# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Jun-ichiro Setsune,' _publ_contact_author_email setsunej@kobe-u.ac.jp _publ_section_title ; Highly Reactive meso-Like Positions of Dipyrihexaphyrin ; loop_ _publ_author_name J.-i.Setsune K.Yamato # Attachment '- setsune.cif' data_5a _database_code_depnum_ccdc_archive 'CCDC 865639' #TrackingRef '- setsune.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 8,9,13,14,22,23,27,28-octaethyl-29,30, 31,32,33,34-hexaaza-heptacyclo (24,2,1,12,6,17,10,112,15,116,20,121,24) tetratriaconta-1(28),2(34),3,5,7(33), 8,10,12,14,16(31),17,19,21(30),22,24, 26-hexadecaene ; _chemical_name_common ; 8,9,13,14,22,23,27,28-octaethyl-29,30, 31,32,33,34-hexaaza- heptacyclo (24,2,1,12,6,17,10,112,15,116,20,121,24) tetratriaconta- 1(28),2(34),3,5,7(33), 8,10,12,14,16(31),17,19,21(30),22,24, 26- hexadecaene ; _chemical_melting_point ? _chemical_formula_moiety 'C44 H50 N6' _chemical_formula_sum 'C44 H52 N6 O' _chemical_formula_weight 680.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.242(3) _cell_length_b 13.946(4) _cell_length_c 15.390(5) _cell_angle_alpha 114.240(4) _cell_angle_beta 95.139(4) _cell_angle_gamma 103.687(4) _cell_volume 1903.7(9) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2073 _cell_measurement_theta_min 2.5255 _cell_measurement_theta_max 21.6125 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.188 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 732 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.991 _exptl_absorpt_correction_T_max 0.993 _exptl_absorpt_process_details 'program SADABS ver. 2.03(Sheldrick)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker TXS fine-focus rotating anode' _diffrn_radiation_monochromator 'Bruker Helios multilayer confocal mirror' _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_reflns_number 9366 _diffrn_reflns_av_R_equivalents 0.0213 _diffrn_reflns_av_sigmaI/netI 0.0522 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 25.42 _reflns_number_total 6849 _reflns_number_gt 4164 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker AXS, 2006)' _computing_cell_refinement 'APEXII (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker XSHELL ver. 6.3.1' _computing_publication_material 'Bruker XSHELL ver. 6.3.1' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.5000P] 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 6849 _refine_ls_number_parameters 516 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0951 _refine_ls_R_factor_gt 0.0530 _refine_ls_wR_factor_ref 0.1718 _refine_ls_wR_factor_gt 0.1385 _refine_ls_goodness_of_fit_ref 0.865 _refine_ls_restrained_S_all 0.865 _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 0.6175(2) 0.82054(19) -0.06320(17) 0.0462(6) Uani 1 1 d . . . C2 C 0.4903(2) 0.7997(2) -0.12528(17) 0.0479(6) Uani 1 1 d . . . C3 C 0.4241(2) 0.6893(2) -0.16010(18) 0.0501(6) Uani 1 1 d . . . C4 C 0.5109(2) 0.64550(19) -0.11774(18) 0.0483(6) Uani 1 1 d . . . C5 C 0.4821(3) 0.5367(2) -0.13613(19) 0.0539(7) Uani 1 1 d . . . C6 C 0.5542(3) 0.48037(19) -0.10390(18) 0.0505(6) Uani 1 1 d . . . C7 C 0.5152(3) 0.36511(19) -0.13452(18) 0.0528(7) Uani 1 1 d . . . C8 C 0.6168(3) 0.34213(18) -0.08678(18) 0.0494(6) Uani 1 1 d . . . C9 C 0.7149(3) 0.44510(19) -0.02452(18) 0.0502(6) Uani 1 1 d . . . C10 C 0.8374(3) 0.47026(19) 0.04719(18) 0.0509(6) Uani 1 1 d . . . C11 C 0.9129(3) 0.3964(2) 0.0336(2) 0.0585(7) Uani 1 1 d . . . C12 C 1.0258(3) 0.4232(2) 0.1035(2) 0.0631(8) Uani 1 1 d . . . C13 C 1.0619(3) 0.5228(2) 0.1851(2) 0.0614(8) Uani 1 1 d . . . C14 C 0.9826(3) 0.5936(2) 0.19521(19) 0.0518(6) Uani 1 1 d . . . C15 C 1.0226(2) 0.7023(2) 0.28112(19) 0.0522(6) Uani 1 1 d . . . C16 C 1.0857(3) 0.7277(2) 0.37931(19) 0.0568(7) Uani 1 1 d . . . C17 C 1.1197(3) 0.8398(2) 0.43124(19) 0.0554(7) Uani 1 1 d . . . C18 C 1.0754(3) 0.8803(2) 0.36507(18) 0.0518(6) Uani 1 1 d . . . C19 C 1.1002(3) 0.9898(2) 0.3871(2) 0.0542(7) Uani 1 1 d . . . C20 C 1.0700(3) 1.0446(2) 0.33270(18) 0.0518(6) Uani 1 1 d . . . C21 C 1.1135(3) 1.1598(2) 0.36412(19) 0.0554(7) Uani 1 1 d . . . C22 C 1.0593(3) 1.17976(19) 0.28935(19) 0.0543(7) Uani 1 1 d . . . C23 C 0.9825(3) 1.0761(2) 0.21285(19) 0.0518(6) Uani 1 1 d . . . C24 C 0.9053(2) 1.04837(19) 0.11648(19) 0.0509(6) Uani 1 1 d . . . C25 C 0.9425(3) 1.1153(2) 0.0706(2) 0.0582(7) Uani 1 1 d . . . C26 C 0.8701(3) 1.0853(2) -0.0208(2) 0.0594(7) Uani 1 1 d . . . C27 C 0.7623(3) 0.9892(2) -0.0646(2) 0.0547(7) Uani 1 1 d . . . C28 C 0.7297(2) 0.92540(18) -0.01514(17) 0.0470(6) Uani 1 1 d . . . C29 C 0.4330(3) 0.8828(2) -0.1414(2) 0.0612(7) Uani 1 1 d . . . H29A H 0.4905 0.9561 -0.0952 0.073 Uiso 1 1 calc R . . H29B H 0.3421 0.8741 -0.1267 0.073 Uiso 1 1 calc R . . C30 C 0.4225(4) 0.8756(3) -0.2429(2) 0.0945(12) Uani 1 1 d . . . H30A H 0.5113 0.8820 -0.2594 0.142 Uiso 1 1 calc R . . H30B H 0.3904 0.9343 -0.2446 0.142 Uiso 1 1 calc R . . H30C H 0.3591 0.8059 -0.2889 0.142 Uiso 1 1 calc R . . C31 C 0.2881(3) 0.6246(2) -0.2298(2) 0.0682(8) Uani 1 1 d . . . H31A H 0.2359 0.6746 -0.2287 0.082 Uiso 1 1 calc R . . H31B H 0.2367 0.5732 -0.2087 0.082 Uiso 1 1 calc R . . C32 C 0.3038(4) 0.5604(3) -0.3346(2) 0.1030(13) Uani 1 1 d . . . H32A H 0.3564 0.6108 -0.3554 0.154 Uiso 1 1 calc R . . H32B H 0.2146 0.5229 -0.3770 0.154 Uiso 1 1 calc R . . H32C H 0.3504 0.5075 -0.3368 0.154 Uiso 1 1 calc R . . C33 C 0.3847(3) 0.2836(2) -0.2051(2) 0.0699(8) Uani 1 1 d . . . H33A H 0.3667 0.2163 -0.1973 0.084 Uiso 1 1 calc R . . H33B H 0.3090 0.3136 -0.1890 0.084 Uiso 1 1 calc R . . C34 C 0.3894(5) 0.2557(3) -0.3097(2) 0.1118(14) Uani 1 1 d . . . H34A H 0.4030 0.3213 -0.3187 0.168 Uiso 1 1 calc R . . H34B H 0.3042 0.2025 -0.3508 0.168 Uiso 1 1 calc R . . H34C H 0.4638 0.2256 -0.3264 0.168 Uiso 1 1 calc R . . C35 C 0.6161(3) 0.22938(19) -0.0990(2) 0.0586(7) Uani 1 1 d . . . H35A H 0.5228 0.1869 -0.1055 0.070 Uiso 1 1 calc R . . H35B H 0.6718 0.2367 -0.0410 0.070 Uiso 1 1 calc R . . C36 C 0.6707(3) 0.1672(2) -0.1873(2) 0.0754(9) Uani 1 1 d . . . H36A H 0.6176 0.1614 -0.2449 0.113 Uiso 1 1 calc R . . H36B H 0.6639 0.0947 -0.1936 0.113 Uiso 1 1 calc R . . H36C H 0.7652 0.2062 -0.1792 0.113 Uiso 1 1 calc R . . C37 C 1.1035(3) 0.6474(3) 0.4187(2) 0.0769(9) Uani 1 1 d . . . H37A H 1.0678 0.6651 0.4779 0.092 Uiso 1 1 calc R . . H37B H 1.0481 0.5738 0.3715 0.092 Uiso 1 1 calc R . . C38 C 1.2476(4) 0.6461(3) 0.4408(3) 0.1050(14) Uani 1 1 d . . . H38A H 1.2868 0.6342 0.3843 0.158 Uiso 1 1 calc R . . H38B H 1.2480 0.5878 0.4586 0.158 Uiso 1 1 calc R . . H38C H 1.3010 0.7155 0.4938 0.158 Uiso 1 1 calc R . . C39 C 1.1956(3) 0.9096(2) 0.5353(2) 0.0666(8) Uani 1 1 d . . . H39A H 1.1808 0.8659 0.5709 0.080 Uiso 1 1 calc R . . H39B H 1.1591 0.9708 0.5651 0.080 Uiso 1 1 calc R . . C40 C 1.3483(3) 0.9538(3) 0.5432(2) 0.0867(11) Uani 1 1 d . . . H40A H 1.3851 0.8934 0.5145 0.130 Uiso 1 1 calc R . . H40B H 1.3931 0.9974 0.6106 0.130 Uiso 1 1 calc R . . H40C H 1.3635 0.9988 0.5095 0.130 Uiso 1 1 calc R . . C41 C 1.2078(3) 1.2439(2) 0.4592(2) 0.0672(8) Uani 1 1 d . . . H41A H 1.1830 1.2248 0.5106 0.081 Uiso 1 1 calc R . . H41B H 1.1953 1.3154 0.4739 0.081 Uiso 1 1 calc R . . C42 C 1.3578(3) 1.2521(3) 0.4579(3) 0.0931(11) Uani 1 1 d . . . H42A H 1.3733 1.1846 0.4520 0.140 Uiso 1 1 calc R . . H42B H 1.4143 1.3122 0.5174 0.140 Uiso 1 1 calc R . . H42C H 1.3809 1.2646 0.4036 0.140 Uiso 1 1 calc R . . C43 C 1.0793(3) 1.2925(2) 0.2936(2) 0.0701(9) Uani 1 1 d . . . H43A H 1.0734 1.3431 0.3580 0.084 Uiso 1 1 calc R . . H43B H 1.0052 1.2883 0.2470 0.084 Uiso 1 1 calc R . . C44 C 1.2170(3) 1.3389(3) 0.2718(3) 0.0857(10) Uani 1 1 d . . . H44A H 1.2910 1.3491 0.3208 0.129 Uiso 1 1 calc R . . H44B H 1.2211 1.4085 0.2719 0.129 Uiso 1 1 calc R . . H44C H 1.2250 1.2882 0.2090 0.129 Uiso 1 1 calc R . . H5 H 0.394(2) 0.486(2) -0.1819(17) 0.054(7) Uiso 1 1 d . . . H11 H 0.889(3) 0.333(2) -0.0242(19) 0.063(8) Uiso 1 1 d . . . H12 H 1.082(3) 0.372(2) 0.091(2) 0.071(8) Uiso 1 1 d . . . H13 H 1.144(3) 0.548(2) 0.234(2) 0.071(8) Uiso 1 1 d . . . H19 H 1.157(3) 1.043(2) 0.455(2) 0.067(8) Uiso 1 1 d . . . H25 H 1.018(3) 1.182(2) 0.1036(19) 0.066(8) Uiso 1 1 d . . . H26 H 0.895(3) 1.130(2) -0.053(2) 0.064(8) Uiso 1 1 d . . . H27 H 0.709(2) 0.9614(19) -0.1307(19) 0.056(7) Uiso 1 1 d . . . H2N H 0.734(4) 0.610(3) 0.004(3) 0.134(14) Uiso 1 1 d . . . H5N H 0.947(3) 0.917(3) 0.200(2) 0.105(11) Uiso 1 1 d . . . H1O H 0.803(6) 0.777(5) 0.068(4) 0.20(2) Uiso 1 1 d . . . H2O H 0.885(6) 0.755(4) 0.134(4) 0.18(2) Uiso 1 1 d . . . N1 N 0.6295(2) 0.73001(15) -0.05739(14) 0.0497(5) Uani 1 1 d . . . N2 N 0.6763(2) 0.52661(17) -0.03563(15) 0.0514(5) Uani 1 1 d . . . N3 N 0.8716(2) 0.56848(16) 0.12745(15) 0.0510(5) Uani 1 1 d . . . N4 N 1.0127(2) 0.79185(16) 0.27345(15) 0.0520(5) Uani 1 1 d . . . N5 N 0.9897(2) 0.99595(18) 0.23965(15) 0.0531(6) Uani 1 1 d . . . N6 N 0.8004(2) 0.95348(15) 0.07410(14) 0.0487(5) Uani 1 1 d . . . O1 O 0.8875(2) 0.76026(16) 0.07648(17) 0.0689(6) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0510(14) 0.0418(13) 0.0431(13) 0.0185(11) 0.0049(11) 0.0122(11) C2 0.0553(15) 0.0461(14) 0.0433(13) 0.0207(11) 0.0068(11) 0.0168(11) C3 0.0485(14) 0.0485(14) 0.0487(14) 0.0221(12) 0.0010(11) 0.0091(11) C4 0.0508(14) 0.0415(14) 0.0496(14) 0.0219(11) 0.0033(11) 0.0085(11) C5 0.0566(16) 0.0452(15) 0.0536(15) 0.0222(12) 0.0022(13) 0.0076(12) C6 0.0542(15) 0.0410(13) 0.0509(15) 0.0205(11) 0.0019(12) 0.0083(11) C7 0.0571(15) 0.0392(13) 0.0509(15) 0.0166(11) 0.0020(12) 0.0051(11) C8 0.0555(15) 0.0363(13) 0.0503(14) 0.0176(11) 0.0041(12) 0.0088(11) C9 0.0581(15) 0.0373(13) 0.0522(15) 0.0200(11) 0.0054(12) 0.0113(11) C10 0.0551(15) 0.0380(13) 0.0559(15) 0.0220(12) 0.0028(12) 0.0088(11) C11 0.0647(18) 0.0428(15) 0.0630(18) 0.0214(14) 0.0049(14) 0.0146(13) C12 0.0641(18) 0.0532(17) 0.078(2) 0.0336(15) 0.0090(15) 0.0215(14) C13 0.0565(17) 0.0539(17) 0.0708(19) 0.0303(15) -0.0031(15) 0.0127(13) C14 0.0517(15) 0.0451(14) 0.0550(15) 0.0252(12) -0.0001(12) 0.0070(12) C15 0.0476(14) 0.0488(15) 0.0556(16) 0.0242(12) -0.0007(12) 0.0093(11) C16 0.0514(15) 0.0587(17) 0.0581(16) 0.0304(14) 0.0007(13) 0.0086(12) C17 0.0495(15) 0.0580(16) 0.0519(15) 0.0242(13) 0.0002(12) 0.0086(12) C18 0.0498(14) 0.0475(15) 0.0522(15) 0.0204(12) 0.0028(12) 0.0108(11) C19 0.0544(15) 0.0517(16) 0.0484(15) 0.0164(13) 0.0050(12) 0.0150(12) C20 0.0548(15) 0.0432(14) 0.0472(14) 0.0137(11) 0.0001(12) 0.0127(11) C21 0.0540(15) 0.0429(14) 0.0529(15) 0.0093(12) -0.0003(12) 0.0123(12) C22 0.0568(15) 0.0375(13) 0.0575(16) 0.0130(12) 0.0010(13) 0.0141(11) C23 0.0528(15) 0.0410(13) 0.0553(15) 0.0179(12) 0.0014(12) 0.0134(11) C24 0.0512(14) 0.0354(13) 0.0556(15) 0.0133(11) 0.0003(12) 0.0117(11) C25 0.0605(17) 0.0390(14) 0.0680(18) 0.0243(13) -0.0002(14) 0.0066(13) C26 0.0651(18) 0.0480(16) 0.0694(19) 0.0341(14) 0.0077(15) 0.0126(13) C27 0.0600(16) 0.0489(15) 0.0564(17) 0.0280(13) 0.0030(13) 0.0136(13) C28 0.0505(14) 0.0380(13) 0.0485(14) 0.0172(11) 0.0022(11) 0.0136(11) C29 0.0659(17) 0.0528(16) 0.0660(18) 0.0272(14) 0.0033(14) 0.0223(13) C30 0.131(3) 0.071(2) 0.078(2) 0.0425(18) -0.017(2) 0.021(2) C31 0.0605(17) 0.0613(17) 0.074(2) 0.0352(15) -0.0103(15) 0.0032(14) C32 0.114(3) 0.082(2) 0.067(2) 0.0124(18) -0.025(2) 0.004(2) C33 0.0686(18) 0.0465(15) 0.076(2) 0.0217(14) -0.0094(15) 0.0053(13) C34 0.149(4) 0.081(2) 0.067(2) 0.0139(19) -0.022(2) 0.021(2) C35 0.0681(17) 0.0381(14) 0.0641(17) 0.0228(12) 0.0065(14) 0.0092(12) C36 0.097(2) 0.0467(16) 0.073(2) 0.0188(14) 0.0091(17) 0.0232(16) C37 0.089(2) 0.0694(19) 0.072(2) 0.0394(16) -0.0036(17) 0.0170(17) C38 0.111(3) 0.079(2) 0.107(3) 0.040(2) -0.034(2) 0.023(2) C39 0.0687(19) 0.0672(18) 0.0554(17) 0.0252(14) -0.0018(14) 0.0150(15) C40 0.072(2) 0.078(2) 0.082(2) 0.0247(18) -0.0156(18) 0.0056(17) C41 0.0726(19) 0.0493(16) 0.0573(17) 0.0098(13) -0.0058(14) 0.0121(14) C42 0.070(2) 0.098(3) 0.084(2) 0.029(2) -0.0105(18) 0.0077(18) C43 0.084(2) 0.0423(15) 0.0685(19) 0.0127(13) -0.0013(16) 0.0213(14) C44 0.083(2) 0.0575(19) 0.104(3) 0.0390(18) -0.0019(19) 0.0017(16) N1 0.0542(12) 0.0409(11) 0.0495(12) 0.0212(9) 0.0009(10) 0.0084(9) N2 0.0532(12) 0.0396(12) 0.0550(13) 0.0197(10) 0.0024(10) 0.0088(10) N3 0.0515(12) 0.0429(12) 0.0550(13) 0.0226(10) 0.0019(10) 0.0098(9) N4 0.0537(12) 0.0451(12) 0.0521(13) 0.0204(10) 0.0009(10) 0.0120(10) N5 0.0589(13) 0.0395(12) 0.0489(12) 0.0137(10) -0.0003(10) 0.0091(10) N6 0.0524(12) 0.0377(11) 0.0514(12) 0.0184(9) 0.0022(10) 0.0114(9) O1 0.0751(14) 0.0557(12) 0.0738(15) 0.0301(10) 0.0060(11) 0.0173(10) _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 N1 1.335(3) . ? C1 C2 1.437(3) . ? C1 C28 1.473(3) . ? C2 C3 1.371(3) . ? C2 C29 1.510(3) . ? C3 C4 1.439(3) . ? C3 C31 1.500(3) . ? C4 C5 1.375(3) . ? C4 N1 1.396(3) . ? C5 C6 1.391(3) . ? C6 N2 1.383(3) . ? C6 C7 1.416(3) . ? C7 C8 1.393(3) . ? C7 C33 1.505(3) . ? C8 C9 1.416(3) . ? C8 C35 1.503(3) . ? C9 N2 1.356(3) . ? C9 C10 1.463(3) . ? C10 N3 1.353(3) . ? C10 C11 1.389(4) . ? C11 C12 1.369(4) . ? C12 C13 1.373(4) . ? C13 C14 1.390(4) . ? C14 N3 1.342(3) . ? C14 C15 1.476(3) . ? C15 N4 1.327(3) . ? C15 C16 1.451(3) . ? C16 C17 1.368(4) . ? C16 C37 1.512(4) . ? C17 C18 1.440(4) . ? C17 C39 1.502(4) . ? C18 C19 1.373(4) . ? C18 N4 1.399(3) . ? C19 C20 1.404(4) . ? C20 N5 1.384(3) . ? C20 C21 1.413(3) . ? C21 C22 1.390(4) . ? C21 C41 1.500(3) . ? C22 C23 1.412(3) . ? C22 C43 1.509(4) . ? C23 N5 1.355(3) . ? C23 C24 1.466(3) . ? C24 N6 1.351(3) . ? C24 C25 1.392(4) . ? C25 C26 1.374(4) . ? C26 C27 1.376(4) . ? C27 C28 1.394(4) . ? C28 N6 1.345(3) . ? C29 C30 1.515(4) . ? C31 C32 1.534(5) . ? C33 C34 1.502(5) . ? C35 C36 1.519(4) . ? C37 C38 1.492(5) . ? C39 C40 1.512(4) . ? C41 C42 1.516(4) . ? C43 C44 1.534(5) . ? 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 C1 C2 112.2(2) . . ? N1 C1 C28 121.4(2) . . ? C2 C1 C28 126.3(2) . . ? C3 C2 C1 105.7(2) . . ? C3 C2 C29 126.3(2) . . ? C1 C2 C29 127.7(2) . . ? C2 C3 C4 106.9(2) . . ? C2 C3 C31 127.3(2) . . ? C4 C3 C31 125.7(2) . . ? C5 C4 N1 125.7(2) . . ? C5 C4 C3 124.9(2) . . ? N1 C4 C3 109.4(2) . . ? C4 C5 C6 132.5(2) . . ? N2 C6 C5 126.4(2) . . ? N2 C6 C7 107.4(2) . . ? C5 C6 C7 126.2(2) . . ? C8 C7 C6 108.1(2) . . ? C8 C7 C33 126.8(2) . . ? C6 C7 C33 125.1(2) . . ? C7 C8 C9 106.2(2) . . ? C7 C8 C35 125.4(2) . . ? C9 C8 C35 128.4(2) . . ? N2 C9 C8 109.4(2) . . ? N2 C9 C10 121.0(2) . . ? C8 C9 C10 129.5(2) . . ? N3 C10 C11 122.2(2) . . ? N3 C10 C9 116.3(2) . . ? C11 C10 C9 121.5(2) . . ? C12 C11 C10 119.3(3) . . ? C11 C12 C13 119.0(3) . . ? C12 C13 C14 119.3(3) . . ? N3 C14 C13 122.3(2) . . ? N3 C14 C15 117.7(2) . . ? C13 C14 C15 119.9(2) . . ? N4 C15 C16 112.0(2) . . ? N4 C15 C14 121.5(2) . . ? C16 C15 C14 126.3(2) . . ? C17 C16 C15 105.7(2) . . ? C17 C16 C37 126.5(2) . . ? C15 C16 C37 127.7(2) . . ? C16 C17 C18 106.7(2) . . ? C16 C17 C39 127.5(2) . . ? C18 C17 C39 125.7(2) . . ? C19 C18 N4 125.3(2) . . ? C19 C18 C17 124.8(2) . . ? N4 C18 C17 109.7(2) . . ? C18 C19 C20 133.1(2) . . ? N5 C20 C19 126.3(2) . . ? N5 C20 C21 107.6(2) . . ? C19 C20 C21 126.1(2) . . ? C22 C21 C20 107.8(2) . . ? C22 C21 C41 126.6(2) . . ? C20 C21 C41 125.6(2) . . ? C21 C22 C23 106.6(2) . . ? C21 C22 C43 125.0(2) . . ? C23 C22 C43 128.4(2) . . ? N5 C23 C22 109.3(2) . . ? N5 C23 C24 120.8(2) . . ? C22 C23 C24 130.0(2) . . ? N6 C24 C25 122.4(2) . . ? N6 C24 C23 116.5(2) . . ? C25 C24 C23 121.1(2) . . ? C26 C25 C24 119.5(2) . . ? C25 C26 C27 118.8(3) . . ? C26 C27 C28 119.2(2) . . ? N6 C28 C27 122.6(2) . . ? N6 C28 C1 118.0(2) . . ? C27 C28 C1 119.4(2) . . ? C2 C29 C30 115.9(2) . . ? C3 C31 C32 112.4(3) . . ? C34 C33 C7 113.6(3) . . ? C8 C35 C36 112.9(2) . . ? C38 C37 C16 115.3(3) . . ? C17 C39 C40 112.0(3) . . ? C21 C41 C42 112.7(3) . . ? C22 C43 C44 113.6(2) . . ? C1 N1 C4 105.83(18) . . ? C9 N2 C6 108.9(2) . . ? C14 N3 C10 117.8(2) . . ? C15 N4 C18 105.8(2) . . ? C23 N5 C20 108.7(2) . . ? C28 N6 C24 117.5(2) . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 25.42 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.225 _refine_diff_density_min -0.175 _refine_diff_density_rms 0.035 #===END data_5b _database_code_depnum_ccdc_archive 'CCDC 865640' #TrackingRef '- setsune.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 8,9,13,14,22,23,27,28-octaethyl-4,18,29,30,32,33-hexaaza-heptacyclo (24,2,1,12,6,17,10,112,15,116,20,121,24)tetratriaconta-1(28),2(34), 3,5,7(33),8,10,12,14,16(31),17,19,21(30),22,24,26-hexadecaene ; _chemical_name_common ; 8,9,13,14,22,23,27,28-octaethyl-4,18,29,30,32,33-hexaaza- heptacyclo (24,2,1,12,6,17,10,112,15,116,20,121,24)tetratriaconta- 1(28),2(34), 3,5,7(33),8,10,12,14,16(31),17,19,21(30),22,24,26- hexadecaene ; _chemical_melting_point ? _chemical_formula_moiety 'C44 H50 N6' _chemical_formula_sum 'C44 H50 N6' _chemical_formula_weight 662.90 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 monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.435(3) _cell_length_b 18.486(3) _cell_length_c 16.141(3) _cell_angle_alpha 90.00 _cell_angle_beta 108.757(2) _cell_angle_gamma 90.00 _cell_volume 3795.9(12) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4333 _cell_measurement_theta_min 2.204 _cell_measurement_theta_max 23.156 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.160 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1424 _exptl_absorpt_coefficient_mu 0.069 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.986 _exptl_absorpt_correction_T_max 0.986 _exptl_absorpt_process_details 'program SADABS ver. 2.03(Sheldrick)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker TXS fine-focus rotating anode' _diffrn_radiation_monochromator 'Bruker Helios multilayer confocal mirror' _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_reflns_number 18334 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0350 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 25.29 _reflns_number_total 6867 _reflns_number_gt 4951 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker AXS, 2006)' _computing_cell_refinement 'APEXII (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'XShell 6.3.1' _computing_publication_material 'Mercury 2.4' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.7093P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6867 _refine_ls_number_parameters 651 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0653 _refine_ls_R_factor_gt 0.0442 _refine_ls_wR_factor_ref 0.1464 _refine_ls_wR_factor_gt 0.1253 _refine_ls_goodness_of_fit_ref 0.869 _refine_ls_restrained_S_all 0.869 _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 1.05206(13) -0.13225(9) 0.59992(11) 0.0422(4) Uani 1 1 d . . . C2 C 1.12689(14) -0.19252(10) 0.61735(12) 0.0461(4) Uani 1 1 d . . . C3 C 1.16943(14) -0.19638(9) 0.70566(12) 0.0460(4) Uani 1 1 d . . . C4 C 1.12128(14) -0.13877(9) 0.74074(12) 0.0426(4) Uani 1 1 d . . . C5 C 1.14504(15) -0.12037(10) 0.82667(12) 0.0452(4) Uani 1 1 d . . . C6 C 1.11169(14) -0.05898(9) 0.86349(11) 0.0421(4) Uani 1 1 d . . . C7 C 1.14579(14) -0.03664(10) 0.95082(11) 0.0449(4) Uani 1 1 d . . . C8 C 1.10323(14) 0.03246(10) 0.95416(11) 0.0435(4) Uani 1 1 d . . . C9 C 1.04363(13) 0.05041(9) 0.86823(11) 0.0408(4) Uani 1 1 d . . . C10 C 1.02026(17) 0.18359(11) 0.86606(13) 0.0543(5) Uani 1 1 d . . . C11 C 0.98314(13) 0.11560(9) 0.83318(11) 0.0407(4) Uani 1 1 d . . . C12 C 0.88772(14) 0.11347(10) 0.76588(12) 0.0418(4) Uani 1 1 d . . . C13 C 0.83309(14) 0.17680(9) 0.73503(12) 0.0438(4) Uani 1 1 d . . . C14 C 0.87922(17) 0.24103(11) 0.77281(14) 0.0560(5) Uani 1 1 d . . . C15 C 0.73090(14) 0.17728(9) 0.66529(12) 0.0435(4) Uani 1 1 d . . . C16 C 0.63933(15) 0.22125(10) 0.66091(12) 0.0482(5) Uani 1 1 d . . . C17 C 0.56460(15) 0.20318(10) 0.58452(12) 0.0471(4) Uani 1 1 d . . . C18 C 0.61083(14) 0.14902(10) 0.54353(12) 0.0443(4) Uani 1 1 d . . . C19 C 0.56531(15) 0.11684(10) 0.46445(12) 0.0458(4) Uani 1 1 d . . . C20 C 0.60885(14) 0.06437(10) 0.42320(12) 0.0447(4) Uani 1 1 d . . . C21 C 0.56536(14) 0.03403(9) 0.33971(12) 0.0454(4) Uani 1 1 d . . . C22 C 0.64052(14) -0.01217(9) 0.32519(12) 0.0442(4) Uani 1 1 d . . . C23 C 0.72950(14) -0.00951(9) 0.40122(11) 0.0422(4) Uani 1 1 d . . . C24 C 0.87398(16) -0.05404(11) 0.35288(13) 0.0498(5) Uani 1 1 d . . . C25 C 0.83102(14) -0.04584(9) 0.42012(11) 0.0408(4) Uani 1 1 d . . . C26 C 0.89009(14) -0.07145(9) 0.50229(12) 0.0418(4) Uani 1 1 d . . . C27 C 0.98714(14) -0.10441(9) 0.51393(11) 0.0419(4) Uani 1 1 d . . . C28 C 1.02175(16) -0.10831(11) 0.44125(13) 0.0510(5) Uani 1 1 d . . . C29 C 1.1472(2) -0.24472(13) 0.55292(16) 0.0638(6) Uani 1 1 d . . . C30 C 1.0540(3) -0.2934(2) 0.5124(3) 0.1054(12) Uani 1 1 d . . . C31 C 1.25684(18) -0.24434(12) 0.75870(16) 0.0590(5) Uani 1 1 d . . . C32 C 1.3634(2) -0.2090(2) 0.7793(3) 0.0873(9) Uani 1 1 d . . . C33 C 1.21681(17) -0.07869(13) 1.02615(14) 0.0571(5) Uani 1 1 d . . . C34 C 1.3326(2) -0.07090(19) 1.0360(2) 0.0782(8) Uani 1 1 d . . . C35 C 1.11715(17) 0.07671(13) 1.03499(13) 0.0534(5) Uani 1 1 d . . . C36 C 1.2231(2) 0.11539(16) 1.06762(19) 0.0705(7) Uani 1 1 d . . . C37 C 0.6270(2) 0.27225(13) 0.72955(15) 0.0640(6) Uani 1 1 d . . . C38 C 0.6197(4) 0.2355(2) 0.8094(2) 0.1011(11) Uani 1 1 d . . . C39 C 0.45381(16) 0.23053(12) 0.54862(16) 0.0568(5) Uani 1 1 d . . . C40 C 0.3733(3) 0.1803(2) 0.5627(3) 0.0951(10) Uani 1 1 d . . . C41 C 0.45654(16) 0.04802(12) 0.27913(15) 0.0566(5) Uani 1 1 d . . . C42 C 0.3739(3) 0.0025(3) 0.2985(3) 0.1064(12) Uani 1 1 d . . . C43 C 0.62503(18) -0.05796(11) 0.24555(13) 0.0529(5) Uani 1 1 d . . . C44 C 0.6350(3) -0.01750(18) 0.16642(16) 0.0746(7) Uani 1 1 d . . . H5 H 1.1963(15) -0.1516(10) 0.8696(12) 0.047(5) Uiso 1 1 d . . . H10 H 1.0914(16) 0.1873(10) 0.9106(13) 0.054(5) Uiso 1 1 d . . . H12 H 0.8606(13) 0.0690(10) 0.7408(11) 0.039(5) Uiso 1 1 d . . . H14 H 0.8442(17) 0.2877(13) 0.7514(14) 0.071(6) Uiso 1 1 d . . . H19 H 0.4950(15) 0.1331(10) 0.4307(12) 0.045(5) Uiso 1 1 d . . . H24 H 0.8345(15) -0.0332(10) 0.2939(13) 0.051(5) Uiso 1 1 d . . . H26 H 0.8623(14) -0.0678(9) 0.5523(12) 0.044(5) Uiso 1 1 d . . . H28 H 1.0928(17) -0.1300(11) 0.4475(13) 0.062(6) Uiso 1 1 d . . . H29A H 1.173(2) -0.2195(15) 0.5076(19) 0.098(9) Uiso 1 1 d . . . H30A H 0.986(3) -0.2648(19) 0.486(2) 0.133(12) Uiso 1 1 d . . . H31A H 1.2565(18) -0.2906(14) 0.7254(16) 0.084(7) Uiso 1 1 d . . . H32A H 1.369(2) -0.1950(17) 0.723(2) 0.107(11) Uiso 1 1 d . . . H33A H 1.1986(17) -0.1320(13) 1.0192(14) 0.071(7) Uiso 1 1 d . . . H34A H 1.347(2) -0.0927(18) 0.982(2) 0.121(11) Uiso 1 1 d . . . H35A H 1.1070(16) 0.0436(11) 1.0815(15) 0.063(6) Uiso 1 1 d . . . H36A H 1.281(2) 0.0788(16) 1.0861(18) 0.100(9) Uiso 1 1 d . . . H37A H 0.674(2) 0.3180(14) 0.7464(16) 0.080(7) Uiso 1 1 d . . . H38A H 0.692(3) 0.2042(19) 0.843(2) 0.134(12) Uiso 1 1 d . . . H39A H 0.4503(17) 0.2784(13) 0.5726(15) 0.074(7) Uiso 1 1 d . . . H40A H 0.393(3) 0.177(2) 0.626(3) 0.143(15) Uiso 1 1 d . . . H41A H 0.4360(18) 0.1019(14) 0.2805(15) 0.077(7) Uiso 1 1 d . . . H42A H 0.375(3) 0.019(2) 0.359(3) 0.134(14) Uiso 1 1 d . . . H43A H 0.5521(18) -0.0809(11) 0.2304(14) 0.066(6) Uiso 1 1 d . . . H44A H 0.580(3) 0.022(2) 0.146(2) 0.136(13) Uiso 1 1 d . . . H29B H 1.212(2) -0.2750(14) 0.5860(17) 0.090(8) Uiso 1 1 d . . . H30B H 1.045(4) -0.321(3) 0.571(3) 0.20(2) Uiso 1 1 d . . . H31B H 1.2477(17) -0.2565(12) 0.8149(16) 0.071(7) Uiso 1 1 d . . . H32B H 1.371(3) -0.1617(19) 0.820(2) 0.134(12) Uiso 1 1 d . . . H33B H 1.2050(18) -0.0641(12) 1.0795(16) 0.073(7) Uiso 1 1 d . . . H34B H 1.357(2) -0.0185(17) 1.0425(18) 0.098(9) Uiso 1 1 d . . . H35B H 1.0603(18) 0.1113(12) 1.0236(14) 0.067(6) Uiso 1 1 d . . . H36B H 1.235(3) 0.1454(18) 1.024(2) 0.119(12) Uiso 1 1 d . . . H37B H 0.563(2) 0.3036(14) 0.7034(17) 0.092(8) Uiso 1 1 d . . . H38B H 0.546(4) 0.205(3) 0.788(3) 0.19(2) Uiso 1 1 d . . . H39B H 0.4360(19) 0.2420(13) 0.4832(17) 0.083(7) Uiso 1 1 d . . . H40B H 0.378(3) 0.128(3) 0.532(3) 0.174(17) Uiso 1 1 d . . . H41B H 0.4553(18) 0.0400(12) 0.2184(17) 0.075(7) Uiso 1 1 d . . . H42B H 0.386(4) -0.053(3) 0.291(3) 0.20(2) Uiso 1 1 d . . . H43B H 0.6760(17) -0.0970(12) 0.2607(13) 0.058(6) Uiso 1 1 d . . . H44B H 0.706(3) 0.0055(16) 0.1815(19) 0.104(10) Uiso 1 1 d . . . H30C H 1.066(3) -0.3253(19) 0.474(2) 0.126(12) Uiso 1 1 d . . . H32C H 1.420(2) -0.2431(16) 0.8071(18) 0.105(9) Uiso 1 1 d . . . H34C H 1.376(2) -0.0976(16) 1.083(2) 0.107(9) Uiso 1 1 d . . . H36C H 1.231(2) 0.1389(18) 1.123(2) 0.123(11) Uiso 1 1 d . . . H38C H 0.608(3) 0.2738(19) 0.853(2) 0.132(11) Uiso 1 1 d . . . H40C H 0.300(3) 0.2031(17) 0.537(2) 0.119(10) Uiso 1 1 d . . . H42C H 0.302(3) 0.0155(17) 0.263(2) 0.126(11) Uiso 1 1 d . . . H44C H 0.628(2) -0.0461(15) 0.119(2) 0.099(9) Uiso 1 1 d . . . H2N H 1.0236(15) -0.0055(10) 0.7575(14) 0.052(6) Uiso 1 1 d . . . H5N H 0.7532(19) 0.0523(13) 0.5127(16) 0.080(7) Uiso 1 1 d . . . N1 N 1.04856(11) -0.10111(8) 0.67266(9) 0.0430(4) Uani 1 1 d . . . N2 N 1.04800(11) -0.00589(8) 0.81511(10) 0.0418(4) Uani 1 1 d . . . N3 N 0.97053(14) 0.24543(9) 0.83654(12) 0.0623(5) Uani 1 1 d . . . N4 N 0.71373(11) 0.13464(8) 0.59629(10) 0.0444(4) Uani 1 1 d . . . N5 N 0.70835(12) 0.03569(8) 0.45975(10) 0.0442(4) Uani 1 1 d . . . N6 N 0.96737(13) -0.08358(10) 0.36235(10) 0.0564(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0403(10) 0.0411(9) 0.0436(10) -0.0041(8) 0.0112(8) -0.0004(7) C2 0.0441(10) 0.0444(10) 0.0497(11) -0.0043(8) 0.0149(8) 0.0019(8) C3 0.0449(10) 0.0386(9) 0.0532(11) 0.0009(8) 0.0137(9) 0.0005(8) C4 0.0443(10) 0.0378(9) 0.0444(10) 0.0020(8) 0.0126(8) 0.0003(8) C5 0.0423(10) 0.0455(10) 0.0442(11) 0.0053(8) 0.0091(8) -0.0020(8) C6 0.0407(10) 0.0475(10) 0.0366(9) 0.0003(8) 0.0104(8) -0.0020(8) C7 0.0407(10) 0.0546(11) 0.0378(10) 0.0033(8) 0.0103(8) -0.0045(8) C8 0.0399(10) 0.0548(11) 0.0356(9) -0.0021(8) 0.0118(7) -0.0056(8) C9 0.0377(9) 0.0486(10) 0.0362(9) -0.0038(8) 0.0119(7) -0.0044(8) C10 0.0519(12) 0.0584(12) 0.0471(11) -0.0095(9) 0.0083(9) -0.0075(10) C11 0.0406(10) 0.0474(10) 0.0359(9) -0.0044(7) 0.0150(8) -0.0019(8) C12 0.0413(10) 0.0437(10) 0.0414(10) -0.0075(8) 0.0147(8) -0.0031(8) C13 0.0452(10) 0.0457(10) 0.0415(10) -0.0053(8) 0.0153(8) 0.0019(8) C14 0.0608(13) 0.0445(11) 0.0562(13) -0.0063(9) 0.0096(10) 0.0001(10) C15 0.0454(10) 0.0408(9) 0.0450(10) -0.0005(8) 0.0156(8) 0.0024(8) C16 0.0510(11) 0.0433(10) 0.0522(11) 0.0005(8) 0.0194(9) 0.0059(8) C17 0.0479(11) 0.0445(10) 0.0502(11) 0.0066(8) 0.0175(9) 0.0077(8) C18 0.0416(10) 0.0451(10) 0.0447(10) 0.0049(8) 0.0120(8) 0.0073(8) C19 0.0405(10) 0.0466(10) 0.0465(11) 0.0067(8) 0.0090(8) 0.0069(8) C20 0.0407(10) 0.0455(10) 0.0431(10) 0.0040(8) 0.0065(8) 0.0030(8) C21 0.0470(11) 0.0424(9) 0.0405(10) 0.0051(8) 0.0054(8) -0.0020(8) C22 0.0464(10) 0.0413(9) 0.0401(10) 0.0018(8) 0.0072(8) -0.0031(8) C23 0.0440(10) 0.0409(9) 0.0391(10) 0.0005(7) 0.0098(8) -0.0012(8) C24 0.0515(12) 0.0584(11) 0.0384(10) 0.0021(9) 0.0130(9) 0.0006(9) C25 0.0419(10) 0.0394(9) 0.0395(10) -0.0019(7) 0.0107(8) -0.0037(7) C26 0.0440(10) 0.0426(9) 0.0387(10) -0.0032(7) 0.0135(8) -0.0008(8) C27 0.0424(10) 0.0409(9) 0.0403(10) -0.0061(7) 0.0103(8) -0.0011(8) C28 0.0460(11) 0.0599(12) 0.0484(11) -0.0054(9) 0.0169(9) 0.0029(9) C29 0.0743(15) 0.0582(13) 0.0597(14) -0.0092(11) 0.0225(12) 0.0163(12) C30 0.096(2) 0.087(2) 0.113(3) -0.055(2) 0.005(2) 0.0052(18) C31 0.0646(14) 0.0512(12) 0.0593(14) 0.0085(11) 0.0174(11) 0.0142(10) C32 0.0523(15) 0.100(2) 0.097(2) 0.0120(19) 0.0068(15) 0.0171(15) C33 0.0623(13) 0.0646(14) 0.0391(11) 0.0079(10) 0.0087(9) 0.0005(11) C34 0.0603(15) 0.091(2) 0.0685(18) 0.0181(15) -0.0002(13) 0.0101(14) C35 0.0539(12) 0.0679(13) 0.0373(10) -0.0060(10) 0.0131(9) -0.0015(11) C36 0.0641(16) 0.0774(17) 0.0583(15) -0.0206(14) 0.0035(12) -0.0082(13) C37 0.0681(15) 0.0629(14) 0.0643(14) -0.0095(11) 0.0259(12) 0.0124(12) C38 0.141(3) 0.105(2) 0.075(2) 0.0044(18) 0.058(2) 0.027(2) C39 0.0507(12) 0.0564(13) 0.0660(14) 0.0088(11) 0.0224(10) 0.0134(10) C40 0.0630(18) 0.104(2) 0.129(3) 0.027(2) 0.0442(18) 0.0058(16) C41 0.0485(12) 0.0589(13) 0.0513(13) 0.0082(10) 0.0005(9) 0.0020(10) C42 0.0529(17) 0.141(3) 0.108(3) 0.032(3) 0.0020(17) -0.0226(18) C43 0.0585(13) 0.0488(11) 0.0452(11) -0.0064(9) 0.0082(9) -0.0062(10) C44 0.088(2) 0.0887(19) 0.0423(13) -0.0039(13) 0.0148(12) -0.0143(17) N1 0.0437(8) 0.0419(8) 0.0411(8) -0.0020(7) 0.0104(7) 0.0020(7) N2 0.0425(8) 0.0492(9) 0.0305(8) -0.0011(7) 0.0074(7) 0.0013(7) N3 0.0697(12) 0.0465(9) 0.0608(11) -0.0104(8) 0.0070(9) -0.0054(8) N4 0.0425(8) 0.0450(8) 0.0430(9) -0.0011(7) 0.0099(7) 0.0045(7) N5 0.0406(8) 0.0476(8) 0.0394(9) -0.0016(7) 0.0060(7) 0.0038(7) N6 0.0539(10) 0.0741(11) 0.0438(9) -0.0005(8) 0.0195(8) 0.0050(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 N1 1.322(2) . ? C1 C2 1.466(2) . ? C1 C27 1.474(2) . ? C2 C3 1.356(3) . ? C2 C29 1.507(3) . ? C3 C4 1.452(3) . ? C3 C31 1.501(3) . ? C4 C5 1.363(3) . ? C4 N1 1.399(2) . ? C5 C6 1.419(3) . ? C6 N2 1.369(2) . ? C6 C7 1.397(2) . ? C7 C8 1.408(3) . ? C7 C33 1.499(3) . ? C8 C9 1.400(2) . ? C8 C35 1.500(3) . ? C9 N2 1.362(2) . ? C9 C11 1.462(2) . ? C10 N3 1.333(3) . ? C10 C11 1.393(3) . ? C11 C12 1.389(2) . ? C12 C13 1.386(3) . ? C13 C14 1.387(3) . ? C13 C15 1.469(3) . ? C14 N3 1.326(3) . ? C15 N4 1.323(2) . ? C15 C16 1.457(3) . ? C16 C17 1.358(3) . ? C16 C37 1.504(3) . ? C17 C18 1.446(3) . ? C17 C39 1.501(3) . ? C18 C19 1.362(3) . ? C18 N4 1.396(2) . ? C19 C20 1.406(3) . ? C20 N5 1.382(2) . ? C20 C21 1.402(3) . ? C21 C22 1.399(3) . ? C21 C41 1.497(3) . ? C22 C23 1.412(2) . ? C22 C43 1.497(3) . ? C23 N5 1.358(2) . ? C23 C25 1.462(3) . ? C24 N6 1.331(2) . ? C24 C25 1.392(3) . ? C25 C26 1.391(2) . ? C26 C27 1.396(3) . ? C27 C28 1.396(3) . ? C28 N6 1.329(3) . ? C29 C30 1.509(4) . ? C31 C32 1.510(4) . ? C33 C34 1.519(4) . ? C35 C36 1.528(3) . ? C37 C38 1.489(4) . ? C39 C40 1.497(4) . ? C41 C42 1.505(4) . ? C43 C44 1.523(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 112.24(15) . . ? N1 C1 C27 120.32(15) . . ? C2 C1 C27 127.41(16) . . ? C3 C2 C1 105.84(15) . . ? C3 C2 C29 125.67(18) . . ? C1 C2 C29 128.29(18) . . ? C2 C3 C4 106.33(15) . . ? C2 C3 C31 128.22(18) . . ? C4 C3 C31 125.16(18) . . ? C5 C4 N1 123.46(16) . . ? C5 C4 C3 126.30(17) . . ? N1 C4 C3 110.17(15) . . ? C4 C5 C6 128.60(17) . . ? N2 C6 C7 107.80(16) . . ? N2 C6 C5 123.90(16) . . ? C7 C6 C5 127.86(17) . . ? C6 C7 C8 107.54(15) . . ? C6 C7 C33 125.58(18) . . ? C8 C7 C33 126.87(17) . . ? C9 C8 C7 106.68(15) . . ? C9 C8 C35 127.16(18) . . ? C7 C8 C35 126.13(17) . . ? N2 C9 C8 108.41(16) . . ? N2 C9 C11 121.17(15) . . ? C8 C9 C11 130.41(16) . . ? N3 C10 C11 124.12(18) . . ? C12 C11 C10 116.81(17) . . ? C12 C11 C9 122.53(16) . . ? C10 C11 C9 120.66(16) . . ? C13 C12 C11 120.39(17) . . ? C12 C13 C14 117.06(17) . . ? C12 C13 C15 122.46(16) . . ? C14 C13 C15 120.48(17) . . ? N3 C14 C13 124.39(19) . . ? N4 C15 C16 112.06(16) . . ? N4 C15 C13 120.57(16) . . ? C16 C15 C13 127.37(16) . . ? C17 C16 C15 105.85(16) . . ? C17 C16 C37 126.77(18) . . ? C15 C16 C37 127.25(18) . . ? C16 C17 C18 106.55(16) . . ? C16 C17 C39 128.30(18) . . ? C18 C17 C39 125.13(18) . . ? C19 C18 N4 123.13(16) . . ? C19 C18 C17 126.99(16) . . ? N4 C18 C17 109.85(16) . . ? C18 C19 C20 127.97(17) . . ? N5 C20 C21 107.69(16) . . ? N5 C20 C19 123.74(16) . . ? C21 C20 C19 128.52(17) . . ? C22 C21 C20 107.77(15) . . ? C22 C21 C41 127.02(18) . . ? C20 C21 C41 125.19(19) . . ? C21 C22 C23 106.75(15) . . ? C21 C22 C43 125.51(17) . . ? C23 C22 C43 127.67(18) . . ? N5 C23 C22 108.54(16) . . ? N5 C23 C25 121.83(15) . . ? C22 C23 C25 129.62(16) . . ? N6 C24 C25 124.54(18) . . ? C26 C25 C24 116.99(17) . . ? C26 C25 C23 124.27(17) . . ? C24 C25 C23 118.71(16) . . ? C25 C26 C27 119.90(17) . . ? C28 C27 C26 117.29(17) . . ? C28 C27 C1 121.14(17) . . ? C26 C27 C1 121.55(16) . . ? N6 C28 C27 123.96(19) . . ? C2 C29 C30 111.8(2) . . ? C3 C31 C32 112.5(2) . . ? C7 C33 C34 113.53(19) . . ? C8 C35 C36 113.38(19) . . ? C38 C37 C16 113.9(2) . . ? C40 C39 C17 114.0(2) . . ? C21 C41 C42 113.5(2) . . ? C22 C43 C44 114.66(19) . . ? C1 N1 C4 105.41(14) . . ? C9 N2 C6 109.52(15) . . ? C14 N3 C10 117.21(17) . . ? C15 N4 C18 105.70(15) . . ? C23 N5 C20 109.23(15) . . ? C28 N6 C24 117.29(17) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.29 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.217 _refine_diff_density_min -0.199 _refine_diff_density_rms 0.033 #===END data_6a _database_code_depnum_ccdc_archive 'CCDC 865641' #TrackingRef '- setsune.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 8,9,13,14,22,23,27,28-octaethyl-11-methoxy-29,30,31,32,33,34- hexaaza-heptacyclo(24,2,1,12,6,17,10,112,15,116,20,121,24) tetratriaconta-1(28),2(34),3,5,7,9,12,14,16(31),17,19,21(30), 22,24,26-pentadecaene ; _chemical_name_common ; 8,9,13,14,22,23,27,28-octaethyl-11-methoxy-29,30,31,32,33,34- hexaaza-heptacyclo(24,2,1,12,6,17,10,112,15,116,20,121,24) tetratriaconta-1(28),2(34),3,5,7,9,12,14,16(31),17,19,21(30), 22,24,26- pentadecaene ; _chemical_melting_point ? _chemical_formula_moiety 'C45 H54 N6 O' _chemical_formula_sum 'C46 H58 N6 O2' _chemical_formula_weight 694.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.338(2) _cell_length_b 16.272(3) _cell_length_c 24.880(5) _cell_angle_alpha 90.00 _cell_angle_beta 97.340(3) _cell_angle_gamma 90.00 _cell_volume 4151.1(14) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4375 _cell_measurement_theta_min 2.348 _cell_measurement_theta_max 22.3365 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.112 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1496 _exptl_absorpt_coefficient_mu 0.068 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.980 _exptl_absorpt_correction_T_max 0.986 _exptl_absorpt_process_details 'program SADABS ver. 2.03(Sheldrick)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker TXS fine-focus rotating anode' _diffrn_radiation_monochromator 'Bruker Helios multilayer confocal mirror' _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_reflns_number 20492 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0363 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.67 _reflns_number_total 7799 _reflns_number_gt 5067 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker AXS, 2006)' _computing_cell_refinement 'APEXII (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker XSHELL ver. 6.3.1' _computing_publication_material 'Bruker XSHELL ver. 6.3.1' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7799 _refine_ls_number_parameters 545 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0856 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.1756 _refine_ls_wR_factor_gt 0.1532 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 C14 C 0.12756(18) 0.57604(12) -0.00865(7) 0.0407(5) Uani 1 1 d . . . C22 C 0.2269(2) 0.19735(13) 0.14940(8) 0.0506(5) Uani 1 1 d . . . C20 C 0.3064(2) 0.28379(12) 0.09113(8) 0.0439(5) Uani 1 1 d . . . C15 C 0.16646(18) 0.49148(12) -0.01696(7) 0.0411(5) Uani 1 1 d . . . C23 C 0.2058(2) 0.27715(13) 0.16566(8) 0.0465(5) Uani 1 1 d . . . C16 C 0.1461(2) 0.43623(13) -0.06008(8) 0.0478(5) Uani 1 1 d . . . C18 C 0.2783(2) 0.37673(12) 0.00846(8) 0.0448(5) Uani 1 1 d . . . C13 C 0.0429(2) 0.62073(15) -0.04607(9) 0.0498(5) Uani 1 1 d . . . C28 C 0.1432(2) 0.42460(15) 0.26850(8) 0.0558(6) Uani 1 1 d . . . C10 C 0.1553(2) 0.68972(12) 0.04768(8) 0.0459(5) Uani 1 1 d . . . C11 C 0.0727(2) 0.73655(15) 0.01187(9) 0.0556(6) Uani 1 1 d . . . C9 C 0.2171(2) 0.72316(13) 0.09964(8) 0.0496(5) Uani 1 1 d . . . C21 C 0.2912(2) 0.20229(12) 0.10240(8) 0.0502(5) Uani 1 1 d . . . C24 C 0.1516(2) 0.31194(14) 0.21208(8) 0.0498(5) Uani 1 1 d . . . C17 C 0.2172(2) 0.36416(13) -0.04402(8) 0.0507(5) Uani 1 1 d . . . C19 C 0.3670(2) 0.32315(14) 0.04580(9) 0.0489(5) Uani 1 1 d . . . C3 C 0.2794(2) 0.62168(16) 0.32284(9) 0.0624(7) Uani 1 1 d . . . C12 C 0.0151(2) 0.70089(15) -0.03528(9) 0.0565(6) Uani 1 1 d . . . C1 C 0.1929(2) 0.50773(15) 0.28208(8) 0.0564(6) Uani 1 1 d . . . C2 C 0.2270(2) 0.54552(16) 0.33292(8) 0.0615(6) Uani 1 1 d . . . C4 C 0.2749(2) 0.63071(15) 0.26614(9) 0.0577(6) Uani 1 1 d . . . C8 C 0.2643(2) 0.80567(13) 0.11134(9) 0.0573(6) Uani 1 1 d . . . C6 C 0.2888(2) 0.72485(14) 0.18601(9) 0.0543(6) Uani 1 1 d . . . C7 C 0.3100(2) 0.80670(14) 0.16558(10) 0.0611(6) Uani 1 1 d . . . C5 C 0.3078(2) 0.70224(15) 0.23941(10) 0.0612(6) Uani 1 1 d . . . C25 C 0.0691(2) 0.26761(18) 0.24201(10) 0.0647(7) Uani 1 1 d . . . C27 C 0.0620(3) 0.38324(19) 0.29978(10) 0.0704(7) Uani 1 1 d . . . C26 C 0.0256(3) 0.3049(2) 0.28568(11) 0.0745(8) Uani 1 1 d . . . C43 C 0.2081(3) 0.11857(14) 0.17925(10) 0.0717(7) Uani 1 1 d . . . H43A H 0.1222 0.1188 0.1910 0.086 Uiso 1 1 calc R . . H43B H 0.2118 0.0727 0.1546 0.086 Uiso 1 1 calc R . . C37 C 0.0663(2) 0.44833(15) -0.11418(8) 0.0615(6) Uani 1 1 d . . . H37A H -0.0153 0.4746 -0.1087 0.074 Uiso 1 1 calc R . . H37B H 0.0456 0.3949 -0.1303 0.074 Uiso 1 1 calc R . . C39 C 0.2257(3) 0.28774(15) -0.07708(9) 0.0716(7) Uani 1 1 d . . . H39A H 0.2477 0.2419 -0.0527 0.086 Uiso 1 1 calc R . . H39B H 0.1405 0.2767 -0.0970 0.086 Uiso 1 1 calc R . . C41 C 0.3338(3) 0.13082(14) 0.07042(10) 0.0684(7) Uani 1 1 d . . . H41A H 0.4041 0.1487 0.0508 0.082 Uiso 1 1 calc R . . H41B H 0.3678 0.0880 0.0954 0.082 Uiso 1 1 calc R . . C38 C 0.1332(3) 0.50004(17) -0.15373(9) 0.0811(8) Uani 1 1 d . . . H38A H 0.1513 0.5538 -0.1387 0.122 Uiso 1 1 calc R . . H38B H 0.0771 0.5047 -0.1874 0.122 Uiso 1 1 calc R . . H38C H 0.2135 0.4741 -0.1599 0.122 Uiso 1 1 calc R . . C31 C 0.3272(3) 0.68736(18) 0.36369(10) 0.0798(8) Uani 1 1 d . . . H31A H 0.3476 0.6622 0.3991 0.096 Uiso 1 1 calc R . . H31B H 0.4069 0.7111 0.3538 0.096 Uiso 1 1 calc R . . C35 C 0.2750(3) 0.87465(15) 0.07244(11) 0.0749(8) Uani 1 1 d . . . H35A H 0.1916 0.8816 0.0502 0.090 Uiso 1 1 calc R . . H35B H 0.2939 0.9250 0.0928 0.090 Uiso 1 1 calc R . . C33 C 0.3674(3) 0.87789(16) 0.19953(12) 0.0818(8) Uani 1 1 d . . . H33A H 0.3349 0.9289 0.1827 0.098 Uiso 1 1 calc R . . H33B H 0.3383 0.8749 0.2350 0.098 Uiso 1 1 calc R . . C29 C 0.2172(3) 0.50861(18) 0.38783(9) 0.0766(8) Uani 1 1 d . . . H29A H 0.2941 0.5238 0.4123 0.092 Uiso 1 1 calc R . . H29B H 0.2162 0.4492 0.3846 0.092 Uiso 1 1 calc R . . C32 C 0.2284(4) 0.7548(2) 0.36700(14) 0.1203(13) Uani 1 1 d . . . H32A H 0.2131 0.7829 0.3328 0.180 Uiso 1 1 calc R . . H32B H 0.2610 0.7931 0.3948 0.180 Uiso 1 1 calc R . . H32C H 0.1481 0.7314 0.3754 0.180 Uiso 1 1 calc R . . C42 C 0.2277(3) 0.09594(18) 0.03126(12) 0.0937(10) Uani 1 1 d . . . H42A H 0.1586 0.0768 0.0504 0.141 Uiso 1 1 calc R . . H42B H 0.2611 0.0509 0.0123 0.141 Uiso 1 1 calc R . . H42C H 0.1948 0.1376 0.0058 0.141 Uiso 1 1 calc R . . C30 C 0.0970(4) 0.5358(3) 0.41214(13) 0.1275(14) Uani 1 1 d . . . H30A H 0.1002 0.5941 0.4179 0.191 Uiso 1 1 calc R . . H30B H 0.0942 0.5083 0.4461 0.191 Uiso 1 1 calc R . . H30C H 0.0203 0.5222 0.3878 0.191 Uiso 1 1 calc R . . C44 C 0.3088(4) 0.10626(19) 0.22777(11) 0.1042(11) Uani 1 1 d . . . H44A H 0.3937 0.1023 0.2162 0.156 Uiso 1 1 calc R . . H44B H 0.2902 0.0566 0.2461 0.156 Uiso 1 1 calc R . . H44C H 0.3069 0.1520 0.2520 0.156 Uiso 1 1 calc R . . C40 C 0.3233(4) 0.2918(2) -0.11638(12) 0.1036(11) Uani 1 1 d . . . H40A H 0.3035 0.3376 -0.1404 0.155 Uiso 1 1 calc R . . H40B H 0.3202 0.2419 -0.1370 0.155 Uiso 1 1 calc R . . H40C H 0.4090 0.2987 -0.0970 0.155 Uiso 1 1 calc R . . C34 C 0.5104(4) 0.8790(3) 0.2060(2) 0.158(2) Uani 1 1 d . . . H34A H 0.5434 0.8311 0.2257 0.237 Uiso 1 1 calc R . . H34B H 0.5415 0.9274 0.2256 0.237 Uiso 1 1 calc R . . H34C H 0.5399 0.8792 0.1709 0.237 Uiso 1 1 calc R . . C36 C 0.3778(4) 0.8615(2) 0.03637(15) 0.1239(14) Uani 1 1 d . . . H36A H 0.4611 0.8557 0.0580 0.186 Uiso 1 1 calc R . . H36B H 0.3799 0.9077 0.0126 0.186 Uiso 1 1 calc R . . H36C H 0.3585 0.8125 0.0153 0.186 Uiso 1 1 calc R . . C45 C 0.5613(3) 0.39212(19) 0.03177(12) 0.0847(9) Uani 1 1 d . . . H45A H 0.5896 0.3446 0.0136 0.127 Uiso 1 1 calc R . . H45B H 0.6358 0.4203 0.0500 0.127 Uiso 1 1 calc R . . H45C H 0.5143 0.4283 0.0057 0.127 Uiso 1 1 calc R . . C46 C 0.4477(3) 0.52076(19) 0.15366(13) 0.0914(9) Uani 1 1 d . . . H46A H 0.4585 0.5593 0.1831 0.137 Uiso 1 1 calc R . . H46B H 0.4893 0.5417 0.1241 0.137 Uiso 1 1 calc R . . H46C H 0.4867 0.4692 0.1655 0.137 Uiso 1 1 calc R . . N4 N 0.24657(16) 0.45338(10) 0.02398(7) 0.0414(4) Uani 1 1 d . . . N3 N 0.18195(15) 0.61087(10) 0.03821(6) 0.0417(4) Uani 1 1 d . . . N1 N 0.22203(19) 0.55924(12) 0.24277(8) 0.0568(5) Uani 1 1 d . . . N2 N 0.23232(17) 0.67528(11) 0.14351(7) 0.0509(5) Uani 1 1 d . . . N6 N 0.18553(17) 0.39020(11) 0.22463(7) 0.0496(4) Uani 1 1 d . . . O2 O 0.31458(16) 0.50922(10) 0.13653(6) 0.0598(4) Uani 1 1 d . . . O1 O 0.47901(14) 0.36731(10) 0.07002(6) 0.0602(4) Uani 1 1 d . . . N5 N 0.25595(16) 0.32926(11) 0.12984(6) 0.0447(4) Uani 1 1 d . . . H4N H 0.276(2) 0.4800(13) 0.0561(9) 0.056(6) Uiso 1 1 d . . . H12 H -0.041(2) 0.7337(13) -0.0615(9) 0.061(6) Uiso 1 1 d . . . H11 H 0.059(2) 0.7943(16) 0.0226(9) 0.075(8) Uiso 1 1 d . . . H5 H 0.346(2) 0.7475(15) 0.2654(9) 0.072(7) Uiso 1 1 d . . . H19 H 0.396(2) 0.2774(13) 0.0253(8) 0.051(6) Uiso 1 1 d . . . H26 H -0.032(3) 0.2787(16) 0.3031(10) 0.082(8) Uiso 1 1 d . . . H27 H 0.032(3) 0.4118(17) 0.3317(12) 0.100(9) Uiso 1 1 d . . . H13 H 0.009(2) 0.5945(14) -0.0787(10) 0.064(7) Uiso 1 1 d . . . H25 H 0.050(2) 0.2098(16) 0.2313(9) 0.072(8) Uiso 1 1 d . . . H5N H 0.269(2) 0.3893(16) 0.1342(9) 0.076(8) Uiso 1 1 d . . . H1N H 0.222(3) 0.5449(18) 0.2066(12) 0.104(10) Uiso 1 1 d . . . H2O H 0.266(3) 0.567(2) 0.1313(12) 0.128(12) 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 C14 0.0380(10) 0.0481(12) 0.0368(10) 0.0044(9) 0.0080(8) -0.0064(9) C22 0.0602(13) 0.0454(13) 0.0448(12) 0.0054(9) 0.0008(10) -0.0072(10) C20 0.0476(11) 0.0438(12) 0.0403(11) 0.0007(9) 0.0059(9) 0.0003(9) C15 0.0406(10) 0.0479(12) 0.0349(10) 0.0030(9) 0.0057(8) -0.0076(9) C23 0.0526(12) 0.0473(13) 0.0389(11) 0.0049(9) 0.0031(9) -0.0068(10) C16 0.0541(12) 0.0526(13) 0.0370(11) -0.0017(9) 0.0076(9) -0.0133(10) C18 0.0546(12) 0.0412(12) 0.0406(11) -0.0019(9) 0.0135(9) -0.0028(9) C13 0.0459(12) 0.0616(15) 0.0408(12) 0.0040(10) 0.0017(10) -0.0049(11) C28 0.0585(14) 0.0691(16) 0.0402(12) 0.0007(10) 0.0081(10) 0.0041(11) C10 0.0464(11) 0.0440(12) 0.0479(12) 0.0006(9) 0.0078(9) -0.0009(9) C11 0.0585(14) 0.0489(14) 0.0583(14) 0.0071(11) 0.0035(11) 0.0049(11) C9 0.0522(12) 0.0450(12) 0.0512(13) -0.0015(10) 0.0045(10) 0.0022(10) C21 0.0591(13) 0.0418(12) 0.0490(12) 0.0023(9) 0.0044(10) -0.0012(10) C24 0.0502(12) 0.0589(14) 0.0394(11) 0.0070(10) 0.0026(9) -0.0056(10) C17 0.0642(14) 0.0495(13) 0.0405(11) -0.0039(9) 0.0146(10) -0.0089(11) C19 0.0572(14) 0.0434(12) 0.0485(12) -0.0017(10) 0.0164(10) 0.0017(10) C3 0.0685(16) 0.0766(18) 0.0399(12) -0.0113(11) -0.0021(11) 0.0123(13) C12 0.0517(13) 0.0619(15) 0.0545(14) 0.0120(12) 0.0012(11) 0.0075(11) C1 0.0634(14) 0.0671(15) 0.0394(12) -0.0045(11) 0.0090(10) 0.0069(12) C2 0.0716(16) 0.0759(17) 0.0365(12) -0.0050(11) 0.0051(11) 0.0138(13) C4 0.0650(15) 0.0623(15) 0.0442(12) -0.0129(11) 0.0008(11) 0.0035(12) C8 0.0661(15) 0.0416(13) 0.0642(15) -0.0033(10) 0.0082(12) -0.0031(11) C6 0.0610(14) 0.0506(13) 0.0500(13) -0.0111(10) 0.0023(11) -0.0024(11) C7 0.0659(15) 0.0506(14) 0.0664(16) -0.0133(11) 0.0065(12) -0.0055(11) C5 0.0690(16) 0.0615(16) 0.0508(14) -0.0145(12) -0.0018(12) -0.0021(12) C25 0.0670(16) 0.0721(18) 0.0570(15) 0.0069(13) 0.0146(12) -0.0158(13) C27 0.0725(17) 0.091(2) 0.0524(15) -0.0020(14) 0.0243(13) -0.0033(15) C26 0.0713(17) 0.099(2) 0.0579(16) 0.0102(15) 0.0258(14) -0.0176(16) C43 0.106(2) 0.0494(14) 0.0622(15) 0.0073(11) 0.0193(15) -0.0095(14) C37 0.0726(16) 0.0682(16) 0.0418(12) -0.0043(11) -0.0004(11) -0.0127(12) C39 0.112(2) 0.0550(15) 0.0492(13) -0.0131(11) 0.0173(14) -0.0085(14) C41 0.099(2) 0.0463(14) 0.0621(15) -0.0007(11) 0.0168(14) 0.0013(13) C38 0.093(2) 0.105(2) 0.0452(14) 0.0155(14) 0.0103(13) 0.0089(17) C31 0.095(2) 0.092(2) 0.0478(14) -0.0239(13) -0.0068(13) 0.0065(16) C35 0.097(2) 0.0503(15) 0.0755(17) 0.0028(12) 0.0035(16) -0.0115(14) C33 0.091(2) 0.0608(17) 0.092(2) -0.0184(14) 0.0053(16) -0.0129(15) C29 0.0887(19) 0.102(2) 0.0390(13) 0.0017(13) 0.0063(13) 0.0176(16) C32 0.130(3) 0.119(3) 0.110(3) -0.068(2) 0.007(2) 0.018(2) C42 0.134(3) 0.0681(19) 0.0774(19) -0.0131(15) 0.0074(19) -0.0075(18) C30 0.135(3) 0.190(4) 0.0634(19) 0.014(2) 0.033(2) 0.047(3) C44 0.167(3) 0.076(2) 0.0630(18) 0.0226(15) -0.010(2) 0.008(2) C40 0.146(3) 0.094(2) 0.080(2) -0.0142(17) 0.049(2) 0.018(2) C34 0.091(3) 0.163(4) 0.216(5) -0.105(4) 0.006(3) -0.038(3) C36 0.170(4) 0.103(3) 0.110(3) 0.033(2) 0.060(3) 0.001(3) C45 0.0607(16) 0.098(2) 0.101(2) 0.0295(17) 0.0310(15) -0.0024(15) C46 0.0699(18) 0.100(2) 0.100(2) -0.0205(17) -0.0062(16) -0.0029(16) N4 0.0464(10) 0.0449(10) 0.0331(9) -0.0010(8) 0.0057(7) -0.0035(8) N3 0.0410(9) 0.0447(10) 0.0390(9) 0.0011(7) 0.0038(7) -0.0038(7) N1 0.0724(13) 0.0604(12) 0.0374(10) -0.0101(9) 0.0064(9) -0.0040(10) N2 0.0563(11) 0.0474(10) 0.0473(10) -0.0063(8) 0.0005(8) -0.0027(8) N6 0.0536(10) 0.0562(11) 0.0393(9) -0.0011(8) 0.0072(8) -0.0028(9) O2 0.0690(11) 0.0513(10) 0.0563(9) -0.0056(7) -0.0029(8) -0.0011(8) O1 0.0478(9) 0.0656(10) 0.0685(10) 0.0109(8) 0.0128(8) -0.0039(7) N5 0.0518(10) 0.0416(10) 0.0411(9) 0.0018(8) 0.0072(8) -0.0034(8) _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 C14 N3 1.353(2) . ? C14 C13 1.398(3) . ? C14 C15 1.456(3) . ? C22 C23 1.386(3) . ? C22 C21 1.419(3) . ? C22 C43 1.507(3) . ? C20 C21 1.369(3) . ? C20 N5 1.369(3) . ? C20 C19 1.502(3) . ? C15 N4 1.376(2) . ? C15 C16 1.395(3) . ? C23 N5 1.378(3) . ? C23 C24 1.461(3) . ? C16 C17 1.414(3) . ? C16 C37 1.499(3) . ? C18 N4 1.358(3) . ? C18 C17 1.391(3) . ? C18 C19 1.498(3) . ? C13 C12 1.369(3) . ? C28 N6 1.348(3) . ? C28 C27 1.390(3) . ? C28 C1 1.471(3) . ? C10 N3 1.339(3) . ? C10 C11 1.382(3) . ? C10 C9 1.471(3) . ? C11 C12 1.375(3) . ? C9 N2 1.334(3) . ? C9 C8 1.445(3) . ? C21 C41 1.506(3) . ? C24 N6 1.347(3) . ? C24 C25 1.402(3) . ? C17 C39 1.500(3) . ? C19 O1 1.429(3) . ? C3 C2 1.388(4) . ? C3 C4 1.413(3) . ? C3 C31 1.514(3) . ? C1 N1 1.351(3) . ? C1 C2 1.410(3) . ? C2 C29 1.508(3) . ? C4 N1 1.381(3) . ? C4 C5 1.404(3) . ? C8 C7 1.372(3) . ? C8 C35 1.495(3) . ? C6 C5 1.368(3) . ? C6 N2 1.397(3) . ? C6 C7 1.452(3) . ? C7 C33 1.510(3) . ? C25 C26 1.369(4) . ? C27 C26 1.362(4) . ? C43 C44 1.503(4) . ? C37 C38 1.526(3) . ? C39 C40 1.494(4) . ? C41 C42 1.484(4) . ? C31 C32 1.510(4) . ? C35 C36 1.491(4) . ? C33 C34 1.467(5) . ? C29 C30 1.516(4) . ? C45 O1 1.414(3) . ? C46 O2 1.401(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 C14 C13 120.81(19) . . ? N3 C14 C15 115.25(17) . . ? C13 C14 C15 123.92(18) . . ? C23 C22 C21 107.17(17) . . ? C23 C22 C43 128.2(2) . . ? C21 C22 C43 123.9(2) . . ? C21 C20 N5 108.38(18) . . ? C21 C20 C19 129.56(19) . . ? N5 C20 C19 122.06(18) . . ? N4 C15 C16 107.24(18) . . ? N4 C15 C14 118.16(17) . . ? C16 C15 C14 134.52(18) . . ? N5 C23 C22 107.54(18) . . ? N5 C23 C24 119.13(19) . . ? C22 C23 C24 133.21(19) . . ? C15 C16 C17 107.17(18) . . ? C15 C16 C37 128.1(2) . . ? C17 C16 C37 124.69(19) . . ? N4 C18 C17 107.72(18) . . ? N4 C18 C19 120.60(18) . . ? C17 C18 C19 131.67(19) . . ? C12 C13 C14 119.6(2) . . ? N6 C28 C27 122.3(2) . . ? N6 C28 C1 115.3(2) . . ? C27 C28 C1 122.4(2) . . ? N3 C10 C11 122.6(2) . . ? N3 C10 C9 115.65(18) . . ? C11 C10 C9 121.7(2) . . ? C12 C11 C10 118.8(2) . . ? N2 C9 C8 112.11(18) . . ? N2 C9 C10 119.70(19) . . ? C8 C9 C10 128.17(19) . . ? C20 C21 C22 107.56(18) . . ? C20 C21 C41 126.2(2) . . ? C22 C21 C41 126.20(19) . . ? N6 C24 C25 121.4(2) . . ? N6 C24 C23 115.79(18) . . ? C25 C24 C23 122.8(2) . . ? C18 C17 C16 107.50(18) . . ? C18 C17 C39 125.8(2) . . ? C16 C17 C39 126.7(2) . . ? O1 C19 C18 111.55(17) . . ? O1 C19 C20 106.92(16) . . ? C18 C19 C20 115.64(18) . . ? C2 C3 C4 108.0(2) . . ? C2 C3 C31 127.6(2) . . ? C4 C3 C31 124.3(2) . . ? C13 C12 C11 119.4(2) . . ? N1 C1 C2 109.0(2) . . ? N1 C1 C28 120.53(19) . . ? C2 C1 C28 130.3(2) . . ? C3 C2 C1 106.6(2) . . ? C3 C2 C29 126.3(2) . . ? C1 C2 C29 127.0(2) . . ? N1 C4 C5 127.3(2) . . ? N1 C4 C3 107.1(2) . . ? C5 C4 C3 125.5(2) . . ? C7 C8 C9 105.93(19) . . ? C7 C8 C35 125.7(2) . . ? C9 C8 C35 128.2(2) . . ? C5 C6 N2 125.0(2) . . ? C5 C6 C7 125.3(2) . . ? N2 C6 C7 109.37(19) . . ? C8 C7 C6 106.55(18) . . ? C8 C7 C33 128.4(2) . . ? C6 C7 C33 125.0(2) . . ? C6 C5 C4 132.0(2) . . ? C26 C25 C24 118.5(3) . . ? C26 C27 C28 118.4(3) . . ? C27 C26 C25 120.7(3) . . ? C44 C43 C22 112.9(2) . . ? C16 C37 C38 114.1(2) . . ? C40 C39 C17 114.4(2) . . ? C42 C41 C21 113.6(2) . . ? C32 C31 C3 112.6(2) . . ? C36 C35 C8 113.5(2) . . ? C34 C33 C7 112.9(3) . . ? C2 C29 C30 113.5(2) . . ? C18 N4 C15 110.37(17) . . ? C10 N3 C14 118.74(17) . . ? C1 N1 C4 109.30(19) . . ? C9 N2 C6 106.03(18) . . ? C24 N6 C28 118.59(18) . . ? C45 O1 C19 112.61(19) . . ? C20 N5 C23 109.33(18) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.67 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.341 _refine_diff_density_min -0.201 _refine_diff_density_rms 0.042 #===END data_7a _database_code_depnum_ccdc_archive 'CCDC 865642' #TrackingRef '- setsune.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 8,9,13,14,22,23,27,28-octaethyl-11-cyano-29,30,31,32,33, 34-hexaaza-heptacyclo(24,2,1,12,6,17,10,112,15,116,20,121,24) tetratriaconta-1(28),2(34),3,5,7,9,12,14,16(31),17,19,21(30), 22,24,26-pentadecaene ; _chemical_name_common ; 8,9,13,14,22,23,27,28-octaethyl-11-cyano-29,30,31,32,33, 34- hexaaza-heptacyclo(24,2,1,12,6,17,10,112,15,116,20,121,24) tetratriaconta-1(28),2(34),3,5,7,9,12,14,16(31),17,19,21(30), 22,24,26- pentadecaene ; _chemical_melting_point ? _chemical_formula_moiety 'C45 H51 N7' _chemical_formula_sum 'C47 H57 Cl2 N7 O' _chemical_formula_weight 806.90 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 11.025(3) _cell_length_b 14.059(4) _cell_length_c 15.430(4) _cell_angle_alpha 71.589(4) _cell_angle_beta 86.948(4) _cell_angle_gamma 77.737(4) _cell_volume 2217.3(11) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 1874 _cell_measurement_theta_min 21.3805 _cell_measurement_theta_max 2.189 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.209 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 860 _exptl_absorpt_coefficient_mu 0.190 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.955 _exptl_absorpt_correction_T_max 0.981 _exptl_absorpt_process_details 'program SADABS ver. 2.03(Sheldrick)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker TXS fine-focus rotating anode' _diffrn_radiation_monochromator 'Bruker Helios multilayer confocal mirror' _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_reflns_number 11027 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0909 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 25.45 _reflns_number_total 7995 _reflns_number_gt 4080 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker AXS, 2006)' _computing_cell_refinement 'APEXII (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker XSHELL ver. 6.3.1' _computing_publication_material 'Bruker XSHELL ver. 6.3.1' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.5000P] 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 7995 _refine_ls_number_parameters 599 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1280 _refine_ls_R_factor_gt 0.0604 _refine_ls_wR_factor_ref 0.1950 _refine_ls_wR_factor_gt 0.1524 _refine_ls_goodness_of_fit_ref 0.856 _refine_ls_restrained_S_all 0.856 _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 0.3924(3) 0.6903(2) 0.00715(18) 0.0400(7) Uani 1 1 d . . . C2 C 0.4000(3) 0.6771(2) -0.07870(18) 0.0444(7) Uani 1 1 d . . . C3 C 0.2827(3) 0.6616(2) -0.09803(19) 0.0441(7) Uani 1 1 d . . . C4 C 0.2077(3) 0.6662(2) -0.02453(19) 0.0434(7) Uani 1 1 d . . . C5 C 0.0715(3) 0.6654(2) -0.0146(2) 0.0480(8) Uani 1 1 d . . . C6 C -0.0081(3) 0.7658(2) -0.0131(2) 0.0465(7) Uani 1 1 d . . . C7 C -0.0763(3) 0.8426(2) -0.0830(2) 0.0512(8) Uani 1 1 d . . . C8 C -0.1282(3) 0.9239(2) -0.0475(2) 0.0515(8) Uani 1 1 d . . . C9 C -0.0895(3) 0.8940(2) 0.0428(2) 0.0468(7) Uani 1 1 d . . . C10 C -0.1124(3) 0.9406(2) 0.1158(2) 0.0498(8) Uani 1 1 d . . . C11 C -0.1902(4) 1.0353(3) 0.1054(3) 0.0685(10) Uani 1 1 d . . . C12 C -0.2077(4) 1.0722(3) 0.1786(3) 0.0807(13) Uani 1 1 d . . . C13 C -0.1496(4) 1.0162(3) 0.2603(3) 0.0718(11) Uani 1 1 d . . . C14 C -0.0720(3) 0.9224(2) 0.2668(2) 0.0529(8) Uani 1 1 d . . . C15 C -0.0047(3) 0.8601(2) 0.3523(2) 0.0523(8) Uani 1 1 d . . . C16 C -0.0476(3) 0.8486(2) 0.4448(2) 0.0550(8) Uani 1 1 d . . . C17 C 0.0464(3) 0.7825(2) 0.5008(2) 0.0553(8) Uani 1 1 d . . . C18 C 0.1461(3) 0.7575(2) 0.4429(2) 0.0548(8) Uani 1 1 d . . . C19 C 0.2641(3) 0.7038(3) 0.4716(2) 0.0583(9) Uani 1 1 d . . . C20 C 0.3726(3) 0.6841(2) 0.4223(2) 0.0540(8) Uani 1 1 d . . . C21 C 0.4943(3) 0.6405(2) 0.4585(2) 0.0570(9) Uani 1 1 d . . . C22 C 0.5740(3) 0.6422(2) 0.3850(2) 0.0522(8) Uani 1 1 d . . . C23 C 0.4985(3) 0.6851(2) 0.3049(2) 0.0474(8) Uani 1 1 d . . . C24 C 0.5336(3) 0.7035(2) 0.2087(2) 0.0459(7) Uani 1 1 d . . . C25 C 0.6451(3) 0.7319(3) 0.1781(2) 0.0569(9) Uani 1 1 d . . . C26 C 0.6738(4) 0.7480(3) 0.0881(3) 0.0629(10) Uani 1 1 d . . . C27 C 0.5934(3) 0.7351(3) 0.0308(2) 0.0575(9) Uani 1 1 d . . . C28 C 0.4821(3) 0.7067(2) 0.06468(19) 0.0419(7) Uani 1 1 d . . . C29 C 0.5091(3) 0.6774(2) -0.1422(2) 0.0533(8) Uani 1 1 d . . . H29A H 0.5446 0.7362 -0.1465 0.064 Uiso 1 1 calc R . . H29B H 0.4793 0.6855 -0.2027 0.064 Uiso 1 1 calc R . . C30 C 0.6107(4) 0.5811(3) -0.1127(3) 0.0797(11) Uani 1 1 d . . . H30A H 0.6458 0.5754 -0.0552 0.120 Uiso 1 1 calc R . . H30B H 0.6743 0.5849 -0.1579 0.120 Uiso 1 1 calc R . . H30C H 0.5760 0.5221 -0.1063 0.120 Uiso 1 1 calc R . . C31 C 0.2467(3) 0.6456(2) -0.1841(2) 0.0581(9) Uani 1 1 d . . . H31A H 0.1568 0.6601 -0.1889 0.070 Uiso 1 1 calc R . . H31B H 0.2765 0.6946 -0.2359 0.070 Uiso 1 1 calc R . . C32 C 0.2958(4) 0.5400(3) -0.1901(3) 0.0989(15) Uani 1 1 d . . . H32A H 0.3847 0.5243 -0.1845 0.148 Uiso 1 1 calc R . . H32B H 0.2721 0.5368 -0.2480 0.148 Uiso 1 1 calc R . . H32C H 0.2621 0.4912 -0.1418 0.148 Uiso 1 1 calc R . . C33 C -0.0902(3) 0.8390(3) -0.1783(2) 0.0644(9) Uani 1 1 d . . . H33A H -0.1045 0.9084 -0.2201 0.077 Uiso 1 1 calc R . . H33B H -0.0130 0.8017 -0.1951 0.077 Uiso 1 1 calc R . . C34 C -0.1937(4) 0.7899(4) -0.1898(3) 0.0952(14) Uani 1 1 d . . . H34A H -0.1788 0.7202 -0.1506 0.143 Uiso 1 1 calc R . . H34B H -0.1979 0.7913 -0.2522 0.143 Uiso 1 1 calc R . . H34C H -0.2709 0.8267 -0.1740 0.143 Uiso 1 1 calc R . . C35 C -0.2141(3) 1.0223(2) -0.1004(2) 0.0676(10) Uani 1 1 d . . . H35A H -0.2003 1.0341 -0.1652 0.081 Uiso 1 1 calc R . . H35B H -0.1938 1.0789 -0.0849 0.081 Uiso 1 1 calc R . . C36 C -0.3501(4) 1.0206(3) -0.0810(3) 0.0908(13) Uani 1 1 d . . . H36A H -0.3713 0.9656 -0.0973 0.136 Uiso 1 1 calc R . . H36B H -0.4003 1.0845 -0.1162 0.136 Uiso 1 1 calc R . . H36C H -0.3649 1.0106 -0.0172 0.136 Uiso 1 1 calc R . . C37 C -0.1719(3) 0.8954(3) 0.4750(3) 0.0723(10) Uani 1 1 d . . . H37A H -0.1996 0.8441 0.5259 0.087 Uiso 1 1 calc R . . H37B H -0.2315 0.9144 0.4253 0.087 Uiso 1 1 calc R . . C38 C -0.1707(4) 0.9901(4) 0.5038(3) 0.1088(16) Uani 1 1 d . . . H38A H -0.1159 0.9711 0.5556 0.163 Uiso 1 1 calc R . . H38B H -0.2530 1.0175 0.5198 0.163 Uiso 1 1 calc R . . H38C H -0.1422 1.0410 0.4541 0.163 Uiso 1 1 calc R . . C39 C 0.0445(4) 0.7399(3) 0.6028(2) 0.0737(11) Uani 1 1 d . . . H39A H -0.0104 0.7892 0.6266 0.088 Uiso 1 1 calc R . . H39B H 0.1272 0.7300 0.6270 0.088 Uiso 1 1 calc R . . C40 C 0.0020(5) 0.6396(3) 0.6354(3) 0.0994(15) Uani 1 1 d . . . H40A H -0.0791 0.6485 0.6105 0.149 Uiso 1 1 calc R . . H40B H -0.0012 0.6174 0.7009 0.149 Uiso 1 1 calc R . . H40C H 0.0592 0.5891 0.6156 0.149 Uiso 1 1 calc R . . C41 C 0.5294(4) 0.6026(3) 0.5584(2) 0.0767(11) Uani 1 1 d . . . H41A H 0.4651 0.5697 0.5928 0.092 Uiso 1 1 calc R . . H41B H 0.6059 0.5514 0.5676 0.092 Uiso 1 1 calc R . . C42 C 0.5467(5) 0.6859(4) 0.5954(3) 0.1161(18) Uani 1 1 d . . . H42A H 0.6088 0.7200 0.5609 0.174 Uiso 1 1 calc R . . H42B H 0.5727 0.6564 0.6583 0.174 Uiso 1 1 calc R . . H42C H 0.4696 0.7345 0.5907 0.174 Uiso 1 1 calc R . . C43 C 0.7110(3) 0.5976(3) 0.3914(2) 0.0675(10) Uani 1 1 d . . . H43A H 0.7363 0.5817 0.3355 0.081 Uiso 1 1 calc R . . H43B H 0.7262 0.5337 0.4413 0.081 Uiso 1 1 calc R . . C44 C 0.7920(4) 0.6668(4) 0.4064(3) 0.1006(15) Uani 1 1 d . . . H44A H 0.8779 0.6344 0.4061 0.151 Uiso 1 1 calc R . . H44B H 0.7729 0.6783 0.4642 0.151 Uiso 1 1 calc R . . H44C H 0.7761 0.7311 0.3584 0.151 Uiso 1 1 calc R . . C45 C 0.0468(3) 0.5780(3) 0.0630(2) 0.0564(9) Uani 1 1 d . . . C46 C 0.1568(5) 0.5914(3) 0.2836(3) 0.1003(15) Uani 1 1 d . . . H46A H 0.1811 0.5918 0.3423 0.151 Uiso 1 1 calc R . . H46B H 0.2145 0.5397 0.2656 0.151 Uiso 1 1 calc R . . H46C H 0.0751 0.5768 0.2871 0.151 Uiso 1 1 calc R . . C47A C 0.4983(16) -0.0120(14) 0.6961(13) 0.215(9) Uani 0.578(7) 1 d P A 1 H47A H 0.5262 -0.0543 0.7574 0.258 Uiso 0.578(7) 1 calc PR A 1 H47B H 0.4139 0.0233 0.7014 0.258 Uiso 0.578(7) 1 calc PR A 1 Cl1A Cl 0.4908(5) -0.0840(3) 0.6437(3) 0.169(2) Uani 0.578(7) 1 d P A 1 Cl2A Cl 0.5772(11) 0.0707(5) 0.6663(5) 0.300(5) Uani 0.578(7) 1 d P A 1 C47B C 0.4927(16) 0.1061(10) 0.6169(15) 0.159(11) Uani 0.422(7) 1 d P A 2 H47C H 0.5645 0.1371 0.6121 0.191 Uiso 0.422(7) 1 calc PR A 2 H47D H 0.4263 0.1520 0.5761 0.191 Uiso 0.422(7) 1 calc PR A 2 Cl1B Cl 0.4438(6) 0.0550(6) 0.7330(5) 0.200(4) Uani 0.422(7) 1 d P A 2 Cl2B Cl 0.5316(13) -0.0301(17) 0.6067(13) 0.411(10) Uani 0.422(7) 1 d P A 2 H11 H -0.229(4) 1.070(3) 0.046(2) 0.085(12) Uiso 1 1 d . . . H12 H -0.262(4) 1.136(3) 0.171(2) 0.087(12) Uiso 1 1 d . . . H13 H -0.162(3) 1.041(3) 0.313(2) 0.082(12) Uiso 1 1 d . . . H19 H 0.284(3) 0.676(2) 0.546(2) 0.053(8) Uiso 1 1 d . . . H25 H 0.698(3) 0.745(2) 0.218(2) 0.058(9) Uiso 1 1 d . . . H26 H 0.750(3) 0.765(2) 0.066(2) 0.064(10) Uiso 1 1 d . . . H27 H 0.609(3) 0.748(2) -0.034(2) 0.072(10) Uiso 1 1 d . . . H45 H 0.048(3) 0.650(2) -0.0669(19) 0.051(9) Uiso 1 1 d . . . H1N H 0.250(3) 0.690(2) 0.094(2) 0.062(10) Uiso 1 1 d . . . H2N H 0.025(3) 0.761(2) 0.119(2) 0.064(10) Uiso 1 1 d . . . H5N H 0.318(5) 0.732(4) 0.288(3) 0.15(2) Uiso 1 1 d . . . H1O H 0.120(7) 0.749(5) 0.260(4) 0.23(3) Uiso 1 1 d . . . N1 N 0.2748(2) 0.68350(17) 0.03906(17) 0.0419(6) Uani 1 1 d . . . N2 N -0.0152(2) 0.79716(18) 0.06232(18) 0.0462(6) Uani 1 1 d . . . N3 N -0.0537(2) 0.88537(17) 0.19602(17) 0.0496(6) Uani 1 1 d . . . N4 N 0.1092(3) 0.80539(19) 0.35132(17) 0.0541(7) Uani 1 1 d . . . N5 N 0.3789(3) 0.7087(2) 0.32806(18) 0.0529(7) Uani 1 1 d . . . N6 N 0.4522(2) 0.69204(16) 0.15298(15) 0.0425(6) Uani 1 1 d . . . N7 N 0.0273(3) 0.5094(2) 0.1203(2) 0.0852(10) Uani 1 1 d . . . O1 O 0.1562(2) 0.68660(19) 0.21957(15) 0.0717(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0351(18) 0.0392(15) 0.0414(16) -0.0080(12) 0.0030(13) -0.0060(12) C2 0.047(2) 0.0385(16) 0.0399(16) -0.0047(12) 0.0003(14) -0.0048(13) C3 0.0434(19) 0.0412(16) 0.0438(17) -0.0113(13) -0.0030(15) -0.0030(13) C4 0.0416(19) 0.0407(16) 0.0436(17) -0.0081(13) -0.0051(15) -0.0054(13) C5 0.045(2) 0.0530(19) 0.0457(18) -0.0127(15) -0.0024(15) -0.0121(15) C6 0.0347(18) 0.0518(18) 0.0490(18) -0.0091(15) -0.0007(14) -0.0100(14) C7 0.0350(19) 0.059(2) 0.0508(19) -0.0046(15) -0.0006(15) -0.0096(15) C8 0.0366(19) 0.0510(18) 0.0545(19) 0.0001(15) -0.0004(15) -0.0080(14) C9 0.0364(18) 0.0414(17) 0.0549(19) -0.0045(14) 0.0016(15) -0.0081(13) C10 0.0408(19) 0.0390(17) 0.062(2) -0.0031(15) 0.0003(16) -0.0103(14) C11 0.069(3) 0.048(2) 0.077(3) -0.0084(19) -0.005(2) -0.0016(18) C12 0.087(3) 0.046(2) 0.100(3) -0.022(2) -0.006(3) 0.006(2) C13 0.082(3) 0.052(2) 0.080(3) -0.023(2) 0.000(2) -0.006(2) C14 0.052(2) 0.0436(18) 0.062(2) -0.0160(15) 0.0021(17) -0.0093(15) C15 0.052(2) 0.0514(19) 0.058(2) -0.0213(16) 0.0027(17) -0.0149(16) C16 0.050(2) 0.059(2) 0.066(2) -0.0317(17) 0.0105(18) -0.0174(16) C17 0.053(2) 0.066(2) 0.053(2) -0.0260(16) 0.0088(17) -0.0162(17) C18 0.056(2) 0.063(2) 0.0458(19) -0.0194(16) 0.0070(17) -0.0103(17) C19 0.060(2) 0.066(2) 0.046(2) -0.0159(16) 0.0026(18) -0.0113(18) C20 0.056(2) 0.059(2) 0.0439(18) -0.0145(15) 0.0011(16) -0.0069(16) C21 0.061(2) 0.059(2) 0.0490(19) -0.0161(15) -0.0083(17) -0.0062(16) C22 0.051(2) 0.0556(19) 0.0516(19) -0.0215(15) -0.0068(17) -0.0053(15) C23 0.044(2) 0.0529(18) 0.0504(19) -0.0230(14) -0.0021(15) -0.0102(14) C24 0.0419(19) 0.0475(17) 0.0504(18) -0.0181(14) -0.0016(15) -0.0085(14) C25 0.044(2) 0.073(2) 0.064(2) -0.0292(18) -0.0002(18) -0.0221(17) C26 0.045(2) 0.084(3) 0.067(2) -0.0214(19) 0.0100(19) -0.0318(19) C27 0.052(2) 0.073(2) 0.051(2) -0.0174(17) 0.0113(18) -0.0267(17) C28 0.0399(18) 0.0387(16) 0.0432(17) -0.0081(12) 0.0046(14) -0.0076(13) C29 0.054(2) 0.060(2) 0.0437(17) -0.0141(15) 0.0070(16) -0.0120(16) C30 0.062(3) 0.074(2) 0.094(3) -0.025(2) 0.018(2) -0.001(2) C31 0.059(2) 0.063(2) 0.0523(19) -0.0213(16) -0.0072(17) -0.0058(16) C32 0.111(4) 0.088(3) 0.113(3) -0.064(3) -0.029(3) 0.004(3) C33 0.051(2) 0.077(2) 0.053(2) -0.0064(17) -0.0002(17) -0.0080(18) C34 0.086(3) 0.136(4) 0.078(3) -0.040(3) 0.002(2) -0.045(3) C35 0.062(3) 0.058(2) 0.063(2) 0.0025(16) -0.0059(19) -0.0015(17) C36 0.054(3) 0.073(3) 0.125(4) -0.014(2) -0.022(2) 0.010(2) C37 0.052(2) 0.085(3) 0.089(3) -0.043(2) 0.014(2) -0.0139(19) C38 0.089(4) 0.119(4) 0.150(4) -0.096(3) 0.021(3) -0.011(3) C39 0.069(3) 0.104(3) 0.055(2) -0.035(2) 0.0132(19) -0.022(2) C40 0.112(4) 0.115(4) 0.062(2) -0.003(2) 0.003(2) -0.040(3) C41 0.081(3) 0.092(3) 0.055(2) -0.0229(19) -0.012(2) -0.010(2) C42 0.155(5) 0.146(4) 0.075(3) -0.062(3) -0.003(3) -0.046(4) C43 0.058(2) 0.075(2) 0.071(2) -0.0308(19) -0.0100(19) -0.0020(18) C44 0.063(3) 0.141(4) 0.122(4) -0.070(3) -0.010(3) -0.024(3) C45 0.054(2) 0.053(2) 0.065(2) -0.0191(17) -0.0013(18) -0.0137(16) C46 0.135(5) 0.079(3) 0.086(3) -0.015(2) -0.012(3) -0.033(3) C47A 0.195(16) 0.26(2) 0.248(18) -0.204(19) -0.044(13) 0.020(15) Cl1A 0.210(5) 0.107(2) 0.202(4) -0.073(2) -0.044(4) -0.010(2) Cl2A 0.527(15) 0.184(5) 0.237(6) -0.099(4) 0.104(7) -0.149(7) C47B 0.129(12) 0.054(7) 0.28(3) -0.022(10) -0.134(17) -0.009(7) Cl1B 0.178(6) 0.266(7) 0.214(6) -0.141(6) 0.019(4) -0.069(5) Cl2B 0.314(13) 0.59(3) 0.48(2) -0.34(2) 0.187(13) -0.197(16) N1 0.0374(16) 0.0495(15) 0.0392(14) -0.0149(12) 0.0022(12) -0.0089(11) N2 0.0399(16) 0.0420(14) 0.0501(16) -0.0071(12) -0.0064(13) -0.0041(11) N3 0.0460(17) 0.0432(14) 0.0564(16) -0.0115(12) 0.0029(13) -0.0088(12) N4 0.0555(19) 0.0534(16) 0.0506(16) -0.0159(12) 0.0024(14) -0.0063(13) N5 0.0437(18) 0.0671(18) 0.0473(17) -0.0191(13) 0.0010(14) -0.0086(13) N6 0.0382(15) 0.0446(14) 0.0440(14) -0.0124(11) 0.0018(12) -0.0092(11) N7 0.099(3) 0.073(2) 0.080(2) -0.0070(18) 0.002(2) -0.0352(19) O1 0.089(2) 0.0674(15) 0.0527(14) -0.0131(12) -0.0012(13) -0.0111(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.374(4) . ? C1 C2 1.390(4) . ? C1 C28 1.463(4) . ? C2 C3 1.419(4) . ? C2 C29 1.511(4) . ? C3 C4 1.377(4) . ? C3 C31 1.502(4) . ? C4 N1 1.369(4) . ? C4 C5 1.503(4) . ? C5 C45 1.482(4) . ? C5 C6 1.502(4) . ? C6 N2 1.362(4) . ? C6 C7 1.379(4) . ? C7 C8 1.422(4) . ? C7 C33 1.503(4) . ? C8 C9 1.384(4) . ? C8 C35 1.513(4) . ? C9 N2 1.382(4) . ? C9 C10 1.458(4) . ? C10 N3 1.349(4) . ? C10 C11 1.389(4) . ? C11 C12 1.373(5) . ? C12 C13 1.366(5) . ? C13 C14 1.387(5) . ? C14 N3 1.340(4) . ? C14 C15 1.468(4) . ? C15 N4 1.328(4) . ? C15 C16 1.450(4) . ? C16 C17 1.365(4) . ? C16 C37 1.507(4) . ? C17 C18 1.435(4) . ? C17 C39 1.497(4) . ? C18 C19 1.375(5) . ? C18 N4 1.400(4) . ? C19 C20 1.408(5) . ? C20 N5 1.385(4) . ? C20 C21 1.415(4) . ? C21 C22 1.393(4) . ? C21 C41 1.505(4) . ? C22 C23 1.417(4) . ? C22 C43 1.503(4) . ? C23 N5 1.348(4) . ? C23 C24 1.469(4) . ? C24 N6 1.343(3) . ? C24 C25 1.386(4) . ? C25 C26 1.366(5) . ? C26 C27 1.362(5) . ? C27 C28 1.395(4) . ? C28 N6 1.346(3) . ? C29 C30 1.522(4) . ? C31 C32 1.499(5) . ? C33 C34 1.498(5) . ? C35 C36 1.517(5) . ? C37 C38 1.535(5) . ? C39 C40 1.506(5) . ? C41 C42 1.504(5) . ? C43 C44 1.527(5) . ? C45 N7 1.134(4) . ? C46 O1 1.390(4) . ? C47A Cl1A 1.498(14) . ? C47A Cl2A 1.54(2) . ? C47B Cl1B 1.81(2) . ? C47B Cl2B 1.93(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 108.0(2) . . ? N1 C1 C28 119.1(2) . . ? C2 C1 C28 132.9(3) . . ? C1 C2 C3 106.9(3) . . ? C1 C2 C29 128.9(3) . . ? C3 C2 C29 124.2(3) . . ? C4 C3 C2 107.5(3) . . ? C4 C3 C31 126.6(3) . . ? C2 C3 C31 125.9(3) . . ? N1 C4 C3 108.4(3) . . ? N1 C4 C5 122.5(3) . . ? C3 C4 C5 128.8(3) . . ? C45 C5 C6 112.5(3) . . ? C45 C5 C4 112.1(3) . . ? C6 C5 C4 114.0(3) . . ? N2 C6 C7 108.8(3) . . ? N2 C6 C5 121.9(3) . . ? C7 C6 C5 129.2(3) . . ? C6 C7 C8 106.8(3) . . ? C6 C7 C33 125.5(3) . . ? C8 C7 C33 127.7(3) . . ? C9 C8 C7 107.6(3) . . ? C9 C8 C35 127.8(3) . . ? C7 C8 C35 124.5(3) . . ? N2 C9 C8 107.4(3) . . ? N2 C9 C10 118.1(3) . . ? C8 C9 C10 134.4(3) . . ? N3 C10 C11 121.0(3) . . ? N3 C10 C9 115.8(3) . . ? C11 C10 C9 123.2(3) . . ? C12 C11 C10 119.0(4) . . ? C13 C12 C11 120.3(4) . . ? C12 C13 C14 118.4(4) . . ? N3 C14 C13 122.1(3) . . ? N3 C14 C15 117.1(3) . . ? C13 C14 C15 120.7(3) . . ? N4 C15 C16 111.5(3) . . ? N4 C15 C14 121.0(3) . . ? C16 C15 C14 127.6(3) . . ? C17 C16 C15 106.0(3) . . ? C17 C16 C37 126.0(3) . . ? C15 C16 C37 127.9(3) . . ? C16 C17 C18 106.8(3) . . ? C16 C17 C39 126.9(3) . . ? C18 C17 C39 126.2(3) . . ? C19 C18 N4 124.4(3) . . ? C19 C18 C17 125.8(3) . . ? N4 C18 C17 109.5(3) . . ? C18 C19 C20 131.3(3) . . ? N5 C20 C19 125.2(3) . . ? N5 C20 C21 107.8(3) . . ? C19 C20 C21 126.9(3) . . ? C22 C21 C20 107.5(3) . . ? C22 C21 C41 127.1(3) . . ? C20 C21 C41 125.4(3) . . ? C21 C22 C23 106.5(3) . . ? C21 C22 C43 125.9(3) . . ? C23 C22 C43 127.3(3) . . ? N5 C23 C22 109.5(3) . . ? N5 C23 C24 120.8(3) . . ? C22 C23 C24 129.7(3) . . ? N6 C24 C25 122.4(3) . . ? N6 C24 C23 116.6(3) . . ? C25 C24 C23 121.0(3) . . ? C26 C25 C24 118.9(3) . . ? C27 C26 C25 119.6(3) . . ? C26 C27 C28 119.5(3) . . ? N6 C28 C27 121.4(3) . . ? N6 C28 C1 116.4(3) . . ? C27 C28 C1 122.3(3) . . ? C2 C29 C30 114.1(3) . . ? C32 C31 C3 114.5(3) . . ? C34 C33 C7 114.1(3) . . ? C8 C35 C36 112.9(3) . . ? C16 C37 C38 113.9(3) . . ? C17 C39 C40 112.9(3) . . ? C42 C41 C21 113.6(3) . . ? C22 C43 C44 114.8(3) . . ? N7 C45 C5 177.6(4) . . ? Cl1A C47A Cl2A 123.4(15) . . ? Cl1B C47B Cl2B 89.8(9) . . ? C4 N1 C1 109.3(2) . . ? C6 N2 C9 109.4(3) . . ? C14 N3 C10 119.2(3) . . ? C15 N4 C18 106.1(3) . . ? C23 N5 C20 108.7(3) . . ? C24 N6 C28 118.3(3) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 25.45 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.228 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.037 #===END data_10a _database_code_depnum_ccdc_archive 'CCDC 865643' #TrackingRef '- setsune.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 8,9,13,14,22,23,27,28-octaethyl-11,25-dicyano-29,30,31,32,33, 34-hexaaza-heptacyclo(24,2,1,12,6,17,10,112,15,116,20,121,24) tetratriaconta-1(28),2(34),3,5,7(33),8,10,12,14,16(31),17,19, 21(30),22,24,26-hexadecaene ; _chemical_name_common ; 8,9,13,14,22,23,27,28-octaethyl-11,25-dicyano-29,30,31,32,33, 34-hexaaza-heptacyclo(24,2,1,12,6,17,10,112,15,116,20,121,24) tetratriaconta-1(28),2(34),3,5,7(33),8,10,12,14,16(31),17,19, 21(30),22,24,26-hexadecaene ; _chemical_melting_point ? _chemical_formula_moiety 'C46 H48 N8' _chemical_formula_sum 'C46 H48 N8' _chemical_formula_weight 712.92 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 monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 17.110(4) _cell_length_b 10.863(2) _cell_length_c 22.611(5) _cell_angle_alpha 90.00 _cell_angle_beta 105.459(3) _cell_angle_gamma 90.00 _cell_volume 4050.7(15) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4164 _cell_measurement_theta_min 2.245 _cell_measurement_theta_max 23.114 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.169 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1520 _exptl_absorpt_coefficient_mu 0.071 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.983 _exptl_absorpt_correction_T_max 0.993 _exptl_absorpt_process_details 'program SADABS ver. 2.03(Sheldrick)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker TXS fine-focus rotating anode' _diffrn_radiation_monochromator 'Bruker Helios multilayer confocal mirror' _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.333 _diffrn_reflns_number 17606 _diffrn_reflns_av_R_equivalents 0.0299 _diffrn_reflns_av_sigmaI/netI 0.0360 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 24.16 _reflns_number_total 6444 _reflns_number_gt 4731 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker AXS, 2006)' _computing_cell_refinement 'APEXII (Bruker AXS, 2006)' _computing_data_reduction 'SAINT (Bruker AXS, 2004)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker XSHELL ver. 6.31' _computing_publication_material 'Bruker XSHELL ver. 6.31' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.5000P] 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 6444 _refine_ls_number_parameters 514 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_ref 0.1506 _refine_ls_wR_factor_gt 0.1308 _refine_ls_goodness_of_fit_ref 0.930 _refine_ls_restrained_S_all 0.930 _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 0.81961(12) 0.81667(17) 0.14749(9) 0.0419(5) Uani 1 1 d . . . C2 C 0.89787(12) 0.77745(18) 0.14814(9) 0.0468(5) Uani 1 1 d . . . C3 C 0.89007(13) 0.69918(18) 0.09732(9) 0.0478(5) Uani 1 1 d . . . C4 C 0.80716(12) 0.69290(17) 0.06665(9) 0.0437(5) Uani 1 1 d . . . C5 C 0.76363(13) 0.62868(17) 0.01239(9) 0.0455(5) Uani 1 1 d . . . C6 C 0.68208(13) 0.63841(16) -0.01677(9) 0.0444(5) Uani 1 1 d . . . C7 C 0.63114(14) 0.56962(18) -0.06808(9) 0.0496(5) Uani 1 1 d . . . C8 C 0.55631(14) 0.61897(17) -0.07881(9) 0.0473(5) Uani 1 1 d . . . C9 C 0.56244(12) 0.71817(17) -0.03421(9) 0.0411(5) Uani 1 1 d . . . C10 C 0.49565(12) 0.80428(17) -0.03341(9) 0.0418(5) Uani 1 1 d . . . C11 C 0.46564(13) 0.88105(18) -0.08321(9) 0.0492(5) Uani 1 1 d . . . H11 H 0.4862 0.8774 -0.1173 0.059 Uiso 1 1 calc R . . C12 C 0.40506(13) 0.96246(19) -0.08143(10) 0.0535(5) Uani 1 1 d . . . H12 H 0.3857 1.0175 -0.1135 0.064 Uiso 1 1 calc R . . C13 C 0.37337(13) 0.96167(18) -0.03166(10) 0.0495(5) Uani 1 1 d . . . H13 H 0.3314 1.0148 -0.0299 0.059 Uiso 1 1 calc R . . C14 C 0.40517(12) 0.88001(16) 0.01620(9) 0.0425(5) Uani 1 1 d . . . C15 C 0.37319(12) 0.87364(17) 0.06985(9) 0.0453(5) Uani 1 1 d . . . C16 C 0.29420(13) 0.87816(19) 0.07541(11) 0.0550(6) Uani 1 1 d . . . C17 C 0.29852(14) 0.8595(2) 0.13758(11) 0.0614(6) Uani 1 1 d . . . C18 C 0.38082(13) 0.84638(19) 0.16911(10) 0.0505(5) Uani 1 1 d . . . C19 C 0.42170(13) 0.8305(2) 0.23293(10) 0.0524(5) Uani 1 1 d . . . C20 C 0.50389(13) 0.83983(18) 0.25962(9) 0.0472(5) Uani 1 1 d . . . C21 C 0.54952(14) 0.83267(19) 0.32415(9) 0.0507(5) Uani 1 1 d . . . C22 C 0.62624(13) 0.86762(18) 0.32628(9) 0.0474(5) Uani 1 1 d . . . C23 C 0.62695(12) 0.89214(17) 0.26312(9) 0.0419(5) Uani 1 1 d . . . C24 C 0.69857(12) 0.93500(17) 0.24406(8) 0.0398(5) Uani 1 1 d . . . C25 C 0.73864(13) 1.04125(17) 0.26935(9) 0.0474(5) Uani 1 1 d . . . H25 H 0.7191 1.0885 0.2966 0.057 Uiso 1 1 calc R . . C26 C 0.80753(14) 1.07563(18) 0.25370(10) 0.0524(5) Uani 1 1 d . . . H26 H 0.8352 1.1470 0.2698 0.063 Uiso 1 1 calc R . . C27 C 0.83503(13) 1.00335(18) 0.21396(10) 0.0508(5) Uani 1 1 d . . . H27 H 0.8820 1.0245 0.2031 0.061 Uiso 1 1 calc R . . C28 C 0.79215(12) 0.89800(16) 0.18993(8) 0.0400(5) Uani 1 1 d . . . C29 C 0.97455(14) 0.8001(2) 0.19721(11) 0.0607(6) Uani 1 1 d . . . H29A H 0.9704 0.8786 0.2166 0.073 Uiso 1 1 calc R . . H29B H 1.0193 0.8056 0.1785 0.073 Uiso 1 1 calc R . . C30 C 0.9929(2) 0.7009(3) 0.24568(13) 0.0970(10) Uani 1 1 d . . . H30A H 0.9490 0.6952 0.2646 0.145 Uiso 1 1 calc R . . H30B H 1.0420 0.7210 0.2762 0.145 Uiso 1 1 calc R . . H30C H 0.9994 0.6235 0.2271 0.145 Uiso 1 1 calc R . . C31 C 0.96132(14) 0.6441(2) 0.07970(11) 0.0641(6) Uani 1 1 d . . . H31A H 0.9464 0.5638 0.0615 0.077 Uiso 1 1 calc R . . H31B H 1.0057 0.6330 0.1163 0.077 Uiso 1 1 calc R . . C32 C 0.98935(18) 0.7248(3) 0.03458(15) 0.0981(10) Uani 1 1 d . . . H32A H 0.9464 0.7326 -0.0025 0.147 Uiso 1 1 calc R . . H32B H 1.0359 0.6882 0.0255 0.147 Uiso 1 1 calc R . . H32C H 1.0035 0.8048 0.0522 0.147 Uiso 1 1 calc R . . C33 C 0.65226(17) 0.4632(2) -0.10353(11) 0.0699(7) Uani 1 1 d . . . H33A H 0.6061 0.4082 -0.1155 0.084 Uiso 1 1 calc R . . H33B H 0.6969 0.4176 -0.0773 0.084 Uiso 1 1 calc R . . C34 C 0.6757(2) 0.5048(3) -0.16028(14) 0.1063(11) Uani 1 1 d . . . H34A H 0.6329 0.5540 -0.1853 0.160 Uiso 1 1 calc R . . H34B H 0.6846 0.4341 -0.1831 0.160 Uiso 1 1 calc R . . H34C H 0.7246 0.5528 -0.1484 0.160 Uiso 1 1 calc R . . C35 C 0.47838(15) 0.5748(2) -0.12134(10) 0.0581(6) Uani 1 1 d . . . H35A H 0.4899 0.5320 -0.1557 0.070 Uiso 1 1 calc R . . H35B H 0.4443 0.6450 -0.1373 0.070 Uiso 1 1 calc R . . C36 C 0.43344(16) 0.4891(2) -0.08906(12) 0.0734(7) Uani 1 1 d . . . H36A H 0.4646 0.4155 -0.0771 0.110 Uiso 1 1 calc R . . H36B H 0.3818 0.4684 -0.1163 0.110 Uiso 1 1 calc R . . H36C H 0.4254 0.5292 -0.0533 0.110 Uiso 1 1 calc R . . C37 C 0.21869(15) 0.8957(3) 0.02414(13) 0.0766(7) Uani 1 1 d . . . H37A H 0.1773 0.8398 0.0302 0.092 Uiso 1 1 calc R . . H37B H 0.2302 0.8737 -0.0143 0.092 Uiso 1 1 calc R . . C38 C 0.1853(2) 1.0263(3) 0.01891(16) 0.1069(11) Uani 1 1 d . . . H38A H 0.1673 1.0453 0.0546 0.160 Uiso 1 1 calc R . . H38B H 0.1405 1.0329 -0.0171 0.160 Uiso 1 1 calc R . . H38C H 0.2271 1.0831 0.0159 0.160 Uiso 1 1 calc R . . C39 C 0.22548(17) 0.8579(4) 0.16297(14) 0.0935(10) Uani 1 1 d . . . H39A H 0.1778 0.8348 0.1296 0.112 Uiso 0.678(7) 1 d P . . H39B H 0.2322 0.7942 0.1938 0.112 Uiso 0.678(7) 1 d P . . H39C H 0.2370 0.9097 0.1986 0.112 Uiso 0.322(7) 1 d P . . H39D H 0.1813 0.8976 0.1322 0.112 Uiso 0.322(7) 1 d P . . C40A C 0.2085(3) 0.9692(5) 0.1875(2) 0.116(2) Uani 0.678(7) 1 d P . . H40A H 0.2522 0.9899 0.2226 0.173 Uiso 0.678(7) 1 calc PR . . H40B H 0.1591 0.9617 0.1997 0.173 Uiso 0.678(7) 1 calc PR . . H40C H 0.2026 1.0329 0.1572 0.173 Uiso 0.678(7) 1 calc PR . . C40B C 0.1921(6) 0.7515(11) 0.1762(5) 0.101(4) Uani 0.322(7) 1 d P . . H40D H 0.2321 0.7053 0.2057 0.152 Uiso 0.322(7) 1 calc PR . . H40E H 0.1731 0.7038 0.1394 0.152 Uiso 0.322(7) 1 calc PR . . H40F H 0.1474 0.7701 0.1929 0.152 Uiso 0.322(7) 1 calc PR . . C41 C 0.52058(16) 0.7891(2) 0.37789(10) 0.0646(6) Uani 1 1 d . . . H41A H 0.4683 0.8263 0.3757 0.078 Uiso 1 1 calc R . . H41B H 0.5584 0.8168 0.4156 0.078 Uiso 1 1 calc R . . C42 C 0.5126(2) 0.6501(2) 0.37993(13) 0.0868(9) Uani 1 1 d . . . H42A H 0.4756 0.6220 0.3426 0.130 Uiso 1 1 calc R . . H42B H 0.4925 0.6276 0.4142 0.130 Uiso 1 1 calc R . . H42C H 0.5647 0.6129 0.3843 0.130 Uiso 1 1 calc R . . C43 C 0.69882(15) 0.8747(2) 0.38040(10) 0.0588(6) Uani 1 1 d . . . H43A H 0.6814 0.8635 0.4175 0.071 Uiso 1 1 calc R . . H43B H 0.7223 0.9564 0.3819 0.071 Uiso 1 1 calc R . . C44 C 0.76367(16) 0.7802(2) 0.37934(12) 0.0734(7) Uani 1 1 d . . . H44A H 0.7415 0.6989 0.3789 0.110 Uiso 1 1 calc R . . H44B H 0.8083 0.7899 0.4152 0.110 Uiso 1 1 calc R . . H44C H 0.7823 0.7919 0.3432 0.110 Uiso 1 1 calc R . . C45 C 0.81029(15) 0.5456(2) -0.01434(11) 0.0681(7) Uani 1 1 d . . . C46 C 0.37011(15) 0.8024(3) 0.27193(12) 0.0716(7) Uani 1 1 d . . . H1N H 0.7113(16) 0.774(2) 0.0857(11) 0.070(7) Uiso 1 1 d . . . H4N H 0.4792(15) 0.8515(19) 0.1368(10) 0.058(6) Uiso 1 1 d . . . N1 N 0.76631(11) 0.76352(14) 0.09908(8) 0.0421(4) Uani 1 1 d . . . N2 N 0.63502(10) 0.72796(13) 0.00297(7) 0.0432(4) Uani 1 1 d . . . N3 N 0.46719(10) 0.80348(13) 0.01630(7) 0.0421(4) Uani 1 1 d . . . N4 N 0.42386(11) 0.85305(15) 0.12624(8) 0.0448(4) Uani 1 1 d . . . N5 N 0.55611(10) 0.87353(14) 0.22379(7) 0.0445(4) Uani 1 1 d . . . N6 N 0.72332(9) 0.86454(13) 0.20364(7) 0.0388(4) Uani 1 1 d . . . N7 N 0.84717(17) 0.4795(3) -0.03506(12) 0.1154(10) Uani 1 1 d . . . N8 N 0.32922(16) 0.7791(3) 0.30285(13) 0.1160(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0418(12) 0.0430(10) 0.0432(11) 0.0049(9) 0.0154(10) 0.0018(9) C2 0.0410(12) 0.0522(11) 0.0482(12) 0.0100(9) 0.0138(10) 0.0060(9) C3 0.0451(13) 0.0514(12) 0.0499(12) 0.0090(10) 0.0183(11) 0.0104(9) C4 0.0457(13) 0.0456(11) 0.0431(11) 0.0056(9) 0.0176(10) 0.0117(9) C5 0.0523(14) 0.0437(11) 0.0448(11) 0.0046(9) 0.0203(11) 0.0139(9) C6 0.0540(14) 0.0380(10) 0.0453(11) -0.0003(9) 0.0204(11) 0.0039(9) C7 0.0659(15) 0.0412(11) 0.0451(12) -0.0028(9) 0.0205(11) 0.0021(10) C8 0.0588(14) 0.0436(11) 0.0408(11) -0.0035(9) 0.0153(10) -0.0045(10) C9 0.0439(12) 0.0413(10) 0.0384(10) 0.0015(8) 0.0114(10) 0.0000(9) C10 0.0405(12) 0.0406(10) 0.0412(11) -0.0035(9) 0.0053(9) -0.0029(8) C11 0.0518(13) 0.0506(12) 0.0418(12) 0.0013(9) 0.0064(10) -0.0028(10) C12 0.0545(14) 0.0473(11) 0.0505(13) 0.0092(10) -0.0004(11) 0.0009(10) C13 0.0449(13) 0.0407(11) 0.0552(13) 0.0001(10) 0.0000(10) 0.0047(9) C14 0.0362(11) 0.0399(10) 0.0467(12) -0.0052(9) 0.0028(9) 0.0005(8) C15 0.0404(12) 0.0411(11) 0.0507(12) 0.0000(9) 0.0059(10) 0.0041(9) C16 0.0386(13) 0.0571(13) 0.0663(15) 0.0039(11) 0.0088(11) 0.0080(10) C17 0.0441(14) 0.0703(15) 0.0727(16) 0.0077(12) 0.0205(12) 0.0106(11) C18 0.0412(13) 0.0570(12) 0.0567(13) 0.0035(10) 0.0191(11) 0.0079(10) C19 0.0475(14) 0.0593(13) 0.0562(13) 0.0034(10) 0.0241(12) 0.0087(10) C20 0.0472(13) 0.0534(12) 0.0453(12) 0.0018(9) 0.0196(11) 0.0073(10) C21 0.0567(14) 0.0570(12) 0.0432(12) -0.0010(10) 0.0217(11) 0.0068(10) C22 0.0546(14) 0.0508(12) 0.0375(11) -0.0028(9) 0.0135(10) 0.0078(10) C23 0.0449(13) 0.0419(10) 0.0394(11) -0.0030(8) 0.0119(10) 0.0083(9) C24 0.0416(11) 0.0414(10) 0.0344(10) 0.0031(8) 0.0065(9) 0.0092(9) C25 0.0567(14) 0.0391(10) 0.0453(12) -0.0052(9) 0.0115(11) 0.0058(10) C26 0.0587(14) 0.0401(11) 0.0546(13) -0.0012(10) 0.0085(11) -0.0054(10) C27 0.0491(13) 0.0460(11) 0.0570(13) 0.0060(10) 0.0137(11) -0.0039(10) C28 0.0407(11) 0.0398(10) 0.0391(10) 0.0060(8) 0.0099(9) 0.0032(8) C29 0.0465(14) 0.0669(14) 0.0658(15) 0.0004(12) 0.0098(12) 0.0078(11) C30 0.099(2) 0.103(2) 0.0675(18) 0.0147(16) -0.0150(17) -0.0021(18) C31 0.0513(14) 0.0765(15) 0.0679(15) 0.0035(12) 0.0220(13) 0.0223(12) C32 0.081(2) 0.127(3) 0.109(2) 0.026(2) 0.066(2) 0.0325(18) C33 0.0851(19) 0.0592(14) 0.0703(16) -0.0202(12) 0.0290(15) 0.0018(13) C34 0.148(3) 0.108(2) 0.080(2) -0.0246(18) 0.062(2) 0.006(2) C35 0.0696(16) 0.0540(12) 0.0460(12) -0.0053(10) 0.0072(12) -0.0040(11) C36 0.0660(17) 0.0760(16) 0.0697(16) 0.0060(13) 0.0029(14) -0.0178(13) C37 0.0423(14) 0.0949(19) 0.0855(19) 0.0127(15) 0.0045(14) 0.0076(13) C38 0.086(2) 0.123(3) 0.109(2) 0.034(2) 0.020(2) 0.055(2) C39 0.0506(17) 0.145(3) 0.090(2) 0.023(2) 0.0278(16) 0.0208(18) C40A 0.114(4) 0.147(5) 0.103(4) -0.001(3) 0.058(3) 0.060(3) C40B 0.059(6) 0.148(10) 0.106(8) 0.013(7) 0.038(6) -0.020(6) C41 0.0719(17) 0.0820(16) 0.0460(13) 0.0014(12) 0.0265(13) 0.0017(13) C42 0.105(2) 0.0885(19) 0.0778(19) 0.0167(15) 0.0440(18) 0.0008(17) C43 0.0660(16) 0.0664(14) 0.0415(12) -0.0029(10) 0.0100(12) 0.0010(12) C44 0.0717(18) 0.0704(15) 0.0654(16) 0.0037(12) -0.0040(14) 0.0109(13) C45 0.0684(17) 0.0783(16) 0.0579(14) -0.0088(12) 0.0172(13) 0.0261(14) C46 0.0513(15) 0.102(2) 0.0665(16) 0.0125(14) 0.0247(14) 0.0111(13) N1 0.0384(11) 0.0457(9) 0.0439(10) 0.0013(7) 0.0140(9) 0.0065(8) N2 0.0444(10) 0.0398(8) 0.0463(9) -0.0023(7) 0.0135(9) 0.0042(7) N3 0.0393(10) 0.0401(9) 0.0439(9) -0.0009(7) 0.0057(8) 0.0023(7) N4 0.0331(10) 0.0534(10) 0.0478(10) -0.0008(8) 0.0107(9) 0.0040(8) N5 0.0405(10) 0.0536(10) 0.0404(9) 0.0001(8) 0.0128(8) 0.0049(8) N6 0.0394(9) 0.0398(8) 0.0373(9) 0.0027(7) 0.0105(8) 0.0057(7) N7 0.096(2) 0.145(2) 0.1014(19) -0.0439(17) 0.0189(17) 0.0575(18) N8 0.0749(18) 0.187(3) 0.101(2) 0.0352(19) 0.0498(17) 0.0106(18) _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 N1 1.353(3) . ? C1 C2 1.401(3) . ? C1 C28 1.471(3) . ? C2 C3 1.407(3) . ? C2 C29 1.496(3) . ? C3 C4 1.405(3) . ? C3 C31 1.504(3) . ? C4 N1 1.374(2) . ? C4 C5 1.435(3) . ? C5 C6 1.379(3) . ? C5 C45 1.440(3) . ? C6 N2 1.409(2) . ? C6 C7 1.458(3) . ? C7 C8 1.349(3) . ? C7 C33 1.505(3) . ? C8 C9 1.461(3) . ? C8 C35 1.500(3) . ? C9 N2 1.305(3) . ? C9 C10 1.481(3) . ? C10 N3 1.339(2) . ? C10 C11 1.385(3) . ? C11 C12 1.371(3) . ? C12 C13 1.373(3) . ? C13 C14 1.393(3) . ? C14 N3 1.348(2) . ? C14 C15 1.459(3) . ? C15 N4 1.356(3) . ? C15 C16 1.391(3) . ? C16 C17 1.403(3) . ? C16 C37 1.500(3) . ? C17 C18 1.406(3) . ? C17 C39 1.508(3) . ? C18 N4 1.367(3) . ? C18 C19 1.436(3) . ? C19 C20 1.378(3) . ? C19 C46 1.437(3) . ? C20 N5 1.405(2) . ? C20 C21 1.462(3) . ? C21 C22 1.355(3) . ? C21 C41 1.505(3) . ? C22 C23 1.456(3) . ? C22 C43 1.495(3) . ? C23 N5 1.314(2) . ? C23 C24 1.479(3) . ? C24 N6 1.344(2) . ? C24 C25 1.386(3) . ? C25 C26 1.370(3) . ? C26 C27 1.368(3) . ? C27 C28 1.390(3) . ? C28 N6 1.345(2) . ? C29 C30 1.509(3) . ? C31 C32 1.517(3) . ? C33 C34 1.512(4) . ? C35 C36 1.513(3) . ? C37 C38 1.523(4) . ? C39 C40B 1.358(10) . ? C39 C40A 1.393(6) . ? C41 C42 1.518(3) . ? C43 C44 1.517(3) . ? C45 N7 1.136(3) . ? C46 N8 1.142(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 108.36(17) . . ? N1 C1 C28 121.36(17) . . ? C2 C1 C28 130.27(19) . . ? C1 C2 C3 107.02(19) . . ? C1 C2 C29 127.19(19) . . ? C3 C2 C29 125.38(18) . . ? C4 C3 C2 107.22(17) . . ? C4 C3 C31 129.28(19) . . ? C2 C3 C31 123.3(2) . . ? N1 C4 C3 107.45(18) . . ? N1 C4 C5 120.38(18) . . ? C3 C4 C5 132.17(17) . . ? C6 C5 C4 126.86(17) . . ? C6 C5 C45 116.78(19) . . ? C4 C5 C45 116.4(2) . . ? C5 C6 N2 119.48(18) . . ? C5 C6 C7 130.94(18) . . ? N2 C6 C7 109.57(18) . . ? C8 C7 C6 106.08(17) . . ? C8 C7 C33 124.1(2) . . ? C6 C7 C33 129.8(2) . . ? C7 C8 C9 106.19(19) . . ? C7 C8 C35 128.83(19) . . ? C9 C8 C35 124.54(19) . . ? N2 C9 C8 112.69(17) . . ? N2 C9 C10 123.07(16) . . ? C8 C9 C10 124.12(19) . . ? N3 C10 C11 123.19(18) . . ? N3 C10 C9 117.44(16) . . ? C11 C10 C9 119.37(17) . . ? C12 C11 C10 118.92(19) . . ? C11 C12 C13 119.13(19) . . ? C12 C13 C14 118.87(19) . . ? N3 C14 C13 122.58(18) . . ? N3 C14 C15 116.04(17) . . ? C13 C14 C15 121.37(18) . . ? N4 C15 C16 108.30(18) . . ? N4 C15 C14 120.13(18) . . ? C16 C15 C14 131.5(2) . . ? C15 C16 C17 107.0(2) . . ? C15 C16 C37 126.3(2) . . ? C17 C16 C37 126.7(2) . . ? C16 C17 C18 107.51(19) . . ? C16 C17 C39 123.7(2) . . ? C18 C17 C39 128.7(2) . . ? N4 C18 C17 106.94(19) . . ? N4 C18 C19 120.58(19) . . ? C17 C18 C19 132.47(19) . . ? C20 C19 C18 126.73(19) . . ? C20 C19 C46 117.9(2) . . ? C18 C19 C46 115.3(2) . . ? C19 C20 N5 119.86(18) . . ? C19 C20 C21 130.11(19) . . ? N5 C20 C21 109.68(18) . . ? C22 C21 C20 105.97(17) . . ? C22 C21 C41 125.7(2) . . ? C20 C21 C41 128.3(2) . . ? C21 C22 C23 106.12(19) . . ? C21 C22 C43 128.98(19) . . ? C23 C22 C43 124.82(19) . . ? N5 C23 C22 112.86(17) . . ? N5 C23 C24 122.54(17) . . ? C22 C23 C24 124.60(18) . . ? N6 C24 C25 122.96(17) . . ? N6 C24 C23 117.04(16) . . ? C25 C24 C23 119.95(16) . . ? C26 C25 C24 119.05(18) . . ? C27 C26 C25 118.92(19) . . ? C26 C27 C28 119.44(19) . . ? N6 C28 C27 122.39(17) . . ? N6 C28 C1 116.09(16) . . ? C27 C28 C1 121.52(17) . . ? C2 C29 C30 113.1(2) . . ? C3 C31 C32 111.86(19) . . ? C7 C33 C34 112.2(2) . . ? C8 C35 C36 111.52(18) . . ? C16 C37 C38 114.0(2) . . ? C40B C39 C40A 120.4(5) . . ? C40B C39 C17 122.2(5) . . ? C40A C39 C17 115.1(3) . . ? C21 C41 C42 112.87(19) . . ? C22 C43 C44 113.80(18) . . ? N7 C45 C5 179.5(3) . . ? N8 C46 C19 179.5(3) . . ? C1 N1 C4 109.93(17) . . ? C9 N2 C6 105.41(16) . . ? C10 N3 C14 117.20(16) . . ? C15 N4 C18 110.20(18) . . ? C23 N5 C20 105.28(16) . . ? C24 N6 C28 117.17(16) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 24.16 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.197 _refine_diff_density_min -0.194 _refine_diff_density_rms 0.035