# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_5a #TrackingRef 'wezdeposit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H30 N6' _chemical_formula_sum 'C27 H30 N6' _chemical_formula_weight 438.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 11.2921(6) _cell_length_b 18.9103(13) _cell_length_c 11.3518(8) _cell_angle_alpha 90.00 _cell_angle_beta 96.286(4) _cell_angle_gamma 90.00 _cell_volume 2409.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2470 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 23.52 _exptl_crystal_description rod _exptl_crystal_colour ? _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.209 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9941 _exptl_absorpt_correction_T_max 0.9970 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 20460 _diffrn_reflns_av_R_equivalents 0.0612 _diffrn_reflns_av_sigmaI/netI 0.0794 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.81 _diffrn_reflns_theta_max 27.52 _reflns_number_total 5460 _reflns_number_gt 3288 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'OLEX2 (Dolomanov, 2009), SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Platon, Ortep' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0500P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5460 _refine_ls_number_parameters 418 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1081 _refine_ls_R_factor_gt 0.0494 _refine_ls_wR_factor_ref 0.1101 _refine_ls_wR_factor_gt 0.0911 _refine_ls_goodness_of_fit_ref 0.985 _refine_ls_restrained_S_all 0.985 _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 N1 N 1.17630(12) 0.67470(8) 0.08640(13) 0.0208(4) Uani 1 1 d . . . N2 N 1.07103(13) 0.67040(9) 0.13303(15) 0.0287(4) Uani 1 1 d . . . N3 N 1.06213(12) 0.60523(8) 0.17124(15) 0.0266(4) Uani 1 1 d . . . N10 N 1.48712(12) 0.37459(8) -0.02043(13) 0.0226(4) Uani 1 1 d . . . N11 N 1.46256(12) 0.34933(8) -0.12791(13) 0.0230(4) Uani 1 1 d . . . N12 N 1.34353(11) 0.35703(8) -0.15728(13) 0.0182(3) Uani 1 1 d . . . C4 C 1.16074(14) 0.56762(9) 0.14898(15) 0.0182(4) Uani 1 1 d . . . C5 C 1.23391(15) 0.61209(9) 0.09503(16) 0.0186(4) Uani 1 1 d . . . C6 C 1.17829(14) 0.49213(9) 0.17755(15) 0.0182(4) Uani 1 1 d . . . C7 C 1.27941(15) 0.46264(9) 0.15783(15) 0.0186(4) Uani 1 1 d . . . C8 C 1.37893(14) 0.43056(9) 0.13842(15) 0.0185(4) Uani 1 1 d . . . C9 C 1.38437(14) 0.39828(9) 0.02021(16) 0.0183(4) Uani 1 1 d . . . C13 C 1.29298(15) 0.38684(9) -0.06714(15) 0.0178(4) Uani 1 1 d . . . C14 C 1.20878(14) 0.73917(10) 0.03263(16) 0.0207(4) Uani 1 1 d . . . C15 C 1.17842(15) 0.80328(10) 0.07978(18) 0.0241(4) Uani 1 1 d . . . C16 C 1.20730(16) 0.86507(11) 0.02494(19) 0.0268(5) Uani 1 1 d . . . C17 C 1.26664(16) 0.86302(11) -0.07528(18) 0.0280(5) Uani 1 1 d . . . C18 C 1.29764(16) 0.79879(11) -0.12077(19) 0.0282(5) Uani 1 1 d . . . C19 C 1.26817(15) 0.73621(11) -0.06760(17) 0.0243(4) Uani 1 1 d . . . C20 C 1.08144(14) 0.44838(10) 0.23003(16) 0.0212(4) Uani 1 1 d . . . C21 C 0.96250(18) 0.45368(13) 0.1518(2) 0.0348(5) Uani 1 1 d . . . C22 C 1.0689(2) 0.47508(13) 0.3556(2) 0.0328(5) Uani 1 1 d . . . C23 C 1.11772(19) 0.37085(11) 0.2358(2) 0.0296(5) Uani 1 1 d . . . C24 C 1.48289(14) 0.42212(10) 0.23696(16) 0.0212(4) Uani 1 1 d . . . C25 C 1.50358(18) 0.34275(10) 0.25932(18) 0.0234(4) Uani 1 1 d . . . C26 C 1.45214(19) 0.45677(12) 0.35131(18) 0.0289(5) Uani 1 1 d . . . C27 C 1.59556(17) 0.45748(12) 0.2012(2) 0.0263(5) Uani 1 1 d . . . C28 C 1.28937(15) 0.33295(9) -0.27018(16) 0.0190(4) Uani 1 1 d . . . C29 C 1.16699(16) 0.32504(11) -0.28842(18) 0.0252(4) Uani 1 1 d . . . C30 C 1.11468(18) 0.30010(11) -0.39639(18) 0.0296(5) Uani 1 1 d . . . C31 C 1.18393(17) 0.28274(10) -0.48489(18) 0.0280(5) Uani 1 1 d . . . C32 C 1.30594(18) 0.29173(11) -0.46607(18) 0.0307(5) Uani 1 1 d . . . C33 C 1.35964(18) 0.31735(10) -0.35906(17) 0.0259(5) Uani 1 1 d . . . H13 H 1.2118(14) 0.3971(9) -0.0715(15) 0.015(4) Uiso 1 1 d . . . H19 H 1.2867(14) 0.6915(10) -0.0991(16) 0.018(5) Uiso 1 1 d . . . H30 H 1.0290(16) 0.2941(10) -0.4074(16) 0.030(5) Uiso 1 1 d . . . H29 H 1.1187(16) 0.3386(11) -0.2267(18) 0.036(6) Uiso 1 1 d . . . H25A H 1.5699(15) 0.3352(10) 0.3260(17) 0.029(5) Uiso 1 1 d . . . H15 H 1.1369(15) 0.8029(9) 0.1478(17) 0.022(5) Uiso 1 1 d . . . H27A H 1.6608(15) 0.4509(10) 0.2682(17) 0.026(5) Uiso 1 1 d . . . H26A H 1.3803(17) 0.4369(10) 0.3812(17) 0.033(6) Uiso 1 1 d . . . H27B H 1.5849(15) 0.5070(11) 0.1858(17) 0.026(5) Uiso 1 1 d . . . H25B H 1.5266(15) 0.3181(10) 0.1869(18) 0.032(5) Uiso 1 1 d . . . H26B H 1.4400(15) 0.5101(12) 0.3395(18) 0.038(6) Uiso 1 1 d . . . H21A H 0.9028(16) 0.4214(10) 0.1869(17) 0.030(5) Uiso 1 1 d . . . H5 H 1.3120(14) 0.6070(8) 0.0680(14) 0.010(4) Uiso 1 1 d . . . H25C H 1.4297(17) 0.3205(10) 0.2826(17) 0.030(5) Uiso 1 1 d . . . H21B H 0.9734(18) 0.4356(12) 0.069(2) 0.051(7) Uiso 1 1 d . . . H23A H 1.1916(17) 0.3632(10) 0.2890(19) 0.036(6) Uiso 1 1 d . . . H23B H 1.0550(16) 0.3419(10) 0.2714(17) 0.029(5) Uiso 1 1 d . . . H26C H 1.5178(16) 0.4497(10) 0.4120(18) 0.031(5) Uiso 1 1 d . . . H22A H 1.1463(18) 0.4714(11) 0.4090(19) 0.042(6) Uiso 1 1 d . . . H23C H 1.1286(17) 0.3520(11) 0.156(2) 0.043(6) Uiso 1 1 d . . . H21C H 0.9302(17) 0.5016(13) 0.149(2) 0.045(6) Uiso 1 1 d . . . H33 H 1.4433(16) 0.3245(10) -0.3457(17) 0.029(5) Uiso 1 1 d . . . H22B H 1.0087(16) 0.4454(11) 0.3932(18) 0.035(5) Uiso 1 1 d . . . H18 H 1.3401(16) 0.7959(10) -0.1911(18) 0.031(5) Uiso 1 1 d . . . H16 H 1.1860(15) 0.9097(11) 0.0543(17) 0.031(6) Uiso 1 1 d . . . H17 H 1.2887(15) 0.9066(11) -0.1122(17) 0.030(5) Uiso 1 1 d . . . H31 H 1.1466(16) 0.2633(11) -0.5604(19) 0.038(6) Uiso 1 1 d . . . H27C H 1.6237(16) 0.4357(11) 0.1259(19) 0.038(6) Uiso 1 1 d . . . H32 H 1.3560(17) 0.2781(11) -0.5302(19) 0.044(6) Uiso 1 1 d . . . H22C H 1.0376(18) 0.5251(13) 0.356(2) 0.051(7) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0161(8) 0.0223(9) 0.0245(9) 0.0016(7) 0.0050(6) 0.0027(6) N2 0.0205(8) 0.0259(9) 0.0423(11) 0.0047(8) 0.0149(7) 0.0032(7) N3 0.0224(8) 0.0217(9) 0.0374(10) 0.0044(8) 0.0115(7) 0.0043(7) N10 0.0196(8) 0.0269(9) 0.0216(9) -0.0033(7) 0.0036(6) 0.0022(6) N11 0.0168(8) 0.0295(10) 0.0226(9) -0.0024(8) 0.0017(6) 0.0024(6) N12 0.0144(7) 0.0205(8) 0.0196(8) 0.0006(7) 0.0021(6) 0.0024(6) C4 0.0133(8) 0.0221(10) 0.0193(9) -0.0028(8) 0.0025(7) 0.0018(7) C5 0.0152(9) 0.0207(10) 0.0198(10) -0.0013(8) 0.0011(7) 0.0027(7) C6 0.0177(9) 0.0206(10) 0.0157(9) -0.0021(8) 0.0000(7) 0.0000(7) C7 0.0239(10) 0.0174(10) 0.0142(9) 0.0026(8) 0.0008(7) -0.0025(8) C8 0.0194(9) 0.0165(9) 0.0197(9) 0.0019(8) 0.0030(7) -0.0004(7) C9 0.0169(9) 0.0165(10) 0.0222(10) 0.0024(8) 0.0050(7) 0.0033(7) C13 0.0160(9) 0.0179(10) 0.0203(10) 0.0011(8) 0.0059(7) 0.0024(7) C14 0.0143(9) 0.0225(11) 0.0248(10) 0.0028(9) 0.0003(7) 0.0015(7) C15 0.0173(10) 0.0290(11) 0.0261(11) -0.0005(10) 0.0022(8) 0.0014(8) C16 0.0216(10) 0.0203(11) 0.0365(12) 0.0017(10) -0.0049(8) 0.0020(8) C17 0.0227(10) 0.0254(12) 0.0346(12) 0.0097(10) -0.0029(8) -0.0026(8) C18 0.0242(10) 0.0307(12) 0.0300(12) 0.0071(10) 0.0049(9) 0.0013(8) C19 0.0230(10) 0.0225(11) 0.0276(11) 0.0011(9) 0.0030(8) 0.0033(8) C20 0.0193(9) 0.0228(11) 0.0219(10) -0.0001(9) 0.0040(7) -0.0007(7) C21 0.0227(11) 0.0363(14) 0.0442(15) 0.0111(12) -0.0026(9) -0.0074(10) C22 0.0363(13) 0.0362(14) 0.0281(12) -0.0042(11) 0.0143(10) -0.0091(10) C23 0.0300(12) 0.0269(12) 0.0329(13) 0.0039(10) 0.0072(10) -0.0034(9) C24 0.0209(9) 0.0214(10) 0.0205(10) -0.0031(8) -0.0002(7) 0.0008(7) C25 0.0243(11) 0.0228(11) 0.0227(11) 0.0010(9) 0.0004(8) 0.0022(8) C26 0.0270(11) 0.0345(13) 0.0241(11) -0.0053(10) -0.0025(9) 0.0061(10) C27 0.0232(10) 0.0257(12) 0.0293(12) 0.0011(10) -0.0007(9) -0.0018(8) C28 0.0230(10) 0.0162(9) 0.0179(9) 0.0028(8) 0.0021(7) 0.0028(7) C29 0.0218(10) 0.0299(12) 0.0239(11) 0.0007(9) 0.0028(8) 0.0042(8) C30 0.0247(11) 0.0317(12) 0.0307(12) 0.0013(10) -0.0042(9) 0.0009(9) C31 0.0395(12) 0.0223(11) 0.0208(11) 0.0015(9) -0.0035(9) -0.0007(9) C32 0.0414(13) 0.0300(12) 0.0221(11) -0.0012(10) 0.0096(9) 0.0028(9) C33 0.0264(11) 0.0269(12) 0.0253(11) -0.0010(9) 0.0065(8) 0.0007(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C5 1.349(2) . ? N1 N2 1.3556(19) . ? N1 C14 1.429(2) . ? N2 N3 1.314(2) . ? N3 C4 1.368(2) . ? N10 N11 1.311(2) . ? N10 C9 1.370(2) . ? N11 N12 1.3569(18) . ? N12 C13 1.349(2) . ? N12 C28 1.433(2) . ? C4 C5 1.370(2) . ? C4 C6 1.473(2) . ? C5 H5 0.969(15) . ? C6 C7 1.312(2) . ? C6 C20 1.542(2) . ? C7 C8 1.317(2) . ? C8 C9 1.482(2) . ? C8 C24 1.539(2) . ? C9 C13 1.368(2) . ? C13 H13 0.933(16) . ? C14 C15 1.383(3) . ? C14 C19 1.384(3) . ? C15 C16 1.380(3) . ? C15 H15 0.946(18) . ? C16 C17 1.383(3) . ? C16 H16 0.95(2) . ? C17 C18 1.380(3) . ? C17 H17 0.97(2) . ? C18 C19 1.385(3) . ? C18 H18 0.976(19) . ? C19 H19 0.950(18) . ? C20 C23 1.522(3) . ? C20 C21 1.530(3) . ? C20 C22 1.534(3) . ? C21 H21A 1.023(19) . ? C21 H21B 1.02(2) . ? C21 H21C 0.98(2) . ? C22 H22A 1.01(2) . ? C22 H22B 1.01(2) . ? C22 H22C 1.01(2) . ? C23 H23A 0.98(2) . ? C23 H23B 1.013(19) . ? C23 H23C 0.99(2) . ? C24 C26 1.528(3) . ? C24 C27 1.531(3) . ? C24 C25 1.536(3) . ? C25 H25A 1.015(19) . ? C25 H25B 1.00(2) . ? C25 H25C 0.995(19) . ? C26 H26A 0.988(19) . ? C26 H26B 1.02(2) . ? C26 H26C 0.96(2) . ? C27 H27A 1.007(18) . ? C27 H27B 0.96(2) . ? C27 H27C 1.03(2) . ? C28 C33 1.382(2) . ? C28 C29 1.383(2) . ? C29 C30 1.384(3) . ? C29 H29 0.968(19) . ? C30 C31 1.379(3) . ? C30 H30 0.969(18) . ? C31 C32 1.381(3) . ? C31 H31 0.98(2) . ? C32 C33 1.384(3) . ? C32 H32 1.00(2) . ? C33 H33 0.950(18) . ? 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 C5 N1 N2 110.83(15) . . ? C5 N1 C14 129.44(14) . . ? N2 N1 C14 119.66(14) . . ? N3 N2 N1 106.68(13) . . ? N2 N3 C4 109.48(14) . . ? N11 N10 C9 109.38(13) . . ? N10 N11 N12 107.00(13) . . ? C13 N12 N11 110.41(14) . . ? C13 N12 C28 129.57(14) . . ? N11 N12 C28 120.00(13) . . ? N3 C4 C5 107.85(16) . . ? N3 C4 C6 123.78(15) . . ? C5 C4 C6 128.35(15) . . ? N1 C5 C4 105.16(15) . . ? N1 C5 H5 120.8(10) . . ? C4 C5 H5 134.0(10) . . ? C7 C6 C4 118.25(15) . . ? C7 C6 C20 120.34(16) . . ? C4 C6 C20 121.41(14) . . ? C6 C7 C8 177.73(18) . . ? C7 C8 C9 117.53(15) . . ? C7 C8 C24 121.56(16) . . ? C9 C8 C24 120.78(14) . . ? C13 C9 N10 107.69(15) . . ? C13 C9 C8 128.24(15) . . ? N10 C9 C8 124.08(15) . . ? N12 C13 C9 105.53(15) . . ? N12 C13 H13 122.8(10) . . ? C9 C13 H13 131.7(10) . . ? C15 C14 C19 121.10(18) . . ? C15 C14 N1 119.76(16) . . ? C19 C14 N1 119.13(17) . . ? C16 C15 C14 119.12(18) . . ? C16 C15 H15 122.5(11) . . ? C14 C15 H15 118.3(11) . . ? C15 C16 C17 120.5(2) . . ? C15 C16 H16 121.0(12) . . ? C17 C16 H16 118.5(12) . . ? C18 C17 C16 119.9(2) . . ? C18 C17 H17 119.9(11) . . ? C16 C17 H17 120.2(11) . . ? C17 C18 C19 120.40(19) . . ? C17 C18 H18 121.5(12) . . ? C19 C18 H18 118.1(12) . . ? C14 C19 C18 119.00(19) . . ? C14 C19 H19 119.5(11) . . ? C18 C19 H19 121.5(11) . . ? C23 C20 C21 107.65(17) . . ? C23 C20 C22 109.18(17) . . ? C21 C20 C22 110.73(17) . . ? C23 C20 C6 109.55(14) . . ? C21 C20 C6 110.79(15) . . ? C22 C20 C6 108.90(15) . . ? C20 C21 H21A 108.0(11) . . ? C20 C21 H21B 109.0(12) . . ? H21A C21 H21B 108.0(16) . . ? C20 C21 H21C 112.4(13) . . ? H21A C21 H21C 107.9(16) . . ? H21B C21 H21C 111.4(19) . . ? C20 C22 H22A 111.9(12) . . ? C20 C22 H22B 110.1(11) . . ? H22A C22 H22B 106.6(16) . . ? C20 C22 H22C 112.1(13) . . ? H22A C22 H22C 110.2(17) . . ? H22B C22 H22C 105.5(16) . . ? C20 C23 H23A 112.0(12) . . ? C20 C23 H23B 109.9(11) . . ? H23A C23 H23B 105.0(16) . . ? C20 C23 H23C 111.5(12) . . ? H23A C23 H23C 108.9(16) . . ? H23B C23 H23C 109.3(16) . . ? C26 C24 C27 108.11(16) . . ? C26 C24 C25 108.87(16) . . ? C27 C24 C25 110.78(15) . . ? C26 C24 C8 110.30(15) . . ? C27 C24 C8 110.60(15) . . ? C25 C24 C8 108.17(15) . . ? C24 C25 H25A 110.3(11) . . ? C24 C25 H25B 111.5(11) . . ? H25A C25 H25B 108.0(14) . . ? C24 C25 H25C 109.8(11) . . ? H25A C25 H25C 108.3(15) . . ? H25B C25 H25C 108.8(16) . . ? C24 C26 H26A 113.6(11) . . ? C24 C26 H26B 110.5(12) . . ? H26A C26 H26B 108.5(15) . . ? C24 C26 H26C 108.6(11) . . ? H26A C26 H26C 107.3(16) . . ? H26B C26 H26C 108.1(16) . . ? C24 C27 H27A 107.8(10) . . ? C24 C27 H27B 112.6(10) . . ? H27A C27 H27B 109.1(15) . . ? C24 C27 H27C 112.7(11) . . ? H27A C27 H27C 108.1(14) . . ? H27B C27 H27C 106.5(16) . . ? C33 C28 C29 120.78(18) . . ? C33 C28 N12 119.87(15) . . ? C29 C28 N12 119.34(16) . . ? C28 C29 C30 119.48(18) . . ? C28 C29 H29 119.7(12) . . ? C30 C29 H29 120.8(12) . . ? C31 C30 C29 120.36(18) . . ? C31 C30 H30 121.1(11) . . ? C29 C30 H30 118.5(11) . . ? C30 C31 C32 119.58(19) . . ? C30 C31 H31 120.0(11) . . ? C32 C31 H31 120.4(11) . . ? C31 C32 C33 120.82(19) . . ? C31 C32 H32 119.2(12) . . ? C33 C32 H32 119.9(12) . . ? C28 C33 C32 118.94(18) . . ? C28 C33 H33 119.5(12) . . ? C32 C33 H33 121.5(12) . . ? 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 C5 N1 N2 N3 0.1(2) . . . . ? C14 N1 N2 N3 177.34(16) . . . . ? N1 N2 N3 C4 -0.3(2) . . . . ? C9 N10 N11 N12 0.33(19) . . . . ? N10 N11 N12 C13 -0.49(19) . . . . ? N10 N11 N12 C28 -179.03(15) . . . . ? N2 N3 C4 C5 0.3(2) . . . . ? N2 N3 C4 C6 -178.29(17) . . . . ? N2 N1 C5 C4 0.1(2) . . . . ? C14 N1 C5 C4 -176.80(17) . . . . ? N3 C4 C5 N1 -0.26(19) . . . . ? C6 C4 C5 N1 178.28(17) . . . . ? N3 C4 C6 C7 -176.42(17) . . . . ? C5 C4 C6 C7 5.3(3) . . . . ? N3 C4 C6 C20 3.2(3) . . . . ? C5 C4 C6 C20 -175.12(17) . . . . ? C4 C6 C7 C8 -164(5) . . . . ? C20 C6 C7 C8 16(5) . . . . ? C6 C7 C8 C9 75(5) . . . . ? C6 C7 C8 C24 -100(5) . . . . ? N11 N10 C9 C13 -0.1(2) . . . . ? N11 N10 C9 C8 -179.67(16) . . . . ? C7 C8 C9 C13 -11.8(3) . . . . ? C24 C8 C9 C13 164.08(18) . . . . ? C7 C8 C9 N10 167.77(16) . . . . ? C24 C8 C9 N10 -16.4(3) . . . . ? N11 N12 C13 C9 0.45(19) . . . . ? C28 N12 C13 C9 178.80(17) . . . . ? N10 C9 C13 N12 -0.24(19) . . . . ? C8 C9 C13 N12 179.36(17) . . . . ? C5 N1 C14 C15 -147.19(18) . . . . ? N2 N1 C14 C15 36.1(2) . . . . ? C5 N1 C14 C19 34.1(3) . . . . ? N2 N1 C14 C19 -142.53(17) . . . . ? C19 C14 C15 C16 0.5(3) . . . . ? N1 C14 C15 C16 -178.13(16) . . . . ? C14 C15 C16 C17 -0.5(3) . . . . ? C15 C16 C17 C18 -0.2(3) . . . . ? C16 C17 C18 C19 0.9(3) . . . . ? C15 C14 C19 C18 0.2(3) . . . . ? N1 C14 C19 C18 178.84(16) . . . . ? C17 C18 C19 C14 -0.9(3) . . . . ? C7 C6 C20 C23 -7.4(2) . . . . ? C4 C6 C20 C23 173.00(16) . . . . ? C7 C6 C20 C21 -126.01(19) . . . . ? C4 C6 C20 C21 54.4(2) . . . . ? C7 C6 C20 C22 112.0(2) . . . . ? C4 C6 C20 C22 -67.6(2) . . . . ? C7 C8 C24 C26 -1.3(3) . . . . ? C9 C8 C24 C26 -176.92(17) . . . . ? C7 C8 C24 C27 -120.80(19) . . . . ? C9 C8 C24 C27 63.5(2) . . . . ? C7 C8 C24 C25 117.72(19) . . . . ? C9 C8 C24 C25 -57.9(2) . . . . ? C13 N12 C28 C33 166.70(18) . . . . ? N11 N12 C28 C33 -15.1(2) . . . . ? C13 N12 C28 C29 -13.8(3) . . . . ? N11 N12 C28 C29 164.38(16) . . . . ? C33 C28 C29 C30 1.1(3) . . . . ? N12 C28 C29 C30 -178.39(17) . . . . ? C28 C29 C30 C31 0.5(3) . . . . ? C29 C30 C31 C32 -1.3(3) . . . . ? C30 C31 C32 C33 0.6(3) . . . . ? C29 C28 C33 C32 -1.8(3) . . . . ? N12 C28 C33 C32 177.70(17) . . . . ? C31 C32 C33 C28 0.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.196 _refine_diff_density_min -0.233 _refine_diff_density_rms 0.047 _database_code_depnum_ccdc_archive 'CCDC 926554' ####################################################################### # # 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_2b #TrackingRef 'wezdeposit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H36' _chemical_formula_sum 'C39 H36' _chemical_formula_weight 504.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 5.8859(5) _cell_length_b 27.177(2) _cell_length_c 18.4902(14) _cell_angle_alpha 90.00 _cell_angle_beta 94.200(3) _cell_angle_gamma 90.00 _cell_volume 2949.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9964 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 26.75 _exptl_crystal_description rod _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.136 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 0.064 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9749 _exptl_absorpt_correction_T_max 0.9943 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 48103 _diffrn_reflns_av_R_equivalents 0.0490 _diffrn_reflns_av_sigmaI/netI 0.0657 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -34 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 27.68 _reflns_number_total 13507 _reflns_number_gt 10201 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0500P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(4) _refine_ls_number_reflns 13507 _refine_ls_number_parameters 991 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0756 _refine_ls_R_factor_gt 0.0453 _refine_ls_wR_factor_ref 0.0976 _refine_ls_wR_factor_gt 0.0867 _refine_ls_goodness_of_fit_ref 0.996 _refine_ls_restrained_S_all 0.996 _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 C1 C -1.3154(3) -0.31698(6) -0.46038(10) 0.0197(4) Uani 1 1 d . . . C2 C -1.2711(3) -0.28299(7) -0.51348(10) 0.0215(4) Uani 1 1 d . . . H2 H -1.139(3) -0.2859(7) -0.5369(10) 0.020(5) Uiso 1 1 d . . . C3 C -1.4193(3) -0.24439(7) -0.52994(11) 0.0247(4) Uani 1 1 d . . . H3 H -1.382(3) -0.2200(7) -0.5676(11) 0.026(5) Uiso 1 1 d . . . C4 C -1.6161(3) -0.23976(7) -0.49367(11) 0.0256(4) Uani 1 1 d . . . H4 H -1.725(4) -0.2140(8) -0.5069(11) 0.033(6) Uiso 1 1 d . . . C5 C -1.6644(3) -0.27384(7) -0.44169(12) 0.0275(4) Uani 1 1 d . . . H5 H -1.813(3) -0.2717(7) -0.4151(10) 0.026(5) Uiso 1 1 d . . . C6 C -1.5151(3) -0.31212(7) -0.42504(11) 0.0247(4) Uani 1 1 d . . . H6 H -1.545(3) -0.3377(8) -0.3874(11) 0.029(5) Uiso 1 1 d . . . C7 C -1.1548(3) -0.35777(6) -0.44164(10) 0.0202(4) Uani 1 1 d . . . C8 C -1.0538(3) -0.38346(7) -0.49591(11) 0.0221(4) Uani 1 1 d . . . H8 H -1.092(3) -0.3741(7) -0.5472(12) 0.024(5) Uiso 1 1 d . . . C9 C -0.9119(3) -0.42318(7) -0.47974(11) 0.0235(4) Uani 1 1 d . . . H9 H -0.846(4) -0.4417(8) -0.5196(13) 0.039(6) Uiso 1 1 d . . . C10 C -0.8641(3) -0.43745(7) -0.40820(11) 0.0226(4) Uani 1 1 d . . . C11 C -0.9560(3) -0.41051(7) -0.35330(12) 0.0267(4) Uani 1 1 d . . . H11 H -0.914(3) -0.4189(7) -0.3032(12) 0.021(5) Uiso 1 1 d . . . C12 C -1.1007(3) -0.37148(7) -0.37012(11) 0.0264(4) Uani 1 1 d . . . H12 H -1.164(3) -0.3528(8) -0.3299(12) 0.032(6) Uiso 1 1 d . . . C13 C -0.7345(3) -0.48150(7) -0.39191(11) 0.0246(4) Uani 1 1 d . . . C14 C -0.6453(3) -0.52052(7) -0.38219(11) 0.0228(4) Uani 1 1 d . . . C15 C -0.5213(3) -0.56590(6) -0.37394(10) 0.0204(4) Uani 1 1 d . . . C16 C -0.5558(3) -0.59597(7) -0.32044(10) 0.0205(4) Uani 1 1 d . . . C17 C -0.5690(3) -0.62758(6) -0.26720(10) 0.0194(4) Uani 1 1 d . . . C18 C -0.6993(3) -0.67205(7) -0.27818(10) 0.0207(4) Uani 1 1 d . . . C19 C -0.7902(3) -0.71152(7) -0.28473(10) 0.0215(4) Uani 1 1 d . . . C20 C -0.8939(3) -0.75883(7) -0.29467(10) 0.0198(4) Uani 1 1 d . . . C21 C -1.1075(3) -0.76419(7) -0.33017(11) 0.0264(4) Uani 1 1 d . . . H21 H -1.184(3) -0.7357(8) -0.3498(10) 0.023(5) Uiso 1 1 d . . . C22 C -1.2028(3) -0.81028(7) -0.34212(11) 0.0250(4) Uani 1 1 d . . . H22 H -1.353(4) -0.8126(8) -0.3704(12) 0.034(6) Uiso 1 1 d . . . C23 C -1.0900(3) -0.85266(6) -0.31843(10) 0.0183(4) Uani 1 1 d . . . C24 C -0.8762(3) -0.84705(7) -0.28156(11) 0.0229(4) Uani 1 1 d . . . H24 H -0.789(3) -0.8730(8) -0.2638(11) 0.028(5) Uiso 1 1 d . . . C25 C -0.7794(3) -0.80116(7) -0.27008(11) 0.0241(4) Uani 1 1 d . . . H25 H -0.631(4) -0.7980(8) -0.2434(12) 0.034(6) Uiso 1 1 d . . . C26 C -1.1928(3) -0.90235(7) -0.33219(10) 0.0194(4) Uani 1 1 d . . . C27 C -1.4100(3) -0.90769(7) -0.36630(11) 0.0244(4) Uani 1 1 d . . . H27 H -1.500(4) -0.8780(9) -0.3834(12) 0.037(6) Uiso 1 1 d . . . C28 C -1.5051(3) -0.95379(7) -0.37934(11) 0.0271(4) Uani 1 1 d . . . H28 H -1.664(4) -0.9566(8) -0.4030(12) 0.038(6) Uiso 1 1 d . . . C29 C -1.3840(3) -0.99569(8) -0.35867(11) 0.0269(4) Uani 1 1 d . . . H29 H -1.456(3) -1.0282(7) -0.3661(10) 0.020(5) Uiso 1 1 d . . . C30 C -1.1690(4) -0.99111(7) -0.32539(11) 0.0284(5) Uani 1 1 d . . . H30 H -1.084(4) -1.0200(8) -0.3102(12) 0.032(6) Uiso 1 1 d . . . C31 C -1.0739(3) -0.94504(7) -0.31186(11) 0.0253(4) Uani 1 1 d . . . H31 H -0.913(4) -0.9433(7) -0.2890(11) 0.033(6) Uiso 1 1 d . . . C32 C -0.3581(3) -0.57900(7) -0.43211(11) 0.0230(4) Uani 1 1 d . . . C33 C -0.2352(4) -0.53240(9) -0.45504(16) 0.0372(6) Uani 1 1 d . . . H33D H -0.121(4) -0.5420(9) -0.4886(14) 0.046(7) Uiso 1 1 d . . . H33E H -0.150(4) -0.5166(10) -0.4098(14) 0.054(7) Uiso 1 1 d . . . H33F H -0.342(4) -0.5089(10) -0.4774(14) 0.055(8) Uiso 1 1 d . . . C34 C -0.5028(4) -0.59992(9) -0.49666(12) 0.0319(5) Uani 1 1 d . . . H34D H -0.622(4) -0.5783(8) -0.5151(11) 0.029(6) Uiso 1 1 d . . . H34E H -0.580(4) -0.6300(10) -0.4820(13) 0.044(7) Uiso 1 1 d . . . H34F H -0.405(4) -0.6086(8) -0.5358(13) 0.040(6) Uiso 1 1 d . . . C35 C -0.1844(4) -0.61697(8) -0.40365(13) 0.0308(5) Uani 1 1 d . . . H35D H -0.089(4) -0.6008(9) -0.3639(13) 0.042(6) Uiso 1 1 d . . . H35E H -0.263(4) -0.6471(8) -0.3870(12) 0.032(6) Uiso 1 1 d . . . H35F H -0.079(4) -0.6268(8) -0.4417(12) 0.035(6) Uiso 1 1 d . . . C36 C -0.4380(3) -0.62070(7) -0.19358(10) 0.0210(4) Uani 1 1 d . . . C37 C -0.2688(4) -0.66290(9) -0.18090(13) 0.0342(5) Uani 1 1 d . . . H37D H -0.154(4) -0.6603(9) -0.2188(13) 0.042(6) Uiso 1 1 d . . . H37E H -0.178(4) -0.6601(9) -0.1354(14) 0.042(6) Uiso 1 1 d . . . H37F H -0.354(4) -0.6952(9) -0.1826(12) 0.037(6) Uiso 1 1 d . . . C38 C -0.6072(4) -0.62150(9) -0.13486(12) 0.0301(5) Uani 1 1 d . . . H38D H -0.524(3) -0.6150(8) -0.0854(12) 0.033(6) Uiso 1 1 d . . . H38E H -0.722(3) -0.5946(8) -0.1411(11) 0.030(6) Uiso 1 1 d . . . H38F H -0.698(4) -0.6552(9) -0.1354(12) 0.040(6) Uiso 1 1 d . . . C39 C -0.3118(4) -0.57203(8) -0.19072(13) 0.0318(5) Uani 1 1 d . . . H39D H -0.198(4) -0.5715(8) -0.2279(13) 0.039(6) Uiso 1 1 d . . . H39E H -0.232(4) -0.5675(8) -0.1431(13) 0.034(6) Uiso 1 1 d . . . H39F H -0.428(4) -0.5448(8) -0.2020(12) 0.033(6) Uiso 1 1 d . . . C1A C -0.6562(3) -0.32086(7) -0.91550(10) 0.0220(4) Uani 1 1 d . . . C2A C -0.6145(4) -0.29594(7) -0.97907(11) 0.0298(5) Uani 1 1 d . . . H2A H -0.499(4) -0.3079(9) -1.0100(13) 0.040(6) Uiso 1 1 d . . . C3A C -0.7450(4) -0.25563(8) -1.00211(12) 0.0337(5) Uani 1 1 d . . . H3A H -0.713(4) -0.2381(9) -1.0497(13) 0.046(7) Uiso 1 1 d . . . C4A C -0.9234(4) -0.24032(8) -0.96302(12) 0.0311(5) Uani 1 1 d . . . H4A H -1.024(4) -0.2150(8) -0.9814(12) 0.034(6) Uiso 1 1 d . . . C5A C -0.9640(4) -0.26383(7) -0.89971(12) 0.0296(5) Uani 1 1 d . . . H5A H -1.089(3) -0.2509(7) -0.8686(11) 0.027(5) Uiso 1 1 d . . . C6A C -0.8302(3) -0.30369(7) -0.87573(12) 0.0260(4) Uani 1 1 d . . . H6A H -0.866(4) -0.3201(8) -0.8277(13) 0.038(6) Uiso 1 1 d . . . C7A C -0.5287(3) -0.36636(6) -0.89350(10) 0.0196(4) Uani 1 1 d . . . C8A C -0.3221(3) -0.37795(7) -0.92131(11) 0.0265(4) Uani 1 1 d . . . H8A H -0.246(4) -0.3544(9) -0.9543(13) 0.045(7) Uiso 1 1 d . . . C9A C -0.2154(3) -0.42239(7) -0.90582(12) 0.0264(4) Uani 1 1 d . . . H9A H -0.068(4) -0.4291(8) -0.9291(11) 0.030(5) Uiso 1 1 d . . . C10A C -0.3094(3) -0.45666(6) -0.86076(10) 0.0200(4) Uani 1 1 d . . . C11A C -0.5114(3) -0.44426(7) -0.82965(11) 0.0223(4) Uani 1 1 d . . . H11A H -0.584(3) -0.4673(8) -0.7959(11) 0.029(5) Uiso 1 1 d . . . C12A C -0.6176(3) -0.39999(7) -0.84609(10) 0.0219(4) Uani 1 1 d . . . H12A H -0.760(3) -0.3926(7) -0.8239(11) 0.026(5) Uiso 1 1 d . . . C13A C -0.2070(3) -0.50400(7) -0.85008(10) 0.0218(4) Uani 1 1 d . . . C14A C -0.1287(3) -0.54490(7) -0.84731(10) 0.0208(4) Uani 1 1 d . . . C15A C -0.0184(3) -0.59148(7) -0.85386(10) 0.0196(4) Uani 1 1 d . . . C16A C -0.0460(3) -0.62810(7) -0.80861(10) 0.0199(4) Uani 1 1 d . . . C17A C -0.0532(3) -0.66568(6) -0.76446(10) 0.0187(4) Uani 1 1 d . . . C18A C -0.2097(3) -0.70565(7) -0.78202(10) 0.0204(4) Uani 1 1 d . . . C19A C -0.3252(3) -0.74098(7) -0.79599(10) 0.0229(4) Uani 1 1 d . . . C20A C -0.4698(3) -0.78236(7) -0.81457(10) 0.0225(4) Uani 1 1 d . . . C21A C -0.6842(3) -0.77505(7) -0.84968(11) 0.0278(5) Uani 1 1 d . . . H21A H -0.735(4) -0.7398(9) -0.8625(11) 0.033(6) Uiso 1 1 d . . . C22A C -0.8260(3) -0.81428(7) -0.86796(11) 0.0258(4) Uani 1 1 d . . . H22A H -0.977(4) -0.8074(8) -0.8908(12) 0.033(6) Uiso 1 1 d . . . C23A C -0.7600(3) -0.86238(7) -0.85154(10) 0.0215(4) Uani 1 1 d . . . C24A C -0.5458(3) -0.86959(7) -0.81640(11) 0.0263(4) Uani 1 1 d . . . H24A H -0.495(3) -0.9026(9) -0.8047(11) 0.034(6) Uiso 1 1 d . . . C25A C -0.4032(3) -0.83042(7) -0.79759(11) 0.0263(4) Uani 1 1 d . . . H25A H -0.259(4) -0.8339(8) -0.7710(11) 0.029(5) Uiso 1 1 d . . . C26A C -0.9198(3) -0.90345(7) -0.87021(10) 0.0213(4) Uani 1 1 d . . . C27A C -1.0755(3) -0.90052(8) -0.93038(11) 0.0275(4) Uani 1 1 d . . . H27A H -1.068(3) -0.8719(8) -0.9627(11) 0.027(5) Uiso 1 1 d . . . C28A C -1.2343(4) -0.93747(8) -0.94599(13) 0.0313(5) Uani 1 1 d . . . H28A H -1.341(4) -0.9349(8) -0.9909(12) 0.035(6) Uiso 1 1 d . . . C29A C -1.2430(3) -0.97762(7) -0.89988(12) 0.0298(5) Uani 1 1 d . . . H29A H -1.366(4) -1.0021(8) -0.9109(11) 0.038(6) Uiso 1 1 d . . . C30A C -1.0895(3) -0.98119(7) -0.84039(12) 0.0294(5) Uani 1 1 d . . . H30A H -1.088(4) -1.0085(10) -0.8071(14) 0.051(7) Uiso 1 1 d . . . C31A C -0.9266(3) -0.94497(7) -0.82594(12) 0.0255(4) Uani 1 1 d . . . H31A H -0.820(3) -0.9469(7) -0.7833(11) 0.020(5) Uiso 1 1 d . . . C32A C 0.1261(3) -0.59667(7) -0.91979(10) 0.0204(4) Uani 1 1 d . . . C33A C 0.2950(4) -0.55427(8) -0.92057(14) 0.0319(5) Uani 1 1 d . . . H33A H 0.391(4) -0.5576(8) -0.9629(12) 0.032(6) Uiso 1 1 d . . . H33B H 0.401(4) -0.5527(8) -0.8735(13) 0.038(6) Uiso 1 1 d . . . H33C H 0.211(4) -0.5224(9) -0.9240(12) 0.038(6) Uiso 1 1 d . . . C34A C -0.0376(4) -0.59506(9) -0.98773(11) 0.0302(5) Uani 1 1 d . . . H34A H -0.125(4) -0.5631(9) -0.9927(12) 0.043(6) Uiso 1 1 d . . . H34B H -0.148(3) -0.6232(8) -0.9894(11) 0.025(5) Uiso 1 1 d . . . H34C H 0.064(4) -0.5976(8) -1.0321(13) 0.041(6) Uiso 1 1 d . . . C35A C 0.2551(4) -0.64504(7) -0.91669(12) 0.0266(4) Uani 1 1 d . . . H35A H 0.365(3) -0.6448(7) -0.8760(12) 0.026(5) Uiso 1 1 d . . . H35B H 0.144(4) -0.6737(8) -0.9144(12) 0.034(6) Uiso 1 1 d . . . H35C H 0.342(3) -0.6495(8) -0.9642(12) 0.031(6) Uiso 1 1 d . . . C36A C 0.0931(3) -0.66815(7) -0.69246(10) 0.0209(4) Uani 1 1 d . . . C37A C 0.1758(4) -0.72063(8) -0.67688(12) 0.0274(5) Uani 1 1 d . . . H37A H 0.280(4) -0.7326(8) -0.7128(13) 0.038(6) Uiso 1 1 d . . . H37B H 0.265(3) -0.7214(7) -0.6267(12) 0.026(5) Uiso 1 1 d . . . H37C H 0.043(4) -0.7427(9) -0.6804(12) 0.043(7) Uiso 1 1 d . . . C38A C -0.0553(4) -0.65165(9) -0.63243(12) 0.0304(5) Uani 1 1 d . . . H38A H 0.038(4) -0.6544(9) -0.5814(14) 0.049(7) Uiso 1 1 d . . . H38B H -0.101(4) -0.6177(9) -0.6407(12) 0.042(7) Uiso 1 1 d . . . H38C H -0.201(4) -0.6714(8) -0.6341(11) 0.034(6) Uiso 1 1 d . . . C39A C 0.2984(3) -0.63441(8) -0.69479(13) 0.0277(5) Uani 1 1 d . . . H39A H 0.401(4) -0.6440(8) -0.7319(12) 0.037(6) Uiso 1 1 d . . . H39B H 0.385(3) -0.6339(7) -0.6479(11) 0.013(4) Uiso 1 1 d . . . H39C H 0.242(4) -0.5987(9) -0.7056(12) 0.041(6) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0224(9) 0.0124(9) 0.0238(10) -0.0024(8) -0.0011(7) -0.0022(7) C2 0.0239(10) 0.0195(10) 0.0211(11) -0.0014(8) 0.0011(8) 0.0003(8) C3 0.0309(10) 0.0173(10) 0.0255(11) -0.0011(9) -0.0013(8) 0.0016(8) C4 0.0269(10) 0.0187(10) 0.0299(11) -0.0039(9) -0.0054(8) 0.0061(8) C5 0.0248(10) 0.0216(11) 0.0361(12) -0.0066(9) 0.0029(9) -0.0011(8) C6 0.0287(10) 0.0159(10) 0.0297(12) -0.0022(9) 0.0035(8) -0.0029(8) C7 0.0224(9) 0.0145(9) 0.0237(11) -0.0010(8) 0.0018(7) -0.0026(7) C8 0.0274(9) 0.0180(10) 0.0209(11) 0.0010(8) 0.0019(8) 0.0000(8) C9 0.0269(10) 0.0166(9) 0.0275(11) 0.0006(8) 0.0054(8) 0.0023(8) C10 0.0240(9) 0.0126(9) 0.0308(12) 0.0026(8) -0.0007(8) 0.0009(7) C11 0.0390(11) 0.0202(11) 0.0204(11) 0.0039(9) -0.0020(9) 0.0010(9) C12 0.0360(11) 0.0194(10) 0.0241(11) -0.0007(9) 0.0036(9) 0.0018(9) C13 0.0263(10) 0.0177(10) 0.0290(11) 0.0021(8) -0.0021(8) -0.0025(8) C14 0.0255(10) 0.0190(10) 0.0234(11) 0.0016(8) -0.0023(8) -0.0025(8) C15 0.0208(9) 0.0135(9) 0.0257(11) -0.0004(8) -0.0062(7) -0.0029(7) C16 0.0212(9) 0.0153(9) 0.0246(11) -0.0040(8) -0.0003(7) 0.0002(7) C17 0.0205(9) 0.0131(9) 0.0244(11) -0.0019(8) 0.0012(7) 0.0013(7) C18 0.0232(9) 0.0192(10) 0.0198(10) 0.0017(8) 0.0023(7) 0.0029(8) C19 0.0228(9) 0.0196(10) 0.0222(10) 0.0028(8) 0.0028(8) -0.0006(8) C20 0.0241(9) 0.0169(9) 0.0187(10) -0.0004(8) 0.0039(7) -0.0015(7) C21 0.0303(10) 0.0162(10) 0.0314(12) 0.0035(9) -0.0068(9) -0.0003(8) C22 0.0277(10) 0.0173(10) 0.0289(11) 0.0016(8) -0.0058(8) -0.0019(8) C23 0.0219(9) 0.0160(9) 0.0175(9) -0.0012(8) 0.0051(7) -0.0022(7) C24 0.0220(9) 0.0177(10) 0.0289(11) -0.0002(9) 0.0008(8) 0.0021(8) C25 0.0201(9) 0.0210(10) 0.0308(12) -0.0024(9) 0.0003(8) -0.0010(8) C26 0.0250(9) 0.0162(9) 0.0174(10) -0.0008(8) 0.0044(7) -0.0031(7) C27 0.0239(9) 0.0190(10) 0.0302(12) -0.0032(9) 0.0027(8) -0.0011(8) C28 0.0267(10) 0.0227(10) 0.0322(12) -0.0066(9) 0.0035(9) -0.0047(8) C29 0.0354(11) 0.0189(10) 0.0268(12) -0.0032(9) 0.0049(9) -0.0060(9) C30 0.0386(11) 0.0155(10) 0.0306(12) 0.0018(9) -0.0013(9) 0.0009(9) C31 0.0284(10) 0.0217(10) 0.0253(11) -0.0011(9) -0.0014(8) -0.0027(8) C32 0.0235(9) 0.0184(10) 0.0270(11) 0.0050(8) 0.0000(8) -0.0014(8) C33 0.0322(12) 0.0287(12) 0.0516(16) 0.0127(12) 0.0087(12) -0.0064(10) C34 0.0335(11) 0.0341(13) 0.0274(12) -0.0002(10) -0.0029(10) 0.0035(11) C35 0.0312(11) 0.0269(12) 0.0344(13) 0.0036(10) 0.0022(10) 0.0069(10) C36 0.0249(9) 0.0162(9) 0.0213(10) -0.0005(8) -0.0025(7) 0.0000(8) C37 0.0346(12) 0.0338(13) 0.0322(14) -0.0015(11) -0.0103(11) 0.0098(10) C38 0.0323(11) 0.0326(12) 0.0254(12) -0.0039(10) 0.0020(9) -0.0040(10) C39 0.0395(12) 0.0278(12) 0.0269(13) -0.0014(10) -0.0055(10) -0.0118(10) C1A 0.0289(10) 0.0128(9) 0.0237(11) -0.0023(8) -0.0026(8) -0.0018(7) C2A 0.0419(12) 0.0234(11) 0.0245(12) 0.0028(9) 0.0044(9) 0.0024(9) C3A 0.0527(13) 0.0235(11) 0.0247(12) 0.0063(9) 0.0008(10) 0.0051(10) C4A 0.0451(12) 0.0172(10) 0.0294(12) -0.0009(9) -0.0081(10) 0.0073(9) C5A 0.0345(11) 0.0197(10) 0.0345(13) -0.0001(9) 0.0014(9) 0.0050(9) C6A 0.0319(10) 0.0180(10) 0.0281(12) 0.0032(9) 0.0022(9) 0.0012(8) C7A 0.0240(9) 0.0144(9) 0.0196(10) -0.0027(8) -0.0036(7) -0.0022(7) C8A 0.0274(10) 0.0197(10) 0.0324(12) 0.0063(9) 0.0033(8) -0.0033(8) C9A 0.0223(10) 0.0221(10) 0.0350(12) 0.0008(9) 0.0042(9) -0.0013(8) C10A 0.0228(9) 0.0141(9) 0.0223(10) -0.0024(8) -0.0046(8) -0.0002(7) C11A 0.0291(10) 0.0171(10) 0.0204(10) 0.0005(8) 0.0003(8) 0.0010(8) C12A 0.0259(9) 0.0197(10) 0.0201(10) -0.0027(8) 0.0016(8) -0.0001(8) C13A 0.0215(9) 0.0203(10) 0.0229(11) -0.0026(8) -0.0028(7) -0.0014(7) C14A 0.0212(9) 0.0190(10) 0.0218(10) 0.0006(8) -0.0018(7) -0.0031(7) C15A 0.0191(9) 0.0153(9) 0.0233(10) -0.0008(8) -0.0060(7) -0.0016(7) C16A 0.0190(8) 0.0190(10) 0.0213(10) -0.0035(8) -0.0017(7) 0.0014(7) C17A 0.0197(9) 0.0139(9) 0.0228(10) -0.0005(8) 0.0032(7) 0.0023(7) C18A 0.0236(9) 0.0193(10) 0.0187(10) 0.0020(8) 0.0033(8) 0.0029(8) C19A 0.0239(9) 0.0222(10) 0.0228(11) 0.0009(8) 0.0033(8) 0.0013(8) C20A 0.0249(9) 0.0191(10) 0.0241(11) -0.0023(8) 0.0063(8) -0.0014(8) C21A 0.0322(11) 0.0178(10) 0.0327(12) 0.0036(9) -0.0028(9) -0.0007(8) C22A 0.0275(10) 0.0210(10) 0.0280(12) 0.0023(9) -0.0036(9) -0.0009(8) C23A 0.0256(9) 0.0172(10) 0.0225(10) -0.0014(8) 0.0068(8) 0.0004(8) C24A 0.0270(10) 0.0146(10) 0.0376(13) 0.0005(9) 0.0036(8) 0.0036(8) C25A 0.0230(10) 0.0194(10) 0.0363(13) -0.0011(9) 0.0014(9) 0.0018(8) C26A 0.0243(9) 0.0144(9) 0.0258(11) -0.0042(8) 0.0068(8) 0.0000(8) C27A 0.0339(11) 0.0225(11) 0.0264(12) 0.0010(9) 0.0034(9) -0.0047(9) C28A 0.0352(11) 0.0281(12) 0.0302(12) -0.0027(9) -0.0016(10) -0.0067(9) C29A 0.0322(11) 0.0177(10) 0.0396(13) -0.0032(9) 0.0036(10) -0.0044(8) C30A 0.0344(11) 0.0160(10) 0.0379(13) 0.0027(9) 0.0041(10) 0.0012(8) C31A 0.0299(10) 0.0181(10) 0.0285(12) -0.0005(9) 0.0020(9) 0.0043(8) C32A 0.0242(9) 0.0142(9) 0.0225(10) 0.0006(8) -0.0008(7) 0.0002(7) C33A 0.0281(10) 0.0223(11) 0.0459(15) -0.0009(10) 0.0078(10) -0.0052(9) C34A 0.0302(11) 0.0356(13) 0.0245(12) 0.0025(10) 0.0004(9) 0.0042(10) C35A 0.0331(11) 0.0203(11) 0.0260(12) -0.0004(9) 0.0002(9) 0.0081(9) C36A 0.0241(9) 0.0180(10) 0.0201(10) -0.0010(8) -0.0005(7) 0.0045(7) C37A 0.0330(11) 0.0232(11) 0.0259(12) 0.0045(9) 0.0007(10) 0.0094(9) C38A 0.0309(11) 0.0337(13) 0.0270(13) -0.0052(10) 0.0049(9) 0.0077(10) C39A 0.0281(10) 0.0272(12) 0.0268(12) -0.0028(9) -0.0038(9) -0.0005(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 C1 C2 1.387(3) . ? C1 C6 1.393(3) . ? C1 C7 1.481(2) . ? C2 C3 1.384(3) . ? C2 H2 0.92(2) . ? C3 C4 1.386(3) . ? C3 H3 1.00(2) . ? C4 C5 1.379(3) . ? C4 H4 0.97(2) . ? C5 C6 1.382(3) . ? C5 H5 1.03(2) . ? C6 H6 1.01(2) . ? C7 C12 1.388(3) . ? C7 C8 1.391(3) . ? C8 C9 1.384(3) . ? C8 H8 0.99(2) . ? C9 C10 1.387(3) . ? C9 H9 0.99(2) . ? C10 C11 1.393(3) . ? C10 C13 1.440(3) . ? C11 C12 1.381(3) . ? C11 H11 0.97(2) . ? C12 H12 1.00(2) . ? C13 C14 1.191(3) . ? C14 C15 1.435(3) . ? C15 C16 1.310(3) . ? C15 C32 1.536(3) . ? C16 C17 1.313(3) . ? C17 C18 1.438(3) . ? C17 C36 1.526(3) . ? C18 C19 1.201(2) . ? C19 C20 1.429(3) . ? C20 C21 1.383(3) . ? C20 C25 1.393(3) . ? C21 C22 1.384(3) . ? C21 H21 0.95(2) . ? C22 C23 1.384(3) . ? C22 H22 0.99(2) . ? C23 C24 1.395(3) . ? C23 C26 1.494(2) . ? C24 C25 1.381(3) . ? C24 H24 0.92(2) . ? C25 H25 0.97(2) . ? C26 C27 1.391(3) . ? C26 C31 1.392(3) . ? C27 C28 1.386(3) . ? C27 H27 1.01(2) . ? C28 C29 1.382(3) . ? C28 H28 1.00(2) . ? C29 C30 1.371(3) . ? C29 H29 0.99(2) . ? C30 C31 1.387(3) . ? C30 H30 0.96(2) . ? C31 H31 1.01(2) . ? C32 C35 1.519(3) . ? C32 C34 1.525(3) . ? C32 C33 1.534(3) . ? C33 H33D 0.98(3) . ? C33 H33E 1.04(3) . ? C33 H33F 0.97(3) . ? C34 H34D 0.96(2) . ? C34 H34E 0.98(3) . ? C34 H34F 0.99(2) . ? C35 H35D 0.99(2) . ? C35 H35E 1.00(2) . ? C35 H35F 1.01(2) . ? C36 C39 1.516(3) . ? C36 C37 1.526(3) . ? C36 C38 1.527(3) . ? C37 H37D 1.01(2) . ? C37 H37E 0.97(2) . ? C37 H37F 1.01(2) . ? C38 H38D 1.02(2) . ? C38 H38E 1.00(2) . ? C38 H38F 1.06(2) . ? C39 H39D 0.99(2) . ? C39 H39E 0.97(2) . ? C39 H39F 1.02(2) . ? C1A C6A 1.385(3) . ? C1A C2A 1.394(3) . ? C1A C7A 1.488(2) . ? C2A C3A 1.387(3) . ? C2A H2A 0.98(2) . ? C3A C4A 1.382(3) . ? C3A H3A 1.03(2) . ? C4A C5A 1.370(3) . ? C4A H4A 0.95(2) . ? C5A C6A 1.393(3) . ? C5A H5A 1.03(2) . ? C6A H6A 1.03(2) . ? C7A C8A 1.391(3) . ? C7A C12A 1.395(3) . ? C8A C9A 1.381(3) . ? C8A H8A 1.01(2) . ? C9A C10A 1.391(3) . ? C9A H9A 1.02(2) . ? C10A C11A 1.399(3) . ? C10A C13A 1.428(3) . ? C11A C12A 1.379(3) . ? C11A H11A 1.00(2) . ? C12A H12A 0.98(2) . ? C13A C14A 1.203(3) . ? C14A C15A 1.432(3) . ? C15A C16A 1.318(3) . ? C15A C32A 1.543(3) . ? C16A C17A 1.310(3) . ? C17A C18A 1.446(3) . ? C17A C36A 1.533(3) . ? C18A C19A 1.194(3) . ? C19A C20A 1.437(3) . ? C20A C21A 1.390(3) . ? C20A C25A 1.393(3) . ? C21A C22A 1.381(3) . ? C21A H21A 1.02(2) . ? C22A C23A 1.391(3) . ? C22A H22A 0.97(2) . ? C23A C24A 1.389(3) . ? C23A C26A 1.484(3) . ? C24A C25A 1.384(3) . ? C24A H24A 0.97(2) . ? C25A H25A 0.95(2) . ? C26A C27A 1.391(3) . ? C26A C31A 1.396(3) . ? C27A C28A 1.387(3) . ? C27A H27A 0.98(2) . ? C28A C29A 1.388(3) . ? C28A H28A 1.01(2) . ? C29A C30A 1.375(3) . ? C29A H29A 0.99(2) . ? C30A C31A 1.386(3) . ? C30A H30A 0.96(3) . ? C31A H31A 0.97(2) . ? C32A C35A 1.517(3) . ? C32A C33A 1.523(3) . ? C32A C34A 1.527(3) . ? C33A H33A 1.00(2) . ? C33A H33B 1.03(2) . ? C33A H33C 1.00(2) . ? C34A H34A 1.01(2) . ? C34A H34B 1.00(2) . ? C34A H34C 1.05(2) . ? C35A H35A 0.96(2) . ? C35A H35B 1.02(2) . ? C35A H35C 1.05(2) . ? C36A C39A 1.520(3) . ? C36A C37A 1.528(3) . ? C36A C38A 1.529(3) . ? C37A H37A 0.99(2) . ? C37A H37B 1.03(2) . ? C37A H37C 0.98(2) . ? C38A H38A 1.06(3) . ? C38A H38B 0.97(2) . ? C38A H38C 1.01(2) . ? C39A H39A 0.98(2) . ? C39A H39B 0.971(19) . ? C39A H39C 1.04(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 118.54(17) . . ? C2 C1 C7 120.96(16) . . ? C6 C1 C7 120.50(17) . . ? C3 C2 C1 120.86(18) . . ? C3 C2 H2 120.1(12) . . ? C1 C2 H2 119.0(12) . . ? C2 C3 C4 119.86(19) . . ? C2 C3 H3 119.5(12) . . ? C4 C3 H3 120.7(11) . . ? C5 C4 C3 119.90(18) . . ? C5 C4 H4 119.6(13) . . ? C3 C4 H4 120.4(13) . . ? C4 C5 C6 120.03(19) . . ? C4 C5 H5 121.1(11) . . ? C6 C5 H5 118.9(11) . . ? C5 C6 C1 120.79(19) . . ? C5 C6 H6 122.2(12) . . ? C1 C6 H6 117.0(11) . . ? C12 C7 C8 118.17(17) . . ? C12 C7 C1 121.44(17) . . ? C8 C7 C1 120.39(17) . . ? C9 C8 C7 121.23(19) . . ? C9 C8 H8 119.9(11) . . ? C7 C8 H8 118.8(11) . . ? C8 C9 C10 120.07(19) . . ? C8 C9 H9 119.7(13) . . ? C10 C9 H9 120.2(13) . . ? C9 C10 C11 119.04(17) . . ? C9 C10 C13 119.96(18) . . ? C11 C10 C13 120.85(18) . . ? C12 C11 C10 120.37(19) . . ? C12 C11 H11 120.3(12) . . ? C10 C11 H11 119.3(11) . . ? C11 C12 C7 121.01(19) . . ? C11 C12 H12 118.8(12) . . ? C7 C12 H12 120.1(12) . . ? C14 C13 C10 173.2(2) . . ? C13 C14 C15 174.9(2) . . ? C16 C15 C14 120.69(17) . . ? C16 C15 C32 121.58(16) . . ? C14 C15 C32 117.65(16) . . ? C15 C16 C17 174.20(19) . . ? C16 C17 C18 120.29(17) . . ? C16 C17 C36 122.33(16) . . ? C18 C17 C36 117.29(16) . . ? C19 C18 C17 173.80(19) . . ? C18 C19 C20 178.0(2) . . ? C21 C20 C25 117.99(17) . . ? C21 C20 C19 121.39(17) . . ? C25 C20 C19 120.60(16) . . ? C20 C21 C22 121.01(18) . . ? C20 C21 H21 118.8(12) . . ? C22 C21 H21 120.0(12) . . ? C21 C22 C23 121.56(18) . . ? C21 C22 H22 118.4(13) . . ? C23 C22 H22 120.0(13) . . ? C22 C23 C24 117.27(17) . . ? C22 C23 C26 121.31(16) . . ? C24 C23 C26 121.42(16) . . ? C25 C24 C23 121.41(18) . . ? C25 C24 H24 115.2(13) . . ? C23 C24 H24 123.3(13) . . ? C24 C25 C20 120.75(17) . . ? C24 C25 H25 120.1(13) . . ? C20 C25 H25 119.1(13) . . ? C27 C26 C31 117.55(17) . . ? C27 C26 C23 121.23(17) . . ? C31 C26 C23 121.21(16) . . ? C28 C27 C26 121.26(19) . . ? C28 C27 H27 118.3(12) . . ? C26 C27 H27 120.4(12) . . ? C29 C28 C27 120.22(18) . . ? C29 C28 H28 120.1(13) . . ? C27 C28 H28 119.6(13) . . ? C30 C29 C28 119.29(19) . . ? C30 C29 H29 121.2(11) . . ? C28 C29 H29 119.4(11) . . ? C29 C30 C31 120.65(19) . . ? C29 C30 H30 120.1(13) . . ? C31 C30 H30 119.3(13) . . ? C30 C31 C26 121.03(18) . . ? C30 C31 H31 118.1(12) . . ? C26 C31 H31 120.8(12) . . ? C35 C32 C34 109.94(18) . . ? C35 C32 C33 109.74(17) . . ? C34 C32 C33 109.83(19) . . ? C35 C32 C15 110.76(16) . . ? C34 C32 C15 107.00(16) . . ? C33 C32 C15 109.51(17) . . ? C32 C33 H33D 108.4(14) . . ? C32 C33 H33E 109.1(14) . . ? H33D C33 H33E 107.9(19) . . ? C32 C33 H33F 111.1(15) . . ? H33D C33 H33F 111(2) . . ? H33E C33 H33F 109(2) . . ? C32 C34 H34D 113.7(13) . . ? C32 C34 H34E 109.7(14) . . ? H34D C34 H34E 105.5(18) . . ? C32 C34 H34F 110.0(13) . . ? H34D C34 H34F 109.6(18) . . ? H34E C34 H34F 108.2(19) . . ? C32 C35 H35D 106.6(14) . . ? C32 C35 H35E 110.4(12) . . ? H35D C35 H35E 112.5(19) . . ? C32 C35 H35F 111.9(13) . . ? H35D C35 H35F 106.8(18) . . ? H35E C35 H35F 108.7(18) . . ? C39 C36 C37 109.76(17) . . ? C39 C36 C17 110.62(16) . . ? C37 C36 C17 109.05(16) . . ? C39 C36 C38 109.34(17) . . ? C37 C36 C38 109.43(17) . . ? C17 C36 C38 108.61(15) . . ? C36 C37 H37D 107.6(13) . . ? C36 C37 H37E 112.7(14) . . ? H37D C37 H37E 104.3(18) . . ? C36 C37 H37F 109.3(13) . . ? H37D C37 H37F 113.2(19) . . ? H37E C37 H37F 109.7(19) . . ? C36 C38 H38D 109.9(12) . . ? C36 C38 H38E 112.3(12) . . ? H38D C38 H38E 104.5(17) . . ? C36 C38 H38F 111.2(12) . . ? H38D C38 H38F 111.5(17) . . ? H38E C38 H38F 107.3(17) . . ? C36 C39 H39D 110.0(13) . . ? C36 C39 H39E 110.1(13) . . ? H39D C39 H39E 108.6(18) . . ? C36 C39 H39F 108.0(12) . . ? H39D C39 H39F 108.8(18) . . ? H39E C39 H39F 111.3(18) . . ? C6A C1A C2A 117.83(18) . . ? C6A C1A C7A 120.85(17) . . ? C2A C1A C7A 121.21(17) . . ? C3A C2A C1A 121.0(2) . . ? C3A C2A H2A 118.5(14) . . ? C1A C2A H2A 120.4(14) . . ? C4A C3A C2A 120.1(2) . . ? C4A C3A H3A 120.1(13) . . ? C2A C3A H3A 119.7(13) . . ? C5A C4A C3A 119.6(2) . . ? C5A C4A H4A 119.9(13) . . ? C3A C4A H4A 120.4(13) . . ? C4A C5A C6A 120.3(2) . . ? C4A C5A H5A 119.7(11) . . ? C6A C5A H5A 119.9(11) . . ? C1A C6A C5A 121.1(2) . . ? C1A C6A H6A 121.3(12) . . ? C5A C6A H6A 117.7(12) . . ? C8A C7A C12A 117.54(17) . . ? C8A C7A C1A 121.63(17) . . ? C12A C7A C1A 120.78(16) . . ? C9A C8A C7A 121.20(18) . . ? C9A C8A H8A 117.6(13) . . ? C7A C8A H8A 121.2(13) . . ? C8A C9A C10A 120.99(18) . . ? C8A C9A H9A 117.4(12) . . ? C10A C9A H9A 121.6(12) . . ? C9A C10A C11A 118.15(17) . . ? C9A C10A C13A 120.25(17) . . ? C11A C10A C13A 121.53(17) . . ? C12A C11A C10A 120.30(18) . . ? C12A C11A H11A 118.5(12) . . ? C10A C11A H11A 121.2(12) . . ? C11A C12A C7A 121.69(18) . . ? C11A C12A H12A 118.3(12) . . ? C7A C12A H12A 120.0(12) . . ? C14A C13A C10A 174.1(2) . . ? C13A C14A C15A 171.1(2) . . ? C16A C15A C14A 122.44(17) . . ? C16A C15A C32A 122.23(16) . . ? C14A C15A C32A 115.28(16) . . ? C17A C16A C15A 174.53(19) . . ? C16A C17A C18A 119.68(17) . . ? C16A C17A C36A 122.22(16) . . ? C18A C17A C36A 118.07(16) . . ? C19A C18A C17A 175.08(19) . . ? C18A C19A C20A 177.8(2) . . ? C21A C20A C25A 118.03(18) . . ? C21A C20A C19A 120.09(18) . . ? C25A C20A C19A 121.88(18) . . ? C22A C21A C20A 121.06(18) . . ? C22A C21A H21A 120.3(12) . . ? C20A C21A H21A 118.7(12) . . ? C21A C22A C23A 121.19(18) . . ? C21A C22A H22A 118.4(13) . . ? C23A C22A H22A 120.4(13) . . ? C24A C23A C22A 117.65(17) . . ? C24A C23A C26A 122.73(17) . . ? C22A C23A C26A 119.61(17) . . ? C25A C24A C23A 121.46(18) . . ? C25A C24A H24A 119.1(13) . . ? C23A C24A H24A 119.5(13) . . ? C24A C25A C20A 120.60(18) . . ? C24A C25A H25A 123.5(13) . . ? C20A C25A H25A 115.8(13) . . ? C27A C26A C31A 118.00(18) . . ? C27A C26A C23A 120.82(17) . . ? C31A C26A C23A 121.09(17) . . ? C28A C27A C26A 121.3(2) . . ? C28A C27A H27A 120.3(12) . . ? C26A C27A H27A 118.4(12) . . ? C27A C28A C29A 119.7(2) . . ? C27A C28A H28A 119.5(13) . . ? C29A C28A H28A 120.8(13) . . ? C30A C29A C28A 119.7(2) . . ? C30A C29A H29A 122.9(13) . . ? C28A C29A H29A 117.4(13) . . ? C29A C30A C31A 120.6(2) . . ? C29A C30A H30A 122.7(15) . . ? C31A C30A H30A 116.7(15) . . ? C30A C31A C26A 120.7(2) . . ? C30A C31A H31A 121.0(12) . . ? C26A C31A H31A 118.3(12) . . ? C35A C32A C33A 109.31(16) . . ? C35A C32A C34A 109.86(17) . . ? C33A C32A C34A 110.10(17) . . ? C35A C32A C15A 110.65(16) . . ? C33A C32A C15A 109.66(16) . . ? C34A C32A C15A 107.24(15) . . ? C32A C33A H33A 110.2(12) . . ? C32A C33A H33B 112.2(13) . . ? H33A C33A H33B 108.8(18) . . ? C32A C33A H33C 109.7(13) . . ? H33A C33A H33C 109.5(18) . . ? H33B C33A H33C 106.4(18) . . ? C32A C34A H34A 112.6(13) . . ? C32A C34A H34B 111.8(12) . . ? H34A C34A H34B 109.4(17) . . ? C32A C34A H34C 106.3(12) . . ? H34A C34A H34C 107.4(18) . . ? H34B C34A H34C 109.2(17) . . ? C32A C35A H35A 109.5(12) . . ? C32A C35A H35B 110.0(12) . . ? H35A C35A H35B 111.7(18) . . ? C32A C35A H35C 109.8(11) . . ? H35A C35A H35C 108.4(17) . . ? H35B C35A H35C 107.3(16) . . ? C39A C36A C37A 109.02(16) . . ? C39A C36A C38A 109.95(17) . . ? C37A C36A C38A 109.14(17) . . ? C39A C36A C17A 110.26(16) . . ? C37A C36A C17A 110.82(16) . . ? C38A C36A C17A 107.63(15) . . ? C36A C37A H37A 112.6(13) . . ? C36A C37A H37B 108.8(11) . . ? H37A C37A H37B 107.4(17) . . ? C36A C37A H37C 108.5(14) . . ? H37A C37A H37C 106.4(18) . . ? H37B C37A H37C 113.3(18) . . ? C36A C38A H38A 109.9(13) . . ? C36A C38A H38B 109.4(14) . . ? H38A C38A H38B 109.1(19) . . ? C36A C38A H38C 110.5(12) . . ? H38A C38A H38C 111.8(18) . . ? H38B C38A H38C 106.0(18) . . ? C36A C39A H39A 112.9(13) . . ? C36A C39A H39B 110.4(11) . . ? H39A C39A H39B 108.6(17) . . ? C36A C39A H39C 109.0(12) . . ? H39A C39A H39C 108.5(18) . . ? H39B C39A H39C 107.2(16) . . ? 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(3) . . . . ? C7 C1 C2 C3 -178.77(17) . . . . ? C1 C2 C3 C4 -0.8(3) . . . . ? C2 C3 C4 C5 -0.5(3) . . . . ? C3 C4 C5 C6 1.0(3) . . . . ? C4 C5 C6 C1 -0.2(3) . . . . ? C2 C1 C6 C5 -1.0(3) . . . . ? C7 C1 C6 C5 179.26(18) . . . . ? C2 C1 C7 C12 137.93(19) . . . . ? C6 C1 C7 C12 -42.3(3) . . . . ? C2 C1 C7 C8 -42.1(2) . . . . ? C6 C1 C7 C8 137.66(19) . . . . ? C12 C7 C8 C9 3.1(3) . . . . ? C1 C7 C8 C9 -176.84(17) . . . . ? C7 C8 C9 C10 -1.4(3) . . . . ? C8 C9 C10 C11 -1.6(3) . . . . ? C8 C9 C10 C13 174.09(17) . . . . ? C9 C10 C11 C12 2.8(3) . . . . ? C13 C10 C11 C12 -172.86(18) . . . . ? C10 C11 C12 C7 -1.0(3) . . . . ? C8 C7 C12 C11 -1.9(3) . . . . ? C1 C7 C12 C11 178.04(17) . . . . ? C9 C10 C13 C14 -62.9(19) . . . . ? C11 C10 C13 C14 112.7(18) . . . . ? C10 C13 C14 C15 120(2) . . . . ? C13 C14 C15 C16 156(2) . . . . ? C13 C14 C15 C32 -28(2) . . . . ? C14 C15 C16 C17 -151.7(18) . . . . ? C32 C15 C16 C17 32(2) . . . . ? C15 C16 C17 C18 -107.7(19) . . . . ? C15 C16 C17 C36 68.5(19) . . . . ? C16 C17 C18 C19 128.3(18) . . . . ? C36 C17 C18 C19 -48.1(19) . . . . ? C17 C18 C19 C20 -75(7) . . . . ? C18 C19 C20 C21 -98(6) . . . . ? C18 C19 C20 C25 80(6) . . . . ? C25 C20 C21 C22 -1.2(3) . . . . ? C19 C20 C21 C22 177.37(19) . . . . ? C20 C21 C22 C23 0.8(3) . . . . ? C21 C22 C23 C24 0.3(3) . . . . ? C21 C22 C23 C26 -179.35(18) . . . . ? C22 C23 C24 C25 -1.0(3) . . . . ? C26 C23 C24 C25 178.72(17) . . . . ? C23 C24 C25 C20 0.5(3) . . . . ? C21 C20 C25 C24 0.6(3) . . . . ? C19 C20 C25 C24 -178.01(18) . . . . ? C22 C23 C26 C27 -3.1(3) . . . . ? C24 C23 C26 C27 177.27(18) . . . . ? C22 C23 C26 C31 176.43(19) . . . . ? C24 C23 C26 C31 -3.2(3) . . . . ? C31 C26 C27 C28 0.2(3) . . . . ? C23 C26 C27 C28 179.73(18) . . . . ? C26 C27 C28 C29 -0.2(3) . . . . ? C27 C28 C29 C30 -0.2(3) . . . . ? C28 C29 C30 C31 0.6(3) . . . . ? C29 C30 C31 C26 -0.6(3) . . . . ? C27 C26 C31 C30 0.2(3) . . . . ? C23 C26 C31 C30 -179.35(18) . . . . ? C16 C15 C32 C35 -23.0(2) . . . . ? C14 C15 C32 C35 160.31(17) . . . . ? C16 C15 C32 C34 96.8(2) . . . . ? C14 C15 C32 C34 -79.9(2) . . . . ? C16 C15 C32 C33 -144.19(19) . . . . ? C14 C15 C32 C33 39.1(2) . . . . ? C16 C17 C36 C39 4.1(2) . . . . ? C18 C17 C36 C39 -179.53(17) . . . . ? C16 C17 C36 C37 -116.7(2) . . . . ? C18 C17 C36 C37 59.7(2) . . . . ? C16 C17 C36 C38 124.1(2) . . . . ? C18 C17 C36 C38 -59.5(2) . . . . ? C6A C1A C2A C3A -0.7(3) . . . . ? C7A C1A C2A C3A 175.25(18) . . . . ? C1A C2A C3A C4A -1.8(3) . . . . ? C2A C3A C4A C5A 2.9(3) . . . . ? C3A C4A C5A C6A -1.6(3) . . . . ? C2A C1A C6A C5A 2.1(3) . . . . ? C7A C1A C6A C5A -173.94(18) . . . . ? C4A C5A C6A C1A -0.9(3) . . . . ? C6A C1A C7A C8A -164.53(19) . . . . ? C2A C1A C7A C8A 19.6(3) . . . . ? C6A C1A C7A C12A 18.0(3) . . . . ? C2A C1A C7A C12A -157.87(19) . . . . ? C12A C7A C8A C9A 3.6(3) . . . . ? C1A C7A C8A C9A -173.94(18) . . . . ? C7A C8A C9A C10A -1.2(3) . . . . ? C8A C9A C10A C11A -2.0(3) . . . . ? C8A C9A C10A C13A 174.83(18) . . . . ? C9A C10A C11A C12A 2.7(3) . . . . ? C13A C10A C11A C12A -174.14(17) . . . . ? C10A C11A C12A C7A -0.2(3) . . . . ? C8A C7A C12A C11A -3.0(3) . . . . ? C1A C7A C12A C11A 174.63(17) . . . . ? C9A C10A C13A C14A -73.9(19) . . . . ? C11A C10A C13A C14A 102.8(19) . . . . ? C10A C13A C14A C15A 57(3) . . . . ? C13A C14A C15A C16A -179(100) . . . . ? C13A C14A C15A C32A -1.6(13) . . . . ? C14A C15A C16A C17A -147(2) . . . . ? C32A C15A C16A C17A 36(2) . . . . ? C15A C16A C17A C18A -117(2) . . . . ? C15A C16A C17A C36A 65(2) . . . . ? C16A C17A C18A C19A 125(2) . . . . ? C36A C17A C18A C19A -57(2) . . . . ? C17A C18A C19A C20A -148(5) . . . . ? C18A C19A C20A C21A -13(6) . . . . ? C18A C19A C20A C25A 167(6) . . . . ? C25A C20A C21A C22A -0.7(3) . . . . ? C19A C20A C21A C22A -179.92(19) . . . . ? C20A C21A C22A C23A 0.4(3) . . . . ? C21A C22A C23A C24A -0.3(3) . . . . ? C21A C22A C23A C26A 178.29(18) . . . . ? C22A C23A C24A C25A 0.6(3) . . . . ? C26A C23A C24A C25A -177.91(18) . . . . ? C23A C24A C25A C20A -1.0(3) . . . . ? C21A C20A C25A C24A 1.0(3) . . . . ? C19A C20A C25A C24A -179.77(19) . . . . ? C24A C23A C26A C27A -150.27(19) . . . . ? C22A C23A C26A C27A 31.2(3) . . . . ? C24A C23A C26A C31A 33.1(3) . . . . ? C22A C23A C26A C31A -145.40(19) . . . . ? C31A C26A C27A C28A 0.4(3) . . . . ? C23A C26A C27A C28A -176.29(18) . . . . ? C26A C27A C28A C29A 1.7(3) . . . . ? C27A C28A C29A C30A -2.1(3) . . . . ? C28A C29A C30A C31A 0.2(3) . . . . ? C29A C30A C31A C26A 2.0(3) . . . . ? C27A C26A C31A C30A -2.3(3) . . . . ? C23A C26A C31A C30A 174.41(18) . . . . ? C16A C15A C32A C35A -9.0(2) . . . . ? C14A C15A C32A C35A 173.72(16) . . . . ? C16A C15A C32A C33A -129.70(19) . . . . ? C14A C15A C32A C33A 53.1(2) . . . . ? C16A C15A C32A C34A 110.8(2) . . . . ? C14A C15A C32A C34A -66.5(2) . . . . ? C16A C17A C36A C39A -22.2(2) . . . . ? C18A C17A C36A C39A 160.18(16) . . . . ? C16A C17A C36A C37A -143.00(18) . . . . ? C18A C17A C36A C37A 39.4(2) . . . . ? C16A C17A C36A C38A 97.7(2) . . . . ? C18A C17A C36A C38A -79.9(2) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.68 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.173 _refine_diff_density_min -0.223 _refine_diff_density_rms 0.041 _database_code_depnum_ccdc_archive 'CCDC 926555'