data_compound 10 _audit_creation_method SHELXL-93 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C30 H26 N6' _chemical_formula_weight 470.57 _chemical_melting_point ? _chemical_compound_source ? 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 'P 2(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 9.2514(1) _cell_length_b 7.3897(1) _cell_length_c 17.7530(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.5505(5) _cell_angle_gamma 90.00 _cell_volume 1193.17(3) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'rhombus-shaped chunk' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.31 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.310 _exptl_crystal_density_method ? _exptl_crystal_F_000 496 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ;A combination of phi and omega scans with a frame width of one degree was used for data collection. The data collection strategy was set up to measure a quadrant of reciprocal space with a redundancy factor of 4, so that 90% of the reflections were measured at least 4 times. Data integration was done with Denzo. Scaling and merging of the data was done with Scalepack. The molecule contains a crystallographic inversion center. ; _diffrn_ambient_temperature 200(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 'Nonius Kappa CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30188 _diffrn_reflns_av_R_equivalents 0.030 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.71 _diffrn_reflns_theta_max 27.47 _reflns_number_total 2723 _reflns_number_observed 2146 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ;The methyl group hydrogen atoms are disordered and were modeled in terms of two orientations. The occupancy factor for each set was fixed at 0.5, their coordinates were fixed at their positions as found in a difference electron density map, and their U values were refined. The hydrogen atom bonded to N(2) was isotropically refined. The other hydrogen atoms were included in the model at calculated positions using a riding model with U(H) = 1.2 * Ueq (bonded carbon atom). Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0639P)^2^+0.2691P] 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 2723 _refine_ls_number_parameters 173 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0613 _refine_ls_R_factor_obs 0.0460 _refine_ls_wR_factor_all 0.1297 _refine_ls_wR_factor_obs 0.1193 _refine_ls_goodness_of_fit_all 1.031 _refine_ls_goodness_of_fit_obs 1.076 _refine_ls_restrained_S_all 1.031 _refine_ls_restrained_S_obs 1.076 _refine_ls_shift/esd_max 0.009 _refine_ls_shift/esd_mean 0.002 _refine_diff_density_max 0.244 _refine_diff_density_min -0.201 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group N1 N 0.30596(12) -0.1121(2) 0.47355(6) 0.0432(3) Uani 1 d . . N2 N 0.46243(13) 0.0134(2) 0.63621(8) 0.0575(4) Uani 1 d . . H1N2 H 0.4727(19) -0.0226(24) 0.5912(11) 0.063(5) Uiso 1 d . . N3 N 0.22910(14) -0.3530(2) 0.53222(7) 0.0541(3) Uani 1 d . . C1 C 0.32589(14) -0.2679(2) 0.43304(8) 0.0473(4) Uani 1 d . . C2 C 0.2815(2) -0.4189(2) 0.46949(9) 0.0553(4) Uani 1 d . . C3 C 0.2933(2) -0.5949(3) 0.44171(12) 0.0755(6) Uani 1 d . . H3 H 0.2654(2) -0.6983(3) 0.46742(12) 0.091 Uiso 1 calc R . C4 C 0.3478(2) -0.6081(3) 0.37492(14) 0.0855(7) Uani 1 d . . H4 H 0.3586(2) -0.7248(3) 0.35420(14) 0.103 Uiso 1 calc R . C5 C 0.3879(2) -0.4571(3) 0.33632(12) 0.0729(6) Uani 1 d . . H5 H 0.4228(2) -0.4743(3) 0.28974(12) 0.087 Uiso 1 calc R . C6 C 0.37834(15) -0.2842(2) 0.36355(9) 0.0556(4) Uani 1 d . . C7 C 0.24740(15) -0.1691(2) 0.53180(7) 0.0435(3) Uani 1 d . . C8 C 0.20725(15) -0.0501(2) 0.59180(7) 0.0422(3) Uani 1 d . . C9 C 0.31797(14) 0.0442(2) 0.64159(7) 0.0405(3) Uani 1 d . . C10 C 0.2757(2) 0.1550(2) 0.69829(7) 0.0440(3) Uani 1 d . . H10 H 0.3486(2) 0.2189(2) 0.73282(7) 0.053 Uiso 1 calc R . C11 C 0.1299(2) 0.1721(2) 0.70438(8) 0.0504(4) Uani 1 d . . H11 H 0.1038(2) 0.2469(2) 0.74331(8) 0.061 Uiso 1 calc R . C12 C 0.0220(2) 0.0827(3) 0.65511(8) 0.0588(4) Uani 1 d . . H12 H -0.0784(2) 0.0970(3) 0.65904(8) 0.071 Uiso 1 calc R . C13 C 0.0613(2) -0.0290(2) 0.59946(8) 0.0544(4) Uani 1 d . . H13 H -0.0132(2) -0.0927(2) 0.56578(8) 0.065 Uiso 1 calc R . C14 C 0.5852(2) 0.1170(3) 0.67753(8) 0.0580(4) Uani 1 d . . H14A H 0.6731(2) 0.0381(3) 0.68744(8) 0.070 Uiso 1 calc R . H14B H 0.5623(2) 0.1530(3) 0.72777(8) 0.070 Uiso 1 calc R . C15 C 0.1776(3) -0.4633(3) 0.58978(11) 0.0785(6) Uani 1 d . . H15A H 0.0846 -0.5173 0.5683 0.065(10) Uiso 0.50 d P . H15B H 0.1648 -0.3876 0.6325 0.051(9) Uiso 0.50 d P . H15C H 0.2477 -0.5559 0.6075 0.077(12) Uiso 0.50 d P . H15D H 0.0720 -0.4200 0.6011 0.085(13) Uiso 0.50 d P . H15E H 0.1549 -0.6000 0.5713 0.077(11) Uiso 0.50 d P . H15F H 0.2582 -0.4400 0.6389 0.109(15) Uiso 0.50 d P . 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 N1 0.0421(6) 0.0495(7) 0.0380(6) -0.0058(5) 0.0069(4) 0.0011(5) N2 0.0405(7) 0.0854(10) 0.0478(7) -0.0243(7) 0.0111(5) -0.0011(6) N3 0.0629(8) 0.0487(7) 0.0456(7) 0.0050(5) -0.0032(6) -0.0044(6) C1 0.0381(7) 0.0533(9) 0.0464(7) -0.0110(6) -0.0029(6) 0.0041(6) C2 0.0543(9) 0.0498(9) 0.0541(9) -0.0070(7) -0.0101(7) 0.0044(7) C3 0.0767(12) 0.0513(10) 0.0876(14) -0.0133(9) -0.0137(10) 0.0041(9) C4 0.0760(13) 0.0717(14) 0.098(2) -0.0433(12) -0.0112(11) 0.0166(10) C5 0.0518(9) 0.0862(14) 0.0760(12) -0.0412(11) -0.0005(8) 0.0079(9) C6 0.0344(7) 0.0764(11) 0.0524(8) -0.0257(8) -0.0013(6) 0.0057(7) C7 0.0424(7) 0.0476(8) 0.0375(7) 0.0021(6) -0.0006(5) -0.0023(6) C8 0.0438(7) 0.0506(8) 0.0325(6) 0.0062(5) 0.0080(5) -0.0018(6) C9 0.0396(7) 0.0470(8) 0.0361(6) 0.0047(5) 0.0101(5) 0.0005(5) C10 0.0473(8) 0.0489(8) 0.0381(7) 0.0016(6) 0.0138(6) -0.0005(6) C11 0.0523(8) 0.0625(9) 0.0406(7) 0.0081(6) 0.0193(6) 0.0093(7) C12 0.0398(7) 0.0958(13) 0.0436(8) 0.0111(8) 0.0150(6) 0.0055(8) C13 0.0425(8) 0.0812(11) 0.0394(7) 0.0053(7) 0.0072(6) -0.0090(7) C14 0.0391(7) 0.0929(13) 0.0425(7) -0.0201(8) 0.0091(6) -0.0026(7) C15 0.107(2) 0.0624(12) 0.0598(11) 0.0185(9) -0.0004(10) -0.0186(11) _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 N1 C7 1.321(2) . ? N1 C1 1.388(2) . ? N2 C9 1.376(2) . ? N2 C14 1.453(2) . ? N2 H1N2 0.86(2) . ? N3 C7 1.370(2) . ? N3 C2 1.382(2) . ? N3 C15 1.454(2) . ? C1 C2 1.389(2) . ? C1 C6 1.411(2) . ? C2 C3 1.402(2) . ? C3 C4 1.374(3) . ? C3 H3 0.95 . ? C4 C5 1.394(3) . ? C4 H4 0.95 . ? C5 C6 1.375(2) . ? C5 H5 0.95 . ? C6 C14 1.504(3) 3_656 ? C7 C8 1.480(2) . ? C8 C13 1.390(2) . ? C8 C9 1.409(2) . ? C9 C10 1.408(2) . ? C10 C11 1.379(2) . ? C10 H10 0.95 . ? C11 C12 1.371(2) . ? C11 H11 0.95 . ? C12 C13 1.386(2) . ? C12 H12 0.95 . ? C13 H13 0.95 . ? C14 C6 1.504(3) 3_656 ? C14 H14A 0.99 . ? C14 H14B 0.99 . ? C15 H15A 0.961(2) . ? C15 H15B 0.967(2) . ? C15 H15C 0.955(2) . ? C15 H15D 1.081(3) . ? C15 H15E 1.071(2) . ? C15 H15F 1.053(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 C7 N1 C1 104.68(12) . . ? C9 N2 C14 123.86(13) . . ? C9 N2 H1N2 112.8(12) . . ? C14 N2 H1N2 114.9(12) . . ? C7 N3 C2 106.43(12) . . ? C7 N3 C15 128.08(14) . . ? C2 N3 C15 125.29(15) . . ? N1 C1 C2 110.26(13) . . ? N1 C1 C6 128.58(15) . . ? C2 C1 C6 121.13(14) . . ? N3 C2 C1 105.67(13) . . ? N3 C2 C3 132.2(2) . . ? C1 C2 C3 122.2(2) . . ? C4 C3 C2 115.7(2) . . ? C4 C3 H3 122.15(13) . . ? C2 C3 H3 122.15(12) . . ? C3 C4 C5 122.7(2) . . ? C3 C4 H4 118.67(13) . . ? C5 C4 H4 118.67(11) . . ? C6 C5 C4 122.1(2) . . ? C6 C5 H5 118.97(13) . . ? C4 C5 H5 118.97(11) . . ? C5 C6 C1 116.2(2) . . ? C5 C6 C14 124.0(2) . 3_656 ? C1 C6 C14 119.82(14) . 3_656 ? N1 C7 N3 112.93(13) . . ? N1 C7 C8 124.51(13) . . ? N3 C7 C8 122.55(12) . . ? C13 C8 C9 119.39(13) . . ? C13 C8 C7 120.87(12) . . ? C9 C8 C7 119.74(12) . . ? N2 C9 C10 123.11(12) . . ? N2 C9 C8 118.58(12) . . ? C10 C9 C8 118.13(12) . . ? C11 C10 C9 120.87(13) . . ? C11 C10 H10 119.56(9) . . ? C9 C10 H10 119.56(8) . . ? C12 C11 C10 120.98(14) . . ? C12 C11 H11 119.51(9) . . ? C10 C11 H11 119.51(9) . . ? C11 C12 C13 119.10(13) . . ? C11 C12 H12 120.45(9) . . ? C13 C12 H12 120.45(9) . . ? C12 C13 C8 121.52(14) . . ? C12 C13 H13 119.24(9) . . ? C8 C13 H13 119.24(9) . . ? N2 C14 C6 114.34(13) . 3_656 ? N2 C14 H14A 108.67(9) . . ? C6 C14 H14A 108.67(8) 3_656 . ? N2 C14 H14B 108.67(8) . . ? C6 C14 H14B 108.67(8) 3_656 . ? H14A C14 H14B 107.6 . . ? N3 C15 H15A 109.8(2) . . ? N3 C15 H15B 109.3(2) . . ? H15A C15 H15B 108.8(2) . . ? N3 C15 H15C 110.0(2) . . ? H15A C15 H15C 109.7(2) . . ? H15B C15 H15C 109.3(2) . . ? N3 C15 H15D 112.8(2) . . ? H15A C15 H15D 54.80(13) . . ? H15B C15 H15D 55.80(13) . . ? H15C C15 H15D 137.2(2) . . ? N3 C15 H15E 112.6(2) . . ? H15A C15 H15E 51.40(10) . . ? H15B C15 H15E 137.8(2) . . ? H15C C15 H15E 60.57(12) . . ? H15D C15 H15E 101.7(2) . . ? N3 C15 H15F 102.5(2) . . ? H15A C15 H15F 147.5(2) . . ? H15B C15 H15F 54.96(10) . . ? H15C C15 H15F 60.64(12) . . ? H15D C15 H15F 108.9(2) . . ? H15E C15 H15F 118.5(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C7 N1 C1 C2 -1.54(15) . . . . ? C7 N1 C1 C6 176.64(13) . . . . ? C7 N3 C2 C1 -1.48(15) . . . . ? C15 N3 C2 C1 -176.62(15) . . . . ? C7 N3 C2 C3 178.8(2) . . . . ? C15 N3 C2 C3 3.7(3) . . . . ? N1 C1 C2 N3 1.9(2) . . . . ? C6 C1 C2 N3 -176.44(12) . . . . ? N1 C1 C2 C3 -178.35(14) . . . . ? C6 C1 C2 C3 3.3(2) . . . . ? N3 C2 C3 C4 177.9(2) . . . . ? C1 C2 C3 C4 -1.7(2) . . . . ? C2 C3 C4 C5 -0.6(3) . . . . ? C3 C4 C5 C6 1.4(3) . . . . ? C4 C5 C6 C1 0.1(2) . . . . ? C4 C5 C6 C14 -177.6(2) . . . 3_656 ? N1 C1 C6 C5 179.60(13) . . . . ? C2 C1 C6 C5 -2.4(2) . . . . ? N1 C1 C6 C14 -2.6(2) . . . 3_656 ? C2 C1 C6 C14 175.41(13) . . . 3_656 ? C1 N1 C7 N3 0.58(15) . . . . ? C1 N1 C7 C8 179.55(12) . . . . ? C2 N3 C7 N1 0.6(2) . . . . ? C15 N3 C7 N1 175.54(15) . . . . ? C2 N3 C7 C8 -178.41(12) . . . . ? C15 N3 C7 C8 -3.5(2) . . . . ? N1 C7 C8 C13 114.6(2) . . . . ? N3 C7 C8 C13 -66.5(2) . . . . ? N1 C7 C8 C9 -64.9(2) . . . . ? N3 C7 C8 C9 113.93(15) . . . . ? C14 N2 C9 C10 -12.6(2) . . . . ? C14 N2 C9 C8 172.34(14) . . . . ? C13 C8 C9 N2 176.14(13) . . . . ? C7 C8 C9 N2 -4.3(2) . . . . ? C13 C8 C9 C10 0.9(2) . . . . ? C7 C8 C9 C10 -179.54(12) . . . . ? N2 C9 C10 C11 -175.67(14) . . . . ? C8 C9 C10 C11 -0.6(2) . . . . ? C9 C10 C11 C12 -0.5(2) . . . . ? C10 C11 C12 C13 1.3(2) . . . . ? C11 C12 C13 C8 -1.0(2) . . . . ? C9 C8 C13 C12 -0.1(2) . . . . ? C7 C8 C13 C12 -179.65(14) . . . . ? C9 N2 C14 C6 -88.1(2) . . . 3_656 ? #END OF CIF