Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2008 data_shelxl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H49 Cl N6 O2' _chemical_formula_sum 'C40 H49 Cl N6 O2' _chemical_formula_weight 681.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 10.0553(19) _cell_length_b 13.715(2) _cell_length_c 15.384(3) _cell_angle_alpha 64.024(7) _cell_angle_beta 80.245(12) _cell_angle_gamma 70.714(10) _cell_volume 1799.5(6) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 4435 _cell_measurement_theta_min 1.7 _cell_measurement_theta_max 27.8 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.257 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 728 _exptl_absorpt_coefficient_mu 0.150 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9535 _exptl_absorpt_correction_T_max 0.9764 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18561 _diffrn_reflns_av_R_equivalents 0.0403 _diffrn_reflns_av_sigmaI/netI 0.0486 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6329 _reflns_number_gt 5086 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'CrystalStructure 3.7.0' _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. ================================================ OMIT -3.00 50.01 L.S. 5 ACTA BOND $H FMAP 2 PLAN 10 HTAB CONF DFIX .90 .01 N4 H4A N5 H5A SIZE 0.320 0.200 0.160 SHEL 99999.000000 0.000000 WGHT 0.086700 1.219500 FVAR 1.774900 0.000000 TEMP -160.0 ================================================ N-H distance was restrained as 0.90(1). ================================================ ; _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^)+(0.0867P)^2^+1.2195P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6329 _refine_ls_number_parameters 455 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0756 _refine_ls_R_factor_gt 0.0609 _refine_ls_wR_factor_ref 0.1702 _refine_ls_wR_factor_gt 0.1600 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4666(3) 0.0437(3) 0.65517(19) 0.0295(7) Uani 1 1 d . . . C2 C 0.4851(3) -0.0675(3) 0.6653(2) 0.0337(7) Uani 1 1 d . . . H2 H 0.5499 -0.1305 0.7099 0.040 Uiso 1 1 calc R . . C3 C 0.4078(3) -0.0823(2) 0.6096(2) 0.0313(7) Uani 1 1 d . . . H3 H 0.4200 -0.1565 0.6151 0.038 Uiso 1 1 calc R . . C4 C 0.3094(3) 0.0112(2) 0.54353(19) 0.0249(6) Uani 1 1 d . . . C5 C 0.2893(3) 0.1219(2) 0.53745(19) 0.0241(6) Uani 1 1 d . . . C6 C 0.3715(3) 0.1365(2) 0.59408(19) 0.0258(6) Uani 1 1 d . . . H6 H 0.3611 0.2098 0.5898 0.031 Uiso 1 1 calc R . . C7 C 0.1158(3) 0.1958(2) 0.42763(18) 0.0219(6) Uani 1 1 d . . . C8 C 0.1425(3) 0.0831(2) 0.43008(18) 0.0221(6) Uani 1 1 d . . . C9 C 0.0622(3) 0.0703(2) 0.36903(19) 0.0233(6) Uani 1 1 d . . . C10 C 0.0585(3) -0.0261(2) 0.35526(19) 0.0241(6) Uani 1 1 d . . . C11 C 0.1313(3) -0.1420(2) 0.3944(2) 0.0291(6) Uani 1 1 d . . . H11 H 0.2035 -0.1714 0.4394 0.035 Uiso 1 1 calc R . . C12 C 0.0952(3) -0.2121(2) 0.3657(2) 0.0341(7) Uani 1 1 d . . . H12 H 0.1436 -0.2908 0.3917 0.041 Uiso 1 1 calc R . . C13 C -0.0104(3) -0.1702(2) 0.2996(2) 0.0330(7) Uani 1 1 d . . . H13 H -0.0332 -0.2212 0.2823 0.040 Uiso 1 1 calc R . . C14 C -0.0827(3) -0.0565(2) 0.2588(2) 0.0299(7) Uani 1 1 d . . . H14 H -0.1538 -0.0279 0.2132 0.036 Uiso 1 1 calc R . . C15 C -0.0469(3) 0.0146(2) 0.28755(19) 0.0252(6) Uani 1 1 d . . . C16 C -0.0397(3) 0.1629(2) 0.30942(18) 0.0221(6) Uani 1 1 d . . . C17 C -0.0679(3) 0.2718(2) 0.30863(18) 0.0217(6) Uani 1 1 d . . . C18 C -0.1612(3) 0.4525(2) 0.28508(19) 0.0225(6) Uani 1 1 d . . . C19 C -0.2437(3) 0.5649(2) 0.25493(19) 0.0241(6) Uani 1 1 d . . . H19 H -0.3103 0.5970 0.2056 0.029 Uiso 1 1 calc R . . C20 C -0.2257(3) 0.6283(2) 0.29917(19) 0.0263(6) Uani 1 1 d . . . H20 H -0.2817 0.7048 0.2808 0.032 Uiso 1 1 calc R . . C21 C -0.1256(3) 0.5808(2) 0.37080(19) 0.0259(6) Uani 1 1 d . . . H21 H -0.1161 0.6256 0.4008 0.031 Uiso 1 1 calc R . . C22 C -0.0404(3) 0.4700(2) 0.39883(18) 0.0227(6) Uani 1 1 d . . . H22 H 0.0283 0.4394 0.4465 0.027 Uiso 1 1 calc R . . C23 C -0.0573(3) 0.4040(2) 0.35559(18) 0.0210(6) Uani 1 1 d . . . C24 C 0.0049(3) 0.2878(2) 0.36839(18) 0.0216(6) Uani 1 1 d . . . C25 C 0.2908(3) 0.5084(2) 0.1203(2) 0.0261(6) Uani 1 1 d . . . H25A H 0.2750 0.5460 0.0498 0.031 Uiso 1 1 calc R . . H25B H 0.3916 0.4646 0.1295 0.031 Uiso 1 1 calc R . . C26 C 0.2036(4) 0.4263(3) 0.1668(3) 0.0472(9) Uani 1 1 d . . . H26A H 0.1024 0.4678 0.1558 0.057 Uiso 1 1 calc R . . H26B H 0.2178 0.3874 0.2374 0.057 Uiso 1 1 calc R . . C27 C 0.2484(4) 0.3387(3) 0.1228(3) 0.0484(9) Uani 1 1 d . . . H27A H 0.3516 0.3035 0.1281 0.058 Uiso 1 1 calc R . . H27B H 0.2024 0.2782 0.1605 0.058 Uiso 1 1 calc R . . C28 C 0.2106(5) 0.3892(4) 0.0179(3) 0.0698(12) Uani 1 1 d . . . H28A H 0.1087 0.4248 0.0119 0.105 Uiso 1 1 calc R . . H28B H 0.2388 0.3293 -0.0057 0.105 Uiso 1 1 calc R . . H28C H 0.2600 0.4463 -0.0205 0.105 Uiso 1 1 calc R . . C29 C 0.1106(3) 0.6750(2) 0.1404(2) 0.0267(6) Uani 1 1 d . . . H29A H 0.0476 0.6267 0.1756 0.032 Uiso 1 1 calc R . . H29B H 0.0955 0.7291 0.1700 0.032 Uiso 1 1 calc R . . C30 C 0.0638(3) 0.7424(2) 0.0368(2) 0.0316(7) Uani 1 1 d . . . H30A H 0.0681 0.6904 0.0069 0.038 Uiso 1 1 calc R . . H30B H 0.1268 0.7898 -0.0013 0.038 Uiso 1 1 calc R . . C31 C -0.0877(3) 0.8177(3) 0.0370(2) 0.0347(7) Uani 1 1 d . . . H31A H -0.1490 0.7688 0.0755 0.042 Uiso 1 1 calc R . . H31B H -0.0905 0.8670 0.0692 0.042 Uiso 1 1 calc R . . C32 C -0.1460(3) 0.8907(3) -0.0623(2) 0.0405(8) Uani 1 1 d . . . H32A H -0.0931 0.9459 -0.0983 0.061 Uiso 1 1 calc R . . H32B H -0.2455 0.9308 -0.0568 0.061 Uiso 1 1 calc R . . H32C H -0.1373 0.8431 -0.0966 0.061 Uiso 1 1 calc R . . C33 C 0.3657(3) 0.6668(2) 0.10390(19) 0.0244(6) Uani 1 1 d . . . H33A H 0.3516 0.6972 0.0336 0.029 Uiso 1 1 calc R . . H33B H 0.4621 0.6140 0.1171 0.029 Uiso 1 1 calc R . . C34 C 0.3564(3) 0.7646(2) 0.1287(2) 0.0327(7) Uani 1 1 d . . . H34A H 0.3826 0.7349 0.1968 0.039 Uiso 1 1 calc R . . H34B H 0.2583 0.8147 0.1218 0.039 Uiso 1 1 calc R . . C35 C 0.4549(3) 0.8325(3) 0.0621(2) 0.0381(7) Uani 1 1 d . . . H35A H 0.4593 0.8869 0.0868 0.046 Uiso 1 1 calc R . . H35B H 0.5508 0.7799 0.0647 0.046 Uiso 1 1 calc R . . C36 C 0.4121(4) 0.8970(3) -0.0421(2) 0.0494(9) Uani 1 1 d . . . H36A H 0.4164 0.8434 -0.0694 0.074 Uiso 1 1 calc R . . H36B H 0.4764 0.9424 -0.0791 0.074 Uiso 1 1 calc R . . H36C H 0.3156 0.9470 -0.0455 0.074 Uiso 1 1 calc R . . C37 C 0.2782(3) 0.5488(2) 0.26662(19) 0.0272(6) Uani 1 1 d . . . H37A H 0.2513 0.6118 0.2873 0.033 Uiso 1 1 calc R . . H37B H 0.2098 0.5046 0.2978 0.033 Uiso 1 1 calc R . . C38 C 0.4215(3) 0.4732(2) 0.30541(19) 0.0299(6) Uani 1 1 d . . . H38A H 0.4915 0.5165 0.2785 0.036 Uiso 1 1 calc R . . H38B H 0.4514 0.4091 0.2859 0.036 Uiso 1 1 calc R . . C39 C 0.4147(3) 0.4287(3) 0.4151(2) 0.0406(8) Uani 1 1 d . . . H39A H 0.3499 0.3808 0.4412 0.049 Uiso 1 1 calc R . . H39B H 0.3747 0.4937 0.4334 0.049 Uiso 1 1 calc R . . C40 C 0.5575(3) 0.3597(3) 0.4617(2) 0.0406(8) Uani 1 1 d . . . H40A H 0.5987 0.2959 0.4430 0.061 Uiso 1 1 calc R . . H40B H 0.5451 0.3310 0.5322 0.061 Uiso 1 1 calc R . . H40C H 0.6204 0.4079 0.4397 0.061 Uiso 1 1 calc R . . Cl1 Cl 0.64580(7) 0.32961(5) 0.13849(5) 0.02520(19) Uani 1 1 d . . . N1 N 0.5512(3) 0.0569(2) 0.71482(18) 0.0401(6) Uani 1 1 d . . . N2 N 0.1911(2) 0.21417(18) 0.47926(15) 0.0230(5) Uani 1 1 d . . . N3 N 0.2371(2) -0.00678(18) 0.48780(16) 0.0250(5) Uani 1 1 d . . . N4 N -0.1646(2) 0.37040(18) 0.25678(16) 0.0238(5) Uani 1 1 d D . . N5 N -0.1047(2) 0.13023(19) 0.25973(17) 0.0255(5) Uani 1 1 d D . . N6 N 0.2614(2) 0.59980(18) 0.15763(15) 0.0228(5) Uani 1 1 d . . . O1 O 0.5253(3) 0.1516(2) 0.71460(18) 0.0540(7) Uani 1 1 d . . . O2 O 0.6456(2) -0.0269(2) 0.76278(17) 0.0531(7) Uani 1 1 d . . . H5A H -0.178(2) 0.176(2) 0.2197(19) 0.043(9) Uiso 1 1 d D . . H4A H -0.222(3) 0.377(3) 0.2140(18) 0.040(9) Uiso 1 1 d 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 0.0216(15) 0.0418(17) 0.0221(14) -0.0138(13) 0.0000(11) -0.0049(13) C2 0.0280(16) 0.0356(17) 0.0295(16) -0.0118(13) -0.0013(12) -0.0012(13) C3 0.0284(16) 0.0288(15) 0.0294(16) -0.0100(13) 0.0014(12) -0.0032(12) C4 0.0219(14) 0.0247(14) 0.0252(14) -0.0098(12) 0.0032(11) -0.0057(11) C5 0.0218(14) 0.0267(14) 0.0206(14) -0.0085(11) 0.0019(11) -0.0061(11) C6 0.0229(14) 0.0285(15) 0.0231(14) -0.0106(12) 0.0010(11) -0.0046(12) C7 0.0228(14) 0.0229(14) 0.0201(13) -0.0085(11) 0.0022(10) -0.0089(11) C8 0.0226(14) 0.0201(13) 0.0226(14) -0.0091(11) 0.0034(11) -0.0062(11) C9 0.0231(14) 0.0199(13) 0.0275(14) -0.0121(11) 0.0043(11) -0.0061(11) C10 0.0253(14) 0.0214(13) 0.0258(14) -0.0123(11) 0.0055(11) -0.0063(11) C11 0.0309(16) 0.0218(14) 0.0313(15) -0.0121(12) 0.0058(12) -0.0051(12) C12 0.0434(18) 0.0222(14) 0.0359(17) -0.0172(13) 0.0149(14) -0.0090(13) C13 0.0442(18) 0.0313(16) 0.0349(17) -0.0228(14) 0.0148(14) -0.0198(14) C14 0.0340(16) 0.0328(16) 0.0320(16) -0.0201(13) 0.0096(12) -0.0166(13) C15 0.0276(15) 0.0228(14) 0.0285(15) -0.0152(12) 0.0070(11) -0.0090(11) C16 0.0232(14) 0.0228(13) 0.0242(14) -0.0127(11) 0.0026(11) -0.0087(11) C17 0.0213(14) 0.0201(13) 0.0232(14) -0.0088(11) -0.0001(10) -0.0056(11) C18 0.0222(14) 0.0215(13) 0.0248(14) -0.0101(11) 0.0008(11) -0.0075(11) C19 0.0240(14) 0.0211(13) 0.0250(14) -0.0070(11) -0.0025(11) -0.0063(11) C20 0.0302(15) 0.0187(13) 0.0286(15) -0.0098(12) 0.0018(12) -0.0065(11) C21 0.0317(15) 0.0230(14) 0.0265(14) -0.0126(12) 0.0040(11) -0.0112(12) C22 0.0248(14) 0.0228(13) 0.0206(13) -0.0074(11) 0.0001(11) -0.0094(11) C23 0.0226(14) 0.0197(13) 0.0207(13) -0.0075(11) 0.0016(10) -0.0083(11) C24 0.0225(14) 0.0207(13) 0.0236(14) -0.0105(11) 0.0026(10) -0.0083(11) C25 0.0284(15) 0.0263(14) 0.0284(15) -0.0170(12) 0.0053(11) -0.0088(12) C26 0.062(2) 0.048(2) 0.050(2) -0.0313(17) 0.0242(17) -0.0375(18) C27 0.058(2) 0.0398(19) 0.058(2) -0.0260(17) 0.0138(17) -0.0270(17) C28 0.093(3) 0.065(3) 0.081(3) -0.047(2) -0.005(2) -0.034(2) C29 0.0190(14) 0.0283(15) 0.0323(15) -0.0157(13) 0.0014(11) -0.0026(11) C30 0.0259(15) 0.0325(16) 0.0327(16) -0.0129(13) -0.0014(12) -0.0042(12) C31 0.0269(16) 0.0354(16) 0.0387(17) -0.0149(14) -0.0042(13) -0.0039(13) C32 0.0364(18) 0.0415(18) 0.0364(18) -0.0139(15) -0.0037(14) -0.0042(15) C33 0.0235(14) 0.0253(14) 0.0242(14) -0.0089(11) 0.0002(11) -0.0089(11) C34 0.0447(18) 0.0313(16) 0.0270(15) -0.0126(13) -0.0021(13) -0.0154(14) C35 0.0417(19) 0.0322(17) 0.0470(19) -0.0160(15) -0.0049(15) -0.0175(14) C36 0.075(3) 0.0408(19) 0.0384(19) -0.0140(16) 0.0063(17) -0.0314(18) C37 0.0307(16) 0.0288(15) 0.0205(14) -0.0090(12) 0.0028(11) -0.0100(12) C38 0.0294(16) 0.0330(16) 0.0262(15) -0.0127(13) 0.0001(12) -0.0072(13) C39 0.0418(19) 0.0402(18) 0.0272(16) -0.0048(14) -0.0018(14) -0.0085(15) C40 0.0433(19) 0.0410(18) 0.0300(17) -0.0083(14) -0.0087(14) -0.0081(15) Cl1 0.0227(4) 0.0283(4) 0.0262(4) -0.0149(3) -0.0047(3) -0.0022(3) N1 0.0359(15) 0.0428(16) 0.0352(15) -0.0146(13) -0.0032(12) -0.0046(13) N2 0.0215(12) 0.0228(11) 0.0237(12) -0.0089(10) 0.0000(9) -0.0065(9) N3 0.0240(12) 0.0212(12) 0.0257(12) -0.0089(10) 0.0011(9) -0.0037(9) N4 0.0269(13) 0.0208(11) 0.0280(13) -0.0126(10) -0.0047(10) -0.0066(10) N5 0.0250(13) 0.0239(12) 0.0310(13) -0.0146(11) -0.0012(10) -0.0063(10) N6 0.0216(12) 0.0227(11) 0.0235(12) -0.0102(9) 0.0011(9) -0.0055(9) O1 0.0537(16) 0.0551(16) 0.0578(16) -0.0328(13) -0.0152(12) -0.0014(12) O2 0.0375(14) 0.0596(16) 0.0448(14) -0.0087(12) -0.0159(11) -0.0031(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.367(4) . ? C1 C2 1.413(4) . ? C1 N1 1.452(4) . ? C2 C3 1.365(4) . ? C2 H2 0.9500 . ? C3 C4 1.421(4) . ? C3 H3 0.9500 . ? C4 N3 1.356(3) . ? C4 C5 1.426(4) . ? C5 N2 1.363(3) . ? C5 C6 1.410(4) . ? C6 H6 0.9500 . ? C7 N2 1.332(3) . ? C7 C24 1.440(4) . ? C7 C8 1.462(4) . ? C8 N3 1.329(3) . ? C8 C9 1.435(4) . ? C9 C16 1.394(4) . ? C9 C10 1.441(4) . ? C10 C11 1.402(4) . ? C10 C15 1.412(4) . ? C11 C12 1.381(4) . ? C11 H11 0.9500 . ? C12 C13 1.394(4) . ? C12 H12 0.9500 . ? C13 C14 1.380(4) . ? C13 H13 0.9500 . ? C14 C15 1.391(4) . ? C14 H14 0.9500 . ? C15 N5 1.385(3) . ? C16 N5 1.370(3) . ? C16 C17 1.419(4) . ? C17 N4 1.364(3) . ? C17 C24 1.393(4) . ? C18 N4 1.385(3) . ? C18 C19 1.393(4) . ? C18 C23 1.415(4) . ? C19 C20 1.385(4) . ? C19 H19 0.9500 . ? C20 C21 1.401(4) . ? C20 H20 0.9500 . ? C21 C22 1.386(4) . ? C21 H21 0.9500 . ? C22 C23 1.399(4) . ? C22 H22 0.9500 . ? C23 C24 1.442(3) . ? C25 C26 1.511(4) . ? C25 N6 1.522(3) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.535(4) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.510(5) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C30 1.514(4) . ? C29 N6 1.516(3) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 C31 1.532(4) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.502(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 N6 1.517(3) . ? C33 C34 1.520(4) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 C35 1.525(4) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.509(5) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.507(4) . ? C37 N6 1.523(3) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39 1.520(4) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40 1.526(4) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? N1 O1 1.237(3) . ? N1 O2 1.240(3) . ? N4 H4A 0.899(10) . ? N5 H5A 0.908(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 122.7(3) . . ? C6 C1 N1 120.0(3) . . ? C2 C1 N1 117.3(3) . . ? C3 C2 C1 118.6(3) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C2 C3 C4 121.1(3) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? N3 C4 C3 119.3(2) . . ? N3 C4 C5 121.7(2) . . ? C3 C4 C5 119.1(3) . . ? N2 C5 C6 119.0(2) . . ? N2 C5 C4 121.7(2) . . ? C6 C5 C4 119.3(2) . . ? C1 C6 C5 119.2(3) . . ? C1 C6 H6 120.4 . . ? C5 C6 H6 120.4 . . ? N2 C7 C24 119.9(2) . . ? N2 C7 C8 121.3(2) . . ? C24 C7 C8 118.8(2) . . ? N3 C8 C9 119.7(2) . . ? N3 C8 C7 121.8(2) . . ? C9 C8 C7 118.5(2) . . ? C16 C9 C8 120.7(2) . . ? C16 C9 C10 106.2(2) . . ? C8 C9 C10 133.0(2) . . ? C11 C10 C15 119.2(2) . . ? C11 C10 C9 134.4(3) . . ? C15 C10 C9 106.4(2) . . ? C12 C11 C10 118.2(3) . . ? C12 C11 H11 120.9 . . ? C10 C11 H11 120.9 . . ? C11 C12 C13 121.6(3) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C14 C13 C12 121.5(3) . . ? C14 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? C13 C14 C15 117.1(3) . . ? C13 C14 H14 121.5 . . ? C15 C14 H14 121.5 . . ? N5 C15 C14 128.7(3) . . ? N5 C15 C10 109.0(2) . . ? C14 C15 C10 122.4(3) . . ? N5 C16 C9 110.5(2) . . ? N5 C16 C17 128.7(2) . . ? C9 C16 C17 120.8(2) . . ? N4 C17 C24 110.8(2) . . ? N4 C17 C16 128.7(2) . . ? C24 C17 C16 120.5(2) . . ? N4 C18 C19 129.0(2) . . ? N4 C18 C23 108.8(2) . . ? C19 C18 C23 122.1(2) . . ? C20 C19 C18 117.8(2) . . ? C20 C19 H19 121.1 . . ? C18 C19 H19 121.1 . . ? C19 C20 C21 120.7(2) . . ? C19 C20 H20 119.6 . . ? C21 C20 H20 119.6 . . ? C22 C21 C20 121.5(2) . . ? C22 C21 H21 119.2 . . ? C20 C21 H21 119.2 . . ? C21 C22 C23 118.8(2) . . ? C21 C22 H22 120.6 . . ? C23 C22 H22 120.6 . . ? C22 C23 C18 118.9(2) . . ? C22 C23 C24 134.6(2) . . ? C18 C23 C24 106.3(2) . . ? C17 C24 C7 120.5(2) . . ? C17 C24 C23 106.0(2) . . ? C7 C24 C23 133.5(2) . . ? C26 C25 N6 116.0(2) . . ? C26 C25 H25A 108.3 . . ? N6 C25 H25A 108.3 . . ? C26 C25 H25B 108.3 . . ? N6 C25 H25B 108.3 . . ? H25A C25 H25B 107.4 . . ? C25 C26 C27 109.3(3) . . ? C25 C26 H26A 109.8 . . ? C27 C26 H26A 109.8 . . ? C25 C26 H26B 109.8 . . ? C27 C26 H26B 109.8 . . ? H26A C26 H26B 108.3 . . ? C28 C27 C26 113.0(3) . . ? C28 C27 H27A 109.0 . . ? C26 C27 H27A 109.0 . . ? C28 C27 H27B 109.0 . . ? C26 C27 H27B 109.0 . . ? H27A C27 H27B 107.8 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C30 C29 N6 117.8(2) . . ? C30 C29 H29A 107.9 . . ? N6 C29 H29A 107.9 . . ? C30 C29 H29B 107.9 . . ? N6 C29 H29B 107.9 . . ? H29A C29 H29B 107.2 . . ? C29 C30 C31 108.4(2) . . ? C29 C30 H30A 110.0 . . ? C31 C30 H30A 110.0 . . ? C29 C30 H30B 110.0 . . ? C31 C30 H30B 110.0 . . ? H30A C30 H30B 108.4 . . ? C32 C31 C30 113.7(3) . . ? C32 C31 H31A 108.8 . . ? C30 C31 H31A 108.8 . . ? C32 C31 H31B 108.8 . . ? C30 C31 H31B 108.8 . . ? H31A C31 H31B 107.7 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N6 C33 C34 115.8(2) . . ? N6 C33 H33A 108.3 . . ? C34 C33 H33A 108.3 . . ? N6 C33 H33B 108.3 . . ? C34 C33 H33B 108.3 . . ? H33A C33 H33B 107.4 . . ? C33 C34 C35 110.4(2) . . ? C33 C34 H34A 109.6 . . ? C35 C34 H34A 109.6 . . ? C33 C34 H34B 109.6 . . ? C35 C34 H34B 109.6 . . ? H34A C34 H34B 108.1 . . ? C36 C35 C34 114.5(3) . . ? C36 C35 H35A 108.6 . . ? C34 C35 H35A 108.6 . . ? C36 C35 H35B 108.6 . . ? C34 C35 H35B 108.6 . . ? H35A C35 H35B 107.6 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C38 C37 N6 117.5(2) . . ? C38 C37 H37A 107.9 . . ? N6 C37 H37A 107.9 . . ? C38 C37 H37B 107.9 . . ? N6 C37 H37B 107.9 . . ? H37A C37 H37B 107.2 . . ? C37 C38 C39 109.2(2) . . ? C37 C38 H38A 109.8 . . ? C39 C38 H38A 109.8 . . ? C37 C38 H38B 109.8 . . ? C39 C38 H38B 109.8 . . ? H38A C38 H38B 108.3 . . ? C38 C39 C40 113.7(3) . . ? C38 C39 H39A 108.8 . . ? C40 C39 H39A 108.8 . . ? C38 C39 H39B 108.8 . . ? C40 C39 H39B 108.8 . . ? H39A C39 H39B 107.7 . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O1 N1 O2 123.5(3) . . ? O1 N1 C1 117.9(3) . . ? O2 N1 C1 118.6(3) . . ? C7 N2 C5 116.6(2) . . ? C8 N3 C4 116.7(2) . . ? C17 N4 C18 108.0(2) . . ? C17 N4 H4A 124(2) . . ? C18 N4 H4A 128(2) . . ? C16 N5 C15 108.0(2) . . ? C16 N5 H5A 125(2) . . ? C15 N5 H5A 127(2) . . ? C29 N6 C33 111.4(2) . . ? C29 N6 C25 111.3(2) . . ? C33 N6 C25 105.88(19) . . ? C29 N6 C37 105.43(19) . . ? C33 N6 C37 111.3(2) . . ? C25 N6 C37 111.6(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 2.0(4) . . . . ? N1 C1 C2 C3 -179.5(2) . . . . ? C1 C2 C3 C4 -0.7(4) . . . . ? C2 C3 C4 N3 178.4(2) . . . . ? C2 C3 C4 C5 -1.5(4) . . . . ? N3 C4 C5 N2 3.6(4) . . . . ? C3 C4 C5 N2 -176.4(2) . . . . ? N3 C4 C5 C6 -177.3(2) . . . . ? C3 C4 C5 C6 2.6(4) . . . . ? C2 C1 C6 C5 -0.9(4) . . . . ? N1 C1 C6 C5 -179.4(2) . . . . ? N2 C5 C6 C1 177.7(2) . . . . ? C4 C5 C6 C1 -1.4(4) . . . . ? N2 C7 C8 N3 3.9(4) . . . . ? C24 C7 C8 N3 -175.7(2) . . . . ? N2 C7 C8 C9 -176.9(2) . . . . ? C24 C7 C8 C9 3.4(3) . . . . ? N3 C8 C9 C16 178.7(2) . . . . ? C7 C8 C9 C16 -0.5(4) . . . . ? N3 C8 C9 C10 1.0(4) . . . . ? C7 C8 C9 C10 -178.2(3) . . . . ? C16 C9 C10 C11 -178.8(3) . . . . ? C8 C9 C10 C11 -0.9(5) . . . . ? C16 C9 C10 C15 -0.2(3) . . . . ? C8 C9 C10 C15 177.7(3) . . . . ? C15 C10 C11 C12 -0.8(4) . . . . ? C9 C10 C11 C12 177.6(3) . . . . ? C10 C11 C12 C13 0.0(4) . . . . ? C11 C12 C13 C14 0.8(4) . . . . ? C12 C13 C14 C15 -0.9(4) . . . . ? C13 C14 C15 N5 -178.4(3) . . . . ? C13 C14 C15 C10 0.1(4) . . . . ? C11 C10 C15 N5 179.5(2) . . . . ? C9 C10 C15 N5 0.7(3) . . . . ? C11 C10 C15 C14 0.8(4) . . . . ? C9 C10 C15 C14 -178.1(2) . . . . ? C8 C9 C16 N5 -178.6(2) . . . . ? C10 C9 C16 N5 -0.4(3) . . . . ? C8 C9 C16 C17 -0.9(4) . . . . ? C10 C9 C16 C17 177.3(2) . . . . ? N5 C16 C17 N4 -1.4(5) . . . . ? C9 C16 C17 N4 -178.7(3) . . . . ? N5 C16 C17 C24 176.6(2) . . . . ? C9 C16 C17 C24 -0.7(4) . . . . ? N4 C18 C19 C20 175.9(3) . . . . ? C23 C18 C19 C20 -2.6(4) . . . . ? C18 C19 C20 C21 1.0(4) . . . . ? C19 C20 C21 C22 0.9(4) . . . . ? C20 C21 C22 C23 -1.3(4) . . . . ? C21 C22 C23 C18 -0.2(4) . . . . ? C21 C22 C23 C24 -176.7(3) . . . . ? N4 C18 C23 C22 -176.5(2) . . . . ? C19 C18 C23 C22 2.3(4) . . . . ? N4 C18 C23 C24 0.8(3) . . . . ? C19 C18 C23 C24 179.6(2) . . . . ? N4 C17 C24 C7 -178.0(2) . . . . ? C16 C17 C24 C7 3.7(4) . . . . ? N4 C17 C24 C23 3.1(3) . . . . ? C16 C17 C24 C23 -175.2(2) . . . . ? N2 C7 C24 C17 175.3(2) . . . . ? C8 C7 C24 C17 -5.1(4) . . . . ? N2 C7 C24 C23 -6.1(4) . . . . ? C8 C7 C24 C23 173.5(3) . . . . ? C22 C23 C24 C17 174.4(3) . . . . ? C18 C23 C24 C17 -2.3(3) . . . . ? C22 C23 C24 C7 -4.3(5) . . . . ? C18 C23 C24 C7 178.9(3) . . . . ? N6 C25 C26 C27 -178.8(3) . . . . ? C25 C26 C27 C28 -67.7(4) . . . . ? N6 C29 C30 C31 -176.1(2) . . . . ? C29 C30 C31 C32 179.1(3) . . . . ? N6 C33 C34 C35 -173.7(2) . . . . ? C33 C34 C35 C36 68.1(4) . . . . ? N6 C37 C38 C39 -178.4(2) . . . . ? C37 C38 C39 C40 -174.7(3) . . . . ? C6 C1 N1 O1 6.3(4) . . . . ? C2 C1 N1 O1 -172.2(3) . . . . ? C6 C1 N1 O2 -173.4(3) . . . . ? C2 C1 N1 O2 8.1(4) . . . . ? C24 C7 N2 C5 176.7(2) . . . . ? C8 C7 N2 C5 -2.9(3) . . . . ? C6 C5 N2 C7 -179.7(2) . . . . ? C4 C5 N2 C7 -0.6(4) . . . . ? C9 C8 N3 C4 180.0(2) . . . . ? C7 C8 N3 C4 -0.9(4) . . . . ? C3 C4 N3 C8 177.4(2) . . . . ? C5 C4 N3 C8 -2.7(4) . . . . ? C24 C17 N4 C18 -2.6(3) . . . . ? C16 C17 N4 C18 175.5(3) . . . . ? C19 C18 N4 C17 -177.6(3) . . . . ? C23 C18 N4 C17 1.0(3) . . . . ? C9 C16 N5 C15 0.8(3) . . . . ? C17 C16 N5 C15 -176.7(2) . . . . ? C14 C15 N5 C16 177.7(3) . . . . ? C10 C15 N5 C16 -0.9(3) . . . . ? C30 C29 N6 C33 56.3(3) . . . . ? C30 C29 N6 C25 -61.6(3) . . . . ? C30 C29 N6 C37 177.2(2) . . . . ? C34 C33 N6 C29 58.5(3) . . . . ? C34 C33 N6 C25 179.6(2) . . . . ? C34 C33 N6 C37 -58.9(3) . . . . ? C26 C25 N6 C29 -61.4(3) . . . . ? C26 C25 N6 C33 177.3(3) . . . . ? C26 C25 N6 C37 56.0(3) . . . . ? C38 C37 N6 C29 -177.3(2) . . . . ? C38 C37 N6 C33 -56.3(3) . . . . ? C38 C37 N6 C25 61.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.079 _refine_diff_density_min -0.467 _refine_diff_density_rms 0.062