Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Yoshitane Imai' _publ_contact_author_address ; Kinki University Higashi-osaka +81-6-6730-5880 (Ext. 4135) JAPAN ; _publ_contact_author_email Y-IMAI@APCH.KINDAI.AC.JP _publ_section_title ; Chiral Channel-like Cavity which is Tunable via Changes in 21-Column Packing Structure ; loop_ _publ_author_name 'Yoshitane Imai' 'Katuzo Asai' 'Kakuhiro Kawaguchi' 'Reiko Kuroda' 'Yoshio Matsubara' 'Tomohiro Sato' data_imai69_1 _database_code_depnum_ccdc_archive 'CCDC 635745' #data_im6333a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 N2 O3' _chemical_formula_weight 442.54 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.9129(7) _cell_length_b 13.4826(16) _cell_length_c 15.6657(18) _cell_angle_alpha 72.973(2) _cell_angle_beta 79.228(2) _cell_angle_gamma 83.562(2) _cell_volume 1170.9(2) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3606 _cell_measurement_theta_min 1.38 _cell_measurement_theta_max 27.89 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.255 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9604 _exptl_absorpt_correction_T_max 0.9959 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10415 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0846 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 27.89 _reflns_number_total 5264 _reflns_number_gt 3606 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0775P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5264 _refine_ls_number_parameters 315 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0972 _refine_ls_R_factor_gt 0.0607 _refine_ls_wR_factor_ref 0.1688 _refine_ls_wR_factor_gt 0.1380 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.0789(4) 0.12181(17) 0.75660(15) 0.0179(5) Uani 1 1 d . . . C2 C 0.0787(4) 0.08653(18) 0.81650(15) 0.0186(5) Uani 1 1 d . . . H2 H 0.2122 0.1237 0.8080 0.022 Uiso 1 1 calc R . . C3 C 0.0429(4) -0.00176(18) 0.88799(15) 0.0187(5) Uani 1 1 d . . . H3 H 0.1535 -0.0250 0.9276 0.022 Uiso 1 1 calc R . . C4 C -0.1531(4) -0.05769(17) 0.90321(14) 0.0168(5) Uani 1 1 d . . . C5 C -0.3102(4) -0.02186(18) 0.84353(15) 0.0191(5) Uani 1 1 d . . . H5 H -0.4455 -0.0581 0.8527 0.023 Uiso 1 1 calc R . . C6 C -0.2728(4) 0.06590(18) 0.77080(15) 0.0192(5) Uani 1 1 d . . . H6 H -0.3810 0.0881 0.7301 0.023 Uiso 1 1 calc R . . C7 C -0.1918(4) -0.15070(18) 0.98205(15) 0.0185(5) Uani 1 1 d . . . C8 C -0.4085(4) -0.16740(19) 1.03521(16) 0.0217(5) Uani 1 1 d . . . H8 H -0.5339 -0.1183 1.0210 0.026 Uiso 1 1 calc R . . C9 C -0.4434(4) -0.2545(2) 1.10833(16) 0.0267(6) Uani 1 1 d . . . H9 H -0.5920 -0.2650 1.1440 0.032 Uiso 1 1 calc R . . C10 C -0.2620(5) -0.3264(2) 1.12955(16) 0.0290(6) Uani 1 1 d . . . H10 H -0.2860 -0.3863 1.1797 0.035 Uiso 1 1 calc R . . C11 C -0.0463(5) -0.31098(19) 1.07783(17) 0.0271(6) Uani 1 1 d . . . H11 H 0.0784 -0.3603 1.0923 0.033 Uiso 1 1 calc R . . C12 C -0.0113(4) -0.22358(18) 1.00474(16) 0.0238(5) Uani 1 1 d . . . H12 H 0.1381 -0.2133 0.9696 0.029 Uiso 1 1 calc R . . C13 C -0.0382(4) 0.21872(18) 0.67803(15) 0.0203(5) Uani 1 1 d . . . H13A H -0.0056 0.2761 0.7006 0.024 Uiso 1 1 calc R . . H13B H -0.1791 0.2398 0.6499 0.024 Uiso 1 1 calc R . . C14 C 0.1638(4) 0.19947(16) 0.60729(15) 0.0160(5) Uani 1 1 d . . . O15 O 0.1215(3) 0.18842(13) 0.53477(10) 0.0221(4) Uani 1 1 d . . . O16 O 0.3617(3) 0.19448(13) 0.62643(10) 0.0230(4) Uani 1 1 d . . . C21 C -0.3839(4) 0.34723(17) 0.39751(14) 0.0168(5) Uani 1 1 d . . . C22 C -0.5699(4) 0.40671(18) 0.36269(15) 0.0215(5) Uani 1 1 d . . . H22 H -0.6846 0.3741 0.3473 0.026 Uiso 1 1 calc R . . C23 C -0.5904(4) 0.51261(19) 0.35016(16) 0.0268(6) Uani 1 1 d . . . H23 H -0.7172 0.5527 0.3252 0.032 Uiso 1 1 calc R . . C24 C -0.4266(4) 0.56058(19) 0.37390(16) 0.0261(6) Uani 1 1 d . . . H24 H -0.4411 0.6335 0.3657 0.031 Uiso 1 1 calc R . . C25 C -0.2423(4) 0.50212(18) 0.40955(16) 0.0252(6) Uani 1 1 d . . . H25 H -0.1302 0.5347 0.4265 0.030 Uiso 1 1 calc R . . C26 C -0.2202(4) 0.39629(18) 0.42063(15) 0.0208(5) Uani 1 1 d . . . H26 H -0.0914 0.3566 0.4444 0.025 Uiso 1 1 calc R . . C27 C -0.3583(4) 0.23242(17) 0.40400(14) 0.0165(5) Uani 1 1 d . . . H27 H -0.5114 0.2113 0.3994 0.020 Uiso 1 1 calc R . . C29 C -0.2729(4) 0.26513(17) 0.23807(15) 0.0175(5) Uani 1 1 d . . . C30 C -0.4636(4) 0.22993(18) 0.21778(15) 0.0216(5) Uani 1 1 d . . . H30 H -0.5290 0.1680 0.2565 0.026 Uiso 1 1 calc R . . C31 C -0.5590(4) 0.28410(19) 0.14196(16) 0.0259(6) Uani 1 1 d . . . H31 H -0.6899 0.2597 0.1291 0.031 Uiso 1 1 calc R . . C32 C -0.4638(5) 0.37365(19) 0.08504(17) 0.0294(6) Uani 1 1 d . . . H32 H -0.5287 0.4107 0.0328 0.035 Uiso 1 1 calc R . . C33 C -0.2741(5) 0.40951(19) 0.10401(17) 0.0278(6) Uani 1 1 d . . . H33 H -0.2085 0.4711 0.0647 0.033 Uiso 1 1 calc R . . C34 C -0.1792(4) 0.35541(18) 0.18079(16) 0.0217(5) Uani 1 1 d . . . H34 H -0.0497 0.3805 0.1939 0.026 Uiso 1 1 calc R . . C35 C -0.1820(4) 0.20933(17) 0.32513(15) 0.0176(5) Uani 1 1 d . . . H35 H -0.0342 0.2398 0.3236 0.021 Uiso 1 1 calc R . . N28 N -0.2991(3) 0.17009(14) 0.49339(12) 0.0164(4) Uani 1 1 d . . . H28A H -0.4120 0.1814 0.5383 0.025 Uiso 1 1 calc R . . H28B H -0.1626 0.1894 0.5005 0.025 Uiso 1 1 calc R . . H28C H -0.2863 0.1014 0.4960 0.025 Uiso 1 1 calc R . . N36 N -0.1367(4) 0.09626(16) 0.34118(14) 0.0238(5) Uani 1 1 d . . . O41 O 0.7377(3) 0.95204(13) 0.56495(12) 0.0239(4) Uani 1 1 d . . . H36B H -0.063(5) 0.080(2) 0.2849(19) 0.037(8) Uiso 1 1 d . . . H36A H -0.275(6) 0.066(3) 0.353(2) 0.064(11) Uiso 1 1 d . . . H41B H 0.768(6) 0.907(3) 0.529(2) 0.066(11) Uiso 1 1 d . . . H41A H 0.860(5) 0.944(2) 0.593(2) 0.047(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0186(12) 0.0217(12) 0.0140(11) -0.0080(10) -0.0017(9) 0.0028(9) C2 0.0155(11) 0.0256(13) 0.0151(11) -0.0058(10) -0.0020(9) -0.0034(9) C3 0.0163(11) 0.0277(13) 0.0134(11) -0.0076(10) -0.0039(9) 0.0006(9) C4 0.0170(11) 0.0207(12) 0.0133(11) -0.0073(9) -0.0008(9) 0.0001(9) C5 0.0155(11) 0.0235(12) 0.0185(12) -0.0067(10) -0.0009(9) -0.0024(9) C6 0.0177(12) 0.0260(13) 0.0157(12) -0.0082(10) -0.0055(9) 0.0031(9) C7 0.0227(12) 0.0220(12) 0.0133(11) -0.0072(10) -0.0036(9) -0.0051(10) C8 0.0215(12) 0.0263(13) 0.0192(12) -0.0081(10) -0.0038(10) -0.0038(10) C9 0.0302(14) 0.0319(14) 0.0191(13) -0.0104(11) 0.0037(10) -0.0098(11) C10 0.0451(17) 0.0232(13) 0.0169(13) -0.0026(11) -0.0025(11) -0.0072(12) C11 0.0353(15) 0.0219(13) 0.0224(13) -0.0032(11) -0.0076(11) 0.0023(11) C12 0.0234(13) 0.0265(13) 0.0204(13) -0.0069(11) -0.0006(10) -0.0006(10) C13 0.0204(12) 0.0212(12) 0.0176(12) -0.0052(10) -0.0028(9) 0.0042(9) C14 0.0171(11) 0.0125(11) 0.0158(11) -0.0004(9) -0.0025(9) 0.0003(8) O15 0.0200(9) 0.0320(10) 0.0163(8) -0.0102(7) -0.0032(7) -0.0007(7) O16 0.0165(8) 0.0350(10) 0.0166(8) -0.0058(7) -0.0042(7) 0.0003(7) C21 0.0172(11) 0.0204(12) 0.0112(11) -0.0044(9) 0.0023(9) -0.0023(9) C22 0.0220(12) 0.0212(12) 0.0199(12) -0.0034(10) -0.0039(10) -0.0009(10) C23 0.0274(14) 0.0244(13) 0.0227(13) -0.0027(11) -0.0006(11) 0.0069(11) C24 0.0321(14) 0.0186(12) 0.0234(13) -0.0061(11) 0.0055(11) 0.0003(10) C25 0.0305(14) 0.0215(13) 0.0229(13) -0.0063(11) 0.0015(11) -0.0081(11) C26 0.0230(12) 0.0214(12) 0.0174(12) -0.0042(10) -0.0030(10) -0.0018(10) C27 0.0178(11) 0.0191(12) 0.0122(11) -0.0031(9) -0.0036(9) -0.0004(9) C29 0.0190(12) 0.0189(12) 0.0146(11) -0.0068(9) -0.0018(9) 0.0030(9) C30 0.0261(13) 0.0226(13) 0.0169(12) -0.0067(10) -0.0032(10) -0.0015(10) C31 0.0269(13) 0.0308(14) 0.0245(13) -0.0129(11) -0.0107(11) 0.0040(11) C32 0.0411(16) 0.0265(14) 0.0217(13) -0.0072(11) -0.0139(12) 0.0092(12) C33 0.0378(15) 0.0206(13) 0.0202(13) 0.0003(11) -0.0046(11) 0.0014(11) C34 0.0241(13) 0.0227(12) 0.0197(12) -0.0081(10) -0.0042(10) -0.0001(10) C35 0.0202(12) 0.0177(11) 0.0158(11) -0.0062(9) -0.0032(9) -0.0008(9) N28 0.0177(10) 0.0166(10) 0.0147(9) -0.0040(8) -0.0034(7) -0.0003(7) N36 0.0332(13) 0.0198(11) 0.0181(11) -0.0068(9) -0.0051(9) 0.0050(9) O41 0.0265(10) 0.0216(9) 0.0237(10) -0.0060(8) -0.0056(8) -0.0004(7) _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 1.390(3) . ? C1 C2 1.393(3) . ? C1 C13 1.516(3) . ? C2 C3 1.379(3) . ? C3 C4 1.399(3) . ? C4 C5 1.389(3) . ? C4 C7 1.484(3) . ? C5 C6 1.386(3) . ? C7 C12 1.391(3) . ? C7 C8 1.394(3) . ? C8 C9 1.383(3) . ? C9 C10 1.382(4) . ? C10 C11 1.379(3) . ? C11 C12 1.385(3) . ? C13 C14 1.525(3) . ? C14 O16 1.251(3) . ? C14 O15 1.260(3) . ? C21 C26 1.386(3) . ? C21 C22 1.386(3) . ? C21 C27 1.513(3) . ? C22 C23 1.378(3) . ? C23 C24 1.382(4) . ? C24 C25 1.378(3) . ? C25 C26 1.380(3) . ? C27 N28 1.489(3) . ? C27 C35 1.543(3) . ? C29 C34 1.385(3) . ? C29 C30 1.393(3) . ? C29 C35 1.516(3) . ? C30 C31 1.383(3) . ? C31 C32 1.380(4) . ? C32 C33 1.382(4) . ? C33 C34 1.393(3) . ? C35 N36 1.472(3) . ? 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 C2 118.3(2) . . ? C6 C1 C13 121.2(2) . . ? C2 C1 C13 120.4(2) . . ? C3 C2 C1 120.7(2) . . ? C2 C3 C4 121.2(2) . . ? C5 C4 C3 117.8(2) . . ? C5 C4 C7 121.8(2) . . ? C3 C4 C7 120.4(2) . . ? C6 C5 C4 121.1(2) . . ? C5 C6 C1 120.8(2) . . ? C12 C7 C8 118.3(2) . . ? C12 C7 C4 120.5(2) . . ? C8 C7 C4 121.2(2) . . ? C9 C8 C7 120.8(2) . . ? C10 C9 C8 120.0(2) . . ? C11 C10 C9 119.9(2) . . ? C10 C11 C12 120.1(2) . . ? C11 C12 C7 120.9(2) . . ? C1 C13 C14 110.92(18) . . ? O16 C14 O15 124.5(2) . . ? O16 C14 C13 116.9(2) . . ? O15 C14 C13 118.58(19) . . ? C26 C21 C22 118.6(2) . . ? C26 C21 C27 122.1(2) . . ? C22 C21 C27 119.2(2) . . ? C23 C22 C21 120.8(2) . . ? C22 C23 C24 120.0(2) . . ? C25 C24 C23 119.7(2) . . ? C24 C25 C26 120.1(2) . . ? C25 C26 C21 120.7(2) . . ? N28 C27 C21 110.99(17) . . ? N28 C27 C35 111.58(17) . . ? C21 C27 C35 111.69(18) . . ? C34 C29 C30 118.9(2) . . ? C34 C29 C35 121.0(2) . . ? C30 C29 C35 120.0(2) . . ? C31 C30 C29 120.8(2) . . ? C32 C31 C30 119.9(2) . . ? C31 C32 C33 120.1(2) . . ? C32 C33 C34 120.0(2) . . ? C29 C34 C33 120.3(2) . . ? N36 C35 C29 115.16(18) . . ? N36 C35 C27 109.84(18) . . ? C29 C35 C27 107.61(18) . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 27.89 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.320 _refine_diff_density_min -0.288 _refine_diff_density_rms 0.075 #===END data_imai69_2 _database_code_depnum_ccdc_archive 'CCDC 635746' #data_41625a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H32 N2 O3' _chemical_formula_weight 456.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 36.231(3) _cell_length_b 5.5605(5) _cell_length_c 12.3394(11) _cell_angle_alpha 90.00 _cell_angle_beta 92.661(2) _cell_angle_gamma 90.00 _cell_volume 2483.3(4) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4744 _cell_measurement_theta_min 1.65 _cell_measurement_theta_max 27.87 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.221 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976 _exptl_absorpt_coefficient_mu 0.079 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9616 _exptl_absorpt_correction_T_max 0.9921 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7778 _diffrn_reflns_av_R_equivalents 0.0170 _diffrn_reflns_av_sigmaI/netI 0.0343 _diffrn_reflns_limit_h_min -47 _diffrn_reflns_limit_h_max 46 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 27.87 _reflns_number_total 5084 _reflns_number_gt 4744 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The atoms of the disorder part were refined isotropically and with the population of 0.5. ; _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^)+(0.0543P)^2^+1.7218P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.1(10) _refine_ls_number_reflns 5084 _refine_ls_number_parameters 307 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0453 _refine_ls_R_factor_gt 0.0417 _refine_ls_wR_factor_ref 0.1057 _refine_ls_wR_factor_gt 0.1031 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C29 C 0.34939(4) 0.2232(3) 0.83026(13) 0.0142(3) Uani 1 1 d . . . C30 C 0.34379(5) 0.0598(3) 0.91276(14) 0.0176(4) Uani 1 1 d . . . H30 H 0.3295 -0.0807 0.8978 0.021 Uiso 1 1 calc R . . C31 C 0.35880(5) 0.0988(4) 1.01739(14) 0.0202(4) Uani 1 1 d . . . H31 H 0.3549 -0.0154 1.0730 0.024 Uiso 1 1 calc R . . C32 C 0.37928(5) 0.3034(4) 1.04010(14) 0.0203(4) Uani 1 1 d . . . H32 H 0.3896 0.3305 1.1113 0.024 Uiso 1 1 calc R . . C33 C 0.38483(5) 0.4699(4) 0.95821(14) 0.0194(4) Uani 1 1 d . . . H33 H 0.3989 0.6112 0.9736 0.023 Uiso 1 1 calc R . . C34 C 0.36985(5) 0.4301(3) 0.85373(14) 0.0175(4) Uani 1 1 d . . . H34 H 0.3736 0.5447 0.7982 0.021 Uiso 1 1 calc R . . C35 C 0.33295(4) 0.1768(3) 0.71592(13) 0.0136(3) Uani 1 1 d . . . H35 H 0.3230 0.0090 0.7148 0.016 Uiso 1 1 calc R . . N36 N 0.35846(4) 0.1951(3) 0.62844(11) 0.0170(3) Uani 1 1 d . . . C21 C 0.26756(4) 0.2843(3) 0.76309(13) 0.0138(3) Uani 1 1 d . . . C22 C 0.25873(5) 0.4329(3) 0.84887(13) 0.0154(3) Uani 1 1 d . . . H22 H 0.2726 0.5756 0.8627 0.019 Uiso 1 1 calc R . . C23 C 0.22986(5) 0.3749(4) 0.91458(13) 0.0175(4) Uani 1 1 d . . . H23 H 0.2241 0.4777 0.9729 0.021 Uiso 1 1 calc R . . C24 C 0.20946(4) 0.1667(4) 0.89488(13) 0.0175(4) Uani 1 1 d . . . H24 H 0.1897 0.1268 0.9396 0.021 Uiso 1 1 calc R . . C25 C 0.21807(5) 0.0172(3) 0.80956(14) 0.0170(4) Uani 1 1 d . . . H25 H 0.2042 -0.1253 0.7960 0.020 Uiso 1 1 calc R . . C26 C 0.24702(5) 0.0752(3) 0.74378(13) 0.0163(3) Uani 1 1 d . . . H26 H 0.2528 -0.0280 0.6856 0.020 Uiso 1 1 calc R . . C27 C 0.29970(4) 0.3482(3) 0.69413(12) 0.0128(3) Uani 1 1 d . . . H27 H 0.3078 0.5159 0.7125 0.015 Uiso 1 1 calc R . . N28 N 0.28829(4) 0.3391(3) 0.57622(10) 0.0133(3) Uani 1 1 d . . . H28A H 0.2885 0.1838 0.5530 0.020 Uiso 1 1 calc R . . H28B H 0.3043 0.4274 0.5379 0.020 Uiso 1 1 calc R . . H28C H 0.2651 0.4006 0.5660 0.020 Uiso 1 1 calc R . . C1 C 0.13272(4) 0.4938(3) 0.66849(13) 0.0149(3) Uani 1 1 d . A . C2 C 0.11914(5) 0.3036(3) 0.72777(13) 0.0161(3) Uani 1 1 d . . . H2 H 0.1349 0.1720 0.7466 0.019 Uiso 1 1 calc R . . C3 C 0.08277(5) 0.3027(3) 0.76010(14) 0.0179(4) Uani 1 1 d . A . H3 H 0.0743 0.1714 0.8015 0.021 Uiso 1 1 calc R . . C4 C 0.05869(5) 0.4907(4) 0.73286(13) 0.0178(4) Uani 1 1 d . . . C5 C 0.07224(5) 0.6792(4) 0.67080(15) 0.0241(4) Uani 1 1 d . A . H5 H 0.0563 0.8082 0.6497 0.029 Uiso 1 1 calc R . . C6 C 0.10868(5) 0.6812(4) 0.63946(15) 0.0215(4) Uani 1 1 d . . . H6 H 0.1173 0.8118 0.5978 0.026 Uiso 1 1 calc R A . C7 C 0.02039(5) 0.4956(4) 0.77075(14) 0.0202(4) Uiso 0.50 1 d P A 1 C8 C 0.00111(10) 0.2736(7) 0.7913(3) 0.0217(8) Uiso 0.50 1 d P A 1 H8 H 0.0128 0.1239 0.7790 0.026 Uiso 0.50 1 calc PR A 1 C9 C -0.03441(11) 0.2780(8) 0.8287(3) 0.0270(8) Uiso 0.50 1 d P A 1 H9 H -0.0471 0.1329 0.8433 0.032 Uiso 0.50 1 calc PR A 1 C10 C -0.05158(6) 0.5095(4) 0.84511(17) 0.0321(5) Uiso 0.50 1 d P A 1 H10 H -0.0755 0.5169 0.8734 0.039 Uiso 0.50 1 calc PR A 1 C11 C -0.03467(13) 0.7068(10) 0.8215(4) 0.0350(10) Uiso 0.50 1 d P A 1 H11 H -0.0470 0.8563 0.8290 0.042 Uiso 0.50 1 calc PR A 1 C12 C 0.00122(12) 0.7043(9) 0.7854(3) 0.0310(9) Uiso 0.50 1 d P A 1 H12 H 0.0128 0.8531 0.7704 0.037 Uiso 0.50 1 calc PR A 1 C7B C 0.02039(5) 0.4956(4) 0.77075(14) 0.0202(4) Uiso 0.50 1 d P A 2 C8B C 0.01287(11) 0.4040(8) 0.8721(3) 0.0277(9) Uiso 0.50 1 d P A 2 H8B H 0.0321 0.3339 0.9166 0.033 Uiso 0.50 1 calc PR A 2 C9B C -0.02293(12) 0.4150(9) 0.9084(4) 0.0317(9) Uiso 0.50 1 d P A 2 H9B H -0.0277 0.3557 0.9786 0.038 Uiso 0.50 1 calc PR A 2 C10B C -0.05158(6) 0.5095(4) 0.84511(17) 0.0321(5) Uiso 0.50 1 d P A 2 H10B H -0.0764 0.4975 0.8665 0.039 Uiso 0.50 1 calc PR A 2 C11B C -0.04311(11) 0.6253(8) 0.7472(3) 0.0285(9) Uiso 0.50 1 d P A 2 H11B H -0.0617 0.7118 0.7068 0.034 Uiso 0.50 1 calc PR A 2 C12B C -0.00721(10) 0.6118(8) 0.7100(3) 0.0247(8) Uiso 0.50 1 d P A 2 H12B H -0.0018 0.6831 0.6426 0.030 Uiso 0.50 1 calc PR A 2 C13 C 0.17253(4) 0.5055(3) 0.63846(13) 0.0147(3) Uani 1 1 d . . . H13A H 0.1883 0.4798 0.7051 0.018 Uiso 1 1 calc R A . H13B H 0.1775 0.6701 0.6123 0.018 Uiso 1 1 calc R . . C14 C 0.18448(4) 0.3268(3) 0.55231(12) 0.0134(3) Uani 1 1 d . A . O15 O 0.16612(3) 0.1385(2) 0.53602(10) 0.0177(3) Uani 1 1 d . . . O16 O 0.21367(3) 0.3772(2) 0.50435(9) 0.0156(3) Uani 1 1 d . . . O41 O 0.10347(4) 0.1958(3) 0.40123(11) 0.0250(3) Uani 1 1 d . . . C42 C 0.06822(6) 0.1800(8) 0.4432(2) 0.0560(9) Uani 1 1 d . . . H42A H 0.0674 0.2794 0.5086 0.084 Uiso 1 1 calc R . . H42B H 0.0630 0.0123 0.4614 0.084 Uiso 1 1 calc R . . H42C H 0.0497 0.2374 0.3888 0.084 Uiso 1 1 calc R . . H41 H 0.1200(8) 0.175(6) 0.451(2) 0.050(8) Uiso 1 1 d . . . H36A H 0.3725(6) 0.336(5) 0.6376(18) 0.025(6) Uiso 1 1 d . . . H36B H 0.3740(6) 0.074(4) 0.6298(17) 0.019(5) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C29 0.0103(7) 0.0181(9) 0.0143(8) 0.0006(6) 0.0027(6) 0.0037(6) C30 0.0162(8) 0.0174(9) 0.0193(8) 0.0013(7) 0.0011(6) -0.0012(7) C31 0.0195(9) 0.0239(10) 0.0172(8) 0.0043(7) 0.0016(7) -0.0002(8) C32 0.0169(8) 0.0284(11) 0.0154(8) -0.0029(7) -0.0019(6) 0.0034(8) C33 0.0165(8) 0.0175(9) 0.0241(9) -0.0037(7) -0.0015(7) -0.0019(7) C34 0.0173(8) 0.0162(9) 0.0192(8) 0.0018(7) 0.0018(7) 0.0004(7) C35 0.0129(7) 0.0132(8) 0.0148(7) 0.0003(6) 0.0019(6) -0.0002(7) N36 0.0139(7) 0.0186(8) 0.0187(7) -0.0002(6) 0.0028(6) 0.0033(7) C21 0.0121(7) 0.0154(9) 0.0139(7) 0.0028(6) -0.0001(6) 0.0025(6) C22 0.0140(8) 0.0150(9) 0.0170(8) -0.0014(6) -0.0015(6) 0.0011(7) C23 0.0172(8) 0.0201(9) 0.0151(8) -0.0021(7) 0.0017(6) 0.0028(7) C24 0.0139(7) 0.0231(10) 0.0158(8) 0.0040(7) 0.0028(6) 0.0020(7) C25 0.0151(8) 0.0155(9) 0.0203(8) 0.0024(7) 0.0004(6) -0.0020(7) C26 0.0172(8) 0.0158(9) 0.0158(8) -0.0011(6) 0.0005(6) 0.0026(7) C27 0.0134(7) 0.0127(8) 0.0122(7) -0.0004(6) 0.0006(6) -0.0004(7) N28 0.0118(6) 0.0137(7) 0.0143(6) 0.0008(6) 0.0011(5) 0.0006(6) C1 0.0143(8) 0.0162(9) 0.0145(7) -0.0044(7) 0.0023(6) 0.0000(7) C2 0.0157(8) 0.0160(9) 0.0164(8) -0.0002(7) 0.0003(6) 0.0017(7) C3 0.0179(8) 0.0184(9) 0.0176(8) 0.0012(7) 0.0021(6) -0.0018(7) C4 0.0162(8) 0.0207(9) 0.0167(8) -0.0019(7) 0.0022(6) 0.0001(7) C5 0.0228(9) 0.0201(10) 0.0297(10) 0.0065(8) 0.0068(7) 0.0105(8) C6 0.0231(9) 0.0174(10) 0.0248(9) 0.0045(8) 0.0087(7) 0.0017(8) C13 0.0150(8) 0.0145(8) 0.0149(7) -0.0022(6) 0.0027(6) -0.0026(7) C14 0.0137(7) 0.0145(9) 0.0118(7) 0.0008(6) -0.0006(6) 0.0025(7) O15 0.0159(6) 0.0158(7) 0.0216(6) -0.0030(5) 0.0034(5) -0.0016(5) O16 0.0134(5) 0.0168(6) 0.0168(6) 0.0009(5) 0.0018(4) 0.0012(5) O41 0.0220(7) 0.0253(8) 0.0274(7) -0.0010(6) -0.0034(6) 0.0001(6) C42 0.0260(11) 0.105(3) 0.0367(13) 0.0221(16) -0.0016(9) 0.0001(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C29 C30 1.387(2) . ? C29 C34 1.391(3) . ? C29 C35 1.528(2) . ? C30 C31 1.394(2) . ? C31 C32 1.380(3) . ? C32 C33 1.392(3) . ? C33 C34 1.393(2) . ? C35 N36 1.457(2) . ? C35 C27 1.550(2) . ? C21 C22 1.392(2) . ? C21 C26 1.395(2) . ? C21 C27 1.516(2) . ? C22 C23 1.391(2) . ? C23 C24 1.389(3) . ? C24 C25 1.388(3) . ? C25 C26 1.393(2) . ? C27 N28 1.4949(19) . ? C1 C2 1.389(2) . ? C1 C6 1.394(3) . ? C1 C13 1.507(2) . ? C2 C3 1.394(2) . ? C3 C4 1.393(3) . ? C4 C5 1.400(3) . ? C4 C7 1.485(2) . ? C5 C6 1.393(2) . ? C7 C12 1.369(5) . ? C7 C8 1.447(4) . ? C8 C9 1.388(5) . ? C9 C10 1.448(5) . ? C10 C11 1.296(6) . ? C11 C12 1.394(6) . ? C8B C9B 1.393(6) . ? C11B C12B 1.401(5) . ? C13 C14 1.532(2) . ? C14 O15 1.251(2) . ? C14 O16 1.2672(19) . ? O41 C42 1.403(3) . ? 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 C30 C29 C34 118.92(16) . . ? C30 C29 C35 120.21(16) . . ? C34 C29 C35 120.87(15) . . ? C29 C30 C31 120.91(17) . . ? C32 C31 C30 119.95(17) . . ? C31 C32 C33 119.70(16) . . ? C32 C33 C34 120.18(17) . . ? C29 C34 C33 120.33(16) . . ? N36 C35 C29 116.03(13) . . ? N36 C35 C27 110.06(13) . . ? C29 C35 C27 108.83(13) . . ? C22 C21 C26 119.02(15) . . ? C22 C21 C27 119.80(15) . . ? C26 C21 C27 121.16(15) . . ? C23 C22 C21 120.74(17) . . ? C24 C23 C22 119.99(16) . . ? C25 C24 C23 119.69(15) . . ? C24 C25 C26 120.33(16) . . ? C25 C26 C21 120.23(16) . . ? N28 C27 C21 110.69(12) . . ? N28 C27 C35 109.00(13) . . ? C21 C27 C35 111.67(13) . . ? C2 C1 C6 118.17(15) . . ? C2 C1 C13 121.94(16) . . ? C6 C1 C13 119.87(16) . . ? C1 C2 C3 121.07(16) . . ? C4 C3 C2 121.19(17) . . ? C3 C4 C5 117.53(16) . . ? C3 C4 C7 121.46(16) . . ? C5 C4 C7 120.98(17) . . ? C6 C5 C4 121.23(17) . . ? C5 C6 C1 120.78(17) . . ? C12 C7 C8 116.6(3) . . ? C12 C7 C4 123.0(2) . . ? C8 C7 C4 120.3(2) . . ? C9 C8 C7 120.4(3) . . ? C8 C9 C10 118.3(4) . . ? C11 C10 C9 120.7(3) . . ? C10 C11 C12 121.4(4) . . ? C7 C12 C11 122.5(4) . . ? C1 C13 C14 116.53(14) . . ? O15 C14 O16 124.00(15) . . ? O15 C14 C13 119.26(14) . . ? O16 C14 C13 116.68(15) . . ? _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 0.309 _refine_diff_density_min -0.391 _refine_diff_density_rms 0.046 #===END data_imai69_3 _database_code_depnum_ccdc_archive 'CCDC 635747' #data_ima5a8a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H34 N2 O3' _chemical_formula_weight 470.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 36.599(6) _cell_length_b 5.6822(9) _cell_length_c 12.545(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.891(3) _cell_angle_gamma 90.00 _cell_volume 2608.5(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2773 _cell_measurement_theta_min 1.62 _cell_measurement_theta_max 27.86 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.198 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1008 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9552 _exptl_absorpt_correction_T_max 0.9923 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7975 _diffrn_reflns_av_R_equivalents 0.0524 _diffrn_reflns_av_sigmaI/netI 0.1386 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 48 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 27.86 _reflns_number_total 5128 _reflns_number_gt 2773 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The OH hydrogen of the alcohol was not assigned. The atoms of disordered parts were refined isotropically and with the population of 0.5. ; _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^)+(0.0808P)^2^+0.7493P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -1(3) _refine_ls_number_reflns 5128 _refine_ls_number_parameters 294 _refine_ls_number_restraints 52 _refine_ls_R_factor_all 0.1499 _refine_ls_R_factor_gt 0.0779 _refine_ls_wR_factor_ref 0.2262 _refine_ls_wR_factor_gt 0.1861 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.040 _refine_ls_shift/su_max 0.130 _refine_ls_shift/su_mean 0.008 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 0.1344(3) 0.489(2) 0.6757(13) 0.033(8) Uiso 0.50 1 d PD A 1 C2 C 0.1231(3) 0.313(2) 0.7446(11) 0.051(6) Uiso 0.50 1 d PD A 1 H2 H 0.1397 0.1975 0.7662 0.061 Uiso 0.50 1 calc PR A 1 C3 C 0.0873(3) 0.303(2) 0.7824(10) 0.044(4) Uiso 0.50 1 d PD A 1 H3 H 0.0802 0.1833 0.8279 0.052 Uiso 0.50 1 calc PR A 1 C4 C 0.0624(3) 0.478(2) 0.7506(16) 0.036(7) Uiso 0.50 1 d PD A 1 C5 C 0.0731(3) 0.655(2) 0.6798(10) 0.055(5) Uiso 0.50 1 d PD A 1 H5 H 0.0562 0.7651 0.6555 0.066 Uiso 0.50 1 calc PR A 1 C6 C 0.1088(3) 0.665(2) 0.6460(11) 0.053(5) Uiso 0.50 1 d PD A 1 H6 H 0.1162 0.7889 0.6031 0.064 Uiso 0.50 1 calc PR A 1 C7 C 0.0244(3) 0.482(2) 0.7920(12) 0.044(6) Uiso 0.50 1 d PD A 1 C8 C 0.0065(3) 0.683(2) 0.8165(9) 0.084(4) Uiso 0.50 1 d PD A 1 H8 H 0.0185 0.8265 0.8104 0.101 Uiso 0.50 1 calc PR A 1 C9 C -0.0303(4) 0.679(3) 0.8516(11) 0.104(4) Uiso 0.50 1 d PD A 1 H9 H -0.0420 0.8206 0.8655 0.124 Uiso 0.50 1 calc PR A 1 C10 C -0.0478(4) 0.489(3) 0.8644(16) 0.082(7) Uiso 0.50 1 d PD A 1 H10 H -0.0711 0.4931 0.8930 0.098 Uiso 0.50 1 calc PR A 1 C11 C -0.0326(4) 0.274(3) 0.8361(12) 0.105(5) Uiso 0.50 1 d PD A 1 H11 H -0.0460 0.1351 0.8412 0.127 Uiso 0.50 1 calc PR A 1 C12 C 0.0043(3) 0.272(2) 0.7986(10) 0.082(4) Uiso 0.50 1 d PD A 1 H12 H 0.0150 0.1301 0.7786 0.099 Uiso 0.50 1 calc PR A 1 C13 C 0.1731(3) 0.509(2) 0.6360(10) 0.036(5) Uiso 0.50 1 d PD A 1 H13A H 0.1897 0.4940 0.6969 0.044 Uiso 0.50 1 calc PR A 1 H13B H 0.1763 0.6660 0.6073 0.044 Uiso 0.50 1 calc PR A 1 C14 C 0.1849(4) 0.332(3) 0.5514(14) 0.042(9) Uiso 0.50 1 d PD A 1 O15 O 0.2127(3) 0.373(2) 0.4958(8) 0.051(4) Uiso 0.50 1 d PD A 1 O16 O 0.16996(19) 0.1302(12) 0.5545(6) 0.035(2) Uiso 0.50 1 d PD A 1 C1B C 0.1365(3) 0.482(3) 0.6842(13) 0.045(10) Uiso 0.50 1 d PD B 2 C2B C 0.1202(3) 0.292(2) 0.7307(10) 0.041(5) Uiso 0.50 1 d PD B 2 H2B H 0.1341 0.1570 0.7432 0.049 Uiso 0.50 1 calc PR B 2 C3B C 0.0835(3) 0.293(2) 0.7602(10) 0.050(5) Uiso 0.50 1 d PD B 2 H3B H 0.0733 0.1603 0.7912 0.059 Uiso 0.50 1 calc PR B 2 C4B C 0.0619(4) 0.495(3) 0.743(2) 0.070(12) Uiso 0.50 1 d PD B 2 C5B C 0.0779(3) 0.691(2) 0.6994(10) 0.053(4) Uiso 0.50 1 d PD B 2 H5B H 0.0647 0.8299 0.6926 0.063 Uiso 0.50 1 calc PR B 2 C6B C 0.1139(3) 0.681(2) 0.6654(11) 0.046(4) Uiso 0.50 1 d PD B 2 H6B H 0.1234 0.8097 0.6291 0.055 Uiso 0.50 1 calc PR B 2 C7B C 0.0226(3) 0.491(3) 0.7755(14) 0.076(9) Uiso 0.50 1 d PD B 2 C8B C -0.0033(3) 0.605(2) 0.7210(10) 0.088(4) Uiso 0.50 1 d PD B 2 H8B H 0.0029 0.6803 0.6580 0.106 Uiso 0.50 1 calc PR B 2 C9B C -0.0401(4) 0.617(3) 0.7550(12) 0.113(5) Uiso 0.50 1 d PD B 2 H9B H -0.0572 0.7072 0.7176 0.135 Uiso 0.50 1 calc PR B 2 C10B C -0.0494(5) 0.502(4) 0.8372(18) 0.122(11) Uiso 0.50 1 d PD B 2 H10B H -0.0741 0.4838 0.8507 0.146 Uiso 0.50 1 calc PR B 2 C11B C -0.0241(4) 0.402(3) 0.9079(13) 0.120(5) Uiso 0.50 1 d PD B 2 H11B H -0.0309 0.3497 0.9750 0.144 Uiso 0.50 1 calc PR B 2 C12B C 0.0133(4) 0.382(3) 0.8722(11) 0.095(4) Uiso 0.50 1 d PD B 2 H12B H 0.0307 0.3000 0.9122 0.114 Uiso 0.50 1 calc PR B 2 C13B C 0.1759(3) 0.480(2) 0.6534(10) 0.038(5) Uiso 0.50 1 d PD B 2 H13C H 0.1903 0.4344 0.7155 0.046 Uiso 0.50 1 calc PR B 2 H13D H 0.1828 0.6399 0.6353 0.046 Uiso 0.50 1 calc PR B 2 C14B C 0.1863(4) 0.322(2) 0.5619(14) 0.029(7) Uiso 0.50 1 d PD B 2 O15B O 0.2150(2) 0.3852(15) 0.5151(7) 0.028(3) Uiso 0.50 1 d PD B 2 O16B O 0.1654(2) 0.1577(14) 0.5287(6) 0.040(2) Uiso 0.50 1 d PD B 2 C21 C 0.26811(11) 0.2802(7) 0.7588(3) 0.0368(10) Uani 1 1 d . . . C22 C 0.24828(12) 0.0740(8) 0.7428(4) 0.0451(12) Uani 1 1 d . . . H22 H 0.2541 -0.0259 0.6869 0.054 Uiso 1 1 calc R . . C23 C 0.21967(12) 0.0162(9) 0.8103(4) 0.0496(12) Uani 1 1 d . . . H23 H 0.2060 -0.1189 0.7970 0.059 Uiso 1 1 calc R . . C24 C 0.21149(13) 0.1543(10) 0.8950(4) 0.0533(13) Uani 1 1 d . . . H24 H 0.1929 0.1113 0.9409 0.064 Uiso 1 1 calc R . . C25 C 0.23119(13) 0.3611(9) 0.9124(4) 0.0538(13) Uani 1 1 d . . . H25 H 0.2255 0.4587 0.9692 0.065 Uiso 1 1 calc R . . C26 C 0.25915(11) 0.4205(8) 0.8453(4) 0.0450(12) Uani 1 1 d . . . H26 H 0.2723 0.5578 0.8582 0.054 Uiso 1 1 calc R . . C27 C 0.29951(10) 0.3442(8) 0.6884(3) 0.0376(10) Uani 1 1 d . . . H27 H 0.3071 0.5052 0.7056 0.045 Uiso 1 1 calc R . . N28 N 0.28828(9) 0.3363(7) 0.5733(2) 0.0377(8) Uani 1 1 d . . . H28A H 0.2885 0.1880 0.5506 0.057 Uiso 1 1 calc R . . H28B H 0.3038 0.4214 0.5352 0.057 Uiso 1 1 calc R . . H28C H 0.2658 0.3950 0.5655 0.057 Uiso 1 1 calc R . . C29 C 0.34821(11) 0.2223(8) 0.8193(3) 0.0404(11) Uani 1 1 d . . . C30 C 0.34276(13) 0.0623(9) 0.8990(4) 0.0529(13) Uani 1 1 d . . . H30 H 0.3295 -0.0737 0.8841 0.063 Uiso 1 1 calc R . . C31 C 0.35635(14) 0.0968(11) 1.0003(4) 0.0644(15) Uani 1 1 d . . . H31 H 0.3518 -0.0137 1.0532 0.077 Uiso 1 1 calc R . . C32 C 0.37650(14) 0.2926(11) 1.0238(4) 0.0624(15) Uani 1 1 d . . . H32 H 0.3865 0.3146 1.0917 0.075 Uiso 1 1 calc R . . C33 C 0.38178(13) 0.4575(10) 0.9447(4) 0.0589(14) Uani 1 1 d . . . H33 H 0.3946 0.5944 0.9610 0.071 Uiso 1 1 calc R . . C34 C 0.36858(12) 0.4248(8) 0.8422(4) 0.0489(12) Uani 1 1 d . . . H34 H 0.3731 0.5353 0.7893 0.059 Uiso 1 1 calc R . . C35 C 0.33245(11) 0.1794(8) 0.7072(3) 0.0391(10) Uani 1 1 d . . . H35 H 0.3233 0.0174 0.7050 0.047 Uiso 1 1 calc R . . N36 N 0.35813(12) 0.2057(10) 0.6199(3) 0.0525(11) Uani 1 1 d . . . O41 O 0.10492(13) 0.2024(9) 0.4127(3) 0.0963(14) Uiso 1 1 d . . . C42 C 0.0696(3) 0.205(2) 0.4634(9) 0.159(4) Uiso 1 1 d . . . H42A H 0.0729 0.1774 0.5393 0.190 Uiso 1 1 calc R . . H42B H 0.0585 0.3592 0.4543 0.190 Uiso 1 1 calc R . . C43 C 0.0476(5) 0.043(5) 0.4225(15) 0.304(10) Uiso 1 1 d . . . H43A H 0.0251 0.0421 0.4604 0.456 Uiso 1 1 calc R . . H43B H 0.0591 -0.1087 0.4285 0.456 Uiso 1 1 calc R . . H43C H 0.0428 0.0775 0.3487 0.456 Uiso 1 1 calc R . . H36A H 0.378(2) 0.133(14) 0.629(6) 0.12(3) Uiso 1 1 d . . . H36B H 0.3717(15) 0.352(11) 0.629(4) 0.069(17) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C21 0.033(2) 0.035(3) 0.042(2) 0.007(2) -0.0021(18) 0.0071(19) C22 0.042(3) 0.043(3) 0.051(3) -0.005(2) 0.005(2) 0.000(2) C23 0.042(3) 0.044(3) 0.062(3) 0.004(3) 0.002(2) -0.012(2) C24 0.048(3) 0.067(4) 0.046(3) 0.008(3) 0.011(2) 0.001(3) C25 0.053(3) 0.059(4) 0.049(3) -0.011(2) 0.007(2) 0.000(3) C26 0.038(2) 0.041(3) 0.057(3) -0.009(2) 0.007(2) 0.002(2) C27 0.033(2) 0.035(2) 0.045(2) -0.002(2) 0.0024(18) 0.0016(19) N28 0.0347(18) 0.036(2) 0.042(2) 0.0001(17) 0.0012(15) 0.0021(16) C29 0.028(2) 0.045(3) 0.048(3) 0.003(2) 0.001(2) 0.009(2) C30 0.052(3) 0.053(3) 0.053(3) 0.005(3) 0.000(2) -0.006(2) C31 0.061(3) 0.072(4) 0.060(3) 0.019(3) 0.000(3) -0.005(3) C32 0.058(3) 0.077(4) 0.052(3) -0.007(3) -0.006(2) 0.002(3) C33 0.052(3) 0.056(3) 0.069(3) -0.007(3) -0.010(3) -0.001(3) C34 0.049(3) 0.041(3) 0.057(3) 0.002(2) -0.005(2) -0.005(2) C35 0.033(2) 0.036(2) 0.049(3) 0.005(2) 0.0045(19) 0.001(2) N36 0.040(2) 0.060(3) 0.058(3) 0.001(2) 0.007(2) 0.007(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.391(11) . ? C1 C6 1.416(12) . ? C1 C13 1.513(10) . ? C2 C3 1.399(11) . ? C3 C4 1.401(12) . ? C4 C5 1.401(13) . ? C4 C7 1.493(10) . ? C5 C6 1.381(11) . ? C7 C8 1.353(15) . ? C7 C12 1.408(14) . ? C8 C9 1.424(15) . ? C9 C10 1.266(18) . ? C10 C11 1.391(17) . ? C11 C12 1.439(16) . ? C13 C14 1.529(11) . ? C14 O15 1.262(10) . ? C14 O16 1.272(11) . ? C1B C2B 1.371(11) . ? C1B C6B 1.419(12) . ? C1B C13B 1.498(11) . ? C2B C3B 1.400(11) . ? C3B C4B 1.408(13) . ? C4B C5B 1.377(13) . ? C4B C7B 1.498(12) . ? C5B C6B 1.391(11) . ? C7B C8B 1.330(15) . ? C7B C12B 1.409(16) . ? C8B C9B 1.420(15) . ? C9B C10B 1.271(18) . ? C10B C11B 1.394(19) . ? C11B C12B 1.450(16) . ? C13B C14B 1.512(10) . ? C14B O15B 1.265(9) . ? C14B O16B 1.271(10) . ? C21 C26 1.390(6) . ? C21 C22 1.391(6) . ? C21 C27 1.505(6) . ? C22 C23 1.395(6) . ? C23 C24 1.358(7) . ? C24 C25 1.394(7) . ? C25 C26 1.378(6) . ? C27 N28 1.496(5) . ? C27 C35 1.542(6) . ? C29 C30 1.368(6) . ? C29 C34 1.398(6) . ? C29 C35 1.531(6) . ? C30 C31 1.371(7) . ? C31 C32 1.365(8) . ? C32 C33 1.380(8) . ? C33 C34 1.379(7) . ? C35 N36 1.462(6) . ? O41 C42 1.450(11) . ? C42 C43 1.32(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 117.9(9) . . ? C2 C1 C13 123.3(11) . . ? C6 C1 C13 118.7(10) . . ? C1 C2 C3 121.8(11) . . ? C4 C3 C2 119.1(10) . . ? C5 C4 C3 120.0(8) . . ? C5 C4 C7 118.8(10) . . ? C3 C4 C7 121.3(10) . . ? C6 C5 C4 120.1(10) . . ? C5 C6 C1 121.0(10) . . ? C8 C7 C12 116.6(9) . . ? C8 C7 C4 123.4(11) . . ? C12 C7 C4 119.7(11) . . ? C7 C8 C9 121.3(13) . . ? C10 C9 C8 122.5(15) . . ? C9 C10 C11 120.7(13) . . ? C10 C11 C12 118.2(13) . . ? C7 C12 C11 120.4(11) . . ? C1 C13 C14 117.0(10) . . ? O15 C14 O16 122.2(11) . . ? O15 C14 C13 120.1(10) . . ? O16 C14 C13 116.4(10) . . ? C2B C1B C6B 116.5(9) . . ? C2B C1B C13B 121.9(11) . . ? C6B C1B C13B 121.6(11) . . ? C1B C2B C3B 122.2(10) . . ? C2B C3B C4B 120.3(10) . . ? C5B C4B C3B 118.4(10) . . ? C5B C4B C7B 122.5(11) . . ? C3B C4B C7B 119.1(11) . . ? C4B C5B C6B 120.2(11) . . ? C5B C6B C1B 122.1(10) . . ? C8B C7B C12B 118.4(11) . . ? C8B C7B C4B 122.2(13) . . ? C12B C7B C4B 119.1(13) . . ? C7B C8B C9B 122.8(13) . . ? C10B C9B C8B 119.1(15) . . ? C9B C10B C11B 122.9(16) . . ? C10B C11B C12B 117.1(14) . . ? C7B C12B C11B 118.4(12) . . ? C1B C13B C14B 117.0(10) . . ? O15B C14B O16B 123.8(10) . . ? O15B C14B C13B 113.8(9) . . ? O16B C14B C13B 121.9(9) . . ? C26 C21 C22 117.8(4) . . ? C26 C21 C27 120.7(4) . . ? C22 C21 C27 121.4(4) . . ? C21 C22 C23 120.4(4) . . ? C24 C23 C22 121.0(4) . . ? C23 C24 C25 119.3(4) . . ? C26 C25 C24 119.9(4) . . ? C25 C26 C21 121.5(4) . . ? N28 C27 C21 111.0(3) . . ? N28 C27 C35 109.4(3) . . ? C21 C27 C35 111.4(3) . . ? C30 C29 C34 118.7(4) . . ? C30 C29 C35 120.5(4) . . ? C34 C29 C35 120.8(4) . . ? C29 C30 C31 121.8(5) . . ? C32 C31 C30 120.3(5) . . ? C31 C32 C33 118.6(5) . . ? C34 C33 C32 121.9(5) . . ? C33 C34 C29 118.7(5) . . ? N36 C35 C29 115.7(3) . . ? N36 C35 C27 109.5(4) . . ? C29 C35 C27 109.1(3) . . ? C43 C42 O41 111.2(13) . . ? _diffrn_measured_fraction_theta_max 0.948 _diffrn_reflns_theta_full 27.86 _diffrn_measured_fraction_theta_full 0.948 _refine_diff_density_max 0.310 _refine_diff_density_min -0.242 _refine_diff_density_rms 0.052 #===END data_imai69_4 _database_code_depnum_ccdc_archive 'CCDC 635748' #data_ima5a9b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H29 N2 O3' _chemical_formula_weight 477.56 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 36.751(8) _cell_length_b 5.6734(12) _cell_length_c 12.304(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.865(7) _cell_angle_gamma 90.00 _cell_volume 2565.1(10) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3632 _cell_measurement_theta_min 1.66 _cell_measurement_theta_max 27.88 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.237 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1012 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9537 _exptl_absorpt_correction_T_max 0.9960 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 'CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7883 _diffrn_reflns_av_R_equivalents 0.0432 _diffrn_reflns_av_sigmaI/netI 0.0881 _diffrn_reflns_limit_h_min -47 _diffrn_reflns_limit_h_max 47 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 27.88 _reflns_number_total 4913 _reflns_number_gt 3632 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The OH hydrogens of the disordered alcohols were not assigned. The atoms of the disordered parts were refined isotropically and the population of 0.5. ; _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^)+(0.1650P)^2^+1.4033P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(2) _refine_ls_number_reflns 4913 _refine_ls_number_parameters 310 _refine_ls_number_restraints 58 _refine_ls_R_factor_all 0.1150 _refine_ls_R_factor_gt 0.0874 _refine_ls_wR_factor_ref 0.2541 _refine_ls_wR_factor_gt 0.2290 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.035 _refine_ls_shift/su_mean 0.003 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 0.8646(3) 0.628(2) 0.1893(9) 0.031(5) Uiso 0.50 1 d PD A 1 C2 C 0.8804(3) 0.820(2) 0.2457(8) 0.032(4) Uiso 0.50 1 d PD A 1 H2 H 0.8658 0.9528 0.2618 0.038 Uiso 0.50 1 calc PR A 1 C3 C 0.9167(2) 0.819(2) 0.2782(8) 0.027(3) Uiso 0.50 1 d PD A 1 H3 H 0.9266 0.9508 0.3158 0.033 Uiso 0.50 1 calc PR A 1 C4 C 0.93838(18) 0.6290(19) 0.2564(7) 0.018(2) Uiso 0.50 1 d PD A 1 C5 C 0.9223(2) 0.439(2) 0.2039(8) 0.027(3) Uiso 0.50 1 d PD A 1 H5 H 0.9364 0.3018 0.1909 0.032 Uiso 0.50 1 calc PR A 1 C6 C 0.8868(2) 0.442(2) 0.1704(8) 0.022(3) Uiso 0.50 1 d PD A 1 H6 H 0.8773 0.3092 0.1325 0.026 Uiso 0.50 1 calc PR A 1 C7 C 0.9775(2) 0.6279(18) 0.2899(7) 0.027(2) Uiso 0.50 1 d PD A 1 C8 C 0.9920(2) 0.4387(17) 0.3461(7) 0.0331(19) Uiso 0.50 1 d PD A 1 H8 H 0.9771 0.3058 0.3602 0.040 Uiso 0.50 1 calc PR A 1 C9 C 1.0282(2) 0.4386(19) 0.3827(8) 0.039(2) Uiso 0.50 1 d PD A 1 H9 H 1.0372 0.3107 0.4250 0.047 Uiso 0.50 1 calc PR A 1 C10 C 1.0508(2) 0.6245(18) 0.3574(8) 0.034(2) Uiso 0.50 1 d PD A 1 H10 H 1.0760 0.6239 0.3759 0.040 Uiso 0.50 1 calc PR A 1 C11 C 1.0351(3) 0.804(2) 0.3056(8) 0.050(3) Uiso 0.50 1 d PD A 1 H11 H 1.0497 0.9380 0.2900 0.059 Uiso 0.50 1 calc PR A 1 C12 C 0.9992(3) 0.809(2) 0.2732(8) 0.045(2) Uiso 0.50 1 d PD A 1 H12 H 0.9898 0.9454 0.2380 0.053 Uiso 0.50 1 calc PR A 1 C13 C 0.8253(3) 0.625(3) 0.1533(9) 0.025(5) Uiso 0.50 1 d PD A 1 H13A H 0.8193 0.4624 0.1307 0.030 Uiso 0.50 1 calc PR A 1 H13B H 0.8104 0.6619 0.2174 0.030 Uiso 0.50 1 calc PR A 1 C14 C 0.8136(3) 0.787(3) 0.0634(10) 0.039(5) Uiso 0.50 1 d PD A 1 O15 O 0.8311(3) 0.981(2) 0.0532(8) 0.034(4) Uiso 0.50 1 d PD A 1 O16 O 0.7853(2) 0.7409(18) 0.0107(7) 0.026(3) Uiso 0.50 1 d PD A 1 C1B C 0.8644(2) 0.679(2) 0.1938(8) 0.020(3) Uiso 0.50 1 d PD B 2 C2B C 0.8775(3) 0.869(2) 0.2550(9) 0.030(4) Uiso 0.50 1 d PD B 2 H2B H 0.8617 0.9972 0.2704 0.036 Uiso 0.50 1 calc PR B 2 C3B C 0.9126(3) 0.874(2) 0.2933(9) 0.037(3) Uiso 0.50 1 d PD B 2 H3B H 0.9207 1.0085 0.3331 0.045 Uiso 0.50 1 calc PR B 2 C4B C 0.9364(2) 0.696(2) 0.2766(9) 0.034(3) Uiso 0.50 1 d PD B 2 C5B C 0.9243(3) 0.509(3) 0.2127(10) 0.045(4) Uiso 0.50 1 d PD B 2 H5B H 0.9404 0.3837 0.1963 0.054 Uiso 0.50 1 calc PR B 2 C6B C 0.8891(3) 0.505(3) 0.1729(11) 0.046(5) Uiso 0.50 1 d PD B 2 H6B H 0.8816 0.3749 0.1292 0.055 Uiso 0.50 1 calc PR B 2 C7B C 0.9744(2) 0.691(2) 0.3207(9) 0.040(3) Uiso 0.50 1 d PD B 2 C8B C 0.9987(5) 0.512(3) 0.2903(14) 0.123(7) Uiso 0.50 1 d PD B 2 H8B H 0.9909 0.3912 0.2418 0.147 Uiso 0.50 1 calc PR B 2 C9B C 1.0351(5) 0.511(4) 0.3322(16) 0.131(8) Uiso 0.50 1 d PD B 2 H9B H 1.0524 0.4003 0.3071 0.158 Uiso 0.50 1 calc PR B 2 C10B C 1.0446(4) 0.678(3) 0.4111(14) 0.081(4) Uiso 0.50 1 d PD B 2 H10B H 1.0661 0.6626 0.4543 0.097 Uiso 0.50 1 calc PR B 2 C11B C 1.0225(4) 0.858(3) 0.4227(14) 0.094(5) Uiso 0.50 1 d PD B 2 H11B H 1.0310 0.9938 0.4606 0.113 Uiso 0.50 1 calc PR B 2 C12B C 0.9879(4) 0.855(3) 0.3821(11) 0.078(4) Uiso 0.50 1 d PD B 2 H12B H 0.9725 0.9827 0.4002 0.094 Uiso 0.50 1 calc PR B 2 C13B C 0.8255(3) 0.671(2) 0.1545(9) 0.022(4) Uiso 0.50 1 d PD B 2 H13C H 0.8204 0.5079 0.1297 0.026 Uiso 0.50 1 calc PR B 2 H13D H 0.8098 0.7007 0.2178 0.026 Uiso 0.50 1 calc PR B 2 C14B C 0.81365(19) 0.8353(18) 0.0652(6) 0.005(2) Uiso 0.50 1 d PD B 2 O15B O 0.8316(2) 1.0259(17) 0.0535(7) 0.019(3) Uiso 0.50 1 d PD B 2 O16B O 0.7861(2) 0.7883(17) 0.0100(6) 0.019(3) Uiso 0.50 1 d PD B 2 C21 C 0.73270(10) 0.8637(8) 0.2588(3) 0.0239(9) Uani 1 1 d . . . C22 C 0.75246(10) 1.0690(8) 0.2443(3) 0.0251(9) Uani 1 1 d . . . H22 H 0.7465 1.1717 0.1858 0.030 Uiso 1 1 calc R . . C23 C 0.78087(11) 1.1253(9) 0.3147(3) 0.0265(9) Uani 1 1 d . . . H23 H 0.7948 1.2635 0.3024 0.032 Uiso 1 1 calc R . . C24 C 0.78910(10) 0.9829(9) 0.4023(3) 0.0286(10) Uani 1 1 d . . . H24 H 0.8080 1.0259 0.4520 0.034 Uiso 1 1 calc R . . C25 C 0.76950(10) 0.7747(9) 0.4177(3) 0.0281(9) Uani 1 1 d . . . H25 H 0.7753 0.6732 0.4769 0.034 Uiso 1 1 calc R . . C26 C 0.74147(10) 0.7179(8) 0.3457(3) 0.0243(9) Uani 1 1 d . . . H26 H 0.7280 0.5768 0.3562 0.029 Uiso 1 1 calc R . . C27 C 0.70129(10) 0.7974(8) 0.1829(3) 0.0244(9) Uani 1 1 d . . . H27 H 0.6934 0.6328 0.1996 0.029 Uiso 1 1 calc R . . N28 N 0.71265(8) 0.8092(8) 0.0668(2) 0.0268(8) Uani 1 1 d . . . H28A H 0.7361 0.7593 0.0615 0.040 Uiso 1 1 calc R . . H28B H 0.7109 0.9605 0.0427 0.040 Uiso 1 1 calc R . . H28C H 0.6979 0.7150 0.0256 0.040 Uiso 1 1 calc R . . C29 C 0.65300(10) 0.9236(8) 0.3111(3) 0.0236(9) Uani 1 1 d . . . C30 C 0.65811(10) 1.0840(8) 0.3941(3) 0.0260(9) Uani 1 1 d . . . H30 H 0.6713 1.2247 0.3804 0.031 Uiso 1 1 calc R . . C31 C 0.64450(11) 1.0447(9) 0.4968(3) 0.0293(9) Uani 1 1 d . . . H31 H 0.6483 1.1581 0.5527 0.035 Uiso 1 1 calc R . . C32 C 0.62539(10) 0.8406(9) 0.5181(3) 0.0291(10) Uani 1 1 d . . . H32 H 0.6159 0.8132 0.5883 0.035 Uiso 1 1 calc R . . C33 C 0.62030(11) 0.6774(9) 0.4366(3) 0.0308(10) Uani 1 1 d . . . H33 H 0.6075 0.5358 0.4513 0.037 Uiso 1 1 calc R . . C34 C 0.63366(10) 0.7169(8) 0.3328(3) 0.0274(9) Uani 1 1 d . . . H34 H 0.6296 0.6039 0.2769 0.033 Uiso 1 1 calc R . . C35 C 0.66854(10) 0.9671(9) 0.1996(3) 0.0238(9) Uani 1 1 d . . . H35 H 0.6783 1.1317 0.1990 0.029 Uiso 1 1 calc R . . N36 N 0.64344(9) 0.9442(9) 0.1075(3) 0.0286(8) Uani 1 1 d . . . O41 O 0.8925(3) 0.950(2) 0.9300(8) 0.0378(12) Uiso 0.50 1 d P C 1 C42 C 0.9233(4) 0.872(2) 0.9674(12) 0.055(2) Uiso 0.50 1 d PD C 1 H42A H 0.9370 0.7958 0.9082 0.066 Uiso 0.50 1 calc PR C 1 H42B H 0.9191 0.7524 1.0246 0.066 Uiso 0.50 1 calc PR C 1 C43 C 0.9454(8) 1.079(4) 1.0148(17) 0.179(12) Uiso 0.50 1 d PD C 1 H43A H 0.9702 1.0260 1.0359 0.215 Uiso 0.50 1 calc PR C 1 H43B H 0.9334 1.1420 1.0801 0.215 Uiso 0.50 1 calc PR C 1 C44 C 0.9474(5) 1.270(3) 0.9265(16) 0.101(5) Uiso 0.50 1 d PD C 1 H44A H 0.9597 1.4099 0.9562 0.152 Uiso 0.50 1 calc PR C 1 H44B H 0.9228 1.3128 0.9023 0.152 Uiso 0.50 1 calc PR C 1 H44C H 0.9611 1.2100 0.8646 0.152 Uiso 0.50 1 calc PR C 1 O41B O 0.8894(3) 0.930(2) 0.9134(8) 0.0378(12) Uiso 0.50 1 d P D 2 C42B C 0.9266(4) 0.962(3) 0.9711(11) 0.055(2) Uiso 0.50 1 d PD D 2 H42C H 0.9336 1.1300 0.9771 0.066 Uiso 0.50 1 calc PR D 2 H42D H 0.9273 0.8882 1.0441 0.066 Uiso 0.50 1 calc PR D 2 C43B C 0.9502(6) 0.829(6) 0.8904(15) 0.158(10) Uiso 0.50 1 d PD D 2 H43C H 0.9573 0.9384 0.8318 0.190 Uiso 0.50 1 calc PR D 2 H43D H 0.9356 0.7010 0.8569 0.190 Uiso 0.50 1 calc PR D 2 C44B C 0.9846(6) 0.723(6) 0.943(2) 0.168(11) Uiso 0.50 1 d PD D 2 H44D H 0.9979 0.6333 0.8880 0.253 Uiso 0.50 1 calc PR D 2 H44E H 0.9778 0.6174 1.0021 0.253 Uiso 0.50 1 calc PR D 2 H44F H 1.0001 0.8495 0.9713 0.253 Uiso 0.50 1 calc PR D 2 H36A H 0.6275(17) 1.056(13) 0.111(5) 0.050 Uiso 1 1 d . . . H36B H 0.6288(17) 0.834(13) 0.121(5) 0.050 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C21 0.0188(17) 0.033(3) 0.0202(17) -0.0017(16) 0.0017(14) 0.0014(17) C22 0.0222(18) 0.035(3) 0.0184(17) 0.0002(17) -0.0022(14) 0.0069(18) C23 0.0252(18) 0.031(3) 0.0233(18) 0.0004(17) 0.0004(15) -0.0021(18) C24 0.0222(18) 0.041(3) 0.0226(18) -0.0053(18) -0.0009(15) -0.0008(18) C25 0.0249(19) 0.038(3) 0.0218(18) 0.0003(18) -0.0003(15) 0.0009(19) C26 0.0241(18) 0.029(2) 0.0193(17) -0.0012(16) 0.0009(14) 0.0015(17) C27 0.0241(18) 0.029(2) 0.0196(17) -0.0018(17) 0.0008(14) 0.0018(17) N28 0.0211(15) 0.038(2) 0.0210(15) -0.0047(16) -0.0027(12) 0.0058(16) C29 0.0221(17) 0.024(2) 0.0242(19) -0.0017(16) -0.0057(15) 0.0070(16) C30 0.0227(18) 0.027(2) 0.0278(19) -0.0016(17) -0.0011(15) -0.0025(17) C31 0.030(2) 0.032(3) 0.0259(19) -0.0060(18) -0.0002(16) -0.0014(18) C32 0.0259(19) 0.037(3) 0.0248(19) 0.0040(18) 0.0028(15) 0.0028(19) C33 0.028(2) 0.027(3) 0.037(2) 0.0031(19) 0.0005(17) 0.0005(18) C34 0.0251(19) 0.029(3) 0.028(2) -0.0031(17) -0.0021(16) 0.0004(17) C35 0.0236(18) 0.032(3) 0.0156(16) -0.0001(16) -0.0014(14) 0.0044(17) N36 0.0231(16) 0.040(2) 0.0231(16) -0.0038(16) -0.0007(13) 0.0048(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.356(14) . ? C1 C2 1.410(15) . ? C1 C13 1.504(10) . ? C2 C3 1.386(10) . ? C3 C4 1.368(14) . ? C4 C5 1.386(14) . ? C4 C7 1.489(9) . ? C5 C6 1.361(10) . ? C7 C12 1.319(13) . ? C7 C8 1.380(12) . ? C8 C9 1.397(11) . ? C9 C10 1.381(13) . ? C10 C11 1.329(14) . ? C11 C12 1.373(13) . ? C13 C14 1.495(13) . ? C14 O16 1.243(11) . ? C14 O15 1.282(13) . ? C1B C6B 1.369(14) . ? C1B C2B 1.397(14) . ? C1B C13B 1.505(9) . ? C2B C3B 1.368(11) . ? C3B C4B 1.354(15) . ? C4B C5B 1.390(16) . ? C4B C7B 1.492(10) . ? C5B C6B 1.377(12) . ? C7B C12B 1.293(15) . ? C7B C8B 1.405(17) . ? C8B C9B 1.425(17) . ? C9B C10B 1.398(18) . ? C10B C11B 1.311(18) . ? C11B C12B 1.360(16) . ? C13B C14B 1.501(12) . ? C14B O16B 1.240(8) . ? C14B O15B 1.276(12) . ? C21 C26 1.386(6) . ? C21 C22 1.386(6) . ? C21 C27 1.521(5) . ? C22 C23 1.383(5) . ? C23 C24 1.378(6) . ? C24 C25 1.398(7) . ? C25 C26 1.386(5) . ? C27 N28 1.496(5) . ? C27 C35 1.557(5) . ? C29 C30 1.378(6) . ? C29 C34 1.399(6) . ? C29 C35 1.514(5) . ? C30 C31 1.385(6) . ? C31 C32 1.381(7) . ? C32 C33 1.376(6) . ? C33 C34 1.393(6) . ? C35 N36 1.456(5) . ? O41 C42 1.296(18) . ? C42 C43 1.538(10) . ? C43 C44 1.539(10) . ? O41B C42B 1.543(17) . ? C42B C43B 1.526(10) . ? C43B C44B 1.535(10) . ? 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 C2 116.1(9) . . ? C6 C1 C13 121.3(11) . . ? C2 C1 C13 122.6(11) . . ? C3 C2 C1 121.8(12) . . ? C4 C3 C2 120.4(10) . . ? C3 C4 C5 117.3(7) . . ? C3 C4 C7 120.8(9) . . ? C5 C4 C7 121.9(9) . . ? C6 C5 C4 122.1(10) . . ? C1 C6 C5 122.3(11) . . ? C12 C7 C8 116.9(8) . . ? C12 C7 C4 122.6(8) . . ? C8 C7 C4 120.4(8) . . ? C7 C8 C9 121.4(9) . . ? C10 C9 C8 120.0(9) . . ? C11 C10 C9 115.8(9) . . ? C10 C11 C12 124.2(11) . . ? C7 C12 C11 121.4(10) . . ? C14 C13 C1 118.6(10) . . ? O16 C14 O15 123.1(12) . . ? O16 C14 C13 119.1(11) . . ? O15 C14 C13 117.3(10) . . ? C6B C1B C2B 115.9(9) . . ? C6B C1B C13B 123.1(11) . . ? C2B C1B C13B 121.0(10) . . ? C3B C2B C1B 121.1(12) . . ? C4B C3B C2B 122.7(12) . . ? C3B C4B C5B 117.0(9) . . ? C3B C4B C7B 124.3(11) . . ? C5B C4B C7B 118.7(10) . . ? C6B C5B C4B 120.5(12) . . ? C1B C6B C5B 122.7(13) . . ? C12B C7B C8B 115.9(11) . . ? C12B C7B C4B 123.1(11) . . ? C8B C7B C4B 120.9(12) . . ? C7B C8B C9B 120.1(16) . . ? C10B C9B C8B 118.2(17) . . ? C11B C10B C9B 117.0(14) . . ? C10B C11B C12B 121.7(16) . . ? C7B C12B C11B 124.9(14) . . ? C14B C13B C1B 118.6(9) . . ? O16B C14B O15B 122.7(8) . . ? O16B C14B C13B 119.5(9) . . ? O15B C14B C13B 117.8(7) . . ? C26 C21 C22 119.0(3) . . ? C26 C21 C27 119.4(4) . . ? C22 C21 C27 121.6(4) . . ? C23 C22 C21 120.4(4) . . ? C22 C23 C24 120.6(4) . . ? C23 C24 C25 119.6(4) . . ? C26 C25 C24 119.3(4) . . ? C21 C26 C25 121.1(4) . . ? N28 C27 C21 110.8(3) . . ? N28 C27 C35 109.0(3) . . ? C21 C27 C35 110.3(3) . . ? C30 C29 C34 118.5(4) . . ? C30 C29 C35 120.9(4) . . ? C34 C29 C35 120.6(4) . . ? C29 C30 C31 121.5(4) . . ? C32 C31 C30 120.0(4) . . ? C33 C32 C31 119.3(4) . . ? C32 C33 C34 120.9(4) . . ? C33 C34 C29 119.8(4) . . ? N36 C35 C29 116.6(3) . . ? N36 C35 C27 108.9(3) . . ? C29 C35 C27 108.8(3) . . ? O41 C42 C43 109.1(15) . . ? C42 C43 C44 107.6(12) . . ? C43B C42B O41B 98.6(12) . . ? C42B C43B C44B 113.2(13) . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 0.762 _refine_diff_density_min -0.367 _refine_diff_density_rms 0.087 #===END data_imai69_5 _database_code_depnum_ccdc_archive 'CCDC 635749' #data_im6351a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H38 N2 O3' _chemical_formula_weight 498.64 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' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 12.2472(13) _cell_length_b 5.6733(6) _cell_length_c 20.771(2) _cell_angle_alpha 90.00 _cell_angle_beta 105.388(2) _cell_angle_gamma 90.00 _cell_volume 1391.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.190 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9630 _exptl_absorpt_correction_T_max 0.9924 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8391 _diffrn_reflns_av_R_equivalents 0.0254 _diffrn_reflns_av_sigmaI/netI 0.0600 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 27.87 _reflns_number_total 5692 _reflns_number_gt 4970 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0452P)^2^+0.4095P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.2(13) _refine_ls_number_reflns 5692 _refine_ls_number_parameters 345 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0649 _refine_ls_R_factor_gt 0.0547 _refine_ls_wR_factor_ref 0.1170 _refine_ls_wR_factor_gt 0.1117 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.035 _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 C1 C 0.91081(18) 0.6680(4) 0.21728(11) 0.0159(5) Uani 1 1 d . . . C2 C 0.9479(2) 0.5023(4) 0.26742(12) 0.0209(5) Uani 1 1 d . . . H2 H 0.9826 0.3652 0.2583 0.025 Uiso 1 1 calc R . . C3 C 0.9341(2) 0.5372(4) 0.33087(12) 0.0224(5) Uani 1 1 d . . . H3 H 0.9588 0.4218 0.3633 0.027 Uiso 1 1 calc R . . C4 C 0.88382(18) 0.7424(5) 0.34717(11) 0.0188(5) Uani 1 1 d . . . C5 C 0.8510(2) 0.9098(4) 0.29703(12) 0.0225(5) Uani 1 1 d . . . H5 H 0.8195 1.0506 0.3063 0.027 Uiso 1 1 calc R . . C6 C 0.8640(2) 0.8733(5) 0.23362(12) 0.0227(5) Uani 1 1 d . . . H6 H 0.8407 0.9896 0.2013 0.027 Uiso 1 1 calc R . . C7 C 0.86158(19) 0.7760(5) 0.41386(11) 0.0208(5) Uani 1 1 d . . . C8 C 0.8968(2) 0.6137(5) 0.46487(12) 0.0311(6) Uani 1 1 d . . . H8 H 0.9377 0.4822 0.4580 0.037 Uiso 1 1 calc R . . C9 C 0.8727(2) 0.6427(6) 0.52599(13) 0.0341(7) Uani 1 1 d . . . H9 H 0.8967 0.5302 0.5593 0.041 Uiso 1 1 calc R . . C10 C 0.8134(2) 0.8369(5) 0.53750(13) 0.0321(7) Uani 1 1 d . . . H10 H 0.7963 0.8556 0.5782 0.038 Uiso 1 1 calc R . . C11 C 0.7799(3) 1.0025(6) 0.48821(14) 0.0416(8) Uani 1 1 d . . . H11 H 0.7414 1.1364 0.4959 0.050 Uiso 1 1 calc R . . C12 C 0.8029(3) 0.9717(6) 0.42711(13) 0.0356(7) Uani 1 1 d . . . H12 H 0.7785 1.0850 0.3940 0.043 Uiso 1 1 calc R . . C13 C 0.91825(18) 0.6221(4) 0.14700(10) 0.0162(5) Uani 1 1 d . . . H13A H 0.8423 0.6287 0.1174 0.019 Uiso 1 1 calc R . . H13B H 0.9460 0.4628 0.1451 0.019 Uiso 1 1 calc R . . C14 C 0.99300(17) 0.7888(4) 0.12007(11) 0.0158(5) Uani 1 1 d . . . O15 O 1.01536(13) 0.7289(3) 0.06630(7) 0.0182(4) Uani 1 1 d . . . O16 O 1.02622(13) 0.9773(3) 0.15057(8) 0.0201(4) Uani 1 1 d . . . C21 C 1.27502(18) 0.3498(4) 0.03212(11) 0.0146(5) Uani 1 1 d . . . C22 C 1.24168(19) 0.5573(4) -0.00370(11) 0.0182(5) Uani 1 1 d . . . H22 H 1.1888 0.6554 0.0075 0.022 Uiso 1 1 calc R . . C23 C 1.28667(19) 0.6182(5) -0.05578(11) 0.0194(5) Uani 1 1 d . . . H23 H 1.2635 0.7563 -0.0796 0.023 Uiso 1 1 calc R . . C24 C 1.36641(19) 0.4741(5) -0.07266(11) 0.0194(5) Uani 1 1 d . . . H24 H 1.3970 0.5161 -0.1075 0.023 Uiso 1 1 calc R . . C25 C 1.40030(19) 0.2680(5) -0.03756(12) 0.0214(5) Uani 1 1 d . . . H25 H 1.4537 0.1709 -0.0487 0.026 Uiso 1 1 calc R . . C26 C 1.35440(18) 0.2066(4) 0.01444(11) 0.0181(5) Uani 1 1 d . . . H26 H 1.3771 0.0674 0.0378 0.022 Uiso 1 1 calc R . . C27 C 1.22764(17) 0.2833(4) 0.08962(11) 0.0146(5) Uani 1 1 d . . . H27 H 1.2547 0.1249 0.1047 0.017 Uiso 1 1 calc R . . N28 N 1.10107(14) 0.2783(3) 0.06824(9) 0.0143(4) Uani 1 1 d . . . H28A H 1.0779 0.2230 0.0267 0.021 Uiso 1 1 calc R . . H28B H 1.0744 0.4236 0.0697 0.021 Uiso 1 1 calc R . . H28C H 1.0756 0.1853 0.0956 0.021 Uiso 1 1 calc R . . C29 C 1.39302(18) 0.4286(4) 0.18026(11) 0.0165(5) Uani 1 1 d . . . C30 C 1.4364(2) 0.2311(5) 0.21760(12) 0.0229(5) Uani 1 1 d . . . H30 H 1.3877 0.1111 0.2228 0.028 Uiso 1 1 calc R . . C31 C 1.5518(2) 0.2103(5) 0.24732(14) 0.0311(6) Uani 1 1 d . . . H31 H 1.5800 0.0770 0.2723 0.037 Uiso 1 1 calc R . . C32 C 1.6246(2) 0.3882(5) 0.23976(14) 0.0324(7) Uani 1 1 d . . . H32 H 1.7018 0.3754 0.2600 0.039 Uiso 1 1 calc R . . C33 C 1.5829(2) 0.5830(5) 0.20253(13) 0.0303(6) Uani 1 1 d . . . H33 H 1.6320 0.7017 0.1970 0.036 Uiso 1 1 calc R . . C34 C 1.46724(19) 0.6040(5) 0.17289(12) 0.0219(5) Uani 1 1 d . . . H34 H 1.4395 0.7374 0.1478 0.026 Uiso 1 1 calc R . . C35 C 1.26673(18) 0.4551(4) 0.14939(11) 0.0158(5) Uani 1 1 d . . . H35 H 1.2537 0.6157 0.1316 0.019 Uiso 1 1 calc R . . N36 N 1.19536(16) 0.4224(4) 0.19519(10) 0.0186(4) Uani 1 1 d . . . O41 O 1.21249(15) 0.9159(3) 0.25678(8) 0.0267(4) Uani 1 1 d . . . H41 H 1.1483 0.9340 0.2326 0.040 Uiso 1 1 calc R . . C42 C 1.2092(2) 0.9174(6) 0.32459(13) 0.0348(7) Uani 1 1 d . . . H42A H 1.1643 0.7858 0.3330 0.042 Uiso 1 1 calc R . . H42B H 1.1745 1.0621 0.3343 0.042 Uiso 1 1 calc R . . C43 C 1.3282(3) 0.8988(6) 0.36876(14) 0.0415(8) Uani 1 1 d . . . H43A H 1.3708 1.0351 0.3609 0.050 Uiso 1 1 calc R . . H43B H 1.3254 0.9045 0.4150 0.050 Uiso 1 1 calc R . . C44 C 1.3909(3) 0.6810(7) 0.35884(15) 0.0501(9) Uani 1 1 d . . . H44A H 1.4004 0.6829 0.3139 0.060 Uiso 1 1 calc R . . H44B H 1.3452 0.5446 0.3625 0.060 Uiso 1 1 calc R . . C45 C 1.5058(3) 0.6537(11) 0.40779(19) 0.0868(16) Uani 1 1 d . . . H45A H 1.4973 0.6465 0.4524 0.130 Uiso 1 1 calc R . . H45B H 1.5526 0.7860 0.4039 0.130 Uiso 1 1 calc R . . H45C H 1.5407 0.5112 0.3982 0.130 Uiso 1 1 calc R . . H36A H 1.213(2) 0.279(5) 0.2185(13) 0.022(7) Uiso 1 1 d . . . H36B H 1.206(3) 0.539(6) 0.2225(15) 0.037(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0116(10) 0.0174(13) 0.0179(11) 0.0001(10) 0.0024(9) -0.0050(9) C2 0.0229(12) 0.0149(12) 0.0263(13) -0.0030(10) 0.0089(10) 0.0015(10) C3 0.0261(13) 0.0203(14) 0.0202(12) 0.0063(10) 0.0051(10) 0.0032(10) C4 0.0146(11) 0.0224(13) 0.0187(12) -0.0017(10) 0.0034(9) -0.0061(10) C5 0.0262(13) 0.0158(13) 0.0276(13) 0.0018(11) 0.0107(11) 0.0043(10) C6 0.0267(13) 0.0202(13) 0.0220(12) 0.0073(10) 0.0081(10) 0.0046(10) C7 0.0181(11) 0.0254(14) 0.0191(12) -0.0027(11) 0.0049(10) -0.0065(10) C8 0.0397(16) 0.0317(16) 0.0250(14) 0.0043(12) 0.0138(12) 0.0082(13) C9 0.0446(17) 0.0359(17) 0.0247(14) 0.0087(13) 0.0143(13) 0.0050(14) C10 0.0340(15) 0.0435(18) 0.0228(13) -0.0079(12) 0.0146(12) -0.0068(13) C11 0.060(2) 0.0360(18) 0.0356(16) 0.0006(14) 0.0256(15) 0.0140(15) C12 0.0519(18) 0.0302(16) 0.0281(14) 0.0051(13) 0.0165(13) 0.0111(14) C13 0.0143(11) 0.0156(12) 0.0177(11) -0.0015(10) 0.0025(9) -0.0003(9) C14 0.0122(10) 0.0189(13) 0.0151(11) 0.0037(10) 0.0013(9) 0.0035(9) O15 0.0176(8) 0.0216(9) 0.0147(8) 0.0021(7) 0.0031(6) 0.0036(7) O16 0.0229(9) 0.0178(9) 0.0201(8) -0.0026(7) 0.0068(7) -0.0059(7) C21 0.0113(10) 0.0164(12) 0.0146(11) -0.0016(9) 0.0005(9) -0.0020(8) C22 0.0137(11) 0.0186(13) 0.0220(12) -0.0030(10) 0.0040(9) 0.0036(9) C23 0.0178(11) 0.0188(13) 0.0198(12) 0.0017(10) 0.0016(9) 0.0003(10) C24 0.0190(11) 0.0252(14) 0.0163(11) 0.0013(10) 0.0089(9) -0.0050(10) C25 0.0148(11) 0.0253(14) 0.0244(12) -0.0020(11) 0.0058(10) 0.0027(10) C26 0.0137(10) 0.0204(13) 0.0195(12) -0.0001(10) 0.0031(9) 0.0018(9) C27 0.0109(10) 0.0140(12) 0.0178(11) 0.0000(10) 0.0022(8) 0.0015(9) N28 0.0144(9) 0.0133(10) 0.0136(9) -0.0004(8) 0.0010(7) -0.0010(8) C29 0.0168(11) 0.0174(13) 0.0147(11) -0.0003(10) 0.0027(9) -0.0008(10) C30 0.0197(12) 0.0174(13) 0.0283(13) 0.0027(10) 0.0003(10) -0.0045(10) C31 0.0263(13) 0.0220(15) 0.0377(15) 0.0083(12) -0.0043(12) 0.0026(11) C32 0.0153(12) 0.0357(17) 0.0395(16) 0.0025(13) -0.0043(11) -0.0034(11) C33 0.0206(13) 0.0319(16) 0.0350(15) 0.0073(12) 0.0011(11) -0.0090(11) C34 0.0173(11) 0.0242(14) 0.0212(12) 0.0045(11) -0.0001(10) -0.0016(10) C35 0.0158(11) 0.0150(12) 0.0160(11) 0.0007(9) 0.0029(9) -0.0012(9) N36 0.0183(10) 0.0189(12) 0.0186(10) -0.0024(10) 0.0051(8) -0.0025(9) O41 0.0287(9) 0.0286(11) 0.0192(8) -0.0013(8) -0.0001(7) -0.0026(9) C42 0.0418(16) 0.0367(18) 0.0264(14) -0.0050(13) 0.0099(13) -0.0012(14) C43 0.0450(17) 0.054(2) 0.0215(14) -0.0032(14) 0.0028(13) -0.0042(16) C44 0.0382(18) 0.067(3) 0.0389(18) 0.0009(17) -0.0014(14) 0.0094(17) C45 0.057(3) 0.129(5) 0.060(3) -0.002(3) -0.009(2) 0.027(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 1.380(3) . ? C1 C2 1.387(3) . ? C1 C13 1.509(3) . ? C2 C3 1.387(3) . ? C3 C4 1.400(3) . ? C4 C5 1.388(3) . ? C4 C7 1.493(3) . ? C5 C6 1.383(3) . ? C7 C8 1.383(4) . ? C7 C12 1.389(4) . ? C8 C9 1.388(3) . ? C9 C10 1.375(4) . ? C10 C11 1.370(4) . ? C11 C12 1.382(4) . ? C13 C14 1.522(3) . ? C14 O16 1.254(3) . ? C14 O15 1.265(3) . ? C21 C26 1.389(3) . ? C21 C22 1.394(3) . ? C21 C27 1.508(3) . ? C22 C23 1.382(3) . ? C23 C24 1.388(3) . ? C24 C25 1.382(4) . ? C25 C26 1.388(3) . ? C27 N28 1.495(3) . ? C27 C35 1.551(3) . ? C29 C34 1.383(3) . ? C29 C30 1.386(3) . ? C29 C35 1.516(3) . ? C30 C31 1.389(3) . ? C31 C32 1.383(4) . ? C32 C33 1.367(4) . ? C33 C34 1.392(3) . ? C35 N36 1.465(3) . ? O41 C42 1.419(3) . ? C42 C43 1.506(4) . ? C43 C44 1.497(5) . ? C44 C45 1.510(4) . ? 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 C2 117.5(2) . . ? C6 C1 C13 121.3(2) . . ? C2 C1 C13 121.2(2) . . ? C3 C2 C1 121.2(2) . . ? C2 C3 C4 121.4(2) . . ? C5 C4 C3 116.5(2) . . ? C5 C4 C7 121.4(2) . . ? C3 C4 C7 122.0(2) . . ? C6 C5 C4 121.9(2) . . ? C1 C6 C5 121.4(2) . . ? C8 C7 C12 116.9(2) . . ? C8 C7 C4 122.0(2) . . ? C12 C7 C4 121.1(2) . . ? C7 C8 C9 121.5(3) . . ? C10 C9 C8 120.3(3) . . ? C11 C10 C9 119.2(2) . . ? C10 C11 C12 120.4(3) . . ? C11 C12 C7 121.7(3) . . ? C1 C13 C14 116.40(19) . . ? O16 C14 O15 123.9(2) . . ? O16 C14 C13 119.4(2) . . ? O15 C14 C13 116.7(2) . . ? C26 C21 C22 118.6(2) . . ? C26 C21 C27 120.4(2) . . ? C22 C21 C27 120.9(2) . . ? C23 C22 C21 120.5(2) . . ? C22 C23 C24 120.2(2) . . ? C25 C24 C23 119.9(2) . . ? C24 C25 C26 119.7(2) . . ? C25 C26 C21 121.0(2) . . ? N28 C27 C21 110.86(17) . . ? N28 C27 C35 108.98(17) . . ? C21 C27 C35 112.01(18) . . ? C34 C29 C30 118.5(2) . . ? C34 C29 C35 120.6(2) . . ? C30 C29 C35 120.9(2) . . ? C29 C30 C31 120.7(2) . . ? C32 C31 C30 119.9(2) . . ? C33 C32 C31 119.9(2) . . ? C32 C33 C34 120.2(2) . . ? C29 C34 C33 120.7(2) . . ? N36 C35 C29 115.49(18) . . ? N36 C35 C27 109.24(18) . . ? C29 C35 C27 109.86(18) . . ? O41 C42 C43 109.1(2) . . ? C44 C43 C42 115.0(3) . . ? C43 C44 C45 114.4(3) . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.240 _refine_diff_density_min -0.197 _refine_diff_density_rms 0.047 #===END