#------------------------------------------------------------------------------ #$Date: 2024-04-06 04:30:31 +0300 (Sat, 06 Apr 2024) $ #$Revision: 291133 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/83/7248391.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_7248391 loop_ _publ_author_name 'Jin, Yuxin' 'Jiang, Bingli' 'Song, Huajian' 'Mei, Chanming' 'Liu, Zuoan' 'Zhang, Xiakai' 'Liu, Jinyuan' 'Gong, Yongyang' _publ_section_title ; Monophenyl luminescent material with dual-state emission and pH sensitivity for cell imaging. ; _journal_issue 16 _journal_name_full 'RSC advances' _journal_page_first 10942 _journal_page_last 10952 _journal_paper_doi 10.1039/d4ra01422g _journal_volume 14 _journal_year 2024 _chemical_formula_moiety 'C22 H34 N4 O6' _chemical_formula_sum 'C22 H36 N4 O6' _chemical_formula_weight 452.55 _chemical_name_common DMSS-AM _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary dual _audit_creation_date 2023-12-07 _audit_creation_method ; Olex2 1.5 (compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817) ; _audit_update_record ; 2024-01-31 deposited with the CCDC. 2024-03-26 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 91.13(3) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 10.105(4) _cell_length_b 7.746(3) _cell_length_c 15.032(8) _cell_measurement_reflns_used 323 _cell_measurement_temperature 293.00 _cell_measurement_theta_max 33.13 _cell_measurement_theta_min 5.23 _cell_volume 1176.4(9) _computing_cell_refinement 'cis-12 2023.11.22' _computing_data_reduction 'cis-12 2023.11.22' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 293.00 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0747 _diffrn_reflns_av_unetI/netI 0.0501 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 18949 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 68.499 _diffrn_reflns_theta_min 5.227 _diffrn_source_current 1.2 _diffrn_source_power 0.06 _diffrn_source_voltage 50.0 _exptl_absorpt_coefficient_mu 0.768 _exptl_absorpt_correction_T_max 0.7531 _exptl_absorpt_correction_T_min 0.5692 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1292 before and 0.0863 after correction. The Ratio of minimum to maximum transmission is 0.7558. The \l/2 correction factor is Not present. ; _exptl_crystal_density_diffrn 1.277 _exptl_crystal_F_000 488 _exptl_crystal_preparation Luminescent _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent' _refine_diff_density_max 0.202 _refine_diff_density_min -0.301 _refine_diff_density_rms 0.073 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 213 _refine_ls_number_reflns 2158 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.106 _refine_ls_R_factor_all 0.1028 _refine_ls_R_factor_gt 0.0701 _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^)+(0.1368P)^2^+0.0191P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1893 _refine_ls_wR_factor_ref 0.2109 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1504 _reflns_number_total 2158 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4ra01422g2.cif _cod_data_source_block DMSS-AM _cod_original_cell_volume 1176.5(9) _cod_database_code 7248391 _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 ; ; _smtbx_masks_void_probe_radius 1.2 _smtbx_masks_void_truncation_radius 1.2 _shelx_res_file ; TITL jyc_a.res in P2(1)/n jyc.res created by SHELXL-2018/3 at 11:27:32 on 07-Dec-2023 REM Old TITL JYC in P2(1)/n REM SHELXT solution in P2(1)/n: R1 0.194, Rweak 0.153, Alpha 0.038 REM 0.414 for 181 systematic absences, Orientation as input REM Formula found by SHELXT: C11 N3 O2 CELL 1.54178 10.1053 7.7464 15.0325 90 91.132 90 ZERR 2 0.0044 0.0033 0.0076 0 0.034 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H N O UNIT 44 72 8 12 L.S. 4 0 0 PLAN 1 TEMP 19.85 CONF BOND list 4 fmap 2 53 ACTA ABIN MORE -1 BOND $H REM REM REM WGHT 0.136800 0.019100 FVAR 0.86863 O001 4 0.330441 0.113569 0.565794 11.00000 0.07697 0.05506 = 0.07168 -0.00287 0.02065 -0.01192 O002 4 0.375120 0.072216 0.423279 11.00000 0.10397 0.05885 = 0.06695 -0.00708 0.00987 -0.01581 O003 4 0.466886 1.171344 0.878758 11.00000 0.08641 0.07581 = 0.10833 -0.02417 0.00387 0.00261 N004 3 0.546073 0.837998 0.822178 11.00000 0.06207 0.06052 = 0.05871 -0.00387 0.00268 -0.00146 N005 3 0.553771 0.640279 0.668844 11.00000 0.09045 0.05543 = 0.05401 -0.00314 0.00742 -0.00866 C006 1 0.442128 0.336562 0.493044 11.00000 0.05171 0.04812 = 0.06139 -0.00093 0.00714 0.00238 C007 1 0.467657 0.411009 0.575579 11.00000 0.05934 0.05134 = 0.05863 0.00078 0.00826 0.00071 C008 1 0.525330 0.574438 0.585949 11.00000 0.05761 0.05105 = 0.05911 -0.00356 0.00687 0.00305 C009 1 0.381052 0.162895 0.488506 11.00000 0.05427 0.05037 = 0.06508 -0.00018 0.00775 0.00221 C00A 1 0.575937 0.653572 0.828083 11.00000 0.08328 0.06412 = 0.06075 0.00493 0.00144 -0.00061 C00B 1 0.518022 0.554796 0.749734 11.00000 0.08714 0.05873 = 0.05885 0.00126 0.00579 -0.00386 C00C 1 0.628824 0.941677 0.881219 11.00000 0.06710 0.07758 = 0.08563 -0.01395 -0.00670 -0.00707 C00D 1 0.270246 -0.055872 0.568144 11.00000 0.08440 0.05918 = 0.09029 -0.00190 0.02345 -0.01864 C00E 1 0.408476 0.878608 0.839373 11.00000 0.06441 0.07540 = 0.11053 -0.01631 0.00394 -0.00549 C00F 1 0.601161 1.129499 0.865280 11.00000 0.08048 0.07011 = 0.12302 -0.00891 0.00114 -0.00569 C00G 1 0.384443 1.067094 0.824428 11.00000 0.07434 0.08241 = 0.13041 -0.02245 -0.00638 0.00924 H007 2 0.448720 0.351123 0.626124 11.00000 0.06010 H00E 2 0.721861 0.910010 0.867132 11.00000 0.08614 H00C 2 0.413350 0.541453 0.752561 11.00000 0.07916 H00A 2 0.542492 0.597511 0.883612 11.00000 0.08357 H00D 2 0.556651 0.437154 0.749143 11.00000 0.07744 H00B 2 0.678857 0.646161 0.827242 11.00000 0.06222 H00L 2 0.615884 1.152714 0.800464 11.00000 0.09718 H00J 2 0.386402 0.835961 0.904308 11.00000 0.12125 H00N 2 0.290084 1.095427 0.838281 11.00000 0.12596 H00O 2 0.408201 1.090319 0.761845 11.00000 0.11609 H00K 2 0.351605 0.814934 0.798285 11.00000 0.10827 H00F 2 0.611469 0.916617 0.948270 11.00000 0.11952 H00G 2 0.183542 -0.051681 0.530797 11.00000 0.14514 H005 2 0.569619 0.751999 0.673999 11.00000 0.08612 H00H 2 0.224904 -0.061307 0.624030 11.00000 0.12023 H00I 2 0.324830 -0.136645 0.540089 11.00000 0.11375 H00M 2 0.650839 1.203086 0.910438 11.00000 0.12438 HKLF 4 REM jyc_a.res in P2(1)/n REM wR2 = 0.2109, GooF = S = 1.106, Restrained GooF = 1.106 for all data REM R1 = 0.0701 for 1504 Fo > 4sig(Fo) and 0.1028 for all 2158 data REM 213 parameters refined using 0 restraints END WGHT 0.1329 0.0306 REM Highest difference peak 0.202, deepest hole -0.301, 1-sigma level 0.073 Q1 1 0.4806 0.5883 0.9818 11.00000 0.05 0.20 ; _shelx_res_checksum 42984 _shelx_fab_file ; -12 0 -2 -0.0743 0.0004 -12 0 0 -0.0648 0.0004 -12 0 2 -0.0421 0.0002 -12 1 -2 -0.0146 0.0004 -12 1 -1 0.0661 -0.0000 -12 1 0 -0.0155 -0.0004 -12 1 1 0.0444 -0.0001 -12 1 2 -0.0206 -0.0010 -11 0 -7 -0.0172 -0.0004 -11 0 -5 0.0448 -0.0009 -11 0 -3 0.0775 -0.0011 -11 0 -1 0.0770 -0.0010 -11 0 1 0.0547 -0.0007 -11 0 3 0.0269 -0.0004 -11 0 5 0.0041 -0.0002 -11 0 7 -0.0107 -0.0001 -11 1 -7 0.0458 -0.0014 -11 1 -6 -0.0335 0.0001 -11 1 -5 0.0372 -0.0012 -11 1 -4 -0.0740 0.0005 -11 1 -3 0.0302 -0.0007 -11 1 -2 -0.0802 0.0006 -11 1 -1 0.0285 0.0000 -11 1 0 -0.0587 0.0005 -11 1 1 0.0323 0.0008 -11 1 2 -0.0265 0.0004 -11 1 3 0.0382 0.0013 -11 1 4 0.0014 0.0003 -11 1 5 0.0416 0.0013 -11 1 6 0.0188 0.0002 -11 1 7 0.0391 0.0010 -11 2 -6 -0.0636 0.0010 -11 2 -5 0.0887 0.0003 -11 2 -4 -0.0489 0.0008 -11 2 -3 0.0886 0.0001 -11 2 -2 -0.0416 0.0002 -11 2 -1 0.0566 -0.0001 -11 2 0 -0.0456 -0.0004 -11 2 1 0.0108 -0.0002 -11 2 2 -0.0576 -0.0010 -11 2 3 -0.0288 -0.0003 -11 2 4 -0.0694 -0.0012 -11 2 5 -0.0511 -0.0003 -11 2 6 -0.0728 -0.0011 -11 2 7 -0.0556 -0.0003 -11 3 -4 -0.1079 -0.0007 -11 3 -3 0.0343 -0.0003 -11 3 -2 -0.0628 -0.0005 -11 3 -1 0.0350 0.0001 -11 3 0 0.0007 -0.0002 -11 3 1 0.0500 0.0006 -11 3 2 0.0579 0.0001 -11 3 3 0.0709 0.0009 -11 3 4 0.0909 0.0003 -11 3 5 0.0860 0.0009 -11 4 0 -0.0208 -0.0003 -11 4 1 -0.0711 0.0002 -10 0 -8 0.0738 0.0008 -10 0 -6 -0.0112 0.0016 -10 0 -4 -0.0684 0.0019 -10 0 -2 -0.0840 0.0017 -10 0 0 -0.0679 0.0012 -10 0 2 -0.0421 0.0007 -10 0 4 -0.0244 0.0003 -10 0 6 -0.0200 0.0001 -10 0 8 -0.0245 0.0001 -10 0 10 -0.0323 0.0002 -10 1 -9 -0.0856 0.0001 -10 1 -8 -0.0666 0.0011 -10 1 -7 -0.0033 -0.0007 -10 1 -6 -0.0575 0.0012 -10 1 -5 0.0626 -0.0012 -10 1 -4 -0.0474 0.0010 -10 1 -3 0.0881 -0.0013 -10 1 -2 -0.0416 0.0003 -10 1 -1 0.0743 -0.0011 -10 1 0 -0.0422 -0.0004 -10 1 1 0.0411 -0.0007 -10 1 2 -0.0466 -0.0010 -10 1 3 0.0118 -0.0005 -10 1 4 -0.0496 -0.0012 -10 1 5 -0.0012 -0.0003 -10 1 6 -0.0466 -0.0011 -10 1 7 0.0014 -0.0002 -10 1 8 -0.0356 -0.0006 -10 1 9 0.0122 -0.0002 -10 1 10 -0.0191 -0.0002 -10 2 -9 0.1108 -0.0007 -10 2 -8 -0.0284 -0.0002 -10 2 -7 0.0995 -0.0009 -10 2 -6 -0.0892 0.0003 -10 2 -5 0.0810 -0.0009 -10 2 -4 -0.1103 0.0006 -10 2 -3 0.0666 -0.0005 -10 2 -2 -0.0854 0.0006 -10 2 -1 0.0636 0.0001 -10 2 0 -0.0323 0.0005 -10 2 1 0.0712 0.0007 -10 2 2 0.0208 0.0004 -10 2 3 0.0818 0.0010 -10 2 4 0.0521 0.0004 -10 2 5 0.0854 0.0010 -10 2 6 0.0560 0.0003 -10 2 7 0.0754 0.0008 -10 2 8 0.0399 0.0003 -10 2 9 0.0521 0.0004 -10 3 -8 -0.1079 0.0005 -10 3 -7 0.1338 0.0004 -10 3 -6 -0.0875 0.0006 -10 3 -5 0.1488 0.0002 -10 3 -4 -0.0662 0.0004 -10 3 -3 0.1119 0.0000 -10 3 -2 -0.0569 0.0001 -10 3 -1 0.0369 -0.0001 -10 3 0 -0.0642 -0.0004 -10 3 1 -0.0452 -0.0002 -10 3 2 -0.0821 -0.0007 -10 3 3 -0.1038 -0.0003 -10 3 4 -0.0978 -0.0008 -10 3 5 -0.1236 -0.0004 -10 3 6 -0.0996 -0.0007 -10 3 7 -0.1081 -0.0003 -10 3 8 -0.0831 -0.0004 -10 4 -6 -0.1776 -0.0006 -10 4 -5 0.0445 -0.0003 -10 4 -4 -0.1400 -0.0005 -10 4 -3 0.0290 -0.0001 -10 4 -2 -0.0558 -0.0003 -10 4 -1 0.0318 0.0001 -10 4 0 0.0459 -0.0001 -10 4 1 0.0517 0.0003 -10 4 2 0.1294 0.0001 -10 4 3 0.0776 0.0004 -10 4 4 0.1702 0.0003 -10 4 5 0.0948 0.0004 -10 4 6 0.1641 0.0004 -10 4 7 0.0940 0.0003 -10 5 -3 0.0708 0.0006 -10 5 -2 0.0065 0.0001 -10 5 -1 -0.0291 0.0004 -10 5 0 -0.0085 -0.0000 -10 5 1 -0.1219 0.0001 -10 5 2 -0.0363 -0.0001 -10 5 3 -0.1778 -0.0002 -9 0 -7 -0.0317 -0.0021 -9 0 -5 0.0478 -0.0024 -9 0 -3 0.0824 -0.0022 -9 0 -1 0.0762 -0.0016 -9 0 1 0.0545 -0.0009 -9 0 3 0.0427 -0.0004 -9 0 5 0.0505 -0.0001 -9 0 7 0.0708 0.0000 -9 0 9 0.0899 -0.0001 -9 0 11 0.1002 -0.0003 -9 1 -8 0.0479 0.0012 -9 1 -7 0.0771 -0.0010 -9 1 -6 -0.0393 0.0018 -9 1 -5 0.0641 -0.0010 -9 1 -4 -0.0869 0.0019 -9 1 -3 0.0534 -0.0006 -9 1 -2 -0.0859 0.0015 -9 1 -1 0.0490 0.0001 -9 1 0 -0.0556 0.0010 -9 1 1 0.0501 0.0007 -9 1 2 -0.0261 0.0006 -9 1 3 0.0518 0.0010 -9 1 4 -0.0176 0.0003 -9 1 5 0.0480 0.0010 -9 1 6 -0.0314 0.0001 -9 1 7 0.0356 0.0007 -9 1 8 -0.0551 0.0001 -9 1 9 0.0156 0.0003 -9 1 10 -0.0755 0.0002 -9 1 11 -0.0068 -0.0000 -9 1 12 -0.0881 0.0003 -9 2 -8 -0.1336 0.0006 -9 2 -7 0.0755 -0.0009 -9 2 -6 -0.1127 0.0008 -9 2 -5 0.1221 -0.0012 -9 2 -4 -0.0906 0.0006 -9 2 -3 0.1131 -0.0011 -9 2 -2 -0.0779 0.0002 -9 2 -1 0.0605 -0.0009 -9 2 0 -0.0777 -0.0004 -9 2 1 -0.0026 -0.0006 -9 2 2 -0.0842 -0.0007 -9 2 3 -0.0443 -0.0004 -9 2 4 -0.0865 -0.0009 -9 2 5 -0.0506 -0.0003 -9 2 6 -0.0754 -0.0007 -9 2 7 -0.0283 -0.0002 -9 2 8 -0.0485 -0.0004 -9 2 9 0.0059 -0.0002 -9 2 10 -0.0118 -0.0001 -9 2 11 0.0385 -0.0001 -9 3 -8 -0.1317 0.0001 -9 3 -7 0.1265 -0.0004 -9 3 -6 -0.1763 0.0004 -9 3 -5 0.0981 -0.0004 -9 3 -4 -0.1605 0.0005 -9 3 -3 0.0767 -0.0002 -9 3 -2 -0.0874 0.0005 -9 3 -1 0.0719 0.0001 -9 3 0 0.0117 0.0004 -9 3 1 0.0820 0.0004 -9 3 2 0.0958 0.0004 -9 3 3 0.0949 0.0006 -9 3 4 0.1366 0.0003 -9 3 5 0.0966 0.0005 -9 3 6 0.1297 0.0003 -9 3 7 0.0786 0.0004 -9 3 8 0.0898 0.0002 -9 3 9 0.0432 0.0001 -9 3 10 0.0378 0.0001 -9 3 11 0.0016 0.0000 -9 4 -8 -0.1047 0.0001 -9 4 -7 0.2130 0.0002 -9 4 -6 -0.0778 0.0002 -9 4 -5 0.2021 0.0000 -9 4 -4 -0.0511 0.0001 -9 4 -3 0.1255 -0.0000 -9 4 -2 -0.0396 0.0000 -9 4 -1 0.0072 -0.0001 -9 4 0 -0.0480 -0.0001 -9 4 1 -0.1103 -0.0002 -9 4 2 -0.0683 -0.0002 -9 4 3 -0.1875 -0.0003 -9 4 4 -0.0852 -0.0002 -9 4 5 -0.2066 -0.0004 -9 4 6 -0.0854 -0.0002 -9 4 7 -0.1747 -0.0003 -9 4 8 -0.0652 -0.0001 -9 4 9 -0.1141 -0.0001 -9 5 -7 0.0448 0.0001 -9 5 -6 -0.2044 -0.0004 -9 5 -5 0.0188 -0.0000 -9 5 -4 -0.1454 -0.0003 -9 5 -3 0.0013 -0.0000 -9 5 -2 -0.0356 -0.0002 -9 5 -1 0.0029 -0.0000 -9 5 0 0.0893 -0.0001 -9 5 1 0.0220 -0.0001 -9 5 2 0.1875 0.0001 -9 5 3 0.0469 -0.0001 -9 5 4 0.2308 0.0003 -9 5 5 0.0632 -0.0001 -9 5 6 0.2158 0.0003 -9 5 7 0.0624 -0.0001 -9 6 -3 0.0469 0.0004 -9 6 -2 0.0284 0.0001 -9 6 -1 -0.0565 0.0003 -9 6 0 0.0181 0.0002 -9 6 1 -0.1498 0.0001 -9 6 2 -0.0035 0.0003 -9 6 3 -0.2025 -0.0002 -9 6 4 -0.0253 0.0003 -8 0 -6 -0.0232 0.0027 -8 0 -4 -0.0741 0.0024 -8 0 -2 -0.0774 0.0017 -8 0 0 -0.0586 0.0009 -8 0 2 -0.0507 0.0003 -8 0 4 -0.0705 -0.0001 -8 0 6 -0.1096 -0.0002 -8 0 8 -0.1456 -0.0001 -8 0 10 -0.1605 0.0000 -8 0 12 -0.1529 0.0002 -8 1 -7 0.0124 -0.0021 -8 1 -6 -0.0782 0.0007 -8 1 -5 0.0787 -0.0022 -8 1 -4 -0.0625 0.0006 -8 1 -3 0.0917 -0.0017 -8 1 -2 -0.0522 0.0002 -8 1 -1 0.0655 -0.0011 -8 1 0 -0.0486 -0.0003 -8 1 1 0.0349 -0.0005 -8 1 2 -0.0477 -0.0006 -8 1 3 0.0296 -0.0001 -8 1 4 -0.0431 -0.0007 -8 1 5 0.0550 0.0000 -8 1 6 -0.0299 -0.0005 -8 1 7 0.0946 0.0001 -8 1 8 -0.0076 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0.0000 1 1 2 0.0808 0.0037 1 1 3 0.0022 0.0001 1 1 4 -0.0524 0.0049 1 1 5 -0.0167 0.0001 1 1 6 -0.1704 0.0044 1 1 7 -0.0466 0.0001 1 1 8 -0.1949 0.0028 1 1 9 -0.0795 0.0001 1 1 10 -0.1103 0.0008 1 1 11 -0.1038 0.0001 1 1 12 0.0296 -0.0006 1 1 13 -0.1112 0.0001 1 1 14 0.1411 -0.0012 1 1 15 -0.1001 0.0001 1 1 16 0.1651 -0.0010 1 1 17 -0.0760 0.0001 1 2 1 -0.1267 -0.0022 1 2 2 -0.0200 -0.0000 1 2 3 -0.0262 -0.0037 1 2 4 -0.0013 -0.0000 1 2 5 0.0988 -0.0039 1 2 6 0.0403 -0.0001 1 2 7 0.1653 -0.0029 1 2 8 0.0961 -0.0001 1 2 9 0.1296 -0.0012 1 2 10 0.1471 -0.0001 1 2 11 0.0145 0.0003 1 2 12 0.1745 -0.0001 1 2 13 -0.1091 0.0010 1 2 14 0.1692 -0.0001 1 2 15 -0.1707 0.0010 1 2 16 0.1358 -0.0001 1 2 17 -0.1439 0.0006 1 3 1 0.0393 -0.0000 1 3 2 0.0822 0.0022 1 3 3 0.0362 -0.0000 1 3 4 -0.0252 0.0028 1 3 5 0.0051 0.0000 1 3 6 -0.1099 0.0023 1 3 7 -0.0518 0.0001 1 3 8 -0.1161 0.0011 1 3 9 -0.1157 0.0001 1 3 10 -0.0389 -0.0001 1 3 11 -0.1617 0.0001 1 3 12 0.0738 -0.0009 1 3 13 -0.1720 0.0001 1 3 14 0.1548 -0.0009 1 3 15 -0.1450 0.0001 1 3 16 0.1618 -0.0005 1 3 17 -0.0946 0.0001 1 4 1 -0.1006 -0.0009 1 4 2 -0.0634 0.0000 1 4 3 -0.0234 -0.0015 1 4 4 -0.0561 0.0000 1 4 5 0.0566 -0.0014 1 4 6 -0.0182 -0.0001 1 4 7 0.0872 -0.0007 1 4 8 0.0385 -0.0002 1 4 9 0.0469 0.0002 1 4 10 0.0899 -0.0003 1 4 11 -0.0399 0.0008 1 4 12 0.1135 -0.0003 1 4 13 -0.1205 0.0009 1 4 14 0.1007 -0.0003 1 4 15 -0.1493 0.0005 1 4 16 0.0603 -0.0001 1 5 1 0.0686 -0.0001 1 5 2 0.0341 0.0005 1 5 3 0.0836 -0.0000 1 5 4 -0.0263 0.0005 1 5 5 0.0723 0.0001 1 5 6 -0.0618 0.0001 1 5 7 0.0373 0.0002 1 5 8 -0.0472 -0.0004 1 5 9 -0.0042 0.0004 1 5 10 0.0105 -0.0008 1 5 11 -0.0310 0.0005 1 5 12 0.0765 -0.0008 1 5 13 -0.0306 0.0005 1 5 14 0.1117 -0.0005 1 5 15 -0.0055 0.0003 1 6 1 -0.0118 0.0000 1 6 2 -0.0799 0.0001 1 6 3 0.0250 0.0000 1 6 4 -0.0884 -0.0000 1 6 5 0.0513 0.0002 1 6 6 -0.0766 -0.0002 1 6 7 0.0475 0.0005 1 6 8 -0.0530 -0.0005 1 6 9 0.0124 0.0007 1 6 10 -0.0329 -0.0007 1 6 11 -0.0340 0.0006 1 6 12 -0.0283 -0.0007 1 6 13 -0.0637 0.0004 1 7 1 0.0567 -0.0001 1 7 2 -0.0432 -0.0002 1 7 3 0.0714 -0.0000 1 7 4 -0.0550 -0.0003 1 7 5 0.0737 0.0002 1 7 6 -0.0504 -0.0004 1 7 7 0.0660 0.0004 1 7 8 -0.0273 -0.0004 1 7 9 0.0564 0.0007 1 7 10 0.0029 -0.0004 1 7 11 0.0532 0.0008 1 8 1 0.0627 0.0001 1 8 2 -0.0417 0.0001 1 8 3 0.0629 0.0001 1 8 4 -0.0467 -0.0000 1 8 5 0.0528 0.0002 1 8 6 -0.0468 -0.0003 1 8 7 0.0331 0.0001 1 8 8 -0.0453 -0.0006 1 8 9 0.0119 0.0001 1 9 1 0.0173 -0.0002 1 9 2 -0.0622 0.0000 1 9 3 0.0189 -0.0001 1 9 4 -0.0488 0.0000 2 0 2 0.0627 0.0044 2 0 4 -0.0581 0.0051 2 0 6 -0.1623 0.0043 2 0 8 -0.1789 0.0024 2 0 10 -0.0990 0.0005 2 0 12 0.0216 -0.0008 2 0 14 0.1039 -0.0012 2 0 16 0.0996 -0.0010 2 1 2 -0.0109 -0.0001 2 1 3 -0.0054 -0.0047 2 1 4 0.0029 -0.0001 2 1 5 0.1171 -0.0046 2 1 6 0.0286 -0.0000 2 1 7 0.1806 -0.0032 2 1 8 0.0611 0.0000 2 1 9 0.1441 -0.0013 2 1 10 0.0901 0.0001 2 1 11 0.0346 0.0003 2 1 12 0.1055 0.0001 2 1 13 -0.0748 0.0011 2 1 14 0.1029 0.0001 2 1 15 -0.1159 0.0010 2 1 16 0.0849 0.0001 2 1 17 -0.0701 0.0006 2 2 2 0.0604 0.0035 2 2 3 0.0223 0.0000 2 2 4 -0.0595 0.0039 2 2 5 -0.0105 0.0000 2 2 6 -0.1543 0.0032 2 2 7 -0.0621 -0.0000 2 2 8 -0.1630 0.0016 2 2 9 -0.1174 -0.0001 2 2 10 -0.0822 0.0001 2 2 11 -0.1570 -0.0001 2 2 12 0.0337 -0.0008 2 2 13 -0.1673 -0.0001 2 2 14 0.1116 -0.0009 2 2 15 -0.1470 -0.0001 2 2 16 0.1088 -0.0006 2 2 17 -0.1072 -0.0000 2 3 2 -0.0601 0.0000 2 3 3 0.0044 -0.0027 2 3 4 -0.0392 0.0001 2 3 5 0.1113 -0.0024 2 3 6 0.0097 0.0000 2 3 7 0.1561 -0.0014 2 3 8 0.0746 0.0000 2 3 9 0.1125 -0.0002 2 3 10 0.1322 0.0000 2 3 11 0.0105 0.0006 2 3 12 0.1609 0.0000 2 3 13 -0.0858 0.0008 2 3 14 0.1521 0.0000 2 3 15 -0.1213 0.0005 2 3 16 0.1134 0.0000 2 4 2 0.0353 0.0014 2 4 3 0.0895 -0.0001 2 4 4 -0.0660 0.0014 2 4 5 0.0606 -0.0001 2 4 6 -0.1308 0.0008 2 4 7 0.0064 0.0000 2 4 8 -0.1219 0.0000 2 4 9 -0.0533 0.0001 2 4 10 -0.0471 -0.0006 2 4 11 -0.0940 0.0002 2 4 12 0.0465 -0.0008 2 4 13 -0.1006 0.0002 2 4 14 0.1046 -0.0005 2 4 15 -0.0744 0.0001 2 4 16 0.1002 -0.0000 2 5 2 -0.1150 0.0001 2 5 3 0.0323 -0.0005 2 5 4 -0.1101 0.0001 2 5 5 0.0987 -0.0002 2 5 6 -0.0786 -0.0000 2 5 7 0.1126 0.0003 2 5 8 -0.0323 -0.0002 2 5 9 0.0677 0.0007 2 5 10 0.0079 -0.0003 2 5 11 -0.0078 0.0008 2 5 12 0.0245 -0.0004 2 5 13 -0.0692 0.0005 2 5 14 0.0133 -0.0003 2 6 2 -0.0192 -0.0001 2 6 3 0.1200 -0.0002 2 6 4 -0.0720 -0.0002 2 6 5 0.1100 -0.0000 2 6 6 -0.0927 -0.0005 2 6 7 0.0834 0.0002 2 6 8 -0.0700 -0.0007 2 6 9 0.0539 0.0004 2 6 10 -0.0180 -0.0006 2 6 11 0.0363 0.0006 2 6 12 0.0323 -0.0004 2 6 13 0.0371 0.0006 2 7 2 -0.0967 0.0002 2 7 3 0.0579 0.0003 2 7 4 -0.0980 0.0001 2 7 5 0.0720 0.0004 2 7 6 -0.0872 -0.0001 2 7 7 0.0592 0.0005 2 7 8 -0.0710 -0.0004 2 7 9 0.0259 0.0004 2 7 10 -0.0588 -0.0006 2 7 11 -0.0082 0.0002 2 8 2 -0.0545 -0.0003 2 8 3 0.0623 -0.0002 2 8 4 -0.0564 -0.0003 2 8 5 0.0585 -0.0001 2 8 6 -0.0435 -0.0003 2 8 7 0.0517 0.0002 2 8 8 -0.0201 -0.0002 2 9 2 -0.0267 0.0003 2 9 3 0.0447 0.0001 3 0 3 0.0102 -0.0044 3 0 5 0.1100 -0.0039 3 0 7 0.1542 -0.0023 3 0 9 0.1114 -0.0005 3 0 11 0.0138 0.0008 3 0 13 -0.0687 0.0012 3 0 15 -0.0786 0.0009 3 0 17 -0.0097 0.0004 3 1 3 0.0015 0.0001 3 1 4 -0.0685 0.0041 3 1 5 -0.0195 0.0000 3 1 6 -0.1486 0.0030 3 1 7 -0.0494 -0.0001 3 1 8 -0.1483 0.0013 3 1 9 -0.0801 -0.0002 3 1 10 -0.0696 -0.0002 3 1 11 -0.1012 -0.0003 3 1 12 0.0309 -0.0010 3 1 13 -0.1058 -0.0004 3 1 14 0.0837 -0.0009 3 1 15 -0.0939 -0.0003 3 1 16 0.0547 -0.0005 3 1 17 -0.0713 -0.0002 3 2 3 0.0263 -0.0034 3 2 4 -0.0022 0.0000 3 2 5 0.1313 -0.0029 3 2 6 0.0426 0.0001 3 2 7 0.1732 -0.0016 3 2 8 0.0974 0.0002 3 2 9 0.1269 -0.0002 3 2 10 0.1444 0.0002 3 2 11 0.0262 0.0007 3 2 12 0.1670 0.0003 3 2 13 -0.0609 0.0008 3 2 14 0.1590 0.0003 3 2 15 -0.0804 0.0005 3 2 16 0.1268 0.0002 3 2 17 -0.0260 0.0000 3 3 3 0.0510 -0.0001 3 3 4 -0.0995 0.0022 3 3 5 0.0116 -0.0001 3 3 6 -0.1765 0.0013 3 3 7 -0.0492 -0.0001 3 3 8 -0.1694 0.0003 3 3 9 -0.1123 -0.0002 3 3 10 -0.0877 -0.0005 3 3 11 -0.1545 -0.0002 3 3 12 0.0143 -0.0007 3 3 13 -0.1616 -0.0002 3 3 14 0.0749 -0.0004 3 3 15 -0.1347 -0.0001 3 3 16 0.0647 0.0001 3 4 3 0.0555 -0.0012 3 4 4 -0.0793 0.0002 3 4 5 0.1532 -0.0008 3 4 6 -0.0312 0.0002 3 4 7 0.1824 -0.0000 3 4 8 0.0307 0.0001 3 4 9 0.1325 0.0005 3 4 10 0.0828 0.0000 3 4 11 0.0383 0.0007 3 4 12 0.1054 -0.0000 3 4 13 -0.0434 0.0004 3 4 14 0.0929 -0.0000 3 4 15 -0.0707 -0.0001 3 5 3 0.1254 -0.0002 3 5 4 -0.1103 0.0002 3 5 5 0.0991 -0.0002 3 5 6 -0.1620 -0.0003 3 5 7 0.0527 -0.0001 3 5 8 -0.1448 -0.0006 3 5 9 0.0043 0.0001 3 5 10 -0.0747 -0.0007 3 5 11 -0.0257 0.0002 3 5 12 0.0048 -0.0004 3 5 13 -0.0273 0.0002 3 5 14 0.0511 0.0000 3 6 3 0.0654 0.0002 3 6 4 -0.1256 0.0002 3 6 5 0.1197 0.0005 3 6 6 -0.0987 0.0001 3 6 7 0.1242 0.0006 3 6 8 -0.0635 -0.0001 3 6 9 0.0818 0.0006 3 6 10 -0.0359 -0.0003 3 6 11 0.0204 0.0004 3 6 12 -0.0267 -0.0004 3 6 13 -0.0249 0.0000 3 7 3 0.1097 -0.0003 3 7 4 -0.0757 -0.0005 3 7 5 0.0967 -0.0002 3 7 6 -0.0855 -0.0005 3 7 7 0.0759 0.0000 3 7 8 -0.0627 -0.0005 3 7 9 0.0566 0.0003 3 7 10 -0.0230 -0.0003 3 7 11 0.0471 0.0005 3 8 3 0.0458 0.0004 3 8 4 -0.0632 0.0003 3 8 5 0.0483 0.0004 3 8 6 -0.0517 0.0001 3 8 7 0.0330 0.0003 3 8 8 -0.0409 -0.0002 4 0 4 -0.0692 0.0029 4 0 6 -0.1197 0.0016 4 0 8 -0.0996 0.0001 4 0 10 -0.0197 -0.0009 4 0 12 0.0630 -0.0012 4 0 14 0.0874 -0.0008 4 0 16 0.0323 -0.0003 4 1 4 0.0189 -0.0000 4 1 5 0.1141 -0.0022 4 1 6 0.0447 0.0000 4 1 7 0.1335 -0.0008 4 1 8 0.0745 0.0002 4 1 9 0.0783 0.0005 4 1 10 0.0987 0.0004 4 1 11 -0.0136 0.0010 4 1 12 0.1089 0.0005 4 1 13 -0.0770 0.0009 4 1 14 0.1024 0.0005 4 1 15 -0.0664 0.0004 4 1 16 0.0829 0.0004 4 2 4 -0.1056 0.0021 4 2 5 -0.0377 -0.0001 4 2 6 -0.1672 0.0010 4 2 7 -0.0881 -0.0002 4 2 8 -0.1494 -0.0001 4 2 9 -0.1375 -0.0003 4 2 10 -0.0659 -0.0008 4 2 11 -0.1685 -0.0004 4 2 12 0.0265 -0.0008 4 2 13 -0.1709 -0.0005 4 2 14 0.0673 -0.0004 4 2 15 -0.1462 -0.0004 4 2 16 0.0341 0.0002 4 3 4 -0.0123 0.0001 4 3 5 0.1775 -0.0009 4 3 6 0.0406 0.0002 4 3 7 0.2051 0.0000 4 3 8 0.1031 0.0003 4 3 9 0.1495 0.0007 4 3 10 0.1533 0.0003 4 3 11 0.0503 0.0008 4 3 12 0.1729 0.0004 4 3 13 -0.0305 0.0004 4 3 14 0.1571 0.0003 4 3 15 -0.0495 -0.0002 4 3 16 0.1161 0.0002 4 4 4 -0.1497 0.0005 4 4 5 0.0358 -0.0002 4 4 6 -0.2186 -0.0001 4 4 7 -0.0228 -0.0003 4 4 8 -0.2032 -0.0006 4 4 9 -0.0804 -0.0002 4 4 10 -0.1216 -0.0007 4 4 11 -0.1147 -0.0002 4 4 12 -0.0259 -0.0004 4 4 13 -0.1143 -0.0001 4 4 14 0.0319 0.0002 4 4 15 -0.0840 -0.0001 4 5 4 -0.0994 0.0003 4 5 5 0.1831 0.0003 4 5 6 -0.0569 0.0003 4 5 7 0.2051 0.0006 4 5 8 -0.0057 0.0002 4 5 9 0.1563 0.0007 4 5 10 0.0336 0.0001 4 5 11 0.0720 0.0004 4 5 12 0.0461 -0.0000 4 5 13 0.0002 -0.0001 4 5 14 0.0309 -0.0001 4 6 4 -0.1177 -0.0004 4 6 5 0.0995 -0.0003 4 6 6 -0.1597 -0.0006 4 6 7 0.0626 -0.0002 4 6 8 -0.1427 -0.0006 4 6 9 0.0283 0.0000 4 6 10 -0.0848 -0.0004 4 6 11 0.0106 0.0002 4 6 12 -0.0225 0.0000 4 7 4 -0.0960 0.0004 4 7 5 0.0945 0.0005 4 7 6 -0.0727 0.0002 4 7 7 0.0950 0.0005 4 7 8 -0.0484 0.0000 4 7 9 0.0630 0.0003 4 7 10 -0.0330 -0.0002 4 8 4 -0.0405 -0.0004 4 8 5 0.0474 -0.0003 4 8 6 -0.0421 -0.0003 4 8 7 0.0322 -0.0001 5 0 5 0.0913 -0.0006 5 0 7 0.0800 0.0006 5 0 9 0.0097 0.0014 5 0 11 -0.0769 0.0014 5 0 13 -0.1199 0.0009 5 0 15 -0.0850 0.0001 5 1 5 -0.0454 0.0001 5 1 6 -0.1142 -0.0001 5 1 7 -0.0722 -0.0000 5 1 8 -0.0732 -0.0011 5 1 9 -0.0970 -0.0003 5 1 10 0.0136 -0.0014 5 1 11 -0.1109 -0.0005 5 1 12 0.0893 -0.0010 5 1 13 -0.1090 -0.0006 5 1 14 0.1013 -0.0003 5 1 15 -0.0928 -0.0006 5 1 16 0.0389 0.0004 5 2 5 0.1529 -0.0002 5 2 6 0.0868 0.0001 5 2 7 0.1566 0.0007 5 2 8 0.1343 0.0002 5 2 9 0.0894 0.0012 5 2 10 0.1699 0.0004 5 2 11 -0.0054 0.0010 5 2 12 0.1803 0.0006 5 2 13 -0.0674 0.0004 5 2 14 0.1628 0.0006 5 2 15 -0.0598 -0.0003 5 3 5 -0.0446 -0.0002 5 3 6 -0.2187 -0.0005 5 3 7 -0.1016 -0.0003 5 3 8 -0.1924 -0.0010 5 3 9 -0.1544 -0.0004 5 3 10 -0.1041 -0.0010 5 3 11 -0.1828 -0.0004 5 3 12 -0.0097 -0.0004 5 3 13 -0.1768 -0.0005 5 3 14 0.0381 0.0003 5 3 15 -0.1412 -0.0004 5 4 5 0.2243 0.0004 5 4 6 0.0258 0.0003 5 4 7 0.2489 0.0009 5 4 8 0.0830 0.0003 5 4 9 0.1924 0.0009 5 4 10 0.1246 0.0003 5 4 11 0.0953 0.0004 5 4 12 0.1345 0.0003 5 4 13 0.0132 -0.0002 5 4 14 0.1112 0.0002 5 5 5 0.0491 -0.0003 5 5 6 -0.2352 -0.0007 5 5 7 0.0003 -0.0003 5 5 8 -0.2212 -0.0007 5 5 9 -0.0438 -0.0002 5 5 10 -0.1483 -0.0004 5 5 11 -0.0651 -0.0002 5 5 12 -0.0622 0.0001 5 5 13 -0.0569 -0.0001 5 6 5 0.1648 0.0006 5 6 6 -0.0550 0.0003 5 6 7 0.1844 0.0006 5 6 8 -0.0178 0.0002 5 6 9 0.1461 0.0003 5 6 10 0.0065 0.0001 5 6 11 0.0800 -0.0001 5 7 5 0.0652 -0.0004 5 7 6 -0.1099 -0.0004 5 7 7 0.0385 -0.0002 5 7 8 -0.0985 -0.0002 5 7 9 0.0183 -0.0000 5 8 5 0.0391 0.0003 6 0 6 -0.0669 -0.0015 6 0 8 -0.0009 -0.0020 6 0 10 0.0923 -0.0018 6 0 12 0.1573 -0.0010 6 0 14 0.1502 -0.0000 6 1 6 0.0709 -0.0002 6 1 7 0.0681 0.0018 6 1 8 0.0942 -0.0000 6 1 9 -0.0157 0.0019 6 1 10 0.1101 0.0003 6 1 11 -0.1045 0.0013 6 1 12 0.1120 0.0005 6 1 13 -0.1432 0.0003 6 1 14 0.0993 0.0007 6 1 15 -0.1060 -0.0005 6 2 6 -0.1551 -0.0015 6 2 7 -0.1311 -0.0000 6 2 8 -0.1045 -0.0018 6 2 9 -0.1675 -0.0002 6 2 10 -0.0109 -0.0014 6 2 11 -0.1838 -0.0005 6 2 12 0.0699 -0.0005 6 2 13 -0.1732 -0.0006 6 2 14 0.0913 0.0004 6 2 15 -0.1402 -0.0006 6 3 6 0.1023 0.0001 6 3 7 0.2152 0.0015 6 3 8 0.1527 0.0002 6 3 9 0.1458 0.0013 6 3 10 0.1864 0.0004 6 3 11 0.0470 0.0006 6 3 12 0.1891 0.0005 6 3 13 -0.0253 -0.0002 6 3 14 0.1601 0.0005 6 4 6 -0.2628 -0.0011 6 4 7 -0.0850 -0.0003 6 4 8 -0.2408 -0.0011 6 4 9 -0.1293 -0.0004 6 4 10 -0.1567 -0.0006 6 4 11 -0.1475 -0.0004 6 4 12 -0.0616 0.0001 6 4 13 -0.1321 -0.0004 6 5 6 0.0063 0.0003 6 5 7 0.2559 0.0008 6 5 8 0.0505 0.0003 6 5 9 0.2096 0.0005 6 5 10 0.0781 0.0003 6 5 11 0.1247 -0.0001 6 5 12 0.0775 0.0002 6 6 6 -0.1946 -0.0005 6 6 7 0.0099 -0.0003 6 6 8 -0.1883 -0.0003 6 6 9 -0.0186 -0.0002 6 6 10 -0.1342 0.0001 6 7 6 -0.0311 0.0003 6 7 7 0.1161 0.0001 7 0 7 0.0050 0.0025 7 0 9 -0.0925 0.0021 7 0 11 -0.1784 0.0011 7 0 13 -0.2035 -0.0000 7 1 7 -0.0883 0.0004 7 1 8 0.0080 -0.0024 7 1 9 -0.1045 0.0001 7 1 10 0.1063 -0.0016 7 1 11 -0.1096 -0.0002 7 1 12 0.1712 -0.0005 7 1 13 -0.1006 -0.0005 7 1 14 0.1656 0.0006 7 2 7 0.1158 0.0023 7 2 8 0.1579 -0.0001 7 2 9 0.0299 0.0018 7 2 10 0.1779 0.0002 7 2 11 -0.0631 0.0008 7 2 12 0.1740 0.0004 7 2 13 -0.1124 -0.0003 7 2 14 0.1465 0.0005 7 3 7 -0.1437 -0.0000 7 3 8 -0.1737 -0.0017 7 3 9 -0.1790 -0.0002 7 3 10 -0.0823 -0.0009 7 3 11 -0.1892 -0.0004 7 3 12 0.0054 0.0001 7 3 13 -0.1683 -0.0005 7 4 7 0.2595 0.0013 7 4 8 0.1238 0.0002 7 4 9 0.2013 0.0008 7 4 10 0.1479 0.0003 7 4 11 0.1083 0.0000 7 4 12 0.1413 0.0004 7 5 7 -0.0488 -0.0003 7 5 8 -0.2430 -0.0005 7 5 9 -0.0798 -0.0003 7 5 10 -0.1756 -0.0000 7 5 11 -0.0868 -0.0003 7 6 7 0.1994 0.0002 7 6 8 0.0212 0.0003 7 6 9 0.1704 -0.0001 8 0 8 0.0706 -0.0022 8 0 10 0.1694 -0.0012 8 0 12 0.2241 -0.0000 8 1 8 0.0934 -0.0006 8 1 9 -0.0862 0.0018 8 1 10 0.1007 -0.0002 8 1 11 -0.1704 0.0006 8 1 12 0.0957 0.0002 8 1 13 -0.1966 -0.0005 8 2 8 -0.0531 -0.0021 8 2 9 -0.1609 0.0002 8 2 10 0.0411 -0.0011 8 2 11 -0.1632 -0.0001 8 2 12 0.1110 0.0001 8 3 8 0.1586 -0.0001 8 3 9 0.1125 0.0012 8 3 10 0.1746 0.0001 8 3 11 0.0228 0.0002 8 3 12 0.1629 0.0003 8 4 8 -0.2215 -0.0010 8 4 9 -0.1332 -0.0002 8 4 10 -0.1457 -0.0002 8 4 11 -0.1355 -0.0003 8 5 8 0.0679 0.0002 8 5 9 0.2032 0.0001 9 0 9 -0.1305 0.0011 9 0 11 -0.2044 -0.0000 9 1 9 -0.0858 0.0007 9 1 10 0.1384 -0.0007 9 1 11 -0.0847 0.0003 9 2 9 -0.0071 0.0012 9 2 10 0.1412 -0.0003 9 2 11 -0.0850 0.0001 9 3 9 -0.1461 0.0002 9 3 10 -0.0542 -0.0004 9 4 9 0.1654 0.0004 10 0 10 0.1521 0.0002 0 0 0 0.0 0.0 ; _shelx_fab_checksum 53632 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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 0.33044(16) 0.1136(2) 0.56579(10) 0.0676(5) Uani 1 1 d . . . . . O002 O 0.3751(2) 0.0722(2) 0.42328(12) 0.0765(6) Uani 1 1 d . . . . . O003 O 0.4669(2) 1.1713(3) 0.87876(15) 0.0902(7) Uani 1 1 d . . . . . N004 N 0.54607(19) 0.8380(2) 0.82218(13) 0.0604(5) Uani 1 1 d . . . . . N005 N 0.5538(2) 0.6403(3) 0.66884(13) 0.0666(6) Uani 1 1 d . . . . . C006 C 0.4421(2) 0.3366(3) 0.49304(15) 0.0537(6) Uani 1 1 d . . . . . C007 C 0.4677(2) 0.4110(3) 0.57558(16) 0.0563(6) Uani 1 1 d . . . . . C008 C 0.5253(2) 0.5744(3) 0.58595(15) 0.0558(6) Uani 1 1 d . . . . . C009 C 0.3811(2) 0.1629(3) 0.48851(15) 0.0565(6) Uani 1 1 d . . . . . C00A C 0.5759(3) 0.6536(3) 0.82808(18) 0.0694(7) Uani 1 1 d . . . . . C00B C 0.5180(3) 0.5548(3) 0.74973(17) 0.0682(7) Uani 1 1 d . . . . . C00C C 0.6288(3) 0.9417(4) 0.8812(2) 0.0769(8) Uani 1 1 d . . . . . C00D C 0.2702(3) -0.0559(4) 0.5681(2) 0.0777(8) Uani 1 1 d . . . . . C00E C 0.4085(3) 0.8786(4) 0.8394(3) 0.0834(9) Uani 1 1 d . . . . . C00F C 0.6012(3) 1.1295(4) 0.8653(3) 0.0912(10) Uani 1 1 d . . . . . C00G C 0.3844(4) 1.0671(5) 0.8244(3) 0.0958(11) Uani 1 1 d . . . . . H007 H 0.449(2) 0.351(3) 0.6261(18) 0.060(7) Uiso 1 1 d . . . . . H00E H 0.722(3) 0.910(4) 0.867(2) 0.086(9) Uiso 1 1 d . . . . . H00C H 0.413(3) 0.541(4) 0.7526(19) 0.079(8) Uiso 1 1 d . . . . . H00A H 0.542(3) 0.598(4) 0.884(2) 0.084(8) Uiso 1 1 d . . . . . H00D H 0.557(3) 0.437(4) 0.7491(19) 0.077(8) Uiso 1 1 d . . . . . H00B H 0.679(3) 0.646(3) 0.8272(16) 0.062(6) Uiso 1 1 d . . . . . H00L H 0.616(3) 1.153(4) 0.800(3) 0.097(11) Uiso 1 1 d . . . . . H00J H 0.386(4) 0.836(5) 0.904(3) 0.121(12) Uiso 1 1 d . . . . . H00N H 0.290(4) 1.095(6) 0.838(3) 0.126(13) Uiso 1 1 d . . . . . H00O H 0.408(4) 1.090(5) 0.762(3) 0.116(13) Uiso 1 1 d . . . . . H00K H 0.352(3) 0.815(5) 0.798(3) 0.108(11) Uiso 1 1 d . . . . . H00F H 0.611(4) 0.917(5) 0.948(3) 0.120(12) Uiso 1 1 d . . . . . H00G H 0.184(5) -0.052(6) 0.531(3) 0.145(16) Uiso 1 1 d . . . . . H005 H 0.570(3) 0.752(5) 0.674(2) 0.086(9) Uiso 1 1 d . . . . . H00H H 0.225(4) -0.061(5) 0.624(3) 0.120(12) Uiso 1 1 d . . . . . H00I H 0.325(4) -0.137(5) 0.540(3) 0.114(12) Uiso 1 1 d . . . . . H00M H 0.651(4) 1.203(6) 0.910(3) 0.124(12) Uiso 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 0.0770(11) 0.0551(9) 0.0717(11) -0.0029(7) 0.0206(8) -0.0119(8) O002 0.1040(14) 0.0589(10) 0.0669(11) -0.0071(8) 0.0099(9) -0.0158(9) O003 0.0864(13) 0.0758(13) 0.1083(16) -0.0242(11) 0.0039(11) 0.0026(10) N004 0.0621(11) 0.0605(12) 0.0587(11) -0.0039(8) 0.0027(8) -0.0015(8) N005 0.0904(14) 0.0554(12) 0.0540(11) -0.0031(8) 0.0074(9) -0.0087(10) C006 0.0517(11) 0.0481(11) 0.0614(13) -0.0009(9) 0.0071(9) 0.0024(9) C007 0.0593(12) 0.0513(12) 0.0586(13) 0.0008(10) 0.0083(10) 0.0007(9) C008 0.0576(12) 0.0511(11) 0.0591(13) -0.0036(9) 0.0069(9) 0.0030(9) C009 0.0543(12) 0.0504(12) 0.0651(14) -0.0002(10) 0.0077(10) 0.0022(9) C00A 0.0833(18) 0.0641(15) 0.0607(15) 0.0049(11) 0.0014(12) -0.0006(12) C00B 0.0871(18) 0.0587(14) 0.0588(14) 0.0013(10) 0.0058(12) -0.0039(13) C00C 0.0671(16) 0.0776(17) 0.086(2) -0.0139(14) -0.0067(14) -0.0071(13) C00D 0.0844(19) 0.0592(15) 0.090(2) -0.0019(13) 0.0235(16) -0.0186(14) C00E 0.0644(16) 0.0754(18) 0.111(2) -0.0163(17) 0.0039(15) -0.0055(13) C00F 0.0805(19) 0.0701(17) 0.123(3) -0.0089(19) 0.0011(18) -0.0057(14) C00G 0.0743(18) 0.082(2) 0.130(3) -0.022(2) -0.0064(19) 0.0092(15) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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 C009 O001 C00D 116.7(2) . . ? C00G O003 C00F 110.1(3) . . ? C00C N004 C00A 112.8(2) . . ? C00C N004 C00E 108.3(2) . . ? C00E N004 C00A 113.4(2) . . ? C008 N005 C00B 123.1(2) . . ? C008 N005 H005 119(2) . . ? C00B N005 H005 115(2) . . ? C007 C006 C008 120.3(2) . 3_666 ? C007 C006 C009 119.25(19) . . ? C008 C006 C009 120.44(19) 3_666 . ? C006 C007 C008 123.0(2) . . ? C006 C007 H007 119.6(15) . . ? C008 C007 H007 117.4(15) . . ? N005 C008 C006 122.2(2) . 3_666 ? N005 C008 C007 121.1(2) . . ? C007 C008 C006 116.7(2) . 3_666 ? O001 C009 C006 112.74(19) . . ? O002 C009 O001 121.8(2) . . ? O002 C009 C006 125.5(2) . . ? N004 C00A C00B 111.8(2) . . ? N004 C00A H00A 113.6(17) . . ? N004 C00A H00B 104.9(13) . . ? C00B C00A H00A 107.3(17) . . ? C00B C00A H00B 109.5(13) . . ? H00A C00A H00B 110(2) . . ? N005 C00B C00A 109.0(2) . . ? N005 C00B H00C 110.2(16) . . ? N005 C00B H00D 108.1(16) . . ? C00A C00B H00C 112.8(16) . . ? C00A C00B H00D 109.0(17) . . ? H00C C00B H00D 108(2) . . ? N004 C00C C00F 109.6(3) . . ? N004 C00C H00E 105.6(18) . . ? N004 C00C H00F 112(2) . . ? C00F C00C H00E 112.2(19) . . ? C00F C00C H00F 107(2) . . ? H00E C00C H00F 110(3) . . ? O001 C00D H00G 108(3) . . ? O001 C00D H00H 106(2) . . ? O001 C00D H00I 110(2) . . ? H00G C00D H00H 94(3) . . ? H00G C00D H00I 106(4) . . ? H00H C00D H00I 131(3) . . ? N004 C00E C00G 109.7(3) . . ? N004 C00E H00J 108(2) . . ? N004 C00E H00K 109(2) . . ? C00G C00E H00J 114(2) . . ? C00G C00E H00K 108(2) . . ? H00J C00E H00K 107(3) . . ? O003 C00F C00C 112.1(3) . . ? O003 C00F H00L 105(2) . . ? O003 C00F H00M 104(2) . . ? C00C C00F H00L 107(2) . . ? C00C C00F H00M 111(2) . . ? H00L C00F H00M 118(3) . . ? O003 C00G C00E 112.3(3) . . ? O003 C00G H00N 108(2) . . ? O003 C00G H00O 107(2) . . ? C00E C00G H00N 110(2) . . ? C00E C00G H00O 106(2) . . ? H00N C00G H00O 114(3) . . ? 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 C009 1.334(3) . ? O001 C00D 1.447(3) . ? O002 C009 1.207(3) . ? O003 C00F 1.414(4) . ? O003 C00G 1.409(4) . ? N004 C00A 1.462(3) . ? N004 C00C 1.450(3) . ? N004 C00E 1.454(4) . ? N005 C008 1.372(3) . ? N005 C00B 1.437(3) . ? N005 H005 0.88(4) . ? C006 C007 1.388(3) . ? C006 C008 1.417(3) 3_666 ? C006 C009 1.481(3) . ? C007 C008 1.401(3) . ? C007 H007 0.91(3) . ? C00A C00B 1.513(4) . ? C00A H00A 1.01(3) . ? C00A H00B 1.04(3) . ? C00B H00C 1.06(3) . ? C00B H00D 0.99(3) . ? C00C C00F 1.500(5) . ? C00C H00E 1.00(3) . ? C00C H00F 1.04(4) . ? C00D H00G 1.03(5) . ? C00D H00H 0.97(4) . ? C00D H00I 0.94(4) . ? C00E C00G 1.496(5) . ? C00E H00J 1.06(4) . ? C00E H00K 0.97(4) . ? C00F H00L 1.00(4) . ? C00F H00M 1.01(5) . ? C00G H00N 1.00(4) . ? C00G H00O 0.99(4) . ? 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 N004 C00A C00B N005 49.8(3) . . . . ? N004 C00C C00F O003 58.6(4) . . . . ? N004 C00E C00G O003 -58.3(4) . . . . ? C006 C007 C008 N005 -177.3(2) . . . . ? C006 C007 C008 C006 -0.1(3) . . . 3_666 ? C007 C006 C009 O001 14.1(3) . . . . ? C007 C006 C009 O002 -166.2(2) . . . . ? C008 N005 C00B C00A 174.5(2) . . . . ? C008 C006 C007 C008 0.1(4) 3_666 . . . ? C008 C006 C009 O001 -166.16(19) 3_666 . . . ? C008 C006 C009 O002 13.5(3) 3_666 . . . ? C009 C006 C007 C008 179.9(2) . . . . ? C00A N004 C00C C00F 174.8(2) . . . . ? C00A N004 C00E C00G -175.3(3) . . . . ? C00B N005 C008 C006 178.0(2) . . . 3_666 ? C00B N005 C008 C007 -4.9(4) . . . . ? C00C N004 C00A C00B -163.9(2) . . . . ? C00C N004 C00E C00G 58.7(4) . . . . ? C00D O001 C009 O002 1.2(3) . . . . ? C00D O001 C009 C006 -179.1(2) . . . . ? C00E N004 C00A C00B 72.5(3) . . . . ? C00E N004 C00C C00F -58.8(3) . . . . ? C00F O003 C00G C00E 56.0(4) . . . . ? C00G O003 C00F C00C -56.0(4) . . . . ? loop_ _smtbx_masks_void_nr _smtbx_masks_void_average_x _smtbx_masks_void_average_y _smtbx_masks_void_average_z _smtbx_masks_void_volume _smtbx_masks_void_count_electrons _smtbx_masks_void_content 1 0.000 0.000 0.500 7.3 0.1 ? 2 0.500 0.500 0.000 7.3 0.1 ?