#------------------------------------------------------------------------------ #$Date: 2020-10-06 11:51:45 +0300 (Tue, 06 Oct 2020) $ #$Revision: 257541 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/52/7705239.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_7705239 loop_ _publ_author_name 'Melle, Philipp' 'S\'egaud, Nathalie' 'Albrecht, Martin' _publ_section_title ; Ambidentate bonding and electrochemical implications of pincer-type pyridylidene amide ligands in complexes of nickel, cobalt and zinc. ; _journal_issue 36 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 12662 _journal_page_last 12673 _journal_paper_doi 10.1039/d0dt02482a _journal_volume 49 _journal_year 2020 _chemical_formula_sum 'C19 H19 Cl2 Co N5 O3' _chemical_formula_weight 495.22 _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _symmetry_cell_setting monoclinic _symmetry_Int_Tables_number 15 _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens mixed _audit_creation_date 2017-02-10T01:18:40-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_update_record ; 2020-07-13 deposited with the CCDC. 2020-08-21 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 100.252(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 17.4295(4) _cell_length_b 14.5425(3) _cell_length_c 7.9196(2) _cell_measurement_reflns_used 5648 _cell_measurement_temperature 123(2) _cell_measurement_theta_max 27.632 _cell_measurement_theta_min 2.36 _cell_volume 1975.32(8) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET) (compiled Dec 9 2014,15:38:47) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET) (compiled Dec 9 2014,15:38:47) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET) (compiled Dec 9 2014,15:38:47) ; _computing_structure_refinement 'SHELXL-2016/4 (Sheldrick, 2016)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 123(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 16.0965 _diffrn_detector_type Eos _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 0.93 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Single source at offset, Eos' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0035675 _diffrn_orient_matrix_UB_12 -0.0403328 _diffrn_orient_matrix_UB_13 -0.0510712 _diffrn_orient_matrix_UB_21 0.020916 _diffrn_orient_matrix_UB_22 0.0216292 _diffrn_orient_matrix_UB_23 -0.0581729 _diffrn_orient_matrix_UB_31 0.0355008 _diffrn_orient_matrix_UB_32 -0.01671 _diffrn_orient_matrix_UB_33 0.0480487 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_unetI/netI 0.036 _diffrn_reflns_Laue_measured_fraction_full 1 _diffrn_reflns_Laue_measured_fraction_max 0.93 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 10573 _diffrn_reflns_point_group_measured_fraction_full 1 _diffrn_reflns_point_group_measured_fraction_max 0.93 _diffrn_reflns_theta_full 25 _diffrn_reflns_theta_max 28.138 _diffrn_reflns_theta_min 1.836 _diffrn_source 'SuperNova (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 1.173 _exptl_absorpt_correction_T_max 0.988 _exptl_absorpt_correction_T_min 0.951 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET) (compiled Dec 9 2014,15:38:47) Numerical absorption correction based on gaussian integration over a multifaceted crystal model Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_density_diffrn 1.665 _exptl_crystal_description prism _exptl_crystal_F_000 1012 _exptl_crystal_size_max 0.2236 _exptl_crystal_size_mid 0.173 _exptl_crystal_size_min 0.0427 _refine_diff_density_max 0.405 _refine_diff_density_min -0.247 _refine_diff_density_rms 0.058 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 143 _refine_ls_number_reflns 2251 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.038 _refine_ls_R_factor_all 0.0308 _refine_ls_R_factor_gt 0.026 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0313P)^2^+2.4625P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0653 _refine_ls_wR_factor_ref 0.0679 _reflns_Friedel_coverage 0 _reflns_number_gt 1985 _reflns_number_total 2251 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt02482a2.cif _cod_data_source_block 17ma017_pm111 _cod_depositor_comments 'Adding full bibliography for 7705237--7705245.cif.' _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 7705239 _shelx_res_file ; TITL shelxt_a.res in C2/c shelx.res created by SHELXL-2016/4 at 01:17:51 on 10-Feb-2017 CELL 0.71073 17.4295 14.5425 7.9196 90.000 100.252 90.000 ZERR 4.00 0.0004 0.0003 0.0002 0.000 0.002 0.000 LATT 7 SYMM - X, Y, 1/2 - Z SFAC C H N O CL CO UNIT 76 76 20 12 8 4 MERG 2 DFIX 0.95 0.001 H1W O1w FMAP 2 PLAN 20 ACTA 50.00 BOND $H LIST 4 L.S. 10 TEMP -150.00 WGHT 0.031300 2.462500 FVAR 1.98254 C1 1 0.352443 0.733431 0.451036 11.00000 0.01150 0.01550 = 0.01679 0.00051 0.00246 0.00055 C2 1 0.368196 0.826246 0.488256 11.00000 0.01298 0.01528 = 0.01690 0.00090 -0.00117 0.00211 AFIX 43 H2 2 0.408279 0.841795 0.581666 11.00000 -1.20000 AFIX 0 C4 1 0.270619 0.876395 0.263132 11.00000 0.01572 0.02333 = 0.02005 0.00556 0.00089 0.00498 AFIX 43 H4 2 0.242521 0.925297 0.200909 11.00000 -1.20000 AFIX 0 C5 1 0.253008 0.787063 0.219141 11.00000 0.01454 0.02788 = 0.01854 0.00159 -0.00276 -0.00088 AFIX 43 H5 2 0.212569 0.774051 0.124887 11.00000 -1.20000 AFIX 0 C6 1 0.293195 0.714959 0.309822 11.00000 0.01646 0.01949 = 0.01852 -0.00095 -0.00075 -0.00237 AFIX 43 H6 2 0.280699 0.653222 0.276547 11.00000 -1.20000 AFIX 0 C7 1 0.350405 0.990297 0.439448 11.00000 0.02876 0.01230 = 0.02616 0.00173 -0.00060 0.00288 AFIX 137 H7A 2 0.376323 0.994069 0.559663 11.00000 -1.50000 H7B 2 0.303442 1.028678 0.422111 11.00000 -1.50000 H7C 2 0.385971 1.012111 0.365202 11.00000 -1.50000 AFIX 0 C8 1 0.381115 0.580000 0.542211 11.00000 0.01453 0.01377 = 0.01616 -0.00199 0.00277 -0.00153 C9 1 0.441990 0.520663 0.651159 11.00000 0.01482 0.01278 = 0.01546 -0.00101 0.00418 -0.00118 C10 1 0.440159 0.425543 0.648201 11.00000 0.02148 0.01235 = 0.01926 -0.00305 0.00592 -0.00393 AFIX 43 H10 2 0.398752 0.393697 0.577867 11.00000 -1.20000 AFIX 0 C11 1 0.500000 0.377630 0.750000 10.50000 0.02828 0.00980 = 0.02211 0.00000 0.00958 0.00000 AFIX 43 H11 2 0.499999 0.312304 0.750003 10.50000 -1.20000 AFIX 0 N1 3 0.398559 0.670247 0.555252 11.00000 0.01372 0.01025 = 0.01641 -0.00126 -0.00132 0.00030 N2 3 0.500000 0.566029 0.750000 10.50000 0.01497 0.01008 = 0.01472 0.00000 0.00246 0.00000 N3 3 0.328562 0.894078 0.396378 11.00000 0.01671 0.01342 = 0.01938 0.00087 0.00203 0.00209 O1 4 0.323607 0.540908 0.456168 11.00000 0.01889 0.01645 = 0.02409 -0.00353 -0.00299 -0.00564 O1W 4 0.500000 0.923559 1.250000 10.50000 0.04551 0.02826 = 0.02506 0.00000 -0.00139 0.00000 CL1 5 0.436043 0.794704 0.923853 11.00000 0.01832 0.01565 = 0.02077 -0.00288 -0.00013 0.00263 CO1 6 0.500000 0.703866 0.750000 10.50000 0.01448 0.00801 = 0.01666 0.00000 -0.00014 0.00000 H1W 2 0.482771 0.882816 1.157223 11.00000 0.06909 HKLF 4 REM shelxt_a.res in C2/c REM R1 = 0.0260 for 1985 Fo > 4sig(Fo) and 0.0308 for all 2251 data REM 143 parameters refined using 1 restraints END WGHT 0.0313 2.4626 REM Highest difference peak 0.405, deepest hole -0.247, 1-sigma level 0.058 Q1 1 0.4133 0.5461 0.5958 11.00000 0.05 0.41 Q2 1 0.2990 0.8818 0.3334 11.00000 0.05 0.34 Q3 1 0.3727 0.7008 0.4979 11.00000 0.05 0.34 Q4 1 0.5206 0.5408 0.8161 11.00000 0.05 0.32 Q5 1 0.3170 0.7240 0.3955 11.00000 0.05 0.30 Q6 1 0.5000 0.6161 0.7500 10.50000 0.05 0.29 Q7 1 0.2641 0.7541 0.2945 11.00000 0.05 0.29 Q8 1 0.4770 0.4037 0.6780 11.00000 0.05 0.29 Q9 1 0.3599 0.7759 0.4736 11.00000 0.05 0.28 Q10 1 0.3401 0.8627 0.4430 11.00000 0.05 0.28 Q11 1 0.2516 0.8327 0.2678 11.00000 0.05 0.26 Q12 1 0.4562 0.7541 0.8420 11.00000 0.05 0.26 Q13 1 0.4323 0.4737 0.6814 11.00000 0.05 0.26 Q14 1 0.4457 0.4744 0.6226 11.00000 0.05 0.23 Q15 1 0.4370 0.6814 0.6432 11.00000 0.05 0.23 Q16 1 0.3890 0.6325 0.5367 11.00000 0.05 0.23 Q17 1 0.3380 0.9391 0.4342 11.00000 0.05 0.23 Q18 1 0.4294 0.8403 0.8327 11.00000 0.05 0.21 Q19 1 0.4047 0.9996 0.4646 11.00000 0.05 0.21 Q20 1 0.3375 1.0290 0.3371 11.00000 0.05 0.20 ; _shelx_res_checksum 40604 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -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 C1 C 0.35244(9) 0.73343(11) 0.4510(2) 0.0146(3) Uani 1 1 d . . . . . C2 C 0.36820(9) 0.82625(11) 0.4883(2) 0.0155(3) Uani 1 1 d . . . . . H2 H 0.408279 0.841795 0.581666 0.019 Uiso 1 1 calc R U . . . C4 C 0.27062(9) 0.87640(12) 0.2631(2) 0.0200(3) Uani 1 1 d . . . . . H4 H 0.242521 0.925297 0.200909 0.024 Uiso 1 1 calc R U . . . C5 C 0.25301(10) 0.78706(12) 0.2191(2) 0.0210(4) Uani 1 1 d . . . . . H5 H 0.212569 0.774051 0.124887 0.025 Uiso 1 1 calc R U . . . C6 C 0.29320(9) 0.71496(12) 0.3098(2) 0.0186(3) Uani 1 1 d . . . . . H6 H 0.280699 0.653222 0.276547 0.022 Uiso 1 1 calc R U . . . C7 C 0.35041(10) 0.99030(11) 0.4394(2) 0.0231(4) Uani 1 1 d . . . . . H7A H 0.376323 0.994069 0.559663 0.035 Uiso 1 1 calc R U . . . H7B H 0.303442 1.028678 0.422111 0.035 Uiso 1 1 calc R U . . . H7C H 0.385971 1.012111 0.365202 0.035 Uiso 1 1 calc R U . . . C8 C 0.38111(9) 0.58000(11) 0.5422(2) 0.0148(3) Uani 1 1 d . . . . . C9 C 0.44199(9) 0.52066(11) 0.6512(2) 0.0142(3) Uani 1 1 d . . . . . C10 C 0.44016(10) 0.42554(11) 0.6482(2) 0.0174(3) Uani 1 1 d . . . . . H10 H 0.398752 0.393697 0.577867 0.021 Uiso 1 1 calc R U . . . C11 C 0.5 0.37763(16) 0.75 0.0194(5) Uani 1 2 d S T P . . H11 H 0.499999 0.312304 0.750003 0.023 Uiso 1 2 calc R U P . . N1 N 0.39856(7) 0.67025(9) 0.55525(17) 0.0140(3) Uani 1 1 d . . . . . N2 N 0.5 0.56603(12) 0.75 0.0133(4) Uani 1 2 d S T P . . N3 N 0.32856(8) 0.89408(9) 0.39638(17) 0.0166(3) Uani 1 1 d . . . . . O1 O 0.32361(7) 0.54091(8) 0.45617(15) 0.0206(3) Uani 1 1 d . . . . . O1W O 0.5 0.92356(14) 1.25 0.0339(5) Uani 1 2 d DS T P . . CL1 Cl 0.43604(2) 0.79470(3) 0.92385(5) 0.01869(11) Uani 1 1 d . . . . . CO1 Co 0.5 0.70387(2) 0.75 0.01340(10) Uani 1 2 d S T P . . H1W H 0.4828(16) 0.8828(13) 1.157(2) 0.069(9) Uiso 1 1 d 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 C1 0.0115(7) 0.0155(8) 0.0168(7) 0.0005(6) 0.0025(6) 0.0005(6) C2 0.0130(7) 0.0153(8) 0.0169(8) 0.0009(6) -0.0012(6) 0.0021(6) C4 0.0157(8) 0.0233(9) 0.0201(8) 0.0056(7) 0.0009(6) 0.0050(7) C5 0.0145(8) 0.0279(9) 0.0185(8) 0.0016(7) -0.0028(6) -0.0009(7) C6 0.0165(8) 0.0195(8) 0.0185(8) -0.0009(6) -0.0007(6) -0.0024(6) C7 0.0288(9) 0.0123(8) 0.0262(9) 0.0017(7) -0.0006(7) 0.0029(7) C8 0.0145(7) 0.0138(7) 0.0162(7) -0.0020(6) 0.0028(6) -0.0015(6) C9 0.0148(7) 0.0128(7) 0.0155(7) -0.0010(6) 0.0042(6) -0.0012(6) C10 0.0215(8) 0.0124(7) 0.0193(8) -0.0030(6) 0.0059(7) -0.0039(6) C11 0.0283(12) 0.0098(10) 0.0221(12) 0 0.0096(10) 0 N1 0.0137(6) 0.0103(6) 0.0164(7) -0.0013(5) -0.0013(5) 0.0003(5) N2 0.0150(9) 0.0101(9) 0.0147(9) 0 0.0025(7) 0 N3 0.0167(6) 0.0134(6) 0.0194(7) 0.0009(5) 0.0020(5) 0.0021(5) O1 0.0189(6) 0.0165(6) 0.0241(6) -0.0035(5) -0.0030(5) -0.0056(5) O1W 0.0455(12) 0.0283(10) 0.0251(10) 0 -0.0014(9) 0 CL1 0.0183(2) 0.0157(2) 0.0208(2) -0.00288(14) -0.00013(15) 0.00263(14) CO1 0.01448(16) 0.00801(16) 0.01666(17) 0 -0.00014(12) 0 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 0 '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 0.006 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -5 5 -2 0.1007 5 -5 2 0.1007 -5 -3 0 0.0865 5 3 0 0.0865 -1 -5 2 0.1197 1 5 -2 0.1197 4 -4 -5 0.0214 -4 4 5 0.0214 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 C1 C2 116.20(14) . . ? N1 C1 C6 127.63(15) . . ? C2 C1 C6 116.16(14) . . ? N3 C2 C1 122.17(14) . . ? N3 C2 H2 118.9 . . ? C1 C2 H2 118.9 . . ? N3 C4 C5 118.93(15) . . ? N3 C4 H4 120.5 . . ? C5 C4 H4 120.5 . . ? C4 C5 C6 121.12(16) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C5 C6 C1 119.91(15) . . ? C5 C6 H6 120 . . ? C1 C6 H6 120 . . ? N3 C7 H7A 109.5 . . ? N3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? O1 C8 N1 129.48(15) . . ? O1 C8 C9 117.80(14) . . ? N1 C8 C9 112.72(13) . . ? N2 C9 C10 121.05(15) . . ? N2 C9 C8 115.65(14) . . ? C10 C9 C8 123.28(14) . . ? C9 C10 C11 118.66(16) . . ? C9 C10 H10 120.7 . . ? C11 C10 H10 120.7 . . ? C10 C11 C10 119.7(2) . 2_656 ? C10 C11 H11 120.2 . . ? C10 C11 H11 120.2 2_656 . ? C8 N1 C1 119.96(13) . . ? C8 N1 CO1 114.55(10) . . ? C1 N1 CO1 125.49(10) . . ? C9 N2 C9 120.88(19) . 2_656 ? C9 N2 CO1 119.56(9) . . ? C9 N2 CO1 119.56(9) 2_656 . ? C2 N3 C4 121.70(14) . . ? C2 N3 C7 119.04(14) . . ? C4 N3 C7 119.24(14) . . ? N2 CO1 N1 77.07(4) . 2_656 ? N2 CO1 N1 77.07(4) . . ? N1 CO1 N1 154.14(7) 2_656 . ? N2 CO1 CL1 124.535(11) . 2_656 ? N1 CO1 CL1 97.58(4) 2_656 2_656 ? N1 CO1 CL1 97.00(4) . 2_656 ? N2 CO1 CL1 124.535(11) . . ? N1 CO1 CL1 97.00(4) 2_656 . ? N1 CO1 CL1 97.58(4) . . ? CL1 CO1 CL1 110.93(2) 2_656 . ? 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 C1 N1 1.391(2) . ? C1 C2 1.398(2) . ? C1 C6 1.406(2) . ? C2 N3 1.342(2) . ? C2 H2 0.95 . ? C4 N3 1.349(2) . ? C4 C5 1.366(2) . ? C4 H4 0.95 . ? C5 C6 1.388(2) . ? C5 H5 0.95 . ? C6 H6 0.95 . ? C7 N3 1.474(2) . ? C7 H7A 0.98 . ? C7 H7B 0.98 . ? C7 H7C 0.98 . ? C8 O1 1.2446(19) . ? C8 N1 1.347(2) . ? C8 C9 1.513(2) . ? C9 N2 1.3374(17) . ? C9 C10 1.384(2) . ? C10 C11 1.387(2) . ? C10 H10 0.95 . ? C11 C10 1.387(2) 2_656 ? C11 H11 0.95 . ? N1 CO1 2.1848(12) . ? N2 C9 1.3374(17) 2_656 ? N2 CO1 2.0045(18) . ? O1W H1W 0.9500(10) . ? CL1 CO1 2.3302(4) . ? CO1 N1 2.1847(13) 2_656 ? CO1 CL1 2.3301(4) 2_656 ?