#------------------------------------------------------------------------------ #$Date: 2015-10-01 04:18:31 +0300 (Thu, 01 Oct 2015) $ #$Revision: 159066 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/02/01/2020129.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2020129 loop_ _publ_author_name 'Lutz, Martin' 'de Klein, Thomas J. S.' 'Huijben, Jeroen' _publ_section_title ; 5-Iodouracil: structure of a reflection twin ; _journal_coeditor_code SK3601 _journal_issue 10 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 912 _journal_page_last 915 _journal_paper_doi 10.1107/S2053229615017167 _journal_volume 71 _journal_year 2015 _chemical_formula_iupac 'C4 H3 I N2 O2' _chemical_formula_moiety 'C4 H3 I N2 O2' _chemical_formula_sum 'C4 H3 I N2 O2' _chemical_formula_weight 237.98 _chemical_name_common 5-Iodouracil _chemical_name_systematic ; 5-Iodo-1H-pyrimidine-2,4-dione ; _space_group_crystal_system monoclinic _space_group_IT_number 4 _space_group_name_Hall 'P 2yb' _space_group_name_H-M_alt 'P 1 21 1' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2014/7 _cell_angle_alpha 90 _cell_angle_beta 92.721(3) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 4.8929(3) _cell_length_b 4.4195(2) _cell_length_c 14.1348(7) _cell_measurement_reflns_used 4649 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 30.02 _cell_measurement_theta_min 4.17 _cell_volume 305.31(3) _computing_cell_refinement ; PEAKREF (Schreurs, 2013) ; _computing_data_collection ; APEX2 (Bruker, 2007) ; _computing_data_reduction ; EVAL15 (Schreurs et al., 2010) and TWINABS (Sheldrick, 2012) ; _computing_molecular_graphics ; PLATON (Spek, 2009) ; _computing_publication_material ; SHELXL2014 (Sheldrick, 2015) ; _computing_structure_refinement ; SHELXL2014 (Sheldrick, 2015) ; _computing_structure_solution ; coordinates from the literature (Sternglanz et al., 1975) ; _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'Bruker Kappa APEXII' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 13501 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 30.087 _diffrn_reflns_theta_min 2.885 _exptl_absorpt_coefficient_mu 5.163 _exptl_absorpt_correction_T_max 0.4326 _exptl_absorpt_correction_T_min 0.3129 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; (TWINABS; Sheldrick, 2012) ; _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 2.589 _exptl_crystal_description needle _exptl_crystal_F_000 220 _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _refine_diff_density_max 0.928 _refine_diff_density_min -0.541 _refine_ls_abs_structure_details ; Flack x determined using 728 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013) ; _refine_ls_abs_structure_Flack -0.021(12) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 83 _refine_ls_number_reflns 3122 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.087 _refine_ls_R_factor_all 0.0211 _refine_ls_R_factor_gt 0.0189 _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^)+(0.0254P)^2^+0.0706P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.0455 _reflns_number_gt 2932 _reflns_number_total 3122 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file sk3601sup1.cif _cod_data_source_block I _cod_database_code 2020129 _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_hkl_file ; -1 0 0 6.35692 0.59504 2 1 0 0 7.34202 0.63765 1 2 0 0 3496.01 30.5306 1 -2 0 0 2217.51 21.4267 2 3 0 0 -0.5408 1.94181 1 -3 0 0 21.4716 2.31153 2 3 0 -1 403.892 13.8499 -2 3 0 0 403.892 13.8499 1 4 0 -1 1346.47 15.4569 -2 4 0 0 1346.47 15.4569 1 -5 0 0 182.759 4.77441 2 5 0 0 306.050 6.64672 1 6 0 0 206.434 5.82123 1 -6 0 0 125.988 4.75918 2 0 -1 0 8.39511 1.16654 -2 0 -1 0 8.39511 1.16654 1 0 1 0 11.2202 1.44973 -2 0 1 0 11.2202 1.44973 1 1 1 0 2494.40 19.5922 2 -1 -1 0 4314.31 28.9464 1 -1 -1 0 2695.27 17.2516 2 1 1 0 4076.25 31.5465 1 2 1 0 128.793 2.38709 2 -2 -1 0 187.602 2.34472 1 -2 -1 0 119.322 1.78711 2 2 1 0 197.462 2.85460 1 -3 -1 0 1558.51 18.3606 1 3 1 0 1059.17 11.7061 2 3 -1 -1 2986.51 68.1309 -2 -3 -1 0 2986.51 68.1309 1 -3 -1 0 1063.04 12.0252 2 3 1 0 1640.65 15.3587 1 -3 1 1 3124.72 62.8490 -2 3 1 0 3124.72 62.8490 1 4 -1 -1 52.8624 3.85695 -2 -4 -1 0 52.8624 3.85695 1 -4 1 1 43.1252 3.01607 -2 4 1 0 43.1252 3.01607 1 -5 -1 0 200.179 5.75613 1 5 1 0 116.593 2.84398 2 5 1 0 194.236 3.49451 1 -5 -1 0 127.857 4.35206 2 6 1 0 20.6702 3.26943 2 -6 -1 0 45.1953 4.12555 1 6 1 0 45.9143 4.26434 1 -6 -1 0 27.2358 3.76877 2 0 -2 0 8552.25 72.8055 -2 0 -2 0 8552.25 72.8055 1 0 2 0 8699.85 97.2967 -2 0 2 0 8699.85 97.2967 1 1 2 0 122.381 2.26446 2 -1 -2 0 180.446 2.60418 1 1 2 0 181.092 2.69153 1 -1 -2 0 115.739 2.13131 2 -2 -2 0 2296.80 17.5526 1 2 2 0 1449.18 11.4908 2 -2 -2 0 1474.42 11.7426 2 2 2 0 2257.72 17.0686 1 -3 -2 0 8.97810 1.81817 1 3 2 0 10.2853 1.96853 2 3 -2 -1 202.190 12.6647 -2 -3 -2 0 202.190 12.6647 1 3 2 0 12.0125 1.86442 1 -3 -2 0 6.67010 1.63084 2 -3 2 1 249.431 7.15296 -2 3 2 0 249.431 7.15296 1 4 -2 -1 1044.56 13.3325 -2 -4 -2 0 1044.56 13.3325 1 -4 2 1 1057.66 9.92061 -2 4 2 0 1057.66 9.92061 1 5 2 0 20.5822 3.14717 2 -5 -2 0 33.3231 3.85467 1 5 2 0 27.7457 3.31690 1 -5 -2 0 19.4421 3.19342 2 6 2 0 38.0842 4.15818 2 -6 -2 0 55.9203 4.55773 1 6 2 0 63.7933 4.79763 1 -6 -2 0 37.2365 4.15683 2 0 -3 0 0.03141 1.39836 -2 0 -3 0 0.03141 1.39836 1 0 3 0 5.89320 2.57989 -2 0 3 0 5.89320 2.57989 1 -1 -3 0 1410.87 10.4202 1 1 3 0 887.623 8.05406 2 1 3 0 1380.22 11.4932 1 -1 -3 0 906.413 7.25420 2 -2 -3 0 15.1708 1.68449 1 2 3 0 13.0027 1.98613 2 -2 -3 0 13.3288 1.53022 2 2 3 0 24.3946 2.14580 1 -3 -3 0 531.483 9.55479 1 3 3 0 353.222 7.63182 2 3 -3 -1 876.166 28.7961 -2 -3 -3 0 876.166 28.7961 1 -3 -3 0 343.247 7.06357 2 -3 3 1 920.628 18.0996 -2 3 3 0 920.628 18.0996 1 3 3 0 547.867 9.71159 1 4 -3 -1 67.3211 3.68419 -2 -4 -3 0 67.3211 3.68419 1 -4 3 1 56.8786 3.92730 -2 4 3 0 56.8786 3.92730 1 -5 -3 0 179.089 6.76922 1 5 3 0 102.884 4.91913 2 -5 -3 0 115.278 5.78697 2 5 3 0 159.467 6.48467 1 6 3 0 10.7369 4.62363 2 -6 -3 0 15.0307 5.98697 1 6 3 0 15.7437 4.78520 1 -6 -3 0 7.50718 5.49137 2 0 -4 0 1471.76 17.2311 -2 0 -4 0 1471.76 17.2311 1 0 4 0 1554.29 21.4568 -2 0 4 0 1554.29 21.4568 1 1 4 0 22.4502 3.16913 2 -1 -4 0 21.0051 2.22462 1 1 4 0 28.4752 3.15433 1 -1 -4 0 15.7544 2.14423 2 2 4 0 479.507 7.75855 2 -2 -4 0 719.106 8.22624 1 2 4 0 745.361 10.0174 1 -2 -4 0 456.847 5.77494 2 3 4 0 2.46599 6.47303 2 3 -4 -1 28.0731 6.16654 -2 -3 -4 0 28.0731 6.16654 1 -3 -4 0 -4.4065 3.63475 1 3 4 0 0.74109 3.99795 1 -3 -4 0 1.32156 3.68491 2 -3 4 1 38.2756 10.5799 -2 3 4 0 38.2756 10.5799 1 4 -4 -1 351.163 7.23095 -2 -4 -4 0 351.163 7.23095 1 -4 4 1 356.693 8.72914 -2 4 4 0 356.693 8.72914 1 5 4 0 1.51787 3.69892 2 -5 -4 0 3.92593 4.97399 1 -5 -4 0 4.36949 4.56398 2 5 4 0 1.14610 4.03419 1 0 -5 0 4.64957 4.26596 -2 0 -5 0 4.64957 4.26596 1 0 5 0 1.85019 5.37922 -2 0 5 0 1.85019 5.37922 1 -1 -5 0 578.928 8.53023 1 1 5 0 429.102 8.23265 2 -1 -5 0 375.847 6.87118 2 1 5 0 615.164 9.72769 1 2 5 0 1.01770 3.92481 2 -2 -5 0 2.26495 3.20725 1 -2 -5 0 6.11704 3.50886 2 2 5 0 6.09166 4.08046 1 3 -5 -1 329.027 9.05831 -2 -3 -5 0 329.027 9.05831 1 -3 5 1 345.915 9.82049 -2 3 5 0 345.915 9.82049 1 4 -5 -1 27.8609 5.38567 -2 -4 -5 0 27.8609 5.38567 1 -4 5 1 49.6910 6.36865 -2 4 5 0 49.6910 6.36865 1 0 -6 0 554.122 17.0830 -2 0 -6 0 554.122 17.0830 1 0 6 0 551.458 16.1775 -2 0 6 0 551.458 16.1775 1 1 6 0 4.32356 5.86647 2 -1 -6 0 9.68213 4.87410 1 1 6 0 6.35823 5.91144 1 -1 -6 0 1.17138 4.63542 2 -6 0 1 242.735 6.12415 1 6 0 -1 158.404 5.11362 2 5 0 -1 295.760 6.51059 2 -5 0 1 464.094 7.31226 1 -4 0 0 1164.15 13.8073 -2 -4 0 1 1164.15 13.8073 1 -3 0 0 712.535 19.7153 -2 -3 0 1 712.535 19.7153 1 -3 0 1 659.481 9.17050 1 3 0 -1 412.926 8.28035 2 2 0 -1 1832.17 16.4604 2 -2 0 1 2910.28 22.9232 1 -1 0 1 3976.54 30.4239 1 1 0 -1 2483.46 23.5183 2 -1 0 -1 2505.20 19.3338 2 1 0 1 3906.41 32.9585 1 -2 0 -1 1073.64 8.98937 2 2 0 1 1736.16 15.7496 1 -3 0 -1 418.295 5.94353 2 3 0 1 601.185 7.06115 1 3 0 -2 1376.96 34.6669 -2 3 0 1 1376.96 34.6669 1 4 0 -2 627.656 7.90448 -2 4 0 1 627.656 7.90448 1 -5 0 -1 23.7058 2.94747 2 5 0 1 48.7358 3.79661 1 -6 0 -1 1.40611 3.44699 2 6 0 1 -0.8263 3.68927 1 -6 1 1 26.7161 3.73386 2 6 -1 -1 39.7574 4.07403 1 6 -1 -1 23.6025 3.69036 2 -6 1 1 37.0269 4.10534 1 -5 1 1 233.286 3.76604 2 5 -1 -1 383.334 6.85275 1 -5 1 1 363.467 4.75328 1 5 -1 -1 235.501 6.06666 2 -4 -1 0 57.8788 3.92752 -2 4 -1 -1 57.8788 3.92752 1 4 1 0 48.3965 2.51876 -2 -4 1 1 48.3965 2.51876 1 -3 1 1 1345.45 12.8425 2 3 -1 -1 2010.66 20.5576 1 -3 1 1 2024.50 18.4243 1 3 -1 -1 1370.63 16.4325 2 3 1 0 3358.06 67.9647 -2 -3 1 1 3358.06 67.9647 1 -2 1 1 431.096 4.50371 2 2 -1 -1 676.566 5.80467 1 2 -1 -1 420.326 3.99232 2 -2 1 1 669.376 6.33715 1 1 -1 -1 2407.34 16.7003 1 -1 1 1 1510.45 11.2830 2 1 -1 -1 1504.99 10.5188 2 -1 1 1 2445.31 17.7727 1 0 -1 -1 3720.18 23.7705 -2 0 -1 -1 3720.18 23.7705 1 0 1 1 3561.39 23.6373 -2 0 1 1 3561.39 23.6373 1 -1 -1 -1 9899.71 69.1955 1 1 1 1 6307.80 42.0646 2 -1 -1 -1 6213.80 39.4738 2 1 1 1 9999.99 71.1080 1 2 1 1 1506.87 12.5849 2 -2 -1 -1 2414.92 18.0780 1 -2 -1 -1 1507.97 11.6006 2 2 1 1 2350.24 18.8593 1 3 -1 -2 1426.67 36.1080 -2 -3 -1 -1 1426.67 36.1080 1 -3 -1 -1 1311.25 15.9165 1 3 1 1 791.420 9.12143 2 -3 1 2 1350.23 29.1981 -2 3 1 1 1350.23 29.1981 1 -3 -1 -1 823.435 8.80894 2 3 1 1 1275.18 12.3209 1 4 -1 -2 1172.97 14.1460 -2 -4 -1 -1 1172.97 14.1460 1 -4 1 2 1180.67 12.3162 -2 4 1 1 1180.67 12.3162 1 5 1 1 147.258 3.12931 2 -5 -1 -1 209.163 5.90929 1 5 1 1 224.777 4.32031 1 -5 -1 -1 134.828 4.45079 2 6 1 1 132.743 4.90747 2 -6 -1 -1 206.868 6.69034 1 -6 -1 -1 130.875 5.59365 2 6 1 1 203.002 6.34484 1 -6 2 1 58.7832 4.13789 2 6 -2 -1 88.7143 4.96736 1 -6 2 1 85.1104 5.02174 1 6 -2 -1 56.9515 4.42491 2 5 -2 -1 191.309 5.36709 1 -5 2 1 117.569 4.38114 2 5 -2 -1 119.074 4.52289 2 -5 2 1 186.601 5.34640 1 -4 -2 0 886.456 10.7387 -2 4 -2 -1 886.456 10.7387 1 4 2 0 858.587 10.0993 -2 -4 2 1 858.587 10.0993 1 -3 2 1 242.899 4.52616 2 3 -2 -1 345.666 4.97963 1 3 -2 -1 213.428 3.82525 2 3 2 0 382.578 7.55511 -2 -3 2 1 382.578 7.55511 1 -3 2 1 366.468 5.71163 1 2 -2 -1 1378.04 11.1114 1 -2 2 1 944.757 8.75693 2 2 -2 -1 878.207 7.56199 2 -2 2 1 1446.55 11.5111 1 1 -2 -1 1627.22 11.3139 1 -1 2 1 1024.96 8.47120 2 -1 2 1 1609.36 12.6310 1 1 -2 -1 1026.85 8.10067 2 0 -2 -1 2585.51 17.1444 -2 0 -2 -1 2585.51 17.1444 1 0 2 1 2644.47 21.8896 -2 0 2 1 2644.47 21.8896 1 -1 -2 -1 773.106 5.86357 1 1 2 1 458.616 4.65074 2 1 2 1 696.628 6.23001 1 -1 -2 -1 496.854 4.29313 2 -2 -2 -1 1431.17 10.6209 1 2 2 1 819.914 7.18297 2 -2 -2 -1 860.188 6.95137 2 2 2 1 1311.41 11.4921 1 3 -2 -2 712.461 23.2125 -2 -3 -2 -1 712.461 23.2125 1 -3 -2 -1 224.141 4.26616 1 3 2 1 163.359 3.77879 2 -3 -2 -1 144.873 2.96749 2 3 2 1 235.902 4.04652 1 -3 2 2 715.464 19.9973 -2 3 2 1 715.464 19.9973 1 4 -2 -2 346.000 7.05839 -2 -4 -2 -1 346.000 7.05839 1 -4 2 2 359.616 5.56027 -2 4 2 1 359.616 5.56027 1 -5 -2 -1 73.1318 4.51815 1 5 2 1 44.9943 3.28100 2 -5 -2 -1 48.5691 3.65034 2 5 2 1 73.4311 4.61989 1 6 2 1 36.0791 3.80335 2 -6 -2 -1 58.9646 4.59636 1 -6 -2 -1 39.0077 4.12047 2 6 2 1 68.8716 4.97590 1 -6 3 1 -3.5370 4.25854 2 6 -3 -1 1.31316 5.75332 1 6 -3 -1 -3.7262 5.26277 2 -6 3 1 -1.2799 4.34061 1 5 -3 -1 73.2190 5.43657 1 -5 3 1 40.3568 4.01621 2 5 -3 -1 36.0340 4.58634 2 -5 3 1 58.0925 4.38111 1 -4 -3 0 94.2182 3.97471 -2 4 -3 -1 94.2182 3.97471 1 4 3 0 93.9647 4.38908 -2 -4 3 1 93.9647 4.38908 1 -3 -3 0 939.870 19.9737 -2 3 -3 -1 939.870 19.9737 1 -3 3 1 389.059 8.02716 2 3 -3 -1 605.879 10.0013 1 -3 3 1 625.535 10.5450 1 3 -3 -1 376.423 7.63587 2 3 3 0 927.265 14.4045 -2 -3 3 1 927.265 14.4045 1 2 -3 -1 350.401 4.04578 1 -2 3 1 233.486 4.03595 2 2 -3 -1 216.931 3.67630 2 -2 3 1 354.861 5.02571 1 1 -3 -1 1893.20 13.4055 1 -1 3 1 1245.37 10.5472 2 1 -3 -1 1208.94 9.81481 2 -1 3 1 1890.08 15.1018 1 0 -3 -1 425.898 3.80178 -2 0 -3 -1 425.898 3.80178 1 0 3 1 403.630 5.38942 -2 0 3 1 403.630 5.38942 1 -1 -3 -1 1423.66 11.2485 1 1 3 1 940.416 9.55832 2 1 3 1 1467.94 12.1068 1 -1 -3 -1 921.663 7.33471 2 2 3 1 357.308 5.09311 2 -2 -3 -1 523.653 5.99962 1 -2 -3 -1 331.255 4.31500 2 2 3 1 546.210 6.43762 1 3 3 1 302.021 7.01329 2 3 -3 -2 620.526 12.0001 -2 -3 -3 -1 620.526 12.0001 1 -3 -3 -1 468.421 13.8064 1 3 3 1 465.348 7.64770 1 -3 -3 -1 303.039 6.07660 2 -3 3 2 578.751 19.3985 -2 3 3 1 578.751 19.3985 1 4 -3 -2 372.585 7.43270 -2 -4 -3 -1 372.585 7.43270 1 -4 3 2 384.749 6.94169 -2 4 3 1 384.749 6.94169 1 -5 -3 -1 178.687 6.76694 1 5 3 1 117.520 5.18968 2 5 3 1 197.022 7.06290 1 -5 -3 -1 116.624 5.86634 2 6 3 1 23.7307 5.92449 2 -6 -3 -1 42.1034 12.8997 1 6 3 1 42.7075 6.43239 1 -6 -3 -1 36.6058 12.1508 2 5 -4 -1 43.2836 5.60898 1 -5 4 1 30.4417 4.58990 2 5 -4 -1 17.1299 4.69593 2 -5 4 1 42.7019 4.85710 1 -4 -4 0 333.378 7.02775 -2 4 -4 -1 333.378 7.02775 1 4 4 0 334.211 8.59670 -2 -4 4 1 334.211 8.59670 1 -3 4 1 37.1403 4.74973 2 -3 -4 0 53.2875 6.58803 -2 3 -4 -1 53.2875 6.58803 1 3 -4 -1 50.3639 4.95502 1 3 4 0 58.2888 6.51270 -2 -3 4 1 58.2888 6.51270 1 3 -4 -1 29.9526 4.42443 2 -3 4 1 53.9920 8.71787 1 2 -4 -1 392.658 5.35350 1 -2 4 1 265.685 5.78909 2 2 -4 -1 247.637 4.58835 2 -2 4 1 392.372 7.09443 1 1 -4 -1 350.913 5.39050 1 -1 4 1 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-2 -14 57.3169 6.16380 2 2 2 14 95.0115 5.03757 1 3 -2 -15 256.979 7.12614 -2 -3 -2 -14 256.979 7.12614 1 -3 2 15 239.341 8.90542 -2 3 2 14 239.341 8.90542 1 4 -2 -15 99.5106 6.31427 -2 -4 -2 -14 99.5106 6.31427 1 -4 2 15 119.166 8.06283 -2 4 2 14 119.166 8.06283 1 -3 -3 -13 112.602 8.62272 -2 3 -3 -14 112.602 8.62272 1 3 3 13 111.556 8.92260 -2 -3 3 14 111.556 8.92260 1 -2 3 14 276.584 7.21045 2 2 -3 -14 455.854 11.2751 1 2 -3 -14 289.798 8.18103 2 -2 3 14 445.686 11.7332 1 -1 3 14 72.0959 4.67873 2 1 -3 -14 119.995 4.86306 1 -1 3 14 114.545 6.97122 1 1 -3 -14 78.7546 4.57791 2 0 -3 -14 724.999 10.7083 -2 0 -3 -14 724.999 10.7083 1 0 3 14 709.820 11.5817 -2 0 3 14 709.820 11.5817 1 1 3 14 90.8999 6.70639 2 -1 -3 -14 136.663 5.31066 1 -1 -3 -14 75.9645 4.49639 2 1 3 14 141.320 5.78824 1 2 3 14 90.2288 6.92621 2 -2 -3 -14 132.698 6.46543 1 -2 -3 -14 94.5420 7.34006 2 2 3 14 146.138 6.06044 1 3 -3 -15 171.038 10.1094 -2 -3 -3 -14 171.038 10.1094 1 -3 3 15 159.551 10.6822 -2 3 3 14 159.551 10.6822 1 -2 4 14 45.3196 8.31053 2 2 -4 -14 72.7841 6.92641 1 -2 4 14 68.5955 6.34223 1 2 -4 -14 38.5581 6.13852 2 1 -4 -14 188.453 7.76026 1 -1 4 14 128.564 14.1752 2 1 -4 -14 118.806 6.65898 2 -1 4 14 188.906 9.05844 1 0 -4 -14 104.084 6.44600 -2 0 -4 -14 104.084 6.44600 1 0 4 14 119.347 9.47767 -2 0 4 14 119.347 9.47767 1 -1 -4 -14 345.498 9.49507 1 1 4 14 232.528 9.68010 2 1 4 14 394.866 20.5046 1 -1 -4 -14 223.828 9.49515 2 -4 0 -14 237.033 9.35241 -2 -4 0 15 237.033 9.35241 1 -3 0 -14 666.198 14.5949 -2 -3 0 15 666.198 14.5949 1 2 0 -15 323.553 7.40829 2 -2 0 15 515.522 9.78333 1 -1 0 15 204.728 5.59466 1 1 0 -15 132.603 5.07862 2 0 0 -15 1708.80 17.7048 -2 0 0 15 1708.80 17.7048 1 1 0 15 263.987 8.04960 1 -1 0 -15 182.507 5.54995 2 -2 0 -15 627.151 11.0174 2 2 0 15 994.785 14.0437 1 3 0 -16 124.422 6.55309 -2 3 0 15 124.422 6.55309 1 4 0 -16 424.149 9.97419 -2 4 0 15 424.149 9.97419 1 -4 -1 -14 160.603 8.60869 -2 4 -1 -15 160.603 8.60869 1 4 1 14 148.480 8.43258 -2 -4 1 15 148.480 8.43258 1 -3 -1 -14 335.765 10.5356 -2 3 -1 -15 335.765 10.5356 1 3 1 14 343.808 9.36491 -2 -3 1 15 343.808 9.36491 1 -2 1 15 65.7108 4.44589 2 2 -1 -15 126.855 6.35085 1 -2 1 15 118.467 5.04292 1 2 -1 -15 79.1279 4.11360 2 1 -1 -15 860.879 11.3380 1 -1 1 15 538.829 10.9284 2 -1 1 15 852.719 12.6343 1 1 -1 -15 563.855 8.71353 2 0 -1 -15 234.737 6.51053 -2 0 -1 -15 234.737 6.51053 1 0 1 15 272.377 7.05983 -2 0 1 15 272.377 7.05983 1 -1 -1 -15 595.711 8.99441 1 1 1 15 377.411 7.96077 2 1 1 15 600.063 11.8929 1 -1 -1 -15 401.696 7.70931 2 -2 -1 -15 130.823 5.38791 1 2 1 15 72.3935 4.81668 2 2 1 15 122.004 5.49896 1 -2 -1 -15 94.2543 6.08967 2 3 -1 -16 552.707 10.8091 -2 -3 -1 -15 552.707 10.8091 1 -3 1 16 509.526 10.7678 -2 3 1 15 509.526 10.7678 1 4 -1 -16 29.6535 5.31096 -2 -4 -1 -15 29.6535 5.31096 1 -4 1 16 24.9999 6.50489 -2 4 1 15 24.9999 6.50489 1 -4 -2 -14 124.767 7.13332 -2 4 -2 -15 124.767 7.13332 1 4 2 14 128.443 10.6214 -2 -4 2 15 128.443 10.6214 1 -3 -2 -14 212.211 8.38642 -2 3 -2 -15 212.211 8.38642 1 3 2 14 206.709 7.32229 -2 -3 2 15 206.709 7.32229 1 -2 2 15 284.204 7.25775 2 2 -2 -15 413.340 10.6353 1 2 -2 -15 290.237 5.95489 2 -2 2 15 462.939 9.64481 1 1 -2 -15 213.270 6.81637 1 -1 2 15 117.136 5.29669 2 -1 2 15 204.345 6.61631 1 1 -2 -15 127.774 5.08097 2 0 -2 -15 1174.71 14.3035 -2 0 -2 -15 1174.71 14.3035 1 0 2 15 1123.73 15.8335 -2 0 2 15 1123.73 15.8335 1 -1 -2 -15 249.921 6.31956 1 1 2 15 169.419 6.20296 2 -1 -2 -15 168.266 5.92385 2 1 2 15 250.793 6.98794 1 -2 -2 -15 391.030 7.38486 1 2 2 15 236.023 7.27889 2 2 2 15 379.802 8.50123 1 -2 -2 -15 234.059 8.89912 2 3 -2 -16 44.2176 5.76948 -2 -3 -2 -15 44.2176 5.76948 1 -3 2 16 38.4710 6.63434 -2 3 2 15 38.4710 6.63434 1 -3 -3 -14 159.915 9.69496 -2 3 -3 -15 159.915 9.69496 1 3 3 14 179.074 10.3205 -2 -3 3 15 179.074 10.3205 1 2 -3 -15 76.6109 6.76164 1 -2 3 15 52.8523 4.77216 2 2 -3 -15 51.4088 6.13424 2 -2 3 15 94.7355 7.18538 1 -1 3 15 251.711 7.09454 2 1 -3 -15 393.622 7.70144 1 1 -3 -15 249.756 6.75482 2 -1 3 15 387.866 11.0740 1 0 -3 -15 98.9547 5.17339 -2 0 -3 -15 98.9547 5.17339 1 0 3 15 104.176 7.62894 -2 0 3 15 104.176 7.62894 1 1 3 15 156.752 7.93512 2 -1 -3 -15 236.256 6.58567 1 1 3 15 246.605 7.32334 1 -1 -3 -15 159.033 6.02403 2 2 3 15 108.089 7.60684 2 -2 -3 -15 187.864 8.22027 1 2 3 15 172.975 6.70706 1 -2 -3 -15 110.786 7.82430 2 1 -4 -15 81.7763 9.04208 1 -1 4 15 56.8283 12.6650 2 1 -4 -15 47.2908 5.95667 2 -1 4 15 107.153 8.15088 1 0 -4 -15 497.544 11.4660 -2 0 -4 -15 497.544 11.4660 1 0 4 15 442.177 22.3577 -2 0 4 15 442.177 22.3577 1 -4 0 -15 496.169 13.0938 -2 -4 0 16 496.169 13.0938 1 -3 0 -15 99.3772 8.17119 -2 -3 0 16 99.3772 8.17119 1 -2 0 16 716.768 11.8980 1 2 0 -16 463.655 9.12299 2 -1 0 16 33.0239 6.35598 1 1 0 -16 25.6887 4.67126 2 0 0 -16 1553.85 16.6510 -2 0 0 16 1553.85 16.6510 1 -1 0 -16 24.8637 5.96852 2 1 0 16 38.2049 4.92992 1 2 0 16 442.852 10.2417 1 -2 0 -16 289.399 7.89856 2 3 0 -17 148.427 7.13275 -2 3 0 16 148.427 7.13275 1 -4 -1 -15 18.1587 6.76107 -2 4 -1 -16 18.1587 6.76107 1 4 1 15 8.13543 6.41444 -2 -4 1 16 8.13543 6.41444 1 -3 -1 -15 656.266 18.9441 -2 3 -1 -16 656.266 18.9441 1 3 1 15 598.115 12.0156 -2 -3 1 16 598.115 12.0156 1 -2 1 16 7.03749 3.63950 2 2 -1 -16 13.2992 4.36201 1 -2 1 16 13.9352 4.14585 1 2 -1 -16 4.65921 4.22097 2 1 -1 -16 698.508 11.4241 1 -1 1 16 440.244 10.1824 2 1 -1 -16 471.262 8.18709 2 -1 1 16 723.956 13.9448 1 0 -1 -16 12.2010 3.79589 -2 0 -1 -16 12.2010 3.79589 1 0 1 16 13.8941 3.87614 -2 0 1 16 13.8941 3.87614 1 -1 -1 -16 819.700 11.1401 1 1 1 16 518.105 11.3053 2 -1 -1 -16 530.139 11.1479 2 1 1 16 822.909 14.6515 1 -2 -1 -16 18.6972 4.46038 1 2 1 16 9.29390 4.02638 2 2 1 16 13.6671 3.99605 1 -2 -1 -16 5.48226 4.36718 2 3 -1 -17 555.161 11.2150 -2 -3 -1 -16 555.161 11.2150 1 -3 1 17 558.741 11.5356 -2 3 1 16 558.741 11.5356 1 -3 -2 -15 15.4278 7.60110 -2 3 -2 -16 15.4278 7.60110 1 3 2 15 30.8354 6.40108 -2 -3 2 16 30.8354 6.40108 1 -2 2 16 202.246 7.66540 2 2 -2 -16 281.190 9.29097 1 -2 2 16 324.768 8.54473 1 2 -2 -16 211.486 5.95357 2 -1 2 16 6.53051 3.76460 2 1 -2 -16 13.4815 4.49309 1 -1 2 16 13.3369 4.17933 1 1 -2 -16 9.49410 3.66981 2 0 -2 -16 1064.81 13.7248 -2 0 -2 -16 1064.81 13.7248 1 0 2 16 1044.40 17.4984 -2 0 2 16 1044.40 17.4984 1 -1 -2 -16 46.4774 4.20046 1 1 2 16 27.1433 4.48482 2 -1 -2 -16 33.3325 4.87949 2 1 2 16 47.4431 4.68454 1 2 2 16 256.431 7.74407 2 -2 -2 -16 433.220 7.97050 1 2 2 16 425.116 10.5457 1 -2 -2 -16 271.068 8.27555 2 3 -2 -17 32.4838 6.54533 -2 -3 -2 -16 32.4838 6.54533 1 -3 2 17 47.0462 6.45297 -2 3 2 16 47.0462 6.45297 1 2 -3 -16 10.0620 5.80407 1 -2 3 16 3.75709 4.13362 2 2 -3 -16 4.03732 5.44929 2 -2 3 16 5.24732 5.75158 1 1 -3 -16 352.668 8.93763 1 -1 3 16 215.047 7.07939 2 1 -3 -16 241.183 7.06073 2 -1 3 16 353.063 11.0432 1 0 -3 -16 1.95271 4.06657 -2 0 -3 -16 1.95271 4.06657 1 0 3 16 8.06926 5.77998 -2 0 3 16 8.06926 5.77998 1 1 3 16 379.421 11.3653 2 -1 -3 -16 588.634 10.1631 1 -1 -3 -16 394.663 10.4883 2 1 3 16 573.878 10.9814 1 -2 -3 -16 0.64179 5.24378 1 2 3 16 8.72728 5.98515 2 -2 -3 -16 -1.4895 5.31542 2 2 3 16 1.57447 4.47752 1 -3 0 -16 200.582 8.58339 -2 -3 0 17 200.582 8.58339 1 -2 0 17 348.199 8.62236 1 2 0 -17 212.816 7.79245 2 1 0 -17 160.840 8.83627 2 -1 0 17 240.133 10.5133 1 0 0 -17 564.399 9.94691 -2 0 0 17 564.399 9.94691 1 -1 0 -17 149.817 8.89453 2 1 0 17 263.900 10.1301 1 -2 0 -17 165.829 8.05671 2 2 0 17 247.405 8.28493 1 3 0 -18 291.304 10.2259 -2 3 0 17 291.304 10.2259 1 -3 -1 -16 538.631 17.8847 -2 3 -1 -17 538.631 17.8847 1 3 1 16 500.771 11.5047 -2 -3 1 17 500.771 11.5047 1 -2 1 17 148.291 6.98556 2 2 -1 -17 264.458 9.59993 1 -2 1 17 240.753 7.57845 1 2 -1 -17 151.853 6.96856 2 1 -1 -17 370.277 9.61042 1 -1 1 17 225.784 7.93704 2 -1 1 17 363.770 10.2285 1 1 -1 -17 227.640 7.09913 2 0 -1 -17 610.740 10.6778 -2 0 -1 -17 610.740 10.6778 1 0 1 17 598.011 10.9626 -2 0 1 17 598.011 10.9626 1 -1 -1 -17 315.618 8.58548 1 1 1 17 206.071 8.01172 2 -1 -1 -17 217.071 8.04256 2 1 1 17 337.918 11.6703 1 2 1 17 144.013 6.45178 2 -2 -1 -17 233.864 7.97605 1 2 1 17 230.675 8.27705 1 -2 -1 -17 152.340 8.32217 2 3 -1 -18 150.177 8.35855 -2 -3 -1 -17 150.177 8.35855 1 -3 1 18 135.156 7.52377 -2 3 1 17 135.156 7.52377 1 -3 -2 -16 48.8852 8.51456 -2 3 -2 -17 48.8852 8.51456 1 3 2 16 73.1985 7.30284 -2 -3 2 17 73.1985 7.30284 1 2 -2 -17 362.532 9.26594 1 -2 2 17 237.524 8.48071 2 2 -2 -17 229.960 7.09327 2 -2 2 17 372.941 9.27096 1 1 -2 -17 171.507 7.91819 1 -1 2 17 93.7733 5.42569 2 -1 2 17 167.097 8.06450 1 1 -2 -17 112.587 5.37921 2 0 -2 -17 441.782 8.65202 -2 0 -2 -17 441.782 8.65202 1 0 2 17 442.428 11.2369 -2 0 2 17 442.428 11.2369 1 -1 -2 -17 189.619 6.22662 1 1 2 17 124.684 7.14749 2 -1 -2 -17 131.171 7.43621 2 1 2 17 189.099 6.86241 1 -2 -2 -17 269.150 8.59437 1 2 2 17 160.354 6.92060 2 2 2 17 272.964 9.15530 1 -2 -2 -17 176.431 7.47228 2 -1 3 17 142.998 7.24635 2 1 -3 -17 194.919 8.80173 1 1 -3 -17 133.238 6.19880 2 -1 3 17 223.399 12.8840 1 0 -3 -17 155.091 6.47158 -2 0 -3 -17 155.091 6.47158 1 0 3 17 157.672 7.43622 -2 0 3 17 157.672 7.43622 1 1 3 17 100.538 9.56541 2 -1 -3 -17 169.618 6.97168 1 1 3 17 199.821 8.13597 1 -1 -3 -17 99.6106 7.66944 2 -3 0 -17 357.717 10.6581 -2 -3 0 18 357.717 10.6581 1 2 0 -18 12.8490 4.92759 2 -2 0 18 32.2491 7.49002 1 1 0 -18 286.908 11.4305 2 -1 0 18 456.589 14.1300 1 0 0 -18 60.2355 5.91312 -2 0 0 18 60.2355 5.91312 1 -1 0 -18 422.426 13.5898 2 1 0 18 602.977 15.4940 1 -2 0 -18 14.3699 6.93111 2 2 0 18 16.6175 5.09368 1 -3 -1 -17 94.5732 9.95075 -2 3 -1 -18 94.5732 9.95075 1 3 1 17 99.2032 7.77053 -2 -3 1 18 99.2032 7.77053 1 -2 1 18 266.692 8.93556 2 2 -1 -18 419.357 11.9091 1 -2 1 18 458.729 12.0883 1 2 -1 -18 259.304 8.64910 2 -1 1 18 52.8410 7.19982 2 1 -1 -18 60.0182 5.83411 1 1 -1 -18 44.3251 5.53248 2 -1 1 18 70.0799 6.50449 1 0 -1 -18 730.159 12.1055 -2 0 -1 -18 730.159 12.1055 1 0 1 18 740.434 14.4331 -2 0 1 18 740.434 14.4331 1 -1 -1 -18 12.5250 5.72828 1 1 1 18 12.4962 5.08024 2 1 1 18 17.9202 6.15266 1 -1 -1 -18 10.0913 5.01951 2 -2 -1 -18 282.136 8.98646 1 2 1 18 174.766 10.4329 2 2 1 18 287.341 9.33833 1 -2 -1 -18 181.491 8.99866 2 -2 2 18 24.1933 5.49055 2 2 -2 -18 34.7025 5.60399 1 2 -2 -18 19.0065 5.31024 2 -2 2 18 40.4837 5.46706 1 -1 2 18 294.908 8.06657 2 1 -2 -18 483.675 11.8301 1 1 -2 -18 329.869 8.55946 2 -1 2 18 508.341 12.6743 1 0 -2 -18 116.416 6.36765 -2 0 -2 -18 116.416 6.36765 1 0 2 18 106.832 8.52533 -2 0 2 18 106.832 8.52533 1 -1 -2 -18 351.995 8.77444 1 1 2 18 251.626 9.23559 2 -1 -2 -18 241.986 9.27207 2 1 2 18 387.199 9.26743 1 2 0 -19 20.3001 5.39179 2 -2 0 19 31.7584 7.83528 1 1 0 -19 337.958 12.7590 2 -1 0 19 553.862 15.9560 1 0 0 -19 16.3839 6.69133 -2 0 0 19 16.3839 6.69133 1 1 0 19 329.302 12.3089 1 -1 0 -19 227.838 11.3229 2 -2 1 19 237.389 8.90236 2 2 -1 -19 379.099 11.8312 1 -2 1 19 367.715 13.8027 1 2 -1 -19 249.676 8.93978 2 -1 1 19 40.1668 7.24795 2 1 -1 -19 52.9277 8.22732 1 1 -1 -19 24.9702 6.95873 2 -1 1 19 67.7529 6.79775 1 0 -1 -19 624.383 11.4407 -2 0 -1 -19 624.383 11.4407 1 0 1 19 639.301 13.6770 -2 0 1 19 639.301 13.6770 1 1 1 19 12.9220 5.42066 2 -1 -1 -19 17.5674 6.38404 1 1 1 19 23.9069 6.63107 1 -1 -1 -19 26.2670 7.69542 2 0 0 0 0.00 0.00 0 ; _shelx_hkl_checksum 79092 _shelx_res_file ; m0168c.res created by SHELXL-2014/7 TITL m0168c CELL 0.71073 4.89287 4.41952 14.13482 90.0 92.721 90.0 ZERR 2 0.00025 0.00022 0.00071 0.0 0.003 0.0 LATT -1 SYMM -x, y+0.5, -z SFAC C H I N O UNIT 8 6 2 4 4 MERG 0 L.S. 15 FMAP 2 PLAN -20 TEMP -123 ACTA CONF BOND $H EQIV $1 x-1, y-1, z EQIV $2 2-x, y+0.5, 1-z HTAB N1 O4_$1 HTAB N3 O2_$2 WGHT 0.025400 0.070600 BASF 0.38905 FVAR 1.08026 I1 3 0.747593 0.754988 0.905221 11.00000 0.04520 0.02549 = 0.01438 -0.00048 0.00102 -0.00170 O2 5 0.706814 0.224034 0.505344 11.00000 0.01463 0.02479 = 0.02363 -0.00914 0.00415 -0.00102 O4 5 1.083686 0.899625 0.715789 11.00000 0.01606 0.01864 = 0.02558 -0.00055 0.00012 -0.00602 N1 4 0.526030 0.259655 0.650753 11.00000 0.00980 0.01405 = 0.02105 0.00250 0.00087 -0.00636 AFIX 43 H1N 2 0.397153 0.127876 0.634758 11.00000 -1.20000 AFIX 0 N3 4 0.886308 0.561915 0.612853 11.00000 0.00876 0.01674 = 0.01734 0.00093 0.00243 -0.00397 AFIX 43 H3N 2 0.998917 0.625227 0.570340 11.00000 -1.20000 AFIX 0 C2 1 0.705597 0.339389 0.584441 11.00000 0.00915 0.01488 = 0.02135 -0.00142 0.00174 0.00197 C4 1 0.911452 0.698145 0.700931 11.00000 0.01098 0.00756 = 0.01822 0.00136 -0.00012 -0.00079 C5 1 0.722071 0.586003 0.768514 11.00000 0.01637 0.01528 = 0.01523 0.00191 0.00147 0.00138 C6 1 0.534874 0.372878 0.740710 11.00000 0.01375 0.01700 = 0.01792 0.00439 0.00310 0.00186 AFIX 43 H6 2 0.408293 0.301617 0.784511 11.00000 -1.20000 AFIX 0 HKLF 5 REM m0168c REM R1 = 0.0189 for 2932 Fo > 4sig(Fo) and 0.0211 for all 3122 data REM 83 parameters refined using 1 restraints END WGHT 0.0254 0.0768 REM Highest difference peak 0.928, deepest hole -0.541, 1-sigma level 0.080 Q1 1 0.7586 0.7590 0.9637 11.00000 0.05 0.93 Q2 1 0.7376 0.7476 0.8399 11.00000 0.05 0.92 Q3 1 0.7844 0.9139 0.9216 11.00000 0.05 0.33 Q4 1 0.7755 0.5911 0.9256 11.00000 0.05 0.29 Q5 1 0.6015 1.0070 0.7541 11.00000 0.05 0.28 Q6 1 0.8388 0.5911 0.7388 11.00000 0.05 0.27 Q7 1 0.6147 0.5147 0.7543 11.00000 0.05 0.26 Q8 1 0.7242 0.7079 0.7335 11.00000 0.05 0.25 Q9 1 0.7395 0.7652 1.0203 11.00000 0.05 0.25 Q10 1 0.7286 0.5474 0.9023 11.00000 0.05 0.25 Q11 1 0.5622 0.2463 0.6971 11.00000 0.05 0.24 Q12 1 0.3217 0.4971 0.9596 11.00000 0.05 0.23 Q13 1 1.1254 1.2473 0.7059 11.00000 0.05 0.21 Q14 1 1.0169 0.7492 0.7149 11.00000 0.05 0.21 Q15 1 0.3157 0.2584 0.5386 11.00000 0.05 0.21 Q16 1 0.8101 0.9121 0.7409 11.00000 0.05 0.21 Q17 1 0.6619 0.6837 0.7906 11.00000 0.05 0.20 Q18 1 0.6837 0.2594 0.4627 11.00000 0.05 0.19 Q19 1 0.7150 0.3584 0.5121 11.00000 0.05 0.19 Q20 1 0.6599 0.8118 0.7862 11.00000 0.05 0.19 ; _shelx_res_checksum 31920 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_occupancy I I1 0.74759(6) 0.75499(2) 0.90522(2) 0.02837(9) Uani d 1 O O2 0.7068(5) 0.2240(12) 0.5053(2) 0.0209(7) Uani d 1 O O4 1.0837(7) 0.8996(7) 0.7158(2) 0.0201(6) Uani d 1 N N1 0.5260(5) 0.2597(17) 0.65075(19) 0.0150(5) Uani d 1 H H1N 0.3972 0.1279 0.6348 0.018 Uiso calc 1 N N3 0.8863(6) 0.5619(8) 0.6129(3) 0.0142(6) Uani d 1 H H3N 0.9989 0.6252 0.5703 0.017 Uiso calc 1 C C2 0.7056(8) 0.3394(9) 0.5844(3) 0.0151(7) Uani d 1 C C4 0.9115(7) 0.6981(7) 0.7009(3) 0.0123(8) Uani d 1 C C5 0.7221(9) 0.5860(9) 0.7685(3) 0.0156(7) Uani d 1 C C6 0.5349(8) 0.3729(9) 0.7407(3) 0.0161(7) Uani d 1 H H6 0.4083 0.3016 0.7845 0.019 Uiso calc 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 I1 0.04520(15) 0.02549(12) 0.01438(11) -0.0017(3) 0.00102(10) -0.0005(2) O2 0.0146(10) 0.025(2) 0.0236(12) -0.0010(17) 0.0041(10) -0.0091(17) O4 0.0161(15) 0.0186(14) 0.0256(16) -0.0060(12) 0.0001(13) -0.0006(11) N1 0.0098(10) 0.0140(11) 0.0210(12) -0.006(3) 0.0009(9) 0.002(3) N3 0.0088(15) 0.0167(15) 0.0173(16) -0.0040(12) 0.0024(12) 0.0009(12) C2 0.0092(15) 0.0149(16) 0.0213(18) 0.0020(13) 0.0017(16) -0.0014(11) C4 0.0110(14) 0.008(2) 0.0182(16) -0.0008(11) -0.0001(12) 0.0014(12) C5 0.0164(17) 0.0153(17) 0.0152(17) 0.0014(16) 0.0015(16) 0.0019(13) C6 0.0137(17) 0.0170(15) 0.0179(18) 0.0019(14) 0.0031(15) 0.0044(14) 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' I I -0.4742 1.8119 '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_ _diffrn_orient_matrix_type _diffrn_orient_matrix_UB_11 _diffrn_orient_matrix_UB_12 _diffrn_orient_matrix_UB_13 _diffrn_orient_matrix_UB_21 _diffrn_orient_matrix_UB_22 _diffrn_orient_matrix_UB_23 _diffrn_orient_matrix_UB_31 _diffrn_orient_matrix_UB_32 _diffrn_orient_matrix_UB_33 'Nonius RMAT' -0.0479374 -0.2199835 -0.0001981 -0.0162542 0.0024031 -0.0708470 0.1983005 -0.0529821 -0.0023910 'Nonius RMAT' -0.0478445 0.2199938 0.0001980 0.0030998 -0.0024054 0.0708468 0.1989637 0.0529391 0.0023964 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C2 N1 C6 123.6(4) C2 N1 H1N 118.2 C6 N1 H1N 118.2 C2 N3 C4 127.2(3) C2 N3 H3N 116.4 C4 N3 H3N 116.4 O2 C2 N1 123.4(4) O2 C2 N3 122.2(4) N1 C2 N3 114.4(4) O4 C4 N3 119.8(3) O4 C4 C5 125.9(4) N3 C4 C5 114.3(3) C6 C5 C4 119.3(4) C6 C5 I1 122.0(3) C4 C5 I1 118.7(3) C5 C6 N1 121.0(4) C5 C6 H6 119.5 N1 C6 H6 119.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag I1 C5 2.070(4) y O2 C2 1.229(5) y O4 C4 1.237(4) y N1 C2 1.361(5) y N1 C6 1.365(6) y N1 H1N 0.8800 ? N3 C2 1.370(5) y N3 C4 1.383(5) y N3 H3N 0.8800 ? C4 C5 1.449(5) y C5 C6 1.359(6) y C6 H6 0.9500 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N1 H1N O4 1_445 0.88 2.20 2.872(5) 133 N3 H3N O2 2_756 0.88 1.89 2.754(4) 169 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_publ_flag C6 N1 C2 O2 175.6(5) ? C6 N1 C2 N3 -4.7(7) y C4 N3 C2 O2 -177.0(4) ? C4 N3 C2 N1 3.3(6) y C2 N3 C4 O4 -179.2(4) ? C2 N3 C4 C5 0.1(5) y O4 C4 C5 C6 176.9(4) ? N3 C4 C5 C6 -2.4(5) y O4 C4 C5 I1 -3.5(5) ? N3 C4 C5 I1 177.2(2) ? C4 C5 C6 N1 1.1(6) y I1 C5 C6 N1 -178.5(4) ? C2 N1 C6 C5 2.7(8) y _cod_database_fobs_code 2020129