# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 182/1238 data_1 _publ_requested_journal 'Chem. Commun.' _publ_contact_author ; Robin N. Perutz Department of Chemistry, University of York, Heslington, York, YO1 5DD, UK ; _publ_requested_coeditor_name ? _publ_contact_author_phone '44 1904 432549' _publ_contact_author_fax '44 1904 432516' _publ_contact_author_email 'rnp1@york.ac.uk' loop_ _publ_author_name ; Catherine J. Aspley(a), Clive Boxwell(a), Maria L. Buil(a), Catherine L. Higgitt(a), Conor Long(b) and Robin N. Perutz(a)* ; _publ_author_address ; (a) Department of Chemistry, University of York, Heslington, York, YO1 5DD, UK (b) Department of Chemistry, Dublin City University, Dublin, Ireland ; _publ_section_title ; A New Combination of Donor and Acceptor: Chromium bis (eta-6-Benzene) and Hexafluorobenzene form a Charge-Transfer Stacked Crystal ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H12 Cr F6' _chemical_formula_weight 394.28 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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cr' 'Cr' 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'triclinic' _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3254(8) _cell_length_b 9.2627(9) _cell_length_c 6.6102(8) _cell_angle_alpha 100.026(9) _cell_angle_beta 112.327(8) _cell_angle_gamma 97.532(9) _cell_volume 398.87(8) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 20 _cell_measurement_theta_min 4.310 _cell_measurement_theta_max 9.415 _exptl_crystal_description 'block' _exptl_crystal_colour 'red' _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.641 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 198 _exptl_absorpt_coefficient_mu 0.778 _exptl_absorpt_correction_type 'psi scans' _exptl_absorpt_correction_T_min 0.740 _exptl_absorpt_correction_T_max 0.995 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'AFC6S' _diffrn_measurement_method \w--2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% -66.81 _diffrn_reflns_number 1401 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.0347 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1401 _reflns_number_gt 1204 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'teXsan' _computing_cell_refinement 'teXsan' _computing_data_reduction 'teXsan' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'teXsan' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0604P)^2^+0.1495P] 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 SHELXL _refine_ls_extinction_coef 0.198(17) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1401 _refine_ls_number_parameters 116 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0537 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1112 _refine_ls_wR_factor_gt 0.1027 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _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 Cr1 Cr 0.0000 0.0000 0.0000 0.0424(3) Uani 1 2 d S . . F1 F 0.7042(4) 0.5293(3) 0.2389(4) 0.1048(8) Uani 1 1 d . . . F2 F 0.4135(4) 0.6861(3) 0.2187(4) 0.1013(8) Uani 1 1 d . . . F3 F 0.2096(4) 0.6569(3) 0.4800(5) 0.1091(9) Uani 1 1 d . . . C1 C 0.3209(5) 0.0579(4) 0.1800(6) 0.0709(9) Uani 1 1 d . . . H1 H 0.4187 0.0029 0.1812 0.085 Uiso 1 1 calc R . . C2 C 0.2323(5) 0.0523(4) 0.3323(5) 0.0679(9) Uani 1 1 d . . . H2 H 0.2709 -0.0069 0.4349 0.081 Uiso 1 1 calc R . . C3 C 0.0860(6) 0.1349(4) 0.3319(5) 0.0662(9) Uani 1 1 d . . . H3 H 0.0277 0.1311 0.4342 0.079 Uiso 1 1 calc R . . C4 C 0.0273(5) 0.2235(3) 0.1766(6) 0.0669(9) Uani 1 1 d . . . H4 H -0.0703 0.2786 0.1757 0.080 Uiso 1 1 calc R . . C5 C 0.1151(5) 0.2293(3) 0.0233(6) 0.0657(9) Uani 1 1 d . . . H5 H 0.0760 0.2881 -0.0798 0.079 Uiso 1 1 calc R . . C6 C 0.2616(5) 0.1468(4) 0.0251(6) 0.0712(9) Uani 1 1 d . . . H6 H 0.3202 0.1507 -0.0770 0.085 Uiso 1 1 calc R . . C7 C 0.6014(5) 0.5143(4) 0.3658(5) 0.0636(8) Uani 1 1 d . . . C8 C 0.4559(5) 0.5931(3) 0.3578(5) 0.0625(8) Uani 1 1 d . . . C9 C 0.3533(5) 0.5786(3) 0.4904(6) 0.0637(9) 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 Cr1 0.0424(4) 0.0403(4) 0.0409(4) 0.0095(2) 0.0138(3) 0.0083(3) F1 0.1089(19) 0.127(2) 0.0964(17) 0.0255(15) 0.0656(16) 0.0129(16) F2 0.132(2) 0.0819(15) 0.0860(15) 0.0448(13) 0.0303(15) 0.0237(14) F3 0.1029(19) 0.121(2) 0.118(2) 0.0294(16) 0.0477(16) 0.0642(17) C1 0.0445(17) 0.073(2) 0.078(2) 0.0095(18) 0.0107(16) 0.0116(15) C2 0.069(2) 0.0620(19) 0.0472(17) 0.0157(14) -0.0012(15) 0.0036(16) C3 0.079(2) 0.065(2) 0.0470(16) 0.0028(14) 0.0259(16) 0.0049(17) C4 0.074(2) 0.0454(17) 0.070(2) -0.0021(15) 0.0240(18) 0.0145(15) C5 0.075(2) 0.0437(16) 0.0637(19) 0.0178(14) 0.0148(17) 0.0003(15) C6 0.062(2) 0.074(2) 0.067(2) 0.0090(17) 0.0279(17) -0.0097(17) C7 0.067(2) 0.0611(19) 0.0565(18) 0.0054(15) 0.0280(16) -0.0014(16) C8 0.077(2) 0.0444(16) 0.0563(18) 0.0148(13) 0.0177(16) 0.0079(15) C9 0.0602(19) 0.0511(17) 0.071(2) 0.0046(15) 0.0196(16) 0.0174(15) _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 Cr1 C2 2.128(3) 2 ? Cr1 C2 2.128(3) . ? Cr1 C6 2.132(3) . ? Cr1 C6 2.132(3) 2 ? Cr1 C1 2.133(3) 2 ? Cr1 C1 2.133(3) . ? Cr1 C3 2.135(3) . ? Cr1 C3 2.135(3) 2 ? Cr1 C4 2.136(3) . ? Cr1 C4 2.136(3) 2 ? Cr1 C5 2.136(3) . ? Cr1 C5 2.136(3) 2 ? F1 C7 1.335(4) . ? F2 C8 1.346(4) . ? F3 C9 1.342(4) . ? C1 C2 1.394(5) . ? C1 C6 1.402(5) . ? C2 C3 1.395(5) . ? C3 C4 1.401(5) . ? C4 C5 1.396(5) . ? C5 C6 1.394(5) . ? C7 C8 1.359(5) . ? C7 C9 1.369(5) 2_666 ? C8 C9 1.367(5) . ? C9 C7 1.369(5) 2_666 ? 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 Cr1 C2 180.0 2 . ? C2 Cr1 C6 110.89(14) 2 . ? C2 Cr1 C6 69.11(14) . . ? C2 Cr1 C6 69.11(14) 2 2 ? C2 Cr1 C6 110.89(14) . 2 ? C6 Cr1 C6 180.0 . 2 ? C2 Cr1 C1 38.18(14) 2 2 ? C2 Cr1 C1 141.82(14) . 2 ? C6 Cr1 C1 141.62(14) . 2 ? C6 Cr1 C1 38.38(14) 2 2 ? C2 Cr1 C1 141.82(14) 2 . ? C2 Cr1 C1 38.18(14) . . ? C6 Cr1 C1 38.38(14) . . ? C6 Cr1 C1 141.62(14) 2 . ? C1 Cr1 C1 180.0 2 . ? C2 Cr1 C3 141.79(14) 2 . ? C2 Cr1 C3 38.21(14) . . ? C6 Cr1 C3 81.78(14) . . ? C6 Cr1 C3 98.22(14) 2 . ? C1 Cr1 C3 110.89(14) 2 . ? C1 Cr1 C3 69.11(14) . . ? C2 Cr1 C3 38.21(14) 2 2 ? C2 Cr1 C3 141.79(14) . 2 ? C6 Cr1 C3 98.22(14) . 2 ? C6 Cr1 C3 81.78(14) 2 2 ? C1 Cr1 C3 69.11(14) 2 2 ? C1 Cr1 C3 110.89(14) . 2 ? C3 Cr1 C3 180.0 . 2 ? C2 Cr1 C4 110.90(13) 2 . ? C2 Cr1 C4 69.10(13) . . ? C6 Cr1 C4 68.92(15) . . ? C6 Cr1 C4 111.08(15) 2 . ? C1 Cr1 C4 98.16(14) 2 . ? C1 Cr1 C4 81.84(14) . . ? C3 Cr1 C4 38.29(13) . . ? C3 Cr1 C4 141.71(13) 2 . ? C2 Cr1 C4 69.10(13) 2 2 ? C2 Cr1 C4 110.90(13) . 2 ? C6 Cr1 C4 111.08(15) . 2 ? C6 Cr1 C4 68.92(15) 2 2 ? C1 Cr1 C4 81.84(14) 2 2 ? C1 Cr1 C4 98.16(14) . 2 ? C3 Cr1 C4 141.71(13) . 2 ? C3 Cr1 C4 38.29(13) 2 2 ? C4 Cr1 C4 180.0 . 2 ? C2 Cr1 C5 98.17(13) 2 . ? C2 Cr1 C5 81.83(13) . . ? C6 Cr1 C5 38.14(14) . . ? C6 Cr1 C5 141.86(14) 2 . ? C1 Cr1 C5 110.78(14) 2 . ? C1 Cr1 C5 69.22(14) . . ? C3 Cr1 C5 69.13(13) . . ? C3 Cr1 C5 110.87(13) 2 . ? C4 Cr1 C5 38.14(14) . . ? C4 Cr1 C5 141.86(14) 2 . ? C2 Cr1 C5 81.83(13) 2 2 ? C2 Cr1 C5 98.17(13) . 2 ? C6 Cr1 C5 141.86(14) . 2 ? C6 Cr1 C5 38.14(14) 2 2 ? C1 Cr1 C5 69.22(14) 2 2 ? C1 Cr1 C5 110.78(14) . 2 ? C3 Cr1 C5 110.87(13) . 2 ? C3 Cr1 C5 69.13(13) 2 2 ? C4 Cr1 C5 141.86(14) . 2 ? C4 Cr1 C5 38.14(14) 2 2 ? C5 Cr1 C5 180.0 . 2 ? C2 C1 C6 119.6(3) . . ? C2 C1 Cr1 70.71(19) . . ? C6 C1 Cr1 70.8(2) . . ? C1 C2 C3 120.5(3) . . ? C1 C2 Cr1 71.11(18) . . ? C3 C2 Cr1 71.18(18) . . ? C2 C3 C4 119.7(3) . . ? C2 C3 Cr1 70.61(18) . . ? C4 C3 Cr1 70.87(18) . . ? C5 C4 C3 120.1(3) . . ? C5 C4 Cr1 70.95(18) . . ? C3 C4 Cr1 70.84(18) . . ? C6 C5 C4 119.9(3) . . ? C6 C5 Cr1 70.76(18) . . ? C4 C5 Cr1 70.92(18) . . ? C5 C6 C1 120.3(3) . . ? C5 C6 Cr1 71.10(19) . . ? C1 C6 Cr1 70.86(19) . . ? F1 C7 C8 120.7(3) . . ? F1 C7 C9 119.6(3) . 2_666 ? C8 C7 C9 119.7(3) . 2_666 ? F2 C8 C7 119.7(3) . . ? F2 C8 C9 120.1(3) . . ? C7 C8 C9 120.3(3) . . ? F3 C9 C8 119.5(3) . . ? F3 C9 C7 120.5(3) . 2_666 ? C8 C9 C7 120.0(3) . 2_666 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.271 _refine_diff_density_min -0.270 _refine_diff_density_rms 0.063