# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_bromide _database_code_depnum_ccdc_archive 'CCDC 911757' #TrackingRef 'salt2911757.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H28 Br2 N6 O6' _chemical_formula_weight 680.36 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' Br Br -0.2901 2.4595 '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 7.2916(3) _cell_length_b 13.7926(5) _cell_length_c 14.4930(6) _cell_angle_alpha 78.306(2) _cell_angle_beta 82.839(2) _cell_angle_gamma 80.576(2) _cell_volume 1401.72(10) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.612 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 2.943 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.433 _exptl_absorpt_correction_T_max 0.624 _exptl_absorpt_process_details 'face indexing' _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11992 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_sigmaI/netI 0.0489 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25.24 _reflns_number_total 4982 _reflns_number_gt 3062 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. DFIX 0.84 0.02 H6N O6 O6 H6M DFIX 0.84 0.02 H5M O5 O5 H5N ; _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^)+(0.1000P)^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 4982 _refine_ls_number_parameters 377 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0770 _refine_ls_R_factor_gt 0.0444 _refine_ls_wR_factor_ref 0.1513 _refine_ls_wR_factor_gt 0.1297 _refine_ls_goodness_of_fit_ref 0.962 _refine_ls_restrained_S_all 0.961 _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 Br1 Br 0.98749(7) 0.26169(4) 0.29916(4) 0.0528(2) Uani 1 1 d . . . Br2 Br 0.46330(8) 0.82068(5) 0.95190(4) 0.0716(3) Uani 1 1 d . . . C1 C 0.1500(8) -0.0262(4) 0.8099(4) 0.0511(14) Uani 1 1 d . . . H1 H 0.2702 -0.0404 0.7812 0.061 Uiso 1 1 calc R . . C2 C -0.1439(8) -0.0347(4) 0.8582(4) 0.0598(16) Uani 1 1 d . . . H2 H -0.2607 -0.0559 0.8686 0.072 Uiso 1 1 calc R . . C3 C -0.0953(7) 0.0433(4) 0.8891(4) 0.0569(15) Uani 1 1 d . . . H3 H -0.1722 0.0860 0.9244 0.068 Uiso 1 1 calc R . . C4 C 0.2000(8) 0.1199(4) 0.8754(4) 0.0531(14) Uani 1 1 d . . . H4A H 0.3203 0.0860 0.8947 0.064 Uiso 1 1 calc R . . H4B H 0.1358 0.1520 0.9265 0.064 Uiso 1 1 calc R . . C5 C 0.2290(8) 0.1988(4) 0.7873(3) 0.0556(15) Uani 1 1 d . . . H5A H 0.3116 0.1685 0.7399 0.067 Uiso 1 1 calc R . . H5B H 0.1101 0.2242 0.7616 0.067 Uiso 1 1 calc R . . C6 C 0.3121(7) 0.2847(3) 0.8085(3) 0.0439(12) Uani 1 1 d . . . H6A H 0.2204 0.3228 0.8467 0.053 Uiso 1 1 calc R . . H6B H 0.4193 0.2586 0.8441 0.053 Uiso 1 1 calc R . . C7 C 0.5550(7) 0.3341(3) 0.6821(3) 0.0398(12) Uani 1 1 d . . . C8 C 0.6109(6) 0.3993(3) 0.5907(3) 0.0338(11) Uani 1 1 d . . . C9 C 0.4746(6) 0.4699(3) 0.5443(3) 0.0311(10) Uani 1 1 d . . . C10 C 0.2856(6) 0.4836(3) 0.5838(3) 0.0341(11) Uani 1 1 d . . . C11 C 0.2324(7) 0.4206(3) 0.6765(3) 0.0390(12) Uani 1 1 d . . . C12 C 0.1580(6) 0.5534(3) 0.5371(3) 0.0399(12) Uani 1 1 d . . . H12 H 0.0354 0.5630 0.5642 0.048 Uiso 1 1 calc R . . C13 C 0.2077(6) 0.6111(3) 0.4493(3) 0.0414(12) Uani 1 1 d . . . H13 H 0.1172 0.6569 0.4177 0.050 Uiso 1 1 calc R . . C14 C 0.3007(8) 0.4563(4) 0.2000(4) 0.0536(14) Uani 1 1 d . . . H14 H 0.1844 0.4446 0.2307 0.064 Uiso 1 1 calc R . . C15 C 0.5193(9) 0.5285(4) 0.1087(4) 0.0622(16) Uani 1 1 d . . . H15 H 0.5804 0.5749 0.0653 0.075 Uiso 1 1 calc R . . C16 C 0.5972(8) 0.4393(4) 0.1537(4) 0.0570(15) Uani 1 1 d . . . H16 H 0.7229 0.4128 0.1472 0.068 Uiso 1 1 calc R . . C17 C 0.4807(6) 0.2956(3) 0.2729(3) 0.0379(11) Uani 1 1 d . . . H17A H 0.5951 0.2559 0.2521 0.046 Uiso 1 1 calc R . . H17B H 0.3772 0.2612 0.2682 0.046 Uiso 1 1 calc R . . C18 C 0.4858(6) 0.3041(3) 0.3740(3) 0.0379(11) Uani 1 1 d . . . H18A H 0.3665 0.3386 0.3959 0.046 Uiso 1 1 calc R . . H18B H 0.5809 0.3447 0.3770 0.046 Uiso 1 1 calc R . . C19 C 0.5261(6) 0.2038(3) 0.4406(3) 0.0423(12) Uani 1 1 d . . . H19A H 0.6375 0.1657 0.4146 0.051 Uiso 1 1 calc R . . H19B H 0.5516 0.2158 0.5011 0.051 Uiso 1 1 calc R . . C20 C 0.3802(7) 0.0684(3) 0.4044(3) 0.0374(11) Uani 1 1 d . . . C21 C 0.2205(6) 0.0102(3) 0.4218(3) 0.0318(10) Uani 1 1 d . . . C22 C 0.0737(6) 0.0291(3) 0.4912(3) 0.0306(10) Uani 1 1 d . . . C23 C 0.0712(6) 0.1047(3) 0.5430(3) 0.0322(10) Uani 1 1 d . . . C24 C 0.2238(6) 0.1691(3) 0.5224(3) 0.0362(11) Uani 1 1 d . . . C25 C -0.0724(7) 0.1219(3) 0.6119(3) 0.0372(11) Uani 1 1 d . . . H25 H -0.0718 0.1713 0.6469 0.045 Uiso 1 1 calc R . . C26 C -0.2192(6) 0.0645(3) 0.6290(3) 0.0371(11) Uani 1 1 d . . . H26 H -0.3167 0.0768 0.6748 0.045 Uiso 1 1 calc R . . H5M H 0.205(5) 0.727(4) 0.011(3) 0.058(19) Uiso 1 1 d D . . H6M H 0.227(7) 0.276(4) 0.065(6) 0.12(3) Uiso 1 1 d D . . H5N H 0.024(8) 0.698(7) 0.020(5) 0.15(4) Uiso 1 1 d D . . H6N H 0.099(9) 0.311(5) 0.1252(19) 0.09(3) Uiso 1 1 d D . . N1 N 0.0087(7) -0.0756(3) 0.8096(3) 0.0542(12) Uani 1 1 d . . . H1A H 0.0137 -0.1261 0.7825 0.065 Uiso 1 1 calc R . . N2 N 0.0904(5) 0.0468(3) 0.8581(3) 0.0425(10) Uani 1 1 d . . . N3 N 0.3703(5) 0.3510(3) 0.7194(3) 0.0388(10) Uani 1 1 d . . . N4 N 0.3361(7) 0.5379(3) 0.1384(3) 0.0594(12) Uani 1 1 d . . . H4 H 0.2548 0.5887 0.1203 0.071 Uiso 1 1 calc R . . N5 N 0.4597(5) 0.3942(3) 0.2105(3) 0.0406(10) Uani 1 1 d . . . N6 N 0.3713(5) 0.1437(3) 0.4561(3) 0.0352(9) Uani 1 1 d . . . O1 O 0.6666(5) 0.2702(3) 0.7233(2) 0.0574(10) Uani 1 1 d . . . O2 O 0.0720(5) 0.4298(3) 0.7135(2) 0.0568(10) Uani 1 1 d . . . O3 O 0.5138(5) 0.0517(3) 0.3473(3) 0.0561(10) Uani 1 1 d . . . O4 O 0.2222(5) 0.2398(3) 0.5605(2) 0.0488(9) Uani 1 1 d . . . O5 O 0.1212(7) 0.6988(4) 0.0465(3) 0.0788(13) Uani 1 1 d D . . O6 O 0.1372(9) 0.3217(5) 0.0685(4) 0.0921(15) Uani 1 1 d 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 Br1 0.0396(3) 0.0535(4) 0.0672(4) -0.0140(3) -0.0036(3) -0.0102(2) Br2 0.0594(4) 0.0914(5) 0.0625(5) -0.0077(4) -0.0021(3) -0.0175(3) C1 0.050(3) 0.053(3) 0.045(3) -0.006(3) 0.003(3) -0.002(3) C2 0.055(4) 0.065(4) 0.059(4) 0.003(3) -0.005(3) -0.027(3) C3 0.048(3) 0.059(4) 0.057(4) -0.005(3) 0.014(3) -0.008(3) C4 0.068(4) 0.048(3) 0.045(3) -0.001(3) -0.001(3) -0.028(3) C5 0.084(4) 0.047(3) 0.039(3) 0.000(3) -0.004(3) -0.028(3) C6 0.059(3) 0.041(3) 0.032(3) 0.000(2) 0.004(2) -0.024(2) C7 0.052(3) 0.030(3) 0.039(3) -0.007(2) -0.002(2) -0.012(2) C8 0.040(3) 0.027(2) 0.034(3) -0.003(2) 0.000(2) -0.009(2) C9 0.037(3) 0.029(2) 0.030(2) -0.0097(19) 0.001(2) -0.011(2) C10 0.040(3) 0.026(2) 0.037(3) -0.005(2) 0.002(2) -0.012(2) C11 0.042(3) 0.036(3) 0.040(3) -0.009(2) 0.010(2) -0.016(2) C12 0.032(3) 0.038(3) 0.049(3) -0.009(2) 0.002(2) -0.007(2) C13 0.043(3) 0.031(3) 0.048(3) 0.000(2) -0.004(2) -0.007(2) C14 0.048(3) 0.048(3) 0.062(4) -0.005(3) -0.008(3) -0.005(3) C15 0.081(5) 0.049(4) 0.059(4) 0.001(3) -0.012(3) -0.025(3) C16 0.052(3) 0.060(4) 0.059(4) -0.008(3) 0.003(3) -0.020(3) C17 0.039(3) 0.034(3) 0.041(3) -0.002(2) -0.007(2) -0.009(2) C18 0.032(3) 0.032(3) 0.048(3) -0.002(2) -0.001(2) -0.009(2) C19 0.034(3) 0.048(3) 0.042(3) 0.000(2) -0.004(2) -0.010(2) C20 0.038(3) 0.033(3) 0.035(3) 0.003(2) -0.003(2) -0.001(2) C21 0.033(2) 0.029(2) 0.029(3) 0.002(2) 0.000(2) -0.0021(19) C22 0.037(3) 0.026(2) 0.025(2) 0.0021(19) -0.003(2) -0.0044(18) C23 0.033(2) 0.030(2) 0.030(3) 0.002(2) -0.002(2) -0.0039(19) C24 0.042(3) 0.034(3) 0.031(3) -0.001(2) -0.007(2) -0.007(2) C25 0.051(3) 0.029(3) 0.030(3) -0.005(2) -0.003(2) -0.004(2) C26 0.040(3) 0.037(3) 0.030(3) -0.004(2) 0.005(2) -0.002(2) N1 0.064(3) 0.040(3) 0.060(3) -0.008(2) -0.009(3) -0.012(2) N2 0.045(3) 0.039(2) 0.042(2) -0.005(2) 0.0047(19) -0.0119(19) N3 0.048(3) 0.039(2) 0.030(2) -0.0013(18) 0.0024(19) -0.0186(19) N4 0.067(3) 0.044(3) 0.064(3) 0.001(2) -0.021(3) -0.002(2) N5 0.039(2) 0.041(2) 0.041(2) -0.003(2) -0.0047(19) -0.013(2) N6 0.031(2) 0.038(2) 0.034(2) 0.0019(18) -0.0020(17) -0.0113(17) O1 0.064(2) 0.047(2) 0.044(2) 0.0120(18) 0.0047(18) 0.0083(19) O2 0.052(2) 0.057(2) 0.052(2) 0.0026(18) 0.0168(18) -0.0105(18) O3 0.050(2) 0.054(2) 0.063(3) -0.018(2) 0.0203(19) -0.0125(18) O4 0.060(2) 0.050(2) 0.041(2) -0.0128(18) 0.0057(17) -0.0247(18) O5 0.069(3) 0.079(3) 0.076(3) 0.012(3) -0.001(3) -0.013(3) O6 0.095(4) 0.102(4) 0.074(4) -0.007(3) -0.018(3) -0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N2 1.325(6) . ? C1 N1 1.326(7) . ? C2 N1 1.346(7) . ? C2 C3 1.358(8) . ? C3 N2 1.378(6) . ? C4 N2 1.462(6) . ? C4 C5 1.518(6) . ? C5 C6 1.515(7) . ? C6 N3 1.481(5) . ? C7 O1 1.212(5) . ? C7 N3 1.388(6) . ? C7 C8 1.494(6) . ? C8 C13 1.374(6) 2_666 ? C8 C9 1.404(6) . ? C9 C9 1.423(8) 2_666 ? C9 C10 1.423(6) . ? C10 C12 1.360(6) . ? C10 C11 1.489(6) . ? C11 O2 1.222(5) . ? C11 N3 1.385(6) . ? C12 C13 1.398(6) . ? C13 C8 1.374(6) 2_666 ? C14 N4 1.328(6) . ? C14 N5 1.329(6) . ? C15 C16 1.342(7) . ? C15 N4 1.345(7) . ? C16 N5 1.365(6) . ? C17 N5 1.469(5) . ? C17 C18 1.499(6) . ? C18 C19 1.526(6) . ? C19 N6 1.477(5) . ? C20 O3 1.220(5) . ? C20 N6 1.387(6) . ? C20 C21 1.488(6) . ? C21 C26 1.384(6) 2_556 ? C21 C22 1.405(6) . ? C22 C23 1.400(6) . ? C22 C22 1.413(8) 2_556 ? C23 C25 1.379(6) . ? C23 C24 1.500(6) . ? C24 O4 1.213(5) . ? C24 N6 1.399(6) . ? C25 C26 1.401(6) . ? C26 C21 1.384(6) 2_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 N2 C1 N1 108.2(5) . . ? N1 C2 C3 107.1(5) . . ? C2 C3 N2 106.5(5) . . ? N2 C4 C5 111.0(4) . . ? C6 C5 C4 111.6(4) . . ? N3 C6 C5 110.4(4) . . ? O1 C7 N3 121.0(4) . . ? O1 C7 C8 121.6(4) . . ? N3 C7 C8 117.3(4) . . ? C13 C8 C9 120.0(4) 2_666 . ? C13 C8 C7 120.7(4) 2_666 . ? C9 C8 C7 119.3(4) . . ? C8 C9 C9 119.7(5) . 2_666 ? C8 C9 C10 121.7(4) . . ? C9 C9 C10 118.6(5) 2_666 . ? C12 C10 C9 119.9(4) . . ? C12 C10 C11 121.4(4) . . ? C9 C10 C11 118.7(4) . . ? O2 C11 N3 121.0(4) . . ? O2 C11 C10 121.1(4) . . ? N3 C11 C10 117.9(4) . . ? C10 C12 C13 121.2(4) . . ? C8 C13 C12 120.5(4) 2_666 . ? N4 C14 N5 108.4(5) . . ? C16 C15 N4 106.9(5) . . ? C15 C16 N5 108.0(5) . . ? N5 C17 C18 111.7(4) . . ? C17 C18 C19 114.0(4) . . ? N6 C19 C18 113.4(4) . . ? O3 C20 N6 120.8(4) . . ? O3 C20 C21 122.2(5) . . ? N6 C20 C21 117.0(4) . . ? C26 C21 C22 119.9(4) 2_556 . ? C26 C21 C20 119.9(4) 2_556 . ? C22 C21 C20 120.2(4) . . ? C23 C22 C21 121.0(4) . . ? C23 C22 C22 119.6(5) . 2_556 ? C21 C22 C22 119.4(5) . 2_556 ? C25 C23 C22 120.6(4) . . ? C25 C23 C24 119.5(4) . . ? C22 C23 C24 119.9(4) . . ? O4 C24 N6 120.8(4) . . ? O4 C24 C23 122.6(4) . . ? N6 C24 C23 116.6(4) . . ? C23 C25 C26 119.8(4) . . ? C21 C26 C25 120.7(4) 2_556 . ? C1 N1 C2 109.7(5) . . ? C1 N2 C3 108.5(4) . . ? C1 N2 C4 126.6(4) . . ? C3 N2 C4 125.0(4) . . ? C11 N3 C7 125.1(4) . . ? C11 N3 C6 117.0(4) . . ? C7 N3 C6 117.8(4) . . ? C14 N4 C15 109.2(5) . . ? C14 N5 C16 107.5(4) . . ? C14 N5 C17 125.5(4) . . ? C16 N5 C17 127.0(4) . . ? C20 N6 C24 125.1(4) . . ? C20 N6 C19 118.8(4) . . ? C24 N6 C19 116.1(4) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.24 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.509 _refine_diff_density_min -0.686 _refine_diff_density_rms 0.072 data_chloride _database_code_depnum_ccdc_archive 'CCDC 911758' #TrackingRef 'salt1911758.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H28 Cl2 N6 O6' _chemical_formula_weight 591.44 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.0527(12) _cell_length_b 13.808(2) _cell_length_c 14.472(2) _cell_angle_alpha 78.038(5) _cell_angle_beta 83.616(5) _cell_angle_gamma 81.133(5) _cell_volume 1357.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour Pink _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.447 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 616 _exptl_absorpt_coefficient_mu 0.292 _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 298(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12487 _diffrn_reflns_av_R_equivalents 0.0553 _diffrn_reflns_av_sigmaI/netI 0.0803 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 25.23 _reflns_number_total 4886 _reflns_number_gt 2535 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. DFIX 0.84 0.02 H5N O5 O5 H5M DFIX 0.84 0.02 O6 H6N H6M O6 ; _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^)+(0.1000P)^2^+0.4949P] 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 4329 _refine_ls_number_parameters 377 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1116 _refine_ls_R_factor_gt 0.0647 _refine_ls_wR_factor_ref 0.1907 _refine_ls_wR_factor_gt 0.1609 _refine_ls_goodness_of_fit_ref 0.962 _refine_ls_restrained_S_all 0.962 _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 C1 C 0.3575(6) 0.5286(3) 0.1843(3) 0.0566(11) Uani 1 1 d . . . H1 H 0.2335 0.5430 0.2118 0.068 Uiso 1 1 calc R . . C2 C 0.6609(7) 0.5356(3) 0.1378(3) 0.0642(13) Uani 1 1 d . . . H2 H 0.7821 0.5564 0.1275 0.077 Uiso 1 1 calc R . . C3 C 0.6099(6) 0.4572(3) 0.1090(3) 0.0597(12) Uani 1 1 d . . . H3 H 0.6887 0.4134 0.0757 0.072 Uiso 1 1 calc R . . C4 C 0.3000(6) 0.3811(3) 0.1224(3) 0.0563(12) Uani 1 1 d . . . H4A H 0.3614 0.3500 0.0705 0.068 Uiso 1 1 calc R . . H4B H 0.1742 0.4147 0.1049 0.068 Uiso 1 1 calc R . . C5 C 0.2772(7) 0.3022(3) 0.2103(3) 0.0613(13) Uani 1 1 d . . . H5A H 0.1978 0.3317 0.2592 0.074 Uiso 1 1 calc R . . H5B H 0.4025 0.2763 0.2336 0.074 Uiso 1 1 calc R . . C6 C 0.1840(6) 0.2165(3) 0.1897(3) 0.0531(11) Uani 1 1 d . . . H6A H 0.0712 0.2437 0.1552 0.064 Uiso 1 1 calc R . . H6B H 0.2742 0.1787 0.1504 0.064 Uiso 1 1 calc R . . C7 C -0.0616(6) 0.1677(3) 0.3180(3) 0.0501(11) Uani 1 1 d . . . C8 C -0.1148(6) 0.1025(3) 0.4101(3) 0.0455(10) Uani 1 1 d . . . C9 C 0.0261(6) 0.0296(3) 0.4563(3) 0.0432(10) Uani 1 1 d . . . C10 C 0.2164(6) 0.0155(3) 0.4141(3) 0.0447(10) Uani 1 1 d . . . C11 C 0.2702(6) 0.0778(3) 0.3214(3) 0.0513(11) Uani 1 1 d . . . C12 C 0.3494(6) -0.0570(3) 0.4598(3) 0.0497(11) Uani 1 1 d . . . H12 H 0.4738 -0.0676 0.4315 0.060 Uiso 1 1 calc R . . C13 C 0.3009(6) -0.1150(3) 0.5479(3) 0.0509(11) Uani 1 1 d . . . H13 H 0.3940 -0.1622 0.5786 0.061 Uiso 1 1 calc R . . C14 C 0.1900(7) 0.0443(3) 0.8059(3) 0.0626(12) Uani 1 1 d . . . H14 H 0.3098 0.0561 0.7754 0.075 Uiso 1 1 calc R . . C15 C -0.0388(8) -0.0276(4) 0.8955(3) 0.0698(14) Uani 1 1 d . . . H15 H -0.1029 -0.0745 0.9379 0.084 Uiso 1 1 calc R . . C16 C -0.1176(7) 0.0625(3) 0.8510(3) 0.0629(12) Uani 1 1 d . . . H16 H -0.2464 0.0897 0.8567 0.075 Uiso 1 1 calc R . . C17 C 0.0063(6) 0.2055(3) 0.7342(3) 0.0509(11) Uani 1 1 d . . . H17A H 0.1155 0.2390 0.7380 0.061 Uiso 1 1 calc R . . H17B H -0.1094 0.2453 0.7557 0.061 Uiso 1 1 calc R . . C19 C -0.0476(6) 0.2968(3) 0.5660(3) 0.0511(11) Uani 1 1 d . . . H19A H -0.0790 0.2850 0.5061 0.061 Uiso 1 1 calc R . . H19B H -0.1598 0.3350 0.5927 0.061 Uiso 1 1 calc R . . C20 C 0.1125(6) 0.4307(3) 0.6013(3) 0.0472(10) Uani 1 1 d . . . C21 C 0.2776(5) 0.4894(3) 0.5812(3) 0.0438(10) Uani 1 1 d . . . C22 C 0.4235(5) 0.4705(3) 0.5104(3) 0.0397(9) Uani 1 1 d . . . C23 C 0.4195(5) 0.3959(3) 0.4582(3) 0.0426(10) Uani 1 1 d . . . C24 C 0.2605(6) 0.3324(3) 0.4809(3) 0.0476(10) Uani 1 1 d . . . C25 C 0.2842(6) 0.5635(3) 0.6318(3) 0.0466(10) Uani 1 1 d . . . H25 H 0.1871 0.5757 0.6786 0.056 Uiso 1 1 calc R . . C26 C 0.5619(6) 0.3802(3) 0.3880(3) 0.0470(10) Uani 1 1 d . . . H26 H 0.5562 0.3314 0.3530 0.056 Uiso 1 1 calc R . . Cl1 Cl 0.49520(16) 0.24455(8) 0.71247(9) 0.0670(4) Uani 1 1 d . . . Cl2 Cl 0.04288(18) 0.67907(10) 0.04497(9) 0.0802(4) Uani 1 1 d . . . H5M H 0.565(9) 0.190(5) 0.002(4) 0.14(3) Uiso 1 1 d D . . H6M H 0.239(5) 0.216(4) 0.942(4) 0.12(3) Uiso 1 1 d D . . H5N H 0.703(6) 0.233(3) 0.007(3) 0.085(19) Uiso 1 1 d D . . H6N H 0.387(13) 0.202(7) 0.874(2) 0.22(5) Uiso 1 1 d D . . N1 N 0.5037(6) 0.5786(2) 0.1847(3) 0.0600(10) Uani 1 1 d . . . H1A H 0.4994 0.6299 0.2104 0.072 Uiso 1 1 calc R . . N2 N 0.4177(5) 0.4550(2) 0.1385(2) 0.0495(9) Uani 1 1 d . . . N3 N 0.1273(5) 0.1496(2) 0.2794(2) 0.0476(8) Uani 1 1 d . . . N4 N 0.1525(6) -0.0374(3) 0.8668(3) 0.0699(11) Uani 1 1 d . . . H4 H 0.2355 -0.0884 0.8853 0.084 Uiso 1 1 calc R . . N5 N 0.0273(5) 0.1063(2) 0.7960(2) 0.0504(9) Uani 1 1 d . . . N6 N 0.1137(4) 0.3569(2) 0.5480(2) 0.0457(8) Uani 1 1 d . . . C18 C -0.0058(6) 0.1974(3) 0.6324(3) 0.0514(11) Uani 1 1 d . . . H18A H 0.1152 0.1627 0.6098 0.062 Uiso 1 1 calc R . . H18B H -0.1060 0.1572 0.6303 0.062 Uiso 1 1 calc R . . O1 O -0.1763(5) 0.2334(2) 0.2772(2) 0.0683(9) Uani 1 1 d . . . O2 O 0.4325(4) 0.0679(2) 0.2821(2) 0.0661(9) Uani 1 1 d . . . O3 O -0.0210(4) 0.4470(2) 0.6593(2) 0.0671(9) Uani 1 1 d . . . O4 O 0.2558(4) 0.2621(2) 0.4424(2) 0.0608(8) Uani 1 1 d . . . O5 O 0.6258(6) 0.2008(3) 0.0451(3) 0.0783(10) Uani 1 1 d D . . O6 O 0.3488(7) 0.1845(3) 0.9310(4) 0.0885(11) Uani 1 1 d 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 C1 0.055(3) 0.057(3) 0.059(3) -0.009(2) -0.001(2) -0.015(2) C2 0.061(3) 0.073(3) 0.060(3) -0.003(3) 0.001(2) -0.032(3) C3 0.057(3) 0.063(3) 0.057(3) -0.009(2) 0.012(2) -0.018(2) C4 0.068(3) 0.051(3) 0.053(3) -0.005(2) -0.001(2) -0.029(2) C5 0.084(3) 0.059(3) 0.047(3) -0.004(2) -0.004(2) -0.039(2) C6 0.063(3) 0.055(3) 0.043(3) -0.004(2) 0.005(2) -0.030(2) C7 0.058(3) 0.049(3) 0.048(3) -0.015(2) 0.003(2) -0.020(2) C8 0.047(3) 0.044(2) 0.048(3) -0.010(2) 0.005(2) -0.0178(19) C9 0.044(2) 0.044(2) 0.046(3) -0.0135(19) 0.005(2) -0.0191(18) C10 0.052(3) 0.045(2) 0.041(3) -0.010(2) 0.007(2) -0.0213(19) C11 0.049(3) 0.050(3) 0.059(3) -0.015(2) 0.006(2) -0.020(2) C12 0.041(2) 0.051(2) 0.057(3) -0.008(2) 0.005(2) -0.017(2) C13 0.049(3) 0.045(2) 0.058(3) -0.004(2) -0.001(2) -0.0130(19) C14 0.056(3) 0.063(3) 0.069(3) -0.010(3) -0.005(2) -0.014(2) C15 0.082(4) 0.068(3) 0.065(3) -0.004(3) -0.006(3) -0.040(3) C16 0.060(3) 0.061(3) 0.067(3) -0.001(3) 0.000(2) -0.027(2) C17 0.050(3) 0.051(2) 0.054(3) -0.007(2) -0.001(2) -0.0181(19) C19 0.044(2) 0.057(3) 0.055(3) -0.003(2) -0.003(2) -0.0237(19) C20 0.048(3) 0.045(2) 0.046(3) -0.002(2) 0.000(2) -0.0094(19) C21 0.047(3) 0.044(2) 0.040(3) -0.0012(19) 0.0009(19) -0.0153(18) C22 0.041(2) 0.042(2) 0.034(2) -0.0008(18) 0.0027(18) -0.0144(16) C23 0.046(2) 0.041(2) 0.041(3) -0.0034(19) -0.0012(19) -0.0130(18) C24 0.047(3) 0.050(2) 0.046(3) -0.001(2) -0.001(2) -0.0200(19) C25 0.046(2) 0.048(2) 0.045(3) -0.005(2) 0.0066(19) -0.0136(18) C26 0.055(3) 0.044(2) 0.045(3) -0.0111(19) 0.000(2) -0.0147(19) Cl1 0.0508(7) 0.0716(8) 0.0844(9) -0.0220(7) 0.0003(6) -0.0214(6) Cl2 0.0643(8) 0.1027(10) 0.0751(10) -0.0103(7) -0.0002(6) -0.0290(7) N1 0.073(3) 0.043(2) 0.067(3) -0.0110(19) -0.005(2) -0.0181(19) N2 0.054(2) 0.046(2) 0.049(2) -0.0075(17) 0.0048(17) -0.0194(16) N3 0.055(2) 0.049(2) 0.042(2) -0.0076(16) 0.0044(17) -0.0229(17) N4 0.084(3) 0.052(2) 0.075(3) -0.002(2) -0.025(2) -0.015(2) N5 0.052(2) 0.048(2) 0.053(2) -0.0042(17) -0.0012(17) -0.0208(18) N6 0.043(2) 0.0470(19) 0.048(2) -0.0050(17) -0.0020(16) -0.0179(15) C18 0.051(3) 0.053(3) 0.052(3) -0.005(2) 0.003(2) -0.025(2) O1 0.068(2) 0.063(2) 0.062(2) 0.0029(17) 0.0054(17) -0.0005(17) O2 0.054(2) 0.070(2) 0.067(2) -0.0008(16) 0.0130(16) -0.0169(15) O3 0.059(2) 0.067(2) 0.078(2) -0.0228(18) 0.0214(18) -0.0260(16) O4 0.072(2) 0.0608(19) 0.059(2) -0.0196(16) 0.0043(15) -0.0339(15) O5 0.077(3) 0.071(2) 0.081(3) 0.003(2) -0.004(2) -0.0191(19) O6 0.079(3) 0.089(3) 0.097(3) -0.007(2) -0.015(2) -0.019(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 C1 N2 1.317(5) . ? C1 N1 1.328(5) . ? C2 C3 1.348(6) . ? C2 N1 1.356(6) . ? C3 N2 1.378(5) . ? C4 N2 1.479(5) . ? C4 C5 1.505(5) . ? C5 C6 1.533(5) . ? C6 N3 1.484(5) . ? C7 O1 1.219(5) . ? C7 N3 1.392(5) . ? C7 C8 1.491(6) . ? C8 C13 1.385(5) 2_556 ? C8 C9 1.417(5) . ? C9 C9 1.400(7) 2_556 ? C9 C10 1.414(5) . ? C10 C12 1.376(5) . ? C10 C11 1.481(6) . ? C11 O2 1.221(5) . ? C11 N3 1.395(5) . ? C12 C13 1.396(5) . ? C13 C8 1.385(5) 2_556 ? C14 N4 1.321(5) . ? C14 N5 1.324(5) . ? C15 C16 1.343(6) . ? C15 N4 1.361(6) . ? C16 N5 1.362(5) . ? C17 N5 1.468(5) . ? C17 C18 1.513(5) . ? C19 N6 1.479(4) . ? C19 C18 1.512(5) . ? C20 O3 1.216(5) . ? C20 N6 1.399(5) . ? C20 C21 1.489(5) . ? C21 C25 1.384(5) . ? C21 C22 1.404(5) . ? C22 C23 1.403(5) . ? C22 C22 1.419(7) 2_666 ? C23 C26 1.374(5) . ? C23 C24 1.495(5) . ? C24 O4 1.222(4) . ? C24 N6 1.391(5) . ? C25 C26 1.402(5) 2_666 ? C26 C25 1.402(5) 2_666 ? O5 H5N 0.834(19) . ? 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 C1 N1 108.6(4) . . ? C3 C2 N1 107.6(4) . . ? C2 C3 N2 106.4(4) . . ? N2 C4 C5 110.6(3) . . ? C4 C5 C6 110.9(3) . . ? N3 C6 C5 110.4(3) . . ? O1 C7 N3 120.8(4) . . ? O1 C7 C8 122.5(4) . . ? N3 C7 C8 116.7(4) . . ? C13 C8 C9 119.8(4) 2_556 . ? C13 C8 C7 120.0(4) 2_556 . ? C9 C8 C7 120.2(4) . . ? C9 C9 C10 120.3(5) 2_556 . ? C9 C9 C8 119.2(5) 2_556 . ? C10 C9 C8 120.4(4) . . ? C12 C10 C9 119.2(4) . . ? C12 C10 C11 120.8(4) . . ? C9 C10 C11 120.0(4) . . ? O2 C11 N3 120.3(4) . . ? O2 C11 C10 122.3(4) . . ? N3 C11 C10 117.4(4) . . ? C10 C12 C13 121.2(4) . . ? C8 C13 C12 120.2(4) 2_556 . ? N4 C14 N5 108.1(4) . . ? C16 C15 N4 107.2(4) . . ? C15 C16 N5 106.9(4) . . ? N5 C17 C18 111.0(3) . . ? N6 C19 C18 113.9(3) . . ? O3 C20 N6 120.7(4) . . ? O3 C20 C21 122.4(4) . . ? N6 C20 C21 116.9(4) . . ? C25 C21 C22 120.6(3) . . ? C25 C21 C20 119.4(4) . . ? C22 C21 C20 120.0(3) . . ? C23 C22 C21 121.4(3) . . ? C23 C22 C22 119.2(4) . 2_666 ? C21 C22 C22 119.4(4) . 2_666 ? C26 C23 C22 120.3(3) . . ? C26 C23 C24 120.3(4) . . ? C22 C23 C24 119.4(4) . . ? O4 C24 N6 120.3(3) . . ? O4 C24 C23 122.5(4) . . ? N6 C24 C23 117.2(3) . . ? C21 C25 C26 119.6(4) . 2_666 ? C23 C26 C25 121.0(4) . 2_666 ? C1 N1 C2 108.7(4) . . ? C1 N2 C3 108.7(3) . . ? C1 N2 C4 125.9(4) . . ? C3 N2 C4 125.4(4) . . ? C7 N3 C11 125.2(4) . . ? C7 N3 C6 117.2(3) . . ? C11 N3 C6 117.5(4) . . ? C14 N4 C15 108.9(4) . . ? C14 N5 C16 109.0(4) . . ? C14 N5 C17 125.4(4) . . ? C16 N5 C17 125.6(4) . . ? C24 N6 C20 124.8(3) . . ? C24 N6 C19 116.6(3) . . ? C20 N6 C19 118.5(3) . . ? C19 C18 C17 114.1(3) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.23 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.359 _refine_diff_density_min -0.424 _refine_diff_density_rms 0.072 data_ma-1 _database_code_depnum_ccdc_archive 'CCDC 911759' #TrackingRef 'salt4911759.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H30 N6 O14 S2' _chemical_formula_weight 714.68 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' S S 0.1246 0.1234 '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)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.5912(4) _cell_length_b 12.5950(6) _cell_length_c 14.3918(7) _cell_angle_alpha 90.00 _cell_angle_beta 106.760(2) _cell_angle_gamma 90.00 _cell_volume 1491.13(12) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 0.262 _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 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14674 _diffrn_reflns_av_R_equivalents 0.1124 _diffrn_reflns_av_sigmaI/netI 0.0482 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 25.25 _reflns_number_total 2668 _reflns_number_gt 2098 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. DFIX 0.84 0.02 H7B O7 H7A O7 DFIX 1.49 0.02 O6 S1 O4 S1 O5 S1 DFIX 1.49 0.02 S1 O5 ; _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^)+(0.1000P)^2^+9.0000P] 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 2668 _refine_ls_number_parameters 226 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0962 _refine_ls_R_factor_gt 0.0875 _refine_ls_wR_factor_ref 0.2258 _refine_ls_wR_factor_gt 0.2195 _refine_ls_goodness_of_fit_ref 0.908 _refine_ls_restrained_S_all 0.914 _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 C1 C 0.2718(6) 0.4904(4) 0.1648(4) 0.0450(13) Uani 1 1 d . . . H1 H 0.3474 0.4771 0.1312 0.054 Uiso 1 1 calc R . . C2 C 0.1422(7) 0.5680(4) 0.2562(4) 0.0506(14) Uani 1 1 d . . . H2 H 0.1130 0.6172 0.2964 0.061 Uiso 1 1 calc R . . C3 C 0.0650(7) 0.4766(4) 0.2241(4) 0.0451(13) Uani 1 1 d . . . H3 H -0.0272 0.4507 0.2381 0.054 Uiso 1 1 calc R . . C4 C 0.1112(6) 0.3232(4) 0.1221(4) 0.0382(11) Uani 1 1 d . . . H4A H 0.0372 0.2861 0.1506 0.046 Uiso 1 1 calc R . . H4B H 0.2112 0.2824 0.1363 0.046 Uiso 1 1 calc R . . C5 C 0.0370(6) 0.3287(4) 0.0138(4) 0.0352(11) Uani 1 1 d . . . H5A H 0.1114 0.3649 -0.0150 0.042 Uiso 1 1 calc R . . H5B H -0.0626 0.3698 -0.0005 0.042 Uiso 1 1 calc R . . C6 C -0.0007(5) 0.2185(4) -0.0316(4) 0.0353(11) Uani 1 1 d . . . H6A H -0.0722 0.1817 -0.0011 0.042 Uiso 1 1 calc R . . H6B H -0.0580 0.2263 -0.0999 0.042 Uiso 1 1 calc R . . C7 C 0.1870(5) 0.0764(3) 0.0516(3) 0.0318(10) Uani 1 1 d . . . C8 C 0.3347(5) 0.0112(3) 0.0593(3) 0.0276(10) Uani 1 1 d . . . C9 C 0.4284(5) 0.0307(3) -0.0046(3) 0.0255(9) Uani 1 1 d . . . C10 C 0.3845(5) 0.1092(3) -0.0767(3) 0.0275(9) Uani 1 1 d . . . C11 C 0.2352(5) 0.1730(3) -0.0874(3) 0.0302(10) Uani 1 1 d . . . C12 C 0.3796(6) -0.0668(4) 0.1289(3) 0.0329(11) Uani 1 1 d . . . H12 H 0.3166 -0.0793 0.1705 0.039 Uiso 1 1 calc R . . C13 C 0.4801(5) 0.1276(4) -0.1374(3) 0.0301(10) Uani 1 1 d . . . H13 H 0.4513 0.1806 -0.1842 0.036 Uiso 1 1 calc R . . H7A H 0.651(9) 0.576(6) 0.106(5) 0.08(3) Uiso 1 1 d D . . H7B H 0.512(14) 0.608(15) 0.102(11) 0.28(10) Uiso 1 1 d D . . N1 N 0.2676(6) 0.5756(4) 0.2204(4) 0.0593(14) Uani 1 1 d . . . H1A H 0.3360 0.6273 0.2311 0.071 Uiso 1 1 calc R . . N2 N 0.1468(5) 0.4287(3) 0.1672(3) 0.0334(9) Uani 1 1 d . . . N3 N 0.1467(4) 0.1531(3) -0.0215(3) 0.0291(8) Uani 1 1 d . . . O1 O 0.1033(4) 0.0643(3) 0.1064(3) 0.0479(10) Uani 1 1 d . . . O2 O 0.1884(4) 0.2404(3) -0.1502(2) 0.0379(8) Uani 1 1 d . . . O3 O 0.5465(9) 0.2477(5) 0.1803(6) 0.115(2) Uani 1 1 d . . . H3A H 0.4780 0.2858 0.1931 0.173 Uiso 1 1 calc R . . O4 O 0.7107(7) 0.3928(4) 0.1605(5) 0.0938(18) Uani 1 1 d D . . O5 O 0.7080(6) 0.2292(4) 0.0747(4) 0.0795(16) Uani 1 1 d D . . O6 O 0.4616(6) 0.3421(5) 0.0430(4) 0.102(2) Uani 1 1 d D . . O7 O 0.5961(8) 0.5883(4) 0.1452(4) 0.0772(15) Uani 1 1 d D . . S1 S 0.61357(17) 0.30221(11) 0.10830(11) 0.0470(4) Uani 1 1 d 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 C1 0.039(3) 0.038(3) 0.058(4) 0.001(3) 0.013(2) 0.001(2) C2 0.064(4) 0.036(3) 0.050(4) -0.012(3) 0.014(3) 0.012(3) C3 0.048(3) 0.043(3) 0.046(3) -0.005(2) 0.016(2) 0.008(2) C4 0.049(3) 0.027(2) 0.037(3) -0.001(2) 0.008(2) 0.000(2) C5 0.036(2) 0.031(2) 0.038(3) -0.003(2) 0.009(2) 0.0063(19) C6 0.026(2) 0.035(3) 0.043(3) -0.003(2) 0.0076(19) 0.0015(18) C7 0.036(2) 0.026(2) 0.036(3) -0.005(2) 0.016(2) -0.0036(18) C8 0.031(2) 0.022(2) 0.032(3) -0.0043(18) 0.0125(18) -0.0028(17) C9 0.034(2) 0.020(2) 0.024(2) -0.0048(17) 0.0100(17) -0.0055(16) C10 0.033(2) 0.021(2) 0.029(2) -0.0044(18) 0.0096(17) -0.0026(17) C11 0.035(2) 0.024(2) 0.031(3) -0.007(2) 0.0091(18) -0.0051(18) C12 0.038(2) 0.030(2) 0.035(3) -0.004(2) 0.020(2) -0.0063(19) C13 0.038(2) 0.026(2) 0.028(3) 0.0028(19) 0.0114(18) -0.0014(18) N1 0.064(3) 0.031(3) 0.068(3) -0.002(2) -0.005(3) -0.006(2) N2 0.033(2) 0.029(2) 0.036(2) -0.0039(17) 0.0069(16) 0.0022(16) N3 0.0317(19) 0.0246(19) 0.033(2) -0.0039(16) 0.0118(15) -0.0004(15) O1 0.051(2) 0.051(2) 0.053(2) 0.0099(18) 0.0342(19) 0.0095(17) O2 0.0446(19) 0.0316(18) 0.036(2) 0.0048(16) 0.0096(14) 0.0037(14) O3 0.133(6) 0.102(5) 0.145(6) 0.021(4) 0.096(5) 0.036(4) O4 0.084(4) 0.067(3) 0.111(4) -0.030(3) -0.003(3) -0.011(3) O5 0.075(3) 0.074(3) 0.108(4) -0.034(3) 0.055(3) -0.009(3) O6 0.059(3) 0.131(5) 0.105(4) -0.031(4) 0.007(3) 0.018(3) O7 0.087(4) 0.064(3) 0.080(4) -0.002(3) 0.023(3) -0.025(3) S1 0.0496(8) 0.0356(8) 0.0488(9) -0.0080(6) 0.0030(6) 0.0083(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 C1 N2 1.334(6) . ? C1 N1 1.346(7) . ? C2 N1 1.325(8) . ? C2 C3 1.342(8) . ? C3 N2 1.365(6) . ? C4 N2 1.472(6) . ? C4 C5 1.506(7) . ? C5 C6 1.528(6) . ? C6 N3 1.483(6) . ? C7 O1 1.220(5) . ? C7 N3 1.397(6) . ? C7 C8 1.489(6) . ? C8 C12 1.376(6) . ? C8 C9 1.408(6) . ? C9 C10 1.404(6) . ? C9 C9 1.426(8) 3_655 ? C10 C13 1.379(6) . ? C10 C11 1.484(6) . ? C11 O2 1.221(6) . ? C11 N3 1.398(6) . ? C12 C13 1.403(6) 3_655 ? C13 C12 1.403(6) 3_655 ? O3 S1 1.491(6) . ? O4 S1 1.484(5) . ? O5 S1 1.401(4) . ? O6 S1 1.461(5) . ? 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 C1 N1 106.9(5) . . ? N1 C2 C3 107.8(5) . . ? C2 C3 N2 107.3(5) . . ? N2 C4 C5 112.7(4) . . ? C4 C5 C6 112.0(4) . . ? N3 C6 C5 113.1(4) . . ? O1 C7 N3 120.6(4) . . ? O1 C7 C8 122.1(4) . . ? N3 C7 C8 117.3(4) . . ? C12 C8 C9 120.5(4) . . ? C12 C8 C7 120.1(4) . . ? C9 C8 C7 119.4(4) . . ? C10 C9 C8 121.6(4) . . ? C10 C9 C9 119.4(5) . 3_655 ? C8 C9 C9 119.0(5) . 3_655 ? C13 C10 C9 120.3(4) . . ? C13 C10 C11 119.9(4) . . ? C9 C10 C11 119.8(4) . . ? O2 C11 N3 120.0(4) . . ? O2 C11 C10 122.9(4) . . ? N3 C11 C10 117.1(4) . . ? C8 C12 C13 120.4(4) . 3_655 ? C10 C13 C12 120.4(4) . 3_655 ? C2 N1 C1 109.7(5) . . ? C1 N2 C3 108.4(4) . . ? C1 N2 C4 125.6(4) . . ? C3 N2 C4 125.9(4) . . ? C7 N3 C11 124.8(4) . . ? C7 N3 C6 118.5(4) . . ? C11 N3 C6 116.7(4) . . ? O5 S1 O6 120.2(3) . . ? O5 S1 O4 112.5(3) . . ? O6 S1 O4 109.2(3) . . ? O5 S1 O3 108.4(3) . . ? O6 S1 O3 98.8(4) . . ? O4 S1 O3 106.0(4) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.058 _refine_diff_density_min -1.042 _refine_diff_density_rms 0.126 data_p-1 _database_code_depnum_ccdc_archive 'CCDC 911760' #TrackingRef 'salt5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H30 N6 O12 S2' _chemical_formula_weight 706.70 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' S S 0.1246 0.1234 '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)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.691(3) _cell_length_b 13.879(6) _cell_length_c 17.851(7) _cell_angle_alpha 90.00 _cell_angle_beta 109.63(2) _cell_angle_gamma 90.00 _cell_volume 1561.3(11) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.503 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 0.245 _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 298(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21392 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.0361 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 25.24 _reflns_number_total 2791 _reflns_number_gt 1964 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.1000P)^2^+1.0000P] 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 2791 _refine_ls_number_parameters 218 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0831 _refine_ls_R_factor_gt 0.0554 _refine_ls_wR_factor_ref 0.1746 _refine_ls_wR_factor_gt 0.1545 _refine_ls_goodness_of_fit_ref 0.998 _refine_ls_restrained_S_all 0.998 _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 C1 C 0.6486(6) 0.0886(2) 0.1470(2) 0.0518(9) Uani 1 1 d . . . H1 H 0.6938 0.1007 0.1039 0.062 Uiso 1 1 calc R . . C2 C 0.4968(6) 0.0233(3) 0.2230(2) 0.0610(10) Uani 1 1 d . . . H2 H 0.4161 -0.0185 0.2423 0.073 Uiso 1 1 calc R . . C3 C 0.6026(6) 0.1006(3) 0.2604(2) 0.0572(9) Uani 1 1 d . . . H3 H 0.6102 0.1223 0.3105 0.069 Uiso 1 1 calc R . . C4 C 0.8127(6) 0.2335(2) 0.2249(2) 0.0554(9) Uani 1 1 d . . . H4A H 0.7861 0.2676 0.2679 0.067 Uiso 1 1 calc R . . H4B H 0.7589 0.2728 0.1773 0.067 Uiso 1 1 calc R . . C5 C 1.0468(5) 0.2211(3) 0.2449(2) 0.0573(10) Uani 1 1 d . . . H5A H 1.0741 0.1851 0.2030 0.069 Uiso 1 1 calc R . . H5B H 1.1026 0.1844 0.2939 0.069 Uiso 1 1 calc R . . C6 C 1.1601(6) 0.3182(3) 0.2546(2) 0.0581(10) Uani 1 1 d . . . H6A H 1.1207 0.3567 0.2926 0.070 Uiso 1 1 calc R . . H6B H 1.3121 0.3078 0.2758 0.070 Uiso 1 1 calc R . . C7 C 0.9496(6) 0.4408(2) 0.16136(19) 0.0476(8) Uani 1 1 d . . . C8 C 0.9006(5) 0.4935(2) 0.08485(18) 0.0403(7) Uani 1 1 d . . . C9 C 1.0211(5) 0.4739(2) 0.03562(17) 0.0356(7) Uani 1 1 d . . . C10 C 1.1842(5) 0.4043(2) 0.05648(18) 0.0405(7) Uani 1 1 d . . . C11 C 1.2232(5) 0.3475(2) 0.1299(2) 0.0478(8) Uani 1 1 d . . . C12 C 0.7394(5) 0.5601(2) 0.0620(2) 0.0475(8) Uani 1 1 d . . . H12 H 0.6578 0.5709 0.0943 0.057 Uiso 1 1 calc R . . C13 C 1.3030(5) 0.3885(2) 0.0087(2) 0.0482(8) Uani 1 1 d . . . H13 H 1.4122 0.3436 0.0235 0.058 Uiso 1 1 calc R . . C14 C 1.1064(10) 0.3628(5) 0.4741(4) 0.125(2) Uani 1 1 d . . . H14A H 1.0697 0.4299 0.4687 0.188 Uiso 1 1 calc R . . H14B H 1.2205 0.3515 0.4540 0.188 Uiso 1 1 calc R . . H14C H 1.1501 0.3446 0.5293 0.188 Uiso 1 1 calc R . . N1 N 0.5277(5) 0.0168(2) 0.15274(18) 0.0555(8) Uani 1 1 d . . . H1C H 0.4768 -0.0271 0.1174 0.067 Uiso 1 1 d R . . N2 N 0.6964(4) 0.14111(18) 0.21188(16) 0.0435(7) Uani 1 1 d . . . N3 N 1.1075(4) 0.37168(18) 0.17860(15) 0.0443(7) Uani 1 1 d . . . O1 O 0.6484(6) 0.3886(2) 0.46485(18) 0.0985(11) Uani 1 1 d . . . O2 O 0.8129(5) 0.2533(2) 0.53856(15) 0.0775(9) Uani 1 1 d . . . O3 O 0.5873(6) 0.2336(3) 0.40437(19) 0.1117(12) Uani 1 1 d . . . O4 O 0.9153(6) 0.3032(3) 0.4275(2) 0.1010(11) Uani 1 1 d . . . O5 O 0.8547(5) 0.45811(19) 0.20681(16) 0.0718(8) Uani 1 1 d . . . O6 O 1.3539(4) 0.2830(2) 0.14860(16) 0.0700(8) Uani 1 1 d . . . S1 S 0.73048(14) 0.29405(6) 0.46163(5) 0.0494(3) 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 C1 0.062(2) 0.050(2) 0.046(2) 0.0032(16) 0.0216(17) -0.0055(18) C2 0.064(2) 0.052(2) 0.077(3) 0.017(2) 0.038(2) 0.0026(19) C3 0.073(2) 0.056(2) 0.052(2) 0.0051(17) 0.0336(19) 0.0051(19) C4 0.061(2) 0.0437(19) 0.063(2) -0.0036(16) 0.0232(18) -0.0054(16) C5 0.053(2) 0.058(2) 0.053(2) 0.0170(17) 0.0077(17) 0.0024(17) C6 0.057(2) 0.064(2) 0.0429(19) 0.0112(16) 0.0041(16) -0.0150(18) C7 0.062(2) 0.0404(18) 0.0444(18) -0.0058(14) 0.0238(17) -0.0127(16) C8 0.0449(17) 0.0356(16) 0.0449(18) -0.0032(13) 0.0212(14) -0.0027(14) C9 0.0373(16) 0.0302(15) 0.0407(16) -0.0045(12) 0.0147(13) -0.0056(13) C10 0.0384(17) 0.0365(17) 0.0462(18) 0.0012(13) 0.0135(14) -0.0011(13) C11 0.0378(18) 0.0471(19) 0.053(2) 0.0050(16) 0.0076(15) -0.0052(16) C12 0.053(2) 0.0414(18) 0.060(2) -0.0055(16) 0.0339(17) -0.0021(15) C13 0.0414(18) 0.0407(17) 0.065(2) 0.0028(16) 0.0210(16) 0.0073(14) C14 0.113(5) 0.122(5) 0.145(5) 0.007(4) 0.048(4) -0.030(4) N1 0.0623(19) 0.0440(17) 0.0582(19) -0.0026(13) 0.0178(15) -0.0081(14) N2 0.0477(15) 0.0401(15) 0.0439(15) 0.0044(12) 0.0170(12) -0.0020(12) N3 0.0455(15) 0.0422(15) 0.0409(15) 0.0037(12) 0.0089(12) -0.0089(12) O1 0.145(3) 0.075(2) 0.081(2) 0.0218(16) 0.045(2) 0.056(2) O2 0.094(2) 0.083(2) 0.0548(16) 0.0185(14) 0.0239(14) 0.0271(16) O3 0.122(3) 0.130(3) 0.076(2) -0.039(2) 0.023(2) -0.028(2) O4 0.111(3) 0.122(3) 0.090(2) -0.004(2) 0.061(2) -0.006(2) O5 0.109(2) 0.0620(16) 0.0649(17) 0.0040(13) 0.0570(17) 0.0052(15) O6 0.0534(15) 0.0714(18) 0.0830(19) 0.0294(14) 0.0202(14) 0.0208(14) S1 0.0564(6) 0.0520(5) 0.0403(5) 0.0017(4) 0.0169(4) 0.0087(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 C1 N1 1.306(4) . ? C1 N2 1.317(4) . ? C1 H1 0.9300 . ? C2 C3 1.335(5) . ? C2 N1 1.342(5) . ? C2 H2 0.9300 . ? C3 N2 1.348(4) . ? C3 H3 0.9300 . ? C4 N2 1.476(4) . ? C4 C5 1.495(5) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.525(5) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N3 1.478(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O5 1.212(4) . ? C7 N3 1.385(4) . ? C7 C8 1.482(4) . ? C8 C12 1.376(5) . ? C8 C9 1.406(4) . ? C9 C9 1.404(6) 3_765 ? C9 C10 1.412(4) . ? C10 C13 1.367(4) . ? C10 C11 1.472(4) . ? C11 O6 1.218(4) . ? C11 N3 1.387(4) . ? C12 C13 1.390(5) 3_765 ? C12 H12 0.9300 . ? C13 C12 1.390(5) 3_765 ? C13 H13 0.9300 . ? C14 O4 1.516(7) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? N1 H1C 0.8616 . ? O1 S1 1.434(3) . ? O2 S1 1.412(3) . ? O3 S1 1.419(3) . ? O4 S1 1.556(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 N1 C1 N2 109.2(3) . . ? N1 C1 H1 125.4 . . ? N2 C1 H1 125.4 . . ? C3 C2 N1 107.7(3) . . ? C3 C2 H2 126.2 . . ? N1 C2 H2 126.2 . . ? C2 C3 N2 107.1(3) . . ? C2 C3 H3 126.5 . . ? N2 C3 H3 126.5 . . ? N2 C4 C5 113.0(3) . . ? N2 C4 H4A 109.0 . . ? C5 C4 H4A 109.0 . . ? N2 C4 H4B 109.0 . . ? C5 C4 H4B 109.0 . . ? H4A C4 H4B 107.8 . . ? C4 C5 C6 111.4(3) . . ? C4 C5 H5A 109.4 . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5B 109.4 . . ? C6 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? N3 C6 C5 112.3(3) . . ? N3 C6 H6A 109.1 . . ? C5 C6 H6A 109.1 . . ? N3 C6 H6B 109.1 . . ? C5 C6 H6B 109.1 . . ? H6A C6 H6B 107.9 . . ? O5 C7 N3 121.7(3) . . ? O5 C7 C8 120.9(3) . . ? N3 C7 C8 117.4(3) . . ? C12 C8 C9 120.4(3) . . ? C12 C8 C7 120.7(3) . . ? C9 C8 C7 118.9(3) . . ? C9 C9 C8 118.7(3) 3_765 . ? C9 C9 C10 119.5(3) 3_765 . ? C8 C9 C10 121.7(3) . . ? C13 C10 C9 120.6(3) . . ? C13 C10 C11 120.1(3) . . ? C9 C10 C11 119.3(3) . . ? O6 C11 N3 120.8(3) . . ? O6 C11 C10 122.0(3) . . ? N3 C11 C10 117.2(3) . . ? C8 C12 C13 120.8(3) . 3_765 ? C8 C12 H12 119.6 . . ? C13 C12 H12 119.6 3_765 . ? C10 C13 C12 119.9(3) . 3_765 ? C10 C13 H13 120.0 . . ? C12 C13 H13 120.0 3_765 . ? O4 C14 H14A 109.5 . . ? O4 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? O4 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C1 N1 C2 108.1(3) . . ? C1 N1 H1C 125.7 . . ? C2 N1 H1C 126.1 . . ? C1 N2 C3 107.9(3) . . ? C1 N2 C4 125.6(3) . . ? C3 N2 C4 126.2(3) . . ? C7 N3 C11 125.3(3) . . ? C7 N3 C6 118.6(3) . . ? C11 N3 C6 116.1(3) . . ? C14 O4 S1 117.5(3) . . ? O2 S1 O3 114.5(2) . . ? O2 S1 O1 110.73(18) . . ? O3 S1 O1 113.4(2) . . ? O2 S1 O4 108.0(2) . . ? O3 S1 O4 101.3(2) . . ? O1 S1 O4 108.1(2) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.24 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.328 _refine_diff_density_min -0.336 _refine_diff_density_rms 0.052 data_jay1 _database_code_depnum_ccdc_archive 'CCDC 911761' #TrackingRef 'salt7.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H24 N8 O10' _chemical_formula_weight 608.53 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 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 6.9112(9) _cell_length_b 9.5788(11) _cell_length_c 20.126(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.476(8) _cell_angle_gamma 90.00 _cell_volume 1328.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour brown _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.521 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 0.120 _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 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10854 _diffrn_reflns_av_R_equivalents 0.0638 _diffrn_reflns_av_sigmaI/netI 0.0662 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 25.24 _reflns_number_total 2384 _reflns_number_gt 1127 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+30.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0038(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2384 _refine_ls_number_parameters 200 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0754 _refine_ls_R_factor_gt 0.0528 _refine_ls_wR_factor_ref 0.2139 _refine_ls_wR_factor_gt 0.1699 _refine_ls_goodness_of_fit_ref 1.166 _refine_ls_restrained_S_all 1.166 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.001 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 C1 C 0.562(3) 0.6645(16) 0.3792(8) 0.064(5) Uani 1 1 d . . . H1 H 0.5839 0.5688 0.3791 0.077 Uiso 1 1 calc R . . C2 C 0.496(3) 0.8732(19) 0.4123(7) 0.078(6) Uani 1 1 d . . . H2 H 0.4604 0.9466 0.4391 0.094 Uiso 1 1 calc R . . C3 C 0.549(3) 0.8822(17) 0.3486(9) 0.086(6) Uani 1 1 d . . . H3 H 0.5590 0.9637 0.3239 0.103 Uiso 1 1 calc R . . C4 C 0.661(3) 0.7068(19) 0.2641(8) 0.074(5) Uani 1 1 d . . . H4A H 0.7785 0.6521 0.2733 0.089 Uiso 1 1 calc R . . H4B H 0.6953 0.7893 0.2396 0.089 Uiso 1 1 calc R . . C5 C 0.516(3) 0.6217(17) 0.2214(8) 0.072(5) Uani 1 1 d . . . H5A H 0.4736 0.5444 0.2478 0.086 Uiso 1 1 calc R . . H5B H 0.5805 0.5826 0.1846 0.086 Uiso 1 1 calc R . . C6 C 0.333(3) 0.7015(17) 0.1922(7) 0.067(5) Uani 1 1 d . . . H6A H 0.2339 0.6356 0.1755 0.081 Uiso 1 1 calc R . . H6B H 0.2798 0.7573 0.2267 0.081 Uiso 1 1 calc R . . C7 C 0.409(2) 0.7233(17) 0.0763(7) 0.054(4) Uani 1 1 d . . . C8 C 0.462(2) 0.8127(15) 0.0194(7) 0.055(4) Uani 1 1 d . . . C9 C 0.475(2) 0.9565(14) 0.0270(6) 0.042(3) Uani 1 1 d . . . C10 C 0.445(2) 1.0226(15) 0.0892(7) 0.056(4) Uani 1 1 d . . . C11 C 0.401(2) 0.9318(18) 0.1469(7) 0.058(4) Uani 1 1 d . . . C12 C 0.495(2) 0.7518(14) -0.0427(6) 0.053(4) Uani 1 1 d . . . H12 H 0.4844 0.6556 -0.0480 0.064 Uiso 1 1 calc R . . C13 C 0.458(2) 1.1678(14) 0.0952(7) 0.053(4) Uani 1 1 d . . . H13 H 0.4337 1.2101 0.1353 0.064 Uiso 1 1 calc R . . N1 N 0.504(2) 0.7341(13) 0.4291(6) 0.064(4) Uani 1 1 d . . . H1A H 0.4751 0.6991 0.4664 0.076 Uiso 1 1 calc R . . N2 N 0.586(2) 0.7499(13) 0.3277(5) 0.060(4) Uani 1 1 d . . . N3 N 0.3882(18) 0.7948(11) 0.1363(5) 0.046(3) Uani 1 1 d . . . N4 N 0.409(2) 0.7020(14) 0.5937(7) 0.065(4) Uani 1 1 d . . . O1 O 0.3821(18) 0.6023(12) 0.0704(5) 0.072(3) Uani 1 1 d . . . O2 O 0.3843(18) 0.9864(11) 0.2017(5) 0.071(3) Uani 1 1 d . . . O3 O 0.390(2) 0.8232(13) 0.5754(7) 0.104(5) Uani 1 1 d . . . O4 O 0.4678(18) 0.6147(12) 0.5498(5) 0.077(4) Uani 1 1 d . . . O5 O 0.376(2) 0.6585(14) 0.6470(5) 0.096(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 C1 0.087(14) 0.045(9) 0.060(10) 0.011(8) 0.004(9) 0.000(9) C2 0.114(17) 0.079(12) 0.040(9) -0.016(9) 0.004(9) -0.011(11) C3 0.14(2) 0.046(10) 0.074(12) 0.016(9) 0.008(12) 0.000(11) C4 0.082(14) 0.087(13) 0.057(10) 0.003(9) 0.024(9) -0.006(11) C5 0.098(16) 0.064(10) 0.054(9) 0.011(8) 0.004(10) 0.027(10) C6 0.091(14) 0.062(10) 0.050(9) 0.003(8) 0.011(9) -0.005(9) C7 0.058(11) 0.063(10) 0.040(8) 0.021(8) 0.005(7) -0.016(8) C8 0.060(12) 0.055(9) 0.049(9) 0.010(7) 0.007(7) 0.011(8) C9 0.038(9) 0.057(9) 0.029(6) -0.012(6) -0.007(6) 0.001(7) C10 0.070(12) 0.056(9) 0.041(8) 0.010(7) 0.004(7) 0.000(8) C11 0.057(12) 0.081(12) 0.037(8) 0.007(8) 0.012(7) 0.003(9) C12 0.071(12) 0.038(8) 0.049(8) -0.012(7) -0.004(8) -0.002(7) C13 0.076(13) 0.043(8) 0.039(8) -0.010(6) -0.004(7) 0.005(8) N1 0.079(11) 0.062(8) 0.051(8) 0.024(7) 0.011(7) 0.004(8) N2 0.082(11) 0.058(8) 0.041(7) 0.006(6) 0.010(6) -0.005(7) N3 0.062(9) 0.039(7) 0.038(6) 0.008(5) 0.003(6) 0.005(6) N4 0.071(11) 0.056(9) 0.070(9) -0.012(8) 0.021(8) 0.004(7) O1 0.096(10) 0.070(8) 0.049(6) 0.006(6) 0.006(6) -0.011(7) O2 0.106(10) 0.068(7) 0.041(6) 0.008(5) 0.020(6) 0.012(7) O3 0.157(15) 0.058(8) 0.094(10) -0.012(7) -0.010(9) 0.015(9) O4 0.111(11) 0.072(7) 0.050(6) 0.019(6) 0.023(6) 0.019(7) O5 0.135(13) 0.118(11) 0.041(6) -0.019(7) 0.032(7) 0.007(9) _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 C1 N1 1.294(18) . ? C1 N2 1.341(17) . ? C2 C3 1.37(2) . ? C2 N1 1.37(2) . ? C3 N2 1.37(2) . ? C4 N2 1.479(18) . ? C4 C5 1.51(2) . ? C5 C6 1.55(2) . ? C6 N3 1.510(17) . ? C7 O1 1.178(17) . ? C7 N3 1.405(18) . ? C7 C8 1.499(18) . ? C8 C9 1.387(19) . ? C8 C12 1.414(18) . ? C9 C10 1.431(18) . ? C9 C9 1.43(3) 3_675 ? C10 C13 1.398(19) . ? C10 C11 1.501(19) . ? C11 O2 1.236(16) . ? C11 N3 1.331(19) . ? C12 C13 1.366(19) 3_675 ? C13 C12 1.366(19) 3_675 ? N4 O5 1.189(16) . ? N4 O3 1.222(16) . ? N4 O4 1.304(15) . ? 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 N1 C1 N2 110.5(13) . . ? C3 C2 N1 106.4(15) . . ? C2 C3 N2 107.5(14) . . ? N2 C4 C5 112.3(14) . . ? C4 C5 C6 115.9(14) . . ? N3 C6 C5 109.0(13) . . ? O1 C7 N3 122.7(12) . . ? O1 C7 C8 122.1(14) . . ? N3 C7 C8 115.1(13) . . ? C9 C8 C12 119.6(13) . . ? C9 C8 C7 120.0(13) . . ? C12 C8 C7 120.3(14) . . ? C8 C9 C10 121.6(13) . . ? C8 C9 C9 120.7(14) . 3_675 ? C10 C9 C9 117.7(15) . 3_675 ? C13 C10 C9 120.2(13) . . ? C13 C10 C11 121.7(13) . . ? C9 C10 C11 118.1(13) . . ? O2 C11 N3 123.4(13) . . ? O2 C11 C10 119.0(15) . . ? N3 C11 C10 117.6(13) . . ? C13 C12 C8 121.0(13) 3_675 . ? C12 C13 C10 120.7(13) 3_675 . ? C1 N1 C2 108.5(13) . . ? C1 N2 C3 106.9(13) . . ? C1 N2 C4 125.0(14) . . ? C3 N2 C4 127.8(13) . . ? C11 N3 C7 127.4(12) . . ? C11 N3 C6 118.8(11) . . ? C7 N3 C6 113.6(11) . . ? O5 N4 O3 125.4(15) . . ? O5 N4 O4 118.7(14) . . ? O3 N4 O4 115.9(14) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.24 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.584 _refine_diff_density_min -0.403 _refine_diff_density_rms 0.061 data_123123 _database_code_depnum_ccdc_archive 'CCDC 911762' #TrackingRef 'salt8911762.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C104 H102 F24 N24 O19 Si4' _chemical_formula_weight 2560.60 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' F F 0.0171 0.0103 '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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 19.277(6) _cell_length_b 9.226(3) _cell_length_c 34.761(10) _cell_angle_alpha 90.00 _cell_angle_beta 116.698(19) _cell_angle_gamma 90.00 _cell_volume 5523(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour brown _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.536 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2624 _exptl_absorpt_coefficient_mu 0.175 _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 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45703 _diffrn_reflns_av_R_equivalents 0.1037 _diffrn_reflns_av_sigmaI/netI 0.1154 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 1.18 _diffrn_reflns_theta_max 25.25 _reflns_number_total 9817 _reflns_number_gt 3639 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0100P)^2^+0.0200P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9817 _refine_ls_number_parameters 793 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1156 _refine_ls_R_factor_gt 0.0817 _refine_ls_wR_factor_ref 0.2460 _refine_ls_wR_factor_gt 0.1765 _refine_ls_goodness_of_fit_ref 1.116 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 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 C1 C 0.3572(7) 0.386(2) -0.1258(4) 0.087(4) Uani 1 1 d . . . H1 H 0.3198 0.3652 -0.1537 0.104 Uiso 1 1 calc R . . C2 C 0.4538(7) 0.364(2) -0.0627(5) 0.110(5) Uani 1 1 d . . . H2 H 0.4954 0.3236 -0.0389 0.132 Uiso 1 1 calc R . . C3 C 0.4234(9) 0.4968(19) -0.0653(6) 0.107(5) Uani 1 1 d . . . H3 H 0.4406 0.5677 -0.0440 0.128 Uiso 1 1 calc R . . C4 C 0.3157(7) 0.6378(15) -0.1227(4) 0.101(4) Uani 1 1 d . . . H4A H 0.2652 0.6081 -0.1448 0.121 Uiso 1 1 calc R . . H4B H 0.3400 0.6957 -0.1365 0.121 Uiso 1 1 calc R . . C5 C 0.3034(6) 0.7332(11) -0.0906(3) 0.082(4) Uani 1 1 d . . . H5A H 0.3534 0.7651 -0.0685 0.098 Uiso 1 1 calc R . . H5B H 0.2740 0.8184 -0.1053 0.098 Uiso 1 1 calc R . . C6 C 0.2611(5) 0.6536(10) -0.0702(3) 0.064(3) Uani 1 1 d . . . H6A H 0.2144 0.6102 -0.0924 0.077 Uiso 1 1 calc R . . H6B H 0.2937 0.5762 -0.0522 0.077 Uiso 1 1 calc R . . C7 C 0.1629(7) 0.8062(13) -0.0644(4) 0.065(3) Uani 1 1 d . . . C8 C 0.1482(6) 0.9101(11) -0.0359(4) 0.051(3) Uani 1 1 d . . . C9 C 0.0754(6) 0.9692(10) -0.0525(3) 0.053(3) Uani 1 1 d . . . H9 H 0.0389 0.9440 -0.0802 0.063 Uiso 1 1 calc R . . C10 C 0.0549(5) 1.0671(10) -0.0284(3) 0.050(3) Uani 1 1 d . . . H10 H 0.0044 1.1024 -0.0396 0.060 Uiso 1 1 calc R . . C11 C 0.1098(6) 1.1113(10) 0.0120(3) 0.040(3) Uani 1 1 d . . . C12 C 0.1856(5) 1.0525(11) 0.0279(3) 0.042(3) Uani 1 1 d . . . C13 C 0.2442(6) 1.0988(10) 0.0691(3) 0.048(3) Uani 1 1 d . . . C14 C 0.3185(5) 1.0421(12) 0.0832(3) 0.060(3) Uani 1 1 d . . . H14 H 0.3580 1.0734 0.1093 0.072 Uiso 1 1 calc R . . C15 C 0.3349(6) 0.9422(11) 0.0598(4) 0.061(3) Uani 1 1 d . . . H15 H 0.3850 0.9047 0.0706 0.073 Uiso 1 1 calc R . . C16 C 0.2795(6) 0.8955(12) 0.0206(3) 0.053(3) Uani 1 1 d . . . C17 C 0.2053(6) 0.9510(10) 0.0045(3) 0.043(3) Uani 1 1 d . . . C18 C 0.3011(7) 0.7869(12) -0.0033(4) 0.058(3) Uani 1 1 d . . . C19 C 0.0893(6) 1.2194(12) 0.0365(3) 0.057(3) Uani 1 1 d . . . C20 C 0.2232(6) 1.2086(12) 0.0941(4) 0.062(3) Uani 1 1 d . . . C21 C 0.1261(5) 1.3663(11) 0.1020(3) 0.061(3) Uani 1 1 d . . . H21A H 0.0893 1.4362 0.0828 0.073 Uiso 1 1 calc R . . H21B H 0.1719 1.4192 0.1216 0.073 Uiso 1 1 calc R . . C22 C 0.0900(5) 1.2906(11) 0.1282(3) 0.069(3) Uani 1 1 d . . . H22A H 0.0411 1.2475 0.1082 0.083 Uiso 1 1 calc R . . H22B H 0.1241 1.2123 0.1445 0.083 Uiso 1 1 calc R . . C23 C 0.0750(6) 1.3841(12) 0.1590(3) 0.074(3) Uani 1 1 d . . . H23A H 0.0355 1.4556 0.1431 0.088 Uiso 1 1 calc R . . H23B H 0.0561 1.3249 0.1754 0.088 Uiso 1 1 calc R . . C24 C 0.2097(9) 1.3886(12) 0.2168(4) 0.068(3) Uani 1 1 d . . . H24 H 0.2152 1.2890 0.2214 0.081 Uiso 1 1 calc R . . C25 C 0.2318(12) 1.6196(18) 0.2221(6) 0.107(5) Uani 1 1 d . . . H25 H 0.2567 1.7084 0.2312 0.129 Uiso 1 1 calc R . . C26 C 0.1598(11) 1.5999(19) 0.1918(5) 0.107(5) Uani 1 1 d . . . H26 H 0.1250 1.6721 0.1759 0.128 Uiso 1 1 calc R . . C27 C 0.0760(7) -0.0678(16) -0.2057(3) 0.072(4) Uani 1 1 d . . . H27 H 0.0256 -0.0894 -0.2103 0.086 Uiso 1 1 calc R . . C28 C 0.1958(6) -0.0886(17) -0.1945(3) 0.064(3) Uani 1 1 d . . . H28 H 0.2429 -0.1281 -0.1905 0.077 Uiso 1 1 calc R . . C29 C 0.1816(8) 0.0536(14) -0.1922(3) 0.070(3) Uani 1 1 d . . . H29 H 0.2165 0.1296 -0.1865 0.084 Uiso 1 1 calc R . . C30 C 0.0658(5) 0.1975(11) -0.2014(3) 0.067(3) Uani 1 1 d . . . H30A H 0.0122 0.1767 -0.2081 0.081 Uiso 1 1 calc R . . H30B H 0.0659 0.2595 -0.2239 0.081 Uiso 1 1 calc R . . C31 C 0.1052(5) 0.2734(10) -0.1586(3) 0.062(3) Uani 1 1 d . . . H31A H 0.0809 0.3671 -0.1608 0.075 Uiso 1 1 calc R . . H31B H 0.1592 0.2899 -0.1518 0.075 Uiso 1 1 calc R . . C32 C 0.1013(5) 0.1875(10) -0.1221(3) 0.066(3) Uani 1 1 d . . . H32A H 0.0477 0.1800 -0.1273 0.079 Uiso 1 1 calc R . . H32B H 0.1207 0.0902 -0.1218 0.079 Uiso 1 1 calc R . . C33 C 0.1094(7) 0.3523(13) -0.0675(3) 0.058(3) Uani 1 1 d . . . C34 C 0.1547(7) 0.4227(11) -0.0265(4) 0.051(3) Uani 1 1 d . . . C35 C 0.1205(6) 0.5203(12) -0.0109(3) 0.064(3) Uani 1 1 d . . . H35 H 0.0680 0.5397 -0.0275 0.076 Uiso 1 1 calc R . . C36 C 0.1598(6) 0.5943(10) 0.0290(4) 0.064(3) Uani 1 1 d . . . H36 H 0.1339 0.6600 0.0383 0.077 Uiso 1 1 calc R . . C37 C 0.2394(6) 0.5647(10) 0.0541(3) 0.045(3) Uani 1 1 d . . . C38 C 0.2830(6) 0.6366(11) 0.0975(4) 0.054(3) Uani 1 1 d . . . C39 C 0.2766(6) 0.4645(10) 0.0389(3) 0.048(3) Uani 1 1 d . . . C40 C 0.2346(6) 0.3911(13) -0.0011(3) 0.051(3) Uani 1 1 d . . . C41 C 0.2680(6) 0.2909(12) -0.0171(4) 0.056(3) Uani 1 1 d . . . C42 C 0.3456(7) 0.2589(10) 0.0075(3) 0.064(3) Uani 1 1 d . . . H42 H 0.3693 0.1901 -0.0023 0.076 Uiso 1 1 calc R . . C43 C 0.3897(6) 0.3287(11) 0.0473(4) 0.059(3) Uani 1 1 d . . . H43 H 0.4420 0.3059 0.0632 0.071 Uiso 1 1 calc R . . C44 C 0.3563(6) 0.4307(11) 0.0630(3) 0.047(3) Uani 1 1 d . . . C45 C 0.4027(8) 0.5061(12) 0.1033(4) 0.063(3) Uani 1 1 d . . . C46 C 0.2261(7) 0.2143(13) -0.0582(3) 0.059(3) Uani 1 1 d . . . C47 C 0.4068(5) 0.6722(10) 0.1614(3) 0.067(3) Uani 1 1 d . . . H47A H 0.3875 0.7702 0.1599 0.080 Uiso 1 1 calc R . . H47B H 0.4615 0.6778 0.1687 0.080 Uiso 1 1 calc R . . C48 C 0.3965(5) 0.5860(12) 0.1972(3) 0.068(3) Uani 1 1 d . . . H48A H 0.4140 0.6467 0.2227 0.082 Uiso 1 1 calc R . . H48B H 0.3415 0.5679 0.1874 0.082 Uiso 1 1 calc R . . C49 C 0.4394(6) 0.4410(11) 0.2102(3) 0.072(3) Uani 1 1 d . . . H49A H 0.4231 0.3900 0.2292 0.086 Uiso 1 1 calc R . . H49B H 0.4253 0.3822 0.1847 0.086 Uiso 1 1 calc R . . C50 C 0.5737(7) 0.4165(11) 0.2162(4) 0.066(3) Uani 1 1 d . . . H50 H 0.5597 0.3685 0.1903 0.080 Uiso 1 1 calc R . . C51 C 0.6431(6) 0.5207(13) 0.2776(4) 0.084(4) Uani 1 1 d . . . H51 H 0.6863 0.5573 0.3011 0.101 Uiso 1 1 calc R . . C52 C 0.5697(8) 0.5257(10) 0.2723(3) 0.077(4) Uani 1 1 d . . . H52 H 0.5521 0.5647 0.2910 0.092 Uiso 1 1 calc R . . F1 F 0.5839(4) -0.0425(8) 0.2030(2) 0.150(3) Uani 1 1 d . . . F2 F 0.4921(3) 0.1289(7) 0.15752(19) 0.116(2) Uani 1 1 d . . . F3 F 0.5469(4) 0.1140(9) 0.1104(2) 0.153(3) Uani 1 1 d . . . F4 F 0.6370(3) -0.0529(7) 0.1548(2) 0.121(2) Uani 1 1 d . . . F5 F 0.6278(3) 0.1629(6) 0.18295(19) 0.113(2) Uani 1 1 d . . . F6 F 0.5046(3) -0.0922(7) 0.1288(2) 0.126(2) Uani 1 1 d . . . F7 F 0.1226(3) -0.0361(6) 0.28039(18) 0.093(2) Uani 1 1 d . . . F8 F 0.0892(3) 0.1337(6) 0.22300(15) 0.0800(17) Uani 1 1 d . . . F9 F 0.1977(3) 0.0512(5) 0.21288(16) 0.0793(18) Uani 1 1 d . . . F10 F 0.2326(3) -0.1097(5) 0.27192(15) 0.0738(17) Uani 1 1 d . . . F11 F 0.2150(3) 0.1366(6) 0.28121(16) 0.0871(18) Uani 1 1 d . . . F12 F 0.1053(3) -0.1175(6) 0.21338(18) 0.100(2) Uani 1 1 d . . . N1 N 0.4121(8) 0.2992(12) -0.1013(5) 0.106(4) Uani 1 1 d . . . H1A H 0.4208 0.2142 -0.1084 0.127 Uiso 1 1 calc R . . N2 N 0.3631(6) 0.5068(14) -0.1048(4) 0.074(3) Uani 1 1 d . . . N3 N 0.2398(5) 0.7522(9) -0.0436(3) 0.053(2) Uani 1 1 d . . . N4 N 0.1484(5) 1.2653(8) 0.0763(3) 0.047(2) Uani 1 1 d . . . N5 N 0.1464(6) 1.4569(13) 0.1881(3) 0.061(3) Uani 1 1 d . . . N6 N 0.2629(6) 1.4870(17) 0.2375(3) 0.087(3) Uani 1 1 d . . . H6 H 0.3092 1.4705 0.2572 0.105 Uiso 1 1 calc R . . N7 N 0.1290(7) -0.1651(10) -0.2039(3) 0.084(3) Uani 1 1 d . . . H7 H 0.1225 -0.2571 -0.2078 0.101 Uiso 1 1 calc R . . N8 N 0.1065(6) 0.0633(12) -0.1997(2) 0.056(2) Uani 1 1 d . . . N9 N 0.1470(6) 0.2555(9) -0.0802(3) 0.057(3) Uani 1 1 d . . . N10 N 0.3641(5) 0.6006(9) 0.1190(2) 0.052(2) Uani 1 1 d . . . N11 N 0.5255(5) 0.4592(8) 0.2325(3) 0.057(2) Uani 1 1 d . . . N12 N 0.6442(6) 0.4548(10) 0.2437(3) 0.074(3) Uani 1 1 d . . . H12 H 0.6853 0.4397 0.2404 0.089 Uiso 1 1 calc R . . O1 O 0.1179(4) 0.7741(8) -0.0992(2) 0.085(3) Uani 1 1 d . . . O2 O 0.3626(4) 0.7321(8) 0.0100(2) 0.082(3) Uani 1 1 d . . . O3 O 0.0231(4) 1.2692(7) 0.02399(19) 0.065(2) Uani 1 1 d . . . O4 O 0.2707(4) 1.2548(7) 0.1292(2) 0.075(2) Uani 1 1 d . . . O5 O 0.0394(4) 0.3824(7) -0.0885(2) 0.072(2) Uani 1 1 d . . . O6 O 0.2538(4) 0.1286(8) -0.0718(2) 0.091(3) Uani 1 1 d . . . O7 O 0.2533(4) 0.7170(8) 0.1138(2) 0.076(2) Uani 1 1 d . . . O8 O 0.4730(4) 0.4946(7) 0.1248(2) 0.077(2) Uani 1 1 d . . . O9 O 0.1366(4) 0.9186(8) 0.1200(2) 0.139(3) Uani 1 1 d . . . O10 O 0.4817(8) 0.910(3) 0.9747(5) 0.214(12) Uani 0.50 1 d P . . Si1 Si 0.56436(18) 0.0379(4) 0.15627(10) 0.0698(10) Uani 1 1 d . . . Si2 Si 0.15954(17) 0.0105(4) 0.24695(10) 0.0642(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.062(10) 0.111(13) 0.081(11) -0.043(11) 0.028(8) -0.018(10) C2 0.065(10) 0.190(19) 0.067(11) -0.046(12) 0.024(8) -0.006(11) C3 0.058(10) 0.130(16) 0.131(16) -0.062(12) 0.042(11) -0.022(10) C4 0.115(11) 0.117(12) 0.087(10) 0.030(10) 0.059(9) 0.026(9) C5 0.126(10) 0.071(9) 0.092(9) 0.014(8) 0.088(8) 0.013(7) C6 0.073(8) 0.054(8) 0.069(8) 0.000(7) 0.036(7) 0.003(6) C7 0.067(11) 0.060(10) 0.077(10) 0.000(8) 0.040(9) -0.006(8) C8 0.021(6) 0.053(8) 0.069(8) 0.013(7) 0.012(6) 0.001(6) C9 0.065(8) 0.058(8) 0.043(6) -0.024(6) 0.031(6) -0.020(6) C10 0.043(6) 0.054(8) 0.050(7) 0.014(6) 0.019(6) -0.007(6) C11 0.049(7) 0.031(7) 0.049(7) -0.015(6) 0.029(6) -0.016(6) C12 0.031(7) 0.044(8) 0.046(7) 0.010(6) 0.012(6) -0.018(6) C13 0.067(8) 0.036(7) 0.057(7) -0.005(6) 0.042(7) -0.001(6) C14 0.026(7) 0.079(10) 0.052(7) 0.032(7) -0.003(5) 0.012(6) C15 0.082(9) 0.041(8) 0.070(9) 0.007(6) 0.043(8) 0.021(7) C16 0.028(7) 0.075(9) 0.041(7) 0.018(7) 0.003(6) -0.002(6) C17 0.039(7) 0.043(7) 0.048(7) -0.009(6) 0.021(6) -0.001(6) C18 0.086(11) 0.042(9) 0.061(9) -0.015(7) 0.045(9) 0.002(7) C19 0.045(8) 0.058(9) 0.061(8) 0.010(7) 0.018(7) -0.003(7) C20 0.042(8) 0.063(9) 0.059(8) 0.000(7) 0.005(7) -0.014(7) C21 0.064(7) 0.060(8) 0.057(7) 0.003(6) 0.025(6) 0.005(6) C22 0.052(7) 0.082(9) 0.064(8) 0.002(7) 0.018(6) -0.042(6) C23 0.071(8) 0.095(10) 0.060(8) -0.028(7) 0.034(7) -0.020(7) C24 0.098(10) 0.059(9) 0.044(7) 0.005(8) 0.030(7) -0.012(10) C25 0.156(17) 0.042(12) 0.156(17) -0.032(12) 0.098(14) -0.022(12) C26 0.161(16) 0.050(13) 0.116(13) -0.002(11) 0.067(12) 0.014(13) C27 0.075(9) 0.053(10) 0.094(9) -0.020(8) 0.044(8) 0.003(9) C28 0.065(9) 0.076(11) 0.065(8) -0.005(7) 0.041(7) -0.002(9) C29 0.089(11) 0.055(11) 0.080(8) -0.015(7) 0.051(8) -0.012(8) C30 0.056(7) 0.046(8) 0.089(9) -0.006(7) 0.024(7) 0.012(6) C31 0.085(8) 0.052(8) 0.060(7) 0.004(7) 0.042(7) -0.004(6) C32 0.087(8) 0.052(8) 0.065(8) -0.023(7) 0.039(7) -0.013(6) C33 0.075(9) 0.060(9) 0.019(7) 0.004(6) 0.004(6) -0.028(8) C34 0.086(9) 0.032(8) 0.067(9) 0.005(6) 0.063(8) 0.018(7) C35 0.065(8) 0.062(9) 0.032(6) 0.011(6) -0.007(6) -0.024(7) C36 0.059(8) 0.045(8) 0.105(10) 0.032(7) 0.054(7) 0.027(7) C37 0.063(8) 0.043(8) 0.034(6) -0.007(6) 0.026(6) -0.018(6) C38 0.055(8) 0.027(8) 0.074(9) 0.015(7) 0.025(7) 0.006(6) C39 0.053(8) 0.037(7) 0.070(8) 0.013(6) 0.042(7) 0.015(6) C40 0.047(8) 0.071(9) 0.031(7) 0.007(6) 0.013(6) -0.015(7) C41 0.048(8) 0.070(9) 0.069(9) 0.005(7) 0.042(7) 0.012(7) C42 0.082(9) 0.055(8) 0.055(8) -0.020(7) 0.032(7) -0.011(7) C43 0.060(8) 0.055(8) 0.087(9) 0.014(7) 0.054(8) 0.016(6) C44 0.043(7) 0.057(8) 0.037(6) -0.011(6) 0.015(6) -0.015(6) C45 0.079(9) 0.050(9) 0.096(11) 0.011(8) 0.072(9) 0.009(8) C46 0.060(9) 0.074(10) 0.038(8) -0.018(7) 0.018(7) -0.013(8) C47 0.067(8) 0.053(8) 0.081(9) -0.001(7) 0.033(7) 0.009(6) C48 0.066(7) 0.068(9) 0.057(7) -0.016(7) 0.017(6) 0.014(7) C49 0.084(9) 0.076(10) 0.073(8) -0.002(7) 0.051(7) -0.011(7) C50 0.048(8) 0.088(10) 0.075(9) 0.009(7) 0.038(8) 0.019(7) C51 0.023(7) 0.110(12) 0.104(11) 0.026(9) 0.014(7) 0.008(7) C52 0.105(11) 0.052(8) 0.046(8) -0.024(6) 0.010(7) -0.011(8) F1 0.116(5) 0.236(9) 0.081(5) 0.039(5) 0.029(4) -0.024(5) F2 0.083(5) 0.128(6) 0.133(5) -0.034(5) 0.045(4) 0.012(4) F3 0.141(6) 0.219(8) 0.092(5) 0.054(5) 0.047(5) 0.023(6) F4 0.065(4) 0.127(6) 0.168(6) -0.055(5) 0.048(4) 0.006(4) F5 0.076(4) 0.076(5) 0.150(6) -0.033(4) 0.018(4) -0.020(4) F6 0.064(4) 0.085(5) 0.172(6) -0.028(5) 0.004(4) -0.015(4) F7 0.112(5) 0.081(5) 0.130(5) 0.023(4) 0.094(4) 0.019(4) F8 0.066(4) 0.083(5) 0.093(4) 0.016(4) 0.037(3) 0.025(3) F9 0.070(4) 0.086(5) 0.084(4) 0.021(3) 0.036(3) 0.017(3) F10 0.065(4) 0.068(4) 0.087(4) 0.015(3) 0.033(3) 0.017(3) F11 0.093(4) 0.058(4) 0.088(4) -0.007(4) 0.021(3) 0.001(3) F12 0.075(4) 0.090(5) 0.121(5) -0.025(4) 0.031(4) -0.005(4) N1 0.098(9) 0.116(11) 0.109(10) -0.027(9) 0.051(8) 0.034(9) N2 0.065(8) 0.082(10) 0.080(9) -0.024(8) 0.037(7) -0.002(7) N3 0.060(7) 0.050(7) 0.059(7) -0.008(5) 0.035(6) -0.005(5) N4 0.050(6) 0.035(6) 0.055(6) -0.009(5) 0.022(5) -0.011(5) N5 0.090(8) 0.060(9) 0.032(6) 0.009(6) 0.026(6) 0.011(7) N6 0.080(8) 0.114(11) 0.071(7) -0.035(8) 0.036(6) -0.025(9) N7 0.109(9) 0.054(8) 0.112(8) -0.022(6) 0.069(7) -0.024(8) N8 0.046(7) 0.068(9) 0.052(5) -0.013(5) 0.019(5) -0.006(6) N9 0.089(8) 0.030(6) 0.071(7) -0.010(5) 0.052(7) 0.010(6) N10 0.058(6) 0.050(6) 0.042(6) -0.006(5) 0.017(5) -0.017(5) N11 0.034(6) 0.062(7) 0.071(7) 0.003(5) 0.020(5) 0.006(5) N12 0.073(8) 0.091(8) 0.073(7) 0.004(6) 0.046(7) 0.014(6) O1 0.076(6) 0.098(6) 0.069(6) -0.042(5) 0.020(5) 0.004(5) O2 0.071(5) 0.081(6) 0.102(6) 0.015(5) 0.046(5) 0.039(5) O3 0.055(5) 0.073(6) 0.056(4) -0.010(4) 0.016(4) 0.006(4) O4 0.055(5) 0.083(6) 0.070(5) -0.020(5) 0.013(4) 0.004(4) O5 0.063(5) 0.073(6) 0.062(5) -0.006(4) 0.011(4) 0.013(4) O6 0.103(6) 0.089(7) 0.092(6) -0.034(5) 0.054(5) 0.024(5) O7 0.084(5) 0.069(6) 0.069(5) -0.012(4) 0.030(4) 0.026(4) O8 0.054(5) 0.088(6) 0.085(5) -0.008(4) 0.029(4) 0.004(5) O9 0.127(7) 0.106(7) 0.119(6) -0.009(5) -0.002(5) 0.037(5) O10 0.050(11) 0.44(4) 0.117(15) 0.126(18) 0.009(11) -0.021(15) Si1 0.059(2) 0.083(3) 0.063(2) -0.007(2) 0.0228(18) -0.001(2) Si2 0.056(2) 0.061(2) 0.076(2) 0.004(2) 0.031(2) 0.004(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 C1 N1 1.294(12) . ? C1 N2 1.313(13) . ? C1 H1 0.9300 . ? C2 C3 1.347(15) . ? C2 N1 1.353(12) . ? C2 H2 0.9300 . ? C3 N2 1.347(14) . ? C3 H3 0.9300 . ? C4 N2 1.473(12) . ? C4 C5 1.518(12) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.495(10) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N3 1.480(10) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 O1 1.166(11) . ? C7 N3 1.416(11) . ? C7 C8 1.496(13) . ? C8 C9 1.369(10) . ? C8 C17 1.390(11) . ? C9 C10 1.403(10) . ? C9 H9 0.9300 . ? C10 C11 1.386(10) . ? C10 H10 0.9300 . ? C11 C12 1.418(11) . ? C11 C19 1.477(12) . ? C12 C17 1.401(11) . ? C12 C13 1.435(11) . ? C13 C14 1.391(11) . ? C13 C20 1.503(12) . ? C14 C15 1.357(11) . ? C14 H14 0.9300 . ? C15 C16 1.369(11) . ? C15 H15 0.9300 . ? C16 C17 1.379(11) . ? C16 C18 1.476(13) . ? C18 O2 1.176(10) . ? C18 N3 1.406(11) . ? C19 O3 1.236(9) . ? C19 N4 1.404(11) . ? C20 O4 1.226(9) . ? C20 N4 1.392(10) . ? C21 N4 1.483(10) . ? C21 C22 1.542(11) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.499(11) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 N5 1.456(11) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 N6 1.315(11) . ? C24 N5 1.338(11) . ? C24 H24 0.9300 . ? C25 C26 1.325(15) . ? C25 N6 1.362(14) . ? C25 H25 0.9300 . ? C26 N5 1.340(14) . ? C26 H26 0.9300 . ? C27 N8 1.320(11) . ? C27 N7 1.341(11) . ? C27 H27 0.9300 . ? C28 C29 1.349(12) . ? C28 N7 1.373(10) . ? C28 H28 0.9300 . ? C29 N8 1.355(11) . ? C29 H29 0.9300 . ? C30 N8 1.453(10) . ? C30 C31 1.505(10) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.525(10) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 N9 1.463(10) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 O5 1.242(11) . ? C33 N9 1.344(12) . ? C33 C34 1.448(12) . ? C34 C35 1.364(11) . ? C34 C40 1.419(12) . ? C35 C36 1.422(12) . ? C35 H35 0.9300 . ? C36 C37 1.410(11) . ? C36 H36 0.9300 . ? C37 C39 1.411(11) . ? C37 C38 1.511(12) . ? C38 O7 1.222(10) . ? C38 N10 1.437(11) . ? C39 C44 1.415(11) . ? C39 C40 1.427(12) . ? C40 C41 1.377(12) . ? C41 C42 1.382(11) . ? C41 C46 1.470(13) . ? C42 C43 1.411(11) . ? C42 H42 0.9300 . ? C43 C44 1.383(11) . ? C43 H43 0.9300 . ? C44 C45 1.457(13) . ? C45 O8 1.224(11) . ? C45 N10 1.405(11) . ? C46 O6 1.166(11) . ? C46 N9 1.417(12) . ? C47 N10 1.483(10) . ? C47 C48 1.563(11) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? C48 C49 1.530(11) . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? C49 N11 1.492(10) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 N12 1.311(10) . ? C50 N11 1.346(10) . ? C50 H50 0.9300 . ? C51 N12 1.334(12) . ? C51 C52 1.343(12) . ? C51 H51 0.9300 . ? C52 N11 1.400(10) . ? C52 H52 0.9300 . ? F1 Si1 1.668(7) . ? F2 Si1 1.643(6) . ? F3 Si1 1.633(7) . ? F4 Si1 1.651(6) . ? F5 Si1 1.633(6) . ? F6 Si1 1.640(6) . ? F7 Si2 1.670(6) . ? F8 Si2 1.676(5) . ? F9 Si2 1.693(6) . ? F10 Si2 1.694(5) . ? F11 Si2 1.664(6) . ? F12 Si2 1.659(6) . ? N1 H1A 0.8600 . ? N6 H6 0.8600 . ? N7 H7 0.8600 . ? N12 H12 0.8600 . ? 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 N1 C1 N2 108.5(12) . . ? N1 C1 H1 125.8 . . ? N2 C1 H1 125.8 . . ? C3 C2 N1 106.7(14) . . ? C3 C2 H2 126.7 . . ? N1 C2 H2 126.6 . . ? N2 C3 C2 106.4(14) . . ? N2 C3 H3 126.8 . . ? C2 C3 H3 126.8 . . ? N2 C4 C5 116.0(9) . . ? N2 C4 H4A 108.3 . . ? C5 C4 H4A 108.3 . . ? N2 C4 H4B 108.3 . . ? C5 C4 H4B 108.3 . . ? H4A C4 H4B 107.4 . . ? C6 C5 C4 111.2(9) . . ? C6 C5 H5A 109.4 . . ? C4 C5 H5A 109.4 . . ? C6 C5 H5B 109.4 . . ? C4 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? N3 C6 C5 111.1(8) . . ? N3 C6 H6A 109.4 . . ? C5 C6 H6A 109.4 . . ? N3 C6 H6B 109.4 . . ? C5 C6 H6B 109.4 . . ? H6A C6 H6B 108.0 . . ? O1 C7 N3 124.2(12) . . ? O1 C7 C8 125.2(12) . . ? N3 C7 C8 110.6(10) . . ? C9 C8 C17 121.0(11) . . ? C9 C8 C7 116.0(10) . . ? C17 C8 C7 122.9(10) . . ? C8 C9 C10 120.9(9) . . ? C8 C9 H9 119.5 . . ? C10 C9 H9 119.5 . . ? C11 C10 C9 120.2(9) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C10 C11 C12 117.8(9) . . ? C10 C11 C19 120.3(10) . . ? C12 C11 C19 121.9(10) . . ? C17 C12 C11 122.0(9) . . ? C17 C12 C13 118.8(9) . . ? C11 C12 C13 119.2(11) . . ? C14 C13 C12 117.6(10) . . ? C14 C13 C20 123.6(10) . . ? C12 C13 C20 118.8(10) . . ? C15 C14 C13 121.7(10) . . ? C15 C14 H14 119.1 . . ? C13 C14 H14 119.1 . . ? C14 C15 C16 121.4(11) . . ? C14 C15 H15 119.3 . . ? C16 C15 H15 119.3 . . ? C15 C16 C17 119.5(11) . . ? C15 C16 C18 118.8(10) . . ? C17 C16 C18 121.7(10) . . ? C16 C17 C8 121.1(11) . . ? C16 C17 C12 120.9(10) . . ? C8 C17 C12 118.0(10) . . ? O2 C18 N3 122.9(11) . . ? O2 C18 C16 124.1(11) . . ? N3 C18 C16 113.1(11) . . ? O3 C19 N4 119.2(11) . . ? O3 C19 C11 123.2(10) . . ? N4 C19 C11 117.6(10) . . ? O4 C20 N4 118.3(11) . . ? O4 C20 C13 122.3(10) . . ? N4 C20 C13 119.4(10) . . ? N4 C21 C22 113.7(8) . . ? N4 C21 H21A 108.8 . . ? C22 C21 H21A 108.8 . . ? N4 C21 H21B 108.8 . . ? C22 C21 H21B 108.8 . . ? H21A C21 H21B 107.7 . . ? C23 C22 C21 116.4(8) . . ? C23 C22 H22A 108.2 . . ? C21 C22 H22A 108.2 . . ? C23 C22 H22B 108.2 . . ? C21 C22 H22B 108.2 . . ? H22A C22 H22B 107.3 . . ? N5 C23 C22 109.6(8) . . ? N5 C23 H23A 109.7 . . ? C22 C23 H23A 109.7 . . ? N5 C23 H23B 109.7 . . ? C22 C23 H23B 109.7 . . ? H23A C23 H23B 108.2 . . ? N6 C24 N5 108.0(11) . . ? N6 C24 H24 126.0 . . ? N5 C24 H24 126.0 . . ? C26 C25 N6 107.9(15) . . ? C26 C25 H25 126.0 . . ? N6 C25 H25 126.0 . . ? C25 C26 N5 107.4(15) . . ? C25 C26 H26 126.3 . . ? N5 C26 H26 126.3 . . ? N8 C27 N7 109.2(11) . . ? N8 C27 H27 125.4 . . ? N7 C27 H27 125.4 . . ? C29 C28 N7 108.7(10) . . ? C29 C28 H28 125.7 . . ? N7 C28 H28 125.7 . . ? C28 C29 N8 106.3(10) . . ? C28 C29 H29 126.9 . . ? N8 C29 H29 126.9 . . ? N8 C30 C31 109.4(8) . . ? N8 C30 H30A 109.8 . . ? C31 C30 H30A 109.8 . . ? N8 C30 H30B 109.8 . . ? C31 C30 H30B 109.8 . . ? H30A C30 H30B 108.2 . . ? C30 C31 C32 112.9(8) . . ? C30 C31 H31A 109.0 . . ? C32 C31 H31A 109.0 . . ? C30 C31 H31B 109.0 . . ? C32 C31 H31B 109.0 . . ? H31A C31 H31B 107.8 . . ? N9 C32 C31 111.9(8) . . ? N9 C32 H32A 109.2 . . ? C31 C32 H32A 109.2 . . ? N9 C32 H32B 109.2 . . ? C31 C32 H32B 109.2 . . ? H32A C32 H32B 107.9 . . ? O5 C33 N9 123.9(10) . . ? O5 C33 C34 119.6(13) . . ? N9 C33 C34 116.5(11) . . ? C35 C34 C40 118.2(11) . . ? C35 C34 C33 120.0(11) . . ? C40 C34 C33 121.7(10) . . ? C34 C35 C36 124.3(10) . . ? C34 C35 H35 117.9 . . ? C36 C35 H35 117.9 . . ? C37 C36 C35 117.7(9) . . ? C37 C36 H36 121.1 . . ? C35 C36 H36 121.1 . . ? C36 C37 C39 119.4(9) . . ? C36 C37 C38 119.6(10) . . ? C39 C37 C38 120.9(10) . . ? O7 C38 N10 121.8(10) . . ? O7 C38 C37 124.4(10) . . ? N10 C38 C37 113.9(10) . . ? C37 C39 C44 121.5(11) . . ? C37 C39 C40 121.0(10) . . ? C44 C39 C40 117.5(10) . . ? C41 C40 C34 117.4(10) . . ? C41 C40 C39 123.2(10) . . ? C34 C40 C39 119.4(11) . . ? C40 C41 C42 117.8(11) . . ? C40 C41 C46 124.2(11) . . ? C42 C41 C46 117.9(11) . . ? C41 C42 C43 121.1(10) . . ? C41 C42 H42 119.4 . . ? C43 C42 H42 119.4 . . ? C44 C43 C42 120.9(9) . . ? C44 C43 H43 119.5 . . ? C42 C43 H43 119.5 . . ? C43 C44 C39 119.4(10) . . ? C43 C44 C45 120.7(10) . . ? C39 C44 C45 119.9(11) . . ? O8 C45 N10 116.8(11) . . ? O8 C45 C44 125.4(11) . . ? N10 C45 C44 117.8(11) . . ? O6 C46 N9 122.8(11) . . ? O6 C46 C41 124.6(12) . . ? N9 C46 C41 112.6(11) . . ? N10 C47 C48 110.7(8) . . ? N10 C47 H47A 109.5 . . ? C48 C47 H47A 109.5 . . ? N10 C47 H47B 109.5 . . ? C48 C47 H47B 109.5 . . ? H47A C47 H47B 108.1 . . ? C49 C48 C47 115.7(8) . . ? C49 C48 H48A 108.4 . . ? C47 C48 H48A 108.4 . . ? C49 C48 H48B 108.4 . . ? C47 C48 H48B 108.4 . . ? H48A C48 H48B 107.4 . . ? N11 C49 C48 112.5(8) . . ? N11 C49 H49A 109.1 . . ? C48 C49 H49A 109.1 . . ? N11 C49 H49B 109.1 . . ? C48 C49 H49B 109.1 . . ? H49A C49 H49B 107.8 . . ? N12 C50 N11 107.5(10) . . ? N12 C50 H50 126.2 . . ? N11 C50 H50 126.2 . . ? N12 C51 C52 109.2(11) . . ? N12 C51 H51 125.4 . . ? C52 C51 H51 125.4 . . ? C51 C52 N11 104.8(11) . . ? C51 C52 H52 127.6 . . ? N11 C52 H52 127.6 . . ? C1 N1 C2 109.2(13) . . ? C1 N1 H1A 125.4 . . ? C2 N1 H1A 125.4 . . ? C1 N2 C3 109.2(12) . . ? C1 N2 C4 125.6(15) . . ? C3 N2 C4 125.0(15) . . ? C18 N3 C7 130.4(11) . . ? C18 N3 C6 114.6(9) . . ? C7 N3 C6 114.7(9) . . ? C20 N4 C19 123.1(10) . . ? C20 N4 C21 119.4(9) . . ? C19 N4 C21 117.2(9) . . ? C24 N5 C26 108.7(11) . . ? C24 N5 C23 124.3(13) . . ? C26 N5 C23 127.0(14) . . ? C24 N6 C25 107.9(12) . . ? C24 N6 H6 126.0 . . ? C25 N6 H6 126.0 . . ? C27 N7 C28 106.3(10) . . ? C27 N7 H7 126.8 . . ? C28 N7 H7 126.8 . . ? C27 N8 C29 109.4(10) . . ? C27 N8 C30 125.5(11) . . ? C29 N8 C30 125.1(12) . . ? C33 N9 C46 127.5(10) . . ? C33 N9 C32 116.2(9) . . ? C46 N9 C32 116.2(9) . . ? C45 N10 C38 125.7(10) . . ? C45 N10 C47 120.6(9) . . ? C38 N10 C47 113.7(9) . . ? C50 N11 C52 108.3(9) . . ? C50 N11 C49 124.5(10) . . ? C52 N11 C49 127.1(10) . . ? C50 N12 C51 110.1(10) . . ? C50 N12 H12 125.0 . . ? C51 N12 H12 125.0 . . ? F5 Si1 F3 91.4(4) . . ? F5 Si1 F6 176.6(4) . . ? F3 Si1 F6 87.9(4) . . ? F5 Si1 F2 92.9(3) . . ? F3 Si1 F2 90.0(4) . . ? F6 Si1 F2 90.4(3) . . ? F5 Si1 F4 87.0(3) . . ? F3 Si1 F4 89.7(4) . . ? F6 Si1 F4 89.7(3) . . ? F2 Si1 F4 179.7(4) . . ? F5 Si1 F1 88.7(4) . . ? F3 Si1 F1 178.5(4) . . ? F6 Si1 F1 91.9(4) . . ? F2 Si1 F1 91.4(4) . . ? F4 Si1 F1 88.9(4) . . ? F12 Si2 F11 179.0(4) . . ? F12 Si2 F7 88.6(3) . . ? F11 Si2 F7 91.1(3) . . ? F12 Si2 F8 91.1(3) . . ? F11 Si2 F8 89.9(3) . . ? F7 Si2 F8 91.0(3) . . ? F12 Si2 F9 90.0(3) . . ? F11 Si2 F9 90.3(3) . . ? F7 Si2 F9 177.9(3) . . ? F8 Si2 F9 90.6(3) . . ? F12 Si2 F10 90.6(3) . . ? F11 Si2 F10 88.4(3) . . ? F7 Si2 F10 89.5(3) . . ? F8 Si2 F10 178.2(4) . . ? F9 Si2 F10 88.9(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 N2 1.8(15) . . . . ? N2 C4 C5 C6 -62.0(13) . . . . ? C4 C5 C6 N3 -172.2(8) . . . . ? O1 C7 C8 C9 0.7(15) . . . . ? N3 C7 C8 C9 -179.6(8) . . . . ? O1 C7 C8 C17 -176.2(11) . . . . ? N3 C7 C8 C17 3.4(13) . . . . ? C17 C8 C9 C10 -3.4(13) . . . . ? C7 C8 C9 C10 179.5(8) . . . . ? C8 C9 C10 C11 3.3(13) . . . . ? C9 C10 C11 C12 -1.1(12) . . . . ? C9 C10 C11 C19 177.2(8) . . . . ? C10 C11 C12 C17 -1.1(12) . . . . ? C19 C11 C12 C17 -179.4(8) . . . . ? C10 C11 C12 C13 178.4(8) . . . . ? C19 C11 C12 C13 0.1(12) . . . . ? C17 C12 C13 C14 1.4(12) . . . . ? C11 C12 C13 C14 -178.1(8) . . . . ? C17 C12 C13 C20 179.5(8) . . . . ? C11 C12 C13 C20 0.0(12) . . . . ? C12 C13 C14 C15 -2.5(13) . . . . ? C20 C13 C14 C15 179.5(9) . . . . ? C13 C14 C15 C16 1.8(15) . . . . ? C14 C15 C16 C17 0.1(14) . . . . ? C14 C15 C16 C18 179.8(9) . . . . ? C15 C16 C17 C8 177.7(9) . . . . ? C18 C16 C17 C8 -2.0(13) . . . . ? C15 C16 C17 C12 -1.2(13) . . . . ? C18 C16 C17 C12 179.1(8) . . . . ? C9 C8 C17 C16 -177.7(9) . . . . ? C7 C8 C17 C16 -0.8(14) . . . . ? C9 C8 C17 C12 1.2(13) . . . . ? C7 C8 C17 C12 178.1(8) . . . . ? C11 C12 C17 C16 179.9(8) . . . . ? C13 C12 C17 C16 0.4(12) . . . . ? C11 C12 C17 C8 1.0(13) . . . . ? C13 C12 C17 C8 -178.5(8) . . . . ? C15 C16 C18 O2 3.7(16) . . . . ? C17 C16 C18 O2 -176.6(10) . . . . ? C15 C16 C18 N3 -177.8(8) . . . . ? C17 C16 C18 N3 1.8(13) . . . . ? C10 C11 C19 O3 4.0(14) . . . . ? C12 C11 C19 O3 -177.8(9) . . . . ? C10 C11 C19 N4 -176.8(8) . . . . ? C12 C11 C19 N4 1.4(13) . . . . ? C14 C13 C20 O4 -0.9(15) . . . . ? C12 C13 C20 O4 -178.8(9) . . . . ? C14 C13 C20 N4 176.3(8) . . . . ? C12 C13 C20 N4 -1.7(12) . . . . ? N4 C21 C22 C23 172.9(8) . . . . ? C21 C22 C23 N5 -54.9(12) . . . . ? N6 C25 C26 N5 -0.4(16) . . . . ? N7 C28 C29 N8 0.5(11) . . . . ? N8 C30 C31 C32 -64.2(10) . . . . ? C30 C31 C32 N9 173.9(8) . . . . ? O5 C33 C34 C35 0.6(14) . . . . ? N9 C33 C34 C35 -178.8(8) . . . . ? O5 C33 C34 C40 179.4(9) . . . . ? N9 C33 C34 C40 0.0(13) . . . . ? C40 C34 C35 C36 0.8(14) . . . . ? C33 C34 C35 C36 179.6(8) . . . . ? C34 C35 C36 C37 0.0(14) . . . . ? C35 C36 C37 C39 0.1(12) . . . . ? C35 C36 C37 C38 -177.8(8) . . . . ? C36 C37 C38 O7 2.8(14) . . . . ? C39 C37 C38 O7 -175.1(9) . . . . ? C36 C37 C38 N10 -178.1(7) . . . . ? C39 C37 C38 N10 4.0(12) . . . . ? C36 C37 C39 C44 -179.7(8) . . . . ? C38 C37 C39 C44 -1.8(13) . . . . ? C36 C37 C39 C40 -1.0(12) . . . . ? C38 C37 C39 C40 176.8(8) . . . . ? C35 C34 C40 C41 179.2(9) . . . . ? C33 C34 C40 C41 0.4(13) . . . . ? C35 C34 C40 C39 -1.7(13) . . . . ? C33 C34 C40 C39 179.5(8) . . . . ? C37 C39 C40 C41 -179.1(8) . . . . ? C44 C39 C40 C41 -0.4(13) . . . . ? C37 C39 C40 C34 1.9(13) . . . . ? C44 C39 C40 C34 -179.4(8) . . . . ? C34 C40 C41 C42 -179.7(8) . . . . ? C39 C40 C41 C42 1.3(14) . . . . ? C34 C40 C41 C46 -0.7(14) . . . . ? C39 C40 C41 C46 -179.8(9) . . . . ? C40 C41 C42 C43 -1.3(14) . . . . ? C46 C41 C42 C43 179.7(9) . . . . ? C41 C42 C43 C44 0.5(14) . . . . ? C42 C43 C44 C39 0.4(13) . . . . ? C42 C43 C44 C45 -177.9(8) . . . . ? C37 C39 C44 C43 178.2(8) . . . . ? C40 C39 C44 C43 -0.5(12) . . . . ? C37 C39 C44 C45 -3.5(13) . . . . ? C40 C39 C44 C45 177.8(8) . . . . ? C43 C44 C45 O8 4.8(15) . . . . ? C39 C44 C45 O8 -173.5(9) . . . . ? C43 C44 C45 N10 -175.5(8) . . . . ? C39 C44 C45 N10 6.2(13) . . . . ? C40 C41 C46 O6 -179.4(11) . . . . ? C42 C41 C46 O6 -0.4(16) . . . . ? C40 C41 C46 N9 0.6(14) . . . . ? C42 C41 C46 N9 179.5(8) . . . . ? N10 C47 C48 C49 71.8(10) . . . . ? C47 C48 C49 N11 67.4(10) . . . . ? N12 C51 C52 N11 -0.5(12) . . . . ? N2 C1 N1 C2 1.8(15) . . . . ? C3 C2 N1 C1 -2.3(16) . . . . ? N1 C1 N2 C3 -0.7(14) . . . . ? N1 C1 N2 C4 174.6(10) . . . . ? C2 C3 N2 C1 -0.7(15) . . . . ? C2 C3 N2 C4 -176.0(11) . . . . ? C5 C4 N2 C1 151.8(11) . . . . ? C5 C4 N2 C3 -33.7(15) . . . . ? O2 C18 N3 C7 179.8(10) . . . . ? C16 C18 N3 C7 1.3(14) . . . . ? O2 C18 N3 C6 -6.7(14) . . . . ? C16 C18 N3 C6 174.8(8) . . . . ? O1 C7 N3 C18 175.9(11) . . . . ? C8 C7 N3 C18 -3.8(13) . . . . ? O1 C7 N3 C6 2.4(15) . . . . ? C8 C7 N3 C6 -177.3(7) . . . . ? C5 C6 N3 C18 -77.6(10) . . . . ? C5 C6 N3 C7 97.0(9) . . . . ? O4 C20 N4 C19 -179.3(9) . . . . ? C13 C20 N4 C19 3.4(13) . . . . ? O4 C20 N4 C21 -6.7(13) . . . . ? C13 C20 N4 C21 176.0(8) . . . . ? O3 C19 N4 C20 176.0(9) . . . . ? C11 C19 N4 C20 -3.3(12) . . . . ? O3 C19 N4 C21 3.2(12) . . . . ? C11 C19 N4 C21 -176.0(8) . . . . ? C22 C21 N4 C20 -91.7(9) . . . . ? C22 C21 N4 C19 81.4(9) . . . . ? N6 C24 N5 C26 -1.6(12) . . . . ? N6 C24 N5 C23 179.9(8) . . . . ? C25 C26 N5 C24 1.2(15) . . . . ? C25 C26 N5 C23 179.7(10) . . . . ? C22 C23 N5 C24 -64.8(12) . . . . ? C22 C23 N5 C26 117.0(12) . . . . ? N5 C24 N6 C25 1.4(13) . . . . ? C26 C25 N6 C24 -0.6(16) . . . . ? N8 C27 N7 C28 2.7(12) . . . . ? C29 C28 N7 C27 -2.0(12) . . . . ? N7 C27 N8 C29 -2.4(12) . . . . ? N7 C27 N8 C30 176.9(8) . . . . ? C28 C29 N8 C27 1.2(12) . . . . ? C28 C29 N8 C30 -178.2(9) . . . . ? C31 C30 N8 C27 119.7(10) . . . . ? C31 C30 N8 C29 -61.1(12) . . . . ? O5 C33 N9 C46 -179.5(9) . . . . ? C34 C33 N9 C46 -0.2(14) . . . . ? O5 C33 N9 C32 2.1(14) . . . . ? C34 C33 N9 C32 -178.6(8) . . . . ? O6 C46 N9 C33 179.8(11) . . . . ? C41 C46 N9 C33 -0.1(14) . . . . ? O6 C46 N9 C32 -1.8(15) . . . . ? C41 C46 N9 C32 178.3(8) . . . . ? C31 C32 N9 C33 89.9(10) . . . . ? C31 C32 N9 C46 -88.7(10) . . . . ? O8 C45 N10 C38 175.9(8) . . . . ? C44 C45 N10 C38 -3.8(13) . . . . ? O8 C45 N10 C47 -4.9(13) . . . . ? C44 C45 N10 C47 175.3(8) . . . . ? O7 C38 N10 C45 178.0(9) . . . . ? C37 C38 N10 C45 -1.2(12) . . . . ? O7 C38 N10 C47 -1.2(13) . . . . ? C37 C38 N10 C47 179.6(7) . . . . ? C48 C47 N10 C45 -96.6(9) . . . . ? C48 C47 N10 C38 82.7(9) . . . . ? N12 C50 N11 C52 -0.7(11) . . . . ? N12 C50 N11 C49 177.6(8) . . . . ? C51 C52 N11 C50 0.8(11) . . . . ? C51 C52 N11 C49 -177.5(9) . . . . ? C48 C49 N11 C50 -113.2(10) . . . . ? C48 C49 N11 C52 64.8(11) . . . . ? N11 C50 N12 C51 0.4(12) . . . . ? C52 C51 N12 C50 0.1(14) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.477 _refine_diff_density_min -0.289 _refine_diff_density_rms 0.056 data_new _database_code_depnum_ccdc_archive 'CCDC 911763' #TrackingRef 'salt3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H24 Cl2 N6 O12' _chemical_formula_weight 683.41 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 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 9.5472(5) _cell_length_b 24.1664(10) _cell_length_c 12.7016(5) _cell_angle_alpha 90.00 _cell_angle_beta 101.922(2) _cell_angle_gamma 90.00 _cell_volume 2867.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description neddle _exptl_crystal_colour brown _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.583 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 0.304 _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 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31480 _diffrn_reflns_av_R_equivalents 0.0708 _diffrn_reflns_av_sigmaI/netI 0.0670 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4989 _reflns_number_gt 2652 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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^)+(0.0990P)^2^+3.0576P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4989 _refine_ls_number_parameters 415 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1470 _refine_ls_R_factor_gt 0.0733 _refine_ls_wR_factor_ref 0.2229 _refine_ls_wR_factor_gt 0.1829 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.031 _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 C1 C 0.7370(7) 0.1030(3) 0.3804(5) 0.0755(18) Uani 1 1 d . . . H1 H 0.7984 0.1282 0.3579 0.091 Uiso 1 1 calc R . . C2 C 0.5507(8) 0.0550(4) 0.3868(6) 0.109(3) Uani 1 1 d . . . H2 H 0.4584 0.0407 0.3702 0.131 Uiso 1 1 calc R . . C3 C 0.6545(8) 0.0389(4) 0.4667(6) 0.114(3) Uani 1 1 d . . . H3 H 0.6476 0.0112 0.5164 0.136 Uiso 1 1 calc R . . C4 C 0.9094(6) 0.0658(2) 0.5403(4) 0.0618(15) Uani 1 1 d . . . H4A H 0.9844 0.0573 0.5017 0.074 Uiso 1 1 calc R . . H4B H 0.9059 0.0360 0.5910 0.074 Uiso 1 1 calc R . . C5 C 0.9442(6) 0.1190(2) 0.6005(4) 0.0622(15) Uani 1 1 d . . . H5A H 0.8640 0.1295 0.6323 0.075 Uiso 1 1 calc R . . H5B H 0.9577 0.1478 0.5505 0.075 Uiso 1 1 calc R . . C6 C 1.0772(6) 0.1147(2) 0.6882(4) 0.0613(15) Uani 1 1 d . . . H6A H 1.1541 0.0988 0.6586 0.074 Uiso 1 1 calc R . . H6B H 1.1065 0.1515 0.7144 0.074 Uiso 1 1 calc R . . C7 C 0.9806(5) 0.1043(2) 0.8511(4) 0.0526(13) Uani 1 1 d . . . C8 C 0.9578(5) 0.0706(2) 0.9436(4) 0.0483(12) Uani 1 1 d . . . C9 C 0.8842(6) 0.0922(2) 1.0173(4) 0.0588(14) Uani 1 1 d . . . H9 H 0.8499 0.1283 1.0099 0.071 Uiso 1 1 calc R . . C10 C 0.8616(6) 0.0595(2) 1.1029(4) 0.0598(14) Uani 1 1 d . . . H10 H 0.8103 0.0740 1.1513 0.072 Uiso 1 1 calc R . . C11 C 0.9126(5) 0.0072(2) 1.1169(4) 0.0479(12) Uani 1 1 d . . . C12 C 1.0109(5) 0.01625(19) 0.9556(4) 0.0444(12) Uani 1 1 d . . . C13 C 1.1138(6) 0.0266(2) 0.7908(4) 0.0556(13) Uani 1 1 d . . . C14 C 0.6707(8) 0.2618(3) 0.5529(7) 0.089(2) Uani 1 1 d . . . H14 H 0.7571 0.2764 0.5897 0.106 Uiso 1 1 calc R . . C15 C 0.5049(11) 0.2298(3) 0.4258(6) 0.095(2) Uani 1 1 d . . . H15 H 0.4564 0.2179 0.3585 0.114 Uiso 1 1 calc R . . C16 C 0.4561(8) 0.2281(2) 0.5151(5) 0.0759(18) Uani 1 1 d . . . H16 H 0.3661 0.2158 0.5221 0.091 Uiso 1 1 calc R . . C17 C 0.5528(7) 0.2536(2) 0.7095(5) 0.0759(18) Uani 1 1 d . . . H17A H 0.4578 0.2664 0.7136 0.091 Uiso 1 1 calc R . . H17B H 0.6207 0.2817 0.7420 0.091 Uiso 1 1 calc R . . C18 C 0.5843(6) 0.2002(2) 0.7738(4) 0.0674(16) Uani 1 1 d . . . H18A H 0.6764 0.1859 0.7655 0.081 Uiso 1 1 calc R . . H18B H 0.5905 0.2082 0.8494 0.081 Uiso 1 1 calc R . . C19 C 0.4720(6) 0.1566(2) 0.7389(4) 0.0626(15) Uani 1 1 d . . . H19A H 0.3781 0.1735 0.7297 0.075 Uiso 1 1 calc R . . H19B H 0.4820 0.1419 0.6698 0.075 Uiso 1 1 calc R . . C20 C 0.4037(6) 0.1158(2) 0.8977(4) 0.0542(13) Uani 1 1 d . . . C21 C 0.4126(5) 0.0693(2) 0.9745(4) 0.0462(12) Uani 1 1 d . . . C22 C 0.4972(5) 0.02231(19) 0.9635(4) 0.0433(11) Uani 1 1 d . . . C23 C 0.5756(5) 0.0196(2) 0.8817(4) 0.0503(13) Uani 1 1 d . . . C24 C 0.5710(6) 0.0664(2) 0.8050(4) 0.0556(14) Uani 1 1 d . . . C25 C 0.3376(5) 0.0709(2) 1.0555(4) 0.0525(13) Uani 1 1 d . . . H25 H 0.2825 0.1019 1.0628 0.063 Uiso 1 1 calc R . . C26 C 0.6573(6) -0.0268(2) 0.8726(4) 0.0538(13) Uani 1 1 d . . . H26 H 0.7093 -0.0287 0.8183 0.065 Uiso 1 1 calc R . . Cl1 Cl 0.60592(17) 0.21137(6) 0.14044(13) 0.0685(5) Uani 1 1 d . . . Cl2 Cl 0.18217(17) 0.10883(6) 0.35782(14) 0.0706(5) Uani 1 1 d . . . N1 N 0.6018(7) 0.0953(2) 0.3344(4) 0.0864(16) Uani 1 1 d . . . H1A H 0.5547 0.1132 0.2799 0.104 Uiso 1 1 calc R . . N2 N 0.7716(5) 0.06921(18) 0.4638(3) 0.0589(12) Uani 1 1 d . . . N3 N 1.0536(4) 0.08007(17) 0.7794(3) 0.0530(11) Uani 1 1 d . . . N4 N 0.6354(9) 0.2515(3) 0.4481(6) 0.115(2) Uani 1 1 d . . . H4 H 0.6883 0.2579 0.4022 0.139 Uiso 1 1 calc R . . N5 N 0.5609(5) 0.24743(18) 0.5953(4) 0.0604(12) Uani 1 1 d . . . N6 N 0.4825(5) 0.11087(17) 0.8171(3) 0.0560(11) Uani 1 1 d . . . O1 O 0.4850(5) 0.1919(3) 0.1759(4) 0.149(3) Uani 1 1 d . . . O2 O 0.6564(9) 0.1671(3) 0.0962(7) 0.202(4) Uani 1 1 d . . . O3 O 0.5657(10) 0.2497(3) 0.0624(6) 0.199(4) Uani 1 1 d . . . O4 O 0.7019(6) 0.2326(3) 0.2298(5) 0.154(3) Uani 1 1 d . . . O5 O 0.2648(5) 0.13311(19) 0.2887(4) 0.1048(16) Uani 1 1 d . . . O6 O 0.1756(7) 0.05158(19) 0.3393(5) 0.126(2) Uani 1 1 d . . . O7 O 0.0458(6) 0.1311(3) 0.3409(6) 0.159(3) Uani 1 1 d . . . O8 O 0.2486(7) 0.1166(3) 0.4650(5) 0.167(3) Uani 1 1 d . . . O9 O 1.1832(4) 0.01005(17) 0.7275(3) 0.0775(12) Uani 1 1 d . . . O10 O 0.9376(4) 0.15172(16) 0.8373(3) 0.0704(11) Uani 1 1 d . . . O11 O 0.6389(5) 0.06594(16) 0.7340(3) 0.0751(12) Uani 1 1 d . . . O12 O 0.3299(4) 0.15644(15) 0.9022(3) 0.0652(10) 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 C1 0.077(5) 0.077(4) 0.068(4) 0.020(3) 0.002(4) -0.012(4) C2 0.056(4) 0.178(8) 0.086(5) 0.054(5) -0.001(4) -0.026(5) C3 0.064(5) 0.169(8) 0.100(6) 0.076(5) -0.003(4) -0.035(5) C4 0.057(4) 0.065(4) 0.062(4) 0.009(3) 0.007(3) 0.002(3) C5 0.073(4) 0.056(3) 0.055(3) 0.008(3) 0.009(3) -0.004(3) C6 0.057(4) 0.068(4) 0.058(3) 0.015(3) 0.011(3) -0.009(3) C7 0.044(3) 0.056(3) 0.056(3) 0.000(3) 0.004(3) -0.003(3) C8 0.043(3) 0.051(3) 0.050(3) 0.001(2) 0.007(2) -0.003(2) C9 0.061(4) 0.053(3) 0.063(4) -0.002(3) 0.012(3) 0.006(3) C10 0.057(4) 0.069(4) 0.057(3) -0.001(3) 0.018(3) 0.007(3) C11 0.045(3) 0.051(3) 0.048(3) 0.002(2) 0.009(2) -0.001(2) C12 0.035(3) 0.053(3) 0.044(3) -0.003(2) 0.007(2) -0.001(2) C13 0.046(3) 0.067(4) 0.053(3) -0.003(3) 0.009(3) -0.001(3) C14 0.073(5) 0.092(5) 0.101(6) 0.024(4) 0.019(4) -0.015(4) C15 0.140(8) 0.071(5) 0.071(5) 0.021(4) 0.013(5) -0.016(5) C16 0.089(5) 0.061(4) 0.072(4) 0.006(3) 0.003(4) -0.013(3) C17 0.089(5) 0.055(3) 0.083(5) -0.011(3) 0.017(4) -0.010(3) C18 0.073(4) 0.072(4) 0.058(4) -0.002(3) 0.013(3) -0.015(3) C19 0.073(4) 0.061(3) 0.055(3) 0.004(3) 0.016(3) -0.002(3) C20 0.048(3) 0.061(4) 0.051(3) -0.002(3) 0.003(3) -0.008(3) C21 0.046(3) 0.050(3) 0.041(3) -0.004(2) 0.006(2) -0.007(2) C22 0.042(3) 0.047(3) 0.040(3) -0.003(2) 0.007(2) -0.005(2) C23 0.051(3) 0.053(3) 0.046(3) -0.006(2) 0.008(3) -0.009(3) C24 0.066(4) 0.056(3) 0.046(3) -0.002(3) 0.015(3) -0.010(3) C25 0.049(3) 0.053(3) 0.054(3) -0.010(3) 0.008(3) 0.001(3) C26 0.055(3) 0.063(3) 0.045(3) -0.007(3) 0.014(3) -0.006(3) Cl1 0.0737(11) 0.0636(9) 0.0719(10) 0.0010(8) 0.0237(9) -0.0025(8) Cl2 0.0674(10) 0.0668(10) 0.0845(12) 0.0122(8) 0.0316(9) 0.0010(8) N1 0.087(4) 0.090(4) 0.071(4) 0.007(3) -0.009(3) 0.009(3) N2 0.061(3) 0.064(3) 0.050(3) 0.009(2) 0.007(2) 0.001(2) N3 0.048(3) 0.061(3) 0.049(3) 0.005(2) 0.008(2) -0.005(2) N4 0.143(7) 0.116(5) 0.104(6) 0.040(4) 0.065(5) 0.002(5) N5 0.067(3) 0.049(3) 0.068(3) 0.006(2) 0.021(3) -0.009(2) N6 0.063(3) 0.055(3) 0.050(3) 0.009(2) 0.011(2) -0.002(2) O1 0.075(4) 0.273(8) 0.097(4) 0.010(4) 0.015(3) -0.038(4) O2 0.197(7) 0.151(6) 0.257(9) -0.079(6) 0.043(6) 0.081(5) O3 0.324(11) 0.107(4) 0.162(6) 0.055(5) 0.044(7) 0.011(6) O4 0.104(4) 0.241(8) 0.118(4) -0.063(5) 0.025(4) -0.086(5) O5 0.102(4) 0.096(3) 0.132(4) 0.045(3) 0.062(3) 0.019(3) O6 0.178(6) 0.066(3) 0.149(5) 0.010(3) 0.073(4) -0.018(3) O7 0.108(4) 0.176(6) 0.220(7) 0.099(5) 0.094(5) 0.060(4) O8 0.160(6) 0.249(8) 0.093(4) -0.041(5) 0.028(4) -0.083(6) O9 0.086(3) 0.088(3) 0.068(3) 0.008(2) 0.039(2) 0.014(2) O10 0.080(3) 0.056(2) 0.075(3) 0.006(2) 0.016(2) 0.004(2) O11 0.101(3) 0.074(3) 0.061(2) 0.011(2) 0.041(2) 0.004(2) O12 0.070(3) 0.059(2) 0.066(3) 0.0072(19) 0.014(2) 0.011(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 C1 N1 1.315(7) . ? C1 N2 1.324(7) . ? C2 C3 1.323(9) . ? C2 N1 1.328(8) . ? C3 N2 1.344(8) . ? C4 N2 1.468(7) . ? C4 C5 1.497(7) . ? C5 C6 1.510(7) . ? C6 N3 1.482(6) . ? C7 O10 1.218(6) . ? C7 N3 1.386(6) . ? C7 C8 1.481(7) . ? C8 C9 1.384(7) . ? C8 C12 1.405(7) . ? C9 C10 1.396(7) . ? C10 C11 1.353(7) . ? C11 C12 1.406(6) 3_757 ? C11 C13 1.493(7) 3_757 ? C12 C11 1.406(6) 3_757 ? C12 C12 1.425(9) 3_757 ? C13 O9 1.212(6) . ? C13 N3 1.408(7) . ? C13 C11 1.493(7) 3_757 ? C14 N5 1.321(8) . ? C14 N4 1.327(9) . ? C15 C16 1.313(9) . ? C15 N4 1.327(9) . ? C16 N5 1.355(7) . ? C17 N5 1.476(7) . ? C17 C18 1.524(8) . ? C18 C19 1.502(7) . ? C19 N6 1.476(6) . ? C20 O12 1.217(6) . ? C20 N6 1.396(6) . ? C20 C21 1.478(7) . ? C21 C25 1.370(7) . ? C21 C22 1.418(6) . ? C22 C23 1.402(6) . ? C22 C22 1.417(9) 3_657 ? C23 C26 1.385(7) . ? C23 C24 1.488(7) . ? C24 O11 1.215(6) . ? C24 N6 1.395(7) . ? C25 C26 1.398(7) 3_657 ? C26 C25 1.398(7) 3_657 ? Cl1 O2 1.343(6) . ? Cl1 O3 1.353(6) . ? Cl1 O4 1.401(5) . ? Cl1 O1 1.405(5) . ? Cl2 O7 1.384(5) . ? Cl2 O8 1.390(6) . ? Cl2 O6 1.403(5) . ? Cl2 O5 1.422(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N2 109.1(6) . . ? C3 C2 N1 107.8(6) . . ? C2 C3 N2 108.2(6) . . ? N2 C4 C5 111.3(5) . . ? C4 C5 C6 112.5(5) . . ? N3 C6 C5 112.0(4) . . ? O10 C7 N3 120.2(5) . . ? O10 C7 C8 122.0(5) . . ? N3 C7 C8 117.8(5) . . ? C9 C8 C12 120.1(5) . . ? C9 C8 C7 120.5(5) . . ? C12 C8 C7 119.4(4) . . ? C8 C9 C10 119.7(5) . . ? C11 C10 C9 121.5(5) . . ? C10 C11 C12 120.8(5) . 3_757 ? C10 C11 C13 120.0(5) . 3_757 ? C12 C11 C13 119.2(4) 3_757 3_757 ? C8 C12 C11 122.0(4) . 3_757 ? C8 C12 C12 119.5(5) . 3_757 ? C11 C12 C12 118.5(5) 3_757 3_757 ? O9 C13 N3 120.2(5) . . ? O9 C13 C11 123.0(5) . 3_757 ? N3 C13 C11 116.9(5) . 3_757 ? N5 C14 N4 107.5(7) . . ? C16 C15 N4 108.3(7) . . ? C15 C16 N5 107.4(7) . . ? N5 C17 C18 113.3(5) . . ? C19 C18 C17 112.7(5) . . ? N6 C19 C18 112.4(4) . . ? O12 C20 N6 120.5(5) . . ? O12 C20 C21 122.5(5) . . ? N6 C20 C21 117.0(5) . . ? C25 C21 C22 119.6(4) . . ? C25 C21 C20 120.4(5) . . ? C22 C21 C20 120.0(4) . . ? C23 C22 C22 119.7(5) . 3_657 ? C23 C22 C21 120.9(4) . . ? C22 C22 C21 119.4(5) 3_657 . ? C26 C23 C22 119.7(5) . . ? C26 C23 C24 120.2(5) . . ? C22 C23 C24 120.1(5) . . ? O11 C24 N6 121.1(5) . . ? O11 C24 C23 122.1(5) . . ? N6 C24 C23 116.8(4) . . ? C21 C25 C26 121.1(5) . 3_657 ? C23 C26 C25 120.5(5) . 3_657 ? O2 Cl1 O3 108.1(5) . . ? O2 Cl1 O4 113.5(5) . . ? O3 Cl1 O4 112.5(5) . . ? O2 Cl1 O1 104.9(5) . . ? O3 Cl1 O1 109.7(5) . . ? O4 Cl1 O1 107.9(3) . . ? O7 Cl2 O8 108.9(5) . . ? O7 Cl2 O6 110.5(4) . . ? O8 Cl2 O6 107.0(4) . . ? O7 Cl2 O5 111.5(3) . . ? O8 Cl2 O5 110.4(4) . . ? O6 Cl2 O5 108.4(3) . . ? C1 N1 C2 108.1(6) . . ? C1 N2 C3 106.7(5) . . ? C1 N2 C4 127.3(5) . . ? C3 N2 C4 126.0(5) . . ? C7 N3 C13 124.7(4) . . ? C7 N3 C6 117.0(4) . . ? C13 N3 C6 118.2(4) . . ? C14 N4 C15 108.7(6) . . ? C14 N5 C16 108.0(6) . . ? C14 N5 C17 125.5(6) . . ? C16 N5 C17 126.4(5) . . ? C24 N6 C20 125.2(4) . . ? C24 N6 C19 117.5(4) . . ? C20 N6 C19 117.3(4) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.571 _refine_diff_density_min -0.396 _refine_diff_density_rms 0.060 data_exp_282 _database_code_depnum_ccdc_archive 'CCDC 916142' #TrackingRef 'salt6916142.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H27 N6 O9 P' _chemical_formula_weight 598.51 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' P P 0.1023 0.0942 '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 7.5861(4) _cell_length_b 10.2212(6) _cell_length_c 18.4816(14) _cell_angle_alpha 100.062(6) _cell_angle_beta 98.722(5) _cell_angle_gamma 106.368(5) _cell_volume 1322.86(14) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description rod _exptl_crystal_colour red _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.503 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 0.172 _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 298(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8589 _diffrn_reflns_av_R_equivalents 0.0221 _diffrn_reflns_av_sigmaI/netI 0.0455 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 25.25 _reflns_number_total 4778 _reflns_number_gt 3450 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. DFIX 0.84 0.02 H9B O9 O9 H9A DFIX 0.84 0.02 N3 H3A N1 H1A DFIX 0.84 0.02 H9B O9 H9A O9 DFIX 0.84 0.02 H9A O9 O9 H9B DFIX 0.84 0.02 H4C N4 DFIX 0.84 0.02 H9A O9 O9 H9B ; _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^)+(0.0640P)^2^+1.1061P] 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 4778 _refine_ls_number_parameters 387 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0807 _refine_ls_R_factor_gt 0.0572 _refine_ls_wR_factor_ref 0.1555 _refine_ls_wR_factor_gt 0.1385 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.019 _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 C1 C 0.1753(5) 1.0927(4) 0.6922(2) 0.0555(9) Uani 1 1 d . . . H1 H 0.2762 1.1234 0.6696 0.067 Uiso 1 1 calc R . . C2 C -0.0825(5) 1.0697(4) 0.7288(2) 0.0572(9) Uani 1 1 d . . . H2 H -0.1955 1.0824 0.7365 0.069 Uiso 1 1 calc R . . C3 C -0.0078(5) 0.9765(4) 0.7543(2) 0.0572(9) Uani 1 1 d . . . H3 H -0.0590 0.9139 0.7823 0.069 Uiso 1 1 calc R . . C4 C 0.2847(5) 0.9095(4) 0.7385(2) 0.0550(9) Uani 1 1 d . . . H4A H 0.4030 0.9590 0.7273 0.066 Uiso 1 1 calc R . . H4B H 0.2312 0.8212 0.7015 0.066 Uiso 1 1 calc R . . C5 C 0.3231(5) 0.8798(4) 0.8151(2) 0.0515(9) Uani 1 1 d . . . H5B H 0.2088 0.8198 0.8246 0.062 Uiso 1 1 calc R . . H5A H 0.3657 0.9666 0.8533 0.062 Uiso 1 1 calc R . . C6 C 0.4737(5) 0.8077(4) 0.8186(2) 0.0576(10) Uani 1 1 d . . . H6B H 0.4576 0.7478 0.7695 0.069 Uiso 1 1 calc R . . H6A H 0.5961 0.8785 0.8294 0.069 Uiso 1 1 calc R . . C7 C 0.5870(5) 0.7825(3) 0.9461(2) 0.0485(8) Uani 1 1 d . . . C8 C 0.5995(4) 0.6886(3) 0.99857(18) 0.0400(7) Uani 1 1 d . . . C9 C 0.4909(4) 0.5452(3) 0.97526(17) 0.0362(7) Uani 1 1 d . . . C10 C 0.3667(4) 0.4906(3) 0.90502(17) 0.0388(7) Uani 1 1 d . . . C11 C 0.3478(5) 0.5846(4) 0.8533(2) 0.0478(8) Uani 1 1 d . . . C12 C 0.2645(4) 0.3501(3) 0.88370(19) 0.0455(8) Uani 1 1 d . . . H12 H 0.1825 0.3144 0.8370 0.055 Uiso 1 1 calc R . . C13 C 0.2826(4) 0.2608(3) 0.93164(19) 0.0463(8) Uani 1 1 d . . . H13 H 0.2141 0.1660 0.9161 0.056 Uiso 1 1 calc R . . C14 C 0.3781(5) 0.5203(4) 0.59003(19) 0.0533(9) Uani 1 1 d . . . H14 H 0.2728 0.4437 0.5858 0.064 Uiso 1 1 calc R . . C15 C 0.5548(5) 0.7291(4) 0.5960(2) 0.0620(10) Uani 1 1 d . . . H15 H 0.5932 0.8242 0.5966 0.074 Uiso 1 1 calc R . . C16 C 0.6671(5) 0.6497(4) 0.6031(2) 0.0664(11) Uani 1 1 d . . . H16 H 0.7972 0.6790 0.6094 0.080 Uiso 1 1 calc R . . C17 C 0.6130(6) 0.3951(4) 0.6068(2) 0.0671(11) Uani 1 1 d . . . H17A H 0.6898 0.3805 0.5706 0.081 Uiso 1 1 calc R . . H17B H 0.5028 0.3127 0.5956 0.081 Uiso 1 1 calc R . . C18 C 0.7241(6) 0.4134(4) 0.68551(18) 0.0595(10) Uani 1 1 d . . . H18B H 0.7575 0.3294 0.6887 0.071 Uiso 1 1 calc R . . H18A H 0.8398 0.4909 0.6949 0.071 Uiso 1 1 calc R . . C19 C 0.6162(5) 0.4411(4) 0.74480(17) 0.0485(8) Uani 1 1 d . . . H19A H 0.5826 0.5251 0.7418 0.058 Uiso 1 1 calc R . . H19B H 0.5009 0.3635 0.7358 0.058 Uiso 1 1 calc R . . C20 C 0.7102(4) 0.3385(3) 0.84864(17) 0.0405(7) Uani 1 1 d . . . C21 C 0.8247(4) 0.3575(3) 0.92488(16) 0.0341(6) Uani 1 1 d . . . C22 C 0.9460(4) 0.4915(3) 0.96369(15) 0.0313(6) Uani 1 1 d . . . C23 C 0.9611(4) 0.6091(3) 0.93212(16) 0.0334(6) Uani 1 1 d . . . C24 C 0.8464(4) 0.5927(3) 0.85687(17) 0.0385(7) Uani 1 1 d . . . C25 C 1.0806(4) 0.7394(3) 0.97165(17) 0.0393(7) Uani 1 1 d . . . H25 H 1.0900 0.8167 0.9506 0.047 Uiso 1 1 calc R . . C26 C 1.1878(4) 0.7557(3) 1.04335(17) 0.0393(7) Uani 1 1 d . . . H26 H 1.2679 0.8438 1.0696 0.047 Uiso 1 1 calc R . . H4C H 0.271(4) 0.669(4) 0.577(2) 0.090(14) Uiso 1 1 d D . . N1 N 0.0339(4) 1.1419(3) 0.68996(17) 0.0586(8) Uani 1 1 d D . . H1A H 0.0176 1.2068 0.6683 0.070 Uiso 1 1 calc RD . . N2 N 0.1570(4) 0.9925(3) 0.73095(16) 0.0482(7) Uani 1 1 d . . . N3 N 0.4705(4) 0.7220(3) 0.87570(16) 0.0480(7) Uani 1 1 d . . . N4 N 0.3754(4) 0.6464(3) 0.58783(16) 0.0537(7) Uani 1 1 d D . . N5 N 0.5541(4) 0.5179(3) 0.59929(15) 0.0494(7) Uani 1 1 d . . . N6 N 0.7275(3) 0.4589(3) 0.82062(13) 0.0398(6) Uani 1 1 d . . . O1 O 0.2353(4) 0.5446(3) 0.79400(15) 0.0703(8) Uani 1 1 d . . . O2 O 0.6777(4) 0.9059(3) 0.96337(17) 0.0726(8) Uani 1 1 d . . . O3 O 0.6058(3) 0.2259(2) 0.81301(13) 0.0570(6) Uani 1 1 d . . . O4 O 0.8520(3) 0.6907(2) 0.82754(13) 0.0540(6) Uani 1 1 d . . . O5 O 1.1447(3) 0.1723(3) 0.50260(19) 0.0714(8) Uani 1 1 d . . . H5 H 1.1350 0.0907 0.5034 0.107 Uiso 1 1 calc R . . O6 O 0.8014(3) 0.0604(2) 0.49704(15) 0.0613(7) Uani 1 1 d . . . O7 O 0.9189(3) 0.2803(3) 0.44897(15) 0.0680(8) Uani 1 1 d . . . O8 O 0.9818(4) 0.2890(3) 0.58544(14) 0.0651(7) Uani 1 1 d . . . O9 O 0.4581(4) 0.9414(3) 0.39610(15) 0.0681(7) Uani 1 1 d GD . . H9A H 0.3760 0.9335 0.4249 0.102 Uiso 1 1 d GD . . H9B H 0.5786 0.9984 0.4287 0.102 Uiso 1 1 d GD . . P1 P 0.95199(11) 0.19589(9) 0.50462(5) 0.0465(3) 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 C1 0.061(2) 0.061(2) 0.046(2) 0.0208(18) 0.0095(18) 0.0200(18) C2 0.052(2) 0.058(2) 0.061(2) 0.0159(19) 0.0027(18) 0.0194(17) C3 0.052(2) 0.057(2) 0.065(2) 0.0242(19) 0.0124(19) 0.0149(17) C4 0.062(2) 0.066(2) 0.046(2) 0.0144(18) 0.0107(17) 0.0322(18) C5 0.057(2) 0.057(2) 0.052(2) 0.0201(17) 0.0161(17) 0.0283(17) C6 0.064(2) 0.065(2) 0.064(2) 0.033(2) 0.0247(19) 0.0359(19) C7 0.0478(19) 0.044(2) 0.064(2) 0.0187(17) 0.0191(18) 0.0222(16) C8 0.0361(16) 0.0405(17) 0.049(2) 0.0113(14) 0.0142(15) 0.0175(13) C9 0.0313(15) 0.0378(17) 0.0442(18) 0.0089(13) 0.0126(13) 0.0164(13) C10 0.0351(16) 0.0455(18) 0.0399(18) 0.0081(14) 0.0101(14) 0.0189(13) C11 0.0485(19) 0.058(2) 0.046(2) 0.0143(17) 0.0119(17) 0.0297(17) C12 0.0396(17) 0.0492(19) 0.0442(19) 0.0012(15) 0.0047(15) 0.0165(14) C13 0.0417(18) 0.0357(17) 0.056(2) 0.0025(15) 0.0073(16) 0.0095(14) C14 0.055(2) 0.058(2) 0.045(2) 0.0175(17) 0.0027(17) 0.0164(17) C15 0.068(2) 0.053(2) 0.068(3) 0.0253(19) 0.011(2) 0.0184(19) C16 0.049(2) 0.086(3) 0.067(3) 0.035(2) 0.0113(19) 0.015(2) C17 0.103(3) 0.077(3) 0.035(2) 0.0070(18) 0.001(2) 0.059(2) C18 0.085(3) 0.076(3) 0.0344(19) 0.0146(18) 0.0105(18) 0.054(2) C19 0.053(2) 0.058(2) 0.0331(18) 0.0115(15) -0.0016(15) 0.0204(16) C20 0.0405(17) 0.0453(18) 0.0354(17) 0.0077(15) 0.0097(14) 0.0135(14) C21 0.0352(15) 0.0364(16) 0.0322(16) 0.0080(13) 0.0102(13) 0.0122(12) C22 0.0316(15) 0.0362(15) 0.0298(15) 0.0092(12) 0.0117(12) 0.0128(12) C23 0.0356(15) 0.0387(16) 0.0305(16) 0.0116(13) 0.0126(13) 0.0138(12) C24 0.0393(16) 0.0466(18) 0.0358(17) 0.0142(15) 0.0130(14) 0.0180(14) C25 0.0440(17) 0.0348(16) 0.0444(19) 0.0183(14) 0.0149(15) 0.0124(13) C26 0.0412(17) 0.0324(16) 0.0401(18) 0.0067(13) 0.0080(14) 0.0065(13) N1 0.070(2) 0.0543(18) 0.0534(19) 0.0206(15) 0.0017(16) 0.0242(16) N2 0.0506(16) 0.0519(17) 0.0452(16) 0.0165(14) 0.0066(13) 0.0198(13) N3 0.0492(16) 0.0550(17) 0.0518(18) 0.0240(14) 0.0143(14) 0.0260(14) N4 0.059(2) 0.067(2) 0.0433(17) 0.0177(15) 0.0090(15) 0.0305(16) N5 0.0595(18) 0.0584(18) 0.0361(15) 0.0137(13) 0.0062(13) 0.0279(15) N6 0.0437(14) 0.0470(15) 0.0286(14) 0.0088(11) 0.0037(11) 0.0162(12) O1 0.0835(19) 0.0756(18) 0.0505(16) 0.0152(14) -0.0066(15) 0.0334(15) O2 0.0820(19) 0.0425(15) 0.089(2) 0.0256(14) 0.0099(16) 0.0114(13) O3 0.0638(15) 0.0467(14) 0.0449(14) 0.0027(11) -0.0036(12) 0.0060(12) O4 0.0657(15) 0.0530(14) 0.0491(14) 0.0259(12) 0.0055(12) 0.0229(12) O5 0.0434(14) 0.0606(16) 0.124(3) 0.0376(17) 0.0295(15) 0.0226(12) O6 0.0375(12) 0.0616(15) 0.084(2) 0.0162(14) 0.0066(12) 0.0179(11) O7 0.0640(16) 0.0889(19) 0.0681(18) 0.0400(16) 0.0115(14) 0.0387(15) O8 0.0806(18) 0.0591(16) 0.0571(17) 0.0152(13) 0.0135(14) 0.0241(13) O9 0.0528(15) 0.0850(19) 0.0595(17) 0.0129(15) 0.0060(13) 0.0163(14) P1 0.0385(5) 0.0525(5) 0.0545(6) 0.0186(4) 0.0077(4) 0.0209(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 C1 N1 1.306(4) . ? C1 N2 1.337(4) . ? C2 C3 1.354(5) . ? C2 N1 1.359(5) . ? C3 N2 1.360(4) . ? C4 N2 1.462(4) . ? C4 C5 1.504(5) . ? C5 C6 1.524(4) . ? C6 N3 1.484(4) . ? C7 O2 1.212(4) . ? C7 N3 1.385(4) . ? C7 C8 1.489(4) . ? C8 C13 1.374(4) 2_667 ? C8 C9 1.416(4) . ? C9 C10 1.401(4) . ? C9 C9 1.427(6) 2_667 ? C10 C12 1.379(4) . ? C10 C11 1.488(4) . ? C11 O1 1.208(4) . ? C11 N3 1.398(4) . ? C12 C13 1.398(5) . ? C13 C8 1.374(4) 2_667 ? C14 N4 1.302(4) . ? C14 N5 1.328(4) . ? C15 C16 1.340(5) . ? C15 N4 1.354(5) . ? C16 N5 1.360(5) . ? C17 N5 1.467(4) . ? C17 C18 1.519(5) . ? C18 C19 1.498(5) . ? C19 N6 1.475(4) . ? C20 O3 1.203(4) . ? C20 N6 1.397(4) . ? C20 C21 1.489(4) . ? C21 C26 1.373(4) 2_767 ? C21 C22 1.409(4) . ? C22 C23 1.409(4) . ? C22 C22 1.417(5) 2_767 ? C23 C25 1.381(4) . ? C23 C24 1.480(4) . ? C24 O4 1.213(3) . ? C24 N6 1.391(4) . ? C25 C26 1.402(4) . ? C26 C21 1.373(4) 2_767 ? O5 P1 1.552(2) . ? O6 P1 1.495(2) . ? O7 P1 1.490(2) . ? O8 P1 1.571(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 N1 C1 N2 111.5(3) . . ? C3 C2 N1 109.1(3) . . ? C2 C3 N2 106.5(3) . . ? N2 C4 C5 113.9(3) . . ? C4 C5 C6 108.9(3) . . ? N3 C6 C5 114.1(3) . . ? O2 C7 N3 121.2(3) . . ? O2 C7 C8 121.7(3) . . ? N3 C7 C8 117.1(3) . . ? C13 C8 C9 120.0(3) 2_667 . ? C13 C8 C7 120.7(3) 2_667 . ? C9 C8 C7 119.3(3) . . ? C10 C9 C8 121.5(3) . . ? C10 C9 C9 119.6(3) . 2_667 ? C8 C9 C9 118.9(4) . 2_667 ? C12 C10 C9 120.0(3) . . ? C12 C10 C11 120.3(3) . . ? C9 C10 C11 119.7(3) . . ? O1 C11 N3 121.0(3) . . ? O1 C11 C10 122.3(3) . . ? N3 C11 C10 116.7(3) . . ? C10 C12 C13 120.7(3) . . ? C8 C13 C12 120.8(3) 2_667 . ? N4 C14 N5 109.6(3) . . ? C16 C15 N4 107.9(3) . . ? C15 C16 N5 106.9(3) . . ? N5 C17 C18 111.5(3) . . ? C19 C18 C17 112.4(3) . . ? N6 C19 C18 111.3(3) . . ? O3 C20 N6 121.3(3) . . ? O3 C20 C21 122.1(3) . . ? N6 C20 C21 116.6(3) . . ? C26 C21 C22 120.5(3) 2_767 . ? C26 C21 C20 119.8(3) 2_767 . ? C22 C21 C20 119.7(3) . . ? C21 C22 C23 121.4(3) . . ? C21 C22 C22 119.2(3) . 2_767 ? C23 C22 C22 119.4(3) . 2_767 ? C25 C23 C22 120.2(3) . . ? C25 C23 C24 120.1(3) . . ? C22 C23 C24 119.7(3) . . ? O4 C24 N6 120.5(3) . . ? O4 C24 C23 122.4(3) . . ? N6 C24 C23 117.1(2) . . ? C23 C25 C26 120.3(3) . . ? C21 C26 C25 120.5(3) 2_767 . ? C1 N1 C2 106.1(3) . . ? C1 N2 C3 106.8(3) . . ? C1 N2 C4 124.5(3) . . ? C3 N2 C4 128.4(3) . . ? C7 N3 C11 125.2(3) . . ? C7 N3 C6 118.5(3) . . ? C11 N3 C6 116.3(3) . . ? C14 N4 C15 108.1(3) . . ? C14 N5 C16 107.6(3) . . ? C14 N5 C17 125.3(3) . . ? C16 N5 C17 127.1(3) . . ? C24 N6 C20 125.5(2) . . ? C24 N6 C19 117.4(2) . . ? C20 N6 C19 117.0(3) . . ? O7 P1 O6 116.56(16) . . ? O7 P1 O5 108.15(15) . . ? O6 P1 O5 110.92(13) . . ? O7 P1 O8 107.94(15) . . ? O6 P1 O8 108.45(15) . . ? O5 P1 O8 104.06(17) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.25 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.345 _refine_diff_density_min -0.401 _refine_diff_density_rms 0.053