data_2010sl0005a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H0 F3 N' _chemical_formula_weight 227.14 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 6.2066(3) _cell_length_b 7.7799(4) _cell_length_c 21.3938(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1033.04(9) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.460 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 448 _exptl_absorpt_coefficient_mu 0.125 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.9610 _exptl_absorpt_correction_T_max 0.9925 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11614 _diffrn_reflns_av_R_equivalents 0.0556 _diffrn_reflns_av_sigmaI/netI 0.0396 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 24.98 _reflns_number_total 1816 _reflns_number_gt 1540 _reflns_threshold_expression >2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.1428P)^2^+0.8972P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.1(17) _refine_ls_number_reflns 1816 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0841 _refine_ls_R_factor_gt 0.0735 _refine_ls_wR_factor_ref 0.2160 _refine_ls_wR_factor_gt 0.2058 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.003 _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 F1 F 0.2824(5) 0.7645(3) 0.15343(12) 0.0410(8) Uani 1 1 d . . . F2 F -0.2711(5) 0.0466(4) -0.30506(12) 0.0356(7) Uani 1 1 d . . . F3 F -0.0967(5) 0.6053(4) 0.14223(13) 0.0441(8) Uani 1 1 d . . . N1 N 0.1214(6) 0.3644(5) -0.05631(17) 0.0271(8) Uani 1 1 d . . . C1 C -0.2224(7) 0.1234(6) -0.2499(2) 0.0282(10) Uani 1 1 d . . . C2 C -0.0627(7) 0.3743(6) -0.08192(19) 0.0257(10) Uani 1 1 d . . . C3 C -0.1177(7) 0.2830(5) -0.1390(2) 0.0252(9) Uani 1 1 d . . . C4 C 0.1557(7) 0.4638(6) -0.00119(19) 0.0268(10) Uani 1 1 d . . . C5 C -0.0006(7) 0.4792(6) 0.0453(2) 0.0280(10) Uani 1 1 d . . . C6 C 0.0480(7) 0.5847(6) 0.09694(19) 0.0284(10) Uani 1 1 d . . . C7 C -0.0197(7) 0.0961(6) -0.22528(19) 0.0271(10) Uani 1 1 d . . . C8 C 0.0324(7) 0.1784(5) -0.16981(19) 0.0245(9) Uani 1 1 d . . . C9 C 0.2474(8) 0.6664(6) 0.1021(2) 0.0300(10) Uani 1 1 d . . . C10 C -0.3230(7) 0.3048(6) -0.1655(2) 0.0264(10) Uani 1 1 d . . . C11 C -0.3771(8) 0.2249(6) -0.2218(2) 0.0289(10) Uani 1 1 d . . . C12 C 0.4014(8) 0.6463(6) 0.0577(2) 0.0320(11) Uani 1 1 d . . . C13 C 0.3575(7) 0.5425(6) 0.0057(2) 0.0298(10) 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 F1 0.0513(18) 0.0334(15) 0.0384(16) -0.0118(12) -0.0116(13) -0.0038(13) F2 0.0356(15) 0.0376(16) 0.0337(14) -0.0100(12) -0.0034(12) -0.0028(12) F3 0.0441(16) 0.0514(17) 0.0366(16) -0.0095(14) 0.0087(13) -0.0010(15) N1 0.0241(19) 0.0324(19) 0.0249(18) 0.0015(16) 0.0016(15) 0.0018(17) C1 0.032(2) 0.029(2) 0.024(2) 0.0026(19) -0.0014(18) -0.005(2) C2 0.026(2) 0.026(2) 0.025(2) 0.0041(18) -0.0006(17) -0.0014(19) C3 0.025(2) 0.024(2) 0.027(2) 0.0064(18) 0.0000(18) 0.0017(19) C4 0.032(2) 0.024(2) 0.025(2) 0.0005(18) -0.0027(18) 0.0012(18) C5 0.027(2) 0.030(2) 0.027(2) 0.0032(18) -0.0007(18) 0.0008(19) C6 0.032(2) 0.031(2) 0.022(2) -0.0016(18) 0.0023(19) -0.0014(19) C7 0.027(2) 0.029(2) 0.026(2) 0.0041(18) 0.0032(17) -0.0002(19) C8 0.023(2) 0.028(2) 0.023(2) 0.0009(18) 0.0039(17) 0.0002(17) C9 0.034(2) 0.028(2) 0.029(2) -0.0028(18) -0.011(2) 0.0012(19) C10 0.027(2) 0.028(2) 0.024(2) -0.0011(19) -0.0018(18) -0.0007(18) C11 0.026(2) 0.034(2) 0.027(2) -0.0017(19) -0.0001(17) -0.002(2) C12 0.035(3) 0.028(2) 0.032(2) 0.002(2) -0.007(2) 0.002(2) C13 0.021(2) 0.033(2) 0.036(2) 0.004(2) -0.0017(19) 0.0036(19) _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 F1 C9 1.355(5) . ? F2 C1 1.357(5) . ? F3 C6 1.330(5) . ? N1 C2 1.269(6) . ? N1 C4 1.426(5) . ? C1 C11 1.381(7) . ? C1 C7 1.381(7) . ? C2 C3 1.454(6) . ? C3 C8 1.401(6) . ? C3 C10 1.405(6) . ? C4 C5 1.395(6) . ? C4 C13 1.402(6) . ? C5 C6 1.408(6) . ? C6 C9 1.396(7) . ? C7 C8 1.387(6) . ? C9 C12 1.355(7) . ? C10 C11 1.396(6) . ? C12 C13 1.402(7) . ? 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 C4 117.3(4) . . ? F2 C1 C11 118.4(4) . . ? F2 C1 C7 117.8(4) . . ? C11 C1 C7 123.7(4) . . ? N1 C2 C3 123.0(4) . . ? C8 C3 C10 118.9(4) . . ? C8 C3 C2 121.5(4) . . ? C10 C3 C2 119.5(4) . . ? C5 C4 C13 120.6(4) . . ? C5 C4 N1 122.2(4) . . ? C13 C4 N1 117.2(4) . . ? C4 C5 C6 117.4(4) . . ? F3 C6 C9 119.1(4) . . ? F3 C6 C5 119.8(4) . . ? C9 C6 C5 121.1(4) . . ? C1 C7 C8 117.9(4) . . ? C7 C8 C3 121.0(4) . . ? F1 C9 C12 121.3(4) . . ? F1 C9 C6 117.5(4) . . ? C12 C9 C6 121.2(4) . . ? C11 C10 C3 120.8(4) . . ? C1 C11 C10 117.6(4) . . ? C9 C12 C13 119.0(5) . . ? C4 C13 C12 120.6(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.98 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.050 _refine_diff_density_min -0.405 _refine_diff_density_rms 0.111