data_Global _publ_contact_author_name 'Prof. J. N. Moorthy' _publ_contact_author_address ;Departmet of chemistry Indian Institute of Technology - Kanpur Kanpur - 208 016 INDIA ; _publ_contact_author_email moorthy@iitk.ac.in _publ_contact_author_phone +915122597438 _publ_contact_author_fax +915122597436 loop_ _publ_author_name _publ_author_address 'Prof. J. N. Moorthy, ' ;Departmet of chemistry Indian Institute of Technology - Kanpur Kanpur - 208 016 INDIA ; 'Alankriti Bajpai' ;Department of Chemistry Indian Institute of Technology Kanpur 208 016 INDIA ; 'P. Natarajan' ;Department of Chemistry Indian Institute of Technology Kanpur 208 016 INDIA ; 'Prof. P. Venugopalan' ;Department of Chemistry Panjab University Chandigrah 560017 INDIA ; data_BX-NB _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,4-Bis(4-hydroxy-2,6-dimethylphenyl)-1,5-dimethylbenzene-nitrobenzene ; _chemical_name_common 2,4-Bis(4-hydroxy-2,6-dimethylphenyl)-1,5-dimethylbenzene _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H33 N O4' _chemical_formula_weight 471.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 8.2010(18) _cell_length_b 17.558(4) _cell_length_c 17.919(4) _cell_angle_alpha 90.00 _cell_angle_beta 96.593(5) _cell_angle_gamma 90.00 _cell_volume 2563.2(10) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.217 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13203 _diffrn_reflns_av_R_equivalents 0.0540 _diffrn_reflns_av_sigmaI/netI 0.0639 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4477 _reflns_number_gt 3007 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1123P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4477 _refine_ls_number_parameters 322 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0978 _refine_ls_R_factor_gt 0.0683 _refine_ls_wR_factor_ref 0.2024 _refine_ls_wR_factor_gt 0.1817 _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 -0.5892(3) 0.56185(11) -0.01502(12) 0.0479(6) Uani 1 1 d . . . H1A H -0.5267 0.5189 -0.0045 0.072 Uiso 0.50 1 d PR . . H1B H -0.6798 0.5566 -0.0420 0.072 Uiso 0.50 1 d PR . . O2 O 0.0908(2) 0.96591(11) 0.45281(9) 0.0367(5) Uani 1 1 d . . . H2A H 0.1962 0.9521 0.4667 0.055 Uiso 0.50 1 d PR . . H2B H 0.0336 0.9815 0.4927 0.055 Uiso 0.50 1 d PR . . O3 O 0.3087(4) 0.68616(19) 0.20559(19) 0.0914(10) Uani 1 1 d . . . O4 O 0.3299(4) 0.7542(2) 0.30538(19) 0.0969(11) Uani 1 1 d . . . N1 N 0.3871(4) 0.72031(19) 0.25632(19) 0.0623(8) Uani 1 1 d . . . C1 C -0.3024(3) 0.85046(14) 0.04992(13) 0.0237(6) Uani 1 1 d . . . C2 C -0.2943(3) 0.90854(14) -0.00307(13) 0.0253(6) Uani 1 1 d . . . C3 C -0.2206(3) 0.97655(14) 0.02086(13) 0.0268(6) Uani 1 1 d . . . H3A H -0.2121 1.0146 -0.0146 0.032 Uiso 1 1 calc R . . C4 C -0.1584(3) 0.99132(14) 0.09528(13) 0.0258(6) Uani 1 1 d . . . C5 C -0.1702(3) 0.93337(14) 0.14804(13) 0.0247(6) Uani 1 1 d . . . C6 C -0.2405(3) 0.86436(14) 0.12420(13) 0.0241(6) Uani 1 1 d . . . H6A H -0.2464 0.8258 0.1594 0.029 Uiso 1 1 calc R . . C7 C -0.3616(4) 0.89845(15) -0.08402(14) 0.0338(7) Uani 1 1 d . . . H7A H -0.3894 0.9473 -0.1059 0.051 Uiso 1 1 calc R . . H7B H -0.4580 0.8671 -0.0872 0.051 Uiso 1 1 calc R . . H7C H -0.2803 0.8745 -0.1107 0.051 Uiso 1 1 calc R . . C8 C -0.0830(3) 1.06700(15) 0.11817(14) 0.0332(7) Uani 1 1 d . . . H8A H -0.0580 1.0940 0.0743 0.050 Uiso 1 1 calc R . . H8B H 0.0161 1.0591 0.1513 0.050 Uiso 1 1 calc R . . H8C H -0.1588 1.0963 0.1435 0.050 Uiso 1 1 calc R . . C9 C -0.3769(3) 0.77445(14) 0.03002(12) 0.0230(6) Uani 1 1 d . . . C10 C -0.2777(3) 0.71149(14) 0.01844(14) 0.0268(6) Uani 1 1 d . . . C11 C -0.3505(3) 0.64064(14) 0.00314(14) 0.0302(6) Uani 1 1 d . . . H11A H -0.2855 0.5986 -0.0046 0.036 Uiso 1 1 calc R . . C12 C -0.5187(3) 0.63250(14) -0.00064(14) 0.0298(6) Uani 1 1 d . . . C13 C -0.6158(3) 0.69353(14) 0.01051(14) 0.0300(6) Uani 1 1 d . . . H13A H -0.7290 0.6873 0.0077 0.036 Uiso 1 1 calc R . . C14 C -0.5474(3) 0.76494(14) 0.02597(14) 0.0275(6) Uani 1 1 d . . . C15 C -0.0950(3) 0.71993(15) 0.02215(17) 0.0362(7) Uani 1 1 d . . . H15A H -0.0486 0.6738 0.0049 0.054 Uiso 1 1 calc R . . H15B H -0.0500 0.7298 0.0731 0.054 Uiso 1 1 calc R . . H15C H -0.0695 0.7616 -0.0092 0.054 Uiso 1 1 calc R . . C16 C -0.6547(4) 0.83137(16) 0.03943(17) 0.0397(7) Uani 1 1 d . . . H16A H -0.7654 0.8141 0.0408 0.060 Uiso 1 1 calc R . . H16B H -0.6519 0.8677 -0.0004 0.060 Uiso 1 1 calc R . . H16C H -0.6157 0.8549 0.0865 0.060 Uiso 1 1 calc R . . C17 C -0.1021(3) 0.94364(14) 0.22878(13) 0.0247(6) Uani 1 1 d . . . C18 C 0.0619(3) 0.92422(14) 0.25163(14) 0.0277(6) Uani 1 1 d . . . C19 C 0.1245(3) 0.93179(15) 0.32658(14) 0.0288(6) Uani 1 1 d . . . H19A H 0.2326 0.9181 0.3421 0.035 Uiso 1 1 calc R . . C20 C 0.0270(3) 0.95948(14) 0.37812(13) 0.0268(6) Uani 1 1 d . . . C21 C -0.1338(3) 0.98010(14) 0.35616(13) 0.0272(6) Uani 1 1 d . . . H21A H -0.1981 0.9993 0.3913 0.033 Uiso 1 1 calc R . . C22 C -0.1996(3) 0.97223(14) 0.28165(13) 0.0264(6) Uani 1 1 d . . . C23 C 0.1685(3) 0.89344(17) 0.19562(15) 0.0379(7) Uani 1 1 d . . . H23A H 0.2798 0.8897 0.2187 0.057 Uiso 1 1 calc R . . H23B H 0.1637 0.9271 0.1532 0.057 Uiso 1 1 calc R . . H23C H 0.1300 0.8439 0.1793 0.057 Uiso 1 1 calc R . . C24 C -0.3770(3) 0.99207(18) 0.25907(15) 0.0372(7) Uani 1 1 d . . . H24A H -0.4274 1.0061 0.3029 0.056 Uiso 1 1 calc R . . H24B H -0.4330 0.9488 0.2355 0.056 Uiso 1 1 calc R . . H24C H -0.3838 1.0340 0.2244 0.056 Uiso 1 1 calc R . . C25 C 0.5729(4) 0.72177(18) 0.25839(17) 0.0438(8) Uani 1 1 d . . . C26 C 0.6390(4) 0.67215(17) 0.21242(16) 0.0413(8) Uani 1 1 d . . . H26A H 0.5731 0.6416 0.1790 0.050 Uiso 1 1 calc R . . C27 C 0.8083(5) 0.6687(2) 0.21716(19) 0.0581(10) Uani 1 1 d . . . H27A H 0.8607 0.6348 0.1879 0.070 Uiso 1 1 calc R . . C28 C 0.9011(4) 0.7199(2) 0.2696(2) 0.0638(12) Uani 1 1 d . . . H28A H 1.0152 0.7195 0.2745 0.077 Uiso 1 1 calc R . . C29 C 0.8203(6) 0.7685(2) 0.3113(2) 0.0596(10) Uani 1 1 d . . . H29A H 0.8804 0.8022 0.3437 0.072 Uiso 1 1 calc R . . C30 C 0.6572(5) 0.7692(2) 0.30707(18) 0.0558(9) Uani 1 1 d . . . H30A H 0.6033 0.8017 0.3371 0.067 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 0.0466(13) 0.0238(11) 0.0671(14) -0.0012(9) -0.0200(11) -0.0093(9) O2 0.0350(11) 0.0486(13) 0.0245(10) -0.0013(8) -0.0056(8) -0.0032(9) O3 0.0655(19) 0.096(2) 0.108(2) 0.0039(19) -0.0121(18) -0.0133(16) O4 0.082(2) 0.126(3) 0.086(2) 0.019(2) 0.0201(18) 0.037(2) N1 0.067(2) 0.061(2) 0.059(2) 0.0195(16) 0.0091(18) 0.0139(17) C1 0.0205(13) 0.0239(14) 0.0267(13) -0.0031(10) 0.0027(10) 0.0013(10) C2 0.0266(14) 0.0242(14) 0.0244(13) -0.0023(10) 0.0006(11) 0.0032(11) C3 0.0366(15) 0.0205(13) 0.0232(12) 0.0051(10) 0.0034(11) 0.0032(11) C4 0.0256(14) 0.0240(14) 0.0269(13) -0.0028(11) -0.0001(11) 0.0001(11) C5 0.0221(13) 0.0273(14) 0.0246(13) -0.0026(10) 0.0026(11) -0.0010(11) C6 0.0255(14) 0.0250(13) 0.0216(13) 0.0029(10) 0.0021(10) 0.0011(11) C7 0.0436(17) 0.0295(15) 0.0269(14) -0.0012(11) -0.0013(12) -0.0021(13) C8 0.0397(16) 0.0265(15) 0.0322(15) -0.0019(11) -0.0014(12) -0.0044(12) C9 0.0258(14) 0.0241(13) 0.0184(12) 0.0007(10) 0.0000(10) 0.0002(11) C10 0.0252(14) 0.0265(14) 0.0278(13) -0.0009(11) -0.0016(11) 0.0006(11) C11 0.0304(15) 0.0228(14) 0.0358(15) -0.0019(11) -0.0038(12) 0.0042(11) C12 0.0314(15) 0.0225(14) 0.0329(14) 0.0014(11) -0.0080(12) -0.0054(11) C13 0.0226(14) 0.0307(15) 0.0351(14) 0.0008(12) -0.0034(11) -0.0029(11) C14 0.0278(15) 0.0266(14) 0.0273(13) 0.0005(11) 0.0001(11) -0.0013(11) C15 0.0285(15) 0.0286(15) 0.0503(17) -0.0059(13) 0.0001(13) 0.0034(12) C16 0.0333(16) 0.0341(17) 0.0522(18) -0.0063(13) 0.0075(14) 0.0017(13) C17 0.0251(14) 0.0240(13) 0.0248(13) -0.0009(10) 0.0009(11) -0.0029(11) C18 0.0284(14) 0.0274(14) 0.0271(13) -0.0015(11) 0.0028(11) -0.0030(11) C19 0.0208(13) 0.0354(16) 0.0290(14) -0.0018(11) -0.0021(11) -0.0008(11) C20 0.0283(14) 0.0299(15) 0.0211(12) -0.0026(10) -0.0014(11) -0.0037(11) C21 0.0286(15) 0.0263(14) 0.0271(13) -0.0042(11) 0.0053(11) 0.0014(11) C22 0.0256(14) 0.0280(14) 0.0250(13) -0.0021(11) 0.0006(11) -0.0006(11) C23 0.0326(16) 0.0509(19) 0.0302(15) -0.0021(13) 0.0040(12) 0.0020(14) C24 0.0290(15) 0.0508(18) 0.0306(14) -0.0082(13) -0.0020(12) 0.0080(13) C25 0.050(2) 0.0399(18) 0.0420(17) 0.0167(15) 0.0071(15) 0.0040(15) C26 0.048(2) 0.0364(17) 0.0376(16) 0.0089(13) -0.0010(15) -0.0055(14) C27 0.069(3) 0.049(2) 0.060(2) 0.0295(17) 0.024(2) 0.0225(19) C28 0.0320(19) 0.076(3) 0.079(3) 0.058(2) -0.0127(19) -0.0112(19) C29 0.081(3) 0.048(2) 0.046(2) 0.0221(17) -0.009(2) -0.013(2) C30 0.080(3) 0.043(2) 0.0431(19) 0.0122(15) 0.0040(19) -0.0004(19) _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 C12 1.380(3) . ? O1 H1A 0.9200 . ? O1 H1B 0.8435 . ? O2 C20 1.385(3) . ? O2 H2A 0.9049 . ? O2 H2B 0.9387 . ? O3 N1 1.210(4) . ? O4 N1 1.200(4) . ? N1 C25 1.520(5) . ? C1 C6 1.391(3) . ? C1 C2 1.400(3) . ? C1 C9 1.494(3) . ? C2 C3 1.384(3) . ? C2 C7 1.502(3) . ? C3 C4 1.396(3) . ? C3 H3A 0.9300 . ? C4 C5 1.400(3) . ? C4 C8 1.503(3) . ? C5 C6 1.388(3) . ? C5 C17 1.501(3) . ? C6 H6A 0.9300 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C14 1.402(4) . ? C9 C10 1.402(3) . ? C10 C11 1.393(3) . ? C10 C15 1.500(4) . ? C11 C12 1.381(4) . ? C11 H11A 0.9300 . ? C12 C13 1.363(4) . ? C13 C14 1.388(4) . ? C13 H13A 0.9300 . ? C14 C16 1.497(4) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 C22 1.401(3) . ? C17 C18 1.402(4) . ? C18 C19 1.388(3) . ? C18 C23 1.505(4) . ? C19 C20 1.377(4) . ? C19 H19A 0.9300 . ? C20 C21 1.381(4) . ? C21 C22 1.388(3) . ? C21 H21A 0.9300 . ? C22 C24 1.506(4) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C30 1.340(5) . ? C25 C26 1.354(4) . ? C26 C27 1.383(5) . ? C26 H26A 0.9300 . ? C27 C28 1.451(6) . ? C27 H27A 0.9300 . ? C28 C29 1.356(5) . ? C28 H28A 0.9300 . ? C29 C30 1.331(6) . ? C29 H29A 0.9300 . ? C30 H30A 0.9300 . ? 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 C12 O1 H1A 119.2 . . ? C12 O1 H1B 121.8 . . ? H1A O1 H1B 117.5 . . ? C20 O2 H2A 119.1 . . ? C20 O2 H2B 126.4 . . ? H2A O2 H2B 114.5 . . ? O4 N1 O3 125.2(4) . . ? O4 N1 C25 116.6(3) . . ? O3 N1 C25 118.1(3) . . ? C6 C1 C2 118.7(2) . . ? C6 C1 C9 118.7(2) . . ? C2 C1 C9 122.6(2) . . ? C3 C2 C1 118.1(2) . . ? C3 C2 C7 120.0(2) . . ? C1 C2 C7 121.9(2) . . ? C2 C3 C4 123.7(2) . . ? C2 C3 H3A 118.2 . . ? C4 C3 H3A 118.2 . . ? C3 C4 C5 117.6(2) . . ? C3 C4 C8 121.2(2) . . ? C5 C4 C8 121.1(2) . . ? C6 C5 C4 119.0(2) . . ? C6 C5 C17 119.8(2) . . ? C4 C5 C17 121.1(2) . . ? C5 C6 C1 122.8(2) . . ? C5 C6 H6A 118.6 . . ? C1 C6 H6A 118.6 . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C4 C8 H8A 109.5 . . ? C4 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C4 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C14 C9 C10 119.4(2) . . ? C14 C9 C1 119.8(2) . . ? C10 C9 C1 120.8(2) . . ? C11 C10 C9 119.4(2) . . ? C11 C10 C15 120.0(2) . . ? C9 C10 C15 120.6(2) . . ? C12 C11 C10 120.3(2) . . ? C12 C11 H11A 119.8 . . ? C10 C11 H11A 119.8 . . ? C13 C12 O1 119.6(2) . . ? C13 C12 C11 120.6(2) . . ? O1 C12 C11 119.8(2) . . ? C12 C13 C14 120.7(2) . . ? C12 C13 H13A 119.7 . . ? C14 C13 H13A 119.7 . . ? C13 C14 C9 119.7(2) . . ? C13 C14 C16 120.3(2) . . ? C9 C14 C16 120.0(2) . . ? C10 C15 H15A 109.5 . . ? C10 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C10 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C22 C17 C18 119.5(2) . . ? C22 C17 C5 121.2(2) . . ? C18 C17 C5 119.4(2) . . ? C19 C18 C17 119.7(2) . . ? C19 C18 C23 120.1(2) . . ? C17 C18 C23 120.2(2) . . ? C20 C19 C18 120.3(2) . . ? C20 C19 H19A 119.9 . . ? C18 C19 H19A 119.9 . . ? C19 C20 C21 120.7(2) . . ? C19 C20 O2 119.5(2) . . ? C21 C20 O2 119.8(2) . . ? C20 C21 C22 120.1(2) . . ? C20 C21 H21A 120.0 . . ? C22 C21 H21A 120.0 . . ? C21 C22 C17 119.8(2) . . ? C21 C22 C24 119.5(2) . . ? C17 C22 C24 120.7(2) . . ? C18 C23 H23A 109.5 . . ? C18 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C18 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C30 C25 C26 125.7(3) . . ? C30 C25 N1 117.9(3) . . ? C26 C25 N1 116.4(3) . . ? C25 C26 C27 117.4(3) . . ? C25 C26 H26A 121.3 . . ? C27 C26 H26A 121.3 . . ? C26 C27 C28 117.4(3) . . ? C26 C27 H27A 121.3 . . ? C28 C27 H27A 121.3 . . ? C29 C28 C27 119.6(3) . . ? C29 C28 H28A 120.2 . . ? C27 C28 H28A 120.2 . . ? C30 C29 C28 121.7(4) . . ? C30 C29 H29A 119.1 . . ? C28 C29 H29A 119.1 . . ? C29 C30 C25 118.1(4) . . ? C29 C30 H30A 120.9 . . ? C25 C30 H30A 120.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 1.7(4) . . . . ? C9 C1 C2 C3 -179.1(2) . . . . ? C6 C1 C2 C7 -178.8(2) . . . . ? C9 C1 C2 C7 0.5(4) . . . . ? C1 C2 C3 C4 -2.0(4) . . . . ? C7 C2 C3 C4 178.5(2) . . . . ? C2 C3 C4 C5 0.7(4) . . . . ? C2 C3 C4 C8 -178.7(2) . . . . ? C3 C4 C5 C6 0.8(4) . . . . ? C8 C4 C5 C6 -179.8(2) . . . . ? C3 C4 C5 C17 178.2(2) . . . . ? C8 C4 C5 C17 -2.4(4) . . . . ? C4 C5 C6 C1 -1.0(4) . . . . ? C17 C5 C6 C1 -178.5(2) . . . . ? C2 C1 C6 C5 -0.2(4) . . . . ? C9 C1 C6 C5 -179.5(2) . . . . ? C6 C1 C9 C14 96.4(3) . . . . ? C2 C1 C9 C14 -82.9(3) . . . . ? C6 C1 C9 C10 -80.8(3) . . . . ? C2 C1 C9 C10 99.9(3) . . . . ? C14 C9 C10 C11 0.0(4) . . . . ? C1 C9 C10 C11 177.2(2) . . . . ? C14 C9 C10 C15 179.8(2) . . . . ? C1 C9 C10 C15 -3.0(4) . . . . ? C9 C10 C11 C12 0.0(4) . . . . ? C15 C10 C11 C12 -179.7(2) . . . . ? C10 C11 C12 C13 0.0(4) . . . . ? C10 C11 C12 O1 -179.3(2) . . . . ? O1 C12 C13 C14 179.2(2) . . . . ? C11 C12 C13 C14 -0.1(4) . . . . ? C12 C13 C14 C9 0.1(4) . . . . ? C12 C13 C14 C16 -179.0(2) . . . . ? C10 C9 C14 C13 -0.1(4) . . . . ? C1 C9 C14 C13 -177.4(2) . . . . ? C10 C9 C14 C16 179.0(2) . . . . ? C1 C9 C14 C16 1.7(3) . . . . ? C6 C5 C17 C22 -91.2(3) . . . . ? C4 C5 C17 C22 91.4(3) . . . . ? C6 C5 C17 C18 88.8(3) . . . . ? C4 C5 C17 C18 -88.6(3) . . . . ? C22 C17 C18 C19 1.6(4) . . . . ? C5 C17 C18 C19 -178.4(2) . . . . ? C22 C17 C18 C23 -180.0(2) . . . . ? C5 C17 C18 C23 0.0(4) . . . . ? C17 C18 C19 C20 -1.1(4) . . . . ? C23 C18 C19 C20 -179.6(2) . . . . ? C18 C19 C20 C21 0.0(4) . . . . ? C18 C19 C20 O2 179.3(2) . . . . ? C19 C20 C21 C22 0.7(4) . . . . ? O2 C20 C21 C22 -178.6(2) . . . . ? C20 C21 C22 C17 -0.3(4) . . . . ? C20 C21 C22 C24 177.6(2) . . . . ? C18 C17 C22 C21 -0.9(4) . . . . ? C5 C17 C22 C21 179.1(2) . . . . ? C18 C17 C22 C24 -178.8(2) . . . . ? C5 C17 C22 C24 1.2(4) . . . . ? O4 N1 C25 C30 -9.8(4) . . . . ? O3 N1 C25 C30 169.6(3) . . . . ? O4 N1 C25 C26 167.6(3) . . . . ? O3 N1 C25 C26 -13.0(4) . . . . ? C30 C25 C26 C27 1.6(5) . . . . ? N1 C25 C26 C27 -175.6(2) . . . . ? C25 C26 C27 C28 -1.6(4) . . . . ? C26 C27 C28 C29 0.0(4) . . . . ? C27 C28 C29 C30 1.8(5) . . . . ? C28 C29 C30 C25 -1.9(5) . . . . ? C26 C25 C30 C29 0.2(5) . . . . ? N1 C25 C30 C29 177.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.589 _refine_diff_density_min -0.369 _refine_diff_density_rms 0.061 #END