data_global _publ_contact_author 'Andrei S.Batsanov' _publ_contact_author_email a.s.batsanov@durham.ac.uk loop_ _publ_author_name 'Jin, Liqun' 'Liu, Chao' 'Liu, Jing' 'Hu, Fang' 'Lan, Yu' 'Batsanov, Andrei S.' 'Howard, Judith A. K.' 'Marder, Todd B.' 'Lei, Aiwen' _journal_name_full 'Journal of the American Chemical Society' _journal_volume '?' _journal_page_first '?' _journal_page_last '?' _journal_year '2009' _database_code_depnum_ccdc_journal ? _publ_section_title ; Revelation of the difference between arylzinc reagents prepared from aryl Grignard and aryllitium reagents respectively: unprecedented kinetic and structural features ; #=========================================================== data_1a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21.42 H36.51 Br0.65 Cl2.44 Mg O4 Zn' _chemical_formula_weight 586.67 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Zn' 'Zn' 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Mg' 'Mg' 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Br' 'Br' -0.2901 2.4595 '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/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.863(2) _cell_length_b 10.4843(17) _cell_length_c 16.936(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.13(3) _cell_angle_gamma 90.00 _cell_volume 2597.9(7) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 1764 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 22.67 _exptl_crystal_description irregular _exptl_crystal_colour colorless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.499 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1213 _exptl_absorpt_coefficient_mu 2.253 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ;The data collection nominally covered over a hemisphere of reciprocal space, by a combination of 3 runs of narrow-frame \w-scans (scan width 0.3\% \w, 31.4s exposure), every run at a different \f angle. Crystal to detector distance 4.42 cm. Weak diffraction: mean I/\s(I)=4.67 ; _diffrn_ambient_temperature 120(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 'Siemens SMART 1K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 8 _diffrn_standards_number 0 _diffrn_reflns_number 13230 _diffrn_reflns_av_R_equivalents 0.1512 _diffrn_reflns_av_sigmaI/netI 0.1882 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4575 _reflns_number_gt 2038 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART version 5.049 (Bruker, 1998)' _computing_cell_refinement 'SAINT version 6.45A (Bruker, 2003)' _computing_data_reduction 'SAINT version 6.45A (Bruker, 2003)' _computing_structure_solution 'SHELXTL version 6.14 (Bruker, 2003)' _computing_structure_refinement 'SHELXTL version 6.14 (Bruker, 2003)' _computing_molecular_graphics 'SHELXTL version 6.14 (Bruker, 2003)' _computing_publication_material 'SHELXTL version 6.14 (Bruker, 2003)' _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. Cl(1) and Br(1) ligands share the same site and were refined as a single atom with (refined) contributions of 0.442(8) chlorine and 0.558(8) bromine. The phenyl ligand is partially substituted by Br(2), with contributions of 0.894(7) and 0.106(7), respectively. The void resulting from smaller size of the Br(2) ligand, is probably occupied by disordered solvent (as indicated by the residual electron density) which could not be satisfactorily modelled and was ignored in the final refinement. ; _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^)+(0.0674P)^2^+6.3838P] 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 4575 _refine_ls_number_parameters 281 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1915 _refine_ls_R_factor_gt 0.0754 _refine_ls_wR_factor_ref 0.1921 _refine_ls_wR_factor_gt 0.1502 _refine_ls_goodness_of_fit_ref 1.003 _refine_ls_restrained_S_all 1.003 _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 Zn Zn 0.26724(9) 0.30493(12) 0.02648(7) 0.0336(4) Uani 1 1 d . . . Mg Mg 0.4585(2) 0.2478(3) 0.17514(19) 0.0268(8) Uani 1 1 d . . . Br1 Br 0.29428(12) 0.37893(16) -0.09826(9) 0.0468(7) Uani 0.558(8) 1 d P A 1 Cl1 Cl 0.29428(12) 0.37893(16) -0.09826(9) 0.0468(7) Uani 0.442(8) 1 d P A 2 Br2 Br 0.1158(15) 0.2888(18) 0.0452(11) 0.055(7) Uiso 0.106(7) 1 d P A 2 Cl2 Cl 0.36292(19) 0.4343(2) 0.12019(15) 0.0335(7) Uani 1 1 d . A . Cl3 Cl 0.36064(17) 0.1186(2) 0.06539(14) 0.0296(6) Uani 1 1 d . A . O1 O 0.5426(5) 0.3654(6) 0.2566(4) 0.0302(17) Uani 1 1 d . A . O2 O 0.5560(4) 0.2746(7) 0.1021(4) 0.0303(17) Uani 1 1 d . A . O3 O 0.3742(5) 0.2256(6) 0.2611(4) 0.0323(18) Uani 1 1 d . A . O4 O 0.5275(5) 0.0782(6) 0.2162(4) 0.0380(19) Uani 1 1 d . A . C1 C 0.1382(13) 0.2685(15) 0.0389(11) 0.049(7) Uiso 0.894(7) 1 d PD A 1 C2 C 0.1166(9) 0.1530(16) 0.0635(8) 0.058(5) Uani 0.894(7) 1 d PD A 1 H2 H 0.1640 0.0936 0.0817 0.070 Uiso 0.894(7) 1 d PR A 1 C3 C 0.0246(11) 0.1176(16) 0.0633(9) 0.071(5) Uani 0.894(7) 1 d P A 1 H3 H 0.0117 0.0372 0.0846 0.085 Uiso 0.894(7) 1 d PR A 1 C4 C -0.0448(10) 0.1969(16) 0.0327(8) 0.062(5) Uani 0.894(7) 1 d P A 1 H4 H -0.1065 0.1694 0.0273 0.074 Uiso 0.894(7) 1 d PR A 1 C5 C -0.0245(11) 0.3180(17) 0.0097(9) 0.071(5) Uani 0.894(7) 1 d P A 1 H5 H -0.0717 0.3784 -0.0068 0.086 Uiso 0.894(7) 1 d PR A 1 C6 C 0.0693(11) 0.3505(16) 0.0114(9) 0.061(4) Uani 0.894(7) 1 d PD A 1 H6 H 0.0840 0.4320 -0.0074 0.073 Uiso 0.894(7) 1 d PR A 1 C7 C 0.6059(8) 0.3234(12) 0.3270(6) 0.047(3) Uani 1 1 d . . . H71 H 0.6419 0.2497 0.3134 0.057 Uiso 1 1 d R A . H72 H 0.5721 0.2972 0.3698 0.057 Uiso 1 1 d R . . C8 C 0.6671(9) 0.4318(11) 0.3544(8) 0.066(4) Uani 1 1 d . A . H81 H 0.6557 0.4630 0.4069 0.080 Uiso 1 1 d R . . H82 H 0.7317 0.4047 0.3606 0.080 Uiso 1 1 d R . . C9 C 0.6483(8) 0.5328(11) 0.2944(6) 0.045(3) Uani 1 1 d . . . H91 H 0.6958 0.5346 0.2601 0.054 Uiso 1 1 d R A . H92 H 0.6465 0.6171 0.3205 0.054 Uiso 1 1 d R . . C10 C 0.5558(8) 0.5000(10) 0.2453(6) 0.041(3) Uani 1 1 d . A . H101 H 0.5070 0.5499 0.2639 0.049 Uiso 1 1 d R . . H102 H 0.5548 0.5191 0.1879 0.049 Uiso 1 1 d R . . C11 C 0.5367(8) 0.3114(13) 0.0173(6) 0.052(3) Uani 1 1 d . . . H111 H 0.5370 0.4054 0.0113 0.063 Uiso 1 1 d R A . H112 H 0.4768 0.2777 -0.0093 0.063 Uiso 1 1 d R . . C12 C 0.6138(7) 0.2522(11) -0.0154(6) 0.041(3) Uani 1 1 d . A . H121 H 0.6292 0.3035 -0.0603 0.049 Uiso 1 1 d R . . H122 H 0.5970 0.1650 -0.0352 0.049 Uiso 1 1 d R . . C13 C 0.6927(8) 0.2485(13) 0.0524(7) 0.052(3) Uani 1 1 d . . . H131 H 0.7214 0.1630 0.0570 0.062 Uiso 1 1 d R A . H132 H 0.7393 0.3126 0.0449 0.062 Uiso 1 1 d R . . C14 C 0.6536(7) 0.2781(12) 0.1244(7) 0.046(3) Uani 1 1 d . A . H141 H 0.6738 0.2143 0.1669 0.055 Uiso 1 1 d R . . H142 H 0.6739 0.3635 0.1453 0.055 Uiso 1 1 d R . . C15 C 0.2923(9) 0.1441(11) 0.2536(8) 0.055(4) Uani 1 1 d . . . H151 H 0.3041 0.0710 0.2910 0.066 Uiso 1 1 d R A . H152 H 0.2752 0.1110 0.1983 0.066 Uiso 1 1 d R . . C16 C 0.2188(8) 0.2270(12) 0.2756(7) 0.052(4) Uani 1 1 d . A . H161 H 0.1932 0.2840 0.2306 0.062 Uiso 1 1 d R . . H162 H 0.1690 0.1755 0.2914 0.062 Uiso 1 1 d R . . C17 C 0.2698(7) 0.3002(10) 0.3449(6) 0.039(3) Uani 1 1 d . . . H171 H 0.2789 0.2490 0.3948 0.046 Uiso 1 1 d R A . H172 H 0.2377 0.3803 0.3536 0.046 Uiso 1 1 d R . . C18 C 0.3623(8) 0.3281(10) 0.3160(6) 0.039(3) Uani 1 1 d . A . H181 H 0.3603 0.4116 0.2884 0.047 Uiso 1 1 d R . . H182 H 0.4133 0.3289 0.3623 0.047 Uiso 1 1 d R . . C19 C 0.5623(8) -0.0090(10) 0.1646(6) 0.039(3) Uani 1 1 d . . . H191 H 0.6274 0.0090 0.1633 0.047 Uiso 1 1 d R A . H192 H 0.5272 -0.0031 0.1093 0.047 Uiso 1 1 d R . . C20 C 0.5515(13) -0.1382(12) 0.1994(8) 0.087(5) Uani 1 1 d . A . H201 H 0.4920 -0.1763 0.1754 0.105 Uiso 1 1 d R . . H202 H 0.6011 -0.1959 0.1896 0.105 Uiso 1 1 d R . . C21 C 0.5563(14) -0.1171(13) 0.2857(9) 0.102(7) Uani 1 1 d . . . H211 H 0.5181 -0.1800 0.3083 0.123 Uiso 1 1 d R A . H212 H 0.6200 -0.1242 0.3145 0.123 Uiso 1 1 d R . . C22 C 0.5215(10) 0.0117(10) 0.2922(7) 0.059(4) Uani 1 1 d . A . H221 H 0.5586 0.0569 0.3380 0.071 Uiso 1 1 d R . . H222 H 0.4573 0.0090 0.3007 0.071 Uiso 1 1 d 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 Zn 0.0362(7) 0.0324(7) 0.0311(7) 0.0036(6) 0.0028(6) -0.0031(7) Mg 0.036(2) 0.0198(18) 0.0258(18) 0.0031(15) 0.0083(16) 0.0014(16) Br1 0.0595(12) 0.0467(11) 0.0318(10) 0.0104(8) 0.0015(8) -0.0203(9) Cl1 0.0595(12) 0.0467(11) 0.0318(10) 0.0104(8) 0.0015(8) -0.0203(9) Cl2 0.0432(17) 0.0227(14) 0.0324(15) -0.0012(12) 0.0010(13) 0.0028(13) Cl3 0.0365(15) 0.0205(13) 0.0307(14) 0.0002(12) 0.0029(12) -0.0014(13) O1 0.041(4) 0.029(4) 0.020(4) 0.004(3) 0.003(3) 0.000(4) O2 0.024(4) 0.043(5) 0.024(4) 0.004(3) 0.004(3) 0.006(4) O3 0.045(5) 0.022(4) 0.033(4) 0.002(3) 0.016(4) 0.000(4) O4 0.051(5) 0.027(4) 0.034(4) 0.010(3) 0.001(4) 0.008(4) C2 0.030(8) 0.095(14) 0.045(9) 0.020(9) -0.009(6) -0.008(8) C3 0.075(12) 0.070(11) 0.073(11) 0.025(10) 0.030(10) -0.011(10) C4 0.046(9) 0.086(12) 0.053(9) 0.038(9) 0.011(7) 0.022(10) C5 0.065(12) 0.079(13) 0.067(11) 0.023(10) 0.004(9) 0.022(10) C6 0.058(11) 0.068(12) 0.059(10) 0.005(9) 0.015(9) 0.012(10) C7 0.044(7) 0.051(8) 0.036(7) 0.016(6) -0.023(6) -0.012(7) C8 0.066(9) 0.027(7) 0.089(11) 0.017(7) -0.033(8) -0.017(7) C9 0.061(9) 0.039(7) 0.034(7) 0.002(6) 0.003(6) 0.001(7) C10 0.056(8) 0.024(6) 0.038(7) 0.014(5) -0.005(6) -0.004(6) C11 0.066(8) 0.064(9) 0.033(7) 0.015(7) 0.028(6) 0.005(8) C12 0.055(8) 0.036(7) 0.035(6) -0.003(6) 0.019(6) -0.001(6) C13 0.035(7) 0.072(9) 0.052(8) -0.004(7) 0.019(6) 0.002(7) C14 0.040(7) 0.045(8) 0.056(8) 0.006(6) 0.017(6) -0.002(6) C15 0.077(9) 0.037(7) 0.059(8) -0.014(6) 0.035(7) -0.034(7) C16 0.057(8) 0.062(9) 0.043(7) -0.010(7) 0.026(7) -0.021(7) C17 0.052(7) 0.029(6) 0.040(7) 0.005(6) 0.022(6) 0.006(6) C18 0.054(7) 0.035(7) 0.033(6) -0.003(5) 0.024(6) -0.002(6) C19 0.040(7) 0.033(7) 0.044(7) -0.007(6) 0.006(6) 0.011(6) C20 0.158(16) 0.028(8) 0.068(10) -0.003(7) -0.001(10) 0.013(10) C21 0.20(2) 0.036(8) 0.064(10) 0.004(8) 0.004(12) 0.042(11) C22 0.112(12) 0.025(7) 0.042(7) 0.009(6) 0.019(8) 0.005(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 Zn C1 2.002(19) . ? Zn Br2 2.33(2) . ? Zn Br1 2.3505(19) . ? Zn Cl2 2.364(3) . ? Zn Cl3 2.420(3) . ? Mg O2 2.083(7) . ? Mg O1 2.093(7) . ? Mg O3 2.094(7) . ? Mg O4 2.109(7) . ? Mg Cl2 2.498(4) . ? Mg Cl3 2.540(4) . ? O1 C10 1.443(12) . ? O1 C7 1.451(11) . ? O2 C14 1.434(12) . ? O2 C11 1.465(12) . ? O3 C18 1.452(11) . ? O3 C15 1.474(12) . ? O4 C19 1.424(11) . ? O4 C22 1.479(12) . ? C1 C2 1.339(17) . ? C1 C6 1.355(19) . ? C2 C3 1.416(19) . ? C3 C4 1.355(19) . ? C4 C5 1.38(2) . ? C5 C6 1.43(2) . ? C7 C8 1.479(15) . ? C8 C9 1.460(15) . ? C9 C10 1.516(15) . ? C11 C12 1.493(14) . ? C12 C13 1.491(15) . ? C13 C14 1.473(14) . ? C15 C16 1.493(16) . ? C16 C17 1.493(15) . ? C17 C18 1.566(14) . ? C19 C20 1.497(16) . ? C20 C21 1.467(18) . ? C21 C22 1.457(16) . ? 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 C1 Zn Br2 7.0(8) . . ? C1 Zn Br1 118.4(5) . . ? Br2 Zn Br1 117.9(5) . . ? C1 Zn Cl2 120.9(6) . . ? Br2 Zn Cl2 115.5(5) . . ? Br1 Zn Cl2 103.67(9) . . ? C1 Zn Cl3 109.4(4) . . ? Br2 Zn Cl3 115.2(5) . . ? Br1 Zn Cl3 109.31(9) . . ? Cl2 Zn Cl3 91.82(10) . . ? O2 Mg O1 85.1(3) . . ? O2 Mg O3 172.6(3) . . ? O1 Mg O3 88.2(3) . . ? O2 Mg O4 87.7(3) . . ? O1 Mg O4 94.6(3) . . ? O3 Mg O4 89.6(3) . . ? O2 Mg Cl2 94.7(2) . . ? O1 Mg Cl2 91.1(2) . . ? O3 Mg Cl2 88.6(2) . . ? O4 Mg Cl2 174.0(3) . . ? O2 Mg Cl3 90.3(2) . . ? O1 Mg Cl3 174.4(2) . . ? O3 Mg Cl3 96.5(2) . . ? O4 Mg Cl3 88.5(2) . . ? Cl2 Mg Cl3 85.99(14) . . ? Zn Cl2 Mg 92.09(12) . . ? Zn Cl3 Mg 89.77(12) . . ? C10 O1 C7 108.8(8) . . ? C10 O1 Mg 124.6(6) . . ? C7 O1 Mg 126.1(6) . . ? C14 O2 C11 105.4(8) . . ? C14 O2 Mg 128.6(6) . . ? C11 O2 Mg 125.5(6) . . ? C18 O3 C15 107.0(7) . . ? C18 O3 Mg 121.2(6) . . ? C15 O3 Mg 126.2(6) . . ? C19 O4 C22 108.4(8) . . ? C19 O4 Mg 123.1(6) . . ? C22 O4 Mg 125.7(6) . . ? C2 C1 C6 118.2(16) . . ? C2 C1 Zn 119.5(12) . . ? C6 C1 Zn 121.5(12) . . ? C1 C2 C3 121.4(15) . . ? C4 C3 C2 120.7(15) . . ? C3 C4 C5 118.9(15) . . ? C4 C5 C6 118.4(15) . . ? C1 C6 C5 122.1(16) . . ? O1 C7 C8 107.4(9) . . ? C9 C8 C7 107.9(10) . . ? C8 C9 C10 105.1(10) . . ? O1 C10 C9 106.3(8) . . ? O2 C11 C12 102.9(9) . . ? C13 C12 C11 106.0(9) . . ? C14 C13 C12 105.2(9) . . ? O2 C14 C13 107.7(9) . . ? O3 C15 C16 105.7(9) . . ? C17 C16 C15 101.7(10) . . ? C16 C17 C18 101.6(8) . . ? O3 C18 C17 105.9(8) . . ? O4 C19 C20 105.3(9) . . ? C21 C20 C19 105.4(11) . . ? C22 C21 C20 105.0(12) . . ? C21 C22 O4 107.2(10) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.681 _refine_diff_density_min -0.659 _refine_diff_density_rms 0.131 #===================================END data_09srv210 _ccdc_comments 'repeat of LICDOX, LICDOX01' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-{(\m2-Chloro)-(\m2-dioxane-O,O')-lithium(i)} ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C4 H8 Cl Li O2' _chemical_formula_sum 'C4 H8 Cl Li O2' _chemical_formula_weight 130.49 _chemical_absolute_configuration ad 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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 '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' 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 7.1229(4) _cell_length_b 7.7500(4) _cell_length_c 11.4030(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 629.47(6) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5258 _cell_measurement_theta_min 3.18 _cell_measurement_theta_max 34.99 _exptl_crystal_description lump _exptl_crystal_colour colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.377 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 272 _exptl_absorpt_coefficient_mu 0.506 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.6260 _exptl_absorpt_correction_T_max 0.8623 _exptl_absorpt_process_details 'SADABS 2006/1 (Bruker), R(int)=0.106 before correction' _exptl_special_details ;The data collection nominally covered full sphere of reciprocal space, by a combination of 4 runs of narrow-frame \w-scans (scan width 0.3\% \w, 5s exposure), every run at a different \f angle. Crystal to detector distance 4.83 cm. 1573 unique reflections after merging Friedel equivalents. ; _diffrn_ambient_temperature 120(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 SMART 6K CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 5.6 _diffrn_standards_number 0 _diffrn_reflns_number 14336 _diffrn_reflns_av_R_equivalents 0.0230 _diffrn_reflns_av_sigmaI/netI 0.0159 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 35.00 _reflns_number_total 2675 _reflns_number_gt 2592 _reflns_threshold_expression I>2\s(I) _reflns_Friedel_coverage 0.70 _computing_data_collection 'SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'SAINT version 7.46A (Bruker, 2007)' _computing_data_reduction 'SAINT version 7.46A (Bruker, 2007)' _computing_structure_solution 'SHELXTL version 6.14 (Bruker, 2003)' _computing_structure_refinement 'SHELXTL version 6.14 (Bruker, 2003)' _computing_molecular_graphics 'SHELXTL version 6.14 (Bruker, 2003)' _computing_publication_material 'SHELXTL version 6.14 (Bruker, 2003)' _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. ; _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^)+(0.0332P)^2^+0.0268P] 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 0.00(3) _refine_ls_number_reflns 2675 _refine_ls_number_parameters 106 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0211 _refine_ls_R_factor_gt 0.0201 _refine_ls_wR_factor_ref 0.0523 _refine_ls_wR_factor_gt 0.0518 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _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 Cl Cl 0.31318(2) 0.86535(2) 0.477651(15) 0.02023(4) Uani 1 1 d . . . Li Li 0.13676(18) 0.62781(18) 0.53639(10) 0.0190(2) Uani 1 1 d . . . O1 O 0.19290(8) 0.59253(7) 0.70246(4) 0.02075(9) Uani 1 1 d . . . O2 O 0.28010(7) 0.57909(7) 0.94503(4) 0.01892(10) Uani 1 1 d . . . C1 C 0.06965(11) 0.50952(10) 0.78492(6) 0.02238(13) Uani 1 1 d . . . H11 H 0.1065(17) 0.3899(16) 0.7899(10) 0.024(3) Uiso 1 1 d . . . H12 H -0.0612(17) 0.5233(17) 0.7584(12) 0.030(3) Uiso 1 1 d . . . C2 C 0.08903(10) 0.59079(10) 0.90453(6) 0.02068(12) Uani 1 1 d . . . H21 H 0.0195(19) 0.5310(16) 0.9588(10) 0.026(3) Uiso 1 1 d . . . H22 H 0.0563(16) 0.7073(17) 0.8996(10) 0.027(3) Uiso 1 1 d . . . C3 C 0.40011(10) 0.66682(10) 0.86323(6) 0.02087(12) Uani 1 1 d . . . H31 H 0.3676(17) 0.7870(16) 0.8585(11) 0.024(3) Uiso 1 1 d . . . H32 H 0.5261(19) 0.6533(17) 0.8901(11) 0.031(3) Uiso 1 1 d . . . C4 C 0.38345(10) 0.58479(11) 0.74367(6) 0.02200(13) Uani 1 1 d . . . H41 H 0.4195(16) 0.4646(16) 0.7447(11) 0.026(3) Uiso 1 1 d . . . H42 H 0.458(2) 0.6446(17) 0.6861(12) 0.033(3) Uiso 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 Cl 0.01587(6) 0.02136(7) 0.02347(7) 0.00051(5) 0.00284(5) -0.00060(5) Li 0.0181(5) 0.0231(5) 0.0159(5) -0.0012(5) 0.0001(4) -0.0005(4) O1 0.0205(2) 0.0292(2) 0.01262(17) 0.00170(17) -0.00043(17) -0.0025(2) O2 0.0202(2) 0.0228(2) 0.01372(17) 0.00356(17) -0.00080(16) -0.00246(17) C1 0.0214(3) 0.0277(3) 0.0180(3) 0.0040(2) -0.0029(2) -0.0063(3) C2 0.0183(3) 0.0277(3) 0.0161(2) 0.0034(2) 0.0024(2) 0.0013(2) C3 0.0213(3) 0.0251(3) 0.0162(2) 0.0047(2) -0.0014(2) -0.0050(2) C4 0.0186(3) 0.0309(3) 0.0165(3) 0.0008(2) 0.0019(2) 0.0027(3) _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 Cl Li 2.3110(13) 4_566 ? Cl Li 2.3274(13) . ? Li O1 1.9546(13) . ? Li O2 2.0018(14) 2_564 ? Li Cl 2.3110(13) 4_466 ? O1 C4 1.4376(9) . ? O1 C1 1.4383(9) . ? O2 C3 1.4364(8) . ? O2 C2 1.4400(9) . ? O2 Li 2.0018(14) 2_565 ? C1 C2 1.5087(10) . ? C1 H11 0.965(12) . ? C1 H12 0.986(12) . ? C2 H21 0.918(13) . ? C2 H22 0.934(13) . ? C3 C4 1.5090(11) . ? C3 H31 0.962(13) . ? C3 H32 0.954(13) . ? C4 H41 0.966(13) . ? C4 H42 0.964(13) . ? 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 Li Cl Li 125.21(3) 4_566 . ? O1 Li O2 109.37(7) . 2_564 ? O1 Li Cl 105.92(6) . 4_466 ? O2 Li Cl 106.10(6) 2_564 4_466 ? O1 Li Cl 106.20(6) . . ? O2 Li Cl 108.91(6) 2_564 . ? Cl Li Cl 120.03(6) 4_466 . ? C4 O1 C1 110.11(5) . . ? C4 O1 Li 121.04(6) . . ? C1 O1 Li 124.83(6) . . ? C3 O2 C2 108.93(5) . . ? C3 O2 Li 122.76(6) . 2_565 ? C2 O2 Li 119.80(6) . 2_565 ? O1 C1 C2 110.39(6) . . ? O1 C1 H11 107.6(7) . . ? C2 C1 H11 108.8(7) . . ? O1 C1 H12 109.1(8) . . ? C2 C1 H12 108.6(8) . . ? H11 C1 H12 112.3(11) . . ? O2 C2 C1 110.49(6) . . ? O2 C2 H21 105.2(8) . . ? C1 C2 H21 110.5(8) . . ? O2 C2 H22 108.4(7) . . ? C1 C2 H22 109.0(7) . . ? H21 C2 H22 113.2(10) . . ? O2 C3 C4 109.91(6) . . ? O2 C3 H31 110.6(7) . . ? C4 C3 H31 109.8(7) . . ? O2 C3 H32 107.4(8) . . ? C4 C3 H32 108.5(7) . . ? H31 C3 H32 110.5(10) . . ? O1 C4 C3 110.61(6) . . ? O1 C4 H41 107.2(7) . . ? C3 C4 H41 112.0(8) . . ? O1 C4 H42 106.2(9) . . ? C3 C4 H42 111.7(8) . . ? H41 C4 H42 108.9(10) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 35.00 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.356 _refine_diff_density_min -0.137 _refine_diff_density_rms 0.050 #==========================================END