data_global _journal_coden_Cambridge 222 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name F.Gabbai 'Charlotte N. Burress' 'Laxman Pandey' 'Thomas J Taylor' _publ_contact_author_name 'F. Gabbai' _publ_contact_author_address ; Department of Chemistry Texas A&M University College Station Texas 77843-3255 UNITED STATES OF AMERICA ; _publ_contact_author_email 'FRANCOIS@TAMU.EDU ' _publ_section_title ; Structural and photophysical studies of phenanthrene adducts involving C6F5HgCl and [o-C6F4Hg]3 ; data_lowersad _database_code_depnum_ccdc_archive 'CCDC 617540' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common pentafluoroHgCl/fluorene _chemical_melting_point ? _chemical_formula_moiety 'Hg Cl F5 C6, C13 H10' _chemical_formula_sum 'C19 H10 Cl F5 Hg' _chemical_formula_weight 569.31 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 6.770(3) _cell_length_b 35.555(16) _cell_length_c 7.066(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.402(8) _cell_angle_gamma 90.00 _cell_volume 1661.3(13) _cell_formula_units_Z 4 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.276 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1064 _exptl_absorpt_coefficient_mu 9.477 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.192399 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 4377 _diffrn_reflns_av_R_equivalents 0.0946 _diffrn_reflns_av_sigmaI/netI 0.1415 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -45 _diffrn_reflns_limit_k_max 46 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 28.81 _reflns_number_total 1873 _reflns_number_gt 1297 _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^)+(0.0550P)^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_number_reflns 1873 _refine_ls_number_parameters 144 _refine_ls_number_restraints 84 _refine_ls_R_factor_all 0.0928 _refine_ls_R_factor_gt 0.0684 _refine_ls_wR_factor_ref 0.1575 _refine_ls_wR_factor_gt 0.1496 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.976 _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 Hg1 Hg 0.0000 0.04404(2) 0.2500 0.0374(3) Uani 1 2 d S . . Cl1 Cl 0.0000 -0.02014(13) 0.2500 0.0491(11) Uani 1 2 d S . . F2 F 0.1140(10) 0.1041(2) 0.5867(10) 0.0466(17) Uani 1 1 d . . . F3 F 0.1120(11) 0.1796(2) 0.5898(10) 0.0529(19) Uani 1 1 d . . . F4 F 0.0000 0.2177(3) 0.2500 0.047(2) Uani 1 2 d S . . C1 C 0.0000 0.1004(5) 0.2500 0.0372(17) Uani 1 2 d SU . . C2 C 0.0548(16) 0.1213(4) 0.4211(17) 0.0373(16) Uani 1 1 d U . . C3 C 0.0520(17) 0.1619(4) 0.4231(17) 0.0371(16) Uani 1 1 d U . . C4 C 0.0000 0.1799(5) 0.2500 0.0372(17) Uani 1 2 d SU . . C11 C 0.5000 0.1518(4) 0.2500 0.100(3) Uani 1 2 d SGU . . C12 C 0.549(3) 0.1735(8) 0.417(2) 0.100(3) Uani 0.50 1 d PGU . . H12A H 0.5854 0.1620 0.5449 0.120 Uiso 0.50 1 d PR . . C13 C 0.548(8) 0.2125(8) 0.404(6) 0.100(3) Uani 0.50 1 d PGU . . H13A H 0.5823 0.2280 0.5194 0.120 Uiso 0.50 1 d PR . . C14 C 0.497(11) 0.2298(4) 0.224(8) 0.100(3) Uani 0.50 1 d PGU . . H14A H 0.4958 0.2567 0.2130 0.120 Uiso 0.50 1 d PR . . C15 C 0.448(8) 0.2081(8) 0.056(6) 0.100(3) Uani 0.50 1 d PGU . . H15A H 0.4125 0.2195 -0.0675 0.120 Uiso 0.50 1 d PR . . C16 C 0.449(3) 0.1691(8) 0.0697(18) 0.100(3) Uani 0.50 1 d PGU . . C21 C 0.5000 0.1150(5) 0.2500 0.100(3) Uani 1 2 d SGU . . C22 C 0.547(2) 0.0907(6) 0.4075(10) 0.100(3) Uani 0.50 1 d PGU . . H22A H 0.5866 0.1006 0.5361 0.120 Uiso 0.50 1 d PR . . C23 C 0.535(4) 0.0520(6) 0.378(3) 0.100(3) Uani 0.50 1 d PGU . . H23A H 0.5670 0.0353 0.4871 0.119 Uiso 0.50 1 d PR . . C24 C 0.477(5) 0.0376(5) 0.192(3) 0.099(3) Uani 0.50 1 d PGU . . H24A H 0.4688 0.0109 0.1718 0.119 Uiso 0.50 1 d PR . . C25 C 0.430(4) 0.0619(5) 0.034(2) 0.071(12) Uani 0.50 1 d PG . . H25A H 0.3900 0.0519 -0.0946 0.085 Uiso 0.50 1 d PR . . C26 C 0.4418(16) 0.1006(5) 0.0634(6) 0.100(3) Uani 0.50 1 d PGU . . C30 C 0.407(3) 0.1363(6) -0.0618(9) 0.073(11) Uani 0.50 1 d PG . . H30A H 0.5036 0.1370 -0.1436 0.088 Uiso 0.50 1 d PR . . H30B H 0.2737 0.1367 -0.1428 0.088 Uiso 0.50 1 d PR . . 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 Hg1 0.0297(4) 0.0378(4) 0.0413(4) 0.000 0.0003(2) 0.000 Cl1 0.056(3) 0.037(2) 0.049(3) 0.000 0.001(2) 0.000 F2 0.044(4) 0.055(5) 0.038(4) 0.004(3) 0.002(3) -0.004(3) F3 0.054(4) 0.061(5) 0.041(4) -0.008(4) 0.004(3) -0.006(4) F4 0.044(5) 0.038(6) 0.059(6) 0.000 0.014(4) 0.000 C1 0.032(4) 0.043(4) 0.036(4) 0.000 0.006(3) 0.000 C2 0.032(4) 0.043(4) 0.036(4) 0.0000(8) 0.006(3) 0.0000(8) C3 0.032(4) 0.042(4) 0.036(4) -0.0001(8) 0.006(3) 0.0000(8) C4 0.032(4) 0.042(4) 0.036(4) 0.000 0.006(3) 0.000 C11 0.041(4) 0.076(6) 0.193(8) 0.000 0.050(5) 0.000 C12 0.042(4) 0.077(6) 0.193(8) 0.0001(9) 0.050(5) 0.0000(9) C13 0.042(4) 0.077(6) 0.193(8) 0.0000(12) 0.050(5) -0.0001(12) C14 0.042(4) 0.076(6) 0.193(8) 0.0000(12) 0.050(5) -0.0001(12) C15 0.042(4) 0.077(6) 0.193(8) 0.0000(12) 0.050(5) 0.0000(12) C16 0.042(4) 0.077(6) 0.193(8) -0.0001(9) 0.050(5) 0.0000(9) C21 0.041(4) 0.076(6) 0.193(8) 0.000 0.050(5) 0.000 C22 0.041(4) 0.076(6) 0.193(8) -0.0003(10) 0.050(5) 0.0000(10) C23 0.041(4) 0.076(6) 0.193(8) -0.0003(14) 0.050(5) 0.0001(14) C24 0.041(4) 0.076(6) 0.193(8) -0.0005(18) 0.050(5) 0.0000(17) C25 0.017(12) 0.15(4) 0.046(16) -0.003(18) 0.005(10) 0.007(15) C26 0.041(4) 0.076(6) 0.193(8) 0.0002(10) 0.050(5) 0.0000(10) C30 0.055(17) 0.07(2) 0.11(3) -0.05(2) 0.047(17) -0.010(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 Hg1 C1 2.005(19) . ? Hg1 Cl1 2.282(5) . ? F2 C2 1.306(14) . ? F3 C3 1.320(14) . ? F4 C4 1.34(2) . ? C1 C2 1.399(16) . ? C1 C2 1.399(16) 2 ? C2 C3 1.442(19) . ? C3 C4 1.358(15) . ? C4 C3 1.358(15) 2 ? C11 C21 1.31(2) . ? C11 C12 1.3901 . ? C11 C16 1.3900 . ? C12 C13 1.3900 . ? C13 C14 1.3900 . ? C14 C15 1.3900 . ? C15 C16 1.3900 . ? C16 C30 1.48(3) . ? C21 C22 1.3900 . ? C21 C26 1.3901 . ? C22 C23 1.3900 . ? C23 C24 1.3900 . ? C24 C25 1.3900 . ? C25 C26 1.3900 . ? C26 C30 1.5360 . ? 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 Hg1 Cl1 180.0 . . ? C2 C1 C2 116.0(17) . 2 ? C2 C1 Hg1 122.0(8) . . ? C2 C1 Hg1 122.0(8) 2 . ? F2 C2 C1 120.0(12) . . ? F2 C2 C3 117.5(10) . . ? C1 C2 C3 122.5(11) . . ? F3 C3 C4 123.3(12) . . ? F3 C3 C2 118.9(10) . . ? C4 C3 C2 117.6(12) . . ? F4 C4 C3 118.1(9) . 2 ? F4 C4 C3 118.1(9) . . ? C3 C4 C3 123.8(17) 2 . ? C21 C11 C12 123.7(12) . . ? C21 C11 C16 116.3(12) . . ? C12 C11 C16 120.0 . . ? C11 C12 C13 120.0 . . ? C14 C13 C12 120.0 . . ? C13 C14 C15 120.0 . . ? C16 C15 C14 120.0 . . ? C15 C16 C11 120.0 . . ? C15 C16 C30 138.3(15) . . ? C11 C16 C30 101.7(15) . . ? C11 C21 C22 128.4(5) . . ? C11 C21 C26 111.6(5) . . ? C22 C21 C26 120.0 . . ? C21 C22 C23 120.0 . . ? C22 C23 C24 120.0 . . ? C25 C24 C23 120.0 . . ? C24 C25 C26 120.0 . . ? C25 C26 C21 120.0 . . ? C25 C26 C30 137.3 . . ? C21 C26 C30 102.7 . . ? C16 C30 C26 107.7(7) . . ? _diffrn_measured_fraction_theta_max 0.859 _diffrn_reflns_theta_full 28.81 _diffrn_measured_fraction_theta_full 0.859 _refine_diff_density_max 2.549 _refine_diff_density_min -3.376 _refine_diff_density_rms 0.264 # Attachment 'monoHgClPhen.cif' data_lwersad2 _database_code_depnum_ccdc_archive 'CCDC 617541' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common pentafluorophenylHgCl/phenanthrene _chemical_melting_point ? _chemical_formula_moiety 'Cl Hg C6 F5, C14 H10' _chemical_formula_sum 'C20 H10 Cl F5 Hg' _chemical_formula_weight 581.32 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hg Hg -2.3894 9.2266 '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 6.8616(13) _cell_length_b 7.0831(15) _cell_length_c 17.709(4) _cell_angle_alpha 86.437(3) _cell_angle_beta 85.845(4) _cell_angle_gamma 80.699(5) _cell_volume 846.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour clear _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.282 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 9.308 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.176868 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 4319 _diffrn_reflns_av_R_equivalents 0.0650 _diffrn_reflns_av_sigmaI/netI 0.1806 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 27.72 _reflns_number_total 3463 _reflns_number_gt 2282 _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^)+(0.0610P)^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_number_reflns 3463 _refine_ls_number_parameters 244 _refine_ls_number_restraints 108 _refine_ls_R_factor_all 0.1103 _refine_ls_R_factor_gt 0.0721 _refine_ls_wR_factor_ref 0.1923 _refine_ls_wR_factor_gt 0.1505 _refine_ls_goodness_of_fit_ref 0.992 _refine_ls_restrained_S_all 0.977 _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 Hg1 Hg 0.05042(9) 0.21923(9) 0.41007(3) 0.0282(2) Uani 1 1 d . . . Cl1 Cl -0.0122(7) 0.2413(6) 0.5387(2) 0.0405(11) Uani 1 1 d . . . F2 F 0.2239(15) -0.1254(13) 0.3039(5) 0.038(3) Uani 1 1 d . . . F3 F 0.3120(16) -0.1315(14) 0.1529(5) 0.041(3) Uani 1 1 d . . . F4 F 0.2552(15) 0.1971(14) 0.0643(5) 0.037(2) Uani 1 1 d . . . F5 F 0.1061(15) 0.5355(13) 0.1276(5) 0.039(3) Uani 1 1 d . . . F6 F 0.0127(15) 0.5407(13) 0.2791(5) 0.039(3) Uani 1 1 d . . . C1 C 0.121(3) 0.208(2) 0.2961(8) 0.029(3) Uani 1 1 d U . . C2 C 0.198(3) 0.042(2) 0.2605(9) 0.033(3) Uani 1 1 d U . . C3 C 0.236(3) 0.036(2) 0.1838(9) 0.031(4) Uani 1 1 d . . . C4 C 0.207(2) 0.204(3) 0.1398(9) 0.031(4) Uani 1 1 d . . . C5 C 0.137(3) 0.370(2) 0.1699(9) 0.033(4) Uani 1 1 d . . . C6 C 0.085(3) 0.371(2) 0.2478(9) 0.034(3) Uani 1 1 d U . . C7 C 0.633(2) 0.423(3) 0.1392(9) 0.0330(12) Uani 1 1 d U . . H7 H 0.5802 0.5473 0.1557 0.040 Uiso 1 1 calc R . . C8 C 0.689(2) 0.402(3) 0.0643(10) 0.0335(12) Uani 1 1 d U . . H8 H 0.6821 0.5118 0.0305 0.040 Uiso 1 1 calc R . . C9 C 0.755(2) 0.223(3) 0.0368(10) 0.0336(12) Uani 1 1 d U . . H9 H 0.7867 0.2086 -0.0159 0.040 Uiso 1 1 calc R . . C10 C 0.775(2) 0.063(3) 0.0873(10) 0.0334(12) Uani 1 1 d U . . H10 H 0.8227 -0.0607 0.0691 0.040 Uiso 1 1 calc R . . C11 C 0.750(2) -0.085(3) 0.2181(9) 0.0324(11) Uani 1 1 d U . . H11 H 0.8010 -0.2067 0.1992 0.039 Uiso 1 1 calc R . . C12 C 0.701(2) -0.068(3) 0.2937(9) 0.0320(11) Uani 1 1 d U . . H12 H 0.7202 -0.1786 0.3271 0.038 Uiso 1 1 calc R . . C13 C 0.573(2) 0.132(3) 0.4011(9) 0.0321(12) Uani 1 1 d U . . H13 H 0.5900 0.0205 0.4343 0.039 Uiso 1 1 calc R . . C14 C 0.502(2) 0.305(2) 0.4299(10) 0.0323(12) Uani 1 1 d U . . H14 H 0.4727 0.3137 0.4829 0.039 Uiso 1 1 calc R . . C15 C 0.471(2) 0.471(3) 0.3815(9) 0.0323(12) Uani 1 1 d U . . H15 H 0.4117 0.5902 0.4008 0.039 Uiso 1 1 calc R . . C16 C 0.529(2) 0.457(3) 0.3060(9) 0.0322(12) Uani 1 1 d U . . H16 H 0.5171 0.5704 0.2742 0.039 Uiso 1 1 calc R . . C17 C 0.724(2) 0.084(3) 0.1661(10) 0.0328(11) Uani 1 1 d U . . C18 C 0.652(2) 0.263(2) 0.1945(9) 0.0327(11) Uani 1 1 d U . . C19 C 0.622(2) 0.114(3) 0.3235(9) 0.0320(11) Uani 1 1 d U . . C20 C 0.604(2) 0.281(3) 0.2734(9) 0.0322(11) Uani 1 1 d U . . 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 Hg1 0.0305(4) 0.0299(4) 0.0223(3) 0.0024(2) -0.0040(3) 0.0006(3) Cl1 0.055(3) 0.034(2) 0.028(2) 0.0013(17) 0.001(2) 0.006(2) F2 0.061(7) 0.025(5) 0.028(5) 0.000(4) -0.006(5) 0.000(5) F3 0.052(7) 0.034(6) 0.040(5) -0.008(4) -0.012(5) -0.006(5) F4 0.045(6) 0.051(6) 0.017(4) 0.005(4) -0.009(4) -0.012(5) F5 0.048(6) 0.033(5) 0.034(5) 0.014(4) -0.007(5) -0.003(5) F6 0.055(7) 0.025(5) 0.030(5) -0.004(4) -0.003(5) 0.012(5) C1 0.039(7) 0.025(6) 0.025(6) 0.001(5) -0.019(6) -0.002(6) C2 0.041(8) 0.028(7) 0.031(7) 0.006(6) -0.015(6) -0.004(7) C3 0.037(10) 0.024(9) 0.036(9) -0.005(7) -0.002(8) -0.012(8) C4 0.025(9) 0.047(11) 0.023(8) 0.000(7) -0.008(7) -0.012(8) C5 0.033(10) 0.030(9) 0.036(9) 0.009(7) -0.016(8) -0.004(8) C6 0.049(8) 0.021(7) 0.032(7) 0.000(6) -0.011(7) -0.003(7) C7 0.020(2) 0.043(3) 0.040(2) 0.001(2) -0.009(2) -0.015(2) C8 0.021(2) 0.043(3) 0.040(3) 0.001(2) -0.009(2) -0.015(2) C9 0.021(2) 0.043(3) 0.040(3) 0.001(2) -0.009(2) -0.015(2) C10 0.021(2) 0.043(3) 0.040(2) 0.001(2) -0.009(2) -0.015(2) C11 0.019(2) 0.042(3) 0.040(2) 0.001(2) -0.010(2) -0.016(2) C12 0.019(2) 0.042(3) 0.039(2) 0.001(2) -0.010(2) -0.016(2) C13 0.019(2) 0.042(3) 0.039(2) 0.001(2) -0.010(2) -0.016(2) C14 0.019(2) 0.043(3) 0.039(3) 0.000(2) -0.010(2) -0.016(2) C15 0.019(2) 0.043(3) 0.040(3) 0.000(2) -0.010(2) -0.016(2) C16 0.019(2) 0.042(3) 0.040(2) 0.000(2) -0.009(2) -0.016(2) C17 0.020(2) 0.043(3) 0.040(2) 0.001(2) -0.009(2) -0.016(2) C18 0.020(2) 0.043(3) 0.040(2) 0.001(2) -0.009(2) -0.016(2) C19 0.019(2) 0.042(3) 0.039(2) 0.001(2) -0.010(2) -0.016(2) C20 0.019(2) 0.042(3) 0.040(2) 0.000(2) -0.009(2) -0.016(2) _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 Hg1 C1 2.045(15) . ? Hg1 Cl1 2.298(4) . ? F2 C2 1.365(17) . ? F3 C3 1.348(18) . ? F4 C4 1.357(17) . ? F5 C5 1.348(17) . ? F6 C6 1.362(18) . ? C1 C2 1.38(2) . ? C1 C6 1.39(2) . ? C2 C3 1.37(2) . ? C3 C4 1.38(2) . ? C4 C5 1.32(2) . ? C5 C6 1.40(2) . ? C7 C8 1.36(2) . ? C7 C18 1.45(2) . ? C8 C9 1.38(2) . ? C9 C10 1.39(2) . ? C10 C17 1.42(2) . ? C11 C12 1.36(2) . ? C11 C17 1.46(2) . ? C12 C19 1.43(2) . ? C13 C14 1.36(2) . ? C13 C19 1.40(2) . ? C14 C15 1.41(2) . ? C15 C16 1.37(2) . ? C16 C20 1.41(2) . ? C17 C18 1.39(2) . ? C18 C20 1.42(2) . ? C19 C20 1.43(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 C1 Hg1 Cl1 176.5(5) . . ? C2 C1 C6 114.9(15) . . ? C2 C1 Hg1 124.0(11) . . ? C6 C1 Hg1 121.1(12) . . ? F2 C2 C3 119.0(15) . . ? F2 C2 C1 117.8(14) . . ? C3 C2 C1 123.0(14) . . ? F3 C3 C2 119.8(14) . . ? F3 C3 C4 121.0(15) . . ? C2 C3 C4 119.1(16) . . ? C5 C4 F4 120.1(15) . . ? C5 C4 C3 121.5(16) . . ? F4 C4 C3 118.3(16) . . ? C4 C5 F5 122.3(16) . . ? C4 C5 C6 118.5(14) . . ? F5 C5 C6 119.1(16) . . ? F6 C6 C1 118.1(15) . . ? F6 C6 C5 118.9(13) . . ? C1 C6 C5 122.7(16) . . ? C8 C7 C18 122.0(17) . . ? C7 C8 C9 121.2(16) . . ? C8 C9 C10 119.1(17) . . ? C9 C10 C17 120.3(17) . . ? C12 C11 C17 120.3(17) . . ? C11 C12 C19 121.0(15) . . ? C14 C13 C19 121.2(16) . . ? C13 C14 C15 120.4(17) . . ? C16 C15 C14 118.7(17) . . ? C15 C16 C20 123.0(16) . . ? C18 C17 C10 121.3(15) . . ? C18 C17 C11 119.4(16) . . ? C10 C17 C11 119.3(16) . . ? C17 C18 C20 120.5(15) . . ? C17 C18 C7 116.0(16) . . ? C20 C18 C7 123.5(16) . . ? C13 C19 C20 119.9(16) . . ? C13 C19 C12 121.0(15) . . ? C20 C19 C12 119.0(16) . . ? C16 C20 C18 123.6(15) . . ? C16 C20 C19 116.6(16) . . ? C18 C20 C19 119.7(16) . . ? _diffrn_measured_fraction_theta_max 0.874 _diffrn_reflns_theta_full 27.72 _diffrn_measured_fraction_theta_full 0.874 _refine_diff_density_max 4.093 _refine_diff_density_min -3.379 _refine_diff_density_rms 0.364 # Attachment 'trimerphen.cif' data_csad _database_code_depnum_ccdc_archive 'CCDC 617542' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'trimer / phenanthrene' _chemical_melting_point ? _chemical_formula_moiety ' C14 H10, C18 F12 Hg3' _chemical_formula_sum 'C32 H10 F12 Hg3' _chemical_formula_weight 1224.17 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' Hg Hg -2.3894 9.2266 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' '-x, -y, -z' 'x, -y-1/2, z' _cell_length_a 6.6689(13) _cell_length_b 20.645(4) _cell_length_c 10.140(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.22(3) _cell_angle_gamma 90.00 _cell_volume 1392.3(5) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.920 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1100 _exptl_absorpt_coefficient_mu 16.605 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.241723 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 110(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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7834 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 28.30 _reflns_number_total 3111 _reflns_number_gt 2719 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0630P)^2^+7.5059P] 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_number_reflns 3111 _refine_ls_number_parameters 214 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0445 _refine_ls_R_factor_gt 0.0371 _refine_ls_wR_factor_ref 0.0986 _refine_ls_wR_factor_gt 0.0946 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _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 Hg1 Hg -0.28589(7) 0.7500 -1.41589(4) 0.01865(13) Uani 1 2 d S . . Hg2 Hg -0.15133(5) 0.661576(13) -1.11828(3) 0.01863(11) Uani 1 1 d . . . F3 F -0.1505(9) 0.5126(2) -1.1967(6) 0.0355(13) Uani 1 1 d . . . F4 F -0.2203(9) 0.4504(2) -1.4309(6) 0.0393(14) Uani 1 1 d . . . F5 F -0.3261(9) 0.5192(2) -1.6537(6) 0.0395(14) Uani 1 1 d . . . F6 F -0.3683(9) 0.6487(2) -1.6427(5) 0.0332(12) Uani 1 1 d . . . F8 F -0.0238(8) 0.6182(2) -0.8278(5) 0.0328(12) Uani 1 1 d . . . F9 F 0.0945(10) 0.6845(3) -0.6075(5) 0.0428(15) Uani 1 1 d . . . C1 C -0.2756(13) 0.6495(3) -1.4130(9) 0.0215(17) Uani 1 1 d . . . C2 C -0.2197(13) 0.6151(3) -1.2968(9) 0.0220(17) Uani 1 1 d . . . C3 C -0.2034(13) 0.5478(3) -1.3055(9) 0.0234(18) Uani 1 1 d . . . C4 C -0.2385(14) 0.5162(3) -1.4232(10) 0.029(2) Uani 1 1 d . . . C5 C -0.2933(14) 0.5495(4) -1.5376(9) 0.0256(19) Uani 1 1 d . . . C6 C -0.3117(13) 0.6165(3) -1.5294(8) 0.0212(17) Uani 1 1 d . . . C7 C -0.0806(12) 0.7155(3) -0.9492(8) 0.0199(16) Uani 1 1 d . . . C8 C -0.0246(14) 0.6845(4) -0.8332(9) 0.0265(18) Uani 1 1 d . . . C9 C 0.0352(14) 0.7168(4) -0.7188(8) 0.0266(19) Uani 1 1 d . . . C10 C -0.7391(14) 0.7173(4) -1.2967(9) 0.0278(19) Uani 1 1 d . . . H10A H -0.7793 0.6946 -1.3757 0.033 Uiso 1 1 calc R . . C11 C -0.6785(13) 0.6814(4) -1.1776(9) 0.0219(17) Uani 1 1 d . . . C12 C -0.6896(13) 0.6127(4) -1.1777(10) 0.0265(19) Uani 1 1 d . . . H12A H -0.7306 0.5904 -1.2570 0.032 Uiso 1 1 calc R . . C13 C -0.6422(14) 0.5792(4) -1.0657(11) 0.034(2) Uani 1 1 d . . . H13A H -0.6504 0.5332 -1.0668 0.040 Uiso 1 1 calc R . . C14 C -0.5818(14) 0.6108(4) -0.9495(11) 0.034(2) Uani 1 1 d . . . H14A H -0.5491 0.5864 -0.8714 0.041 Uiso 1 1 calc R . . C15 C -0.5689(13) 0.6766(4) -0.9459(9) 0.0232(17) Uani 1 1 d . . . H15A H -0.5245 0.6976 -0.8656 0.028 Uiso 1 1 calc R . . C16 C -0.6212(12) 0.7146(3) -1.0615(8) 0.0179(16) 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 Hg1 0.0265(3) 0.00975(17) 0.0197(2) 0.000 0.00168(17) 0.000 Hg2 0.0204(2) 0.01503(15) 0.02059(18) 0.00091(10) 0.00214(12) 0.00018(10) F3 0.045(4) 0.017(2) 0.043(3) 0.010(2) -0.007(3) 0.001(2) F4 0.055(4) 0.010(2) 0.053(4) -0.008(2) -0.001(3) -0.002(2) F5 0.058(4) 0.020(2) 0.040(3) -0.011(2) 0.003(3) -0.007(2) F6 0.051(4) 0.021(2) 0.027(3) -0.003(2) 0.000(2) -0.003(2) F8 0.043(3) 0.026(2) 0.030(3) 0.003(2) 0.004(2) 0.003(2) F9 0.066(4) 0.041(3) 0.021(3) 0.007(2) 0.001(3) 0.008(3) C1 0.026(5) 0.012(3) 0.028(4) -0.003(3) 0.008(4) -0.001(3) C2 0.024(5) 0.011(3) 0.031(5) 0.003(3) 0.004(3) -0.004(3) C3 0.024(5) 0.014(3) 0.032(5) 0.009(3) 0.000(4) 0.001(3) C4 0.030(5) 0.008(3) 0.049(6) -0.005(3) 0.003(4) -0.006(3) C5 0.028(5) 0.018(4) 0.032(5) -0.013(3) 0.008(4) -0.006(3) C6 0.028(5) 0.015(3) 0.021(4) 0.002(3) 0.010(3) -0.002(3) C7 0.018(5) 0.021(4) 0.021(4) 0.003(3) 0.003(3) 0.003(3) C8 0.024(5) 0.025(4) 0.031(5) 0.002(4) 0.002(4) 0.002(3) C9 0.030(6) 0.035(4) 0.016(4) 0.009(3) 0.006(3) 0.006(4) C10 0.025(5) 0.035(5) 0.023(4) -0.006(4) -0.005(4) -0.003(4) C11 0.018(5) 0.021(4) 0.026(4) -0.005(3) -0.002(3) 0.004(3) C12 0.013(5) 0.022(4) 0.045(5) -0.006(4) 0.006(4) -0.002(3) C13 0.029(6) 0.017(4) 0.054(6) 0.004(4) 0.001(4) 0.003(3) C14 0.024(5) 0.026(4) 0.053(6) 0.012(4) -0.002(4) 0.000(4) C15 0.022(5) 0.022(4) 0.026(4) 0.004(3) 0.002(3) 0.002(3) C16 0.012(4) 0.015(4) 0.026(4) 0.002(3) 0.001(3) 0.000(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 Hg1 C1 2.076(7) . ? Hg1 C1 2.076(7) 4_575 ? Hg2 C7 2.069(8) . ? Hg2 C2 2.070(9) . ? F3 C3 1.346(10) . ? F4 C4 1.367(8) . ? F5 C5 1.337(10) . ? F6 C6 1.357(10) . ? F8 C8 1.369(9) . ? F9 C9 1.346(10) . ? C1 C6 1.368(11) . ? C1 C2 1.402(12) . ? C2 C3 1.397(10) . ? C3 C4 1.365(13) . ? C4 C5 1.373(13) . ? C5 C6 1.392(10) . ? C7 C8 1.366(12) . ? C7 C7 1.426(14) 4_575 ? C8 C9 1.372(12) . ? C9 C9 1.371(17) 4_575 ? C10 C10 1.348(17) 4_575 ? C10 C11 1.449(12) . ? C11 C16 1.391(12) . ? C11 C12 1.420(10) . ? C12 C13 1.348(14) . ? C13 C14 1.381(15) . ? C14 C15 1.363(11) . ? C15 C16 1.431(11) . ? C16 C16 1.462(13) 4_575 ? 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 Hg1 C1 176.0(5) . 4_575 ? C7 Hg2 C2 175.0(3) . . ? C6 C1 C2 119.4(7) . . ? C6 C1 Hg1 118.8(6) . . ? C2 C1 Hg1 121.7(6) . . ? C3 C2 C1 117.9(8) . . ? C3 C2 Hg2 120.2(6) . . ? C1 C2 Hg2 121.8(5) . . ? F3 C3 C4 118.5(7) . . ? F3 C3 C2 120.1(8) . . ? C4 C3 C2 121.3(8) . . ? C3 C4 F4 120.9(8) . . ? C3 C4 C5 121.2(7) . . ? F4 C4 C5 117.9(8) . . ? F5 C5 C4 121.7(7) . . ? F5 C5 C6 120.5(8) . . ? C4 C5 C6 117.7(8) . . ? F6 C6 C1 120.5(7) . . ? F6 C6 C5 117.2(7) . . ? C1 C6 C5 122.4(8) . . ? C8 C7 C7 117.9(5) . 4_575 ? C8 C7 Hg2 119.5(6) . . ? C7 C7 Hg2 122.5(2) 4_575 . ? C7 C8 F8 120.1(8) . . ? C7 C8 C9 123.0(8) . . ? F8 C8 C9 116.9(8) . . ? F9 C9 C9 119.7(5) . 4_575 ? F9 C9 C8 121.2(8) . . ? C9 C9 C8 119.1(5) 4_575 . ? C10 C10 C11 120.8(5) 4_575 . ? C16 C11 C12 120.2(8) . . ? C16 C11 C10 119.7(7) . . ? C12 C11 C10 120.0(8) . . ? C13 C12 C11 120.3(9) . . ? C12 C13 C14 120.7(8) . . ? C15 C14 C13 120.6(9) . . ? C14 C15 C16 120.9(8) . . ? C11 C16 C15 117.3(7) . . ? C11 C16 C16 119.5(5) . 4_575 ? C15 C16 C16 123.2(4) . 4_575 ? _diffrn_measured_fraction_theta_max 0.877 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.877 _refine_diff_density_max 2.143 _refine_diff_density_min -2.940 _refine_diff_density_rms 0.276