# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_q _database_code_depnum_ccdc_archive 'CCDC 836918' #TrackingRef '- complex1-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 N8 Ni' _chemical_formula_weight 357.07 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' 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 P2(1)/n 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 13.302(3) _cell_length_b 7.5138(15) _cell_length_c 16.637(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.61(3) _cell_angle_gamma 90.00 _cell_volume 1616.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3890 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 33 _exptl_crystal_description needle _exptl_crystal_colour green _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 1.213 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.90 _exptl_absorpt_correction_T_max 0.92 _exptl_absorpt_process_details '(SADABS; Bruker, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3622 _diffrn_reflns_av_R_equivalents 0.0631 _diffrn_reflns_av_sigmaI/netI 0.0827 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 27.44 _reflns_number_total 3622 _reflns_number_gt 2091 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Rigaku R-AXIS RAPID' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL97/PC _computing_publication_material SHELXL97/PC _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^)+(0.0505P)^2^+0.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3622 _refine_ls_number_parameters 212 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0907 _refine_ls_R_factor_gt 0.0413 _refine_ls_wR_factor_ref 0.1125 _refine_ls_wR_factor_gt 0.1006 _refine_ls_goodness_of_fit_ref 0.960 _refine_ls_restrained_S_all 0.959 _refine_ls_shift/su_max 0.001 _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 0.96081(3) 0.75080(8) 0.08843(2) 0.02416(13) Uani 1 1 d . . . N1 N 0.8247(2) 0.8445(4) 0.11769(18) 0.0278(7) Uani 1 1 d . . . N2 N 1.0329(2) 0.6616(4) 0.20735(18) 0.0277(7) Uani 1 1 d . . . N3 N 0.8924(2) 0.4976(4) 0.06451(19) 0.0339(7) Uani 1 1 d . . . N4 N 0.8995(2) 0.4122(4) 0.00706(18) 0.0259(6) Uani 1 1 d . . . N5 N 0.9033(2) 0.3246(5) -0.0506(2) 0.0375(8) Uani 1 1 d . . . N6 N 0.8943(2) 0.8230(5) -0.03571(19) 0.0365(8) Uani 1 1 d . . . N7 N 0.9355(2) 0.9109(4) -0.07639(17) 0.0262(6) Uani 1 1 d . . . N8 N 0.9752(2) 0.9938(4) -0.11985(18) 0.0343(7) Uani 1 1 d . . . C1 C 0.7687(2) 0.7467(6) 0.1574(2) 0.0325(7) Uani 1 1 d . . . H1A H 0.7946 0.6367 0.1780 0.039 Uiso 1 1 calc R . . C2 C 0.6739(3) 0.7995(6) 0.1698(3) 0.0389(10) Uani 1 1 d . . . C3 C 0.6364(3) 0.9620(6) 0.1375(3) 0.0442(10) Uani 1 1 d . . . H3A H 0.5723 1.0008 0.1438 0.053 Uiso 1 1 calc R . . C4 C 0.6919(3) 1.0674(6) 0.0962(3) 0.0396(9) Uani 1 1 d . . . C5 C 0.7865(3) 1.0019(5) 0.0874(2) 0.0338(8) Uani 1 1 d . . . H5A H 0.8250 1.0708 0.0592 0.041 Uiso 1 1 calc R . . C6 C 0.6139(4) 0.6814(8) 0.2142(3) 0.0643(15) Uani 1 1 d . . . H6A H 0.6058 0.7395 0.2637 0.096 Uiso 1 1 calc R . . H6B H 0.6504 0.5713 0.2284 0.096 Uiso 1 1 calc R . . H6C H 0.5470 0.6577 0.1790 0.096 Uiso 1 1 calc R . . C7 C 0.6544(4) 1.2464(8) 0.0597(4) 0.0698(15) Uani 1 1 d U . . H7A H 0.5988 1.2296 0.0117 0.105 Uiso 1 1 calc R . . H7B H 0.7102 1.3080 0.0443 0.105 Uiso 1 1 calc R . . H7C H 0.6302 1.3155 0.1000 0.105 Uiso 1 1 calc R . . C8 C 1.0760(3) 0.5005(5) 0.2153(2) 0.0304(8) Uani 1 1 d . . . H8A H 1.0626 0.4258 0.1694 0.037 Uiso 1 1 calc R . . C9 C 1.1401(3) 0.4378(5) 0.2882(2) 0.0321(8) Uani 1 1 d . . . C10 C 1.1573(3) 0.5498(6) 0.3552(2) 0.0354(9) Uani 1 1 d . . . H10A H 1.1994 0.5122 0.4052 0.043 Uiso 1 1 calc R . . C11 C 1.1134(3) 0.7170(5) 0.3499(2) 0.0323(9) Uani 1 1 d . . . C12 C 1.0516(3) 0.7675(6) 0.2740(2) 0.0296(8) Uani 1 1 d . . . H12A H 1.0218 0.8801 0.2692 0.036 Uiso 1 1 calc R . . C13 C 1.1890(3) 0.2566(7) 0.2905(3) 0.0478(10) Uani 1 1 d U . . H13A H 1.2567 0.2681 0.2800 0.072 Uiso 1 1 calc R . . H13B H 1.1470 0.1823 0.2489 0.072 Uiso 1 1 calc R . . H13C H 1.1946 0.2041 0.3439 0.072 Uiso 1 1 calc R . . C14 C 1.1346(4) 0.8427(7) 0.4226(2) 0.0513(12) Uani 1 1 d U . . H14A H 1.1220 0.7828 0.4703 0.077 Uiso 1 1 calc R . . H14B H 1.0899 0.9443 0.4101 0.077 Uiso 1 1 calc R . . H14C H 1.2054 0.8810 0.4339 0.077 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 0.0250(2) 0.0270(2) 0.0204(2) -0.0006(2) 0.00517(14) -0.0001(2) N1 0.0277(15) 0.0289(16) 0.0274(16) 0.0006(13) 0.0079(13) 0.0028(13) N2 0.0289(15) 0.0284(16) 0.0245(16) -0.0016(13) 0.0034(12) 0.0002(13) N3 0.0375(18) 0.0354(18) 0.0297(17) -0.0062(15) 0.0099(14) -0.0027(15) N4 0.0190(14) 0.0305(16) 0.0269(16) 0.0037(14) 0.0029(12) -0.0001(12) N5 0.0322(17) 0.0478(19) 0.0315(18) -0.0114(16) 0.0055(14) -0.0001(15) N6 0.0335(17) 0.0476(19) 0.0265(17) 0.0072(15) 0.0030(14) -0.0076(15) N7 0.0232(14) 0.0298(16) 0.0222(15) -0.0055(13) -0.0018(12) -0.0003(13) N8 0.0395(17) 0.0363(19) 0.0286(16) -0.0003(15) 0.0112(14) -0.0050(15) C1 0.0331(18) 0.0322(17) 0.0332(17) 0.002(2) 0.0097(15) 0.000(2) C2 0.035(2) 0.048(3) 0.037(2) 0.0052(18) 0.0161(17) -0.0001(17) C3 0.034(2) 0.044(3) 0.058(3) 0.001(2) 0.0180(19) 0.0053(19) C4 0.035(2) 0.036(2) 0.048(2) 0.0051(19) 0.0107(18) 0.0076(18) C5 0.036(2) 0.033(2) 0.035(2) 0.0052(17) 0.0119(16) -0.0009(17) C6 0.054(3) 0.070(3) 0.081(4) 0.029(3) 0.040(3) 0.007(3) C7 0.061(3) 0.050(3) 0.104(4) 0.025(3) 0.030(3) 0.019(3) C8 0.0290(18) 0.031(2) 0.0298(19) -0.0018(16) 0.0044(15) 0.0005(16) C9 0.0238(18) 0.034(2) 0.037(2) 0.0043(18) 0.0049(15) -0.0010(16) C10 0.0279(19) 0.046(2) 0.0278(19) 0.0062(18) -0.0034(15) -0.0044(16) C11 0.0310(18) 0.037(3) 0.0276(18) -0.0016(16) 0.0042(14) -0.0040(16) C12 0.0327(17) 0.029(2) 0.0279(17) -0.0003(18) 0.0088(14) -0.0005(17) C13 0.044(2) 0.040(2) 0.054(2) 0.007(3) 0.0006(18) 0.013(2) C14 0.061(3) 0.055(3) 0.031(2) -0.013(2) -0.002(2) -0.001(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 N2 2.095(3) . ? Ni1 N1 2.103(3) . ? Ni1 N3 2.106(3) . ? Ni1 N8 2.114(3) 3_775 ? Ni1 N6 2.117(3) . ? Ni1 N5 2.127(3) 3_765 ? N1 C1 1.328(5) . ? N1 C5 1.338(5) . ? N2 C8 1.333(5) . ? N2 C12 1.340(5) . ? N3 N4 1.173(4) . ? N4 N5 1.173(4) . ? N5 Ni1 2.127(3) 3_765 ? N6 N7 1.170(4) . ? N7 N8 1.171(4) . ? N8 Ni1 2.114(3) 3_775 ? C1 C2 1.383(5) . ? C1 H1A 0.9300 . ? C2 C3 1.379(6) . ? C2 C6 1.500(6) . ? C3 C4 1.372(6) . ? C3 H3A 0.9300 . ? C4 C5 1.391(5) . ? C4 C7 1.512(6) . ? C5 H5A 0.9300 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 C9 1.391(5) . ? C8 H8A 0.9300 . ? C9 C10 1.372(5) . ? C9 C13 1.505(6) . ? C10 C11 1.380(5) . ? C10 H10A 0.9300 . ? C11 C12 1.387(5) . ? C11 C14 1.509(5) . ? C12 H12A 0.9300 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? 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 N2 Ni1 N1 96.66(11) . . ? N2 Ni1 N3 88.31(12) . . ? N1 Ni1 N3 89.38(12) . . ? N2 Ni1 N8 89.37(12) . 3_775 ? N1 Ni1 N8 87.55(12) . 3_775 ? N3 Ni1 N8 175.91(12) . 3_775 ? N2 Ni1 N6 175.13(13) . . ? N1 Ni1 N6 87.45(12) . . ? N3 Ni1 N6 89.10(13) . . ? N8 Ni1 N6 93.45(13) 3_775 . ? N2 Ni1 N5 87.86(12) . 3_765 ? N1 Ni1 N5 174.68(13) . 3_765 ? N3 Ni1 N5 93.59(13) . 3_765 ? N8 Ni1 N5 89.69(13) 3_775 3_765 ? N6 Ni1 N5 88.18(13) . 3_765 ? C1 N1 C5 117.9(3) . . ? C1 N1 Ni1 123.0(3) . . ? C5 N1 Ni1 118.7(2) . . ? C8 N2 C12 117.8(3) . . ? C8 N2 Ni1 118.3(2) . . ? C12 N2 Ni1 123.1(3) . . ? N4 N3 Ni1 122.3(3) . . ? N3 N4 N5 177.8(4) . . ? N4 N5 Ni1 126.5(3) . 3_765 ? N7 N6 Ni1 124.3(3) . . ? N6 N7 N8 177.1(4) . . ? N7 N8 Ni1 123.0(3) . 3_775 ? N1 C1 C2 123.7(4) . . ? N1 C1 H1A 118.2 . . ? C2 C1 H1A 118.2 . . ? C3 C2 C1 117.0(4) . . ? C3 C2 C6 122.1(4) . . ? C1 C2 C6 120.9(4) . . ? C4 C3 C2 121.2(4) . . ? C4 C3 H3A 119.4 . . ? C2 C3 H3A 119.4 . . ? C3 C4 C5 117.1(4) . . ? C3 C4 C7 123.3(4) . . ? C5 C4 C7 119.6(4) . . ? N1 C5 C4 123.1(4) . . ? N1 C5 H5A 118.4 . . ? C4 C5 H5A 118.4 . . ? C2 C6 H6A 109.5 . . ? C2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C8 C9 123.7(4) . . ? N2 C8 H8A 118.1 . . ? C9 C8 H8A 118.1 . . ? C10 C9 C8 116.9(4) . . ? C10 C9 C13 123.1(3) . . ? C8 C9 C13 120.0(4) . . ? C9 C10 C11 121.3(3) . . ? C9 C10 H10A 119.4 . . ? C11 C10 H10A 119.4 . . ? C10 C11 C12 117.3(3) . . ? C10 C11 C14 121.5(4) . . ? C12 C11 C14 121.2(4) . . ? N2 C12 C11 123.1(4) . . ? N2 C12 H12A 118.5 . . ? C11 C12 H12A 118.5 . . ? C9 C13 H13A 109.5 . . ? C9 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C9 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.44 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.462 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.133 data_q2 _database_code_depnum_ccdc_archive 'CCDC 836919' #TrackingRef '- complex2-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H27 Co1.50 N12' _chemical_formula_weight 535.94 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n 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 11.559(2) _cell_length_b 14.136(3) _cell_length_c 16.174(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.08(3) _cell_angle_gamma 90.00 _cell_volume 2616.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2872 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 33.55 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1110 _exptl_absorpt_coefficient_mu 0.995 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.88 _exptl_absorpt_correction_T_max 0.94 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12549 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4522 _reflns_number_gt 3624 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART APEX CCD' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0713P)^2^+0.8348P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4522 _refine_ls_number_parameters 327 _refine_ls_number_restraints 125 _refine_ls_R_factor_all 0.0610 _refine_ls_R_factor_gt 0.0474 _refine_ls_wR_factor_ref 0.1308 _refine_ls_wR_factor_gt 0.1220 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.173 _refine_ls_shift/su_max 0.001 _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 Co1 Co 1.0000 0.5000 0.5000 0.0334(2) Uani 1 2 d S . . Co2 Co 0.71767(4) 0.52269(3) 0.51043(3) 0.03795(18) Uani 1 1 d . . . N1 N 0.7422(3) 0.6448(2) 0.5895(2) 0.0505(8) Uani 1 1 d . . . N2 N 0.6649(3) 0.4062(2) 0.4269(2) 0.0456(8) Uani 1 1 d . . . N3 N 0.9599(3) 0.3787(2) 0.4212(2) 0.0474(8) Uani 1 1 d . . . N4 N 0.8708(2) 0.4534(2) 0.5739(2) 0.0413(7) Uani 1 1 d U . . N5 N 0.8825(3) 0.4296(3) 0.6439(3) 0.0659(11) Uani 1 1 d U . . N6 N 0.8949(5) 0.4118(4) 0.7148(4) 0.116(2) Uani 1 1 d U . . N7 N 0.8474(2) 0.5700(2) 0.4375(2) 0.0423(7) Uani 1 1 d . A . N8 N 0.8334(3) 0.6025(3) 0.3710(3) 0.0871(15) Uani 1 1 d . . . N9 N 0.8392(18) 0.6897(15) 0.3430(14) 0.116(6) Uani 0.30 1 d PU A 1 N9A N 0.8149(6) 0.6172(7) 0.2964(5) 0.105(3) Uani 0.70 1 d P A 2 N10 N 0.6117(3) 0.4623(2) 0.5973(2) 0.0499(8) Uani 1 1 d U . . N11 N 0.5182(3) 0.4307(2) 0.57822(19) 0.0417(7) Uani 1 1 d U . . N12 N 0.4246(3) 0.3982(2) 0.5611(2) 0.0529(8) Uani 1 1 d U . . C1 C 0.7602(4) 0.6377(3) 0.6714(3) 0.0645(12) Uani 1 1 d . . . H1A H 0.7572 0.5779 0.6950 0.077 Uiso 1 1 calc R . . C2 C 0.7836(5) 0.7149(4) 0.7249(3) 0.0818(14) Uani 1 1 d U . . C3 C 0.7849(5) 0.8032(4) 0.6869(4) 0.0876(15) Uani 1 1 d U . . H3A H 0.8000 0.8569 0.7198 0.105 Uiso 1 1 calc R . . C4 C 0.7647(5) 0.8120(4) 0.6030(4) 0.0828(14) Uani 1 1 d U . . C5 C 0.7443(4) 0.7308(3) 0.5566(3) 0.0678(13) Uani 1 1 d . . . H5A H 0.7313 0.7364 0.4988 0.081 Uiso 1 1 calc R . . C6 C 0.8039(7) 0.7004(6) 0.8184(4) 0.134(3) Uani 1 1 d U . . H6A H 0.8791 0.7251 0.8411 0.202 Uiso 1 1 d R . . H6B H 0.8008 0.6341 0.8307 0.202 Uiso 1 1 d R . . H6C H 0.7442 0.7329 0.8430 0.202 Uiso 1 1 d R . . C7 C 0.7651(8) 0.9079(4) 0.5605(6) 0.139(3) Uani 1 1 d U . . H7A H 0.7854 0.9001 0.5054 0.208 Uiso 1 1 calc R . . H7B H 0.8214 0.9483 0.5924 0.208 Uiso 1 1 calc R . . H7C H 0.6889 0.9359 0.5570 0.208 Uiso 1 1 calc R . . C8 C 0.6481(4) 0.3196(3) 0.4547(3) 0.0538(10) Uani 1 1 d . . . H8A H 0.6745 0.3064 0.5105 0.065 Uiso 1 1 calc R . . C9 C 0.5936(4) 0.2478(3) 0.4058(3) 0.0661(13) Uani 1 1 d . . . C10 C 0.5560(4) 0.2691(4) 0.3239(3) 0.0756(15) Uani 1 1 d . . . H10A H 0.5174 0.2231 0.2892 0.091 Uiso 1 1 calc R . . C11 C 0.5743(4) 0.3568(4) 0.2920(3) 0.0663(12) Uani 1 1 d U . . C12 C 0.6290(4) 0.4224(3) 0.3465(3) 0.0572(11) Uani 1 1 d . . . H12A H 0.6417 0.4823 0.3258 0.069 Uiso 1 1 calc R . . C13 C 0.5725(6) 0.1530(4) 0.4432(4) 0.113(2) Uani 1 1 d U . . H13A H 0.5455 0.1619 0.4962 0.170 Uiso 1 1 calc R . . H13B H 0.6440 0.1175 0.4510 0.170 Uiso 1 1 calc R . . H13C H 0.5145 0.1191 0.4064 0.170 Uiso 1 1 calc R . . C14 C 0.5335(7) 0.3826(5) 0.2020(4) 0.122(2) Uani 1 1 d U . . H14A H 0.5632 0.3373 0.1660 0.182 Uiso 1 1 calc R . . H14B H 0.5617 0.4445 0.1908 0.182 Uiso 1 1 calc R . . H14C H 0.4496 0.3823 0.1919 0.182 Uiso 1 1 calc R . . C15 C 0.9514(4) 0.2931(3) 0.4544(3) 0.0633(12) Uani 1 1 d U . . H15A H 0.9691 0.2873 0.5121 0.076 Uiso 1 1 calc R . . C16 C 0.9186(5) 0.2133(3) 0.4095(4) 0.0824(14) Uani 1 1 d U . . C17 C 0.8954(5) 0.2231(4) 0.3258(4) 0.0908(16) Uani 1 1 d U . . H17A H 0.8745 0.1700 0.2931 0.109 Uiso 1 1 calc R . . C18 C 0.9017(5) 0.3096(5) 0.2873(3) 0.0850(15) Uani 1 1 d U . . C19 C 0.9361(4) 0.3858(3) 0.3393(3) 0.0632(12) Uani 1 1 d . . . H19A H 0.9427 0.4449 0.3151 0.076 Uiso 1 1 calc R . . C20 C 0.9061(8) 0.1191(4) 0.4511(6) 0.143(3) Uani 1 1 d U . . H20A H 0.8499 0.0812 0.4166 0.214 Uiso 1 1 calc R . . H20B H 0.8804 0.1290 0.5044 0.214 Uiso 1 1 calc R . . H20C H 0.9802 0.0873 0.4590 0.214 Uiso 1 1 calc R . . C21 C 0.8752(6) 0.3278(5) 0.1942(4) 0.119(2) Uani 1 1 d U . . H21A H 0.9286 0.2923 0.1658 0.178 Uiso 1 1 calc R . . H21B H 0.8838 0.3940 0.1834 0.178 Uiso 1 1 calc R . . H21C H 0.7966 0.3085 0.1743 0.178 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 Co1 0.0268(3) 0.0360(4) 0.0370(4) -0.0017(3) 0.0024(3) -0.0008(2) Co2 0.0271(3) 0.0429(3) 0.0434(3) -0.0028(2) 0.0033(2) -0.00123(18) N1 0.0428(18) 0.0495(19) 0.059(2) -0.0115(16) 0.0050(16) 0.0030(14) N2 0.0366(17) 0.0543(19) 0.0450(19) -0.0076(15) 0.0025(14) -0.0035(14) N3 0.0351(17) 0.0505(19) 0.056(2) -0.0139(15) 0.0050(15) -0.0040(14) N4 0.0322(15) 0.0505(17) 0.0412(18) 0.0016(14) 0.0055(13) 0.0003(13) N5 0.042(2) 0.083(3) 0.074(3) 0.037(2) 0.0124(19) 0.0062(17) N6 0.091(3) 0.163(5) 0.097(4) 0.066(4) 0.022(3) 0.020(3) N7 0.0324(16) 0.0461(17) 0.0475(19) 0.0046(14) 0.0024(14) 0.0020(13) N8 0.041(2) 0.118(4) 0.105(4) 0.066(3) 0.020(2) 0.021(2) N9 0.112(10) 0.128(10) 0.115(10) 0.044(9) 0.036(8) 0.020(8) N9A 0.079(5) 0.163(8) 0.073(5) 0.067(5) 0.010(4) 0.022(5) N10 0.0339(16) 0.065(2) 0.0506(19) -0.0029(15) 0.0046(14) -0.0053(15) N11 0.0333(16) 0.0473(16) 0.0449(17) 0.0061(13) 0.0068(13) 0.0064(13) N12 0.0349(17) 0.0528(18) 0.069(2) 0.0071(16) 0.0014(16) -0.0022(14) C1 0.056(3) 0.069(3) 0.068(3) -0.017(2) 0.009(2) 0.006(2) C2 0.066(3) 0.107(4) 0.073(3) -0.038(3) 0.012(3) 0.004(3) C3 0.069(3) 0.076(3) 0.121(4) -0.049(3) 0.025(3) -0.011(3) C4 0.076(3) 0.063(3) 0.112(3) -0.022(2) 0.027(3) -0.007(2) C5 0.061(3) 0.056(3) 0.088(4) -0.011(2) 0.016(3) -0.004(2) C6 0.157(6) 0.153(6) 0.090(4) -0.052(4) 0.008(4) -0.013(5) C7 0.169(6) 0.067(3) 0.188(6) -0.007(4) 0.051(5) -0.023(4) C8 0.050(2) 0.051(2) 0.059(3) -0.0031(19) 0.003(2) 0.0021(19) C9 0.062(3) 0.056(3) 0.081(4) -0.017(2) 0.011(3) -0.005(2) C10 0.058(3) 0.083(4) 0.082(4) -0.039(3) 0.000(3) -0.011(2) C11 0.059(2) 0.081(3) 0.056(3) -0.014(2) -0.002(2) -0.003(2) C12 0.050(2) 0.069(3) 0.052(3) -0.001(2) 0.005(2) -0.005(2) C13 0.139(5) 0.060(3) 0.137(5) -0.005(3) 0.009(4) -0.021(3) C14 0.143(5) 0.151(6) 0.062(4) -0.012(4) -0.017(4) -0.018(4) C15 0.052(2) 0.047(2) 0.088(3) -0.011(2) 0.001(2) -0.0009(19) C16 0.071(3) 0.062(2) 0.112(3) -0.023(2) 0.004(3) -0.004(2) C17 0.064(3) 0.085(4) 0.120(4) -0.051(3) 0.003(3) -0.007(3) C18 0.072(3) 0.113(3) 0.067(3) -0.031(3) 0.002(2) -0.005(3) C19 0.052(3) 0.078(3) 0.060(3) -0.020(2) 0.007(2) -0.009(2) C20 0.172(6) 0.056(3) 0.194(6) -0.010(3) 0.007(6) -0.021(4) C21 0.115(4) 0.152(4) 0.087(3) -0.040(3) 0.006(3) -0.011(4) _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 Co1 N4 2.144(3) 3_766 ? Co1 N4 2.144(3) . ? Co1 N7 2.147(3) . ? Co1 N7 2.147(3) 3_766 ? Co1 N3 2.148(3) 3_766 ? Co1 N3 2.148(3) . ? Co2 N7 2.141(3) . ? Co2 N1 2.142(3) . ? Co2 N4 2.153(3) . ? Co2 N2 2.163(3) . ? Co2 N10 2.165(3) . ? Co2 N12 2.181(3) 3_666 ? N1 C1 1.317(6) . ? N1 C5 1.329(6) . ? N2 C8 1.328(5) . ? N2 C12 1.328(5) . ? N3 C19 1.317(5) . ? N3 C15 1.334(5) . ? N4 N5 1.170(5) . ? N5 N6 1.164(6) . ? N7 N8 1.159(5) . ? N8 N9A 1.213(8) . ? N8 N9 1.32(2) . ? N10 N11 1.170(4) . ? N11 N12 1.172(4) . ? N12 Co2 2.181(3) 3_666 ? C1 C2 1.394(6) . ? C2 C3 1.393(8) . ? C2 C6 1.512(9) . ? C3 C4 1.350(8) . ? C4 C5 1.372(7) . ? C4 C7 1.521(8) . ? C8 C9 1.382(6) . ? C9 C10 1.369(7) . ? C9 C13 1.505(7) . ? C10 C11 1.371(7) . ? C11 C12 1.371(6) . ? C11 C14 1.511(7) . ? C15 C16 1.366(6) . ? C16 C17 1.350(8) . ? C16 C20 1.507(8) . ? C17 C18 1.378(8) . ? C18 C19 1.390(7) . ? C18 C21 1.516(8) . ? 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 N4 Co1 N4 180.00(16) 3_766 . ? N4 Co1 N7 100.77(12) 3_766 . ? N4 Co1 N7 79.23(12) . . ? N4 Co1 N7 79.23(12) 3_766 3_766 ? N4 Co1 N7 100.77(12) . 3_766 ? N7 Co1 N7 180.000(1) . 3_766 ? N4 Co1 N3 88.65(12) 3_766 3_766 ? N4 Co1 N3 91.35(12) . 3_766 ? N7 Co1 N3 90.35(11) . 3_766 ? N7 Co1 N3 89.65(12) 3_766 3_766 ? N4 Co1 N3 91.35(12) 3_766 . ? N4 Co1 N3 88.65(12) . . ? N7 Co1 N3 89.65(12) . . ? N7 Co1 N3 90.35(11) 3_766 . ? N3 Co1 N3 180.00(10) 3_766 . ? N7 Co2 N1 91.89(13) . . ? N7 Co2 N4 79.17(12) . . ? N1 Co2 N4 92.94(12) . . ? N7 Co2 N2 92.94(12) . . ? N1 Co2 N2 171.13(12) . . ? N4 Co2 N2 95.28(12) . . ? N7 Co2 N10 169.93(11) . . ? N1 Co2 N10 88.29(14) . . ? N4 Co2 N10 90.76(12) . . ? N2 Co2 N10 88.25(12) . . ? N7 Co2 N12 94.71(12) . 3_666 ? N1 Co2 N12 85.98(13) . 3_666 ? N4 Co2 N12 173.76(13) . 3_666 ? N2 Co2 N12 86.21(13) . 3_666 ? N10 Co2 N12 95.35(13) . 3_666 ? C1 N1 C5 117.5(4) . . ? C1 N1 Co2 121.9(3) . . ? C5 N1 Co2 120.5(3) . . ? C8 N2 C12 116.8(3) . . ? C8 N2 Co2 122.1(3) . . ? C12 N2 Co2 120.1(3) . . ? C19 N3 C15 117.2(4) . . ? C19 N3 Co1 122.2(3) . . ? C15 N3 Co1 120.5(3) . . ? N5 N4 Co1 129.2(3) . . ? N5 N4 Co2 124.6(3) . . ? Co1 N4 Co2 100.66(13) . . ? N6 N5 N4 175.8(6) . . ? N8 N7 Co2 128.1(3) . . ? N8 N7 Co1 128.1(3) . . ? Co2 N7 Co1 100.93(13) . . ? N7 N8 N9A 166.5(8) . . ? N7 N8 N9 133.0(13) . . ? N9A N8 N9 60.5(10) . . ? N11 N10 Co2 124.4(3) . . ? N10 N11 N12 178.3(4) . . ? N11 N12 Co2 121.7(3) . 3_666 ? N1 C1 C2 123.7(5) . . ? C3 C2 C1 116.1(5) . . ? C3 C2 C6 123.6(5) . . ? C1 C2 C6 120.3(6) . . ? C4 C3 C2 121.0(5) . . ? C3 C4 C5 117.7(5) . . ? C3 C4 C7 121.6(5) . . ? C5 C4 C7 120.7(6) . . ? N1 C5 C4 124.0(5) . . ? N2 C8 C9 124.0(4) . . ? C10 C9 C8 116.8(4) . . ? C10 C9 C13 122.5(5) . . ? C8 C9 C13 120.7(5) . . ? C11 C10 C9 121.2(4) . . ? C10 C11 C12 116.8(4) . . ? C10 C11 C14 122.5(5) . . ? C12 C11 C14 120.7(5) . . ? N2 C12 C11 124.4(4) . . ? N3 C15 C16 124.4(5) . . ? C17 C16 C15 116.7(5) . . ? C17 C16 C20 121.4(5) . . ? C15 C16 C20 121.9(6) . . ? C16 C17 C18 121.9(5) . . ? C17 C18 C19 116.3(5) . . ? C17 C18 C21 125.7(6) . . ? C19 C18 C21 118.1(6) . . ? N3 C19 C18 123.4(5) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.647 _refine_diff_density_min -0.436 _refine_diff_density_rms 0.065