#------------------------------------------------------------------------------ #$Date: 2024-10-22 01:10:36 +0300 (Tue, 22 Oct 2024) $ #$Revision: 295572 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/29/1572908.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_1572908 loop_ _publ_author_name 'Limberg, Niklas' 'Rautiainen, J. Mikko' 'Lundell, Jan' 'Riedel, Sebastian' 'Puttreddy, Rakesh R.' 'Rissanen, Kari' _publ_section_title ; Dichlorine-Pyridine N-oxide Halogen-Bonded Complexes ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D4SC06270A _journal_year 2024 _chemical_formula_moiety 'C5 H6 N O, 1(Cl1)' _chemical_formula_sum 'C5 H6 Cl N O' _chemical_formula_weight 131.56 _space_group_crystal_system orthorhombic _space_group_IT_number 19 _space_group_name_Hall 'P 2ac 2ab' _space_group_name_H-M_alt 'P 21 21 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary iterative _audit_creation_date 2024-09-11 _audit_creation_method ; Olex2 1.5-alpha (compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928) ; _audit_update_record ; 2024-09-13 deposited with the CCDC. 2024-10-21 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.2301(13) _cell_length_b 7.416(2) _cell_length_c 11.002(3) _cell_measurement_reflns_used 1110 _cell_measurement_temperature 100.00 _cell_measurement_theta_max 25.326 _cell_measurement_theta_min 3.372 _cell_volume 589.9(2) _computing_cell_refinement 'SAINT V8.40B (?, 2016)' _computing_data_reduction 'SAINT V8.40B (?, 2016)' _computing_molecular_graphics 'Olex2 1.5-alpha (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5-alpha (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'olex2.solve 1.5-alpha (Bourhis et al., 2015)' _diffrn_ambient_temperature 100.00 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker D8 Venture' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0809 _diffrn_reflns_av_unetI/netI 0.0584 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 674 _diffrn_reflns_point_group_measured_fraction_full 0.603 _diffrn_reflns_point_group_measured_fraction_max 0.603 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.326 _diffrn_reflns_theta_min 3.313 _diffrn_source_current 1.0 _diffrn_source_power 0.05 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.537 _exptl_absorpt_correction_T_max 0.745207 _exptl_absorpt_correction_T_min 0.263470 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; TWINABS-2012/1 (Bruker,2012) was used for absorption correction. For component 1: wR2(int) was 0.1594 before and 0.0953 after correction. The Ratio of minimum to maximum transmission is 0.36. Final HKLF 4 output contains 6410 reflections, Rint = 0.1953 (2497 with I > 3sig(I), Rint = 0.0809) ; _exptl_crystal_colour 'clear colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.481 _exptl_crystal_description block _exptl_crystal_F_000 272 _exptl_crystal_size_max 0.128 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _refine_diff_density_max 1.145 _refine_diff_density_min -1.027 _refine_diff_density_rms 0.194 _refine_ls_abs_structure_details ; No quotients, so Flack parameter determined by classical intensity fit ; _refine_ls_abs_structure_Flack 0.1(4) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.107 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 81 _refine_ls_number_reflns 674 _refine_ls_number_restraints 18 _refine_ls_restrained_S_all 1.093 _refine_ls_R_factor_all 0.1021 _refine_ls_R_factor_gt 0.0933 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1893P)^2^+0.3204P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2240 _refine_ls_wR_factor_ref 0.2335 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full 0.000 _reflns_Friedel_fraction_max 0.000 _reflns_number_gt 621 _reflns_number_total 674 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc06270a3.cif _cod_data_source_block OGH_D49_38 _cod_database_code 1572908 _shelx_shelxl_version_number 2019/1 _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. ; _shelx_estimated_absorpt_t_max 0.958 _shelx_estimated_absorpt_t_min 0.934 _olex2_refinement_description ; 1. Twinned data refinement Scales: 0.98143 0.01857 2. Uiso/Uaniso restraints and constraints Uanis(Cl1) \\sim Ueq, Uanis(Cl2) \\sim Ueq, Uanis(Cl3) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01 Uanis(Cl1) = Uanis(Cl2) = Uanis(Cl3) 3. Others Fixed Sof: Cl1(0.89) Cl2(0.06) Cl3(0.05) 4.a Aromatic/amide H refined with riding coordinates: C2(H2), C5(H5), C4(H4), C3(H3), C1(H1A) 4.b Idealised tetrahedral OH refined as rotating group: O1(H1) ; _shelx_res_file ; TITL full1_P212121_a.res in P2(1)2(1)2(1) ogh_d49_38.res created by SHELXL-2019/1 at 11:37:28 on 11-Sep-2024 REM Old TITL full1_P212121 in P2(1)2(1)2(1) REM SHELXT solution in P2(1)2(1)2(1): R1 0.156, Rweak 0.026, Alpha 0.003 REM 0.590 for 13 systematic absences, Orientation as input REM Formula found by SHELXT: C6 Cl O CELL 0.71073 7.2301 7.4155 11.0024 90 90 90 ZERR 4 0.0013 0.002 0.0028 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H Cl N O UNIT 20 24 4 4 4 ISOR 0.005 0.01 Cl1 Cl2 Cl3 EADP Cl1 Cl2 Cl3 L.S. 10 PLAN 1 SIZE 0.12 0.08 0.128 TEMP -173.15 CONF LIST 4 MORE -1 BOND $H fmap 2 acta MERG 0 REM REM REM WGHT 0.189300 0.320400 BASF 0.01857 FVAR 0.95151 O1 5 1.119803 0.255553 0.291964 11.00000 0.03120 0.04621 = 0.02012 0.00650 0.00318 0.00507 AFIX 147 H1 2 1.176692 0.332668 0.250371 11.00000 -1.50000 AFIX 0 N1 4 0.942807 0.305466 0.303904 11.00000 0.03082 0.02102 = 0.01039 0.00366 -0.00143 0.00285 C2 1 0.711292 0.425869 0.427970 11.00000 0.04457 0.01377 = 0.02211 0.00080 -0.00089 -0.00053 AFIX 43 H2 2 0.673171 0.477794 0.502824 11.00000 -1.20000 AFIX 0 C5 1 0.818207 0.274115 0.213170 11.00000 0.04744 0.01999 = 0.00904 0.00298 -0.00250 -0.00687 AFIX 43 H5 2 0.857977 0.220893 0.139105 11.00000 -1.20000 AFIX 0 C4 1 0.639961 0.318162 0.228224 11.00000 0.02980 0.02960 = 0.01517 -0.00116 -0.00400 -0.00648 AFIX 43 H4 2 0.553798 0.297182 0.164588 11.00000 -1.20000 AFIX 0 C3 1 0.581239 0.394282 0.336532 11.00000 0.03470 0.02352 = 0.01563 0.00249 -0.00130 -0.00609 AFIX 43 H3 2 0.454823 0.424451 0.348406 11.00000 -1.20000 AFIX 0 C1 1 0.890751 0.383067 0.410607 11.00000 0.04240 0.02757 = 0.01584 0.00702 -0.00979 -0.00757 AFIX 43 H1A 2 0.979658 0.406827 0.472134 11.00000 -1.20000 AFIX 0 PART 1 CL1 3 0.279640 0.581916 0.563564 10.89000 0.01721 0.02199 = 0.00933 -0.00113 -0.00208 0.00063 PART 2 CL2 3 0.165214 0.590627 0.563675 10.06000 0.01721 0.02199 = 0.00933 -0.00113 -0.00208 0.00063 PART 3 CL3 3 0.392288 0.596932 0.560706 10.05000 0.01721 0.02199 = 0.00933 -0.00113 -0.00208 0.00063 HKLF 5 REM full1_P212121_a.res in P2(1)2(1)2(1) REM wR2 = 0.2335, GooF = S = 1.107, Restrained GooF = 1.093 for all data REM R1 = 0.0933 for 621 Fo > 4sig(Fo) and 0.1021 for all 674 data REM 81 parameters refined using 18 restraints END WGHT 0.1893 0.3204 REM Highest difference peak 1.145, deepest hole -1.027, 1-sigma level 0.194 Q1 1 0.3693 0.5033 0.5658 11.00000 0.05 1.15 ; _shelx_res_checksum 20656 _shelx_hkl_file ; 1 0 0 0.69286 0.55238 1 2 0 0 1116.86 53.1948 1 3 0 0 0.83504 1.02415 1 4 0 0 52.5802 4.22078 1 5 0 0 0.16074 1.63454 1 6 0 0 193.553 11.4072 1 7 0 1 -1.5275 6.81311 -2 7 0 0 -1.5275 6.81311 1 8 0 1 -3.3733 5.56441 -2 8 0 0 -3.3733 5.56441 1 1 1 0 17.0724 1.21631 1 2 1 0 321.816 17.0062 1 3 1 0 1230.23 60.0576 1 4 1 0 184.547 11.4391 1 5 1 0 81.8002 7.17007 1 6 1 0 16.1595 4.42256 1 7 1 1 2.20047 12.5854 -2 7 1 0 2.20047 12.5854 1 8 1 1 119.138 11.7530 -2 8 1 0 119.138 11.7530 1 0 2 0 588.291 29.7307 -2 0 2 0 588.291 29.7307 1 1 2 0 44.8161 3.12550 1 2 2 0 454.368 16.3948 1 3 2 0 47.3968 5.67967 1 4 2 0 685.508 36.1711 1 5 2 0 148.662 11.5702 1 6 2 0 46.0568 6.88475 1 7 2 1 204.243 25.5662 -2 7 2 0 204.243 25.5662 1 8 2 1 37.3951 13.0669 -2 8 2 0 37.3951 13.0669 1 0 3 0 3.62353 3.66462 -2 0 3 0 3.62353 3.66462 1 1 3 0 319.684 25.0678 -2 1 3 0 319.684 25.0678 1 2 3 0 96.9579 5.25368 1 3 3 0 272.631 10.7513 1 4 3 0 357.429 21.7955 1 5 3 0 6.90778 4.70012 1 6 3 0 1076.80 80.7940 1 7 3 1 55.7637 14.1102 -2 7 3 0 55.7637 14.1102 1 8 3 1 320.047 26.0334 -2 8 3 0 320.047 26.0334 1 0 4 0 204.438 13.5887 -2 0 4 0 204.438 13.5887 1 1 4 0 69.5211 7.19194 -2 1 4 0 69.5211 7.19194 1 2 4 0 27.2822 3.33852 1 3 4 0 118.835 6.21629 1 4 4 0 88.8272 4.41074 1 5 4 0 75.6434 10.3243 1 6 4 0 61.3328 15.5042 1 7 4 1 -3.1191 16.4167 -2 7 4 0 -3.1191 16.4167 1 0 5 0 0.45160 4.99195 -2 0 5 0 0.45160 4.99195 1 1 5 0 421.014 25.4079 -2 1 5 0 421.014 25.4079 1 2 5 0 103.368 7.32761 1 3 5 0 185.114 9.52017 1 4 5 0 17.4896 2.95873 1 5 5 0 62.1089 10.9814 1 6 5 0 62.8704 15.7020 1 7 5 1 35.6380 21.1267 -2 7 5 0 35.6380 21.1267 1 0 6 0 1292.67 67.5313 -2 0 6 0 1292.67 67.5313 1 1 6 0 12.7497 8.08232 -2 1 6 0 12.7497 8.08232 1 2 6 0 593.980 33.9661 -2 2 6 0 593.980 33.9661 1 3 6 0 1.18760 4.39892 1 4 6 0 102.130 7.42356 1 5 6 0 0.16872 1.84308 1 6 6 1 69.6814 34.6277 -2 6 6 0 69.6814 34.6277 1 0 7 0 20.1106 8.82115 -2 0 7 0 20.1106 8.82115 1 1 7 0 57.0103 13.5518 -2 1 7 0 57.0103 13.5518 1 2 7 0 24.0040 11.1129 -2 2 7 0 24.0040 11.1129 1 3 7 0 83.3291 8.38589 1 4 7 0 13.9413 4.92362 1 5 7 0 23.7428 5.69730 1 0 8 0 104.278 15.3243 -2 0 8 0 104.278 15.3243 1 1 8 0 -2.2754 13.5524 -2 1 8 0 -2.2754 13.5524 1 2 8 0 98.1794 15.4996 -2 2 8 0 98.1794 15.4996 1 3 8 0 64.1859 21.3954 -2 3 8 0 64.1859 21.3954 1 1 0 1 795.833 26.9247 1 2 0 1 97.7649 3.96220 1 3 0 1 231.596 9.99007 1 4 0 1 35.6355 2.54983 1 5 0 1 9.32832 1.60946 1 6 0 0 238.825 19.9409 -2 6 0 1 238.825 19.9409 1 7 0 2 73.3476 7.36276 -2 7 0 1 73.3476 7.36276 1 7 0 0 114.758 8.57789 -2 7 0 1 114.758 8.57789 1 8 0 2 218.389 17.1193 -2 8 0 1 218.389 17.1193 1 8 0 0 161.453 13.7409 -2 8 0 1 161.453 13.7409 1 0 1 1 27.8386 1.97609 -2 0 1 1 27.8386 1.97609 1 1 1 1 466.174 18.9881 -2 1 1 1 466.174 18.9881 1 2 1 1 839.250 42.0612 -2 2 1 1 839.250 42.0612 1 3 1 1 725.737 36.3292 -2 3 1 1 725.737 36.3292 1 4 1 1 234.665 6.84263 1 5 1 1 412.597 10.5448 1 6 1 2 36.2013 3.15042 -2 6 1 1 36.2013 3.15042 1 7 1 0 524.790 40.8326 -2 7 1 1 524.790 40.8326 1 7 1 2 484.967 39.9646 -2 7 1 1 484.967 39.9646 1 8 1 0 70.3279 9.14561 -2 8 1 1 70.3279 9.14561 1 8 1 2 54.2752 10.6647 -2 8 1 1 54.2752 10.6647 1 0 2 1 5284.85 204.758 -2 0 2 1 5284.85 204.758 1 1 2 1 3263.60 155.663 -2 1 2 1 3263.60 155.663 1 2 2 1 78.3172 6.76176 -2 2 2 1 78.3172 6.76176 1 3 2 1 196.773 5.86874 1 4 2 1 87.7061 6.40175 1 5 2 1 211.464 10.1691 1 6 2 1 67.6651 6.03029 1 7 2 0 54.8354 17.4232 -2 7 2 1 54.8354 17.4232 1 8 2 0 42.9117 11.4523 -2 8 2 1 42.9117 11.4523 1 8 2 2 31.2997 13.2570 -2 8 2 1 31.2997 13.2570 1 0 3 1 99.2024 7.52183 -2 0 3 1 99.2024 7.52183 1 1 3 1 192.010 11.5228 -2 1 3 1 192.010 11.5228 1 2 3 1 415.389 14.3843 1 3 3 1 321.955 8.94243 1 4 3 1 267.582 12.4808 1 5 3 1 44.0959 5.07019 1 6 3 1 100.427 9.90534 1 7 3 0 73.6740 15.8817 -2 7 3 1 73.6740 15.8817 1 7 3 2 91.4106 25.4589 -2 7 3 1 91.4106 25.4589 1 8 3 2 46.7420 18.2364 -2 8 3 1 46.7420 18.2364 1 8 3 0 33.0047 14.8411 -2 8 3 1 33.0047 14.8411 1 0 4 1 73.4211 4.98982 -2 0 4 1 73.4211 4.98982 1 1 4 1 1328.63 38.3559 -2 1 4 1 1328.63 38.3559 1 2 4 1 219.147 7.97628 1 3 4 1 437.378 12.9271 1 4 4 1 156.391 5.06208 1 5 4 1 88.0678 8.32199 1 6 4 1 25.1242 6.44061 1 7 4 2 17.1684 17.8141 -2 7 4 1 17.1684 17.8141 1 7 4 0 27.6311 17.4593 -2 7 4 1 27.6311 17.4593 1 0 5 1 121.643 7.53196 -2 0 5 1 121.643 7.53196 1 1 5 1 127.249 8.15519 -2 1 5 1 127.249 8.15519 1 2 5 1 73.4259 8.45206 -2 2 5 1 73.4259 8.45206 1 3 5 1 107.645 4.97663 1 4 5 1 30.3415 2.43367 1 5 5 1 167.960 12.0594 1 6 5 1 232.089 20.1082 1 7 5 2 307.508 29.9993 -2 7 5 1 307.508 29.9993 1 7 5 0 290.174 29.4787 -2 7 5 1 290.174 29.4787 1 0 6 1 70.4340 7.51754 -2 0 6 1 70.4340 7.51754 1 1 6 1 27.5170 8.04910 -2 1 6 1 27.5170 8.04910 1 2 6 1 5.97432 8.03952 -2 2 6 1 5.97432 8.03952 1 3 6 1 199.391 8.09299 1 4 6 1 79.8742 4.64674 1 5 6 1 11.6933 1.79290 1 6 6 0 72.3272 33.5203 -2 6 6 1 72.3272 33.5203 1 6 6 2 89.3259 32.1874 -2 6 6 1 89.3259 32.1874 1 0 7 1 17.9149 6.46775 -2 0 7 1 17.9149 6.46775 1 1 7 1 31.9234 12.7336 -2 1 7 1 31.9234 12.7336 1 2 7 1 60.3611 8.79487 -2 2 7 1 60.3611 8.79487 1 3 7 1 112.468 6.74315 1 4 7 1 73.2953 5.22268 1 5 7 1 108.452 7.01991 1 0 8 1 184.695 13.3309 -2 0 8 1 184.695 13.3309 1 1 8 1 257.034 19.2276 -2 1 8 1 257.034 19.2276 1 2 8 1 37.2534 10.4419 -2 2 8 1 37.2534 10.4419 1 3 8 1 96.0816 7.38412 1 0 0 2 1232.51 59.4255 1 1 0 2 4317.53 166.268 1 2 0 2 1441.25 68.9944 1 3 0 2 108.447 5.49075 1 4 0 2 1106.92 53.8155 1 5 0 2 527.445 19.2274 1 6 0 3 52.5787 8.78794 -2 6 0 2 52.5787 8.78794 1 7 0 1 38.3238 6.29422 -2 7 0 2 38.3238 6.29422 1 7 0 3 43.7730 7.02647 -2 7 0 2 43.7730 7.02647 1 8 0 1 0.43867 5.05613 -2 8 0 2 0.43867 5.05613 1 8 0 3 -4.0082 6.57333 -2 8 0 2 -4.0082 6.57333 1 0 1 2 79.6092 4.52991 -2 0 1 2 79.6092 4.52991 1 1 1 2 1150.83 45.6359 -2 1 1 2 1150.83 45.6359 1 2 1 2 1229.60 83.9843 -2 2 1 2 1229.60 83.9843 1 3 1 2 106.994 3.33475 1 4 1 2 272.101 7.75723 1 5 1 2 295.815 8.01070 1 6 1 1 486.982 25.0312 -2 6 1 2 486.982 25.0312 1 7 1 1 156.816 17.7397 -2 7 1 2 156.816 17.7397 1 7 1 3 110.271 9.36189 -2 7 1 2 110.271 9.36189 1 8 1 3 2.03674 11.0303 -2 8 1 2 2.03674 11.0303 1 8 1 1 26.3193 9.43469 -2 8 1 2 26.3193 9.43469 1 0 2 2 5497.11 184.304 -2 0 2 2 5497.11 184.304 1 1 2 2 1445.81 69.9748 -2 1 2 2 1445.81 69.9748 1 2 2 2 517.902 36.2842 -2 2 2 2 517.902 36.2842 1 3 2 2 179.764 5.24918 1 4 2 2 56.1114 2.09058 1 5 2 2 12.0886 2.94591 1 6 2 2 36.1516 4.75239 1 8 2 1 109.206 15.0363 -2 8 2 2 109.206 15.0363 1 8 2 3 82.6338 15.7323 -2 8 2 2 82.6338 15.7323 1 0 3 2 174.258 9.20366 -2 0 3 2 174.258 9.20366 1 1 3 2 404.677 17.6735 -2 1 3 2 404.677 17.6735 1 2 3 2 170.468 14.2401 -2 2 3 2 170.468 14.2401 1 3 3 2 143.318 6.01757 1 4 3 2 204.601 7.23636 1 5 3 2 91.5444 8.68072 1 6 3 2 67.5820 7.51237 1 7 3 1 391.461 27.2492 -2 7 3 2 391.461 27.2492 1 7 3 3 341.983 35.7872 -2 7 3 2 341.983 35.7872 1 8 3 1 144.474 21.0234 -2 8 3 2 144.474 21.0234 1 0 4 2 779.620 33.0931 -2 0 4 2 779.620 33.0931 1 1 4 2 704.173 26.1685 -2 1 4 2 704.173 26.1685 1 2 4 2 99.4967 11.1718 -2 2 4 2 99.4967 11.1718 1 3 4 2 14.1761 2.00721 1 4 4 2 143.649 4.94699 1 5 4 2 64.8307 6.95442 1 6 4 2 26.6031 8.18692 1 7 4 3 240.315 33.7346 -2 7 4 2 240.315 33.7346 1 7 4 1 239.881 24.1005 -2 7 4 2 239.881 24.1005 1 0 5 2 9.12848 4.53196 -2 0 5 2 9.12848 4.53196 1 1 5 2 51.7509 4.77968 -2 1 5 2 51.7509 4.77968 1 2 5 2 151.185 16.2647 -2 2 5 2 151.185 16.2647 1 3 5 2 207.788 8.36554 1 4 5 2 248.555 8.29393 1 5 5 2 118.148 7.44726 1 6 5 2 94.7849 13.6254 1 7 5 1 101.593 22.8006 -2 7 5 2 101.593 22.8006 1 0 6 2 276.292 16.1957 -2 0 6 2 276.292 16.1957 1 1 6 2 351.283 16.6865 -2 1 6 2 351.283 16.6865 1 2 6 2 161.488 12.5051 -2 2 6 2 161.488 12.5051 1 3 6 2 168.502 7.37021 1 4 6 2 152.047 6.57723 1 5 6 2 62.7632 3.50119 1 6 6 1 24.2865 34.3915 -2 6 6 2 24.2865 34.3915 1 0 7 2 89.6779 13.6728 -2 0 7 2 89.6779 13.6728 1 1 7 2 195.000 18.8487 -2 1 7 2 195.000 18.8487 1 2 7 2 114.987 12.1533 -2 2 7 2 114.987 12.1533 1 3 7 2 20.6970 3.83360 1 4 7 2 118.996 6.53322 1 5 7 2 45.4076 4.73283 1 0 8 2 -0.0367 12.0325 -2 0 8 2 -0.0367 12.0325 1 1 8 2 83.2175 19.2934 -2 1 8 2 83.2175 19.2934 1 2 8 2 56.1172 14.4067 -2 2 8 2 56.1172 14.4067 1 3 8 2 49.7691 6.60425 1 0 0 3 0.98362 1.40157 1 1 0 3 1.47539 0.98887 1 2 0 3 298.649 11.2916 1 3 0 3 84.9914 4.82636 1 4 0 3 124.109 5.56940 1 5 0 3 72.6734 5.54356 1 6 0 2 4.06144 6.59525 -2 6 0 3 4.06144 6.59525 1 7 0 4 76.1995 10.3678 -2 7 0 3 76.1995 10.3678 1 7 0 2 116.964 12.3020 -2 7 0 3 116.964 12.3020 1 8 0 2 110.126 8.97706 -2 8 0 3 110.126 8.97706 1 8 0 4 120.168 10.2039 -2 8 0 3 120.168 10.2039 1 0 1 3 1195.76 83.5882 -2 0 1 3 1195.76 83.5882 1 1 1 3 647.195 32.8552 -2 1 1 3 647.195 32.8552 1 2 1 3 215.979 16.8424 -2 2 1 3 215.979 16.8424 1 3 1 3 287.586 9.04923 1 4 1 3 312.021 10.7807 1 5 1 3 105.540 3.85079 1 6 1 3 562.117 20.0239 1 7 1 2 49.6694 4.56952 -2 7 1 3 49.6694 4.56952 1 8 1 2 238.197 17.9300 -2 8 1 3 238.197 17.9300 1 8 1 4 286.126 26.2714 -2 8 1 3 286.126 26.2714 1 0 2 3 1813.97 62.1910 -2 0 2 3 1813.97 62.1910 1 1 2 3 391.482 17.0805 -2 1 2 3 391.482 17.0805 1 2 2 3 1002.23 48.9200 -2 2 2 3 1002.23 48.9200 1 3 2 3 448.206 11.7469 1 4 2 3 273.325 7.98137 1 5 2 3 30.5745 1.86832 1 6 2 3 142.707 11.0872 1 7 2 3 89.1112 13.5580 1 8 2 2 9.62080 14.6440 -2 8 2 3 9.62080 14.6440 1 8 2 4 -9.7157 18.7128 -2 8 2 3 -9.7157 18.7128 1 0 3 3 180.841 8.45421 -2 0 3 3 180.841 8.45421 1 1 3 3 298.966 13.9962 -2 1 3 3 298.966 13.9962 1 2 3 3 155.542 10.0048 -2 2 3 3 155.542 10.0048 1 3 3 3 235.102 6.99043 1 4 3 3 38.8928 2.15747 1 5 3 3 80.8355 4.14569 1 6 3 3 49.2269 8.25080 1 7 3 4 54.8517 20.5540 -2 7 3 3 54.8517 20.5540 1 7 3 2 70.6308 25.4915 -2 7 3 3 70.6308 25.4915 1 0 4 3 2562.03 101.548 -2 0 4 3 2562.03 101.548 1 1 4 3 260.444 13.2922 -2 1 4 3 260.444 13.2922 1 2 4 3 623.970 45.5713 -2 2 4 3 623.970 45.5713 1 3 4 3 193.759 6.42813 1 4 4 3 97.4340 3.90389 1 5 4 3 89.8254 3.37017 1 6 4 3 73.0143 15.8462 1 7 4 4 27.1823 25.1346 -2 7 4 3 27.1823 25.1346 1 7 4 2 -58.212 28.0565 -2 7 4 3 -58.212 28.0565 1 0 5 3 30.6495 6.39242 -2 0 5 3 30.6495 6.39242 1 1 5 3 146.417 7.95076 -2 1 5 3 146.417 7.95076 1 2 5 3 4.33528 6.98362 -2 2 5 3 4.33528 6.98362 1 3 5 3 122.928 7.43496 1 4 5 3 216.484 9.15752 1 5 5 3 152.029 5.68276 1 6 5 3 108.765 11.7244 1 0 6 3 177.405 10.9441 -2 0 6 3 177.405 10.9441 1 1 6 3 36.6077 8.18759 -2 1 6 3 36.6077 8.18759 1 2 6 3 186.972 13.0426 -2 2 6 3 186.972 13.0426 1 3 6 3 2.82640 2.56956 1 4 6 3 55.0336 4.11248 1 5 6 3 96.5343 4.82688 1 6 6 2 -29.790 39.9206 -2 6 6 3 -29.790 39.9206 1 0 7 3 40.1234 14.1377 -2 0 7 3 40.1234 14.1377 1 1 7 3 52.6460 21.0738 -2 1 7 3 52.6460 21.0738 1 2 7 3 103.788 18.8349 -2 2 7 3 103.788 18.8349 1 3 7 3 151.339 7.62622 1 4 7 3 115.676 6.45152 1 5 7 3 23.1172 4.16743 1 0 8 3 217.507 23.6670 -2 0 8 3 217.507 23.6670 1 1 8 3 25.4783 19.6611 -2 1 8 3 25.4783 19.6611 1 2 8 3 179.779 20.4422 -2 2 8 3 179.779 20.4422 1 3 8 3 91.4766 8.71114 1 0 0 4 304.170 17.4293 1 1 0 4 9999.99 333.142 1 2 0 4 37.1294 3.52661 1 4 0 4 52.1557 3.51682 1 5 0 4 18.4204 2.37697 1 6 0 4 75.0368 8.52401 1 7 0 3 90.7088 11.8101 -2 7 0 4 90.7088 11.8101 1 8 0 3 15.4524 7.82210 -2 8 0 4 15.4524 7.82210 1 0 1 4 1393.89 48.4305 1 1 1 4 407.578 11.1172 1 2 1 4 388.539 11.1811 1 3 1 4 71.8319 2.93481 1 4 1 4 228.166 8.13934 1 5 1 4 18.6571 1.52635 1 6 1 4 194.978 9.88950 1 7 1 3 66.6607 6.27718 -2 7 1 4 66.6607 6.27718 1 8 1 5 24.3592 15.3996 -2 8 1 4 24.3592 15.3996 1 8 1 3 20.1831 12.9643 -2 8 1 4 20.1831 12.9643 1 0 2 4 801.069 58.8387 -2 0 2 4 801.069 58.8387 1 1 2 4 77.9970 9.64304 -2 1 2 4 77.9970 9.64304 1 2 2 4 141.881 5.59601 1 3 2 4 294.527 8.22374 1 4 2 4 130.969 4.70950 1 5 2 4 286.516 9.15447 1 6 2 4 55.5700 3.43031 1 7 2 5 24.3806 7.86161 -2 7 2 4 24.3806 7.86161 1 8 2 3 321.322 25.8872 -2 8 2 4 321.322 25.8872 1 0 3 4 33.5898 5.91196 -2 0 3 4 33.5898 5.91196 1 1 3 4 195.500 6.81435 1 2 3 4 82.6276 3.64900 1 3 3 4 249.638 7.48437 1 4 3 4 13.7130 1.36895 1 5 3 4 858.553 24.7832 1 6 3 4 25.1198 2.95241 1 7 3 3 298.876 38.9187 -2 7 3 4 298.876 38.9187 1 0 4 4 309.775 13.7785 -2 0 4 4 309.775 13.7785 1 1 4 4 44.5644 3.26155 1 2 4 4 166.533 6.47044 1 3 4 4 142.665 5.38611 1 4 4 4 39.8151 2.56622 1 5 4 4 61.1234 2.96014 1 6 4 4 102.883 6.35007 1 7 4 5 21.5952 25.2961 -2 7 4 4 21.5952 25.2961 1 0 5 4 192.002 15.3424 -2 0 5 4 192.002 15.3424 1 1 5 4 119.461 17.6225 -2 1 5 4 119.461 17.6225 1 2 5 4 287.734 9.23171 1 3 5 4 107.453 5.13807 1 4 5 4 73.1047 4.26640 1 5 5 4 14.4753 2.45033 1 6 5 4 7.87532 2.49874 1 0 6 4 23.5412 11.1514 -2 0 6 4 23.5412 11.1514 1 1 6 4 761.481 60.4179 -2 1 6 4 761.481 60.4179 1 2 6 4 86.5324 17.8376 -2 2 6 4 86.5324 17.8376 1 3 6 4 221.108 9.59702 1 4 6 4 61.7734 4.68920 1 5 6 4 54.9973 4.23638 1 0 7 4 154.310 18.2302 -2 0 7 4 154.310 18.2302 1 1 7 4 57.2162 15.5292 -2 1 7 4 57.2162 15.5292 1 2 7 4 19.4553 24.1958 -2 2 7 4 19.4553 24.1958 1 3 7 4 12.3635 4.22548 1 4 7 4 44.2461 4.75765 1 0 8 4 14.4938 25.5327 -2 0 8 4 14.4938 25.5327 1 1 8 4 60.8649 29.1465 -2 1 8 4 60.8649 29.1465 1 2 8 4 88.3709 22.8732 -2 2 8 4 88.3709 22.8732 1 0 0 5 -2.0840 2.01305 1 1 0 5 435.758 17.1297 1 2 0 5 500.841 18.7749 1 3 0 5 82.2319 4.51465 1 4 0 5 82.5716 6.77842 1 5 0 5 82.5263 5.61456 1 6 0 5 20.0859 3.40674 1 7 0 5 304.373 14.5366 1 8 0 4 111.823 12.5176 -2 8 0 5 111.823 12.5176 1 0 1 5 306.133 12.9338 1 1 1 5 272.579 8.74437 1 2 1 5 210.702 6.98967 1 3 1 5 27.5626 2.03198 1 4 1 5 323.741 11.2454 1 5 1 5 160.821 5.95354 1 6 1 5 239.564 8.37889 1 7 1 6 65.2847 19.0685 -2 7 1 5 65.2847 19.0685 1 8 1 4 108.237 14.4152 -2 8 1 5 108.237 14.4152 1 0 2 5 1585.64 55.4462 1 1 2 5 742.481 20.7551 1 2 2 5 1040.18 28.0523 1 3 2 5 129.383 4.48349 1 4 2 5 146.300 5.12424 1 5 2 5 26.5319 2.02791 1 6 2 5 52.8119 3.00823 1 7 2 6 41.2970 16.2430 -2 7 2 5 41.2970 16.2430 1 0 3 5 9.21325 2.20557 1 1 3 5 602.489 17.4551 1 2 3 5 148.649 6.39168 1 3 3 5 201.075 6.97565 1 4 3 5 140.185 4.90332 1 5 3 5 92.5389 4.37060 1 6 3 5 7.54068 2.03569 1 7 3 5 8.45605 2.96543 1 0 4 5 338.226 14.5283 1 1 4 5 103.556 4.72949 1 2 4 5 327.668 13.0008 1 3 4 5 28.4286 2.39038 1 4 4 5 301.820 10.0297 1 5 4 5 138.916 5.33608 1 6 4 5 53.2785 4.30616 1 7 4 5 85.9322 9.39896 1 0 5 5 73.6831 6.47496 1 1 5 5 136.599 7.93779 1 2 5 5 1.18748 1.97931 1 3 5 5 47.9525 4.53149 1 4 5 5 207.187 8.21347 1 5 5 5 162.788 6.49725 1 6 5 5 188.077 7.62206 1 0 6 5 46.8979 5.48031 1 1 6 5 80.6241 5.14795 1 2 6 5 157.238 7.63577 1 3 6 5 144.236 8.03194 1 4 6 5 -1.7714 2.76829 1 5 6 5 41.1116 4.38835 1 0 7 5 6.05250 5.48971 1 1 7 5 99.3137 7.67879 1 2 7 5 35.3870 4.78282 1 3 7 5 3.64328 3.71215 1 4 7 5 65.4024 6.03844 1 0 8 5 145.414 31.8960 -2 0 8 5 145.414 31.8960 1 1 8 5 58.9543 7.55747 1 2 8 5 298.938 17.4744 1 0 0 6 2198.00 107.964 1 1 0 6 60.5157 4.85179 1 2 0 6 1572.67 54.7368 1 3 0 6 395.728 17.8580 1 4 0 6 56.0196 6.27650 1 5 0 6 397.726 22.2228 1 6 0 6 1.59774 2.93987 1 7 0 6 3.89426 3.05599 1 0 1 6 613.096 23.7145 1 1 1 6 575.316 15.7232 1 2 1 6 355.343 10.2017 1 3 1 6 119.236 4.44834 1 4 1 6 92.9379 3.97719 1 5 1 6 262.806 11.6399 1 6 1 6 62.3625 4.35198 1 7 1 6 66.6216 3.88550 1 0 2 6 266.274 11.9303 1 1 2 6 1012.25 27.7608 1 2 2 6 179.302 6.52889 1 3 2 6 73.8017 3.48999 1 4 2 6 96.2191 3.84747 1 5 2 6 47.3405 2.97844 1 6 2 6 66.2129 3.60531 1 7 2 5 119.858 13.9754 -2 7 2 6 119.858 13.9754 1 0 3 6 8.31111 2.60608 1 1 3 6 207.939 7.17651 1 2 3 6 43.3948 2.94373 1 3 3 6 98.2604 4.15515 1 4 3 6 294.547 12.6471 1 5 3 6 35.6535 2.90046 1 6 3 6 194.554 7.62788 1 7 3 6 82.9379 4.92820 1 0 4 6 163.994 10.2605 1 1 4 6 366.860 11.9974 1 2 4 6 89.5061 5.43841 1 3 4 6 50.0616 3.37717 1 4 4 6 125.844 5.91921 1 5 4 6 10.9064 2.05075 1 6 4 6 40.4970 3.35482 1 0 5 6 173.711 9.71530 1 1 5 6 133.634 6.58995 1 2 5 6 30.7869 3.09334 1 3 5 6 70.5033 4.83988 1 4 5 6 75.2452 4.75606 1 5 5 6 113.257 6.26511 1 6 5 6 101.675 6.10176 1 0 6 6 272.210 13.7926 1 1 6 6 146.378 7.38141 1 2 6 6 230.550 9.70529 1 3 6 6 165.394 7.50263 1 4 6 6 183.581 8.68175 1 5 6 6 63.5809 4.77447 1 0 7 6 64.4255 8.49051 1 1 7 6 63.8059 5.37578 1 2 7 6 131.582 8.43416 1 3 7 6 26.9139 5.59499 1 0 0 7 4.47556 3.82880 1 1 0 7 27.2164 3.91139 1 2 0 7 100.272 6.32899 1 3 0 7 34.4787 3.78367 1 4 0 7 -2.1197 1.85852 1 5 0 7 64.5963 5.76661 1 6 0 7 77.3426 8.46025 1 7 0 7 5.13769 3.50549 1 0 1 7 44.2767 4.79446 1 1 1 7 193.335 6.95677 1 2 1 7 429.745 12.2588 1 3 1 7 150.534 5.71471 1 4 1 7 77.8185 4.43444 1 5 1 7 272.600 11.8182 1 6 1 7 17.1217 2.54072 1 7 1 7 169.934 7.50825 1 0 2 7 193.238 9.88413 1 1 2 7 911.477 24.0204 1 2 2 7 134.373 5.62403 1 3 2 7 234.000 8.55344 1 4 2 7 106.589 4.99249 1 5 2 7 134.313 6.81047 1 6 2 7 20.7824 2.34105 1 7 2 7 16.1343 2.81467 1 0 3 7 775.122 34.2041 1 1 3 7 157.801 6.28642 1 2 3 7 78.6238 4.63812 1 3 3 7 40.5007 3.06118 1 4 3 7 55.0592 3.20041 1 5 3 7 21.2691 2.64099 1 6 3 7 100.545 5.77259 1 0 4 7 28.9769 4.36246 1 1 4 7 959.956 29.4288 1 2 4 7 332.175 12.5808 1 3 4 7 359.719 11.9916 1 4 4 7 23.0308 2.71354 1 5 4 7 37.2599 3.40815 1 6 4 7 4.52655 2.86457 1 0 5 7 35.5164 5.21682 1 1 5 7 18.3865 3.27300 1 2 5 7 152.080 6.84343 1 3 5 7 50.7954 4.15578 1 4 5 7 83.2584 4.78414 1 5 5 7 123.734 6.15637 1 0 6 7 6.81380 6.26836 1 1 6 7 24.3904 4.13415 1 2 6 7 13.8783 3.46894 1 3 6 7 14.5728 3.37434 1 4 6 7 13.5994 3.77680 1 0 7 7 30.9952 6.47905 1 1 7 7 16.1620 4.62190 1 2 7 7 6.78312 4.44104 1 0 0 8 4050.55 196.441 1 1 0 8 155.338 10.2778 1 2 0 8 565.039 22.3597 1 3 0 8 37.2256 4.05234 1 4 0 8 144.246 11.1936 1 5 0 8 47.3858 6.78452 1 6 0 8 60.6984 11.2628 1 0 1 8 4.22623 3.15879 1 1 1 8 759.688 20.8384 1 2 1 8 9.13476 2.05492 1 3 1 8 259.626 11.7334 1 4 1 8 68.4358 4.72754 1 5 1 8 138.225 6.78699 1 6 1 8 14.9790 2.50699 1 0 2 8 88.0767 8.25655 1 1 2 8 364.942 11.4097 1 2 2 8 388.074 12.3188 1 3 2 8 72.3230 3.95736 1 4 2 8 97.7640 4.97637 1 5 2 8 103.567 4.88591 1 6 2 8 25.0142 2.77658 1 0 3 8 12.0119 3.73666 1 1 3 8 12.8048 2.39561 1 2 3 8 126.088 6.11400 1 3 3 8 9.54826 2.16532 1 4 3 8 146.155 8.40425 1 5 3 8 21.8320 2.67569 1 6 3 8 251.680 10.3888 1 0 4 8 136.940 9.10918 1 1 4 8 116.158 6.42177 1 2 4 8 78.4489 5.60939 1 3 4 8 36.4569 3.56316 1 4 4 8 44.5921 4.38585 1 5 4 8 104.405 5.36774 1 0 5 8 5.20502 4.22924 1 1 5 8 172.451 8.99563 1 2 5 8 76.9275 6.06441 1 3 5 8 99.2907 6.90116 1 4 5 8 50.1312 4.30427 1 0 6 8 610.066 35.4512 1 1 6 8 14.8270 3.94196 1 2 6 8 389.601 15.5109 1 3 6 8 20.7798 4.05757 1 0 7 8 11.7583 6.87611 1 1 7 8 91.0630 7.90283 1 0 0 9 -0.4839 5.35600 1 1 0 9 485.239 20.8350 1 2 0 9 24.3956 4.21900 1 3 0 9 70.5393 6.20278 1 4 0 9 268.555 17.3108 1 5 0 9 9.03160 3.23869 1 6 0 9 113.396 8.95604 1 0 1 9 37.2996 5.77786 1 1 1 9 133.936 6.64012 1 2 1 9 22.5827 3.25514 1 3 1 9 123.540 5.75129 1 4 1 9 84.6004 5.06974 1 5 1 9 61.0952 4.28652 1 6 1 9 62.4432 5.37070 1 0 2 9 690.893 28.0404 1 1 2 9 967.647 30.0222 1 2 2 9 74.3834 4.49697 1 3 2 9 126.494 8.18227 1 4 2 9 22.2853 2.90653 1 5 2 9 34.0939 3.65606 1 6 2 9 45.5885 3.83092 1 0 3 9 279.636 14.5567 1 1 3 9 40.8242 3.69281 1 2 3 9 483.895 16.3107 1 3 3 9 77.5691 5.48755 1 4 3 9 100.685 5.50162 1 5 3 9 59.4788 3.88653 1 0 4 9 36.6758 5.77073 1 1 4 9 238.993 9.11151 1 2 4 9 276.734 11.4512 1 3 4 9 119.438 6.32512 1 4 4 9 42.3611 3.68450 1 5 4 9 115.566 6.34679 1 0 5 9 116.385 10.2683 1 1 5 9 48.9248 4.84720 1 2 5 9 42.1858 4.59524 1 3 5 9 40.6425 4.27762 1 4 5 9 8.04034 3.66483 1 0 6 9 18.6784 6.38430 1 1 6 9 19.4790 4.35234 1 2 6 9 63.1253 6.02718 1 0 0 10 33.1395 8.77879 1 1 0 10 2034.64 73.0466 1 2 0 10 230.783 12.1564 1 3 0 10 34.5555 4.85386 1 4 0 10 128.872 12.0227 1 5 0 10 19.7634 4.35045 1 0 1 10 11.2378 5.01908 1 1 1 10 297.419 10.7518 1 2 1 10 205.001 8.18309 1 3 1 10 78.9778 5.21331 1 4 1 10 106.298 6.37271 1 5 1 10 20.3730 3.20646 1 0 2 10 583.101 25.2211 1 1 2 10 116.899 7.66962 1 2 2 10 21.8663 3.45137 1 3 2 10 116.737 6.51719 1 4 2 10 26.4360 3.34271 1 5 2 10 122.381 6.64443 1 0 3 10 147.170 11.2177 1 1 3 10 21.5975 3.62892 1 2 3 10 107.525 6.67380 1 3 3 10 62.7672 4.83032 1 4 3 10 41.5183 3.74184 1 0 4 10 208.921 12.9481 1 1 4 10 88.9298 6.37921 1 2 4 10 39.8887 4.29604 1 3 4 10 27.8076 3.64425 1 4 4 10 26.4767 3.76746 1 0 5 10 112.708 11.1570 1 1 5 10 46.5857 4.86623 1 2 5 10 96.8589 7.67111 1 0 0 11 -2.7313 7.58292 1 1 0 11 180.234 13.0998 1 2 0 11 5.84881 4.76181 1 3 0 11 18.9236 5.81691 1 4 0 11 39.9078 5.01814 1 0 1 11 369.304 18.9557 1 1 1 11 85.0117 6.41894 1 2 1 11 135.256 7.74936 1 3 1 11 84.2095 5.91171 1 4 1 11 59.8945 4.90240 1 0 2 11 552.670 24.8598 1 1 2 11 118.574 7.35763 1 2 2 11 280.051 10.5815 1 3 2 11 136.217 7.04181 1 4 2 11 71.7916 5.37090 1 0 3 11 77.7602 8.77200 1 1 3 11 182.773 8.79131 1 2 3 11 21.1459 4.15003 1 3 3 11 125.757 7.90837 1 0 4 11 800.235 33.5222 1 1 4 11 92.2254 8.30077 1 2 4 11 213.355 10.9924 1 0 0 12 -2.2500 9.50410 1 1 0 12 319.917 17.8442 1 2 0 12 9.84788 6.03184 1 3 0 12 434.739 28.5773 1 0 1 12 441.407 22.2930 1 1 1 12 51.7663 5.64349 1 2 1 12 147.182 10.3077 1 3 1 12 23.0061 4.41330 1 0 2 12 317.018 18.4203 1 1 2 12 298.516 13.1944 1 2 2 12 21.5569 5.58491 1 3 2 12 8.25607 4.35017 1 0 3 12 109.501 12.1614 1 1 3 12 21.6804 5.26656 1 2 3 12 -0.1732 4.54811 1 0 0 13 1.80203 11.6704 1 1 0 13 77.9121 14.9274 1 0 1 13 144.041 13.6258 1 1 1 13 68.7039 7.18987 1 0 0 0 0.00 0.00 0 ; _shelx_hkl_checksum 7947 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 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 O1 O 1.1198(8) 0.2556(9) 0.2920(5) 0.0325(16) Uani 1 1 d . . . . . H1 H 1.176692 0.332668 0.250371 0.049 Uiso 1 1 calc R U . . . N1 N 0.9428(9) 0.3055(9) 0.3039(5) 0.0207(15) Uani 1 1 d . . . . . C2 C 0.7113(12) 0.4259(10) 0.4280(7) 0.0268(19) Uani 1 1 d . . . . . H2 H 0.673171 0.477794 0.502824 0.032 Uiso 1 1 calc R U . . . C5 C 0.8182(13) 0.2741(11) 0.2132(7) 0.025(2) Uani 1 1 d . . . . . H5 H 0.857977 0.220893 0.139105 0.031 Uiso 1 1 calc R U . . . C4 C 0.6400(12) 0.3182(12) 0.2282(7) 0.0249(19) Uani 1 1 d . . . . . H4 H 0.553798 0.297182 0.164588 0.030 Uiso 1 1 calc R U . . . C3 C 0.5812(11) 0.3943(11) 0.3365(6) 0.0246(19) Uani 1 1 d . . . . . H3 H 0.454823 0.424451 0.348406 0.030 Uiso 1 1 calc R U . . . C1 C 0.8908(12) 0.3831(12) 0.4106(7) 0.029(2) Uani 1 1 d . . . . . H1A H 0.979658 0.406827 0.472134 0.034 Uiso 1 1 calc R U . . . Cl1 Cl 0.2796(3) 0.5819(3) 0.56356(16) 0.0162(8) Uani 0.89 1 d . U P A 1 Cl2 Cl 0.165(5) 0.591(4) 0.564(2) 0.0162(8) Uani 0.06 1 d . U P B 2 Cl3 Cl 0.392(6) 0.597(5) 0.561(3) 0.0162(8) Uani 0.05 1 d . U P C 3 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 O1 0.031(3) 0.046(4) 0.020(3) 0.006(3) 0.003(2) 0.005(3) N1 0.031(4) 0.021(3) 0.010(3) 0.004(3) -0.001(3) 0.003(3) C2 0.045(5) 0.014(4) 0.022(4) 0.001(3) -0.001(4) -0.001(4) C5 0.047(5) 0.020(4) 0.009(4) 0.003(3) -0.003(3) -0.007(4) C4 0.030(4) 0.030(5) 0.015(4) -0.001(3) -0.004(3) -0.006(4) C3 0.035(4) 0.024(4) 0.016(3) 0.002(3) -0.001(3) -0.006(4) C1 0.042(5) 0.028(5) 0.016(4) 0.007(3) -0.010(3) -0.008(4) Cl1 0.0172(15) 0.0220(11) 0.0093(10) -0.0011(7) -0.0021(7) 0.0006(8) Cl2 0.0172(15) 0.0220(11) 0.0093(10) -0.0011(7) -0.0021(7) 0.0006(8) Cl3 0.0172(15) 0.0220(11) 0.0093(10) -0.0011(7) -0.0021(7) 0.0006(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 N1 O1 H1 109.5 . . ? O1 N1 C5 120.8(6) . . ? O1 N1 C1 117.8(6) . . ? C1 N1 C5 121.4(7) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C1 C2 C3 120.4(8) . . ? N1 C5 H5 119.9 . . ? C4 C5 N1 120.2(7) . . ? C4 C5 H5 119.9 . . ? C5 C4 H4 120.0 . . ? C5 C4 C3 120.0(7) . . ? C3 C4 H4 120.0 . . ? C2 C3 H3 120.6 . . ? C4 C3 C2 118.8(7) . . ? C4 C3 H3 120.6 . . ? N1 C1 H1A 120.4 . . ? C2 C1 N1 119.2(7) . . ? C2 C1 H1A 120.4 . . ? 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 O1 H1 0.8400 . ? O1 N1 1.339(9) . ? N1 C5 1.365(10) . ? N1 C1 1.361(11) . ? C2 H2 0.9500 . ? C2 C3 1.397(11) . ? C2 C1 1.349(12) . ? C5 H5 0.9500 . ? C5 C4 1.340(13) . ? C4 H4 0.9500 . ? C4 C3 1.385(11) . ? C3 H3 0.9500 . ? C1 H1A 0.9500 . ? 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 O1 N1 C5 C4 177.3(7) . . . . ? O1 N1 C1 C2 -176.4(7) . . . . ? N1 C5 C4 C3 -0.6(12) . . . . ? C5 N1 C1 C2 1.6(11) . . . . ? C5 C4 C3 C2 0.8(12) . . . . ? C3 C2 C1 N1 -1.3(12) . . . . ? C1 N1 C5 C4 -0.6(11) . . . . ? C1 C2 C3 C4 0.1(12) . . . . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 0.98143 2 0.01857