data_sad _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H41 Cl2 N5 W' _chemical_formula_weight 582.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 '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 '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 8.8327(6) _cell_length_b 19.0411(13) _cell_length_c 15.2788(10) _cell_angle_alpha 90.00 _cell_angle_beta 101.430(6) _cell_angle_gamma 90.00 _cell_volume 2518.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 105(2) _cell_measurement_reflns_used 2000 _cell_measurement_theta_min 3.15 _cell_measurement_theta_max 27.50 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.019 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1168 _exptl_absorpt_coefficient_mu 4.810 _exptl_absorpt_correction_type 'numeric analytical' _exptl_absorpt_correction_T_min 0.177 _exptl_absorpt_correction_T_max 0.263 _exptl_absorpt_process_details 'Gaussian face-indexed' _exptl_special_details ; ? ; _diffrn_ambient_temperature 108(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Sapphire2-CCD, Oxford Diffraction' _diffrn_measurement_method '1109 images at 1.0 deg. in \w and 20 sec.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18388 _diffrn_reflns_av_R_equivalents 0.0751 _diffrn_reflns_av_sigmaI/netI 0.0400 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4414 _reflns_number_gt 3938 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD 1.171.13, Oxford Diffraction' _computing_cell_refinement 'CrysAlis RED 1.171.13, Oxford Diffraction' _computing_data_reduction 'CrysAlis RED 1.171.13, Oxford Diffraction' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97' _computing_publication_material 'SHELXL-97' _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^)+(0.0070P)^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 5801 _refine_ls_number_parameters 239 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0301 _refine_ls_R_factor_gt 0.0263 _refine_ls_wR_factor_ref 0.0415 _refine_ls_wR_factor_gt 0.0411 _refine_ls_goodness_of_fit_ref 1.954 _refine_ls_restrained_S_all 1.954 _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 0.901281(11) 0.058115(5) 0.264011(6) 0.01182(3) Uani 1 1 d . . . C21 C 0.8909(3) -0.15883(14) 0.25842(16) 0.0188(6) Uani 1 1 d . . . H21A H 0.8523 -0.1533 0.3139 0.028 Uiso 1 1 calc R . . H21B H 1.0041 -0.1574 0.2717 0.028 Uiso 1 1 calc R . . H21C H 0.8560 -0.2040 0.2307 0.028 Uiso 1 1 calc R . . C30 C 1.2635(3) 0.04392(14) 0.24920(19) 0.0240(7) Uani 1 1 d . . . H30A H 1.3607 0.0723 0.2619 0.029 Uiso 1 1 calc R . . N1 N 0.8093(2) 0.11521(11) 0.17953(13) 0.0151(5) Uani 1 1 d . . . N2 N 0.8799(2) -0.03050(11) 0.23308(14) 0.0159(5) Uani 1 1 d . . . C2 C 1.1557(3) 0.09575(13) 0.37546(16) 0.0139(5) Uani 1 1 d . . . C40 C 0.9666(3) 0.13738(13) 0.46494(16) 0.0147(5) Uani 1 1 d . . . H40A H 1.0608 0.1568 0.5048 0.018 Uiso 1 1 calc R . . N5 N 1.2899(3) 0.10735(12) 0.43526(14) 0.0188(5) Uani 1 1 d . . . C42 C 0.8657(3) 0.19839(14) 0.42359(17) 0.0201(6) Uani 1 1 d . . . H42A H 0.9231 0.2273 0.3883 0.030 Uiso 1 1 calc R . . H42B H 0.8369 0.2270 0.4711 0.030 Uiso 1 1 calc R . . H42C H 0.7722 0.1801 0.3848 0.030 Uiso 1 1 calc R . . C32 C 1.2085(4) 0.03971(15) 0.14920(18) 0.0262(7) Uani 1 1 d . . . H32A H 1.1872 0.0871 0.1249 0.039 Uiso 1 1 calc R . . H32B H 1.1140 0.0115 0.1356 0.039 Uiso 1 1 calc R . . H32C H 1.2887 0.0178 0.1223 0.039 Uiso 1 1 calc R . . N4 N 1.0149(2) 0.09623(11) 0.39361(13) 0.0126(4) Uani 1 1 d . . . C10 C 0.7100(3) 0.13745(14) 0.09639(16) 0.0174(6) Uani 1 1 d . . . C20 C 0.8276(3) -0.09784(13) 0.19291(17) 0.0169(6) Uani 1 1 d . . . C22 C 0.8874(4) -0.10747(15) 0.10676(18) 0.0278(7) Uani 1 1 d . . . H22A H 0.8486 -0.0693 0.0653 0.042 Uiso 1 1 calc R . . H22B H 0.8514 -0.1526 0.0796 0.042 Uiso 1 1 calc R . . H22C H 1.0005 -0.1066 0.1200 0.042 Uiso 1 1 calc R . . N3 N 1.1441(2) 0.08111(11) 0.28747(13) 0.0141(5) Uani 1 1 d . . . C51 C 1.3090(3) 0.08626(16) 0.52840(17) 0.0249(7) Uani 1 1 d . . . H51A H 1.2101 0.0693 0.5400 0.037 Uiso 1 1 calc R . . H51B H 1.3437 0.1266 0.5670 0.037 Uiso 1 1 calc R . . H51C H 1.3860 0.0487 0.5409 0.037 Uiso 1 1 calc R . . C41 C 0.8818(3) 0.09108(14) 0.52012(17) 0.0203(6) Uani 1 1 d . . . H41A H 0.9493 0.0525 0.5461 0.030 Uiso 1 1 calc R . . H41B H 0.7887 0.0719 0.4818 0.030 Uiso 1 1 calc R . . H41C H 0.8524 0.1190 0.5680 0.030 Uiso 1 1 calc R . . C52 C 1.4294(3) 0.13288(16) 0.4090(2) 0.0287(7) Uani 1 1 d . . . H52A H 1.4062 0.1458 0.3457 0.043 Uiso 1 1 calc R . . H52B H 1.5082 0.0959 0.4187 0.043 Uiso 1 1 calc R . . H52C H 1.4680 0.1741 0.4450 0.043 Uiso 1 1 calc R . . C12 C 0.7604(4) 0.20962(15) 0.07024(18) 0.0297(7) Uani 1 1 d . . . H12A H 0.7513 0.2436 0.1171 0.045 Uiso 1 1 calc R . . H12B H 0.6943 0.2243 0.0139 0.045 Uiso 1 1 calc R . . H12C H 0.8680 0.2075 0.0628 0.045 Uiso 1 1 calc R . . C31 C 1.2973(4) -0.02830(16) 0.2916(2) 0.0292(7) Uani 1 1 d . . . H31A H 1.3310 -0.0231 0.3563 0.044 Uiso 1 1 calc R . . H31B H 1.3791 -0.0511 0.2669 0.044 Uiso 1 1 calc R . . H31C H 1.2036 -0.0571 0.2787 0.044 Uiso 1 1 calc R . . C11 C 0.7226(4) 0.08480(16) 0.02287(18) 0.0345(8) Uani 1 1 d . . . H11A H 0.6889 0.0384 0.0393 0.052 Uiso 1 1 calc R . . H11B H 0.8301 0.0821 0.0154 0.052 Uiso 1 1 calc R . . H11C H 0.6568 0.1000 -0.0333 0.052 Uiso 1 1 calc R . . C23 C 0.6524(3) -0.09793(16) 0.1741(2) 0.0345(8) Uani 1 1 d . . . H23A H 0.6137 -0.0594 0.1332 0.052 Uiso 1 1 calc R . . H23B H 0.6160 -0.0917 0.2302 0.052 Uiso 1 1 calc R . . H23C H 0.6142 -0.1427 0.1467 0.052 Uiso 1 1 calc R . . Cl2 Cl 1.20991(10) 0.28630(4) 0.32272(5) 0.03392(18) Uani 1 1 d . . . Cl1 Cl 1.18924(12) 0.25917(6) 0.13305(6) 0.0570(3) Uani 1 1 d . . . C1 C 1.0948(4) 0.25459(16) 0.22290(17) 0.0291(7) Uani 1 1 d . . . H1B H 1.0662 0.2052 0.2316 0.035 Uiso 1 1 calc R . . H1C H 0.9984 0.2824 0.2089 0.035 Uiso 1 1 calc R . . C13 C 0.5459(4) 0.1417(2) 0.1116(2) 0.0436(9) Uani 1 1 d . . . H13A H 0.5130 0.0953 0.1284 0.065 Uiso 1 1 calc R . . H13B H 0.4772 0.1574 0.0567 0.065 Uiso 1 1 calc R . . H13C H 0.5413 0.1753 0.1597 0.065 Uiso 1 1 calc R . . H1 H 0.754(3) 0.0571(13) 0.3162(17) 0.020(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 W1 0.01233(5) 0.01149(5) 0.01087(5) -0.00051(5) 0.00043(4) -0.00082(5) C21 0.0225(15) 0.0206(14) 0.0136(13) -0.0045(11) 0.0040(11) -0.0076(12) C30 0.0112(14) 0.0247(16) 0.0341(17) -0.0102(12) -0.0002(12) 0.0019(11) N1 0.0142(12) 0.0151(11) 0.0154(11) 0.0007(9) 0.0019(9) 0.0002(9) N2 0.0133(12) 0.0142(11) 0.0205(11) -0.0004(9) 0.0035(9) -0.0028(9) C2 0.0159(14) 0.0077(12) 0.0169(13) 0.0001(10) 0.0005(10) -0.0005(10) C40 0.0174(14) 0.0144(13) 0.0122(13) -0.0034(10) 0.0023(10) 0.0000(10) N5 0.0136(12) 0.0221(13) 0.0191(12) -0.0036(9) -0.0009(9) -0.0012(9) C42 0.0257(16) 0.0135(13) 0.0228(14) 0.0008(11) 0.0092(12) 0.0036(11) C32 0.0279(17) 0.0329(18) 0.0196(15) -0.0124(12) 0.0087(12) -0.0106(13) N4 0.0136(11) 0.0124(11) 0.0111(10) -0.0035(8) 0.0009(8) 0.0004(9) C10 0.0176(14) 0.0172(14) 0.0148(13) 0.0012(10) -0.0028(11) 0.0014(11) C20 0.0188(15) 0.0107(13) 0.0209(14) -0.0017(10) 0.0032(11) -0.0032(10) C22 0.044(2) 0.0190(15) 0.0209(15) -0.0036(12) 0.0080(13) -0.0031(13) N3 0.0142(12) 0.0140(11) 0.0143(11) -0.0025(8) 0.0034(9) 0.0000(8) C51 0.0252(17) 0.0263(15) 0.0187(14) -0.0048(12) -0.0068(12) 0.0063(13) C41 0.0286(17) 0.0175(14) 0.0163(14) 0.0011(11) 0.0078(12) 0.0009(12) C52 0.0149(15) 0.0349(18) 0.0342(17) -0.0113(14) 0.0002(13) -0.0060(13) C12 0.046(2) 0.0177(15) 0.0207(15) 0.0035(12) -0.0043(13) 0.0005(14) C31 0.0249(17) 0.0267(16) 0.0388(18) -0.0029(13) 0.0129(14) 0.0091(13) C11 0.056(2) 0.0226(16) 0.0185(15) -0.0021(12) -0.0074(14) 0.0074(15) C23 0.0227(17) 0.0209(16) 0.058(2) -0.0119(15) 0.0038(15) -0.0063(13) Cl2 0.0362(5) 0.0352(4) 0.0289(4) -0.0026(3) 0.0028(3) -0.0049(4) Cl1 0.0607(7) 0.0803(8) 0.0366(5) -0.0103(5) 0.0255(4) -0.0343(6) C1 0.0315(18) 0.0306(17) 0.0261(16) -0.0013(13) 0.0080(13) -0.0073(14) C13 0.0207(18) 0.071(3) 0.037(2) 0.0161(17) 0.0000(14) 0.0053(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 N2 1.752(2) . ? W1 N1 1.758(2) . ? W1 N3 2.149(2) . ? W1 N4 2.1603(19) . ? W1 C2 2.635(2) . ? C21 C20 1.562(4) . ? C30 N3 1.483(3) . ? C30 C32 1.511(4) . ? C30 C31 1.524(4) . ? N1 C10 1.456(3) . ? N2 C20 1.457(3) . ? C2 N4 1.327(3) . ? C2 N3 1.357(3) . ? C2 N5 1.364(3) . ? C40 N4 1.473(3) . ? C40 C41 1.516(4) . ? C40 C42 1.523(3) . ? N5 C52 1.453(3) . ? N5 C51 1.456(3) . ? C10 C13 1.516(4) . ? C10 C12 1.522(4) . ? C10 C11 1.526(4) . ? C20 C23 1.518(4) . ? C20 C22 1.523(4) . ? Cl2 C1 1.763(3) . ? Cl1 C1 1.744(3) . ? 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 N2 W1 N1 112.83(9) . . ? N2 W1 N3 106.97(9) . . ? N1 W1 N3 107.28(9) . . ? N2 W1 N4 125.19(9) . . ? N1 W1 N4 121.88(9) . . ? N3 W1 N4 60.77(8) . . ? N2 W1 C2 117.94(9) . . ? N1 W1 C2 121.12(9) . . ? N3 W1 C2 30.87(7) . . ? N4 W1 C2 30.09(8) . . ? N3 C30 C32 108.2(2) . . ? N3 C30 C31 111.0(2) . . ? C32 C30 C31 112.2(2) . . ? C10 N1 W1 158.56(18) . . ? C20 N2 W1 165.81(19) . . ? N4 C2 N3 108.6(2) . . ? N4 C2 N5 125.8(2) . . ? N3 C2 N5 125.6(2) . . ? N4 C2 W1 54.73(12) . . ? N3 C2 W1 54.34(12) . . ? N5 C2 W1 173.51(18) . . ? N4 C40 C41 110.5(2) . . ? N4 C40 C42 109.3(2) . . ? C41 C40 C42 111.2(2) . . ? C2 N5 C52 122.8(2) . . ? C2 N5 C51 121.8(2) . . ? C52 N5 C51 115.0(2) . . ? C2 N4 C40 125.4(2) . . ? C2 N4 W1 95.19(15) . . ? C40 N4 W1 135.00(16) . . ? N1 C10 C13 108.1(2) . . ? N1 C10 C12 109.6(2) . . ? C13 C10 C12 109.3(3) . . ? N1 C10 C11 109.4(2) . . ? C13 C10 C11 111.1(3) . . ? C12 C10 C11 109.4(2) . . ? N2 C20 C23 107.9(2) . . ? N2 C20 C22 109.6(2) . . ? C23 C20 C22 110.6(2) . . ? N2 C20 C21 109.9(2) . . ? C23 C20 C21 110.0(2) . . ? C22 C20 C21 108.8(2) . . ? C2 N3 C30 124.7(2) . . ? C2 N3 W1 94.79(15) . . ? C30 N3 W1 126.95(16) . . ? Cl1 C1 Cl2 112.33(17) . . ? 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 N2 W1 N1 C10 11.2(5) . . . . ? N3 W1 N1 C10 128.8(5) . . . . ? N4 W1 N1 C10 -165.3(5) . . . . ? C2 W1 N1 C10 159.2(5) . . . . ? N1 W1 N2 C20 -26.1(8) . . . . ? N3 W1 N2 C20 -143.8(7) . . . . ? N4 W1 N2 C20 150.3(7) . . . . ? C2 W1 N2 C20 -175.2(7) . . . . ? N2 W1 C2 N4 -112.69(16) . . . . ? N1 W1 C2 N4 100.88(16) . . . . ? N3 W1 C2 N4 171.4(2) . . . . ? N2 W1 C2 N3 75.91(16) . . . . ? N1 W1 C2 N3 -70.51(17) . . . . ? N4 W1 C2 N3 -171.4(2) . . . . ? N2 W1 C2 N5 -15.4(17) . . . . ? N1 W1 C2 N5 -161.8(17) . . . . ? N3 W1 C2 N5 -91.3(17) . . . . ? N4 W1 C2 N5 97.3(17) . . . . ? N4 C2 N5 C52 -155.4(3) . . . . ? N3 C2 N5 C52 25.3(4) . . . . ? W1 C2 N5 C52 112.0(17) . . . . ? N4 C2 N5 C51 32.8(4) . . . . ? N3 C2 N5 C51 -146.5(3) . . . . ? W1 C2 N5 C51 -59.8(18) . . . . ? N3 C2 N4 C40 -152.0(2) . . . . ? N5 C2 N4 C40 28.6(4) . . . . ? W1 C2 N4 C40 -159.4(3) . . . . ? N3 C2 N4 W1 7.4(2) . . . . ? N5 C2 N4 W1 -172.1(2) . . . . ? C41 C40 N4 C2 -130.5(3) . . . . ? C42 C40 N4 C2 106.8(3) . . . . ? C41 C40 N4 W1 79.2(3) . . . . ? C42 C40 N4 W1 -43.4(3) . . . . ? N2 W1 N4 C2 85.79(17) . . . . ? N1 W1 N4 C2 -98.07(16) . . . . ? N3 W1 N4 C2 -5.05(14) . . . . ? N2 W1 N4 C40 -118.2(2) . . . . ? N1 W1 N4 C40 58.0(2) . . . . ? N3 W1 N4 C40 151.0(2) . . . . ? C2 W1 N4 C40 156.0(3) . . . . ? W1 N1 C10 C13 81.4(5) . . . . ? W1 N1 C10 C12 -159.7(4) . . . . ? W1 N1 C10 C11 -39.7(6) . . . . ? W1 N2 C20 C23 -33.7(8) . . . . ? W1 N2 C20 C22 86.8(8) . . . . ? W1 N2 C20 C21 -153.7(7) . . . . ? N4 C2 N3 C30 -149.8(2) . . . . ? N5 C2 N3 C30 29.7(4) . . . . ? W1 C2 N3 C30 -142.3(3) . . . . ? N4 C2 N3 W1 -7.4(2) . . . . ? N5 C2 N3 W1 172.0(2) . . . . ? C32 C30 N3 C2 -178.6(2) . . . . ? C31 C30 N3 C2 57.8(3) . . . . ? C32 C30 N3 W1 51.0(3) . . . . ? C31 C30 N3 W1 -72.6(3) . . . . ? N2 W1 N3 C2 -116.38(15) . . . . ? N1 W1 N3 C2 122.31(15) . . . . ? N4 W1 N3 C2 4.93(13) . . . . ? N2 W1 N3 C30 24.7(2) . . . . ? N1 W1 N3 C30 -96.6(2) . . . . ? N4 W1 N3 C30 146.0(2) . . . . ? C2 W1 N3 C30 141.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.64 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 2.553 _refine_diff_density_min -0.928 _refine_diff_density_rms 0.099