# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_2-form_I _database_code_depnum_ccdc_archive 'CCDC 885902' #TrackingRef '11793_web_deposit_cif_file_0_AkuSuhonen_1339420257.oligoamides_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H26 N4 O4' _chemical_formula_sum 'C34 H26 N4 O4' _chemical_formula_weight 554.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c 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 39.688(8) _cell_length_b 8.3626(17) _cell_length_c 16.671(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.19(3) _cell_angle_gamma 90.00 _cell_volume 5489.6(19) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.342 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2320 _exptl_absorpt_coefficient_mu 0.726 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8684 _exptl_absorpt_correction_T_max 0.9785 _exptl_absorpt_process_details ; Denzo (otwinowski, Borek, Majewski & Minor, 2003) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\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 7913 _diffrn_reflns_av_R_equivalents 0.0813 _diffrn_reflns_av_sigmaI/netI 0.0735 _diffrn_reflns_limit_h_min -45 _diffrn_reflns_limit_h_max 46 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 66.55 _reflns_number_total 4653 _reflns_number_gt 3006 _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^)+(0.0538P)^2^+5.4619P] 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 4653 _refine_ls_number_parameters 391 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0987 _refine_ls_R_factor_gt 0.0559 _refine_ls_wR_factor_ref 0.1471 _refine_ls_wR_factor_gt 0.1242 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 0.07856(5) 0.4873(3) -0.11889(12) 0.0437(5) Uani 1 1 d . . . O2 O 0.03219(5) 0.8133(3) 0.09228(11) 0.0407(5) Uani 1 1 d . . . O3 O 0.16750(5) 0.4989(3) 0.00342(11) 0.0421(5) Uani 1 1 d . . . O4 O 0.25397(5) 0.6221(3) -0.17852(11) 0.0453(6) Uani 1 1 d . . . N1 N 0.02611(6) 0.3882(3) -0.10678(14) 0.0379(6) Uani 1 1 d D . . H1N H 0.0140(7) 0.297(3) -0.1065(17) 0.046 Uiso 1 1 d D . . N2 N 0.04718(6) 0.6674(3) -0.01265(14) 0.0369(6) Uani 1 1 d D . . H2N H 0.0636(6) 0.622(3) -0.0386(15) 0.044 Uiso 1 1 d D . . N3 N 0.20982(6) 0.6355(3) 0.07856(13) 0.0374(6) Uani 1 1 d D . . H3N H 0.2158(7) 0.716(3) 0.1152(14) 0.045 Uiso 1 1 d D . . N4 N 0.21973(6) 0.5549(4) -0.08349(13) 0.0410(7) Uani 1 1 d D . . H4N H 0.1985(5) 0.545(4) -0.0717(17) 0.049 Uiso 1 1 d D . . C1 C 0.05156(9) 0.0803(4) -0.15224(18) 0.0472(8) Uani 1 1 d . . . H1 H 0.0285 0.1004 -0.1726 0.057 Uiso 1 1 calc R . . C2 C 0.06492(9) -0.0720(4) -0.15660(19) 0.0527(9) Uani 1 1 d . . . H2 H 0.0512 -0.1559 -0.1812 0.063 Uiso 1 1 calc R . . C3 C 0.09802(10) -0.1021(5) -0.1255(2) 0.0576(10) Uani 1 1 d . . . H3 H 0.1070 -0.2069 -0.1285 0.069 Uiso 1 1 calc R . . C4 C 0.11818(9) 0.0181(5) -0.0901(2) 0.0582(10) Uani 1 1 d . . . H4 H 0.1409 -0.0044 -0.0677 0.070 Uiso 1 1 calc R . . C5 C 0.10553(8) 0.1727(4) -0.08670(19) 0.0498(8) Uani 1 1 d . . . H5 H 0.1197 0.2564 -0.0633 0.060 Uiso 1 1 calc R . . C6 C 0.07200(8) 0.2038(4) -0.11789(16) 0.0387(7) Uani 1 1 d . . . C7 C 0.05943(7) 0.3713(4) -0.11458(16) 0.0376(7) Uani 1 1 d . . . C8 C 0.00693(7) 0.5326(4) -0.11196(16) 0.0356(7) Uani 1 1 d . . . C9 C -0.02299(7) 0.5336(4) -0.16529(17) 0.0421(8) Uani 1 1 d . . . H9 H -0.0288 0.4432 -0.1987 0.051 Uiso 1 1 calc R . . C10 C -0.04420(8) 0.6646(4) -0.1701(2) 0.0522(9) Uani 1 1 d . . . H10 H -0.0647 0.6642 -0.2062 0.063 Uiso 1 1 calc R . . C11 C -0.03550(8) 0.7959(5) -0.1222(2) 0.0540(9) Uani 1 1 d . . . H11 H -0.0503 0.8857 -0.1250 0.065 Uiso 1 1 calc R . . C12 C -0.00550(8) 0.7986(4) -0.07022(19) 0.0463(8) Uani 1 1 d . . . H12 H 0.0005 0.8912 -0.0387 0.056 Uiso 1 1 calc R . . C13 C 0.01588(7) 0.6660(4) -0.06389(16) 0.0359(7) Uani 1 1 d . . . C14 C 0.05419(7) 0.7475(4) 0.05752(17) 0.0356(7) Uani 1 1 d . . . C15 C 0.09089(6) 0.7547(4) 0.09307(16) 0.0318(7) Uani 1 1 d . . . C16 C 0.09922(7) 0.8448(4) 0.16289(16) 0.0384(7) Uani 1 1 d . . . H16 H 0.0816 0.8929 0.1883 0.046 Uiso 1 1 calc R . . C17 C 0.13267(7) 0.8653(4) 0.19579(17) 0.0428(8) Uani 1 1 d . . . H17 H 0.1379 0.9291 0.2429 0.051 Uiso 1 1 calc R . . C18 C 0.15858(8) 0.7931(4) 0.16030(17) 0.0423(8) Uani 1 1 d . . . H18 H 0.1816 0.8087 0.1827 0.051 Uiso 1 1 calc R . . C19 C 0.15100(7) 0.6983(4) 0.09227(15) 0.0322(7) Uani 1 1 d . . . C20 C 0.11718(7) 0.6806(3) 0.05872(16) 0.0328(7) Uani 1 1 d . . . H20 H 0.1120 0.6170 0.0116 0.039 Uiso 1 1 calc R . . C21 C 0.17668(7) 0.6034(4) 0.05472(15) 0.0356(7) Uani 1 1 d . . . C22 C 0.23803(7) 0.5420(4) 0.06018(16) 0.0364(7) Uani 1 1 d . . . C23 C 0.26065(7) 0.4881(4) 0.12503(17) 0.0422(8) Uani 1 1 d . . . H23 H 0.2567 0.5125 0.1787 0.051 Uiso 1 1 calc R . . C24 C 0.28887(7) 0.3992(4) 0.11170(18) 0.0482(9) Uani 1 1 d . . . H24 H 0.3042 0.3623 0.1561 0.058 Uiso 1 1 calc R . . C25 C 0.29459(7) 0.3645(4) 0.03360(18) 0.0465(8) Uani 1 1 d . . . H25 H 0.3140 0.3038 0.0243 0.056 Uiso 1 1 calc R . . C26 C 0.27242(7) 0.4172(4) -0.03070(17) 0.0441(8) Uani 1 1 d . . . H26 H 0.2765 0.3923 -0.0843 0.053 Uiso 1 1 calc R . . C27 C 0.24395(7) 0.5074(4) -0.01796(16) 0.0378(7) Uani 1 1 d . . . C28 C 0.22529(7) 0.5999(4) -0.15821(16) 0.0373(7) Uani 1 1 d . . . C29 C 0.19394(7) 0.6250(4) -0.21598(15) 0.0377(7) Uani 1 1 d . . . C30 C 0.16301(7) 0.5511(4) -0.20667(17) 0.0421(8) Uani 1 1 d . . . H30 H 0.1615 0.4819 -0.1621 0.051 Uiso 1 1 calc R . . C31 C 0.13483(8) 0.5785(4) -0.26211(18) 0.0482(8) Uani 1 1 d . . . H31 H 0.1140 0.5273 -0.2558 0.058 Uiso 1 1 calc R . . C32 C 0.13667(8) 0.6794(4) -0.32654(18) 0.0491(9) Uani 1 1 d . . . H32 H 0.1171 0.6983 -0.3643 0.059 Uiso 1 1 calc R . . C33 C 0.16703(8) 0.7532(5) -0.33612(18) 0.0506(9) Uani 1 1 d . . . H33 H 0.1683 0.8232 -0.3805 0.061 Uiso 1 1 calc R . . C34 C 0.19556(8) 0.7255(4) -0.28139(17) 0.0469(8) Uani 1 1 d . . . H34 H 0.2164 0.7758 -0.2887 0.056 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 O1 0.0347(11) 0.0437(14) 0.0546(13) -0.0017(10) 0.0132(9) -0.0056(11) O2 0.0296(11) 0.0425(14) 0.0514(12) -0.0060(10) 0.0108(9) 0.0013(10) O3 0.0334(11) 0.0507(14) 0.0425(11) -0.0102(10) 0.0063(9) 0.0010(10) O4 0.0332(11) 0.0658(16) 0.0378(10) -0.0055(11) 0.0078(9) -0.0039(11) N1 0.0317(13) 0.0337(16) 0.0486(14) -0.0024(12) 0.0062(11) -0.0038(12) N2 0.0262(12) 0.0454(17) 0.0388(13) -0.0050(12) 0.0030(10) 0.0024(12) N3 0.0276(12) 0.0491(18) 0.0351(12) -0.0082(12) 0.0018(10) 0.0024(12) N4 0.0260(12) 0.0613(19) 0.0357(13) -0.0026(12) 0.0039(10) 0.0042(13) C1 0.0485(19) 0.050(2) 0.0454(17) -0.0043(16) 0.0130(14) -0.0036(17) C2 0.064(2) 0.040(2) 0.058(2) -0.0050(17) 0.0242(17) -0.0080(19) C3 0.065(2) 0.044(2) 0.071(2) 0.0071(19) 0.0325(19) 0.004(2) C4 0.049(2) 0.047(2) 0.081(2) 0.007(2) 0.0188(18) 0.0030(19) C5 0.0401(18) 0.049(2) 0.062(2) 0.0026(17) 0.0117(15) -0.0026(17) C6 0.0402(17) 0.039(2) 0.0396(15) -0.0037(14) 0.0143(13) -0.0017(15) C7 0.0306(15) 0.047(2) 0.0357(15) -0.0042(14) 0.0063(12) -0.0066(15) C8 0.0306(15) 0.0403(19) 0.0365(15) 0.0023(14) 0.0060(12) -0.0043(14) C9 0.0360(16) 0.047(2) 0.0419(16) 0.0004(15) 0.0011(13) -0.0049(16) C10 0.0359(17) 0.057(2) 0.060(2) 0.0060(18) -0.0086(15) -0.0049(17) C11 0.0373(18) 0.048(2) 0.074(2) 0.0070(19) -0.0041(16) 0.0099(16) C12 0.0386(18) 0.041(2) 0.0576(19) -0.0037(16) -0.0008(14) 0.0040(16) C13 0.0289(14) 0.0385(19) 0.0407(15) 0.0040(14) 0.0061(12) -0.0009(14) C14 0.0313(15) 0.0334(19) 0.0431(16) 0.0032(14) 0.0088(12) 0.0010(14) C15 0.0247(14) 0.0322(18) 0.0391(14) 0.0010(13) 0.0067(11) 0.0027(13) C16 0.0323(15) 0.046(2) 0.0380(15) -0.0033(14) 0.0090(12) 0.0065(14) C17 0.0375(16) 0.051(2) 0.0388(15) -0.0133(15) 0.0017(13) 0.0044(15) C18 0.0318(15) 0.055(2) 0.0397(15) -0.0056(15) 0.0013(12) 0.0006(15) C19 0.0282(14) 0.0375(18) 0.0311(13) -0.0003(13) 0.0041(11) 0.0008(13) C20 0.0339(15) 0.0314(18) 0.0333(14) -0.0006(13) 0.0046(11) -0.0020(13) C21 0.0319(15) 0.0434(19) 0.0317(14) -0.0004(14) 0.0043(11) -0.0014(14) C22 0.0266(14) 0.046(2) 0.0374(15) -0.0029(14) 0.0051(12) 0.0014(14) C23 0.0346(16) 0.052(2) 0.0388(16) -0.0019(15) 0.0011(12) 0.0005(15) C24 0.0346(17) 0.061(2) 0.0475(17) -0.0007(17) -0.0017(13) 0.0086(17) C25 0.0302(16) 0.056(2) 0.0531(18) -0.0075(17) 0.0052(14) 0.0081(16) C26 0.0344(16) 0.059(2) 0.0397(16) -0.0065(16) 0.0077(13) 0.0043(16) C27 0.0276(15) 0.047(2) 0.0378(16) -0.0018(14) 0.0015(12) -0.0001(14) C28 0.0345(16) 0.045(2) 0.0331(15) -0.0076(14) 0.0061(12) 0.0007(15) C29 0.0355(16) 0.047(2) 0.0314(14) -0.0058(14) 0.0068(12) 0.0012(15) C30 0.0403(17) 0.044(2) 0.0413(16) 0.0009(15) 0.0006(13) -0.0009(15) C31 0.0354(17) 0.057(2) 0.0504(18) -0.0032(17) 0.0002(14) -0.0040(16) C32 0.0376(17) 0.066(3) 0.0429(17) -0.0011(17) 0.0007(13) 0.0058(17) C33 0.0461(19) 0.065(3) 0.0411(16) 0.0062(17) 0.0073(14) 0.0029(18) C34 0.0383(17) 0.063(2) 0.0395(16) -0.0003(16) 0.0067(13) -0.0070(17) _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 C7 1.240(3) . ? O2 C14 1.236(3) . ? O3 C21 1.245(3) . ? O4 C28 1.241(3) . ? N1 C7 1.352(3) . ? N1 C8 1.424(4) . ? N1 H1N 0.901(18) . ? N2 C14 1.346(4) . ? N2 C13 1.417(3) . ? N2 H2N 0.911(17) . ? N3 C21 1.352(3) . ? N3 C22 1.430(4) . ? N3 H3N 0.920(17) . ? N4 C28 1.346(4) . ? N4 C27 1.419(3) . ? N4 H4N 0.891(17) . ? C1 C2 1.385(5) . ? C1 C6 1.391(4) . ? C1 H1 0.9500 . ? C2 C3 1.374(5) . ? C2 H2 0.9500 . ? C3 C4 1.371(5) . ? C3 H3 0.9500 . ? C4 C5 1.391(5) . ? C4 H4 0.9500 . ? C5 C6 1.391(4) . ? C5 H5 0.9500 . ? C6 C7 1.490(4) . ? C8 C9 1.391(4) . ? C8 C13 1.393(4) . ? C9 C10 1.378(4) . ? C9 H9 0.9500 . ? C10 C11 1.376(5) . ? C10 H10 0.9500 . ? C11 C12 1.383(4) . ? C11 H11 0.9500 . ? C12 C13 1.392(4) . ? C12 H12 0.9500 . ? C14 C15 1.503(4) . ? C15 C16 1.391(4) . ? C15 C20 1.396(4) . ? C16 C17 1.383(4) . ? C16 H16 0.9500 . ? C17 C18 1.387(4) . ? C17 H17 0.9500 . ? C18 C19 1.386(4) . ? C18 H18 0.9500 . ? C19 C20 1.396(4) . ? C19 C21 1.490(4) . ? C20 H20 0.9500 . ? C22 C27 1.383(4) . ? C22 C23 1.391(4) . ? C23 C24 1.385(4) . ? C23 H23 0.9500 . ? C24 C25 1.380(4) . ? C24 H24 0.9500 . ? C25 C26 1.372(4) . ? C25 H25 0.9500 . ? C26 C27 1.396(4) . ? C26 H26 0.9500 . ? C28 C29 1.490(4) . ? C29 C34 1.385(4) . ? C29 C30 1.400(4) . ? C30 C31 1.378(4) . ? C30 H30 0.9500 . ? C31 C32 1.375(4) . ? C31 H31 0.9500 . ? C32 C33 1.381(4) . ? C32 H32 0.9500 . ? C33 C34 1.382(4) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? 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 C8 127.2(3) . . ? C7 N1 H1N 116(2) . . ? C8 N1 H1N 116(2) . . ? C14 N2 C13 126.7(2) . . ? C14 N2 H2N 122.6(18) . . ? C13 N2 H2N 109.6(18) . . ? C21 N3 C22 126.0(3) . . ? C21 N3 H3N 120.0(19) . . ? C22 N3 H3N 113.6(19) . . ? C28 N4 C27 128.1(2) . . ? C28 N4 H4N 119.9(19) . . ? C27 N4 H4N 111.8(19) . . ? C2 C1 C6 119.8(3) . . ? C2 C1 H1 120.1 . . ? C6 C1 H1 120.1 . . ? C3 C2 C1 120.2(3) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C4 C3 C2 120.5(4) . . ? C4 C3 H3 119.7 . . ? C2 C3 H3 119.7 . . ? C3 C4 C5 120.3(3) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C4 C5 C6 119.5(3) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? C5 C6 C1 119.8(3) . . ? C5 C6 C7 118.1(3) . . ? C1 C6 C7 122.1(3) . . ? O1 C7 N1 122.5(3) . . ? O1 C7 C6 121.6(3) . . ? N1 C7 C6 116.0(3) . . ? C9 C8 C13 119.9(3) . . ? C9 C8 N1 116.8(3) . . ? C13 C8 N1 123.2(2) . . ? C10 C9 C8 120.5(3) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C11 C10 C9 119.6(3) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 120.7(3) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C11 C12 C13 120.2(3) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C12 C13 C8 119.0(3) . . ? C12 C13 N2 121.3(3) . . ? C8 C13 N2 119.6(3) . . ? O2 C14 N2 123.2(3) . . ? O2 C14 C15 120.3(3) . . ? N2 C14 C15 116.5(2) . . ? C16 C15 C20 118.1(2) . . ? C16 C15 C14 117.9(2) . . ? C20 C15 C14 123.9(3) . . ? C17 C16 C15 121.0(3) . . ? C17 C16 H16 119.5 . . ? C15 C16 H16 119.5 . . ? C16 C17 C18 120.2(3) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? C19 C18 C17 120.1(3) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? C18 C19 C20 119.2(3) . . ? C18 C19 C21 124.0(2) . . ? C20 C19 C21 116.7(2) . . ? C19 C20 C15 121.3(3) . . ? C19 C20 H20 119.4 . . ? C15 C20 H20 119.4 . . ? O3 C21 N3 122.1(3) . . ? O3 C21 C19 120.4(2) . . ? N3 C21 C19 117.5(3) . . ? C27 C22 C23 119.7(3) . . ? C27 C22 N3 123.1(2) . . ? C23 C22 N3 117.2(2) . . ? C24 C23 C22 120.3(3) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C25 C24 C23 119.7(3) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C26 C25 C24 120.3(3) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C27 120.5(3) . . ? C25 C26 H26 119.8 . . ? C27 C26 H26 119.8 . . ? C22 C27 C26 119.5(3) . . ? C22 C27 N4 119.2(3) . . ? C26 C27 N4 121.1(2) . . ? O4 C28 N4 123.8(3) . . ? O4 C28 C29 121.5(2) . . ? N4 C28 C29 114.7(2) . . ? C34 C29 C30 118.9(3) . . ? C34 C29 C28 118.5(3) . . ? C30 C29 C28 122.6(3) . . ? C31 C30 C29 120.1(3) . . ? C31 C30 H30 119.9 . . ? C29 C30 H30 119.9 . . ? C32 C31 C30 120.5(3) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C31 C32 C33 119.8(3) . . ? C31 C32 H32 120.1 . . ? C33 C32 H32 120.1 . . ? C32 C33 C34 120.2(3) . . ? C32 C33 H33 119.9 . . ? C34 C33 H33 119.9 . . ? C33 C34 C29 120.4(3) . . ? C33 C34 H34 119.8 . . ? C29 C34 H34 119.8 . . ? 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 C6 C1 C2 C3 1.5(5) . . . . ? C1 C2 C3 C4 -0.2(5) . . . . ? C2 C3 C4 C5 -1.3(5) . . . . ? C3 C4 C5 C6 1.5(5) . . . . ? C4 C5 C6 C1 -0.2(5) . . . . ? C4 C5 C6 C7 -179.0(3) . . . . ? C2 C1 C6 C5 -1.3(4) . . . . ? C2 C1 C6 C7 177.5(3) . . . . ? C8 N1 C7 O1 8.1(4) . . . . ? C8 N1 C7 C6 -171.8(2) . . . . ? C5 C6 C7 O1 31.3(4) . . . . ? C1 C6 C7 O1 -147.5(3) . . . . ? C5 C6 C7 N1 -148.8(3) . . . . ? C1 C6 C7 N1 32.4(4) . . . . ? C7 N1 C8 C9 127.5(3) . . . . ? C7 N1 C8 C13 -55.8(4) . . . . ? C13 C8 C9 C10 -1.1(4) . . . . ? N1 C8 C9 C10 175.7(3) . . . . ? C8 C9 C10 C11 0.6(5) . . . . ? C9 C10 C11 C12 0.9(5) . . . . ? C10 C11 C12 C13 -1.9(5) . . . . ? C11 C12 C13 C8 1.4(5) . . . . ? C11 C12 C13 N2 178.3(3) . . . . ? C9 C8 C13 C12 0.1(4) . . . . ? N1 C8 C13 C12 -176.5(3) . . . . ? C9 C8 C13 N2 -176.9(3) . . . . ? N1 C8 C13 N2 6.6(4) . . . . ? C14 N2 C13 C12 31.6(4) . . . . ? C14 N2 C13 C8 -151.5(3) . . . . ? C13 N2 C14 O2 10.8(5) . . . . ? C13 N2 C14 C15 -169.0(3) . . . . ? O2 C14 C15 C16 -3.7(4) . . . . ? N2 C14 C15 C16 176.1(3) . . . . ? O2 C14 C15 C20 178.5(3) . . . . ? N2 C14 C15 C20 -1.7(4) . . . . ? C20 C15 C16 C17 2.3(4) . . . . ? C14 C15 C16 C17 -175.6(3) . . . . ? C15 C16 C17 C18 -1.3(5) . . . . ? C16 C17 C18 C19 -0.8(5) . . . . ? C17 C18 C19 C20 1.9(5) . . . . ? C17 C18 C19 C21 -173.8(3) . . . . ? C18 C19 C20 C15 -0.9(4) . . . . ? C21 C19 C20 C15 175.1(3) . . . . ? C16 C15 C20 C19 -1.2(4) . . . . ? C14 C15 C20 C19 176.6(3) . . . . ? C22 N3 C21 O3 -10.8(4) . . . . ? C22 N3 C21 C19 169.2(3) . . . . ? C18 C19 C21 O3 166.7(3) . . . . ? C20 C19 C21 O3 -9.2(4) . . . . ? C18 C19 C21 N3 -13.3(4) . . . . ? C20 C19 C21 N3 170.9(3) . . . . ? C21 N3 C22 C27 57.4(4) . . . . ? C21 N3 C22 C23 -124.3(3) . . . . ? C27 C22 C23 C24 -0.5(5) . . . . ? N3 C22 C23 C24 -178.9(3) . . . . ? C22 C23 C24 C25 0.2(5) . . . . ? C23 C24 C25 C26 -0.2(5) . . . . ? C24 C25 C26 C27 0.4(5) . . . . ? C23 C22 C27 C26 0.7(5) . . . . ? N3 C22 C27 C26 179.0(3) . . . . ? C23 C22 C27 N4 176.4(3) . . . . ? N3 C22 C27 N4 -5.3(5) . . . . ? C25 C26 C27 C22 -0.7(5) . . . . ? C25 C26 C27 N4 -176.3(3) . . . . ? C28 N4 C27 C22 147.5(3) . . . . ? C28 N4 C27 C26 -36.9(5) . . . . ? C27 N4 C28 O4 -7.7(5) . . . . ? C27 N4 C28 C29 173.4(3) . . . . ? O4 C28 C29 C34 -23.1(5) . . . . ? N4 C28 C29 C34 155.9(3) . . . . ? O4 C28 C29 C30 157.0(3) . . . . ? N4 C28 C29 C30 -24.1(4) . . . . ? C34 C29 C30 C31 0.1(5) . . . . ? C28 C29 C30 C31 -179.9(3) . . . . ? C29 C30 C31 C32 -0.6(5) . . . . ? C30 C31 C32 C33 0.4(5) . . . . ? C31 C32 C33 C34 0.2(5) . . . . ? C32 C33 C34 C29 -0.7(5) . . . . ? C30 C29 C34 C33 0.5(5) . . . . ? C28 C29 C34 C33 -179.5(3) . . . . ? 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 N1 H1N O2 0.901(18) 2.09(2) 2.897(3) 148(3) 5_565 N2 H2N O1 0.911(17) 1.90(2) 2.740(3) 153(3) . N3 H3N O4 0.920(17) 2.02(2) 2.890(3) 158(3) 7_565 N4 H4N O3 0.891(17) 1.90(2) 2.714(3) 151(3) . _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 66.55 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 0.196 _refine_diff_density_min -0.206 _refine_diff_density_rms 0.049 data_2-DMSO_I _database_code_depnum_ccdc_archive 'CCDC 885903' #TrackingRef '11793_web_deposit_cif_file_0_AkuSuhonen_1339420257.oligoamides_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H26 N4 O4, C2 H6 O S' _chemical_formula_sum 'C36 H32 N4 O5 S' _chemical_formula_weight 632.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 '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 8.84620(10) _cell_length_b 9.61810(10) _cell_length_c 18.72080(10) _cell_angle_alpha 84.6210(10) _cell_angle_beta 85.0740(10) _cell_angle_gamma 81.7200(10) _cell_volume 1565.05(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.343 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 1.334 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8149 _exptl_absorpt_correction_T_max 0.9486 _exptl_absorpt_process_details ; Denzo (otwinowski, Borek, Majewski & Minor, 2003) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\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 6466 _diffrn_reflns_av_R_equivalents 0.0913 _diffrn_reflns_av_sigmaI/netI 0.0906 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 66.44 _reflns_number_total 4997 _reflns_number_gt 3095 _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^)+(0.0507P)^2^+2.6606P] 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 4997 _refine_ls_number_parameters 438 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1226 _refine_ls_R_factor_gt 0.0677 _refine_ls_wR_factor_ref 0.1715 _refine_ls_wR_factor_gt 0.1413 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 0.6605(3) 0.1797(3) 0.49831(14) 0.0334(7) Uani 1 1 d . . . O2 O 0.9298(3) -0.0653(3) 0.70533(14) 0.0381(7) Uani 1 1 d . . . O3 O 1.4222(3) -0.0172(3) 0.92361(14) 0.0319(7) Uani 1 1 d . . . O4 O 1.1197(3) -0.1924(3) 1.13972(14) 0.0341(7) Uani 1 1 d . . . N1 N 0.7649(4) 0.0467(4) 0.59295(19) 0.0318(8) Uani 1 1 d . . . H1N H 0.800(5) 0.041(4) 0.637(2) 0.038 Uiso 1 1 d . . . N2 N 1.0718(4) -0.1103(4) 0.60052(17) 0.0295(8) Uani 1 1 d . . . H2N H 1.175(5) -0.128(4) 0.579(2) 0.035 Uiso 1 1 d . . . N3 N 1.1713(4) 0.0730(3) 0.91771(18) 0.0282(8) Uani 1 1 d . . . H3N H 1.090(5) 0.095(4) 0.893(2) 0.034 Uiso 1 1 d . . . N4 N 1.2661(4) -0.0864(3) 1.05033(18) 0.0290(8) Uani 1 1 d . . . H4N H 1.341(5) -0.097(4) 1.020(2) 0.035 Uiso 1 1 d . . . C1 C 0.5946(5) 0.4159(4) 0.5792(2) 0.0360(11) Uani 1 1 d . . . H1 H 0.6161 0.4342 0.5289 0.043 Uiso 1 1 calc R . . C2 C 0.5294(6) 0.5254(5) 0.6193(3) 0.0452(12) Uani 1 1 d . . . H2 H 0.5068 0.6180 0.5969 0.054 Uiso 1 1 calc R . . C3 C 0.4973(6) 0.4991(5) 0.6925(3) 0.0513(13) Uani 1 1 d . . . H3 H 0.4506 0.5732 0.7206 0.062 Uiso 1 1 calc R . . C4 C 0.5336(6) 0.3645(5) 0.7246(3) 0.0532(14) Uani 1 1 d . . . H4 H 0.5118 0.3466 0.7749 0.064 Uiso 1 1 calc R . . C5 C 0.6014(6) 0.2550(5) 0.6844(2) 0.0430(12) Uani 1 1 d . . . H5 H 0.6285 0.1634 0.7072 0.052 Uiso 1 1 calc R . . C6 C 0.6293(5) 0.2805(4) 0.6104(2) 0.0331(10) Uani 1 1 d . . . C7 C 0.6861(5) 0.1647(4) 0.5626(2) 0.0293(10) Uani 1 1 d . . . C8 C 0.8099(5) -0.0791(4) 0.5580(2) 0.0295(9) Uani 1 1 d . . . C9 C 0.7051(6) -0.1311(5) 0.5192(2) 0.0394(11) Uani 1 1 d . . . H9 H 0.6031 -0.0841 0.5186 0.047 Uiso 1 1 calc R . . C10 C 0.7470(5) -0.2494(5) 0.4820(2) 0.0391(11) Uani 1 1 d . . . H10 H 0.6754 -0.2819 0.4547 0.047 Uiso 1 1 calc R . . C11 C 0.8942(5) -0.3205(4) 0.4847(2) 0.0373(11) Uani 1 1 d . . . H11 H 0.9241 -0.4015 0.4588 0.045 Uiso 1 1 calc R . . C12 C 0.9975(5) -0.2742(4) 0.5250(2) 0.0326(10) Uani 1 1 d . . . H12 H 1.0974 -0.3252 0.5279 0.039 Uiso 1 1 calc R . . C13 C 0.9564(5) -0.1526(4) 0.5617(2) 0.0299(10) Uani 1 1 d . . . C14 C 1.0560(5) -0.0820(4) 0.6709(2) 0.0302(10) Uani 1 1 d . . . C15 C 1.2009(5) -0.0731(4) 0.7054(2) 0.0259(9) Uani 1 1 d . . . C16 C 1.3478(5) -0.1097(4) 0.6731(2) 0.0338(10) Uani 1 1 d . . . H16 H 1.3600 -0.1348 0.6249 0.041 Uiso 1 1 calc R . . C17 C 1.4763(5) -0.1099(5) 0.7109(2) 0.0371(11) Uani 1 1 d . . . H17 H 1.5756 -0.1366 0.6886 0.045 Uiso 1 1 calc R . . C18 C 1.4599(5) -0.0714(4) 0.7807(2) 0.0316(10) Uani 1 1 d . . . H18 H 1.5479 -0.0728 0.8067 0.038 Uiso 1 1 calc R . . C19 C 1.3134(5) -0.0303(4) 0.8135(2) 0.0265(9) Uani 1 1 d . . . C20 C 1.1857(5) -0.0323(4) 0.7759(2) 0.0267(9) Uani 1 1 d . . . H20 H 1.0865 -0.0056 0.7981 0.032 Uiso 1 1 calc R . . C21 C 1.3069(5) 0.0087(4) 0.8895(2) 0.0275(9) Uani 1 1 d . . . C22 C 1.1425(4) 0.1278(4) 0.9863(2) 0.0251(9) Uani 1 1 d . . . C23 C 1.0597(5) 0.2614(4) 0.9890(2) 0.0321(10) Uani 1 1 d . . . H23 H 1.0331 0.3148 0.9455 0.039 Uiso 1 1 calc R . . C24 C 1.0150(5) 0.3182(4) 1.0543(2) 0.0362(11) Uani 1 1 d . . . H24 H 0.9545 0.4081 1.0555 0.043 Uiso 1 1 calc R . . C25 C 1.0590(5) 0.2433(5) 1.1176(2) 0.0378(11) Uani 1 1 d . . . H25 H 1.0298 0.2821 1.1624 0.045 Uiso 1 1 calc R . . C26 C 1.1454(5) 0.1123(4) 1.1155(2) 0.0323(10) Uani 1 1 d . . . H26 H 1.1789 0.0629 1.1590 0.039 Uiso 1 1 calc R . . C27 C 1.1842(5) 0.0512(4) 1.0508(2) 0.0259(9) Uani 1 1 d . . . C28 C 1.2349(5) -0.1964(4) 1.0966(2) 0.0300(10) Uani 1 1 d . . . C29 C 1.3485(5) -0.3283(4) 1.0937(2) 0.0302(10) Uani 1 1 d . . . C30 C 1.2986(5) -0.4571(4) 1.1147(2) 0.0379(11) Uani 1 1 d . . . H30 H 1.1932 -0.4614 1.1280 0.045 Uiso 1 1 calc R . . C31 C 1.4018(6) -0.5791(5) 1.1163(3) 0.0452(12) Uani 1 1 d . . . H31 H 1.3664 -0.6671 1.1303 0.054 Uiso 1 1 calc R . . C32 C 1.5558(6) -0.5755(5) 1.0980(3) 0.0487(13) Uani 1 1 d . . . H32 H 1.6265 -0.6598 1.1005 0.058 Uiso 1 1 calc R . . C33 C 1.6060(5) -0.4468(5) 1.0758(3) 0.0464(12) Uani 1 1 d . . . H33 H 1.7114 -0.4432 1.0622 0.056 Uiso 1 1 calc R . . C34 C 1.5032(5) -0.3242(4) 1.0736(2) 0.0356(10) Uani 1 1 d . . . H34 H 1.5382 -0.2366 1.0582 0.043 Uiso 1 1 calc R . . S100 S 0.91312(19) 0.49652(15) 0.29579(10) 0.0703(5) Uani 1 1 d . . . O10A O 0.8784(9) 0.4512(10) 0.2315(5) 0.149(4) Uani 0.70 1 d P A 1 O10B O 0.8348(16) 0.4386(17) 0.3531(9) 0.109(7) Uani 0.30 1 d P A 2 C100 C 0.9002(10) 0.6805(6) 0.2822(4) 0.107(3) Uani 1 1 d . A . H10A H 0.7953 0.7204 0.2720 0.160 Uiso 1 1 calc R . . H10B H 0.9709 0.7059 0.2415 0.160 Uiso 1 1 calc R . . H10C H 0.9273 0.7179 0.3256 0.160 Uiso 1 1 calc R . . C101 C 1.1115(7) 0.4565(7) 0.3029(3) 0.081(2) Uani 1 1 d . A . H10D H 1.1404 0.5022 0.3434 0.121 Uiso 1 1 calc R . . H10E H 1.1656 0.4908 0.2583 0.121 Uiso 1 1 calc R . . H10F H 1.1391 0.3542 0.3110 0.121 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 O1 0.0371(18) 0.0407(17) 0.0219(16) -0.0026(12) -0.0054(13) -0.0010(14) O2 0.0299(18) 0.058(2) 0.0244(16) -0.0027(14) -0.0025(13) -0.0015(15) O3 0.0268(16) 0.0434(17) 0.0259(16) -0.0026(12) -0.0049(13) -0.0048(13) O4 0.0318(17) 0.0420(17) 0.0274(16) 0.0018(13) 0.0019(13) -0.0063(14) N1 0.034(2) 0.036(2) 0.0240(19) -0.0031(16) -0.0094(16) 0.0020(17) N2 0.027(2) 0.040(2) 0.0215(19) -0.0067(15) -0.0013(15) -0.0027(16) N3 0.028(2) 0.0326(19) 0.0243(19) -0.0013(15) -0.0064(15) -0.0031(16) N4 0.028(2) 0.032(2) 0.0247(19) 0.0030(15) 0.0002(15) -0.0021(16) C1 0.037(3) 0.039(3) 0.030(2) -0.002(2) -0.0058(19) 0.003(2) C2 0.052(3) 0.036(3) 0.046(3) -0.004(2) -0.006(2) 0.004(2) C3 0.063(4) 0.048(3) 0.042(3) -0.017(2) -0.001(3) 0.002(3) C4 0.076(4) 0.051(3) 0.031(3) -0.008(2) 0.003(3) -0.004(3) C5 0.059(3) 0.036(3) 0.032(3) -0.003(2) -0.002(2) 0.000(2) C6 0.034(3) 0.036(2) 0.031(2) -0.0040(19) -0.0093(19) -0.005(2) C7 0.025(2) 0.033(2) 0.031(3) -0.0007(18) -0.0044(18) -0.0050(19) C8 0.031(2) 0.032(2) 0.024(2) 0.0003(17) -0.0031(18) -0.0022(19) C9 0.040(3) 0.038(3) 0.041(3) -0.001(2) -0.009(2) -0.003(2) C10 0.045(3) 0.038(3) 0.038(3) -0.002(2) -0.014(2) -0.011(2) C11 0.051(3) 0.032(2) 0.030(2) -0.0076(19) -0.003(2) -0.007(2) C12 0.038(3) 0.031(2) 0.029(2) 0.0002(18) -0.0049(19) -0.005(2) C13 0.033(3) 0.032(2) 0.025(2) 0.0016(18) -0.0054(18) -0.0055(19) C14 0.038(3) 0.028(2) 0.023(2) 0.0016(17) -0.0030(19) -0.0032(19) C15 0.030(2) 0.026(2) 0.021(2) 0.0004(16) -0.0039(17) -0.0006(18) C16 0.033(3) 0.041(3) 0.025(2) -0.0055(19) -0.0015(19) 0.004(2) C17 0.030(3) 0.049(3) 0.030(2) -0.004(2) 0.0007(19) 0.002(2) C18 0.031(2) 0.037(2) 0.027(2) -0.0021(18) -0.0017(18) -0.0026(19) C19 0.033(2) 0.024(2) 0.021(2) 0.0019(16) -0.0054(17) -0.0001(18) C20 0.028(2) 0.028(2) 0.022(2) -0.0013(16) -0.0006(17) 0.0027(18) C21 0.030(2) 0.024(2) 0.027(2) 0.0011(17) 0.0024(19) -0.0046(18) C22 0.025(2) 0.030(2) 0.020(2) -0.0019(17) -0.0002(16) -0.0054(18) C23 0.034(3) 0.031(2) 0.032(2) -0.0018(18) -0.0051(19) -0.003(2) C24 0.035(3) 0.029(2) 0.043(3) -0.008(2) -0.001(2) -0.001(2) C25 0.046(3) 0.039(3) 0.031(3) -0.013(2) 0.006(2) -0.012(2) C26 0.038(3) 0.038(2) 0.023(2) -0.0030(18) -0.0015(18) -0.012(2) C27 0.025(2) 0.027(2) 0.025(2) -0.0026(17) -0.0021(17) -0.0031(18) C28 0.033(3) 0.034(2) 0.026(2) -0.0001(18) -0.0072(19) -0.012(2) C29 0.028(2) 0.036(2) 0.026(2) 0.0002(18) -0.0045(18) -0.0024(19) C30 0.038(3) 0.037(3) 0.038(3) 0.005(2) -0.002(2) -0.008(2) C31 0.047(3) 0.031(3) 0.056(3) 0.006(2) -0.006(2) -0.005(2) C32 0.042(3) 0.034(3) 0.066(3) 0.000(2) -0.006(3) 0.009(2) C33 0.030(3) 0.041(3) 0.065(3) -0.003(2) 0.004(2) 0.000(2) C34 0.033(3) 0.031(2) 0.042(3) 0.0013(19) -0.002(2) -0.005(2) S100 0.0666(11) 0.0537(9) 0.0915(12) -0.0079(8) -0.0142(9) -0.0055(8) O10A 0.084(6) 0.202(9) 0.171(8) -0.151(7) -0.046(5) 0.053(6) O10B 0.060(9) 0.124(13) 0.129(14) 0.100(12) -0.019(9) -0.033(9) C100 0.161(8) 0.056(4) 0.088(5) 0.015(4) 0.040(5) -0.009(4) C101 0.068(4) 0.106(5) 0.069(4) 0.010(4) -0.005(3) -0.023(4) _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 C7 1.236(5) . ? O2 C14 1.238(5) . ? O3 C21 1.233(5) . ? O4 C28 1.242(5) . ? N1 C7 1.347(5) . ? N1 C8 1.420(5) . ? N1 H1N 0.91(4) . ? N2 C14 1.361(5) . ? N2 C13 1.428(5) . ? N2 H2N 0.96(4) . ? N3 C21 1.356(5) . ? N3 C22 1.422(5) . ? N3 H3N 0.88(4) . ? N4 C28 1.349(5) . ? N4 C27 1.415(5) . ? N4 H4N 0.84(4) . ? C1 C6 1.381(6) . ? C1 C2 1.381(6) . ? C1 H1 0.9500 . ? C2 C3 1.382(7) . ? C2 H2 0.9500 . ? C3 C4 1.382(7) . ? C3 H3 0.9500 . ? C4 C5 1.387(6) . ? C4 H4 0.9500 . ? C5 C6 1.390(6) . ? C5 H5 0.9500 . ? C6 C7 1.497(6) . ? C8 C13 1.387(6) . ? C8 C9 1.397(6) . ? C9 C10 1.379(6) . ? C9 H9 0.9500 . ? C10 C11 1.383(6) . ? C10 H10 0.9500 . ? C11 C12 1.379(6) . ? C11 H11 0.9500 . ? C12 C13 1.399(6) . ? C12 H12 0.9500 . ? C14 C15 1.500(6) . ? C15 C16 1.397(6) . ? C15 C20 1.402(5) . ? C16 C17 1.389(6) . ? C16 H16 0.9500 . ? C17 C18 1.383(6) . ? C17 H17 0.9500 . ? C18 C19 1.405(6) . ? C18 H18 0.9500 . ? C19 C20 1.385(5) . ? C19 C21 1.499(5) . ? C20 H20 0.9500 . ? C22 C23 1.388(6) . ? C22 C27 1.403(5) . ? C23 C24 1.389(6) . ? C23 H23 0.9500 . ? C24 C25 1.384(6) . ? C24 H24 0.9500 . ? C25 C26 1.379(6) . ? C25 H25 0.9500 . ? C26 C27 1.391(5) . ? C26 H26 0.9500 . ? C28 C29 1.503(6) . ? C29 C30 1.386(6) . ? C29 C34 1.393(6) . ? C30 C31 1.379(6) . ? C30 H30 0.9500 . ? C31 C32 1.381(7) . ? C31 H31 0.9500 . ? C32 C33 1.390(7) . ? C32 H32 0.9500 . ? C33 C34 1.381(6) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? S100 O10B 1.346(13) . ? S100 O10A 1.390(7) . ? S100 C100 1.752(6) . ? S100 C101 1.755(6) . ? C100 H10A 0.9800 . ? C100 H10B 0.9800 . ? C100 H10C 0.9800 . ? C101 H10D 0.9800 . ? C101 H10E 0.9800 . ? C101 H10F 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 C7 N1 C8 124.3(4) . . ? C7 N1 H1N 123(3) . . ? C8 N1 H1N 113(3) . . ? C14 N2 C13 125.6(4) . . ? C14 N2 H2N 117(3) . . ? C13 N2 H2N 115(3) . . ? C21 N3 C22 126.7(4) . . ? C21 N3 H3N 123(3) . . ? C22 N3 H3N 110(3) . . ? C28 N4 C27 124.5(4) . . ? C28 N4 H4N 120(3) . . ? C27 N4 H4N 116(3) . . ? C6 C1 C2 121.6(4) . . ? C6 C1 H1 119.2 . . ? C2 C1 H1 119.2 . . ? C1 C2 C3 119.4(4) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 119.6(4) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 120.9(4) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C4 C5 C6 119.5(4) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? C1 C6 C5 119.0(4) . . ? C1 C6 C7 118.6(4) . . ? C5 C6 C7 122.4(4) . . ? O1 C7 N1 122.8(4) . . ? O1 C7 C6 120.1(4) . . ? N1 C7 C6 117.1(4) . . ? C13 C8 C9 119.0(4) . . ? C13 C8 N1 121.3(4) . . ? C9 C8 N1 119.7(4) . . ? C10 C9 C8 121.2(4) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C9 C10 C11 119.5(4) . . ? C9 C10 H10 120.3 . . ? C11 C10 H10 120.3 . . ? C12 C11 C10 120.2(4) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 C13 120.5(4) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C8 C13 C12 119.6(4) . . ? C8 C13 N2 123.7(4) . . ? C12 C13 N2 116.7(4) . . ? O2 C14 N2 122.5(4) . . ? O2 C14 C15 121.1(4) . . ? N2 C14 C15 116.4(4) . . ? C16 C15 C20 118.7(4) . . ? C16 C15 C14 124.2(4) . . ? C20 C15 C14 117.1(4) . . ? C17 C16 C15 120.7(4) . . ? C17 C16 H16 119.6 . . ? C15 C16 H16 119.6 . . ? C18 C17 C16 120.1(4) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C17 C18 C19 120.2(4) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? C20 C19 C18 119.3(4) . . ? C20 C19 C21 124.2(4) . . ? C18 C19 C21 116.4(4) . . ? C19 C20 C15 121.0(4) . . ? C19 C20 H20 119.5 . . ? C15 C20 H20 119.5 . . ? O3 C21 N3 122.7(4) . . ? O3 C21 C19 120.0(4) . . ? N3 C21 C19 117.4(4) . . ? C23 C22 C27 118.9(4) . . ? C23 C22 N3 117.2(3) . . ? C27 C22 N3 123.8(3) . . ? C22 C23 C24 121.1(4) . . ? C22 C23 H23 119.5 . . ? C24 C23 H23 119.5 . . ? C25 C24 C23 119.7(4) . . ? C25 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C26 C25 C24 119.8(4) . . ? C26 C25 H25 120.1 . . ? C24 C25 H25 120.1 . . ? C25 C26 C27 121.0(4) . . ? C25 C26 H26 119.5 . . ? C27 C26 H26 119.5 . . ? C26 C27 C22 119.4(4) . . ? C26 C27 N4 120.1(3) . . ? C22 C27 N4 120.5(3) . . ? O4 C28 N4 123.4(4) . . ? O4 C28 C29 120.5(4) . . ? N4 C28 C29 116.1(4) . . ? C30 C29 C34 119.2(4) . . ? C30 C29 C28 118.8(4) . . ? C34 C29 C28 122.0(4) . . ? C31 C30 C29 120.1(4) . . ? C31 C30 H30 119.9 . . ? C29 C30 H30 119.9 . . ? C30 C31 C32 121.0(4) . . ? C30 C31 H31 119.5 . . ? C32 C31 H31 119.5 . . ? C31 C32 C33 119.1(4) . . ? C31 C32 H32 120.5 . . ? C33 C32 H32 120.5 . . ? C34 C33 C32 120.2(4) . . ? C34 C33 H33 119.9 . . ? C32 C33 H33 119.9 . . ? C33 C34 C29 120.4(4) . . ? C33 C34 H34 119.8 . . ? C29 C34 H34 119.8 . . ? O10B S100 O10A 112.1(9) . . ? O10B S100 C100 119.2(9) . . ? O10A S100 C100 106.0(5) . . ? O10B S100 C101 111.1(6) . . ? O10A S100 C101 108.4(4) . . ? C100 S100 C101 98.8(4) . . ? S100 C100 H10A 109.5 . . ? S100 C100 H10B 109.5 . . ? H10A C100 H10B 109.5 . . ? S100 C100 H10C 109.5 . . ? H10A C100 H10C 109.5 . . ? H10B C100 H10C 109.5 . . ? S100 C101 H10D 109.5 . . ? S100 C101 H10E 109.5 . . ? H10D C101 H10E 109.5 . . ? S100 C101 H10F 109.5 . . ? H10D C101 H10F 109.5 . . ? H10E C101 H10F 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 C6 C1 C2 C3 -0.3(7) . . . . ? C1 C2 C3 C4 1.2(8) . . . . ? C2 C3 C4 C5 -0.2(8) . . . . ? C3 C4 C5 C6 -1.8(8) . . . . ? C2 C1 C6 C5 -1.7(7) . . . . ? C2 C1 C6 C7 174.3(4) . . . . ? C4 C5 C6 C1 2.7(7) . . . . ? C4 C5 C6 C7 -173.2(5) . . . . ? C8 N1 C7 O1 -8.4(7) . . . . ? C8 N1 C7 C6 171.7(4) . . . . ? C1 C6 C7 O1 -21.0(6) . . . . ? C5 C6 C7 O1 154.9(4) . . . . ? C1 C6 C7 N1 158.9(4) . . . . ? C5 C6 C7 N1 -25.2(6) . . . . ? C7 N1 C8 C13 135.2(4) . . . . ? C7 N1 C8 C9 -45.2(6) . . . . ? C13 C8 C9 C10 -3.3(6) . . . . ? N1 C8 C9 C10 177.1(4) . . . . ? C8 C9 C10 C11 2.0(7) . . . . ? C9 C10 C11 C12 0.7(6) . . . . ? C10 C11 C12 C13 -2.0(6) . . . . ? C9 C8 C13 C12 2.0(6) . . . . ? N1 C8 C13 C12 -178.4(4) . . . . ? C9 C8 C13 N2 -179.1(4) . . . . ? N1 C8 C13 N2 0.5(6) . . . . ? C11 C12 C13 C8 0.6(6) . . . . ? C11 C12 C13 N2 -178.4(4) . . . . ? C14 N2 C13 C8 53.1(6) . . . . ? C14 N2 C13 C12 -128.0(4) . . . . ? C13 N2 C14 O2 -13.5(6) . . . . ? C13 N2 C14 C15 165.9(3) . . . . ? O2 C14 C15 C16 170.7(4) . . . . ? N2 C14 C15 C16 -8.7(6) . . . . ? O2 C14 C15 C20 -5.8(6) . . . . ? N2 C14 C15 C20 174.7(3) . . . . ? C20 C15 C16 C17 2.0(6) . . . . ? C14 C15 C16 C17 -174.6(4) . . . . ? C15 C16 C17 C18 -1.1(6) . . . . ? C16 C17 C18 C19 -0.8(6) . . . . ? C17 C18 C19 C20 1.7(6) . . . . ? C17 C18 C19 C21 179.6(4) . . . . ? C18 C19 C20 C15 -0.8(6) . . . . ? C21 C19 C20 C15 -178.5(4) . . . . ? C16 C15 C20 C19 -1.1(6) . . . . ? C14 C15 C20 C19 175.7(3) . . . . ? C22 N3 C21 O3 4.4(6) . . . . ? C22 N3 C21 C19 -175.1(3) . . . . ? C20 C19 C21 O3 166.4(4) . . . . ? C18 C19 C21 O3 -11.4(5) . . . . ? C20 C19 C21 N3 -14.1(6) . . . . ? C18 C19 C21 N3 168.1(3) . . . . ? C21 N3 C22 C23 133.8(4) . . . . ? C21 N3 C22 C27 -50.5(6) . . . . ? C27 C22 C23 C24 -1.5(6) . . . . ? N3 C22 C23 C24 174.5(4) . . . . ? C22 C23 C24 C25 2.8(7) . . . . ? C23 C24 C25 C26 -0.7(7) . . . . ? C24 C25 C26 C27 -2.6(7) . . . . ? C25 C26 C27 C22 3.8(6) . . . . ? C25 C26 C27 N4 -176.7(4) . . . . ? C23 C22 C27 C26 -1.7(6) . . . . ? N3 C22 C27 C26 -177.4(4) . . . . ? C23 C22 C27 N4 178.8(4) . . . . ? N3 C22 C27 N4 3.1(6) . . . . ? C28 N4 C27 C26 44.2(6) . . . . ? C28 N4 C27 C22 -136.3(4) . . . . ? C27 N4 C28 O4 8.4(6) . . . . ? C27 N4 C28 C29 -171.8(4) . . . . ? O4 C28 C29 C30 26.7(6) . . . . ? N4 C28 C29 C30 -153.1(4) . . . . ? O4 C28 C29 C34 -150.5(4) . . . . ? N4 C28 C29 C34 29.7(6) . . . . ? C34 C29 C30 C31 0.8(6) . . . . ? C28 C29 C30 C31 -176.5(4) . . . . ? C29 C30 C31 C32 0.7(7) . . . . ? C30 C31 C32 C33 -1.7(8) . . . . ? C31 C32 C33 C34 1.2(8) . . . . ? C32 C33 C34 C29 0.2(7) . . . . ? C30 C29 C34 C33 -1.3(7) . . . . ? C28 C29 C34 C33 175.9(4) . . . . ? 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 N1 H1N O2 0.91(4) 1.91(4) 2.714(4) 146(4) . N2 H2N O1 0.96(4) 2.00(4) 2.916(5) 157(4) 2_756 N3 H3N O4 0.88(4) 2.07(4) 2.915(5) 161(4) 2_757 N4 H4N O3 0.84(4) 2.00(4) 2.717(4) 143(4) . _diffrn_measured_fraction_theta_max 0.903 _diffrn_reflns_theta_full 66.44 _diffrn_measured_fraction_theta_full 0.903 _refine_diff_density_max 0.265 _refine_diff_density_min -0.428 _refine_diff_density_rms 0.062 data_2-DMSO_II _database_code_depnum_ccdc_archive 'CCDC 885904' #TrackingRef '11793_web_deposit_cif_file_0_AkuSuhonen_1339420257.oligoamides_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H26 N4 O4, C2 H6 O S' _chemical_formula_sum 'C36 H32 N4 O5 S' _chemical_formula_weight 632.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 '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 8.8810(4) _cell_length_b 14.2224(7) _cell_length_c 14.3149(6) _cell_angle_alpha 114.149(2) _cell_angle_beta 97.447(2) _cell_angle_gamma 100.481(4) _cell_volume 1579.84(12) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.330 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 1.322 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8575 _exptl_absorpt_correction_T_max 0.9249 _exptl_absorpt_process_details ; Denzo (otwinowski, Borek, Majewski & Minor, 2003) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\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 8159 _diffrn_reflns_av_R_equivalents 0.0582 _diffrn_reflns_av_sigmaI/netI 0.0532 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.47 _diffrn_reflns_theta_max 67.02 _reflns_number_total 5350 _reflns_number_gt 3978 _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^)+(0.0513P)^2^+1.2544P] 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 5350 _refine_ls_number_parameters 429 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0751 _refine_ls_R_factor_gt 0.0506 _refine_ls_wR_factor_ref 0.1335 _refine_ls_wR_factor_gt 0.1180 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.3894(2) -0.18827(15) -0.00963(13) 0.0346(4) Uani 1 1 d . . . O2 O 0.4936(2) 0.08373(16) 0.29091(14) 0.0384(5) Uani 1 1 d . . . O3 O 0.0959(2) 0.23870(15) 0.44296(14) 0.0356(5) Uani 1 1 d . . . O4 O 0.1092(2) 0.56109(15) 0.75039(14) 0.0355(5) Uani 1 1 d . . . N1 N 0.5036(3) -0.12092(17) 0.16150(17) 0.0289(5) Uani 1 1 d . . . H1N H 0.498(3) -0.110(2) 0.225(2) 0.035 Uiso 1 1 d . . . N2 N 0.5466(2) 0.07550(18) 0.13745(17) 0.0287(5) Uani 1 1 d . . . H2N H 0.543(3) 0.107(2) 0.099(2) 0.034 Uiso 1 1 d . . . N3 N -0.0189(3) 0.34280(17) 0.38834(17) 0.0283(5) Uani 1 1 d . . . H3N H -0.028(3) 0.363(2) 0.343(2) 0.034 Uiso 1 1 d . . . N4 N 0.0603(3) 0.39884(18) 0.61179(17) 0.0297(5) Uani 1 1 d . . . H4N H 0.095(3) 0.347(2) 0.575(2) 0.036 Uiso 1 1 d . . . C1 C 0.1270(3) -0.3133(2) 0.0078(2) 0.0315(6) Uani 1 1 d . . . H1 H 0.1432 -0.3259 -0.0602 0.038 Uiso 1 1 calc R . . C2 C -0.0074(3) -0.3712(2) 0.0177(2) 0.0371(7) Uani 1 1 d . . . H2 H -0.0824 -0.4238 -0.0435 0.045 Uiso 1 1 calc R . . C3 C -0.0337(4) -0.3535(2) 0.1153(2) 0.0432(7) Uani 1 1 d . . . H3 H -0.1269 -0.3932 0.1215 0.052 Uiso 1 1 calc R . . C4 C 0.0765(3) -0.2776(2) 0.2044(2) 0.0422(7) Uani 1 1 d . . . H4 H 0.0589 -0.2654 0.2720 0.051 Uiso 1 1 calc R . . C5 C 0.2123(3) -0.2193(2) 0.1955(2) 0.0345(6) Uani 1 1 d . . . H5 H 0.2875 -0.1674 0.2570 0.041 Uiso 1 1 calc R . . C6 C 0.2387(3) -0.2368(2) 0.0965(2) 0.0268(6) Uani 1 1 d . . . C7 C 0.3825(3) -0.1789(2) 0.0789(2) 0.0264(6) Uani 1 1 d . . . C8 C 0.6497(3) -0.0689(2) 0.15151(19) 0.0271(6) Uani 1 1 d . . . C9 C 0.7754(3) -0.1136(2) 0.1547(2) 0.0351(6) Uani 1 1 d . . . H9 H 0.7643 -0.1743 0.1682 0.042 Uiso 1 1 calc R . . C10 C 0.9167(3) -0.0709(2) 0.1385(2) 0.0381(7) Uani 1 1 d . . . H10 H 1.0024 -0.1019 0.1411 0.046 Uiso 1 1 calc R . . C11 C 0.9323(3) 0.0168(2) 0.1185(2) 0.0357(6) Uani 1 1 d . . . H11 H 1.0280 0.0451 0.1050 0.043 Uiso 1 1 calc R . . C12 C 0.8090(3) 0.0641(2) 0.1178(2) 0.0319(6) Uani 1 1 d . . . H12 H 0.8208 0.1248 0.1043 0.038 Uiso 1 1 calc R . . C13 C 0.6682(3) 0.0230(2) 0.13686(19) 0.0265(5) Uani 1 1 d . . . C14 C 0.4706(3) 0.1065(2) 0.2179(2) 0.0288(6) Uani 1 1 d . . . C15 C 0.3546(3) 0.16971(19) 0.21187(19) 0.0267(5) Uani 1 1 d . . . C16 C 0.3215(3) 0.1983(2) 0.1315(2) 0.0318(6) Uani 1 1 d . . . H16 H 0.3733 0.1775 0.0750 0.038 Uiso 1 1 calc R . . C17 C 0.2127(3) 0.2572(2) 0.1338(2) 0.0363(7) Uani 1 1 d . . . H17 H 0.1906 0.2769 0.0786 0.044 Uiso 1 1 calc R . . C18 C 0.1359(3) 0.2876(2) 0.2149(2) 0.0313(6) Uani 1 1 d . . . H18 H 0.0628 0.3290 0.2159 0.038 Uiso 1 1 calc R . . C19 C 0.1655(3) 0.25774(19) 0.29563(19) 0.0263(5) Uani 1 1 d . . . C20 C 0.2760(3) 0.1997(2) 0.2936(2) 0.0280(6) Uani 1 1 d . . . H20 H 0.2985 0.1800 0.3488 0.034 Uiso 1 1 calc R . . C21 C 0.0787(3) 0.2791(2) 0.38192(19) 0.0270(6) Uani 1 1 d . . . C22 C -0.1274(3) 0.36631(19) 0.4547(2) 0.0269(6) Uani 1 1 d . . . C23 C -0.2764(3) 0.3647(2) 0.4081(2) 0.0340(6) Uani 1 1 d . . . H23 H -0.3035 0.3431 0.3346 0.041 Uiso 1 1 calc R . . C24 C -0.3850(3) 0.3943(2) 0.4678(2) 0.0396(7) Uani 1 1 d . . . H24 H -0.4851 0.3950 0.4358 0.048 Uiso 1 1 calc R . . C25 C -0.3481(3) 0.4226(2) 0.5740(2) 0.0403(7) Uani 1 1 d . . . H25 H -0.4232 0.4424 0.6150 0.048 Uiso 1 1 calc R . . C26 C -0.2027(3) 0.4224(2) 0.6207(2) 0.0353(6) Uani 1 1 d . . . H26 H -0.1791 0.4400 0.6934 0.042 Uiso 1 1 calc R . . C27 C -0.0896(3) 0.3965(2) 0.5619(2) 0.0285(6) Uani 1 1 d . . . C28 C 0.1472(3) 0.4781(2) 0.70404(19) 0.0284(6) Uani 1 1 d . . . C29 C 0.2945(3) 0.4600(2) 0.7502(2) 0.0295(6) Uani 1 1 d . . . C30 C 0.3962(3) 0.5454(2) 0.8384(2) 0.0364(6) Uani 1 1 d . . . H30 H 0.3745 0.6134 0.8646 0.044 Uiso 1 1 calc R . . C31 C 0.5287(3) 0.5314(2) 0.8877(3) 0.0451(7) Uani 1 1 d . . . H31 H 0.5977 0.5899 0.9480 0.054 Uiso 1 1 calc R . . C32 C 0.5614(4) 0.4336(3) 0.8504(3) 0.0458(8) Uani 1 1 d . . . H32 H 0.6520 0.4245 0.8855 0.055 Uiso 1 1 calc R . . C33 C 0.4629(3) 0.3485(2) 0.7622(3) 0.0429(7) Uani 1 1 d . . . H33 H 0.4869 0.2813 0.7356 0.051 Uiso 1 1 calc R . . C34 C 0.3294(3) 0.3612(2) 0.7126(2) 0.0355(6) Uani 1 1 d . . . H34 H 0.2609 0.3022 0.6525 0.043 Uiso 1 1 calc R . . S100 S 0.73366(11) -0.02311(7) 0.43294(6) 0.0549(2) Uani 1 1 d . . . O100 O 0.5667(3) -0.08710(17) 0.37567(16) 0.0531(6) Uani 1 1 d . . . C100 C 0.7660(5) -0.0350(3) 0.5525(3) 0.0591(9) Uani 1 1 d . . . H10A H 0.6787 -0.0198 0.5867 0.089 Uiso 1 1 calc R . . H10B H 0.8646 0.0159 0.5991 0.089 Uiso 1 1 calc R . . H10C H 0.7724 -0.1077 0.5374 0.089 Uiso 1 1 calc R . . C101 C 0.7309(5) 0.1131(3) 0.4886(3) 0.0716(12) Uani 1 1 d . . . H10D H 0.6980 0.1324 0.4323 0.107 Uiso 1 1 calc R . . H10E H 0.8364 0.1577 0.5294 0.107 Uiso 1 1 calc R . . H10F H 0.6568 0.1244 0.5348 0.107 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 O1 0.0365(11) 0.0414(11) 0.0269(10) 0.0170(9) 0.0095(8) 0.0063(9) O2 0.0479(12) 0.0505(12) 0.0298(10) 0.0221(9) 0.0132(9) 0.0291(10) O3 0.0497(12) 0.0367(11) 0.0321(10) 0.0185(9) 0.0162(9) 0.0252(9) O4 0.0434(11) 0.0351(11) 0.0295(10) 0.0105(8) 0.0090(8) 0.0224(9) N1 0.0308(12) 0.0330(12) 0.0251(11) 0.0140(10) 0.0083(10) 0.0096(10) N2 0.0282(12) 0.0349(13) 0.0325(12) 0.0203(10) 0.0102(10) 0.0148(10) N3 0.0307(12) 0.0339(12) 0.0265(11) 0.0156(10) 0.0094(10) 0.0155(10) N4 0.0322(12) 0.0338(13) 0.0259(11) 0.0116(10) 0.0088(10) 0.0177(10) C1 0.0313(14) 0.0346(15) 0.0322(14) 0.0170(12) 0.0068(12) 0.0119(12) C2 0.0341(15) 0.0346(16) 0.0422(16) 0.0179(13) 0.0063(13) 0.0074(12) C3 0.0351(16) 0.0471(18) 0.0543(19) 0.0298(16) 0.0122(15) 0.0072(14) C4 0.0413(17) 0.0525(19) 0.0413(17) 0.0273(15) 0.0168(14) 0.0107(15) C5 0.0348(15) 0.0386(16) 0.0318(14) 0.0159(13) 0.0106(12) 0.0110(12) C6 0.0272(13) 0.0298(14) 0.0311(14) 0.0170(12) 0.0094(11) 0.0145(11) C7 0.0308(14) 0.0260(13) 0.0292(14) 0.0142(11) 0.0100(11) 0.0160(11) C8 0.0259(13) 0.0310(14) 0.0257(13) 0.0123(11) 0.0079(11) 0.0093(11) C9 0.0373(16) 0.0371(16) 0.0360(15) 0.0181(13) 0.0088(13) 0.0169(13) C10 0.0319(15) 0.0472(18) 0.0386(16) 0.0174(14) 0.0093(13) 0.0217(13) C11 0.0264(14) 0.0425(16) 0.0355(15) 0.0132(13) 0.0087(12) 0.0116(12) C12 0.0285(14) 0.0319(14) 0.0347(14) 0.0145(12) 0.0079(12) 0.0070(12) C13 0.0241(13) 0.0293(14) 0.0249(13) 0.0097(11) 0.0048(10) 0.0104(11) C14 0.0292(14) 0.0308(14) 0.0269(13) 0.0129(12) 0.0051(11) 0.0101(11) C15 0.0257(13) 0.0261(13) 0.0269(13) 0.0101(11) 0.0051(11) 0.0082(11) C16 0.0353(15) 0.0371(15) 0.0322(14) 0.0194(12) 0.0134(12) 0.0172(12) C17 0.0449(17) 0.0445(17) 0.0355(15) 0.0265(14) 0.0143(13) 0.0235(14) C18 0.0355(15) 0.0334(15) 0.0331(14) 0.0180(12) 0.0103(12) 0.0180(12) C19 0.0278(13) 0.0224(13) 0.0257(13) 0.0071(11) 0.0032(11) 0.0100(11) C20 0.0314(14) 0.0271(13) 0.0259(13) 0.0122(11) 0.0039(11) 0.0089(11) C21 0.0311(14) 0.0253(13) 0.0252(13) 0.0102(11) 0.0050(11) 0.0121(11) C22 0.0281(14) 0.0239(13) 0.0305(14) 0.0115(11) 0.0093(11) 0.0100(11) C23 0.0316(15) 0.0338(15) 0.0345(15) 0.0129(12) 0.0048(12) 0.0112(12) C24 0.0246(14) 0.0418(17) 0.0493(18) 0.0173(14) 0.0055(13) 0.0106(12) C25 0.0318(15) 0.0461(18) 0.0469(18) 0.0199(15) 0.0185(14) 0.0142(13) C26 0.0368(16) 0.0384(16) 0.0346(15) 0.0164(13) 0.0152(13) 0.0136(13) C27 0.0297(14) 0.0271(13) 0.0315(14) 0.0140(12) 0.0086(11) 0.0106(11) C28 0.0334(14) 0.0329(15) 0.0249(13) 0.0152(12) 0.0116(11) 0.0133(12) C29 0.0307(14) 0.0327(14) 0.0304(14) 0.0169(12) 0.0108(11) 0.0110(12) C30 0.0375(16) 0.0342(15) 0.0384(16) 0.0153(13) 0.0088(13) 0.0137(13) C31 0.0365(16) 0.0408(17) 0.0514(18) 0.0191(15) -0.0023(14) 0.0065(13) C32 0.0343(16) 0.0511(19) 0.058(2) 0.0317(17) 0.0012(15) 0.0145(14) C33 0.0429(17) 0.0393(17) 0.0548(19) 0.0251(15) 0.0097(15) 0.0208(14) C34 0.0359(16) 0.0344(15) 0.0365(15) 0.0142(13) 0.0074(13) 0.0142(13) S100 0.0679(6) 0.0572(5) 0.0358(4) 0.0209(4) 0.0095(4) 0.0082(4) O100 0.0721(15) 0.0429(12) 0.0317(11) 0.0163(10) -0.0009(10) -0.0045(11) C100 0.089(3) 0.053(2) 0.0448(19) 0.0268(17) 0.0132(19) 0.032(2) C101 0.085(3) 0.050(2) 0.063(2) 0.0330(19) -0.027(2) -0.0116(19) _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 C7 1.230(3) . ? O2 C14 1.218(3) . ? O3 C21 1.235(3) . ? O4 C28 1.228(3) . ? N1 C7 1.336(3) . ? N1 C8 1.427(3) . ? N1 H1N 0.87(3) . ? N2 C14 1.367(3) . ? N2 C13 1.419(3) . ? N2 H2N 0.84(3) . ? N3 C21 1.348(3) . ? N3 C22 1.428(3) . ? N3 H3N 0.81(3) . ? N4 C28 1.346(3) . ? N4 C27 1.414(3) . ? N4 H4N 0.85(3) . ? C1 C2 1.380(4) . ? C1 C6 1.390(4) . ? C1 H1 0.9500 . ? C2 C3 1.373(4) . ? C2 H2 0.9500 . ? C3 C4 1.384(4) . ? C3 H3 0.9500 . ? C4 C5 1.386(4) . ? C4 H4 0.9500 . ? C5 C6 1.395(4) . ? C5 H5 0.9500 . ? C6 C7 1.498(4) . ? C8 C9 1.386(4) . ? C8 C13 1.392(4) . ? C9 C10 1.382(4) . ? C9 H9 0.9500 . ? C10 C11 1.378(4) . ? C10 H10 0.9500 . ? C11 C12 1.386(4) . ? C11 H11 0.9500 . ? C12 C13 1.390(4) . ? C12 H12 0.9500 . ? C14 C15 1.502(3) . ? C15 C16 1.383(4) . ? C15 C20 1.396(3) . ? C16 C17 1.385(4) . ? C16 H16 0.9500 . ? C17 C18 1.380(4) . ? C17 H17 0.9500 . ? C18 C19 1.396(3) . ? C18 H18 0.9500 . ? C19 C20 1.388(3) . ? C19 C21 1.496(3) . ? C20 H20 0.9500 . ? C22 C27 1.388(4) . ? C22 C23 1.394(4) . ? C23 C24 1.380(4) . ? C23 H23 0.9500 . ? C24 C25 1.378(4) . ? C24 H24 0.9500 . ? C25 C26 1.376(4) . ? C25 H25 0.9500 . ? C26 C27 1.397(4) . ? C26 H26 0.9500 . ? C28 C29 1.501(4) . ? C29 C30 1.391(4) . ? C29 C34 1.394(4) . ? C30 C31 1.382(4) . ? C30 H30 0.9500 . ? C31 C32 1.372(4) . ? C31 H31 0.9500 . ? C32 C33 1.379(4) . ? C32 H32 0.9500 . ? C33 C34 1.381(4) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? S100 O100 1.511(2) . ? S100 C101 1.774(4) . ? S100 C100 1.779(3) . ? C100 H10A 0.9800 . ? C100 H10B 0.9800 . ? C100 H10C 0.9800 . ? C101 H10D 0.9800 . ? C101 H10E 0.9800 . ? C101 H10F 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 C7 N1 C8 121.9(2) . . ? C7 N1 H1N 122.5(19) . . ? C8 N1 H1N 115.5(19) . . ? C14 N2 C13 122.9(2) . . ? C14 N2 H2N 116.3(19) . . ? C13 N2 H2N 117.3(19) . . ? C21 N3 C22 128.2(2) . . ? C21 N3 H3N 116(2) . . ? C22 N3 H3N 115(2) . . ? C28 N4 C27 124.7(2) . . ? C28 N4 H4N 122(2) . . ? C27 N4 H4N 113(2) . . ? C2 C1 C6 120.4(3) . . ? C2 C1 H1 119.8 . . ? C6 C1 H1 119.8 . . ? C3 C2 C1 120.6(3) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 119.6(3) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C3 C4 C5 120.3(3) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C4 C5 C6 120.1(3) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C1 C6 C5 118.9(2) . . ? C1 C6 C7 117.1(2) . . ? C5 C6 C7 124.0(2) . . ? O1 C7 N1 121.8(2) . . ? O1 C7 C6 120.5(2) . . ? N1 C7 C6 117.6(2) . . ? C9 C8 C13 119.6(2) . . ? C9 C8 N1 118.2(2) . . ? C13 C8 N1 122.2(2) . . ? C10 C9 C8 120.8(3) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C11 C10 C9 119.5(2) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 120.3(3) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C11 C12 C13 120.3(3) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C12 C13 C8 119.3(2) . . ? C12 C13 N2 118.2(2) . . ? C8 C13 N2 122.5(2) . . ? O2 C14 N2 122.4(2) . . ? O2 C14 C15 120.9(2) . . ? N2 C14 C15 116.7(2) . . ? C16 C15 C20 119.4(2) . . ? C16 C15 C14 124.3(2) . . ? C20 C15 C14 116.3(2) . . ? C15 C16 C17 119.7(2) . . ? C15 C16 H16 120.2 . . ? C17 C16 H16 120.2 . . ? C18 C17 C16 121.0(2) . . ? C18 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C17 C18 C19 120.1(2) . . ? C17 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C20 C19 C18 118.7(2) . . ? C20 C19 C21 117.3(2) . . ? C18 C19 C21 123.9(2) . . ? C19 C20 C15 121.2(2) . . ? C19 C20 H20 119.4 . . ? C15 C20 H20 119.4 . . ? O3 C21 N3 122.5(2) . . ? O3 C21 C19 120.6(2) . . ? N3 C21 C19 116.9(2) . . ? C27 C22 C23 119.4(2) . . ? C27 C22 N3 123.9(2) . . ? C23 C22 N3 116.6(2) . . ? C24 C23 C22 120.6(3) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C25 C24 C23 120.0(3) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C26 C25 C24 120.1(2) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C27 120.5(3) . . ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C22 C27 C26 119.4(2) . . ? C22 C27 N4 120.9(2) . . ? C26 C27 N4 119.7(2) . . ? O4 C28 N4 122.9(2) . . ? O4 C28 C29 120.5(2) . . ? N4 C28 C29 116.6(2) . . ? C30 C29 C34 119.0(2) . . ? C30 C29 C28 117.6(2) . . ? C34 C29 C28 123.3(2) . . ? C31 C30 C29 120.0(3) . . ? C31 C30 H30 120.0 . . ? C29 C30 H30 120.0 . . ? C32 C31 C30 120.5(3) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C31 C32 C33 120.1(3) . . ? C31 C32 H32 119.9 . . ? C33 C32 H32 119.9 . . ? C32 C33 C34 119.9(3) . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C33 C34 C29 120.4(3) . . ? C33 C34 H34 119.8 . . ? C29 C34 H34 119.8 . . ? O100 S100 C101 106.58(17) . . ? O100 S100 C100 105.82(16) . . ? C101 S100 C100 97.27(17) . . ? S100 C100 H10A 109.5 . . ? S100 C100 H10B 109.5 . . ? H10A C100 H10B 109.5 . . ? S100 C100 H10C 109.5 . . ? H10A C100 H10C 109.5 . . ? H10B C100 H10C 109.5 . . ? S100 C101 H10D 109.5 . . ? S100 C101 H10E 109.5 . . ? H10D C101 H10E 109.5 . . ? S100 C101 H10F 109.5 . . ? H10D C101 H10F 109.5 . . ? H10E C101 H10F 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 C6 C1 C2 C3 0.6(4) . . . . ? C1 C2 C3 C4 -0.6(4) . . . . ? C2 C3 C4 C5 0.3(5) . . . . ? C3 C4 C5 C6 0.0(4) . . . . ? C2 C1 C6 C5 -0.3(4) . . . . ? C2 C1 C6 C7 179.0(2) . . . . ? C4 C5 C6 C1 -0.1(4) . . . . ? C4 C5 C6 C7 -179.2(2) . . . . ? C8 N1 C7 O1 -1.8(4) . . . . ? C8 N1 C7 C6 175.5(2) . . . . ? C1 C6 C7 O1 10.1(3) . . . . ? C5 C6 C7 O1 -170.7(2) . . . . ? C1 C6 C7 N1 -167.2(2) . . . . ? C5 C6 C7 N1 11.9(4) . . . . ? C7 N1 C8 C9 -104.2(3) . . . . ? C7 N1 C8 C13 74.5(3) . . . . ? C13 C8 C9 C10 -3.1(4) . . . . ? N1 C8 C9 C10 175.7(2) . . . . ? C8 C9 C10 C11 -0.3(4) . . . . ? C9 C10 C11 C12 2.0(4) . . . . ? C10 C11 C12 C13 -0.3(4) . . . . ? C11 C12 C13 C8 -3.1(4) . . . . ? C11 C12 C13 N2 178.8(2) . . . . ? C9 C8 C13 C12 4.8(4) . . . . ? N1 C8 C13 C12 -174.0(2) . . . . ? C9 C8 C13 N2 -177.2(2) . . . . ? N1 C8 C13 N2 4.1(4) . . . . ? C14 N2 C13 C12 -128.6(3) . . . . ? C14 N2 C13 C8 53.3(4) . . . . ? C13 N2 C14 O2 -5.9(4) . . . . ? C13 N2 C14 C15 174.7(2) . . . . ? O2 C14 C15 C16 -179.7(3) . . . . ? N2 C14 C15 C16 -0.4(4) . . . . ? O2 C14 C15 C20 -0.2(4) . . . . ? N2 C14 C15 C20 179.1(2) . . . . ? C20 C15 C16 C17 0.8(4) . . . . ? C14 C15 C16 C17 -179.7(2) . . . . ? C15 C16 C17 C18 -0.3(4) . . . . ? C16 C17 C18 C19 -1.0(4) . . . . ? C17 C18 C19 C20 1.7(4) . . . . ? C17 C18 C19 C21 -174.8(3) . . . . ? C18 C19 C20 C15 -1.2(4) . . . . ? C21 C19 C20 C15 175.5(2) . . . . ? C16 C15 C20 C19 -0.1(4) . . . . ? C14 C15 C20 C19 -179.6(2) . . . . ? C22 N3 C21 O3 -6.8(4) . . . . ? C22 N3 C21 C19 172.4(2) . . . . ? C20 C19 C21 O3 -6.0(4) . . . . ? C18 C19 C21 O3 170.5(3) . . . . ? C20 C19 C21 N3 174.7(2) . . . . ? C18 C19 C21 N3 -8.8(4) . . . . ? C21 N3 C22 C27 48.3(4) . . . . ? C21 N3 C22 C23 -135.9(3) . . . . ? C27 C22 C23 C24 1.0(4) . . . . ? N3 C22 C23 C24 -175.1(2) . . . . ? C22 C23 C24 C25 -1.9(4) . . . . ? C23 C24 C25 C26 0.5(4) . . . . ? C24 C25 C26 C27 1.9(4) . . . . ? C23 C22 C27 C26 1.4(4) . . . . ? N3 C22 C27 C26 177.1(2) . . . . ? C23 C22 C27 N4 179.9(2) . . . . ? N3 C22 C27 N4 -4.4(4) . . . . ? C25 C26 C27 C22 -2.8(4) . . . . ? C25 C26 C27 N4 178.7(3) . . . . ? C28 N4 C27 C22 135.7(3) . . . . ? C28 N4 C27 C26 -45.8(4) . . . . ? C27 N4 C28 O4 -5.9(4) . . . . ? C27 N4 C28 C29 173.1(2) . . . . ? O4 C28 C29 C30 -8.8(4) . . . . ? N4 C28 C29 C30 172.2(2) . . . . ? O4 C28 C29 C34 167.6(3) . . . . ? N4 C28 C29 C34 -11.4(4) . . . . ? C34 C29 C30 C31 -0.5(4) . . . . ? C28 C29 C30 C31 176.1(3) . . . . ? C29 C30 C31 C32 0.1(5) . . . . ? C30 C31 C32 C33 0.8(5) . . . . ? C31 C32 C33 C34 -1.4(5) . . . . ? C32 C33 C34 C29 1.0(4) . . . . ? C30 C29 C34 C33 -0.1(4) . . . . ? C28 C29 C34 C33 -176.4(3) . . . . ? 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 N1 H1N O100 0.87(3) 2.03(3) 2.863(3) 159(3) . N2 H2N O1 0.84(3) 2.12(3) 2.929(3) 162(3) 2_655 N3 H3N O4 0.81(3) 2.16(3) 2.943(3) 161(3) 2_566 N4 H4N O3 0.85(3) 1.89(3) 2.662(3) 150(3) . _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 67.02 _diffrn_measured_fraction_theta_full 0.949 _refine_diff_density_max 0.569 _refine_diff_density_min -0.489 _refine_diff_density_rms 0.051 data_3-form_I _database_code_depnum_ccdc_archive 'CCDC 885905' #TrackingRef '11793_web_deposit_cif_file_0_AkuSuhonen_1339420257.oligoamides_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H25 N5 O4' _chemical_formula_sum 'C33 H25 N5 O4' _chemical_formula_weight 555.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.5379(7) _cell_length_b 11.5380(7) _cell_length_c 12.1818(7) _cell_angle_alpha 78.559(3) _cell_angle_beta 74.708(3) _cell_angle_gamma 77.753(4) _cell_volume 1380.16(15) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.337 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 580 _exptl_absorpt_coefficient_mu 0.734 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9171 _exptl_absorpt_correction_T_max 0.9302 _exptl_absorpt_process_details ; Denzo (otwinowski, Borek, Majewski & Minor, 2003) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\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 6344 _diffrn_reflns_av_R_equivalents 0.0826 _diffrn_reflns_av_sigmaI/netI 0.0720 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.81 _diffrn_reflns_theta_max 67.02 _reflns_number_total 4582 _reflns_number_gt 3076 _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^)+(0.0699P)^2^+0.7710P] 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 0.0039(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4582 _refine_ls_number_parameters 428 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0982 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1622 _refine_ls_wR_factor_gt 0.1393 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.3674(2) 0.5556(2) 0.5884(2) 0.0495(6) Uani 1 1 d . . . O2 O 0.5160(2) 0.0244(2) 0.85729(19) 0.0416(6) Uani 1 1 d . . . O3 O 0.30854(19) -0.10927(19) 0.40216(18) 0.0367(5) Uani 1 1 d . . . O4 O 0.12083(19) 0.20802(18) 0.64695(18) 0.0350(5) Uani 1 1 d . . . N1 N 0.2796(3) 0.3851(2) 0.6540(2) 0.0381(7) Uani 1 1 d . . . H1N H 0.230(4) 0.341(3) 0.642(3) 0.046 Uiso 1 1 d . . . N2 N 0.3658(2) 0.1542(2) 0.7663(2) 0.0327(6) Uani 1 1 d . . . H2N H 0.325(3) 0.152(3) 0.708(3) 0.039 Uiso 1 1 d . . . N3 N 0.2146(2) 0.0561(2) 0.4904(2) 0.0326(6) Uani 1 1 d . . . H3N H 0.215(3) 0.090(3) 0.549(3) 0.039 Uiso 1 1 d . . . N4 N -0.0521(3) 0.1638(2) 0.5949(2) 0.0323(6) Uani 1 1 d . . . H4N H -0.133(4) 0.152(3) 0.617(3) 0.039 Uiso 1 1 d . . . N5 N 0.3762(2) -0.0078(2) 0.6331(2) 0.0290(6) Uani 1 1 d . . . C1 C 0.3411(3) 0.5597(3) 0.3656(3) 0.0447(8) Uani 1 1 d . . . H1 H 0.4081 0.5988 0.3740 0.054 Uiso 1 1 calc R . . C2 C 0.3138(4) 0.5714(3) 0.2600(3) 0.0567(10) Uani 1 1 d . . . H2 H 0.3641 0.6157 0.1949 0.068 Uiso 1 1 calc R . . C3 C 0.2135(4) 0.5193(3) 0.2477(3) 0.0586(11) Uani 1 1 d . . . H3 H 0.1932 0.5290 0.1746 0.070 Uiso 1 1 calc R . . C4 C 0.1429(4) 0.4530(3) 0.3413(3) 0.0585(10) Uani 1 1 d . . . H4 H 0.0740 0.4166 0.3326 0.070 Uiso 1 1 calc R . . C5 C 0.1714(4) 0.4390(3) 0.4482(3) 0.0462(8) Uani 1 1 d . . . H5 H 0.1218 0.3935 0.5127 0.055 Uiso 1 1 calc R . . C6 C 0.2720(3) 0.4913(3) 0.4612(3) 0.0361(7) Uani 1 1 d . . . C7 C 0.3104(3) 0.4814(3) 0.5717(3) 0.0375(7) Uani 1 1 d . . . C8 C 0.3005(3) 0.3689(3) 0.7676(3) 0.0396(8) Uani 1 1 d . . . C9 C 0.2785(4) 0.4657(3) 0.8242(3) 0.0598(11) Uani 1 1 d . . . H9 H 0.2492 0.5434 0.7868 0.072 Uiso 1 1 calc R . . C10 C 0.2977(5) 0.4531(4) 0.9326(4) 0.0747(14) Uani 1 1 d . . . H10 H 0.2847 0.5217 0.9690 0.090 Uiso 1 1 calc R . . C11 C 0.3362(5) 0.3404(4) 0.9889(3) 0.0656(12) Uani 1 1 d . . . H11 H 0.3465 0.3306 1.0656 0.079 Uiso 1 1 calc R . . C12 C 0.3597(4) 0.2419(3) 0.9340(3) 0.0468(9) Uani 1 1 d . . . H12 H 0.3880 0.1644 0.9725 0.056 Uiso 1 1 calc R . . C13 C 0.3426(3) 0.2549(3) 0.8232(3) 0.0339(7) Uani 1 1 d . . . C14 C 0.4460(3) 0.0485(3) 0.7869(3) 0.0305(7) Uani 1 1 d . . . C15 C 0.4446(3) -0.0425(3) 0.7153(3) 0.0303(7) Uani 1 1 d . . . C16 C 0.5122(3) -0.1585(3) 0.7365(3) 0.0368(7) Uani 1 1 d . . . H16 H 0.5572 -0.1813 0.7975 0.044 Uiso 1 1 calc R . . C17 C 0.5130(3) -0.2402(3) 0.6679(3) 0.0415(8) Uani 1 1 d . . . H17 H 0.5582 -0.3203 0.6813 0.050 Uiso 1 1 calc R . . C18 C 0.4476(3) -0.2045(3) 0.5794(3) 0.0364(7) Uani 1 1 d . . . H18 H 0.4497 -0.2580 0.5286 0.044 Uiso 1 1 calc R . . C19 C 0.3788(3) -0.0881(3) 0.5672(3) 0.0301(7) Uani 1 1 d . . . C20 C 0.2985(3) -0.0483(3) 0.4767(3) 0.0316(7) Uani 1 1 d . . . C21 C 0.1249(3) 0.1160(3) 0.4215(3) 0.0314(7) Uani 1 1 d . . . C22 C 0.1605(3) 0.1193(3) 0.3029(3) 0.0383(7) Uani 1 1 d . . . H22 H 0.2474 0.0830 0.2672 0.046 Uiso 1 1 calc R . . C23 C 0.0706(3) 0.1751(3) 0.2366(3) 0.0437(8) Uani 1 1 d . . . H23 H 0.0952 0.1761 0.1556 0.052 Uiso 1 1 calc R . . C24 C -0.0553(3) 0.2295(3) 0.2879(3) 0.0430(8) Uani 1 1 d . . . H24 H -0.1173 0.2674 0.2422 0.052 Uiso 1 1 calc R . . C25 C -0.0908(3) 0.2290(3) 0.4053(3) 0.0368(7) Uani 1 1 d . . . H25 H -0.1768 0.2682 0.4398 0.044 Uiso 1 1 calc R . . C26 C -0.0023(3) 0.1717(3) 0.4735(3) 0.0319(7) Uani 1 1 d . . . C27 C 0.0065(3) 0.1815(3) 0.6737(3) 0.0315(7) Uani 1 1 d . . . C28 C -0.0685(3) 0.1666(3) 0.7962(3) 0.0448(8) Uani 1 1 d . . . C29 C -0.1937(3) 0.1351(3) 0.8346(3) 0.0383(8) Uani 1 1 d . B . H29 H -0.2332 0.1096 0.7838 0.046 Uiso 1 1 calc R A 1 C30A C -0.263(3) 0.1411(18) 0.951(3) 0.044(5) Uani 0.50 1 d P B 1 H30A H -0.3458 0.1136 0.9792 0.053 Uiso 0.50 1 calc PR B 1 C31A C -0.2106(7) 0.1860(8) 1.0218(6) 0.0462(18) Uani 0.50 1 d P B 1 H31A H -0.2575 0.1880 1.0997 0.055 Uiso 0.50 1 calc PR B 1 C32A C -0.0919(6) 0.2284(7) 0.9827(5) 0.0413(16) Uani 0.50 1 d P B 1 H32A H -0.0570 0.2586 1.0336 0.050 Uiso 0.50 1 calc PR B 1 C33A C -0.0229(6) 0.2269(7) 0.8688(6) 0.0337(14) Uani 0.50 1 d P B 1 H33A H 0.0533 0.2649 0.8387 0.040 Uiso 0.50 1 calc PR B 1 C30B C -0.250(3) 0.1035(19) 0.948(3) 0.044(5) Uani 0.50 1 d P B 2 H30B H -0.3399 0.0912 0.9702 0.052 Uiso 0.50 1 calc PR B 2 C31B C -0.1777(9) 0.0891(11) 1.0291(7) 0.071(3) Uani 0.50 1 d P B 2 H31B H -0.2190 0.0732 1.1086 0.086 Uiso 0.50 1 calc PR B 2 C32B C -0.0441(9) 0.0980(11) 0.9941(7) 0.079(3) Uani 0.50 1 d P B 2 H32B H 0.0103 0.0796 1.0483 0.095 Uiso 0.50 1 calc PR B 2 C33B C 0.0094(8) 0.1339(10) 0.8790(7) 0.061(2) Uani 0.50 1 d P B 2 H33B H 0.1022 0.1368 0.8547 0.073 Uiso 0.50 1 calc PR B 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 0.0640(16) 0.0393(13) 0.0524(15) -0.0029(11) -0.0192(12) -0.0209(11) O2 0.0423(13) 0.0456(13) 0.0404(13) -0.0103(10) -0.0181(11) -0.0010(10) O3 0.0316(11) 0.0430(12) 0.0386(13) -0.0156(10) -0.0074(9) -0.0049(9) O4 0.0315(11) 0.0367(12) 0.0396(12) -0.0093(10) -0.0085(9) -0.0079(9) N1 0.0481(16) 0.0290(14) 0.0399(16) -0.0041(12) -0.0148(13) -0.0075(12) N2 0.0352(14) 0.0300(14) 0.0356(15) -0.0047(11) -0.0138(11) -0.0045(11) N3 0.0311(13) 0.0351(14) 0.0339(15) -0.0082(12) -0.0120(11) -0.0022(11) N4 0.0259(13) 0.0396(15) 0.0329(15) -0.0068(11) -0.0070(11) -0.0071(11) N5 0.0247(12) 0.0319(13) 0.0306(14) -0.0040(11) -0.0053(10) -0.0073(10) C1 0.048(2) 0.0374(19) 0.043(2) 0.0009(15) -0.0084(15) -0.0040(15) C2 0.060(2) 0.049(2) 0.045(2) 0.0077(18) -0.0060(18) 0.0023(19) C3 0.083(3) 0.049(2) 0.038(2) -0.0019(18) -0.022(2) 0.006(2) C4 0.077(3) 0.054(2) 0.054(3) -0.0025(19) -0.034(2) -0.014(2) C5 0.053(2) 0.046(2) 0.041(2) 0.0005(16) -0.0154(16) -0.0132(16) C6 0.0397(17) 0.0259(16) 0.0383(19) -0.0056(13) -0.0084(14) 0.0042(13) C7 0.0388(17) 0.0285(16) 0.044(2) -0.0055(14) -0.0113(14) -0.0015(14) C8 0.0479(19) 0.0359(18) 0.0343(18) -0.0088(14) -0.0111(14) -0.0005(14) C9 0.095(3) 0.036(2) 0.049(2) -0.0119(17) -0.025(2) 0.0045(19) C10 0.135(4) 0.042(2) 0.049(3) -0.0180(19) -0.034(3) 0.008(2) C11 0.106(3) 0.052(2) 0.039(2) -0.0163(18) -0.027(2) 0.009(2) C12 0.061(2) 0.0386(19) 0.040(2) -0.0080(16) -0.0167(16) 0.0025(16) C13 0.0356(16) 0.0305(16) 0.0346(18) -0.0058(13) -0.0072(13) -0.0037(13) C14 0.0279(15) 0.0322(16) 0.0311(16) -0.0033(13) -0.0065(13) -0.0063(12) C15 0.0244(15) 0.0322(16) 0.0330(17) -0.0022(13) -0.0058(12) -0.0056(12) C16 0.0342(17) 0.0339(17) 0.0417(19) -0.0036(14) -0.0120(14) -0.0025(13) C17 0.0355(17) 0.0323(17) 0.055(2) -0.0081(15) -0.0120(15) 0.0014(14) C18 0.0354(17) 0.0288(16) 0.047(2) -0.0106(14) -0.0096(14) -0.0046(13) C19 0.0260(15) 0.0313(16) 0.0335(17) -0.0059(13) -0.0040(12) -0.0090(12) C20 0.0257(15) 0.0338(16) 0.0356(17) -0.0057(14) -0.0036(12) -0.0095(12) C21 0.0292(16) 0.0338(16) 0.0335(17) -0.0068(13) -0.0094(13) -0.0058(13) C22 0.0361(17) 0.0456(19) 0.0355(18) -0.0121(15) -0.0099(14) -0.0041(14) C23 0.0449(19) 0.056(2) 0.0285(18) -0.0072(15) -0.0092(14) -0.0036(16) C24 0.0444(19) 0.047(2) 0.040(2) -0.0052(15) -0.0198(15) 0.0002(15) C25 0.0317(16) 0.0387(18) 0.041(2) -0.0059(14) -0.0131(14) -0.0036(13) C26 0.0327(16) 0.0332(16) 0.0331(17) -0.0042(13) -0.0113(13) -0.0090(13) C27 0.0272(16) 0.0285(16) 0.0401(18) -0.0071(13) -0.0106(13) -0.0023(12) C28 0.0335(17) 0.070(2) 0.0342(19) -0.0093(17) -0.0070(14) -0.0144(16) C29 0.0349(17) 0.0418(19) 0.040(2) -0.0072(15) -0.0098(14) -0.0080(14) C30A 0.039(6) 0.048(11) 0.038(7) -0.003(9) 0.000(5) -0.005(8) C31A 0.043(4) 0.067(5) 0.024(4) -0.002(4) -0.002(3) -0.011(4) C32A 0.038(4) 0.064(5) 0.028(3) -0.014(3) -0.010(3) -0.010(3) C33A 0.030(3) 0.035(4) 0.038(4) -0.013(3) -0.010(3) 0.000(3) C30B 0.030(7) 0.057(13) 0.046(6) -0.015(11) -0.004(5) -0.010(9) C31B 0.063(6) 0.117(9) 0.039(5) -0.001(5) -0.009(4) -0.038(6) C32B 0.056(5) 0.143(10) 0.049(5) -0.009(5) -0.018(4) -0.037(6) C33B 0.041(4) 0.105(8) 0.044(5) -0.013(5) -0.010(3) -0.028(5) _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 C7 1.218(4) . ? O2 C14 1.229(3) . ? O3 C20 1.225(3) . ? O4 C27 1.249(3) . ? N1 C7 1.374(4) . ? N1 C8 1.428(4) . ? N1 H1N 0.86(4) . ? N2 C14 1.349(4) . ? N2 C13 1.413(4) . ? N2 H2N 0.93(3) . ? N3 C20 1.345(4) . ? N3 C21 1.409(4) . ? N3 H3N 0.88(3) . ? N4 C27 1.337(4) . ? N4 C26 1.424(4) . ? N4 H4N 0.85(4) . ? N5 C19 1.333(4) . ? N5 C15 1.335(4) . ? C1 C2 1.367(5) . ? C1 C6 1.393(5) . ? C1 H1 0.9500 . ? C2 C3 1.375(6) . ? C2 H2 0.9500 . ? C3 C4 1.374(6) . ? C3 H3 0.9500 . ? C4 C5 1.384(5) . ? C4 H4 0.9500 . ? C5 C6 1.382(5) . ? C5 H5 0.9500 . ? C6 C7 1.482(4) . ? C8 C9 1.374(5) . ? C8 C13 1.394(4) . ? C9 C10 1.363(5) . ? C9 H9 0.9500 . ? C10 C11 1.377(5) . ? C10 H10 0.9500 . ? C11 C12 1.377(5) . ? C11 H11 0.9500 . ? C12 C13 1.384(5) . ? C12 H12 0.9500 . ? C14 C15 1.496(4) . ? C15 C16 1.386(4) . ? C16 C17 1.376(5) . ? C16 H16 0.9500 . ? C17 C18 1.379(5) . ? C17 H17 0.9500 . ? C18 C19 1.384(4) . ? C18 H18 0.9500 . ? C19 C20 1.506(4) . ? C21 C22 1.388(4) . ? C21 C26 1.400(4) . ? C22 C23 1.380(4) . ? C22 H22 0.9500 . ? C23 C24 1.381(5) . ? C23 H23 0.9500 . ? C24 C25 1.378(5) . ? C24 H24 0.9500 . ? C25 C26 1.389(4) . ? C25 H25 0.9500 . ? C27 C28 1.489(4) . ? C28 C29 1.379(5) . ? C28 C33B 1.410(8) . ? C28 C33A 1.452(7) . ? C29 C30B 1.36(4) . ? C29 C30A 1.42(3) . ? C29 H29 0.9500 . ? C30A C31A 1.37(3) . ? C30A H30A 0.9500 . ? C31A C32A 1.372(10) . ? C31A H31A 0.9500 . ? C32A C33A 1.387(9) . ? C32A H32A 0.9500 . ? C33A H33A 0.9500 . ? C30B C31B 1.37(3) . ? C30B H30B 0.9500 . ? C31B C32B 1.379(12) . ? C31B H31B 0.9500 . ? C32B C33B 1.381(11) . ? C32B H32B 0.9500 . ? C33B H33B 0.9500 . ? 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 C8 123.5(3) . . ? C7 N1 H1N 118(2) . . ? C8 N1 H1N 117(2) . . ? C14 N2 C13 127.1(3) . . ? C14 N2 H2N 109(2) . . ? C13 N2 H2N 123(2) . . ? C20 N3 C21 126.7(3) . . ? C20 N3 H3N 116(2) . . ? C21 N3 H3N 117(2) . . ? C27 N4 C26 128.8(3) . . ? C27 N4 H4N 118(2) . . ? C26 N4 H4N 113(2) . . ? C19 N5 C15 117.6(2) . . ? C2 C1 C6 120.8(4) . . ? C2 C1 H1 119.6 . . ? C6 C1 H1 119.6 . . ? C1 C2 C3 120.1(4) . . ? C1 C2 H2 119.9 . . ? C3 C2 H2 119.9 . . ? C4 C3 C2 119.9(4) . . ? C4 C3 H3 120.1 . . ? C2 C3 H3 120.1 . . ? C3 C4 C5 120.4(4) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C6 C5 C4 120.0(3) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C5 C6 C1 118.7(3) . . ? C5 C6 C7 124.2(3) . . ? C1 C6 C7 117.1(3) . . ? O1 C7 N1 121.6(3) . . ? O1 C7 C6 121.3(3) . . ? N1 C7 C6 117.2(3) . . ? C9 C8 C13 118.9(3) . . ? C9 C8 N1 120.4(3) . . ? C13 C8 N1 120.7(3) . . ? C10 C9 C8 121.8(3) . . ? C10 C9 H9 119.1 . . ? C8 C9 H9 119.1 . . ? C9 C10 C11 119.5(4) . . ? C9 C10 H10 120.2 . . ? C11 C10 H10 120.2 . . ? C10 C11 C12 119.9(3) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C11 C12 C13 120.5(3) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C12 C13 C8 119.3(3) . . ? C12 C13 N2 121.0(3) . . ? C8 C13 N2 119.7(3) . . ? O2 C14 N2 125.2(3) . . ? O2 C14 C15 120.6(3) . . ? N2 C14 C15 114.2(2) . . ? N5 C15 C16 122.5(3) . . ? N5 C15 C14 117.9(3) . . ? C16 C15 C14 119.7(3) . . ? C17 C16 C15 119.0(3) . . ? C17 C16 H16 120.5 . . ? C15 C16 H16 120.5 . . ? C16 C17 C18 119.3(3) . . ? C16 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? C17 C18 C19 117.7(3) . . ? C17 C18 H18 121.2 . . ? C19 C18 H18 121.2 . . ? N5 C19 C18 123.9(3) . . ? N5 C19 C20 116.8(3) . . ? C18 C19 C20 119.3(3) . . ? O3 C20 N3 125.5(3) . . ? O3 C20 C19 121.6(3) . . ? N3 C20 C19 112.9(3) . . ? C22 C21 C26 119.6(3) . . ? C22 C21 N3 120.9(3) . . ? C26 C21 N3 119.5(3) . . ? C23 C22 C21 120.4(3) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C22 C23 C24 120.1(3) . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C25 C24 C23 120.1(3) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 120.7(3) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C25 C26 C21 119.2(3) . . ? C25 C26 N4 116.9(3) . . ? C21 C26 N4 123.6(3) . . ? O4 C27 N4 121.9(3) . . ? O4 C27 C28 120.5(3) . . ? N4 C27 C28 117.6(3) . . ? C29 C28 C33B 113.9(4) . . ? C29 C28 C33A 118.4(4) . . ? C29 C28 C27 124.9(3) . . ? C33B C28 C27 116.0(4) . . ? C33A C28 C27 113.6(4) . . ? C30B C29 C28 123.0(13) . . ? C28 C29 C30A 119.3(14) . . ? C30B C29 H29 113.8 . . ? C28 C29 H29 120.4 . . ? C30A C29 H29 120.4 . . ? C31A C30A C29 121(2) . . ? C31A C30A H30A 119.7 . . ? C29 C30A H30A 119.7 . . ? C30A C31A C32A 121.2(15) . . ? C30A C31A H31A 119.4 . . ? C32A C31A H31A 119.4 . . ? C31A C32A C33A 120.0(6) . . ? C31A C32A H32A 120.0 . . ? C33A C32A H32A 120.0 . . ? C32A C33A C28 119.2(6) . . ? C32A C33A H33A 120.4 . . ? C28 C33A H33A 120.4 . . ? C29 C30B C31B 121(2) . . ? C29 C30B H30B 119.7 . . ? C31B C30B H30B 119.7 . . ? C30B C31B C32B 119.0(16) . . ? C30B C31B H31B 120.5 . . ? C32B C31B H31B 120.5 . . ? C31B C32B C33B 119.0(8) . . ? C31B C32B H32B 120.5 . . ? C33B C32B H32B 120.5 . . ? C32B C33B C28 122.5(7) . . ? C32B C33B H33B 118.7 . . ? C28 C33B H33B 118.7 . . ? 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 C6 C1 C2 C3 2.5(5) . . . . ? C1 C2 C3 C4 -1.5(6) . . . . ? C2 C3 C4 C5 0.4(6) . . . . ? C3 C4 C5 C6 -0.4(6) . . . . ? C4 C5 C6 C1 1.4(5) . . . . ? C4 C5 C6 C7 -179.8(3) . . . . ? C2 C1 C6 C5 -2.5(5) . . . . ? C2 C1 C6 C7 178.7(3) . . . . ? C8 N1 C7 O1 5.5(5) . . . . ? C8 N1 C7 C6 -174.7(3) . . . . ? C5 C6 C7 O1 -156.9(3) . . . . ? C1 C6 C7 O1 21.9(4) . . . . ? C5 C6 C7 N1 23.3(4) . . . . ? C1 C6 C7 N1 -157.9(3) . . . . ? C7 N1 C8 C9 37.7(5) . . . . ? C7 N1 C8 C13 -142.7(3) . . . . ? C13 C8 C9 C10 0.5(6) . . . . ? N1 C8 C9 C10 -179.9(4) . . . . ? C8 C9 C10 C11 -2.0(8) . . . . ? C9 C10 C11 C12 2.4(8) . . . . ? C10 C11 C12 C13 -1.2(7) . . . . ? C11 C12 C13 C8 -0.3(5) . . . . ? C11 C12 C13 N2 -179.6(3) . . . . ? C9 C8 C13 C12 0.7(5) . . . . ? N1 C8 C13 C12 -178.9(3) . . . . ? C9 C8 C13 N2 -180.0(3) . . . . ? N1 C8 C13 N2 0.4(5) . . . . ? C14 N2 C13 C12 -24.9(5) . . . . ? C14 N2 C13 C8 155.8(3) . . . . ? C13 N2 C14 O2 -2.6(5) . . . . ? C13 N2 C14 C15 177.5(3) . . . . ? C19 N5 C15 C16 -2.7(4) . . . . ? C19 N5 C15 C14 177.9(2) . . . . ? O2 C14 C15 N5 -174.1(3) . . . . ? N2 C14 C15 N5 5.9(4) . . . . ? O2 C14 C15 C16 6.6(4) . . . . ? N2 C14 C15 C16 -173.5(3) . . . . ? N5 C15 C16 C17 2.4(5) . . . . ? C14 C15 C16 C17 -178.2(3) . . . . ? C15 C16 C17 C18 0.4(5) . . . . ? C16 C17 C18 C19 -2.7(5) . . . . ? C15 N5 C19 C18 0.2(4) . . . . ? C15 N5 C19 C20 178.7(2) . . . . ? C17 C18 C19 N5 2.5(4) . . . . ? C17 C18 C19 C20 -175.9(3) . . . . ? C21 N3 C20 O3 -1.2(5) . . . . ? C21 N3 C20 C19 -179.0(3) . . . . ? N5 C19 C20 O3 170.0(3) . . . . ? C18 C19 C20 O3 -11.5(4) . . . . ? N5 C19 C20 N3 -12.1(4) . . . . ? C18 C19 C20 N3 166.4(3) . . . . ? C20 N3 C21 C22 -38.8(4) . . . . ? C20 N3 C21 C26 140.5(3) . . . . ? C26 C21 C22 C23 -1.2(5) . . . . ? N3 C21 C22 C23 178.1(3) . . . . ? C21 C22 C23 C24 0.9(5) . . . . ? C22 C23 C24 C25 0.5(5) . . . . ? C23 C24 C25 C26 -1.5(5) . . . . ? C24 C25 C26 C21 1.1(5) . . . . ? C24 C25 C26 N4 -173.2(3) . . . . ? C22 C21 C26 C25 0.3(4) . . . . ? N3 C21 C26 C25 -179.0(3) . . . . ? C22 C21 C26 N4 174.1(3) . . . . ? N3 C21 C26 N4 -5.2(4) . . . . ? C27 N4 C26 C25 -137.2(3) . . . . ? C27 N4 C26 C21 48.9(4) . . . . ? C26 N4 C27 O4 -0.6(5) . . . . ? C26 N4 C27 C28 -179.7(3) . . . . ? O4 C27 C28 C29 -178.6(3) . . . . ? N4 C27 C28 C29 0.5(5) . . . . ? O4 C27 C28 C33B -25.7(7) . . . . ? N4 C27 C28 C33B 153.4(6) . . . . ? O4 C27 C28 C33A 21.8(5) . . . . ? N4 C27 C28 C33A -159.2(4) . . . . ? C33B C28 C29 C30B 15.5(12) . . . . ? C33A C28 C29 C30B -32.3(11) . . . . ? C27 C28 C29 C30B 168.9(10) . . . . ? C33B C28 C29 C30A 35.9(12) . . . . ? C33A C28 C29 C30A -11.9(12) . . . . ? C27 C28 C29 C30A -170.7(11) . . . . ? C30B C29 C30A C31A 112(10) . . . . ? C28 C29 C30A C31A 5(2) . . . . ? C29 C30A C31A C32A 1(3) . . . . ? C30A C31A C32A C33A 0.5(17) . . . . ? C31A C32A C33A C28 -7.8(11) . . . . ? C29 C28 C33A C32A 13.6(8) . . . . ? C33B C28 C33A C32A -81.9(8) . . . . ? C27 C28 C33A C32A 174.6(5) . . . . ? C28 C29 C30B C31B -7(2) . . . . ? C30A C29 C30B C31B -90(9) . . . . ? C29 C30B C31B C32B -5(2) . . . . ? C30B C31B C32B C33B 7(2) . . . . ? C31B C32B C33B C28 2.6(17) . . . . ? C29 C28 C33B C32B -13.3(12) . . . . ? C33A C28 C33B C32B 93.4(12) . . . . ? C27 C28 C33B C32B -169.2(9) . . . . ? 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 N1 H1N O4 0.86(4) 2.08(4) 2.928(4) 166(3) . N2 H2N N5 0.93(3) 2.12(3) 2.677(4) 117(2) . N2 H2N O4 0.93(3) 2.38(3) 3.179(3) 144(3) . N3 H3N O4 0.88(3) 1.93(4) 2.699(3) 145(3) . N3 H3N N5 0.88(3) 2.20(3) 2.643(3) 111(3) . N4 H4N O3 0.85(4) 2.10(4) 2.892(3) 155(3) 2_556 _diffrn_measured_fraction_theta_max 0.928 _diffrn_reflns_theta_full 67.02 _diffrn_measured_fraction_theta_full 0.928 _refine_diff_density_max 0.237 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.056 data_3-DMF _database_code_depnum_ccdc_archive 'CCDC 885906' #TrackingRef '11793_web_deposit_cif_file_0_AkuSuhonen_1339420257.oligoamides_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H25 N5 O4, C3 H7 N O' _chemical_formula_sum 'C36 H32 N6 O5' _chemical_formula_weight 628.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.0456(7) _cell_length_b 19.2718(8) _cell_length_c 11.4694(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.781(2) _cell_angle_gamma 90.00 _cell_volume 3093.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.350 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1320 _exptl_absorpt_coefficient_mu 0.752 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7949 _exptl_absorpt_correction_T_max 0.9851 _exptl_absorpt_process_details ; Denzo (otwinowski, Borek, Majewski & Minor, 2003) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\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 8937 _diffrn_reflns_av_R_equivalents 0.0725 _diffrn_reflns_av_sigmaI/netI 0.0769 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 66.94 _reflns_number_total 5250 _reflns_number_gt 3529 _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^)+(0.0481P)^2^+1.9258P] 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 5250 _refine_ls_number_parameters 448 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0985 _refine_ls_R_factor_gt 0.0575 _refine_ls_wR_factor_ref 0.1476 _refine_ls_wR_factor_gt 0.1253 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.25047(14) 0.12485(10) 0.19861(15) 0.0337(5) Uani 1 1 d . . . O2 O 0.19468(15) 0.12719(10) -0.23408(16) 0.0362(5) Uani 1 1 d . . . O3 O 0.08049(17) -0.11744(11) 0.18757(17) 0.0465(6) Uani 1 1 d . . . O4 O 0.48414(16) -0.06290(12) 0.3343(2) 0.0533(6) Uani 1 1 d . . . N1 N 0.22201(18) 0.23769(12) 0.1507(2) 0.0314(6) Uani 1 1 d . . . H1N H 0.205(2) 0.2782(16) 0.176(3) 0.038 Uiso 1 1 d . . . N2 N 0.23223(18) 0.13750(12) -0.0367(2) 0.0321(6) Uani 1 1 d . . . H2N H 0.223(2) 0.1171(16) 0.030(3) 0.039 Uiso 1 1 d . . . N3 N 0.18434(19) -0.02755(14) 0.2214(2) 0.0372(6) Uani 1 1 d . . . H3N H 0.205(2) 0.0051(17) 0.188(3) 0.045 Uiso 1 1 d . . . N4 N 0.36513(18) 0.01670(14) 0.3073(2) 0.0390(6) Uani 1 1 d . . . H4N H 0.349(2) 0.0528(18) 0.270(3) 0.047 Uiso 1 1 d . . . N5 N 0.15213(16) 0.01631(12) 0.00235(19) 0.0292(5) Uani 1 1 d . . . C1 C 0.0674(2) 0.23528(15) 0.3037(3) 0.0356(7) Uani 1 1 d . . . H1 H 0.0609 0.2680 0.2416 0.043 Uiso 1 1 calc R . . C2 C 0.0043(2) 0.23666(16) 0.3900(3) 0.0388(7) Uani 1 1 d . . . H2 H -0.0461 0.2696 0.3863 0.047 Uiso 1 1 calc R . . C3 C 0.0146(2) 0.19002(17) 0.4817(3) 0.0412(8) Uani 1 1 d . . . H3 H -0.0284 0.1913 0.5414 0.049 Uiso 1 1 calc R . . C4 C 0.0873(2) 0.14147(16) 0.4870(3) 0.0390(7) Uani 1 1 d . . . H4 H 0.0947 0.1098 0.5505 0.047 Uiso 1 1 calc R . . C5 C 0.1492(2) 0.13923(15) 0.3994(2) 0.0344(7) Uani 1 1 d . . . H5 H 0.1983 0.1052 0.4022 0.041 Uiso 1 1 calc R . . C6 C 0.1401(2) 0.18652(14) 0.3071(2) 0.0292(6) Uani 1 1 d . . . C7 C 0.2087(2) 0.18070(15) 0.2153(2) 0.0299(6) Uani 1 1 d . . . C8 C 0.2881(2) 0.24390(15) 0.0628(2) 0.0298(6) Uani 1 1 d . . . C9 C 0.3460(2) 0.30233(16) 0.0659(3) 0.0366(7) Uani 1 1 d . . . H9 H 0.3419 0.3352 0.1270 0.044 Uiso 1 1 calc R . . C10 C 0.4092(2) 0.31368(17) -0.0178(3) 0.0409(8) Uani 1 1 d . . . H10 H 0.4479 0.3542 -0.0149 0.049 Uiso 1 1 calc R . . C11 C 0.4157(2) 0.26536(16) -0.1064(3) 0.0388(7) Uani 1 1 d . . . H11 H 0.4601 0.2721 -0.1636 0.047 Uiso 1 1 calc R . . C12 C 0.3577(2) 0.20737(16) -0.1114(2) 0.0358(7) Uani 1 1 d . . . H12 H 0.3626 0.1744 -0.1722 0.043 Uiso 1 1 calc R . . C13 C 0.2922(2) 0.19641(15) -0.0290(2) 0.0302(6) Uani 1 1 d . . . C14 C 0.1927(2) 0.10594(15) -0.1329(2) 0.0312(7) Uani 1 1 d . . . C15 C 0.1432(2) 0.03855(15) -0.1083(2) 0.0305(7) Uani 1 1 d . . . C16 C 0.0927(2) 0.00181(16) -0.1973(2) 0.0336(7) Uani 1 1 d . . . H16 H 0.0868 0.0191 -0.2752 0.040 Uiso 1 1 calc R . . C17 C 0.0511(2) -0.06042(16) -0.1705(3) 0.0388(7) Uani 1 1 d . . . H17 H 0.0170 -0.0869 -0.2300 0.047 Uiso 1 1 calc R . . C18 C 0.0595(2) -0.08391(16) -0.0566(2) 0.0352(7) Uani 1 1 d . . . H18 H 0.0311 -0.1265 -0.0362 0.042 Uiso 1 1 calc R . . C19 C 0.1107(2) -0.04377(15) 0.0278(2) 0.0299(6) Uani 1 1 d . . . C20 C 0.1232(2) -0.06739(15) 0.1535(2) 0.0325(7) Uani 1 1 d . . . C21 C 0.2116(2) -0.03551(15) 0.3422(2) 0.0344(7) Uani 1 1 d . . . C22 C 0.1508(2) -0.06336(16) 0.4185(3) 0.0401(8) Uani 1 1 d . . . H22 H 0.0891 -0.0789 0.3897 0.048 Uiso 1 1 calc R . . C23 C 0.1793(3) -0.06868(18) 0.5365(3) 0.0469(9) Uani 1 1 d . . . H23 H 0.1375 -0.0886 0.5883 0.056 Uiso 1 1 calc R . . C24 C 0.2683(3) -0.04514(19) 0.5794(3) 0.0524(9) Uani 1 1 d . . . H24 H 0.2873 -0.0482 0.6607 0.063 Uiso 1 1 calc R . . C25 C 0.3294(3) -0.01726(18) 0.5043(3) 0.0470(8) Uani 1 1 d . . . H25 H 0.3903 -0.0007 0.5341 0.056 Uiso 1 1 calc R . . C26 C 0.3026(2) -0.01318(15) 0.3853(3) 0.0366(7) Uani 1 1 d . . . C27 C 0.4517(2) -0.00975(16) 0.2871(3) 0.0374(7) Uani 1 1 d . . . C28 C 0.5053(2) 0.02998(16) 0.2013(3) 0.0369(7) Uani 1 1 d . . . C29 C 0.5733(2) -0.00502(19) 0.1426(3) 0.0496(9) Uani 1 1 d . . . H29 H 0.5859 -0.0525 0.1598 0.059 Uiso 1 1 calc R . . C30 C 0.6226(2) 0.0278(2) 0.0603(3) 0.0547(10) Uani 1 1 d . . . H30 H 0.6682 0.0029 0.0201 0.066 Uiso 1 1 calc R . . C31 C 0.6059(3) 0.0975(2) 0.0355(3) 0.0562(10) Uani 1 1 d . . . H31 H 0.6400 0.1204 -0.0214 0.067 Uiso 1 1 calc R . . C32 C 0.5395(2) 0.13311(19) 0.0941(3) 0.0514(9) Uani 1 1 d . . . H32 H 0.5285 0.1810 0.0785 0.062 Uiso 1 1 calc R . . C33 C 0.4888(2) 0.09960(17) 0.1754(3) 0.0423(8) Uani 1 1 d . . . H33 H 0.4421 0.1244 0.2141 0.051 Uiso 1 1 calc R . . O10A O 0.7951(3) 0.2233(2) 0.0006(3) 0.0955(16) Uani 0.878(7) 1 d P A 1 O10B O 0.661(2) 0.304(2) 0.043(4) 0.140(16) Uani 0.122(7) 1 d P A 2 N100 N 0.7216(2) 0.25696(16) 0.1611(3) 0.0562(8) Uani 1 1 d . . . C100 C 0.7408(4) 0.2604(3) 0.0489(5) 0.0861(15) Uani 1 1 d . A . H100 H 0.7087 0.2955 0.0026 0.103 Uiso 1 1 calc R B 1 C101 C 0.7681(4) 0.2009(3) 0.2308(4) 0.1017(18) Uani 1 1 d . A . H10A H 0.7198 0.1675 0.2520 0.153 Uiso 1 1 calc R . . H10B H 0.8013 0.2202 0.3021 0.153 Uiso 1 1 calc R . . H10C H 0.8143 0.1773 0.1850 0.153 Uiso 1 1 calc R . . C102 C 0.6628(3) 0.3026(2) 0.2222(4) 0.0847(14) Uani 1 1 d . A . H10D H 0.6363 0.3387 0.1687 0.127 Uiso 1 1 calc R . . H10E H 0.7012 0.3243 0.2876 0.127 Uiso 1 1 calc R . . H10F H 0.6105 0.2762 0.2523 0.127 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 O1 0.0432(12) 0.0275(11) 0.0304(10) 0.0015(9) 0.0022(9) 0.0051(9) O2 0.0483(13) 0.0311(12) 0.0295(11) 0.0027(9) 0.0043(9) -0.0042(10) O3 0.0633(15) 0.0373(13) 0.0395(12) 0.0021(10) 0.0075(11) -0.0177(11) O4 0.0444(14) 0.0378(14) 0.0762(17) 0.0180(12) -0.0037(12) 0.0033(11) N1 0.0396(15) 0.0214(13) 0.0339(13) 0.0001(11) 0.0078(11) 0.0006(11) N2 0.0457(15) 0.0253(13) 0.0256(13) 0.0016(11) 0.0047(11) -0.0049(11) N3 0.0421(15) 0.0329(16) 0.0364(15) 0.0090(12) 0.0019(11) -0.0101(12) N4 0.0342(14) 0.0350(16) 0.0474(16) 0.0118(12) 0.0012(12) -0.0027(12) N5 0.0284(13) 0.0274(13) 0.0323(13) 0.0007(10) 0.0053(10) 0.0009(10) C1 0.0380(17) 0.0270(17) 0.0418(17) 0.0032(13) 0.0041(14) -0.0027(13) C2 0.0374(18) 0.0291(17) 0.0506(19) 0.0010(14) 0.0081(14) -0.0007(14) C3 0.0441(19) 0.040(2) 0.0419(18) -0.0058(15) 0.0147(15) -0.0080(15) C4 0.0484(19) 0.0346(19) 0.0342(17) 0.0053(14) 0.0035(14) -0.0034(15) C5 0.0386(17) 0.0316(17) 0.0329(16) -0.0011(13) 0.0013(13) -0.0011(14) C6 0.0336(16) 0.0249(15) 0.0286(15) -0.0025(12) 0.0001(12) -0.0057(12) C7 0.0310(16) 0.0274(16) 0.0306(16) -0.0019(12) -0.0011(12) -0.0016(13) C8 0.0322(15) 0.0294(16) 0.0278(15) 0.0041(12) 0.0024(12) 0.0024(12) C9 0.0449(19) 0.0298(17) 0.0353(16) 0.0011(13) 0.0058(14) -0.0037(14) C10 0.0460(19) 0.0328(18) 0.0439(18) 0.0044(14) 0.0045(15) -0.0071(15) C11 0.0440(19) 0.0368(18) 0.0365(17) 0.0067(14) 0.0091(14) -0.0016(14) C12 0.0445(18) 0.0291(17) 0.0339(17) 0.0032(13) 0.0040(13) 0.0010(14) C13 0.0336(16) 0.0269(16) 0.0300(15) 0.0034(12) 0.0022(12) 0.0005(13) C14 0.0334(16) 0.0301(17) 0.0306(16) -0.0031(13) 0.0052(12) 0.0060(13) C15 0.0312(16) 0.0284(16) 0.0324(16) -0.0019(13) 0.0054(12) 0.0030(12) C16 0.0341(16) 0.0353(18) 0.0315(16) -0.0030(13) 0.0023(12) 0.0019(13) C17 0.0409(18) 0.0361(19) 0.0389(18) -0.0074(14) 0.0004(14) -0.0055(15) C18 0.0364(17) 0.0301(17) 0.0395(17) -0.0012(13) 0.0063(13) -0.0063(13) C19 0.0292(15) 0.0250(15) 0.0362(16) 0.0012(12) 0.0068(12) 0.0021(12) C20 0.0308(16) 0.0294(17) 0.0378(16) 0.0001(13) 0.0056(13) -0.0014(13) C21 0.0387(17) 0.0297(17) 0.0345(17) 0.0034(13) 0.0004(13) -0.0009(13) C22 0.0425(19) 0.0383(19) 0.0398(18) 0.0019(14) 0.0058(14) -0.0066(15) C23 0.060(2) 0.044(2) 0.0374(18) 0.0009(15) 0.0091(16) -0.0131(17) C24 0.074(3) 0.048(2) 0.0348(18) 0.0066(15) 0.0022(17) -0.0123(19) C25 0.050(2) 0.046(2) 0.0433(19) 0.0051(16) -0.0091(15) -0.0080(16) C26 0.0424(18) 0.0275(17) 0.0393(17) 0.0041(13) 0.0010(14) -0.0020(14) C27 0.0367(17) 0.0296(18) 0.0437(18) -0.0002(14) -0.0092(13) -0.0023(14) C28 0.0282(16) 0.0339(18) 0.0474(18) 0.0006(14) -0.0033(13) -0.0008(13) C29 0.0352(18) 0.047(2) 0.065(2) -0.0019(17) -0.0018(16) 0.0090(16) C30 0.0315(18) 0.072(3) 0.061(2) -0.010(2) 0.0038(16) 0.0058(18) C31 0.044(2) 0.069(3) 0.056(2) 0.0076(19) 0.0096(17) -0.0075(19) C32 0.050(2) 0.040(2) 0.064(2) 0.0088(17) 0.0055(17) -0.0067(17) C33 0.0376(18) 0.0353(19) 0.054(2) 0.0006(15) 0.0066(15) -0.0017(15) O10A 0.094(3) 0.107(3) 0.094(3) 0.001(2) 0.055(2) 0.004(2) O10B 0.10(3) 0.13(3) 0.19(4) 0.01(3) 0.03(2) 0.03(2) N100 0.0529(19) 0.061(2) 0.0557(19) 0.0028(16) 0.0080(15) -0.0062(16) C100 0.077(3) 0.073(4) 0.110(4) 0.032(3) 0.017(3) -0.015(3) C101 0.118(4) 0.094(4) 0.088(3) -0.005(3) -0.020(3) 0.045(3) C102 0.075(3) 0.061(3) 0.122(4) -0.001(3) 0.034(3) 0.009(2) _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 C7 1.249(3) . ? O2 C14 1.233(3) . ? O3 C20 1.218(3) . ? O4 C27 1.229(3) . ? N1 C7 1.347(3) . ? N1 C8 1.431(3) . ? N1 H1N 0.87(3) . ? N2 C14 1.340(4) . ? N2 C13 1.412(4) . ? N2 H2N 0.88(3) . ? N3 C20 1.350(4) . ? N3 C21 1.414(4) . ? N3 H3N 0.80(3) . ? N4 C27 1.356(4) . ? N4 C26 1.426(4) . ? N4 H4N 0.84(3) . ? N5 C15 1.336(3) . ? N5 C19 1.339(3) . ? C1 C2 1.384(4) . ? C1 C6 1.385(4) . ? C1 H1 0.9500 . ? C2 C3 1.382(4) . ? C2 H2 0.9500 . ? C3 C4 1.383(4) . ? C3 H3 0.9500 . ? C4 C5 1.382(4) . ? C4 H4 0.9500 . ? C5 C6 1.395(4) . ? C5 H5 0.9500 . ? C6 C7 1.489(4) . ? C8 C9 1.388(4) . ? C8 C13 1.400(4) . ? C9 C10 1.379(4) . ? C9 H9 0.9500 . ? C10 C11 1.387(4) . ? C10 H10 0.9500 . ? C11 C12 1.382(4) . ? C11 H11 0.9500 . ? C12 C13 1.388(4) . ? C12 H12 0.9500 . ? C14 C15 1.511(4) . ? C15 C16 1.388(4) . ? C16 C17 1.380(4) . ? C16 H16 0.9500 . ? C17 C18 1.378(4) . ? C17 H17 0.9500 . ? C18 C19 1.392(4) . ? C18 H18 0.9500 . ? C19 C20 1.507(4) . ? C21 C22 1.381(4) . ? C21 C26 1.400(4) . ? C22 C23 1.383(4) . ? C22 H22 0.9500 . ? C23 C24 1.382(5) . ? C23 H23 0.9500 . ? C24 C25 1.374(4) . ? C24 H24 0.9500 . ? C25 C26 1.388(4) . ? C25 H25 0.9500 . ? C27 C28 1.498(4) . ? C28 C29 1.389(4) . ? C28 C33 1.390(4) . ? C29 C30 1.371(5) . ? C29 H29 0.9500 . ? C30 C31 1.388(5) . ? C30 H30 0.9500 . ? C31 C32 1.378(5) . ? C31 H31 0.9500 . ? C32 C33 1.380(4) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? O10A C100 1.213(6) . ? O10B C100 1.39(3) . ? O10B N100 1.78(4) . ? N100 C100 1.337(6) . ? N100 C102 1.430(5) . ? N100 C101 1.465(5) . ? C100 H100 0.9500 . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C102 H10D 0.9800 . ? C102 H10E 0.9800 . ? C102 H10F 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 C7 N1 C8 125.7(2) . . ? C7 N1 H1N 120(2) . . ? C8 N1 H1N 111(2) . . ? C14 N2 C13 128.3(2) . . ? C14 N2 H2N 116(2) . . ? C13 N2 H2N 116(2) . . ? C20 N3 C21 127.7(2) . . ? C20 N3 H3N 114(2) . . ? C21 N3 H3N 118(2) . . ? C27 N4 C26 124.3(3) . . ? C27 N4 H4N 115(2) . . ? C26 N4 H4N 120(2) . . ? C15 N5 C19 118.5(2) . . ? C2 C1 C6 120.5(3) . . ? C2 C1 H1 119.8 . . ? C6 C1 H1 119.8 . . ? C3 C2 C1 119.9(3) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 120.2(3) . . ? C2 C3 H3 119.9 . . ? C4 C3 H3 119.9 . . ? C5 C4 C3 119.8(3) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 120.5(3) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C1 C6 C5 119.1(3) . . ? C1 C6 C7 123.3(3) . . ? C5 C6 C7 117.6(3) . . ? O1 C7 N1 122.0(2) . . ? O1 C7 C6 120.9(2) . . ? N1 C7 C6 117.1(2) . . ? C9 C8 C13 119.3(3) . . ? C9 C8 N1 117.6(2) . . ? C13 C8 N1 123.1(3) . . ? C10 C9 C8 121.4(3) . . ? C10 C9 H9 119.3 . . ? C8 C9 H9 119.3 . . ? C9 C10 C11 119.3(3) . . ? C9 C10 H10 120.4 . . ? C11 C10 H10 120.4 . . ? C12 C11 C10 119.9(3) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C13 121.1(3) . . ? C11 C12 H12 119.4 . . ? C13 C12 H12 119.4 . . ? C12 C13 C8 118.9(3) . . ? C12 C13 N2 120.4(3) . . ? C8 C13 N2 120.7(2) . . ? O2 C14 N2 125.7(3) . . ? O2 C14 C15 120.5(3) . . ? N2 C14 C15 113.7(2) . . ? N5 C15 C16 122.5(3) . . ? N5 C15 C14 116.4(2) . . ? C16 C15 C14 121.1(3) . . ? C17 C16 C15 118.6(3) . . ? C17 C16 H16 120.7 . . ? C15 C16 H16 120.7 . . ? C18 C17 C16 119.5(3) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C17 C18 C19 118.4(3) . . ? C17 C18 H18 120.8 . . ? C19 C18 H18 120.8 . . ? N5 C19 C18 122.5(3) . . ? N5 C19 C20 116.8(3) . . ? C18 C19 C20 120.6(3) . . ? O3 C20 N3 124.9(3) . . ? O3 C20 C19 121.7(3) . . ? N3 C20 C19 113.5(2) . . ? C22 C21 C26 119.4(3) . . ? C22 C21 N3 122.1(3) . . ? C26 C21 N3 118.5(2) . . ? C21 C22 C23 120.4(3) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C24 C23 C22 120.2(3) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C25 C24 C23 119.9(3) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 120.4(3) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C25 C26 C21 119.6(3) . . ? C25 C26 N4 120.6(3) . . ? C21 C26 N4 119.6(3) . . ? O4 C27 N4 122.9(3) . . ? O4 C27 C28 121.8(3) . . ? N4 C27 C28 115.3(3) . . ? C29 C28 C33 118.4(3) . . ? C29 C28 C27 118.3(3) . . ? C33 C28 C27 123.3(3) . . ? C30 C29 C28 121.1(3) . . ? C30 C29 H29 119.4 . . ? C28 C29 H29 119.4 . . ? C29 C30 C31 120.0(3) . . ? C29 C30 H30 120.0 . . ? C31 C30 H30 120.0 . . ? C32 C31 C30 119.5(3) . . ? C32 C31 H31 120.2 . . ? C30 C31 H31 120.2 . . ? C31 C32 C33 120.3(3) . . ? C31 C32 H32 119.8 . . ? C33 C32 H32 119.8 . . ? C32 C33 C28 120.6(3) . . ? C32 C33 H33 119.7 . . ? C28 C33 H33 119.7 . . ? C100 O10B N100 47.9(12) . . ? C100 N100 C102 127.7(4) . . ? C100 N100 C101 116.5(4) . . ? C102 N100 C101 115.8(3) . . ? C100 N100 O10B 50.6(11) . . ? C102 N100 O10B 78.6(12) . . ? C101 N100 O10B 162.0(13) . . ? O10A C100 N100 126.5(5) . . ? O10A C100 O10B 149.8(18) . . ? N100 C100 O10B 81.6(16) . . ? O10A C100 H100 116.8 . . ? N100 C100 H100 116.8 . . ? N100 C101 H10A 109.5 . . ? N100 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? N100 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? N100 C102 H10D 109.5 . . ? N100 C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? N100 C102 H10F 109.5 . . ? H10D C102 H10F 109.5 . . ? H10E C102 H10F 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 C6 C1 C2 C3 1.3(5) . . . . ? C1 C2 C3 C4 -0.6(5) . . . . ? C2 C3 C4 C5 -0.6(5) . . . . ? C3 C4 C5 C6 1.3(5) . . . . ? C2 C1 C6 C5 -0.6(4) . . . . ? C2 C1 C6 C7 178.1(3) . . . . ? C4 C5 C6 C1 -0.7(4) . . . . ? C4 C5 C6 C7 -179.5(3) . . . . ? C8 N1 C7 O1 -4.5(5) . . . . ? C8 N1 C7 C6 176.6(3) . . . . ? C1 C6 C7 O1 -155.6(3) . . . . ? C5 C6 C7 O1 23.1(4) . . . . ? C1 C6 C7 N1 23.3(4) . . . . ? C5 C6 C7 N1 -158.0(3) . . . . ? C7 N1 C8 C9 -132.4(3) . . . . ? C7 N1 C8 C13 51.8(4) . . . . ? C13 C8 C9 C10 -1.7(5) . . . . ? N1 C8 C9 C10 -177.7(3) . . . . ? C8 C9 C10 C11 -0.6(5) . . . . ? C9 C10 C11 C12 1.4(5) . . . . ? C10 C11 C12 C13 0.1(5) . . . . ? C11 C12 C13 C8 -2.4(4) . . . . ? C11 C12 C13 N2 178.9(3) . . . . ? C9 C8 C13 C12 3.2(4) . . . . ? N1 C8 C13 C12 178.9(3) . . . . ? C9 C8 C13 N2 -178.1(3) . . . . ? N1 C8 C13 N2 -2.4(4) . . . . ? C14 N2 C13 C12 -35.2(4) . . . . ? C14 N2 C13 C8 146.1(3) . . . . ? C13 N2 C14 O2 -7.3(5) . . . . ? C13 N2 C14 C15 172.3(3) . . . . ? C19 N5 C15 C16 0.0(4) . . . . ? C19 N5 C15 C14 -178.9(2) . . . . ? O2 C14 C15 N5 174.0(2) . . . . ? N2 C14 C15 N5 -5.7(4) . . . . ? O2 C14 C15 C16 -5.0(4) . . . . ? N2 C14 C15 C16 175.4(3) . . . . ? N5 C15 C16 C17 -0.7(4) . . . . ? C14 C15 C16 C17 178.2(3) . . . . ? C15 C16 C17 C18 0.9(4) . . . . ? C16 C17 C18 C19 -0.4(4) . . . . ? C15 N5 C19 C18 0.5(4) . . . . ? C15 N5 C19 C20 179.5(2) . . . . ? C17 C18 C19 N5 -0.3(4) . . . . ? C17 C18 C19 C20 -179.2(3) . . . . ? C21 N3 C20 O3 0.7(5) . . . . ? C21 N3 C20 C19 180.0(3) . . . . ? N5 C19 C20 O3 172.4(3) . . . . ? C18 C19 C20 O3 -8.6(4) . . . . ? N5 C19 C20 N3 -6.9(4) . . . . ? C18 C19 C20 N3 172.1(3) . . . . ? C20 N3 C21 C22 -30.6(5) . . . . ? C20 N3 C21 C26 150.5(3) . . . . ? C26 C21 C22 C23 0.5(5) . . . . ? N3 C21 C22 C23 -178.4(3) . . . . ? C21 C22 C23 C24 1.0(5) . . . . ? C22 C23 C24 C25 -1.0(6) . . . . ? C23 C24 C25 C26 -0.6(5) . . . . ? C24 C25 C26 C21 2.1(5) . . . . ? C24 C25 C26 N4 179.0(3) . . . . ? C22 C21 C26 C25 -2.1(5) . . . . ? N3 C21 C26 C25 176.9(3) . . . . ? C22 C21 C26 N4 -179.0(3) . . . . ? N3 C21 C26 N4 0.0(4) . . . . ? C27 N4 C26 C25 63.9(4) . . . . ? C27 N4 C26 C21 -119.3(3) . . . . ? C26 N4 C27 O4 0.5(5) . . . . ? C26 N4 C27 C28 179.8(3) . . . . ? O4 C27 C28 C29 23.5(5) . . . . ? N4 C27 C28 C29 -155.8(3) . . . . ? O4 C27 C28 C33 -158.1(3) . . . . ? N4 C27 C28 C33 22.6(4) . . . . ? C33 C28 C29 C30 -0.6(5) . . . . ? C27 C28 C29 C30 177.8(3) . . . . ? C28 C29 C30 C31 0.9(6) . . . . ? C29 C30 C31 C32 -0.1(6) . . . . ? C30 C31 C32 C33 -1.1(6) . . . . ? C31 C32 C33 C28 1.4(5) . . . . ? C29 C28 C33 C32 -0.6(5) . . . . ? C27 C28 C33 C32 -178.9(3) . . . . ? C100 O10B N100 C102 166.6(13) . . . . ? C100 O10B N100 C101 -49(4) . . . . ? C102 N100 C100 O10A 175.7(5) . . . . ? C101 N100 C100 O10A -2.6(7) . . . . ? O10B N100 C100 O10A -167.6(18) . . . . ? C102 N100 C100 O10B -16.7(17) . . . . ? C101 N100 C100 O10B 165.0(17) . . . . ? N100 O10B C100 O10A 160(3) . . . . ? 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 N1 H1N O2 0.87(3) 2.11(3) 2.960(3) 166(3) 4_566 N2 H2N O1 0.88(3) 1.95(3) 2.700(3) 143(3) . N2 H2N N5 0.88(3) 2.19(3) 2.647(3) 112(2) . N3 H3N N5 0.80(3) 2.21(3) 2.654(3) 115(3) . N3 H3N O1 0.80(3) 2.39(3) 3.098(3) 147(3) . N4 H4N O1 0.84(3) 2.08(3) 2.856(3) 153(3) . _diffrn_measured_fraction_theta_max 0.954 _diffrn_reflns_theta_full 66.94 _diffrn_measured_fraction_theta_full 0.954 _refine_diff_density_max 0.306 _refine_diff_density_min -0.247 _refine_diff_density_rms 0.049 data_3-EtOAc _database_code_depnum_ccdc_archive 'CCDC 885907' #TrackingRef '11793_web_deposit_cif_file_0_AkuSuhonen_1339420257.oligoamides_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H25 N5 O4,0.5x C4 H8 O2' _chemical_formula_sum 'C35 H29 N5 O5' _chemical_formula_weight 555.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.4871(5) _cell_length_b 16.7057(7) _cell_length_c 14.7175(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.296(2) _cell_angle_gamma 90.00 _cell_volume 3070.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.202 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1160 _exptl_absorpt_coefficient_mu 0.660 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9018 _exptl_absorpt_correction_T_max 0.9805 _exptl_absorpt_process_details ; Denzo (otwinowski, Borek, Majewski & Minor, 2003) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\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 8295 _diffrn_reflns_av_R_equivalents 0.0529 _diffrn_reflns_av_sigmaI/netI 0.0757 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.54 _diffrn_reflns_theta_max 67.00 _reflns_number_total 4991 _reflns_number_gt 2911 _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^)+(0.0668P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4991 _refine_ls_number_parameters 415 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1001 _refine_ls_R_factor_gt 0.0535 _refine_ls_wR_factor_ref 0.1418 _refine_ls_wR_factor_gt 0.1242 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.982 _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 0.2141(2) 0.24488(12) 0.59102(19) 0.0784(8) Uani 1 1 d . A . O2 O -0.03884(15) 0.17825(10) 0.89594(12) 0.0435(5) Uani 1 1 d . . . O3 O 0.31874(16) -0.14097(11) 0.97186(13) 0.0492(5) Uani 1 1 d . . . O4 O 0.13463(15) -0.04253(10) 0.68822(12) 0.0427(5) Uani 1 1 d . . . N1 N 0.1457(2) 0.12695(14) 0.63772(15) 0.0404(6) Uani 1 1 d . A . H1N H 0.157(2) 0.0774(18) 0.6451(19) 0.048 Uiso 1 1 d . . . N2 N 0.0198(2) 0.09072(13) 0.78835(15) 0.0395(6) Uani 1 1 d . . . H2N H 0.062(2) 0.0511(17) 0.7785(19) 0.047 Uiso 1 1 d . . . N3 N 0.2522(2) -0.10183(13) 0.83381(16) 0.0418(6) Uani 1 1 d . . . H3N H 0.206(2) -0.0695(17) 0.809(2) 0.050 Uiso 1 1 d . . . N4 N 0.14151(19) -0.17803(13) 0.68599(15) 0.0377(6) Uani 1 1 d . . . H4N H 0.109(2) -0.2164(17) 0.6642(19) 0.045 Uiso 1 1 d . . . N5 N 0.13584(18) 0.01124(12) 0.90880(14) 0.0379(6) Uani 1 1 d . . . C6A C 0.3389(6) 0.1365(6) 0.6158(7) 0.0480(10) Uani 0.50 1 d PGD A 1 C1A C 0.3652(6) 0.0716(6) 0.6706(5) 0.083(4) Uani 0.50 1 d PG A 1 H1A H 0.3122 0.0476 0.7079 0.100 Uiso 0.50 1 calc PR A 1 C2A C 0.4691(6) 0.0417(4) 0.6709(6) 0.108(5) Uani 0.50 1 d PG A 1 H2A H 0.4871 -0.0026 0.7084 0.129 Uiso 0.50 1 calc PR A 1 C3A C 0.5467(5) 0.0768(6) 0.6164(7) 0.089(4) Uani 0.50 1 d PG A 1 H3A H 0.6177 0.0564 0.6167 0.107 Uiso 0.50 1 calc PR A 1 C4A C 0.5203(8) 0.1417(7) 0.5616(8) 0.081(4) Uani 0.50 1 d PG A 1 H4A H 0.5733 0.1656 0.5244 0.097 Uiso 0.50 1 calc PR A 1 C5A C 0.4164(9) 0.1715(6) 0.5613(8) 0.066(4) Uani 0.50 1 d PG A 1 H5A H 0.3984 0.2159 0.5238 0.079 Uiso 0.50 1 calc PR A 1 C6B C 0.3354(7) 0.1404(6) 0.6037(7) 0.0480(10) Uani 0.50 1 d PGD A 2 C1B C 0.3560(6) 0.0599(6) 0.6201(4) 0.061(3) Uani 0.50 1 d PG A 2 H1B H 0.2993 0.0251 0.6372 0.073 Uiso 0.50 1 calc PR A 2 C2B C 0.4594(7) 0.0302(5) 0.6115(6) 0.083(3) Uani 0.50 1 d PG A 2 H2B H 0.4734 -0.0248 0.6228 0.099 Uiso 0.50 1 calc PR A 2 C3B C 0.5423(6) 0.0810(7) 0.5866(8) 0.128(7) Uani 0.50 1 d PG A 2 H3B H 0.6130 0.0607 0.5807 0.154 Uiso 0.50 1 calc PR A 2 C4B C 0.5218(9) 0.1615(7) 0.5701(10) 0.108(6) Uani 0.50 1 d PG A 2 H4B H 0.5785 0.1963 0.5531 0.130 Uiso 0.50 1 calc PR A 2 C5B C 0.4183(11) 0.1912(5) 0.5787(10) 0.067(4) Uani 0.50 1 d PG A 2 H5B H 0.4043 0.2462 0.5675 0.081 Uiso 0.50 1 calc PR A 2 C7 C 0.2283(3) 0.17513(18) 0.6117(2) 0.0470(7) Uani 1 1 d D . . C8 C 0.0368(2) 0.14931(14) 0.63734(18) 0.0361(7) Uani 1 1 d . . . C9 C -0.0087(3) 0.18976(15) 0.56525(19) 0.0459(7) Uani 1 1 d . A . H9 H 0.0344 0.2051 0.5152 0.055 Uiso 1 1 calc R . . C10 C -0.1171(3) 0.20821(17) 0.5652(2) 0.0510(8) Uani 1 1 d . . . H10 H -0.1473 0.2371 0.5157 0.061 Uiso 1 1 calc R A . C11 C -0.1810(3) 0.18487(17) 0.6364(2) 0.0500(8) Uani 1 1 d . A . H11 H -0.2555 0.1961 0.6354 0.060 Uiso 1 1 calc R . . C12 C -0.1356(2) 0.14486(16) 0.70965(19) 0.0442(7) Uani 1 1 d . . . H12 H -0.1794 0.1289 0.7590 0.053 Uiso 1 1 calc R A . C13 C -0.0275(2) 0.12807(14) 0.71143(18) 0.0370(7) Uani 1 1 d . A . C14 C 0.0140(2) 0.11905(15) 0.87400(18) 0.0358(6) Uani 1 1 d . . . C15 C 0.0790(2) 0.07339(15) 0.94173(18) 0.0360(6) Uani 1 1 d . . . C16 C 0.0826(2) 0.09522(16) 1.03275(18) 0.0426(7) Uani 1 1 d . . . H16 H 0.0429 0.1397 1.0545 0.051 Uiso 1 1 calc R . . C17 C 0.1462(3) 0.05002(17) 1.0909(2) 0.0486(8) Uani 1 1 d . . . H17 H 0.1502 0.0634 1.1536 0.058 Uiso 1 1 calc R . . C18 C 0.2037(2) -0.01427(17) 1.05826(18) 0.0444(7) Uani 1 1 d . . . H18 H 0.2464 -0.0461 1.0978 0.053 Uiso 1 1 calc R . . C19 C 0.1972(2) -0.03110(15) 0.96571(18) 0.0389(7) Uani 1 1 d . . . C20 C 0.2616(2) -0.09724(15) 0.92484(19) 0.0403(7) Uani 1 1 d . . . C21 C 0.3077(2) -0.15261(15) 0.77404(19) 0.0403(7) Uani 1 1 d . . . C22 C 0.4157(3) -0.16894(18) 0.7868(2) 0.0550(8) Uani 1 1 d . . . H22 H 0.4529 -0.1446 0.8360 0.066 Uiso 1 1 calc R . . C23 C 0.4696(3) -0.2196(2) 0.7297(2) 0.0675(10) Uani 1 1 d . . . H23 H 0.5433 -0.2307 0.7398 0.081 Uiso 1 1 calc R . . C24 C 0.4161(3) -0.2546(2) 0.6574(2) 0.0694(10) Uani 1 1 d . . . H24 H 0.4529 -0.2895 0.6173 0.083 Uiso 1 1 calc R . . C25 C 0.3081(3) -0.23837(17) 0.6438(2) 0.0517(8) Uani 1 1 d . . . H25 H 0.2716 -0.2625 0.5941 0.062 Uiso 1 1 calc R . . C26 C 0.2533(2) -0.18823(15) 0.70059(19) 0.0389(7) Uani 1 1 d . . . C27 C 0.0876(2) -0.10837(16) 0.68033(17) 0.0381(7) Uani 1 1 d . . . C28 C -0.0290(2) -0.11329(16) 0.66326(17) 0.0395(7) Uani 1 1 d . . . C29 C -0.0771(3) -0.05411(17) 0.6098(2) 0.0494(8) Uani 1 1 d . . . H29 H -0.0352 -0.0119 0.5852 0.059 Uiso 1 1 calc R . . C30 C -0.1854(3) -0.0574(2) 0.5931(2) 0.0637(10) Uani 1 1 d . . . H30 H -0.2177 -0.0180 0.5554 0.076 Uiso 1 1 calc R . . C31 C -0.2482(3) -0.1170(2) 0.6304(3) 0.0685(10) Uani 1 1 d . . . H31 H -0.3232 -0.1182 0.6194 0.082 Uiso 1 1 calc R . . C32 C -0.2002(3) -0.1748(2) 0.6837(2) 0.0655(9) Uani 1 1 d . . . H32 H -0.2427 -0.2161 0.7094 0.079 Uiso 1 1 calc R . . C33 C -0.0913(3) -0.17346(17) 0.7004(2) 0.0481(8) Uani 1 1 d . . . H33 H -0.0592 -0.2137 0.7372 0.058 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 O1 0.0741(17) 0.0435(13) 0.117(2) 0.0218(14) -0.0004(15) -0.0056(12) O2 0.0583(13) 0.0360(10) 0.0362(10) -0.0030(9) -0.0002(9) 0.0077(10) O3 0.0527(13) 0.0493(11) 0.0456(12) 0.0112(10) -0.0056(10) 0.0080(10) O4 0.0550(13) 0.0311(10) 0.0420(11) 0.0007(8) -0.0072(9) 0.0004(9) N1 0.0475(16) 0.0313(12) 0.0425(14) 0.0041(11) 0.0030(11) 0.0004(11) N2 0.0507(16) 0.0332(12) 0.0345(13) 0.0011(10) 0.0015(11) 0.0089(11) N3 0.0519(17) 0.0356(13) 0.0379(14) -0.0029(11) -0.0123(11) 0.0079(11) N4 0.0443(15) 0.0276(11) 0.0411(14) -0.0047(10) -0.0064(11) 0.0033(11) N5 0.0454(14) 0.0321(12) 0.0362(12) 0.0019(10) -0.0035(11) -0.0033(11) C6A 0.049(2) 0.051(2) 0.043(3) -0.0017(19) -0.0006(17) -0.0056(16) C1A 0.042(5) 0.081(7) 0.126(10) 0.052(7) 0.017(6) 0.009(4) C2A 0.056(7) 0.088(7) 0.180(13) 0.063(8) 0.024(8) 0.012(6) C3A 0.076(10) 0.064(6) 0.127(10) 0.000(6) 0.037(7) 0.004(6) C4A 0.021(6) 0.142(10) 0.079(9) 0.040(8) 0.008(6) -0.008(6) C5A 0.062(8) 0.073(6) 0.063(8) 0.030(7) -0.014(5) -0.018(6) C6B 0.049(2) 0.051(2) 0.043(3) -0.0017(19) -0.0006(17) -0.0056(16) C1B 0.045(5) 0.066(5) 0.072(6) -0.002(5) 0.004(4) 0.002(4) C2B 0.048(6) 0.078(6) 0.122(9) -0.013(6) -0.005(6) 0.021(5) C3B 0.036(9) 0.21(2) 0.138(13) 0.020(12) -0.001(7) 0.006(10) C4B 0.107(14) 0.119(10) 0.099(12) 0.002(9) -0.020(10) -0.028(9) C5B 0.049(7) 0.093(8) 0.060(6) -0.004(6) -0.004(5) -0.032(6) C7 0.056(2) 0.0425(17) 0.0428(17) 0.0010(14) 0.0005(15) -0.0061(16) C8 0.0424(18) 0.0294(13) 0.0364(16) -0.0009(12) -0.0026(13) 0.0019(12) C9 0.066(2) 0.0377(15) 0.0341(16) 0.0021(13) -0.0016(15) 0.0057(15) C10 0.068(2) 0.0487(17) 0.0359(17) -0.0021(14) -0.0078(16) 0.0132(16) C11 0.051(2) 0.0491(17) 0.0502(19) -0.0099(15) -0.0067(16) 0.0113(15) C12 0.053(2) 0.0399(15) 0.0401(17) -0.0019(13) -0.0022(14) 0.0082(14) C13 0.0479(19) 0.0268(13) 0.0362(16) -0.0010(12) -0.0051(13) 0.0056(12) C14 0.0437(18) 0.0288(14) 0.0350(16) 0.0016(12) 0.0042(13) -0.0029(13) C15 0.0430(18) 0.0290(13) 0.0359(15) 0.0021(12) 0.0040(13) -0.0012(12) C16 0.0491(19) 0.0400(15) 0.0389(16) -0.0026(13) 0.0020(14) -0.0031(14) C17 0.061(2) 0.0506(17) 0.0347(16) -0.0027(14) 0.0018(15) 0.0007(16) C18 0.0517(19) 0.0451(16) 0.0362(16) 0.0061(14) -0.0056(14) -0.0035(14) C19 0.0448(18) 0.0332(14) 0.0387(16) 0.0060(12) -0.0034(13) -0.0042(13) C20 0.0451(18) 0.0318(14) 0.0441(18) 0.0066(13) -0.0033(14) -0.0053(13) C21 0.0447(18) 0.0314(14) 0.0448(17) 0.0017(13) -0.0011(14) 0.0007(13) C22 0.049(2) 0.0547(19) 0.062(2) -0.0032(16) -0.0117(17) -0.0018(16) C23 0.051(2) 0.076(2) 0.075(2) -0.012(2) -0.0040(19) 0.0229(19) C24 0.061(2) 0.086(2) 0.061(2) -0.023(2) -0.0016(18) 0.024(2) C25 0.055(2) 0.0502(17) 0.0497(18) -0.0111(15) -0.0090(15) 0.0124(16) C26 0.0460(18) 0.0294(13) 0.0412(16) -0.0001(13) -0.0013(14) 0.0066(13) C27 0.0522(19) 0.0369(15) 0.0249(14) -0.0017(12) -0.0029(12) 0.0026(14) C28 0.0434(18) 0.0389(15) 0.0362(16) -0.0077(13) -0.0050(13) 0.0082(13) C29 0.054(2) 0.0434(16) 0.0504(18) -0.0066(14) -0.0112(15) 0.0066(15) C30 0.064(2) 0.061(2) 0.067(2) -0.0103(18) -0.0223(19) 0.0237(19) C31 0.051(2) 0.070(2) 0.084(3) -0.014(2) -0.013(2) 0.011(2) C32 0.058(2) 0.066(2) 0.073(2) -0.0098(19) 0.0026(19) -0.0074(19) C33 0.052(2) 0.0453(17) 0.0470(18) -0.0035(14) -0.0019(15) 0.0035(15) _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 C7 1.217(3) . ? O2 C14 1.233(3) . ? O3 C20 1.231(3) . ? O4 C27 1.252(3) . ? N1 C7 1.364(4) . ? N1 C8 1.410(3) . ? N1 H1N 0.85(3) . ? N2 C14 1.349(3) . ? N2 C13 1.419(3) . ? N2 H2N 0.86(3) . ? N3 C20 1.346(4) . ? N3 C21 1.407(3) . ? N3 H3N 0.87(3) . ? N4 C27 1.347(3) . ? N4 C26 1.421(3) . ? N4 H4N 0.82(3) . ? N5 C19 1.335(3) . ? N5 C15 1.349(3) . ? C6A C1A 1.3900 . ? C6A C5A 1.3900 . ? C6A C7 1.525(7) . ? C1A C2A 1.3900 . ? C1A H1A 0.9500 . ? C2A C3A 1.3900 . ? C2A H2A 0.9500 . ? C3A C4A 1.3900 . ? C3A H3A 0.9500 . ? C4A C5A 1.3900 . ? C4A H4A 0.9500 . ? C5A H5A 0.9500 . ? C6B C1B 1.3900 . ? C6B C5B 1.3900 . ? C6B C7 1.464(8) . ? C1B C2B 1.3900 . ? C1B H1B 0.9500 . ? C2B C3B 1.3900 . ? C2B H2B 0.9500 . ? C3B C4B 1.3900 . ? C3B H3B 0.9500 . ? C4B C5B 1.3900 . ? C4B H4B 0.9500 . ? C5B H5B 0.9500 . ? C8 C9 1.378(4) . ? C8 C13 1.403(4) . ? C9 C10 1.388(4) . ? C9 H9 0.9500 . ? C10 C11 1.377(4) . ? C10 H10 0.9500 . ? C11 C12 1.387(4) . ? C11 H11 0.9500 . ? C12 C13 1.379(4) . ? C12 H12 0.9500 . ? C14 C15 1.493(4) . ? C15 C16 1.389(4) . ? C16 C17 1.388(4) . ? C16 H16 0.9500 . ? C17 C18 1.379(4) . ? C17 H17 0.9500 . ? C18 C19 1.393(4) . ? C18 H18 0.9500 . ? C19 C20 1.495(4) . ? C21 C22 1.387(4) . ? C21 C26 1.406(4) . ? C22 C23 1.372(4) . ? C22 H22 0.9500 . ? C23 C24 1.383(5) . ? C23 H23 0.9500 . ? C24 C25 1.388(4) . ? C24 H24 0.9500 . ? C25 C26 1.370(4) . ? C25 H25 0.9500 . ? C27 C28 1.478(4) . ? C28 C33 1.385(4) . ? C28 C29 1.397(4) . ? C29 C30 1.375(4) . ? C29 H29 0.9500 . ? C30 C31 1.383(5) . ? C30 H30 0.9500 . ? C31 C32 1.379(5) . ? C31 H31 0.9500 . ? C32 C33 1.381(4) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? 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 C8 124.9(2) . . ? C7 N1 H1N 119(2) . . ? C8 N1 H1N 115(2) . . ? C14 N2 C13 124.5(2) . . ? C14 N2 H2N 118(2) . . ? C13 N2 H2N 117(2) . . ? C20 N3 C21 128.0(3) . . ? C20 N3 H3N 116(2) . . ? C21 N3 H3N 116.4(19) . . ? C27 N4 C26 127.1(2) . . ? C27 N4 H4N 114(2) . . ? C26 N4 H4N 116(2) . . ? C19 N5 C15 118.9(2) . . ? C1A C6A C5A 120.0 . . ? C1A C6A C7 124.4(7) . . ? C5A C6A C7 115.6(7) . . ? C6A C1A C2A 120.0 . . ? C6A C1A H1A 120.0 . . ? C2A C1A H1A 120.0 . . ? C3A C2A C1A 120.0 . . ? C3A C2A H2A 120.0 . . ? C1A C2A H2A 120.0 . . ? C2A C3A C4A 120.0 . . ? C2A C3A H3A 120.0 . . ? C4A C3A H3A 120.0 . . ? C5A C4A C3A 120.0 . . ? C5A C4A H4A 120.0 . . ? C3A C4A H4A 120.0 . . ? C4A C5A C6A 120.0 . . ? C4A C5A H5A 120.0 . . ? C6A C5A H5A 120.0 . . ? C1B C6B C5B 120.0 . . ? C1B C6B C7 122.5(8) . . ? C5B C6B C7 117.5(8) . . ? C2B C1B C6B 120.0 . . ? C2B C1B H1B 120.0 . . ? C6B C1B H1B 120.0 . . ? C1B C2B C3B 120.0 . . ? C1B C2B H2B 120.0 . . ? C3B C2B H2B 120.0 . . ? C2B C3B C4B 120.0 . . ? C2B C3B H3B 120.0 . . ? C4B C3B H3B 120.0 . . ? C5B C4B C3B 120.0 . . ? C5B C4B H4B 120.0 . . ? C3B C4B H4B 120.0 . . ? C4B C5B C6B 120.0 . . ? C4B C5B H5B 120.0 . . ? C6B C5B H5B 120.0 . . ? O1 C7 N1 121.7(3) . . ? O1 C7 C6B 119.4(5) . . ? N1 C7 C6B 118.8(5) . . ? O1 C7 C6A 123.1(5) . . ? N1 C7 C6A 115.1(5) . . ? C9 C8 C13 119.1(3) . . ? C9 C8 N1 121.8(3) . . ? C13 C8 N1 119.1(2) . . ? C8 C9 C10 120.5(3) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? C11 C10 C9 120.3(3) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 119.5(3) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? C13 C12 C11 120.6(3) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C8 119.9(2) . . ? C12 C13 N2 120.6(3) . . ? C8 C13 N2 119.5(2) . . ? O2 C14 N2 123.9(2) . . ? O2 C14 C15 121.7(2) . . ? N2 C14 C15 114.4(2) . . ? N5 C15 C16 122.3(2) . . ? N5 C15 C14 116.0(2) . . ? C16 C15 C14 121.7(2) . . ? C17 C16 C15 117.9(3) . . ? C17 C16 H16 121.1 . . ? C15 C16 H16 121.1 . . ? C18 C17 C16 120.4(3) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C17 C18 C19 118.1(3) . . ? C17 C18 H18 121.0 . . ? C19 C18 H18 121.0 . . ? N5 C19 C18 122.4(3) . . ? N5 C19 C20 116.6(2) . . ? C18 C19 C20 121.0(2) . . ? O3 C20 N3 124.9(3) . . ? O3 C20 C19 121.6(3) . . ? N3 C20 C19 113.5(2) . . ? C22 C21 C26 119.1(3) . . ? C22 C21 N3 121.0(3) . . ? C26 C21 N3 119.9(3) . . ? C23 C22 C21 121.2(3) . . ? C23 C22 H22 119.4 . . ? C21 C22 H22 119.4 . . ? C22 C23 C24 119.7(3) . . ? C22 C23 H23 120.2 . . ? C24 C23 H23 120.2 . . ? C23 C24 C25 119.6(3) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C26 C25 C24 121.3(3) . . ? C26 C25 H25 119.3 . . ? C24 C25 H25 119.3 . . ? C25 C26 C21 119.1(3) . . ? C25 C26 N4 118.4(3) . . ? C21 C26 N4 122.4(2) . . ? O4 C27 N4 121.3(3) . . ? O4 C27 C28 121.7(2) . . ? N4 C27 C28 117.0(2) . . ? C33 C28 C29 119.7(3) . . ? C33 C28 C27 121.9(2) . . ? C29 C28 C27 118.5(3) . . ? C30 C29 C28 119.5(3) . . ? C30 C29 H29 120.2 . . ? C28 C29 H29 120.2 . . ? C29 C30 C31 121.1(3) . . ? C29 C30 H30 119.4 . . ? C31 C30 H30 119.4 . . ? C32 C31 C30 119.0(3) . . ? C32 C31 H31 120.5 . . ? C30 C31 H31 120.5 . . ? C31 C32 C33 121.0(3) . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? C32 C33 C28 119.7(3) . . ? C32 C33 H33 120.1 . . ? C28 C33 H33 120.1 . . ? 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 C5A C6A C1A C2A 0.0 . . . . ? C7 C6A C1A C2A -178.6(8) . . . . ? C6A C1A C2A C3A 0.0 . . . . ? C1A C2A C3A C4A 0.0 . . . . ? C2A C3A C4A C5A 0.0 . . . . ? C3A C4A C5A C6A 0.0 . . . . ? C1A C6A C5A C4A 0.0 . . . . ? C7 C6A C5A C4A 178.7(8) . . . . ? C5B C6B C1B C2B 0.0 . . . . ? C7 C6B C1B C2B -179.9(8) . . . . ? C6B C1B C2B C3B 0.0 . . . . ? C1B C2B C3B C4B 0.0 . . . . ? C2B C3B C4B C5B 0.0 . . . . ? C3B C4B C5B C6B 0.0 . . . . ? C1B C6B C5B C4B 0.0 . . . . ? C7 C6B C5B C4B 179.9(8) . . . . ? C8 N1 C7 O1 4.8(4) . . . . ? C8 N1 C7 C6B -171.6(5) . . . . ? C8 N1 C7 C6A -178.4(5) . . . . ? C1B C6B C7 O1 -175.5(5) . . . . ? C5B C6B C7 O1 4.6(6) . . . . ? C1B C6B C7 N1 1.1(9) . . . . ? C5B C6B C7 N1 -178.9(5) . . . . ? C1B C6B C7 C6A 62(7) . . . . ? C5B C6B C7 C6A -118(7) . . . . ? C1A C6A C7 O1 153.3(5) . . . . ? C5A C6A C7 O1 -25.4(6) . . . . ? C1A C6A C7 N1 -23.5(9) . . . . ? C5A C6A C7 N1 157.9(4) . . . . ? C1A C6A C7 C6B -146(8) . . . . ? C5A C6A C7 C6B 35(7) . . . . ? C7 N1 C8 C9 44.4(4) . . . . ? C7 N1 C8 C13 -137.1(3) . . . . ? C13 C8 C9 C10 -1.0(4) . . . . ? N1 C8 C9 C10 177.4(2) . . . . ? C8 C9 C10 C11 -1.3(4) . . . . ? C9 C10 C11 C12 2.0(4) . . . . ? C10 C11 C12 C13 -0.3(4) . . . . ? C11 C12 C13 C8 -2.0(4) . . . . ? C11 C12 C13 N2 176.8(2) . . . . ? C9 C8 C13 C12 2.6(4) . . . . ? N1 C8 C13 C12 -175.8(2) . . . . ? C9 C8 C13 N2 -176.2(2) . . . . ? N1 C8 C13 N2 5.3(3) . . . . ? C14 N2 C13 C12 -55.7(4) . . . . ? C14 N2 C13 C8 123.2(3) . . . . ? C13 N2 C14 O2 4.6(4) . . . . ? C13 N2 C14 C15 -174.4(2) . . . . ? C19 N5 C15 C16 0.4(4) . . . . ? C19 N5 C15 C14 178.8(2) . . . . ? O2 C14 C15 N5 -178.0(2) . . . . ? N2 C14 C15 N5 0.9(3) . . . . ? O2 C14 C15 C16 0.4(4) . . . . ? N2 C14 C15 C16 179.4(2) . . . . ? N5 C15 C16 C17 -0.9(4) . . . . ? C14 C15 C16 C17 -179.3(3) . . . . ? C15 C16 C17 C18 0.1(4) . . . . ? C16 C17 C18 C19 1.1(4) . . . . ? C15 N5 C19 C18 1.0(4) . . . . ? C15 N5 C19 C20 -177.7(2) . . . . ? C17 C18 C19 N5 -1.8(4) . . . . ? C17 C18 C19 C20 176.9(2) . . . . ? C21 N3 C20 O3 -3.6(5) . . . . ? C21 N3 C20 C19 174.7(2) . . . . ? N5 C19 C20 O3 -178.2(2) . . . . ? C18 C19 C20 O3 3.0(4) . . . . ? N5 C19 C20 N3 3.4(3) . . . . ? C18 C19 C20 N3 -175.4(3) . . . . ? C20 N3 C21 C22 -39.6(4) . . . . ? C20 N3 C21 C26 139.8(3) . . . . ? C26 C21 C22 C23 -0.7(4) . . . . ? N3 C21 C22 C23 178.7(3) . . . . ? C21 C22 C23 C24 0.7(5) . . . . ? C22 C23 C24 C25 -0.4(6) . . . . ? C23 C24 C25 C26 0.0(5) . . . . ? C24 C25 C26 C21 0.0(4) . . . . ? C24 C25 C26 N4 -176.2(3) . . . . ? C22 C21 C26 C25 0.3(4) . . . . ? N3 C21 C26 C25 -179.1(3) . . . . ? C22 C21 C26 N4 176.4(2) . . . . ? N3 C21 C26 N4 -3.0(4) . . . . ? C27 N4 C26 C25 -130.5(3) . . . . ? C27 N4 C26 C21 53.4(4) . . . . ? C26 N4 C27 O4 -0.2(4) . . . . ? C26 N4 C27 C28 179.0(2) . . . . ? O4 C27 C28 C33 -144.4(3) . . . . ? N4 C27 C28 C33 36.4(4) . . . . ? O4 C27 C28 C29 34.0(4) . . . . ? N4 C27 C28 C29 -145.2(2) . . . . ? C33 C28 C29 C30 -1.4(4) . . . . ? C27 C28 C29 C30 -179.9(3) . . . . ? C28 C29 C30 C31 1.8(5) . . . . ? C29 C30 C31 C32 -1.2(5) . . . . ? C30 C31 C32 C33 0.3(5) . . . . ? C31 C32 C33 C28 0.1(5) . . . . ? C29 C28 C33 C32 0.5(4) . . . . ? C27 C28 C33 C32 178.9(3) . . . . ? 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 N1 H1N O4 0.85(3) 2.12(3) 2.931(3) 160(3) . N2 H2N O4 0.86(3) 2.25(3) 3.034(3) 152(3) . N2 H2N N5 0.86(3) 2.22(3) 2.641(3) 110(2) . N3 H3N O4 0.87(3) 2.04(3) 2.774(3) 142(3) . N3 H3N N5 0.87(3) 2.18(3) 2.630(3) 112(2) . N4 H4N O2 0.82(3) 2.16(3) 2.974(3) 175(3) 2_546 _diffrn_measured_fraction_theta_max 0.913 _diffrn_reflns_theta_full 67.00 _diffrn_measured_fraction_theta_full 0.913 _refine_diff_density_max 0.200 _refine_diff_density_min -0.172 _refine_diff_density_rms 0.042 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 0.500 0.500 205 53 ' ' 2 0.500 0.000 1.000 205 53 ' ' _platon_squeeze_details ; # Note: Atoms in Void as Cxxx and Qxxx all others C101 0.513 0.982 0.047 ! 4.02 eA-3 C102 0.447 0.043 0.001 ! 3.60 eA-3 C103 0.327 0.175 0.923 ! 1.91 eA-3 C104 0.365 0.126 0.890 ! 1.82 eA-3 C105 0.520 0.425 0.429 ! 0.70 eA-3 C106 0.522 0.653 0.508 ! 0.53 eA-3 Q107 0.905 0.543 0.574 ! 0.51 eA-3 ; data_3-toluene _database_code_depnum_ccdc_archive 'CCDC 885908' #TrackingRef '11793_web_deposit_cif_file_0_AkuSuhonen_1339420257.oligoamides_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C33 H25 N5 O4), C7 H8' _chemical_formula_sum 'C73 H58 N10 O8' _chemical_formula_weight 1203.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.4748(5) _cell_length_b 16.6624(5) _cell_length_c 14.8765(6) _cell_angle_alpha 90.00 _cell_angle_beta 92.704(2) _cell_angle_gamma 90.00 _cell_volume 3088.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.294 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1260 _exptl_absorpt_coefficient_mu 0.697 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8732 _exptl_absorpt_correction_T_max 0.9862 _exptl_absorpt_process_details ; Denzo (otwinowski, Borek, Majewski & Minor, 2003) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\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 7311 _diffrn_reflns_av_R_equivalents 0.0785 _diffrn_reflns_av_sigmaI/netI 0.1034 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.55 _diffrn_reflns_theta_max 66.88 _reflns_number_total 4844 _reflns_number_gt 2961 _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^)+(0.0124P)^2^+14.5483P] 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 0.00117(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4844 _refine_ls_number_parameters 468 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1541 _refine_ls_R_factor_gt 0.0952 _refine_ls_wR_factor_ref 0.2194 _refine_ls_wR_factor_gt 0.1937 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _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 0.8631(3) 0.0437(2) 0.1816(3) 0.0396(11) Uani 1 1 d . . . O2 O 1.0333(3) -0.1789(2) 0.3941(3) 0.0387(11) Uani 1 1 d . . . O3 O 0.6862(3) 0.1477(2) 0.4566(3) 0.0387(10) Uani 1 1 d . . . O4 O 0.7816(4) -0.2472(3) 0.0913(4) 0.0715(16) Uani 1 1 d . A . N1 N 0.8487(4) -0.1265(3) 0.1324(4) 0.0384(13) Uani 1 1 d D A . H1N H 0.825(5) -0.0750(18) 0.141(4) 0.046 Uiso 1 1 d D . . N2 N 0.9752(4) -0.0901(3) 0.2860(3) 0.0356(13) Uani 1 1 d . . . H2N H 0.933(5) -0.049(4) 0.275(4) 0.043 Uiso 1 1 d . . . N3 N 0.7481(4) 0.1061(3) 0.3216(3) 0.0348(12) Uani 1 1 d . . . H3N H 0.792(5) 0.071(4) 0.304(4) 0.042 Uiso 1 1 d . . . N4 N 0.8616(4) 0.1801(3) 0.1805(3) 0.0321(12) Uani 1 1 d . . . H4N H 0.896(5) 0.220(4) 0.170(4) 0.038 Uiso 1 1 d . . . N5 N 0.8622(4) -0.0098(3) 0.4003(3) 0.0318(12) Uani 1 1 d . . . C1A C 0.5848(17) -0.1980(7) 0.0779(16) 0.046(6) Uani 0.50 1 d PG A 1 H1A H 0.6016 -0.2535 0.0757 0.055 Uiso 0.50 1 calc PR A 1 C2A C 0.4795(15) -0.1725(10) 0.0620(13) 0.087(10) Uani 0.50 1 d PG A 1 H2A H 0.4243 -0.2106 0.0490 0.104 Uiso 0.50 1 calc PR A 1 C3A C 0.4549(9) -0.0912(11) 0.0652(10) 0.084(7) Uani 0.50 1 d PG A 1 H3A H 0.3829 -0.0738 0.0544 0.101 Uiso 0.50 1 calc PR A 1 C4A C 0.5356(10) -0.0354(7) 0.0843(10) 0.080(6) Uani 0.50 1 d PG A 1 H4A H 0.5188 0.0201 0.0865 0.096 Uiso 0.50 1 calc PR A 1 C5A C 0.6409(9) -0.0609(8) 0.1002(8) 0.061(5) Uani 0.50 1 d PG A 1 H5A H 0.6961 -0.0228 0.1133 0.073 Uiso 0.50 1 calc PR A 1 C6A C 0.6655(12) -0.1422(9) 0.0970(13) 0.042(6) Uani 0.50 1 d PG A 1 C1B C 0.5632(14) -0.1785(8) 0.0656(13) 0.039(6) Uani 0.50 1 d PG A 2 H1B H 0.5758 -0.2259 0.0321 0.046 Uiso 0.50 1 calc PR A 2 C2B C 0.4595(11) -0.1487(9) 0.0702(11) 0.041(5) Uani 0.50 1 d PG A 2 H2B H 0.4013 -0.1757 0.0399 0.050 Uiso 0.50 1 calc PR A 2 C3B C 0.4411(7) -0.0794(9) 0.1192(9) 0.066(6) Uani 0.50 1 d PG A 2 H3B H 0.3702 -0.0591 0.1223 0.080 Uiso 0.50 1 calc PR A 2 C4B C 0.5263(8) -0.0400(7) 0.1635(9) 0.076(6) Uani 0.50 1 d PG A 2 H4B H 0.5137 0.0074 0.1970 0.091 Uiso 0.50 1 calc PR A 2 C5B C 0.6300(8) -0.0698(8) 0.1589(9) 0.058(5) Uani 0.50 1 d PG A 2 H5B H 0.6882 -0.0428 0.1893 0.070 Uiso 0.50 1 calc PR A 2 C6B C 0.6484(10) -0.1391(9) 0.1100(12) 0.047(7) Uani 0.50 1 d PG A 2 C7 C 0.7666(6) -0.1767(4) 0.1084(5) 0.0465(17) Uani 1 1 d . . . C8 C 0.9575(5) -0.1487(3) 0.1360(4) 0.0372(15) Uani 1 1 d . . . C9 C 1.0031(6) -0.1884(4) 0.0660(4) 0.0421(16) Uani 1 1 d . A . H9 H 0.9595 -0.2040 0.0148 0.050 Uiso 1 1 calc R . . C10 C 1.1121(6) -0.2059(4) 0.0695(4) 0.0483(19) Uani 1 1 d . . . H10 H 1.1422 -0.2340 0.0212 0.058 Uiso 1 1 calc R A . C11 C 1.1766(6) -0.1828(4) 0.1423(5) 0.0481(18) Uani 1 1 d . A . H11 H 1.2514 -0.1940 0.1439 0.058 Uiso 1 1 calc R . . C12 C 1.1324(5) -0.1431(3) 0.2133(4) 0.0368(15) Uani 1 1 d . . . H12 H 1.1767 -0.1267 0.2636 0.044 Uiso 1 1 calc R A . C13 C 1.0234(5) -0.1274(3) 0.2108(4) 0.0325(14) Uani 1 1 d . A . C14 C 0.9820(5) -0.1193(3) 0.3706(4) 0.0293(13) Uani 1 1 d . . . C15 C 0.9171(5) -0.0722(3) 0.4350(4) 0.0300(14) Uani 1 1 d . . . C16 C 0.9160(5) -0.0929(4) 0.5250(4) 0.0416(16) Uani 1 1 d . . . H16 H 0.9551 -0.1380 0.5480 0.050 Uiso 1 1 calc R . . C17 C 0.8562(6) -0.0458(4) 0.5804(4) 0.0468(17) Uani 1 1 d . . . H17 H 0.8549 -0.0578 0.6428 0.056 Uiso 1 1 calc R . . C18 C 0.7984(5) 0.0186(4) 0.5457(4) 0.0378(15) Uani 1 1 d . . . H18 H 0.7559 0.0509 0.5828 0.045 Uiso 1 1 calc R . . C19 C 0.8046(5) 0.0344(3) 0.4545(4) 0.0312(14) Uani 1 1 d . . . C20 C 0.7396(5) 0.1024(3) 0.4118(4) 0.0350(15) Uani 1 1 d . . . C21 C 0.6954(5) 0.1596(3) 0.2614(4) 0.0335(14) Uani 1 1 d . . . C22 C 0.5896(5) 0.1813(4) 0.2725(5) 0.0413(16) Uani 1 1 d . . . H22 H 0.5516 0.1590 0.3204 0.050 Uiso 1 1 calc R . . C23 C 0.5391(5) 0.2352(4) 0.2139(5) 0.0493(18) Uani 1 1 d . . . H23 H 0.4664 0.2494 0.2214 0.059 Uiso 1 1 calc R . . C24 C 0.5932(5) 0.2682(4) 0.1451(4) 0.0450(17) Uani 1 1 d . . . H24 H 0.5579 0.3054 0.1053 0.054 Uiso 1 1 calc R . . C25 C 0.6993(5) 0.2476(4) 0.1333(4) 0.0386(15) Uani 1 1 d . . . H25 H 0.7368 0.2708 0.0857 0.046 Uiso 1 1 calc R . . C26 C 0.7509(5) 0.1929(3) 0.1914(4) 0.0324(14) Uani 1 1 d . . . C27 C 0.9124(5) 0.1093(3) 0.1759(4) 0.0333(14) Uani 1 1 d . . . C28 C 1.0296(5) 0.1110(3) 0.1636(4) 0.0357(15) Uani 1 1 d . . . C29 C 1.0953(5) 0.1695(4) 0.2047(5) 0.0433(17) Uani 1 1 d . . . H29 H 1.0652 0.2093 0.2417 0.052 Uiso 1 1 calc R . . C30 C 1.2045(6) 0.1696(5) 0.1913(6) 0.059(2) Uani 1 1 d . . . H30 H 1.2497 0.2084 0.2205 0.071 Uiso 1 1 calc R . . C31 C 1.2473(6) 0.1132(5) 0.1356(6) 0.067(2) Uani 1 1 d . . . H31 H 1.3217 0.1149 0.1245 0.080 Uiso 1 1 calc R . . C32 C 1.1837(6) 0.0542(5) 0.0955(5) 0.059(2) Uani 1 1 d . . . H32 H 1.2143 0.0149 0.0582 0.071 Uiso 1 1 calc R . . C33 C 1.0749(6) 0.0528(4) 0.1102(4) 0.0448(17) Uani 1 1 d . . . H33 H 1.0309 0.0118 0.0837 0.054 Uiso 1 1 calc R . . C101 C 0.5135(13) -0.0061(9) 0.4126(15) 0.115(5) Uani 0.50 1 d PG B -1 H101 H 0.4661 0.0384 0.4065 0.138 Uiso 0.50 1 calc PR B -1 C102 C 0.5419(12) -0.0362(9) 0.4975(11) 0.090(7) Uani 0.50 1 d PG B -1 C103 C 0.6113(11) -0.1013(9) 0.5064(8) 0.086(6) Uani 0.50 1 d PG B -1 H103 H 0.6308 -0.1219 0.5644 0.104 Uiso 0.50 1 calc PR B -1 C104 C 0.6523(9) -0.1362(7) 0.4304(12) 0.078(5) Uani 0.50 1 d PG B -1 H104 H 0.6998 -0.1807 0.4365 0.094 Uiso 0.50 1 calc PR B -1 C105 C 0.6239(13) -0.1060(10) 0.3455(9) 0.108(8) Uani 0.50 1 d PG B -1 H105 H 0.6519 -0.1299 0.2935 0.130 Uiso 0.50 1 calc PR B -1 C106 C 0.5545(16) -0.0409(11) 0.3366(10) 0.126(9) Uani 0.50 1 d PG B -1 H106 H 0.5351 -0.0203 0.2785 0.151 Uiso 0.50 1 calc PR B -1 C107 C 0.511(2) 0.0033(16) 0.5782(17) 0.115(5) Uani 0.50 1 d P B -1 H10A H 0.5740 0.0282 0.6083 0.172 Uiso 0.50 1 calc PR B -1 H10B H 0.4801 -0.0361 0.6186 0.172 Uiso 0.50 1 calc PR B -1 H10C H 0.4573 0.0447 0.5627 0.172 Uiso 0.50 1 calc PR B -1 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 0.047(3) 0.028(2) 0.045(3) -0.0017(19) 0.009(2) 0.001(2) O2 0.049(3) 0.028(2) 0.039(2) 0.0016(19) 0.006(2) 0.008(2) O3 0.040(3) 0.034(2) 0.042(2) -0.007(2) 0.004(2) 0.006(2) O4 0.074(4) 0.037(3) 0.103(4) -0.019(3) 0.002(3) -0.006(3) N1 0.041(3) 0.027(3) 0.047(3) -0.004(2) 0.000(3) 0.003(2) N2 0.043(3) 0.029(3) 0.035(3) -0.003(2) 0.004(3) 0.006(2) N3 0.040(3) 0.029(3) 0.036(3) 0.003(2) 0.009(2) 0.005(2) N4 0.036(3) 0.022(2) 0.038(3) 0.000(2) 0.011(2) -0.001(2) N5 0.034(3) 0.028(2) 0.033(3) -0.002(2) 0.004(2) 0.000(2) C1A 0.023(10) 0.060(12) 0.054(11) 0.013(10) -0.009(8) 0.007(9) C2A 0.08(2) 0.087(19) 0.089(18) -0.007(13) 0.014(15) 0.039(16) C3A 0.042(12) 0.092(18) 0.12(2) -0.004(17) -0.006(12) -0.015(13) C4A 0.065(13) 0.072(12) 0.105(15) 0.023(12) 0.027(12) 0.039(10) C5A 0.045(10) 0.058(10) 0.076(13) 0.016(11) -0.014(10) -0.003(8) C6A 0.036(12) 0.032(12) 0.058(13) -0.002(10) -0.002(11) -0.008(9) C1B 0.030(14) 0.034(8) 0.051(13) -0.010(9) 0.001(10) 0.012(10) C2B 0.011(8) 0.044(11) 0.067(12) -0.007(9) -0.009(8) -0.012(9) C3B 0.045(11) 0.067(11) 0.085(15) -0.023(11) -0.007(10) 0.004(9) C4B 0.036(10) 0.072(11) 0.122(16) -0.051(12) 0.011(10) 0.006(8) C5B 0.036(9) 0.044(9) 0.093(14) -0.032(10) -0.018(9) 0.004(7) C6B 0.025(12) 0.050(16) 0.065(16) 0.000(12) 0.001(11) 0.003(10) C7 0.064(5) 0.032(4) 0.044(4) 0.001(3) 0.003(4) -0.004(4) C8 0.054(4) 0.024(3) 0.034(3) 0.001(3) 0.002(3) 0.008(3) C9 0.059(5) 0.037(3) 0.031(3) -0.002(3) 0.003(3) 0.011(3) C10 0.074(5) 0.039(4) 0.034(4) 0.006(3) 0.019(4) 0.023(4) C11 0.049(4) 0.050(4) 0.047(4) 0.017(3) 0.017(4) 0.022(3) C12 0.039(4) 0.036(3) 0.036(4) 0.005(3) 0.003(3) 0.006(3) C13 0.040(4) 0.025(3) 0.033(3) 0.001(3) 0.005(3) 0.005(3) C14 0.031(3) 0.024(3) 0.033(3) -0.004(3) 0.000(3) -0.001(3) C15 0.031(3) 0.027(3) 0.031(3) 0.003(3) -0.001(3) 0.003(3) C16 0.057(5) 0.034(3) 0.034(4) 0.004(3) 0.005(3) 0.005(3) C17 0.062(5) 0.049(4) 0.030(3) 0.005(3) 0.007(3) 0.009(4) C18 0.041(4) 0.038(3) 0.035(4) 0.001(3) 0.007(3) 0.004(3) C19 0.033(4) 0.025(3) 0.035(3) 0.000(3) 0.004(3) -0.007(3) C20 0.038(4) 0.025(3) 0.042(4) -0.005(3) 0.001(3) -0.004(3) C21 0.041(4) 0.025(3) 0.034(3) 0.001(3) -0.002(3) 0.000(3) C22 0.034(4) 0.039(3) 0.051(4) 0.002(3) 0.005(3) -0.001(3) C23 0.037(4) 0.055(4) 0.056(4) 0.005(4) 0.000(4) 0.010(3) C24 0.041(4) 0.050(4) 0.044(4) 0.008(3) -0.002(3) 0.007(3) C25 0.041(4) 0.037(3) 0.038(4) 0.005(3) 0.000(3) 0.003(3) C26 0.038(4) 0.029(3) 0.029(3) -0.005(3) -0.003(3) -0.002(3) C27 0.046(4) 0.026(3) 0.028(3) 0.000(3) 0.004(3) 0.000(3) C28 0.040(4) 0.031(3) 0.037(4) 0.012(3) 0.005(3) 0.010(3) C29 0.042(4) 0.037(4) 0.051(4) 0.005(3) 0.004(3) 0.002(3) C30 0.037(5) 0.061(5) 0.080(6) 0.005(4) 0.005(4) 0.002(4) C31 0.042(5) 0.071(5) 0.088(6) 0.012(5) 0.016(5) 0.008(4) C32 0.057(5) 0.056(5) 0.068(5) 0.008(4) 0.028(4) 0.023(4) C33 0.057(5) 0.034(3) 0.045(4) 0.007(3) 0.014(3) 0.005(3) C101 0.093(13) 0.106(9) 0.144(12) 0.035(10) -0.003(10) -0.069(9) C102 0.059(13) 0.081(13) 0.134(19) -0.057(14) 0.053(13) -0.045(10) C103 0.058(12) 0.060(11) 0.139(19) 0.011(12) -0.018(13) -0.035(9) C104 0.066(12) 0.077(12) 0.090(14) 0.009(12) -0.010(11) -0.040(10) C105 0.12(2) 0.105(17) 0.101(18) -0.015(14) 0.021(15) -0.074(16) C106 0.15(3) 0.103(19) 0.13(2) 0.013(18) 0.00(2) -0.036(18) C107 0.093(13) 0.106(9) 0.144(12) 0.035(10) -0.003(10) -0.069(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C27 1.259(7) . ? O2 C14 1.223(6) . ? O3 C20 1.225(7) . ? O4 C7 1.219(7) . ? N1 C7 1.356(8) . ? N1 C8 1.406(8) . ? N1 H1N 0.92(2) . ? N2 C14 1.348(7) . ? N2 C13 1.436(7) . ? N2 H2N 0.87(6) . ? N3 C20 1.353(8) . ? N3 C21 1.405(7) . ? N3 H3N 0.85(6) . ? N4 C27 1.343(7) . ? N4 C26 1.414(8) . ? N4 H4N 0.81(6) . ? N5 C19 1.328(7) . ? N5 C15 1.335(7) . ? C1A C2A 1.3900 . ? C1A C6A 1.3900 . ? C1A H1A 0.9500 . ? C2A C3A 1.3900 . ? C2A H2A 0.9500 . ? C3A C4A 1.3900 . ? C3A H3A 0.9500 . ? C4A C5A 1.3900 . ? C4A H4A 0.9500 . ? C5A C6A 1.3900 . ? C5A H5A 0.9500 . ? C6A C7 1.390(13) . ? C1B C2B 1.3900 . ? C1B C6B 1.3900 . ? C1B H1B 0.9500 . ? C2B C3B 1.3900 . ? C2B H2B 0.9500 . ? C3B C4B 1.3900 . ? C3B H3B 0.9500 . ? C4B C5B 1.3900 . ? C4B H4B 0.9500 . ? C5B C6B 1.3900 . ? C5B H5B 0.9500 . ? C6B C7 1.604(12) . ? C8 C9 1.380(8) . ? C8 C13 1.397(8) . ? C9 C10 1.388(9) . ? C9 H9 0.9500 . ? C10 C11 1.374(9) . ? C10 H10 0.9500 . ? C11 C12 1.383(9) . ? C11 H11 0.9500 . ? C12 C13 1.384(8) . ? C12 H12 0.9500 . ? C14 C15 1.505(8) . ? C15 C16 1.383(8) . ? C16 C17 1.382(8) . ? C16 H16 0.9500 . ? C17 C18 1.380(8) . ? C17 H17 0.9500 . ? C18 C19 1.388(8) . ? C18 H18 0.9500 . ? C19 C20 1.516(8) . ? C21 C22 1.386(8) . ? C21 C26 1.393(8) . ? C22 C23 1.383(9) . ? C22 H22 0.9500 . ? C23 C24 1.367(9) . ? C23 H23 0.9500 . ? C24 C25 1.386(9) . ? C24 H24 0.9500 . ? C25 C26 1.393(8) . ? C25 H25 0.9500 . ? C27 C28 1.482(8) . ? C28 C33 1.391(8) . ? C28 C29 1.395(9) . ? C29 C30 1.386(9) . ? C29 H29 0.9500 . ? C30 C31 1.377(10) . ? C30 H30 0.9500 . ? C31 C32 1.381(11) . ? C31 H31 0.9500 . ? C32 C33 1.385(9) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C101 C102 1.3900 . ? C101 C106 1.3900 . ? C101 H101 0.9500 . ? C102 C103 1.3900 . ? C102 C107 1.44(2) . ? C103 C104 1.3900 . ? C103 H103 0.9500 . ? C104 C105 1.3900 . ? C104 H104 0.9500 . ? C105 C106 1.3900 . ? C105 H105 0.9500 . ? C106 H106 0.9500 . ? C107 H10A 0.9800 . ? C107 H10B 0.9800 . ? C107 H10C 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 C7 N1 C8 124.3(5) . . ? C7 N1 H1N 112(4) . . ? C8 N1 H1N 124(4) . . ? C14 N2 C13 124.1(5) . . ? C14 N2 H2N 118(4) . . ? C13 N2 H2N 118(4) . . ? C20 N3 C21 127.2(5) . . ? C20 N3 H3N 111(4) . . ? C21 N3 H3N 122(4) . . ? C27 N4 C26 127.1(5) . . ? C27 N4 H4N 117(4) . . ? C26 N4 H4N 116(4) . . ? C19 N5 C15 118.6(5) . . ? C2A C1A C6A 120.0 . . ? C2A C1A H1A 120.0 . . ? C6A C1A H1A 120.0 . . ? C1A C2A C3A 120.0 . . ? C1A C2A H2A 120.0 . . ? C3A C2A H2A 120.0 . . ? C4A C3A C2A 120.0 . . ? C4A C3A H3A 120.0 . . ? C2A C3A H3A 120.0 . . ? C5A C4A C3A 120.0 . . ? C5A C4A H4A 120.0 . . ? C3A C4A H4A 120.0 . . ? C6A C5A C4A 120.0 . . ? C6A C5A H5A 120.0 . . ? C4A C5A H5A 120.0 . . ? C7 C6A C5A 126.8(12) . . ? C7 C6A C1A 113.2(12) . . ? C5A C6A C1A 120.0 . . ? C2B C1B C6B 120.0 . . ? C2B C1B H1B 120.0 . . ? C6B C1B H1B 120.0 . . ? C3B C2B C1B 120.0 . . ? C3B C2B H2B 120.0 . . ? C1B C2B H2B 120.0 . . ? C2B C3B C4B 120.0 . . ? C2B C3B H3B 120.0 . . ? C4B C3B H3B 120.0 . . ? C5B C4B C3B 120.0 . . ? C5B C4B H4B 120.0 . . ? C3B C4B H4B 120.0 . . ? C4B C5B C6B 120.0 . . ? C4B C5B H5B 120.0 . . ? C6B C5B H5B 120.0 . . ? C5B C6B C1B 120.0 . . ? C5B C6B C7 120.5(9) . . ? C1B C6B C7 119.5(9) . . ? O4 C7 N1 121.9(7) . . ? O4 C7 C6A 121.3(9) . . ? N1 C7 C6A 116.6(9) . . ? O4 C7 C6B 122.0(8) . . ? N1 C7 C6B 116.0(7) . . ? C9 C8 C13 118.4(6) . . ? C9 C8 N1 122.0(6) . . ? C13 C8 N1 119.6(5) . . ? C8 C9 C10 120.7(7) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? C11 C10 C9 120.5(6) . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 C12 119.7(6) . . ? C10 C11 H11 120.1 . . ? C12 C11 H11 120.1 . . ? C11 C12 C13 119.8(6) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C12 C13 C8 120.9(6) . . ? C12 C13 N2 120.5(5) . . ? C8 C13 N2 118.6(5) . . ? O2 C14 N2 124.7(5) . . ? O2 C14 C15 122.1(5) . . ? N2 C14 C15 113.2(5) . . ? N5 C15 C16 122.8(5) . . ? N5 C15 C14 116.2(5) . . ? C16 C15 C14 121.1(5) . . ? C17 C16 C15 117.7(6) . . ? C17 C16 H16 121.1 . . ? C15 C16 H16 121.1 . . ? C18 C17 C16 120.4(6) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C17 C18 C19 117.5(6) . . ? C17 C18 H18 121.3 . . ? C19 C18 H18 121.3 . . ? N5 C19 C18 123.0(5) . . ? N5 C19 C20 117.0(5) . . ? C18 C19 C20 119.9(5) . . ? O3 C20 N3 125.7(6) . . ? O3 C20 C19 121.8(5) . . ? N3 C20 C19 112.6(5) . . ? C22 C21 C26 119.7(6) . . ? C22 C21 N3 120.7(6) . . ? C26 C21 N3 119.7(6) . . ? C23 C22 C21 120.1(6) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C24 C23 C22 120.5(6) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 120.1(6) . . ? C23 C24 H24 119.9 . . ? C25 C24 H24 119.9 . . ? C24 C25 C26 120.0(6) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C21 C26 C25 119.5(6) . . ? C21 C26 N4 123.3(5) . . ? C25 C26 N4 116.9(5) . . ? O1 C27 N4 121.7(6) . . ? O1 C27 C28 120.8(5) . . ? N4 C27 C28 117.4(5) . . ? C33 C28 C29 119.5(6) . . ? C33 C28 C27 119.1(6) . . ? C29 C28 C27 121.4(6) . . ? C30 C29 C28 119.9(6) . . ? C30 C29 H29 120.1 . . ? C28 C29 H29 120.1 . . ? C31 C30 C29 119.9(7) . . ? C31 C30 H30 120.1 . . ? C29 C30 H30 120.1 . . ? C30 C31 C32 120.9(7) . . ? C30 C31 H31 119.6 . . ? C32 C31 H31 119.6 . . ? C31 C32 C33 119.5(7) . . ? C31 C32 H32 120.3 . . ? C33 C32 H32 120.3 . . ? C32 C33 C28 120.3(7) . . ? C32 C33 H33 119.8 . . ? C28 C33 H33 119.8 . . ? C102 C101 C106 120.0 . . ? C102 C101 H101 120.0 . . ? C106 C101 H101 120.0 . . ? C101 C102 C103 120.0 . . ? C101 C102 C107 121.7(16) . . ? C103 C102 C107 117.9(16) . . ? C104 C103 C102 120.0 . . ? C104 C103 H103 120.0 . . ? C102 C103 H103 120.0 . . ? C105 C104 C103 120.0 . . ? C105 C104 H104 120.0 . . ? C103 C104 H104 120.0 . . ? C104 C105 C106 120.0 . . ? C104 C105 H105 120.0 . . ? C106 C105 H105 120.0 . . ? C105 C106 C101 120.0 . . ? C105 C106 H106 120.0 . . ? C101 C106 H106 120.0 . . ? 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 C6A C1A C2A C3A 0.0 . . . . ? C1A C2A C3A C4A 0.0 . . . . ? C2A C3A C4A C5A 0.0 . . . . ? C3A C4A C5A C6A 0.0 . . . . ? C4A C5A C6A C7 177.8(17) . . . . ? C4A C5A C6A C1A 0.0 . . . . ? C2A C1A C6A C7 -178.1(15) . . . . ? C2A C1A C6A C5A 0.0 . . . . ? C6B C1B C2B C3B 0.0 . . . . ? C1B C2B C3B C4B 0.0 . . . . ? C2B C3B C4B C5B 0.0 . . . . ? C3B C4B C5B C6B 0.0 . . . . ? C4B C5B C6B C1B 0.0 . . . . ? C4B C5B C6B C7 -176.7(15) . . . . ? C2B C1B C6B C5B 0.0 . . . . ? C2B C1B C6B C7 176.8(15) . . . . ? C8 N1 C7 O4 3.1(10) . . . . ? C8 N1 C7 C6A -171.7(10) . . . . ? C8 N1 C7 C6B 179.4(9) . . . . ? C5A C6A C7 O4 -169.0(10) . . . . ? C1A C6A C7 O4 8.9(12) . . . . ? C5A C6A C7 N1 5.8(19) . . . . ? C1A C6A C7 N1 -176.3(7) . . . . ? C5A C6A C7 C6B 94(8) . . . . ? C1A C6A C7 C6B -88(9) . . . . ? C5B C6B C7 O4 156.9(9) . . . . ? C1B C6B C7 O4 -19.8(13) . . . . ? C5B C6B C7 N1 -19.4(15) . . . . ? C1B C6B C7 N1 163.9(7) . . . . ? C5B C6B C7 C6A -115(9) . . . . ? C1B C6B C7 C6A 68(8) . . . . ? C7 N1 C8 C9 49.0(9) . . . . ? C7 N1 C8 C13 -133.6(6) . . . . ? C13 C8 C9 C10 -0.8(9) . . . . ? N1 C8 C9 C10 176.6(6) . . . . ? C8 C9 C10 C11 -0.9(10) . . . . ? C9 C10 C11 C12 1.1(10) . . . . ? C10 C11 C12 C13 0.4(9) . . . . ? C11 C12 C13 C8 -2.2(9) . . . . ? C11 C12 C13 N2 176.6(5) . . . . ? C9 C8 C13 C12 2.4(8) . . . . ? N1 C8 C13 C12 -175.1(5) . . . . ? C9 C8 C13 N2 -176.5(5) . . . . ? N1 C8 C13 N2 6.0(8) . . . . ? C14 N2 C13 C12 -56.2(8) . . . . ? C14 N2 C13 C8 122.7(6) . . . . ? C13 N2 C14 O2 3.1(9) . . . . ? C13 N2 C14 C15 -175.4(5) . . . . ? C19 N5 C15 C16 0.3(9) . . . . ? C19 N5 C15 C14 -179.2(5) . . . . ? O2 C14 C15 N5 -178.0(5) . . . . ? N2 C14 C15 N5 0.5(7) . . . . ? O2 C14 C15 C16 2.5(9) . . . . ? N2 C14 C15 C16 -179.0(6) . . . . ? N5 C15 C16 C17 -0.7(9) . . . . ? C14 C15 C16 C17 178.7(6) . . . . ? C15 C16 C17 C18 1.2(10) . . . . ? C16 C17 C18 C19 -1.1(10) . . . . ? C15 N5 C19 C18 -0.3(9) . . . . ? C15 N5 C19 C20 -177.4(5) . . . . ? C17 C18 C19 N5 0.7(9) . . . . ? C17 C18 C19 C20 177.7(6) . . . . ? C21 N3 C20 O3 -2.5(10) . . . . ? C21 N3 C20 C19 177.4(5) . . . . ? N5 C19 C20 O3 -178.1(5) . . . . ? C18 C19 C20 O3 4.7(9) . . . . ? N5 C19 C20 N3 2.0(7) . . . . ? C18 C19 C20 N3 -175.2(5) . . . . ? C20 N3 C21 C22 -38.9(9) . . . . ? C20 N3 C21 C26 139.4(6) . . . . ? C26 C21 C22 C23 0.5(9) . . . . ? N3 C21 C22 C23 178.8(6) . . . . ? C21 C22 C23 C24 -0.6(10) . . . . ? C22 C23 C24 C25 0.2(10) . . . . ? C23 C24 C25 C26 0.3(10) . . . . ? C22 C21 C26 C25 0.1(9) . . . . ? N3 C21 C26 C25 -178.2(5) . . . . ? C22 C21 C26 N4 173.7(5) . . . . ? N3 C21 C26 N4 -4.7(8) . . . . ? C24 C25 C26 C21 -0.5(9) . . . . ? C24 C25 C26 N4 -174.4(6) . . . . ? C27 N4 C26 C21 54.2(9) . . . . ? C27 N4 C26 C25 -132.1(6) . . . . ? C26 N4 C27 O1 -0.3(9) . . . . ? C26 N4 C27 C28 179.5(5) . . . . ? O1 C27 C28 C33 36.3(8) . . . . ? N4 C27 C28 C33 -143.5(6) . . . . ? O1 C27 C28 C29 -143.5(6) . . . . ? N4 C27 C28 C29 36.7(8) . . . . ? C33 C28 C29 C30 0.6(9) . . . . ? C27 C28 C29 C30 -179.7(6) . . . . ? C28 C29 C30 C31 1.8(11) . . . . ? C29 C30 C31 C32 -2.8(12) . . . . ? C30 C31 C32 C33 1.3(12) . . . . ? C31 C32 C33 C28 1.1(11) . . . . ? C29 C28 C33 C32 -2.0(9) . . . . ? C27 C28 C33 C32 178.2(6) . . . . ? C106 C101 C102 C103 0.0 . . . . ? C106 C101 C102 C107 173.1(13) . . . . ? C101 C102 C103 C104 0.0 . . . . ? C107 C102 C103 C104 -173.4(12) . . . . ? C102 C103 C104 C105 0.0 . . . . ? C103 C104 C105 C106 0.0 . . . . ? C104 C105 C106 C101 0.0 . . . . ? C102 C101 C106 C105 0.0 . . . . ? 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 N1 H1N O1 0.92(2) 2.11(4) 2.932(6) 148(5) . N2 H2N N5 0.87(6) 2.20(6) 2.626(7) 110(5) . N2 H2N O1 0.87(6) 2.23(6) 3.023(7) 150(6) . N3 H3N O1 0.85(6) 2.11(6) 2.785(6) 136(6) . N3 H3N N5 0.85(6) 2.13(6) 2.639(7) 118(5) . N4 H4N O2 0.81(6) 2.15(6) 2.934(6) 164(6) 2_755 _diffrn_measured_fraction_theta_max 0.881 _diffrn_reflns_theta_full 66.88 _diffrn_measured_fraction_theta_full 0.881 _refine_diff_density_max 0.282 _refine_diff_density_min -0.230 _refine_diff_density_rms 0.063 data_3-EtOH _database_code_depnum_ccdc_archive 'CCDC 885909' #TrackingRef '11793_web_deposit_cif_file_0_AkuSuhonen_1339420257.oligoamides_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H25 N5 O4, C2 H6 O' _chemical_formula_sum 'C35 H31 N5 O5' _chemical_formula_weight 601.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.2559(4) _cell_length_b 16.6185(6) _cell_length_c 13.9389(6) _cell_angle_alpha 90.00 _cell_angle_beta 103.633(2) _cell_angle_gamma 90.00 _cell_volume 2984.13(19) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 0.744 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8300 _exptl_absorpt_correction_T_max 0.9637 _exptl_absorpt_process_details ; Denzo (otwinowski, Borek, Majewski & Minor, 2003) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\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 8338 _diffrn_reflns_av_R_equivalents 0.0533 _diffrn_reflns_av_sigmaI/netI 0.0616 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 4.21 _diffrn_reflns_theta_max 66.88 _reflns_number_total 5123 _reflns_number_gt 3538 _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^)+(0.0579P)^2^+1.6766P] 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 5123 _refine_ls_number_parameters 422 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0891 _refine_ls_R_factor_gt 0.0551 _refine_ls_wR_factor_ref 0.1441 _refine_ls_wR_factor_gt 0.1237 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 0.09864(15) 0.32117(12) 0.54147(13) 0.0451(5) Uani 1 1 d . . . O2 O 0.10292(18) -0.03539(12) 0.45689(14) 0.0556(6) Uani 1 1 d . . . O3 O 0.12833(17) -0.08123(12) 0.96217(15) 0.0506(5) Uani 1 1 d . . . O4 O 0.30223(13) 0.11236(10) 0.77729(12) 0.0327(4) Uani 1 1 d . . . N1 N 0.19791(17) 0.21925(13) 0.61821(16) 0.0317(5) Uani 1 1 d . . . H1N H 0.221(2) 0.1935(17) 0.672(2) 0.038 Uiso 1 1 d . . . N2 N 0.18715(18) 0.05135(13) 0.57518(16) 0.0356(5) Uani 1 1 d . . . H2N H 0.204(2) 0.0607(17) 0.638(2) 0.043 Uiso 1 1 d . . . N3 N 0.21800(17) 0.01446(14) 0.89797(16) 0.0351(5) Uani 1 1 d . . . H3N H 0.233(2) 0.0328(17) 0.838(2) 0.042 Uiso 1 1 d . . . N4 N 0.40529(17) 0.11188(14) 0.93271(15) 0.0331(5) Uani 1 1 d . . . H4N H 0.468(2) 0.1246(17) 0.969(2) 0.040 Uiso 1 1 d . . . N5 N 0.14398(16) -0.04146(13) 0.71679(16) 0.0346(5) Uani 1 1 d . . . C1 C 0.1908(2) 0.28988(18) 0.8068(2) 0.0437(7) Uani 1 1 d . . . H1 H 0.2361 0.2455 0.8075 0.052 Uiso 1 1 calc R . . C2 C 0.1811(3) 0.32327(19) 0.8951(2) 0.0509(8) Uani 1 1 d . . . H2 H 0.2191 0.3014 0.9559 0.061 Uiso 1 1 calc R . . C3 C 0.1166(2) 0.38809(17) 0.8951(2) 0.0452(7) Uani 1 1 d . . . H3 H 0.1098 0.4110 0.9557 0.054 Uiso 1 1 calc R . . C4 C 0.0621(2) 0.41956(17) 0.8070(2) 0.0446(7) Uani 1 1 d . . . H4 H 0.0176 0.4644 0.8068 0.054 Uiso 1 1 calc R . . C5 C 0.0716(2) 0.38629(17) 0.7187(2) 0.0404(7) Uani 1 1 d . . . H5 H 0.0342 0.4089 0.6581 0.048 Uiso 1 1 calc R . . C6 C 0.13542(19) 0.32022(15) 0.71773(19) 0.0326(6) Uani 1 1 d . . . C7 C 0.14172(19) 0.28730(16) 0.61890(19) 0.0320(6) Uani 1 1 d . . . C8 C 0.22862(19) 0.18854(16) 0.53351(18) 0.0318(6) Uani 1 1 d . . . C9 C 0.2682(2) 0.24066(17) 0.47370(19) 0.0408(7) Uani 1 1 d . . . H9 H 0.2710 0.2968 0.4871 0.049 Uiso 1 1 calc R . . C10 C 0.3033(3) 0.21168(19) 0.3954(2) 0.0502(8) Uani 1 1 d . . . H10 H 0.3297 0.2479 0.3545 0.060 Uiso 1 1 calc R . . C11 C 0.3005(3) 0.1303(2) 0.3755(2) 0.0511(8) Uani 1 1 d . . . H11 H 0.3250 0.1105 0.3212 0.061 Uiso 1 1 calc R . . C12 C 0.2621(2) 0.07776(18) 0.4345(2) 0.0434(7) Uani 1 1 d . . . H12 H 0.2611 0.0217 0.4210 0.052 Uiso 1 1 calc R . . C13 C 0.2249(2) 0.10594(16) 0.51372(18) 0.0345(6) Uani 1 1 d . . . C14 C 0.1318(2) -0.01561(16) 0.5438(2) 0.0393(7) Uani 1 1 d . . . C15 C 0.1052(2) -0.06598(16) 0.6238(2) 0.0368(6) Uani 1 1 d . . . C16 C 0.0416(2) -0.13281(17) 0.6005(2) 0.0450(7) Uani 1 1 d . . . H16 H 0.0151 -0.1481 0.5336 0.054 Uiso 1 1 calc R . . C17 C 0.0174(2) -0.17653(18) 0.6756(2) 0.0467(7) Uani 1 1 d . . . H17 H -0.0259 -0.2227 0.6617 0.056 Uiso 1 1 calc R . . C18 C 0.0576(2) -0.15205(17) 0.7726(2) 0.0430(7) Uani 1 1 d . . . H18 H 0.0428 -0.1814 0.8261 0.052 Uiso 1 1 calc R . . C19 C 0.1198(2) -0.08407(16) 0.7896(2) 0.0358(6) Uani 1 1 d . . . C20 C 0.1557(2) -0.05058(16) 0.8927(2) 0.0376(6) Uani 1 1 d . . . C21 C 0.2396(2) 0.07174(16) 0.97498(18) 0.0348(6) Uani 1 1 d . . . C22 C 0.1714(2) 0.08349(19) 1.0368(2) 0.0432(7) Uani 1 1 d . . . H22 H 0.1108 0.0512 1.0283 0.052 Uiso 1 1 calc R . . C23 C 0.1913(2) 0.14111(19) 1.1094(2) 0.0476(8) Uani 1 1 d . . . H23 H 0.1450 0.1476 1.1515 0.057 Uiso 1 1 calc R . . C24 C 0.2777(2) 0.18951(18) 1.1217(2) 0.0451(7) Uani 1 1 d . . . H24 H 0.2906 0.2297 1.1716 0.054 Uiso 1 1 calc R . . C25 C 0.3455(2) 0.17925(17) 1.06078(18) 0.0387(7) Uani 1 1 d . . . H25 H 0.4052 0.2125 1.0691 0.046 Uiso 1 1 calc R . . C26 C 0.3270(2) 0.12072(16) 0.98758(18) 0.0324(6) Uani 1 1 d . . . C27 C 0.38993(19) 0.11110(15) 0.83318(18) 0.0297(6) Uani 1 1 d . . . C28 C 0.4852(2) 0.10888(15) 0.79402(18) 0.0308(6) Uani 1 1 d . . . C29 C 0.5797(2) 0.07776(16) 0.8470(2) 0.0361(6) Uani 1 1 d . . . H29 H 0.5855 0.0568 0.9115 0.043 Uiso 1 1 calc R . . C30 C 0.6651(2) 0.07730(18) 0.8059(2) 0.0438(7) Uani 1 1 d . . . H30 H 0.7290 0.0553 0.8418 0.053 Uiso 1 1 calc R . . C31 C 0.6576(2) 0.10883(18) 0.7127(2) 0.0464(7) Uani 1 1 d . . . H31 H 0.7168 0.1091 0.6852 0.056 Uiso 1 1 calc R . . C32 C 0.5643(2) 0.13998(18) 0.6592(2) 0.0439(7) Uani 1 1 d . . . H32 H 0.5594 0.1620 0.5953 0.053 Uiso 1 1 calc R . . C33 C 0.4783(2) 0.13883(16) 0.69941(19) 0.0356(6) Uani 1 1 d . . . H33 H 0.4138 0.1587 0.6620 0.043 Uiso 1 1 calc R . . O100 O 0.9483(3) 0.16513(14) 0.67221(18) 0.0836(9) Uani 1 1 d D . . H100 H 0.934(4) 0.127(2) 0.630(3) 0.100 Uiso 1 1 d D . . C100 C 0.9447(3) 0.0762(3) 0.8054(3) 0.0695(11) Uani 1 1 d . . . H10A H 0.8845 0.1018 0.8222 0.104 Uiso 1 1 calc R . . H10B H 0.9897 0.0533 0.8651 0.104 Uiso 1 1 calc R . . H10C H 0.9210 0.0333 0.7571 0.104 Uiso 1 1 calc R . . C101 C 1.0026(3) 0.1362(2) 0.7633(2) 0.0592(9) Uani 1 1 d . . . H10D H 1.0201 0.1819 0.8098 0.071 Uiso 1 1 calc R . . H10E H 1.0685 0.1119 0.7558 0.071 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 O1 0.0466(11) 0.0548(12) 0.0320(10) 0.0079(9) 0.0055(9) 0.0156(10) O2 0.0745(15) 0.0507(12) 0.0337(11) -0.0054(9) -0.0034(10) -0.0114(11) O3 0.0625(13) 0.0444(11) 0.0495(12) 0.0099(10) 0.0226(11) -0.0060(11) O4 0.0303(9) 0.0383(10) 0.0278(9) 0.0016(8) 0.0032(8) -0.0004(8) N1 0.0368(12) 0.0327(12) 0.0244(11) 0.0047(9) 0.0053(9) 0.0035(10) N2 0.0458(13) 0.0325(12) 0.0265(11) -0.0020(10) 0.0048(10) -0.0018(11) N3 0.0356(12) 0.0402(13) 0.0300(12) 0.0010(10) 0.0091(10) -0.0038(11) N4 0.0291(11) 0.0439(13) 0.0242(11) -0.0021(10) 0.0022(9) -0.0005(11) N5 0.0327(12) 0.0311(11) 0.0388(13) 0.0025(10) 0.0062(10) 0.0006(10) C1 0.0503(17) 0.0434(16) 0.0363(15) 0.0019(13) 0.0080(13) 0.0149(14) C2 0.064(2) 0.0512(18) 0.0365(16) 0.0044(14) 0.0097(15) 0.0160(17) C3 0.0578(19) 0.0442(16) 0.0371(15) -0.0033(13) 0.0180(14) -0.0011(16) C4 0.0527(18) 0.0340(15) 0.0483(17) -0.0014(13) 0.0143(15) 0.0062(14) C5 0.0441(16) 0.0381(15) 0.0371(15) 0.0025(13) 0.0057(13) 0.0041(14) C6 0.0301(13) 0.0318(14) 0.0360(14) 0.0011(11) 0.0081(11) -0.0022(12) C7 0.0265(12) 0.0350(14) 0.0326(14) 0.0041(11) 0.0034(11) 0.0015(12) C8 0.0319(13) 0.0372(14) 0.0245(12) 0.0006(11) 0.0034(10) 0.0008(12) C9 0.0477(16) 0.0390(15) 0.0359(15) 0.0017(13) 0.0102(13) -0.0042(14) C10 0.062(2) 0.0520(19) 0.0396(16) 0.0058(14) 0.0193(15) -0.0057(16) C11 0.063(2) 0.061(2) 0.0349(16) -0.0011(15) 0.0212(15) 0.0060(17) C12 0.0531(18) 0.0437(16) 0.0342(15) -0.0020(13) 0.0116(14) 0.0071(15) C13 0.0383(14) 0.0373(14) 0.0271(13) 0.0003(12) 0.0057(11) 0.0020(13) C14 0.0422(16) 0.0351(15) 0.0367(15) -0.0007(13) 0.0014(13) 0.0028(13) C15 0.0362(14) 0.0326(14) 0.0380(15) 0.0009(12) 0.0018(12) -0.0003(13) C16 0.0448(16) 0.0363(15) 0.0486(17) 0.0002(14) 0.0002(14) -0.0010(14) C17 0.0394(16) 0.0361(15) 0.0598(19) 0.0036(15) 0.0019(14) -0.0052(14) C18 0.0364(15) 0.0338(15) 0.0581(18) 0.0077(14) 0.0096(14) -0.0016(13) C19 0.0334(14) 0.0316(14) 0.0423(15) 0.0026(12) 0.0087(12) 0.0027(12) C20 0.0366(15) 0.0352(15) 0.0414(16) 0.0087(13) 0.0098(12) 0.0019(13) C21 0.0362(14) 0.0386(15) 0.0284(13) 0.0057(12) 0.0050(11) 0.0069(13) C22 0.0382(15) 0.0550(18) 0.0380(15) 0.0051(14) 0.0125(13) 0.0051(14) C23 0.0473(18) 0.0580(19) 0.0416(16) 0.0023(15) 0.0185(14) 0.0071(16) C24 0.0570(19) 0.0488(17) 0.0310(14) -0.0026(13) 0.0132(13) 0.0091(16) C25 0.0430(15) 0.0443(16) 0.0263(13) 0.0004(12) 0.0034(12) 0.0054(14) C26 0.0336(13) 0.0367(14) 0.0255(12) 0.0034(11) 0.0042(11) 0.0054(12) C27 0.0328(14) 0.0271(13) 0.0283(13) -0.0004(11) 0.0052(11) -0.0007(12) C28 0.0321(13) 0.0293(13) 0.0303(13) -0.0041(11) 0.0063(11) -0.0017(12) C29 0.0357(14) 0.0395(15) 0.0318(14) -0.0003(12) 0.0052(12) 0.0009(13) C30 0.0342(15) 0.0521(17) 0.0448(17) 0.0007(14) 0.0090(13) 0.0055(14) C31 0.0415(16) 0.0519(18) 0.0507(17) 0.0010(15) 0.0204(14) 0.0021(15) C32 0.0516(18) 0.0477(17) 0.0358(15) 0.0024(13) 0.0172(14) 0.0024(15) C33 0.0370(14) 0.0364(14) 0.0322(14) 0.0012(12) 0.0059(12) 0.0023(13) O100 0.137(3) 0.0485(14) 0.0533(15) 0.0045(12) -0.0022(16) 0.0087(16) C100 0.0456(19) 0.103(3) 0.061(2) 0.022(2) 0.0154(17) 0.009(2) C101 0.056(2) 0.071(2) 0.0511(19) 0.0040(17) 0.0137(16) 0.0088(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 C7 1.232(3) . ? O2 C14 1.226(3) . ? O3 C20 1.223(3) . ? O4 C27 1.238(3) . ? N1 C7 1.356(3) . ? N1 C8 1.431(3) . ? N1 H1N 0.86(3) . ? N2 C14 1.348(3) . ? N2 C13 1.417(3) . ? N2 H2N 0.87(3) . ? N3 C20 1.352(3) . ? N3 C21 1.413(3) . ? N3 H3N 0.95(3) . ? N4 C27 1.354(3) . ? N4 C26 1.434(3) . ? N4 H4N 0.89(3) . ? N5 C19 1.337(3) . ? N5 C15 1.340(3) . ? C1 C6 1.380(4) . ? C1 C2 1.383(4) . ? C1 H1 0.9500 . ? C2 C3 1.375(4) . ? C2 H2 0.9500 . ? C3 C4 1.373(4) . ? C3 H3 0.9500 . ? C4 C5 1.383(4) . ? C4 H4 0.9500 . ? C5 C6 1.388(4) . ? C5 H5 0.9500 . ? C6 C7 1.503(4) . ? C8 C9 1.388(4) . ? C8 C13 1.399(4) . ? C9 C10 1.371(4) . ? C9 H9 0.9500 . ? C10 C11 1.379(5) . ? C10 H10 0.9500 . ? C11 C12 1.376(4) . ? C11 H11 0.9500 . ? C12 C13 1.393(4) . ? C12 H12 0.9500 . ? C14 C15 1.502(4) . ? C15 C16 1.386(4) . ? C16 C17 1.373(4) . ? C16 H16 0.9500 . ? C17 C18 1.392(4) . ? C17 H17 0.9500 . ? C18 C19 1.385(4) . ? C18 H18 0.9500 . ? C19 C20 1.510(4) . ? C21 C26 1.393(4) . ? C21 C22 1.401(4) . ? C22 C23 1.373(4) . ? C22 H22 0.9500 . ? C23 C24 1.376(4) . ? C23 H23 0.9500 . ? C24 C25 1.386(4) . ? C24 H24 0.9500 . ? C25 C26 1.389(4) . ? C25 H25 0.9500 . ? C27 C28 1.489(4) . ? C28 C33 1.392(4) . ? C28 C29 1.396(4) . ? C29 C30 1.384(4) . ? C29 H29 0.9500 . ? C30 C31 1.383(4) . ? C30 H30 0.9500 . ? C31 C32 1.385(4) . ? C31 H31 0.9500 . ? C32 C33 1.384(4) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? O100 C101 1.389(4) . ? O100 H100 0.861(19) . ? C100 C101 1.463(5) . ? C100 H10A 0.9800 . ? C100 H10B 0.9800 . ? C100 H10C 0.9800 . ? C101 H10D 0.9900 . ? C101 H10E 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 C7 N1 C8 124.6(2) . . ? C7 N1 H1N 119.8(19) . . ? C8 N1 H1N 115.5(19) . . ? C14 N2 C13 125.1(2) . . ? C14 N2 H2N 118(2) . . ? C13 N2 H2N 117(2) . . ? C20 N3 C21 126.3(2) . . ? C20 N3 H3N 117.6(17) . . ? C21 N3 H3N 113.7(17) . . ? C27 N4 C26 126.5(2) . . ? C27 N4 H4N 118.5(18) . . ? C26 N4 H4N 111.7(18) . . ? C19 N5 C15 117.8(2) . . ? C6 C1 C2 120.8(3) . . ? C6 C1 H1 119.6 . . ? C2 C1 H1 119.6 . . ? C3 C2 C1 120.2(3) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C4 C3 C2 119.6(3) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C5 120.3(3) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C4 C5 C6 120.6(3) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C1 C6 C5 118.5(3) . . ? C1 C6 C7 124.0(2) . . ? C5 C6 C7 117.5(2) . . ? O1 C7 N1 121.1(2) . . ? O1 C7 C6 121.5(2) . . ? N1 C7 C6 117.4(2) . . ? C9 C8 C13 119.7(2) . . ? C9 C8 N1 119.6(2) . . ? C13 C8 N1 120.6(2) . . ? C10 C9 C8 120.4(3) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C11 120.4(3) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C12 C11 C10 119.9(3) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C13 120.7(3) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C12 C13 C8 118.9(2) . . ? C12 C13 N2 120.4(2) . . ? C8 C13 N2 120.7(2) . . ? O2 C14 N2 124.2(3) . . ? O2 C14 C15 120.7(3) . . ? N2 C14 C15 115.1(2) . . ? N5 C15 C16 123.0(3) . . ? N5 C15 C14 116.4(2) . . ? C16 C15 C14 120.6(3) . . ? C17 C16 C15 118.9(3) . . ? C17 C16 H16 120.6 . . ? C15 C16 H16 120.6 . . ? C16 C17 C18 118.8(3) . . ? C16 C17 H17 120.6 . . ? C18 C17 H17 120.6 . . ? C19 C18 C17 118.7(3) . . ? C19 C18 H18 120.6 . . ? C17 C18 H18 120.6 . . ? N5 C19 C18 122.8(3) . . ? N5 C19 C20 116.7(2) . . ? C18 C19 C20 120.3(3) . . ? O3 C20 N3 125.6(3) . . ? O3 C20 C19 120.9(3) . . ? N3 C20 C19 113.5(2) . . ? C26 C21 C22 118.6(3) . . ? C26 C21 N3 120.2(2) . . ? C22 C21 N3 121.1(3) . . ? C23 C22 C21 120.7(3) . . ? C23 C22 H22 119.6 . . ? C21 C22 H22 119.6 . . ? C22 C23 C24 120.6(3) . . ? C22 C23 H23 119.7 . . ? C24 C23 H23 119.7 . . ? C23 C24 C25 119.5(3) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C24 C25 C26 120.6(3) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C25 C26 C21 119.9(2) . . ? C25 C26 N4 116.0(2) . . ? C21 C26 N4 123.9(2) . . ? O4 C27 N4 122.5(2) . . ? O4 C27 C28 121.4(2) . . ? N4 C27 C28 116.1(2) . . ? C33 C28 C29 118.9(2) . . ? C33 C28 C27 117.8(2) . . ? C29 C28 C27 123.2(2) . . ? C30 C29 C28 120.2(3) . . ? C30 C29 H29 119.9 . . ? C28 C29 H29 119.9 . . ? C31 C30 C29 120.2(3) . . ? C31 C30 H30 119.9 . . ? C29 C30 H30 119.9 . . ? C30 C31 C32 120.3(3) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C33 C32 C31 119.5(3) . . ? C33 C32 H32 120.2 . . ? C31 C32 H32 120.2 . . ? C32 C33 C28 120.8(3) . . ? C32 C33 H33 119.6 . . ? C28 C33 H33 119.6 . . ? C101 O100 H100 111(3) . . ? C101 C100 H10A 109.5 . . ? C101 C100 H10B 109.5 . . ? H10A C100 H10B 109.5 . . ? C101 C100 H10C 109.5 . . ? H10A C100 H10C 109.5 . . ? H10B C100 H10C 109.5 . . ? O100 C101 C100 113.3(3) . . ? O100 C101 H10D 108.9 . . ? C100 C101 H10D 108.9 . . ? O100 C101 H10E 108.9 . . ? C100 C101 H10E 108.9 . . ? H10D C101 H10E 107.7 . . ? 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 C6 C1 C2 C3 -0.7(5) . . . . ? C1 C2 C3 C4 -0.2(5) . . . . ? C2 C3 C4 C5 0.1(5) . . . . ? C3 C4 C5 C6 0.7(4) . . . . ? C2 C1 C6 C5 1.5(4) . . . . ? C2 C1 C6 C7 180.0(3) . . . . ? C4 C5 C6 C1 -1.5(4) . . . . ? C4 C5 C6 C7 179.9(3) . . . . ? C8 N1 C7 O1 11.8(4) . . . . ? C8 N1 C7 C6 -167.4(2) . . . . ? C1 C6 C7 O1 -172.9(3) . . . . ? C5 C6 C7 O1 5.6(4) . . . . ? C1 C6 C7 N1 6.3(4) . . . . ? C5 C6 C7 N1 -175.2(2) . . . . ? C7 N1 C8 C9 44.5(4) . . . . ? C7 N1 C8 C13 -139.3(3) . . . . ? C13 C8 C9 C10 0.2(4) . . . . ? N1 C8 C9 C10 176.4(3) . . . . ? C8 C9 C10 C11 -0.5(5) . . . . ? C9 C10 C11 C12 0.1(5) . . . . ? C10 C11 C12 C13 0.7(5) . . . . ? C11 C12 C13 C8 -1.1(4) . . . . ? C11 C12 C13 N2 -178.9(3) . . . . ? C9 C8 C13 C12 0.6(4) . . . . ? N1 C8 C13 C12 -175.6(2) . . . . ? C9 C8 C13 N2 178.4(2) . . . . ? N1 C8 C13 N2 2.2(4) . . . . ? C14 N2 C13 C12 -37.8(4) . . . . ? C14 N2 C13 C8 144.4(3) . . . . ? C13 N2 C14 O2 -3.8(4) . . . . ? C13 N2 C14 C15 177.1(2) . . . . ? C19 N5 C15 C16 0.2(4) . . . . ? C19 N5 C15 C14 178.6(2) . . . . ? O2 C14 C15 N5 177.2(3) . . . . ? N2 C14 C15 N5 -3.7(4) . . . . ? O2 C14 C15 C16 -4.4(4) . . . . ? N2 C14 C15 C16 174.8(2) . . . . ? N5 C15 C16 C17 -0.5(4) . . . . ? C14 C15 C16 C17 -178.8(3) . . . . ? C15 C16 C17 C18 0.1(4) . . . . ? C16 C17 C18 C19 0.5(4) . . . . ? C15 N5 C19 C18 0.6(4) . . . . ? C15 N5 C19 C20 -174.2(2) . . . . ? C17 C18 C19 N5 -0.9(4) . . . . ? C17 C18 C19 C20 173.7(3) . . . . ? C21 N3 C20 O3 -18.7(4) . . . . ? C21 N3 C20 C19 160.7(2) . . . . ? N5 C19 C20 O3 172.7(2) . . . . ? C18 C19 C20 O3 -2.2(4) . . . . ? N5 C19 C20 N3 -6.8(3) . . . . ? C18 C19 C20 N3 178.3(2) . . . . ? C20 N3 C21 C26 160.3(2) . . . . ? C20 N3 C21 C22 -23.1(4) . . . . ? C26 C21 C22 C23 -1.2(4) . . . . ? N3 C21 C22 C23 -177.9(3) . . . . ? C21 C22 C23 C24 1.2(4) . . . . ? C22 C23 C24 C25 -0.7(4) . . . . ? C23 C24 C25 C26 0.0(4) . . . . ? C24 C25 C26 C21 0.0(4) . . . . ? C24 C25 C26 N4 -176.3(2) . . . . ? C22 C21 C26 C25 0.5(4) . . . . ? N3 C21 C26 C25 177.3(2) . . . . ? C22 C21 C26 N4 176.6(2) . . . . ? N3 C21 C26 N4 -6.7(4) . . . . ? C27 N4 C26 C25 -129.2(3) . . . . ? C27 N4 C26 C21 54.7(4) . . . . ? C26 N4 C27 O4 -5.4(4) . . . . ? C26 N4 C27 C28 174.4(2) . . . . ? O4 C27 C28 C33 24.4(4) . . . . ? N4 C27 C28 C33 -155.4(2) . . . . ? O4 C27 C28 C29 -155.0(3) . . . . ? N4 C27 C28 C29 25.2(4) . . . . ? C33 C28 C29 C30 0.4(4) . . . . ? C27 C28 C29 C30 179.7(2) . . . . ? C28 C29 C30 C31 1.0(4) . . . . ? C29 C30 C31 C32 -1.0(5) . . . . ? C30 C31 C32 C33 -0.4(5) . . . . ? C31 C32 C33 C28 1.8(4) . . . . ? C29 C28 C33 C32 -1.8(4) . . . . ? C27 C28 C33 C32 178.8(2) . . . . ? _diffrn_measured_fraction_theta_max 0.965 _diffrn_reflns_theta_full 66.88 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.212 _refine_diff_density_min -0.226 _refine_diff_density_rms 0.049 data_3-MeOH _database_code_depnum_ccdc_archive 'CCDC 885910' #TrackingRef '11793_web_deposit_cif_file_0_AkuSuhonen_1339420257.oligoamides_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H25 N5 O4, C H4 O' _chemical_formula_sum 'C34 H29 N5 O5' _chemical_formula_weight 587.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.7568(5) _cell_length_b 16.6186(7) _cell_length_c 16.5266(7) _cell_angle_alpha 90.00 _cell_angle_beta 124.487(3) _cell_angle_gamma 90.00 _cell_volume 2887.9(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.352 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.756 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9282 _exptl_absorpt_correction_T_max 0.9704 _exptl_absorpt_process_details ; Denzo (otwinowski, Borek, Majewski & Minor, 2003) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\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 7582 _diffrn_reflns_av_R_equivalents 0.1038 _diffrn_reflns_av_sigmaI/netI 0.1055 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 4.20 _diffrn_reflns_theta_max 67.09 _reflns_number_total 4714 _reflns_number_gt 2856 _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^)+(0.0749P)^2^+1.8412P] 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 4714 _refine_ls_number_parameters 421 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1302 _refine_ls_R_factor_gt 0.0732 _refine_ls_wR_factor_ref 0.1939 _refine_ls_wR_factor_gt 0.1622 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _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 0.9340(3) 0.67934(19) 0.0422(2) 0.0490(8) Uani 1 1 d . . . O2 O 0.8446(3) 1.03825(19) -0.0477(2) 0.0560(9) Uani 1 1 d . . . O3 O 1.3377(3) 1.07977(19) 0.4507(2) 0.0536(8) Uani 1 1 d . . . O4 O 0.9669(2) 0.89096(16) 0.27679(17) 0.0349(6) Uani 1 1 d . . . N1 N 0.9115(3) 0.7839(2) 0.1182(2) 0.0341(8) Uani 1 1 d D . . H1N H 0.940(3) 0.807(2) 0.1772(18) 0.041 Uiso 1 1 d D . . N2 N 0.8792(3) 0.9510(2) 0.0716(2) 0.0392(8) Uani 1 1 d D . . H2N H 0.925(3) 0.944(3) 0.1369(15) 0.047 Uiso 1 1 d D . . N3 N 1.1776(3) 0.9862(2) 0.3913(2) 0.0392(8) Uani 1 1 d D . . H3N H 1.102(3) 0.971(2) 0.334(2) 0.047 Uiso 1 1 d D . . N4 N 1.0210(3) 0.8920(2) 0.4333(2) 0.0355(8) Uani 1 1 d D . . H4N H 0.993(3) 0.881(2) 0.471(2) 0.043 Uiso 1 1 d D . . N5 N 1.0684(3) 1.0424(2) 0.2099(2) 0.0372(8) Uani 1 1 d . . . C1 C 1.1270(4) 0.7233(3) 0.3054(3) 0.0552(13) Uani 1 1 d . . . H1 H 1.0909 0.7728 0.3068 0.066 Uiso 1 1 calc R . . C2 C 1.2279(4) 0.6902(3) 0.3920(3) 0.0653(15) Uani 1 1 d . . . H2 H 1.2604 0.7176 0.4523 0.078 Uiso 1 1 calc R . . C3 C 1.2815(4) 0.6189(3) 0.3921(3) 0.0495(12) Uani 1 1 d . . . H3 H 1.3507 0.5966 0.4517 0.059 Uiso 1 1 calc R . . C4 C 1.2342(4) 0.5805(3) 0.3056(3) 0.0513(12) Uani 1 1 d . . . H4 H 1.2714 0.5311 0.3053 0.062 Uiso 1 1 calc R . . C5 C 1.1333(4) 0.6113(3) 0.2180(3) 0.0446(11) Uani 1 1 d . . . H5 H 1.1012 0.5827 0.1586 0.054 Uiso 1 1 calc R . . C6 C 1.0783(4) 0.6844(2) 0.2165(3) 0.0357(9) Uani 1 1 d . . . C7 C 0.9699(3) 0.7152(3) 0.1190(3) 0.0363(10) Uani 1 1 d . . . C8 C 0.7951(4) 0.8136(2) 0.0337(3) 0.0341(9) Uani 1 1 d . . . C9 C 0.6943(4) 0.7609(3) -0.0244(3) 0.0410(10) Uani 1 1 d . . . H9 H 0.7040 0.7052 -0.0092 0.049 Uiso 1 1 calc R . . C10 C 0.5812(4) 0.7896(3) -0.1036(3) 0.0511(12) Uani 1 1 d . . . H10 H 0.5137 0.7531 -0.1440 0.061 Uiso 1 1 calc R . . C11 C 0.5646(4) 0.8698(3) -0.1248(3) 0.0507(12) Uani 1 1 d . . . H11 H 0.4854 0.8888 -0.1794 0.061 Uiso 1 1 calc R . . C12 C 0.6622(4) 0.9235(3) -0.0676(3) 0.0443(11) Uani 1 1 d . . . H12 H 0.6498 0.9794 -0.0823 0.053 Uiso 1 1 calc R . . C13 C 0.7787(4) 0.8954(2) 0.0119(3) 0.0359(9) Uani 1 1 d . . . C14 C 0.9034(4) 1.0185(3) 0.0388(3) 0.0422(10) Uani 1 1 d . . . C15 C 1.0121(4) 1.0685(2) 0.1177(3) 0.0374(9) Uani 1 1 d . . . C16 C 1.0503(4) 1.1364(3) 0.0927(3) 0.0461(11) Uani 1 1 d . . . H16 H 1.0078 1.1526 0.0261 0.055 Uiso 1 1 calc R . . C17 C 1.1517(4) 1.1800(3) 0.1668(3) 0.0474(11) Uani 1 1 d . . . H17 H 1.1801 1.2270 0.1519 0.057 Uiso 1 1 calc R . . C18 C 1.2115(4) 1.1545(2) 0.2631(3) 0.0425(10) Uani 1 1 d . . . H18 H 1.2812 1.1838 0.3152 0.051 Uiso 1 1 calc R . . C19 C 1.1680(4) 1.0855(2) 0.2820(3) 0.0359(9) Uani 1 1 d . . . C20 C 1.2366(4) 1.0512(3) 0.3832(3) 0.0397(10) Uani 1 1 d . . . C21 C 1.2335(4) 0.9291(3) 0.4682(3) 0.0372(10) Uani 1 1 d . . . C22 C 1.3642(4) 0.9155(3) 0.5266(3) 0.0453(11) Uani 1 1 d . . . H22 H 1.4174 0.9454 0.5144 0.054 Uiso 1 1 calc R . . C23 C 1.4176(4) 0.8608(3) 0.6004(3) 0.0550(13) Uani 1 1 d . . . H23 H 1.5072 0.8537 0.6399 0.066 Uiso 1 1 calc R . . C24 C 1.3420(4) 0.8151(3) 0.6185(3) 0.0511(12) Uani 1 1 d . . . H24 H 1.3795 0.7770 0.6706 0.061 Uiso 1 1 calc R . . C25 C 1.2120(4) 0.8254(3) 0.5604(3) 0.0415(10) Uani 1 1 d . . . H25 H 1.1596 0.7932 0.5714 0.050 Uiso 1 1 calc R . . C26 C 1.1566(4) 0.8827(2) 0.4852(3) 0.0358(9) Uani 1 1 d . . . C27 C 0.9352(4) 0.8920(2) 0.3357(3) 0.0321(9) Uani 1 1 d . . . C28 C 0.7981(3) 0.8933(2) 0.2995(3) 0.0326(9) Uani 1 1 d . . . C29 C 0.7549(4) 0.9231(3) 0.3541(3) 0.0397(10) Uani 1 1 d . . . H29 H 0.8135 0.9444 0.4179 0.048 Uiso 1 1 calc R . . C30 C 0.6257(4) 0.9218(3) 0.3152(3) 0.0501(12) Uani 1 1 d . . . H30 H 0.5960 0.9435 0.3519 0.060 Uiso 1 1 calc R . . C31 C 0.5406(4) 0.8893(3) 0.2240(3) 0.0513(12) Uani 1 1 d . . . H31 H 0.4527 0.8876 0.1988 0.062 Uiso 1 1 calc R . . C32 C 0.5822(4) 0.8591(3) 0.1687(3) 0.0480(11) Uani 1 1 d . . . H32 H 0.5231 0.8364 0.1059 0.058 Uiso 1 1 calc R . . C33 C 0.7110(4) 0.8623(2) 0.2057(3) 0.0400(10) Uani 1 1 d . . . H33 H 0.7396 0.8433 0.1671 0.048 Uiso 1 1 calc R . . O40A O 0.7544(5) 1.1614(3) -0.1834(3) 0.0743(18) Uani 0.838(9) 1 d P A 1 H40A H 0.8031 1.1309 -0.1360 0.111 Uiso 0.838(9) 1 calc PR A 1 C40A C 0.7160(6) 1.1231(4) -0.2707(4) 0.0774(17) Uani 0.838(9) 1 d P A 1 H40B H 0.7859 1.0901 -0.2610 0.116 Uiso 0.838(9) 1 calc PR A 1 H40C H 0.6923 1.1634 -0.3216 0.116 Uiso 0.838(9) 1 calc PR A 1 H40D H 0.6425 1.0886 -0.2912 0.116 Uiso 0.838(9) 1 calc PR A 1 O40B O 0.677(3) 1.045(3) -0.256(2) 0.125(16) Uani 0.162(9) 1 d P A 2 H40E H 0.6357 1.0515 -0.2317 0.188 Uiso 0.162(9) 1 calc PR A 2 C40B C 0.7160(6) 1.1231(4) -0.2707(4) 0.0774(17) Uani 0.162(9) 1 d P A 2 H40F H 0.6726 1.1334 -0.3411 0.116 Uiso 0.162(9) 1 calc PR A 2 H40G H 0.8082 1.1233 -0.2391 0.116 Uiso 0.162(9) 1 calc PR A 2 H40H H 0.6933 1.1651 -0.2416 0.116 Uiso 0.162(9) 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 0.0457(17) 0.059(2) 0.0373(16) -0.0147(15) 0.0202(14) 0.0049(15) O2 0.077(2) 0.0470(19) 0.0417(18) 0.0047(15) 0.0325(17) -0.0075(17) O3 0.0463(18) 0.050(2) 0.0528(18) -0.0095(16) 0.0213(16) -0.0122(16) O4 0.0409(15) 0.0359(16) 0.0303(13) -0.0018(12) 0.0216(12) -0.0035(12) N1 0.0394(18) 0.0333(19) 0.0269(17) -0.0027(14) 0.0171(15) 0.0001(15) N2 0.046(2) 0.035(2) 0.0334(18) 0.0005(16) 0.0210(17) -0.0042(16) N3 0.0390(19) 0.038(2) 0.0361(18) -0.0006(16) 0.0185(15) -0.0042(16) N4 0.0341(18) 0.046(2) 0.0286(17) 0.0019(15) 0.0190(15) -0.0008(16) N5 0.0404(19) 0.0330(19) 0.045(2) -0.0038(16) 0.0285(17) -0.0025(15) C1 0.056(3) 0.055(3) 0.039(2) -0.008(2) 0.018(2) 0.020(2) C2 0.060(3) 0.073(4) 0.037(2) -0.019(3) 0.011(2) 0.015(3) C3 0.046(3) 0.049(3) 0.042(3) 0.000(2) 0.018(2) 0.006(2) C4 0.053(3) 0.042(3) 0.048(3) 0.000(2) 0.022(2) 0.006(2) C5 0.050(3) 0.038(3) 0.039(2) -0.008(2) 0.021(2) -0.002(2) C6 0.038(2) 0.035(2) 0.037(2) -0.0052(18) 0.0232(19) -0.0010(18) C7 0.034(2) 0.046(3) 0.031(2) -0.0084(18) 0.0189(18) -0.0099(19) C8 0.039(2) 0.038(2) 0.0280(19) 0.0001(17) 0.0207(18) 0.0005(19) C9 0.043(2) 0.044(3) 0.034(2) -0.0025(19) 0.020(2) -0.005(2) C10 0.045(3) 0.056(3) 0.040(2) -0.008(2) 0.016(2) -0.007(2) C11 0.043(2) 0.055(3) 0.043(3) 0.000(2) 0.017(2) 0.004(2) C12 0.047(2) 0.041(3) 0.040(2) 0.002(2) 0.023(2) 0.008(2) C13 0.040(2) 0.037(2) 0.031(2) -0.0017(18) 0.0204(19) 0.0007(19) C14 0.058(3) 0.034(2) 0.039(2) -0.0008(19) 0.030(2) 0.001(2) C15 0.051(2) 0.030(2) 0.038(2) -0.0028(18) 0.029(2) -0.0036(19) C16 0.065(3) 0.036(2) 0.048(3) -0.001(2) 0.038(2) -0.002(2) C17 0.065(3) 0.033(2) 0.064(3) -0.001(2) 0.048(3) -0.003(2) C18 0.044(2) 0.030(2) 0.060(3) -0.009(2) 0.034(2) -0.0039(19) C19 0.040(2) 0.030(2) 0.048(2) -0.0031(18) 0.031(2) -0.0006(18) C20 0.039(2) 0.040(3) 0.044(2) -0.009(2) 0.026(2) -0.005(2) C21 0.036(2) 0.040(2) 0.033(2) -0.0018(18) 0.0188(18) 0.0028(19) C22 0.038(2) 0.051(3) 0.042(2) -0.002(2) 0.020(2) -0.003(2) C23 0.039(3) 0.059(3) 0.051(3) -0.005(2) 0.016(2) 0.003(2) C24 0.049(3) 0.049(3) 0.035(2) -0.002(2) 0.012(2) 0.006(2) C25 0.045(3) 0.043(3) 0.035(2) -0.0019(19) 0.022(2) 0.001(2) C26 0.037(2) 0.042(3) 0.0235(19) -0.0027(18) 0.0142(17) 0.0027(19) C27 0.040(2) 0.023(2) 0.034(2) 0.0022(17) 0.0211(19) -0.0006(17) C28 0.034(2) 0.028(2) 0.035(2) 0.0029(17) 0.0193(18) 0.0016(17) C29 0.047(2) 0.038(2) 0.037(2) 0.0032(18) 0.025(2) 0.003(2) C30 0.049(3) 0.055(3) 0.056(3) 0.005(2) 0.035(2) 0.012(2) C31 0.039(2) 0.060(3) 0.054(3) 0.004(2) 0.026(2) 0.004(2) C32 0.039(2) 0.048(3) 0.043(2) -0.002(2) 0.015(2) 0.000(2) C33 0.043(2) 0.039(2) 0.037(2) 0.0026(19) 0.022(2) 0.0002(19) O40A 0.109(4) 0.059(3) 0.064(3) 0.006(2) 0.054(3) 0.009(3) C40A 0.090(4) 0.081(5) 0.076(4) 0.006(3) 0.056(4) 0.024(4) O40B 0.076(19) 0.21(4) 0.09(2) 0.01(2) 0.044(16) 0.03(2) C40B 0.090(4) 0.081(5) 0.076(4) 0.006(3) 0.056(4) 0.024(4) _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 C7 1.231(5) . ? O2 C14 1.225(5) . ? O3 C20 1.226(5) . ? O4 C27 1.248(4) . ? N1 C7 1.359(5) . ? N1 C8 1.433(5) . ? N1 H1N 0.908(19) . ? N2 C14 1.355(5) . ? N2 C13 1.427(5) . ? N2 H2N 0.898(19) . ? N3 C20 1.366(5) . ? N3 C21 1.413(5) . ? N3 H3N 0.925(19) . ? N4 C27 1.343(5) . ? N4 C26 1.440(5) . ? N4 H4N 0.888(19) . ? N5 C15 1.336(5) . ? N5 C19 1.354(5) . ? C1 C2 1.387(6) . ? C1 C6 1.388(6) . ? C1 H1 0.9500 . ? C2 C3 1.368(6) . ? C2 H2 0.9500 . ? C3 C4 1.355(6) . ? C3 H3 0.9500 . ? C4 C5 1.380(6) . ? C4 H4 0.9500 . ? C5 C6 1.396(6) . ? C5 H5 0.9500 . ? C6 C7 1.500(5) . ? C8 C13 1.392(6) . ? C8 C9 1.394(5) . ? C9 C10 1.372(6) . ? C9 H9 0.9500 . ? C10 C11 1.364(7) . ? C10 H10 0.9500 . ? C11 C12 1.381(6) . ? C11 H11 0.9500 . ? C12 C13 1.393(6) . ? C12 H12 0.9500 . ? C14 C15 1.506(6) . ? C15 C16 1.382(6) . ? C16 C17 1.380(6) . ? C16 H16 0.9500 . ? C17 C18 1.386(6) . ? C17 H17 0.9500 . ? C18 C19 1.385(6) . ? C18 H18 0.9500 . ? C19 C20 1.493(6) . ? C21 C22 1.393(6) . ? C21 C26 1.397(6) . ? C22 C23 1.355(6) . ? C22 H22 0.9500 . ? C23 C24 1.387(7) . ? C23 H23 0.9500 . ? C24 C25 1.378(6) . ? C24 H24 0.9500 . ? C25 C26 1.399(6) . ? C25 H25 0.9500 . ? C27 C28 1.494(5) . ? C28 C29 1.388(5) . ? C28 C33 1.398(5) . ? C29 C30 1.389(6) . ? C29 H29 0.9500 . ? C30 C31 1.373(6) . ? C30 H30 0.9500 . ? C31 C32 1.385(6) . ? C31 H31 0.9500 . ? C32 C33 1.392(6) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? O40A C40A 1.387(7) . ? O40A H40A 0.8400 . ? C40A H40B 0.9800 . ? C40A H40C 0.9800 . ? C40A H40D 0.9800 . ? O40B H40E 0.8400 . ? 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 C8 124.0(3) . . ? C7 N1 H1N 117(3) . . ? C8 N1 H1N 118(3) . . ? C14 N2 C13 125.3(3) . . ? C14 N2 H2N 117(3) . . ? C13 N2 H2N 118(3) . . ? C20 N3 C21 126.4(3) . . ? C20 N3 H3N 115(3) . . ? C21 N3 H3N 116(3) . . ? C27 N4 C26 127.1(3) . . ? C27 N4 H4N 117(3) . . ? C26 N4 H4N 113(3) . . ? C15 N5 C19 117.6(3) . . ? C2 C1 C6 120.4(4) . . ? C2 C1 H1 119.8 . . ? C6 C1 H1 119.8 . . ? C3 C2 C1 121.0(4) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C4 C3 C2 118.9(4) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? C3 C4 C5 121.7(4) . . ? C3 C4 H4 119.1 . . ? C5 C4 H4 119.1 . . ? C4 C5 C6 120.1(4) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C1 C6 C5 117.9(4) . . ? C1 C6 C7 124.5(4) . . ? C5 C6 C7 117.7(3) . . ? O1 C7 N1 121.0(4) . . ? O1 C7 C6 121.4(4) . . ? N1 C7 C6 117.6(3) . . ? C13 C8 C9 119.4(4) . . ? C13 C8 N1 120.7(3) . . ? C9 C8 N1 119.8(4) . . ? C10 C9 C8 120.0(4) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C11 C10 C9 120.7(4) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 120.5(4) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C11 C12 C13 119.7(4) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C8 C13 C12 119.6(4) . . ? C8 C13 N2 120.6(3) . . ? C12 C13 N2 119.8(4) . . ? O2 C14 N2 124.2(4) . . ? O2 C14 C15 121.2(4) . . ? N2 C14 C15 114.6(3) . . ? N5 C15 C16 123.6(4) . . ? N5 C15 C14 116.4(3) . . ? C16 C15 C14 119.9(4) . . ? C17 C16 C15 118.4(4) . . ? C17 C16 H16 120.8 . . ? C15 C16 H16 120.8 . . ? C16 C17 C18 119.2(4) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? C19 C18 C17 118.8(4) . . ? C19 C18 H18 120.6 . . ? C17 C18 H18 120.6 . . ? N5 C19 C18 122.3(4) . . ? N5 C19 C20 116.6(3) . . ? C18 C19 C20 120.9(4) . . ? O3 C20 N3 124.9(4) . . ? O3 C20 C19 121.2(4) . . ? N3 C20 C19 113.9(3) . . ? C22 C21 C26 118.2(4) . . ? C22 C21 N3 121.9(4) . . ? C26 C21 N3 119.8(3) . . ? C23 C22 C21 121.8(4) . . ? C23 C22 H22 119.1 . . ? C21 C22 H22 119.1 . . ? C22 C23 C24 120.4(4) . . ? C22 C23 H23 119.8 . . ? C24 C23 H23 119.8 . . ? C25 C24 C23 119.4(4) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C24 C25 C26 120.5(4) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C21 C26 C25 119.7(4) . . ? C21 C26 N4 124.4(4) . . ? C25 C26 N4 115.8(4) . . ? O4 C27 N4 122.3(3) . . ? O4 C27 C28 120.7(3) . . ? N4 C27 C28 117.0(3) . . ? C29 C28 C33 119.6(4) . . ? C29 C28 C27 123.4(3) . . ? C33 C28 C27 117.0(3) . . ? C28 C29 C30 119.8(4) . . ? C28 C29 H29 120.1 . . ? C30 C29 H29 120.1 . . ? C31 C30 C29 120.5(4) . . ? C31 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C30 C31 C32 120.4(4) . . ? C30 C31 H31 119.8 . . ? C32 C31 H31 119.8 . . ? C31 C32 C33 119.6(4) . . ? C31 C32 H32 120.2 . . ? C33 C32 H32 120.2 . . ? C32 C33 C28 120.0(4) . . ? C32 C33 H33 120.0 . . ? C28 C33 H33 120.0 . . ? O40A C40A H40B 109.5 . . ? O40A C40A H40C 109.5 . . ? H40B C40A H40C 109.5 . . ? O40A C40A H40D 109.5 . . ? H40B C40A H40D 109.5 . . ? H40C C40A H40D 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 C6 C1 C2 C3 -0.2(8) . . . . ? C1 C2 C3 C4 -0.1(8) . . . . ? C2 C3 C4 C5 -0.3(8) . . . . ? C3 C4 C5 C6 1.0(7) . . . . ? C2 C1 C6 C5 0.8(7) . . . . ? C2 C1 C6 C7 -179.8(4) . . . . ? C4 C5 C6 C1 -1.2(7) . . . . ? C4 C5 C6 C7 179.4(4) . . . . ? C8 N1 C7 O1 9.5(6) . . . . ? C8 N1 C7 C6 -169.8(3) . . . . ? C1 C6 C7 O1 177.4(4) . . . . ? C5 C6 C7 O1 -3.2(6) . . . . ? C1 C6 C7 N1 -3.3(6) . . . . ? C5 C6 C7 N1 176.1(4) . . . . ? C7 N1 C8 C13 -139.0(4) . . . . ? C7 N1 C8 C9 44.7(5) . . . . ? C13 C8 C9 C10 1.5(6) . . . . ? N1 C8 C9 C10 177.8(4) . . . . ? C8 C9 C10 C11 -1.9(7) . . . . ? C9 C10 C11 C12 0.8(7) . . . . ? C10 C11 C12 C13 0.6(7) . . . . ? C9 C8 C13 C12 -0.1(6) . . . . ? N1 C8 C13 C12 -176.3(3) . . . . ? C9 C8 C13 N2 178.3(3) . . . . ? N1 C8 C13 N2 2.1(5) . . . . ? C11 C12 C13 C8 -1.0(6) . . . . ? C11 C12 C13 N2 -179.4(4) . . . . ? C14 N2 C13 C8 146.1(4) . . . . ? C14 N2 C13 C12 -35.5(6) . . . . ? C13 N2 C14 O2 -3.3(7) . . . . ? C13 N2 C14 C15 177.7(4) . . . . ? C19 N5 C15 C16 0.1(6) . . . . ? C19 N5 C15 C14 178.7(3) . . . . ? O2 C14 C15 N5 178.8(4) . . . . ? N2 C14 C15 N5 -2.2(5) . . . . ? O2 C14 C15 C16 -2.6(6) . . . . ? N2 C14 C15 C16 176.5(4) . . . . ? N5 C15 C16 C17 -0.3(6) . . . . ? C14 C15 C16 C17 -178.9(4) . . . . ? C15 C16 C17 C18 0.1(6) . . . . ? C16 C17 C18 C19 0.4(6) . . . . ? C15 N5 C19 C18 0.4(6) . . . . ? C15 N5 C19 C20 -174.7(4) . . . . ? C17 C18 C19 N5 -0.6(6) . . . . ? C17 C18 C19 C20 174.3(4) . . . . ? C21 N3 C20 O3 -16.7(6) . . . . ? C21 N3 C20 C19 162.0(4) . . . . ? N5 C19 C20 O3 170.0(4) . . . . ? C18 C19 C20 O3 -5.2(6) . . . . ? N5 C19 C20 N3 -8.8(5) . . . . ? C18 C19 C20 N3 176.0(4) . . . . ? C20 N3 C21 C22 -23.3(6) . . . . ? C20 N3 C21 C26 158.7(4) . . . . ? C26 C21 C22 C23 -2.0(6) . . . . ? N3 C21 C22 C23 179.9(4) . . . . ? C21 C22 C23 C24 1.4(7) . . . . ? C22 C23 C24 C25 0.5(7) . . . . ? C23 C24 C25 C26 -1.6(7) . . . . ? C22 C21 C26 C25 0.9(6) . . . . ? N3 C21 C26 C25 179.0(4) . . . . ? C22 C21 C26 N4 177.6(4) . . . . ? N3 C21 C26 N4 -4.3(6) . . . . ? C24 C25 C26 C21 0.9(6) . . . . ? C24 C25 C26 N4 -176.1(4) . . . . ? C27 N4 C26 C21 53.0(6) . . . . ? C27 N4 C26 C25 -130.1(4) . . . . ? C26 N4 C27 O4 -6.8(6) . . . . ? C26 N4 C27 C28 173.3(4) . . . . ? O4 C27 C28 C29 -155.7(4) . . . . ? N4 C27 C28 C29 24.2(6) . . . . ? O4 C27 C28 C33 24.6(6) . . . . ? N4 C27 C28 C33 -155.5(4) . . . . ? C33 C28 C29 C30 0.0(6) . . . . ? C27 C28 C29 C30 -179.7(4) . . . . ? C28 C29 C30 C31 1.7(7) . . . . ? C29 C30 C31 C32 -1.5(7) . . . . ? C30 C31 C32 C33 -0.5(7) . . . . ? C31 C32 C33 C28 2.1(7) . . . . ? C29 C28 C33 C32 -1.9(6) . . . . ? C27 C28 C33 C32 177.8(4) . . . . ? 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 N1 H1N O4 0.908(19) 2.04(2) 2.904(4) 159(4) . N2 H2N N5 0.898(19) 2.23(4) 2.666(5) 109(3) . N2 H2N O4 0.898(19) 2.24(3) 3.074(4) 155(4) . N3 H3N O4 0.925(19) 1.95(3) 2.748(4) 143(4) . N3 H3N N5 0.925(19) 2.18(4) 2.660(5) 111(3) . N4 H4N O1 0.888(19) 2.00(2) 2.853(4) 161(4) 4_576 _diffrn_measured_fraction_theta_max 0.918 _diffrn_reflns_theta_full 67.09 _diffrn_measured_fraction_theta_full 0.918 _refine_diff_density_max 0.352 _refine_diff_density_min -0.257 _refine_diff_density_rms 0.066 data_3-DMSO _database_code_depnum_ccdc_archive 'CCDC 885911' #TrackingRef '11793_web_deposit_cif_file_0_AkuSuhonen_1339420257.oligoamides_all.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H25 N5 O4, C2 H6 O S' _chemical_formula_sum 'C35 H31 N5 O5 S' _chemical_formula_weight 633.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.7193(5) _cell_length_b 18.6564(8) _cell_length_c 17.5185(8) _cell_angle_alpha 90.00 _cell_angle_beta 92.741(2) _cell_angle_gamma 90.00 _cell_volume 3172.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.327 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 1.326 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7962 _exptl_absorpt_correction_T_max 0.9013 _exptl_absorpt_process_details ; Denzo (otwinowski, Borek, Majewski & Minor, 2003) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\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 9190 _diffrn_reflns_av_R_equivalents 0.0700 _diffrn_reflns_av_sigmaI/netI 0.0799 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 66.64 _reflns_number_total 5306 _reflns_number_gt 3381 _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^)+(0.0476P)^2^+1.0205P] 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 5306 _refine_ls_number_parameters 429 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0970 _refine_ls_R_factor_gt 0.0527 _refine_ls_wR_factor_ref 0.1299 _refine_ls_wR_factor_gt 0.1109 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 0.79931(19) 0.44389(10) 0.69263(11) 0.0330(5) Uani 1 1 d . . . O2 O 0.7759(2) 0.68387(11) 0.56372(13) 0.0480(6) Uani 1 1 d . . . O3 O 0.2835(2) 0.41482(11) 0.61540(12) 0.0397(5) Uani 1 1 d . . . O4 O 0.4129(2) 0.48029(12) 0.83639(12) 0.0439(6) Uani 1 1 d . . . N1 N 1.0141(3) 0.46013(13) 0.65090(15) 0.0346(6) Uani 1 1 d . . . H1N H 1.089(3) 0.4399(16) 0.6329(18) 0.041 Uiso 1 1 d . . . N2 N 0.8201(3) 0.57657(14) 0.62459(15) 0.0356(6) Uani 1 1 d . . . H2N H 0.783(3) 0.5346(17) 0.6373(18) 0.043 Uiso 1 1 d . . . N3 N 0.4898(3) 0.42287(13) 0.68279(14) 0.0319(6) Uani 1 1 d . . . H3N H 0.560(3) 0.4484(16) 0.6876(17) 0.038 Uiso 1 1 d . . . N4 N 0.6189(2) 0.42422(13) 0.82916(14) 0.0313(6) Uani 1 1 d . . . H4N H 0.703(3) 0.4225(16) 0.8466(17) 0.038 Uiso 1 1 d . . . N5 N 0.5592(2) 0.53801(12) 0.60412(13) 0.0316(6) Uani 1 1 d . . . C1 C 0.7936(3) 0.30111(16) 0.64184(17) 0.0363(8) Uani 1 1 d . . . H1 H 0.7400 0.3121 0.6842 0.044 Uiso 1 1 calc R . . C2 C 0.7717(3) 0.23723(16) 0.60307(19) 0.0426(8) Uani 1 1 d . . . H2 H 0.7041 0.2045 0.6191 0.051 Uiso 1 1 calc R . . C3 C 0.8489(3) 0.22112(17) 0.54058(19) 0.0421(8) Uani 1 1 d . . . H3 H 0.8335 0.1776 0.5133 0.050 Uiso 1 1 calc R . . C4 C 0.9480(3) 0.26872(17) 0.51854(19) 0.0424(8) Uani 1 1 d . . . H4 H 1.0013 0.2577 0.4760 0.051 Uiso 1 1 calc R . . C5 C 0.9704(3) 0.33229(18) 0.55767(18) 0.0419(8) Uani 1 1 d . . . H5 H 1.0393 0.3645 0.5420 0.050 Uiso 1 1 calc R . . C6 C 0.8928(3) 0.34943(15) 0.61973(16) 0.0309(7) Uani 1 1 d . . . C7 C 0.8990(3) 0.42113(16) 0.65793(16) 0.0309(7) Uani 1 1 d . . . C8 C 1.0386(3) 0.53094(16) 0.67834(16) 0.0323(7) Uani 1 1 d . . . C9 C 1.1631(3) 0.54310(18) 0.71941(17) 0.0389(8) Uani 1 1 d . . . H9 H 1.2209 0.5037 0.7334 0.047 Uiso 1 1 calc R . . C10 C 1.2027(4) 0.6114(2) 0.7397(2) 0.0503(9) Uani 1 1 d . . . H10 H 1.2885 0.6191 0.7668 0.060 Uiso 1 1 calc R . . C11 C 1.1186(4) 0.6684(2) 0.7210(2) 0.0559(10) Uani 1 1 d . . . H11 H 1.1474 0.7157 0.7338 0.067 Uiso 1 1 calc R . . C12 C 0.9922(4) 0.65730(17) 0.6835(2) 0.0478(9) Uani 1 1 d . . . H12 H 0.9329 0.6969 0.6726 0.057 Uiso 1 1 calc R . . C13 C 0.9509(3) 0.58865(16) 0.66155(17) 0.0360(7) Uani 1 1 d . . . C14 C 0.7408(3) 0.62432(16) 0.58575(17) 0.0347(7) Uani 1 1 d . . . C15 C 0.5949(3) 0.59864(16) 0.56933(17) 0.0321(7) Uani 1 1 d . . . C16 C 0.5047(3) 0.63832(17) 0.52322(17) 0.0390(8) Uani 1 1 d . . . H16 H 0.5338 0.6810 0.4991 0.047 Uiso 1 1 calc R . . C17 C 0.3708(3) 0.61416(18) 0.51316(18) 0.0436(8) Uani 1 1 d . . . H17 H 0.3056 0.6410 0.4828 0.052 Uiso 1 1 calc R . . C18 C 0.3317(3) 0.55107(17) 0.54714(18) 0.0402(8) Uani 1 1 d . . . H18 H 0.2405 0.5332 0.5398 0.048 Uiso 1 1 calc R . . C19 C 0.4293(3) 0.51467(16) 0.59221(16) 0.0311(7) Uani 1 1 d . . . C20 C 0.3934(3) 0.44580(16) 0.63077(16) 0.0319(7) Uani 1 1 d . . . C21 C 0.4898(3) 0.35964(16) 0.72668(17) 0.0314(7) Uani 1 1 d . . . C22 C 0.4300(3) 0.29666(16) 0.69920(18) 0.0378(8) Uani 1 1 d . . . H22 H 0.3757 0.2970 0.6527 0.045 Uiso 1 1 calc R . . C23 C 0.4492(3) 0.23357(18) 0.73918(19) 0.0440(8) Uani 1 1 d . . . H23 H 0.4077 0.1906 0.7203 0.053 Uiso 1 1 calc R . . C24 C 0.5289(4) 0.23265(17) 0.8068(2) 0.0447(9) Uani 1 1 d . . . H24 H 0.5461 0.1886 0.8328 0.054 Uiso 1 1 calc R . . C25 C 0.5834(3) 0.29568(16) 0.83662(17) 0.0380(8) Uani 1 1 d . . . H25 H 0.6357 0.2950 0.8838 0.046 Uiso 1 1 calc R . . C26 C 0.5623(3) 0.35955(15) 0.79820(16) 0.0301(7) Uani 1 1 d . . . C27 C 0.5390(3) 0.48071(16) 0.84659(17) 0.0338(7) Uani 1 1 d . . . C28 C 0.6127(3) 0.54501(16) 0.87858(17) 0.0337(7) Uani 1 1 d . . . C29 C 0.7391(3) 0.56733(16) 0.85369(18) 0.0384(8) Uani 1 1 d . . . H29 H 0.7841 0.5400 0.8165 0.046 Uiso 1 1 calc R . . C30 C 0.7999(4) 0.62939(18) 0.8829(2) 0.0489(9) Uani 1 1 d . . . H30 H 0.8859 0.6448 0.8652 0.059 Uiso 1 1 calc R . . C31 C 0.7359(4) 0.66854(19) 0.9372(2) 0.0538(10) Uani 1 1 d . . . H31 H 0.7782 0.7109 0.9572 0.065 Uiso 1 1 calc R . . C32 C 0.6105(4) 0.64687(18) 0.9631(2) 0.0527(9) Uani 1 1 d . . . H32 H 0.5672 0.6739 1.0011 0.063 Uiso 1 1 calc R . . C33 C 0.5483(4) 0.58594(17) 0.93355(19) 0.0448(8) Uani 1 1 d . . . H33 H 0.4611 0.5716 0.9506 0.054 Uiso 1 1 calc R . . S100 S 1.01600(8) 0.06712(5) 0.35508(5) 0.0466(2) Uani 1 1 d . . . O100 O 0.8949(2) 0.09715(13) 0.39492(14) 0.0579(7) Uani 1 1 d . . . C100 C 1.1298(4) 0.14029(19) 0.3408(2) 0.0632(11) Uani 1 1 d . . . H10A H 1.0924 0.1704 0.2989 0.095 Uiso 1 1 calc R . . H10B H 1.2203 0.1219 0.3280 0.095 Uiso 1 1 calc R . . H10C H 1.1393 0.1689 0.3877 0.095 Uiso 1 1 calc R . . C101 C 1.1198(4) 0.0209(2) 0.4254(2) 0.0570(10) Uani 1 1 d . . . H10D H 1.1356 0.0516 0.4703 0.085 Uiso 1 1 calc R . . H10E H 1.2084 0.0085 0.4043 0.085 Uiso 1 1 calc R . . H10F H 1.0728 -0.0231 0.4402 0.085 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 O1 0.0249(11) 0.0348(12) 0.0396(12) 0.0024(9) 0.0041(9) 0.0000(9) O2 0.0492(15) 0.0383(14) 0.0569(15) 0.0115(11) 0.0048(11) -0.0045(11) O3 0.0230(11) 0.0482(13) 0.0476(13) -0.0046(11) -0.0004(9) 0.0003(10) O4 0.0234(12) 0.0509(14) 0.0570(15) -0.0096(12) -0.0004(10) 0.0042(10) N1 0.0226(14) 0.0397(16) 0.0417(15) -0.0028(12) 0.0033(11) 0.0002(12) N2 0.0309(15) 0.0311(15) 0.0446(16) 0.0044(13) -0.0010(12) -0.0017(12) N3 0.0241(13) 0.0345(15) 0.0365(14) 0.0026(12) -0.0030(11) -0.0070(11) N4 0.0221(13) 0.0345(15) 0.0370(14) 0.0000(12) -0.0017(11) 0.0016(12) N5 0.0296(14) 0.0312(14) 0.0341(14) 0.0014(11) 0.0015(11) 0.0033(11) C1 0.0384(19) 0.0365(18) 0.0338(17) 0.0080(14) 0.0010(14) 0.0031(15) C2 0.051(2) 0.0318(18) 0.045(2) 0.0075(16) -0.0001(17) -0.0051(16) C3 0.044(2) 0.0372(19) 0.044(2) -0.0010(16) -0.0061(16) 0.0074(16) C4 0.0373(19) 0.048(2) 0.0424(19) -0.0115(17) 0.0024(15) 0.0038(16) C5 0.0260(17) 0.052(2) 0.048(2) -0.0066(17) 0.0039(15) -0.0013(15) C6 0.0242(16) 0.0365(18) 0.0316(16) 0.0033(14) -0.0043(13) 0.0043(13) C7 0.0210(15) 0.0406(18) 0.0308(16) 0.0038(14) -0.0017(13) 0.0045(14) C8 0.0281(16) 0.0368(18) 0.0323(16) -0.0016(14) 0.0048(13) -0.0035(14) C9 0.0310(18) 0.054(2) 0.0314(17) -0.0025(15) 0.0004(13) -0.0053(16) C10 0.046(2) 0.059(2) 0.045(2) -0.0086(18) -0.0058(16) -0.0195(19) C11 0.070(3) 0.042(2) 0.054(2) -0.0073(18) -0.009(2) -0.017(2) C12 0.056(2) 0.037(2) 0.050(2) -0.0037(17) -0.0032(17) -0.0074(17) C13 0.0344(18) 0.0397(19) 0.0339(17) -0.0018(14) 0.0027(14) -0.0061(15) C14 0.0393(19) 0.0316(18) 0.0337(17) 0.0040(15) 0.0064(14) 0.0050(15) C15 0.0344(17) 0.0315(17) 0.0309(16) -0.0002(14) 0.0067(13) 0.0052(14) C16 0.046(2) 0.0345(18) 0.0358(18) 0.0027(15) -0.0009(15) 0.0092(16) C17 0.046(2) 0.049(2) 0.0352(18) 0.0028(16) -0.0066(15) 0.0139(17) C18 0.0342(18) 0.051(2) 0.0353(17) 0.0024(16) -0.0037(14) 0.0078(15) C19 0.0240(16) 0.0385(18) 0.0308(16) -0.0030(14) 0.0014(12) 0.0042(13) C20 0.0243(17) 0.0410(18) 0.0305(16) -0.0052(14) 0.0035(13) 0.0051(14) C21 0.0257(16) 0.0351(17) 0.0337(17) 0.0020(14) 0.0036(13) -0.0030(14) C22 0.0330(18) 0.0409(19) 0.0394(18) -0.0017(16) 0.0009(14) -0.0053(15) C23 0.047(2) 0.039(2) 0.047(2) -0.0027(17) 0.0037(17) -0.0123(16) C24 0.054(2) 0.0314(19) 0.050(2) 0.0086(16) 0.0108(17) 0.0004(17) C25 0.0399(19) 0.044(2) 0.0309(17) 0.0069(15) 0.0053(14) -0.0004(15) C26 0.0230(15) 0.0333(17) 0.0342(17) -0.0013(14) 0.0038(13) -0.0029(13) C27 0.0299(18) 0.0383(18) 0.0334(16) 0.0045(14) 0.0030(13) 0.0034(15) C28 0.0351(18) 0.0320(17) 0.0332(17) 0.0009(13) -0.0072(14) 0.0020(14) C29 0.0366(18) 0.0370(18) 0.0411(18) 0.0009(15) -0.0038(14) -0.0011(15) C30 0.044(2) 0.046(2) 0.055(2) 0.0041(18) -0.0104(17) -0.0063(17) C31 0.063(3) 0.038(2) 0.058(2) -0.0020(18) -0.022(2) -0.0004(19) C32 0.059(2) 0.046(2) 0.052(2) -0.0084(18) -0.0086(18) 0.0095(19) C33 0.046(2) 0.044(2) 0.044(2) -0.0033(17) -0.0011(16) 0.0058(17) S100 0.0341(5) 0.0568(6) 0.0483(5) -0.0151(4) -0.0027(4) 0.0049(4) O100 0.0291(13) 0.0783(17) 0.0658(17) -0.0300(14) -0.0023(11) 0.0089(12) C100 0.061(3) 0.051(2) 0.078(3) 0.003(2) 0.011(2) 0.006(2) C101 0.042(2) 0.072(3) 0.058(2) 0.005(2) 0.0083(17) 0.0066(19) _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 C7 1.243(3) . ? O2 C14 1.230(3) . ? O3 C20 1.233(3) . ? O4 C27 1.230(3) . ? N1 C7 1.346(4) . ? N1 C8 1.422(4) . ? N1 H1N 0.89(3) . ? N2 C14 1.342(4) . ? N2 C13 1.417(4) . ? N2 H2N 0.89(3) . ? N3 C20 1.345(4) . ? N3 C21 1.408(4) . ? N3 H3N 0.84(3) . ? N4 C27 1.353(4) . ? N4 C26 1.423(4) . ? N4 H4N 0.86(3) . ? N5 C15 1.338(4) . ? N5 C19 1.342(4) . ? C1 C2 1.383(4) . ? C1 C6 1.388(4) . ? C1 H1 0.9500 . ? C2 C3 1.389(4) . ? C2 H2 0.9500 . ? C3 C4 1.378(4) . ? C3 H3 0.9500 . ? C4 C5 1.382(4) . ? C4 H4 0.9500 . ? C5 C6 1.390(4) . ? C5 H5 0.9500 . ? C6 C7 1.495(4) . ? C8 C13 1.395(4) . ? C8 C9 1.397(4) . ? C9 C10 1.372(5) . ? C9 H9 0.9500 . ? C10 C11 1.372(5) . ? C10 H10 0.9500 . ? C11 C12 1.381(5) . ? C11 H11 0.9500 . ? C12 C13 1.391(4) . ? C12 H12 0.9500 . ? C14 C15 1.512(4) . ? C15 C16 1.379(4) . ? C16 C17 1.380(4) . ? C16 H16 0.9500 . ? C17 C18 1.381(4) . ? C17 H17 0.9500 . ? C18 C19 1.383(4) . ? C18 H18 0.9500 . ? C19 C20 1.501(4) . ? C21 C22 1.387(4) . ? C21 C26 1.408(4) . ? C22 C23 1.378(4) . ? C22 H22 0.9500 . ? C23 C24 1.384(5) . ? C23 H23 0.9500 . ? C24 C25 1.382(4) . ? C24 H24 0.9500 . ? C25 C26 1.379(4) . ? C25 H25 0.9500 . ? C27 C28 1.493(4) . ? C28 C29 1.387(4) . ? C28 C33 1.400(4) . ? C29 C30 1.386(4) . ? C29 H29 0.9500 . ? C30 C31 1.372(5) . ? C30 H30 0.9500 . ? C31 C32 1.382(5) . ? C31 H31 0.9500 . ? C32 C33 1.377(5) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? S100 O100 1.505(2) . ? S100 C101 1.778(4) . ? S100 C100 1.782(4) . ? C100 H10A 0.9800 . ? C100 H10B 0.9800 . ? C100 H10C 0.9800 . ? C101 H10D 0.9800 . ? C101 H10E 0.9800 . ? C101 H10F 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 C7 N1 C8 126.7(3) . . ? C7 N1 H1N 120(2) . . ? C8 N1 H1N 113(2) . . ? C14 N2 C13 127.4(3) . . ? C14 N2 H2N 119(2) . . ? C13 N2 H2N 113(2) . . ? C20 N3 C21 128.2(3) . . ? C20 N3 H3N 115(2) . . ? C21 N3 H3N 116(2) . . ? C27 N4 C26 122.1(2) . . ? C27 N4 H4N 120(2) . . ? C26 N4 H4N 117(2) . . ? C15 N5 C19 117.7(3) . . ? C2 C1 C6 121.0(3) . . ? C2 C1 H1 119.5 . . ? C6 C1 H1 119.5 . . ? C1 C2 C3 119.8(3) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C4 C3 C2 119.5(3) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 120.6(3) . . ? C3 C4 H4 119.7 . . ? C5 C4 H4 119.7 . . ? C4 C5 C6 120.5(3) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C1 C6 C5 118.6(3) . . ? C1 C6 C7 118.0(3) . . ? C5 C6 C7 123.0(3) . . ? O1 C7 N1 122.1(3) . . ? O1 C7 C6 120.6(3) . . ? N1 C7 C6 117.3(2) . . ? C13 C8 C9 119.2(3) . . ? C13 C8 N1 123.7(3) . . ? C9 C8 N1 116.9(3) . . ? C10 C9 C8 120.7(3) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C11 C10 C9 120.1(3) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C11 C12 120.3(3) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C13 120.5(3) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C12 C13 C8 119.2(3) . . ? C12 C13 N2 120.9(3) . . ? C8 C13 N2 119.9(3) . . ? O2 C14 N2 126.7(3) . . ? O2 C14 C15 119.9(3) . . ? N2 C14 C15 113.4(3) . . ? N5 C15 C16 123.3(3) . . ? N5 C15 C14 116.3(3) . . ? C16 C15 C14 120.4(3) . . ? C15 C16 C17 117.9(3) . . ? C15 C16 H16 121.0 . . ? C17 C16 H16 121.0 . . ? C16 C17 C18 120.1(3) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C17 C18 C19 118.0(3) . . ? C17 C18 H18 121.0 . . ? C19 C18 H18 121.0 . . ? N5 C19 C18 123.0(3) . . ? N5 C19 C20 116.4(3) . . ? C18 C19 C20 120.6(3) . . ? O3 C20 N3 124.5(3) . . ? O3 C20 C19 121.4(3) . . ? N3 C20 C19 114.0(3) . . ? C22 C21 C26 119.4(3) . . ? C22 C21 N3 122.1(3) . . ? C26 C21 N3 118.3(3) . . ? C23 C22 C21 120.2(3) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C22 C23 C24 120.2(3) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? C25 C24 C23 120.1(3) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C26 C25 C24 120.4(3) . . ? C26 C25 H25 119.8 . . ? C24 C25 H25 119.8 . . ? C25 C26 C21 119.5(3) . . ? C25 C26 N4 120.0(3) . . ? C21 C26 N4 120.4(3) . . ? O4 C27 N4 122.8(3) . . ? O4 C27 C28 121.1(3) . . ? N4 C27 C28 116.1(3) . . ? C29 C28 C33 119.0(3) . . ? C29 C28 C27 122.6(3) . . ? C33 C28 C27 118.3(3) . . ? C30 C29 C28 120.2(3) . . ? C30 C29 H29 119.9 . . ? C28 C29 H29 119.9 . . ? C31 C30 C29 120.1(3) . . ? C31 C30 H30 120.0 . . ? C29 C30 H30 120.0 . . ? C30 C31 C32 120.5(3) . . ? C30 C31 H31 119.7 . . ? C32 C31 H31 119.7 . . ? C33 C32 C31 119.8(3) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C32 C33 C28 120.4(3) . . ? C32 C33 H33 119.8 . . ? C28 C33 H33 119.8 . . ? O100 S100 C101 106.86(16) . . ? O100 S100 C100 106.49(16) . . ? C101 S100 C100 97.65(18) . . ? S100 C100 H10A 109.5 . . ? S100 C100 H10B 109.5 . . ? H10A C100 H10B 109.5 . . ? S100 C100 H10C 109.5 . . ? H10A C100 H10C 109.5 . . ? H10B C100 H10C 109.5 . . ? S100 C101 H10D 109.5 . . ? S100 C101 H10E 109.5 . . ? H10D C101 H10E 109.5 . . ? S100 C101 H10F 109.5 . . ? H10D C101 H10F 109.5 . . ? H10E C101 H10F 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 C6 C1 C2 C3 -0.6(5) . . . . ? C1 C2 C3 C4 0.9(5) . . . . ? C2 C3 C4 C5 -0.4(5) . . . . ? C3 C4 C5 C6 -0.3(5) . . . . ? C2 C1 C6 C5 -0.2(4) . . . . ? C2 C1 C6 C7 172.6(3) . . . . ? C4 C5 C6 C1 0.6(4) . . . . ? C4 C5 C6 C7 -171.7(3) . . . . ? C8 N1 C7 O1 -2.0(5) . . . . ? C8 N1 C7 C6 175.9(3) . . . . ? C1 C6 C7 O1 -18.4(4) . . . . ? C5 C6 C7 O1 154.0(3) . . . . ? C1 C6 C7 N1 163.7(3) . . . . ? C5 C6 C7 N1 -23.9(4) . . . . ? C7 N1 C8 C13 -53.4(4) . . . . ? C7 N1 C8 C9 131.6(3) . . . . ? C13 C8 C9 C10 -3.4(4) . . . . ? N1 C8 C9 C10 171.8(3) . . . . ? C8 C9 C10 C11 1.3(5) . . . . ? C9 C10 C11 C12 1.7(5) . . . . ? C10 C11 C12 C13 -2.6(6) . . . . ? C11 C12 C13 C8 0.4(5) . . . . ? C11 C12 C13 N2 178.6(3) . . . . ? C9 C8 C13 C12 2.5(4) . . . . ? N1 C8 C13 C12 -172.3(3) . . . . ? C9 C8 C13 N2 -175.6(3) . . . . ? N1 C8 C13 N2 9.5(4) . . . . ? C14 N2 C13 C12 22.1(5) . . . . ? C14 N2 C13 C8 -159.8(3) . . . . ? C13 N2 C14 O2 13.4(5) . . . . ? C13 N2 C14 C15 -166.7(3) . . . . ? C19 N5 C15 C16 1.0(4) . . . . ? C19 N5 C15 C14 178.4(2) . . . . ? O2 C14 C15 N5 -170.9(3) . . . . ? N2 C14 C15 N5 9.2(4) . . . . ? O2 C14 C15 C16 6.6(4) . . . . ? N2 C14 C15 C16 -173.3(3) . . . . ? N5 C15 C16 C17 0.5(4) . . . . ? C14 C15 C16 C17 -176.9(3) . . . . ? C15 C16 C17 C18 -1.7(4) . . . . ? C16 C17 C18 C19 1.4(5) . . . . ? C15 N5 C19 C18 -1.2(4) . . . . ? C15 N5 C19 C20 178.8(2) . . . . ? C17 C18 C19 N5 0.0(5) . . . . ? C17 C18 C19 C20 180.0(3) . . . . ? C21 N3 C20 O3 3.1(5) . . . . ? C21 N3 C20 C19 -177.7(3) . . . . ? N5 C19 C20 O3 -170.0(3) . . . . ? C18 C19 C20 O3 10.0(4) . . . . ? N5 C19 C20 N3 10.8(4) . . . . ? C18 C19 C20 N3 -169.1(3) . . . . ? C20 N3 C21 C22 32.7(4) . . . . ? C20 N3 C21 C26 -152.3(3) . . . . ? C26 C21 C22 C23 -4.3(4) . . . . ? N3 C21 C22 C23 170.6(3) . . . . ? C21 C22 C23 C24 -0.3(5) . . . . ? C22 C23 C24 C25 3.4(5) . . . . ? C23 C24 C25 C26 -1.9(5) . . . . ? C24 C25 C26 C21 -2.7(4) . . . . ? C24 C25 C26 N4 -179.9(3) . . . . ? C22 C21 C26 C25 5.8(4) . . . . ? N3 C21 C26 C25 -169.3(3) . . . . ? C22 C21 C26 N4 -177.1(3) . . . . ? N3 C21 C26 N4 7.8(4) . . . . ? C27 N4 C26 C25 -120.4(3) . . . . ? C27 N4 C26 C21 62.5(4) . . . . ? C26 N4 C27 O4 -0.6(4) . . . . ? C26 N4 C27 C28 -179.9(2) . . . . ? O4 C27 C28 C29 -142.1(3) . . . . ? N4 C27 C28 C29 37.3(4) . . . . ? O4 C27 C28 C33 35.1(4) . . . . ? N4 C27 C28 C33 -145.6(3) . . . . ? C33 C28 C29 C30 -0.2(5) . . . . ? C27 C28 C29 C30 177.0(3) . . . . ? C28 C29 C30 C31 0.8(5) . . . . ? C29 C30 C31 C32 -0.3(5) . . . . ? C30 C31 C32 C33 -0.7(5) . . . . ? C31 C32 C33 C28 1.3(5) . . . . ? C29 C28 C33 C32 -0.8(5) . . . . ? C27 C28 C33 C32 -178.1(3) . . . . ? 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 N1 H1N O3 0.89(3) 1.98(3) 2.848(3) 163(3) 1_655 N2 H2N O1 0.89(3) 1.95(3) 2.759(3) 149(3) . N3 H3N N5 0.84(3) 2.22(3) 2.657(3) 113(3) . N3 H3N O1 0.84(3) 2.32(3) 3.031(3) 143(3) . N4 H4N O100 0.86(3) 2.04(3) 2.896(3) 171(3) 4_566 _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 66.64 _diffrn_measured_fraction_theta_full 0.945 _refine_diff_density_max 0.216 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.050