# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # 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_j286 _database_code_depnum_ccdc_archive 'CCDC 857023' #TrackingRef '- j286.cif' #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H40 N2' # Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' _chemical_formula_structural ? _chemical_formula_sum 'C34 H40 N2' _chemical_formula_iupac ? _chemical_formula_weight 476.68 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source N N 0.0311 0.0180 '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' C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 21/c' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,1/2-z 3 -x,-y,-z 4 x,1/2-y,1/2+z _cell_length_a 10.7984(2) _cell_length_b 14.4140(3) _cell_length_c 18.7238(3) _cell_angle_alpha 90 _cell_angle_beta 104.7734(19) _cell_angle_gamma 90 _cell_volume 2817.98(9) _cell_formula_units_Z 4 _cell_measurement_temperature 243 _cell_measurement_reflns_used 12090 _cell_measurement_theta_min 3.0633 _cell_measurement_theta_max 76.2158 _cell_special_details ; ; _exptl_crystal_description parallelepiped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.1902 _exptl_crystal_size_mid 0.1489 _exptl_crystal_size_min 0.1102 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.124 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.487 _exptl_crystal_density_meas_temp ? # Permitted for # analytical 'analytical from crystal shape' # Example: de Meulenaer&Tompa: ABST # cylinder 'cylindrical' # gaussian 'Gaussian from crystal shape' # Example: PLATON/ABSG # integration 'integration from crystal shape' # multi-scan 'symmetry-related measurements' # Example: SADABS, MULABS # none 'no absorption corr. applied' # numerical 'numerical from crystal shape' # psi-scan 'psi-scan corrections' # Example: PLATON/ABSP # refdelf 'refined from delta-F' # Example: SHELXA, # sphere 'spherical' # Example: PLATON/ABSS _exptl_absorpt_correction_T_min 0.933 _exptl_absorpt_correction_T_max 0.958 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ; _diffrn_ambient_temperature 243 _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_source 'SuperNova (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Single source at offset), Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3546 # number of measured reflections (redundant set) _diffrn_reflns_number 21665 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0176 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.92 _diffrn_reflns_theta_max 76.41 _diffrn_reflns_theta_full 76.41 _diffrn_measured_fraction_theta_max 0.980 _diffrn_measured_fraction_theta_full 0.980 _diffrn_reflns_reduction_process ; ; # number of unique reflections _reflns_number_total 5808 # number of observed reflections (> n sig(I)) _reflns_number_gt 4904 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) ; _computing_structure_solution 'SIR-97 (Altomare, 1999)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _refine_special_details ; Refinement on F^2^ for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0908P)^2^+0.4338P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # Permitted for _refine_ls_hydrogen_treatment : # refall - refined all H parameters # refxyz - refined H coordinates only # refU - refined H U only # noref - no refinement of H parameters # constr - H parameters constrained # mixed - some constrained, some independent # undef - H-atom parameters not defined _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack . _refine_ls_number_reflns 5808 _refine_ls_number_parameters 327 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0535 _refine_ls_wR_factor_ref 0.1659 _refine_ls_wR_factor_gt 0.1576 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.173 _refine_diff_density_min -0.178 _refine_diff_density_rms 0.036 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags N1 N Uani 0.83569(11) 0.23033(8) 0.26272(6) 1.000 0.0449(3) . . N2 N Uani 0.68812(11) 0.46943(8) 0.23807(6) 1.000 0.0461(3) . . C1 C Uani 0.78702(13) 0.31848(9) 0.28486(7) 1.000 0.0441(4) . . C2 C Uani 0.73934(13) 0.38180(9) 0.21691(7) 1.000 0.0442(4) . . C3 C Uani 0.78234(14) 0.53135(11) 0.28390(9) 1.000 0.0521(4) . . C4 C Uani 0.72107(14) 0.59824(10) 0.32753(8) 1.000 0.0486(4) . . C5 C Uani 0.62994(16) 0.56703(12) 0.36278(9) 1.000 0.0565(5) . . C6 C Uani 0.57781(17) 0.62757(13) 0.40492(9) 1.000 0.0605(5) . . C7 C Uani 0.61543(17) 0.71935(12) 0.41190(9) 1.000 0.0600(5) . . C8 C Uani 0.70589(17) 0.75070(12) 0.37735(10) 1.000 0.0616(5) . . C9 C Uani 0.75838(15) 0.69039(11) 0.33527(9) 1.000 0.0552(5) . . C10 C Uani 0.60492(15) 0.51904(11) 0.17567(9) 1.000 0.0538(5) . . C11 C Uani 0.47325(19) 0.47664(15) 0.15018(15) 1.000 0.0853(7) . . C12 C Uani 0.3855(2) 0.53078(19) 0.08843(15) 1.000 0.0996(9) . . C13 C Uani 0.83926(14) 0.39246(10) 0.17270(8) 1.000 0.0471(4) . . C14 C Uani 0.80326(17) 0.37931(12) 0.09649(9) 1.000 0.0580(5) . . C15 C Uani 0.8910(2) 0.38981(15) 0.05411(9) 1.000 0.0698(6) . . C16 C Uani 1.01539(19) 0.41357(14) 0.08691(10) 1.000 0.0678(6) . . C17 C Uani 1.05363(17) 0.42654(12) 0.16279(10) 1.000 0.0600(5) . . C18 C Uani 0.96639(15) 0.41636(11) 0.20520(8) 1.000 0.0512(4) . . C19 C Uani 0.68901(14) 0.30931(10) 0.33041(8) 1.000 0.0467(4) . . C20 C Uani 0.55971(15) 0.29022(11) 0.29876(8) 1.000 0.0524(4) . . C21 C Uani 0.47397(17) 0.28429(13) 0.34191(10) 1.000 0.0612(5) . . C22 C Uani 0.51413(19) 0.29660(15) 0.41745(10) 1.000 0.0691(6) . . C23 C Uani 0.6417(2) 0.31448(15) 0.45004(9) 1.000 0.0701(6) . . C24 C Uani 0.72815(16) 0.32065(12) 0.40659(8) 1.000 0.0574(5) . . C25 C Uani 0.73861(14) 0.16769(11) 0.21988(9) 1.000 0.0508(4) . . C26 C Uani 0.79067(14) 0.10436(10) 0.16959(8) 1.000 0.0493(4) . . C27 C Uani 0.73767(16) 0.01738(12) 0.15120(10) 1.000 0.0600(5) . . C28 C Uani 0.7778(2) -0.03831(14) 0.10080(12) 1.000 0.0763(7) . . C29 C Uani 0.8712(2) -0.00726(16) 0.06872(11) 1.000 0.0775(7) . . C30 C Uani 0.92615(18) 0.07878(15) 0.08756(10) 1.000 0.0672(6) . . C31 C Uani 0.88599(15) 0.13463(12) 0.13756(9) 1.000 0.0560(5) . . C32 C Uani 0.92278(14) 0.18146(11) 0.32384(8) 1.000 0.0511(4) . . C33 C Uani 1.05338(16) 0.22566(13) 0.34986(10) 1.000 0.0646(5) . . C34 C Uani 1.1420(2) 0.17111(17) 0.41061(12) 1.000 0.0800(7) . . H1 H Uiso 0.86200 0.35030 0.31700 1.000 0.0530 calc R H2 H Uiso 0.66580 0.34920 0.18410 1.000 0.0530 calc R H3A H Uiso 0.82510 0.56670 0.25240 1.000 0.0630 calc R H3B H Uiso 0.84750 0.49440 0.31820 1.000 0.0630 calc R H5 H Uiso 0.60360 0.50470 0.35800 1.000 0.0680 calc R H6 H Uiso 0.51670 0.60600 0.42880 1.000 0.0730 calc R H7 H Uiso 0.57950 0.76030 0.44010 1.000 0.0720 calc R H8 H Uiso 0.73210 0.81310 0.38230 1.000 0.0740 calc R H9 H Uiso 0.81990 0.71230 0.31180 1.000 0.0660 calc R H10A H Uiso 0.64530 0.51930 0.13440 1.000 0.0650 calc R H10B H Uiso 0.59640 0.58360 0.19010 1.000 0.0650 calc R H11A H Uiso 0.43460 0.47340 0.19210 1.000 0.1020 calc R H11B H Uiso 0.48140 0.41310 0.13330 1.000 0.1020 calc R H12A H Uiso 0.36910 0.59140 0.10650 1.000 0.1490 calc R H12B H Uiso 0.42580 0.53800 0.04800 1.000 0.1490 calc R H12C H Uiso 0.30520 0.49760 0.07110 1.000 0.1490 calc R H14 H Uiso 0.71820 0.36310 0.07330 1.000 0.0700 calc R H15 H Uiso 0.86480 0.38060 0.00280 1.000 0.0840 calc R H16 H Uiso 1.07450 0.42100 0.05820 1.000 0.0810 calc R H17 H Uiso 1.13910 0.44230 0.18550 1.000 0.0720 calc R H18 H Uiso 0.99320 0.42570 0.25650 1.000 0.0610 calc R H20 H Uiso 0.53090 0.28130 0.24750 1.000 0.0630 calc R H21 H Uiso 0.38730 0.27170 0.31970 1.000 0.0730 calc R H22 H Uiso 0.45500 0.29280 0.44650 1.000 0.0830 calc R H23 H Uiso 0.66990 0.32250 0.50150 1.000 0.0840 calc R H24 H Uiso 0.81490 0.33270 0.42910 1.000 0.0690 calc R H25A H Uiso 0.66790 0.20440 0.18990 1.000 0.0610 calc R H25B H Uiso 0.70430 0.12970 0.25380 1.000 0.0610 calc R H27 H Uiso 0.67380 -0.00420 0.17300 1.000 0.0720 calc R H28 H Uiso 0.74110 -0.09720 0.08870 1.000 0.0920 calc R H29 H Uiso 0.89770 -0.04440 0.03410 1.000 0.0930 calc R H30 H Uiso 0.99120 0.09960 0.06630 1.000 0.0810 calc R H31 H Uiso 0.92350 0.19330 0.14980 1.000 0.0670 calc R H32A H Uiso 0.93350 0.11770 0.30830 1.000 0.0610 calc R H32B H Uiso 0.88340 0.17850 0.36550 1.000 0.0610 calc R H33A H Uiso 1.09190 0.23090 0.30800 1.000 0.0780 calc R H33B H Uiso 1.04360 0.28850 0.36770 1.000 0.0780 calc R H34A H Uiso 1.14630 0.10740 0.39470 1.000 0.1200 calc R H34B H Uiso 1.10980 0.17240 0.45450 1.000 0.1200 calc R H34C H Uiso 1.22690 0.19840 0.42170 1.000 0.1200 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 N1 0.0447(6) 0.0426(6) 0.0459(6) -0.0029(4) 0.0091(5) 0.0017(5) N2 0.0443(6) 0.0427(6) 0.0495(6) -0.0035(5) 0.0088(5) 0.0019(5) C1 0.0443(6) 0.0437(7) 0.0433(6) -0.0034(5) 0.0093(5) 0.0007(5) C2 0.0448(7) 0.0434(7) 0.0432(6) -0.0025(5) 0.0091(5) 0.0005(5) C3 0.0457(7) 0.0501(8) 0.0608(8) -0.0098(6) 0.0140(6) -0.0008(6) C4 0.0450(7) 0.0483(7) 0.0509(7) -0.0045(6) 0.0091(6) 0.0025(6) C5 0.0584(8) 0.0508(8) 0.0626(9) -0.0045(7) 0.0194(7) -0.0029(7) C6 0.0631(9) 0.0653(10) 0.0573(8) -0.0029(7) 0.0233(7) 0.0008(8) C7 0.0667(9) 0.0601(9) 0.0544(8) -0.0085(7) 0.0174(7) 0.0084(7) C8 0.0667(10) 0.0493(8) 0.0697(10) -0.0103(7) 0.0192(8) -0.0015(7) C9 0.0526(8) 0.0516(8) 0.0627(9) -0.0053(7) 0.0171(7) -0.0028(6) C10 0.0533(8) 0.0481(8) 0.0579(8) 0.0032(6) 0.0101(6) 0.0050(6) C11 0.0586(10) 0.0689(12) 0.1104(16) 0.0188(11) -0.0112(10) -0.0025(9) C12 0.0726(13) 0.0917(16) 0.1106(18) 0.0153(14) -0.0205(13) 0.0075(12) C13 0.0527(7) 0.0426(7) 0.0472(7) 0.0005(5) 0.0148(6) 0.0052(6) C14 0.0615(9) 0.0641(9) 0.0472(7) -0.0004(7) 0.0117(6) 0.0076(7) C15 0.0805(12) 0.0845(13) 0.0476(8) 0.0026(8) 0.0222(8) 0.0171(10) C16 0.0723(11) 0.0752(11) 0.0657(10) 0.0080(8) 0.0356(9) 0.0140(9) C17 0.0562(8) 0.0590(9) 0.0695(10) -0.0008(7) 0.0246(7) 0.0037(7) C18 0.0540(8) 0.0499(8) 0.0514(7) -0.0015(6) 0.0166(6) 0.0028(6) C19 0.0519(7) 0.0440(7) 0.0448(7) -0.0009(5) 0.0134(6) 0.0031(6) C20 0.0536(8) 0.0559(8) 0.0482(7) -0.0030(6) 0.0141(6) 0.0020(6) C21 0.0551(8) 0.0670(10) 0.0651(9) 0.0003(8) 0.0219(7) 0.0008(7) C22 0.0734(11) 0.0811(12) 0.0622(9) 0.0018(9) 0.0344(9) 0.0044(9) C23 0.0797(12) 0.0878(13) 0.0451(8) -0.0016(8) 0.0204(8) 0.0058(10) C24 0.0583(8) 0.0661(10) 0.0465(7) -0.0033(7) 0.0112(6) 0.0028(7) C25 0.0464(7) 0.0490(8) 0.0564(8) -0.0081(6) 0.0121(6) -0.0012(6) C26 0.0465(7) 0.0492(8) 0.0486(7) -0.0050(6) 0.0054(6) 0.0063(6) C27 0.0567(9) 0.0530(9) 0.0675(9) -0.0105(7) 0.0106(7) 0.0013(7) C28 0.0741(11) 0.0635(11) 0.0853(13) -0.0278(10) 0.0092(10) 0.0044(9) C29 0.0754(12) 0.0875(14) 0.0674(10) -0.0266(10) 0.0141(9) 0.0203(10) C30 0.0611(9) 0.0841(12) 0.0574(9) -0.0058(8) 0.0168(7) 0.0149(9) C31 0.0526(8) 0.0594(9) 0.0548(8) -0.0041(7) 0.0113(6) 0.0052(7) C32 0.0527(8) 0.0482(7) 0.0511(7) 0.0029(6) 0.0109(6) 0.0045(6) C33 0.0533(8) 0.0650(10) 0.0688(10) 0.0071(8) 0.0035(7) 0.0011(7) C34 0.0630(10) 0.0940(15) 0.0730(11) 0.0123(10) -0.0008(9) 0.0068(10) _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.4743(18) . . yes N1 C25 1.459(2) . . yes N1 C32 1.4634(19) . . yes N2 C2 1.4731(18) . . yes N2 C3 1.457(2) . . yes N2 C10 1.466(2) . . yes C1 C2 1.5436(18) . . no C1 C19 1.525(2) . . no C2 C13 1.526(2) . . no C3 C4 1.520(2) . . no C4 C5 1.392(2) . . no C4 C9 1.385(2) . . no C5 C6 1.388(2) . . no C6 C7 1.380(3) . . no C7 C8 1.378(3) . . no C8 C9 1.388(2) . . no C10 C11 1.509(3) . . no C11 C12 1.512(4) . . no C13 C14 1.393(2) . . no C13 C18 1.396(2) . . no C14 C15 1.391(3) . . no C15 C16 1.370(3) . . no C16 C17 1.387(3) . . no C17 C18 1.386(2) . . no C19 C20 1.398(2) . . no C19 C24 1.390(2) . . no C20 C21 1.378(2) . . no C21 C22 1.381(3) . . no C22 C23 1.381(3) . . no C23 C24 1.389(3) . . no C25 C26 1.519(2) . . no C26 C27 1.385(2) . . no C26 C31 1.387(2) . . no C27 C28 1.390(3) . . no C28 C29 1.374(3) . . no C29 C30 1.381(3) . . no C30 C31 1.386(3) . . no C32 C33 1.511(2) . . no C33 C34 1.508(3) . . no C1 H1 0.9900 . . no C2 H2 0.9900 . . no C3 H3A 0.9800 . . no C3 H3B 0.9800 . . no C5 H5 0.9400 . . no C6 H6 0.9400 . . no C7 H7 0.9400 . . no C8 H8 0.9400 . . no C9 H9 0.9400 . . no C10 H10A 0.9800 . . no C10 H10B 0.9800 . . no C11 H11A 0.9800 . . no C11 H11B 0.9800 . . no C12 H12A 0.9700 . . no C12 H12B 0.9700 . . no C12 H12C 0.9700 . . no C14 H14 0.9400 . . no C15 H15 0.9400 . . no C16 H16 0.9400 . . no C17 H17 0.9400 . . no C18 H18 0.9400 . . no C20 H20 0.9400 . . no C21 H21 0.9400 . . no C22 H22 0.9400 . . no C23 H23 0.9400 . . no C24 H24 0.9400 . . no C25 H25A 0.9800 . . no C25 H25B 0.9800 . . no C27 H27 0.9400 . . no C28 H28 0.9400 . . no C29 H29 0.9400 . . no C30 H30 0.9400 . . no C31 H31 0.9400 . . no C32 H32A 0.9800 . . no C32 H32B 0.9800 . . no C33 H33A 0.9800 . . no C33 H33B 0.9800 . . no C34 H34A 0.9700 . . no C34 H34B 0.9700 . . no C34 H34C 0.9700 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C25 115.48(11) . . . yes C1 N1 C32 113.52(11) . . . yes C25 N1 C32 111.13(12) . . . yes C2 N2 C3 115.47(11) . . . yes C2 N2 C10 113.57(11) . . . yes C3 N2 C10 111.39(12) . . . yes N1 C1 C2 110.23(10) . . . yes N1 C1 C19 115.50(11) . . . yes C2 C1 C19 112.27(12) . . . no N2 C2 C1 110.76(10) . . . yes N2 C2 C13 115.18(11) . . . yes C1 C2 C13 111.92(12) . . . no N2 C3 C4 111.77(12) . . . yes C3 C4 C5 120.47(14) . . . no C3 C4 C9 120.65(14) . . . no C5 C4 C9 118.84(14) . . . no C4 C5 C6 120.30(16) . . . no C5 C6 C7 120.27(17) . . . no C6 C7 C8 119.77(16) . . . no C7 C8 C9 120.14(16) . . . no C4 C9 C8 120.68(15) . . . no N2 C10 C11 113.03(15) . . . yes C10 C11 C12 112.90(18) . . . no C2 C13 C14 119.39(14) . . . no C2 C13 C18 122.77(13) . . . no C14 C13 C18 117.83(15) . . . no C13 C14 C15 121.13(16) . . . no C14 C15 C16 120.27(16) . . . no C15 C16 C17 119.63(18) . . . no C16 C17 C18 120.28(17) . . . no C13 C18 C17 120.87(14) . . . no C1 C19 C20 122.72(13) . . . no C1 C19 C24 119.40(14) . . . no C20 C19 C24 117.88(14) . . . no C19 C20 C21 120.76(14) . . . no C20 C21 C22 120.67(17) . . . no C21 C22 C23 119.59(18) . . . no C22 C23 C24 119.79(15) . . . no C19 C24 C23 121.31(16) . . . no N1 C25 C26 112.66(13) . . . yes C25 C26 C27 120.24(14) . . . no C25 C26 C31 120.79(14) . . . no C27 C26 C31 118.85(15) . . . no C26 C27 C28 120.74(17) . . . no C27 C28 C29 119.97(19) . . . no C28 C29 C30 119.76(19) . . . no C29 C30 C31 120.41(18) . . . no C26 C31 C30 120.26(16) . . . no N1 C32 C33 114.22(13) . . . yes C32 C33 C34 112.59(16) . . . no N1 C1 H1 106.00 . . . no C2 C1 H1 106.00 . . . no C19 C1 H1 106.00 . . . no N2 C2 H2 106.00 . . . no C1 C2 H2 106.00 . . . no C13 C2 H2 106.00 . . . no N2 C3 H3A 109.00 . . . no N2 C3 H3B 109.00 . . . no C4 C3 H3A 109.00 . . . no C4 C3 H3B 109.00 . . . no H3A C3 H3B 108.00 . . . no C4 C5 H5 120.00 . . . no C6 C5 H5 120.00 . . . no C5 C6 H6 120.00 . . . no C7 C6 H6 120.00 . . . no C6 C7 H7 120.00 . . . no C8 C7 H7 120.00 . . . no C7 C8 H8 120.00 . . . no C9 C8 H8 120.00 . . . no C4 C9 H9 120.00 . . . no C8 C9 H9 120.00 . . . no N2 C10 H10A 109.00 . . . no N2 C10 H10B 109.00 . . . no C11 C10 H10A 109.00 . . . no C11 C10 H10B 109.00 . . . no H10A C10 H10B 108.00 . . . no C10 C11 H11A 109.00 . . . no C10 C11 H11B 109.00 . . . no C12 C11 H11A 109.00 . . . no C12 C11 H11B 109.00 . . . no H11A C11 H11B 108.00 . . . no C11 C12 H12A 109.00 . . . no C11 C12 H12B 109.00 . . . no C11 C12 H12C 109.00 . . . no H12A C12 H12B 110.00 . . . no H12A C12 H12C 109.00 . . . no H12B C12 H12C 109.00 . . . no C13 C14 H14 119.00 . . . no C15 C14 H14 119.00 . . . no C14 C15 H15 120.00 . . . no C16 C15 H15 120.00 . . . no C15 C16 H16 120.00 . . . no C17 C16 H16 120.00 . . . no C16 C17 H17 120.00 . . . no C18 C17 H17 120.00 . . . no C13 C18 H18 120.00 . . . no C17 C18 H18 120.00 . . . no C19 C20 H20 120.00 . . . no C21 C20 H20 120.00 . . . no C20 C21 H21 120.00 . . . no C22 C21 H21 120.00 . . . no C21 C22 H22 120.00 . . . no C23 C22 H22 120.00 . . . no C22 C23 H23 120.00 . . . no C24 C23 H23 120.00 . . . no C19 C24 H24 119.00 . . . no C23 C24 H24 119.00 . . . no N1 C25 H25A 109.00 . . . no N1 C25 H25B 109.00 . . . no C26 C25 H25A 109.00 . . . no C26 C25 H25B 109.00 . . . no H25A C25 H25B 108.00 . . . no C26 C27 H27 120.00 . . . no C28 C27 H27 120.00 . . . no C27 C28 H28 120.00 . . . no C29 C28 H28 120.00 . . . no C28 C29 H29 120.00 . . . no C30 C29 H29 120.00 . . . no C29 C30 H30 120.00 . . . no C31 C30 H30 120.00 . . . no C26 C31 H31 120.00 . . . no C30 C31 H31 120.00 . . . no N1 C32 H32A 109.00 . . . no N1 C32 H32B 109.00 . . . no C33 C32 H32A 109.00 . . . no C33 C32 H32B 109.00 . . . no H32A C32 H32B 108.00 . . . no C32 C33 H33A 109.00 . . . no C32 C33 H33B 109.00 . . . no C34 C33 H33A 109.00 . . . no C34 C33 H33B 109.00 . . . no H33A C33 H33B 108.00 . . . no C33 C34 H34A 109.00 . . . no C33 C34 H34B 109.00 . . . no C33 C34 H34C 109.00 . . . no H34A C34 H34B 109.00 . . . no H34A C34 H34C 109.00 . . . no H34B C34 H34C 110.00 . . . no 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 C25 N1 C1 C2 -70.85(15) . . . . no C32 N1 C1 C2 159.14(12) . . . . no C25 N1 C1 C19 57.71(15) . . . . no C32 N1 C1 C19 -72.30(15) . . . . no C25 N1 C32 C33 155.05(13) . . . . no C1 N1 C25 C26 152.90(12) . . . . no C32 N1 C25 C26 -75.95(15) . . . . no C1 N1 C32 C33 -72.79(16) . . . . no C10 N2 C2 C13 70.48(15) . . . . no C3 N2 C2 C1 68.33(15) . . . . no C10 N2 C3 C4 71.21(16) . . . . no C3 N2 C10 C11 -151.34(15) . . . . no C2 N2 C3 C4 -157.34(12) . . . . no C10 N2 C2 C1 -161.25(12) . . . . no C3 N2 C2 C13 -59.94(15) . . . . no C2 N2 C10 C11 76.24(18) . . . . no N1 C1 C19 C24 100.37(16) . . . . no C2 C1 C19 C20 47.59(18) . . . . no N1 C1 C19 C20 -79.95(17) . . . . no C19 C1 C2 C13 178.62(11) . . . . no N1 C1 C2 C13 -51.08(15) . . . . no C2 C1 C19 C24 -132.09(14) . . . . no N1 C1 C2 N2 178.90(11) . . . . no C19 C1 C2 N2 48.60(15) . . . . no N2 C2 C13 C14 -101.53(16) . . . . no C1 C2 C13 C18 -50.15(18) . . . . no N2 C2 C13 C18 77.54(17) . . . . no C1 C2 C13 C14 130.78(14) . . . . no N2 C3 C4 C5 43.70(19) . . . . no N2 C3 C4 C9 -138.78(15) . . . . no C3 C4 C5 C6 177.52(15) . . . . no C9 C4 C5 C6 0.0(2) . . . . no C3 C4 C9 C8 -177.61(15) . . . . no C5 C4 C9 C8 -0.1(2) . . . . no C4 C5 C6 C7 0.3(3) . . . . no C5 C6 C7 C8 -0.5(3) . . . . no C6 C7 C8 C9 0.4(3) . . . . no C7 C8 C9 C4 -0.1(3) . . . . no N2 C10 C11 C12 177.04(17) . . . . no C2 C13 C14 C15 178.99(16) . . . . no C14 C13 C18 C17 0.0(2) . . . . no C2 C13 C18 C17 -179.12(14) . . . . no C18 C13 C14 C15 -0.1(2) . . . . no C13 C14 C15 C16 -0.1(3) . . . . no C14 C15 C16 C17 0.4(3) . . . . no C15 C16 C17 C18 -0.6(3) . . . . no C16 C17 C18 C13 0.4(3) . . . . no C1 C19 C20 C21 -178.74(15) . . . . no C20 C19 C24 C23 -0.8(2) . . . . no C24 C19 C20 C21 0.9(2) . . . . no C1 C19 C24 C23 178.87(16) . . . . no C19 C20 C21 C22 -0.4(3) . . . . no C20 C21 C22 C23 -0.4(3) . . . . no C21 C22 C23 C24 0.5(3) . . . . no C22 C23 C24 C19 0.1(3) . . . . no N1 C25 C26 C27 150.88(14) . . . . no N1 C25 C26 C31 -33.3(2) . . . . no C25 C26 C27 C28 175.02(17) . . . . no C27 C26 C31 C30 0.6(2) . . . . no C31 C26 C27 C28 -0.9(3) . . . . no C25 C26 C31 C30 -175.27(16) . . . . no C26 C27 C28 C29 0.1(3) . . . . no C27 C28 C29 C30 0.9(3) . . . . no C28 C29 C30 C31 -1.2(3) . . . . no C29 C30 C31 C26 0.4(3) . . . . no N1 C32 C33 C34 -177.56(14) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag N1 C18 3.334(2) . . no N2 C20 3.270(2) . . no N1 H31 2.5800 . . no N2 H5 2.6800 . . no C3 C19 3.531(2) . . no C3 C30 3.508(3) . 2_755 no C3 C18 3.219(2) . . no C5 C10 3.513(2) . . no C10 C14 3.530(2) . . no C10 C5 3.513(2) . . no C13 C25 3.598(2) . . no C14 C10 3.530(2) . . no C18 C3 3.219(2) . . no C18 N1 3.334(2) . . no C19 C3 3.531(2) . . no C20 N2 3.270(2) . . no C20 C25 3.239(2) . . no C24 C32 3.536(2) . . no C25 C13 3.598(2) . . no C25 C20 3.239(2) . . no C30 C3 3.508(3) . 2_745 no C31 C32 3.475(2) . . no C32 C24 3.536(2) . . no C32 C31 3.475(2) . . no C1 H3B 2.6500 . . no C1 H33B 2.8400 . . no C1 H18 2.8700 . . no C2 H20 2.8500 . . no C2 H25A 2.6800 . . no C2 H11B 2.8600 . . no C3 H1 2.7700 . . no C3 H18 2.8900 . . no C4 H10B 2.5900 . . no C6 H25A 3.0000 . 2_655 no C7 H22 2.9400 . 3_666 no C7 H11B 3.0300 . 2_655 no C8 H20 3.0200 . 2_655 no C8 H11B 3.0700 . 2_655 no C11 H2 2.7300 . . no C12 H15 3.0800 . 3_665 no C13 H10A 2.7300 . . no C13 H3A 2.9500 . . no C13 H3B 3.0800 . . no C13 H31 3.0700 . . no C14 H10A 2.8500 . . no C14 H31 3.0300 . . no C16 H8 3.0100 . 2_745 no C17 H32A 2.8000 . 2_755 no C18 H3A 2.9100 . . no C18 H3B 2.9600 . . no C18 H1 2.7900 . . no C19 H25A 2.9900 . . no C19 H5 3.0500 . . no C19 H25B 2.9800 . . no C19 H32B 2.7700 . . no C20 H25A 2.8700 . . no C20 H2 2.8100 . . no C20 H25B 3.0300 . . no C21 H10B 3.0100 . 2_645 no C24 H5 3.0100 . . no C24 H32B 2.8700 . . no C25 H2 2.7600 . . no C25 H20 2.9300 . . no C26 H32A 2.6700 . . no C27 H6 3.0500 . 2_645 no C30 H3B 2.8900 . 2_745 no C31 H23 3.0500 . 4_554 no C33 H1 2.6900 . . no H1 C3 2.7700 . . no H1 C18 2.7900 . . no H1 C33 2.6900 . . no H1 H3B 2.0800 . . no H1 H18 2.3000 . . no H1 H24 2.3000 . . no H1 H33B 2.1400 . . no H2 C11 2.7300 . . no H2 C20 2.8100 . . no H2 C25 2.7600 . . no H2 H11B 2.1800 . . no H2 H14 2.2900 . . no H2 H20 2.3200 . . no H2 H25A 2.0900 . . no H3A C13 2.9500 . . no H3A C18 2.9100 . . no H3A H9 2.3800 . . no H3A H10B 2.4600 . . no H3B C1 2.6500 . . no H3B C13 3.0800 . . no H3B C18 2.9600 . . no H3B H1 2.0800 . . no H3B H18 2.3900 . . no H3B C30 2.8900 . 2_755 no H5 N2 2.6800 . . no H5 C19 3.0500 . . no H5 C24 3.0100 . . no H6 C27 3.0500 . 2_655 no H7 H11B 2.5900 . 2_655 no H7 H22 2.3700 . 3_666 no H8 C16 3.0100 . 2_755 no H9 H3A 2.3800 . . no H10A C13 2.7300 . . no H10A C14 2.8500 . . no H10A H12B 2.5200 . . no H10B C4 2.5900 . . no H10B H3A 2.4600 . . no H10B H12A 2.5500 . . no H10B C21 3.0100 . 2_655 no H11B C2 2.8600 . . no H11B H2 2.1800 . . no H11B C7 3.0300 . 2_645 no H11B C8 3.0700 . 2_645 no H11B H7 2.5900 . 2_645 no H12A H10B 2.5500 . . no H12B H10A 2.5200 . . no H14 H2 2.2900 . . no H15 C12 3.0800 . 3_665 no H16 H34B 2.4700 . 4_554 no H18 C1 2.8700 . . no H18 C3 2.8900 . . no H18 H1 2.3000 . . no H18 H3B 2.3900 . . no H20 C2 2.8500 . . no H20 C25 2.9300 . . no H20 H2 2.3200 . . no H20 H25A 2.3200 . . no H20 C8 3.0200 . 2_645 no H22 H28 2.5900 . 2_655 no H22 C7 2.9400 . 3_666 no H22 H7 2.3700 . 3_666 no H23 C31 3.0500 . 4_555 no H24 H1 2.3000 . . no H25A C2 2.6800 . . no H25A C19 2.9900 . . no H25A C20 2.8700 . . no H25A H2 2.0900 . . no H25A H20 2.3200 . . no H25A C6 3.0000 . 2_645 no H25B C19 2.9800 . . no H25B C20 3.0300 . . no H25B H27 2.4200 . . no H25B H32A 2.4300 . . no H25B H32B 2.5600 . . no H27 H25B 2.4200 . . no H28 H22 2.5900 . 2_645 no H29 H30 2.6000 . 3_755 no H30 H29 2.6000 . 3_755 no H31 N1 2.5800 . . no H31 C13 3.0700 . . no H31 C14 3.0300 . . no H32A C26 2.6700 . . no H32A H25B 2.4300 . . no H32A H34A 2.4500 . . no H32A C17 2.8000 . 2_745 no H32B C19 2.7700 . . no H32B C24 2.8700 . . no H32B H25B 2.5600 . . no H32B H34B 2.5900 . . no H33B C1 2.8400 . . no H33B H1 2.1400 . . no H34A H32A 2.4500 . . no H34B H32B 2.5900 . . no H34B H16 2.4700 . 4_555 no #===END