#------------------------------------------------------------------------------
#$Date: 2021-06-08 08:11:41 +0300 (Tue, 08 Jun 2021) $
#$Revision: 266253 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/23/2022390.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_2022390
loop_
_publ_author_name
'Ma\/lecka, Magdalena'
'Kusz, Joachim'
'Mayer, Peter'
'Sobiesiak, Marta'
'Budzisz, Elzbieta'
_publ_section_title
;
Zinc(II) and nickel(II) complexes of
3,5-dimethyl-1-(pyridin-2-yl)-1H-pyrazole: relationship between
fluorescence and crystal packing
;
_journal_coeditor_code WP3016
_journal_issue 7
_journal_name_full
'Acta Crystallographica Section C Structural Chemistry'
_journal_paper_doi 10.1107/S2053229621005374
_journal_volume 77
_journal_year 2021
_chemical_formula_iupac '[Ni Cl (C10 H11 N3)2 (H2 O)] Cl, H2 O'
_chemical_formula_moiety 'C20 H24 Cl N6 Ni O +, Cl -, H2 O'
_chemical_formula_sum 'C20 H26 Cl2 N6 Ni O2'
_chemical_formula_weight 512.08
_chemical_name_systematic
'Aquachloridobis[3,5-dimethyl-1-(pyridin-2-yl-\kN)-1H-pyrazole-\kN^2^]nickel(II) chloride monohydrate'
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_Hall '-P 2ybc'
_space_group_name_H-M_alt 'P 1 21/c 1'
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary direct
_audit_block_code Ni_C10H22N3_Cl_H2O_to071_budzisz
_audit_creation_method SHELXL-2018/3
_cell_angle_alpha 90
_cell_angle_beta 100.981(8)
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 12.2306(11)
_cell_length_b 13.2638(10)
_cell_length_c 14.0560(14)
_cell_measurement_reflns_used 1291
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 24.5890
_cell_measurement_theta_min 4.3620
_cell_volume 2238.5(3)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2014)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2014)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2014)
;
_computing_structure_refinement
;
SHELXTL (Sheldrick, 2008).
;
_computing_structure_solution
;
SIR97 (Altomare et al., 1999)
;
_diffrn_ambient_temperature 173(2)
_diffrn_detector_area_resol_mean 15.9809
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device 'CCD camera on \k-goniostat'
_diffrn_measurement_device_type 'Oxford XCalibur'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0454
_diffrn_reflns_av_unetI/netI 0.0854
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -8
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 7459
_diffrn_reflns_theta_full 25.240
_diffrn_reflns_theta_max 25.348
_diffrn_reflns_theta_min 4.240
_diffrn_source 'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu 1.136
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.99363
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2014)
;
_exptl_crystal_colour blue
_exptl_crystal_density_diffrn 1.519
_exptl_crystal_description rod
_exptl_crystal_F_000 1064
_exptl_crystal_size_max 0.240
_exptl_crystal_size_mid 0.080
_exptl_crystal_size_min 0.040
_refine_diff_density_max 0.497
_refine_diff_density_min -0.382
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.036
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 351
_refine_ls_number_reflns 4070
_refine_ls_number_restraints 160
_refine_ls_restrained_S_all 1.044
_refine_ls_R_factor_all 0.0893
_refine_ls_R_factor_gt 0.0522
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0325P)^2^+0.0834P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0923
_refine_ls_wR_factor_ref 0.1085
_reflns_number_gt 2776
_reflns_number_total 4070
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file wp3016sup1.cif
_cod_data_source_block compound2
_cod_original_sg_symbol_H-M 'P 21/c'
_cod_database_code 2022390
_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_min 0.772
_shelx_estimated_absorpt_t_max 0.956
_shelx_hkl_file
;
0 0 3 46.6812 45.2555 3
0 0 -3-27.1785 39.2612 3
0 0 4 57275.4 1120.20 3
0 0 -4 59001.9 1126.19 3
0 0 5-20.3974 58.5249 3
0 0 6 21454.1 663.179 3
0 0 7-73.8021 74.3663 3
0 0 8 1344.50 183.670 3
0 0 9-50.7255 91.0657 3
0 0 10 216.556 109.950 3
0 0 11-74.2666 94.5892 3
0 0 12 1540.11 246.888 3
0 0 13 294.552 132.178 3
0 0 14 1367.09 248.258 3
0 0 15-48.7319 102.540 3
0 0 16 1191.11 256.819 3
0 -1 -3 1231.41 110.852 3
0 1 3 1402.22 120.983 3
0 1 -3 1247.62 100.244 3
0 -1 3 1156.98 97.9658 3
0 -1 4 1329.37 123.235 3
0 1 -4 1332.90 116.668 3
0 1 4 1248.15 130.057 3
0 -1 -4 1377.26 132.491 3
0 1 -5 226.790 59.6300 3
0 -1 5 154.802 58.1006 3
0 1 5 281.532 86.4220 3
0 1 6 503.102 112.985 3
0 -1 6 449.906 97.2104 3
0 1 7 13452.4 562.555 3
0 -1 7 13710.3 529.508 3
0 1 8 2565.46 260.610 3
0 -1 8 2503.60 237.924 3
0 1 9 4521.32 360.399 3
0 -1 9 3548.32 300.925 3
0 1 10 501.600 132.665 3
0 -1 10 380.439 127.271 3
0 -1 11 3449.02 334.570 3
0 1 11 3290.59 342.898 3
0 1 12 1.34916 99.6151 3
0 -1 12-9.27924 87.4168 3
0 -1 13 976.929 204.965 3
0 1 13 1017.76 232.688 3
0 1 14 1100.16 246.484 3
0 -1 14 1180.56 245.737 3
0 1 15 1319.22 269.048 3
0 -1 15 1292.38 255.786 3
0 -1 16-152.809 128.090 3
0 1 16 152.143 115.441 3
0 2 -2 16.6807 19.1225 3
0 -2 2 129.746 33.5063 3
0 2 2 82.8913 43.7410 3
0 -2 -2 76.4352 42.8342 3
0 2 -3 550.435 65.5047 3
0 -2 -3 454.196 75.6476 3
0 2 3 494.281 85.2266 3
0 -2 3 502.206 67.4988 3
0 -2 -3 481.866 81.8595 1
0 2 -4 5504.25 237.005 3
0 -2 -4 5560.68 277.625 1
0 2 4 5457.09 283.582 3
0 -2 4 5325.59 231.930 3
0 -2 -4 5921.55 285.657 3
0 -2 5 16169.2 484.507 3
0 2 -5 15982.0 489.134 3
0 2 5 16669.4 555.939 3
0 -2 6 987.294 128.621 3
0 2 6 1096.71 153.426 3
0 -2 7 1266.37 155.219 3
0 2 7 1422.70 188.653 3
0 2 8 153.275 105.304 3
0 -2 8 216.894 95.6482 3
0 2 9 0.61584 94.2973 3
0 -2 9 44.6955 67.5880 3
0 -2 10 29.6858 82.8398 3
0 2 10 71.3921 82.5038 3
0 -2 11 233.200 97.5961 3
0 2 11 506.177 153.948 3
0 -2 12 163.612 89.3171 3
0 2 12 44.2310 83.8881 3
0 -2 13 1131.83 220.133 3
0 2 13 919.838 207.258 3
0 -2 14 639.959 171.358 3
0 2 14 917.459 217.527 3
0 2 15 2035.21 325.142 3
0 -2 15 1566.63 274.553 3
0 2 16 774.503 211.394 3
0 -2 16 666.760 204.370 3
0 3 0 8.74767 42.1377 1
0 3 1 10251.9 300.862 3
0 -3 -1 11256.4 356.384 1
0 3 1 11275.7 355.467 1
0 3 -2 394.506 48.1776 3
0 3 2 270.204 62.8625 3
0 -3 -2 315.656 65.1236 3
0 -3 -2 310.933 66.8827 1
0 3 2 326.550 79.5860 1
0 -3 -3 680.561 97.6560 3
0 3 -3 747.250 74.3299 3
0 3 3 742.305 110.965 3
0 -3 -3 860.044 111.752 1
0 3 3 789.086 110.314 1
0 3 -4 234.087 54.7278 3
0 -3 4 141.286 49.9966 3
0 3 4 151.243 69.2829 3
0 -3 4 196.095 29.1170 2
0 -3 5 95.9054 49.3563 3
0 3 5 152.052 79.0863 3
0 -3 5 126.306 30.4480 2
0 3 -5 135.908 51.0199 3
0 3 6 3479.41 273.473 3
0 -3 6 3496.16 225.312 3
0 3 7 75.9785 82.7144 3
0 -3 7-37.7437 54.4656 3
0 -3 8 2439.90 220.493 3
0 3 8 2712.65 279.719 3
0 3 9 139.536 103.391 3
0 -3 9-24.6790 64.0005 3
0 -3 10 411.178 121.294 3
0 3 10 410.237 141.917 3
0 3 11 65.3485 85.8340 3
0 -3 11 72.0625 75.5390 3
0 3 12 929.241 194.841 3
0 -3 12 1060.21 194.351 3
0 3 13 268.781 128.156 3
0 -3 13 272.730 119.911 3
0 -3 14 146.338 107.832 3
0 3 14 351.091 158.189 3
0 -3 15 117.897 104.102 3
0 3 15-218.448 136.918 3
0 -3 16 255.353 132.047 3
0 3 16 401.122 171.870 3
0 4 0 301899. 4572.25 1
0 4 1 2275.36 146.322 3
0 4 1 2941.79 195.019 1
0 -4 -1 2485.46 177.212 1
0 4 2 17271.7 494.394 3
0 4 2 17388.3 541.864 1
0 -4 -2 18786.5 507.287 3
0 4 3 442.698 104.278 1
0 4 -3 410.525 58.0632 3
0 4 3 395.990 82.8430 3
0 4 -4 10842.1 345.327 3
0 4 4 11876.8 456.544 3
0 4 4 11933.0 482.260 1
0 -4 5 23.3746 13.3409 2
0 -4 5 25.4816 36.9737 3
0 4 -5-16.9886 30.8978 3
0 4 5 26.9576 69.8786 3
0 4 6 1982.17 220.341 3
0 -4 6 2156.91 171.681 3
0 -4 6 1751.50 99.5159 2
0 -4 7 145.345 63.7288 3
0 4 7 87.1607 73.2731 3
0 -4 7 93.7307 35.0524 2
0 -4 8 366.522 63.2341 2
0 4 8 594.380 153.328 3
0 -4 8 217.147 77.5406 3
0 -4 9-22.9713 60.0179 3
0 4 9 104.260 88.4858 3
0 -4 9 10.4544 30.4056 2
0 -4 10 82.1551 62.0975 3
0 4 10 424.723 160.991 3
0 -4 11 284.212 114.035 3
0 4 11 255.946 121.448 3
0 4 12 159.835 105.403 3
0 -4 12 171.500 85.4501 3
0 -4 13 6.37319 88.3544 3
0 4 13 34.2223 96.3116 3
0 -4 14 709.823 178.754 3
0 4 14 1051.04 247.385 3
0 -4 15 187.252 107.943 3
0 4 15 23.1294 132.281 3
0 -4 16 561.677 171.596 3
0 4 16 341.130 177.507 3
0 5 0-6.25476 34.8010 3
0 5 0 65.2918 64.0607 1
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0 5 3 13469.6 518.252 1
0 5 4 333.894 94.0516 1
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0 -5 7 15599.0 341.392 2
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0 -5 8 121.395 69.0173 3
0 5 8 143.167 108.214 3
0 -5 9 14722.6 588.280 3
0 5 9 14692.4 714.690 3
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0 5 10 125.959 99.9045 3
0 5 11 2643.14 334.090 3
0 -5 11 2571.88 272.797 3
0 5 12 126.214 100.461 3
0 -5 12 72.4934 72.6493 3
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0 -5 13 3489.13 350.885 3
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0 5 15 1163.91 275.279 3
0 -5 15 1262.05 235.387 3
0 6 0 3867.01 205.647 3
0 6 0 4495.09 280.256 1
0 6 1 5422.78 319.764 1
0 6 1 4863.93 250.506 3
0 6 2 15016.2 571.310 1
0 6 2 14936.3 499.894 3
0 6 -3 902.040 67.2150 2
0 6 3 855.180 140.284 1
0 6 3 921.546 128.630 3
0 6 -4 861.545 93.4032 3
0 6 4 632.739 138.692 1
0 6 4 854.783 135.542 3
0 6 5 1078.43 180.036 1
0 6 -5 959.837 106.045 3
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0 6 7 153.844 109.040 3
0 6 8 157.100 124.696 3
0 6 9 858.464 189.523 3
0 6 10 2742.12 336.658 3
0 -6 10 3265.34 280.463 3
0 -6 11 499.078 128.135 3
0 6 11 1089.69 240.218 3
0 -6 12 341.220 110.880 3
0 6 12 512.212 182.153 3
0 -6 13-45.9338 87.3897 3
0 6 13 0.73600 102.680 3
0 6 14 2187.73 350.484 3
0 6 15 14.6780 111.919 3
0 7 0 76.4870 42.4944 3
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0 7 -1 2759.66 235.620 1
0 7 1 2574.68 190.222 3
0 7 1 2553.15 237.475 1
0 7 2 2010.50 217.800 1
0 7 2 1857.06 174.211 3
0 7 3 6458.08 400.274 1
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0 7 4 2016.84 210.238 3
0 7 4 1902.72 227.134 1
0 7 -4 1999.23 146.126 3
0 7 -4 1901.62 83.9940 2
0 7 -5 3332.92 198.102 3
0 7 5 3524.66 294.408 3
0 7 5 3749.50 329.796 1
0 7 6 4824.87 368.477 3
0 7 7 6754.41 454.091 3
0 7 8 3165.54 326.621 3
0 7 9 6462.28 494.294 3
0 7 10 535.599 170.689 3
0 7 11 985.597 215.172 3
0 7 12 676.021 200.821 3
0 7 13 2552.28 369.169 3
0 7 14-29.2431 125.202 3
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0 8 1 761.920 114.602 3
0 8 -1 721.993 131.234 1
0 8 -1 637.291 91.1633 3
0 8 1 495.568 127.010 1
0 8 2 3171.86 241.687 3
0 8 2 2936.24 282.617 1
0 8 3 8.72676 59.7400 3
0 8 3 77.4363 104.125 1
0 8 -4 1143.11 115.627 3
0 8 4 1410.34 179.757 3
0 8 -4 1350.20 83.9174 2
0 8 4 1238.76 199.737 1
0 8 -5 232.475 57.0712 3
0 8 5 412.359 137.949 1
0 8 5 378.256 111.424 3
0 8 6 3519.96 323.865 3
0 8 7 268.128 105.294 3
0 8 8 1323.61 231.634 3
0 8 9-41.3254 95.4344 3
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0 8 13 193.194 149.141 3
0 8 14 57.9407 111.929 3
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0 9 -1 103.833 51.1499 3
0 9 1 61.1281 96.3441 1
0 9 -1 43.3565 79.8763 1
0 9 1 30.1787 49.7514 3
0 9 2 74.9855 53.9454 3
0 9 -2 61.0230 62.9451 1
0 9 2 96.5573 78.3861 1
0 9 3 1851.82 200.015 3
0 9 3 1768.28 239.041 1
0 9 4 279.145 127.043 1
0 9 -4 282.142 65.2953 3
0 9 -4 268.905 44.7433 2
0 9 4 407.798 120.501 3
0 9 5 1200.93 215.629 1
0 9 5 1177.94 195.621 3
0 9 6 1134.43 215.709 1
0 9 6 1183.53 195.174 3
0 9 7 3745.17 360.284 3
0 9 8 968.765 205.881 3
0 9 9 3002.16 363.046 3
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0 9 11 810.977 206.578 3
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0 9 13 282.272 155.662 3
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0 10 0 26.4946 47.1271 3
0 10 -1 202.942 69.1426 3
0 10 -1 268.160 99.7402 1
0 10 1 305.846 81.8951 3
0 10 1 271.956 128.789 1
0 10 2 46.6195 77.2663 1
0 10 -2 165.611 48.8906 3
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0 10 -2 146.367 70.0827 1
0 10 3 1149.40 171.635 3
0 10 3 921.026 193.089 1
0 10 4 2019.59 278.386 1
0 10 4 1960.13 235.012 3
0 10 5 768.301 164.782 3
0 10 5 1046.79 209.465 1
0 10 6 373.093 168.136 1
0 10 6 262.690 110.096 3
0 10 7 297.801 119.702 3
0 10 8 197.741 119.047 3
0 10 9 113.891 112.905 3
0 10 10 170.719 125.023 3
0 10 11 418.153 193.004 3
0 10 12-106.537 145.611 3
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0 11 0 55.7091 54.2601 3
0 11 -1 2073.28 267.656 1
0 11 1 2157.27 217.822 3
0 11 1 1701.00 246.732 1
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0 11 2 251.132 93.2020 3
0 11 2 316.293 125.466 1
0 11 -2 140.064 55.7578 3
0 11 -2-7.51697 74.9752 1
0 11 -3 656.158 151.500 1
0 11 3 960.329 173.257 3
0 11 3 625.510 155.777 1
0 11 4 119.126 103.266 1
0 11 4 133.168 82.1661 3
0 11 5 4037.41 415.789 1
0 11 5 4067.35 367.698 3
0 11 6 893.008 183.765 3
0 11 6 1235.11 245.725 1
0 11 7 5347.23 464.114 3
0 11 8 23.5424 73.5648 3
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0 12 3 168.013 79.9962 3
0 12 3 52.6696 91.5848 1
0 12 -3 22.1446 82.8958 1
0 12 -4 3195.19 338.554 1
0 12 4 3570.45 336.223 3
0 12 4 3538.05 396.481 1
0 12 5 166.044 96.6717 3
0 12 5 132.143 90.8395 1
0 12 6 2986.65 387.388 1
0 12 6 4567.60 416.577 3
0 12 7 16.6226 81.0134 3
0 12 8 617.970 183.367 3
0 12 9 102.400 84.8174 3
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0 13 0 305.652 149.652 1
0 13 -1 483.116 148.551 1
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0 13 -2 385.571 142.161 1
0 13 2 49.6431 91.3574 1
0 13 3 282.477 96.6437 3
0 13 3 133.434 96.6634 1
0 13 -3 76.8030 98.2665 1
0 13 4 336.592 116.269 3
0 13 -4 105.619 94.1414 1
0 13 4 255.400 111.415 1
0 13 5 95.1744 100.595 1
0 13 5 635.004 162.800 3
0 13 -5 715.092 177.665 1
0 13 6 181.576 104.289 3
0 13 6 131.083 146.737 1
0 13 7 453.956 151.978 3
0 13 8 389.529 147.241 3
0 13 9 477.960 185.611 3
0 14 0 300.937 150.559 1
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0 14 -1 159.539 108.041 1
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0 14 2 122.910 104.460 1
0 14 3 815.775 209.767 1
0 14 -3 406.918 152.211 1
0 14 4 5.70184 72.5311 1
0 14 -4 131.938 123.619 1
0 14 -5 758.447 184.898 1
0 14 5 979.685 231.591 1
0 14 6-103.258 89.2940 3
0 14 6 81.6707 86.7733 1
0 14 -6-112.663 96.2826 1
0 14 7 275.413 129.695 3
0 14 8 205.103 123.355 3
0 15 0 2.19443 95.6852 1
0 15 -1 171.732 124.837 1
0 15 1 278.346 137.331 1
0 15 2 122.893 111.999 1
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0 15 -3 185.422 113.875 1
0 15 3 136.149 97.3216 1
0 15 4-58.9203 94.0760 1
0 15 -4 38.3960 83.9283 1
0 15 5 421.263 163.499 1
0 15 -5 78.0405 82.8163 1
-1 0 16 279.663 142.524 3
-1 0 15 3.45878 112.058 3
-1 0 14 100.240 95.6326 3
-1 0 13 9.50726 86.1067 3
-1 0 12 7375.29 520.423 3
-1 0 11-13.7870 81.6296 3
-1 0 10 8113.49 497.625 3
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-14 0 8 1164.73 264.578 2
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-14 0 1 164.916 167.009 2
-14 0 0 1937.30 330.465 2
-14 0 -1-62.3490 135.992 2
-14 0 -2 489.371 198.459 2
-14 -1 8 141.838 122.855 2
-14 1 8 150.505 133.664 2
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-14 1 7 407.477 176.080 2
-14 -1 6 162.563 132.214 2
-14 1 6-120.127 132.355 2
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-14 1 4 101.243 129.307 2
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-14 1 3 1549.17 311.272 2
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-14 1 2 113.085 110.236 2
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-14 1 1 3666.22 466.756 2
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-14 1 -1 1817.66 338.256 2
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-14 1 -2 1059.94 263.862 2
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-14 2 3 1884.72 337.698 2
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-14 2 2-428.129 187.630 2
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-14 2 1 1747.99 324.987 2
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-14 2 0 27.5287 123.188 2
-14 -2 -1 1261.47 286.748 2
-14 2 -1 1803.14 339.644 2
-14 -3 7 24.4916 95.2311 2
-14 3 7 369.526 182.846 2
-14 -3 6 230.536 133.123 2
-14 3 6 274.735 159.472 2
-14 -3 5 233.768 140.717 2
-14 3 5 13.4564 113.993 2
-14 -3 4-24.4791 119.678 2
-14 3 4 236.200 149.949 2
-14 -3 3 242.168 149.724 2
-14 3 3-21.4508 107.383 2
-14 -3 2 329.418 154.474 2
-14 3 2 88.1837 132.677 2
-14 -3 1 2289.98 373.452 2
-14 3 1 2350.91 378.891 2
-14 -3 0 556.357 200.424 2
-14 3 0 183.689 155.814 2
-14 3 -1 143.601 100.681 2
-14 -4 6 399.128 177.195 2
-14 4 6 527.753 195.965 2
-14 -4 5 997.236 244.394 2
-14 4 5 1148.86 284.214 2
-14 -4 4 788.624 223.804 2
-14 4 4 659.115 211.858 2
-14 -4 3 692.965 189.130 2
-14 4 3 379.684 178.482 2
-14 -4 2 549.296 193.829 2
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-14 4 1 147.156 137.433 2
-14 4 0 107.543 119.242 2
0 0 0 0.00 0.00 0
TITL to071 in P2(1)/c
REM P2(1)/c (#14 in standard setting)
CELL 0.71073 12.230579 13.263839 14.055978 90.0000 100.9812 90.0000
ZERR 42.00 0.001112 0.001004 0.001364 0.0000 0.0081 0.0000
LATT 1
SYMM -x, y+1/2,-z+1/2
SFAC C H N O
UNIT 42.00 42.00 42.00 42.00
TREF
HKLF 4
END
;
_shelx_hkl_checksum 75383
_shelx_res_file
;
TITL to071 in P21/c (14) sir97
to071.res
created by SHELXL-2018/3 at 09:53:11 on 27-Apr-2020
CELL 0.71069 12.230579 13.263839 14.055978 90.0000 100.9812 90.0000
ZERR 4 0.001112 0.001004 0.001364 0.0000 0.0081 0.0000
LATT 1
SYMM -X, 0.50000+Y, 0.50000-Z
SFAC C H N CL NI O
UNIT 80 104 24 8 4 8
LIST 4 ! automatically inserted. Change 6 to 4 for CHECKCIF!!
MERG 2
L.S. 10
BOND $H
CONF
TEMP -100
ACTA
HTAB
EQIV $1 x, -y+3/2, z+1/2
EQIV $4 x, -y+3/2, z-1/2
HTAB O1 O2_$4
EQIV $5 -x+1, y+1/2, -z+1/2
HTAB O1 Cl2_$5
HTAB O2 Cl1_$1
EQIV $6 x, -y+1/2, z+1/2
HTAB O2 Cl2_$6
SIZE 0.04 0.08 0.24
SADI 0.01 O1 H11 O1 H12 O2 H21 O2 H22
SIMU 0.005 0.01 0.8
BUMP
FMAP 2
PLAN -25
WGHT 0.032500 0.083400
FVAR 1.39783 0.87946
N1 3 0.296906 0.919745 0.412583 11.00000 0.02480 0.03283 =
0.03278 -0.00377 0.00352 -0.00292
N2 3 0.246654 0.763177 0.302074 11.00000 0.02340 0.02865 =
0.02532 0.00106 0.00239 0.00135
N3 3 0.333155 0.754241 0.380336 11.00000 0.01592 0.03060 =
0.02756 0.00468 0.00184 0.00389
C1 1 0.313538 1.001920 0.469985 11.00000 0.03676 0.03461 =
0.04170 -0.01100 0.00291 0.00104
AFIX 43
H1 2 0.275204 1.062413 0.448228 11.00000 -1.20000
AFIX 0
C2 1 0.383737 1.001464 0.558632 11.00000 0.04053 0.05701 =
0.04026 -0.02155 0.00544 -0.01177
AFIX 43
H2 2 0.395910 1.061356 0.596227 11.00000 -1.20000
AFIX 0
C3 1 0.436002 0.913682 0.592229 11.00000 0.03434 0.06909 =
0.02866 -0.00752 0.00308 -0.01046
AFIX 43
H3 2 0.483258 0.911524 0.654232 11.00000 -1.20000
AFIX 0
C4 1 0.419757 0.830141 0.536393 11.00000 0.03176 0.05162 =
0.02912 0.00035 0.00018 -0.00142
AFIX 43
H4 2 0.454059 0.768193 0.559174 11.00000 -1.20000
AFIX 0
C5 1 0.352066 0.836100 0.445027 11.00000 0.02126 0.03944 =
0.02778 -0.00272 0.00509 -0.00523
C6 1 0.157518 0.651354 0.169837 11.00000 0.04674 0.03837 =
0.04022 -0.00675 0.00143 0.00081
AFIX 137
H6A 2 0.083361 0.667835 0.182176 11.00000 -1.50000
H6B 2 0.160686 0.579501 0.154348 11.00000 -1.50000
H6C 2 0.172350 0.691515 0.115162 11.00000 -1.50000
AFIX 0
C7 1 0.242235 0.674300 0.257074 11.00000 0.03073 0.02756 =
0.03170 -0.00076 0.00784 -0.00134
C8 1 0.325417 0.609822 0.305407 11.00000 0.03396 0.02607 =
0.04005 0.00626 0.01305 0.00548
AFIX 43
H8 2 0.338829 0.542441 0.287785 11.00000 -1.20000
AFIX 0
C9 1 0.382802 0.661187 0.381503 11.00000 0.02758 0.03354 =
0.03413 0.01440 0.01106 0.01314
C10 1 0.482855 0.627420 0.452222 11.00000 0.05100 0.06362 =
0.04043 0.00723 0.00462 0.02828
AFIX 137
H10A 2 0.539775 0.680340 0.459825 11.00000 -1.50000
H10B 2 0.512561 0.565734 0.428358 11.00000 -1.50000
H10C 2 0.461998 0.613992 0.514970 11.00000 -1.50000
AFIX 0
PART 1 21.0
SAME N1 > C10
N4 3 0.044315 0.881431 0.328267 21.00000 0.02461 0.02418 =
0.02509 0.00078 0.00348 0.00183
N5 3 0.076591 0.885123 0.151384 21.00000 0.02704 0.02826 =
0.02608 -0.00093 0.00758 0.00164
N6 3 -0.030408 0.870354 0.165783 21.00000 0.01974 0.02886 =
0.02625 0.00044 0.00299 0.00199
C11 1 0.035359 0.885115 0.422632 21.00000 0.02636 0.03219 =
0.02898 0.00253 0.00299 0.00311
AFIX 43
H11A 2 0.100498 0.897129 0.470081 21.00000 -1.20000
AFIX 0
C12 1 -0.063791 0.872220 0.452340 21.00000 0.03207 0.03948 =
0.02962 -0.00236 0.01131 -0.00174
AFIX 43
H12A 2 -0.068114 0.874616 0.519072 21.00000 -1.20000
AFIX 0
C13 1 -0.157778 0.855535 0.381833 21.00000 0.02734 0.02925 =
0.04297 -0.00452 0.01629 -0.00325
AFIX 43
H13 2 -0.227585 0.844275 0.400253 21.00000 -1.20000
AFIX 0
C14 1 -0.150898 0.855166 0.287562 21.00000 0.02324 0.02952 =
0.03446 0.00125 0.00211 0.00411
AFIX 43
H14 2 -0.215894 0.846080 0.239212 21.00000 -1.20000
AFIX 0
C15 1 -0.047844 0.868196 0.261499 21.00000 0.02758 0.01965 =
0.02429 -0.00408 0.00010 0.00069
C16 1 0.169984 0.894224 0.012411 21.00000 0.04465 0.04819 =
0.04160 0.00871 0.02078 0.01350
AFIX 137
H16A 2 0.211318 0.954765 0.037988 21.00000 -1.50000
H16B 2 0.147458 0.899971 -0.058116 21.00000 -1.50000
H16C 2 0.217545 0.834780 0.028295 21.00000 -1.50000
AFIX 0
C17 1 0.070064 0.883920 0.056170 21.00000 0.04032 0.02534 =
0.02523 0.00280 0.00842 0.00948
C18 1 -0.040341 0.869087 0.009415 21.00000 0.03497 0.03151 =
0.02532 -0.00272 -0.00168 0.00656
AFIX 43
H18 2 -0.066756 0.866262 -0.058617 21.00000 -1.20000
AFIX 0
C19 1 -0.102382 0.859539 0.078463 21.00000 0.03333 0.02973 =
0.03024 -0.00376 -0.00391 0.00121
C20 1 -0.225051 0.840259 0.063640 21.00000 0.03385 0.06358 =
0.03464 -0.00656 -0.00720 -0.00317
AFIX 137
H20A 2 -0.261022 0.894984 0.093035 21.00000 -1.50000
H20B 2 -0.238388 0.776117 0.094104 21.00000 -1.50000
H20C 2 -0.256052 0.837055 -0.005924 21.00000 -1.50000
AFIX 0
PART 2 -21.0
SAME N1 > C10
N4B 3 0.122174 0.898156 0.125436 -21.00000 0.02736
N5B 3 0.030830 0.880296 0.275062 -21.00000 0.02436
N6B 3 -0.036440 0.864580 0.185120 -21.00000 0.02438
C11B 1 0.181598 0.898339 0.053793 -21.00000 0.04678
AFIX 43
H11B 2 0.259704 0.909507 0.069110 -21.00000 -1.20000
AFIX 0
C12B 1 0.131179 0.882719 -0.040358 -21.00000 0.03336
AFIX 43
H12B 2 0.173949 0.883514 -0.090125 -21.00000 -1.20000
AFIX 0
C13B 1 0.017263 0.865681 -0.063110 -21.00000 0.03164
AFIX 43
H13B 2 -0.019604 0.860282 -0.128805 -21.00000 -1.20000
AFIX 0
C14B 1 -0.040401 0.856892 0.009085 -21.00000 0.03031
AFIX 43
H14B 2 -0.117691 0.841595 -0.004607 -21.00000 -1.20000
AFIX 0
C15B 1 0.015350 0.870632 0.104051 -21.00000 0.02662
C16B 1 -0.001667 0.884315 0.440999 -21.00000 0.02566
AFIX 137
H16D 2 -0.066232 0.886369 0.472907 -21.00000 -1.50000
H16E 2 0.041360 0.946678 0.454998 -21.00000 -1.50000
H16F 2 0.045371 0.826508 0.465257 -21.00000 -1.50000
AFIX 0
C17B 1 -0.040031 0.874371 0.335433 -21.00000 0.02365
C18B 1 -0.148415 0.851938 0.287390 -21.00000 0.02898
AFIX 43
H18B 2 -0.210534 0.836092 0.316193 -21.00000 -1.20000
AFIX 0
C19B 1 -0.146656 0.857348 0.193055 -21.00000 0.01843
C20B 1 -0.245308 0.839083 0.113988 -21.00000 0.03427
AFIX 137
H20D 2 -0.313861 0.850560 0.138884 -21.00000 -1.50000
H20E 2 -0.243855 0.769358 0.091196 -21.00000 -1.50000
H20F 2 -0.242822 0.885368 0.060096 -21.00000 -1.50000
AFIX 0
PART 0
CL1 4 0.133072 1.087955 0.277041 11.00000 0.03418 0.02728 =
0.05749 0.00297 0.01544 0.00511
CL2 4 0.453680 0.341806 0.270935 11.00000 0.03067 0.04894 =
0.05918 0.01585 -0.00313 -0.00696
NI1 5 0.189507 0.911422 0.277493 11.00000 0.01958 0.02464 =
0.02832 -0.00064 0.00361 0.00165
O1 6 0.321741 0.944636 0.212590 11.00000 0.03041 0.03919 =
0.06490 0.01296 0.02141 0.00699
H11 2 0.339119 1.004108 0.201716 11.00000 -1.50000
H12 2 0.386811 0.922787 0.230334 11.00000 -1.50000
O2 6 0.332615 0.352820 0.684475 11.00000 0.05967 0.03764 =
0.08046 0.00270 0.03341 0.00511
H21 2 0.274612 0.350323 0.708364 11.00000 -1.50000
H22 2 0.369639 0.304192 0.712386 11.00000 -1.50000
HKLF 4
REM to071 in P21/c (14) sir97
REM wR2 = 0.1085, GooF = S = 1.036, Restrained GooF = 1.044 for all data
REM R1 = 0.0522 for 2776 Fo > 4sig(Fo) and 0.0893 for all 4070 data
REM 351 parameters refined using 160 restraints
END
WGHT 0.0325 0.0834
REM Instructions for potential hydrogen bonds
HTAB C1 Cl1
HTAB C2 Cl2_$1
EQIV $2 -x+1, -y+1, -z+1
HTAB C4 Cl2_$2
HTAB C11 N1
EQIV $3 -x, y+1/2, -z+1/2
HTAB C14 Cl2_$3
HTAB C16 O1
HTAB C20 O2_$3
HTAB C11B O1
HTAB C20B Cl2_$3
HTAB O1 O2_$4
HTAB O1 Cl2_$5
HTAB O2 Cl1_$1
HTAB O2 Cl2_$6
REM Highest difference peak 0.497, deepest hole -0.382, 1-sigma level 0.081
Q1 1 0.5496 0.7959 0.2828 11.00000 0.05 0.43
Q2 1 -0.1898 0.7713 0.2187 11.00000 0.05 0.37
Q3 1 0.1618 0.8132 0.2814 11.00000 0.05 0.35
Q4 1 0.2365 1.0832 0.2740 11.00000 0.05 0.35
Q5 1 0.5053 0.6453 0.2781 11.00000 0.05 0.34
Q6 1 0.1418 1.1481 0.2257 11.00000 0.05 0.34
Q7 1 -0.1189 0.8879 -0.1626 11.00000 0.05 0.30
Q8 1 0.5440 0.9767 0.2301 11.00000 0.05 0.29
Q9 1 0.5259 0.9005 0.2786 11.00000 0.05 0.29
Q10 1 0.1505 1.0530 0.2187 11.00000 0.05 0.29
Q11 1 0.4549 0.8529 0.2469 11.00000 0.05 0.29
Q12 1 0.1840 1.0045 0.2733 11.00000 0.05 0.28
Q13 1 -0.1047 0.9006 -0.1807 11.00000 0.05 0.28
Q14 1 0.3783 1.0945 0.5772 11.00000 0.05 0.28
Q15 1 -0.2303 0.8955 0.4572 11.00000 0.05 0.28
Q16 1 -0.3109 0.7443 0.1526 11.00000 0.05 0.27
Q17 1 0.5395 0.7562 0.2217 11.00000 0.05 0.26
Q18 1 0.1011 0.8987 0.3015 11.00000 0.05 0.26
Q19 1 -0.0084 0.6612 0.1964 11.00000 0.05 0.26
Q20 1 0.2468 0.8618 0.0493 11.00000 0.05 0.26
Q21 1 0.2796 0.9022 0.4194 11.00000 0.05 0.26
Q22 1 0.2621 0.9358 0.2346 11.00000 0.05 0.25
Q23 1 -0.1572 0.8789 0.2632 11.00000 0.05 0.25
Q24 1 0.3201 0.9365 -0.0212 11.00000 0.05 0.25
Q25 1 -0.0033 0.9129 0.4974 11.00000 0.05 0.25
;
_shelx_res_checksum 72509
_shelxl_version_number 2018/3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
N N1 0.2969(3) 0.9197(2) 0.4126(2) 0.0304(8) Uani d 1 . .
N N2 0.2467(3) 0.7632(2) 0.3021(2) 0.0261(8) Uani d 1 . .
N N3 0.3332(2) 0.7542(2) 0.3803(2) 0.0250(8) Uani d 1 . .
C C1 0.3135(4) 1.0019(3) 0.4700(3) 0.0383(11) Uani d 1 . .
H H1 0.275204 1.062413 0.448228 0.046 Uiso calc 1 . .
C C2 0.3837(4) 1.0015(4) 0.5586(3) 0.0462(13) Uani d 1 . .
H H2 0.395910 1.061356 0.596227 0.055 Uiso calc 1 . .
C C3 0.4360(4) 0.9137(4) 0.5922(3) 0.0444(12) Uani d 1 . .
H H3 0.483258 0.911524 0.654232 0.053 Uiso calc 1 . .
C C4 0.4198(3) 0.8301(3) 0.5364(3) 0.0382(11) Uani d 1 . .
H H4 0.454059 0.768193 0.559174 0.046 Uiso calc 1 . .
C C5 0.3521(3) 0.8361(3) 0.4450(3) 0.0294(10) Uani d 1 . .
C C6 0.1575(4) 0.6514(3) 0.1698(3) 0.0427(12) Uani d 1 . .
H H6A 0.083361 0.667835 0.182176 0.064 Uiso calc 1 . .
H H6B 0.160686 0.579501 0.154348 0.064 Uiso calc 1 . .
H H6C 0.172350 0.691515 0.115162 0.064 Uiso calc 1 . .
C C7 0.2422(3) 0.6743(3) 0.2571(3) 0.0297(10) Uani d 1 . .
C C8 0.3254(3) 0.6098(3) 0.3054(3) 0.0326(10) Uani d 1 . .
H H8 0.338829 0.542441 0.287785 0.039 Uiso calc 1 . .
C C9 0.3828(3) 0.6612(3) 0.3815(3) 0.0311(10) Uani d 1 . .
C C10 0.4829(4) 0.6274(3) 0.4522(3) 0.0522(14) Uani d 1 . .
H H10A 0.539775 0.680340 0.459825 0.078 Uiso calc 1 . .
H H10B 0.512561 0.565734 0.428358 0.078 Uiso calc 1 . .
H H10C 0.461998 0.613992 0.514970 0.078 Uiso calc 1 . .
N N4 0.0443(3) 0.8814(3) 0.3283(3) 0.0248(10) Uani d 0.879(4) A 1
N N5 0.0766(3) 0.8851(3) 0.1514(3) 0.0268(9) Uani d 0.879(4) A 1
N N6 -0.0304(3) 0.8704(8) 0.1658(3) 0.0251(10) Uani d 0.879(4) A 1
C C11 0.0354(4) 0.8851(4) 0.4226(4) 0.0295(13) Uani d 0.879(4) A 1
H H11A 0.100498 0.897129 0.470081 0.035 Uiso calc 0.879(4) A 1
C C12 -0.0638(4) 0.8722(4) 0.4523(4) 0.0330(13) Uani d 0.879(4) A 1
H H12A -0.068114 0.874616 0.519072 0.040 Uiso calc 0.879(4) A 1
C C13 -0.1578(4) 0.8555(3) 0.3818(4) 0.0319(12) Uani d 0.879(4) A 1
H H13 -0.227585 0.844275 0.400253 0.038 Uiso calc 0.879(4) A 1
C C14 -0.1509(6) 0.8552(18) 0.2876(4) 0.0295(13) Uani d 0.879(4) A 1
H H14 -0.215894 0.846080 0.239212 0.035 Uiso calc 0.879(4) A 1
C C15 -0.0478(4) 0.8682(3) 0.2615(3) 0.0245(11) Uani d 0.879(4) A 1
C C16 0.1700(5) 0.8942(5) 0.0124(4) 0.0432(15) Uani d 0.879(4) A 1
H H16A 0.211318 0.954765 0.037988 0.065 Uiso calc 0.879(4) A 1
H H16B 0.147458 0.899971 -0.058116 0.065 Uiso calc 0.879(4) A 1
H H16C 0.217545 0.834780 0.028295 0.065 Uiso calc 0.879(4) A 1
C C17 0.0701(4) 0.8839(3) 0.0562(3) 0.0300(12) Uani d 0.879(4) A 1
C C18 -0.0403(5) 0.8691(9) 0.0094(4) 0.0316(17) Uani d 0.879(4) A 1
H H18 -0.066756 0.866262 -0.058617 0.038 Uiso calc 0.879(4) A 1
C C19 -0.1024(4) 0.8595(3) 0.0785(3) 0.0324(13) Uani d 0.879(4) A 1
C C20 -0.2251(4) 0.8403(4) 0.0636(4) 0.0458(15) Uani d 0.879(4) A 1
H H20A -0.261022 0.894984 0.093035 0.069 Uiso calc 0.879(4) A 1
H H20B -0.238388 0.776117 0.094104 0.069 Uiso calc 0.879(4) A 1
H H20C -0.256052 0.837055 -0.005924 0.069 Uiso calc 0.879(4) A 1
N N4B 0.1222(18) 0.898(2) 0.1254(16) 0.027(3) Uiso d 0.121(4) A 2
N N5B 0.0308(18) 0.880(2) 0.2751(14) 0.024(3) Uiso d 0.121(4) A 2
N N6B -0.036(2) 0.865(6) 0.1851(15) 0.024(3) Uiso d 0.121(4) A 2
C C11B 0.182(2) 0.898(5) 0.0538(19) 0.047(6) Uiso d 0.121(4) A 2
H H11B 0.259704 0.909507 0.069110 0.056 Uiso calc 0.121(4) A 2
C C12B 0.131(2) 0.883(3) -0.0404(19) 0.033(11) Uiso d 0.121(4) A 2
H H12B 0.173949 0.883514 -0.090125 0.040 Uiso calc 0.121(4) A 2
C C13B 0.017(2) 0.866(2) -0.0631(17) 0.032(9) Uiso d 0.121(4) A 2
H H13B -0.019604 0.860282 -0.128805 0.038 Uiso calc 0.121(4) A 2
C C14B -0.040(3) 0.857(8) 0.0091(18) 0.030(3) Uiso d 0.121(4) A 2
H H14B -0.117691 0.841595 -0.004607 0.036 Uiso calc 0.121(4) A 2
C C15B 0.0154(19) 0.871(3) 0.1041(15) 0.027(9) Uiso d 0.121(4) A 2
C C16B -0.002(3) 0.884(4) 0.4410(16) 0.026(5) Uiso d 0.121(4) A 2
H H16D -0.066232 0.886369 0.472907 0.038 Uiso calc 0.121(4) A 2
H H16E 0.041360 0.946678 0.454998 0.038 Uiso calc 0.121(4) A 2
H H16F 0.045371 0.826508 0.465257 0.038 Uiso calc 0.121(4) A 2
C C17B -0.0400(19) 0.874(2) 0.3354(14) 0.024(8) Uiso d 0.121(4) A 2
C C18B -0.148(4) 0.852(13) 0.2874(17) 0.029(3) Uiso d 0.121(4) A 2
H H18B -0.210534 0.836092 0.316193 0.035 Uiso calc 0.121(4) A 2
C C19B -0.1467(16) 0.857(2) 0.1931(15) 0.018(7) Uiso d 0.121(4) A 2
C C20B -0.245(2) 0.839(3) 0.114(2) 0.034(5) Uiso d 0.121(4) A 2
H H20D -0.313861 0.850560 0.138884 0.051 Uiso calc 0.121(4) A 2
H H20E -0.243855 0.769358 0.091196 0.051 Uiso calc 0.121(4) A 2
H H20F -0.242822 0.885368 0.060096 0.051 Uiso calc 0.121(4) A 2
Cl Cl1 0.13307(9) 1.08796(7) 0.27704(8) 0.0388(3) Uani d 1 . .
Cl Cl2 0.45368(9) 0.34181(9) 0.27094(9) 0.0478(3) Uani d 1 . .
Ni Ni1 0.18951(4) 0.91142(4) 0.27749(4) 0.02430(16) Uani d 1 . .
O O1 0.3217(3) 0.9446(2) 0.2126(2) 0.0432(9) Uani d 1 . .
H H11 0.339(4) 1.0041(19) 0.202(3) 0.065 Uiso d 1 . .
H H12 0.387(2) 0.923(3) 0.230(3) 0.065 Uiso d 1 . .
O O2 0.3326(3) 0.3528(2) 0.6845(3) 0.0566(10) Uani d 1 . .
H H21 0.275(3) 0.350(3) 0.708(4) 0.085 Uiso d 1 . .
H H22 0.370(4) 0.304(3) 0.712(4) 0.085 Uiso d 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
N1 0.025(2) 0.033(2) 0.033(2) -0.0029(17) 0.0035(15) -0.0038(18)
N2 0.023(2) 0.0287(19) 0.025(2) 0.0013(16) 0.0024(14) 0.0011(16)
N3 0.0159(18) 0.0306(19) 0.028(2) 0.0039(15) 0.0018(14) 0.0047(17)
C1 0.037(3) 0.035(3) 0.042(3) 0.001(2) 0.003(2) -0.011(2)
C2 0.041(3) 0.057(3) 0.040(3) -0.012(3) 0.005(2) -0.022(3)
C3 0.034(3) 0.069(3) 0.029(3) -0.010(3) 0.003(2) -0.008(3)
C4 0.032(3) 0.052(3) 0.029(3) -0.001(2) 0.000(2) 0.000(2)
C5 0.021(2) 0.039(3) 0.028(3) -0.005(2) 0.0051(18) -0.003(2)
C6 0.047(3) 0.038(3) 0.040(3) 0.001(2) 0.001(2) -0.007(2)
C7 0.031(3) 0.028(2) 0.032(3) -0.001(2) 0.0078(19) -0.001(2)
C8 0.034(3) 0.026(2) 0.040(3) 0.005(2) 0.013(2) 0.006(2)
C9 0.028(2) 0.034(2) 0.034(3) 0.013(2) 0.011(2) 0.014(2)
C10 0.051(3) 0.064(3) 0.040(3) 0.028(3) 0.005(2) 0.007(3)
N4 0.025(2) 0.0242(19) 0.025(2) 0.0018(16) 0.0035(17) 0.0008(19)
N5 0.027(2) 0.028(2) 0.026(2) 0.0016(18) 0.0076(17) -0.0009(18)
N6 0.020(2) 0.029(2) 0.026(2) 0.0020(17) 0.0030(17) 0.000(3)
C11 0.026(3) 0.032(3) 0.029(3) 0.003(3) 0.003(2) 0.003(2)
C12 0.032(3) 0.039(3) 0.030(3) -0.002(3) 0.011(2) -0.002(2)
C13 0.027(3) 0.029(3) 0.043(3) -0.003(2) 0.016(2) -0.005(2)
C14 0.023(2) 0.030(3) 0.034(3) 0.004(2) 0.002(2) 0.001(2)
C15 0.028(3) 0.020(2) 0.024(3) 0.001(2) 0.000(2) -0.004(2)
C16 0.045(3) 0.048(3) 0.042(4) 0.013(3) 0.021(3) 0.009(4)
C17 0.040(3) 0.025(3) 0.025(3) 0.009(2) 0.008(2) 0.003(2)
C18 0.035(3) 0.032(4) 0.025(2) 0.007(2) -0.002(2) -0.003(2)
C19 0.033(3) 0.030(3) 0.030(3) 0.001(2) -0.004(2) -0.004(2)
C20 0.034(3) 0.064(4) 0.035(3) -0.003(3) -0.007(2) -0.007(3)
Cl1 0.0342(7) 0.0273(6) 0.0575(8) 0.0051(5) 0.0154(5) 0.0030(5)
Cl2 0.0307(7) 0.0489(7) 0.0592(9) -0.0070(6) -0.0031(5) 0.0159(6)
Ni1 0.0196(3) 0.0246(3) 0.0283(3) 0.0016(2) 0.0036(2) -0.0006(2)
O1 0.0304(19) 0.0392(18) 0.065(2) 0.0070(16) 0.0214(17) 0.0130(18)
O2 0.060(3) 0.038(2) 0.080(3) 0.0051(18) 0.033(2) 0.0027(19)
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 N1 C1 . . 117.3(4) ?
C5 N1 Ni1 . . 117.1(3) ?
C1 N1 Ni1 . . 125.6(3) ?
C7 N2 N3 . . 105.0(3) ?
C7 N2 Ni1 . . 140.3(3) ?
N3 N2 Ni1 . . 113.2(2) ?
C9 N3 N2 . . 110.9(3) ?
C9 N3 C5 . . 131.9(3) ?
N2 N3 C5 . . 117.1(3) ?
N1 C1 C2 . . 122.5(4) ?
N1 C1 H1 . . 118.8 ?
C2 C1 H1 . . 118.8 ?
C3 C2 C1 . . 119.2(4) ?
C3 C2 H2 . . 120.4 ?
C1 C2 H2 . . 120.4 ?
C4 C3 C2 . . 119.4(4) ?
C4 C3 H3 . . 120.3 ?
C2 C3 H3 . . 120.3 ?
C3 C4 C5 . . 119.1(4) ?
C3 C4 H4 . . 120.5 ?
C5 C4 H4 . . 120.5 ?
N1 C5 C4 . . 122.4(4) ?
N1 C5 N3 . . 114.3(3) ?
C4 C5 N3 . . 123.3(4) ?
C7 C6 H6A . . 109.5 ?
C7 C6 H6B . . 109.5 ?
H6A C6 H6B . . 109.5 ?
C7 C6 H6C . . 109.5 ?
H6A C6 H6C . . 109.5 ?
H6B C6 H6C . . 109.5 ?
N2 C7 C8 . . 110.4(4) ?
N2 C7 C6 . . 122.3(4) ?
C8 C7 C6 . . 127.3(4) ?
C9 C8 C7 . . 107.2(3) ?
C9 C8 H8 . . 126.4 ?
C7 C8 H8 . . 126.4 ?
C8 C9 N3 . . 106.4(3) ?
C8 C9 C10 . . 127.9(4) ?
N3 C9 C10 . . 125.6(4) ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
C15 N4 C11 . . 118.6(4) ?
C15 N4 Ni1 . . 116.6(3) ?
C11 N4 Ni1 . . 124.4(3) ?
C17 N5 N6 . . 105.7(4) ?
C17 N5 Ni1 . . 140.6(3) ?
N6 N5 Ni1 . . 113.5(3) ?
C19 N6 N5 . . 110.4(4) ?
C19 N6 C15 . . 131.8(4) ?
N5 N6 C15 . . 117.8(4) ?
N4 C11 C12 . . 122.5(4) ?
N4 C11 H11A . . 118.7 ?
C12 C11 H11A . . 118.7 ?
C11 C12 C13 . . 117.7(4) ?
C11 C12 H12A . . 121.1 ?
C13 C12 H12A . . 121.1 ?
C14 C13 C12 . . 120.5(4) ?
C14 C13 H13 . . 119.8 ?
C12 C13 H13 . . 119.8 ?
C13 C14 C15 . . 119.4(5) ?
C13 C14 H14 . . 120.3 ?
C15 C14 H14 . . 120.3 ?
N4 C15 C14 . . 121.2(4) ?
N4 C15 N6 . . 114.2(4) ?
C14 C15 N6 . . 124.6(4) ?
C17 C16 H16A . . 109.5 ?
C17 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C17 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
N5 C17 C18 . . 110.1(4) ?
N5 C17 C16 . . 121.6(4) ?
C18 C17 C16 . . 128.3(5) ?
C19 C18 C17 . . 107.5(5) ?
C19 C18 H18 . . 126.3 ?
C17 C18 H18 . . 126.3 ?
C18 C19 N6 . . 106.3(5) ?
C18 C19 C20 . . 127.1(5) ?
N6 C19 C20 . . 126.6(4) ?
C19 C20 H20A . . 109.5 ?
C19 C20 H20B . . 109.5 ?
H20A C20 H20B . . 109.5 ?
C19 C20 H20C . . 109.5 ?
H20A C20 H20C . . 109.5 ?
H20B C20 H20C . . 109.5 ?
C15B N4B C11B . . 118.4(18) ?
C15B N4B Ni1 . . 114.8(14) ?
C11B N4B Ni1 . . 125.7(17) ?
C17B N5B N6B . . 103.2(15) ?
C17B N5B Ni1 . . 139.5(15) ?
N6B N5B Ni1 . . 117.2(12) ?
C19B N6B N5B . . 110.9(15) ?
C19B N6B C15B . . 131.9(18) ?
N5B N6B C15B . . 116.7(15) ?
N4B C11B C12B . . 121(2) ?
N4B C11B H11B . . 119.5 ?
C12B C11B H11B . . 119.5 ?
C11B C12B C13B . . 120(2) ?
C11B C12B H12B . . 120.1 ?
C13B C12B H12B . . 120.1 ?
C14B C13B C12B . . 119.2(19) ?
C14B C13B H13B . . 120.4 ?
C12B C13B H13B . . 120.4 ?
C13B C14B C15B . . 119(2) ?
C13B C14B H14B . . 120.6 ?
C15B C14B H14B . . 120.6 ?
N4B C15B C14B . . 122.1(17) ?
N4B C15B N6B . . 113.9(17) ?
C14B C15B N6B . . 123.8(18) ?
C17B C16B H16D . . 109.5 ?
C17B C16B H16E . . 109.5 ?
H16D C16B H16E . . 109.5 ?
C17B C16B H16F . . 109.5 ?
H16D C16B H16F . . 109.5 ?
H16E C16B H16F . . 109.5 ?
N5B C17B C18B . . 112.2(16) ?
N5B C17B C16B . . 121(2) ?
C18B C17B C16B . . 126.5(19) ?
C19B C18B C17B . . 106.0(18) ?
C19B C18B H18B . . 127.0 ?
C17B C18B H18B . . 127.0 ?
C18B C19B N6B . . 106.6(17) ?
C18B C19B C20B . . 124.5(19) ?
N6B C19B C20B . . 127.9(19) ?
C19B C20B H20D . . 109.5 ?
C19B C20B H20E . . 109.5 ?
H20D C20B H20E . . 109.5 ?
C19B C20B H20F . . 109.5 ?
H20D C20B H20F . . 109.5 ?
H20E C20B H20F . . 109.5 ?
N5B Ni1 O1 . . 153.1(6) ?
O1 Ni1 N5 . . 96.31(14) ?
O1 Ni1 N4 . . 173.55(14) ?
N5 Ni1 N4 . . 77.64(15) ?
N5B Ni1 N2 . . 95.9(9) ?
O1 Ni1 N2 . . 90.48(12) ?
N5 Ni1 N2 . . 97.53(14) ?
N4 Ni1 N2 . . 92.51(13) ?
N5B Ni1 N1 . . 118.0(6) ?
O1 Ni1 N1 . . 88.88(13) ?
N5 Ni1 N1 . . 172.23(14) ?
N4 Ni1 N1 . . 97.37(14) ?
N2 Ni1 N1 . . 76.59(12) ?
N5B Ni1 N4B . . 77.1(8) ?
O1 Ni1 N4B . . 76.1(6) ?
N2 Ni1 N4B . . 98.1(8) ?
N1 Ni1 N4B . . 164.1(6) ?
N5B Ni1 Cl1 . . 85.6(9) ?
O1 Ni1 Cl1 . . 92.26(9) ?
N5 Ni1 Cl1 . . 90.99(11) ?
N4 Ni1 Cl1 . . 85.68(10) ?
N2 Ni1 Cl1 . . 170.71(9) ?
N1 Ni1 Cl1 . . 94.59(9) ?
N4B Ni1 Cl1 . . 91.2(8) ?
Ni1 O1 H11 . . 122(3) ?
Ni1 O1 H12 . . 125(3) ?
H11 O1 H12 . . 97(4) ?
H21 O2 H22 . . 102(5) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C5 . 1.333(5) ?
N1 C1 . 1.348(5) ?
N1 Ni1 . 2.096(3) ?
N2 C7 . 1.334(4) ?
N2 N3 . 1.378(4) ?
N2 Ni1 . 2.093(3) ?
N3 C9 . 1.374(4) ?
N3 C5 . 1.407(5) ?
C1 C2 . 1.372(6) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.368(6) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.350(5) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.391(5) ?
C4 H4 . 0.9500 ?
C6 C7 . 1.478(5) ?
C6 H6A . 0.9800 ?
C6 H6B . 0.9800 ?
C6 H6C . 0.9800 ?
C7 C8 . 1.402(5) ?
C8 C9 . 1.347(5) ?
C8 H8 . 0.9500 ?
C9 C10 . 1.491(5) ?
C10 H10A . 0.9800 ?
C10 H10B . 0.9800 ?
C10 H10C . 0.9800 ?
N4 C15 . 1.334(5) ?
N4 C11 . 1.352(6) ?
N4 Ni1 . 2.075(4) ?
N5 C17 . 1.326(5) ?
N5 N6 . 1.376(5) ?
N5 Ni1 . 2.059(4) ?
N6 C19 . 1.375(6) ?
N6 C15 . 1.402(5) ?
C11 C12 . 1.366(6) ?
C11 H11A . 0.9500 ?
C12 C13 . 1.385(6) ?
C12 H12A . 0.9500 ?
C13 C14 . 1.344(6) ?
C13 H13 . 0.9500 ?
C14 C15 . 1.389(6) ?
C14 H14 . 0.9500 ?
C16 C17 . 1.475(6) ?
C16 H16A . 0.9800 ?
C16 H16B . 0.9800 ?
C16 H16C . 0.9800 ?
C17 C18 . 1.399(7) ?
C18 C19 . 1.347(7) ?
C18 H18 . 0.9500 ?
C19 C20 . 1.497(6) ?
C20 H20A . 0.9800 ?
C20 H20B . 0.9800 ?
C20 H20C . 0.9800 ?
N4B C15B . 1.335(16) ?
N4B C11B . 1.349(16) ?
N4B Ni1 . 2.15(2) ?
N5B C17B . 1.326(16) ?
N5B N6B . 1.386(16) ?
N5B Ni1 . 1.98(2) ?
N6B C19B . 1.377(15) ?
N6B C15B . 1.408(15) ?
C11B C12B . 1.365(17) ?
C11B H11B . 0.9500 ?
C12B C13B . 1.387(16) ?
C12B H12B . 0.9500 ?
C13B C14B . 1.347(17) ?
C13B H13B . 0.9500 ?
C14B C15B . 1.390(16) ?
C14B H14B . 0.9500 ?
C16B C17B . 1.474(16) ?
C16B H16D . 0.9800 ?
C16B H16E . 0.9800 ?
C16B H16F . 0.9800 ?
C17B C18B . 1.400(17) ?
C18B C19B . 1.332(17) ?
C18B H18B . 0.9500 ?
C19B C20B . 1.496(15) ?
C20B H20D . 0.9800 ?
C20B H20E . 0.9800 ?
C20B H20F . 0.9800 ?
Cl1 Ni1 . 2.4408(11) ?
Ni1 O1 . 2.050(3) ?
O1 H11 . 0.84(2) ?
O1 H12 . 0.84(2) ?
O2 H21 . 0.84(2) ?
O2 H22 . 0.84(2) ?
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
_geom_hbond_publ_flag
O1 H11 O2 4_575 0.84(2) 1.91(2) 2.722(4) 162(4) yes
O1 H12 Cl2 2_655 0.84(2) 2.23(3) 3.036(3) 161(4) yes
O2 H21 Cl1 4_576 0.84(2) 2.29(2) 3.078(4) 157(3) yes
O2 H22 Cl2 4_566 0.84(2) 2.27(2) 3.106(4) 171(5) yes
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C7 N2 N3 C9 . . . . 1.5(4) ?
Ni1 N2 N3 C9 . . . . -167.4(2) ?
C7 N2 N3 C5 . . . . -175.9(3) ?
Ni1 N2 N3 C5 . . . . 15.2(4) ?
C5 N1 C1 C2 . . . . -0.1(6) ?
Ni1 N1 C1 C2 . . . . 178.7(3) ?
N1 C1 C2 C3 . . . . -2.5(7) ?
C1 C2 C3 C4 . . . . 1.8(7) ?
C2 C3 C4 C5 . . . . 1.4(7) ?
C1 N1 C5 C4 . . . . 3.5(6) ?
Ni1 N1 C5 C4 . . . . -175.5(3) ?
C1 N1 C5 N3 . . . . -178.3(3) ?
Ni1 N1 C5 N3 . . . . 2.7(4) ?
C3 C4 C5 N1 . . . . -4.2(6) ?
C3 C4 C5 N3 . . . . 177.8(4) ?
C9 N3 C5 N1 . . . . 171.3(4) ?
N2 N3 C5 N1 . . . . -12.0(5) ?
C9 N3 C5 C4 . . . . -10.6(7) ?
N2 N3 C5 C4 . . . . 166.2(4) ?
N3 N2 C7 C8 . . . . -0.5(4) ?
Ni1 N2 C7 C8 . . . . 163.3(3) ?
N3 N2 C7 C6 . . . . 178.2(4) ?
Ni1 N2 C7 C6 . . . . -17.9(7) ?
N2 C7 C8 C9 . . . . -0.6(5) ?
C6 C7 C8 C9 . . . . -179.3(4) ?
C7 C8 C9 N3 . . . . 1.4(5) ?
C7 C8 C9 C10 . . . . -176.6(4) ?
N2 N3 C9 C8 . . . . -1.8(4) ?
C5 N3 C9 C8 . . . . 175.1(4) ?
N2 N3 C9 C10 . . . . 176.3(4) ?
C5 N3 C9 C10 . . . . -6.8(7) ?
C17 N5 N6 C19 . . . . 0.3(8) ?
Ni1 N5 N6 C19 . . . . 176.2(5) ?
C17 N5 N6 C15 . . . . 180.0(6) ?
Ni1 N5 N6 C15 . . . . -4.1(9) ?
C15 N4 C11 C12 . . . . 2.4(7) ?
Ni1 N4 C11 C12 . . . . 175.0(3) ?
N4 C11 C12 C13 . . . . -0.5(7) ?
C11 C12 C13 C14 . . . . -1.9(13) ?
C12 C13 C14 C15 . . . . 2(2) ?
C11 N4 C15 C14 . . . . -2.0(13) ?
Ni1 N4 C15 C14 . . . . -175.2(12) ?
C11 N4 C15 N6 . . . . 177.1(6) ?
Ni1 N4 C15 N6 . . . . 3.9(6) ?
C13 C14 C15 N4 . . . . 0(2) ?
C13 C14 C15 N6 . . . . -179.2(12) ?
C19 N6 C15 N4 . . . . 179.7(8) ?
N5 N6 C15 N4 . . . . 0.2(10) ?
C19 N6 C15 C14 . . . . -1.2(18) ?
N5 N6 C15 C14 . . . . 179.2(13) ?
N6 N5 C17 C18 . . . . 0.3(8) ?
Ni1 N5 C17 C18 . . . . -173.7(6) ?
N6 N5 C17 C16 . . . . -178.0(6) ?
Ni1 N5 C17 C16 . . . . 7.9(8) ?
N5 C17 C18 C19 . . . . -0.9(10) ?
C16 C17 C18 C19 . . . . 177.3(6) ?
C17 C18 C19 N6 . . . . 1.1(10) ?
C17 C18 C19 C20 . . . . -178.5(5) ?
N5 N6 C19 C18 . . . . -0.9(10) ?
C15 N6 C19 C18 . . . . 179.5(10) ?
N5 N6 C19 C20 . . . . 178.7(5) ?
C15 N6 C19 C20 . . . . -0.9(14) ?
C17B N5B N6B C19B . . . . 5(7) ?
Ni1 N5B N6B C19B . . . . -172(4) ?
C17B N5B N6B C15B . . . . 177(6) ?
Ni1 N5B N6B C15B . . . . 1(8) ?
C15B N4B C11B C12B . . . . 8(7) ?
Ni1 N4B C11B C12B . . . . 176(4) ?
N4B C11B C12B C13B . . . . 0(8) ?
C11B C12B C13B C14B . . . . -5(8) ?
C12B C13B C14B C15B . . . . 3(10) ?
C11B N4B C15B C14B . . . . -10(7) ?
Ni1 N4B C15B C14B . . . . -179(6) ?
C11B N4B C15B N6B . . . . 175(5) ?
Ni1 N4B C15B N6B . . . . 6(5) ?
C13B C14B C15B N4B . . . . 4(11) ?
C13B C14B C15B N6B . . . . 179(7) ?
C19B N6B C15B N4B . . . . 167(7) ?
N5B N6B C15B N4B . . . . -5(8) ?
C19B N6B C15B C14B . . . . -9(12) ?
N5B N6B C15B C14B . . . . -180(7) ?
N6B N5B C17B C18B . . . . 2(9) ?
Ni1 N5B C17B C18B . . . . 177(8) ?
N6B N5B C17B C16B . . . . 178(5) ?
Ni1 N5B C17B C16B . . . . -7(6) ?
N5B C17B C18B C19B . . . . -8(14) ?
C16B C17B C18B C19B . . . . 176(6) ?
C17B C18B C19B N6B . . . . 10(13) ?
C17B C18B C19B C20B . . . . -180(6) ?
N5B N6B C19B C18B . . . . -10(10) ?
C15B N6B C19B C18B . . . . 179(11) ?
N5B N6B C19B C20B . . . . -179(4) ?
C15B N6B C19B C20B . . . . 10(12) ?
_cod_database_fobs_code 2022390