#============================================================================= data_global loop_ _journal_name_full 'European Journal of Chemistry' _journal_coden_ASTM EJCUA9 _journal_volume 13 _journal_issue 3 _journal_year 2022 _journal_page_first 351 _journal_page_last 357 #============================================================================= data_3-4-diclben-4-oh-benhy _audit_creation_date 2022-07-20 _audit_creation_method ; Olex2 1.3-beta (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272) ; _audit_contact_author_address ? _audit_contact_author_email ? _audit_contact_author_name '' _audit_contact_author_phone ? _publ_contact_author_id_orcid ? _publ_section_references ; Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H. (2009), J. Appl. Cryst. 42, 339-341. Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8. ; _chemical_name_common Diclben-4-oh-benhy _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C14 H10 Cl2 N2 O2' _chemical_formula_sum 'C14 H10 Cl2 N2 O2' _chemical_formula_weight 309.14 _chemical_absolute_configuration ad _chemical_melting_point ? 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' 'Cl' 'Cl' 0.1484 0.1585 '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' _space_group_crystal_system 'orthorhombic' _space_group_IT_number 19 _space_group_name_H-M_alt 'P 21 21 21' _space_group_name_Hall 'P 2ac 2ab' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x+1/2, -y, z+1/2' 3 '-x, y+1/2, -z+1/2' 4 'x+1/2, -y+1/2, -z' _cell_length_a 7.0723(3) _cell_length_b 11.9260(5) _cell_length_c 15.0528(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1269.62(9) _cell_formula_units_Z 4 _cell_measurement_reflns_used 1465 _cell_measurement_temperature 100.00(10) _cell_measurement_theta_max 27.0590 _cell_measurement_theta_min 2.1790 _exptl_absorpt_coefficient_mu 0.513 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.79518 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.617 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 632 _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: Methanol' _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0200 _diffrn_reflns_av_unetI/netI 0.0444 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 2882 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 26.32 _diffrn_reflns_theta_min 2.18 _diffrn_ambient_temperature 100.00(10) _diffrn_detector_area_resol_mean 15.9160 _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.957 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -30.00 85.00 1.00 5.57 -- 25.37 38.00 30.00 115 2 \w 28.00 74.00 1.00 5.57 -- 25.37 -99.00 -30.00 46 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Eos' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 2139 _reflns_number_total 2254 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_molecular_graphics 'Olex2 1.3-beta (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3-beta (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 97-2 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _refine_diff_density_max 0.296 _refine_diff_density_min -0.279 _refine_diff_density_rms 0.059 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(8) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 182 _refine_ls_number_reflns 2254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0378 _refine_ls_R_factor_gt 0.0347 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0347P)^2^+0.6324P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0797 _refine_ls_wR_factor_ref 0.0831 _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. ; _olex2_refinement_description ; 1.a Aromatic/amide H refined with riding coordinates: N1(H6), C8(H7), C5(H4), C13(H9), C14(H10), C6(H5), C10(H8), C3(H3), C2(H2) 1.b Idealised tetrahedral OH refined as rotating group: O1(H1) ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 Cl1 Cl 0.47380(10) 0.80017(6) 0.68555(4) 0.02029(18) Uani 1 1 d . . . Cl2 Cl 0.66500(11) 0.57252(7) 0.74435(4) 0.02331(19) Uani 1 1 d . . . O2 O 0.3515(3) 0.43374(16) 0.18770(12) 0.0174(4) Uani 1 1 d . . . O1 O 0.1164(3) 0.68796(17) -0.16307(11) 0.0184(5) Uani 1 1 d . . . H1 H 0.1266 0.6363 -0.2007 0.028 Uiso 1 1 calc R . . N2 N 0.4695(3) 0.58270(19) 0.31154(14) 0.0134(5) Uani 1 1 d . . . N1 N 0.4219(3) 0.6125(2) 0.22624(14) 0.0154(5) Uani 1 1 d . . . H6 H 0.4319 0.6827 0.2089 0.018 Uiso 1 1 calc R . . C7 C 0.3602(4) 0.5338(2) 0.16965(17) 0.0127(6) Uani 1 1 d . . . C4 C 0.3021(4) 0.5787(2) 0.08203(17) 0.0125(6) Uani 1 1 d . . . C8 C 0.4984(4) 0.6638(2) 0.36423(17) 0.0140(6) Uani 1 1 d . . . H7 H 0.4890 0.7389 0.3437 0.017 Uiso 1 1 calc R . . C5 C 0.3507(4) 0.5195(2) 0.00607(17) 0.0143(6) Uani 1 1 d . . . H4 H 0.4209 0.4518 0.0111 0.017 Uiso 1 1 calc R . . C9 C 0.5464(4) 0.6405(2) 0.45680(17) 0.0139(6) Uani 1 1 d . . . C13 C 0.6665(4) 0.5202(2) 0.57129(17) 0.0168(6) Uani 1 1 d . . . H9 H 0.7241 0.4519 0.5891 0.020 Uiso 1 1 calc R . . C14 C 0.6298(4) 0.5404(2) 0.48280(18) 0.0159(6) Uani 1 1 d . . . H10 H 0.6617 0.4856 0.4395 0.019 Uiso 1 1 calc R . . C6 C 0.2977(4) 0.5581(2) -0.07678(17) 0.0137(6) Uani 1 1 d . . . H5 H 0.3378 0.5196 -0.1287 0.016 Uiso 1 1 calc R . . C12 C 0.6186(4) 0.6006(2) 0.63417(18) 0.0156(6) Uani 1 1 d . . . C10 C 0.4996(4) 0.7198(2) 0.51993(17) 0.0152(6) Uani 1 1 d . . . H8 H 0.4428 0.7885 0.5023 0.018 Uiso 1 1 calc R . . C1 C 0.1865(4) 0.6528(2) -0.08404(17) 0.0134(6) Uani 1 1 d . . . C3 C 0.2001(4) 0.6777(2) 0.07344(17) 0.0154(6) Uani 1 1 d . . . H3 H 0.1717 0.7210 0.1247 0.018 Uiso 1 1 calc R . . C2 C 0.1400(4) 0.7137(2) -0.00849(17) 0.0160(6) Uani 1 1 d . . . H2 H 0.0666 0.7801 -0.0135 0.019 Uiso 1 1 calc R . . C11 C 0.5354(4) 0.6994(3) 0.60890(17) 0.0152(6) 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 Cl1 0.0233(4) 0.0239(4) 0.0137(3) -0.0066(3) 0.0003(3) 0.0010(3) Cl2 0.0285(4) 0.0310(4) 0.0104(3) 0.0030(3) -0.0031(3) 0.0024(3) O2 0.0240(10) 0.0158(10) 0.0124(9) 0.0035(9) -0.0025(9) -0.0014(9) O1 0.0286(11) 0.0188(11) 0.0078(9) -0.0019(8) -0.0026(8) 0.0070(10) N2 0.0119(11) 0.0201(12) 0.0081(10) 0.0019(10) 0.0009(10) -0.0001(10) N1 0.0201(13) 0.0171(12) 0.0088(11) 0.0031(10) -0.0032(9) 0.0015(10) C7 0.0096(13) 0.0174(14) 0.0112(13) 0.0018(11) 0.0023(11) 0.0031(12) C4 0.0102(13) 0.0154(13) 0.0120(12) -0.0005(11) 0.0004(11) -0.0024(12) C8 0.0126(15) 0.0182(14) 0.0112(13) 0.0023(11) 0.0013(11) 0.0004(12) C5 0.0118(13) 0.0148(13) 0.0165(13) -0.0016(11) -0.0026(12) -0.0004(12) C9 0.0107(13) 0.0191(14) 0.0119(13) -0.0009(12) 0.0009(11) -0.0047(12) C13 0.0144(14) 0.0190(14) 0.0171(14) 0.0018(12) -0.0038(12) 0.0008(13) C14 0.0114(13) 0.0223(15) 0.0139(13) -0.0031(12) 0.0009(11) -0.0009(12) C6 0.0139(14) 0.0153(14) 0.0119(13) -0.0041(11) 0.0026(11) -0.0017(12) C12 0.0148(14) 0.0220(15) 0.0102(13) 0.0019(12) 0.0008(11) -0.0061(13) C10 0.0150(14) 0.0161(13) 0.0144(13) 0.0027(11) -0.0015(11) -0.0017(12) C1 0.0129(14) 0.0177(14) 0.0095(12) 0.0016(11) -0.0012(11) -0.0011(12) C3 0.0146(14) 0.0208(15) 0.0109(13) -0.0019(11) 0.0017(12) -0.0024(12) C2 0.0170(14) 0.0147(13) 0.0164(13) 0.0000(12) 0.0006(12) 0.0042(12) C11 0.0143(13) 0.0218(14) 0.0096(12) -0.0042(12) 0.0014(11) -0.0051(13) _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 Cl1 C11 1.722(3) . ? Cl2 C12 1.723(3) . ? O2 C7 1.225(3) . ? O1 H1 0.8400 . ? O1 C1 1.355(3) . ? N2 N1 1.374(3) . ? N2 C8 1.267(3) . ? N1 H6 0.8800 . ? N1 C7 1.341(3) . ? C7 C4 1.482(4) . ? C4 C5 1.388(4) . ? C4 C3 1.390(4) . ? C8 H7 0.9500 . ? C8 C9 1.461(4) . ? C5 H4 0.9500 . ? C5 C6 1.381(4) . ? C9 C14 1.388(4) . ? C9 C10 1.381(4) . ? C13 H9 0.9500 . ? C13 C14 1.378(4) . ? C13 C12 1.389(4) . ? C14 H10 0.9500 . ? C6 H5 0.9500 . ? C6 C1 1.380(4) . ? C12 C11 1.371(4) . ? C10 H8 0.9500 . ? C10 C11 1.384(4) . ? C1 C2 1.389(4) . ? C3 H3 0.9500 . ? C3 C2 1.373(4) . ? C2 H2 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 O1 H1 109.5 . . ? C8 N2 N1 115.3(2) . . ? N2 N1 H6 120.3 . . ? C7 N1 N2 119.5(2) . . ? C7 N1 H6 120.3 . . ? O2 C7 N1 123.9(2) . . ? O2 C7 C4 122.4(2) . . ? N1 C7 C4 113.7(2) . . ? C5 C4 C7 118.7(2) . . ? C5 C4 C3 119.0(2) . . ? C3 C4 C7 122.3(2) . . ? N2 C8 H7 120.3 . . ? N2 C8 C9 119.3(3) . . ? C9 C8 H7 120.3 . . ? C4 C5 H4 119.8 . . ? C6 C5 C4 120.4(2) . . ? C6 C5 H4 119.8 . . ? C14 C9 C8 122.1(3) . . ? C10 C9 C8 118.1(3) . . ? C10 C9 C14 119.8(2) . . ? C14 C13 H9 120.2 . . ? C14 C13 C12 119.5(3) . . ? C12 C13 H9 120.2 . . ? C9 C14 H10 119.9 . . ? C13 C14 C9 120.2(3) . . ? C13 C14 H10 119.9 . . ? C5 C6 H5 120.0 . . ? C1 C6 C5 119.9(2) . . ? C1 C6 H5 120.0 . . ? C13 C12 Cl2 118.4(2) . . ? C11 C12 Cl2 121.0(2) . . ? C11 C12 C13 120.6(3) . . ? C9 C10 H8 119.9 . . ? C9 C10 C11 120.1(3) . . ? C11 C10 H8 119.9 . . ? O1 C1 C6 122.1(2) . . ? O1 C1 C2 118.0(2) . . ? C6 C1 C2 119.9(2) . . ? C4 C3 H3 119.7 . . ? C2 C3 C4 120.6(3) . . ? C2 C3 H3 119.7 . . ? C1 C2 H2 120.1 . . ? C3 C2 C1 119.9(3) . . ? C3 C2 H2 120.1 . . ? C12 C11 Cl1 121.5(2) . . ? C12 C11 C10 119.9(3) . . ? C10 C11 Cl1 118.6(2) . . ? 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 Cl2 C12 C11 Cl1 0.2(3) . . . . ? Cl2 C12 C11 C10 -180.0(2) . . . . ? O2 C7 C4 C5 -41.0(4) . . . . ? O2 C7 C4 C3 138.6(3) . . . . ? O1 C1 C2 C3 176.8(3) . . . . ? N2 N1 C7 O2 -3.7(4) . . . . ? N2 N1 C7 C4 176.2(2) . . . . ? N2 C8 C9 C14 24.7(4) . . . . ? N2 C8 C9 C10 -152.8(3) . . . . ? N1 N2 C8 C9 178.9(2) . . . . ? N1 C7 C4 C5 139.1(3) . . . . ? N1 C7 C4 C3 -41.3(4) . . . . ? C7 C4 C5 C6 179.4(3) . . . . ? C7 C4 C3 C2 -176.4(3) . . . . ? C4 C5 C6 C1 -3.8(4) . . . . ? C4 C3 C2 C1 -2.1(4) . . . . ? C8 N2 N1 C7 -169.7(2) . . . . ? C8 C9 C14 C13 -177.7(3) . . . . ? C8 C9 C10 C11 177.4(3) . . . . ? C5 C4 C3 C2 3.2(4) . . . . ? C5 C6 C1 O1 -173.8(3) . . . . ? C5 C6 C1 C2 4.9(4) . . . . ? C9 C10 C11 Cl1 -179.7(2) . . . . ? C9 C10 C11 C12 0.5(4) . . . . ? C13 C12 C11 Cl1 179.8(2) . . . . ? C13 C12 C11 C10 -0.4(4) . . . . ? C14 C9 C10 C11 -0.2(4) . . . . ? C14 C13 C12 Cl2 179.6(2) . . . . ? C14 C13 C12 C11 0.0(4) . . . . ? C6 C1 C2 C3 -1.9(4) . . . . ? C12 C13 C14 C9 0.3(4) . . . . ? C10 C9 C14 C13 -0.2(4) . . . . ? C3 C4 C5 C6 -0.2(4) . . . . ? loop_ _diffrn_refln_index_h _diffrn_refln_index_k _diffrn_refln_index_l _diffrn_refln_intensity_net _diffrn_refln_intensity_u 0 0 -2 327.83 7.47 0 0 3 0.87 0.25 0 0 -3 0.66 0.48 0 0 -4 691.4 15.96 0 0 4 734.08 12.59 0 0 -5 0.09 0.62 0 0 5 1.16 0.46 0 0 6 365.59 8.35 0 0 -6 364.79 12.26 0 0 -7 1.65 1.29 0 0 7 1.25 0.51 0 0 -8 182.6 9.66 0 0 8 199 6.26 0 0 9 0.71 0.46 0 0 -9 0.92 1.07 0 0 -10 67.2 6.45 0 0 -11 -1.57 1.48 0 0 -12 1843.89 45.57 0 0 -13 6.67 3.04 0 0 -14 241.06 15.45 0 0 -15 1.17 2.49 0 0 -16 1059.15 37.84 0 0 -17 6.97 3.16 0 0 -18 589.19 29.85 0 1 -1 208.17 5.33 0 1 -2 199.39 5.79 0 1 -3 1483.43 26.21 0 -1 -4 34.72 2.98 0 1 -4 28.27 2.56 0 -1 -5 1162.83 24.76 0 1 -5 1143.9 23.94 0 1 -6 0.2 0.62 0 -1 -6 0.43 0.79 0 -1 6 0.97 0.46 0 -1 -7 130.41 7.74 0 1 -7 120.42 7.12 0 -1 7 128.06 4.59 0 -1 -8 483.21 16.97 0 -1 8 508.25 11.44 0 1 -8 498.95 16.68 0 1 -9 1.55 1.09 0 -1 9 0.59 0.36 0 -1 -9 2.06 1.08 0 1 -10 68.84 6.54 0 -1 -10 72.63 6.87 0 -1 -11 4.86 2.08 0 1 -11 3.64 1.67 0 1 -12 262.65 14.56 0 -1 -12 270.84 15.26 0 1 -13 1543.02 41.82 0 -1 -13 1550.67 43.02 0 -1 -14 111.25 10.76 0 1 -14 143.26 11.72 0 1 -15 6.76 3.13 0 -1 -15 10.38 3.41 0 1 -16 61.33 8.43 0 1 -17 91.65 10.63 0 1 -18 134.77 13.58 0 2 0 203.62 6.58 0 2 -1 19.43 1.93 0 2 -2 104.33 4.71 0 2 -3 50 3.4 0 2 -4 839.11 18.78 0 2 -5 45.12 3.79 0 2 -6 1410.24 29.73 0 2 -7 1434.28 31.41 0 2 -8 107.62 7.18 0 2 -9 551.06 18.56 0 -2 9 543.13 12.73 0 -2 10 215.5 7.37 0 2 -10 207.57 11.45 0 2 -11 332.48 15.64 0 2 -12 200.04 12.55 0 2 -13 180.24 12.5 0 2 -14 13.54 4.13 0 2 -15 1.89 1.69 0 2 -16 30.47 5.86 0 2 -17 20.83 5.33 0 3 0 1.09 0.72 0 3 -1 4.89 1.29 0 3 -2 2225.2 39.43 0 3 -3 15.78 2.21 0 3 -4 1671.84 32.69 0 3 -5 514.67 15.22 0 3 -6 286.24 11.35 0 3 -7 323.53 12.81 0 3 -8 473.48 16.6 0 3 -9 8.22 2.44 0 3 -10 775.9 24.19 0 3 -11 190.2 11.64 0 3 -12 87.22 8.23 0 3 -13 2.29 2.11 0 3 -14 4.8 2.04 0 3 -15 3.81 2.22 0 3 -16 36.84 6.78 0 3 -17 46.18 7.57 0 4 0 0.71 0.81 0 4 -1 2065.89 39.43 0 4 -2 1336.38 28.65 0 4 -3 1015.57 23.92 0 4 -4 135.48 7.5 0 4 -5 408.51 14.18 0 4 -6 1237.81 29.14 0 4 -7 79.94 6.39 0 4 -8 1.67 1.12 0 4 -9 12.42 2.82 0 4 -10 326.54 15.19 0 4 -11 366.1 16.95 0 4 -12 77.45 7.89 0 4 -13 6.17 2.58 0 4 -14 1.02 1.39 0 4 -15 1029.92 35.35 0 4 -16 29.19 6.02 0 4 -17 864.68 34.79 0 5 0 -1.72 1.13 0 5 -1 5.94 1.84 0 5 -2 626.04 18.76 0 5 -3 127.79 7.69 0 5 -4 2361.06 46.73 0 5 -5 461.59 16.35 0 5 -6 66 5.87 0 5 -7 328.71 14.24 0 5 -8 17.2 3.23 0 5 -9 39.6 5.14 0 5 -10 7.48 2.3 0 5 -11 20.91 4.18 0 5 -12 3.78 1.95 0 5 -13 14.18 4.01 0 5 -14 -0.39 1.3 0 5 -15 29.44 5.55 0 5 -16 34.7 6.55 0 5 -17 7.88 3.26 0 6 0 108.73 7.77 0 6 -1 30.97 4.08 0 6 -2 1263.63 31.24 0 6 -3 3.4 1.61 0 6 -4 805.33 23.82 0 6 -5 752.14 23.19 0 6 -6 365.65 15.51 0 6 -7 426.32 17.3 0 6 -8 252.4 13.42 0 6 -9 409.25 17.95 0 6 -10 27.86 4.76 0 6 -11 65.41 7.3 0 6 -12 28.46 5.11 0 6 -13 4.23 2.23 0 6 -14 162.97 13.05 0 6 -15 33.07 6.15 0 6 -16 100.98 11.04 0 7 0 -1.04 1.27 0 7 -1 23.27 4.16 0 7 1 29.29 4.36 0 7 -2 28.3 4.27 0 7 -3 -2.45 1.53 0 7 -4 465.21 18.31 0 7 -5 84.58 7.55 0 7 -6 102.97 8.47 0 7 -7 91.5 8.18 0 7 -8 55.58 6.5 0 7 -9 164.5 11.54 0 7 -10 362.65 17.98 0 7 -11 -3.2 2.03 0 7 -12 140.64 11.54 0 7 -13 118.86 11.05 0 7 -14 65.44 8.5 0 7 -15 -0.04 1.29 0 7 -16 46.54 7.68 0 8 0 3032.22 63.22 0 8 -1 -0.27 1.74 0 8 1 1.53 1.4 0 8 -2 676.6 24.1 0 8 -3 3.97 2.03 0 8 -4 3.15 1.93 0 8 -5 9.26 2.79 0 8 -6 20 3.93 0 8 -7 22.29 4.03 0 8 -8 165.59 11.93 0 8 -9 1604.24 42.95 0 8 -10 13.78 3.48 0 8 -11 5.1 2.39 0 8 -12 571.9 25.08 0 8 -13 72.9 8.84 0 8 -14 406.78 22.17 0 8 -15 2.75 2.68 0 9 0 0.18 1.28 0 9 1 0.6 1.52 0 9 -1 0.4 1.26 0 9 2 53.47 6.9 0 9 -2 49.13 6.47 0 9 -3 793.31 27.61 0 9 -4 178.9 12.26 0 9 -5 472.94 20.8 0 9 -6 106.35 9.62 0 9 -7 5.44 2.47 0 9 -8 17.27 3.88 0 9 -9 36.69 6.06 0 9 -10 139.1 11.7 0 9 -11 255.94 16.46 0 9 -12 71.68 8.96 0 9 -13 279.7 18.23 0 9 -14 59.6 8.54 0 10 0 246.96 15.64 0 10 1 290.19 17.23 0 10 -1 302.15 17.28 0 10 2 172.68 13.22 0 10 -2 175.77 12.93 0 10 -3 654.86 25.87 0 10 3 627.12 26.56 0 10 -4 10.07 3.39 0 10 -5 33.44 5.78 0 10 -6 261.94 16.02 0 10 -7 38.32 6.2 0 10 -8 26.29 5.24 0 10 -9 205.18 14.71 0 10 -10 114.92 11.09 0 10 -11 94.55 10.32 0 10 -12 1.35 2.08 0 10 -13 168.92 14.54 0 11 0 -0.92 1.5 0 11 -1 48.27 7.13 0 11 1 39.67 6.62 0 11 2 2.32 2.13 0 11 -2 -4.73 2.6 0 11 -3 -2.63 2.31 0 11 3 3.22 2.6 0 11 4 496.68 25.06 0 11 -4 535.86 24.09 0 11 -5 246.2 16.21 0 11 -6 -2.11 2.74 0 11 -7 165.45 13.39 0 11 -8 106.59 10.79 0 11 -9 85.69 9.94 0 11 -10 44.85 7.31 0 11 -11 248.63 17.48 0 11 -12 62.85 8.89 0 12 0 15.35 4.31 0 12 -1 267.68 17.94 0 12 1 270.43 18.29 0 12 2 44.03 7.37 0 12 -2 53.58 7.79 0 12 -3 209.38 15.5 0 12 3 191.31 15.61 0 12 -4 23.17 5.28 0 12 4 27.8 5.99 0 12 -5 143.67 12.91 0 12 5 133.19 13.4 0 12 -6 390.95 21.79 0 12 -7 -0.24 2.56 0 12 -8 51.77 7.98 0 12 -9 50.69 7.99 0 12 -10 159.95 14.25 0 13 0 -4.8 2.82 0 13 -1 22.51 5.38 0 13 1 32.44 6.35 0 13 2 2.13 2.15 0 13 -2 -3.78 3.58 0 13 3 14.44 5.07 0 13 -3 15.5 4.65 0 13 -4 71.66 9.47 0 13 4 61.76 9.43 0 13 -5 212.64 16.48 0 13 5 188.8 16.78 0 13 -6 83.29 10.32 0 13 6 67.64 10.31 0 13 -7 13.8 4.4 0 13 -8 41.75 7.37 0 14 0 173.76 15.84 0 14 1 12.93 4.63 0 14 -1 13.73 4.47 0 14 -2 6.64 3.1 0 14 2 3.97 2.38 0 14 3 24.15 6 0 14 -3 29.55 6.7 0 14 -4 135.24 13.63 0 14 4 139.15 14.74 0 14 5 11.06 4.22 0 14 -5 18.05 5.22 0 14 -6 69.36 9.84 -1 0 0 2.04 0.49 -1 0 -1 11.06 0.93 1 0 -1 14.21 1.01 -1 0 1 13.35 1.26 -1 0 -2 70.18 3.05 -1 0 -2 71.85 2.27 1 0 -2 70 3.02 -1 0 2 65.79 3.12 -1 0 -3 15.93 1.73 1 0 -3 13.62 1.56 -1 0 3 12.12 1.45 1 0 -4 239.42 7.96 -1 0 4 249.87 7.4 -1 0 -4 225.74 7.93 1 0 -5 110.18 5.8 -1 0 -5 117.07 5.98 -1 0 5 120.38 5.13 -1 0 -6 481 14.5 1 0 -6 487.32 14.43 -1 0 6 463.83 12.07 1 0 -7 823.08 21.32 -1 0 7 805.79 17.9 -1 0 -7 779.12 21.14 1 0 -8 67.64 5.65 -1 0 -8 54.16 5.25 -1 0 8 63.32 4.24 -1 0 9 32.12 3.14 1 0 -9 34.06 4.32 -1 0 -9 20.92 3.45 1 0 -10 22.12 3.66 -1 0 -10 22.57 3.76 -1 0 10 26.39 2.98 1 0 -11 0.79 1.5 -1 0 -11 3.3 1.91 1 0 -12 282.35 15.16 -1 0 -12 298.08 15.77 1 0 -13 94.62 9 -1 0 -13 92.36 9.14 1 0 -14 75.38 8.56 -1 0 -14 75.11 8.68 -1 0 -15 449.64 22.74 1 0 -15 425.8 21.85 -1 0 -16 7.46 3.25 1 0 -16 6.35 2.97 1 0 -17 294.53 19.56 1 1 -17 36.32 7.04 1 1 -16 128.28 12.17 1 1 -15 16.63 4.27 1 1 -14 292.22 16.9 1 1 -13 17.73 3.94 1 1 -12 345.67 16.79 1 1 -11 244.98 13.31 -1 -1 -11 223.58 13.34 -1 -1 -10 730.22 24.41 1 1 -10 753.61 23.43 1 1 -9 105.81 7.64 -1 -1 -9 116.68 8.44 1 -1 8 1087.77 17.66 -1 -1 -8 1145.86 28.92 -1 1 7 908.1 20.19 1 -1 7 917.11 14.83 -1 -1 -7 919.98 24.07 -1 1 6 865.85 18.95 1 1 -6 880.31 21.29 -1 1 5 674.23 15.66 1 1 -5 705.56 17.24 -1 1 4 1834.36 31.96 1 1 -4 1825.44 33.07 1 1 -3 188.37 6.63 -1 1 3 182.72 6.37 1 1 -2 1827.97 30.77 1 1 -1 564.5 11.78 1 1 0 535.89 11.25 1 -1 -2 1868.44 29.58 -1 1 -2 1788.56 28.99 -1 1 -3 179.11 5.9 -1 -1 3 176.11 5.72 1 -1 -3 181.04 6.25 -1 -1 4 1853.76 30.95 -1 1 -4 1849.01 32.43 1 -1 -4 1829.04 32.99 -1 1 -5 650.61 16.27 -1 -1 5 675.84 14.58 1 -1 -5 688.01 17.06 -1 1 -6 835.36 20.35 1 -1 -6 852.47 21.03 -1 -1 6 856.63 17.83 -1 -1 7 952.57 19.9 -1 1 -7 932.01 23.12 1 -1 -7 919.62 23.58 1 -1 -8 1177.75 28.64 -1 1 -8 1127.7 27.77 -1 -1 8 1153.94 23.58 -1 1 -9 97.46 7.25 1 -1 -9 92.88 7.36 -1 -1 9 114.75 5.91 -1 1 -10 715.46 22.87 -1 -1 10 715.19 17.77 1 -1 -10 662.17 22.65 -1 1 -11 263.34 13.92 -1 -1 11 281.81 10.35 1 -1 -11 245.45 13.69 1 -1 -12 336.15 16.92 -1 1 -12 364.82 17.33 1 -1 -13 21.26 4.63 -1 1 -13 19.6 4 1 -1 -14 241.12 15.69 -1 1 -14 289.81 16.84 1 -1 -15 20.95 4.73 -1 1 -15 22.24 4.78 1 -1 -16 99.77 10.94 -1 1 -16 112.05 11.39 1 -1 -17 17.03 4.71 -1 1 -17 23.71 5.56 -1 1 -18 225.28 17.87 1 2 -17 52.51 8.24 1 2 -16 5.62 2.75 1 2 -15 125.59 11.44 1 2 -14 51.99 7.13 1 2 -13 722.76 26.36 1 2 -12 334.07 16.51 1 2 -11 593.88 21.52 1 2 -10 257.99 12.93 1 2 -9 695.65 21.69 1 2 -8 1466.36 33.65 1 2 -7 1475.51 32.46 1 2 -6 771.68 20.07 1 2 -5 357.65 11.98 1 2 -4 623.74 15.97 1 2 -3 19.53 2.31 1 2 -2 9.34 1.53 1 2 -1 4221.09 66.35 -1 2 0 2419.74 38.25 1 2 0 2478.4 41.18 -1 2 -1 4173.64 62.48 -1 2 -2 13.01 1.45 -1 2 -3 21.67 2.04 -1 2 -4 642.37 15.12 -1 2 -5 322.53 10.57 -1 2 -6 782.23 19.41 -1 2 -7 1462.85 31.38 1 -2 -7 1475.58 32.99 -1 -2 7 1475.61 27.78 -1 2 -8 1381.5 31.62 -1 -2 8 1409.51 27.13 1 -2 -8 1381.77 33.23 -1 -2 9 723.45 17.32 1 -2 -9 691.72 22.42 -1 2 -9 679.65 21.12 -1 2 -10 271.7 13.29 -1 -2 10 282.26 10.15 1 -2 -10 255.5 13.61 -1 -2 11 641.65 17.16 1 -2 -11 588.85 22.77 -1 2 -11 610.26 21.86 1 -2 -12 291.9 16.16 -1 2 -12 349.95 16.72 -1 2 -13 728.15 26.49 -1 2 -14 49.72 6.89 -1 2 -15 131.66 11.7 -1 2 -16 1.76 1.83 -1 2 -17 65.77 8.99 -1 2 -18 22.83 5.9 1 3 -17 77.46 9.91 1 3 -16 36.08 6.61 1 3 -15 75.57 8.97 1 3 -14 187.8 13.49 1 3 -13 228.41 14.22 1 3 -12 1359.57 37.28 1 3 -11 403.6 17.69 1 3 -10 242.47 12.92 1 3 -9 488.42 18.12 1 3 -8 274.12 12.54 1 3 -7 1132.97 28.09 1 3 -6 1206.07 28.22 1 3 -5 745.64 19.88 1 3 -4 326.45 11.58 1 3 -3 894.88 21.22 1 3 -2 744.84 18.43 1 3 -1 2671.2 47 -1 3 0 603.2 14.25 1 3 0 604.72 15.97 -1 3 -1 2491.51 41.9 -1 3 -2 692.43 15.76 -1 3 -3 861 18.71 -1 3 -4 336.86 10.74 -1 3 -5 756.14 18.74 -1 3 -6 1221.73 27.13 -1 3 -7 1202.73 27.89 -1 3 -8 288.5 12.27 -1 3 -9 537.49 18.55 -1 -3 9 569.55 15.42 -1 -3 10 261.32 9.85 -1 3 -10 251.91 12.69 -1 -3 11 426.27 13.57 -1 3 -11 452.72 18.37 -1 3 -12 1365.83 37 -1 3 -13 236.22 14.24 -1 3 -14 171.31 12.72 -1 3 -15 60.67 7.93 -1 3 -16 16.76 4.28 -1 3 -17 83.58 10.14 1 4 -17 3.9 2.54 1 4 -16 295.62 18.8 1 4 -15 32.32 5.9 1 4 -14 92.67 9.49 1 4 -13 225.37 14.27 1 4 -12 709.8 25.69 1 4 -11 220.34 13.16 1 4 -10 6.12 2.26 1 4 -9 265.5 13.32 1 4 -8 385.4 15.81 1 4 -7 87.52 6.86 1 4 -6 266.52 11.95 1 4 -5 290.11 12.13 1 4 -4 363.09 13.41 1 4 -3 315.57 12.24 1 4 -2 1253.16 28.41 1 4 -1 630.78 18.12 -1 4 0 3961.07 65.75 1 4 0 4107.61 68.89 -1 4 -1 610.09 15.94 -1 4 -2 1202.51 25.5 -1 4 -3 309.9 10.88 -1 4 -4 336.87 11.7 -1 4 -5 261.97 10.47 -1 4 -6 251.84 10.73 -1 4 -7 94.24 6.69 -1 4 -8 389.7 14.98 -1 4 -9 285.42 13.25 -1 4 -10 10.11 2.61 -1 4 -11 241.29 13.22 -1 -4 11 244.54 10.19 -1 4 -12 695.8 24.7 -1 4 -13 218.16 13.81 -1 4 -14 127.08 10.94 -1 4 -15 42.56 6.66 -1 4 -16 285.57 18.19 -1 4 -17 5.46 2.84 1 5 -16 35.9 6.73 1 5 -15 95.99 10.27 1 5 -14 5.74 2.84 1 5 -13 462.27 21.61 1 5 -12 191.93 13.06 1 5 -11 465.54 20.15 1 5 -10 341.88 16.42 1 5 -9 300.03 14.81 1 5 -8 682.37 22.77 1 5 -7 259.11 12.81 1 5 -6 33.37 4.32 1 5 -5 727.36 22.06 1 5 -4 384.81 14.91 1 5 -3 593.34 18.96 1 5 -2 20.35 3.23 1 5 -1 360.3 14.11 -1 5 0 263.62 10.83 1 5 0 274.54 12.23 -1 5 -1 355.07 12.84 -1 5 -2 13.55 2.38 -1 5 -3 582.99 17.23 -1 5 -4 391.83 13.85 -1 5 -5 723.1 20.31 -1 5 -6 45.97 4.73 -1 5 -7 232.41 11.31 -1 5 -8 671.91 21.49 -1 5 -9 324.78 14.61 -1 5 -10 334.72 15.56 -1 5 -11 475.61 19.63 -1 5 -12 176.41 11.93 -1 5 -13 471.72 20.99 -1 5 -14 7.19 2.57 -1 5 -15 116.06 11.04 -1 5 -16 40.09 6.88 -1 5 -17 50.54 8.08 1 6 -16 76.93 9.7 1 6 -15 23.3 5.07 1 6 -14 23.11 4.9 1 6 -13 139.21 11.79 1 6 -12 84.29 8.83 1 6 -11 201.17 13.41 1 6 -10 115.74 9.72 1 6 -9 887.36 28.39 1 6 -8 562.3 21.19 1 6 -7 253.53 13.51 1 6 -6 391.41 16.62 1 6 -5 84.16 7.31 1 6 -4 5.19 1.85 1 6 -3 53.23 5.64 1 6 -2 758.52 23.44 1 6 -1 570.33 19.79 1 6 0 315.02 14.17 -1 6 0 336.53 13.6 -1 6 -1 554.28 18.12 1 6 1 567.84 19.91 -1 6 -2 682.57 20.47 -1 6 -3 52.29 5.02 -1 6 -4 6.43 2.03 -1 6 -5 85.56 6.8 -1 6 -6 368.13 14.98 -1 6 -7 257.95 12.67 -1 6 -8 556.52 19.88 -1 6 -9 907.82 27.5 -1 6 -10 125.84 9.62 -1 6 -11 216.61 13.18 -1 6 -12 78.51 8.21 -1 6 -13 124.18 10.67 -1 6 -14 21.3 4.56 -1 6 -15 26.48 5.55 -1 6 -16 88.15 10.21 1 7 -15 74.88 9.55 1 7 -14 154.13 13.19 1 7 -13 166.76 13.4 1 7 -12 259.31 16.18 1 7 -11 52.52 6.92 1 7 -10 638.5 24.99 1 7 -9 359.06 17.79 1 7 -8 567.52 22.43 1 7 -7 226.04 13.35 1 7 -6 246.6 13.79 1 7 -5 21.62 4.01 1 7 -4 514.03 20 1 7 -3 251.27 13.46 1 7 -2 472.62 19.06 1 7 -1 113.16 8.87 -1 7 1 120.09 8.6 -1 7 0 0.42 1.1 1 7 0 3.05 1.41 1 7 1 121.52 9.36 -1 7 -1 123.6 8.6 -1 7 -2 483.31 17.96 -1 7 -3 239.79 12.21 -1 7 -4 533.01 18.97 -1 7 -5 11.97 2.79 -1 7 -6 235.17 12.42 -1 7 -7 222.11 12.3 -1 7 -8 612.37 22 -1 7 -9 380.43 17.3 -1 7 -10 653.63 24.1 -1 7 -11 55.13 6.74 -1 7 -12 256.54 15.37 -1 7 -13 154.13 12.27 -1 7 -14 152.2 12.53 -1 7 -15 70.95 8.82 -1 7 -16 198.66 15.46 1 8 -14 90.01 10.34 1 8 -13 69.63 8.77 1 8 -12 77.68 9.15 1 8 -11 72.51 8.63 1 8 -10 121.32 10.8 1 8 -9 62.92 7.68 1 8 -8 94.05 9.13 1 8 -7 39.96 5.82 1 8 -6 309.01 16.38 1 8 -5 231.5 13.88 1 8 -4 1.34 1.53 1 8 -3 104.37 8.95 1 8 -2 40.47 5.77 1 8 -1 273.73 15.06 -1 8 1 284.63 14.59 -1 8 0 27.1 4.31 1 8 0 30.63 5.05 1 8 1 257.26 14.67 -1 8 -1 279.54 14.08 -1 8 -2 49.35 5.72 1 8 2 32.97 5.34 -1 8 -3 99.15 8.17 -1 8 -4 4.75 2.25 -1 8 -5 214.05 12.46 -1 8 -6 352.66 16.33 -1 8 -7 43.01 5.61 -1 8 -8 96.3 8.61 -1 8 -9 60.89 6.92 -1 8 -10 142.67 11 -1 8 -11 60.71 7.48 -1 8 -12 81.89 8.8 -1 8 -13 58.41 7.65 -1 8 -14 97.32 10.37 -1 8 -15 173.94 14.31 1 9 -14 49.73 7.93 1 9 -13 21.87 5.26 1 9 -12 71.24 8.97 1 9 -11 55.73 7.76 1 9 -10 33.77 5.9 1 9 -9 78.72 8.91 1 9 -8 545.75 23.97 1 9 -7 494.57 22.38 1 9 -6 11.86 3.09 1 9 -5 365.41 18.54 1 9 -4 472.17 21.05 1 9 -3 82.17 8.45 1 9 -2 250.31 15.03 -1 9 2 239.83 14.34 1 9 -1 30.64 5.22 -1 9 1 35.92 5.37 -1 9 0 52.67 6.45 1 9 0 39.21 6.05 1 9 1 29.04 5.2 -1 9 -1 29.79 4.92 1 9 2 240.21 15.19 -1 9 -2 267.89 14.56 -1 9 -3 51.56 6.26 -1 9 -4 510.62 20.79 -1 9 -5 319.53 16.23 -1 9 -6 14.9 3.58 -1 9 -7 467.27 20.37 -1 9 -8 563.65 22.88 -1 9 -9 80.06 8.35 -1 9 -10 18.96 4.17 -1 9 -11 52.6 7.17 -1 9 -12 62.51 8 -1 9 -13 25.07 5.44 -1 9 -14 49.55 7.51 1 10 -12 14.06 4.25 1 10 -11 123.77 12.09 1 10 -10 21.33 4.83 1 10 -9 50.64 7.53 1 10 -8 214.68 15.28 1 10 -7 247.67 16.23 1 10 -6 132.22 11.62 1 10 -5 263.36 16.48 1 10 -4 54.41 7.32 1 10 -3 61.2 7.77 -1 10 3 76.49 8.64 -1 10 2 119.31 10.56 1 10 -2 110.2 10.49 -1 10 1 229.04 14.7 1 10 -1 235.88 15.55 1 10 0 34.65 5.93 -1 10 0 35.51 5.65 -1 10 -1 267.35 15.54 1 10 1 231.07 15.61 -1 10 -2 114.74 10.05 1 10 2 119.18 11.12 1 10 3 68.82 8.59 -1 10 -3 64.75 7.48 -1 10 -4 50.27 6.58 -1 10 -5 260.39 15.39 -1 10 -6 114.52 10.09 -1 10 -7 269.08 15.87 -1 10 -8 224.31 14.64 -1 10 -9 43.05 6.38 -1 10 -10 27.13 5.37 -1 10 -11 102.64 10.41 -1 10 -12 19.04 4.58 -1 10 -13 58.43 8.24 1 11 -11 27.03 5.91 1 11 -10 36.23 6.73 1 11 -9 134.92 12.7 1 11 -8 43.47 7.03 1 11 -7 41.46 6.81 1 11 -6 91.24 10.16 1 11 -5 85.67 9.68 1 11 -4 284.76 17.8 -1 11 4 288.09 18.28 -1 11 3 326.67 19.21 1 11 -3 322.43 18.94 -1 11 2 553.85 25.24 1 11 -2 590.75 26.51 -1 11 1 21.94 5.02 1 11 -1 22.88 5.14 -1 11 0 -4.62 2.49 1 11 0 -4.97 2.75 -1 11 -1 17.12 4.09 1 11 1 18.12 4.54 1 11 2 564.94 26.74 -1 11 -2 629.42 25.78 1 11 3 323.57 19.91 -1 11 -3 336.38 18.34 1 11 4 292.05 19.14 -1 11 -4 302.39 17.3 -1 11 -5 86.34 9.1 -1 11 -6 100 9.91 -1 11 -7 55.78 7.55 -1 11 -8 29.79 5.55 -1 11 -9 142.17 12.25 -1 11 -10 29.32 5.57 -1 11 -11 20.82 4.78 -1 11 -12 185.44 14.83 1 12 -10 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-6 -3 0 70.12 6.91 -6 -3 1 96.1 8.27 -6 -3 2 157.25 10.86 -6 -3 3 64.23 7.09 -6 -3 4 86.91 8.45 -6 -3 5 79.67 8.18 -6 -3 6 163.98 11.94 -6 -3 7 46.47 6.48 -6 -3 8 13.84 3.69 -6 -3 9 222.75 14.71 -6 -3 10 23.99 5 -6 -3 11 72.69 8.71 -6 -3 12 -0.8 1.42 -6 -3 13 57.55 8.22 -6 -4 -4 151.95 9.59 -6 -4 -3 275.27 13.42 -6 -4 -2 241.39 12.73 -6 -4 -1 537.67 20.09 -6 -4 0 111.98 8.82 -6 -4 1 518.88 20.37 -6 -4 2 255.66 14.1 -6 -4 3 255.49 14.38 -6 -4 4 175.78 12.04 -6 -4 5 119.25 10.11 -6 -4 6 43.94 6.15 -6 -4 7 34.77 5.63 -6 -4 8 1.02 1.76 -6 -4 9 12.6 3.63 -6 -4 10 66.24 8.19 -6 -4 11 140.61 12.18 -6 -4 12 29.87 5.7 -6 -5 -4 79.37 6.85 -6 -5 -3 7.61 2.27 -6 -5 -2 85.45 7.4 -6 -5 -1 48.45 5.67 -6 -5 0 271.05 13.97 -6 -5 1 51.71 6.06 -6 -5 2 96.32 8.52 -6 -5 3 4.42 1.99 -6 -5 4 79.43 8.12 -6 -5 5 42.33 6.12 -6 -5 6 74.13 8.16 -6 -5 7 121.08 10.62 -6 -5 8 48.81 6.87 -6 -5 9 1.6 1.74 -6 -5 10 27.98 5.3 -6 -5 11 71.98 8.79 -6 -6 -3 74.82 6.86 -6 -6 -2 657.56 22.31 -6 -6 -1 28.62 4.47 -6 -6 0 24.42 4.29 -6 -6 1 30.4 4.77 -6 -6 2 615.17 23.01 -6 -6 3 83.62 8.26 -6 -6 4 187.53 12.55 -6 -6 5 96.97 9.15 -6 -6 6 112.23 10.08 -6 -6 7 152.33 12.01 -6 -6 8 65.5 8.03 -6 -6 9 72.69 8.61 -6 -6 10 64.57 8.4 -6 -7 -3 32.91 4.67 -6 -7 -2 13.73 3.18 -6 -7 -1 51.12 5.97 -6 -7 0 2.53 1.73 -6 -7 1 60.62 6.8 -6 -7 2 14.75 3.48 -6 -7 3 32.5 5.21 -6 -7 4 31.4 5.05 -6 -7 5 2.39 1.55 -6 -7 6 53.59 7 -6 -7 7 65.14 7.91 -6 -7 8 30.64 5.62 -6 -7 9 79.99 9.02 6 8 -10 9.31 3.78 6 8 -9 344.01 20.32 6 8 -8 14.72 4.04 6 8 -7 33.25 6.17 6 8 -6 63.62 8.3 6 8 -5 177.61 14 6 8 -4 92.32 9.9 6 8 -3 69.62 8.77 -6 -8 -3 72.69 6.99 -6 -8 -2 289.73 14.61 6 8 -2 285.18 17.82 6 8 -1 14.91 4.02 -6 -8 -1 24.47 4.31 -6 -8 0 423.74 18.6 -6 -8 1 22.04 4.28 -6 -8 2 295.94 15.84 -6 -8 3 85.95 8.58 -6 -8 4 64.25 7.5 -6 -8 5 205.89 13.81 -6 -8 6 74.85 8.39 -6 -8 7 29.31 5.44 6 9 -8 212.48 16.45 6 9 -7 4.23 3.21 6 9 -6 222.57 16.58 6 9 -5 132.78 12.68 6 9 -4 96.64 10.65 6 9 -3 84.21 10.08 6 9 -2 30.38 6.12 6 9 -1 57.32 8.29 6 9 0 533.73 26.59 6 9 1 55.23 8.55 6 9 2 56.67 8.84 -6 -9 2 53.47 6.8 -6 -9 3 78.03 8.39 6 9 3 69.13 9.73 -6 -9 4 92.74 9.31 -6 -9 5 146.46 11.95 6 10 -6 31.84 6.36 6 10 -5 25.46 5.82 6 10 -4 -1.22 2.06 6 10 -3 188.06 15.75 6 10 -2 6.05 3.45 6 10 -1 20.4 5.24 6 10 0 -2.23 2.44 6 10 1 15.9 5.04 6 10 2 4.93 3.37 6 10 3 178.74 16.28 6 10 4 -0.4 1.85 6 10 5 26.67 6.72 6 10 6 33.39 7.66 6 11 -3 -0.91 1.71 6 11 -2 -2.43 2.64 6 11 -1 19.5 5.54 6 11 0 7.24 4.08 6 11 1 24.8 6.1 6 11 2 3.43 3.07 6 11 3 1.2 2.7 -7 0 0 2.21 1.6 -7 0 -1 26.52 4.91 -7 0 1 23.26 4.47 -7 0 -2 36.39 5.52 -7 0 2 33.37 5.81 -7 0 3 90.63 9.55 -7 0 4 117.78 10.97 -7 0 5 163.74 13.12 -7 0 6 5.81 2.87 -7 0 7 127.43 12.08 -7 0 8 168.86 14.04 -7 0 9 16.11 4.58 -7 0 10 60.73 8.61 -7 1 7 154.57 13.38 -7 1 6 100.85 10.61 -7 1 5 67.43 8.47 -7 1 4 92.76 10.02 -7 1 3 5.44 2.69 -7 -1 -3 9.67 2.98 -7 -1 -2 143.63 10.91 -7 -1 -1 18.43 4.09 -7 -1 0 19.16 4.22 -7 -1 1 14.69 3.63 -7 -1 2 131.36 11.06 -7 -1 3 13.6 3.66 -7 -1 4 88.15 9.38 -7 -1 5 52.73 7.42 -7 -1 6 84.23 9.37 -7 -1 7 219.91 15.62 -7 -1 8 61.42 8.3 -7 -1 9 92.72 10.32 -7 -1 10 147.87 13.38 -7 -2 -3 6.27 2.43 -7 -2 -2 98.99 8.89 -7 -2 -1 86.07 8.36 -7 -2 0 -0.01 1.54 -7 -2 1 82.07 8.55 -7 -2 2 75.44 8.18 -7 -2 3 4.02 1.74 -7 -2 4 87.67 9.14 -7 -2 5 45.4 6.86 -7 -2 6 172.33 13.53 -7 -2 7 402.13 21.33 -7 -2 8 155.33 13.23 -7 -2 9 30.16 5.86 -7 -2 10 116.85 11.72 -7 -3 -3 224.99 13.23 -7 -3 -2 42.26 5.78 -7 -3 -1 160.9 11.49 -7 -3 0 110.15 9.63 -7 -3 1 138.04 11.02 -7 -3 2 28.74 5.08 -7 -3 3 215.98 14.29 -7 -3 4 17.02 3.93 -7 -3 5 107.73 10.38 -7 -3 6 334.95 18.99 -7 -3 7 203.24 14.83 -7 -3 8 18.14 4.67 -7 -3 9 37.8 6.71 -7 -4 -3 128.85 9.83 -7 -4 -2 58.01 6.73 -7 -4 -1 69.16 7.52 -7 -4 0 46.24 6.32 -7 -4 1 73.49 8.03 -7 -4 2 46.83 6.41 -7 -4 3 99.82 9.68 -7 -4 4 200.2 14.03 -7 -4 5 68.99 8.35 -7 -4 6 110.3 10.73 -7 -4 7 1.11 1.65 -7 -4 8 56.71 8.1 -7 -4 9 25.98 5.53 -7 -5 -2 31.03 4.94 -7 -5 -1 69.3 7.63 -7 -5 0 265.54 15.38 -7 -5 1 68.77 7.83 -7 -5 2 29.44 5.22 -7 -5 3 78.41 8.73 -7 -5 4 207.25 14.48 -7 -5 5 120.19 11.04 -7 -5 6 210.55 15.11 -7 -5 7 62.8 8.3 -7 -5 8 238.89 16.6 -7 -6 -2 11.24 3 -7 -6 -1 67.56 7.54 -7 -6 0 24.12 4.68 -7 -6 1 63.95 7.65 -7 -6 2 11.34 3.52 -7 -6 3 121.6 10.95 -7 -6 4 195.02 14.16 -7 -6 5 15.59 4.12 -7 -6 6 96.15 10.25 -7 -7 -2 187.19 12.44 -7 -7 -1 88.59 8.67 -7 -7 0 102.36 9.47 -7 -7 1 101.9 9.6 -7 -7 2 192.13 13.58 -7 -7 3 195.42 13.9 -7 -7 4 24.81 5.16 -7 -7 5 1.24 1.94 -7 -8 -2 24.63 4.47 -7 -8 -1 21.35 4.44 -7 -8 0 175.8 12.65 -7 -8 1 16.79 4.04 -7 -8 2 29.69 5.45 -7 -8 3 61.3 7.86 -7 -9 -2 17.92 3.91 -7 -9 -1 23.52 4.48 -7 -9 0 11.63 3.35 -8 0 0 6.2 2.88 -8 0 1 5.65 2.79 -8 0 2 3.07 2.38 -8 0 3 117.59 11.78 -8 0 4 -2.73 2.45 -8 0 5 58.39 8.54 -8 0 6 945.88 36.76 -8 -1 -2 35.22 6.04 -8 -1 -1 330.4 18.67 -8 -1 0 -6.03 2.88 -8 -1 1 294.2 18.2 -8 -1 2 40.32 6.68 -8 -1 3 46.68 7.51 -8 -1 4 35.14 6.54 -8 -1 5 40.91 7.1 -8 -1 6 175.96 15.08 -8 -2 -2 53.66 7.28 -8 -2 -1 29.13 5.55 -8 -2 0 29.06 5.47 -8 -2 1 25.39 5.21 -8 -2 2 64.79 8.47 -8 -2 3 21.16 5.21 -8 -2 4 200.16 15.49 -8 -2 5 270.27 18.25 -8 -3 -1 29.86 5.62 -8 -3 0 194.1 14.18 -8 -3 1 20.32 4.82 -8 -3 2 148.38 12.76 -8 -3 3 -0.82 1.66 -8 -3 4 189.9 14.94 -8 -3 5 59.95 8.52 -8 -4 -1 13.82 3.97 -8 -4 0 89.96 9.59 -8 -4 1 13.57 4.05 -8 -4 2 42.78 6.96 -8 -4 3 7.31 3.16 -8 -4 4 140.18 12.78 -8 -5 -1 39.95 6.35 -8 -5 0 55.75 7.53 -8 -5 1 38.69 6.36 -8 -5 2 57.73 7.94 -8 -5 3 93.58 10.28 -8 -6 -1 90.39 9.48 -8 -6 0 13.27 3.74 -8 -6 1 99.79 10.31 -8 -7 -1 280.94 17.03 -9 -1 0 37.75 7 -9 -2 0 10.1 4.1 _iucr_refine_instructions_details ; TITL 3,4-diclben-4-oh-benhy_a.res in P2(1)2(1)2(1) REM Old TITL 3,4-diclben-4-oh-benhy_a.res in P2(1)2(1)2(1) REM SHELXT solution in P2(1)2(1)2(1): R1 0.084, Rweak 0.019, Alpha 0.000 REM 1.362 for 18 systematic absences, Orientation as input REM Flack x = 0.102 ( 0.051 ) from 764 Parsons' quotients REM Formula found by SHELXT: C14 Cl2 N2 O2 CELL 0.71073 7.0723 11.926 15.0528 90 90 90 ZERR 4 0.0003 0.0005 0.0006 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H Cl N O UNIT 56 40 8 8 8 L.S. 20 PLAN 5 TEMP -173.15(10) CONF BOND list 4 MORE -1 BOND $H fmap 2 ACTA 50 SHEL 100 0.8 REM REM REM WGHT 0.034700 0.632400 FVAR 0.63686 CL1 3 0.473796 0.800168 0.685554 11.00000 0.02331 0.02387 = 0.01369 -0.00662 0.00026 0.00104 CL2 3 0.664998 0.572520 0.744346 11.00000 0.02845 0.03105 = 0.01042 0.00296 -0.00306 0.00243 O2 5 0.351473 0.433737 0.187701 11.00000 0.02403 0.01579 = 0.01242 0.00347 -0.00253 -0.00137 O1 5 0.116443 0.687965 -0.163072 11.00000 0.02863 0.01878 = 0.00781 -0.00188 -0.00262 0.00699 AFIX 147 H1 2 0.126647 0.636309 -0.200704 11.00000 -1.50000 AFIX 0 N2 4 0.469510 0.582700 0.311540 11.00000 0.01187 0.02008 = 0.00815 0.00186 0.00093 -0.00006 N1 4 0.421917 0.612495 0.226236 11.00000 0.02011 0.01714 = 0.00883 0.00315 -0.00321 0.00148 AFIX 43 H6 2 0.431874 0.682709 0.208881 11.00000 -1.20000 AFIX 0 C7 1 0.360192 0.533764 0.169653 11.00000 0.00956 0.01741 = 0.01122 0.00183 0.00234 0.00308 C4 1 0.302137 0.578748 0.082030 11.00000 0.01023 0.01539 = 0.01197 -0.00046 0.00039 -0.00240 C8 1 0.498416 0.663775 0.364231 11.00000 0.01260 0.01821 = 0.01119 0.00231 0.00134 0.00037 AFIX 43 H7 2 0.488993 0.738909 0.343739 11.00000 -1.20000 AFIX 0 C5 1 0.350702 0.519456 0.006070 11.00000 0.01180 0.01476 = 0.01650 -0.00159 -0.00257 -0.00043 AFIX 43 H4 2 0.420856 0.451819 0.011073 11.00000 -1.20000 AFIX 0 C9 1 0.546374 0.640517 0.456800 11.00000 0.01074 0.01911 = 0.01194 -0.00086 0.00093 -0.00472 C13 1 0.666507 0.520229 0.571289 11.00000 0.01438 0.01900 = 0.01712 0.00176 -0.00382 0.00081 AFIX 43 H9 2 0.724105 0.451884 0.589139 11.00000 -1.20000 AFIX 0 C14 1 0.629819 0.540384 0.482802 11.00000 0.01144 0.02228 = 0.01388 -0.00309 0.00092 -0.00089 AFIX 43 H10 2 0.661708 0.485622 0.439488 11.00000 -1.20000 AFIX 0 C6 1 0.297723 0.558121 -0.076782 11.00000 0.01389 0.01525 = 0.01192 -0.00409 0.00258 -0.00168 AFIX 43 H5 2 0.337839 0.519608 -0.128712 11.00000 -1.20000 AFIX 0 C12 1 0.618649 0.600573 0.634169 11.00000 0.01476 0.02196 = 0.01023 0.00192 0.00084 -0.00607 C10 1 0.499596 0.719792 0.519933 11.00000 0.01504 0.01610 = 0.01441 0.00272 -0.00155 -0.00174 AFIX 43 H8 2 0.442783 0.788456 0.502297 11.00000 -1.20000 AFIX 0 C1 1 0.186456 0.652756 -0.084042 11.00000 0.01292 0.01775 = 0.00951 0.00159 -0.00121 -0.00108 C3 1 0.200123 0.677736 0.073436 11.00000 0.01459 0.02076 = 0.01089 -0.00188 0.00169 -0.00243 AFIX 43 H3 2 0.171727 0.720961 0.124741 11.00000 -1.20000 AFIX 0 C2 1 0.139951 0.713693 -0.008489 11.00000 0.01698 0.01475 = 0.01638 -0.00001 0.00063 0.00419 AFIX 43 H2 2 0.066633 0.780139 -0.013489 11.00000 -1.20000 AFIX 0 C11 1 0.535359 0.699369 0.608897 11.00000 0.01435 0.02178 = 0.00960 -0.00421 0.00135 -0.00511 HKLF 4 REM 3,4-diclben-4-oh-benhy_a.res in P2(1)2(1)2(1) REM R1 = 0.0347 for 2139 Fo > 4sig(Fo) and 0.0378 for all 2254 data REM 182 parameters refined using 0 restraints END WGHT 0.0345 0.6317 REM Highest difference peak 0.296, deepest hole -0.279, 1-sigma level 0.059 Q1 1 0.4860 0.8627 0.6434 11.00000 0.05 0.30 Q2 1 0.4998 0.7460 0.6451 11.00000 0.05 0.30 Q3 1 0.8279 0.5726 0.7424 11.00000 0.05 0.27 Q4 1 0.3284 0.7975 0.6833 11.00000 0.05 0.27 Q5 1 -0.0384 0.6943 -0.1525 11.00000 0.05 0.27 REM The information below was added by Olex2. REM REM R1 = 0.0347 for 2139 Fo > 4sig(Fo) and 0.0378 for all 2936 data REM 182 parameters refined using n/a restraints REM Highest difference peak 0.30, deepest hole -0.28 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0378 REM R1_gt = 0.0347 REM wR_ref = 0.0831 REM GOOF = 1.039 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 2936 REM Reflections_gt = 2139 REM Parameters = 182 REM Hole = -0.28 REM Peak = 0.30 REM Flack = 0.04(8) ; _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ;