############################################################################## # # # This CIF contains the data in a paper accepted for publication in # # Acta Crystallographica Section E. It conforms to the requirements of # # Notes for Authors for Acta Crystallographica Section E, and has been # # peer reviewed under the auspices of the IUCr Commission on Journals. # # # # Full details of the Crystallographic Information File format # # are given in the paper "The Crystallographic Information File (CIF): # # a New Standard Archive File for Crystallography" by S. R. Hall, F. H. # # Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685]. # # # # The current version of the core CIF dictionary is obtainable from # # ftp://ftp.iucr.org/pub/cif_core.dic. # # # # Software is freely available for graphical display of the structure(s) # # in this CIF. For information consult the CIF software page # # http://www.iucr.org/resources/cif/software. # # # # This file may be used for bona fide research purposes within the # # scientific community so long as proper attribution is given to the journal # # article from which it was obtained. # # # ############################################################################## data_global _audit_creation_method 'PLATON option' _journal_date_recd_electronic 2012-08-02 _journal_date_accepted 2012-08-08 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2012 _journal_volume 68 _journal_issue 9 _journal_page_first o2710 _journal_page_last o2710 _journal_paper_category QO _journal_paper_doi 10.1107/S1600536812035167 _journal_coeditor_code BQ2372 _publ_contact_author_name 'Beghidja, Adel.' _publ_contact_author_address ; Unit\'e de Recherche de Chimie de l'Environnement et Mol\'eculaire Structurale (CHEMS) Facult\'e des Sciences Exactes S\'epartement de Chimie Universit\'e-Mentouri, 25000 Constantine Algeria ; _publ_contact_author_email a_beghidja@yahoo.fr _publ_contact_author_fax 2E307(8) _publ_contact_author_phone 21E306(3) _publ_section_title ; N,N,N',N'-Tetramethylphthalamide ; loop_ _publ_author_name _publ_author_address 'Hamada, Adel' ; D\'epartement des Sciences Fondamentales, Facult\'e des Sciences, Universit\'e du 20 Ao\^ut 1955 -- Skikda, Route d'El-Hada\"ik, BP 26, 21000 Skikda, Algeria ; 'Boudinar, Yamina' ; D\'epartement des Sciences Fondamentales, Facult\'e des Sciences, Universit\'e du 20 Ao\^ut 1955 -- Skikda, Route d'El-Hada\"ik, BP 26, 21000 Skikda, Algeria ; 'Beghidja, Adel' ; Unit\'e de Recherche de Chimie de l'Environnement et Mol\'eculaire Structurale (CHEMS) Facult\'e des Sciences Exactes D\'epartement de Chimie Universit\'e-Mentouri, 25000 Constantine Algeria ; 'Boutebdja, Mehdi' ; Unit\'e de Recherche de Chimie de l'Environnement et Mol\'eculaire Structurale (CHEMS) Facult\'e des Sciences Exactes D\'epartement de Chimie Universit\'e-Mentouri, 25000 Constantine Algeria ; data_I _chemical_name_systematic ; N,N,N',N'-Tetramethylphthalamide ; _chemical_name_common ? _chemical_formula_moiety 'C12 H16 N2 O2' _chemical_formula_sum 'C12 H16 N2 O2' _chemical_formula_iupac 'C12 H16 N2 O2' _chemical_formula_weight 220.27 _chemical_melting_point 118 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,-z _cell_length_a 6.7337(6) _cell_length_b 18.1230(14) _cell_length_c 9.8216(8) _cell_angle_alpha 90 _cell_angle_beta 104.918(3) _cell_angle_gamma 90 _cell_volume 1158.18(17) _cell_formula_units_Z 4 _cell_measurement_reflns_used 2761 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 26.77 _cell_measurement_temperature 100(2) _cell_special_details ; ; _exptl_crystal_description needles _exptl_crystal_colour colourless _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.52 _exptl_crystal_size_min 0.33 _exptl_crystal_density_diffrn 1.263 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 472 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; (SADABS; Sheldrick, 2002) ; _exptl_absorpt_correction_T_min 0.925 _exptl_absorpt_correction_T_max 0.972 _exptl_special_details ; ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII' _diffrn_measurement_method 'CCD rotation images, thin slices' _diffrn_detector_area_resol_mean 18.4 _diffrn_reflns_number 8205 _diffrn_reflns_av_R_equivalents 0.0445 _diffrn_reflns_av_sigmaI/netI 0.0518 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 27.53 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_reduction_process ; ; _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _refine_special_details ; Refinement on F^2^ for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > \s(F^2^) is used only for calculating -R-factor-obs 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 2739 _reflns_number_gt 2414 _reflns_threshold_expression I>2\s(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_R_factor_all 0.0552 _refine_ls_R_factor_gt 0.0488 _refine_ls_wR_factor_gt 0.1183 _refine_ls_wR_factor_ref 0.1235 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.056 _refine_ls_number_reflns 2739 _refine_ls_number_parameters 297 _refine_ls_number_restraints 1 _refine_ls_number_constraints ? _refine_ls_hydrogen_treatment constr _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0785P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.316 _refine_diff_density_min -0.339 _refine_ls_extinction_method 'none' _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0106 0.0060 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _computing_data_collection 'APEX2 (Bruker, 2006)' _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_reduction 'SAINT (Bruker, 2006)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'ATOMS (Dowty, 1995)' _computing_publication_material 'WinGX (Farrugia, 1999)' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy O O1 0.7861(3) 0.24084(11) -0.0065(2) 0.0216(6) Uani . . 1.000 O O2 0.8041(3) 0.28421(11) 0.3142(2) 0.0235(6) Uani . . 1.000 N N1 0.4493(3) 0.26282(13) -0.0175(2) 0.0195(7) Uani . . 1.000 N N2 1.0989(4) 0.21659(13) 0.3653(2) 0.0220(7) Uani . . 1.000 C C1 0.6269(4) 0.22638(15) 0.0296(3) 0.0171(7) Uani . . 1.000 C C2 0.6276(4) 0.16096(14) 0.1249(3) 0.0168(7) Uani . . 1.000 C C3 0.5027(4) 0.10057(15) 0.0751(3) 0.0189(7) Uani . . 1.000 C C4 0.5113(4) 0.03795(16) 0.1583(3) 0.0235(8) Uani . . 1.000 C C5 0.6447(4) 0.03548(15) 0.2915(3) 0.0211(8) Uani . . 1.000 C C6 0.7738(4) 0.09499(15) 0.3414(3) 0.0200(7) Uani . . 1.000 C C7 0.7675(4) 0.15789(14) 0.2577(3) 0.0171(7) Uani . . 1.000 C C8 0.8934(4) 0.22495(16) 0.3135(3) 0.0189(7) Uani . . 1.000 C C9 0.4327(5) 0.32006(16) -0.1231(3) 0.0244(8) Uani . . 1.000 C C10 0.2644(4) 0.25242(16) 0.0331(3) 0.0232(8) Uani . . 1.000 C C11 1.2112(4) 0.14818(17) 0.3610(3) 0.0261(8) Uani . . 1.000 C C12 1.2221(5) 0.27854(19) 0.4338(3) 0.0312(9) Uani . . 1.000 O O3 0.1819(3) 0.12996(12) 0.7353(2) 0.0259(6) Uani . . 1.000 O O4 -0.0391(4) -0.02611(13) 0.5606(2) 0.0358(7) Uani . . 1.000 N N3 -0.1580(3) 0.14947(12) 0.7148(2) 0.0186(6) Uani . . 1.000 N N4 0.2973(4) -0.05367(13) 0.6492(3) 0.0258(8) Uani . . 1.000 C C13 0.0169(4) 0.11065(15) 0.7583(3) 0.0188(7) Uani . . 1.000 C C14 0.0152(4) 0.04326(15) 0.8474(3) 0.0180(7) Uani . . 1.000 C C15 -0.0313(4) 0.05018(16) 0.9770(3) 0.0209(8) Uani . . 1.000 C C16 -0.0171(5) -0.01003(17) 1.0661(3) 0.0224(8) Uani . . 1.000 C C17 0.0435(4) -0.07820(16) 1.0259(3) 0.0209(8) Uani . . 1.000 C C18 0.0923(4) -0.08572(14) 0.8968(3) 0.0206(7) Uani . . 1.000 C C19 0.0795(4) -0.02558(15) 0.8073(3) 0.0189(7) Uani . . 1.000 C C20 0.1098(5) -0.03514(15) 0.6626(3) 0.0235(8) Uani . . 1.000 C C21 -0.1553(5) 0.22148(16) 0.6495(3) 0.0244(8) Uani . . 1.000 C C22 -0.3615(4) 0.12250(17) 0.7172(3) 0.0243(8) Uani . . 1.000 C C23 0.3187(7) -0.0733(2) 0.5096(4) 0.0426(13) Uani . . 1.000 C C24 0.4731(5) -0.06937(18) 0.7671(3) 0.0292(9) Uani . . 1.000 H H3 0.41290 0.10210 -0.01430 0.0230 Uiso calc R 1.000 H H4 0.42730 -0.00230 0.12440 0.0280 Uiso calc R 1.000 H H5 0.64820 -0.00600 0.34780 0.0250 Uiso calc R 1.000 H H6 0.86440 0.09290 0.43050 0.0240 Uiso calc R 1.000 H H9A 0.56090 0.32440 -0.14820 0.0370 Uiso calc R 1.000 H H9B 0.40060 0.36620 -0.08570 0.0370 Uiso calc R 1.000 H H9C 0.32570 0.30750 -0.20520 0.0370 Uiso calc R 1.000 H H10A 0.29320 0.21810 0.11010 0.0350 Uiso calc R 1.000 H H10B 0.15540 0.23350 -0.04200 0.0350 Uiso calc R 1.000 H H10C 0.22350 0.29890 0.06420 0.0350 Uiso calc R 1.000 H H11A 1.13770 0.11860 0.28320 0.0390 Uiso calc R 1.000 H H11B 1.22450 0.12150 0.44730 0.0390 Uiso calc R 1.000 H H11C 1.34530 0.15940 0.34950 0.0390 Uiso calc R 1.000 H H12A 1.13530 0.32080 0.43170 0.0470 Uiso calc R 1.000 H H12B 1.32500 0.28980 0.38510 0.0470 Uiso calc R 1.000 H H12C 1.28750 0.26590 0.52980 0.0470 Uiso calc R 1.000 H H15 -0.07230 0.09570 1.00410 0.0250 Uiso calc R 1.000 H H16 -0.04820 -0.00480 1.15250 0.0270 Uiso calc R 1.000 H H17 0.05160 -0.11880 1.08500 0.0250 Uiso calc R 1.000 H H18 0.13380 -0.13130 0.87050 0.0250 Uiso calc R 1.000 H H21A -0.01970 0.23140 0.63960 0.0370 Uiso calc R 1.000 H H21B -0.19320 0.25870 0.70760 0.0370 Uiso calc R 1.000 H H21C -0.25120 0.22170 0.55830 0.0370 Uiso calc R 1.000 H H22A -0.34750 0.07910 0.77490 0.0360 Uiso calc R 1.000 H H22B -0.43820 0.11070 0.62300 0.0360 Uiso calc R 1.000 H H22C -0.43260 0.16000 0.75520 0.0360 Uiso calc R 1.000 H H23A 0.22120 -0.04580 0.43950 0.0640 Uiso calc R 1.000 H H23B 0.29370 -0.12510 0.49400 0.0640 Uiso calc R 1.000 H H23C 0.45540 -0.06180 0.50360 0.0640 Uiso calc R 1.000 H H24A 0.47420 -0.12090 0.79030 0.0440 Uiso calc R 1.000 H H24B 0.46360 -0.04050 0.84720 0.0440 Uiso calc R 1.000 H H24C 0.59760 -0.05710 0.74170 0.0440 Uiso calc R 1.000 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 O1 0.0140(10) 0.0250(10) 0.0271(10) -0.0016(8) 0.0076(8) 0.0017(8) O2 0.0234(11) 0.0206(9) 0.0257(10) 0.0012(9) 0.0047(9) -0.0004(8) N1 0.0116(11) 0.0236(12) 0.0242(11) 0.0015(10) 0.0063(9) 0.0041(9) N2 0.0166(12) 0.0240(11) 0.0235(11) -0.0029(10) 0.0019(10) -0.0011(9) C1 0.0128(12) 0.0197(12) 0.0185(12) -0.0004(11) 0.0033(10) -0.0047(10) C2 0.0144(12) 0.0182(11) 0.0193(12) 0.0025(10) 0.0069(10) -0.0008(10) C3 0.0087(12) 0.0237(12) 0.0245(13) 0.0005(11) 0.0044(10) -0.0019(11) C4 0.0134(13) 0.0222(13) 0.0365(15) -0.0026(11) 0.0094(12) -0.0036(12) C5 0.0181(14) 0.0188(12) 0.0290(14) 0.0027(11) 0.0106(12) 0.0048(11) C6 0.0149(13) 0.0226(12) 0.0233(13) 0.0029(11) 0.0066(11) -0.0009(10) C7 0.0117(12) 0.0188(12) 0.0215(12) 0.0017(11) 0.0057(10) -0.0017(10) C8 0.0178(13) 0.0228(12) 0.0169(12) 0.0005(12) 0.0058(10) 0.0026(10) C9 0.0179(14) 0.0258(13) 0.0273(14) 0.0004(12) 0.0020(12) 0.0050(11) C10 0.0127(13) 0.0242(13) 0.0338(15) 0.0013(11) 0.0082(12) 0.0014(12) C11 0.0122(13) 0.0331(15) 0.0310(15) 0.0020(13) 0.0017(12) 0.0005(12) C12 0.0271(17) 0.0319(15) 0.0297(15) -0.0084(15) -0.0014(13) -0.0054(13) O3 0.0141(10) 0.0294(10) 0.0368(11) -0.0012(9) 0.0111(9) 0.0060(9) O4 0.0446(15) 0.0339(11) 0.0247(11) 0.0143(12) 0.0015(10) 0.0000(9) N3 0.0120(11) 0.0202(11) 0.0231(11) 0.0032(9) 0.0036(9) 0.0016(9) N4 0.0330(15) 0.0220(11) 0.0273(13) 0.0061(11) 0.0165(12) 0.0022(9) C13 0.0145(13) 0.0218(12) 0.0203(12) 0.0007(11) 0.0047(10) -0.0033(10) C14 0.0092(12) 0.0189(12) 0.0242(13) 0.0001(10) 0.0010(10) -0.0006(10) C15 0.0127(13) 0.0236(12) 0.0265(14) 0.0004(11) 0.0052(11) -0.0040(11) C16 0.0159(14) 0.0285(14) 0.0241(13) -0.0028(12) 0.0076(12) -0.0013(11) C17 0.0112(13) 0.0239(13) 0.0261(14) -0.0042(11) 0.0020(11) 0.0025(11) C18 0.0166(13) 0.0177(12) 0.0259(13) -0.0007(11) 0.0025(11) -0.0029(10) C19 0.0109(13) 0.0204(12) 0.0239(13) -0.0003(11) 0.0019(10) -0.0011(10) C20 0.0293(17) 0.0163(12) 0.0245(14) 0.0042(12) 0.0060(13) 0.0017(10) C21 0.0225(15) 0.0248(13) 0.0277(14) 0.0064(13) 0.0098(12) 0.0050(12) C22 0.0084(13) 0.0300(14) 0.0321(15) 0.0020(12) 0.0008(11) 0.0025(12) C23 0.064(3) 0.0364(17) 0.0380(19) 0.0132(19) 0.0323(19) 0.0050(15) C24 0.0218(16) 0.0261(14) 0.0431(17) -0.0013(13) 0.0145(14) -0.0019(13) _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C1 . . 1.241(3) no O2 C8 . . 1.232(4) no O3 C13 . . 1.240(3) no O4 C20 . . 1.232(4) no N1 C10 . . 1.467(3) no N1 C1 . . 1.340(4) no N1 C9 . . 1.451(4) no N2 C11 . . 1.459(4) no N2 C8 . . 1.354(4) no N2 C12 . . 1.454(4) no N3 C13 . . 1.344(3) no N3 C22 . . 1.461(4) no N3 C21 . . 1.456(4) no N4 C23 . . 1.459(5) no N4 C24 . . 1.455(4) no N4 C20 . . 1.345(4) no C1 C2 . . 1.510(4) no C2 C7 . . 1.400(4) no C2 C3 . . 1.390(4) no C3 C4 . . 1.391(4) no C4 C5 . . 1.384(4) no C5 C6 . . 1.393(4) no C6 C7 . . 1.400(4) no C7 C8 . . 1.502(4) no C3 H3 . . 0.9300 no C4 H4 . . 0.9300 no C5 H5 . . 0.9300 no C6 H6 . . 0.9300 no C9 H9A . . 0.9600 no C9 H9B . . 0.9600 no C9 H9C . . 0.9600 no C10 H10A . . 0.9600 no C10 H10C . . 0.9600 no C10 H10B . . 0.9600 no C11 H11B . . 0.9600 no C11 H11C . . 0.9600 no C11 H11A . . 0.9600 no C12 H12B . . 0.9600 no C12 H12C . . 0.9600 no C12 H12A . . 0.9600 no C13 C14 . . 1.504(4) no C14 C15 . . 1.393(4) no C14 C19 . . 1.410(4) no C15 C16 . . 1.387(4) no C16 C17 . . 1.390(4) no C17 C18 . . 1.396(4) no C18 C19 . . 1.389(4) no C19 C20 . . 1.497(4) no C15 H15 . . 0.9300 no C16 H16 . . 0.9300 no C17 H17 . . 0.9300 no C18 H18 . . 0.9300 no C21 H21A . . 0.9600 no C21 H21B . . 0.9600 no C21 H21C . . 0.9600 no C22 H22A . . 0.9600 no C22 H22B . . 0.9600 no C22 H22C . . 0.9600 no C23 H23A . . 0.9600 no C23 H23B . . 0.9600 no C23 H23C . . 0.9600 no C24 H24A . . 0.9600 no C24 H24B . . 0.9600 no C24 H24C . . 0.9600 no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O1 O2 3.218(3) . . no O1 C8 3.052(3) . . no O1 C10 3.150(3) . 1_655 no O1 C22 3.400(4) . 1_654 no O1 C18 3.355(3) . 2_656 no O2 C24 3.224(4) . 2_656 no O2 C1 2.936(3) . . no O2 C20 3.322(3) . 2_656 no O2 N4 3.059(3) . 2_656 no O2 C23 3.329(4) . 2_656 no O2 C18 3.329(3) . 2_656 no O2 O1 3.218(3) . . no O3 C20 3.085(3) . . no O3 C22 3.128(3) . 1_655 no O4 C13 3.111(4) . . no O4 C6 3.105(4) . 1_455 no O4 C5 3.141(4) . 1_455 no O1 H21B 2.8700 . 1_654 no O1 H22C 2.8300 . 1_654 no O1 H9A 2.3300 . . no O1 H18 2.6600 . 2_656 no O1 H10B 2.6000 . 1_655 no O1 H15 2.7900 . 1_654 no O2 H12A 2.3300 . . no O2 H24A 2.5600 . 2_656 no O2 H18 2.4900 . 2_656 no O2 H21C 2.7600 . 1_655 no O2 H23B 2.7100 . 2_656 no O3 H11B 2.9200 . 1_455 no O3 H21A 2.3300 . . no O3 H3 2.6000 . 1_556 no O3 H22C 2.6100 . 1_655 no O4 H6 2.5100 . 1_455 no O4 H23A 2.3800 . . no O4 H5 2.5800 . 1_455 no O4 H12A 2.8500 . 2_646 no N4 O2 3.059(3) . 2_646 no N1 H3 2.9200 . . no N2 H6 2.9100 . . no N3 H15 2.9200 . . no C1 O2 2.936(3) . . no C3 C15 3.593(4) . 1_554 no C3 C10 3.159(4) . . no C4 C16 3.546(4) . 1_554 no C5 O4 3.141(4) . 1_655 no C6 C11 3.058(4) . . no C6 O4 3.105(4) . 1_655 no C8 O1 3.052(3) . . no C8 C21 3.400(4) . 1_655 no C10 O1 3.150(3) . 1_455 no C10 C3 3.159(4) . . no C11 C6 3.058(4) . . no C13 O4 3.111(4) . . no C15 C3 3.593(4) . 1_556 no C15 C22 3.202(4) . . no C16 C4 3.546(4) . 1_556 no C18 O1 3.355(3) . 2_646 no C18 C24 3.157(4) . . no C18 O2 3.329(3) . 2_646 no C20 O3 3.085(3) . . no C20 O2 3.322(3) . 2_646 no C21 C8 3.400(4) . 1_455 no C22 C15 3.202(4) . . no C22 O3 3.128(3) . 1_455 no C22 O1 3.400(4) . 1_456 no C23 O2 3.329(4) . 2_646 no C24 O2 3.224(4) . 2_646 no C24 C18 3.157(4) . . no C1 H22C 2.8800 . 1_654 no C1 H18 3.0700 . 2_656 no C2 H15 2.8500 . 1_654 no C2 H10A 2.4500 . . no C3 H10A 2.6300 . . no C4 H16 3.0800 . 1_654 no C5 H16 2.8500 . 1_654 no C6 H11B 2.9800 . . no C6 H16 3.0500 . 1_654 no C6 H11A 2.6900 . . no C7 H11A 2.5400 . . no C8 H21C 2.8200 . 1_655 no C10 H3 2.9800 . . no C11 H22B 3.0900 . 1_755 no C11 H6 2.7800 . . no C11 H10A 2.9500 . 1_655 no C12 H21A 3.0300 . 1_655 no C13 H10B 2.9500 . 1_556 no C13 H3 3.0100 . 1_556 no C14 H22A 2.4500 . . no C14 H3 2.8800 . 1_556 no C15 H22A 2.5600 . . no C16 H4 2.9000 . 1_556 no C17 H4 2.8700 . 1_556 no C17 H10C 2.8600 . 2_546 no C18 H24B 2.7900 . . no C18 H10C 3.0800 . 2_546 no C18 H24A 3.0800 . . no C19 H24B 2.5300 . . no C22 H15 3.0200 . . no C24 H18 2.9500 . . no C24 H22A 2.9400 . 1_655 no H3 C14 2.8800 . 1_554 no H3 O3 2.6000 . 1_554 no H3 N1 2.9200 . . no H3 C10 2.9800 . . no H3 C13 3.0100 . 1_554 no H4 C16 2.9000 . 1_554 no H4 C17 2.8700 . 1_554 no H5 O4 2.5800 . 1_655 no H5 H23C 2.4600 . . no H6 C11 2.7800 . . no H6 H11B 2.4400 . . no H6 O4 2.5100 . 1_655 no H6 N2 2.9100 . . no H9A O1 2.3300 . . no H9B H10C 2.4500 . . no H9C H10B 2.5700 . . no H10A H11C 2.5200 . 1_455 no H10A C11 2.9500 . 1_455 no H10A C2 2.4500 . . no H10A C3 2.6300 . . no H10B H9C 2.5700 . . no H10B C13 2.9500 . 1_554 no H10B O1 2.6000 . 1_455 no H10C H9B 2.4500 . . no H10C C17 2.8600 . 2_556 no H10C C18 3.0800 . 2_556 no H10C H17 2.5300 . 2_556 no H11A C6 2.6900 . . no H11A C7 2.5400 . . no H11B O3 2.9200 . 1_655 no H11B C6 2.9800 . . no H11B H6 2.4400 . . no H11B H22B 2.4800 . 1_755 no H11C H10A 2.5200 . 1_655 no H11C H12B 2.4000 . . no H12A O2 2.3300 . . no H12A O4 2.8500 . 2_656 no H12B H11C 2.4000 . . no H15 O1 2.7900 . 1_456 no H15 N3 2.9200 . . no H15 C2 2.8500 . 1_456 no H15 C22 3.0200 . . no H15 H22A 2.5400 . . no H16 C4 3.0800 . 1_456 no H16 C5 2.8500 . 1_456 no H16 C6 3.0500 . 1_456 no H17 H10C 2.5300 . 2_546 no H18 C24 2.9500 . . no H18 O1 2.6600 . 2_646 no H18 O2 2.4900 . 2_646 no H18 C1 3.0700 . 2_646 no H21A O3 2.3300 . . no H21A C12 3.0300 . 1_455 no H21B O1 2.8700 . 1_456 no H21B H22C 2.5300 . . no H21C O2 2.7600 . 1_455 no H21C C8 2.8200 . 1_455 no H21C H22B 2.5400 . . no H22A C14 2.4500 . . no H22A C15 2.5600 . . no H22A C24 2.9400 . 1_455 no H22A H15 2.5400 . . no H22A H24C 2.5000 . 1_455 no H22B C11 3.0900 . 1_355 no H22B H11B 2.4800 . 1_355 no H22B H21C 2.5400 . . no H22C O1 2.8300 . 1_456 no H22C O3 2.6100 . 1_455 no H22C C1 2.8800 . 1_456 no H22C H21B 2.5300 . . no H23A O4 2.3800 . . no H23B O2 2.7100 . 2_646 no H23C H5 2.4600 . . no H23C H24C 2.2900 . . no H24A C18 3.0800 . . no H24A O2 2.5600 . 2_646 no H24B C18 2.7900 . . no H24B C19 2.5300 . . no H24C H22A 2.5000 . 1_655 no H24C H23C 2.2900 . . no loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 N1 C9 . . . 119.8(2) no C1 N1 C10 . . . 125.4(2) no C9 N1 C10 . . . 114.7(2) no C8 N2 C11 . . . 124.9(2) no C8 N2 C12 . . . 119.6(3) no C11 N2 C12 . . . 115.6(2) no C13 N3 C22 . . . 124.7(2) no C21 N3 C22 . . . 115.2(2) no C13 N3 C21 . . . 120.0(2) no C23 N4 C24 . . . 116.3(3) no C20 N4 C23 . . . 118.4(3) no C20 N4 C24 . . . 124.2(3) no O1 C1 C2 . . . 118.6(2) no O1 C1 N1 . . . 123.9(3) no N1 C1 C2 . . . 117.5(2) no C1 C2 C3 . . . 119.7(3) no C1 C2 C7 . . . 120.2(2) no C3 C2 C7 . . . 119.8(2) no C2 C3 C4 . . . 120.4(3) no C3 C4 C5 . . . 120.0(3) no C4 C5 C6 . . . 120.1(3) no C5 C6 C7 . . . 120.2(3) no C6 C7 C8 . . . 121.0(3) no C2 C7 C6 . . . 119.4(2) no C2 C7 C8 . . . 119.3(2) no N2 C8 C7 . . . 118.2(2) no O2 C8 N2 . . . 123.3(3) no O2 C8 C7 . . . 118.5(2) no C2 C3 H3 . . . 120.00 no C4 C3 H3 . . . 120.00 no C3 C4 H4 . . . 120.00 no C5 C4 H4 . . . 120.00 no C6 C5 H5 . . . 120.00 no C4 C5 H5 . . . 120.00 no C5 C6 H6 . . . 120.00 no C7 C6 H6 . . . 120.00 no N1 C9 H9B . . . 109.00 no N1 C9 H9A . . . 109.00 no H9A C9 H9C . . . 109.00 no N1 C9 H9C . . . 110.00 no H9A C9 H9B . . . 109.00 no H9B C9 H9C . . . 109.00 no N1 C10 H10C . . . 109.00 no N1 C10 H10A . . . 109.00 no N1 C10 H10B . . . 109.00 no H10A C10 H10C . . . 110.00 no H10B C10 H10C . . . 109.00 no H10A C10 H10B . . . 109.00 no H11A C11 H11B . . . 109.00 no H11A C11 H11C . . . 109.00 no N2 C11 H11A . . . 109.00 no N2 C11 H11B . . . 110.00 no N2 C11 H11C . . . 109.00 no H11B C11 H11C . . . 109.00 no H12B C12 H12C . . . 109.00 no N2 C12 H12A . . . 110.00 no N2 C12 H12B . . . 109.00 no N2 C12 H12C . . . 109.00 no H12A C12 H12B . . . 109.00 no H12A C12 H12C . . . 110.00 no O3 C13 N3 . . . 123.2(3) no O3 C13 C14 . . . 118.5(2) no N3 C13 C14 . . . 118.2(2) no C13 C14 C15 . . . 119.7(2) no C13 C14 C19 . . . 120.5(2) no C15 C14 C19 . . . 119.5(3) no C14 C15 C16 . . . 120.7(3) no C15 C16 C17 . . . 119.9(3) no C16 C17 C18 . . . 120.0(3) no C17 C18 C19 . . . 120.5(2) no C14 C19 C18 . . . 119.4(3) no C14 C19 C20 . . . 119.6(2) no C18 C19 C20 . . . 120.6(2) no O4 C20 N4 . . . 122.8(3) no O4 C20 C19 . . . 118.4(3) no N4 C20 C19 . . . 118.9(3) no C14 C15 H15 . . . 120.00 no C16 C15 H15 . . . 120.00 no C15 C16 H16 . . . 120.00 no C17 C16 H16 . . . 120.00 no C16 C17 H17 . . . 120.00 no C18 C17 H17 . . . 120.00 no C17 C18 H18 . . . 120.00 no C19 C18 H18 . . . 120.00 no N3 C21 H21A . . . 109.00 no N3 C21 H21B . . . 109.00 no N3 C21 H21C . . . 109.00 no H21A C21 H21B . . . 110.00 no H21A C21 H21C . . . 109.00 no H21B C21 H21C . . . 110.00 no N3 C22 H22A . . . 109.00 no N3 C22 H22B . . . 109.00 no N3 C22 H22C . . . 109.00 no H22A C22 H22B . . . 109.00 no H22A C22 H22C . . . 109.00 no H22B C22 H22C . . . 109.00 no N4 C23 H23A . . . 109.00 no N4 C23 H23B . . . 109.00 no N4 C23 H23C . . . 109.00 no H23A C23 H23B . . . 110.00 no H23A C23 H23C . . . 109.00 no H23B C23 H23C . . . 110.00 no N4 C24 H24A . . . 109.00 no N4 C24 H24B . . . 109.00 no N4 C24 H24C . . . 109.00 no H24A C24 H24B . . . 109.00 no H24A C24 H24C . . . 109.00 no H24B C24 H24C . . . 109.00 no 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag C9 N1 C1 O1 . . . . 3.8(4) no C10 N1 C1 O1 . . . . -173.5(3) no C9 N1 C1 C2 . . . . -172.2(2) no C10 N1 C1 C2 . . . . 10.5(4) no C12 N2 C8 C7 . . . . -173.4(2) no C11 N2 C8 O2 . . . . -177.3(3) no C12 N2 C8 O2 . . . . 4.1(4) no C11 N2 C8 C7 . . . . 5.2(4) no C21 N3 C13 O3 . . . . -6.4(4) no C22 N3 C13 O3 . . . . 168.5(3) no C21 N3 C13 C14 . . . . 169.5(2) no C22 N3 C13 C14 . . . . -15.7(4) no C23 N4 C20 O4 . . . . -8.3(4) no C23 N4 C20 C19 . . . . 171.2(3) no C24 N4 C20 C19 . . . . 3.6(4) no C24 N4 C20 O4 . . . . -175.9(3) no O1 C1 C2 C3 . . . . -114.6(3) no O1 C1 C2 C7 . . . . 59.1(4) no N1 C1 C2 C3 . . . . 61.6(4) no N1 C1 C2 C7 . . . . -124.7(3) no C7 C2 C3 C4 . . . . 2.0(4) no C1 C2 C7 C6 . . . . -176.4(3) no C1 C2 C3 C4 . . . . 175.8(3) no C1 C2 C7 C8 . . . . 9.5(4) no C3 C2 C7 C6 . . . . -2.7(4) no C3 C2 C7 C8 . . . . -176.7(3) no C2 C3 C4 C5 . . . . 0.0(4) no C3 C4 C5 C6 . . . . -1.4(4) no C4 C5 C6 C7 . . . . 0.7(4) no C5 C6 C7 C8 . . . . 175.2(3) no C5 C6 C7 C2 . . . . 1.3(4) no C6 C7 C8 N2 . . . . 55.4(4) no C2 C7 C8 O2 . . . . 51.7(4) no C2 C7 C8 N2 . . . . -130.7(3) no C6 C7 C8 O2 . . . . -122.3(3) no O3 C13 C14 C19 . . . . -58.4(4) no N3 C13 C14 C15 . . . . -60.6(4) no N3 C13 C14 C19 . . . . 125.6(3) no O3 C13 C14 C15 . . . . 115.4(3) no C15 C14 C19 C18 . . . . 1.0(4) no C15 C14 C19 C20 . . . . 174.1(3) no C19 C14 C15 C16 . . . . -0.7(4) no C13 C14 C19 C18 . . . . 174.9(3) no C13 C14 C15 C16 . . . . -174.6(3) no C13 C14 C19 C20 . . . . -12.1(4) no C14 C15 C16 C17 . . . . -0.2(5) no C15 C16 C17 C18 . . . . 0.8(5) no C16 C17 C18 C19 . . . . -0.4(4) no C17 C18 C19 C14 . . . . -0.5(4) no C17 C18 C19 C20 . . . . -173.4(3) no C14 C19 C20 N4 . . . . 119.4(3) no C18 C19 C20 O4 . . . . 111.9(3) no C18 C19 C20 N4 . . . . -67.7(4) no C14 C19 C20 O4 . . . . -61.1(4) no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag C3 H3 O3 1_554 0.93 2.60 3.518(3) 170 yes C5 H5 O4 1_655 0.93 2.58 3.141(4) 119 yes C6 H6 O4 1_655 0.93 2.51 3.105(4) 122 yes C18 H18 O2 2_646 0.93 2.49 3.329(3) 150 yes C24 H24A O2 2_646 0.96 2.56 3.224(4) 127 yes C16 H16 Cg1 . 0.93 2.97 3.810(4) 124 yes _iucr_refine_instructions_details ; TITL S3 in P 21 CELL 0.71073 6.7337 18.1230 9.8216 90.000 104.918 90.000 ZERR 4 0.0006 0.0014 0.0008 0.000 0.003 0.000 LATT -1 SYMM -X, 0.50000+Y,-Z SFAC C H N O UNIT 48 64 8 8 MERG 3 FMAP 2 PLAN 25 SIZE 0.33 0.52 0.56 ACTA L.S. 10 TEMP 100.00 WGHT 0.086400 FVAR 1.09910 C1 1 -0.373133 1.226378 0.029617 11.00000 0.01285 0.01973 = 0.01851 -0.00465 0.00327 -0.00039 C2 1 -0.372404 1.160959 0.124880 11.00000 0.01441 0.01824 = 0.01928 -0.00084 0.00693 0.00246 C3 1 -0.497262 1.100573 0.075128 11.00000 0.00872 0.02369 = 0.02449 -0.00194 0.00444 0.00050 AFIX 43 H3 2 -0.587084 1.102052 -0.014330 11.00000 -1.20000 AFIX 0 C4 1 -0.488711 1.037950 0.158292 11.00000 0.01335 0.02224 = 0.03648 -0.00365 0.00938 -0.00258 AFIX 43 H4 2 -0.572669 0.997728 0.124397 11.00000 -1.20000 AFIX 0 C5 1 -0.355262 1.035481 0.291499 11.00000 0.01807 0.01885 = 0.02897 0.00482 0.01057 0.00270 AFIX 43 H5 2 -0.351774 0.993995 0.347798 11.00000 -1.20000 AFIX 0 C6 1 -0.226225 1.094988 0.341380 11.00000 0.01495 0.02258 = 0.02332 -0.00095 0.00663 0.00292 AFIX 43 H6 2 -0.135628 1.092928 0.430509 11.00000 -1.20000 AFIX 0 C7 1 -0.232538 1.157890 0.257709 11.00000 0.01169 0.01881 = 0.02153 -0.00173 0.00573 0.00169 C8 1 -0.106572 1.224952 0.313489 11.00000 0.01780 0.02284 = 0.01690 0.00262 0.00577 0.00047 C9 1 -0.567258 1.320059 -0.123090 11.00000 0.01789 0.02583 = 0.02727 0.00505 0.00202 0.00045 AFIX 137 H9A 2 -0.439094 1.324358 -0.148234 11.00000 -1.50000 H9B 2 -0.599355 1.366209 -0.085742 11.00000 -1.50000 H9C 2 -0.674254 1.307494 -0.205155 11.00000 -1.50000 AFIX 0 C10 1 -0.735623 1.252423 0.033060 11.00000 0.01271 0.02424 = 0.03382 0.00143 0.00818 0.00133 AFIX 137 H10A 2 -0.706790 1.218113 0.110127 11.00000 -1.50000 H10B 2 -0.844589 1.233468 -0.042022 11.00000 -1.50000 H10C 2 -0.776515 1.298883 0.064192 11.00000 -1.50000 AFIX 0 C11 1 0.211201 1.148184 0.360956 11.00000 0.01222 0.03312 = 0.03096 0.00046 0.00170 0.00196 AFIX 137 H11A 2 0.137717 1.118584 0.283175 11.00000 -1.50000 H11B 2 0.224542 1.121508 0.447292 11.00000 -1.50000 H11C 2 0.345285 1.159442 0.349528 11.00000 -1.50000 AFIX 0 C12 1 0.222121 1.278537 0.433786 11.00000 0.02710 0.03193 = 0.02967 -0.00537 -0.00143 -0.00837 AFIX 137 H12A 2 0.135273 1.320755 0.431678 11.00000 -1.50000 H12B 2 0.325022 1.289820 0.385067 11.00000 -1.50000 H12C 2 0.287456 1.265936 0.529814 11.00000 -1.50000 AFIX 0 C13 1 0.016878 1.110650 -0.241716 11.00000 0.01453 0.02179 = 0.02033 -0.00330 0.00467 0.00069 C14 1 0.015172 1.043264 -0.152616 11.00000 0.00920 0.01887 = 0.02417 -0.00062 0.00105 0.00010 C15 1 -0.031304 1.050182 -0.022989 11.00000 0.01266 0.02358 = 0.02650 -0.00400 0.00522 0.00045 AFIX 43 H15 2 -0.072275 1.095685 0.004124 11.00000 -1.20000 AFIX 0 C16 1 -0.017150 0.989971 0.066058 11.00000 0.01591 0.02854 = 0.02411 -0.00129 0.00764 -0.00285 AFIX 43 H16 2 -0.048194 0.995178 0.152507 11.00000 -1.20000 AFIX 0 C17 1 0.043532 0.921799 0.025879 11.00000 0.01123 0.02395 = 0.02609 0.00252 0.00205 -0.00417 AFIX 43 H17 2 0.051612 0.881206 0.084984 11.00000 -1.20000 AFIX 0 C18 1 0.092349 0.914284 -0.103228 11.00000 0.01665 0.01769 = 0.02590 -0.00295 0.00252 -0.00074 AFIX 43 H18 2 0.133753 0.868665 -0.129505 11.00000 -1.20000 AFIX 0 C19 1 0.079541 0.974419 -0.192700 11.00000 0.01086 0.02039 = 0.02390 -0.00109 0.00187 -0.00030 C20 1 0.109757 0.964861 -0.337352 11.00000 0.02926 0.01626 = 0.02453 0.00173 0.00602 0.00422 C21 1 -0.155309 1.221477 -0.350498 11.00000 0.02250 0.02478 = 0.02768 0.00505 0.00978 0.00637 AFIX 137 H21A 2 -0.019718 1.231441 -0.360430 11.00000 -1.50000 H21B 2 -0.193211 1.258742 -0.292417 11.00000 -1.50000 H21C 2 -0.251222 1.221716 -0.441697 11.00000 -1.50000 AFIX 0 C22 1 -0.361517 1.122504 -0.282801 11.00000 0.00837 0.03005 = 0.03206 0.00255 0.00082 0.00203 AFIX 137 H22A 2 -0.347451 1.079086 -0.225104 11.00000 -1.50000 H22B 2 -0.438248 1.110733 -0.376955 11.00000 -1.50000 H22C 2 -0.432593 1.159968 -0.244772 11.00000 -1.50000 AFIX 0 C23 1 0.318749 0.926721 -0.490373 11.00000 0.06444 0.03641 = 0.03800 0.00497 0.03228 0.01319 AFIX 137 H23A 2 0.221188 0.954209 -0.560543 11.00000 -1.50000 H23B 2 0.293718 0.874875 -0.506044 11.00000 -1.50000 H23C 2 0.455426 0.938177 -0.496384 11.00000 -1.50000 AFIX 0 C24 1 0.473117 0.930629 -0.232862 11.00000 0.02184 0.02608 = 0.04305 -0.00190 0.01449 -0.00133 AFIX 137 H24A 2 0.474180 0.879137 -0.209744 11.00000 -1.50000 H24B 2 0.463573 0.959461 -0.152794 11.00000 -1.50000 H24C 2 0.597556 0.942932 -0.258250 11.00000 -1.50000 AFIX 0 N1 3 -0.550746 1.262819 -0.017529 11.00000 0.01164 0.02363 = 0.02417 0.00407 0.00629 0.00153 N2 3 0.098851 1.216589 0.365323 11.00000 0.01661 0.02396 = 0.02350 -0.00111 0.00188 -0.00291 N3 3 -0.158001 1.149474 -0.285195 11.00000 0.01195 0.02019 = 0.02311 0.00162 0.00362 0.00320 N4 3 0.297344 0.946329 -0.350792 11.00000 0.03298 0.02195 = 0.02729 0.00216 0.01653 0.00606 O1 4 -0.213876 1.240838 -0.006483 11.00000 0.01400 0.02501 = 0.02711 0.00168 0.00764 -0.00162 O2 4 -0.195915 1.284209 0.314193 11.00000 0.02337 0.02060 = 0.02575 -0.00038 0.00474 0.00120 O3 4 0.181884 1.129958 -0.264679 11.00000 0.01412 0.02939 = 0.03684 0.00603 0.01113 -0.00118 O4 4 -0.039131 0.973893 -0.439371 11.00000 0.04460 0.03389 = 0.02468 0.00003 0.00145 0.01432 HKLF 4 REM S3 in P 21 REM R1 = 0.0489 for 2414 Fo > 4sig(Fo) and 0.0552 for all 2739 data REM 297 parameters refined using 1 restraints END WGHT 0.0864 0.0000 REM Highest difference peak 0.322, deepest hole -0.328, 1-sigma level 0.067 Q1 1 0.0035 1.0720 -0.2057 11.00000 0.05 0.32 Q2 1 -0.0297 1.0206 -0.5044 11.00000 0.05 0.27 Q3 1 -0.2084 1.1182 0.2703 11.00000 0.05 0.25 Q4 1 -0.2253 1.2859 -0.0582 11.00000 0.05 0.24 Q5 1 0.0443 1.0076 -0.1873 11.00000 0.05 0.24 Q6 1 -0.0089 1.0903 0.0471 11.00000 0.05 0.22 Q7 1 -0.0400 1.0171 -0.0791 11.00000 0.05 0.22 Q8 1 -0.1781 1.2095 -0.4388 11.00000 0.05 0.21 Q9 1 -0.4906 1.0717 0.1297 11.00000 0.05 0.21 Q10 1 -0.3726 1.1890 0.0806 11.00000 0.05 0.21 Q11 1 0.0314 0.9933 0.1470 11.00000 0.05 0.21 Q12 1 0.0277 1.0287 0.0484 11.00000 0.05 0.21 Q13 1 -0.3273 1.1623 0.1753 11.00000 0.05 0.21 Q14 1 -0.1685 1.2188 0.0800 11.00000 0.05 0.21 Q15 1 -0.2017 1.2892 0.0752 11.00000 0.05 0.21 Q16 1 0.0004 1.0227 0.0165 11.00000 0.05 0.20 Q17 1 -0.0076 1.0887 -0.0803 11.00000 0.05 0.20 Q18 1 -0.2125 1.3003 -0.1646 11.00000 0.05 0.20 Q19 1 -0.1931 1.2240 -0.1366 11.00000 0.05 0.19 Q20 1 -0.1046 1.1104 0.4995 11.00000 0.05 0.19 Q21 1 -0.6333 1.2235 -0.2052 11.00000 0.05 0.19 Q22 1 -0.2005 1.2982 0.4195 11.00000 0.05 0.19 Q23 1 0.0612 1.0683 0.2740 11.00000 0.05 0.19 Q24 1 -0.2095 1.3206 0.2584 11.00000 0.05 0.19 Q25 1 0.1573 1.0744 -0.3365 11.00000 0.05 0.18 ;