#------------------------------------------------------------------------------ #$Date: 2020-08-20 04:51:33 +0300 (Thu, 20 Aug 2020) $ #$Revision: 255470 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/52/7705225.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_7705225 loop_ _publ_author_name 'Pandit, Nithun Ranjan' 'Bej, Sourav' 'Mondal, Ananya' 'Ghosh, Meenakshi' 'Kostakis, George E.' 'Powell, Annie K.' 'Banerjee, Priyabrata' 'Biswas, Biplab' _publ_section_title ; Exploratory studies on azido-bridged complexes (Ni2+ & Mn2+) as dual colourimetric chemosensors for S2- and Ag+: combined experimtal and theoretical outcome with real field application ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D0DT02846K _journal_year 2020 _chemical_formula_moiety 'C20 H28 N16 Ni2 O2, 2(C3 H7 N O)' _chemical_formula_sum 'C26 H42 N18 Ni2 O4' _chemical_formula_weight 788.19 _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_creation_date 2020-02-03 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2020-02-03 deposited with the CCDC. 2020-08-19 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 104.008(7) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 11.6224(9) _cell_length_b 16.354(2) _cell_length_c 10.1679(10) _cell_measurement_reflns_used 2772 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 22.07 _cell_measurement_theta_min 1.80 _cell_volume 1875.2(3) _computing_cell_refinement 'STOE X-AREA' _computing_data_collection 'STOE X-AREA' _computing_data_reduction 'STOE X-RED' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 298.15 _diffrn_detector_type STOE _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device '2-circle goniometer' _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_unetI/netI 0.0663 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.989 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 9067 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.989 _diffrn_reflns_theta_full 25.000 _diffrn_reflns_theta_max 25.645 _diffrn_reflns_theta_min 2.491 _exptl_absorpt_coefficient_mu 1.061 _exptl_absorpt_correction_T_max 0.9489 _exptl_absorpt_correction_T_min 0.8657 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'XPREP in SHELXTL 6.14 (BrukerAXS Inc., 2003)' _exptl_crystal_colour yellow _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.396 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 824 _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.151 _refine_diff_density_min -0.195 _refine_diff_density_rms 0.033 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.881 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 229 _refine_ls_number_reflns 3513 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 0.881 _refine_ls_R_factor_all 0.0884 _refine_ls_R_factor_gt 0.0378 _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^)+(0.0212P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0562 _refine_ls_wR_factor_ref 0.0664 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2100 _reflns_number_total 3513 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt02846k2.cif _cod_data_source_block bi43fin _cod_database_code 7705225 _shelxl_version_number 2014-1 _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_max 0.949 _shelx_estimated_absorpt_t_min 0.866 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2. Restrained distances O1-H1 0.88 with sigma of 0.04 3.a Secondary CH2 refined with riding coordinates: C10(H10A,H10B) 3.b Me refined with riding coordinates: C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C) 3.c Aromatic/amide H refined with riding coordinates: C1(H1A), C2(H2), C3(H3), C4(H4), C6(H6), C11(H11) ; _shelx_res_file ; TITL bi43fin in P2(1)/c CELL 0.71073 11.6224 16.3544 10.1679 90 104.008 90 ZERR 2 0.0009 0.0021 0.001 0 0.007 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N O Ni UNIT 52 84 36 8 4 DFIX 0.88 0.04 O1 H1 L.S. 8 PLAN 20 SIZE 0.14 0.11 0.05 TEMP 25 HTAB O1 O2 BOND BOND $H HTAB fmap 2 acta 50 MERG 2 OMIT 0 1 1 OMIT 1 0 0 OMIT 2 0 0 OMIT 0 1 3 OMIT 2 0 2 OMIT 3 0 0 OMIT -3 2 1 OMIT 2 2 0 OMIT 2 1 2 OMIT 1 2 0 OMIT 1 1 0 OMIT 1 1 2 REM REM REM WGHT 0.021200 FVAR 0.25534 NI1 5 0.620493 0.050999 0.504248 11.00000 0.05651 0.06250 = 0.05177 0.00339 0.00846 -0.00460 O1 4 0.726365 -0.050992 0.466865 11.00000 0.06409 0.06936 = 0.07812 0.01036 0.01405 0.00172 H1 2 0.739355 -0.085236 0.529729 11.00000 -1.50000 O2 4 0.787251 -0.151747 0.669681 11.00000 0.10617 0.09963 = 0.10402 0.02944 0.01627 0.00308 N1 3 0.556530 0.170810 0.488297 11.00000 0.05991 0.06650 = 0.05573 0.00080 0.00948 -0.00269 N2 3 0.708320 0.099426 0.373679 11.00000 0.05164 0.06670 = 0.05345 0.00307 0.00567 -0.00120 N3 3 0.758932 0.081893 0.671265 11.00000 0.07574 0.09019 = 0.06374 0.00502 0.00105 -0.02282 N4 3 0.811167 0.142276 0.671974 11.00000 0.06352 0.09755 = 0.06340 -0.01485 0.00902 -0.00749 N5 3 0.860526 0.204370 0.671978 11.00000 0.10669 0.10842 = 0.14489 -0.02539 0.01435 -0.03368 N6 3 0.529252 -0.001682 0.632080 11.00000 0.06162 0.07697 = 0.04791 0.00447 0.00763 -0.01132 N7 3 0.569960 -0.016683 0.749690 11.00000 0.05956 0.06367 = 0.05611 -0.00231 0.01341 -0.00610 N8 3 0.609055 -0.028659 0.862366 11.00000 0.09344 0.11609 = 0.05286 0.01314 0.00848 -0.01327 N9 3 0.871896 -0.169511 0.889866 11.00000 0.11014 0.12883 = 0.09491 0.03724 0.04489 0.03850 C1 1 0.477068 0.204351 0.546008 11.00000 0.06717 0.07419 = 0.07112 -0.00647 0.01814 -0.00648 AFIX 43 H1A 2 0.436678 0.171130 0.594027 11.00000 -1.20000 AFIX 0 C2 1 0.452362 0.287450 0.536941 11.00000 0.07420 0.07375 = 0.08808 -0.01057 0.01837 0.00504 AFIX 43 H2 2 0.397011 0.309535 0.579381 11.00000 -1.20000 AFIX 0 C3 1 0.510399 0.336743 0.464734 11.00000 0.08362 0.06092 = 0.08421 -0.00072 0.01185 0.00578 AFIX 43 H3 2 0.494537 0.392513 0.457207 11.00000 -1.20000 AFIX 0 C4 1 0.592565 0.302448 0.403485 11.00000 0.08094 0.06262 = 0.07742 0.00606 0.01565 -0.00524 AFIX 43 H4 2 0.633283 0.334710 0.354471 11.00000 -1.20000 AFIX 0 C5 1 0.613296 0.219284 0.416261 11.00000 0.06157 0.06112 = 0.06114 0.00503 0.01006 -0.00164 C6 1 0.698640 0.175961 0.356044 11.00000 0.06277 0.07253 = 0.06183 0.01201 0.01600 -0.00520 AFIX 43 H6 2 0.743998 0.203773 0.306674 11.00000 -1.20000 AFIX 0 C7 1 0.789834 0.046021 0.322546 11.00000 0.05504 0.07469 = 0.06310 0.00776 0.01297 0.00458 C8 1 0.718041 0.006295 0.192000 11.00000 0.08602 0.11637 = 0.07067 -0.01670 0.01681 0.01495 AFIX 33 H8A 2 0.693417 0.047507 0.123750 11.00000 -1.50000 H8B 2 0.649440 -0.020082 0.209428 11.00000 -1.50000 H8C 2 0.766250 -0.033449 0.160964 11.00000 -1.50000 AFIX 0 C9 1 0.898698 0.090507 0.298443 11.00000 0.07100 0.10096 = 0.10612 0.02196 0.03564 0.01110 AFIX 33 H9A 2 0.873956 0.130726 0.228538 11.00000 -1.50000 H9B 2 0.950438 0.051785 0.271016 11.00000 -1.50000 H9C 2 0.940013 0.116926 0.380648 11.00000 -1.50000 AFIX 0 C10 1 0.829658 -0.017648 0.433122 11.00000 0.05773 0.07596 = 0.08170 0.00677 0.01618 0.00350 AFIX 23 H10A 2 0.873651 -0.060714 0.401453 11.00000 -1.20000 H10B 2 0.880922 0.007355 0.512506 11.00000 -1.20000 AFIX 0 C11 1 0.831397 -0.124677 0.782748 11.00000 0.07879 0.10089 = 0.11126 0.03105 0.03690 0.01759 AFIX 43 H11 2 0.836405 -0.068183 0.792978 11.00000 -1.20000 AFIX 0 C12 1 0.860190 -0.258162 0.879427 11.00000 0.18868 0.13274 = 0.17321 0.07508 0.09390 0.06889 AFIX 33 H12A 2 0.817970 -0.272717 0.789173 11.00000 -1.50000 H12B 2 0.817339 -0.277512 0.942983 11.00000 -1.50000 H12C 2 0.937552 -0.282642 0.899249 11.00000 -1.50000 AFIX 0 C13 1 0.932198 -0.133912 1.018099 11.00000 0.20132 0.30075 = 0.10310 -0.00917 0.03164 0.04404 AFIX 33 H13A 2 0.931985 -0.075426 1.009987 11.00000 -1.50000 H13B 2 1.012530 -0.153270 1.042986 11.00000 -1.50000 H13C 2 0.892141 -0.149388 1.086521 11.00000 -1.50000 AFIX 0 HKLF 4 REM bi43fin in P2(1)/c REM R1 = 0.0378 for 2100 Fo > 4sig(Fo) and 0.0884 for all 3513 data REM 229 parameters refined using 1 restraints END WGHT 0.0223 0.0000 REM Instructions for potential hydrogen bonds HTAB O1 O2 EQIV $1 x, -y+1/2, z-1/2 HTAB C6 N5_$1 HTAB C10 N3 EQIV $2 -x+2, y-1/2, -z+3/2 HTAB C12 N5_$2 REM Highest difference peak 0.151, deepest hole -0.195, 1-sigma level 0.033 Q1 1 0.6166 0.0015 0.6271 11.00000 0.05 0.15 Q2 1 0.6815 -0.0932 0.4260 11.00000 0.05 0.12 Q3 1 0.6148 -0.0145 0.4698 11.00000 0.05 0.12 Q4 1 0.6383 -0.0181 0.5506 11.00000 0.05 0.12 Q5 1 0.9124 -0.1173 0.9223 11.00000 0.05 0.12 Q6 1 0.8209 0.1516 0.8603 11.00000 0.05 0.11 Q7 1 0.7001 0.0515 0.8167 11.00000 0.05 0.11 Q8 1 0.5810 0.1219 0.4816 11.00000 0.05 0.11 Q9 1 0.5935 0.0396 0.3847 11.00000 0.05 0.11 Q10 1 0.8489 -0.0534 0.3740 11.00000 0.05 0.11 Q11 1 0.7245 0.0585 0.4919 11.00000 0.05 0.11 Q12 1 0.9378 -0.2088 0.9076 11.00000 0.05 0.11 Q13 1 0.6268 -0.1065 0.2056 11.00000 0.05 0.11 Q14 1 0.7030 0.0347 0.4175 11.00000 0.05 0.11 Q15 1 0.9372 0.1398 0.6749 11.00000 0.05 0.11 Q16 1 0.6346 0.3084 0.3002 11.00000 0.05 0.11 Q17 1 0.4205 0.1593 0.5621 11.00000 0.05 0.10 Q18 1 0.8607 0.1082 0.1935 11.00000 0.05 0.10 Q19 1 0.6966 -0.0821 0.8966 11.00000 0.05 0.10 Q20 1 0.5145 0.0208 0.5743 11.00000 0.05 0.10 ; _shelx_res_checksum 69578 _olex2_submission_special_instructions 'No special instructions were received' 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 Ni1 Ni 0.62049(3) 0.05100(2) 0.50425(4) 0.05772(13) Uani 1 1 d . . . . . O1 O 0.72637(17) -0.05099(15) 0.4669(2) 0.0711(6) Uani 1 1 d D . . . . H1 H 0.739(3) -0.085(2) 0.530(3) 0.107 Uiso 1 1 d DR . . . . O2 O 0.7873(2) -0.15175(18) 0.6697(3) 0.1048(9) Uani 1 1 d . . . . . N1 N 0.5565(2) 0.17081(16) 0.4883(3) 0.0615(7) Uani 1 1 d . . . . . N2 N 0.70832(19) 0.09943(16) 0.3737(2) 0.0585(6) Uani 1 1 d . . . . . N3 N 0.7589(2) 0.08189(19) 0.6713(3) 0.0793(9) Uani 1 1 d . . . . . N4 N 0.8112(2) 0.1423(2) 0.6720(3) 0.0759(8) Uani 1 1 d . . . . . N5 N 0.8605(3) 0.2044(2) 0.6720(4) 0.1228(13) Uani 1 1 d . . . . . N6 N 0.5293(2) -0.00168(16) 0.6321(2) 0.0631(7) Uani 1 1 d . . . . . N7 N 0.5700(2) -0.01668(15) 0.7497(3) 0.0599(6) Uani 1 1 d . . . . . N8 N 0.6091(2) -0.02866(19) 0.8624(3) 0.0890(10) Uani 1 1 d . . . . . N9 N 0.8719(3) -0.1695(3) 0.8899(4) 0.1079(11) Uani 1 1 d . . . . . C1 C 0.4771(3) 0.2044(2) 0.5460(3) 0.0706(9) Uani 1 1 d . . . . . H1A H 0.4367 0.1711 0.5940 0.085 Uiso 1 1 calc R . . . . C2 C 0.4524(3) 0.2875(2) 0.5369(4) 0.0789(10) Uani 1 1 d . . . . . H2 H 0.3970 0.3095 0.5794 0.095 Uiso 1 1 calc R . . . . C3 C 0.5104(3) 0.3367(2) 0.4647(4) 0.0777(10) Uani 1 1 d . . . . . H3 H 0.4945 0.3925 0.4572 0.093 Uiso 1 1 calc R . . . . C4 C 0.5926(3) 0.3024(2) 0.4035(4) 0.0743(9) Uani 1 1 d . . . . . H4 H 0.6333 0.3347 0.3545 0.089 Uiso 1 1 calc R . . . . C5 C 0.6133(3) 0.2193(2) 0.4163(3) 0.0621(8) Uani 1 1 d . . . . . C6 C 0.6986(3) 0.1760(2) 0.3560(3) 0.0656(8) Uani 1 1 d . . . . . H6 H 0.7440 0.2038 0.3067 0.079 Uiso 1 1 calc R . . . . C7 C 0.7898(2) 0.0460(2) 0.3225(3) 0.0645(8) Uani 1 1 d . . . . . C8 C 0.7180(3) 0.0063(2) 0.1920(3) 0.0914(11) Uani 1 1 d . . . . . H8A H 0.6934 0.0475 0.1238 0.137 Uiso 1 1 calc R . . . . H8B H 0.6494 -0.0201 0.2094 0.137 Uiso 1 1 calc R . . . . H8C H 0.7662 -0.0334 0.1610 0.137 Uiso 1 1 calc R . . . . C9 C 0.8987(3) 0.0905(2) 0.2984(4) 0.0903(11) Uani 1 1 d . . . . . H9A H 0.8740 0.1307 0.2285 0.135 Uiso 1 1 calc R . . . . H9B H 0.9504 0.0518 0.2710 0.135 Uiso 1 1 calc R . . . . H9C H 0.9400 0.1169 0.3806 0.135 Uiso 1 1 calc R . . . . C10 C 0.8297(3) -0.0176(2) 0.4331(3) 0.0719(9) Uani 1 1 d . . . . . H10A H 0.8737 -0.0607 0.4015 0.086 Uiso 1 1 calc R . . . . H10B H 0.8809 0.0074 0.5125 0.086 Uiso 1 1 calc R . . . . C11 C 0.8314(3) -0.1247(3) 0.7827(5) 0.0946(12) Uani 1 1 d . . . . . H11 H 0.8364 -0.0682 0.7930 0.114 Uiso 1 1 calc R . . . . C12 C 0.8602(5) -0.2582(4) 0.8794(6) 0.156(2) Uani 1 1 d . . . . . H12A H 0.8180 -0.2727 0.7892 0.234 Uiso 1 1 calc R . . . . H12B H 0.8173 -0.2775 0.9430 0.234 Uiso 1 1 calc R . . . . H12C H 0.9376 -0.2826 0.8992 0.234 Uiso 1 1 calc R . . . . C13 C 0.9322(6) -0.1339(5) 1.0181(6) 0.203(3) Uani 1 1 d . . . . . H13A H 0.9320 -0.0754 1.0100 0.304 Uiso 1 1 calc R . . . . H13B H 1.0125 -0.1533 1.0430 0.304 Uiso 1 1 calc R . . . . H13C H 0.8921 -0.1494 1.0865 0.304 Uiso 1 1 calc R . . . . 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 Ni1 0.05651(19) 0.0625(2) 0.0518(2) 0.0034(2) 0.00846(14) -0.0046(2) O1 0.0641(11) 0.0694(14) 0.0781(14) 0.0104(14) 0.0140(11) 0.0017(12) O2 0.1062(19) 0.100(2) 0.104(2) 0.0294(19) 0.0163(17) 0.0031(16) N1 0.0599(14) 0.0665(17) 0.0557(15) 0.0008(14) 0.0095(12) -0.0027(14) N2 0.0516(13) 0.0667(17) 0.0535(14) 0.0031(13) 0.0057(11) -0.0012(12) N3 0.0757(17) 0.090(2) 0.0637(17) 0.0050(16) 0.0010(14) -0.0228(16) N4 0.0635(17) 0.098(3) 0.0634(17) -0.0149(18) 0.0090(14) -0.0075(17) N5 0.107(3) 0.108(3) 0.145(3) -0.025(3) 0.014(2) -0.034(2) N6 0.0616(14) 0.0770(18) 0.0479(15) 0.0045(13) 0.0076(12) -0.0113(13) N7 0.0596(14) 0.0637(17) 0.0561(17) -0.0023(13) 0.0134(13) -0.0061(11) N8 0.0934(18) 0.116(3) 0.0529(16) 0.0131(17) 0.0085(14) -0.0133(17) N9 0.110(2) 0.129(3) 0.095(3) 0.037(3) 0.045(2) 0.039(2) C1 0.067(2) 0.074(3) 0.071(2) -0.0065(19) 0.0181(18) -0.0065(17) C2 0.074(2) 0.074(3) 0.088(3) -0.011(2) 0.0184(19) 0.005(2) C3 0.084(2) 0.061(2) 0.084(2) -0.001(2) 0.012(2) 0.0058(19) C4 0.081(2) 0.063(2) 0.077(2) 0.0061(19) 0.0156(19) -0.0052(18) C5 0.0616(18) 0.061(2) 0.0611(19) 0.0050(17) 0.0101(16) -0.0016(16) C6 0.0628(18) 0.073(2) 0.0618(19) 0.0120(18) 0.0160(16) -0.0052(17) C7 0.0550(15) 0.075(2) 0.0631(17) 0.008(2) 0.0130(14) 0.0046(17) C8 0.086(2) 0.116(3) 0.071(2) -0.017(2) 0.0168(19) 0.015(2) C9 0.071(2) 0.101(3) 0.106(3) 0.022(2) 0.036(2) 0.0111(19) C10 0.0577(17) 0.076(2) 0.082(2) 0.0068(19) 0.0162(16) 0.0035(15) C11 0.079(3) 0.101(3) 0.111(3) 0.031(3) 0.037(3) 0.018(2) C12 0.189(5) 0.133(5) 0.173(5) 0.075(4) 0.094(4) 0.069(4) C13 0.201(6) 0.301(9) 0.103(4) -0.009(5) 0.032(4) 0.044(6) 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' 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 N1 Ni1 O1 156.65(10) . . ? N1 Ni1 N3 91.47(10) . . ? N1 Ni1 N6 94.95(9) . 3_656 ? N2 Ni1 O1 77.72(10) . . ? N2 Ni1 N1 78.95(11) . . ? N2 Ni1 N3 91.55(10) . . ? N2 Ni1 N6 100.72(9) . 3_656 ? N2 Ni1 N6 177.91(10) . . ? N3 Ni1 O1 88.31(10) . . ? N3 Ni1 N6 167.04(11) . 3_656 ? N6 Ni1 O1 100.99(10) . . ? N6 Ni1 O1 90.21(9) 3_656 . ? N6 Ni1 N1 102.36(11) . . ? N6 Ni1 N3 90.06(10) . . ? N6 Ni1 N6 77.58(10) . 3_656 ? Ni1 O1 H1 113(3) . . ? C10 O1 Ni1 107.10(19) . . ? C10 O1 H1 116(3) . . ? C1 N1 Ni1 128.8(2) . . ? C1 N1 C5 118.7(3) . . ? C5 N1 Ni1 112.4(2) . . ? C6 N2 Ni1 116.0(2) . . ? C6 N2 C7 125.4(3) . . ? C7 N2 Ni1 118.0(2) . . ? N4 N3 Ni1 120.5(2) . . ? N3 N4 N5 177.9(4) . . ? Ni1 N6 Ni1 102.42(10) . 3_656 ? N7 N6 Ni1 129.9(2) . 3_656 ? N7 N6 Ni1 125.21(19) . . ? N8 N7 N6 178.1(3) . . ? C11 N9 C12 119.4(5) . . ? C11 N9 C13 121.7(5) . . ? C13 N9 C12 118.9(5) . . ? N1 C1 H1A 119.0 . . ? N1 C1 C2 122.0(3) . . ? C2 C1 H1A 119.0 . . ? C1 C2 H2 120.3 . . ? C3 C2 C1 119.4(4) . . ? C3 C2 H2 120.3 . . ? C2 C3 H3 120.4 . . ? C2 C3 C4 119.1(3) . . ? C4 C3 H3 120.4 . . ? C3 C4 H4 120.6 . . ? C3 C4 C5 118.8(4) . . ? C5 C4 H4 120.6 . . ? N1 C5 C4 122.0(3) . . ? N1 C5 C6 114.2(3) . . ? C4 C5 C6 123.8(3) . . ? N2 C6 C5 117.7(3) . . ? N2 C6 H6 121.2 . . ? C5 C6 H6 121.2 . . ? N2 C7 C8 107.2(2) . . ? N2 C7 C9 113.7(3) . . ? N2 C7 C10 104.6(2) . . ? C9 C7 C8 111.2(3) . . ? C10 C7 C8 110.8(3) . . ? C10 C7 C9 109.2(2) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8B 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9B 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O1 C10 C7 108.4(2) . . ? O1 C10 H10A 110.0 . . ? O1 C10 H10B 110.0 . . ? C7 C10 H10A 110.0 . . ? C7 C10 H10B 110.0 . . ? H10A C10 H10B 108.4 . . ? O2 C11 N9 124.5(5) . . ? O2 C11 H11 117.7 . . ? N9 C11 H11 117.7 . . ? N9 C12 H12A 109.5 . . ? N9 C12 H12B 109.5 . . ? N9 C12 H12C 109.5 . . ? H12A C12 H12B 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N9 C13 H13A 109.5 . . ? N9 C13 H13B 109.5 . . ? N9 C13 H13C 109.5 . . ? H13A C13 H13B 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? 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 Ni1 O1 2.160(2) . ? Ni1 N1 2.088(3) . ? Ni1 N2 2.022(3) . ? Ni1 N3 2.099(3) . ? Ni1 N6 2.105(2) 3_656 ? Ni1 N6 2.055(3) . ? O1 H1 0.84(3) . ? O1 C10 1.434(4) . ? O2 C11 1.223(5) . ? N1 C1 1.327(4) . ? N1 C5 1.354(4) . ? N2 C6 1.266(4) . ? N2 C7 1.473(4) . ? N3 N4 1.158(4) . ? N4 N5 1.166(4) . ? N6 Ni1 2.105(2) 3_656 ? N6 N7 1.200(3) . ? N7 N8 1.143(3) . ? N9 C11 1.303(5) . ? N9 C12 1.458(6) . ? N9 C13 1.445(6) . ? C1 H1A 0.9300 . ? C1 C2 1.387(4) . ? C2 H2 0.9300 . ? C2 C3 1.372(5) . ? C3 H3 0.9300 . ? C3 C4 1.379(5) . ? C4 H4 0.9300 . ? C4 C5 1.382(4) . ? C5 C6 1.468(4) . ? C6 H6 0.9300 . ? C7 C8 1.531(4) . ? C7 C9 1.530(4) . ? C7 C10 1.520(4) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11 0.9300 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? 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 O1 H1 O2 0.84(3) 1.77(3) 2.600(3) 172(4) .