data_g30bam _audit_creation_method SHELXL-97 _audit_update_record ; 2005-03-30 text and data added, roy 2006-12-19 text and data added, srw ; _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H31 N' _chemical_formula_sum 'C20 H31 N' _chemical_formula_structural ? _chemical_formula_weight 285.46 _chemical_absolute_configuration syn _chemical_formula_analytical ? _chemical_compound_source ? 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 0.0000 '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 0.0000 '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 7.903(6) _cell_length_b 9.454(7) _cell_length_c 11.846(9) _cell_angle_alpha 90.00 _cell_angle_beta 97.736(12) _cell_angle_gamma 90.00 _cell_volume 877.0(12) _cell_formula_units_Z 2 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 966 _cell_measurement_theta_min 2.8 _cell_measurement_theta_max 25.6 _exptl_crystal_description 'columnar' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.081 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 316 _exptl_crystal_id g30bam _exptl_crystal_preparation ; The data crystal was mounted using oil (Parantone-N, Exxon) to a 0.4 mm cryo-loop (Hampton Research) with the (0 0 -1) scattering planes roughly normal to the spindle axis. ; _exptl_absorpt_coefficient_mu 0.061 _exptl_absorpt_correction_type 'numerical' _exptl_absorpt_correction_T_min 0.96142 _exptl_absorpt_correction_T_max 0.99213 _exptl_absorpt_process_details 'SHELXTL/XPREP (Bruker, 2001)' _exptl_special_details ; One distinct cell was identified using SMART (Bruker, 2001). Five frame series were integrated and filtered for statistical outliers using SAINT (Bruker, 2001) then corrected for absorption by integration using SHELXTL/XPREP (Bruker, 2001). A series of identical frames was collected twice during the experiment to monitor decay. No decay correction was applied. ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id g30bam _diffrn_radiation_type 'MoK\a' _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type ? _diffrn_measurement_device 'Siemens Platform/CCD' _diffrn_measurement_method 'profile data from \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 57 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 205 _diffrn_standards_decay_% 8.5 _diffrn_reflns_number 9150 _diffrn_reflns_av_R_equivalents 0.1151 _diffrn_reflns_av_sigmaI/netI 0.0602 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 25.56 _reflns_number_total 1735 _reflns_number_gt 1389 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V5.625 (Bruker, 2001)' _computing_cell_refinement 'SAINT V6.22 (Bruker, 2001)' _computing_data_reduction 'SAINT V6.22 (Bruker, 2001)' _computing_structure_solution 'SHELXTL V6.12 (Bruker, 2001)' _computing_structure_refinement 'SHELXTL V6.12 (Bruker, 2001)' _computing_molecular_graphics 'SHELXTL V6.12 (Bruker, 2001)' _computing_publication_material 'XCIF (Bruker, 2001)' _refine_special_details ; Structure was phased by direct methods. Systematic conditions suggested the ambiguous space group. The space group choice was confirmed by successful convergence of the full-matrix least-squares refinement on F^2^. The highest peaks in the final difference Fourier map were in the vicinity of atoms C9, C14, and C8; the final map had no other significant features. A final analysis of variance between observed and calculated structure factors showed no dependence on amplitude or resolution. ; _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^)+(0.0911P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack (1983), 1511 Friedels' _refine_ls_abs_structure_Flack -10(10) _refine_ls_number_reflns 1735 _refine_ls_number_parameters 194 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0616 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1241 _refine_ls_wR_factor_gt 0.1138 _refine_ls_goodness_of_fit_ref 0.911 _refine_ls_restrained_S_all 0.910 _refine_ls_shift/su_max 0.011 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C -0.0144(3) 0.6220(3) 0.6674(3) 0.0525(8) Uani 1 1 d . . . H1A H -0.0729 0.5680 0.6019 0.063 Uiso 1 1 calc R . . H1B H -0.1007 0.6469 0.7174 0.063 Uiso 1 1 calc R . . C2 C 0.0590(4) 0.7589(3) 0.6233(3) 0.0602(8) Uani 1 1 d . . . H2A H -0.0341 0.8130 0.5782 0.072 Uiso 1 1 calc R . . H2B H 0.1067 0.8181 0.6889 0.072 Uiso 1 1 calc R . . C3 C 0.1980(4) 0.7283(3) 0.5495(3) 0.0590(8) Uani 1 1 d . . . H3A H 0.2450 0.8193 0.5264 0.071 Uiso 1 1 calc R . . H3B H 0.1459 0.6795 0.4794 0.071 Uiso 1 1 calc R . . C4 C 0.3462(3) 0.6369(3) 0.6079(2) 0.0495(7) Uani 1 1 d . . . C5 C 0.2674(3) 0.5027(3) 0.6579(2) 0.0376(6) Uani 1 1 d . . . H5A H 0.2077 0.4531 0.5893 0.045 Uiso 1 1 calc R . . C6 C 0.3986(3) 0.3945(3) 0.7114(2) 0.0406(6) Uani 1 1 d . . . H6A H 0.4927 0.3865 0.6644 0.049 Uiso 1 1 calc R . . H6B H 0.4476 0.4267 0.7885 0.049 Uiso 1 1 calc R . . C7 C 0.3141(3) 0.2505(3) 0.7196(2) 0.0394(6) Uani 1 1 d . . . H7A H 0.4007 0.1825 0.7549 0.047 Uiso 1 1 calc R . . H7B H 0.2730 0.2164 0.6417 0.047 Uiso 1 1 calc R . . C8 C 0.1628(3) 0.2526(3) 0.78944(18) 0.0338(5) Uani 1 1 d . . . C9 C 0.0408(3) 0.3783(3) 0.7518(2) 0.0381(6) Uani 1 1 d . . . H9A H -0.0142 0.3513 0.6738 0.046 Uiso 1 1 calc R . . C10 C 0.1242(3) 0.5267(3) 0.7347(2) 0.0373(6) Uani 1 1 d . . . C11 C -0.1084(3) 0.3820(4) 0.8236(3) 0.0550(8) Uani 1 1 d . . . H11A H -0.0673 0.4220 0.8996 0.066 Uiso 1 1 calc R . . H11B H -0.1991 0.4451 0.7861 0.066 Uiso 1 1 calc R . . C12 C -0.1828(3) 0.2376(4) 0.8382(3) 0.0570(8) Uani 1 1 d . . . H12A H -0.2881 0.2325 0.8683 0.068 Uiso 1 1 calc R . . C13 C -0.1122(3) 0.1177(3) 0.8120(2) 0.0487(7) Uani 1 1 d . . . C14 C 0.0585(3) 0.1157(3) 0.7671(2) 0.0420(6) Uani 1 1 d . . . H14A H 0.0384 0.0983 0.6840 0.050 Uiso 1 1 calc R . . H14B H 0.1268 0.0357 0.8027 0.050 Uiso 1 1 calc R . . C15 C 0.2326(3) 0.2594(3) 0.91964(19) 0.0407(6) Uani 1 1 d . . . H15A H 0.3084 0.3427 0.9343 0.049 Uiso 1 1 calc R . . H15B H 0.1358 0.2716 0.9638 0.049 Uiso 1 1 calc R . . C16 C 0.3278(3) 0.1312(3) 0.9586(2) 0.0470(7) Uani 1 1 d . . . C17 C 0.4557(5) 0.5921(4) 0.5151(3) 0.0739(10) Uani 1 1 d . . . H17A H 0.3909 0.5255 0.4625 0.111 Uiso 1 1 calc R . . H17B H 0.5607 0.5465 0.5511 0.111 Uiso 1 1 calc R . . H17C H 0.4848 0.6758 0.4729 0.111 Uiso 1 1 calc R . . C18 C 0.4635(4) 0.7249(4) 0.6969(3) 0.0625(9) Uani 1 1 d . . . H18A H 0.3937 0.7741 0.7470 0.094 Uiso 1 1 calc R . . H18B H 0.5266 0.7944 0.6576 0.094 Uiso 1 1 calc R . . H18C H 0.5442 0.6618 0.7424 0.094 Uiso 1 1 calc R . . C19 C 0.1876(3) 0.5990(3) 0.8501(2) 0.0458(7) Uani 1 1 d . . . H19A H 0.2984 0.5592 0.8816 0.069 Uiso 1 1 calc R . . H19B H 0.1048 0.5826 0.9033 0.069 Uiso 1 1 calc R . . H19C H 0.1996 0.7009 0.8383 0.069 Uiso 1 1 calc R . . C20 C -0.1956(5) -0.0245(4) 0.8214(3) 0.0680(10) Uani 1 1 d . . . H20A H -0.3024 -0.0124 0.8539 0.102 Uiso 1 1 calc R . . H20B H -0.1186 -0.0863 0.8709 0.102 Uiso 1 1 calc R . . H20C H -0.2202 -0.0671 0.7456 0.102 Uiso 1 1 calc R . . N1 N 0.4013(3) 0.0300(3) 0.9890(2) 0.0678(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0442(14) 0.0439(17) 0.0652(18) 0.0019(15) -0.0081(13) 0.0036(13) C2 0.0594(17) 0.0442(17) 0.071(2) 0.0110(17) -0.0138(15) 0.0063(15) C3 0.0733(19) 0.0474(18) 0.0517(17) 0.0110(15) -0.0087(15) -0.0121(16) C4 0.0560(16) 0.0494(17) 0.0418(15) 0.0093(13) 0.0022(12) -0.0094(14) C5 0.0426(13) 0.0379(14) 0.0305(12) -0.0016(11) -0.0020(10) -0.0078(12) C6 0.0362(12) 0.0475(16) 0.0389(14) 0.0012(12) 0.0080(11) -0.0004(12) C7 0.0426(12) 0.0418(14) 0.0338(12) -0.0013(12) 0.0049(10) 0.0065(13) C8 0.0313(11) 0.0422(14) 0.0271(11) -0.0027(11) 0.0010(9) -0.0018(12) C9 0.0307(12) 0.0424(15) 0.0391(14) -0.0009(12) -0.0026(11) -0.0009(11) C10 0.0348(12) 0.0373(14) 0.0381(13) 0.0007(12) -0.0015(10) 0.0014(11) C11 0.0326(14) 0.0574(19) 0.076(2) 0.0083(17) 0.0102(14) 0.0104(14) C12 0.0328(13) 0.071(2) 0.0677(19) 0.0169(18) 0.0071(13) -0.0025(16) C13 0.0418(14) 0.0556(19) 0.0461(16) 0.0141(15) -0.0038(11) -0.0075(15) C14 0.0454(13) 0.0433(15) 0.0349(13) 0.0039(12) -0.0030(11) -0.0013(12) C15 0.0371(12) 0.0554(17) 0.0284(12) -0.0005(13) 0.0006(10) -0.0023(13) C16 0.0394(13) 0.0622(19) 0.0372(14) 0.0064(14) -0.0028(11) -0.0029(14) C17 0.092(2) 0.073(2) 0.062(2) 0.0179(19) 0.0319(18) -0.006(2) C18 0.0565(16) 0.057(2) 0.070(2) 0.0057(16) -0.0066(15) -0.0200(16) C19 0.0502(14) 0.0435(16) 0.0429(15) -0.0088(13) 0.0032(11) 0.0011(13) C20 0.067(2) 0.070(2) 0.065(2) 0.0153(19) 0.0049(17) -0.0212(19) N1 0.0625(15) 0.076(2) 0.0595(16) 0.0209(16) -0.0098(13) 0.0079(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.538(5) . ? C1 C10 1.553(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.521(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.542(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C17 1.547(5) . ? C4 C18 1.549(4) . ? C4 C5 1.564(4) . ? C5 C6 1.532(4) . ? C5 C10 1.561(4) . ? C5 H5A 1.0000 . ? C6 C7 1.525(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.543(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C14 1.538(4) . ? C8 C9 1.557(4) . ? C8 C15 1.568(3) . ? C9 C11 1.544(4) . ? C9 C10 1.575(4) . ? C9 H9A 1.0000 . ? C10 C19 1.550(4) . ? C11 C12 1.506(5) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.318(5) . ? C12 H12A 0.9500 . ? C13 C20 1.508(4) . ? C13 C14 1.515(4) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.468(4) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N1 1.151(4) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C10 113.0(2) . . ? C2 C1 H1A 109.0 . . ? C10 C1 H1A 109.0 . . ? C2 C1 H1B 109.0 . . ? C10 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? C3 C2 C1 111.7(3) . . ? C3 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? C3 C2 H2B 109.3 . . ? C1 C2 H2B 109.3 . . ? H2A C2 H2B 107.9 . . ? C2 C3 C4 114.4(2) . . ? C2 C3 H3A 108.7 . . ? C4 C3 H3A 108.7 . . ? C2 C3 H3B 108.7 . . ? C4 C3 H3B 108.7 . . ? H3A C3 H3B 107.6 . . ? C3 C4 C17 107.4(2) . . ? C3 C4 C18 110.7(3) . . ? C17 C4 C18 106.9(3) . . ? C3 C4 C5 107.9(2) . . ? C17 C4 C5 109.6(3) . . ? C18 C4 C5 114.2(2) . . ? C6 C5 C10 111.0(2) . . ? C6 C5 C4 114.6(2) . . ? C10 C5 C4 117.4(2) . . ? C6 C5 H5A 104.0 . . ? C10 C5 H5A 104.0 . . ? C4 C5 H5A 104.0 . . ? C7 C6 C5 110.1(2) . . ? C7 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? C7 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? C6 C7 C8 113.6(2) . . ? C6 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? C6 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C14 C8 C7 109.5(2) . . ? C14 C8 C9 107.25(18) . . ? C7 C8 C9 110.5(2) . . ? C14 C8 C15 108.3(2) . . ? C7 C8 C15 109.41(18) . . ? C9 C8 C15 111.8(2) . . ? C11 C9 C8 110.4(2) . . ? C11 C9 C10 114.5(2) . . ? C8 C9 C10 117.62(18) . . ? C11 C9 H9A 104.2 . . ? C8 C9 H9A 104.2 . . ? C10 C9 H9A 104.2 . . ? C19 C10 C1 108.6(2) . . ? C19 C10 C5 113.86(19) . . ? C1 C10 C5 107.6(2) . . ? C19 C10 C9 111.7(2) . . ? C1 C10 C9 107.74(19) . . ? C5 C10 C9 107.1(2) . . ? C12 C11 C9 112.4(3) . . ? C12 C11 H11A 109.1 . . ? C9 C11 H11A 109.1 . . ? C12 C11 H11B 109.1 . . ? C9 C11 H11B 109.1 . . ? H11A C11 H11B 107.9 . . ? C13 C12 C11 124.6(2) . . ? C13 C12 H12A 117.7 . . ? C11 C12 H12A 117.7 . . ? C12 C13 C20 123.1(3) . . ? C12 C13 C14 121.3(3) . . ? C20 C13 C14 115.7(3) . . ? C13 C14 C8 114.2(2) . . ? C13 C14 H14A 108.7 . . ? C8 C14 H14A 108.7 . . ? C13 C14 H14B 108.7 . . ? C8 C14 H14B 108.7 . . ? H14A C14 H14B 107.6 . . ? C16 C15 C8 111.9(2) . . ? C16 C15 H15A 109.2 . . ? C8 C15 H15A 109.2 . . ? C16 C15 H15B 109.2 . . ? C8 C15 H15B 109.2 . . ? H15A C15 H15B 107.9 . . ? N1 C16 C15 179.5(3) . . ? C4 C17 H17A 109.5 . . ? C4 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C4 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C4 C18 H18A 109.5 . . ? C4 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C4 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C10 C19 H19A 109.5 . . ? C10 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C10 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C13 C20 H20A 109.5 . . ? C13 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C13 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 C10 C1 C2 C3 56.4(3) . . . . ? C1 C2 C3 C4 -55.6(3) . . . . ? C2 C3 C4 C17 169.1(3) . . . . ? C2 C3 C4 C18 -74.6(3) . . . . ? C2 C3 C4 C5 51.0(3) . . . . ? C3 C4 C5 C6 175.6(2) . . . . ? C17 C4 C5 C6 59.0(3) . . . . ? C18 C4 C5 C6 -60.9(3) . . . . ? C3 C4 C5 C10 -51.4(3) . . . . ? C17 C4 C5 C10 -168.0(2) . . . . ? C18 C4 C5 C10 72.1(3) . . . . ? C10 C5 C6 C7 63.6(3) . . . . ? C4 C5 C6 C7 -160.5(2) . . . . ? C5 C6 C7 C8 -58.1(3) . . . . ? C6 C7 C8 C14 165.4(2) . . . . ? C6 C7 C8 C9 47.4(3) . . . . ? C6 C7 C8 C15 -76.1(3) . . . . ? C14 C8 C9 C11 61.9(2) . . . . ? C7 C8 C9 C11 -178.8(2) . . . . ? C15 C8 C9 C11 -56.6(3) . . . . ? C14 C8 C9 C10 -164.1(2) . . . . ? C7 C8 C9 C10 -44.8(3) . . . . ? C15 C8 C9 C10 77.3(3) . . . . ? C2 C1 C10 C19 70.8(3) . . . . ? C2 C1 C10 C5 -52.9(3) . . . . ? C2 C1 C10 C9 -168.1(2) . . . . ? C6 C5 C10 C19 66.8(3) . . . . ? C4 C5 C10 C19 -67.8(3) . . . . ? C6 C5 C10 C1 -172.8(2) . . . . ? C4 C5 C10 C1 52.6(3) . . . . ? C6 C5 C10 C9 -57.2(2) . . . . ? C4 C5 C10 C9 168.2(2) . . . . ? C11 C9 C10 C19 56.3(3) . . . . ? C8 C9 C10 C19 -75.8(3) . . . . ? C11 C9 C10 C1 -62.9(3) . . . . ? C8 C9 C10 C1 165.0(2) . . . . ? C11 C9 C10 C5 -178.3(2) . . . . ? C8 C9 C10 C5 49.5(3) . . . . ? C8 C9 C11 C12 -44.1(3) . . . . ? C10 C9 C11 C12 -179.6(2) . . . . ? C9 C11 C12 C13 11.8(4) . . . . ? C11 C12 C13 C20 -176.3(3) . . . . ? C11 C12 C13 C14 2.0(5) . . . . ? C12 C13 C14 C8 17.7(4) . . . . ? C20 C13 C14 C8 -163.8(2) . . . . ? C7 C8 C14 C13 -168.4(2) . . . . ? C9 C8 C14 C13 -48.5(3) . . . . ? C15 C8 C14 C13 72.4(3) . . . . ? C14 C8 C15 C16 54.0(3) . . . . ? C7 C8 C15 C16 -65.2(3) . . . . ? C9 C8 C15 C16 172.0(2) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.56 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.211 _refine_diff_density_min -0.149 _refine_diff_density_rms 0.039 _publ_requested_category FO _publ_section_references ; Bruker (2001). SAINT, SHELXTL, SMART, XCIF. Bruker AXS, Inc., Madison, Wisconsin, USA. Flack, H. D. (1983), Acta Cryst. A39, 876-881 ; _publ_section_figure_captions ; Figure 1. SHELXTL (Bruker, 2001) plot showing 35% probability ellipsoids for non-H atoms and circles of arbitrary size for H atoms. ; _publ_section_exptl_prep ; Crystals were grown by slow evaporation of solvetn from a diethylether / hexane solution. ; _publ_section_exptl_refinement ; Methyl H atom positions, R-CH~3~, were optimized by rotation about R-C bonds with idealized C-H, R--H and H--H distances. Remaining H atoms were included as riding idealized contributors. Methyl H atom U's were assigned as 1.5 times U~eq~ of the carrier atom; remaining H atom U's were assigned as 1.2 times carrier U~eq~. On the basis of 1511 unmerged Friedel opposites, the fractional contribution of the racemic twin was not reliably determined (Flack, 1983). Fridels were merged for final calculations. ; _publ_contact_author ; Scott R. Wilson University of Illinois School of Chemical Sciences, Box 59-1 505 South Mathews Avenue Urbana, Illinois 61801 USA ; _publ_contact_author_phone '1 217 244 1708' _publ_contact_author_fax '1 217 244 8068' _publ_contact_author_email srwilson@uiuc.edu _publ_contact_letter ; Please consider this CIF submission for publication as a structural paper in Acta Crystallographica E. ; _publ_requested_journal 'Acta Crystallographica E' _publ_requested_coeditor_name ? _publ_section_title ; ? ; _publ_section_abstract ; ? ; _publ_section_comment ; ? ; _publ_section_acknowledgements ; The Materials Chemistry Laboratory at the University of Illinois was supported in part by grants NSF CHE 95-03145 and NSF CHE 03-43032 from the National Science Foundation. ; loop_ _publ_author_name _publ_author_address 'Wilson, Scott R.' ; University of Illinois School of Chemical Sciences, Box 59-1 505 South Mathews Avenue Urbana, Illinois 61801 USA ; 'Prussak-Wieckowska, Teresa' ; University of Illinois School of Chemical Sciences, Box 59-1 505 South Mathews Avenue Urbana, Illinois 61801 USA ; 'Gao, Yi-Gui' ; University of Illinois School of Chemical Sciences, Box 59-1 505 South Mathews Avenue Urbana, Illinois 61801 USA ; 'Ramesh, Maya' ; University of Illinois School of Chemical Sciences, Box 59-1 505 South Mathews Avenue Urbana, Illinois 61801 USA ; loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 1.00 0.00 -1.00 0.1000 -1.00 0.00 1.00 0.1000 0.00 -1.00 -1.00 0.3500 0.00 1.00 0.00 0.3600 0.00 -1.00 1.00 0.3500 0.00 0.00 1.00 0.1600 0.00 0.00 -1.00 0.1600