2 C3 C31 O38 -122.1(4) . . . . ? C4 C3 C31 O38 58.0(6) . . . . ? C2 C3 C31 N35 -5.6(6) . . . . ? C4 C3 C31 N35 174.5(4) . . . . ? C2 C3 C31 C32 110.9(5) . . . . ? C4 C3 C31 C32 -69.0(6) . . . . ? O38 C31 C32 C33 131.7(5) . . . . ? N35 C31 C32 C33 21.1(5) . . . . ? C3 C31 C32 C33 -100.9(5) . . . . ? C31 C32 C33 C34 -29.2(5) . . . . ? C31 N35 C34 O34 167.1(5) . . . . ? C36 N35 C34 O34 25.9(8) . . . . ? C31 N35 C34 C33 -14.6(6) . . . . ? C36 N35 C34 C33 -155.7(4) . . . . ? C32 C33 C34 O34 -154.5(6) . . . . ? C32 C33 C34 N35 27.3(6) . . . . ? C34 N35 C36 C39 -97.1(6) . . . . ? C31 N35 C36 C39 120.2(4) . . . . ? C34 N35 C36 C37 137.2(5) . . . . ? C31 N35 C36 C37 -5.5(6) . . . . ? C31 O38 C37 C36 36.6(7) . . . . ? N35 C36 C37 O38 -18.3(6) . . . . ? C39 C36 C37 O38 -141.9(4) . . . . ? N35 C36 C39 C44 -140.0(5) . . . . ? C37 C36 C39 C44 -23.2(7) . . . . ? N35 C36 C39 C40 43.1(6) . . . . ? C37 C36 C39 C40 160.0(5) . . . . ? C44 C39 C40 C41 -1.1(8) . . . . ? C36 C39 C40 C41 176.0(5) . . . . ? C39 C40 C41 C42 3.1(11) . . . . ? C40 C41 C42 C43 -3.8(12) . . . . ? C41 C42 C43 C44 2.5(11) . . . . ? C42 C43 C44 C39 -0.5(10) . . . . ? C40 C39 C44 C43 -0.2(8) . . . . ? C36 C39 C44 C43 -177.1(5) . . . . ? 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 O18 H18 O14 0.82 1.88 2.631(6) 151.4 . # Attachment 'archive_jb82.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-02-08 at 17:38:35 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\wingx\files\archive.dat # CIF files read : jb82 difabs dreduc struct data_jb82 _database_code_depnum_ccdc_archive 'CCDC 798255' #TrackingRef 'archive_jb82.cif' _audit_creation_date 2010-02-08T17:38:35-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C14 H16 N2 O2' _chemical_formula_sum 'C14 H16 N2 O2' _chemical_formula_weight 244.29 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration syn #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 5.559(6) _cell_length_b 8.894(4) _cell_length_c 12.507(6) _cell_angle_alpha 90 _cell_angle_beta 92.64(6) _cell_angle_gamma 90 _cell_volume 617.7(8) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 6.5 _cell_measurement_theta_max 12 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.23 _exptl_crystal_density_diffrn 1.313 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 260 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type refdelf _exptl_absorpt_process_details ; Walker, N. & Stuart, D (1983) Acta. Cryst. A39, 158-166 ; _exptl_absorpt_correction_T_min 0.1988 _exptl_absorpt_correction_T_max 0.9797 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 294(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_ub_11 -0.025845 _diffrn_orient_matrix_ub_12 -0.098114 _diffrn_orient_matrix_ub_13 -0.037962 _diffrn_orient_matrix_ub_21 -0.034784 _diffrn_orient_matrix_ub_22 -0.049289 _diffrn_orient_matrix_ub_23 0.069426 _diffrn_orient_matrix_ub_31 -0.174882 _diffrn_orient_matrix_ub_32 0.024318 _diffrn_orient_matrix_ub_33 -0.011974 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega scans' _diffrn_standards_number 2 _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -1 0 2 -1 0 2 _diffrn_reflns_av_R_equivalents 0 _diffrn_reflns_av_unetI/netI 0.136 _diffrn_reflns_number 2410 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 25.98 _diffrn_reflns_theta_full 25.98 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 2410 _reflns_number_gt 1062 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0765P)^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 calcd _refine_ls_extinction_method none _refine_ls_number_reflns 2410 _refine_ls_number_parameters 163 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1612 _refine_ls_R_factor_gt 0.063 _refine_ls_wR_factor_ref 0.1654 _refine_ls_wR_factor_gt 0.1355 _refine_ls_goodness_of_fit_ref 0.869 _refine_ls_restrained_S_all 0.868 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(3) _refine_diff_density_max 0.172 _refine_diff_density_min -0.148 _refine_diff_density_rms 0.041 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.5753(10) 1.0171(7) 0.2717(4) 0.0524(14) Uani 1 1 d . . . H1 H 0.7076 0.9665 0.3024 0.063 Uiso 1 1 calc R . . C2 C 0.3999(10) 0.9372(6) 0.2120(4) 0.0514(15) Uani 1 1 d . . . C3 C 0.2096(10) 1.0164(6) 0.1645(4) 0.0583(15) Uani 1 1 d . . . H3 H 0.0901 0.9649 0.125 0.07 Uiso 1 1 calc R . . C4 C 0.1936(10) 1.1703(6) 0.1747(4) 0.0584(16) Uani 1 1 d . . . H4 H 0.0678 1.2225 0.1401 0.07 Uiso 1 1 calc R . . C5 C 0.3646(10) 1.2463(6) 0.2365(4) 0.0527(15) Uani 1 1 d . . . H5 H 0.3494 1.3498 0.2443 0.063 Uiso 1 1 calc R . . C6 C 0.5540(9) 1.1760(6) 0.2862(4) 0.0454(13) Uani 1 1 d . . . C21 C 0.4334(11) 0.7709(6) 0.1920(5) 0.0604(15) Uani 1 1 d . . . H21 H 0.5565 0.7309 0.2429 0.072 Uiso 1 1 calc R . . C23 C 0.1587(10) 0.5932(7) 0.1199(5) 0.0564(14) Uani 1 1 d . . . C24 C 0.3469(12) 0.6077(9) 0.0409(5) 0.096(2) Uani 1 1 d . . . H24A H 0.4402 0.5157 0.0378 0.116 Uiso 1 1 calc R . . H24B H 0.2749 0.6281 -0.0297 0.116 Uiso 1 1 calc R . . C25 C 0.5007(13) 0.7336(6) 0.0775(6) 0.090(2) Uani 1 1 d . . . H25A H 0.4737 0.8201 0.0313 0.108 Uiso 1 1 calc R . . H25B H 0.6692 0.7055 0.0763 0.108 Uiso 1 1 calc R . . C61 C 0.7401(9) 1.2557(6) 0.3579(4) 0.0506(14) Uani 1 1 d . . . H61 H 0.8862 1.1944 0.3663 0.061 Uiso 1 1 calc R . . C63 C 0.8382(10) 1.5094(7) 0.3977(4) 0.0564(15) Uani 1 1 d . . . C64 C 0.7894(11) 1.4326(6) 0.5018(4) 0.0652(16) Uani 1 1 d . . . H64A H 0.6981 1.4975 0.5472 0.078 Uiso 1 1 calc R . . H64B H 0.9388 1.4047 0.5398 0.078 Uiso 1 1 calc R . . C65 C 0.6453(10) 1.2946(6) 0.4691(4) 0.0621(16) Uani 1 1 d . . . H65A H 0.4741 1.3164 0.4642 0.075 Uiso 1 1 calc R . . H65B H 0.6748 1.2129 0.5195 0.075 Uiso 1 1 calc R . . N22 N 0.2088(8) 0.6865(5) 0.2011(4) 0.0619(13) Uani 1 1 d . . . H22 H 0.1173 0.6965 0.2543 0.074 Uiso 1 1 calc R . . N62 N 0.8005(8) 1.4070(5) 0.3196(3) 0.0552(12) Uani 1 1 d . . . H62 H 0.8108 1.4282 0.2529 0.066 Uiso 1 1 calc R . . O23 O -0.0139(8) 0.5043(5) 0.1133(3) 0.0736(13) Uani 1 1 d . . . O63 O 0.9095(8) 1.6380(4) 0.3846(3) 0.0736(13) 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 0.055(3) 0.055(4) 0.048(3) 0.005(3) 0.009(3) -0.001(3) C2 0.049(3) 0.054(4) 0.051(3) -0.013(3) 0.007(3) -0.001(3) C3 0.058(4) 0.056(4) 0.062(4) -0.006(3) 0.006(3) 0.000(3) C4 0.059(4) 0.054(4) 0.061(4) -0.008(3) -0.010(3) 0.015(3) C5 0.058(3) 0.040(3) 0.060(4) 0.000(3) -0.001(3) 0.007(3) C6 0.046(3) 0.045(3) 0.046(3) 0.003(3) 0.004(3) -0.006(3) C21 0.062(4) 0.047(4) 0.072(4) 0.002(3) 0.003(3) 0.002(3) C23 0.067(4) 0.048(3) 0.053(3) 0.012(3) -0.002(3) -0.007(3) C24 0.096(5) 0.122(6) 0.074(4) -0.018(5) 0.025(4) -0.037(5) C25 0.109(6) 0.057(4) 0.107(6) -0.027(4) 0.058(5) -0.012(4) C61 0.051(3) 0.048(3) 0.053(3) -0.003(3) 0.005(3) -0.010(3) C63 0.061(4) 0.056(4) 0.052(4) -0.002(3) -0.002(3) -0.011(3) C64 0.082(4) 0.054(4) 0.061(4) -0.007(3) 0.009(3) -0.003(3) C65 0.069(4) 0.058(4) 0.059(4) 0.004(3) 0.007(3) -0.009(3) N22 0.075(3) 0.056(3) 0.056(3) -0.016(3) 0.012(3) -0.017(3) N62 0.070(3) 0.047(3) 0.048(3) -0.002(2) 0.001(2) -0.014(2) O23 0.086(3) 0.069(3) 0.065(3) -0.005(2) -0.006(2) -0.023(3) O63 0.098(3) 0.056(3) 0.068(3) -0.002(2) 0.017(2) -0.025(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 1.395(8) . ? C1 C6 1.430(7) . ? C2 C3 1.382(7) . ? C2 C21 1.513(7) . ? C3 C4 1.378(7) . ? C4 C5 1.374(7) . ? C5 C6 1.351(7) . ? C6 C61 1.514(7) . ? C21 N22 1.466(7) . ? C21 C25 1.533(8) . ? C23 O23 1.243(6) . ? C23 N22 1.331(7) . ? C23 C24 1.477(8) . ? C24 C25 1.469(8) . ? C61 N62 1.473(7) . ? C61 C65 1.549(8) . ? C63 O63 1.224(6) . ? C63 N62 1.345(6) . ? C63 C64 1.505(7) . ? C64 C65 1.512(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 120.7(6) . . ? C3 C2 C1 118.2(6) . . ? C3 C2 C21 121.7(6) . . ? C1 C2 C21 119.8(6) . . ? C4 C3 C2 121.2(6) . . ? C5 C4 C3 119.7(6) . . ? C6 C5 C4 122.4(5) . . ? C5 C6 C1 117.8(6) . . ? C5 C6 C61 123.6(5) . . ? C1 C6 C61 118.6(6) . . ? N22 C21 C2 112.1(5) . . ? N22 C21 C25 102.0(5) . . ? C2 C21 C25 113.8(5) . . ? O23 C23 N22 125.5(5) . . ? O23 C23 C24 125.4(6) . . ? N22 C23 C24 109.1(5) . . ? C25 C24 C23 106.1(6) . . ? C24 C25 C21 107.0(5) . . ? N62 C61 C6 113.3(4) . . ? N62 C61 C65 100.4(4) . . ? C6 C61 C65 112.7(4) . . ? O63 C63 N62 125.2(5) . . ? O63 C63 C64 127.7(5) . . ? N62 C63 C64 107.0(5) . . ? C63 C64 C65 104.4(4) . . ? C64 C65 C61 103.0(4) . . ? C23 N22 C21 114.1(5) . . ? C63 N62 C61 114.4(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 2.0(8) . . . . ? C6 C1 C2 C21 176.3(5) . . . . ? C1 C2 C3 C4 0.6(8) . . . . ? C21 C2 C3 C4 -173.5(5) . . . . ? C2 C3 C4 C5 -2.5(8) . . . . ? C3 C4 C5 C6 1.7(8) . . . . ? C4 C5 C6 C1 0.8(8) . . . . ? C4 C5 C6 C61 -177.7(5) . . . . ? C2 C1 C6 C5 -2.7(8) . . . . ? C2 C1 C6 C61 175.8(4) . . . . ? C3 C2 C21 N22 -46.7(7) . . . . ? C1 C2 C21 N22 139.3(5) . . . . ? C3 C2 C21 C25 68.3(7) . . . . ? C1 C2 C21 C25 -105.7(6) . . . . ? O23 C23 C24 C25 175.7(6) . . . . ? N22 C23 C24 C25 -6.7(8) . . . . ? C23 C24 C25 C21 12.2(8) . . . . ? N22 C21 C25 C24 -12.8(7) . . . . ? C2 C21 C25 C24 -133.7(6) . . . . ? C5 C6 C61 N62 -37.7(7) . . . . ? C1 C6 C61 N62 143.8(5) . . . . ? C5 C6 C61 C65 75.4(7) . . . . ? C1 C6 C61 C65 -103.1(6) . . . . ? O63 C63 C64 C65 165.3(6) . . . . ? N62 C63 C64 C65 -17.8(6) . . . . ? C63 C64 C65 C61 30.4(5) . . . . ? N62 C61 C65 C64 -31.1(5) . . . . ? C6 C61 C65 C64 -151.8(5) . . . . ? O23 C23 N22 C21 175.6(6) . . . . ? C24 C23 N22 C21 -2.0(7) . . . . ? C2 C21 N22 C23 131.4(5) . . . . ? C25 C21 N22 C23 9.3(6) . . . . ? O63 C63 N62 C61 173.6(6) . . . . ? C64 C63 N62 C61 -3.3(6) . . . . ? C6 C61 N62 C63 142.5(5) . . . . ? C65 C61 N62 C63 22.2(6) . . . . ? 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 N22 H22 O63 0.86 2.11 2.928(6) 159.7 1_445 N62 H62 O23 0.86 2.15 2.952(6) 155.6 1_665