data_global _journal_coden_Cambridge 222 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Neil Connelly' 'Chris Adams' _publ_contact_author_name 'Neil Connelly' _publ_contact_author_address ; School of Chemistry University of Bristol BRISTOL BS8 1TS UNITED KINGDOM ; _publ_contact_author_email NEIL.CONNELLY@BRIS.AC.UK _publ_section_title ; The d4/d3 redox pairs [MX(CO)(RCCR)Tp']z (z = 0 and 1): structural consequences of electron transfer and implications for the inverse halide order ; data_11 _database_code_depnum_ccdc_archive 'CCDC 617290' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H28 B Cl N6 O W' _chemical_formula_weight 598.59 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc 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' _cell_length_a 18.243(4) _cell_length_b 10.0941(16) _cell_length_c 14.0120(15) _cell_angle_alpha 90.000 _cell_angle_beta 116.552(3) _cell_angle_gamma 90.000 _cell_volume 2308.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 113 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Needle _exptl_crystal_colour Blue _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.723 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 5.144 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.538 _exptl_absorpt_correction_T_max 0.689 _exptl_absorpt_process_details SADABS _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 '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 11755 _diffrn_reflns_av_R_equivalents 0.0405 _diffrn_reflns_av_sigmaI/netI 0.0626 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.37 _diffrn_reflns_theta_max 27.52 _reflns_number_total 5159 _reflns_number_gt 4476 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens 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^)+(0.0114P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.047(7) _refine_ls_number_reflns 5159 _refine_ls_number_parameters 283 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0363 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0457 _refine_ls_wR_factor_gt 0.0437 _refine_ls_goodness_of_fit_ref 0.923 _refine_ls_restrained_S_all 0.923 _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 W1 W 0.483350(15) 0.162827(17) 0.013450(16) 0.01697(5) Uani 1 1 d . . . Cl1 Cl 0.50242(8) 0.40149(12) 0.02226(19) 0.0283(4) Uani 1 1 d . . . O1 O 0.6389(2) 0.1092(4) -0.0187(3) 0.0344(10) Uani 1 1 d . . . N1 N 0.4367(3) -0.0387(4) -0.0336(3) 0.0194(10) Uani 1 1 d . . . N2 N 0.3553(3) -0.0637(4) -0.1007(3) 0.0216(10) Uani 1 1 d . . . N3 N 0.3592(3) 0.2082(5) 0.0023(4) 0.0199(10) Uani 1 1 d . . . N4 N 0.2912(2) 0.1437(4) -0.0743(3) 0.0216(10) Uani 1 1 d . . . N5 N 0.4140(3) 0.1894(4) -0.1630(4) 0.0222(11) Uani 1 1 d . . . N6 N 0.3366(3) 0.1301(4) -0.2174(4) 0.0223(11) Uani 1 1 d . . . C1 C 0.5797(3) 0.1325(5) -0.0086(4) 0.0219(13) Uani 1 1 d . . . C2 C 0.6715(4) 0.0919(7) 0.2203(5) 0.0306(18) Uani 1 1 d . . . H2A H 0.7009 0.1743 0.2233 0.046 Uiso 1 1 calc R . . H2B H 0.6892 0.0227 0.1860 0.046 Uiso 1 1 calc R . . H2C H 0.6836 0.0640 0.2928 0.046 Uiso 1 1 calc R . . C3 C 0.5800(4) 0.1145(5) 0.1564(5) 0.0256(13) Uani 1 1 d . . . C4 C 0.5126(3) 0.1193(5) 0.1656(5) 0.0252(14) Uani 1 1 d . . . C5 C 0.4817(4) 0.0872(6) 0.2458(5) 0.0359(15) Uani 1 1 d . . . H5A H 0.4566 -0.0010 0.2309 0.054 Uiso 1 1 calc R . . H5B H 0.4409 0.1532 0.2413 0.054 Uiso 1 1 calc R . . H5C H 0.5276 0.0884 0.3177 0.054 Uiso 1 1 calc R . . C6 C 0.5606(4) -0.1839(6) 0.0696(5) 0.0318(15) Uani 1 1 d . . . H6A H 0.5734 -0.2785 0.0715 0.048 Uiso 1 1 calc R . . H6B H 0.5710 -0.1544 0.1411 0.048 Uiso 1 1 calc R . . H6C H 0.5952 -0.1335 0.0456 0.048 Uiso 1 1 calc R . . C7 C 0.4723(5) -0.1615(5) -0.0062(5) 0.0166(15) Uani 1 1 d . . . C8 C 0.4154(4) -0.2598(6) -0.0575(5) 0.0284(15) Uani 1 1 d . . . H8 H 0.4245 -0.3527 -0.0528 0.034 Uiso 1 1 calc R . . C9 C 0.3427(4) -0.1948(5) -0.1168(4) 0.0259(14) Uani 1 1 d . . . C10 C 0.2599(4) -0.2530(6) -0.1864(5) 0.0413(17) Uani 1 1 d . . . H10A H 0.2215 -0.2293 -0.1578 0.062 Uiso 1 1 calc R . . H10B H 0.2644 -0.3496 -0.1878 0.062 Uiso 1 1 calc R . . H10C H 0.2398 -0.2180 -0.2590 0.062 Uiso 1 1 calc R . . C11 C 0.3857(4) 0.3784(6) 0.1456(5) 0.0375(16) Uani 1 1 d . . . H11A H 0.3696 0.3734 0.2035 0.056 Uiso 1 1 calc R . . H11B H 0.3799 0.4699 0.1196 0.056 Uiso 1 1 calc R . . H11C H 0.4428 0.3503 0.1720 0.056 Uiso 1 1 calc R . . C12 C 0.3311(3) 0.2886(5) 0.0554(5) 0.0265(13) Uani 1 1 d . . . C13 C 0.2468(3) 0.2757(5) 0.0150(5) 0.0295(14) Uani 1 1 d . . . H13 H 0.2126 0.3215 0.0388 0.035 Uiso 1 1 calc R . . C14 C 0.2222(3) 0.1839(5) -0.0660(4) 0.0256(13) Uani 1 1 d . . . C15 C 0.1387(3) 0.1279(6) -0.1346(5) 0.0357(16) Uani 1 1 d . . . H15A H 0.0997 0.1614 -0.1100 0.054 Uiso 1 1 calc R . . H15B H 0.1409 0.0310 -0.1297 0.054 Uiso 1 1 calc R . . H15C H 0.1211 0.1547 -0.2089 0.054 Uiso 1 1 calc R . . C16 C 0.5066(4) 0.3225(6) -0.2139(5) 0.0408(16) Uani 1 1 d . . . H16A H 0.5012 0.3700 -0.2778 0.061 Uiso 1 1 calc R . . H16B H 0.5528 0.2606 -0.1910 0.061 Uiso 1 1 calc R . . H16C H 0.5165 0.3863 -0.1567 0.061 Uiso 1 1 calc R . . C17 C 0.4304(3) 0.2483(5) -0.2386(4) 0.0245(13) Uani 1 1 d . . . C18 C 0.3645(4) 0.2297(6) -0.3375(5) 0.0296(14) Uani 1 1 d . . . H18 H 0.3596 0.2631 -0.4035 0.036 Uiso 1 1 calc R . . C19 C 0.3069(3) 0.1542(6) -0.3234(4) 0.0245(12) Uani 1 1 d . . . C20 C 0.2282(4) 0.0977(6) -0.4049(5) 0.0334(15) Uani 1 1 d . . . H20A H 0.2165 0.1332 -0.4754 0.050 Uiso 1 1 calc R . . H20B H 0.1838 0.1218 -0.3871 0.050 Uiso 1 1 calc R . . H20C H 0.2327 0.0010 -0.4058 0.050 Uiso 1 1 calc R . . B1 B 0.2986(5) 0.0536(8) -0.1563(6) 0.0253(19) Uani 1 1 d . . . H1 H 0.237(3) 0.020(4) -0.218(4) 0.009(12) 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 W1 0.01461(8) 0.01336(8) 0.02169(9) -0.0009(3) 0.00701(7) 0.0003(2) Cl1 0.0269(13) 0.0129(6) 0.0423(10) -0.0004(8) 0.0129(12) 0.0007(5) O1 0.025(2) 0.035(2) 0.046(3) 0.000(2) 0.019(2) 0.0025(18) N1 0.018(3) 0.016(2) 0.025(3) 0.0006(19) 0.010(2) 0.0060(18) N2 0.019(3) 0.012(2) 0.030(3) -0.0022(19) 0.007(2) -0.0025(18) N3 0.023(3) 0.016(2) 0.022(3) -0.001(2) 0.012(2) -0.001(2) N4 0.015(2) 0.024(3) 0.024(2) 0.000(2) 0.008(2) 0.0010(19) N5 0.021(3) 0.018(3) 0.029(3) 0.002(2) 0.013(2) 0.002(2) N6 0.012(2) 0.023(3) 0.022(3) -0.003(2) -0.001(2) -0.0003(19) C1 0.024(3) 0.015(3) 0.020(3) 0.001(2) 0.003(3) -0.003(2) C2 0.024(4) 0.036(5) 0.024(4) 0.001(3) 0.005(3) 0.005(3) C3 0.030(3) 0.012(3) 0.029(3) -0.006(2) 0.008(3) -0.003(2) C4 0.021(3) 0.011(3) 0.042(4) -0.012(3) 0.013(3) -0.003(2) C5 0.051(4) 0.032(3) 0.035(4) 0.003(3) 0.029(3) -0.005(3) C6 0.039(4) 0.020(4) 0.044(4) 0.007(3) 0.025(4) 0.007(3) C7 0.016(5) 0.0108(19) 0.020(5) 0.004(3) 0.006(4) 0.003(3) C8 0.042(4) 0.010(3) 0.039(4) -0.003(3) 0.022(3) 0.002(3) C9 0.028(3) 0.017(3) 0.028(3) -0.004(2) 0.008(3) -0.005(2) C10 0.037(4) 0.028(4) 0.050(4) -0.009(3) 0.011(3) -0.012(3) C11 0.040(4) 0.033(4) 0.045(4) -0.016(3) 0.024(3) -0.007(3) C12 0.026(3) 0.021(3) 0.036(3) -0.003(3) 0.017(3) 0.002(2) C13 0.026(4) 0.026(3) 0.040(4) 0.002(3) 0.018(3) 0.011(3) C14 0.013(3) 0.026(3) 0.038(3) 0.011(3) 0.012(3) 0.009(2) C15 0.015(3) 0.043(4) 0.042(4) 0.012(3) 0.006(3) 0.005(3) C16 0.034(4) 0.046(4) 0.046(4) 0.011(4) 0.022(3) -0.010(3) C17 0.024(3) 0.025(3) 0.028(3) 0.004(3) 0.015(3) 0.004(2) C18 0.031(4) 0.031(3) 0.025(3) 0.009(3) 0.011(3) 0.011(3) C19 0.026(3) 0.025(3) 0.019(3) 0.005(3) 0.007(2) 0.012(3) C20 0.028(4) 0.031(3) 0.033(4) -0.004(3) 0.007(3) 0.001(3) B1 0.024(4) 0.026(4) 0.020(4) -0.002(3) 0.004(4) -0.002(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 W1 C1 1.941(6) . ? W1 C4 2.002(6) . ? W1 C3 2.050(6) . ? W1 N1 2.190(4) . ? W1 N5 2.234(5) . ? W1 N3 2.246(5) . ? W1 Cl1 2.4293(13) . ? O1 C1 1.174(6) . ? N1 C7 1.372(6) . ? N1 N2 1.381(5) . ? N2 C9 1.344(6) . ? N2 B1 1.536(9) . ? N3 C12 1.348(7) . ? N3 N4 1.388(6) . ? N4 C14 1.376(6) . ? N4 B1 1.519(10) . ? N5 C17 1.359(7) . ? N5 N6 1.405(6) . ? N6 C19 1.357(6) . ? N6 B1 1.528(9) . ? C2 C3 1.518(9) . ? C3 C4 1.295(8) . ? C4 C5 1.499(8) . ? C6 C7 1.499(9) . ? C7 C8 1.382(8) . ? C8 C9 1.376(8) . ? C9 C10 1.504(8) . ? C11 C12 1.511(7) . ? C12 C13 1.388(8) . ? C13 C14 1.375(8) . ? C14 C15 1.501(7) . ? C16 C17 1.478(7) . ? C17 C18 1.383(7) . ? C18 C19 1.382(8) . ? C19 C20 1.491(7) . ? 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 W1 C4 107.8(2) . . ? C1 W1 C3 70.9(2) . . ? C4 W1 C3 37.3(2) . . ? C1 W1 N1 93.6(2) . . ? C4 W1 N1 89.95(19) . . ? C3 W1 N1 96.98(18) . . ? C1 W1 N5 87.0(2) . . ? C4 W1 N5 162.71(19) . . ? C3 W1 N5 157.53(19) . . ? N1 W1 N5 80.02(16) . . ? C1 W1 N3 168.0(2) . . ? C4 W1 N3 84.2(2) . . ? C3 W1 N3 121.1(2) . . ? N1 W1 N3 85.69(16) . . ? N5 W1 N3 81.04(16) . . ? C1 W1 Cl1 92.59(16) . . ? C4 W1 Cl1 101.53(16) . . ? C3 W1 Cl1 98.36(15) . . ? N1 W1 Cl1 164.61(11) . . ? N5 W1 Cl1 86.26(12) . . ? N3 W1 Cl1 85.31(12) . . ? C7 N1 N2 104.8(4) . . ? C7 N1 W1 133.2(4) . . ? N2 N1 W1 122.0(3) . . ? C9 N2 N1 110.2(4) . . ? C9 N2 B1 130.4(5) . . ? N1 N2 B1 118.7(4) . . ? C12 N3 N4 106.2(4) . . ? C12 N3 W1 134.8(4) . . ? N4 N3 W1 119.0(3) . . ? C14 N4 N3 109.4(4) . . ? C14 N4 B1 129.4(5) . . ? N3 N4 B1 120.9(5) . . ? C17 N5 N6 106.4(4) . . ? C17 N5 W1 134.6(4) . . ? N6 N5 W1 118.9(3) . . ? C19 N6 N5 109.2(5) . . ? C19 N6 B1 130.2(5) . . ? N5 N6 B1 120.6(5) . . ? O1 C1 W1 176.9(5) . . ? C4 C3 C2 142.2(6) . . ? C4 C3 W1 69.4(4) . . ? C2 C3 W1 148.3(5) . . ? C3 C4 C5 139.3(6) . . ? C3 C4 W1 73.4(4) . . ? C5 C4 W1 146.6(4) . . ? N1 C7 C8 110.6(6) . . ? N1 C7 C6 123.9(5) . . ? C8 C7 C6 125.5(6) . . ? C9 C8 C7 105.6(5) . . ? N2 C9 C8 108.7(5) . . ? N2 C9 C10 122.7(5) . . ? C8 C9 C10 128.5(5) . . ? N3 C12 C13 110.1(5) . . ? N3 C12 C11 123.5(5) . . ? C13 C12 C11 126.4(5) . . ? C14 C13 C12 107.1(5) . . ? C13 C14 N4 107.1(5) . . ? C13 C14 C15 130.3(5) . . ? N4 C14 C15 122.6(5) . . ? N5 C17 C18 109.0(5) . . ? N5 C17 C16 123.5(5) . . ? C18 C17 C16 127.5(5) . . ? C19 C18 C17 107.9(5) . . ? N6 C19 C18 107.4(5) . . ? N6 C19 C20 123.1(5) . . ? C18 C19 C20 129.4(5) . . ? N4 B1 N6 109.8(6) . . ? N4 B1 N2 110.2(5) . . ? N6 B1 N2 107.6(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 C4 C1 O1 15.1(8) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.013 _refine_diff_density_min -0.804 _refine_diff_density_rms 0.113 #===END data_11[BF4] _database_code_depnum_ccdc_archive 'CCDC 617291' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H28 B2 Cl F4 N6 O W' _chemical_formula_weight 685.40 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' 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 '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 8.1371(10) _cell_length_b 11.770(3) _cell_length_c 13.3634(15) _cell_angle_alpha 87.723(7) _cell_angle_beta 84.451(12) _cell_angle_gamma 85.235(12) _cell_volume 1268.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 214 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Plate _exptl_crystal_colour Black _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.794 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 670 _exptl_absorpt_coefficient_mu 4.712 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.544 _exptl_absorpt_correction_T_max 0.708 _exptl_absorpt_process_details SADABS _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 '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 13128 _diffrn_reflns_av_R_equivalents 0.0269 _diffrn_reflns_av_sigmaI/netI 0.0430 _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 -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 27.53 _reflns_number_total 5733 _reflns_number_gt 5066 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens 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^)+(0.0140P)^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 5733 _refine_ls_number_parameters 328 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0255 _refine_ls_R_factor_gt 0.0199 _refine_ls_wR_factor_ref 0.0415 _refine_ls_wR_factor_gt 0.0406 _refine_ls_goodness_of_fit_ref 0.966 _refine_ls_restrained_S_all 0.966 _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 W1 W 0.997067(15) 0.820380(10) 0.706047(9) 0.01526(4) Uani 1 1 d . . . Cl1 Cl 0.87680(10) 0.87578(7) 0.55752(6) 0.02787(18) Uani 1 1 d . . . O1 O 1.2604(3) 1.0051(2) 0.64913(17) 0.0373(6) Uani 1 1 d . . . N1 N 1.1644(3) 0.6985(2) 0.61423(17) 0.0189(5) Uani 1 1 d . . . N2 N 1.1631(3) 0.5838(2) 0.63963(17) 0.0182(5) Uani 1 1 d . . . N3 N 0.8331(3) 0.6827(2) 0.72355(17) 0.0192(5) Uani 1 1 d . . . N4 N 0.8958(3) 0.5731(2) 0.74409(17) 0.0182(5) Uani 1 1 d . . . N5 N 1.1324(3) 0.7320(2) 0.81962(17) 0.0182(5) Uani 1 1 d . . . N6 N 1.1495(3) 0.6140(2) 0.82393(17) 0.0187(5) Uani 1 1 d . . . C1 C 1.1755(4) 0.9363(3) 0.6684(2) 0.0229(7) Uani 1 1 d . . . C2 C 0.9237(4) 1.0950(3) 0.7774(3) 0.0318(8) Uani 1 1 d . . . H2A H 0.9368 1.1249 0.7079 0.048 Uiso 1 1 calc R . . H2B H 1.0191 1.1120 0.8122 0.048 Uiso 1 1 calc R . . H2C H 0.8220 1.1308 0.8121 0.048 Uiso 1 1 calc R . . C3 C 0.9135(4) 0.9696(3) 0.7777(2) 0.0211(6) Uani 1 1 d . . . C4 C 0.8424(4) 0.8854(3) 0.8224(2) 0.0222(7) Uani 1 1 d . . . C5 C 0.7269(4) 0.8533(3) 0.9090(2) 0.0329(8) Uani 1 1 d . . . H5A H 0.7861 0.8444 0.9697 0.049 Uiso 1 1 calc R . . H5B H 0.6820 0.7811 0.8962 0.049 Uiso 1 1 calc R . . H5C H 0.6361 0.9131 0.9187 0.049 Uiso 1 1 calc R . . C6 C 1.2507(5) 0.3941(3) 0.5649(3) 0.0370(9) Uani 1 1 d . . . H6A H 1.3225 0.3663 0.5064 0.055 Uiso 1 1 calc R . . H6B H 1.1394 0.3689 0.5625 0.055 Uiso 1 1 calc R . . H6C H 1.2962 0.3636 0.6267 0.055 Uiso 1 1 calc R . . C7 C 1.2417(4) 0.5215(3) 0.5636(2) 0.0245(7) Uani 1 1 d . . . C8 C 1.2996(4) 0.5975(3) 0.4898(2) 0.0292(8) Uani 1 1 d . . . H8 H 1.3613 0.5786 0.4278 0.035 Uiso 1 1 calc R . . C9 C 1.2514(4) 0.7061(3) 0.5224(2) 0.0234(7) Uani 1 1 d . . . C10 C 1.2886(4) 0.8166(3) 0.4685(2) 0.0345(8) Uani 1 1 d . . . H10A H 1.3360 0.8016 0.3996 0.052 Uiso 1 1 calc R . . H10B H 1.3681 0.8541 0.5040 0.052 Uiso 1 1 calc R . . H10C H 1.1861 0.8664 0.4668 0.052 Uiso 1 1 calc R . . C11 C 0.8028(4) 0.3782(3) 0.7731(3) 0.0353(8) Uani 1 1 d . . . H11A H 0.6967 0.3439 0.7849 0.053 Uiso 1 1 calc R . . H11B H 0.8649 0.3638 0.8323 0.053 Uiso 1 1 calc R . . H11C H 0.8671 0.3444 0.7143 0.053 Uiso 1 1 calc R . . C12 C 0.7723(4) 0.5030(3) 0.7548(2) 0.0247(7) Uani 1 1 d . . . C13 C 0.6263(4) 0.5688(3) 0.7424(2) 0.0267(7) Uani 1 1 d . . . H13 H 0.5183 0.5428 0.7468 0.032 Uiso 1 1 calc R . . C14 C 0.6675(4) 0.6802(3) 0.7224(2) 0.0226(7) Uani 1 1 d . . . C15 C 0.5529(4) 0.7811(3) 0.6996(3) 0.0331(8) Uani 1 1 d . . . H15A H 0.4388 0.7648 0.7221 0.050 Uiso 1 1 calc R . . H15B H 0.5626 0.7978 0.6269 0.050 Uiso 1 1 calc R . . H15C H 0.5819 0.8471 0.7347 0.050 Uiso 1 1 calc R . . C16 C 1.2663(5) 0.4547(3) 0.9322(3) 0.0387(9) Uani 1 1 d . . . H16A H 1.3164 0.4480 0.9962 0.058 Uiso 1 1 calc R . . H16B H 1.3427 0.4179 0.8798 0.058 Uiso 1 1 calc R . . H16C H 1.1624 0.4174 0.9392 0.058 Uiso 1 1 calc R . . C17 C 1.2319(4) 0.5785(3) 0.9037(2) 0.0241(7) Uani 1 1 d . . . C18 C 1.2688(4) 0.6735(3) 0.9518(2) 0.0256(7) Uani 1 1 d . . . H18 H 1.3264 0.6739 1.0103 0.031 Uiso 1 1 calc R . . C19 C 1.2058(4) 0.7680(3) 0.8986(2) 0.0197(6) Uani 1 1 d . . . C20 C 1.2138(4) 0.8900(3) 0.9211(2) 0.0293(8) Uani 1 1 d . . . H20A H 1.2770 0.8954 0.9793 0.044 Uiso 1 1 calc R . . H20B H 1.1014 0.9256 0.9362 0.044 Uiso 1 1 calc R . . H20C H 1.2684 0.9295 0.8627 0.044 Uiso 1 1 calc R . . B1 B 1.0828(4) 0.5456(3) 0.7425(3) 0.0193(7) Uani 1 1 d . . . H1 H 1.107(3) 0.454(2) 0.7558(18) 0.009(7) Uiso 1 1 d . . . B2 B 0.4404(5) 0.1699(3) 0.8175(3) 0.0270(8) Uani 1 1 d . . . F1 F 0.5106(3) 0.06744(19) 0.78091(19) 0.0635(7) Uani 1 1 d . . . F2 F 0.4592(3) 0.25457(19) 0.74348(15) 0.0491(6) Uani 1 1 d . . . F3 F 0.2734(2) 0.16297(19) 0.84627(15) 0.0446(5) Uani 1 1 d . . . F4 F 0.5206(2) 0.19808(19) 0.89887(14) 0.0433(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 W1 0.01532(6) 0.01239(6) 0.01816(6) -0.00028(4) -0.00256(4) -0.00051(4) Cl1 0.0307(4) 0.0266(4) 0.0271(4) 0.0036(3) -0.0099(3) -0.0009(3) O1 0.0403(15) 0.0369(15) 0.0369(14) 0.0018(11) -0.0052(11) -0.0156(12) N1 0.0218(14) 0.0154(13) 0.0193(13) -0.0029(10) -0.0017(10) -0.0003(10) N2 0.0191(13) 0.0129(12) 0.0224(13) -0.0037(10) -0.0029(10) 0.0015(10) N3 0.0188(13) 0.0148(13) 0.0246(13) -0.0030(10) -0.0022(10) -0.0028(10) N4 0.0214(14) 0.0133(13) 0.0200(12) -0.0009(10) -0.0015(10) -0.0033(10) N5 0.0224(14) 0.0146(13) 0.0182(12) -0.0014(10) -0.0039(10) -0.0011(10) N6 0.0221(14) 0.0141(13) 0.0198(12) -0.0019(10) -0.0049(10) 0.0027(10) C1 0.0321(19) 0.0181(16) 0.0182(15) 0.0016(12) -0.0013(13) -0.0028(14) C2 0.031(2) 0.0178(17) 0.047(2) -0.0081(15) -0.0062(16) -0.0005(14) C3 0.0153(15) 0.0191(16) 0.0296(17) -0.0039(13) -0.0070(13) 0.0009(12) C4 0.0248(17) 0.0182(16) 0.0245(16) -0.0072(13) -0.0079(13) 0.0021(13) C5 0.038(2) 0.031(2) 0.0287(18) -0.0056(15) 0.0063(15) -0.0053(16) C6 0.049(2) 0.0227(18) 0.037(2) -0.0099(15) 0.0030(17) 0.0067(16) C7 0.0242(17) 0.0254(17) 0.0237(16) -0.0085(13) -0.0025(13) 0.0028(13) C8 0.0296(19) 0.035(2) 0.0214(16) -0.0091(14) 0.0028(14) 0.0053(15) C9 0.0204(17) 0.0333(19) 0.0162(15) -0.0007(13) -0.0005(12) -0.0014(14) C10 0.040(2) 0.039(2) 0.0225(17) 0.0043(15) 0.0061(15) -0.0010(17) C11 0.039(2) 0.0227(18) 0.045(2) 0.0051(16) -0.0027(17) -0.0116(16) C12 0.0282(18) 0.0229(17) 0.0237(16) -0.0030(13) 0.0009(13) -0.0092(14) C13 0.0186(17) 0.0298(18) 0.0328(18) -0.0082(14) 0.0022(13) -0.0101(14) C14 0.0170(16) 0.0264(17) 0.0249(16) -0.0058(13) -0.0015(12) -0.0024(13) C15 0.0189(17) 0.037(2) 0.043(2) -0.0060(16) -0.0043(15) 0.0033(15) C16 0.052(2) 0.0261(19) 0.038(2) 0.0077(16) -0.0165(18) 0.0058(17) C17 0.0247(17) 0.0251(17) 0.0215(16) 0.0027(13) -0.0034(13) 0.0032(13) C18 0.0275(18) 0.0304(18) 0.0201(15) 0.0001(13) -0.0103(13) 0.0004(14) C19 0.0199(16) 0.0219(16) 0.0179(15) -0.0007(12) -0.0039(12) -0.0023(12) C20 0.035(2) 0.0246(18) 0.0310(18) -0.0055(14) -0.0135(15) -0.0038(15) B1 0.0193(18) 0.0127(17) 0.0267(18) -0.0009(14) -0.0050(14) -0.0024(13) B2 0.024(2) 0.030(2) 0.0286(19) -0.0020(16) -0.0041(15) -0.0061(16) F1 0.0576(16) 0.0420(14) 0.0938(19) -0.0274(13) -0.0230(14) 0.0095(12) F2 0.0469(14) 0.0612(15) 0.0385(12) 0.0175(11) -0.0026(10) -0.0107(11) F3 0.0254(11) 0.0649(15) 0.0456(12) 0.0008(11) -0.0029(9) -0.0175(10) F4 0.0398(13) 0.0630(15) 0.0313(11) -0.0017(10) -0.0115(9) -0.0189(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 W1 C4 2.035(3) . ? W1 C3 2.067(3) . ? W1 C1 2.087(3) . ? W1 N5 2.146(2) . ? W1 N3 2.175(2) . ? W1 N1 2.216(2) . ? W1 Cl1 2.3429(8) . ? O1 C1 1.114(4) . ? N1 C9 1.360(3) . ? N1 N2 1.379(3) . ? N2 C7 1.354(4) . ? N2 B1 1.531(4) . ? N3 C14 1.352(4) . ? N3 N4 1.375(3) . ? N4 C12 1.346(4) . ? N4 B1 1.528(4) . ? N5 C19 1.360(3) . ? N5 N6 1.384(3) . ? N6 C17 1.348(4) . ? N6 B1 1.543(4) . ? C2 C3 1.484(4) . ? C3 C4 1.286(4) . ? C4 C5 1.477(4) . ? C6 C7 1.494(4) . ? C7 C8 1.381(4) . ? C8 C9 1.380(4) . ? C9 C10 1.500(4) . ? C11 C12 1.484(4) . ? C12 C13 1.384(4) . ? C13 C14 1.389(4) . ? C14 C15 1.488(4) . ? C16 C17 1.502(4) . ? C17 C18 1.379(4) . ? C18 C19 1.385(4) . ? C19 C20 1.487(4) . ? B2 F1 1.378(4) . ? B2 F2 1.383(4) . ? B2 F3 1.384(4) . ? B2 F4 1.385(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 C4 W1 C3 36.54(11) . . ? C4 W1 C1 107.35(12) . . ? C3 W1 C1 73.20(12) . . ? C4 W1 N5 85.83(10) . . ? C3 W1 N5 100.85(10) . . ? C1 W1 N5 94.13(10) . . ? C4 W1 N3 82.67(11) . . ? C3 W1 N3 116.45(11) . . ? C1 W1 N3 169.98(10) . . ? N5 W1 N3 86.80(9) . . ? C4 W1 N1 160.63(10) . . ? C3 W1 N1 158.93(10) . . ? C1 W1 N1 85.77(11) . . ? N5 W1 N1 78.91(9) . . ? N3 W1 N1 84.62(9) . . ? C4 W1 Cl1 107.20(9) . . ? C3 W1 Cl1 94.06(8) . . ? C1 W1 Cl1 89.02(8) . . ? N5 W1 Cl1 165.04(6) . . ? N3 W1 Cl1 87.61(7) . . ? N1 W1 Cl1 86.75(6) . . ? C9 N1 N2 106.5(2) . . ? C9 N1 W1 133.8(2) . . ? N2 N1 W1 118.25(17) . . ? C7 N2 N1 109.8(2) . . ? C7 N2 B1 130.3(3) . . ? N1 N2 B1 119.9(2) . . ? C14 N3 N4 107.1(2) . . ? C14 N3 W1 132.8(2) . . ? N4 N3 W1 120.00(18) . . ? C12 N4 N3 109.8(2) . . ? C12 N4 B1 130.0(3) . . ? N3 N4 B1 119.9(2) . . ? C19 N5 N6 107.0(2) . . ? C19 N5 W1 132.9(2) . . ? N6 N5 W1 120.04(16) . . ? C17 N6 N5 109.1(2) . . ? C17 N6 B1 130.7(2) . . ? N5 N6 B1 120.2(2) . . ? O1 C1 W1 174.2(3) . . ? C4 C3 C2 144.2(3) . . ? C4 C3 W1 70.40(19) . . ? C2 C3 W1 145.4(2) . . ? C3 C4 C5 143.8(3) . . ? C3 C4 W1 73.06(19) . . ? C5 C4 W1 143.1(2) . . ? N2 C7 C8 107.1(3) . . ? N2 C7 C6 122.9(3) . . ? C8 C7 C6 129.9(3) . . ? C9 C8 C7 107.5(3) . . ? N1 C9 C8 108.9(3) . . ? N1 C9 C10 124.1(3) . . ? C8 C9 C10 127.0(3) . . ? N4 C12 C13 107.4(3) . . ? N4 C12 C11 122.3(3) . . ? C13 C12 C11 130.3(3) . . ? C12 C13 C14 107.0(3) . . ? N3 C14 C13 108.6(3) . . ? N3 C14 C15 124.4(3) . . ? C13 C14 C15 127.0(3) . . ? N6 C17 C18 108.2(3) . . ? N6 C17 C16 122.8(3) . . ? C18 C17 C16 129.0(3) . . ? C17 C18 C19 107.0(3) . . ? N5 C19 C18 108.7(3) . . ? N5 C19 C20 123.9(3) . . ? C18 C19 C20 127.3(3) . . ? N4 B1 N2 108.2(2) . . ? N4 B1 N6 109.1(2) . . ? N2 B1 N6 108.4(2) . . ? F1 B2 F2 109.4(3) . . ? F1 B2 F3 110.4(3) . . ? F2 B2 F3 109.2(3) . . ? F1 B2 F4 109.5(3) . . ? F2 B2 F4 108.4(3) . . ? F3 B2 F4 110.0(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 C4 C1 O1 27.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.640 _refine_diff_density_min -0.788 _refine_diff_density_rms 0.095 #===END data_12.CHCl3.C6H14 _database_code_depnum_ccdc_archive 'CCDC 617292' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H36 B Br Cl3 N6 O W' _chemical_formula_weight 805.51 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 '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 10.297(3) _cell_length_b 11.663(2) _cell_length_c 13.9347(16) _cell_angle_alpha 88.343(10) _cell_angle_beta 70.03(2) _cell_angle_gamma 78.054(9) _cell_volume 1537.2(5) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needles _exptl_crystal_colour blue _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.740 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 790 _exptl_absorpt_coefficient_mu 5.346 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min .359 _exptl_absorpt_correction_T_max .580 _exptl_absorpt_process_details SADABS _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 '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 12294 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_sigmaI/netI 0.0560 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 24.00 _reflns_number_total 4832 _reflns_number_gt 4104 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens 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^)+(0.0593P)^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 4832 _refine_ls_number_parameters 342 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0475 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.0974 _refine_ls_wR_factor_gt 0.0945 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.997 _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 W1 W 0.43354(3) 0.20992(2) 0.30714(2) 0.02089(12) Uani 1 1 d . A . Br1 Br 0.18846(8) 0.25958(6) 0.28437(6) 0.02992(19) Uani 1 1 d . . . O1 O 0.4726(7) 0.4664(5) 0.2702(5) 0.0477(16) Uani 1 1 d . A 1 N1 N 0.4152(6) 0.0187(5) 0.3042(4) 0.0192(12) Uani 1 1 d . . . N2 N 0.5309(6) -0.0629(4) 0.2449(4) 0.0201(13) Uani 1 1 d . . . N3 N 0.5265(6) 0.1739(4) 0.1372(4) 0.0221(13) Uani 1 1 d . . . N4 N 0.6131(6) 0.0639(5) 0.0994(4) 0.0219(13) Uani 1 1 d . . . N5 N 0.6557(6) 0.1429(5) 0.2882(4) 0.0211(13) Uani 1 1 d . . . N6 N 0.7281(6) 0.0382(5) 0.2339(4) 0.0217(13) Uani 1 1 d . . . C1 C 0.4594(8) 0.3696(6) 0.2811(6) 0.0282(17) Uani 1 1 d . . . C2 C 0.3489(9) 0.4208(7) 0.4969(6) 0.042(2) Uani 1 1 d . A . H2A H 0.2488 0.4579 0.5139 0.063 Uiso 1 1 calc R . . H2B H 0.4073 0.4715 0.4529 0.063 Uiso 1 1 calc R . . H2C H 0.3714 0.4090 0.5598 0.063 Uiso 1 1 calc R . . C3 C 0.3784(8) 0.3048(6) 0.4419(6) 0.0291(17) Uani 1 1 d . . . C4 C 0.3758(7) 0.1940(6) 0.4592(5) 0.0261(16) Uani 1 1 d . A . C5 C 0.3481(9) 0.1204(7) 0.5497(6) 0.038(2) Uani 1 1 d . . . H5A H 0.3636 0.0382 0.5274 0.056 Uiso 1 1 calc R A . H5B H 0.2500 0.1467 0.5952 0.056 Uiso 1 1 calc R . . H5C H 0.4122 0.1277 0.5863 0.056 Uiso 1 1 calc R . . C6 C 0.1736(8) 0.0139(7) 0.4272(6) 0.0355(19) Uani 1 1 d . . . H6A H 0.1577 -0.0207 0.4941 0.053 Uiso 1 1 calc R . . H6B H 0.1025 0.0000 0.3994 0.053 Uiso 1 1 calc R . . H6C H 0.1661 0.0986 0.4348 0.053 Uiso 1 1 calc R . . C7 C 0.3173(8) -0.0408(6) 0.3564(5) 0.0256(16) Uani 1 1 d . . . C8 C 0.3693(8) -0.1606(6) 0.3310(5) 0.0295(18) Uani 1 1 d . . . H8 H 0.3213 -0.2222 0.3572 0.035 Uiso 1 1 calc R . . C9 C 0.5030(8) -0.1721(6) 0.2611(5) 0.0242(16) Uani 1 1 d . . . C10 C 0.6087(9) -0.2803(6) 0.2092(6) 0.0355(19) Uani 1 1 d . . . H10A H 0.5635 -0.3480 0.2231 0.053 Uiso 1 1 calc R . . H10B H 0.6875 -0.2931 0.2352 0.053 Uiso 1 1 calc R . . H10C H 0.6442 -0.2704 0.1353 0.053 Uiso 1 1 calc R . . C11 C 0.4314(9) 0.3576(6) 0.0620(6) 0.039(2) Uani 1 1 d . . . H11A H 0.4162 0.3754 -0.0030 0.058 Uiso 1 1 calc R . . H11B H 0.4837 0.4124 0.0761 0.058 Uiso 1 1 calc R . . H11C H 0.3398 0.3655 0.1171 0.058 Uiso 1 1 calc R . . C12 C 0.5154(8) 0.2331(6) 0.0554(5) 0.0248(16) Uani 1 1 d . . . C13 C 0.5914(8) 0.1639(6) -0.0324(5) 0.0276(17) Uani 1 1 d . . . H13 H 0.6006 0.1852 -0.1003 0.033 Uiso 1 1 calc R . . C14 C 0.6520(8) 0.0573(6) -0.0031(5) 0.0253(16) Uani 1 1 d . . . C15 C 0.7417(9) -0.0493(6) -0.0670(6) 0.036(2) Uani 1 1 d . . . H15A H 0.7585 -0.0340 -0.1393 0.055 Uiso 1 1 calc R . . H15B H 0.6933 -0.1150 -0.0483 0.055 Uiso 1 1 calc R . . H15C H 0.8322 -0.0690 -0.0553 0.055 Uiso 1 1 calc R . . C16 C 0.7114(9) 0.2910(7) 0.3865(6) 0.0365(19) Uani 1 1 d . . . H16A H 0.7948 0.2993 0.4024 0.055 Uiso 1 1 calc R . . H16B H 0.6331 0.2879 0.4502 0.055 Uiso 1 1 calc R . . H16C H 0.6842 0.3582 0.3485 0.055 Uiso 1 1 calc R . . C17 C 0.7449(8) 0.1810(6) 0.3235(6) 0.0308(18) Uani 1 1 d . . . C18 C 0.8761(8) 0.1005(6) 0.2907(6) 0.0299(18) Uani 1 1 d . . . H18 H 0.9586 0.1057 0.3050 0.036 Uiso 1 1 calc R . . C19 C 0.8606(8) 0.0128(6) 0.2339(5) 0.0254(16) Uani 1 1 d . . . C20 C 0.9658(9) -0.0939(7) 0.1810(7) 0.043(2) Uani 1 1 d . . . H20A H 1.0552 -0.0955 0.1921 0.065 Uiso 1 1 calc R . . H20B H 0.9814 -0.0924 0.1076 0.065 Uiso 1 1 calc R . . H20C H 0.9302 -0.1640 0.2085 0.065 Uiso 1 1 calc R . . C100 C 0.0961(10) 0.5778(7) 0.3037(7) 0.044(2) Uani 1 1 d . . . H100 H 0.1473 0.4970 0.3107 0.053 Uiso 1 1 calc R . . B1 B 0.6591(9) -0.0245(7) 0.1728(6) 0.0249(19) Uani 1 1 d . . . H1 H 0.7290 -0.0942 0.1326 0.030 Uiso 1 1 calc R . . Cl1 Cl 0.0369(3) 0.6536(2) 0.4225(2) 0.0702(8) Uani 1 1 d . . . Cl2 Cl 0.2136(3) 0.6457(2) 0.2086(2) 0.0584(6) Uani 1 1 d . . . Cl3 Cl -0.0479(3) 0.5650(2) 0.26655(19) 0.0553(6) Uani 1 1 d . . . C102 C 0.8491(11) 0.2647(13) 0.0655(7) 0.088(4) Uani 1 1 d . . . H10D H 0.8869 0.1828 0.0760 0.132 Uiso 1 1 calc R . . H10E H 0.8126 0.2678 0.0089 0.132 Uiso 1 1 calc R . . H10F H 0.7725 0.2990 0.1280 0.132 Uiso 1 1 calc R . . C105 C 0.9815(14) 0.3427(8) 0.0369(8) 0.080(4) Uani 1 1 d . . . H10G H 1.0193 0.3372 0.0937 0.096 Uiso 1 1 calc R . . H10H H 1.0594 0.3060 -0.0252 0.096 Uiso 1 1 calc R . . C106 C 0.9342(10) 0.4715(8) 0.0190(7) 0.050(2) Uani 1 1 d . . . H10I H 0.8659 0.5122 0.0834 0.060 Uiso 1 1 calc R . . H10J H 0.8870 0.4787 -0.0327 0.060 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 W1 0.03040(19) 0.01462(16) 0.02032(17) -0.00007(11) -0.01096(13) -0.00653(12) Br1 0.0343(4) 0.0222(4) 0.0373(4) -0.0017(3) -0.0185(4) -0.0036(3) O1 0.075(5) 0.021(3) 0.061(4) 0.008(3) -0.036(4) -0.019(3) N1 0.021(3) 0.018(3) 0.020(3) 0.001(2) -0.010(3) -0.002(2) N2 0.027(3) 0.016(3) 0.020(3) 0.002(2) -0.011(3) -0.006(2) N3 0.030(4) 0.013(3) 0.026(3) 0.001(2) -0.012(3) -0.006(2) N4 0.032(4) 0.016(3) 0.020(3) -0.001(2) -0.009(3) -0.009(3) N5 0.025(3) 0.016(3) 0.022(3) 0.002(2) -0.008(3) -0.006(2) N6 0.029(4) 0.014(3) 0.024(3) 0.005(2) -0.010(3) -0.006(2) C1 0.035(5) 0.025(4) 0.029(4) 0.000(3) -0.017(4) -0.007(3) C2 0.053(6) 0.037(5) 0.034(5) -0.016(4) -0.008(4) -0.016(4) C3 0.030(4) 0.033(4) 0.028(4) -0.005(3) -0.011(3) -0.008(3) C4 0.024(4) 0.030(4) 0.024(4) -0.005(3) -0.008(3) -0.005(3) C5 0.046(5) 0.041(5) 0.027(4) 0.000(4) -0.014(4) -0.010(4) C6 0.034(5) 0.044(5) 0.033(5) 0.014(4) -0.013(4) -0.016(4) C7 0.026(4) 0.034(4) 0.023(4) 0.012(3) -0.010(3) -0.016(3) C8 0.042(5) 0.023(4) 0.032(4) 0.013(3) -0.016(4) -0.022(4) C9 0.041(5) 0.018(4) 0.024(4) 0.005(3) -0.022(4) -0.010(3) C10 0.053(5) 0.017(4) 0.041(5) 0.003(3) -0.020(4) -0.011(4) C11 0.063(6) 0.021(4) 0.036(5) 0.015(3) -0.021(4) -0.013(4) C12 0.034(4) 0.022(4) 0.025(4) 0.010(3) -0.016(3) -0.013(3) C13 0.039(5) 0.032(4) 0.015(4) 0.008(3) -0.009(3) -0.016(4) C14 0.030(4) 0.029(4) 0.019(4) 0.002(3) -0.006(3) -0.017(3) C15 0.049(5) 0.030(4) 0.025(4) -0.008(3) -0.002(4) -0.017(4) C16 0.046(5) 0.037(5) 0.037(5) -0.008(4) -0.024(4) -0.013(4) C17 0.044(5) 0.025(4) 0.028(4) 0.003(3) -0.017(4) -0.011(4) C18 0.030(4) 0.027(4) 0.041(5) 0.011(3) -0.019(4) -0.012(3) C19 0.027(4) 0.020(4) 0.034(4) 0.008(3) -0.015(4) -0.010(3) C20 0.041(5) 0.027(4) 0.068(6) 0.005(4) -0.026(5) -0.009(4) C100 0.055(6) 0.020(4) 0.062(6) -0.004(4) -0.031(5) 0.000(4) B1 0.034(5) 0.013(4) 0.024(4) -0.002(3) -0.007(4) -0.003(3) Cl1 0.089(2) 0.0611(16) 0.0648(17) -0.0194(13) -0.0355(16) -0.0077(14) Cl2 0.0499(15) 0.0407(13) 0.0825(18) 0.0044(12) -0.0211(13) -0.0080(11) Cl3 0.0521(15) 0.0615(15) 0.0603(15) 0.0003(12) -0.0262(12) -0.0171(12) C102 0.045(7) 0.195(14) 0.030(5) 0.044(7) -0.005(5) -0.057(8) C105 0.155(12) 0.024(5) 0.052(7) -0.011(4) -0.041(7) 0.010(6) C106 0.049(6) 0.050(6) 0.051(6) -0.003(4) -0.017(5) -0.009(4) _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 W1 C1 1.942(7) . ? W1 C4 2.010(7) . ? W1 C3 2.051(7) . ? W1 N5 2.185(6) . ? W1 N3 2.246(6) . ? W1 N1 2.279(5) . ? W1 Br1 2.5953(10) . ? O1 C1 1.164(8) . ? N1 C7 1.336(8) . ? N1 N2 1.383(7) . ? N2 C9 1.359(8) . ? N2 B1 1.506(10) . ? N3 C12 1.342(8) . ? N3 N4 1.401(7) . ? N4 C14 1.346(8) . ? N4 B1 1.549(9) . ? N5 C17 1.332(9) . ? N5 N6 1.382(7) . ? N6 C19 1.335(9) . ? N6 B1 1.559(10) . ? C2 C3 1.497(10) . ? C3 C4 1.312(10) . ? C4 C5 1.484(10) . ? C6 C7 1.490(10) . ? C7 C8 1.398(10) . ? C8 C9 1.370(10) . ? C9 C10 1.498(10) . ? C11 C12 1.517(10) . ? C12 C13 1.379(10) . ? C13 C14 1.386(10) . ? C14 C15 1.489(10) . ? C16 C17 1.487(10) . ? C17 C18 1.412(10) . ? C18 C19 1.378(10) . ? C19 C20 1.488(10) . ? C100 Cl1 1.751(9) . ? C100 Cl2 1.758(9) . ? C100 Cl3 1.763(9) . ? C102 C105 1.723(16) . ? C105 C106 1.521(12) . ? C106 C106 1.557(17) 2_765 ? 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 W1 C4 106.8(3) . . ? C1 W1 C3 69.4(3) . . ? C4 W1 C3 37.7(3) . . ? C1 W1 N5 93.0(3) . . ? C4 W1 N5 91.4(2) . . ? C3 W1 N5 97.4(3) . . ? C1 W1 N3 87.1(3) . . ? C4 W1 N3 163.7(2) . . ? C3 W1 N3 156.2(2) . . ? N5 W1 N3 79.3(2) . . ? C1 W1 N1 168.9(2) . . ? C4 W1 N1 84.3(2) . . ? C3 W1 N1 121.7(2) . . ? N5 W1 N1 86.54(19) . . ? N3 W1 N1 81.93(19) . . ? C1 W1 Br1 91.8(2) . . ? C4 W1 Br1 100.8(2) . . ? C3 W1 Br1 97.6(2) . . ? N5 W1 Br1 165.00(15) . . ? N3 W1 Br1 86.79(15) . . ? N1 W1 Br1 85.98(14) . . ? C7 N1 N2 106.9(5) . . ? C7 N1 W1 134.2(5) . . ? N2 N1 W1 118.6(4) . . ? C9 N2 N1 109.4(5) . . ? C9 N2 B1 129.8(6) . . ? N1 N2 B1 120.7(5) . . ? C12 N3 N4 106.2(5) . . ? C12 N3 W1 135.1(5) . . ? N4 N3 W1 118.7(4) . . ? C14 N4 N3 109.7(5) . . ? C14 N4 B1 129.8(6) . . ? N3 N4 B1 120.3(5) . . ? C17 N5 N6 106.8(6) . . ? C17 N5 W1 132.7(5) . . ? N6 N5 W1 120.4(4) . . ? C19 N6 N5 110.4(5) . . ? C19 N6 B1 128.8(6) . . ? N5 N6 B1 120.3(6) . . ? O1 C1 W1 176.9(6) . . ? C4 C3 C2 141.4(7) . . ? C4 C3 W1 69.5(4) . . ? C2 C3 W1 149.1(6) . . ? C3 C4 C5 136.6(7) . . ? C3 C4 W1 72.9(4) . . ? C5 C4 W1 150.5(6) . . ? N1 C7 C8 109.4(6) . . ? N1 C7 C6 124.6(7) . . ? C8 C7 C6 125.9(6) . . ? C9 C8 C7 106.8(6) . . ? N2 C9 C8 107.6(6) . . ? N2 C9 C10 122.4(7) . . ? C8 C9 C10 130.0(6) . . ? N3 C12 C13 109.7(6) . . ? N3 C12 C11 123.6(6) . . ? C13 C12 C11 126.7(6) . . ? C12 C13 C14 107.4(6) . . ? N4 C14 C13 107.1(6) . . ? N4 C14 C15 123.3(6) . . ? C13 C14 C15 129.6(6) . . ? N5 C17 C18 108.9(6) . . ? N5 C17 C16 125.3(7) . . ? C18 C17 C16 125.8(7) . . ? C19 C18 C17 106.3(6) . . ? N6 C19 C18 107.6(6) . . ? N6 C19 C20 123.4(6) . . ? C18 C19 C20 129.0(7) . . ? Cl1 C100 Cl2 111.9(5) . . ? Cl1 C100 Cl3 110.7(5) . . ? Cl2 C100 Cl3 109.9(5) . . ? N2 B1 N4 109.0(6) . . ? N2 B1 N6 110.1(6) . . ? N4 B1 N6 108.2(5) . . ? C106 C105 C102 113.9(10) . . ? C105 C106 C106 109.0(10) . 2_765 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 C4 C1 O1 10.1(10) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.814 _refine_diff_density_min -1.777 _refine_diff_density_rms 0.171 #===END data_12[BF4] _database_code_depnum_ccdc_archive 'CCDC 617293' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H28 B2 Br F4 N6 O W' _chemical_formula_weight 729.86 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' 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 '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 8.1498(15) _cell_length_b 11.8631(19) _cell_length_c 13.4742(14) _cell_angle_alpha 89.028(10) _cell_angle_beta 85.677(7) _cell_angle_gamma 85.247(11) _cell_volume 1294.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 222 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Prism _exptl_crystal_colour ? _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.873 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 706 _exptl_absorpt_coefficient_mu 6.059 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.392 _exptl_absorpt_correction_T_max 0.694 _exptl_absorpt_process_details SADABS _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_% 0 _diffrn_reflns_number 13510 _diffrn_reflns_av_R_equivalents 0.0464 _diffrn_reflns_av_sigmaI/netI 0.0718 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 27.53 _reflns_number_total 5869 _reflns_number_gt 4895 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _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^)+(0.0155P)^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 5869 _refine_ls_number_parameters 324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0375 _refine_ls_R_factor_gt 0.0293 _refine_ls_wR_factor_ref 0.0583 _refine_ls_wR_factor_gt 0.0571 _refine_ls_goodness_of_fit_ref 0.890 _refine_ls_restrained_S_all 0.890 _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 W1 W -0.01085(2) 0.313268(16) 0.212790(13) 0.01597(5) Uani 1 1 d . . . Br1 Br -0.14375(6) 0.37589(4) 0.05742(4) 0.03086(12) Uani 1 1 d . . . O1 O 0.2500(4) 0.4954(3) 0.1579(2) 0.0368(9) Uani 1 1 d . . . N1 N 0.1590(4) 0.0786(3) 0.1449(3) 0.0188(8) Uani 1 1 d . . . N2 N 0.1567(4) 0.1929(3) 0.1197(2) 0.0193(8) Uani 1 1 d . . . N3 N -0.1732(4) 0.1755(3) 0.2287(3) 0.0197(8) Uani 1 1 d . . . N4 N -0.1090(4) 0.0670(3) 0.2454(3) 0.0209(8) Uani 1 1 d . . . N5 N 0.1280(4) 0.2275(3) 0.3241(3) 0.0184(8) Uani 1 1 d . . . N6 N 0.1475(4) 0.1094(3) 0.3279(3) 0.0199(8) Uani 1 1 d . . . C1 C 0.1691(6) 0.4293(4) 0.1765(3) 0.0207(10) Uani 1 1 d . . . C2 C -0.0898(6) 0.5875(4) 0.2819(4) 0.0332(12) Uani 1 1 d . . . H2A H -0.1014 0.6149 0.2151 0.050 Uiso 1 1 calc R . . H2B H 0.0135 0.6072 0.3036 0.050 Uiso 1 1 calc R . . H2C H -0.1787 0.6213 0.3252 0.050 Uiso 1 1 calc R . . C3 C -0.0943(5) 0.4629(4) 0.2847(3) 0.0210(10) Uani 1 1 d . . . C4 C -0.1610(5) 0.3795(4) 0.3277(3) 0.0213(10) Uani 1 1 d . . . C5 C -0.2706(6) 0.3467(4) 0.4167(4) 0.0364(13) Uani 1 1 d . . . H5A H -0.2086 0.3419 0.4746 0.055 Uiso 1 1 calc R . . H5B H -0.3109 0.2745 0.4054 0.055 Uiso 1 1 calc R . . H5C H -0.3622 0.4026 0.4267 0.055 Uiso 1 1 calc R . . C6 C 0.2565(7) -0.1116(4) 0.0712(4) 0.0460(15) Uani 1 1 d . . . H6A H 0.3199 -0.1386 0.0121 0.069 Uiso 1 1 calc R . . H6B H 0.1487 -0.1389 0.0735 0.069 Uiso 1 1 calc R . . H6C H 0.3112 -0.1385 0.1288 0.069 Uiso 1 1 calc R . . C7 C 0.2407(6) 0.0161(4) 0.0700(3) 0.0275(11) Uani 1 1 d . . . C8 C 0.2953(6) 0.0910(4) -0.0023(3) 0.0307(12) Uani 1 1 d . . . H8 H 0.3557 0.0720 -0.0618 0.037 Uiso 1 1 calc R . . C9 C 0.2444(5) 0.1990(4) 0.0296(3) 0.0249(10) Uani 1 1 d . . . C10 C 0.2799(6) 0.3068(4) -0.0236(3) 0.0323(12) Uani 1 1 d . . . H10A H 0.3320 0.2901 -0.0886 0.048 Uiso 1 1 calc R . . H10B H 0.3521 0.3469 0.0135 0.048 Uiso 1 1 calc R . . H10C H 0.1785 0.3527 -0.0300 0.048 Uiso 1 1 calc R . . C11 C -0.1956(7) -0.1286(4) 0.2699(4) 0.0384(13) Uani 1 1 d . . . H11A H -0.2978 -0.1628 0.2830 0.058 Uiso 1 1 calc R . . H11B H -0.1289 -0.1422 0.3253 0.058 Uiso 1 1 calc R . . H11C H -0.1377 -0.1607 0.2110 0.058 Uiso 1 1 calc R . . C12 C -0.2301(6) -0.0047(4) 0.2550(3) 0.0247(11) Uani 1 1 d . . . C13 C -0.3789(6) 0.0601(4) 0.2448(4) 0.0317(12) Uani 1 1 d . . . H13 H -0.4838 0.0342 0.2483 0.038 Uiso 1 1 calc R . . C14 C -0.3393(5) 0.1716(4) 0.2281(3) 0.0242(10) Uani 1 1 d . . . C15 C -0.4574(5) 0.2721(4) 0.2096(4) 0.0348(13) Uani 1 1 d . . . H15A H -0.5649 0.2591 0.2396 0.052 Uiso 1 1 calc R . . H15B H -0.4634 0.2835 0.1392 0.052 Uiso 1 1 calc R . . H15C H -0.4197 0.3381 0.2380 0.052 Uiso 1 1 calc R . . C16 C 0.2644(7) -0.0459(4) 0.4353(4) 0.0447(15) Uani 1 1 d . . . H16A H 0.3232 -0.0507 0.4945 0.067 Uiso 1 1 calc R . . H16B H 0.3306 -0.0841 0.3821 0.067 Uiso 1 1 calc R . . H16C H 0.1626 -0.0808 0.4473 0.067 Uiso 1 1 calc R . . C17 C 0.2285(6) 0.0755(4) 0.4072(3) 0.0267(11) Uani 1 1 d . . . C18 C 0.2676(6) 0.1713(4) 0.4560(3) 0.0274(11) Uani 1 1 d . . . H18 H 0.3254 0.1721 0.5129 0.033 Uiso 1 1 calc R . . C19 C 0.2046(5) 0.2649(4) 0.4044(3) 0.0206(10) Uani 1 1 d . . . C20 C 0.2117(6) 0.3866(4) 0.4272(4) 0.0308(12) Uani 1 1 d . . . H20A H 0.2766 0.3934 0.4831 0.046 Uiso 1 1 calc R . . H20B H 0.1019 0.4205 0.4429 0.046 Uiso 1 1 calc R . . H20C H 0.2611 0.4245 0.3704 0.046 Uiso 1 1 calc R . . B1 B 0.5628(7) 0.3377(5) 0.6829(4) 0.0292(13) Uani 1 1 d . . . B2 B 0.0799(6) 0.0399(4) 0.2468(4) 0.0221(11) Uani 1 1 d . . . H2 H 0.1067 -0.0412 0.2576 0.026 Uiso 1 1 calc R . . F1 F 0.5337(4) 0.2689(4) 0.7640(2) 0.0705(12) Uani 1 1 d . . . F2 F 0.4986(5) 0.4446(3) 0.7041(4) 0.0951(16) Uani 1 1 d . . . F3 F 0.4842(4) 0.2971(3) 0.6039(2) 0.0492(9) Uani 1 1 d . . . F4 F 0.7313(3) 0.3358(3) 0.6599(2) 0.0528(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 W1 0.01666(9) 0.01434(9) 0.01700(9) -0.00026(6) -0.00240(6) -0.00079(6) Br1 0.0361(3) 0.0296(3) 0.0280(3) 0.0043(2) -0.0117(2) -0.0021(2) O1 0.042(2) 0.041(2) 0.029(2) -0.0007(17) -0.0037(16) -0.0145(18) N1 0.0195(19) 0.015(2) 0.022(2) -0.0031(16) -0.0032(15) 0.0021(15) N2 0.023(2) 0.020(2) 0.0146(19) 0.0042(15) -0.0006(15) 0.0008(15) N3 0.0169(19) 0.015(2) 0.028(2) -0.0044(16) -0.0025(16) -0.0011(15) N4 0.022(2) 0.015(2) 0.025(2) -0.0021(16) -0.0006(16) -0.0026(15) N5 0.0194(19) 0.019(2) 0.0179(19) -0.0006(16) -0.0066(15) -0.0004(15) N6 0.0196(19) 0.016(2) 0.024(2) 0.0014(16) -0.0029(16) -0.0007(15) C1 0.037(3) 0.014(2) 0.010(2) 0.0020(18) -0.0009(19) 0.007(2) C2 0.037(3) 0.022(3) 0.040(3) -0.004(2) -0.004(2) -0.002(2) C3 0.017(2) 0.021(3) 0.025(3) -0.005(2) -0.0057(18) 0.0025(18) C4 0.019(2) 0.017(2) 0.028(3) -0.003(2) -0.0026(19) 0.0019(18) C5 0.041(3) 0.037(3) 0.030(3) -0.003(2) 0.012(2) -0.005(2) C6 0.053(4) 0.029(3) 0.054(4) -0.014(3) 0.011(3) 0.001(3) C7 0.032(3) 0.021(3) 0.029(3) -0.010(2) -0.002(2) 0.003(2) C8 0.033(3) 0.035(3) 0.022(3) -0.008(2) 0.009(2) 0.001(2) C9 0.025(2) 0.028(3) 0.021(2) 0.001(2) -0.0021(19) 0.002(2) C10 0.044(3) 0.033(3) 0.018(3) 0.003(2) 0.009(2) -0.003(2) C11 0.047(3) 0.027(3) 0.042(3) 0.001(2) 0.002(3) -0.015(2) C12 0.029(3) 0.023(3) 0.023(3) -0.003(2) 0.001(2) -0.011(2) C13 0.022(3) 0.037(3) 0.038(3) -0.009(2) 0.004(2) -0.014(2) C14 0.019(2) 0.028(3) 0.026(3) -0.004(2) -0.0026(19) -0.0015(19) C15 0.013(2) 0.043(3) 0.048(3) -0.004(3) -0.005(2) -0.001(2) C16 0.060(4) 0.029(3) 0.047(4) 0.009(3) -0.026(3) 0.006(3) C17 0.031(3) 0.021(3) 0.028(3) 0.006(2) -0.008(2) 0.003(2) C18 0.035(3) 0.028(3) 0.021(2) 0.005(2) -0.012(2) -0.003(2) C19 0.018(2) 0.025(3) 0.020(2) -0.002(2) -0.0074(18) -0.0041(18) C20 0.036(3) 0.030(3) 0.029(3) -0.004(2) -0.012(2) -0.003(2) B1 0.025(3) 0.037(4) 0.027(3) -0.003(3) -0.004(2) -0.007(2) B2 0.023(3) 0.016(3) 0.027(3) -0.003(2) -0.002(2) 0.001(2) F1 0.059(2) 0.114(3) 0.042(2) 0.030(2) -0.0047(17) -0.031(2) F2 0.063(3) 0.048(3) 0.178(5) -0.043(3) -0.043(3) 0.013(2) F3 0.0424(19) 0.077(3) 0.0325(18) -0.0063(17) -0.0100(14) -0.0226(17) F4 0.0260(17) 0.087(3) 0.047(2) -0.0055(19) -0.0007(14) -0.0175(17) _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 W1 C4 2.027(4) . ? W1 C3 2.076(4) . ? W1 C1 2.118(5) . ? W1 N5 2.140(3) . ? W1 N3 2.184(4) . ? W1 N2 2.227(3) . ? W1 Br1 2.5027(6) . ? O1 C1 1.080(5) . ? N1 C7 1.362(5) . ? N1 N2 1.391(5) . ? N1 B2 1.550(6) . ? N2 C9 1.366(5) . ? N3 C14 1.359(5) . ? N3 N4 1.371(5) . ? N4 C12 1.353(5) . ? N4 B2 1.548(6) . ? N5 C19 1.386(5) . ? N5 N6 1.398(5) . ? N6 C17 1.336(5) . ? N6 B2 1.541(6) . ? C2 C3 1.482(6) . ? C3 C4 1.277(6) . ? C4 C5 1.506(6) . ? C6 C7 1.510(7) . ? C7 C8 1.381(7) . ? C8 C9 1.379(6) . ? C9 C10 1.494(6) . ? C11 C12 1.486(6) . ? C12 C13 1.396(7) . ? C13 C14 1.398(7) . ? C14 C15 1.499(6) . ? C16 C17 1.493(6) . ? C17 C18 1.394(6) . ? C18 C19 1.384(6) . ? C19 C20 1.489(6) . ? B1 F2 1.358(7) . ? B1 F1 1.371(7) . ? B1 F4 1.383(6) . ? B1 F3 1.395(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 C4 W1 C3 36.25(16) . . ? C4 W1 C1 107.17(17) . . ? C3 W1 C1 73.47(17) . . ? C4 W1 N5 86.01(15) . . ? C3 W1 N5 101.22(15) . . ? C1 W1 N5 93.82(15) . . ? C4 W1 N3 83.09(15) . . ? C3 W1 N3 116.49(15) . . ? C1 W1 N3 169.75(14) . . ? N5 W1 N3 86.70(14) . . ? C4 W1 N2 161.54(16) . . ? C3 W1 N2 158.30(15) . . ? C1 W1 N2 84.84(14) . . ? N5 W1 N2 79.11(13) . . ? N3 W1 N2 85.20(13) . . ? C4 W1 Br1 106.26(13) . . ? C3 W1 Br1 92.18(12) . . ? C1 W1 Br1 88.08(12) . . ? N5 W1 Br1 166.46(9) . . ? N3 W1 Br1 89.08(10) . . ? N2 W1 Br1 87.73(9) . . ? C7 N1 N2 109.5(3) . . ? C7 N1 B2 129.8(4) . . ? N2 N1 B2 120.7(3) . . ? C9 N2 N1 106.3(3) . . ? C9 N2 W1 135.1(3) . . ? N1 N2 W1 117.5(2) . . ? C14 N3 N4 106.6(3) . . ? C14 N3 W1 133.2(3) . . ? N4 N3 W1 120.2(3) . . ? C12 N4 N3 110.8(4) . . ? C12 N4 B2 128.8(4) . . ? N3 N4 B2 120.3(3) . . ? C19 N5 N6 106.3(3) . . ? C19 N5 W1 133.0(3) . . ? N6 N5 W1 120.6(2) . . ? C17 N6 N5 109.7(3) . . ? C17 N6 B2 130.4(4) . . ? N5 N6 B2 119.9(4) . . ? O1 C1 W1 173.9(4) . . ? C4 C3 C2 145.3(4) . . ? C4 C3 W1 69.8(3) . . ? C2 C3 W1 144.8(3) . . ? C3 C4 C5 143.4(4) . . ? C3 C4 W1 74.0(3) . . ? C5 C4 W1 142.3(3) . . ? N1 C7 C8 107.2(4) . . ? N1 C7 C6 122.9(4) . . ? C8 C7 C6 129.8(4) . . ? C9 C8 C7 107.8(4) . . ? N2 C9 C8 109.1(4) . . ? N2 C9 C10 124.5(4) . . ? C8 C9 C10 126.4(4) . . ? N4 C12 C13 106.9(4) . . ? N4 C12 C11 122.5(4) . . ? C13 C12 C11 130.5(4) . . ? C12 C13 C14 106.5(4) . . ? N3 C14 C13 109.2(4) . . ? N3 C14 C15 124.3(4) . . ? C13 C14 C15 126.6(4) . . ? N6 C17 C18 108.3(4) . . ? N6 C17 C16 123.5(4) . . ? C18 C17 C16 128.2(4) . . ? C19 C18 C17 107.4(4) . . ? C18 C19 N5 108.3(4) . . ? C18 C19 C20 128.3(4) . . ? N5 C19 C20 123.4(4) . . ? F2 B1 F1 109.4(5) . . ? F2 B1 F4 110.4(5) . . ? F1 B1 F4 109.0(5) . . ? F2 B1 F3 109.2(5) . . ? F1 B1 F3 108.1(5) . . ? F4 B1 F3 110.8(4) . . ? N6 B2 N4 110.0(3) . . ? N6 B2 N1 107.4(4) . . ? N4 B2 N1 107.3(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C3 C4 C1 O1 26.9(7) . . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 1.096 _refine_diff_density_min -1.741 _refine_diff_density_rms 0.142 #===END data_14 _database_code_depnum_ccdc_archive 'CCDC 617294' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H28 B N7 O S W' _chemical_formula_weight 621.22 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' O O 0.0106 0.0060 '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' W W -0.8490 6.8722 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.209(3) _cell_length_b 17.020(4) _cell_length_c 13.196(3) _cell_angle_alpha 90.000(6) _cell_angle_beta 115.095(5) _cell_angle_gamma 90.000(6) _cell_volume 2483.2(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 31 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.662 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 4.763 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.477 _exptl_absorpt_correction_T_max 0.704 _exptl_absorpt_process_details SADABS _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_% 0 _diffrn_reflns_number 16297 _diffrn_reflns_av_R_equivalents 0.1604 _diffrn_reflns_av_sigmaI/netI 0.2132 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.91 _diffrn_reflns_theta_max 27.74 _reflns_number_total 5781 _reflns_number_gt 2808 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _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^)+(0.0000P)^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 5781 _refine_ls_number_parameters 297 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1533 _refine_ls_R_factor_gt 0.0539 _refine_ls_wR_factor_ref 0.0876 _refine_ls_wR_factor_gt 0.0689 _refine_ls_goodness_of_fit_ref 0.865 _refine_ls_restrained_S_all 0.865 _refine_ls_shift/su_max 0.006 _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 W1 W 0.94090(4) 0.15939(2) 0.17526(3) 0.02353(11) Uani 1 1 d . . . S1 S 0.6241(2) 0.1658(2) 0.3003(2) 0.0477(7) Uani 1 1 d . . . O1 O 0.9855(5) 0.3398(5) 0.1877(6) 0.056(2) Uani 1 1 d . . . N1 N 1.1204(6) 0.1323(4) 0.1926(6) 0.0213(19) Uani 1 1 d . . . N2 N 1.1922(7) 0.0755(4) 0.2668(6) 0.0223(19) Uani 1 1 d . . . N3 N 0.9242(7) 0.0312(5) 0.1985(6) 0.025(2) Uani 1 1 d . . . N4 N 1.0242(7) -0.0126(5) 0.2634(6) 0.027(2) Uani 1 1 d . . . N5 N 1.0416(6) 0.1538(5) 0.3618(5) 0.0248(18) Uani 1 1 d . . . N6 N 1.1106(7) 0.0905(4) 0.4114(6) 0.0268(19) Uani 1 1 d . . . N7 N 0.7899(6) 0.1689(5) 0.2067(6) 0.0276(19) Uani 1 1 d . . . C1 C 0.9702(8) 0.2720(6) 0.1857(8) 0.028(3) Uani 1 1 d . . . C2 C 0.7205(8) 0.1674(6) 0.2473(8) 0.031(2) Uani 1 1 d . . . C3 C 0.8439(9) 0.2767(6) -0.0589(8) 0.039(3) Uani 1 1 d . . . H3A H 0.8688 0.2671 -0.1193 0.058 Uiso 1 1 calc R . . H3B H 0.8863 0.3230 -0.0160 0.058 Uiso 1 1 calc R . . H3C H 0.7564 0.2858 -0.0909 0.058 Uiso 1 1 calc R . . C4 C 0.8747(8) 0.2064(6) 0.0169(8) 0.031(3) Uani 1 1 d . . . C5 C 0.8740(8) 0.1295(6) 0.0139(8) 0.028(3) Uani 1 1 d . . . C6 C 0.8498(9) 0.0674(6) -0.0707(8) 0.045(3) Uani 1 1 d . . . H6A H 0.7783 0.0815 -0.1387 0.067 Uiso 1 1 calc R . . H6B H 0.8352 0.0175 -0.0414 0.067 Uiso 1 1 calc R . . H6C H 0.9198 0.0619 -0.0883 0.067 Uiso 1 1 calc R . . C11 C 1.3984(8) 0.0168(6) 0.3412(8) 0.039(3) Uani 1 1 d . . . H11A H 1.3647 -0.0351 0.3432 0.059 Uiso 0.50 1 calc PR . . H11B H 1.4332 0.0394 0.4166 0.059 Uiso 0.50 1 calc PR . . H11C H 1.4615 0.0117 0.3142 0.059 Uiso 0.50 1 calc PR . . H11D H 1.4749 0.0458 0.3728 0.059 Uiso 0.50 1 calc PR . . H11E H 1.4064 -0.0287 0.2994 0.059 Uiso 0.50 1 calc PR . . H11F H 1.3781 -0.0010 0.4018 0.059 Uiso 0.50 1 calc PR . . C12 C 1.3003(9) 0.0693(6) 0.2643(8) 0.029(2) Uani 1 1 d . . . C13 C 1.3019(8) 0.1233(5) 0.1862(7) 0.028(2) Uani 1 1 d . . . H13A H 1.3663 0.1333 0.1654 0.033 Uiso 1 1 calc R . . C14 C 1.1908(8) 0.1594(7) 0.1451(7) 0.030(2) Uani 1 1 d . . . C15 C 1.1485(8) 0.2237(5) 0.0560(7) 0.037(3) Uani 1 1 d . . . H15A H 1.1133 0.2671 0.0812 0.055 Uiso 1 1 calc R . . H15B H 1.0873 0.2022 -0.0141 0.055 Uiso 1 1 calc R . . H15C H 1.2175 0.2430 0.0438 0.055 Uiso 1 1 calc R . . C16 C 1.0857(8) -0.1507(5) 0.3161(8) 0.036(3) Uani 1 1 d . . . H16A H 1.1670 -0.1280 0.3431 0.054 Uiso 0.50 1 calc PR . . H16B H 1.0780 -0.1940 0.2645 0.054 Uiso 0.50 1 calc PR . . H16C H 1.0725 -0.1706 0.3797 0.054 Uiso 0.50 1 calc PR . . H16D H 1.0446 -0.2004 0.3150 0.054 Uiso 0.50 1 calc PR . . H16E H 1.1336 -0.1344 0.3937 0.054 Uiso 0.50 1 calc PR . . H16F H 1.1392 -0.1578 0.2785 0.054 Uiso 0.50 1 calc PR . . C17 C 0.9948(9) -0.0897(6) 0.2571(8) 0.029(2) Uani 1 1 d . . . C18 C 0.8765(9) -0.0963(5) 0.1858(8) 0.033(3) Uani 1 1 d . . . H18A H 0.8323 -0.1439 0.1625 0.039 Uiso 1 1 calc R . . C19 C 0.8311(9) -0.0206(6) 0.1523(7) 0.027(2) Uani 1 1 d . . . C20 C 0.7028(8) 0.0048(6) 0.0802(8) 0.038(3) Uani 1 1 d . . . H20A H 0.7038 0.0541 0.0422 0.058 Uiso 1 1 calc R . . H20B H 0.6596 0.0127 0.1273 0.058 Uiso 1 1 calc R . . H20C H 0.6618 -0.0359 0.0244 0.058 Uiso 1 1 calc R . . C21 C 1.2304(9) 0.0341(6) 0.6011(7) 0.045(3) Uani 1 1 d . . . H21A H 1.3016 0.0245 0.5866 0.067 Uiso 1 1 calc R . . H21B H 1.1840 -0.0147 0.5899 0.067 Uiso 1 1 calc R . . H21C H 1.2563 0.0521 0.6784 0.067 Uiso 1 1 calc R . . C22 C 1.1531(9) 0.0954(6) 0.5227(8) 0.032(2) Uani 1 1 d . . . C23 C 1.1103(8) 0.1632(7) 0.5465(7) 0.036(2) Uani 1 1 d . . . H23A H 1.1250 0.1821 0.6189 0.043 Uiso 1 1 calc R . . C24 C 1.0417(8) 0.1992(5) 0.4466(8) 0.026(2) Uani 1 1 d . . . C25 C 0.9756(9) 0.2782(6) 0.4275(8) 0.046(3) Uani 1 1 d . . . H25A H 0.8929 0.2722 0.3696 0.069 Uiso 1 1 calc R . . H25B H 1.0185 0.3173 0.4034 0.069 Uiso 1 1 calc R . . H25C H 0.9733 0.2956 0.4974 0.069 Uiso 1 1 calc R . . B1 B 1.1399(10) 0.0306(7) 0.3373(9) 0.031(3) Uani 1 1 d . . . H1 H 1.2010 -0.0081 0.3863 0.037 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 W1 0.02497(19) 0.02302(19) 0.02120(17) 0.0023(3) 0.00843(14) 0.0023(3) S1 0.0434(17) 0.0476(19) 0.0692(18) 0.0037(19) 0.0404(15) 0.0066(18) O1 0.076(6) 0.030(4) 0.072(5) 0.004(5) 0.043(5) -0.006(5) N1 0.018(5) 0.021(5) 0.023(4) -0.002(3) 0.007(4) 0.001(3) N2 0.025(5) 0.018(5) 0.022(4) 0.004(4) 0.008(4) 0.002(3) N3 0.025(5) 0.029(5) 0.021(5) 0.012(4) 0.009(4) 0.011(4) N4 0.030(5) 0.025(5) 0.021(4) -0.009(4) 0.005(4) -0.006(4) N5 0.023(4) 0.033(5) 0.017(4) 0.015(4) 0.007(3) 0.014(4) N6 0.039(5) 0.021(5) 0.021(4) 0.004(4) 0.014(4) 0.005(4) N7 0.034(5) 0.014(5) 0.029(4) 0.004(4) 0.008(4) 0.003(4) C1 0.038(8) 0.031(6) 0.026(5) 0.011(5) 0.022(5) 0.002(5) C2 0.029(6) 0.025(6) 0.036(6) 0.006(6) 0.011(5) 0.002(5) C3 0.047(8) 0.035(7) 0.041(7) 0.017(5) 0.024(6) 0.004(5) C4 0.016(6) 0.034(7) 0.041(7) 0.012(6) 0.011(5) 0.008(5) C5 0.018(6) 0.032(6) 0.034(6) -0.003(5) 0.009(5) 0.002(4) C6 0.050(8) 0.057(8) 0.029(6) 0.001(6) 0.018(6) -0.008(6) C11 0.038(7) 0.035(7) 0.043(7) 0.008(5) 0.015(6) 0.005(5) C12 0.022(6) 0.039(7) 0.030(6) -0.017(5) 0.013(5) -0.001(5) C13 0.020(6) 0.039(7) 0.026(6) -0.007(5) 0.011(5) -0.008(4) C14 0.027(6) 0.040(6) 0.024(5) 0.000(6) 0.011(4) 0.000(6) C15 0.037(7) 0.036(7) 0.029(6) 0.007(5) 0.007(5) -0.008(5) C16 0.051(7) 0.011(5) 0.043(5) 0.008(5) 0.019(5) 0.008(5) C17 0.034(6) 0.027(6) 0.034(6) 0.005(5) 0.020(5) 0.000(5) C18 0.042(7) 0.018(6) 0.041(6) -0.003(5) 0.020(5) -0.014(5) C19 0.033(6) 0.023(6) 0.021(5) 0.002(4) 0.008(5) -0.003(5) C20 0.027(6) 0.052(8) 0.035(6) 0.001(5) 0.013(5) -0.004(5) C21 0.052(8) 0.050(8) 0.026(6) 0.017(5) 0.011(6) 0.018(6) C22 0.032(6) 0.034(7) 0.032(6) 0.013(5) 0.016(5) 0.001(5) C23 0.040(6) 0.052(7) 0.019(5) -0.010(6) 0.016(4) -0.010(6) C24 0.032(6) 0.029(6) 0.021(5) 0.002(4) 0.014(5) 0.003(4) C25 0.055(8) 0.048(8) 0.041(7) -0.007(6) 0.026(6) 0.008(6) B1 0.027(7) 0.029(7) 0.034(7) 0.001(6) 0.011(6) 0.011(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 W1 C1 1.944(10) . ? W1 C5 1.996(10) . ? W1 C4 2.056(10) . ? W1 N7 2.061(8) . ? W1 N1 2.154(7) . ? W1 N3 2.225(8) . ? W1 N5 2.239(6) . ? S1 C2 1.603(10) . ? O1 C1 1.168(11) . ? N1 C14 1.343(11) . ? N1 N2 1.391(9) . ? N2 C12 1.338(11) . ? N2 B1 1.536(13) . ? N3 C19 1.361(11) . ? N3 N4 1.375(9) . ? N4 C17 1.354(11) . ? N4 B1 1.523(12) . ? N5 N6 1.353(10) . ? N5 C24 1.360(11) . ? N6 C22 1.337(10) . ? N6 B1 1.556(13) . ? N7 C2 1.180(10) . ? C3 C4 1.501(12) . ? C4 C5 1.310(11) . ? C5 C6 1.473(13) . ? C11 C12 1.493(12) . ? C12 C13 1.388(12) . ? C13 C14 1.374(12) . ? C14 C15 1.526(12) . ? C16 C17 1.478(11) . ? C17 C18 1.353(11) . ? C18 C19 1.398(12) . ? C19 C20 1.510(12) . ? C21 C22 1.490(12) . ? C22 C23 1.358(13) . ? C23 C24 1.371(11) . ? C24 C25 1.532(12) . ? 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 W1 C5 107.9(4) . . ? C1 W1 C4 70.7(4) . . ? C5 W1 C4 37.7(3) . . ? C1 W1 N7 93.5(4) . . ? C5 W1 N7 103.8(3) . . ? C4 W1 N7 100.1(3) . . ? C1 W1 N1 93.2(3) . . ? C5 W1 N1 89.8(3) . . ? C4 W1 N1 97.8(3) . . ? N7 W1 N1 162.2(3) . . ? C1 W1 N3 169.2(3) . . ? C5 W1 N3 82.9(3) . . ? C4 W1 N3 120.2(3) . . ? N7 W1 N3 84.7(3) . . ? N1 W1 N3 85.6(3) . . ? C1 W1 N5 88.0(4) . . ? C5 W1 N5 161.3(4) . . ? C4 W1 N5 158.4(4) . . ? N7 W1 N5 84.4(3) . . ? N1 W1 N5 79.3(3) . . ? N3 W1 N5 81.2(3) . . ? C14 N1 N2 103.3(7) . . ? C14 N1 W1 134.5(6) . . ? N2 N1 W1 122.2(6) . . ? C12 N2 N1 111.8(8) . . ? C12 N2 B1 130.1(9) . . ? N1 N2 B1 118.1(8) . . ? C19 N3 N4 106.3(7) . . ? C19 N3 W1 132.9(6) . . ? N4 N3 W1 120.5(6) . . ? C17 N4 N3 110.2(7) . . ? C17 N4 B1 131.1(8) . . ? N3 N4 B1 118.4(8) . . ? N6 N5 C24 105.8(6) . . ? N6 N5 W1 120.3(6) . . ? C24 N5 W1 133.6(6) . . ? C22 N6 N5 110.7(8) . . ? C22 N6 B1 130.2(8) . . ? N5 N6 B1 118.7(7) . . ? C2 N7 W1 165.1(7) . . ? O1 C1 W1 177.5(9) . . ? N7 C2 S1 179.0(9) . . ? C5 C4 C3 141.2(11) . . ? C5 C4 W1 68.7(7) . . ? C3 C4 W1 150.1(8) . . ? C4 C5 C6 137.4(11) . . ? C4 C5 W1 73.6(7) . . ? C6 C5 W1 148.3(8) . . ? N2 C12 C13 106.9(9) . . ? N2 C12 C11 123.0(10) . . ? C13 C12 C11 129.9(10) . . ? C14 C13 C12 105.5(9) . . ? N1 C14 C13 112.5(9) . . ? N1 C14 C15 122.1(8) . . ? C13 C14 C15 125.4(9) . . ? C18 C17 N4 107.5(8) . . ? C18 C17 C16 130.5(9) . . ? N4 C17 C16 121.9(9) . . ? C17 C18 C19 107.8(8) . . ? N3 C19 C18 108.1(8) . . ? N3 C19 C20 122.9(8) . . ? C18 C19 C20 129.0(9) . . ? N6 C22 C23 107.4(8) . . ? N6 C22 C21 123.8(9) . . ? C23 C22 C21 128.8(9) . . ? C22 C23 C24 107.2(8) . . ? N5 C24 C23 108.9(8) . . ? N5 C24 C25 123.1(8) . . ? C23 C24 C25 127.9(9) . . ? N4 B1 N2 111.3(8) . . ? N4 B1 N6 108.7(8) . . ? N2 B1 N6 108.7(8) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.74 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.285 _refine_diff_density_min -1.290 _refine_diff_density_rms 0.220