#------------------------------------------------------------------------------ #$Date: 2013-02-21 15:37:43 +0200 (Thu, 21 Feb 2013) $ #$Revision: 73863 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/50/72/4507238.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4507238 loop_ _publ_author_name 'Zieli\'nski, Witold' 'Katrusiak, Andrzej' _publ_section_title ; Hydrogen Bonds NH···N in Compressed Benzimidazole Polymorphs ; _journal_issue 2 _journal_name_full 'Crystal Growth & Design' _journal_page_first 696 _journal_volume 13 _journal_year 2013 _chemical_formula_moiety 'C7 H6 N2' _chemical_formula_sum 'C7 H6 N2' _chemical_formula_weight 118.14 _chemical_name_common 'benzimidazole phase \betha' _chemical_name_systematic ; 1,3-benzodiazole ; _space_group_IT_number 56 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall '-P 2ab 2ac' _symmetry_space_group_name_H-M 'P c c n' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 8 _cell_length_a 9.4896(15) _cell_length_b 15.564(3) _cell_length_c 7.2671(14) _cell_measurement_reflns_used 3274 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 26.69 _cell_measurement_theta_min 3.77 _cell_volume 1073.3(3) _computing_cell_refinement 'CrysAlisRED (Oxford Diffraction, 2004)' _computing_data_collection 'CrysAlisCCD (Oxford Diffraction, 2004)' _computing_data_reduction 'CrysAlisRED (Oxford Diffraction, 2004); REDSHABS (Katrusiak, A. 2003)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1990)' _computing_publication_material 'SHELXL--97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL--97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS--97 (Sheldrick, 1997)' _diffrn_ambient_environment 'diamond-anvil cell' _diffrn_ambient_pressure 1720000 _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.381 _diffrn_measured_fraction_theta_max 0.381 _diffrn_measurement_device_type 'KUMA KM-4 CCD' _diffrn_measurement_method '\f- and \w-scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0546 _diffrn_reflns_av_sigmaI/netI 0.0264 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_number 3274 _diffrn_reflns_theta_full 26.69 _diffrn_reflns_theta_max 26.69 _diffrn_reflns_theta_min 3.77 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_T_max 0.96 _exptl_absorpt_correction_T_min 0.67 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details ; Correction for absorption of the diamond-anvil cell and the sample were made using program REDSHABS (Katrusiak, A. (2003) REDSHABS. Adam Mickiewicz University Pozna\'n; Katrusiak, A. (2004) Z. Kristallogr. 219, 461-467). ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.462 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 496 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.25 _refine_diff_density_max 0.095 _refine_diff_density_min -0.144 _refine_diff_density_rms 0.031 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.952 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 82 _refine_ls_number_reflns 432 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.952 _refine_ls_R_factor_all 0.0584 _refine_ls_R_factor_gt 0.0479 _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^)+(0.0688P)^2^+1.2201P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1118 _refine_ls_wR_factor_ref 0.1196 _reflns_number_gt 396 _reflns_number_total 432 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file cg301374z_si_002.cif _[local]_cod_data_source_block bzimb_1.72GPa _cod_original_cell_volume 1073.4(3) _cod_database_code 4507238 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' 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 N1 N 0.3400(3) 0.4721(2) 0.1887(5) 0.0355(10) Uani 1 1 d . H1 H 0.2538 0.4892 0.1883 0.043 Uiso 1 1 calc R C2 C 0.4453(4) 0.5044(3) 0.2912(6) 0.0368(11) Uani 1 1 d . H2 H 0.4333 0.5502 0.3719 0.044 Uiso 1 1 calc R N3 N 0.5670(3) 0.4654(2) 0.2671(5) 0.0371(10) Uani 1 1 d . C4 C 0.6277(4) 0.3449(3) 0.0497(6) 0.0374(12) Uani 1 1 d . H4 H 0.7228 0.3424 0.0801 0.045 Uiso 1 1 calc R C5 C 0.5714(4) 0.2913(3) -0.0809(6) 0.0388(12) Uani 1 1 d . H5 H 0.6296 0.2517 -0.1395 0.047 Uiso 1 1 calc R C6 C 0.4290(4) 0.2947(3) -0.1279(6) 0.0416(12) Uani 1 1 d . H6 H 0.3947 0.2580 -0.2184 0.050 Uiso 1 1 calc R C7 C 0.3381(4) 0.3511(3) -0.0432(6) 0.0369(12) Uani 1 1 d . H7 H 0.2423 0.3517 -0.0706 0.044 Uiso 1 1 calc R C8 C 0.3960(4) 0.4068(3) 0.0847(6) 0.0299(10) Uani 1 1 d . C9 C 0.5383(4) 0.4028(3) 0.1346(6) 0.0302(11) 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 N1 0.0291(19) 0.036(3) 0.042(3) 0.0009(16) 0.0041(15) 0.0050(15) C2 0.043(3) 0.045(3) 0.022(3) 0.0005(18) 0.0043(18) -0.003(2) N3 0.039(2) 0.038(3) 0.034(3) -0.0050(15) 0.0011(15) -0.0031(15) C4 0.033(2) 0.040(4) 0.039(3) 0.004(2) -0.0008(18) 0.0012(18) C5 0.044(3) 0.033(3) 0.040(4) -0.0032(19) 0.0025(19) 0.0033(18) C6 0.053(3) 0.031(4) 0.041(3) -0.0034(17) -0.007(2) -0.007(2) C7 0.035(2) 0.036(4) 0.039(3) 0.005(2) -0.0077(18) -0.0073(19) C8 0.030(2) 0.031(3) 0.029(3) 0.0064(18) 0.0012(17) -0.0014(17) C9 0.035(2) 0.024(3) 0.032(3) 0.0005(17) 0.0041(17) -0.0021(17) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C2 N1 C8 107.1(3) C2 N1 H1 126.5 C8 N1 H1 126.5 N3 C2 N1 114.0(4) N3 C2 H2 123.0 N1 C2 H2 123.0 C2 N3 C9 104.0(3) C9 C4 C5 117.8(4) C9 C4 H4 121.1 C5 C4 H4 121.1 C4 C5 C6 121.5(4) C4 C5 H5 119.2 C6 C5 H5 119.2 C7 C6 C5 121.5(4) C7 C6 H6 119.3 C5 C6 H6 119.3 C6 C7 C8 116.8(4) C6 C7 H7 121.6 C8 C7 H7 121.6 N1 C8 C7 132.8(4) N1 C8 C9 105.3(3) C7 C8 C9 121.9(4) C4 C9 C8 120.4(4) C4 C9 N3 130.0(3) C8 C9 N3 109.6(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C2 1.344(5) N1 C8 1.374(5) N1 H1 0.8600 C2 N3 1.317(4) C2 H2 0.9300 N3 C9 1.397(5) C4 C9 1.383(5) C4 C5 1.372(5) C4 H4 0.9300 C5 C6 1.395(5) C5 H5 0.9300 C6 C7 1.376(6) C6 H6 0.9300 C7 C8 1.386(5) C7 H7 0.9300 C8 C9 1.399(5) loop_ _refln_index_h _refln_index_k _refln_index_l _refln_F_squared_calc _refln_F_squared_meas _refln_F_squared_sigma _refln_observed_status 3 1 0 406.93 384.35 9.17 o 2 2 0 324.00 306.48 5.04 o 4 2 0 67.24 62.29 2.49 o 1 3 0 785.51 793.67 11.40 o 3 3 0 428.16 424.50 5.89 o 5 3 0 1962.23 1994.68 23.47 o 2 4 0 1223.71 1208.68 8.96 o 4 4 0 49.07 42.35 1.86 o 6 4 0 301.75 254.40 6.40 o 3 5 0 193.01 181.36 5.27 o 5 5 0 967.71 990.87 16.01 o 7 5 0 143.60 145.26 9.42 o 4 6 0 216.80 228.91 3.55 o 6 6 0 164.91 162.16 5.05 o 3 7 0 866.69 960.73 9.88 o 5 7 0 276.95 279.71 7.27 o 7 7 0 595.66 537.38 9.28 o 4 8 0 6.87 9.25 2.71 o 6 8 0 144.66 126.94 5.11 o 8 8 0 1.06 8.60 4.05 o 5 9 0 351.24 371.36 8.07 o 7 9 0 576.65 563.07 13.72 o 6 10 0 657.31 709.67 11.89 o 8 10 0 135.83 110.52 11.53 o 9 11 0 21.01 20.94 7.71 o 1 1 1 6227.72 5443.83 41.08 o 2 1 1 410.28 324.83 2.89 o 3 1 1 1757.27 1672.84 23.18 o 4 1 1 919.53 921.86 9.61 o 5 1 1 100.02 112.43 2.88 o 1 2 1 1848.34 1847.43 13.78 o 2 2 1 362.25 396.16 2.57 o 3 2 1 4.64 5.18 0.84 o 4 2 1 271.91 263.69 3.34 o 5 2 1 7.01 9.68 1.79 o 6 2 1 58.73 64.44 3.20 o 1 3 1 8706.49 8209.75 176.44 o 2 3 1 2392.04 2176.42 20.99 o 3 3 1 365.64 379.28 4.52 o 4 3 1 269.21 263.92 4.19 o 5 3 1 426.97 481.72 6.69 o 6 3 1 0.45 6.67 1.92 o 7 3 1 11.69 16.59 4.27 o 1 4 1 7642.34 7251.16 86.21 o 2 4 1 1070.67 1081.63 11.95 o 3 4 1 4.65 4.77 0.93 o 4 4 1 53.65 50.76 1.40 o 5 4 1 178.75 171.50 3.46 o 6 4 1 226.43 229.58 4.51 o 7 4 1 154.98 141.03 5.15 o 1 5 1 0.76 3.00 0.74 o 2 5 1 141.66 120.10 2.74 o 3 5 1 81.34 78.37 1.77 o 4 5 1 5.88 7.14 1.24 o 5 5 1 16.82 15.58 1.65 o 6 5 1 234.25 251.36 4.31 o 7 5 1 32.17 30.85 3.61 o 8 5 1 368.87 354.00 8.58 o 1 6 1 32.75 29.13 1.96 o 2 6 1 15.35 13.82 1.51 o 3 6 1 611.06 628.72 5.50 o 4 6 1 18.16 17.86 1.91 o 5 6 1 88.71 85.67 2.68 o 6 6 1 6.59 9.79 2.21 o 7 6 1 80.47 79.59 4.01 o 8 6 1 20.32 22.28 5.15 o 2 7 1 59.41 61.72 2.19 o 3 7 1 1352.24 1533.14 37.37 o 4 7 1 207.46 224.75 4.84 o 5 7 1 206.10 191.76 3.36 o 6 7 1 223.33 225.45 5.97 o 7 7 1 605.14 646.90 8.76 o 8 7 1 50.34 39.40 5.40 o 9 7 1 0.07 9.32 4.36 o 2 8 1 1.25 4.45 1.98 o 3 8 1 254.52 258.55 4.45 o 4 8 1 26.44 29.17 2.56 o 5 8 1 57.57 56.09 3.20 o 6 8 1 410.16 413.18 5.31 o 7 8 1 34.93 36.46 3.53 o 8 8 1 310.87 294.81 9.12 o 9 8 1 112.55 89.17 7.29 o 3 9 1 367.96 375.58 6.49 o 4 9 1 65.21 69.56 3.72 o 5 9 1 43.79 45.49 3.90 o 6 9 1 3.88 7.20 3.02 o 7 9 1 219.45 227.38 5.86 o 8 9 1 8.26 10.16 4.83 o 9 9 1 2.09 12.24 4.96 o 4 10 1 42.77 46.66 4.38 o 5 10 1 12.64 16.12 3.24 o 6 10 1 1.41 9.68 3.61 o 7 10 1 15.32 17.61 5.09 o 8 10 1 37.89 37.95 7.89 o 9 10 1 50.52 45.17 12.80 o 10 10 1 0.03 12.37 6.59 o 5 11 1 47.94 50.53 5.67 o 6 11 1 1.16 9.76 4.57 o 7 11 1 10.73 14.38 4.68 o 8 11 1 46.29 62.34 9.40 o 7 12 1 6.21 11.41 5.30 o 8 12 1 73.06 63.91 6.71 o 2 0 2 1504.68 1579.89 13.39 o 3 0 2 122.52 110.83 1.89 o 4 0 2 520.93 535.19 6.66 o 5 0 2 611.44 674.03 13.60 o 6 0 2 72.09 68.91 3.87 o 1 1 2 0.43 3.38 1.24 o 2 1 2 122.84 109.04 1.67 o 3 1 2 121.18 123.55 1.72 o 4 1 2 7.37 10.10 1.21 o 5 1 2 1.26 6.67 1.33 o 6 1 2 151.54 130.51 5.49 o 7 1 2 47.46 49.47 4.69 o 0 2 2 13933.96 13771.77 205.62 o 1 2 2 1268.50 1251.23 8.36 o 2 2 2 743.08 712.28 10.56 o 3 2 2 2.71 4.95 0.96 o 4 2 2 158.39 152.31 2.27 o 5 2 2 578.21 610.00 7.49 o 6 2 2 33.23 33.87 2.74 o 7 2 2 27.22 28.14 5.05 o 0 3 2 12415.14 11923.33 200.62 o 1 3 2 331.20 310.71 7.44 o 2 3 2 2037.94 2019.20 23.50 o 4 3 2 271.73 275.87 3.87 o 5 3 2 417.36 440.70 5.93 o 6 3 2 194.88 204.38 5.02 o 7 3 2 6.38 10.82 4.14 o 8 3 2 28.08 37.73 6.24 o 0 4 2 12077.60 12340.97 243.30 o 1 4 2 1144.72 1167.10 11.75 o 2 4 2 27.03 19.08 1.24 o 3 4 2 9.23 13.91 3.01 o 4 4 2 726.28 799.18 7.59 o 5 4 2 138.09 133.67 3.31 o 6 4 2 7.22 8.82 2.53 o 7 4 2 187.46 186.36 5.54 o 8 4 2 21.17 24.54 3.73 o 9 4 2 105.75 82.16 13.52 o 0 5 2 59.29 50.21 1.38 o 1 5 2 74.38 65.25 1.09 o 2 5 2 214.45 201.24 2.61 o 3 5 2 728.92 734.85 13.85 o 5 5 2 497.45 538.48 7.53 o 6 5 2 212.80 209.51 4.68 o 7 5 2 158.10 132.69 5.19 o 8 5 2 6.66 11.83 3.56 o 9 5 2 3.91 9.87 4.65 o 0 6 2 88.00 93.96 2.06 o 1 6 2 422.83 439.41 4.11 o 2 6 2 419.00 448.71 8.18 o 3 6 2 244.31 252.73 4.74 o 4 6 2 70.90 74.43 3.34 o 6 6 2 151.14 150.84 5.49 o 7 6 2 259.09 275.70 7.71 o 8 6 2 92.64 100.19 5.75 o 9 6 2 15.98 17.80 5.20 o 0 7 2 422.09 467.16 3.63 o 1 7 2 137.28 145.93 3.02 o 3 7 2 55.52 50.57 2.37 o 4 7 2 32.60 38.50 2.90 o 5 7 2 453.44 489.90 10.79 o 7 7 2 11.36 14.87 5.82 o 8 7 2 16.50 14.77 4.76 o 9 7 2 30.99 37.63 5.92 o 10 7 2 7.72 10.63 10.33 o 0 8 2 171.48 170.57 5.78 o 1 8 2 1.47 4.30 1.04 o 2 8 2 114.68 119.61 3.63 o 3 8 2 21.00 20.62 2.45 o 4 8 2 2.87 6.39 2.33 o 5 8 2 24.28 27.77 4.06 o 9 8 2 0.56 14.45 9.55 o 10 8 2 8.92 16.44 10.17 o 1 9 2 2.13 4.66 2.51 o 2 9 2 14.56 15.29 2.80 o 3 9 2 74.67 68.71 3.17 o 4 9 2 41.21 41.04 3.94 o 5 9 2 338.08 339.19 6.47 o 6 9 2 1.80 8.77 3.91 o 2 10 2 45.07 52.14 4.07 o 3 10 2 15.29 14.59 3.42 o 4 10 2 1.05 8.03 2.91 o 5 10 2 406.08 407.40 7.01 o 6 10 2 142.69 144.85 7.21 o 3 11 2 87.74 92.86 6.60 o 4 11 2 5.04 8.73 2.99 o 5 11 2 104.43 95.46 5.16 o 6 11 2 309.38 290.45 8.70 o 4 12 2 109.70 105.29 12.37 o 5 12 2 5.64 9.16 3.85 o 6 12 2 7.98 6.53 8.41 o 7 12 2 97.95 94.36 7.61 o 6 13 2 52.07 68.17 8.49 o 7 13 2 13.14 13.29 5.31 o 2 1 3 11.12 6.25 2.03 o 3 1 3 83.26 75.05 2.07 o 4 1 3 524.96 518.19 4.87 o 5 1 3 121.95 125.96 2.58 o 6 1 3 8.19 10.41 1.73 o 7 1 3 67.70 56.11 3.77 o 8 1 3 414.77 366.46 20.31 o 1 2 3 10.50 15.45 3.05 o 2 2 3 115.67 127.86 2.75 o 3 2 3 0.33 4.59 1.46 o 4 2 3 7.99 9.75 1.47 o 5 2 3 63.71 63.88 2.59 o 6 2 3 124.09 137.25 3.46 o 7 2 3 63.66 62.34 4.24 o 8 2 3 65.42 72.20 5.69 o 1 3 3 93.47 95.49 2.38 o 2 3 3 405.19 464.73 6.39 o 3 3 3 2461.55 2560.22 29.84 o 4 3 3 8.49 8.54 2.33 o 5 3 3 72.44 65.45 3.21 o 6 3 3 42.95 41.63 3.37 o 7 3 3 606.34 636.38 8.64 o 8 3 3 5.36 7.60 3.29 o 9 3 3 0.22 12.62 6.65 o 1 4 3 414.69 417.85 4.19 o 2 4 3 14.50 16.50 1.61 o 3 4 3 41.73 48.17 2.43 o 4 4 3 422.79 431.17 9.46 o 5 4 3 65.28 38.89 17.84 o 6 4 3 13.63 11.69 4.89 o 8 4 3 19.28 19.01 3.83 o 9 4 3 0.02 13.62 4.81 o 1 5 3 149.99 135.08 2.12 o 2 5 3 250.04 264.74 3.58 o 3 5 3 577.55 595.09 5.40 o 4 5 3 24.72 22.93 3.79 o 7 5 3 25.69 30.64 8.06 o 8 5 3 29.16 21.96 5.50 o 9 5 3 0.17 6.17 6.24 o 10 5 3 3.48 12.67 10.12 o 1 6 3 3077.79 3196.47 26.96 o 2 6 3 1311.57 1187.84 53.90 o 3 6 3 41.15 43.73 3.13 o 9 6 3 30.45 29.52 10.37 o 10 6 3 71.60 80.68 14.22 o 1 7 3 914.22 913.91 8.90 o 2 7 3 1415.88 1423.39 22.53 o 3 7 3 3.65 9.08 2.92 o 1 8 3 266.52 279.82 2.88 o 2 8 3 297.58 307.50 4.63 o 3 8 3 31.61 33.46 3.26 o 4 8 3 6.44 11.50 3.67 o 1 9 3 161.86 149.48 3.83 o 2 9 3 83.10 81.12 3.02 o 3 9 3 13.99 15.95 2.97 o 4 9 3 132.29 136.70 5.83 o 1 10 3 575.94 572.84 8.20 o 2 10 3 163.29 164.07 6.09 o 3 10 3 8.46 11.35 2.93 o 4 10 3 0.48 8.09 3.38 o 5 10 3 72.30 65.71 5.63 o 1 11 3 47.18 46.06 8.31 o 2 11 3 5.23 8.88 2.90 o 3 11 3 2.46 7.00 2.91 o 4 11 3 266.46 272.09 7.70 o 5 11 3 0.12 9.67 3.52 o 2 12 3 57.15 52.03 10.22 o 3 12 3 6.32 11.25 4.05 o 4 12 3 112.10 108.28 5.39 o 5 12 3 3.90 13.80 3.89 o 6 12 3 6.77 13.45 10.82 o 4 13 3 39.93 35.77 9.64 o 5 13 3 0.56 12.47 4.95 o 6 13 3 3.13 11.72 9.17 o 5 14 3 120.49 115.35 14.14 o 6 14 3 45.90 31.43 10.65 o 4 0 4 37.11 32.19 5.44 o 5 0 4 1704.11 1818.87 23.87 o 6 0 4 53.72 59.64 4.43 o 7 0 4 42.46 47.15 4.59 o 8 0 4 1.62 10.89 5.99 o 4 1 4 56.90 57.73 4.07 o 5 1 4 2.84 8.73 2.83 o 6 1 4 24.68 22.00 3.33 o 7 1 4 98.71 106.53 3.89 o 8 1 4 149.02 148.18 7.29 o 9 1 4 20.70 26.26 8.75 o 3 2 4 0.46 6.04 2.59 o 4 2 4 2.80 5.06 2.64 o 5 2 4 20.64 21.35 3.46 o 6 2 4 311.46 331.67 6.05 o 7 2 4 19.05 18.15 4.29 o 8 2 4 206.93 220.19 10.66 o 9 2 4 15.30 15.77 6.87 o 2 3 4 199.99 191.21 4.02 o 3 3 4 20.10 21.00 3.43 o 4 3 4 70.27 63.56 3.47 o 5 3 4 37.49 36.17 3.63 o 6 3 4 360.74 348.99 8.09 o 7 3 4 157.33 151.39 12.57 o 8 3 4 5.24 11.27 6.24 o 9 3 4 43.46 28.63 7.20 o 10 3 4 58.40 56.79 13.73 o 2 4 4 420.65 467.19 6.63 o 3 4 4 52.67 49.75 3.33 o 4 4 4 53.64 59.88 3.20 o 5 4 4 36.99 35.12 4.85 o 6 4 4 73.23 80.13 6.72 o 10 4 4 5.50 26.33 11.55 o 0 5 4 89.63 75.50 5.45 o 1 5 4 61.47 58.74 3.77 o 2 5 4 5.83 8.55 2.28 o 3 5 4 73.49 63.30 3.93 o 4 5 4 52.91 59.34 3.85 o 5 5 4 47.06 47.64 4.24 o 0 6 4 1370.39 1389.35 21.36 o 1 6 4 858.57 903.09 19.12 o 2 6 4 283.98 314.53 7.69 o 3 6 4 85.40 85.35 4.25 o 4 6 4 15.51 15.89 3.91 o 0 7 4 275.61 266.93 5.03 o 1 7 4 65.37 68.71 2.71 o 2 7 4 64.30 70.48 4.26 o 3 7 4 327.45 346.38 7.01 o 4 7 4 137.34 162.54 35.95 o 1 8 4 19.08 24.30 2.43 o 2 8 4 39.92 41.97 3.07 o 3 8 4 20.11 20.49 5.16 o 0 9 4 134.27 132.55 4.76 o 1 9 4 6.84 11.54 2.52 o 2 9 4 147.46 148.24 3.89 o 3 9 4 27.09 17.83 9.56 o 0 10 4 1052.54 1033.07 10.71 o 1 10 4 701.58 634.01 16.16 o 2 10 4 215.22 210.26 6.95 o 3 10 4 752.26 707.51 16.26 o 0 11 4 276.95 262.77 8.11 o 1 11 4 23.29 23.08 3.57 o 2 11 4 3.60 7.78 3.36 o 3 11 4 43.49 40.31 7.29 o 4 11 4 54.86 54.67 8.34 o 1 12 4 4.80 8.66 6.21 o 2 12 4 0.35 8.33 4.90 o 3 12 4 12.98 16.95 6.71 o 4 12 4 2.56 9.71 5.61 o 2 13 4 11.28 21.53 7.89 o 3 13 4 1.49 13.47 5.66 o 4 13 4 25.27 25.51 7.91 o 5 13 4 37.84 33.61 13.92 o 5 14 4 67.86 77.66 13.71 o 5 15 4 1.09 16.08 11.16 o 6 1 5 44.69 43.56 5.89 o 7 1 5 273.90 276.97 10.34 o 8 1 5 9.99 14.02 5.64 o 9 1 5 1.93 14.32 7.21 o 5 2 5 277.43 266.87 8.88 o 6 2 5 106.72 112.44 5.97 o 7 2 5 6.97 11.43 3.40 o 8 2 5 88.14 84.25 11.89 o 4 3 5 419.82 417.82 14.30 o 5 3 5 3.31 9.27 3.80 o 6 3 5 195.80 257.08 24.36 o 7 3 5 28.79 30.78 4.62 o 3 4 5 3.05 8.08 4.32 o 4 4 5 1.99 7.43 3.12 o 5 4 5 13.50 14.83 4.55 o 6 4 5 27.16 31.27 5.81 o 7 4 5 21.74 32.86 8.19 o 2 5 5 29.12 25.83 4.91 o 3 5 5 209.99 215.28 6.63 o 4 5 5 1.04 8.89 3.27 o 5 5 5 14.18 19.39 5.21 o 1 6 5 149.69 140.42 10.11 o 2 6 5 227.56 221.64 7.34 o 3 6 5 71.27 84.22 5.27 o 4 6 5 9.02 9.09 3.51 o 5 6 5 2.39 10.95 4.56 o 6 6 5 0.95 17.89 13.38 o 1 7 5 125.81 129.94 5.07 o 2 7 5 684.60 660.90 8.90 o 3 7 5 53.61 53.45 4.38 o 4 7 5 12.58 11.32 3.58 o 5 7 5 44.65 37.13 5.92 o 1 8 5 145.59 131.17 5.43 o 2 8 5 356.17 353.34 7.00 o 3 8 5 178.80 174.88 5.92 o 4 8 5 5.27 21.80 7.03 o 1 9 5 350.40 334.08 6.31 o 2 9 5 553.21 562.97 9.87 o 3 9 5 29.98 33.12 4.91 o 1 10 5 4.85 5.95 4.86 o 2 10 5 234.41 233.57 7.67 o 1 11 5 136.37 128.74 4.88 o 2 11 5 255.47 235.65 14.37 o 1 12 5 0.03 9.46 3.34 o 2 12 5 7.48 18.74 6.29 o 1 13 5 4.19 14.58 9.14 o 2 13 5 37.90 28.82 6.64 o 3 13 5 3.79 14.63 15.81 o 2 14 5 0.00 9.35 9.29 o 3 14 5 13.35 16.35 6.61 o 9 2 6 24.22 25.55 11.87 o 7 3 6 28.98 15.68 9.18 o 8 3 6 34.19 21.74 8.21 o 6 4 6 30.42 43.24 8.05 o 7 4 6 17.77 17.81 5.60 o 8 4 6 66.95 68.34 11.70 o 5 5 6 10.33 13.79 5.66 o 6 5 6 111.44 101.29 7.60 o 7 5 6 22.49 22.34 6.06 o 4 6 6 34.48 38.16 7.94 o 5 6 6 27.17 30.34 6.04 o 6 6 6 0.96 9.55 4.68 o 3 7 6 264.30 240.13 10.32 o 4 7 6 1.63 8.64 5.02 o 5 7 6 13.28 15.55 4.93 o 6 7 6 14.35 18.51 9.39 o 2 8 6 1.89 8.34 5.72 o 3 8 6 95.48 80.62 7.02 o 5 8 6 42.88 52.10 9.38 o 3 9 6 61.15 61.96 6.49 o 4 9 6 0.02 9.74 6.12 o 1 10 6 83.13 83.82 8.03 o 2 10 6 0.06 11.19 4.68 o 3 10 6 24.21 16.02 5.06 o 0 11 6 43.88 56.89 12.74 o 1 11 6 33.63 30.02 5.50 o 2 11 6 4.58 13.82 5.24 o 0 12 6 3.25 13.97 9.44 o 1 12 6 101.98 99.46 8.06 o 0 13 6 6.07 17.17 10.16 o 1 13 6 12.95 16.43 9.85 o 1 14 6 70.30 75.87 14.53 o 5 9 7 13.41 18.18 6.92 o 4 10 7 1.82 12.06 6.88 o 3 11 7 23.56 15.60 12.34 o