# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_jf1975fmi _database_code_depnum_ccdc_archive 'CCDC 880423' #TrackingRef 'JF1975FMI.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H33 N3 O7 S' _chemical_formula_sum 'C31 H33 N3 O7 S' _chemical_formula_weight 591.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 26.759(5) _cell_length_b 8.5937(14) _cell_length_c 24.464(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.096(2) _cell_angle_gamma 90.00 _cell_volume 5621.8(16) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 9103 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 31.61 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.398 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2496 _exptl_absorpt_coefficient_mu 0.170 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.9374 _exptl_absorpt_correction_T_max 0.9739 _exptl_absorpt_process_details 'SADABS 2008/2 (Sheldrick, 2008)' _exptl_special_details ; A yellow block with approximate orthogonal dimensions 0.39 x 0.29 x 0.16mm3 was placed and optically centered on the Bruker APEX Duo(1) CCD system at -183degC(90K). Indexing of the unit cell was attempted using a random set of reflections collected from three series of 0.5deg wide omega-scans, 5 seconds per frame, and 18 frames per series that were well distributed in reciprocal space. Five omega-scan data frame series were collected [MoKa] with 0.3deg wide scans, 20 seconds per frame and 606 frames were collected, at varying phi angles (phi=0deg, 72deg, 144deg, 216deg, 288deg), for each series, respectively. The crystal to detector distance was 4.96cm, thus providing a complete sphere of data with processing to 2Thetamax=63.32deg. ; _diffrn_ambient_temperature 90(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 SMART APEXII DUO CCD' _diffrn_measurement_method '\w and \f' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 24881 _diffrn_reflns_av_R_equivalents 0.0142 _diffrn_reflns_av_sigmaI/netI 0.0118 _diffrn_reflns_limit_h_min -34 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6467 _reflns_number_gt 5941 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex2 (2010-3) (Bruker, 2010)' _computing_cell_refinement 'SAINT (7.68A) (Bruker, 2009)' _computing_data_reduction 'SAINT (7.68A) (Bruker, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL 5.1, XP (Sheldrick, 1994)' _computing_publication_material SHELXL97 _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. Structural determination and Refinement: All crystallographic calculations were performed on a Personal computer (PC) with a Pentium 3.20GHz processor and 4GB of extended memory. A total of 60727 reflections were collected and corrected for Lorentz and polarization effects with SAINT(1) and absorption using Blessing's method as incorporated into the program SADABS(2,3) with 10001 unique. The SHELXTL(4) program package was implemented to determine the probable space group and set up the initial files. System symmetry, systematic absences, and intensity statistics indicated the centrosymmetric monoclinic space group C2/c (no.15). The structure was determined by direct methods with the successful location of nearly all of the non-hydrogen atoms using the program XS(5). The structure was refined with XL(5). The 60727 data collected were merged based upon identical indices to 36520 data [R(int)=0.0157], then truncated to 2Thetamax=55.00deg, yielding 24881 reflections and then merged for least squares refinement to 6467 unique data [R(int)=0.0142]. A single least-squares difference-Fourier cycle was required to locate the remaining non-hydrogen atoms. Hydrogen atoms were initially idealized and then allowed to refine freely throughout the final refinement stages. The final structure was refined to convergence with R(F)=3.28%, wR(F2)=8.32%, GOF=1.052 for all 6467 unique reflections [R(F)=3.00%, wR(F2)=8.15% for those 5941 data with Fo > 4sigma(Fo)]. The final difference-Fourier map was featureless indicating that the structure is both correct and complete. An empirical correction for extinction was also attempted but found to be one sigma and therefore not applied. References: 1. Bruker (2010) APEX (Version 2010-1) and SAINT (Version 7.68a). Bruker AXS Inc., Madison, Wisconsin, USA. 2. An Empirical Correction for Absorption Anisotropy, Blessing, R. H. (1995). Acta Cryst., A51, 33-38. 3. Sheldrick, G.M., SADABS (2008) Version 2008/2, 'Siemens Area Detector Absorption Correction' Universitat Gottingen: Gottingen, Germany. 4. Sheldrick, G.M., (2002). SHELXTL. Version 6.1. Bruker AXS Inc., Madison, Wisconsin, USA. 5. Sheldrick, G. M., (1997). SHELXS97 and SHELXL97. Universitat Gottingen: Gottingen, Germany. ; _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^)+(0.0451P)^2^+4.1380P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6467 _refine_ls_number_parameters 511 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0328 _refine_ls_R_factor_gt 0.0300 _refine_ls_wR_factor_ref 0.0832 _refine_ls_wR_factor_gt 0.0815 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.003 _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 0.94876(4) 0.90749(11) 0.11714(4) 0.01343(19) Uani 1 1 d . . . C2 C 0.95901(4) 0.74049(11) 0.09377(4) 0.01302(18) Uani 1 1 d . . . H2 H 0.9416(5) 0.6712(15) 0.1196(5) 0.014(3) Uiso 1 1 d . . . O2 O 0.89473(3) 0.79112(10) -0.06296(3) 0.02494(18) Uani 1 1 d . . . C3 C 1.01430(4) 0.67779(12) 0.09470(4) 0.01420(19) Uani 1 1 d . . . C4 C 1.03682(4) 0.70719(13) 0.15298(4) 0.01572(19) Uani 1 1 d . . . H4 H 1.0185(5) 0.6404(15) 0.1783(5) 0.018(3) Uiso 1 1 d . . . S4 S 1.102641(9) 0.64371(3) 0.160183(11) 0.02026(8) Uani 1 1 d . . . C5 C 1.03202(4) 0.87569(13) 0.17092(4) 0.0171(2) Uani 1 1 d . . . H5A H 1.0506(5) 0.9459(16) 0.1467(5) 0.017(3) Uiso 1 1 d . . . H5B H 1.0480(5) 0.8907(17) 0.2066(6) 0.022(3) Uiso 1 1 d . . . C6 C 0.97677(4) 0.91974(13) 0.17324(4) 0.01601(19) Uani 1 1 d . . . H6A H 0.9742(5) 1.0240(17) 0.1882(6) 0.021(3) Uiso 1 1 d . . . H6B H 0.9606(5) 0.8487(16) 0.1987(5) 0.018(3) Uiso 1 1 d . . . C7 C 0.96535(4) 1.04288(12) 0.08031(4) 0.0172(2) Uani 1 1 d . . . H7A H 0.9509(6) 1.1430(18) 0.0941(6) 0.030(4) Uiso 1 1 d . . . H7B H 0.9537(5) 1.0320(17) 0.0426(6) 0.022(3) Uiso 1 1 d . . . H7C H 1.0012(6) 1.0528(17) 0.0811(6) 0.025(3) Uiso 1 1 d . . . C8 C 1.01203(4) 0.50095(13) 0.08438(4) 0.0184(2) Uani 1 1 d . . . H8A H 0.9976(5) 0.4747(17) 0.0475(6) 0.025(4) Uiso 1 1 d . . . H8B H 0.9914(5) 0.4499(17) 0.1118(6) 0.025(3) Uiso 1 1 d . . . H8C H 1.0453(6) 0.4549(17) 0.0876(6) 0.026(4) Uiso 1 1 d . . . C9 C 1.04787(4) 0.75132(13) 0.05200(4) 0.0179(2) Uani 1 1 d . . . H9A H 1.0804(6) 0.7025(19) 0.0543(6) 0.034(4) Uiso 1 1 d . . . H9B H 1.0523(5) 0.8645(18) 0.0574(6) 0.026(4) Uiso 1 1 d . . . H9C H 1.0352(5) 0.7319(17) 0.0149(6) 0.024(3) Uiso 1 1 d . . . C10 C 1.10255(4) 0.55722(12) 0.22620(4) 0.0172(2) Uani 1 1 d . . . C11 C 1.06887(4) 0.43868(13) 0.23804(5) 0.0220(2) Uani 1 1 d . . . H11 H 1.0448(5) 0.4015(18) 0.2098(6) 0.026(4) Uiso 1 1 d . . . C12 C 1.07006(5) 0.37052(14) 0.28969(5) 0.0247(2) Uani 1 1 d . . . H12 H 1.0468(6) 0.289(2) 0.2977(6) 0.035(4) Uiso 1 1 d . . . C13 C 1.10552(4) 0.41679(14) 0.32926(5) 0.0235(2) Uani 1 1 d . . . H13 H 1.1066(6) 0.3672(19) 0.3643(6) 0.033(4) Uiso 1 1 d . . . C14 C 1.13926(4) 0.53351(14) 0.31765(4) 0.0215(2) Uani 1 1 d . . . H14 H 1.1640(5) 0.5678(17) 0.3446(6) 0.023(3) Uiso 1 1 d . . . C15 C 1.13785(4) 0.60426(13) 0.26628(4) 0.0190(2) Uani 1 1 d . . . H15 H 1.1616(5) 0.6881(18) 0.2583(6) 0.024(3) Uiso 1 1 d . . . C16 C 0.89127(4) 0.91245(11) 0.12141(4) 0.01354(19) Uani 1 1 d . . . C17 C 0.86260(4) 0.85740(11) 0.07607(4) 0.01406(19) Uani 1 1 d . . . N17 N 0.88914(3) 0.81554(10) 0.02875(3) 0.01480(17) Uani 1 1 d . . . C18 C 0.93423(4) 0.71820(13) 0.03658(4) 0.0175(2) Uani 1 1 d . . . H18A H 0.9563(5) 0.7473(16) 0.0077(6) 0.020(3) Uiso 1 1 d . . . H18B H 0.9252(5) 0.6095(18) 0.0301(6) 0.023(3) Uiso 1 1 d . . . C19 C 0.86358(4) 0.96039(12) 0.16651(4) 0.01488(19) Uani 1 1 d . . . O19 O 0.88943(3) 1.02352(9) 0.21027(3) 0.01866(16) Uani 1 1 d . . . C20 C 0.81133(4) 0.94529(12) 0.16659(4) 0.0161(2) Uani 1 1 d . . . H20 H 0.7938(5) 0.9772(17) 0.1979(6) 0.023(3) Uiso 1 1 d . . . C21 C 0.78543(4) 0.88300(12) 0.12148(4) 0.01570(19) Uani 1 1 d . . . O21 O 0.73460(3) 0.86198(9) 0.11881(3) 0.01919(16) Uani 1 1 d . . . C22 C 0.81085(4) 0.83845(12) 0.07532(4) 0.01585(19) Uani 1 1 d . . . H22 H 0.7937(5) 0.7934(16) 0.0436(6) 0.020(3) Uiso 1 1 d . . . C23 C 0.86184(4) 1.07547(15) 0.25584(5) 0.0228(2) Uani 1 1 d . . . H23A H 0.8374(5) 1.1530(18) 0.2446(6) 0.024(4) Uiso 1 1 d . . . H23B H 0.8874(5) 1.1211(17) 0.2817(6) 0.025(4) Uiso 1 1 d . . . H23C H 0.8453(6) 0.9870(19) 0.2727(6) 0.030(4) Uiso 1 1 d . . . C24 C 0.70804(4) 0.88859(14) 0.16785(5) 0.0214(2) Uani 1 1 d . . . H24A H 0.7214(5) 0.8212(18) 0.1980(6) 0.027(4) Uiso 1 1 d . . . H24B H 0.6745(6) 0.8633(17) 0.1577(6) 0.024(3) Uiso 1 1 d . . . H24C H 0.7096(5) 0.9968(18) 0.1782(6) 0.023(3) Uiso 1 1 d . . . C25 C 0.87555(4) 0.85337(12) -0.02369(4) 0.0165(2) Uani 1 1 d . . . C26 C 0.84014(4) 0.98804(12) -0.03527(4) 0.01498(19) Uani 1 1 d . . . C27 C 0.83944(4) 1.12309(12) -0.00361(4) 0.01556(19) Uani 1 1 d . . . H27 H 0.8574(5) 1.1305(16) 0.0298(6) 0.021(3) Uiso 1 1 d . . . C28 C 0.81234(4) 1.25055(12) -0.02332(4) 0.01568(19) Uani 1 1 d . . . N28 N 0.81272(4) 1.39488(11) 0.00957(4) 0.01982(19) Uani 1 1 d . . . O28 O 0.84241(4) 1.40279(12) 0.04871(4) 0.0423(3) Uani 1 1 d . . . C29 C 0.78571(4) 1.25137(12) -0.07301(4) 0.01586(19) Uani 1 1 d . . . H29 H 0.7693(5) 1.3400(17) -0.0856(6) 0.023(3) Uiso 1 1 d . . . O29 O 0.78330(3) 1.49788(9) -0.00382(3) 0.02544(18) Uani 1 1 d . . . C30 C 0.78703(4) 1.11433(12) -0.10290(4) 0.01540(19) Uani 1 1 d . . . N30 N 0.76112(3) 1.10971(11) -0.15728(4) 0.01801(18) Uani 1 1 d . . . O30 O 0.74294(4) 1.23102(10) -0.17519(4) 0.0346(2) Uani 1 1 d . . . C31 C 0.81349(4) 0.98382(12) -0.08547(4) 0.01535(19) Uani 1 1 d . . . H31 H 0.8140(5) 0.8957(17) -0.1065(6) 0.023(3) Uiso 1 1 d . . . O31 O 0.75995(3) 0.98561(9) -0.18194(3) 0.02186(17) Uani 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 0.0125(4) 0.0140(4) 0.0139(4) 0.0001(3) 0.0016(3) 0.0025(3) C2 0.0121(4) 0.0143(4) 0.0127(4) 0.0009(3) 0.0007(3) 0.0030(3) O2 0.0273(4) 0.0323(5) 0.0151(4) -0.0039(3) -0.0012(3) 0.0150(3) C3 0.0127(4) 0.0174(5) 0.0126(4) 0.0020(4) 0.0016(3) 0.0042(4) C4 0.0118(4) 0.0219(5) 0.0135(4) 0.0023(4) 0.0010(3) 0.0048(4) S4 0.01376(13) 0.03022(15) 0.01683(13) 0.00397(10) 0.00084(9) 0.00710(10) C5 0.0136(4) 0.0231(5) 0.0146(5) -0.0014(4) -0.0004(4) 0.0018(4) C6 0.0144(5) 0.0193(5) 0.0144(4) -0.0019(4) 0.0011(4) 0.0027(4) C7 0.0168(5) 0.0162(5) 0.0188(5) 0.0030(4) 0.0021(4) 0.0013(4) C8 0.0189(5) 0.0182(5) 0.0181(5) 0.0005(4) 0.0012(4) 0.0065(4) C9 0.0152(5) 0.0246(5) 0.0142(5) 0.0028(4) 0.0034(4) 0.0026(4) C10 0.0166(5) 0.0180(5) 0.0170(5) -0.0005(4) -0.0009(4) 0.0065(4) C11 0.0228(5) 0.0186(5) 0.0242(5) 0.0007(4) -0.0070(4) 0.0014(4) C12 0.0249(6) 0.0190(5) 0.0298(6) 0.0052(4) -0.0025(5) 0.0004(4) C13 0.0253(6) 0.0253(6) 0.0199(5) 0.0039(4) -0.0007(4) 0.0078(4) C14 0.0196(5) 0.0274(6) 0.0172(5) -0.0042(4) -0.0023(4) 0.0054(4) C15 0.0163(5) 0.0211(5) 0.0195(5) -0.0028(4) 0.0003(4) 0.0024(4) C16 0.0134(4) 0.0121(4) 0.0152(4) 0.0020(3) 0.0017(4) 0.0026(3) C17 0.0156(5) 0.0126(4) 0.0141(4) 0.0013(3) 0.0021(4) 0.0039(3) N17 0.0128(4) 0.0177(4) 0.0139(4) -0.0004(3) -0.0001(3) 0.0052(3) C18 0.0157(5) 0.0205(5) 0.0162(5) -0.0029(4) -0.0016(4) 0.0084(4) C19 0.0161(5) 0.0132(4) 0.0155(5) 0.0004(4) 0.0015(4) 0.0021(4) O19 0.0161(3) 0.0234(4) 0.0167(3) -0.0067(3) 0.0035(3) 0.0017(3) C20 0.0160(5) 0.0149(5) 0.0179(5) 0.0011(4) 0.0049(4) 0.0036(4) C21 0.0129(4) 0.0135(4) 0.0208(5) 0.0035(4) 0.0021(4) 0.0024(4) O21 0.0123(3) 0.0223(4) 0.0231(4) 0.0009(3) 0.0035(3) 0.0011(3) C22 0.0152(5) 0.0151(5) 0.0172(5) 0.0014(4) -0.0004(4) 0.0023(4) C23 0.0210(5) 0.0298(6) 0.0181(5) -0.0076(4) 0.0053(4) 0.0034(5) C24 0.0156(5) 0.0210(5) 0.0280(6) -0.0001(4) 0.0080(4) 0.0012(4) C25 0.0157(5) 0.0178(5) 0.0158(5) -0.0010(4) -0.0010(4) 0.0040(4) C26 0.0131(4) 0.0167(5) 0.0152(4) 0.0012(4) 0.0014(4) 0.0020(4) C27 0.0138(4) 0.0185(5) 0.0144(4) 0.0001(4) 0.0000(4) 0.0009(4) C28 0.0153(4) 0.0154(5) 0.0164(5) -0.0021(4) 0.0015(4) -0.0002(4) N28 0.0235(5) 0.0171(4) 0.0186(4) -0.0020(3) -0.0020(3) 0.0017(3) O28 0.0565(6) 0.0305(5) 0.0377(5) -0.0152(4) -0.0297(5) 0.0138(5) C29 0.0147(4) 0.0155(5) 0.0173(5) 0.0019(4) 0.0008(4) 0.0016(4) O29 0.0316(4) 0.0181(4) 0.0262(4) -0.0029(3) -0.0041(3) 0.0081(3) C30 0.0136(4) 0.0188(5) 0.0138(4) 0.0007(4) -0.0006(3) 0.0000(4) N30 0.0175(4) 0.0192(4) 0.0171(4) 0.0004(3) -0.0025(3) 0.0018(3) O30 0.0505(6) 0.0214(4) 0.0303(5) 0.0003(4) -0.0208(4) 0.0099(4) C31 0.0142(4) 0.0162(5) 0.0157(5) -0.0011(4) 0.0008(4) 0.0009(4) O31 0.0237(4) 0.0226(4) 0.0189(4) -0.0056(3) -0.0036(3) 0.0044(3) _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 C6 1.5430(14) . ? C1 C16 1.5464(13) . ? C1 C7 1.5465(14) . ? C1 C2 1.5726(13) . ? C2 C18 1.5382(14) . ? C2 C3 1.5741(13) . ? C2 H2 0.996(13) . ? O2 C25 1.2283(13) . ? C3 C9 1.5382(14) . ? C3 C8 1.5414(15) . ? C3 C4 1.5481(14) . ? C4 C5 1.5199(15) . ? C4 S4 1.8461(10) . ? C4 H4 0.988(14) . ? S4 C10 1.7780(11) . ? C5 C6 1.5292(14) . ? C5 H5A 0.991(14) . ? C5 H5B 0.967(14) . ? C6 H6A 0.972(14) . ? C6 H6B 0.985(14) . ? C7 H7A 1.006(16) . ? C7 H7B 0.967(14) . ? C7 H7C 0.964(15) . ? C8 H8A 0.995(14) . ? C8 H8B 0.987(15) . ? C8 H8C 0.975(15) . ? C9 H9A 0.965(16) . ? C9 H9B 0.988(15) . ? C9 H9C 0.972(14) . ? C10 C15 1.3962(15) . ? C10 C11 1.3974(16) . ? C11 C12 1.3920(16) . ? C11 H11 0.980(15) . ? C12 C13 1.3886(17) . ? C12 H12 0.958(17) . ? C13 C14 1.3858(17) . ? C13 H13 0.958(16) . ? C14 C15 1.3954(16) . ? C14 H14 0.963(14) . ? C15 H15 0.985(15) . ? C16 C17 1.4070(14) . ? C16 C19 1.4126(13) . ? C17 C22 1.3937(14) . ? C17 N17 1.4263(12) . ? N17 C25 1.3598(13) . ? N17 C18 1.4749(12) . ? C18 H18A 0.970(14) . ? C18 H18B 0.977(15) . ? C19 O19 1.3656(12) . ? C19 C20 1.4043(14) . ? O19 C23 1.4307(12) . ? C20 C21 1.3886(15) . ? C20 H20 0.954(14) . ? C21 O21 1.3712(12) . ? C21 C22 1.3932(14) . ? O21 C24 1.4350(13) . ? C22 H22 0.967(14) . ? C23 H23A 0.967(15) . ? C23 H23B 0.995(15) . ? C23 H23C 0.978(16) . ? C24 H24A 0.993(15) . ? C24 H24B 0.948(15) . ? C24 H24C 0.965(15) . ? C25 C26 1.5160(14) . ? C26 C27 1.3957(14) . ? C26 C31 1.3979(14) . ? C27 C28 1.3903(14) . ? C27 H27 0.936(14) . ? C28 C29 1.3863(14) . ? C28 N28 1.4783(13) . ? N28 O29 1.2215(12) . ? N28 O28 1.2235(13) . ? C29 C30 1.3874(15) . ? C29 H29 0.926(15) . ? C30 C31 1.3853(14) . ? C30 N30 1.4782(13) . ? N30 O30 1.2246(13) . ? N30 O31 1.2251(12) . ? C31 H31 0.916(15) . ? 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 C6 C1 C16 112.97(8) . . ? C6 C1 C7 109.06(8) . . ? C16 C1 C7 109.02(8) . . ? C6 C1 C2 107.47(8) . . ? C16 C1 C2 103.70(8) . . ? C7 C1 C2 114.65(8) . . ? C18 C2 C1 111.67(8) . . ? C18 C2 C3 110.14(8) . . ? C1 C2 C3 118.91(8) . . ? C18 C2 H2 107.9(7) . . ? C1 C2 H2 102.9(7) . . ? C3 C2 H2 104.3(7) . . ? C9 C3 C8 108.32(8) . . ? C9 C3 C4 109.95(8) . . ? C8 C3 C4 108.88(8) . . ? C9 C3 C2 114.92(8) . . ? C8 C3 C2 107.68(8) . . ? C4 C3 C2 106.94(8) . . ? C5 C4 C3 112.79(8) . . ? C5 C4 S4 110.14(7) . . ? C3 C4 S4 112.18(7) . . ? C5 C4 H4 108.8(8) . . ? C3 C4 H4 107.3(8) . . ? S4 C4 H4 105.2(8) . . ? C10 S4 C4 100.21(5) . . ? C4 C5 C6 109.79(9) . . ? C4 C5 H5A 110.9(8) . . ? C6 C5 H5A 112.2(8) . . ? C4 C5 H5B 110.4(9) . . ? C6 C5 H5B 109.2(8) . . ? H5A C5 H5B 104.2(11) . . ? C5 C6 C1 112.89(8) . . ? C5 C6 H6A 108.8(8) . . ? C1 C6 H6A 111.1(8) . . ? C5 C6 H6B 108.6(8) . . ? C1 C6 H6B 108.0(8) . . ? H6A C6 H6B 107.1(11) . . ? C1 C7 H7A 109.0(9) . . ? C1 C7 H7B 113.1(8) . . ? H7A C7 H7B 106.8(12) . . ? C1 C7 H7C 111.2(9) . . ? H7A C7 H7C 108.2(12) . . ? H7B C7 H7C 108.4(12) . . ? C3 C8 H8A 112.6(8) . . ? C3 C8 H8B 110.3(9) . . ? H8A C8 H8B 107.9(12) . . ? C3 C8 H8C 110.9(9) . . ? H8A C8 H8C 107.7(12) . . ? H8B C8 H8C 107.2(12) . . ? C3 C9 H9A 109.3(9) . . ? C3 C9 H9B 112.5(8) . . ? H9A C9 H9B 108.5(13) . . ? C3 C9 H9C 111.8(8) . . ? H9A C9 H9C 105.2(12) . . ? H9B C9 H9C 109.3(12) . . ? C15 C10 C11 119.37(10) . . ? C15 C10 S4 119.57(9) . . ? C11 C10 S4 121.02(8) . . ? C12 C11 C10 120.09(10) . . ? C12 C11 H11 119.6(9) . . ? C10 C11 H11 120.3(9) . . ? C13 C12 C11 120.31(11) . . ? C13 C12 H12 119.8(10) . . ? C11 C12 H12 119.8(10) . . ? C14 C13 C12 119.87(11) . . ? C14 C13 H13 120.5(10) . . ? C12 C13 H13 119.6(10) . . ? C13 C14 C15 120.24(10) . . ? C13 C14 H14 121.1(9) . . ? C15 C14 H14 118.6(9) . . ? C14 C15 C10 120.11(10) . . ? C14 C15 H15 120.0(8) . . ? C10 C15 H15 119.9(8) . . ? C17 C16 C19 115.30(9) . . ? C17 C16 C1 116.91(8) . . ? C19 C16 C1 127.74(9) . . ? C22 C17 C16 124.23(9) . . ? C22 C17 N17 118.92(9) . . ? C16 C17 N17 116.83(9) . . ? C25 N17 C17 125.57(8) . . ? C25 N17 C18 116.57(8) . . ? C17 N17 C18 117.82(8) . . ? N17 C18 C2 111.77(8) . . ? N17 C18 H18A 106.1(8) . . ? C2 C18 H18A 112.1(8) . . ? N17 C18 H18B 108.9(8) . . ? C2 C18 H18B 111.2(8) . . ? H18A C18 H18B 106.4(12) . . ? O19 C19 C20 120.75(9) . . ? O19 C19 C16 117.60(9) . . ? C20 C19 C16 121.65(9) . . ? C19 O19 C23 118.29(8) . . ? C21 C20 C19 120.17(9) . . ? C21 C20 H20 120.3(8) . . ? C19 C20 H20 119.6(8) . . ? O21 C21 C20 123.64(9) . . ? O21 C21 C22 115.98(9) . . ? C20 C21 C22 120.38(9) . . ? C21 O21 C24 117.38(9) . . ? C21 C22 C17 118.13(9) . . ? C21 C22 H22 121.9(8) . . ? C17 C22 H22 120.0(8) . . ? O19 C23 H23A 110.8(9) . . ? O19 C23 H23B 104.8(8) . . ? H23A C23 H23B 110.6(12) . . ? O19 C23 H23C 109.9(9) . . ? H23A C23 H23C 110.2(12) . . ? H23B C23 H23C 110.4(12) . . ? O21 C24 H24A 110.6(8) . . ? O21 C24 H24B 103.8(9) . . ? H24A C24 H24B 111.8(12) . . ? O21 C24 H24C 110.9(8) . . ? H24A C24 H24C 110.8(12) . . ? H24B C24 H24C 108.7(12) . . ? O2 C25 N17 121.93(9) . . ? O2 C25 C26 117.55(9) . . ? N17 C25 C26 120.17(9) . . ? C27 C26 C31 119.50(9) . . ? C27 C26 C25 123.50(9) . . ? C31 C26 C25 116.08(9) . . ? C28 C27 C26 118.68(9) . . ? C28 C27 H27 119.6(9) . . ? C26 C27 H27 121.7(9) . . ? C29 C28 C27 123.58(10) . . ? C29 C28 N28 117.78(9) . . ? C27 C28 N28 118.62(9) . . ? O29 N28 O28 124.28(10) . . ? O29 N28 C28 118.07(9) . . ? O28 N28 C28 117.65(9) . . ? C28 C29 C30 115.82(9) . . ? C28 C29 H29 121.2(9) . . ? C30 C29 H29 123.0(9) . . ? C31 C30 C29 123.20(9) . . ? C31 C30 N30 118.23(9) . . ? C29 C30 N30 118.49(9) . . ? O30 N30 O31 124.22(9) . . ? O30 N30 C30 117.79(9) . . ? O31 N30 C30 117.98(9) . . ? C30 C31 C26 119.21(9) . . ? C30 C31 H31 120.9(9) . . ? C26 C31 H31 119.9(9) . . ? 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 C18 -177.84(8) . . . . ? C16 C1 C2 C18 62.31(10) . . . . ? C7 C1 C2 C18 -56.44(11) . . . . ? C6 C1 C2 C3 -47.85(11) . . . . ? C16 C1 C2 C3 -167.70(8) . . . . ? C7 C1 C2 C3 73.55(11) . . . . ? C18 C2 C3 C9 56.60(11) . . . . ? C1 C2 C3 C9 -74.07(11) . . . . ? C18 C2 C3 C8 -64.18(10) . . . . ? C1 C2 C3 C8 165.14(8) . . . . ? C18 C2 C3 C4 178.93(8) . . . . ? C1 C2 C3 C4 48.26(11) . . . . ? C9 C3 C4 C5 71.86(10) . . . . ? C8 C3 C4 C5 -169.62(8) . . . . ? C2 C3 C4 C5 -53.53(10) . . . . ? C9 C3 C4 S4 -53.21(10) . . . . ? C8 C3 C4 S4 65.31(9) . . . . ? C2 C3 C4 S4 -178.61(7) . . . . ? C5 C4 S4 C10 94.47(8) . . . . ? C3 C4 S4 C10 -139.01(8) . . . . ? C3 C4 C5 C6 62.48(11) . . . . ? S4 C4 C5 C6 -171.35(7) . . . . ? C4 C5 C6 C1 -61.76(11) . . . . ? C16 C1 C6 C5 166.03(8) . . . . ? C7 C1 C6 C5 -72.57(11) . . . . ? C2 C1 C6 C5 52.27(11) . . . . ? C4 S4 C10 C15 -126.79(9) . . . . ? C4 S4 C10 C11 55.61(10) . . . . ? C15 C10 C11 C12 1.18(16) . . . . ? S4 C10 C11 C12 178.78(9) . . . . ? C10 C11 C12 C13 -1.74(18) . . . . ? C11 C12 C13 C14 1.28(18) . . . . ? C12 C13 C14 C15 -0.26(17) . . . . ? C13 C14 C15 C10 -0.30(16) . . . . ? C11 C10 C15 C14 -0.16(16) . . . . ? S4 C10 C15 C14 -177.80(8) . . . . ? C6 C1 C16 C17 -161.89(9) . . . . ? C7 C1 C16 C17 76.69(11) . . . . ? C2 C1 C16 C17 -45.86(11) . . . . ? C6 C1 C16 C19 15.42(14) . . . . ? C7 C1 C16 C19 -106.00(11) . . . . ? C2 C1 C16 C19 131.45(10) . . . . ? C19 C16 C17 C22 -4.68(14) . . . . ? C1 C16 C17 C22 172.97(9) . . . . ? C19 C16 C17 N17 176.86(8) . . . . ? C1 C16 C17 N17 -5.50(13) . . . . ? C22 C17 N17 C25 45.72(14) . . . . ? C16 C17 N17 C25 -135.73(10) . . . . ? C22 C17 N17 C18 -131.94(10) . . . . ? C16 C17 N17 C18 46.61(13) . . . . ? C25 N17 C18 C2 155.17(9) . . . . ? C17 N17 C18 C2 -26.96(13) . . . . ? C1 C2 C18 N17 -28.28(12) . . . . ? C3 C2 C18 N17 -162.69(8) . . . . ? C17 C16 C19 O19 -176.14(9) . . . . ? C1 C16 C19 O19 6.51(15) . . . . ? C17 C16 C19 C20 3.38(14) . . . . ? C1 C16 C19 C20 -173.97(9) . . . . ? C20 C19 O19 C23 -0.73(14) . . . . ? C16 C19 O19 C23 178.80(9) . . . . ? O19 C19 C20 C21 179.04(9) . . . . ? C16 C19 C20 C21 -0.46(15) . . . . ? C19 C20 C21 O21 178.82(9) . . . . ? C19 C20 C21 C22 -1.54(15) . . . . ? C20 C21 O21 C24 -7.78(14) . . . . ? C22 C21 O21 C24 172.56(9) . . . . ? O21 C21 C22 C17 -179.93(9) . . . . ? C20 C21 C22 C17 0.40(15) . . . . ? C16 C17 C22 C21 2.89(15) . . . . ? N17 C17 C22 C21 -178.68(9) . . . . ? C17 N17 C25 O2 -166.70(10) . . . . ? C18 N17 C25 O2 10.99(15) . . . . ? C17 N17 C25 C26 20.32(15) . . . . ? C18 N17 C25 C26 -161.99(9) . . . . ? O2 C25 C26 C27 -138.68(11) . . . . ? N17 C25 C26 C27 34.59(15) . . . . ? O2 C25 C26 C31 30.28(14) . . . . ? N17 C25 C26 C31 -156.44(10) . . . . ? C31 C26 C27 C28 -0.43(15) . . . . ? C25 C26 C27 C28 168.17(10) . . . . ? C26 C27 C28 C29 0.02(16) . . . . ? C26 C27 C28 N28 -178.41(9) . . . . ? C29 C28 N28 O29 11.97(14) . . . . ? C27 C28 N28 O29 -169.50(10) . . . . ? C29 C28 N28 O28 -168.45(11) . . . . ? C27 C28 N28 O28 10.08(15) . . . . ? C27 C28 C29 C30 0.56(15) . . . . ? N28 C28 C29 C30 179.00(9) . . . . ? C28 C29 C30 C31 -0.77(15) . . . . ? C28 C29 C30 N30 -177.51(9) . . . . ? C31 C30 N30 O30 -171.38(10) . . . . ? C29 C30 N30 O30 5.53(14) . . . . ? C31 C30 N30 O31 7.37(14) . . . . ? C29 C30 N30 O31 -175.72(9) . . . . ? C29 C30 C31 C26 0.39(15) . . . . ? N30 C30 C31 C26 177.15(9) . . . . ? C27 C26 C31 C30 0.23(15) . . . . ? C25 C26 C31 C30 -169.20(9) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.365 _refine_diff_density_min -0.234 _refine_diff_density_rms 0.042 _iucr_refine_instructions_details ; TITL JF1975Fmi in C2/c FINAL ALL DATA MERGE-I 8NOV2010 CELL 0.71073 26.7586 8.5937 24.4637 90.000 92.096 90.000 ZERR 8.00 0.0045 0.0014 0.0041 0.000 0.002 0.000 LATT 7 SYMM -x, y, -z+1/2 SFAC C H N O S UNIT 248 264 24 56 8 OMIT 0 55 REM ONLY 1SIGMA EXTI 0.000120 L.S. 9 ACTA BOND $H FMAP 2 PLAN 12 HTAB WPDB -2 CONF SIZE 0.156 0.286 0.385 ! CANARY YELLOW TEMP -183.000 WGHT 0.045100 4.138000 FVAR 0.06849 C1 1 0.948762 0.907490 0.117145 11.00000 0.01250 0.01398 = 0.01389 0.00008 0.00156 0.00247 C2 1 0.959009 0.740492 0.093773 11.00000 0.01210 0.01427 = 0.01272 0.00091 0.00070 0.00302 H2 2 0.941636 0.671249 0.119645 11.00000 0.01442 O2 4 0.894731 0.791124 -0.062961 11.00000 0.02725 0.03231 = 0.01511 -0.00387 -0.00115 0.01499 C3 1 1.014303 0.677785 0.094703 11.00000 0.01266 0.01744 = 0.01258 0.00200 0.00164 0.00421 C4 1 1.036821 0.707191 0.152980 11.00000 0.01176 0.02191 = 0.01352 0.00230 0.00098 0.00484 H4 2 1.018489 0.640447 0.178345 11.00000 0.01761 S4 5 1.102641 0.643709 0.160183 11.00000 0.01376 0.03022 = 0.01683 0.00397 0.00084 0.00710 C5 1 1.032023 0.875695 0.170924 11.00000 0.01361 0.02308 = 0.01455 -0.00137 -0.00037 0.00183 H5A 2 1.050579 0.945859 0.146711 11.00000 0.01658 H5B 2 1.047977 0.890658 0.206629 11.00000 0.02245 C6 1 0.976770 0.919738 0.173241 11.00000 0.01441 0.01926 = 0.01440 -0.00195 0.00111 0.00265 H6A 2 0.974241 1.024036 0.188239 11.00000 0.02095 H6B 2 0.960552 0.848699 0.198724 11.00000 0.01842 C7 1 0.965345 1.042875 0.080312 11.00000 0.01679 0.01624 = 0.01877 0.00305 0.00214 0.00133 H7A 2 0.950914 1.142963 0.094135 11.00000 0.02980 H7B 2 0.953654 1.031976 0.042619 11.00000 0.02241 H7C 2 1.001236 1.052791 0.081125 11.00000 0.02509 C8 1 1.012027 0.500950 0.084376 11.00000 0.01894 0.01817 = 0.01809 0.00049 0.00115 0.00653 H8A 2 0.997588 0.474659 0.047454 11.00000 0.02504 H8B 2 0.991402 0.449876 0.111811 11.00000 0.02468 H8C 2 1.045295 0.454942 0.087593 11.00000 0.02604 C9 1 1.047867 0.751324 0.051997 11.00000 0.01521 0.02465 = 0.01420 0.00285 0.00340 0.00263 H9A 2 1.080362 0.702532 0.054259 11.00000 0.03382 H9B 2 1.052265 0.864490 0.057391 11.00000 0.02581 H9C 2 1.035182 0.731869 0.014865 11.00000 0.02372 C10 1 1.102546 0.557216 0.226202 11.00000 0.01660 0.01796 = 0.01699 -0.00051 -0.00085 0.00652 C11 1 1.068869 0.438683 0.238041 11.00000 0.02275 0.01862 = 0.02416 0.00066 -0.00704 0.00143 H11 2 1.044794 0.401473 0.209829 11.00000 0.02643 C12 1 1.070063 0.370522 0.289688 11.00000 0.02495 0.01903 = 0.02983 0.00524 -0.00249 0.00036 H12 2 1.046833 0.289486 0.297680 11.00000 0.03493 C13 1 1.105522 0.416786 0.329259 11.00000 0.02532 0.02527 = 0.01985 0.00392 -0.00066 0.00782 H13 2 1.106580 0.367179 0.364340 11.00000 0.03294 C14 1 1.139259 0.533506 0.317653 11.00000 0.01963 0.02744 = 0.01723 -0.00424 -0.00232 0.00540 H14 2 1.163973 0.567766 0.344620 11.00000 0.02329 C15 1 1.137849 0.604260 0.266280 11.00000 0.01630 0.02114 = 0.01947 -0.00282 0.00030 0.00238 H15 2 1.161603 0.688087 0.258332 11.00000 0.02427 C16 1 0.891267 0.912449 0.121405 11.00000 0.01342 0.01211 = 0.01518 0.00196 0.00166 0.00259 C17 1 0.862603 0.857401 0.076074 11.00000 0.01559 0.01257 = 0.01412 0.00129 0.00206 0.00385 N17 3 0.889137 0.815544 0.028746 11.00000 0.01281 0.01766 = 0.01388 -0.00036 -0.00013 0.00520 C18 1 0.934226 0.718198 0.036581 11.00000 0.01571 0.02049 = 0.01621 -0.00287 -0.00163 0.00837 H18A 2 0.956311 0.747264 0.007701 11.00000 0.02005 H18B 2 0.925168 0.609466 0.030132 11.00000 0.02346 C19 1 0.863583 0.960387 0.166505 11.00000 0.01608 0.01316 = 0.01546 0.00040 0.00149 0.00207 O19 4 0.889426 1.023524 0.210274 11.00000 0.01609 0.02343 = 0.01665 -0.00672 0.00349 0.00173 C20 1 0.811329 0.945286 0.166586 11.00000 0.01597 0.01488 = 0.01785 0.00106 0.00490 0.00356 H20 2 0.793793 0.977222 0.197941 11.00000 0.02278 C21 1 0.785431 0.883001 0.121484 11.00000 0.01293 0.01350 = 0.02079 0.00350 0.00213 0.00236 O21 4 0.734603 0.861978 0.118811 11.00000 0.01235 0.02229 = 0.02314 0.00092 0.00352 0.00112 C22 1 0.810854 0.838453 0.075318 11.00000 0.01517 0.01508 = 0.01722 0.00137 -0.00038 0.00227 H22 2 0.793707 0.793430 0.043610 11.00000 0.01969 C23 1 0.861839 1.075466 0.255841 11.00000 0.02101 0.02978 = 0.01806 -0.00756 0.00526 0.00340 H23A 2 0.837400 1.152971 0.244555 11.00000 0.02450 H23B 2 0.887399 1.121071 0.281689 11.00000 0.02503 H23C 2 0.845322 0.986995 0.272697 11.00000 0.02953 C24 1 0.708037 0.888589 0.167848 11.00000 0.01564 0.02095 = 0.02805 -0.00014 0.00799 0.00120 H24A 2 0.721410 0.821226 0.197974 11.00000 0.02693 H24B 2 0.674462 0.863280 0.157721 11.00000 0.02351 H24C 2 0.709555 0.996807 0.178246 11.00000 0.02275 C25 1 0.875555 0.853373 -0.023688 11.00000 0.01570 0.01780 = 0.01583 -0.00100 -0.00095 0.00400 C26 1 0.840135 0.988041 -0.035268 11.00000 0.01309 0.01670 = 0.01520 0.00121 0.00137 0.00200 C27 1 0.839444 1.123087 -0.003611 11.00000 0.01382 0.01845 = 0.01436 0.00014 -0.00003 0.00086 H27 2 0.857410 1.130522 0.029830 11.00000 0.02122 C28 1 0.812338 1.250546 -0.023324 11.00000 0.01531 0.01539 = 0.01641 -0.00207 0.00153 -0.00022 N28 3 0.812724 1.394878 0.009569 11.00000 0.02350 0.01714 = 0.01864 -0.00203 -0.00195 0.00171 O28 4 0.842410 1.402786 0.048712 11.00000 0.05650 0.03046 = 0.03767 -0.01516 -0.02971 0.01382 C29 1 0.785707 1.251369 -0.073008 11.00000 0.01472 0.01554 = 0.01733 0.00187 0.00083 0.00163 H29 2 0.769312 1.340049 -0.085579 11.00000 0.02314 O29 4 0.783298 1.497885 -0.003816 11.00000 0.03163 0.01811 = 0.02621 -0.00291 -0.00407 0.00806 C30 1 0.787029 1.114331 -0.102901 11.00000 0.01359 0.01876 = 0.01375 0.00068 -0.00058 -0.00003 N30 3 0.761116 1.109714 -0.157285 11.00000 0.01751 0.01917 = 0.01712 0.00038 -0.00248 0.00181 O30 4 0.742943 1.231022 -0.175193 11.00000 0.05051 0.02144 = 0.03027 0.00030 -0.02077 0.00992 C31 1 0.813492 0.983821 -0.085474 11.00000 0.01418 0.01624 = 0.01566 -0.00105 0.00082 0.00086 H31 2 0.813950 0.895652 -0.106494 11.00000 0.02252 O31 4 0.759948 0.985610 -0.181940 11.00000 0.02372 0.02260 = 0.01893 -0.00560 -0.00363 0.00437 HKLF 4 REM JF1975Fmi in C2/c FINAL ALL DATA MERGE-I 8NOV2010 REM R1 = 0.0300 for 5941 Fo > 4sig(Fo) and 0.0328 for all 6467 data REM 511 parameters refined using 0 restraints END WGHT 0.0452 4.1384 REM Highest difference peak 0.365, deepest hole -0.234, 1-sigma level 0.042 Q1 1 0.8764 0.8839 0.0992 11.00000 0.05 0.37 Q2 1 0.9451 0.7321 0.0655 11.00000 0.05 0.36 Q3 1 0.8576 0.9238 -0.0283 11.00000 0.05 0.35 Q4 1 0.9194 0.9144 0.1200 11.00000 0.05 0.35 Q5 1 1.0263 0.6946 0.1231 11.00000 0.05 0.34 Q6 1 0.9643 0.9160 0.1447 11.00000 0.05 0.33 Q7 1 1.1192 0.5865 0.2481 11.00000 0.05 0.33 Q8 1 0.8289 0.9935 -0.0616 11.00000 0.05 0.31 Q9 1 0.9573 0.9732 0.0989 11.00000 0.05 0.31 Q10 1 0.9880 0.7099 0.0923 11.00000 0.05 0.31 Q11 1 0.9559 0.8272 0.1037 11.00000 0.05 0.31 Q12 1 0.8370 0.9599 0.1621 11.00000 0.05 0.30 ; data_jf2117f _database_code_depnum_ccdc_archive 'CCDC 880424' #TrackingRef 'jf2117f.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H27 N3 O8 S' _chemical_formula_sum 'C31 H27 N3 O8 S' _chemical_formula_weight 601.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9323(6) _cell_length_b 12.8416(10) _cell_length_c 28.201(2) _cell_angle_alpha 96.6629(13) _cell_angle_beta 90.9550(13) _cell_angle_gamma 94.4154(13) _cell_volume 2843.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 4113 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 27.51 _exptl_crystal_description Plate _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.405 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 0.172 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9494 _exptl_absorpt_correction_T_max 0.9847 _exptl_absorpt_process_details 'TWINABS V2008/4 (Sheldrick, 2008)' _exptl_special_details ; A faint yellow plate with approximate orthogonal dimensions 0.31 x 0.25 x 0.09mm3 was placed and optically centered on the Bruker Duo APEXII(1) CCD diffractometer at -183degC. All of the crystals exhibited the same behavior and appeared twinned. The initial unit cell was indexed using a least-squares analysis of a random set of reflections collected from three series of 0.3deg wide omega-scans, 10 seconds per frame, and 30 frames per series that were well distributed in reciprocal space. Five omega-scan data frame series were collected [MoKa] with 0.3deg wide scans, 25 seconds per frame and 606, 483, 606, 483, 606 frames collected per series at varying phi angles (phi=0deg, 72deg, 144deg, 216deg, 288deg), respectively. The crystal to detector distance was 4.96cm, thus providing a complete sphere of data to 2thetamax=55.37deg. ; _diffrn_ambient_temperature 90(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 12572 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0310 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 27.50 _reflns_number_total 12572 _reflns_number_gt 10453 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Apex2 (2010-11.3) (Bruker, 2010)' _computing_cell_refinement 'SAINT (7.68A) (Bruker, 2009)' _computing_data_reduction 'SAINT (7.68A) (Bruker, 2009)' _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^)+(0.0424P)^2^+1.8232P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12572 _refine_ls_number_parameters 781 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0519 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.0969 _refine_ls_wR_factor_gt 0.0919 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.67893(5) 0.09314(3) 0.008312(14) 0.01841(9) Uani 1 1 d . . . C1 C 0.89273(18) 0.14915(12) 0.02635(5) 0.0149(3) Uani 1 1 d . . . H1 H 0.9625 0.1508 -0.0028 0.018 Uiso 1 1 calc R . . C2 C 0.96742(19) 0.07597(12) 0.05844(5) 0.0162(3) Uani 1 1 d . . . H2A H 0.9668 0.0043 0.0411 0.019 Uiso 1 1 calc R . . H2B H 1.0861 0.1013 0.0673 0.019 Uiso 1 1 calc R . . N2 N 0.86725(16) 0.07288(10) 0.10180(4) 0.0147(2) Uani 1 1 d . . . C3 C 0.83870(18) 0.17172(11) 0.12783(5) 0.0143(3) Uani 1 1 d . . . C4 C 0.81862(19) 0.18113(12) 0.17754(5) 0.0171(3) Uani 1 1 d . . . H4 H 0.8257 0.1214 0.1942 0.021 Uiso 1 1 calc R . . C5 C 0.7886(2) 0.27706(12) 0.20216(5) 0.0183(3) Uani 1 1 d . . . O5 O 0.76183(17) 0.29297(9) 0.25035(4) 0.0269(3) Uani 1 1 d . . . C6 C 0.78680(19) 0.36708(12) 0.17846(5) 0.0162(3) Uani 1 1 d . . . O6 O 0.76722(14) 0.46270(8) 0.20444(4) 0.0196(2) Uani 1 1 d . . . C7 C 0.81806(18) 0.35819(12) 0.12990(5) 0.0156(3) Uani 1 1 d . . . O7 O 0.81738(14) 0.44448(8) 0.10494(4) 0.0187(2) Uani 1 1 d . . . C8 C 0.84229(18) 0.26102(12) 0.10362(5) 0.0144(3) Uani 1 1 d . . . C9 C 0.89387(18) 0.26128(11) 0.05200(5) 0.0146(3) Uani 1 1 d . . . H9 H 0.8102 0.2996 0.0352 0.018 Uiso 1 1 calc R . . C10 C 0.62939(19) 0.17237(12) -0.03703(5) 0.0170(3) Uani 1 1 d . . . C11 C 0.4711(2) 0.21246(13) -0.03719(6) 0.0224(3) Uani 1 1 d . . . H11 H 0.3940 0.2002 -0.0126 0.027 Uiso 1 1 calc R . . C12 C 0.4266(2) 0.27065(13) -0.07361(6) 0.0257(4) Uani 1 1 d . . . H12 H 0.3177 0.2966 -0.0742 0.031 Uiso 1 1 calc R . . C13 C 0.5397(2) 0.29089(13) -0.10892(6) 0.0258(4) Uani 1 1 d . . . H13 H 0.5093 0.3317 -0.1333 0.031 Uiso 1 1 calc R . . C14 C 0.6975(2) 0.25144(13) -0.10865(6) 0.0236(3) Uani 1 1 d . . . H14 H 0.7753 0.2655 -0.1328 0.028 Uiso 1 1 calc R . . C15 C 0.7422(2) 0.19137(13) -0.07316(6) 0.0201(3) Uani 1 1 d . . . H15 H 0.8495 0.1632 -0.0735 0.024 Uiso 1 1 calc R . . C16 C 0.82699(18) -0.02498(12) 0.11550(5) 0.0157(3) Uani 1 1 d . . . O16 O 0.89195(14) -0.10330(8) 0.09793(4) 0.0203(2) Uani 1 1 d . . . C17 C 0.68911(19) -0.03911(11) 0.15084(5) 0.0155(3) Uani 1 1 d . . . C18 C 0.71572(19) -0.10273(11) 0.18671(5) 0.0163(3) Uani 1 1 d . . . H18 H 0.8199 -0.1336 0.1896 0.020 Uiso 1 1 calc R . . C19 C 0.58646(19) -0.11982(12) 0.21806(5) 0.0164(3) Uani 1 1 d . . . N19 N 0.61614(17) -0.18389(11) 0.25707(5) 0.0208(3) Uani 1 1 d . . . O19 O 0.73988(16) -0.23514(10) 0.25508(5) 0.0324(3) Uani 1 1 d . . . C20 C 0.42933(19) -0.08128(12) 0.21424(5) 0.0169(3) Uani 1 1 d . . . H20 H 0.3421 -0.0945 0.2359 0.020 Uiso 1 1 calc R . . O20 O 0.51362(19) -0.18438(11) 0.28931(5) 0.0393(4) Uani 1 1 d . . . C21 C 0.40679(18) -0.02220(12) 0.17685(5) 0.0157(3) Uani 1 1 d . . . N21 N 0.23874(16) 0.01573(10) 0.16967(5) 0.0172(3) Uani 1 1 d . . . O21 O 0.11840(13) -0.02523(9) 0.18935(4) 0.0220(2) Uani 1 1 d . . . C22 C 0.53317(19) 0.00170(12) 0.14558(5) 0.0157(3) Uani 1 1 d . . . H22 H 0.5138 0.0449 0.1212 0.019 Uiso 1 1 calc R . . O22 O 0.22946(14) 0.08626(9) 0.14383(4) 0.0226(2) Uani 1 1 d . . . C25 C 0.7501(4) 0.20153(15) 0.27484(7) 0.0479(6) Uani 1 1 d . . . H25A H 0.6630 0.1501 0.2591 0.072 Uiso 1 1 calc R . . H25B H 0.7199 0.2211 0.3081 0.072 Uiso 1 1 calc R . . H25C H 0.8593 0.1706 0.2741 0.072 Uiso 1 1 calc R . . C26 C 0.6079(2) 0.50404(14) 0.19725(7) 0.0267(4) Uani 1 1 d . . . H26A H 0.5876 0.5067 0.1631 0.040 Uiso 1 1 calc R . . H26B H 0.6090 0.5751 0.2143 0.040 Uiso 1 1 calc R . . H26C H 0.5178 0.4587 0.2095 0.040 Uiso 1 1 calc R . . C27 C 0.9434(2) 0.53035(13) 0.12000(6) 0.0259(4) Uani 1 1 d . . . H27A H 0.9110 0.5675 0.1504 0.039 Uiso 1 1 calc R . . H27B H 0.9507 0.5792 0.0957 0.039 Uiso 1 1 calc R . . H27C H 1.0535 0.5024 0.1240 0.039 Uiso 1 1 calc R . . C28 C 1.06812(19) 0.32033(12) 0.05005(5) 0.0176(3) Uani 1 1 d . . . C29 C 1.1990(2) 0.30901(14) 0.08224(6) 0.0229(3) Uani 1 1 d . . . H29 H 1.1822 0.2615 0.1055 0.028 Uiso 1 1 calc R . . C30 C 1.3546(2) 0.36711(15) 0.08054(7) 0.0316(4) Uani 1 1 d . . . H30 H 1.4443 0.3578 0.1020 0.038 Uiso 1 1 calc R . . C31 C 1.3777(2) 0.43849(15) 0.04745(8) 0.0360(5) Uani 1 1 d . . . H31 H 1.4820 0.4800 0.0471 0.043 Uiso 1 1 calc R . . C32 C 1.2497(2) 0.44934(14) 0.01508(7) 0.0332(4) Uani 1 1 d . . . H32 H 1.2664 0.4978 -0.0078 0.040 Uiso 1 1 calc R . . C33 C 1.0961(2) 0.38952(13) 0.01585(6) 0.0243(4) Uani 1 1 d . . . H33 H 1.0096 0.3959 -0.0071 0.029 Uiso 1 1 calc R . . S41 S 0.19995(5) 0.38660(3) 0.485102(14) 0.01777(9) Uani 1 1 d . . . C41 C 0.40761(18) 0.33753(12) 0.47403(5) 0.0154(3) Uani 1 1 d . . . H41 H 0.4716 0.3403 0.5051 0.018 Uiso 1 1 calc R . . C42 C 0.49969(19) 0.41153(12) 0.44272(5) 0.0152(3) Uani 1 1 d . . . H42A H 0.5137 0.4836 0.4598 0.018 Uiso 1 1 calc R . . H42B H 0.6134 0.3881 0.4355 0.018 Uiso 1 1 calc R . . N42 N 0.40077(15) 0.41149(10) 0.39803(4) 0.0146(2) Uani 1 1 d . . . C43 C 0.34988(18) 0.31122(12) 0.37241(5) 0.0144(3) Uani 1 1 d . . . C44 C 0.32114(19) 0.30084(12) 0.32282(5) 0.0162(3) Uani 1 1 d . . . H44 H 0.3391 0.3605 0.3060 0.019 Uiso 1 1 calc R . . C45 C 0.26670(19) 0.20407(12) 0.29825(5) 0.0174(3) Uani 1 1 d . . . O45 O 0.23026(16) 0.18853(9) 0.25022(4) 0.0244(3) Uani 1 1 d . . . C46 C 0.24859(19) 0.11450(12) 0.32246(5) 0.0172(3) Uani 1 1 d . . . O46 O 0.20241(14) 0.01744(9) 0.29729(4) 0.0211(2) Uani 1 1 d . . . C47 C 0.29031(18) 0.12449(12) 0.37096(5) 0.0157(3) Uani 1 1 d . . . O47 O 0.27772(14) 0.03785(8) 0.39576(4) 0.0179(2) Uani 1 1 d . . . C48 C 0.33922(18) 0.22236(12) 0.39698(5) 0.0147(3) Uani 1 1 d . . . C49 C 0.39578(18) 0.22460(11) 0.44882(5) 0.0143(3) Uani 1 1 d . . . H49 H 0.3095 0.1815 0.4652 0.017 Uiso 1 1 calc R . . C50 C 0.12046(19) 0.31885(12) 0.53241(5) 0.0174(3) Uani 1 1 d . . . C51 C 0.2183(2) 0.26811(14) 0.56258(6) 0.0237(3) Uani 1 1 d . . . H51 H 0.3361 0.2654 0.5577 0.028 Uiso 1 1 calc R . . C52 C 0.1435(2) 0.22141(15) 0.59997(6) 0.0288(4) Uani 1 1 d . . . H52 H 0.2105 0.1864 0.6204 0.035 Uiso 1 1 calc R . . C53 C -0.0284(2) 0.22571(14) 0.60763(6) 0.0282(4) Uani 1 1 d . . . H53 H -0.0789 0.1945 0.6334 0.034 Uiso 1 1 calc R . . C54 C -0.1256(2) 0.27571(13) 0.57752(6) 0.0267(4) Uani 1 1 d . . . H54 H -0.2434 0.2783 0.5826 0.032 Uiso 1 1 calc R . . C55 C -0.0530(2) 0.32212(13) 0.53998(6) 0.0231(3) Uani 1 1 d . . . H55 H -0.1209 0.3561 0.5194 0.028 Uiso 1 1 calc R . . C56 C 0.37920(18) 0.50797(12) 0.38373(5) 0.0156(3) Uani 1 1 d . . . O56 O 0.45914(14) 0.58818(9) 0.40216(4) 0.0211(2) Uani 1 1 d . . . C57 C 0.24289(19) 0.52022(11) 0.34744(5) 0.0154(3) Uani 1 1 d . . . C58 C 0.07534(19) 0.48267(12) 0.35388(5) 0.0160(3) Uani 1 1 d . . . H58 H 0.0481 0.4383 0.3778 0.019 Uiso 1 1 calc R . . C59 C -0.04935(18) 0.51201(12) 0.32441(5) 0.0153(3) Uani 1 1 d . . . N59 N -0.22639(16) 0.47325(10) 0.33132(5) 0.0182(3) Uani 1 1 d . . . O59 O -0.24955(14) 0.40362(9) 0.35750(4) 0.0228(2) Uani 1 1 d . . . C60 C -0.01744(19) 0.57514(12) 0.28850(5) 0.0158(3) Uani 1 1 d . . . H60 H -0.1058 0.5963 0.2695 0.019 Uiso 1 1 calc R . . O60 O -0.33887(14) 0.51162(9) 0.31056(4) 0.0226(2) Uani 1 1 d . . . C61 C 0.15082(19) 0.60559(12) 0.28194(5) 0.0157(3) Uani 1 1 d . . . N61 N 0.19134(16) 0.66581(10) 0.24156(5) 0.0187(3) Uani 1 1 d . . . O61 O 0.08588(16) 0.71991(11) 0.22774(5) 0.0335(3) Uani 1 1 d . . . C62 C 0.28201(19) 0.58179(11) 0.31093(5) 0.0155(3) Uani 1 1 d . . . H62 H 0.3955 0.6068 0.3060 0.019 Uiso 1 1 calc R . . O62 O 0.32936(15) 0.65675(11) 0.22348(5) 0.0350(3) Uani 1 1 d . . . C65 C 0.2385(3) 0.28037(15) 0.22586(6) 0.0364(5) Uani 1 1 d . . . H65A H 0.1667 0.3319 0.2418 0.055 Uiso 1 1 calc R . . H65B H 0.1988 0.2612 0.1927 0.055 Uiso 1 1 calc R . . H65C H 0.3557 0.3110 0.2264 0.055 Uiso 1 1 calc R . . C66 C 0.0320(2) -0.02191(14) 0.30304(7) 0.0304(4) Uani 1 1 d . . . H66A H 0.0085 -0.0193 0.3371 0.046 Uiso 1 1 calc R . . H66B H 0.0152 -0.0948 0.2880 0.046 Uiso 1 1 calc R . . H66C H -0.0449 0.0213 0.2879 0.046 Uiso 1 1 calc R . . C67 C 0.3960(2) -0.03957(13) 0.38190(6) 0.0234(3) Uani 1 1 d . . . H67A H 0.3763 -0.0667 0.3482 0.035 Uiso 1 1 calc R . . H67B H 0.3802 -0.0976 0.4015 0.035 Uiso 1 1 calc R . . H67C H 0.5118 -0.0070 0.3866 0.035 Uiso 1 1 calc R . . C68 C 0.56587(19) 0.17658(12) 0.45224(5) 0.0158(3) Uani 1 1 d . . . C69 C 0.6922(2) 0.18967(13) 0.41885(6) 0.0199(3) Uani 1 1 d . . . H69 H 0.6731 0.2295 0.3932 0.024 Uiso 1 1 calc R . . C70 C 0.8453(2) 0.14499(14) 0.42285(6) 0.0243(3) Uani 1 1 d . . . H70 H 0.9308 0.1557 0.4003 0.029 Uiso 1 1 calc R . . C71 C 0.8738(2) 0.08477(14) 0.45959(6) 0.0262(4) Uani 1 1 d . . . H71 H 0.9774 0.0529 0.4618 0.031 Uiso 1 1 calc R . . C72 C 0.7498(2) 0.07148(13) 0.49301(6) 0.0248(4) Uani 1 1 d . . . H72 H 0.7687 0.0307 0.5184 0.030 Uiso 1 1 calc R . . C73 C 0.5976(2) 0.11783(13) 0.48945(6) 0.0198(3) Uani 1 1 d . . . H73 H 0.5143 0.1092 0.5128 0.024 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S1 0.01689(18) 0.02137(19) 0.01645(18) 0.00408(15) -0.00273(14) -0.00389(14) C1 0.0135(7) 0.0173(7) 0.0135(7) 0.0011(6) 0.0001(5) -0.0011(6) C2 0.0166(7) 0.0176(7) 0.0145(7) 0.0018(6) 0.0022(6) 0.0027(6) N2 0.0168(6) 0.0143(6) 0.0132(6) 0.0016(5) 0.0012(5) 0.0016(5) C3 0.0119(6) 0.0150(7) 0.0155(7) 0.0007(6) -0.0002(5) 0.0005(5) C4 0.0196(7) 0.0158(7) 0.0163(7) 0.0047(6) -0.0007(6) -0.0001(6) C5 0.0225(8) 0.0197(8) 0.0127(7) 0.0023(6) 0.0008(6) 0.0014(6) O5 0.0489(8) 0.0190(6) 0.0136(5) 0.0027(4) 0.0058(5) 0.0059(5) C6 0.0171(7) 0.0146(7) 0.0165(7) -0.0004(6) -0.0008(6) 0.0018(6) O6 0.0245(6) 0.0164(5) 0.0174(5) -0.0016(4) -0.0006(4) 0.0056(4) C7 0.0148(7) 0.0156(7) 0.0168(7) 0.0040(6) -0.0012(6) 0.0001(6) O7 0.0242(6) 0.0137(5) 0.0183(5) 0.0044(4) -0.0005(4) -0.0004(4) C8 0.0133(7) 0.0168(7) 0.0129(7) 0.0023(6) -0.0012(5) -0.0010(5) C9 0.0152(7) 0.0149(7) 0.0137(7) 0.0024(6) -0.0002(5) 0.0002(6) C10 0.0191(7) 0.0173(7) 0.0136(7) -0.0009(6) -0.0031(6) -0.0003(6) C11 0.0194(8) 0.0267(9) 0.0199(8) -0.0014(7) -0.0001(6) 0.0010(7) C12 0.0240(8) 0.0240(8) 0.0289(9) -0.0013(7) -0.0069(7) 0.0079(7) C13 0.0359(9) 0.0187(8) 0.0226(8) 0.0026(7) -0.0094(7) 0.0018(7) C14 0.0279(9) 0.0237(8) 0.0186(8) 0.0037(7) -0.0005(7) -0.0030(7) C15 0.0185(7) 0.0248(8) 0.0165(7) 0.0010(6) -0.0005(6) 0.0016(6) C16 0.0141(7) 0.0169(7) 0.0159(7) 0.0019(6) -0.0031(6) 0.0006(6) O16 0.0206(5) 0.0147(5) 0.0259(6) 0.0020(4) 0.0044(5) 0.0032(4) C17 0.0151(7) 0.0134(7) 0.0173(7) -0.0005(6) 0.0001(6) -0.0002(6) C18 0.0167(7) 0.0124(7) 0.0194(7) 0.0009(6) -0.0015(6) 0.0021(6) C19 0.0196(7) 0.0134(7) 0.0161(7) 0.0024(6) -0.0014(6) 0.0012(6) N19 0.0231(7) 0.0195(7) 0.0206(7) 0.0051(5) -0.0002(6) 0.0038(5) O19 0.0242(6) 0.0355(7) 0.0435(8) 0.0233(6) 0.0057(6) 0.0125(5) C20 0.0172(7) 0.0171(7) 0.0163(7) 0.0013(6) 0.0012(6) 0.0007(6) O20 0.0531(9) 0.0474(8) 0.0245(7) 0.0173(6) 0.0172(6) 0.0264(7) C21 0.0136(7) 0.0163(7) 0.0168(7) 0.0001(6) -0.0018(6) 0.0027(6) N21 0.0153(6) 0.0206(7) 0.0152(6) -0.0002(5) -0.0020(5) 0.0019(5) O21 0.0143(5) 0.0281(6) 0.0231(6) 0.0028(5) 0.0012(4) -0.0011(5) C22 0.0168(7) 0.0142(7) 0.0158(7) 0.0013(6) -0.0010(6) 0.0000(6) O22 0.0212(6) 0.0269(6) 0.0216(6) 0.0083(5) -0.0020(5) 0.0064(5) C25 0.107(2) 0.0228(9) 0.0163(9) 0.0059(7) 0.0158(11) 0.0093(11) C26 0.0245(8) 0.0216(8) 0.0337(10) -0.0018(7) -0.0003(7) 0.0078(7) C27 0.0321(9) 0.0179(8) 0.0266(9) 0.0026(7) 0.0032(7) -0.0050(7) C28 0.0191(7) 0.0167(7) 0.0158(7) -0.0008(6) 0.0046(6) -0.0020(6) C29 0.0207(8) 0.0277(9) 0.0186(8) -0.0010(7) 0.0015(6) -0.0048(7) C30 0.0213(8) 0.0388(11) 0.0298(10) -0.0105(8) 0.0040(7) -0.0067(8) C31 0.0273(9) 0.0288(10) 0.0470(12) -0.0096(9) 0.0202(9) -0.0118(8) C32 0.0362(10) 0.0218(9) 0.0422(11) 0.0055(8) 0.0223(9) -0.0014(8) C33 0.0292(9) 0.0208(8) 0.0240(8) 0.0042(7) 0.0105(7) 0.0038(7) S41 0.01682(18) 0.02037(19) 0.01698(18) 0.00400(15) 0.00190(14) 0.00402(14) C41 0.0151(7) 0.0184(7) 0.0130(7) 0.0027(6) 0.0000(6) 0.0016(6) C42 0.0157(7) 0.0173(7) 0.0124(7) 0.0019(6) -0.0019(6) -0.0002(6) N42 0.0150(6) 0.0162(6) 0.0126(6) 0.0026(5) -0.0020(5) 0.0001(5) C43 0.0120(6) 0.0163(7) 0.0147(7) 0.0017(6) 0.0002(5) 0.0011(5) C44 0.0173(7) 0.0174(7) 0.0146(7) 0.0046(6) 0.0006(6) 0.0027(6) C45 0.0191(7) 0.0202(8) 0.0128(7) 0.0015(6) -0.0011(6) 0.0021(6) O45 0.0404(7) 0.0196(6) 0.0127(5) 0.0023(4) -0.0048(5) -0.0004(5) C46 0.0187(7) 0.0166(7) 0.0155(7) -0.0005(6) 0.0003(6) 0.0003(6) O46 0.0254(6) 0.0176(5) 0.0185(6) -0.0023(4) 0.0000(5) -0.0034(5) C47 0.0145(7) 0.0169(7) 0.0163(7) 0.0051(6) 0.0023(6) 0.0013(6) O47 0.0221(5) 0.0150(5) 0.0176(5) 0.0048(4) 0.0023(4) 0.0022(4) C48 0.0124(6) 0.0176(7) 0.0142(7) 0.0022(6) 0.0010(5) 0.0020(5) C49 0.0141(7) 0.0161(7) 0.0132(7) 0.0033(6) 0.0011(5) 0.0015(6) C50 0.0187(7) 0.0171(7) 0.0152(7) -0.0011(6) 0.0021(6) -0.0013(6) C51 0.0191(8) 0.0294(9) 0.0228(8) 0.0063(7) -0.0002(6) -0.0022(7) C52 0.0283(9) 0.0345(10) 0.0241(9) 0.0106(8) -0.0003(7) -0.0037(8) C53 0.0316(9) 0.0283(9) 0.0234(9) 0.0022(7) 0.0097(7) -0.0061(7) C54 0.0243(8) 0.0232(8) 0.0313(9) -0.0020(7) 0.0103(7) -0.0006(7) C55 0.0209(8) 0.0204(8) 0.0278(9) 0.0008(7) 0.0045(7) 0.0029(6) C56 0.0136(7) 0.0190(7) 0.0144(7) 0.0029(6) 0.0020(6) 0.0008(6) O56 0.0215(6) 0.0176(5) 0.0236(6) 0.0034(5) -0.0054(5) -0.0023(4) C57 0.0162(7) 0.0144(7) 0.0153(7) 0.0006(6) -0.0009(6) 0.0012(6) C58 0.0168(7) 0.0159(7) 0.0155(7) 0.0030(6) 0.0017(6) -0.0001(6) C59 0.0128(7) 0.0163(7) 0.0163(7) 0.0008(6) 0.0020(6) -0.0002(6) N59 0.0155(6) 0.0209(7) 0.0181(6) 0.0019(5) 0.0029(5) 0.0009(5) O59 0.0195(6) 0.0266(6) 0.0236(6) 0.0103(5) 0.0041(5) -0.0022(5) C60 0.0153(7) 0.0161(7) 0.0161(7) 0.0010(6) 0.0001(6) 0.0031(6) O60 0.0152(5) 0.0311(6) 0.0227(6) 0.0060(5) 0.0013(4) 0.0041(5) C61 0.0172(7) 0.0149(7) 0.0155(7) 0.0031(6) 0.0020(6) 0.0019(6) N61 0.0168(6) 0.0204(7) 0.0200(7) 0.0077(5) 0.0012(5) 0.0010(5) O61 0.0257(6) 0.0422(8) 0.0401(8) 0.0281(6) 0.0073(6) 0.0134(6) C62 0.0135(7) 0.0148(7) 0.0183(7) 0.0029(6) 0.0020(6) 0.0004(5) O62 0.0219(6) 0.0538(9) 0.0362(7) 0.0265(7) 0.0126(5) 0.0121(6) C65 0.0685(14) 0.0253(9) 0.0152(8) 0.0057(7) -0.0088(9) -0.0002(9) C66 0.0243(9) 0.0207(8) 0.0441(11) -0.0007(8) -0.0020(8) -0.0035(7) C67 0.0281(9) 0.0184(8) 0.0247(8) 0.0037(7) 0.0020(7) 0.0059(7) C68 0.0155(7) 0.0158(7) 0.0160(7) 0.0009(6) -0.0008(6) 0.0016(6) C69 0.0197(8) 0.0223(8) 0.0185(8) 0.0047(6) 0.0022(6) 0.0029(6) C70 0.0195(8) 0.0285(9) 0.0257(9) 0.0033(7) 0.0051(7) 0.0052(7) C71 0.0200(8) 0.0281(9) 0.0314(9) 0.0036(7) -0.0019(7) 0.0091(7) C72 0.0252(8) 0.0259(9) 0.0250(9) 0.0085(7) -0.0034(7) 0.0061(7) C73 0.0197(7) 0.0216(8) 0.0187(8) 0.0052(6) 0.0000(6) 0.0017(6) _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 S1 C10 1.7807(16) . ? S1 C1 1.8305(15) . ? C1 C2 1.523(2) . ? C1 C9 1.534(2) . ? C1 H1 1.0000 . ? C2 N2 1.4721(19) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? N2 C16 1.3731(19) . ? N2 C3 1.4264(19) . ? C3 C8 1.400(2) . ? C3 C4 1.406(2) . ? C4 C5 1.381(2) . ? C4 H4 0.9500 . ? C5 O5 1.3732(18) . ? C5 C6 1.402(2) . ? O5 C25 1.428(2) . ? C6 O6 1.3758(18) . ? C6 C7 1.389(2) . ? O6 C26 1.4284(19) . ? C7 O7 1.3804(18) . ? C7 C8 1.404(2) . ? O7 C27 1.4500(19) . ? C8 C9 1.519(2) . ? C9 C28 1.530(2) . ? C9 H9 1.0000 . ? C10 C11 1.393(2) . ? C10 C15 1.398(2) . ? C11 C12 1.394(2) . ? C11 H11 0.9500 . ? C12 C13 1.385(3) . ? C12 H12 0.9500 . ? C13 C14 1.386(2) . ? C13 H13 0.9500 . ? C14 C15 1.390(2) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 O16 1.2229(18) . ? C16 C17 1.507(2) . ? C17 C22 1.392(2) . ? C17 C18 1.395(2) . ? C18 C19 1.386(2) . ? C18 H18 0.9500 . ? C19 C20 1.383(2) . ? C19 N19 1.4744(19) . ? N19 O19 1.2217(18) . ? N19 O20 1.2300(18) . ? C20 C21 1.385(2) . ? C20 H20 0.9500 . ? C21 C22 1.386(2) . ? C21 N21 1.4728(19) . ? N21 O21 1.2264(17) . ? N21 O22 1.2321(17) . ? C22 H22 0.9500 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C33 1.394(2) . ? C28 C29 1.394(2) . ? C29 C30 1.397(2) . ? C29 H29 0.9500 . ? C30 C31 1.387(3) . ? C30 H30 0.9500 . ? C31 C32 1.380(3) . ? C31 H31 0.9500 . ? C32 C33 1.391(2) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? S41 C50 1.7740(16) . ? S41 C41 1.8274(15) . ? C41 C42 1.525(2) . ? C41 C49 1.535(2) . ? C41 H41 1.0000 . ? C42 N42 1.4735(18) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? N42 C56 1.3687(19) . ? N42 C43 1.4273(19) . ? C43 C48 1.400(2) . ? C43 C44 1.403(2) . ? C44 C45 1.385(2) . ? C44 H44 0.9500 . ? C45 O45 1.3685(18) . ? C45 C46 1.404(2) . ? O45 C65 1.430(2) . ? C46 O46 1.3811(18) . ? C46 C47 1.391(2) . ? O46 C66 1.425(2) . ? C47 O47 1.3794(17) . ? C47 C48 1.403(2) . ? O47 C67 1.4449(19) . ? C48 C49 1.519(2) . ? C49 C68 1.532(2) . ? C49 H49 1.0000 . ? C50 C51 1.391(2) . ? C50 C55 1.399(2) . ? C51 C52 1.391(2) . ? C51 H51 0.9500 . ? C52 C53 1.389(3) . ? C52 H52 0.9500 . ? C53 C54 1.381(3) . ? C53 H53 0.9500 . ? C54 C55 1.387(2) . ? C54 H54 0.9500 . ? C55 H55 0.9500 . ? C56 O56 1.2237(19) . ? C56 C57 1.506(2) . ? C57 C62 1.394(2) . ? C57 C58 1.401(2) . ? C58 C59 1.383(2) . ? C58 H58 0.9500 . ? C59 C60 1.383(2) . ? C59 N59 1.4771(19) . ? N59 O60 1.2242(17) . ? N59 O59 1.2291(17) . ? C60 C61 1.383(2) . ? C60 H60 0.9500 . ? C61 C62 1.387(2) . ? C61 N61 1.4753(19) . ? N61 O61 1.2148(17) . ? N61 O62 1.2233(17) . ? C62 H62 0.9500 . ? C65 H65A 0.9800 . ? C65 H65B 0.9800 . ? C65 H65C 0.9800 . ? C66 H66A 0.9800 . ? C66 H66B 0.9800 . ? C66 H66C 0.9800 . ? C67 H67A 0.9800 . ? C67 H67B 0.9800 . ? C67 H67C 0.9800 . ? C68 C73 1.392(2) . ? C68 C69 1.400(2) . ? C69 C70 1.391(2) . ? C69 H69 0.9500 . ? C70 C71 1.388(2) . ? C70 H70 0.9500 . ? C71 C72 1.389(2) . ? C71 H71 0.9500 . ? C72 C73 1.393(2) . ? C72 H72 0.9500 . ? C73 H73 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C10 S1 C1 100.79(7) . . ? C2 C1 C9 111.03(12) . . ? C2 C1 S1 107.29(10) . . ? C9 C1 S1 112.28(10) . . ? C2 C1 H1 108.7 . . ? C9 C1 H1 108.7 . . ? S1 C1 H1 108.7 . . ? N2 C2 C1 109.68(12) . . ? N2 C2 H2A 109.7 . . ? C1 C2 H2A 109.7 . . ? N2 C2 H2B 109.7 . . ? C1 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? C16 N2 C3 126.84(12) . . ? C16 N2 C2 116.11(12) . . ? C3 N2 C2 116.65(12) . . ? C8 C3 C4 120.17(14) . . ? C8 C3 N2 118.90(13) . . ? C4 C3 N2 120.80(13) . . ? C5 C4 C3 120.12(14) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? O5 C5 C4 124.21(14) . . ? O5 C5 C6 115.16(13) . . ? C4 C5 C6 120.62(14) . . ? C5 O5 C25 116.48(13) . . ? O6 C6 C7 121.84(13) . . ? O6 C6 C5 119.28(13) . . ? C7 C6 C5 118.69(14) . . ? C6 O6 C26 114.80(12) . . ? O7 C7 C6 120.90(13) . . ? O7 C7 C8 117.11(13) . . ? C6 C7 C8 121.89(13) . . ? C7 O7 C27 116.08(12) . . ? C3 C8 C7 118.28(13) . . ? C3 C8 C9 123.47(13) . . ? C7 C8 C9 117.73(13) . . ? C8 C9 C28 109.77(12) . . ? C8 C9 C1 111.44(12) . . ? C28 C9 C1 110.98(12) . . ? C8 C9 H9 108.2 . . ? C28 C9 H9 108.2 . . ? C1 C9 H9 108.2 . . ? C11 C10 C15 119.72(14) . . ? C11 C10 S1 118.58(12) . . ? C15 C10 S1 121.64(12) . . ? C10 C11 C12 119.58(15) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? C13 C12 C11 120.57(16) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 119.86(15) . . ? C12 C13 H13 120.1 . . ? C14 C13 H13 120.1 . . ? C13 C14 C15 120.21(16) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C10 120.04(15) . . ? C14 C15 H15 120.0 . . ? C10 C15 H15 120.0 . . ? O16 C16 N2 122.42(14) . . ? O16 C16 C17 117.97(13) . . ? N2 C16 C17 119.47(13) . . ? C22 C17 C18 120.29(14) . . ? C22 C17 C16 121.33(13) . . ? C18 C17 C16 118.12(13) . . ? C19 C18 C17 118.41(14) . . ? C19 C18 H18 120.8 . . ? C17 C18 H18 120.8 . . ? C20 C19 C18 123.39(14) . . ? C20 C19 N19 117.99(13) . . ? C18 C19 N19 118.61(13) . . ? O19 N19 O20 123.63(14) . . ? O19 N19 C19 118.00(13) . . ? O20 N19 C19 118.36(13) . . ? C19 C20 C21 115.98(14) . . ? C19 C20 H20 122.0 . . ? C21 C20 H20 122.0 . . ? C20 C21 C22 123.48(14) . . ? C20 C21 N21 118.05(13) . . ? C22 C21 N21 118.47(13) . . ? O21 N21 O22 124.72(13) . . ? O21 N21 C21 118.11(12) . . ? O22 N21 C21 117.17(12) . . ? C21 C22 C17 118.33(14) . . ? C21 C22 H22 120.8 . . ? C17 C22 H22 120.8 . . ? O5 C25 H25A 109.5 . . ? O5 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? O5 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? O6 C26 H26A 109.5 . . ? O6 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? O6 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? O7 C27 H27A 109.5 . . ? O7 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? O7 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C33 C28 C29 118.89(15) . . ? C33 C28 C9 119.14(14) . . ? C29 C28 C9 121.95(14) . . ? C28 C29 C30 120.42(16) . . ? C28 C29 H29 119.8 . . ? C30 C29 H29 119.8 . . ? C31 C30 C29 119.81(18) . . ? C31 C30 H30 120.1 . . ? C29 C30 H30 120.1 . . ? C32 C31 C30 120.18(16) . . ? C32 C31 H31 119.9 . . ? C30 C31 H31 119.9 . . ? C31 C32 C33 120.11(17) . . ? C31 C32 H32 119.9 . . ? C33 C32 H32 119.9 . . ? C32 C33 C28 120.53(17) . . ? C32 C33 H33 119.7 . . ? C28 C33 H33 119.7 . . ? C50 S41 C41 104.31(7) . . ? C42 C41 C49 109.82(12) . . ? C42 C41 S41 106.54(10) . . ? C49 C41 S41 112.54(10) . . ? C42 C41 H41 109.3 . . ? C49 C41 H41 109.3 . . ? S41 C41 H41 109.3 . . ? N42 C42 C41 109.21(12) . . ? N42 C42 H42A 109.8 . . ? C41 C42 H42A 109.8 . . ? N42 C42 H42B 109.8 . . ? C41 C42 H42B 109.8 . . ? H42A C42 H42B 108.3 . . ? C56 N42 C43 126.96(12) . . ? C56 N42 C42 116.16(12) . . ? C43 N42 C42 116.67(12) . . ? C48 C43 C44 120.35(14) . . ? C48 C43 N42 119.07(13) . . ? C44 C43 N42 120.47(13) . . ? C45 C44 C43 120.37(14) . . ? C45 C44 H44 119.8 . . ? C43 C44 H44 119.8 . . ? O45 C45 C44 123.74(14) . . ? O45 C45 C46 116.14(13) . . ? C44 C45 C46 120.11(14) . . ? C45 O45 C65 116.42(13) . . ? O46 C46 C47 121.24(13) . . ? O46 C46 C45 119.74(13) . . ? C47 C46 C45 118.83(14) . . ? C46 O46 C66 115.04(13) . . ? O47 C47 C46 120.53(13) . . ? O47 C47 C48 117.42(13) . . ? C46 C47 C48 121.99(14) . . ? C47 O47 C67 114.63(12) . . ? C43 C48 C47 118.05(13) . . ? C43 C48 C49 123.38(13) . . ? C47 C48 C49 118.23(13) . . ? C48 C49 C68 110.57(12) . . ? C48 C49 C41 110.52(12) . . ? C68 C49 C41 110.59(12) . . ? C48 C49 H49 108.4 . . ? C68 C49 H49 108.4 . . ? C41 C49 H49 108.4 . . ? C51 C50 C55 119.43(15) . . ? C51 C50 S41 124.88(12) . . ? C55 C50 S41 115.63(12) . . ? C50 C51 C52 119.98(16) . . ? C50 C51 H51 120.0 . . ? C52 C51 H51 120.0 . . ? C53 C52 C51 120.40(17) . . ? C53 C52 H52 119.8 . . ? C51 C52 H52 119.8 . . ? C54 C53 C52 119.58(16) . . ? C54 C53 H53 120.2 . . ? C52 C53 H53 120.2 . . ? C53 C54 C55 120.63(16) . . ? C53 C54 H54 119.7 . . ? C55 C54 H54 119.7 . . ? C54 C55 C50 119.97(16) . . ? C54 C55 H55 120.0 . . ? C50 C55 H55 120.0 . . ? O56 C56 N42 122.12(14) . . ? O56 C56 C57 117.27(13) . . ? N42 C56 C57 120.37(13) . . ? C62 C57 C58 120.34(14) . . ? C62 C57 C56 118.57(13) . . ? C58 C57 C56 120.53(13) . . ? C59 C58 C57 118.15(14) . . ? C59 C58 H58 120.9 . . ? C57 C58 H58 120.9 . . ? C58 C59 C60 123.64(14) . . ? C58 C59 N59 118.33(13) . . ? C60 C59 N59 118.03(13) . . ? O60 N59 O59 124.72(13) . . ? O60 N59 C59 118.29(12) . . ? O59 N59 C59 116.99(12) . . ? C61 C60 C59 115.97(14) . . ? C61 C60 H60 122.0 . . ? C59 C60 H60 122.0 . . ? C60 C61 C62 123.53(14) . . ? C60 C61 N61 117.67(13) . . ? C62 C61 N61 118.80(13) . . ? O61 N61 O62 123.87(14) . . ? O61 N61 C61 118.59(13) . . ? O62 N61 C61 117.53(13) . . ? C61 C62 C57 118.22(13) . . ? C61 C62 H62 120.9 . . ? C57 C62 H62 120.9 . . ? O45 C65 H65A 109.5 . . ? O45 C65 H65B 109.5 . . ? H65A C65 H65B 109.5 . . ? O45 C65 H65C 109.5 . . ? H65A C65 H65C 109.5 . . ? H65B C65 H65C 109.5 . . ? O46 C66 H66A 109.5 . . ? O46 C66 H66B 109.5 . . ? H66A C66 H66B 109.5 . . ? O46 C66 H66C 109.5 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? O47 C67 H67A 109.5 . . ? O47 C67 H67B 109.5 . . ? H67A C67 H67B 109.5 . . ? O47 C67 H67C 109.5 . . ? H67A C67 H67C 109.5 . . ? H67B C67 H67C 109.5 . . ? C73 C68 C69 118.29(14) . . ? C73 C68 C49 119.68(13) . . ? C69 C68 C49 122.03(13) . . ? C70 C69 C68 120.72(15) . . ? C70 C69 H69 119.6 . . ? C68 C69 H69 119.6 . . ? C71 C70 C69 120.34(15) . . ? C71 C70 H70 119.8 . . ? C69 C70 H70 119.8 . . ? C70 C71 C72 119.48(15) . . ? C70 C71 H71 120.3 . . ? C72 C71 H71 120.3 . . ? C71 C72 C73 120.11(15) . . ? C71 C72 H72 119.9 . . ? C73 C72 H72 119.9 . . ? C68 C73 C72 121.04(15) . . ? C68 C73 H73 119.5 . . ? C72 C73 H73 119.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C10 S1 C1 C2 -169.16(10) . . . . ? C10 S1 C1 C9 68.59(11) . . . . ? C9 C1 C2 N2 60.09(15) . . . . ? S1 C1 C2 N2 -62.94(13) . . . . ? C1 C2 N2 C16 134.58(13) . . . . ? C1 C2 N2 C3 -52.13(16) . . . . ? C16 N2 C3 C8 -162.00(14) . . . . ? C2 N2 C3 C8 25.53(19) . . . . ? C16 N2 C3 C4 22.3(2) . . . . ? C2 N2 C3 C4 -150.21(14) . . . . ? C8 C3 C4 C5 5.3(2) . . . . ? N2 C3 C4 C5 -179.06(14) . . . . ? C3 C4 C5 O5 177.74(14) . . . . ? C3 C4 C5 C6 -3.4(2) . . . . ? C4 C5 O5 C25 -5.7(3) . . . . ? C6 C5 O5 C25 175.37(17) . . . . ? O5 C5 C6 O6 3.0(2) . . . . ? C4 C5 C6 O6 -175.93(14) . . . . ? O5 C5 C6 C7 178.06(14) . . . . ? C4 C5 C6 C7 -0.9(2) . . . . ? C7 C6 O6 C26 75.81(18) . . . . ? C5 C6 O6 C26 -109.31(16) . . . . ? O6 C6 C7 O7 -5.2(2) . . . . ? C5 C6 C7 O7 179.89(13) . . . . ? O6 C6 C7 C8 178.36(13) . . . . ? C5 C6 C7 C8 3.5(2) . . . . ? C6 C7 O7 C27 62.16(19) . . . . ? C8 C7 O7 C27 -121.24(15) . . . . ? C4 C3 C8 C7 -2.7(2) . . . . ? N2 C3 C8 C7 -178.48(13) . . . . ? C4 C3 C8 C9 168.86(13) . . . . ? N2 C3 C8 C9 -6.9(2) . . . . ? O7 C7 C8 C3 -178.21(13) . . . . ? C6 C7 C8 C3 -1.6(2) . . . . ? O7 C7 C8 C9 9.73(19) . . . . ? C6 C7 C8 C9 -173.71(13) . . . . ? C3 C8 C9 C28 -107.54(16) . . . . ? C7 C8 C9 C28 64.08(17) . . . . ? C3 C8 C9 C1 15.81(19) . . . . ? C7 C8 C9 C1 -172.56(13) . . . . ? C2 C1 C9 C8 -41.60(16) . . . . ? S1 C1 C9 C8 78.52(13) . . . . ? C2 C1 C9 C28 81.06(15) . . . . ? S1 C1 C9 C28 -158.83(10) . . . . ? C1 S1 C10 C11 -134.79(13) . . . . ? C1 S1 C10 C15 47.82(14) . . . . ? C15 C10 C11 C12 0.4(2) . . . . ? S1 C10 C11 C12 -177.07(13) . . . . ? C10 C11 C12 C13 -1.5(2) . . . . ? C11 C12 C13 C14 1.2(3) . . . . ? C12 C13 C14 C15 0.2(3) . . . . ? C13 C14 C15 C10 -1.3(2) . . . . ? C11 C10 C15 C14 1.0(2) . . . . ? S1 C10 C15 C14 178.38(12) . . . . ? C3 N2 C16 O16 -160.93(14) . . . . ? C2 N2 C16 O16 11.6(2) . . . . ? C3 N2 C16 C17 23.6(2) . . . . ? C2 N2 C16 C17 -163.92(13) . . . . ? O16 C16 C17 C22 -127.87(16) . . . . ? N2 C16 C17 C22 47.8(2) . . . . ? O16 C16 C17 C18 46.3(2) . . . . ? N2 C16 C17 C18 -138.06(14) . . . . ? C22 C17 C18 C19 -3.0(2) . . . . ? C16 C17 C18 C19 -177.20(13) . . . . ? C17 C18 C19 C20 3.3(2) . . . . ? C17 C18 C19 N19 -177.85(13) . . . . ? C20 C19 N19 O19 165.55(15) . . . . ? C18 C19 N19 O19 -13.4(2) . . . . ? C20 C19 N19 O20 -13.1(2) . . . . ? C18 C19 N19 O20 167.93(15) . . . . ? C18 C19 C20 C21 -0.6(2) . . . . ? N19 C19 C20 C21 -179.53(13) . . . . ? C19 C20 C21 C22 -2.4(2) . . . . ? C19 C20 C21 N21 176.72(13) . . . . ? C20 C21 N21 O21 -16.3(2) . . . . ? C22 C21 N21 O21 162.86(14) . . . . ? C20 C21 N21 O22 164.28(14) . . . . ? C22 C21 N21 O22 -16.6(2) . . . . ? C20 C21 C22 C17 2.5(2) . . . . ? N21 C21 C22 C17 -176.52(13) . . . . ? C18 C17 C22 C21 0.3(2) . . . . ? C16 C17 C22 C21 174.25(14) . . . . ? C8 C9 C28 C33 -137.48(14) . . . . ? C1 C9 C28 C33 98.90(16) . . . . ? C8 C9 C28 C29 40.93(19) . . . . ? C1 C9 C28 C29 -82.69(18) . . . . ? C33 C28 C29 C30 0.8(2) . . . . ? C9 C28 C29 C30 -177.62(15) . . . . ? C28 C29 C30 C31 1.7(3) . . . . ? C29 C30 C31 C32 -2.4(3) . . . . ? C30 C31 C32 C33 0.7(3) . . . . ? C31 C32 C33 C28 1.8(3) . . . . ? C29 C28 C33 C32 -2.5(2) . . . . ? C9 C28 C33 C32 175.93(15) . . . . ? C50 S41 C41 C42 -166.31(10) . . . . ? C50 S41 C41 C49 73.27(11) . . . . ? C49 C41 C42 N42 63.01(15) . . . . ? S41 C41 C42 N42 -59.14(13) . . . . ? C41 C42 N42 C56 133.70(13) . . . . ? C41 C42 N42 C43 -51.25(16) . . . . ? C56 N42 C43 C48 -162.69(14) . . . . ? C42 N42 C43 C48 22.88(19) . . . . ? C56 N42 C43 C44 21.2(2) . . . . ? C42 N42 C43 C44 -153.20(13) . . . . ? C48 C43 C44 C45 6.0(2) . . . . ? N42 C43 C44 C45 -177.99(13) . . . . ? C43 C44 C45 O45 177.60(14) . . . . ? C43 C44 C45 C46 -3.4(2) . . . . ? C44 C45 O45 C65 -4.6(2) . . . . ? C46 C45 O45 C65 176.34(16) . . . . ? O45 C45 C46 O46 2.3(2) . . . . ? C44 C45 C46 O46 -176.77(14) . . . . ? O45 C45 C46 C47 177.44(14) . . . . ? C44 C45 C46 C47 -1.6(2) . . . . ? C47 C46 O46 C66 79.55(19) . . . . ? C45 C46 O46 C66 -105.42(17) . . . . ? O46 C46 C47 O47 -3.5(2) . . . . ? C45 C46 C47 O47 -178.58(13) . . . . ? O46 C46 C47 C48 179.32(14) . . . . ? C45 C46 C47 C48 4.2(2) . . . . ? C46 C47 O47 C67 66.94(18) . . . . ? C48 C47 O47 C67 -115.77(15) . . . . ? C44 C43 C48 C47 -3.4(2) . . . . ? N42 C43 C48 C47 -179.46(13) . . . . ? C44 C43 C48 C49 169.77(13) . . . . ? N42 C43 C48 C49 -6.3(2) . . . . ? O47 C47 C48 C43 -178.99(13) . . . . ? C46 C47 C48 C43 -1.7(2) . . . . ? O47 C47 C48 C49 7.5(2) . . . . ? C46 C47 C48 C49 -175.25(13) . . . . ? C43 C48 C49 C68 -103.91(16) . . . . ? C47 C48 C49 C68 69.23(17) . . . . ? C43 C48 C49 C41 18.88(19) . . . . ? C47 C48 C49 C41 -167.98(13) . . . . ? C42 C41 C49 C48 -46.09(15) . . . . ? S41 C41 C49 C48 72.41(13) . . . . ? C42 C41 C49 C68 76.69(15) . . . . ? S41 C41 C49 C68 -164.81(10) . . . . ? C41 S41 C50 C51 17.98(16) . . . . ? C41 S41 C50 C55 -164.71(12) . . . . ? C55 C50 C51 C52 -0.1(3) . . . . ? S41 C50 C51 C52 177.07(13) . . . . ? C50 C51 C52 C53 -0.5(3) . . . . ? C51 C52 C53 C54 0.7(3) . . . . ? C52 C53 C54 C55 -0.4(3) . . . . ? C53 C54 C55 C50 -0.2(3) . . . . ? C51 C50 C55 C54 0.5(2) . . . . ? S41 C50 C55 C54 -176.99(13) . . . . ? C43 N42 C56 O56 -162.85(14) . . . . ? C42 N42 C56 O56 11.6(2) . . . . ? C43 N42 C56 C57 22.9(2) . . . . ? C42 N42 C56 C57 -162.62(13) . . . . ? O56 C56 C57 C62 49.2(2) . . . . ? N42 C56 C57 C62 -136.31(15) . . . . ? O56 C56 C57 C58 -122.25(16) . . . . ? N42 C56 C57 C58 52.2(2) . . . . ? C62 C57 C58 C59 -2.6(2) . . . . ? C56 C57 C58 C59 168.69(14) . . . . ? C57 C58 C59 C60 0.9(2) . . . . ? C57 C58 C59 N59 -179.53(13) . . . . ? C58 C59 N59 O60 168.94(14) . . . . ? C60 C59 N59 O60 -11.5(2) . . . . ? C58 C59 N59 O59 -11.6(2) . . . . ? C60 C59 N59 O59 167.96(14) . . . . ? C58 C59 C60 C61 2.4(2) . . . . ? N59 C59 C60 C61 -177.16(13) . . . . ? C59 C60 C61 C62 -4.3(2) . . . . ? C59 C60 C61 N61 175.20(13) . . . . ? C60 C61 N61 O61 28.0(2) . . . . ? C62 C61 N61 O61 -152.51(15) . . . . ? C60 C61 N61 O62 -150.91(15) . . . . ? C62 C61 N61 O62 28.6(2) . . . . ? C60 C61 C62 C57 2.7(2) . . . . ? N61 C61 C62 C57 -176.73(13) . . . . ? C58 C57 C62 C61 0.9(2) . . . . ? C56 C57 C62 C61 -170.60(13) . . . . ? C48 C49 C68 C73 -144.14(14) . . . . ? C41 C49 C68 C73 93.11(16) . . . . ? C48 C49 C68 C69 35.78(19) . . . . ? C41 C49 C68 C69 -86.97(17) . . . . ? C73 C68 C69 C70 0.0(2) . . . . ? C49 C68 C69 C70 -179.91(15) . . . . ? C68 C69 C70 C71 1.3(3) . . . . ? C69 C70 C71 C72 -1.5(3) . . . . ? C70 C71 C72 C73 0.4(3) . . . . ? C69 C68 C73 C72 -1.2(2) . . . . ? C49 C68 C73 C72 178.76(15) . . . . ? C71 C72 C73 C68 1.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 0.389 _refine_diff_density_min -0.338 _refine_diff_density_rms 0.051 _iucr_refine_instructions_details ; TITL JF2117F in P-1 FINAL ALL DATA 2COMP TWIN HKLF4 30JAN2012 CELL 0.71073 7.9323 12.8416 28.2007 96.6629 90.9550 94.4154 ZERR 4.00 0.0006 0.0010 0.0022 0.0013 0.0013 0.0013 LATT 1 SFAC C H N O S UNIT 124 108 12 32 4 L.S. 9 HTAB OMIT 9 3 8 ! 297.69 1.97 11.35 0.005 0.81 OMIT -9 5 9 ! 616.52 1278.67 9.37 0.120 0.82 OMIT -3 55.00 REM Mo DATA COLLECTED ON DUO REM 2-COMPONENT TWIN BASF 0.26145 WPDB -2 CONF ACTA SIZE 0.090 0.251 0.305 ! FAINT YELLOW PLATE BOND $H FMAP 2 PLAN 20 TEMP -183.000 WGHT 0.042400 1.823200 FVAR 0.10655 S1 5 0.678926 0.093145 0.008312 11.00000 0.01689 0.02137 = 0.01645 0.00408 -0.00273 -0.00389 C1 1 0.892727 0.149147 0.026351 11.00000 0.01347 0.01725 = 0.01354 0.00114 0.00014 -0.00114 AFIX 13 H1 2 0.962476 0.150751 -0.002807 11.00000 -1.20000 AFIX 0 C2 1 0.967416 0.075967 0.058440 11.00000 0.01656 0.01764 = 0.01455 0.00185 0.00222 0.00273 AFIX 23 H2A 2 0.966813 0.004336 0.041103 11.00000 -1.20000 H2B 2 1.086050 0.101264 0.067330 11.00000 -1.20000 AFIX 0 N2 3 0.867247 0.072884 0.101805 11.00000 0.01682 0.01426 = 0.01321 0.00165 0.00120 0.00163 C3 1 0.838704 0.171717 0.127835 11.00000 0.01186 0.01504 = 0.01551 0.00073 -0.00022 0.00049 C4 1 0.818624 0.181134 0.177545 11.00000 0.01961 0.01577 = 0.01628 0.00472 -0.00070 -0.00011 AFIX 43 H4 2 0.825696 0.121416 0.194242 11.00000 -1.20000 AFIX 0 C5 1 0.788628 0.277064 0.202156 11.00000 0.02252 0.01965 = 0.01271 0.00226 0.00079 0.00136 O5 4 0.761833 0.292973 0.250347 11.00000 0.04894 0.01896 = 0.01359 0.00275 0.00584 0.00589 C6 1 0.786795 0.367077 0.178464 11.00000 0.01708 0.01462 = 0.01648 -0.00036 -0.00076 0.00176 O6 4 0.767216 0.462700 0.204436 11.00000 0.02454 0.01644 = 0.01744 -0.00156 -0.00057 0.00560 C7 1 0.818059 0.358193 0.129905 11.00000 0.01481 0.01557 = 0.01678 0.00404 -0.00124 0.00007 O7 4 0.817382 0.444482 0.104939 11.00000 0.02422 0.01374 = 0.01829 0.00440 -0.00054 -0.00041 C8 1 0.842290 0.261021 0.103615 11.00000 0.01328 0.01677 = 0.01294 0.00232 -0.00123 -0.00102 C9 1 0.893868 0.261281 0.051998 11.00000 0.01522 0.01495 = 0.01368 0.00237 -0.00017 0.00024 AFIX 13 H9 2 0.810185 0.299559 0.035215 11.00000 -1.20000 AFIX 0 C10 1 0.629392 0.172367 -0.037027 11.00000 0.01914 0.01729 = 0.01362 -0.00088 -0.00312 -0.00029 C11 1 0.471099 0.212465 -0.037190 11.00000 0.01939 0.02674 = 0.01989 -0.00136 -0.00011 0.00102 AFIX 43 H11 2 0.393988 0.200237 -0.012644 11.00000 -1.20000 AFIX 0 C12 1 0.426598 0.270650 -0.073606 11.00000 0.02397 0.02402 = 0.02888 -0.00134 -0.00690 0.00786 AFIX 43 H12 2 0.317738 0.296638 -0.074203 11.00000 -1.20000 AFIX 0 C13 1 0.539742 0.290889 -0.108920 11.00000 0.03588 0.01872 = 0.02257 0.00263 -0.00936 0.00180 AFIX 43 H13 2 0.509272 0.331726 -0.133269 11.00000 -1.20000 AFIX 0 C14 1 0.697463 0.251442 -0.108653 11.00000 0.02786 0.02373 = 0.01857 0.00373 -0.00048 -0.00297 AFIX 43 H14 2 0.775258 0.265495 -0.132801 11.00000 -1.20000 AFIX 0 C15 1 0.742213 0.191368 -0.073161 11.00000 0.01853 0.02481 = 0.01652 0.00104 -0.00054 0.00160 AFIX 43 H15 2 0.849541 0.163214 -0.073468 11.00000 -1.20000 AFIX 0 C16 1 0.826991 -0.024977 0.115498 11.00000 0.01408 0.01694 = 0.01585 0.00185 -0.00306 0.00065 O16 4 0.891949 -0.103301 0.097926 11.00000 0.02058 0.01473 = 0.02590 0.00197 0.00437 0.00316 C17 1 0.689115 -0.039113 0.150838 11.00000 0.01513 0.01336 = 0.01728 -0.00049 0.00007 -0.00021 C18 1 0.715717 -0.102727 0.186710 11.00000 0.01674 0.01244 = 0.01944 0.00094 -0.00154 0.00213 AFIX 43 H18 2 0.819919 -0.133590 0.189583 11.00000 -1.20000 AFIX 0 C19 1 0.586464 -0.119823 0.218061 11.00000 0.01957 0.01344 = 0.01613 0.00240 -0.00138 0.00118 N19 3 0.616139 -0.183887 0.257074 11.00000 0.02314 0.01954 = 0.02062 0.00510 -0.00017 0.00382 O19 4 0.739882 -0.235138 0.255078 11.00000 0.02418 0.03553 = 0.04351 0.02326 0.00575 0.01246 C20 1 0.429328 -0.081280 0.214241 11.00000 0.01717 0.01708 = 0.01635 0.00128 0.00120 0.00073 AFIX 43 H20 2 0.342103 -0.094522 0.235948 11.00000 -1.20000 AFIX 0 O20 4 0.513624 -0.184383 0.289308 11.00000 0.05311 0.04742 = 0.02454 0.01733 0.01717 0.02643 C21 1 0.406793 -0.022200 0.176854 11.00000 0.01361 0.01631 = 0.01678 0.00011 -0.00181 0.00270 N21 3 0.238743 0.015731 0.169669 11.00000 0.01530 0.02061 = 0.01523 -0.00021 -0.00199 0.00188 O21 4 0.118402 -0.025230 0.189350 11.00000 0.01425 0.02807 = 0.02314 0.00285 0.00116 -0.00114 C22 1 0.533167 0.001704 0.145575 11.00000 0.01684 0.01417 = 0.01580 0.00133 -0.00104 -0.00003 AFIX 43 H22 2 0.513847 0.044851 0.121164 11.00000 -1.20000 AFIX 0 O22 4 0.229463 0.086257 0.143833 11.00000 0.02123 0.02694 = 0.02164 0.00832 -0.00198 0.00638 C25 1 0.750067 0.201529 0.274840 11.00000 0.10662 0.02283 = 0.01631 0.00590 0.01582 0.00928 AFIX 137 H25A 2 0.662977 0.150141 0.259148 11.00000 -1.50000 H25B 2 0.719879 0.221093 0.308064 11.00000 -1.50000 H25C 2 0.859269 0.170583 0.274122 11.00000 -1.50000 AFIX 0 C26 1 0.607879 0.504043 0.197247 11.00000 0.02448 0.02165 = 0.03367 -0.00181 -0.00028 0.00782 AFIX 137 H26A 2 0.587582 0.506729 0.163052 11.00000 -1.50000 H26B 2 0.608975 0.575105 0.214276 11.00000 -1.50000 H26C 2 0.517757 0.458661 0.209479 11.00000 -1.50000 AFIX 0 C27 1 0.943359 0.530348 0.120002 11.00000 0.03214 0.01787 = 0.02661 0.00265 0.00316 -0.00500 AFIX 137 H27A 2 0.911021 0.567519 0.150414 11.00000 -1.50000 H27B 2 0.950675 0.579210 0.095744 11.00000 -1.50000 H27C 2 1.053529 0.502350 0.124029 11.00000 -1.50000 AFIX 0 C28 1 1.068125 0.320334 0.050053 11.00000 0.01912 0.01672 = 0.01582 -0.00080 0.00464 -0.00198 C29 1 1.198964 0.309013 0.082239 11.00000 0.02067 0.02769 = 0.01858 -0.00100 0.00154 -0.00479 AFIX 43 H29 2 1.182155 0.261489 0.105468 11.00000 -1.20000 AFIX 0 C30 1 1.354586 0.367112 0.080540 11.00000 0.02132 0.03884 = 0.02980 -0.01049 0.00398 -0.00667 AFIX 43 H30 2 1.444301 0.357753 0.101990 11.00000 -1.20000 AFIX 0 C31 1 1.377732 0.438487 0.047451 11.00000 0.02731 0.02882 = 0.04698 -0.00963 0.02017 -0.01183 AFIX 43 H31 2 1.482005 0.480025 0.047062 11.00000 -1.20000 AFIX 0 C32 1 1.249674 0.449344 0.015078 11.00000 0.03616 0.02185 = 0.04223 0.00550 0.02232 -0.00139 AFIX 43 H32 2 1.266438 0.497752 -0.007774 11.00000 -1.20000 AFIX 0 C33 1 1.096087 0.389518 0.015855 11.00000 0.02918 0.02078 = 0.02400 0.00422 0.01055 0.00381 AFIX 43 H33 2 1.009576 0.395853 -0.007097 11.00000 -1.20000 AFIX 0 S41 5 0.199949 0.386599 0.485102 11.00000 0.01682 0.02037 = 0.01698 0.00400 0.00190 0.00402 C41 1 0.407610 0.337533 0.474028 11.00000 0.01508 0.01835 = 0.01296 0.00272 -0.00004 0.00162 AFIX 13 H41 2 0.471551 0.340299 0.505069 11.00000 -1.20000 AFIX 0 C42 1 0.499688 0.411525 0.442725 11.00000 0.01573 0.01729 = 0.01240 0.00187 -0.00190 -0.00023 AFIX 23 H42A 2 0.513668 0.483598 0.459815 11.00000 -1.20000 H42B 2 0.613406 0.388074 0.435452 11.00000 -1.20000 AFIX 0 N42 3 0.400775 0.411487 0.398028 11.00000 0.01504 0.01619 = 0.01256 0.00261 -0.00201 0.00011 C43 1 0.349884 0.311221 0.372413 11.00000 0.01204 0.01629 = 0.01472 0.00170 0.00020 0.00114 C44 1 0.321140 0.300839 0.322820 11.00000 0.01728 0.01739 = 0.01464 0.00460 0.00055 0.00270 AFIX 43 H44 2 0.339111 0.360507 0.305991 11.00000 -1.20000 AFIX 0 C45 1 0.266698 0.204074 0.298246 11.00000 0.01914 0.02019 = 0.01285 0.00145 -0.00107 0.00207 O45 4 0.230262 0.188527 0.250221 11.00000 0.04039 0.01956 = 0.01266 0.00234 -0.00478 -0.00037 C46 1 0.248592 0.114500 0.322461 11.00000 0.01870 0.01662 = 0.01546 -0.00049 0.00032 0.00030 O46 4 0.202407 0.017439 0.297286 11.00000 0.02537 0.01764 = 0.01855 -0.00234 0.00002 -0.00342 C47 1 0.290310 0.124494 0.370958 11.00000 0.01454 0.01694 = 0.01634 0.00514 0.00233 0.00126 O47 4 0.277720 0.037850 0.395756 11.00000 0.02205 0.01504 = 0.01758 0.00480 0.00232 0.00217 C48 1 0.339217 0.222355 0.396975 11.00000 0.01239 0.01764 = 0.01417 0.00217 0.00098 0.00200 C49 1 0.395776 0.224596 0.448818 11.00000 0.01408 0.01606 = 0.01317 0.00326 0.00114 0.00155 AFIX 13 H49 2 0.309479 0.181470 0.465191 11.00000 -1.20000 AFIX 0 C50 1 0.120460 0.318846 0.532405 11.00000 0.01875 0.01714 = 0.01525 -0.00106 0.00215 -0.00130 C51 1 0.218304 0.268113 0.562583 11.00000 0.01909 0.02936 = 0.02277 0.00630 -0.00020 -0.00215 AFIX 43 H51 2 0.336144 0.265360 0.557666 11.00000 -1.20000 AFIX 0 C52 1 0.143521 0.221414 0.599966 11.00000 0.02835 0.03451 = 0.02414 0.01063 -0.00032 -0.00367 AFIX 43 H52 2 0.210482 0.186376 0.620374 11.00000 -1.20000 AFIX 0 C53 1 -0.028447 0.225713 0.607627 11.00000 0.03160 0.02832 = 0.02341 0.00217 0.00971 -0.00612 AFIX 43 H53 2 -0.078909 0.194467 0.633409 11.00000 -1.20000 AFIX 0 C54 1 -0.125647 0.275710 0.577522 11.00000 0.02434 0.02324 = 0.03135 -0.00198 0.01030 -0.00058 AFIX 43 H54 2 -0.243421 0.278321 0.582592 11.00000 -1.20000 AFIX 0 C55 1 -0.052956 0.322120 0.539977 11.00000 0.02090 0.02039 = 0.02778 0.00082 0.00445 0.00290 AFIX 43 H55 2 -0.120914 0.356128 0.519405 11.00000 -1.20000 AFIX 0 C56 1 0.379202 0.507971 0.383730 11.00000 0.01364 0.01895 = 0.01437 0.00286 0.00201 0.00082 O56 4 0.459136 0.588181 0.402163 11.00000 0.02150 0.01762 = 0.02361 0.00336 -0.00537 -0.00225 C57 1 0.242886 0.520222 0.347442 11.00000 0.01620 0.01445 = 0.01528 0.00064 -0.00088 0.00125 C58 1 0.075341 0.482672 0.353880 11.00000 0.01684 0.01594 = 0.01547 0.00299 0.00169 -0.00006 AFIX 43 H58 2 0.048081 0.438294 0.377820 11.00000 -1.20000 AFIX 0 C59 1 -0.049346 0.512007 0.324406 11.00000 0.01281 0.01627 = 0.01626 0.00084 0.00203 -0.00025 N59 3 -0.226386 0.473254 0.331319 11.00000 0.01546 0.02085 = 0.01814 0.00187 0.00294 0.00091 O59 4 -0.249546 0.403624 0.357497 11.00000 0.01952 0.02663 = 0.02357 0.01026 0.00413 -0.00220 C60 1 -0.017438 0.575141 0.288504 11.00000 0.01525 0.01607 = 0.01608 0.00099 0.00011 0.00313 AFIX 43 H60 2 -0.105766 0.596306 0.269503 11.00000 -1.20000 AFIX 0 O60 4 -0.338868 0.511620 0.310561 11.00000 0.01517 0.03107 = 0.02273 0.00597 0.00127 0.00409 C61 1 0.150822 0.605589 0.281940 11.00000 0.01720 0.01488 = 0.01550 0.00308 0.00201 0.00194 N61 3 0.191343 0.665807 0.241560 11.00000 0.01680 0.02040 = 0.02000 0.00767 0.00120 0.00104 O61 4 0.085881 0.719906 0.227745 11.00000 0.02573 0.04219 = 0.04008 0.02809 0.00733 0.01338 C62 1 0.282014 0.581794 0.310931 11.00000 0.01348 0.01482 = 0.01834 0.00287 0.00199 0.00042 AFIX 43 H62 2 0.395513 0.606785 0.306041 11.00000 -1.20000 AFIX 0 O62 4 0.329360 0.656751 0.223478 11.00000 0.02191 0.05384 = 0.03620 0.02652 0.01264 0.01210 C65 1 0.238517 0.280371 0.225858 11.00000 0.06851 0.02527 = 0.01518 0.00567 -0.00885 -0.00017 AFIX 137 H65A 2 0.166723 0.331863 0.241763 11.00000 -1.50000 H65B 2 0.198818 0.261168 0.192674 11.00000 -1.50000 H65C 2 0.355666 0.311023 0.226443 11.00000 -1.50000 AFIX 0 C66 1 0.032004 -0.021911 0.303038 11.00000 0.02429 0.02067 = 0.04413 -0.00069 -0.00204 -0.00348 AFIX 137 H66A 2 0.008484 -0.019303 0.337142 11.00000 -1.50000 H66B 2 0.015206 -0.094807 0.288015 11.00000 -1.50000 H66C 2 -0.044889 0.021309 0.287913 11.00000 -1.50000 AFIX 0 C67 1 0.396038 -0.039568 0.381900 11.00000 0.02805 0.01836 = 0.02473 0.00373 0.00205 0.00590 AFIX 137 H67A 2 0.376291 -0.066653 0.348166 11.00000 -1.50000 H67B 2 0.380248 -0.097597 0.401510 11.00000 -1.50000 H67C 2 0.511827 -0.006964 0.386626 11.00000 -1.50000 AFIX 0 C68 1 0.565867 0.176579 0.452238 11.00000 0.01547 0.01579 = 0.01600 0.00092 -0.00082 0.00164 C69 1 0.692192 0.189665 0.418848 11.00000 0.01974 0.02230 = 0.01846 0.00471 0.00217 0.00291 AFIX 43 H69 2 0.673099 0.229488 0.393182 11.00000 -1.20000 AFIX 0 C70 1 0.845312 0.144994 0.422852 11.00000 0.01950 0.02846 = 0.02567 0.00332 0.00513 0.00516 AFIX 43 H70 2 0.930805 0.155747 0.400334 11.00000 -1.20000 AFIX 0 C71 1 0.873848 0.084770 0.459588 11.00000 0.02003 0.02809 = 0.03144 0.00359 -0.00190 0.00909 AFIX 43 H71 2 0.977419 0.052904 0.461840 11.00000 -1.20000 AFIX 0 C72 1 0.749799 0.071485 0.493014 11.00000 0.02516 0.02588 = 0.02501 0.00847 -0.00341 0.00609 AFIX 43 H72 2 0.768706 0.030730 0.518357 11.00000 -1.20000 AFIX 0 C73 1 0.597629 0.117832 0.489445 11.00000 0.01972 0.02159 = 0.01868 0.00521 0.00003 0.00175 AFIX 43 H73 2 0.514256 0.109201 0.512771 11.00000 -1.20000 HKLF 4 REM JF2117F in P-1 FINAL ALL DATA 2COMP TWIN HKLF4 30JAN2012 REM R1 = 0.0393 for 10453 Fo > 4sig(Fo) and 0.0519 for all 12572 data REM 781 parameters refined using 0 restraints END WGHT 0.0424 1.8232 REM Highest difference peak 0.389, deepest hole -0.338, 1-sigma level 0.051 Q1 1 0.6018 -0.1371 0.2938 11.00000 0.05 0.39 Q2 1 0.8823 0.2196 0.1176 11.00000 0.05 0.37 Q3 1 0.2333 0.1260 0.3484 11.00000 0.05 0.33 Q4 1 0.9310 0.1146 0.0443 11.00000 0.05 0.32 Q5 1 0.7987 0.2168 0.1152 11.00000 0.05 0.32 Q6 1 0.8773 0.2533 0.0805 11.00000 0.05 0.32 Q7 1 0.3613 0.2245 0.4216 11.00000 0.05 0.32 Q8 1 0.9752 0.2866 0.0520 11.00000 0.05 0.31 Q9 1 0.6483 0.1493 -0.0134 11.00000 0.05 0.29 Q10 1 0.3024 0.5137 0.3692 11.00000 0.05 0.29 Q11 1 0.8321 0.3073 0.1161 11.00000 0.05 0.29 Q12 1 0.8911 0.2039 0.0409 11.00000 0.05 0.29 Q13 1 0.8071 0.1778 0.1526 11.00000 0.05 0.28 Q14 1 0.3386 0.7046 0.2496 11.00000 0.05 0.28 Q15 1 0.3063 0.2663 0.3883 11.00000 0.05 0.28 Q16 1 0.7711 0.3591 0.1522 11.00000 0.05 0.28 Q17 1 0.4082 0.2812 0.4606 11.00000 0.05 0.27 Q18 1 0.8566 0.1223 0.1171 11.00000 0.05 0.27 Q19 1 0.7766 0.3210 0.1911 11.00000 0.05 0.27 Q20 1 0.3810 0.2615 0.3839 11.00000 0.05 0.27 ;