Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Nangia, Ashwini' 'Jetti, Ram K. R.' 'Lam, Chi-Keung' 'Mak, Thomas C. W.' 'Thallapally, Praveen K.' _publ_contact_author_name 'Dr Ashwini Nangia' _publ_contact_author_address ; Chemistry University of Hyderabad School of Chemistry, University of Hyderabad 500 046 INDIA ; _publ_contact_author_email 'ANSC@UOHYD.ERNET.IN' _publ_section_title ; Tris(4-nitrophenoxy)-1,3,5-triazine: a hexagonal host framework stabilised by the NO2-trimer supramolecular synthon ; data_2(2).(C6H6) _database_code_CSD 181645 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,4,6-Tris-(4-nitrophenoxy)-1,3,5-triazine, Benzene solvate ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H30 N12 O18' _chemical_formula_weight 1062.84 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' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 14.195(2) _cell_length_b 14.195(2) _cell_length_c 20.941(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3654.3(11) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 86 _cell_measurement_theta_min -30 _cell_measurement_theta_max 30 _exptl_crystal_description polyhedron _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.449 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1638 _exptl_absorpt_coefficient_mu 0.114 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 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 SMART CCD 1000 diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6308 _diffrn_reflns_av_R_equivalents 0.6054 _diffrn_reflns_av_sigmaI/netI 0.2895 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 24.03 _reflns_number_total 1286 _reflns_number_gt 356 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART for Windows NT, Bruker AXS, Inc., Madison, Wisconsin, USA (1997)' _computing_cell_refinement ; SAINT-PLUS for WINDOWS NT Version 5.0, Bruker AXS, Inc., Madison, Wisconsin, USA (1997) ; _computing_data_reduction ; SAINT-PLUS for WINDOWS NT Version 5.0, Bruker AXS, Inc., Madison, Wisconsin, USA (1997 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976) and PLUTON (Spek, 1992)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0500P)^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 0.012(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1286 _refine_ls_number_parameters 113 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.2345 _refine_ls_R_factor_gt 0.1519 _refine_ls_wR_factor_ref 0.3574 _refine_ls_wR_factor_gt 0.3102 _refine_ls_goodness_of_fit_ref 1.873 _refine_ls_restrained_S_all 1.884 _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 N1 N 0.1104(5) 0.0407(6) 0.0813(2) 0.069(2) Uani 1 1 d . . . C1 C 0.0661(7) 0.1018(6) 0.0805(3) 0.065(2) Uani 1 1 d . . . O1 O 0.1297(5) 0.2119(5) 0.0808(2) 0.078(2) Uani 1 1 d . . . C2 C 0.2408(7) 0.2557(6) 0.0718(3) 0.076(3) Uani 1 1 d . . . C3 C 0.2843(8) 0.2867(7) 0.0145(3) 0.079(2) Uani 1 1 d . . . H3A H 0.2395 0.2746 -0.0206 0.095 Uiso 1 1 calc R . . C4 C 0.3939(10) 0.3359(9) 0.0061(4) 0.107(4) Uani 1 1 d . . . H4A H 0.4234 0.3548 -0.0347 0.128 Uiso 1 1 calc R . . C5 C 0.4619(7) 0.3580(8) 0.0587(4) 0.080(3) Uani 1 1 d . . . C6 C 0.4128(9) 0.3250(10) 0.1181(4) 0.117(4) Uani 1 1 d . . . H6A H 0.4574 0.3387 0.1535 0.140 Uiso 1 1 calc R . . C7 C 0.3068(9) 0.2753(9) 0.1272(3) 0.095(3) Uani 1 1 d . . . H7A H 0.2765 0.2540 0.1677 0.115 Uiso 1 1 calc R . . N2 N 0.5757(8) 0.4149(8) 0.0516(5) 0.107(3) Uani 1 1 d . . . O2 O 0.6170(6) 0.4361(7) -0.0031(4) 0.139(3) Uani 1 1 d . . . O3 O 0.6345(6) 0.4427(8) 0.0992(4) 0.144(3) Uani 1 1 d . . . C8 C 0.04452(17) 0.11293(11) 0.5000 0.247(9) Uiso 1 1 d D . . H8A H 0.0753 0.1905 0.5000 0.280 Uiso 0.50 1 d P . . C8A C 0.11293(11) 0.0683 0.5000 0.170 Uiso 0.00 1 d PD . . C8B C -0.0683 0.04452(17) 0.5000 0.170 Uiso 0.00 1 d PD . . C8C C -0.04452(17) -0.11293(11) 0.5000 0.170 Uiso 0.00 1 d PD . . 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 N1 0.082(5) 0.088(6) 0.046(3) 0.000(3) -0.005(3) 0.049(5) C1 0.072(6) 0.066(5) 0.051(4) -0.002(3) 0.001(4) 0.030(5) O1 0.082(5) 0.073(4) 0.083(3) -0.004(2) -0.006(3) 0.040(3) C2 0.073(6) 0.075(6) 0.079(5) -0.013(4) -0.009(4) 0.036(5) C3 0.071(6) 0.090(7) 0.062(4) 0.002(4) -0.001(4) 0.031(5) C4 0.141(11) 0.097(7) 0.078(5) 0.002(5) 0.016(6) 0.056(8) C5 0.073(6) 0.087(7) 0.078(5) -0.004(4) -0.003(4) 0.039(5) C6 0.093(9) 0.140(10) 0.089(6) -0.002(6) -0.035(6) 0.038(7) C7 0.082(7) 0.126(8) 0.072(5) 0.002(5) -0.010(4) 0.048(6) N2 0.089(7) 0.092(6) 0.139(7) -0.013(6) 0.000(6) 0.043(5) O2 0.094(6) 0.142(7) 0.156(6) -0.004(5) 0.024(5) 0.041(5) O3 0.074(5) 0.176(8) 0.159(6) -0.040(5) -0.035(4) 0.045(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.301(8) . ? N1 C1 1.348(9) 3 ? C1 N1 1.348(8) 2 ? C1 O1 1.359(9) . ? O1 C2 1.389(9) . ? C2 C3 1.322(10) . ? C2 C7 1.428(11) . ? C3 C4 1.360(13) . ? C4 C5 1.393(12) . ? C5 C6 1.387(12) . ? C5 N2 1.407(13) . ? C6 C7 1.319(13) . ? N2 O3 1.233(9) . ? N2 O2 1.253(9) . ? C8 C8B 1.3974(18) . ? C8 C8 1.3986(12) 12_556 ? C8 C8 1.3986(12) 11_556 ? C8 C8A 1.400(2) . ? C8A C8 0.0015(18) 11_556 ? C8B C8 0.0016(18) 12_556 ? 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 N1 C1 112.2(8) . 3 ? N1 C1 N1 127.7(8) . 2 ? N1 C1 O1 120.2(8) . . ? N1 C1 O1 112.1(7) 2 . ? C1 O1 C2 117.8(6) . . ? C3 C2 O1 120.6(7) . . ? C3 C2 C7 121.4(9) . . ? O1 C2 C7 117.7(7) . . ? C2 C3 C4 120.9(8) . . ? C3 C4 C5 119.9(8) . . ? C6 C5 C4 117.3(9) . . ? C6 C5 N2 121.8(9) . . ? C4 C5 N2 120.8(9) . . ? C7 C6 C5 123.9(8) . . ? C6 C7 C2 116.6(7) . . ? O3 N2 O2 120.2(10) . . ? O3 N2 C5 119.9(9) . . ? O2 N2 C5 120.0(9) . . ? C8B C8 C8 0.04(4) . 12_556 ? C8B C8 C8 119.96(4) . 11_556 ? C8 C8 C8 120.000(1) 12_556 11_556 ? C8B C8 C8A 119.92(9) . . ? C8 C8 C8A 119.96(5) 12_556 . ? C8 C8 C8A 0.04(5) 11_556 . ? C8 C8A C8 37(10) 11_556 . ? C8 C8B C8 143(10) 12_556 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 24.03 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.587 _refine_diff_density_min -0.424 _refine_diff_density_rms 0.106 #=========================================================> data_(2).3(CHCl3) _database_code_CSD 181646 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,4,6-Tris-(4-nitrophenoxy)-1,3,5-triazine, Chloroform solvate ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H15 Cl9 N6 O9' _chemical_formula_weight 850.47 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M P63 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, z+1/2' 'y, -x+y, z+1/2' 'x-y, x, z+1/2' _cell_length_a 14.6173(11) _cell_length_b 14.6173(11) _cell_length_c 8.3838(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1551.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 98 _cell_measurement_theta_min -30 _cell_measurement_theta_max 30 _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.29 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.821 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 852 _exptl_absorpt_coefficient_mu 0.876 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 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 SMART CCD 1000 diffractometer' _diffrn_measurement_method 'Omega Scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9383 _diffrn_reflns_av_R_equivalents 0.0972 _diffrn_reflns_av_sigmaI/netI 0.0444 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 26.04 _reflns_number_total 2034 _reflns_number_gt 1343 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART for Windows NT, Bruker AXS, Inc., Madison, Wisconsin, USA (1997)' _computing_cell_refinement ; SAINT-PLUS for WINDOWS NT Version 5.0, Bruker AXS, Inc., Madison, Wisconsin, USA (1997) ; _computing_data_reduction ; SAINT-PLUS for WINDOWS NT Version 5.0, Bruker AXS, Inc., Madison, Wisconsin, USA (1997) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976) and PLUTON (Spek, 1992)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1072P)^2^+0.4282P] 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 0.010(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.7(2) _refine_ls_number_reflns 2034 _refine_ls_number_parameters 161 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0846 _refine_ls_R_factor_gt 0.0569 _refine_ls_wR_factor_ref 0.1953 _refine_ls_wR_factor_gt 0.1654 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.6346(2) 0.4071(2) 0.2426(9) 0.0501(7) Uani 1 1 d . . . C1 C 0.5687(3) 0.3043(3) 0.2451(10) 0.0475(8) Uani 1 1 d . . . O1 O 0.46507(18) 0.26777(18) 0.2415(9) 0.0632(8) Uani 1 1 d . . . C2 C 0.4270(3) 0.3381(3) 0.2448(11) 0.0553(9) Uani 1 1 d . . . C3 C 0.4042(9) 0.3703(8) 0.0974(11) 0.078(3) Uani 1 1 d . . . H3A H 0.4240 0.3539 0.0010 0.093 Uiso 1 1 calc R . . C4 C 0.3522(8) 0.4260(7) 0.1021(10) 0.078(3) Uani 1 1 d . . . H4A H 0.3340 0.4460 0.0073 0.094 Uiso 1 1 calc R . . C5 C 0.3271(3) 0.4519(3) 0.2413(12) 0.0532(9) Uani 1 1 d . . . C6 C 0.3554(6) 0.4280(7) 0.3851(10) 0.073(2) Uani 1 1 d . . . H6A H 0.3424 0.4517 0.4808 0.088 Uiso 1 1 calc R . . C7 C 0.4048(8) 0.3663(8) 0.3821(11) 0.077(2) Uani 1 1 d . . . H7A H 0.4217 0.3454 0.4772 0.093 Uiso 1 1 calc R . . N2 N 0.2667(2) 0.5070(2) 0.2384(12) 0.0628(9) Uani 1 1 d . . . O2 O 0.2406(5) 0.5251(6) 0.1143(8) 0.0847(19) Uani 1 1 d . . . O3 O 0.2438(5) 0.5305(6) 0.3693(10) 0.0912(19) Uani 1 1 d . . . Cl1 Cl 0.2014(2) 0.24039(14) 0.7375(8) 0.0941(7) Uani 0.80 1 d P . . Cl2 Cl 0.2029(7) 0.1836(8) 0.8076(4) 0.159(3) Uani 0.80 1 d P . . Cl3 Cl 0.2323(3) 0.1889(6) 0.7330(14) 0.158(2) Uani 0.80 1 d P . . Cl4 Cl 0.2264(7) 0.2148(7) 0.6734(10) 0.0677(19) Uiso 0.30 1 d P . . Cl5 Cl 0.1811(11) 0.1693(9) 0.6699(13) 0.072(3) Uiso 0.20 1 d P . . Cl6 Cl 0.1048(18) 0.1500(16) 0.835(3) 0.101(5) Uiso 0.10 1 d P . . C21 C 0.1725(16) 0.0851(15) 1.005(2) 0.063(5) Uiso 0.33 1 d P . . C22 C -0.0024(12) 0.0897(12) 0.724(4) 0.082(4) Uiso 0.33 1 d P . . C23 C 0.110(2) 0.194(3) 0.988(4) 0.105(9) Uiso 0.33 1 d P . . 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 N1 0.0459(15) 0.0460(14) 0.0594(16) 0.002(3) -0.003(3) 0.0237(12) C1 0.0436(16) 0.0481(17) 0.0525(19) -0.009(3) -0.007(3) 0.0244(14) O1 0.0422(13) 0.0480(13) 0.100(2) 0.011(3) 0.013(3) 0.0229(10) C2 0.0388(16) 0.0489(18) 0.078(2) 0.005(4) 0.016(4) 0.0216(14) C3 0.108(7) 0.101(7) 0.064(4) -0.018(4) -0.008(4) 0.082(6) C4 0.115(8) 0.087(6) 0.064(4) -0.009(4) -0.020(4) 0.074(6) C5 0.0424(17) 0.0499(18) 0.068(2) 0.005(4) 0.013(4) 0.0236(14) C6 0.076(6) 0.104(6) 0.063(4) -0.015(4) -0.017(3) 0.062(5) C7 0.087(6) 0.099(7) 0.065(4) -0.016(4) -0.022(4) 0.061(5) N2 0.0461(16) 0.0505(16) 0.091(3) -0.003(4) 0.004(4) 0.0238(14) O2 0.100(5) 0.111(5) 0.081(4) -0.009(3) -0.024(3) 0.082(5) O3 0.081(4) 0.082(4) 0.122(5) -0.010(3) 0.017(4) 0.048(4) Cl1 0.1140(17) 0.0538(9) 0.0972(17) 0.0002(18) -0.001(3) 0.0289(9) Cl2 0.179(6) 0.296(8) 0.061(2) -0.040(3) -0.040(3) 0.164(6) Cl3 0.0603(14) 0.250(6) 0.140(6) 0.035(6) 0.023(4) 0.0599(19) _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 N1 C1 1.319(4) . ? N1 C1 1.336(4) 3_665 ? C1 O1 1.330(4) . ? C1 N1 1.336(4) 2_655 ? O1 C2 1.393(4) . ? C2 C7 1.316(11) . ? C2 C3 1.420(12) . ? C3 C4 1.364(12) . ? C4 C5 1.334(12) . ? C5 C6 1.375(12) . ? C5 N2 1.462(5) . ? C6 C7 1.410(13) . ? N2 O2 1.183(11) . ? N2 O3 1.245(12) . ? Cl1 Cl4 0.836(8) . ? Cl1 Cl2 1.026(8) . ? Cl1 Cl3 1.055(8) . ? Cl1 Cl5 1.086(11) . ? Cl1 Cl6 1.60(2) . ? Cl2 Cl3 0.741(8) . ? Cl2 Cl5 1.188(11) . ? Cl2 Cl4 1.198(10) . ? Cl2 Cl6 1.28(2) . ? Cl2 C23 2.09(3) . ? Cl2 C21 2.09(2) . ? Cl3 Cl4 0.658(11) . ? Cl3 Cl5 0.841(13) . ? Cl3 Cl6 1.86(2) . ? Cl4 Cl5 0.664(12) . ? Cl4 Cl6 2.05(3) . ? Cl5 Cl6 1.71(3) . ? Cl5 C21 1.96(2) 6_554 ? Cl5 C23 2.04(3) 5_554 ? Cl5 C22 2.16(2) 3 ? Cl6 C23 1.41(4) . ? Cl6 C22 1.65(3) . ? Cl6 C21 2.20(3) . ? C21 Cl5 1.96(2) 5 ? C22 Cl5 2.163(19) 2 ? C23 Cl5 2.04(3) 6 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C1 112.5(3) . 3_665 ? N1 C1 O1 119.6(3) . . ? N1 C1 N1 127.4(3) . 2_655 ? O1 C1 N1 112.9(3) . 2_655 ? C1 O1 C2 119.9(3) . . ? C7 C2 O1 120.0(7) . . ? C7 C2 C3 121.5(4) . . ? O1 C2 C3 118.3(7) . . ? C4 C3 C2 117.8(7) . . ? C5 C4 C3 120.6(7) . . ? C4 C5 C6 122.3(3) . . ? C4 C5 N2 118.0(9) . . ? C6 C5 N2 119.7(9) . . ? C5 C6 C7 117.5(6) . . ? C2 C7 C6 120.1(7) . . ? O2 N2 O3 123.5(3) . . ? O2 N2 C5 119.3(9) . . ? O3 N2 C5 117.2(9) . . ? Cl4 Cl1 Cl2 79.3(6) . . ? Cl4 Cl1 Cl3 38.6(8) . . ? Cl2 Cl1 Cl3 41.7(4) . . ? Cl4 Cl1 Cl5 37.7(8) . . ? Cl2 Cl1 Cl5 68.4(6) . . ? Cl3 Cl1 Cl5 46.2(7) . . ? Cl4 Cl1 Cl6 111.3(10) . . ? Cl2 Cl1 Cl6 53.4(10) . . ? Cl3 Cl1 Cl6 86.8(9) . . ? Cl5 Cl1 Cl6 76.7(10) . . ? Cl3 Cl2 Cl1 71.2(10) . . ? Cl3 Cl2 Cl5 44.6(8) . . ? Cl1 Cl2 Cl5 58.2(6) . . ? Cl3 Cl2 Cl4 29.1(9) . . ? Cl1 Cl2 Cl4 43.3(5) . . ? Cl5 Cl2 Cl4 32.3(6) . . ? Cl3 Cl2 Cl6 132.2(15) . . ? Cl1 Cl2 Cl6 86.7(12) . . ? Cl5 Cl2 Cl6 87.6(13) . . ? Cl4 Cl2 Cl6 111.7(12) . . ? Cl3 Cl2 C23 165.6(17) . . ? Cl1 Cl2 C23 94.5(11) . . ? Cl5 Cl2 C23 126.0(14) . . ? Cl4 Cl2 C23 136.5(12) . . ? Cl6 Cl2 C23 41.6(14) . . ? Cl3 Cl2 C21 130.7(15) . . ? Cl1 Cl2 C21 158.0(10) . . ? Cl5 Cl2 C21 134.6(12) . . ? Cl4 Cl2 C21 158.1(11) . . ? Cl6 Cl2 C21 77.3(12) . . ? C23 Cl2 C21 63.5(12) . . ? Cl4 Cl3 Cl2 117.7(17) . . ? Cl4 Cl3 Cl5 50.8(12) . . ? Cl2 Cl3 Cl5 97.1(10) . . ? Cl4 Cl3 Cl1 52.4(10) . . ? Cl2 Cl3 Cl1 67.1(10) . . ? Cl5 Cl3 Cl1 68.8(9) . . ? Cl4 Cl3 Cl6 97.3(12) . . ? Cl2 Cl3 Cl6 30.7(10) . . ? Cl5 Cl3 Cl6 66.5(12) . . ? Cl1 Cl3 Cl6 58.8(7) . . ? Cl3 Cl4 Cl5 79.0(14) . . ? Cl3 Cl4 Cl1 89.0(14) . . ? Cl5 Cl4 Cl1 92.0(16) . . ? Cl3 Cl4 Cl2 33.2(10) . . ? Cl5 Cl4 Cl2 73.0(13) . . ? Cl1 Cl4 Cl2 57.3(6) . . ? Cl3 Cl4 Cl6 64.2(11) . . ? Cl5 Cl4 Cl6 50.8(14) . . ? Cl1 Cl4 Cl6 46.4(8) . . ? Cl2 Cl4 Cl6 35.5(8) . . ? Cl4 Cl5 Cl3 50.2(12) . . ? Cl4 Cl5 Cl1 50.3(11) . . ? Cl3 Cl5 Cl1 64.9(9) . . ? Cl4 Cl5 Cl2 74.6(14) . . ? Cl3 Cl5 Cl2 38.2(7) . . ? Cl1 Cl5 Cl2 53.4(7) . . ? Cl4 Cl5 Cl6 111.8(16) . . ? Cl3 Cl5 Cl6 86.7(13) . . ? Cl1 Cl5 Cl6 65.1(9) . . ? Cl2 Cl5 Cl6 48.5(10) . . ? Cl4 Cl5 C21 111.5(15) . 6_554 ? Cl3 Cl5 C21 161.4(14) . 6_554 ? Cl1 Cl5 C21 101.8(10) . 6_554 ? Cl2 Cl5 C21 144.0(13) . 6_554 ? Cl6 Cl5 C21 99.7(12) . 6_554 ? Cl4 Cl5 C23 107.2(18) . 5_554 ? Cl3 Cl5 C23 110.0(16) . 5_554 ? Cl1 Cl5 C23 155.7(14) . 5_554 ? Cl2 Cl5 C23 137.6(13) . 5_554 ? Cl6 Cl5 C23 139.1(14) . 5_554 ? C21 Cl5 C23 76.3(11) 6_554 5_554 ? Cl4 Cl5 C22 148.9(17) . 3 ? Cl3 Cl5 C22 100.5(12) . 3 ? Cl1 Cl5 C22 133.8(12) . 3 ? Cl2 Cl5 C22 87.2(11) . 3 ? Cl6 Cl5 C22 70.7(10) . 3 ? C21 Cl5 C22 98.1(11) 6_554 3 ? C23 Cl5 C22 69.8(12) 5_554 3 ? Cl2 Cl6 C23 101(2) . . ? Cl2 Cl6 Cl1 39.9(7) . . ? C23 Cl6 Cl1 105.5(18) . . ? Cl2 Cl6 C22 133.1(18) . . ? C23 Cl6 C22 125(2) . . ? Cl1 Cl6 C22 111.3(16) . . ? Cl2 Cl6 Cl5 43.9(8) . . ? C23 Cl6 Cl5 141(2) . . ? Cl1 Cl6 Cl5 38.1(6) . . ? C22 Cl6 Cl5 89.8(14) . . ? Cl2 Cl6 Cl3 17.1(5) . . ? C23 Cl6 Cl3 117.5(19) . . ? Cl1 Cl6 Cl3 34.4(6) . . ? C22 Cl6 Cl3 116.1(16) . . ? Cl5 Cl6 Cl3 26.8(6) . . ? Cl2 Cl6 Cl4 32.8(7) . . ? C23 Cl6 Cl4 123.5(19) . . ? Cl1 Cl6 Cl4 22.3(4) . . ? C22 Cl6 Cl4 104.2(14) . . ? Cl5 Cl6 Cl4 17.5(4) . . ? Cl3 Cl6 Cl4 18.5(4) . . ? Cl2 Cl6 C21 68.0(12) . . ? C23 Cl6 C21 71.2(18) . . ? Cl1 Cl6 C21 106.6(13) . . ? C22 Cl6 C21 130.3(14) . . ? Cl5 Cl6 C21 101.5(12) . . ? Cl3 Cl6 C21 80.4(10) . . ? Cl4 Cl6 C21 98.9(11) . . ? Cl5 C21 Cl2 167.0(12) 5 . ? Cl5 C21 Cl6 155.9(13) 5 . ? Cl2 C21 Cl6 34.7(7) . . ? Cl6 C22 Cl5 156.9(18) . 2 ? Cl6 C23 Cl5 140(2) . 6 ? Cl6 C23 Cl2 37.1(13) . . ? Cl5 C23 Cl2 171.8(18) 6 . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.04 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.660 _refine_diff_density_min -0.388 _refine_diff_density_rms 0.075 #===============================================================> data_2(2).(C6Cl6) _database_code_CSD 181647 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,4,6-Tris-(4-nitrophenoxy)-1,3,5-triazine, Hexachlorobenzene solvate ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H12 Cl6 N6 O9' _chemical_formula_weight 777.13 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 14.6600(8) _cell_length_b 14.6600(8) _cell_length_c 20.2098(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 3761.5(4) _cell_formula_units_Z 3 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 92 _cell_measurement_theta_min -30 _cell_measurement_theta_max 30 _exptl_crystal_description 'cubic prism' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.029 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1170 _exptl_absorpt_coefficient_mu 0.383 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 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 SMART CCD 1000 diffractometer' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8390 _diffrn_reflns_av_R_equivalents 0.0231 _diffrn_reflns_av_sigmaI/netI 0.0159 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 28.00 _reflns_number_total 2013 _reflns_number_gt 1660 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART for Windows NT, Bruker AXS, Inc., Madison, Wisconsin, USA (1997)' _computing_cell_refinement ; SAINT-PLUS for WINDOWS NT Version 5.0, Bruker AXS, Inc., Madison, Wisconsin, USA (1997) ; _computing_data_reduction ; SAINT-PLUS for WINDOWS NT Version 5.0, Bruker AXS, Inc., Madison, Wisconsin, USA (1997) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976) and PLUTON (Spek, 1992)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0777P)^2^+6.7806P] 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 constra _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2013 _refine_ls_number_parameters 127 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0575 _refine_ls_R_factor_gt 0.0478 _refine_ls_wR_factor_ref 0.1541 _refine_ls_wR_factor_gt 0.1453 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _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 O1 O 0.12987(11) 0.53679(11) 0.24578(8) 0.0377(4) Uani 1 1 d . . . O2 O -0.0894(2) 0.06419(17) 0.15842(14) 0.0827(8) Uani 1 1 d . . . O3 O -0.09587(19) 0.04646(15) 0.26401(13) 0.0734(7) Uani 1 1 d . . . N1 N 0.26270(12) 0.70284(12) 0.24795(8) 0.0299(4) Uani 1 1 d . . . N2 N -0.06967(16) 0.09985(16) 0.21421(12) 0.0511(6) Uani 1 1 d . . . C1 C 0.23473(14) 0.60061(14) 0.24777(9) 0.0283(4) Uani 1 1 d . . . C2 C 0.08793(14) 0.42750(15) 0.23753(11) 0.0340(4) Uani 1 1 d . . . C3 C 0.08048(18) 0.36591(18) 0.29083(12) 0.0418(5) Uani 1 1 d . . . H3A H 0.1090 0.3964 0.3315 0.050 Uiso 1 1 calc R . . C4 C 0.02979(19) 0.25760(17) 0.28282(12) 0.0436(5) Uani 1 1 d . . . H4A H 0.0236 0.2141 0.3181 0.052 Uiso 1 1 calc R . . C5 C -0.01117(16) 0.21570(16) 0.22180(12) 0.0394(5) Uani 1 1 d . . . C6 C -0.0027(2) 0.27764(19) 0.16810(13) 0.0474(6) Uani 1 1 d . . . H6A H -0.0297 0.2473 0.1271 0.057 Uiso 1 1 calc R . . C7 C 0.0470(2) 0.38587(18) 0.17640(12) 0.0454(5) Uani 1 1 d . . . H7A H 0.0525 0.4295 0.1414 0.054 Uiso 1 1 calc R . . Cl1 Cl 0.42228(5) 0.20137(5) 0.33518(4) 0.0615(3) Uani 1 1 d . . . C8 C 0.55729(17) 0.27412(18) 0.33344(12) 0.0402(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 O1 0.0229(7) 0.0252(7) 0.0628(10) 0.0008(6) 0.0022(6) 0.0103(5) O2 0.0953(18) 0.0436(11) 0.0921(18) -0.0197(11) -0.0103(14) 0.0220(12) O3 0.0729(14) 0.0325(9) 0.0978(17) 0.0132(10) 0.0147(12) 0.0137(9) N1 0.0262(8) 0.0260(8) 0.0382(9) -0.0005(6) 0.0003(6) 0.0134(6) N2 0.0384(10) 0.0315(10) 0.0787(16) -0.0025(10) 0.0042(10) 0.0140(8) C1 0.0251(9) 0.0260(8) 0.0320(9) 0.0005(7) 0.0008(7) 0.0114(7) C2 0.0218(8) 0.0249(9) 0.0526(12) 0.0026(8) 0.0039(8) 0.0098(7) C3 0.0377(11) 0.0352(11) 0.0498(13) 0.0001(9) -0.0065(9) 0.0162(9) C4 0.0404(11) 0.0334(11) 0.0548(13) 0.0084(9) -0.0007(10) 0.0167(9) C5 0.0281(9) 0.0269(9) 0.0593(14) 0.0007(9) 0.0051(9) 0.0109(8) C6 0.0485(13) 0.0385(12) 0.0469(13) -0.0036(10) 0.0013(10) 0.0155(10) C7 0.0460(12) 0.0352(11) 0.0469(13) 0.0070(9) 0.0042(10) 0.0142(10) Cl1 0.0319(3) 0.0477(4) 0.0982(6) 0.0028(3) 0.0024(3) 0.0151(3) C8 0.0322(10) 0.0388(11) 0.0475(12) 0.0003(9) 0.0008(8) 0.0163(8) _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 O1 C1 1.342(2) . ? O1 C2 1.410(2) . ? O2 N2 1.215(3) . ? O3 N2 1.213(3) . ? N1 C1 1.320(2) 3_565 ? N1 C1 1.342(2) . ? N2 C5 1.479(3) . ? C1 N1 1.320(2) 2_665 ? C2 C3 1.374(3) . ? C2 C7 1.376(3) . ? C3 C4 1.386(3) . ? C4 C5 1.375(3) . ? C5 C6 1.380(3) . ? C6 C7 1.386(3) . ? Cl1 C8 1.716(2) . ? C8 C8 1.390(2) 17 ? C8 C8 1.390(2) 18_545 ? 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 O1 C2 119.49(15) . . ? C1 N1 C1 112.26(18) 3_565 . ? O3 N2 O2 124.2(2) . . ? O3 N2 C5 118.0(2) . . ? O2 N2 C5 117.8(2) . . ? N1 C1 N1 127.74(18) 2_665 . ? N1 C1 O1 119.76(16) 2_665 . ? N1 C1 O1 112.49(16) . . ? C3 C2 C7 122.6(2) . . ? C3 C2 O1 120.0(2) . . ? C7 C2 O1 117.12(19) . . ? C2 C3 C4 118.8(2) . . ? C5 C4 C3 118.7(2) . . ? C4 C5 C6 122.4(2) . . ? C4 C5 N2 118.6(2) . . ? C6 C5 N2 118.9(2) . . ? C5 C6 C7 118.8(2) . . ? C2 C7 C6 118.6(2) . . ? C8 C8 C8 119.997(4) 17 18_545 ? C8 C8 Cl1 119.83(18) 17 . ? C8 C8 Cl1 120.16(18) 18_545 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.372 _refine_diff_density_min -0.558 _refine_diff_density_rms 0.065 #===================================================================> data_(2).(C6H3Br3) _database_code_CSD 181648 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,4,6-Tris-(4-nitrophenoxy)-1,3,5-triazine, Tribromobenzene solvate ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H15 Br3 N6 O9' _chemical_formula_weight 807.18 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' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M P-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' _cell_length_a 14.5236(11) _cell_length_b 14.5236(11) _cell_length_c 8.2878(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1514.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 78 _cell_measurement_theta_min -30 _cell_measurement_theta_max 30 _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.771 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 4.060 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD 1000 diffractometer' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9245 _diffrn_reflns_av_R_equivalents 0.0402 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 26.02 _reflns_number_total 2002 _reflns_number_gt 1200 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART for Windows NT, Bruker AXS, Inc., Madison, Wisconsin, USA (1997)' _computing_cell_refinement ; SAINT-PLUS for WINDOWS NT Version 5.0, Bruker AXS, Inc., Madison, Wisconsin, USA (1997) ; _computing_data_reduction ; SAINT-PLUS for WINDOWS NT Version 5.0, Bruker AXS, Inc., Madison, Wisconsin, USA (1997) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (johnson, 1976) and PLUTON (Spek, 1992)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1757P)^2^+0.2462P] 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 0.011(6) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2002 _refine_ls_number_parameters 151 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1169 _refine_ls_R_factor_gt 0.0780 _refine_ls_wR_factor_ref 0.2798 _refine_ls_wR_factor_gt 0.2474 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.096 _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 O1 O 0.4625(2) 0.2634(2) 0.2500(4) 0.0535(8) Uani 1 1 d . . . O2 O 0.2395(3) 0.5277(3) 0.3780(5) 0.0828(12) Uani 1 1 d . . . O3 O 0.2394(3) 0.5278(3) 0.1214(5) 0.0822(12) Uani 1 1 d . . . N1 N 0.5941(2) 0.2265(2) 0.2497(4) 0.0441(8) Uani 1 1 d . . . N2 N 0.2630(2) 0.5054(3) 0.2496(5) 0.0527(10) Uani 1 1 d . . . C1 C 0.5686(3) 0.3032(3) 0.2500(4) 0.0403(9) Uani 1 1 d . . . C2 C 0.4226(3) 0.3340(3) 0.2500(5) 0.0462(10) Uani 1 1 d . . . C3 C 0.4018(5) 0.3658(5) 0.1086(6) 0.0879(18) Uani 1 1 d . . . H3A H 0.4228 0.3492 0.0121 0.106 Uiso 1 1 calc R . . C4 C 0.3490(5) 0.4231(5) 0.1069(6) 0.0863(18) Uani 1 1 d . . . H4A H 0.3328 0.4442 0.0101 0.104 Uiso 1 1 calc R . . C5 C 0.3216(3) 0.4477(3) 0.2500(5) 0.0479(10) Uani 1 1 d . . . C6 C 0.3489(5) 0.4230(5) 0.3930(6) 0.0848(18) Uani 1 1 d . . . H6A H 0.3327 0.4440 0.4899 0.102 Uiso 1 1 calc R . . C7 C 0.4016(5) 0.3657(5) 0.3910(6) 0.0885(18) Uani 1 1 d . . . H7A H 0.4226 0.3491 0.4875 0.106 Uiso 1 1 calc R . . Br1 Br -0.0071(4) 0.2166(4) 0.2517(8) 0.194(3) Uani 0.60 1 d PD . . C8 C 0.0975(5) 0.0959(6) 0.2517(8) 0.190(6) Uiso 0.60 1 d PD . . C9 C 0.0015(6) 0.0934(4) 0.2517(8) 0.190(6) Uiso 0.60 1 d PD . . C8' C -0.0959(6) 0.0020 0.2517(8) 0.050 Uiso 0.00 1 d PD . . Br2 Br 0.0395(14) 0.2156(8) 0.248(2) 0.172(5) Uani 0.20 1 d P . . Br3 Br 0.015(2) 0.1675(16) 0.1655(19) 0.169(5) Uani 0.10 1 d P . . Br4 Br 0.0165(19) 0.1674(16) 0.3350(19) 0.169(5) Uani 0.10 1 d P . . 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 O1 0.0364(14) 0.0395(14) 0.085(2) -0.0008(12) -0.0013(12) 0.0194(11) O2 0.090(3) 0.091(3) 0.097(3) 0.008(2) 0.0211(19) 0.067(2) O3 0.090(3) 0.092(3) 0.094(3) -0.0078(19) -0.0216(19) 0.067(2) N1 0.0416(17) 0.0394(17) 0.0526(18) -0.0002(13) 0.0000(13) 0.0212(14) N2 0.0377(17) 0.0453(19) 0.077(3) 0.0004(16) 0.0016(16) 0.0223(15) C1 0.0349(18) 0.0395(19) 0.0451(19) 0.0000(14) 0.0003(14) 0.0177(15) C2 0.0366(19) 0.0404(19) 0.065(2) 0.0002(16) -0.0005(15) 0.0218(16) C3 0.132(5) 0.127(5) 0.062(3) -0.003(3) 0.005(3) 0.108(4) C4 0.127(5) 0.119(5) 0.061(3) -0.002(3) -0.008(3) 0.098(4) C5 0.041(2) 0.040(2) 0.064(3) -0.0003(16) -0.0006(17) 0.0209(16) C6 0.127(5) 0.116(5) 0.060(3) -0.002(3) 0.004(3) 0.097(4) C7 0.133(5) 0.129(5) 0.060(3) 0.001(3) -0.008(3) 0.108(4) Br1 0.207(4) 0.157(3) 0.262(6) -0.001(3) 0.002(3) 0.125(3) Br2 0.197(12) 0.079(4) 0.161(10) 0.000(4) 0.005(7) 0.010(5) Br3 0.199(14) 0.157(14) 0.133(10) 0.028(9) 0.001(11) 0.075(14) Br4 0.202(14) 0.170(15) 0.137(11) -0.035(10) -0.003(11) 0.095(15) _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 O1 C1 1.348(4) . ? O1 C2 1.407(4) . ? O2 N2 1.209(5) . ? O3 N2 1.210(5) . ? N1 C1 1.305(4) 2_655 ? N1 C1 1.338(4) . ? N2 C5 1.463(5) . ? C1 N1 1.305(4) 3_665 ? C2 C7 1.346(6) . ? C2 C3 1.348(6) . ? C3 C4 1.385(7) . ? C4 C5 1.354(6) . ? C5 C6 1.353(6) . ? C6 C7 1.384(7) . ? Br1 Br2 0.68(2) . ? Br1 Br3 1.16(2) . ? Br1 Br4 1.16(2) . ? Br1 C9 1.855(5) . ? C8 C9 1.376(5) . ? C8 C9 1.376(6) 3 ? C8 Br4 2.04(2) . ? C8 Br3 2.07(2) . ? C8 Br4 2.24(2) 3 ? C8 Br3 2.24(2) 3 ? C8 Br2 2.28(2) . ? C9 Br4 1.203(16) . ? C9 Br3 1.226(17) . ? C9 C8' 1.373(5) . ? C9 C8 1.376(6) 2 ? C9 Br2 1.573(15) . ? C8' C8 0.007(11) 2 ? C8' Br4 2.234(19) . ? C8' Br3 2.238(19) . ? Br2 Br3 0.913(17) . ? Br2 Br4 0.942(18) . ? Br3 Br4 1.41(2) . ? Br3 C8 2.24(2) 2 ? Br4 C8 2.24(2) 2 ? 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 O1 C2 119.2(3) . . ? C1 N1 C1 111.8(3) 2_655 . ? O2 N2 O3 123.0(4) . . ? O2 N2 C5 118.3(4) . . ? O3 N2 C5 118.7(4) . . ? N1 C1 N1 128.2(3) 3_665 . ? N1 C1 O1 119.7(3) 3_665 . ? N1 C1 O1 112.1(3) . . ? C7 C2 C3 120.6(4) . . ? C7 C2 O1 119.7(4) . . ? C3 C2 O1 119.6(4) . . ? C2 C3 C4 120.0(4) . . ? C5 C4 C3 118.3(4) . . ? C6 C5 C4 122.2(4) . . ? C6 C5 N2 119.0(4) . . ? C4 C5 N2 118.7(4) . . ? C5 C6 C7 118.2(4) . . ? C2 C7 C6 120.3(4) . . ? Br2 Br1 Br3 52.0(13) . . ? Br2 Br1 Br4 54.2(12) . . ? Br3 Br1 Br4 74.6(11) . . ? Br2 Br1 C9 55.6(10) . . ? Br3 Br1 C9 40.2(8) . . ? Br4 Br1 C9 39.1(8) . . ? C9 C8 C9 115.7(6) . 3 ? C9 C8 Br4 34.8(6) . . ? C9 C8 Br4 140.4(8) 3 . ? C9 C8 Br3 34.8(6) . . ? C9 C8 Br3 140.0(8) 3 . ? Br4 C8 Br3 40.0(7) . . ? C9 C8 Br4 134.1(7) . 3 ? C9 C8 Br4 27.6(7) 3 3 ? Br4 C8 Br4 139.9(11) . 3 ? Br3 C8 Br4 166.6(10) . 3 ? C9 C8 Br3 134.6(7) . 3 ? C9 C8 Br3 28.6(7) 3 3 ? Br4 C8 Br3 167.8(10) . 3 ? Br3 C8 Br3 139.1(11) . 3 ? Br4 C8 Br3 36.5(7) 3 3 ? C9 C8 Br2 42.7(5) . . ? C9 C8 Br2 158.4(7) 3 . ? Br4 C8 Br2 24.4(6) . . ? Br3 C8 Br2 23.6(6) . . ? Br4 C8 Br2 162.8(10) 3 . ? Br3 C8 Br2 160.7(10) 3 . ? Br4 C9 Br3 70.7(15) . . ? Br4 C9 C8' 120.2(13) . . ? Br3 C9 C8' 118.8(13) . . ? Br4 C9 C8 104.3(12) . . ? Br3 C9 C8 105.4(13) . . ? C8' C9 C8 124.5(7) . . ? Br4 C9 C8 120.4(13) . 2 ? Br3 C9 C8 119.0(14) . 2 ? C8' C9 C8 0.3(4) . 2 ? C8 C9 C8 124.3(6) . 2 ? Br4 C9 Br2 36.7(10) . . ? Br3 C9 Br2 35.4(9) . . ? C8' C9 Br2 134.5(9) . . ? C8 C9 Br2 101.0(10) . . ? C8 C9 Br2 134.8(11) 2 . ? Br4 C9 Br1 37.5(9) . . ? Br3 C9 Br1 37.6(9) . . ? C8' C9 Br1 113.5(4) . . ? C8 C9 Br1 122.0(6) . . ? C8 C9 Br1 113.7(7) 2 . ? Br2 C9 Br1 21.1(8) . . ? C8 C8' C9 117(8) 2 . ? C8 C8' Br4 135.2(7) 2 . ? C9 C8' Br4 27.7(6) . . ? C8 C8' Br3 135.7(8) 2 . ? C9 C8' Br3 28.7(6) . . ? Br4 C8' Br3 36.6(7) . . ? Br1 Br2 Br3 92(2) . . ? Br1 Br2 Br4 90(2) . . ? Br3 Br2 Br4 98.5(17) . . ? Br1 Br2 C9 103.3(11) . . ? Br3 Br2 C9 51.0(12) . . ? Br4 Br2 C9 49.7(11) . . ? Br1 Br2 C8 139.6(12) . . ? Br3 Br2 C8 65(2) . . ? Br4 Br2 C8 63.4(19) . . ? C9 Br2 C8 36.4(6) . . ? Br2 Br3 Br1 36.2(16) . . ? Br2 Br3 C9 93.6(16) . . ? Br1 Br3 C9 102.1(13) . . ? Br2 Br3 Br4 41.5(11) . . ? Br1 Br3 Br4 52.8(10) . . ? C9 Br3 Br4 53.9(10) . . ? Br2 Br3 C8 91(2) . . ? Br1 Br3 C8 120.0(15) . . ? C9 Br3 C8 39.8(8) . . ? Br4 Br3 C8 68.8(12) . . ? Br2 Br3 C8' 112.3(14) . . ? Br1 Br3 C8' 101.2(12) . . ? C9 Br3 C8' 32.5(7) . . ? Br4 Br3 C8' 71.5(10) . . ? C8 Br3 C8' 68.6(6) . . ? Br2 Br3 C8 112.3(14) . 2 ? Br1 Br3 C8 101.3(12) . 2 ? C9 Br3 C8 32.5(7) . 2 ? Br4 Br3 C8 71.6(10) . 2 ? C8 Br3 C8 68.5(6) . 2 ? C8' Br3 C8 0.1(2) . 2 ? Br2 Br4 Br1 36.1(15) . . ? Br2 Br4 C9 93.6(16) . . ? Br1 Br4 C9 103.4(13) . . ? Br2 Br4 Br3 40.0(10) . . ? Br1 Br4 Br3 52.6(10) . . ? C9 Br4 Br3 55.4(10) . . ? Br2 Br4 C8 92(2) . . ? Br1 Br4 C8 122.3(14) . . ? C9 Br4 C8 40.8(8) . . ? Br3 Br4 C8 71.3(13) . . ? Br2 Br4 C8' 111.0(14) . . ? Br1 Br4 C8' 101.3(12) . . ? C9 Br4 C8' 32.1(7) . . ? Br3 Br4 C8' 71.8(10) . . ? C8 Br4 C8' 69.2(6) . . ? Br2 Br4 C8 111.1(14) . 2 ? Br1 Br4 C8 101.4(12) . 2 ? C9 Br4 C8 32.0(8) . 2 ? Br3 Br4 C8 71.9(10) . 2 ? C8 Br4 C8 69.1(6) . 2 ? C8' Br4 C8 0.1(2) . 2 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.673 _refine_diff_density_min -0.386 _refine_diff_density_rms 0.080 #==============================================================> data_3(2).(C6Me6) _database_code_CSD 181649 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 2,4,6-Tris-(4-nitrophenoxy)-1,3,5-triazine, Hexamethylbenzene solvate ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C75 H54 N18 O27' _chemical_formula_weight 1639.36 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' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M P63/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, z+1/2' 'y, -x+y, z+1/2' 'x-y, x, z+1/2' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' 'x, y, -z-1/2' '-y, x-y, -z-1/2' '-x+y, -x, -z-1/2' _cell_length_a 14.4433(8) _cell_length_b 14.4433(8) _cell_length_c 22.5930(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 4081.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 89 _cell_measurement_theta_min -30 _cell_measurement_theta_max 30 _exptl_crystal_description 'hexagonal prism' _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.44 _exptl_crystal_size_min 0.43 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.334 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1692 _exptl_absorpt_coefficient_mu 0.104 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD 1000 diffractometer' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24677 _diffrn_reflns_av_R_equivalents 0.0406 _diffrn_reflns_av_sigmaI/netI 0.0215 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 26.01 _reflns_number_total 2757 _reflns_number_gt 1724 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART for Windows NT, Bruker AXS, Inc., Madison, Wisconsin, USA (1997)' _computing_cell_refinement ; SAINT-PLUS for WINDOWS NT Version 5.0, Bruker AXS, Inc., Madison, Wisconsin, USA (1997) ; _computing_data_reduction ; SAINT-PLUS for WINDOWS NT Version 5.0, Bruker AXS, Inc., Madison, Wisconsin, USA (1997) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976) and PLUTON (Spek, 1992)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1610P)^2^+0.9773P] 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 0.012(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2757 _refine_ls_number_parameters 227 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.1093 _refine_ls_R_factor_gt 0.0747 _refine_ls_wR_factor_ref 0.2646 _refine_ls_wR_factor_gt 0.2163 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _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 O1 O 0.12711(19) 0.5370(2) 0.2500 0.0707(9) Uani 1 2 d S . . O2 O -0.0957(2) 0.04658(17) 0.29710(11) 0.0871(8) Uani 1 1 d . . . N1 N 0.2631(2) 0.7047(2) 0.2500 0.0552(8) Uani 1 2 d S . . N2 N -0.0732(2) 0.0934(3) 0.2500 0.0577(8) Uani 1 2 d S . . C1 C 0.2336(3) 0.6008(3) 0.2500 0.0524(9) Uani 1 2 d S . . C2 C 0.0841(3) 0.4262(3) 0.2500 0.0593(10) Uani 1 2 d S . . C3 C 0.0609(3) 0.3731(3) 0.30242(16) 0.0887(12) Uani 1 1 d . . . H3A H 0.0791 0.4107 0.3379 0.106 Uiso 1 1 calc R . . C4 C 0.0099(3) 0.2623(2) 0.30255(15) 0.0833(11) Uani 1 1 d . . . H4A H -0.0062 0.2247 0.3380 0.100 Uiso 1 1 calc R . . C5 C -0.0159(3) 0.2097(3) 0.2500 0.0510(9) Uani 1 2 d S . . O3 O 0.07352(13) 0.20577(13) 0.57112(8) 0.0549(6) Uani 1 1 d . . . O4 O -0.1825(3) 0.4337(3) 0.5053(3) 0.1608(19) Uani 1 1 d . . . O5 O -0.1963(3) 0.4302(3) 0.6016(2) 0.1523(18) Uani 1 1 d . . . N3 N 0.10801(15) 0.07172(15) 0.57267(9) 0.0458(6) Uani 1 1 d . . . N4 N -0.1668(3) 0.4092(3) 0.5553(3) 0.1117(14) Uani 1 1 d . . . C6 C 0.03257(18) 0.09974(18) 0.57268(10) 0.0433(6) Uani 1 1 d . . . C7 C 0.0048(2) 0.24798(19) 0.56629(12) 0.0535(7) Uani 1 1 d . . . C8 C 0.0014(3) 0.2910(2) 0.51322(15) 0.0708(9) Uani 1 1 d . . . H8A H 0.0377 0.2859 0.4805 0.085 Uiso 1 1 calc R . . C9 C -0.0574(3) 0.3428(3) 0.5093(2) 0.0874(11) Uani 1 1 d . . . H9A H -0.0621 0.3723 0.4736 0.105 Uiso 1 1 calc R . . C10 C -0.1086(2) 0.3498(2) 0.5586(2) 0.0761(10) Uani 1 1 d . . . C11 C -0.1066(3) 0.3055(3) 0.61081(19) 0.0859(11) Uani 1 1 d . . . H11A H -0.1429 0.3107 0.6435 0.103 Uiso 1 1 calc R . . C12 C -0.0496(3) 0.2522(3) 0.61497(15) 0.0748(9) Uani 1 1 d . . . H12A H -0.0483 0.2197 0.6502 0.090 Uiso 1 1 calc R . . C13 C 0.8323(12) 0.4545(10) 0.2500 0.099(5) Uani 0.33 2 d SPD . . C14 C 0.8063(10) 0.3982(9) 0.3034(5) 0.143(6) Uani 0.33 1 d PD . . C15 C 0.7554(11) 0.2857(9) 0.3017(6) 0.139(6) Uani 0.33 1 d PD . . C16 C 0.7248(14) 0.2231(15) 0.2500 0.115(7) Uani 0.33 2 d SPD . . C17 C 0.8923(11) 0.5730(10) 0.2500 0.167(5) Uani 0.67 2 d SPD . . C18 C 0.830(2) 0.458(2) 0.3608(9) 0.227(16) Uani 0.33 1 d PD . . C19 C 0.724(2) 0.220(2) 0.3571(11) 0.216(14) Uani 0.33 1 d PD . . 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 O1 0.0386(14) 0.0415(14) 0.129(3) 0.000 0.000 0.0177(11) O2 0.1035(18) 0.0565(13) 0.0825(16) 0.0122(11) 0.0061(13) 0.0258(12) N1 0.0405(16) 0.0427(16) 0.084(2) 0.000 0.000 0.0224(13) N2 0.0507(18) 0.0492(18) 0.069(2) 0.000 0.000 0.0214(14) C1 0.0385(18) 0.0416(18) 0.074(2) 0.000 0.000 0.0181(15) C2 0.0380(18) 0.0413(19) 0.094(3) 0.000 0.000 0.0161(16) C3 0.113(3) 0.0542(18) 0.079(2) -0.0145(15) -0.0179(19) 0.0263(18) C4 0.110(3) 0.0534(17) 0.0649(19) 0.0000(14) -0.0108(17) 0.0246(17) C5 0.0408(18) 0.0399(18) 0.067(2) 0.000 0.000 0.0161(14) O3 0.0441(10) 0.0390(9) 0.0814(13) -0.0033(8) -0.0002(8) 0.0208(8) O4 0.118(3) 0.115(3) 0.284(6) 0.029(3) -0.023(3) 0.084(2) O5 0.109(2) 0.123(3) 0.266(5) -0.090(3) -0.049(3) 0.089(2) N3 0.0411(11) 0.0412(11) 0.0537(12) -0.0006(8) -0.0006(8) 0.0196(9) N4 0.0589(18) 0.0546(17) 0.224(5) -0.025(2) -0.024(2) 0.0305(15) C6 0.0427(13) 0.0402(12) 0.0466(13) -0.0013(9) -0.0003(9) 0.0204(11) C7 0.0429(13) 0.0369(12) 0.0810(18) -0.0069(11) -0.0019(12) 0.0201(10) C8 0.077(2) 0.0652(18) 0.081(2) 0.0014(15) 0.0029(15) 0.0434(16) C9 0.087(2) 0.068(2) 0.119(3) 0.0103(19) -0.011(2) 0.0481(19) C10 0.0458(16) 0.0432(15) 0.143(3) -0.0162(17) -0.0117(17) 0.0248(13) C11 0.068(2) 0.081(2) 0.123(3) -0.017(2) 0.0053(19) 0.0474(18) C12 0.0707(19) 0.082(2) 0.084(2) -0.0014(16) 0.0074(16) 0.0474(17) C13 0.098(12) 0.073(10) 0.135(16) 0.000 0.000 0.049(10) C14 0.145(14) 0.119(12) 0.153(15) 0.006(11) -0.054(12) 0.057(11) C15 0.124(11) 0.079(9) 0.172(16) 0.025(9) -0.049(11) 0.019(8) C16 0.065(10) 0.090(13) 0.18(2) 0.000 0.000 0.028(10) C17 0.132(11) 0.155(12) 0.210(15) 0.000 0.000 0.068(10) C18 0.29(4) 0.141(18) 0.20(2) -0.074(16) -0.16(3) 0.07(2) C19 0.24(3) 0.149(18) 0.28(3) 0.14(2) 0.06(2) 0.12(2) _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 O1 C1 1.340(4) . ? O1 C2 1.398(4) . ? O2 N2 1.214(3) . ? N1 C1 1.309(4) 3_565 ? N1 C1 1.340(4) . ? N2 O2 1.214(3) 10_556 ? N2 C5 1.456(5) . ? C1 N1 1.309(4) 2_665 ? C2 C3 1.359(4) 10_556 ? C2 C3 1.359(4) . ? C3 C4 1.387(4) . ? C4 C5 1.357(4) . ? C5 C4 1.357(4) 10_556 ? O3 C6 1.338(3) . ? O3 C7 1.405(3) . ? O4 N4 1.239(6) . ? O5 N4 1.223(6) . ? N3 C6 1.315(3) 3 ? N3 C6 1.339(3) . ? N4 C10 1.473(4) . ? C6 N3 1.315(3) 2 ? C7 C8 1.363(4) . ? C7 C12 1.371(4) . ? C8 C9 1.387(4) . ? C9 C10 1.368(5) . ? C10 C11 1.350(5) . ? C11 C12 1.383(4) . ? C13 C16 1.28(2) 2_655 ? C13 C14 1.397(9) 10_556 ? C13 C14 1.397(9) . ? C13 C17 1.482(9) . ? C14 C15 1.411(9) . ? C14 C18 1.499(10) . ? C15 C16 1.405(9) . ? C15 C19 1.495(10) . ? C16 C13 1.28(2) 3_665 ? C16 C15 1.405(9) 10_556 ? C16 C17 1.46(2) 3_665 ? C17 C16 1.46(2) 2_655 ? C18 C19 1.21(3) 2_655 ? C19 C18 1.21(3) 3_665 ? 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 O1 C2 119.1(3) . . ? C1 N1 C1 112.1(3) 3_565 . ? O2 N2 O2 122.4(3) 10_556 . ? O2 N2 C5 118.81(17) 10_556 . ? O2 N2 C5 118.81(17) . . ? N1 C1 N1 127.9(3) 2_665 . ? N1 C1 O1 119.6(3) 2_665 . ? N1 C1 O1 112.5(3) . . ? C3 C2 C3 121.3(4) 10_556 . ? C3 C2 O1 119.29(19) 10_556 . ? C3 C2 O1 119.29(19) . . ? C2 C3 C4 119.5(3) . . ? C5 C4 C3 118.8(3) . . ? C4 C5 C4 122.0(4) 10_556 . ? C4 C5 N2 118.98(18) 10_556 . ? C4 C5 N2 118.98(18) . . ? C6 O3 C7 119.65(18) . . ? C6 N3 C6 112.3(2) 3 . ? O5 N4 O4 125.0(4) . . ? O5 N4 C10 118.2(5) . . ? O4 N4 C10 116.8(5) . . ? N3 C6 O3 119.6(2) 2 . ? N3 C6 N3 127.7(2) 2 . ? O3 C6 N3 112.65(19) . . ? C8 C7 C12 122.3(3) . . ? C8 C7 O3 117.4(2) . . ? C12 C7 O3 120.1(2) . . ? C7 C8 C9 118.2(3) . . ? C10 C9 C8 119.2(3) . . ? C11 C10 C9 122.4(3) . . ? C11 C10 N4 118.3(4) . . ? C9 C10 N4 119.3(4) . . ? C10 C11 C12 118.9(3) . . ? C7 C12 C11 118.9(3) . . ? C16 C13 C14 104.6(10) 2_655 10_556 ? C16 C13 C14 104.6(10) 2_655 . ? C14 C13 C14 119.4(15) 10_556 . ? C16 C13 C17 63.1(11) 2_655 . ? C14 C13 C17 120.3(7) 10_556 . ? C14 C13 C17 120.3(7) . . ? C13 C14 C15 118.7(12) . . ? C13 C14 C18 119.8(15) . . ? C15 C14 C18 121.5(14) . . ? C16 C15 C14 125.4(14) . . ? C16 C15 C19 113.0(16) . . ? C14 C15 C19 121.6(14) . . ? C13 C16 C15 107.1(11) 3_665 . ? C13 C16 C15 107.1(11) 3_665 10_556 ? C15 C16 C15 112.3(17) . 10_556 ? C13 C16 C17 65.1(10) 3_665 3_665 ? C15 C16 C17 123.6(8) . 3_665 ? C15 C16 C17 123.6(8) 10_556 3_665 ? C16 C17 C13 51.8(10) 2_655 . ? C19 C18 C14 103.2(18) 2_655 . ? C18 C19 C15 109(2) 3_665 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.570 _refine_diff_density_min -0.280 _refine_diff_density_rms 0.106 #===============================================================>END