# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2002 data_9 _database_code_CSD 167018 _journal_coden_Cambridge 182 loop_ _publ_author_name 'Sierra, Miguel A.' 'del Amo, Juan C.' 'Gomez-Gallego, Mar' 'Mancheno, Maria J.' 'Torres, M. Rosario' _publ_contact_author_name 'Prof Miguel A. Sierra' _publ_contact_author_address ; Quimica Organica Universidad Complutense Facultad de Quimica Madrid 28040 SPAIN ; _publ_contact_author_phone '+34 91 3944285' _publ_contact_author_fax '+34 91 3944284' _publ_contact_author_email mrtorres@quim.ucm.es _publ_requested_journal 'Chem. Commun.' _publ_requested_coeditor_name ? _publ_contact_letter ; Please consider this CIF submission for publication as a Regular Structure Paper in Chemical Communications ; #=========================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Pd-Catalyzed Tandem Cyclization Processes on Chromium-bis-Carbene Complexes. ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H22 N2 O2' _chemical_formula_weight 394.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 27.815(3) _cell_length_b 10.6199(13) _cell_length_c 18.243(2) _cell_angle_alpha 90.00 _cell_angle_beta 129.124(2) _cell_angle_gamma 90.00 _cell_volume 4180.6(9) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.253 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1664 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10720 _diffrn_reflns_av_R_equivalents 0.0637 _diffrn_reflns_av_sigmaI/netI 0.0921 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3682 _reflns_number_gt 1761 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0418P)^2^+0.0000P] where P==(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3682 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1158 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1113 _refine_ls_wR_factor_gt 0.0945 _refine_ls_goodness_of_fit_ref 0.880 _refine_ls_restrained_S_all 0.880 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.22452(10) 0.28212(18) 0.11030(16) 0.0429(5) Uani 1 1 d . . . C2 C 0.22810(12) 0.2931(2) 0.19256(19) 0.0417(7) Uani 1 1 d . . . C3 C 0.27049(13) 0.2194(2) 0.2714(2) 0.0520(8) Uani 1 1 d . . . H3 H 0.2965 0.1590 0.2590 0.071(8) Uiso 1 1 d R . . C4 C 0.27370(14) 0.2249(2) 0.3503(2) 0.0573(8) Uani 1 1 d . . . H4 H 0.3100 0.1769 0.4078 0.060(8) Uiso 1 1 d R . . C5 C 0.23449(13) 0.3038(2) 0.3512(2) 0.0539(8) Uani 1 1 d . . . H5 H 0.2349 0.3033 0.4110 0.074(8) Uiso 1 1 d R . . C6 C 0.19242(12) 0.3762(2) 0.27268(19) 0.0470(7) Uani 1 1 d . . . H6 H 0.1620 0.4333 0.2690 0.042(6) Uiso 1 1 d R . . C7 C 0.18756(12) 0.3736(2) 0.19161(18) 0.0402(6) Uani 1 1 d . . . N8 N 0.14153(10) 0.45412(18) 0.12027(16) 0.0419(5) Uani 1 1 d . . . C9 C 0.11438(12) 0.4614(2) 0.0318(2) 0.0405(6) Uani 1 1 d . . . C10 C 0.12777(12) 0.3844(2) -0.02415(19) 0.0440(7) Uani 1 1 d . . . H10 H 0.0863 0.3628 -0.0913 0.051(7) Uiso 1 1 d R . . C11 C 0.16694(14) 0.4621(3) -0.0407(2) 0.0532(8) Uani 1 1 d . . . C12 C 0.23294(13) 0.4401(2) 0.0255(2) 0.0522(7) Uani 1 1 d . . . H12 H 0.2573 0.4857 0.0053 0.065(8) Uiso 1 1 d R . . C13 C 0.26021(12) 0.3646(2) 0.10186(19) 0.0449(7) Uani 1 1 d . . . C14 C 0.16182(13) 0.2614(2) 0.0203(2) 0.0475(7) Uani 1 1 d . . . H14 H 0.1711 0.2180 -0.0230 0.051(7) Uiso 1 1 d R . . O15 O 0.12662(8) 0.18457(15) 0.03263(13) 0.0526(5) Uani 1 1 d . . . C16 C 0.14431(15) 0.0537(2) 0.0482(3) 0.0753(10) Uani 1 1 d . . . H16A H 0.1859 0.0445 0.1078 0.090 Uiso 1 1 calc R . . H16B H 0.1444 0.0235 -0.0019 0.090 Uiso 1 1 calc R . . C17 C 0.10205(19) -0.0189(3) 0.0502(4) 0.1358(18) Uani 1 1 d . . . H17A H 0.1145 -0.1057 0.0614 0.204 Uiso 1 1 calc R . . H17B H 0.0611 -0.0111 -0.0094 0.204 Uiso 1 1 calc R . . H17C H 0.1021 0.0113 0.0998 0.204 Uiso 1 1 calc R . . C18 C 0.06279(12) 0.5556(2) -0.02288(19) 0.0409(6) Uani 1 1 d . . . C19 C 0.04877(12) 0.6274(2) 0.0252(2) 0.0524(7) Uani 1 1 d . . . H19 H 0.0768 0.6201 0.0982 0.060(8) Uiso 1 1 d R . . C20 C -0.00017(14) 0.7112(3) -0.0221(2) 0.0607(8) Uani 1 1 d . . . H20 H -0.0141 0.7612 0.0108 0.078(9) Uiso 1 1 d R . . C21 C -0.03655(14) 0.7247(3) -0.1184(2) 0.0594(8) Uani 1 1 d . . . H21 H -0.0753 0.7868 -0.1584 0.082(9) Uiso 1 1 d R . . C22 C -0.02322(14) 0.6553(3) -0.1675(2) 0.0655(8) Uani 1 1 d . . . H22 H -0.0516 0.6618 -0.2409 0.102(11) Uiso 1 1 d R . . C23 C 0.02596(13) 0.5716(3) -0.1205(2) 0.0560(8) Uani 1 1 d . . . H23 H 0.0399 0.5117 -0.1502 0.094(10) Uiso 1 1 d R . . O24 O 0.14345(10) 0.5389(2) -0.10490(16) 0.0767(7) Uani 1 1 d . . . C25 C 0.32839(13) 0.3573(3) 0.17359(19) 0.0481(7) Uani 1 1 d . . . C26 C 0.36418(15) 0.4671(3) 0.2030(2) 0.0669(9) Uani 1 1 d . . . H26 H 0.3403 0.5539 0.1593 0.146(14) Uiso 1 1 d R . . C27 C 0.42834(17) 0.4577(4) 0.2618(3) 0.0810(10) Uani 1 1 d . . . H27 H 0.4541 0.5404 0.2839 0.115(12) Uiso 1 1 d R . . C28 C 0.45642(18) 0.3418(4) 0.2918(2) 0.0842(11) Uani 1 1 d . . . H28 H 0.5008 0.3370 0.3342 0.105(12) Uiso 1 1 d R . . C29 C 0.42210(15) 0.2334(3) 0.2639(2) 0.0666(9) Uani 1 1 d . . . H29 H 0.4440 0.1423 0.2877 0.084(9) Uiso 1 1 d R . . C30 C 0.35800(14) 0.2412(3) 0.2053(2) 0.0532(8) Uani 1 1 d . . . H30 H 0.3310 0.1605 0.1798 0.059(8) Uiso 1 1 d 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 0.0463(15) 0.0461(13) 0.0437(14) -0.0014(11) 0.0320(13) 0.0001(11) C2 0.0496(18) 0.0416(15) 0.0419(18) -0.0003(14) 0.0327(16) 0.0004(14) C3 0.061(2) 0.0531(18) 0.056(2) 0.0073(15) 0.0438(18) 0.0066(15) C4 0.063(2) 0.0580(19) 0.054(2) 0.0158(16) 0.0384(19) 0.0151(16) C5 0.066(2) 0.0568(18) 0.050(2) 0.0072(15) 0.0418(19) 0.0040(16) C6 0.057(2) 0.0465(16) 0.0495(19) 0.0005(15) 0.0390(17) 0.0053(15) C7 0.0432(17) 0.0372(15) 0.0434(17) -0.0014(13) 0.0288(15) -0.0016(13) N8 0.0428(14) 0.0438(13) 0.0401(15) 0.0008(11) 0.0267(13) 0.0011(11) C9 0.0438(18) 0.0377(15) 0.0451(18) -0.0056(14) 0.0305(16) -0.0072(13) C10 0.0445(18) 0.0492(17) 0.0394(17) -0.0042(13) 0.0270(16) -0.0004(13) C11 0.065(2) 0.0573(19) 0.053(2) 0.0025(16) 0.0450(19) 0.0054(16) C12 0.053(2) 0.0629(19) 0.054(2) 0.0082(16) 0.0404(18) 0.0049(15) C13 0.0485(19) 0.0485(17) 0.0514(19) -0.0046(15) 0.0381(17) 0.0002(14) C14 0.054(2) 0.0463(17) 0.0518(19) -0.0046(14) 0.0379(18) -0.0026(14) O15 0.0551(13) 0.0422(11) 0.0672(13) -0.0032(9) 0.0418(12) -0.0014(9) C16 0.076(3) 0.0438(18) 0.112(3) 0.0018(19) 0.062(2) 0.0034(17) C17 0.126(4) 0.072(3) 0.230(5) 0.050(3) 0.123(4) 0.013(3) C18 0.0393(17) 0.0395(15) 0.0453(18) -0.0003(13) 0.0274(16) -0.0036(13) C19 0.051(2) 0.0536(18) 0.051(2) -0.0013(15) 0.0315(17) 0.0053(15) C20 0.061(2) 0.0596(19) 0.067(2) 0.0029(18) 0.044(2) 0.0115(17) C21 0.048(2) 0.0557(19) 0.064(2) 0.0102(17) 0.030(2) 0.0086(16) C22 0.057(2) 0.078(2) 0.048(2) 0.0069(17) 0.0269(19) 0.0131(17) C23 0.055(2) 0.064(2) 0.048(2) 0.0048(16) 0.0320(18) 0.0120(16) O24 0.0771(16) 0.0957(16) 0.0751(16) 0.0380(14) 0.0565(14) 0.0241(13) C25 0.048(2) 0.0613(19) 0.0465(18) -0.0038(15) 0.0355(17) -0.0011(16) C26 0.058(2) 0.076(2) 0.070(2) -0.0093(19) 0.042(2) -0.0119(19) C27 0.061(3) 0.093(3) 0.088(3) -0.021(2) 0.046(2) -0.021(2) C28 0.053(3) 0.133(4) 0.067(2) -0.010(3) 0.038(2) -0.001(3) C29 0.059(2) 0.092(3) 0.059(2) 0.0078(19) 0.042(2) 0.017(2) C30 0.053(2) 0.067(2) 0.052(2) 0.0031(16) 0.0390(18) 0.0062(17) _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 C13 1.403(3) . ? N1 C2 1.445(3) . ? N1 C14 1.474(3) . ? C2 C7 1.406(3) . ? C2 C3 1.390(3) . ? C3 C4 1.386(3) . ? C3 H3 1.0918 . ? C4 C5 1.383(3) . ? C4 H4 1.0213 . ? C5 C6 1.377(3) . ? C5 H5 1.0842 . ? C6 C7 1.398(3) . ? C6 H6 1.0080 . ? C7 N8 1.400(3) . ? N8 C9 1.282(3) . ? C9 C18 1.500(3) . ? C9 C10 1.525(3) . ? C10 C14 1.514(3) . ? C10 C11 1.540(3) . ? C10 H10 1.0490 . ? C11 O24 1.224(3) . ? C11 C12 1.444(4) . ? C12 C13 1.351(3) . ? C12 H12 1.0712 . ? C13 C25 1.478(4) . ? C14 O15 1.398(3) . ? C14 H14 1.0776 . ? O15 C16 1.441(3) . ? C16 C17 1.424(4) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 C19 1.391(3) . ? C18 C23 1.396(3) . ? C19 C20 1.381(3) . ? C19 H19 1.0381 . ? C20 C21 1.374(4) . ? C20 H20 1.0421 . ? C21 C22 1.378(4) . ? C21 H21 1.0655 . ? C22 C23 1.385(3) . ? C22 H22 1.0436 . ? C23 H23 1.0555 . ? C25 C30 1.390(3) . ? C25 C26 1.401(4) . ? C26 C27 1.389(4) . ? C26 H26 1.1224 . ? C27 C28 1.373(4) . ? C27 H27 1.0402 . ? C28 C29 1.372(4) . ? C28 H28 0.9601 . ? C29 C30 1.387(4) . ? C29 H29 1.0773 . ? C30 H30 1.0361 . ? 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 C13 N1 C2 118.3(2) . . ? C13 N1 C14 113.1(2) . . ? C2 N1 C14 115.28(19) . . ? C7 C2 C3 120.3(2) . . ? C7 C2 N1 120.5(2) . . ? C3 C2 N1 119.2(2) . . ? C4 C3 C2 120.5(2) . . ? C4 C3 H3 128.5 . . ? C2 C3 H3 110.9 . . ? C3 C4 C5 120.2(3) . . ? C3 C4 H4 114.8 . . ? C5 C4 H4 124.5 . . ? C6 C5 C4 119.0(3) . . ? C6 C5 H5 120.8 . . ? C4 C5 H5 120.1 . . ? C5 C6 C7 122.7(2) . . ? C5 C6 H6 122.1 . . ? C7 C6 H6 115.2 . . ? N8 C7 C6 113.1(2) . . ? N8 C7 C2 129.7(2) . . ? C6 C7 C2 117.2(2) . . ? C9 N8 C7 132.3(2) . . ? N8 C9 C18 115.7(2) . . ? N8 C9 C10 127.7(2) . . ? C18 C9 C10 116.6(2) . . ? C9 C10 C14 116.0(2) . . ? C9 C10 C11 110.2(2) . . ? C14 C10 C11 106.6(2) . . ? C9 C10 H10 110.3 . . ? C14 C10 H10 106.9 . . ? C11 C10 H10 106.2 . . ? O24 C11 C12 122.5(3) . . ? O24 C11 C10 121.9(3) . . ? C12 C11 C10 115.6(2) . . ? C13 C12 C11 123.3(3) . . ? C13 C12 H12 123.9 . . ? C11 C12 H12 112.7 . . ? C12 C13 N1 120.5(3) . . ? C12 C13 C25 121.1(2) . . ? N1 C13 C25 118.2(2) . . ? O15 C14 N1 111.4(2) . . ? O15 C14 C10 109.0(2) . . ? N1 C14 C10 111.6(2) . . ? O15 C14 H14 112.6 . . ? N1 C14 H14 102.6 . . ? C10 C14 H14 109.6 . . ? C14 O15 C16 114.09(19) . . ? O15 C16 C17 110.0(2) . . ? O15 C16 H16A 109.7 . . ? C17 C16 H16A 109.7 . . ? O15 C16 H16B 109.7 . . ? C17 C16 H16B 109.7 . . ? H16A C16 H16B 108.2 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C23 117.8(3) . . ? C19 C18 C9 118.5(2) . . ? C23 C18 C9 123.6(2) . . ? C20 C19 C18 121.1(3) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.1 . . ? C21 C20 C19 120.4(3) . . ? C21 C20 H20 116.3 . . ? C19 C20 H20 123.1 . . ? C20 C21 C22 119.5(3) . . ? C20 C21 H21 123.4 . . ? C22 C21 H21 117.1 . . ? C23 C22 C21 120.5(3) . . ? C23 C22 H22 119.2 . . ? C21 C22 H22 120.2 . . ? C22 C23 C18 120.7(3) . . ? C22 C23 H23 127.5 . . ? C18 C23 H23 111.8 . . ? C30 C25 C26 119.2(3) . . ? C30 C25 C13 120.5(3) . . ? C26 C25 C13 120.0(3) . . ? C27 C26 C25 119.5(3) . . ? C27 C26 H26 120.2 . . ? C25 C26 H26 117.0 . . ? C28 C27 C26 120.1(3) . . ? C28 C27 H27 121.5 . . ? C26 C27 H27 118.3 . . ? C27 C28 C29 121.1(4) . . ? C27 C28 H28 119.2 . . ? C29 C28 H28 119.7 . . ? C28 C29 C30 119.4(3) . . ? C28 C29 H29 121.3 . . ? C30 C29 H29 119.3 . . ? C25 C30 C29 120.7(3) . . ? C25 C30 H30 118.4 . . ? C29 C30 H30 120.7 . . ? 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 C13 N1 C2 C7 89.7(3) . . . . ? C14 N1 C2 C7 -48.6(3) . . . . ? C13 N1 C2 C3 -92.8(3) . . . . ? C14 N1 C2 C3 128.9(2) . . . . ? C7 C2 C3 C4 -0.4(4) . . . . ? N1 C2 C3 C4 -178.0(2) . . . . ? C2 C3 C4 C5 0.2(4) . . . . ? C3 C4 C5 C6 0.1(4) . . . . ? C4 C5 C6 C7 0.0(4) . . . . ? C5 C6 C7 N8 179.7(2) . . . . ? C5 C6 C7 C2 -0.2(4) . . . . ? C3 C2 C7 N8 -179.4(2) . . . . ? N1 C2 C7 N8 -1.9(4) . . . . ? C3 C2 C7 C6 0.5(4) . . . . ? N1 C2 C7 C6 178.0(2) . . . . ? C6 C7 N8 C9 -164.0(3) . . . . ? C2 C7 N8 C9 15.9(4) . . . . ? C7 N8 C9 C18 174.9(2) . . . . ? C7 N8 C9 C10 -4.1(4) . . . . ? N8 C9 C10 C14 20.4(4) . . . . ? C18 C9 C10 C14 -158.6(2) . . . . ? N8 C9 C10 C11 -100.9(3) . . . . ? C18 C9 C10 C11 80.1(3) . . . . ? C9 C10 C11 O24 -82.3(3) . . . . ? C14 C10 C11 O24 151.0(3) . . . . ? C9 C10 C11 C12 96.5(3) . . . . ? C14 C10 C11 C12 -30.2(3) . . . . ? O24 C11 C12 C13 173.6(3) . . . . ? C10 C11 C12 C13 -5.1(4) . . . . ? C11 C12 C13 N1 13.6(4) . . . . ? C11 C12 C13 C25 -172.5(2) . . . . ? C2 N1 C13 C12 -122.6(3) . . . . ? C14 N1 C13 C12 16.6(3) . . . . ? C2 N1 C13 C25 63.4(3) . . . . ? C14 N1 C13 C25 -157.4(2) . . . . ? C13 N1 C14 O15 -176.66(18) . . . . ? C2 N1 C14 O15 -36.2(3) . . . . ? C13 N1 C14 C10 -54.6(3) . . . . ? C2 N1 C14 C10 85.8(2) . . . . ? C9 C10 C14 O15 59.7(3) . . . . ? C11 C10 C14 O15 -177.2(2) . . . . ? C9 C10 C14 N1 -63.7(3) . . . . ? C11 C10 C14 N1 59.5(3) . . . . ? N1 C14 O15 C16 -73.5(3) . . . . ? C10 C14 O15 C16 163.0(2) . . . . ? C14 O15 C16 C17 -174.0(3) . . . . ? N8 C9 C18 C19 0.6(3) . . . . ? C10 C9 C18 C19 179.7(2) . . . . ? N8 C9 C18 C23 -176.4(2) . . . . ? C10 C9 C18 C23 2.7(3) . . . . ? C23 C18 C19 C20 0.4(4) . . . . ? C9 C18 C19 C20 -176.8(2) . . . . ? C18 C19 C20 C21 0.5(4) . . . . ? C19 C20 C21 C22 -1.1(4) . . . . ? C20 C21 C22 C23 0.8(4) . . . . ? C21 C22 C23 C18 0.2(4) . . . . ? C19 C18 C23 C22 -0.7(4) . . . . ? C9 C18 C23 C22 176.3(2) . . . . ? C12 C13 C25 C30 -132.0(3) . . . . ? N1 C13 C25 C30 42.1(3) . . . . ? C12 C13 C25 C26 41.4(3) . . . . ? N1 C13 C25 C26 -144.5(2) . . . . ? C30 C25 C26 C27 1.1(4) . . . . ? C13 C25 C26 C27 -172.3(3) . . . . ? C25 C26 C27 C28 -0.9(5) . . . . ? C26 C27 C28 C29 0.7(5) . . . . ? C27 C28 C29 C30 -0.7(4) . . . . ? C26 C25 C30 C29 -1.2(4) . . . . ? C13 C25 C30 C29 172.3(2) . . . . ? C28 C29 C30 C25 0.9(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.250 _refine_diff_density_min -0.238 _refine_diff_density_rms 0.036