#------------------------------------------------------------------------------ #$Date: 2024-01-06 11:53:54 +0200 (Sat, 06 Jan 2024) $ #$Revision: 288906 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247694.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_7247694 loop_ _publ_author_name 'Atceken, Nurunnisa' 'Hemingway, Jack' 'Bull, Craig L.' 'Liu, Xiaojiao' 'Michalchuk, Adam A. L.' 'Konar, Sumit' 'Morrison, Carole A.' 'Pulham, Colin R.' _publ_section_title ; High-pressure structural studies and pressure-induced sensitisation of 3,4,5-trinitro-1H-pyrazole. ; _journal_issue 46 _journal_name_full 'Physical chemistry chemical physics : PCCP' _journal_page_first 31646 _journal_page_last 31654 _journal_paper_doi 10.1039/d3cp04526a _journal_volume 25 _journal_year 2023 _chemical_formula_moiety '3(C3 N5 O6)' _chemical_formula_sum 'C9 H0.25 N15 O18' _chemical_formula_weight 606.49 _space_group_crystal_system monoclinic _space_group_IT_number 9 _space_group_name_Hall 'C -2yc' _space_group_name_H-M_alt 'C 1 c 1' _atom_sites_solution_primary dual _audit_block_doi 10.5517/ccdc.csd.cc29gp3l _audit_creation_date 2021-12-16 _audit_creation_method ; Olex2 1.3 (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408) ; _audit_update_record ; 2021-12-16 deposited with the CCDC. 2023-11-08 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 127.637(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 19.3994(12) _cell_length_b 7.5957(8) _cell_length_c 14.5289(16) _cell_measurement_reflns_used 2420 _cell_measurement_temperature 298.4 _cell_measurement_theta_max 26.23 _cell_measurement_theta_min 2.85 _cell_volume 1695.3(3) _computing_cell_refinement 'SAINT V8.40A (?, 2016)' _computing_data_reduction 'SAINT V8.40A (?, 2016)' _computing_molecular_graphics 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 298.4 _diffrn_measured_fraction_theta_full 0.549 _diffrn_measured_fraction_theta_max 0.507 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_unetI/netI 0.0335 _diffrn_reflns_Laue_measured_fraction_full 0.549 _diffrn_reflns_Laue_measured_fraction_max 0.507 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 4436 _diffrn_reflns_point_group_measured_fraction_full 0.508 _diffrn_reflns_point_group_measured_fraction_max 0.464 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.367 _diffrn_reflns_theta_min 2.652 _diffrn_source_current 1.4 _diffrn_source_power 0.07 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.232 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_correction_T_min 0.6454 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0908 before and 0.0410 after correction. The Ratio of minimum to maximum transmission is 0.8658. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 2.376 _exptl_crystal_description block _exptl_crystal_F_000 1213 _refine_diff_density_max 0.209 _refine_diff_density_min -0.212 _refine_diff_density_rms 0.047 _refine_ls_abs_structure_details ; Flack x determined using 634 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -1.2(10) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_hydrogen_treatment undef _refine_ls_matrix_type full _refine_ls_number_parameters 379 _refine_ls_number_reflns 1607 _refine_ls_number_restraints 308 _refine_ls_restrained_S_all 0.994 _refine_ls_R_factor_all 0.0412 _refine_ls_R_factor_gt 0.0368 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0781P)^2^+0.6967P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0993 _refine_ls_wR_factor_ref 0.1025 _reflns_Friedel_coverage 0.826 _reflns_Friedel_fraction_full 0.468 _reflns_Friedel_fraction_max 0.420 _reflns_number_gt 1481 _reflns_number_total 1607 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3cp04526a2.cif _cod_data_source_block 2tnp_p09 _cod_depositor_comments 'Adding full bibliography for 7247689--7247697.cif.' _cod_database_code 7247694 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _olex2_refinement_description ; 1. Rigid body (RIGU) restrains All non-hydrogen atoms with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004 ; _shelx_res_file ; TITL 2tnp_p09_a.res in Cc 2tnp_p09.res created by SHELXL-2018/3 at 16:39:18 on 16-Dec-2021 REM Old TITL 2TNP_P09 in Cc REM SHELXT solution in Cc REM R1 0.218, Rweak 0.028, Alpha 0.076, Orientation as input REM Flack x = -0.986 ( 1.039 ) from Parsons' quotients REM Formula found by SHELXT: C19 N7 O10 CELL 0.71073 19.3994 7.5957 14.5289 90 127.637 90 ZERR 4 0.0012 0.0008 0.0016 0 0.003 0 LATT -7 SYMM +X,-Y,0.5+Z SFAC C N O H UNIT 36 60 72 1 RIGU L.S. 4 0 0 PLAN 5 TEMP 25.25 CONF list 4 MORE -1 fmap 2 53 acta BOND $H OMIT -5 -1 -7 OMIT -9 1 5 REM REM REM WGHT 0.078100 0.696700 FVAR 0.53327 O001 3 1.030298 0.809018 0.825092 11.00000 0.02604 0.02166 = 0.03783 0.00137 0.02439 0.00596 O002 3 0.499508 -0.116600 0.467150 11.00000 0.03372 0.02467 = 0.02654 -0.00296 0.01448 0.00814 O003 3 0.992121 1.024213 0.883779 11.00000 0.03030 0.03350 = 0.02868 -0.01198 0.01294 -0.00047 N004 2 0.348772 0.112209 0.458791 11.00000 0.01386 0.01671 = 0.01554 0.00129 0.00553 0.00096 C005 1 0.496895 0.168380 0.509196 11.00000 0.01137 0.01273 = 0.01151 0.00395 0.00392 0.00585 N006 2 0.013146 0.674338 0.186715 11.00000 0.01606 0.01699 = 0.02423 -0.00164 0.01436 -0.00224 O007 3 0.697310 0.379599 0.719543 11.00000 0.02046 0.01927 = 0.02904 -0.00158 0.01034 -0.00535 O008 3 0.347770 0.832140 0.627438 11.00000 0.02276 0.02310 = 0.03865 -0.01476 0.01635 -0.00696 N009 2 0.871174 0.662965 0.711211 11.00000 0.02012 0.02127 = 0.01949 0.00000 0.01043 0.00485 C00A 1 0.560939 0.274896 0.590479 11.00000 0.01299 0.01544 = 0.01757 0.00113 0.00863 -0.00139 O00B 3 0.669432 0.197030 0.585271 11.00000 0.02689 0.04996 = 0.02880 -0.01044 0.02285 -0.00619 N00C 2 0.672618 0.756358 0.650231 11.00000 0.01446 0.02341 = 0.01711 0.00636 0.00737 0.00238 O00D 3 0.328138 0.547258 0.599373 11.00000 0.02477 0.02162 = 0.02342 0.00260 0.01496 0.00216 C00G 1 0.429304 0.204587 0.515027 11.00000 0.01222 0.00995 = 0.02166 0.00452 0.00846 0.00191 O00H 3 -0.006983 0.521639 0.178979 11.00000 0.02190 0.01548 = 0.02623 -0.00372 0.01538 -0.00298 O00I 3 0.170389 0.364486 0.477483 11.00000 0.03720 0.03571 = 0.01783 0.00924 0.01585 -0.00092 C00J 1 0.095737 0.723105 0.296063 11.00000 0.01939 0.01700 = 0.01752 0.00274 0.01398 0.00129 N00L 2 0.162388 0.428737 0.393756 11.00000 0.01399 0.02864 = 0.01627 0.00194 0.00901 0.00241 O00M 3 0.298887 0.168908 0.477432 11.00000 0.01563 0.01821 = 0.03171 -0.00156 0.01578 -0.00293 O00N 3 0.153279 0.340800 0.317220 11.00000 0.02263 0.03006 = 0.02224 -0.00475 0.01221 0.00596 N 2 0.530070 0.369795 0.635634 11.00000 0.01302 0.02173 = 0.02782 -0.00712 0.01173 -0.00201 O00P 3 0.621107 0.643228 0.583979 11.00000 0.02309 0.02501 = 0.03565 0.00283 0.01175 -0.00540 N00Q 2 0.499447 0.035001 0.441315 11.00000 0.01410 0.02029 = 0.02825 -0.00555 0.01176 -0.00295 O00R 3 0.654183 0.889984 0.681574 11.00000 0.02297 0.04059 = 0.02756 -0.00556 0.01793 -0.00118 O00T 3 0.337967 -0.022635 0.404968 11.00000 0.02844 0.02269 = 0.03276 -0.00937 0.02009 -0.00645 N00U 2 0.787602 0.622787 0.658923 11.00000 0.02097 0.02512 = 0.02474 0.00464 0.01299 0.00656 N00V 2 0.305348 0.699856 0.571394 11.00000 0.01719 0.02518 = 0.01569 -0.00616 0.01130 -0.00450 C00W 1 0.159439 0.614741 0.383083 11.00000 0.02038 0.01502 = 0.01818 -0.00356 0.01594 -0.00339 O00X 3 0.500045 0.085774 0.362456 11.00000 0.04937 0.04711 = 0.03383 -0.01624 0.03473 -0.02183 N00Y 2 0.649930 0.286994 0.635400 11.00000 0.01982 0.02102 = 0.02101 -0.00033 0.01372 -0.00649 O00Z 3 -0.027985 0.790716 0.116166 11.00000 0.02491 0.01489 = 0.03120 0.01089 0.01378 0.00605 N010 2 0.978973 0.885659 0.831183 11.00000 0.01703 0.01785 = 0.02442 0.00428 0.01220 0.00091 N1 2 0.194016 0.895773 0.422121 11.00000 0.01549 0.00965 = 0.02982 -0.00078 0.01340 -0.00005 N2 2 0.115783 0.890413 0.317502 11.00000 0.02194 0.01571 = 0.01928 -0.00224 0.01068 -0.00756 N3 2 0.448483 0.331785 0.590406 11.00000 0.01897 0.00798 = 0.03171 -0.00497 0.01303 -0.00644 C4 1 0.893981 0.808785 0.773128 11.00000 0.02207 0.02041 = 0.01795 0.00165 0.01390 0.00153 C5 1 0.220968 0.733566 0.461971 11.00000 0.01854 0.02335 = 0.01337 -0.00122 0.01222 -0.00030 C6 1 0.762273 0.744292 0.696126 11.00000 0.02221 0.02168 = 0.02016 0.00293 0.01474 0.00340 C1 1 0.825484 0.866217 0.767886 11.00000 0.02133 0.02155 = 0.01937 0.00505 0.01397 0.00353 O1 3 0.830341 1.160854 0.799271 11.00000 0.02871 0.03234 = 0.02469 -0.00529 0.01040 0.00300 O2 3 0.813823 0.977797 0.902166 11.00000 0.02718 0.07562 = 0.02745 -0.01066 0.02208 -0.01207 N4 2 0.823084 1.012208 0.826934 11.00000 0.01398 0.03055 = 0.01841 -0.00810 0.00816 0.00383 HKLF 4 REM 2tnp_p09_a.res in Cc REM wR2 = 0.102470, GooF = S = 1.08944, Restrained GooF = 0.99370 for all data REM R1 = 0.036779 for 1481 Fo > 4sig(Fo) and 0.041154 for all 1607 data REM 379 parameters refined using 308 restraints END WGHT 0.0779 0.7098 REM Highest difference peak 0.209, deepest hole -0.212, 1-sigma level 0.047 Q1 1 0.2176 1.0058 0.4620 11.00000 0.05 0.21 Q2 1 0.4175 0.7576 0.7461 11.00000 0.05 0.18 Q3 1 0.9142 0.5919 0.7208 11.00000 0.05 0.17 Q4 1 0.5673 0.3213 0.7365 11.00000 0.05 0.16 Q5 1 0.7640 0.4387 0.6062 11.00000 0.05 0.16 ; _shelx_res_checksum 21074 _shelx_hkl_file ; -2 0 2 58.79 2.80 -2 0 2 58.39 2.40 2 0 -2 57.79 2.80 2 0 -2 58.09 2.40 4 0 -4 3866.81 119.29 -4 0 4 3592.34 109.59 6 0 -6 474.45 17.60 -6 0 6 543.45 19.70 -6 0 6 550.94 18.50 6 0 -6 463.75 16.30 6 0 -6 460.15 16.40 -1 -1 1 53.29 2.30 -1 -1 1 53.09 2.10 5 1 -5 1714.03 53.09 5 1 -5 1720.53 52.39 5 1 -5 1631.44 54.79 5 1 -5 1724.63 52.39 5 1 -5 1740.13 53.19 5 1 -5 1679.73 53.29 -5 -1 5 1716.43 54.09 -5 -1 5 1769.92 53.39 -5 -1 5 1731.23 53.79 7 1 -7 1410.16 44.00 7 1 -7 1340.87 45.00 7 1 -7 1436.46 44.20 7 1 -7 1382.16 45.20 -7 -1 7 1431.86 48.90 -7 -1 7 1575.34 49.30 -7 -1 7 1621.34 48.00 -7 -1 7 1497.75 46.90 9 1 -9 332.07 16.90 9 1 -9 400.16 16.80 9 1 -9 318.87 15.00 9 1 -9 392.66 13.90 -9 -1 9 389.46 15.70 -9 -1 9 412.36 17.80 -9 -1 9 385.36 15.90 -9 -1 9 409.06 13.80 11 1 -11 249.88 12.10 11 1 -11 276.27 14.20 -11 -1 11 329.77 18.20 -11 -1 11 330.77 16.00 -11 -1 11 329.07 15.40 13 1 -13 186.68 11.10 -13 -1 13 229.18 14.40 -13 -1 13 234.68 18.40 4 2 -4 887.51 27.00 4 2 -4 829.62 28.00 4 2 -4 808.32 27.20 4 2 -4 887.01 28.00 4 2 -4 877.31 27.40 4 2 -4 875.11 26.90 4 2 -4 895.01 27.30 -4 -2 4 889.11 28.50 -4 -2 4 878.41 29.30 -4 -2 4 912.21 28.30 -4 -2 4 916.21 28.00 -4 -2 4 922.81 27.90 6 2 -6 2681.63 78.69 6 2 -6 2491.25 77.99 6 2 -6 2550.64 77.59 6 2 -6 2553.44 77.29 6 2 -6 2546.15 77.19 6 2 -6 2474.55 78.99 6 2 -6 2570.24 78.59 6 2 -6 2505.05 78.99 -6 -2 6 2719.53 84.99 -6 -2 6 2822.72 82.99 -6 -2 6 2523.95 83.49 -6 -2 6 2837.92 83.49 8 2 -8 327.67 20.10 8 2 -8 355.06 15.70 8 2 -8 378.56 13.10 8 2 -8 353.16 13.90 8 2 -8 346.27 13.80 8 2 -8 361.86 12.50 8 2 -8 372.76 14.20 8 2 -8 360.76 16.70 -8 -2 8 384.66 15.00 -8 -2 8 361.46 15.80 -8 -2 8 399.96 13.70 -8 -2 8 385.96 16.30 10 2 -10 9.70 4.20 10 2 -10 19.70 4.10 10 2 -10 21.90 5.80 10 2 -10 11.30 5.40 10 2 -10 17.90 5.30 -10 -2 10 20.40 4.70 -10 -2 10 24.90 7.50 -10 -2 10 26.30 6.50 12 2 -12 37.40 6.00 12 2 -12 20.20 7.80 12 2 -12 35.70 5.80 12 2 -12 20.20 7.20 12 2 -12 20.50 7.00 -12 -2 12 48.40 7.90 -12 -2 12 38.70 8.60 -12 -2 12 35.60 9.80 14 2 -14 28.00 8.00 14 2 -14 42.40 8.70 14 2 -14 47.30 6.50 14 2 -14 30.30 5.90 14 2 -14 37.80 9.80 -14 -2 14 45.60 7.10 -14 -2 14 53.89 12.00 -14 -2 14 46.10 10.10 5 3 -5 659.13 22.90 5 3 -5 650.73 22.00 5 3 -5 651.63 21.70 5 3 -5 659.73 22.80 5 3 -5 652.53 21.80 5 3 -5 650.03 21.30 -5 -3 5 640.14 20.60 -5 -3 5 644.54 21.50 -5 -3 5 637.04 20.90 -5 -3 5 663.13 21.70 -5 -3 5 665.23 22.90 -5 -3 5 641.84 21.60 7 3 -7 195.88 10.60 7 3 -7 204.98 7.70 7 3 -7 165.28 8.70 7 3 -7 180.68 9.40 7 3 -7 163.68 9.40 7 3 -7 194.08 10.10 7 3 -7 181.68 10.80 -7 -3 7 205.28 12.50 -7 -3 7 209.68 10.20 9 3 -9 266.67 11.10 9 3 -9 244.28 12.40 9 3 -9 242.88 20.00 9 3 -9 267.07 12.60 9 3 -9 260.67 11.90 9 3 -9 242.88 15.30 9 3 -9 255.57 10.30 -9 -3 9 268.37 14.20 -9 -3 9 281.37 16.80 -9 -3 9 225.18 12.60 -9 -3 9 266.47 13.60 11 3 -11 61.19 6.90 11 3 -11 59.59 7.80 11 3 -11 69.39 6.40 11 3 -11 51.19 7.30 -11 -3 11 77.69 9.80 -11 -3 11 53.29 8.60 13 3 -13 35.70 6.40 13 3 -13 65.59 9.40 13 3 -13 39.90 6.90 13 3 -13 32.70 8.10 -13 -3 13 56.29 10.00 15 3 -15 59.59 10.20 15 3 -15 79.49 11.40 -15 -3 15 83.19 12.40 6 4 -6 702.43 24.10 6 4 -6 688.53 25.00 6 4 -6 662.43 22.90 6 4 -6 690.73 23.70 -6 -4 6 710.63 25.60 -6 -4 6 685.73 23.70 -6 -4 6 693.13 22.90 -6 -4 6 692.93 23.90 -6 -4 6 684.53 22.50 -6 -4 6 695.73 23.90 8 4 -8 309.47 14.20 8 4 -8 321.57 12.30 8 4 -8 317.97 15.00 -8 -4 8 310.67 17.10 -8 -4 8 314.57 14.60 10 4 -10 198.08 13.60 10 4 -10 211.98 10.30 10 4 -10 214.98 13.70 10 4 -10 243.18 24.20 10 4 -10 207.68 16.90 -10 -4 10 249.97 13.80 -10 -4 10 223.38 18.40 -10 -4 10 181.88 15.20 12 4 -12 440.46 20.30 12 4 -12 439.46 25.90 12 4 -12 438.26 20.00 12 4 -12 455.35 34.30 -12 -4 12 470.15 24.10 14 4 -14 180.98 17.80 9 5 -9 1.40 8.00 9 5 -9 6.20 4.70 9 5 -9 14.10 7.40 -9 -5 9 5.30 7.30 -9 -5 9 20.90 9.10 11 5 -11 164.88 9.00 11 5 -11 163.38 19.10 11 5 -11 177.98 12.10 11 5 -11 150.88 13.50 11 5 -11 165.28 11.70 -11 -5 11 146.39 12.50 -11 -5 11 171.58 11.30 -11 -5 11 160.68 16.10 -13 -5 13 4.10 11.90 10 0 -9 -3.20 3.90 10 0 -9 4.20 4.20 10 0 -9 1.00 5.00 -8 0 7 1.30 3.50 -8 0 7 8.20 2.50 6 0 -5 1.10 2.00 6 0 -5 1.20 2.00 -6 0 5 -1.30 2.70 6 0 -5 2.90 2.60 -6 0 5 -1.70 1.90 4 0 -3 -0.40 0.90 -4 0 3 0.40 1.00 4 0 -3 -1.00 1.00 -4 0 3 0.00 1.30 4 0 -3 -0.60 1.10 2 0 -1 0.40 0.30 2 0 -1 0.30 0.40 2 0 -1 -0.10 0.30 2 0 -1 0.20 0.30 -2 0 1 0.20 0.30 -2 0 1 0.10 0.40 -2 0 1 -0.20 0.20 -2 0 1 -0.20 0.30 0 0 1 -0.60 0.40 0 0 1 -0.20 0.50 0 0 -1 0.00 0.50 0 0 -1 1.00 0.50 -2 0 3 1.60 1.00 -2 0 3 0.40 1.20 -4 0 5 0.70 2.40 -4 0 5 0.30 1.90 13 1 -12 29.20 7.60 13 1 -12 15.70 5.00 -13 -1 12 8.70 9.10 -13 -1 12 27.50 6.70 11 1 -10 34.50 4.60 11 1 -10 43.90 6.50 -11 -1 10 38.60 5.60 -11 -1 10 43.50 7.80 9 1 -8 364.86 13.10 9 1 -8 360.76 15.80 9 1 -8 370.66 16.10 9 1 -8 387.86 14.60 -9 -1 8 397.56 16.50 -9 -1 8 386.56 14.20 7 1 -6 431.06 13.70 7 1 -6 406.86 15.70 7 1 -6 418.16 14.70 7 1 -6 391.36 17.10 7 1 -6 446.56 13.30 7 1 -6 411.36 15.70 -7 -1 6 390.66 20.20 -7 -1 6 389.86 15.30 -7 -1 6 436.86 13.80 5 1 -4 1303.07 39.70 5 1 -4 1268.57 40.90 5 1 -4 1333.87 41.10 5 1 -4 1345.17 40.40 5 1 -4 1287.77 40.30 -5 -1 4 1323.07 41.50 -5 -1 4 1324.67 39.80 -5 -1 4 1293.97 41.00 3 1 -2 411.56 13.20 3 1 -2 425.76 13.70 -3 -1 2 429.36 13.00 -3 -1 2 394.36 13.70 -3 -1 2 428.66 12.90 1 1 -2 61.69 2.50 1 1 -2 62.99 2.80 1 1 -2 61.49 2.60 1 1 -2 60.89 2.50 1 1 -2 59.09 2.50 1 1 -2 59.59 2.60 1 1 -2 61.79 2.80 1 1 -2 58.69 2.70 -1 -1 2 63.89 2.60 -1 -1 2 59.19 2.50 -1 -1 2 63.99 2.40 -1 -1 2 63.29 2.50 -1 -1 2 58.79 2.50 -1 -1 2 62.39 2.80 -1 -1 2 56.89 2.50 -1 -1 2 59.99 2.70 3 1 -4 235.78 8.30 3 1 -4 238.28 8.40 3 1 -4 241.18 8.00 3 1 -4 254.37 10.60 3 1 -4 246.08 9.30 3 1 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156.98 14.30 -11 1 -1 153.58 8.40 -11 1 -1 134.49 9.90 -11 1 -1 148.79 18.90 -11 1 -1 155.48 9.30 11 -1 1 144.99 10.60 11 -1 1 152.88 12.00 -9 1 -3 370.46 14.30 -9 1 -3 353.06 30.70 9 -1 3 392.46 19.20 -7 1 -5 650.63 41.00 -7 1 -5 622.14 22.30 7 -1 5 681.33 27.90 -5 1 -7 396.56 44.60 5 -1 7 233.48 18.00 22 2 -10 82.69 10.60 22 2 -10 91.29 11.70 20 2 -8 104.89 9.70 20 2 -8 72.59 9.80 -20 -2 8 79.19 10.50 -18 2 6 3.00 8.80 18 2 -6 4.10 6.80 -18 2 6 2.50 6.50 -18 2 6 -2.70 12.60 18 2 -6 10.00 5.00 -18 2 6 3.40 7.80 -18 2 6 11.50 11.00 18 -2 -6 10.40 6.50 18 -2 -6 7.20 6.10 -18 -2 6 15.30 7.70 18 -2 -6 17.60 6.80 -18 -2 6 18.00 9.70 18 -2 -6 7.20 5.90 18 -2 -6 14.40 7.60 -16 2 4 17.00 9.20 -16 2 4 3.00 10.80 -16 2 4 8.30 8.90 -16 2 4 3.50 5.30 16 -2 -4 11.20 5.00 16 -2 -4 8.10 7.80 16 -2 -4 3.80 6.80 16 -2 -4 6.70 5.60 -14 2 2 127.39 11.50 -14 2 2 150.88 16.80 -14 2 2 126.29 10.60 -14 2 2 145.89 13.60 -14 2 2 132.99 12.20 14 -2 -2 203.38 15.00 14 -2 -2 182.58 16.20 -12 2 0 422.96 28.10 -12 2 0 453.05 17.30 12 -2 0 513.25 22.00 -10 2 -2 238.78 23.90 10 -2 2 234.28 15.40 -8 2 -4 45.00 6.30 -8 2 -4 50.09 15.70 8 -2 4 65.39 8.10 -6 2 -6 177.78 10.80 -6 2 -6 166.48 11.80 6 -2 6 203.68 14.20 6 -2 6 206.18 16.40 -4 2 -8 227.38 28.90 -4 2 -8 275.57 13.10 4 -2 8 288.97 19.70 -2 2 -10 371.86 43.70 -2 2 -10 336.07 16.00 2 -2 10 345.37 22.30 21 3 -9 79.29 10.50 -21 -3 9 84.89 11.70 19 3 -7 6.60 5.50 19 3 -7 3.30 7.40 -19 -3 7 5.70 8.10 -19 -3 7 5.90 10.00 -15 3 3 358.46 20.50 15 -3 -3 364.96 19.40 -13 3 1 372.56 21.70 -11 3 -1 116.09 16.30 -11 3 -1 112.39 9.10 -11 3 -1 111.29 14.40 11 -3 1 123.09 12.90 11 -3 1 95.29 10.50 -9 3 -3 292.37 27.70 -9 3 -3 327.87 21.80 -9 3 -3 250.07 14.20 9 -3 3 270.97 20.50 9 -3 3 291.47 18.80 -7 3 -5 8.50 14.30 -7 3 -5 22.60 6.50 7 -3 5 20.90 7.80 7 -3 5 25.10 9.00 -5 3 -7 64.19 18.70 -5 3 -7 60.59 7.80 5 -3 7 64.39 9.40 -3 3 -9 366.96 40.70 -3 3 -9 250.17 15.30 3 -3 9 329.77 19.00 -1 3 -11 604.74 50.99 -1 3 -11 621.44 24.80 1 -3 11 638.04 27.30 1 3 -13 30.30 9.10 1 3 -13 42.10 8.60 1 3 -13 57.09 27.30 -1 -3 13 34.50 11.20 -1 -3 13 42.80 12.80 -12 4 0 406.66 23.10 -8 4 -4 86.59 15.50 -8 4 -4 82.59 9.30 -8 4 -4 75.09 16.50 8 -4 4 80.09 11.00 8 -4 4 80.49 13.20 -6 4 -6 168.18 13.30 -6 4 -6 157.88 22.70 -6 4 -6 145.19 17.60 6 -4 6 206.78 15.30 6 -4 6 183.68 17.20 -4 4 -8 178.28 13.60 -4 4 -8 165.78 25.10 4 -4 8 212.58 16.30 -2 4 -10 365.96 19.40 -2 4 -10 372.46 47.40 0 4 -12 31.30 26.40 0 4 -12 24.20 9.00 -7 5 -5 7.80 12.60 -7 5 -5 24.40 8.60 7 -5 5 -7.20 11.00 -5 5 -7 26.90 9.40 -5 5 -7 28.90 18.70 -5 5 -7 17.20 14.70 5 -5 7 49.60 14.50 5 -5 7 20.10 11.60 -3 5 -9 41.40 10.20 -3 5 -9 57.39 33.60 3 -5 9 51.19 20.60 -1 5 -11 47.20 26.60 -1 5 -11 65.19 10.80 22 0 -9 3.20 8.00 20 0 -7 8.40 8.70 18 0 -5 3.30 6.50 18 0 -5 9.60 6.00 18 0 -5 -19.50 6.90 18 0 -5 0.00 6.40 -16 0 3 -1.30 4.20 -16 0 3 -5.30 4.10 16 0 -3 1.00 6.40 16 0 -3 -5.10 5.10 -14 0 1 13.50 4.70 -14 0 1 8.90 4.90 14 0 -1 13.40 5.80 -12 0 -1 -5.60 4.40 12 0 1 -2.80 7.30 -12 0 -1 -3.40 5.00 10 0 3 -10.60 13.70 23 1 -10 17.30 9.90 23 1 -10 4.40 8.90 21 1 -8 187.38 12.10 21 1 -8 177.58 13.30 -21 1 8 195.28 15.40 21 -1 -8 174.38 11.40 19 1 -6 -6.30 6.90 19 1 -6 0.10 7.40 19 -1 -6 -0.80 6.00 17 1 -4 68.69 7.50 17 1 -4 73.39 9.10 -17 1 4 49.70 15.00 -17 1 4 61.29 10.80 17 -1 -4 65.19 6.40 -17 -1 4 53.59 7.30 17 -1 -4 60.29 7.40 -15 1 2 342.27 29.00 -15 1 2 335.87 21.00 -15 1 2 331.57 14.60 15 1 -2 367.56 16.80 15 1 -2 375.26 13.20 -15 1 2 336.57 13.90 15 1 -2 364.16 16.70 -15 -1 2 300.77 12.20 -15 -1 2 297.27 13.40 13 1 0 3859.21 119.99 13 1 0 3793.52 117.99 -13 1 0 3495.25 117.99 -13 1 0 2874.51 109.29 13 1 0 3794.52 120.29 -13 1 0 3536.45 104.69 -13 -1 0 3454.35 103.99 -13 -1 0 3438.56 105.79 -13 -1 0 3629.24 106.29 13 -1 0 3915.11 118.19 -11 1 -2 542.45 37.70 -11 1 -2 513.75 20.40 -11 1 -2 511.65 21.20 -9 1 -4 187.78 34.60 -9 1 -4 162.48 10.20 9 -1 4 196.48 18.40 -7 1 -6 38.40 6.80 -7 1 -6 18.30 24.50 7 -1 6 45.90 10.70 22 2 -9 55.49 10.50 22 2 -9 74.79 10.00 20 2 -7 203.48 15.10 -20 -2 7 158.68 12.60 -18 2 5 337.07 15.50 -18 2 5 314.17 19.60 18 2 -5 320.57 25.90 -18 2 5 326.27 25.50 -18 -2 5 360.06 22.40 -18 -2 5 361.16 26.00 18 -2 -5 342.97 14.80 18 -2 -5 311.47 17.70 18 -2 -5 355.86 17.20 16 2 -3 0.90 4.10 -16 2 3 13.60 10.20 -16 2 3 1.80 12.80 16 -2 -3 10.70 7.40 -16 -2 3 8.10 7.60 -16 -2 3 8.80 4.30 -14 2 1 5.20 12.70 -14 2 1 3.00 5.80 14 -2 -1 8.30 7.80 -12 2 -1 216.58 11.90 -12 2 -1 187.08 21.20 12 -2 1 202.28 16.50 -10 2 -3 1429.76 50.39 -10 2 -3 1403.06 60.69 10 -2 3 1642.54 54.49 -8 2 -5 150.58 22.50 -8 2 -5 123.79 8.20 -8 2 -5 113.79 8.70 8 -2 5 149.19 13.00 8 -2 5 151.48 15.30 -6 2 -7 75.09 8.30 -6 2 -7 89.09 22.70 -6 2 -7 64.59 7.40 6 -2 7 97.99 10.40 6 -2 7 87.39 11.90 -4 2 -9 212.38 13.90 -4 2 -9 193.08 12.50 -4 2 -9 222.78 32.40 4 -2 9 265.97 20.50 -2 2 -11 249.48 14.20 -2 2 -11 227.48 31.10 2 -2 11 252.77 21.50 21 3 -8 427.76 21.20 -21 -3 8 509.45 25.00 -15 3 2 125.09 14.40 15 -3 -2 104.09 11.70 -13 3 0 1074.79 36.90 -13 3 0 1028.40 40.60 -13 3 0 1006.50 44.40 13 -3 0 1165.38 42.30 13 -3 0 1129.99 40.30 -11 3 -2 -3.10 11.10 -11 3 -2 3.50 6.60 -11 3 -2 7.30 14.70 11 -3 2 14.10 9.50 11 -3 2 25.30 11.20 -9 3 -4 144.69 21.30 -9 3 -4 188.58 12.50 9 -3 4 210.38 17.40 -7 3 -6 56.69 7.60 -7 3 -6 61.09 19.00 7 -3 6 72.89 9.90 -5 3 -8 371.66 41.90 -5 3 -8 403.86 18.40 5 -3 8 433.36 21.60 -3 3 -10 61.39 8.80 -3 3 -10 46.60 25.00 3 -3 10 81.39 11.90 -1 3 -12 43.90 9.50 -1 3 -12 31.10 27.30 1 -3 12 58.39 11.90 -12 4 -1 13.20 11.70 12 -4 1 23.90 10.80 -10 4 -3 598.24 24.80 -10 4 -3 594.14 36.20 -10 4 -3 648.04 33.20 10 -4 3 710.63 29.40 10 -4 3 681.13 32.50 -8 4 -5 16.10 17.40 -8 4 -5 13.90 7.80 -8 4 -5 1.70 13.40 8 -4 5 -1.20 10.80 8 -4 5 6.00 12.70 -6 4 -7 5.00 7.40 -6 4 -7 0.40 17.30 6 -4 7 -3.30 10.60 -4 4 -9 29.40 23.90 -4 4 -9 27.60 10.80 -2 4 -11 73.89 27.60 -2 4 -11 66.59 10.10 -9 5 -4 32.60 14.40 -9 5 -4 24.50 9.50 9 -5 4 31.90 12.00 -7 5 -6 54.59 18.20 -7 5 -6 54.29 15.30 -7 5 -6 50.19 23.50 7 -5 6 91.59 14.60 7 -5 6 54.19 16.40 -5 5 -8 329.27 37.60 -5 5 -8 333.27 20.10 5 -5 8 343.07 23.90 24 0 -10 90.99 10.60 22 0 -8 28.40 8.70 22 0 -8 23.70 8.30 20 0 -6 126.49 9.20 20 0 -6 118.29 10.60 18 0 -4 68.19 8.00 18 0 -4 80.39 9.80 -16 0 2 622.44 21.30 16 0 -2 661.53 23.50 -16 0 2 595.24 21.90 16 0 -2 683.03 25.50 -14 0 0 16.40 4.90 14 0 0 14.10 7.30 -14 0 0 10.20 5.30 14 0 0 19.70 6.50 -12 0 -2 362.36 15.00 12 0 2 382.26 20.20 23 1 -9 1.50 9.50 23 1 -9 9.80 8.40 21 1 -7 8.30 8.30 21 1 -7 3.70 7.50 21 -1 -7 4.50 7.20 19 1 -5 81.49 9.00 19 -1 -5 92.39 7.60 19 -1 -5 68.69 8.40 17 1 -3 250.77 12.20 -17 1 3 252.07 12.60 17 1 -3 258.37 15.80 -17 1 3 266.57 30.40 -17 1 3 232.68 13.30 17 1 -3 267.47 13.60 -17 1 3 289.07 21.30 -17 -1 3 238.08 11.50 -17 -1 3 225.88 10.90 -17 -1 3 250.77 13.70 -15 1 1 442.06 18.30 15 1 -1 441.26 15.70 15 1 -1 440.76 19.00 -15 1 1 442.26 36.20 15 1 -1 503.35 20.70 -15 -1 1 503.15 17.70 -15 -1 1 512.45 20.80 -15 -1 1 495.05 19.40 -13 1 -1 53.49 6.60 -13 1 -1 80.39 20.30 13 -1 1 100.69 9.10 -11 1 -3 15.60 6.10 -11 1 -3 31.90 19.70 -11 1 -3 13.90 6.70 11 -1 3 15.60 8.70 11 -1 3 23.70 7.70 -9 1 -5 1006.70 33.70 -9 1 -5 999.80 58.99 9 -1 5 1079.19 40.40 -7 1 -7 4.20 17.60 -7 1 -7 -3.00 6.30 7 -1 7 7.80 9.80 22 2 -8 69.99 10.50 20 2 -6 13.40 7.80 -20 -2 6 15.10 8.30 18 2 -4 212.28 10.30 18 2 -4 206.98 13.60 -18 2 4 249.28 27.10 18 -2 -4 204.98 15.80 -18 -2 4 247.68 17.50 -18 -2 4 234.08 15.70 -16 2 2 470.65 33.40 16 -2 -2 570.04 25.40 -14 2 0 287.47 14.60 -14 2 0 259.77 29.20 -12 2 -2 21.30 16.90 -12 2 -2 11.60 5.90 -10 2 -4 555.54 21.60 -10 2 -4 556.54 40.40 10 -2 4 647.04 25.90 -8 2 -6 47.40 7.00 -8 2 -6 63.29 7.90 -8 2 -6 12.20 20.80 8 -2 6 59.19 9.90 8 -2 6 67.29 11.50 -6 2 -8 26.40 7.10 -6 2 -8 31.00 7.60 -6 2 -8 7.50 22.30 6 -2 8 37.00 9.80 6 -2 8 37.00 11.50 -4 2 -10 180.58 14.50 -4 2 -10 205.48 13.30 -4 2 -10 181.18 37.60 4 -2 10 182.18 15.00 4 -2 10 173.18 17.80 -17 3 3 175.88 16.60 -17 3 3 205.58 24.40 17 -3 -3 203.68 17.00 17 -3 -3 217.98 18.50 -15 3 1 23.10 12.70 -15 3 1 14.90 15.70 15 -3 -1 16.60 11.20 15 -3 -1 16.80 9.90 -13 3 -1 425.96 18.80 -13 3 -1 368.66 32.40 13 -3 1 452.25 23.70 -11 3 -3 180.38 13.10 -11 3 -3 150.68 22.30 11 -3 3 242.48 19.60 -9 3 -5 371.36 18.10 -9 3 -5 452.55 38.20 -7 3 -7 37.70 7.80 -7 3 -7 29.10 20.90 7 -3 7 32.00 9.70 -5 3 -9 33.40 12.70 -3 3 -11 25.40 8.80 -3 3 -11 30.50 26.70 3 -3 11 28.70 11.30 -14 4 0 9.50 12.50 14 -4 0 14.20 10.40 -12 4 -2 7.30 8.10 -12 4 -2 -4.10 14.80 -12 4 -2 9.00 13.00 12 -4 2 0.30 9.90 12 -4 2 8.40 12.10 -10 4 -4 39.30 18.40 -10 4 -4 37.60 9.10 10 -4 4 47.00 12.20 -8 4 -6 12.70 8.30 -8 4 -6 16.20 18.90 8 -4 6 16.50 11.60 -6 4 -8 40.40 43.60 -6 4 -8 5.80 8.20 -4 4 -10 53.49 28.00 -4 4 -10 54.19 9.80 -9 5 -5 328.77 19.20 -9 5 -5 255.97 37.50 -9 5 -5 233.48 43.30 9 -5 5 303.57 29.50 9 -5 5 283.67 24.30 -7 5 -7 118.09 12.30 -7 5 -7 115.69 24.60 7 -5 7 94.09 14.40 24 0 -9 -1.50 8.40 22 0 -7 1.60 6.90 22 0 -7 8.30 7.70 20 0 -5 -11.60 6.80 -18 0 3 0.00 5.10 18 0 -3 -6.20 7.30 18 0 -3 -0.80 5.80 -18 0 3 -6.80 4.80 16 0 -1 6.90 6.40 -16 0 1 -1.70 5.00 14 0 1 -2.60 6.70 14 0 1 0.90 7.80 -14 0 -1 3.60 5.00 -14 0 -1 -2.90 5.30 -12 0 -3 -1.40 5.50 12 0 3 -13.30 8.30 23 1 -8 0.80 8.20 23 1 -8 15.30 9.50 21 1 -6 587.04 24.50 -19 1 4 199.58 19.50 -19 1 4 202.18 24.00 19 1 -4 232.28 14.20 17 1 -2 -5.10 6.80 17 1 -2 -0.90 5.60 17 1 -2 -2.30 5.60 -17 1 2 -11.00 17.20 -17 -1 2 -5.50 5.70 -17 -1 2 -2.30 4.80 -17 -1 2 -1.40 4.70 -15 1 0 50.09 6.60 -15 1 0 59.09 22.40 -13 1 -2 150.28 26.20 -13 1 -2 146.39 11.10 13 -1 2 175.18 13.70 -11 1 -4 38.50 6.60 -11 1 -4 32.80 7.10 -11 1 -4 13.20 22.90 11 -1 4 35.30 8.90 11 -1 4 45.20 10.60 -9 1 -6 32.10 20.20 -9 1 -6 26.40 6.90 9 -1 6 18.80 10.60 22 2 -7 25.20 9.20 -22 -2 7 23.80 10.20 -18 2 3 11.30 15.90 -16 2 1 430.46 21.20 -16 2 1 438.46 35.00 -14 2 -1 36.80 7.30 -14 2 -1 55.69 20.60 -12 2 -3 116.29 23.80 -12 2 -3 89.49 8.50 12 -2 3 95.69 10.40 -10 2 -5 37.30 23.20 -10 2 -5 66.79 8.00 10 -2 5 69.39 10.40 -8 2 -7 164.08 12.00 -8 2 -7 144.29 10.80 -8 2 -7 139.49 28.30 8 -2 7 159.18 13.40 8 -2 7 158.58 15.00 -6 2 -9 119.99 16.00 -6 2 -9 125.89 13.30 -6 2 -9 117.59 35.70 6 -2 9 136.49 15.60 6 -2 9 126.79 17.90 -17 3 2 252.67 29.90 17 -3 -2 238.28 19.00 -15 3 0 60.69 18.30 -15 3 0 66.59 8.90 15 -3 0 69.89 11.40 -13 3 -2 24.80 7.90 -13 3 -2 11.30 17.20 13 -3 2 47.90 12.20 -11 3 -4 172.88 13.40 -11 3 -4 118.69 23.20 -9 3 -6 96.09 24.30 -9 3 -6 120.89 10.20 9 -3 6 158.78 13.30 -7 3 -8 347.87 17.80 -7 3 -8 311.37 37.70 7 -3 8 477.25 24.00 -5 3 -10 162.08 12.40 -5 3 -10 154.98 32.40 5 -3 10 190.38 15.80 -14 4 -1 32.90 15.00 -14 4 -1 67.69 20.10 14 -4 1 65.99 14.70 14 -4 1 70.39 12.80 -12 4 -3 56.89 9.70 -12 4 -3 49.40 19.20 12 -4 3 66.79 12.60 -10 4 -5 22.80 36.40 10 -4 5 -0.80 19.30 -8 4 -7 23.60 21.60 -8 4 -7 11.00 8.80 -11 5 -4 226.88 23.10 -11 5 -4 195.78 15.00 -11 5 -4 225.58 27.90 11 -5 4 210.28 17.40 11 -5 4 208.18 19.90 -9 5 -6 142.49 14.80 -9 5 -6 163.28 35.30 9 -5 6 141.09 21.10 -18 0 2 705.13 24.80 -16 0 0 37.60 6.30 16 0 0 32.40 7.80 -14 0 -2 186.88 11.20 -14 0 -2 204.18 12.70 14 0 2 218.88 17.30 14 0 2 218.38 15.00 23 1 -7 62.89 10.50 21 1 -5 43.00 8.60 -19 1 3 -3.10 6.20 -19 1 3 4.30 16.40 -17 1 1 -4.10 6.80 -15 1 -1 7.40 6.10 -15 1 -1 1.90 19.50 15 -1 1 19.00 7.90 -13 1 -3 98.99 8.20 -13 1 -3 76.59 23.80 -13 1 -3 115.29 9.10 13 -1 3 109.99 12.30 13 -1 3 115.39 10.90 -11 1 -5 589.64 22.30 -11 1 -5 585.04 23.40 11 -1 5 635.84 29.70 11 -1 5 679.63 27.30 -18 2 2 48.30 20.10 -16 2 0 152.38 11.00 -16 2 0 148.29 24.40 -14 2 -2 53.39 8.20 -14 2 -2 61.89 22.40 -12 2 -4 141.89 27.50 -12 2 -4 125.79 10.00 12 -2 4 129.89 11.90 -10 2 -6 70.59 8.80 -10 2 -6 49.20 25.90 10 -2 6 99.69 11.80 -8 2 -8 -3.90 7.60 -8 2 -8 7.90 42.60 -8 2 -8 11.00 7.50 8 -2 8 -0.50 9.80 8 -2 8 5.00 11.50 -17 3 1 365.56 36.50 17 -3 -1 480.75 26.60 -15 3 -1 160.28 12.10 -15 3 -1 187.98 26.20 15 -3 1 200.28 16.90 -13 3 -3 129.69 25.40 -13 3 -3 145.79 11.50 -11 3 -5 47.30 24.10 -11 3 -5 49.99 8.90 -9 3 -7 15.30 23.90 -9 3 -7 17.00 8.20 9 -3 7 22.70 10.60 -7 3 -9 5.50 29.30 -7 3 -9 17.20 9.90 7 -3 9 14.60 13.90 -16 4 0 30.80 19.90 16 -4 0 33.10 12.60 -14 4 -2 30.50 10.30 -14 4 -2 41.60 26.00 -12 4 -4 257.57 17.90 12 -4 4 232.38 27.90 -10 4 -6 50.59 23.00 -10 4 -6 35.00 9.60 16 0 1 -3.00 7.40 16 0 1 6.30 8.80 -16 0 -1 12.30 6.30 -16 0 -1 9.70 5.80 -19 1 2 82.59 8.60 -17 1 0 75.19 20.90 -17 1 0 64.39 8.00 -15 1 -2 3.60 6.50 15 -1 2 8.20 8.20 -13 1 -4 193.38 12.60 -13 1 -4 195.78 13.90 13 -1 4 249.68 20.00 13 -1 4 232.18 17.20 -20 2 3 220.28 28.20 -18 2 1 39.10 21.70 -18 2 1 7.80 7.40 -14 2 -3 274.07 16.10 -14 2 -3 269.07 34.40 -12 2 -5 146.69 32.40 -12 2 -5 167.58 13.70 12 -2 5 182.08 15.10 -10 2 -7 25.70 8.40 -10 2 -7 21.70 25.40 10 -2 7 28.70 10.70 -19 3 2 39.30 20.70 -17 3 0 168.88 27.00 -17 3 0 234.08 16.40 -15 3 -2 176.88 13.20 -15 3 -2 250.47 31.10 -13 3 -4 283.87 17.70 -13 3 -4 335.87 42.10 -11 3 -6 7.30 8.30 -11 3 -6 18.80 24.00 16 -4 1 100.19 23.50 -14 4 -3 86.09 25.70 -14 4 -3 61.69 10.90 14 -4 3 82.49 16.10 -12 4 -5 97.59 19.20 -19 1 1 0.80 7.10 -17 1 -1 16.00 7.10 -15 1 -3 24.30 7.60 15 -1 3 38.20 9.70 -20 2 2 70.29 24.60 -18 2 0 62.09 25.10 -18 2 0 66.69 9.70 -16 2 -2 74.99 9.80 -16 2 -2 57.89 25.90 -14 2 -4 8.40 23.40 -14 2 -4 6.30 7.60 -12 2 -6 47.30 25.60 -12 2 -6 34.20 9.00 12 -2 6 33.10 10.90 -19 3 1 5.20 21.00 -17 3 -1 32.50 27.00 -15 3 -3 38.70 25.20 -15 3 -3 59.49 10.40 -13 3 -5 -16.30 24.00 -13 3 -5 13.60 9.00 -19 1 0 521.85 22.30 -17 1 -2 35.10 8.20 -16 2 -3 108.79 30.10 -16 2 -3 65.09 9.90 0 0 0 0.00 0.00 _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' ; _shelx_hkl_checksum 23908 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O001 O 1.0303(4) 0.8090(12) 0.8251(6) 0.025(2) Uani 1 1 d . . . . . O002 O 0.4995(5) -0.1166(15) 0.4671(6) 0.031(3) Uani 1 1 d . . . . . O003 O 0.9921(5) 1.0242(16) 0.8838(7) 0.034(3) Uani 1 1 d . . . . . N004 N 0.3488(5) 0.1122(16) 0.4588(7) 0.018(3) Uani 1 1 d . . . . . C005 C 0.4969(5) 0.1684(16) 0.5092(7) 0.014(2) Uani 1 1 d . . . . . N006 N 0.0131(4) 0.6743(18) 0.1867(6) 0.018(2) Uani 1 1 d . . . . . O007 O 0.6973(4) 0.3796(13) 0.7195(6) 0.026(3) Uani 1 1 d . . . . . O008 O 0.3478(4) 0.8321(14) 0.6274(6) 0.030(2) Uani 1 1 d . . . . . N009 N 0.8712(5) 0.6630(15) 0.7112(7) 0.021(3) Uani 1 1 d . . . . . C00A C 0.5609(6) 0.2749(17) 0.5905(7) 0.016(3) Uani 1 1 d . . . . . O00B O 0.6694(4) 0.1970(13) 0.5853(5) 0.031(3) Uani 1 1 d . . . . . N00C N 0.6726(5) 0.7564(15) 0.6502(7) 0.020(2) Uani 1 1 d . . . . . O00D O 0.3281(4) 0.5473(13) 0.5994(6) 0.023(2) Uani 1 1 d . . . . . C00G C 0.4293(5) 0.2046(18) 0.5150(8) 0.016(3) Uani 1 1 d . . . . . O00H O -0.0070(4) 0.5216(14) 0.1790(6) 0.021(2) Uani 1 1 d . . . . . O00I O 0.1704(4) 0.3645(13) 0.4775(5) 0.031(3) Uani 1 1 d . . . . . C00J C 0.0957(5) 0.7231(17) 0.2961(7) 0.016(2) Uani 1 1 d . . . . . N00L N 0.1624(6) 0.4287(13) 0.3938(8) 0.020(2) Uani 1 1 d . . . . . O00M O 0.2989(4) 0.1689(11) 0.4774(6) 0.021(2) Uani 1 1 d . . . . . O00N O 0.1533(4) 0.3408(14) 0.3172(5) 0.026(2) Uani 1 1 d . . . . . N N 0.5301(4) 0.3698(15) 0.6356(7) 0.021(3) Uani 1 1 d . . . . . O00P O 0.6211(4) 0.6432(14) 0.5840(6) 0.032(3) Uani 1 1 d . . . . . N00Q N 0.4994(5) 0.0350(18) 0.4413(7) 0.022(3) Uani 1 1 d . . . . . O00R O 0.6542(4) 0.8900(13) 0.6816(5) 0.029(3) Uani 1 1 d . . . . . O00T O 0.3380(5) -0.0226(14) 0.4050(7) 0.027(3) Uani 1 1 d . . . . . N00U N 0.7876(5) 0.6228(16) 0.6589(6) 0.024(3) Uani 1 1 d . . . . . N00V N 0.3053(5) 0.6999(17) 0.5714(7) 0.019(3) Uani 1 1 d . . . . . C00W C 0.1594(7) 0.6147(16) 0.3831(9) 0.015(2) Uani 1 1 d . . . . . O00X O 0.5000(5) 0.0858(15) 0.3625(6) 0.037(3) Uani 1 1 d . . . . . N00Y N 0.6499(5) 0.2870(15) 0.6354(7) 0.020(3) Uani 1 1 d . . . . . O00Z O -0.0280(4) 0.7907(13) 0.1162(6) 0.026(2) Uani 1 1 d . . . . . N010 N 0.9790(5) 0.8857(17) 0.8312(7) 0.020(2) Uani 1 1 d . . . . . N1 N 0.1940(4) 0.8958(15) 0.4221(6) 0.019(2) Uani 1 1 d . . . . . N2 N 0.1158(5) 0.8904(15) 0.3175(7) 0.020(2) Uani 1 1 d . . . . . N3 N 0.4485(5) 0.3318(15) 0.5904(7) 0.021(3) Uani 1 1 d . . . . . C4 C 0.8940(6) 0.8088(19) 0.7731(8) 0.019(3) Uani 1 1 d . . . . . C5 C 0.2210(5) 0.7336(16) 0.4620(7) 0.017(3) Uani 1 1 d . . . . . C6 C 0.7623(6) 0.7443(18) 0.6961(8) 0.020(3) Uani 1 1 d . . . . . C1 C 0.8255(6) 0.8662(18) 0.7679(8) 0.020(3) Uani 1 1 d . . . . . O1 O 0.8303(5) 1.1609(15) 0.7993(6) 0.032(3) Uani 1 1 d . . . . . O2 O 0.8138(4) 0.9778(14) 0.9022(6) 0.040(3) Uani 1 1 d . . . . . N4 N 0.8231(5) 1.0122(16) 0.8269(7) 0.022(3) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O001 0.026(4) 0.022(9) 0.038(5) 0.001(3) 0.024(3) 0.006(4) O002 0.034(4) 0.025(9) 0.027(4) -0.003(4) 0.014(3) 0.008(5) O003 0.030(4) 0.033(10) 0.029(5) -0.012(4) 0.013(3) 0.000(4) N004 0.014(3) 0.017(10) 0.016(4) 0.001(3) 0.006(3) 0.001(4) C005 0.011(4) 0.013(9) 0.012(5) 0.004(3) 0.004(3) 0.006(4) N006 0.016(4) 0.017(9) 0.024(5) -0.002(3) 0.014(3) -0.002(4) O007 0.020(3) 0.019(9) 0.029(4) -0.002(3) 0.010(3) -0.005(4) O008 0.023(4) 0.023(9) 0.039(5) -0.015(4) 0.016(4) -0.007(4) N009 0.020(4) 0.021(11) 0.019(5) 0.000(3) 0.010(3) 0.005(4) C00A 0.013(4) 0.015(11) 0.018(5) 0.001(3) 0.009(4) -0.001(4) O00B 0.027(3) 0.050(10) 0.029(4) -0.010(3) 0.023(3) -0.006(4) N00C 0.014(4) 0.023(9) 0.017(4) 0.006(3) 0.007(3) 0.002(4) O00D 0.025(4) 0.022(9) 0.023(4) 0.003(3) 0.015(3) 0.002(4) C00G 0.012(4) 0.010(11) 0.022(6) 0.005(4) 0.008(4) 0.002(4) O00H 0.022(4) 0.015(8) 0.026(4) -0.004(3) 0.015(3) -0.003(4) O00I 0.037(4) 0.036(10) 0.018(4) 0.009(3) 0.016(3) -0.001(4) C00J 0.019(4) 0.017(9) 0.018(5) 0.003(4) 0.014(3) 0.001(4) N00L 0.014(3) 0.029(8) 0.016(4) 0.002(4) 0.009(3) 0.002(5) O00M 0.016(3) 0.018(9) 0.032(4) -0.002(3) 0.016(3) -0.003(3) O00N 0.023(3) 0.030(9) 0.022(4) -0.005(3) 0.012(3) 0.006(4) N 0.013(3) 0.022(10) 0.028(5) -0.007(3) 0.012(3) -0.002(4) O00P 0.023(3) 0.025(10) 0.036(5) 0.003(3) 0.012(3) -0.005(4) N00Q 0.014(4) 0.020(11) 0.028(5) -0.006(4) 0.012(4) -0.003(4) O00R 0.023(3) 0.041(9) 0.028(4) -0.006(3) 0.018(3) -0.001(4) O00T 0.028(4) 0.023(9) 0.033(5) -0.009(3) 0.020(4) -0.006(4) N00U 0.021(4) 0.025(11) 0.025(5) 0.005(3) 0.013(4) 0.007(4) N00V 0.017(4) 0.025(9) 0.016(4) -0.006(3) 0.011(3) -0.004(5) C00W 0.020(3) 0.015(7) 0.018(5) -0.004(4) 0.016(3) -0.003(5) O00X 0.049(4) 0.047(11) 0.034(5) -0.016(3) 0.035(4) -0.022(4) N00Y 0.020(4) 0.021(9) 0.021(4) 0.000(3) 0.014(3) -0.006(4) O00Z 0.025(3) 0.015(9) 0.031(5) 0.011(3) 0.014(3) 0.006(4) N010 0.017(4) 0.018(10) 0.024(5) 0.004(3) 0.012(3) 0.001(4) N1 0.015(3) 0.010(9) 0.030(5) -0.001(3) 0.013(3) 0.000(4) N2 0.022(3) 0.016(8) 0.019(4) -0.002(3) 0.011(3) -0.008(4) N3 0.019(4) 0.008(11) 0.032(5) -0.005(4) 0.013(4) -0.006(4) C4 0.022(4) 0.020(11) 0.018(5) 0.002(4) 0.014(4) 0.002(4) C5 0.019(4) 0.023(9) 0.013(5) -0.001(3) 0.012(4) 0.000(4) C6 0.022(4) 0.022(11) 0.020(5) 0.003(4) 0.015(4) 0.003(5) C1 0.021(4) 0.022(10) 0.019(5) 0.005(3) 0.014(4) 0.004(5) O1 0.029(4) 0.032(10) 0.025(4) -0.005(3) 0.010(3) 0.003(4) O2 0.027(4) 0.076(11) 0.027(4) -0.011(3) 0.022(3) -0.012(4) N4 0.014(4) 0.031(11) 0.018(4) -0.008(4) 0.008(3) 0.004(5) 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' 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' H H 0.0000 0.0000 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O00M N004 C00G 115.7(9) . . ? O00T N004 C00G 118.4(9) . . ? O00T N004 O00M 125.5(10) . . ? C00A C005 C00G 103.2(9) . . ? C00A C005 N00Q 128.9(8) . . ? C00G C005 N00Q 127.6(10) . . ? O00H N006 C00J 115.1(9) . . ? O00H N006 O00Z 127.8(10) . . ? O00Z N006 C00J 117.0(13) . . ? C4 N009 N00U 111.3(9) . . ? C005 C00A N00Y 130.7(10) . . ? N C00A C005 107.8(7) . . ? N C00A N00Y 121.3(9) . . ? O00P N00C O00R 125.5(8) . . ? O00P N00C C6 119.8(10) . . ? O00R N00C C6 114.7(9) . . ? C005 C00G N004 127.6(10) . . ? N3 C00G N004 119.0(8) . . ? N3 C00G C005 113.1(9) . . ? C00W C00J N006 128.5(13) . . ? N2 C00J N006 118.4(10) . . ? N2 C00J C00W 113.1(9) . . ? O00I N00L C00W 118.4(8) . . ? O00N N00L O00I 123.2(11) . . ? O00N N00L C00W 118.3(8) . . ? N3 N C00A 113.4(8) . . ? O002 N00Q C005 116.9(10) . . ? O002 N00Q O00X 126.5(12) . . ? O00X N00Q C005 116.6(13) . . ? C6 N00U N009 103.6(9) . . ? O008 N00V C5 115.5(12) . . ? O00D N00V O008 126.4(10) . . ? O00D N00V C5 118.1(9) . . ? C00J C00W N00L 130.5(10) . . ? C5 C00W C00J 102.1(11) . . ? C5 C00W N00L 127.4(9) . . ? O007 N00Y C00A 117.4(8) . . ? O007 N00Y O00B 127.6(8) . . ? O00B N00Y C00A 115.0(9) . . ? O001 N010 O003 126.3(10) . . ? O001 N010 C4 117.7(11) . . ? O003 N010 C4 116.0(9) . . ? C5 N1 N2 109.8(10) . . ? C00J N2 N1 105.4(10) . . ? N N3 C00G 102.4(8) . . ? N009 C4 N010 121.8(9) . . ? N009 C4 C1 108.8(10) . . ? C1 C4 N010 129.4(12) . . ? C00W C5 N00V 128.7(11) . . ? N1 C5 N00V 121.6(10) . . ? N1 C5 C00W 109.7(9) . . ? N00U C6 N00C 120.5(10) . . ? N00U C6 C1 113.8(8) . . ? C1 C6 N00C 125.2(11) . . ? C4 C1 C6 102.5(10) . . ? C4 C1 N4 127.6(10) . . ? C6 C1 N4 129.9(8) . . ? O1 N4 C1 117.7(10) . . ? O1 N4 O2 125.9(11) . . ? O2 N4 C1 116.4(13) . . ? 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 O001 N010 1.202(11) . ? O002 N00Q 1.211(15) . ? O003 N010 1.232(16) . ? N004 C00G 1.429(14) . ? N004 O00M 1.231(10) . ? N004 O00T 1.227(14) . ? C005 C00A 1.342(15) . ? C005 C00G 1.392(13) . ? C005 N00Q 1.436(16) . ? N006 O00H 1.207(14) . ? N006 C00J 1.456(12) . ? N006 O00Z 1.212(13) . ? O007 N00Y 1.209(13) . ? O008 N00V 1.238(13) . ? N009 N00U 1.340(11) . ? N009 C4 1.321(16) . ? C00A N 1.337(13) . ? C00A N00Y 1.428(11) . ? O00B N00Y 1.215(11) . ? N00C O00P 1.220(14) . ? N00C O00R 1.251(12) . ? N00C C6 1.436(11) . ? O00D N00V 1.218(13) . ? C00G N3 1.332(16) . ? O00I N00L 1.229(11) . ? C00J C00W 1.377(15) . ? C00J N2 1.310(15) . ? N00L O00N 1.214(12) . ? N00L C00W 1.419(13) . ? N N3 1.323(11) . ? N00Q O00X 1.216(12) . ? N00U C6 1.308(15) . ? N00V C5 1.447(12) . ? C00W C5 1.372(15) . ? N010 C4 1.440(13) . ? N1 N2 1.341(9) . ? N1 C5 1.325(15) . ? C4 C1 1.356(13) . ? C6 C1 1.374(17) . ? C1 N4 1.420(16) . ? O1 N4 1.235(14) . ? O2 N4 1.239(12) . ? 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 O001 N010 C4 N009 -2.6(19) . . . . ? O001 N010 C4 C1 179.0(11) . . . . ? O003 N010 C4 N009 178.1(14) . . . . ? O003 N010 C4 C1 0(2) . . . . ? N004 C00G N3 N 171.9(9) . . . . ? C005 C00A N N3 0.9(13) . . . . ? C005 C00A N00Y O007 -170.7(12) . . . . ? C005 C00A N00Y O00B 7.2(17) . . . . ? C005 C00G N3 N -2.7(16) . . . . ? N006 C00J C00W N00L -2.3(16) . . . . ? N006 C00J C00W C5 179.4(7) . . . . ? N006 C00J N2 N1 -179.8(6) . . . . ? O008 N00V C5 C00W -178.7(8) . . . . ? O008 N00V C5 N1 4.0(11) . . . . ? N009 N00U C6 N00C 174.0(10) . . . . ? N009 N00U C6 C1 2.1(14) . . . . ? N009 C4 C1 C6 -1.5(15) . . . . ? N009 C4 C1 N4 176.1(13) . . . . ? C00A C005 C00G N004 -170.8(11) . . . . ? C00A C005 C00G N3 3.2(15) . . . . ? C00A C005 N00Q O002 106.0(14) . . . . ? C00A C005 N00Q O00X -75.0(15) . . . . ? C00A N N3 C00G 1.1(14) . . . . ? N00C C6 C1 C4 -171.9(10) . . . . ? N00C C6 C1 N4 11(2) . . . . ? O00D N00V C5 C00W 1.7(13) . . . . ? O00D N00V C5 N1 -175.6(6) . . . . ? C00G C005 C00A N -2.3(12) . . . . ? C00G C005 C00A N00Y 172.6(11) . . . . ? C00G C005 N00Q O002 -66.3(15) . . . . ? C00G C005 N00Q O00X 112.7(13) . . . . ? O00H N006 C00J C00W 11.2(12) . . . . ? O00H N006 C00J N2 -170.2(7) . . . . ? O00I N00L C00W C00J -120.3(11) . . . . ? O00I N00L C00W C5 57.6(13) . . . . ? C00J C00W C5 N00V -177.8(7) . . . . ? C00J C00W C5 N1 -0.2(10) . . . . ? N00L C00W C5 N00V 3.8(15) . . . . ? N00L C00W C5 N1 -178.6(7) . . . . ? O00M N004 C00G C005 179.8(11) . . . . ? O00M N004 C00G N3 6.1(16) . . . . ? O00N N00L C00W C00J 56.7(14) . . . . ? O00N N00L C00W C5 -125.4(10) . . . . ? N C00A N00Y O007 3.6(17) . . . . ? N C00A N00Y O00B -178.5(10) . . . . ? O00P N00C C6 N00U 6.7(17) . . . . ? O00P N00C C6 C1 177.6(11) . . . . ? N00Q C005 C00A N -176.1(13) . . . . ? N00Q C005 C00A N00Y -1(2) . . . . ? N00Q C005 C00G N004 3(2) . . . . ? N00Q C005 C00G N3 177.1(12) . . . . ? O00R N00C C6 N00U -171.6(11) . . . . ? O00R N00C C6 C1 -0.7(15) . . . . ? O00T N004 C00G C005 5.7(19) . . . . ? O00T N004 C00G N3 -168.0(14) . . . . ? N00U N009 C4 N010 -175.7(9) . . . . ? N00U N009 C4 C1 2.9(16) . . . . ? N00U C6 C1 C4 -0.4(14) . . . . ? N00U C6 C1 N4 -178.0(12) . . . . ? C00W C00J N2 N1 -1.1(9) . . . . ? N00Y C00A N N3 -174.6(10) . . . . ? O00Z N006 C00J C00W -170.6(9) . . . . ? O00Z N006 C00J N2 7.9(11) . . . . ? N010 C4 C1 C6 177.0(12) . . . . ? N010 C4 C1 N4 -5(2) . . . . ? N2 C00J C00W N00L 179.1(8) . . . . ? N2 C00J C00W C5 0.8(10) . . . . ? N2 N1 C5 N00V 177.4(7) . . . . ? N2 N1 C5 C00W -0.4(9) . . . . ? C4 N009 N00U C6 -3.0(15) . . . . ? C4 C1 N4 O1 67.0(16) . . . . ? C4 C1 N4 O2 -112.9(13) . . . . ? C5 N1 N2 C00J 0.9(8) . . . . ? C6 C1 N4 O1 -116.0(14) . . . . ? C6 C1 N4 O2 64.0(17) . . . . ?