# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 186/1464 data_dw9907 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H22 As Li O2' _chemical_formula_weight 304.18 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'As' 'As' 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.150(2) _cell_length_b 8.564(2) _cell_length_c 11.278(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.87(3) _cell_angle_gamma 90.00 _cell_volume 770.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.311 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 316 _exptl_absorpt_coefficient_mu 2.197 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.6677 _exptl_absorpt_correction_T_max 0.8102 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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 2438 _diffrn_reflns_av_R_equivalents 0.0513 _diffrn_reflns_av_sigmaI/netI 0.0705 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.04 _diffrn_reflns_theta_max 22.49 _reflns_number_total 2004 _reflns_number_gt 1567 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.04(6) _refine_ls_number_reflns 2004 _refine_ls_number_parameters 142 _refine_ls_number_restraints 59 _refine_ls_R_factor_all 0.1293 _refine_ls_R_factor_gt 0.1040 _refine_ls_wR_factor_ref 0.2439 _refine_ls_wR_factor_gt 0.2339 _refine_ls_goodness_of_fit_ref 1.595 _refine_ls_restrained_S_all 1.582 _refine_ls_shift/su_max 0.080 _refine_ls_shift/su_mean 0.015 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 As1 As -0.43701(18) -1.0063(5) 1.45481(12) 0.0481(6) Uani 1 1 d . . . Li1 Li -0.675(4) -0.790(4) 1.464(2) 0.056(8) Uani 1 1 d . . . C6 C -0.4319(19) -1.023(3) 1.1941(14) 0.053(4) Uani 1 1 d . A . H6A H -0.3537 -0.9392 1.2106 0.064 Uiso 1 1 calc R . . C5 C -0.4974(18) -1.0847(17) 1.2892(13) 0.036(4) Uani 1 1 d . . . C4 C -0.609(2) -1.2033(19) 1.2578(14) 0.045(4) Uani 1 1 d . A . H4A H -0.6537 -1.2510 1.3205 0.054 Uiso 1 1 calc R . . C3 C -0.662(2) -1.258(2) 1.1437(16) 0.055(5) Uani 1 1 d . . . H3A H -0.7431 -1.3389 1.1269 0.066 Uiso 1 1 calc R A . C2 C -0.594(3) -1.192(2) 1.0519(16) 0.065(6) Uani 1 1 d . A . H2A H -0.6294 -1.2278 0.9708 0.078 Uiso 1 1 calc R . . C1 C -0.476(3) -1.078(2) 1.0780(16) 0.064(5) Uani 1 1 d . . . H1A H -0.4255 -1.0367 1.0161 0.077 Uiso 1 1 calc R A . O1 O -0.835(4) -0.762(3) 1.3083(18) 0.042(9) Uani 0.60 1 d PD A 1 C11 C -0.935(2) -0.893(2) 1.2588(14) 0.059(3) Uiso 0.50 1 d PD A 1 H11A H -1.0516 -0.8791 1.2688 0.071 Uiso 0.50 1 calc PR A 1 H11B H -0.8893 -0.9901 1.3003 0.071 Uiso 0.50 1 calc PR A 1 C12 C -0.928(4) -0.900(3) 1.1252(17) 0.059(3) Uiso 0.60 1 d PD A 1 H12A H -0.8413 -0.9745 1.1108 0.071 Uiso 0.60 1 calc PR A 1 H12B H -1.0380 -0.9312 1.0754 0.071 Uiso 0.60 1 calc PR A 1 C13 C -0.884(4) -0.735(3) 1.098(2) 0.059(3) Uiso 0.60 1 d PD A 1 H13A H -0.9841 -0.6668 1.0832 0.071 Uiso 0.60 1 calc PR A 1 H13B H -0.8294 -0.7307 1.0274 0.071 Uiso 0.60 1 calc PR A 1 C14 C -0.764(4) -0.694(3) 1.214(2) 0.059(3) Uiso 0.60 1 d PD A 1 H14A H -0.6512 -0.7375 1.2153 0.071 Uiso 0.60 1 calc PR A 1 H14B H -0.7545 -0.5792 1.2245 0.071 Uiso 0.60 1 calc PR A 1 O1' O -0.801(5) -0.788(5) 1.300(2) 0.027(13) Uani 0.40 1 d PDU A 2 C11' C -0.935(2) -0.893(2) 1.2588(14) 0.059(3) Uiso 0.50 1 d PD A 2 H11C H -1.0295 -0.8686 1.2982 0.071 Uiso 0.50 1 calc PR A 2 H11D H -0.8976 -1.0010 1.2801 0.071 Uiso 0.50 1 calc PR A 2 C12' C -0.990(4) -0.878(5) 1.1244(19) 0.059(3) Uiso 0.40 1 d PD A 2 H12C H -1.0165 -0.9813 1.0861 0.071 Uiso 0.40 1 calc PR A 2 H12D H -1.0892 -0.8094 1.1028 0.071 Uiso 0.40 1 calc PR A 2 C13' C -0.842(5) -0.807(5) 1.087(3) 0.059(3) Uiso 0.40 1 d PD A 2 H13C H -0.8778 -0.7311 1.0202 0.071 Uiso 0.40 1 calc PR A 2 H13D H -0.7725 -0.8886 1.0585 0.071 Uiso 0.40 1 calc PR A 2 C14' C -0.745(5) -0.727(5) 1.198(3) 0.059(3) Uiso 0.40 1 d PD A 2 H14C H -0.6239 -0.7462 1.2059 0.071 Uiso 0.40 1 calc PR A 2 H14D H -0.7653 -0.6130 1.1917 0.071 Uiso 0.40 1 calc PR A 2 O2 O -0.8187(16) -0.8844(13) 1.5622(10) 0.066(4) Uani 0.50 1 d PD A 1 C7 C -0.925(3) -0.783(3) 1.615(2) 0.100(4) Uiso 0.50 1 d PD A 1 H7A H -0.8800 -0.6756 1.6228 0.120 Uiso 0.50 1 calc PR A 1 H7B H -1.0399 -0.7817 1.5657 0.120 Uiso 0.50 1 calc PR A 1 C8 C -0.923(3) -0.850(3) 1.7336(19) 0.100(4) Uiso 0.50 1 d PD A 1 H8A H -0.8789 -0.7731 1.7979 0.120 Uiso 0.50 1 calc PR A 1 H8B H -1.0380 -0.8795 1.7408 0.120 Uiso 0.50 1 calc PR A 1 C9 C -0.820(5) -0.982(4) 1.746(2) 0.100(4) Uiso 0.50 1 d PD A 1 H9A H -0.8637 -1.0643 1.7921 0.120 Uiso 0.50 1 calc PR A 1 H9B H -0.7044 -0.9550 1.7875 0.120 Uiso 0.50 1 calc PR A 1 C10 C -0.823(7) -1.034(3) 1.621(3) 0.100(4) Uiso 0.34 1 d PD A 1 H10A H -0.9260 -1.0928 1.5871 0.120 Uiso 0.34 1 calc PR A 1 H10B H -0.7234 -1.0981 1.6163 0.120 Uiso 0.34 1 calc PR A 1 O2' O -0.8187(16) -0.8844(13) 1.5622(10) 0.066(4) Uani 0.50 1 d PD A 2 C7' C -0.925(3) -0.783(3) 1.615(2) 0.100(4) Uiso 0.50 1 d PD A 2 H7'A H -0.8800 -0.6756 1.6228 0.120 Uiso 0.50 1 calc PR A 2 H7'B H -1.0399 -0.7817 1.5657 0.120 Uiso 0.50 1 calc PR A 2 C8' C -0.923(3) -0.850(3) 1.7336(19) 0.100(4) Uiso 0.50 1 d PD A 2 H8'A H -0.9205 -0.7657 1.7941 0.120 Uiso 0.50 1 calc PR A 2 H8'B H -1.0251 -0.9134 1.7314 0.120 Uiso 0.50 1 calc PR A 2 C9' C -0.783(5) -0.942(5) 1.765(2) 0.100(4) Uiso 0.50 1 d PD A 2 H9'A H -0.8029 -1.0287 1.8180 0.120 Uiso 0.50 1 calc PR A 2 H9'B H -0.6864 -0.8796 1.8082 0.120 Uiso 0.50 1 calc PR A 2 C10' C -0.749(4) -1.002(4) 1.652(2) 0.100(4) Uiso 0.66 1 d PD A 2 H10C H -0.8039 -1.1045 1.6313 0.120 Uiso 0.66 1 calc PR A 2 H10D H -0.6266 -1.0142 1.6566 0.120 Uiso 0.66 1 calc PR A 2 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 As1 0.0549(9) 0.0472(9) 0.0350(8) -0.0001(14) -0.0075(5) 0.0039(15) Li1 0.059(18) 0.064(19) 0.042(16) 0.010(14) 0.003(14) -0.014(15) C6 0.054(9) 0.046(11) 0.064(10) 0.017(14) 0.023(8) 0.016(13) C5 0.035(8) 0.029(7) 0.042(9) 0.001(7) 0.004(7) 0.006(7) C4 0.050(10) 0.042(9) 0.038(10) 0.001(8) -0.004(8) -0.007(8) C3 0.068(12) 0.050(11) 0.042(10) 0.013(9) 0.002(9) -0.010(10) C2 0.094(16) 0.047(11) 0.044(11) -0.014(10) -0.008(11) 0.020(11) C1 0.086(14) 0.076(14) 0.033(10) 0.000(9) 0.019(9) 0.008(11) O1 0.038(15) 0.048(16) 0.040(15) 0.000(10) 0.005(10) 0.006(14) O1' 0.028(16) 0.033(16) 0.023(15) -0.001(8) 0.011(9) -0.001(9) O2 0.087(10) 0.079(9) 0.032(6) 0.004(6) 0.010(6) -0.002(8) O2' 0.087(10) 0.079(9) 0.032(6) 0.004(6) 0.010(6) -0.002(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 As1 C5 1.950(15) . ? As1 Li1 2.69(3) 2_448 ? As1 Li1 2.70(3) . ? Li1 O1' 1.91(4) . ? Li1 O2 1.95(3) . ? Li1 O1 1.97(4) . ? Li1 As1 2.69(3) 2_458 ? C6 C1 1.37(2) . ? C6 C5 1.40(2) . ? C5 C4 1.36(2) . ? C4 C3 1.35(2) . ? C3 C2 1.39(2) . ? C2 C1 1.36(3) . ? O1 C11 1.427(19) . ? O1 C14 1.430(19) . ? C11 C12 1.52(2) . ? C12 C13 1.50(3) . ? C13 C14 1.51(2) . ? O1' C14' 1.42(2) . ? C12' C13' 1.49(3) . ? C13' C14' 1.50(2) . ? O2 C7 1.44(2) . ? O2 C10 1.45(2) . ? C7 C8 1.45(2) . ? C8 C9 1.40(3) . ? C9 C10 1.47(3) . ? C9' C10' 1.46(2) . ? 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 C5 As1 Li1 91.0(7) . 2_448 ? C5 As1 Li1 103.3(7) . . ? Li1 As1 Li1 143.4(5) 2_448 . ? O1' Li1 O2 106.6(15) . . ? O1' Li1 O1 11(2) . . ? O2 Li1 O1 100.9(14) . . ? O1' Li1 As1 113.4(17) . 2_458 ? O2 Li1 As1 112.3(13) . 2_458 ? O1 Li1 As1 108.1(14) . 2_458 ? O1' Li1 As1 103(2) . . ? O2 Li1 As1 104.9(12) . . ? O1 Li1 As1 113.6(16) . . ? As1 Li1 As1 116.0(10) 2_458 . ? C1 C6 C5 122(2) . . ? C4 C5 C6 115.2(15) . . ? C4 C5 As1 121.9(11) . . ? C6 C5 As1 122.9(13) . . ? C5 C4 C3 124.7(15) . . ? C4 C3 C2 118.2(17) . . ? C1 C2 C3 120.1(17) . . ? C2 C1 C6 119.5(18) . . ? C11 O1 C14 108.4(17) . . ? C11 O1 Li1 118(2) . . ? C14 O1 Li1 114(2) . . ? O1 C11 C12 106.7(15) . . ? C13 C12 C11 102.8(14) . . ? C12 C13 C14 100.5(15) . . ? O1 C14 C13 105.0(16) . . ? C14' O1' Li1 126(2) . . ? C12' C13' C14' 105.2(16) . . ? O1' C14' C13' 108.3(17) . . ? C7 O2 C10 105.5(19) . . ? C7 O2 Li1 118.2(15) . . ? C10 O2 Li1 135(2) . . ? C8 C7 O2 104.8(17) . . ? C9 C8 C7 107.3(15) . . ? C8 C9 C10 105.3(18) . . ? C9 C10 O2 100(2) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 22.49 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.966 _refine_diff_density_min -1.053 _refine_diff_density_rms 0.109