# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2010 data_global _journal_name_full 'New J.Chem.' _journal_coden_Cambridge 0440 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Edwin Weber' _publ_contact_author_email Edwin.Weber@chemie.tu-freiberg.de _publ_section_title ; Synthesis and structures of crystalline solvates formed of pyridinium N-phenoxide (Reichardt's-Type) betaine dyes and alcohols ; loop_ _publ_author_name 'Edwin Weber' 'Sandra Kurjatschij' 'Wilhelm Seichter' # Attachment '1_EtOH_new.cif.txt' data_kurj13fin _database_code_depnum_ccdc_archive 'CCDC 746916' #TrackingRef '1_EtOH_new.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C41 H29 N O, C2 H6 O' _chemical_formula_sum 'C43 H35 N O2' _chemical_formula_weight 597.72 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_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 10.1428(3) _cell_length_b 19.0295(6) _cell_length_c 17.0312(5) _cell_angle_alpha 90.00 _cell_angle_beta 102.607(2) _cell_angle_gamma 90.00 _cell_volume 3207.98(17) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 9957 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 35.84 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.51 _exptl_crystal_size_min 0.39 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.238 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.9328 _exptl_absorpt_correction_T_max 0.9714 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1% _diffrn_reflns_number 41306 _diffrn_reflns_av_R_equivalents 0.0354 _diffrn_reflns_av_sigmaI/netI 0.0321 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 29.10 _reflns_number_total 8560 _reflns_number_gt 6809 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa APEX2 (Bruker-AXS, 2004)' _computing_cell_refinement 'SAINT-NT (Bruker, 2004)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0815P)^2^+1.3308P] 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 8560 _refine_ls_number_parameters 417 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0653 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1538 _refine_ls_wR_factor_gt 0.1310 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.100 _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 O1 O 0.65075(10) 0.20611(6) 0.36686(6) 0.0213(2) Uani 1 1 d . . . N1 N 0.77824(11) 0.40230(6) 0.15410(6) 0.0140(2) Uani 1 1 d . . . C1 C 0.69175(13) 0.25382(7) 0.32492(8) 0.0159(3) Uani 1 1 d . . . C2 C 0.79104(13) 0.23913(7) 0.27715(8) 0.0150(3) Uani 1 1 d . . . C3 C 0.81689(13) 0.28866(7) 0.22250(7) 0.0150(3) Uani 1 1 d . . . H3 H 0.8778 0.2776 0.1891 0.018 Uiso 1 1 calc R . . C4 C 0.75517(13) 0.35398(7) 0.21599(7) 0.0145(2) Uani 1 1 d . . . C5 C 0.67159(13) 0.37299(7) 0.26689(7) 0.0151(3) Uani 1 1 d . . . H5 H 0.6357 0.4192 0.2646 0.018 Uiso 1 1 calc R . . C6 C 0.64000(13) 0.32481(7) 0.32130(7) 0.0152(3) Uani 1 1 d . . . C7 C 0.73346(13) 0.38233(7) 0.07523(7) 0.0150(3) Uani 1 1 d . . . C8 C 0.75755(13) 0.42485(7) 0.01429(8) 0.0161(3) Uani 1 1 d . . . H8 H 0.7326 0.4088 -0.0397 0.019 Uiso 1 1 calc R . . C9 C 0.81750(13) 0.49067(7) 0.02996(7) 0.0146(3) Uani 1 1 d . . . C10 C 0.85988(13) 0.50991(7) 0.11078(7) 0.0154(3) Uani 1 1 d . . . H10 H 0.9010 0.5545 0.1238 0.019 Uiso 1 1 calc R . . C11 C 0.84325(12) 0.46538(7) 0.17256(7) 0.0142(2) Uani 1 1 d . . . C12 C 0.83183(12) 0.53791(7) -0.03682(7) 0.0149(3) Uani 1 1 d . . . C13 C 0.82300(13) 0.51055(8) -0.11432(8) 0.0165(3) Uani 1 1 d . . . H13 H 0.8127 0.4614 -0.1232 0.020 Uiso 1 1 calc R . . C14 C 0.82921(14) 0.55486(8) -0.17785(8) 0.0191(3) Uani 1 1 d . . . H14 H 0.8199 0.5361 -0.2305 0.023 Uiso 1 1 calc R . . C15 C 0.84901(15) 0.62647(8) -0.16514(8) 0.0219(3) Uani 1 1 d . . . H15 H 0.8541 0.6567 -0.2088 0.026 Uiso 1 1 calc R . . C16 C 0.86133(16) 0.65379(8) -0.08814(9) 0.0236(3) Uani 1 1 d . . . H16 H 0.8768 0.7027 -0.0791 0.028 Uiso 1 1 calc R . . C17 C 0.85117(15) 0.61010(8) -0.02434(8) 0.0200(3) Uani 1 1 d . . . H17 H 0.8574 0.6293 0.0278 0.024 Uiso 1 1 calc R . . C18 C 0.55440(13) 0.34843(8) 0.37672(8) 0.0166(3) Uani 1 1 d . . . C19 C 0.58174(15) 0.32763(9) 0.45741(8) 0.0243(3) Uani 1 1 d . . . H19 H 0.6509 0.2941 0.4760 0.029 Uiso 1 1 calc R . . C20 C 0.50941(17) 0.35523(10) 0.51081(9) 0.0303(4) Uani 1 1 d . . . H20 H 0.5303 0.3407 0.5655 0.036 Uiso 1 1 calc R . . C21 C 0.40698(17) 0.40379(9) 0.48495(9) 0.0288(3) Uani 1 1 d . . . H21 H 0.3582 0.4229 0.5217 0.035 Uiso 1 1 calc R . . C22 C 0.37684(16) 0.42396(9) 0.40491(10) 0.0265(3) Uani 1 1 d . . . H22 H 0.3066 0.4569 0.3865 0.032 Uiso 1 1 calc R . . C23 C 0.44894(14) 0.39617(8) 0.35130(8) 0.0210(3) Uani 1 1 d . . . H23 H 0.4260 0.4099 0.2964 0.025 Uiso 1 1 calc R . . C24 C 0.86351(13) 0.17097(7) 0.28477(8) 0.0160(3) Uani 1 1 d . . . C25 C 0.90087(14) 0.13990(8) 0.21811(8) 0.0199(3) Uani 1 1 d . . . H25 H 0.8789 0.1628 0.1674 0.024 Uiso 1 1 calc R . . C26 C 0.96944(15) 0.07624(8) 0.22509(9) 0.0234(3) Uani 1 1 d . . . H26 H 0.9952 0.0564 0.1795 0.028 Uiso 1 1 calc R . . C27 C 1.00046(14) 0.04149(8) 0.29838(10) 0.0235(3) Uani 1 1 d . . . H27 H 1.0465 -0.0023 0.3031 0.028 Uiso 1 1 calc R . . C28 C 0.96354(14) 0.07131(8) 0.36499(9) 0.0213(3) Uani 1 1 d . . . H28 H 0.9839 0.0475 0.4152 0.026 Uiso 1 1 calc R . . C29 C 0.89720(13) 0.13546(8) 0.35862(8) 0.0178(3) Uani 1 1 d . . . H29 H 0.8743 0.1556 0.4049 0.021 Uiso 1 1 calc R . . C30 C 0.90021(13) 0.48698(7) 0.25702(7) 0.0150(3) Uani 1 1 d . . . C31 C 0.96957(13) 0.44135(8) 0.31657(8) 0.0170(3) Uani 1 1 d . . . H31 H 0.9744 0.3926 0.3056 0.020 Uiso 1 1 calc R . . C32 C 1.03117(14) 0.46769(8) 0.39164(8) 0.0192(3) Uani 1 1 d . . . H32 H 1.0795 0.4368 0.4316 0.023 Uiso 1 1 calc R . . C33 C 1.02295(15) 0.53883(8) 0.40900(8) 0.0217(3) Uani 1 1 d . . . H33 H 1.0653 0.5564 0.4606 0.026 Uiso 1 1 calc R . . C34 C 0.95287(16) 0.58386(8) 0.35083(8) 0.0230(3) Uani 1 1 d . . . H34 H 0.9455 0.6323 0.3628 0.028 Uiso 1 1 calc R . . C35 C 0.89321(14) 0.55827(8) 0.27485(8) 0.0191(3) Uani 1 1 d . . . H35 H 0.8472 0.5897 0.2347 0.023 Uiso 1 1 calc R . . C36 C 0.65123(14) 0.31793(7) 0.05267(8) 0.0165(3) Uani 1 1 d . . . C37 C 0.52921(14) 0.30724(8) 0.07660(8) 0.0191(3) Uani 1 1 d . . . H37 H 0.5044 0.3372 0.1155 0.023 Uiso 1 1 calc R . . C38 C 0.44450(14) 0.25254(8) 0.04314(8) 0.0216(3) Uani 1 1 d . . . H38 H 0.3616 0.2453 0.0593 0.026 Uiso 1 1 calc R . . C39 C 0.48031(15) 0.20836(8) -0.01381(9) 0.0227(3) Uani 1 1 d . . . H39 H 0.4211 0.1717 -0.0373 0.027 Uiso 1 1 calc R . . C40 C 0.60247(16) 0.21790(8) -0.03615(9) 0.0234(3) Uani 1 1 d . . . H40 H 0.6280 0.1869 -0.0740 0.028 Uiso 1 1 calc R . . C41 C 0.68799(15) 0.27263(8) -0.00345(8) 0.0203(3) Uani 1 1 d . . . H41 H 0.7713 0.2792 -0.0193 0.024 Uiso 1 1 calc R . . O1G O 0.39464(11) 0.16612(6) 0.37334(7) 0.0281(3) Uani 1 1 d . . . H1G H 0.4704 0.1805 0.3679 0.042 Uiso 1 1 calc R . . C1G C 0.29133(16) 0.19950(9) 0.31581(9) 0.0257(3) Uani 1 1 d . . . H1G1 H 0.2942 0.2507 0.3264 0.031 Uiso 1 1 calc R . . H1G2 H 0.2024 0.1818 0.3220 0.031 Uiso 1 1 calc R . . C2G C 0.3049(2) 0.18700(12) 0.23077(10) 0.0394(4) Uani 1 1 d . . . H2G1 H 0.3897 0.2076 0.2230 0.059 Uiso 1 1 calc R . . H2G2 H 0.2287 0.2089 0.1934 0.059 Uiso 1 1 calc R . . H2G3 H 0.3051 0.1364 0.2204 0.059 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0232(5) 0.0192(5) 0.0233(5) 0.0083(4) 0.0092(4) 0.0024(4) N1 0.0149(5) 0.0155(6) 0.0122(5) 0.0017(4) 0.0040(4) 0.0005(4) C1 0.0162(6) 0.0176(7) 0.0138(5) 0.0021(5) 0.0033(4) 0.0007(5) C2 0.0156(6) 0.0144(6) 0.0146(5) -0.0006(5) 0.0028(4) -0.0003(5) C3 0.0144(5) 0.0167(7) 0.0140(5) -0.0007(5) 0.0034(4) -0.0006(5) C4 0.0157(5) 0.0157(6) 0.0122(5) 0.0022(5) 0.0034(4) -0.0015(5) C5 0.0151(5) 0.0154(6) 0.0144(5) 0.0011(5) 0.0027(4) 0.0008(5) C6 0.0146(5) 0.0175(7) 0.0137(5) 0.0017(5) 0.0038(4) 0.0013(5) C7 0.0145(5) 0.0163(7) 0.0145(6) -0.0001(5) 0.0036(4) 0.0005(5) C8 0.0174(6) 0.0174(7) 0.0134(5) 0.0001(5) 0.0035(4) -0.0007(5) C9 0.0134(5) 0.0171(7) 0.0136(5) 0.0017(5) 0.0032(4) 0.0011(5) C10 0.0155(6) 0.0156(7) 0.0147(6) -0.0002(5) 0.0021(4) -0.0002(5) C11 0.0139(5) 0.0151(6) 0.0135(5) 0.0004(5) 0.0029(4) 0.0019(5) C12 0.0135(5) 0.0179(7) 0.0135(5) 0.0027(5) 0.0031(4) 0.0005(5) C13 0.0164(6) 0.0180(7) 0.0154(6) -0.0003(5) 0.0038(4) -0.0005(5) C14 0.0179(6) 0.0259(8) 0.0140(6) 0.0002(5) 0.0044(5) 0.0005(5) C15 0.0249(7) 0.0244(8) 0.0174(6) 0.0069(6) 0.0070(5) 0.0012(6) C16 0.0321(8) 0.0172(7) 0.0223(7) 0.0019(6) 0.0080(6) -0.0013(6) C17 0.0249(7) 0.0197(7) 0.0154(6) -0.0005(5) 0.0044(5) -0.0007(5) C18 0.0173(6) 0.0178(7) 0.0156(6) 0.0016(5) 0.0056(5) 0.0004(5) C19 0.0247(7) 0.0312(9) 0.0179(6) 0.0056(6) 0.0068(5) 0.0084(6) C20 0.0330(8) 0.0417(10) 0.0184(7) 0.0052(7) 0.0102(6) 0.0103(7) C21 0.0306(8) 0.0341(9) 0.0258(7) 0.0009(7) 0.0155(6) 0.0079(7) C22 0.0237(7) 0.0289(8) 0.0295(7) 0.0057(6) 0.0116(6) 0.0090(6) C23 0.0201(6) 0.0248(8) 0.0195(6) 0.0060(6) 0.0071(5) 0.0041(5) C24 0.0141(5) 0.0148(6) 0.0186(6) -0.0010(5) 0.0027(4) -0.0012(5) C25 0.0206(6) 0.0197(7) 0.0204(6) -0.0013(5) 0.0063(5) -0.0004(5) C26 0.0212(7) 0.0208(7) 0.0292(7) -0.0063(6) 0.0074(5) -0.0002(6) C27 0.0174(6) 0.0155(7) 0.0351(8) -0.0037(6) 0.0001(5) 0.0016(5) C28 0.0195(6) 0.0166(7) 0.0243(7) 0.0013(5) -0.0027(5) -0.0008(5) C29 0.0175(6) 0.0167(7) 0.0175(6) -0.0010(5) 0.0004(5) -0.0011(5) C30 0.0150(6) 0.0175(7) 0.0129(5) 0.0003(5) 0.0039(4) -0.0012(5) C31 0.0182(6) 0.0177(7) 0.0155(6) 0.0003(5) 0.0045(5) 0.0002(5) C32 0.0209(6) 0.0223(7) 0.0142(6) 0.0034(5) 0.0033(5) 0.0004(5) C33 0.0271(7) 0.0238(8) 0.0135(6) -0.0021(5) 0.0031(5) -0.0031(6) C34 0.0307(7) 0.0193(7) 0.0187(6) -0.0035(6) 0.0047(5) 0.0006(6) C35 0.0220(6) 0.0184(7) 0.0164(6) 0.0012(5) 0.0032(5) 0.0025(5) C36 0.0193(6) 0.0156(7) 0.0137(5) 0.0028(5) 0.0013(4) -0.0018(5) C37 0.0196(6) 0.0207(7) 0.0167(6) 0.0017(5) 0.0031(5) -0.0015(5) C38 0.0192(6) 0.0235(8) 0.0206(6) 0.0058(6) 0.0012(5) -0.0041(5) C39 0.0272(7) 0.0162(7) 0.0217(6) 0.0034(5) -0.0011(5) -0.0052(6) C40 0.0316(8) 0.0172(7) 0.0207(6) -0.0017(6) 0.0040(5) -0.0012(6) C41 0.0239(7) 0.0187(7) 0.0187(6) 0.0000(5) 0.0057(5) -0.0010(5) O1G 0.0233(5) 0.0322(6) 0.0277(5) 0.0112(5) 0.0029(4) -0.0036(5) C1G 0.0242(7) 0.0276(8) 0.0246(7) 0.0029(6) 0.0042(5) 0.0023(6) C2G 0.0445(10) 0.0498(12) 0.0243(8) 0.0025(8) 0.0080(7) 0.0075(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.2794(16) . ? N1 C11 1.3727(17) . ? N1 C7 1.3743(16) . ? N1 C4 1.4557(16) . ? C1 C6 1.4457(19) . ? C1 C2 1.4532(18) . ? C2 C3 1.3893(18) . ? C2 C24 1.4826(19) . ? C3 C4 1.3852(19) . ? C3 H3 0.9500 . ? C4 C5 1.3863(17) . ? C5 C6 1.3899(18) . ? C5 H5 0.9500 . ? C6 C18 1.4846(18) . ? C7 C8 1.3792(18) . ? C7 C36 1.4850(19) . ? C8 C9 1.3924(19) . ? C8 H8 0.9500 . ? C9 C10 1.3981(17) . ? C9 C12 1.4815(18) . ? C10 C11 1.3896(18) . ? C10 H10 0.9500 . ? C11 C30 1.4864(17) . ? C12 C17 1.397(2) . ? C12 C13 1.4035(18) . ? C13 C14 1.3838(19) . ? C13 H13 0.9500 . ? C14 C15 1.388(2) . ? C14 H14 0.9500 . ? C15 C16 1.391(2) . ? C15 H15 0.9500 . ? C16 C17 1.390(2) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C23 1.3982(19) . ? C18 C19 1.3986(18) . ? C19 C20 1.390(2) . ? C19 H19 0.9500 . ? C20 C21 1.388(2) . ? C20 H20 0.9500 . ? C21 C22 1.385(2) . ? C21 H21 0.9500 . ? C22 C23 1.393(2) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 C29 1.4028(18) . ? C24 C25 1.4036(18) . ? C25 C26 1.389(2) . ? C25 H25 0.9500 . ? C26 C27 1.387(2) . ? C26 H26 0.9500 . ? C27 C28 1.391(2) . ? C27 H27 0.9500 . ? C28 C29 1.387(2) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 C35 1.395(2) . ? C30 C31 1.4023(18) . ? C31 C32 1.3883(18) . ? C31 H31 0.9500 . ? C32 C33 1.392(2) . ? C32 H32 0.9500 . ? C33 C34 1.383(2) . ? C33 H33 0.9500 . ? C34 C35 1.3916(19) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? C36 C41 1.3970(19) . ? C36 C37 1.3996(19) . ? C37 C38 1.390(2) . ? C37 H37 0.9500 . ? C38 C39 1.390(2) . ? C38 H38 0.9500 . ? C39 C40 1.385(2) . ? C39 H39 0.9500 . ? C40 C41 1.392(2) . ? C40 H40 0.9500 . ? C41 H41 0.9500 . ? O1G C1G 1.4188(18) . ? O1G H1G 0.8400 . ? C1G C2G 1.503(2) . ? C1G H1G1 0.9900 . ? C1G H1G2 0.9900 . ? C2G H2G1 0.9800 . ? C2G H2G2 0.9800 . ? C2G H2G3 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 C11 N1 C7 120.35(11) . . ? C11 N1 C4 122.12(10) . . ? C7 N1 C4 117.52(11) . . ? O1 C1 C6 121.84(12) . . ? O1 C1 C2 121.70(13) . . ? C6 C1 C2 116.44(11) . . ? C3 C2 C1 119.99(12) . . ? C3 C2 C24 119.32(11) . . ? C1 C2 C24 120.68(12) . . ? C4 C3 C2 120.95(12) . . ? C4 C3 H3 119.5 . . ? C2 C3 H3 119.5 . . ? C3 C4 C5 120.77(12) . . ? C3 C4 N1 118.91(11) . . ? C5 C4 N1 120.32(12) . . ? C4 C5 C6 120.41(13) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C5 C6 C1 120.69(11) . . ? C5 C6 C18 118.43(12) . . ? C1 C6 C18 120.86(11) . . ? N1 C7 C8 119.88(12) . . ? N1 C7 C36 121.88(11) . . ? C8 C7 C36 118.12(11) . . ? C7 C8 C9 121.68(12) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? C8 C9 C10 116.86(12) . . ? C8 C9 C12 120.70(11) . . ? C10 C9 C12 122.43(12) . . ? C11 C10 C9 121.58(13) . . ? C11 C10 H10 119.2 . . ? C9 C10 H10 119.2 . . ? N1 C11 C10 119.44(11) . . ? N1 C11 C30 121.96(11) . . ? C10 C11 C30 118.58(12) . . ? C17 C12 C13 119.05(12) . . ? C17 C12 C9 120.92(12) . . ? C13 C12 C9 120.01(12) . . ? C14 C13 C12 120.33(13) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C13 C14 C15 120.41(13) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C14 C15 C16 119.63(13) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? C17 C16 C15 120.46(14) . . ? C17 C16 H16 119.8 . . ? C15 C16 H16 119.8 . . ? C16 C17 C12 120.07(13) . . ? C16 C17 H17 120.0 . . ? C12 C17 H17 120.0 . . ? C23 C18 C19 117.53(12) . . ? C23 C18 C6 120.93(12) . . ? C19 C18 C6 121.40(12) . . ? C20 C19 C18 121.08(14) . . ? C20 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? C21 C20 C19 120.61(14) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C22 C21 C20 119.08(14) . . ? C22 C21 H21 120.5 . . ? C20 C21 H21 120.5 . . ? C21 C22 C23 120.37(14) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C22 C23 C18 121.30(13) . . ? C22 C23 H23 119.4 . . ? C18 C23 H23 119.4 . . ? C29 C24 C25 117.80(13) . . ? C29 C24 C2 121.27(12) . . ? C25 C24 C2 120.93(12) . . ? C26 C25 C24 121.10(13) . . ? C26 C25 H25 119.4 . . ? C24 C25 H25 119.4 . . ? C27 C26 C25 120.26(14) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C26 C27 C28 119.41(14) . . ? C26 C27 H27 120.3 . . ? C28 C27 H27 120.3 . . ? C29 C28 C27 120.51(13) . . ? C29 C28 H28 119.7 . . ? C27 C28 H28 119.7 . . ? C28 C29 C24 120.89(13) . . ? C28 C29 H29 119.6 . . ? C24 C29 H29 119.6 . . ? C35 C30 C31 119.08(12) . . ? C35 C30 C11 116.87(12) . . ? C31 C30 C11 123.81(12) . . ? C32 C31 C30 119.76(13) . . ? C32 C31 H31 120.1 . . ? C30 C31 H31 120.1 . . ? C31 C32 C33 120.73(13) . . ? C31 C32 H32 119.6 . . ? C33 C32 H32 119.6 . . ? C34 C33 C32 119.71(13) . . ? C34 C33 H33 120.1 . . ? C32 C33 H33 120.1 . . ? C33 C34 C35 120.02(14) . . ? C33 C34 H34 120.0 . . ? C35 C34 H34 120.0 . . ? C34 C35 C30 120.68(13) . . ? C34 C35 H35 119.7 . . ? C30 C35 H35 119.7 . . ? C41 C36 C37 119.63(13) . . ? C41 C36 C7 117.88(12) . . ? C37 C36 C7 121.81(13) . . ? C38 C37 C36 119.75(13) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C37 C38 C39 120.43(13) . . ? C37 C38 H38 119.8 . . ? C39 C38 H38 119.8 . . ? C40 C39 C38 119.86(14) . . ? C40 C39 H39 120.1 . . ? C38 C39 H39 120.1 . . ? C39 C40 C41 120.32(14) . . ? C39 C40 H40 119.8 . . ? C41 C40 H40 119.8 . . ? C40 C41 C36 119.98(13) . . ? C40 C41 H41 120.0 . . ? C36 C41 H41 120.0 . . ? C1G O1G H1G 109.5 . . ? O1G C1G C2G 112.67(14) . . ? O1G C1G H1G1 109.1 . . ? C2G C1G H1G1 109.1 . . ? O1G C1G H1G2 109.1 . . ? C2G C1G H1G2 109.1 . . ? H1G1 C1G H1G2 107.8 . . ? C1G C2G H2G1 109.5 . . ? C1G C2G H2G2 109.5 . . ? H2G1 C2G H2G2 109.5 . . ? C1G C2G H2G3 109.5 . . ? H2G1 C2G H2G3 109.5 . . ? H2G2 C2G H2G3 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 169.54(12) . . . . ? C6 C1 C2 C3 -9.34(18) . . . . ? O1 C1 C2 C24 -9.16(19) . . . . ? C6 C1 C2 C24 171.96(11) . . . . ? C1 C2 C3 C4 3.88(19) . . . . ? C24 C2 C3 C4 -177.40(11) . . . . ? C2 C3 C4 C5 3.50(19) . . . . ? C2 C3 C4 N1 -175.83(12) . . . . ? C11 N1 C4 C3 -115.86(14) . . . . ? C7 N1 C4 C3 63.53(16) . . . . ? C11 N1 C4 C5 64.81(17) . . . . ? C7 N1 C4 C5 -115.81(14) . . . . ? C3 C4 C5 C6 -4.96(19) . . . . ? N1 C4 C5 C6 174.36(11) . . . . ? C4 C5 C6 C1 -1.02(19) . . . . ? C4 C5 C6 C18 177.68(12) . . . . ? O1 C1 C6 C5 -170.92(13) . . . . ? C2 C1 C6 C5 7.95(18) . . . . ? O1 C1 C6 C18 10.41(19) . . . . ? C2 C1 C6 C18 -170.72(12) . . . . ? C11 N1 C7 C8 2.00(18) . . . . ? C4 N1 C7 C8 -177.39(12) . . . . ? C11 N1 C7 C36 -173.95(12) . . . . ? C4 N1 C7 C36 6.66(18) . . . . ? N1 C7 C8 C9 -5.0(2) . . . . ? C36 C7 C8 C9 171.10(12) . . . . ? C7 C8 C9 C10 3.85(19) . . . . ? C7 C8 C9 C12 -174.78(12) . . . . ? C8 C9 C10 C11 0.15(19) . . . . ? C12 C9 C10 C11 178.76(12) . . . . ? C7 N1 C11 C10 1.91(18) . . . . ? C4 N1 C11 C10 -178.72(12) . . . . ? C7 N1 C11 C30 -176.37(12) . . . . ? C4 N1 C11 C30 3.00(18) . . . . ? C9 C10 C11 N1 -3.00(19) . . . . ? C9 C10 C11 C30 175.34(12) . . . . ? C8 C9 C12 C17 159.74(13) . . . . ? C10 C9 C12 C17 -18.81(19) . . . . ? C8 C9 C12 C13 -18.82(18) . . . . ? C10 C9 C12 C13 162.63(12) . . . . ? C17 C12 C13 C14 -2.0(2) . . . . ? C9 C12 C13 C14 176.61(12) . . . . ? C12 C13 C14 C15 2.3(2) . . . . ? C13 C14 C15 C16 -0.6(2) . . . . ? C14 C15 C16 C17 -1.3(2) . . . . ? C15 C16 C17 C12 1.6(2) . . . . ? C13 C12 C17 C16 0.0(2) . . . . ? C9 C12 C17 C16 -178.54(13) . . . . ? C5 C6 C18 C23 36.35(19) . . . . ? C1 C6 C18 C23 -144.95(14) . . . . ? C5 C6 C18 C19 -139.27(15) . . . . ? C1 C6 C18 C19 39.4(2) . . . . ? C23 C18 C19 C20 -2.0(2) . . . . ? C6 C18 C19 C20 173.73(15) . . . . ? C18 C19 C20 C21 0.7(3) . . . . ? C19 C20 C21 C22 0.6(3) . . . . ? C20 C21 C22 C23 -0.4(3) . . . . ? C21 C22 C23 C18 -1.1(3) . . . . ? C19 C18 C23 C22 2.2(2) . . . . ? C6 C18 C23 C22 -173.54(14) . . . . ? C3 C2 C24 C29 147.53(13) . . . . ? C1 C2 C24 C29 -33.76(18) . . . . ? C3 C2 C24 C25 -32.37(18) . . . . ? C1 C2 C24 C25 146.34(13) . . . . ? C29 C24 C25 C26 -0.3(2) . . . . ? C2 C24 C25 C26 179.64(13) . . . . ? C24 C25 C26 C27 1.0(2) . . . . ? C25 C26 C27 C28 -0.7(2) . . . . ? C26 C27 C28 C29 -0.5(2) . . . . ? C27 C28 C29 C24 1.3(2) . . . . ? C25 C24 C29 C28 -0.89(19) . . . . ? C2 C24 C29 C28 179.21(12) . . . . ? N1 C11 C30 C35 -144.51(13) . . . . ? C10 C11 C30 C35 37.20(17) . . . . ? N1 C11 C30 C31 41.21(19) . . . . ? C10 C11 C30 C31 -137.09(14) . . . . ? C35 C30 C31 C32 -0.7(2) . . . . ? C11 C30 C31 C32 173.46(12) . . . . ? C30 C31 C32 C33 1.1(2) . . . . ? C31 C32 C33 C34 -0.1(2) . . . . ? C32 C33 C34 C35 -1.3(2) . . . . ? C33 C34 C35 C30 1.7(2) . . . . ? C31 C30 C35 C34 -0.7(2) . . . . ? C11 C30 C35 C34 -175.24(12) . . . . ? N1 C7 C36 C41 -132.99(13) . . . . ? C8 C7 C36 C41 51.00(18) . . . . ? N1 C7 C36 C37 56.52(18) . . . . ? C8 C7 C36 C37 -119.50(14) . . . . ? C41 C36 C37 C38 -1.3(2) . . . . ? C7 C36 C37 C38 169.05(13) . . . . ? C36 C37 C38 C39 0.1(2) . . . . ? C37 C38 C39 C40 1.4(2) . . . . ? C38 C39 C40 C41 -1.7(2) . . . . ? C39 C40 C41 C36 0.5(2) . . . . ? C37 C36 C41 C40 1.0(2) . . . . ? C7 C36 C41 C40 -169.72(13) . . . . ? 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 O1G H1G O1 0.84 1.90 2.7321(15) 172.9 1 C17 H17 O1 0.95 2.33 3.2488(17) 162.9 2_655 C13 H13 O1G 0.95 2.57 3.4557(19) 155.3 4_665 C41 H41 O1G 0.95 2.64 3.4750(19) 146.4 4_665 C35 H35 C24 0.95 2.60 3.3551(19) 136.6 2_655 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 29.10 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.380 _refine_diff_density_min -0.350 _refine_diff_density_rms 0.098 # Attachment '- 1 iPrOH new2.cif' data_kurj12new _database_code_depnum_ccdc_archive 'CCDC 746917' #TrackingRef '- 1 iPrOH new2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C41 H29 N O, C3 H8 O)' _chemical_formula_sum 'C44 H37 N O2' _chemical_formula_weight 611.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_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 10.4500(7) _cell_length_b 19.7456(11) _cell_length_c 16.6334(9) _cell_angle_alpha 90.00 _cell_angle_beta 105.934(3) _cell_angle_gamma 90.00 _cell_volume 3300.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 8440 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 28.32 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.231 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9344 _exptl_absorpt_correction_T_max 0.9897 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 1 _diffrn_reflns_number 22167 _diffrn_reflns_av_R_equivalents 0.0737 _diffrn_reflns_av_sigmaI/netI 0.0794 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 26.40 _reflns_number_total 6492 _reflns_number_gt 4183 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa APEX2 (Bruker-AXS, 2004)' _computing_cell_refinement 'SAINT-NT (Bruker, 2004)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0866P)^2^+1.4188P] 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 6492 _refine_ls_number_parameters 427 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0990 _refine_ls_R_factor_gt 0.0549 _refine_ls_wR_factor_ref 0.1859 _refine_ls_wR_factor_gt 0.1402 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _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 O1 O 0.68219(18) 0.21523(8) 0.39107(10) 0.0292(4) Uani 1 1 d . . . N1 N 0.8071(2) 0.39372(9) 0.16449(11) 0.0212(5) Uani 1 1 d . . . C1 C 0.7201(2) 0.25737(12) 0.34397(14) 0.0229(5) Uani 1 1 d . . . C2 C 0.8057(2) 0.23782(11) 0.29236(14) 0.0217(5) Uani 1 1 d . . . C3 C 0.8359(2) 0.28330(11) 0.23674(14) 0.0215(5) Uani 1 1 d . . . H3 H 0.8911 0.2694 0.2029 0.026 Uiso 1 1 calc R . . C4 C 0.7862(3) 0.34924(11) 0.22992(14) 0.0215(5) Uani 1 1 d . . . C5 C 0.7097(2) 0.37101(12) 0.28093(14) 0.0231(5) Uani 1 1 d . . . H5 H 0.6787 0.4165 0.2767 0.028 Uiso 1 1 calc R . . C6 C 0.6775(2) 0.32775(12) 0.33809(14) 0.0221(5) Uani 1 1 d . . . C7 C 0.7616(3) 0.37342(12) 0.08241(14) 0.0233(5) Uani 1 1 d . . . C8 C 0.7745(3) 0.41555(12) 0.01909(14) 0.0239(5) Uani 1 1 d . . . H8 H 0.7478 0.3996 -0.0369 0.029 Uiso 1 1 calc R . . C9 C 0.8254(3) 0.48093(12) 0.03481(14) 0.0226(5) Uani 1 1 d . . . C10 C 0.8713(3) 0.49988(12) 0.11856(14) 0.0223(5) Uani 1 1 d . . . H10 H 0.9076 0.5439 0.1318 0.027 Uiso 1 1 calc R . . C11 C 0.8656(2) 0.45667(11) 0.18298(14) 0.0210(5) Uani 1 1 d . . . C12 C 0.8256(3) 0.52774(12) -0.03492(14) 0.0234(5) Uani 1 1 d . . . C13 C 0.8156(3) 0.50284(13) -0.11507(14) 0.0254(6) Uani 1 1 d . . . H13 H 0.8127 0.4553 -0.1245 0.030 Uiso 1 1 calc R . . C14 C 0.8098(3) 0.54664(14) -0.18071(15) 0.0294(6) Uani 1 1 d . . . H14 H 0.8003 0.5292 -0.2353 0.035 Uiso 1 1 calc R . . C15 C 0.8179(3) 0.61608(14) -0.16708(17) 0.0352(7) Uani 1 1 d . . . H15 H 0.8155 0.6462 -0.2120 0.042 Uiso 1 1 calc R . . C16 C 0.8295(3) 0.64112(14) -0.08771(17) 0.0366(7) Uani 1 1 d . . . H16 H 0.8354 0.6886 -0.0784 0.044 Uiso 1 1 calc R . . C17 C 0.8326(3) 0.59791(13) -0.02164(15) 0.0290(6) Uani 1 1 d . . . H17 H 0.8393 0.6157 0.0324 0.035 Uiso 1 1 calc R . . C24 C 0.8595(2) 0.16736(11) 0.29718(14) 0.0220(5) Uani 1 1 d . . . C29 C 0.8965(3) 0.13198(12) 0.37316(15) 0.0245(6) Uani 1 1 d . . . H29 H 0.8843 0.1524 0.4222 0.029 Uiso 1 1 calc R . . C28 C 0.9507(3) 0.06752(12) 0.37762(16) 0.0283(6) Uani 1 1 d . . . H28 H 0.9755 0.0444 0.4297 0.034 Uiso 1 1 calc R . . C27 C 0.9691(3) 0.03653(12) 0.30653(16) 0.0286(6) Uani 1 1 d . . . H27 H 1.0068 -0.0075 0.3099 0.034 Uiso 1 1 calc R . . C26 C 0.9321(3) 0.07035(12) 0.23104(16) 0.0288(6) Uani 1 1 d . . . H26 H 0.9441 0.0494 0.1822 0.035 Uiso 1 1 calc R . . C25 C 0.8772(3) 0.13525(12) 0.22630(15) 0.0261(6) Uani 1 1 d . . . H25 H 0.8515 0.1579 0.1739 0.031 Uiso 1 1 calc R . . C18 C 0.5941(3) 0.35370(12) 0.39109(14) 0.0248(6) Uani 1 1 d . . . C23 C 0.4915(3) 0.39963(12) 0.35912(15) 0.0264(6) Uani 1 1 d . . . H23 H 0.4713 0.4123 0.3019 0.032 Uiso 1 1 calc R . . C22 C 0.4182(3) 0.42730(13) 0.40903(16) 0.0313(6) Uani 1 1 d . . . H22 H 0.3499 0.4592 0.3859 0.038 Uiso 1 1 calc R . . C21 C 0.4438(3) 0.40890(15) 0.49203(16) 0.0351(7) Uani 1 1 d . . . H21 H 0.3934 0.4278 0.5261 0.042 Uiso 1 1 calc R . . C20 C 0.5438(3) 0.36272(16) 0.52472(16) 0.0383(7) Uani 1 1 d . . . H20 H 0.5622 0.3497 0.5817 0.046 Uiso 1 1 calc R . . C19 C 0.6174(3) 0.33530(14) 0.47512(16) 0.0331(6) Uani 1 1 d . . . H19 H 0.6852 0.3033 0.4986 0.040 Uiso 1 1 calc R . . C30 C 0.9268(3) 0.47841(12) 0.27031(14) 0.0217(5) Uani 1 1 d . . . C31 C 1.0135(3) 0.43788(12) 0.32984(14) 0.0236(5) Uani 1 1 d . . . H31 H 1.0262 0.3918 0.3176 0.028 Uiso 1 1 calc R . . C32 C 1.0809(3) 0.46464(13) 0.40647(15) 0.0274(6) Uani 1 1 d . . . H32 H 1.1408 0.4369 0.4463 0.033 Uiso 1 1 calc R . . C33 C 1.0619(3) 0.53183(13) 0.42591(15) 0.0316(6) Uani 1 1 d . . . H33 H 1.1092 0.5501 0.4785 0.038 Uiso 1 1 calc R . . C34 C 0.9736(3) 0.57163(13) 0.36794(15) 0.0315(6) Uani 1 1 d . . . H34 H 0.9582 0.6171 0.3814 0.038 Uiso 1 1 calc R . . C35 C 0.9078(3) 0.54561(12) 0.29050(15) 0.0269(6) Uani 1 1 d . . . H35 H 0.8489 0.5737 0.2506 0.032 Uiso 1 1 calc R . . C36 C 0.6874(3) 0.30916(12) 0.05774(14) 0.0251(6) Uani 1 1 d . . . C37 C 0.5688(3) 0.29614(12) 0.07794(15) 0.0262(6) Uani 1 1 d . . . H37 H 0.5425 0.3239 0.1173 0.031 Uiso 1 1 calc R . . C38 C 0.4895(3) 0.24245(13) 0.04015(15) 0.0298(6) Uani 1 1 d . . . H38 H 0.4078 0.2339 0.0530 0.036 Uiso 1 1 calc R . . C39 C 0.5283(3) 0.20105(13) -0.01621(15) 0.0325(7) Uani 1 1 d . . . H39 H 0.4724 0.1650 -0.0427 0.039 Uiso 1 1 calc R . . C40 C 0.6480(3) 0.21212(13) -0.03388(16) 0.0336(7) Uani 1 1 d . . . H40 H 0.6761 0.1826 -0.0708 0.040 Uiso 1 1 calc R . . C41 C 0.7276(3) 0.26650(12) 0.00225(15) 0.0301(6) Uani 1 1 d . . . H41 H 0.8092 0.2746 -0.0108 0.036 Uiso 1 1 calc R . . O1G O 0.4245(2) 0.17122(11) 0.36681(12) 0.0456(6) Uani 1 1 d . . . H1G H 0.5040 0.1836 0.3754 0.068 Uiso 1 1 calc R . . C1G C 0.3883(3) 0.21697(16) 0.22726(18) 0.0439(8) Uani 1 1 d . . . H1G1 H 0.4797 0.2343 0.2420 0.066 Uiso 1 1 calc R . . H1G2 H 0.3306 0.2472 0.1862 0.066 Uiso 1 1 calc R . . H1G3 H 0.3862 0.1715 0.2032 0.066 Uiso 1 1 calc R . . C2G C 0.3403(3) 0.21371(13) 0.30393(16) 0.0330(6) Uani 1 1 d . . . H2G H 0.3406 0.2605 0.3271 0.040 Uiso 1 1 calc R . . C3G C 0.2011(3) 0.18538(16) 0.28528(18) 0.0427(8) Uani 1 1 d . . . H3G1 H 0.1996 0.1395 0.2624 0.064 Uiso 1 1 calc R . . H3G2 H 0.1400 0.2144 0.2444 0.064 Uiso 1 1 calc R . . H3G3 H 0.1732 0.1838 0.3369 0.064 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0338(11) 0.0198(9) 0.0349(9) 0.0104(8) 0.0109(8) 0.0031(8) N1 0.0284(12) 0.0112(9) 0.0235(10) 0.0010(8) 0.0062(8) -0.0009(9) C1 0.0278(13) 0.0153(12) 0.0238(11) 0.0039(9) 0.0040(9) 0.0020(11) C2 0.0254(13) 0.0110(11) 0.0252(12) -0.0003(9) 0.0011(9) -0.0020(10) C3 0.0260(13) 0.0128(11) 0.0250(11) -0.0023(9) 0.0058(9) -0.0007(10) C4 0.0302(14) 0.0095(11) 0.0239(11) 0.0020(9) 0.0059(9) -0.0017(10) C5 0.0288(14) 0.0118(11) 0.0269(12) -0.0002(9) 0.0048(10) 0.0004(10) C6 0.0263(14) 0.0140(11) 0.0247(12) 0.0006(9) 0.0048(9) 0.0021(10) C7 0.0299(14) 0.0144(11) 0.0250(12) -0.0013(9) 0.0068(10) -0.0023(11) C8 0.0311(14) 0.0164(12) 0.0234(12) -0.0008(9) 0.0061(10) -0.0018(11) C9 0.0259(13) 0.0140(11) 0.0275(12) -0.0008(10) 0.0068(9) -0.0006(10) C10 0.0276(14) 0.0116(11) 0.0265(12) 0.0007(9) 0.0055(9) -0.0005(10) C11 0.0252(13) 0.0102(11) 0.0269(12) -0.0010(9) 0.0060(9) 0.0013(10) C12 0.0258(13) 0.0165(12) 0.0270(12) 0.0035(10) 0.0054(10) -0.0005(10) C13 0.0275(14) 0.0191(12) 0.0299(12) 0.0014(10) 0.0082(10) -0.0013(11) C14 0.0316(15) 0.0301(15) 0.0264(12) 0.0025(11) 0.0076(10) 0.0031(12) C15 0.0435(18) 0.0274(15) 0.0358(14) 0.0150(12) 0.0127(12) 0.0053(13) C16 0.0535(19) 0.0167(13) 0.0389(15) 0.0080(11) 0.0115(13) 0.0045(13) C17 0.0379(16) 0.0193(13) 0.0283(13) 0.0004(10) 0.0065(11) 0.0006(12) C24 0.0243(13) 0.0102(11) 0.0297(12) -0.0005(9) 0.0044(9) -0.0015(10) C29 0.0288(14) 0.0138(11) 0.0286(12) -0.0016(9) 0.0039(10) -0.0020(11) C28 0.0313(15) 0.0160(12) 0.0329(13) 0.0024(10) 0.0010(10) 0.0013(11) C27 0.0302(15) 0.0111(11) 0.0415(14) -0.0030(10) 0.0048(11) -0.0005(11) C26 0.0338(15) 0.0168(12) 0.0356(14) -0.0062(10) 0.0093(11) -0.0023(11) C25 0.0322(15) 0.0160(12) 0.0284(13) 0.0020(10) 0.0053(10) -0.0014(11) C18 0.0286(14) 0.0154(12) 0.0297(13) 0.0002(10) 0.0071(10) -0.0023(11) C23 0.0335(15) 0.0192(12) 0.0273(12) 0.0030(10) 0.0096(10) 0.0019(11) C22 0.0350(16) 0.0230(13) 0.0356(14) 0.0036(11) 0.0092(11) 0.0074(12) C21 0.0364(17) 0.0369(16) 0.0342(14) -0.0049(12) 0.0137(12) 0.0025(13) C20 0.0432(18) 0.0457(18) 0.0259(13) 0.0049(12) 0.0092(12) 0.0069(15) C19 0.0353(16) 0.0328(15) 0.0306(13) 0.0086(11) 0.0079(11) 0.0091(13) C30 0.0294(14) 0.0123(11) 0.0242(12) -0.0002(9) 0.0086(9) -0.0035(10) C31 0.0305(14) 0.0136(11) 0.0268(12) 0.0021(9) 0.0080(10) -0.0010(10) C32 0.0344(15) 0.0220(13) 0.0253(12) 0.0049(10) 0.0071(10) -0.0002(12) C33 0.0470(17) 0.0234(13) 0.0244(12) -0.0037(10) 0.0098(11) -0.0087(13) C34 0.0503(18) 0.0145(12) 0.0308(13) -0.0041(10) 0.0131(12) -0.0043(12) C35 0.0374(16) 0.0128(12) 0.0309(13) 0.0004(10) 0.0103(11) -0.0001(11) C36 0.0338(15) 0.0142(12) 0.0235(12) 0.0020(9) 0.0017(10) -0.0035(11) C37 0.0334(15) 0.0164(12) 0.0269(12) 0.0030(10) 0.0051(10) 0.0000(11) C38 0.0350(15) 0.0193(13) 0.0309(13) 0.0071(11) 0.0020(10) -0.0040(12) C39 0.0450(17) 0.0156(13) 0.0299(13) 0.0010(10) -0.0017(11) -0.0059(12) C40 0.0500(18) 0.0180(13) 0.0303(13) -0.0039(11) 0.0069(12) -0.0032(13) C41 0.0408(16) 0.0192(13) 0.0301(13) -0.0010(11) 0.0096(11) -0.0045(12) O1G 0.0389(12) 0.0472(13) 0.0432(11) 0.0215(10) -0.0014(9) -0.0107(11) C1G 0.0451(19) 0.0407(17) 0.0433(17) 0.0090(14) 0.0078(13) 0.0027(15) C2G 0.0408(17) 0.0188(13) 0.0373(14) 0.0004(11) 0.0073(12) -0.0010(12) C3G 0.0422(18) 0.0438(18) 0.0403(16) 0.0033(14) 0.0082(13) -0.0057(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 O1 C1 1.278(3) . ? N1 C7 1.376(3) . ? N1 C11 1.382(3) . ? N1 C4 1.461(3) . ? C1 C2 1.451(3) . ? C1 C6 1.454(3) . ? C2 C3 1.387(3) . ? C2 C24 1.494(3) . ? C3 C4 1.395(3) . ? C3 H3 0.9500 . ? C4 C5 1.384(3) . ? C5 C6 1.387(3) . ? C5 H5 0.9500 . ? C6 C18 1.490(3) . ? C7 C8 1.377(3) . ? C7 C36 1.485(3) . ? C8 C9 1.393(3) . ? C8 H8 0.9500 . ? C9 C10 1.394(3) . ? C9 C12 1.483(3) . ? C10 C11 1.384(3) . ? C10 H10 0.9500 . ? C11 C30 1.481(3) . ? C12 C13 1.398(3) . ? C12 C17 1.402(3) . ? C13 C14 1.381(3) . ? C13 H13 0.9500 . ? C14 C15 1.389(4) . ? C14 H14 0.9500 . ? C15 C16 1.384(4) . ? C15 H15 0.9500 . ? C16 C17 1.385(3) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C24 C25 1.395(3) . ? C24 C29 1.402(3) . ? C29 C28 1.387(3) . ? C29 H29 0.9500 . ? C28 C27 1.391(4) . ? C28 H28 0.9500 . ? C27 C26 1.380(3) . ? C27 H27 0.9500 . ? C26 C25 1.398(3) . ? C26 H26 0.9500 . ? C25 H25 0.9500 . ? C18 C23 1.393(4) . ? C18 C19 1.399(3) . ? C23 C22 1.387(4) . ? C23 H23 0.9500 . ? C22 C21 1.381(4) . ? C22 H22 0.9500 . ? C21 C20 1.381(4) . ? C21 H21 0.9500 . ? C20 C19 1.383(4) . ? C20 H20 0.9500 . ? C19 H19 0.9500 . ? C30 C31 1.396(3) . ? C30 C35 1.396(3) . ? C31 C32 1.381(3) . ? C31 H31 0.9500 . ? C32 C33 1.393(4) . ? C32 H32 0.9500 . ? C33 C34 1.382(4) . ? C33 H33 0.9500 . ? C34 C35 1.382(3) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? C36 C37 1.394(4) . ? C36 C41 1.397(4) . ? C37 C38 1.385(3) . ? C37 H37 0.9500 . ? C38 C39 1.386(4) . ? C38 H38 0.9500 . ? C39 C40 1.379(4) . ? C39 H39 0.9500 . ? C40 C41 1.389(4) . ? C40 H40 0.9500 . ? C41 H41 0.9500 . ? O1G C2G 1.438(3) . ? O1G H1G 0.8400 . ? C1G C2G 1.495(4) . ? C1G H1G1 0.9800 . ? C1G H1G2 0.9800 . ? C1G H1G3 0.9800 . ? C2G C3G 1.509(4) . ? C2G H2G 1.0000 . ? C3G H3G1 0.9800 . ? C3G H3G2 0.9800 . ? C3G H3G3 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 C7 N1 C11 119.60(19) . . ? C7 N1 C4 118.85(19) . . ? C11 N1 C4 121.48(18) . . ? O1 C1 C2 122.3(2) . . ? O1 C1 C6 121.5(2) . . ? C2 C1 C6 116.2(2) . . ? C3 C2 C1 120.9(2) . . ? C3 C2 C24 119.2(2) . . ? C1 C2 C24 120.0(2) . . ? C2 C3 C4 120.7(2) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 120.3(2) . . ? C5 C4 N1 120.0(2) . . ? C3 C4 N1 119.6(2) . . ? C4 C5 C6 121.3(2) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C5 C6 C1 120.5(2) . . ? C5 C6 C18 119.0(2) . . ? C1 C6 C18 120.5(2) . . ? N1 C7 C8 120.2(2) . . ? N1 C7 C36 122.3(2) . . ? C8 C7 C36 117.3(2) . . ? C7 C8 C9 121.9(2) . . ? C7 C8 H8 119.0 . . ? C9 C8 H8 119.0 . . ? C8 C9 C10 116.4(2) . . ? C8 C9 C12 120.9(2) . . ? C10 C9 C12 122.7(2) . . ? C11 C10 C9 122.2(2) . . ? C11 C10 H10 118.9 . . ? C9 C10 H10 118.9 . . ? N1 C11 C10 119.5(2) . . ? N1 C11 C30 121.6(2) . . ? C10 C11 C30 118.8(2) . . ? C13 C12 C17 119.0(2) . . ? C13 C12 C9 120.7(2) . . ? C17 C12 C9 120.3(2) . . ? C14 C13 C12 120.6(2) . . ? C14 C13 H13 119.7 . . ? C12 C13 H13 119.7 . . ? C13 C14 C15 120.1(2) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C16 C15 C14 119.6(2) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C17 120.9(2) . . ? C15 C16 H16 119.5 . . ? C17 C16 H16 119.5 . . ? C16 C17 C12 119.7(2) . . ? C16 C17 H17 120.2 . . ? C12 C17 H17 120.2 . . ? C25 C24 C29 117.9(2) . . ? C25 C24 C2 120.9(2) . . ? C29 C24 C2 121.3(2) . . ? C28 C29 C24 120.9(2) . . ? C28 C29 H29 119.6 . . ? C24 C29 H29 119.6 . . ? C29 C28 C27 120.5(2) . . ? C29 C28 H28 119.7 . . ? C27 C28 H28 119.7 . . ? C26 C27 C28 119.4(2) . . ? C26 C27 H27 120.3 . . ? C28 C27 H27 120.3 . . ? C27 C26 C25 120.2(2) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C24 C25 C26 121.1(2) . . ? C24 C25 H25 119.4 . . ? C26 C25 H25 119.4 . . ? C23 C18 C19 117.0(2) . . ? C23 C18 C6 120.8(2) . . ? C19 C18 C6 122.1(2) . . ? C22 C23 C18 121.4(2) . . ? C22 C23 H23 119.3 . . ? C18 C23 H23 119.3 . . ? C21 C22 C23 120.5(2) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C22 C21 C20 119.0(3) . . ? C22 C21 H21 120.5 . . ? C20 C21 H21 120.5 . . ? C21 C20 C19 120.5(2) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? C20 C19 C18 121.4(2) . . ? C20 C19 H19 119.3 . . ? C18 C19 H19 119.3 . . ? C31 C30 C35 118.8(2) . . ? C31 C30 C11 123.4(2) . . ? C35 C30 C11 117.4(2) . . ? C32 C31 C30 120.2(2) . . ? C32 C31 H31 119.9 . . ? C30 C31 H31 119.9 . . ? C31 C32 C33 120.6(2) . . ? C31 C32 H32 119.7 . . ? C33 C32 H32 119.7 . . ? C34 C33 C32 119.4(2) . . ? C34 C33 H33 120.3 . . ? C32 C33 H33 120.3 . . ? C33 C34 C35 120.3(2) . . ? C33 C34 H34 119.8 . . ? C35 C34 H34 119.8 . . ? C34 C35 C30 120.7(2) . . ? C34 C35 H35 119.7 . . ? C30 C35 H35 119.7 . . ? C37 C36 C41 119.8(2) . . ? C37 C36 C7 121.5(2) . . ? C41 C36 C7 118.0(2) . . ? C38 C37 C36 119.5(3) . . ? C38 C37 H37 120.3 . . ? C36 C37 H37 120.3 . . ? C37 C38 C39 120.6(3) . . ? C37 C38 H38 119.7 . . ? C39 C38 H38 119.7 . . ? C40 C39 C38 120.1(2) . . ? C40 C39 H39 119.9 . . ? C38 C39 H39 119.9 . . ? C39 C40 C41 120.0(3) . . ? C39 C40 H40 120.0 . . ? C41 C40 H40 120.0 . . ? C40 C41 C36 119.9(3) . . ? C40 C41 H41 120.0 . . ? C36 C41 H41 120.0 . . ? C2G O1G H1G 109.5 . . ? C2G C1G H1G1 109.5 . . ? C2G C1G H1G2 109.5 . . ? H1G1 C1G H1G2 109.5 . . ? C2G C1G H1G3 109.5 . . ? H1G1 C1G H1G3 109.5 . . ? H1G2 C1G H1G3 109.5 . . ? O1G C2G C1G 111.4(3) . . ? O1G C2G C3G 107.2(2) . . ? C1G C2G C3G 111.8(2) . . ? O1G C2G H2G 108.8 . . ? C1G C2G H2G 108.8 . . ? C3G C2G H2G 108.8 . . ? C2G C3G H3G1 109.5 . . ? C2G C3G H3G2 109.5 . . ? H3G1 C3G H3G2 109.5 . . ? C2G C3G H3G3 109.5 . . ? H3G1 C3G H3G3 109.5 . . ? H3G2 C3G H3G3 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 174.5(2) . . . . ? C6 C1 C2 C3 -4.4(3) . . . . ? O1 C1 C2 C24 -3.9(3) . . . . ? C6 C1 C2 C24 177.2(2) . . . . ? C1 C2 C3 C4 0.9(3) . . . . ? C24 C2 C3 C4 179.3(2) . . . . ? C2 C3 C4 C5 2.4(4) . . . . ? C2 C3 C4 N1 -173.2(2) . . . . ? C7 N1 C4 C5 -118.1(2) . . . . ? C11 N1 C4 C5 58.8(3) . . . . ? C7 N1 C4 C3 57.5(3) . . . . ? C11 N1 C4 C3 -125.6(2) . . . . ? C3 C4 C5 C6 -1.8(4) . . . . ? N1 C4 C5 C6 173.7(2) . . . . ? C4 C5 C6 C1 -1.9(4) . . . . ? C4 C5 C6 C18 -179.6(2) . . . . ? O1 C1 C6 C5 -174.0(2) . . . . ? C2 C1 C6 C5 4.9(3) . . . . ? O1 C1 C6 C18 3.6(3) . . . . ? C2 C1 C6 C18 -177.5(2) . . . . ? C11 N1 C7 C8 0.1(4) . . . . ? C4 N1 C7 C8 177.1(2) . . . . ? C11 N1 C7 C36 -174.5(2) . . . . ? C4 N1 C7 C36 2.5(4) . . . . ? N1 C7 C8 C9 -4.1(4) . . . . ? C36 C7 C8 C9 170.8(3) . . . . ? C7 C8 C9 C10 4.2(4) . . . . ? C7 C8 C9 C12 -173.7(2) . . . . ? C8 C9 C10 C11 -0.6(4) . . . . ? C12 C9 C10 C11 177.3(2) . . . . ? C7 N1 C11 C10 3.4(4) . . . . ? C4 N1 C11 C10 -173.5(2) . . . . ? C7 N1 C11 C30 -174.5(2) . . . . ? C4 N1 C11 C30 8.6(4) . . . . ? C9 C10 C11 N1 -3.1(4) . . . . ? C9 C10 C11 C30 174.8(2) . . . . ? C8 C9 C12 C13 -20.5(4) . . . . ? C10 C9 C12 C13 161.7(2) . . . . ? C8 C9 C12 C17 158.0(3) . . . . ? C10 C9 C12 C17 -19.9(4) . . . . ? C17 C12 C13 C14 -1.3(4) . . . . ? C9 C12 C13 C14 177.1(2) . . . . ? C12 C13 C14 C15 1.9(4) . . . . ? C13 C14 C15 C16 -1.1(4) . . . . ? C14 C15 C16 C17 -0.3(5) . . . . ? C15 C16 C17 C12 0.8(4) . . . . ? C13 C12 C17 C16 0.0(4) . . . . ? C9 C12 C17 C16 -178.5(3) . . . . ? C3 C2 C24 C25 -33.2(3) . . . . ? C1 C2 C24 C25 145.2(2) . . . . ? C3 C2 C24 C29 145.3(2) . . . . ? C1 C2 C24 C29 -36.2(3) . . . . ? C25 C24 C29 C28 0.9(4) . . . . ? C2 C24 C29 C28 -177.7(2) . . . . ? C24 C29 C28 C27 -0.2(4) . . . . ? C29 C28 C27 C26 -0.4(4) . . . . ? C28 C27 C26 C25 0.2(4) . . . . ? C29 C24 C25 C26 -1.1(4) . . . . ? C2 C24 C25 C26 177.6(2) . . . . ? C27 C26 C25 C24 0.5(4) . . . . ? C5 C6 C18 C23 36.4(3) . . . . ? C1 C6 C18 C23 -141.2(2) . . . . ? C5 C6 C18 C19 -141.3(3) . . . . ? C1 C6 C18 C19 41.0(3) . . . . ? C19 C18 C23 C22 1.8(4) . . . . ? C6 C18 C23 C22 -176.1(2) . . . . ? C18 C23 C22 C21 -1.2(4) . . . . ? C23 C22 C21 C20 0.2(4) . . . . ? C22 C21 C20 C19 0.1(5) . . . . ? C21 C20 C19 C18 0.6(5) . . . . ? C23 C18 C19 C20 -1.5(4) . . . . ? C6 C18 C19 C20 176.4(3) . . . . ? N1 C11 C30 C31 46.9(4) . . . . ? C10 C11 C30 C31 -131.0(3) . . . . ? N1 C11 C30 C35 -140.5(3) . . . . ? C10 C11 C30 C35 41.6(3) . . . . ? C35 C30 C31 C32 -1.4(4) . . . . ? C11 C30 C31 C32 171.1(2) . . . . ? C30 C31 C32 C33 1.0(4) . . . . ? C31 C32 C33 C34 0.6(4) . . . . ? C32 C33 C34 C35 -1.9(4) . . . . ? C33 C34 C35 C30 1.5(4) . . . . ? C31 C30 C35 C34 0.1(4) . . . . ? C11 C30 C35 C34 -172.8(2) . . . . ? N1 C7 C36 C37 58.5(3) . . . . ? C8 C7 C36 C37 -116.3(3) . . . . ? N1 C7 C36 C41 -131.6(2) . . . . ? C8 C7 C36 C41 53.6(3) . . . . ? C41 C36 C37 C38 -2.5(3) . . . . ? C7 C36 C37 C38 167.3(2) . . . . ? C36 C37 C38 C39 1.2(4) . . . . ? C37 C38 C39 C40 1.4(4) . . . . ? C38 C39 C40 C41 -2.6(4) . . . . ? C39 C40 C41 C36 1.2(4) . . . . ? C37 C36 C41 C40 1.3(4) . . . . ? C7 C36 C41 C40 -168.8(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 O1G H1G O1 0.84 1.91 2.752(3) 177.2 1 C17 H17 O1 0.95 2.38 3.208(3) 144.8 2_655 _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 0.383 _refine_diff_density_min -0.295 _refine_diff_density_rms 0.061 # Attachment '- 2 MeOH new2.cif' data_kurj_11_0m _database_code_depnum_ccdc_archive 'CCDC 746918' #TrackingRef '- 2 MeOH new2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C43 H33 N O, 2 (C H4 O)' _chemical_formula_sum 'C45 H41 N O3' _chemical_formula_weight 643.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.8713(2) _cell_length_b 16.8352(4) _cell_length_c 18.9751(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.713(1) _cell_angle_gamma 90.00 _cell_volume 3468.94(13) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 9971 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 32.61 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.233 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.9324 _exptl_absorpt_correction_T_max 0.9849 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1% _diffrn_reflns_number 32121 _diffrn_reflns_av_R_equivalents 0.0301 _diffrn_reflns_av_sigmaI/netI 0.0278 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 26.40 _reflns_number_total 6979 _reflns_number_gt 5347 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa APEX 2 (Bruker-AXS, 2004)' _computing_cell_refinement 'SAINT-NT (Bruker, 2008)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on all data will be even larger. Restraints were used to gain a reasonable geometry of the disordered methyl group using the DFIX and FLAT command. The distance C23-C24A was restrained to a target value of 1.44 (0.01) angstroms. The planarity restraint comprise atoms C18, C22, C23, C24A. ; _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^)+(0.0637P)^2^+3.6573P] 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 6979 _refine_ls_number_parameters 453 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0725 _refine_ls_R_factor_gt 0.0508 _refine_ls_wR_factor_ref 0.1499 _refine_ls_wR_factor_gt 0.1268 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.110 _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 O1 O 0.74587(13) 0.89919(9) 0.26766(7) 0.0172(3) Uani 1 1 d . . . N1 N 0.40280(15) 0.68462(10) 0.36466(8) 0.0128(3) Uani 1 1 d . . . C1 C 0.66880(18) 0.84886(12) 0.29145(10) 0.0138(4) Uani 1 1 d . . . C2 C 0.56962(18) 0.81896(12) 0.24617(10) 0.0142(4) Uani 1 1 d . . . C3 C 0.48232(18) 0.76744(11) 0.27117(10) 0.0134(4) Uani 1 1 d . . . H3 H 0.4168 0.7488 0.2406 0.016 Uiso 1 1 calc R . . C4 C 0.49117(18) 0.74315(11) 0.34127(10) 0.0135(4) Uani 1 1 d . . . C5 C 0.58581(18) 0.76911(12) 0.38625(10) 0.0142(4) Uani 1 1 d . . . H5 H 0.5895 0.7521 0.4340 0.017 Uiso 1 1 calc R . . C6 C 0.67599(18) 0.81981(12) 0.36287(10) 0.0144(4) Uani 1 1 d . . . C7 C 0.39748(18) 0.61115(12) 0.33320(10) 0.0134(4) Uani 1 1 d . . . C8 C 0.30051(18) 0.56055(12) 0.34491(10) 0.0147(4) Uani 1 1 d . . . H8 H 0.2977 0.5099 0.3228 0.018 Uiso 1 1 calc R . . C9 C 0.20670(18) 0.58248(12) 0.38866(10) 0.0151(4) Uani 1 1 d . . . C10 C 0.22363(19) 0.65368(12) 0.42620(10) 0.0159(4) Uani 1 1 d . . . H10 H 0.1673 0.6673 0.4610 0.019 Uiso 1 1 calc R . . C11 C 0.31977(18) 0.70444(12) 0.41402(10) 0.0144(4) Uani 1 1 d . . . C12 C 0.09535(19) 0.53329(13) 0.39559(10) 0.0161(4) Uani 1 1 d . . . C13 C 0.0949(2) 0.45342(13) 0.37524(11) 0.0202(4) Uani 1 1 d . . . H13 H 0.1664 0.4306 0.3566 0.024 Uiso 1 1 calc R . . C14 C -0.0098(2) 0.40741(14) 0.38219(12) 0.0247(5) Uani 1 1 d . . . H14 H -0.0088 0.3530 0.3691 0.030 Uiso 1 1 calc R . . C15 C -0.1156(2) 0.44002(14) 0.40803(11) 0.0225(5) Uani 1 1 d . . . H15 H -0.1870 0.4082 0.4124 0.027 Uiso 1 1 calc R . . C16 C -0.1166(2) 0.51936(14) 0.42754(11) 0.0210(5) Uani 1 1 d . . . H16 H -0.1891 0.5420 0.4452 0.025 Uiso 1 1 calc R . . C17 C -0.0122(2) 0.56586(13) 0.42138(11) 0.0191(4) Uani 1 1 d . . . H17 H -0.0137 0.6202 0.4348 0.023 Uiso 1 1 calc R . . C18 C 0.77988(19) 0.84163(12) 0.41321(11) 0.0165(4) Uani 1 1 d . . . C19 C 0.7535(2) 0.87579(14) 0.47849(12) 0.0235(5) Uani 1 1 d D A . H19 H 0.6695 0.8861 0.4890 0.028 Uiso 0.187(5) 1 calc DR A 1 C20 C 0.8471(2) 0.89480(16) 0.52801(13) 0.0320(6) Uani 1 1 d D A . H20 H 0.8275 0.9187 0.5714 0.038 Uiso 1 1 calc R . . C21 C 0.9666(3) 0.87946(17) 0.51476(14) 0.0364(6) Uani 1 1 d D A . H21 H 1.0304 0.8933 0.5484 0.044 Uiso 1 1 calc R A . C22 C 0.9946(2) 0.84373(16) 0.45228(16) 0.0369(6) Uani 1 1 d . A . H22 H 1.0782 0.8317 0.4441 0.044 Uiso 1 1 calc R . . C23 C 0.9027(2) 0.82441(14) 0.39989(13) 0.0262(5) Uani 1 1 d . . . H23 H 0.9239 0.8001 0.3563 0.031 Uiso 0.813(5) 1 calc DR A 2 C24 C 0.9390(3) 0.78321(19) 0.33554(15) 0.0266(7) Uani 0.813(5) 1 d P A 1 H24A H 0.8834 0.7383 0.3258 0.040 Uiso 0.813(5) 1 calc PR A 1 H24B H 1.0237 0.7637 0.3424 0.040 Uiso 0.813(5) 1 calc PR A 1 H24C H 0.9340 0.8202 0.2957 0.040 Uiso 0.813(5) 1 calc PR A 1 C24A C 0.6320(7) 0.8761(8) 0.5059(5) 0.0266(7) Uani 0.187(5) 1 d PD A 2 H24D H 0.6098 0.8220 0.5196 0.040 Uiso 0.187(5) 1 calc PR A 2 H24E H 0.5724 0.8954 0.4695 0.040 Uiso 0.187(5) 1 calc PR A 2 H24F H 0.6311 0.9110 0.5472 0.040 Uiso 0.187(5) 1 calc PR A 2 C25 C 0.56211(18) 0.84435(12) 0.17071(10) 0.0145(4) Uani 1 1 d . . . C26 C 0.46839(19) 0.89467(12) 0.14586(11) 0.0168(4) Uani 1 1 d . . . H26 H 0.4077 0.9117 0.1770 0.020 Uiso 1 1 calc R . . C27 C 0.4620(2) 0.92062(13) 0.07596(11) 0.0201(5) Uani 1 1 d . . . H27 H 0.3977 0.9553 0.0598 0.024 Uiso 1 1 calc R . . C28 C 0.5499(2) 0.89553(13) 0.03026(11) 0.0209(5) Uani 1 1 d . . . H28 H 0.5465 0.9132 -0.0173 0.025 Uiso 1 1 calc R . . C29 C 0.6427(2) 0.84462(13) 0.05432(11) 0.0206(5) Uani 1 1 d . . . H29 H 0.7025 0.8276 0.0227 0.025 Uiso 1 1 calc R . . C30 C 0.65058(19) 0.81766(12) 0.12409(11) 0.0174(4) Uani 1 1 d . . . C31 C 0.7513(2) 0.76141(14) 0.14836(12) 0.0238(5) Uani 1 1 d . . . H31A H 0.8009 0.7475 0.1084 0.036 Uiso 1 1 calc R . . H31B H 0.7148 0.7131 0.1673 0.036 Uiso 1 1 calc R . . H31C H 0.8037 0.7869 0.1852 0.036 Uiso 1 1 calc R . . C32 C 0.49782(18) 0.58481(12) 0.28790(10) 0.0140(4) Uani 1 1 d . . . C33 C 0.62202(19) 0.59273(12) 0.30889(11) 0.0159(4) Uani 1 1 d . . . H33 H 0.6448 0.6205 0.3511 0.019 Uiso 1 1 calc R . . C34 C 0.71207(19) 0.56041(13) 0.26862(11) 0.0176(4) Uani 1 1 d . . . H34 H 0.7965 0.5663 0.2830 0.021 Uiso 1 1 calc R . . C35 C 0.6791(2) 0.51923(13) 0.20684(11) 0.0194(4) Uani 1 1 d . . . H35 H 0.7410 0.4968 0.1793 0.023 Uiso 1 1 calc R . . C36 C 0.5566(2) 0.51110(13) 0.18581(11) 0.0195(4) Uani 1 1 d . . . H36 H 0.5343 0.4830 0.1437 0.023 Uiso 1 1 calc R . . C37 C 0.46558(19) 0.54372(12) 0.22588(11) 0.0160(4) Uani 1 1 d . . . H37 H 0.3813 0.5381 0.2110 0.019 Uiso 1 1 calc R . . C38 C 0.33254(18) 0.77961(12) 0.45506(11) 0.0155(4) Uani 1 1 d . . . C39 C 0.3424(2) 0.77396(13) 0.52802(11) 0.0214(5) Uani 1 1 d . . . H39 H 0.3476 0.7231 0.5497 0.026 Uiso 1 1 calc R . . C40 C 0.3447(2) 0.84167(14) 0.56967(12) 0.0280(5) Uani 1 1 d . . . H40 H 0.3530 0.8372 0.6196 0.034 Uiso 1 1 calc R . . C41 C 0.3349(2) 0.91586(14) 0.53844(12) 0.0283(5) Uani 1 1 d . . . H41 H 0.3339 0.9623 0.5668 0.034 Uiso 1 1 calc R . . C42 C 0.3267(2) 0.92183(14) 0.46587(12) 0.0270(5) Uani 1 1 d . . . H42 H 0.3216 0.9728 0.4445 0.032 Uiso 1 1 calc R . . C43 C 0.3256(2) 0.85439(13) 0.42364(11) 0.0215(5) Uani 1 1 d . . . H43 H 0.3203 0.8592 0.3737 0.026 Uiso 1 1 calc R . . O1G O 0.79413(16) 1.17570(10) 0.26995(9) 0.0316(4) Uani 1 1 d . . . H1G H 0.8136 1.1295 0.2828 0.047 Uiso 1 1 calc R . . C1G C 0.8669(3) 1.23038(18) 0.30792(16) 0.0415(7) Uani 1 1 d . . . H1G1 H 0.8382 1.2843 0.2968 0.062 Uiso 1 1 calc R . . H1G2 H 0.9528 1.2248 0.2951 0.062 Uiso 1 1 calc R . . H1G3 H 0.8610 1.2205 0.3585 0.062 Uiso 1 1 calc R . . O1H O 0.85960(14) 1.02568(10) 0.31489(9) 0.0284(4) Uani 1 1 d . . . H1H H 0.8220 0.9828 0.3068 0.043 Uiso 1 1 calc R . . C1H C 0.9875(2) 1.01216(16) 0.31489(14) 0.0308(6) Uani 1 1 d . . . H1H1 H 1.0309 1.0632 0.3154 0.046 Uiso 1 1 calc R . . H1H2 H 1.0069 0.9824 0.2724 0.046 Uiso 1 1 calc R . . H1H3 H 1.0137 0.9815 0.3569 0.046 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0216(7) 0.0127(7) 0.0173(7) 0.0018(6) 0.0022(6) -0.0036(6) N1 0.0156(8) 0.0098(8) 0.0130(8) 0.0010(6) 0.0005(6) -0.0002(6) C1 0.0166(10) 0.0089(10) 0.0160(10) -0.0012(7) 0.0029(8) 0.0015(7) C2 0.0196(10) 0.0098(10) 0.0133(9) 0.0005(7) 0.0010(8) 0.0027(8) C3 0.0159(10) 0.0087(9) 0.0155(9) -0.0023(7) -0.0001(7) 0.0014(7) C4 0.0162(10) 0.0075(9) 0.0171(10) 0.0010(7) 0.0034(7) 0.0000(7) C5 0.0203(10) 0.0113(10) 0.0112(9) 0.0009(7) 0.0016(7) 0.0034(8) C6 0.0173(10) 0.0109(10) 0.0149(9) -0.0008(8) 0.0017(8) 0.0029(8) C7 0.0177(10) 0.0099(10) 0.0122(9) 0.0016(7) -0.0015(7) 0.0020(7) C8 0.0205(10) 0.0097(10) 0.0138(9) 0.0005(7) -0.0003(8) 0.0006(8) C9 0.0192(10) 0.0124(10) 0.0136(9) 0.0037(8) -0.0011(8) 0.0011(8) C10 0.0196(10) 0.0131(10) 0.0152(10) 0.0009(8) 0.0029(8) 0.0012(8) C11 0.0167(10) 0.0119(10) 0.0145(9) 0.0019(8) 0.0006(8) 0.0027(8) C12 0.0196(10) 0.0152(11) 0.0134(9) 0.0023(8) -0.0010(8) -0.0015(8) C13 0.0207(11) 0.0166(11) 0.0237(11) -0.0014(9) 0.0037(8) -0.0023(8) C14 0.0301(12) 0.0160(11) 0.0280(12) -0.0026(9) 0.0017(9) -0.0055(9) C15 0.0204(11) 0.0257(12) 0.0215(11) 0.0033(9) 0.0002(8) -0.0079(9) C16 0.0177(10) 0.0246(12) 0.0208(11) 0.0037(9) 0.0012(8) 0.0007(9) C17 0.0239(11) 0.0154(11) 0.0177(10) 0.0012(8) -0.0005(8) 0.0007(8) C18 0.0204(10) 0.0105(10) 0.0184(10) 0.0042(8) -0.0007(8) -0.0013(8) C19 0.0285(12) 0.0222(12) 0.0196(11) -0.0007(9) -0.0014(9) -0.0076(9) C20 0.0394(14) 0.0304(14) 0.0252(12) 0.0008(10) -0.0085(10) -0.0102(11) C21 0.0391(15) 0.0332(15) 0.0351(14) 0.0065(12) -0.0170(11) -0.0043(12) C22 0.0172(12) 0.0309(15) 0.0621(18) 0.0102(13) -0.0036(11) 0.0024(10) C23 0.0226(11) 0.0208(12) 0.0355(13) 0.0036(10) 0.0040(10) 0.0012(9) C24 0.0258(14) 0.0303(16) 0.0237(14) -0.0006(12) 0.0007(11) 0.0083(12) C24A 0.0258(14) 0.0303(16) 0.0237(14) -0.0006(12) 0.0007(11) 0.0083(12) C25 0.0199(10) 0.0085(10) 0.0150(10) -0.0016(7) -0.0004(8) -0.0044(7) C26 0.0227(11) 0.0105(10) 0.0172(10) -0.0016(8) -0.0003(8) -0.0044(8) C27 0.0271(11) 0.0119(11) 0.0208(11) 0.0035(8) -0.0050(9) -0.0037(8) C28 0.0306(12) 0.0188(11) 0.0132(9) 0.0020(8) -0.0015(8) -0.0091(9) C29 0.0271(11) 0.0194(11) 0.0157(10) -0.0032(8) 0.0051(8) -0.0063(9) C30 0.0236(11) 0.0124(10) 0.0161(10) -0.0023(8) 0.0007(8) -0.0040(8) C31 0.0296(12) 0.0216(12) 0.0206(11) -0.0023(9) 0.0051(9) 0.0033(9) C32 0.0201(10) 0.0068(9) 0.0152(9) 0.0030(7) 0.0025(8) 0.0005(7) C33 0.0210(10) 0.0109(10) 0.0158(9) 0.0006(8) 0.0001(8) 0.0005(8) C34 0.0177(10) 0.0145(11) 0.0208(10) 0.0027(8) 0.0004(8) 0.0014(8) C35 0.0213(11) 0.0173(11) 0.0201(10) -0.0007(8) 0.0065(8) 0.0035(8) C36 0.0257(11) 0.0179(11) 0.0150(10) -0.0026(8) 0.0013(8) 0.0007(9) C37 0.0188(10) 0.0121(10) 0.0172(10) 0.0012(8) 0.0004(8) 0.0001(8) C38 0.0154(10) 0.0123(10) 0.0192(10) -0.0014(8) 0.0046(8) 0.0004(8) C39 0.0323(12) 0.0125(11) 0.0196(11) 0.0013(8) 0.0046(9) 0.0026(9) C40 0.0477(15) 0.0187(12) 0.0180(11) -0.0013(9) 0.0037(10) 0.0018(10) C41 0.0483(15) 0.0137(11) 0.0235(12) -0.0057(9) 0.0083(10) -0.0016(10) C42 0.0469(15) 0.0115(11) 0.0235(11) 0.0024(9) 0.0097(10) 0.0032(10) C43 0.0322(12) 0.0148(11) 0.0178(10) 0.0017(8) 0.0060(9) 0.0028(9) O1G 0.0362(10) 0.0209(9) 0.0367(10) -0.0047(7) -0.0076(8) -0.0021(7) C1G 0.0487(17) 0.0331(16) 0.0421(16) -0.0036(12) -0.0046(13) -0.0119(13) O1H 0.0241(8) 0.0171(8) 0.0438(10) -0.0057(7) -0.0002(7) -0.0049(6) C1H 0.0293(13) 0.0263(13) 0.0363(13) -0.0027(11) -0.0060(10) -0.0054(10) _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 C1 1.288(2) . ? N1 C11 1.372(3) . ? N1 C7 1.374(3) . ? N1 C4 1.460(2) . ? C1 C2 1.437(3) . ? C1 C6 1.439(3) . ? C2 C3 1.386(3) . ? C2 C25 1.493(3) . ? C3 C4 1.390(3) . ? C3 H3 0.9500 . ? C4 C5 1.377(3) . ? C5 C6 1.388(3) . ? C5 H5 0.9500 . ? C6 C18 1.490(3) . ? C7 C8 1.382(3) . ? C7 C32 1.488(3) . ? C8 C9 1.395(3) . ? C8 H8 0.9500 . ? C9 C10 1.402(3) . ? C9 C12 1.478(3) . ? C10 C11 1.378(3) . ? C10 H10 0.9500 . ? C11 C38 1.489(3) . ? C12 C13 1.399(3) . ? C12 C17 1.401(3) . ? C13 C14 1.388(3) . ? C13 H13 0.9500 . ? C14 C15 1.385(3) . ? C14 H14 0.9500 . ? C15 C16 1.386(3) . ? C15 H15 0.9500 . ? C16 C17 1.388(3) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C23 1.401(3) . ? C18 C19 1.407(3) . ? C19 C20 1.389(3) . ? C19 C24A 1.443(8) . ? C20 C21 1.360(4) . ? C20 H20 0.9500 . ? C21 C22 1.376(4) . ? C21 H21 0.9500 . ? C22 C23 1.414(4) . ? C22 H22 0.9500 . ? C23 C24 1.474(4) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C24A H24D 0.9800 . ? C24A H24E 0.9800 . ? C24A H24F 0.9800 . ? C25 C26 1.390(3) . ? C25 C30 1.411(3) . ? C26 C27 1.395(3) . ? C26 H26 0.9500 . ? C27 C28 1.387(3) . ? C27 H27 0.9500 . ? C28 C29 1.385(3) . ? C28 H28 0.9500 . ? C29 C30 1.398(3) . ? C29 H29 0.9500 . ? C30 C31 1.503(3) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 C37 1.395(3) . ? C32 C33 1.396(3) . ? C33 C34 1.382(3) . ? C33 H33 0.9500 . ? C34 C35 1.394(3) . ? C34 H34 0.9500 . ? C35 C36 1.379(3) . ? C35 H35 0.9500 . ? C36 C37 1.389(3) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C38 C39 1.387(3) . ? C38 C43 1.393(3) . ? C39 C40 1.387(3) . ? C39 H39 0.9500 . ? C40 C41 1.384(3) . ? C40 H40 0.9500 . ? C41 C42 1.379(3) . ? C41 H41 0.9500 . ? C42 C43 1.389(3) . ? C42 H42 0.9500 . ? C43 H43 0.9500 . ? O1G C1G 1.392(3) . ? O1G H1G 0.8400 . ? C1G H1G1 0.9800 . ? C1G H1G2 0.9800 . ? C1G H1G3 0.9800 . ? O1H C1H 1.409(3) . ? O1H H1H 0.8400 . ? C1H H1H1 0.9800 . ? C1H H1H2 0.9800 . ? C1H H1H3 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 C11 N1 C7 120.00(17) . . ? C11 N1 C4 120.47(16) . . ? C7 N1 C4 119.37(16) . . ? O1 C1 C2 120.19(18) . . ? O1 C1 C6 123.10(18) . . ? C2 C1 C6 116.71(18) . . ? C3 C2 C1 121.40(18) . . ? C3 C2 C25 120.02(18) . . ? C1 C2 C25 118.59(17) . . ? C2 C3 C4 119.61(18) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 121.03(18) . . ? C5 C4 N1 120.60(17) . . ? C3 C4 N1 118.21(17) . . ? C4 C5 C6 121.02(18) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C5 C6 C1 120.13(18) . . ? C5 C6 C18 118.16(17) . . ? C1 C6 C18 121.70(18) . . ? N1 C7 C8 120.14(18) . . ? N1 C7 C32 120.17(17) . . ? C8 C7 C32 119.67(18) . . ? C7 C8 C9 121.16(19) . . ? C7 C8 H8 119.4 . . ? C9 C8 H8 119.4 . . ? C8 C9 C10 116.52(18) . . ? C8 C9 C12 121.99(19) . . ? C10 C9 C12 121.49(18) . . ? C11 C10 C9 121.83(18) . . ? C11 C10 H10 119.1 . . ? C9 C10 H10 119.1 . . ? N1 C11 C10 119.49(18) . . ? N1 C11 C38 121.03(17) . . ? C10 C11 C38 119.47(17) . . ? C13 C12 C17 118.74(19) . . ? C13 C12 C9 120.41(19) . . ? C17 C12 C9 120.84(19) . . ? C14 C13 C12 120.2(2) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C15 C14 C13 120.7(2) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C14 C15 C16 119.6(2) . . ? C14 C15 H15 120.2 . . ? C16 C15 H15 120.2 . . ? C15 C16 C17 120.2(2) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C16 C17 C12 120.5(2) . . ? C16 C17 H17 119.7 . . ? C12 C17 H17 119.7 . . ? C23 C18 C19 118.6(2) . . ? C23 C18 C6 122.22(19) . . ? C19 C18 C6 119.04(19) . . ? C20 C19 C18 121.1(2) . . ? C20 C19 C24A 114.2(4) . . ? C18 C19 C24A 123.1(4) . . ? C21 C20 C19 120.4(2) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C20 C21 C22 119.7(2) . . ? C20 C21 H21 120.2 . . ? C22 C21 H21 120.2 . . ? C21 C22 C23 121.9(2) . . ? C21 C22 H22 119.1 . . ? C23 C22 H22 119.1 . . ? C18 C23 C22 118.3(2) . . ? C18 C23 C24 122.8(2) . . ? C22 C23 C24 118.9(2) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? C19 C24A H24D 109.5 . . ? C19 C24A H24E 109.5 . . ? H24D C24A H24E 109.5 . . ? C19 C24A H24F 109.5 . . ? H24D C24A H24F 109.5 . . ? H24E C24A H24F 109.5 . . ? C26 C25 C30 119.47(18) . . ? C26 C25 C2 120.38(18) . . ? C30 C25 C2 120.15(18) . . ? C25 C26 C27 121.1(2) . . ? C25 C26 H26 119.5 . . ? C27 C26 H26 119.5 . . ? C28 C27 C26 119.6(2) . . ? C28 C27 H27 120.2 . . ? C26 C27 H27 120.2 . . ? C29 C28 C27 119.70(19) . . ? C29 C28 H28 120.2 . . ? C27 C28 H28 120.2 . . ? C28 C29 C30 121.6(2) . . ? C28 C29 H29 119.2 . . ? C30 C29 H29 119.2 . . ? C29 C30 C25 118.5(2) . . ? C29 C30 C31 120.35(19) . . ? C25 C30 C31 121.12(18) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C37 C32 C33 119.27(18) . . ? C37 C32 C7 118.24(18) . . ? C33 C32 C7 122.16(18) . . ? C34 C33 C32 120.38(19) . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C33 C34 C35 120.02(19) . . ? C33 C34 H34 120.0 . . ? C35 C34 H34 120.0 . . ? C36 C35 C34 119.92(19) . . ? C36 C35 H35 120.0 . . ? C34 C35 H35 120.0 . . ? C35 C36 C37 120.37(19) . . ? C35 C36 H36 119.8 . . ? C37 C36 H36 119.8 . . ? C36 C37 C32 120.05(19) . . ? C36 C37 H37 120.0 . . ? C32 C37 H37 120.0 . . ? C39 C38 C43 119.29(19) . . ? C39 C38 C11 117.69(18) . . ? C43 C38 C11 122.84(18) . . ? C38 C39 C40 120.7(2) . . ? C38 C39 H39 119.6 . . ? C40 C39 H39 119.6 . . ? C41 C40 C39 119.9(2) . . ? C41 C40 H40 120.0 . . ? C39 C40 H40 120.0 . . ? C42 C41 C40 119.5(2) . . ? C42 C41 H41 120.2 . . ? C40 C41 H41 120.2 . . ? C41 C42 C43 121.0(2) . . ? C41 C42 H42 119.5 . . ? C43 C42 H42 119.5 . . ? C42 C43 C38 119.5(2) . . ? C42 C43 H43 120.2 . . ? C38 C43 H43 120.2 . . ? C1G O1G H1G 109.5 . . ? O1G C1G H1G1 109.5 . . ? O1G C1G H1G2 109.5 . . ? H1G1 C1G H1G2 109.5 . . ? O1G C1G H1G3 109.5 . . ? H1G1 C1G H1G3 109.5 . . ? H1G2 C1G H1G3 109.5 . . ? C1H O1H H1H 109.5 . . ? O1H C1H H1H1 109.5 . . ? O1H C1H H1H2 109.5 . . ? H1H1 C1H H1H2 109.5 . . ? O1H C1H H1H3 109.5 . . ? H1H1 C1H H1H3 109.5 . . ? H1H2 C1H H1H3 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 -177.17(18) . . . . ? C6 C1 C2 C3 2.8(3) . . . . ? O1 C1 C2 C25 3.0(3) . . . . ? C6 C1 C2 C25 -177.03(17) . . . . ? C1 C2 C3 C4 -0.8(3) . . . . ? C25 C2 C3 C4 179.00(18) . . . . ? C2 C3 C4 C5 -0.4(3) . . . . ? C2 C3 C4 N1 -175.82(17) . . . . ? C11 N1 C4 C5 69.3(2) . . . . ? C7 N1 C4 C5 -115.3(2) . . . . ? C11 N1 C4 C3 -115.2(2) . . . . ? C7 N1 C4 C3 60.1(2) . . . . ? C3 C4 C5 C6 -0.6(3) . . . . ? N1 C4 C5 C6 174.75(18) . . . . ? C4 C5 C6 C1 2.7(3) . . . . ? C4 C5 C6 C18 -176.35(18) . . . . ? O1 C1 C6 C5 176.27(18) . . . . ? C2 C1 C6 C5 -3.7(3) . . . . ? O1 C1 C6 C18 -4.7(3) . . . . ? C2 C1 C6 C18 175.32(18) . . . . ? C11 N1 C7 C8 7.5(3) . . . . ? C4 N1 C7 C8 -167.93(18) . . . . ? C11 N1 C7 C32 -170.88(17) . . . . ? C4 N1 C7 C32 13.7(3) . . . . ? N1 C7 C8 C9 -0.2(3) . . . . ? C32 C7 C8 C9 178.20(18) . . . . ? C7 C8 C9 C10 -7.3(3) . . . . ? C7 C8 C9 C12 172.98(18) . . . . ? C8 C9 C10 C11 8.0(3) . . . . ? C12 C9 C10 C11 -172.33(19) . . . . ? C7 N1 C11 C10 -6.8(3) . . . . ? C4 N1 C11 C10 168.50(18) . . . . ? C7 N1 C11 C38 172.64(18) . . . . ? C4 N1 C11 C38 -12.0(3) . . . . ? C9 C10 C11 N1 -1.0(3) . . . . ? C9 C10 C11 C38 179.46(19) . . . . ? C8 C9 C12 C13 18.5(3) . . . . ? C10 C9 C12 C13 -161.2(2) . . . . ? C8 C9 C12 C17 -160.40(19) . . . . ? C10 C9 C12 C17 19.9(3) . . . . ? C17 C12 C13 C14 -1.4(3) . . . . ? C9 C12 C13 C14 179.7(2) . . . . ? C12 C13 C14 C15 1.2(3) . . . . ? C13 C14 C15 C16 -0.4(3) . . . . ? C14 C15 C16 C17 -0.1(3) . . . . ? C15 C16 C17 C12 -0.1(3) . . . . ? C13 C12 C17 C16 0.9(3) . . . . ? C9 C12 C17 C16 179.79(19) . . . . ? C5 C6 C18 C23 119.9(2) . . . . ? C1 C6 C18 C23 -59.1(3) . . . . ? C5 C6 C18 C19 -55.6(3) . . . . ? C1 C6 C18 C19 125.4(2) . . . . ? C23 C18 C19 C20 2.2(3) . . . . ? C6 C18 C19 C20 177.9(2) . . . . ? C23 C18 C19 C24A -162.5(6) . . . . ? C6 C18 C19 C24A 13.3(7) . . . . ? C18 C19 C20 C21 -1.1(4) . . . . ? C24A C19 C20 C21 164.9(6) . . . . ? C19 C20 C21 C22 -1.0(4) . . . . ? C20 C21 C22 C23 2.0(4) . . . . ? C19 C18 C23 C22 -1.3(3) . . . . ? C6 C18 C23 C22 -176.8(2) . . . . ? C19 C18 C23 C24 175.3(2) . . . . ? C6 C18 C23 C24 -0.3(4) . . . . ? C21 C22 C23 C18 -0.8(4) . . . . ? C21 C22 C23 C24 -177.5(3) . . . . ? C3 C2 C25 C26 69.8(3) . . . . ? C1 C2 C25 C26 -110.4(2) . . . . ? C3 C2 C25 C30 -110.5(2) . . . . ? C1 C2 C25 C30 69.3(3) . . . . ? C30 C25 C26 C27 -1.4(3) . . . . ? C2 C25 C26 C27 178.28(19) . . . . ? C25 C26 C27 C28 0.4(3) . . . . ? C26 C27 C28 C29 0.4(3) . . . . ? C27 C28 C29 C30 -0.1(3) . . . . ? C28 C29 C30 C25 -0.9(3) . . . . ? C28 C29 C30 C31 179.0(2) . . . . ? C26 C25 C30 C29 1.6(3) . . . . ? C2 C25 C30 C29 -178.07(18) . . . . ? C26 C25 C30 C31 -178.28(19) . . . . ? C2 C25 C30 C31 2.0(3) . . . . ? N1 C7 C32 C37 -139.47(19) . . . . ? C8 C7 C32 C37 42.2(3) . . . . ? N1 C7 C32 C33 47.1(3) . . . . ? C8 C7 C32 C33 -131.2(2) . . . . ? C37 C32 C33 C34 0.2(3) . . . . ? C7 C32 C33 C34 173.48(19) . . . . ? C32 C33 C34 C35 -0.4(3) . . . . ? C33 C34 C35 C36 0.3(3) . . . . ? C34 C35 C36 C37 0.0(3) . . . . ? C35 C36 C37 C32 -0.2(3) . . . . ? C33 C32 C37 C36 0.1(3) . . . . ? C7 C32 C37 C36 -173.46(19) . . . . ? N1 C11 C38 C39 -122.1(2) . . . . ? C10 C11 C38 C39 57.4(3) . . . . ? N1 C11 C38 C43 62.9(3) . . . . ? C10 C11 C38 C43 -117.6(2) . . . . ? C43 C38 C39 C40 0.4(3) . . . . ? C11 C38 C39 C40 -174.9(2) . . . . ? C38 C39 C40 C41 1.2(4) . . . . ? C39 C40 C41 C42 -2.0(4) . . . . ? C40 C41 C42 C43 1.3(4) . . . . ? C41 C42 C43 C38 0.3(4) . . . . ? C39 C38 C43 C42 -1.1(3) . . . . ? C11 C38 C43 C42 173.9(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 O1H H1H O1 0.84 1.78 2.600(2) 165.8 1 O1G H1G O1H 0.84 1.91 2.749(2) 178.2 1 C8 H8 O1 0.95 2.56 3.477(2) 161.9 2_645 _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.488 _refine_diff_density_min -0.408 _refine_diff_density_rms 0.062 # Attachment '3_BuOH_new.cif.txt' data_kurj_3_0m _database_code_depnum_ccdc_archive 'CCDC 746919' #TrackingRef '3_BuOH_new.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C43 H33 N O, C4 H10 O' _chemical_formula_sum 'C47 H43 N O2' _chemical_formula_weight 653.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.8952(2) _cell_length_b 18.8888(3) _cell_length_c 21.0329(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.0840(10) _cell_angle_gamma 90.00 _cell_volume 3533.94(12) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 9184 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 30.43 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.229 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1392 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.8950 _exptl_absorpt_correction_T_max 0.9901 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1% _diffrn_reflns_number 87340 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_sigmaI/netI 0.0262 _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 -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 29.10 _reflns_number_total 9491 _reflns_number_gt 7056 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa APEX II (Bruker-AXS)' _computing_cell_refinement 'SAINT-NT (Bruker, 2003)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Distances of the disordered n-Butanol molecule were restrained to a target value of 1.54 (0.01) angstroms for C-C bonds (C1G-C2G, C2G-C3G, C3G-C4G, C1GA-C2GA, C2GA-C3GA, C3GA-C4GA) and 1.48 (0.01) angstroms for the C-O bond O1G-C1G. ; _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^)+(0.0811P)^2^+1.8362P] 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 9491 _refine_ls_number_parameters 471 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0757 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1623 _refine_ls_wR_factor_gt 0.1297 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.074 _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 O1 O -0.02504(13) 0.21079(6) 0.13632(5) 0.0230(2) Uani 1 1 d . A 4 N1 N 0.07437(13) 0.40510(6) 0.32948(6) 0.0159(2) Uani 1 1 d . A 4 C1 C -0.01751(16) 0.25836(8) 0.17954(7) 0.0170(3) Uani 1 1 d . A 4 C2 C 0.03544(16) 0.32929(8) 0.16574(7) 0.0172(3) Uani 1 1 d . A 4 C3 C 0.06622(16) 0.37597(8) 0.21513(7) 0.0177(3) Uani 1 1 d . A 4 H3 H 0.1053 0.4217 0.2060 0.021 Uiso 1 1 calc R A 4 C4 C 0.04033(16) 0.35631(8) 0.27772(7) 0.0169(3) Uani 1 1 d . A 4 C5 C -0.02614(16) 0.29209(8) 0.29221(7) 0.0169(3) Uani 1 1 d . A 4 H5 H -0.0484 0.2809 0.3352 0.020 Uiso 1 1 calc R A 4 C6 C -0.06060(15) 0.24382(8) 0.24462(7) 0.0165(3) Uani 1 1 d . A 4 C7 C -0.00384(15) 0.46720(8) 0.33730(7) 0.0169(3) Uani 1 1 d . A 4 C8 C 0.03374(16) 0.51127(8) 0.38771(7) 0.0182(3) Uani 1 1 d . A 4 H8 H -0.0194 0.5545 0.3929 0.022 Uiso 1 1 calc R A 4 C9 C 0.14707(16) 0.49407(7) 0.43103(7) 0.0168(3) Uani 1 1 d . A 4 C10 C 0.21882(17) 0.42894(8) 0.42248(7) 0.0195(3) Uani 1 1 d . A 4 H10 H 0.2916 0.4138 0.4527 0.023 Uiso 1 1 calc R A 4 C11 C 0.18627(16) 0.38635(8) 0.37127(7) 0.0177(3) Uani 1 1 d . A 4 C12 C 0.19588(16) 0.54379(8) 0.48156(7) 0.0175(3) Uani 1 1 d . A 4 C13 C 0.1540(3) 0.61430(10) 0.48029(10) 0.0417(5) Uani 1 1 d . A 4 H13 H 0.0907 0.6311 0.4471 0.050 Uiso 1 1 calc R A 4 C14 C 0.2035(3) 0.66074(10) 0.52700(11) 0.0524(7) Uani 1 1 d . A 4 H14 H 0.1718 0.7087 0.5259 0.063 Uiso 1 1 calc R A 4 C15 C 0.2974(2) 0.63847(9) 0.57462(8) 0.0308(4) Uani 1 1 d . A 4 H15 H 0.3308 0.6707 0.6063 0.037 Uiso 1 1 calc R A 4 C16 C 0.3425(2) 0.56892(10) 0.57589(9) 0.0318(4) Uani 1 1 d . A 4 H16 H 0.4087 0.5530 0.6084 0.038 Uiso 1 1 calc R A 4 C17 C 0.2920(2) 0.52179(10) 0.53012(8) 0.0301(4) Uani 1 1 d . A 4 H17 H 0.3233 0.4737 0.5318 0.036 Uiso 1 1 calc R A 4 C18 C -0.13943(15) 0.17698(7) 0.26104(7) 0.0163(3) Uani 1 1 d . A 4 C19 C -0.23747(16) 0.14454(8) 0.21757(7) 0.0176(3) Uani 1 1 d . A 4 H19 H -0.2551 0.1666 0.1777 0.021 Uiso 1 1 calc R A 4 C20 C -0.30963(16) 0.08095(8) 0.23125(7) 0.0185(3) Uani 1 1 d . A 4 C21 C -0.28382(17) 0.04904(8) 0.29017(7) 0.0209(3) Uani 1 1 d . A 4 H21 H -0.3317 0.0055 0.3001 0.025 Uiso 1 1 calc R A 4 C22 C -0.18896(17) 0.08045(8) 0.33418(7) 0.0209(3) Uani 1 1 d . A 4 H22 H -0.1728 0.0585 0.3743 0.025 Uiso 1 1 calc R A 4 C23 C -0.11725(16) 0.14397(8) 0.31996(7) 0.0189(3) Uani 1 1 d . A 4 H23 H -0.0526 0.1652 0.3505 0.023 Uiso 1 1 calc R A 4 C24 C -0.41301(18) 0.04752(9) 0.18294(8) 0.0238(3) Uani 1 1 d . A 4 H24A H -0.5166 0.0626 0.1911 0.036 Uiso 1 1 calc R A 4 H24B H -0.4064 -0.0041 0.1862 0.036 Uiso 1 1 calc R A 4 H24C H -0.3832 0.0624 0.1401 0.036 Uiso 1 1 calc R A 4 C25 C 0.05265(16) 0.35313(8) 0.09889(7) 0.0184(3) Uani 1 1 d . A 4 C26 C 0.16575(17) 0.40070(8) 0.08128(7) 0.0213(3) Uani 1 1 d . A 4 H26 H 0.2363 0.4157 0.1124 0.026 Uiso 1 1 calc R A 4 C27 C 0.17824(19) 0.42684(9) 0.01947(8) 0.0250(3) Uani 1 1 d . A 4 C28 C 0.0747(2) 0.40515(10) -0.02572(8) 0.0295(4) Uani 1 1 d . A 4 H28 H 0.0814 0.4223 -0.0681 0.035 Uiso 1 1 calc R A 4 C29 C -0.0390(2) 0.35829(10) -0.00911(8) 0.0311(4) Uani 1 1 d . A 4 H29 H -0.1104 0.3441 -0.0402 0.037 Uiso 1 1 calc R A 4 C30 C -0.04947(19) 0.33194(9) 0.05221(7) 0.0251(3) Uani 1 1 d . A 4 H30 H -0.1268 0.2992 0.0625 0.030 Uiso 1 1 calc R A 4 C31 C 0.3029(2) 0.47726(11) 0.00220(9) 0.0384(4) Uani 1 1 d . A 4 H31A H 0.3755 0.4531 -0.0253 0.058 Uiso 1 1 calc R A 4 H31B H 0.3536 0.4934 0.0410 0.058 Uiso 1 1 calc R A 4 H31C H 0.2608 0.5181 -0.0204 0.058 Uiso 1 1 calc R A 4 C32 C 0.28180(17) 0.32323(8) 0.35862(7) 0.0193(3) Uani 1 1 d . A 4 C33 C 0.37046(17) 0.31991(9) 0.30386(8) 0.0235(3) Uani 1 1 d . A 4 H33 H 0.3616 0.3555 0.2722 0.028 Uiso 1 1 calc R A 4 C34 C 0.47137(18) 0.26466(9) 0.29573(8) 0.0277(4) Uani 1 1 d . A 4 H34 H 0.5326 0.2630 0.2588 0.033 Uiso 1 1 calc R A 4 C35 C 0.48317(19) 0.21199(9) 0.34118(9) 0.0299(4) Uani 1 1 d . A 4 H35 H 0.5515 0.1739 0.3353 0.036 Uiso 1 1 calc R A 4 C36 C 0.3949(2) 0.21503(9) 0.39529(9) 0.0319(4) Uani 1 1 d . A 4 H36 H 0.4027 0.1787 0.4263 0.038 Uiso 1 1 calc R A 4 C37 C 0.29480(19) 0.27082(9) 0.40475(8) 0.0263(3) Uani 1 1 d . A 4 H37 H 0.2360 0.2730 0.4424 0.032 Uiso 1 1 calc R A 4 C38 C -0.12091(16) 0.48930(8) 0.29073(7) 0.0191(3) Uani 1 1 d . A 4 C39 C -0.22543(17) 0.44335(9) 0.26273(8) 0.0246(3) Uani 1 1 d . A 4 H39 H -0.2295 0.3951 0.2754 0.029 Uiso 1 1 calc R A 4 C40 C -0.32279(19) 0.46863(11) 0.21654(8) 0.0313(4) Uani 1 1 d . A 4 H40 H -0.3931 0.4373 0.1974 0.038 Uiso 1 1 calc R A 4 C41 C -0.31913(19) 0.53912(11) 0.19783(8) 0.0320(4) Uani 1 1 d . A 4 H41 H -0.3834 0.5553 0.1648 0.038 Uiso 1 1 calc R A 4 C42 C -0.22179(18) 0.58548(10) 0.22738(8) 0.0297(4) Uani 1 1 d . A 4 H42 H -0.2218 0.6342 0.2161 0.036 Uiso 1 1 calc R A 4 C43 C -0.12344(17) 0.56065(9) 0.27389(8) 0.0239(3) Uani 1 1 d . A 4 H43 H -0.0571 0.5928 0.2944 0.029 Uiso 1 1 calc R A 4 O1G O 0.1942(4) 0.1787(2) 0.05240(13) 0.0350(6) Uani 0.787(3) 1 d PD B 1 H1G H 0.1301 0.1984 0.0758 0.052 Uiso 0.787(3) 1 calc PR B 1 C1G C 0.3211(3) 0.15740(16) 0.09021(14) 0.0367(6) Uani 0.787(3) 1 d PD B 1 H1G1 H 0.2874 0.1229 0.1226 0.044 Uiso 0.787(3) 1 calc PR B 1 H1G2 H 0.3954 0.1334 0.0626 0.044 Uiso 0.787(3) 1 calc PR B 1 C2G C 0.3963(3) 0.21924(14) 0.12311(12) 0.0373(6) Uani 0.787(3) 1 d PD B 1 H2G1 H 0.3209 0.2444 0.1493 0.045 Uiso 0.787(3) 1 calc PR B 1 H2G2 H 0.4752 0.2010 0.1521 0.045 Uiso 0.787(3) 1 calc PR B 1 C3G C 0.4666(4) 0.27120(16) 0.07692(17) 0.0461(7) Uani 0.787(3) 1 d PD B 1 H3G1 H 0.3882 0.2924 0.0494 0.055 Uiso 0.787(3) 1 calc PR B 1 H3G2 H 0.5405 0.2467 0.0495 0.055 Uiso 0.787(3) 1 calc PR B 1 C4G C 0.5425(4) 0.3272(2) 0.11502(17) 0.0496(8) Uani 0.787(3) 1 d PD B 1 H4G1 H 0.6259 0.3062 0.1390 0.074 Uiso 0.787(3) 1 calc PR B 1 H4G2 H 0.5813 0.3639 0.0865 0.074 Uiso 0.787(3) 1 calc PR B 1 H4G3 H 0.4702 0.3482 0.1446 0.074 Uiso 0.787(3) 1 calc PR B 1 O1GA O 0.2117(18) 0.1682(9) 0.0661(7) 0.0350(6) Uani 0.213(3) 1 d P B 2 H1GA H 0.1329 0.1611 0.0871 0.052 Uiso 0.213(3) 1 calc PR B 2 C1GA C 0.3272(12) 0.1811(7) 0.1064(6) 0.0367(6) Uani 0.213(3) 1 d PD B 2 H1G3 H 0.3040 0.2233 0.1326 0.044 Uiso 0.213(3) 1 calc PR B 2 H1G4 H 0.3408 0.1402 0.1353 0.044 Uiso 0.213(3) 1 calc PR B 2 C2GA C 0.4717(9) 0.1938(5) 0.0694(4) 0.0373(6) Uani 0.213(3) 1 d PD B 2 H2G3 H 0.5578 0.1773 0.0953 0.045 Uiso 0.213(3) 1 calc PR B 2 H2G4 H 0.4691 0.1651 0.0300 0.045 Uiso 0.213(3) 1 calc PR B 2 C3GA C 0.4970(16) 0.2716(5) 0.0515(6) 0.0461(7) Uani 0.213(3) 1 d PD B 2 H3G3 H 0.5656 0.2692 0.0146 0.055 Uiso 0.213(3) 1 calc PR B 2 H3G4 H 0.3989 0.2869 0.0340 0.055 Uiso 0.213(3) 1 calc PR B 2 C4GA C 0.5524(18) 0.3364(7) 0.0888(6) 0.0496(8) Uani 0.213(3) 1 d PD B 2 H4G4 H 0.6047 0.3207 0.1274 0.074 Uiso 0.213(3) 1 calc PR B 2 H4G5 H 0.6216 0.3639 0.0623 0.074 Uiso 0.213(3) 1 calc PR B 2 H4G6 H 0.4663 0.3660 0.1006 0.074 Uiso 0.213(3) 1 calc PR B 2 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 0.0299(6) 0.0227(5) 0.0163(5) -0.0054(4) 0.0027(4) -0.0071(4) N1 0.0184(5) 0.0166(6) 0.0127(5) -0.0020(4) -0.0006(4) -0.0008(4) C1 0.0174(6) 0.0194(7) 0.0142(6) -0.0018(5) -0.0003(5) -0.0016(5) C2 0.0187(6) 0.0198(7) 0.0131(6) -0.0003(5) 0.0001(5) -0.0020(5) C3 0.0180(6) 0.0185(6) 0.0165(7) -0.0003(5) 0.0006(5) -0.0023(5) C4 0.0188(6) 0.0178(7) 0.0142(6) -0.0039(5) -0.0015(5) -0.0007(5) C5 0.0184(6) 0.0188(7) 0.0134(6) -0.0003(5) 0.0005(5) 0.0005(5) C6 0.0172(6) 0.0176(6) 0.0148(6) -0.0003(5) -0.0006(5) -0.0005(5) C7 0.0168(6) 0.0183(7) 0.0155(6) -0.0006(5) 0.0001(5) -0.0004(5) C8 0.0188(6) 0.0179(7) 0.0177(7) -0.0024(5) 0.0003(5) 0.0016(5) C9 0.0192(6) 0.0174(7) 0.0139(6) -0.0011(5) 0.0016(5) -0.0006(5) C10 0.0240(7) 0.0197(7) 0.0148(7) -0.0014(5) -0.0034(5) 0.0030(5) C11 0.0214(7) 0.0170(7) 0.0149(6) -0.0004(5) -0.0001(5) 0.0007(5) C12 0.0194(6) 0.0188(7) 0.0141(6) -0.0022(5) 0.0004(5) 0.0002(5) C13 0.0676(14) 0.0237(9) 0.0338(10) -0.0077(7) -0.0294(10) 0.0134(9) C14 0.0951(19) 0.0209(9) 0.0411(12) -0.0095(8) -0.0350(12) 0.0123(10) C15 0.0407(10) 0.0300(9) 0.0216(8) -0.0079(7) -0.0062(7) -0.0059(7) C16 0.0299(8) 0.0402(10) 0.0251(8) -0.0101(7) -0.0119(7) 0.0086(7) C17 0.0351(9) 0.0287(8) 0.0265(8) -0.0092(7) -0.0108(7) 0.0116(7) C18 0.0162(6) 0.0161(6) 0.0166(7) -0.0012(5) 0.0020(5) 0.0008(5) C19 0.0167(6) 0.0188(7) 0.0173(7) -0.0006(5) 0.0001(5) 0.0012(5) C20 0.0156(6) 0.0194(7) 0.0206(7) -0.0029(5) 0.0007(5) 0.0010(5) C21 0.0206(7) 0.0168(7) 0.0252(8) 0.0015(6) 0.0027(6) -0.0007(5) C22 0.0219(7) 0.0219(7) 0.0188(7) 0.0034(6) 0.0009(5) 0.0020(6) C23 0.0194(6) 0.0214(7) 0.0159(7) -0.0012(5) -0.0007(5) 0.0003(5) C24 0.0226(7) 0.0247(8) 0.0243(8) -0.0035(6) -0.0017(6) -0.0050(6) C25 0.0213(7) 0.0201(7) 0.0137(6) -0.0003(5) 0.0015(5) -0.0006(5) C26 0.0237(7) 0.0228(7) 0.0174(7) -0.0023(6) 0.0010(5) -0.0037(6) C27 0.0287(8) 0.0250(8) 0.0214(8) 0.0007(6) 0.0056(6) -0.0036(6) C28 0.0385(9) 0.0336(9) 0.0163(7) 0.0047(6) 0.0020(6) -0.0050(7) C29 0.0361(9) 0.0393(10) 0.0177(8) 0.0027(7) -0.0061(6) -0.0100(7) C30 0.0278(8) 0.0303(8) 0.0173(7) 0.0020(6) -0.0011(6) -0.0086(6) C31 0.0438(11) 0.0429(11) 0.0287(9) 0.0037(8) 0.0093(8) -0.0182(9) C32 0.0213(7) 0.0169(7) 0.0198(7) -0.0051(5) -0.0040(5) 0.0018(5) C33 0.0242(7) 0.0252(8) 0.0212(8) -0.0033(6) -0.0020(6) 0.0025(6) C34 0.0235(7) 0.0311(9) 0.0285(8) -0.0107(7) -0.0012(6) 0.0037(6) C35 0.0265(8) 0.0234(8) 0.0398(10) -0.0111(7) -0.0079(7) 0.0069(6) C36 0.0378(9) 0.0231(8) 0.0346(10) 0.0014(7) -0.0058(7) 0.0075(7) C37 0.0317(8) 0.0231(8) 0.0241(8) -0.0001(6) -0.0004(6) 0.0049(6) C38 0.0164(6) 0.0252(7) 0.0156(7) -0.0014(6) -0.0002(5) 0.0014(5) C39 0.0211(7) 0.0269(8) 0.0257(8) -0.0072(6) -0.0043(6) 0.0029(6) C40 0.0207(7) 0.0443(10) 0.0290(9) -0.0137(8) -0.0077(6) 0.0049(7) C41 0.0214(7) 0.0521(11) 0.0224(8) 0.0039(8) -0.0043(6) 0.0091(7) C42 0.0213(7) 0.0395(10) 0.0284(9) 0.0138(7) 0.0002(6) 0.0019(7) C43 0.0189(7) 0.0291(8) 0.0238(8) 0.0045(6) -0.0011(6) -0.0018(6) O1G 0.0268(12) 0.0555(17) 0.0226(16) 0.0035(11) -0.0011(10) -0.0044(9) C1G 0.0347(11) 0.0390(17) 0.0365(16) 0.0016(11) -0.0009(11) -0.0001(12) C2G 0.0310(11) 0.0444(13) 0.0364(13) 0.0110(11) -0.0048(9) -0.0052(10) C3G 0.0448(17) 0.0402(13) 0.053(2) 0.0110(15) 0.0027(14) 0.0008(11) C4G 0.0444(14) 0.0619(18) 0.043(2) 0.0030(17) 0.0001(17) 0.0012(13) O1GA 0.0268(12) 0.0555(17) 0.0226(16) 0.0035(11) -0.0011(10) -0.0044(9) C1GA 0.0347(11) 0.0390(17) 0.0365(16) 0.0016(11) -0.0009(11) -0.0001(12) C2GA 0.0310(11) 0.0444(13) 0.0364(13) 0.0110(11) -0.0048(9) -0.0052(10) C3GA 0.0448(17) 0.0402(13) 0.053(2) 0.0110(15) 0.0027(14) 0.0008(11) C4GA 0.0444(14) 0.0619(18) 0.043(2) 0.0030(17) 0.0001(17) 0.0012(13) _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 C1 1.2798(17) . ? N1 C11 1.3734(19) . ? N1 C7 1.3738(18) . ? N1 C4 1.4578(18) . ? C1 C6 1.4484(19) . ? C1 C2 1.450(2) . ? C2 C3 1.389(2) . ? C2 C25 1.485(2) . ? C3 C4 1.387(2) . ? C3 H3 0.9500 . ? C4 C5 1.384(2) . ? C5 C6 1.3879(19) . ? C5 H5 0.9500 . ? C6 C18 1.4851(19) . ? C7 C8 1.388(2) . ? C7 C38 1.488(2) . ? C8 C9 1.396(2) . ? C8 H8 0.9500 . ? C9 C10 1.398(2) . ? C9 C12 1.483(2) . ? C10 C11 1.375(2) . ? C10 H10 0.9500 . ? C11 C32 1.488(2) . ? C12 C13 1.383(2) . ? C12 C17 1.394(2) . ? C13 C14 1.388(3) . ? C13 H13 0.9500 . ? C14 C15 1.369(3) . ? C14 H14 0.9500 . ? C15 C16 1.374(3) . ? C15 H15 0.9500 . ? C16 C17 1.386(2) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C23 1.401(2) . ? C18 C19 1.403(2) . ? C19 C20 1.392(2) . ? C19 H19 0.9500 . ? C20 C21 1.397(2) . ? C20 C24 1.508(2) . ? C21 C22 1.385(2) . ? C21 H21 0.9500 . ? C22 C23 1.392(2) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C30 1.395(2) . ? C25 C26 1.399(2) . ? C26 C27 1.395(2) . ? C26 H26 0.9500 . ? C27 C28 1.385(2) . ? C27 C31 1.507(2) . ? C28 C29 1.389(2) . ? C28 H28 0.9500 . ? C29 C30 1.386(2) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 C37 1.391(2) . ? C32 C33 1.398(2) . ? C33 C34 1.387(2) . ? C33 H33 0.9500 . ? C34 C35 1.384(3) . ? C34 H34 0.9500 . ? C35 C36 1.385(3) . ? C35 H35 0.9500 . ? C36 C37 1.394(2) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C38 C43 1.394(2) . ? C38 C39 1.401(2) . ? C39 C40 1.385(2) . ? C39 H39 0.9500 . ? C40 C41 1.389(3) . ? C40 H40 0.9500 . ? C41 C42 1.379(3) . ? C41 H41 0.9500 . ? C42 C43 1.393(2) . ? C42 H42 0.9500 . ? C43 H43 0.9500 . ? O1G C1G 1.438(4) . ? O1G H1G 0.8400 . ? C1G C2G 1.513(4) . ? C1G H1G1 0.9900 . ? C1G H1G2 0.9900 . ? C2G C3G 1.517(4) . ? C2G H2G1 0.9900 . ? C2G H2G2 0.9900 . ? C3G C4G 1.488(4) . ? C3G H3G1 0.9900 . ? C3G H3G2 0.9900 . ? C4G H4G1 0.9800 . ? C4G H4G2 0.9800 . ? C4G H4G3 0.9800 . ? O1GA C1GA 1.353(18) . ? O1GA H1GA 0.8400 . ? C1GA C2GA 1.522(9) . ? C1GA H1G3 0.9900 . ? C1GA H1G4 0.9900 . ? C2GA C3GA 1.533(9) . ? C2GA H2G3 0.9900 . ? C2GA H2G4 0.9900 . ? C3GA C4GA 1.535(9) . ? C3GA H3G3 0.9900 . ? C3GA H3G4 0.9900 . ? C4GA H4G4 0.9800 . ? C4GA H4G5 0.9800 . ? C4GA H4G6 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 C11 N1 C7 120.67(12) . . ? C11 N1 C4 117.68(12) . . ? C7 N1 C4 121.64(12) . . ? O1 C1 C6 121.64(13) . . ? O1 C1 C2 121.56(13) . . ? C6 C1 C2 116.80(12) . . ? C3 C2 C1 120.05(13) . . ? C3 C2 C25 119.67(13) . . ? C1 C2 C25 120.25(12) . . ? C4 C3 C2 120.44(13) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C5 C4 C3 121.01(13) . . ? C5 C4 N1 118.56(12) . . ? C3 C4 N1 120.32(13) . . ? C4 C5 C6 120.74(13) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C1 119.90(13) . . ? C5 C6 C18 119.65(12) . . ? C1 C6 C18 120.44(12) . . ? N1 C7 C8 118.81(13) . . ? N1 C7 C38 120.96(12) . . ? C8 C7 C38 120.13(13) . . ? C7 C8 C9 122.12(13) . . ? C7 C8 H8 118.9 . . ? C9 C8 H8 118.9 . . ? C8 C9 C10 116.75(13) . . ? C8 C9 C12 122.06(13) . . ? C10 C9 C12 121.10(13) . . ? C11 C10 C9 121.35(14) . . ? C11 C10 H10 119.3 . . ? C9 C10 H10 119.3 . . ? N1 C11 C10 120.14(13) . . ? N1 C11 C32 120.38(12) . . ? C10 C11 C32 119.28(13) . . ? C13 C12 C17 117.77(14) . . ? C13 C12 C9 121.16(14) . . ? C17 C12 C9 120.99(13) . . ? C12 C13 C14 120.64(17) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C15 C14 C13 121.06(18) . . ? C15 C14 H14 119.5 . . ? C13 C14 H14 119.5 . . ? C14 C15 C16 119.06(16) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 120.5 . . ? C15 C16 C17 120.42(16) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C16 C17 C12 121.03(16) . . ? C16 C17 H17 119.5 . . ? C12 C17 H17 119.5 . . ? C23 C18 C19 117.93(13) . . ? C23 C18 C6 121.20(13) . . ? C19 C18 C6 120.86(13) . . ? C20 C19 C18 121.90(14) . . ? C20 C19 H19 119.1 . . ? C18 C19 H19 119.1 . . ? C19 C20 C21 118.71(14) . . ? C19 C20 C24 120.20(14) . . ? C21 C20 C24 121.09(14) . . ? C22 C21 C20 120.49(14) . . ? C22 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C21 C22 C23 120.31(14) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C22 C23 C18 120.65(14) . . ? C22 C23 H23 119.7 . . ? C18 C23 H23 119.7 . . ? C30 C25 C26 117.76(13) . . ? C30 C25 C2 120.76(13) . . ? C26 C25 C2 121.37(13) . . ? C27 C26 C25 122.14(14) . . ? C27 C26 H26 118.9 . . ? C25 C26 H26 118.9 . . ? C28 C27 C26 118.76(14) . . ? C28 C27 C31 120.71(15) . . ? C26 C27 C31 120.53(15) . . ? C27 C28 C29 119.98(15) . . ? C27 C28 H28 120.0 . . ? C29 C28 H28 120.0 . . ? C30 C29 C28 120.89(16) . . ? C30 C29 H29 119.6 . . ? C28 C29 H29 119.6 . . ? C29 C30 C25 120.47(15) . . ? C29 C30 H30 119.8 . . ? C25 C30 H30 119.8 . . ? C37 C32 C33 119.76(14) . . ? C37 C32 C11 119.50(14) . . ? C33 C32 C11 120.40(14) . . ? C34 C33 C32 120.07(15) . . ? C34 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? C35 C34 C33 120.27(16) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C34 C35 C36 119.71(15) . . ? C34 C35 H35 120.1 . . ? C36 C35 H35 120.1 . . ? C35 C36 C37 120.78(16) . . ? C35 C36 H36 119.6 . . ? C37 C36 H36 119.6 . . ? C32 C37 C36 119.40(16) . . ? C32 C37 H37 120.3 . . ? C36 C37 H37 120.3 . . ? C43 C38 C39 118.80(14) . . ? C43 C38 C7 116.71(13) . . ? C39 C38 C7 124.48(14) . . ? C40 C39 C38 119.67(16) . . ? C40 C39 H39 120.2 . . ? C38 C39 H39 120.2 . . ? C39 C40 C41 120.95(16) . . ? C39 C40 H40 119.5 . . ? C41 C40 H40 119.5 . . ? C42 C41 C40 119.74(16) . . ? C42 C41 H41 120.1 . . ? C40 C41 H41 120.1 . . ? C41 C42 C43 119.75(17) . . ? C41 C42 H42 120.1 . . ? C43 C42 H42 120.1 . . ? C42 C43 C38 120.93(16) . . ? C42 C43 H43 119.5 . . ? C38 C43 H43 119.5 . . ? C1G O1G H1G 109.5 . . ? O1G C1G C2G 112.5(3) . . ? O1G C1G H1G1 109.1 . . ? C2G C1G H1G1 109.1 . . ? O1G C1G H1G2 109.1 . . ? C2G C1G H1G2 109.1 . . ? H1G1 C1G H1G2 107.8 . . ? C1G C2G C3G 112.9(2) . . ? C1G C2G H2G1 109.0 . . ? C3G C2G H2G1 109.0 . . ? C1G C2G H2G2 109.0 . . ? C3G C2G H2G2 109.0 . . ? H2G1 C2G H2G2 107.8 . . ? C4G C3G C2G 107.6(3) . . ? C4G C3G H3G1 110.2 . . ? C2G C3G H3G1 110.2 . . ? C4G C3G H3G2 110.2 . . ? C2G C3G H3G2 110.2 . . ? H3G1 C3G H3G2 108.5 . . ? C1GA O1GA H1GA 109.5 . . ? O1GA C1GA C2GA 110.4(11) . . ? O1GA C1GA H1G3 109.6 . . ? C2GA C1GA H1G3 109.6 . . ? O1GA C1GA H1G4 109.6 . . ? C2GA C1GA H1G4 109.6 . . ? H1G3 C1GA H1G4 108.1 . . ? C1GA C2GA C3GA 113.6(9) . . ? C1GA C2GA H2G3 108.8 . . ? C3GA C2GA H2G3 108.8 . . ? C1GA C2GA H2G4 108.8 . . ? C3GA C2GA H2G4 108.8 . . ? H2G3 C2GA H2G4 107.7 . . ? C2GA C3GA C4GA 133.3(11) . . ? C2GA C3GA H3G3 103.9 . . ? C4GA C3GA H3G3 103.9 . . ? C2GA C3GA H3G4 103.9 . . ? C4GA C3GA H3G4 103.9 . . ? H3G3 C3GA H3G4 105.4 . . ? C3GA C4GA H4G4 109.5 . . ? C3GA C4GA H4G5 109.5 . . ? H4G4 C4GA H4G5 109.5 . . ? C3GA C4GA H4G6 109.5 . . ? H4G4 C4GA H4G6 109.5 . . ? H4G5 C4GA H4G6 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 -169.19(14) . . . . ? C6 C1 C2 C3 10.5(2) . . . . ? O1 C1 C2 C25 12.6(2) . . . . ? C6 C1 C2 C25 -167.70(13) . . . . ? C1 C2 C3 C4 -2.9(2) . . . . ? C25 C2 C3 C4 175.30(13) . . . . ? C2 C3 C4 C5 -4.5(2) . . . . ? C2 C3 C4 N1 179.29(13) . . . . ? C11 N1 C4 C5 68.93(17) . . . . ? C7 N1 C4 C5 -109.92(16) . . . . ? C11 N1 C4 C3 -114.80(15) . . . . ? C7 N1 C4 C3 66.35(18) . . . . ? C3 C4 C5 C6 3.8(2) . . . . ? N1 C4 C5 C6 -179.93(13) . . . . ? C4 C5 C6 C1 4.3(2) . . . . ? C4 C5 C6 C18 -176.68(13) . . . . ? O1 C1 C6 C5 168.50(13) . . . . ? C2 C1 C6 C5 -11.1(2) . . . . ? O1 C1 C6 C18 -10.5(2) . . . . ? C2 C1 C6 C18 169.82(13) . . . . ? C11 N1 C7 C8 1.0(2) . . . . ? C4 N1 C7 C8 179.77(13) . . . . ? C11 N1 C7 C38 177.46(13) . . . . ? C4 N1 C7 C38 -3.7(2) . . . . ? N1 C7 C8 C9 -0.8(2) . . . . ? C38 C7 C8 C9 -177.31(13) . . . . ? C7 C8 C9 C10 -1.8(2) . . . . ? C7 C8 C9 C12 174.73(13) . . . . ? C8 C9 C10 C11 4.4(2) . . . . ? C12 C9 C10 C11 -172.20(14) . . . . ? C7 N1 C11 C10 1.6(2) . . . . ? C4 N1 C11 C10 -177.29(13) . . . . ? C7 N1 C11 C32 -173.21(13) . . . . ? C4 N1 C11 C32 7.93(19) . . . . ? C9 C10 C11 N1 -4.4(2) . . . . ? C9 C10 C11 C32 170.47(14) . . . . ? C8 C9 C12 C13 -13.4(2) . . . . ? C10 C9 C12 C13 163.02(18) . . . . ? C8 C9 C12 C17 169.96(15) . . . . ? C10 C9 C12 C17 -13.6(2) . . . . ? C17 C12 C13 C14 -1.6(3) . . . . ? C9 C12 C13 C14 -178.4(2) . . . . ? C12 C13 C14 C15 1.4(4) . . . . ? C13 C14 C15 C16 -0.1(4) . . . . ? C14 C15 C16 C17 -0.9(3) . . . . ? C15 C16 C17 C12 0.6(3) . . . . ? C13 C12 C17 C16 0.6(3) . . . . ? C9 C12 C17 C16 177.36(16) . . . . ? C5 C6 C18 C23 -31.7(2) . . . . ? C1 C6 C18 C23 147.34(14) . . . . ? C5 C6 C18 C19 148.97(14) . . . . ? C1 C6 C18 C19 -32.0(2) . . . . ? C23 C18 C19 C20 -1.0(2) . . . . ? C6 C18 C19 C20 178.33(13) . . . . ? C18 C19 C20 C21 0.4(2) . . . . ? C18 C19 C20 C24 -179.42(13) . . . . ? C19 C20 C21 C22 0.4(2) . . . . ? C24 C20 C21 C22 -179.79(14) . . . . ? C20 C21 C22 C23 -0.5(2) . . . . ? C21 C22 C23 C18 -0.2(2) . . . . ? C19 C18 C23 C22 0.9(2) . . . . ? C6 C18 C23 C22 -178.43(13) . . . . ? C3 C2 C25 C30 -141.25(16) . . . . ? C1 C2 C25 C30 36.9(2) . . . . ? C3 C2 C25 C26 34.9(2) . . . . ? C1 C2 C25 C26 -146.94(15) . . . . ? C30 C25 C26 C27 0.0(2) . . . . ? C2 C25 C26 C27 -176.21(14) . . . . ? C25 C26 C27 C28 0.3(2) . . . . ? C25 C26 C27 C31 -179.19(16) . . . . ? C26 C27 C28 C29 0.1(3) . . . . ? C31 C27 C28 C29 179.58(18) . . . . ? C27 C28 C29 C30 -0.8(3) . . . . ? C28 C29 C30 C25 1.2(3) . . . . ? C26 C25 C30 C29 -0.8(2) . . . . ? C2 C25 C30 C29 175.47(16) . . . . ? N1 C11 C32 C37 -125.92(16) . . . . ? C10 C11 C32 C37 59.3(2) . . . . ? N1 C11 C32 C33 60.9(2) . . . . ? C10 C11 C32 C33 -113.97(17) . . . . ? C37 C32 C33 C34 -0.2(2) . . . . ? C11 C32 C33 C34 172.98(14) . . . . ? C32 C33 C34 C35 1.0(2) . . . . ? C33 C34 C35 C36 -0.7(3) . . . . ? C34 C35 C36 C37 -0.4(3) . . . . ? C33 C32 C37 C36 -0.9(2) . . . . ? C11 C32 C37 C36 -174.15(15) . . . . ? C35 C36 C37 C32 1.2(3) . . . . ? N1 C7 C38 C43 -138.31(14) . . . . ? C8 C7 C38 C43 38.2(2) . . . . ? N1 C7 C38 C39 40.8(2) . . . . ? C8 C7 C38 C39 -142.69(15) . . . . ? C43 C38 C39 C40 3.7(2) . . . . ? C7 C38 C39 C40 -175.46(14) . . . . ? C38 C39 C40 C41 -0.5(2) . . . . ? C39 C40 C41 C42 -2.8(3) . . . . ? C40 C41 C42 C43 2.7(3) . . . . ? C41 C42 C43 C38 0.6(2) . . . . ? C39 C38 C43 C42 -3.7(2) . . . . ? C7 C38 C43 C42 175.46(14) . . . . ? O1G C1G C2G C3G -64.9(3) . . . . ? C1G C2G C3G C4G -177.4(3) . . . . ? O1GA C1GA C2GA C3GA 89.4(13) . . . . ? C1GA C2GA C3GA C4GA 77.9(17) . . . . ? 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 O1G H1G O1 0.84 1.89 2.701(4) 160.8 1 O1GA H1GA O1 0.84 1.98 2.697(8) 142.3 1 C13 H13 O1 0.95 2.38 3.263(2) 153.6 2 C37 H37 O1G 0.95 2.52 3.371(3) 149.8 4_566 C13 H13 O1G 0.95 2.69 3.397(4) 131.8 2 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.10 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.490 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.082 # Attachment '4_EtOH_new.cif.txt' data_kurj16fin _database_code_depnum_ccdc_archive 'CCDC 746920' #TrackingRef '4_EtOH_new.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C43 H33 N O, 2(C2 H6 O)' _chemical_formula_sum 'C47 H45 N O3' _chemical_formula_weight 671.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_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 11.9196(3) _cell_length_b 19.0346(4) _cell_length_c 16.6949(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.110(1) _cell_angle_gamma 90.00 _cell_volume 3749.94(17) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 9988 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 29.53 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.47 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.190 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.9357 _exptl_absorpt_correction_T_max 0.9819 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1% _diffrn_reflns_number 39398 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_sigmaI/netI 0.0292 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 29.10 _reflns_number_total 10055 _reflns_number_gt 7371 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa APEX2 (Bruker-AXS, 2004)' _computing_cell_refinement 'SAINT-NT (Bruker, 2008)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Distances of the ethanol molecules were restrained to a target value of 1.54 (0.01) for C-C bonds (C1G-C2G, C1H-C2H, C1HA-C2HA) and 1.48 (0.01) angstroms for C-O bonds (O1G-C1G, O1H-C1H, O1HA-C1HA). ; _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^)+(0.0826P)^2^+1.9646P] 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 10055 _refine_ls_number_parameters 482 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0781 _refine_ls_R_factor_gt 0.0520 _refine_ls_wR_factor_ref 0.1656 _refine_ls_wR_factor_gt 0.1378 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.040 _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 O1 O 0.67505(9) 0.46544(6) 0.71606(7) 0.0244(2) Uani 1 1 d . . . N1 N 0.69309(10) 0.18932(6) 0.61035(7) 0.0186(2) Uani 1 1 d . . . C1 C 0.68151(12) 0.40382(7) 0.68488(9) 0.0188(3) Uani 1 1 d . . . C2 C 0.58226(12) 0.36824(8) 0.64522(9) 0.0188(3) Uani 1 1 d . . . C3 C 0.58956(13) 0.29885(8) 0.62081(9) 0.0199(3) Uani 1 1 d . . . H3 H 0.5237 0.2756 0.5949 0.024 Uiso 1 1 calc R . . C4 C 0.69158(12) 0.26315(7) 0.63380(9) 0.0187(3) Uani 1 1 d . . . C5 C 0.79073(12) 0.29672(7) 0.66603(9) 0.0192(3) Uani 1 1 d . . . H5 H 0.8605 0.2718 0.6725 0.023 Uiso 1 1 calc R . . C6 C 0.78843(12) 0.36712(7) 0.68901(9) 0.0188(3) Uani 1 1 d . . . C7 C 0.69844(13) 0.13804(8) 0.66822(9) 0.0196(3) Uani 1 1 d . . . C8 C 0.69474(13) 0.06813(8) 0.64554(9) 0.0206(3) Uani 1 1 d . . . H8 H 0.7026 0.0328 0.6862 0.025 Uiso 1 1 calc R . . C9 C 0.67967(12) 0.04836(7) 0.56422(9) 0.0189(3) Uani 1 1 d . . . C10 C 0.67650(13) 0.10248(8) 0.50699(9) 0.0220(3) Uani 1 1 d . . . H10 H 0.6679 0.0911 0.4511 0.026 Uiso 1 1 calc R . . C11 C 0.68562(13) 0.17206(8) 0.53035(9) 0.0203(3) Uani 1 1 d . . . C12 C 0.66691(13) -0.02641(7) 0.53988(9) 0.0198(3) Uani 1 1 d . . . C13 C 0.70252(14) -0.07954(8) 0.59580(9) 0.0237(3) Uani 1 1 d . . . H13 H 0.7338 -0.0676 0.6496 0.028 Uiso 1 1 calc R . . C14 C 0.69221(15) -0.14957(8) 0.57288(10) 0.0272(3) Uani 1 1 d . . . H14 H 0.7164 -0.1853 0.6111 0.033 Uiso 1 1 calc R . . C15 C 0.64680(14) -0.16769(8) 0.49461(11) 0.0269(3) Uani 1 1 d . . . H15 H 0.6418 -0.2157 0.4788 0.032 Uiso 1 1 calc R . . C16 C 0.60855(14) -0.11552(8) 0.43925(10) 0.0268(3) Uani 1 1 d . . . H16 H 0.5757 -0.1280 0.3860 0.032 Uiso 1 1 calc R . . C17 C 0.61812(14) -0.04527(8) 0.46147(9) 0.0237(3) Uani 1 1 d . . . H17A H 0.5915 -0.0098 0.4234 0.028 Uiso 1 1 calc R . . C18 C 0.47164(12) 0.40493(8) 0.62650(9) 0.0202(3) Uani 1 1 d . . . C19 C 0.46504(14) 0.47208(8) 0.59270(10) 0.0249(3) Uani 1 1 d . . . H19 H 0.5327 0.4977 0.5894 0.030 Uiso 1 1 calc R . . C20 C 0.36061(15) 0.50209(9) 0.56368(10) 0.0295(4) Uani 1 1 d . . . H20 H 0.3583 0.5473 0.5393 0.035 Uiso 1 1 calc R . . C21 C 0.25964(14) 0.46705(10) 0.56971(10) 0.0310(4) Uani 1 1 d . . . C22 C 0.26578(14) 0.40201(10) 0.60800(10) 0.0291(4) Uani 1 1 d . . . H22 H 0.1979 0.3783 0.6156 0.035 Uiso 1 1 calc R . . C23 C 0.36997(13) 0.37111(9) 0.63529(9) 0.0242(3) Uani 1 1 d . . . H23 H 0.3721 0.3262 0.6603 0.029 Uiso 1 1 calc R . . C24 C 0.14679(16) 0.49763(13) 0.53430(13) 0.0456(5) Uani 1 1 d . . . H24A H 0.1012 0.5065 0.5777 0.068 Uiso 1 1 calc R . . H24B H 0.1069 0.4644 0.4954 0.068 Uiso 1 1 calc R . . H24C H 0.1589 0.5419 0.5068 0.068 Uiso 1 1 calc R . . C25 C 0.89721(12) 0.40397(8) 0.71597(8) 0.0186(3) Uani 1 1 d . . . C26 C 0.99101(13) 0.36801(8) 0.75605(9) 0.0218(3) Uani 1 1 d . . . H26 H 0.9836 0.3198 0.7693 0.026 Uiso 1 1 calc R . . C27 C 1.09488(13) 0.40115(9) 0.77698(9) 0.0245(3) Uani 1 1 d . . . H27 H 1.1573 0.3750 0.8032 0.029 Uiso 1 1 calc R . . C28 C 1.10924(13) 0.47208(9) 0.76025(9) 0.0251(3) Uani 1 1 d . . . C29 C 1.01554(14) 0.50800(8) 0.72098(10) 0.0257(3) Uani 1 1 d . . . H29 H 1.0228 0.5564 0.7091 0.031 Uiso 1 1 calc R . . C30 C 0.91169(13) 0.47516(8) 0.69866(9) 0.0228(3) Uani 1 1 d . . . H30 H 0.8499 0.5013 0.6714 0.027 Uiso 1 1 calc R . . C31 C 1.22237(15) 0.50789(10) 0.78188(11) 0.0332(4) Uani 1 1 d . . . H31A H 1.2692 0.4994 0.7391 0.050 Uiso 1 1 calc R . . H31B H 1.2606 0.4890 0.8332 0.050 Uiso 1 1 calc R . . H31C H 1.2107 0.5585 0.7874 0.050 Uiso 1 1 calc R . . C32 C 0.70208(14) 0.15671(8) 0.75514(9) 0.0222(3) Uani 1 1 d . . . C33 C 0.61427(15) 0.19427(9) 0.78214(10) 0.0276(3) Uani 1 1 d . . . H33 H 0.5550 0.2131 0.7443 0.033 Uiso 1 1 calc R . . C34 C 0.61360(17) 0.20408(9) 0.86465(11) 0.0338(4) Uani 1 1 d . . . H34 H 0.5539 0.2298 0.8832 0.041 Uiso 1 1 calc R . . C35 C 0.70019(19) 0.17631(9) 0.91983(10) 0.0366(4) Uani 1 1 d . . . H35 H 0.6993 0.1827 0.9762 0.044 Uiso 1 1 calc R . . C36 C 0.78749(18) 0.13946(9) 0.89338(10) 0.0356(4) Uani 1 1 d . . . H36 H 0.8470 0.1211 0.9315 0.043 Uiso 1 1 calc R . . C37 C 0.78860(15) 0.12900(8) 0.81095(10) 0.0276(3) Uani 1 1 d . . . H37 H 0.8483 0.1030 0.7928 0.033 Uiso 1 1 calc R . . C38 C 0.69056(14) 0.22905(8) 0.46997(9) 0.0221(3) Uani 1 1 d . . . C39 C 0.79275(17) 0.26317(10) 0.46551(13) 0.0384(4) Uani 1 1 d . . . H39 H 0.8584 0.2513 0.5021 0.046 Uiso 1 1 calc R . . C40 C 0.7984(2) 0.31463(12) 0.40740(15) 0.0496(5) Uani 1 1 d . . . H40 H 0.8680 0.3379 0.4041 0.060 Uiso 1 1 calc R . . C41 C 0.7023(2) 0.33211(10) 0.35412(13) 0.0459(5) Uani 1 1 d . . . H41 H 0.7065 0.3675 0.3145 0.055 Uiso 1 1 calc R . . C42 C 0.60123(19) 0.29861(10) 0.35834(11) 0.0389(4) Uani 1 1 d . . . H42 H 0.5357 0.3109 0.3218 0.047 Uiso 1 1 calc R . . C43 C 0.59508(16) 0.24660(9) 0.41624(10) 0.0297(4) Uani 1 1 d . . . H43 H 0.5254 0.2231 0.4189 0.036 Uiso 1 1 calc R . . O1G O 0.53789(14) 0.65052(9) 0.85876(14) 0.0668(6) Uani 1 1 d D . . H1G H 0.5437 0.6110 0.8374 0.100 Uiso 1 1 calc R . . C1G C 0.4311(2) 0.65673(13) 0.88353(18) 0.0576(6) Uani 1 1 d D . . H1G1 H 0.4334 0.6362 0.9382 0.069 Uiso 1 1 calc R . . H1G2 H 0.3750 0.6300 0.8460 0.069 Uiso 1 1 calc R . . C2G C 0.3955(2) 0.73014(13) 0.88516(19) 0.0617(7) Uani 1 1 d D . . H2G1 H 0.4494 0.7563 0.9238 0.092 Uiso 1 1 calc R . . H2G2 H 0.3199 0.7327 0.9017 0.092 Uiso 1 1 calc R . . H2G3 H 0.3933 0.7506 0.8311 0.092 Uiso 1 1 calc R . . O1H O 0.5259(5) 0.5143(3) 0.8061(3) 0.0555(14) Uani 0.743(3) 1 d PD A 1 H1H H 0.5780 0.4982 0.7824 0.083 Uiso 0.743(3) 1 calc PR A 1 C1H C 0.5145(2) 0.47018(16) 0.87819(18) 0.0457(7) Uani 0.743(3) 1 d PD A 1 H1H1 H 0.4539 0.4897 0.9065 0.055 Uiso 0.743(3) 1 calc PR A 1 H1H2 H 0.5863 0.4716 0.9160 0.055 Uiso 0.743(3) 1 calc PR A 1 C2H C 0.4860(3) 0.39377(19) 0.8543(2) 0.0527(7) Uani 0.743(3) 1 d PD A 1 H2H1 H 0.4157 0.3923 0.8160 0.079 Uiso 0.743(3) 1 calc PR A 1 H2H2 H 0.4763 0.3666 0.9027 0.079 Uiso 0.743(3) 1 calc PR A 1 H2H3 H 0.5479 0.3735 0.8289 0.079 Uiso 0.743(3) 1 calc PR A 1 O1HA O 0.5309(17) 0.5038(7) 0.8128(9) 0.056(5) Uani 0.257(3) 1 d PD A 2 H1HA H 0.5453 0.5012 0.7651 0.084 Uiso 0.257(3) 1 calc PR A 2 C1HA C 0.4994(7) 0.4344(5) 0.8396(5) 0.0457(7) Uani 0.257(3) 1 d PD A 2 H1H3 H 0.5613 0.4001 0.8368 0.055 Uiso 0.257(3) 1 calc PR A 2 H1H4 H 0.4299 0.4171 0.8059 0.055 Uiso 0.257(3) 1 calc PR A 2 C2HA C 0.4790(9) 0.4454(5) 0.9277(5) 0.0527(7) Uani 0.257(3) 1 d PD A 2 H2H4 H 0.5497 0.4602 0.9605 0.079 Uiso 0.257(3) 1 calc PR A 2 H2H5 H 0.4530 0.4013 0.9492 0.079 Uiso 0.257(3) 1 calc PR A 2 H2H6 H 0.4211 0.4817 0.9295 0.079 Uiso 0.257(3) 1 calc PR A 2 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 0.0235(5) 0.0159(5) 0.0325(6) -0.0079(4) -0.0007(4) 0.0015(4) N1 0.0219(6) 0.0124(6) 0.0207(6) -0.0009(4) 0.0004(5) -0.0005(4) C1 0.0206(7) 0.0143(7) 0.0206(6) -0.0009(5) 0.0001(5) -0.0004(5) C2 0.0200(7) 0.0156(7) 0.0199(6) -0.0011(5) -0.0005(5) 0.0010(5) C3 0.0215(7) 0.0166(7) 0.0206(7) -0.0015(5) -0.0002(5) -0.0025(5) C4 0.0245(7) 0.0103(6) 0.0208(7) -0.0014(5) 0.0013(5) 0.0000(5) C5 0.0201(7) 0.0152(7) 0.0216(7) 0.0005(5) 0.0007(5) 0.0011(5) C6 0.0200(7) 0.0149(7) 0.0205(6) -0.0006(5) -0.0007(5) -0.0006(5) C7 0.0225(7) 0.0155(7) 0.0196(6) -0.0004(5) -0.0006(5) -0.0005(5) C8 0.0255(7) 0.0148(7) 0.0208(7) 0.0007(5) 0.0012(5) 0.0002(5) C9 0.0206(7) 0.0141(7) 0.0218(7) -0.0016(5) 0.0021(5) 0.0012(5) C10 0.0292(8) 0.0164(7) 0.0201(7) -0.0008(5) 0.0025(6) -0.0005(6) C11 0.0237(7) 0.0153(7) 0.0214(7) -0.0001(5) 0.0018(5) -0.0003(5) C12 0.0226(7) 0.0140(7) 0.0230(7) -0.0017(5) 0.0042(5) -0.0002(5) C13 0.0301(8) 0.0162(7) 0.0243(7) -0.0003(5) 0.0025(6) 0.0005(6) C14 0.0327(8) 0.0146(7) 0.0339(8) 0.0009(6) 0.0039(7) 0.0021(6) C15 0.0291(8) 0.0151(7) 0.0371(9) -0.0064(6) 0.0060(7) -0.0021(6) C16 0.0300(8) 0.0219(8) 0.0281(8) -0.0072(6) 0.0030(6) -0.0039(6) C17 0.0282(8) 0.0184(7) 0.0243(7) -0.0008(6) 0.0028(6) -0.0008(6) C18 0.0206(7) 0.0201(7) 0.0188(6) -0.0055(5) -0.0006(5) 0.0023(5) C19 0.0245(7) 0.0228(8) 0.0266(7) -0.0012(6) 0.0008(6) 0.0039(6) C20 0.0311(9) 0.0281(9) 0.0281(8) -0.0006(6) 0.0003(6) 0.0108(7) C21 0.0249(8) 0.0428(10) 0.0239(8) -0.0085(7) -0.0019(6) 0.0114(7) C22 0.0205(7) 0.0391(10) 0.0273(8) -0.0105(7) 0.0022(6) -0.0010(7) C23 0.0242(7) 0.0249(8) 0.0230(7) -0.0048(6) 0.0021(6) -0.0010(6) C24 0.0281(9) 0.0634(14) 0.0422(11) -0.0066(10) -0.0054(8) 0.0196(9) C25 0.0198(7) 0.0165(7) 0.0192(6) -0.0030(5) 0.0019(5) -0.0007(5) C26 0.0237(7) 0.0182(7) 0.0228(7) -0.0004(5) 0.0009(6) -0.0005(5) C27 0.0208(7) 0.0290(8) 0.0226(7) -0.0020(6) -0.0008(6) -0.0001(6) C28 0.0240(7) 0.0288(8) 0.0231(7) -0.0072(6) 0.0057(6) -0.0067(6) C29 0.0288(8) 0.0189(7) 0.0307(8) -0.0034(6) 0.0083(6) -0.0051(6) C30 0.0246(7) 0.0180(7) 0.0257(7) -0.0010(5) 0.0037(6) 0.0005(6) C31 0.0255(8) 0.0398(10) 0.0347(9) -0.0087(7) 0.0059(7) -0.0128(7) C32 0.0326(8) 0.0141(7) 0.0192(7) -0.0016(5) 0.0011(6) -0.0047(6) C33 0.0357(9) 0.0221(8) 0.0251(8) -0.0025(6) 0.0045(6) -0.0042(6) C34 0.0505(11) 0.0248(9) 0.0286(8) -0.0047(7) 0.0143(8) -0.0057(7) C35 0.0662(13) 0.0230(8) 0.0205(7) -0.0018(6) 0.0059(8) -0.0109(8) C36 0.0569(12) 0.0225(8) 0.0239(8) 0.0020(6) -0.0067(8) -0.0034(8) C37 0.0392(9) 0.0175(7) 0.0242(7) 0.0007(6) -0.0026(6) -0.0014(6) C38 0.0322(8) 0.0128(7) 0.0219(7) -0.0007(5) 0.0055(6) -0.0003(6) C39 0.0357(10) 0.0353(10) 0.0448(11) 0.0089(8) 0.0082(8) -0.0051(8) C40 0.0543(13) 0.0377(11) 0.0609(14) 0.0125(10) 0.0219(11) -0.0128(10) C41 0.0759(16) 0.0253(9) 0.0401(10) 0.0131(8) 0.0206(10) -0.0023(9) C42 0.0567(12) 0.0290(9) 0.0298(9) 0.0091(7) 0.0015(8) 0.0052(8) C43 0.0369(9) 0.0256(8) 0.0257(8) 0.0045(6) 0.0007(7) -0.0030(7) O1G 0.0418(9) 0.0466(10) 0.1180(17) -0.0215(10) 0.0318(10) -0.0050(7) C1G 0.0503(14) 0.0494(14) 0.0789(17) -0.0151(12) 0.0292(12) -0.0078(10) C2G 0.0491(14) 0.0527(15) 0.089(2) -0.0088(13) 0.0296(13) -0.0004(11) O1H 0.0392(19) 0.0447(18) 0.086(4) -0.0293(19) 0.022(2) -0.0029(14) C1H 0.0372(14) 0.0547(18) 0.0443(16) -0.0120(12) 0.0026(12) 0.0018(12) C2H 0.0623(19) 0.0519(19) 0.0442(15) 0.0026(13) 0.0088(13) 0.0027(15) O1HA 0.076(9) 0.070(8) 0.028(4) 0.020(5) 0.026(5) -0.008(6) C1HA 0.0372(14) 0.0547(18) 0.0443(16) -0.0120(12) 0.0026(12) 0.0018(12) C2HA 0.0623(19) 0.0519(19) 0.0442(15) 0.0026(13) 0.0088(13) 0.0027(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 O1 C1 1.2900(17) . ? N1 C11 1.3661(19) . ? N1 C7 1.3685(18) . ? N1 C4 1.4597(18) . ? C1 C2 1.4407(19) . ? C1 C6 1.447(2) . ? C2 C3 1.389(2) . ? C2 C18 1.486(2) . ? C3 C4 1.383(2) . ? C3 H3 0.9500 . ? C4 C5 1.384(2) . ? C5 C6 1.395(2) . ? C5 H5 0.9500 . ? C6 C25 1.4870(19) . ? C7 C8 1.383(2) . ? C7 C32 1.489(2) . ? C8 C9 1.396(2) . ? C8 H8 0.9500 . ? C9 C10 1.402(2) . ? C9 C12 1.4820(19) . ? C10 C11 1.381(2) . ? C10 H10 0.9500 . ? C11 C38 1.487(2) . ? C12 C13 1.401(2) . ? C12 C17 1.402(2) . ? C13 C14 1.388(2) . ? C13 H13 0.9500 . ? C14 C15 1.386(2) . ? C14 H14 0.9500 . ? C15 C16 1.389(2) . ? C15 H15 0.9500 . ? C16 C17 1.388(2) . ? C16 H16 0.9500 . ? C17 H17A 0.9500 . ? C18 C19 1.395(2) . ? C18 C23 1.398(2) . ? C19 C20 1.393(2) . ? C19 H19 0.9500 . ? C20 C21 1.392(3) . ? C20 H20 0.9500 . ? C21 C22 1.391(3) . ? C21 C24 1.508(2) . ? C22 C23 1.391(2) . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.398(2) . ? C25 C30 1.401(2) . ? C26 C27 1.389(2) . ? C26 H26 0.9500 . ? C27 C28 1.394(2) . ? C27 H27 0.9500 . ? C28 C29 1.392(2) . ? C28 C31 1.508(2) . ? C29 C30 1.390(2) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 C37 1.392(2) . ? C32 C33 1.394(2) . ? C33 C34 1.391(2) . ? C33 H33 0.9500 . ? C34 C35 1.387(3) . ? C34 H34 0.9500 . ? C35 C36 1.378(3) . ? C35 H35 0.9500 . ? C36 C37 1.392(2) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C38 C43 1.387(2) . ? C38 C39 1.392(2) . ? C39 C40 1.387(3) . ? C39 H39 0.9500 . ? C40 C41 1.388(3) . ? C40 H40 0.9500 . ? C41 C42 1.374(3) . ? C41 H41 0.9500 . ? C42 C43 1.393(2) . ? C42 H42 0.9500 . ? C43 H43 0.9500 . ? O1G C1G 1.398(3) . ? O1G H1G 0.8400 . ? C1G C2G 1.462(3) . ? C1G H1G1 0.9900 . ? C1G H1G2 0.9900 . ? C2G H2G1 0.9800 . ? C2G H2G2 0.9800 . ? C2G H2G3 0.9800 . ? O1H C1H 1.490(5) . ? O1H H1H 0.8400 . ? C1H C2H 1.534(4) . ? C1H H1H1 0.9900 . ? C1H H1H2 0.9900 . ? C2H H2H1 0.9800 . ? C2H H2H2 0.9800 . ? C2H H2H3 0.9800 . ? O1HA C1HA 1.461(9) . ? O1HA H1HA 0.8400 . ? C1HA C2HA 1.538(8) . ? C1HA H1H3 0.9900 . ? C1HA H1H4 0.9900 . ? C2HA H2H4 0.9800 . ? C2HA H2H5 0.9800 . ? C2HA H2H6 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 C11 N1 C7 120.60(12) . . ? C11 N1 C4 119.48(12) . . ? C7 N1 C4 119.89(12) . . ? O1 C1 C2 121.41(13) . . ? O1 C1 C6 121.48(12) . . ? C2 C1 C6 117.11(13) . . ? C3 C2 C1 120.04(13) . . ? C3 C2 C18 118.42(13) . . ? C1 C2 C18 121.50(13) . . ? C4 C3 C2 120.75(13) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C3 C4 C5 121.19(13) . . ? C3 C4 N1 118.35(12) . . ? C5 C4 N1 120.44(13) . . ? C4 C5 C6 120.10(13) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C5 C6 C1 120.14(13) . . ? C5 C6 C25 119.09(13) . . ? C1 C6 C25 120.76(12) . . ? N1 C7 C8 119.77(13) . . ? N1 C7 C32 120.66(13) . . ? C8 C7 C32 119.48(13) . . ? C7 C8 C9 121.38(13) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? C8 C9 C10 116.88(13) . . ? C8 C9 C12 121.32(13) . . ? C10 C9 C12 121.80(13) . . ? C11 C10 C9 121.26(14) . . ? C11 C10 H10 119.4 . . ? C9 C10 H10 119.4 . . ? N1 C11 C10 119.90(13) . . ? N1 C11 C38 118.94(13) . . ? C10 C11 C38 121.15(13) . . ? C13 C12 C17 118.95(13) . . ? C13 C12 C9 120.05(13) . . ? C17 C12 C9 120.99(13) . . ? C14 C13 C12 120.20(15) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C15 C14 C13 120.44(15) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C14 C15 C16 119.84(14) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? C17 C16 C15 120.27(15) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C12 120.25(14) . . ? C16 C17 H17A 119.9 . . ? C12 C17 H17A 119.9 . . ? C19 C18 C23 117.65(14) . . ? C19 C18 C2 120.90(14) . . ? C23 C18 C2 121.20(14) . . ? C20 C19 C18 120.87(16) . . ? C20 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? C21 C20 C19 121.18(16) . . ? C21 C20 H20 119.4 . . ? C19 C20 H20 119.4 . . ? C22 C21 C20 118.03(15) . . ? C22 C21 C24 120.68(18) . . ? C20 C21 C24 121.28(18) . . ? C21 C22 C23 120.90(16) . . ? C21 C22 H22 119.6 . . ? C23 C22 H22 119.6 . . ? C22 C23 C18 121.18(16) . . ? C22 C23 H23 119.4 . . ? C18 C23 H23 119.4 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 C30 117.30(13) . . ? C26 C25 C6 121.21(13) . . ? C30 C25 C6 121.41(13) . . ? C27 C26 C25 121.47(14) . . ? C27 C26 H26 119.3 . . ? C25 C26 H26 119.3 . . ? C26 C27 C28 121.30(15) . . ? C26 C27 H27 119.4 . . ? C28 C27 H27 119.4 . . ? C29 C28 C27 117.18(14) . . ? C29 C28 C31 121.44(16) . . ? C27 C28 C31 121.36(15) . . ? C30 C29 C28 122.04(15) . . ? C30 C29 H29 119.0 . . ? C28 C29 H29 119.0 . . ? C29 C30 C25 120.69(14) . . ? C29 C30 H30 119.7 . . ? C25 C30 H30 119.7 . . ? C28 C31 H31A 109.5 . . ? C28 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C28 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C37 C32 C33 119.80(15) . . ? C37 C32 C7 118.61(15) . . ? C33 C32 C7 121.18(14) . . ? C34 C33 C32 119.91(16) . . ? C34 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? C35 C34 C33 119.90(18) . . ? C35 C34 H34 120.0 . . ? C33 C34 H34 120.0 . . ? C36 C35 C34 120.39(16) . . ? C36 C35 H35 119.8 . . ? C34 C35 H35 119.8 . . ? C35 C36 C37 120.15(17) . . ? C35 C36 H36 119.9 . . ? C37 C36 H36 119.9 . . ? C36 C37 C32 119.86(17) . . ? C36 C37 H37 120.1 . . ? C32 C37 H37 120.1 . . ? C43 C38 C39 119.84(15) . . ? C43 C38 C11 120.44(14) . . ? C39 C38 C11 119.68(15) . . ? C40 C39 C38 119.74(19) . . ? C40 C39 H39 120.1 . . ? C38 C39 H39 120.1 . . ? C39 C40 C41 120.05(19) . . ? C39 C40 H40 120.0 . . ? C41 C40 H40 120.0 . . ? C42 C41 C40 120.41(17) . . ? C42 C41 H41 119.8 . . ? C40 C41 H41 119.8 . . ? C41 C42 C43 119.87(18) . . ? C41 C42 H42 120.1 . . ? C43 C42 H42 120.1 . . ? C38 C43 C42 120.09(17) . . ? C38 C43 H43 120.0 . . ? C42 C43 H43 120.0 . . ? C1G O1G H1G 109.5 . . ? O1G C1G C2G 111.4(2) . . ? O1G C1G H1G1 109.3 . . ? C2G C1G H1G1 109.3 . . ? O1G C1G H1G2 109.3 . . ? C2G C1G H1G2 109.3 . . ? H1G1 C1G H1G2 108.0 . . ? C1G C2G H2G1 109.5 . . ? C1G C2G H2G2 109.5 . . ? H2G1 C2G H2G2 109.5 . . ? C1G C2G H2G3 109.5 . . ? H2G1 C2G H2G3 109.5 . . ? H2G2 C2G H2G3 109.5 . . ? C1H O1H H1H 109.5 . . ? O1H C1H C2H 111.5(3) . . ? O1H C1H H1H1 109.3 . . ? C2H C1H H1H1 109.3 . . ? O1H C1H H1H2 109.3 . . ? C2H C1H H1H2 109.3 . . ? H1H1 C1H H1H2 108.0 . . ? C1HA O1HA H1HA 109.5 . . ? O1HA C1HA C2HA 104.6(8) . . ? O1HA C1HA H1H3 110.8 . . ? C2HA C1HA H1H3 110.8 . . ? O1HA C1HA H1H4 110.8 . . ? C2HA C1HA H1H4 110.8 . . ? H1H3 C1HA H1H4 108.9 . . ? C1HA C2HA H2H4 109.5 . . ? C1HA C2HA H2H5 109.5 . . ? H2H4 C2HA H2H5 109.5 . . ? C1HA C2HA H2H6 109.5 . . ? H2H4 C2HA H2H6 109.5 . . ? H2H5 C2HA H2H6 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 -172.34(14) . . . . ? C6 C1 C2 C3 7.0(2) . . . . ? O1 C1 C2 C18 10.1(2) . . . . ? C6 C1 C2 C18 -170.57(13) . . . . ? C1 C2 C3 C4 -0.3(2) . . . . ? C18 C2 C3 C4 177.38(14) . . . . ? C2 C3 C4 C5 -4.7(2) . . . . ? C2 C3 C4 N1 177.14(13) . . . . ? C11 N1 C4 C3 74.59(18) . . . . ? C7 N1 C4 C3 -103.41(16) . . . . ? C11 N1 C4 C5 -103.56(16) . . . . ? C7 N1 C4 C5 78.44(18) . . . . ? C3 C4 C5 C6 2.5(2) . . . . ? N1 C4 C5 C6 -179.40(13) . . . . ? C4 C5 C6 C1 4.6(2) . . . . ? C4 C5 C6 C25 -174.12(13) . . . . ? O1 C1 C6 C5 170.18(14) . . . . ? C2 C1 C6 C5 -9.2(2) . . . . ? O1 C1 C6 C25 -11.1(2) . . . . ? C2 C1 C6 C25 169.54(13) . . . . ? C11 N1 C7 C8 -0.9(2) . . . . ? C4 N1 C7 C8 177.11(13) . . . . ? C11 N1 C7 C32 -177.62(14) . . . . ? C4 N1 C7 C32 0.4(2) . . . . ? N1 C7 C8 C9 -3.4(2) . . . . ? C32 C7 C8 C9 173.40(14) . . . . ? C7 C8 C9 C10 4.4(2) . . . . ? C7 C8 C9 C12 -175.26(14) . . . . ? C8 C9 C10 C11 -1.3(2) . . . . ? C12 C9 C10 C11 178.35(14) . . . . ? C7 N1 C11 C10 3.9(2) . . . . ? C4 N1 C11 C10 -174.06(13) . . . . ? C7 N1 C11 C38 -174.49(13) . . . . ? C4 N1 C11 C38 7.5(2) . . . . ? C9 C10 C11 N1 -2.8(2) . . . . ? C9 C10 C11 C38 175.56(14) . . . . ? C8 C9 C12 C13 -19.0(2) . . . . ? C10 C9 C12 C13 161.40(15) . . . . ? C8 C9 C12 C17 160.19(15) . . . . ? C10 C9 C12 C17 -19.4(2) . . . . ? C17 C12 C13 C14 1.7(2) . . . . ? C9 C12 C13 C14 -179.07(15) . . . . ? C12 C13 C14 C15 0.1(3) . . . . ? C13 C14 C15 C16 -1.7(3) . . . . ? C14 C15 C16 C17 1.5(3) . . . . ? C15 C16 C17 C12 0.3(2) . . . . ? C13 C12 C17 C16 -1.9(2) . . . . ? C9 C12 C17 C16 178.91(14) . . . . ? C3 C2 C18 C19 -132.59(15) . . . . ? C1 C2 C18 C19 45.0(2) . . . . ? C3 C2 C18 C23 41.6(2) . . . . ? C1 C2 C18 C23 -140.81(15) . . . . ? C23 C18 C19 C20 -4.4(2) . . . . ? C2 C18 C19 C20 170.02(14) . . . . ? C18 C19 C20 C21 2.0(2) . . . . ? C19 C20 C21 C22 2.1(2) . . . . ? C19 C20 C21 C24 -176.61(16) . . . . ? C20 C21 C22 C23 -3.6(2) . . . . ? C24 C21 C22 C23 175.04(16) . . . . ? C21 C22 C23 C18 1.2(2) . . . . ? C19 C18 C23 C22 2.8(2) . . . . ? C2 C18 C23 C22 -171.57(14) . . . . ? C5 C6 C25 C26 -31.7(2) . . . . ? C1 C6 C25 C26 149.59(14) . . . . ? C5 C6 C25 C30 145.00(15) . . . . ? C1 C6 C25 C30 -33.7(2) . . . . ? C30 C25 C26 C27 -0.8(2) . . . . ? C6 C25 C26 C27 175.99(14) . . . . ? C25 C26 C27 C28 1.3(2) . . . . ? C26 C27 C28 C29 -0.7(2) . . . . ? C26 C27 C28 C31 -179.14(15) . . . . ? C27 C28 C29 C30 -0.3(2) . . . . ? C31 C28 C29 C30 178.15(15) . . . . ? C28 C29 C30 C25 0.7(2) . . . . ? C26 C25 C30 C29 -0.1(2) . . . . ? C6 C25 C30 C29 -176.96(14) . . . . ? N1 C7 C32 C37 -127.03(16) . . . . ? C8 C7 C32 C37 56.2(2) . . . . ? N1 C7 C32 C33 60.4(2) . . . . ? C8 C7 C32 C33 -116.38(17) . . . . ? C37 C32 C33 C34 0.2(2) . . . . ? C7 C32 C33 C34 172.70(15) . . . . ? C32 C33 C34 C35 -0.1(3) . . . . ? C33 C34 C35 C36 0.5(3) . . . . ? C34 C35 C36 C37 -0.9(3) . . . . ? C35 C36 C37 C32 0.9(3) . . . . ? C33 C32 C37 C36 -0.6(2) . . . . ? C7 C32 C37 C36 -173.26(15) . . . . ? N1 C11 C38 C43 -110.45(17) . . . . ? C10 C11 C38 C43 71.2(2) . . . . ? N1 C11 C38 C39 71.9(2) . . . . ? C10 C11 C38 C39 -106.50(19) . . . . ? C43 C38 C39 C40 0.1(3) . . . . ? C11 C38 C39 C40 177.78(18) . . . . ? C38 C39 C40 C41 0.2(3) . . . . ? C39 C40 C41 C42 -0.1(3) . . . . ? C40 C41 C42 C43 -0.2(3) . . . . ? C39 C38 C43 C42 -0.5(3) . . . . ? C11 C38 C43 C42 -178.12(16) . . . . ? C41 C42 C43 C38 0.5(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 O1H H1H O1 0.84 1.82 2.653(6) 170.7 1 O1HA H1HA O1 0.84 1.97 2.623(8) 133.8 1 C13 H13 O1 0.95 2.43 3.3816(19) 176.3 2_646 C8 H8 O1 0.95 2.40 3.2490(18) 148.5 2_646 O1G H1G O1H 0.84 1.92 2.736(5) 164.6 1 O1G H1G O1HA 0.84 2.08 2.894(5) 162.6 1 C5 H5 O1G 0.95 2.69 3.511(2) 144.8 2_646 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 29.10 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.373 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.054 # Attachment '5_MeOH_new.cif.txt' data_kurj14new _database_code_depnum_ccdc_archive 'CCDC 746921' #TrackingRef '5_MeOH_new.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C49 H33 N O, 3(C H4 O)' _chemical_formula_sum 'C52 H45 N O4' _chemical_formula_weight 747.89 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.2600(5) _cell_length_b 17.3132(6) _cell_length_c 18.2974(6) _cell_angle_alpha 90.00 _cell_angle_beta 104.518(2) _cell_angle_gamma 90.00 _cell_volume 4066.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 9935 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 28.86 _exptl_crystal_description block _exptl_crystal_colour violet _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.48 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.222 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1584 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type 'multi scan' _exptl_absorpt_correction_T_min 0.9343 _exptl_absorpt_correction_T_max 0.9842 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1% _diffrn_reflns_number 34681 _diffrn_reflns_av_R_equivalents 0.0519 _diffrn_reflns_av_sigmaI/netI 0.0543 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 26.40 _reflns_number_total 8347 _reflns_number_gt 5324 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Kappa APEX2 (Bruker-AXS, 2004)' _computing_cell_refinement 'SAINT-NT (Bruker, 2004)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia)' _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0999P)^2^+6.8573P] 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 8347 _refine_ls_number_parameters 521 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1210 _refine_ls_R_factor_gt 0.0717 _refine_ls_wR_factor_ref 0.2407 _refine_ls_wR_factor_gt 0.1867 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 O1 O 0.80286(18) 0.34070(13) 0.83540(12) 0.0346(5) Uani 1 1 d . . . N1 N 0.59150(18) 0.18284(14) 0.57635(13) 0.0238(5) Uani 1 1 d . . . C1 C 0.7506(2) 0.30502(18) 0.77471(17) 0.0278(7) Uani 1 1 d . . . C2 C 0.7458(2) 0.33418(17) 0.70074(17) 0.0254(6) Uani 1 1 d . . . C3 C 0.6938(2) 0.29359(17) 0.63679(17) 0.0255(6) Uani 1 1 d . . . H3 H 0.6939 0.3124 0.5880 0.031 Uiso 1 1 calc R . . C4 C 0.6415(2) 0.22562(17) 0.64409(16) 0.0238(6) Uani 1 1 d . . . C5 C 0.6426(2) 0.19674(17) 0.71483(17) 0.0256(6) Uani 1 1 d . . . H5 H 0.6047 0.1511 0.7190 0.031 Uiso 1 1 calc R . . C6 C 0.6983(2) 0.23378(17) 0.77978(17) 0.0263(7) Uani 1 1 d . . . C7 C 0.6517(2) 0.15159(17) 0.53232(16) 0.0235(6) Uani 1 1 d . . . C8 C 0.6045(2) 0.11733(18) 0.46420(16) 0.0261(7) Uani 1 1 d . . . H8 H 0.6466 0.0980 0.4332 0.031 Uiso 1 1 calc R . . C9 C 0.4959(2) 0.11032(17) 0.43959(18) 0.0277(7) Uani 1 1 d . . . C10 C 0.4390(2) 0.13829(18) 0.48873(19) 0.0318(7) Uani 1 1 d . . . H10 H 0.3655 0.1318 0.4755 0.038 Uiso 1 1 calc R . . C11 C 0.4853(2) 0.17491(17) 0.55554(18) 0.0277(7) Uani 1 1 d . . . C12 C 0.4445(2) 0.07272(17) 0.36724(18) 0.0282(7) Uani 1 1 d . . . C13 C 0.5013(3) 0.0365(2) 0.3234(2) 0.0442(10) Uani 1 1 d . . . H13 H 0.5752 0.0366 0.3390 0.053 Uiso 1 1 calc R . . C14 C 0.4512(3) 0.0001(2) 0.2567(2) 0.0493(10) Uani 1 1 d . . . H14 H 0.4913 -0.0259 0.2280 0.059 Uiso 1 1 calc R . . C15 C 0.3444(3) 0.00084(19) 0.2314(2) 0.0394(9) Uani 1 1 d . . . H15 H 0.3109 -0.0231 0.1849 0.047 Uiso 1 1 calc R . . C16 C 0.2875(3) 0.0365(2) 0.27414(19) 0.0409(9) Uani 1 1 d . . . H16 H 0.2136 0.0365 0.2577 0.049 Uiso 1 1 calc R . . C17 C 0.3358(3) 0.0727(2) 0.34113(19) 0.0414(9) Uani 1 1 d . . . H17 H 0.2947 0.0979 0.3697 0.050 Uiso 1 1 calc R . . C18 C 0.7097(2) 0.19231(17) 0.85342(17) 0.0271(7) Uani 1 1 d . . . C19 C 0.8060(3) 0.16671(18) 0.89131(17) 0.0299(7) Uani 1 1 d . . . H19 H 0.8653 0.1823 0.8747 0.036 Uiso 1 1 calc R . . C20 C 0.8196(3) 0.1172(2) 0.95500(18) 0.0358(8) Uani 1 1 d . . . H20 H 0.8874 0.1006 0.9809 0.043 Uiso 1 1 calc R . . C21 C 0.7350(3) 0.09346(19) 0.97887(18) 0.0348(8) Uani 1 1 d . . . H21 H 0.7435 0.0579 1.0195 0.042 Uiso 1 1 calc R . . C22 C 0.6345(3) 0.12182(19) 0.94302(18) 0.0335(7) Uani 1 1 d . . . C23 C 0.5462(3) 0.1011(2) 0.9700(2) 0.0491(10) Uani 1 1 d . . . H23 H 0.5545 0.0662 1.0111 0.059 Uiso 1 1 calc R . . C24 C 0.4509(3) 0.1306(3) 0.9378(2) 0.0583(12) Uani 1 1 d . . . H24 H 0.3925 0.1157 0.9558 0.070 Uiso 1 1 calc R . . C25 C 0.4384(3) 0.1833(3) 0.8776(2) 0.0474(10) Uani 1 1 d . . . H25 H 0.3718 0.2056 0.8570 0.057 Uiso 1 1 calc R . . C26 C 0.5201(3) 0.2033(2) 0.84804(19) 0.0350(8) Uani 1 1 d . . . H26 H 0.5094 0.2373 0.8060 0.042 Uiso 1 1 calc R . . C27 C 0.6219(2) 0.17263(18) 0.88099(17) 0.0288(7) Uani 1 1 d . . . C28 C 0.7971(2) 0.40871(18) 0.68985(16) 0.0283(7) Uani 1 1 d . . . C29 C 0.7516(3) 0.47787(19) 0.69954(18) 0.0342(8) Uani 1 1 d . . . H29 H 0.6895 0.4782 0.7165 0.041 Uiso 1 1 calc R . . C30 C 0.7961(4) 0.5491(2) 0.6845(2) 0.0511(11) Uani 1 1 d . . . H30 H 0.7635 0.5964 0.6915 0.061 Uiso 1 1 calc R . . C31 C 0.8855(3) 0.5497(2) 0.6601(2) 0.0486(10) Uani 1 1 d . . . H31 H 0.9142 0.5976 0.6499 0.058 Uiso 1 1 calc R . . C32 C 0.9351(3) 0.4808(2) 0.65000(18) 0.0410(9) Uani 1 1 d . . . C33 C 1.0282(3) 0.4791(3) 0.6245(2) 0.0552(12) Uani 1 1 d . . . H33 H 1.0576 0.5266 0.6140 0.066 Uiso 1 1 calc R . . C34 C 1.0758(3) 0.4128(3) 0.6149(2) 0.0611(13) Uani 1 1 d . . . H34 H 1.1378 0.4136 0.5978 0.073 Uiso 1 1 calc R . . C35 C 1.0338(3) 0.3432(3) 0.6300(2) 0.0546(11) Uani 1 1 d . . . H35 H 1.0675 0.2964 0.6231 0.066 Uiso 1 1 calc R . . C36 C 0.9439(3) 0.3407(2) 0.65478(19) 0.0372(8) Uani 1 1 d . . . H36 H 0.9172 0.2921 0.6652 0.045 Uiso 1 1 calc R . . C37 C 0.8912(2) 0.4087(2) 0.66496(17) 0.0323(8) Uani 1 1 d . . . C38 C 0.4211(2) 0.20416(19) 0.6054(2) 0.0337(8) Uani 1 1 d . . . C39 C 0.4215(3) 0.2810(2) 0.6279(2) 0.0484(10) Uani 1 1 d . . . H39 H 0.4665 0.3172 0.6132 0.058 Uiso 1 1 calc R . . C40 C 0.3562(3) 0.3044(3) 0.6717(3) 0.0644(14) Uani 1 1 d . . . H40 H 0.3566 0.3569 0.6870 0.077 Uiso 1 1 calc R . . C41 C 0.2905(3) 0.2524(3) 0.6936(3) 0.0639(14) Uani 1 1 d . . . H41 H 0.2456 0.2693 0.7236 0.077 Uiso 1 1 calc R . . C42 C 0.2898(3) 0.1762(3) 0.6721(2) 0.0514(11) Uani 1 1 d . . . H42 H 0.2452 0.1402 0.6876 0.062 Uiso 1 1 calc R . . C43 C 0.3547(2) 0.1522(2) 0.6276(2) 0.0377(8) Uani 1 1 d . . . H43 H 0.3536 0.0997 0.6123 0.045 Uiso 1 1 calc R . . C44 C 0.7669(2) 0.15112(17) 0.56115(16) 0.0243(6) Uani 1 1 d . . . C45 C 0.8140(2) 0.12102(19) 0.63216(17) 0.0302(7) Uani 1 1 d . . . H45 H 0.7724 0.1044 0.6645 0.036 Uiso 1 1 calc R . . C46 C 0.9214(3) 0.1153(2) 0.6555(2) 0.0420(9) Uani 1 1 d . . . H46 H 0.9535 0.0951 0.7040 0.050 Uiso 1 1 calc R . . C47 C 0.9814(3) 0.1388(3) 0.6085(2) 0.0505(11) Uani 1 1 d . . . H47 H 1.0551 0.1350 0.6247 0.061 Uiso 1 1 calc R . . C48 C 0.9355(3) 0.1680(2) 0.5379(2) 0.0458(10) Uani 1 1 d . . . H48 H 0.9777 0.1839 0.5057 0.055 Uiso 1 1 calc R . . C49 C 0.8275(2) 0.17432(19) 0.51353(18) 0.0315(7) Uani 1 1 d . . . H49 H 0.7959 0.1943 0.4648 0.038 Uiso 1 1 calc R . . O1F O 0.76321(19) 0.48507(16) 0.88185(13) 0.0427(6) Uani 1 1 d . . . H1F H 0.7810 0.4413 0.8697 0.064 Uiso 1 1 calc R . . C1F C 0.8332(3) 0.5093(2) 0.9489(2) 0.0480(10) Uani 1 1 d . . . H1F1 H 0.9036 0.4919 0.9491 0.072 Uiso 1 1 calc R . . H1F2 H 0.8126 0.4871 0.9922 0.072 Uiso 1 1 calc R . . H1F3 H 0.8322 0.5658 0.9520 0.072 Uiso 1 1 calc R . . O1G O 1.0060(2) 0.34374(17) 0.86278(18) 0.0559(7) Uani 1 1 d . . . H1G H 0.9409 0.3401 0.8539 0.084 Uiso 1 1 calc R . . C1G C 1.0332(3) 0.4201(3) 0.8520(2) 0.0543(11) Uani 1 1 d . . . H1G1 H 0.9701 0.4518 0.8384 0.081 Uiso 1 1 calc R . . H1G2 H 1.0692 0.4221 0.8114 0.081 Uiso 1 1 calc R . . H1G3 H 1.0794 0.4398 0.8988 0.081 Uiso 1 1 calc R . . O1H O 1.1818(4) 0.2551(4) 0.8938(4) 0.160(3) Uani 1 1 d D . . H1H H 1.1202 0.2589 0.8674 0.240 Uiso 1 1 calc R . . C1H C 1.1813(4) 0.2263(3) 0.9660(3) 0.0788(16) Uani 1 1 d D . . H1H1 H 1.2437 0.1948 0.9854 0.118 Uiso 1 1 calc R . . H1H2 H 1.1190 0.1946 0.9623 0.118 Uiso 1 1 calc R . . H1H3 H 1.1809 0.2696 1.0005 0.118 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0444(14) 0.0292(12) 0.0261(11) -0.0011(9) 0.0009(10) -0.0102(10) N1 0.0204(12) 0.0223(12) 0.0254(13) 0.0001(10) -0.0002(10) -0.0048(10) C1 0.0283(16) 0.0261(16) 0.0265(15) -0.0015(13) 0.0022(12) -0.0048(13) C2 0.0245(15) 0.0230(15) 0.0278(15) -0.0004(12) 0.0050(12) -0.0049(12) C3 0.0232(15) 0.0265(15) 0.0248(15) 0.0027(12) 0.0023(12) -0.0046(12) C4 0.0189(14) 0.0235(15) 0.0268(15) -0.0028(12) 0.0014(12) -0.0041(11) C5 0.0225(15) 0.0232(15) 0.0304(16) 0.0009(13) 0.0054(12) -0.0042(12) C6 0.0256(15) 0.0244(15) 0.0290(16) -0.0002(13) 0.0068(12) -0.0020(12) C7 0.0213(14) 0.0232(15) 0.0239(14) 0.0051(12) 0.0017(12) -0.0038(12) C8 0.0253(15) 0.0291(16) 0.0217(14) 0.0002(12) 0.0016(12) -0.0047(12) C9 0.0258(16) 0.0214(15) 0.0309(16) 0.0013(13) -0.0026(13) -0.0038(12) C10 0.0199(15) 0.0266(16) 0.0433(19) -0.0044(14) -0.0024(14) -0.0042(12) C11 0.0217(15) 0.0219(15) 0.0366(17) -0.0016(13) 0.0019(13) -0.0036(12) C12 0.0260(16) 0.0218(15) 0.0313(16) 0.0016(13) -0.0033(13) -0.0051(12) C13 0.0269(17) 0.042(2) 0.053(2) -0.0203(18) -0.0104(16) 0.0069(15) C14 0.043(2) 0.045(2) 0.050(2) -0.0203(18) -0.0076(18) 0.0106(17) C15 0.041(2) 0.0243(17) 0.0391(19) -0.0019(14) -0.0160(16) -0.0051(14) C16 0.0295(18) 0.055(2) 0.0316(18) 0.0074(16) -0.0046(15) -0.0174(16) C17 0.0299(18) 0.063(2) 0.0281(17) 0.0025(16) 0.0018(14) -0.0155(17) C18 0.0320(16) 0.0202(14) 0.0265(15) -0.0041(12) 0.0023(13) 0.0007(12) C19 0.0328(17) 0.0290(17) 0.0283(16) -0.0012(13) 0.0081(13) 0.0016(13) C20 0.0382(19) 0.0380(19) 0.0273(16) -0.0028(14) 0.0010(14) 0.0115(15) C21 0.052(2) 0.0259(16) 0.0245(16) -0.0003(13) 0.0060(15) -0.0026(15) C22 0.0433(19) 0.0298(17) 0.0271(16) -0.0068(14) 0.0086(14) -0.0075(14) C23 0.055(2) 0.059(3) 0.0334(19) -0.0031(18) 0.0114(18) -0.023(2) C24 0.043(2) 0.091(3) 0.043(2) -0.004(2) 0.0151(19) -0.021(2) C25 0.0314(19) 0.069(3) 0.044(2) -0.0064(19) 0.0128(16) -0.0036(18) C26 0.0309(17) 0.042(2) 0.0312(17) -0.0094(15) 0.0057(14) -0.0051(15) C27 0.0352(17) 0.0227(15) 0.0284(16) -0.0070(13) 0.0077(13) -0.0036(13) C28 0.0323(17) 0.0289(16) 0.0192(14) 0.0009(12) -0.0022(12) -0.0061(13) C29 0.0413(19) 0.0263(16) 0.0299(17) -0.0009(13) -0.0004(14) -0.0031(14) C30 0.081(3) 0.0241(18) 0.0348(19) -0.0004(15) -0.011(2) -0.0014(18) C31 0.061(3) 0.043(2) 0.0324(19) 0.0066(16) -0.0059(18) -0.0275(19) C32 0.044(2) 0.045(2) 0.0248(16) 0.0083(15) -0.0083(15) -0.0250(17) C33 0.048(2) 0.076(3) 0.036(2) 0.005(2) -0.0004(18) -0.043(2) C34 0.035(2) 0.097(4) 0.052(3) -0.012(3) 0.0107(19) -0.030(2) C35 0.031(2) 0.080(3) 0.051(2) -0.007(2) 0.0071(17) -0.012(2) C36 0.0285(17) 0.047(2) 0.0339(18) -0.0033(16) 0.0033(14) -0.0098(15) C37 0.0291(16) 0.0407(19) 0.0211(15) 0.0025(14) -0.0047(13) -0.0173(14) C38 0.0211(15) 0.0312(17) 0.0434(19) -0.0086(15) -0.0019(14) 0.0028(13) C39 0.0315(19) 0.0342(19) 0.070(3) -0.0168(19) -0.0047(18) 0.0044(15) C40 0.040(2) 0.060(3) 0.081(3) -0.038(2) -0.007(2) 0.018(2) C41 0.0240(19) 0.100(4) 0.061(3) -0.037(3) -0.0007(18) 0.018(2) C42 0.0223(18) 0.083(3) 0.046(2) -0.014(2) 0.0030(16) 0.0021(18) C43 0.0218(16) 0.046(2) 0.0426(19) -0.0094(16) 0.0024(14) -0.0008(14) C44 0.0214(15) 0.0267(15) 0.0225(14) -0.0026(12) 0.0010(12) -0.0060(12) C45 0.0314(17) 0.0322(17) 0.0254(16) -0.0015(13) 0.0041(13) 0.0014(13) C46 0.0326(19) 0.050(2) 0.0343(19) -0.0097(16) -0.0078(15) 0.0111(16) C47 0.0202(17) 0.068(3) 0.058(2) -0.025(2) -0.0002(17) 0.0020(17) C48 0.0277(18) 0.065(3) 0.048(2) -0.0200(19) 0.0167(16) -0.0160(17) C49 0.0302(17) 0.0356(18) 0.0283(16) -0.0061(14) 0.0066(13) -0.0108(14) O1F 0.0382(14) 0.0516(16) 0.0336(13) -0.0042(11) 0.0004(11) 0.0119(12) C1F 0.043(2) 0.040(2) 0.054(2) 0.0021(18) -0.0009(18) -0.0043(17) O1G 0.0471(16) 0.0541(18) 0.0642(19) 0.0057(14) 0.0096(15) 0.0028(13) C1G 0.047(2) 0.058(3) 0.052(2) -0.006(2) 0.0019(19) -0.010(2) O1H 0.081(3) 0.147(5) 0.274(8) 0.118(5) 0.086(4) 0.048(3) C1H 0.052(3) 0.064(3) 0.102(4) -0.003(3) -0.016(3) 0.011(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.307(4) . ? N1 C11 1.370(4) . ? N1 C7 1.379(4) . ? N1 C4 1.453(4) . ? C1 C6 1.429(4) . ? C1 C2 1.431(4) . ? C2 C3 1.391(4) . ? C2 C28 1.495(4) . ? C3 C4 1.389(4) . ? C5 H5 0.9500 . ? C4 C5 1.384(4) . ? C5 C6 1.389(4) . ? C5 H5 0.9500 . ? C6 C18 1.501(4) . ? C7 C8 1.381(4) . ? C7 C44 1.486(4) . ? C8 C9 1.402(4) . ? C8 H8 0.9500 . ? C9 C10 1.398(5) . ? C9 C12 1.479(4) . ? C10 C11 1.377(4) . ? C10 H10 0.9500 . ? C11 C38 1.484(5) . ? C12 C13 1.381(5) . ? C12 C17 1.401(5) . ? C13 C14 1.386(5) . ? C13 H13 0.9500 . ? C14 C15 1.375(5) . ? C14 H14 0.9500 . ? C15 C16 1.364(5) . ? C15 H15 0.9500 . ? C16 C17 1.383(5) . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 C19 1.366(4) . ? C18 C27 1.421(5) . ? C19 C20 1.422(5) . ? C19 H19 0.9500 . ? C20 C21 1.365(5) . ? C20 H20 0.9500 . ? C21 C22 1.417(5) . ? C21 H21 0.9500 . ? C22 C27 1.413(5) . ? C22 C23 1.425(5) . ? C23 C24 1.354(6) . ? C23 H23 0.9500 . ? C24 C25 1.409(6) . ? C24 H24 0.9500 . ? C25 C26 1.372(5) . ? C25 H25 0.9500 . ? C26 C27 1.436(5) . ? C26 H26 0.9500 . ? C28 C29 1.372(5) . ? C28 C37 1.431(5) . ? C29 C30 1.422(5) . ? C29 H29 0.9500 . ? C30 C31 1.368(6) . ? C30 H30 0.9500 . ? C31 C32 1.397(6) . ? C31 H31 0.9500 . ? C32 C33 1.425(6) . ? C32 C37 1.434(5) . ? C33 C34 1.343(7) . ? C33 H33 0.9500 . ? C34 C35 1.384(7) . ? C34 H34 0.9500 . ? C35 C36 1.377(5) . ? C35 H35 0.9500 . ? C36 C37 1.406(5) . ? C36 H36 0.9500 . ? C38 C43 1.390(5) . ? C38 C39 1.393(5) . ? C39 C40 1.380(6) . ? C39 H39 0.9500 . ? C40 C41 1.381(7) . ? C40 H40 0.9500 . ? C41 C42 1.377(6) . ? C41 H41 0.9500 . ? C42 C43 1.387(5) . ? C42 H42 0.9500 . ? C43 H43 0.9500 . ? C44 C49 1.385(4) . ? C44 C45 1.394(4) . ? C45 C46 1.384(5) . ? C45 H45 0.9500 . ? C46 C47 1.371(6) . ? C46 H46 0.9500 . ? C47 C48 1.378(6) . ? C47 H47 0.9500 . ? C48 C49 1.393(5) . ? C48 H48 0.9500 . ? C49 H49 0.9500 . ? O1F C1F 1.403(4) . ? O1F H1F 0.8400 . ? C1F H1F1 0.9800 . ? C1F H1F2 0.9800 . ? C1F H1F3 0.9800 . ? O1G C1G 1.396(5) . ? O1G H1G 0.8400 . ? C1G H1G1 0.9800 . ? C1G H1G2 0.9800 . ? C1G H1G3 0.9800 . ? O1H C1H 1.414(6) . ? O1H H1H 0.8400 . ? C1H H1H1 0.9800 . ? C1H H1H2 0.9800 . ? C1H H1H3 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 C11 N1 C7 120.2(2) . . ? C11 N1 C4 120.4(2) . . ? C7 N1 C4 119.4(2) . . ? O1 C1 C6 121.0(3) . . ? O1 C1 C2 121.7(3) . . ? C6 C1 C2 117.3(3) . . ? C3 C2 C1 120.8(3) . . ? C3 C2 C28 118.1(3) . . ? C1 C2 C28 121.1(3) . . ? C4 C3 C2 120.1(3) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C5 C4 C3 120.5(3) . . ? C5 C4 N1 120.6(3) . . ? C3 C4 N1 118.8(3) . . ? C4 C5 C6 120.8(3) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C1 120.4(3) . . ? C5 C6 C18 117.3(3) . . ? C1 C6 C18 122.0(3) . . ? N1 C7 C8 119.9(3) . . ? N1 C7 C44 119.3(2) . . ? C8 C7 C44 120.7(3) . . ? C7 C8 C9 121.6(3) . . ? C7 C8 H8 119.2 . . ? C9 C8 H8 119.2 . . ? C10 C9 C8 116.1(3) . . ? C10 C9 C12 121.7(3) . . ? C8 C9 C12 122.1(3) . . ? C11 C10 C9 122.5(3) . . ? C11 C10 H10 118.7 . . ? C9 C10 H10 118.7 . . ? N1 C11 C10 119.4(3) . . ? N1 C11 C38 120.2(3) . . ? C10 C11 C38 120.4(3) . . ? C13 C12 C17 117.8(3) . . ? C13 C12 C9 121.6(3) . . ? C17 C12 C9 120.6(3) . . ? C12 C13 C14 120.4(3) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C15 C14 C13 121.3(4) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C16 C15 C14 118.8(3) . . ? C16 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? C15 C16 C17 120.9(3) . . ? C15 C16 H16 119.5 . . ? C17 C16 H16 119.5 . . ? C16 C17 C12 120.7(4) . . ? C16 C17 H17 119.6 . . ? C12 C17 H17 119.6 . . ? C19 C18 C27 119.2(3) . . ? C19 C18 C6 118.8(3) . . ? C27 C18 C6 121.8(3) . . ? C18 C19 C20 121.4(3) . . ? C18 C19 H19 119.3 . . ? C20 C19 H19 119.3 . . ? C21 C20 C19 119.9(3) . . ? C21 C20 H20 120.0 . . ? C19 C20 H20 120.0 . . ? C20 C21 C22 120.0(3) . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? C27 C22 C21 119.7(3) . . ? C27 C22 C23 119.6(3) . . ? C21 C22 C23 120.7(3) . . ? C24 C23 C22 120.9(4) . . ? C24 C23 H23 119.6 . . ? C22 C23 H23 119.6 . . ? C23 C24 C25 119.9(4) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C26 C25 C24 121.5(4) . . ? C26 C25 H25 119.3 . . ? C24 C25 H25 119.3 . . ? C25 C26 C27 119.6(3) . . ? C25 C26 H26 120.2 . . ? C27 C26 H26 120.2 . . ? C22 C27 C18 119.5(3) . . ? C22 C27 C26 118.5(3) . . ? C18 C27 C26 122.0(3) . . ? C29 C28 C37 119.2(3) . . ? C29 C28 C2 120.4(3) . . ? C37 C28 C2 120.2(3) . . ? C28 C29 C30 120.9(4) . . ? C28 C29 H29 119.5 . . ? C30 C29 H29 119.5 . . ? C31 C30 C29 120.3(4) . . ? C31 C30 H30 119.8 . . ? C29 C30 H30 119.8 . . ? C30 C31 C32 120.8(3) . . ? C30 C31 H31 119.6 . . ? C32 C31 H31 119.6 . . ? C31 C32 C33 122.4(4) . . ? C31 C32 C37 119.4(4) . . ? C33 C32 C37 118.1(4) . . ? C34 C33 C32 122.3(4) . . ? C34 C33 H33 118.8 . . ? C32 C33 H33 118.8 . . ? C33 C34 C35 119.5(4) . . ? C33 C34 H34 120.3 . . ? C35 C34 H34 120.3 . . ? C36 C35 C34 121.2(5) . . ? C36 C35 H35 119.4 . . ? C34 C35 H35 119.4 . . ? C35 C36 C37 121.1(4) . . ? C35 C36 H36 119.4 . . ? C37 C36 H36 119.4 . . ? C36 C37 C28 123.1(3) . . ? C36 C37 C32 117.7(3) . . ? C28 C37 C32 119.3(3) . . ? C43 C38 C39 119.1(3) . . ? C43 C38 C11 117.6(3) . . ? C39 C38 C11 123.3(3) . . ? C40 C39 C38 119.8(4) . . ? C40 C39 H39 120.1 . . ? C38 C39 H39 120.1 . . ? C39 C40 C41 120.7(4) . . ? C39 C40 H40 119.7 . . ? C41 C40 H40 119.7 . . ? C42 C41 C40 120.1(4) . . ? C42 C41 H41 120.0 . . ? C40 C41 H41 120.0 . . ? C41 C42 C43 119.6(4) . . ? C41 C42 H42 120.2 . . ? C43 C42 H42 120.2 . . ? C42 C43 C38 120.7(4) . . ? C42 C43 H43 119.7 . . ? C38 C43 H43 119.7 . . ? C49 C44 C45 120.0(3) . . ? C49 C44 C7 118.8(3) . . ? C45 C44 C7 120.9(3) . . ? C46 C45 C44 120.0(3) . . ? C46 C45 H45 120.0 . . ? C44 C45 H45 120.0 . . ? C47 C46 C45 120.0(3) . . ? C47 C46 H46 120.0 . . ? C45 C46 H46 120.0 . . ? C46 C47 C48 120.4(3) . . ? C46 C47 H47 119.8 . . ? C48 C47 H47 119.8 . . ? C47 C48 C49 120.4(3) . . ? C47 C48 H48 119.8 . . ? C49 C48 H48 119.8 . . ? C44 C49 C48 119.2(3) . . ? C44 C49 H49 120.4 . . ? C48 C49 H49 120.4 . . ? C1F O1F H1F 109.5 . . ? O1F C1F H1F1 109.5 . . ? O1F C1F H1F2 109.5 . . ? H1F1 C1F H1F2 109.5 . . ? O1F C1F H1F3 109.5 . . ? H1F1 C1F H1F3 109.5 . . ? H1F2 C1F H1F3 109.5 . . ? C1G O1G H1G 109.5 . . ? O1G C1G H1G1 109.5 . . ? O1G C1G H1G2 109.5 . . ? H1G1 C1G H1G2 109.5 . . ? O1G C1G H1G3 109.5 . . ? H1G1 C1G H1G3 109.5 . . ? H1G2 C1G H1G3 109.5 . . ? C1H O1H H1H 109.5 . . ? O1H C1H H1H1 109.5 . . ? O1H C1H H1H2 109.5 . . ? H1H1 C1H H1H2 109.5 . . ? O1H C1H H1H3 109.5 . . ? H1H1 C1H H1H3 109.5 . . ? H1H2 C1H H1H3 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 177.1(3) . . . . ? C6 C1 C2 C3 -1.1(4) . . . . ? O1 C1 C2 C28 -2.6(5) . . . . ? C6 C1 C2 C28 179.3(3) . . . . ? C1 C2 C3 C4 2.9(5) . . . . ? C28 C2 C3 C4 -177.5(3) . . . . ? C2 C3 C4 C5 -1.4(4) . . . . ? C2 C3 C4 N1 -177.5(3) . . . . ? C11 N1 C4 C5 69.1(4) . . . . ? C7 N1 C4 C5 -112.2(3) . . . . ? C11 N1 C4 C3 -114.8(3) . . . . ? C7 N1 C4 C3 63.9(4) . . . . ? C3 C4 C5 C6 -1.9(5) . . . . ? N1 C4 C5 C6 174.0(3) . . . . ? C4 C5 C6 C1 3.8(5) . . . . ? C4 C5 C6 C18 -170.4(3) . . . . ? O1 C1 C6 C5 179.6(3) . . . . ? C2 C1 C6 C5 -2.2(4) . . . . ? O1 C1 C6 C18 -6.5(5) . . . . ? C2 C1 C6 C18 171.7(3) . . . . ? C11 N1 C7 C8 4.9(4) . . . . ? C4 N1 C7 C8 -173.8(3) . . . . ? C11 N1 C7 C44 -171.4(3) . . . . ? C4 N1 C7 C44 9.9(4) . . . . ? N1 C7 C8 C9 -2.8(4) . . . . ? C44 C7 C8 C9 173.5(3) . . . . ? C7 C8 C9 C10 -1.5(4) . . . . ? C7 C8 C9 C12 -179.1(3) . . . . ? C8 C9 C10 C11 3.8(5) . . . . ? C12 C9 C10 C11 -178.6(3) . . . . ? C7 N1 C11 C10 -2.7(4) . . . . ? C4 N1 C11 C10 176.0(3) . . . . ? C7 N1 C11 C38 176.1(3) . . . . ? C4 N1 C11 C38 -5.2(4) . . . . ? C9 C10 C11 N1 -1.8(5) . . . . ? C9 C10 C11 C38 179.4(3) . . . . ? C10 C9 C12 C13 -171.7(3) . . . . ? C8 C9 C12 C13 5.8(5) . . . . ? C10 C9 C12 C17 8.2(5) . . . . ? C8 C9 C12 C17 -174.3(3) . . . . ? C17 C12 C13 C14 -1.5(6) . . . . ? C9 C12 C13 C14 178.4(3) . . . . ? C12 C13 C14 C15 1.9(6) . . . . ? C13 C14 C15 C16 -1.7(6) . . . . ? C14 C15 C16 C17 1.2(6) . . . . ? C15 C16 C17 C12 -0.9(5) . . . . ? C13 C12 C17 C16 1.0(5) . . . . ? C9 C12 C17 C16 -178.9(3) . . . . ? C5 C6 C18 C19 112.1(3) . . . . ? C1 C6 C18 C19 -62.0(4) . . . . ? C5 C6 C18 C27 -61.8(4) . . . . ? C1 C6 C18 C27 124.1(3) . . . . ? C27 C18 C19 C20 3.7(5) . . . . ? C6 C18 C19 C20 -170.3(3) . . . . ? C18 C19 C20 C21 0.8(5) . . . . ? C19 C20 C21 C22 -3.7(5) . . . . ? C20 C21 C22 C27 2.1(5) . . . . ? C20 C21 C22 C23 -176.4(3) . . . . ? C27 C22 C23 C24 -1.2(6) . . . . ? C21 C22 C23 C24 177.3(4) . . . . ? C22 C23 C24 C25 -1.0(6) . . . . ? C23 C24 C25 C26 3.0(6) . . . . ? C24 C25 C26 C27 -2.8(6) . . . . ? C21 C22 C27 C18 2.5(4) . . . . ? C23 C22 C27 C18 -179.1(3) . . . . ? C21 C22 C27 C26 -177.1(3) . . . . ? C23 C22 C27 C26 1.4(5) . . . . ? C19 C18 C27 C22 -5.3(4) . . . . ? C6 C18 C27 C22 168.6(3) . . . . ? C19 C18 C27 C26 174.2(3) . . . . ? C6 C18 C27 C26 -11.9(4) . . . . ? C25 C26 C27 C22 0.5(5) . . . . ? C25 C26 C27 C18 -179.0(3) . . . . ? C3 C2 C28 C29 102.9(3) . . . . ? C1 C2 C28 C29 -77.5(4) . . . . ? C3 C2 C28 C37 -73.5(4) . . . . ? C1 C2 C28 C37 106.1(3) . . . . ? C37 C28 C29 C30 0.6(5) . . . . ? C2 C28 C29 C30 -175.8(3) . . . . ? C28 C29 C30 C31 -0.1(5) . . . . ? C29 C30 C31 C32 -0.4(5) . . . . ? C30 C31 C32 C33 179.8(3) . . . . ? C30 C31 C32 C37 0.4(5) . . . . ? C31 C32 C33 C34 180.0(4) . . . . ? C37 C32 C33 C34 -0.6(5) . . . . ? C32 C33 C34 C35 0.0(6) . . . . ? C33 C34 C35 C36 0.0(6) . . . . ? C34 C35 C36 C37 0.6(6) . . . . ? C35 C36 C37 C28 179.3(3) . . . . ? C35 C36 C37 C32 -1.2(5) . . . . ? C29 C28 C37 C36 178.9(3) . . . . ? C2 C28 C37 C36 -4.7(4) . . . . ? C29 C28 C37 C32 -0.6(4) . . . . ? C2 C28 C37 C32 175.8(3) . . . . ? C31 C32 C37 C36 -179.4(3) . . . . ? C33 C32 C37 C36 1.1(4) . . . . ? C31 C32 C37 C28 0.1(4) . . . . ? C33 C32 C37 C28 -179.3(3) . . . . ? N1 C11 C38 C43 -124.4(3) . . . . ? C10 C11 C38 C43 54.3(4) . . . . ? N1 C11 C38 C39 58.2(5) . . . . ? C10 C11 C38 C39 -123.0(4) . . . . ? C43 C38 C39 C40 -0.1(5) . . . . ? C11 C38 C39 C40 177.2(3) . . . . ? C38 C39 C40 C41 0.1(6) . . . . ? C39 C40 C41 C42 0.4(6) . . . . ? C40 C41 C42 C43 -0.8(6) . . . . ? C41 C42 C43 C38 0.8(5) . . . . ? C39 C38 C43 C42 -0.3(5) . . . . ? C11 C38 C43 C42 -177.8(3) . . . . ? N1 C7 C44 C49 -134.0(3) . . . . ? C8 C7 C44 C49 49.7(4) . . . . ? N1 C7 C44 C45 52.1(4) . . . . ? C8 C7 C44 C45 -124.2(3) . . . . ? C49 C44 C45 C46 0.9(5) . . . . ? C7 C44 C45 C46 174.7(3) . . . . ? C44 C45 C46 C47 -0.4(5) . . . . ? C45 C46 C47 C48 -0.2(6) . . . . ? C46 C47 C48 C49 0.3(6) . . . . ? C45 C44 C49 C48 -0.8(5) . . . . ? C7 C44 C49 C48 -174.7(3) . . . . ? C47 C48 C49 C44 0.2(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 O1G H1G O1 0.84 1.78 2.615(4) 175.3 1 O1F H1F O1 0.84 1.90 2.733(4) 172.6 1 O1H H1H O1G 0.84 2.10 2.728(4) 131.8 1 C49 H49 C19 0.95 2.78 3.513(5) 134.9 4_565 C40 H40 C15 0.95 2.61 3.559(5) 175.8 4_566 C33 H33 C20 0.95 2.78 3.657(5) 153.8 2_756 C3 H3 C21 0.95 2.74 3.642(4) 159.6 4_565 C13 H13 O1F 0.95 2.45 3.389(4) 171.0 4_565 C43 H43 O1F 0.95 2.54 3.273(4) 134.4 2_646 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.563 _refine_diff_density_min -0.418 _refine_diff_density_rms 0.072 # Attachment 'badnaw.cif.txt' data_we10cu #TrackingRef 'badnaw.cif.txt' _database_code_depnum_ccdc_archive 'CCDC 746922' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,6-Di(3-methylphenyl)-4-(2,4,6-triphenyl-1-pyridino)-phenolat- Isopropanol (1:1) ; _chemical_name_common ; 2,6-Di(3-methylphenyl)-4-(2,4,6-triphenyl-1-pyridino)- phenolat-Isopropanol (1:1) ; _chemical_melting_point ? _chemical_formula_moiety 'C43 H33 N O, C3 H8 O' _chemical_formula_sum 'C46 H41 N O2' _chemical_formula_weight 639.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting rhombohedral _symmetry_space_group_name_H-M 'R -3 c' _symmetry_space_group_name_Hall '-P 3* 2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'z, x, y' 'y, z, x' '-y+1/2, -x+1/2, -z+1/2' '-x+1/2, -z+1/2, -y+1/2' '-z+1/2, -y+1/2, -x+1/2' '-x, -y, -z' '-z, -x, -y' '-y, -z, -x' 'y-1/2, x-1/2, z-1/2' 'x-1/2, z-1/2, y-1/2' 'z-1/2, y-1/2, x-1/2' _cell_length_a 18.822(1) _cell_length_b 18.822(1) _cell_length_c 18.822(1) _cell_angle_alpha 104.15(1) _cell_angle_beta 104.15(1) _cell_angle_gamma 104.15(1) _cell_volume 5932.3(9) _cell_formula_units_Z 6 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 40 _cell_measurement_theta_max 45 _exptl_crystal_description prisms _exptl_crystal_colour blue _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.075 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2040 _exptl_absorpt_coefficient_mu 0.500 _exptl_absorpt_correction_type psi-scans _exptl_absorpt_correction_T_min 0.830 _exptl_absorpt_correction_T_max 0.882 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf-Nonius CAD4' _diffrn_measurement_method two-theta/omega-scans _diffrn_detector_area_resol_mean ? _diffrn_standards_number '2 (orientation), 3 (intensity)' _diffrn_standards_interval_count '200 (orientation)' _diffrn_standards_interval_time '120 min. (intensity)' _diffrn_standards_decay_% 12 _diffrn_reflns_number 10111 _diffrn_reflns_av_R_equivalents 0.0566 _diffrn_reflns_av_sigmaI/netI 0.0429 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 65.00 _reflns_number_total 3361 _reflns_number_gt 2119 _reflns_threshold_expression >2sigma(I) _computing_data_collection CAD4-Express _computing_cell_refinement CAD4-Express _computing_data_reduction 'XCAD4 (Sheldrick & Harms, 1992)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. Restraints were used to gain a reasonable geometry of the disordered i-PrOH molecule using the DFIX command. The C-C distances were restrained to a target value of 1.54 (0.01), the C-O distance to a target value of 1.30 (0.01) angstroms. ; _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^)+(0.1303P)^2^+0.0607P] 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 0.0018(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3361 _refine_ls_number_parameters 226 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0955 _refine_ls_R_factor_gt 0.0559 _refine_ls_wR_factor_ref 0.1882 _refine_ls_wR_factor_gt 0.1592 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.017 _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 O1 O 0.35557(6) 0.7500 0.14443(6) 0.0609(6) Uani 1 2 d S . . C1 C 0.31286(9) 0.7500 0.18714(9) 0.0480(7) Uani 1 2 d S . . C2 C 0.33875(10) 0.74783(10) 0.26485(10) 0.0478(5) Uani 1 1 d . . . C3 C 0.29127(11) 0.74789(11) 0.31043(11) 0.0530(5) Uani 1 1 d . . . H3 H 0.3096 0.7465 0.3605 0.064 Uiso 1 1 calc R . . C4 C 0.21723(9) 0.7500 0.28277(9) 0.0516(7) Uani 1 2 d S . . N5 N 0.16800(7) 0.7500 0.33200(7) 0.0501(6) Uani 1 2 d S . . C6 C 0.09636(11) 0.69466(11) 0.30654(11) 0.0505(5) Uani 1 1 d . . . C7 C 0.04878(11) 0.69785(11) 0.35089(11) 0.0534(5) Uani 1 1 d . . . H7 H -0.0020 0.6644 0.3307 0.064 Uiso 1 1 calc R . . C8 C 0.07449(9) 0.7500 0.42551(9) 0.0505(7) Uani 1 2 d S . . C9 C 0.02467(9) 0.7500 0.47533(9) 0.0536(7) Uani 1 2 d S . . C10 C -0.05504(12) 0.72985(13) 0.44334(13) 0.0664(6) Uani 1 1 d . . . H10 H -0.0777 0.7156 0.3900 0.080 Uiso 1 1 calc R . . C11 C -0.10066(14) 0.73097(16) 0.49068(16) 0.0828(8) Uani 1 1 d . . . H11 H -0.1539 0.7186 0.4689 0.099 Uiso 1 1 calc R . . C12 C -0.06877(12) 0.7500 0.56877(12) 0.0881(12) Uani 1 2 d S . . H12 H -0.1001 0.7500 0.6001 0.106 Uiso 1 2 calc SR . . C13 C 0.41728(11) 0.74273(12) 0.29709(11) 0.0527(5) Uani 1 1 d . . . C14 C 0.47839(12) 0.80647(14) 0.34908(14) 0.0726(7) Uani 1 1 d . . . H14 H 0.4715 0.8547 0.3622 0.087 Uiso 1 1 calc R . . C15 C 0.54921(14) 0.79922(18) 0.38152(16) 0.0878(8) Uani 1 1 d . . . H15 H 0.5902 0.8427 0.4152 0.105 Uiso 1 1 calc R . . C16 C 0.55918(14) 0.7282(2) 0.36414(16) 0.0867(8) Uani 1 1 d . . . H16 H 0.6065 0.7235 0.3880 0.104 Uiso 1 1 calc R . . C17 C 0.50077(15) 0.66396(16) 0.31219(18) 0.0860(8) Uani 1 1 d . . . C18 C 0.5114(2) 0.5853(2) 0.2918(4) 0.163(2) Uani 1 1 d . . . H18A H 0.4932 0.5618 0.2365 0.245 Uiso 1 1 calc R . . H18B H 0.4823 0.5530 0.3142 0.245 Uiso 1 1 calc R . . H18C H 0.5652 0.5910 0.3117 0.245 Uiso 1 1 calc R . . C19 C 0.43032(13) 0.67294(14) 0.27938(16) 0.0748(7) Uani 1 1 d . . . H19 H 0.3902 0.6297 0.2439 0.090 Uiso 1 1 calc R . . C20 C 0.07146(12) 0.62909(11) 0.23291(11) 0.0548(5) Uani 1 1 d . . . C21 C -0.00056(12) 0.61052(14) 0.18008(12) 0.0654(6) Uani 1 1 d . . . H21 H -0.0326 0.6397 0.1895 0.078 Uiso 1 1 calc R . . C22 C -0.02527(15) 0.54791(16) 0.11250(14) 0.0809(8) Uani 1 1 d . . . H22 H -0.0735 0.5360 0.0761 0.097 Uiso 1 1 calc R . . C23 C 0.02077(16) 0.50381(16) 0.09927(15) 0.0866(9) Uani 1 1 d . . . H23 H 0.0040 0.4620 0.0540 0.104 Uiso 1 1 calc R . . C24 C 0.09192(17) 0.52114(15) 0.15283(16) 0.0882(8) Uani 1 1 d . . . H24 H 0.1227 0.4903 0.1441 0.106 Uiso 1 1 calc R . . C25 C 0.11799(14) 0.58351(14) 0.21919(14) 0.0727(7) Uani 1 1 d . . . H25 H 0.1666 0.5953 0.2549 0.087 Uiso 1 1 calc R . . C1P C 0.1389(12) 0.3691(15) 0.2351(16) 0.441(14) Uiso 0.50 1 d PDU A -1 H1P H 0.1206 0.4015 0.2062 0.529 Uiso 0.50 1 calc PR A -1 C2P C 0.0789(13) 0.2848(10) 0.2294(15) 0.380(12) Uiso 0.50 1 d PDU A -1 H2P1 H 0.0501 0.2557 0.1761 0.570 Uiso 0.50 1 calc PR A -1 H2P2 H 0.0438 0.2942 0.2571 0.570 Uiso 0.50 1 calc PR A -1 H2P3 H 0.1084 0.2560 0.2517 0.570 Uiso 0.50 1 calc PR A -1 C3P C 0.1809(11) 0.4041(11) 0.3309(10) 0.312(9) Uiso 0.50 1 d PDU A -1 H3P1 H 0.2193 0.4537 0.3446 0.468 Uiso 0.50 1 calc PR A -1 H3P2 H 0.2052 0.3691 0.3479 0.468 Uiso 0.50 1 calc PR A -1 H3P3 H 0.1426 0.4096 0.3554 0.468 Uiso 0.50 1 calc PR A -1 O1P O 0.2088(8) 0.3314(10) 0.2174(8) 0.328(6) Uiso 0.50 1 d PDU A -1 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 0.0590(8) 0.0752(13) 0.0590(8) 0.0246(8) 0.0312(10) 0.0246(8) C1 0.0497(10) 0.0423(14) 0.0497(10) 0.0110(9) 0.0199(12) 0.0110(9) C2 0.0455(10) 0.0491(10) 0.0481(10) 0.0138(8) 0.0164(8) 0.0146(8) C3 0.0480(11) 0.0644(12) 0.0467(11) 0.0188(9) 0.0156(8) 0.0172(9) C4 0.0473(10) 0.0665(17) 0.0473(10) 0.0203(10) 0.0222(12) 0.0203(10) N5 0.0445(8) 0.0629(14) 0.0445(8) 0.0176(8) 0.0169(10) 0.0176(8) C6 0.0450(11) 0.0599(12) 0.0463(11) 0.0164(9) 0.0158(8) 0.0165(9) C7 0.0462(10) 0.0606(12) 0.0494(11) 0.0145(9) 0.0172(8) 0.0117(8) C8 0.0471(10) 0.0589(16) 0.0471(10) 0.0173(9) 0.0177(11) 0.0173(9) C9 0.0535(11) 0.0539(16) 0.0535(11) 0.0140(10) 0.0244(13) 0.0140(10) C10 0.0531(13) 0.0770(15) 0.0601(13) 0.0103(10) 0.0198(10) 0.0162(10) C11 0.0566(14) 0.0959(19) 0.0853(18) 0.0096(14) 0.0353(13) 0.0136(12) C12 0.0840(18) 0.091(3) 0.0840(18) 0.0116(17) 0.052(2) 0.0116(17) C13 0.0469(11) 0.0652(13) 0.0522(11) 0.0210(9) 0.0223(8) 0.0205(9) C14 0.0540(13) 0.0745(15) 0.0769(15) 0.0148(12) 0.0120(11) 0.0185(11) C15 0.0530(14) 0.110(2) 0.0834(17) 0.0184(15) 0.0067(12) 0.0257(14) C16 0.0557(14) 0.132(3) 0.0924(19) 0.0529(18) 0.0275(13) 0.0438(16) C17 0.0671(16) 0.0861(18) 0.130(2) 0.0476(17) 0.0453(16) 0.0419(14) C18 0.109(3) 0.103(3) 0.309(6) 0.073(3) 0.082(3) 0.068(2) C19 0.0564(14) 0.0667(14) 0.1002(18) 0.0192(12) 0.0278(12) 0.0233(11) C20 0.0538(12) 0.0616(12) 0.0469(11) 0.0139(9) 0.0201(9) 0.0150(9) C21 0.0523(12) 0.0765(14) 0.0568(13) 0.0113(10) 0.0159(10) 0.0148(10) C22 0.0639(14) 0.0953(18) 0.0582(14) 0.0045(13) 0.0144(11) 0.0081(13) C23 0.0865(19) 0.0804(17) 0.0675(16) -0.0054(13) 0.0286(14) 0.0088(14) C24 0.093(2) 0.0803(17) 0.0878(19) 0.0060(14) 0.0376(16) 0.0347(15) C25 0.0689(14) 0.0738(15) 0.0684(14) 0.0089(11) 0.0182(11) 0.0293(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 C1 1.268(3) . ? C1 C2 1.438(2) . ? C1 C2 1.438(2) 6_565 ? C2 C3 1.382(3) . ? C2 C13 1.490(3) . ? C3 C4 1.377(2) . ? C3 H3 0.9300 . ? C4 C3 1.377(2) 6_565 ? C4 N5 1.462(3) . ? N5 C6 1.373(2) 6_565 ? N5 C6 1.373(2) . ? C6 C7 1.367(3) . ? C6 C20 1.492(3) . ? C7 C8 1.390(2) . ? C7 H7 0.9300 . ? C8 C7 1.390(2) 6_565 ? C8 C9 1.479(4) . ? C9 C10 1.388(3) 6_565 ? C9 C10 1.388(3) . ? C10 C11 1.380(3) . ? C10 H10 0.9300 . ? C11 C12 1.362(3) . ? C11 H11 0.9300 . ? C12 C11 1.362(3) 6_565 ? C12 H12 0.9300 . ? C13 C19 1.371(3) . ? C13 C14 1.386(3) . ? C14 C15 1.378(3) . ? C14 H14 0.9300 . ? C15 C16 1.366(4) . ? C15 H15 0.9300 . ? C16 C17 1.369(4) . ? C16 H16 0.9300 . ? C17 C19 1.389(3) . ? C19 H19 0.9300 . ? C17 C18 1.512(4) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C20 C21 1.374(3) . ? C20 C25 1.392(3) . ? C21 C22 1.390(3) . ? C21 H21 0.9300 . ? C22 C23 1.363(4) . ? C22 H22 0.9300 . ? C23 C24 1.372(4) . ? C23 H23 0.9300 . ? C24 C25 1.371(3) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C1P C3P 1.67(2) . ? C1P H1P 0.9800 . ? C1P C2P 1.67(2) . ? C2P H2P1 0.9600 . ? C2P H2P2 0.9600 . ? C2P H2P3 0.9600 . ? C1P O1P 1.703(19) . ? C3P H3P1 0.9600 . ? C3P H3P2 0.9600 . ? C3P H3P3 0.9600 . ? 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 O1 C1 C2 122.33(12) . . ? O1 C1 C2 122.33(11) . 6_565 ? C2 C1 C2 115.3(2) . 6_565 ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.6 . . ? C3 C2 C1 121.39(18) . . ? C3 C2 C13 118.40(17) . . ? C1 C2 C13 120.18(17) . . ? C4 C3 C2 120.94(19) . . ? C3 C4 C3 120.0(2) . 6_565 ? C3 C4 N5 120.0 . . ? C3 C4 N5 120.0(2) 6_565 . ? C6 N5 C6 120.1(2) 6_565 . ? C6 N5 C4 119.95(11) 6_565 . ? C6 N5 C4 119.95(11) . . ? C6 C7 H7 119.3 . . ? C8 C7 H7 119.2 . . ? C7 C6 N5 119.56(17) . . ? C7 C6 C20 119.68(17) . . ? N5 C6 C20 120.70(17) . . ? C6 C7 C8 121.53(18) . . ? C7 C8 C7 117.0(2) 6_565 . ? C7 C8 C9 121.50(12) 6_565 . ? C7 C8 C9 121.50(12) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C10 C9 C10 118.6(3) 6_565 . ? C10 C9 C8 120.70(13) 6_565 . ? C10 C9 C8 120.70(13) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.6 . . ? C11 C10 C9 120.0(2) . . ? C12 C11 C10 120.9(3) . . ? C11 C12 C11 119.5(3) 6_565 . ? C11 C12 H12 120.2 . . ? C19 C13 C14 117.4(2) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.7 . . ? C19 C13 C2 120.53(18) . . ? C14 C13 C2 121.94(19) . . ? C14 C15 H15 119.9 . . ? C16 C15 H15 120.1 . . ? C15 C14 C13 120.8(2) . . ? C15 C16 H16 119.4 . . ? C17 C16 H16 119.5 . . ? C16 C15 C14 120.0(2) . . ? C15 C16 C17 121.1(2) . . ? C16 C17 C19 117.8(2) . . ? C16 C17 C18 121.6(3) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? C19 C17 C18 120.6(3) . . ? H18A C18 H18B 109.3 . . ? H18A C18 H18C 109.6 . . ? H18B C18 H18C 109.5 . . ? C13 C19 C17 122.9(2) . . ? C13 C19 H19 118.6 . . ? C17 C19 H19 118.6 . . ? C20 C21 C22 119.7(2) . . ? C20 C21 H21 120.1 . . ? C21 C20 C25 119.5(2) . . ? C21 C20 C6 119.31(19) . . ? C25 C20 C6 121.02(18) . . ? C22 C21 H21 120.2 . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? C23 C22 C21 120.4(2) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.0 . . ? C22 C23 C24 120.0(2) . . ? C23 C24 H24 119.7 . . ? C25 C24 H24 119.7 . . ? C25 C24 C23 120.6(3) . . ? C24 C25 H25 120.1 . . ? C20 C25 H25 120.1 . . ? C24 C25 C20 119.8(2) . . ? C3P C1P C2P 98(2) . . ? C1P C2P H2P1 109.4 . . ? C1P C2P H2P2 109.5 . . ? C1P C2P H2P3 109.4 . . ? C1P C3P H3P1 109.5 . . ? C1P C3P H3P2 109.5 . . ? C1P C3P H3P3 109.6 . . ? C2P C1P H1P 120.9 . . ? C3P C1P H1P 120.9 . . ? H2P1 C2P H2P2 109.5 . . ? H2P1 C2P H2P3 109.5 . . ? H2P2 C2P H2P3 109.5 . . ? C3P C1P O1P 95.1(19) . . ? H3P1 C3P H3P2 109.4 . . ? H3P1 C3P H3P3 109.5 . . ? H3P2 C3P H3P3 109.5 . . ? C2P C1P O1P 94.4(19) . . ? 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 179.98(13) . . . . ? C2 C1 C2 C3 -0.02(13) 6_565 . . . ? O1 C1 C2 C13 -2.10(19) . . . . ? C2 C1 C2 C13 177.90(19) 6_565 . . . ? C1 C2 C3 C4 0.0(3) . . . . ? C13 C2 C3 C4 -177.91(15) . . . . ? C2 C3 C4 C3 -0.02(13) . . . 6_565 ? C2 C3 C4 N5 179.98(13) . . . . ? C3 C4 N5 C6 55.17(13) . . . 6_565 ? C3 C4 N5 C6 -124.83(13) 6_565 . . 6_565 ? C3 C4 N5 C6 -124.83(13) . . . . ? C3 C4 N5 C6 55.17(13) 6_565 . . . ? C6 N5 C6 C7 3.95(13) 6_565 . . . ? C4 N5 C6 C7 -176.05(13) . . . . ? C6 N5 C6 C20 -173.1(2) 6_565 . . . ? C4 N5 C6 C20 6.9(2) . . . . ? N5 C6 C7 C8 -8.0(3) . . . . ? C20 C6 C7 C8 169.05(16) . . . . ? C6 C7 C8 C7 4.05(13) . . . 6_565 ? C6 C7 C8 C9 -175.95(13) . . . . ? C7 C8 C9 C10 -32.50(16) 6_565 . . 6_565 ? C7 C8 C9 C10 147.50(16) . . . 6_565 ? C7 C8 C9 C10 147.50(16) 6_565 . . . ? C7 C8 C9 C10 -32.50(16) . . . . ? C10 C9 C10 C11 0.73(18) 6_565 . . . ? C8 C9 C10 C11 -179.27(18) . . . . ? C9 C10 C11 C12 -1.5(4) . . . . ? C10 C11 C12 C11 0.75(18) . . . 6_565 ? C3 C2 C13 C19 97.4(3) . . . . ? C1 C2 C13 C19 -80.6(2) . . . . ? C3 C2 C13 C14 -78.8(3) . . . . ? C1 C2 C13 C14 103.2(2) . . . . ? C19 C13 C14 C15 -0.2(4) . . . . ? C2 C13 C14 C15 176.1(2) . . . . ? C13 C14 C15 C16 -1.8(4) . . . . ? C14 C15 C16 C17 2.8(5) . . . . ? C15 C16 C17 C19 -1.8(4) . . . . ? C15 C16 C17 C18 179.3(4) . . . . ? C14 C13 C19 C17 1.2(4) . . . . ? C2 C13 C19 C17 -175.2(2) . . . . ? C16 C17 C19 C13 -0.2(4) . . . . ? C18 C17 C19 C13 178.7(4) . . . . ? C7 C6 C20 C21 50.4(3) . . . . ? N5 C6 C20 C21 -132.5(2) . . . . ? C7 C6 C20 C25 -125.5(2) . . . . ? N5 C6 C20 C25 51.6(3) . . . . ? C25 C20 C21 C22 -1.9(3) . . . . ? C6 C20 C21 C22 -177.9(2) . . . . ? C20 C21 C22 C23 1.6(4) . . . . ? C21 C22 C23 C24 0.0(4) . . . . ? C22 C23 C24 C25 -1.2(5) . . . . ? C23 C24 C25 C20 0.9(4) . . . . ? C21 C20 C25 C24 0.7(4) . . . . ? C6 C20 C25 C24 176.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 65.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.422 _refine_diff_density_min -0.292 _refine_diff_density_rms 0.052