data_amg1211_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C19 H26 N4 O' _chemical_formula_sum 'C19 H26 N4 O' _chemical_melting_point ? _exptl_crystal_description block _exptl_crystal_colour colourless _diffrn_ambient_temperature 173(2) _chemical_formula_weight 326.44 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 8.4740(4) _cell_length_b 20.0572(10) _cell_length_c 10.7864(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.061(2) _cell_angle_gamma 90.00 _cell_volume 1828.70(15) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9788 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 25.31 _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.186 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9686 _exptl_absorpt_correction_T_max 0.9864 _exptl_absorpt_process_details SADABS _exptl_special_details ; Data was collected using a BRUKER CCD (charge coupled device) based diffractometer equipped with an Oxford low-temperature apparatus operating at 173 K. A suitable crystal was chosen and mounted on a glass fiber or nylon loop using Paratone oil for Mo radiation and Mineral oil for Copper radiation. Data were measured using omega and Phi scans of 0.5\% per frame for 30 s. The total number of images were based on results from the program COSMO where redundancy was expected to be 4 and completeness to 0.83 to 100%. Cell parameters were retrieved using APEX II software and refined using SAINT on all observed reflections. Data reduction was performed using the SAINT software which corrects for Lp and decay. Scaling and absorption corrections were performed by the SADABS program. The structures are solved by the direct method using the SHELX-90 program and refined by least squares method on F2 SHELXL-93, incorporated in SHELXTL V6.1. All H atoms were placed in calculated positions and refined using a riding model. C-H(aromatic) = 0.94 \%A and Uiso(H) = 1.2Ueq(C) C-H (alaphatic) = 0.99 \%A and Uiso(H) = 1.2Ueq(C) CH2 = 0.98 \%A and Uiso(H) = 1.2Ueq(C) CH3 = 0.97\%A and Uiso(H) = 1.5Ueq(C) N-H = 0.86 (0.92)\%A and Uiso(H) = 1.2 Ueq(N) O-H(alcohol) = 0.85\%Aand Uiso(H) = 1.2Ueq(O) O-H(acid) = 0.82\%A and Uiso(H) = 1.5Ueq(O) ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w,and/f 0.5 deg' _diffrn_detector_area_resol_mean 836.6 _diffrn_reflns_number 16261 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0174 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 25.31 _reflns_number_total 3325 _reflns_number_gt 2869 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COSMO (BRUKER, V1.61, 2009)' _computing_cell_refinement 'APEX2 (BRUKER, V2010.11-3, 2010)' _computing_data_reduction 'SAINT (BRUKER, V7.68A, 2010)' _computing_structure_solution 'SHELXS (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_structure_refinement 'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_molecular_graphics 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_publication_material 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _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^)+(0.0435P)^2^+1.1645P] 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 3325 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0472 _refine_ls_wR_factor_ref 0.1165 _refine_ls_wR_factor_gt 0.1107 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 O1 O 0.49824(19) 0.40590(7) 0.38926(13) 0.0560(4) Uani 1 1 d . . . N1 N 0.39119(15) 0.36095(7) -0.12446(12) 0.0280(3) Uani 1 1 d . . . N2 N 0.33642(16) 0.41910(6) -0.07966(12) 0.0285(3) Uani 1 1 d . . . N3 N 0.66023(18) 0.45536(8) 0.25666(14) 0.0397(4) Uani 1 1 d . . . H3 H 0.6700 0.4845 0.1966 0.048 Uiso 1 1 d R A . N4 N 0.7922(2) 0.41833(9) 0.30844(18) 0.0370(5) Uani 0.858(3) 1 d P A 1 N4B N 0.8480(12) 0.4511(5) 0.2498(10) 0.0370(5) Uani 0.142(3) 1 d P A 2 C1 C 0.6988(2) 0.25101(10) -0.08499(19) 0.0456(5) Uani 1 1 d . . . H1A H 0.7289 0.2177 -0.1468 0.055 Uiso 1 1 calc R . . H1B H 0.7605 0.2930 -0.0839 0.055 Uiso 1 1 calc R . . C2 C 0.6465(2) 0.22600(9) 0.03526(17) 0.0392(4) Uani 1 1 d . . . H2A H 0.6761 0.2524 0.1109 0.047 Uiso 1 1 calc R . . H2B H 0.6445 0.1771 0.0481 0.047 Uiso 1 1 calc R . . C3 C 0.5274(2) 0.25523(8) -0.05797(16) 0.0324(4) Uani 1 1 d . . . H3A H 0.4552 0.2226 -0.1034 0.039 Uiso 1 1 calc R . . C4 C 0.45721(18) 0.32112(8) -0.03284(15) 0.0283(4) Uani 1 1 d . . . C5 C 0.44501(19) 0.35538(8) 0.07669(15) 0.0296(4) Uani 1 1 d . . . H5 H 0.4800 0.3410 0.1579 0.036 Uiso 1 1 calc R . . C6 C 0.37032(18) 0.41595(8) 0.04371(14) 0.0264(3) Uani 1 1 d . . . C7 C 0.32095(18) 0.47163(8) 0.12237(14) 0.0261(3) Uani 1 1 d . A . C8 C 0.38864(19) 0.48441(8) 0.24260(14) 0.0274(4) Uani 1 1 d . . . C9 C 0.3308(2) 0.53631(8) 0.31248(16) 0.0334(4) Uani 1 1 d . A . H9 H 0.3754 0.5440 0.3945 0.040 Uiso 1 1 calc R . . C10 C 0.2096(2) 0.57678(9) 0.26416(17) 0.0372(4) Uani 1 1 d . . . H10 H 0.1723 0.6124 0.3122 0.045 Uiso 1 1 calc R A . C11 C 0.1429(2) 0.56502(9) 0.14523(17) 0.0367(4) Uani 1 1 d . A . H11 H 0.0600 0.5928 0.1111 0.044 Uiso 1 1 calc R . . C12 C 0.19717(19) 0.51275(8) 0.07623(16) 0.0314(4) Uani 1 1 d . . . H12 H 0.1491 0.5046 -0.0046 0.038 Uiso 1 1 calc R A . C13 C 0.36388(19) 0.34644(8) -0.25673(14) 0.0301(4) Uani 1 1 d . . . H13A H 0.4213 0.3051 -0.2760 0.036 Uiso 1 1 calc R . . H13B H 0.4077 0.3832 -0.3049 0.036 Uiso 1 1 calc R . . C14 C 0.18893(19) 0.33777(8) -0.29760(15) 0.0301(4) Uani 1 1 d . . . H14 H 0.1335 0.3806 -0.2815 0.036 Uiso 1 1 calc R . . C15 C 0.1133(2) 0.28311(10) -0.2250(2) 0.0481(5) Uani 1 1 d . . . H15A H 0.0013 0.2790 -0.2537 0.072 Uiso 1 1 calc R . . H15B H 0.1223 0.2942 -0.1363 0.072 Uiso 1 1 calc R . . H15C H 0.1673 0.2408 -0.2382 0.072 Uiso 1 1 calc R . . C16 C 0.1718(2) 0.32428(11) -0.43691(17) 0.0484(5) Uani 1 1 d . . . H16A H 0.2212 0.2814 -0.4544 0.073 Uiso 1 1 calc R . . H16B H 0.2240 0.3599 -0.4809 0.073 Uiso 1 1 calc R . . H16C H 0.0593 0.3228 -0.4651 0.073 Uiso 1 1 calc R . . C17 C 0.5213(2) 0.44412(8) 0.30277(15) 0.0334(4) Uani 1 1 d . A . C18 C 0.8779(4) 0.3901(2) 0.2100(4) 0.0441(9) Uani 0.858(3) 1 d P A 1 H18A H 0.8044 0.3657 0.1522 0.066 Uiso 0.858(3) 1 calc PR A 1 H18B H 0.9590 0.3594 0.2456 0.066 Uiso 0.858(3) 1 calc PR A 1 H18C H 0.9285 0.4259 0.1654 0.066 Uiso 0.858(3) 1 calc PR A 1 C19 C 0.8916(6) 0.4624(3) 0.3902(6) 0.0488(13) Uani 0.858(3) 1 d P A 1 H19A H 0.9322 0.4989 0.3411 0.073 Uiso 0.858(3) 1 calc PR A 1 H19B H 0.9804 0.4369 0.4291 0.073 Uiso 0.858(3) 1 calc PR A 1 H19C H 0.8284 0.4808 0.4548 0.073 Uiso 0.858(3) 1 calc PR A 1 C18B C 0.891(6) 0.388(2) 0.187(5) 0.15(2) Uani 0.142(3) 1 d P A 2 H18D H 0.8588 0.3912 0.0981 0.224 Uiso 0.142(3) 1 calc PR A 2 H18E H 0.8361 0.3506 0.2234 0.224 Uiso 0.142(3) 1 calc PR A 2 H18F H 1.0053 0.3813 0.1985 0.224 Uiso 0.142(3) 1 calc PR A 2 C19B C 0.909(6) 0.453(3) 0.371(5) 0.085(15) Uani 0.142(3) 1 d P A 2 H19D H 0.9134 0.4989 0.4004 0.128 Uiso 0.142(3) 1 calc PR A 2 H19E H 1.0160 0.4337 0.3765 0.128 Uiso 0.142(3) 1 calc PR A 2 H19F H 0.8415 0.4264 0.4227 0.128 Uiso 0.142(3) 1 calc PR A 2 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 O1 0.0759(11) 0.0441(8) 0.0471(8) 0.0174(7) -0.0036(7) -0.0026(7) N1 0.0291(7) 0.0273(7) 0.0274(7) -0.0051(6) 0.0015(5) 0.0017(5) N2 0.0292(7) 0.0269(7) 0.0293(7) -0.0049(6) 0.0016(5) 0.0022(5) N3 0.0371(8) 0.0394(9) 0.0404(9) -0.0003(7) -0.0121(7) 0.0087(7) N4 0.0279(9) 0.0350(10) 0.0470(11) 0.0128(8) -0.0059(8) 0.0015(7) N4B 0.0279(9) 0.0350(10) 0.0470(11) 0.0128(8) -0.0059(8) 0.0015(7) C1 0.0449(11) 0.0358(10) 0.0579(12) 0.0015(9) 0.0162(9) 0.0081(8) C2 0.0471(11) 0.0283(9) 0.0413(10) -0.0014(8) -0.0031(8) 0.0070(8) C3 0.0358(9) 0.0258(8) 0.0353(9) -0.0050(7) 0.0013(7) 0.0012(7) C4 0.0278(8) 0.0248(8) 0.0322(9) -0.0014(7) 0.0008(6) -0.0014(6) C5 0.0349(9) 0.0250(8) 0.0283(8) -0.0016(6) -0.0015(7) -0.0008(7) C6 0.0254(8) 0.0258(8) 0.0279(8) -0.0025(6) 0.0010(6) -0.0026(6) C7 0.0266(8) 0.0234(8) 0.0287(8) -0.0009(6) 0.0045(6) -0.0047(6) C8 0.0305(8) 0.0243(8) 0.0277(8) 0.0003(6) 0.0040(6) -0.0067(6) C9 0.0364(9) 0.0338(9) 0.0303(9) -0.0073(7) 0.0053(7) -0.0097(7) C10 0.0308(9) 0.0350(9) 0.0466(11) -0.0150(8) 0.0082(8) -0.0012(7) C11 0.0278(9) 0.0351(9) 0.0474(11) -0.0078(8) 0.0023(7) 0.0021(7) C12 0.0268(8) 0.0330(9) 0.0341(9) -0.0057(7) 0.0006(7) -0.0006(7) C13 0.0323(9) 0.0323(9) 0.0259(8) -0.0046(7) 0.0042(6) 0.0010(7) C14 0.0303(8) 0.0301(9) 0.0298(9) -0.0021(7) 0.0014(7) 0.0040(7) C15 0.0387(10) 0.0456(11) 0.0592(13) 0.0079(10) -0.0021(9) -0.0078(9) C16 0.0444(11) 0.0644(13) 0.0351(10) -0.0105(9) -0.0055(8) 0.0090(10) C17 0.0449(10) 0.0251(8) 0.0290(9) -0.0025(7) -0.0061(7) -0.0024(7) C18 0.0343(14) 0.0366(19) 0.0613(17) 0.0058(14) 0.0020(15) 0.0110(13) C19 0.0341(16) 0.061(3) 0.049(3) 0.004(2) -0.0161(15) -0.0041(17) C18B 0.16(3) 0.07(2) 0.23(5) -0.03(2) 0.14(3) 0.03(2) C19B 0.14(3) 0.07(2) 0.044(15) -0.010(14) -0.009(16) 0.037(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 O1 C17 1.234(2) . ? N1 N2 1.3568(18) . ? N1 C4 1.360(2) . ? N1 C13 1.458(2) . ? N2 C6 1.343(2) . ? N3 C17 1.330(2) . ? N3 N4 1.423(2) . ? N3 N4B 1.601(10) . ? N3 H3 0.8801 . ? N4 C18 1.444(5) . ? N4 C19 1.471(6) . ? N4B C19B 1.37(5) . ? N4B C18B 1.49(4) . ? C1 C2 1.487(3) . ? C1 C3 1.504(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.493(2) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.482(2) . ? C3 H3A 1.0000 . ? C4 C5 1.377(2) . ? C5 C6 1.404(2) . ? C5 H5 0.9500 . ? C6 C7 1.481(2) . ? C7 C12 1.398(2) . ? C7 C8 1.404(2) . ? C8 C9 1.394(2) . ? C8 C17 1.495(2) . ? C9 C10 1.382(3) . ? C9 H9 0.9500 . ? C10 C11 1.385(3) . ? C10 H10 0.9500 . ? C11 C12 1.383(2) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.526(2) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.515(2) . ? C14 C16 1.524(2) . ? C14 H14 1.0000 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C18B H18D 0.9800 . ? C18B H18E 0.9800 . ? C18B H18F 0.9800 . ? C19B H19D 0.9800 . ? C19B H19E 0.9800 . ? C19B H19F 0.9800 . ? 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 N1 C4 112.31(13) . . ? N2 N1 C13 119.04(13) . . ? C4 N1 C13 128.48(13) . . ? C6 N2 N1 104.95(13) . . ? C17 N3 N4 117.18(15) . . ? C17 N3 N4B 156.6(4) . . ? N4 N3 N4B 40.0(4) . . ? C17 N3 H3 121.3 . . ? N4 N3 H3 121.5 . . ? N4B N3 H3 81.7 . . ? N3 N4 C18 109.78(19) . . ? N3 N4 C19 108.8(3) . . ? C18 N4 C19 112.3(3) . . ? C19B N4B C18B 111(3) . . ? C19B N4B N3 105(2) . . ? C18B N4B N3 110(2) . . ? C2 C1 C3 59.90(12) . . ? C2 C1 H1A 117.8 . . ? C3 C1 H1A 117.8 . . ? C2 C1 H1B 117.8 . . ? C3 C1 H1B 117.8 . . ? H1A C1 H1B 114.9 . . ? C1 C2 C3 60.62(12) . . ? C1 C2 H2A 117.7 . . ? C3 C2 H2A 117.7 . . ? C1 C2 H2B 117.7 . . ? C3 C2 H2B 117.7 . . ? H2A C2 H2B 114.8 . . ? C4 C3 C2 119.19(15) . . ? C4 C3 C1 119.41(15) . . ? C2 C3 C1 59.48(12) . . ? C4 C3 H3A 115.7 . . ? C2 C3 H3A 115.7 . . ? C1 C3 H3A 115.7 . . ? N1 C4 C5 106.15(14) . . ? N1 C4 C3 122.73(14) . . ? C5 C4 C3 131.11(15) . . ? C4 C5 C6 105.92(14) . . ? C4 C5 H5 127.0 . . ? C6 C5 H5 127.0 . . ? N2 C6 C5 110.66(14) . . ? N2 C6 C7 118.89(14) . . ? C5 C6 C7 130.39(14) . . ? C12 C7 C8 117.92(14) . . ? C12 C7 C6 118.45(14) . . ? C8 C7 C6 123.61(14) . . ? C9 C8 C7 119.96(15) . . ? C9 C8 C17 116.82(14) . . ? C7 C8 C17 123.22(14) . . ? C10 C9 C8 121.00(16) . . ? C10 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? C9 C10 C11 119.53(16) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C12 C11 C10 119.88(16) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C11 C12 C7 121.69(16) . . ? C11 C12 H12 119.2 . . ? C7 C12 H12 119.2 . . ? N1 C13 C14 112.88(13) . . ? N1 C13 H13A 109.0 . . ? C14 C13 H13A 109.0 . . ? N1 C13 H13B 109.0 . . ? C14 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? C15 C14 C16 111.50(16) . . ? C15 C14 C13 111.78(14) . . ? C16 C14 C13 109.13(14) . . ? C15 C14 H14 108.1 . . ? C16 C14 H14 108.1 . . ? C13 C14 H14 108.1 . . ? 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 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O1 C17 N3 125.45(17) . . ? O1 C17 C8 120.67(17) . . ? N3 C17 C8 113.86(14) . . ? N4B C18B H18D 109.5 . . ? N4B C18B H18E 109.5 . . ? H18D C18B H18E 109.5 . . ? N4B C18B H18F 109.5 . . ? H18D C18B H18F 109.5 . . ? H18E C18B H18F 109.5 . . ? N4B C19B H19D 109.5 . . ? N4B C19B H19E 109.5 . . ? H19D C19B H19E 109.5 . . ? N4B C19B H19F 109.5 . . ? H19D C19B H19F 109.5 . . ? H19E C19B H19F 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 C4 N1 N2 C6 0.55(17) . . . . ? C13 N1 N2 C6 176.17(13) . . . . ? C17 N3 N4 C18 131.9(2) . . . . ? N4B N3 N4 C18 -54.7(7) . . . . ? C17 N3 N4 C19 -104.8(3) . . . . ? N4B N3 N4 C19 68.6(7) . . . . ? C17 N3 N4B C19B -36(3) . . . . ? N4 N3 N4B C19B -51(2) . . . . ? C17 N3 N4B C18B 84(3) . . . . ? N4 N3 N4B C18B 69(2) . . . . ? C1 C2 C3 C4 -108.89(18) . . . . ? C2 C1 C3 C4 108.52(18) . . . . ? N2 N1 C4 C5 -0.24(18) . . . . ? C13 N1 C4 C5 -175.35(15) . . . . ? N2 N1 C4 C3 -179.25(14) . . . . ? C13 N1 C4 C3 5.6(3) . . . . ? C2 C3 C4 N1 157.78(16) . . . . ? C1 C3 C4 N1 88.4(2) . . . . ? C2 C3 C4 C5 -21.0(3) . . . . ? C1 C3 C4 C5 -90.3(2) . . . . ? N1 C4 C5 C6 -0.17(18) . . . . ? C3 C4 C5 C6 178.74(16) . . . . ? N1 N2 C6 C5 -0.65(17) . . . . ? N1 N2 C6 C7 -178.08(13) . . . . ? C4 C5 C6 N2 0.52(18) . . . . ? C4 C5 C6 C7 177.57(15) . . . . ? N2 C6 C7 C12 22.1(2) . . . . ? C5 C6 C7 C12 -154.71(17) . . . . ? N2 C6 C7 C8 -159.74(15) . . . . ? C5 C6 C7 C8 23.4(3) . . . . ? C12 C7 C8 C9 0.8(2) . . . . ? C6 C7 C8 C9 -177.38(14) . . . . ? C12 C7 C8 C17 179.87(15) . . . . ? C6 C7 C8 C17 1.7(2) . . . . ? C7 C8 C9 C10 -1.6(2) . . . . ? C17 C8 C9 C10 179.23(15) . . . . ? C8 C9 C10 C11 1.0(3) . . . . ? C9 C10 C11 C12 0.4(3) . . . . ? C10 C11 C12 C7 -1.3(3) . . . . ? C8 C7 C12 C11 0.7(2) . . . . ? C6 C7 C12 C11 178.90(15) . . . . ? N2 N1 C13 C14 -65.21(18) . . . . ? C4 N1 C13 C14 109.61(18) . . . . ? N1 C13 C14 C15 -57.36(19) . . . . ? N1 C13 C14 C16 178.83(15) . . . . ? N4 N3 C17 O1 2.5(3) . . . . ? N4B N3 C17 O1 -8.2(11) . . . . ? N4 N3 C17 C8 -179.40(15) . . . . ? N4B N3 C17 C8 169.9(11) . . . . ? C9 C8 C17 O1 70.6(2) . . . . ? C7 C8 C17 O1 -108.59(19) . . . . ? C9 C8 C17 N3 -107.67(17) . . . . ? C7 C8 C17 N3 73.2(2) . . . . ? 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 H3 N2 0.88 2.31 3.161(2) 163.4 3_665 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.31 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.892 _refine_diff_density_min -0.419 _refine_diff_density_rms 0.040 _journal_coden_cambridge 1078 _journal_name_full 'Private Communication' _journal_page_first 1 _journal_page_last 2 _journal_volume 1AMG _journal_year 2011