# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_author_name F.Grepioni _publ_contact_author_name 'Grepioni, Fabrizia' _publ_contact_author_email fabrizia.grepioni@unibo.it data_rrt1py1 _database_code_depnum_ccdc_archive 'CCDC 781833' #TrackingRef '- (R,R)-tapy.cif' _audit_creation_date 2010-08-24T21:33:08-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C4 H6 O6, C4 H4 N2' _chemical_formula_sum 'C8 H10 N2 O6' _chemical_formula_weight 230.18 _chemical_absolute_configuration unk #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P 1' _symmetry_space_group_name_Hall 'P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 4.9179(5) _cell_length_b 5.4897(7) _cell_length_c 9.5322(11) _cell_angle_alpha 92.426(9) _cell_angle_beta 102.087(9) _cell_angle_gamma 94.810(9) _cell_volume 250.28(5) _cell_formula_units_Z 1 _cell_measurement_reflns_used 850 _cell_measurement_theta_min 3.7203 _cell_measurement_theta_max 28.4401 _cell_measurement_temperature 293(2) _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 1.527 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 120 _exptl_absorpt_coefficient_mu 0.133 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.8506 _exptl_absorpt_correction_T_max 1 #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Goniometer KM4/Xcalibur, detector: Sapphire3' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.134 _diffrn_reflns_number 1799 _diffrn_reflns_av_R_equivalents 0.0168 _diffrn_reflns_av_unetI/netI 0.0559 _diffrn_reflns_theta_min 3.73 _diffrn_reflns_theta_max 28.5 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_max 0.884 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _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. ; _reflns_number_total 1131 _reflns_number_gt 763 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0629 _refine_ls_R_factor_gt 0.0375 _refine_ls_wR_factor_ref 0.0737 _refine_ls_goodness_of_fit_ref 0.804 _refine_ls_restrained_S_all 0.803 _refine_ls_number_reflns 1131 _refine_ls_number_parameters 161 _refine_ls_number_restraints 3 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0458P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.133 _refine_diff_density_min -0.189 _refine_diff_density_rms 0.036 _refine_ls_extinction_method none _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(10) 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 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) (compiled Feb 27 2009,15:38:38) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.5439(6) 1.4923(6) 1.0482(3) 0.0330(8) Uani d . 1 . . C C2 0.6782(6) 1.3443(6) 0.9469(3) 0.0322(8) Uani d . 1 . . C H2 0.7803 1.2207 1.0015 0.039 Uiso calc R 1 . . H C3 0.4540(6) 1.2118(6) 0.8240(3) 0.0322(8) Uani d . 1 . . C H3 0.3388 1.0895 0.8635 0.039 Uiso calc R 1 . . H C4 0.6105(6) 1.0836(6) 0.7253(4) 0.0335(8) Uani d . 1 . . C O1 0.4460(5) 1.3552(5) 1.1404(3) 0.0516(7) Uani d . 1 . . O O2 0.5277(5) 1.7066(4) 1.0407(3) 0.0453(6) Uani d . 1 . . O O3 0.7703(5) 0.9349(4) 0.7691(3) 0.0482(7) Uani d . 1 . . O O4 0.5644(5) 1.1511(5) 0.5927(3) 0.0497(7) Uani d . 1 . . O O5 0.2825(4) 1.3753(4) 0.7480(2) 0.0433(7) Uani d . 1 . . O O6 0.8695(5) 1.4986(5) 0.8927(3) 0.0404(6) Uani d . 1 . . O H100 0.370(8) 1.439(7) 1.193(4) 0.054(12) Uiso d . 1 . . H H400 0.688(8) 1.076(8) 0.540(5) 0.070(13) Uiso d . 1 . . H H500 0.161(8) 1.409(7) 0.794(4) 0.059(12) Uiso d . 1 . . H H600 0.821(8) 1.624(7) 0.884(4) 0.056(14) Uiso d . 1 . . H C5 1.0023(8) 0.7223(7) 0.5061(4) 0.0488(10) Uani d . 1 . . C H5 0.9756 0.6818 0.5963 0.059 Uiso calc R 1 . . H C6 1.1640(8) 0.5854(7) 0.4383(4) 0.0481(10) Uani d . 1 . . C H6 1.2421 0.4527 0.483 0.058 Uiso calc R 1 . . H C7 1.0996(7) 0.8310(7) 0.2519(4) 0.0448(10) Uani d . 1 . . C H7 1.1348 0.8772 0.1641 0.054 Uiso calc R 1 . . H C8 0.9321(8) 0.9644(7) 0.3183(4) 0.0442(10) Uani d . 1 . . C H8 0.8515 1.0951 0.2725 0.053 Uiso calc R 1 . . H N1 0.8827(6) 0.9124(5) 0.4450(3) 0.0411(7) Uani d . 1 . . N N2 1.2112(6) 0.6384(5) 0.3105(3) 0.0416(8) Uani d . 1 . . N loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.0304(17) 0.042(2) 0.0288(19) 0.0140(16) 0.0082(14) 0.0002(16) C2 0.0361(17) 0.0349(17) 0.033(2) 0.0159(15) 0.0180(15) 0.0053(16) C3 0.0329(17) 0.0383(19) 0.032(2) 0.0112(15) 0.0173(15) 0.0055(16) C4 0.0377(18) 0.0324(19) 0.035(2) 0.0064(16) 0.0173(14) -0.0003(16) O1 0.0768(18) 0.0500(15) 0.0459(16) 0.0301(14) 0.0425(14) 0.0119(13) O2 0.0547(16) 0.0380(14) 0.0514(16) 0.0143(13) 0.0264(12) 0.0005(12) O3 0.0655(15) 0.0434(14) 0.0494(15) 0.0286(13) 0.0319(12) 0.0135(12) O4 0.0609(17) 0.0639(17) 0.0351(15) 0.0330(15) 0.0243(13) 0.0036(13) O5 0.0398(14) 0.0633(17) 0.0350(14) 0.0264(13) 0.0172(11) 0.0061(12) O6 0.0369(13) 0.0391(15) 0.0527(15) 0.0119(12) 0.0231(11) 0.0041(12) C5 0.067(2) 0.056(2) 0.033(2) 0.023(2) 0.0259(18) 0.0067(19) C6 0.068(2) 0.046(2) 0.038(2) 0.0208(19) 0.0221(18) 0.0045(19) C7 0.055(2) 0.049(2) 0.036(2) 0.014(2) 0.0172(18) 0.003(2) C8 0.055(2) 0.044(2) 0.039(2) 0.0199(18) 0.0149(17) 0.0081(19) N1 0.0470(16) 0.0465(18) 0.0338(17) 0.0176(15) 0.0133(13) -0.0022(14) N2 0.0503(18) 0.0450(18) 0.035(2) 0.0165(15) 0.0172(15) -0.0011(16) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 O2 . 1.190(4) ? C1 O1 . 1.320(4) ? C1 C2 . 1.523(4) ? C2 O6 . 1.406(4) ? C2 C3 . 1.540(4) ? C3 O5 . 1.403(4) ? C3 C4 . 1.520(4) ? C4 O3 . 1.207(3) ? C4 O4 . 1.312(4) ? C5 N1 . 1.336(4) ? C5 C6 . 1.375(5) ? C6 N2 . 1.327(4) ? C7 N2 . 1.323(4) ? C7 C8 . 1.377(5) ? C8 N1 . 1.319(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 O2 C1 O1 125.2(3) . . ? O2 C1 C2 122.4(3) . . ? O1 C1 C2 112.4(3) . . ? O6 C2 C1 109.9(3) . . ? O6 C2 C3 111.0(2) . . ? C1 C2 C3 110.7(2) . . ? O5 C3 C4 110.4(2) . . ? O5 C3 C2 111.9(2) . . ? C4 C3 C2 106.2(2) . . ? O3 C4 O4 123.3(3) . . ? O3 C4 C3 121.3(3) . . ? O4 C4 C3 115.3(3) . . ? N1 C5 C6 121.3(3) . . ? N2 C6 C5 121.5(3) . . ? N2 C7 C8 121.2(3) . . ? N1 C8 C7 122.0(3) . . ? C8 N1 C5 116.7(3) . . ? C7 N2 C6 117.2(3) . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment '-R-R-S-S-ta2py.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-05-12 at 11:09:35 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\acta.reqdat # CIF files read : rac2py1 rac2py1 struct #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_rac2py1 _database_code_depnum_ccdc_archive 'CCDC 781834' #TrackingRef '-R-R-S-S-ta2py.cif' _audit_creation_date 2010-05-12T11:09:35-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C12 H16 N2 O12' _chemical_formula_sum 'C6 H8 N O6' _chemical_formula_weight 190.13 #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 4.9168(5) _cell_length_b 5.4373(5) _cell_length_c 14.7869(14) _cell_angle_alpha 81.199(8) _cell_angle_beta 83.738(8) _cell_angle_gamma 88.135(8) _cell_volume 388.28(6) _cell_formula_units_Z 2 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_temperature 293(2) _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.9 _exptl_crystal_size_mid 0.7 _exptl_crystal_size_min 0.6 _exptl_crystal_density_diffrn 1.626 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 198 _exptl_absorpt_coefficient_mu 0.149 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_reflns_number 2909 _diffrn_reflns_av_R_equivalents 0.0207 _diffrn_reflns_av_unetI/netI 0.0531 _diffrn_reflns_theta_min 2.8 _diffrn_reflns_theta_max 29.03 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_max 0.831 _diffrn_measured_fraction_theta_full 0.994 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _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. ; _reflns_number_total 1726 _reflns_number_gt 1098 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0918 _refine_ls_R_factor_gt 0.0568 _refine_ls_wR_factor_ref 0.1808 _refine_ls_goodness_of_fit_ref 0.826 _refine_ls_restrained_S_all 0.826 _refine_ls_number_reflns 1726 _refine_ls_number_parameters 134 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0918P)^2^+1.0599P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.294 _refine_diff_density_min -0.367 _refine_diff_density_rms 0.075 _refine_ls_extinction_method none 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.5566(7) 0.1392(6) 0.2186(2) 0.0276(7) Uani d . 1 . . C C2 0.7433(7) 0.2257(6) 0.2815(2) 0.0269(7) Uani d . 1 . . C H2 0.8633 0.0874 0.3039 0.032 Uiso calc R 1 . . H C3 0.5573(6) 0.3045(6) 0.3633(2) 0.0245(7) Uani d . 1 . . C H3 0.4638 0.1562 0.397 0.029 Uiso calc R 1 . . H C4 0.7355(6) 0.4000(6) 0.4271(2) 0.0238(7) Uani d . 1 . . C O1 0.4162(6) -0.0420(4) 0.24402(17) 0.0418(7) Uani d . 1 . . O O2 0.5532(6) 0.2758(5) 0.13764(17) 0.0399(7) Uani d . 1 . . O O3 0.9037(5) 0.4260(5) 0.23499(16) 0.0367(6) Uani d . 1 . . O O4 0.3563(5) 0.4814(4) 0.33470(17) 0.0293(6) Uani d . 1 . . O O5 0.7553(5) 0.6204(4) 0.43203(16) 0.0307(6) Uani d . 1 . . O O6 0.8705(5) 0.2205(4) 0.47284(18) 0.0360(6) Uani d . 1 . . O H200 0.432(11) 0.198(10) 0.100(3) 0.076(16) Uiso d . 1 . . H H300 1.075(9) 0.418(8) 0.264(3) 0.048(12) Uiso d . 1 . . H H400 0.441(9) 0.609(8) 0.308(3) 0.046(12) Uiso d . 1 . . H H600 0.987(11) 0.267(10) 0.513(4) 0.077(16) Uiso d . 1 . . H C5 0.0776(8) -0.1134(7) 0.0796(3) 0.0397(9) Uani d . 1 . . C H5 0.1274 -0.1962 0.1353 0.048 Uiso calc R 1 . . H C6 0.1191(8) 0.2134(7) -0.0372(2) 0.0371(9) Uani d . 1 . . C H6 0.1983 0.3632 -0.0647 0.045 Uiso calc R 1 . . H N1 0.1985(6) 0.1000(6) 0.0422(2) 0.0357(7) Uani d . 1 . . N loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.0270(17) 0.0287(16) 0.0298(17) -0.0020(13) -0.0109(14) -0.0068(13) C2 0.0229(17) 0.0298(16) 0.0291(17) -0.0036(13) -0.0113(14) -0.0013(13) C3 0.0221(16) 0.0258(16) 0.0271(16) -0.0041(12) -0.0107(13) -0.0018(12) C4 0.0201(16) 0.0289(16) 0.0221(15) -0.0028(12) -0.0022(13) -0.0026(12) O1 0.0521(17) 0.0316(13) 0.0443(15) -0.0178(12) -0.0220(13) 0.0018(11) O2 0.0466(16) 0.0465(15) 0.0289(13) -0.0217(12) -0.0175(12) 0.0009(11) O3 0.0265(13) 0.0515(16) 0.0326(13) -0.0168(11) -0.0108(11) 0.0009(11) O4 0.0200(12) 0.0295(12) 0.0390(14) -0.0012(10) -0.0125(10) 0.0000(10) O5 0.0292(13) 0.0294(12) 0.0358(13) -0.0014(9) -0.0125(11) -0.0059(10) O6 0.0384(15) 0.0300(13) 0.0437(15) 0.0024(10) -0.0257(13) -0.0042(10) C5 0.047(2) 0.042(2) 0.0309(18) -0.0081(17) -0.0156(17) -0.0007(15) C6 0.041(2) 0.0347(18) 0.0351(19) -0.0129(16) -0.0068(17) 0.0000(15) N1 0.0374(17) 0.0402(17) 0.0316(15) -0.0137(13) -0.0103(13) -0.0045(12) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 O1 . 1.209(4) ? C1 O2 . 1.310(4) ? C1 C2 . 1.509(4) ? C2 O3 . 1.410(4) ? C2 C3 . 1.542(5) ? C3 O4 . 1.409(4) ? C3 C4 . 1.512(4) ? C4 O5 . 1.219(4) ? C4 O6 . 1.306(4) ? C5 N1 . 1.335(5) ? C5 C6 2 1.376(5) ? C6 N1 . 1.332(5) ? C6 C5 2 1.376(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 O1 C1 O2 123.5(3) . . ? O1 C1 C2 120.7(3) . . ? O2 C1 C2 115.8(3) . . ? O3 C2 C1 110.9(3) . . ? O3 C2 C3 111.0(3) . . ? C1 C2 C3 106.6(3) . . ? O4 C3 C4 111.8(2) . . ? O4 C3 C2 112.3(2) . . ? C4 C3 C2 108.5(2) . . ? O5 C4 O6 124.7(3) . . ? O5 C4 C3 123.2(3) . . ? O6 C4 C3 112.1(3) . . ? N1 C5 C6 121.3(3) . 2 ? N1 C6 C5 121.4(3) . 2 ? C6 N1 C5 117.3(3) . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment '-R-R-S-S-tapy.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-04-07 at 10:53:59 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\acta.reqdat # CIF files read : ract1py1 struct #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_ract1py1 _database_code_depnum_ccdc_archive 'CCDC 781835' #TrackingRef '-R-R-S-S-tapy.cif' _audit_creation_date 2010-04-07T10:53:59-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C8 H10 N2 O6' _chemical_formula_sum 'C8 H10 N2 O6' _chemical_formula_weight 230.18 #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' 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 11.4966(4) _cell_length_b 5.1521(2) _cell_length_c 17.0937(6) _cell_angle_alpha 90 _cell_angle_beta 96.315(3) _cell_angle_gamma 90 _cell_volume 1006.34(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_temperature 293(2) _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.9 _exptl_crystal_size_mid 0.7 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.519 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 480 _exptl_absorpt_coefficient_mu 0.132 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_reflns_number 4566 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_av_unetI/netI 0.0408 _diffrn_reflns_theta_min 2.4 _diffrn_reflns_theta_max 29.32 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_max 0.818 _diffrn_measured_fraction_theta_full 0.981 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _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. ; _reflns_number_total 2258 _reflns_number_gt 1538 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.084 _refine_ls_R_factor_gt 0.0491 _refine_ls_wR_factor_ref 0.105 _refine_ls_goodness_of_fit_ref 0.973 _refine_ls_restrained_S_all 0.973 _refine_ls_number_reflns 2258 _refine_ls_number_parameters 157 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0483P)^2^+0.2180P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.235 _refine_diff_density_min -0.196 _refine_diff_density_rms 0.039 _refine_ls_extinction_method none 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.51278(15) 0.1470(4) 0.67697(11) 0.0355(5) Uani d . 1 . . C C2 0.62010(14) -0.0076(4) 0.66294(10) 0.0315(4) Uani d . 1 . . C H2 0.6113 -0.1853 0.6819 0.038 Uiso calc R 1 . . H C3 0.63212(14) -0.0155(4) 0.57439(10) 0.0290(4) Uani d . 1 . . C H3 0.5739 -0.137 0.5493 0.035 Uiso calc R 1 . . H C4 0.75346(15) -0.1186(4) 0.56403(10) 0.0303(4) Uani d . 1 . . C O1 0.51841(12) 0.3460(3) 0.71395(9) 0.0560(5) Uani d . 1 . . O O2 0.41513(11) 0.0403(3) 0.64539(9) 0.0519(5) Uani d . 1 . . O O3 0.72136(10) 0.1040(3) 0.70429(7) 0.0441(4) Uani d . 1 . . O H300 0.7029 0.2339 0.7278 0.066 Uiso calc R 1 . . H O4 0.61251(12) 0.2292(3) 0.53927(8) 0.0421(4) Uani d . 1 . . O O5 0.76918(11) -0.3573(3) 0.59164(8) 0.0410(4) Uani d . 1 . . O O6 0.82687(12) 0.0032(3) 0.53546(9) 0.0523(4) Uani d . 1 . . O H200 0.353(2) 0.140(6) 0.6520(16) 0.089(9) Uiso d . 1 . . H H400 0.667(2) 0.345(5) 0.5582(13) 0.062(8) Uiso d . 1 . . H H500 0.846(2) -0.406(5) 0.5922(14) 0.070(8) Uiso d . 1 . . H C6 0.87321(16) -0.2041(4) 0.32098(11) 0.0394(5) Uani d . 1 . . C H6 0.8598 -0.0623 0.2875 0.047 Uiso calc R 1 . . H C8 0.91935(17) -0.6112(4) 0.41364(11) 0.0413(5) Uani d . 1 . . C H8 0.9329 -0.7559 0.4459 0.05 Uiso calc R 1 . . H C7 0.80658(17) -0.5261(5) 0.39488(12) 0.0452(6) Uani d . 1 . . C H7 0.7455 -0.6138 0.4148 0.054 Uiso calc R 1 . . H C5 0.98607(16) -0.2884(4) 0.34051(10) 0.0359(5) Uani d . 1 . . C H5 1.0473 -0.201 0.3208 0.043 Uiso calc R 1 . . H N1 1.00919(13) -0.4926(4) 0.38704(9) 0.0367(4) Uani d . 1 . . N N2 0.78283(13) -0.3192(4) 0.34850(10) 0.0433(5) Uani d . 1 . . N loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.0274(9) 0.0409(13) 0.0382(10) 0.0033(9) 0.0037(8) -0.0001(10) C2 0.0236(8) 0.0342(11) 0.0357(9) 0.0047(8) -0.0006(7) 0.0005(9) C3 0.0236(8) 0.0270(10) 0.0346(9) 0.0011(8) -0.0041(7) 0.0002(8) C4 0.0280(9) 0.0311(11) 0.0313(9) 0.0014(9) 0.0007(7) -0.0015(8) O1 0.0395(8) 0.0560(11) 0.0716(10) 0.0085(8) 0.0016(7) -0.0278(9) O2 0.0220(6) 0.0549(11) 0.0783(11) 0.0039(7) 0.0034(7) -0.0164(8) O3 0.0270(6) 0.0620(11) 0.0406(7) 0.0084(7) -0.0080(5) -0.0150(7) O4 0.0434(8) 0.0345(9) 0.0459(8) 0.0065(7) -0.0058(6) 0.0068(7) O5 0.0261(7) 0.0338(9) 0.0640(9) 0.0076(6) 0.0085(6) 0.0058(7) O6 0.0396(7) 0.0538(10) 0.0669(9) -0.0035(8) 0.0211(7) 0.0144(8) C6 0.0347(10) 0.0404(13) 0.0422(10) 0.0021(10) -0.0002(8) 0.0037(10) C8 0.0459(11) 0.0374(13) 0.0405(11) -0.0010(10) 0.0047(9) 0.0029(10) C7 0.0378(11) 0.0519(15) 0.0480(11) -0.0122(11) 0.0140(9) -0.0023(11) C5 0.0292(9) 0.0414(13) 0.0379(10) -0.0010(9) 0.0070(8) 0.0034(9) N1 0.0307(8) 0.0401(10) 0.0392(8) 0.0061(8) 0.0033(6) -0.0005(8) N2 0.0263(8) 0.0508(12) 0.0528(10) 0.0031(8) 0.0037(7) -0.0023(9) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 O1 . 1.203(2) ? C1 O2 . 1.312(2) ? C1 C2 . 1.510(3) ? C2 O3 . 1.416(2) ? C2 C3 . 1.536(2) ? C3 O4 . 1.404(2) ? C3 C4 . 1.521(2) ? C4 O6 . 1.198(2) ? C4 O5 . 1.323(2) ? C6 N2 . 1.327(2) ? C6 C5 . 1.374(3) ? C8 N1 . 1.323(3) ? C8 C7 . 1.373(3) ? C7 N2 . 1.339(3) ? C5 N1 . 1.328(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 O1 C1 O2 124.59(18) . . ? O1 C1 C2 122.38(17) . . ? O2 C1 C2 113.02(18) . . ? O3 C2 C1 110.37(16) . . ? O3 C2 C3 110.17(14) . . ? C1 C2 C3 109.54(14) . . ? O4 C3 C4 111.71(15) . . ? O4 C3 C2 111.71(16) . . ? C4 C3 C2 107.89(13) . . ? O6 C4 O5 123.91(18) . . ? O6 C4 C3 124.11(18) . . ? O5 C4 C3 111.97(16) . . ? N2 C6 C5 121.86(19) . . ? N1 C8 C7 121.7(2) . . ? N2 C7 C8 121.23(18) . . ? N1 C5 C6 121.17(18) . . ? C8 N1 C5 117.34(17) . . ? C6 N2 C7 116.70(16) . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment '-R-S--ta2py.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-04-06 at 09:11:56 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\acta.reqdat # CIF files read : rs2tpy1 struct rs2tpy1 #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_rs2tpy1 _database_code_depnum_ccdc_archive 'CCDC 781836' #TrackingRef '-R-S--ta2py.cif' _audit_creation_date 2010-04-06T09:11:56-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #============================================================================== # CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C8 H10 N2 O6' _chemical_formula_sum 'C6 H8 N O6' _chemical_formula_weight 190.13 #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 4.9819(5) _cell_length_b 5.3114(7) _cell_length_c 14.748(2) _cell_angle_alpha 89.543(12) _cell_angle_beta 86.238(10) _cell_angle_gamma 84.973(10) _cell_volume 387.91(9) _cell_formula_units_Z 2 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_temperature 293(2) _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.09 _exptl_crystal_density_diffrn 1.628 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 198 _exptl_absorpt_coefficient_mu 0.149 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_reflns_number 2910 _diffrn_reflns_av_R_equivalents 0.0178 _diffrn_reflns_av_unetI/netI 0.0405 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 29.19 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_max 0.819 _diffrn_measured_fraction_theta_full 0.982 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 17 #============================================================================== # STRUCTURE SOLUTION _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #============================================================================== # REFINEMENT DATA _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. ; _reflns_number_total 1726 _reflns_number_gt 1183 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0715 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.1169 _refine_ls_goodness_of_fit_ref 0.788 _refine_ls_restrained_S_all 0.788 _refine_ls_number_reflns 1726 _refine_ls_number_parameters 134 _refine_ls_number_restraints 0 _refine_ls_hydrogen_treatment mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0827P)^2^+0.1303P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.196 _refine_diff_density_min -0.214 _refine_diff_density_rms 0.043 _refine_ls_extinction_method none 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #============================================================================== # ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol C1 0.1135(5) -0.0765(4) 0.91995(14) 0.0402(5) Uani d . 1 . . C H1 0.1899 -0.1348 0.8639 0.048 Uiso calc R 1 . . H C2 0.0980(5) 0.1950(4) 1.03901(13) 0.0382(5) Uani d . 1 . . C H2 0.1624 0.3301 1.0681 0.046 Uiso calc R 1 . . H N1 0.2118(4) 0.1196(3) 0.95839(11) 0.0369(4) Uani d . 1 . . N C3 0.6382(4) 0.2434(3) 0.78343(12) 0.0290(4) Uani d . 1 . . C C4 0.8444(4) 0.3529(4) 0.71828(12) 0.0297(4) Uani d . 1 . . C H4 0.9799 0.2178 0.6969 0.036 Uiso calc R 1 . . H C5 0.6950(4) 0.4642(3) 0.63679(12) 0.0272(4) Uani d . 1 . . C H5 0.8221 0.5564 0.5986 0.033 Uiso calc R 1 . . H C6 0.5945(4) 0.2624(3) 0.57880(12) 0.0282(4) Uani d . 1 . . C O1 0.6000(3) 0.3443(3) 0.86424(9) 0.0420(4) Uani d . 1 . . O O2 0.5125(3) 0.0731(3) 0.75871(10) 0.0423(4) Uani d . 1 . . O O3 0.9737(3) 0.5431(3) 0.76011(10) 0.0405(4) Uani d . 1 . . O O4 0.4731(3) 0.6362(3) 0.66489(10) 0.0344(4) Uani d . 1 . . O O5 0.3562(3) 0.2653(3) 0.56047(9) 0.0358(4) Uani d . 1 . . O O6 0.7831(3) 0.0950(3) 0.55069(11) 0.0472(4) Uani d . 1 . . O H100 0.451(6) 0.254(5) 0.8999(19) 0.075(9) Uiso d . 1 . . H H400 0.527(5) 0.763(5) 0.6883(17) 0.047(7) Uiso d . 1 . . H H300 1.115(6) 0.564(5) 0.7307(19) 0.063(9) Uiso d . 1 . . H H600 0.730(8) -0.030(8) 0.509(3) 0.125(13) Uiso d . 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.0478(14) 0.0431(12) 0.0305(10) -0.0129(10) 0.0048(9) -0.0090(9) C2 0.0461(13) 0.0369(11) 0.0333(10) -0.0154(10) -0.0005(9) -0.0062(8) N1 0.0393(10) 0.0409(10) 0.0322(9) -0.0149(8) 0.0007(7) -0.0016(7) C3 0.0289(10) 0.0291(10) 0.0290(9) -0.0022(8) -0.0014(8) -0.0053(7) C4 0.0251(10) 0.0347(10) 0.0297(9) -0.0057(8) 0.0002(8) -0.0120(8) C5 0.0244(10) 0.0306(9) 0.0269(9) -0.0075(8) 0.0048(7) -0.0067(7) C6 0.0274(10) 0.0326(10) 0.0249(9) -0.0080(8) 0.0048(7) -0.0069(7) O1 0.0467(9) 0.0519(9) 0.0296(7) -0.0225(8) 0.0079(6) -0.0139(6) O2 0.0530(10) 0.0371(8) 0.0384(8) -0.0199(7) 0.0073(7) -0.0132(6) O3 0.0323(9) 0.0553(10) 0.0363(8) -0.0203(7) 0.0025(7) -0.0170(7) O4 0.0321(8) 0.0279(7) 0.0439(8) -0.0060(6) -0.0016(6) -0.0142(6) O5 0.0292(8) 0.0399(8) 0.0394(8) -0.0069(6) -0.0037(6) -0.0144(6) O6 0.0335(9) 0.0545(9) 0.0532(10) 0.0000(7) -0.0014(7) -0.0341(8) #============================================================================== # MOLECULAR GEOMETRY _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_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 N1 . 1.335(2) ? C1 C2 2_557 1.378(3) ? C2 N1 . 1.332(3) ? C2 C1 2_557 1.378(3) ? C3 O2 . 1.216(2) ? C3 O1 . 1.306(2) ? C3 C4 . 1.511(3) ? C4 O3 . 1.412(2) ? C4 C5 . 1.541(3) ? C5 O4 . 1.413(2) ? C5 C6 . 1.515(2) ? C6 O5 . 1.233(2) ? C6 O6 . 1.286(2) ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 121.81(19) . 2_557 ? N1 C2 C1 121.18(17) . 2_557 ? C2 N1 C1 117.01(17) . . ? O2 C3 O1 123.18(18) . . ? O2 C3 C4 119.77(17) . . ? O1 C3 C4 117.03(15) . . ? O3 C4 C3 111.34(15) . . ? O3 C4 C5 109.99(16) . . ? C3 C4 C5 107.64(15) . . ? O4 C5 C6 108.43(15) . . ? O4 C5 C4 111.76(15) . . ? C6 C5 C4 112.62(15) . . ? O5 C6 O6 124.82(16) . . ? O5 C6 C5 122.28(17) . . ? O6 C6 C5 112.89(16) . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF