Electronic Supplementary Material for CrystEngComm This journal is © The Royal Society of Chemistry 2007 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author 'Kwang-Ming Lee' _publ_contact_author_address ; Department of Chemistry National Kaohsiung Normal University, 62, Shen-Shung Road, Kaohsiung 824, Taiwan ; _publ_contact_author_email kmlee@nknu.edu.tw _publ_contact_author_fax 886-7-6051083 _publ_contact_author_phone '886-7-7172930 ext 7119' _publ_section_title ; Tubular Architectures Formed by Acyclic Diamido-Metal-N-Hetreocyclic Carbenes with Skewed Conformation ; _publ_contact_author_name 'Kwang-Ming Lee' loop_ _publ_author_name 'Kwang Lee.' 'Meng-Ying Chang.' 'Jack C. C. Chen' 'Chao-June Huang.' 'Ivan J. B. Lin' data_1 _database_code_depnum_ccdc_archive 'CCDC 618873' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H21 F12 Hg N11 O2 P2' _chemical_formula_weight 938.01 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' N N 0.0061 0.0033 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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 9.1435(16) _cell_length_b 11.0699(19) _cell_length_c 15.513(3) _cell_angle_alpha 80.882(3) _cell_angle_beta 80.403(3) _cell_angle_gamma 86.436(3) _cell_volume 1527.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.039 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 5.258 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5330 _exptl_absorpt_correction_T_max 0.9146 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15941 _diffrn_reflns_av_R_equivalents 0.0354 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 28.31 _reflns_number_total 7171 _reflns_number_gt 6307 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0420P)^2^+0.4080P] 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 7171 _refine_ls_number_parameters 433 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0367 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0768 _refine_ls_wR_factor_gt 0.0747 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 0.002 _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 0.706107(16) 0.821558(13) 0.727418(10) 0.03702(6) Uani 1 1 d . . . P1 P 0.39109(13) 1.12521(11) 0.84843(8) 0.0476(3) Uani 1 1 d . . . F1 F 1.1788(4) 0.5229(4) 0.6634(3) 0.1078(15) Uani 1 1 d . . . O1 O 0.9702(4) 1.1725(4) 0.5439(3) 0.0770(12) Uani 1 1 d . . . N1 N 0.5244(4) 0.5945(3) 0.7558(2) 0.0390(7) Uani 1 1 d . . . C1 C 0.6225(4) 0.6667(4) 0.6977(3) 0.0384(8) Uani 1 1 d . . . P2 P 1.02545(14) 0.51486(12) 0.72739(8) 0.0522(3) Uani 1 1 d . . . F2 F 1.0914(5) 0.5661(4) 0.8008(3) 0.1172(15) Uani 1 1 d . . . O2 O 0.5378(3) 0.6826(3) 0.4705(2) 0.0564(8) Uani 1 1 d . . . N2 N 0.6500(4) 0.6150(3) 0.6244(2) 0.0420(8) Uani 1 1 d . . . C2 C 0.4925(5) 0.4963(4) 0.7172(3) 0.0508(11) Uani 1 1 d . . . H2 H 0.4289 0.4336 0.7430 0.061 Uiso 1 1 calc R . . F3 F 1.0680(5) 0.3788(3) 0.7658(3) 0.0966(12) Uani 1 1 d . . . N3 N 0.5010(4) 0.7240(3) 0.8612(2) 0.0471(8) Uani 1 1 d . . . C3 C 0.5707(6) 0.5093(4) 0.6359(3) 0.0537(11) Uani 1 1 d . . . H3 H 0.5719 0.4570 0.5944 0.064 Uiso 1 1 calc R . . F4 F 0.9825(4) 0.6523(3) 0.6837(3) 0.0775(10) Uani 1 1 d . . . N4 N 0.3256(5) 0.5631(4) 0.9830(3) 0.0667(12) Uani 1 1 d . . . C4 C 0.4656(4) 0.6190(4) 0.8426(3) 0.0384(8) Uani 1 1 d . . . F5 F 0.8680(4) 0.5085(4) 0.7864(3) 0.1081(14) Uani 1 1 d . . . N5 N 0.7500(5) 0.7653(5) 0.3997(3) 0.0701(13) Uani 1 1 d . . . H5A H 0.7133 0.7919 0.3524 0.084 Uiso 1 1 calc R . . H5B H 0.8409 0.7783 0.4020 0.084 Uiso 1 1 calc R . . C5 C 0.4482(6) 0.7486(5) 0.9425(3) 0.0549(11) Uani 1 1 d . . . H5 H 0.4706 0.8218 0.9587 0.066 Uiso 1 1 calc R . . F6 F 0.9547(5) 0.4645(4) 0.6542(3) 0.1003(13) Uani 1 1 d . . . N6 N 0.8669(4) 0.9911(3) 0.8120(2) 0.0371(7) Uani 1 1 d . . . C6 C 0.3611(6) 0.6671(5) 1.0027(3) 0.0564(12) Uani 1 1 d . . . H6 H 0.3265 0.6865 1.0589 0.068 Uiso 1 1 calc R . . F7 F 0.4363(7) 1.0036(4) 0.8087(3) 0.1274(18) Uani 1 1 d . . . N7 N 0.7883(4) 1.0947(3) 0.6992(2) 0.0424(8) Uani 1 1 d . . . C7 C 0.3777(6) 0.5373(5) 0.9031(3) 0.0568(12) Uani 1 1 d . . . H7 H 0.3551 0.4638 0.8874 0.068 Uiso 1 1 calc R . . F8 F 0.2338(4) 1.1280(5) 0.8189(3) 0.1151(15) Uani 1 1 d . . . N8 N 0.8311(4) 0.7886(3) 0.8767(2) 0.0443(8) Uani 1 1 d . . . C8 C 0.7505(5) 0.6615(5) 0.5443(3) 0.0490(10) Uani 1 1 d . . . H8A H 0.8223 0.5972 0.5286 0.059 Uiso 1 1 calc R . . H8B H 0.8041 0.7287 0.5556 0.059 Uiso 1 1 calc R . . F9 F 0.5466(4) 1.1181(7) 0.8747(3) 0.147(2) Uani 1 1 d . . . N9 N 1.0294(5) 0.8044(4) 0.9917(3) 0.0561(10) Uani 1 1 d . . . C9 C 0.6679(5) 0.7053(4) 0.4679(3) 0.0446(9) Uani 1 1 d . . . F10 F 0.3499(6) 1.2496(4) 0.8829(3) 0.1229(17) Uani 1 1 d . . . N10 N 0.7772(5) 1.2693(4) 0.4855(3) 0.0657(12) Uani 1 1 d . . . H10A H 0.8333 1.3084 0.4411 0.079 Uiso 1 1 calc R . . H10B H 0.6824 1.2798 0.4906 0.079 Uiso 1 1 calc R . . N11 N 0.5281(7) 1.0848(6) 0.3947(4) 0.0898(16) Uani 1 1 d . . . C10 C 0.7972(4) 0.9806(4) 0.7429(2) 0.0370(8) Uani 1 1 d . . . F11 F 0.3240(5) 1.0561(4) 0.9414(3) 0.1077(14) Uani 1 1 d . . . C11 C 0.9002(5) 1.1118(4) 0.8101(3) 0.0456(10) Uani 1 1 d . . . H11 H 0.9474 1.1427 0.8502 0.055 Uiso 1 1 calc R . . F12 F 0.4508(5) 1.1957(4) 0.7533(2) 0.1030(13) Uani 1 1 d . . . C12 C 0.8508(5) 1.1752(4) 0.7390(3) 0.0508(11) Uani 1 1 d . . . H12 H 0.8579 1.2589 0.7202 0.061 Uiso 1 1 calc R . . C13 C 0.9016(4) 0.8893(4) 0.8754(2) 0.0360(8) Uani 1 1 d . . . C14 C 0.8603(5) 0.6941(4) 0.9366(3) 0.0500(11) Uani 1 1 d . . . H14 H 0.8156 0.6201 0.9393 0.060 Uiso 1 1 calc R . . C15 C 0.9561(6) 0.7044(5) 0.9949(3) 0.0548(11) Uani 1 1 d . . . H15 H 0.9696 0.6381 1.0382 0.066 Uiso 1 1 calc R . . C16 C 1.0043(5) 0.8980(4) 0.9300(3) 0.0484(10) Uani 1 1 d . . . H16 H 1.0559 0.9695 0.9237 0.058 Uiso 1 1 calc R . . C17 C 0.7235(5) 1.1312(4) 0.6186(3) 0.0498(11) Uani 1 1 d . . . H17A H 0.6386 1.1866 0.6303 0.060 Uiso 1 1 calc R . . H17B H 0.6894 1.0595 0.6002 0.060 Uiso 1 1 calc R . . C18 C 0.8365(5) 1.1937(4) 0.5453(3) 0.0503(11) Uani 1 1 d . . . C19 C 0.6472(8) 1.0886(6) 0.3608(5) 0.0840(18) Uani 1 1 d . . . C20 C 0.7997(9) 1.0906(10) 0.3165(7) 0.142(4) Uani 1 1 d . . . H20B H 0.8631 1.0498 0.3564 0.212 Uiso 1 1 calc R . . H20C H 0.8282 1.1739 0.2980 0.212 Uiso 1 1 calc R . . H20A H 0.8089 1.0494 0.2658 0.212 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 Hg1 0.03768(9) 0.03641(9) 0.03823(9) -0.00011(6) -0.01003(6) -0.01459(6) P1 0.0492(6) 0.0505(7) 0.0435(6) -0.0065(5) -0.0080(5) -0.0040(5) F1 0.060(2) 0.109(3) 0.127(3) 0.031(3) 0.012(2) 0.014(2) O1 0.0417(19) 0.112(3) 0.069(2) 0.013(2) -0.0071(17) -0.0164(19) N1 0.0385(17) 0.0339(17) 0.0462(19) -0.0022(14) -0.0107(14) -0.0121(13) C1 0.0322(18) 0.041(2) 0.044(2) -0.0005(17) -0.0137(16) -0.0075(15) P2 0.0511(7) 0.0509(7) 0.0526(7) 0.0048(5) -0.0141(5) -0.0024(5) F2 0.131(4) 0.120(3) 0.127(4) -0.037(3) -0.084(3) 0.008(3) O2 0.0465(17) 0.070(2) 0.0599(19) -0.0107(17) -0.0258(15) -0.0097(15) N2 0.0397(18) 0.050(2) 0.0408(18) -0.0066(15) -0.0157(15) -0.0096(15) C2 0.056(3) 0.039(2) 0.061(3) -0.004(2) -0.017(2) -0.0170(19) F3 0.125(3) 0.066(2) 0.094(3) 0.0222(19) -0.042(2) 0.011(2) N3 0.050(2) 0.0417(19) 0.050(2) -0.0050(16) -0.0036(17) -0.0145(16) C3 0.064(3) 0.046(3) 0.061(3) -0.019(2) -0.022(2) -0.011(2) F4 0.0665(19) 0.0515(17) 0.107(3) 0.0106(17) -0.0146(18) 0.0001(14) N4 0.073(3) 0.062(3) 0.059(3) 0.000(2) 0.007(2) -0.024(2) C4 0.0318(18) 0.038(2) 0.046(2) 0.0007(17) -0.0102(16) -0.0058(15) F5 0.077(2) 0.135(4) 0.094(3) 0.014(2) 0.015(2) -0.014(2) N5 0.054(2) 0.103(4) 0.050(2) 0.009(2) -0.018(2) -0.010(2) C5 0.060(3) 0.047(3) 0.057(3) -0.007(2) -0.004(2) -0.011(2) F6 0.133(3) 0.089(3) 0.096(3) -0.018(2) -0.067(3) 0.001(2) N6 0.0397(17) 0.0338(17) 0.0379(17) -0.0012(13) -0.0066(14) -0.0109(13) C6 0.059(3) 0.056(3) 0.050(3) -0.004(2) 0.001(2) -0.005(2) F7 0.190(5) 0.072(3) 0.127(4) -0.040(3) -0.031(4) 0.031(3) N7 0.0416(18) 0.0407(18) 0.0441(19) 0.0051(15) -0.0113(15) -0.0134(14) C7 0.065(3) 0.046(3) 0.056(3) -0.001(2) 0.001(2) -0.021(2) F8 0.068(2) 0.159(4) 0.122(3) -0.003(3) -0.040(2) -0.017(3) N8 0.054(2) 0.0393(19) 0.0412(18) -0.0022(15) -0.0100(16) -0.0149(15) C8 0.042(2) 0.066(3) 0.042(2) -0.008(2) -0.0134(18) -0.006(2) F9 0.058(2) 0.301(8) 0.093(3) -0.055(4) -0.023(2) -0.006(3) N9 0.060(2) 0.058(2) 0.052(2) 0.0033(19) -0.0226(19) -0.0093(19) C9 0.049(2) 0.051(3) 0.038(2) -0.0124(19) -0.0145(18) 0.0026(19) F10 0.167(4) 0.071(3) 0.126(3) -0.040(2) 0.020(3) -0.018(3) N10 0.058(2) 0.087(3) 0.045(2) 0.019(2) -0.0073(19) -0.022(2) N11 0.070(3) 0.092(4) 0.112(5) -0.014(3) -0.029(3) -0.002(3) C10 0.0364(19) 0.040(2) 0.0328(19) 0.0011(16) -0.0039(15) -0.0122(16) F11 0.099(3) 0.125(3) 0.075(2) 0.031(2) 0.010(2) 0.000(2) C11 0.049(2) 0.039(2) 0.053(2) -0.0051(19) -0.0157(19) -0.0144(18) F12 0.114(3) 0.114(3) 0.063(2) 0.012(2) 0.011(2) -0.003(3) C12 0.058(3) 0.034(2) 0.061(3) 0.001(2) -0.014(2) -0.0148(19) C13 0.0380(19) 0.039(2) 0.0314(18) -0.0046(15) -0.0044(15) -0.0077(16) C14 0.060(3) 0.043(2) 0.045(2) 0.0051(19) -0.009(2) -0.014(2) C15 0.062(3) 0.055(3) 0.045(2) 0.005(2) -0.013(2) -0.002(2) C16 0.052(2) 0.051(3) 0.044(2) 0.0005(19) -0.0142(19) -0.016(2) C17 0.044(2) 0.053(3) 0.050(2) 0.015(2) -0.0165(19) -0.0169(19) C18 0.049(3) 0.058(3) 0.044(2) 0.001(2) -0.0088(19) -0.019(2) C19 0.082(4) 0.079(4) 0.102(5) -0.033(4) -0.027(4) -0.009(3) C20 0.101(6) 0.176(10) 0.162(9) -0.106(8) 0.033(6) -0.054(6) _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 C10 2.058(4) . ? Hg1 C1 2.066(4) . ? Hg1 N3 2.689(3) . ? P1 F9 1.537(4) . ? P1 F10 1.558(4) . ? P1 F11 1.567(4) . ? P1 F7 1.572(4) . ? P1 F8 1.577(4) . ? P1 F12 1.583(4) . ? F1 P2 1.576(4) . ? O1 C18 1.228(6) . ? N1 C1 1.359(5) . ? N1 C2 1.390(5) . ? N1 C4 1.425(5) . ? C1 N2 1.334(5) . ? P2 F2 1.568(4) . ? P2 F5 1.571(4) . ? P2 F3 1.579(4) . ? P2 F6 1.585(4) . ? P2 F4 1.618(3) . ? O2 C9 1.224(5) . ? N2 C3 1.386(6) . ? N2 C8 1.458(5) . ? C2 C3 1.333(7) . ? N3 C4 1.313(5) . ? N3 C5 1.337(6) . ? N4 C6 1.310(7) . ? N4 C7 1.320(6) . ? C4 C7 1.384(6) . ? N5 C9 1.303(6) . ? C5 C6 1.375(6) . ? N6 C10 1.358(5) . ? N6 C11 1.383(5) . ? N6 C13 1.431(5) . ? N7 C10 1.340(5) . ? N7 C12 1.362(5) . ? N7 C17 1.461(5) . ? N8 C13 1.318(5) . ? N8 C14 1.331(6) . ? C8 C9 1.510(6) . ? N9 C15 1.319(6) . ? N9 C16 1.331(6) . ? N10 C18 1.311(6) . ? N11 C19 1.128(8) . ? C11 C12 1.340(6) . ? C13 C16 1.383(6) . ? C14 C15 1.381(7) . ? C17 C18 1.512(6) . ? C19 C20 1.448(10) . ? 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 C10 Hg1 C1 173.95(14) . . ? C10 Hg1 N3 116.55(13) . . ? C1 Hg1 N3 69.18(14) . . ? F9 P1 F10 92.9(3) . . ? F9 P1 F11 91.3(3) . . ? F10 P1 F11 89.6(3) . . ? F9 P1 F7 87.0(3) . . ? F10 P1 F7 176.9(3) . . ? F11 P1 F7 93.5(3) . . ? F9 P1 F8 177.5(3) . . ? F10 P1 F8 89.5(3) . . ? F11 P1 F8 89.3(3) . . ? F7 P1 F8 90.5(3) . . ? F9 P1 F12 91.5(3) . . ? F10 P1 F12 90.2(2) . . ? F11 P1 F12 177.1(3) . . ? F7 P1 F12 86.8(3) . . ? F8 P1 F12 87.8(3) . . ? C1 N1 C2 109.5(4) . . ? C1 N1 C4 123.8(3) . . ? C2 N1 C4 126.7(3) . . ? N2 C1 N1 106.2(3) . . ? N2 C1 Hg1 130.5(3) . . ? N1 C1 Hg1 123.3(3) . . ? F2 P2 F5 90.7(3) . . ? F2 P2 F1 92.1(3) . . ? F5 P2 F1 176.7(3) . . ? F2 P2 F3 91.6(2) . . ? F5 P2 F3 92.0(2) . . ? F1 P2 F3 89.7(2) . . ? F2 P2 F6 178.5(3) . . ? F5 P2 F6 88.0(3) . . ? F1 P2 F6 89.2(3) . . ? F3 P2 F6 89.1(2) . . ? F2 P2 F4 90.7(2) . . ? F5 P2 F4 89.2(2) . . ? F1 P2 F4 89.0(2) . . ? F3 P2 F4 177.4(2) . . ? F6 P2 F4 88.6(2) . . ? C1 N2 C3 109.9(4) . . ? C1 N2 C8 125.1(4) . . ? C3 N2 C8 124.9(4) . . ? C3 C2 N1 106.7(4) . . ? C4 N3 C5 116.5(4) . . ? C4 N3 Hg1 107.6(3) . . ? C5 N3 Hg1 135.0(3) . . ? C2 C3 N2 107.6(4) . . ? C6 N4 C7 117.8(4) . . ? N3 C4 C7 122.4(4) . . ? N3 C4 N1 115.4(3) . . ? C7 C4 N1 122.2(4) . . ? N3 C5 C6 121.0(5) . . ? C10 N6 C11 110.3(3) . . ? C10 N6 C13 123.4(3) . . ? C11 N6 C13 126.3(3) . . ? N4 C6 C5 121.8(5) . . ? C10 N7 C12 111.0(4) . . ? C10 N7 C17 125.9(4) . . ? C12 N7 C17 123.1(4) . . ? N4 C7 C4 120.5(4) . . ? C13 N8 C14 116.0(4) . . ? N2 C8 C9 111.7(3) . . ? C15 N9 C16 116.7(4) . . ? O2 C9 N5 124.5(4) . . ? O2 C9 C8 122.2(4) . . ? N5 C9 C8 113.4(4) . . ? N7 C10 N6 104.9(3) . . ? N7 C10 Hg1 131.0(3) . . ? N6 C10 Hg1 123.6(3) . . ? C12 C11 N6 106.2(4) . . ? C11 C12 N7 107.7(4) . . ? N8 C13 C16 123.4(4) . . ? N8 C13 N6 115.5(3) . . ? C16 C13 N6 121.1(4) . . ? N8 C14 C15 120.9(4) . . ? N9 C15 C14 122.7(4) . . ? N9 C16 C13 120.1(4) . . ? N7 C17 C18 110.6(3) . . ? O1 C18 N10 125.0(4) . . ? O1 C18 C17 121.4(4) . . ? N10 C18 C17 113.7(4) . . ? N11 C19 C20 178.5(8) . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 1.169 _refine_diff_density_min -0.628 _refine_diff_density_rms 0.097 # END data_2 _database_code_depnum_ccdc_archive 'CCDC 618874' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 F12 Hg N10 O2 P2' _chemical_formula_weight 896.95 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' N N 0.0061 0.0033 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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 8.6944(6) _cell_length_b 13.1067(11) _cell_length_c 13.2853(9) _cell_angle_alpha 77.141(6) _cell_angle_beta 87.457(7) _cell_angle_gamma 77.036(6) _cell_volume 1438.31(18) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 20 _cell_measurement_theta_min 10.19 _cell_measurement_theta_max 12.64 _exptl_crystal_description column _exptl_crystal_colour white _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.071 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 860 _exptl_absorpt_coefficient_mu 5.578 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7188 _exptl_absorpt_correction_T_max 0.8493 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 3 _diffrn_standards_interval_count 197 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 3.94 _diffrn_reflns_number 10093 _diffrn_reflns_av_R_equivalents 0.0252 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5050 _reflns_number_gt 4376 _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^)+(0.0100P)^2^+20.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5050 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0617 _refine_ls_R_factor_gt 0.0529 _refine_ls_wR_factor_ref 0.1250 _refine_ls_wR_factor_gt 0.1220 _refine_ls_goodness_of_fit_ref 1.212 _refine_ls_restrained_S_all 1.212 _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 0.69725(5) 0.70055(3) 0.69507(3) 0.04021(14) Uani 1 1 d . . . P1 P 0.2116(5) 0.6991(3) 0.6954(3) 0.0632(9) Uani 1 1 d . . . P2 P 0.7687(5) 0.8634(3) 1.1365(3) 0.0660(9) Uani 1 1 d . . . F1 F 0.123(2) 0.6139(17) 0.7044(17) 0.261(11) Uani 1 1 d . . . F2 F 0.145(2) 0.7278(15) 0.7944(10) 0.205(8) Uani 1 1 d . . . F3 F 0.0879(18) 0.7810(14) 0.6253(11) 0.200(8) Uani 1 1 d . . . F4 F 0.3463(17) 0.6212(10) 0.7651(11) 0.155(5) Uani 1 1 d . . . F5 F 0.3228(19) 0.7807(10) 0.6778(11) 0.167(6) Uani 1 1 d . . . F6 F 0.2909(16) 0.6643(12) 0.5960(9) 0.157(5) Uani 1 1 d . . . F7 F 0.696(2) 0.9335(10) 1.0337(8) 0.182(7) Uani 1 1 d . . . F8 F 0.9387(13) 0.8549(11) 1.0978(13) 0.172(7) Uani 1 1 d . . . F9 F 0.5937(13) 0.8677(11) 1.1796(10) 0.137(4) Uani 1 1 d . . . F10 F 0.8265(16) 0.7924(8) 1.2429(9) 0.139(5) Uani 1 1 d . . . F11 F 0.7740(12) 0.9648(7) 1.1803(8) 0.103(3) Uani 1 1 d . . . F12 F 0.7654(12) 0.7615(9) 1.0917(10) 0.132(4) Uani 1 1 d . . . O1 O 0.7050(10) 0.3744(9) 0.6935(8) 0.079(3) Uani 1 1 d . . . O2 O 0.7890(9) 0.6266(6) 0.4850(7) 0.059(2) Uani 1 1 d . . . N1 N 0.7191(11) 0.9157(7) 0.5637(7) 0.047(2) Uani 1 1 d . . . N2 N 0.6199(11) 0.8350(7) 0.4723(7) 0.049(2) Uani 1 1 d . . . N3 N 0.7779(12) 0.8732(8) 0.7382(7) 0.054(2) Uani 1 1 d . . . N4 N 0.8172(17) 1.0354(9) 0.6331(10) 0.084(4) Uani 1 1 d . . . N5 N 0.6069(13) 0.5862(9) 0.3958(10) 0.081(4) Uani 1 1 d . . . H5A H 0.6627 0.5233 0.3947 0.097 Uiso 1 1 calc R . . H5B H 0.5155 0.6074 0.3667 0.097 Uiso 1 1 calc R . . N6 N 0.7201(10) 0.5547(7) 0.9058(7) 0.043(2) Uani 1 1 d . . . N7 N 0.8632(10) 0.4707(7) 0.8051(7) 0.043(2) Uani 1 1 d . . . N8 N 0.5629(11) 0.7246(7) 0.8788(7) 0.052(2) Uani 1 1 d . . . N9 N 0.5690(14) 0.6058(8) 1.0423(8) 0.065(3) Uani 1 1 d . . . N10 N 0.9033(12) 0.3426(9) 0.5838(8) 0.064(3) Uani 1 1 d . . . H10A H 0.8542 0.3096 0.5511 0.076 Uiso 1 1 calc R . . H10B H 0.9968 0.3503 0.5653 0.076 Uiso 1 1 calc R . . C1 C 0.6659(11) 0.8245(8) 0.5700(8) 0.038(2) Uani 1 1 d . . . C2 C 0.7058(16) 0.9785(10) 0.4649(10) 0.060(3) Uani 1 1 d . . . H2A H 0.7349 1.0440 0.4430 0.072 Uiso 1 1 calc R . . C3 C 0.6435(14) 0.9275(9) 0.4073(9) 0.055(3) Uani 1 1 d . . . H3A H 0.6205 0.9497 0.3371 0.066 Uiso 1 1 calc R . . C4 C 0.7754(13) 0.9432(9) 0.6521(9) 0.049(3) Uani 1 1 d . . . C5 C 0.8283(18) 0.8982(12) 0.8203(11) 0.071(4) Uani 1 1 d . . . H5C H 0.8298 0.8511 0.8841 0.086 Uiso 1 1 calc R . . C6 C 0.8780(19) 0.9911(12) 0.8137(13) 0.079(4) Uani 1 1 d . . . H6A H 0.9154 1.0080 0.8710 0.095 Uiso 1 1 calc R . . C7 C 0.870(2) 1.0567(12) 0.7197(15) 0.096(6) Uani 1 1 d . . . H7A H 0.9026 1.1207 0.7133 0.115 Uiso 1 1 calc R . . C8 C 0.5457(13) 0.7572(9) 0.4387(9) 0.053(3) Uani 1 1 d . . . H8A H 0.5056 0.7870 0.3689 0.064 Uiso 1 1 calc R . . H8B H 0.4569 0.7455 0.4832 0.064 Uiso 1 1 calc R . . C9 C 0.6609(14) 0.6493(9) 0.4416(9) 0.049(3) Uani 1 1 d . . . C10 C 0.7582(11) 0.5648(8) 0.8066(7) 0.033(2) Uani 1 1 d . . . C11 C 0.7922(15) 0.4561(9) 0.9663(9) 0.056(3) Uani 1 1 d . . . H11A H 0.7798 0.4311 1.0367 0.067 Uiso 1 1 calc R . . C12 C 0.8840(15) 0.4050(9) 0.9007(10) 0.059(3) Uani 1 1 d . . . H12A H 0.9497 0.3371 0.9176 0.071 Uiso 1 1 calc R . . C13 C 0.6073(13) 0.6347(8) 0.9466(9) 0.044(2) Uani 1 1 d . . . C14 C 0.4533(16) 0.7996(10) 0.9153(11) 0.066(4) Uani 1 1 d . . . H14A H 0.4116 0.8649 0.8710 0.079 Uiso 1 1 calc R . . C15 C 0.4043(18) 0.7812(12) 1.0136(12) 0.074(4) Uani 1 1 d . . . H15A H 0.3334 0.8342 1.0386 0.089 Uiso 1 1 calc R . . C16 C 0.4598(19) 0.6844(13) 1.0755(12) 0.080(5) Uani 1 1 d . . . H16A H 0.4229 0.6704 1.1428 0.096 Uiso 1 1 calc R . . C17 C 0.9375(12) 0.4423(9) 0.7101(9) 0.046(3) Uani 1 1 d . . . H17A H 1.0421 0.3972 0.7260 0.055 Uiso 1 1 calc R . . H17B H 0.9482 0.5069 0.6606 0.055 Uiso 1 1 calc R . . C18 C 0.8348(13) 0.3814(9) 0.6624(9) 0.048(3) 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 0.0481(2) 0.0307(2) 0.0404(2) -0.00825(15) 0.00249(16) -0.00576(16) P1 0.073(2) 0.062(2) 0.0599(19) -0.0239(16) 0.0045(17) -0.0169(17) P2 0.072(2) 0.055(2) 0.071(2) -0.0274(18) -0.0013(18) 0.0014(17) F1 0.29(2) 0.29(2) 0.31(2) -0.102(19) 0.045(19) -0.25(2) F2 0.203(15) 0.28(2) 0.110(10) -0.090(12) 0.036(10) 0.039(14) F3 0.156(13) 0.220(17) 0.155(13) -0.020(12) -0.043(10) 0.088(12) F4 0.168(12) 0.115(9) 0.160(12) -0.001(8) -0.062(10) -0.002(8) F5 0.239(16) 0.109(9) 0.166(12) 0.003(8) -0.029(11) -0.095(10) F6 0.156(11) 0.220(15) 0.110(9) -0.089(10) 0.037(8) -0.027(10) F7 0.291(19) 0.130(10) 0.071(7) -0.016(7) 0.003(9) 0.056(11) F8 0.092(8) 0.195(13) 0.309(18) -0.202(14) 0.086(10) -0.068(8) F9 0.091(7) 0.197(12) 0.151(10) -0.106(10) 0.021(7) -0.024(8) F10 0.191(12) 0.075(7) 0.127(9) -0.016(6) -0.055(9) 0.024(7) F11 0.117(7) 0.064(5) 0.141(8) -0.061(6) 0.027(6) -0.016(5) F12 0.089(7) 0.127(8) 0.215(12) -0.128(9) -0.020(7) -0.004(6) O1 0.049(5) 0.128(9) 0.083(7) -0.054(6) 0.017(5) -0.038(6) O2 0.045(5) 0.056(5) 0.074(6) -0.026(4) -0.005(4) 0.003(4) N1 0.057(6) 0.030(4) 0.046(5) -0.003(4) 0.005(4) 0.000(4) N2 0.058(6) 0.038(5) 0.044(5) -0.012(4) 0.004(4) 0.004(4) N3 0.071(7) 0.048(6) 0.049(6) -0.017(5) 0.004(5) -0.020(5) N4 0.122(11) 0.046(6) 0.092(9) -0.011(6) -0.010(8) -0.034(7) N5 0.061(7) 0.062(7) 0.130(11) -0.047(7) -0.014(7) -0.006(6) N6 0.046(5) 0.037(5) 0.046(5) -0.006(4) -0.004(4) -0.011(4) N7 0.050(5) 0.035(5) 0.043(5) -0.010(4) -0.003(4) -0.005(4) N8 0.056(6) 0.044(5) 0.057(6) -0.020(5) 0.011(5) -0.006(4) N9 0.093(8) 0.059(6) 0.047(6) -0.018(5) 0.019(6) -0.026(6) N10 0.055(6) 0.086(8) 0.063(7) -0.036(6) 0.008(5) -0.024(6) C1 0.028(5) 0.044(6) 0.047(6) -0.016(5) 0.002(4) -0.009(4) C2 0.076(9) 0.040(6) 0.056(7) -0.004(6) 0.014(6) -0.003(6) C3 0.062(8) 0.047(7) 0.046(7) -0.007(6) 0.005(6) 0.006(6) C4 0.052(7) 0.037(6) 0.059(7) -0.018(5) 0.005(5) -0.006(5) C5 0.090(11) 0.074(9) 0.058(8) -0.027(7) 0.008(7) -0.023(8) C6 0.099(12) 0.067(9) 0.089(11) -0.039(9) -0.003(9) -0.030(8) C7 0.130(15) 0.053(9) 0.121(15) -0.030(10) -0.015(12) -0.038(9) C8 0.043(6) 0.061(7) 0.056(7) -0.025(6) -0.007(5) 0.002(5) C9 0.048(7) 0.045(6) 0.056(7) -0.017(5) 0.004(5) -0.011(5) C10 0.032(5) 0.036(5) 0.038(5) -0.013(4) 0.002(4) -0.016(4) C11 0.077(9) 0.044(6) 0.045(7) -0.007(5) 0.001(6) -0.010(6) C12 0.070(8) 0.036(6) 0.062(8) -0.004(6) -0.012(6) 0.002(6) C13 0.047(6) 0.041(6) 0.049(7) -0.015(5) 0.001(5) -0.014(5) C14 0.069(9) 0.050(7) 0.077(9) -0.026(7) 0.005(7) -0.001(6) C15 0.080(10) 0.073(10) 0.084(10) -0.049(9) 0.029(8) -0.019(8) C16 0.100(12) 0.091(11) 0.069(9) -0.047(9) 0.040(9) -0.042(10) C17 0.037(6) 0.044(6) 0.060(7) -0.018(5) 0.008(5) -0.008(5) C18 0.040(6) 0.049(6) 0.055(7) -0.013(5) 0.002(5) -0.009(5) _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 2.028(11) . ? Hg1 C10 2.028(10) . ? Hg1 N3 2.696(9) . ? P1 F1 1.474(12) . ? P1 F2 1.503(12) . ? P1 F3 1.517(12) . ? P1 F4 1.552(12) . ? P1 F5 1.569(12) . ? P1 F6 1.572(11) . ? P2 F8 1.532(10) . ? P2 F7 1.539(12) . ? P2 F10 1.544(11) . ? P2 F11 1.575(8) . ? P2 F12 1.585(9) . ? P2 F9 1.595(11) . ? O1 C18 1.200(13) . ? O2 C9 1.222(13) . ? N1 C1 1.360(13) . ? N1 C2 1.379(14) . ? N1 C4 1.438(14) . ? N2 C1 1.344(13) . ? N2 C3 1.374(14) . ? N2 C8 1.476(15) . ? N3 C4 1.296(14) . ? N3 C5 1.323(16) . ? N4 C4 1.307(15) . ? N4 C7 1.36(2) . ? N5 C9 1.303(15) . ? N6 C10 1.330(12) . ? N6 C11 1.388(14) . ? N6 C13 1.449(14) . ? N7 C12 1.361(14) . ? N7 C10 1.364(12) . ? N7 C17 1.476(13) . ? N8 C13 1.304(14) . ? N8 C14 1.364(15) . ? N9 C13 1.294(14) . ? N9 C16 1.372(17) . ? N10 C18 1.323(14) . ? C2 C3 1.324(18) . ? C5 C6 1.365(19) . ? C6 C7 1.34(2) . ? C8 C9 1.533(15) . ? C11 C12 1.343(17) . ? C14 C15 1.343(19) . ? C15 C16 1.35(2) . ? C17 C18 1.558(15) . ? 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 C10 170.5(4) . . ? C1 Hg1 N3 69.0(4) . . ? C10 Hg1 N3 114.2(3) . . ? F1 P1 F2 92.7(11) . . ? F1 P1 F3 92.9(12) . . ? F2 P1 F3 95.9(9) . . ? F1 P1 F4 91.2(11) . . ? F2 P1 F4 84.7(8) . . ? F3 P1 F4 175.8(10) . . ? F1 P1 F5 172.4(11) . . ? F2 P1 F5 93.9(10) . . ? F3 P1 F5 90.2(10) . . ? F4 P1 F5 85.7(8) . . ? F1 P1 F6 87.7(10) . . ? F2 P1 F6 176.1(9) . . ? F3 P1 F6 87.9(8) . . ? F4 P1 F6 91.4(8) . . ? F5 P1 F6 85.4(8) . . ? F8 P2 F7 94.0(9) . . ? F8 P2 F10 91.2(9) . . ? F7 P2 F10 174.8(9) . . ? F8 P2 F11 91.7(6) . . ? F7 P2 F11 92.1(7) . . ? F10 P2 F11 88.5(6) . . ? F8 P2 F12 87.6(6) . . ? F7 P2 F12 87.9(7) . . ? F10 P2 F12 91.6(7) . . ? F11 P2 F12 179.3(6) . . ? F8 P2 F9 177.7(9) . . ? F7 P2 F9 87.9(8) . . ? F10 P2 F9 86.9(8) . . ? F11 P2 F9 89.5(6) . . ? F12 P2 F9 91.3(6) . . ? C1 N1 C2 112.0(10) . . ? C1 N1 C4 122.7(9) . . ? C2 N1 C4 125.2(10) . . ? C1 N2 C3 113.3(10) . . ? C1 N2 C8 123.5(9) . . ? C3 N2 C8 123.1(10) . . ? C4 N3 C5 116.1(11) . . ? C4 N3 Hg1 107.4(7) . . ? C5 N3 Hg1 136.3(9) . . ? C4 N4 C7 112.0(13) . . ? C10 N6 C11 113.0(9) . . ? C10 N6 C13 124.0(9) . . ? C11 N6 C13 122.9(9) . . ? C12 N7 C10 111.5(9) . . ? C12 N7 C17 124.7(9) . . ? C10 N7 C17 123.7(9) . . ? C13 N8 C14 113.6(10) . . ? C13 N9 C16 112.7(12) . . ? N2 C1 N1 101.9(9) . . ? N2 C1 Hg1 133.1(8) . . ? N1 C1 Hg1 124.1(7) . . ? C3 C2 N1 106.7(11) . . ? C2 C3 N2 106.0(11) . . ? N3 C4 N4 129.6(12) . . ? N3 C4 N1 115.5(10) . . ? N4 C4 N1 114.8(11) . . ? N3 C5 C6 121.8(14) . . ? C7 C6 C5 116.3(14) . . ? C6 C7 N4 124.3(14) . . ? N2 C8 C9 112.5(9) . . ? O2 C9 N5 124.9(11) . . ? O2 C9 C8 121.6(10) . . ? N5 C9 C8 113.5(11) . . ? N6 C10 N7 103.0(8) . . ? N6 C10 Hg1 125.7(7) . . ? N7 C10 Hg1 130.6(7) . . ? C12 C11 N6 104.8(10) . . ? C11 C12 N7 107.6(10) . . ? N9 C13 N8 131.4(11) . . ? N9 C13 N6 115.6(10) . . ? N8 C13 N6 113.0(9) . . ? C15 C14 N8 121.4(13) . . ? C14 C15 C16 118.7(13) . . ? C15 C16 N9 122.1(13) . . ? N7 C17 C18 110.0(8) . . ? O1 C18 N10 124.6(11) . . ? O1 C18 C17 122.1(10) . . ? N10 C18 C17 113.2(10) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 3.687 _refine_diff_density_min -3.459 _refine_diff_density_rms 0.185 # END data_3 _database_code_depnum_ccdc_archive 'CCDC 618875' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 B2 F8 Hg N10 O2' _chemical_formula_weight 780.63 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' B B 0.0013 0.0007 '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' N N 0.0061 0.0033 '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' _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 8.6505(4) _cell_length_b 12.0994(5) _cell_length_c 12.9051(6) _cell_angle_alpha 81.2060(10) _cell_angle_beta 77.8000(10) _cell_angle_gamma 87.3400(10) _cell_volume 1304.56(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(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 0.10 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.992 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 5.995 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17846 _diffrn_reflns_av_R_equivalents 0.0197 _diffrn_reflns_av_sigmaI/netI 0.0198 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 28.34 _reflns_number_total 6485 _reflns_number_gt 6043 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0614P)^2^+0.2398P] 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 6485 _refine_ls_number_parameters 370 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0291 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0816 _refine_ls_wR_factor_gt 0.0803 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.003 _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 0.306830(13) 0.309657(9) 0.289456(8) 0.04588(6) Uani 1 1 d . . . O1 O 0.2479(3) 0.5205(3) 0.3911(2) 0.0651(7) Uani 1 1 d . . . O2 O 0.2679(4) 0.2985(3) 0.6144(3) 0.0781(9) Uani 1 1 d . . . N1 N 0.3223(4) 0.0757(2) 0.4078(2) 0.0487(6) Uani 1 1 d . . . N2 N 0.1422(3) 0.1684(3) 0.5019(2) 0.0519(6) Uani 1 1 d . . . N3 N 0.4763(4) 0.1274(3) 0.2389(3) 0.0618(8) Uani 1 1 d . . . N4 N 0.5112(5) -0.0509(3) 0.3376(3) 0.0634(8) Uani 1 1 d . . . N5 N 0.0574(5) 0.4132(3) 0.6369(4) 0.0713(10) Uani 1 1 d . . . H5A H 0.0995 0.4538 0.6725 0.086 Uiso 1 1 calc R . . H5B H -0.0357 0.4294 0.6251 0.086 Uiso 1 1 calc R . . N6 N 0.2853(4) 0.4638(2) 0.0859(2) 0.0495(6) Uani 1 1 d . . . N7 N 0.4058(4) 0.5505(3) 0.1776(3) 0.0522(7) Uani 1 1 d . . . N8 N 0.1946(5) 0.2827(3) 0.1173(3) 0.0690(9) Uani 1 1 d . . . N9 N 0.1729(6) 0.4013(4) -0.0426(3) 0.0760(11) Uani 1 1 d . . . N10 N 0.4163(5) 0.6300(5) 0.4354(4) 0.0825(13) Uani 1 1 d . . . H10A H 0.3599 0.6304 0.4988 0.099 Uiso 1 1 calc R . . H10B H 0.5033 0.6663 0.4159 0.099 Uiso 1 1 calc R . . C1 C 0.2516(4) 0.1776(3) 0.4109(3) 0.0461(7) Uani 1 1 d . . . C2 C 0.2546(6) 0.0023(4) 0.4975(3) 0.0589(10) Uani 1 1 d . . . H2A H 0.2813 -0.0728 0.5137 0.071 Uiso 1 1 calc R . . C3 C 0.1434(5) 0.0603(4) 0.5561(3) 0.0617(9) Uani 1 1 d . . . H3A H 0.0785 0.0331 0.6214 0.074 Uiso 1 1 calc R . . C4 C 0.4440(4) 0.0494(3) 0.3221(3) 0.0516(7) Uani 1 1 d . . . C5 C 0.5906(7) 0.1024(5) 0.1589(5) 0.0812(15) Uani 1 1 d . . . H5C H 0.6186 0.1549 0.0978 0.097 Uiso 1 1 calc R . . C6 C 0.6680(8) 0.0011(5) 0.1646(5) 0.0857(15) Uani 1 1 d . . . H6A H 0.7464 -0.0165 0.1079 0.103 Uiso 1 1 calc R . . C7 C 0.6259(6) -0.0732(4) 0.2566(4) 0.0754(12) Uani 1 1 d . . . H7A H 0.6793 -0.1416 0.2627 0.090 Uiso 1 1 calc R . . C8 C 0.0466(4) 0.2616(4) 0.5413(3) 0.0570(8) Uani 1 1 d . . . H8A H -0.0503 0.2333 0.5889 0.068 Uiso 1 1 calc R . . H8B H 0.0181 0.3110 0.4814 0.068 Uiso 1 1 calc R . . C9 C 0.1353(4) 0.3268(3) 0.6008(3) 0.0552(8) Uani 1 1 d . . . C10 C 0.3439(4) 0.4518(3) 0.1761(3) 0.0472(7) Uani 1 1 d . . . C11 C 0.3111(5) 0.5716(3) 0.0310(3) 0.0601(9) Uani 1 1 d . . . H11A H 0.2827 0.6005 -0.0335 0.072 Uiso 1 1 calc R . . C12 C 0.3847(6) 0.6254(4) 0.0892(4) 0.0626(10) Uani 1 1 d . . . H12A H 0.4161 0.6996 0.0732 0.075 Uiso 1 1 calc R . . C13 C 0.2115(5) 0.3769(3) 0.0518(3) 0.0536(8) Uani 1 1 d . . . C14 C 0.1232(9) 0.2015(5) 0.0859(5) 0.0924(17) Uani 1 1 d . . . H14A H 0.1073 0.1327 0.1296 0.111 Uiso 1 1 calc R . . C15 C 0.0733(8) 0.2180(6) -0.0089(5) 0.0853(16) Uani 1 1 d . . . H15A H 0.0224 0.1620 -0.0302 0.102 Uiso 1 1 calc R . . C16 C 0.1006(7) 0.3186(6) -0.0707(4) 0.0832(15) Uani 1 1 d . . . H16A H 0.0678 0.3308 -0.1357 0.100 Uiso 1 1 calc R . . C17 C 0.4825(5) 0.5770(4) 0.2611(3) 0.0596(9) Uani 1 1 d . . . H17A H 0.5276 0.6510 0.2394 0.072 Uiso 1 1 calc R . . H17B H 0.5684 0.5239 0.2684 0.072 Uiso 1 1 calc R . . C18 C 0.3700(4) 0.5740(3) 0.3688(3) 0.0526(7) Uani 1 1 d . . . B1 B 0.7949(9) 0.3056(5) 0.2890(4) 0.085(2) Uani 1 1 d . . . B3 B 0.8114(7) 0.1167(5) -0.1886(5) 0.0697(12) Uani 1 1 d . . . F8 F 0.8212(5) 0.0366(3) -0.2527(3) 0.1034(11) Uani 1 1 d . . . F4 F 0.7804(8) 0.3124(4) 0.1884(3) 0.1417(19) Uani 1 1 d . . . F7 F 0.9545(9) 0.1619(7) -0.2078(4) 0.207(4) Uani 1 1 d . . . F3 F 0.8463(9) 0.2091(6) 0.3253(6) 0.190(3) Uani 1 1 d . . . F6 F 0.7534(13) 0.0910(6) -0.0927(4) 0.252(5) Uani 1 1 d . . . F5 F 0.7445(10) 0.2055(5) -0.2408(6) 0.195(3) Uani 1 1 d . . . F2 F 0.9059(16) 0.3745(6) 0.2999(9) 0.271(6) Uani 1 1 d . . . F1 F 0.6564(11) 0.3328(13) 0.3459(6) 0.337(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 Hg1 0.05537(9) 0.04409(8) 0.03571(8) 0.00375(5) -0.01046(5) -0.00228(5) O1 0.0547(14) 0.0797(19) 0.0574(16) -0.0075(14) -0.0024(12) -0.0148(13) O2 0.0662(17) 0.0671(18) 0.112(3) -0.0100(17) -0.0449(18) 0.0001(14) N1 0.0593(16) 0.0465(14) 0.0409(14) 0.0068(11) -0.0194(12) -0.0102(12) N2 0.0538(15) 0.0580(16) 0.0417(14) 0.0048(12) -0.0117(12) -0.0094(12) N3 0.073(2) 0.0500(16) 0.0538(18) 0.0013(14) -0.0007(15) 0.0032(14) N4 0.080(2) 0.0497(16) 0.063(2) -0.0012(15) -0.0295(17) 0.0098(15) N5 0.064(2) 0.062(2) 0.086(3) -0.0052(19) -0.0132(18) -0.0065(16) N6 0.0603(16) 0.0486(15) 0.0369(13) 0.0017(11) -0.0114(12) 0.0056(12) N7 0.0569(16) 0.0517(16) 0.0429(15) 0.0008(12) -0.0024(12) -0.0097(13) N8 0.100(3) 0.0553(18) 0.060(2) -0.0042(15) -0.0361(19) -0.0038(17) N9 0.097(3) 0.088(3) 0.0467(19) 0.0005(18) -0.0305(19) -0.003(2) N10 0.073(2) 0.119(4) 0.059(2) -0.020(2) -0.0128(18) -0.026(2) C1 0.0481(16) 0.0499(17) 0.0408(16) 0.0023(13) -0.0152(13) -0.0065(13) C2 0.077(2) 0.053(2) 0.047(2) 0.0094(16) -0.0204(18) -0.0169(18) C3 0.069(2) 0.066(2) 0.0459(18) 0.0145(16) -0.0135(16) -0.0234(18) C4 0.0619(19) 0.0460(17) 0.0520(18) -0.0039(14) -0.0252(15) -0.0016(14) C5 0.099(4) 0.064(3) 0.066(3) -0.001(2) 0.010(3) 0.006(2) C6 0.095(4) 0.078(3) 0.076(3) -0.015(3) 0.000(3) 0.019(3) C7 0.089(3) 0.061(2) 0.080(3) -0.011(2) -0.027(3) 0.020(2) C8 0.0458(16) 0.078(2) 0.0449(18) -0.0003(17) -0.0097(13) -0.0032(16) C9 0.0528(18) 0.0551(19) 0.054(2) 0.0056(15) -0.0106(15) -0.0072(15) C10 0.0546(17) 0.0485(17) 0.0343(15) 0.0015(13) -0.0054(13) 0.0008(13) C11 0.072(2) 0.056(2) 0.0447(18) 0.0106(15) -0.0096(16) 0.0025(17) C12 0.076(2) 0.050(2) 0.052(2) 0.0079(16) -0.0009(18) -0.0010(17) C13 0.0621(19) 0.059(2) 0.0391(16) -0.0065(14) -0.0119(14) 0.0070(15) C14 0.140(5) 0.071(3) 0.079(3) -0.014(3) -0.045(3) -0.012(3) C15 0.100(4) 0.092(4) 0.078(4) -0.037(3) -0.035(3) -0.002(3) C16 0.099(4) 0.107(4) 0.051(2) -0.018(3) -0.026(2) -0.006(3) C17 0.0530(18) 0.068(2) 0.056(2) -0.0097(18) -0.0040(15) -0.0149(16) C18 0.0504(17) 0.0563(19) 0.0490(18) -0.0018(15) -0.0096(14) -0.0024(14) B1 0.129(6) 0.079(4) 0.058(4) -0.019(3) -0.042(4) 0.031(4) B3 0.085(3) 0.066(3) 0.063(3) -0.015(2) -0.019(2) -0.010(2) F8 0.114(3) 0.108(3) 0.098(2) -0.043(2) -0.020(2) -0.018(2) F4 0.241(6) 0.129(4) 0.064(2) 0.006(2) -0.064(3) -0.025(4) F7 0.237(7) 0.307(9) 0.091(3) -0.027(4) -0.028(4) -0.179(7) F3 0.220(7) 0.148(5) 0.167(6) 0.070(4) -0.039(5) 0.029(5) F6 0.450(13) 0.190(6) 0.076(3) -0.032(3) 0.080(5) -0.168(7) F5 0.259(7) 0.139(5) 0.175(6) -0.016(4) -0.045(6) 0.084(5) F2 0.449(16) 0.153(6) 0.295(11) -0.084(7) -0.222(12) -0.035(8) F1 0.249(9) 0.66(2) 0.145(6) -0.213(10) -0.092(6) 0.274(13) _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 2.055(4) . ? Hg1 C10 2.070(4) . ? Hg1 N8 2.674(3) . ? Hg1 N3 2.678(3) . ? O1 C18 1.223(4) . ? O2 C9 1.222(5) . ? N1 C1 1.353(5) . ? N1 C2 1.385(5) . ? N1 C4 1.421(5) . ? N2 C1 1.337(5) . ? N2 C3 1.387(5) . ? N2 C8 1.458(5) . ? N3 C4 1.307(5) . ? N3 C5 1.331(6) . ? N4 C4 1.326(5) . ? N4 C7 1.332(7) . ? N5 C9 1.310(6) . ? N5 H5A 0.8600 . ? N5 H5B 0.8600 . ? N6 C10 1.350(5) . ? N6 C11 1.389(5) . ? N6 C13 1.425(5) . ? N7 C10 1.336(5) . ? N7 C12 1.384(5) . ? N7 C17 1.460(5) . ? N8 C13 1.306(5) . ? N8 C14 1.338(6) . ? N9 C13 1.317(5) . ? N9 C16 1.339(7) . ? N10 C18 1.307(6) . ? N10 H10A 0.8600 . ? N10 H10B 0.8600 . ? C2 C3 1.335(7) . ? C2 H2A 0.9300 . ? C3 H3A 0.9300 . ? C5 C6 1.367(8) . ? C5 H5C 0.9300 . ? C6 C7 1.368(8) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C9 1.513(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C11 C12 1.335(7) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C14 C15 1.366(8) . ? C14 H14A 0.9300 . ? C15 C16 1.350(9) . ? C15 H15A 0.9300 . ? C16 H16A 0.9300 . ? C17 C18 1.515(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? B1 F3 1.285(8) . ? B1 F4 1.321(6) . ? B1 F1 1.322(10) . ? B1 F2 1.342(11) . ? B3 F6 1.231(7) . ? B3 F7 1.336(8) . ? B3 F5 1.352(8) . ? B3 F8 1.356(6) . ? 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 C10 174.08(13) . . ? C1 Hg1 N8 111.90(13) . . ? C10 Hg1 N8 69.54(13) . . ? C1 Hg1 N3 69.55(13) . . ? C10 Hg1 N3 116.33(12) . . ? N8 Hg1 N3 81.56(12) . . ? C1 N1 C2 110.0(3) . . ? C1 N1 C4 123.8(3) . . ? C2 N1 C4 126.1(3) . . ? C1 N2 C3 109.9(3) . . ? C1 N2 C8 124.2(3) . . ? C3 N2 C8 125.7(3) . . ? C4 N3 C5 115.6(4) . . ? C4 N3 Hg1 107.3(3) . . ? C5 N3 Hg1 136.7(3) . . ? C4 N4 C7 114.4(4) . . ? C9 N5 H5A 120.0 . . ? C9 N5 H5B 120.0 . . ? H5A N5 H5B 120.0 . . ? C10 N6 C11 110.1(3) . . ? C10 N6 C13 124.3(3) . . ? C11 N6 C13 125.5(3) . . ? C10 N7 C12 110.2(3) . . ? C10 N7 C17 125.3(3) . . ? C12 N7 C17 124.4(4) . . ? C13 N8 C14 115.5(4) . . ? C13 N8 Hg1 107.8(2) . . ? C14 N8 Hg1 136.6(3) . . ? C13 N9 C16 114.1(5) . . ? C18 N10 H10A 120.0 . . ? C18 N10 H10B 120.0 . . ? H10A N10 H10B 120.0 . . ? N2 C1 N1 105.9(3) . . ? N2 C1 Hg1 130.9(3) . . ? N1 C1 Hg1 123.1(3) . . ? C3 C2 N1 106.6(4) . . ? C3 C2 H2A 126.7 . . ? N1 C2 H2A 126.7 . . ? C2 C3 N2 107.5(3) . . ? C2 C3 H3A 126.2 . . ? N2 C3 H3A 126.2 . . ? N3 C4 N4 128.6(4) . . ? N3 C4 N1 115.9(3) . . ? N4 C4 N1 115.5(3) . . ? N3 C5 C6 121.5(5) . . ? N3 C5 H5C 119.2 . . ? C6 C5 H5C 119.2 . . ? C5 C6 C7 117.6(5) . . ? C5 C6 H6A 121.2 . . ? C7 C6 H6A 121.2 . . ? N4 C7 C6 122.3(4) . . ? N4 C7 H7A 118.9 . . ? C6 C7 H7A 118.9 . . ? N2 C8 C9 111.2(3) . . ? N2 C8 H8A 109.4 . . ? C9 C8 H8A 109.4 . . ? N2 C8 H8B 109.4 . . ? C9 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? O2 C9 N5 123.8(4) . . ? O2 C9 C8 121.7(4) . . ? N5 C9 C8 114.5(4) . . ? N7 C10 N6 105.8(3) . . ? N7 C10 Hg1 131.4(3) . . ? N6 C10 Hg1 122.3(3) . . ? C12 C11 N6 106.4(3) . . ? C12 C11 H11A 126.8 . . ? N6 C11 H11A 126.8 . . ? C11 C12 N7 107.4(4) . . ? C11 C12 H12A 126.3 . . ? N7 C12 H12A 126.3 . . ? N8 C13 N9 128.6(4) . . ? N8 C13 N6 115.5(3) . . ? N9 C13 N6 115.8(4) . . ? N8 C14 C15 121.2(6) . . ? N8 C14 H14A 119.4 . . ? C15 C14 H14A 119.4 . . ? C16 C15 C14 117.6(5) . . ? C16 C15 H15A 121.2 . . ? C14 C15 H15A 121.2 . . ? N9 C16 C15 122.9(5) . . ? N9 C16 H16A 118.6 . . ? C15 C16 H16A 118.6 . . ? N7 C17 C18 112.9(3) . . ? N7 C17 H17A 109.0 . . ? C18 C17 H17A 109.0 . . ? N7 C17 H17B 109.0 . . ? C18 C17 H17B 109.0 . . ? H17A C17 H17B 107.8 . . ? O1 C18 N10 123.5(4) . . ? O1 C18 C17 121.7(4) . . ? N10 C18 C17 114.8(4) . . ? F3 B1 F4 112.5(6) . . ? F3 B1 F1 112.8(10) . . ? F4 B1 F1 107.7(6) . . ? F3 B1 F2 102.5(7) . . ? F4 B1 F2 112.0(8) . . ? F1 B1 F2 109.4(10) . . ? F6 B3 F7 113.8(6) . . ? F6 B3 F5 116.3(8) . . ? F7 B3 F5 95.1(7) . . ? F6 B3 F8 117.8(6) . . ? F7 B3 F8 106.9(6) . . ? F5 B3 F8 104.2(5) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.34 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.402 _refine_diff_density_min -0.797 _refine_diff_density_rms 0.096 # END data_4 _database_code_depnum_ccdc_archive 'CCDC 618876' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H34 Ag F6 N10 O4 P S2' _chemical_formula_weight 819.55 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' N N 0.0061 0.0033 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 '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)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.305(2) _cell_length_b 11.4053(13) _cell_length_c 7.8859(9) _cell_angle_alpha 90.00 _cell_angle_beta 91.556(2) _cell_angle_gamma 90.00 _cell_volume 1645.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4680 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 23.77 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.654 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 0.868 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21160 _diffrn_reflns_av_R_equivalents 0.0619 _diffrn_reflns_av_sigmaI/netI 0.0459 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.11 _diffrn_reflns_theta_max 28.32 _reflns_number_total 4079 _reflns_number_gt 2516 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.1000P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4079 _refine_ls_number_parameters 211 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0893 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1675 _refine_ls_wR_factor_gt 0.1364 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _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 Ag1 Ag 0.5000 0.0000 0.0000 0.04136(17) Uani 1 2 d S . . C1 C 0.45434(19) 0.1673(3) 0.0171(5) 0.0378(8) Uani 1 1 d . . . C2 C 0.4435(2) 0.3651(3) 0.0497(5) 0.0444(9) Uani 1 1 d . . . H2A H 0.4547 0.4440 0.0790 0.053 Uiso 1 1 calc R . . C3 C 0.3828(2) 0.3266(3) -0.0228(5) 0.0455(9) Uani 1 1 d . . . H3A H 0.3417 0.3728 -0.0559 0.055 Uiso 1 1 calc R . . C4 C 0.5590(2) 0.2721(3) 0.1506(5) 0.0383(8) Uani 1 1 d . . . C5 C 0.6537(2) 0.3843(4) 0.2386(6) 0.0593(11) Uani 1 1 d . . . H5A H 0.6761 0.4590 0.2508 0.071 Uiso 1 1 calc R . . C6 C 0.6902(2) 0.2877(4) 0.2966(6) 0.0616(12) Uani 1 1 d . . . H6A H 0.7375 0.2932 0.3486 0.074 Uiso 1 1 calc R . . C7 C 0.6554(2) 0.1827(4) 0.2761(6) 0.0596(12) Uani 1 1 d . . . H7A H 0.6793 0.1134 0.3148 0.071 Uiso 1 1 calc R . . C8 C 0.3325(2) 0.1313(4) -0.1134(5) 0.0456(9) Uani 1 1 d . . . H8A H 0.3531 0.0529 -0.1372 0.055 Uiso 1 1 calc R . . H8B H 0.3146 0.1651 -0.2224 0.055 Uiso 1 1 calc R . . C9 C 0.2691(2) 0.1179(4) 0.0033(5) 0.0474(10) Uani 1 1 d . . . C10 C 0.1215(4) 0.1266(6) 0.4606(10) 0.099(2) Uani 1 1 d . . . H10A H 0.1516 0.1941 0.4302 0.148 Uiso 1 1 calc R . . H10B H 0.1072 0.1339 0.5790 0.148 Uiso 1 1 calc R . . H10C H 0.0777 0.1240 0.3866 0.148 Uiso 1 1 calc R . . C11 C 0.1048(4) -0.1037(7) 0.4970(10) 0.105(2) Uani 1 1 d . . . H11A H 0.1245 -0.1834 0.4900 0.157 Uiso 1 1 calc R . . H11B H 0.0617 -0.0966 0.4211 0.157 Uiso 1 1 calc R . . H11C H 0.0909 -0.0875 0.6138 0.157 Uiso 1 1 calc R . . N1 N 0.48858(15) 0.2672(2) 0.0755(4) 0.0370(6) Uani 1 1 d . . . N2 N 0.38955(16) 0.2054(3) -0.0425(4) 0.0403(7) Uani 1 1 d . . . N3 N 0.58896(18) 0.1736(3) 0.2038(5) 0.0519(9) Uani 1 1 d . . . H3B H 0.5665 0.1057 0.1924 0.062 Uiso 1 1 calc R . . N4 N 0.58767(19) 0.3771(3) 0.1653(4) 0.0509(8) Uani 1 1 d . . . H4A H 0.5642 0.4399 0.1283 0.061 Uiso 1 1 calc R . . N5 N 0.2135(2) 0.0583(4) -0.0648(5) 0.0726(12) Uani 1 1 d . . . H5B H 0.1746 0.0440 -0.0047 0.087 Uiso 1 1 calc R . . H5C H 0.2154 0.0329 -0.1699 0.087 Uiso 1 1 calc R . . O1 O 0.27090(17) 0.1560(3) 0.1477(4) 0.0600(8) Uani 1 1 d . . . O2 O 0.2290(2) -0.0013(3) 0.5757(6) 0.0813(13) Uani 1 1 d . . . S1 S 0.17180(7) -0.00247(11) 0.43590(17) 0.0645(4) Uani 1 1 d . . . P1 P 0.0000 1.0000 0.0000 0.1041(12) Uani 1 2 d S . . F1 F 0.0233(10) 1.1076(12) 0.0936(16) 0.360(8) Uani 1 1 d . . . F2 F -0.0316(4) 0.9488(12) 0.1578(8) 0.247(4) Uani 1 1 d . . . F3 F 0.0748(3) 0.9511(12) 0.0561(13) 0.262(5) 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 Ag1 0.0417(3) 0.0292(2) 0.0529(3) -0.00001(18) -0.00293(17) 0.00272(16) C1 0.0394(19) 0.0344(18) 0.039(2) -0.0013(15) 0.0008(15) 0.0011(15) C2 0.050(2) 0.0291(19) 0.054(2) 0.0042(16) 0.0020(18) 0.0050(16) C3 0.044(2) 0.036(2) 0.056(2) 0.0082(18) 0.0043(18) 0.0100(16) C4 0.044(2) 0.0329(18) 0.0383(19) 0.0013(15) 0.0020(15) 0.0014(15) C5 0.062(3) 0.052(3) 0.063(3) -0.002(2) -0.009(2) -0.016(2) C6 0.047(2) 0.073(3) 0.064(3) -0.010(2) -0.015(2) -0.006(2) C7 0.053(3) 0.058(3) 0.067(3) -0.003(2) -0.019(2) 0.005(2) C8 0.041(2) 0.049(2) 0.046(2) -0.0035(18) -0.0087(17) -0.0014(17) C9 0.042(2) 0.046(2) 0.054(3) 0.0062(19) -0.0081(18) -0.0011(17) C10 0.080(4) 0.097(5) 0.118(5) -0.006(4) -0.028(4) 0.020(3) C11 0.103(5) 0.104(5) 0.107(5) 0.010(4) -0.007(4) -0.037(4) N1 0.0394(16) 0.0280(15) 0.0438(17) 0.0021(14) 0.0012(12) 0.0006(12) N2 0.0388(16) 0.0377(17) 0.0442(18) 0.0039(14) -0.0009(13) 0.0021(13) N3 0.051(2) 0.0378(18) 0.066(2) -0.0017(16) -0.0174(17) -0.0023(15) N4 0.056(2) 0.0328(17) 0.063(2) 0.0019(16) -0.0058(17) -0.0014(15) N5 0.048(2) 0.100(3) 0.070(3) -0.012(3) -0.0027(19) -0.022(2) O1 0.0602(19) 0.071(2) 0.0487(18) -0.0052(16) 0.0041(14) -0.0119(15) O2 0.054(2) 0.109(4) 0.079(3) -0.0065(19) -0.0236(19) 0.0103(16) S1 0.0462(6) 0.0888(10) 0.0580(7) -0.0022(6) -0.0084(5) -0.0024(6) P1 0.0560(12) 0.203(4) 0.0527(11) -0.0034(15) -0.0037(9) -0.0470(15) F1 0.52(2) 0.312(14) 0.237(11) -0.079(10) -0.138(13) -0.113(15) F2 0.155(6) 0.472(13) 0.115(5) 0.082(7) 0.033(4) -0.052(7) F3 0.085(4) 0.419(13) 0.281(10) 0.134(11) 0.005(5) -0.032(6) _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 Ag1 C1 2.089(4) 3_655 ? Ag1 C1 2.089(4) . ? C1 N2 1.336(4) . ? C1 N1 1.374(4) . ? C2 C3 1.311(5) . ? C2 N1 1.400(4) . ? C3 N2 1.397(5) . ? C4 N4 1.312(5) . ? C4 N3 1.313(5) . ? C4 N1 1.405(5) . ? C5 N4 1.328(5) . ? C5 C6 1.361(7) . ? C6 C7 1.365(6) . ? C7 N3 1.333(5) . ? C8 N2 1.444(5) . ? C8 C9 1.508(6) . ? C9 O1 1.219(5) . ? C9 N5 1.326(5) . ? C10 S1 1.750(6) . ? C11 S1 1.761(6) . ? O2 S1 1.500(4) . ? P1 F1 1.489(10) 3_575 ? P1 F1 1.489(10) . ? P1 F2 1.504(6) 3_575 ? P1 F2 1.504(6) . ? P1 F3 1.532(8) . ? P1 F3 1.532(8) 3_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 Ag1 C1 180.00(18) 3_655 . ? N2 C1 N1 103.9(3) . . ? N2 C1 Ag1 128.9(3) . . ? N1 C1 Ag1 126.8(2) . . ? C3 C2 N1 106.6(3) . . ? C2 C3 N2 107.6(3) . . ? N4 C4 N3 126.2(4) . . ? N4 C4 N1 115.7(3) . . ? N3 C4 N1 118.1(3) . . ? N4 C5 C6 122.0(4) . . ? C5 C6 C7 116.5(4) . . ? N3 C7 C6 122.5(4) . . ? N2 C8 C9 112.5(3) . . ? O1 C9 N5 124.2(4) . . ? O1 C9 C8 122.2(4) . . ? N5 C9 C8 113.6(4) . . ? C1 N1 C2 110.5(3) . . ? C1 N1 C4 125.4(3) . . ? C2 N1 C4 124.1(3) . . ? C1 N2 C3 111.3(3) . . ? C1 N2 C8 124.8(3) . . ? C3 N2 C8 123.9(3) . . ? C4 N3 C7 116.0(4) . . ? C4 N4 C5 116.8(4) . . ? O2 S1 C10 105.6(3) . . ? O2 S1 C11 106.4(3) . . ? C10 S1 C11 98.6(4) . . ? F1 P1 F1 180.000(2) 3_575 . ? F1 P1 F2 91.2(6) 3_575 3_575 ? F1 P1 F2 88.8(6) . 3_575 ? F1 P1 F2 88.8(6) 3_575 . ? F1 P1 F2 91.2(6) . . ? F2 P1 F2 180.000(2) 3_575 . ? F1 P1 F3 94.9(7) 3_575 . ? F1 P1 F3 85.1(7) . . ? F2 P1 F3 91.1(5) 3_575 . ? F2 P1 F3 88.9(5) . . ? F1 P1 F3 85.1(7) 3_575 3_575 ? F1 P1 F3 94.9(7) . 3_575 ? F2 P1 F3 88.9(5) 3_575 3_575 ? F2 P1 F3 91.1(5) . 3_575 ? F3 P1 F3 180.0(2) . 3_575 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.185 _refine_diff_density_min -0.601 _refine_diff_density_rms 0.138 # END