# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Q1071 #TrackingRef 'q1071.cif' #============================================================================== # 0. AUDIT DETAILS _audit_creation_date '2006-01-18 09:23:39' _audit_creation_method ; PLATON option (version :: 110805) SHELXL97-2 & Manual Editing ; _audit_update_record ; ? 2010-02-22 # Formatted by publCIF ; #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H18 N2 Ni O6' # Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' _chemical_formula_structural ? _chemical_formula_sum 'C8 H18 N2 Ni O6' _chemical_formula_iupac ? _chemical_formula_weight 296.93 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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' N N 0.0061 0.0033 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 21' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,1/2+y,-z _cell_length_a 7.5532(5) _cell_length_b 9.1933(6) _cell_length_c 8.2722(5) _cell_angle_alpha 90 _cell_angle_beta 100.225(1) _cell_angle_gamma 90 _cell_volume 565.29(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(1) _cell_measurement_reflns_used 3992 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 29.75 _cell_special_details ; The final unit cell was obtained from the xyz centroids of 3992 reflections after integration using the SAINT software package (Bruker, 2000). ; _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.09 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.744 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 312 _exptl_absorpt_coefficient_mu 1.735 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_process_details '(SADABS, (Bruker, 2001)' _exptl_absorpt_correction_T_min 0.7795 _exptl_absorpt_correction_T_max 0.8595 #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focus sealed Siemens Mo tube ' _diffrn_radiation_monochromator 'parallel mounted graphite' _diffrn_radiation_detector ; CCD area-detector ; _diffrn_measurement_device_type ; Bruker Smart Apex; CCD area detector ; _diffrn_measurement_method '\f and \w scans' _diffrn_special_details ; Crystal into the cold nitrogen stream of the low-temparature unit (KRYOFLEX, (Bruker, 2000)). ; _diffrn_detector_area_resol_mean 66.06 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? # number of measured reflections (redundant set) _diffrn_reflns_number 5182 _diffrn_reflns_av_R_equivalents 0.0155 _diffrn_reflns_av_sigmaI/netI 0.0274 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.74 _diffrn_reflns_theta_max 28.27 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_reduction_process ; Intensity data were corrected for Lorentz and polarization effects, decay and absorption and reduced to F~o~^2^ using SAINT (Bruker, 2000) and SADABS (Sheldrick, 2001) ; # number of unique reflections _reflns_number_total 2671 _reflns_number_gt 2596 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART, (Bruker, 2001)' _computing_cell_refinement 'SAINT, (Bruker, 2001)' _computing_data_reduction 'XPREP, (Bruker, 2001)' _computing_structure_solution ; SIR2004 (Burla et al., 2005) ; _computing_structure_refinement 'SHELXL-97, (Sheldrick, 1997)' _computing_molecular_graphics ; PLUTO (Meetsma, 2005) PLATON (Spek, 2003) ; _computing_publication_material 'PLATON (Spek, 2003)' #=============================================================================== # 8. REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0483P)^2^+0.0955P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary direct _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ; Flack, H.D. & Bernardinelli, G. (1999, 2000) ; _chemical_absolute_configuration ad _refine_ls_abs_structure_Flack -0.009(11) _refine_ls_number_reflns 2671 _refine_ls_number_parameters 226 _refine_ls_number_restraints 1 _refine_ls_number_constraints ? _refine_ls_R_factor_all 0.0278 _refine_ls_R_factor_gt 0.0270 _refine_ls_wR_factor_ref 0.0689 _refine_ls_wR_factor_gt 0.0685 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.470 _refine_diff_density_min -0.332 _refine_diff_density_rms 0.060 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags Ni Ni Uani 0.22589(3) 0.26991(3) 0.36142(3) 1.000 0.0085(1) . . O1 O Uani 0.4035(2) 0.10655(19) 0.3335(2) 1.000 0.0123(5) . . O2 O Uani 0.6792(2) 0.06366(19) 0.2817(2) 1.000 0.0126(4) . . O3 O Uani 0.0484(2) 0.4429(2) 0.3559(2) 1.000 0.0113(5) . . O4 O Uani -0.1203(2) 0.59987(19) 0.1877(2) 1.000 0.0130(4) . . O5 O Uani 0.0335(3) 0.1089(2) 0.3707(3) 1.000 0.0129(5) . . O6 O Uani 0.28236(19) 0.2710(4) 0.61566(17) 1.000 0.0126(4) . . N1 N Uani 0.4586(3) 0.3995(2) 0.3544(3) 1.000 0.0102(6) . . N2 N Uani 0.1701(3) 0.3048(2) 0.1043(2) 1.000 0.0093(5) . . C1 C Uani 0.5616(3) 0.1461(3) 0.3235(3) 1.000 0.0103(6) . . C2 C Uani 0.6172(3) 0.3013(2) 0.3758(3) 1.000 0.0093(6) . . C3 C Uani 0.7073(3) 0.2928(3) 0.5574(3) 1.000 0.0124(6) . . C4 C Uani 0.4257(3) 0.4713(3) 0.1917(3) 1.000 0.0109(6) . . C5 C Uani 0.3397(3) 0.3631(3) 0.0611(3) 1.000 0.0113(6) . . C6 C Uani -0.0197(3) 0.4908(3) 0.2136(3) 1.000 0.0105(6) . . C7 C Uani 0.0162(3) 0.4066(3) 0.0619(3) 1.000 0.0108(6) . . C8 C Uani -0.1550(3) 0.3249(3) -0.0136(3) 1.000 0.0154(6) . . H2 H Uiso 0.703(4) 0.339(3) 0.313(4) 1.000 0.006(6) . . H3 H Uiso 0.614(4) 0.257(5) 0.621(3) 1.000 0.018(7) . . H3' H Uiso 0.801(5) 0.227(4) 0.566(5) 1.000 0.036(11) . . H3" H Uiso 0.752(5) 0.373(5) 0.593(5) 1.000 0.024(9) . . H4 H Uiso 0.346(4) 0.548(3) 0.203(3) 1.000 0.006(6) . . H4' H Uiso 0.530(4) 0.510(4) 0.162(4) 1.000 0.020(8) . . H5 H Uiso 0.423(3) 0.284(4) 0.057(3) 1.000 0.016(7) . . H5' H Uiso 0.318(4) 0.420(3) -0.051(4) 1.000 0.011(7) . . H7 H Uiso 0.044(4) 0.472(3) -0.019(4) 1.000 0.012(7) . . H8 H Uiso -0.184(3) 0.253(4) 0.057(3) 1.000 0.010(6) . . H8' H Uiso -0.141(3) 0.273(5) -0.110(3) 1.000 0.019(6) . . H8" H Uiso -0.245(4) 0.391(4) -0.050(4) 1.000 0.021(8) . . H11 H Uiso 0.468(4) 0.458(4) 0.429(4) 1.000 0.024(9) . . H12 H Uiso 0.154(4) 0.230(4) 0.046(4) 1.000 0.018(9) . . H13 H Uiso 0.027(4) 0.065(4) 0.456(4) 1.000 0.017(8) . . H13' H Uiso -0.067(5) 0.109(4) 0.328(5) 1.000 0.032(10) . . H14 H Uiso 0.223(5) 0.219(4) 0.677(4) 1.000 0.022(9) . . H14' H Uiso 0.294(4) 0.338(4) 0.647(3) 1.000 0.008(8) . . 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 0.0089(1) 0.0087(1) 0.0082(1) 0.0008(1) 0.0027(1) 0.0005(1) O1 0.0114(8) 0.0093(9) 0.0165(8) 0.0011(7) 0.0036(7) 0.0003(6) O2 0.0116(7) 0.0126(8) 0.0137(7) -0.0023(6) 0.0028(6) 0.0010(6) O3 0.0121(8) 0.0122(9) 0.0097(8) 0.0000(7) 0.0020(6) 0.0008(7) O4 0.0144(7) 0.0117(8) 0.0134(7) -0.0003(6) 0.0035(6) 0.0039(6) O5 0.0092(8) 0.0145(10) 0.0150(9) 0.0035(7) 0.0023(7) -0.0016(7) O6 0.0169(7) 0.0117(8) 0.0098(6) -0.0008(10) 0.0040(5) -0.0023(9) N1 0.0132(10) 0.0100(10) 0.0073(9) -0.0001(7) 0.0018(7) 0.0014(7) N2 0.0103(8) 0.0087(11) 0.0090(8) -0.0011(6) 0.0017(7) 0.0005(6) C1 0.0116(9) 0.0113(11) 0.0075(9) 0.0022(8) 0.0001(8) -0.0001(8) C2 0.0089(8) 0.0079(12) 0.0116(9) -0.0002(7) 0.0030(7) 0.0001(7) C3 0.0127(9) 0.0111(14) 0.0123(9) -0.0021(8) -0.0004(7) 0.0004(8) C4 0.0120(10) 0.0102(11) 0.0105(9) 0.0010(8) 0.0021(8) 0.0000(8) C5 0.0109(9) 0.0128(11) 0.0106(9) 0.0001(8) 0.0031(8) -0.0001(8) C6 0.0104(9) 0.0092(10) 0.0125(10) -0.0012(8) 0.0041(8) -0.0020(8) C7 0.0113(9) 0.0117(11) 0.0093(9) 0.0001(8) 0.0019(7) 0.0020(7) C8 0.0138(10) 0.0181(12) 0.0134(10) -0.0043(9) -0.0004(9) 0.0021(8) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni O1 2.0539(17) . . yes Ni O3 2.0753(17) . . yes Ni O5 2.085(2) . . yes Ni O6 2.0704(14) . . yes Ni N1 2.133(2) . . yes Ni N2 2.1181(17) . . yes O1 C1 1.265(3) . . yes O2 C1 1.262(3) . . yes O3 C6 1.276(3) . . yes O4 C6 1.253(3) . . yes O5 H13' 0.78(4) . . no O5 H13 0.82(3) . . no O6 H14 0.88(4) . . no O6 H14' 0.67(4) . . no N1 C2 1.485(3) . . yes N1 C4 1.480(3) . . yes N2 C5 1.490(3) . . yes N2 C7 1.485(3) . . yes N1 H11 0.81(4) . . no N2 H12 0.84(4) . . no C1 C2 1.528(3) . . no C2 C3 1.537(3) . . no C4 C5 1.526(4) . . no C6 C7 1.539(4) . . no C7 C8 1.530(3) . . no C2 H2 0.96(3) . . no C3 H3 1.01(3) . . no C3 H3' 0.92(4) . . no C3 H3" 0.84(5) . . no C4 H4 0.94(3) . . no C4 H4' 0.94(3) . . no C5 H5 0.97(3) . . no C5 H5' 1.05(3) . . no C7 H7 0.95(3) . . no C8 H8 0.93(3) . . no C8 H8' 0.95(3) . . no C8 H8" 0.92(3) . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Ni O3 171.95(7) . . . yes O1 Ni O5 87.62(7) . . . yes O1 Ni O6 95.56(9) . . . yes O1 Ni N1 81.23(7) . . . yes O1 Ni N2 90.88(7) . . . yes O3 Ni O5 95.34(7) . . . yes O3 Ni O6 91.97(9) . . . yes O3 Ni N1 95.95(7) . . . yes O3 Ni N2 81.33(7) . . . yes O5 Ni O6 89.16(10) . . . yes O5 Ni N1 168.71(8) . . . yes O5 Ni N2 97.40(9) . . . yes O6 Ni N1 90.16(9) . . . yes O6 Ni N2 171.01(11) . . . yes N1 Ni N2 84.61(9) . . . yes Ni O1 C1 116.12(17) . . . yes Ni O3 C6 115.96(15) . . . yes H13 O5 H13' 101(4) . . . no Ni O5 H13 122(2) . . . no Ni O5 H13' 128(3) . . . no Ni O6 H14 124(2) . . . no Ni O6 H14' 113(2) . . . no H14 O6 H14' 109(3) . . . no Ni N1 C2 107.96(13) . . . yes Ni N1 C4 105.53(16) . . . yes C2 N1 C4 112.4(2) . . . yes Ni N2 C7 109.91(14) . . . yes Ni N2 C5 105.61(14) . . . yes C5 N2 C7 112.77(18) . . . yes Ni N1 H11 108(2) . . . no C2 N1 H11 111(2) . . . no C4 N1 H11 112(2) . . . no C5 N2 H12 102(2) . . . no C7 N2 H12 111(2) . . . no Ni N2 H12 116(2) . . . no O1 C1 O2 124.3(2) . . . yes O1 C1 C2 117.7(2) . . . yes O2 C1 C2 117.8(2) . . . yes N1 C2 C3 110.80(19) . . . yes C1 C2 C3 106.32(18) . . . no N1 C2 C1 111.01(19) . . . yes N1 C4 C5 109.6(2) . . . yes N2 C5 C4 109.93(19) . . . yes O3 C6 O4 124.5(2) . . . yes O4 C6 C7 116.9(2) . . . yes O3 C6 C7 118.6(2) . . . yes N2 C7 C8 110.9(2) . . . yes C6 C7 C8 108.75(19) . . . no N2 C7 C6 111.61(19) . . . yes N1 C2 H2 108.8(17) . . . no C1 C2 H2 111.1(17) . . . no C3 C2 H2 108.8(19) . . . no C2 C3 H3 107.3(15) . . . no C2 C3 H3' 108(3) . . . no C2 C3 H3" 112(3) . . . no H3 C3 H3' 110(3) . . . no H3 C3 H3" 112(4) . . . no H3' C3 H3" 107(4) . . . no N1 C4 H4 104.5(15) . . . no N1 C4 H4' 113(2) . . . no C5 C4 H4 111.0(17) . . . no C5 C4 H4' 110(2) . . . no H4 C4 H4' 109(3) . . . no N2 C5 H5 109.3(18) . . . no N2 C5 H5' 112.6(17) . . . no C4 C5 H5 108.5(16) . . . no C4 C5 H5' 106.3(16) . . . no H5 C5 H5' 110(2) . . . no N2 C7 H7 107.7(18) . . . no C6 C7 H7 110.4(18) . . . no C8 C7 H7 107.4(19) . . . no C7 C8 H8 111.6(15) . . . no C7 C8 H8' 112.1(16) . . . no C7 C8 H8" 109(2) . . . no H8 C8 H8' 104(3) . . . no H8 C8 H8" 116(3) . . . no H8' C8 H8" 104(3) . . . no 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 O5 Ni O1 C1 -178.65(18) . . . . no O6 Ni O1 C1 -89.73(18) . . . . no N1 Ni O1 C1 -0.43(17) . . . . no N2 Ni O1 C1 83.98(17) . . . . no O5 Ni O3 C6 -94.40(18) . . . . no O6 Ni O3 C6 176.26(18) . . . . no N1 Ni O3 C6 85.89(18) . . . . no N2 Ni O3 C6 2.29(17) . . . . no O1 Ni N1 C2 -13.78(16) . . . . no O1 Ni N1 C4 106.62(15) . . . . no O3 Ni N1 C2 173.82(16) . . . . no O3 Ni N1 C4 -65.78(15) . . . . no O6 Ni N1 C2 81.82(18) . . . . no O6 Ni N1 C4 -157.78(17) . . . . no N2 Ni N1 C2 -105.51(17) . . . . no N2 Ni N1 C4 14.89(15) . . . . no O1 Ni N2 C5 -67.10(15) . . . . no O1 Ni N2 C7 170.99(15) . . . . no O3 Ni N2 C5 110.88(15) . . . . no O3 Ni N2 C7 -11.04(15) . . . . no O5 Ni N2 C5 -154.81(15) . . . . no O5 Ni N2 C7 83.28(16) . . . . no N1 Ni N2 C5 14.00(15) . . . . no N1 Ni N2 C7 -107.91(16) . . . . no N2 Ni O5 H13 174(3) . . . . no N2 Ni O5 H13' -47(4) . . . . no O1 Ni O6 H14 -92(3) . . . . no O1 Ni O6 H14' 134(3) . . . . no O3 Ni O6 H14 91(3) . . . . no O3 Ni O6 H14' -43(3) . . . . no O5 Ni O6 H14 -4(3) . . . . no O5 Ni O6 H14' -139(3) . . . . no N1 Ni O6 H14 -173(3) . . . . no N1 Ni O6 H14' 53(3) . . . . no O1 Ni N1 H11 -134(2) . . . . no O3 Ni N1 H11 54(2) . . . . no O6 Ni N1 H11 -38(2) . . . . no N2 Ni N1 H11 135(2) . . . . no O1 Ni N2 H12 45(2) . . . . no O3 Ni N2 H12 -138(2) . . . . no O5 Ni N2 H12 -43(2) . . . . no N1 Ni N2 H12 126(2) . . . . no O1 Ni O5 H13 83(3) . . . . no O1 Ni O5 H13' -137(4) . . . . no O3 Ni O5 H13 -104(3) . . . . no O3 Ni O5 H13' 35(4) . . . . no O6 Ni O5 H13 -12(3) . . . . no O6 Ni O5 H13' 127(4) . . . . no Ni O1 C1 O2 -168.82(19) . . . . no Ni O1 C1 C2 15.2(3) . . . . no Ni O3 C6 C7 7.3(3) . . . . no Ni O3 C6 O4 -175.40(19) . . . . no Ni N1 C2 C1 24.1(2) . . . . no Ni N1 C2 C3 -93.84(18) . . . . no C4 N1 C2 C3 150.2(2) . . . . no Ni N1 C4 C5 -41.2(2) . . . . no C4 N1 C2 C1 -91.9(2) . . . . no C2 N1 C4 C5 76.3(2) . . . . no Ni N2 C5 C4 -40.6(2) . . . . no C7 N2 C5 C4 79.5(2) . . . . no Ni N2 C7 C6 17.1(2) . . . . no Ni N2 C7 C8 -104.33(18) . . . . no C5 N2 C7 C6 -100.5(2) . . . . no C5 N2 C7 C8 138.1(2) . . . . no O1 C1 C2 C3 93.4(2) . . . . no O1 C1 C2 N1 -27.2(3) . . . . no O2 C1 C2 C3 -82.9(3) . . . . no O2 C1 C2 N1 156.5(2) . . . . no N1 C4 C5 N2 57.2(3) . . . . no O3 C6 C7 N2 -16.8(3) . . . . no O4 C6 C7 C8 -71.7(3) . . . . no O3 C6 C7 C8 105.8(2) . . . . no O4 C6 C7 N2 165.7(2) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Ni O2 3.9713(17) . 2_656 no Ni H3 3.31(3) . . no Ni H8 3.63(2) . . no Ni H3" 3.67(5) . 2_646 no O1 O5 2.865(3) . . no O1 O6 3.054(3) . . no O1 N1 2.726(3) . . no O1 N2 2.973(3) . . no O1 C2 2.394(3) . . no O1 C5 3.238(3) . . no O1 N1 3.228(3) . 2_646 no O1 C3 3.179(3) . 2_646 no O2 Ni 3.9713(17) . 2_646 no O2 C5 3.364(3) . 2_645 no O2 O6 2.821(4) . 2_646 no O2 O5 2.679(3) . 1_655 no O3 O5 3.076(3) . . no O3 O5 2.885(3) . 2_556 no O3 C4 3.378(3) . . no O3 C7 2.424(3) . . no O3 N2 2.733(2) . . no O3 N1 3.126(3) . . no O3 O6 2.982(3) . . no O4 N2 3.034(2) . 2_555 no O4 C5 3.410(3) . 2_555 no O4 O6 2.707(3) . 2_556 no O5 O2 2.679(3) . 1_455 no O5 O3 2.885(3) . 2_546 no O5 O6 2.917(3) . . no O5 O3 3.076(3) . . no O5 O1 2.865(3) . . no O5 N2 3.158(3) . . no O6 O3 2.982(3) . . no O6 N1 2.977(3) . . no O6 O4 2.707(3) . 2_546 no O6 O5 2.917(3) . . no O6 O2 2.821(4) . 2_656 no O6 C3 3.335(3) . . no O6 O1 3.054(3) . . no O1 H3" 2.57(4) . 2_646 no O1 H5 2.83(3) . . no O1 H11 2.45(3) . 2_646 no O2 H13' 1.93(4) . 1_655 no O2 H14' 2.16(4) . 2_646 no O2 H5' 2.32(3) . 2_645 no O2 H8 2.87(3) . 1_655 no O2 H3' 2.80(4) . . no O2 H13 2.76(3) . 1_655 no O3 H3' 2.88(4) . 2_656 no O3 H2 2.74(3) . 1_455 no O3 H13 2.08(3) . 2_556 no O4 H14 1.83(4) . 2_556 no O4 H8" 2.79(3) . . no O4 H4' 2.74(3) . 1_455 no O4 H8' 2.70(3) . 2_555 no O4 H12 2.25(3) . 2_555 no O5 H14 2.87(3) . . no O5 H3" 2.69(4) . 2_646 no O5 H3' 2.81(4) . 1_455 no O6 H13 2.85(3) . . no O6 H3 2.50(3) . . no O6 H11 2.84(3) . . no N1 O1 2.726(3) . . no N1 O3 3.126(3) . . no N1 O6 2.977(3) . . no N1 N2 2.861(3) . . no N1 C1 2.484(3) . . no N1 C5 2.456(3) . . no N1 O1 3.228(3) . 2_656 no N2 O1 2.973(3) . . no N2 O3 2.733(2) . . no N2 O5 3.158(3) . . no N2 N1 2.861(3) . . no N2 C4 2.469(3) . . no N2 C6 2.501(3) . . no N2 O4 3.034(2) . 2_545 no C1 C5 3.195(4) . . no C3 C8 3.529(3) . 1_656 no C3 O1 3.179(3) . 2_656 no C3 O6 3.335(3) . . no C4 C6 3.406(3) . . no C5 O4 3.410(3) . 2_545 no C5 C1 3.195(4) . . no C5 O2 3.364(3) . 2_655 no C6 C4 3.406(3) . . no C8 C3 3.529(3) . 1_454 no C1 H5 2.60(3) . . no C1 H14' 3.03(4) . 2_646 no C1 H11 2.72(3) . 2_646 no C1 H13' 2.82(4) . 1_655 no C2 H13' 3.05(4) . 1_655 no C2 H5 2.79(2) . . no C3 H8' 2.79(2) . 1_656 no C3 H4 3.07(3) . 2_646 no C4 H3 3.09(4) . 2_656 no C4 H7 3.09(3) . . no C6 H4 2.83(3) . . no C6 H8' 3.05(4) . 2_555 no C6 H2 2.76(3) . 1_455 no C6 H14 2.84(4) . 2_556 no C6 H13 2.83(3) . 2_556 no C7 H4 2.87(3) . . no C8 H2 3.08(3) . 1_455 no H2 O3 2.74(3) . 1_655 no H2 C6 2.76(3) . 1_655 no H2 C8 3.08(3) . 1_655 no H2 H4' 2.27(5) . . no H2 H8 2.55(4) . 1_655 no H3 Ni 3.31(3) . . no H3 O6 2.50(3) . . no H3 H11 2.56(5) . . no H3 H14' 2.57(4) . . no H3 C4 3.09(4) . 2_646 no H3 H4 2.40(5) . 2_646 no H3' O2 2.80(4) . . no H3' O5 2.81(4) . 1_655 no H3' H13 2.55(5) . 1_655 no H3' H13' 2.60(6) . 1_655 no H3' O3 2.88(4) . 2_646 no H3" H11 2.45(5) . . no H3" Ni 3.67(5) . 2_656 no H3" O1 2.57(4) . 2_656 no H3" O5 2.69(4) . 2_656 no H3" H13 2.51(5) . 2_656 no H4 C6 2.83(3) . . no H4 C7 2.87(3) . . no H4 C3 3.07(3) . 2_656 no H4 H3 2.40(5) . 2_656 no H4' O4 2.74(3) . 1_655 no H4' H2 2.27(5) . . no H5 O1 2.83(3) . . no H5 C1 2.60(3) . . no H5 C2 2.79(2) . . no H5' H7 2.19(4) . . no H5' H14' 2.59(4) . 1_554 no H5' O2 2.32(3) . 2_655 no H7 C4 3.09(3) . . no H7 H5' 2.19(4) . . no H8 Ni 3.63(2) . . no H8 O2 2.87(3) . 1_455 no H8 H2 2.55(4) . 1_455 no H8 H12 2.58(4) . . no H8' C3 2.79(2) . 1_454 no H8' H12 2.40(4) . . no H8' O4 2.70(3) . 2_545 no H8' C6 3.05(4) . 2_545 no H8" O4 2.79(3) . . no H11 H3 2.56(5) . . no H11 H3" 2.45(5) . . no H11 O1 2.45(3) . 2_656 no H11 C1 2.72(3) . 2_656 no H12 H8 2.58(4) . . no H12 H8' 2.40(4) . . no H12 O4 2.25(3) . 2_545 no H13 O2 2.76(3) . 1_455 no H13 H3' 2.55(5) . 1_455 no H13 H14 2.57(5) . . no H13 O3 2.08(3) . 2_546 no H13 C6 2.83(3) . 2_546 no H13 H3" 2.51(5) . 2_646 no H13' O2 1.93(4) . 1_455 no H13' C1 2.82(4) . 1_455 no H13' C2 3.05(4) . 1_455 no H13' H3' 2.60(6) . 1_455 no H14 H13 2.57(5) . . no H14 O4 1.83(4) . 2_546 no H14 C6 2.84(4) . 2_546 no H14' H3 2.57(4) . . no H14' H5' 2.59(4) . 1_556 no H14' O2 2.16(4) . 2_656 no H14' C1 3.03(4) . 2_656 no 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 # #D H A D - H H...A D...A D - H...A symm(A) # N1 H11 O1 0.81(4) 2.45(3) 3.228(3) 162(3) 2_656 yes N2 H12 O4 0.84(4) 2.25(3) 3.034(2) 156(3) 2_545 yes O5 H13 O3 0.82(3) 2.08(3) 2.885(3) 167(3) 2_546 yes O5 H13' O2 0.78(4) 1.93(4) 2.679(3) 161(4) 1_455 yes O6 H14 O4 0.88(4) 1.83(4) 2.707(3) 174(4) 2_546 yes O6 H14' O2 0.67(4) 2.16(4) 2.821(4) 173(3) 2_656 yes C3 H3 O6 1.01(3) 2.50(3) 3.335(3) 140(2) . yes C3 H3" O1 0.84(5) 2.57(4) 3.179(3) 130(3) 2_656 yes C5 H5' O2 1.05(3) 2.32(3) 3.364(3) 170(2) 2_655 yes # Loop Mechanism for Extra Tables(s) #loop_ #_publ_manuscript_incl_extra_item #'_geom_extra_tableA_col_1' #'_geom_extra_tableA_col_2' #'_geom_extra_tableA_col_3' #'_geom_extra_table_head_A' #'_geom_table_footnote_A' #'_geom_extra_tableB_col_1' #'_geom_extra_tableB_col_2' #'_geom_extra_tableB_col_3' #'_geom_extra_table_head_B' #'_geom_table_footnote_B' # #loop_ #_geom_extra_tableA_col_1 #_geom_extra_tableA_col_2 #_geom_extra_tableA_col_3 # ? ? ? # #loop_ #_geom_extra_tableB_col_1 #_geom_extra_tableB_col_2 #_geom_extra_tableB_col_3 # ? ? ? # #_geom_table_footnote_A #; # ? #; # #_geom_table_footnote_B #; # ? #; # #_geom_table_footnote_A #; # ? #; # #_geom_table_footnote_B #; # ? #; #===END of Crystallographic Information File _database_code_depnum_ccdc_archive 'CCDC 932753'