#------------------------------------------------------------------------------ #$Date: 2023-11-02 01:43:29 +0200 (Thu, 02 Nov 2023) $ #$Revision: 287232 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247646.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_7247646 loop_ _publ_author_name 'Ovcharenko, Victor' 'Fursova, Elena' 'Letyagin, Gleb' 'Morozov, Vitaly' 'Bogomyakov, Artem' 'Romanenko, Galina' _publ_section_title ; Alternating [ML2(MeOH)2] and [ML2(EtOH)2] layers in low-temperature ferromagnets [ML2(MeOH)2][ML2(EtOH)2] (M = CoII, NiII or CoII0.5NiII0.5) ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/D3CE00912B _journal_year 2023 _chemical_formula_sum 'C24 H38 F6 N4 Ni O6' _chemical_formula_weight 651.29 _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 _audit_block_doi 10.5517/ccdc.csd.cc2bjd09 _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2022-03-22 deposited with the CCDC. 2023-10-12 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 120.609(3) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 9.9328(6) _cell_length_b 15.9853(11) _cell_length_c 11.4746(7) _cell_measurement_reflns_used 4136 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 23.13 _cell_measurement_theta_min 2.38 _cell_volume 1568.06(18) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0515 _diffrn_reflns_av_unetI/netI 0.0678 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.994 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 17311 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.994 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 30.030 _diffrn_reflns_theta_min 2.382 _exptl_absorpt_coefficient_mu 0.695 _exptl_absorpt_correction_T_max 0.5727 _exptl_absorpt_correction_T_min 0.5146 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details sadabs _exptl_crystal_colour light_green _exptl_crystal_density_diffrn 1.379 _exptl_crystal_description prism _exptl_crystal_F_000 680 _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.375 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.053 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.941 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 251 _refine_ls_number_reflns 4547 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.941 _refine_ls_R_factor_all 0.0789 _refine_ls_R_factor_gt 0.0428 _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^)+(0.0397P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0898 _refine_ls_wR_factor_ref 0.0975 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2652 _reflns_number_total 4547 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ce00912b1.cif _cod_data_source_block niets _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 7247646 _shelx_shelxl_version_number 2018/3 _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 ; TITL niets in P2(1)/c niets.res created by SHELXL-2018/3 at 12:10:16 on 17-Feb-2020 CELL 0.71073 9.9328 15.9853 11.4746 90.000 120.609 90.000 ZERR 2.00 0.0006 0.0011 0.0007 0.000 0.003 0.000 LATT 1 SYMM -X, 0.5+Y, 0.5-Z SFAC C H N O F NI UNIT 48 76 8 12 12 2 TEMP 23.000 L.S. 20 acta htab HTAB O1S O13_$1 EQIV $1 -x, y+1/2, -z-1/2 BOND LIST 6 FMAP 2 PLAN 20 WGHT 0.039700 FVAR 0.58873 NI 6 0.000000 0.000000 0.000000 10.50000 0.03226 0.02987 = 0.03268 -0.00397 0.01458 -0.00142 O1 4 0.215201 -0.021921 0.156415 11.00000 0.03922 0.04213 = 0.04044 -0.00973 0.01022 0.00428 C2 1 0.308914 -0.080728 0.170018 11.00000 0.03432 0.03719 = 0.03726 -0.00017 0.01510 -0.00092 C3 1 0.463588 -0.075504 0.301813 11.00000 0.04250 0.05468 = 0.05317 -0.00574 0.00996 0.00183 F4 5 0.538777 -0.005662 0.312806 11.00000 0.05497 0.08318 = 0.11077 0.00510 -0.00324 -0.02824 F5 5 0.444079 -0.076427 0.408099 11.00000 0.07908 0.12335 = 0.04194 -0.01064 0.00817 0.00432 F6 5 0.560704 -0.138324 0.322446 11.00000 0.05758 0.09364 = 0.08406 -0.02041 -0.00451 0.03399 C7 1 0.286425 -0.143520 0.083459 11.00000 0.03723 0.04060 = 0.03639 0.00084 0.01609 0.00585 H7 2 0.370133 -0.181253 0.114121 11.00000 0.04577 C8 1 0.148437 -0.154353 -0.044867 11.00000 0.04468 0.03290 = 0.03775 -0.00433 0.02283 -0.00101 C9 1 0.141492 -0.226434 -0.133541 11.00000 0.05830 0.03873 = 0.04600 -0.00897 0.02002 0.00850 C10 1 0.144880 -0.311184 -0.072079 11.00000 0.10343 0.03983 = 0.06837 -0.01075 0.01773 0.01091 H10C 2 0.241780 -0.319708 0.006978 11.00000 0.09707 H10B 2 0.123414 -0.351854 -0.136697 11.00000 0.08291 H10A 2 0.055085 -0.311298 -0.050951 11.00000 0.09630 C11 1 0.267217 -0.218193 -0.173454 11.00000 0.07977 0.10760 = 0.07106 -0.02881 0.04511 0.01478 H11C 2 0.244606 -0.257838 -0.238796 11.00000 0.10209 H11B 2 0.273843 -0.160416 -0.214981 11.00000 0.14356 H11A 2 0.368796 -0.231818 -0.098666 11.00000 0.09499 N12 3 -0.011300 -0.210149 -0.251535 11.00000 0.06257 0.04542 = 0.04301 -0.01630 0.01638 0.00591 O13 4 -0.067635 -0.250851 -0.362644 11.00000 0.08919 0.05492 = 0.05106 -0.02663 0.01791 0.00558 C14 1 -0.091414 -0.136446 -0.235802 11.00000 0.04789 0.03677 = 0.03812 -0.01303 0.01015 0.00374 C15 1 -0.240811 -0.165855 -0.243198 11.00000 0.05045 0.05755 = 0.07402 -0.02823 0.01711 -0.00811 H15C 2 -0.218102 -0.204459 -0.167668 11.00000 0.09030 H15B 2 -0.302113 -0.193304 -0.325648 11.00000 0.06791 H15A 2 -0.300884 -0.121007 -0.242211 11.00000 0.06997 C16 1 -0.119610 -0.072664 -0.342996 11.00000 0.07928 0.05449 = 0.03482 -0.00525 0.01529 0.01347 H16C 2 -0.168908 -0.093256 -0.422598 11.00000 0.07807 H16B 2 -0.165838 -0.020641 -0.329506 11.00000 0.08262 H16A 2 -0.016912 -0.054828 -0.335772 11.00000 0.07841 N17 3 0.024293 -0.106550 -0.098915 11.00000 0.03867 0.03321 = 0.03233 -0.00484 0.01396 -0.00031 O1S 4 0.093766 0.077783 -0.091626 11.00000 0.05754 0.04081 = 0.07525 0.01227 0.04424 0.00388 H1S 2 0.069965 0.126284 -0.110548 11.00000 0.07188 C1S 1 0.220878 0.063213 -0.111054 11.00000 0.07792 0.07514 = 0.16437 0.01272 0.08844 -0.00206 H1SB 2 0.257949 0.078718 -0.187795 11.00000 0.01949 H1SA 2 0.246937 0.005895 -0.119862 11.00000 0.13127 C2S 1 0.360651 0.104350 -0.020634 11.00000 0.09793 0.11544 = 0.16461 0.01898 0.07267 -0.00195 AFIX 33 H2SB 2 0.439707 0.090538 -0.042006 11.00000 -1.50000 H2SC 2 0.343580 0.163707 -0.028283 11.00000 -1.50000 H2SA 2 0.394281 0.086945 0.070241 11.00000 -1.50000 AFIX 0 HKLF 4 REM niets in P2(1)/c REM wR2 = 0.0975, GooF = S = 0.941, Restrained GooF = 0.941 for all data REM R1 = 0.0428 for 2652 Fo > 4sig(Fo) and 0.0789 for all 4547 data REM 251 parameters refined using 0 restraints END WGHT 0.0469 0.0000 REM Instructions for potential hydrogen bonds EQIV $2 -x, -y, -z HTAB C15 O1_$2 HTAB C16 O1_$2 HTAB O1S O13_$1 REM Highest difference peak 0.375, deepest hole -0.298, 1-sigma level 0.053 Q1 1 0.1711 0.0910 -0.2390 11.00000 0.05 0.32 Q2 1 0.5741 -0.0859 0.2810 11.00000 0.05 0.31 Q3 1 0.4905 -0.0281 0.3929 11.00000 0.05 0.31 Q4 1 0.2662 0.0910 -0.0149 11.00000 0.05 0.31 Q5 1 0.3130 0.0716 -0.1395 11.00000 0.05 0.29 Q6 1 0.1082 -0.0457 0.0641 11.00000 0.05 0.26 Q7 1 -0.0426 0.0002 -0.0990 11.00000 0.05 0.25 Q8 1 -0.0042 -0.0796 -0.0415 11.00000 0.05 0.25 Q9 1 -0.1086 -0.0503 -0.0727 11.00000 0.05 0.24 Q10 1 0.1464 -0.2005 -0.0694 11.00000 0.05 0.23 Q11 1 0.2796 0.1205 -0.1653 11.00000 0.05 0.21 Q12 1 0.2389 -0.0563 0.1657 11.00000 0.05 0.21 Q13 1 0.0958 0.0494 -0.0216 11.00000 0.05 0.20 Q14 1 0.6324 0.1040 0.0167 11.00000 0.05 0.20 Q15 1 0.1956 0.0440 -0.2381 11.00000 0.05 0.20 Q16 1 -0.0667 0.0187 0.0645 11.00000 0.05 0.19 Q17 1 -0.1082 -0.2723 -0.3200 11.00000 0.05 0.18 Q18 1 0.1005 -0.0427 -0.0214 11.00000 0.05 0.17 Q19 1 0.2813 -0.1215 0.1448 11.00000 0.05 0.17 Q20 1 -0.2864 -0.1516 -0.1788 11.00000 0.05 0.17 ; _shelx_res_checksum 37821 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_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 Ni Ni 0.000000 0.000000 0.000000 0.03250(12) Uani 1 2 d S . P . . O1 O 0.21520(15) -0.02192(8) 0.15642(14) 0.0452(4) Uani 1 1 d . . . . . C2 C 0.3089(2) -0.08073(12) 0.17002(19) 0.0377(5) Uani 1 1 d . . . . . C3 C 0.4636(3) -0.07550(16) 0.3018(2) 0.0567(6) Uani 1 1 d . . . . . F4 F 0.53878(18) -0.00566(9) 0.31281(19) 0.1038(6) Uani 1 1 d . . . . . F5 F 0.44408(17) -0.07643(11) 0.40810(14) 0.0918(5) Uani 1 1 d . . . . . F6 F 0.56070(16) -0.13832(10) 0.32245(15) 0.0970(5) Uani 1 1 d . . . . . C7 C 0.2864(2) -0.14352(13) 0.0835(2) 0.0393(5) Uani 1 1 d . . . . . H7 H 0.370(2) -0.1813(11) 0.1141(18) 0.046(6) Uiso 1 1 d . . . . . C8 C 0.1484(2) -0.15435(12) -0.0449(2) 0.0376(5) Uani 1 1 d . . . . . C9 C 0.1415(3) -0.22643(13) -0.1335(2) 0.0507(6) Uani 1 1 d . . . . . C10 C 0.1449(5) -0.31118(18) -0.0721(4) 0.0825(10) Uani 1 1 d . . . . . H10C H 0.242(3) -0.3197(16) 0.007(3) 0.097(10) Uiso 1 1 d . . . . . H10B H 0.123(3) -0.3519(16) -0.137(3) 0.083(9) Uiso 1 1 d . . . . . H10A H 0.055(3) -0.3113(16) -0.051(3) 0.096(10) Uiso 1 1 d . . . . . C11 C 0.2672(4) -0.2182(3) -0.1735(4) 0.0831(10) Uani 1 1 d . . . . . H11C H 0.245(3) -0.2578(18) -0.239(3) 0.102(10) Uiso 1 1 d . . . . . H11B H 0.274(4) -0.160(2) -0.215(3) 0.144(15) Uiso 1 1 d . . . . . H11A H 0.369(3) -0.2318(17) -0.099(3) 0.095(10) Uiso 1 1 d . . . . . N12 N -0.0113(2) -0.21015(11) -0.25153(18) 0.0551(5) Uani 1 1 d . . . . . O13 O -0.0676(2) -0.25085(10) -0.36264(16) 0.0732(5) Uani 1 1 d . . . . . C14 C -0.0914(2) -0.13645(13) -0.2358(2) 0.0463(5) Uani 1 1 d . . . . . C15 C -0.2408(3) -0.1659(2) -0.2432(4) 0.0674(8) Uani 1 1 d . . . . . H15C H -0.218(3) -0.2045(17) -0.168(3) 0.090(10) Uiso 1 1 d . . . . . H15B H -0.302(3) -0.1933(15) -0.326(2) 0.068(7) Uiso 1 1 d . . . . . H15A H -0.301(3) -0.1210(16) -0.242(2) 0.070(8) Uiso 1 1 d . . . . . C16 C -0.1196(4) -0.07266(19) -0.3430(3) 0.0625(7) Uani 1 1 d . . . . . H16C H -0.169(3) -0.0933(15) -0.423(3) 0.078(8) Uiso 1 1 d . . . . . H16B H -0.166(3) -0.0206(16) -0.330(3) 0.083(8) Uiso 1 1 d . . . . . H16A H -0.017(3) -0.0548(15) -0.336(2) 0.078(8) Uiso 1 1 d . . . . . N17 N 0.02429(17) -0.10655(9) -0.09891(15) 0.0366(4) Uani 1 1 d . . . . . O1S O 0.09377(18) 0.07778(11) -0.09163(16) 0.0531(4) Uani 1 1 d . . . . . H1S H 0.070(3) 0.1263(16) -0.111(2) 0.072(9) Uiso 1 1 d . . . . . C1S C 0.2209(4) 0.0632(2) -0.1111(4) 0.0935(11) Uani 1 1 d . . . . . H1SB H 0.2579(17) 0.0787(9) -0.1878(15) 0.019(4) Uiso 1 1 d . . . . . H1SA H 0.247(4) 0.006(2) -0.120(4) 0.131(14) Uiso 1 1 d . . . . . C2S C 0.3607(4) 0.1044(2) -0.0206(4) 0.1233(13) Uani 1 1 d . . . . . H2SB H 0.439707 0.090538 -0.042006 0.185 Uiso 1 1 calc R U . . . H2SC H 0.343580 0.163707 -0.028283 0.185 Uiso 1 1 calc R U . . . H2SA H 0.394281 0.086945 0.070241 0.185 Uiso 1 1 calc R U . . . 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 Ni 0.03226(19) 0.0299(2) 0.0327(2) -0.00397(16) 0.01458(16) -0.00142(15) O1 0.0392(8) 0.0421(8) 0.0404(9) -0.0097(7) 0.0102(7) 0.0043(6) C2 0.0343(10) 0.0372(12) 0.0373(12) -0.0002(10) 0.0151(9) -0.0009(9) C3 0.0425(13) 0.0547(16) 0.0532(16) -0.0057(13) 0.0100(12) 0.0018(12) F4 0.0550(9) 0.0832(12) 0.1108(14) 0.0051(10) -0.0032(9) -0.0282(8) F5 0.0791(10) 0.1233(14) 0.0419(9) -0.0106(9) 0.0082(8) 0.0043(9) F6 0.0576(9) 0.0936(12) 0.0841(11) -0.0204(9) -0.0045(8) 0.0340(8) C7 0.0372(11) 0.0406(13) 0.0364(12) 0.0008(10) 0.0161(10) 0.0058(10) C8 0.0447(11) 0.0329(12) 0.0377(12) -0.0043(9) 0.0228(10) -0.0010(9) C9 0.0583(14) 0.0387(14) 0.0460(14) -0.0090(11) 0.0200(12) 0.0085(11) C10 0.103(3) 0.0398(17) 0.068(2) -0.0107(16) 0.018(2) 0.0109(17) C11 0.080(2) 0.108(3) 0.071(2) -0.029(2) 0.045(2) 0.015(2) N12 0.0626(12) 0.0454(12) 0.0430(12) -0.0163(9) 0.0164(10) 0.0059(9) O13 0.0892(12) 0.0549(11) 0.0511(11) -0.0266(9) 0.0179(9) 0.0056(9) C14 0.0479(12) 0.0368(13) 0.0381(12) -0.0130(10) 0.0102(10) 0.0037(10) C15 0.0505(16) 0.058(2) 0.074(2) -0.0282(17) 0.0171(16) -0.0081(14) C16 0.079(2) 0.0545(18) 0.0348(15) -0.0053(13) 0.0153(14) 0.0135(15) N17 0.0387(9) 0.0332(9) 0.0323(9) -0.0048(7) 0.0140(8) -0.0003(7) O1S 0.0575(10) 0.0408(10) 0.0753(12) 0.0123(9) 0.0442(9) 0.0039(8) C1S 0.078(2) 0.075(2) 0.164(3) 0.013(2) 0.088(2) -0.0021(17) C2S 0.098(3) 0.115(3) 0.165(4) 0.019(3) 0.073(3) -0.002(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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' F F 0.0171 0.0103 '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 O1 Ni O1 180.0 . 3 ? O1 Ni O1S 89.48(6) . 3 ? O1 Ni O1S 90.52(6) 3 3 ? O1 Ni O1S 90.52(6) . . ? O1 Ni O1S 89.48(6) 3 . ? O1S Ni O1S 180.0 3 . ? O1 Ni N17 88.78(5) . . ? O1 Ni N17 91.22(5) 3 . ? O1S Ni N17 89.59(6) 3 . ? O1S Ni N17 90.41(6) . . ? O1 Ni N17 91.21(5) . 3 ? O1 Ni N17 88.78(5) 3 3 ? O1S Ni N17 90.41(6) 3 3 ? O1S Ni N17 89.59(6) . 3 ? N17 Ni N17 180.00(5) . 3 ? C2 O1 Ni 128.20(12) . . ? O1 C2 C7 128.44(18) . . ? O1 C2 C3 112.84(18) . . ? C7 C2 C3 118.72(18) . . ? F5 C3 F6 105.1(2) . . ? F5 C3 F4 105.2(2) . . ? F6 C3 F4 107.45(19) . . ? F5 C3 C2 111.62(18) . . ? F6 C3 C2 114.36(19) . . ? F4 C3 C2 112.4(2) . . ? C2 C7 C8 124.36(19) . . ? N17 C8 C7 126.79(18) . . ? N17 C8 C9 114.60(17) . . ? C7 C8 C9 118.58(18) . . ? N12 C9 C8 99.11(16) . . ? N12 C9 C10 111.0(2) . . ? C8 C9 C10 112.6(2) . . ? N12 C9 C11 109.2(2) . . ? C8 C9 C11 111.6(2) . . ? C10 C9 C11 112.6(3) . . ? O13 N12 C9 123.85(17) . . ? O13 N12 C14 122.41(17) . . ? C9 N12 C14 113.54(16) . . ? N17 C14 N12 102.21(15) . . ? N17 C14 C16 111.67(19) . . ? N12 C14 C16 109.01(19) . . ? N17 C14 C15 111.7(2) . . ? N12 C14 C15 108.49(19) . . ? C16 C14 C15 113.2(2) . . ? C8 N17 C14 110.53(15) . . ? C8 N17 Ni 123.40(13) . . ? C14 N17 Ni 126.06(12) . . ? C1S O1S Ni 129.45(18) . . ? C2S C1S O1S 115.8(3) . . ? 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 Ni O1 2.0016(13) . ? Ni O1 2.0016(13) 3 ? Ni O1S 2.1251(14) 3 ? Ni O1S 2.1251(14) . ? Ni N17 2.1275(14) . ? Ni N17 2.1275(14) 3 ? O1 C2 1.275(2) . ? C2 C7 1.348(3) . ? C2 C3 1.513(3) . ? C3 F5 1.329(3) . ? C3 F6 1.328(2) . ? C3 F4 1.313(2) . ? C7 C8 1.422(3) . ? C8 N17 1.308(2) . ? C8 C9 1.515(3) . ? C9 N12 1.453(3) . ? C9 C10 1.520(4) . ? C9 C11 1.539(4) . ? N12 O13 1.279(2) . ? N12 C14 1.483(2) . ? C14 N17 1.476(2) . ? C14 C16 1.510(3) . ? C14 C15 1.517(3) . ? O1S C1S 1.409(3) . ? C1S C2S 1.403(4) . ? 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 _geom_hbond_publ_flag O1S H1S O13 0.81(2) 1.99(2) 2.776(2) 166(2) 2_554 yes