# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1777 data_1 _publ_requested_journal ' Chem Commun ' _publ_contact_author: ; Bangbo Yan Division of Chemistry, School of Science, National Institute of Education Nanyang Technological University Singapore 259756 Fax: 65-4698928 email: yanbangbo@hotmail.com ; _audit_creation_date 'Thu Sept 7 08:57:58 2000' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C0.25 H0.25 N0.13 O0.38 W0.13' _chemical_formula_weight 33.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'W' 'W' -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M I4/mmm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z' 'y, -x, z' '-x, y, -z' 'x, -y, -z' 'y, x, -z' '-y, -x, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z+1/2' 'y+1/2, x+1/2, -z+1/2' '-y+1/2, -x+1/2, -z+1/2' '-x, -y, -z' 'x, y, -z' 'y, -x, -z' '-y, x, -z' 'x, -y, z' '-x, y, z' '-y, -x, z' 'y, x, z' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' 'x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z+1/2' '-y+1/2, -x+1/2, z+1/2' 'y+1/2, x+1/2, z+1/2' _cell_length_a 5.2288(7) _cell_length_b 5.2288(7) _cell_length_c 14.175(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 387.55(10) _cell_formula_units_Z 32 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 32 _cell_measurement_theta_min 2.90 _cell_measurement_theta_max 11.35 _exptl_crystal_description PLATE _exptl_crystal_colour YELLOW _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 4.660 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 29.664 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.1459 _exptl_absorpt_correction_T_max 0.8198 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '2\q/\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 4.37 _diffrn_reflns_number 405 _diffrn_reflns_av_R_equivalents 0.0491 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 4.15 _diffrn_reflns_theta_max 27.48 _reflns_number_total 158 _reflns_number_gt 152 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0536P)^2^+0.4564P] 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 SHELXL _refine_ls_extinction_coef 0.0047(13) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 158 _refine_ls_number_parameters 23 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0314 _refine_ls_R_factor_gt 0.0302 _refine_ls_wR_factor_ref 0.0805 _refine_ls_wR_factor_gt 0.0802 _refine_ls_goodness_of_fit_ref 1.189 _refine_ls_restrained_S_all 1.189 _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 W1 W 0.0000 0.0000 0.27173(6) 0.0178(5) Uani 1 8 d S . . O1 O 0.2500 0.2500 0.2500 0.071(8) Uani 1 4 d S . . O2 O 0.0000 0.0000 0.3906(15) 0.024(4) Uani 1 8 d S . . N1 N 0.0000 0.0000 0.0995(18) 0.023(4) Uani 1 8 d S . . C1 C 0.0000 0.216(3) 0.0493(18) 0.021(6) Uani 0.49(3) 2 d SP . 1 H1 H 0.0000 0.3718 0.0810 0.025 Uiso 1.0(3) 2 calc SPR . 1 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 0.0163(6) 0.0163(6) 0.0209(6) 0.000 0.000 0.000 O1 0.088(13) 0.088(13) 0.036(6) -0.004(6) -0.004(6) -0.060(15) O2 0.023(5) 0.023(5) 0.026(9) 0.000 0.000 0.000 N1 0.021(6) 0.021(6) 0.026(10) 0.000 0.000 0.000 C1 0.018(9) 0.007(10) 0.039(12) -0.001(8) 0.000 0.000 _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 O2 1.69(2) . ? W1 O1 1.8741(3) 2 ? W1 O1 1.8741(3) . ? W1 O1 1.8741(3) 4 ? W1 O1 1.8741(3) 3 ? W1 N1 2.44(2) . ? O1 W1 1.8741(3) 25 ? N1 C1 1.34(2) 2 ? N1 C1 1.34(2) 3 ? N1 C1 1.34(2) 4 ? N1 C1 1.34(2) . ? C1 C1 1.40(5) 18 ? 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 O2 W1 O1 99.46(3) . 2 ? O2 W1 O1 99.46(3) . . ? O1 W1 O1 161.08(5) 2 . ? O2 W1 O1 99.46(3) . 4 ? O1 W1 O1 88.452(9) 2 4 ? O1 W1 O1 88.452(9) . 4 ? O2 W1 O1 99.46(3) . 3 ? O1 W1 O1 88.452(9) 2 3 ? O1 W1 O1 88.452(9) . 3 ? O1 W1 O1 161.08(5) 4 3 ? O2 W1 N1 180.000(2) . . ? O1 W1 N1 80.54(3) 2 . ? O1 W1 N1 80.54(3) . . ? O1 W1 N1 80.54(3) 4 . ? O1 W1 N1 80.54(3) 3 . ? W1 O1 W1 180.0 25 . ? C1 N1 C1 73.5(13) 2 3 ? C1 N1 C1 73.5(13) 2 4 ? C1 N1 C1 116(3) 3 4 ? C1 N1 C1 116(3) 2 . ? C1 N1 C1 73.5(13) 3 . ? C1 N1 C1 73.5(13) 4 . ? C1 N1 W1 122.2(14) 2 . ? C1 N1 W1 122.2(14) 3 . ? C1 N1 W1 122.2(14) 4 . ? C1 N1 W1 122.2(14) . . ? N1 C1 C1 122.2(14) . 18 ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 1.401 _refine_diff_density_min -1.627 _refine_diff_density_rms 0.377 data_2 _publ_requested_journal ' Chem Commun ' _publ_contact_author: ; Bangbo Yan Division of Chemistry, School of Science, National Institute of Education Nanyang Technological University Singapore 259756 Fax: 65-4698928 email: yanbangbo@hotmail.com ; _audit_creation_date 'Thu Sept 7 08:57:58 2000' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C2.50 H2 N0.50 O1.50 W0.50' _chemical_formula_weight 154.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'W' 'W' -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Cmca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z+1/2' '-x, y+1/2, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1, z+1/2' '-x+1/2, y+1, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y-1/2, -z-1/2' 'x, -y-1/2, z-1/2' '-x, y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, y, -z-1/2' 'x+1/2, -y, z-1/2' '-x+1/2, y+1/2, z' _cell_length_a 7.4733(15) _cell_length_b 7.3927(15) _cell_length_c 22.570(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1246.9(4) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 33 _cell_measurement_theta_min 3.63 _cell_measurement_theta_max 12.65 _exptl_crystal_description PLATE _exptl_crystal_colour YELLOW _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 3.302 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 18.462 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2375 _exptl_absorpt_correction_T_max 0.7906 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '2\q/\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 43.98 _diffrn_reflns_number 2482 _diffrn_reflns_av_R_equivalents 0.0913 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 3.98 _diffrn_reflns_theta_max 25.01 _reflns_number_total 581 _reflns_number_gt 501 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0496P)^2^+5.5404P] 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 SHELXL _refine_ls_extinction_coef 0.00094(19) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 581 _refine_ls_number_parameters 81 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0445 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0811 _refine_ls_wR_factor_gt 0.0776 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.361 _refine_ls_shift/su_mean 0.005 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 0.0000 0.04674(7) 0.26363(3) 0.0195(3) Uani 1 2 d S . . O1 O 0.0000 0.0466(13) 0.3380(5) 0.019(2) Uani 1 2 d S . . O2 O -0.2500 0.044(2) 0.2500 0.049(4) Uani 1 2 d S . . O3 O 0.0000 0.2926(17) 0.2488(6) 0.051(4) Uani 1 2 d S . . N1 N 0.0000 0.0347(18) 0.1571(7) 0.024(3) Uani 1 2 d S . . C1 C -0.098(2) 0.134(3) 0.1244(8) 0.020(7) Uani 0.53(5) 1 d P A 1 H1A H -0.1664 0.2223 0.1430 0.024 Uiso 0.7(2) 1 calc PR A 1 C2 C 0.120(3) -0.079(3) 0.1270(10) 0.020(7) Uani 0.49(5) 1 d P A 1 H2A H 0.2005 -0.1462 0.1494 0.024 Uiso 1.0(2) 1 calc PR A 1 C3 C -0.110(2) 0.122(3) 0.0643(10) 0.017(7) Uani 0.46(4) 1 d P A 1 H3A H -0.1939 0.1915 0.0443 0.020 Uiso 0.4(3) 1 calc PR A 1 C4 C 0.125(3) -0.097(3) 0.0679(9) 0.016(7) Uani 0.47(4) 1 d P A 1 H4A H 0.2058 -0.1751 0.0499 0.019 Uiso 0.5(3) 1 calc PR A 1 C5 C 0.0000 0.009(2) 0.0327(6) 0.021(3) Uani 1 2 d S . . 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 0.0357(4) 0.0096(4) 0.0132(4) -0.0002(3) 0.000 0.000 O1 0.025(5) 0.015(5) 0.017(6) -0.002(4) 0.000 0.000 O2 0.023(5) 0.103(14) 0.019(6) 0.000 0.001(5) 0.000 O3 0.118(13) 0.015(6) 0.019(6) -0.005(6) 0.000 0.000 N1 0.035(6) 0.026(7) 0.012(7) 0.003(6) 0.000 0.000 C1 0.030(11) 0.026(12) 0.004(10) 0.003(8) 0.000(7) 0.020(9) C2 0.022(11) 0.020(13) 0.017(13) 0.010(8) -0.010(8) 0.010(7) C3 0.020(12) 0.022(12) 0.010(13) -0.003(9) -0.003(8) 0.012(8) C4 0.030(12) 0.018(12) 0.000(11) 0.003(8) 0.006(8) 0.012(8) C5 0.024(7) 0.030(9) 0.009(9) 0.002(7) 0.000 0.000 _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 O1 1.679(11) . ? W1 O3 1.848(13) . ? W1 O2 1.8936(4) . ? W1 O2 1.8936(4) 14_556 ? W1 O3 1.900(13) 10_556 ? W1 N1 2.407(14) . ? O2 W1 1.8936(4) 14_456 ? O3 W1 1.900(13) 10_566 ? N1 C1 1.27(2) 12 ? N1 C1 1.27(2) . ? N1 C2 1.40(2) 12 ? N1 C2 1.40(2) . ? C1 C3 1.36(3) . ? C2 C4 1.34(3) . ? C3 C5 1.37(2) . ? C4 C5 1.45(2) . ? C5 C3 1.37(2) 12 ? C5 C4 1.45(2) 12 ? C5 C5 1.48(3) 9 ? 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 O1 W1 O3 100.5(5) . . ? O1 W1 O2 99.35(2) . . ? O3 W1 O2 88.9(5) . . ? O1 W1 O2 99.35(2) . 14_556 ? O3 W1 O2 88.9(5) . 14_556 ? O2 W1 O2 161.26(7) . 14_556 ? O1 W1 O3 98.5(5) . 10_556 ? O3 W1 O3 161.07(5) . 10_556 ? O2 W1 O3 88.1(5) . 10_556 ? O2 W1 O3 88.1(5) 14_556 10_556 ? O1 W1 N1 177.9(4) . . ? O3 W1 N1 81.7(5) . . ? O2 W1 N1 80.64(3) . . ? O2 W1 N1 80.64(3) 14_556 . ? O3 W1 N1 79.4(5) 10_556 . ? W1 O2 W1 178.9(10) . 14_456 ? W1 O3 W1 178.0(8) . 10_566 ? C1 N1 C1 70(2) 12 . ? C1 N1 C2 115.6(16) 12 12 ? C1 N1 C2 72.5(13) . 12 ? C1 N1 C2 72.5(13) 12 . ? C1 N1 C2 115.6(16) . . ? C2 N1 C2 79.2(18) 12 . ? C1 N1 W1 123.9(11) 12 . ? C1 N1 W1 123.9(11) . . ? C2 N1 W1 120.4(11) 12 . ? C2 N1 W1 120.4(11) . . ? N1 C1 C3 125.2(17) . . ? C4 C2 N1 123.9(17) . . ? C1 C3 C5 121.2(16) . . ? C2 C4 C5 118.2(17) . . ? C3 C5 C3 73.5(19) 12 . ? C3 C5 C4 115.4(15) 12 12 ? C3 C5 C4 70.2(13) . 12 ? C3 C5 C4 70.2(13) 12 . ? C3 C5 C4 115.4(15) . . ? C4 C5 C4 79.8(18) 12 . ? C3 C5 C5 124.8(14) 12 9 ? C3 C5 C5 124.8(14) . 9 ? C4 C5 C5 119.8(14) 12 9 ? C4 C5 C5 119.8(14) . 9 ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 1.262 _refine_diff_density_min -1.378 _refine_diff_density_rms 0.297 data_3 _publ_requested_journal ' Chem Commun ' _publ_contact_author: ; Bangbo Yan Division of Chemistry, School of Science, National Institute of Education Nanyang Technological University Singapore 259756 Fax: 65-4698928 email: yanbangbo@hotmail.com ; _audit_creation_date 'Thu SEPT 7 08:57:58 2000' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C2 H10 N2 O10 W3' _chemical_formula_weight 773.67 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 7.343(2) _cell_length_b 7.373(3) _cell_length_c 9.889(3) _cell_angle_alpha 93.99(2) _cell_angle_beta 109.714(16) _cell_angle_gamma 91.23(2) _cell_volume 502.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 20 _cell_measurement_theta_min 2.97 _cell_measurement_theta_max 12.75 _exptl_crystal_description PLATE _exptl_crystal_colour COLORLESS _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 5.116 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 676 _exptl_absorpt_coefficient_mu 34.326 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.0425 _exptl_absorpt_correction_T_max 0.1699 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '2\q/\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 8.90 _diffrn_reflns_number 3542 _diffrn_reflns_av_R_equivalents 0.0557 _diffrn_reflns_av_sigmaI/netI 0.0507 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 29.99 _reflns_number_total 2912 _reflns_number_gt 2507 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0659P)^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 SHELXL _refine_ls_extinction_coef 0.0220(7) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2912 _refine_ls_number_parameters 155 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0502 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_ref 0.1021 _refine_ls_wR_factor_gt 0.0969 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.238 _refine_ls_shift/su_mean 0.002 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 0.52926(5) -0.40790(5) 1.65968(4) 0.00465(13) Uani 1 1 d . . . W2 W 0.15582(5) -0.20313(5) 1.35952(4) 0.00480(13) Uani 1 1 d . . . W3 W 0.66524(5) -0.17717(5) 1.36282(4) 0.00482(13) Uani 1 1 d . . . O1 O 0.4301(10) -0.1119(10) 1.3599(9) 0.0079(14) Uani 1 1 d . . . O2 O 0.1864(11) 0.0278(10) 1.4743(9) 0.0073(14) Uani 1 1 d . . . O3 O 0.6574(12) -0.2621(12) 1.8063(10) 0.0139(16) Uani 1 1 d . . . O4 O -0.0610(10) -0.2853(10) 1.3901(9) 0.0076(14) Uani 1 1 d . . . O5 O 0.7629(10) -0.5856(11) 1.7023(8) 0.0093(14) Uani 1 1 d . . . O6 O 0.6324(10) -0.3646(10) 1.5145(8) 0.0058(13) Uani 1 1 d . . . O7 O 0.0468(11) -0.1077(12) 1.1961(9) 0.0118(15) Uani 1 1 d . . . O8 O 0.3159(10) -0.2849(11) 1.5779(8) 0.0073(14) Uani 1 1 d . . . O9 O 0.4230(10) -0.5866(10) 1.7463(8) 0.0063(13) Uani 1 1 d . . . O10 O 0.6749(11) -0.0598(12) 1.2201(10) 0.0118(16) Uani 1 1 d . . . N1 N 0.0421(14) -0.2861(17) 0.7240(12) 0.018(2) Uani 1 1 d . . . H1 H -0.0657 -0.3497 0.6709 0.027 Uiso 1 1 calc R . . H2 H 0.1313 -0.2986 0.6819 0.027 Uiso 1 1 calc R . . H3 H 0.0168 -0.1690 0.7319 0.027 Uiso 1 1 calc R . . N2 N 0.2700(15) -0.0711(15) 1.0228(12) 0.016(2) Uani 1 1 d . . . H4 H 0.3827 -0.0200 1.0808 0.024 Uiso 1 1 calc R . . H5 H 0.1881 -0.0778 1.0714 0.024 Uiso 1 1 calc R . . H6 H 0.2209 -0.0040 0.9487 0.024 Uiso 1 1 calc R . . C1 C 0.2998(17) -0.2538(16) 0.9697(14) 0.015(2) Uani 1 1 d . . . H7 H 0.3557 -0.3250 1.0514 0.018 Uiso 1 1 calc R . . H8 H 0.3923 -0.2453 0.9196 0.018 Uiso 1 1 calc R . . C2 C 0.1147(16) -0.3535(17) 0.8682(13) 0.013(2) Uani 1 1 d . . . H9 H 0.1386 -0.4818 0.8581 0.016 Uiso 1 1 calc R . . H10 H 0.0147 -0.3427 0.9117 0.016 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 0.00590(18) 0.0059(2) 0.00199(19) -0.00014(14) 0.00121(13) 0.00092(13) W2 0.00444(18) 0.0063(2) 0.0031(2) -0.00022(14) 0.00074(14) 0.00091(13) W3 0.00513(18) 0.0063(2) 0.0029(2) 0.00048(14) 0.00119(14) 0.00035(13) O1 0.005(3) 0.008(3) 0.011(4) -0.002(3) 0.003(3) -0.002(2) O2 0.009(3) 0.006(3) 0.006(3) -0.002(3) 0.002(3) -0.002(3) O3 0.020(4) 0.012(4) 0.007(4) -0.002(3) 0.002(3) 0.004(3) O4 0.005(3) 0.009(3) 0.004(3) -0.004(3) -0.004(3) 0.001(2) O5 0.007(3) 0.016(4) 0.002(3) 0.002(3) -0.003(3) 0.002(3) O6 0.007(3) 0.004(3) 0.008(4) 0.000(3) 0.004(3) -0.002(2) O7 0.008(3) 0.018(4) 0.008(4) 0.002(3) 0.001(3) -0.001(3) O8 0.007(3) 0.012(4) 0.000(3) -0.001(3) -0.003(3) 0.002(3) O9 0.010(3) 0.007(3) 0.004(3) 0.005(3) 0.004(3) 0.003(3) O10 0.011(3) 0.014(4) 0.013(4) 0.008(3) 0.006(3) 0.005(3) N1 0.010(4) 0.033(6) 0.013(5) 0.004(5) 0.008(4) 0.001(4) N2 0.021(5) 0.015(5) 0.010(5) -0.003(4) 0.004(4) -0.006(4) C1 0.019(5) 0.010(5) 0.016(6) 0.007(4) 0.005(5) 0.004(4) C2 0.011(4) 0.016(5) 0.008(5) 0.001(4) -0.002(4) -0.004(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 O3 1.722(9) . ? W1 O8 1.800(7) . ? W1 O6 1.877(7) . ? W1 O9 1.908(7) . ? W1 O5 2.127(8) . ? W1 O6 2.307(7) 2_648 ? W2 O7 1.749(9) . ? W2 O4 1.817(8) . ? W2 O5 1.819(8) 2_648 ? W2 O2 1.944(8) . ? W2 O1 2.108(7) . ? W2 O8 2.216(8) . ? W3 O10 1.726(9) . ? W3 O1 1.794(7) . ? W3 O2 1.874(8) 2_658 ? W3 O9 1.959(8) 2_648 ? W3 O4 2.117(7) 1_655 ? W3 O6 2.176(8) . ? O2 W3 1.874(8) 2_658 ? O4 W3 2.117(7) 1_455 ? O5 W2 1.819(8) 2_648 ? O6 W1 2.307(7) 2_648 ? O9 W3 1.959(8) 2_648 ? N1 C2 1.471(16) . ? N2 C1 1.460(16) . ? C1 C2 1.526(16) . ? 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 O3 W1 O8 102.3(4) . . ? O3 W1 O6 106.0(4) . . ? O8 W1 O6 93.1(3) . . ? O3 W1 O9 102.0(4) . . ? O8 W1 O9 99.8(3) . . ? O6 W1 O9 145.8(3) . . ? O3 W1 O5 91.1(4) . . ? O8 W1 O5 165.4(3) . . ? O6 W1 O5 77.4(3) . . ? O9 W1 O5 82.8(3) . . ? O3 W1 O6 171.9(4) . 2_648 ? O8 W1 O6 83.4(3) . 2_648 ? O6 W1 O6 79.2(3) . 2_648 ? O9 W1 O6 71.0(3) . 2_648 ? O5 W1 O6 83.9(3) . 2_648 ? O7 W2 O4 99.0(4) . . ? O7 W2 O5 101.0(4) . 2_648 ? O4 W2 O5 100.8(3) . 2_648 ? O7 W2 O2 93.8(4) . . ? O4 W2 O2 96.3(3) . . ? O5 W2 O2 155.3(3) 2_648 . ? O7 W2 O1 89.8(3) . . ? O4 W2 O1 170.7(3) . . ? O5 W2 O1 80.2(3) 2_648 . ? O2 W2 O1 80.2(3) . . ? O7 W2 O8 171.7(3) . . ? O4 W2 O8 85.9(3) . . ? O5 W2 O8 84.6(3) 2_648 . ? O2 W2 O8 78.9(3) . . ? O1 W2 O8 85.0(3) . . ? O10 W3 O1 97.5(4) . . ? O10 W3 O2 103.8(4) . 2_658 ? O1 W3 O2 98.0(3) . 2_658 ? O10 W3 O9 96.9(4) . 2_648 ? O1 W3 O9 95.7(3) . 2_648 ? O2 W3 O9 153.3(4) 2_658 2_648 ? O10 W3 O4 91.7(3) . 1_655 ? O1 W3 O4 170.6(3) . 1_655 ? O2 W3 O4 81.4(3) 2_658 1_655 ? O9 W3 O4 81.4(3) 2_648 1_655 ? O10 W3 O6 170.0(4) . . ? O1 W3 O6 83.0(3) . . ? O2 W3 O6 85.9(3) 2_658 . ? O9 W3 O6 73.2(3) 2_648 . ? O4 W3 O6 87.6(3) 1_655 . ? W3 O1 W2 145.8(4) . . ? W3 O2 W2 147.9(5) 2_658 . ? W2 O4 W3 133.9(4) . 1_455 ? W2 O5 W1 144.3(4) 2_648 . ? W1 O6 W3 147.0(4) . . ? W1 O6 W1 100.8(3) . 2_648 ? W3 O6 W1 95.1(3) . 2_648 ? W1 O8 W2 136.3(4) . . ? W1 O9 W3 117.7(4) . 2_648 ? N2 C1 C2 113.7(10) . . ? N1 C2 C1 114.3(10) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 29.99 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 3.929 _refine_diff_density_min -3.698 _refine_diff_density_rms 0.691