# Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Org.Biomol.Chem. _journal_coden_cambridge 0177 loop_ _publ_author_name _publ_author_address 'Mauro F.A. Adamo' ; Centre for Synthesis and Chemical Biology (CSCB), Pharmaceutical and Medicinal Chemistry, The Royal College of Surgeons in Ireland 123 St. Stephens Green, Dublin Ireland. ; 'Gianluca Giorgi' ; Dipartimento di Chimica Universit\`a degli Studi di Siena Via Aldo Moro I-53100 Siena Italy ; 'Fabio Ponticelli' ; Dipartimento di Chimica Universit\`a degli Studi di Siena Via Aldo Moro I-53100 Siena Italy ; 'Antonio Ventura' ; Dipartimento di Chimica Universit\`a degli Studi di Siena Via Aldo Moro I-53100 Siena Italy ; _publ_contact_author_address ; Dept of Chemistry Universit\`a degli Studi di Siena Via Aldo Moro I-53100 Siena Italy ; _publ_contact_author_email gianluca.giorgi@unisi.it _publ_contact_author_fax '+39 0577 234241' _publ_contact_author_phone '+39 0577 234233' # SUBMISSION DETAILS _publ_contact_author_name 'Gianluca Giorgi' data_111006 _database_code_depnum_ccdc_archive 'CCDC 770770' #TrackingRef '- Compound 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Dimethyl 4-(3,4-dimethoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine- -3,5-dicarboxylate ; _chemical_formula_moiety 'C19 H23 N O6' _chemical_formula_sum 'C19 H23 N O6' _chemical_formula_weight 361.38 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 Orthorhombic _symmetry_space_group_name_H-M 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 9.3230(10) _cell_length_b 14.554(4) _cell_length_c 27.618(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3747.4(12) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 45 _cell_measurement_theta_min 4.7 _cell_measurement_theta_max 21. _exptl_crystal_description prism _exptl_crystal_colour ? _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.281 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type none _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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_reflns_number 4176 _diffrn_reflns_av_R_equivalents 0.0147 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 24.99 _reflns_number_total 3278 _reflns_number_gt 2444 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^ > 2\s(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^)+(0.0506P)^2^+1.1557P] 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 3278 _refine_ls_number_parameters 248 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0651 _refine_ls_R_factor_gt 0.0435 _refine_ls_wR_factor_ref 0.1117 _refine_ls_wR_factor_gt 0.1004 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.096 _refine_ls_shift/su_mean 0.005 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 N1 N 0.15968(17) -0.10086(10) 0.03898(6) 0.0492(4) Uani 1 1 d . . . H1 H 0.1773 -0.1577 0.0330 0.059 Uiso 1 1 calc R . . C2 C 0.23381(19) -0.03581(11) 0.01281(6) 0.0415(4) Uani 1 1 d . . . C3 C 0.22851(18) 0.05299(11) 0.02789(6) 0.0389(4) Uani 1 1 d . . . C4 C 0.15680(19) 0.07833(11) 0.07551(6) 0.0403(4) Uani 1 1 d . . . H4 H 0.1072 0.1371 0.0712 0.048 Uiso 1 1 calc R . . C5 C 0.04633(18) 0.00635(12) 0.09026(6) 0.0435(4) Uani 1 1 d . . . C6 C 0.05885(19) -0.08100(12) 0.07422(7) 0.0468(5) Uani 1 1 d . . . C7 C 0.3122(2) -0.07441(13) -0.03000(7) 0.0527(5) Uani 1 1 d . . . H7A H 0.4124 -0.0600 -0.0274 0.090(8) Uiso 1 1 calc R . . H7B H 0.2743 -0.0481 -0.0592 0.134 Uiso 1 1 calc R . . H7C H 0.3001 -0.1399 -0.0308 0.134 Uiso 1 1 calc R . . C8 C -0.0267(3) -0.16319(14) 0.08985(10) 0.0659(6) Uani 1 1 d . . . H8A H 0.0112 -0.1865 0.1197 0.090(17) Uiso 0.59(5) 1 calc PR . . H8B H -0.0210 -0.2100 0.0654 0.078(15) Uiso 0.59(5) 1 calc PR . . H8C H -0.1251 -0.1457 0.0944 0.040(11) Uiso 0.59(5) 1 calc PR . . H8D H -0.1011 -0.1749 0.0666 0.07(2) Uiso 0.41(5) 1 calc PR . . H8E H -0.0690 -0.1515 0.1209 0.08(2) Uiso 0.41(5) 1 calc PR . . H8F H 0.0351 -0.2158 0.0920 0.044(16) Uiso 0.41(5) 1 calc PR . . C9 C 0.2942(2) 0.13022(12) 0.00307(6) 0.0425(4) Uani 1 1 d . . . O1 O 0.28201(17) 0.20896(8) 0.01697(5) 0.0642(4) Uani 1 1 d . . . O2 O 0.37096(15) 0.11014(8) -0.03656(5) 0.0556(4) Uani 1 1 d . . . C10 C 0.4353(3) 0.18640(15) -0.06147(9) 0.0730(7) Uani 1 1 d . . . H10A H 0.3637 0.2322 -0.0678 0.110 Uiso 1 1 calc R . . H10B H 0.4754 0.1656 -0.0915 0.110 Uiso 1 1 calc R . . H10C H 0.5098 0.2123 -0.0417 0.110 Uiso 1 1 calc R . . C11 C 0.26641(19) 0.08926(11) 0.11626(6) 0.0404(4) Uani 1 1 d . . . C12 C 0.2630(2) 0.16423(12) 0.14755(6) 0.0471(4) Uani 1 1 d . . . H12 H 0.1986 0.2117 0.1417 0.057 Uiso 1 1 calc R . . C13 C 0.3533(2) 0.16956(12) 0.18710(7) 0.0493(5) Uani 1 1 d . . . C14 C 0.4512(2) 0.09854(14) 0.19611(7) 0.0493(5) Uani 1 1 d . . . C15 C 0.4581(2) 0.02608(15) 0.16440(7) 0.0593(5) Uani 1 1 d . . . H15 H 0.5246 -0.0206 0.1695 0.071 Uiso 1 1 calc R . . C16 C 0.3668(2) 0.02179(14) 0.12492(7) 0.0547(5) Uani 1 1 d . . . H16 H 0.3733 -0.0278 0.1038 0.066 Uiso 1 1 calc R . . O3 O 0.35285(19) 0.23983(10) 0.22011(6) 0.0753(5) Uani 1 1 d . . . C17 C 0.2352(4) 0.30166(17) 0.21881(10) 0.0993(10) Uani 1 1 d . . . H17A H 0.2413 0.3390 0.1902 0.149 Uiso 1 1 calc R . . H17B H 0.2375 0.3403 0.2470 0.149 Uiso 1 1 calc R . . H17C H 0.1471 0.2675 0.2183 0.149 Uiso 1 1 calc R . . O4 O 0.53336(15) 0.10656(10) 0.23714(5) 0.0645(4) Uani 1 1 d . . . C18 C 0.6024(3) 0.02490(17) 0.25345(8) 0.0702(6) Uani 1 1 d . . . H18A H 0.5329 -0.0235 0.2563 0.105 Uiso 1 1 calc R . . H18B H 0.6457 0.0359 0.2844 0.105 Uiso 1 1 calc R . . H18C H 0.6750 0.0073 0.2306 0.105 Uiso 1 1 calc R . . C19 C -0.0656(2) 0.03256(14) 0.12482(7) 0.0511(5) Uani 1 1 d . . . O5 O -0.14595(18) -0.01759(12) 0.14668(6) 0.0807(5) Uani 1 1 d . . . O6 O -0.07320(14) 0.12478(10) 0.12984(5) 0.0584(4) Uani 1 1 d . . . C20 C -0.1799(3) 0.15973(18) 0.16296(8) 0.0769(7) Uani 1 1 d . . . H20A H -0.2738 0.1436 0.1515 0.115 Uiso 1 1 calc R . . H20B H -0.1718 0.2254 0.1650 0.115 Uiso 1 1 calc R . . H20C H -0.1649 0.1334 0.1944 0.115 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 N1 0.0528(9) 0.0296(7) 0.0653(10) 0.0003(7) -0.0007(8) -0.0003(7) C2 0.0424(10) 0.0369(9) 0.0451(9) 0.0006(8) -0.0087(8) 0.0009(8) C3 0.0406(9) 0.0348(9) 0.0413(9) 0.0010(7) -0.0059(8) 0.0018(8) C4 0.0425(9) 0.0345(8) 0.0440(9) 0.0012(7) -0.0025(8) 0.0042(8) C5 0.0376(9) 0.0462(10) 0.0467(10) 0.0064(8) -0.0066(8) 0.0010(8) C6 0.0390(10) 0.0444(10) 0.0569(11) 0.0086(9) -0.0083(9) -0.0018(8) C7 0.0624(13) 0.0424(10) 0.0534(11) -0.0093(9) -0.0022(10) 0.0031(10) C8 0.0554(14) 0.0534(13) 0.0889(18) 0.0122(13) -0.0030(13) -0.0099(11) C9 0.0485(10) 0.0356(9) 0.0434(10) 0.0008(8) -0.0056(8) 0.0020(8) O1 0.0930(11) 0.0329(7) 0.0668(9) -0.0020(6) 0.0152(8) -0.0047(7) O2 0.0648(9) 0.0423(7) 0.0596(8) 0.0057(6) 0.0152(7) 0.0017(7) C10 0.0775(15) 0.0582(13) 0.0834(16) 0.0223(12) 0.0247(13) -0.0001(12) C11 0.0408(9) 0.0396(9) 0.0409(9) -0.0009(8) 0.0028(8) -0.0022(8) C12 0.0524(11) 0.0391(9) 0.0497(10) 0.0008(8) 0.0004(9) 0.0000(9) C13 0.0572(11) 0.0427(10) 0.0481(11) -0.0061(8) 0.0011(9) -0.0094(9) C14 0.0404(10) 0.0610(12) 0.0466(10) -0.0054(9) -0.0028(9) -0.0063(9) C15 0.0493(11) 0.0677(13) 0.0610(12) -0.0135(11) -0.0101(10) 0.0153(10) C16 0.0534(11) 0.0564(12) 0.0545(11) -0.0184(9) -0.0100(10) 0.0135(10) O3 0.0955(11) 0.0573(9) 0.0730(10) -0.0247(8) -0.0206(9) 0.0034(9) C17 0.131(2) 0.0630(15) 0.104(2) -0.0377(15) -0.0232(19) 0.0241(17) O4 0.0582(9) 0.0759(10) 0.0593(9) -0.0140(7) -0.0158(7) 0.0002(8) C18 0.0645(14) 0.0847(16) 0.0614(13) 0.0024(12) -0.0172(12) -0.0027(13) C19 0.0419(11) 0.0628(13) 0.0487(11) 0.0063(10) -0.0043(9) 0.0010(10) O5 0.0721(11) 0.0831(11) 0.0870(11) 0.0114(9) 0.0262(10) -0.0090(9) O6 0.0511(8) 0.0654(9) 0.0587(8) -0.0027(7) 0.0104(7) 0.0074(7) C20 0.0717(15) 0.0934(18) 0.0657(14) -0.0060(13) 0.0199(12) 0.0200(14) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 C2 1.377(2) . ? N1 C6 1.384(2) . ? N1 H1 0.8600 . ? C2 C3 1.359(2) . ? C2 C7 1.499(3) . ? C3 C9 1.452(2) . ? C3 C4 1.521(2) . ? C4 C5 1.524(2) . ? C4 C11 1.528(2) . ? C4 H4 0.9800 . ? C5 C6 1.351(3) . ? C5 C19 1.465(3) . ? C6 C8 1.501(3) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C8 H8D 0.9600 . ? C8 H8E 0.9600 . ? C8 H8F 0.9600 . ? C9 O1 1.214(2) . ? C9 O2 1.340(2) . ? O2 C10 1.437(2) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 C16 1.377(3) . ? C11 C12 1.392(2) . ? C12 C13 1.381(3) . ? C12 H12 0.9300 . ? C13 O3 1.370(2) . ? C13 C14 1.401(3) . ? C14 C15 1.372(3) . ? C14 O4 1.373(2) . ? C15 C16 1.385(3) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? O3 C17 1.420(3) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? O4 C18 1.424(3) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 O5 1.207(2) . ? C19 O6 1.351(2) . ? O6 C20 1.444(2) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 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 C2 N1 C6 124.51(15) . . ? C2 N1 H1 117.7 . . ? C6 N1 H1 117.7 . . ? C3 C2 N1 118.34(16) . . ? C3 C2 C7 128.02(17) . . ? N1 C2 C7 113.64(15) . . ? C2 C3 C9 125.18(16) . . ? C2 C3 C4 120.79(15) . . ? C9 C3 C4 113.96(14) . . ? C3 C4 C5 111.19(14) . . ? C3 C4 C11 111.59(14) . . ? C5 C4 C11 109.06(13) . . ? C3 C4 H4 108.3 . . ? C5 C4 H4 108.3 . . ? C11 C4 H4 108.3 . . ? C6 C5 C19 121.33(17) . . ? C6 C5 C4 120.04(16) . . ? C19 C5 C4 118.46(16) . . ? C5 C6 N1 119.06(16) . . ? C5 C6 C8 127.56(19) . . ? N1 C6 C8 113.38(17) . . ? 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 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C8 H8D 109.5 . . ? H8A C8 H8D 141.1 . . ? H8B C8 H8D 56.3 . . ? H8C C8 H8D 56.3 . . ? C6 C8 H8E 109.5 . . ? H8A C8 H8E 56.3 . . ? H8B C8 H8E 141.1 . . ? H8C C8 H8E 56.3 . . ? H8D C8 H8E 109.5 . . ? C6 C8 H8F 109.5 . . ? H8A C8 H8F 56.3 . . ? H8B C8 H8F 56.3 . . ? H8C C8 H8F 141.1 . . ? H8D C8 H8F 109.5 . . ? H8E C8 H8F 109.5 . . ? O1 C9 O2 120.95(16) . . ? O1 C9 C3 122.81(17) . . ? O2 C9 C3 116.24(15) . . ? C9 O2 C10 116.47(15) . . ? O2 C10 H10A 109.5 . . ? O2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? O2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C16 C11 C12 117.79(17) . . ? C16 C11 C4 120.53(15) . . ? C12 C11 C4 121.57(16) . . ? C13 C12 C11 121.41(17) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? O3 C13 C12 124.48(18) . . ? O3 C13 C14 115.77(17) . . ? C12 C13 C14 119.73(16) . . ? C15 C14 O4 124.49(18) . . ? C15 C14 C13 118.94(17) . . ? O4 C14 C13 116.56(17) . . ? C14 C15 C16 120.57(19) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C11 C16 C15 121.49(17) . . ? C11 C16 H16 119.3 . . ? C15 C16 H16 119.3 . . ? C13 O3 C17 117.31(17) . . ? O3 C17 H17A 109.5 . . ? O3 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? O3 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 O4 C18 116.23(16) . . ? O4 C18 H18A 109.5 . . ? O4 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O4 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O5 C19 O6 121.12(19) . . ? O5 C19 C5 127.6(2) . . ? O6 C19 C5 111.27(17) . . ? C19 O6 C20 116.81(17) . . ? O6 C20 H20A 109.5 . . ? O6 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? O6 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 N1 C2 C3 12.5(3) . . . . ? C6 N1 C2 C7 -167.52(16) . . . . ? N1 C2 C3 C9 -176.64(16) . . . . ? C7 C2 C3 C9 3.4(3) . . . . ? N1 C2 C3 C4 6.8(2) . . . . ? C7 C2 C3 C4 -173.16(16) . . . . ? C2 C3 C4 C5 -23.9(2) . . . . ? C9 C3 C4 C5 159.13(14) . . . . ? C2 C3 C4 C11 98.07(19) . . . . ? C9 C3 C4 C11 -78.86(18) . . . . ? C3 C4 C5 C6 25.2(2) . . . . ? C11 C4 C5 C6 -98.29(19) . . . . ? C3 C4 C5 C19 -159.48(15) . . . . ? C11 C4 C5 C19 77.05(19) . . . . ? C19 C5 C6 N1 175.38(15) . . . . ? C4 C5 C6 N1 -9.4(3) . . . . ? C19 C5 C6 C8 -4.0(3) . . . . ? C4 C5 C6 C8 171.24(18) . . . . ? C2 N1 C6 C5 -11.2(3) . . . . ? C2 N1 C6 C8 168.27(17) . . . . ? C2 C3 C9 O1 177.14(19) . . . . ? C4 C3 C9 O1 -6.1(3) . . . . ? C2 C3 C9 O2 -3.2(3) . . . . ? C4 C3 C9 O2 173.59(14) . . . . ? O1 C9 O2 C10 -0.8(3) . . . . ? C3 C9 O2 C10 179.56(17) . . . . ? C3 C4 C11 C16 -50.6(2) . . . . ? C5 C4 C11 C16 72.6(2) . . . . ? C3 C4 C11 C12 133.38(17) . . . . ? C5 C4 C11 C12 -103.39(18) . . . . ? C16 C11 C12 C13 -2.4(3) . . . . ? C4 C11 C12 C13 173.71(16) . . . . ? C11 C12 C13 O3 -177.97(18) . . . . ? C11 C12 C13 C14 0.3(3) . . . . ? O3 C13 C14 C15 -179.70(19) . . . . ? C12 C13 C14 C15 1.9(3) . . . . ? O3 C13 C14 O4 1.1(3) . . . . ? C12 C13 C14 O4 -177.36(16) . . . . ? O4 C14 C15 C16 177.27(19) . . . . ? C13 C14 C15 C16 -1.9(3) . . . . ? C12 C11 C16 C15 2.4(3) . . . . ? C4 C11 C16 C15 -173.76(18) . . . . ? C14 C15 C16 C11 -0.3(3) . . . . ? C12 C13 O3 C17 12.4(3) . . . . ? C14 C13 O3 C17 -165.9(2) . . . . ? C15 C14 O4 C18 -16.0(3) . . . . ? C13 C14 O4 C18 163.21(18) . . . . ? C6 C5 C19 O5 8.8(3) . . . . ? C4 C5 C19 O5 -166.48(19) . . . . ? C6 C5 C19 O6 -170.08(17) . . . . ? C4 C5 C19 O6 14.6(2) . . . . ? O5 C19 O6 C20 0.9(3) . . . . ? C5 C19 O6 C20 179.89(16) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.144 _refine_diff_density_min -0.122 _refine_diff_density_rms 0.029 _chemical_name_common ; Dimethyl 4-(3,4-dimethoxyphenyl)-2,6-dimethyl-1,4- dihydropyridine--3,5-dicarboxylate ; data_ant5inv _database_code_depnum_ccdc_archive 'CCDC 770771' _audit_creation_method SHELXL-97 _chemical_name_systematic ; 4-(3,4-dimethoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine- -3,5-diyl)bis(phenyl-methanone ; _chemical_formula_moiety 'C29 H27 N O4' _chemical_formula_sum 'C29 H27 N O4' _chemical_formula_weight 453.52 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 19.098(3) _cell_length_b 7.516(2) _cell_length_c 17.030(2) _cell_angle_alpha 90.00 _cell_angle_beta 103.530(5) _cell_angle_gamma 90.00 _cell_volume 2376.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 54 _cell_measurement_theta_min 9.789 _cell_measurement_theta_max 29.133 _exptl_crystal_description prism _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.267 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 0.084 _exptl_absorpt_correction_type none _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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_decay_% 2.26 _diffrn_reflns_number 5376 _diffrn_reflns_av_R_equivalents 0.0269 _diffrn_reflns_av_sigmaI/netI 0.0575 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4172 _reflns_number_gt 2525 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0424P)^2^+0.7563P] 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 4172 _refine_ls_number_parameters 315 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1070 _refine_ls_R_factor_gt 0.0549 _refine_ls_wR_factor_ref 0.1262 _refine_ls_wR_factor_gt 0.1058 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.18233(13) 1.4635(3) 0.01526(14) 0.0433(6) Uani 1 1 d . . . H1 H 0.1644(13) 1.574(4) 0.0213(15) 0.043(8) Uiso 1 1 d . . . C2 C 0.14943(13) 1.3228(4) 0.04366(15) 0.0365(6) Uani 1 1 d . . . C3 C 0.17290(13) 1.1546(3) 0.03479(15) 0.0330(6) Uani 1 1 d . . . C4 C 0.23819(13) 1.1231(3) -0.00034(15) 0.0332(6) Uani 1 1 d . . . H4 H 0.2269 1.0229 -0.0380 0.040 Uiso 1 1 calc R . . C5 C 0.25419(13) 1.2834(3) -0.04788(15) 0.0351(6) Uani 1 1 d . . . C6 C 0.23070(14) 1.4452(4) -0.03410(16) 0.0400(7) Uani 1 1 d . . . C7 C 0.08692(14) 1.3809(4) 0.07739(18) 0.0518(8) Uani 1 1 d . . . H7A H 0.1028 1.3964 0.1348 0.078 Uiso 1 1 calc R . . H7B H 0.0498 1.2920 0.0659 0.078 Uiso 1 1 calc R . . H7C H 0.0682 1.4915 0.0530 0.078 Uiso 1 1 calc R . . C8 C 0.24701(18) 1.6177(4) -0.0700(2) 0.0610(9) Uani 1 1 d . . . H8A H 0.2703 1.5944 -0.1132 0.091 Uiso 1 1 calc R . . H8B H 0.2782 1.6878 -0.0292 0.091 Uiso 1 1 calc R . . H8C H 0.2030 1.6813 -0.0907 0.091 Uiso 1 1 calc R . . C9 C 0.13849(14) 0.9922(4) 0.05513(17) 0.0401(7) Uani 1 1 d . . . O1 O 0.14472(12) 0.8518(3) 0.02070(14) 0.0637(6) Uani 1 1 d . . . C10 C 0.09860(14) 0.9850(4) 0.12109(17) 0.0422(7) Uani 1 1 d . . . C11 C 0.12970(17) 1.0439(4) 0.19843(19) 0.0545(8) Uani 1 1 d . . . H11 H 0.1747 1.0984 0.2093 0.065 Uiso 1 1 calc R . . C12 C 0.0937(2) 1.0215(5) 0.2597(2) 0.0742(11) Uani 1 1 d . . . H12 H 0.1152 1.0574 0.3120 0.089 Uiso 1 1 calc R . . C13 C 0.0263(3) 0.9462(6) 0.2428(3) 0.0976(14) Uani 1 1 d . . . H13 H 0.0016 0.9339 0.2836 0.117 Uiso 1 1 calc R . . C14 C -0.0048(2) 0.8889(6) 0.1661(3) 0.0942(14) Uani 1 1 d . . . H14 H -0.0507 0.8389 0.1550 0.113 Uiso 1 1 calc R . . C15 C 0.03138(16) 0.9050(4) 0.1054(2) 0.0643(9) Uani 1 1 d . . . H15 H 0.0108 0.8623 0.0540 0.077 Uiso 1 1 calc R . . C16 C 0.30542(13) 1.0727(3) 0.06487(15) 0.0327(6) Uani 1 1 d . . . C17 C 0.35963(13) 0.9727(3) 0.04274(15) 0.0351(6) Uani 1 1 d . . . H17 H 0.3541 0.9390 -0.0109 0.042 Uiso 1 1 calc R . . C18 C 0.42085(13) 0.9232(3) 0.09869(15) 0.0350(6) Uani 1 1 d . . . C19 C 0.42887(14) 0.9708(3) 0.17999(15) 0.0362(6) Uani 1 1 d . . . C20 C 0.37683(14) 1.0721(4) 0.20234(16) 0.0402(7) Uani 1 1 d . . . H20 H 0.3823 1.1058 0.2560 0.048 Uiso 1 1 calc R . . C21 C 0.31604(14) 1.1242(4) 0.14457(15) 0.0385(7) Uani 1 1 d . . . H21 H 0.2818 1.1954 0.1600 0.046 Uiso 1 1 calc R . . O2 O 0.47698(9) 0.8285(3) 0.08206(10) 0.0481(5) Uani 1 1 d . . . C22 C 0.46902(16) 0.7593(4) 0.00257(16) 0.0577(9) Uani 1 1 d . . . H22A H 0.4616 0.8556 -0.0355 0.087 Uiso 1 1 calc R . . H22B H 0.4284 0.6805 -0.0097 0.087 Uiso 1 1 calc R . . H22C H 0.5118 0.6953 -0.0006 0.087 Uiso 1 1 calc R . . O3 O 0.49005(10) 0.9081(3) 0.23208(10) 0.0499(5) Uani 1 1 d . . . C23 C 0.49689(17) 0.9386(4) 0.31629(16) 0.0579(9) Uani 1 1 d . . . H23A H 0.4563 0.8878 0.3324 0.087 Uiso 1 1 calc R . . H23B H 0.4986 1.0643 0.3266 0.087 Uiso 1 1 calc R . . H23C H 0.5404 0.8843 0.3464 0.087 Uiso 1 1 calc R . . C24 C 0.30296(14) 1.2586(4) -0.10381(15) 0.0383(7) Uani 1 1 d . . . O4 O 0.35377(11) 1.3586(3) -0.10257(12) 0.0568(6) Uani 1 1 d . . . C25 C 0.28955(14) 1.1089(3) -0.16286(15) 0.0378(6) Uani 1 1 d . . . C26 C 0.22079(16) 1.0401(4) -0.19376(16) 0.0461(7) Uani 1 1 d . . . H26 H 0.1819 1.0837 -0.1754 0.055 Uiso 1 1 calc R . . C27 C 0.21017(18) 0.9073(4) -0.25161(18) 0.0573(9) Uani 1 1 d . . . H27 H 0.1642 0.8623 -0.2723 0.069 Uiso 1 1 calc R . . C28 C 0.2678(2) 0.8417(4) -0.27860(19) 0.0680(10) Uani 1 1 d . . . H28 H 0.2607 0.7523 -0.3174 0.082 Uiso 1 1 calc R . . C29 C 0.33565(19) 0.9085(4) -0.24806(19) 0.0611(9) Uani 1 1 d . . . H29 H 0.3744 0.8633 -0.2662 0.073 Uiso 1 1 calc R . . C30 C 0.34698(16) 1.0416(4) -0.19086(17) 0.0466(7) Uani 1 1 d . . . H30 H 0.3931 1.0865 -0.1710 0.056 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 N1 0.0570(15) 0.0221(13) 0.0560(16) -0.0031(12) 0.0236(13) 0.0035(12) C2 0.0380(15) 0.0335(15) 0.0386(15) -0.0015(13) 0.0099(13) 0.0002(13) C3 0.0362(14) 0.0280(14) 0.0351(14) -0.0020(12) 0.0090(12) 0.0017(12) C4 0.0420(15) 0.0230(14) 0.0359(14) -0.0024(12) 0.0116(12) 0.0007(12) C5 0.0403(15) 0.0286(15) 0.0373(15) 0.0015(12) 0.0112(13) -0.0018(12) C6 0.0494(16) 0.0311(16) 0.0416(16) -0.0015(13) 0.0148(14) -0.0008(13) C7 0.0478(17) 0.0440(18) 0.067(2) -0.0063(16) 0.0194(15) 0.0076(15) C8 0.084(2) 0.0320(17) 0.075(2) 0.0029(17) 0.0364(19) -0.0021(17) C9 0.0412(16) 0.0303(16) 0.0501(17) -0.0007(14) 0.0137(14) 0.0031(13) O1 0.0824(15) 0.0316(12) 0.0907(17) -0.0104(12) 0.0478(13) -0.0057(11) C10 0.0422(16) 0.0330(16) 0.0541(18) 0.0050(14) 0.0167(14) 0.0018(13) C11 0.0571(19) 0.051(2) 0.057(2) -0.0024(17) 0.0172(17) 0.0022(16) C12 0.098(3) 0.073(3) 0.060(2) 0.003(2) 0.036(2) 0.010(2) C13 0.113(4) 0.102(4) 0.102(4) 0.005(3) 0.073(3) -0.008(3) C14 0.076(3) 0.103(3) 0.119(4) -0.001(3) 0.055(3) -0.030(2) C15 0.058(2) 0.064(2) 0.077(2) -0.0050(19) 0.0281(18) -0.0173(18) C16 0.0369(14) 0.0260(14) 0.0372(15) -0.0004(12) 0.0131(12) -0.0010(12) C17 0.0445(15) 0.0316(15) 0.0313(14) -0.0002(12) 0.0133(13) 0.0030(13) C18 0.0415(15) 0.0308(15) 0.0360(15) 0.0014(12) 0.0160(13) 0.0067(13) C19 0.0411(15) 0.0334(15) 0.0345(15) 0.0004(13) 0.0098(12) 0.0014(13) C20 0.0482(16) 0.0399(16) 0.0347(15) -0.0073(13) 0.0139(13) -0.0012(14) C21 0.0417(15) 0.0366(16) 0.0407(16) -0.0052(13) 0.0164(13) 0.0038(13) O2 0.0507(12) 0.0575(13) 0.0370(11) -0.0043(10) 0.0117(9) 0.0205(10) C22 0.063(2) 0.068(2) 0.0433(18) -0.0116(17) 0.0156(16) 0.0210(17) O3 0.0520(12) 0.0624(14) 0.0340(11) -0.0014(10) 0.0075(9) 0.0143(11) C23 0.070(2) 0.067(2) 0.0341(17) -0.0050(16) 0.0062(15) 0.0123(18) C24 0.0442(16) 0.0326(15) 0.0382(15) 0.0042(13) 0.0099(13) -0.0006(13) O4 0.0644(13) 0.0474(13) 0.0669(14) -0.0079(11) 0.0322(11) -0.0155(11) C25 0.0523(17) 0.0306(15) 0.0317(14) 0.0046(13) 0.0124(13) 0.0020(13) C26 0.0540(18) 0.0419(17) 0.0409(17) 0.0023(15) 0.0080(14) 0.0030(15) C27 0.069(2) 0.0457(19) 0.0478(18) -0.0020(16) -0.0050(17) -0.0044(17) C28 0.109(3) 0.045(2) 0.051(2) -0.0125(17) 0.019(2) 0.004(2) C29 0.081(2) 0.046(2) 0.063(2) -0.0044(18) 0.0321(19) 0.0093(19) C30 0.0579(18) 0.0416(17) 0.0439(17) 0.0042(15) 0.0193(15) 0.0052(15) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 C2 1.374(3) . ? N1 C6 1.394(3) . ? N1 H1 0.91(3) . ? C2 C3 1.362(3) . ? C2 C7 1.506(3) . ? C3 C9 1.466(4) . ? C3 C4 1.522(3) . ? C4 C5 1.522(3) . ? C4 C16 1.536(3) . ? C4 H4 0.9800 . ? C5 C6 1.336(3) . ? C5 C24 1.491(3) . ? C6 C8 1.497(4) . ? 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 O1 1.226(3) . ? C9 C10 1.498(4) . ? C10 C11 1.385(4) . ? C10 C15 1.385(4) . ? C11 C12 1.387(4) . ? C11 H11 0.9300 . ? C12 C13 1.374(5) . ? C12 H12 0.9300 . ? C13 C14 1.372(5) . ? C13 H13 0.9300 . ? C14 C15 1.377(4) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 C21 1.380(3) . ? C16 C17 1.401(3) . ? C17 C18 1.375(3) . ? C17 H17 0.9300 . ? C18 O2 1.370(3) . ? C18 C19 1.403(3) . ? C19 O3 1.375(3) . ? C19 C20 1.375(3) . ? C20 C21 1.391(3) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? O2 C22 1.425(3) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? O3 C23 1.428(3) . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 O4 1.224(3) . ? C24 C25 1.491(4) . ? C25 C30 1.390(4) . ? C25 C26 1.395(4) . ? C26 C27 1.384(4) . ? C26 H26 0.9300 . ? C27 C28 1.379(4) . ? C27 H27 0.9300 . ? C28 C29 1.374(4) . ? C28 H28 0.9300 . ? C29 C30 1.378(4) . ? C29 H29 0.9300 . ? C30 H30 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 C2 N1 C6 123.9(2) . . ? C2 N1 H1 116.4(16) . . ? C6 N1 H1 118.5(16) . . ? C3 C2 N1 119.1(2) . . ? C3 C2 C7 128.5(2) . . ? N1 C2 C7 112.3(2) . . ? C2 C3 C9 124.7(2) . . ? C2 C3 C4 120.6(2) . . ? C9 C3 C4 114.7(2) . . ? C5 C4 C3 111.8(2) . . ? C5 C4 C16 110.0(2) . . ? C3 C4 C16 112.2(2) . . ? C5 C4 H4 107.6 . . ? C3 C4 H4 107.6 . . ? C16 C4 H4 107.6 . . ? C6 C5 C24 120.8(2) . . ? C6 C5 C4 120.6(2) . . ? C24 C5 C4 118.3(2) . . ? C5 C6 N1 119.5(2) . . ? C5 C6 C8 127.3(2) . . ? N1 C6 C8 113.1(2) . . ? 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 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O1 C9 C3 120.3(2) . . ? O1 C9 C10 116.8(2) . . ? C3 C9 C10 122.8(2) . . ? C11 C10 C15 119.6(3) . . ? C11 C10 C9 121.4(2) . . ? C15 C10 C9 118.8(3) . . ? C10 C11 C12 119.9(3) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C13 C12 C11 119.9(4) . . ? C13 C12 H12 120.1 . . ? C11 C12 H12 120.1 . . ? C14 C13 C12 120.3(4) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C15 120.4(4) . . ? C13 C14 H14 119.8 . . ? C15 C14 H14 119.8 . . ? C14 C15 C10 120.0(3) . . ? C14 C15 H15 120.0 . . ? C10 C15 H15 120.0 . . ? C21 C16 C17 117.9(2) . . ? C21 C16 C4 123.2(2) . . ? C17 C16 C4 118.9(2) . . ? C18 C17 C16 121.4(2) . . ? C18 C17 H17 119.3 . . ? C16 C17 H17 119.3 . . ? O2 C18 C17 125.2(2) . . ? O2 C18 C19 115.2(2) . . ? C17 C18 C19 119.6(2) . . ? O3 C19 C20 124.9(2) . . ? O3 C19 C18 115.4(2) . . ? C20 C19 C18 119.7(2) . . ? C19 C20 C21 119.9(2) . . ? C19 C20 H20 120.1 . . ? C21 C20 H20 120.1 . . ? C16 C21 C20 121.5(2) . . ? C16 C21 H21 119.2 . . ? C20 C21 H21 119.2 . . ? C18 O2 C22 118.1(2) . . ? O2 C22 H22A 109.5 . . ? O2 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? O2 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C19 O3 C23 117.2(2) . . ? O3 C23 H23A 109.5 . . ? O3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? O4 C24 C25 119.1(2) . . ? O4 C24 C5 121.6(2) . . ? C25 C24 C5 119.4(2) . . ? C30 C25 C26 119.0(3) . . ? C30 C25 C24 118.8(2) . . ? C26 C25 C24 122.2(2) . . ? C27 C26 C25 120.3(3) . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C28 C27 C26 120.0(3) . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C29 C28 C27 119.9(3) . . ? C29 C28 H28 120.0 . . ? C27 C28 H28 120.0 . . ? C28 C29 C30 120.8(3) . . ? C28 C29 H29 119.6 . . ? C30 C29 H29 119.6 . . ? C29 C30 C25 120.1(3) . . ? C29 C30 H30 120.0 . . ? C25 C30 H30 120.0 . . ? 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 N1 C2 C3 11.0(4) . . . . ? C6 N1 C2 C7 -165.6(2) . . . . ? N1 C2 C3 C9 -173.9(2) . . . . ? C7 C2 C3 C9 2.1(4) . . . . ? N1 C2 C3 C4 4.5(4) . . . . ? C7 C2 C3 C4 -179.5(2) . . . . ? C2 C3 C4 C5 -19.7(3) . . . . ? C9 C3 C4 C5 158.9(2) . . . . ? C2 C3 C4 C16 104.4(3) . . . . ? C9 C3 C4 C16 -77.0(3) . . . . ? C3 C4 C5 C6 22.3(3) . . . . ? C16 C4 C5 C6 -103.0(3) . . . . ? C3 C4 C5 C24 -163.9(2) . . . . ? C16 C4 C5 C24 70.8(3) . . . . ? C24 C5 C6 N1 176.8(2) . . . . ? C4 C5 C6 N1 -9.6(4) . . . . ? C24 C5 C6 C8 0.7(4) . . . . ? C4 C5 C6 C8 174.3(3) . . . . ? C2 N1 C6 C5 -8.4(4) . . . . ? C2 N1 C6 C8 168.3(3) . . . . ? C2 C3 C9 O1 153.6(3) . . . . ? C4 C3 C9 O1 -24.8(4) . . . . ? C2 C3 C9 C10 -30.3(4) . . . . ? C4 C3 C9 C10 151.3(2) . . . . ? O1 C9 C10 C11 124.1(3) . . . . ? C3 C9 C10 C11 -52.1(4) . . . . ? O1 C9 C10 C15 -50.9(4) . . . . ? C3 C9 C10 C15 132.8(3) . . . . ? C15 C10 C11 C12 0.4(5) . . . . ? C9 C10 C11 C12 -174.5(3) . . . . ? C10 C11 C12 C13 -2.1(5) . . . . ? C11 C12 C13 C14 1.6(6) . . . . ? C12 C13 C14 C15 0.5(7) . . . . ? C13 C14 C15 C10 -2.2(6) . . . . ? C11 C10 C15 C14 1.7(5) . . . . ? C9 C10 C15 C14 176.8(3) . . . . ? C5 C4 C16 C21 98.2(3) . . . . ? C3 C4 C16 C21 -26.9(3) . . . . ? C5 C4 C16 C17 -80.4(3) . . . . ? C3 C4 C16 C17 154.5(2) . . . . ? C21 C16 C17 C18 1.5(4) . . . . ? C4 C16 C17 C18 -179.8(2) . . . . ? C16 C17 C18 O2 -178.7(2) . . . . ? C16 C17 C18 C19 1.2(4) . . . . ? O2 C18 C19 O3 -3.2(3) . . . . ? C17 C18 C19 O3 176.9(2) . . . . ? O2 C18 C19 C20 177.4(2) . . . . ? C17 C18 C19 C20 -2.5(4) . . . . ? O3 C19 C20 C21 -178.3(2) . . . . ? C18 C19 C20 C21 1.1(4) . . . . ? C17 C16 C21 C20 -3.0(4) . . . . ? C4 C16 C21 C20 178.3(2) . . . . ? C19 C20 C21 C16 1.7(4) . . . . ? C17 C18 O2 C22 -6.7(4) . . . . ? C19 C18 O2 C22 173.3(2) . . . . ? C20 C19 O3 C23 5.3(4) . . . . ? C18 C19 O3 C23 -174.1(2) . . . . ? C6 C5 C24 O4 43.4(4) . . . . ? C4 C5 C24 O4 -130.4(3) . . . . ? C6 C5 C24 C25 -136.5(3) . . . . ? C4 C5 C24 C25 49.8(3) . . . . ? O4 C24 C25 C30 25.7(4) . . . . ? C5 C24 C25 C30 -154.5(2) . . . . ? O4 C24 C25 C26 -151.2(3) . . . . ? C5 C24 C25 C26 28.6(4) . . . . ? C30 C25 C26 C27 -0.2(4) . . . . ? C24 C25 C26 C27 176.6(2) . . . . ? C25 C26 C27 C28 0.4(4) . . . . ? C26 C27 C28 C29 -0.1(5) . . . . ? C27 C28 C29 C30 -0.4(5) . . . . ? C28 C29 C30 C25 0.6(5) . . . . ? C26 C25 C30 C29 -0.3(4) . . . . ? C24 C25 C30 C29 -177.2(3) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.173 _refine_diff_density_min -0.157 _refine_diff_density_rms 0.038 _chemical_name_common ; 4-(3,4-dimethoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine--3,5- diyl)bis(phenyl-methanone ; # Attachment '- Compound 6.cif' data_ant7bis _database_code_depnum_ccdc_archive 'CCDC 770772' #TrackingRef '- Compound 6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; Bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 4-(3,4-dimethoxyphenyl)- -2,6-dimethyl-1,4-di-hydropyridine-3,5-dicarboxylate ; _chemical_formula_moiety 'C37 H55 N O6' _chemical_formula_sum 'C37 H55 N O6' _chemical_formula_weight 609.82 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' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.128(4) _cell_length_b 24.191(2) _cell_length_c 16.035(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.21(5) _cell_angle_gamma 90.00 _cell_volume 3541(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 38 _cell_measurement_theta_min 3.5 _cell_measurement_theta_max 27.2 _exptl_crystal_description prism _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.144 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type none _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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_reflns_number 8033 _diffrn_reflns_av_R_equivalents 0.0171 _diffrn_reflns_av_sigmaI/netI 0.0358 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6690 _reflns_number_gt 4872 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^ > 2\s(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^)+(0.0493P)^2^+0.3276P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.1(11) _refine_ls_number_reflns 6690 _chemical_absolute_configuration syn _refine_ls_number_parameters 813 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0698 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.1026 _refine_ls_wR_factor_gt 0.0903 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _refine_ls_shift/su_max 0.044 _refine_ls_shift/su_mean 0.001 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 N1A N 1.0723(3) 0.83152(15) 0.11788(16) 0.0481(7) Uani 1 1 d . . . H1A H 1.1515 0.8330 0.0891 0.058 Uiso 1 1 calc R . . C2A C 1.0108(4) 0.88073(16) 0.1441(2) 0.0443(9) Uani 1 1 d . . . C3A C 0.9024(4) 0.87959(15) 0.2006(2) 0.0391(8) Uani 1 1 d . . . C4A C 0.8586(3) 0.82614(16) 0.24272(17) 0.0394(8) Uani 1 1 d . . . H4A H 0.7515 0.8255 0.2464 0.047 Uiso 1 1 calc R . . C5A C 0.9062(4) 0.77560(15) 0.1922(2) 0.0387(8) Uani 1 1 d . . . C6A C 1.0140(4) 0.77990(16) 0.1351(2) 0.0432(9) Uani 1 1 d . . . C7A C 1.0747(5) 0.93025(18) 0.1009(3) 0.0625(11) Uani 1 1 d . . . H7A1 H 1.0816 0.9230 0.0422 0.094 Uiso 1 1 calc R . . H7A2 H 1.1706 0.9376 0.1230 0.094 Uiso 1 1 calc R . . H7A3 H 1.0128 0.9617 0.1099 0.094 Uiso 1 1 calc R . . C8A C 1.0830(5) 0.73450(18) 0.0855(3) 0.0602(11) Uani 1 1 d . . . H8A1 H 1.0921 0.7021 0.1196 0.090 Uiso 1 1 calc R . . H8A2 H 1.1783 0.7460 0.0673 0.090 Uiso 1 1 calc R . . H8A3 H 1.0228 0.7263 0.0379 0.090 Uiso 1 1 calc R . . C9A C 0.8209(4) 0.92801(16) 0.2310(2) 0.0430(9) Uani 1 1 d . . . O1A O 0.6950(3) 0.92580(12) 0.25423(18) 0.0645(8) Uani 1 1 d . . . O2A O 0.9005(3) 0.97468(11) 0.23610(15) 0.0514(7) Uani 1 1 d . . . C10A C 0.8360(4) 1.02375(16) 0.2755(2) 0.0521(10) Uani 1 1 d . . . H10A H 0.7308 1.0179 0.2836 0.062 Uiso 1 1 calc R . . C11A C 0.9097(4) 1.03257(17) 0.3595(2) 0.0534(10) Uani 1 1 d . . . H11A H 1.0149 1.0359 0.3487 0.064 Uiso 1 1 calc R . . C12A C 0.8599(5) 1.08815(19) 0.3942(3) 0.0719(13) Uani 1 1 d . . . H12A H 0.7554 1.0867 0.4049 0.086 Uiso 1 1 calc R . . H12B H 0.9093 1.0949 0.4469 0.086 Uiso 1 1 calc R . . C13A C 0.8914(5) 1.13535(19) 0.3354(3) 0.0711(13) Uani 1 1 d . . . H13A H 0.9962 1.1379 0.3263 0.085 Uiso 1 1 calc R . . H13B H 0.8592 1.1698 0.3604 0.085 Uiso 1 1 calc R . . C14A C 0.8141(4) 1.12714(18) 0.2528(3) 0.0626(11) Uani 1 1 d . . . H14A H 0.7086 1.1256 0.2639 0.075 Uiso 1 1 calc R . . C15A C 0.8591(4) 1.07136(18) 0.2160(3) 0.0602(11) Uani 1 1 d . . . H15A H 0.8027 1.0647 0.1655 0.072 Uiso 1 1 calc R . . H15B H 0.9617 1.0729 0.2007 0.072 Uiso 1 1 calc R . . C16A C 0.8910(5) 0.9836(2) 0.4201(3) 0.0670(12) Uani 1 1 d . . . H16A H 0.9148 0.9498 0.3893 0.080 Uiso 1 1 calc R . . C17A C 0.7353(6) 0.9770(3) 0.4535(3) 0.0942(17) Uani 1 1 d . . . H17A H 0.7291 0.9437 0.4858 0.141 Uiso 1 1 calc R . . H17B H 0.6677 0.9751 0.4076 0.141 Uiso 1 1 calc R . . H17C H 0.7114 1.0082 0.4880 0.141 Uiso 1 1 calc R . . C18A C 0.9977(7) 0.9875(3) 0.4935(3) 0.1023(18) Uani 1 1 d . . . H18A H 0.9764 1.0199 0.5257 0.153 Uiso 1 1 calc R . . H18B H 1.0962 0.9896 0.4729 0.153 Uiso 1 1 calc R . . H18C H 0.9877 0.9553 0.5281 0.153 Uiso 1 1 calc R . . C19A C 0.8401(6) 1.1743(2) 0.1931(4) 0.0926(16) Uani 1 1 d . . . H19A H 0.7908 1.2068 0.2130 0.139 Uiso 1 1 calc R . . H19B H 0.8028 1.1646 0.1390 0.139 Uiso 1 1 calc R . . H19C H 0.9433 1.1815 0.1894 0.139 Uiso 1 1 calc R . . C20A C 0.9199(3) 0.82544(15) 0.33160(17) 0.0392(8) Uani 1 1 d . . . C21A C 1.0705(3) 0.82362(17) 0.34459(18) 0.0430(9) Uani 1 1 d . . . H21A H 1.1335 0.8210 0.2993 0.052 Uiso 1 1 calc R . . C22A C 1.1267(3) 0.82572(18) 0.42425(18) 0.0445(9) Uani 1 1 d . . . O3A O 1.2744(2) 0.82473(15) 0.44366(13) 0.0672(8) Uani 1 1 d . . . C26A C 1.3754(4) 0.8319(3) 0.3796(2) 0.0799(15) Uani 1 1 d . . . H26A H 1.3660 0.8022 0.3403 0.120 Uiso 1 1 calc R . . H26B H 1.4727 0.8321 0.4025 0.120 Uiso 1 1 calc R . . H26C H 1.3569 0.8664 0.3520 0.120 Uiso 1 1 calc R . . C23A C 1.0347(3) 0.82854(18) 0.49291(17) 0.0458(8) Uani 1 1 d . . . O4A O 1.1032(3) 0.83033(15) 0.56885(12) 0.0639(8) Uani 1 1 d . . . C27A C 1.0148(5) 0.8314(3) 0.64082(19) 0.0876(16) Uani 1 1 d . . . H27A H 0.9478 0.8619 0.6374 0.131 Uiso 1 1 calc R . . H27B H 1.0757 0.8355 0.6894 0.131 Uiso 1 1 calc R . . H27C H 0.9606 0.7975 0.6447 0.131 Uiso 1 1 calc R . . C24A C 0.8866(4) 0.8312(2) 0.48018(18) 0.0536(10) Uani 1 1 d . . . H24A H 0.8238 0.8343 0.5255 0.064 Uiso 1 1 calc R . . C25A C 0.8300(4) 0.8294(2) 0.39984(19) 0.0509(9) Uani 1 1 d . . . H25A H 0.7291 0.8308 0.3920 0.061 Uiso 1 1 calc R . . C28A C 0.8358(4) 0.72247(17) 0.2099(2) 0.0470(9) Uani 1 1 d . . . O5A O 0.8644(4) 0.67793(13) 0.17959(19) 0.0798(10) Uani 1 1 d . . . O6A O 0.7276(3) 0.72844(10) 0.26708(14) 0.0487(6) Uani 1 1 d . . . C29A C 0.6505(4) 0.67978(16) 0.2968(2) 0.0492(9) Uani 1 1 d . . . H29A H 0.6988 0.6464 0.2756 0.059 Uiso 1 1 calc R . . C30A C 0.6568(4) 0.67999(17) 0.3918(2) 0.0524(10) Uani 1 1 d . . . H30A H 0.6113 0.7146 0.4103 0.063 Uiso 1 1 calc R . . C31A C 0.5596(5) 0.6326(2) 0.4236(3) 0.0680(12) Uani 1 1 d . . . H31A H 0.6004 0.5977 0.4053 0.082 Uiso 1 1 calc R . . H31B H 0.5599 0.6328 0.4841 0.082 Uiso 1 1 calc R . . C32A C 0.4031(5) 0.6374(2) 0.3924(3) 0.0737(13) Uani 1 1 d . . . H32A H 0.3461 0.6066 0.4135 0.088 Uiso 1 1 calc R . . H32B H 0.3600 0.6713 0.4133 0.088 Uiso 1 1 calc R . . C33A C 0.3977(5) 0.63735(19) 0.2983(3) 0.0639(11) Uani 1 1 d . . . H33A H 0.4351 0.6017 0.2788 0.077 Uiso 1 1 calc R . . C34A C 0.4953(4) 0.68259(18) 0.2632(2) 0.0576(10) Uani 1 1 d . . . H34A H 0.4976 0.6794 0.2029 0.069 Uiso 1 1 calc R . . H34B H 0.4536 0.7183 0.2769 0.069 Uiso 1 1 calc R . . C35A C 0.8131(5) 0.6801(2) 0.4252(2) 0.0658(12) Uani 1 1 d . . . H35A H 0.8635 0.7114 0.3992 0.079 Uiso 1 1 calc R . . C36A C 0.8986(6) 0.6284(3) 0.4026(4) 0.1010(19) Uani 1 1 d . . . H36A H 0.8551 0.5969 0.4293 0.151 Uiso 1 1 calc R . . H36B H 0.9982 0.6322 0.4211 0.151 Uiso 1 1 calc R . . H36C H 0.8964 0.6233 0.3433 0.151 Uiso 1 1 calc R . . C37A C 0.8172(6) 0.6899(3) 0.5203(3) 0.0920(17) Uani 1 1 d . . . H37A H 0.7611 0.7223 0.5336 0.138 Uiso 1 1 calc R . . H37B H 0.9168 0.6950 0.5382 0.138 Uiso 1 1 calc R . . H37C H 0.7762 0.6584 0.5484 0.138 Uiso 1 1 calc R . . C38A C 0.2409(5) 0.6439(3) 0.2663(4) 0.0998(18) Uani 1 1 d . . . H38A H 0.2006 0.6779 0.2868 0.150 Uiso 1 1 calc R . . H38B H 0.1825 0.6134 0.2855 0.150 Uiso 1 1 calc R . . H38C H 0.2410 0.6444 0.2064 0.150 Uiso 1 1 calc R . . N1B N 0.4279(3) 0.83375(15) 0.61779(16) 0.0482(7) Uani 1 1 d . . . H1B H 0.3481 0.8322 0.5892 0.058 Uiso 1 1 calc R . . C2B C 0.4902(4) 0.78426(16) 0.6439(2) 0.0432(9) Uani 1 1 d . . . C3B C 0.5980(4) 0.78577(15) 0.7006(2) 0.0384(8) Uani 1 1 d . . . C4B C 0.6419(3) 0.83978(16) 0.74263(17) 0.0386(8) Uani 1 1 d . . . H4B H 0.7490 0.8405 0.7467 0.046 Uiso 1 1 calc R . . C5B C 0.5941(4) 0.88960(15) 0.6923(2) 0.0396(8) Uani 1 1 d . . . C6B C 0.4858(4) 0.88497(16) 0.6348(2) 0.0427(9) Uani 1 1 d . . . C7B C 0.4253(5) 0.73475(18) 0.6009(3) 0.0615(11) Uani 1 1 d . . . H7B1 H 0.4803 0.7268 0.5515 0.092 Uiso 1 1 calc R . . H7B2 H 0.3253 0.7424 0.5861 0.092 Uiso 1 1 calc R . . H7B3 H 0.4288 0.7035 0.6378 0.092 Uiso 1 1 calc R . . C8B C 0.4165(4) 0.93058(18) 0.5857(3) 0.0589(11) Uani 1 1 d . . . H8B1 H 0.4138 0.9206 0.5278 0.088 Uiso 1 1 calc R . . H8B2 H 0.4726 0.9638 0.5926 0.088 Uiso 1 1 calc R . . H8B3 H 0.3185 0.9366 0.6053 0.088 Uiso 1 1 calc R . . C9B C 0.6791(4) 0.73691(16) 0.7315(2) 0.0438(9) Uani 1 1 d . . . O1B O 0.8053(3) 0.73961(12) 0.75426(18) 0.0614(8) Uani 1 1 d . . . O2B O 0.5999(3) 0.69035(11) 0.73612(15) 0.0512(7) Uani 1 1 d . . . C10B C 0.6642(4) 0.64150(17) 0.7755(2) 0.0516(10) Uani 1 1 d . . . H10B H 0.7694 0.6474 0.7843 0.062 Uiso 1 1 calc R . . C11B C 0.5893(4) 0.63260(18) 0.8595(2) 0.0554(10) Uani 1 1 d . . . H11B H 0.4840 0.6296 0.8484 0.066 Uiso 1 1 calc R . . C12B C 0.6393(5) 0.5769(2) 0.8948(3) 0.0732(13) Uani 1 1 d . . . H12C H 0.7435 0.5784 0.9067 0.088 Uiso 1 1 calc R . . H12D H 0.5887 0.5698 0.9468 0.088 Uiso 1 1 calc R . . C13B C 0.6092(5) 0.5300(2) 0.8347(3) 0.0731(13) Uani 1 1 d . . . H13C H 0.6412 0.4955 0.8596 0.088 Uiso 1 1 calc R . . H13D H 0.5045 0.5275 0.8248 0.088 Uiso 1 1 calc R . . C14B C 0.6862(4) 0.53799(19) 0.7530(3) 0.0641(12) Uani 1 1 d . . . H14B H 0.7916 0.5395 0.7646 0.077 Uiso 1 1 calc R . . C15B C 0.6414(4) 0.59382(18) 0.7164(3) 0.0607(11) Uani 1 1 d . . . H15C H 0.6976 0.6004 0.6661 0.073 Uiso 1 1 calc R . . H15D H 0.5387 0.5923 0.7007 0.073 Uiso 1 1 calc R . . C16B C 0.6104(5) 0.6815(2) 0.9201(3) 0.0671(12) Uani 1 1 d . . . H16B H 0.5869 0.7152 0.8890 0.080 Uiso 1 1 calc R . . C17B C 0.5008(7) 0.6779(3) 0.9934(3) 0.1026(18) Uani 1 1 d . . . H17D H 0.5280 0.6480 1.0295 0.154 Uiso 1 1 calc R . . H17E H 0.4039 0.6716 0.9719 0.154 Uiso 1 1 calc R . . H17F H 0.5025 0.7119 1.0242 0.154 Uiso 1 1 calc R . . C18B C 0.7648(6) 0.6882(3) 0.9532(3) 0.0948(17) Uani 1 1 d . . . H18D H 0.7956 0.6544 0.9792 0.142 Uiso 1 1 calc R . . H18E H 0.7671 0.7176 0.9933 0.142 Uiso 1 1 calc R . . H18F H 0.8295 0.6968 0.9079 0.142 Uiso 1 1 calc R . . C19B C 0.6598(5) 0.4908(2) 0.6922(4) 0.0920(16) Uani 1 1 d . . . H19D H 0.7011 0.4573 0.7144 0.138 Uiso 1 1 calc R . . H19E H 0.7053 0.4992 0.6398 0.138 Uiso 1 1 calc R . . H19F H 0.5564 0.4859 0.6839 0.138 Uiso 1 1 calc R . . C20B C 0.5801(3) 0.83945(15) 0.83170(17) 0.0377(8) Uani 1 1 d . . . C21B C 0.4285(3) 0.84145(17) 0.84463(17) 0.0430(9) Uani 1 1 d . . . H21B H 0.3652 0.8442 0.7992 0.052 Uiso 1 1 calc R . . C22B C 0.3728(3) 0.83934(18) 0.92399(18) 0.0442(9) Uani 1 1 d . . . O3B O 0.2261(2) 0.84048(15) 0.94355(13) 0.0670(8) Uani 1 1 d . . . C26B C 0.1244(4) 0.8331(3) 0.8790(2) 0.0773(14) Uani 1 1 d . . . H26D H 0.1304 0.8635 0.8409 0.116 Uiso 1 1 calc R . . H26E H 0.0274 0.8313 0.9019 0.116 Uiso 1 1 calc R . . H26F H 0.1454 0.7993 0.8501 0.116 Uiso 1 1 calc R . . C23B C 0.4655(4) 0.83635(18) 0.99307(17) 0.0471(9) Uani 1 1 d . . . O4B O 0.3965(3) 0.83522(15) 1.06873(12) 0.0647(8) Uani 1 1 d . . . C27B C 0.4863(5) 0.8345(3) 1.1409(2) 0.0909(17) Uani 1 1 d . . . H27D H 0.5345 0.7993 1.1452 0.136 Uiso 1 1 calc R . . H27E H 0.4270 0.8403 1.1894 0.136 Uiso 1 1 calc R . . H27F H 0.5584 0.8632 1.1371 0.136 Uiso 1 1 calc R . . C24B C 0.6141(4) 0.8339(2) 0.98034(18) 0.0528(10) Uani 1 1 d . . . H24B H 0.6777 0.8313 1.0256 0.063 Uiso 1 1 calc R . . C25B C 0.6693(3) 0.8354(2) 0.89971(19) 0.0509(9) Uani 1 1 d . . . H25B H 0.7701 0.8337 0.8920 0.061 Uiso 1 1 calc R . . C28B C 0.6647(4) 0.94282(16) 0.7102(2) 0.0443(9) Uani 1 1 d . . . O5B O 0.6361(4) 0.98718(14) 0.67989(19) 0.0807(10) Uani 1 1 d . . . O6B O 0.7717(3) 0.93666(10) 0.76729(14) 0.0490(6) Uani 1 1 d . . . C29B C 0.8498(4) 0.98562(16) 0.7965(2) 0.0497(9) Uani 1 1 d . . . H29B H 0.8014 1.0190 0.7753 0.060 Uiso 1 1 calc R . . C30B C 0.8447(4) 0.98509(17) 0.8912(2) 0.0506(9) Uani 1 1 d . . . H30B H 0.8909 0.9506 0.9096 0.061 Uiso 1 1 calc R . . C31B C 0.9397(5) 1.0324(2) 0.9239(3) 0.0702(12) Uani 1 1 d . . . H31C H 0.9403 1.0317 0.9844 0.084 Uiso 1 1 calc R . . H31D H 0.8978 1.0674 0.9063 0.084 Uiso 1 1 calc R . . C32B C 1.0971(5) 1.0282(2) 0.8921(3) 0.0744(13) Uani 1 1 d . . . H32C H 1.1537 1.0591 0.9134 0.089 Uiso 1 1 calc R . . H32D H 1.1412 0.9944 0.9130 0.089 Uiso 1 1 calc R . . C33B C 1.1025(5) 1.0282(2) 0.7982(3) 0.0674(12) Uani 1 1 d . . . H33B H 1.0648 1.0638 0.7784 0.081 Uiso 1 1 calc R . . C34B C 1.0048(4) 0.98272(18) 0.7636(2) 0.0572(10) Uani 1 1 d . . . H34C H 1.0024 0.9855 0.7032 0.069 Uiso 1 1 calc R . . H34D H 1.0467 0.9471 0.7780 0.069 Uiso 1 1 calc R . . C35B C 0.6870(5) 0.9850(2) 0.9257(2) 0.0659(12) Uani 1 1 d . . . H35B H 0.6361 0.9538 0.8996 0.079 Uiso 1 1 calc R . . C36B C 0.6836(6) 0.9750(2) 1.0194(3) 0.0883(16) Uani 1 1 d . . . H36D H 0.7422 0.9433 1.0327 0.132 Uiso 1 1 calc R . . H36E H 0.5844 0.9686 1.0367 0.132 Uiso 1 1 calc R . . H36F H 0.7219 1.0068 1.0479 0.132 Uiso 1 1 calc R . . C37B C 0.6014(6) 1.0364(3) 0.9033(4) 0.1020(19) Uani 1 1 d . . . H37D H 0.6468 1.0681 0.9286 0.153 Uiso 1 1 calc R . . H37E H 0.5028 1.0329 0.9233 0.153 Uiso 1 1 calc R . . H37F H 0.6000 1.0409 0.8438 0.153 Uiso 1 1 calc R . . C38B C 1.2597(5) 1.0215(3) 0.7663(4) 0.0970(18) Uani 1 1 d . . . H38D H 1.2998 0.9874 0.7868 0.146 Uiso 1 1 calc R . . H38E H 1.3186 1.0518 0.7857 0.146 Uiso 1 1 calc R . . H38F H 1.2592 1.0210 0.7064 0.146 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 N1A 0.0410(15) 0.056(2) 0.0477(15) -0.0011(17) 0.0133(12) -0.0010(18) C2A 0.043(2) 0.052(2) 0.0381(19) 0.0025(17) -0.0021(17) -0.0027(19) C3A 0.0383(19) 0.049(2) 0.0295(17) -0.0023(16) -0.0041(15) -0.0034(17) C4A 0.0306(16) 0.052(2) 0.0357(16) -0.0009(17) -0.0016(13) -0.0023(18) C5A 0.0358(18) 0.047(2) 0.0327(17) -0.0010(16) -0.0037(15) 0.0012(17) C6A 0.039(2) 0.054(3) 0.0359(19) 0.0011(17) -0.0029(16) -0.0016(18) C7A 0.066(3) 0.063(3) 0.058(2) -0.001(2) 0.011(2) -0.012(2) C8A 0.064(3) 0.060(3) 0.057(2) -0.007(2) 0.012(2) 0.006(2) C9A 0.041(2) 0.051(2) 0.0368(19) 0.0003(17) -0.0083(16) -0.0035(19) O1A 0.0410(16) 0.065(2) 0.088(2) -0.0158(16) 0.0077(14) -0.0060(15) O2A 0.0456(14) 0.0514(17) 0.0572(15) -0.0138(13) 0.0069(12) -0.0031(13) C10A 0.043(2) 0.051(3) 0.062(2) -0.011(2) -0.0011(18) 0.0003(19) C11A 0.049(2) 0.056(3) 0.055(2) -0.010(2) -0.0003(18) -0.004(2) C12A 0.076(3) 0.071(3) 0.069(3) -0.023(3) -0.006(2) 0.008(3) C13A 0.065(3) 0.057(3) 0.091(3) -0.023(3) -0.013(2) 0.008(2) C14A 0.043(2) 0.051(3) 0.093(3) 0.001(2) -0.008(2) 0.003(2) C15A 0.051(2) 0.064(3) 0.066(3) -0.004(2) -0.009(2) -0.005(2) C16A 0.075(3) 0.072(3) 0.054(2) -0.009(2) -0.002(2) -0.004(3) C17A 0.101(4) 0.107(4) 0.075(3) -0.004(3) 0.028(3) -0.011(3) C18A 0.137(5) 0.097(4) 0.072(3) 0.004(3) -0.033(3) -0.016(4) C19A 0.081(3) 0.071(4) 0.125(4) 0.013(3) -0.012(3) -0.009(3) C20A 0.0379(17) 0.045(2) 0.0342(16) 0.0001(17) 0.0003(13) -0.0042(17) C21A 0.0375(18) 0.060(3) 0.0314(15) -0.0017(17) 0.0044(13) 0.0003(18) C22A 0.0365(17) 0.062(3) 0.0353(16) 0.0025(18) -0.0020(13) -0.0030(19) O3A 0.0353(13) 0.125(3) 0.0411(12) 0.0057(17) -0.0050(10) -0.0005(17) C26A 0.037(2) 0.141(5) 0.062(2) -0.003(3) 0.0026(17) 0.004(3) C23A 0.0438(19) 0.063(2) 0.0304(16) -0.0014(18) -0.0033(14) -0.009(2) O4A 0.0563(15) 0.107(2) 0.0280(11) -0.0001(15) -0.0049(10) -0.0079(18) C27A 0.079(3) 0.157(5) 0.0263(17) 0.000(3) 0.0039(17) -0.012(4) C24A 0.046(2) 0.082(3) 0.0331(16) -0.005(2) 0.0084(14) -0.006(2) C25A 0.0359(18) 0.079(3) 0.0378(17) -0.003(2) 0.0022(14) -0.003(2) C28A 0.053(2) 0.053(3) 0.0345(19) 0.0014(18) 0.0029(17) -0.002(2) O5A 0.104(2) 0.051(2) 0.085(2) -0.0140(17) 0.0421(19) -0.0135(18) O6A 0.0544(15) 0.0467(16) 0.0451(13) 0.0007(12) 0.0103(12) -0.0091(13) C29A 0.054(2) 0.042(2) 0.051(2) 0.0031(18) 0.0058(17) -0.0032(19) C30A 0.056(2) 0.055(2) 0.047(2) 0.0051(19) 0.0093(17) 0.005(2) C31A 0.087(3) 0.063(3) 0.054(2) 0.011(2) 0.012(2) -0.005(3) C32A 0.072(3) 0.073(3) 0.076(3) 0.003(3) 0.019(2) -0.021(3) C33A 0.063(3) 0.054(3) 0.075(3) -0.007(2) 0.003(2) -0.010(2) C34A 0.061(2) 0.057(3) 0.054(2) 0.000(2) -0.0044(19) -0.009(2) C35A 0.067(3) 0.080(3) 0.050(2) 0.015(2) -0.004(2) 0.004(3) C36A 0.094(4) 0.120(5) 0.089(4) 0.009(4) -0.013(3) 0.035(4) C37A 0.099(4) 0.121(5) 0.056(3) 0.013(3) -0.011(3) -0.010(4) C38A 0.068(3) 0.105(5) 0.127(5) -0.011(4) -0.005(3) -0.020(3) N1B 0.0434(16) 0.056(2) 0.0452(15) 0.0029(17) -0.0136(12) -0.0037(18) C2B 0.041(2) 0.054(3) 0.0352(18) -0.0005(17) 0.0019(16) -0.0046(18) C3B 0.0359(18) 0.049(2) 0.0306(17) 0.0020(16) 0.0053(15) -0.0008(17) C4B 0.0317(16) 0.052(2) 0.0320(15) 0.0012(17) 0.0018(12) -0.0064(18) C5B 0.0384(19) 0.048(2) 0.0325(17) 0.0011(16) 0.0032(15) 0.0009(17) C6B 0.043(2) 0.051(2) 0.0341(18) 0.0017(17) 0.0030(16) -0.0014(18) C7B 0.069(3) 0.061(3) 0.055(2) -0.005(2) -0.011(2) -0.005(2) C8B 0.057(2) 0.063(3) 0.056(2) 0.008(2) -0.0118(19) 0.003(2) C9B 0.043(2) 0.050(2) 0.0379(19) -0.0002(17) 0.0070(17) -0.0042(19) O1B 0.0376(15) 0.0590(19) 0.088(2) 0.0152(15) -0.0025(14) -0.0001(14) O2B 0.0463(15) 0.0500(17) 0.0574(15) 0.0107(13) -0.0079(12) -0.0025(13) C10B 0.043(2) 0.055(3) 0.056(2) 0.012(2) -0.0034(17) 0.0010(19) C11B 0.047(2) 0.058(3) 0.061(2) 0.012(2) -0.0005(18) 0.000(2) C12B 0.081(3) 0.072(3) 0.066(3) 0.021(3) 0.009(2) 0.005(3) C13B 0.060(3) 0.059(3) 0.100(3) 0.024(3) 0.010(2) 0.006(2) C14B 0.043(2) 0.058(3) 0.091(3) 0.001(2) 0.010(2) -0.002(2) C15B 0.052(2) 0.065(3) 0.065(3) 0.006(2) 0.009(2) -0.002(2) C16B 0.078(3) 0.071(3) 0.053(2) 0.012(2) -0.001(2) -0.005(3) C17B 0.134(5) 0.103(4) 0.071(3) -0.002(3) 0.034(3) -0.015(4) C18B 0.097(4) 0.100(4) 0.087(3) 0.005(3) -0.027(3) -0.010(3) C19B 0.076(3) 0.072(4) 0.129(4) -0.013(3) 0.009(3) -0.003(3) C20B 0.0359(17) 0.044(2) 0.0334(15) -0.0020(16) 0.0002(13) -0.0057(17) C21B 0.0391(18) 0.062(3) 0.0282(15) 0.0029(17) -0.0033(13) 0.0008(19) C22B 0.0320(17) 0.062(3) 0.0384(17) -0.0020(19) 0.0022(13) -0.0013(19) O3B 0.0360(13) 0.125(3) 0.0400(12) -0.0024(17) 0.0058(10) 0.0004(17) C26B 0.039(2) 0.129(4) 0.063(2) 0.002(3) -0.0069(17) 0.003(3) C23B 0.049(2) 0.065(2) 0.0273(15) 0.0012(18) 0.0017(14) -0.010(2) O4B 0.0559(15) 0.110(2) 0.0287(11) -0.0014(16) 0.0038(10) -0.0121(18) C27B 0.080(3) 0.164(5) 0.0288(18) 0.003(3) -0.0054(18) -0.016(4) C24B 0.0439(19) 0.083(3) 0.0319(16) 0.004(2) -0.0084(14) -0.007(2) C25B 0.0343(17) 0.079(3) 0.0397(18) 0.001(2) 0.0001(14) -0.007(2) C28B 0.051(2) 0.049(3) 0.0330(18) 0.0038(17) -0.0010(17) -0.0002(19) O5B 0.102(2) 0.058(2) 0.081(2) 0.0120(17) -0.0419(19) -0.0098(18) O6B 0.0538(15) 0.0481(16) 0.0451(13) -0.0018(12) -0.0102(12) -0.0047(13) C29B 0.059(2) 0.041(2) 0.049(2) -0.0025(18) -0.0053(18) -0.005(2) C30B 0.057(2) 0.050(2) 0.044(2) -0.0045(18) -0.0046(17) -0.001(2) C31B 0.086(3) 0.069(3) 0.056(2) -0.013(2) -0.016(2) -0.003(3) C32B 0.075(3) 0.070(3) 0.078(3) 0.001(3) -0.025(2) -0.024(3) C33B 0.066(3) 0.058(3) 0.078(3) 0.010(2) 0.002(2) -0.011(2) C34B 0.061(2) 0.054(3) 0.057(2) -0.001(2) 0.0050(19) -0.005(2) C35B 0.061(3) 0.081(3) 0.055(2) -0.017(2) 0.002(2) 0.004(2) C36B 0.098(4) 0.111(5) 0.056(3) -0.018(3) 0.013(2) -0.005(3) C37B 0.083(4) 0.121(5) 0.102(4) -0.004(4) 0.016(3) 0.039(4) C38B 0.062(3) 0.096(4) 0.133(5) 0.007(4) 0.010(3) -0.021(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N1A C2A 1.382(5) . ? N1A C6A 1.385(5) . ? N1A H1A 0.8600 . ? C2A C3A 1.344(5) . ? C2A C7A 1.503(5) . ? C3A C9A 1.472(5) . ? C3A C4A 1.513(5) . ? C4A C20A 1.529(4) . ? C4A C5A 1.531(5) . ? C4A H4A 0.9800 . ? C5A C6A 1.351(5) . ? C5A C28A 1.465(5) . ? C6A C8A 1.496(5) . ? C7A H7A1 0.9600 . ? C7A H7A2 0.9600 . ? C7A H7A3 0.9600 . ? C8A H8A1 0.9600 . ? C8A H8A2 0.9600 . ? C8A H8A3 0.9600 . ? C9A O1A 1.210(4) . ? C9A O2A 1.345(4) . ? O2A C10A 1.469(4) . ? C10A C15A 1.511(6) . ? C10A C11A 1.519(5) . ? C10A H10A 0.9800 . ? C11A C12A 1.525(6) . ? C11A C16A 1.542(6) . ? C11A H11A 0.9800 . ? C12A C13A 1.509(7) . ? C12A H12A 0.9700 . ? C12A H12B 0.9700 . ? C13A C14A 1.512(6) . ? C13A H13A 0.9700 . ? C13A H13B 0.9700 . ? C14A C19A 1.509(7) . ? C14A C15A 1.530(6) . ? C14A H14A 0.9800 . ? C15A H15A 0.9700 . ? C15A H15B 0.9700 . ? C16A C18A 1.528(6) . ? C16A C17A 1.529(6) . ? C16A H16A 0.9800 . ? C17A H17A 0.9600 . ? C17A H17B 0.9600 . ? C17A H17C 0.9600 . ? C18A H18A 0.9600 . ? C18A H18B 0.9600 . ? C18A H18C 0.9600 . ? C19A H19A 0.9600 . ? C19A H19B 0.9600 . ? C19A H19C 0.9600 . ? C20A C25A 1.373(4) . ? C20A C21A 1.391(4) . ? C21A C22A 1.376(4) . ? C21A H21A 0.9300 . ? C22A O3A 1.383(4) . ? C22A C23A 1.389(4) . ? O3A C26A 1.393(4) . ? C26A H26A 0.9600 . ? C26A H26B 0.9600 . ? C26A H26C 0.9600 . ? C23A O4A 1.368(4) . ? C23A C24A 1.368(5) . ? O4A C27A 1.411(4) . ? C27A H27A 0.9600 . ? C27A H27B 0.9600 . ? C27A H27C 0.9600 . ? C24A C25A 1.387(4) . ? C24A H24A 0.9300 . ? C25A H25A 0.9300 . ? C28A O5A 1.211(5) . ? C28A O6A 1.358(4) . ? O6A C29A 1.453(4) . ? C29A C34A 1.516(5) . ? C29A C30A 1.525(5) . ? C29A H29A 0.9800 . ? C30A C35A 1.521(5) . ? C30A C31A 1.537(6) . ? C30A H30A 0.9800 . ? C31A C32A 1.516(6) . ? C31A H31A 0.9700 . ? C31A H31B 0.9700 . ? C32A C33A 1.509(6) . ? C32A H32A 0.9700 . ? C32A H32B 0.9700 . ? C33A C34A 1.521(6) . ? C33A C38A 1.528(6) . ? C33A H33A 0.9800 . ? C34A H34A 0.9700 . ? C34A H34B 0.9700 . ? C35A C36A 1.519(7) . ? C35A C37A 1.544(6) . ? C35A H35A 0.9800 . ? C36A H36A 0.9600 . ? C36A H36B 0.9600 . ? C36A H36C 0.9600 . ? C37A H37A 0.9600 . ? C37A H37B 0.9600 . ? C37A H37C 0.9600 . ? C38A H38A 0.9600 . ? C38A H38B 0.9600 . ? C38A H38C 0.9600 . ? N1B C6B 1.374(5) . ? N1B C2B 1.390(5) . ? N1B H1B 0.8600 . ? C2B C3B 1.337(5) . ? C2B C7B 1.503(5) . ? C3B C9B 1.479(5) . ? C3B C4B 1.523(5) . ? C4B C5B 1.513(5) . ? C4B C20B 1.537(4) . ? C4B H4B 0.9800 . ? C5B C6B 1.355(5) . ? C5B C28B 1.467(5) . ? C6B C8B 1.494(5) . ? C7B H7B1 0.9600 . ? C7B H7B2 0.9600 . ? C7B H7B3 0.9600 . ? C8B H8B1 0.9600 . ? C8B H8B2 0.9600 . ? C8B H8B3 0.9600 . ? C9B O1B 1.209(4) . ? C9B O2B 1.341(4) . ? O2B C10B 1.462(4) . ? C10B C15B 1.507(6) . ? C10B C11B 1.528(5) . ? C10B H10B 0.9800 . ? C11B C12B 1.531(6) . ? C11B C16B 1.542(6) . ? C11B H11B 0.9800 . ? C12B C13B 1.512(7) . ? C12B H12C 0.9700 . ? C12B H12D 0.9700 . ? C13B C14B 1.501(6) . ? C13B H13C 0.9700 . ? C13B H13D 0.9700 . ? C14B C19B 1.521(7) . ? C14B C15B 1.528(6) . ? C14B H14B 0.9800 . ? C15B H15C 0.9700 . ? C15B H15D 0.9700 . ? C16B C18B 1.512(6) . ? C16B C17B 1.549(6) . ? C16B H16B 0.9800 . ? C17B H17D 0.9600 . ? C17B H17E 0.9600 . ? C17B H17F 0.9600 . ? C18B H18D 0.9600 . ? C18B H18E 0.9600 . ? C18B H18F 0.9600 . ? C19B H19D 0.9600 . ? C19B H19E 0.9600 . ? C19B H19F 0.9600 . ? C20B C25B 1.362(4) . ? C20B C21B 1.401(4) . ? C21B C22B 1.373(4) . ? C21B H21B 0.9300 . ? C22B O3B 1.376(4) . ? C22B C23B 1.393(4) . ? O3B C26B 1.399(4) . ? C26B H26D 0.9600 . ? C26B H26E 0.9600 . ? C26B H26F 0.9600 . ? C23B O4B 1.369(4) . ? C23B C24B 1.374(5) . ? O4B C27B 1.417(4) . ? C27B H27D 0.9600 . ? C27B H27E 0.9600 . ? C27B H27F 0.9600 . ? C24B C25B 1.390(4) . ? C24B H24B 0.9300 . ? C25B H25B 0.9300 . ? C28B O5B 1.206(5) . ? C28B O6B 1.345(4) . ? O6B C29B 1.458(4) . ? C29B C34B 1.514(5) . ? C29B C30B 1.521(5) . ? C29B H29B 0.9800 . ? C30B C31B 1.527(6) . ? C30B C35B 1.544(5) . ? C30B H30B 0.9800 . ? C31B C32B 1.530(6) . ? C31B H31C 0.9700 . ? C31B H31D 0.9700 . ? C32B C33B 1.507(6) . ? C32B H32C 0.9700 . ? C32B H32D 0.9700 . ? C33B C34B 1.521(6) . ? C33B C38B 1.534(6) . ? C33B H33B 0.9800 . ? C34B H34C 0.9700 . ? C34B H34D 0.9700 . ? C35B C37B 1.511(7) . ? C35B C36B 1.522(6) . ? C35B H35B 0.9800 . ? C36B H36D 0.9600 . ? C36B H36E 0.9600 . ? C36B H36F 0.9600 . ? C37B H37D 0.9600 . ? C37B H37E 0.9600 . ? C37B H37F 0.9600 . ? C38B H38D 0.9600 . ? C38B H38E 0.9600 . ? C38B H38F 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 C2A N1A C6A 124.0(3) . . ? C2A N1A H1A 118.0 . . ? C6A N1A H1A 118.0 . . ? C3A C2A N1A 119.2(3) . . ? C3A C2A C7A 128.0(4) . . ? N1A C2A C7A 112.8(3) . . ? C2A C3A C9A 125.5(3) . . ? C2A C3A C4A 121.0(3) . . ? C9A C3A C4A 113.4(3) . . ? C3A C4A C20A 109.2(3) . . ? C3A C4A C5A 111.7(2) . . ? C20A C4A C5A 112.4(3) . . ? C3A C4A H4A 107.8 . . ? C20A C4A H4A 107.8 . . ? C5A C4A H4A 107.8 . . ? C6A C5A C28A 121.3(3) . . ? C6A C5A C4A 120.4(3) . . ? C28A C5A C4A 118.2(3) . . ? C5A C6A N1A 119.0(3) . . ? C5A C6A C8A 127.8(4) . . ? N1A C6A C8A 113.2(3) . . ? C2A C7A H7A1 109.5 . . ? C2A C7A H7A2 109.5 . . ? H7A1 C7A H7A2 109.5 . . ? C2A C7A H7A3 109.5 . . ? H7A1 C7A H7A3 109.5 . . ? H7A2 C7A H7A3 109.5 . . ? C6A C8A H8A1 109.5 . . ? C6A C8A H8A2 109.5 . . ? H8A1 C8A H8A2 109.5 . . ? C6A C8A H8A3 109.5 . . ? H8A1 C8A H8A3 109.5 . . ? H8A2 C8A H8A3 109.5 . . ? O1A C9A O2A 122.1(4) . . ? O1A C9A C3A 123.3(4) . . ? O2A C9A C3A 114.5(3) . . ? C9A O2A C10A 119.2(3) . . ? O2A C10A C15A 106.7(3) . . ? O2A C10A C11A 108.5(3) . . ? C15A C10A C11A 113.0(3) . . ? O2A C10A H10A 109.5 . . ? C15A C10A H10A 109.5 . . ? C11A C10A H10A 109.5 . . ? C10A C11A C12A 108.4(3) . . ? C10A C11A C16A 113.7(3) . . ? C12A C11A C16A 114.4(3) . . ? C10A C11A H11A 106.6 . . ? C12A C11A H11A 106.6 . . ? C16A C11A H11A 106.6 . . ? C13A C12A C11A 112.4(4) . . ? C13A C12A H12A 109.1 . . ? C11A C12A H12A 109.1 . . ? C13A C12A H12B 109.1 . . ? C11A C12A H12B 109.1 . . ? H12A C12A H12B 107.9 . . ? C12A C13A C14A 111.0(4) . . ? C12A C13A H13A 109.4 . . ? C14A C13A H13A 109.4 . . ? C12A C13A H13B 109.4 . . ? C14A C13A H13B 109.4 . . ? H13A C13A H13B 108.0 . . ? C19A C14A C13A 112.5(4) . . ? C19A C14A C15A 112.2(4) . . ? C13A C14A C15A 109.2(4) . . ? C19A C14A H14A 107.6 . . ? C13A C14A H14A 107.6 . . ? C15A C14A H14A 107.6 . . ? C10A C15A C14A 113.0(3) . . ? C10A C15A H15A 109.0 . . ? C14A C15A H15A 109.0 . . ? C10A C15A H15B 109.0 . . ? C14A C15A H15B 109.0 . . ? H15A C15A H15B 107.8 . . ? C18A C16A C17A 109.1(4) . . ? C18A C16A C11A 111.5(4) . . ? C17A C16A C11A 113.9(4) . . ? C18A C16A H16A 107.3 . . ? C17A C16A H16A 107.3 . . ? C11A C16A H16A 107.3 . . ? C16A C17A H17A 109.5 . . ? C16A C17A H17B 109.5 . . ? H17A C17A H17B 109.5 . . ? C16A C17A H17C 109.5 . . ? H17A C17A H17C 109.5 . . ? H17B C17A H17C 109.5 . . ? C16A C18A H18A 109.5 . . ? C16A C18A H18B 109.5 . . ? H18A C18A H18B 109.5 . . ? C16A C18A H18C 109.5 . . ? H18A C18A H18C 109.5 . . ? H18B C18A H18C 109.5 . . ? C14A C19A H19A 109.5 . . ? C14A C19A H19B 109.5 . . ? H19A C19A H19B 109.5 . . ? C14A C19A H19C 109.5 . . ? H19A C19A H19C 109.5 . . ? H19B C19A H19C 109.5 . . ? C25A C20A C21A 118.4(3) . . ? C25A C20A C4A 121.6(3) . . ? C21A C20A C4A 119.9(3) . . ? C22A C21A C20A 120.2(3) . . ? C22A C21A H21A 119.9 . . ? C20A C21A H21A 119.9 . . ? C21A C22A O3A 124.6(3) . . ? C21A C22A C23A 120.9(3) . . ? O3A C22A C23A 114.5(3) . . ? C22A O3A C26A 118.6(3) . . ? O3A C26A H26A 109.5 . . ? O3A C26A H26B 109.5 . . ? H26A C26A H26B 109.5 . . ? O3A C26A H26C 109.5 . . ? H26A C26A H26C 109.5 . . ? H26B C26A H26C 109.5 . . ? O4A C23A C24A 125.5(3) . . ? O4A C23A C22A 115.6(3) . . ? C24A C23A C22A 118.9(3) . . ? C23A O4A C27A 117.9(3) . . ? O4A C27A H27A 109.5 . . ? O4A C27A H27B 109.5 . . ? H27A C27A H27B 109.5 . . ? O4A C27A H27C 109.5 . . ? H27A C27A H27C 109.5 . . ? H27B C27A H27C 109.5 . . ? C23A C24A C25A 120.1(3) . . ? C23A C24A H24A 119.9 . . ? C25A C24A H24A 119.9 . . ? C20A C25A C24A 121.4(3) . . ? C20A C25A H25A 119.3 . . ? C24A C25A H25A 119.3 . . ? O5A C28A O6A 121.6(3) . . ? O5A C28A C5A 127.4(3) . . ? O6A C28A C5A 111.0(3) . . ? C28A O6A C29A 119.3(3) . . ? O6A C29A C34A 107.5(3) . . ? O6A C29A C30A 108.0(3) . . ? C34A C29A C30A 112.7(3) . . ? O6A C29A H29A 109.5 . . ? C34A C29A H29A 109.5 . . ? C30A C29A H29A 109.5 . . ? C35A C30A C29A 112.5(3) . . ? C35A C30A C31A 115.2(3) . . ? C29A C30A C31A 108.0(3) . . ? C35A C30A H30A 106.9 . . ? C29A C30A H30A 106.9 . . ? C31A C30A H30A 106.9 . . ? C32A C31A C30A 112.3(4) . . ? C32A C31A H31A 109.1 . . ? C30A C31A H31A 109.1 . . ? C32A C31A H31B 109.1 . . ? C30A C31A H31B 109.1 . . ? H31A C31A H31B 107.9 . . ? C33A C32A C31A 110.9(4) . . ? C33A C32A H32A 109.5 . . ? C31A C32A H32A 109.5 . . ? C33A C32A H32B 109.5 . . ? C31A C32A H32B 109.5 . . ? H32A C32A H32B 108.0 . . ? C32A C33A C34A 110.7(3) . . ? C32A C33A C38A 111.3(4) . . ? C34A C33A C38A 110.5(4) . . ? C32A C33A H33A 108.1 . . ? C34A C33A H33A 108.1 . . ? C38A C33A H33A 108.1 . . ? C29A C34A C33A 112.6(3) . . ? C29A C34A H34A 109.1 . . ? C33A C34A H34A 109.1 . . ? C29A C34A H34B 109.1 . . ? C33A C34A H34B 109.1 . . ? H34A C34A H34B 107.8 . . ? C36A C35A C30A 113.4(4) . . ? C36A C35A C37A 110.5(4) . . ? C30A C35A C37A 111.5(4) . . ? C36A C35A H35A 107.0 . . ? C30A C35A H35A 107.0 . . ? C37A C35A H35A 107.0 . . ? C35A C36A H36A 109.5 . . ? C35A C36A H36B 109.5 . . ? H36A C36A H36B 109.5 . . ? C35A C36A H36C 109.5 . . ? H36A C36A H36C 109.5 . . ? H36B C36A H36C 109.5 . . ? C35A C37A H37A 109.5 . . ? C35A C37A H37B 109.5 . . ? H37A C37A H37B 109.5 . . ? C35A C37A H37C 109.5 . . ? H37A C37A H37C 109.5 . . ? H37B C37A H37C 109.5 . . ? C33A C38A H38A 109.5 . . ? C33A C38A H38B 109.5 . . ? H38A C38A H38B 109.5 . . ? C33A C38A H38C 109.5 . . ? H38A C38A H38C 109.5 . . ? H38B C38A H38C 109.5 . . ? C6B N1B C2B 124.1(3) . . ? C6B N1B H1B 118.0 . . ? C2B N1B H1B 118.0 . . ? C3B C2B N1B 118.7(3) . . ? C3B C2B C7B 128.4(4) . . ? N1B C2B C7B 112.8(3) . . ? C2B C3B C9B 124.9(3) . . ? C2B C3B C4B 121.0(3) . . ? C9B C3B C4B 114.0(3) . . ? C5B C4B C3B 111.9(2) . . ? C5B C4B C20B 113.2(3) . . ? C3B C4B C20B 108.1(3) . . ? C5B C4B H4B 107.9 . . ? C3B C4B H4B 107.9 . . ? C20B C4B H4B 107.9 . . ? C6B C5B C28B 121.6(3) . . ? C6B C5B C4B 120.4(3) . . ? C28B C5B C4B 118.0(3) . . ? C5B C6B N1B 119.3(3) . . ? C5B C6B C8B 127.2(4) . . ? N1B C6B C8B 113.6(3) . . ? C2B C7B H7B1 109.5 . . ? C2B C7B H7B2 109.5 . . ? H7B1 C7B H7B2 109.5 . . ? C2B C7B H7B3 109.5 . . ? H7B1 C7B H7B3 109.5 . . ? H7B2 C7B H7B3 109.5 . . ? C6B C8B H8B1 109.5 . . ? C6B C8B H8B2 109.5 . . ? H8B1 C8B H8B2 109.5 . . ? C6B C8B H8B3 109.5 . . ? H8B1 C8B H8B3 109.5 . . ? H8B2 C8B H8B3 109.5 . . ? O1B C9B O2B 122.8(4) . . ? O1B C9B C3B 122.2(3) . . ? O2B C9B C3B 114.8(3) . . ? C9B O2B C10B 119.1(3) . . ? O2B C10B C15B 107.0(3) . . ? O2B C10B C11B 108.3(3) . . ? C15B C10B C11B 112.7(3) . . ? O2B C10B H10B 109.6 . . ? C15B C10B H10B 109.6 . . ? C11B C10B H10B 109.6 . . ? C10B C11B C12B 108.4(3) . . ? C10B C11B C16B 113.1(3) . . ? C12B C11B C16B 114.0(3) . . ? C10B C11B H11B 107.0 . . ? C12B C11B H11B 107.0 . . ? C16B C11B H11B 107.0 . . ? C13B C12B C11B 111.8(4) . . ? C13B C12B H12C 109.3 . . ? C11B C12B H12C 109.3 . . ? C13B C12B H12D 109.3 . . ? C11B C12B H12D 109.3 . . ? H12C C12B H12D 107.9 . . ? C14B C13B C12B 112.0(4) . . ? C14B C13B H13C 109.2 . . ? C12B C13B H13C 109.2 . . ? C14B C13B H13D 109.2 . . ? C12B C13B H13D 109.2 . . ? H13C C13B H13D 107.9 . . ? C13B C14B C19B 112.9(4) . . ? C13B C14B C15B 108.9(4) . . ? C19B C14B C15B 112.0(4) . . ? C13B C14B H14B 107.6 . . ? C19B C14B H14B 107.6 . . ? C15B C14B H14B 107.6 . . ? C10B C15B C14B 113.5(3) . . ? C10B C15B H15C 108.9 . . ? C14B C15B H15C 108.9 . . ? C10B C15B H15D 108.9 . . ? C14B C15B H15D 108.9 . . ? H15C C15B H15D 107.7 . . ? C18B C16B C11B 114.7(4) . . ? C18B C16B C17B 110.1(4) . . ? C11B C16B C17B 110.9(4) . . ? C18B C16B H16B 106.9 . . ? C11B C16B H16B 106.9 . . ? C17B C16B H16B 106.9 . . ? C16B C17B H17D 109.5 . . ? C16B C17B H17E 109.5 . . ? H17D C17B H17E 109.5 . . ? C16B C17B H17F 109.5 . . ? H17D C17B H17F 109.5 . . ? H17E C17B H17F 109.5 . . ? C16B C18B H18D 109.5 . . ? C16B C18B H18E 109.5 . . ? H18D C18B H18E 109.5 . . ? C16B C18B H18F 109.5 . . ? H18D C18B H18F 109.5 . . ? H18E C18B H18F 109.5 . . ? C14B C19B H19D 109.5 . . ? C14B C19B H19E 109.5 . . ? H19D C19B H19E 109.5 . . ? C14B C19B H19F 109.5 . . ? H19D C19B H19F 109.5 . . ? H19E C19B H19F 109.5 . . ? C25B C20B C21B 118.1(3) . . ? C25B C20B C4B 121.6(3) . . ? C21B C20B C4B 120.2(3) . . ? C22B C21B C20B 120.3(3) . . ? C22B C21B H21B 119.8 . . ? C20B C21B H21B 119.8 . . ? C21B C22B O3B 125.0(3) . . ? C21B C22B C23B 120.9(3) . . ? O3B C22B C23B 114.1(3) . . ? C22B O3B C26B 118.2(3) . . ? O3B C26B H26D 109.5 . . ? O3B C26B H26E 109.5 . . ? H26D C26B H26E 109.5 . . ? O3B C26B H26F 109.5 . . ? H26D C26B H26F 109.5 . . ? H26E C26B H26F 109.5 . . ? O4B C23B C24B 126.0(3) . . ? O4B C23B C22B 115.2(3) . . ? C24B C23B C22B 118.8(3) . . ? C23B O4B C27B 117.3(3) . . ? O4B C27B H27D 109.5 . . ? O4B C27B H27E 109.5 . . ? H27D C27B H27E 109.5 . . ? O4B C27B H27F 109.5 . . ? H27D C27B H27F 109.5 . . ? H27E C27B H27F 109.5 . . ? C23B C24B C25B 119.9(3) . . ? C23B C24B H24B 120.1 . . ? C25B C24B H24B 120.1 . . ? C20B C25B C24B 122.0(3) . . ? C20B C25B H25B 119.0 . . ? C24B C25B H25B 119.0 . . ? O5B C28B O6B 121.9(3) . . ? O5B C28B C5B 127.4(3) . . ? O6B C28B C5B 110.7(3) . . ? C28B O6B C29B 118.8(3) . . ? O6B C29B C34B 107.9(3) . . ? O6B C29B C30B 107.3(3) . . ? C34B C29B C30B 112.3(3) . . ? O6B C29B H29B 109.8 . . ? C34B C29B H29B 109.8 . . ? C30B C29B H29B 109.8 . . ? C29B C30B C31B 108.5(3) . . ? C29B C30B C35B 113.0(3) . . ? C31B C30B C35B 114.0(3) . . ? C29B C30B H30B 107.0 . . ? C31B C30B H30B 107.0 . . ? C35B C30B H30B 107.0 . . ? C30B C31B C32B 111.6(4) . . ? C30B C31B H31C 109.3 . . ? C32B C31B H31C 109.3 . . ? C30B C31B H31D 109.3 . . ? C32B C31B H31D 109.3 . . ? H31C C31B H31D 108.0 . . ? C33B C32B C31B 111.6(4) . . ? C33B C32B H32C 109.3 . . ? C31B C32B H32C 109.3 . . ? C33B C32B H32D 109.3 . . ? C31B C32B H32D 109.3 . . ? H32C C32B H32D 108.0 . . ? C32B C33B C34B 110.0(4) . . ? C32B C33B C38B 111.6(4) . . ? C34B C33B C38B 110.4(4) . . ? C32B C33B H33B 108.2 . . ? C34B C33B H33B 108.2 . . ? C38B C33B H33B 108.2 . . ? C29B C34B C33B 112.8(3) . . ? C29B C34B H34C 109.0 . . ? C33B C34B H34C 109.0 . . ? C29B C34B H34D 109.0 . . ? C33B C34B H34D 109.0 . . ? H34C C34B H34D 107.8 . . ? C37B C35B C36B 110.7(4) . . ? C37B C35B C30B 113.3(4) . . ? C36B C35B C30B 112.1(4) . . ? C37B C35B H35B 106.8 . . ? C36B C35B H35B 106.8 . . ? C30B C35B H35B 106.8 . . ? C35B C36B H36D 109.5 . . ? C35B C36B H36E 109.5 . . ? H36D C36B H36E 109.5 . . ? C35B C36B H36F 109.5 . . ? H36D C36B H36F 109.5 . . ? H36E C36B H36F 109.5 . . ? C35B C37B H37D 109.5 . . ? C35B C37B H37E 109.5 . . ? H37D C37B H37E 109.5 . . ? C35B C37B H37F 109.5 . . ? H37D C37B H37F 109.5 . . ? H37E C37B H37F 109.5 . . ? C33B C38B H38D 109.5 . . ? C33B C38B H38E 109.5 . . ? H38D C38B H38E 109.5 . . ? C33B C38B H38F 109.5 . . ? H38D C38B H38F 109.5 . . ? H38E C38B H38F 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 C6A N1A C2A C3A 11.3(5) . . . . ? C6A N1A C2A C7A -166.6(3) . . . . ? N1A C2A C3A C9A -176.4(3) . . . . ? C7A C2A C3A C9A 1.1(6) . . . . ? N1A C2A C3A C4A 6.9(5) . . . . ? C7A C2A C3A C4A -175.6(3) . . . . ? C2A C3A C4A C20A 103.6(3) . . . . ? C9A C3A C4A C20A -73.4(3) . . . . ? C2A C3A C4A C5A -21.4(4) . . . . ? C9A C3A C4A C5A 161.6(3) . . . . ? C3A C4A C5A C6A 20.5(4) . . . . ? C20A C4A C5A C6A -102.7(3) . . . . ? C3A C4A C5A C28A -161.8(3) . . . . ? C20A C4A C5A C28A 74.9(4) . . . . ? C28A C5A C6A N1A 177.1(3) . . . . ? C4A C5A C6A N1A -5.4(5) . . . . ? C28A C5A C6A C8A -3.1(5) . . . . ? C4A C5A C6A C8A 174.4(3) . . . . ? C2A N1A C6A C5A -12.0(4) . . . . ? C2A N1A C6A C8A 168.2(3) . . . . ? C2A C3A C9A O1A 150.4(4) . . . . ? C4A C3A C9A O1A -32.7(5) . . . . ? C2A C3A C9A O2A -33.7(5) . . . . ? C4A C3A C9A O2A 143.2(3) . . . . ? O1A C9A O2A C10A 3.6(5) . . . . ? C3A C9A O2A C10A -172.4(3) . . . . ? C9A O2A C10A C15A -130.0(3) . . . . ? C9A O2A C10A C11A 107.9(3) . . . . ? O2A C10A C11A C12A 171.4(3) . . . . ? C15A C10A C11A C12A 53.3(4) . . . . ? O2A C10A C11A C16A -60.1(4) . . . . ? C15A C10A C11A C16A -178.3(4) . . . . ? C10A C11A C12A C13A -56.6(5) . . . . ? C16A C11A C12A C13A 175.4(4) . . . . ? C11A C12A C13A C14A 59.9(5) . . . . ? C12A C13A C14A C19A 178.6(4) . . . . ? C12A C13A C14A C15A -56.1(5) . . . . ? O2A C10A C15A C14A -173.0(3) . . . . ? C11A C10A C15A C14A -53.8(4) . . . . ? C19A C14A C15A C10A 179.1(4) . . . . ? C13A C14A C15A C10A 53.6(5) . . . . ? C10A C11A C16A C18A 165.2(4) . . . . ? C12A C11A C16A C18A -69.5(5) . . . . ? C10A C11A C16A C17A -70.7(5) . . . . ? C12A C11A C16A C17A 54.6(5) . . . . ? C3A C4A C20A C25A 110.7(4) . . . . ? C5A C4A C20A C25A -124.7(4) . . . . ? C3A C4A C20A C21A -66.0(4) . . . . ? C5A C4A C20A C21A 58.6(4) . . . . ? C25A C20A C21A C22A 0.0(6) . . . . ? C4A C20A C21A C22A 176.8(4) . . . . ? C20A C21A C22A O3A -179.3(4) . . . . ? C20A C21A C22A C23A 1.3(6) . . . . ? C21A C22A O3A C26A 12.0(7) . . . . ? C23A C22A O3A C26A -168.6(4) . . . . ? C21A C22A C23A O4A 179.9(4) . . . . ? O3A C22A C23A O4A 0.5(6) . . . . ? C21A C22A C23A C24A -2.3(6) . . . . ? O3A C22A C23A C24A 178.3(4) . . . . ? C24A C23A O4A C27A 4.4(7) . . . . ? C22A C23A O4A C27A -178.0(4) . . . . ? O4A C23A C24A C25A 179.5(4) . . . . ? C22A C23A C24A C25A 2.0(7) . . . . ? C21A C20A C25A C24A -0.3(7) . . . . ? C4A C20A C25A C24A -177.1(4) . . . . ? C23A C24A C25A C20A -0.7(7) . . . . ? C6A C5A C28A O5A 1.7(6) . . . . ? C4A C5A C28A O5A -175.9(4) . . . . ? C6A C5A C28A O6A -177.9(3) . . . . ? C4A C5A C28A O6A 4.5(4) . . . . ? O5A C28A O6A C29A 4.1(5) . . . . ? C5A C28A O6A C29A -176.3(3) . . . . ? C28A O6A C29A C34A -111.1(3) . . . . ? C28A O6A C29A C30A 127.0(3) . . . . ? O6A C29A C30A C35A -58.5(4) . . . . ? C34A C29A C30A C35A -177.1(4) . . . . ? O6A C29A C30A C31A 173.2(3) . . . . ? C34A C29A C30A C31A 54.6(4) . . . . ? C35A C30A C31A C32A 176.1(4) . . . . ? C29A C30A C31A C32A -57.1(4) . . . . ? C30A C31A C32A C33A 58.7(5) . . . . ? C31A C32A C33A C34A -54.9(5) . . . . ? C31A C32A C33A C38A -178.3(4) . . . . ? O6A C29A C34A C33A -173.2(3) . . . . ? C30A C29A C34A C33A -54.3(5) . . . . ? C32A C33A C34A C29A 53.2(5) . . . . ? C38A C33A C34A C29A 176.9(4) . . . . ? C29A C30A C35A C36A -63.7(5) . . . . ? C31A C30A C35A C36A 60.7(5) . . . . ? C29A C30A C35A C37A 170.7(4) . . . . ? C31A C30A C35A C37A -64.8(5) . . . . ? C6B N1B C2B C3B 12.0(5) . . . . ? C6B N1B C2B C7B -166.8(3) . . . . ? N1B C2B C3B C9B -177.1(3) . . . . ? C7B C2B C3B C9B 1.4(6) . . . . ? N1B C2B C3B C4B 6.2(5) . . . . ? C7B C2B C3B C4B -175.2(3) . . . . ? C2B C3B C4B C5B -21.0(4) . . . . ? C9B C3B C4B C5B 162.0(3) . . . . ? C2B C3B C4B C20B 104.2(3) . . . . ? C9B C3B C4B C20B -72.8(3) . . . . ? C3B C4B C5B C6B 20.4(4) . . . . ? C20B C4B C5B C6B -102.0(3) . . . . ? C3B C4B C5B C28B -161.9(3) . . . . ? C20B C4B C5B C28B 75.8(4) . . . . ? C28B C5B C6B N1B 177.1(3) . . . . ? C4B C5B C6B N1B -5.2(5) . . . . ? C28B C5B C6B C8B -3.7(5) . . . . ? C4B C5B C6B C8B 174.0(3) . . . . ? C2B N1B C6B C5B -12.5(5) . . . . ? C2B N1B C6B C8B 168.2(3) . . . . ? C2B C3B C9B O1B 149.8(4) . . . . ? C4B C3B C9B O1B -33.4(5) . . . . ? C2B C3B C9B O2B -33.3(5) . . . . ? C4B C3B C9B O2B 143.5(3) . . . . ? O1B C9B O2B C10B 4.4(5) . . . . ? C3B C9B O2B C10B -172.5(3) . . . . ? C9B O2B C10B C15B -130.2(3) . . . . ? C9B O2B C10B C11B 108.1(3) . . . . ? O2B C10B C11B C12B 171.5(3) . . . . ? C15B C10B C11B C12B 53.3(4) . . . . ? O2B C10B C11B C16B -61.1(4) . . . . ? C15B C10B C11B C16B -179.3(3) . . . . ? C10B C11B C12B C13B -56.0(5) . . . . ? C16B C11B C12B C13B 177.1(4) . . . . ? C11B C12B C13B C14B 59.6(5) . . . . ? C12B C13B C14B C19B 178.9(4) . . . . ? C12B C13B C14B C15B -56.0(5) . . . . ? O2B C10B C15B C14B -173.0(3) . . . . ? C11B C10B C15B C14B -54.0(4) . . . . ? C13B C14B C15B C10B 53.6(5) . . . . ? C19B C14B C15B C10B 179.3(4) . . . . ? C10B C11B C16B C18B -69.8(5) . . . . ? C12B C11B C16B C18B 54.6(5) . . . . ? C10B C11B C16B C17B 164.8(4) . . . . ? C12B C11B C16B C17B -70.8(5) . . . . ? C5B C4B C20B C25B -124.8(4) . . . . ? C3B C4B C20B C25B 110.7(4) . . . . ? C5B C4B C20B C21B 57.3(4) . . . . ? C3B C4B C20B C21B -67.1(4) . . . . ? C25B C20B C21B C22B -0.1(6) . . . . ? C4B C20B C21B C22B 177.9(4) . . . . ? C20B C21B C22B O3B -179.4(4) . . . . ? C20B C21B C22B C23B 1.3(6) . . . . ? C21B C22B O3B C26B 12.4(7) . . . . ? C23B C22B O3B C26B -168.3(4) . . . . ? C21B C22B C23B O4B 179.2(4) . . . . ? O3B C22B C23B O4B -0.2(6) . . . . ? C21B C22B C23B C24B -1.9(6) . . . . ? O3B C22B C23B C24B 178.8(4) . . . . ? C24B C23B O4B C27B 3.6(7) . . . . ? C22B C23B O4B C27B -177.5(4) . . . . ? O4B C23B C24B C25B 180.0(4) . . . . ? C22B C23B C24B C25B 1.1(7) . . . . ? C21B C20B C25B C24B -0.7(7) . . . . ? C4B C20B C25B C24B -178.6(4) . . . . ? C23B C24B C25B C20B 0.2(7) . . . . ? C6B C5B C28B O5B 1.8(6) . . . . ? C4B C5B C28B O5B -175.9(4) . . . . ? C6B C5B C28B O6B -177.9(3) . . . . ? C4B C5B C28B O6B 4.3(4) . . . . ? O5B C28B O6B C29B 3.4(5) . . . . ? C5B C28B O6B C29B -176.8(3) . . . . ? C28B O6B C29B C34B -111.0(4) . . . . ? C28B O6B C29B C30B 127.8(3) . . . . ? O6B C29B C30B C31B 173.9(3) . . . . ? C34B C29B C30B C31B 55.5(4) . . . . ? O6B C29B C30B C35B -58.7(4) . . . . ? C34B C29B C30B C35B -177.1(4) . . . . ? C29B C30B C31B C32B -56.9(4) . . . . ? C35B C30B C31B C32B 176.3(4) . . . . ? C30B C31B C32B C33B 58.1(5) . . . . ? C31B C32B C33B C34B -54.6(5) . . . . ? C31B C32B C33B C38B -177.5(4) . . . . ? O6B C29B C34B C33B -173.3(3) . . . . ? C30B C29B C34B C33B -55.3(5) . . . . ? C32B C33B C34B C29B 53.6(5) . . . . ? C38B C33B C34B C29B 177.1(4) . . . . ? C29B C30B C35B C37B -63.2(5) . . . . ? C31B C30B C35B C37B 61.3(5) . . . . ? C29B C30B C35B C36B 170.6(4) . . . . ? C31B C30B C35B C36B -64.9(5) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.144 _refine_diff_density_min -0.148 _refine_diff_density_rms 0.028 _chemical_name_common ; Bis((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl) 4-(3,4- dimethoxyphenyl)--2,6-dimethyl-1,4-di-hydropyridine-3,5-dicarboxylate ;