Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 #============================================================================== # 0. AUDIT DETAILS _audit_creation_date '2003-05-08 08:30:24' _audit_creation_method ; PLATON option SHELXL97-2 & Manual Editing ; _audit_update_record ; ? ; #=============================================================================== # 1. SUBMISSION DETAILS _publ_contact_author_name # Name of author for correspondence 'Drs. A. Meetsma' _publ_contact_author_address # Address of author for correspondence ; Crystal Structure Center, Chemical Physics, Materials Science Center, Groningen University, Nijenborgh 4, NL-9747 AG Groningen, The Netherlands. ; _publ_contact_author_email A.Meetsma@rug.nl _publ_contact_author_fax '+31 50 3634441' _publ_contact_author_phone '+31 50 3634368' # Publication choise FI FM FO CI CM CO _publ_requested_category ? _publ_requested_coeditor_name ? _publ_contact_letter # Include date of submission ; Date of submission : 2005-05-13 08:20:24 Consider this CIF submission for deposition of the first X-ray structure of a manuscript to be submitted to : Org.Biomol.Chem (Our Compound_Identification_Code : CP806) ; #=============================================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Synthesis, Stereochemistry, and Photochemical and Thermal Behaviour of bis-t-Butyl Substituted Overcrowded Alkenes ; #=============================================================================== _publ_section_references ; Altomare, A., Burla, M.C., Camalli, M., Cascarano, G.L., Giacovazzo, C. Guagliardi, A., Moliterni, A.G.G., Polidori, G. & Spagna, R. (1999). J. Appl. Cryst. 32, 115-119. Bondi, A. (1964). J. Phys. Chem. 68, 441-451. Bruker, (2000). SMART, SAINT, SADABS, XPREP and SHELXTL/NT. Software Reference Manual Bruker AXS Inc. Madison, Wisconsin, USA. International Tables for Crystallography (1983). Vol. A. Space-group symmetry, edited by T. Hahn. Dordrecht: Reidel. (Present distributor Kluwer Academic Publishers, Dordrecht). International Tables for Crystallography (1992). Vol. C. Edited by A.J.C Wilson, Kluwer Academic Publishers, Dordrecht, The Netherlands. Le Page, Y. (1987). J. Appl. Cryst. 20, 264-269. Le Page, Y. (1988). J. Appl. Cryst. 21, 983-984. Meetsma, A. (2003). Extended version of the program PLUTO. Groningen University, The Netherlands. (unpublished). Sheldrick, G.M. SHELXL97. Program for Crystal Structure Refinement. University of G\"ottingen, Germany, 1997. Sheldrick, G.M. SADABS. Version 2. Multi-Scan Absorption Correction Program. University of G\"ottingen, Germany, 2001 Spek, A.L. (1987). Acta Cryst. C43, 1233-1235. Spek, A.L. (1988). J. Appl. Cryst. 21, 578-579. Spek, A.L. (1990). Acta Cryst. A46, C-34. Spek, A.L. (1994). Am. Crystallogr. Assoc.-Abstracts, 22, 66. ; _publ_section_figure_captions ; Fig. 1. Chemical structural diagram (scheme 1) of the title compound Fig. 2. Perspective PLUTO drawing of the molecule illustrating the configuration and the adopted numbering scheme. Fig. 3. Molecular packing viewed down unit cell axes. Fig. 4. Perspective ORTEP drawing of the title compound. Displacement ellipsoids for non-H are represented at the 50% probability level. The H-atoms are drawn with an arbitrary radius. ; loop_ _publ_author_name A.Meetsma 'Ben L. Feringa' 'Marcin G. Kwit' 'M.ter Wiel' #=============================================================================== data_CP806 _database_code_depnum_ccdc_archive 'CCDC 271758' # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H36' # 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 H36' _chemical_formula_iupac ? _chemical_formula_weight 444.66 _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 H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_space_group_name_H-M 'P b c a' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z -x,-y,-z 1/2+x,y,1/2-z 1/2-x,1/2+y,z x,1/2-y,1/2+z _cell_length_a 7.2761(3) _cell_length_b 19.4524(8) _cell_length_c 36.240(1) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 5129.3(3) _cell_formula_units_Z 8 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 6170 _cell_measurement_theta_min 2.69 _cell_measurement_theta_max 23.76 _cell_special_details ; The final unit cell was obtained from the xyz centroids of 6170 reflections after integration using the SAINT software package (Bruker, 2000). ; _exptl_crystal_description platelet _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.11 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.152 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1920 _exptl_absorpt_coefficient_mu 0.064 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_process_details '(SADABS, Sheldrick, Bruker, 2000))' _exptl_absorpt_correction_T_min 0.918 _exptl_absorpt_correction_T_max 0.992 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focus sealed Siemens Mo tube ' _diffrn_radiation_monochromator 'parallel mounted graphite' _diffrn_radiation_detector ; CCD area-detector ; _diffrn_measurement_device_type ; Bruker Smart Apex ; _diffrn_measurement_method 'phi and omega scans' _diffrn_special_details ; Crystal into the cold nitrogen stream of the low-temparature unit (KRYOFLEX, (Bruker, 2000)). ; _diffrn_detector_area_resol_mean '4096x4096 / 62x62 (binned 512)' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? # number of measured reflections (redundant set) _diffrn_reflns_number 44330 _diffrn_reflns_av_R_equivalents 0.0572 _diffrn_reflns_av_sigmaI/netI 0.0482 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_limit_l_max 48 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 28.28 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_reduction_process ; Intensity data were corrected for Lorentz and polarization effects, decay and absorption and reduced to F~o~^2^ using SAINT (Bruker, 2000) and SADABS (Sheldrick, 2001) ; # number of unique reflections _reflns_number_total 6334 _reflns_number_gt 4840 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART, Bruker Version 5.624, 2001' _computing_cell_refinement 'SAINT, Bruker Version 6.02A, 2000' _computing_data_reduction 'XPREP, Bruker Version 5.1/NT, 2000' _computing_structure_solution ; SIR-97 (Altomare et al., 1997) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; PLUTO (Meetsma, 2003) PLATON (Spek, 1994) ; _computing_publication_material 'PLATON (Spek, 1990)' #=============================================================================== # 8. REFINEMENT DATA _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^)+(0.0611P)^2^+1.1818P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary direct _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 6334 _refine_ls_number_parameters 451 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0675 _refine_ls_R_factor_gt 0.0475 _refine_ls_wR_factor_ref 0.1230 _refine_ls_wR_factor_gt 0.1124 _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 _refine_diff_density_max 0.378 _refine_diff_density_min -0.215 _refine_diff_density_rms 0.045 _vrn_publ_code_void_volume 0.0 _vrn_publ_code_frame_time_sec 10.0 _vrn_publ_code_meas_time_hour 7.9 #=============================================================================== # 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 C1 C Uani 0.37036(16) 0.47936(6) 0.10610(3) 1.000 0.0154(3) . . C2 C Uani 0.30120(17) 0.51542(6) 0.07085(3) 1.000 0.0169(3) . . C3 C Uani 0.44868(18) 0.57241(7) 0.06627(4) 1.000 0.0199(4) . . C4 C Uani 0.50145(17) 0.58862(6) 0.10547(4) 1.000 0.0192(3) . . C5 C Uani 0.58138(18) 0.64968(7) 0.11873(4) 1.000 0.0234(4) . . C6 C Uani 0.59600(19) 0.65951(7) 0.15603(4) 1.000 0.0260(4) . . C7 C Uani 0.52590(18) 0.61017(7) 0.18125(4) 1.000 0.0221(4) . . C8 C Uani 0.5223(2) 0.62346(8) 0.21980(4) 1.000 0.0283(4) . . C9 C Uani 0.4424(2) 0.57872(8) 0.24378(4) 1.000 0.0295(4) . . C10 C Uani 0.36134(19) 0.51768(8) 0.23061(4) 1.000 0.0251(4) . . C11 C Uani 0.36640(18) 0.50184(7) 0.19378(4) 1.000 0.0198(4) . . C12 C Uani 0.44906(17) 0.54711(6) 0.16787(3) 1.000 0.0177(3) . . C13 C Uani 0.44666(17) 0.53639(6) 0.12889(3) 1.000 0.0162(3) . . C14 C Uani 0.10036(18) 0.54392(7) 0.07330(3) 1.000 0.0196(4) . . C15 C Uani 0.0704(2) 0.59317(8) 0.10593(4) 1.000 0.0260(4) . . C16 C Uani 0.0533(2) 0.58136(8) 0.03719(4) 1.000 0.0269(4) . . C17 C Uani -0.03503(19) 0.48403(7) 0.07729(4) 1.000 0.0235(4) . . C18 C Uani 0.38097(17) 0.41039(6) 0.11038(3) 1.000 0.0155(3) . . C19 C Uani 0.28910(18) 0.35838(6) 0.08445(4) 1.000 0.0189(4) . . C20 C Uani 0.2022(2) 0.30804(7) 0.11270(4) 1.000 0.0235(4) . . C21 C Uani 0.33551(19) 0.31039(7) 0.14450(4) 1.000 0.0209(4) . . C22 C Uani 0.3616(2) 0.26073(7) 0.17232(4) 1.000 0.0262(4) . . C23 C Uani 0.5061(2) 0.26778(7) 0.19615(4) 1.000 0.0265(4) . . C24 C Uani 0.63268(19) 0.32287(7) 0.19272(3) 1.000 0.0222(4) . . C25 C Uani 0.7930(2) 0.32697(8) 0.21519(4) 1.000 0.0289(4) . . C26 C Uani 0.9219(2) 0.37693(8) 0.20971(4) 1.000 0.0323(5) . . C27 C Uani 0.8968(2) 0.42627(8) 0.18165(4) 1.000 0.0271(4) . . C28 C Uani 0.74172(19) 0.42519(7) 0.16017(3) 1.000 0.0203(4) . . C29 C Uani 0.60487(18) 0.37424(6) 0.16505(3) 1.000 0.0178(4) . . C30 C Uani 0.44625(18) 0.36801(6) 0.14195(3) 1.000 0.0172(3) . . C31 C Uani 0.42152(19) 0.32219(7) 0.05633(4) 1.000 0.0221(4) . . C32 C Uani 0.5208(2) 0.37560(8) 0.03247(4) 1.000 0.0297(5) . . C33 C Uani 0.3036(3) 0.27753(9) 0.03059(5) 1.000 0.0343(5) . . C34 C Uani 0.5686(2) 0.27719(8) 0.07457(4) 1.000 0.0258(4) . . H1 H Uiso 0.312(2) 0.4606(8) 0.1851(4) 1.000 0.021(4) . . H2 H Uiso 0.3020(19) 0.4836(7) 0.0491(4) 1.000 0.017(3) . . H3 H Uiso 0.402(2) 0.6145(8) 0.0534(4) 1.000 0.024(4) . . H3' H Uiso 0.554(2) 0.5541(8) 0.0517(4) 1.000 0.024(4) . . H5 H Uiso 0.623(2) 0.6847(9) 0.1018(4) 1.000 0.031(4) . . H6 H Uiso 0.649(2) 0.7021(9) 0.1659(4) 1.000 0.032(4) . . H8 H Uiso 0.581(2) 0.6668(8) 0.2283(4) 1.000 0.030(4) . . H9 H Uiso 0.438(2) 0.5900(8) 0.2705(4) 1.000 0.029(4) . . H10 H Uiso 0.301(2) 0.4868(8) 0.2477(4) 1.000 0.027(4) . . H15 H Uiso -0.057(3) 0.6102(8) 0.1051(5) 1.000 0.034(4) . . H15' H Uiso 0.154(2) 0.6349(9) 0.1049(5) 1.000 0.035(4) . . H15" H Uiso 0.090(2) 0.5689(8) 0.1300(4) 1.000 0.026(4) . . H16 H Uiso 0.083(2) 0.5511(8) 0.0152(5) 1.000 0.032(4) . . H16' H Uiso 0.122(2) 0.6250(9) 0.0341(4) 1.000 0.032(4) . . H16" H Uiso -0.081(3) 0.5924(9) 0.0367(5) 1.000 0.042(5) . . H17 H Uiso -0.003(2) 0.4553(8) 0.1000(4) 1.000 0.026(4) . . H17' H Uiso -0.031(2) 0.4527(9) 0.0549(5) 1.000 0.035(4) . . H17" H Uiso -0.162(2) 0.5020(8) 0.0801(4) 1.000 0.034(4) . . H19 H Uiso 0.192(2) 0.3806(7) 0.0690(4) 1.000 0.013(3) . . H20 H Uiso 0.182(2) 0.2604(8) 0.1033(4) 1.000 0.026(4) . . H20' H Uiso 0.079(2) 0.3245(8) 0.1207(4) 1.000 0.028(4) . . H22 H Uiso 0.281(2) 0.2208(8) 0.1737(4) 1.000 0.027(4) . . H23 H Uiso 0.532(2) 0.2335(8) 0.2151(4) 1.000 0.026(4) . . H25 H Uiso 0.809(2) 0.2924(9) 0.2343(4) 1.000 0.033(4) . . H26 H Uiso 1.030(3) 0.3776(9) 0.2256(5) 1.000 0.040(5) . . H27 H Uiso 0.991(2) 0.4613(9) 0.1773(4) 1.000 0.033(4) . . H28 H Uiso 0.723(2) 0.4600(8) 0.1407(4) 1.000 0.020(4) . . H32 H Uiso 0.607(2) 0.3522(9) 0.0150(5) 1.000 0.036(5) . . H32' H Uiso 0.590(2) 0.4083(9) 0.0484(5) 1.000 0.038(5) . . H32" H Uiso 0.430(3) 0.4023(9) 0.0167(5) 1.000 0.043(5) . . H33 H Uiso 0.207(3) 0.3060(10) 0.0182(5) 1.000 0.047(5) . . H33' H Uiso 0.236(3) 0.2416(10) 0.0445(5) 1.000 0.043(5) . . H33" H Uiso 0.381(2) 0.2537(9) 0.0112(5) 1.000 0.041(5) . . H34 H Uiso 0.644(2) 0.2535(9) 0.0547(5) 1.000 0.042(5) . . H34' H Uiso 0.515(2) 0.2415(9) 0.0911(5) 1.000 0.032(4) . . H34" H Uiso 0.659(2) 0.3059(8) 0.0894(4) 1.000 0.028(4) . . 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 0.0134(6) 0.0184(6) 0.0144(5) 0.0005(4) 0.0007(4) 0.0000(4) C2 0.0179(6) 0.0161(6) 0.0167(6) 0.0018(4) -0.0010(5) 0.0008(5) C3 0.0188(7) 0.0187(6) 0.0223(6) 0.0057(5) 0.0013(5) 0.0008(5) C4 0.0140(6) 0.0184(6) 0.0253(6) 0.0013(5) 0.0004(5) 0.0022(5) C5 0.0163(7) 0.0162(6) 0.0378(8) 0.0030(5) 0.0019(5) -0.0007(5) C6 0.0192(7) 0.0179(7) 0.0409(8) -0.0076(6) -0.0021(6) -0.0009(5) C7 0.0156(6) 0.0215(7) 0.0293(7) -0.0069(5) -0.0038(5) 0.0034(5) C8 0.0238(7) 0.0286(8) 0.0325(8) -0.0133(6) -0.0066(6) 0.0039(6) C9 0.0268(8) 0.0391(8) 0.0225(7) -0.0104(6) -0.0046(6) 0.0084(6) C10 0.0220(7) 0.0318(8) 0.0214(7) -0.0005(6) 0.0000(5) 0.0078(6) C11 0.0174(6) 0.0205(7) 0.0216(6) -0.0005(5) -0.0011(5) 0.0044(5) C12 0.0134(6) 0.0183(6) 0.0215(6) -0.0029(5) -0.0021(5) 0.0044(5) C13 0.0128(6) 0.0147(6) 0.0211(6) -0.0010(4) -0.0011(4) 0.0022(4) C14 0.0181(7) 0.0192(6) 0.0214(6) 0.0037(5) -0.0030(5) 0.0006(5) C15 0.0194(7) 0.0277(8) 0.0309(7) -0.0026(6) -0.0010(6) 0.0075(6) C16 0.0244(8) 0.0264(7) 0.0298(8) 0.0112(6) -0.0060(6) 0.0002(6) C17 0.0166(7) 0.0255(7) 0.0283(7) 0.0063(6) -0.0013(5) -0.0002(5) C18 0.0146(6) 0.0180(6) 0.0138(5) -0.0001(4) 0.0007(4) -0.0005(4) C19 0.0194(7) 0.0160(6) 0.0212(6) -0.0013(5) -0.0028(5) -0.0006(5) C20 0.0225(7) 0.0173(7) 0.0308(7) 0.0002(5) 0.0002(5) -0.0038(5) C21 0.0225(7) 0.0173(6) 0.0229(6) 0.0009(5) 0.0043(5) 0.0018(5) C22 0.0330(8) 0.0181(7) 0.0275(7) 0.0046(5) 0.0090(6) 0.0010(6) C23 0.0401(9) 0.0207(7) 0.0188(6) 0.0059(5) 0.0084(6) 0.0088(6) C24 0.0308(8) 0.0209(7) 0.0149(6) -0.0003(5) 0.0023(5) 0.0102(5) C25 0.0423(9) 0.0273(7) 0.0172(6) -0.0019(5) -0.0055(6) 0.0165(7) C26 0.0343(9) 0.0358(9) 0.0269(7) -0.0072(6) -0.0131(6) 0.0141(7) C27 0.0232(7) 0.0294(8) 0.0287(7) -0.0056(6) -0.0044(6) 0.0053(6) C28 0.0207(7) 0.0206(6) 0.0195(6) -0.0017(5) -0.0005(5) 0.0045(5) C29 0.0210(7) 0.0175(6) 0.0148(6) -0.0010(4) 0.0017(5) 0.0068(5) C30 0.0190(6) 0.0158(6) 0.0168(6) 0.0003(4) 0.0038(5) 0.0034(5) C31 0.0277(8) 0.0193(7) 0.0192(6) -0.0038(5) -0.0021(5) 0.0025(5) C32 0.0412(9) 0.0266(8) 0.0214(7) -0.0011(6) 0.0082(6) 0.0048(7) C33 0.0409(10) 0.0282(8) 0.0337(8) -0.0130(7) -0.0106(7) 0.0045(7) C34 0.0291(8) 0.0242(7) 0.0240(7) -0.0022(6) 0.0007(6) 0.0067(6) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All esds 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 C1 C2 1.5418(16) . . no C1 C13 1.4903(16) . . no C1 C18 1.3528(17) . . no C2 C3 1.5518(18) . . no C2 C14 1.5655(18) . . no C3 C4 1.505(2) . . no C4 C5 1.4071(18) . . no C4 C13 1.3826(17) . . no C5 C6 1.369(2) . . no C6 C7 1.420(2) . . no C7 C8 1.421(2) . . no C7 C12 1.4326(18) . . no C8 C9 1.360(2) . . no C9 C10 1.409(2) . . no C10 C11 1.370(2) . . no C11 C12 1.4209(18) . . no C12 C13 1.4281(15) . . no C14 C15 1.5374(19) . . no C14 C16 1.5363(19) . . no C14 C17 1.5325(19) . . no C18 C19 1.5341(17) . . no C18 C30 1.4880(16) . . no C19 C20 1.5514(19) . . no C19 C31 1.5692(19) . . no C20 C21 1.507(2) . . no C21 C22 1.409(2) . . no C21 C30 1.3835(18) . . no C22 C23 1.367(2) . . no C23 C24 1.418(2) . . no C24 C25 1.4249(19) . . no C24 C29 1.4300(17) . . no C25 C26 1.365(2) . . no C26 C27 1.410(2) . . no C27 C28 1.3710(19) . . no C28 C29 1.4160(18) . . no C29 C30 1.4309(18) . . no C31 C32 1.533(2) . . no C31 C33 1.537(2) . . no C31 C34 1.532(2) . . no C2 H2 1.002(14) . . no C3 H3 1.002(15) . . no C3 H3' 0.996(15) . . no C5 H5 0.966(16) . . no C6 H6 0.981(17) . . no C8 H8 0.994(15) . . no C9 H9 0.993(15) . . no C10 H10 0.968(15) . . no C11 H1 0.948(15) . . no C15 H15 0.98(2) . . no C15 H15' 1.015(17) . . no C15 H15" 1.002(15) . . no C16 H16 1.014(17) . . no C16 H16' 0.991(17) . . no C16 H16" 1.00(2) . . no C17 H17 1.022(15) . . no C17 H17' 1.015(18) . . no C17 H17" 0.993(15) . . no C19 H19 1.000(14) . . no C20 H20 0.998(15) . . no C20 H20' 0.995(15) . . no C22 H22 0.975(15) . . no C23 H23 0.976(15) . . no C25 H25 0.972(16) . . no C26 H26 0.97(2) . . no C27 H27 0.979(16) . . no C28 H28 0.987(15) . . no C32 H32 1.001(17) . . no C32 H32' 0.996(17) . . no C32 H32" 1.02(2) . . no C33 H33 1.00(2) . . no C33 H33' 0.99(2) . . no C33 H33" 1.013(17) . . no C34 H34 1.016(17) . . no C34 H34' 0.996(17) . . no C34 H34" 1.017(15) . . 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 C2 C1 C13 104.01(9) . . . no C2 C1 C18 124.39(10) . . . no C13 C1 C18 130.80(10) . . . no C1 C2 C3 100.83(10) . . . no C1 C2 C14 114.76(9) . . . no C3 C2 C14 113.49(10) . . . no C2 C3 C4 103.01(10) . . . no C3 C4 C5 127.21(12) . . . no C3 C4 C13 110.61(11) . . . no C5 C4 C13 121.99(13) . . . no C4 C5 C6 119.15(13) . . . no C5 C6 C7 120.87(13) . . . no C6 C7 C8 121.09(13) . . . no C6 C7 C12 120.07(12) . . . no C8 C7 C12 118.77(12) . . . no C7 C8 C9 121.30(14) . . . no C8 C9 C10 120.11(14) . . . no C9 C10 C11 120.54(13) . . . no C10 C11 C12 121.04(12) . . . no C7 C12 C11 118.18(11) . . . no C7 C12 C13 117.69(11) . . . no C11 C12 C13 123.92(11) . . . no C1 C13 C4 108.31(10) . . . no C1 C13 C12 131.41(10) . . . no C4 C13 C12 119.76(11) . . . no C2 C14 C15 113.37(10) . . . no C2 C14 C16 109.12(10) . . . no C2 C14 C17 109.64(11) . . . no C15 C14 C16 109.16(11) . . . no C15 C14 C17 108.06(11) . . . no C16 C14 C17 107.31(11) . . . no C1 C18 C19 123.98(10) . . . no C1 C18 C30 130.98(10) . . . no C19 C18 C30 104.16(10) . . . no C18 C19 C20 100.93(11) . . . no C18 C19 C31 115.22(11) . . . no C20 C19 C31 113.31(10) . . . no C19 C20 C21 102.90(11) . . . no C20 C21 C22 127.81(12) . . . no C20 C21 C30 110.39(12) . . . no C22 C21 C30 121.65(13) . . . no C21 C22 C23 119.12(13) . . . no C22 C23 C24 121.31(13) . . . no C23 C24 C25 121.59(12) . . . no C23 C24 C29 119.83(12) . . . no C25 C24 C29 118.52(12) . . . no C24 C25 C26 121.28(13) . . . no C25 C26 C27 120.03(13) . . . no C26 C27 C28 120.37(13) . . . no C27 C28 C29 121.24(12) . . . no C24 C29 C28 118.50(11) . . . no C24 C29 C30 117.72(11) . . . no C28 C29 C30 123.60(10) . . . no C18 C30 C21 108.32(11) . . . no C18 C30 C29 131.33(11) . . . no C21 C30 C29 119.95(11) . . . no C19 C31 C32 110.59(11) . . . no C19 C31 C33 107.76(12) . . . no C19 C31 C34 113.89(12) . . . no C32 C31 C33 107.69(12) . . . no C32 C31 C34 107.54(11) . . . no C33 C31 C34 109.20(12) . . . no C1 C2 H2 111.6(8) . . . no C3 C2 H2 110.7(8) . . . no C14 C2 H2 105.6(8) . . . no C2 C3 H3 113.5(9) . . . no C2 C3 H3' 109.5(9) . . . no C4 C3 H3 110.8(9) . . . no C4 C3 H3' 112.3(8) . . . no H3 C3 H3' 107.8(12) . . . no C4 C5 H5 120.5(9) . . . no C6 C5 H5 120.3(9) . . . no C5 C6 H6 120.5(9) . . . no C7 C6 H6 118.5(9) . . . no C7 C8 H8 116.8(8) . . . no C9 C8 H8 121.9(8) . . . no C8 C9 H9 119.7(9) . . . no C10 C9 H9 120.2(9) . . . no C9 C10 H10 119.7(9) . . . no C11 C10 H10 119.7(9) . . . no C10 C11 H1 120.1(9) . . . no C12 C11 H1 118.8(9) . . . no C14 C15 H15 108.6(10) . . . no C14 C15 H15' 112.6(10) . . . no C14 C15 H15" 110.8(9) . . . no H15 C15 H15' 107.1(13) . . . no H15 C15 H15" 108.6(13) . . . no H15' C15 H15" 108.9(13) . . . no C14 C16 H16 110.3(10) . . . no C14 C16 H16' 112.9(9) . . . no C14 C16 H16" 109.5(10) . . . no H16 C16 H16' 107.5(12) . . . no H16 C16 H16" 108.6(13) . . . no H16' C16 H16" 107.9(13) . . . no C14 C17 H17 110.2(8) . . . no C14 C17 H17' 111.2(9) . . . no C14 C17 H17" 109.9(9) . . . no H17 C17 H17' 108.0(13) . . . no H17 C17 H17" 108.8(12) . . . no H17' C17 H17" 108.7(12) . . . no C18 C19 H19 111.5(8) . . . no C20 C19 H19 110.8(8) . . . no C31 C19 H19 105.3(8) . . . no C19 C20 H20 114.9(9) . . . no C19 C20 H20' 110.9(9) . . . no C21 C20 H20 112.6(9) . . . no C21 C20 H20' 110.3(8) . . . no H20 C20 H20' 105.4(12) . . . no C21 C22 H22 120.1(9) . . . no C23 C22 H22 120.7(9) . . . no C22 C23 H23 121.6(9) . . . no C24 C23 H23 116.9(9) . . . no C24 C25 H25 117.8(9) . . . no C26 C25 H25 120.9(9) . . . no C25 C26 H26 118.5(11) . . . no C27 C26 H26 121.4(11) . . . no C26 C27 H27 119.9(9) . . . no C28 C27 H27 119.7(9) . . . no C27 C28 H28 120.6(9) . . . no C29 C28 H28 118.2(9) . . . no C31 C32 H32 110.1(10) . . . no C31 C32 H32' 110.1(10) . . . no C31 C32 H32" 110.9(12) . . . no H32 C32 H32' 109.9(13) . . . no H32 C32 H32" 106.5(15) . . . no H32' C32 H32" 109.2(14) . . . no C31 C33 H33 110.6(11) . . . no C31 C33 H33' 111.5(11) . . . no C31 C33 H33" 111.7(9) . . . no H33 C33 H33' 105.6(17) . . . no H33 C33 H33" 109.4(15) . . . no H33' C33 H33" 107.8(15) . . . no C31 C34 H34 109.3(10) . . . no C31 C34 H34' 112.6(9) . . . no C31 C34 H34" 111.5(9) . . . no H34 C34 H34' 108.8(14) . . . no H34 C34 H34" 105.9(12) . . . no H34' C34 H34" 108.6(13) . . . 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 C13 C1 C2 C3 35.52(11) . . . . no C13 C1 C2 C14 -86.83(12) . . . . no C18 C1 C2 C3 -135.21(12) . . . . no C18 C1 C2 C14 102.44(14) . . . . no C2 C1 C13 C4 -26.42(13) . . . . no C2 C1 C13 C12 145.13(13) . . . . no C18 C1 C13 C4 143.46(13) . . . . no C18 C1 C13 C12 -45.0(2) . . . . no C2 C1 C18 C19 -13.48(19) . . . . no C2 C1 C18 C30 178.96(12) . . . . no C13 C1 C18 C19 178.44(12) . . . . no C13 C1 C18 C30 10.9(2) . . . . no C1 C2 C3 C4 -31.91(11) . . . . no C14 C2 C3 C4 91.33(11) . . . . no C1 C2 C14 C15 55.38(14) . . . . no C1 C2 C14 C16 177.26(10) . . . . no C1 C2 C14 C17 -65.47(13) . . . . no C3 C2 C14 C15 -59.84(14) . . . . no C3 C2 C14 C16 62.04(13) . . . . no C3 C2 C14 C17 179.31(10) . . . . no C2 C3 C4 C5 -157.35(12) . . . . no C2 C3 C4 C13 17.61(13) . . . . no C3 C4 C5 C6 170.64(13) . . . . no C13 C4 C5 C6 -3.8(2) . . . . no C3 C4 C13 C1 5.38(14) . . . . no C3 C4 C13 C12 -167.33(11) . . . . no C5 C4 C13 C1 -179.35(11) . . . . no C5 C4 C13 C12 7.94(19) . . . . no C4 C5 C6 C7 -2.2(2) . . . . no C5 C6 C7 C8 -172.98(13) . . . . no C5 C6 C7 C12 4.0(2) . . . . no C6 C7 C8 C9 174.83(14) . . . . no C12 C7 C8 C9 -2.2(2) . . . . no C6 C7 C12 C11 -174.72(12) . . . . no C6 C7 C12 C13 0.12(19) . . . . no C8 C7 C12 C11 2.32(18) . . . . no C8 C7 C12 C13 177.16(12) . . . . no C7 C8 C9 C10 0.1(2) . . . . no C8 C9 C10 C11 1.8(2) . . . . no C9 C10 C11 C12 -1.6(2) . . . . no C10 C11 C12 C7 -0.48(19) . . . . no C10 C11 C12 C13 -174.98(13) . . . . no C7 C12 C13 C1 -176.67(12) . . . . no C7 C12 C13 C4 -5.92(18) . . . . no C11 C12 C13 C1 -2.1(2) . . . . no C11 C12 C13 C4 168.60(12) . . . . no C1 C18 C19 C20 -134.67(12) . . . . no C1 C18 C19 C31 102.89(14) . . . . no C30 C18 C19 C20 35.67(12) . . . . no C30 C18 C19 C31 -86.77(13) . . . . no C1 C18 C30 C21 142.92(14) . . . . no C1 C18 C30 C29 -44.6(2) . . . . no C19 C18 C30 C21 -26.46(13) . . . . no C19 C18 C30 C29 146.06(13) . . . . no C18 C19 C20 C21 -32.05(12) . . . . no C31 C19 C20 C21 91.71(13) . . . . no C18 C19 C31 C32 -57.37(15) . . . . no C18 C19 C31 C33 -174.83(11) . . . . no C18 C19 C31 C34 63.87(15) . . . . no C20 C19 C31 C32 -172.91(11) . . . . no C20 C19 C31 C33 69.63(15) . . . . no C20 C19 C31 C34 -51.67(16) . . . . no C19 C20 C21 C22 -157.82(14) . . . . no C19 C20 C21 C30 17.68(14) . . . . no C20 C21 C22 C23 171.45(14) . . . . no C30 C21 C22 C23 -3.6(2) . . . . no C20 C21 C30 C18 5.26(15) . . . . no C20 C21 C30 C29 -168.26(11) . . . . no C22 C21 C30 C18 -178.91(12) . . . . no C22 C21 C30 C29 7.6(2) . . . . no C21 C22 C23 C24 -1.8(2) . . . . no C22 C23 C24 C25 -173.98(13) . . . . no C22 C23 C24 C29 3.1(2) . . . . no C23 C24 C25 C26 174.53(14) . . . . no C29 C24 C25 C26 -2.6(2) . . . . no C23 C24 C29 C28 -174.57(12) . . . . no C23 C24 C29 C30 0.77(18) . . . . no C25 C24 C29 C28 2.65(18) . . . . no C25 C24 C29 C30 177.99(12) . . . . no C24 C25 C26 C27 0.7(2) . . . . no C25 C26 C27 C28 1.2(2) . . . . no C26 C27 C28 C29 -1.1(2) . . . . no C27 C28 C29 C24 -0.83(19) . . . . no C27 C28 C29 C30 -175.88(12) . . . . no C24 C29 C30 C18 -177.79(12) . . . . no C24 C29 C30 C21 -5.99(17) . . . . no C28 C29 C30 C18 -2.7(2) . . . . no C28 C29 C30 C21 169.09(12) . . . . 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 C1 C28 3.5002(17) . . no C1 C32 3.5202(19) . . no C2 C32 3.4475(19) . . no C4 C15 3.1377(19) . . no C8 C9 3.441(2) . 6_555 no C9 C10 3.400(2) . 6_555 no C9 C8 3.441(2) . 6_455 no C10 C26 3.517(2) . 6_455 no C10 C9 3.400(2) . 6_455 no C11 C28 3.3413(19) . . no C11 C18 3.5087(18) . . no C11 C30 3.2623(18) . . no C11 C29 3.2024(18) . . no C12 C28 3.1995(18) . . no C12 C29 3.5502(17) . . no C13 C28 3.2516(18) . . no C13 C15 3.0671(19) . . no C15 C13 3.0671(19) . . no C15 C4 3.1377(19) . . no C17 C19 3.4064(19) . . no C17 C18 3.5569(18) . . no C18 C11 3.5087(18) . . no C18 C17 3.5569(18) . . no C19 C17 3.4064(19) . . no C21 C34 3.117(2) . . no C26 C10 3.517(2) . 6_555 no C28 C12 3.1995(18) . . no C28 C13 3.2516(18) . . no C28 C1 3.5002(17) . . no C28 C11 3.3413(19) . . no C29 C11 3.2024(18) . . no C29 C12 3.5502(17) . . no C30 C34 3.1427(19) . . no C30 C11 3.2623(18) . . no C32 C1 3.5202(19) . . no C32 C2 3.4475(19) . . no C34 C30 3.1427(19) . . no C34 C21 3.117(2) . . no C1 H32' 2.973(17) . . no C1 H17 2.765(15) . . no C1 H28 2.881(15) . . no C1 H1 2.917(15) . . no C1 H15" 2.819(15) . . no C2 H32' 3.069(16) . . no C2 H32" 3.094(18) . . no C2 H19 2.741(14) . . no C3 H16' 2.838(15) . . no C3 H15' 2.835(16) . . no C4 H15' 2.684(15) . . no C5 H20 2.937(15) . 7_555 no C5 H15 2.79(2) . 1_655 no C6 H22 3.059(15) . 7_555 no C11 H27 2.905(15) . 1_455 no C12 H15" 2.981(15) . . no C12 H28 2.795(15) . . no C13 H15" 2.671(15) . . no C13 H28 2.537(15) . . no C13 H15' 2.994(16) . . no C15 H34' 3.000(17) . 7_555 no C16 H3 2.683(15) . . no C17 H28 2.932(15) . 1_455 no C17 H19 2.620(14) . . no C18 H34" 2.967(15) . . no C18 H28 2.887(15) . . no C18 H1 2.922(15) . . no C18 H32' 2.713(17) . . no C18 H17 2.951(15) . . no C19 H2 2.754(14) . . no C19 H17 2.896(15) . . no C20 H33' 2.800(18) . . no C20 H34' 2.733(16) . . no C21 H34" 3.088(15) . . no C21 H34' 2.692(17) . . no C23 H6 3.022(15) . 7_645 no C23 H25 2.939(15) . 6_455 no C24 H6 2.998(16) . 7_645 no C25 H26 3.04(2) . 6_455 no C25 H6 3.045(17) . 7_645 no C26 H10 2.779(15) . 6_555 no C27 H1 3.096(15) . 1_655 no C27 H10 2.903(15) . 6_555 no C27 H17 3.099(15) . 1_655 no C28 H17 2.924(15) . 1_655 no C29 H34" 3.072(15) . . no C29 H1 2.809(15) . . no C30 H1 2.577(15) . . no C30 H34" 2.735(15) . . no C32 H2 2.704(14) . . no C33 H16' 3.019(18) . 7_545 no C33 H20 2.799(15) . . no C34 H20 3.017(15) . . no C34 H5 3.041(16) . 7_645 no H1 C1 2.917(15) . . no H1 C18 2.922(15) . . no H1 C27 3.096(15) . 1_455 no H1 C29 2.809(15) . . no H1 C30 2.577(15) . . no H1 H27 2.35(2) . 1_455 no H2 C19 2.754(14) . . no H2 C32 2.704(14) . . no H2 H16 2.40(2) . . no H2 H17' 2.51(2) . . no H2 H19 2.275(19) . . no H2 H32' 2.56(2) . . no H2 H32" 2.18(2) . . no H3 C16 2.683(15) . . no H3 H16' 2.16(2) . . no H3 H32 2.56(2) . 5_665 no H3' H17" 2.52(2) . 1_655 no H5 C34 3.041(16) . 7_655 no H6 H8 2.41(2) . . no H6 C23 3.022(15) . 7_655 no H6 C24 2.998(16) . 7_655 no H6 C25 3.045(17) . 7_655 no H8 H6 2.41(2) . . no H8 H23 2.56(2) . 4_655 no H8 H25 2.58(2) . 7_655 no H10 C26 2.779(15) . 6_455 no H10 C27 2.903(15) . 6_455 no H15 C5 2.79(2) . 1_455 no H15 H16" 2.51(3) . . no H15 H17" 2.42(2) . . no H15' C3 2.835(16) . . no H15' C4 2.684(15) . . no H15' C13 2.994(16) . . no H15' H16' 2.58(2) . . no H15' H34' 2.46(2) . 7_555 no H15" C1 2.819(15) . . no H15" C12 2.981(15) . . no H15" C13 2.671(15) . . no H15" H17 2.55(2) . . no H16 H2 2.40(2) . . no H16 H17' 2.53(2) . . no H16 H16 2.57(2) . 5_565 no H16 H17' 2.57(3) . 5_565 no H16' C3 2.838(15) . . no H16' H3 2.16(2) . . no H16' H15' 2.58(2) . . no H16' C33 3.019(17) . 7_555 no H16' H33' 2.52(3) . 7_555 no H16" H15 2.51(3) . . no H16" H17" 2.43(2) . . no H17 C1 2.765(15) . . no H17 C18 2.951(15) . . no H17 C19 2.896(15) . . no H17 C27 3.099(15) . 1_455 no H17 C28 2.924(15) . 1_455 no H17 H15" 2.55(2) . . no H17 H19 2.32(2) . . no H17 H28 2.48(2) . 1_455 no H17' H2 2.51(2) . . no H17' H16 2.53(2) . . no H17' H19 2.20(2) . . no H17' H16 2.57(3) . 5_565 no H17" H3' 2.52(2) . 1_455 no H17" H15 2.42(2) . . no H17" H16" 2.43(2) . . no H17" H28 2.49(2) . 1_455 no H19 C2 2.741(14) . . no H19 C17 2.620(14) . . no H19 H2 2.275(19) . . no H19 H17 2.32(2) . . no H19 H17' 2.20(2) . . no H19 H33 2.35(2) . . no H20 C33 2.799(15) . . no H20 C34 3.017(15) . . no H20 H33' 2.20(2) . . no H20 H34' 2.49(2) . . no H20 C5 2.937(15) . 7_545 no H22 C6 3.059(15) . 7_545 no H23 H25 2.42(2) . . no H23 H8 2.56(2) . 4_645 no H25 H23 2.42(2) . . no H25 C23 2.939(15) . 6_555 no H25 H8 2.58(2) . 7_645 no H26 C25 3.04(2) . 6_555 no H27 C11 2.905(15) . 1_655 no H27 H1 2.35(2) . 1_655 no H28 C1 2.881(15) . . no H28 C12 2.795(15) . . no H28 C13 2.537(15) . . no H28 C17 2.932(15) . 1_655 no H28 C18 2.887(15) . . no H28 H17 2.48(2) . 1_655 no H28 H17" 2.49(2) . 1_655 no H32 H33" 2.53(2) . . no H32 H34 2.41(3) . . no H32 H3 2.56(2) . 5_665 no H32' C1 2.973(17) . . no H32' C2 3.069(16) . . no H32' C18 2.713(17) . . no H32' H2 2.56(2) . . no H32' H34" 2.54(2) . . no H32" C2 3.094(18) . . no H32" H2 2.18(2) . . no H32" H33 2.48(3) . . no H33 H19 2.35(2) . . no H33 H32" 2.48(3) . . no H33' C20 2.800(18) . . no H33' H20 2.20(2) . . no H33' H16' 2.52(3) . 7_545 no H33" H32 2.53(2) . . no H33" H34 2.48(2) . . no H34 H32 2.41(3) . . no H34 H33" 2.48(2) . . no H34' C20 2.733(16) . . no H34' C21 2.692(17) . . no H34' H20 2.49(2) . . no H34' C15 3.000(17) . 7_545 no H34' H15' 2.46(2) . 7_545 no H34" C18 2.967(15) . . no H34" C21 3.088(15) . . no H34" C29 3.072(15) . . no H34" C30 2.735(15) . . no H34" H32' 2.54(2) . . no #===END of Crystallographic Information File # Attachment 'Unstalbe-Cis-CCDC271759.cif' # CIF-file generated for C34H36 CP886 data_CP886 _database_code_depnum_ccdc_archive 'CCDC 271759' #============================================================================== # 0. AUDIT DETAILS _audit_creation_date '2004-03-15 15:50:15' _audit_creation_method ; PLATON
option SHELXL97-2 & Manual Editing ; _audit_update_record ; ? ; #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H36' # 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 H36' _chemical_formula_iupac ? _chemical_formula_weight 444.66 _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 H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_Int_Tables_number 19 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z _cell_length_a 9.7582(6) _cell_length_b 14.4454(8) _cell_length_c 17.915(1) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2525.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 5568 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 26.84 _cell_special_details ; The final unit cell was obtained from the xyz centroids of 5568 reflections after integration using the SAINT software package (Bruker, 2000). ; _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.31 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.169 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 0.065 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_process_details '(SADABS, Sheldrick, Bruker, 2001))' _exptl_absorpt_correction_T_min 0.8992 _exptl_absorpt_correction_T_max 0.9800 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focus sealed Siemens Mo tube ' _diffrn_radiation_monochromator 'parallel mounted graphite' _diffrn_radiation_detector ; CCD area-detector ; _diffrn_measurement_device_type ; Bruker Smart Apex ; _diffrn_measurement_method 'phi and omega scans' _diffrn_special_details ; Crystal into the cold nitrogen stream of the low-temparature unit (KRYOFLEX, (Bruker, 2000)). ; _diffrn_detector_area_resol_mean '4096x4096 / 62x62 (binned 512)' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? # number of measured reflections (redundant set) _diffrn_reflns_number 14553 _diffrn_reflns_av_R_equivalents 0.0239 _diffrn_reflns_av_sigmaI/netI 0.0295 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 26.02 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _diffrn_reflns_reduction_process ; Intensity data were corrected for Lorentz and polarization effects, decay and absorption and reduced to F~o~^2^ using SAINT (Bruker, 2000) and SADABS (Sheldrick, 2001) ; # number of unique reflections _reflns_number_total 4973 _reflns_number_gt 4419 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART, Version 5.624, (Bruker, 2001)' _computing_cell_refinement 'SAINTPLUS, Version 6.02A, (Bruker, 2000)' _computing_data_reduction 'XPREP, Version 5.1/NT, (Bruker, 2000)' _computing_structure_solution ; SIR-97 (Altomare et al., 1999) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; PLUTO (Meetsma, 2003) PLATON (Spek, 1994) ; _computing_publication_material 'PLATON (Spek, 1990)' #=============================================================================== # 8. REFINEMENT DATA _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^)+(0.0537P)^2^+0.0P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary direct _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ; Absolute structure cannot be determined reliably; there are only elements in the structure with very small anomalous effects by the used X-ray wavelength ; _chemical_absolute_configuration ? _refine_ls_abs_structure_Flack 0(5) _refine_ls_number_reflns 4973 _refine_ls_number_parameters 451 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0396 _refine_ls_R_factor_gt 0.0341 _refine_ls_wR_factor_ref 0.0838 _refine_ls_wR_factor_gt 0.0818 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.177 _refine_diff_density_min -0.147 _refine_diff_density_rms 0.029 _vrn_publ_code_squeezed_elec 0.0 _vrn_publ_code_void_volume 0.0 _vrn_publ_code_frame_time_sec 10.0 _vrn_publ_code_meas_time_hour 5.8 #=============================================================================== # 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 C1 C Uani 0.67910(16) 0.15099(11) 0.42692(8) 1.000 0.0311(4) . . C2 C Uani 0.76921(14) 0.11307(10) 0.36660(8) 1.000 0.0264(4) . . C3 C Uani 0.87546(15) 0.04856(10) 0.37503(9) 1.000 0.0304(4) . . C4 C Uani 0.93591(15) 0.01198(10) 0.31333(9) 1.000 0.0312(4) . . C5 C Uani 0.88188(13) 0.03023(9) 0.24146(8) 1.000 0.0269(4) . . C6 C Uani 0.92990(15) -0.01920(11) 0.17858(9) 1.000 0.0346(5) . . C7 C Uani 0.86581(16) -0.01319(11) 0.11142(9) 1.000 0.0362(5) . . C8 C Uani 0.74896(16) 0.04337(11) 0.10387(9) 1.000 0.0316(5) . . C9 C Uani 0.70436(14) 0.09585(9) 0.16227(8) 1.000 0.0243(4) . . C10 C Uani 0.77052(13) 0.09310(9) 0.23244(7) 1.000 0.0218(4) . . C11 C Uani 0.72644(13) 0.14418(9) 0.29685(7) 1.000 0.0211(4) . . C12 C Uani 0.62122(13) 0.21554(10) 0.30568(7) 1.000 0.0222(4) . . C13 C Uani 0.60436(14) 0.23249(10) 0.39021(8) 1.000 0.0263(4) . . C14 C Uani 0.66555(15) 0.32821(10) 0.41611(8) 1.000 0.0291(4) . . C15 C Uani 0.82028(17) 0.33115(14) 0.40502(11) 1.000 0.0418(6) . . C16 C Uani 0.6031(3) 0.41035(13) 0.37528(14) 1.000 0.0582(8) . . C17 C Uani 0.6352(3) 0.34031(17) 0.49900(11) 1.000 0.0560(8) . . C18 C Uani 0.35231(16) 0.35987(11) 0.21556(9) 1.000 0.0334(5) . . C19 C Uani 0.45878(15) 0.35269(10) 0.15594(8) 1.000 0.0309(4) . . C20 C Uani 0.45365(17) 0.39448(11) 0.08525(9) 1.000 0.0388(5) . . C21 C Uani 0.56438(19) 0.39089(11) 0.04000(9) 1.000 0.0398(6) . . C22 C Uani 0.69026(17) 0.35203(10) 0.06525(8) 1.000 0.0319(5) . . C23 C Uani 0.80879(19) 0.35521(12) 0.02019(9) 1.000 0.0382(5) . . C24 C Uani 0.93197(17) 0.32363(11) 0.04529(9) 1.000 0.0355(5) . . C25 C Uani 0.94240(15) 0.29027(10) 0.11873(8) 1.000 0.0300(5) . . C26 C Uani 0.82940(14) 0.28467(10) 0.16355(8) 1.000 0.0244(4) . . C27 C Uani 0.69788(14) 0.31092(9) 0.13817(7) 1.000 0.0249(4) . . C28 C Uani 0.57271(13) 0.30344(9) 0.18069(8) 1.000 0.0246(4) . . C29 C Uani 0.54281(13) 0.26339(9) 0.25457(8) 1.000 0.0233(4) . . C30 C Uani 0.39113(14) 0.28557(10) 0.27234(8) 1.000 0.0277(4) . . C31 C Uani 0.29539(14) 0.19797(10) 0.26567(9) 1.000 0.0307(4) . . C32 C Uani 0.15086(15) 0.22800(13) 0.29084(10) 1.000 0.0356(5) . . C33 C Uani 0.28941(16) 0.16150(12) 0.18541(10) 1.000 0.0366(5) . . C34 C Uani 0.33996(17) 0.11813(12) 0.31605(11) 1.000 0.0381(5) . . H1 H Uiso 0.60923 0.09774 0.44620 1.00(3) 0.0270(15) . . H1' H Uiso 0.72895 0.16693 0.47220 1.00(3) 0.0400(17) . . H3 H Uiso 0.90712 0.03007 0.42313 1.00(3) 0.0297(16) . . H4 H Uiso 1.01211 -0.03044 0.31814 1.00(3) 0.0321(16) . . H6 H Uiso 1.00312 -0.06353 0.18492 1.00(3) 0.0350(17) . . H7 H Uiso 0.89337 -0.05311 0.06957 1.00(3) 0.0350(16) . . H8 H Uiso 0.69852 0.04408 0.05736 1.00(3) 0.0303(16) . . H9 H Uiso 0.62406 0.13232 0.15603 1.00(2) 0.0235(16) . . H13 H Uiso 0.50549 0.23365 0.40534 1.00(2) 0.0237(15) . . H15 H Uiso 0.85854 0.39387 0.42086 1.00(3) 0.0437(18) . . H15' H Uiso 0.86692 0.28258 0.43469 1.00(4) 0.085(2) . . H15" H Uiso 0.84391 0.32525 0.35321 1.00(3) 0.058(2) . . H16 H Uiso 0.62182 0.40252 0.32020 1.00(4) 0.080(2) . . H16' H Uiso 0.64247 0.46602 0.39640 1.00(4) 0.057(2) . . H16" H Uiso 0.49894 0.41187 0.38200 1.00(5) 0.094(3) . . H17 H Uiso 0.66299 0.39987 0.51642 1.00(4) 0.063(2) . . H17' H Uiso 0.68497 0.28757 0.52797 1.00(4) 0.085(3) . . H17" H Uiso 0.53764 0.33551 0.50774 1.00(4) 0.070(2) . . H18 H Uiso 0.25769 0.35198 0.19447 1.00(3) 0.0367(18) . . H18' H Uiso 0.36104 0.42496 0.23670 1.00(3) 0.0296(16) . . H20 H Uiso 0.36658 0.42603 0.07102 1.00(3) 0.0383(17) . . H21 H Uiso 0.56508 0.41668 -0.00987 1.00(3) 0.0429(17) . . H23 H Uiso 0.79824 0.37931 -0.02814 1.00(3) 0.0332(17) . . H24 H Uiso 1.01778 0.32369 0.01691 1.00(3) 0.0382(17) . . H25 H Uiso 1.03096 0.26993 0.13842 1.00(3) 0.0263(16) . . H26 H Uiso 0.84107 0.26300 0.21484 1.00(3) 0.0256(15) . . H30 H Uiso 0.37854 0.30669 0.32429 1.00(3) 0.0183(14) . . H32 H Uiso 0.11376 0.28105 0.25850 1.00(3) 0.0347(16) . . H32' H Uiso 0.15278 0.25051 0.34498 1.00(3) 0.0349(16) . . H32" H Uiso 0.08921 0.17807 0.28521 1.00(3) 0.0438(18) . . H33 H Uiso 0.38359 0.13582 0.16895 1.00(3) 0.0401(18) . . H33' H Uiso 0.26163 0.21203 0.14556 1.00(3) 0.0376(16) . . H33" H Uiso 0.22457 0.10903 0.18242 1.00(3) 0.0451(19) . . H34 H Uiso 0.43050 0.09276 0.30289 1.00(3) 0.0292(17) . . H34' H Uiso 0.34138 0.13655 0.37016 1.00(3) 0.0410(18) . . H34" H Uiso 0.26949 0.07005 0.31183 1.00(3) 0.0420(18) . . 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 0.0387(8) 0.0328(8) 0.0219(7) 0.0024(6) 0.0007(7) -0.0088(7) C2 0.0279(7) 0.0248(7) 0.0264(7) 0.0035(6) -0.0036(6) -0.0056(6) C3 0.0309(7) 0.0280(8) 0.0322(8) 0.0102(7) -0.0100(7) -0.0034(6) C4 0.0229(7) 0.0223(7) 0.0483(9) 0.0049(7) -0.0043(7) -0.0002(6) C5 0.0228(7) 0.0200(7) 0.0379(8) 0.0006(6) 0.0031(6) -0.0034(6) C6 0.0271(7) 0.0267(8) 0.0499(10) -0.0057(7) 0.0084(7) 0.0008(6) C7 0.0376(9) 0.0302(8) 0.0407(9) -0.0135(7) 0.0142(7) -0.0036(7) C8 0.0364(8) 0.0310(8) 0.0274(8) -0.0041(7) 0.0030(6) -0.0095(7) C9 0.0259(7) 0.0201(7) 0.0268(7) 0.0014(6) 0.0027(6) -0.0027(6) C10 0.0220(6) 0.0185(7) 0.0248(7) 0.0029(5) 0.0030(5) -0.0049(5) C11 0.0197(6) 0.0193(7) 0.0243(7) 0.0026(5) -0.0001(5) -0.0047(5) C12 0.0206(6) 0.0226(7) 0.0233(7) -0.0021(6) 0.0022(5) -0.0043(5) C13 0.0226(7) 0.0319(8) 0.0243(7) -0.0020(6) 0.0034(6) -0.0042(6) C14 0.0295(7) 0.0308(8) 0.0270(8) -0.0060(6) 0.0016(6) -0.0047(6) C15 0.0356(9) 0.0443(10) 0.0454(10) -0.0118(9) 0.0071(8) -0.0150(8) C16 0.0773(15) 0.0270(10) 0.0703(15) -0.0171(10) -0.0313(12) 0.0040(9) C17 0.0659(14) 0.0599(14) 0.0423(11) -0.0285(10) 0.0210(10) -0.0286(12) C18 0.0259(8) 0.0258(8) 0.0485(9) -0.0028(7) -0.0049(7) 0.0059(6) C19 0.0307(7) 0.0220(7) 0.0399(9) 0.0015(7) -0.0092(7) 0.0003(6) C20 0.0393(9) 0.0302(8) 0.0469(10) 0.0073(8) -0.0127(8) 0.0051(8) C21 0.0557(11) 0.0327(9) 0.0311(9) 0.0114(7) -0.0112(8) -0.0009(8) C22 0.0431(9) 0.0244(7) 0.0283(8) 0.0034(6) -0.0042(7) -0.0033(7) C23 0.0568(11) 0.0331(9) 0.0246(8) 0.0057(7) 0.0009(7) -0.0084(8) C24 0.0422(9) 0.0337(9) 0.0307(8) 0.0007(7) 0.0110(7) -0.0077(7) C25 0.0314(8) 0.0267(8) 0.0318(8) -0.0016(6) 0.0026(7) -0.0041(6) C26 0.0303(7) 0.0197(7) 0.0231(7) 0.0004(6) -0.0002(6) -0.0040(6) C27 0.0340(7) 0.0153(6) 0.0254(7) 0.0018(5) -0.0033(6) -0.0031(5) C28 0.0275(7) 0.0186(7) 0.0277(7) -0.0021(6) -0.0053(6) 0.0002(5) C29 0.0222(6) 0.0206(7) 0.0272(7) -0.0046(6) -0.0018(6) -0.0004(5) C30 0.0225(7) 0.0274(8) 0.0331(8) -0.0056(7) -0.0001(6) 0.0020(6) C31 0.0224(7) 0.0308(8) 0.0390(8) -0.0045(7) -0.0008(6) -0.0018(6) C32 0.0238(7) 0.0405(10) 0.0425(10) -0.0034(8) -0.0012(7) -0.0007(7) C33 0.0263(8) 0.0341(9) 0.0494(10) -0.0120(8) -0.0019(7) -0.0024(7) C34 0.0258(8) 0.0327(9) 0.0558(11) 0.0035(8) -0.0010(7) -0.0065(7) #=============================================================================== # 10. MOLECULAR GEOMETRY _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 C1 C2 1.497(2) . . no C1 C13 1.533(2) . . no C2 C3 1.402(2) . . no C2 C11 1.3920(19) . . no C3 C4 1.360(2) . . no C4 C5 1.416(2) . . no C5 C6 1.414(2) . . no C5 C10 1.4254(18) . . no C6 C7 1.359(2) . . no C7 C8 1.409(2) . . no C8 C9 1.363(2) . . no C9 C10 1.4137(19) . . no C10 C11 1.4356(18) . . no C11 C12 1.4635(19) . . no C12 C13 1.5428(19) . . no C12 C29 1.3790(19) . . no C13 C14 1.576(2) . . no C14 C15 1.524(2) . . no C14 C16 1.521(3) . . no C14 C17 1.524(2) . . no C18 C19 1.494(2) . . no C18 C30 1.527(2) . . no C19 C20 1.404(2) . . no C19 C28 1.392(2) . . no C20 C21 1.352(2) . . no C21 C22 1.424(2) . . no C22 C23 1.411(2) . . no C22 C27 1.4369(19) . . no C23 C24 1.362(2) . . no C24 C25 1.405(2) . . no C25 C26 1.366(2) . . no C26 C27 1.4134(19) . . no C27 C28 1.4436(19) . . no C28 C29 1.474(2) . . no C29 C30 1.5475(19) . . no C30 C31 1.578(2) . . no C31 C32 1.543(2) . . no C31 C33 1.532(2) . . no C31 C34 1.528(2) . . no C1 H1 1.0844 . . no C1 H1' 0.9735 . . no C3 H3 0.9536 . . no C4 H4 0.9674 . . no C6 H6 0.9662 . . no C7 H7 0.9834 . . no C8 H8 0.9678 . . no C9 H9 0.9508 . . no C13 H13 1.0023 . . no C15 H15 1.0202 . . no C15 H15' 0.9909 . . no C15 H15" 0.9602 . . no C16 H16 1.0099 . . no C16 H16' 0.9682 . . no C16 H16" 1.0238 . . no C17 H17 0.9546 . . no C17 H17' 1.0419 . . no C17 H17" 0.9673 . . no C18 H18 1.0041 . . no C18 H18' 1.0172 . . no C20 H20 0.9973 . . no C21 H21 0.9680 . . no C23 H23 0.9389 . . no C24 H24 0.9796 . . no C25 H25 0.9786 . . no C26 H26 0.9774 . . no C30 H30 0.9871 . . no C32 H32 1.0266 . . no C32 H32' 1.0231 . . no C32 H32" 0.9446 . . no C33 H33 1.0340 . . no C33 H33' 1.0564 . . no C33 H33" 0.9888 . . no C34 H34 0.9851 . . no C34 H34' 1.0053 . . no C34 H34" 0.9803 . . 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 C2 C1 C13 104.52(12) . . . no C1 C2 C3 126.85(13) . . . no C1 C2 C11 110.72(12) . . . no C3 C2 C11 122.21(13) . . . no C2 C3 C4 119.44(14) . . . no C3 C4 C5 120.35(13) . . . no C4 C5 C6 120.47(13) . . . no C4 C5 C10 120.37(12) . . . no C6 C5 C10 118.96(13) . . . no C5 C6 C7 121.38(14) . . . no C6 C7 C8 119.63(15) . . . no C7 C8 C9 120.47(14) . . . no C8 C9 C10 121.40(13) . . . no C5 C10 C9 117.83(12) . . . no C5 C10 C11 117.70(12) . . . no C9 C10 C11 124.29(12) . . . no C2 C11 C10 117.76(12) . . . no C2 C11 C12 109.92(11) . . . no C10 C11 C12 131.23(11) . . . no C11 C12 C13 107.02(11) . . . no C11 C12 C29 132.11(12) . . . no C13 C12 C29 120.87(12) . . . no C1 C13 C12 104.39(11) . . . no C1 C13 C14 111.54(12) . . . no C12 C13 C14 112.82(11) . . . no C13 C14 C15 111.20(13) . . . no C13 C14 C16 113.02(14) . . . no C13 C14 C17 108.29(14) . . . no C15 C14 C16 108.21(16) . . . no C15 C14 C17 108.45(16) . . . no C16 C14 C17 107.53(16) . . . no C19 C18 C30 104.78(12) . . . no C18 C19 C20 126.19(14) . . . no C18 C19 C28 111.29(13) . . . no C20 C19 C28 122.38(14) . . . no C19 C20 C21 119.74(15) . . . no C20 C21 C22 120.93(15) . . . no C21 C22 C23 120.82(14) . . . no C21 C22 C27 119.75(14) . . . no C23 C22 C27 119.41(14) . . . no C22 C23 C24 121.57(15) . . . no C23 C24 C25 119.21(15) . . . no C24 C25 C26 120.81(14) . . . no C25 C26 C27 121.86(13) . . . no C22 C27 C26 116.77(13) . . . no C22 C27 C28 117.83(13) . . . no C26 C27 C28 125.34(12) . . . no C19 C28 C27 117.99(12) . . . no C19 C28 C29 109.18(12) . . . no C27 C28 C29 132.13(12) . . . no C12 C29 C28 133.10(12) . . . no C12 C29 C30 119.86(12) . . . no C28 C29 C30 107.03(11) . . . no C18 C30 C29 104.23(11) . . . no C18 C30 C31 111.51(12) . . . no C29 C30 C31 112.63(11) . . . no C30 C31 C32 107.08(12) . . . no C30 C31 C33 111.68(12) . . . no C30 C31 C34 113.09(12) . . . no C32 C31 C33 109.64(12) . . . no C32 C31 C34 107.45(13) . . . no C33 C31 C34 107.80(13) . . . no C2 C1 H1 109.86 . . . no C2 C1 H1' 113.24 . . . no C13 C1 H1 112.47 . . . no C13 C1 H1' 114.43 . . . no H1 C1 H1' 102.51 . . . no C2 C3 H3 121.54 . . . no C4 C3 H3 119.02 . . . no C3 C4 H4 120.48 . . . no C5 C4 H4 119.02 . . . no C5 C6 H6 119.09 . . . no C7 C6 H6 119.13 . . . no C6 C7 H7 120.78 . . . no C8 C7 H7 119.22 . . . no C7 C8 H8 120.02 . . . no C9 C8 H8 119.50 . . . no C8 C9 H9 118.75 . . . no C10 C9 H9 119.77 . . . no C1 C13 H13 110.78 . . . no C12 C13 H13 111.76 . . . no C14 C13 H13 105.69 . . . no C14 C15 H15 110.56 . . . no C14 C15 H15' 111.44 . . . no C14 C15 H15" 111.20 . . . no H15 C15 H15' 108.15 . . . no H15 C15 H15" 105.06 . . . no H15' C15 H15" 110.21 . . . no C14 C16 H16 108.06 . . . no C14 C16 H16' 107.52 . . . no C14 C16 H16" 110.97 . . . no H16 C16 H16' 113.77 . . . no H16 C16 H16" 107.27 . . . no H16' C16 H16" 109.28 . . . no C14 C17 H17 111.51 . . . no C14 C17 H17' 108.11 . . . no C14 C17 H17" 109.92 . . . no H17 C17 H17' 111.33 . . . no H17 C17 H17" 106.94 . . . no H17' C17 H17" 109.01 . . . no C19 C18 H18 111.26 . . . no C19 C18 H18' 105.79 . . . no C30 C18 H18 113.52 . . . no C30 C18 H18' 112.40 . . . no H18 C18 H18' 108.78 . . . no C19 C20 H20 117.23 . . . no C21 C20 H20 123.04 . . . no C20 C21 H21 122.98 . . . no C22 C21 H21 116.02 . . . no C22 C23 H23 116.73 . . . no C24 C23 H23 121.70 . . . no C23 C24 H24 125.64 . . . no C25 C24 H24 115.12 . . . no C24 C25 H25 120.30 . . . no C26 C25 H25 118.88 . . . no C25 C26 H26 118.51 . . . no C27 C26 H26 119.61 . . . no C18 C30 H30 112.34 . . . no C29 C30 H30 112.15 . . . no C31 C30 H30 104.22 . . . no C31 C32 H32 111.55 . . . no C31 C32 H32' 110.47 . . . no C31 C32 H32" 109.65 . . . no H32 C32 H32' 107.71 . . . no H32 C32 H32" 106.57 . . . no H32' C32 H32" 110.83 . . . no C31 C33 H33 110.92 . . . no C31 C33 H33' 113.97 . . . no C31 C33 H33" 109.80 . . . no H33 C33 H33' 106.45 . . . no H33 C33 H33" 106.16 . . . no H33' C33 H33" 109.20 . . . no C31 C34 H34 113.25 . . . no C31 C34 H34' 111.95 . . . no C31 C34 H34" 106.83 . . . no H34 C34 H34' 108.47 . . . no H34 C34 H34" 110.31 . . . no H34' C34 H34" 105.76 . . . 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 C13 C1 C2 C3 168.07(14) . . . . no C13 C1 C2 C11 -17.33(16) . . . . no C2 C1 C13 C12 18.05(14) . . . . no C2 C1 C13 C14 -104.07(13) . . . . no C1 C2 C3 C4 171.40(14) . . . . no C11 C2 C3 C4 -2.6(2) . . . . no C1 C2 C11 C10 -160.36(12) . . . . no C1 C2 C11 C12 9.06(16) . . . . no C3 C2 C11 C10 14.5(2) . . . . no C3 C2 C11 C12 -176.04(13) . . . . no C2 C3 C4 C5 -7.4(2) . . . . no C3 C4 C5 C6 -169.63(14) . . . . no C3 C4 C5 C10 5.1(2) . . . . no C4 C5 C6 C7 169.86(14) . . . . no C10 C5 C6 C7 -5.0(2) . . . . no C4 C5 C10 C9 -168.52(13) . . . . no C4 C5 C10 C11 6.82(19) . . . . no C6 C5 C10 C9 6.33(19) . . . . no C6 C5 C10 C11 -178.33(12) . . . . no C5 C6 C7 C8 0.0(2) . . . . no C6 C7 C8 C9 3.6(2) . . . . no C7 C8 C9 C10 -2.0(2) . . . . no C8 C9 C10 C5 -2.9(2) . . . . no C8 C9 C10 C11 -177.93(13) . . . . no C5 C10 C11 C2 -16.17(18) . . . . no C5 C10 C11 C12 177.10(13) . . . . no C9 C10 C11 C2 158.84(13) . . . . no C9 C10 C11 C12 -7.9(2) . . . . no C2 C11 C12 C13 3.12(15) . . . . no C2 C11 C12 C29 -176.02(14) . . . . no C10 C11 C12 C13 170.65(13) . . . . no C10 C11 C12 C29 -8.5(3) . . . . no C11 C12 C13 C1 -13.41(14) . . . . no C11 C12 C13 C14 107.87(13) . . . . no C29 C12 C13 C1 165.85(13) . . . . no C29 C12 C13 C14 -72.87(16) . . . . no C11 C12 C29 C28 -39.6(3) . . . . no C11 C12 C29 C30 141.75(15) . . . . no C13 C12 C29 C28 141.41(15) . . . . no C13 C12 C29 C30 -37.30(19) . . . . no C1 C13 C14 C15 52.59(16) . . . . no C1 C13 C14 C16 174.52(15) . . . . no C1 C13 C14 C17 -66.47(17) . . . . no C12 C13 C14 C15 -64.54(16) . . . . no C12 C13 C14 C16 57.40(18) . . . . no C12 C13 C14 C17 176.41(15) . . . . no C30 C18 C19 C20 167.45(14) . . . . no C30 C18 C19 C28 -16.85(16) . . . . no C19 C18 C30 C29 18.37(15) . . . . no C19 C18 C30 C31 -103.41(13) . . . . no C18 C19 C20 C21 172.38(15) . . . . no C28 C19 C20 C21 -2.9(2) . . . . no C18 C19 C28 C27 -163.85(12) . . . . no C18 C19 C28 C29 7.73(16) . . . . no C20 C19 C28 C27 12.1(2) . . . . no C20 C19 C28 C29 -176.37(13) . . . . no C19 C20 C21 C22 -5.3(2) . . . . no C20 C21 C22 C23 -174.74(16) . . . . no C20 C21 C22 C27 3.8(2) . . . . no C21 C22 C23 C24 175.82(15) . . . . no C27 C22 C23 C24 -2.7(2) . . . . no C21 C22 C27 C26 -171.97(13) . . . . no C21 C22 C27 C28 5.4(2) . . . . no C23 C22 C27 C26 6.6(2) . . . . no C23 C22 C27 C28 -176.03(13) . . . . no C22 C23 C24 C25 -2.4(2) . . . . no C23 C24 C25 C26 3.5(2) . . . . no C24 C25 C26 C27 0.7(2) . . . . no C25 C26 C27 C22 -5.7(2) . . . . no C25 C26 C27 C28 177.18(13) . . . . no C22 C27 C28 C19 -12.92(19) . . . . no C22 C27 C28 C29 177.83(14) . . . . no C26 C27 C28 C19 164.20(14) . . . . no C26 C27 C28 C29 -5.1(2) . . . . no C19 C28 C29 C12 -174.22(15) . . . . no C19 C28 C29 C30 4.61(15) . . . . no C27 C28 C29 C12 -4.3(3) . . . . no C27 C28 C29 C30 174.57(14) . . . . no C12 C29 C30 C18 164.53(13) . . . . no C12 C29 C30 C31 -74.44(16) . . . . no C28 C29 C30 C18 -14.47(14) . . . . no C28 C29 C30 C31 106.56(13) . . . . no C18 C30 C31 C32 -67.70(16) . . . . no C18 C30 C31 C33 52.33(16) . . . . no C18 C30 C31 C34 174.13(13) . . . . no C29 C30 C31 C32 175.52(12) . . . . no C29 C30 C31 C33 -64.45(15) . . . . no C29 C30 C31 C34 57.36(17) . . . . 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 C2 C15 3.263(2) . . no C5 C18 3.446(2) . 4_645 no C6 C15 3.586(2) . 4_745 no C9 C28 3.2790(19) . . no C9 C26 2.988(2) . . no C9 C27 3.1373(19) . . no C9 C29 3.3282(19) . . no C10 C26 3.0840(19) . . no C11 C26 3.2910(19) . . no C11 C15 3.448(2) . . no C12 C26 3.4070(19) . . no C12 C34 3.090(2) . . no C13 C34 3.339(2) . . no C15 C6 3.586(2) . 4_755 no C15 C11 3.448(2) . . no C15 C2 3.263(2) . . no C16 C30 3.306(3) . . no C16 C29 3.087(3) . . no C18 C5 3.446(2) . 4_655 no C19 C33 3.262(2) . . no C26 C11 3.2910(19) . . no C26 C10 3.0840(19) . . no C26 C9 2.988(2) . . no C26 C12 3.4070(19) . . no C27 C9 3.1373(19) . . no C28 C33 3.443(2) . . no C28 C9 3.2790(19) . . no C29 C9 3.3282(19) . . no C29 C16 3.087(3) . . no C30 C16 3.306(3) . . no C33 C19 3.262(2) . . no C33 C28 3.443(2) . . no C34 C12 3.090(2) . . no C34 C13 3.339(2) . . no C1 H7 3.0050 . 2_655 no C1 H15' 2.6442 . . no C1 H17' 2.6783 . . no C2 H15' 2.8971 . . no C4 H32" 2.8719 . 1_655 no C4 H18 2.9884 . 4_645 no C5 H18' 2.8433 . 4_645 no C5 H32" 3.0444 . 1_655 no C6 H15 3.0021 . 4_745 no C7 H15 3.0614 . 4_745 no C7 H21 3.0057 . 3_555 no C8 H16" 3.0861 . 4_645 no C9 H26 2.9149 . . no C10 H26 2.5684 . . no C10 H18' 2.8023 . 4_645 no C11 H34 2.9838 . . no C11 H26 2.5211 . . no C11 H15" 3.0290 . . no C12 H26 2.7787 . . no C12 H15" 2.8211 . . no C12 H34 2.5713 . . no C12 H16 2.7135 . . no C12 H9 2.9383 . . no C13 H30 2.7202 . . no C13 H34 3.0659 . . no C13 H34' 2.9386 . . no C15 H1' 2.8054 . . no C15 H6 2.8072 . 4_755 no C16 H30 2.8069 . . no C17 H1' 2.7093 . . no C17 H32' 3.0924 . 3_556 no C18 H33' 2.6299 . . no C18 H32 2.7031 . . no C19 H33' 2.8043 . . no C20 H1 3.0521 . 4_655 no C25 H32 3.0139 . 1_655 no C25 H4 2.8607 . 4_755 no C26 H9 2.9793 . . no C27 H9 2.6977 . . no C28 H33 3.0517 . . no C28 H16 2.9197 . . no C28 H9 2.5606 . . no C29 H9 2.7074 . . no C29 H33 2.8570 . . no C29 H26 2.9963 . . no C29 H34 2.8330 . . no C29 H16 2.4528 . . no C30 H16 2.9422 . . no C30 H16" 2.8801 . . no C30 H13 2.7359 . . no C32 H18 2.6972 . . no C32 H25 3.0318 . 1_455 no C33 H23 2.8798 . 3_455 no C33 H18 2.7737 . . no C33 H25 3.0859 . 1_455 no C34 H13 2.8200 . . no H1 H7 2.3024 . 2_655 no H1 C20 3.0521 . 4_645 no H1 H20 2.5107 . 4_645 no H1' C15 2.8054 . . no H1' C17 2.7093 . . no H1' H15' 2.2484 . . no H1' H17' 2.0541 . . no H4 H6 2.4356 . . no H4 C25 2.8607 . 4_745 no H6 H4 2.4356 . . no H6 C15 2.8072 . 4_745 no H6 H15 2.4067 . 4_745 no H6 H15" 2.2970 . 4_745 no H7 C1 3.0050 . 2_654 no H7 H1 2.3024 . 2_654 no H7 H15 2.5450 . 4_745 no H9 C12 2.9383 . . no H9 C26 2.9793 . . no H9 C27 2.6977 . . no H9 C28 2.5606 . . no H9 C29 2.7074 . . no H9 H33 2.3585 . . no H13 C30 2.7359 . . no H13 C34 2.8200 . . no H13 H17" 2.3725 . . no H13 H30 2.1809 . . no H13 H34' 2.2202 . . no H15 H16' 2.3925 . . no H15 H17 2.5651 . . no H15 C6 3.0021 . 4_755 no H15 C7 3.0614 . 4_755 no H15 H6 2.4067 . 4_755 no H15 H7 2.5450 . 4_755 no H15' C1 2.6442 . . no H15' C2 2.8971 . . no H15' H1' 2.2484 . . no H15' H17' 2.4393 . . no H15' H17" 2.5979 . 3_556 no H15" C11 3.0290 . . no H15" C12 2.8211 . . no H15" H16 2.5085 . . no H15" H6 2.2970 . 4_755 no H16 C12 2.7135 . . no H16 C28 2.9197 . . no H16 C29 2.4528 . . no H16 C30 2.9422 . . no H16 H15" 2.5085 . . no H16' H15 2.3925 . . no H16' H17 2.3614 . . no H16" C30 2.8801 . . no H16" H17" 2.5365 . . no H16" H30 2.1812 . . no H16" C8 3.0861 . 4_655 no H17 H15 2.5651 . . no H17 H16' 2.3614 . . no H17' C1 2.6783 . . no H17' H1' 2.0541 . . no H17' H15' 2.4393 . . no H17' H32' 2.3626 . 3_556 no H17" H13 2.3725 . . no H17" H16" 2.5365 . . no H17" H15' 2.5979 . 3_456 no H18 C32 2.6972 . . no H18 C33 2.7737 . . no H18 H32 2.0829 . . no H18 H33' 2.2037 . . no H18 C4 2.9884 . 4_655 no H18' C5 2.8433 . 4_655 no H18' C10 2.8023 . 4_655 no H20 H1 2.5107 . 4_655 no H21 H23 2.3612 . . no H21 C7 3.0057 . 3_455 no H23 H21 2.3612 . . no H23 C33 2.8798 . 3_555 no H23 H33' 2.5087 . 3_555 no H25 C32 3.0318 . 1_655 no H25 C33 3.0859 . 1_655 no H25 H32 2.3036 . 1_655 no H25 H33' 2.4047 . 1_655 no H26 C9 2.9149 . . no H26 C10 2.5684 . . no H26 C11 2.5211 . . no H26 C12 2.7787 . . no H26 C29 2.9963 . . no H30 C13 2.7202 . . no H30 C16 2.8069 . . no H30 H13 2.1809 . . no H30 H16" 2.1812 . . no H30 H32' 2.3768 . . no H32 C18 2.7031 . . no H32 C25 3.0139 . 1_455 no H32 H18 2.0829 . . no H32 H25 2.3036 . 1_455 no H32' H30 2.3768 . . no H32' H34' 2.5101 . . no H32' C17 3.0924 . 3_456 no H32' H17' 2.3626 . 3_456 no H32" C4 2.8719 . 1_455 no H32" C5 3.0444 . 1_455 no H32" H33" 2.4760 . . no H32" H34" 2.3994 . . no H33 C28 3.0517 . . no H33 C29 2.8570 . . no H33 H9 2.3585 . . no H33 H34 2.5208 . . no H33' C18 2.6299 . . no H33' C19 2.8043 . . no H33' H18 2.2037 . . no H33' H25 2.4047 . 1_455 no H33' H23 2.5087 . 3_455 no H33" H32" 2.4760 . . no H33" H34" 2.4257 . . no H34 C11 2.9838 . . no H34 C12 2.5713 . . no H34 C13 3.0659 . . no H34 C29 2.8330 . . no H34 H33 2.5208 . . no H34' C13 2.9386 . . no H34' H13 2.2202 . . no H34' H32' 2.5101 . . no H34" H32" 2.3994 . . no H34" H33" 2.4257 . . no #===END of Crystallographic Information File