#------------------------------------------------------------------------------ #$Date: 2019-10-28 03:21:59 +0200 (Mon, 28 Oct 2019) $ #$Revision: 219627 $ #$URL: file:///home/coder/svn-repositories/cod/cif/8/00/02/8000282.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_8000282 loop_ _publ_author_name 'Tang, Zheng' 'Gao, Kai-Ge' 'Sun, Xiao-Fan' 'Yang, Xing-Ming' 'Wu, Yi-Zhang' 'Gao, Zhang-Ran' 'Cai, Hong-Ling' 'Wu, X. S.' _publ_section_title ; High-Temperature Molecular Ferroelectric Tris(2-hydroxyethyl) Ammonium Bromide with Dielectric Relaxation. ; _journal_name_full 'The journal of physical chemistry letters' _journal_page_first 6650 _journal_page_last 6655 _journal_paper_doi 10.1021/acs.jpclett.9b02875 _journal_year 2019 _chemical_formula_sum 'C8 H13 Be Br N O3 ad ar at2 be2 ca co d2 de di2 dr e5 ec en er ff h hy ic2 io ld n nn of og om ou rd re s sh si so t te th4 to tu ul us wh wi' _chemical_formula_weight 227.07 _space_group_crystal_system trigonal _space_group_IT_number 160 _space_group_name_Hall 'R 3 -2"' _space_group_name_H-M_alt 'R 3 m :H' _symmetry_space_group_name_Hall 'R 3 -2"' _symmetry_space_group_name_H-M 'R 3 m :H' _atom_sites_solution_hydrogens difmap _audit_creation_method SHELXL-2014/7 _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 120 _cell_formula_units_Z 3 _cell_length_a 8.4155(6) _cell_length_b 8.4155(6) _cell_length_c 11.6376(8) _cell_measurement_reflns_used 2395 _cell_measurement_temperature 273(2) _cell_measurement_theta_max 27.404 _cell_measurement_theta_min 25.242 _cell_volume 713.76(9) _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _diffrn_ambient_temperature 273(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type Rigaku _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0316 _diffrn_reflns_av_unetI/netI 0.0305 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 2395 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.407 _diffrn_reflns_theta_min 3.298 _exptl_absorpt_coefficient_mu 4.285 _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.585 _exptl_crystal_description bulk _exptl_crystal_F_000 354 _refine_diff_density_max 0.260 _refine_diff_density_min -0.260 _refine_diff_density_rms 0.051 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.94(3) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.972 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 46 _refine_ls_number_reflns 434 _refine_ls_number_restraints 8 _refine_ls_restrained_S_all 0.985 _refine_ls_R_factor_all 0.0188 _refine_ls_R_factor_gt 0.0188 _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^)+(0.0300P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0436 _refine_ls_wR_factor_ref 0.0436 _reflns_Friedel_coverage 0.977 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 1.000 _reflns_number_gt 434 _reflns_number_total 434 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file jz9b02875_si_004.cif _cod_data_source_block 1 _cod_original_cell_volume 713.76(11) _cod_original_formula_sum 'C6 H13 Br1 N1 O3 (Because of the disorder situation, the three hydrogen atoms which should be connected with C2 are difficult to be added.)' _cod_database_code 8000282 _shelx_shelxl_version_number 2014/7 _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_res_file ; 1.res created by SHELXL-2014/7 TITL 3 in R3m CELL 0.71073 8.41550 8.41550 11.63760 90.0000 90.0000 120.0000 ZERR 1.00 0.00060 0.00060 0.00080 0.0000 0.0000 0.0000 LATT -3 SYMM -Y, X-Y, Z SYMM -X+Y, -X, Z SYMM -Y, -X, Z SYMM -X+Y, Y, Z SYMM X, X-Y, Z SFAC C H N O BR UNIT 18 48 3 9 3 TEMP 0 HTAB ACTA TWIN -1 0 0 0 -1 0 0 0 -1 DFIX 1.50 0.02 N1 C1 C1 C2 C2 O1 DFIX 1.00 0.02 N1 H1 C1 H2 C2 H5 O1 H6 L.S.40 BOND FMAP 2 PLAN 40 WGHT 0.030000 SWAT 0.125441 0.6840 BASF 0.94470 FVAR 0.21008 BR1 5 0.333333 0.666667 0.293122 10.16667 0.03015 0.03015 = 0.03069 0.00000 0.00000 0.01508 C2 1 -0.167262 0.167262 0.227547 10.50000 0.04355 0.04355 = 0.03431 0.00029 -0.00029 0.03136 N1 3 0.000000 0.000000 0.265867 10.16667 0.02122 0.02122 = 0.02305 0.00000 0.00000 0.01061 C1 1 -0.149272 0.037414 0.305142 10.50000 0.02606 0.03517 = 0.03071 0.00149 0.00213 0.01960 O1 4 -0.189708 0.101634 0.113706 10.50000 0.07353 0.05236 = 0.03313 -0.00922 -0.01592 0.04317 H1 2 0.000000 0.000000 0.180853 10.16667 0.03845 H2 2 -0.280526 -0.062344 0.318044 11.00000 0.20218 H5 2 -0.235912 0.235912 0.223407 10.50000 0.03690 H6 2 -0.191324 0.191324 0.056899 10.50000 0.29399 HKLF 4 REM 3 in R3m REM R1 = 0.0188 for 434 Fo > 4sig(Fo) and 0.0188 for all 434 data REM 46 parameters refined using 8 restraints END WGHT 0.0238 0.0000 REM Instructions for potential hydrogen bonds EQIV $1 x-1, y-1, z HTAB C1 Br1_$1 EQIV $2 -y-1/3, x-y+1/3, z+1/3 HTAB C1 O1_$2 EQIV $3 x-2/3, y-1/3, z-1/3 HTAB O1 Br1_$3 REM Highest difference peak 0.260, deepest hole -0.260, 1-sigma level 0.051 Q1 1 0.3793 0.7586 0.2577 10.50000 0.05 0.26 Q2 1 0.2872 0.7128 0.3319 10.50000 0.05 0.24 Q3 1 -0.0255 0.3094 0.2269 11.00000 0.05 0.17 Q4 1 -0.3279 0.0269 0.3586 11.00000 0.05 0.16 Q5 1 -0.0697 0.1849 -0.0363 11.00000 0.05 0.14 Q6 1 -0.4268 -0.2134 0.1786 10.50000 0.05 0.14 Q7 1 -0.0809 0.0809 0.4342 10.50000 0.05 0.14 Q8 1 -0.2328 -0.0613 0.4498 11.00000 0.05 0.13 Q9 1 0.3885 0.6115 0.1383 10.50000 0.05 0.12 Q10 1 -0.4033 -0.1357 0.2247 11.00000 0.05 0.12 Q11 1 -0.3782 0.2435 0.1202 10.50000 0.05 0.12 Q12 1 -0.3695 -0.1847 0.4302 10.50000 0.05 0.11 Q13 1 0.3269 0.8031 0.2886 11.00000 0.05 0.11 Q14 1 -0.2513 0.2513 0.1484 10.50000 0.05 0.10 Q15 1 -0.3048 -0.1524 0.4890 10.50000 0.05 0.10 Q16 1 -0.2748 0.2748 0.3009 10.50000 0.05 0.10 Q17 1 -0.0578 0.0578 0.2908 10.50000 0.05 0.09 Q18 1 -0.3935 -0.0553 0.2991 11.00000 0.05 0.09 Q19 1 0.3333 0.6667 0.4133 10.16667 0.05 0.09 Q20 1 -0.1607 0.2615 -0.0983 11.00000 0.05 0.09 Q21 1 -0.3155 0.2004 0.1795 11.00000 0.05 0.08 Q22 1 -0.3975 0.1024 0.1393 11.00000 0.05 0.08 Q23 1 -0.4215 -0.1697 0.3494 11.00000 0.05 0.08 Q24 1 -0.4575 -0.2288 0.4025 10.50000 0.05 0.08 Q25 1 0.3333 0.6667 0.1727 10.16667 0.05 0.07 Q26 1 0.0247 0.0493 0.0388 10.50000 0.05 0.07 Q27 1 -0.1643 0.0723 0.2670 11.00000 0.05 0.07 Q28 1 -0.3053 0.1658 0.2287 11.00000 0.05 0.07 Q29 1 -0.2989 0.1009 0.0237 11.00000 0.05 0.06 Q30 1 0.0021 0.4204 0.1854 11.00000 0.05 0.06 Q31 1 -0.2102 0.2102 0.3191 10.50000 0.05 0.06 Q32 1 -0.2369 0.3816 0.2911 10.50000 0.05 0.06 Q33 1 0.0617 0.1233 0.1328 10.50000 0.05 0.06 Q34 1 -0.0672 0.0672 0.1161 10.50000 0.05 0.06 Q35 1 -0.3392 -0.0167 0.1190 11.00000 0.05 0.05 Q36 1 -0.3333 0.3333 0.1694 10.16667 0.05 0.05 Q37 1 0.2364 0.4727 0.2527 10.50000 0.05 0.05 Q38 1 -0.4640 0.0721 0.2303 10.50000 0.05 0.04 Q39 1 -0.1383 0.0391 0.0891 11.00000 0.05 0.04 Q40 1 -0.2240 0.0013 0.1257 11.00000 0.05 0.04 ; _shelx_res_checksum 26050 _shelx_hkl_file ; 1 -2 0 243.56 13.24 1 -2 0 257.59 13.35 1 1 0 243.06 13.33 -2 1 0 226.95 13.29 2 -1 0 257.58 13.32 -1 -1 0 261.02 13.30 -1 -1 0 244.02 13.33 -1 2 0 234.76 13.23 -1 2 0 244.56 13.34 -1 -1 0 250.59 13.31 2 -1 0 227.19 13.29 0 -3 0 208.48 10.47 -3 3 0 201.75 10.59 -3 3 0 202.13 10.45 3 0 0 215.42 10.58 0 -3 0 203.90 10.59 3 0 0 209.47 10.59 3 -3 0 180.25 10.58 3 -3 0 177.34 10.43 0 3 0 186.61 10.56 -3 0 0 176.55 10.54 0 3 0 166.57 10.45 -3 0 0 168.60 10.51 -4 2 0 457.41 28.44 2 -4 0 548.65 28.58 -4 2 0 506.95 28.53 2 -4 0 519.48 28.37 4 -2 0 472.99 28.47 -2 -2 0 550.90 28.54 -2 -2 0 519.71 28.48 -2 4 0 528.95 28.58 -2 4 0 515.21 28.34 -2 -2 0 578.16 28.55 4 -2 0 537.22 28.54 -2 -2 0 554.84 28.48 -5 1 0 144.50 8.38 4 -5 0 157.20 8.47 4 -5 0 154.04 8.15 -5 1 0 149.66 8.36 5 -1 0 150.49 8.43 -1 -4 0 149.98 8.28 -1 -4 0 145.01 8.39 -1 -4 0 146.51 8.38 -1 -4 0 156.18 8.27 -4 5 0 137.99 8.16 -4 5 0 146.35 8.45 5 -1 0 143.69 8.37 1 -5 0 152.12 8.57 4 1 0 154.81 8.57 -5 4 0 144.80 8.35 -5 4 0 139.81 8.51 5 -4 0 150.90 8.55 -1 5 0 150.33 8.34 -4 -1 0 153.00 8.48 -4 -1 0 162.31 8.49 -1 5 0 148.96 8.52 -4 -1 0 153.06 8.51 5 -4 0 148.85 8.38 3 -6 0 114.83 6.61 3 -6 0 107.71 6.27 -6 3 0 109.72 6.47 -6 3 0 109.17 6.57 -3 -3 0 114.54 6.53 -3 -3 0 115.58 6.54 -3 6 0 111.15 6.62 -3 6 0 115.42 6.24 6 -3 0 113.31 6.59 -3 -3 0 119.17 6.47 6 -3 0 112.02 6.52 -3 -3 0 115.15 6.48 0 -6 0 171.63 9.51 -6 6 0 168.40 9.47 0 -6 0 175.80 9.50 6 0 0 168.23 9.79 0 -6 0 168.27 9.74 -6 6 0 168.48 9.77 6 -6 0 166.65 9.43 -6 0 0 169.92 9.70 0 6 0 171.42 9.69 -6 0 0 173.47 9.67 -7 2 0 87.03 5.30 5 -7 0 85.64 4.81 -7 2 0 85.89 5.20 -2 -5 0 81.03 5.22 -2 -5 0 90.33 5.24 -5 7 0 85.88 4.82 -2 -5 0 88.01 5.09 -2 -5 0 83.14 5.06 -5 7 0 91.22 5.39 -7 5 0 86.34 5.34 2 -7 0 80.01 5.33 2 -7 0 90.56 5.03 5 2 0 87.72 5.45 2 -7 0 87.35 4.94 -7 5 0 87.44 5.10 7 -5 0 85.13 5.13 -2 7 0 83.70 5.30 -5 -2 0 90.90 5.27 -5 -2 0 92.26 5.25 -8 1 0 38.54 2.82 -8 1 0 38.44 2.92 -1 -7 0 36.51 2.93 -7 8 0 34.16 2.33 -1 -7 0 35.30 2.55 -7 8 0 34.07 3.02 -8 4 0 72.21 4.42 -8 4 0 63.24 4.58 -4 -4 0 70.09 4.40 -4 8 0 70.29 4.57 -4 -4 0 73.74 4.37 -8 7 0 33.42 2.90 1 -8 0 35.37 2.51 1 -8 0 33.40 2.31 -8 7 0 34.05 2.46 -1 8 0 34.49 2.73 -7 -1 0 35.43 3.44 8 -7 0 33.36 2.42 -9 3 0 34.79 2.95 -9 3 0 34.52 2.85 -3 -6 0 31.56 2.64 -6 9 0 28.11 2.93 -3 -6 0 29.67 2.47 -9 6 0 30.56 2.48 -9 6 0 28.25 2.80 3 -9 0 30.71 2.00 -6 -3 0 30.40 3.83 -3 9 0 36.06 3.36 -6 -3 0 31.72 2.59 0 -9 0 18.52 2.86 0 -9 0 14.67 1.84 -9 9 0 17.09 2.64 -9 0 0 12.61 1.98 -9 0 0 13.37 2.16 -10 2 0 21.21 2.88 -10 2 0 24.12 3.98 -2 -8 0 21.40 2.35 -2 -8 0 24.92 2.79 -8 10 0 24.86 3.11 -10 5 0 15.04 2.48 -10 5 0 17.45 2.25 -5 10 0 18.06 2.55 -5 -5 0 16.21 2.09 -5 -5 0 14.76 2.12 -10 8 0 25.01 3.08 -8 -2 0 22.66 2.46 -2 10 0 21.98 2.77 -8 -2 0 23.94 2.60 0 1 -1 59.55 3.34 -1 0 -1 61.41 3.36 1 -1 -1 58.93 3.30 0 1 -1 62.20 3.40 -1 0 -1 60.83 3.32 3 -2 -1 207.26 11.02 3 -2 -1 201.56 10.94 -1 3 -1 215.40 10.93 -2 -1 -1 211.22 11.01 -1 3 -1 212.21 11.08 -2 -1 -1 216.63 10.97 -3 2 1 180.62 10.92 1 -3 1 198.69 10.92 1 -3 1 174.90 11.17 2 1 1 196.05 10.98 -3 2 1 189.45 11.00 2 1 1 198.17 11.01 0 -2 -1 869.05 47.97 -2 2 -1 835.36 47.97 -2 2 -1 806.52 48.04 2 0 -1 1000.00 48.06 2 -2 1 889.56 47.98 -2 0 1 965.73 48.05 2 -2 1 909.18 48.05 -2 0 1 826.54 47.99 -3 -2 -1 54.36 3.29 -2 5 -1 49.67 3.37 -2 5 -1 52.42 3.13 -3 -2 -1 52.39 3.25 5 -3 -1 51.66 3.23 5 -3 -1 51.49 3.33 -3 -2 -1 52.08 3.25 -5 3 1 55.75 3.21 3 2 1 56.49 3.34 -5 3 1 58.55 3.36 2 -5 1 59.07 3.19 3 2 1 56.15 3.34 2 -5 1 58.10 3.46 2 -3 -1 217.21 10.84 -3 1 -1 215.32 10.83 -3 1 -1 199.38 10.81 1 2 -1 215.06 10.81 -1 -2 1 169.59 10.93 -2 3 1 190.24 10.84 -1 -2 1 179.97 10.85 3 -1 1 186.87 10.82 -3 4 -1 129.69 7.46 -1 -3 -1 135.09 7.49 -1 -3 -1 135.44 7.55 -1 -3 -1 144.17 7.49 -1 -3 -1 134.45 7.53 4 -1 -1 140.61 7.60 -3 4 -1 135.24 7.66 3 -4 1 135.63 7.47 -4 1 1 131.42 7.54 -4 1 1 138.15 7.55 3 -4 1 135.02 7.65 -4 1 1 126.70 7.59 -4 -3 -1 72.01 4.35 7 -4 -1 68.52 4.31 -4 -3 -1 72.30 4.32 -3 7 -1 75.44 4.12 -3 7 -1 67.35 4.51 -4 -3 -1 69.78 4.37 -7 4 1 72.97 4.28 -7 4 1 71.39 4.48 -7 4 1 74.19 4.32 3 -7 1 68.42 4.18 0 4 -1 194.46 10.99 4 -4 -1 178.41 10.93 -4 0 -1 185.02 10.88 -4 0 -1 183.80 10.91 0 4 -1 191.27 10.85 4 -4 -1 173.77 10.73 -4 4 1 210.27 10.97 4 0 1 210.48 10.99 -4 4 1 203.77 10.74 0 -4 1 209.80 10.85 0 -4 1 202.69 11.02 4 0 1 218.35 10.94 -4 3 -1 133.76 7.47 3 1 -1 138.87 7.63 -4 3 -1 132.24 7.57 1 -4 -1 133.22 7.36 1 -4 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0 1 120.33 6.60 5 -5 1 120.83 6.47 -5 0 1 116.46 6.57 0 5 1 117.48 6.55 5 -5 1 119.32 6.74 -3 -5 -1 22.68 1.95 -3 -5 -1 20.65 2.02 -5 8 -1 19.72 2.60 -3 -5 -1 23.40 1.90 -5 8 -1 22.70 1.55 -8 3 1 22.02 2.21 -8 3 1 21.05 1.97 -6 -2 -1 51.80 3.56 -6 -2 -1 51.76 3.61 -2 8 -1 50.34 3.77 2 -8 1 56.75 3.34 -8 6 1 56.72 3.43 -8 6 1 57.56 3.44 2 -8 1 55.27 3.50 -6 1 -1 67.74 4.14 5 -6 -1 65.68 3.77 5 -6 -1 62.93 4.22 -6 1 -1 65.99 4.13 6 -1 1 69.78 4.17 -1 -5 1 71.53 4.04 6 -1 1 61.54 4.52 -1 -5 1 68.03 4.26 -1 -5 1 73.19 4.05 -5 6 1 70.71 4.25 -1 -5 1 67.16 4.24 -5 6 1 66.91 3.80 2 -6 -1 130.82 7.79 2 -6 -1 130.71 7.49 -6 4 -1 126.66 7.83 4 2 -1 133.79 7.93 2 -6 -1 130.94 7.53 -6 4 -1 130.68 7.70 6 -4 1 144.06 7.77 -4 -2 1 147.88 7.78 -2 6 1 141.21 7.82 -4 -2 1 144.19 7.87 -4 -2 1 145.86 7.79 6 -4 1 133.27 7.86 -6 7 -1 19.69 1.67 -1 -6 -1 19.35 1.89 -6 7 -1 20.64 2.14 -1 -6 -1 20.51 1.68 -1 -6 -1 20.22 1.66 -1 -6 -1 20.09 1.93 -7 1 1 26.45 1.98 6 -7 1 25.77 1.59 -7 1 1 23.67 2.05 -4 -6 -1 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3.39 -2 -1 11 55.71 3.71 -3 5 -11 33.51 3.27 -2 -3 -11 38.05 3.17 5 -2 -11 31.64 2.83 -3 5 -11 32.48 3.27 -5 2 11 34.03 3.34 -4 -2 -11 24.74 3.19 -2 6 -11 22.36 2.92 6 -4 -11 20.54 2.36 -2 6 -11 21.93 3.29 -6 4 11 22.29 2.51 1 3 -11 41.70 3.36 -4 1 -11 43.73 2.90 -4 1 -11 39.95 3.60 3 -4 -11 42.09 3.10 -3 4 11 44.03 2.87 -3 4 11 40.62 3.16 -1 -3 11 41.50 3.44 4 0 -11 41.86 3.18 0 -4 -11 39.61 3.21 -4 4 -11 34.66 3.28 -4 4 -11 40.60 3.44 -4 0 11 41.32 3.27 -3 -4 -11 22.73 3.03 -4 7 -11 15.20 2.25 -4 7 -11 13.63 2.41 -7 3 11 19.14 2.67 -7 3 11 19.08 2.51 0 5 -11 20.34 2.62 -5 0 -11 22.31 3.09 5 -5 -11 17.34 1.97 0 -5 11 23.97 2.94 -5 5 11 20.45 2.19 3 2 -11 34.29 2.95 -5 3 -11 34.96 2.89 -5 3 -11 30.33 3.26 2 -5 -11 36.56 2.79 -3 -2 11 35.14 3.20 -5 6 -11 13.29 2.18 6 -1 -11 16.61 2.45 -5 6 -11 20.01 2.89 -6 1 11 18.40 2.56 -6 2 -11 25.63 2.33 -6 2 -11 25.81 3.27 2 4 -11 19.84 2.64 -2 -4 11 21.82 3.19 5 1 -11 17.04 2.51 -6 5 -11 17.47 2.40 -6 5 -11 14.87 2.14 -5 -1 11 17.38 2.70 -7 4 -11 22.56 3.29 4 3 -11 18.62 2.77 -7 4 -11 19.89 2.82 -4 -3 11 19.41 3.08 0 0 -12 71.69 4.70 0 0 12 61.60 4.17 0 0 12 68.69 4.23 2 -1 -12 24.72 2.52 -1 2 -12 23.84 2.76 -1 -1 -12 21.84 2.77 1 -2 12 25.98 2.38 -2 1 12 25.88 2.22 1 1 12 24.51 1.85 1 1 -12 24.25 2.61 1 -2 -12 23.33 2.47 -2 1 -12 21.82 2.73 -1 -1 12 25.23 2.36 2 -1 12 23.51 2.09 -1 2 12 24.04 1.92 2 -1 12 20.36 2.19 -2 4 -12 18.77 2.80 -2 -2 -12 18.36 2.78 -2 4 -12 22.79 2.81 4 -2 -12 22.56 2.43 -4 2 12 22.08 2.77 -3 0 -12 15.47 2.28 0 3 -12 18.37 2.52 3 -3 -12 16.54 2.27 0 -3 12 24.75 2.54 -3 3 12 23.80 2.00 3 0 -12 24.29 2.48 -3 3 -12 21.17 2.48 0 -3 -12 23.42 3.12 -3 3 -12 20.75 2.84 6 -3 -12 9.72 1.77 -3 6 -12 7.62 2.06 -3 6 -12 10.52 2.04 -3 -3 -12 6.73 1.88 -6 3 12 11.36 1.73 -1 5 -12 20.49 2.84 -4 -1 -12 20.78 3.11 5 -4 -12 16.59 2.25 2 -4 -12 22.07 2.47 2 2 -12 19.78 2.55 -4 2 -12 23.49 2.96 -4 2 -12 21.54 2.25 -2 -2 12 25.18 2.70 -4 5 -12 7.42 1.81 -4 5 -12 9.32 1.90 5 -1 -12 9.74 1.66 -1 -4 -12 10.24 1.79 -5 1 12 11.93 1.76 4 -5 -12 18.32 2.29 1 4 -12 18.48 2.64 -5 1 -12 21.23 3.22 -1 -4 12 23.83 3.02 -5 4 -12 7.62 1.64 -5 4 -12 7.93 1.97 4 1 -12 9.31 1.76 1 -5 -12 11.72 1.74 -4 -1 12 13.60 1.92 -6 3 -12 7.51 2.06 3 3 -12 11.54 1.88 -6 3 -12 10.42 2.12 -3 -3 12 10.15 1.99 -1 0 -13 21.70 2.81 0 1 -13 18.56 2.69 1 -1 -13 24.04 2.73 0 -1 13 20.43 2.24 1 0 13 20.77 2.00 -1 1 13 21.93 2.08 -1 3 -13 15.82 2.67 -2 -1 -13 18.37 2.95 3 -2 -13 18.82 2.52 -3 2 13 15.84 2.09 1 -3 13 17.79 2.41 2 0 -13 24.49 2.70 -2 2 -13 20.93 2.91 0 -2 -13 19.56 2.79 2 -2 13 20.15 2.26 -3 -2 -13 10.00 2.07 -2 5 -13 10.67 2.15 5 -3 -13 6.80 1.73 -5 3 13 7.05 1.53 2 -5 13 7.63 1.81 -3 1 -13 15.05 2.23 1 2 -13 18.49 2.60 2 -3 -13 18.77 2.55 -1 -2 13 14.57 2.41 3 -1 13 16.14 2.02 -3 4 -13 11.45 2.07 4 -1 -13 13.64 2.01 -1 -3 -13 18.46 2.30 -3 4 -13 18.52 2.48 -4 1 13 14.36 2.32 0 4 -13 13.19 2.16 4 -4 -13 8.55 2.06 -4 0 -13 12.47 2.22 0 -4 13 10.32 1.91 -4 3 -13 15.71 2.44 -4 3 -13 16.66 2.41 1 -4 -13 15.84 2.58 3 1 -13 13.20 2.00 -3 -1 13 13.11 1.95 2 3 -13 9.64 1.84 -5 2 -13 10.17 2.21 -2 -3 13 7.42 1.91 1 0 -14 15.47 2.29 0 -1 -14 14.83 2.20 -1 1 -14 12.54 2.17 -1 0 14 18.63 2.44 1 -1 14 15.21 2.12 0 2 -14 16.91 2.42 -2 0 -14 19.58 3.18 2 -2 -14 19.06 2.89 0 -2 14 15.43 2.46 -2 3 -14 21.88 3.32 -1 -2 -14 23.75 3.37 3 -1 -14 22.12 3.04 2 -3 14 22.29 2.73 -3 1 14 24.42 2.66 1 -3 -14 18.56 2.96 -3 2 -14 20.63 3.25 2 1 -14 21.08 3.03 -2 -1 14 20.71 2.66 0 0 -15 22.57 3.42 0 0 0 0.00 0.00 ; _shelx_hkl_checksum 66513 loop_ _space_group_symop_operation_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-y, -x, z' '-x+y, y, z' 'x, x-y, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' '-y+2/3, -x+1/3, z+1/3' '-x+y+2/3, y+1/3, z+1/3' 'x+2/3, x-y+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-y+1/3, -x+2/3, z+2/3' '-x+y+1/3, y+2/3, z+2/3' 'x+1/3, x-y+2/3, z+2/3' 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 Br1 Br 0.3333 0.6667 0.29312(2) 0.0303(3) Uani 1 6 d S T P C2 C -0.1673(3) 0.1673(3) 0.2275(4) 0.0362(10) Uani 1 2 d DS T P N1 N 0.0000 0.0000 0.2659(5) 0.0218(11) Uani 1 6 d DS T P C1 C -0.1493(9) 0.0374(10) 0.3051(6) 0.0287(12) Uani 0.5 1 d D . P O1 O -0.1897(7) 0.1016(7) 0.1137(4) 0.0478(18) Uani 0.5 1 d D . P H1 H 0.0000 0.0000 0.181(3) 0.04(3) Uiso 1 6 d DS . P H2 H -0.281(6) -0.062(11) 0.318(10) 0.20(6) Uiso 1 1 d D . . H5 H -0.236(2) 0.236(2) 0.223(5) 0.037(15) Uiso 1 2 d DS . P H6 H -0.191(14) 0.191(14) 0.057(18) 0.29(12) Uiso 1 2 d DS . P 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 Br1 0.0302(3) 0.0302(3) 0.0307(4) 0.000 0.000 0.01508(14) C2 0.044(2) 0.044(2) 0.034(2) 0.0003(9) -0.0003(9) 0.031(2) N1 0.0212(16) 0.0212(16) 0.023(3) 0.000 0.000 0.0106(8) C1 0.026(3) 0.035(3) 0.031(3) 0.001(2) 0.002(2) 0.020(2) O1 0.074(5) 0.052(4) 0.033(2) -0.009(2) -0.016(2) 0.043(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 O1 C2 O1 30.4(4) . 4 O1 C2 C1 109.0(4) . . O1 C2 C1 119.5(4) 4 . O1 C2 C1 119.5(4) . 4 O1 C2 C1 109.0(4) 4 4 C1 C2 C1 37.0(5) . 4 C1 N1 C1 111.3(3) . 3 C1 N1 C1 138.7(6) . 5 C1 N1 C1 36.3(5) 3 5 C1 N1 C1 77.3(5) . 6 C1 N1 C1 138.7(6) 3 6 C1 N1 C1 111.3(3) 5 6 C1 N1 C1 36.3(5) . 4 C1 N1 C1 77.3(5) 3 4 C1 N1 C1 111.3(3) 5 4 C1 N1 C1 111.3(3) 6 4 C1 N1 C1 111.3(3) . 2 C1 N1 C1 111.3(3) 3 2 C1 N1 C1 77.3(5) 5 2 C1 N1 C1 36.3(5) 6 2 C1 N1 C1 138.7(6) 4 2 C1 C1 C2 71.5(3) 4 . C1 C1 N1 71.8(3) 4 . C2 C1 N1 111.8(5) . . C1 C1 C1 119.999(1) 4 6 C2 C1 C1 142.0(3) . 6 N1 C1 C1 51.4(3) . 6 O1 O1 C2 74.8(2) 4 . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 C2 O1 1.411(6) . C2 O1 1.411(6) 4 C2 C1 1.483(7) . C2 C1 1.483(7) 4 N1 C1 1.511(6) . N1 C1 1.511(6) 3 N1 C1 1.511(6) 5 N1 C1 1.511(6) 6 N1 C1 1.511(6) 4 N1 C1 1.511(6) 2 C1 C1 0.941(14) 4 C1 C1 1.886(13) 6 O1 O1 0.741(11) 4