# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2245 data_d:\frames\wolfi5\work\wolfi5 # 1. SUBMISSION DETAILS _publ_contact_author ; Heinrich N\"oth Institut f\"ur anorganische Chemie Universit\"at M\"unchen Butenandtstr. 5-13 (Haus D) 81377 M\"unchen Bundesrepublik Deutschland ; _publ_contact_author_phone '089 2180 7454' _publ_contact_author_fax '089 2180 7865' _publ_contact_author_email H.Noeth@lrz.uni-muenchen.de _publ_requested_journal ? # 3. TITLE AND AUTHOR LIST _publ_section_title ; ? ; loop_ _publ_author_name _publ_author_address 'Heinrich N\"oth' ; Institut f\"ur anorganische Chemie Universit\"at M\"unchen Butenandtstr. 5-13 (Haus D) 81377 M\"unchen Bundesrepublik Deutschland ; 'T. M. Klap\"otke' ; Institut f\"ur anorganische Chemie Universit\"at M\"unchen Butenandtstr. 5-13 (Haus D) 81377 M\"unchen Bundesrepublik Deutschland ; 'W. Fraenk' ; Institut f\"ur anorganische Chemie Universit\"at M\"unchen Butenandtstr. 5-13 (Haus D) 81377 M\"unchen Bundesrepublik Deutschland ; 'M. Suter' ; ? ; _publ_manuscript_creation 'RTF-File by CIFRTF (H.Schwenk 1996)' _audit_creation_method 'SHELXL-CIF-file updated by CIFRTF' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 B3 F15 N18' _chemical_formula_weight 785.79 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' 'B' 'B' 0.0013 0.0007 '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' 'F' 'F' 0.0171 0.0103 '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 14.9184(13) _cell_length_b 13.0142(11) _cell_length_c 28.840(2) _cell_angle_alpha 90 _cell_angle_beta 97.463(1) _cell_angle_gamma 90 _cell_volume 5552.0(8) _cell_formula_units_Z 8 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 20.00 _cell_measurement_theta_max 1.00 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.880 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3072 _exptl_absorpt_coefficient_mu 0.195 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.7743 _exptl_absorpt_correction_T_max 0.9691 _exptl_absorpt_process_details ? _exptl_special_details ; Diffractometer operator M. Suter scanspeed_seconds/frame 10 1200 frames measured in phi (0-360) with chi=0 and om=2th=25 65 frames measured in om (15-35) with chi=280, 2th=29 and phi=0 Crystal mounted in perfluorpolyetheroil ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART Area-detector' _diffrn_measurement_method Hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 15689 _diffrn_reflns_av_R_equivalents 0.0263 _diffrn_reflns_av_sigmaI/netI 0.0262 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 29.00 _reflns_number_total 5471 _reflns_number_gt 4072 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (V4.C50)' _computing_cell_refinement 'SMART (V4.C50)' _computing_data_reduction 'SAINT (V4.D50)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (SHELXTL-Ver.5)' _computing_publication_material 'SHELXL (Sheldrick 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0536P)^2^+3.1621P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct methods' _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geometrically _refine_ls_hydrogen_treatment 'mixed ' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5471 _refine_ls_number_parameters 487 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0596 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.1051 _refine_ls_wR_factor_gt 0.0958 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 F11 F 0.23116(8) 0.17693(9) 0.21168(4) 0.0439(3) Uani 1 1 d . . . F12 F 0.12684(8) 0.01249(9) 0.20219(4) 0.0462(3) Uani 1 1 d . . . F10 F 0.44079(7) 0.49704(9) 0.19927(5) 0.0462(3) Uani 1 1 d . . . F15 F 0.24796(10) 0.17283(10) 0.04874(4) 0.0528(4) Uani 1 1 d . . . F14 F 0.12955(11) 0.01898(10) 0.03917(5) 0.0601(4) Uani 1 1 d . . . F9 F 0.50803(8) 0.68605(10) 0.20188(5) 0.0504(3) Uani 1 1 d . . . F7 F 0.21558(9) 0.82357(10) 0.16846(5) 0.0549(4) Uani 1 1 d . . . F6 F 0.14565(7) 0.63379(9) 0.16500(4) 0.0427(3) Uani 1 1 d . . . F1 F 0.09371(8) 0.58625(10) 0.06565(5) 0.0508(3) Uani 1 1 d . . . N4 N 0.18438(10) 0.42870(12) 0.12919(6) 0.0332(4) Uani 1 1 d . . . N13 N 0.30982(11) 0.35029(12) 0.17962(6) 0.0331(4) Uani 1 1 d . . . F13 F 0.06761(9) -0.06467(9) 0.11596(5) 0.0527(4) Uani 1 1 d . . . F5 F 0.40870(8) 0.53190(10) 0.07295(5) 0.0531(3) Uani 1 1 d . . . N8 N 0.36015(12) 0.33779(13) 0.06298(7) 0.0400(4) Uani 1 1 d . . . N14 N 0.35528(12) 0.32630(13) 0.21833(6) 0.0363(4) Uani 1 1 d . . . N5 N 0.10739(11) 0.38638(13) 0.12833(6) 0.0352(4) Uani 1 1 d . . . F8 F 0.39705(10) 0.85150(9) 0.18820(5) 0.0567(4) Uani 1 1 d . . . F4 F 0.43112(11) 0.73069(12) 0.05822(5) 0.0708(5) Uani 1 1 d . . . F2 F 0.11811(12) 0.78597(11) 0.05139(5) 0.0720(5) Uani 1 1 d . . . C15 C 0.15272(13) 0.05567(15) 0.16368(7) 0.0359(5) Uani 1 1 d . . . N7 N 0.30992(11) 0.35607(13) 0.09441(6) 0.0350(4) Uani 1 1 d . . . C16 C 0.12410(13) 0.01514(15) 0.12033(8) 0.0386(5) Uani 1 1 d . . . N10 N 0.18276(11) 0.42032(13) 0.21761(6) 0.0378(4) Uani 1 1 d . . . C13 C 0.24434(13) 0.18591(14) 0.13030(7) 0.0315(4) Uani 1 1 d . . . N16 N 0.41673(11) 0.23654(13) 0.14268(7) 0.0405(4) Uani 1 1 d . . . N15 N 0.39562(13) 0.30469(15) 0.25212(7) 0.0472(5) Uani 1 1 d . . . C8 C 0.23637(13) 0.64361(15) 0.17501(7) 0.0326(4) Uani 1 1 d . . . N11 N 0.14833(12) 0.49003(14) 0.23832(6) 0.0414(4) Uani 1 1 d . . . C7 C 0.28911(13) 0.55548(15) 0.18226(6) 0.0309(4) Uani 1 1 d . . . F3 F 0.28747(14) 0.86181(11) 0.04956(6) 0.0780(5) Uani 1 1 d . . . N2 N 0.12727(12) 0.42179(15) 0.00831(7) 0.0456(5) Uani 1 1 d . . . N1 N 0.16006(12) 0.37744(14) 0.04417(6) 0.0420(4) Uani 1 1 d . . . N17 N 0.43319(12) 0.14385(14) 0.14210(6) 0.0397(4) Uani 1 1 d . . . C14 C 0.20910(13) 0.14002(15) 0.16780(7) 0.0330(4) Uani 1 1 d . . . C10 C 0.36249(15) 0.75645(16) 0.18627(7) 0.0397(5) Uani 1 1 d . . . C9 C 0.27053(15) 0.74186(16) 0.17682(7) 0.0377(5) Uani 1 1 d . . . C17 C 0.15572(15) 0.05807(16) 0.08179(8) 0.0421(5) Uani 1 1 d . . . C11 C 0.41777(14) 0.67258(16) 0.19335(7) 0.0368(5) Uani 1 1 d . . . C2 C 0.17849(15) 0.61907(17) 0.06341(7) 0.0396(5) Uani 1 1 d . . . C6 C 0.33383(14) 0.59143(16) 0.06738(7) 0.0388(5) Uani 1 1 d . . . B2 B 0.24094(14) 0.44343(17) 0.18015(8) 0.0319(5) Uani 1 1 d . . . C12 C 0.38141(13) 0.57484(15) 0.19147(7) 0.0333(4) Uani 1 1 d . . . C1 C 0.24960(13) 0.54866(16) 0.06948(7) 0.0348(5) Uani 1 1 d . . . N12 N 0.11415(16) 0.54764(17) 0.25919(8) 0.0639(6) Uani 1 1 d . . . C18 C 0.21544(15) 0.13926(16) 0.08763(7) 0.0383(5) Uani 1 1 d . . . N18 N 0.45573(14) 0.06111(17) 0.14240(8) 0.0567(5) Uani 1 1 d . . . N6 N 0.03959(13) 0.35090(16) 0.12714(7) 0.0519(5) Uani 1 1 d . . . C5 C 0.34755(17) 0.69526(18) 0.06041(8) 0.0482(6) Uani 1 1 d . . . C4 C 0.27506(19) 0.76113(18) 0.05567(8) 0.0527(6) Uani 1 1 d . . . C3 C 0.18966(18) 0.72269(17) 0.05700(8) 0.0483(6) Uani 1 1 d . . . B3 B 0.32071(15) 0.27502(17) 0.13677(8) 0.0337(5) Uani 1 1 d . . . N9 N 0.40541(14) 0.32078(16) 0.03628(8) 0.0541(5) Uani 1 1 d . . . B1 B 0.22518(15) 0.43054(18) 0.08049(8) 0.0336(5) Uani 1 1 d . . . N3 N 0.09425(15) 0.4553(2) -0.02579(8) 0.0665(6) 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 F11 0.0579(7) 0.0445(7) 0.0296(7) -0.0017(5) 0.0070(5) -0.0113(6) F12 0.0500(7) 0.0421(7) 0.0485(8) 0.0059(6) 0.0140(6) -0.0061(6) F10 0.0338(6) 0.0374(7) 0.0663(9) 0.0057(6) 0.0026(6) 0.0026(5) F15 0.0854(10) 0.0412(7) 0.0346(7) -0.0051(5) 0.0193(7) -0.0013(7) F14 0.0958(11) 0.0407(7) 0.0390(8) -0.0071(6) -0.0097(7) -0.0039(7) F9 0.0405(7) 0.0494(8) 0.0617(9) -0.0017(6) 0.0088(6) -0.0118(6) F7 0.0665(9) 0.0361(7) 0.0647(9) 0.0070(6) 0.0184(7) 0.0162(6) F6 0.0352(6) 0.0466(7) 0.0457(8) -0.0009(6) 0.0025(5) 0.0079(5) F1 0.0427(7) 0.0590(8) 0.0497(8) -0.0022(6) 0.0027(6) 0.0108(6) N4 0.0320(8) 0.0341(9) 0.0337(10) -0.0023(7) 0.0047(7) -0.0029(7) N13 0.0383(9) 0.0316(9) 0.0289(9) 0.0011(7) 0.0019(7) 0.0020(7) F13 0.0524(7) 0.0368(7) 0.0650(9) -0.0015(6) -0.0074(6) -0.0087(6) F5 0.0385(7) 0.0543(8) 0.0652(9) 0.0064(7) 0.0018(6) -0.0038(6) N8 0.0446(10) 0.0365(10) 0.0405(11) 0.0074(8) 0.0118(9) 0.0054(8) N14 0.0405(9) 0.0324(9) 0.0365(11) -0.0007(7) 0.0065(8) 0.0004(7) N5 0.0369(9) 0.0355(9) 0.0334(10) -0.0055(7) 0.0046(7) -0.0004(8) F8 0.0719(9) 0.0337(7) 0.0698(10) -0.0052(6) 0.0296(7) -0.0111(6) F4 0.0796(10) 0.0652(10) 0.0670(10) -0.0001(8) 0.0069(8) -0.0362(8) F2 0.1002(12) 0.0532(9) 0.0610(10) 0.0054(7) 0.0046(8) 0.0349(8) C15 0.0365(10) 0.0334(11) 0.0385(12) 0.0049(9) 0.0080(9) 0.0041(8) N7 0.0378(9) 0.0366(9) 0.0330(10) 0.0039(7) 0.0139(8) 0.0041(7) C16 0.0381(10) 0.0273(10) 0.0483(14) -0.0014(9) -0.0024(9) 0.0007(8) N10 0.0413(9) 0.0368(10) 0.0373(10) -0.0016(8) 0.0124(8) -0.0014(8) C13 0.0359(10) 0.0282(10) 0.0312(11) 0.0006(8) 0.0069(8) 0.0043(8) N16 0.0358(9) 0.0340(10) 0.0532(12) 0.0046(8) 0.0111(8) 0.0045(7) N15 0.0531(11) 0.0463(11) 0.0404(11) 0.0015(9) -0.0005(9) 0.0056(9) C8 0.0346(10) 0.0392(11) 0.0240(10) -0.0019(8) 0.0039(8) 0.0030(8) N11 0.0456(10) 0.0436(11) 0.0376(11) 0.0002(8) 0.0146(8) -0.0028(9) C7 0.0359(10) 0.0337(10) 0.0234(10) -0.0011(8) 0.0046(8) 0.0012(8) F3 0.1364(15) 0.0344(8) 0.0637(10) 0.0031(7) 0.0142(10) -0.0092(8) N2 0.0416(10) 0.0583(12) 0.0363(12) -0.0093(9) 0.0030(9) -0.0040(9) N1 0.0480(10) 0.0436(10) 0.0338(10) -0.0047(8) 0.0027(8) -0.0040(8) N17 0.0394(9) 0.0419(12) 0.0398(11) 0.0057(8) 0.0124(8) 0.0070(8) C14 0.0348(10) 0.0327(10) 0.0312(11) -0.0021(8) 0.0031(8) 0.0036(8) C10 0.0561(13) 0.0325(11) 0.0331(12) -0.0036(8) 0.0158(10) -0.0077(10) C9 0.0502(12) 0.0346(11) 0.0299(11) 0.0013(8) 0.0111(9) 0.0096(9) C17 0.0546(13) 0.0333(11) 0.0352(12) -0.0065(9) -0.0068(10) 0.0049(10) C11 0.0366(10) 0.0414(12) 0.0332(12) -0.0020(9) 0.0076(8) -0.0072(9) C2 0.0502(12) 0.0435(12) 0.0242(11) 0.0010(9) 0.0015(9) 0.0042(10) C6 0.0457(12) 0.0391(12) 0.0303(11) 0.0012(9) -0.0008(9) -0.0020(9) B2 0.0325(11) 0.0324(11) 0.0307(12) -0.0035(9) 0.0036(9) 0.0013(9) C12 0.0350(10) 0.0342(11) 0.0308(11) 0.0000(8) 0.0051(8) 0.0020(8) C1 0.0420(11) 0.0372(11) 0.0238(10) 0.0007(8) -0.0004(8) 0.0011(9) N12 0.0820(16) 0.0541(13) 0.0643(15) -0.0040(11) 0.0420(13) 0.0019(12) C18 0.0519(12) 0.0339(11) 0.0304(12) 0.0007(8) 0.0103(9) 0.0068(9) N18 0.0596(12) 0.0454(12) 0.0674(15) 0.0068(10) 0.0174(11) 0.0149(10) N6 0.0421(11) 0.0633(13) 0.0511(13) -0.0138(10) 0.0094(9) -0.0133(10) C5 0.0633(15) 0.0481(14) 0.0320(12) -0.0005(10) 0.0024(10) -0.0193(12) C4 0.092(2) 0.0337(12) 0.0310(13) 0.0029(9) 0.0040(12) 0.0006(13) C3 0.0725(16) 0.0396(13) 0.0315(12) 0.0028(9) 0.0013(11) 0.0154(12) B3 0.0391(12) 0.0327(12) 0.0304(13) 0.0017(9) 0.0091(9) 0.0020(10) N9 0.0593(12) 0.0585(13) 0.0493(13) 0.0080(10) 0.0250(11) 0.0136(10) B1 0.0353(11) 0.0363(12) 0.0293(12) 0.0002(9) 0.0040(9) 0.0021(9) N3 0.0621(13) 0.0924(18) 0.0409(13) -0.0013(12) -0.0092(11) -0.0003(12) _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 F11 C14 1.354(2) . ? F12 C15 1.345(2) . ? F10 C12 1.345(2) . ? F15 C18 1.351(2) . ? F14 C17 1.341(2) . ? F9 C11 1.348(2) . ? F7 C9 1.345(2) . ? F6 C8 1.353(2) . ? F1 C2 1.344(3) . ? N4 N5 1.271(2) . ? N4 B1 1.602(3) . ? N4 B2 1.608(3) . ? N13 N14 1.268(2) . ? N13 B2 1.591(3) . ? N13 B3 1.602(3) . ? F13 C16 1.333(2) . ? F5 C6 1.352(2) . ? N8 N9 1.111(3) . ? N8 N7 1.271(3) . ? N14 N15 1.113(2) . ? N5 N6 1.108(2) . ? F8 C10 1.339(2) . ? F4 C5 1.338(3) . ? F2 C3 1.341(3) . ? C15 C16 1.373(3) . ? C15 C14 1.379(3) . ? N7 B1 1.602(3) . ? N7 B3 1.606(3) . ? C16 C17 1.381(3) . ? N10 N11 1.234(2) . ? N10 B2 1.502(3) . ? C13 C18 1.390(3) . ? C13 C14 1.396(3) . ? C13 B3 1.619(3) . ? N16 N17 1.232(3) . ? N16 B3 1.506(3) . ? C8 C9 1.375(3) . ? C8 C7 1.391(3) . ? N11 N12 1.124(3) . ? C7 C12 1.391(3) . ? C7 B2 1.623(3) . ? F3 C4 1.338(3) . ? N2 N3 1.129(3) . ? N2 N1 1.229(3) . ? N1 B1 1.501(3) . ? N17 N18 1.128(3) . ? C10 C11 1.367(3) . ? C10 C9 1.377(3) . ? C17 C18 1.378(3) . ? C11 C12 1.381(3) . ? C2 C3 1.374(3) . ? C2 C1 1.395(3) . ? C6 C1 1.383(3) . ? C6 C5 1.385(3) . ? C1 B1 1.621(3) . ? C5 C4 1.373(4) . ? C4 C3 1.374(4) . ? 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 N5 N4 B1 115.76(15) . . ? N5 N4 B2 115.79(16) . . ? B1 N4 B2 125.84(15) . . ? N14 N13 B2 116.85(16) . . ? N14 N13 B3 115.63(15) . . ? B2 N13 B3 127.16(15) . . ? N9 N8 N7 178.4(2) . . ? N15 N14 N13 179.4(2) . . ? N6 N5 N4 178.8(2) . . ? F12 C15 C16 120.18(18) . . ? F12 C15 C14 119.93(18) . . ? C16 C15 C14 119.88(19) . . ? N8 N7 B1 116.97(16) . . ? N8 N7 B3 114.16(16) . . ? B1 N7 B3 125.85(16) . . ? F13 C16 C15 120.2(2) . . ? F13 C16 C17 121.14(19) . . ? C15 C16 C17 118.64(19) . . ? N11 N10 B2 121.11(17) . . ? C18 C13 C14 113.22(18) . . ? C18 C13 B3 123.20(18) . . ? C14 C13 B3 123.16(17) . . ? N17 N16 B3 120.83(17) . . ? F6 C8 C9 116.85(17) . . ? F6 C8 C7 119.00(17) . . ? C9 C8 C7 124.15(18) . . ? N12 N11 N10 174.5(2) . . ? C12 C7 C8 113.94(18) . . ? C12 C7 B2 126.32(17) . . ? C8 C7 B2 119.73(16) . . ? N3 N2 N1 174.6(2) . . ? N2 N1 B1 121.44(18) . . ? N18 N17 N16 174.2(2) . . ? F11 C14 C15 115.76(18) . . ? F11 C14 C13 120.13(17) . . ? C15 C14 C13 124.11(18) . . ? F8 C10 C11 120.7(2) . . ? F8 C10 C9 120.28(19) . . ? C11 C10 C9 119.06(19) . . ? F7 C9 C8 120.93(19) . . ? F7 C9 C10 119.66(19) . . ? C8 C9 C10 119.39(18) . . ? F14 C17 C18 120.6(2) . . ? F14 C17 C16 119.69(19) . . ? C18 C17 C16 119.67(19) . . ? F9 C11 C10 119.48(18) . . ? F9 C11 C12 120.32(18) . . ? C10 C11 C12 120.20(18) . . ? F1 C2 C3 116.7(2) . . ? F1 C2 C1 119.33(19) . . ? C3 C2 C1 123.9(2) . . ? F5 C6 C1 120.37(18) . . ? F5 C6 C5 116.17(19) . . ? C1 C6 C5 123.5(2) . . ? N10 B2 N13 106.79(16) . . ? N10 B2 N4 110.48(16) . . ? N13 B2 N4 99.39(15) . . ? N10 B2 C7 116.59(17) . . ? N13 B2 C7 113.68(15) . . ? N4 B2 C7 108.57(16) . . ? F10 C12 C11 116.10(17) . . ? F10 C12 C7 120.65(17) . . ? C11 C12 C7 123.25(18) . . ? C6 C1 C2 114.23(19) . . ? C6 C1 B1 128.24(18) . . ? C2 C1 B1 117.45(18) . . ? F15 C18 C17 116.27(18) . . ? F15 C18 C13 119.37(19) . . ? C17 C18 C13 124.4(2) . . ? F4 C5 C4 120.4(2) . . ? F4 C5 C6 119.9(2) . . ? C4 C5 C6 119.6(2) . . ? F3 C4 C5 120.3(2) . . ? F3 C4 C3 120.3(2) . . ? C5 C4 C3 119.4(2) . . ? F2 C3 C4 120.0(2) . . ? F2 C3 C2 120.7(2) . . ? C4 C3 C2 119.3(2) . . ? N16 B3 N13 107.84(16) . . ? N16 B3 N7 107.71(17) . . ? N13 B3 N7 100.08(15) . . ? N16 B3 C13 114.80(17) . . ? N13 B3 C13 112.74(17) . . ? N7 B3 C13 112.52(16) . . ? N1 B1 N4 108.65(17) . . ? N1 B1 N7 108.32(17) . . ? N4 B1 N7 98.54(15) . . ? N1 B1 C1 116.20(17) . . ? N4 B1 C1 107.85(16) . . ? N7 B1 C1 115.64(17) . . ? _diffrn_measured_fraction_theta_max 0.739 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.739 _refine_diff_density_max 0.248 _refine_diff_density_min -0.285 _refine_diff_density_rms 0.046 data_d:\frames\wolfi6\work\wolfi6 # 1. SUBMISSION DETAILS _publ_contact_author ; Heinrich N\"oth Institut f\"ur anorganische Chemie Universit\"at M\"unchen Butenandtstr. 5-13 (Haus D) 81377 M\"unchen Bundesrepublik Deutschland ; _publ_contact_author_phone '089 2180 7454' _publ_contact_author_fax '089 2180 7865' _publ_contact_author_email H.Noeth@lrz.uni-muenchen.de _publ_requested_journal ? # 3. TITLE AND AUTHOR LIST _publ_section_title ; ? ; loop_ _publ_author_name _publ_author_address 'Heinrich N\"oth' ; Institut f\"ur anorganische Chemie Universit\"at M\"unchen Butenandtstr. 5-13 (Haus D) 81377 M\"unchen Bundesrepublik Deutschland ; 'T. Klap\"otke' ; Institut f\"ur anorganische Chemie Universit\"at M\"unchen Butenandtstr. 5-13 (Haus D) 81377 M\"unchen Bundesrepublik Deutschland ; 'W. Fraenk' ; Institut f\"ur anorganische Chemie Universit\"at M\"unchen Butenandtstr. 5-13 (Haus D) 81377 M\"unchen Bundesrepublik Deutschland ; 'M. Warchhold' ; ? ; _publ_manuscript_creation 'RTF-File by CIFRTF (H.Schwenk 1996)' _audit_creation_method 'SHELXL-CIF-file updated by CIFRTF' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H5 B F5 N7' _chemical_formula_weight 341.03 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' 'N' 'N' 0.0061 0.0033 '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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.5637(6) _cell_length_b 13.0402(10) _cell_length_c 13.4308(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1324.71(17) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 193 _cell_measurement_theta_min 20.00 _cell_measurement_theta_max 1.00 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.710 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 680 _exptl_absorpt_coefficient_mu 0.160 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.980584 _exptl_absorpt_correction_T_max 0.691109 _exptl_absorpt_process_details ? _exptl_special_details ; Diffractometer operator M. Warchhold scanspeed_seconds/frame 10 1200 frames measured in phi (0-360) with chi=0 and om=2th=25 65 frames measured in om (15-35) with chi=280, 2th=29 and phi=0 Crystal mounted in perfluorpolyetheroil ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART Area-detector' _diffrn_measurement_method Hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 7697 _diffrn_reflns_av_R_equivalents 0.0313 _diffrn_reflns_av_sigmaI/netI 0.0319 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.18 _diffrn_reflns_theta_max 28.93 _reflns_number_total 2687 _reflns_number_gt 2131 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (V4.C50)' _computing_cell_refinement 'SMART (V4.C50)' _computing_data_reduction 'SAINT (V4.D50)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (SHELXTL-Ver.5)' _computing_publication_material 'SHELXL (Sheldrick 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0597P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary 'direct methods' _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geometrically _refine_ls_hydrogen_treatment 'mixed ' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.1(7) _refine_ls_number_reflns 2687 _refine_ls_number_parameters 237 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0945 _refine_ls_wR_factor_gt 0.0885 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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 F1 F 0.83386(16) 0.78748(9) 0.68703(12) 0.0441(3) Uani 1 1 d . . . F5 F 0.21102(17) 0.77093(11) 0.65631(12) 0.0520(4) Uani 1 1 d . . . F2 F 0.86353(19) 0.62585(10) 0.56669(12) 0.0572(4) Uani 1 1 d . . . C1 C 0.5208(3) 0.78832(15) 0.67867(17) 0.0327(5) Uani 1 1 d . . . F4 F 0.2443(2) 0.61209(11) 0.53528(12) 0.0641(5) Uani 1 1 d . . . N6 N 0.6653(2) 0.77816(15) 0.87516(15) 0.0378(4) Uani 1 1 d . . . N1 N 0.6316(2) 0.97607(13) 0.70928(13) 0.0305(4) Uani 1 1 d . . . C6 C 0.3766(3) 0.73860(17) 0.63684(19) 0.0384(5) Uani 1 1 d . . . N2 N 0.3335(2) 0.93703(14) 0.76740(17) 0.0418(5) Uani 1 1 d . . . F3 F 0.5708(2) 0.53717(11) 0.48770(12) 0.0667(5) Uani 1 1 d . . . C4 C 0.5542(4) 0.61809(17) 0.5495(2) 0.0470(6) Uani 1 1 d . . . C10 C 0.6672(3) 1.10165(17) 0.5828(2) 0.0403(6) Uani 1 1 d . . . C2 C 0.6826(3) 0.74621(15) 0.65146(17) 0.0353(5) Uani 1 1 d . . . N5 N 0.5881(2) 0.85748(14) 0.86017(16) 0.0391(5) Uani 1 1 d . . . N3 N 0.2232(2) 0.90344(14) 0.82403(17) 0.0399(5) Uani 1 1 d . . . N7 N 0.7383(3) 0.70576(16) 0.89859(18) 0.0513(6) Uani 1 1 d . . . C7 C 0.7914(3) 1.00173(16) 0.7468(2) 0.0375(6) Uani 1 1 d . . . C11 C 0.5703(3) 1.02523(17) 0.62863(18) 0.0361(5) Uani 1 1 d . . . N4 N 0.1118(3) 0.87891(17) 0.8749(2) 0.0559(6) Uani 1 1 d . . . B1 B 0.5144(3) 0.88474(19) 0.7562(2) 0.0332(6) Uani 1 1 d . . . C8 C 0.8929(3) 1.07643(18) 0.7030(2) 0.0443(6) Uani 1 1 d . . . C3 C 0.7017(3) 0.66271(17) 0.5896(2) 0.0422(6) Uani 1 1 d . . . C5 C 0.3907(3) 0.65563(17) 0.5739(2) 0.0450(6) Uani 1 1 d . . . C9 C 0.8316(3) 1.12672(17) 0.6197(2) 0.0420(6) Uani 1 1 d . . . H10 H 0.610(3) 1.1327(18) 0.5310(19) 0.037(6) Uiso 1 1 d . . . H8 H 1.004(4) 1.0923(19) 0.7308(19) 0.050(7) Uiso 1 1 d . . . H11 H 0.452(3) 1.0059(15) 0.6067(16) 0.032(6) Uiso 1 1 d . . . H9 H 0.902(3) 1.173(2) 0.589(2) 0.050(7) Uiso 1 1 d . . . H7 H 0.833(3) 0.9643(19) 0.8081(19) 0.047(7) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.0339(6) 0.0432(7) 0.0552(9) -0.0100(6) -0.0010(6) -0.0003(5) F5 0.0351(6) 0.0556(8) 0.0652(11) 0.0016(7) -0.0101(7) -0.0044(6) F2 0.0656(9) 0.0451(8) 0.0611(11) -0.0110(7) 0.0155(8) 0.0075(7) C1 0.0365(10) 0.0307(10) 0.0311(13) 0.0044(10) -0.0024(10) -0.0024(8) F4 0.0749(10) 0.0541(9) 0.0632(12) -0.0007(8) -0.0282(8) -0.0237(8) N6 0.0377(9) 0.0440(11) 0.0317(12) 0.0009(9) 0.0018(9) -0.0053(9) N1 0.0321(8) 0.0304(8) 0.0290(11) -0.0025(8) -0.0003(7) 0.0027(7) C6 0.0387(11) 0.0366(11) 0.0399(15) 0.0099(10) -0.0052(10) -0.0046(9) N2 0.0366(9) 0.0399(9) 0.0489(14) 0.0076(9) 0.0080(10) 0.0060(8) F3 0.1073(13) 0.0400(7) 0.0528(10) -0.0155(7) -0.0010(9) -0.0098(8) C4 0.0759(18) 0.0288(11) 0.0363(16) -0.0013(10) -0.0017(13) -0.0096(12) C10 0.0426(12) 0.0381(11) 0.0403(16) 0.0068(11) 0.0017(11) 0.0025(10) C2 0.0372(11) 0.0330(10) 0.0356(14) 0.0023(9) -0.0019(10) -0.0028(9) N5 0.0456(10) 0.0391(10) 0.0327(12) -0.0032(9) -0.0007(9) 0.0071(8) N3 0.0356(9) 0.0357(9) 0.0485(13) 0.0015(9) 0.0036(10) 0.0059(8) N7 0.0522(12) 0.0478(12) 0.0540(16) 0.0110(11) -0.0051(10) 0.0058(10) C7 0.0359(11) 0.0353(11) 0.0412(16) -0.0015(10) -0.0062(11) -0.0016(9) C11 0.0339(11) 0.0376(11) 0.0368(15) 0.0014(11) -0.0013(10) -0.0001(9) N4 0.0436(11) 0.0568(13) 0.0673(17) 0.0103(12) 0.0194(12) 0.0065(10) B1 0.0315(11) 0.0345(12) 0.0335(16) 0.0019(11) -0.0003(10) 0.0016(9) C8 0.0373(12) 0.0455(13) 0.0500(18) -0.0080(12) -0.0078(11) -0.0057(10) C3 0.0522(13) 0.0325(11) 0.0419(15) 0.0022(10) 0.0077(12) 0.0010(10) C5 0.0563(15) 0.0391(12) 0.0394(16) 0.0064(11) -0.0152(12) -0.0146(11) C9 0.0447(12) 0.0350(11) 0.0465(17) -0.0026(11) 0.0086(12) -0.0056(11) _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 F1 C2 1.352(2) . ? F5 C6 1.347(3) . ? F2 C3 1.350(3) . ? C1 C6 1.388(3) . ? C1 C2 1.390(3) . ? C1 B1 1.633(3) . ? F4 C5 1.349(3) . ? N6 N7 1.138(3) . ? N6 N5 1.205(3) . ? N1 C11 1.341(3) . ? N1 C7 1.352(3) . ? N1 B1 1.612(3) . ? C6 C5 1.377(4) . ? N2 N3 1.211(3) . ? N2 B1 1.537(3) . ? F3 C4 1.348(3) . ? C4 C3 1.369(4) . ? C4 C5 1.370(4) . ? C10 C9 1.378(4) . ? C10 C11 1.382(3) . ? C2 C3 1.378(3) . ? N5 B1 1.546(3) . ? N3 N4 1.130(3) . ? C7 C8 1.373(3) . ? C8 C9 1.377(4) . ? 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 C6 C1 C2 113.63(19) . . ? C6 C1 B1 126.48(19) . . ? C2 C1 B1 119.86(18) . . ? N7 N6 N5 173.5(3) . . ? C11 N1 C7 119.46(19) . . ? C11 N1 B1 118.58(17) . . ? C7 N1 B1 121.92(18) . . ? F5 C6 C5 115.9(2) . . ? F5 C6 C1 120.4(2) . . ? C5 C6 C1 123.7(2) . . ? N3 N2 B1 121.00(19) . . ? F3 C4 C3 119.9(2) . . ? F3 C4 C5 120.8(2) . . ? C3 C4 C5 119.3(2) . . ? C9 C10 C11 119.3(2) . . ? F1 C2 C3 116.04(19) . . ? F1 C2 C1 119.66(18) . . ? C3 C2 C1 124.3(2) . . ? N6 N5 B1 121.6(2) . . ? N4 N3 N2 174.3(2) . . ? N1 C7 C8 121.1(2) . . ? N1 C11 C10 121.4(2) . . ? N2 B1 N5 109.5(2) . . ? N2 B1 N1 101.55(16) . . ? N5 B1 N1 108.94(18) . . ? N2 B1 C1 115.51(19) . . ? N5 B1 C1 112.84(18) . . ? N1 B1 C1 107.68(19) . . ? C7 C8 C9 119.9(2) . . ? F2 C3 C4 119.9(2) . . ? F2 C3 C2 120.9(2) . . ? C4 C3 C2 119.2(2) . . ? F4 C5 C4 119.9(2) . . ? F4 C5 C6 120.2(2) . . ? C4 C5 C6 119.9(2) . . ? C8 C9 C10 118.9(2) . . ? _diffrn_measured_fraction_theta_max 0.812 _diffrn_reflns_theta_full 28.93 _diffrn_measured_fraction_theta_full 0.812 _refine_diff_density_max 0.171 _refine_diff_density_min -0.179 _refine_diff_density_rms 0.042