data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_page_first ? _journal_page_last 2 _journal_volume ? _journal_year ? loop_ _publ_author_name _publ_author_address I.Aprahamian ;Department of Chemistry Dartmouth College 6128 Burke Laboratory Hanover, NH 03755 ; J.T.Foy ;Department of Chemistry Dartmouth College 6128 Burke Laboratory Hanover, NH 03755 ; W.B.Elise ;Department of Chemistry Dartmouth College 6128 Burke Laboratory Hanover, NH 03755 ; _publ_contact_author_address ;Department of Chemistry Dartmouth College 6128 Burke Laboratory Hanover, NH 03755 ; _publ_contact_author_email ivan.aprahamian@dartmouth.edu _publ_contact_author_fax ' (603) 646-3946' _publ_contact_author_phone '(603) 646-9666' _publ_contact_author_name 'Ivan Aprahamian' data_ia5611 _database_code_depnum_ccdc_archive 'CCDC 873053' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety 'C12 H11 Li' _chemical_formula_sum 'C12 H11 Li' _chemical_properties_physical 'air-sensitive, moisture-sensitive, hygroscopic' _chemical_melting_point ? _exptl_crystal_description needle _exptl_crystal_colour colourless _diffrn_ambient_temperature 173(2) _chemical_formula_weight 162.15 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' Li Li -0.0003 0.0001 '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 21 21 21' _symmetry_int_tables_number 19 _chemical_absolute_configuration unk _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 6.5797(2) _cell_length_b 7.7589(2) _cell_length_c 18.7911(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 959.31(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3624 _cell_measurement_theta_min 2.84 _cell_measurement_theta_max 25.02 _exptl_crystal_size_max 0.53 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.123 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 344 _exptl_absorpt_coefficient_mu 0.061 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9680 _exptl_absorpt_correction_T_max 0.9947 _exptl_absorpt_process_details SADABS _exptl_special_details ; Data was collected using a BRUKER CCD (charge coupled device) based diffractometer equipped with an Oxford low-temperature apparatus operating at 173 K. A suitable crystal was chosen and mounted on a glass fiber or nylon loop using Paratone oil for Mo radiation and Mineral oil for Copper radiation. Data were measured using omega and phi scans of 0.5\% per frame for 30 s. The total number of images were based on results from the program COSMO where redundancy was expected to be 4 and completeness to 0.83\%A to 100%. Cell parameters were retrieved using APEX II software and refined using SAINT on all observed reflections.Data reduction was performed using the SAINT software which corrects for Lp. Scaling and absorption corrections were applied using SADABS6 multi-scan technique, supplied by George Sheldrick. The structures are solved by the direct method using the SHELXS-97 program and refined by least squares method on F2, SHELXL-97, incorporated in SHELXTL-PC V 6.14. All H atoms were placed in calculated positions and refined using a riding model. C-H(aromatic) = 0.94 \%A and Uiso(H) = 1.2Ueq(C) C-H (alaphatic) = 0.99 \%A and Uiso(H) = 1.2Ueq(C) CH2 = 0.98 \%A and Uiso(H) = 1.2Ueq(C) CH3 = 0.97\%A and Uiso(H) = 1.5Ueq(C) N-H = 0.86 (0.92)\%A and Uiso(H) = 1.2 Ueq(N) O-H(alcohol) = 0.85\%Aand Uiso(H) = 1.2Ueq(O) O-H(acid) = 0.82\%A and Uiso(H) = 1.5Ueq(O) ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w,and/f 0.5 deg' _diffrn_detector_area_resol_mean 836.6 _diffrn_reflns_number 8882 _diffrn_reflns_av_R_equivalents 0.0479 _diffrn_reflns_av_sigmaI/netI 0.0353 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.37 _reflns_number_total 1760 _reflns_number_gt 1462 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COSMO (BRUKER, V1.61, 2009)' _computing_cell_refinement 'APEX2 (BRUKER, V2010.11-3, 2010)' _computing_data_reduction 'SAINT (BRUKER, V7.68A, 2010)' _computing_structure_solution 'SHELXS (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_structure_refinement 'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_molecular_graphics 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_publication_material 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0283P)^2^+0.0921P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(6) _refine_ls_number_reflns 1760 _refine_ls_number_parameters 118 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0495 _refine_ls_R_factor_gt 0.0355 _refine_ls_wR_factor_ref 0.0765 _refine_ls_wR_factor_gt 0.0705 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Li1 Li 0.9864(5) 0.4165(3) 0.24248(15) 0.0358(7) Uani 1 1 d . . . C1 C 0.8786(2) 0.15159(19) 0.19925(8) 0.0235(4) Uani 1 1 d . . . C2 C 1.0916(2) 0.1591(2) 0.19330(9) 0.0277(4) Uani 1 1 d . . . H2 H 1.1667 0.1544 0.1502 0.033 Uiso 1 1 calc R . . C3 C 1.1747(3) 0.17470(19) 0.26211(9) 0.0310(4) Uani 1 1 d . . . H3 H 1.3151 0.1821 0.2734 0.037 Uiso 1 1 calc R . . C4 C 1.0139(3) 0.17742(18) 0.31101(8) 0.0315(4) Uani 1 1 d . . . H4 H 1.0259 0.1868 0.3612 0.038 Uiso 1 1 calc R . . C5 C 0.8310(3) 0.16375(19) 0.27225(8) 0.0279(4) Uani 1 1 d . . . H5 H 0.6981 0.1629 0.2920 0.034 Uiso 1 1 calc R . . C6 C 0.7294(3) 0.1323(2) 0.13878(8) 0.0328(4) Uani 1 1 d . . . H6A H 0.5964 0.0962 0.1584 0.039 Uiso 1 1 calc R . . H6B H 0.7775 0.0396 0.1067 0.039 Uiso 1 1 calc R . . C7 C 0.7001(2) 0.2954(2) 0.09571(8) 0.0263(4) Uani 1 1 d . . . C8 C 0.8327(3) 0.3367(2) 0.04085(8) 0.0327(4) Uani 1 1 d . . . H8 H 0.9424 0.2613 0.0302 0.039 Uiso 1 1 calc R . . C9 C 0.8077(3) 0.4853(2) 0.00151(9) 0.0378(4) Uani 1 1 d . . . H9 H 0.9000 0.5112 -0.0359 0.045 Uiso 1 1 calc R . . C10 C 0.6496(3) 0.5963(2) 0.01613(9) 0.0384(5) Uani 1 1 d . . . H10 H 0.6321 0.6985 -0.0111 0.046 Uiso 1 1 calc R . . C11 C 0.5170(3) 0.5575(2) 0.07066(9) 0.0378(4) Uani 1 1 d . . . H11 H 0.4079 0.6336 0.0812 0.045 Uiso 1 1 calc R . . C12 C 0.5420(2) 0.4084(2) 0.11013(8) 0.0309(4) Uani 1 1 d . . . H12 H 0.4497 0.3831 0.1476 0.037 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 Li1 0.0407(17) 0.0205(13) 0.0462(16) -0.0002(12) -0.0047(15) -0.0020(15) C1 0.0266(9) 0.0150(7) 0.0290(8) 0.0025(7) -0.0023(7) -0.0016(7) C2 0.0306(9) 0.0210(8) 0.0316(9) -0.0006(8) 0.0027(7) 0.0000(7) C3 0.0278(10) 0.0218(9) 0.0434(10) 0.0018(8) -0.0073(8) 0.0000(8) C4 0.0449(10) 0.0220(8) 0.0278(8) 0.0004(7) -0.0056(9) -0.0002(9) C5 0.0295(9) 0.0206(8) 0.0338(9) 0.0029(7) 0.0033(8) 0.0017(9) C6 0.0365(10) 0.0263(9) 0.0355(9) -0.0008(7) -0.0083(8) -0.0046(8) C7 0.0292(9) 0.0261(8) 0.0234(8) -0.0034(6) -0.0072(7) -0.0024(8) C8 0.0305(9) 0.0374(10) 0.0301(9) -0.0050(8) 0.0023(8) 0.0040(9) C9 0.0417(11) 0.0435(10) 0.0282(9) 0.0037(8) 0.0058(9) -0.0035(10) C10 0.0506(13) 0.0329(9) 0.0317(9) 0.0060(8) -0.0019(9) 0.0027(10) C11 0.0419(11) 0.0356(10) 0.0358(9) 0.0008(7) -0.0014(9) 0.0118(10) C12 0.0289(10) 0.0357(9) 0.0281(8) 0.0009(7) 0.0020(7) 0.0005(8) _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 Li1 C4 2.261(3) 3_755 ? Li1 C4 2.265(3) . ? Li1 C3 2.268(3) 3_755 ? Li1 C3 2.278(3) . ? Li1 C5 2.281(3) 3_755 ? Li1 C5 2.281(3) . ? Li1 C2 2.294(3) 3_755 ? Li1 C1 2.306(3) 3_755 ? Li1 C2 2.307(3) . ? Li1 C1 2.321(3) . ? C1 C2 1.407(2) . ? C1 C5 1.410(2) . ? C1 C6 1.509(2) . ? C1 Li1 2.306(3) 3_745 ? C2 C3 1.409(2) . ? C2 Li1 2.294(3) 3_745 ? C2 H2 0.9500 . ? C3 C4 1.401(2) . ? C3 Li1 2.268(3) 3_745 ? C3 H3 0.9500 . ? C4 C5 1.410(2) . ? C4 Li1 2.260(3) 3_745 ? C4 H4 0.9500 . ? C5 Li1 2.281(3) 3_745 ? C5 H5 0.9500 . ? C6 C7 1.515(2) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C12 1.387(2) . ? C7 C8 1.388(2) . ? C8 C9 1.379(2) . ? C8 H8 0.9500 . ? C9 C10 1.379(3) . ? C9 H9 0.9500 . ? C10 C11 1.379(2) . ? C10 H10 0.9500 . ? C11 C12 1.384(2) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? 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 C4 Li1 C4 170.49(15) 3_755 . ? C4 Li1 C3 36.05(7) 3_755 3_755 ? C4 Li1 C3 141.46(16) . 3_755 ? C4 Li1 C3 144.09(18) 3_755 . ? C4 Li1 C3 35.93(7) . . ? C3 Li1 C3 170.97(15) 3_755 . ? C4 Li1 C5 36.18(7) 3_755 3_755 ? C4 Li1 C5 135.71(16) . 3_755 ? C3 Li1 C5 59.89(8) 3_755 3_755 ? C3 Li1 C5 115.21(16) . 3_755 ? C4 Li1 C5 151.49(17) 3_755 . ? C4 Li1 C5 36.14(7) . . ? C3 Li1 C5 124.01(17) 3_755 . ? C3 Li1 C5 59.74(8) . . ? C5 Li1 C5 171.52(15) 3_755 . ? C4 Li1 C2 59.92(8) 3_755 3_755 ? C4 Li1 C2 113.00(13) . 3_755 ? C3 Li1 C2 35.97(7) 3_755 3_755 ? C3 Li1 C2 135.41(14) . 3_755 ? C5 Li1 C2 59.43(8) 3_755 3_755 ? C5 Li1 C2 118.44(15) . 3_755 ? C4 Li1 C1 60.18(9) 3_755 3_755 ? C4 Li1 C1 110.31(13) . 3_755 ? C3 Li1 C1 59.94(9) 3_755 3_755 ? C3 Li1 C1 111.42(14) . 3_755 ? C5 Li1 C1 35.81(7) 3_755 3_755 ? C5 Li1 C1 137.43(14) . 3_755 ? C2 Li1 C1 35.62(6) 3_755 3_755 ? C4 Li1 C2 126.69(14) 3_755 . ? C4 Li1 C2 59.66(9) . . ? C3 Li1 C2 152.83(15) 3_755 . ? C3 Li1 C2 35.79(7) . . ? C5 Li1 C2 121.44(16) 3_755 . ? C5 Li1 C2 59.24(9) . . ? C2 Li1 C2 171.19(15) 3_755 . ? C1 Li1 C2 139.43(17) 3_755 . ? C4 Li1 C1 129.59(14) 3_755 . ? C4 Li1 C1 59.89(8) . . ? C3 Li1 C1 128.77(16) 3_755 . ? C3 Li1 C1 59.58(9) . . ? C5 Li1 C1 149.71(15) 3_755 . ? C5 Li1 C1 35.67(7) . . ? C2 Li1 C1 147.39(18) 3_755 . ? C1 Li1 C1 169.93(15) 3_755 . ? C2 Li1 C1 35.40(6) . . ? C2 C1 C5 107.20(14) . . ? C2 C1 C6 126.30(15) . . ? C5 C1 C6 126.50(14) . . ? C2 C1 Li1 71.74(13) . 3_745 ? C5 C1 Li1 71.13(12) . 3_745 ? C6 C1 Li1 121.98(12) . 3_745 ? C2 C1 Li1 71.76(13) . . ? C5 C1 Li1 70.62(12) . . ? C6 C1 Li1 123.38(12) . . ? Li1 C1 Li1 114.63(6) 3_745 . ? C1 C2 C3 108.48(15) . . ? C1 C2 Li1 72.63(14) . 3_745 ? C3 C2 Li1 71.01(12) . 3_745 ? C1 C2 Li1 72.84(13) . . ? C3 C2 Li1 70.99(12) . . ? Li1 C2 Li1 115.62(7) 3_745 . ? C1 C2 H2 125.8 . . ? C3 C2 H2 125.8 . . ? Li1 C2 H2 122.3 3_745 . ? Li1 C2 H2 122.1 . . ? C4 C3 C2 108.07(15) . . ? C4 C3 Li1 71.67(12) . 3_745 ? C2 C3 Li1 73.02(12) . 3_745 ? C4 C3 Li1 71.53(12) . . ? C2 C3 Li1 73.22(12) . . ? Li1 C3 Li1 117.85(7) 3_745 . ? C4 C3 H3 126.0 . . ? C2 C3 H3 126.0 . . ? Li1 C3 H3 121.1 3_745 . ? Li1 C3 H3 121.0 . . ? C3 C4 C5 107.71(12) . . ? C3 C4 Li1 72.27(12) . 3_745 ? C5 C4 Li1 72.68(12) . 3_745 ? C3 C4 Li1 72.54(12) . . ? C5 C4 Li1 72.54(12) . . ? Li1 C4 Li1 118.72(6) 3_745 . ? C3 C4 H4 126.1 . . ? C5 C4 H4 126.1 . . ? Li1 C4 H4 120.7 3_745 . ? Li1 C4 H4 120.6 . . ? C1 C5 C4 108.54(14) . . ? C1 C5 Li1 73.06(12) . 3_745 ? C4 C5 Li1 71.13(12) . 3_745 ? C1 C5 Li1 73.71(12) . . ? C4 C5 Li1 71.32(12) . . ? Li1 C5 Li1 117.22(7) 3_745 . ? C1 C5 H5 125.7 . . ? C4 C5 H5 125.7 . . ? Li1 C5 H5 121.8 3_745 . ? Li1 C5 H5 121.0 . . ? C1 C6 C7 113.71(12) . . ? C1 C6 H6A 108.8 . . ? C7 C6 H6A 108.8 . . ? C1 C6 H6B 108.8 . . ? C7 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? C12 C7 C8 118.09(15) . . ? C12 C7 C6 121.27(14) . . ? C8 C7 C6 120.64(15) . . ? C9 C8 C7 121.07(16) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C10 C9 C8 120.36(16) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C11 119.29(16) . . ? C9 C10 H10 120.4 . . ? C11 C10 H10 120.4 . . ? C10 C11 C12 120.36(17) . . ? C10 C11 H11 119.8 . . ? C12 C11 H11 119.8 . . ? C11 C12 C7 120.83(15) . . ? C11 C12 H12 119.6 . . ? C7 C12 H12 119.6 . . ? 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 C4 Li1 C1 C2 100.1(2) 3_755 . . . ? C4 Li1 C1 C2 -78.94(12) . . . . ? C3 Li1 C1 C2 147.1(2) 3_755 . . . ? C3 Li1 C1 C2 -37.09(10) . . . . ? C5 Li1 C1 C2 51.4(3) 3_755 . . . ? C5 Li1 C1 C2 -116.49(15) . . . . ? C2 Li1 C1 C2 -165.0(3) 3_755 . . . ? C1 Li1 C1 C2 -64.9(10) 3_755 . . . ? C4 Li1 C1 C5 -143.4(2) 3_755 . . . ? C4 Li1 C1 C5 37.55(10) . . . . ? C3 Li1 C1 C5 -96.40(19) 3_755 . . . ? C3 Li1 C1 C5 79.40(11) . . . . ? C5 Li1 C1 C5 167.9(3) 3_755 . . . ? C2 Li1 C1 C5 -48.5(3) 3_755 . . . ? C1 Li1 C1 C5 51.6(10) 3_755 . . . ? C2 Li1 C1 C5 116.49(15) . . . . ? C4 Li1 C1 C6 -21.9(3) 3_755 . . . ? C4 Li1 C1 C6 159.10(15) . . . . ? C3 Li1 C1 C6 25.2(3) 3_755 . . . ? C3 Li1 C1 C6 -159.05(15) . . . . ? C5 Li1 C1 C6 -70.5(4) 3_755 . . . ? C5 Li1 C1 C6 121.55(17) . . . . ? C2 Li1 C1 C6 73.0(3) 3_755 . . . ? C1 Li1 C1 C6 173.1(9) 3_755 . . . ? C2 Li1 C1 C6 -121.96(18) . . . . ? C4 Li1 C1 Li1 159.1(2) 3_755 . . 3_745 ? C4 Li1 C1 Li1 -19.87(7) . . . 3_745 ? C3 Li1 C1 Li1 -153.8(2) 3_755 . . 3_745 ? C3 Li1 C1 Li1 21.98(6) . . . 3_745 ? C5 Li1 C1 Li1 110.5(3) 3_755 . . 3_745 ? C5 Li1 C1 Li1 -57.42(10) . . . 3_745 ? C2 Li1 C1 Li1 -105.9(3) 3_755 . . 3_745 ? C1 Li1 C1 Li1 -5.8(9) 3_755 . . 3_745 ? C2 Li1 C1 Li1 59.07(10) . . . 3_745 ? C5 C1 C2 C3 0.3(2) . . . . ? C6 C1 C2 C3 -179.08(13) . . . . ? Li1 C1 C2 C3 -62.36(14) 3_745 . . . ? Li1 C1 C2 C3 62.45(14) . . . . ? C5 C1 C2 Li1 62.70(14) . . . 3_745 ? C6 C1 C2 Li1 -116.72(17) . . . 3_745 ? Li1 C1 C2 Li1 124.81(5) . . . 3_745 ? C5 C1 C2 Li1 -62.11(14) . . . . ? C6 C1 C2 Li1 118.47(17) . . . . ? Li1 C1 C2 Li1 -124.81(5) 3_745 . . . ? C4 Li1 C2 C1 -108.9(2) 3_755 . . . ? C4 Li1 C2 C1 79.63(12) . . . . ? C3 Li1 C2 C1 -68.0(4) 3_755 . . . ? C3 Li1 C2 C1 117.20(15) . . . . ? C5 Li1 C2 C1 -152.47(17) 3_755 . . . ? C5 Li1 C2 C1 37.40(10) . . . . ? C2 Li1 C2 C1 114.6(11) 3_755 . . . ? C1 Li1 C2 C1 165.9(2) 3_755 . . . ? C4 Li1 C2 C3 133.9(2) 3_755 . . . ? C4 Li1 C2 C3 -37.58(10) . . . . ? C3 Li1 C2 C3 174.8(4) 3_755 . . . ? C5 Li1 C2 C3 90.33(18) 3_755 . . . ? C5 Li1 C2 C3 -79.80(11) . . . . ? C2 Li1 C2 C3 -2.7(11) 3_755 . . . ? C1 Li1 C2 C3 48.7(2) 3_755 . . . ? C1 Li1 C2 C3 -117.20(15) . . . . ? C4 Li1 C2 Li1 -169.2(2) 3_755 . . 3_745 ? C4 Li1 C2 Li1 19.27(7) . . . 3_745 ? C3 Li1 C2 Li1 -128.4(4) 3_755 . . 3_745 ? C3 Li1 C2 Li1 56.85(10) . . . 3_745 ? C5 Li1 C2 Li1 147.17(19) 3_755 . . 3_745 ? C5 Li1 C2 Li1 -22.96(7) . . . 3_745 ? C2 Li1 C2 Li1 54.2(11) 3_755 . . 3_745 ? C1 Li1 C2 Li1 105.5(2) 3_755 . . 3_745 ? C1 Li1 C2 Li1 -60.36(11) . . . 3_745 ? C1 C2 C3 C4 -0.1(2) . . . . ? Li1 C2 C3 C4 -63.55(14) 3_745 . . . ? Li1 C2 C3 C4 63.49(14) . . . . ? C1 C2 C3 Li1 63.40(16) . . . 3_745 ? Li1 C2 C3 Li1 127.03(6) . . . 3_745 ? C1 C2 C3 Li1 -63.64(15) . . . . ? Li1 C2 C3 Li1 -127.03(6) 3_745 . . . ? C4 Li1 C3 C4 163.8(3) 3_755 . . . ? C3 Li1 C3 C4 79.1(10) 3_755 . . . ? C5 Li1 C3 C4 134.32(15) 3_755 . . . ? C5 Li1 C3 C4 -37.98(9) . . . . ? C2 Li1 C3 C4 63.2(2) 3_755 . . . ? C1 Li1 C3 C4 95.41(15) 3_755 . . . ? C2 Li1 C3 C4 -116.25(14) . . . . ? C1 Li1 C3 C4 -79.56(11) . . . . ? C4 Li1 C3 C2 -80.0(3) 3_755 . . . ? C4 Li1 C3 C2 116.25(14) . . . . ? C3 Li1 C3 C2 -164.7(11) 3_755 . . . ? C5 Li1 C3 C2 -109.44(16) 3_755 . . . ? C5 Li1 C3 C2 78.27(11) . . . . ? C2 Li1 C3 C2 179.4(2) 3_755 . . . ? C1 Li1 C3 C2 -148.34(16) 3_755 . . . ? C1 Li1 C3 C2 36.69(10) . . . . ? C4 Li1 C3 Li1 -139.7(3) 3_755 . . 3_745 ? C4 Li1 C3 Li1 56.54(10) . . . 3_745 ? C3 Li1 C3 Li1 135.6(11) 3_755 . . 3_745 ? C5 Li1 C3 Li1 -169.15(16) 3_755 . . 3_745 ? C5 Li1 C3 Li1 18.55(6) . . . 3_745 ? C2 Li1 C3 Li1 119.7(2) 3_755 . . 3_745 ? C1 Li1 C3 Li1 151.95(17) 3_755 . . 3_745 ? C2 Li1 C3 Li1 -59.71(10) . . . 3_745 ? C1 Li1 C3 Li1 -23.02(6) . . . 3_745 ? C2 C3 C4 C5 -0.10(16) . . . . ? Li1 C3 C4 C5 -64.52(13) 3_745 . . . ? Li1 C3 C4 C5 64.49(13) . . . . ? C2 C3 C4 Li1 64.42(14) . . . 3_745 ? Li1 C3 C4 Li1 129.01(6) . . . 3_745 ? C2 C3 C4 Li1 -64.59(14) . . . . ? Li1 C3 C4 Li1 -129.01(6) 3_745 . . . ? C4 Li1 C4 C3 -96.7(11) 3_755 . . . ? C3 Li1 C4 C3 -165.7(3) 3_755 . . . ? C5 Li1 C4 C3 -68.0(2) 3_755 . . . ? C5 Li1 C4 C3 115.68(12) . . . . ? C2 Li1 C4 C3 -137.11(18) 3_755 . . . ? C1 Li1 C4 C3 -98.79(16) 3_755 . . . ? C2 Li1 C4 C3 37.42(9) . . . . ? C1 Li1 C4 C3 78.62(11) . . . . ? C4 Li1 C4 C5 147.6(11) 3_755 . . . ? C3 Li1 C4 C5 78.6(3) 3_755 . . . ? C3 Li1 C4 C5 -115.68(12) . . . . ? C5 Li1 C4 C5 176.3(2) 3_755 . . . ? C2 Li1 C4 C5 107.21(17) 3_755 . . . ? C1 Li1 C4 C5 145.54(16) 3_755 . . . ? C2 Li1 C4 C5 -78.26(11) . . . . ? C1 Li1 C4 C5 -37.05(9) . . . . ? C4 Li1 C4 Li1 -154.3(11) 3_755 . . 3_745 ? C3 Li1 C4 Li1 136.8(3) 3_755 . . 3_745 ? C3 Li1 C4 Li1 -57.56(10) . . . 3_745 ? C5 Li1 C4 Li1 -125.5(2) 3_755 . . 3_745 ? C5 Li1 C4 Li1 58.12(10) . . . 3_745 ? C2 Li1 C4 Li1 165.3(2) 3_755 . . 3_745 ? C1 Li1 C4 Li1 -156.35(19) 3_755 . . 3_745 ? C2 Li1 C4 Li1 -20.14(7) . . . 3_745 ? C1 Li1 C4 Li1 21.06(7) . . . 3_745 ? C2 C1 C5 C4 -0.41(19) . . . . ? C6 C1 C5 C4 179.01(14) . . . . ? Li1 C1 C5 C4 62.70(14) 3_745 . . . ? Li1 C1 C5 C4 -63.26(14) . . . . ? C2 C1 C5 Li1 -63.10(15) . . . 3_745 ? C6 C1 C5 Li1 116.32(18) . . . 3_745 ? Li1 C1 C5 Li1 -125.95(5) . . . 3_745 ? C2 C1 C5 Li1 62.85(15) . . . . ? C6 C1 C5 Li1 -117.73(18) . . . . ? Li1 C1 C5 Li1 125.95(5) 3_745 . . . ? C3 C4 C5 C1 0.32(16) . . . . ? Li1 C4 C5 C1 -63.94(14) 3_745 . . . ? Li1 C4 C5 C1 64.80(14) . . . . ? C3 C4 C5 Li1 64.25(13) . . . 3_745 ? Li1 C4 C5 Li1 128.74(5) . . . 3_745 ? C3 C4 C5 Li1 -64.49(13) . . . . ? Li1 C4 C5 Li1 -128.74(5) 3_745 . . . ? C4 Li1 C5 C1 74.0(3) 3_755 . . . ? C4 Li1 C5 C1 -116.65(14) . . . . ? C3 Li1 C5 C1 110.82(17) 3_755 . . . ? C3 Li1 C5 C1 -78.89(11) . . . . ? C5 Li1 C5 C1 -134.2(11) 3_755 . . . ? C2 Li1 C5 C1 152.67(18) 3_755 . . . ? C1 Li1 C5 C1 -168.3(2) 3_755 . . . ? C2 Li1 C5 C1 -37.11(9) . . . . ? C4 Li1 C5 C4 -169.3(3) 3_755 . . . ? C3 Li1 C5 C4 -132.53(17) 3_755 . . . ? C3 Li1 C5 C4 37.76(9) . . . . ? C5 Li1 C5 C4 -17.6(11) 3_755 . . . ? C2 Li1 C5 C4 -90.68(16) 3_755 . . . ? C1 Li1 C5 C4 -51.7(2) 3_755 . . . ? C2 Li1 C5 C4 79.54(11) . . . . ? C1 Li1 C5 C4 116.65(14) . . . . ? C4 Li1 C5 Li1 134.6(3) 3_755 . . 3_745 ? C4 Li1 C5 Li1 -56.10(10) . . . 3_745 ? C3 Li1 C5 Li1 171.37(18) 3_755 . . 3_745 ? C3 Li1 C5 Li1 -18.34(6) . . . 3_745 ? C5 Li1 C5 Li1 -73.7(11) 3_755 . . 3_745 ? C2 Li1 C5 Li1 -146.78(19) 3_755 . . 3_745 ? C1 Li1 C5 Li1 -107.8(3) 3_755 . . 3_745 ? C2 Li1 C5 Li1 23.44(6) . . . 3_745 ? C1 Li1 C5 Li1 60.55(10) . . . 3_745 ? C2 C1 C6 C7 -75.2(2) . . . . ? C5 C1 C6 C7 105.47(18) . . . . ? Li1 C1 C6 C7 -165.24(15) 3_745 . . . ? Li1 C1 C6 C7 15.9(2) . . . . ? C1 C6 C7 C12 -95.08(18) . . . . ? C1 C6 C7 C8 84.38(18) . . . . ? C12 C7 C8 C9 -0.3(2) . . . . ? C6 C7 C8 C9 -179.75(14) . . . . ? C7 C8 C9 C10 0.0(3) . . . . ? C8 C9 C10 C11 0.2(3) . . . . ? C9 C10 C11 C12 -0.2(3) . . . . ? C10 C11 C12 C7 0.0(3) . . . . ? C8 C7 C12 C11 0.3(2) . . . . ? C6 C7 C12 C11 179.73(15) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.37 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.123 _refine_diff_density_min -0.142 _refine_diff_density_rms 0.029 _contact_Crystallographer_name 'Richard Staples' _contact_Crystallographer_email staples@chemistry.msu.com