# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'Elena Rybak-Akimova' 'A.S Filatov' 'Bruce Foxman' 'Michael Shatruk' 'Jeffrey P Wikstrom' _publ_contact_author_name 'Elena Rybak-Akimova' _publ_contact_author_email ELENA.RYBAK-AKIMOVA@TUFTS.EDU _publ_section_title ; Carbonate formation within a nickel dimer: synthesis of coordinatively unsaturated bis(?-hydroxo) dinickel complex and its reactivity toward carbon dioxide ; # Attachment 'all.cif' data_1*3H2O _database_code_depnum_ccdc_archive 'CCDC 744073' _audit_creation_method SHELXL-97 _chemical_name_systematic ; bis(2-pyridylmethyl)tert-butylamine) nickel perchlorate trihydrate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H27 N3 Ni O3, 2(Cl O4)' _chemical_formula_sum 'C16 H27 Cl2 N3 Ni O11' _chemical_formula_weight 567.02 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' Cl Cl 0.1484 0.1585 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' _symmetry_space_group_name_Hall '-P 2ybc ' _symmetry_int_tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.8012(9) _cell_length_b 15.5553(14) _cell_length_c 15.5001(14) _cell_angle_alpha 90.00 _cell_angle_beta 99.3400(10) _cell_angle_gamma 90.00 _cell_volume 2331.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7682 _cell_measurement_theta_min 2.4798 _cell_measurement_theta_max 28.2756 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.615 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 1.122 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Bruker-AXS, 2003) ; _exptl_absorpt_correction_T_min 0.7667 _exptl_absorpt_correction_T_max 0.9156 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area-detector' _diffrn_measurement_method '0.30\% \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20053 _diffrn_reflns_av_R_equivalents 0.0282 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 28.28 _diffrn_measured_fraction_theta_max 0.940 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _reflns_number_total 5445 _reflns_number_gt 5038 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART Ver. 5.622 (Bruker-AXS, 2003)' _computing_cell_refinement 'SAINT Ver. 6.22 (Bruker-AXS, 2003)' _computing_data_reduction 'SAINT Ver. 6.22' _computing_structure_solution 'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)' _computing_structure_refinement 'SHELXTL Ver. 6.14' _computing_molecular_graphics 'SHELXTL Ver. 6.14' _computing_publication_material 'SHELXTL Ver. 6.14' _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^)+(0.0452P)^2^+1.4514P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5445 _refine_ls_number_parameters 355 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0347 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0875 _refine_ls_wR_factor_gt 0.0853 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.042 _refine_diff_density_max 0.539 _refine_diff_density_min -0.666 _refine_diff_density_rms 0.062 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.27786(2) 0.814437(13) 0.563448(13) 0.02157(8) Uani 1 1 d . . . N1 N 0.43103(14) 0.78453(9) 0.49186(9) 0.0252(3) Uani 1 1 d . . . N2 N 0.25486(14) 0.67524(9) 0.55237(9) 0.0231(3) Uani 1 1 d . . . N3 N 0.12527(14) 0.81327(9) 0.45843(9) 0.0235(3) Uani 1 1 d . . . C1 C 0.48823(19) 0.83565(13) 0.43730(12) 0.0321(4) Uani 1 1 d . . . H1 H 0.4534 0.8923 0.4264 0.039 Uiso 1 1 calc R . . C2 C 0.5958(2) 0.80826(15) 0.39679(16) 0.0448(5) Uani 1 1 d . . . H2 H 0.6338 0.8452 0.3581 0.054 Uiso 1 1 calc R . . C3 C 0.6471(2) 0.72630(16) 0.41346(18) 0.0509(6) Uani 1 1 d . . . H3 H 0.7225 0.7066 0.3872 0.061 Uiso 1 1 calc R . . C4 C 0.5884(2) 0.67313(13) 0.46856(15) 0.0382(4) Uani 1 1 d . . . H4 H 0.6225 0.6165 0.4807 0.046 Uiso 1 1 calc R . . C5 C 0.47887(17) 0.70395(11) 0.50587(11) 0.0261(3) Uani 1 1 d . . . C6 C 0.40270(17) 0.64778(11) 0.56110(11) 0.0267(3) Uani 1 1 d . . . H6A H 0.4073 0.5872 0.5424 0.032 Uiso 1 1 calc R . . H6B H 0.4470 0.6518 0.6231 0.032 Uiso 1 1 calc R . . C7 C 0.17937(19) 0.62307(11) 0.61440(12) 0.0294(4) Uani 1 1 d . . . C8 C 0.2370(2) 0.64631(14) 0.70919(12) 0.0361(4) Uani 1 1 d . . . H8A H 0.1869 0.6142 0.7486 0.054 Uiso 1 1 calc R . . H8B H 0.2256 0.7081 0.7180 0.054 Uiso 1 1 calc R . . H8C H 0.3354 0.6315 0.7218 0.054 Uiso 1 1 calc R . . C9 C 0.1977(2) 0.52566(12) 0.60259(14) 0.0407(5) Uani 1 1 d . . . H9A H 0.2947 0.5101 0.6220 0.061 Uiso 1 1 calc R . . H9B H 0.1709 0.5106 0.5408 0.061 Uiso 1 1 calc R . . H9C H 0.1392 0.4943 0.6375 0.061 Uiso 1 1 calc R . . C10 C 0.02499(19) 0.64535(13) 0.59547(14) 0.0365(4) Uani 1 1 d . . . H10A H -0.0228 0.6170 0.6385 0.055 Uiso 1 1 calc R . . H10B H -0.0143 0.6256 0.5366 0.055 Uiso 1 1 calc R . . H10C H 0.0133 0.7078 0.5991 0.055 Uiso 1 1 calc R . . C11 C 0.18969(17) 0.66207(11) 0.45900(11) 0.0256(3) Uani 1 1 d . . . H11A H 0.1333 0.6090 0.4549 0.031 Uiso 1 1 calc R . . H11B H 0.2637 0.6534 0.4233 0.031 Uiso 1 1 calc R . . C12 C 0.09935(17) 0.73572(11) 0.42104(11) 0.0245(3) Uani 1 1 d . . . C13 C -0.00056(18) 0.72440(13) 0.34746(11) 0.0294(4) Uani 1 1 d . . . H13 H -0.0180 0.6690 0.3223 0.035 Uiso 1 1 calc R . . C14 C -0.07438(19) 0.79520(14) 0.31126(12) 0.0336(4) Uani 1 1 d . . . H14 H -0.1424 0.7890 0.2605 0.040 Uiso 1 1 calc R . . C15 C -0.04799(19) 0.87497(13) 0.34986(12) 0.0332(4) Uani 1 1 d . . . H15 H -0.0973 0.9244 0.3261 0.040 Uiso 1 1 calc R . . C16 C 0.05147(17) 0.88139(12) 0.42367(12) 0.0281(3) Uani 1 1 d . . . H16 H 0.0684 0.9359 0.4509 0.034 Uiso 1 1 calc R . . Cl1 Cl 0.77138(4) 0.90099(3) 0.63132(3) 0.02980(10) Uani 1 1 d . . . O1 O 0.85675(16) 0.88371(13) 0.56608(11) 0.0521(4) Uani 1 1 d . . . O2 O 0.8568(2) 0.93613(12) 0.70588(11) 0.0585(5) Uani 1 1 d . . . O3 O 0.70823(16) 0.82272(11) 0.65273(15) 0.0605(5) Uani 1 1 d . . . O4 O 0.66409(16) 0.96071(10) 0.59522(11) 0.0461(4) Uani 1 1 d . . . Cl2 Cl 0.33068(5) 0.99888(4) 0.80902(3) 0.03959(12) Uani 1 1 d . . . O5X O 0.4275(5) 0.9789(4) 0.7524(4) 0.1028(19) Uani 0.60 1 d P A 1 O6X O 0.3166(3) 1.09486(18) 0.7982(2) 0.0647(10) Uani 0.60 1 d P A 1 O7X O 0.3922(4) 0.9866(2) 0.8959(2) 0.0625(11) Uani 0.60 1 d P A 1 O8X O 0.1907(8) 0.9625(4) 0.7803(6) 0.0345(12) Uani 0.60 1 d P A 1 O5Y O 0.4090(5) 0.9128(3) 0.8218(3) 0.0627(13) Uani 0.40 1 d P A 2 O6Y O 0.3685(6) 1.0360(5) 0.7406(4) 0.0721(16) Uani 0.40 1 d P A 2 O7Y O 0.3327(6) 1.0302(5) 0.8899(4) 0.077(2) Uani 0.40 1 d P A 2 O8Y O 0.2071(17) 0.9595(10) 0.7875(11) 0.071(4) Uani 0.40 1 d P A 2 O9 O 0.31394(17) 0.94917(9) 0.56046(10) 0.0387(3) Uani 1 1 d D . . H17A H 0.316(3) 0.9822(15) 0.5161(14) 0.046 Uiso 1 1 d D . . H17B H 0.364(2) 0.9711(16) 0.6024(14) 0.046 Uiso 1 1 d D . . O10 O 0.42953(13) 0.81268(9) 0.67522(9) 0.0306(3) Uani 1 1 d D . . H18A H 0.5118(18) 0.8178(14) 0.6636(15) 0.037 Uiso 1 1 d D . . H18B H 0.424(2) 0.8483(13) 0.7161(13) 0.037 Uiso 1 1 d D . . O11 O 0.13485(13) 0.84547(9) 0.64422(9) 0.0312(3) Uani 1 1 d D . . H19A H 0.155(2) 0.8814(13) 0.6857(13) 0.037 Uiso 1 1 d D . . H19B H 0.0524(18) 0.8588(15) 0.6193(14) 0.037 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 Ni1 0.01957(12) 0.02275(12) 0.02225(12) -0.00107(7) 0.00299(8) 0.00126(7) N1 0.0234(7) 0.0263(7) 0.0260(7) 0.0013(6) 0.0041(5) 0.0005(5) N2 0.0229(6) 0.0232(7) 0.0242(7) 0.0015(5) 0.0071(5) 0.0008(5) N3 0.0217(6) 0.0254(7) 0.0236(7) -0.0009(5) 0.0038(5) 0.0016(5) C1 0.0311(9) 0.0328(9) 0.0335(9) 0.0039(7) 0.0087(7) -0.0024(7) C2 0.0433(12) 0.0464(12) 0.0508(13) 0.0068(9) 0.0256(10) -0.0045(9) C3 0.0394(11) 0.0518(13) 0.0701(16) 0.0006(12) 0.0346(11) 0.0030(10) C4 0.0297(9) 0.0376(10) 0.0509(12) 0.0008(9) 0.0174(9) 0.0067(8) C5 0.0227(8) 0.0290(8) 0.0273(8) 0.0008(6) 0.0056(6) 0.0023(6) C6 0.0262(8) 0.0260(8) 0.0288(8) 0.0034(6) 0.0076(6) 0.0052(6) C7 0.0331(9) 0.0266(8) 0.0311(9) 0.0017(7) 0.0132(7) -0.0035(7) C8 0.0416(10) 0.0404(10) 0.0289(9) 0.0039(8) 0.0135(8) -0.0023(8) C9 0.0566(13) 0.0262(9) 0.0431(11) 0.0040(8) 0.0196(10) -0.0051(8) C10 0.0309(9) 0.0383(10) 0.0434(11) -0.0036(8) 0.0151(8) -0.0078(8) C11 0.0262(8) 0.0252(8) 0.0263(8) -0.0038(6) 0.0069(6) -0.0004(6) C12 0.0225(7) 0.0291(8) 0.0230(7) -0.0012(6) 0.0075(6) -0.0013(6) C13 0.0265(8) 0.0370(9) 0.0247(8) -0.0044(7) 0.0046(6) -0.0076(7) C14 0.0250(8) 0.0500(11) 0.0247(8) 0.0039(8) 0.0003(7) -0.0051(8) C15 0.0264(8) 0.0401(10) 0.0322(9) 0.0087(8) 0.0019(7) 0.0036(7) C16 0.0251(8) 0.0293(8) 0.0298(8) 0.0017(7) 0.0042(7) 0.0032(6) Cl1 0.0250(2) 0.0327(2) 0.0320(2) 0.00351(16) 0.00562(16) 0.00326(15) O1 0.0350(8) 0.0826(13) 0.0406(8) -0.0059(8) 0.0117(7) 0.0080(8) O2 0.0675(11) 0.0620(11) 0.0404(9) -0.0138(8) -0.0081(8) 0.0088(9) O3 0.0314(8) 0.0469(9) 0.1038(15) 0.0315(9) 0.0130(9) 0.0021(7) O4 0.0407(8) 0.0464(9) 0.0519(9) 0.0157(7) 0.0093(7) 0.0153(7) Cl2 0.0370(2) 0.0531(3) 0.0272(2) -0.00046(19) 0.00086(18) 0.0009(2) O5X 0.078(3) 0.122(4) 0.123(4) -0.080(4) 0.059(3) -0.042(3) O6X 0.0612(18) 0.0342(14) 0.084(2) 0.0152(14) -0.0322(17) -0.0093(13) O7X 0.070(2) 0.059(2) 0.0473(18) 0.0248(16) -0.0239(17) -0.0296(17) O8X 0.0318(18) 0.032(2) 0.037(3) -0.0059(17) -0.0034(16) -0.0036(15) O5Y 0.058(3) 0.082(3) 0.047(2) 0.008(2) 0.006(2) 0.033(2) O6Y 0.062(3) 0.092(4) 0.064(3) 0.038(3) 0.016(3) -0.019(3) O7Y 0.057(3) 0.110(5) 0.066(4) -0.061(4) 0.014(3) -0.032(3) O8Y 0.081(8) 0.099(8) 0.031(4) 0.003(4) -0.003(5) -0.038(5) O9 0.0553(9) 0.0271(7) 0.0320(7) -0.0001(5) 0.0019(6) -0.0062(6) O10 0.0227(6) 0.0407(7) 0.0277(6) -0.0011(5) 0.0022(5) -0.0004(5) O11 0.0250(6) 0.0376(7) 0.0312(7) -0.0094(5) 0.0050(5) 0.0033(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N3 2.0240(15) . yes Ni1 N1 2.0597(14) . yes Ni1 O11 2.0819(13) . yes Ni1 O10 2.0919(13) . yes Ni1 O9 2.1273(14) . yes Ni1 N2 2.1808(14) . yes N1 C5 1.343(2) . yes N1 C1 1.347(2) . yes N2 C6 1.496(2) . yes N2 C11 1.498(2) . yes N2 C7 1.537(2) . yes N3 C12 1.345(2) . yes N3 C16 1.345(2) . yes C1 C2 1.379(3) . yes C1 H1 0.9500 . ? C2 C3 1.380(3) . yes C2 H2 0.9500 . ? C3 C4 1.380(3) . yes C3 H3 0.9500 . ? C4 C5 1.385(2) . yes C4 H4 0.9500 . ? C5 C6 1.504(2) . yes C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.529(3) . yes C7 C10 1.534(3) . yes C7 C9 1.540(3) . yes C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.508(2) . yes C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.389(2) . yes C13 C14 1.385(3) . yes C13 H13 0.9500 . ? C14 C15 1.384(3) . yes C14 H14 0.9500 . ? C15 C16 1.381(3) . yes C15 H15 0.9500 . ? C16 H16 0.9500 . ? Cl1 O2 1.4216(17) . ? Cl1 O3 1.4290(16) . ? Cl1 O1 1.4386(16) . ? Cl1 O4 1.4460(15) . ? O9 H17A 0.860(17) . ? O9 H17B 0.822(17) . ? O10 H18A 0.858(16) . ? O10 H18B 0.851(16) . ? O11 H19A 0.849(16) . ? O11 H19B 0.863(16) . ? 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 N3 Ni1 N1 94.17(6) . . yes N3 Ni1 O11 90.23(6) . . yes N1 Ni1 O11 175.59(5) . . yes N3 Ni1 O10 177.39(5) . . yes N1 Ni1 O10 87.77(6) . . yes O11 Ni1 O10 87.84(5) . . yes N3 Ni1 O9 95.46(6) . . yes N1 Ni1 O9 94.16(6) . . yes O11 Ni1 O9 85.13(6) . . yes O10 Ni1 O9 86.13(6) . . yes N3 Ni1 N2 82.78(5) . . yes N1 Ni1 N2 78.95(5) . . yes O11 Ni1 N2 101.92(5) . . yes O10 Ni1 N2 95.90(5) . . yes O9 Ni1 N2 172.71(6) . . yes C5 N1 C1 118.83(15) . . yes C5 N1 Ni1 112.91(11) . . yes C1 N1 Ni1 128.22(13) . . yes C6 N2 C11 107.66(12) . . yes C6 N2 C7 110.50(13) . . yes C11 N2 C7 111.04(13) . . yes C6 N2 Ni1 100.97(10) . . yes C11 N2 Ni1 103.55(10) . . yes C7 N2 Ni1 121.95(10) . . yes C12 N3 C16 118.84(15) . . yes C12 N3 Ni1 114.71(11) . . yes C16 N3 Ni1 126.45(12) . . yes N1 C1 C2 122.01(18) . . yes N1 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? C1 C2 C3 118.88(19) . . yes C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C2 C3 C4 119.57(19) . . yes C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C3 C4 C5 118.71(19) . . yes C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? N1 C5 C4 121.95(17) . . yes N1 C5 C6 116.21(14) . . yes C4 C5 C6 121.78(16) . . yes N2 C6 C5 110.22(13) . . yes N2 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? N2 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? C8 C7 C10 109.23(15) . . yes C8 C7 N2 109.64(14) . . yes C10 C7 N2 108.74(15) . . yes C8 C7 C9 108.34(16) . . yes C10 C7 C9 109.28(16) . . yes N2 C7 C9 111.58(14) . . yes C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C12 113.85(13) . . yes N2 C11 H11A 108.8 . . ? C12 C11 H11A 108.8 . . ? N2 C11 H11B 108.8 . . ? C12 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? N3 C12 C13 121.78(16) . . yes N3 C12 C11 117.10(15) . . yes C13 C12 C11 121.01(16) . . yes C14 C13 C12 118.95(17) . . yes C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? C15 C14 C13 119.28(17) . . yes C15 C14 H14 120.4 . . ? C13 C14 H14 120.4 . . ? C16 C15 C14 118.71(17) . . yes C16 C15 H15 120.6 . . ? C14 C15 H15 120.6 . . ? N3 C16 C15 122.42(17) . . yes N3 C16 H16 118.8 . . ? C15 C16 H16 118.8 . . ? O2 Cl1 O3 111.03(13) . . ? O2 Cl1 O1 108.09(11) . . ? O3 Cl1 O1 109.10(12) . . ? O2 Cl1 O4 111.27(11) . . ? O3 Cl1 O4 108.78(10) . . ? O1 Cl1 O4 108.51(10) . . ? ###---END #4. 1*2acetonitrile*1H2O data_1*CH3CN*H2O _database_code_depnum_ccdc_archive 'CCDC 744074' _audit_creation_date 09-05-20 _audit_creation_method CRYSTALS_ver_12.86 _oxford_structure_analysis_title 'tufts in Pbca' _chemical_name_systematic ; bis(2-pyridylmethyl)tert-butylamine) nickel perchlorate monohydrate diacetonotrile ; _chemical_melting_point ? _cell_length_a 10.686(2) _cell_length_b 14.934(3) _cell_length_c 32.606(7) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 5203.4(18) _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c a ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,z x+1/2,-y+1/2,-z x,-y+1/2,z+1/2 -x,y+1/2,-z+1/2 -x+1/2,-y,z+1/2 x+1/2,y,-z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421 1.0341 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 8 # Given Formula = C20 H29 Cl2 N5 Ni1 O9 # Dc = 1.57 Fooo = 2544.00 Mu = 10.09 M = 613.09 # Found Formula = C20 H29 Cl2 N5 Ni1 O9 # Dc = 1.57 FOOO = 2544.00 Mu = 10.09 M = 613.09 _chemical_formula_sum 'C20 H29 Cl2 N5 Ni1 O9' _chemical_formula_moiety 'C20 H29 Cl2 N5 Ni1 O9' _chemical_compound_source ? _chemical_formula_weight 613.09 _cell_measurement_reflns_used 9335 _cell_measurement_theta_min 5 _cell_measurement_theta_max 30 _cell_measurement_temperature 120 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_min 0.20 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_max 0.41 _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 2544 _exptl_absorpt_coefficient_mu 1.009 # Sheldrick geometric approximatio 0.70 0.82 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_process_details 'Apex2 (Bruker AXS, 2006)' _exptl_absorpt_correction_T_min 0.70 _exptl_absorpt_correction_T_max 0.82 _diffrn_measurement_device 'Bruker Kappa Apex2' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method '\f & \w scans' # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'Apex2 (Bruker AXS, 2006)' _computing_cell_refinement 'Apex2 (Bruker AXS, 2006)' _computing_data_reduction 'Apex2 (Bruker AXS, 2006)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 120 _diffrn_reflns_number 37457 _reflns_number_total 7474 _diffrn_reflns_av_R_equivalents 0.038 # Number of reflections with Friedels Law is 7474 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 7603 _diffrn_reflns_theta_min 5.053 _diffrn_reflns_theta_max 30.020 _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 30.020 _diffrn_measured_fraction_theta_full 0.983 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_limit_l_max 45 _reflns_limit_h_min 0 _reflns_limit_h_max 15 _reflns_limit_k_min 0 _reflns_limit_k_max 20 _reflns_limit_l_min 0 _reflns_limit_l_max 45 _oxford_diffrn_Wilson_B_factor 1.37 _oxford_diffrn_Wilson_scale 9.30 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.63 _refine_diff_density_max 1.08 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 7474 _refine_ls_number_restraints 14 _refine_ls_number_parameters 467 _oxford_refine_ls_R_factor_ref 0.0463 _refine_ls_wR_factor_ref 0.0845 _refine_ls_goodness_of_fit_ref 0.9735 _refine_ls_shift/su_max 0.013964 # The values computed from all data _oxford_reflns_number_all 7474 _refine_ls_R_factor_all 0.0463 _refine_ls_wR_factor_all 0.0845 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 6214 _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_gt 0.0803 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment mixed # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.04P)^2^ + 5.65P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. Bruker Analytical X-ray Systems, Inc., 2006. Apex2, Version 2 User Manual, M86-E01078, Madison, WI. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Ni1 Ni 0.984705(18) 0.511437(15) 0.640724(6) 0.0134 1.0000 Uani . . . . . . . Cl1 Cl 0.40588(4) 0.38181(3) 0.542132(13) 0.0198 1.0000 Uani . . . . . . . Cl2 Cl 0.37808(4) 0.62397(3) 0.704453(13) 0.0228 1.0000 Uani . . . . . . . O1 O 1.02112(14) 0.59353(11) 0.69135(4) 0.0264 1.0000 Uani D . . . . . . O2 O 0.47921(14) 0.42670(11) 0.57327(5) 0.0330 1.0000 Uani . . . . . . . O3 O 0.48682(16) 0.34861(12) 0.51051(5) 0.0399 1.0000 Uani . . . . . . . O4 O 0.33898(14) 0.30771(10) 0.56071(5) 0.0326 1.0000 Uani . . . . . . . O5 O 0.31666(15) 0.44362(11) 0.52527(5) 0.0369 1.0000 Uani . . . . . . . O6 O 0.4066(2) 0.5776(2) 0.66635(8) 0.0324 0.700(4) Uani . . P 1 1 . . O7 O 0.4774(2) 0.68212(18) 0.71598(9) 0.0396 0.700(4) Uani . . P 1 1 . . O8 O 0.2614(2) 0.6654(2) 0.70412(11) 0.0542 0.700(4) Uani . . P 1 1 . . O9 O 0.3762(3) 0.55016(17) 0.73591(6) 0.0431 0.700(4) Uani . . P 1 1 . . O61 O 0.3990(7) 0.5562(5) 0.6788(2) 0.040(2) 0.300(4) Uiso . . P 1 2 . . O71 O 0.3608(5) 0.7095(4) 0.67638(16) 0.0357(14) 0.300(4) Uiso . . P 1 2 . . O81 O 0.2587(6) 0.6191(4) 0.72497(17) 0.0375(14) 0.300(4) Uiso . . P 1 2 . . O91 O 0.4732(6) 0.6487(5) 0.7310(2) 0.0400(16) 0.300(4) Uiso . . P 1 2 . . N1 N 0.86580(13) 0.43896(10) 0.67846(4) 0.0170 1.0000 Uani . . . . . . . N2 N 0.80229(12) 0.57149(10) 0.62556(4) 0.0140 1.0000 Uani . . . . . . . N3 N 0.95051(13) 0.44247(10) 0.58819(4) 0.0143 1.0000 Uani . . . . . . . N4 N 1.12005(14) 0.58792(10) 0.60967(4) 0.0181 1.0000 Uani . . . . . . . N5 N 1.14052(14) 0.43177(11) 0.65701(4) 0.0201 1.0000 Uani . . . . . . . C1 C 0.89056(17) 0.35999(13) 0.69660(5) 0.0190 1.0000 Uani . . . . . . . C2 C 0.80860(18) 0.31966(14) 0.72392(5) 0.0220 1.0000 Uani . . . . . . . C3 C 0.69565(18) 0.36194(14) 0.73250(5) 0.0243 1.0000 Uani . . . . . . . C4 C 0.66890(17) 0.44321(14) 0.71368(5) 0.0229 1.0000 Uani . . . . . . . C5 C 0.75652(16) 0.48011(13) 0.68673(5) 0.0186 1.0000 Uani . . . . . . . C6 C 0.73459(16) 0.56883(13) 0.66561(5) 0.0190 1.0000 Uani . . . . . . . C7 C 0.74179(15) 0.50371(12) 0.59784(5) 0.0157 1.0000 Uani . . . . . . . C8 C 0.83428(15) 0.45095(11) 0.57262(5) 0.0147 1.0000 Uani . . . . . . . C9 C 1.03586(16) 0.39417(12) 0.56733(5) 0.0177 1.0000 Uani . . . . . . . C10 C 1.00748(18) 0.35045(13) 0.53108(5) 0.0209 1.0000 Uani . . . . . . . C11 C 0.88682(19) 0.35789(13) 0.51537(5) 0.0226 1.0000 Uani . . . . . . . C12 C 0.79937(17) 0.40970(12) 0.53607(5) 0.0195 1.0000 Uani . . . . . . . C13 C 0.79661(15) 0.66553(12) 0.60646(5) 0.0161 1.0000 Uani . . . . . . . C14 C 0.87694(18) 0.73026(13) 0.63172(6) 0.0227 1.0000 Uani . . . . . . . C15 C 0.84986(17) 0.66134(13) 0.56289(5) 0.0192 1.0000 Uani . . . . . . . C16 C 0.66177(18) 0.70138(14) 0.60466(6) 0.0235 1.0000 Uani . . . . . . . C17 C 1.23616(17) 0.39862(13) 0.66036(5) 0.0200 1.0000 Uani . . . . . . . C18 C 1.35852(18) 0.35626(16) 0.66369(7) 0.0289 1.0000 Uani D . . . . . . C19 C 1.21182(16) 0.60992(12) 0.59473(5) 0.0171 1.0000 Uani . . . . . . . C20 C 1.33030(16) 0.63703(14) 0.57643(6) 0.0227 1.0000 Uani D . . . . . . H11 H 0.965(2) 0.3329(16) 0.6895(7) 0.025(6) 1.0000 Uiso . . . . . . . H21 H 0.830(2) 0.2660(15) 0.7362(6) 0.019(5) 1.0000 Uiso . . . . . . . H31 H 0.636(2) 0.3340(15) 0.7510(7) 0.023(5) 1.0000 Uiso . . . . . . . H41 H 0.595(2) 0.4735(15) 0.7191(6) 0.021(5) 1.0000 Uiso . . . . . . . H61 H 0.765(2) 0.6174(14) 0.6831(6) 0.017(5) 1.0000 Uiso . . . . . . . H62 H 0.644(2) 0.5764(15) 0.6619(6) 0.020(5) 1.0000 Uiso . . . . . . . H71 H 0.6954(19) 0.4606(14) 0.6147(6) 0.013(5) 1.0000 Uiso . . . . . . . H72 H 0.6823(18) 0.5335(13) 0.5801(6) 0.011(5) 1.0000 Uiso . . . . . . . H91 H 1.118(2) 0.3909(15) 0.5792(7) 0.025(6) 1.0000 Uiso . . . . . . . H101 H 1.071(2) 0.3166(14) 0.5171(6) 0.018(5) 1.0000 Uiso . . . . . . . H111 H 0.865(2) 0.3264(16) 0.4900(7) 0.028(6) 1.0000 Uiso . . . . . . . H121 H 0.718(2) 0.4175(15) 0.5251(7) 0.024(6) 1.0000 Uiso . . . . . . . H141 H 0.874(2) 0.7898(16) 0.6189(7) 0.023(6) 1.0000 Uiso . . . . . . . H142 H 0.851(2) 0.7385(15) 0.6585(7) 0.025(6) 1.0000 Uiso . . . . . . . H143 H 0.962(2) 0.7121(16) 0.6323(7) 0.025(6) 1.0000 Uiso . . . . . . . H151 H 0.856(2) 0.7202(16) 0.5535(6) 0.020(5) 1.0000 Uiso . . . . . . . H152 H 0.931(2) 0.6330(16) 0.5624(7) 0.026(6) 1.0000 Uiso . . . . . . . H153 H 0.795(2) 0.6282(16) 0.5435(7) 0.030(6) 1.0000 Uiso . . . . . . . H161 H 0.664(2) 0.7594(18) 0.5922(8) 0.035(7) 1.0000 Uiso . . . . . . . H162 H 0.626(2) 0.7076(16) 0.6301(7) 0.028(6) 1.0000 Uiso . . . . . . . H163 H 0.608(2) 0.6642(17) 0.5892(8) 0.035(7) 1.0000 Uiso . . . . . . . H181 H 1.396(2) 0.3735(17) 0.6888(6) 0.075(11) 1.0000 Uiso D . . . . . . H182 H 1.410(2) 0.3723(16) 0.6422(6) 0.069(10) 1.0000 Uiso D . . . . . . H183 H 1.347(3) 0.2958(12) 0.6635(7) 0.077(11) 1.0000 Uiso D . . . . . . H201 H 1.319(3) 0.6707(17) 0.5527(7) 0.126(17) 1.0000 Uiso D . . . . . . H202 H 1.373(3) 0.6704(17) 0.5954(8) 0.090(12) 1.0000 Uiso D . . . . . . H203 H 1.375(3) 0.5863(16) 0.5704(9) 0.090(12) 1.0000 Uiso D . . . . . . H511 H 0.990(3) 0.584(2) 0.7139(7) 0.065(10) 1.0000 Uiso D . . . . . . H611 H 1.0925(18) 0.606(2) 0.6939(10) 0.056(9) 1.0000 Uiso 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 Ni1 0.01026(9) 0.01663(11) 0.01325(9) -0.00127(7) 0.00079(7) 0.00016(8) Cl1 0.01589(18) 0.0180(2) 0.02558(19) -0.00061(15) -0.00112(14) -0.00139(15) Cl2 0.01808(19) 0.0286(2) 0.02177(19) -0.00334(16) -0.00138(14) -0.00716(17) O1 0.0244(7) 0.0355(8) 0.0194(6) -0.0090(6) -0.0003(5) 0.0000(6) O2 0.0306(7) 0.0368(9) 0.0317(7) -0.0018(6) -0.0095(6) -0.0108(7) O3 0.0391(9) 0.0362(9) 0.0445(9) -0.0099(7) 0.0176(7) -0.0021(7) O4 0.0321(8) 0.0246(8) 0.0409(8) 0.0034(6) 0.0048(6) -0.0096(6) O5 0.0306(8) 0.0287(8) 0.0513(9) 0.0066(7) -0.0135(7) 0.0050(7) O6 0.0345(13) 0.0460(16) 0.0168(11) -0.0044(11) 0.0022(9) 0.0011(11) O7 0.0317(12) 0.0327(14) 0.0545(16) 0.0006(12) -0.0131(11) -0.0173(10) O8 0.0267(12) 0.0404(16) 0.096(2) -0.0361(17) -0.0254(13) 0.0187(11) O9 0.0638(17) 0.0384(14) 0.0273(11) 0.0109(9) -0.0024(10) -0.0215(12) N1 0.0148(6) 0.0215(8) 0.0147(6) 0.0015(5) 0.0017(5) 0.0015(6) N2 0.0120(6) 0.0145(7) 0.0156(6) -0.0005(5) 0.0019(5) 0.0000(5) N3 0.0134(6) 0.0143(7) 0.0151(6) -0.0005(5) 0.0009(5) -0.0009(5) N4 0.0152(6) 0.0185(7) 0.0204(7) -0.0018(5) -0.0014(5) 0.0000(6) N5 0.0168(7) 0.0251(8) 0.0185(7) 0.0010(6) 0.0002(5) 0.0017(6) C1 0.0175(8) 0.0215(9) 0.0179(7) 0.0019(6) -0.0005(6) 0.0004(7) C2 0.0243(9) 0.0236(10) 0.0182(7) 0.0043(7) 0.0000(6) -0.0015(7) C3 0.0231(9) 0.0303(11) 0.0195(8) 0.0039(7) 0.0049(7) -0.0043(8) C4 0.0175(8) 0.0296(10) 0.0216(8) 0.0014(7) 0.0062(6) 0.0010(7) C5 0.0160(7) 0.0232(9) 0.0166(7) 0.0007(6) 0.0026(6) 0.0009(7) C6 0.0154(8) 0.0213(9) 0.0203(7) 0.0014(6) 0.0058(6) 0.0039(7) C7 0.0119(7) 0.0155(8) 0.0197(7) 0.0003(6) -0.0006(6) -0.0009(6) C8 0.0140(7) 0.0125(8) 0.0177(7) 0.0021(6) 0.0000(5) -0.0007(6) C9 0.0165(8) 0.0195(9) 0.0170(7) -0.0015(6) 0.0025(6) 0.0000(6) C10 0.0243(9) 0.0208(9) 0.0177(7) -0.0031(6) 0.0028(6) 0.0034(7) C11 0.0302(9) 0.0212(9) 0.0165(7) -0.0032(6) -0.0046(7) 0.0015(8) C12 0.0208(8) 0.0186(9) 0.0192(8) -0.0002(6) -0.0059(6) -0.0006(7) C13 0.0138(7) 0.0143(8) 0.0204(7) 0.0018(6) 0.0015(6) 0.0010(6) C14 0.0224(9) 0.0189(9) 0.0268(9) -0.0045(7) 0.0009(7) -0.0021(7) C15 0.0187(8) 0.0190(9) 0.0200(8) 0.0036(6) 0.0024(6) -0.0003(7) C16 0.0172(8) 0.0199(10) 0.0333(10) 0.0030(8) 0.0025(7) 0.0042(7) C17 0.0187(8) 0.0229(9) 0.0185(7) 0.0023(6) 0.0011(6) 0.0015(7) C18 0.0180(8) 0.0351(12) 0.0335(10) 0.0057(8) 0.0022(7) 0.0090(8) C19 0.0157(7) 0.0166(8) 0.0189(7) -0.0009(6) -0.0016(6) 0.0010(6) C20 0.0133(7) 0.0274(10) 0.0275(9) 0.0023(7) 0.0037(6) -0.0025(7) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.29857(19) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Ni1 . O1 . 2.0928(14) yes Ni1 . N1 . 2.0736(14) yes Ni1 . N2 . 2.2020(14) yes Ni1 . N3 . 2.0318(14) yes Ni1 . N4 . 2.1028(15) yes Ni1 . N5 . 2.1143(16) yes Cl1 . O2 . 1.4470(14) yes Cl1 . O3 . 1.4342(16) yes Cl1 . O4 . 1.4501(15) yes Cl1 . O5 . 1.4364(15) yes Cl2 . O6 . 1.455(2) yes Cl2 . O7 . 1.422(2) yes Cl2 . O8 . 1.391(2) yes Cl2 . O9 . 1.506(2) yes Cl2 . O61 . 1.332(8) yes Cl2 . O71 . 1.583(5) yes Cl2 . O81 . 1.442(6) yes Cl2 . O91 . 1.385(7) yes O1 . H511 . 0.820(17) no O1 . H611 . 0.791(17) no N1 . C1 . 1.346(2) yes N1 . C5 . 1.347(2) yes N2 . C6 . 1.493(2) yes N2 . C7 . 1.503(2) yes N2 . C13 . 1.537(2) yes N3 . C8 . 1.348(2) yes N3 . C9 . 1.347(2) yes N4 . C19 . 1.143(2) yes N5 . C17 . 1.141(2) yes C1 . C2 . 1.387(2) yes C1 . H11 . 0.92(2) no C2 . C3 . 1.391(3) yes C2 . H21 . 0.92(2) no C3 . C4 . 1.390(3) yes C3 . H31 . 0.97(2) no C4 . C5 . 1.397(2) yes C4 . H41 . 0.93(2) no C5 . C6 . 1.512(3) yes C6 . H61 . 0.98(2) no C6 . H62 . 0.99(2) no C7 . C8 . 1.508(2) yes C7 . H71 . 0.98(2) no C7 . H72 . 0.97(2) no C8 . C12 . 1.392(2) yes C9 . C10 . 1.384(2) yes C9 . H91 . 0.96(2) no C10 . C11 . 1.392(3) yes C10 . H101 . 0.96(2) no C11 . C12 . 1.388(3) yes C11 . H111 . 0.98(2) no C12 . H121 . 0.94(2) no C13 . C14 . 1.533(2) yes C13 . C15 . 1.532(2) yes C13 . C16 . 1.538(2) yes C14 . H141 . 0.98(2) no C14 . H142 . 0.93(2) no C14 . H143 . 0.94(2) no C15 . H151 . 0.93(2) no C15 . H152 . 0.96(2) no C15 . H153 . 0.99(2) no C16 . H161 . 0.96(3) no C16 . H162 . 0.92(2) no C16 . H163 . 0.94(3) no C17 . C18 . 1.457(2) yes C18 . H181 . 0.949(17) no C18 . H182 . 0.922(17) no C18 . H183 . 0.911(18) no C19 . C20 . 1.457(2) yes C20 . H201 . 0.932(19) no C20 . H202 . 0.919(18) no C20 . H203 . 0.917(18) no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 . Ni1 . N1 . 87.23(6) yes O1 . Ni1 . N2 . 95.92(6) yes N1 . Ni1 . N2 . 78.66(6) yes O1 . Ni1 . N3 . 174.50(6) yes N1 . Ni1 . N3 . 97.21(6) yes N2 . Ni1 . N3 . 81.84(5) yes O1 . Ni1 . N4 . 86.20(6) yes N1 . Ni1 . N4 . 172.18(6) yes N2 . Ni1 . N4 . 106.23(5) yes N3 . Ni1 . N4 . 89.60(6) yes O1 . Ni1 . N5 . 89.15(6) yes N1 . Ni1 . N5 . 92.28(6) yes N2 . Ni1 . N5 . 169.35(6) yes N3 . Ni1 . N5 . 93.91(6) yes N4 . Ni1 . N5 . 83.39(6) yes O2 . Cl1 . O3 . 109.75(10) yes O2 . Cl1 . O4 . 109.11(9) yes O3 . Cl1 . O4 . 109.50(10) yes O2 . Cl1 . O5 . 109.28(10) yes O3 . Cl1 . O5 . 110.32(11) yes O4 . Cl1 . O5 . 108.85(10) yes O6 . Cl2 . O7 . 111.13(17) yes O6 . Cl2 . O8 . 113.11(16) yes O7 . Cl2 . O8 . 113.52(16) yes O6 . Cl2 . O9 . 103.64(16) yes O7 . Cl2 . O9 . 106.07(16) yes O8 . Cl2 . O9 . 108.6(2) yes O61 . Cl2 . O71 . 105.6(4) yes O61 . Cl2 . O81 . 113.7(4) yes O71 . Cl2 . O81 . 101.9(3) yes O61 . Cl2 . O91 . 118.1(4) yes O71 . Cl2 . O91 . 103.4(4) yes O81 . Cl2 . O91 . 111.9(4) yes Ni1 . O1 . H511 . 122(2) no Ni1 . O1 . H611 . 114(2) no H511 . O1 . H611 . 110(3) no Ni1 . N1 . C1 . 126.71(12) yes Ni1 . N1 . C5 . 114.33(12) yes C1 . N1 . C5 . 118.84(15) yes Ni1 . N2 . C6 . 102.81(10) yes Ni1 . N2 . C7 . 103.97(10) yes C6 . N2 . C7 . 107.43(13) yes Ni1 . N2 . C13 . 119.86(10) yes C6 . N2 . C13 . 111.06(13) yes C7 . N2 . C13 . 110.76(12) yes Ni1 . N3 . C8 . 115.83(11) yes Ni1 . N3 . C9 . 125.13(11) yes C8 . N3 . C9 . 118.94(14) yes Ni1 . N4 . C19 . 162.04(15) yes Ni1 . N5 . C17 . 166.84(15) yes N1 . C1 . C2 . 122.60(17) yes N1 . C1 . H11 . 116.4(15) no C2 . C1 . H11 . 121.0(15) no C1 . C2 . C3 . 118.70(18) yes C1 . C2 . H21 . 120.0(13) no C3 . C2 . H21 . 121.3(13) no C2 . C3 . C4 . 119.09(17) yes C2 . C3 . H31 . 120.1(13) no C4 . C3 . H31 . 120.8(13) no C3 . C4 . C5 . 118.97(17) yes C3 . C4 . H41 . 121.1(14) no C5 . C4 . H41 . 119.9(14) no C4 . C5 . N1 . 121.80(17) yes C4 . C5 . C6 . 121.90(16) yes N1 . C5 . C6 . 116.30(14) yes C5 . C6 . N2 . 110.28(14) yes C5 . C6 . H61 . 109.3(12) no N2 . C6 . H61 . 109.1(12) no C5 . C6 . H62 . 108.0(13) no N2 . C6 . H62 . 111.6(12) no H61 . C6 . H62 . 108.5(18) no N2 . C7 . C8 . 113.45(13) yes N2 . C7 . H71 . 108.7(11) no C8 . C7 . H71 . 107.1(12) no N2 . C7 . H72 . 109.4(12) no C8 . C7 . H72 . 110.2(11) no H71 . C7 . H72 . 107.8(17) no C7 . C8 . N3 . 116.59(14) yes C7 . C8 . C12 . 121.49(15) yes N3 . C8 . C12 . 121.86(15) yes N3 . C9 . C10 . 122.38(16) yes N3 . C9 . H91 . 116.4(13) no C10 . C9 . H91 . 121.2(13) no C9 . C10 . C11 . 118.67(16) yes C9 . C10 . H101 . 119.8(13) no C11 . C10 . H101 . 121.6(12) no C10 . C11 . C12 . 119.27(16) yes C10 . C11 . H111 . 119.5(14) no C12 . C11 . H111 . 121.2(14) no C8 . C12 . C11 . 118.84(16) yes C8 . C12 . H121 . 121.1(14) no C11 . C12 . H121 . 120.1(14) no N2 . C13 . C14 . 109.65(14) yes N2 . C13 . C15 . 108.89(14) yes C14 . C13 . C15 . 108.43(14) yes N2 . C13 . C16 . 111.73(14) yes C14 . C13 . C16 . 109.00(15) yes C15 . C13 . C16 . 109.07(15) yes C13 . C14 . H141 . 108.8(13) no C13 . C14 . H142 . 114.8(14) no H141 . C14 . H142 . 105.6(19) no C13 . C14 . H143 . 111.5(14) no H141 . C14 . H143 . 107.6(19) no H142 . C14 . H143 . 108.1(19) no C13 . C15 . H151 . 107.0(13) no C13 . C15 . H152 . 111.5(13) no H151 . C15 . H152 . 110.1(19) no C13 . C15 . H153 . 113.2(14) no H151 . C15 . H153 . 107.6(19) no H152 . C15 . H153 . 107.4(19) no C13 . C16 . H161 . 107.8(15) no C13 . C16 . H162 . 112.8(15) no H161 . C16 . H162 . 108(2) no C13 . C16 . H163 . 112.6(15) no H161 . C16 . H163 . 109(2) no H162 . C16 . H163 . 107(2) no N5 . C17 . C18 . 178.79(19) yes C17 . C18 . H181 . 109.3(17) no C17 . C18 . H182 . 111.3(17) no H181 . C18 . H182 . 109.5(5) no C17 . C18 . H183 . 107.8(18) no H181 . C18 . H183 . 109.5(5) no H182 . C18 . H183 . 109.5(5) no N4 . C19 . C20 . 178.74(18) yes C19 . C20 . H201 . 112(2) no C19 . C20 . H202 . 108(2) no H201 . C20 . H202 . 109.3(5) no C19 . C20 . H203 . 108(2) no H201 . C20 . H203 . 109.4(5) no H202 . C20 . H203 . 109.4(5) no ###---END #5. 2 data_2 _database_code_depnum_ccdc_archive 'CCDC 744075' _audit_creation_method SHELXL-97 _chemical_name_systematic ; bis(bis(2-pyridylmethyl)tert-butylamine) bis(?-hydroxo) dinickel perchlorate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H22 N3 Ni O, Cl O4' _chemical_formula_sum 'C16 H22 Cl N3 Ni O5' _chemical_formula_weight 430.53 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' Cl Cl 0.1484 0.1585 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn ' _symmetry_int_tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.1750(7) _cell_length_b 10.9151(6) _cell_length_c 13.6385(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.9110(10) _cell_angle_gamma 90.00 _cell_volume 1812.21(18) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4309 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 28.15 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.578 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 1.251 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Bruker-AXS, 2003) ; _exptl_absorpt_correction_T_min 0.8644 _exptl_absorpt_correction_T_max 0.9401 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area-detector' _diffrn_measurement_method '0.30\% \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15494 _diffrn_reflns_av_R_equivalents 0.0559 _diffrn_reflns_av_sigmaI/netI 0.0609 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 28.28 _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _reflns_number_total 4262 _reflns_number_gt 2755 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART Ver. 5.622 (Bruker-AXS, 2003)' _computing_cell_refinement 'SAINT Ver. 6.22 (Bruker-AXS, 2003)' _computing_data_reduction 'SAINT Ver. 6.22' _computing_structure_solution 'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)' _computing_structure_refinement 'SHELXTL Ver. 6.14' _computing_molecular_graphics 'SHELXTL Ver. 6.14' _computing_publication_material 'SHELXTL Ver. 6.14' _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^)+(0.0449P)^2^+0.1590P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens mixed _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4262 _refine_ls_number_parameters 241 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0851 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.1041 _refine_ls_wR_factor_gt 0.0894 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.015 _refine_diff_density_max 0.483 _refine_diff_density_min -0.337 _refine_diff_density_rms 0.081 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.07196(3) 0.11412(4) 0.02266(3) 0.02433(12) Uani 1 1 d . . . N1 N 0.0150(2) 0.2735(2) -0.03566(18) 0.0264(6) Uani 1 1 d . . . N2 N 0.21690(19) 0.1777(2) -0.04543(17) 0.0242(5) Uani 1 1 d . . . N3 N 0.1446(2) 0.1921(2) 0.14489(18) 0.0271(6) Uani 1 1 d . . . O1 O 0.00682(18) -0.0234(2) 0.08727(15) 0.0320(5) Uani 1 1 d D . . H17 H -0.010(3) -0.023(3) 0.1429(14) 0.038 Uiso 1 1 d D . . C1 C -0.0782(2) 0.3328(3) -0.0151(2) 0.0274(7) Uani 1 1 d . . . H1 H -0.1180 0.3078 0.0409 0.033 Uiso 1 1 calc R . . C2 C -0.1189(3) 0.4270(3) -0.0701(3) 0.0353(8) Uani 1 1 d . . . H2 H -0.1859 0.4659 -0.0536 0.042 Uiso 1 1 calc R . . C3 C -0.0601(3) 0.4646(3) -0.1506(3) 0.0411(9) Uani 1 1 d . . . H3 H -0.0863 0.5298 -0.1908 0.049 Uiso 1 1 calc R . . C4 C 0.0371(3) 0.4063(3) -0.1720(3) 0.0384(8) Uani 1 1 d . . . H4 H 0.0795 0.4323 -0.2260 0.046 Uiso 1 1 calc R . . C5 C 0.0724(2) 0.3096(3) -0.1140(2) 0.0273(7) Uani 1 1 d . . . C6 C 0.1744(2) 0.2376(3) -0.1359(2) 0.0277(7) Uani 1 1 d . . . H6A H 0.1573 0.1746 -0.1861 0.033 Uiso 1 1 calc R . . H6B H 0.2311 0.2930 -0.1623 0.033 Uiso 1 1 calc R . . C7 C 0.3033(2) 0.0803(3) -0.0673(2) 0.0280(7) Uani 1 1 d . . . C8 C 0.2481(3) -0.0294(3) -0.1183(2) 0.0361(8) Uani 1 1 d . . . H8A H 0.1886 -0.0601 -0.0775 0.054 Uiso 1 1 calc R . . H8B H 0.3024 -0.0944 -0.1278 0.054 Uiso 1 1 calc R . . H8C H 0.2181 -0.0036 -0.1821 0.054 Uiso 1 1 calc R . . C9 C 0.3944(2) 0.1317(3) -0.1317(2) 0.0333(8) Uani 1 1 d . . . H9A H 0.3635 0.1537 -0.1961 0.050 Uiso 1 1 calc R . . H9B H 0.4517 0.0696 -0.1397 0.050 Uiso 1 1 calc R . . H9C H 0.4262 0.2046 -0.1005 0.050 Uiso 1 1 calc R . . C10 C 0.3519(3) 0.0353(3) 0.0304(2) 0.0358(8) Uani 1 1 d . . . H10A H 0.3954 0.1010 0.0609 0.054 Uiso 1 1 calc R . . H10B H 0.3991 -0.0358 0.0189 0.054 Uiso 1 1 calc R . . H10C H 0.2923 0.0119 0.0741 0.054 Uiso 1 1 calc R . . C11 C 0.2625(3) 0.2753(3) 0.0201(2) 0.0279(7) Uani 1 1 d . . . H11A H 0.2339 0.3557 -0.0024 0.033 Uiso 1 1 calc R . . H11B H 0.3434 0.2769 0.0139 0.033 Uiso 1 1 calc R . . C12 C 0.2350(2) 0.2590(3) 0.1258(2) 0.0274(7) Uani 1 1 d . . . C13 C 0.2962(3) 0.3150(3) 0.1995(2) 0.0332(8) Uani 1 1 d . . . H13 H 0.3599 0.3612 0.1846 0.040 Uiso 1 1 calc R . . C14 C 0.2626(3) 0.3025(3) 0.2954(2) 0.0375(8) Uani 1 1 d . . . H14 H 0.3033 0.3403 0.3471 0.045 Uiso 1 1 calc R . . C15 C 0.1707(3) 0.2353(3) 0.3157(2) 0.0358(8) Uani 1 1 d . . . H15 H 0.1463 0.2265 0.3811 0.043 Uiso 1 1 calc R . . C16 C 0.1144(3) 0.1808(3) 0.2390(2) 0.0326(8) Uani 1 1 d . . . H16 H 0.0513 0.1330 0.2531 0.039 Uiso 1 1 calc R . . Cl1 Cl 0.61461(6) 0.39189(8) 0.10618(6) 0.03256(19) Uani 1 1 d . . . O2 O 0.6251(2) 0.4675(3) 0.0221(2) 0.0701(9) Uani 1 1 d . . . O3 O 0.7219(2) 0.3582(3) 0.14237(18) 0.0590(8) Uani 1 1 d . . . O4 O 0.5559(2) 0.2849(2) 0.0778(3) 0.0716(9) Uani 1 1 d . . . O5 O 0.5545(2) 0.4525(3) 0.18132(19) 0.0661(9) Uani 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 Ni1 0.0251(2) 0.0231(2) 0.0248(2) 0.00215(18) 0.00418(15) -0.00208(18) N1 0.0225(14) 0.0265(14) 0.0302(14) -0.0043(11) 0.0031(11) 0.0006(11) N2 0.0248(14) 0.0227(13) 0.0253(13) -0.0003(11) 0.0043(10) 0.0014(11) N3 0.0280(14) 0.0264(14) 0.0270(14) 0.0024(11) 0.0043(11) 0.0010(11) O1 0.0407(13) 0.0310(12) 0.0245(12) 0.0035(10) 0.0047(10) -0.0109(10) C1 0.0193(15) 0.0272(16) 0.0360(18) -0.0072(15) 0.0058(13) -0.0017(13) C2 0.0251(18) 0.0291(18) 0.052(2) -0.0075(16) -0.0009(16) 0.0051(14) C3 0.040(2) 0.0299(19) 0.053(2) 0.0063(17) -0.0055(17) 0.0108(16) C4 0.038(2) 0.038(2) 0.040(2) 0.0120(16) 0.0091(15) 0.0066(16) C5 0.0290(17) 0.0260(17) 0.0271(16) 0.0023(14) 0.0036(13) 0.0021(14) C6 0.0279(17) 0.0274(17) 0.0280(16) 0.0045(13) 0.0081(13) 0.0057(13) C7 0.0258(17) 0.0277(17) 0.0305(17) 0.0005(13) 0.0032(13) 0.0049(13) C8 0.038(2) 0.0278(18) 0.042(2) -0.0046(15) 0.0039(16) 0.0085(15) C9 0.0256(17) 0.038(2) 0.0360(18) -0.0006(15) 0.0068(14) 0.0042(15) C10 0.036(2) 0.0345(19) 0.037(2) 0.0036(16) 0.0041(15) 0.0081(15) C11 0.0249(16) 0.0233(16) 0.0356(18) -0.0021(14) 0.0046(13) -0.0030(13) C12 0.0254(17) 0.0242(16) 0.0327(17) -0.0025(14) 0.0040(13) 0.0026(13) C13 0.0273(17) 0.0301(18) 0.042(2) -0.0073(15) 0.0001(15) 0.0009(14) C14 0.037(2) 0.040(2) 0.0354(19) -0.0068(16) -0.0100(15) 0.0098(16) C15 0.042(2) 0.040(2) 0.0257(17) 0.0004(15) 0.0024(15) 0.0082(16) C16 0.0357(19) 0.0300(18) 0.0321(18) 0.0035(15) 0.0060(15) 0.0016(15) Cl1 0.0292(4) 0.0372(4) 0.0315(4) -0.0001(4) 0.0057(3) 0.0021(4) O2 0.0592(19) 0.076(2) 0.076(2) 0.0436(17) 0.0200(15) 0.0075(16) O3 0.0343(14) 0.105(2) 0.0376(15) -0.0039(15) 0.0037(12) 0.0224(15) O4 0.0582(19) 0.0435(17) 0.114(3) -0.0169(18) 0.0133(17) -0.0130(14) O5 0.0456(17) 0.102(2) 0.0507(17) -0.0326(17) 0.0035(13) 0.0222(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 1.918(2) . yes Ni1 O1 2.026(2) 3 yes Ni1 N1 2.030(3) . yes Ni1 N3 2.059(3) . yes Ni1 N2 2.124(2) . yes N1 C1 1.340(4) . yes N1 C5 1.345(4) . yes N2 C6 1.482(4) . yes N2 C11 1.492(4) . yes N2 C7 1.529(4) . yes N3 C16 1.347(4) . yes N3 C12 1.349(4) . yes O1 Ni1 2.026(2) 3 yes O1 H17 0.789(17) . ? C1 C2 1.362(4) . yes C1 H1 0.9500 . ? C2 C3 1.383(5) . yes C2 H2 0.9500 . ? C3 C4 1.380(4) . yes C3 H3 0.9500 . ? C4 C5 1.382(4) . yes C4 H4 0.9500 . ? C5 C6 1.503(4) . yes C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C10 1.530(4) . yes C7 C9 1.531(4) . yes C7 C8 1.533(4) . yes C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.496(4) . yes C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.384(4) . yes C13 C14 1.383(4) . yes C13 H13 0.9500 . ? C14 C15 1.370(5) . yes C14 H14 0.9500 . ? C15 C16 1.377(4) . yes C15 H15 0.9500 . ? C16 H16 0.9500 . ? Cl1 O2 1.420(3) . yes Cl1 O4 1.420(3) . yes Cl1 O5 1.431(2) . yes Cl1 O3 1.437(3) . yes 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 Ni1 O1 76.30(10) . 3 yes O1 Ni1 N1 135.17(10) . . yes O1 Ni1 N1 88.53(9) 3 . yes O1 Ni1 N3 97.31(10) . . yes O1 Ni1 N3 173.59(9) 3 . yes N1 Ni1 N3 95.88(10) . . yes O1 Ni1 N2 143.99(10) . . yes O1 Ni1 N2 102.89(9) 3 . yes N1 Ni1 N2 80.19(9) . . yes N3 Ni1 N2 82.50(9) . . yes C1 N1 C5 118.5(3) . . yes C1 N1 Ni1 128.1(2) . . yes C5 N1 Ni1 112.57(19) . . yes C6 N2 C11 107.8(2) . . yes C6 N2 C7 112.1(2) . . yes C11 N2 C7 111.3(2) . . yes C6 N2 Ni1 103.08(17) . . yes C11 N2 Ni1 105.96(16) . . yes C7 N2 Ni1 115.96(18) . . yes C16 N3 C12 118.0(3) . . yes C16 N3 Ni1 127.8(2) . . yes C12 N3 Ni1 114.2(2) . . yes Ni1 O1 Ni1 103.70(10) . 3 yes Ni1 O1 H17 123(3) . . ? Ni1 O1 H17 126(3) 3 . ? N1 C1 C2 123.4(3) . . yes N1 C1 H1 118.3 . . ? C2 C1 H1 118.3 . . ? C1 C2 C3 118.3(3) . . yes C1 C2 H2 120.9 . . ? C3 C2 H2 120.9 . . ? C4 C3 C2 119.2(3) . . yes C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C3 C4 C5 119.5(3) . . yes C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? N1 C5 C4 121.1(3) . . yes N1 C5 C6 116.4(3) . . yes C4 C5 C6 122.4(3) . . yes N2 C6 C5 110.1(2) . . yes N2 C6 H6A 109.6 . . ? C5 C6 H6A 109.6 . . ? N2 C6 H6B 109.6 . . ? C5 C6 H6B 109.6 . . ? H6A C6 H6B 108.1 . . ? N2 C7 C10 108.1(2) . . yes N2 C7 C9 111.3(2) . . yes C10 C7 C9 110.1(3) . . yes N2 C7 C8 109.5(2) . . yes C10 C7 C8 107.7(3) . . yes C9 C7 C8 110.0(3) . . yes C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C12 113.9(2) . . yes N2 C11 H11A 108.8 . . ? C12 C11 H11A 108.8 . . ? N2 C11 H11B 108.8 . . ? C12 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? N3 C12 C13 122.0(3) . . yes N3 C12 C11 116.4(3) . . yes C13 C12 C11 121.4(3) . . yes C14 C13 C12 118.6(3) . . yes C14 C13 H13 120.7 . . ? C12 C13 H13 120.7 . . ? C15 C14 C13 119.9(3) . . yes C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 118.5(3) . . yes C14 C15 H15 120.8 . . ? C16 C15 H15 120.8 . . ? N3 C16 C15 122.9(3) . . yes N3 C16 H16 118.5 . . ? C15 C16 H16 118.5 . . ? O2 Cl1 O4 108.0(2) . . ? O2 Cl1 O5 111.28(19) . . ? O4 Cl1 O5 108.34(18) . . ? O2 Cl1 O3 109.46(17) . . ? O4 Cl1 O3 109.51(18) . . ? O5 Cl1 O3 110.18(16) . . ? ###-END #6. 3 data_3 _database_code_depnum_ccdc_archive 'CCDC 744076' _audit_creation_method SHELXL-97 _chemical_name_systematic ; tetrakis(bis(2-pyridylmethyl)tert-butylamine) bis(?-carbonato) tetranickel perchlorate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H60 Cl2 N6 Ni2 O14' _chemical_formula_sum 'C39 H60 Cl2 N6 Ni2 O14' _chemical_formula_weight 1025.25 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' Cl Cl 0.1484 0.1585 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1 ' _symmetry_int_tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.6880(14) _cell_length_b 14.1872(15) _cell_length_c 15.4415(17) _cell_angle_alpha 68.135(2) _cell_angle_beta 67.785(2) _cell_angle_gamma 68.303(2) _cell_volume 2301.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9712 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 28.18 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.479 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1076 _exptl_absorpt_coefficient_mu 1.004 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Bruker-AXS, 2003) ; _exptl_absorpt_correction_T_min 0.8722 _exptl_absorpt_correction_T_max 0.9609 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area-detector' _diffrn_measurement_method '0.30\% \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20206 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_sigmaI/netI 0.0547 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 28.25 _diffrn_measured_fraction_theta_max 0.907 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _reflns_number_total 10339 _reflns_number_gt 8158 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART Ver. 5.622 (Bruker-AXS, 2003)' _computing_cell_refinement 'SAINT Ver. 6.22 (Bruker-AXS, 2003)' _computing_data_reduction 'SAINT Ver. 6.22' _computing_structure_solution 'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)' _computing_structure_refinement 'SHELXTL Ver. 6.14' _computing_molecular_graphics 'SHELXTL Ver. 6.14' _computing_publication_material 'SHELXTL Ver. 6.14' _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^)+(0.0785P)^2^+0.6970P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10339 _refine_ls_number_parameters 580 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0695 _refine_ls_R_factor_gt 0.0520 _refine_ls_wR_factor_ref 0.1507 _refine_ls_wR_factor_gt 0.1295 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_diff_density_max 0.905 _refine_diff_density_min -0.444 _refine_diff_density_rms 0.119 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.86716(3) 1.07443(3) 0.51399(3) 0.02327(11) Uani 1 1 d . . . Ni2 Ni 0.76938(3) 0.77499(3) 0.86040(3) 0.02445(11) Uani 1 1 d . . . Cl1 Cl 0.26362(9) 0.73375(8) 0.94938(8) 0.0506(3) Uani 1 1 d . . . Cl2 Cl 0.24782(8) 0.36713(6) 0.62882(7) 0.0401(2) Uani 1 1 d . . . N1 N 0.8903(2) 1.18203(19) 0.55860(19) 0.0275(5) Uani 1 1 d . . . N2 N 0.8217(2) 1.0031(2) 0.44536(19) 0.0271(5) Uani 1 1 d . . . N3 N 0.7744(2) 1.21419(19) 0.42769(18) 0.0252(5) Uani 1 1 d . . . N4 N 0.9160(2) 0.65387(19) 0.87747(18) 0.0267(5) Uani 1 1 d . . . N5 N 0.6557(2) 0.7273(2) 0.99752(19) 0.0290(6) Uani 1 1 d . . . N6 N 0.7182(2) 0.6485(2) 0.84225(19) 0.0314(6) Uani 1 1 d . . . O1 O 0.77249(18) 0.98952(16) 0.65619(15) 0.0264(4) Uani 1 1 d . . . O2 O 0.96245(18) 0.93900(16) 0.58963(15) 0.0260(4) Uani 1 1 d . . . O3 O 0.88015(18) 0.83092(16) 0.72605(14) 0.0260(4) Uani 1 1 d . . . O4 O 0.63574(19) 0.89817(18) 0.81640(17) 0.0340(5) Uani 1 1 d . . . H4 H 0.6652 0.9392 0.7647 0.051 Uiso 1 1 calc R . . O5 O 0.8058(2) 0.87264(18) 0.91601(17) 0.0345(5) Uani 1 1 d . . . H5 H 0.8430 0.8428 0.9582 0.052 Uiso 1 1 calc R . . O6 O 0.3292(3) 0.8089(2) 0.9179(2) 0.0611(8) Uani 1 1 d . . . O7 O 0.1647(3) 0.7813(3) 0.9074(2) 0.0628(8) Uani 1 1 d . . . O8 O 0.3360(3) 0.6401(3) 0.9212(3) 0.0876(12) Uani 1 1 d . . . O9 O 0.2173(3) 0.7073(3) 1.0534(3) 0.0758(10) Uani 1 1 d . . . O10 O 0.2777(3) 0.3687(2) 0.5289(2) 0.0652(9) Uani 1 1 d . . . O11 O 0.2891(3) 0.4442(2) 0.6357(3) 0.0702(10) Uani 1 1 d . . . O12 O 0.1220(3) 0.3905(2) 0.6680(2) 0.0611(8) Uani 1 1 d . . . O13 O 0.3033(3) 0.2650(2) 0.6812(2) 0.0553(8) Uani 1 1 d . . . C1 C 0.9169(3) 1.1688(3) 0.6391(2) 0.0348(7) Uani 1 1 d . . . H1 H 0.9272 1.1007 0.6836 0.042 Uiso 1 1 calc R . . C2 C 0.9300(4) 1.2487(3) 0.6606(3) 0.0441(9) Uani 1 1 d . . . H2 H 0.9457 1.2370 0.7197 0.053 Uiso 1 1 calc R . . C3 C 0.9196(4) 1.3471(3) 0.5936(3) 0.0454(9) Uani 1 1 d . . . H3 H 0.9314 1.4033 0.6050 0.054 Uiso 1 1 calc R . . C4 C 0.8920(3) 1.3623(3) 0.5099(3) 0.0369(8) Uani 1 1 d . . . H4A H 0.8845 1.4291 0.4633 0.044 Uiso 1 1 calc R . . C5 C 0.8756(3) 1.2786(2) 0.4952(2) 0.0273(6) Uani 1 1 d . . . C6 C 0.8435(3) 1.2893(2) 0.4069(2) 0.0276(6) Uani 1 1 d . . . H6A H 0.7963 1.3623 0.3848 0.033 Uiso 1 1 calc R . . H6B H 0.9165 1.2757 0.3537 0.033 Uiso 1 1 calc R . . C7 C 0.6406(3) 1.2599(3) 0.4695(3) 0.0325(7) Uani 1 1 d . . . C8 C 0.5882(3) 1.3548(3) 0.3940(3) 0.0458(9) Uani 1 1 d . . . H8A H 0.5046 1.3844 0.4240 0.069 Uiso 1 1 calc R . . H8B H 0.5957 1.3318 0.3390 0.069 Uiso 1 1 calc R . . H8C H 0.6309 1.4085 0.3711 0.069 Uiso 1 1 calc R . . C9 C 0.6187(3) 1.2937(3) 0.5592(3) 0.0458(9) Uani 1 1 d . . . H9A H 0.6548 1.2341 0.6063 0.069 Uiso 1 1 calc R . . H9B H 0.5335 1.3167 0.5887 0.069 Uiso 1 1 calc R . . H9C H 0.6537 1.3520 0.5402 0.069 Uiso 1 1 calc R . . C10 C 0.5761(3) 1.1749(3) 0.5007(3) 0.0419(9) Uani 1 1 d . . . H10A H 0.6118 1.1121 0.5457 0.063 Uiso 1 1 calc R . . H10B H 0.5828 1.1565 0.4432 0.063 Uiso 1 1 calc R . . H10C H 0.4926 1.2018 0.5329 0.063 Uiso 1 1 calc R . . C11 C 0.8018(3) 1.1797(2) 0.3391(2) 0.0295(7) Uani 1 1 d . . . H11A H 0.8837 1.1808 0.2994 0.035 Uiso 1 1 calc R . . H11B H 0.7479 1.2296 0.2994 0.035 Uiso 1 1 calc R . . C12 C 0.7884(3) 1.0699(2) 0.3662(2) 0.0304(7) Uani 1 1 d . . . C13 C 0.7468(4) 1.0388(3) 0.3131(3) 0.0409(8) Uani 1 1 d . . . H13 H 0.7255 1.0865 0.2563 0.049 Uiso 1 1 calc R . . C14 C 0.7369(4) 0.9367(3) 0.3448(3) 0.0451(9) Uani 1 1 d . . . H14 H 0.7079 0.9137 0.3099 0.054 Uiso 1 1 calc R . . C15 C 0.7691(3) 0.8686(3) 0.4266(3) 0.0402(8) Uani 1 1 d . . . H15 H 0.7614 0.7987 0.4497 0.048 Uiso 1 1 calc R . . C16 C 0.8124(3) 0.9040(3) 0.4741(2) 0.0333(7) Uani 1 1 d . . . H16 H 0.8370 0.8565 0.5296 0.040 Uiso 1 1 calc R . . C17 C 0.8711(3) 0.9167(2) 0.6602(2) 0.0224(6) Uani 1 1 d . . . C18 C 0.6462(3) 0.7452(3) 1.0810(2) 0.0348(7) Uani 1 1 d . . . H18 H 0.6963 0.7821 1.0793 0.042 Uiso 1 1 calc R . . C19 C 0.5669(3) 0.7120(3) 1.1678(3) 0.0428(9) Uani 1 1 d . . . H19 H 0.5631 0.7251 1.2251 0.051 Uiso 1 1 calc R . . C20 C 0.4930(4) 0.6593(4) 1.1703(3) 0.0544(11) Uani 1 1 d . . . H20 H 0.4369 0.6363 1.2292 0.065 Uiso 1 1 calc R . . C21 C 0.5021(4) 0.6406(4) 1.0860(3) 0.0517(10) Uani 1 1 d . . . H21 H 0.4524 0.6041 1.0862 0.062 Uiso 1 1 calc R . . C22 C 0.5845(3) 0.6756(3) 1.0008(2) 0.0353(7) Uani 1 1 d . . . C23 C 0.5954(3) 0.6579(3) 0.9072(2) 0.0399(8) Uani 1 1 d . . . H23A H 0.5729 0.5927 0.9217 0.048 Uiso 1 1 calc R . . H23B H 0.5404 0.7174 0.8737 0.048 Uiso 1 1 calc R . . C24 C 0.7231(3) 0.6467(3) 0.7416(2) 0.0373(8) Uani 1 1 d . . . C25 C 0.6715(4) 0.5608(3) 0.7475(3) 0.0479(10) Uani 1 1 d . . . H25A H 0.6827 0.5590 0.6817 0.072 Uiso 1 1 calc R . . H25B H 0.5869 0.5769 0.7815 0.072 Uiso 1 1 calc R . . H25C H 0.7120 0.4922 0.7831 0.072 Uiso 1 1 calc R . . C26 C 0.6513(4) 0.7534(3) 0.6922(3) 0.0434(9) Uani 1 1 d . . . H26A H 0.6848 0.8092 0.6843 0.065 Uiso 1 1 calc R . . H26B H 0.5691 0.7670 0.7325 0.065 Uiso 1 1 calc R . . H26C H 0.6539 0.7523 0.6283 0.065 Uiso 1 1 calc R . . C27 C 0.8518(3) 0.6278(3) 0.6798(3) 0.0407(8) Uani 1 1 d . . . H27A H 0.8972 0.5577 0.7087 0.061 Uiso 1 1 calc R . . H27B H 0.8853 0.6814 0.6771 0.061 Uiso 1 1 calc R . . H27C H 0.8555 0.6322 0.6139 0.061 Uiso 1 1 calc R . . C28 C 0.7959(3) 0.5492(3) 0.8892(2) 0.0365(8) Uani 1 1 d . . . H28A H 0.8080 0.4927 0.8607 0.044 Uiso 1 1 calc R . . H28B H 0.7555 0.5275 0.9594 0.044 Uiso 1 1 calc R . . C29 C 0.9136(3) 0.5605(2) 0.8773(2) 0.0328(7) Uani 1 1 d . . . C30 C 1.0158(4) 0.4771(3) 0.8693(3) 0.0458(9) Uani 1 1 d . . . H30 H 1.0130 0.4114 0.8687 0.055 Uiso 1 1 calc R . . C31 C 1.1199(4) 0.4912(3) 0.8625(3) 0.0494(10) Uani 1 1 d . . . H31 H 1.1901 0.4351 0.8569 0.059 Uiso 1 1 calc R . . C32 C 1.1230(3) 0.5867(3) 0.8635(2) 0.0412(8) Uani 1 1 d . . . H32 H 1.1945 0.5974 0.8597 0.049 Uiso 1 1 calc R . . C33 C 1.0198(3) 0.6661(3) 0.8703(2) 0.0316(7) Uani 1 1 d . . . H33 H 1.0216 0.7326 0.8700 0.038 Uiso 1 1 calc R . . C34 C 0.8254(4) 0.9752(3) 0.8645(3) 0.0427(9) Uani 1 1 d . . . H34A H 0.8079 0.9986 0.8013 0.051 Uiso 1 1 calc R . . H34B H 0.9098 0.9700 0.8511 0.051 Uiso 1 1 calc R . . C35 C 0.7523(4) 1.0552(3) 0.9185(4) 0.0608(12) Uani 1 1 d . . . H35A H 0.6688 1.0581 0.9353 0.091 Uiso 1 1 calc R . . H35B H 0.7648 1.1243 0.8779 0.091 Uiso 1 1 calc R . . H35C H 0.7749 1.0363 0.9781 0.091 Uiso 1 1 calc R . . C36 C 0.5285(3) 0.9566(3) 0.8691(3) 0.0453(9) Uani 1 1 d . . . H36A H 0.5469 1.0026 0.8933 0.054 Uiso 1 1 calc R . . H36B H 0.4895 0.9071 0.9262 0.054 Uiso 1 1 calc R . . C37 C 0.4467(4) 1.0218(4) 0.8092(3) 0.0596(12) Uani 1 1 d . . . H37A H 0.4812 1.0763 0.7569 0.089 Uiso 1 1 calc R . . H37B H 0.3716 1.0552 0.8497 0.089 Uiso 1 1 calc R . . H37C H 0.4329 0.9773 0.7812 0.089 Uiso 1 1 calc R . . O14 O 0.9341(3) 0.7953(3) 0.0409(2) 0.0610(8) Uani 1 1 d . . . H14A H 1.0068 0.7801 0.0129 0.092 Uiso 1 1 calc R . . C38 C 0.9457(5) 0.9106(4) 0.1184(4) 0.0692(13) Uani 1 1 d . . . H38A H 1.0281 0.9068 0.0802 0.104 Uiso 1 1 calc R . . H38B H 0.9347 0.9149 0.1832 0.104 Uiso 1 1 calc R . . H38C H 0.8938 0.9732 0.0858 0.104 Uiso 1 1 calc R . . C39 C 0.9159(4) 0.8141(4) 0.1273(3) 0.0556(11) Uani 1 1 d . . . H39A H 0.9636 0.7523 0.1658 0.067 Uiso 1 1 calc R . . H39B H 0.8317 0.8202 0.1643 0.067 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 0.0258(2) 0.01986(19) 0.0241(2) -0.00271(15) -0.00821(16) -0.00802(15) Ni2 0.0235(2) 0.0222(2) 0.0253(2) -0.00309(15) -0.00579(16) -0.00796(15) Cl1 0.0451(5) 0.0467(5) 0.0690(7) -0.0161(5) -0.0179(5) -0.0195(4) Cl2 0.0389(5) 0.0266(4) 0.0587(6) -0.0137(4) -0.0191(4) -0.0049(3) N1 0.0296(14) 0.0229(12) 0.0293(13) -0.0044(10) -0.0092(11) -0.0078(11) N2 0.0272(13) 0.0248(13) 0.0291(13) -0.0043(10) -0.0080(11) -0.0094(10) N3 0.0223(12) 0.0238(12) 0.0301(13) -0.0066(10) -0.0082(10) -0.0067(10) N4 0.0298(14) 0.0237(12) 0.0219(12) -0.0024(10) -0.0066(10) -0.0065(11) N5 0.0280(13) 0.0293(14) 0.0276(13) -0.0042(11) -0.0076(11) -0.0091(11) N6 0.0388(15) 0.0312(14) 0.0267(13) -0.0031(11) -0.0073(12) -0.0187(12) O1 0.0243(11) 0.0246(10) 0.0266(11) -0.0028(9) -0.0075(9) -0.0062(9) O2 0.0266(11) 0.0219(10) 0.0262(11) -0.0017(8) -0.0057(9) -0.0093(9) O3 0.0268(11) 0.0210(10) 0.0251(11) -0.0003(8) -0.0058(9) -0.0082(8) O4 0.0263(11) 0.0319(12) 0.0325(12) -0.0028(10) -0.0046(9) -0.0051(10) O5 0.0430(14) 0.0292(12) 0.0348(13) -0.0067(10) -0.0107(11) -0.0155(11) O6 0.0570(19) 0.0486(17) 0.085(2) -0.0105(16) -0.0239(17) -0.0260(15) O7 0.0524(18) 0.084(2) 0.064(2) -0.0186(17) -0.0214(15) -0.0267(17) O8 0.057(2) 0.068(2) 0.153(4) -0.059(2) -0.017(2) -0.0170(18) O9 0.094(3) 0.068(2) 0.065(2) -0.0025(17) -0.025(2) -0.035(2) O10 0.081(2) 0.0578(19) 0.0549(19) -0.0237(15) -0.0097(17) -0.0174(17) O11 0.086(2) 0.0327(15) 0.118(3) -0.0188(16) -0.056(2) -0.0163(15) O12 0.0409(16) 0.065(2) 0.066(2) -0.0107(16) -0.0139(14) -0.0100(15) O13 0.0560(18) 0.0294(13) 0.082(2) -0.0082(13) -0.0325(16) -0.0062(13) C1 0.0426(19) 0.0327(17) 0.0319(17) -0.0054(14) -0.0170(15) -0.0098(15) C2 0.056(2) 0.045(2) 0.044(2) -0.0140(17) -0.0259(19) -0.0126(18) C3 0.054(2) 0.0339(19) 0.063(3) -0.0191(18) -0.027(2) -0.0118(17) C4 0.0410(19) 0.0248(16) 0.047(2) -0.0059(14) -0.0167(16) -0.0102(14) C5 0.0279(15) 0.0230(15) 0.0315(16) -0.0067(12) -0.0082(13) -0.0081(12) C6 0.0299(16) 0.0209(14) 0.0309(16) -0.0033(12) -0.0082(13) -0.0096(12) C7 0.0244(16) 0.0297(16) 0.0420(19) -0.0092(14) -0.0093(14) -0.0060(13) C8 0.0341(19) 0.037(2) 0.061(3) -0.0069(18) -0.0211(18) -0.0024(16) C9 0.0318(19) 0.061(3) 0.048(2) -0.0280(19) -0.0054(16) -0.0079(18) C10 0.0278(17) 0.0388(19) 0.057(2) -0.0146(17) -0.0072(16) -0.0099(15) C11 0.0373(17) 0.0253(15) 0.0273(15) -0.0033(12) -0.0120(13) -0.0106(13) C12 0.0346(17) 0.0264(15) 0.0329(17) -0.0061(13) -0.0124(14) -0.0100(13) C13 0.058(2) 0.0345(18) 0.0389(19) -0.0043(15) -0.0265(18) -0.0148(17) C14 0.061(3) 0.043(2) 0.048(2) -0.0118(17) -0.026(2) -0.0209(19) C15 0.054(2) 0.0308(18) 0.046(2) -0.0046(15) -0.0195(18) -0.0227(16) C16 0.0406(19) 0.0280(16) 0.0334(17) -0.0037(13) -0.0121(15) -0.0144(14) C17 0.0266(15) 0.0208(14) 0.0227(14) -0.0044(11) -0.0097(12) -0.0083(11) C18 0.0351(18) 0.0358(18) 0.0320(17) -0.0078(14) -0.0079(14) -0.0108(15) C19 0.043(2) 0.053(2) 0.0282(17) -0.0097(16) -0.0073(15) -0.0122(18) C20 0.052(2) 0.076(3) 0.0289(19) -0.0060(19) 0.0042(17) -0.034(2) C21 0.049(2) 0.069(3) 0.041(2) -0.0069(19) -0.0018(18) -0.038(2) C22 0.0348(18) 0.0430(19) 0.0273(16) -0.0053(14) -0.0041(14) -0.0185(15) C23 0.0387(19) 0.053(2) 0.0332(18) -0.0097(16) -0.0023(15) -0.0281(18) C24 0.049(2) 0.0402(19) 0.0314(17) -0.0083(14) -0.0095(15) -0.0242(17) C25 0.060(3) 0.053(2) 0.043(2) -0.0108(18) -0.0095(19) -0.035(2) C26 0.049(2) 0.051(2) 0.0332(18) -0.0082(16) -0.0101(16) -0.0209(18) C27 0.047(2) 0.044(2) 0.0349(18) -0.0128(16) -0.0072(16) -0.0190(17) C28 0.052(2) 0.0257(16) 0.0322(17) -0.0022(13) -0.0087(16) -0.0189(15) C29 0.046(2) 0.0222(15) 0.0270(16) -0.0016(12) -0.0108(14) -0.0103(14) C30 0.061(3) 0.0231(17) 0.048(2) -0.0097(15) -0.0208(19) -0.0001(17) C31 0.050(2) 0.039(2) 0.044(2) -0.0115(17) -0.0200(19) 0.0129(18) C32 0.0355(19) 0.043(2) 0.0345(18) -0.0063(16) -0.0137(15) 0.0005(16) C33 0.0312(17) 0.0334(17) 0.0260(16) -0.0039(13) -0.0095(13) -0.0065(14) C34 0.055(2) 0.0326(18) 0.043(2) -0.0117(16) -0.0071(18) -0.0198(17) C35 0.063(3) 0.046(2) 0.072(3) -0.023(2) -0.015(2) -0.010(2) C36 0.0277(18) 0.054(2) 0.041(2) -0.0147(18) -0.0045(15) 0.0004(16) C37 0.046(2) 0.052(3) 0.068(3) -0.012(2) -0.023(2) 0.005(2) O14 0.0569(19) 0.073(2) 0.066(2) -0.0258(17) -0.0279(16) -0.0136(18) C38 0.082(4) 0.060(3) 0.069(3) -0.015(2) -0.021(3) -0.026(3) C39 0.062(3) 0.058(3) 0.047(2) -0.011(2) -0.012(2) -0.022(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 N1 2.039(3) . yes Ni1 N2 2.042(3) . yes Ni1 O2 2.049(2) . yes Ni1 O2 2.139(2) 2_776 yes Ni1 N3 2.141(3) . yes Ni1 O1 2.196(2) . yes Ni1 C17 2.519(3) . yes Ni2 N4 2.038(3) . yes Ni2 O3 2.074(2) . yes Ni2 N5 2.090(3) . yes Ni2 N6 2.258(3) . yes Cl1 O8 1.423(3) . ? Cl1 O6 1.424(3) . ? Cl1 O9 1.438(4) . ? Cl1 O7 1.454(3) . ? Cl2 O11 1.426(3) . ? Cl2 O13 1.432(3) . ? Cl2 O12 1.433(3) . ? Cl2 O10 1.436(3) . ? N1 C1 1.338(4) . ? N1 C5 1.349(4) . ? N2 C12 1.342(4) . ? N2 C16 1.344(4) . ? N3 C6 1.493(4) . ? N3 C11 1.498(4) . ? N3 C7 1.545(4) . ? N4 C29 1.337(4) . ? N4 C33 1.349(4) . ? N5 C22 1.335(4) . ? N5 C18 1.358(4) . ? N6 C23 1.489(4) . ? N6 C28 1.495(4) . ? N6 C24 1.540(4) . ? O1 C17 1.301(3) . ? O2 C17 1.300(3) . ? O2 Ni1 2.139(2) 2_776 yes O3 C17 1.262(3) . ? O4 C36 1.426(4) . ? O4 H4 0.8400 . ? O5 C34 1.438(4) . ? O5 H5 0.8400 . ? C1 C2 1.373(5) . ? C1 H1 0.9500 . ? C2 C3 1.388(5) . ? C2 H2 0.9500 . ? C3 C4 1.384(5) . ? C3 H3 0.9500 . ? C4 C5 1.388(4) . ? C4 H4A 0.9500 . ? C5 C6 1.507(4) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C9 1.527(5) . ? C7 C10 1.535(5) . ? C7 C8 1.539(5) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.512(4) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.384(5) . ? C13 C14 1.383(5) . ? C13 H13 0.9500 . ? C14 C15 1.373(5) . ? C14 H14 0.9500 . ? C15 C16 1.370(5) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C18 C19 1.375(5) . ? C18 H18 0.9500 . ? C19 C20 1.382(6) . ? C19 H19 0.9500 . ? C20 C21 1.379(6) . ? C20 H20 0.9500 . ? C21 C22 1.389(5) . ? C21 H21 0.9500 . ? C22 C23 1.504(5) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C27 1.530(5) . ? C24 C26 1.533(5) . ? C24 C25 1.544(5) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.496(5) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.396(5) . ? C30 C31 1.368(6) . ? C30 H30 0.9500 . ? C31 C32 1.376(6) . ? C31 H31 0.9500 . ? C32 C33 1.375(5) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 C35 1.479(5) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 C37 1.472(5) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? O14 C39 1.375(5) . ? O14 H14A 0.8400 . ? C38 C39 1.496(6) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? 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 N2 164.26(10) . . yes N1 Ni1 O2 99.43(9) . . yes N2 Ni1 O2 96.23(9) . . yes N1 Ni1 O2 91.74(9) . 2_776 yes N2 Ni1 O2 89.55(9) . 2_776 yes O2 Ni1 O2 79.80(8) . 2_776 yes N1 Ni1 N3 81.95(10) . . yes N2 Ni1 N3 82.33(10) . . yes O2 Ni1 N3 176.86(9) . . yes O2 Ni1 N3 97.36(9) 2_776 . yes N1 Ni1 O1 97.92(9) . . yes N2 Ni1 O1 90.75(9) . . yes O2 Ni1 O1 61.88(8) . . yes O2 Ni1 O1 141.48(8) 2_776 . yes N3 Ni1 O1 120.83(9) . . yes N1 Ni1 C17 102.20(10) . . yes N2 Ni1 C17 92.01(10) . . yes O2 Ni1 C17 30.94(9) . . yes O2 Ni1 C17 110.43(9) 2_776 . yes N3 Ni1 C17 151.62(10) . . yes O1 Ni1 C17 31.07(8) . . yes N4 Ni2 O3 83.97(9) . . yes N4 Ni2 N5 97.93(10) . . yes O3 Ni2 N5 176.55(9) . . yes N4 Ni2 N6 80.99(10) . . yes O3 Ni2 N6 105.03(9) . . yes N5 Ni2 N6 78.16(10) . . yes O8 Cl1 O6 111.0(2) . . ? O8 Cl1 O9 108.8(2) . . ? O6 Cl1 O9 109.9(2) . . ? O8 Cl1 O7 110.6(2) . . ? O6 Cl1 O7 108.28(19) . . ? O9 Cl1 O7 108.2(2) . . ? O11 Cl2 O13 108.97(18) . . ? O11 Cl2 O12 109.3(2) . . ? O13 Cl2 O12 110.78(19) . . ? O11 Cl2 O10 110.1(2) . . ? O13 Cl2 O10 108.86(19) . . ? O12 Cl2 O10 108.8(2) . . ? C1 N1 C5 118.6(3) . . ? C1 N1 Ni1 129.1(2) . . ? C5 N1 Ni1 112.3(2) . . ? C12 N2 C16 118.7(3) . . ? C12 N2 Ni1 112.7(2) . . ? C16 N2 Ni1 128.3(2) . . ? C6 N3 C11 110.4(2) . . ? C6 N3 C7 112.0(2) . . ? C11 N3 C7 112.5(2) . . ? C6 N3 Ni1 101.24(17) . . ? C11 N3 Ni1 100.35(17) . . ? C7 N3 Ni1 119.30(19) . . ? C29 N4 C33 118.6(3) . . ? C29 N4 Ni2 116.0(2) . . ? C33 N4 Ni2 124.2(2) . . ? C22 N5 C18 118.1(3) . . ? C22 N5 Ni2 115.1(2) . . ? C18 N5 Ni2 126.8(2) . . ? C23 N6 C28 107.8(3) . . ? C23 N6 C24 110.1(3) . . ? C28 N6 C24 111.0(3) . . ? C23 N6 Ni2 102.5(2) . . ? C28 N6 Ni2 102.80(19) . . ? C24 N6 Ni2 121.55(19) . . ? C17 O1 Ni1 88.34(16) . . ? C17 O2 Ni1 94.96(17) . . ? C17 O2 Ni1 162.83(19) . 2_776 ? Ni1 O2 Ni1 100.20(8) . 2_776 ? C17 O3 Ni2 134.1(2) . . ? C36 O4 H4 109.5 . . ? C34 O5 H5 109.5 . . ? N1 C1 C2 123.2(3) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C1 C2 C3 118.3(3) . . ? C1 C2 H2 120.9 . . ? C3 C2 H2 120.9 . . ? C4 C3 C2 119.3(3) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C3 C4 C5 119.0(3) . . ? C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? N1 C5 C4 121.5(3) . . ? N1 C5 C6 116.2(3) . . ? C4 C5 C6 122.3(3) . . ? N3 C6 C5 111.7(2) . . ? N3 C6 H6A 109.3 . . ? C5 C6 H6A 109.3 . . ? N3 C6 H6B 109.3 . . ? C5 C6 H6B 109.3 . . ? H6A C6 H6B 107.9 . . ? C9 C7 C10 107.9(3) . . ? C9 C7 C8 109.4(3) . . ? C10 C7 C8 108.4(3) . . ? C9 C7 N3 109.9(3) . . ? C10 C7 N3 109.6(3) . . ? C8 C7 N3 111.5(3) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N3 C11 C12 111.2(2) . . ? N3 C11 H11A 109.4 . . ? C12 C11 H11A 109.4 . . ? N3 C11 H11B 109.4 . . ? C12 C11 H11B 109.4 . . ? H11A C11 H11B 108.0 . . ? N2 C12 C13 121.8(3) . . ? N2 C12 C11 115.2(3) . . ? C13 C12 C11 123.0(3) . . ? C14 C13 C12 118.4(3) . . ? C14 C13 H13 120.8 . . ? C12 C13 H13 120.8 . . ? C15 C14 C13 120.0(3) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C16 C15 C14 118.4(3) . . ? C16 C15 H15 120.8 . . ? C14 C15 H15 120.8 . . ? N2 C16 C15 122.7(3) . . ? N2 C16 H16 118.7 . . ? C15 C16 H16 118.7 . . ? O3 C17 O2 121.5(3) . . ? O3 C17 O1 124.2(3) . . ? O2 C17 O1 114.4(2) . . ? O3 C17 Ni1 172.9(2) . . ? O2 C17 Ni1 54.10(14) . . ? O1 C17 Ni1 60.59(14) . . ? N5 C18 C19 122.6(3) . . ? N5 C18 H18 118.7 . . ? C19 C18 H18 118.7 . . ? C18 C19 C20 118.9(3) . . ? C18 C19 H19 120.6 . . ? C20 C19 H19 120.6 . . ? C21 C20 C19 119.0(3) . . ? C21 C20 H20 120.5 . . ? C19 C20 H20 120.5 . . ? C20 C21 C22 119.3(4) . . ? C20 C21 H21 120.4 . . ? C22 C21 H21 120.4 . . ? N5 C22 C21 122.2(3) . . ? N5 C22 C23 117.2(3) . . ? C21 C22 C23 120.6(3) . . ? N6 C23 C22 111.2(3) . . ? N6 C23 H23A 109.4 . . ? C22 C23 H23A 109.4 . . ? N6 C23 H23B 109.4 . . ? C22 C23 H23B 109.4 . . ? H23A C23 H23B 108.0 . . ? C27 C24 C26 109.1(3) . . ? C27 C24 N6 108.7(3) . . ? C26 C24 N6 109.4(3) . . ? C27 C24 C25 109.3(3) . . ? C26 C24 C25 107.7(3) . . ? N6 C24 C25 112.7(3) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N6 C28 C29 113.1(3) . . ? N6 C28 H28A 109.0 . . ? C29 C28 H28A 109.0 . . ? N6 C28 H28B 109.0 . . ? C29 C28 H28B 109.0 . . ? H28A C28 H28B 107.8 . . ? N4 C29 C30 121.2(3) . . ? N4 C29 C28 116.7(3) . . ? C30 C29 C28 122.0(3) . . ? C31 C30 C29 119.2(3) . . ? C31 C30 H30 120.4 . . ? C29 C30 H30 120.4 . . ? C30 C31 C32 120.0(3) . . ? C30 C31 H31 120.0 . . ? C32 C31 H31 120.0 . . ? C33 C32 C31 118.1(4) . . ? C33 C32 H32 120.9 . . ? C31 C32 H32 120.9 . . ? N4 C33 C32 122.9(3) . . ? N4 C33 H33 118.5 . . ? C32 C33 H33 118.5 . . ? O5 C34 C35 113.2(3) . . ? O5 C34 H34A 108.9 . . ? C35 C34 H34A 108.9 . . ? O5 C34 H34B 108.9 . . ? C35 C34 H34B 108.9 . . ? H34A C34 H34B 107.8 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? O4 C36 C37 112.2(3) . . ? O4 C36 H36A 109.2 . . ? C37 C36 H36A 109.2 . . ? O4 C36 H36B 109.2 . . ? C37 C36 H36B 109.2 . . ? H36A C36 H36B 107.9 . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C39 O14 H14A 109.5 . . ? C39 C38 H38A 109.5 . . ? C39 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C39 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? O14 C39 C38 115.4(4) . . ? O14 C39 H39A 108.4 . . ? C38 C39 H39A 108.4 . . ? O14 C39 H39B 108.4 . . ? C38 C39 H39B 108.4 . . ? H39A C39 H39B 107.5 . . ? ###---END #7. 4 data_4 _database_code_depnum_ccdc_archive 'CCDC 744077' _audit_creation_method SHELXL-97 _chemical_name_systematic ; bis(bis(2-pyridylmethyl)tert-butylamine) bis(?-methoxo) dinickel perchlorate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C34 H48 N6 Ni2 O2, 2(Cl O4)' _chemical_formula_sum 'C34 H48 Cl2 N6 Ni2 O10' _chemical_formula_weight 889.10 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' Cl Cl 0.1484 0.1585 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1 ' _symmetry_int_tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.356(2) _cell_length_b 9.984(3) _cell_length_c 12.245(3) _cell_angle_alpha 69.725(4) _cell_angle_beta 82.290(4) _cell_angle_gamma 80.908(4) _cell_volume 942.8(4) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7037 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 28.28 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.566 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 464 _exptl_absorpt_coefficient_mu 1.205 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS (Bruker-AXS, 2003) ; _exptl_absorpt_correction_T_min 0.7527 _exptl_absorpt_correction_T_max 0.9204 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX CCD area-detector' _diffrn_measurement_method '0.30\% \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8163 _diffrn_reflns_av_R_equivalents 0.0157 _diffrn_reflns_av_sigmaI/netI 0.0207 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 28.28 _diffrn_measured_fraction_theta_max 0.901 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _reflns_number_total 4208 _reflns_number_gt 3991 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'SMART Ver. 5.622 (Bruker-AXS, 2003)' _computing_cell_refinement 'SAINT Ver. 6.22 (Bruker-AXS, 2003)' _computing_data_reduction 'SAINT Ver. 6.22' _computing_structure_solution 'SHELXTL Ver. 6.14 (Bruker-AXS, 2003)' _computing_structure_refinement 'SHELXTL Ver. 6.14' _computing_molecular_graphics 'SHELXTL Ver. 6.14' _computing_publication_material 'SHELXTL Ver. 6.14' _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^)+(0.0657P)^2^+0.5352P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4208 _refine_ls_number_parameters 248 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0339 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0984 _refine_ls_wR_factor_gt 0.0917 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_diff_density_max 0.751 _refine_diff_density_min -0.467 _refine_diff_density_rms 0.075 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.57525(3) 0.92271(2) 0.617243(18) 0.02085(9) Uani 1 1 d . . . Cl1 Cl 0.19941(7) 0.39101(5) 0.81937(5) 0.03581(13) Uani 1 1 d . . . O1 O 0.1757(3) 0.4985(2) 0.7078(2) 0.0683(6) Uani 1 1 d . . . O2 O 0.0788(3) 0.2956(3) 0.8498(2) 0.0755(7) Uani 1 1 d . . . O3 O 0.3589(3) 0.3165(2) 0.8101(3) 0.0781(7) Uani 1 1 d . . . O4 O 0.1931(4) 0.4589(3) 0.9036(2) 0.0875(9) Uani 1 1 d . . . O5 O 0.63030(15) 1.04561(14) 0.45887(11) 0.0244(3) Uani 1 1 d . . . N1 N 0.45895(19) 0.87927(17) 0.78121(14) 0.0251(3) Uani 1 1 d . . . N2 N 0.65263(18) 0.69951(15) 0.68491(13) 0.0222(3) Uani 1 1 d . . . N3 N 0.77372(19) 0.93914(17) 0.69018(14) 0.0248(3) Uani 1 1 d . . . C1 C 0.4105(2) 0.9722(2) 0.84031(18) 0.0307(4) Uani 1 1 d . . . H1 H 0.4198 1.0715 0.8015 0.037 Uiso 1 1 calc R . . C2 C 0.3478(3) 0.9276(3) 0.95542(19) 0.0370(5) Uani 1 1 d . . . H2 H 0.3169 0.9945 0.9960 0.044 Uiso 1 1 calc R . . C3 C 0.3308(3) 0.7834(3) 1.01068(18) 0.0402(5) Uani 1 1 d . . . H3 H 0.2872 0.7502 1.0898 0.048 Uiso 1 1 calc R . . C4 C 0.3777(3) 0.6880(2) 0.94962(18) 0.0344(4) Uani 1 1 d . . . H4 H 0.3645 0.5890 0.9856 0.041 Uiso 1 1 calc R . . C5 C 0.4443(2) 0.7391(2) 0.83535(16) 0.0250(4) Uani 1 1 d . . . C6 C 0.5056(2) 0.64478(19) 0.76146(16) 0.0248(3) Uani 1 1 d . . . H6A H 0.5337 0.5444 0.8125 0.030 Uiso 1 1 calc R . . H6B H 0.4197 0.6458 0.7127 0.030 Uiso 1 1 calc R . . C7 C 0.7034(2) 0.62840(19) 0.59063(17) 0.0264(4) Uani 1 1 d . . . C8 C 0.5649(3) 0.6599(2) 0.51192(19) 0.0347(4) Uani 1 1 d . . . H8A H 0.5344 0.7641 0.4800 0.052 Uiso 1 1 calc R . . H8B H 0.4708 0.6140 0.5576 0.052 Uiso 1 1 calc R . . H8C H 0.6009 0.6219 0.4477 0.052 Uiso 1 1 calc R . . C9 C 0.7453(3) 0.4650(2) 0.6448(2) 0.0343(4) Uani 1 1 d . . . H9A H 0.7861 0.4241 0.5829 0.051 Uiso 1 1 calc R . . H9B H 0.6476 0.4223 0.6870 0.051 Uiso 1 1 calc R . . H9C H 0.8291 0.4444 0.6992 0.051 Uiso 1 1 calc R . . C10 C 0.8511(3) 0.6953(2) 0.5155(2) 0.0381(5) Uani 1 1 d . . . H10A H 0.8266 0.8003 0.4875 0.057 Uiso 1 1 calc R . . H10B H 0.8765 0.6609 0.4485 0.057 Uiso 1 1 calc R . . H10C H 0.9448 0.6674 0.5624 0.057 Uiso 1 1 calc R . . C11 C 0.7874(2) 0.67780(19) 0.76103(17) 0.0287(4) Uani 1 1 d . . . H11A H 0.8848 0.6262 0.7311 0.034 Uiso 1 1 calc R . . H11B H 0.7543 0.6157 0.8410 0.034 Uiso 1 1 calc R . . C12 C 0.8329(2) 0.81478(19) 0.76762(15) 0.0240(3) Uani 1 1 d . . . C13 C 0.9308(2) 0.8115(2) 0.85164(18) 0.0324(4) Uani 1 1 d . . . H13 H 0.9710 0.7226 0.9063 0.039 Uiso 1 1 calc R . . C14 C 0.9688(3) 0.9400(3) 0.8545(2) 0.0386(5) Uani 1 1 d . . . H14 H 1.0336 0.9403 0.9125 0.046 Uiso 1 1 calc R . . C15 C 0.9123(3) 1.0685(2) 0.7724(2) 0.0357(4) Uani 1 1 d . . . H15 H 0.9401 1.1575 0.7716 0.043 Uiso 1 1 calc R . . C16 C 0.8148(2) 1.0636(2) 0.69234(18) 0.0303(4) Uani 1 1 d . . . H16 H 0.7747 1.1512 0.6362 0.036 Uiso 1 1 calc R . . C17 C 0.7787(2) 1.1021(2) 0.41073(17) 0.0307(4) Uani 1 1 d . . . H17A H 0.7713 1.2003 0.4125 0.046 Uiso 1 1 calc R . . H17B H 0.8006 1.1033 0.3298 0.046 Uiso 1 1 calc R . . H17C H 0.8672 1.0418 0.4566 0.046 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 0.02392(14) 0.01512(13) 0.02201(14) -0.00334(9) -0.00553(9) -0.00158(9) Cl1 0.0420(3) 0.0277(2) 0.0404(3) -0.0121(2) -0.0059(2) -0.0080(2) O1 0.0590(13) 0.0599(13) 0.0632(13) 0.0087(10) -0.0130(10) -0.0015(10) O2 0.0934(17) 0.0812(16) 0.0624(13) -0.0127(11) -0.0119(12) -0.0619(14) O3 0.0637(14) 0.0454(12) 0.123(2) -0.0281(13) -0.0247(14) 0.0140(10) O4 0.118(2) 0.0969(19) 0.0782(16) -0.0606(15) 0.0299(15) -0.0611(17) O5 0.0211(6) 0.0240(6) 0.0238(6) -0.0011(5) -0.0038(5) -0.0040(5) N1 0.0286(8) 0.0219(7) 0.0254(7) -0.0082(6) -0.0056(6) -0.0013(6) N2 0.0241(7) 0.0164(6) 0.0254(7) -0.0057(5) -0.0049(6) -0.0014(5) N3 0.0275(8) 0.0218(7) 0.0256(7) -0.0066(6) -0.0053(6) -0.0050(6) C1 0.0304(9) 0.0299(10) 0.0363(10) -0.0164(8) -0.0067(8) -0.0008(7) C2 0.0348(10) 0.0470(12) 0.0359(11) -0.0251(10) -0.0066(8) 0.0041(9) C3 0.0433(12) 0.0483(13) 0.0243(9) -0.0100(9) -0.0031(8) 0.0038(10) C4 0.0379(11) 0.0321(10) 0.0259(9) -0.0024(8) -0.0033(8) 0.0010(8) C5 0.0269(9) 0.0225(8) 0.0245(8) -0.0057(7) -0.0064(7) -0.0009(7) C6 0.0300(9) 0.0176(8) 0.0254(8) -0.0043(6) -0.0033(7) -0.0042(6) C7 0.0304(9) 0.0181(8) 0.0306(9) -0.0097(7) -0.0014(7) 0.0001(7) C8 0.0443(12) 0.0301(10) 0.0338(10) -0.0169(8) -0.0093(9) 0.0035(8) C9 0.0403(11) 0.0185(9) 0.0434(11) -0.0113(8) -0.0049(9) 0.0017(8) C10 0.0399(11) 0.0282(10) 0.0441(12) -0.0136(9) 0.0097(9) -0.0053(8) C11 0.0316(9) 0.0183(8) 0.0334(10) -0.0030(7) -0.0127(8) 0.0002(7) C12 0.0229(8) 0.0246(9) 0.0240(8) -0.0076(7) -0.0024(6) -0.0024(7) C13 0.0287(9) 0.0391(11) 0.0291(9) -0.0110(8) -0.0074(7) 0.0000(8) C14 0.0333(10) 0.0526(13) 0.0401(11) -0.0262(10) -0.0105(9) -0.0036(9) C15 0.0332(10) 0.0377(11) 0.0464(12) -0.0258(10) -0.0008(9) -0.0083(8) C16 0.0339(10) 0.0232(9) 0.0356(10) -0.0109(8) -0.0019(8) -0.0068(7) C17 0.0241(9) 0.0311(10) 0.0310(9) -0.0025(8) -0.0016(7) -0.0052(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 O5 1.9411(13) . yes Ni1 O5 1.9932(13) 2_676 yes Ni1 N3 2.0396(16) . yes Ni1 N1 2.0421(17) . yes Ni1 N2 2.1164(15) . yes Cl1 O4 1.409(2) . ? Cl1 O2 1.421(2) . ? Cl1 O1 1.431(2) . ? Cl1 O3 1.431(2) . ? O5 C17 1.413(2) . ? O5 Ni1 1.9932(13) 2_676 yes N1 C5 1.342(2) . ? N1 C1 1.348(2) . ? N2 C6 1.495(2) . ? N2 C11 1.499(2) . ? N2 C7 1.536(2) . ? N3 C12 1.342(2) . ? N3 C16 1.350(2) . ? C1 C2 1.379(3) . ? C1 H1 0.9500 . ? C2 C3 1.383(3) . ? C2 H2 0.9500 . ? C3 C4 1.384(3) . ? C3 H3 0.9500 . ? C4 C5 1.383(3) . ? C4 H4 0.9500 . ? C5 C6 1.511(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.530(3) . ? C7 C10 1.532(3) . ? C7 C9 1.535(3) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C12 1.507(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.387(3) . ? C13 C14 1.382(3) . ? C13 H13 0.9500 . ? C14 C15 1.386(3) . ? C14 H14 0.9500 . ? C15 C16 1.374(3) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? 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 O5 Ni1 O5 76.92(6) . 2_676 yes O5 Ni1 N3 97.86(6) . . yes O5 Ni1 N3 166.88(6) 2_676 . yes O5 Ni1 N1 154.28(6) . . yes O5 Ni1 N1 93.54(6) 2_676 . yes N3 Ni1 N1 86.12(7) . . yes O5 Ni1 N2 124.85(6) . . yes O5 Ni1 N2 109.56(6) 2_676 . yes N3 Ni1 N2 83.36(6) . . yes N1 Ni1 N2 80.80(6) . . yes O4 Cl1 O2 110.59(15) . . ? O4 Cl1 O1 109.03(17) . . ? O2 Cl1 O1 110.37(14) . . ? O4 Cl1 O3 108.79(18) . . ? O2 Cl1 O3 111.22(16) . . ? O1 Cl1 O3 106.74(16) . . ? C17 O5 Ni1 128.24(11) . . ? C17 O5 Ni1 128.65(11) . 2_676 ? Ni1 O5 Ni1 103.08(6) . 2_676 ? C5 N1 C1 119.22(17) . . ? C5 N1 Ni1 113.38(12) . . ? C1 N1 Ni1 127.16(14) . . ? C6 N2 C11 108.34(14) . . ? C6 N2 C7 112.60(14) . . ? C11 N2 C7 111.65(14) . . ? C6 N2 Ni1 101.69(10) . . ? C11 N2 Ni1 108.16(10) . . ? C7 N2 Ni1 113.81(11) . . ? C12 N3 C16 118.90(16) . . ? C12 N3 Ni1 113.49(12) . . ? C16 N3 Ni1 124.62(13) . . ? N1 C1 C2 121.99(19) . . ? N1 C1 H1 119.0 . . ? C2 C1 H1 119.0 . . ? C1 C2 C3 118.74(19) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C2 C3 C4 119.4(2) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 118.9(2) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? N1 C5 C4 121.65(18) . . ? N1 C5 C6 114.56(16) . . ? C4 C5 C6 123.79(17) . . ? N2 C6 C5 109.28(14) . . ? N2 C6 H6A 109.8 . . ? C5 C6 H6A 109.8 . . ? N2 C6 H6B 109.8 . . ? C5 C6 H6B 109.8 . . ? H6A C6 H6B 108.3 . . ? C8 C7 C10 108.21(18) . . ? C8 C7 C9 109.26(16) . . ? C10 C7 C9 110.09(16) . . ? C8 C7 N2 109.52(15) . . ? C10 C7 N2 108.17(15) . . ? C9 C7 N2 111.52(15) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C7 C10 H10A 109.5 . . ? C7 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C7 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C12 114.39(14) . . ? N2 C11 H11A 108.7 . . ? C12 C11 H11A 108.7 . . ? N2 C11 H11B 108.7 . . ? C12 C11 H11B 108.7 . . ? H11A C11 H11B 107.6 . . ? N3 C12 C13 121.65(18) . . ? N3 C12 C11 117.45(16) . . ? C13 C12 C11 120.90(17) . . ? C14 C13 C12 118.79(19) . . ? C14 C13 H13 120.6 . . ? C12 C13 H13 120.6 . . ? C13 C14 C15 119.82(19) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C16 C15 C14 118.17(19) . . ? C16 C15 H15 120.9 . . ? C14 C15 H15 120.9 . . ? N3 C16 C15 122.63(19) . . ? N3 C16 H16 118.7 . . ? C15 C16 H16 118.7 . . ? O5 C17 H17A 109.5 . . ? O5 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? O5 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? ###---END