data_ms _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H13 Mo N3 O4' _chemical_formula_weight 395.22 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' 'Mo' 'Mo' -1.6832 0.6857 '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 9.7363(14) _cell_length_b 11.7491(17) _cell_length_c 13.908(2) _cell_angle_alpha 102.355(2) _cell_angle_beta 94.650(2) _cell_angle_gamma 104.522(2) _cell_volume 1489.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 8162 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 27.39 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.763 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 0.905 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8397 _exptl_absorpt_correction_T_max 0.8540 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 ? _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 12376 _diffrn_reflns_av_R_equivalents 0.0357 _diffrn_reflns_av_sigmaI/netI 0.0472 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5427 _reflns_number_gt 4342 _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^)+(0.0486P)^2^+3.8650P] 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 5427 _refine_ls_number_parameters 429 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0612 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1232 _refine_ls_wR_factor_gt 0.1137 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.090 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 0.62510(5) -0.03834(4) 0.72547(3) 0.03537(15) Uani 1 1 d . . . Mo2 Mo 0.58930(4) 0.51696(4) 0.24800(3) 0.03107(14) Uani 1 1 d . . . N1 N 0.5057(4) 0.0761(3) 0.6649(3) 0.0310(9) Uani 1 1 d . . . N2 N 0.5634(4) 0.1249(3) 0.5886(3) 0.0301(9) Uani 1 1 d . . . N3 N 0.5745(5) 0.1965(4) 0.4096(3) 0.0348(9) Uani 1 1 d D . . N4 N 0.4769(4) 0.6086(3) 0.1540(3) 0.0279(8) Uani 1 1 d . . . N5 N 0.5466(4) 0.6394(3) 0.0753(3) 0.0301(9) Uani 1 1 d . . . N6 N 0.5826(4) 0.6668(4) -0.1177(3) 0.0322(9) Uani 1 1 d D . . O1 O 0.4663(4) -0.0637(3) 0.7983(3) 0.0433(9) Uani 1 1 d . . . O2 O 0.7076(4) -0.0002(3) 0.6058(2) 0.0364(8) Uani 1 1 d . . . O3 O 0.7459(4) 0.0732(4) 0.8119(3) 0.0560(11) Uani 1 1 d . . . O4 O 0.6764(4) -0.1677(4) 0.7209(3) 0.0506(10) Uani 1 1 d . . . O5 O 0.4182(4) 0.5040(3) 0.3073(2) 0.0382(8) Uani 1 1 d . . . O6 O 0.6884(4) 0.5300(3) 0.1293(2) 0.0347(8) Uani 1 1 d . . . O7 O 0.6969(4) 0.6449(3) 0.3258(3) 0.0458(9) Uani 1 1 d . . . O8 O 0.6437(4) 0.3994(3) 0.2751(3) 0.0458(9) Uani 1 1 d . . . C1 C 0.3184(6) 0.0648(4) 0.7697(4) 0.0388(12) Uani 1 1 d . . . C2 C 0.3599(6) -0.0149(5) 0.8219(4) 0.0392(12) Uani 1 1 d . . . C3 C 0.2867(6) -0.0489(5) 0.8986(4) 0.0470(14) Uani 1 1 d . . . C4 C 0.1719(7) -0.0028(6) 0.9200(5) 0.0621(19) Uani 1 1 d . . . H4 H 0.1231 -0.0234 0.9713 0.074 Uiso 1 1 calc R . . C5 C 0.1270(7) 0.0720(6) 0.8688(6) 0.067(2) Uani 1 1 d . . . H5 H 0.0484 0.0998 0.8847 0.081 Uiso 1 1 calc R . . C6 C 0.1995(6) 0.1058(5) 0.7932(5) 0.0533(16) Uani 1 1 d . . . H6 H 0.1689 0.1561 0.7579 0.064 Uiso 1 1 calc R . . C7 C 0.3917(5) 0.1044(4) 0.6917(4) 0.0362(11) Uani 1 1 d . . . H7 H 0.3548 0.1534 0.6585 0.043 Uiso 1 1 calc R . . C8 C 0.6697(5) 0.0830(4) 0.5649(3) 0.0310(10) Uani 1 1 d . . . C9 C 0.7602(5) 0.1255(4) 0.4927(3) 0.0287(10) Uani 1 1 d . . . C10 C 0.7156(5) 0.1862(4) 0.4238(3) 0.0305(10) Uani 1 1 d . . . C11 C 0.8129(6) 0.2305(4) 0.3625(4) 0.0370(12) Uani 1 1 d . . . H11 H 0.7859 0.2718 0.3175 0.044 Uiso 1 1 calc R . . C12 C 0.9468(6) 0.2135(5) 0.3682(4) 0.0442(13) Uani 1 1 d . . . H12 H 1.0094 0.2434 0.3267 0.053 Uiso 1 1 calc R . . C13 C 0.9915(6) 0.1527(5) 0.4348(4) 0.0454(13) Uani 1 1 d . . . H13 H 1.0828 0.1413 0.4380 0.055 Uiso 1 1 calc R . . C14 C 0.8968(5) 0.1096(5) 0.4960(4) 0.0386(12) Uani 1 1 d . . . H14 H 0.9255 0.0686 0.5408 0.046 Uiso 1 1 calc R . . C15 C 0.3330(7) -0.1351(6) 0.9512(4) 0.0581(17) Uani 1 1 d . . . H15A H 0.2754 -0.1475 1.0029 0.087 Uiso 1 1 calc R . . H15B H 0.4319 -0.1016 0.9798 0.087 Uiso 1 1 calc R . . H15C H 0.3213 -0.2112 0.9046 0.087 Uiso 1 1 calc R . . C16 C 0.2735(5) 0.6166(4) 0.2400(3) 0.0314(10) Uani 1 1 d . . . C17 C 0.3055(5) 0.5508(5) 0.3090(4) 0.0347(11) Uani 1 1 d . . . C18 C 0.2184(6) 0.5296(5) 0.3830(4) 0.0405(12) Uani 1 1 d . . . C19 C 0.0961(6) 0.5692(6) 0.3822(4) 0.0533(15) Uani 1 1 d . . . H19 H 0.0356 0.5541 0.4292 0.064 Uiso 1 1 calc R . . C20 C 0.0606(6) 0.6314(6) 0.3129(5) 0.0532(15) Uani 1 1 d . . . H20 H -0.0229 0.6563 0.3137 0.064 Uiso 1 1 calc R . . C21 C 0.1495(5) 0.6555(5) 0.2436(4) 0.0425(12) Uani 1 1 d . . . H21 H 0.1267 0.6983 0.1985 0.051 Uiso 1 1 calc R . . C22 C 0.3605(5) 0.6407(4) 0.1650(3) 0.0318(10) Uani 1 1 d . . . H22 H 0.3315 0.6825 0.1210 0.038 Uiso 1 1 calc R . . C23 C 0.6570(5) 0.5973(4) 0.0697(3) 0.0288(10) Uani 1 1 d . . . C24 C 0.7575(5) 0.6240(4) -0.0011(3) 0.0281(10) Uani 1 1 d . . . C25 C 0.7232(5) 0.6644(4) -0.0862(3) 0.0302(10) Uani 1 1 d . . . C26 C 0.8299(5) 0.6958(4) -0.1444(4) 0.0356(11) Uani 1 1 d . . . H26 H 0.8088 0.7237 -0.2001 0.043 Uiso 1 1 calc R . . C27 C 0.9658(6) 0.6863(5) -0.1210(4) 0.0424(13) Uani 1 1 d . . . H27 H 1.0357 0.7081 -0.1606 0.051 Uiso 1 1 calc R . . C28 C 0.9993(5) 0.6443(5) -0.0385(4) 0.0417(12) Uani 1 1 d . . . H28 H 1.0908 0.6366 -0.0233 0.050 Uiso 1 1 calc R . . C29 C 0.8958(5) 0.6141(4) 0.0206(4) 0.0343(11) Uani 1 1 d . . . H29 H 0.9186 0.5865 0.0761 0.041 Uiso 1 1 calc R . . C30 C 0.2605(7) 0.4648(6) 0.4582(4) 0.0552(16) Uani 1 1 d . . . H30A H 0.2010 0.4698 0.5099 0.083 Uiso 1 1 calc R . . H30B H 0.3590 0.5021 0.4866 0.083 Uiso 1 1 calc R . . H30C H 0.2483 0.3813 0.4262 0.083 Uiso 1 1 calc R . . H3A H 0.537(7) 0.203(6) 0.467(3) 0.080 Uiso 1 1 d D . . H6B H 0.579(7) 0.720(4) -0.155(4) 0.080 Uiso 1 1 d D . . H6A H 0.538(7) 0.685(5) -0.065(3) 0.080 Uiso 1 1 d D . . H3B H 0.563(7) 0.258(4) 0.384(4) 0.080 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mo1 0.0332(3) 0.0395(3) 0.0386(3) 0.0217(2) 0.00547(18) 0.00894(19) Mo2 0.0297(2) 0.0330(3) 0.0353(2) 0.01769(18) 0.00344(17) 0.00965(18) N1 0.036(2) 0.021(2) 0.035(2) 0.0077(16) 0.0032(17) 0.0063(17) N2 0.032(2) 0.026(2) 0.033(2) 0.0125(17) 0.0046(17) 0.0060(17) N3 0.041(3) 0.027(2) 0.042(2) 0.0159(18) 0.0063(19) 0.0120(18) N4 0.026(2) 0.024(2) 0.035(2) 0.0121(16) 0.0024(16) 0.0038(16) N5 0.030(2) 0.028(2) 0.033(2) 0.0125(17) 0.0036(16) 0.0056(17) N6 0.030(2) 0.032(2) 0.039(2) 0.0171(18) 0.0049(17) 0.0099(17) O1 0.043(2) 0.050(2) 0.041(2) 0.0204(17) 0.0124(16) 0.0101(18) O2 0.038(2) 0.038(2) 0.0423(19) 0.0233(16) 0.0113(15) 0.0141(15) O3 0.045(2) 0.068(3) 0.046(2) 0.020(2) 0.0006(18) -0.004(2) O4 0.045(2) 0.058(3) 0.067(3) 0.041(2) 0.0118(19) 0.0256(19) O5 0.036(2) 0.046(2) 0.0410(19) 0.0210(16) 0.0105(15) 0.0159(16) O6 0.0352(19) 0.039(2) 0.0384(18) 0.0224(15) 0.0103(15) 0.0122(15) O7 0.044(2) 0.040(2) 0.049(2) 0.0101(17) -0.0014(17) 0.0067(17) O8 0.046(2) 0.046(2) 0.054(2) 0.0286(18) 0.0057(17) 0.0152(18) C1 0.039(3) 0.027(3) 0.047(3) 0.004(2) 0.012(2) 0.005(2) C2 0.036(3) 0.030(3) 0.041(3) 0.002(2) 0.005(2) -0.004(2) C3 0.048(3) 0.040(3) 0.041(3) 0.005(2) 0.012(3) -0.005(3) C4 0.066(4) 0.044(4) 0.071(4) 0.007(3) 0.041(4) 0.002(3) C5 0.061(4) 0.044(4) 0.100(5) 0.009(4) 0.045(4) 0.017(3) C6 0.048(4) 0.027(3) 0.084(4) 0.006(3) 0.028(3) 0.010(2) C7 0.040(3) 0.023(3) 0.045(3) 0.006(2) 0.005(2) 0.008(2) C8 0.036(3) 0.021(2) 0.033(2) 0.0085(19) 0.000(2) 0.004(2) C9 0.031(3) 0.021(2) 0.036(2) 0.0110(19) 0.0033(19) 0.0066(19) C10 0.031(3) 0.025(2) 0.036(3) 0.011(2) 0.001(2) 0.0050(19) C11 0.044(3) 0.029(3) 0.040(3) 0.020(2) 0.005(2) 0.005(2) C12 0.038(3) 0.046(3) 0.052(3) 0.025(3) 0.013(2) 0.005(2) C13 0.036(3) 0.050(3) 0.058(3) 0.024(3) 0.012(3) 0.014(3) C14 0.037(3) 0.035(3) 0.049(3) 0.021(2) 0.005(2) 0.011(2) C15 0.056(4) 0.064(4) 0.043(3) 0.015(3) 0.011(3) -0.006(3) C16 0.025(2) 0.028(3) 0.039(3) 0.005(2) -0.0005(19) 0.0065(19) C17 0.023(2) 0.034(3) 0.040(3) 0.003(2) 0.004(2) 0.002(2) C18 0.036(3) 0.037(3) 0.043(3) 0.007(2) 0.009(2) 0.001(2) C19 0.040(3) 0.064(4) 0.051(3) 0.011(3) 0.019(3) 0.006(3) C20 0.032(3) 0.062(4) 0.062(4) 0.003(3) 0.009(3) 0.016(3) C21 0.032(3) 0.041(3) 0.049(3) 0.005(2) -0.002(2) 0.008(2) C22 0.030(3) 0.026(3) 0.038(3) 0.010(2) 0.000(2) 0.006(2) C23 0.027(2) 0.027(2) 0.029(2) 0.0110(19) -0.0039(18) 0.0016(19) C24 0.025(2) 0.024(2) 0.034(2) 0.0117(19) 0.0011(19) 0.0015(18) C25 0.033(3) 0.023(2) 0.034(2) 0.0114(19) 0.001(2) 0.0036(19) C26 0.033(3) 0.035(3) 0.041(3) 0.019(2) 0.003(2) 0.005(2) C27 0.033(3) 0.045(3) 0.050(3) 0.023(3) 0.009(2) 0.003(2) C28 0.026(3) 0.046(3) 0.052(3) 0.019(3) 0.002(2) 0.006(2) C29 0.030(3) 0.035(3) 0.038(3) 0.016(2) -0.001(2) 0.005(2) C30 0.050(4) 0.067(4) 0.050(3) 0.027(3) 0.017(3) 0.006(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 Mo1 O3 1.693(4) . ? Mo1 O4 1.706(4) . ? Mo1 O1 1.912(3) . ? Mo1 O2 1.992(3) . ? Mo1 N1 2.231(4) . ? Mo2 O7 1.691(4) . ? Mo2 O8 1.700(3) . ? Mo2 O5 1.905(3) . ? Mo2 O6 1.993(3) . ? Mo2 N4 2.242(4) . ? N1 C7 1.297(6) . ? N1 N2 1.402(5) . ? N2 C8 1.290(6) . ? N3 C10 1.412(6) . ? N3 H3A 0.897(10) . ? N3 H3B 0.898(10) . ? N4 C22 1.292(6) . ? N4 N5 1.399(5) . ? N5 C23 1.292(6) . ? N6 C25 1.413(6) . ? N6 H6B 0.897(10) . ? N6 H6A 0.897(10) . ? O1 C2 1.335(6) . ? O2 C8 1.341(5) . ? O5 C17 1.345(6) . ? O6 C23 1.329(5) . ? C1 C6 1.397(7) . ? C1 C2 1.413(8) . ? C1 C7 1.441(7) . ? C2 C3 1.403(7) . ? C3 C4 1.386(9) . ? C3 C15 1.502(9) . ? C4 C5 1.370(10) . ? C4 H4 0.9300 . ? C5 C6 1.386(9) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.474(6) . ? C9 C14 1.387(7) . ? C9 C10 1.413(6) . ? C10 C11 1.402(7) . ? C11 C12 1.366(7) . ? C11 H11 0.9300 . ? C12 C13 1.390(7) . ? C12 H12 0.9300 . ? C13 C14 1.382(7) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C21 1.395(7) . ? C16 C17 1.416(7) . ? C16 C22 1.427(7) . ? C17 C18 1.409(7) . ? C18 C19 1.383(8) . ? C18 C30 1.507(8) . ? C19 C20 1.398(9) . ? C19 H19 0.9300 . ? C20 C21 1.374(8) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 C24 1.470(6) . ? C24 C29 1.395(7) . ? C24 C25 1.413(6) . ? C25 C26 1.393(7) . ? C26 C27 1.375(7) . ? C26 H26 0.9300 . ? C27 C28 1.389(7) . ? C27 H27 0.9300 . ? C28 C29 1.376(7) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 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 O3 Mo1 O4 106.7(2) . . ? O3 Mo1 O1 99.78(18) . . ? O4 Mo1 O1 101.66(17) . . ? O3 Mo1 O2 97.34(17) . . ? O4 Mo1 O2 96.57(16) . . ? O1 Mo1 O2 150.13(15) . . ? O3 Mo1 N1 98.35(18) . . ? O4 Mo1 N1 153.65(17) . . ? O1 Mo1 N1 81.61(15) . . ? O2 Mo1 N1 71.79(14) . . ? O7 Mo2 O8 106.79(18) . . ? O7 Mo2 O5 100.15(17) . . ? O8 Mo2 O5 101.52(16) . . ? O7 Mo2 O6 96.83(16) . . ? O8 Mo2 O6 97.92(16) . . ? O5 Mo2 O6 149.17(14) . . ? O7 Mo2 N4 96.62(16) . . ? O8 Mo2 N4 155.41(16) . . ? O5 Mo2 N4 81.21(14) . . ? O6 Mo2 N4 71.37(13) . . ? C7 N1 N2 116.1(4) . . ? C7 N1 Mo1 128.6(3) . . ? N2 N1 Mo1 115.3(3) . . ? C8 N2 N1 109.4(4) . . ? C10 N3 H3A 111(4) . . ? C10 N3 H3B 116(4) . . ? H3A N3 H3B 108(2) . . ? C22 N4 N5 116.1(4) . . ? C22 N4 Mo2 128.9(3) . . ? N5 N4 Mo2 114.9(3) . . ? C23 N5 N4 109.8(4) . . ? C25 N6 H6B 114(4) . . ? C25 N6 H6A 110(4) . . ? H6B N6 H6A 108(2) . . ? C2 O1 Mo1 139.1(3) . . ? C8 O2 Mo1 119.7(3) . . ? C17 O5 Mo2 139.0(3) . . ? C23 O6 Mo2 120.5(3) . . ? C6 C1 C2 118.9(5) . . ? C6 C1 C7 118.1(5) . . ? C2 C1 C7 123.0(5) . . ? O1 C2 C3 117.4(5) . . ? O1 C2 C1 121.7(5) . . ? C3 C2 C1 120.8(5) . . ? C4 C3 C2 117.5(6) . . ? C4 C3 C15 123.4(5) . . ? C2 C3 C15 119.1(5) . . ? C5 C4 C3 122.8(6) . . ? C5 C4 H4 118.6 . . ? C3 C4 H4 118.6 . . ? C4 C5 C6 119.7(6) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C5 C6 C1 120.2(6) . . ? C5 C6 H6 119.9 . . ? C1 C6 H6 119.9 . . ? N1 C7 C1 124.2(5) . . ? N1 C7 H7 117.9 . . ? C1 C7 H7 117.9 . . ? N2 C8 O2 122.4(4) . . ? N2 C8 C9 122.2(4) . . ? O2 C8 C9 115.4(4) . . ? C14 C9 C10 119.1(4) . . ? C14 C9 C8 118.2(4) . . ? C10 C9 C8 122.6(4) . . ? C11 C10 N3 118.9(4) . . ? C11 C10 C9 118.5(4) . . ? N3 C10 C9 122.5(4) . . ? C12 C11 C10 120.7(4) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C13 121.5(5) . . ? C11 C12 H12 119.3 . . ? C13 C12 H12 119.3 . . ? C14 C13 C12 118.2(5) . . ? C14 C13 H13 120.9 . . ? C12 C13 H13 120.9 . . ? C13 C14 C9 122.0(5) . . ? C13 C14 H14 119.0 . . ? C9 C14 H14 119.0 . . ? C3 C15 H15A 109.5 . . ? C3 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C3 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C21 C16 C17 118.6(5) . . ? C21 C16 C22 118.9(5) . . ? C17 C16 C22 122.4(4) . . ? O5 C17 C18 116.4(5) . . ? O5 C17 C16 122.5(4) . . ? C18 C17 C16 121.1(5) . . ? C19 C18 C17 117.6(5) . . ? C19 C18 C30 123.0(5) . . ? C17 C18 C30 119.4(5) . . ? C18 C19 C20 122.0(5) . . ? C18 C19 H19 119.0 . . ? C20 C19 H19 119.0 . . ? C21 C20 C19 119.7(5) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C20 C21 C16 120.9(5) . . ? C20 C21 H21 119.6 . . ? C16 C21 H21 119.6 . . ? N4 C22 C16 124.5(4) . . ? N4 C22 H22 117.8 . . ? C16 C22 H22 117.8 . . ? N5 C23 O6 122.0(4) . . ? N5 C23 C24 121.9(4) . . ? O6 C23 C24 116.1(4) . . ? C29 C24 C25 118.9(4) . . ? C29 C24 C23 117.5(4) . . ? C25 C24 C23 123.5(4) . . ? C26 C25 N6 118.9(4) . . ? C26 C25 C24 118.8(4) . . ? N6 C25 C24 122.1(4) . . ? C27 C26 C25 121.1(5) . . ? C27 C26 H26 119.4 . . ? C25 C26 H26 119.4 . . ? C26 C27 C28 120.3(5) . . ? C26 C27 H27 119.9 . . ? C28 C27 H27 119.8 . . ? C29 C28 C27 119.4(5) . . ? C29 C28 H28 120.3 . . ? C27 C28 H28 120.3 . . ? C28 C29 C24 121.4(5) . . ? C28 C29 H29 119.3 . . ? C24 C29 H29 119.3 . . ? C18 C30 H30A 109.5 . . ? C18 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C18 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? 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 N3 H3A N2 0.897(10) 2.12(4) 2.795(5) 131(5) . N6 H6B O4 0.897(10) 2.50(3) 3.311(5) 151(5) 1_564 N6 H6A N5 0.897(10) 2.13(4) 2.810(5) 132(5) . N3 H3B O8 0.898(10) 2.51(3) 3.308(5) 149(5) . _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.072 _refine_diff_density_min -0.969 _refine_diff_density_rms 0.119