# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2008 data_global _journal_coden_Cambridge 440 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'A. W. Coleman' 'Pierre Falson' 'Said Jebors' 'Antoine Leydier' 'Rima Matar' 'Cyrille Mbemba' 'Oleksandr Shkurenko' 'Kinga Suwinska' _publ_contact_author_name 'Dr A W Coleman' _publ_contact_author_email AW.COLEMAN@IBCP.FR _publ_section_title ; Tri-Anionic Calix[4]arene Monoalkyl Deriavtives: Synthesis, Solid-State Structures and Self-Assembly Properties ; # Attachment 'c5h11last.doc' data_2e _database_code_depnum_ccdc_archive 'CCDC 693571' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H37 N3 O4, 0.5(H2 O)' _chemical_formula_sum 'C39 H38 N3 O4.50' _chemical_formula_weight 620.72 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 2' 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 17.6804(2) _cell_length_b 18.0029(4) _cell_length_c 10.2337(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3257.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 33143 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.264 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 0.083 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 KappaApexII _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 48183 _diffrn_reflns_av_R_equivalents 0.074 _diffrn_reflns_av_sigmaI/netI 0.0522 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 27.43 _reflns_number_total 7416 _reflns_number_gt 5345 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.1119P)^2^+3.3843P] 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 7416 _refine_ls_number_parameters 421 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.120 _refine_ls_R_factor_gt 0.085 _refine_ls_wR_factor_ref 0.231 _refine_ls_wR_factor_gt 0.210 _refine_ls_goodness_of_fit_ref 1.03 _refine_ls_restrained_S_all 1.03 _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 0.89435(18) 0.1721(2) 0.5175(3) 0.0282(7) Uani 1 1 d . . . C2 C 0.9130(2) 0.1049(2) 0.4596(4) 0.0295(8) Uani 1 1 d . . . C3 C 0.9565(2) 0.1061(2) 0.3468(4) 0.0334(9) Uani 1 1 d . . . H3 H 0.9696 0.0607 0.3054 0.040 Uiso 1 1 calc R . . C4 C 0.98123(19) 0.1725(2) 0.2936(3) 0.0330(7) Uani 1 1 d . . . H4 H 1.0123 0.1724 0.2179 0.040 Uiso 1 1 calc R . . C5 C 0.9605(2) 0.2391(2) 0.3509(4) 0.0293(8) Uani 1 1 d . . . H5 H 0.9768 0.2845 0.3131 0.035 Uiso 1 1 calc R . . C6 C 0.9158(2) 0.2404(2) 0.4639(4) 0.0297(8) Uani 1 1 d . . . C7 C 0.8877(2) 0.3139(2) 0.5165(4) 0.0330(9) Uani 1 1 d . . . H7A H 0.8725 0.3076 0.6090 0.040 Uiso 1 1 calc R . . H7B H 0.9292 0.3507 0.5133 0.040 Uiso 1 1 calc R . . C8 C 0.7477(2) 0.3179(2) 0.4611(4) 0.0305(8) Uani 1 1 d . . . C9 C 0.8211(2) 0.34281(19) 0.4391(4) 0.0303(8) Uani 1 1 d . . . C10 C 0.8325(2) 0.3944(2) 0.3397(4) 0.0337(9) Uani 1 1 d . . . H10 H 0.8822 0.4122 0.3235 0.040 Uiso 1 1 calc R . . C11 C 0.7732(3) 0.4207(2) 0.2637(4) 0.0347(9) Uani 1 1 d . . . C12 C 0.7010(3) 0.3940(2) 0.2864(4) 0.0347(9) Uani 1 1 d . . . H12 H 0.6602 0.4113 0.2342 0.042 Uiso 1 1 calc R . . C13 C 0.6870(2) 0.3421(2) 0.3845(4) 0.0326(9) Uani 1 1 d . . . C14 C 0.6066(2) 0.3145(2) 0.4074(4) 0.0357(9) Uani 1 1 d . . . H14A H 0.5982 0.3079 0.5023 0.043 Uiso 1 1 calc R . . H14B H 0.5703 0.3524 0.3758 0.043 Uiso 1 1 calc R . . C15 C 0.59878(18) 0.1723(2) 0.4009(3) 0.0290(7) Uani 1 1 d . . . C16 C 0.5913(2) 0.2414(2) 0.3376(4) 0.0304(8) Uani 1 1 d . . . C17 C 0.5704(2) 0.2405(2) 0.2063(4) 0.0348(9) Uani 1 1 d . . . H17 H 0.5655 0.2863 0.1610 0.042 Uiso 1 1 calc R . . C18 C 0.5566(2) 0.1755(3) 0.1404(4) 0.0379(8) Uani 1 1 d . . . C19 C 0.5659(2) 0.1076(2) 0.2050(4) 0.0337(9) Uani 1 1 d . . . H19 H 0.5573 0.0625 0.1591 0.040 Uiso 1 1 calc R . . C20 C 0.5876(2) 0.1053(2) 0.3351(4) 0.0305(8) Uani 1 1 d . . . C21 C 0.6029(2) 0.0307(2) 0.3994(4) 0.0347(9) Uani 1 1 d . . . H21A H 0.5940 0.0353 0.4946 0.042 Uiso 1 1 calc R . . H21B H 0.5667 -0.0063 0.3648 0.042 Uiso 1 1 calc R . . C22 C 0.7431(2) 0.0273(2) 0.4537(4) 0.0300(8) Uani 1 1 d . . . C23 C 0.6826(2) 0.0028(2) 0.3770(4) 0.0316(9) Uani 1 1 d . . . C24 C 0.6978(3) -0.0472(2) 0.2766(4) 0.0367(10) Uani 1 1 d . . . H24 H 0.6573 -0.0634 0.2226 0.044 Uiso 1 1 calc R . . C25 C 0.7696(3) -0.0739(2) 0.2527(4) 0.0353(9) Uani 1 1 d . . . C26 C 0.8289(2) -0.0479(2) 0.3287(4) 0.0363(9) Uani 1 1 d . . . H26 H 0.8787 -0.0650 0.3108 0.044 Uiso 1 1 calc R . . C27 C 0.8179(2) 0.00225(19) 0.4299(4) 0.0297(8) Uani 1 1 d . . . C28 C 0.8831(2) 0.0302(2) 0.5114(4) 0.0368(9) Uani 1 1 d . . . H28A H 0.9244 -0.0069 0.5101 0.044 Uiso 1 1 calc R . . H28B H 0.8663 0.0363 0.6030 0.044 Uiso 1 1 calc R . . C29 C 0.7852(3) 0.4825(2) 0.1627(5) 0.0446(11) Uani 1 1 d . . . H29A H 0.7401 0.4856 0.1054 0.053 Uiso 1 1 calc R . . H29B H 0.7904 0.5307 0.2086 0.053 Uiso 1 1 calc R . . C30 C 0.8517(4) 0.4699(3) 0.0830(5) 0.0596(14) Uani 1 1 d . . . C31 C 0.5309(2) 0.1770(3) -0.0025(4) 0.0464(10) Uani 1 1 d . . . H31A H 0.4992 0.1328 -0.0195 0.056 Uiso 1 1 calc R . . H31B H 0.4990 0.2215 -0.0164 0.056 Uiso 1 1 calc R . . C32 C 0.5917(3) 0.1781(3) -0.0948(4) 0.0497(11) Uani 1 1 d . . . C33 C 0.7843(3) -0.1323(3) 0.1497(5) 0.0508(12) Uani 1 1 d . . . H33A H 0.7909 -0.1810 0.1932 0.061 Uiso 1 1 calc R . . H33B H 0.7394 -0.1358 0.0922 0.061 Uiso 1 1 calc R . . C34 C 0.8507(3) -0.1175(3) 0.0692(5) 0.0581(14) Uani 1 1 d . . . C35 C 0.8881(2) 0.1699(4) 0.7506(4) 0.0516(11) Uani 1 1 d . . . H35A H 0.9220 0.2134 0.7601 0.062 Uiso 1 1 calc R . . H35B H 0.9193 0.1243 0.7540 0.062 Uiso 1 1 calc R . . C36 C 0.8308(3) 0.1692(5) 0.8595(4) 0.0653(15) Uani 1 1 d . . . H36A H 0.7864 0.1397 0.8316 0.078 Uiso 1 1 calc R . . H36B H 0.8134 0.2207 0.8757 0.078 Uiso 1 1 calc R . . C37 C 0.8621(4) 0.1365(5) 0.9886(6) 0.087(2) Uani 1 1 d . . . H37A H 0.9045 0.1676 1.0201 0.105 Uiso 1 1 calc R . . H37B H 0.8818 0.0858 0.9723 0.105 Uiso 1 1 calc R . . C38 C 0.7934(6) 0.1327(5) 1.1058(8) 0.108(3) Uani 1 1 d . . . H38A H 0.7474 0.1081 1.0718 0.130 Uiso 1 1 calc R . . H38B H 0.8115 0.1051 1.1836 0.130 Uiso 1 1 calc R . . C39 C 0.7794(5) 0.2041(6) 1.1357(10) 0.138(4) Uani 1 1 d . . . H39A H 0.8272 0.2314 1.1410 0.208 Uiso 1 1 calc R . . H39B H 0.7533 0.2067 1.2201 0.208 Uiso 1 1 calc R . . H39C H 0.7474 0.2262 1.0678 0.208 Uiso 1 1 calc R . . O1 O 0.84882(14) 0.17384(18) 0.6290(2) 0.0347(6) Uani 1 1 d . . . O2 O 0.73219(16) 0.26834(15) 0.5599(3) 0.0352(6) Uani 1 1 d . . . H2 H 0.7724 0.2576 0.5993 0.053 Uiso 1 1 calc R . . O1W O 0.0000 0.0000 0.8104(10) 0.111(3) Uani 1 2 d S . . O3 O 0.61648(15) 0.16954(18) 0.5327(2) 0.0376(6) Uani 1 1 d . . . H3A H 0.6218 0.2129 0.5615 0.056 Uiso 1 1 calc R . . O4 O 0.73177(16) 0.07438(14) 0.5562(3) 0.0347(6) Uani 1 1 d . . . H4A H 0.6855 0.0843 0.5625 0.052 Uiso 1 1 calc R . . N1 N 0.9024(4) 0.4587(4) 0.0190(6) 0.094(2) Uani 1 1 d . . . N2 N 0.6392(3) 0.1798(5) -0.1705(4) 0.0933(19) Uani 1 1 d . . . N3 N 0.9051(3) -0.1028(4) 0.0100(5) 0.0830(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 0.0222(15) 0.0356(17) 0.0267(15) 0.0039(18) -0.0005(12) 0.0011(16) C2 0.0228(17) 0.0316(19) 0.034(2) 0.0084(17) -0.0051(16) 0.0020(14) C3 0.0258(19) 0.035(2) 0.039(2) -0.0052(18) 0.0002(17) 0.0083(15) C4 0.0267(17) 0.0414(19) 0.0310(17) 0.003(2) 0.0008(14) 0.0045(18) C5 0.0298(19) 0.0301(18) 0.0279(19) 0.0073(16) -0.0011(16) -0.0038(15) C6 0.0250(18) 0.0342(19) 0.0298(19) 0.0040(17) -0.0052(16) -0.0052(15) C7 0.035(2) 0.030(2) 0.0337(19) -0.0005(16) -0.0055(16) -0.0017(15) C8 0.037(2) 0.0238(18) 0.0303(17) -0.0045(17) 0.0015(15) -0.0014(15) C9 0.0350(19) 0.0241(19) 0.0318(19) -0.0067(15) 0.0021(16) -0.0023(14) C10 0.040(2) 0.0218(17) 0.039(2) -0.0096(17) 0.0055(18) -0.0043(15) C11 0.045(2) 0.0259(18) 0.033(2) 0.0023(16) 0.0035(19) 0.0006(16) C12 0.043(2) 0.0292(19) 0.032(2) -0.0030(16) -0.0018(18) 0.0040(17) C13 0.036(2) 0.029(2) 0.0332(19) -0.0036(15) 0.0034(16) 0.0041(15) C14 0.032(2) 0.036(2) 0.039(2) -0.0033(18) 0.0066(16) 0.0047(16) C15 0.0203(15) 0.0337(17) 0.0329(17) 0.0010(18) 0.0035(13) 0.0020(16) C16 0.0215(18) 0.0320(19) 0.038(2) 0.0016(17) 0.0033(16) 0.0026(14) C17 0.029(2) 0.037(2) 0.039(2) 0.0079(18) 0.0006(17) 0.0060(16) C18 0.0262(17) 0.053(2) 0.0344(18) -0.001(2) -0.0015(14) 0.004(2) C19 0.0232(19) 0.042(2) 0.036(2) -0.0055(18) -0.0023(16) 0.0011(16) C20 0.0227(17) 0.0324(19) 0.036(2) 0.0030(17) 0.0042(16) 0.0003(14) C21 0.033(2) 0.0277(19) 0.044(2) 0.0050(17) -0.0029(18) -0.0049(16) C22 0.0312(19) 0.0267(18) 0.0321(19) 0.0044(17) 0.0020(16) -0.0007(15) C23 0.034(2) 0.0237(17) 0.037(2) 0.0069(16) -0.0035(18) -0.0032(15) C24 0.041(2) 0.0263(19) 0.042(2) 0.0058(17) -0.0054(19) -0.0070(16) C25 0.046(2) 0.0285(19) 0.031(2) 0.0048(17) -0.0031(19) 0.0037(17) C26 0.037(2) 0.0278(18) 0.044(2) 0.0040(18) 0.0051(19) 0.0052(16) C27 0.0304(19) 0.0220(17) 0.037(2) 0.0090(15) -0.0046(16) -0.0004(14) C28 0.032(2) 0.032(2) 0.046(2) 0.0123(18) -0.0052(18) 0.0017(16) C29 0.055(3) 0.038(2) 0.041(2) 0.006(2) 0.005(2) -0.005(2) C30 0.069(4) 0.068(3) 0.041(3) 0.022(3) -0.001(3) 0.004(3) C31 0.035(2) 0.066(3) 0.039(2) 0.000(2) -0.0125(17) 0.007(2) C32 0.048(2) 0.067(3) 0.034(2) 0.002(2) -0.0142(19) 0.000(3) C33 0.069(3) 0.038(2) 0.045(3) -0.004(2) -0.010(2) 0.004(2) C34 0.057(3) 0.078(4) 0.039(3) -0.016(3) -0.015(3) 0.020(3) C35 0.037(2) 0.085(3) 0.0320(19) 0.007(3) -0.0072(17) -0.012(3) C36 0.036(2) 0.125(5) 0.035(2) -0.005(3) 0.0000(18) -0.017(3) C37 0.091(5) 0.124(6) 0.047(3) 0.003(4) 0.009(3) 0.007(4) C38 0.145(8) 0.086(5) 0.093(5) 0.027(5) -0.071(6) -0.019(5) C39 0.102(6) 0.160(8) 0.153(9) -0.102(7) -0.059(6) 0.060(6) O1 0.0289(12) 0.0511(15) 0.0242(11) 0.0002(14) -0.0005(10) -0.0010(14) O2 0.0346(15) 0.0368(14) 0.0342(15) 0.0096(13) -0.0003(13) 0.0031(12) O1W 0.100(5) 0.097(5) 0.136(7) 0.000 0.000 0.012(4) O3 0.0416(14) 0.0441(14) 0.0271(12) -0.0033(14) 0.0048(11) 0.0022(14) O4 0.0290(14) 0.0327(14) 0.0424(16) -0.0014(13) 0.0013(13) 0.0005(11) N1 0.087(4) 0.123(5) 0.071(3) 0.049(3) 0.030(3) 0.035(4) N2 0.064(3) 0.177(6) 0.039(2) 0.009(4) -0.001(2) -0.008(4) N3 0.057(3) 0.134(5) 0.058(3) -0.019(3) 0.000(3) 0.017(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 C2 1.386(6) . ? C1 O1 1.397(4) . ? C1 C6 1.399(5) . ? C2 C3 1.389(6) . ? C2 C28 1.539(5) . ? C3 C4 1.384(6) . ? C3 H3 0.9500 . ? C4 C5 1.383(6) . ? C4 H4 0.9500 . ? C5 C6 1.400(5) . ? C5 H5 0.9500 . ? C6 C7 1.513(6) . ? C7 C9 1.511(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 O2 1.376(5) . ? C8 C9 1.392(5) . ? C8 C13 1.398(5) . ? C9 C10 1.392(6) . ? C10 C11 1.389(6) . ? C10 H10 0.9500 . ? C11 C12 1.384(6) . ? C11 C29 1.533(6) . ? C12 C13 1.393(6) . ? C12 H12 0.9500 . ? C13 C14 1.525(6) . ? C14 C16 1.522(6) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 O3 1.385(4) . ? C15 C20 1.396(6) . ? C15 C16 1.408(6) . ? C16 C17 1.394(6) . ? C17 C18 1.373(6) . ? C17 H17 0.9500 . ? C18 C19 1.399(6) . ? C18 C31 1.532(5) . ? C19 C20 1.386(6) . ? C19 H19 0.9500 . ? C20 C21 1.520(5) . ? C21 C23 1.512(6) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 O4 1.363(5) . ? C22 C23 1.398(5) . ? C22 C27 1.419(5) . ? C23 C24 1.392(6) . ? C24 C25 1.381(6) . ? C24 H24 0.9500 . ? C25 C26 1.386(6) . ? C25 C33 1.510(6) . ? C26 C27 1.388(6) . ? C26 H26 0.9500 . ? C27 C28 1.509(6) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.449(8) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 N1 1.128(7) . ? C31 C32 1.431(6) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 N2 1.143(6) . ? C33 C34 1.458(8) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 N3 1.167(8) . ? C35 O1 1.427(4) . ? C35 C36 1.506(6) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.550(8) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.708(12) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39 1.345(11) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? O2 H2 0.8400 . ? O3 H3A 0.8400 . ? O4 H4A 0.8400 . ? 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 O1 120.4(4) . . ? C2 C1 C6 122.4(3) . . ? O1 C1 C6 117.2(4) . . ? C1 C2 C3 118.2(3) . . ? C1 C2 C28 122.3(4) . . ? C3 C2 C28 119.4(4) . . ? C4 C3 C2 121.0(4) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C5 C4 C3 119.9(3) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 120.9(3) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C1 C6 C5 117.5(3) . . ? C1 C6 C7 122.7(4) . . ? C5 C6 C7 119.6(3) . . ? C9 C7 C6 111.8(3) . . ? C9 C7 H7A 109.3 . . ? C6 C7 H7A 109.3 . . ? C9 C7 H7B 109.3 . . ? C6 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? O2 C8 C9 120.9(3) . . ? O2 C8 C13 117.5(3) . . ? C9 C8 C13 121.6(4) . . ? C8 C9 C10 117.9(4) . . ? C8 C9 C7 122.0(3) . . ? C10 C9 C7 120.0(4) . . ? C11 C10 C9 121.9(4) . . ? C11 C10 H10 119.1 . . ? C9 C10 H10 119.1 . . ? C12 C11 C10 118.9(4) . . ? C12 C11 C29 119.5(4) . . ? C10 C11 C29 121.4(4) . . ? C11 C12 C13 121.2(4) . . ? C11 C12 H12 119.4 . . ? C13 C12 H12 119.4 . . ? C12 C13 C8 118.5(4) . . ? C12 C13 C14 119.6(4) . . ? C8 C13 C14 121.9(3) . . ? C16 C14 C13 112.0(3) . . ? C16 C14 H14A 109.2 . . ? C13 C14 H14A 109.2 . . ? C16 C14 H14B 109.2 . . ? C13 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? O3 C15 C20 118.1(4) . . ? O3 C15 C16 120.1(4) . . ? C20 C15 C16 121.8(3) . . ? C17 C16 C15 117.3(4) . . ? C17 C16 C14 120.6(4) . . ? C15 C16 C14 122.1(4) . . ? C18 C17 C16 122.0(4) . . ? C18 C17 H17 119.0 . . ? C16 C17 H17 119.0 . . ? C17 C18 C19 119.5(3) . . ? C17 C18 C31 120.4(4) . . ? C19 C18 C31 120.1(4) . . ? C20 C19 C18 120.8(4) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C19 C20 C15 118.5(4) . . ? C19 C20 C21 119.4(4) . . ? C15 C20 C21 121.9(4) . . ? C23 C21 C20 113.2(3) . . ? C23 C21 H21A 108.9 . . ? C20 C21 H21A 108.9 . . ? C23 C21 H21B 108.9 . . ? C20 C21 H21B 108.9 . . ? H21A C21 H21B 107.8 . . ? O4 C22 C23 121.1(3) . . ? O4 C22 C27 117.8(3) . . ? C23 C22 C27 121.1(4) . . ? C24 C23 C22 118.1(4) . . ? C24 C23 C21 120.4(4) . . ? C22 C23 C21 121.5(4) . . ? C25 C24 C23 122.3(4) . . ? C25 C24 H24 118.9 . . ? C23 C24 H24 118.9 . . ? C24 C25 C26 118.6(4) . . ? C24 C25 C33 121.6(4) . . ? C26 C25 C33 119.7(4) . . ? C25 C26 C27 122.2(4) . . ? C25 C26 H26 118.9 . . ? C27 C26 H26 118.9 . . ? C26 C27 C22 117.7(4) . . ? C26 C27 C28 121.5(4) . . ? C22 C27 C28 120.7(4) . . ? C27 C28 C2 111.3(3) . . ? C27 C28 H28A 109.4 . . ? C2 C28 H28A 109.4 . . ? C27 C28 H28B 109.4 . . ? C2 C28 H28B 109.4 . . ? H28A C28 H28B 108.0 . . ? C30 C29 C11 112.2(4) . . ? C30 C29 H29A 109.2 . . ? C11 C29 H29A 109.2 . . ? C30 C29 H29B 109.2 . . ? C11 C29 H29B 109.2 . . ? H29A C29 H29B 107.9 . . ? N1 C30 C29 178.1(7) . . ? C32 C31 C18 114.1(3) . . ? C32 C31 H31A 108.7 . . ? C18 C31 H31A 108.7 . . ? C32 C31 H31B 108.7 . . ? C18 C31 H31B 108.7 . . ? H31A C31 H31B 107.6 . . ? N2 C32 C31 178.5(6) . . ? C34 C33 C25 113.9(4) . . ? C34 C33 H33A 108.8 . . ? C25 C33 H33A 108.8 . . ? C34 C33 H33B 108.8 . . ? C25 C33 H33B 108.8 . . ? H33A C33 H33B 107.7 . . ? N3 C34 C33 176.2(6) . . ? O1 C35 C36 108.5(3) . . ? O1 C35 H35A 110.0 . . ? C36 C35 H35A 110.0 . . ? O1 C35 H35B 110.0 . . ? C36 C35 H35B 110.0 . . ? H35A C35 H35B 108.4 . . ? C35 C36 C37 113.2(5) . . ? C35 C36 H36A 108.9 . . ? C37 C36 H36A 108.9 . . ? C35 C36 H36B 108.9 . . ? C37 C36 H36B 108.9 . . ? H36A C36 H36B 107.8 . . ? C36 C37 C38 111.1(5) . . ? C36 C37 H37A 109.4 . . ? C38 C37 H37A 109.4 . . ? C36 C37 H37B 109.4 . . ? C38 C37 H37B 109.4 . . ? H37A C37 H37B 108.0 . . ? C39 C38 C37 104.7(8) . . ? C39 C38 H38A 110.8 . . ? C37 C38 H38A 110.8 . . ? C39 C38 H38B 110.8 . . ? C37 C38 H38B 110.8 . . ? H38A C38 H38B 108.9 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C1 O1 C35 115.5(3) . . ? C8 O2 H2 109.5 . . ? C15 O3 H3A 109.5 . . ? C22 O4 H4A 109.5 . . ? 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 O1 C1 C2 C3 178.2(3) . . . . ? C6 C1 C2 C3 2.1(5) . . . . ? O1 C1 C2 C28 1.9(5) . . . . ? C6 C1 C2 C28 -174.1(4) . . . . ? C1 C2 C3 C4 0.4(5) . . . . ? C28 C2 C3 C4 176.7(3) . . . . ? C2 C3 C4 C5 -2.0(5) . . . . ? C3 C4 C5 C6 1.2(5) . . . . ? C2 C1 C6 C5 -2.9(5) . . . . ? O1 C1 C6 C5 -179.1(3) . . . . ? C2 C1 C6 C7 172.1(4) . . . . ? O1 C1 C6 C7 -4.1(5) . . . . ? C4 C5 C6 C1 1.2(5) . . . . ? C4 C5 C6 C7 -174.0(3) . . . . ? C1 C6 C7 C9 -97.1(4) . . . . ? C5 C6 C7 C9 77.8(4) . . . . ? O2 C8 C9 C10 -178.3(3) . . . . ? C13 C8 C9 C10 1.5(5) . . . . ? O2 C8 C9 C7 3.5(5) . . . . ? C13 C8 C9 C7 -176.6(3) . . . . ? C6 C7 C9 C8 81.7(4) . . . . ? C6 C7 C9 C10 -96.5(4) . . . . ? C8 C9 C10 C11 -0.2(5) . . . . ? C7 C9 C10 C11 178.0(4) . . . . ? C9 C10 C11 C12 -0.9(6) . . . . ? C9 C10 C11 C29 174.6(4) . . . . ? C10 C11 C12 C13 0.7(6) . . . . ? C29 C11 C12 C13 -174.8(4) . . . . ? C11 C12 C13 C8 0.6(6) . . . . ? C11 C12 C13 C14 179.4(4) . . . . ? O2 C8 C13 C12 178.1(3) . . . . ? C9 C8 C13 C12 -1.7(5) . . . . ? O2 C8 C13 C14 -0.7(5) . . . . ? C9 C8 C13 C14 179.4(3) . . . . ? C12 C13 C14 C16 96.3(4) . . . . ? C8 C13 C14 C16 -84.9(5) . . . . ? O3 C15 C16 C17 -177.4(3) . . . . ? C20 C15 C16 C17 1.5(5) . . . . ? O3 C15 C16 C14 3.6(5) . . . . ? C20 C15 C16 C14 -177.5(4) . . . . ? C13 C14 C16 C17 -83.7(4) . . . . ? C13 C14 C16 C15 95.2(4) . . . . ? C15 C16 C17 C18 0.7(6) . . . . ? C14 C16 C17 C18 179.7(3) . . . . ? C16 C17 C18 C19 -2.0(5) . . . . ? C16 C17 C18 C31 177.7(4) . . . . ? C17 C18 C19 C20 1.1(5) . . . . ? C31 C18 C19 C20 -178.6(4) . . . . ? C18 C19 C20 C15 1.0(6) . . . . ? C18 C19 C20 C21 -175.4(3) . . . . ? O3 C15 C20 C19 176.6(3) . . . . ? C16 C15 C20 C19 -2.3(5) . . . . ? O3 C15 C20 C21 -7.1(5) . . . . ? C16 C15 C20 C21 174.0(3) . . . . ? C19 C20 C21 C23 84.8(4) . . . . ? C15 C20 C21 C23 -91.4(5) . . . . ? O4 C22 C23 C24 -177.9(3) . . . . ? C27 C22 C23 C24 0.3(5) . . . . ? O4 C22 C23 C21 3.4(5) . . . . ? C27 C22 C23 C21 -178.4(4) . . . . ? C20 C21 C23 C24 -96.3(4) . . . . ? C20 C21 C23 C22 82.4(5) . . . . ? C22 C23 C24 C25 1.3(6) . . . . ? C21 C23 C24 C25 180.0(4) . . . . ? C23 C24 C25 C26 -2.4(6) . . . . ? C23 C24 C25 C33 175.6(4) . . . . ? C24 C25 C26 C27 2.0(6) . . . . ? C33 C25 C26 C27 -176.0(4) . . . . ? C25 C26 C27 C22 -0.5(6) . . . . ? C25 C26 C27 C28 -179.8(4) . . . . ? O4 C22 C27 C26 177.6(3) . . . . ? C23 C22 C27 C26 -0.7(5) . . . . ? O4 C22 C27 C28 -3.1(5) . . . . ? C23 C22 C27 C28 178.7(3) . . . . ? C26 C27 C28 C2 95.4(4) . . . . ? C22 C27 C28 C2 -84.0(5) . . . . ? C1 C2 C28 C27 101.1(4) . . . . ? C3 C2 C28 C27 -75.1(5) . . . . ? C12 C11 C29 C30 -138.4(5) . . . . ? C10 C11 C29 C30 46.2(6) . . . . ? C11 C29 C30 N1 79(19) . . . . ? C17 C18 C31 C32 88.0(6) . . . . ? C19 C18 C31 C32 -92.3(5) . . . . ? C18 C31 C32 N2 -154(28) . . . . ? C24 C25 C33 C34 136.4(5) . . . . ? C26 C25 C33 C34 -45.6(6) . . . . ? C25 C33 C34 N3 16(10) . . . . ? O1 C35 C36 C37 158.6(6) . . . . ? C35 C36 C37 C38 -176.9(6) . . . . ? C36 C37 C38 C39 -68.7(9) . . . . ? C2 C1 O1 C35 89.7(5) . . . . ? C6 C1 O1 C35 -94.0(5) . . . . ? C36 C35 O1 C1 -177.6(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2 O1 0.84 2.05 2.765(4) 143.1 . O3 H3A O2 0.84 2.19 2.725(4) 121.3 . O4 H4A O3 0.84 1.98 2.673(4) 138.7 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.011 _refine_diff_density_min -0.357 _refine_diff_density_rms 0.073 # Attachment 'c6h13last.doc' data_2f _database_code_depnum_ccdc_archive 'CCDC 693572' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H39 N3 O4' _chemical_formula_sum 'C40 H39 N3 O4' _chemical_formula_weight 625.74 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P 21 21 2' 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 17.6752(5) _cell_length_b 17.6984(7) _cell_length_c 10.6227(4) _cell_angle_alpha 90.000(2) _cell_angle_beta 90.000(2) _cell_angle_gamma 90.000(2) _cell_volume 3323.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 23348 _cell_measurement_theta_min 2.910 _cell_measurement_theta_max 26.373 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.251 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9606 _exptl_absorpt_correction_T_max 0.9683 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaApexII _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 8.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38743 _diffrn_reflns_av_R_equivalents 0.109 _diffrn_reflns_av_sigmaI/netI 0.0776 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 26.39 _reflns_number_total 6792 _reflns_number_gt 4705 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.1000P)^2^+5.3241P] 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 6792 _refine_ls_number_parameters 428 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.136 _refine_ls_R_factor_gt 0.093 _refine_ls_wR_factor_ref 0.245 _refine_ls_wR_factor_gt 0.222 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _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 0.8289(3) 0.4021(2) 1.0003(4) 0.0269(10) Uani 1 1 d . . . C2 C 0.7588(3) 0.4241(3) 1.0452(5) 0.0262(10) Uani 1 1 d . . . C3 C 0.7576(3) 0.4695(3) 1.1529(5) 0.0296(11) Uani 1 1 d . . . H3 H 0.7104 0.4873 1.1840 0.036 Uiso 1 1 calc R . . C4 C 0.8227(3) 0.4890(2) 1.2149(5) 0.0299(10) Uani 1 1 d . . . H4 H 0.8205 0.5202 1.2876 0.036 Uiso 1 1 calc R . . C5 C 0.8922(3) 0.4630(3) 1.1711(5) 0.0286(11) Uani 1 1 d . . . H5 H 0.9372 0.4753 1.2155 0.034 Uiso 1 1 calc R . . C6 C 0.8964(3) 0.4192(3) 1.0629(5) 0.0276(11) Uani 1 1 d . . . C7 C 0.9727(3) 0.3892(3) 1.0173(5) 0.0319(12) Uani 1 1 d . . . H7A H 0.9689 0.3770 0.9266 0.038 Uiso 1 1 calc R . . H7B H 1.0112 0.4294 1.0269 0.038 Uiso 1 1 calc R . . C8 C 0.9727(3) 0.2475(3) 1.0568(5) 0.0269(10) Uani 1 1 d . . . C9 C 0.9989(3) 0.3200(3) 1.0873(5) 0.0284(11) Uani 1 1 d . . . C10 C 1.0509(3) 0.3261(3) 1.1872(6) 0.0340(12) Uani 1 1 d . . . H10 H 1.0695 0.3747 1.2096 0.041 Uiso 1 1 calc R . . C11 C 1.0753(3) 0.2648(3) 1.2524(5) 0.0308(11) Uani 1 1 d . . . C12 C 1.0477(3) 0.1935(3) 1.2228(5) 0.0320(12) Uani 1 1 d . . . H12 H 1.0644 0.1507 1.2691 0.038 Uiso 1 1 calc R . . C13 C 0.9955(3) 0.1844(3) 1.1256(5) 0.0245(10) Uani 1 1 d . . . C14 C 0.9644(3) 0.1053(3) 1.0967(5) 0.0313(12) Uani 1 1 d . . . H14A H 0.9596 0.0991 1.0044 0.038 Uiso 1 1 calc R . . H14B H 1.0005 0.0668 1.1277 0.038 Uiso 1 1 calc R . . C15 C 0.8201(3) 0.1055(2) 1.0927(5) 0.0265(10) Uani 1 1 d . . . C16 C 0.8883(3) 0.0926(2) 1.1574(5) 0.0283(11) Uani 1 1 d . . . C17 C 0.8841(3) 0.0694(3) 1.2821(5) 0.0293(11) Uani 1 1 d . . . H17 H 0.9296 0.0592 1.3265 0.035 Uiso 1 1 calc R . . C18 C 0.8157(3) 0.0608(2) 1.3436(5) 0.0303(11) Uani 1 1 d . . . C19 C 0.7498(3) 0.0758(3) 1.2780(5) 0.0298(11) Uani 1 1 d . . . H19 H 0.7027 0.0707 1.3201 0.036 Uiso 1 1 calc R . . C20 C 0.7502(3) 0.0980(3) 1.1529(5) 0.0287(11) Uani 1 1 d . . . C21 C 0.6767(3) 0.1164(3) 1.0853(5) 0.0308(11) Uani 1 1 d . . . H21A H 0.6840 0.1086 0.9938 0.037 Uiso 1 1 calc R . . H21B H 0.6371 0.0807 1.1138 0.037 Uiso 1 1 calc R . . C22 C 0.6764(3) 0.2563(3) 1.0354(5) 0.0312(11) Uani 1 1 d . . . C23 C 0.6494(3) 0.1958(3) 1.1069(5) 0.0315(12) Uani 1 1 d . . . C24 C 0.5978(3) 0.2121(3) 1.2041(5) 0.0330(12) Uani 1 1 d . . . H24 H 0.5790 0.1720 1.2545 0.040 Uiso 1 1 calc R . . C25 C 0.5735(3) 0.2853(3) 1.2281(6) 0.0336(12) Uani 1 1 d . . . C26 C 0.6020(3) 0.3437(3) 1.1565(5) 0.0319(11) Uani 1 1 d . . . H26 H 0.5865 0.3940 1.1743 0.038 Uiso 1 1 calc R . . C27 C 0.6530(3) 0.3309(3) 1.0587(5) 0.0300(11) Uani 1 1 d . . . C28 C 0.6846(3) 0.3971(3) 0.9850(5) 0.0372(13) Uani 1 1 d . . . H28A H 0.6475 0.4390 0.9843 0.045 Uiso 1 1 calc R . . H28B H 0.6941 0.3816 0.8968 0.045 Uiso 1 1 calc R . . C29 C 1.1248(4) 0.3378(4) 1.4341(6) 0.0520(17) Uani 1 1 d . . . C30 C 1.1368(3) 0.2730(3) 1.3530(6) 0.0439(14) Uani 1 1 d . . . H30A H 1.1380 0.2266 1.4051 0.053 Uiso 1 1 calc R . . H30B H 1.1867 0.2779 1.3112 0.053 Uiso 1 1 calc R . . C31 C 0.8125(3) 0.0345(3) 1.4801(5) 0.0403(13) Uani 1 1 d . . . H31A H 0.7641 0.0075 1.4937 0.048 Uiso 1 1 calc R . . H31B H 0.8540 -0.0022 1.4944 0.048 Uiso 1 1 calc R . . C32 C 0.8187(4) 0.0943(4) 1.5723(7) 0.0590(17) Uani 1 1 d . . . C33 C 0.5149(3) 0.2989(4) 1.3311(6) 0.0451(14) Uani 1 1 d . . . H33A H 0.4660 0.3117 1.2909 0.054 Uiso 1 1 calc R . . H33B H 0.5076 0.2513 1.3787 0.054 Uiso 1 1 calc R . . C34 C 0.5337(4) 0.3562(4) 1.4156(7) 0.063(2) Uani 1 1 d . . . C35 C 0.8404(4) 0.4010(3) 0.7765(5) 0.0500(17) Uani 1 1 d . . . H35A H 0.8799 0.4402 0.7868 0.060 Uiso 1 1 calc R . . H35B H 0.7919 0.4266 0.7574 0.060 Uiso 1 1 calc R . . C36 C 0.8611(4) 0.3496(3) 0.6711(6) 0.0465(14) Uani 1 1 d . . . H36A H 0.9075 0.3217 0.6947 0.056 Uiso 1 1 calc R . . H36B H 0.8200 0.3122 0.6601 0.056 Uiso 1 1 calc R . . C37 C 0.8742(5) 0.3877(4) 0.5501(7) 0.065(2) Uani 1 1 d . . . H37A H 0.9129 0.4273 0.5632 0.078 Uiso 1 1 calc R . . H37B H 0.8268 0.4134 0.5251 0.078 Uiso 1 1 calc R . . C38 C 0.8989(6) 0.3398(6) 0.4443(8) 0.093(3) Uani 1 1 d . . . H38A H 0.9509 0.3238 0.4664 0.111 Uiso 1 1 calc R . . H38B H 0.9043 0.3748 0.3722 0.111 Uiso 1 1 calc R . . C39 C 0.8624(14) 0.2706(6) 0.390(2) 0.288(16) Uani 1 1 d . . . H39A H 0.8966 0.2475 0.3273 0.345 Uiso 1 1 calc R . . H39B H 0.8540 0.2332 0.4583 0.345 Uiso 1 1 calc R . . C40A C 0.7986(7) 0.2868(8) 0.3378(19) 0.222(12) Uani 1 1 d . . . H40A H 0.7681 0.3174 0.3955 0.333 Uiso 1 1 calc R . . H40B H 0.7715 0.2401 0.3178 0.333 Uiso 1 1 calc R . . H40C H 0.8078 0.3153 0.2602 0.333 Uiso 1 1 calc R . . O1 O 0.8332(2) 0.35796(18) 0.8913(3) 0.0349(8) Uani 1 1 d . . . O2 O 0.92373(18) 0.23774(18) 0.9585(3) 0.0292(8) Uani 1 1 d . . . H2 H 0.8984 0.2774 0.9480 0.044 Uiso 1 1 calc R . . O3 O 0.8220(2) 0.12526(19) 0.9680(3) 0.0344(8) Uani 1 1 d . . . H3A H 0.8575 0.1559 0.9557 0.052 Uiso 1 1 calc R . . O4 O 0.72471(19) 0.2433(2) 0.9381(4) 0.0353(9) Uani 1 1 d . . . H4A H 0.7532 0.2808 0.9286 0.053 Uiso 1 1 calc R . . N1 N 1.1124(4) 0.3900(4) 1.4974(6) 0.0669(17) Uani 1 1 d . . . N2 N 0.8214(5) 0.1422(4) 1.6493(7) 0.084(2) Uani 1 1 d . . . N3 N 0.5499(5) 0.4043(5) 1.4846(7) 0.098(3) 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 0.033(3) 0.018(2) 0.030(2) 0.0061(18) 0.005(2) 0.003(2) C2 0.029(2) 0.024(2) 0.026(2) 0.008(2) -0.002(2) -0.0018(19) C3 0.021(2) 0.022(2) 0.046(3) 0.008(2) 0.011(2) 0.0028(18) C4 0.032(3) 0.020(2) 0.037(3) 0.003(2) 0.010(2) -0.001(2) C5 0.031(3) 0.017(2) 0.037(3) 0.006(2) 0.000(2) -0.0043(19) C6 0.025(2) 0.016(2) 0.042(3) 0.009(2) 0.007(2) -0.0039(18) C7 0.030(3) 0.021(2) 0.044(3) 0.005(2) 0.010(2) -0.0007(19) C8 0.019(2) 0.022(2) 0.040(3) 0.000(2) 0.006(2) 0.0004(18) C9 0.024(2) 0.024(2) 0.037(3) -0.005(2) 0.010(2) -0.0005(19) C10 0.026(2) 0.022(2) 0.054(4) -0.010(2) 0.009(2) -0.008(2) C11 0.026(3) 0.027(3) 0.040(3) 0.002(2) -0.001(2) -0.006(2) C12 0.025(2) 0.027(3) 0.044(3) 0.002(2) 0.005(2) 0.001(2) C13 0.019(2) 0.020(2) 0.034(3) -0.004(2) 0.004(2) 0.0023(17) C14 0.027(3) 0.018(2) 0.049(3) -0.003(2) 0.005(2) 0.0032(19) C15 0.029(2) 0.014(2) 0.037(3) -0.0046(19) -0.005(2) -0.0013(19) C16 0.029(3) 0.014(2) 0.042(3) -0.001(2) 0.002(2) -0.0033(19) C17 0.033(3) 0.014(2) 0.040(3) -0.002(2) -0.003(2) -0.0022(19) C18 0.034(3) 0.018(2) 0.039(3) 0.003(2) 0.003(2) -0.005(2) C19 0.023(2) 0.021(2) 0.046(3) -0.002(2) 0.005(2) -0.0018(19) C20 0.024(2) 0.020(2) 0.042(3) -0.004(2) -0.003(2) -0.0021(19) C21 0.021(2) 0.025(2) 0.047(3) 0.002(2) -0.002(2) -0.009(2) C22 0.024(2) 0.030(2) 0.040(3) -0.002(2) -0.003(2) 0.001(2) C23 0.023(2) 0.031(3) 0.041(3) 0.003(2) -0.007(2) -0.006(2) C24 0.024(3) 0.036(3) 0.039(3) 0.005(2) -0.004(2) -0.008(2) C25 0.021(2) 0.032(3) 0.048(3) -0.002(3) -0.004(2) -0.002(2) C26 0.024(2) 0.030(3) 0.042(3) 0.002(2) -0.004(2) 0.006(2) C27 0.024(2) 0.028(2) 0.038(3) 0.004(2) -0.006(2) -0.0038(19) C28 0.030(3) 0.035(3) 0.047(3) 0.011(2) -0.011(3) 0.003(2) C29 0.060(4) 0.047(4) 0.049(4) 0.016(3) -0.010(3) -0.022(3) C30 0.043(3) 0.034(3) 0.054(4) 0.005(3) -0.004(3) -0.012(2) C31 0.047(3) 0.038(3) 0.036(3) 0.005(2) 0.008(3) -0.005(2) C32 0.050(4) 0.058(4) 0.070(5) -0.002(4) -0.005(4) -0.006(3) C33 0.036(3) 0.049(3) 0.050(4) -0.003(3) 0.009(3) -0.002(3) C34 0.069(5) 0.061(4) 0.060(5) -0.013(4) 0.024(4) -0.015(4) C35 0.084(5) 0.033(3) 0.033(3) 0.016(2) 0.008(3) 0.015(3) C36 0.054(4) 0.040(3) 0.046(3) 0.003(3) -0.011(3) -0.004(3) C37 0.099(6) 0.045(4) 0.051(4) 0.002(3) 0.021(4) -0.003(4) C38 0.113(7) 0.116(8) 0.050(5) 0.031(5) 0.016(5) 0.049(6) C39 0.41(3) 0.028(5) 0.43(4) -0.003(12) 0.28(3) 0.010(11) C40A 0.088(8) 0.159(14) 0.42(3) 0.205(18) -0.069(13) -0.009(8) O1 0.052(2) 0.0240(17) 0.0283(18) 0.0013(14) 0.0012(17) 0.0007(16) O2 0.0286(18) 0.0197(16) 0.039(2) 0.0017(16) -0.0001(16) 0.0016(13) O3 0.043(2) 0.0272(18) 0.0326(19) -0.0010(15) -0.0023(18) -0.0035(16) O4 0.0303(19) 0.0296(19) 0.046(2) 0.0022(17) 0.0066(16) -0.0016(15) N1 0.094(5) 0.062(4) 0.044(3) -0.008(3) -0.027(3) -0.008(3) N2 0.095(5) 0.074(5) 0.083(5) -0.017(4) -0.016(5) -0.004(4) N3 0.139(7) 0.082(5) 0.072(5) -0.007(4) 0.024(5) -0.030(5) _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 1.384(7) . ? C1 C6 1.399(7) . ? C1 O1 1.400(6) . ? C2 C3 1.398(7) . ? C2 C28 1.534(7) . ? C3 C4 1.370(7) . ? C3 H3 0.9500 . ? C4 C5 1.392(7) . ? C4 H4 0.9500 . ? C5 C6 1.388(7) . ? C5 H5 0.9500 . ? C6 C7 1.528(7) . ? C7 C9 1.506(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 O2 1.366(6) . ? C8 C13 1.393(7) . ? C8 C9 1.402(6) . ? C9 C10 1.409(8) . ? C10 C11 1.358(7) . ? C10 H10 0.9500 . ? C11 C12 1.389(7) . ? C11 C30 1.531(8) . ? C12 C13 1.394(7) . ? C12 H12 0.9500 . ? C13 C14 1.536(6) . ? C14 C16 1.510(7) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 O3 1.371(6) . ? C15 C20 1.398(7) . ? C15 C16 1.406(7) . ? C16 C17 1.389(8) . ? C17 C18 1.382(7) . ? C17 H17 0.9500 . ? C18 C19 1.384(7) . ? C18 C31 1.524(7) . ? C19 C20 1.385(8) . ? C19 H19 0.9500 . ? C20 C21 1.519(7) . ? C21 C23 1.504(7) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 O4 1.361(6) . ? C22 C23 1.396(7) . ? C22 C27 1.407(7) . ? C23 C24 1.408(8) . ? C24 C25 1.388(8) . ? C24 H24 0.9500 . ? C25 C26 1.379(7) . ? C25 C33 1.525(8) . ? C26 C27 1.393(7) . ? C26 H26 0.9500 . ? C27 C28 1.516(7) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 N1 1.164(9) . ? C29 C30 1.451(10) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.447(9) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 N2 1.179(9) . ? C33 C34 1.395(10) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 N3 1.159(10) . ? C35 O1 1.444(6) . ? C35 C36 1.487(8) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.470(9) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.474(11) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 C39 1.50(2) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C40A 1.29(3) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40A H40A 0.9800 . ? C40A H40B 0.9800 . ? C40A H40C 0.9800 . ? O2 H2 0.8400 . ? O3 H3A 0.8400 . ? O4 H4A 0.8400 . ? 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 122.7(4) . . ? C2 C1 O1 119.4(4) . . ? C6 C1 O1 117.9(4) . . ? C1 C2 C3 117.2(4) . . ? C1 C2 C28 122.3(5) . . ? C3 C2 C28 120.5(4) . . ? C4 C3 C2 121.7(4) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C4 C5 119.8(5) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C6 C5 C4 120.6(5) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C1 117.9(4) . . ? C5 C6 C7 120.2(5) . . ? C1 C6 C7 121.8(5) . . ? C9 C7 C6 113.4(4) . . ? C9 C7 H7A 108.9 . . ? C6 C7 H7A 108.9 . . ? C9 C7 H7B 108.9 . . ? C6 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? O2 C8 C13 118.9(4) . . ? O2 C8 C9 120.0(4) . . ? C13 C8 C9 121.0(5) . . ? C8 C9 C10 117.4(5) . . ? C8 C9 C7 122.0(5) . . ? C10 C9 C7 120.6(4) . . ? C11 C10 C9 122.0(5) . . ? C11 C10 H10 119.0 . . ? C9 C10 H10 119.0 . . ? C10 C11 C12 119.9(5) . . ? C10 C11 C30 120.4(5) . . ? C12 C11 C30 119.5(5) . . ? C11 C12 C13 120.3(5) . . ? C11 C12 H12 119.8 . . ? C13 C12 H12 119.8 . . ? C8 C13 C12 119.2(4) . . ? C8 C13 C14 121.4(4) . . ? C12 C13 C14 119.4(4) . . ? C16 C14 C13 111.6(4) . . ? C16 C14 H14A 109.3 . . ? C13 C14 H14A 109.3 . . ? C16 C14 H14B 109.3 . . ? C13 C14 H14B 109.3 . . ? H14A C14 H14B 108.0 . . ? O3 C15 C20 119.2(5) . . ? O3 C15 C16 119.6(5) . . ? C20 C15 C16 121.2(4) . . ? C17 C16 C15 117.9(5) . . ? C17 C16 C14 119.9(5) . . ? C15 C16 C14 122.1(5) . . ? C18 C17 C16 122.0(5) . . ? C18 C17 H17 119.0 . . ? C16 C17 H17 119.0 . . ? C17 C18 C19 118.5(5) . . ? C17 C18 C31 121.1(5) . . ? C19 C18 C31 120.4(5) . . ? C18 C19 C20 122.3(5) . . ? C18 C19 H19 118.9 . . ? C20 C19 H19 118.9 . . ? C19 C20 C15 118.0(4) . . ? C19 C20 C21 120.7(4) . . ? C15 C20 C21 121.3(5) . . ? C23 C21 C20 113.7(4) . . ? C23 C21 H21A 108.8 . . ? C20 C21 H21A 108.8 . . ? C23 C21 H21B 108.8 . . ? C20 C21 H21B 108.8 . . ? H21A C21 H21B 107.7 . . ? O4 C22 C23 119.9(4) . . ? O4 C22 C27 118.5(4) . . ? C23 C22 C27 121.6(5) . . ? C22 C23 C24 117.6(5) . . ? C22 C23 C21 121.6(5) . . ? C24 C23 C21 120.8(5) . . ? C25 C24 C23 121.8(5) . . ? C25 C24 H24 119.1 . . ? C23 C24 H24 119.1 . . ? C26 C25 C24 119.0(5) . . ? C26 C25 C33 121.7(5) . . ? C24 C25 C33 119.3(5) . . ? C25 C26 C27 121.8(5) . . ? C25 C26 H26 119.1 . . ? C27 C26 H26 119.1 . . ? C26 C27 C22 118.3(5) . . ? C26 C27 C28 119.9(5) . . ? C22 C27 C28 121.7(5) . . ? C27 C28 C2 109.9(4) . . ? C27 C28 H28A 109.7 . . ? C2 C28 H28A 109.7 . . ? C27 C28 H28B 109.7 . . ? C2 C28 H28B 109.7 . . ? H28A C28 H28B 108.2 . . ? N1 C29 C30 177.5(7) . . ? C29 C30 C11 112.6(5) . . ? C29 C30 H30A 109.1 . . ? C11 C30 H30A 109.1 . . ? C29 C30 H30B 109.1 . . ? C11 C30 H30B 109.1 . . ? H30A C30 H30B 107.8 . . ? C32 C31 C18 114.7(5) . . ? C32 C31 H31A 108.6 . . ? C18 C31 H31A 108.6 . . ? C32 C31 H31B 108.6 . . ? C18 C31 H31B 108.6 . . ? H31A C31 H31B 107.6 . . ? N2 C32 C31 177.7(8) . . ? C34 C33 C25 114.5(5) . . ? C34 C33 H33A 108.6 . . ? C25 C33 H33A 108.6 . . ? C34 C33 H33B 108.6 . . ? C25 C33 H33B 108.6 . . ? H33A C33 H33B 107.6 . . ? N3 C34 C33 179.1(8) . . ? O1 C35 C36 109.6(4) . . ? O1 C35 H35A 109.8 . . ? C36 C35 H35A 109.8 . . ? O1 C35 H35B 109.8 . . ? C36 C35 H35B 109.8 . . ? H35A C35 H35B 108.2 . . ? C37 C36 C35 114.7(5) . . ? C37 C36 H36A 108.6 . . ? C35 C36 H36A 108.6 . . ? C37 C36 H36B 108.6 . . ? C35 C36 H36B 108.6 . . ? H36A C36 H36B 107.6 . . ? C36 C37 C38 116.8(6) . . ? C36 C37 H37A 108.1 . . ? C38 C37 H37A 108.1 . . ? C36 C37 H37B 108.1 . . ? C38 C37 H37B 108.1 . . ? H37A C37 H37B 107.3 . . ? C37 C38 C39 129.4(10) . . ? C37 C38 H38A 104.9 . . ? C39 C38 H38A 104.9 . . ? C37 C38 H38B 104.9 . . ? C39 C38 H38B 104.9 . . ? H38A C38 H38B 105.8 . . ? C40A C39 C38 111.1(12) . . ? C40A C39 H39A 109.4 . . ? C38 C39 H39A 109.4 . . ? C40A C39 H39B 109.4 . . ? C38 C39 H39B 109.4 . . ? H39A C39 H39B 108.0 . . ? C39 C40A H40A 109.5 . . ? C39 C40A H40B 109.5 . . ? H40A C40A H40B 109.5 . . ? C39 C40A H40C 109.5 . . ? H40A C40A H40C 109.5 . . ? H40B C40A H40C 109.5 . . ? C1 O1 C35 114.1(4) . . ? C8 O2 H2 109.5 . . ? C15 O3 H3A 109.5 . . ? C22 O4 H4A 109.5 . . ? 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 C6 C1 C2 C3 4.5(7) . . . . ? O1 C1 C2 C3 -178.7(4) . . . . ? C6 C1 C2 C28 -172.4(4) . . . . ? O1 C1 C2 C28 4.4(7) . . . . ? C1 C2 C3 C4 -2.6(7) . . . . ? C28 C2 C3 C4 174.3(4) . . . . ? C2 C3 C4 C5 -0.4(7) . . . . ? C3 C4 C5 C6 1.8(7) . . . . ? C4 C5 C6 C1 -0.1(6) . . . . ? C4 C5 C6 C7 -178.5(4) . . . . ? C2 C1 C6 C5 -3.2(7) . . . . ? O1 C1 C6 C5 180.0(4) . . . . ? C2 C1 C6 C7 175.2(4) . . . . ? O1 C1 C6 C7 -1.7(6) . . . . ? C5 C6 C7 C9 80.0(5) . . . . ? C1 C6 C7 C9 -98.2(6) . . . . ? O2 C8 C9 C10 -178.2(4) . . . . ? C13 C8 C9 C10 2.0(7) . . . . ? O2 C8 C9 C7 2.1(7) . . . . ? C13 C8 C9 C7 -177.7(4) . . . . ? C6 C7 C9 C8 81.8(6) . . . . ? C6 C7 C9 C10 -97.9(5) . . . . ? C8 C9 C10 C11 0.0(7) . . . . ? C7 C9 C10 C11 179.7(5) . . . . ? C9 C10 C11 C12 -1.3(8) . . . . ? C9 C10 C11 C30 174.9(5) . . . . ? C10 C11 C12 C13 0.6(8) . . . . ? C30 C11 C12 C13 -175.6(5) . . . . ? O2 C8 C13 C12 177.5(4) . . . . ? C9 C8 C13 C12 -2.7(7) . . . . ? O2 C8 C13 C14 -2.6(6) . . . . ? C9 C8 C13 C14 177.2(4) . . . . ? C11 C12 C13 C8 1.3(7) . . . . ? C11 C12 C13 C14 -178.6(4) . . . . ? C8 C13 C14 C16 -82.2(6) . . . . ? C12 C13 C14 C16 97.7(5) . . . . ? O3 C15 C16 C17 -177.2(4) . . . . ? C20 C15 C16 C17 2.5(6) . . . . ? O3 C15 C16 C14 4.4(6) . . . . ? C20 C15 C16 C14 -176.0(4) . . . . ? C13 C14 C16 C17 -83.9(5) . . . . ? C13 C14 C16 C15 94.5(5) . . . . ? C15 C16 C17 C18 -1.7(7) . . . . ? C14 C16 C17 C18 176.7(4) . . . . ? C16 C17 C18 C19 0.1(7) . . . . ? C16 C17 C18 C31 179.4(4) . . . . ? C17 C18 C19 C20 1.0(7) . . . . ? C31 C18 C19 C20 -178.3(5) . . . . ? C18 C19 C20 C15 -0.3(7) . . . . ? C18 C19 C20 C21 -178.1(4) . . . . ? O3 C15 C20 C19 178.2(4) . . . . ? C16 C15 C20 C19 -1.5(6) . . . . ? O3 C15 C20 C21 -4.1(6) . . . . ? C16 C15 C20 C21 176.3(4) . . . . ? C19 C20 C21 C23 83.6(6) . . . . ? C15 C20 C21 C23 -94.1(6) . . . . ? O4 C22 C23 C24 -178.1(4) . . . . ? C27 C22 C23 C24 -0.2(7) . . . . ? O4 C22 C23 C21 4.4(7) . . . . ? C27 C22 C23 C21 -177.6(5) . . . . ? C20 C21 C23 C22 84.0(6) . . . . ? C20 C21 C23 C24 -93.3(5) . . . . ? C22 C23 C24 C25 0.6(7) . . . . ? C21 C23 C24 C25 178.1(5) . . . . ? C23 C24 C25 C26 -1.4(8) . . . . ? C23 C24 C25 C33 177.4(5) . . . . ? C24 C25 C26 C27 1.7(8) . . . . ? C33 C25 C26 C27 -177.0(5) . . . . ? C25 C26 C27 C22 -1.2(7) . . . . ? C25 C26 C27 C28 -178.2(5) . . . . ? O4 C22 C27 C26 178.5(4) . . . . ? C23 C22 C27 C26 0.5(7) . . . . ? O4 C22 C27 C28 -4.7(7) . . . . ? C23 C22 C27 C28 177.3(5) . . . . ? C26 C27 C28 C2 91.4(5) . . . . ? C22 C27 C28 C2 -85.4(6) . . . . ? C1 C2 C28 C27 97.9(6) . . . . ? C3 C2 C28 C27 -78.8(6) . . . . ? N1 C29 C30 C11 14(16) . . . . ? C10 C11 C30 C29 44.2(7) . . . . ? C12 C11 C30 C29 -139.6(5) . . . . ? C17 C18 C31 C32 86.8(7) . . . . ? C19 C18 C31 C32 -93.8(6) . . . . ? C18 C31 C32 N2 124(21) . . . . ? C26 C25 C33 C34 -50.3(8) . . . . ? C24 C25 C33 C34 131.0(6) . . . . ? C25 C33 C34 N3 28(70) . . . . ? O1 C35 C36 C37 -176.8(6) . . . . ? C35 C36 C37 C38 176.8(7) . . . . ? C36 C37 C38 C39 55.2(17) . . . . ? C37 C38 C39 C40A 67(2) . . . . ? C2 C1 O1 C35 91.5(6) . . . . ? C6 C1 O1 C35 -91.5(5) . . . . ? C36 C35 O1 C1 167.8(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2 O1 0.84 1.93 2.756(5) 167.7 . O3 H3A O2 0.84 1.86 2.685(5) 165.9 . O4 H4A O1 0.84 2.01 2.837(5) 170.1 . _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.39 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.810 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.078 # Attachment '41411.cif' data_awc4141cmb _database_code_depnum_ccdc_archive 'CCDC 697244' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H31 N3 O4, C2 H3 N' _chemical_formula_sum 'C38 H34 N4 O4' _chemical_formula_weight 610.69 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' _space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.3123(4) _cell_length_b 11.9398(5) _cell_length_c 12.7159(4) _cell_angle_alpha 72.295(2) _cell_angle_beta 83.791(2) _cell_angle_gamma 74.991(2) _cell_volume 1579.5(1) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 23052 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 24.41 _exptl_crystal_description plate _exptl_crystal_colour 'dark yellow' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.284 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 644 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9751 _exptl_absorpt_correction_T_max 0.9916 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaApexII _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20536 _diffrn_reflns_av_R_equivalents 0.0654 _diffrn_reflns_av_sigmaI/netI 0.0423 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 23.53 _reflns_number_total 4685 _reflns_number_gt 3641 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0382P)^2^+1.1106P] 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 SHELXL _refine_ls_extinction_coef 0.010(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4685 _refine_ls_number_parameters 421 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0702 _refine_ls_R_factor_gt 0.0501 _refine_ls_wR_factor_ref 0.1177 _refine_ls_wR_factor_gt 0.1094 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.010 _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 O1 O 0.12118(14) 0.50894(13) 0.14856(12) 0.0333(4) Uani 1 1 d . . . O2 O 0.11513(16) 0.49759(16) 0.36938(15) 0.0474(5) Uani 1 1 d . . . H2 H 0.1889 0.4798 0.3860 0.071 Uiso 1 1 calc R . . O3 O 0.36032(15) 0.44677(13) 0.37901(13) 0.0367(4) Uani 1 1 d . . . H3 H 0.3669 0.4480 0.3123 0.055 Uiso 1 1 calc R . . O4 O 0.36619(15) 0.47703(15) 0.15750(14) 0.0423(4) Uani 1 1 d . . . H4 H 0.2910 0.4895 0.1479 0.063 Uiso 1 1 calc R . . N1 N -0.1863(4) 1.1185(3) 0.3365(2) 0.1129(14) Uani 1 1 d . . . N2 N 0.5374(4) 0.8423(3) 0.6283(2) 0.1060(14) Uani 1 1 d . . . N3 N 0.3896(2) 1.0720(2) -0.1511(2) 0.0590(7) Uani 1 1 d . . . C1 C -0.0366(2) 0.6904(2) 0.13554(19) 0.0367(6) Uani 1 1 d . . . C2 C -0.0939(2) 0.6346(3) 0.2468(2) 0.0472(7) Uani 1 1 d . . . H2A H -0.0712 0.5454 0.2633 0.057 Uiso 1 1 calc R . . H2B H -0.1842 0.6618 0.2432 0.057 Uiso 1 1 calc R . . C3 C -0.0515(2) 0.6703(2) 0.33940(19) 0.0395(6) Uani 1 1 d . . . C4 C -0.1164(2) 0.7725(2) 0.3691(2) 0.0429(6) Uani 1 1 d . . . H4A H -0.1897 0.8194 0.3326 0.052 Uiso 1 1 calc R . . C5 C -0.0764(2) 0.8078(2) 0.45118(19) 0.0402(6) Uani 1 1 d . . . C6 C 0.0321(2) 0.7402(2) 0.50168(19) 0.0361(6) Uani 1 1 d . . . H6 H 0.0614 0.7654 0.5559 0.043 Uiso 1 1 calc R . . C7 C 0.0993(2) 0.6368(2) 0.47569(18) 0.0332(6) Uani 1 1 d . . . C8 C 0.2189(2) 0.5652(2) 0.53160(18) 0.0352(6) Uani 1 1 d . . . H8A H 0.2162 0.5762 0.6060 0.042 Uiso 1 1 calc R . . H8B H 0.2275 0.4781 0.5411 0.042 Uiso 1 1 calc R . . C9 C 0.3294(2) 0.60300(19) 0.46703(17) 0.0295(5) Uani 1 1 d . . . C10 C 0.3653(2) 0.7005(2) 0.47975(18) 0.0321(6) Uani 1 1 d . . . H10 H 0.3220 0.7400 0.5319 0.039 Uiso 1 1 calc R . . C11 C 0.4622(2) 0.7421(2) 0.41863(18) 0.0314(5) Uani 1 1 d . . . C12 C 0.5250(2) 0.6837(2) 0.34315(18) 0.0324(6) Uani 1 1 d . . . H12 H 0.5915 0.7119 0.3007 0.039 Uiso 1 1 calc R . . C13 C 0.4932(2) 0.5845(2) 0.32768(18) 0.0304(5) Uani 1 1 d . . . C14 C 0.5618(2) 0.5283(2) 0.23927(18) 0.0340(6) Uani 1 1 d . . . H14A H 0.6495 0.5283 0.2377 0.041 Uiso 1 1 calc R . . H14B H 0.5557 0.4432 0.2576 0.041 Uiso 1 1 calc R . . C15 C 0.5096(2) 0.5982(2) 0.12608(18) 0.0309(5) Uani 1 1 d . . . C16 C 0.5554(2) 0.6941(2) 0.05867(18) 0.0326(6) Uani 1 1 d . . . H16 H 0.6236 0.7122 0.0820 0.039 Uiso 1 1 calc R . . C17 C 0.5044(2) 0.7644(2) -0.04180(18) 0.0332(6) Uani 1 1 d . . . C18 C 0.4059(2) 0.7358(2) -0.07582(19) 0.0362(6) Uani 1 1 d . . . H18 H 0.3714 0.7824 -0.1451 0.043 Uiso 1 1 calc R . . C19 C 0.3568(2) 0.6411(2) -0.01123(18) 0.0339(6) Uani 1 1 d . . . C20 C 0.2458(2) 0.6156(2) -0.04925(19) 0.0383(6) Uani 1 1 d . . . H20A H 0.2465 0.6407 -0.1310 0.046 Uiso 1 1 calc R . . H20B H 0.2513 0.5274 -0.0231 0.046 Uiso 1 1 calc R . . C21 C 0.1267(2) 0.6819(2) -0.00602(18) 0.0309(5) Uani 1 1 d . . . C22 C 0.0746(2) 0.8021(2) -0.0609(2) 0.0427(7) Uani 1 1 d . . . H22 H 0.1121 0.8416 -0.1275 0.051 Uiso 1 1 calc R . . C23 C -0.0318(3) 0.8646(2) -0.0194(3) 0.0552(8) Uani 1 1 d . . . H23 H -0.0675 0.9461 -0.0583 0.066 Uiso 1 1 calc R . . C24 C -0.0862(2) 0.8092(3) 0.0781(2) 0.0490(7) Uani 1 1 d . . . H24 H -0.1587 0.8533 0.1060 0.059 Uiso 1 1 calc R . . C25 C 0.0685(2) 0.6272(2) 0.09091(17) 0.0285(5) Uani 1 1 d . . . C26 C 0.0552(2) 0.6018(2) 0.39482(19) 0.0374(6) Uani 1 1 d . . . C27 C 0.3948(2) 0.54572(19) 0.39003(18) 0.0297(5) Uani 1 1 d . . . C28 C 0.4096(2) 0.5731(2) 0.09029(18) 0.0347(6) Uani 1 1 d . . . C29 C -0.1511(3) 0.9156(2) 0.4884(2) 0.0494(7) Uani 1 1 d . . . H29A H -0.2317 0.8999 0.5179 0.059 Uiso 1 1 calc R . . H29B H -0.1088 0.9227 0.5495 0.059 Uiso 1 1 calc R . . C30 C -0.1702(3) 1.0284(3) 0.4030(2) 0.0532(8) Uani 1 1 d . . . C31 C 0.4962(2) 0.8526(2) 0.4297(2) 0.0385(6) Uani 1 1 d . . . H31A H 0.5708 0.8639 0.3835 0.046 Uiso 1 1 calc R . . H31B H 0.4293 0.9247 0.4004 0.046 Uiso 1 1 calc R . . C32 C 0.5180(3) 0.8459(2) 0.5417(2) 0.0556(8) Uani 1 1 d . . . C33 C 0.5563(2) 0.8683(2) -0.11377(19) 0.0374(6) Uani 1 1 d . . . H33A H 0.6264 0.8740 -0.0770 0.045 Uiso 1 1 calc R . . H33B H 0.5868 0.8524 -0.1851 0.045 Uiso 1 1 calc R . . C34 C 0.4637(2) 0.9836(3) -0.1345(2) 0.0401(6) Uani 1 1 d . . . C35 C 0.0756(2) 0.4136(2) 0.1303(2) 0.0377(6) Uani 1 1 d . . . H35A H 0.0987 0.4070 0.0546 0.045 Uiso 1 1 calc R . . H35B H -0.0147 0.4314 0.1390 0.045 Uiso 1 1 calc R . . C36 C 0.1319(3) 0.2979(2) 0.2140(2) 0.0480(7) Uani 1 1 d . . . H36A H 0.2213 0.2824 0.2057 0.072 Uiso 1 1 calc R . . H36B H 0.1047 0.2310 0.2026 0.072 Uiso 1 1 calc R . . H36C H 0.1065 0.3047 0.2884 0.072 Uiso 1 1 calc R . . N4 N 0.2283(2) 0.9835(2) 0.28263(19) 0.0579(7) Uani 1 1 d . . . C37 C 0.2222(3) 0.8183(2) 0.1929(3) 0.0627(9) Uani 1 1 d . . . H37A H 0.2683 0.8315 0.1222 0.094 Uiso 1 1 calc R . . H37B H 0.1372 0.8215 0.1804 0.094 Uiso 1 1 calc R . . H37C H 0.2595 0.7387 0.2421 0.094 Uiso 1 1 calc R . . C38 C 0.2245(2) 0.9115(2) 0.2431(2) 0.0422(6) 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 O1 0.0382(9) 0.0279(9) 0.0381(9) -0.0091(7) -0.0140(7) -0.0103(7) O2 0.0438(11) 0.0540(12) 0.0496(11) -0.0306(9) -0.0143(9) 0.0034(9) O3 0.0512(10) 0.0275(9) 0.0354(9) -0.0098(7) -0.0138(8) -0.0103(8) O4 0.0376(10) 0.0501(11) 0.0412(10) -0.0072(8) -0.0130(8) -0.0167(8) N1 0.208(4) 0.062(2) 0.0472(17) -0.0224(16) -0.013(2) 0.016(2) N2 0.230(4) 0.0584(18) 0.0541(18) -0.0084(14) -0.043(2) -0.070(2) N3 0.0463(15) 0.0485(16) 0.0787(18) -0.0163(13) 0.0059(13) -0.0108(13) C1 0.0293(13) 0.0489(16) 0.0376(14) -0.0217(12) -0.0115(11) -0.0037(12) C2 0.0250(13) 0.083(2) 0.0419(15) -0.0325(15) -0.0002(11) -0.0111(13) C3 0.0303(14) 0.0597(17) 0.0334(13) -0.0233(12) 0.0031(11) -0.0089(12) C4 0.0330(14) 0.0584(18) 0.0349(14) -0.0164(13) 0.0016(11) -0.0042(13) C5 0.0447(15) 0.0443(15) 0.0326(13) -0.0163(12) 0.0069(12) -0.0096(12) C6 0.0424(15) 0.0418(15) 0.0289(13) -0.0140(11) 0.0042(11) -0.0161(12) C7 0.0368(14) 0.0386(14) 0.0279(12) -0.0128(11) 0.0011(10) -0.0126(11) C8 0.0467(15) 0.0344(14) 0.0289(12) -0.0109(10) -0.0068(11) -0.0128(12) C9 0.0355(13) 0.0264(12) 0.0274(12) -0.0057(10) -0.0104(10) -0.0075(10) C10 0.0394(14) 0.0273(13) 0.0307(13) -0.0111(10) -0.0132(11) -0.0014(11) C11 0.0348(13) 0.0291(13) 0.0323(13) -0.0083(10) -0.0118(11) -0.0075(11) C12 0.0351(13) 0.0328(13) 0.0307(13) -0.0073(11) -0.0104(10) -0.0091(11) C13 0.0351(13) 0.0280(12) 0.0286(12) -0.0082(10) -0.0126(10) -0.0038(10) C14 0.0326(13) 0.0364(14) 0.0366(13) -0.0151(11) -0.0088(11) -0.0059(11) C15 0.0282(12) 0.0362(13) 0.0315(13) -0.0167(11) -0.0043(10) -0.0040(11) C16 0.0260(12) 0.0425(14) 0.0353(13) -0.0194(11) -0.0015(10) -0.0084(11) C17 0.0297(13) 0.0418(14) 0.0302(13) -0.0155(11) 0.0014(10) -0.0069(11) C18 0.0326(13) 0.0498(16) 0.0273(13) -0.0143(11) -0.0032(10) -0.0070(12) C19 0.0304(13) 0.0468(15) 0.0294(13) -0.0167(11) -0.0025(10) -0.0103(11) C20 0.0348(14) 0.0602(17) 0.0276(13) -0.0196(12) -0.0041(10) -0.0150(12) C21 0.0329(13) 0.0378(14) 0.0280(12) -0.0122(11) -0.0103(10) -0.0117(11) C22 0.0556(17) 0.0413(16) 0.0332(14) -0.0014(12) -0.0158(12) -0.0204(14) C23 0.067(2) 0.0329(15) 0.065(2) -0.0149(14) -0.0375(17) 0.0044(15) C24 0.0426(16) 0.0537(18) 0.0526(18) -0.0297(15) -0.0187(14) 0.0094(14) C25 0.0290(13) 0.0316(13) 0.0302(13) -0.0129(11) -0.0085(10) -0.0083(10) C26 0.0357(14) 0.0459(15) 0.0356(14) -0.0201(12) -0.0009(11) -0.0083(12) C27 0.0393(14) 0.0229(12) 0.0291(12) -0.0065(10) -0.0169(11) -0.0064(10) C28 0.0364(14) 0.0421(15) 0.0324(13) -0.0160(11) -0.0004(11) -0.0149(12) C29 0.0482(16) 0.0484(17) 0.0506(16) -0.0197(14) 0.0111(13) -0.0086(13) C30 0.0642(19) 0.0500(19) 0.0441(17) -0.0228(15) -0.0086(14) 0.0023(15) C31 0.0462(15) 0.0363(14) 0.0403(14) -0.0163(11) -0.0066(12) -0.0142(12) C32 0.101(2) 0.0311(15) 0.0452(17) -0.0106(13) -0.0213(16) -0.0259(15) C33 0.0297(13) 0.0507(16) 0.0332(13) -0.0146(12) 0.0031(10) -0.0106(12) C34 0.0388(15) 0.0488(17) 0.0351(14) -0.0123(12) 0.0081(12) -0.0179(14) C35 0.0460(15) 0.0315(14) 0.0426(14) -0.0150(11) -0.0096(12) -0.0127(11) C36 0.0630(18) 0.0280(14) 0.0547(17) -0.0108(12) -0.0123(14) -0.0107(13) N4 0.0800(18) 0.0413(14) 0.0514(14) -0.0156(12) -0.0227(13) -0.0014(13) C37 0.085(2) 0.0362(16) 0.069(2) -0.0151(15) -0.0417(18) -0.0031(15) C38 0.0489(16) 0.0359(15) 0.0396(15) -0.0069(13) -0.0128(12) -0.0062(12) _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 O1 C25 1.384(3) . ? O1 C35 1.451(3) . ? O2 C26 1.368(3) . ? O2 H2 0.8400 . ? O3 C27 1.385(3) . ? O3 H3 0.8400 . ? O4 C28 1.375(3) . ? O4 H4 0.8400 . ? N1 C30 1.134(4) . ? N2 C32 1.132(3) . ? N3 C34 1.143(3) . ? C1 C24 1.381(4) . ? C1 C25 1.398(3) . ? C1 C2 1.522(4) . ? C2 C3 1.526(3) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.388(4) . ? C3 C26 1.395(3) . ? C4 C5 1.393(3) . ? C4 H4A 0.9500 . ? C5 C6 1.382(3) . ? C5 C29 1.521(3) . ? C6 C7 1.385(3) . ? C6 H6 0.9500 . ? C7 C26 1.401(3) . ? C7 C8 1.519(3) . ? C8 C9 1.512(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.386(3) . ? C9 C27 1.401(3) . ? C10 C11 1.385(3) . ? C10 H10 0.9500 . ? C11 C12 1.384(3) . ? C11 C31 1.514(3) . ? C12 C13 1.396(3) . ? C12 H12 0.9500 . ? C13 C27 1.391(3) . ? C13 C14 1.522(3) . ? C14 C15 1.522(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.389(3) . ? C15 C28 1.395(3) . ? C16 C17 1.388(3) . ? C16 H16 0.9500 . ? C17 C18 1.392(3) . ? C17 C33 1.514(3) . ? C18 C19 1.387(3) . ? C18 H18 0.9500 . ? C19 C28 1.401(3) . ? C19 C20 1.523(3) . ? C20 C21 1.516(3) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.391(3) . ? C21 C25 1.391(3) . ? C22 C23 1.386(4) . ? C22 H22 0.9500 . ? C23 C24 1.378(4) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C29 C30 1.432(4) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C31 C32 1.447(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C33 C34 1.468(4) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C35 C36 1.498(3) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? N4 C38 1.132(3) . ? C37 C38 1.449(4) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? 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 C25 O1 C35 117.69(16) . . ? C26 O2 H2 109.5 . . ? C27 O3 H3 109.5 . . ? C28 O4 H4 109.5 . . ? C24 C1 C25 118.2(2) . . ? C24 C1 C2 119.4(2) . . ? C25 C1 C2 122.3(2) . . ? C1 C2 C3 111.6(2) . . ? C1 C2 H2A 109.3 . . ? C3 C2 H2A 109.3 . . ? C1 C2 H2B 109.3 . . ? C3 C2 H2B 109.3 . . ? H2A C2 H2B 108.0 . . ? C4 C3 C26 118.4(2) . . ? C4 C3 C2 121.1(2) . . ? C26 C3 C2 120.5(2) . . ? C3 C4 C5 121.5(2) . . ? C3 C4 H4A 119.2 . . ? C5 C4 H4A 119.2 . . ? C6 C5 C4 118.5(2) . . ? C6 C5 C29 119.9(2) . . ? C4 C5 C29 121.6(2) . . ? C5 C6 C7 122.0(2) . . ? C5 C6 H6 119.0 . . ? C7 C6 H6 119.0 . . ? C6 C7 C26 118.2(2) . . ? C6 C7 C8 120.8(2) . . ? C26 C7 C8 121.0(2) . . ? C9 C8 C7 112.81(18) . . ? C9 C8 H8A 109.0 . . ? C7 C8 H8A 109.0 . . ? C9 C8 H8B 109.0 . . ? C7 C8 H8B 109.0 . . ? H8A C8 H8B 107.8 . . ? C10 C9 C27 118.1(2) . . ? C10 C9 C8 119.8(2) . . ? C27 C9 C8 122.0(2) . . ? C11 C10 C9 121.9(2) . . ? C11 C10 H10 119.0 . . ? C9 C10 H10 119.0 . . ? C12 C11 C10 118.6(2) . . ? C12 C11 C31 120.2(2) . . ? C10 C11 C31 121.2(2) . . ? C11 C12 C13 121.7(2) . . ? C11 C12 H12 119.1 . . ? C13 C12 H12 119.1 . . ? C27 C13 C12 118.0(2) . . ? C27 C13 C14 122.8(2) . . ? C12 C13 C14 119.1(2) . . ? C15 C14 C13 110.98(18) . . ? C15 C14 H14A 109.4 . . ? C13 C14 H14A 109.4 . . ? C15 C14 H14B 109.4 . . ? C13 C14 H14B 109.4 . . ? H14A C14 H14B 108.0 . . ? C16 C15 C28 118.2(2) . . ? C16 C15 C14 120.6(2) . . ? C28 C15 C14 121.1(2) . . ? C17 C16 C15 121.8(2) . . ? C17 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C16 C17 C18 118.5(2) . . ? C16 C17 C33 120.7(2) . . ? C18 C17 C33 120.7(2) . . ? C19 C18 C17 121.7(2) . . ? C19 C18 H18 119.1 . . ? C17 C18 H18 119.1 . . ? C18 C19 C28 118.2(2) . . ? C18 C19 C20 120.2(2) . . ? C28 C19 C20 121.5(2) . . ? C21 C20 C19 111.90(19) . . ? C21 C20 H20A 109.2 . . ? C19 C20 H20A 109.2 . . ? C21 C20 H20B 109.2 . . ? C19 C20 H20B 109.2 . . ? H20A C20 H20B 107.9 . . ? C22 C21 C25 117.9(2) . . ? C22 C21 C20 120.3(2) . . ? C25 C21 C20 121.7(2) . . ? C23 C22 C21 120.5(2) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C24 C23 C22 120.5(2) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C23 C24 C1 120.7(3) . . ? C23 C24 H24 119.6 . . ? C1 C24 H24 119.6 . . ? O1 C25 C21 118.7(2) . . ? O1 C25 C1 119.0(2) . . ? C21 C25 C1 122.1(2) . . ? O2 C26 C3 118.1(2) . . ? O2 C26 C7 120.6(2) . . ? C3 C26 C7 121.3(2) . . ? O3 C27 C13 120.4(2) . . ? O3 C27 C9 118.0(2) . . ? C13 C27 C9 121.6(2) . . ? O4 C28 C15 117.5(2) . . ? O4 C28 C19 121.0(2) . . ? C15 C28 C19 121.5(2) . . ? C30 C29 C5 114.2(2) . . ? C30 C29 H29A 108.7 . . ? C5 C29 H29A 108.7 . . ? C30 C29 H29B 108.7 . . ? C5 C29 H29B 108.7 . . ? H29A C29 H29B 107.6 . . ? N1 C30 C29 179.0(3) . . ? C32 C31 C11 114.2(2) . . ? C32 C31 H31A 108.7 . . ? C11 C31 H31A 108.7 . . ? C32 C31 H31B 108.7 . . ? C11 C31 H31B 108.7 . . ? H31A C31 H31B 107.6 . . ? N2 C32 C31 178.3(3) . . ? C34 C33 C17 111.42(19) . . ? C34 C33 H33A 109.3 . . ? C17 C33 H33A 109.3 . . ? C34 C33 H33B 109.3 . . ? C17 C33 H33B 109.3 . . ? H33A C33 H33B 108.0 . . ? N3 C34 C33 178.3(3) . . ? O1 C35 C36 107.31(18) . . ? O1 C35 H35A 110.3 . . ? C36 C35 H35A 110.3 . . ? O1 C35 H35B 110.3 . . ? C36 C35 H35B 110.3 . . ? H35A C35 H35B 108.5 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C38 C37 H37A 109.5 . . ? C38 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C38 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N4 C38 C37 178.9(3) . . ? 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 C24 C1 C2 C3 -80.8(3) . . . . ? C25 C1 C2 C3 96.3(3) . . . . ? C1 C2 C3 C4 91.0(3) . . . . ? C1 C2 C3 C26 -87.8(3) . . . . ? C26 C3 C4 C5 0.8(4) . . . . ? C2 C3 C4 C5 -178.0(2) . . . . ? C3 C4 C5 C6 1.5(4) . . . . ? C3 C4 C5 C29 -176.4(2) . . . . ? C4 C5 C6 C7 -2.2(4) . . . . ? C29 C5 C6 C7 175.8(2) . . . . ? C5 C6 C7 C26 0.6(3) . . . . ? C5 C6 C7 C8 179.3(2) . . . . ? C6 C7 C8 C9 -93.1(3) . . . . ? C26 C7 C8 C9 85.6(3) . . . . ? C7 C8 C9 C10 84.7(2) . . . . ? C7 C8 C9 C27 -92.4(3) . . . . ? C27 C9 C10 C11 0.3(3) . . . . ? C8 C9 C10 C11 -176.9(2) . . . . ? C9 C10 C11 C12 -0.3(3) . . . . ? C9 C10 C11 C31 177.0(2) . . . . ? C10 C11 C12 C13 -0.2(3) . . . . ? C31 C11 C12 C13 -177.5(2) . . . . ? C11 C12 C13 C27 0.6(3) . . . . ? C11 C12 C13 C14 176.9(2) . . . . ? C27 C13 C14 C15 93.5(3) . . . . ? C12 C13 C14 C15 -82.6(2) . . . . ? C13 C14 C15 C16 90.0(3) . . . . ? C13 C14 C15 C28 -85.7(3) . . . . ? C28 C15 C16 C17 0.1(3) . . . . ? C14 C15 C16 C17 -175.8(2) . . . . ? C15 C16 C17 C18 -1.0(3) . . . . ? C15 C16 C17 C33 -179.9(2) . . . . ? C16 C17 C18 C19 1.2(3) . . . . ? C33 C17 C18 C19 -179.9(2) . . . . ? C17 C18 C19 C28 -0.4(4) . . . . ? C17 C18 C19 C20 177.7(2) . . . . ? C18 C19 C20 C21 -91.6(3) . . . . ? C28 C19 C20 C21 86.5(3) . . . . ? C19 C20 C21 C22 83.3(3) . . . . ? C19 C20 C21 C25 -94.3(3) . . . . ? C25 C21 C22 C23 0.2(3) . . . . ? C20 C21 C22 C23 -177.5(2) . . . . ? C21 C22 C23 C24 1.2(4) . . . . ? C22 C23 C24 C1 -0.6(4) . . . . ? C25 C1 C24 C23 -1.4(4) . . . . ? C2 C1 C24 C23 175.8(2) . . . . ? C35 O1 C25 C21 -97.0(2) . . . . ? C35 O1 C25 C1 87.1(2) . . . . ? C22 C21 C25 O1 -177.98(18) . . . . ? C20 C21 C25 O1 -0.3(3) . . . . ? C22 C21 C25 C1 -2.3(3) . . . . ? C20 C21 C25 C1 175.37(19) . . . . ? C24 C1 C25 O1 178.54(19) . . . . ? C2 C1 C25 O1 1.4(3) . . . . ? C24 C1 C25 C21 2.9(3) . . . . ? C2 C1 C25 C21 -174.2(2) . . . . ? C4 C3 C26 O2 176.5(2) . . . . ? C2 C3 C26 O2 -4.7(4) . . . . ? C4 C3 C26 C7 -2.4(4) . . . . ? C2 C3 C26 C7 176.4(2) . . . . ? C6 C7 C26 O2 -177.2(2) . . . . ? C8 C7 C26 O2 4.2(3) . . . . ? C6 C7 C26 C3 1.7(4) . . . . ? C8 C7 C26 C3 -176.9(2) . . . . ? C12 C13 C27 O3 -179.17(18) . . . . ? C14 C13 C27 O3 4.6(3) . . . . ? C12 C13 C27 C9 -0.6(3) . . . . ? C14 C13 C27 C9 -176.75(19) . . . . ? C10 C9 C27 O3 178.75(18) . . . . ? C8 C9 C27 O3 -4.1(3) . . . . ? C10 C9 C27 C13 0.1(3) . . . . ? C8 C9 C27 C13 177.26(19) . . . . ? C16 C15 C28 O4 179.4(2) . . . . ? C14 C15 C28 O4 -4.8(3) . . . . ? C16 C15 C28 C19 0.7(3) . . . . ? C14 C15 C28 C19 176.5(2) . . . . ? C18 C19 C28 O4 -179.1(2) . . . . ? C20 C19 C28 O4 2.7(3) . . . . ? C18 C19 C28 C15 -0.5(3) . . . . ? C20 C19 C28 C15 -178.6(2) . . . . ? C6 C5 C29 C30 120.9(3) . . . . ? C4 C5 C29 C30 -61.2(3) . . . . ? C5 C29 C30 N1 -176(100) . . . . ? C12 C11 C31 C32 -128.3(3) . . . . ? C10 C11 C31 C32 54.5(3) . . . . ? C11 C31 C32 N2 145(13) . . . . ? C16 C17 C33 C34 -121.1(2) . . . . ? C18 C17 C33 C34 60.1(3) . . . . ? C17 C33 C34 N3 -45(10) . . . . ? C25 O1 C35 C36 -171.2(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2 O3 0.84 1.87 2.689(2) 163.4 . O3 H3 O4 0.84 1.89 2.724(2) 170.6 . O4 H4 O1 0.84 1.87 2.708(2) 171.8 . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 23.53 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.261 _refine_diff_density_min -0.259 _refine_diff_density_rms 0.039 # Attachment 'c4h71.cif' data_c4h7 _database_code_depnum_ccdc_archive 'CCDC 697245' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C38 H35 N3 O4' _chemical_formula_sum 'C38 H35 N3 O4' _chemical_formula_weight 597.69 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.6286(3) _cell_length_b 19.9708(7) _cell_length_c 15.8164(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.258(2) _cell_angle_gamma 90.00 _cell_volume 3039.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 17048 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.306 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 0.085 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaApexII _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 8.3 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25157 _diffrn_reflns_av_R_equivalents 0.0733 _diffrn_reflns_av_sigmaI/netI 0.0824 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 27.48 _reflns_number_total 6937 _reflns_number_gt 4389 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect data collection software (Nonius B.V., 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepak (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _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^)+(0.0352P)^2^+5.6647P] 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 6937 _refine_ls_number_parameters 410 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1347 _refine_ls_R_factor_gt 0.0795 _refine_ls_wR_factor_ref 0.1700 _refine_ls_wR_factor_gt 0.1504 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _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 0.5781(3) 0.09926(16) 0.85505(18) 0.0241(6) Uani 1 1 d . . . C2 C 0.6020(3) 0.03917(15) 0.89745(18) 0.0227(6) Uani 1 1 d . . . C3 C 0.6811(3) 0.04182(17) 0.97367(19) 0.0276(7) Uani 1 1 d . . . H3 H 0.6997 0.0015 1.0039 0.033 Uiso 1 1 calc R . . C4 C 0.7327(3) 0.10136(17) 1.00594(19) 0.0301(7) Uani 1 1 d . . . H4 H 0.7820 0.1022 1.0592 0.036 Uiso 1 1 calc R . . C5 C 0.7121(3) 0.15991(17) 0.96023(19) 0.0281(7) Uani 1 1 d . . . H5 H 0.7495 0.2008 0.9817 0.034 Uiso 1 1 calc R . . C6 C 0.6368(3) 0.15950(16) 0.88264(18) 0.0246(6) Uani 1 1 d . . . C7 C 0.6312(3) 0.22272(15) 0.82946(18) 0.0239(6) Uani 1 1 d . . . H7A H 0.6206 0.2619 0.8670 0.029 Uiso 1 1 calc R . . H7B H 0.5488 0.2209 0.7901 0.029 Uiso 1 1 calc R . . C8 C 0.7789(3) 0.19747(14) 0.70257(18) 0.0227(6) Uani 1 1 d . . . C9 C 0.7608(3) 0.23159(15) 0.77905(18) 0.0232(6) Uani 1 1 d . . . C10 C 0.8654(3) 0.27564(15) 0.80706(19) 0.0261(7) Uani 1 1 d . . . H10 H 0.8570 0.2982 0.8595 0.031 Uiso 1 1 calc R . . C11 C 0.9816(3) 0.28721(15) 0.7598(2) 0.0263(7) Uani 1 1 d . . . C12 C 0.9951(3) 0.25331(14) 0.6841(2) 0.0249(6) Uani 1 1 d . . . H12 H 1.0744 0.2613 0.6517 0.030 Uiso 1 1 calc R . . C13 C 0.8954(3) 0.20795(14) 0.65456(18) 0.0226(6) Uani 1 1 d . . . C14 C 0.9165(3) 0.17053(15) 0.57231(18) 0.0243(6) Uani 1 1 d . . . H14A H 0.8252 0.1642 0.5424 0.029 Uiso 1 1 calc R . . H14B H 0.9749 0.1981 0.5357 0.029 Uiso 1 1 calc R . . C15 C 0.9083(3) 0.04450(15) 0.59715(17) 0.0201(6) Uani 1 1 d . . . C16 C 0.9848(3) 0.10268(15) 0.58588(16) 0.0193(6) Uani 1 1 d . . . C17 C 1.1304(3) 0.09715(15) 0.58840(17) 0.0219(6) Uani 1 1 d . . . H17 H 1.1851 0.1362 0.5814 0.026 Uiso 1 1 calc R . . C18 C 1.1959(3) 0.03583(15) 0.60083(17) 0.0203(6) Uani 1 1 d . . . C19 C 1.1152(3) -0.02028(15) 0.61510(18) 0.0233(6) Uani 1 1 d . . . H19 H 1.1599 -0.0621 0.6251 0.028 Uiso 1 1 calc R . . C20 C 0.9705(3) -0.01713(15) 0.61515(17) 0.0221(6) Uani 1 1 d . . . C21 C 0.8865(3) -0.08030(15) 0.63184(18) 0.0243(6) Uani 1 1 d . . . H21A H 0.8024 -0.0801 0.5938 0.029 Uiso 1 1 calc R . . H21B H 0.9428 -0.1197 0.6169 0.029 Uiso 1 1 calc R . . C22 C 0.7203(3) -0.05929(15) 0.75051(18) 0.0232(6) Uani 1 1 d . . . C23 C 0.8417(3) -0.08845(14) 0.72266(18) 0.0225(6) Uani 1 1 d . . . C24 C 0.9173(3) -0.12973(15) 0.77962(19) 0.0238(6) Uani 1 1 d . . . H24 H 1.0016 -0.1494 0.7626 0.029 Uiso 1 1 calc R . . C25 C 0.8717(3) -0.14253(15) 0.86030(19) 0.0256(7) Uani 1 1 d . . . C26 C 0.7525(3) -0.11106(16) 0.88633(19) 0.0271(7) Uani 1 1 d . . . H26 H 0.7219 -0.1192 0.9418 0.032 Uiso 1 1 calc R . . C27 C 0.6769(3) -0.06804(15) 0.83344(19) 0.0247(6) Uani 1 1 d . . . C28 C 0.5541(3) -0.02877(15) 0.86379(19) 0.0250(6) Uani 1 1 d . . . H28A H 0.5090 -0.0540 0.9091 0.030 Uiso 1 1 calc R . . H28B H 0.4850 -0.0224 0.8164 0.030 Uiso 1 1 calc R . . C29 C 1.0899(3) 0.33832(17) 0.7899(2) 0.0356(8) Uani 1 1 d . . . H29A H 1.1276 0.3610 0.7401 0.043 Uiso 1 1 calc R . . H29B H 1.0446 0.3727 0.8246 0.043 Uiso 1 1 calc R . . C30 C 1.2046(4) 0.30811(18) 0.8399(2) 0.0382(8) Uani 1 1 d . . . C31 C 1.3531(3) 0.02854(16) 0.59819(19) 0.0260(7) Uani 1 1 d . . . H31A H 1.3940 0.0346 0.6561 0.031 Uiso 1 1 calc R . . H31B H 1.3752 -0.0175 0.5798 0.031 Uiso 1 1 calc R . . C32 C 1.4174(3) 0.07601(17) 0.5419(2) 0.0288(7) Uani 1 1 d . . . C33 C 0.9417(3) -0.19250(17) 0.9212(2) 0.0334(8) Uani 1 1 d . . . H33A H 0.9724 -0.1687 0.9736 0.040 Uiso 1 1 calc R . . H33B H 0.8728 -0.2267 0.9367 0.040 Uiso 1 1 calc R . . C34 C 1.0611(3) -0.22608(17) 0.8864(2) 0.0318(7) Uani 1 1 d . . . C35 C 0.3561(3) 0.12643(16) 0.7887(2) 0.0272(7) Uani 1 1 d . . . H35A H 0.3185 0.1421 0.7330 0.033 Uiso 1 1 calc R . . H35B H 0.3606 0.1655 0.8273 0.033 Uiso 1 1 calc R . . C36 C 0.2586(3) 0.07512(16) 0.82320(19) 0.0259(7) Uani 1 1 d . . . H36A H 0.2943 0.0601 0.8796 0.031 Uiso 1 1 calc R . . H36B H 0.2543 0.0357 0.7852 0.031 Uiso 1 1 calc R . . C37 C 0.1130(3) 0.10414(18) 0.8307(2) 0.0322(7) Uani 1 1 d . . . H37A H 0.0789 0.1201 0.7743 0.039 Uiso 1 1 calc R . . H37B H 0.1180 0.1433 0.8691 0.039 Uiso 1 1 calc R . . C38 C 0.0088(3) 0.05333(19) 0.8642(2) 0.0413(9) Uani 1 1 d . . . H38A H 0.0069 0.0134 0.8282 0.062 Uiso 1 1 calc R . . H38B H -0.0841 0.0735 0.8636 0.062 Uiso 1 1 calc R . . H38C H 0.0369 0.0407 0.9223 0.062 Uiso 1 1 calc R . . O1 O 0.4974(2) 0.10035(10) 0.77896(12) 0.0239(5) Uani 1 1 d . . . O2 O 0.6788(2) 0.15439(11) 0.66887(13) 0.0253(5) Uani 1 1 d . . . H2 H 0.6224 0.1446 0.7062 0.038 Uiso 1 1 calc R . . O3 O 0.76458(19) 0.04596(11) 0.58599(13) 0.0245(5) Uani 1 1 d . . . H3A H 0.7341 0.0821 0.6051 0.037 Uiso 1 1 calc R . . O4 O 0.6324(2) -0.02278(11) 0.69837(13) 0.0280(5) Uani 1 1 d . . . H4A H 0.6761 -0.0084 0.6572 0.042 Uiso 1 1 calc R . . N1 N 1.2944(4) 0.28487(18) 0.8776(2) 0.0600(10) Uani 1 1 d . . . N2 N 1.4680(3) 0.11246(17) 0.49628(19) 0.0419(7) Uani 1 1 d . . . N3 N 1.1562(3) -0.25157(16) 0.85921(19) 0.0413(7) 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 0.0152(14) 0.0338(17) 0.0233(14) -0.0016(13) 0.0038(11) 0.0015(13) C2 0.0160(14) 0.0289(17) 0.0236(14) 0.0016(13) 0.0067(11) 0.0016(12) C3 0.0248(15) 0.0341(18) 0.0243(15) 0.0082(14) 0.0067(12) 0.0026(14) C4 0.0257(16) 0.041(2) 0.0242(15) -0.0017(14) 0.0033(13) -0.0018(14) C5 0.0272(16) 0.0322(18) 0.0254(15) -0.0015(13) 0.0053(13) -0.0031(14) C6 0.0196(14) 0.0306(17) 0.0241(14) -0.0018(13) 0.0054(12) 0.0006(13) C7 0.0226(15) 0.0231(16) 0.0261(15) -0.0068(12) 0.0025(12) 0.0021(13) C8 0.0220(15) 0.0187(15) 0.0272(15) -0.0016(12) -0.0011(12) 0.0012(12) C9 0.0205(14) 0.0209(15) 0.0283(15) 0.0015(12) 0.0014(12) 0.0069(12) C10 0.0276(16) 0.0199(15) 0.0306(16) -0.0023(13) -0.0004(13) 0.0026(13) C11 0.0193(14) 0.0176(15) 0.0418(18) -0.0053(13) -0.0031(13) 0.0014(12) C12 0.0193(14) 0.0180(15) 0.0378(17) 0.0039(13) 0.0062(12) 0.0040(12) C13 0.0215(14) 0.0175(14) 0.0288(15) 0.0042(12) 0.0015(12) 0.0043(12) C14 0.0212(15) 0.0272(17) 0.0247(14) 0.0066(13) 0.0023(12) -0.0001(13) C15 0.0145(13) 0.0278(16) 0.0183(13) -0.0020(12) 0.0032(11) 0.0021(12) C16 0.0172(13) 0.0242(15) 0.0164(13) -0.0014(12) 0.0007(11) 0.0031(12) C17 0.0223(14) 0.0229(15) 0.0209(14) -0.0016(12) 0.0054(11) -0.0039(12) C18 0.0191(14) 0.0254(15) 0.0165(13) -0.0039(12) 0.0022(11) 0.0004(12) C19 0.0211(14) 0.0251(16) 0.0239(14) -0.0026(12) 0.0035(12) 0.0033(12) C20 0.0233(15) 0.0250(16) 0.0181(13) -0.0009(12) 0.0030(11) 0.0006(12) C21 0.0220(15) 0.0246(16) 0.0263(15) -0.0038(12) 0.0010(12) 0.0016(12) C22 0.0205(15) 0.0221(15) 0.0267(15) 0.0013(12) -0.0020(12) -0.0012(12) C23 0.0223(15) 0.0177(15) 0.0276(15) -0.0023(12) 0.0013(12) -0.0038(12) C24 0.0188(14) 0.0209(15) 0.0318(16) -0.0015(13) 0.0012(12) 0.0012(12) C25 0.0261(15) 0.0223(16) 0.0281(15) 0.0017(13) -0.0025(12) -0.0019(13) C26 0.0259(16) 0.0296(17) 0.0259(15) 0.0024(13) 0.0031(13) -0.0015(13) C27 0.0204(15) 0.0231(16) 0.0306(16) 0.0016(13) 0.0022(12) -0.0026(12) C28 0.0203(14) 0.0270(16) 0.0283(15) 0.0040(13) 0.0074(12) 0.0015(13) C29 0.0288(17) 0.0265(17) 0.051(2) -0.0069(16) -0.0013(15) -0.0010(14) C30 0.0284(18) 0.036(2) 0.051(2) -0.0178(17) -0.0011(16) 0.0009(15) C31 0.0229(15) 0.0296(17) 0.0255(15) -0.0004(13) -0.0001(12) 0.0033(13) C32 0.0173(14) 0.0380(19) 0.0309(16) -0.0050(15) -0.0001(12) 0.0024(14) C33 0.0304(17) 0.0344(18) 0.0352(17) -0.0028(15) 0.0002(14) 0.0057(15) C34 0.0320(17) 0.0338(19) 0.0288(16) -0.0022(14) -0.0079(14) 0.0022(15) C35 0.0204(15) 0.0298(17) 0.0316(16) -0.0020(14) 0.0038(12) 0.0034(13) C36 0.0209(15) 0.0332(18) 0.0239(14) 0.0057(13) 0.0031(12) 0.0011(13) C37 0.0233(16) 0.043(2) 0.0301(16) 0.0018(15) 0.0051(13) 0.0018(15) C38 0.0247(17) 0.046(2) 0.054(2) -0.0082(18) 0.0123(16) -0.0036(16) O1 0.0198(10) 0.0293(12) 0.0228(10) -0.0019(9) 0.0021(8) 0.0015(9) O2 0.0202(10) 0.0300(12) 0.0260(11) -0.0031(9) 0.0036(8) -0.0012(9) O3 0.0174(10) 0.0270(12) 0.0292(11) -0.0030(9) 0.0029(8) 0.0032(9) O4 0.0201(10) 0.0343(13) 0.0299(11) 0.0091(10) 0.0046(9) 0.0033(9) N1 0.056(2) 0.053(2) 0.069(2) -0.0290(19) -0.0286(19) 0.0162(18) N2 0.0279(15) 0.053(2) 0.0453(17) 0.0078(16) 0.0070(13) 0.0004(14) N3 0.0394(17) 0.0442(19) 0.0399(17) -0.0082(14) -0.0039(14) 0.0074(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 C1 C2 1.390(4) . ? C1 C6 1.392(4) . ? C1 O1 1.407(3) . ? C2 C3 1.401(4) . ? C2 C28 1.523(4) . ? C3 C4 1.379(5) . ? C3 H3 0.9500 . ? C4 C5 1.385(4) . ? C4 H4 0.9500 . ? C5 C6 1.401(4) . ? C5 H5 0.9500 . ? C6 C7 1.517(4) . ? C7 C9 1.517(4) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 O2 1.383(3) . ? C8 C13 1.395(4) . ? C8 C9 1.405(4) . ? C9 C10 1.396(4) . ? C10 C11 1.389(4) . ? C10 H10 0.9500 . ? C11 C12 1.385(4) . ? C11 C29 1.522(4) . ? C12 C13 1.388(4) . ? C12 H12 0.9500 . ? C13 C14 1.521(4) . ? C14 C16 1.518(4) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 O3 1.388(3) . ? C15 C16 1.391(4) . ? C15 C20 1.393(4) . ? C16 C17 1.405(4) . ? C17 C18 1.388(4) . ? C17 H17 0.9500 . ? C18 C19 1.387(4) . ? C18 C31 1.523(4) . ? C19 C20 1.395(4) . ? C19 H19 0.9500 . ? C20 C21 1.527(4) . ? C21 C23 1.525(4) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 O4 1.369(3) . ? C22 C23 1.392(4) . ? C22 C27 1.403(4) . ? C23 C24 1.403(4) . ? C24 C25 1.389(4) . ? C24 H24 0.9500 . ? C25 C26 1.385(4) . ? C25 C33 1.526(4) . ? C26 C27 1.386(4) . ? C26 H26 0.9500 . ? C27 C28 1.513(4) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.463(5) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 N1 1.130(4) . ? C31 C32 1.456(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 N2 1.147(4) . ? C33 C34 1.458(5) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 N3 1.146(4) . ? C35 O1 1.471(3) . ? C35 C36 1.506(4) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.525(4) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.536(5) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? O2 H2 0.8400 . ? O3 H3A 0.8400 . ? O4 H4A 0.8400 . ? 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 122.5(3) . . ? C2 C1 O1 120.1(3) . . ? C6 C1 O1 117.3(3) . . ? C1 C2 C3 117.2(3) . . ? C1 C2 C28 124.0(3) . . ? C3 C2 C28 118.8(3) . . ? C4 C3 C2 121.8(3) . . ? C4 C3 H3 119.1 . . ? C2 C3 H3 119.1 . . ? C3 C4 C5 119.5(3) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C4 C5 C6 120.7(3) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C1 C6 C5 118.0(3) . . ? C1 C6 C7 122.7(3) . . ? C5 C6 C7 119.1(3) . . ? C6 C7 C9 112.1(2) . . ? C6 C7 H7A 109.2 . . ? C9 C7 H7A 109.2 . . ? C6 C7 H7B 109.2 . . ? C9 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? O2 C8 C13 116.5(3) . . ? O2 C8 C9 121.7(3) . . ? C13 C8 C9 121.7(3) . . ? C10 C9 C8 117.8(3) . . ? C10 C9 C7 120.3(3) . . ? C8 C9 C7 121.9(3) . . ? C11 C10 C9 121.3(3) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? C12 C11 C10 119.2(3) . . ? C12 C11 C29 120.8(3) . . ? C10 C11 C29 120.0(3) . . ? C11 C12 C13 121.5(3) . . ? C11 C12 H12 119.2 . . ? C13 C12 H12 119.2 . . ? C12 C13 C8 118.3(3) . . ? C12 C13 C14 119.7(3) . . ? C8 C13 C14 122.0(3) . . ? C16 C14 C13 112.9(2) . . ? C16 C14 H14A 109.0 . . ? C13 C14 H14A 109.0 . . ? C16 C14 H14B 109.0 . . ? C13 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? O3 C15 C16 119.8(3) . . ? O3 C15 C20 117.6(3) . . ? C16 C15 C20 122.6(2) . . ? C15 C16 C17 117.6(3) . . ? C15 C16 C14 122.4(2) . . ? C17 C16 C14 120.0(3) . . ? C18 C17 C16 121.4(3) . . ? C18 C17 H17 119.3 . . ? C16 C17 H17 119.3 . . ? C19 C18 C17 118.8(3) . . ? C19 C18 C31 119.4(3) . . ? C17 C18 C31 121.8(3) . . ? C18 C19 C20 122.0(3) . . ? C18 C19 H19 119.0 . . ? C20 C19 H19 119.0 . . ? C15 C20 C19 117.5(3) . . ? C15 C20 C21 122.6(3) . . ? C19 C20 C21 119.9(3) . . ? C23 C21 C20 115.0(2) . . ? C23 C21 H21A 108.5 . . ? C20 C21 H21A 108.5 . . ? C23 C21 H21B 108.5 . . ? C20 C21 H21B 108.5 . . ? H21A C21 H21B 107.5 . . ? O4 C22 C23 122.6(3) . . ? O4 C22 C27 115.4(3) . . ? C23 C22 C27 121.9(3) . . ? C22 C23 C24 117.6(3) . . ? C22 C23 C21 121.7(3) . . ? C24 C23 C21 120.6(3) . . ? C25 C24 C23 121.5(3) . . ? C25 C24 H24 119.2 . . ? C23 C24 H24 119.2 . . ? C26 C25 C24 119.0(3) . . ? C26 C25 C33 117.4(3) . . ? C24 C25 C33 123.5(3) . . ? C25 C26 C27 121.6(3) . . ? C25 C26 H26 119.2 . . ? C27 C26 H26 119.2 . . ? C26 C27 C22 118.2(3) . . ? C26 C27 C28 121.9(3) . . ? C22 C27 C28 119.8(3) . . ? C27 C28 C2 110.0(2) . . ? C27 C28 H28A 109.7 . . ? C2 C28 H28A 109.7 . . ? C27 C28 H28B 109.7 . . ? C2 C28 H28B 109.7 . . ? H28A C28 H28B 108.2 . . ? C30 C29 C11 112.7(3) . . ? C30 C29 H29A 109.1 . . ? C11 C29 H29A 109.1 . . ? C30 C29 H29B 109.1 . . ? C11 C29 H29B 109.1 . . ? H29A C29 H29B 107.8 . . ? N1 C30 C29 179.1(5) . . ? C32 C31 C18 113.7(3) . . ? C32 C31 H31A 108.8 . . ? C18 C31 H31A 108.8 . . ? C32 C31 H31B 108.8 . . ? C18 C31 H31B 108.8 . . ? H31A C31 H31B 107.7 . . ? N2 C32 C31 178.7(4) . . ? C34 C33 C25 113.5(3) . . ? C34 C33 H33A 108.9 . . ? C25 C33 H33A 108.9 . . ? C34 C33 H33B 108.9 . . ? C25 C33 H33B 108.9 . . ? H33A C33 H33B 107.7 . . ? N3 C34 C33 178.9(4) . . ? O1 C35 C36 112.9(2) . . ? O1 C35 H35A 109.0 . . ? C36 C35 H35A 109.0 . . ? O1 C35 H35B 109.0 . . ? C36 C35 H35B 109.0 . . ? H35A C35 H35B 107.8 . . ? C35 C36 C37 110.9(3) . . ? C35 C36 H36A 109.5 . . ? C37 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? C37 C36 H36B 109.5 . . ? H36A C36 H36B 108.0 . . ? C36 C37 C38 113.0(3) . . ? C36 C37 H37A 109.0 . . ? C38 C37 H37A 109.0 . . ? C36 C37 H37B 109.0 . . ? C38 C37 H37B 109.0 . . ? H37A C37 H37B 107.8 . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C1 O1 C35 113.4(2) . . ? C8 O2 H2 109.5 . . ? C15 O3 H3A 109.5 . . ? C22 O4 H4A 109.5 . . ? 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 C6 C1 C2 C3 4.3(4) . . . . ? O1 C1 C2 C3 -178.8(2) . . . . ? C6 C1 C2 C28 -172.4(3) . . . . ? O1 C1 C2 C28 4.4(4) . . . . ? C1 C2 C3 C4 0.4(4) . . . . ? C28 C2 C3 C4 177.3(3) . . . . ? C2 C3 C4 C5 -3.2(5) . . . . ? C3 C4 C5 C6 1.5(5) . . . . ? C2 C1 C6 C5 -5.9(4) . . . . ? O1 C1 C6 C5 177.1(2) . . . . ? C2 C1 C6 C7 169.5(3) . . . . ? O1 C1 C6 C7 -7.5(4) . . . . ? C4 C5 C6 C1 2.9(4) . . . . ? C4 C5 C6 C7 -172.7(3) . . . . ? C1 C6 C7 C9 -94.7(3) . . . . ? C5 C6 C7 C9 80.6(3) . . . . ? O2 C8 C9 C10 -178.1(3) . . . . ? C13 C8 C9 C10 -1.5(4) . . . . ? O2 C8 C9 C7 0.6(4) . . . . ? C13 C8 C9 C7 177.2(3) . . . . ? C6 C7 C9 C10 -100.8(3) . . . . ? C6 C7 C9 C8 80.6(3) . . . . ? C8 C9 C10 C11 2.1(4) . . . . ? C7 C9 C10 C11 -176.6(3) . . . . ? C9 C10 C11 C12 -1.3(4) . . . . ? C9 C10 C11 C29 176.8(3) . . . . ? C10 C11 C12 C13 -0.2(4) . . . . ? C29 C11 C12 C13 -178.2(3) . . . . ? C11 C12 C13 C8 0.7(4) . . . . ? C11 C12 C13 C14 -178.4(3) . . . . ? O2 C8 C13 C12 176.9(3) . . . . ? C9 C8 C13 C12 0.1(4) . . . . ? O2 C8 C13 C14 -4.0(4) . . . . ? C9 C8 C13 C14 179.2(3) . . . . ? C12 C13 C14 C16 93.8(3) . . . . ? C8 C13 C14 C16 -85.3(3) . . . . ? O3 C15 C16 C17 -172.9(2) . . . . ? C20 C15 C16 C17 3.6(4) . . . . ? O3 C15 C16 C14 7.8(4) . . . . ? C20 C15 C16 C14 -175.7(3) . . . . ? C13 C14 C16 C15 90.2(3) . . . . ? C13 C14 C16 C17 -89.0(3) . . . . ? C15 C16 C17 C18 0.6(4) . . . . ? C14 C16 C17 C18 179.9(2) . . . . ? C16 C17 C18 C19 -3.2(4) . . . . ? C16 C17 C18 C31 176.1(2) . . . . ? C17 C18 C19 C20 1.7(4) . . . . ? C31 C18 C19 C20 -177.6(3) . . . . ? O3 C15 C20 C19 171.6(2) . . . . ? C16 C15 C20 C19 -5.0(4) . . . . ? O3 C15 C20 C21 -6.5(4) . . . . ? C16 C15 C20 C21 176.9(3) . . . . ? C18 C19 C20 C15 2.3(4) . . . . ? C18 C19 C20 C21 -179.6(3) . . . . ? C15 C20 C21 C23 -84.3(3) . . . . ? C19 C20 C21 C23 97.7(3) . . . . ? O4 C22 C23 C24 -174.4(3) . . . . ? C27 C22 C23 C24 2.7(4) . . . . ? O4 C22 C23 C21 1.3(4) . . . . ? C27 C22 C23 C21 178.4(3) . . . . ? C20 C21 C23 C22 85.8(3) . . . . ? C20 C21 C23 C24 -98.6(3) . . . . ? C22 C23 C24 C25 1.5(4) . . . . ? C21 C23 C24 C25 -174.3(3) . . . . ? C23 C24 C25 C26 -3.3(4) . . . . ? C23 C24 C25 C33 173.5(3) . . . . ? C24 C25 C26 C27 1.0(5) . . . . ? C33 C25 C26 C27 -176.0(3) . . . . ? C25 C26 C27 C22 3.0(5) . . . . ? C25 C26 C27 C28 -174.5(3) . . . . ? O4 C22 C27 C26 172.4(3) . . . . ? C23 C22 C27 C26 -4.9(4) . . . . ? O4 C22 C27 C28 -10.1(4) . . . . ? C23 C22 C27 C28 172.7(3) . . . . ? C26 C27 C28 C2 91.1(3) . . . . ? C22 C27 C28 C2 -86.3(3) . . . . ? C1 C2 C28 C27 106.4(3) . . . . ? C3 C2 C28 C27 -70.3(3) . . . . ? C12 C11 C29 C30 -88.1(4) . . . . ? C10 C11 C29 C30 93.9(4) . . . . ? C11 C29 C30 N1 106(24) . . . . ? C19 C18 C31 C32 148.9(3) . . . . ? C17 C18 C31 C32 -30.4(4) . . . . ? C18 C31 C32 N2 -97(15) . . . . ? C26 C25 C33 C34 176.4(3) . . . . ? C24 C25 C33 C34 -0.4(5) . . . . ? C25 C33 C34 N3 74(19) . . . . ? O1 C35 C36 C37 -179.0(2) . . . . ? C35 C36 C37 C38 179.0(3) . . . . ? C2 C1 O1 C35 104.0(3) . . . . ? C6 C1 O1 C35 -79.0(3) . . . . ? C36 C35 O1 C1 -80.2(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2 O1 0.84 1.91 2.736(3) 165.5 . O3 H3A O2 0.84 1.85 2.679(3) 168.0 . O4 H4A O3 0.84 1.80 2.616(3) 162.6 . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.486 _refine_diff_density_min -0.276 _refine_diff_density_rms 0.068 # Attachment 'c5h11-1.chk' #==============================================================================# # PLATON/CHECK-( 50105) versus check.def version of 231204 for entry: 2e # Data From: platon.input - Data Type: CIF Bond Precision C-C = 0.0061 A # Refl Data: platon.fcf - Data Type: SHELXL # # Cell 17.6804(2) 18.0029(4) 10.2337(4) 90 90 90 # WaveLength 0.71073 Volume Reported 3257.4(2) Calculated 3257.37(15) # SpaceGroup from Symmetry P 21 21 2 Hall: P 2 2ab # Reported P 21 21 2 ? # MoietyFormula 2(C39 H37 N3 O4), O # Reported C39 H37 N3 O4, 0.5(H2 O) # SumFormula C78 H74 N6 O9 # Reported C39 H38 N3 O4.50 # Mr = 1239.43[Calc], 620.72[Rep] # Dx,gcm-3 = 1.264[Calc], 1.264[Rep] # Z = 2[Calc], 4[Rep] # Mu (mm-1) = 0.083[Calc], 0.083[Rep] # F000 = 1312.0[Calc], 1312.0[Rep] or F000' = 1312.57[Calc] # Calculated T limits: Tmin=0.975 Tmin'=0.975 Tmax=0.992 # Reported Hmax= 22, Kmax= 23, Lmax= 13, Nref= 7416 , Th(max)= 27.43 # Obs in FCF Hmax= 0, Kmax= 0, Lmax= 0, Nref= 0 , Th(max)= 27.43 # Calculated Hmax= 22, Kmax= 23, Lmax= 13, Nref= 4160( 7442), Ratio= 1.78( 1.00) # rho(min) = -0.36, rho(max) = 1.01 e/Ang^3 # R= 0.0850( 5345), wR2= 0.2310( 7416), S = 1.030, Npar= 421 #===============================================================================