####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_niall2m _database_code_depnum_ccdc_archive 'CCDC 709694' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H34 N4' _chemical_formula_weight 450.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) 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' _cell_length_a 11.836(2) _cell_length_b 16.170(3) _cell_length_c 12.621(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2415.5(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3330 _cell_measurement_theta_min 5.349 _cell_measurement_theta_max 54.148 _exptl_crystal_description Block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.239 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.771183 _exptl_absorpt_correction_T_max 0.968259 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'frames each covering 0.3\% in\w' _diffrn_detector_area_resol_mean 8.6 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16500 _diffrn_reflns_av_R_equivalents 0.0565 _diffrn_reflns_av_sigmaI/netI 0.0613 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 27.48 _reflns_number_total 5171 _reflns_number_gt 4452 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_reduction 'SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXTL (Bruker, 2001)' _computing_structure_refinement 'SHELXTL (Bruker, 2001)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001)' _computing_publication_material 'SHELXTL (Bruker, 2001)' _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. All hydrogens were located in the Fourier diff. map, assigned isotropic displacement parameters and refined without positional restraints or contraints. Anomalous scattering insufficient to determine absolute structure. ; _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^)+(0.0395P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -2.4(19) _refine_ls_number_reflns 5171 _refine_ls_number_parameters 443 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0487 _refine_ls_R_factor_gt 0.0428 _refine_ls_wR_factor_ref 0.0875 _refine_ls_wR_factor_gt 0.0854 _refine_ls_goodness_of_fit_ref 0.944 _refine_ls_restrained_S_all 0.944 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.41840(17) -0.03649(13) 0.49100(17) 0.0234(4) Uani 1 1 d . . . H1A H 0.4832(16) -0.0119(12) 0.5261(16) 0.021(5) Uiso 1 1 d . . . H1B H 0.3782(16) -0.0742(14) 0.5368(19) 0.033(6) Uiso 1 1 d . . . H1C H 0.4412(17) -0.0710(14) 0.4318(18) 0.032(6) Uiso 1 1 d . . . C2 C 0.34063(14) 0.03321(11) 0.45251(14) 0.0190(4) Uani 1 1 d . . . C11 C 0.48697(15) 0.13823(11) 0.43060(14) 0.0197(4) Uani 1 1 d . . . C12 C 0.57763(16) 0.17215(13) 0.37532(17) 0.0250(4) Uani 1 1 d . . . H12 H 0.5841(17) 0.1617(14) 0.2991(18) 0.031(6) Uiso 1 1 d . . . C13 C 0.65942(17) 0.21902(13) 0.42800(18) 0.0280(5) Uani 1 1 d . . . H13 H 0.7217(19) 0.2423(15) 0.3869(19) 0.041(6) Uiso 1 1 d . . . C14 C 0.65510(16) 0.23228(12) 0.53471(18) 0.0260(4) Uani 1 1 d . . . H14 H 0.7085(17) 0.2644(13) 0.5699(16) 0.025(5) Uiso 1 1 d . . . C15 C 0.56510(15) 0.19894(11) 0.59466(15) 0.0216(4) Uani 1 1 d . . . C16 C 0.55661(17) 0.21185(13) 0.70556(16) 0.0251(4) Uani 1 1 d . . . H16 H 0.6124(16) 0.2436(12) 0.7403(16) 0.024(5) Uiso 1 1 d . . . C17 C 0.46565(16) 0.18203(13) 0.76004(16) 0.0254(4) Uani 1 1 d . . . H17 H 0.4585(15) 0.1907(12) 0.8346(17) 0.021(5) Uiso 1 1 d . . . C18 C 0.37924(16) 0.13811(12) 0.70839(15) 0.0226(4) Uani 1 1 d . . . H18 H 0.3156(17) 0.1158(14) 0.7532(18) 0.034(6) Uiso 1 1 d . . . C19 C 0.38452(14) 0.12333(11) 0.60070(15) 0.0187(4) Uani 1 1 d . . . C20 C 0.47963(14) 0.15320(11) 0.54214(15) 0.0193(4) Uani 1 1 d . . . N1 N 0.30006(12) 0.08210(9) 0.54444(12) 0.0192(3) Uani 1 1 d . . . C01 C 0.20971(17) 0.04696(14) 0.60957(16) 0.0252(4) Uani 1 1 d . . . H01A H 0.2409(15) 0.0032(13) 0.6578(17) 0.024(5) Uiso 1 1 d . . . H01B H 0.1724(16) 0.0921(13) 0.6515(16) 0.027(5) Uiso 1 1 d . . . H01C H 0.1546(15) 0.0224(12) 0.5677(16) 0.018(5) Uiso 1 1 d . . . N2 N 0.40119(12) 0.09214(10) 0.38289(12) 0.0203(3) Uani 1 1 d . . . C02 C 0.42481(18) 0.06504(15) 0.27439(16) 0.0281(5) Uani 1 1 d . . . H02A H 0.3601(18) 0.0371(14) 0.2413(18) 0.034(6) Uiso 1 1 d . . . H02B H 0.4408(18) 0.1152(15) 0.2319(19) 0.039(6) Uiso 1 1 d . . . H02C H 0.4901(19) 0.0246(13) 0.2709(18) 0.035(6) Uiso 1 1 d . . . C3 C 0.24060(16) -0.00541(12) 0.39295(16) 0.0215(4) Uani 1 1 d . . . H3A H 0.2738(16) -0.0427(13) 0.3339(17) 0.027(5) Uiso 1 1 d . . . H3B H 0.2078(15) -0.0486(12) 0.4388(15) 0.018(5) Uiso 1 1 d . . . C4 C 0.15304(16) 0.05449(12) 0.34932(15) 0.0202(4) Uani 1 1 d . . . H4A H 0.1893(14) 0.0977(11) 0.3053(14) 0.011(4) Uiso 1 1 d . . . H4B H 0.1134(16) 0.0831(13) 0.4081(17) 0.023(5) Uiso 1 1 d . . . C5 C 0.05933(15) 0.01112(12) 0.28362(14) 0.0203(4) Uani 1 1 d . . . C21 C 0.01520(14) 0.13013(12) 0.17100(14) 0.0189(4) Uani 1 1 d . . . C22 C -0.03542(16) 0.20552(13) 0.15269(16) 0.0242(4) Uani 1 1 d . . . H22 H -0.1002(17) 0.2230(13) 0.1931(17) 0.028(6) Uiso 1 1 d . . . C23 C 0.00787(17) 0.26004(13) 0.07600(16) 0.0266(4) Uani 1 1 d . . . H23 H -0.0254(14) 0.3118(13) 0.0666(15) 0.014(5) Uiso 1 1 d . . . C24 C 0.10188(16) 0.24099(13) 0.01806(15) 0.0251(4) Uani 1 1 d . . . H24 H 0.1286(16) 0.2783(14) -0.0330(18) 0.027(5) Uiso 1 1 d . . . C25 C 0.15397(14) 0.16325(12) 0.03119(14) 0.0206(4) Uani 1 1 d . . . C26 C 0.24419(15) 0.13711(13) -0.03482(14) 0.0222(4) Uani 1 1 d . . . H26 H 0.2738(15) 0.1763(12) -0.0829(16) 0.018(5) Uiso 1 1 d . . . C27 C 0.28431(15) 0.05882(13) -0.02860(15) 0.0237(4) Uani 1 1 d . . . H27 H 0.3379(15) 0.0403(12) -0.0739(15) 0.013(5) Uiso 1 1 d . . . C28 C 0.24150(14) 0.00167(13) 0.04550(16) 0.0225(4) Uani 1 1 d . . . H28 H 0.2715(14) -0.0532(12) 0.0480(15) 0.015(4) Uiso 1 1 d . . . C29 C 0.15555(15) 0.02546(12) 0.11397(14) 0.0193(4) Uani 1 1 d . . . C30 C 0.11083(14) 0.10679(12) 0.10706(14) 0.0188(4) Uani 1 1 d . . . N3 N 0.10619(13) -0.02746(9) 0.18677(12) 0.0217(3) Uani 1 1 d . . . C03 C 0.1321(2) -0.11477(13) 0.17931(19) 0.0309(5) Uani 1 1 d . . . H03A H 0.209(2) -0.1290(16) 0.209(2) 0.054(8) Uiso 1 1 d . . . H03B H 0.0798(19) -0.1518(15) 0.2183(19) 0.042(7) Uiso 1 1 d . . . H03C H 0.1259(18) -0.1322(13) 0.108(2) 0.036(6) Uiso 1 1 d . . . N4 N -0.02333(12) 0.07350(10) 0.24565(12) 0.0209(3) Uani 1 1 d . . . C04 C -0.10752(18) 0.10547(15) 0.32019(17) 0.0289(5) Uani 1 1 d . . . H04A H -0.0771(17) 0.1527(14) 0.3618(17) 0.031(6) Uiso 1 1 d . . . H04B H -0.1768(17) 0.1289(13) 0.2776(17) 0.029(6) Uiso 1 1 d . . . H04C H -0.1312(19) 0.0618(15) 0.366(2) 0.042(7) Uiso 1 1 d . . . C6 C -0.00061(17) -0.05376(14) 0.35043(17) 0.0257(4) Uani 1 1 d . . . H6A H -0.0256(17) -0.0284(13) 0.4138(18) 0.026(6) Uiso 1 1 d . . . H6B H -0.068(2) -0.0770(16) 0.318(2) 0.048(7) Uiso 1 1 d . . . H6C H 0.0515(17) -0.1013(14) 0.3712(16) 0.028(6) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0222(10) 0.0220(11) 0.0261(10) -0.0010(9) -0.0026(8) 0.0004(8) C2 0.0175(8) 0.0199(9) 0.0196(9) -0.0009(7) -0.0007(7) -0.0006(8) C11 0.0175(9) 0.0179(9) 0.0238(10) 0.0023(8) -0.0012(7) 0.0025(7) C12 0.0246(10) 0.0258(10) 0.0247(10) 0.0051(8) 0.0041(8) 0.0005(8) C13 0.0199(10) 0.0243(10) 0.0398(12) 0.0066(9) 0.0064(9) 0.0002(9) C14 0.0178(9) 0.0182(10) 0.0420(12) -0.0016(9) -0.0020(9) -0.0015(8) C15 0.0206(9) 0.0156(9) 0.0288(10) -0.0009(8) -0.0045(8) 0.0044(7) C16 0.0241(10) 0.0207(10) 0.0305(11) -0.0063(8) -0.0085(8) 0.0027(8) C17 0.0297(10) 0.0263(11) 0.0203(10) -0.0032(8) -0.0044(8) 0.0065(9) C18 0.0230(9) 0.0232(10) 0.0217(10) 0.0023(8) 0.0006(8) 0.0036(8) C19 0.0177(8) 0.0171(9) 0.0213(9) 0.0015(7) -0.0009(7) 0.0030(7) C20 0.0183(8) 0.0151(9) 0.0244(9) 0.0028(7) -0.0006(7) 0.0038(7) N1 0.0186(7) 0.0217(8) 0.0172(7) 0.0025(6) 0.0026(6) -0.0006(6) C01 0.0219(10) 0.0314(12) 0.0224(10) 0.0019(9) 0.0027(8) -0.0041(9) N2 0.0183(7) 0.0250(8) 0.0177(7) -0.0008(6) 0.0017(6) -0.0002(7) C02 0.0243(10) 0.0396(13) 0.0204(10) -0.0056(9) 0.0013(8) -0.0034(10) C3 0.0213(9) 0.0194(10) 0.0239(9) -0.0014(8) -0.0012(8) -0.0037(8) C4 0.0189(8) 0.0214(10) 0.0204(9) -0.0011(8) 0.0003(8) -0.0020(8) C5 0.0204(8) 0.0212(10) 0.0194(9) 0.0007(7) 0.0003(7) -0.0007(8) C21 0.0158(8) 0.0232(10) 0.0176(9) -0.0029(7) -0.0041(7) -0.0019(8) C22 0.0222(9) 0.0280(11) 0.0224(9) -0.0024(8) 0.0014(8) 0.0027(9) C23 0.0324(11) 0.0228(11) 0.0246(10) 0.0006(8) -0.0037(8) 0.0077(9) C24 0.0310(10) 0.0237(11) 0.0205(10) 0.0014(8) -0.0016(8) -0.0033(9) C25 0.0203(9) 0.0252(10) 0.0163(8) -0.0013(8) -0.0027(7) -0.0010(8) C26 0.0209(9) 0.0289(11) 0.0168(9) 0.0025(8) 0.0005(8) -0.0048(9) C27 0.0164(8) 0.0378(12) 0.0170(9) -0.0048(8) -0.0001(7) 0.0019(9) C28 0.0209(9) 0.0243(10) 0.0222(9) -0.0038(8) -0.0039(8) 0.0059(8) C29 0.0177(8) 0.0234(10) 0.0167(8) -0.0018(7) -0.0050(7) -0.0018(8) C30 0.0166(8) 0.0233(9) 0.0165(8) -0.0040(7) -0.0035(7) -0.0018(8) N3 0.0237(8) 0.0198(8) 0.0216(8) -0.0014(7) -0.0010(6) 0.0000(7) C03 0.0373(12) 0.0251(11) 0.0304(12) -0.0011(9) 0.0017(10) -0.0013(10) N4 0.0168(7) 0.0249(9) 0.0209(8) 0.0007(7) 0.0013(6) 0.0014(7) C04 0.0244(10) 0.0351(13) 0.0271(11) 0.0030(10) 0.0083(9) 0.0033(10) C6 0.0226(10) 0.0286(11) 0.0258(11) 0.0033(9) -0.0008(9) -0.0057(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.534(3) . ? C1 H1A 0.97(2) . ? C1 H1B 0.97(2) . ? C1 H1C 0.97(2) . ? C2 N2 1.481(2) . ? C2 N1 1.484(2) . ? C2 C3 1.535(3) . ? C11 C12 1.393(3) . ? C11 N2 1.396(2) . ? C11 C20 1.431(3) . ? C12 C13 1.398(3) . ? C12 H12 0.98(2) . ? C13 C14 1.365(3) . ? C13 H13 0.98(2) . ? C14 C15 1.414(3) . ? C14 H14 0.93(2) . ? C15 C20 1.418(2) . ? C15 C16 1.419(3) . ? C16 C17 1.365(3) . ? C16 H16 0.95(2) . ? C17 C18 1.405(3) . ? C17 H17 0.95(2) . ? C18 C19 1.381(3) . ? C18 H18 1.01(2) . ? C19 N1 1.396(2) . ? C19 C20 1.431(2) . ? N1 C01 1.464(2) . ? C01 H01A 1.00(2) . ? C01 H01B 1.00(2) . ? C01 H01C 0.93(2) . ? N2 C02 1.465(2) . ? C02 H02A 0.98(2) . ? C02 H02B 0.99(2) . ? C02 H02C 1.01(2) . ? C3 C4 1.522(3) . ? C3 H3A 1.04(2) . ? C3 H3B 0.99(2) . ? C4 C5 1.552(3) . ? C4 H4A 0.990(18) . ? C4 H4B 0.99(2) . ? C5 N3 1.480(2) . ? C5 N4 1.485(2) . ? C5 C6 1.522(3) . ? C21 C22 1.378(3) . ? C21 N4 1.391(2) . ? C21 C30 1.440(2) . ? C22 C23 1.406(3) . ? C22 H22 0.96(2) . ? C23 C24 1.367(3) . ? C23 H23 0.93(2) . ? C24 C25 1.410(3) . ? C24 H24 0.94(2) . ? C25 C30 1.418(3) . ? C25 C26 1.419(3) . ? C26 C27 1.354(3) . ? C26 H26 0.94(2) . ? C27 C28 1.409(3) . ? C27 H27 0.905(19) . ? C28 C29 1.389(3) . ? C28 H28 0.956(19) . ? C29 N3 1.385(2) . ? C29 C30 1.420(3) . ? N3 C03 1.448(3) . ? C03 H03A 1.01(3) . ? C03 H03B 0.99(2) . ? C03 H03C 0.95(2) . ? N4 C04 1.465(2) . ? C04 H04A 0.99(2) . ? C04 H04B 1.05(2) . ? C04 H04C 0.96(3) . ? C6 H6A 0.95(2) . ? C6 H6B 0.97(3) . ? C6 H6C 1.02(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 C2 C1 H1A 108.5(11) . . ? C2 C1 H1B 111.0(12) . . ? H1A C1 H1B 112.0(17) . . ? C2 C1 H1C 110.2(13) . . ? H1A C1 H1C 111.5(17) . . ? H1B C1 H1C 103.5(18) . . ? N2 C2 N1 106.12(14) . . ? N2 C2 C1 111.72(14) . . ? N1 C2 C1 109.75(14) . . ? N2 C2 C3 110.15(15) . . ? N1 C2 C3 110.49(14) . . ? C1 C2 C3 108.60(15) . . ? C12 C11 N2 123.68(17) . . ? C12 C11 C20 118.23(17) . . ? N2 C11 C20 118.06(16) . . ? C11 C12 C13 120.60(19) . . ? C11 C12 H12 118.9(12) . . ? C13 C12 H12 120.4(12) . . ? C14 C13 C12 121.9(2) . . ? C14 C13 H13 119.4(14) . . ? C12 C13 H13 118.6(14) . . ? C13 C14 C15 119.77(19) . . ? C13 C14 H14 122.2(12) . . ? C15 C14 H14 118.0(12) . . ? C14 C15 C20 119.11(18) . . ? C14 C15 C16 121.69(18) . . ? C20 C15 C16 119.18(18) . . ? C17 C16 C15 120.05(19) . . ? C17 C16 H16 120.6(12) . . ? C15 C16 H16 119.3(12) . . ? C16 C17 C18 121.24(19) . . ? C16 C17 H17 120.9(11) . . ? C18 C17 H17 117.8(11) . . ? C19 C18 C17 120.72(18) . . ? C19 C18 H18 121.6(12) . . ? C17 C18 H18 117.6(12) . . ? C18 C19 N1 123.42(17) . . ? C18 C19 C20 119.04(17) . . ? N1 C19 C20 117.53(16) . . ? C15 C20 C19 119.74(17) . . ? C15 C20 C11 120.33(17) . . ? C19 C20 C11 119.92(16) . . ? C19 N1 C01 115.03(15) . . ? C19 N1 C2 114.87(13) . . ? C01 N1 C2 117.95(15) . . ? N1 C01 H01A 110.2(11) . . ? N1 C01 H01B 109.6(12) . . ? H01A C01 H01B 110.7(16) . . ? N1 C01 H01C 111.1(12) . . ? H01A C01 H01C 107.6(17) . . ? H01B C01 H01C 107.6(15) . . ? C11 N2 C02 115.10(15) . . ? C11 N2 C2 116.08(14) . . ? C02 N2 C2 117.03(16) . . ? N2 C02 H02A 112.7(13) . . ? N2 C02 H02B 107.3(14) . . ? H02A C02 H02B 107.2(19) . . ? N2 C02 H02C 112.3(13) . . ? H02A C02 H02C 106.3(17) . . ? H02B C02 H02C 111.1(18) . . ? C4 C3 C2 116.33(16) . . ? C4 C3 H3A 111.6(12) . . ? C2 C3 H3A 107.2(11) . . ? C4 C3 H3B 113.3(11) . . ? C2 C3 H3B 107.7(11) . . ? H3A C3 H3B 99.2(16) . . ? C3 C4 C5 113.11(15) . . ? C3 C4 H4A 110.9(10) . . ? C5 C4 H4A 109.2(10) . . ? C3 C4 H4B 110.4(12) . . ? C5 C4 H4B 105.8(12) . . ? H4A C4 H4B 107.2(16) . . ? N3 C5 N4 105.47(14) . . ? N3 C5 C6 109.98(16) . . ? N4 C5 C6 109.88(15) . . ? N3 C5 C4 111.33(15) . . ? N4 C5 C4 109.65(15) . . ? C6 C5 C4 110.41(16) . . ? C22 C21 N4 123.61(16) . . ? C22 C21 C30 118.65(17) . . ? N4 C21 C30 117.69(16) . . ? C21 C22 C23 120.78(18) . . ? C21 C22 H22 121.2(12) . . ? C23 C22 H22 118.0(13) . . ? C24 C23 C22 121.59(19) . . ? C24 C23 H23 118.5(11) . . ? C22 C23 H23 119.8(11) . . ? C23 C24 C25 119.61(19) . . ? C23 C24 H24 119.8(13) . . ? C25 C24 H24 120.5(13) . . ? C24 C25 C30 119.73(17) . . ? C24 C25 C26 121.72(18) . . ? C30 C25 C26 118.40(17) . . ? C27 C26 C25 120.56(18) . . ? C27 C26 H26 122.3(12) . . ? C25 C26 H26 117.1(12) . . ? C26 C27 C28 121.70(18) . . ? C26 C27 H27 121.2(12) . . ? C28 C27 H27 117.1(12) . . ? C29 C28 C27 119.64(18) . . ? C29 C28 H28 120.5(11) . . ? C27 C28 H28 119.8(11) . . ? N3 C29 C28 123.41(17) . . ? N3 C29 C30 117.10(16) . . ? C28 C29 C30 119.42(17) . . ? C25 C30 C29 120.22(16) . . ? C25 C30 C21 119.51(17) . . ? C29 C30 C21 120.07(17) . . ? C29 N3 C03 118.05(16) . . ? C29 N3 C5 116.46(15) . . ? C03 N3 C5 122.96(16) . . ? N3 C03 H03A 112.8(15) . . ? N3 C03 H03B 115.1(14) . . ? H03A C03 H03B 104(2) . . ? N3 C03 H03C 109.6(13) . . ? H03A C03 H03C 111(2) . . ? H03B C03 H03C 104.2(19) . . ? C21 N4 C04 115.21(16) . . ? C21 N4 C5 116.74(14) . . ? C04 N4 C5 118.74(15) . . ? N4 C04 H04A 111.3(12) . . ? N4 C04 H04B 109.2(11) . . ? H04A C04 H04B 106.0(17) . . ? N4 C04 H04C 109.1(14) . . ? H04A C04 H04C 110.8(19) . . ? H04B C04 H04C 110.4(17) . . ? C5 C6 H6A 108.4(12) . . ? C5 C6 H6B 114.8(15) . . ? H6A C6 H6B 105.2(19) . . ? C5 C6 H6C 112.4(11) . . ? H6A C6 H6C 107.3(17) . . ? H6B C6 H6C 108.3(19) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.214 _refine_diff_density_min -0.233 _refine_diff_density_rms 0.042 data_2niallm _database_code_depnum_ccdc_archive 'CCDC 709695' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46.20 H51.20 Cl3.60 N6' _chemical_formula_weight 818.15 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P-42(1)c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-y+1/2, -x+1/2, z+1/2' 'y+1/2, x+1/2, z+1/2' _cell_length_a 30.277(4) _cell_length_b 30.277(4) _cell_length_c 25.361(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 23248(7) _cell_formula_units_Z 20 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8947 _cell_measurement_theta_min 1.05 _cell_measurement_theta_max 22.50 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.169 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 8632 _exptl_absorpt_coefficient_mu 0.269 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.87734 _exptl_absorpt_correction_T_max 0.94356 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'frames each covering 0.3\% in\w' _diffrn_detector_area_resol_mean 8.6 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 88405 _diffrn_reflns_av_R_equivalents 0.0930 _diffrn_reflns_av_sigmaI/netI 0.0775 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.05 _diffrn_reflns_theta_max 22.50 _reflns_number_total 15215 _reflns_number_gt 8947 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_reduction 'SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXTL (Bruker, 2001)' _computing_structure_refinement 'SHELXTL (Bruker, 2001)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001)' _computing_publication_material 'SHELXTL (Bruker, 2001)' _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. Crystals of trimer were very weakly diffracting due to extensive disorder. The cause of this is clear: channels of ca. 12 Ang in diameter propagate along the crystallographic c axis and provide such an effective means of escape for the co-crystallized solvent (CHCl3) that removal of the crystal from the mother liquor results in partial collapse of the lattice. The data obtained for trimer was measured on a pre-cooled crystal, which was transferred directly from the mother liquor to the cryostream, and it constitutes the best of numerous attempts. Notwithstanding these problems, the structure was solved using standard direct methods and 2.5 crystallographically independent trimer units can be seen in the asymmetric unit (one lies astride a two-fold rotation axis). In the large channels between the stacked trimer units were located ca. three CHCl3 solvent molecules (per asymmetric unit). However, these were so extensively disordered that attempts to model their geometries and positional disorder were abandoned in favour of simply removing their scattering contributions using the SQUEEZE routine in PLATON (A. L. Spek, Acta. Cryst., 1990, A46, C-34; PLATON A Multipurpose Crystallographic Tool; Utrecht University, Utrecht, The Netherlands, A. L. Spek, 2003). These solvents were included in the moiety formula during the final refinements and hence explain any discrepancies between calc. and reported values in the .cif check summary. The 2.5 fragments of trimer located in the asymmetric unit are correspondingly disordered and poorly resolved. Rigid body constraints were applied for many of the napthalenyl rings during early stages of refinement. These were then substituted for a comprehensive regime of (geomteric) distance, similarity and planarity restraints (DFIX, SAME and FLAT) for the final stages of refinement. Hydrogens were placed in calculated positions are refined with riding contraints and with isotropic displacement parameters 1.2* or 1.5* their parent carbon (for sp2 and sp3 carbons respectively). Methyl hydrogens were, however, not included in the model since reliable positions could not be determined. They have, nonetheless, been included in the overall formula. The structure of trimer does not merit detailed analysis beyond establishing the basic connectivity of the trimer structure. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 3(7) _refine_ls_number_reflns 15215 _refine_ls_number_parameters 511 _refine_ls_number_restraints 972 _refine_ls_R_factor_all 0.2136 _refine_ls_R_factor_gt 0.1808 _refine_ls_wR_factor_ref 0.4742 _refine_ls_wR_factor_gt 0.4508 _refine_ls_goodness_of_fit_ref 1.629 _refine_ls_restrained_S_all 1.612 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3399(4) 0.2817(4) 1.0269(5) 0.086(3) Uiso 1 1 d . . . C2 C 0.3222(3) 0.2398(3) 0.9979(4) 0.068(3) Uiso 1 1 d D . . N1 N 0.2808(2) 0.2235(2) 1.0225(3) 0.088(3) Uiso 1 1 d D . . C01 C 0.2436(4) 0.2548(5) 1.0198(6) 0.125(5) Uiso 1 1 d D . . N2 N 0.3539(2) 0.2028(2) 0.9960(3) 0.079(2) Uiso 1 1 d D . . C02 C 0.3922(4) 0.2074(5) 0.9611(4) 0.102(4) Uiso 1 1 d D . . C31 C 0.3595(3) 0.1807(2) 1.0426(3) 0.117(5) Uiso 1 1 d D . . C32 C 0.4001(4) 0.1587(3) 1.0526(5) 0.131(5) Uiso 1 1 d D . . H32 H 0.4227 0.1593 1.0278 0.157 Uiso 1 1 calc R . . C33 C 0.4053(5) 0.1371(4) 1.0985(5) 0.221(12) Uiso 1 1 d D . . H33 H 0.4320 0.1228 1.1047 0.265 Uiso 1 1 calc R . . C34 C 0.3750(4) 0.1351(4) 1.1347(5) 0.172(8) Uiso 1 1 d D . . H34 H 0.3808 0.1196 1.1656 0.206 Uiso 1 1 calc R . . C35 C 0.3347(3) 0.1552(3) 1.1289(4) 0.109(4) Uiso 1 1 d D . . C36 C 0.3273(3) 0.1790(2) 1.0800(3) 0.099(4) Uiso 1 1 d D . . C37 C 0.2871(3) 0.2002(2) 1.0714(3) 0.113(4) Uiso 1 1 d D . . C38 C 0.2547(4) 0.1985(4) 1.1089(5) 0.188(9) Uiso 1 1 d D . . H38 H 0.2278 0.2126 1.1033 0.225 Uiso 1 1 calc R . . C39 C 0.2626(4) 0.1749(4) 1.1567(5) 0.137(6) Uiso 1 1 d D . . H39 H 0.2408 0.1736 1.1825 0.164 Uiso 1 1 calc R . . C40 C 0.3005(4) 0.1551(4) 1.1643(5) 0.164(7) Uiso 1 1 d D . . H40 H 0.3045 0.1400 1.1958 0.197 Uiso 1 1 calc R . . C3 C 0.3115(4) 0.2555(4) 0.9383(4) 0.070(3) Uiso 1 1 d . . . H3A H 0.2950 0.2830 0.9393 0.106 Uiso 1 1 calc R . . H3B H 0.3390 0.2610 0.9198 0.106 Uiso 1 1 calc R . . C4 C 0.2852(3) 0.2211(3) 0.9089(3) 0.057(2) Uiso 1 1 d . . . H4A H 0.2970 0.1921 0.9167 0.085 Uiso 1 1 calc R . . H4B H 0.2548 0.2219 0.9208 0.085 Uiso 1 1 calc R . . C5 C 0.2865(3) 0.2287(3) 0.8507(4) 0.058(2) Uiso 1 1 d D . . N3 N 0.2689(2) 0.2725(2) 0.8392(3) 0.093(3) Uiso 1 1 d D . . C03 C 0.2281(3) 0.2908(4) 0.8621(5) 0.088(3) Uiso 1 1 d D . . N4 N 0.3320(2) 0.2250(2) 0.8334(3) 0.079(3) Uiso 1 1 d D . . C04 C 0.3506(4) 0.1802(3) 0.8324(5) 0.102(4) Uiso 1 1 d D . . C41 C 0.3530(2) 0.2547(2) 0.8011(2) 0.060(2) Uiso 1 1 d D . . C42 C 0.3959(3) 0.2463(3) 0.7812(3) 0.096(4) Uiso 1 1 d D . . H42 H 0.4104 0.2202 0.7900 0.115 Uiso 1 1 calc R . . C43 C 0.4156(3) 0.2760(4) 0.7497(4) 0.114(4) Uiso 1 1 d D . . H43 H 0.4438 0.2697 0.7371 0.137 Uiso 1 1 calc R . . C44 C 0.3973(3) 0.3131(4) 0.7359(4) 0.126(5) Uiso 1 1 d D . . H44 H 0.4126 0.3324 0.7140 0.151 Uiso 1 1 calc R . . C45 C 0.3559(3) 0.3242(3) 0.7529(3) 0.128(5) Uiso 1 1 d D . . C46 C 0.3332(2) 0.2932(2) 0.7871(2) 0.076(3) Uiso 1 1 d D . . C47 C 0.2915(2) 0.3030(2) 0.8054(3) 0.080(3) Uiso 1 1 d D . . C48 C 0.2705(3) 0.3415(3) 0.7921(3) 0.090(3) Uiso 1 1 d D . . H48 H 0.2423 0.3478 0.8046 0.109 Uiso 1 1 calc R . . C49 C 0.2931(4) 0.3716(4) 0.7588(4) 0.137(6) Uiso 1 1 d D . . H49 H 0.2798 0.3980 0.7491 0.164 Uiso 1 1 calc R . . C50 C 0.3328(4) 0.3620(4) 0.7415(4) 0.135(5) Uiso 1 1 d D . . H50 H 0.3464 0.3825 0.7196 0.162 Uiso 1 1 calc R . . C6 C 0.2507(3) 0.2005(3) 0.8218(4) 0.057(2) Uiso 1 1 d . . . H6A H 0.2556 0.1697 0.8304 0.086 Uiso 1 1 calc R . . H6B H 0.2220 0.2086 0.8359 0.086 Uiso 1 1 calc R . . C7 C 0.2488(4) 0.2047(4) 0.7632(4) 0.070(3) Uiso 1 1 d . . . H7A H 0.2482 0.2358 0.7545 0.105 Uiso 1 1 calc R . . H7B H 0.2759 0.1926 0.7489 0.105 Uiso 1 1 calc R . . C8 C 0.2118(3) 0.1834(3) 0.7364(4) 0.066(3) Uiso 1 1 d D . . N5 N 0.1694(3) 0.1994(3) 0.7558(3) 0.101(3) Uiso 1 1 d D . . C05 C 0.1602(8) 0.2459(4) 0.7442(13) 0.221(11) Uiso 1 1 d D . . N6 N 0.2160(3) 0.1365(3) 0.7509(3) 0.104(3) Uiso 1 1 d D . . C06 C 0.2602(5) 0.1169(10) 0.745(2) 0.303(19) Uiso 1 1 d D . . C51 C 0.1810(3) 0.1081(3) 0.7512(2) 0.157(7) Uiso 1 1 d D . . C52 C 0.1866(4) 0.0620(4) 0.7488(4) 0.144(6) Uiso 1 1 d D . . H52 H 0.2149 0.0501 0.7469 0.173 Uiso 1 1 calc R . . C53 C 0.1512(4) 0.0348(4) 0.7492(4) 0.141(6) Uiso 1 1 d D . . H53 H 0.1558 0.0045 0.7476 0.169 Uiso 1 1 calc R . . C54 C 0.1108(4) 0.0497(3) 0.7517(4) 0.122(5) Uiso 1 1 d D . . H54 H 0.0874 0.0298 0.7520 0.147 Uiso 1 1 calc R . . C55 C 0.1022(3) 0.0937(3) 0.7540(3) 0.105(4) Uiso 1 1 d D . . C56 C 0.1394(3) 0.1245(3) 0.7538(2) 0.108(4) Uiso 1 1 d D . . C57 C 0.1321(3) 0.1695(3) 0.7561(2) 0.082(3) Uiso 1 1 d D . . C58 C 0.0899(4) 0.1855(5) 0.7587(4) 0.207(10) Uiso 1 1 d D . . H58 H 0.0847 0.2157 0.7602 0.249 Uiso 1 1 calc R . . C59 C 0.0540(4) 0.1552(4) 0.7589(4) 0.128(5) Uiso 1 1 d D . . H59 H 0.0251 0.1657 0.7606 0.154 Uiso 1 1 calc R . . C60 C 0.0612(4) 0.1124(4) 0.7567(3) 0.116(5) Uiso 1 1 d D . . H60 H 0.0369 0.0936 0.7571 0.140 Uiso 1 1 calc R . . C9 C 0.2160(4) 0.1818(4) 0.6766(5) 0.083(3) Uiso 1 1 d . . . C10 C 0.0616(4) 0.2048(4) 0.9861(5) 0.084(3) Uiso 1 1 d . . . C11 C 0.1126(3) 0.1965(3) 0.9850(3) 0.071(3) Uiso 1 1 d D . . N7 N 0.1324(2) 0.2040(2) 1.0374(3) 0.081(3) Uiso 1 1 d D . . C07 C 0.1175(5) 0.1729(4) 1.0782(5) 0.105(4) Uiso 1 1 d D . . N8 N 0.1306(2) 0.2301(2) 0.9489(3) 0.073(2) Uiso 1 1 d D . . C08 C 0.1195(4) 0.2233(4) 0.8932(3) 0.089(4) Uiso 1 1 d D . . C61 C 0.13154(16) 0.2734(3) 0.9656(3) 0.102(4) Uiso 1 1 d D . . C62 C 0.1311(3) 0.3089(3) 0.9294(4) 0.104(4) Uiso 1 1 d D . . H62 H 0.1301 0.3035 0.8934 0.125 Uiso 1 1 calc R . . C63 C 0.1321(3) 0.3508(4) 0.9477(5) 0.168(8) Uiso 1 1 d D . . H63 H 0.1318 0.3737 0.9233 0.202 Uiso 1 1 calc R . . C64 C 0.1334(3) 0.3610(4) 0.9973(5) 0.167(7) Uiso 1 1 d D . . H64 H 0.1339 0.3905 1.0073 0.201 Uiso 1 1 calc R . . C65 C 0.1340(3) 0.3288(3) 1.0353(4) 0.118(5) Uiso 1 1 d D . . C66 C 0.13295(18) 0.2831(3) 1.0177(3) 0.131(5) Uiso 1 1 d D . . C67 C 0.1335(2) 0.2494(3) 1.0545(4) 0.109(4) Uiso 1 1 d D . . C68 C 0.1348(3) 0.2589(4) 1.1070(4) 0.147(6) Uiso 1 1 d D . . H68 H 0.1351 0.2362 1.1317 0.177 Uiso 1 1 calc R . . C69 C 0.1358(4) 0.3037(5) 1.1241(5) 0.224(12) Uiso 1 1 d D . . H69 H 0.1368 0.3105 1.1598 0.269 Uiso 1 1 calc R . . C70 C 0.1354(3) 0.3352(5) 1.0886(5) 0.181(8) Uiso 1 1 d D . . H70 H 0.1360 0.3642 1.1006 0.217 Uiso 1 1 calc R . . C12 C 0.1263(3) 0.1519(3) 0.9665(4) 0.060(2) Uiso 1 1 d . . . H12A H 0.1181 0.1305 0.9932 0.091 Uiso 1 1 calc R . . H12B H 0.1097 0.1449 0.9349 0.091 Uiso 1 1 calc R . . C13 C 0.1739(4) 0.1462(4) 0.9548(5) 0.077(3) Uiso 1 1 d . . . H13A H 0.1909 0.1646 0.9786 0.115 Uiso 1 1 calc R . . H13B H 0.1796 0.1562 0.9192 0.115 Uiso 1 1 calc R . . C14 C 0.1904(3) 0.0958(2) 0.9605(3) 0.045(2) Uiso 1 1 d D . . N9 N 0.19072(18) 0.08739(18) 1.0165(2) 0.064(2) Uiso 1 1 d D . . C09 C 0.2245(4) 0.1103(4) 1.0474(4) 0.093(4) Uiso 1 1 d D . . N10 N 0.16170(17) 0.06541(17) 0.9326(2) 0.060(2) Uiso 1 1 d D . . C010 C 0.1551(4) 0.0769(4) 0.8766(3) 0.073(3) Uiso 1 1 d D . . C71 C 0.13583(15) 0.03388(16) 0.9558(2) 0.0317(17) Uiso 1 1 d D . . C72 C 0.1081(2) 0.0066(2) 0.9252(3) 0.061(3) Uiso 1 1 d D . . H72 H 0.1070 0.0097 0.8887 0.073 Uiso 1 1 calc R . . C73 C 0.0830(2) -0.0242(2) 0.9500(3) 0.067(3) Uiso 1 1 d D . . H73 H 0.0647 -0.0421 0.9298 0.081 Uiso 1 1 calc R . . C74 C 0.0836(2) -0.0295(2) 1.0010(3) 0.063(3) Uiso 1 1 d D . . H74 H 0.0656 -0.0512 1.0156 0.076 Uiso 1 1 calc R . . C75 C 0.10947(18) -0.00485(19) 1.0341(3) 0.050(2) Uiso 1 1 d D . . C76 C 0.13674(16) 0.02834(17) 1.0093(2) 0.046(2) Uiso 1 1 d D . . C77 C 0.16392(16) 0.05453(17) 1.0410(2) 0.0370(18) Uiso 1 1 d D . . C78 C 0.1645(2) 0.0489(2) 1.0944(3) 0.051(2) Uiso 1 1 d D . . H78 H 0.1827 0.0665 1.1151 0.061 Uiso 1 1 calc R . . C79 C 0.1376(2) 0.0162(2) 1.1183(3) 0.074(3) Uiso 1 1 d D . . H79 H 0.1380 0.0122 1.1546 0.089 Uiso 1 1 calc R . . C80 C 0.1121(2) -0.0085(3) 1.0881(3) 0.069(3) Uiso 1 1 d D . . H80 H 0.0947 -0.0299 1.1044 0.083 Uiso 1 1 calc R . . C15 C 0.2389(4) 0.0907(4) 0.9385(5) 0.077(3) Uiso 1 1 d . . . H15A H 0.2387 0.0954 0.9007 0.115 Uiso 1 1 calc R . . H15B H 0.2575 0.1133 0.9541 0.115 Uiso 1 1 calc R . . C16 C 0.2581(4) 0.0465(4) 0.9500(5) 0.083(3) Uiso 1 1 d . . . H16A H 0.2689 0.0468 0.9860 0.125 Uiso 1 1 calc R . . H16B H 0.2345 0.0249 0.9483 0.125 Uiso 1 1 calc R . . C17 C 0.2947(3) 0.0309(3) 0.9151(3) 0.074(3) Uiso 1 1 d D . . N11 N 0.3278(3) 0.0659(2) 0.9209(3) 0.090(3) Uiso 1 1 d D . . C011 C 0.3398(6) 0.0819(6) 0.9735(4) 0.139(6) Uiso 1 1 d D . . N12 N 0.2815(2) 0.0279(2) 0.8604(3) 0.070(2) Uiso 1 1 d D . . C012 C 0.2464(4) -0.0046(5) 0.8514(6) 0.130(5) Uiso 1 1 d D . . C81 C 0.3133(3) 0.0317(2) 0.8224(4) 0.126(5) Uiso 1 1 d D . . C82 C 0.3058(4) 0.0140(3) 0.7715(4) 0.145(6) Uiso 1 1 d D . . H82 H 0.2794 -0.0003 0.7639 0.174 Uiso 1 1 calc R . . C83 C 0.3373(5) 0.0179(4) 0.7342(5) 0.180(8) Uiso 1 1 d D . . H83 H 0.3320 0.0062 0.7009 0.216 Uiso 1 1 calc R . . C84 C 0.3748(5) 0.0374(4) 0.7430(5) 0.276(16) Uiso 1 1 d D . . H84 H 0.3953 0.0390 0.7157 0.332 Uiso 1 1 calc R . . C85 C 0.3854(4) 0.0556(3) 0.7907(4) 0.168(7) Uiso 1 1 d D . . C86 C 0.3524(3) 0.0521(2) 0.8321(3) 0.102(4) Uiso 1 1 d D . . C87 C 0.3612(3) 0.0698(3) 0.8811(4) 0.128(5) Uiso 1 1 d D . . C88 C 0.4002(4) 0.0907(4) 0.8923(6) 0.206(10) Uiso 1 1 d D . . H88 H 0.4056 0.1025 0.9256 0.247 Uiso 1 1 calc R . . C89 C 0.4323(4) 0.0939(4) 0.8513(6) 0.215(11) Uiso 1 1 d D . . H89 H 0.4592 0.1078 0.8573 0.258 Uiso 1 1 calc R . . C90 C 0.4233(4) 0.0768(4) 0.8051(6) 0.166(7) Uiso 1 1 d D . . H90 H 0.4450 0.0795 0.7794 0.199 Uiso 1 1 calc R . . C18 C 0.3160(5) -0.0138(5) 0.9339(5) 0.100(4) Uiso 1 1 d . . . C19 C 0.5816(4) 0.6434(4) 0.1134(4) 0.074(3) Uiso 1 1 d . . . C20 C 0.5721(3) 0.6036(3) 0.0807(3) 0.060(2) Uiso 1 1 d D . . N13 N 0.5517(2) 0.6152(2) 0.0305(3) 0.080(3) Uiso 1 1 d D . . C013 C 0.5064(3) 0.6318(5) 0.0324(6) 0.112(4) Uiso 1 1 d D . . N14 N 0.6128(2) 0.5791(2) 0.0711(3) 0.071(2) Uiso 1 1 d D . . C014 C 0.6343(5) 0.5637(6) 0.1193(4) 0.137(6) Uiso 1 1 d D . . C91 C 0.6396(3) 0.5923(2) 0.0301(3) 0.085(3) Uiso 1 1 d D . . C92 C 0.6848(3) 0.5807(3) 0.0295(4) 0.140(6) Uiso 1 1 d D . . H92 H 0.6967 0.5641 0.0568 0.168 Uiso 1 1 calc R . . C93 C 0.7107(4) 0.5940(4) -0.0110(5) 0.157(7) Uiso 1 1 d D . . H93 H 0.7404 0.5861 -0.0108 0.188 Uiso 1 1 calc R . . C94 C 0.6957(3) 0.6171(3) -0.0500(4) 0.119(5) Uiso 1 1 d D . . H94 H 0.7151 0.6252 -0.0767 0.143 Uiso 1 1 calc R . . C95 C 0.6525(3) 0.6302(2) -0.0536(3) 0.098(4) Uiso 1 1 d D . . C96 C 0.6238(2) 0.61673(19) -0.0108(3) 0.078(3) Uiso 1 1 d D . . C97 C 0.5796(2) 0.6288(2) -0.0117(3) 0.071(3) Uiso 1 1 d D . . C98 C 0.5630(4) 0.6533(3) -0.0526(4) 0.139(6) Uiso 1 1 d D . . H98 H 0.5334 0.6613 -0.0529 0.167 Uiso 1 1 calc R . . C99 C 0.5914(3) 0.6664(3) -0.0946(4) 0.090(4) Uiso 1 1 d D . . H99 H 0.5806 0.6830 -0.1226 0.108 Uiso 1 1 calc R . . C100 C 0.6332(4) 0.6547(3) -0.0928(4) 0.155(7) Uiso 1 1 d D . . H100 H 0.6512 0.6637 -0.1205 0.186 Uiso 1 1 calc R . . C21 C 0.5386(4) 0.5756(4) 0.1116(5) 0.078(3) Uiso 1 1 d . . . H21A H 0.5142 0.5943 0.1222 0.117 Uiso 1 1 calc R . . H21B H 0.5527 0.5645 0.1433 0.117 Uiso 1 1 calc R . . C22 C 0.5206(4) 0.5367(4) 0.0802(4) 0.075(3) Uiso 1 1 d . . . H22A H 0.5442 0.5238 0.0595 0.113 Uiso 1 1 calc R . . H22B H 0.4981 0.5472 0.0560 0.113 Uiso 1 1 calc R . . C23 C 0.5000 0.5000 0.1173(6) 0.086(5) Uiso 1 2 d SD . . N15 N 0.4679(2) 0.5249(2) 0.1498(3) 0.077(2) Uiso 1 1 d D . . C015 C 0.4306(4) 0.5472(5) 0.1241(5) 0.108(4) Uiso 1 1 d D . . C101 C 0.46985(17) 0.52524(17) 0.2035(2) 0.0377(18) Uiso 1 1 d D . . C102 C 0.4412(3) 0.5527(3) 0.2327(4) 0.093(4) Uiso 1 1 d D . . H102 H 0.4209 0.5708 0.2155 0.112 Uiso 1 1 calc R . . C103 C 0.4434(3) 0.5526(3) 0.2854(4) 0.083(3) Uiso 1 1 d D . . H103 H 0.4243 0.5708 0.3041 0.100 Uiso 1 1 calc R . . C104 C 0.4711(3) 0.5282(3) 0.3116(4) 0.105(4) Uiso 1 1 d D . . H104 H 0.4712 0.5299 0.3482 0.126 Uiso 1 1 calc R . . C105 C 0.5000 0.5000 0.2873(4) 0.075(4) Uiso 1 2 d SD . . C106 C 0.5000 0.5000 0.2300(3) 0.043(3) Uiso 1 2 d SD . . _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 1.561(16) . ? C2 N2 1.477(8) . ? C2 N1 1.484(8) . ? C2 C3 1.616(15) . ? N1 C37 1.440(8) . ? N1 C01 1.473(6) . ? N2 C31 1.367(7) . ? N2 C02 1.467(6) . ? C31 C36 1.361(8) . ? C31 C32 1.419(9) . ? C32 C33 1.347(10) . ? C33 C34 1.298(10) . ? C34 C35 1.371(9) . ? C35 C40 1.371(10) . ? C35 C36 1.452(9) . ? C36 C37 1.394(8) . ? C37 C38 1.367(10) . ? C38 C39 1.427(11) . ? C39 C40 1.309(10) . ? C3 C4 1.509(14) . ? C4 C5 1.494(13) . ? C5 N4 1.449(8) . ? C5 N3 1.459(8) . ? C5 C6 1.563(13) . ? N3 C47 1.433(8) . ? N3 C03 1.471(6) . ? N4 C41 1.372(7) . ? N4 C04 1.470(6) . ? C41 C46 1.359(7) . ? C41 C42 1.415(8) . ? C42 C43 1.343(9) . ? C43 C44 1.300(10) . ? C44 C45 1.368(9) . ? C45 C50 1.372(10) . ? C45 C46 1.450(9) . ? C46 C47 1.379(8) . ? C47 C48 1.370(9) . ? C48 C49 1.418(10) . ? C49 C50 1.312(10) . ? C6 C7 1.492(14) . ? C7 C8 1.461(14) . ? C8 N5 1.456(8) . ? C8 N6 1.472(8) . ? C8 C9 1.524(15) . ? N5 C57 1.448(8) . ? N5 C05 1.465(6) . ? N6 C51 1.364(8) . ? N6 C06 1.469(6) . ? C51 C56 1.354(8) . ? C51 C52 1.410(9) . ? C52 C53 1.352(9) . ? C53 C54 1.305(10) . ? C54 C55 1.360(9) . ? C55 C60 1.365(9) . ? C55 C56 1.462(9) . ? C56 C57 1.382(8) . ? C57 C58 1.367(10) . ? C58 C59 1.423(11) . ? C59 C60 1.315(10) . ? C10 C11 1.566(17) . ? C11 N8 1.472(8) . ? C11 N7 1.475(8) . ? C11 C12 1.489(14) . ? N7 C67 1.442(8) . ? N7 C07 1.469(6) . ? N8 C61 1.380(7) . ? N8 C08 1.465(6) . ? C61 C66 1.353(8) . ? C61 C62 1.414(8) . ? C62 C63 1.351(9) . ? C63 C64 1.296(10) . ? C64 C65 1.371(9) . ? C65 C70 1.365(10) . ? C65 C66 1.453(9) . ? C66 C67 1.384(8) . ? C67 C68 1.363(9) . ? C68 C69 1.424(11) . ? C69 C70 1.312(11) . ? C12 C13 1.480(15) . ? C13 C14 1.613(14) . ? C14 N9 1.443(7) . ? C14 N10 1.451(7) . ? C14 C15 1.578(14) . ? N9 C77 1.426(7) . ? N9 C09 1.463(6) . ? N10 C71 1.368(7) . ? N10 C010 1.475(6) . ? C71 C76 1.369(7) . ? C71 C72 1.411(8) . ? C72 C73 1.357(8) . ? C73 C74 1.305(9) . ? C74 C75 1.370(8) . ? C75 C80 1.376(9) . ? C75 C76 1.444(8) . ? C76 C77 1.396(7) . ? C77 C78 1.365(8) . ? C78 C79 1.417(9) . ? C79 C80 1.322(9) . ? C15 C16 1.488(16) . ? C16 C17 1.494(16) . ? C17 N12 1.448(8) . ? C17 N11 1.464(8) . ? C17 C18 1.572(18) . ? N11 C87 1.434(8) . ? N11 C011 1.465(6) . ? N12 C81 1.367(7) . ? N12 C012 1.466(6) . ? C81 C82 1.414(9) . ? C81 C86 1.359(8) . ? C82 C83 1.349(9) . ? C83 C84 1.300(10) . ? C84 C85 1.368(9) . ? C85 C90 1.365(10) . ? C85 C86 1.454(9) . ? C86 C87 1.378(8) . ? C87 C88 1.369(10) . ? C88 C89 1.426(11) . ? C89 C90 1.309(11) . ? C19 C20 1.492(15) . ? C20 N14 1.461(8) . ? C20 N13 1.458(8) . ? C20 C21 1.535(15) . ? N13 C97 1.424(8) . ? N13 C013 1.462(6) . ? N14 C91 1.376(7) . ? N14 C014 1.461(6) . ? C91 C96 1.363(7) . ? C91 C92 1.412(9) . ? C92 C93 1.352(9) . ? C93 C94 1.295(10) . ? C94 C95 1.371(9) . ? C95 C100 1.371(10) . ? C95 C96 1.449(9) . ? C96 C97 1.387(8) . ? C97 C98 1.371(9) . ? C98 C99 1.425(10) . ? C99 C100 1.315(10) . ? C21 C22 1.522(16) . ? C22 C23 1.582(14) . ? C23 N15 1.480(8) 2_665 ? C23 N15 1.480(8) . ? C23 C22 1.582(14) 2_665 ? N15 C101 1.362(7) . ? N15 C015 1.468(6) . ? C101 C106 1.368(6) . ? C101 C102 1.414(8) . ? C102 C103 1.337(9) . ? C103 C104 1.301(9) . ? C104 C105 1.370(9) . ? C105 C104 1.370(9) 2_665 ? C105 C106 1.452(9) . ? C106 C101 1.368(6) 2_665 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C2 N1 108.1(7) . . ? N2 C2 C1 114.1(8) . . ? N1 C2 C1 111.1(7) . . ? N2 C2 C3 108.9(7) . . ? N1 C2 C3 108.8(7) . . ? C1 C2 C3 105.7(8) . . ? C37 N1 C01 117.2(8) . . ? C37 N1 C2 114.4(7) . . ? C01 N1 C2 114.4(8) . . ? C31 N2 C02 117.9(7) . . ? C31 N2 C2 115.2(6) . . ? C02 N2 C2 117.5(8) . . ? C36 C31 N2 122.0(7) . . ? C36 C31 C32 118.5(7) . . ? N2 C31 C32 119.5(7) . . ? C33 C32 C31 119.0(9) . . ? C34 C33 C32 123.4(11) . . ? C33 C34 C35 122.2(10) . . ? C34 C35 C40 126.9(9) . . ? C34 C35 C36 116.7(8) . . ? C40 C35 C36 116.3(8) . . ? C31 C36 C37 120.0(7) . . ? C31 C36 C35 120.2(7) . . ? C37 C36 C35 119.7(7) . . ? C38 C37 C36 120.1(8) . . ? C38 C37 N1 121.5(8) . . ? C36 C37 N1 118.4(7) . . ? C37 C38 C39 119.4(10) . . ? C40 C39 C38 119.9(10) . . ? C39 C40 C35 124.5(11) . . ? C4 C3 C2 111.4(8) . . ? C5 C4 C3 111.6(8) . . ? N4 C5 N3 111.0(7) . . ? N4 C5 C4 108.2(7) . . ? N3 C5 C4 109.0(7) . . ? N4 C5 C6 118.4(7) . . ? N3 C5 C6 98.6(6) . . ? C4 C5 C6 111.1(7) . . ? C47 N3 C5 121.9(6) . . ? C47 N3 C03 113.2(7) . . ? C5 N3 C03 124.8(7) . . ? C41 N4 C5 124.8(6) . . ? C41 N4 C04 114.7(7) . . ? C5 N4 C04 116.1(7) . . ? C46 C41 N4 120.9(6) . . ? C46 C41 C42 117.8(6) . . ? N4 C41 C42 121.4(6) . . ? C43 C42 C41 120.0(8) . . ? C44 C43 C42 123.2(10) . . ? C43 C44 C45 121.3(10) . . ? C44 C45 C50 127.3(9) . . ? C44 C45 C46 117.6(8) . . ? C50 C45 C46 115.1(8) . . ? C41 C46 C47 120.0(6) . . ? C41 C46 C45 120.2(6) . . ? C47 C46 C45 119.8(6) . . ? C48 C47 C46 121.6(7) . . ? C48 C47 N3 118.3(7) . . ? C46 C47 N3 120.1(7) . . ? C47 C48 C49 118.1(9) . . ? C50 C49 C48 119.9(10) . . ? C49 C50 C45 125.5(10) . . ? C7 C6 C5 116.6(8) . . ? C8 C7 C6 117.1(9) . . ? N5 C8 N6 108.3(7) . . ? N5 C8 C7 111.8(8) . . ? N6 C8 C7 104.0(8) . . ? N5 C8 C9 114.9(8) . . ? N6 C8 C9 102.2(8) . . ? C7 C8 C9 114.4(9) . . ? C57 N5 C8 118.8(7) . . ? C57 N5 C05 116.9(10) . . ? C8 N5 C05 114.8(12) . . ? C51 N6 C06 117.1(12) . . ? C51 N6 C8 122.7(8) . . ? C06 N6 C8 116.3(14) . . ? C56 C51 N6 119.5(8) . . ? C56 C51 C52 118.5(8) . . ? N6 C51 C52 121.9(8) . . ? C53 C52 C51 120.4(9) . . ? C54 C53 C52 122.3(10) . . ? C53 C54 C55 121.3(10) . . ? C54 C55 C60 125.5(9) . . ? C54 C55 C56 118.5(8) . . ? C60 C55 C56 115.9(8) . . ? C51 C56 C57 120.8(7) . . ? C51 C56 C55 118.9(7) . . ? C57 C56 C55 120.3(7) . . ? C58 C57 C56 120.1(8) . . ? C58 C57 N5 120.6(8) . . ? C56 C57 N5 119.3(7) . . ? C57 C58 C59 119.0(10) . . ? C60 C59 C58 120.5(10) . . ? C59 C60 C55 124.2(10) . . ? N8 C11 N7 107.7(6) . . ? N8 C11 C12 109.1(8) . . ? N7 C11 C12 108.0(7) . . ? N8 C11 C10 105.3(8) . . ? N7 C11 C10 111.1(8) . . ? C12 C11 C10 115.3(8) . . ? C67 N7 C07 113.8(7) . . ? C67 N7 C11 115.3(7) . . ? C07 N7 C11 114.4(8) . . ? C61 N8 C08 115.8(7) . . ? C61 N8 C11 118.2(6) . . ? C08 N8 C11 114.7(7) . . ? C66 C61 N8 120.5(7) . . ? C66 C61 C62 118.0(7) . . ? N8 C61 C62 121.5(7) . . ? C63 C62 C61 119.4(9) . . ? C64 C63 C62 123.8(11) . . ? C63 C64 C65 120.9(10) . . ? C64 C65 C70 126.4(9) . . ? C64 C65 C66 117.4(8) . . ? C70 C65 C66 116.2(8) . . ? C61 C66 C67 119.9(7) . . ? C61 C66 C65 120.4(7) . . ? C67 C66 C65 119.6(7) . . ? C68 C67 C66 120.2(8) . . ? C68 C67 N7 119.8(8) . . ? C66 C67 N7 120.0(7) . . ? C67 C68 C69 119.9(10) . . ? C70 C69 C68 119.0(11) . . ? C69 C70 C65 125.1(11) . . ? C13 C12 C11 116.1(9) . . ? C12 C13 C14 113.2(9) . . ? N9 C14 N10 111.9(6) . . ? N9 C14 C15 109.0(7) . . ? N10 C14 C15 108.9(6) . . ? N9 C14 C13 104.8(6) . . ? N10 C14 C13 111.7(6) . . ? C15 C14 C13 110.4(7) . . ? C77 N9 C14 123.2(5) . . ? C77 N9 C09 119.7(6) . . ? C14 N9 C09 116.6(7) . . ? C71 N10 C14 125.1(5) . . ? C71 N10 C010 120.1(6) . . ? C14 N10 C010 113.7(6) . . ? C76 C71 N10 120.1(5) . . ? C76 C71 C72 119.1(5) . . ? N10 C71 C72 120.8(5) . . ? C73 C72 C71 118.7(7) . . ? C74 C73 C72 122.6(8) . . ? C73 C74 C75 123.1(8) . . ? C74 C75 C80 126.7(7) . . ? C74 C75 C76 116.2(6) . . ? C80 C75 C76 117.1(6) . . ? C71 C76 C77 120.8(5) . . ? C71 C76 C75 120.3(5) . . ? C77 C76 C75 118.9(5) . . ? C78 C77 C76 120.4(6) . . ? C78 C77 N9 120.8(6) . . ? C76 C77 N9 118.8(5) . . ? C77 C78 C79 120.3(7) . . ? C80 C79 C78 118.9(8) . . ? C79 C80 C75 124.3(8) . . ? C16 C15 C14 112.4(9) . . ? C17 C16 C15 117.3(10) . . ? N12 C17 N11 109.3(7) . . ? N12 C17 C16 112.4(8) . . ? N11 C17 C16 102.7(8) . . ? N12 C17 C18 110.5(8) . . ? N11 C17 C18 108.2(8) . . ? C16 C17 C18 113.3(9) . . ? C87 N11 C011 116.0(8) . . ? C87 N11 C17 118.2(7) . . ? C011 N11 C17 119.9(9) . . ? C81 N12 C17 118.5(7) . . ? C81 N12 C012 117.2(8) . . ? C17 N12 C012 113.1(8) . . ? N12 C81 C82 119.9(8) . . ? N12 C81 C86 121.5(8) . . ? C82 C81 C86 118.5(8) . . ? C83 C82 C81 119.6(9) . . ? C84 C83 C82 122.5(11) . . ? C83 C84 C85 122.6(11) . . ? C84 C85 C90 128.6(10) . . ? C84 C85 C86 116.7(8) . . ? C90 C85 C86 114.7(8) . . ? C81 C86 C87 120.7(7) . . ? C81 C86 C85 120.0(7) . . ? C87 C86 C85 119.3(7) . . ? C88 C87 C86 122.3(8) . . ? C88 C87 N11 120.0(8) . . ? C86 C87 N11 117.7(8) . . ? C87 C88 C89 117.8(10) . . ? C90 C89 C88 119.0(11) . . ? C89 C90 C85 126.9(11) . . ? N14 C20 N13 109.5(6) . . ? N14 C20 C19 109.9(7) . . ? N13 C20 C19 111.8(7) . . ? N14 C20 C21 111.3(8) . . ? N13 C20 C21 107.4(7) . . ? C19 C20 C21 106.9(8) . . ? C97 N13 C013 118.9(7) . . ? C97 N13 C20 118.3(6) . . ? C013 N13 C20 116.8(8) . . ? C91 N14 C014 117.5(8) . . ? C91 N14 C20 118.5(6) . . ? C014 N14 C20 113.4(8) . . ? C96 C91 N14 121.7(7) . . ? C96 C91 C92 117.8(7) . . ? N14 C91 C92 120.5(7) . . ? C93 C92 C91 119.8(9) . . ? C94 C93 C92 122.6(10) . . ? C93 C94 C95 122.8(10) . . ? C94 C95 C100 127.7(9) . . ? C94 C95 C96 116.2(7) . . ? C100 C95 C96 116.1(8) . . ? C91 C96 C97 119.6(6) . . ? C91 C96 C95 120.8(6) . . ? C97 C96 C95 119.6(6) . . ? C98 C97 C96 120.4(7) . . ? C98 C97 N13 120.5(7) . . ? C96 C97 N13 119.1(6) . . ? C97 C98 C99 119.8(9) . . ? C100 C99 C98 118.7(9) . . ? C99 C100 C95 125.5(10) . . ? C20 C21 C22 113.4(9) . . ? C21 C22 C23 112.0(9) . . ? N15 C23 N15 112.3(11) 2_665 . ? N15 C23 C22 103.4(5) 2_665 2_665 ? N15 C23 C22 115.5(5) . 2_665 ? N15 C23 C22 115.5(5) 2_665 . ? N15 C23 C22 103.4(5) . . ? C22 C23 C22 107.2(12) 2_665 . ? C101 N15 C015 118.2(7) . . ? C101 N15 C23 122.2(8) . . ? C015 N15 C23 119.4(8) . . ? N15 C101 C106 121.1(6) . . ? N15 C101 C102 120.2(6) . . ? C106 C101 C102 118.7(6) . . ? C103 C102 C101 119.4(8) . . ? C104 C103 C102 123.1(9) . . ? C103 C104 C105 122.3(9) . . ? C104 C105 C104 126.4(11) 2_665 . ? C104 C105 C106 116.8(5) 2_665 . ? C104 C105 C106 116.8(5) . . ? C101 C106 C101 121.0(8) . 2_665 ? C101 C106 C105 119.5(4) . . ? C101 C106 C105 119.5(4) 2_665 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.616 _refine_diff_density_min -0.490 _refine_diff_density_rms 0.109 data_niallm _database_code_depnum_ccdc_archive 'CCDC 709696' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C65 H75 Cl6 N8' _chemical_formula_weight 1181.03 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.395(3) _cell_length_b 13.920(3) _cell_length_c 18.238(4) _cell_angle_alpha 82.99(3) _cell_angle_beta 74.76(3) _cell_angle_gamma 63.01(3) _cell_volume 2923.8(14) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 12883 _cell_measurement_theta_min 2.318 _cell_measurement_theta_max 27.440 _exptl_crystal_description block _exptl_crystal_colour white _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.342 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1246 _exptl_absorpt_coefficient_mu 0.343 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7708 _exptl_absorpt_correction_T_max 0.7951 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'frames each covering 0.3\% in\w' _diffrn_detector_area_resol_mean 8.2 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26699 _diffrn_reflns_av_R_equivalents 0.0201 _diffrn_reflns_av_sigmaI/netI 0.0283 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.00 _reflns_number_total 10253 _reflns_number_gt 8258 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_reduction 'SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXTL (Bruker, 2001)' _computing_structure_refinement 'SHELXTL (Bruker, 2001)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001)' _computing_publication_material 'SHELXTL (Bruker, 2001)' _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. All hydrogen atoms were placed in calculated positions and refined with riding constraints and isotropic displacement parameters fixed at 1.2* or 1.5* the parent carbon (for sp2 and sp3 centres respectively). The bond length of one C(sp3)-C(sp3) in a partially disordered hexane solvate was restrained to a target value of 1.53(1) Ang. ; _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^)+(0.0895P)^2^+10.8805P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10253 _refine_ls_number_parameters 723 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0922 _refine_ls_R_factor_gt 0.0791 _refine_ls_wR_factor_ref 0.2168 _refine_ls_wR_factor_gt 0.2112 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4036(4) 0.0687(3) 0.4358(2) 0.0249(9) Uani 1 1 d . . . H1C H 0.3942 0.0502 0.4900 0.037 Uiso 1 1 calc R . . H1B H 0.4848 0.0302 0.4095 0.037 Uiso 1 1 calc R . . H1A H 0.3566 0.0479 0.4142 0.037 Uiso 1 1 calc R . . C2 C 0.3646(3) 0.1906(3) 0.4261(2) 0.0184(8) Uani 1 1 d . . . C21 C 0.2917(3) 0.2112(3) 0.3125(2) 0.0172(8) Uani 1 1 d . . . C22 C 0.3135(3) 0.1895(3) 0.2365(2) 0.0213(8) Uani 1 1 d . . . H22 H 0.3864 0.1774 0.2041 0.026 Uiso 1 1 calc R . . C23 C 0.2289(4) 0.1850(3) 0.2064(2) 0.0237(9) Uani 1 1 d . . . H23 H 0.2452 0.1712 0.1537 0.028 Uiso 1 1 calc R . . C24 C 0.1242(4) 0.2000(3) 0.2515(2) 0.0243(9) Uani 1 1 d . . . H24 H 0.0683 0.1967 0.2303 0.029 Uiso 1 1 calc R . . C25 C 0.0988(3) 0.2207(3) 0.3299(2) 0.0198(8) Uani 1 1 d . . . C26 C -0.0078(3) 0.2330(3) 0.3792(3) 0.0268(9) Uani 1 1 d . . . H26 H -0.0653 0.2304 0.3592 0.032 Uiso 1 1 calc R . . C27 C -0.0277(4) 0.2487(4) 0.4549(3) 0.0286(9) Uani 1 1 d . . . H27 H -0.0993 0.2568 0.4873 0.034 Uiso 1 1 calc R . . C28 C 0.0550(4) 0.2529(3) 0.4860(2) 0.0249(9) Uani 1 1 d . . . H28 H 0.0395 0.2624 0.5392 0.030 Uiso 1 1 calc R . . C29 C 0.1597(3) 0.2436(3) 0.4402(2) 0.0192(8) Uani 1 1 d . . . C30 C 0.1832(3) 0.2253(3) 0.3612(2) 0.0164(8) Uani 1 1 d . . . N1 N 0.3695(3) 0.2219(3) 0.34468(18) 0.0177(7) Uani 1 1 d . . . C01 C 0.4837(3) 0.1923(4) 0.2944(2) 0.0272(9) Uani 1 1 d . . . H01A H 0.5176 0.1168 0.2791 0.041 Uiso 1 1 calc R . . H01C H 0.5332 0.2018 0.3212 0.041 Uiso 1 1 calc R . . H01B H 0.4770 0.2386 0.2492 0.041 Uiso 1 1 calc R . . N2 N 0.2427(3) 0.2528(3) 0.46770(17) 0.0187(7) Uani 1 1 d . . . C02 C 0.2202(4) 0.2559(4) 0.5507(2) 0.0340(11) Uani 1 1 d . . . H02B H 0.1451 0.3158 0.5705 0.051 Uiso 1 1 calc R . . H02C H 0.2805 0.2660 0.5648 0.051 Uiso 1 1 calc R . . H02A H 0.2201 0.1879 0.5722 0.051 Uiso 1 1 calc R . . C3 C 0.4433(3) 0.2214(3) 0.4558(2) 0.0203(8) Uani 1 1 d . . . H3A H 0.4366 0.2022 0.5103 0.024 Uiso 1 1 calc R . . H3B H 0.5241 0.1775 0.4287 0.024 Uiso 1 1 calc R . . C4 C 0.4180(3) 0.3406(3) 0.4468(2) 0.0197(8) Uani 1 1 d . . . H4A H 0.3336 0.3856 0.4606 0.024 Uiso 1 1 calc R . . H4B H 0.4467 0.3554 0.3929 0.024 Uiso 1 1 calc R . . C5 C 0.4752(3) 0.3717(3) 0.4972(2) 0.0181(8) Uani 1 1 d . . . C31 C 0.6366(4) 0.2107(3) 0.5408(2) 0.0240(9) Uani 1 1 d . . . C32 C 0.7433(4) 0.1227(3) 0.5221(3) 0.0315(10) Uani 1 1 d . . . H32 H 0.7900 0.1137 0.4719 0.038 Uiso 1 1 calc R . . C33 C 0.7821(4) 0.0455(4) 0.5804(3) 0.0375(12) Uani 1 1 d . . . H33 H 0.8550 -0.0154 0.5680 0.045 Uiso 1 1 calc R . . C34 C 0.7178(5) 0.0569(4) 0.6525(3) 0.0391(12) Uani 1 1 d . . . H34 H 0.7468 0.0050 0.6899 0.047 Uiso 1 1 calc R . . C35 C 0.6093(4) 0.1439(4) 0.6726(3) 0.0343(11) Uani 1 1 d . . . C36 C 0.5366(5) 0.1608(4) 0.7476(3) 0.0413(13) Uani 1 1 d . . . H36 H 0.5620 0.1102 0.7865 0.050 Uiso 1 1 calc R . . C37 C 0.4331(5) 0.2467(4) 0.7645(3) 0.0406(12) Uani 1 1 d . . . H37 H 0.3882 0.2567 0.8153 0.049 Uiso 1 1 calc R . . C38 C 0.3906(5) 0.3208(4) 0.7091(3) 0.0343(11) Uani 1 1 d . . . H38 H 0.3172 0.3809 0.7221 0.041 Uiso 1 1 calc R . . C39 C 0.4558(4) 0.3071(3) 0.6342(2) 0.0258(9) Uani 1 1 d . . . C40 C 0.5670(4) 0.2211(3) 0.6156(2) 0.0272(9) Uani 1 1 d . . . N3 N 0.5968(3) 0.2926(3) 0.48799(19) 0.0204(7) Uani 1 1 d . . . C03 C 0.6664(4) 0.2780(4) 0.4115(2) 0.0277(9) Uani 1 1 d . . . H03C H 0.7404 0.2763 0.4114 0.042 Uiso 1 1 calc R . . H03B H 0.6263 0.3379 0.3797 0.042 Uiso 1 1 calc R . . H03A H 0.6799 0.2100 0.3914 0.042 Uiso 1 1 calc R . . N4 N 0.4116(3) 0.3752(3) 0.57698(19) 0.0247(7) Uani 1 1 d . . . C04 C 0.2946(4) 0.4598(4) 0.5981(3) 0.0320(10) Uani 1 1 d . . . H04B H 0.2431 0.4281 0.6254 0.048 Uiso 1 1 calc R . . H04C H 0.2696 0.4963 0.5522 0.048 Uiso 1 1 calc R . . H04A H 0.2920 0.5120 0.6309 0.048 Uiso 1 1 calc R . . C6 C 0.4712(3) 0.4841(3) 0.4759(2) 0.0206(8) Uani 1 1 d . . . H6A H 0.5103 0.4842 0.4217 0.025 Uiso 1 1 calc R . . H6B H 0.3899 0.5385 0.4825 0.025 Uiso 1 1 calc R . . C7 C 0.1350(4) 0.5068(4) 0.3567(2) 0.0325(10) Uani 1 1 d . . . H7A H 0.0626 0.5574 0.3888 0.049 Uiso 1 1 calc R . . H7B H 0.1974 0.4844 0.3828 0.049 Uiso 1 1 calc R . . H7C H 0.1270 0.4433 0.3466 0.049 Uiso 1 1 calc R . . C8 C 0.1628(3) 0.5618(3) 0.2814(2) 0.0222(8) Uani 1 1 d . . . C41 C -0.0240(3) 0.6959(3) 0.2513(2) 0.0228(9) Uani 1 1 d . . . C42 C -0.1247(4) 0.7195(4) 0.2300(3) 0.0385(12) Uani 1 1 d . . . H42 H -0.1334 0.6646 0.2099 0.046 Uiso 1 1 calc R . . C43 C -0.2153(4) 0.8266(5) 0.2383(3) 0.0488(15) Uani 1 1 d . . . H43 H -0.2829 0.8422 0.2221 0.059 Uiso 1 1 calc R . . C44 C -0.2083(4) 0.9061(4) 0.2681(3) 0.0438(13) Uani 1 1 d . . . H44 H -0.2709 0.9762 0.2737 0.053 Uiso 1 1 calc R . . C45 C -0.1088(4) 0.8858(4) 0.2909(3) 0.0337(11) Uani 1 1 d . . . C46 C -0.0956(5) 0.9670(4) 0.3227(3) 0.0418(13) Uani 1 1 d . . . H46 H -0.1558 1.0384 0.3278 0.050 Uiso 1 1 calc R . . C47 C -0.0010(5) 0.9449(4) 0.3455(3) 0.0419(12) Uani 1 1 d . . . H47 H 0.0047 1.0004 0.3670 0.050 Uiso 1 1 calc R . . C48 C 0.0905(4) 0.8411(4) 0.3382(3) 0.0322(10) Uani 1 1 d . . . H48 H 0.1573 0.8268 0.3551 0.039 Uiso 1 1 calc R . . C49 C 0.0837(3) 0.7591(3) 0.3065(2) 0.0216(8) Uani 1 1 d . . . C50 C -0.0163(3) 0.7797(3) 0.2827(2) 0.0224(9) Uani 1 1 d . . . N5 N 0.0704(3) 0.5950(3) 0.2407(2) 0.0241(7) Uani 1 1 d . . . C05 C 0.0508(5) 0.5087(4) 0.2194(3) 0.0413(12) Uani 1 1 d . . . H05A H -0.0112 0.5008 0.2583 0.062 Uiso 1 1 calc R . . H05B H 0.1216 0.4410 0.2149 0.062 Uiso 1 1 calc R . . H05C H 0.0288 0.5261 0.1705 0.062 Uiso 1 1 calc R . . N6 N 0.1764(3) 0.6571(3) 0.29509(19) 0.0226(7) Uani 1 1 d . . . C06 C 0.2645(4) 0.6352(5) 0.3363(3) 0.0407(12) Uani 1 1 d . . . H06A H 0.3009 0.6835 0.3179 0.061 Uiso 1 1 calc R . . H06B H 0.3229 0.5602 0.3279 0.061 Uiso 1 1 calc R . . H06C H 0.2288 0.6471 0.3907 0.061 Uiso 1 1 calc R . . C9 C 0.2762(4) 0.4853(3) 0.2284(2) 0.0267(9) Uani 1 1 d . . . H9B H 0.3410 0.4666 0.2524 0.032 Uiso 1 1 calc R . . H9A H 0.2719 0.4178 0.2219 0.032 Uiso 1 1 calc R . . C10 C 0.3000(3) 0.5353(3) 0.1506(2) 0.0256(9) Uani 1 1 d . . . H10B H 0.2819 0.6114 0.1574 0.031 Uiso 1 1 calc R . . H10A H 0.2480 0.5348 0.1210 0.031 Uiso 1 1 calc R . . C11 C 0.4259(3) 0.4762(3) 0.1048(2) 0.0228(8) Uani 1 1 d . . . C51 C 0.5637(3) 0.2784(3) 0.1042(2) 0.0224(9) Uani 1 1 d . . . C52 C 0.6034(4) 0.1761(3) 0.0770(3) 0.0300(10) Uani 1 1 d . . . H52 H 0.5614 0.1620 0.0486 0.036 Uiso 1 1 calc R . . C53 C 0.7064(4) 0.0925(4) 0.0914(3) 0.0398(12) Uani 1 1 d . . . H53 H 0.7330 0.0225 0.0722 0.048 Uiso 1 1 calc R . . C54 C 0.7689(4) 0.1092(4) 0.1323(3) 0.0349(11) Uani 1 1 d . . . H54 H 0.8366 0.0508 0.1428 0.042 Uiso 1 1 calc R . . C55 C 0.7330(4) 0.2131(4) 0.1589(2) 0.0293(10) Uani 1 1 d . . . C56 C 0.7946(4) 0.2348(4) 0.2016(3) 0.0366(11) Uani 1 1 d . . . H56 H 0.8629 0.1786 0.2129 0.044 Uiso 1 1 calc R . . C57 C 0.7553(4) 0.3368(4) 0.2262(3) 0.0386(11) Uani 1 1 d . . . H57 H 0.7962 0.3501 0.2559 0.046 Uiso 1 1 calc R . . C58 C 0.6566(4) 0.4231(4) 0.2094(3) 0.0352(11) Uani 1 1 d . . . H58 H 0.6322 0.4935 0.2271 0.042 Uiso 1 1 calc R . . C59 C 0.5950(4) 0.4053(3) 0.1668(2) 0.0239(9) Uani 1 1 d . . . C60 C 0.6308(3) 0.2989(3) 0.1427(2) 0.0213(8) Uani 1 1 d . . . N7 N 0.4559(3) 0.3608(3) 0.10020(19) 0.0217(7) Uani 1 1 d . . . C07 C 0.3901(4) 0.3365(4) 0.0599(2) 0.0292(10) Uani 1 1 d . . . H07A H 0.4318 0.3208 0.0066 0.044 Uiso 1 1 calc R . . H07B H 0.3147 0.3985 0.0626 0.044 Uiso 1 1 calc R . . H07C H 0.3793 0.2736 0.0833 0.044 Uiso 1 1 calc R . . N8 N 0.5012(3) 0.4881(3) 0.1456(2) 0.0254(8) Uani 1 1 d . . . C08 C 0.4823(4) 0.5972(4) 0.1573(3) 0.0339(10) Uani 1 1 d . . . H08A H 0.4599 0.6119 0.2120 0.051 Uiso 1 1 calc R . . H08B H 0.4209 0.6488 0.1334 0.051 Uiso 1 1 calc R . . H08C H 0.5535 0.6045 0.1346 0.051 Uiso 1 1 calc R . . C12 C 0.4392(3) 0.5259(3) 0.0241(2) 0.0246(9) Uani 1 1 d . . . H12A H 0.3869 0.5182 -0.0018 0.029 Uiso 1 1 calc R . . H12B H 0.4151 0.6039 0.0287 0.029 Uiso 1 1 calc R . . C61A C 0.1229(4) 0.9293(4) 0.1387(3) 0.0385(11) Uani 1 1 d . . . H61A H 0.0681 0.9401 0.1896 0.046 Uiso 1 1 calc R . . Cl1A Cl 0.10916(15) 0.84059(13) 0.08694(8) 0.0573(4) Uani 1 1 d . . . Cl2A Cl 0.08846(11) 1.05540(10) 0.09320(8) 0.0467(3) Uani 1 1 d . . . Cl3A Cl 0.26270(11) 0.87579(11) 0.15225(8) 0.0477(3) Uani 1 1 d . . . C62 C 0.8986(5) 0.3917(5) 0.0580(3) 0.0486(14) Uani 1 1 d . . . H82 H 0.8408 0.3650 0.0854 0.058 Uiso 1 1 calc R . . Cl4 Cl 0.82906(14) 0.53422(15) 0.05661(11) 0.0733(5) Uani 1 1 d . . . Cl5 Cl 0.9541(2) 0.3409(2) -0.03470(9) 0.0841(7) Uani 1 1 d . . . Cl6 Cl 1.00871(12) 0.34656(10) 0.10659(8) 0.0443(3) Uani 1 1 d . . . C63 C 0.2786(5) 0.1848(4) 0.9749(3) 0.0514(14) Uani 1 1 d D . . H83A H 0.2345 0.1425 0.9886 0.077 Uiso 1 1 calc R . . H83B H 0.2518 0.2360 0.9345 0.077 Uiso 1 1 calc R . . H83C H 0.2674 0.2244 1.0196 0.077 Uiso 1 1 calc R . . C64 C 0.3969(5) 0.1149(5) 0.9493(3) 0.0603(17) Uani 1 1 d D . . H84A H 0.4418 0.1573 0.9339 0.072 Uiso 1 1 calc R . . H84B H 0.4087 0.0737 0.9047 0.072 Uiso 1 1 calc R . . C65 C 0.4368(5) 0.0391(5) 1.0127(3) 0.0524(14) Uani 1 1 d . . . H85A H 0.3903 -0.0017 1.0286 0.063 Uiso 1 1 calc R . . H85B H 0.4255 0.0808 1.0569 0.063 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 C1 0.031(2) 0.022(2) 0.030(2) 0.0085(17) -0.0173(18) -0.0150(18) C2 0.0206(19) 0.0173(19) 0.0187(19) 0.0054(15) -0.0075(15) -0.0094(16) C21 0.0201(19) 0.0126(17) 0.0193(19) 0.0059(14) -0.0077(15) -0.0073(15) C22 0.022(2) 0.022(2) 0.020(2) 0.0041(15) -0.0039(16) -0.0100(16) C23 0.031(2) 0.025(2) 0.0159(19) 0.0063(16) -0.0102(17) -0.0124(18) C24 0.026(2) 0.022(2) 0.029(2) 0.0063(17) -0.0159(18) -0.0108(17) C25 0.0199(19) 0.0148(18) 0.025(2) 0.0044(15) -0.0084(16) -0.0068(15) C26 0.019(2) 0.028(2) 0.036(2) 0.0010(18) -0.0093(18) -0.0114(18) C27 0.020(2) 0.034(2) 0.032(2) -0.0078(19) 0.0030(17) -0.0143(18) C28 0.025(2) 0.029(2) 0.022(2) -0.0035(17) -0.0003(17) -0.0155(18) C29 0.0221(19) 0.0150(18) 0.022(2) 0.0042(15) -0.0066(16) -0.0099(16) C30 0.0178(18) 0.0114(17) 0.0210(19) 0.0054(14) -0.0074(15) -0.0071(15) N1 0.0151(15) 0.0216(17) 0.0171(16) 0.0039(13) -0.0037(13) -0.0097(13) C01 0.019(2) 0.039(2) 0.025(2) -0.0042(18) -0.0016(17) -0.0157(19) N2 0.0206(16) 0.0247(17) 0.0147(16) 0.0031(13) -0.0028(13) -0.0146(14) C02 0.037(3) 0.057(3) 0.020(2) -0.002(2) -0.0042(19) -0.032(2) C3 0.0196(19) 0.022(2) 0.025(2) 0.0050(16) -0.0116(16) -0.0112(16) C4 0.0195(19) 0.021(2) 0.022(2) 0.0051(15) -0.0084(16) -0.0115(16) C5 0.0147(18) 0.0190(19) 0.021(2) 0.0035(15) -0.0058(15) -0.0080(15) C31 0.028(2) 0.018(2) 0.038(2) 0.0046(17) -0.0213(19) -0.0138(17) C32 0.031(2) 0.025(2) 0.045(3) -0.0005(19) -0.020(2) -0.0113(19) C33 0.037(3) 0.017(2) 0.066(4) 0.002(2) -0.032(3) -0.0082(19) C34 0.061(3) 0.030(3) 0.047(3) 0.013(2) -0.036(3) -0.029(2) C35 0.056(3) 0.027(2) 0.042(3) 0.011(2) -0.031(2) -0.029(2) C36 0.075(4) 0.053(3) 0.027(2) 0.018(2) -0.026(2) -0.052(3) C37 0.059(3) 0.053(3) 0.026(2) 0.004(2) -0.010(2) -0.039(3) C38 0.051(3) 0.041(3) 0.024(2) 0.0013(19) -0.007(2) -0.033(2) C39 0.038(2) 0.029(2) 0.025(2) 0.0041(17) -0.0128(18) -0.024(2) C40 0.047(3) 0.028(2) 0.026(2) 0.0070(17) -0.017(2) -0.030(2) N3 0.0181(16) 0.0183(16) 0.0244(18) 0.0036(13) -0.0069(13) -0.0074(14) C03 0.021(2) 0.029(2) 0.032(2) -0.0025(18) -0.0022(18) -0.0120(18) N4 0.0302(19) 0.0287(19) 0.0177(17) 0.0043(14) -0.0045(14) -0.0168(16) C04 0.026(2) 0.034(2) 0.037(3) -0.005(2) 0.0006(19) -0.017(2) C6 0.0204(19) 0.020(2) 0.025(2) 0.0057(16) -0.0096(16) -0.0106(16) C7 0.034(2) 0.024(2) 0.025(2) 0.0070(18) 0.0008(19) -0.0060(19) C8 0.022(2) 0.0180(19) 0.020(2) 0.0045(16) -0.0038(16) -0.0054(16) C41 0.020(2) 0.030(2) 0.0164(19) 0.0111(16) -0.0047(15) -0.0120(17) C42 0.036(3) 0.058(3) 0.035(3) 0.015(2) -0.016(2) -0.031(2) C43 0.020(2) 0.070(4) 0.049(3) 0.024(3) -0.016(2) -0.016(2) C44 0.027(2) 0.036(3) 0.053(3) 0.015(2) -0.007(2) -0.006(2) C45 0.025(2) 0.027(2) 0.030(2) 0.0099(19) 0.0028(18) -0.0032(19) C46 0.049(3) 0.013(2) 0.041(3) 0.0011(19) 0.009(2) -0.005(2) C47 0.056(3) 0.026(2) 0.042(3) -0.008(2) 0.002(2) -0.021(2) C48 0.040(3) 0.031(2) 0.029(2) -0.0026(19) -0.002(2) -0.021(2) C49 0.027(2) 0.020(2) 0.0157(19) 0.0041(15) 0.0015(16) -0.0125(17) C50 0.023(2) 0.019(2) 0.019(2) 0.0072(15) -0.0007(16) -0.0089(17) N5 0.0269(18) 0.0206(17) 0.0282(19) -0.0018(14) -0.0055(15) -0.0134(15) C05 0.048(3) 0.044(3) 0.044(3) -0.009(2) -0.002(2) -0.033(3) N6 0.0213(17) 0.0236(18) 0.0238(18) 0.0010(14) -0.0079(14) -0.0096(14) C06 0.028(2) 0.056(3) 0.035(3) -0.010(2) -0.012(2) -0.011(2) C9 0.028(2) 0.019(2) 0.022(2) 0.0031(16) -0.0008(17) -0.0047(17) C10 0.023(2) 0.022(2) 0.023(2) 0.0080(16) -0.0036(17) -0.0048(17) C11 0.023(2) 0.019(2) 0.023(2) 0.0046(16) -0.0048(16) -0.0075(17) C51 0.024(2) 0.019(2) 0.019(2) 0.0064(15) 0.0015(16) -0.0105(17) C52 0.035(2) 0.023(2) 0.032(2) 0.0007(18) -0.0032(19) -0.0156(19) C53 0.038(3) 0.016(2) 0.052(3) -0.001(2) 0.003(2) -0.007(2) C54 0.023(2) 0.022(2) 0.047(3) 0.012(2) -0.004(2) -0.0043(18) C55 0.025(2) 0.030(2) 0.024(2) 0.0116(18) -0.0009(17) -0.0106(19) C56 0.028(2) 0.043(3) 0.033(3) 0.014(2) -0.013(2) -0.011(2) C57 0.040(3) 0.055(3) 0.028(2) 0.008(2) -0.016(2) -0.025(2) C58 0.043(3) 0.039(3) 0.026(2) -0.001(2) -0.007(2) -0.021(2) C59 0.025(2) 0.028(2) 0.0151(19) 0.0033(16) -0.0017(16) -0.0110(18) C60 0.023(2) 0.020(2) 0.0172(19) 0.0072(15) -0.0023(16) -0.0091(17) N7 0.0235(17) 0.0175(17) 0.0223(17) 0.0047(13) -0.0062(14) -0.0083(14) C07 0.036(2) 0.032(2) 0.027(2) 0.0086(18) -0.0127(19) -0.021(2) N8 0.0260(18) 0.0154(17) 0.0309(19) -0.0004(14) -0.0063(15) -0.0058(14) C08 0.041(3) 0.021(2) 0.040(3) -0.0008(19) -0.005(2) -0.015(2) C12 0.024(2) 0.019(2) 0.023(2) 0.0084(16) -0.0026(17) -0.0062(17) C61A 0.038(3) 0.038(3) 0.038(3) 0.005(2) -0.004(2) -0.019(2) Cl1A 0.0847(11) 0.0596(9) 0.0479(8) 0.0045(7) -0.0146(7) -0.0506(9) Cl2A 0.0433(7) 0.0333(6) 0.0527(8) 0.0072(5) -0.0098(6) -0.0102(5) Cl3A 0.0375(7) 0.0441(7) 0.0551(8) 0.0061(6) -0.0128(6) -0.0129(6) C62 0.066(4) 0.072(4) 0.037(3) 0.023(3) -0.028(3) -0.053(3) Cl4 0.0575(9) 0.0715(11) 0.0935(13) 0.0488(10) -0.0369(9) -0.0322(8) Cl5 0.1315(17) 0.1439(19) 0.0360(8) 0.0093(9) -0.0255(9) -0.1101(16) Cl6 0.0583(8) 0.0431(7) 0.0464(7) 0.0141(5) -0.0312(6) -0.0282(6) C63 0.057(4) 0.037(3) 0.049(3) 0.003(2) -0.005(3) -0.016(3) C64 0.091(5) 0.072(4) 0.043(3) 0.008(3) -0.020(3) -0.056(4) C65 0.066(4) 0.047(3) 0.052(3) -0.007(3) -0.005(3) -0.034(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.534(5) . ? C2 N1 1.488(5) . ? C2 N2 1.489(5) . ? C2 C3 1.535(5) . ? C21 C22 1.382(6) . ? C21 N1 1.391(5) . ? C21 C30 1.430(5) . ? C22 C23 1.410(6) . ? C23 C24 1.363(6) . ? C24 C25 1.414(6) . ? C25 C26 1.419(6) . ? C25 C30 1.422(5) . ? C26 C27 1.362(6) . ? C27 C28 1.397(6) . ? C28 C29 1.387(6) . ? C29 N2 1.395(5) . ? C29 C30 1.419(5) . ? N1 C01 1.462(5) . ? N2 C02 1.465(5) . ? C3 C4 1.531(5) . ? C4 C5 1.547(5) . ? C5 N3 1.472(5) . ? C5 N4 1.475(5) . ? C5 C6 1.546(5) . ? C31 C32 1.384(6) . ? C31 N3 1.401(5) . ? C31 C40 1.417(6) . ? C32 C33 1.435(7) . ? C33 C34 1.351(8) . ? C34 C35 1.394(7) . ? C35 C40 1.429(6) . ? C35 C36 1.431(7) . ? C36 C37 1.343(8) . ? C37 C38 1.387(7) . ? C38 C39 1.397(6) . ? C39 N4 1.383(5) . ? C39 C40 1.408(7) . ? N3 C03 1.438(5) . ? N4 C04 1.452(6) . ? C6 C6 1.524(8) 2_666 ? C7 C8 1.531(6) . ? C8 N6 1.476(5) . ? C8 N5 1.476(5) . ? C8 C9 1.545(6) . ? C41 C42 1.386(6) . ? C41 N5 1.390(5) . ? C41 C50 1.416(6) . ? C42 C43 1.426(8) . ? C43 C44 1.341(8) . ? C44 C45 1.395(7) . ? C45 C50 1.426(6) . ? C45 C46 1.431(7) . ? C46 C47 1.327(8) . ? C47 C48 1.400(7) . ? C48 C49 1.390(6) . ? C49 N6 1.392(5) . ? C49 C50 1.410(6) . ? N5 C05 1.456(6) . ? N6 C06 1.460(6) . ? C9 C10 1.524(6) . ? C10 C11 1.545(6) . ? C11 N8 1.475(5) . ? C11 N7 1.476(5) . ? C11 C12 1.549(5) . ? C51 C52 1.380(6) . ? C51 N7 1.391(5) . ? C51 C60 1.414(6) . ? C52 C53 1.409(7) . ? C53 C54 1.364(7) . ? C54 C55 1.405(7) . ? C55 C56 1.414(7) . ? C55 C60 1.424(6) . ? C56 C57 1.359(7) . ? C57 C58 1.402(7) . ? C58 C59 1.384(6) . ? C59 N8 1.374(5) . ? C59 C60 1.421(6) . ? N7 C07 1.451(5) . ? N8 C08 1.456(5) . ? C12 C12 1.512(8) 2_665 ? C61A Cl1A 1.741(5) . ? C61A Cl3A 1.748(5) . ? C61A Cl2A 1.758(5) . ? C62 Cl6 1.750(5) . ? C62 Cl5 1.751(6) . ? C62 Cl4 1.768(6) . ? C63 C64 1.414(7) . ? C64 C65 1.501(9) . ? C65 C65 1.518(12) 2_657 ? 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 N2 106.3(3) . . ? N1 C2 C1 110.5(3) . . ? N2 C2 C1 111.4(3) . . ? N1 C2 C3 109.9(3) . . ? N2 C2 C3 109.6(3) . . ? C1 C2 C3 109.1(3) . . ? C22 C21 N1 123.4(3) . . ? C22 C21 C30 119.0(3) . . ? N1 C21 C30 117.6(3) . . ? C21 C22 C23 120.8(4) . . ? C24 C23 C22 121.1(4) . . ? C23 C24 C25 120.0(4) . . ? C24 C25 C26 121.6(4) . . ? C24 C25 C30 119.6(4) . . ? C26 C25 C30 118.8(4) . . ? C27 C26 C25 120.1(4) . . ? C26 C27 C28 121.4(4) . . ? C29 C28 C27 120.9(4) . . ? C28 C29 N2 123.1(4) . . ? C28 C29 C30 118.7(4) . . ? N2 C29 C30 118.1(3) . . ? C29 C30 C25 120.1(3) . . ? C29 C30 C21 120.5(3) . . ? C25 C30 C21 119.4(3) . . ? C21 N1 C01 114.5(3) . . ? C21 N1 C2 116.3(3) . . ? C01 N1 C2 116.9(3) . . ? C29 N2 C02 115.0(3) . . ? C29 N2 C2 116.0(3) . . ? C02 N2 C2 116.7(3) . . ? C4 C3 C2 115.2(3) . . ? C3 C4 C5 111.8(3) . . ? N3 C5 N4 110.5(3) . . ? N3 C5 C6 108.0(3) . . ? N4 C5 C6 108.1(3) . . ? N3 C5 C4 110.1(3) . . ? N4 C5 C4 108.5(3) . . ? C6 C5 C4 111.5(3) . . ? C32 C31 N3 121.5(4) . . ? C32 C31 C40 119.8(4) . . ? N3 C31 C40 118.6(4) . . ? C31 C32 C33 118.6(5) . . ? C34 C33 C32 121.8(4) . . ? C33 C34 C35 120.8(4) . . ? C34 C35 C40 118.8(5) . . ? C34 C35 C36 123.8(4) . . ? C40 C35 C36 117.4(5) . . ? C37 C36 C35 121.6(4) . . ? C36 C37 C38 121.3(5) . . ? C37 C38 C39 120.0(5) . . ? N4 C39 C38 121.0(4) . . ? N4 C39 C40 119.0(4) . . ? C38 C39 C40 120.0(4) . . ? C39 C40 C31 120.4(4) . . ? C39 C40 C35 119.6(4) . . ? C31 C40 C35 120.1(4) . . ? C31 N3 C03 117.7(3) . . ? C31 N3 C5 123.4(3) . . ? C03 N3 C5 115.6(3) . . ? C39 N4 C04 117.2(4) . . ? C39 N4 C5 125.3(3) . . ? C04 N4 C5 117.5(3) . . ? C6 C6 C5 112.5(4) 2_666 . ? N6 C8 N5 109.5(3) . . ? N6 C8 C7 110.5(3) . . ? N5 C8 C7 110.4(3) . . ? N6 C8 C9 107.5(3) . . ? N5 C8 C9 107.3(3) . . ? C7 C8 C9 111.6(3) . . ? C42 C41 N5 122.9(4) . . ? C42 C41 C50 118.1(4) . . ? N5 C41 C50 119.0(4) . . ? C41 C42 C43 119.7(5) . . ? C44 C43 C42 122.3(5) . . ? C43 C44 C45 119.9(5) . . ? C44 C45 C50 119.2(5) . . ? C44 C45 C46 122.7(4) . . ? C50 C45 C46 118.1(4) . . ? C47 C46 C45 121.5(4) . . ? C46 C47 C48 121.2(5) . . ? C49 C48 C47 120.1(5) . . ? C48 C49 N6 120.8(4) . . ? C48 C49 C50 120.1(4) . . ? N6 C49 C50 119.1(4) . . ? C49 C50 C41 120.2(4) . . ? C49 C50 C45 119.0(4) . . ? C41 C50 C45 120.8(4) . . ? C41 N5 C05 116.0(4) . . ? C41 N5 C8 121.9(3) . . ? C05 N5 C8 116.0(4) . . ? C49 N6 C06 115.3(4) . . ? C49 N6 C8 121.9(3) . . ? C06 N6 C8 114.9(4) . . ? C10 C9 C8 112.4(3) . . ? C9 C10 C11 113.5(3) . . ? N8 C11 N7 109.3(3) . . ? N8 C11 C10 108.2(3) . . ? N7 C11 C10 108.8(3) . . ? N8 C11 C12 110.3(3) . . ? N7 C11 C12 110.4(3) . . ? C10 C11 C12 109.8(3) . . ? C52 C51 N7 122.6(4) . . ? C52 C51 C60 119.0(4) . . ? N7 C51 C60 118.2(4) . . ? C51 C52 C53 119.9(4) . . ? C54 C53 C52 121.9(4) . . ? C53 C54 C55 119.8(4) . . ? C54 C55 C56 122.1(4) . . ? C54 C55 C60 118.8(4) . . ? C56 C55 C60 119.1(4) . . ? C57 C56 C55 119.4(4) . . ? C56 C57 C58 122.6(4) . . ? C59 C58 C57 119.6(5) . . ? N8 C59 C58 121.8(4) . . ? N8 C59 C60 118.8(4) . . ? C58 C59 C60 119.4(4) . . ? C51 C60 C59 119.8(4) . . ? C51 C60 C55 120.4(4) . . ? C59 C60 C55 119.8(4) . . ? C51 N7 C07 116.3(3) . . ? C51 N7 C11 123.3(3) . . ? C07 N7 C11 115.5(3) . . ? C59 N8 C08 116.8(4) . . ? C59 N8 C11 125.7(3) . . ? C08 N8 C11 117.2(3) . . ? C12 C12 C11 113.2(4) 2_665 . ? Cl1A C61A Cl3A 110.6(3) . . ? Cl1A C61A Cl2A 111.3(3) . . ? Cl3A C61A Cl2A 109.8(3) . . ? Cl6 C62 Cl5 110.5(4) . . ? Cl6 C62 Cl4 110.0(3) . . ? Cl5 C62 Cl4 110.5(3) . . ? C63 C64 C65 108.6(5) . . ? C64 C65 C65 110.5(6) . 2_657 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.455 _refine_diff_density_min -0.789 _refine_diff_density_rms 0.094 data_niallm_hexamer _database_code_depnum_ccdc_archive 'CCDC 709697' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C106 H138 N12 O4' _chemical_formula_weight 1644.28 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.6359(7) _cell_length_b 40.315(8) _cell_length_c 13.478(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.581(10) _cell_angle_gamma 90.00 _cell_volume 4473.4(13) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 6841 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 70.48 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.221 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1780 _exptl_absorpt_coefficient_mu 0.577 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.639312 _exptl_absorpt_correction_T_max 0.924483 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source '4.8 kW rotating anode' _diffrn_radiation_monochromator 'Osmic ConFocal MaxFlux mirror optics' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'Frames, each covering 0.3 \% in \w' _diffrn_detector_area_resol_mean 5.6 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35123 _diffrn_reflns_av_R_equivalents 0.0337 _diffrn_reflns_av_sigmaI/netI 0.0266 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -47 _diffrn_reflns_limit_k_max 49 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 70.48 _reflns_number_total 8399 _reflns_number_gt 6841 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_reduction 'SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXTL (Bruker, 2001)' _computing_structure_refinement 'SHELXTL (Bruker, 2001)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001)' _computing_publication_material 'SHELXTL (Bruker, 2001)' _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. Aromatic hydrogens were placed in calculated positions and refined with riding constraints and isotropic displacement parameters set to 1.2* thier parent carbon atom. All aliphatic hydrogens were located in the Fourier diff. map and refined without restraints/constraints. ; _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^)+(0.0701P)^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_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8399 _refine_ls_number_parameters 755 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0429 _refine_ls_R_factor_gt 0.0367 _refine_ls_wR_factor_ref 0.0987 _refine_ls_wR_factor_gt 0.0960 _refine_ls_goodness_of_fit_ref 0.956 _refine_ls_restrained_S_all 0.956 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.83524(16) 0.74686(3) 0.66844(9) 0.0270(3) Uani 1 1 d . . . H1A H 0.7332(18) 0.7396(4) 0.6161(12) 0.035(4) Uiso 1 1 d . . . H1B H 0.9241(17) 0.7435(3) 0.6401(11) 0.028(3) Uiso 1 1 d . . . H1C H 0.8275(17) 0.7706(4) 0.6848(11) 0.035(4) Uiso 1 1 d . . . C2 C 0.86188(13) 0.72587(3) 0.76726(8) 0.0210(2) Uani 1 1 d . . . C11 C 0.72944(13) 0.76271(3) 0.86260(8) 0.0202(2) Uani 1 1 d . . . C12 C 0.58876(14) 0.77783(3) 0.86903(9) 0.0251(2) Uani 1 1 d . . . H12 H 0.4888 0.7677 0.8388 0.030 Uiso 1 1 calc R . . C13 C 0.59592(15) 0.80843(3) 0.92104(9) 0.0283(3) Uani 1 1 d . . . H13 H 0.5000 0.8184 0.9236 0.034 Uiso 1 1 calc R . . C14 C 0.74007(16) 0.82373(3) 0.96747(9) 0.0275(3) Uani 1 1 d . . . H14 H 0.7419 0.8440 1.0008 0.033 Uiso 1 1 calc R . . C15 C 0.88753(14) 0.80881(3) 0.96505(8) 0.0233(2) Uani 1 1 d . . . C16 C 1.04050(16) 0.82309(3) 1.01666(9) 0.0281(3) Uani 1 1 d . . . H16 H 1.0462 0.8430 1.0527 0.034 Uiso 1 1 calc R . . C17 C 1.17945(15) 0.80763(3) 1.01343(9) 0.0300(3) Uani 1 1 d . . . H17 H 1.2793 0.8168 1.0497 0.036 Uiso 1 1 calc R . . C18 C 1.17567(14) 0.77817(3) 0.95676(9) 0.0261(2) Uani 1 1 d . . . H18 H 1.2723 0.7685 0.9547 0.031 Uiso 1 1 calc R . . C19 C 1.02817(13) 0.76350(3) 0.90385(8) 0.0206(2) Uani 1 1 d . . . C20 C 0.88146(13) 0.77846(2) 0.90989(8) 0.0198(2) Uani 1 1 d . . . N1 N 1.01808(11) 0.73441(2) 0.84654(7) 0.0213(2) Uani 1 1 d . . . C01 C 1.16623(15) 0.72563(3) 0.82235(11) 0.0289(3) Uani 1 1 d . . . H01A H 1.2089(17) 0.7438(4) 0.7887(11) 0.032(3) Uiso 1 1 d . . . H01B H 1.1495(19) 0.7069(4) 0.7765(13) 0.047(4) Uiso 1 1 d . . . H01C H 1.2507(19) 0.7179(4) 0.8857(13) 0.041(4) Uiso 1 1 d . . . N2 N 0.73037(11) 0.73176(2) 0.81503(7) 0.0211(2) Uani 1 1 d . . . C02 C 0.56970(15) 0.71951(3) 0.75716(11) 0.0312(3) Uani 1 1 d . . . H02A H 0.5112(18) 0.7342(4) 0.6989(12) 0.039(4) Uiso 1 1 d . . . H02B H 0.5816(19) 0.6977(4) 0.7304(13) 0.051(4) Uiso 1 1 d . . . H02C H 0.5015(18) 0.7174(4) 0.8040(12) 0.038(4) Uiso 1 1 d . . . C3 C 0.86494(14) 0.68871(3) 0.74029(8) 0.0220(2) Uani 1 1 d . . . H3A H 0.7596(16) 0.6826(3) 0.6869(10) 0.024(3) Uiso 1 1 d . . . H3B H 0.9470(15) 0.6855(3) 0.7044(10) 0.022(3) Uiso 1 1 d . . . C4 C 0.89951(13) 0.66584(2) 0.83427(8) 0.0190(2) Uani 1 1 d . . . H4A H 1.0057(15) 0.6715(3) 0.8850(10) 0.020(3) Uiso 1 1 d . . . H4B H 0.8165(15) 0.6696(3) 0.8705(10) 0.020(3) Uiso 1 1 d . . . C5 C 0.90001(12) 0.62861(2) 0.80608(8) 0.0176(2) Uani 1 1 d . . . C21 C 1.00731(13) 0.60171(2) 0.67117(8) 0.0180(2) Uani 1 1 d . . . C22 C 1.13772(13) 0.59012(3) 0.64140(9) 0.0227(2) Uani 1 1 d . . . H22 H 1.2432 0.5946 0.6825 0.027 Uiso 1 1 calc R . . C23 C 1.11138(14) 0.57154(3) 0.54903(9) 0.0276(3) Uani 1 1 d . . . H23 H 1.2004 0.5641 0.5300 0.033 Uiso 1 1 calc R . . C24 C 0.95903(15) 0.56426(3) 0.48707(9) 0.0288(3) Uani 1 1 d . . . H24 H 0.9448 0.5523 0.4259 0.035 Uiso 1 1 calc R . . C25 C 0.82205(14) 0.57484(3) 0.51569(8) 0.0234(2) Uani 1 1 d . . . C26 C 0.66106(15) 0.56803(3) 0.45341(9) 0.0289(3) Uani 1 1 d . . . H26 H 0.6427 0.5561 0.3918 0.035 Uiso 1 1 calc R . . C27 C 0.53335(14) 0.57890(3) 0.48384(9) 0.0287(3) Uani 1 1 d . . . H27 H 0.4283 0.5745 0.4419 0.034 Uiso 1 1 calc R . . C28 C 0.55597(13) 0.59659(3) 0.57695(8) 0.0229(2) Uani 1 1 d . . . H28 H 0.4663 0.6037 0.5958 0.027 Uiso 1 1 calc R . . C29 C 0.71165(13) 0.60357(2) 0.64102(8) 0.0180(2) Uani 1 1 d . . . C30 C 0.84700(13) 0.59317(2) 0.60926(8) 0.0179(2) Uani 1 1 d . . . N3 N 0.73882(10) 0.62011(2) 0.73434(7) 0.02020(19) Uani 1 1 d . . . C03 C 0.59993(14) 0.62460(3) 0.77203(9) 0.0242(2) Uani 1 1 d . . . H03A H 0.6323(16) 0.6340(3) 0.8417(12) 0.032(3) Uiso 1 1 d . . . H03B H 0.5453(15) 0.6030(3) 0.7752(10) 0.025(3) Uiso 1 1 d . . . H03C H 0.5169(16) 0.6394(3) 0.7266(11) 0.029(3) Uiso 1 1 d . . . N4 N 1.02673(10) 0.62316(2) 0.75464(7) 0.01839(19) Uani 1 1 d . . . C04 C 1.19284(13) 0.63026(3) 0.81696(9) 0.0233(2) Uani 1 1 d . . . H04A H 1.1948(15) 0.6445(3) 0.8738(11) 0.026(3) Uiso 1 1 d . . . H04B H 1.2504(17) 0.6417(3) 0.7725(11) 0.033(3) Uiso 1 1 d . . . H04C H 1.2557(15) 0.6090(3) 0.8465(10) 0.027(3) Uiso 1 1 d . . . C6 C 0.93755(13) 0.60758(2) 0.90655(8) 0.0193(2) Uani 1 1 d . . . H6A H 0.8572(15) 0.6119(3) 0.9423(10) 0.019(3) Uiso 1 1 d . . . H6B H 1.0406(15) 0.6150(3) 0.9548(10) 0.021(3) Uiso 1 1 d . . . C7 C 0.94384(13) 0.57034(2) 0.88648(8) 0.0192(2) Uani 1 1 d . . . H7A H 0.8411(16) 0.5627(3) 0.8356(10) 0.022(3) Uiso 1 1 d . . . H7B H 1.0284(15) 0.5655(3) 0.8544(9) 0.018(3) Uiso 1 1 d . . . C8 C 0.97429(12) 0.54868(2) 0.98531(8) 0.0172(2) Uani 1 1 d . . . C31 C 1.14760(13) 0.58083(2) 1.13826(8) 0.0186(2) Uani 1 1 d . . . C32 C 1.29525(13) 0.59512(3) 1.19040(9) 0.0239(2) Uani 1 1 d . . . H32 H 1.3873 0.5895 1.1719 0.029 Uiso 1 1 calc R . . C33 C 1.30797(14) 0.61803(3) 1.27119(9) 0.0280(3) Uani 1 1 d . . . H33 H 1.4086 0.6273 1.3054 0.034 Uiso 1 1 calc R . . C34 C 1.17592(14) 0.62695(3) 1.30044(9) 0.0269(2) Uani 1 1 d . . . H34 H 1.1871 0.6419 1.3547 0.032 Uiso 1 1 calc R . . C35 C 1.02170(14) 0.61339(3) 1.24798(8) 0.0228(2) Uani 1 1 d . . . C36 C 0.88107(14) 0.62251(3) 1.27426(9) 0.0284(3) Uani 1 1 d . . . H36 H 0.8884 0.6377 1.3274 0.034 Uiso 1 1 calc R . . C37 C 0.73498(15) 0.60906(3) 1.22173(10) 0.0308(3) Uani 1 1 d . . . H37 H 0.6432 0.6152 1.2398 0.037 Uiso 1 1 calc R . . C38 C 0.71907(14) 0.58607(3) 1.14053(9) 0.0259(2) Uani 1 1 d . . . H38 H 0.6174 0.5774 1.1057 0.031 Uiso 1 1 calc R . . C39 C 0.85346(13) 0.57629(2) 1.11203(8) 0.0186(2) Uani 1 1 d . . . C40 C 1.00752(13) 0.59018(2) 1.16622(8) 0.0184(2) Uani 1 1 d . . . N5 N 1.13199(10) 0.55657(2) 1.06257(7) 0.01842(19) Uani 1 1 d . . . C05 C 1.27681(14) 0.55013(3) 1.03226(9) 0.0233(2) Uani 1 1 d . . . H05A H 1.3183(15) 0.5703(3) 1.0064(10) 0.023(3) Uiso 1 1 d . . . H05B H 1.3638(17) 0.5409(3) 1.0917(11) 0.031(3) Uiso 1 1 d . . . H05C H 1.2543(17) 0.5334(4) 0.9777(12) 0.036(4) Uiso 1 1 d . . . N6 N 0.84302(10) 0.55283(2) 1.03411(7) 0.01797(19) Uani 1 1 d . . . C06 C 0.67904(13) 0.54512(3) 0.96887(9) 0.0221(2) Uani 1 1 d . . . H06A H 0.6160(16) 0.5660(4) 0.9410(11) 0.031(3) Uiso 1 1 d . . . H06B H 0.6833(16) 0.5316(3) 0.9106(11) 0.031(3) Uiso 1 1 d . . . H06C H 0.6204(15) 0.5323(3) 1.0089(10) 0.024(3) Uiso 1 1 d . . . C9 C 0.97689(13) 0.51178(2) 0.95380(8) 0.0176(2) Uani 1 1 d . . . H9A H 0.8694(15) 0.5057(3) 0.9066(9) 0.017(3) Uiso 1 1 d . . . H9B H 1.0511(15) 0.5091(3) 0.9137(10) 0.019(3) Uiso 1 1 d . . . O1 O 0.31981(10) 0.68145(2) 0.05590(6) 0.0319(2) Uani 1 1 d . . . C41 C 0.07731(17) 0.68663(3) 0.10538(10) 0.0351(3) Uani 1 1 d . . . H41A H 0.0342(18) 0.6922(4) 0.1632(13) 0.042(4) Uiso 1 1 d . . . H41B H 0.009(2) 0.6989(4) 0.0421(13) 0.047(4) Uiso 1 1 d . . . H41C H 0.0620(18) 0.6623(4) 0.0956(12) 0.041(4) Uiso 1 1 d . . . C42 C 0.25348(16) 0.69540(3) 0.13127(10) 0.0328(3) Uani 1 1 d . . . H42A H 0.3146(17) 0.6862(3) 0.2021(12) 0.032(3) Uiso 1 1 d . . . H42B H 0.2679(17) 0.7201(4) 0.1319(11) 0.036(4) Uiso 1 1 d . . . C43 C 0.48777(18) 0.68805(4) 0.08060(12) 0.0446(3) Uani 1 1 d . . . H43A H 0.5438(19) 0.6817(4) 0.1546(14) 0.048(4) Uiso 1 1 d . . . H43B H 0.504(2) 0.7127(4) 0.0742(13) 0.052(4) Uiso 1 1 d . . . C44 C 0.5570(2) 0.66933(4) 0.00716(12) 0.0462(4) Uani 1 1 d . . . H44A H 0.541(2) 0.6446(5) 0.0166(15) 0.064(5) Uiso 1 1 d . . . H44B H 0.670(2) 0.6742(5) 0.0220(14) 0.061(5) Uiso 1 1 d . . . H44C H 0.503(2) 0.6760(4) -0.0652(14) 0.048(4) Uiso 1 1 d . . . O2 O 0.57607(10) 0.49724(2) 0.72532(6) 0.02809(19) Uani 1 1 d . . . C45 C 0.33045(17) 0.50433(4) 0.77067(11) 0.0353(3) Uani 1 1 d . . . H45A H 0.3069(18) 0.4802(4) 0.7671(12) 0.045(4) Uiso 1 1 d . . . H45B H 0.3889(19) 0.5092(4) 0.8444(13) 0.046(4) Uiso 1 1 d . . . H45C H 0.2279(19) 0.5157(4) 0.7503(12) 0.039(4) Uiso 1 1 d . . . C46 C 0.42588(16) 0.51449(3) 0.69914(10) 0.0318(3) Uani 1 1 d . . . H46A H 0.4441(17) 0.5392(4) 0.7033(11) 0.036(4) Uiso 1 1 d . . . H46B H 0.3640(17) 0.5091(4) 0.6258(12) 0.036(4) Uiso 1 1 d . . . C47 C 0.66316(16) 0.50479(3) 0.65374(10) 0.0324(3) Uani 1 1 d . . . H47A H 0.6897(19) 0.5282(4) 0.6615(13) 0.051(4) Uiso 1 1 d . . . H47B H 0.5909(18) 0.5002(4) 0.5811(12) 0.041(4) Uiso 1 1 d . . . C48 C 0.81376(17) 0.48409(4) 0.67459(10) 0.0348(3) Uani 1 1 d . . . H48A H 0.8719(18) 0.4900(4) 0.6259(13) 0.045(4) Uiso 1 1 d . . . H48B H 0.886(2) 0.4870(4) 0.7439(14) 0.054(5) Uiso 1 1 d . . . H48C H 0.787(2) 0.4601(5) 0.6694(14) 0.055(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0377(7) 0.0202(6) 0.0241(6) 0.0025(5) 0.0109(5) 0.0026(5) C2 0.0260(6) 0.0175(5) 0.0200(5) -0.0009(4) 0.0074(4) 0.0005(4) C11 0.0274(6) 0.0182(5) 0.0163(5) 0.0041(4) 0.0083(4) 0.0025(4) C12 0.0265(6) 0.0263(5) 0.0233(5) 0.0032(5) 0.0088(5) 0.0035(4) C13 0.0359(7) 0.0285(6) 0.0241(6) 0.0053(5) 0.0144(5) 0.0128(5) C14 0.0475(7) 0.0189(5) 0.0198(5) 0.0013(4) 0.0160(5) 0.0064(5) C15 0.0380(6) 0.0191(5) 0.0152(5) 0.0030(4) 0.0115(5) 0.0005(4) C16 0.0458(7) 0.0203(5) 0.0193(5) -0.0027(4) 0.0118(5) -0.0064(5) C17 0.0353(7) 0.0309(6) 0.0216(6) -0.0009(5) 0.0054(5) -0.0117(5) C18 0.0258(6) 0.0279(6) 0.0249(6) 0.0020(5) 0.0084(5) -0.0017(5) C19 0.0279(6) 0.0181(5) 0.0166(5) 0.0033(4) 0.0080(4) -0.0005(4) C20 0.0283(6) 0.0175(5) 0.0152(5) 0.0034(4) 0.0089(4) 0.0006(4) N1 0.0223(5) 0.0181(4) 0.0245(5) -0.0008(4) 0.0086(4) 0.0004(3) C01 0.0267(6) 0.0243(6) 0.0394(7) -0.0029(5) 0.0152(6) 0.0004(5) N2 0.0220(5) 0.0178(4) 0.0235(5) -0.0008(4) 0.0068(4) 0.0007(3) C02 0.0257(6) 0.0223(6) 0.0429(7) -0.0054(5) 0.0065(6) -0.0010(5) C3 0.0296(6) 0.0179(5) 0.0188(5) -0.0008(4) 0.0078(5) 0.0020(4) C4 0.0236(5) 0.0163(5) 0.0174(5) -0.0015(4) 0.0066(4) 0.0005(4) C5 0.0187(5) 0.0171(5) 0.0176(5) -0.0023(4) 0.0065(4) 0.0000(4) C21 0.0239(5) 0.0138(4) 0.0172(5) 0.0028(4) 0.0076(4) 0.0010(4) C22 0.0217(5) 0.0237(5) 0.0231(5) 0.0006(4) 0.0074(4) 0.0028(4) C23 0.0292(6) 0.0304(6) 0.0276(6) -0.0014(5) 0.0152(5) 0.0062(5) C24 0.0381(7) 0.0299(6) 0.0208(5) -0.0070(5) 0.0124(5) 0.0017(5) C25 0.0302(6) 0.0224(5) 0.0179(5) 0.0000(4) 0.0078(4) -0.0006(4) C26 0.0352(6) 0.0330(6) 0.0169(5) -0.0058(5) 0.0055(5) -0.0055(5) C27 0.0249(6) 0.0365(6) 0.0206(5) -0.0002(5) 0.0009(5) -0.0075(5) C28 0.0209(5) 0.0263(5) 0.0219(5) 0.0028(4) 0.0071(4) -0.0009(4) C29 0.0231(5) 0.0138(4) 0.0170(5) 0.0028(4) 0.0061(4) -0.0006(4) C30 0.0233(5) 0.0148(4) 0.0163(5) 0.0033(4) 0.0071(4) 0.0004(4) N3 0.0180(4) 0.0223(4) 0.0211(4) -0.0044(4) 0.0071(4) -0.0006(3) C03 0.0219(6) 0.0264(6) 0.0263(6) -0.0050(5) 0.0102(5) -0.0004(5) N4 0.0186(4) 0.0183(4) 0.0189(4) -0.0025(3) 0.0067(3) -0.0007(3) C04 0.0198(5) 0.0245(5) 0.0255(6) -0.0048(5) 0.0066(5) -0.0022(4) C6 0.0226(5) 0.0168(5) 0.0189(5) -0.0013(4) 0.0072(4) 0.0001(4) C7 0.0229(5) 0.0170(5) 0.0189(5) -0.0010(4) 0.0081(4) 0.0002(4) C8 0.0186(5) 0.0165(5) 0.0170(5) -0.0030(4) 0.0064(4) -0.0013(4) C31 0.0237(5) 0.0157(5) 0.0164(5) 0.0004(4) 0.0059(4) 0.0006(4) C32 0.0208(5) 0.0254(5) 0.0256(6) -0.0046(5) 0.0072(4) 0.0000(4) C33 0.0240(6) 0.0301(6) 0.0264(6) -0.0085(5) 0.0022(5) -0.0042(5) C34 0.0307(6) 0.0269(6) 0.0212(5) -0.0099(5) 0.0051(5) -0.0017(5) C35 0.0270(6) 0.0228(5) 0.0189(5) -0.0026(4) 0.0075(4) -0.0004(4) C36 0.0330(6) 0.0298(6) 0.0249(6) -0.0113(5) 0.0123(5) -0.0017(5) C37 0.0277(6) 0.0356(6) 0.0347(7) -0.0105(5) 0.0179(5) -0.0007(5) C38 0.0219(6) 0.0287(6) 0.0287(6) -0.0078(5) 0.0101(5) -0.0044(4) C39 0.0236(5) 0.0161(5) 0.0172(5) 0.0002(4) 0.0078(4) 0.0008(4) C40 0.0225(5) 0.0164(5) 0.0165(5) 0.0003(4) 0.0061(4) -0.0004(4) N5 0.0186(4) 0.0172(4) 0.0197(4) -0.0039(3) 0.0062(3) -0.0007(3) C05 0.0212(6) 0.0230(5) 0.0266(6) -0.0066(5) 0.0087(5) -0.0015(4) N6 0.0189(4) 0.0172(4) 0.0184(4) -0.0034(3) 0.0066(3) -0.0019(3) C06 0.0205(5) 0.0230(5) 0.0231(5) -0.0050(5) 0.0070(4) -0.0030(4) C9 0.0212(5) 0.0161(5) 0.0162(5) -0.0026(4) 0.0064(4) -0.0007(4) O1 0.0353(5) 0.0342(4) 0.0262(4) -0.0071(4) 0.0092(4) -0.0012(4) C41 0.0418(7) 0.0369(7) 0.0270(6) -0.0057(6) 0.0108(6) 0.0029(6) C42 0.0428(7) 0.0310(6) 0.0253(6) -0.0061(5) 0.0113(5) -0.0017(5) C43 0.0372(8) 0.0582(9) 0.0375(8) -0.0143(7) 0.0098(6) -0.0029(7) C44 0.0383(8) 0.0636(10) 0.0367(8) -0.0064(7) 0.0113(6) 0.0077(7) O2 0.0308(4) 0.0317(4) 0.0213(4) 0.0022(3) 0.0071(3) 0.0035(3) C45 0.0315(7) 0.0388(7) 0.0345(7) -0.0025(6) 0.0083(6) 0.0006(6) C46 0.0334(7) 0.0294(6) 0.0302(7) 0.0019(5) 0.0060(5) 0.0037(5) C47 0.0417(7) 0.0326(6) 0.0244(6) 0.0019(5) 0.0121(6) 0.0009(5) C48 0.0367(7) 0.0465(8) 0.0212(6) -0.0065(6) 0.0086(5) 0.0002(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.5356(16) . ? C2 N2 1.4840(14) . ? C2 N1 1.4864(14) . ? C2 C3 1.5437(14) . ? C11 C12 1.3851(16) . ? C11 N2 1.4042(14) . ? C11 C20 1.4239(16) . ? C12 C13 1.4109(16) . ? C13 C14 1.3606(18) . ? C14 C15 1.4176(17) . ? C15 C16 1.4161(17) . ? C15 C20 1.4245(15) . ? C16 C17 1.3644(18) . ? C17 C18 1.4074(17) . ? C18 C19 1.3900(16) . ? C19 N1 1.3926(14) . ? C19 C20 1.4276(16) . ? N1 C01 1.4562(15) . ? N2 C02 1.4573(15) . ? C3 C4 1.5215(15) . ? C4 C5 1.5488(14) . ? C5 N3 1.4754(13) . ? C5 N4 1.4782(13) . ? C5 C6 1.5468(15) . ? C21 C22 1.3859(15) . ? C21 N4 1.3884(14) . ? C21 C30 1.4260(15) . ? C22 C23 1.4112(16) . ? C23 C24 1.3605(17) . ? C24 C25 1.4163(17) . ? C25 C26 1.4171(16) . ? C25 C30 1.4210(15) . ? C26 C27 1.3601(18) . ? C27 C28 1.4048(17) . ? C28 C29 1.3896(15) . ? C29 N3 1.3797(14) . ? C29 C30 1.4238(15) . ? N3 C03 1.4483(14) . ? N4 C04 1.4550(14) . ? C6 C7 1.5291(14) . ? C7 C8 1.5475(15) . ? C8 N5 1.4777(13) . ? C8 N6 1.4820(13) . ? C8 C9 1.5491(14) . ? C31 C32 1.3821(15) . ? C31 N5 1.3901(13) . ? C31 C40 1.4223(15) . ? C32 C33 1.4067(16) . ? C33 C34 1.3626(17) . ? C34 C35 1.4155(16) . ? C35 C36 1.4126(16) . ? C35 C40 1.4224(15) . ? C36 C37 1.3592(17) . ? C37 C38 1.4089(16) . ? C38 C39 1.3853(15) . ? C39 N6 1.3959(13) . ? C39 C40 1.4248(15) . ? N5 C05 1.4516(14) . ? N6 C06 1.4570(14) . ? C9 C9 1.521(2) 3_767 ? O1 C43 1.4120(17) . ? O1 C42 1.4239(15) . ? C41 C42 1.497(2) . ? C43 C44 1.505(2) . ? O2 C46 1.4193(15) . ? O2 C47 1.4239(15) . ? C45 C46 1.5022(19) . ? C47 C48 1.4987(19) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C2 N1 107.36(8) . . ? N2 C2 C1 110.76(9) . . ? N1 C2 C1 111.20(9) . . ? N2 C2 C3 109.10(9) . . ? N1 C2 C3 108.52(8) . . ? C1 C2 C3 109.84(9) . . ? C12 C11 N2 123.07(10) . . ? C12 C11 C20 118.91(10) . . ? N2 C11 C20 117.97(9) . . ? C11 C12 C13 120.54(11) . . ? C14 C13 C12 121.44(11) . . ? C13 C14 C15 120.04(10) . . ? C16 C15 C14 121.84(10) . . ? C16 C15 C20 119.17(10) . . ? C14 C15 C20 118.99(10) . . ? C17 C16 C15 119.84(10) . . ? C16 C17 C18 121.76(11) . . ? C19 C18 C17 120.33(11) . . ? C18 C19 N1 122.48(10) . . ? C18 C19 C20 118.85(10) . . ? N1 C19 C20 118.66(10) . . ? C11 C20 C15 120.02(10) . . ? C11 C20 C19 120.01(9) . . ? C15 C20 C19 119.96(10) . . ? C19 N1 C01 114.64(9) . . ? C19 N1 C2 119.00(9) . . ? C01 N1 C2 116.79(9) . . ? C11 N2 C02 114.19(9) . . ? C11 N2 C2 116.81(8) . . ? C02 N2 C2 116.31(9) . . ? C4 C3 C2 113.89(9) . . ? C3 C4 C5 113.42(9) . . ? N3 C5 N4 110.10(8) . . ? N3 C5 C6 110.69(8) . . ? N4 C5 C6 109.88(8) . . ? N3 C5 C4 108.29(8) . . ? N4 C5 C4 108.44(8) . . ? C6 C5 C4 109.38(8) . . ? C22 C21 N4 122.33(10) . . ? C22 C21 C30 118.64(10) . . ? N4 C21 C30 118.87(9) . . ? C21 C22 C23 120.39(10) . . ? C24 C23 C22 121.63(10) . . ? C23 C24 C25 120.01(10) . . ? C24 C25 C26 122.07(10) . . ? C24 C25 C30 118.90(10) . . ? C26 C25 C30 119.03(10) . . ? C27 C26 C25 119.91(10) . . ? C26 C27 C28 121.76(10) . . ? C29 C28 C27 120.35(10) . . ? N3 C29 C28 122.05(9) . . ? N3 C29 C30 119.16(9) . . ? C28 C29 C30 118.79(9) . . ? C25 C30 C29 120.12(10) . . ? C25 C30 C21 120.33(10) . . ? C29 C30 C21 119.55(9) . . ? C29 N3 C03 116.70(9) . . ? C29 N3 C5 125.22(9) . . ? C03 N3 C5 117.29(9) . . ? C21 N4 C04 116.55(9) . . ? C21 N4 C5 123.18(8) . . ? C04 N4 C5 116.13(8) . . ? C7 C6 C5 113.11(9) . . ? C6 C7 C8 114.05(9) . . ? N5 C8 N6 109.19(8) . . ? N5 C8 C7 111.47(8) . . ? N6 C8 C7 111.37(8) . . ? N5 C8 C9 108.26(8) . . ? N6 C8 C9 107.85(8) . . ? C7 C8 C9 108.59(8) . . ? C32 C31 N5 122.44(10) . . ? C32 C31 C40 118.86(9) . . ? N5 C31 C40 118.63(9) . . ? C31 C32 C33 120.77(10) . . ? C34 C33 C32 121.38(10) . . ? C33 C34 C35 119.80(10) . . ? C36 C35 C34 121.65(10) . . ? C36 C35 C40 119.09(10) . . ? C34 C35 C40 119.26(10) . . ? C37 C36 C35 119.90(10) . . ? C36 C37 C38 121.64(11) . . ? C39 C38 C37 120.61(10) . . ? C38 C39 N6 122.16(10) . . ? C38 C39 C40 118.48(10) . . ? N6 C39 C40 119.34(9) . . ? C31 C40 C35 119.90(10) . . ? C31 C40 C39 119.82(9) . . ? C35 C40 C39 120.28(10) . . ? C31 N5 C05 115.57(9) . . ? C31 N5 C8 122.21(8) . . ? C05 N5 C8 116.88(8) . . ? C39 N6 C06 115.39(8) . . ? C39 N6 C8 121.75(8) . . ? C06 N6 C8 116.25(8) . . ? C9 C9 C8 113.41(10) 3_767 . ? C43 O1 C42 111.30(10) . . ? O1 C42 C41 109.87(10) . . ? O1 C43 C44 109.55(12) . . ? C46 O2 C47 110.90(9) . . ? O2 C46 C45 110.12(10) . . ? O2 C47 C48 111.09(10) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 70.48 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.267 _refine_diff_density_min -0.242 _refine_diff_density_rms 0.041