Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jonathan L. Sessler' _publ_contact_author_address ; Department of Chemistry and Biochemistry University of Texas at Austin 24th & Speedway Austin TX 78712-1167 UNITED STATES OF AMERICA ; _publ_contact_author_email SESSLER@MAIL.UTEXAS.EDU _publ_section_title ; Copper(II) and Oxovanadium(V) Complexes of Hexaphyrin(1.0.1.0.0.0) ; _publ_author_name 'Jonathan L. Sessler' # Attachment 'CUISOM2.CIF' data_cuisom2 _database_code_depnum_ccdc_archive 'CCDC 627899' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H42 Cl2 Cu2 N6' _chemical_formula_weight 756.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 22.6530(3) _cell_length_b 18.5580(3) _cell_length_c 17.2460(3) _cell_angle_alpha 90.00 _cell_angle_beta 128.2031(6) _cell_angle_gamma 90.00 _cell_volume 5697.31(15) _cell_formula_units_Z 8 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.764 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3136 _exptl_absorpt_coefficient_mu 1.723 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12599 _diffrn_reflns_av_R_equivalents 0.0247 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 27.47 _reflns_number_total 6526 _reflns_number_gt 5109 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0200P)^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 SHELXL _refine_ls_extinction_coef 0.00021(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6526 _refine_ls_number_parameters 327 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0590 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.1037 _refine_ls_wR_factor_gt 0.1003 _refine_ls_goodness_of_fit_ref 2.056 _refine_ls_restrained_S_all 2.074 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.460595(14) 0.591413(13) 0.649624(19) 0.02189(11) Uani 1 1 d . . . Cl1 Cl 0.59395(3) 0.59166(3) 0.76168(4) 0.02443(14) Uani 1 1 d . . . N1 N 0.44688(9) 0.69945(9) 0.63854(13) 0.0209(4) Uani 1 1 d . . . N2 N 0.39109(9) 0.60276(9) 0.50791(13) 0.0211(4) Uani 1 1 d . . . N3 N 0.45994(9) 0.48466(9) 0.63425(13) 0.0202(4) Uani 1 1 d . . . C1 C 0.46856(11) 0.75695(11) 0.69916(15) 0.0206(5) Uani 1 1 d . . . C2 C 0.41791(11) 0.81738(11) 0.64306(17) 0.0229(5) Uani 1 1 d . . . C3 C 0.36895(11) 0.79527(11) 0.54714(17) 0.0242(5) Uani 1 1 d . . . C4 C 0.38894(11) 0.72212(11) 0.54479(16) 0.0214(5) Uani 1 1 d . . . C5 C 0.36439(11) 0.66972(11) 0.47077(16) 0.0227(5) Uani 1 1 d . . . C6 C 0.32840(11) 0.66929(11) 0.36583(16) 0.0232(5) Uani 1 1 d . . . C7 C 0.33831(11) 0.60099(11) 0.34465(16) 0.0233(5) Uani 1 1 d . . . C8 C 0.37829(11) 0.56034(12) 0.43626(16) 0.0218(5) Uani 1 1 d . . . C9 C 0.40640(11) 0.49002(11) 0.45760(16) 0.0224(5) Uani 1 1 d . . . H9A H 0.3990 0.4631 0.4054 0.027 Uiso 1 1 calc R . . C10 C 0.44427(11) 0.45620(11) 0.54871(16) 0.0205(5) Uani 1 1 d . . . C11 C 0.47087(11) 0.38264(11) 0.56623(16) 0.0217(5) Uani 1 1 d . . . C12 C 0.50019(11) 0.36670(11) 0.66074(17) 0.0215(5) Uani 1 1 d . . . C13 C 0.49038(11) 0.43044(11) 0.70168(16) 0.0194(5) Uani 1 1 d . . . C14 C 0.40824(12) 0.88126(12) 0.68731(18) 0.0285(5) Uani 1 1 d . . . H14A H 0.3932 0.9237 0.6440 0.034 Uiso 1 1 calc R . . H14B H 0.4565 0.8924 0.7524 0.034 Uiso 1 1 calc R . . C15 C 0.34794(15) 0.86536(15) 0.6995(2) 0.0508(8) Uani 1 1 d . . . H15A H 0.3416 0.9076 0.7279 0.076 Uiso 1 1 calc R . . H15B H 0.3635 0.8240 0.7435 0.076 Uiso 1 1 calc R . . H15C H 0.3002 0.8544 0.6350 0.076 Uiso 1 1 calc R . . C16 C 0.30179(13) 0.83626(13) 0.46267(18) 0.0362(6) Uani 1 1 d . . . H16A H 0.3017 0.8849 0.4847 0.054 Uiso 1 1 calc R . . H16B H 0.2556 0.8111 0.4403 0.054 Uiso 1 1 calc R . . H16C H 0.3044 0.8394 0.4081 0.054 Uiso 1 1 calc R . . C17 C 0.29180(13) 0.73182(13) 0.29653(17) 0.0323(6) Uani 1 1 d . . . H17A H 0.2720 0.7163 0.2301 0.049 Uiso 1 1 calc R . . H17B H 0.3289 0.7702 0.3188 0.049 Uiso 1 1 calc R . . H17C H 0.2506 0.7499 0.2953 0.049 Uiso 1 1 calc R . . C18 C 0.31627(12) 0.57092(13) 0.24951(17) 0.0282(5) Uani 1 1 d . . . H18A H 0.3602 0.5461 0.2622 0.034 Uiso 1 1 calc R . . H18B H 0.3026 0.6112 0.2035 0.034 Uiso 1 1 calc R . . C19 C 0.25046(14) 0.51802(15) 0.20000(19) 0.0425(7) Uani 1 1 d . . . H19A H 0.2387 0.5007 0.1382 0.064 Uiso 1 1 calc R . . H19B H 0.2064 0.5424 0.1860 0.064 Uiso 1 1 calc R . . H19C H 0.2641 0.4771 0.2441 0.064 Uiso 1 1 calc R . . C20 C 0.46611(12) 0.33420(12) 0.49324(17) 0.0260(5) Uani 1 1 d . . . H20A H 0.5088 0.3000 0.5292 0.031 Uiso 1 1 calc R . . H20B H 0.4710 0.3637 0.4497 0.031 Uiso 1 1 calc R . . C21 C 0.39355(14) 0.29185(15) 0.4302(2) 0.0485(8) Uani 1 1 d . . . H21A H 0.3938 0.2615 0.3838 0.073 Uiso 1 1 calc R . . H21B H 0.3510 0.3253 0.3933 0.073 Uiso 1 1 calc R . . H21C H 0.3889 0.2614 0.4726 0.073 Uiso 1 1 calc R . . C22 C 0.54610(13) 0.30103(11) 0.71504(18) 0.0282(5) Uani 1 1 d . . . H22A H 0.5129 0.2592 0.6934 0.042 Uiso 1 1 calc R . . H22B H 0.5740 0.3082 0.7861 0.042 Uiso 1 1 calc R . . H22C H 0.5815 0.2926 0.7012 0.042 Uiso 1 1 calc R . . C1A C 0.3846(2) 0.8846(2) 0.1747(3) 0.0836(11) Uani 1 1 d . . . H1AA H 0.4216 0.8633 0.2409 0.100 Uiso 1 1 calc R . . H1AB H 0.4117 0.9169 0.1606 0.100 Uiso 1 1 calc R . . C2A C 0.32637(19) 0.92662(19) 0.1720(3) 0.0700(10) Uani 1 1 d . . . H2AA H 0.3017 0.8946 0.1902 0.084 Uiso 1 1 calc R . . H2AB H 0.3510 0.9663 0.2207 0.084 Uiso 1 1 calc R . . C3A C 0.26836(16) 0.95710(18) 0.0708(3) 0.0669(10) Uani 1 1 d . . . H3AA H 0.2926 0.9905 0.0533 0.080 Uiso 1 1 calc R . . H3AB H 0.2305 0.9845 0.0700 0.080 Uiso 1 1 calc R . . C4A C 0.23064(17) 0.89692(18) -0.0032(2) 0.0610(9) Uani 1 1 d . . . H4AA H 0.1937 0.9174 -0.0700 0.073 Uiso 1 1 calc R . . H4AB H 0.2031 0.8660 0.0116 0.073 Uiso 1 1 calc R . . C5A C 0.2866(2) 0.85173(18) -0.0016(2) 0.0679(10) Uani 1 1 d . . . H5AA H 0.2604 0.8107 -0.0476 0.082 Uiso 1 1 calc R . . H5AB H 0.3098 0.8811 -0.0243 0.082 Uiso 1 1 calc R . . C6A C 0.3447(3) 0.8248(2) 0.0967(3) 0.1209(18) Uani 1 1 d . . . H6AA H 0.3824 0.7983 0.0961 0.145 Uiso 1 1 calc R . . H6AB H 0.3221 0.7903 0.1153 0.145 Uiso 1 1 calc R . . C1B C 0.0342(3) 0.5056(3) 0.4515(4) 0.1159(18) Uani 1 1 d U . . H1BA H -0.0076 0.5129 0.3805 0.139 Uiso 1 1 calc R . . H1BB H 0.0818 0.5061 0.4606 0.139 Uiso 1 1 calc R . . C2B C 0.0347(3) 0.5673(4) 0.5112(5) 0.147(2) Uani 1 1 d U . . H2BA H 0.0826 0.5654 0.5792 0.177 Uiso 1 1 calc R . . H2BB H 0.0334 0.6136 0.4817 0.177 Uiso 1 1 calc R . . C3B C -0.0251(3) 0.5665(3) 0.5163(4) 0.1316(19) Uani 1 1 d U . . H3BA H -0.0724 0.5787 0.4507 0.158 Uiso 1 1 calc R . . H3BB H -0.0161 0.6040 0.5634 0.158 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02770(17) 0.01921(15) 0.01475(17) 0.00043(11) 0.01113(13) 0.00126(11) Cl1 0.0240(3) 0.0285(3) 0.0215(3) -0.0010(2) 0.0144(2) 0.0004(2) N1 0.0240(9) 0.0206(9) 0.0162(10) 0.0009(8) 0.0116(8) 0.0005(8) N2 0.0244(9) 0.0218(9) 0.0142(10) 0.0011(8) 0.0105(8) 0.0009(7) N3 0.0233(9) 0.0207(9) 0.0139(10) -0.0014(8) 0.0102(8) -0.0014(7) C1 0.0262(11) 0.0196(10) 0.0216(12) 0.0020(9) 0.0175(10) -0.0004(9) C2 0.0256(11) 0.0215(11) 0.0266(13) 0.0026(10) 0.0187(11) 0.0007(9) C3 0.0262(11) 0.0246(11) 0.0248(13) 0.0064(10) 0.0173(11) 0.0034(9) C4 0.0227(10) 0.0230(11) 0.0193(12) 0.0032(10) 0.0134(10) 0.0010(9) C5 0.0214(10) 0.0267(12) 0.0183(12) 0.0035(10) 0.0115(10) 0.0019(9) C6 0.0207(10) 0.0292(12) 0.0161(12) 0.0028(10) 0.0097(10) 0.0006(10) C7 0.0209(10) 0.0310(12) 0.0148(12) 0.0025(10) 0.0094(10) -0.0005(9) C8 0.0208(10) 0.0281(12) 0.0142(12) 0.0003(10) 0.0097(10) -0.0025(9) C9 0.0241(11) 0.0267(11) 0.0169(12) -0.0027(10) 0.0129(10) -0.0023(9) C10 0.0207(10) 0.0241(11) 0.0166(12) -0.0044(9) 0.0115(10) -0.0043(9) C11 0.0221(11) 0.0229(10) 0.0201(13) -0.0021(10) 0.0131(10) -0.0026(9) C12 0.0230(11) 0.0220(11) 0.0194(12) -0.0026(10) 0.0131(10) -0.0026(9) C13 0.0191(10) 0.0205(10) 0.0178(12) -0.0015(9) 0.0111(10) -0.0024(9) C14 0.0328(12) 0.0250(11) 0.0310(14) 0.0022(11) 0.0213(11) 0.0041(10) C15 0.0620(18) 0.0482(17) 0.072(2) -0.0079(16) 0.0567(19) 0.0003(14) C16 0.0379(13) 0.0330(13) 0.0306(15) 0.0050(12) 0.0177(12) 0.0114(11) C17 0.0357(12) 0.0353(13) 0.0220(13) 0.0063(11) 0.0158(11) 0.0077(11) C18 0.0316(12) 0.0325(12) 0.0172(13) 0.0016(10) 0.0134(11) -0.0003(10) C19 0.0406(14) 0.0546(17) 0.0256(15) -0.0126(13) 0.0171(12) -0.0117(13) C20 0.0323(12) 0.0268(11) 0.0223(13) -0.0020(10) 0.0186(11) 0.0010(10) C21 0.0497(16) 0.0531(17) 0.0486(19) -0.0317(15) 0.0333(15) -0.0212(14) C22 0.0350(12) 0.0255(12) 0.0269(14) 0.0008(10) 0.0206(11) 0.0049(10) C1A 0.091(3) 0.082(2) 0.051(2) 0.019(2) 0.030(2) 0.037(2) C2A 0.085(2) 0.064(2) 0.063(3) -0.0145(19) 0.047(2) 0.0022(19) C3A 0.0448(17) 0.070(2) 0.080(3) -0.015(2) 0.0359(19) 0.0056(16) C4A 0.0587(19) 0.084(2) 0.050(2) -0.0083(18) 0.0390(18) -0.0102(17) C5A 0.100(3) 0.063(2) 0.0329(19) 0.0113(16) 0.0372(19) 0.0304(19) C6A 0.175(4) 0.095(3) 0.067(3) 0.020(3) 0.062(3) 0.077(3) C1B 0.109(3) 0.162(4) 0.110(4) 0.049(3) 0.084(3) -0.003(3) C2B 0.118(4) 0.158(5) 0.187(6) 0.049(4) 0.105(4) -0.020(3) C3B 0.125(4) 0.156(4) 0.134(5) 0.044(4) 0.091(4) -0.003(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N2 1.9331(18) . ? Cu1 N3 1.9977(17) . ? Cu1 N1 2.0198(17) . ? Cu1 Cl1 2.3748(5) . ? Cu1 Cl1 2.4909(6) 2_656 ? Cu1 Cu1 2.7438(5) 2_656 ? Cl1 Cu1 2.4909(6) 2_656 ? N1 C1 1.356(3) . ? N1 C4 1.374(3) . ? N2 C8 1.337(3) . ? N2 C5 1.357(3) . ? N3 C13 1.360(3) . ? N3 C10 1.391(3) . ? C1 C1 1.419(4) 2_656 ? C1 C2 1.462(3) . ? C2 C3 1.366(3) . ? C2 C14 1.497(3) . ? C3 C4 1.439(3) . ? C3 C16 1.508(3) . ? C4 C5 1.416(3) . ? C5 C6 1.454(3) . ? C6 C7 1.375(3) . ? C6 C17 1.495(3) . ? C7 C8 1.454(3) . ? C7 C18 1.497(3) . ? C8 C9 1.398(3) . ? C9 C10 1.390(3) . ? C9 H9A 0.9500 . ? C10 C11 1.447(3) . ? C11 C12 1.359(3) . ? C11 C20 1.495(3) . ? C12 C13 1.463(3) . ? C12 C22 1.496(3) . ? C13 C13 1.438(4) 2_656 ? C14 C15 1.534(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.530(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.514(3) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C1A C2A 1.509(5) . ? C1A C6A 1.534(5) . ? C1A H1AA 0.9900 . ? C1A H1AB 0.9900 . ? C2A C3A 1.502(5) . ? C2A H2AA 0.9900 . ? C2A H2AB 0.9900 . ? C3A C4A 1.502(4) . ? C3A H3AA 0.9900 . ? C3A H3AB 0.9900 . ? C4A C5A 1.507(4) . ? C4A H4AA 0.9900 . ? C4A H4AB 0.9900 . ? C5A C6A 1.448(5) . ? C5A H5AA 0.9900 . ? C5A H5AB 0.9900 . ? C6A H6AA 0.9900 . ? C6A H6AB 0.9900 . ? C1B C3B 1.511(6) 5_566 ? C1B C2B 1.534(7) . ? C1B H1BA 0.9900 . ? C1B H1BB 0.9900 . ? C2B C3B 1.412(6) . ? C2B H2BA 0.9900 . ? C2B H2BB 0.9900 . ? C3B C1B 1.511(6) 5_566 ? C3B H3BA 0.9900 . ? C3B H3BB 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cu1 N3 90.39(7) . . ? N2 Cu1 N1 79.33(7) . . ? N3 Cu1 N1 169.68(7) . . ? N2 Cu1 Cl1 131.31(5) . . ? N3 Cu1 Cl1 90.64(5) . . ? N1 Cu1 Cl1 96.83(5) . . ? N2 Cu1 Cl1 116.79(5) . 2_656 ? N3 Cu1 Cl1 96.75(5) . 2_656 ? N1 Cu1 Cl1 87.17(5) . 2_656 ? Cl1 Cu1 Cl1 111.393(16) . 2_656 ? N2 Cu1 Cu1 168.78(5) . 2_656 ? N3 Cu1 Cu1 96.49(5) . 2_656 ? N1 Cu1 Cu1 93.52(5) . 2_656 ? Cl1 Cu1 Cu1 57.701(16) . 2_656 ? Cl1 Cu1 Cu1 53.693(15) 2_656 2_656 ? Cu1 Cl1 Cu1 68.606(16) . 2_656 ? C1 N1 C4 107.05(17) . . ? C1 N1 Cu1 138.35(15) . . ? C4 N1 Cu1 113.22(14) . . ? C8 N2 C5 108.93(18) . . ? C8 N2 Cu1 130.23(14) . . ? C5 N2 Cu1 118.24(14) . . ? C13 N3 C10 106.74(17) . . ? C13 N3 Cu1 131.47(14) . . ? C10 N3 Cu1 119.57(14) . . ? N1 C1 C1 124.13(13) . 2_656 ? N1 C1 C2 109.37(18) . . ? C1 C1 C2 126.50(14) 2_656 . ? C3 C2 C1 106.74(18) . . ? C3 C2 C14 126.2(2) . . ? C1 C2 C14 124.9(2) . . ? C2 C3 C4 106.46(18) . . ? C2 C3 C16 126.6(2) . . ? C4 C3 C16 126.6(2) . . ? N1 C4 C5 114.02(18) . . ? N1 C4 C3 110.11(19) . . ? C5 C4 C3 135.9(2) . . ? N2 C5 C4 113.04(19) . . ? N2 C5 C6 108.99(18) . . ? C4 C5 C6 136.95(19) . . ? C7 C6 C5 106.11(18) . . ? C7 C6 C17 127.1(2) . . ? C5 C6 C17 126.7(2) . . ? C6 C7 C8 106.5(2) . . ? C6 C7 C18 129.5(2) . . ? C8 C7 C18 124.0(2) . . ? N2 C8 C9 120.2(2) . . ? N2 C8 C7 109.39(19) . . ? C9 C8 C7 130.3(2) . . ? C10 C9 C8 125.6(2) . . ? C10 C9 H9A 117.2 . . ? C8 C9 H9A 117.2 . . ? C9 C10 N3 127.02(19) . . ? C9 C10 C11 123.3(2) . . ? N3 C10 C11 109.68(18) . . ? C12 C11 C10 106.70(19) . . ? C12 C11 C20 127.3(2) . . ? C10 C11 C20 126.0(2) . . ? C11 C12 C13 107.19(18) . . ? C11 C12 C22 124.3(2) . . ? C13 C12 C22 127.6(2) . . ? N3 C13 C13 128.39(13) . 2_656 ? N3 C13 C12 109.48(18) . . ? C13 C13 C12 122.10(14) 2_656 . ? C2 C14 C15 109.94(19) . . ? C2 C14 H14A 109.7 . . ? C15 C14 H14A 109.7 . . ? C2 C14 H14B 109.7 . . ? C15 C14 H14B 109.7 . . ? H14A C14 H14B 108.2 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C3 C16 H16A 109.5 . . ? C3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C6 C17 H17A 109.5 . . ? C6 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C6 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C7 C18 C19 113.59(19) . . ? C7 C18 H18A 108.8 . . ? C19 C18 H18A 108.8 . . ? C7 C18 H18B 108.8 . . ? C19 C18 H18B 108.8 . . ? H18A C18 H18B 107.7 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C11 C20 C21 113.46(18) . . ? C11 C20 H20A 108.9 . . ? C21 C20 H20A 108.9 . . ? C11 C20 H20B 108.9 . . ? C21 C20 H20B 108.9 . . ? H20A C20 H20B 107.7 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C12 C22 H22A 109.5 . . ? C12 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C12 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C2A C1A C6A 108.5(3) . . ? C2A C1A H1AA 110.0 . . ? C6A C1A H1AA 110.0 . . ? C2A C1A H1AB 110.0 . . ? C6A C1A H1AB 110.0 . . ? H1AA C1A H1AB 108.4 . . ? C3A C2A C1A 110.5(3) . . ? C3A C2A H2AA 109.5 . . ? C1A C2A H2AA 109.5 . . ? C3A C2A H2AB 109.5 . . ? C1A C2A H2AB 109.5 . . ? H2AA C2A H2AB 108.1 . . ? C2A C3A C4A 109.6(3) . . ? C2A C3A H3AA 109.7 . . ? C4A C3A H3AA 109.7 . . ? C2A C3A H3AB 109.7 . . ? C4A C3A H3AB 109.7 . . ? H3AA C3A H3AB 108.2 . . ? C3A C4A C5A 111.6(3) . . ? C3A C4A H4AA 109.3 . . ? C5A C4A H4AA 109.3 . . ? C3A C4A H4AB 109.3 . . ? C5A C4A H4AB 109.3 . . ? H4AA C4A H4AB 108.0 . . ? C6A C5A C4A 111.0(3) . . ? C6A C5A H5AA 109.4 . . ? C4A C5A H5AA 109.4 . . ? C6A C5A H5AB 109.4 . . ? C4A C5A H5AB 109.4 . . ? H5AA C5A H5AB 108.0 . . ? C5A C6A C1A 113.1(3) . . ? C5A C6A H6AA 109.0 . . ? C1A C6A H6AA 109.0 . . ? C5A C6A H6AB 109.0 . . ? C1A C6A H6AB 109.0 . . ? H6AA C6A H6AB 107.8 . . ? C3B C1B C2B 111.1(4) 5_566 . ? C3B C1B H1BA 109.4 5_566 . ? C2B C1B H1BA 109.4 . . ? C3B C1B H1BB 109.4 5_566 . ? C2B C1B H1BB 109.4 . . ? H1BA C1B H1BB 108.0 . . ? C3B C2B C1B 115.2(5) . . ? C3B C2B H2BA 108.5 . . ? C1B C2B H2BA 108.5 . . ? C3B C2B H2BB 108.5 . . ? C1B C2B H2BB 108.5 . . ? H2BA C2B H2BB 107.5 . . ? C2B C3B C1B 112.7(5) . 5_566 ? C2B C3B H3BA 109.1 . . ? C1B C3B H3BA 109.1 5_566 . ? C2B C3B H3BB 109.1 . . ? C1B C3B H3BB 109.1 5_566 . ? H3BA C3B H3BB 107.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Cu1 Cl1 Cu1 171.64(7) . . . 2_656 ? N3 Cu1 Cl1 Cu1 -97.28(5) . . . 2_656 ? N1 Cu1 Cl1 Cu1 89.85(5) . . . 2_656 ? Cl1 Cu1 Cl1 Cu1 0.22(3) 2_656 . . 2_656 ? N2 Cu1 N1 C1 175.4(2) . . . . ? N3 Cu1 N1 C1 170.1(3) . . . . ? Cl1 Cu1 N1 C1 -53.8(2) . . . . ? Cl1 Cu1 N1 C1 57.4(2) 2_656 . . . ? Cu1 Cu1 N1 C1 4.1(2) 2_656 . . . ? N2 Cu1 N1 C4 11.11(13) . . . . ? N3 Cu1 N1 C4 5.8(4) . . . . ? Cl1 Cu1 N1 C4 141.95(13) . . . . ? Cl1 Cu1 N1 C4 -106.83(13) 2_656 . . . ? Cu1 Cu1 N1 C4 -160.18(13) 2_656 . . . ? N3 Cu1 N2 C8 -25.23(18) . . . . ? N1 Cu1 N2 C8 155.71(19) . . . . ? Cl1 Cu1 N2 C8 66.0(2) . . . . ? Cl1 Cu1 N2 C8 -123.00(17) 2_656 . . . ? Cu1 Cu1 N2 C8 -153.24(18) 2_656 . . . ? N3 Cu1 N2 C5 175.22(15) . . . . ? N1 Cu1 N2 C5 -3.84(14) . . . . ? Cl1 Cu1 N2 C5 -93.58(15) . . . . ? Cl1 Cu1 N2 C5 77.46(15) 2_656 . . . ? Cu1 Cu1 N2 C5 47.2(3) 2_656 . . . ? N2 Cu1 N3 C13 -172.69(17) . . . . ? N1 Cu1 N3 C13 -167.5(3) . . . . ? Cl1 Cu1 N3 C13 55.99(17) . . . . ? Cl1 Cu1 N3 C13 -55.64(17) 2_656 . . . ? Cu1 Cu1 N3 C13 -1.56(17) 2_656 . . . ? N2 Cu1 N3 C10 26.66(15) . . . . ? N1 Cu1 N3 C10 31.8(4) . . . . ? Cl1 Cu1 N3 C10 -104.66(14) . . . . ? Cl1 Cu1 N3 C10 143.70(13) 2_656 . . . ? Cu1 Cu1 N3 C10 -162.22(13) 2_656 . . . ? C4 N1 C1 C1 -174.3(2) . . . 2_656 ? Cu1 N1 C1 C1 20.8(4) . . . 2_656 ? C4 N1 C1 C2 5.2(2) . . . . ? Cu1 N1 C1 C2 -159.72(15) . . . . ? N1 C1 C2 C3 -3.6(2) . . . . ? C1 C1 C2 C3 175.9(2) 2_656 . . . ? N1 C1 C2 C14 160.43(19) . . . . ? C1 C1 C2 C14 -20.1(4) 2_656 . . . ? C1 C2 C3 C4 0.5(2) . . . . ? C14 C2 C3 C4 -163.23(19) . . . . ? C1 C2 C3 C16 174.1(2) . . . . ? C14 C2 C3 C16 10.4(3) . . . . ? C1 N1 C4 C5 174.42(17) . . . . ? Cu1 N1 C4 C5 -16.5(2) . . . . ? C1 N1 C4 C3 -4.9(2) . . . . ? Cu1 N1 C4 C3 164.25(13) . . . . ? C2 C3 C4 N1 2.6(2) . . . . ? C16 C3 C4 N1 -171.0(2) . . . . ? C2 C3 C4 C5 -176.4(2) . . . . ? C16 C3 C4 C5 9.9(4) . . . . ? C8 N2 C5 C4 -167.56(16) . . . . ? Cu1 N2 C5 C4 -3.9(2) . . . . ? C8 N2 C5 C6 2.9(2) . . . . ? Cu1 N2 C5 C6 166.54(12) . . . . ? N1 C4 C5 N2 13.4(3) . . . . ? C3 C4 C5 N2 -167.5(2) . . . . ? N1 C4 C5 C6 -153.3(2) . . . . ? C3 C4 C5 C6 25.7(4) . . . . ? N2 C5 C6 C7 -2.8(2) . . . . ? C4 C5 C6 C7 164.4(2) . . . . ? N2 C5 C6 C17 -179.76(19) . . . . ? C4 C5 C6 C17 -12.6(4) . . . . ? C5 C6 C7 C8 1.5(2) . . . . ? C17 C6 C7 C8 178.5(2) . . . . ? C5 C6 C7 C18 -176.7(2) . . . . ? C17 C6 C7 C18 0.3(4) . . . . ? C5 N2 C8 C9 174.40(18) . . . . ? Cu1 N2 C8 C9 13.4(3) . . . . ? C5 N2 C8 C7 -2.0(2) . . . . ? Cu1 N2 C8 C7 -162.96(13) . . . . ? C6 C7 C8 N2 0.2(2) . . . . ? C18 C7 C8 N2 178.54(18) . . . . ? C6 C7 C8 C9 -175.7(2) . . . . ? C18 C7 C8 C9 2.7(3) . . . . ? N2 C8 C9 C10 4.4(3) . . . . ? C7 C8 C9 C10 179.8(2) . . . . ? C8 C9 C10 N3 1.4(3) . . . . ? C8 C9 C10 C11 178.69(19) . . . . ? C13 N3 C10 C9 173.54(19) . . . . ? Cu1 N3 C10 C9 -21.5(3) . . . . ? C13 N3 C10 C11 -4.1(2) . . . . ? Cu1 N3 C10 C11 160.93(13) . . . . ? C9 C10 C11 C12 -175.94(19) . . . . ? N3 C10 C11 C12 1.8(2) . . . . ? C9 C10 C11 C20 3.7(3) . . . . ? N3 C10 C11 C20 -178.56(18) . . . . ? C10 C11 C12 C13 1.1(2) . . . . ? C20 C11 C12 C13 -178.57(19) . . . . ? C10 C11 C12 C22 -168.59(19) . . . . ? C20 C11 C12 C22 11.7(3) . . . . ? C10 N3 C13 C13 -173.6(2) . . . 2_656 ? Cu1 N3 C13 C13 23.9(3) . . . 2_656 ? C10 N3 C13 C12 4.7(2) . . . . ? Cu1 N3 C13 C12 -157.78(14) . . . . ? C11 C12 C13 N3 -3.7(2) . . . . ? C22 C12 C13 N3 165.53(19) . . . . ? C11 C12 C13 C13 174.8(2) . . . 2_656 ? C22 C12 C13 C13 -16.0(3) . . . 2_656 ? C3 C2 C14 C15 73.3(3) . . . . ? C1 C2 C14 C15 -87.6(3) . . . . ? C6 C7 C18 C19 -108.3(3) . . . . ? C8 C7 C18 C19 73.7(3) . . . . ? C12 C11 C20 C21 91.2(3) . . . . ? C10 C11 C20 C21 -88.4(3) . . . . ? C6A C1A C2A C3A -57.7(4) . . . . ? C1A C2A C3A C4A 59.4(4) . . . . ? C2A C3A C4A C5A -57.1(4) . . . . ? C3A C4A C5A C6A 55.0(4) . . . . ? C4A C5A C6A C1A -54.8(5) . . . . ? C2A C1A C6A C5A 56.3(5) . . . . ? C3B C1B C2B C3B -50.3(7) 5_566 . . . ? C1B C2B C3B C1B 51.1(7) . . . 5_566 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.785 _refine_diff_density_min -0.533 _refine_diff_density_rms 0.068 # Attachment 'ISOAMVO.CIF' data_isoamvo _database_code_depnum_ccdc_archive 'CCDC 627900' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H53 N6 O, V O2' _chemical_formula_sum 'C44 H53 N6 O3 V' _chemical_formula_weight 764.86 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' V V 0.3005 0.5294 '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 12.6960(5) _cell_length_b 12.8190(5) _cell_length_c 13.9100(6) _cell_angle_alpha 74.891(2) _cell_angle_beta 65.9560(19) _cell_angle_gamma 81.4270(19) _cell_volume 1993.60(14) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 4911 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description plates _exptl_crystal_colour black _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.274 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 812 _exptl_absorpt_coefficient_mu 0.296 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10519 _diffrn_reflns_av_R_equivalents 0.0644 _diffrn_reflns_av_sigmaI/netI 0.1733 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 24.93 _reflns_number_total 6900 _reflns_number_gt 3386 _reflns_threshold_expression >2sigma(I) _publ_section_references ; Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. Sir97. (1999) J. Appl. Cryst. 32, 115-119. Otwinowski, Z. and Minor, W. (1997). Methods in Enzymology, 276, Macromolecular Crystallography, part A, 307-326, C. W. Carter, Jr. and R. M. Sweets, Eds., Academic Press. Sheldrick, G. M. (1998). SHELXTL/PC. Release 5.10. Siemens Analytical X-ray Instruments, Inc., Madison, WI, USA. ; _computing_data_collection 'Collect software, Nonius B.V. 1998' _computing_cell_refinement 'Collect software, Nonius B.V. 1998' _computing_data_reduction ; DENZO and Scalepack (Otwinoski and Minor, 1997) ; _computing_structure_solution ; SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R. ; _computing_structure_refinement 'XL SHELXTL/PC, Siemens Analytical' _computing_molecular_graphics 'XP SHELXTL/PC, Siemens Analytical' _computing_publication_material ? _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. One of the methyl groups on an ethyl group was found to be disordered. The disorder was modeled by assigning the variable x to the site occupancy factor for one methyl position defined by C32 and (1-x) for the site occupancy factor for the alternate position defined by C32A. A common isotropic displacement parameter was refined for both C32 and C32A. In this way, the site occupancy factor for C32 was estimated to be 68(2)%. ; _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^)+(0.0200P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6900 _refine_ls_number_parameters 508 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1803 _refine_ls_R_factor_gt 0.0714 _refine_ls_wR_factor_ref 0.1278 _refine_ls_wR_factor_gt 0.1040 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.118 _refine_ls_shift/su_max 0.010 _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 V1 V 0.62173(7) 0.43740(6) 0.13712(6) 0.0345(2) Uani 1 1 d . . . O1 O 0.6240(2) 0.4354(2) 0.2534(2) 0.0395(7) Uani 1 1 d . . . O2 O 0.5309(2) 0.3529(2) 0.1537(2) 0.0400(8) Uani 1 1 d . . . O3 O 0.8020(3) 0.2970(2) 0.2581(2) 0.0421(8) Uani 1 1 d . . . H3O H 0.7453 0.3492 0.2635 0.26(5) Uiso 1 1 d R . . N1 N 0.6950(3) 0.5326(3) -0.0152(3) 0.0344(9) Uani 1 1 d . . . N2 N 0.5145(3) 0.5775(3) 0.1352(3) 0.0355(9) Uani 1 1 d . . . N3 N 0.3659(3) 0.4389(3) 0.3321(3) 0.0383(9) Uani 1 1 d . . . H3N H 0.3939 0.4043 0.2810 0.046 Uiso 1 1 calc R . . N4 N 0.4153(3) 0.2221(3) 0.4091(3) 0.0371(9) Uani 1 1 d . . . N5 N 0.6313(3) 0.1632(3) 0.2830(3) 0.0361(9) Uani 1 1 d . . . H5A H 0.5985 0.2165 0.3132 0.043 Uiso 1 1 calc R . . N6 N 0.7769(3) 0.3476(2) 0.0889(3) 0.0339(9) Uani 1 1 d . . . C1 C 0.7967(4) 0.5219(4) -0.1008(3) 0.0410(12) Uani 1 1 d . . . C2 C 0.8082(5) 0.6183(4) -0.1898(4) 0.0487(13) Uani 1 1 d . . . C3 C 0.7142(4) 0.6859(4) -0.1524(4) 0.0441(13) Uani 1 1 d . . . C4 C 0.6425(4) 0.6311(3) -0.0426(3) 0.0361(11) Uani 1 1 d . . . C5 C 0.5415(4) 0.6563(3) 0.0384(3) 0.0367(11) Uani 1 1 d . . . C6 C 0.4521(4) 0.7423(3) 0.0542(4) 0.0435(12) Uani 1 1 d . . . C7 C 0.3751(4) 0.7153(4) 0.1598(4) 0.0447(12) Uani 1 1 d . . . C8 C 0.4171(4) 0.6125(3) 0.2086(4) 0.0367(11) Uani 1 1 d . . . C9 C 0.3642(4) 0.5489(3) 0.3174(4) 0.0396(11) Uani 1 1 d . . . C10 C 0.3132(4) 0.5725(3) 0.4200(4) 0.0412(12) Uani 1 1 d . . . C11 C 0.2828(4) 0.4738(4) 0.4965(3) 0.0373(11) Uani 1 1 d . . . C12 C 0.3166(4) 0.3918(3) 0.4398(3) 0.0358(11) Uani 1 1 d . . . C13 C 0.3185(4) 0.2747(3) 0.4673(3) 0.0358(11) Uani 1 1 d . . . C14 C 0.2308(4) 0.1997(4) 0.5360(3) 0.0382(11) Uani 1 1 d . . . C15 C 0.2778(4) 0.0981(4) 0.5156(3) 0.0403(12) Uani 1 1 d . . . C16 C 0.3923(4) 0.1124(3) 0.4378(3) 0.0324(11) Uani 1 1 d . . . C17 C 0.4747(4) 0.0405(3) 0.3863(3) 0.0379(11) Uani 1 1 d . . . H17A H 0.4545 -0.0311 0.4059 0.045 Uiso 1 1 calc R . . C18 C 0.5846(4) 0.0632(3) 0.3085(3) 0.0348(11) Uani 1 1 d . . . C19 C 0.6657(4) -0.0020(3) 0.2418(4) 0.0386(11) Uani 1 1 d . . . C20 C 0.7586(4) 0.0607(3) 0.1729(3) 0.0383(11) Uani 1 1 d . . . C21 C 0.7348(4) 0.1624(3) 0.2040(3) 0.0324(11) Uani 1 1 d . . . C22 C 0.8116(4) 0.2587(3) 0.1676(3) 0.0360(11) Uani 1 1 d . . . C23 C 0.9363(4) 0.2330(3) 0.1061(4) 0.0387(11) Uani 1 1 d . . . C24 C 0.9691(4) 0.2887(3) 0.0051(4) 0.0344(11) Uani 1 1 d . . . C25 C 0.8692(4) 0.3601(3) -0.0032(3) 0.0342(11) Uani 1 1 d . . . C26 C 0.8767(4) 0.4394(4) -0.0971(3) 0.0448(12) Uani 1 1 d . . . H26A H 0.9403 0.4351 -0.1605 0.054 Uiso 1 1 calc R . . C27 C 0.9136(5) 0.6375(4) -0.2941(4) 0.0726(17) Uani 1 1 d . . . H27A H 0.9078 0.7108 -0.3345 0.087 Uiso 1 1 calc R . . H27B H 0.9818 0.6307 -0.2776 0.087 Uiso 1 1 calc R . . C28 C 0.9269(5) 0.5597(5) -0.3627(4) 0.0870(19) Uani 1 1 d . . . H28A H 0.9262 0.4870 -0.3211 0.131 Uiso 1 1 calc R . . H28B H 0.9988 0.5701 -0.4241 0.131 Uiso 1 1 calc R . . H28C H 0.8643 0.5723 -0.3868 0.131 Uiso 1 1 calc R . . C29 C 0.6915(4) 0.7962(4) -0.2125(4) 0.0587(14) Uani 1 1 d . . . H29A H 0.6866 0.8488 -0.1727 0.088 Uiso 1 1 calc R . . H29B H 0.6200 0.7981 -0.2214 0.088 Uiso 1 1 calc R . . H29C H 0.7533 0.8124 -0.2822 0.088 Uiso 1 1 calc R . . C30 C 0.4393(5) 0.8404(4) -0.0286(4) 0.0762(17) Uani 1 1 d . . . H30A H 0.3636 0.8742 -0.0005 0.114 Uiso 1 1 calc R . . H30B H 0.4496 0.8187 -0.0931 0.114 Uiso 1 1 calc R . . H30C H 0.4964 0.8907 -0.0451 0.114 Uiso 1 1 calc R . . C31 C 0.2605(5) 0.7721(4) 0.2092(4) 0.0728(17) Uani 1 1 d . . . H31A H 0.2239 0.7302 0.2812 0.087 Uiso 1 1 d R . . H31B H 0.2139 0.7697 0.1702 0.087 Uiso 0.62 1 d PR . . H31C H 0.2727 0.8424 0.2142 0.087 Uiso 0.38 1 d PR . . C32 C 0.2556(7) 0.8807(6) 0.2189(6) 0.068(3) Uani 0.62 1 d P . . H32A H 0.2908 0.9246 0.1477 0.101 Uiso 0.62 1 d PR . . H32B H 0.2977 0.8845 0.2616 0.101 Uiso 0.62 1 d PR . . H32C H 0.1772 0.9066 0.2519 0.101 Uiso 0.62 1 d PR . . C32A C 0.1867(12) 0.7837(12) 0.1613(12) 0.080(5) Uani 0.38 1 d P . . H32D H 0.1411 0.8501 0.1693 0.120 Uiso 0.38 1 d PR . . H32E H 0.1369 0.7240 0.1922 0.120 Uiso 0.38 1 d PR . . H32F H 0.2304 0.7857 0.0860 0.120 Uiso 0.38 1 d PR . . C33 C 0.3127(5) 0.6778(4) 0.4491(4) 0.0660(16) Uani 1 1 d . . . H33A H 0.2440 0.6845 0.5128 0.079 Uiso 1 1 calc R . . H33B H 0.3096 0.7372 0.3905 0.079 Uiso 1 1 calc R . . C34 C 0.4180(5) 0.6855(4) 0.4707(4) 0.0795(19) Uani 1 1 d . . . H34A H 0.4202 0.6279 0.5300 0.119 Uiso 1 1 calc R . . H34B H 0.4147 0.7538 0.4883 0.119 Uiso 1 1 calc R . . H34C H 0.4862 0.6797 0.4075 0.119 Uiso 1 1 calc R . . C35 C 0.2378(4) 0.4576(4) 0.6163(3) 0.0540(14) Uani 1 1 d . . . H35A H 0.2315 0.3817 0.6486 0.081 Uiso 1 1 calc R . . H35B H 0.1631 0.4940 0.6415 0.081 Uiso 1 1 calc R . . H35C H 0.2898 0.4868 0.6357 0.081 Uiso 1 1 calc R . . C36 C 0.1100(4) 0.2272(4) 0.6090(4) 0.0565(14) Uani 1 1 d . . . H36A H 0.0560 0.1893 0.6001 0.085 Uiso 1 1 calc R . . H36B H 0.0937 0.3037 0.5909 0.085 Uiso 1 1 calc R . . H36C H 0.1034 0.2063 0.6827 0.085 Uiso 1 1 calc R . . C37 C 0.2173(4) -0.0055(4) 0.5620(4) 0.0505(13) Uani 1 1 d . . . H37A H 0.1615 -0.0046 0.6345 0.061 Uiso 1 1 calc R . . H37B H 0.2733 -0.0648 0.5672 0.061 Uiso 1 1 calc R . . C38 C 0.1558(5) -0.0260(4) 0.4963(5) 0.088(2) Uani 1 1 d . . . H38A H 0.1001 0.0323 0.4907 0.133 Uiso 1 1 calc R . . H38B H 0.1172 -0.0927 0.5311 0.133 Uiso 1 1 calc R . . H38C H 0.2109 -0.0306 0.4254 0.133 Uiso 1 1 calc R . . C39 C 0.6512(4) -0.1172(3) 0.2459(4) 0.0494(13) Uani 1 1 d . . . H39A H 0.6033 -0.1510 0.3192 0.059 Uiso 1 1 calc R . . H39B H 0.7263 -0.1553 0.2279 0.059 Uiso 1 1 calc R . . C40 C 0.5981(5) -0.1302(4) 0.1712(5) 0.0776(18) Uani 1 1 d . . . H40A H 0.5236 -0.0927 0.1882 0.116 Uiso 1 1 calc R . . H40B H 0.5896 -0.2056 0.1797 0.116 Uiso 1 1 calc R . . H40C H 0.6470 -0.1005 0.0979 0.116 Uiso 1 1 calc R . . C41 C 0.8595(4) 0.0252(4) 0.0822(4) 0.0578(14) Uani 1 1 d . . . H41A H 0.9122 -0.0205 0.1103 0.087 Uiso 1 1 calc R . . H41B H 0.8982 0.0876 0.0311 0.087 Uiso 1 1 calc R . . H41C H 0.8328 -0.0140 0.0471 0.087 Uiso 1 1 calc R . . C42 C 1.0072(4) 0.1588(4) 0.1616(4) 0.0527(13) Uani 1 1 d . . . H42A H 1.0821 0.1447 0.1091 0.079 Uiso 1 1 calc R . . H42B H 0.9695 0.0919 0.1992 0.079 Uiso 1 1 calc R . . H42C H 1.0155 0.1921 0.2123 0.079 Uiso 1 1 calc R . . C43 C 1.0841(4) 0.2890(3) -0.0835(3) 0.0440(12) Uani 1 1 d . . . H43A H 1.0742 0.2971 -0.1507 0.053 Uiso 1 1 calc R . . H43B H 1.1247 0.2199 -0.0704 0.053 Uiso 1 1 calc R . . C44 C 1.1574(4) 0.3788(4) -0.0957(4) 0.0679(16) Uani 1 1 d . . . H44A H 1.1189 0.4477 -0.1110 0.102 Uiso 1 1 calc R . . H44B H 1.2310 0.3746 -0.1539 0.102 Uiso 1 1 calc R . . H44C H 1.1686 0.3707 -0.0299 0.102 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 V1 0.0403(5) 0.0318(5) 0.0299(5) -0.0027(4) -0.0131(4) -0.0055(4) O1 0.046(2) 0.0430(18) 0.0320(17) -0.0067(14) -0.0189(16) -0.0011(15) O2 0.042(2) 0.0375(18) 0.0403(19) -0.0103(15) -0.0129(16) -0.0085(15) O3 0.050(2) 0.0467(19) 0.0332(19) -0.0053(15) -0.0199(16) -0.0076(17) N1 0.043(3) 0.026(2) 0.033(2) -0.0028(18) -0.017(2) 0.0000(19) N2 0.043(3) 0.036(2) 0.027(2) -0.0052(19) -0.015(2) -0.0032(19) N3 0.041(3) 0.040(2) 0.033(2) -0.0133(19) -0.010(2) -0.0032(19) N4 0.038(3) 0.033(2) 0.038(2) -0.0075(19) -0.013(2) 0.0006(19) N5 0.036(3) 0.026(2) 0.039(2) -0.0038(18) -0.009(2) -0.0018(18) N6 0.040(3) 0.029(2) 0.030(2) -0.0012(17) -0.012(2) -0.0058(18) C1 0.047(4) 0.044(3) 0.027(3) -0.003(2) -0.011(3) -0.006(3) C2 0.060(4) 0.047(3) 0.033(3) 0.002(3) -0.017(3) -0.009(3) C3 0.062(4) 0.037(3) 0.033(3) 0.005(2) -0.021(3) -0.017(3) C4 0.042(3) 0.034(3) 0.035(3) -0.006(2) -0.018(3) -0.005(2) C5 0.049(3) 0.033(3) 0.032(3) -0.004(2) -0.022(3) -0.002(2) C6 0.058(4) 0.038(3) 0.038(3) -0.011(2) -0.022(3) 0.002(3) C7 0.046(3) 0.046(3) 0.043(3) -0.016(3) -0.018(3) 0.008(3) C8 0.040(3) 0.040(3) 0.033(3) -0.010(2) -0.017(3) -0.001(2) C9 0.044(3) 0.037(3) 0.038(3) -0.008(2) -0.017(3) 0.002(2) C10 0.043(3) 0.041(3) 0.041(3) -0.015(3) -0.017(3) 0.006(2) C11 0.032(3) 0.047(3) 0.030(3) -0.011(2) -0.007(2) -0.003(2) C12 0.033(3) 0.045(3) 0.026(3) -0.007(2) -0.008(2) -0.003(2) C13 0.035(3) 0.042(3) 0.029(3) -0.007(2) -0.012(2) -0.004(2) C14 0.028(3) 0.051(3) 0.030(3) -0.003(2) -0.007(2) -0.010(2) C15 0.035(3) 0.048(3) 0.036(3) -0.003(2) -0.014(3) -0.009(3) C16 0.035(3) 0.030(3) 0.029(3) 0.000(2) -0.013(2) -0.004(2) C17 0.049(3) 0.028(3) 0.035(3) 0.004(2) -0.019(3) -0.009(2) C18 0.034(3) 0.027(3) 0.036(3) 0.003(2) -0.010(3) -0.007(2) C19 0.037(3) 0.031(3) 0.044(3) -0.002(2) -0.015(3) -0.005(2) C20 0.039(3) 0.037(3) 0.033(3) -0.005(2) -0.010(3) -0.002(2) C21 0.033(3) 0.031(3) 0.027(3) 0.002(2) -0.010(2) -0.003(2) C22 0.035(3) 0.032(3) 0.035(3) -0.002(2) -0.011(2) -0.003(2) C23 0.032(3) 0.033(3) 0.048(3) -0.007(2) -0.013(3) -0.004(2) C24 0.030(3) 0.031(3) 0.035(3) -0.005(2) -0.006(2) -0.006(2) C25 0.039(3) 0.029(3) 0.029(3) -0.005(2) -0.007(3) -0.007(2) C26 0.054(4) 0.047(3) 0.022(3) -0.007(3) -0.004(2) -0.001(3) C27 0.094(5) 0.063(4) 0.032(3) 0.002(3) -0.010(3) 0.015(3) C28 0.071(5) 0.131(6) 0.052(4) -0.015(4) -0.021(3) -0.007(4) C29 0.065(4) 0.049(3) 0.046(3) 0.013(3) -0.017(3) -0.012(3) C30 0.103(5) 0.063(4) 0.048(4) -0.007(3) -0.031(3) 0.035(3) C31 0.082(5) 0.072(4) 0.050(4) -0.008(3) -0.024(4) 0.028(3) C32 0.084(7) 0.053(6) 0.060(6) -0.021(5) -0.024(5) 0.019(5) C32A 0.046(10) 0.123(14) 0.080(11) -0.015(10) -0.041(9) 0.007(9) C33 0.103(5) 0.047(3) 0.044(3) -0.011(3) -0.027(3) 0.005(3) C34 0.110(5) 0.066(4) 0.064(4) -0.009(3) -0.026(4) -0.039(4) C35 0.058(4) 0.061(3) 0.036(3) -0.014(3) -0.009(3) -0.002(3) C36 0.045(4) 0.065(4) 0.050(3) -0.013(3) -0.007(3) -0.008(3) C37 0.042(3) 0.055(3) 0.042(3) 0.000(3) -0.005(3) -0.019(3) C38 0.098(5) 0.070(4) 0.119(5) 0.004(4) -0.069(5) -0.031(4) C39 0.048(3) 0.039(3) 0.060(3) -0.010(3) -0.017(3) -0.009(2) C40 0.090(5) 0.058(4) 0.107(5) -0.022(3) -0.055(4) -0.014(3) C41 0.053(4) 0.050(3) 0.060(4) -0.017(3) -0.005(3) -0.013(3) C42 0.037(3) 0.056(3) 0.058(3) -0.003(3) -0.017(3) -0.002(3) C43 0.042(3) 0.040(3) 0.041(3) -0.002(2) -0.011(3) -0.005(2) C44 0.058(4) 0.083(4) 0.058(4) -0.010(3) -0.012(3) -0.032(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag V1 O2 1.607(2) . ? V1 O1 1.623(2) . ? V1 N1 2.056(3) . ? V1 N6 2.075(4) . ? V1 N2 2.087(4) . ? O3 C22 1.421(4) . ? O3 H3O 0.8999 . ? N1 C1 1.372(5) . ? N1 C4 1.374(5) . ? N2 C8 1.348(5) . ? N2 C5 1.402(5) . ? N3 C9 1.370(5) . ? N3 C12 1.370(5) . ? N3 H3N 0.8600 . ? N4 C13 1.359(5) . ? N4 C16 1.398(5) . ? N5 C21 1.326(5) . ? N5 C18 1.392(5) . ? N5 H5A 0.8600 . ? N6 C25 1.328(5) . ? N6 C22 1.512(5) . ? C1 C26 1.359(6) . ? C1 C2 1.479(6) . ? C2 C3 1.366(6) . ? C2 C27 1.512(7) . ? C3 C4 1.467(6) . ? C3 C29 1.497(6) . ? C4 C5 1.381(6) . ? C5 C6 1.450(6) . ? C6 C7 1.378(6) . ? C6 C30 1.507(6) . ? C7 C8 1.450(6) . ? C7 C31 1.500(6) . ? C8 C9 1.448(6) . ? C9 C10 1.400(5) . ? C10 C11 1.410(6) . ? C10 C33 1.505(5) . ? C11 C12 1.390(5) . ? C11 C35 1.492(5) . ? C12 C13 1.449(5) . ? C13 C14 1.432(5) . ? C14 C15 1.398(6) . ? C14 C36 1.505(6) . ? C15 C16 1.418(6) . ? C15 C37 1.491(5) . ? C16 C17 1.380(6) . ? C17 C18 1.388(6) . ? C17 H17A 0.9300 . ? C18 C19 1.410(6) . ? C19 C20 1.384(5) . ? C19 C39 1.499(5) . ? C20 C21 1.431(5) . ? C20 C41 1.500(6) . ? C21 C22 1.537(5) . ? C22 C23 1.495(6) . ? C23 C24 1.321(5) . ? C23 C42 1.497(6) . ? C24 C25 1.476(6) . ? C24 C43 1.478(6) . ? C25 C26 1.409(6) . ? C26 H26A 0.9300 . ? C27 C28 1.500(6) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 C32A 1.327(12) . ? C31 C32 1.422(8) . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C32A H32D 0.9600 . ? C32A H32E 0.9600 . ? C32A H32F 0.9601 . ? C33 C34 1.507(6) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 C38 1.510(6) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C39 C40 1.503(6) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? C43 C44 1.519(5) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 H44A 0.9600 . ? C44 H44B 0.9600 . ? C44 H44C 0.9600 . ? 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 O2 V1 O1 108.99(14) . . ? O2 V1 N1 116.74(13) . . ? O1 V1 N1 133.91(12) . . ? O2 V1 N6 101.79(13) . . ? O1 V1 N6 93.44(13) . . ? N1 V1 N6 83.04(14) . . ? O2 V1 N2 98.06(14) . . ? O1 V1 N2 94.34(13) . . ? N1 V1 N2 74.48(14) . . ? N6 V1 N2 155.00(13) . . ? C22 O3 H3O 103.8 . . ? C1 N1 C4 107.9(4) . . ? C1 N1 V1 132.5(3) . . ? C4 N1 V1 119.5(3) . . ? C8 N2 C5 107.8(4) . . ? C8 N2 V1 134.2(3) . . ? C5 N2 V1 118.0(3) . . ? C9 N3 C12 110.3(3) . . ? C9 N3 H3N 124.8 . . ? C12 N3 H3N 124.8 . . ? C13 N4 C16 107.1(4) . . ? C21 N5 C18 108.5(3) . . ? C21 N5 H5A 125.8 . . ? C18 N5 H5A 125.8 . . ? C25 N6 C22 105.5(4) . . ? C25 N6 V1 131.8(3) . . ? C22 N6 V1 122.0(3) . . ? C26 C1 N1 123.6(4) . . ? C26 C1 C2 127.0(5) . . ? N1 C1 C2 109.2(4) . . ? C3 C2 C1 106.4(4) . . ? C3 C2 C27 129.5(5) . . ? C1 C2 C27 123.7(5) . . ? C2 C3 C4 107.2(4) . . ? C2 C3 C29 125.7(5) . . ? C4 C3 C29 127.1(5) . . ? N1 C4 C5 114.7(4) . . ? N1 C4 C3 109.2(4) . . ? C5 C4 C3 136.0(4) . . ? C4 C5 N2 113.2(4) . . ? C4 C5 C6 138.5(4) . . ? N2 C5 C6 108.3(4) . . ? C7 C6 C5 107.0(4) . . ? C7 C6 C30 125.2(5) . . ? C5 C6 C30 127.7(4) . . ? C6 C7 C8 106.9(4) . . ? C6 C7 C31 126.2(5) . . ? C8 C7 C31 126.3(5) . . ? N2 C8 C9 122.0(4) . . ? N2 C8 C7 110.0(4) . . ? C9 C8 C7 127.8(4) . . ? N3 C9 C10 107.0(4) . . ? N3 C9 C8 118.3(4) . . ? C10 C9 C8 134.6(4) . . ? C9 C10 C11 107.7(3) . . ? C9 C10 C33 127.5(4) . . ? C11 C10 C33 123.7(4) . . ? C12 C11 C10 107.3(4) . . ? C12 C11 C35 125.5(4) . . ? C10 C11 C35 126.7(4) . . ? N3 C12 C11 107.7(4) . . ? N3 C12 C13 116.1(4) . . ? C11 C12 C13 136.1(4) . . ? N4 C13 C14 110.4(4) . . ? N4 C13 C12 116.8(4) . . ? C14 C13 C12 132.2(4) . . ? C15 C14 C13 106.1(4) . . ? C15 C14 C36 127.5(4) . . ? C13 C14 C36 126.3(4) . . ? C14 C15 C16 107.4(4) . . ? C14 C15 C37 126.6(4) . . ? C16 C15 C37 125.9(4) . . ? C17 C16 N4 119.4(4) . . ? C17 C16 C15 131.5(4) . . ? N4 C16 C15 109.0(4) . . ? C16 C17 C18 127.2(4) . . ? C16 C17 H17A 116.4 . . ? C18 C17 H17A 116.4 . . ? C17 C18 N5 122.0(4) . . ? C17 C18 C19 129.8(4) . . ? N5 C18 C19 108.2(4) . . ? C20 C19 C18 107.1(4) . . ? C20 C19 C39 127.4(4) . . ? C18 C19 C39 125.5(4) . . ? C19 C20 C21 106.4(4) . . ? C19 C20 C41 124.3(4) . . ? C21 C20 C41 129.2(4) . . ? N5 C21 C20 109.6(3) . . ? N5 C21 C22 119.6(4) . . ? C20 C21 C22 130.6(4) . . ? O3 C22 C23 108.5(3) . . ? O3 C22 N6 110.5(3) . . ? C23 C22 N6 104.3(3) . . ? O3 C22 C21 110.4(3) . . ? C23 C22 C21 113.5(3) . . ? N6 C22 C21 109.4(3) . . ? C24 C23 C22 110.3(4) . . ? C24 C23 C42 129.0(4) . . ? C22 C23 C42 120.6(4) . . ? C23 C24 C25 106.7(4) . . ? C23 C24 C43 128.8(4) . . ? C25 C24 C43 124.4(4) . . ? N6 C25 C26 124.5(4) . . ? N6 C25 C24 113.0(4) . . ? C26 C25 C24 122.3(4) . . ? C1 C26 C25 124.0(4) . . ? C1 C26 H26A 118.0 . . ? C25 C26 H26A 118.0 . . ? C28 C27 C2 112.5(4) . . ? C28 C27 H27A 109.1 . . ? C2 C27 H27A 109.1 . . ? C28 C27 H27B 109.1 . . ? C2 C27 H27B 109.1 . . ? H27A C27 H27B 107.8 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C3 C29 H29A 109.5 . . ? C3 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C3 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C6 C30 H30A 109.5 . . ? C6 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C6 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C32A C31 C7 117.2(8) . . ? C32 C31 C7 120.0(6) . . ? C32A C31 H31A 107.0 . . ? C32 C31 H31A 106.3 . . ? C7 C31 H31A 106.4 . . ? C32 C31 H31B 107.9 . . ? C7 C31 H31B 108.3 . . ? H31A C31 H31B 107.2 . . ? C32A C31 H31C 108.4 . . ? C7 C31 H31C 109.3 . . ? H31A C31 H31C 108.2 . . ? H31B C31 H31C 116.9 . . ? C31 C32 H32A 107.9 . . ? H31C C32 H32A 103.0 . . ? C31 C32 H32B 109.6 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 110.9 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C32A H32D 110.0 . . ? C31 C32A H32E 110.3 . . ? H32D C32A H32E 109.5 . . ? C31 C32A H32F 108.1 . . ? H32D C32A H32F 109.5 . . ? H32E C32A H32F 109.5 . . ? C10 C33 C34 112.0(4) . . ? C10 C33 H33A 109.2 . . ? C34 C33 H33A 109.2 . . ? C10 C33 H33B 109.2 . . ? C34 C33 H33B 109.2 . . ? H33A C33 H33B 107.9 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C11 C35 H35A 109.5 . . ? C11 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C11 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C14 C36 H36A 109.5 . . ? C14 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C14 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C15 C37 C38 113.5(4) . . ? C15 C37 H37A 108.9 . . ? C38 C37 H37A 108.9 . . ? C15 C37 H37B 108.9 . . ? C38 C37 H37B 108.9 . . ? H37A C37 H37B 107.7 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C19 C39 C40 114.2(4) . . ? C19 C39 H39A 108.7 . . ? C40 C39 H39A 108.7 . . ? C19 C39 H39B 108.7 . . ? C40 C39 H39B 108.7 . . ? H39A C39 H39B 107.6 . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C20 C41 H41A 109.5 . . ? C20 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C20 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C23 C42 H42A 109.5 . . ? C23 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C23 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C24 C43 C44 113.2(3) . . ? C24 C43 H43A 108.9 . . ? C44 C43 H43A 108.9 . . ? C24 C43 H43B 108.9 . . ? C44 C43 H43B 108.9 . . ? H43A C43 H43B 107.7 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 V1 N1 C1 -94.9(4) . . . . ? O1 V1 N1 C1 92.9(4) . . . . ? N6 V1 N1 C1 4.9(3) . . . . ? N2 V1 N1 C1 173.8(4) . . . . ? O2 V1 N1 C4 90.2(3) . . . . ? O1 V1 N1 C4 -82.0(3) . . . . ? N6 V1 N1 C4 -170.1(3) . . . . ? N2 V1 N1 C4 -1.1(3) . . . . ? O2 V1 N2 C8 64.9(4) . . . . ? O1 V1 N2 C8 -45.0(4) . . . . ? N1 V1 N2 C8 -179.5(4) . . . . ? N6 V1 N2 C8 -152.8(3) . . . . ? O2 V1 N2 C5 -113.1(3) . . . . ? O1 V1 N2 C5 137.0(3) . . . . ? N1 V1 N2 C5 2.5(3) . . . . ? N6 V1 N2 C5 29.2(4) . . . . ? O2 V1 N6 C25 115.2(3) . . . . ? O1 V1 N6 C25 -134.6(3) . . . . ? N1 V1 N6 C25 -0.8(3) . . . . ? N2 V1 N6 C25 -26.6(5) . . . . ? O2 V1 N6 C22 -75.1(3) . . . . ? O1 V1 N6 C22 35.1(3) . . . . ? N1 V1 N6 C22 168.9(3) . . . . ? N2 V1 N6 C22 143.0(3) . . . . ? C4 N1 C1 C26 172.5(4) . . . . ? V1 N1 C1 C26 -2.8(6) . . . . ? C4 N1 C1 C2 -1.8(4) . . . . ? V1 N1 C1 C2 -177.2(3) . . . . ? C26 C1 C2 C3 -171.8(4) . . . . ? N1 C1 C2 C3 2.3(5) . . . . ? C26 C1 C2 C27 1.8(7) . . . . ? N1 C1 C2 C27 175.8(4) . . . . ? C1 C2 C3 C4 -1.8(4) . . . . ? C27 C2 C3 C4 -174.8(4) . . . . ? C1 C2 C3 C29 176.9(4) . . . . ? C27 C2 C3 C29 3.8(8) . . . . ? C1 N1 C4 C5 -176.5(3) . . . . ? V1 N1 C4 C5 -0.4(4) . . . . ? C1 N1 C4 C3 0.6(4) . . . . ? V1 N1 C4 C3 176.7(2) . . . . ? C2 C3 C4 N1 0.8(4) . . . . ? C29 C3 C4 N1 -177.9(4) . . . . ? C2 C3 C4 C5 177.0(4) . . . . ? C29 C3 C4 C5 -1.6(7) . . . . ? N1 C4 C5 N2 2.4(5) . . . . ? C3 C4 C5 N2 -173.7(4) . . . . ? N1 C4 C5 C6 -177.5(4) . . . . ? C3 C4 C5 C6 6.4(9) . . . . ? C8 N2 C5 C4 178.1(3) . . . . ? V1 N2 C5 C4 -3.4(4) . . . . ? C8 N2 C5 C6 -2.0(4) . . . . ? V1 N2 C5 C6 176.5(2) . . . . ? C4 C5 C6 C7 -178.7(5) . . . . ? N2 C5 C6 C7 1.3(4) . . . . ? C4 C5 C6 C30 4.5(8) . . . . ? N2 C5 C6 C30 -175.4(4) . . . . ? C5 C6 C7 C8 -0.2(4) . . . . ? C30 C6 C7 C8 176.7(4) . . . . ? C5 C6 C7 C31 -171.4(4) . . . . ? C30 C6 C7 C31 5.5(7) . . . . ? C5 N2 C8 C9 179.0(3) . . . . ? V1 N2 C8 C9 0.8(6) . . . . ? C5 N2 C8 C7 1.9(4) . . . . ? V1 N2 C8 C7 -176.3(3) . . . . ? C6 C7 C8 N2 -1.1(5) . . . . ? C31 C7 C8 N2 170.1(4) . . . . ? C6 C7 C8 C9 -177.9(4) . . . . ? C31 C7 C8 C9 -6.7(7) . . . . ? C12 N3 C9 C10 0.9(5) . . . . ? C12 N3 C9 C8 177.5(4) . . . . ? N2 C8 C9 N3 -37.2(6) . . . . ? C7 C8 C9 N3 139.3(4) . . . . ? N2 C8 C9 C10 138.2(5) . . . . ? C7 C8 C9 C10 -45.3(7) . . . . ? N3 C9 C10 C11 -0.9(5) . . . . ? C8 C9 C10 C11 -176.7(5) . . . . ? N3 C9 C10 C33 166.7(4) . . . . ? C8 C9 C10 C33 -9.1(8) . . . . ? C9 C10 C11 C12 0.7(5) . . . . ? C33 C10 C11 C12 -167.6(4) . . . . ? C9 C10 C11 C35 172.9(4) . . . . ? C33 C10 C11 C35 4.7(7) . . . . ? C9 N3 C12 C11 -0.5(5) . . . . ? C9 N3 C12 C13 -176.7(3) . . . . ? C10 C11 C12 N3 -0.1(5) . . . . ? C35 C11 C12 N3 -172.5(4) . . . . ? C10 C11 C12 C13 175.0(5) . . . . ? C35 C11 C12 C13 2.6(8) . . . . ? C16 N4 C13 C14 0.6(4) . . . . ? C16 N4 C13 C12 -171.6(3) . . . . ? N3 C12 C13 N4 38.4(5) . . . . ? C11 C12 C13 N4 -136.5(5) . . . . ? N3 C12 C13 C14 -131.8(4) . . . . ? C11 C12 C13 C14 53.3(7) . . . . ? N4 C13 C14 C15 -1.2(4) . . . . ? C12 C13 C14 C15 169.5(4) . . . . ? N4 C13 C14 C36 -177.3(4) . . . . ? C12 C13 C14 C36 -6.6(7) . . . . ? C13 C14 C15 C16 1.2(4) . . . . ? C36 C14 C15 C16 177.3(4) . . . . ? C13 C14 C15 C37 -175.6(4) . . . . ? C36 C14 C15 C37 0.4(7) . . . . ? C13 N4 C16 C17 176.7(3) . . . . ? C13 N4 C16 C15 0.1(4) . . . . ? C14 C15 C16 C17 -176.9(4) . . . . ? C37 C15 C16 C17 0.0(7) . . . . ? C14 C15 C16 N4 -0.8(4) . . . . ? C37 C15 C16 N4 176.0(4) . . . . ? N4 C16 C17 C18 2.5(6) . . . . ? C15 C16 C17 C18 178.2(4) . . . . ? C16 C17 C18 N5 9.1(7) . . . . ? C16 C17 C18 C19 -169.5(4) . . . . ? C21 N5 C18 C17 -178.0(4) . . . . ? C21 N5 C18 C19 0.8(4) . . . . ? C17 C18 C19 C20 175.9(4) . . . . ? N5 C18 C19 C20 -2.8(5) . . . . ? C17 C18 C19 C39 -3.6(7) . . . . ? N5 C18 C19 C39 177.7(4) . . . . ? C18 C19 C20 C21 3.5(5) . . . . ? C39 C19 C20 C21 -177.0(4) . . . . ? C18 C19 C20 C41 -174.3(4) . . . . ? C39 C19 C20 C41 5.2(7) . . . . ? C18 N5 C21 C20 1.4(4) . . . . ? C18 N5 C21 C22 -173.7(3) . . . . ? C19 C20 C21 N5 -3.1(5) . . . . ? C41 C20 C21 N5 174.6(4) . . . . ? C19 C20 C21 C22 171.3(4) . . . . ? C41 C20 C21 C22 -11.0(7) . . . . ? C25 N6 C22 O3 120.5(3) . . . . ? V1 N6 C22 O3 -51.6(4) . . . . ? C25 N6 C22 C23 4.0(4) . . . . ? V1 N6 C22 C23 -168.0(2) . . . . ? C25 N6 C22 C21 -117.7(3) . . . . ? V1 N6 C22 C21 70.3(4) . . . . ? N5 C21 C22 O3 39.1(5) . . . . ? C20 C21 C22 O3 -134.9(4) . . . . ? N5 C21 C22 C23 161.2(4) . . . . ? C20 C21 C22 C23 -12.8(6) . . . . ? N5 C21 C22 N6 -82.8(4) . . . . ? C20 C21 C22 N6 103.2(5) . . . . ? O3 C22 C23 C24 -122.9(4) . . . . ? N6 C22 C23 C24 -5.0(4) . . . . ? C21 C22 C23 C24 114.0(4) . . . . ? O3 C22 C23 C42 53.5(5) . . . . ? N6 C22 C23 C42 171.4(3) . . . . ? C21 C22 C23 C42 -69.6(5) . . . . ? C22 C23 C24 C25 3.9(4) . . . . ? C42 C23 C24 C25 -172.1(4) . . . . ? C22 C23 C24 C43 179.7(3) . . . . ? C42 C23 C24 C43 3.7(7) . . . . ? C22 N6 C25 C26 -176.4(4) . . . . ? V1 N6 C25 C26 -5.5(6) . . . . ? C22 N6 C25 C24 -2.0(4) . . . . ? V1 N6 C25 C24 169.0(2) . . . . ? C23 C24 C25 N6 -1.2(4) . . . . ? C43 C24 C25 N6 -177.3(3) . . . . ? C23 C24 C25 C26 173.4(4) . . . . ? C43 C24 C25 C26 -2.7(6) . . . . ? N1 C1 C26 C25 -5.2(7) . . . . ? C2 C1 C26 C25 168.1(4) . . . . ? N6 C25 C26 C1 9.4(6) . . . . ? C24 C25 C26 C1 -164.6(4) . . . . ? C3 C2 C27 C28 -119.2(5) . . . . ? C1 C2 C27 C28 68.8(6) . . . . ? C6 C7 C31 C32A 54.6(10) . . . . ? C8 C7 C31 C32A -114.9(9) . . . . ? C6 C7 C31 C32 -65.3(7) . . . . ? C8 C7 C31 C32 125.2(6) . . . . ? C9 C10 C33 C34 -87.1(6) . . . . ? C11 C10 C33 C34 78.7(6) . . . . ? C14 C15 C37 C38 88.4(5) . . . . ? C16 C15 C37 C38 -87.8(6) . . . . ? C20 C19 C39 C40 -87.7(6) . . . . ? C18 C19 C39 C40 91.7(5) . . . . ? C23 C24 C43 C44 -94.3(5) . . . . ? C25 C24 C43 C44 80.9(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3O O1 0.90 1.79 2.668(4) 165.0 . N3 H3N O2 0.86 2.09 2.875(4) 152.1 . N5 H5A N4 0.86 2.16 2.706(5) 121.0 . _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 24.93 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.327 _refine_diff_density_min -0.290 _refine_diff_density_rms 0.060