#------------------------------------------------------------------------------
#$Date: 2016-11-09 04:05:35 +0200 (Wed, 09 Nov 2016) $
#$Revision: 188333 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/19/2241935.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_2241935
loop_
_publ_author_name
'Navarrete Guit\'errez, Ang\'elica'
'Aguirre Hern\'andez, Gerardo'
'Bern\`es, Sylvain'
_publ_section_title
;
Crystal structures of p-substituted derivatives of
2,6-dimethylbromobenzene with {\scriptstyle{1\/over2}} {\/leq} Z'
{\/leq} 4
;
_journal_coeditor_code IS5462
_journal_issue 12
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first 1762
_journal_page_last 1767
_journal_paper_doi 10.1107/S2056989016017485
_journal_volume 72
_journal_year 2016
_chemical_formula_iupac 'C9 H8 Br N'
_chemical_formula_moiety 'C9 H8 Br N'
_chemical_formula_sum 'C9 H8 Br N'
_chemical_formula_weight 210.07
_chemical_melting_point 408
_chemical_name_common 4-Bromo-3,5-dimethylbenzonitrile
_space_group_crystal_system monoclinic
_space_group_IT_number 11
_space_group_name_Hall '-P 2yb'
_space_group_name_H-M_alt 'P 1 21/m 1'
_symmetry_space_group_name_Hall '-P 2yb'
_symmetry_space_group_name_H-M 'P 1 21/m 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_audit_creation_method SHELXL-2014/7
_cell_angle_alpha 90
_cell_angle_beta 93.763(3)
_cell_angle_gamma 90
_cell_formula_units_Z 2
_cell_length_a 4.03820(10)
_cell_length_b 8.9362(4)
_cell_length_c 12.1015(4)
_cell_measurement_reflns_used 1415
_cell_measurement_temperature 296.0(10)
_cell_measurement_theta_max 71.1670
_cell_measurement_theta_min 3.6540
_cell_volume 435.76(3)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al.,
2008)
;
_computing_publication_material
;
CifTab (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature 296.0(10)
_diffrn_detector_area_resol_mean 5.1980
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Rigaku OD SuperNova AtlasS2'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator mirror
_diffrn_radiation_type 'Cu K\a'
_diffrn_radiation_wavelength 1.54184
_diffrn_reflns_av_R_equivalents 0.0274
_diffrn_reflns_limit_h_max 4
_diffrn_reflns_limit_h_min -3
_diffrn_reflns_limit_k_max 10
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 2457
_diffrn_reflns_theta_full 67.684
_diffrn_reflns_theta_max 71.369
_diffrn_reflns_theta_min 3.660
_exptl_absorpt_coefficient_mu 5.869
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.61513
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2015)
;
_exptl_crystal_colour orange
_exptl_crystal_density_diffrn 1.601
_exptl_crystal_description needle
_exptl_crystal_F_000 208
_exptl_crystal_size_max 0.21
_exptl_crystal_size_mid 0.15
_exptl_crystal_size_min 0.12
_refine_diff_density_max 0.508
_refine_diff_density_min -0.455
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.084
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_constraints 0
_refine_ls_number_parameters 59
_refine_ls_number_reflns 883
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.084
_refine_ls_R_factor_all 0.0486
_refine_ls_R_factor_gt 0.0443
_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^)+(0.0947P)^2^+0.0077P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1413
_refine_ls_wR_factor_ref 0.1471
_reflns_number_gt 771
_reflns_number_total 883
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file is5462sup1.cif
_cod_data_source_block 1
_cod_database_code 2241935
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3 3 10 1029.08 151.441 18
3 4 -11 68.8563 31.9719 6
3 4 -10 440.059 103.939 6
3 4 -9 100.197 52.5602 6
3 4 -8 295.326 104.983 6
3 4 -7 4404.83 433.864 6
3 4 -6 1948.29 293.529 6
3 4 -5 2734.21 329.092 20
3 4 -5 2756.16 354.974 6
3 4 -4 1868.05 282.538 20
3 4 -4 2507.24 335.061 6
3 4 -3 1241.14 239.964 20
3 4 -3 1562.95 263.756 6
3 4 -2 1404.37 251.307 20
3 4 -2 1876.58 276.319 13
3 4 -2 1700.01 267.508 6
3 4 -2 1348.64 230.222 17
3 4 -1 630.292 170.006 20
3 4 -1 628.819 167.462 13
3 4 -1 570.516 154.763 6
3 4 -1 500.460 137.656 17
3 4 0 394.350 141.189 20
3 4 0 525.391 161.310 13
3 4 0 441.126 141.492 6
3 4 0 470.904 135.443 17
3 4 1 4828.59 458.932 20
3 4 1 4182.42 448.597 13
3 4 1 5175.86 438.787 17
3 4 2 5884.65 532.305 13
3 4 2 7634.01 566.913 20
3 4 3 13284.8 791.819 13
3 4 3 15309.6 791.308 20
3 4 4 8113.80 609.141 13
3 4 4 8361.37 566.427 20
3 4 5 393.204 133.285 13
3 4 5 66.5764 39.2921 5
3 4 6 2323.60 363.961 5
3 4 7 482.332 158.404 19
3 4 7 368.737 142.196 5
3 4 8 40.9982 30.8940 19
3 4 8-29.4631 38.8310 5
3 4 9 161.069 77.1156 19
3 4 9 206.016 76.1483 18
3 5 -10 246.483 68.0366 6
3 5 -9 178.112 66.6403 6
3 5 -8 591.244 138.549 6
3 5 -7 41.6692 55.4924 6
3 5 -6 62.1806 41.6422 20
3 5 -6 120.668 79.2075 6
3 5 -5 438.939 124.875 20
3 5 -5 835.260 182.156 6
3 5 -4 495.819 150.613 20
3 5 -4 663.516 167.272 6
3 5 -3 1651.95 270.520 20
3 5 -3 4162.87 402.289 6
3 5 -2 4734.34 426.368 13
3 5 -2 4349.41 407.592 6
3 5 -1 2261.52 319.366 20
3 5 -1 2838.99 347.566 13
3 5 0 2535.36 334.376 20
3 5 0 1883.43 293.243 13
3 5 1 855.820 193.242 20
3 5 1 549.879 165.264 13
3 5 2 351.052 118.172 20
3 5 2 148.269 84.0862 13
3 5 3 172.717 88.1693 20
3 5 3 114.402 79.6669 13
3 5 4 1339.87 243.685 13
3 5 4 1158.94 246.357 5
3 5 4 1887.30 255.136 20
3 5 5 692.685 166.979 13
3 5 5 495.593 172.232 5
3 5 6 1412.52 216.213 13
3 5 6 1223.70 249.246 5
3 5 7 1417.97 245.117 19
3 5 7 1739.83 272.465 5
3 5 8 1253.59 209.866 19
3 5 8 1426.25 223.101 5
3 6 -9 146.902 50.1195 6
3 6 -8 293.204 81.2811 6
3 6 -7 315.762 93.7881 6
3 6 -6 412.068 109.836 20
3 6 -6 584.728 133.481 6
3 6 -5 1795.51 245.846 20
3 6 -5 3110.48 307.660 6
3 6 -4 40.5813 36.9747 20
3 6 -4 9.49926 25.1743 6
3 6 -3 67.0583 60.5710 20
3 6 -2 42.0642 33.6460 20
3 6 -1 114.218 88.5435 20
3 6 -1 79.0930 71.4952 13
3 6 0 186.386 85.9760 20
3 6 0 126.710 81.7762 13
3 6 1 1935.11 274.213 20
3 6 1 1136.74 223.806 13
3 6 2 752.098 184.348 13
3 6 2 2401.49 294.216 20
3 6 3 666.296 153.990 20
3 6 3 266.739 114.066 13
3 6 4 1199.80 216.276 13
3 6 5 299.913 98.6778 13
3 6 5 191.202 83.6325 5
3 6 6 549.727 149.662 5
3 6 7-110.142 63.3938 19
3 6 7 59.2031 54.7762 5
3 7 -6 867.433 133.366 20
3 7 -5 969.975 159.027 20
3 7 -4 1822.90 231.926 20
3 7 -3 70.0718 56.7256 20
3 7 -2 86.1862 52.5270 20
3 7 -1 262.375 97.6863 20
3 7 -1 278.661 93.5381 13
3 7 0 762.485 155.785 20
3 7 0 793.031 162.114 13
3 7 1 1495.77 210.870 20
3 7 1 1506.67 228.040 13
3 7 2-22.9702 27.7380 20
3 7 2 20.0182 46.0155 13
3 7 3 64.0706 46.2723 13
3 7 4 8.60714 22.1053 13
3 7 5 124.340 52.9808 13
3 7 5 88.7103 69.5404 5
3 8 -5 1309.76 143.390 20
3 8 -4 126.863 55.9816 20
3 8 -3-10.5492 24.3664 20
3 8 -2 64.0460 45.0015 20
3 8 -1-16.7722 22.0986 20
3 8 0-10.9678 30.6003 20
3 8 0 38.7443 41.9444 13
3 8 1 234.649 69.7793 20
3 8 1 259.972 81.0159 13
3 8 2 649.482 123.327 13
3 8 3 25.1810 29.4494 13
4 -6 -1 343.301 70.2265 18
4 -6 0 906.608 117.239 18
4 -6 1 241.731 61.9082 18
4 -6 2 542.216 89.6842 18
4 -5 -5 541.416 150.346 7
4 -5 -4 1277.09 238.939 7
4 -5 -3 414.432 135.597 8
4 -5 -2 458.716 144.768 8
4 -5 -1 317.932 75.6878 18
4 -5 0-3.87732 22.6324 18
4 -5 1 76.6452 44.6714 18
4 -5 2 423.452 97.4804 18
4 -5 3 961.005 134.545 18
4 -5 4 224.662 63.9255 18
4 -4 -7 343.240 131.905 7
4 -4 -6 207.295 108.616 7
4 -4 -6 208.704 85.6364 8
4 -4 -5 350.251 140.369 7
4 -4 -5 490.631 142.195 8
4 -4 -4 482.288 176.655 7
4 -4 -4 469.797 157.955 8
4 -4 -3 469.420 159.734 8
4 -4 -3 386.906 172.141 7
4 -4 -2 142.549 121.432 8
4 -4 -1 1050.35 244.488 8
4 -4 0 1477.61 187.698 18
4 -4 0 1617.38 311.696 8
4 -4 1 3323.42 287.491 18
4 -4 2 3761.91 307.782 18
4 -4 3 91.1322 44.1736 18
4 -4 4 379.184 92.4551 18
4 -4 5 192.707 62.6084 18
4 -4 6 1.45324 20.6573 18
4 -3 -8 143.429 86.9632 7
4 -3 -8 144.733 60.6784 8
4 -3 -7 47.4931 74.7974 7
4 -3 -7 237.543 81.0558 8
4 -3 -6 256.466 134.228 7
4 -3 -6 746.848 173.918 8
4 -3 -5 956.135 266.122 7
4 -3 -5 2389.14 341.892 8
4 -3 -4 2761.15 390.508 8
4 -3 -4 1747.36 366.566 7
4 -3 -3 721.537 207.712 8
4 -3 -3 338.230 174.572 7
4 -3 -2 1383.21 291.545 8
4 -3 -2 1135.67 307.668 7
4 -3 -1 1733.48 335.693 8
4 -3 0 365.978 158.475 8
4 -3 1 2.54823 25.7171 18
4 -3 1 35.0606 81.6883 8
4 -3 2 2396.70 261.073 18
4 -3 3 2585.81 270.300 18
4 -3 4 186.823 80.7796 18
4 -3 5 2430.20 244.756 18
4 -3 6 2675.51 237.307 18
4 -3 7 1253.38 139.568 18
4 -2 -9 887.310 145.317 8
4 -2 -8 616.695 177.763 7
4 -2 -8 575.658 137.887 8
4 -2 -7 983.301 244.627 7
4 -2 -7 1803.37 275.457 8
4 -2 -6 29.5933 74.1722 7
4 -2 -6 317.621 116.546 8
4 -2 -5 212.649 134.193 7
4 -2 -5 411.397 156.563 8
4 -2 -4 175.569 149.160 7
4 -2 -4-22.1299 103.187 8
4 -2 -3 508.908 169.652 8
4 -2 -3 551.603 227.192 7
4 -2 -2 1098.76 263.946 8
4 -2 -2 907.919 299.967 7
4 -2 -1 3965.85 507.710 8
4 -2 0 5088.03 576.694 8
4 -2 0 4774.05 430.168 20
4 -2 1 3709.05 500.961 8
4 -2 1 3899.99 401.072 20
4 -2 2 4412.26 555.144 8
4 -2 2 5217.96 469.595 20
4 -2 3 439.361 141.540 20
4 -2 3 280.610 91.2547 18
4 -2 4 1099.26 181.165 18
4 -2 4 1228.44 239.012 20
4 -2 5 24.3134 34.8287 18
4 -2 6 102.360 50.4364 18
4 -2 7 673.022 111.639 18
4 -1 -8 88.1419 63.2748 7
4 -1 -7 526.963 175.615 7
4 -1 -6 4878.19 568.908 7
4 -1 -5 1669.23 362.192 7
4 -1 -4 1869.62 329.434 8
4 -1 -4 1792.65 387.800 7
4 -1 -3 3096.66 430.204 8
4 -1 -3 2659.04 478.523 7
4 -1 -2 2608.50 402.711 8
4 -1 -2 1919.27 415.365 7
4 -1 -1 3295.56 463.941 8
4 -1 0 55.5787 49.0079 20
4 -1 0 160.937 121.968 8
4 -1 1 941.797 200.104 20
4 -1 1 780.991 234.884 8
4 -1 2 590.426 165.668 20
4 -1 2 610.028 212.073 8
4 -1 3 3257.52 371.957 20
4 -1 4 3011.95 300.064 18
4 -1 4 4077.08 414.472 20
4 -1 5 2737.54 280.749 18
4 -1 5 3821.41 382.783 20
4 -1 6 1707.30 210.374 18
4 -1 7 1724.11 190.512 18
4 0 -8 362.141 123.005 12
4 0 -7 3324.60 384.293 12
4 0 -7 8305.93 666.303 7
4 0 -6 121.355 89.2563 12
4 0 -6 278.966 135.885 7
4 0 -5 311.870 182.593 7
4 0 -4 113.822 119.989 7
4 0 -3 84.6333 79.9704 8
4 0 -3 356.990 213.156 7
4 0 -2 555.771 181.861 8
4 0 -1 4328.52 517.090 8
4 0 -1 4622.35 421.964 20
4 0 0 12540.9 877.650 8
4 0 0 12998.7 730.049 20
4 0 1 4128.68 504.169 8
4 0 1 4703.11 444.634 20
4 0 2 3187.25 441.806 8
4 0 2 4086.46 422.038 20
4 0 3 2106.47 302.997 20
4 0 4 1065.11 221.148 20
4 0 5 192.668 90.2923 20
4 0 6 64.0543 62.1910 20
4 0 6-8.02251 31.3586 18
4 0 7 442.448 95.5516 18
4 1 -8-6.33535 50.3983 12
4 1 -7 21.5890 46.6241 12
4 1 -7 431.259 112.079 6
4 1 -6 2427.61 335.449 12
4 1 -6 3308.59 332.862 6
4 1 -5 987.355 204.502 6
4 1 -4 2090.74 293.337 6
4 1 -3 3409.11 428.035 8
4 1 -2 2726.02 392.345 8
4 1 -2 2731.24 318.592 20
4 1 -1 3155.85 356.715 20
4 1 0 29.5720 63.4401 20
4 1 1 697.367 175.327 20
4 1 2 605.603 167.242 20
4 1 3 3215.72 370.550 20
4 1 4 4235.76 408.818 20
4 1 5 3724.34 367.957 20
4 1 6 2214.95 261.635 20
4 2 -8 405.614 95.2474 6
4 2 -7 1534.38 231.899 12
4 2 -7 901.445 161.111 6
4 2 -6 117.701 73.5810 6
4 2 -5 288.480 112.727 6
4 2 -4 7.15151 36.3840 6
4 2 -3 664.968 174.759 6
4 2 -2 856.250 183.689 20
4 2 -1 3274.17 362.637 20
4 2 0 4569.11 434.595 20
4 2 1 3784.34 395.365 20
4 2 2 4896.33 448.874 20
4 2 3 472.310 140.035 20
4 2 4 1205.04 208.678 20
4 2 5 11.8742 37.5385 20
4 2 6-13.9810 48.6732 20
4 3 -8 167.452 63.8124 6
4 3 -7 105.074 62.4234 6
4 3 -6 217.698 88.8467 6
4 3 -5 865.470 179.721 6
4 3 -4 1400.69 238.756 6
4 3 -3 524.017 131.945 20
4 3 -3 539.690 156.252 6
4 3 -2 927.331 189.804 20
4 3 -1 1280.67 225.784 20
4 3 0 258.210 103.558 20
4 3 1 106.715 88.1896 20
4 3 2 2125.02 283.747 20
4 3 3 2588.99 306.667 20
4 3 4 191.142 79.9837 20
4 3 5 2215.94 245.772 20
4 3 6 2200.36 214.063 20
4 4 -7 348.258 88.1159 6
4 4 -6 150.891 65.5621 6
4 4 -5 308.077 99.9927 6
4 4 -4 214.427 80.1418 20
4 4 -4 380.475 119.062 6
4 4 -3 134.531 70.5727 20
4 4 -3 310.520 113.749 6
4 4 -2 50.4723 44.6760 20
4 4 -1 535.827 140.226 20
4 4 0 1275.37 212.530 20
4 4 1 2748.01 313.298 20
4 4 2 3431.84 337.394 20
4 4 3 98.2792 47.4060 20
4 4 4 397.583 96.7685 20
4 4 5 171.112 65.9680 20
4 5 -6 274.330 75.7257 6
4 5 -5 533.574 113.006 6
4 5 -4 590.263 114.008 20
4 5 -3 181.469 68.4267 20
4 5 -2 106.085 60.6466 20
4 5 -1 175.629 71.7580 20
4 5 0 95.0957 64.9257 20
4 5 1 76.2395 51.9196 20
4 5 2 388.415 101.657 20
4 5 3 768.217 133.997 20
4 6 -3 9.08334 25.4276 20
4 6 -2 22.5367 26.9227 20
4 6 -1 384.834 96.7028 20
4 6 0 575.769 112.844 20
4 6 1 186.758 61.5849 20
4 6 2 363.413 82.1594 20
0 0 0 0.00 0.00 0
TITL CIANO-0 in P2(1)
REM P2(1) (#4 in standard setting)
CELL 1.54184 4.038164 8.936243 12.101516 90.0000 93.7632 90.0000
ZERR 2.00 0.000149 0.000444 0.000404 0.0000 0.0030 0.0000
LATT -1
SYMM -x, y+1/2,-z
SFAC C H N O
UNIT 22.00 20.00 2.00 2.00
TREF
HKLF 4
END
;
_shelx_hkl_checksum 23409
_shelx_res_file
;
ciano-0.res created by SHELXL-2014/7
TITL ciano-0 in P2(1)/m
CELL 1.54184 4.0382 8.9362 12.1015 90.000 93.763 90.000
ZERR 2.00 0.0001 0.0004 0.0004 0.000 0.003 0.000
LATT 1
SYMM -X, 0.5+Y, -Z
SFAC C H N BR
UNIT 18 16 2 2
ACTA
TEMP 23
L.S. 20
BOND $H
CONF
HTAB
FMAP 2
PLAN 20
WGHT 0.094700 0.007700
FVAR 8.76504
BR1 4 0.118104 0.750000 0.052852 10.50000 0.07491 0.13382 =
0.05876 0.00000 -0.00528 0.00000
C2 1 0.350397 0.750000 0.194714 10.50000 0.05254 0.07226 =
0.05179 0.00000 0.00564 0.00000
C3 1 0.427016 0.613349 0.243764 11.00000 0.06537 0.05790 =
0.06225 -0.00700 0.00852 -0.00493
C4 1 0.600740 0.615760 0.346651 11.00000 0.07385 0.04986 =
0.06132 0.00371 0.00868 0.00226
AFIX 43
H4A 2 0.661573 0.526126 0.381369 11.00000 -1.20000
AFIX 0
C5 1 0.684253 0.750000 0.398039 10.50000 0.06681 0.05842 =
0.05257 0.00000 0.00622 0.00000
C6 1 0.870082 0.750000 0.504730 10.50000 0.07707 0.07533 =
0.05586 0.00000 -0.00116 0.00000
N7 3 1.018080 0.750000 0.588021 10.50000 0.10387 0.10385 =
0.06616 0.00000 -0.01155 0.00000
C8 1 0.344736 0.466209 0.189408 11.00000 0.10664 0.06792 =
0.09241 -0.02609 0.00699 -0.01463
AFIX 137
H8A 2 0.414658 0.467139 0.115107 11.00000 -1.50000
H8B 2 0.109499 0.449870 0.187761 11.00000 -1.50000
H8C 2 0.457310 0.387308 0.230517 11.00000 -1.50000
AFIX 0
HKLF 4
REM ciano-0 in P2(1)/m
REM R1 = 0.0443 for 771 Fo > 4sig(Fo) and 0.0486 for all 883 data
REM 59 parameters refined using 0 restraints
END
WGHT 0.0949 0.0076
REM No hydrogen bonds found for HTAB generation
REM Highest difference peak 0.508, deepest hole -0.455, 1-sigma level 0.086
Q1 1 -0.1124 0.7500 0.0291 10.50000 0.05 0.51
Q2 1 0.3654 0.7500 0.0736 10.50000 0.05 0.46
Q3 1 0.1191 0.6548 0.0945 11.00000 0.05 0.33
Q4 1 0.5663 0.6144 0.0803 11.00000 0.05 0.31
Q5 1 0.3055 0.3742 -0.0122 11.00000 0.05 0.28
Q6 1 0.4824 0.7500 0.2131 10.50000 0.05 0.26
Q7 1 0.3430 0.5435 0.0180 11.00000 0.05 0.24
Q8 1 -0.0129 0.7500 0.2072 10.50000 0.05 0.23
Q9 1 -0.1530 0.6038 0.1646 11.00000 0.05 0.23
Q10 1 0.3930 0.5238 0.0338 11.00000 0.05 0.23
Q11 1 0.4003 0.2500 0.0410 10.50000 0.05 0.23
Q12 1 0.5925 0.6046 0.2625 11.00000 0.05 0.23
Q13 1 0.7021 0.4491 0.1349 11.00000 0.05 0.22
Q14 1 0.4877 0.7500 -0.0221 10.50000 0.05 0.22
Q15 1 0.5623 0.3928 0.0655 11.00000 0.05 0.21
Q16 1 -0.1500 0.4971 0.0419 11.00000 0.05 0.21
Q17 1 -0.2396 0.7500 0.1187 10.50000 0.05 0.20
Q18 1 0.1622 0.7500 0.1564 10.50000 0.05 0.20
Q19 1 0.2705 0.7500 -0.1034 10.50000 0.05 0.19
Q20 1 0.6938 0.7500 0.1374 10.50000 0.05 0.18
;
_shelx_res_checksum 39612
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-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
Br Br1 0.11810(14) 0.7500 0.05285(4) 0.0896(4) Uani d 1
C C2 0.3504(11) 0.7500 0.1947(4) 0.0588(10) Uani d 1
C C3 0.4270(8) 0.6133(4) 0.2438(3) 0.0616(8) Uani d 1
C C4 0.6007(9) 0.6158(3) 0.3467(3) 0.0615(7) Uani d 1
H H4A 0.6616 0.5261 0.3814 0.074 Uiso calc 1
C C5 0.6843(12) 0.7500 0.3980(4) 0.0592(10) Uani d 1
C C6 0.8701(14) 0.7500 0.5047(4) 0.0697(12) Uani d 1
N N7 1.0181(16) 0.7500 0.5880(5) 0.0920(15) Uani d 1
C C8 0.3447(12) 0.4662(5) 0.1894(4) 0.0890(12) Uani d 1
H H8A 0.4147 0.4671 0.1151 0.133 Uiso calc 1
H H8B 0.1095 0.4499 0.1878 0.133 Uiso calc 1
H H8C 0.4573 0.3873 0.2305 0.133 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
Br1 0.0749(5) 0.1338(7) 0.0588(5) 0.000 -0.0053(3) 0.000
C2 0.053(2) 0.072(3) 0.052(2) 0.000 0.0056(17) 0.000
C3 0.0654(18) 0.0579(17) 0.0622(18) -0.0049(13) 0.0085(14) -0.0070(13)
C4 0.0739(19) 0.0499(15) 0.0613(17) 0.0023(13) 0.0087(14) 0.0037(12)
C5 0.067(3) 0.058(2) 0.053(2) 0.000 0.006(2) 0.000
C6 0.077(3) 0.075(3) 0.056(3) 0.000 -0.001(2) 0.000
N7 0.104(4) 0.104(4) 0.066(3) 0.000 -0.012(3) 0.000
C8 0.107(3) 0.068(2) 0.092(3) -0.015(2) 0.007(2) -0.026(2)
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'
Br Br -0.6763 1.2805 '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_site_symmetry_1
_geom_angle
C3 C2 C3 4_575 123.9(4)
C3 C2 Br1 . 118.1(2)
C2 C3 C4 . 117.2(3)
C2 C3 C8 . 123.3(3)
C4 C3 C8 . 119.5(3)
C5 C4 C3 . 120.7(3)
C5 C4 H4A . 119.6
C3 C4 H4A . 119.6
C4 C5 C4 4_575 120.3(4)
C4 C5 C6 . 119.8(2)
N7 C6 C5 . 179.5(6)
C3 C8 H8A . 109.5
C3 C8 H8B . 109.5
H8A C8 H8B . 109.5
C3 C8 H8C . 109.5
H8A C8 H8C . 109.5
H8B C8 H8C . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C2 1.902(5)
C2 C3 1.384(4)
C3 C4 1.389(5)
C3 C8 1.498(5)
C4 C5 1.383(4)
C4 H4A 0.9300
C5 C6 1.450(7)
C6 N7 1.138(7)
C8 H8A 0.9600
C8 H8B 0.9600
C8 H8C 0.9600
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C3 C2 C3 C4 4_575 . -2.2(7)
Br1 C2 C3 C4 . . 179.1(3)
C3 C2 C3 C8 4_575 . -179.6(4)
Br1 C2 C3 C8 . . 1.8(5)
C2 C3 C4 C5 . . 1.6(5)
C8 C3 C4 C5 . . 179.1(4)
C3 C4 C5 C4 . 4_575 -1.1(7)
C3 C4 C5 C6 . . -179.1(4)
_cod_database_fobs_code 2241935