#------------------------------------------------------------------------------ #$Date: 2021-10-29 02:32:06 +0300 (Fri, 29 Oct 2021) $ #$Revision: 270115 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/85/7708598.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_7708598 loop_ _publ_author_name 'Perez, Hiram' 'Di Santo, Alejandro' 'Piro, Oscar E.' 'Echeverr\'ia, Gustavo A.' 'Gonz\'alez M., Marlene' 'Ben Altabef, Aida' 'Gomila, Rosa Maria' 'Frontera, Antonio' 'Gil, Diego M.' _publ_section_title ; A novel 'main-part' isostructuralism in metal complexes with 1-methylimidazole: crystal structures, energy calculations and magnetic properties ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D1DT03159G _journal_year 2021 _chemical_formula_sum 'C16 H24 N14 Ni' _chemical_formula_weight 471.20 _chemical_name_systematic diazido-tetrakis(1-methylimidazole)nickel(II) _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens difmap _atom_sites_solution_primary dual _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2021-08-30 deposited with the CCDC. 2021-10-27 downloaded from the CCDC. ; _cell_angle_alpha 76.786(7) _cell_angle_beta 75.450(7) _cell_angle_gamma 80.212(6) _cell_formula_units_Z 1 _cell_length_a 6.9174(5) _cell_length_b 9.0586(7) _cell_length_c 9.2754(8) _cell_measurement_reflns_used 1323 _cell_measurement_temperature 297(2) _cell_measurement_theta_max 24.5630 _cell_measurement_theta_min 4.5560 _cell_volume 543.76(8) _computing_cell_refinement 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_molecular_graphics 'ORTEP for Windows (Farrugia, 2012)' _computing_publication_material 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_temperature 297(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 16.0604 _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.819 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_unetI/netI 0.0570 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.819 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 4064 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.819 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.800 _diffrn_reflns_theta_min 3.064 _diffrn_source 'fine-focus sealed X-ray tube' _diffrn_source_type 'Enhance (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 0.928 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.95242 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.439 _exptl_crystal_description paralelepiped _exptl_crystal_F_000 246 _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: Methanol' _exptl_crystal_size_max 0.393 _exptl_crystal_size_mid 0.293 _exptl_crystal_size_min 0.218 _refine_diff_density_max 0.276 _refine_diff_density_min -0.260 _refine_diff_density_rms 0.062 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 190 _refine_ls_number_reflns 2337 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.102 _refine_ls_R_factor_all 0.0528 _refine_ls_R_factor_gt 0.0415 _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^)+(0.0232P)^2^+0.1006P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0738 _refine_ls_wR_factor_ref 0.0829 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2006 _reflns_number_total 2337 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1dt03159g2.cif _cod_data_source_block shelx_CCDC1 _cod_database_code 7708598 _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_estimated_absorpt_t_min 0.712 _shelx_estimated_absorpt_t_max 0.823 _oxdiff_exptl_absorpt_empirical_full_min 0.909 _oxdiff_exptl_absorpt_empirical_full_max 1.132 _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _shelx_res_file ; shelx.res created by SHELXL-2014/7 TITL shelxt_a.res in P-1 CELL 0.71073 6.9174 9.0586 9.2754 76.786 75.450 80.212 ZERR 1.00 0.0005 0.0007 0.0008 0.007 0.007 0.006 LATT 1 SFAC C H N NI UNIT 16 24 14 1 MERG 2 CONF SIZE 0.218 0.293 0.393 TEMP 24 REM Crystal shape/color: paralelepiped/blue FMAP 2 PLAN -3 ACTA EQIV $1 x-1, y, z HTAB C11 N1_$1 HTAB C14 N3_$1 HTAB C22 N1_$1 EQIV $2 -x+1, -y+1, -z+1 HTAB C23 N3_$2 EQIV $3 -x+2, -y+1, -z+1 HTAB C24 N3_$3 L.S. 6 WGHT 0.023200 0.100600 FVAR 13.06539 C11 1 0.182913 0.765258 0.886270 11.00000 0.03003 0.02699 = 0.03620 -0.00825 -0.01008 -0.00250 C12 1 0.443727 0.851433 0.903691 11.00000 0.03504 0.03217 = 0.06025 -0.00477 -0.01585 -0.00845 C13 1 0.325457 0.972292 0.846090 11.00000 0.04753 0.02862 = 0.06540 -0.00509 -0.01035 -0.00815 C14 1 -0.009632 1.005952 0.771526 11.00000 0.05536 0.04490 = 0.07064 -0.00585 -0.03353 0.01164 C21 1 0.593513 0.362010 0.713373 11.00000 0.02894 0.03737 = 0.03559 -0.00918 -0.00825 -0.00307 C22 1 0.274843 0.415327 0.779785 11.00000 0.02862 0.02963 = 0.03785 -0.00517 -0.01109 0.00116 C23 1 0.310589 0.354272 0.654014 11.00000 0.03901 0.03230 = 0.03724 -0.00329 -0.01960 -0.00297 C24 1 0.623265 0.241624 0.489751 11.00000 0.06472 0.06123 = 0.03867 -0.02177 -0.00016 -0.00888 N1 3 0.783773 0.567291 0.872542 11.00000 0.02458 0.04947 = 0.03875 -0.00482 -0.00713 -0.00650 N2 3 0.818234 0.640810 0.747808 11.00000 0.02561 0.05170 = 0.04034 -0.01503 -0.00835 -0.01175 N3 3 0.857311 0.714696 0.626578 11.00000 0.07265 0.09792 = 0.03865 0.00383 -0.01385 -0.03981 N11 3 0.354753 0.720923 0.929196 11.00000 0.02938 0.02637 = 0.03323 -0.00492 -0.01000 -0.00111 N12 3 0.159167 0.917279 0.834030 11.00000 0.03464 0.02873 = 0.04186 -0.00356 -0.01229 0.00168 N21 3 0.453829 0.421159 0.817006 11.00000 0.02788 0.02988 = 0.03099 -0.00749 -0.01178 0.00101 N22 3 0.514886 0.319335 0.613405 11.00000 0.03933 0.03176 = 0.02700 -0.00597 -0.00580 -0.00519 NI 4 0.500000 0.500000 1.000000 10.50000 0.02340 0.02925 = 0.02989 -0.00662 -0.00864 -0.00103 H12 2 0.570030 0.846615 0.931542 11.00000 0.04153 H13 2 0.340572 1.076072 0.821917 11.00000 0.05221 H14 2 0.088386 0.702421 0.889461 11.00000 0.02758 H14A 2 -0.087301 0.943030 0.748861 11.00000 0.08683 H14B 2 0.036935 1.064642 0.673608 11.00000 0.10044 H14C 2 -0.080745 1.079282 0.831580 11.00000 0.09253 H21 2 0.730358 0.349438 0.707316 11.00000 0.03028 H22 2 0.144966 0.449924 0.839159 11.00000 0.04893 H23 2 0.223322 0.341902 0.594194 11.00000 0.05767 H24A 2 0.571941 0.281597 0.405246 11.00000 0.08446 H24B 2 0.630400 0.137798 0.519519 11.00000 0.10452 H24C 2 0.769593 0.262630 0.467117 11.00000 0.09746 HKLF 4 REM shelxt_a.res in P-1 REM R1 = 0.0415 for 2006 Fo > 4sig(Fo) and 0.0528 for all 2337 data REM 190 parameters refined using 0 restraints END WGHT 0.0235 0.0979 REM Highest difference peak 0.276, deepest hole -0.260, 1-sigma level 0.062 Q1 1 0.5034 0.1789 0.4614 11.00000 0.05 0.28 Q2 1 0.5119 0.3451 0.8221 11.00000 0.05 0.27 Q3 1 0.7924 0.2221 0.7450 11.00000 0.05 0.26 ; _shelx_res_checksum 89767 _shelx_hkl_file ; -8 -5 0 7453.17 1789.43 5 -8 -4 0 4594.72 1346.66 5 -8 -4 1 1379.14 884.837 5 -8 -4 2 2981.98 1235.47 5 -8 -3 0 742.308 662.423 5 -8 -3 1 162.959 505.445 5 -8 2 -6 3921.86 1202.66 6 -7 -7 -2 6132.19 1686.68 5 -7 -7 -1 450.054 727.079 5 -7 -6 -1 1419.92 910.589 5 -7 -6 0 5195.69 1490.10 5 -7 -6 1 110.487 815.011 5 -7 -5 -1 16446.4 2381.80 5 -7 -5 0 24628.3 2941.03 5 -7 -5 1 2286.18 1039.91 5 -7 -5 2 423.751 648.590 5 -7 -4 -1 29275.1 3001.94 5 -7 -4 0 13859.1 2145.52 5 -7 -4 1 2906.61 966.765 5 -7 -4 2 4588.57 1284.97 5 -7 -4 3 5381.64 1500.57 5 -7 -4 4 9817.91 2088.88 5 -7 -3 0 4937.97 1236.20 5 -7 -3 1 31.1722 442.088 5 -7 -3 2 8911.57 1728.73 5 -7 -3 3 5600.78 1428.13 5 -7 -3 4 7303.18 1635.42 5 -7 -2 0 90.0691 353.403 5 -7 -2 1 582.824 507.787 5 -7 -2 2 3099.73 997.942 5 -7 -2 3 7652.73 1599.64 5 -7 -1 1 13299.3 1790.65 5 -7 0 -8 7974.35 1794.79 6 -7 0 -7 5316.29 1341.90 6 -7 1 -8 13433.4 2306.99 6 -7 1 -7 7218.99 1620.43 6 -7 1 -6 10492.8 1840.34 6 -7 1 -5 1304.08 671.886 6 -7 2 -7 6918.11 1634.40 6 -7 2 -6 16318.2 2379.50 6 -7 2 -5 3805.49 1038.31 6 -7 2 -4 9397.21 1634.52 6 -7 3 -7 15503.3 2458.75 6 -7 3 -6 2359.83 907.468 6 -7 3 -5 5802.35 1364.83 6 -7 3 -4 21331.2 2451.69 6 -7 4 -6 9688.86 1867.36 6 -7 4 -5 12488.3 2043.81 6 -6 -8 -2 8647.56 1912.12 5 -6 -8 -1 8664.02 1983.19 5 -6 -8 0 7909.56 1917.46 5 -6 -7 -2 24621.6 2977.30 5 -6 -7 -1 3869.97 1211.50 5 -6 -7 0 23768.7 3011.15 5 -6 -7 1 11102.7 2147.07 5 -6 -7 2 472.052 715.795 5 -6 -6 -2 4457.72 1259.76 5 -6 -6 -1 540.452 682.556 5 -6 -6 0 13756.2 2212.09 5 -6 -6 1 5022.95 1351.88 5 -6 -6 2 2953.51 1209.57 5 -6 -6 2 3614.92 1006.64 2 -6 -6 3 3089.24 1052.74 2 -6 -6 4 5096.87 1373.28 2 -6 -5 -2 25315.1 2723.81 5 -6 -5 -1 32621.9 3130.87 5 -6 -5 0 6746.53 1486.32 5 -6 -5 1-312.452 541.734 5 -6 -5 2 2261.22 1012.04 5 -6 -5 3 825.116 631.160 2 -6 -5 4 1604.36 731.906 2 -6 -5 5 9481.31 1924.06 2 -6 -4 -1 60707.1 4039.90 5 -6 -4 0 29651.3 2890.62 5 -6 -4 1 11059.1 1857.03 5 -6 -4 2 22053.2 2645.21 5 -6 -4 3 7548.24 1551.33 2 -6 -4 4 288.872 551.032 2 -6 -4 5-286.023 504.370 2 -6 -3 -1 42032.6 3165.76 5 -6 -3 0 6560.33 1370.51 5 -6 -3 1 7196.73 1390.32 5 -6 -3 2 35157.2 3178.71 5 -6 -3 4 11482.2 2028.25 2 -6 -3 5 1176.04 805.516 2 -6 -2 0 1171.92 596.077 5 -6 -2 1 20468.0 2192.55 5 -6 -2 2 20735.3 2323.47 5 -6 -2 5 397.876 558.911 2 -6 -1 -9 5140.59 1459.44 6 -6 -1 -8 30616.3 3265.05 6 -6 -1 -7 12396.5 1976.97 6 -6 -1 0 846.881 514.651 5 -6 -1 1 8749.01 1358.78 5 -6 -1 2 11010.7 1601.12 5 -6 0 -9 2746.77 1067.00 6 -6 0 -8 25200.1 3000.84 6 -6 0 -7 2081.00 820.589 6 -6 0 -6 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2308.56 952.472 1 7 5 6-661.115 558.765 1 7 5 7 385.577 489.395 1 7 5 8 4265.80 1332.66 1 7 6 -2 37.5766 426.017 1 7 6 -1 396.737 572.463 1 7 6 0 9597.10 1871.39 1 7 6 1-327.985 499.453 1 7 6 2 9744.17 1909.61 1 7 6 3 20490.2 2746.92 1 7 6 4 10817.5 2039.02 1 7 6 5 26184.4 3189.95 1 7 6 6 7939.57 1816.36 1 7 6 7 5261.85 1502.72 1 7 7 -1 2639.57 1027.22 1 7 7 0 5402.96 1492.59 1 7 7 1 2237.93 1011.90 1 7 7 2 8594.31 1841.36 1 7 7 3 1307.77 886.993 1 7 7 4 4853.82 1429.26 1 7 7 5 25055.5 3239.87 1 7 7 6 4865.64 1416.84 1 7 8 0 1519.63 874.190 1 7 8 1 678.158 699.738 1 7 8 2 1491.00 595.117 1 7 8 3-252.154 558.139 1 8 -1 0 4023.58 1422.47 4 8 -1 1 16343.9 2667.78 4 8 -1 2 16437.9 2667.46 4 8 -1 3 5719.05 1626.03 1 8 -1 4 2827.41 1096.57 1 8 -1 5 4213.25 1356.13 1 8 -1 6 5108.83 1476.31 1 8 -1 7 1693.65 903.466 1 8 0 -1 2268.79 1059.29 4 8 0 0 433.116 683.123 4 8 0 1 1462.51 845.851 1 8 0 2 14820.9 2515.06 1 8 0 3 16417.2 2553.31 1 8 0 4 7449.65 1749.98 1 8 0 5 5786.45 1559.17 1 8 0 6 931.124 713.999 1 8 0 7 1146.96 748.712 1 8 0 8 3323.33 1219.21 1 8 1 -2 11798.4 2171.08 4 8 1 -1 10400.6 2057.12 4 8 1 0 6493.74 1638.42 1 8 1 1 3400.55 1260.25 1 8 1 2 13400.3 2309.13 1 8 1 3 15398.3 2466.43 1 8 1 4 3015.85 1156.93 1 8 1 5 5170.29 1471.26 1 8 1 6 3185.09 1134.70 1 8 1 7 1676.84 927.594 1 8 1 8 429.921 472.709 1 8 2 -3 550.322 750.013 4 8 2 -2-30.9186 466.195 4 8 2 -1 3178.37 1175.79 1 8 2 0 2739.47 1125.94 1 8 2 1 7807.02 1778.18 1 8 2 2 11348.0 2164.36 1 8 2 3 28519.8 3348.32 1 8 2 4 21166.2 2900.92 1 8 2 5 5641.45 1499.47 1 8 2 6 900.088 660.970 1 8 2 7 4137.69 1285.62 1 8 3 -3 2921.67 1126.54 4 8 3 -2 320.618 506.446 4 8 3 -2-176.703 770.055 1 8 3 -1-253.103 504.889 1 8 3 0 1126.55 610.901 1 8 3 1 3340.76 1288.49 1 8 3 2 4698.16 1407.25 1 8 3 3 10090.6 1967.06 1 8 3 4 30169.1 3445.99 1 8 3 5 4039.58 1234.88 1 8 3 6 1236.75 890.931 1 8 3 7 4427.84 1438.72 1 8 4 -1 1796.84 912.096 1 8 4 0 6793.71 1641.44 1 8 4 1 4374.40 1353.25 1 8 4 2 964.904 784.016 1 8 4 3 2436.09 1134.55 1 8 4 4 18157.2 2655.66 1 8 4 5 8611.97 1938.48 1 8 4 6 3550.78 1278.58 1 8 5 -1 221.621 492.346 1 8 5 0 10378.5 2099.11 1 8 5 1 8100.61 1794.36 1 8 5 2 5960.40 1609.23 1 8 5 3 6411.86 1640.02 1 8 5 4 3185.52 1381.64 1 0 0 0 0.00 0.00 0 TITL Ni(1-MI)N3 in P1 REM P1 (#1 in standard setting) CELL 0.71073 6.917374 9.058604 9.275449 76.7862 75.4495 80.2124 ZERR 2.00 0.000488 0.000675 0.000838 0.0070 0.0069 0.0060 LATT -1 SFAC C H N Ni UNIT 16.00 24.00 14.00 2.00 TREF HKLF 4 END ; _shelx_hkl_checksum 44485 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C11 C 0.1829(4) 0.7653(3) 0.8863(3) 0.0303(6) Uani 1 1 d . . . . . C12 C 0.4437(4) 0.8514(3) 0.9037(3) 0.0417(7) Uani 1 1 d . . . . . C13 C 0.3255(4) 0.9723(3) 0.8461(3) 0.0478(8) Uani 1 1 d . . . . . C14 C -0.0096(6) 1.0060(4) 0.7715(5) 0.0564(9) Uani 1 1 d . . . . . C21 C 0.5935(4) 0.3620(3) 0.7134(3) 0.0335(6) Uani 1 1 d . . . . . C22 C 0.2748(4) 0.4153(3) 0.7798(3) 0.0321(6) Uani 1 1 d . . . . . C23 C 0.3106(4) 0.3543(3) 0.6540(3) 0.0349(6) Uani 1 1 d . . . . . C24 C 0.6233(6) 0.2416(5) 0.4898(4) 0.0548(9) Uani 1 1 d . . . . . N1 N 0.7838(3) 0.5673(3) 0.8725(2) 0.0379(5) Uani 1 1 d . . . . . N2 N 0.8182(3) 0.6408(3) 0.7478(3) 0.0371(5) Uani 1 1 d . . . . . N3 N 0.8573(4) 0.7147(4) 0.6266(3) 0.0687(8) Uani 1 1 d . . . . . N11 N 0.3548(3) 0.7209(2) 0.9292(2) 0.0295(5) Uani 1 1 d . . . . . N12 N 0.1592(3) 0.9173(2) 0.8340(2) 0.0356(5) Uani 1 1 d . . . . . N21 N 0.4538(3) 0.4212(2) 0.8170(2) 0.0289(5) Uani 1 1 d . . . . . N22 N 0.5149(3) 0.3193(2) 0.6134(2) 0.0328(5) Uani 1 1 d . . . . . Ni Ni 0.5000 0.5000 1.0000 0.02713(15) Uani 1 2 d S . P . . H12 H 0.570(4) 0.847(3) 0.932(3) 0.042(7) Uiso 1 1 d . . . . . H13 H 0.341(4) 1.076(3) 0.822(3) 0.052(8) Uiso 1 1 d . . . . . H14 H 0.088(3) 0.702(3) 0.889(2) 0.028(6) Uiso 1 1 d . . . . . H14A H -0.087(6) 0.943(4) 0.749(4) 0.087(13) Uiso 1 1 d . . . . . H14B H 0.037(6) 1.065(4) 0.674(4) 0.100(14) Uiso 1 1 d . . . . . H14C H -0.081(5) 1.079(5) 0.832(4) 0.093(13) Uiso 1 1 d . . . . . H21 H 0.730(4) 0.349(3) 0.707(2) 0.030(7) Uiso 1 1 d . . . . . H22 H 0.145(4) 0.450(3) 0.839(3) 0.049(8) Uiso 1 1 d . . . . . H23 H 0.223(4) 0.342(3) 0.594(3) 0.058(9) Uiso 1 1 d . . . . . H24A H 0.572(5) 0.282(4) 0.405(4) 0.084(12) Uiso 1 1 d . . . . . H24B H 0.630(6) 0.138(5) 0.520(4) 0.105(15) Uiso 1 1 d . . . . . H24C H 0.770(6) 0.263(4) 0.467(4) 0.097(13) Uiso 1 1 d . . . . . 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 C11 0.0300(14) 0.0270(13) 0.0362(13) -0.0083(11) -0.0101(11) -0.0025(11) C12 0.0350(16) 0.0322(14) 0.0603(18) -0.0048(13) -0.0159(14) -0.0084(12) C13 0.0475(18) 0.0286(15) 0.0654(19) -0.0051(15) -0.0103(15) -0.0081(13) C14 0.055(2) 0.0449(19) 0.071(2) -0.0059(19) -0.0335(19) 0.0116(17) C21 0.0289(15) 0.0374(14) 0.0356(14) -0.0092(11) -0.0082(11) -0.0031(11) C22 0.0286(14) 0.0296(13) 0.0378(14) -0.0052(11) -0.0111(11) 0.0012(11) C23 0.0390(16) 0.0323(14) 0.0372(14) -0.0033(12) -0.0196(12) -0.0030(12) C24 0.065(2) 0.061(2) 0.0387(18) -0.0218(17) -0.0002(16) -0.0089(19) N1 0.0246(11) 0.0495(13) 0.0387(12) -0.0048(11) -0.0071(9) -0.0065(10) N2 0.0256(12) 0.0517(14) 0.0403(13) -0.0150(12) -0.0083(9) -0.0118(10) N3 0.073(2) 0.098(2) 0.0387(14) 0.0038(15) -0.0139(13) -0.0398(17) N11 0.0294(11) 0.0264(10) 0.0332(11) -0.0049(9) -0.0100(9) -0.0011(9) N12 0.0346(12) 0.0287(11) 0.0419(12) -0.0036(10) -0.0123(10) 0.0017(9) N21 0.0279(11) 0.0299(11) 0.0310(10) -0.0075(9) -0.0118(9) 0.0010(9) N22 0.0393(13) 0.0318(11) 0.0270(10) -0.0060(9) -0.0058(9) -0.0052(9) Ni 0.0234(3) 0.0293(2) 0.0299(2) -0.00662(18) -0.00864(18) -0.00103(18) 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 C11 N12 111.2(2) . . ? C13 C12 N11 110.0(3) . . ? C12 C13 N12 106.5(2) . . ? N21 C21 N22 112.1(2) . . ? C23 C22 N21 110.0(2) . . ? C22 C23 N22 106.0(2) . . ? N2 N1 Ni 126.68(17) . . ? N3 N2 N1 177.7(3) . . ? C11 N11 C12 105.4(2) . . ? C11 N11 Ni 131.24(17) . . ? C12 N11 Ni 123.01(17) . . ? C11 N12 C13 106.8(2) . . ? C11 N12 C14 126.6(3) . . ? C13 N12 C14 126.6(3) . . ? C21 N21 C22 104.8(2) . . ? C21 N21 Ni 126.58(17) . . ? C22 N21 Ni 128.64(17) . . ? C21 N22 C23 107.1(2) . . ? C21 N22 C24 127.0(3) . . ? C23 N22 C24 125.8(3) . . ? N21 Ni N21 180.0 . 2_667 ? N21 Ni N11 87.83(7) . 2_667 ? N21 Ni N11 92.17(7) 2_667 2_667 ? N21 Ni N11 92.17(7) . . ? N21 Ni N11 87.83(7) 2_667 . ? N11 Ni N11 180.00(10) 2_667 . ? N21 Ni N1 88.55(8) . 2_667 ? N21 Ni N1 91.45(8) 2_667 2_667 ? N11 Ni N1 90.89(8) 2_667 2_667 ? N11 Ni N1 89.11(8) . 2_667 ? N21 Ni N1 91.45(8) . . ? N21 Ni N1 88.55(8) 2_667 . ? N11 Ni N1 89.11(8) 2_667 . ? N11 Ni N1 90.89(8) . . ? N1 Ni N1 180.0 2_667 . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C11 N11 1.317(3) . ? C11 N12 1.348(3) . ? C12 C13 1.342(4) . ? C12 N11 1.371(3) . ? C13 N12 1.367(4) . ? C14 N12 1.467(4) . ? C21 N21 1.318(3) . ? C21 N22 1.339(3) . ? C22 C23 1.353(4) . ? C22 N21 1.378(3) . ? C23 N22 1.369(3) . ? C24 N22 1.460(4) . ? N1 N2 1.184(3) . ? N1 Ni 2.129(2) . ? N2 N3 1.162(3) . ? N11 Ni 2.1196(18) . ? N21 Ni 2.0969(19) . ? Ni N21 2.0970(19) 2_667 ? Ni N11 2.1196(18) 2_667 ? Ni N1 2.129(2) 2_667 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C11 H14 N1 0.93(2) 2.66(2) 3.580(3) 169.7(18) 1_455 C14 H14A N3 0.93(4) 2.70(4) 3.562(5) 154(3) 1_455 C22 H22 N1 0.97(3) 2.52(3) 3.414(3) 154(2) 1_455 C23 H23 N3 0.95(3) 2.43(3) 3.320(4) 155(2) 2_666 C24 H24C N3 1.02(4) 2.54(4) 3.546(5) 169(3) 2_766 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 C12 C13 N12 -0.4(3) . . . . ? N21 C22 C23 N22 0.9(3) . . . . ? N12 C11 N11 C12 0.4(3) . . . . ? N12 C11 N11 Ni -172.96(15) . . . . ? C13 C12 N11 C11 0.0(3) . . . . ? C13 C12 N11 Ni 174.02(19) . . . . ? N11 C11 N12 C13 -0.6(3) . . . . ? N11 C11 N12 C14 177.6(3) . . . . ? C12 C13 N12 C11 0.6(3) . . . . ? C12 C13 N12 C14 -177.6(3) . . . . ? N22 C21 N21 C22 0.0(3) . . . . ? N22 C21 N21 Ni 178.53(14) . . . . ? C23 C22 N21 C21 -0.6(3) . . . . ? C23 C22 N21 Ni -179.05(16) . . . . ? N21 C21 N22 C23 0.5(3) . . . . ? N21 C21 N22 C24 -176.0(3) . . . . ? C22 C23 N22 C21 -0.9(3) . . . . ? C22 C23 N22 C24 175.7(3) . . . . ?