# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email 'neil.champness@nottingham.ac.uk ' _publ_contact_author_name 'Neil Champness ' _publ_author_name 'Neil Champness' data_biptah2 _database_code_depnum_ccdc_archive 'CCDC 852476' #TrackingRef '- Champness.cif' _refine_special_details ; The water molecule centred on O4A is fully occupied, while those water molecules centred on O1A, O2A and O3A have occupancies of 0.5. O1A/O2A and O3A are mutually exclusive and cannot occur in the same asymmetric unit. Peaks in the electron density map were observed for all water hydrogen atoms; the atom positions were refined and restrained to have O-H distances of 0.82(2) \%A and intramolecular H...H separations of 1.40(2) \%A. The isotropic atomic displacement parameters of the water hydrogen atoms were set to be 1.5 times that of their parent atoms. Pairs of hydrogen atoms H2AA/H2AB (symm 2-X,2-Y,2-Z) and H1AB/H4AB were restrained to have a minimum separation of 2.20(2) \%A. All other hydrogen atoms were geometrically placed and refined using a riding model. ; _audit_creation_date 2011-08-25 _audit_creation_method ; Olex2 1.1 (compiled Aug 18 2011 06:34:35, GUI svn.r3819) ; _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C22 H24 N6 O6, 5(H2 O)' _chemical_formula_sum 'C22 H34 N6 O11' _chemical_formula_weight 558.55 _chemical_melting_point ? _chemical_oxdiff_usercomment 'CUVRLC #9610 IN FOMBLIN FILM ON MICROMOUNT FOR VJR/NRC' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/c 1' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_length_a 11.45636(11) _cell_length_b 8.63998(9) _cell_length_c 13.46297(15) _cell_angle_alpha 90.00 _cell_angle_beta 105.1417(11) _cell_angle_gamma 90.00 _cell_volume 1286.34(2) _cell_formula_units_Z 2 _cell_measurement_reflns_used 9757 _cell_measurement_temperature 90(2) _cell_measurement_theta_max 74.36 _cell_measurement_theta_min 3.40 _exptl_absorpt_coefficient_mu 0.992 _exptl_absorpt_correction_T_max 0.933 _exptl_absorpt_correction_T_min 0.851 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.442 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description block _exptl_crystal_F_000 592 _exptl_crystal_size_max 0.247 _exptl_crystal_size_mid 0.192 _exptl_crystal_size_min 0.087 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.013 _diffrn_reflns_av_unetI/netI 0.007 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 10819 _diffrn_reflns_theta_full 67.49 _diffrn_reflns_theta_max 67.49 _diffrn_reflns_theta_min 4.00 _diffrn_ambient_temperature 90.0 _diffrn_detector_area_resol_mean 10.3613 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -23.00 59.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 43.9127 -38.0000 -60.0000 82 #__ type_ start__ end____ width___ exp.time_ 2 omega 14.00 111.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 43.9127 77.0000 90.0000 97 #__ type_ start__ end____ width___ exp.time_ 3 omega 26.00 57.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 43.9127 -46.0000 98.0000 31 #__ type_ start__ end____ width___ exp.time_ 4 omega 84.00 111.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 45.0000 0.0000 27 #__ type_ start__ end____ width___ exp.time_ 5 omega 38.00 65.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -45.0000 30.0000 27 #__ type_ start__ end____ width___ exp.time_ 6 omega 38.00 63.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -45.0000 150.0000 25 #__ type_ start__ end____ width___ exp.time_ 7 omega 87.00 119.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 45.0000 120.0000 32 #__ type_ start__ end____ width___ exp.time_ 8 omega 41.00 69.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -45.0000 0.0000 28 #__ type_ start__ end____ width___ exp.time_ 9 omega 46.00 73.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -45.0000 120.0000 27 #__ type_ start__ end____ width___ exp.time_ 10 omega 38.00 66.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -45.0000 -30.0000 28 #__ type_ start__ end____ width___ exp.time_ 11 omega 126.00 155.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 45.0000 0.0000 29 #__ type_ start__ end____ width___ exp.time_ 12 omega 59.00 103.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -77.0000 60.0000 44 #__ type_ start__ end____ width___ exp.time_ 13 omega 111.00 136.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -77.0000 60.0000 25 #__ type_ start__ end____ width___ exp.time_ 14 omega 47.00 137.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -15.0000 -150.0000 90 #__ type_ start__ end____ width___ exp.time_ 15 omega 38.00 77.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -45.0000 90.0000 39 #__ type_ start__ end____ width___ exp.time_ 16 omega -98.00 -2.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - -43.9127 125.0000 -150.0000 96 #__ type_ start__ end____ width___ exp.time_ 17 omega 14.00 115.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 43.9127 77.0000 -90.0000 101 #__ type_ start__ end____ width___ exp.time_ 18 omega 14.00 115.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 43.9127 77.0000 -180.0000 101 #__ type_ start__ end____ width___ exp.time_ 19 omega 23.00 115.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 43.9127 38.0000 30.0000 92 #__ type_ start__ end____ width___ exp.time_ 20 omega 35.00 136.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -77.0000 30.0000 101 #__ type_ start__ end____ width___ exp.time_ 21 omega 35.00 136.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -77.0000 -120.0000 101 #__ type_ start__ end____ width___ exp.time_ 22 omega 76.00 158.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 77.0000 30.0000 82 #__ type_ start__ end____ width___ exp.time_ 23 omega 83.00 158.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 45.0000 90.0000 75 #__ type_ start__ end____ width___ exp.time_ 24 omega 83.00 158.00 1.0000 24.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 45.0000 -90.0000 75 ; _diffrn_measurement_device_type 'SuperNova, Single source at offset), Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0015104000 _diffrn_orient_matrix_UB_12 0.1004217000 _diffrn_orient_matrix_UB_13 0.0948902000 _diffrn_orient_matrix_UB_21 -0.1388323000 _diffrn_orient_matrix_UB_22 0.0122514000 _diffrn_orient_matrix_UB_23 -0.0346677000 _diffrn_orient_matrix_UB_31 -0.0104929000 _diffrn_orient_matrix_UB_32 -0.1468619000 _diffrn_orient_matrix_UB_33 0.0620768000 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source 'SuperNova (Cu) X-ray Source' _diffrn_standards_number 0 _reflns_number_gt 2184 _reflns_number_total 2315 _reflns_threshold_expression I>2\s(I) _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _refine_diff_density_max 0.22 _refine_diff_density_min -0.32 _refine_diff_density_rms 0.05 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 214 _refine_ls_number_reflns 2315 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0395 _refine_ls_R_factor_gt 0.0377 _refine_ls_restrained_S_all 1.07 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.057P)^2^+0.657P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.102 _refine_ls_wR_factor_ref 0.104 _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 O22 O 0.60181(10) 0.21895(11) 0.70848(8) 0.0258(3) Uani 1 1 d . . . O42 O 0.82679(11) 0.43865(14) 0.54724(9) 0.0359(3) Uani 1 1 d . . . O43 O 0.78840(9) 0.48474(14) 0.69851(8) 0.0286(3) Uani 1 1 d . . . N23 N 0.53283(11) 0.43003(13) 0.77624(8) 0.0191(3) Uani 1 1 d . . . H23 H 0.5086 0.5266 0.7650 0.023 Uiso 1 1 calc R . . N31 N 0.85285(11) 0.49596(14) 1.02991(9) 0.0238(3) Uani 1 1 d . . . N33 N 1.00090(12) 0.54277(16) 1.16277(9) 0.0299(3) Uani 1 1 d . . . H33 H 1.0609 0.5289 1.2181 0.036 Uiso 1 1 calc R . . C11 C 0.53377(13) 0.43463(15) 0.59837(10) 0.0203(3) Uani 1 1 d . . . C12 C 0.62347(13) 0.47992(15) 0.55051(10) 0.0203(3) Uani 1 1 d . . . C13 C 0.58779(13) 0.54466(15) 0.45230(10) 0.0211(3) Uani 1 1 d . . . H13 H 0.6478 0.5754 0.4192 0.025 Uiso 1 1 calc R . . C21 C 0.56179(12) 0.35284(16) 0.70049(10) 0.0199(3) Uani 1 1 d . . . C41 C 0.75710(13) 0.46571(16) 0.60233(11) 0.0223(3) Uani 1 1 d . . . C24 C 0.53922(13) 0.36297(16) 0.87704(10) 0.0217(3) Uani 1 1 d . . . H24A H 0.5590 0.2515 0.8760 0.026 Uiso 1 1 calc R . . H24B H 0.4592 0.3721 0.8916 0.026 Uiso 1 1 calc R . . C25 C 0.63401(13) 0.44259(16) 0.96247(10) 0.0217(3) Uani 1 1 d . . . H25A H 0.6185 0.5554 0.9600 0.026 Uiso 1 1 calc R . . H25B H 0.6278 0.4037 1.0301 0.026 Uiso 1 1 calc R . . C26 C 0.76067(13) 0.41257(17) 0.95134(10) 0.0230(3) Uani 1 1 d . . . H26A H 0.7776 0.3001 0.9577 0.028 Uiso 1 1 calc R . . H26B H 0.7652 0.4458 0.8821 0.028 Uiso 1 1 calc R . . C32 C 0.93424(14) 0.43143(19) 1.10757(11) 0.0285(3) Uani 1 1 d . . . H32 H 0.9433 0.3236 1.1213 0.034 Uiso 1 1 calc R . . C34 C 0.96065(14) 0.68311(19) 1.11917(12) 0.0299(4) Uani 1 1 d . . . H34 H 0.9922 0.7819 1.1431 0.036 Uiso 1 1 calc R . . C35 C 0.86783(14) 0.65447(17) 1.03581(11) 0.0267(3) Uani 1 1 d . . . H35 H 0.8218 0.7291 0.9901 0.032 Uiso 1 1 calc R . . O1A O 0.7709(2) 0.9966(3) 0.7281(2) 0.0390(6) Uani 0.50 1 d PD A 1 H1AA H 0.718(3) 1.063(4) 0.732(4) 0.059 Uiso 0.50 1 d PD B 1 O4A O 0.71341(14) 0.73383(17) 0.80131(10) 0.0470(4) Uani 1 1 d D . . H4AA H 0.731(2) 0.6611(19) 0.7666(18) 0.071 Uiso 1 1 d D . . H4AB H 0.743(2) 0.8141(17) 0.787(2) 0.071 Uiso 1 1 d D . . O3A O 0.8109(2) 1.0567(3) 0.82089(17) 0.0270(5) Uani 0.50 1 d PD C 2 O2A O 0.9424(2) 0.9676(3) 0.90333(19) 0.0361(5) Uani 0.50 1 d PD D 1 H2AA H 0.915(3) 1.024(4) 0.939(2) 0.054 Uiso 0.50 1 d PD E 1 H2AB H 1.0114(14) 0.969(5) 0.898(3) 0.054 Uiso 0.50 1 d PD F 1 H3AA H 0.761(3) 1.118(4) 0.788(3) 0.054 Uiso 0.50 1 d PD G 2 H3AB H 0.810(4) 1.051(5) 0.8816(10) 0.054 Uiso 0.50 1 d PD H 2 H1AB H 0.837(2) 1.023(3) 0.770(2) 0.054 Uiso 0.50 1 d PD I 1 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 O22 0.0377(6) 0.0203(5) 0.0213(5) 0.0028(4) 0.0114(4) 0.0018(4) O42 0.0426(7) 0.0379(7) 0.0348(6) -0.0133(5) 0.0235(5) -0.0122(5) O43 0.0256(5) 0.0423(7) 0.0173(5) 0.0014(4) 0.0044(4) 0.0024(5) N23 0.0285(6) 0.0162(6) 0.0121(5) 0.0001(4) 0.0042(4) -0.0038(4) N31 0.0298(6) 0.0225(6) 0.0149(6) 0.0003(5) -0.0014(5) 0.0005(5) N33 0.0289(7) 0.0412(8) 0.0149(6) -0.0010(5) -0.0025(5) 0.0002(6) C11 0.0353(8) 0.0135(6) 0.0118(6) -0.0032(5) 0.0057(5) -0.0059(5) C12 0.0336(8) 0.0135(6) 0.0139(6) -0.0038(5) 0.0062(6) -0.0053(5) C13 0.0336(8) 0.0169(6) 0.0131(6) -0.0035(5) 0.0067(5) -0.0086(6) C21 0.0259(7) 0.0186(7) 0.0145(6) -0.0001(5) 0.0043(5) -0.0063(5) C41 0.0332(8) 0.0160(7) 0.0195(7) -0.0013(5) 0.0102(6) -0.0045(5) C24 0.0320(7) 0.0207(7) 0.0125(6) 0.0011(5) 0.0061(5) -0.0059(6) C25 0.0318(8) 0.0203(7) 0.0123(6) -0.0001(5) 0.0048(5) -0.0027(6) C26 0.0304(7) 0.0214(7) 0.0140(6) -0.0020(5) 0.0002(5) -0.0006(6) C32 0.0345(8) 0.0300(8) 0.0171(7) 0.0038(6) -0.0001(6) 0.0023(6) C34 0.0306(8) 0.0304(8) 0.0269(8) -0.0072(6) 0.0042(6) -0.0030(6) C35 0.0301(8) 0.0224(7) 0.0239(7) -0.0002(6) 0.0007(6) 0.0005(6) O1A 0.0347(12) 0.0427(14) 0.0385(14) 0.0021(11) 0.0077(10) 0.0070(10) O4A 0.0648(9) 0.0485(8) 0.0327(7) 0.0085(6) 0.0215(6) 0.0292(7) O3A 0.0310(11) 0.0295(11) 0.0209(10) -0.0001(9) 0.0076(9) 0.0018(9) O2A 0.0240(11) 0.0447(14) 0.0412(14) -0.0052(11) 0.0114(10) -0.0020(10) _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 O22 C21 1.2386(17) . ? O42 C41 1.2456(18) . ? O43 C41 1.2608(17) . ? N23 H23 0.8800 . ? N23 C21 1.3310(18) . ? N23 C24 1.4598(16) . ? N31 C26 1.4730(18) . ? N31 C32 1.3281(19) . ? N31 C35 1.380(2) . ? N33 H33 0.8800 . ? N33 C32 1.328(2) . ? N33 C34 1.373(2) . ? C11 C12 1.404(2) . ? C11 C13 1.393(2) 3_666 ? C11 C21 1.5040(18) . ? C12 C13 1.3949(19) . ? C12 C41 1.512(2) . ? C13 C11 1.393(2) 3_666 ? C13 H13 0.9500 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C24 C25 1.5241(19) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C25 C26 1.520(2) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C32 H32 0.9500 . ? C34 H34 0.9500 . ? C34 C35 1.352(2) . ? C35 H35 0.9500 . ? O1A H1AA 0.844(10) . ? O1A H1AB 0.852(10) . ? O4A H4AA 0.839(10) . ? O4A H4AB 0.819(10) . ? O3A H3AA 0.820(2) . ? O3A H3AB 0.820(2) . ? O2A H2AA 0.805(10) . ? O2A H2AB 0.812(10) . ? 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 C21 N23 H23 118.3 . . ? C21 N23 C24 123.46(12) . . ? C24 N23 H23 118.3 . . ? C32 N31 C26 125.75(13) . . ? C32 N31 C35 108.67(13) . . ? C35 N31 C26 125.57(12) . . ? C32 N33 H33 125.7 . . ? C32 N33 C34 108.69(13) . . ? C34 N33 H33 125.7 . . ? C12 C11 C21 122.93(13) . . ? C13 C11 C12 119.84(13) 3_666 . ? C13 C11 C21 117.08(13) 3_666 . ? C11 C12 C41 122.67(12) . . ? C13 C12 C11 118.59(14) . . ? C13 C12 C41 118.72(13) . . ? C11 C13 C12 121.57(14) 3_666 . ? C11 C13 H13 119.2 3_666 . ? C12 C13 H13 119.2 . . ? O22 C21 N23 124.20(12) . . ? O22 C21 C11 120.27(12) . . ? N23 C21 C11 115.37(12) . . ? O42 C41 O43 125.55(14) . . ? O42 C41 C12 118.01(13) . . ? O43 C41 C12 116.44(12) . . ? N23 C24 H24A 109.2 . . ? N23 C24 H24B 109.2 . . ? N23 C24 C25 112.04(11) . . ? H24A C24 H24B 107.9 . . ? C25 C24 H24A 109.2 . . ? C25 C24 H24B 109.2 . . ? C24 C25 H25A 109.4 . . ? C24 C25 H25B 109.4 . . ? H25A C25 H25B 108.0 . . ? C26 C25 C24 111.04(11) . . ? C26 C25 H25A 109.4 . . ? C26 C25 H25B 109.4 . . ? N31 C26 C25 111.70(11) . . ? N31 C26 H26A 109.3 . . ? N31 C26 H26B 109.3 . . ? C25 C26 H26A 109.3 . . ? C25 C26 H26B 109.3 . . ? H26A C26 H26B 107.9 . . ? N31 C32 N33 108.62(14) . . ? N31 C32 H32 125.7 . . ? N33 C32 H32 125.7 . . ? N33 C34 H34 126.4 . . ? C35 C34 N33 107.26(14) . . ? C35 C34 H34 126.4 . . ? N31 C35 H35 126.6 . . ? C34 C35 N31 106.76(13) . . ? C34 C35 H35 126.6 . . ? H1AA O1A H1AB 108(2) . . ? H4AA O4A H4AB 109(2) . . ? H1AA O3A H1AB 71.2(17) . . ? H3AA O3A H3AB 113(2) . . ? H2AA O2A H2AB 126(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N23 C24 C25 C26 -66.76(15) . . . . ? N33 C34 C35 N31 0.02(18) . . . . ? C11 C12 C13 C11 0.2(2) . . . 3_666 ? C11 C12 C41 O42 147.60(14) . . . . ? C11 C12 C41 O43 -33.37(19) . . . . ? C12 C11 C21 O22 -67.92(18) . . . . ? C12 C11 C21 N23 116.46(15) . . . . ? C13 C11 C12 C13 -0.2(2) 3_666 . . . ? C13 C11 C12 C41 177.95(12) 3_666 . . . ? C13 C11 C21 O22 107.64(16) 3_666 . . . ? C13 C11 C21 N23 -67.98(16) 3_666 . . . ? C13 C12 C41 O42 -34.25(19) . . . . ? C13 C12 C41 O43 144.78(13) . . . . ? C21 N23 C24 C25 114.97(14) . . . . ? C21 C11 C12 C13 175.24(12) . . . . ? C21 C11 C12 C41 -6.6(2) . . . . ? C41 C12 C13 C11 -178.02(12) . . . 3_666 ? C24 N23 C21 O22 -3.1(2) . . . . ? C24 N23 C21 C11 172.28(12) . . . . ? C24 C25 C26 N31 176.78(11) . . . . ? C26 N31 C32 N33 -179.32(13) . . . . ? C26 N31 C35 C34 179.25(13) . . . . ? C32 N31 C26 C25 110.99(16) . . . . ? C32 N31 C35 C34 0.08(18) . . . . ? C32 N33 C34 C35 -0.11(18) . . . . ? C34 N33 C32 N31 0.16(18) . . . . ? C35 N31 C26 C25 -68.04(18) . . . . ? C35 N31 C32 N33 -0.15(18) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N23 H23 O22 0.88 2.17 2.9696(16) 150.2 2_656 N33 H33 O43 0.88 1.80 2.6488(16) 161.2 3_767 O1A H1AA O22 0.844(10) 1.865(15) 2.692(3) 166(5) 1_565 O4A H4AA O43 0.839(10) 1.976(10) 2.8118(17) 174(3) . O4A H4AB O1A 0.819(10) 1.828(13) 2.626(3) 165(3) . O4A H4AB O3A 0.819(10) 2.240(14) 2.991(3) 153(2) . O2A H2AA O42 0.805(10) 2.00(2) 2.740(3) 152(4) 4_576 O2A H2AB O42 0.812(10) 1.83(2) 2.564(2) 151(3) 2_756 O3A H3AB O42 0.820(2) 2.191(7) 3.005(2) 172(5) 4_576 O1A H1AB O2A 0.852(10) 1.94(2) 2.659(3) 141(2) . loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -2 2 8 0.0938 -1.9981 1.9956 7.9993 0.9569 0.0248 0.2239 -1 5 5 0.0984 -1.0067 4.9989 5.0011 0.9750 0.0268 -0.4134 2 2 -8 0.0709 1.9899 2.0060 -7.9977 -0.5553 0.0242 -0.8113 2 -3 -7 0.0902 2.0008 -2.9965 -7.0000 -0.9625 -0.0717 -0.0149 0 -6 -1 0.1010 0.0117 -6.0020 -1.0022 -0.6974 -0.0388 0.8191 -1 -5 4 0.1124 -0.9868 -5.0046 3.9972 -0.1241 -0.0611 0.9931 7 0 1 0.0164 6.9969 0.0043 0.9984 0.1055 -1.0065 -0.0114 -7 0 0 0.0608 -6.9962 -0.0048 0.0013 -0.0106 0.9718 0.0734 -3 -1 9 0.1113 -2.9908 -1.0068 8.9981 0.7491 0.0922 0.7370 #=== END of CIF data_1 _database_code_depnum_ccdc_archive 'CCDC 852477' #TrackingRef '- Champness.cif' _refine_special_details ; The entire ligand except for the carboxylate group is disordered over a symmetry axis. Atom C12 lies on a special position; the rest of the phenyl ring, pendant chain and imidazole ring are disordered around it. All inappropriate bonds between symmetry generated atoms were removed from the connectivity list by means of FREE or PART -1 instructions. PLATON SQUEEZE (see below) was applied to the data to remove scattering contributions from regions of diffuse solvent which could not be modelled as discrete atoms and so produce a set of solvent-free diffraction intensities for use in the final cycles of refinement. The identities of the disordered moities could not be determined and so they are not included in the formula. ; # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.250 0.000 -0.030 99 34 ' ' 2 0.250 0.500 -0.030 99 34 ' ' 3 0.750 0.000 -0.031 99 34 ' ' 4 0.750 0.500 -0.038 99 34 ' ' 5 0.000 0.750 0.125 45 13 ' ' 6 0.500 0.750 0.375 45 13 ' ' 7 0.500 0.250 0.625 45 13 ' ' 8 0.000 0.250 0.875 45 13 ' ' _platon_squeeze_details ; ; _audit_creation_method 'enCIFer editing of SHELXL97 CIF output' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_iupac '2Zn, 2(C22 H22 N6 O6)' _chemical_formula_moiety 'C44 H44 N12 O12 Zn2' _chemical_formula_sum 'C44 H44 N12 O12 Zn2' _chemical_formula_weight 1063.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 41/amd' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+1/4, x+3/4, z+1/4' 'y+1/4, -x+1/4, z+3/4' '-x+1/2, y, -z+1/2' 'x, -y, -z' 'y+1/4, x+3/4, -z+1/4' '-y+1/4, -x+1/4, -z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+3/4, x+5/4, z+3/4' 'y+3/4, -x+3/4, z+5/4' '-x+1, y+1/2, -z+1' 'x+1/2, -y+1/2, -z+1/2' 'y+3/4, x+5/4, -z+3/4' '-y+3/4, -x+3/4, -z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-1/4, -x-3/4, -z-1/4' '-y-1/4, x-1/4, -z-3/4' 'x-1/2, -y, z-1/2' '-x, y, z' '-y-1/4, -x-3/4, z-1/4' 'y-1/4, x-1/4, z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y+1/4, -x-1/4, -z+1/4' '-y+1/4, x+1/4, -z-1/4' 'x, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' '-y+1/4, -x-1/4, z+1/4' 'y+1/4, x+1/4, z-1/4' _cell_length_a 19.496(7) _cell_length_b 19.496(7) _cell_length_c 15.769(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5994(4) _cell_formula_units_Z 4 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 279 _cell_measurement_theta_min 3.6 _cell_measurement_theta_max 74.58 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.215 _exptl_crystal_size_mid 0.135 _exptl_crystal_size_min 0.107 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.179 _exptl_crystal_density_method ? _exptl_crystal_F_000 2192 _exptl_absorpt_coefficient_mu 1.487 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.826 _exptl_absorpt_correction_T_max 0.896 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'SuperNova (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Single source at offset), Atlas' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.3613 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.984 _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 11142 _diffrn_reflns_av_R_equivalents 0.037 _diffrn_reflns_av_sigmaI/netI 0.016 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.61 _diffrn_reflns_theta_max 74.75 _diffrn_reflns_theta_full 67.50 _reflns_number_total 1616 _reflns_number_gt 1443 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _computing_structure_solution 'SHELXS (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics ' ?' _computing_publication_material 'enCIFer (Allen et al., 2004); PLATON (Spek, 2009)' _refine_diff_density_max 2.630 _refine_diff_density_min -0.493 _refine_diff_density_rms 0.167 _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^)+(0.174P)^2^+50.82P] 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 1616 _refine_ls_number_parameters 147 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.102 _refine_ls_R_factor_gt 0.0974 _refine_ls_wR_factor_ref 0.294 _refine_ls_wR_factor_gt 0.288 _refine_ls_goodness_of_fit_ref 1.17 _refine_ls_restrained_S_all 1.17 _refine_ls_shift/su_max 0.003 _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 Zn1 Zn 0.5000 0.7500 1.083130(17) 0.01905(7) Uani 1 4 d S . . C11 C 0.24517(13) 0.78589(12) 1.17171(14) 0.0283(6) Uani 0.50 1 d P . . C12 C 0.30727(8) 0.7500 1.19664(11) 0.0271(4) Uani 1 2 d S . . C13 C 0.31048(11) 0.71803(12) 1.27497(14) 0.0257(5) Uani 0.50 1 d P . . H13 H 0.3526 0.6981 1.2925 0.031 Uiso 0.50 1 calc PR . . C21 C 0.24101(11) 0.82721(12) 1.09215(15) 0.0276(6) Uani 0.50 1 d P . . O22 O 0.28235(10) 0.87550(11) 1.08337(12) 0.0405(5) Uani 0.50 1 d P . . N23 N 0.19333(10) 0.80999(12) 1.03733(13) 0.0318(5) Uani 0.50 1 d P . . H23 H 0.1659 0.7756 1.0499 0.038 Uiso 0.50 1 calc PR . . C41 C 0.36706(9) 0.7500 1.13661(11) 0.0263(4) Uani 1 2 d S . . O43 O 0.35748(7) 0.7500 1.06206(9) 0.0660(6) Uani 1 2 d S . . O42 O 0.42625(6) 0.7500 1.17017(8) 0.0354(4) Uani 1 2 d S . . C24 C 0.18359(13) 0.84535(17) 0.95607(17) 0.0406(8) Uani 0.50 1 d P . . H24A H 0.2008 0.8930 0.9607 0.049 Uiso 0.50 1 calc PR . . H24B H 0.1340 0.8474 0.9427 0.049 Uiso 0.50 1 calc PR . . C25 C 0.22186(14) 0.80807(19) 0.88340(17) 0.0446(9) Uani 0.50 1 d P A . H25A H 0.2075 0.7594 0.8817 0.054 Uiso 0.50 1 calc PR . . H25B H 0.2096 0.8294 0.8285 0.054 Uiso 0.50 1 calc PR . . C26 C 0.29912(14) 0.81216(16) 0.89635(18) 0.0392(7) Uani 0.50 1 d P . . H26A H 0.3138 0.8607 0.8943 0.047 Uiso 0.50 1 calc PR A . H26B H 0.3109 0.7937 0.9530 0.047 Uiso 0.50 1 calc PR . . N31 N 0.33593(10) 0.77296(10) 0.83066(12) 0.0258(5) Uani 0.50 1 d P A -1 C32 C 0.39249(12) 0.79604(13) 0.78853(15) 0.0292(6) Uani 0.50 1 d P A -1 H32 H 0.4126 0.8402 0.7939 0.035 Uiso 0.50 1 calc PR A -1 N33 N 0.41484(7) 0.74486(14) 0.73781(9) 0.0237(4) Uani 0.50 1 d P A -1 C34 C 0.37517(12) 0.69200(12) 0.75145(18) 0.0319(6) Uani 0.50 1 d P A -1 H34 H 0.3808 0.6486 0.7250 0.038 Uiso 0.50 1 calc PR A -1 C35 C 0.32542(14) 0.70664(13) 0.80751(18) 0.0353(7) Uani 0.50 1 d P A -1 H35 H 0.2902 0.6768 0.8269 0.042 Uiso 0.50 1 calc PR A -1 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 Zn1 0.01672(12) 0.02089(13) 0.01955(14) 0.000 0.000 0.000 C11 0.0281(11) 0.0266(11) 0.0304(11) -0.0079(9) 0.0035(9) -0.0001(9) C12 0.0184(6) 0.0326(8) 0.0303(7) 0.000 0.0052(6) 0.000 C13 0.0184(9) 0.0296(10) 0.0290(10) -0.0033(9) 0.0022(8) -0.0003(9) C21 0.0207(9) 0.0297(11) 0.0326(11) -0.0064(9) 0.0101(8) -0.0010(9) O22 0.0388(9) 0.0420(10) 0.0408(9) -0.0057(8) 0.0091(8) -0.0116(8) N23 0.0205(8) 0.0411(11) 0.0339(9) 0.0010(9) 0.0072(8) -0.0035(8) C41 0.0233(7) 0.0258(7) 0.0297(7) 0.000 0.0073(6) 0.000 O43 0.0221(6) 0.1456(18) 0.0304(7) 0.000 0.0027(6) 0.000 O42 0.0178(5) 0.0582(8) 0.0302(6) 0.000 0.0041(5) 0.000 C24 0.0223(10) 0.0641(17) 0.0353(12) -0.0007(13) 0.0059(10) 0.0125(12) C25 0.0234(11) 0.078(2) 0.0329(12) 0.0030(13) 0.0010(10) 0.0057(13) C26 0.0292(11) 0.0547(16) 0.0339(11) -0.0058(12) 0.0058(11) -0.0022(12) N31 0.0243(8) 0.0303(9) 0.0230(8) 0.0058(6) 0.0058(7) 0.0031(7) C32 0.0286(10) 0.0285(10) 0.0306(11) 0.0035(9) 0.0004(9) 0.0044(9) N33 0.0208(6) 0.0204(6) 0.0298(6) -0.0029(12) 0.0023(5) 0.0129(11) C34 0.0242(10) 0.0234(10) 0.0483(13) 0.0089(10) 0.0052(10) -0.0008(9) C35 0.0375(12) 0.0218(10) 0.0464(14) 0.0017(10) 0.0061(11) -0.0065(10) _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 Zn1 O42 1.9878(13) . ? Zn1 O42 1.9878(13) 10_564 ? Zn1 N33 2.0045(15) 8_666 ? Zn1 N33 2.0045(15) 19_577 ? Zn1 N33 2.0045(15) 15_446 ? Zn1 N33 2.0045(15) 28_657 ? C11 C12 1.453(3) . ? C11 C13 1.375(3) 25_567 ? C11 C21 1.493(3) . ? C12 C13 1.385(3) . ? C12 C41 1.502(2) . ? C13 C11 1.375(3) 25_567 ? C13 H13 0.9500 . ? C21 O22 1.247(3) . ? C21 N23 1.313(3) . ? N23 H23 0.8800 . ? N23 C24 1.467(4) . ? C41 O43 1.190(2) . ? C41 O42 1.270(2) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C24 C25 1.549(4) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C25 C26 1.522(4) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C26 N31 1.474(3) . ? N31 C32 1.364(3) . ? N31 C35 1.359(3) . ? C32 H32 0.9500 . ? C32 N33 1.351(3) . ? N33 Zn1 2.0045(15) 19_577 ? N33 C34 1.306(3) . ? C34 H34 0.9500 . ? C34 C35 1.343(4) . ? C35 H35 0.9500 . ? 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 O42 Zn1 O42 92.66(8) 10_564 . ? O42 Zn1 N33 114.93(7) . 8_666 ? O42 Zn1 N33 110.44(7) . 15_446 ? N33 Zn1 N33 112.16(9) 15_446 8_666 ? N33 Zn1 N33 111.85(9) 28_657 8_666 ? C12 C11 C21 122.2(2) . . ? C13 C11 C12 117.7(2) 25_567 . ? C13 C11 C21 120.1(2) 25_567 . ? C11 C12 C41 118.45(15) . . ? C13 C12 C11 119.73(17) . . ? C13 C12 C41 121.81(15) . . ? C11 C13 C12 122.3(2) 25_567 . ? C11 C13 H13 118.8 25_567 . ? C12 C13 H13 118.8 . . ? O22 C21 C11 117.7(2) . . ? O22 C21 N23 125.3(2) . . ? N23 C21 C11 117.0(2) . . ? C21 N23 H23 118.4 . . ? C21 N23 C24 123.1(2) . . ? C24 N23 H23 118.4 . . ? O43 C41 C12 120.05(16) . . ? O43 C41 O42 123.67(16) . . ? O42 C41 C12 116.28(15) . . ? C41 O42 Zn1 111.69(11) . . ? N23 C24 H24A 109.4 . . ? N23 C24 H24B 109.4 . . ? N23 C24 C25 111.3(2) . . ? H24A C24 H24B 108.0 . . ? C25 C24 H24A 109.4 . . ? C25 C24 H24B 109.4 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 108.1 . . ? C26 C25 C24 110.7(2) . . ? C26 C25 H25A 109.5 . . ? C26 C25 H25B 109.5 . . ? C25 C26 H26A 109.4 . . ? C25 C26 H26B 109.4 . . ? H26A C26 H26B 108.0 . . ? N31 C26 C25 111.1(2) . . ? N31 C26 H26A 109.4 . . ? N31 C26 H26B 109.4 . . ? C32 N31 C26 124.4(2) . . ? C35 N31 C26 127.5(2) . . ? C35 N31 C32 107.8(2) . . ? N31 C32 H32 126.1 . . ? N33 C32 N31 107.8(2) . . ? N33 C32 H32 126.1 . . ? C32 N33 Zn1 124.10(18) . 19_577 ? C34 N33 Zn1 128.44(19) . 19_577 ? C34 N33 C32 107.11(18) . . ? N33 C34 H34 124.2 . . ? N33 C34 C35 111.6(2) . . ? C35 C34 H34 124.2 . . ? N31 C35 H35 127.2 . . ? C34 C35 N31 105.7(2) . . ? C34 C35 H35 127.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Zn1 N33 C34 C35 175.48(17) 19_577 . . . ? C11 C12 C13 C11 5.3(3) . . . 25_567 ? C11 C12 C41 O43 -33.22(12) . . . . ? C11 C12 C41 O42 146.78(12) . . . . ? C11 C21 N23 C24 -179.3(2) . . . . ? C12 C11 C21 O22 -58.4(3) . . . . ? C12 C11 C21 N23 122.3(2) . . . . ? C12 C41 O42 Zn1 180.0 . . . . ? C13 C11 C12 C13 -5.0(3) 25_567 . . . ? C13 C11 C12 C41 176.18(17) 25_567 . . . ? C13 C11 C21 O22 120.3(3) 25_567 . . . ? C13 C11 C21 N23 -59.0(3) 25_567 . . . ? C13 C12 C41 O43 148.02(13) . . . . ? C13 C12 C41 O42 -31.98(13) . . . . ? C21 C11 C12 C13 173.7(2) . . . . ? C21 C11 C12 C41 -5.1(3) . . . . ? C21 N23 C24 C25 95.0(3) . . . . ? O22 C21 N23 C24 1.5(4) . . . . ? N23 C24 C25 C26 -66.4(3) . . . . ? C41 C12 C13 C11 -175.98(18) . . . 25_567 ? O43 C41 O42 Zn1 0.0 . . . . ? O42 Zn1 O42 C41 180.0 10_564 . . . ? C24 C25 C26 N31 176.2(2) . . . . ? C25 C26 N31 C32 135.4(3) . . . . ? C25 C26 N31 C35 -52.1(4) . . . . ? C26 N31 C32 N33 175.8(2) . . . . ? C26 N31 C35 C34 -174.3(2) . . . . ? N31 C32 N33 Zn1 -176.28(14) . . . 19_577 ? N31 C32 N33 C34 -2.6(3) . . . . ? C32 N31 C35 C34 -0.8(3) . . . . ? C32 N33 C34 C35 2.1(3) . . . . ? N33 Zn1 O42 C41 65.98(7) 8_666 . . . ? N33 Zn1 O42 C41 -65.98(7) 28_657 . . . ? N33 Zn1 O42 C41 -62.12(6) 15_446 . . . ? N33 Zn1 O42 C41 62.12(6) 19_577 . . . ? N33 C34 C35 N31 -0.8(3) . . . . ? C35 N31 C32 N33 2.1(3) . . . . ? #=== END of CIF data_2 _database_code_depnum_ccdc_archive 'CCDC 852478' #TrackingRef '- Champness.cif' _refine_special_details ; Water oxygen atom O2A is disordered over two positions, the occupancies were refined using a free varible and constrained to sum to unity [major component 0.80(1)]. No hydrogen atoms were observed in the electron density map for the minor component; they were therefore not included in the refinement but have been included in the formula sum. Peaks in the electron density map were observed for all other water hydrogen atoms. The positions of the hydrogen atoms were refined and restrained to have O-H distances of 0.82(2) \%A and intramolecular H-H separations of 1.40(2) \%A. The isotropic atomic displacement parameters of the water hydrogen atoms were set to be 1.5 times that of their parent atom's. Hydrogen atoms H1AB and H2aa were restrained to have a minimum separation of 2.00(2) \%A. All other hydrogen atoms were geometrically placed and refined using a riding model. ; _audit_creation_date 2011-04-13 _audit_creation_method ; Olex2 1.1 (compiled Feb 15 2011 20:38:53, GUI svn.r3494) ; _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C22 H26 Co1 N6 O8, 4(H2 O)' _chemical_formula_sum 'C22 H34 Co N6 O12' _chemical_formula_weight 633.48 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_H-M_alt 'P 21/c' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_length_a 11.4211(3) _cell_length_b 8.5517(2) _cell_length_c 13.4463(3) _cell_angle_alpha 90.00 _cell_angle_beta 93.083(2) _cell_angle_gamma 90.00 _cell_volume 1311.40(5) _cell_formula_units_Z 2 _cell_measurement_reflns_used 6609 _cell_measurement_temperature 90.15 _cell_measurement_theta_max 74.56 _cell_measurement_theta_min 3.29 _exptl_absorpt_coefficient_mu 5.808 _exptl_absorpt_correction_T_max 0.947 _exptl_absorpt_correction_T_min 0.283 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; _exptl_crystal_colour pink _exptl_crystal_colour_primary pink _exptl_crystal_density_diffrn 1.604 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description tablet _exptl_crystal_F_000 662 _exptl_crystal_size_max 0.361 _exptl_crystal_size_mid 0.267 _exptl_crystal_size_min 0.075 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.033 _diffrn_reflns_av_unetI/netI 0.020 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 14467 _diffrn_reflns_theta_full 67.50 _diffrn_reflns_theta_max 74.72 _diffrn_reflns_theta_min 3.88 _diffrn_ambient_temperature 90.15 _diffrn_detector_area_resol_mean 10.3613 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.987 _diffrn_measurement_device_type 'SuperNova, Single source at offset), Atlas' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54178 _diffrn_source 'SuperNova (Cu) X-ray Source' _diffrn_standards_number 0 _reflns_number_gt 2481 _reflns_number_total 2656 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET) (compiled Nov 6 2009,16:24:50) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _refine_diff_density_max 0.34 _refine_diff_density_min -0.61 _refine_diff_density_rms 0.07 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 210 _refine_ls_number_reflns 2656 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0408 _refine_ls_R_factor_gt 0.0380 _refine_ls_restrained_S_all 1.10 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.058P)^2^+1.573P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.111 _refine_ls_wR_factor_ref 0.113 _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.0000 0.5000 0.01560(16) Uani 1 2 d S . . O1A O 1.00481(15) 0.0376(2) 0.65705(13) 0.0237(4) Uani 1 1 d D . . H1AA H 0.9340(16) 0.018(4) 0.671(3) 0.036 Uiso 1 1 d D . . H1AB H 1.050(2) -0.022(4) 0.689(2) 0.036 Uiso 1 1 d D . . O2A O 0.20358(19) -0.4089(3) 0.21735(16) 0.0295(7) Uani 0.805(6) 1 d PD A 1 H2AA H 0.210(4) -0.406(5) 0.1564(14) 0.044 Uiso 0.805(6) 1 d PD A 1 H2AB H 0.247(3) -0.342(4) 0.247(3) 0.044 Uiso 0.805(6) 1 d PD A 1 O2B O 0.1430(14) -0.3019(19) 0.2689(12) 0.066(5) Uiso 0.195(6) 1 d P A 2 O3A O 0.3016(2) 0.2596(3) 0.25391(18) 0.0466(6) Uani 1 1 d D . . H3AA H 0.273(4) 0.177(3) 0.290(3) 0.070 Uiso 1 1 d D . . H3AB H 0.258(3) 0.339(3) 0.280(3) 0.070 Uiso 1 1 d D . . O22 O 0.39967(14) -0.28353(18) 0.31034(11) 0.0193(4) Uani 1 1 d . . . O42 O 0.81705(13) 0.06325(19) 0.49083(11) 0.0166(3) Uani 1 1 d . . . O43 O 0.77688(15) 0.0108(2) 0.64899(13) 0.0218(4) Uani 1 1 d . . . N23 N 0.46053(17) -0.0688(2) 0.22879(14) 0.0177(4) Uani 1 1 d . . . H23 H 0.4846 0.0286 0.2354 0.021 Uiso 1 1 calc R . . N31 N 0.16406(18) 0.0602(2) 0.02803(15) 0.0224(4) Uani 1 1 d . . . N33 N 0.05870(17) 0.2682(2) -0.01438(15) 0.0198(4) Uani 1 1 d . . . C11 C 0.46741(18) -0.0661(2) 0.40764(15) 0.0120(4) Uani 1 1 d . . . C12 C 0.61887(19) 0.0200(2) 0.52863(16) 0.0118(4) Uani 1 1 d . . . C13 C 0.58504(18) -0.0467(3) 0.43681(16) 0.0129(4) Uani 1 1 d . . . H13 H 0.6434 -0.0793 0.3935 0.016 Uiso 1 1 calc R . . C21 C 0.43782(18) -0.1479(3) 0.31043(16) 0.0139(4) Uani 1 1 d . . . C24 C 0.4479(2) -0.1344(3) 0.12850(17) 0.0212(5) Uani 1 1 d . . . H24A H 0.4161 -0.2419 0.1321 0.025 Uiso 1 1 calc R . . H24B H 0.5260 -0.1409 0.1002 0.025 Uiso 1 1 calc R . . C25 C 0.3665(2) -0.0359(3) 0.05974(18) 0.0206(5) Uani 1 1 d . . . H25A H 0.3921 0.0746 0.0632 0.025 Uiso 1 1 calc R . . H25B H 0.3724 -0.0720 -0.0098 0.025 Uiso 1 1 calc R . . C26 C 0.2398(2) -0.0466(3) 0.08768(18) 0.0232(5) Uani 1 1 d . . . H26A H 0.2116 -0.1551 0.0775 0.028 Uiso 1 1 calc R . . H26B H 0.2350 -0.0208 0.1591 0.028 Uiso 1 1 calc R . . C32 C 0.1242(2) 0.1995(3) 0.05761(18) 0.0219(5) Uani 1 1 d . . . H32 H 0.1407 0.2432 0.1218 0.026 Uiso 1 1 calc R . . C34 C 0.0584(2) 0.1674(3) -0.09418(18) 0.0247(5) Uani 1 1 d . . . H34 H 0.0192 0.1852 -0.1573 0.030 Uiso 1 1 calc R . . C35 C 0.1228(2) 0.0384(3) -0.0688(2) 0.0272(5) Uani 1 1 d . . . H35 H 0.1365 -0.0494 -0.1099 0.033 Uiso 1 1 calc R . . C41 C 0.74786(19) 0.0333(3) 0.55886(16) 0.0142(4) 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 Co1 0.0113(3) 0.0233(3) 0.0121(3) 0.00140(19) -0.00063(18) -0.00227(19) O1A 0.0167(8) 0.0388(10) 0.0156(8) 0.0022(7) -0.0004(7) -0.0033(8) O2A 0.0231(12) 0.0509(16) 0.0144(11) -0.0033(10) 0.0001(8) -0.0179(11) O3A 0.0473(13) 0.0490(14) 0.0439(13) 0.0067(11) 0.0062(10) -0.0071(11) O22 0.0253(8) 0.0167(8) 0.0156(8) -0.0017(6) -0.0016(6) -0.0045(6) O42 0.0101(7) 0.0255(8) 0.0141(7) 0.0039(6) 0.0000(5) 0.0000(6) O43 0.0148(8) 0.0368(10) 0.0135(8) 0.0042(6) -0.0023(7) 0.0000(6) N23 0.0266(10) 0.0139(9) 0.0126(9) -0.0023(7) 0.0013(7) -0.0019(8) N31 0.0223(10) 0.0220(10) 0.0230(10) 0.0010(8) 0.0034(8) -0.0002(8) N33 0.0171(9) 0.0227(10) 0.0195(9) -0.0007(8) 0.0008(7) 0.0001(8) C11 0.0148(10) 0.0101(9) 0.0109(9) 0.0006(7) -0.0010(7) 0.0006(7) C12 0.0111(10) 0.0127(9) 0.0115(10) 0.0015(7) -0.0012(8) 0.0004(7) C13 0.0127(10) 0.0143(10) 0.0119(10) 0.0002(8) 0.0011(7) 0.0022(8) C21 0.0123(9) 0.0159(10) 0.0133(10) -0.0023(8) -0.0013(8) 0.0028(8) C24 0.0295(12) 0.0218(11) 0.0125(10) -0.0029(9) 0.0019(9) 0.0028(10) C25 0.0263(12) 0.0207(11) 0.0148(11) -0.0004(9) 0.0018(9) 0.0013(10) C26 0.0278(13) 0.0200(11) 0.0217(12) 0.0021(10) 0.0020(10) 0.0018(10) C32 0.0220(11) 0.0235(12) 0.0203(11) -0.0015(9) 0.0015(9) -0.0007(9) C34 0.0255(12) 0.0287(13) 0.0198(11) -0.0027(10) -0.0003(9) 0.0001(10) C35 0.0321(14) 0.0289(12) 0.0207(12) -0.0038(11) 0.0019(10) -0.0003(11) C41 0.0120(10) 0.0171(9) 0.0132(10) -0.0001(8) -0.0006(8) 0.0007(8) _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 N33 2.105(2) 4_666 ? Co1 N33 2.105(2) 2_645 ? Co1 O1A 2.1339(17) . ? Co1 O1A 2.1339(17) 3_756 ? Co1 O42 2.1555(15) 3_756 ? Co1 O42 2.1555(15) . ? O1A H1AA 0.856(18) . ? O1A H1AB 0.825(17) . ? O2A H2AA 0.827(18) . ? O2A H2AB 0.841(18) . ? O2B H2AB 1.28(4) . ? O3A H3AA 0.924(18) . ? O3A H3AB 0.927(18) . ? O22 C21 1.239(3) . ? O42 C41 1.267(3) . ? O43 C41 1.254(3) . ? N23 C21 1.327(3) . ? N23 C24 1.461(3) . ? N23 H23 0.8800 . ? N31 C32 1.343(3) . ? N31 C35 1.374(3) . ? N31 C26 1.467(3) . ? N33 C32 1.328(3) . ? N33 C34 1.376(3) . ? N33 Co1 2.105(2) 2_655 ? C11 C13 1.389(3) . ? C11 C12 1.397(3) 3_656 ? C11 C21 1.505(3) . ? C12 C13 1.395(3) . ? C12 C11 1.397(3) 3_656 ? C12 C41 1.511(3) . ? C13 H13 0.9500 . ? C24 C25 1.528(3) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.517(3) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C32 H32 0.9500 . ? C34 C35 1.359(4) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? 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 N33 Co1 O1A 87.58(8) 4_666 . ? N33 Co1 O1A 92.42(8) 2_645 . ? N33 Co1 O1A 92.42(8) 4_666 3_756 ? N33 Co1 O1A 87.58(8) 2_645 3_756 ? N33 Co1 O42 85.93(7) 4_666 3_756 ? N33 Co1 O42 94.07(7) 2_645 3_756 ? O1A Co1 O42 90.45(6) . 3_756 ? O1A Co1 O42 89.55(6) 3_756 3_756 ? N33 Co1 O42 94.07(7) 4_666 . ? N33 Co1 O42 85.93(7) 2_645 . ? O1A Co1 O42 89.55(6) . . ? O1A Co1 O42 90.45(6) 3_756 . ? Co1 O1A H1AA 102(2) . . ? Co1 O1A H1AB 114(3) . . ? H1AA O1A H1AB 110(2) . . ? H2AA O2A H2AB 112(3) . . ? H3AA O3A H3AB 99(2) . . ? C41 O42 Co1 123.25(14) . . ? C21 N23 C24 123.63(19) . . ? C21 N23 H23 118.2 . . ? C24 N23 H23 118.2 . . ? C32 N31 C35 107.3(2) . . ? C32 N31 C26 126.1(2) . . ? C35 N31 C26 126.6(2) . . ? C32 N33 C34 105.6(2) . . ? C32 N33 Co1 121.29(16) . 2_655 ? C34 N33 Co1 132.38(17) . 2_655 ? C13 C11 C12 119.8(2) . 3_656 ? C13 C11 C21 118.00(19) . . ? C12 C11 C21 122.08(19) 3_656 . ? C13 C12 C11 119.1(2) . 3_656 ? C13 C12 C41 119.2(2) . . ? C11 C12 C41 121.6(2) 3_656 . ? C11 C13 C12 121.1(2) . . ? C11 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? O22 C21 N23 124.1(2) . . ? O22 C21 C11 119.91(19) . . ? N23 C21 C11 115.90(19) . . ? N23 C24 C25 111.92(19) . . ? N23 C24 H24A 109.2 . . ? C25 C24 H24A 109.2 . . ? N23 C24 H24B 109.2 . . ? C25 C24 H24B 109.2 . . ? H24A C24 H24B 107.9 . . ? C26 C25 C24 112.0(2) . . ? C26 C25 H25A 109.2 . . ? C24 C25 H25A 109.2 . . ? C26 C25 H25B 109.2 . . ? C24 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? N31 C26 C25 111.7(2) . . ? N31 C26 H26A 109.3 . . ? C25 C26 H26A 109.3 . . ? N31 C26 H26B 109.3 . . ? C25 C26 H26B 109.3 . . ? H26A C26 H26B 107.9 . . ? N33 C32 N31 111.3(2) . . ? N33 C32 H32 124.4 . . ? N31 C32 H32 124.4 . . ? C35 C34 N33 109.5(2) . . ? C35 C34 H34 125.2 . . ? N33 C34 H34 125.2 . . ? C34 C35 N31 106.3(2) . . ? C34 C35 H35 126.8 . . ? N31 C35 H35 126.8 . . ? O43 C41 O42 125.9(2) . . ? O43 C41 C12 116.8(2) . . ? O42 C41 C12 117.25(19) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Co1 O42 C41 O43 23.7(3) . . . . ? Co1 O42 C41 C12 -154.92(14) . . . . ? Co1 N33 C32 N31 -172.06(15) 2_655 . . . ? Co1 N33 C34 C35 170.62(18) 2_655 . . . ? O1A Co1 O42 C41 -33.65(18) . . . . ? O1A Co1 O42 C41 146.35(18) 3_756 . . . ? N23 C24 C25 C26 -69.8(3) . . . . ? N33 Co1 O42 C41 58.81(18) 2_645 . . . ? N33 Co1 O42 C41 -121.19(18) 4_666 . . . ? N33 C34 C35 N31 -0.3(3) . . . . ? C11 C12 C13 C11 0.7(3) 3_656 . . . ? C11 C12 C41 O42 -146.9(2) 3_656 . . . ? C11 C12 C41 O43 34.4(3) 3_656 . . . ? C12 C11 C13 C12 -0.7(3) 3_656 . . . ? C12 C11 C21 O22 -69.3(3) 3_656 . . . ? C12 C11 C21 N23 113.8(2) 3_656 . . . ? C13 C11 C21 O22 106.1(2) . . . . ? C13 C11 C21 N23 -70.8(3) . . . . ? C13 C12 C41 O42 36.2(3) . . . . ? C13 C12 C41 O43 -142.6(2) . . . . ? C21 N23 C24 C25 124.3(2) . . . . ? C21 C11 C13 C12 -176.26(19) . . . . ? C24 N23 C21 O22 -2.6(4) . . . . ? C24 N23 C21 C11 174.15(19) . . . . ? C24 C25 C26 N31 174.3(2) . . . . ? C26 N31 C32 N33 179.3(2) . . . . ? C26 N31 C35 C34 -178.8(2) . . . . ? C32 N31 C26 C25 -101.2(3) . . . . ? C32 N31 C35 C34 -0.1(3) . . . . ? C32 N33 C34 C35 0.6(3) . . . . ? C34 N33 C32 N31 -0.7(3) . . . . ? C35 N31 C26 C25 77.3(3) . . . . ? C35 N31 C32 N33 0.5(3) . . . . ? C41 C12 C13 C11 177.75(19) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N23 H23 O22 0.88 2.19 2.978(3) 148.8 2_655 O1A H1AA O43 0.856(18) 1.803(19) 2.610(2) 156(3) . O1A H1AB O2A 0.825(17) 1.87(2) 2.612(3) 148(3) 4_656 O1A H1AB O2B 0.825(17) 2.11(2) 2.926(16) 171(3) 4_656 O2A H2AA O42 0.827(18) 2.004(19) 2.806(3) 163(4) 2_645 O2A H2AB O22 0.841(18) 1.97(3) 2.725(3) 149(4) . O3A H3AB O2A 0.927(18) 2.38(3) 3.077(4) 131(3) 1_565 O3A H3AA O43 0.924(18) 1.906(19) 2.825(3) 173(4) 3_656 #=== END of CIF data_3 _database_code_depnum_ccdc_archive 'CCDC 852479' #TrackingRef '- Champness.cif' _refine_special_details ; Water oxygen atom O2A is disordered over two positions, the occupancies were refined using a free varaible and constrained to sum to unity [major component 0.715(6)]. No hydrogen atoms were observed in the electron denisty map for the minor component; they were therefore not included in the refinement but have been included in the formula sum. Peaks in the electron density map were observed for all other water hydrogen atoms. The positions of the hydrogen atoms were refined and restrained to have O-H distances of 0.82(2) \%A and intramolecular H...H separations of 1.30(2) \%A. The isotropic atomic displacement parameters of the water hydrogen atoms were set to be 1.5 times that of their parent atoms. Hydrogen atoms H3AB and H32 were restrained to have a minimum separation of 2.00(2) \%A. All other hydrogen atoms were geometrically placed and refined using a riding model. ; _audit_creation_method 'enCIFer editing of SHELXL97 CIF output' _chemical_formula_moiety 'C22 H26 Mn N6 O8, 4(H2 O)' _chemical_formula_sum 'C22 H34 Mn N6 O12' _chemical_formula_weight 629.49 _chemical_melting_point ? _chemical_name_common ? _chemical_name_systematic ? 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_IT_number 14 _space_group_crystal_system monoclinic _space_group_name_H-M_alt 'P 21/c' _space_group_name_Hall '-P 2ybc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x, -y-1/2, z-1/2' _cell_angle_alpha 90.00 _cell_angle_beta 93.193(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 11.4968(5) _cell_length_b 8.5830(3) _cell_length_c 13.5611(5) _cell_measurement_reflns_used 7270 _cell_measurement_temperature 90(2) _cell_measurement_theta_max 27.509 _cell_measurement_theta_min 2.373 _cell_volume 1336.09(9) _exptl_absorpt_coefficient_mu 0.569 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.6337 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2007/2 (Bruker,2007) was used for absorption correction. R(int) was 0.1063 before and 0.0380 after correction. The Ratio of minimum to maximum transmission is 0.850. The \l/2 correction factor is 0.0015 ; _exptl_crystal_F_000 658 _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description plate _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.07 _exptl_special_details ? _diffrn_ambient_temperature 90.0 _diffrn_detector_area_resol_mean 8.366 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0257 _diffrn_reflns_av_sigmaI/netI 0.0201 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 12461 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 27.51 _diffrn_reflns_theta_min 2.81 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 2766 _reflns_number_total 3057 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement 'Bruker SAINT version 6.36A (Bruker, 2002)' _computing_data_reduction 'Bruker SAINT; SHELXTL (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material 'enCIFer (Allen et al., 2004); PLATON (Spek, 2009)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _refine_diff_density_max 0.53 _refine_diff_density_min -0.92 _refine_diff_density_rms 0.10 _refine_ls_R_factor_all 0.0534 _refine_ls_R_factor_gt 0.0496 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 215 _refine_ls_number_reflns 3057 _refine_ls_number_restraints 9 _refine_ls_restrained_S_all 1.105 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_wR_factor_gt 0.154 _refine_ls_wR_factor_ref 0.158 _refine_ls_weighting_details ; calc w=1/[\s^2^(Fo^2^)+(0.091P)^2^+1.422P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 Mn1 Mn 0.5000 1.0000 1.0000 0.02605(19) Uani 1 2 d S . . C11 C -0.03086(18) 0.9326(2) 0.90823(14) 0.0182(4) Uani 1 1 d . . . C12 C 0.08575(18) 0.9534(2) 0.93849(15) 0.0193(4) Uani 1 1 d . . . H12 H 0.1445 0.9211 0.8963 0.023 Uiso 1 1 calc R . . C13 C 0.11810(19) 1.0208(2) 1.02954(16) 0.0185(4) Uani 1 1 d . . . C21 C -0.05938(18) 0.8503(2) 0.81151(15) 0.0205(4) Uani 1 1 d . . . O22 O -0.09998(15) 0.71678(19) 0.81100(12) 0.0266(4) Uani 1 1 d . . . N23 N -0.0322(2) 0.9276(2) 0.73109(14) 0.0278(4) Uani 1 1 d . . . H23 H -0.0050 1.0231 0.7382 0.033 Uiso 1 1 calc R . . C24 C -0.0448(2) 0.8627(3) 0.63133(16) 0.0303(5) Uani 1 1 d . . . H24A H -0.0752 0.7551 0.6348 0.036 Uiso 1 1 calc R . . H24B H 0.0326 0.8580 0.6030 0.036 Uiso 1 1 calc R . . C25 C -0.1268(2) 0.9595(3) 0.56385(17) 0.0279(5) Uani 1 1 d . . . H25A H -0.1015 1.0697 0.5663 0.033 Uiso 1 1 calc R . . H25B H -0.1224 0.9225 0.4950 0.033 Uiso 1 1 calc R . . C26 C -0.2522(2) 0.9489(3) 0.59350(19) 0.0326(5) Uani 1 1 d . . . H26A H -0.2800 0.8402 0.5855 0.039 Uiso 1 1 calc R . . H26B H -0.2558 0.9774 0.6640 0.039 Uiso 1 1 calc R . . N31 N -0.32900(19) 1.0527(3) 0.53333(16) 0.0316(5) Uani 1 1 d . . . C32 C -0.3717(2) 1.1909(3) 0.56121(18) 0.0316(5) Uani 1 1 d . . . H32 H -0.3578 1.2352 0.6250 0.038 Uiso 1 1 calc R . . N33 N 0.43570(18) 0.7574(3) 1.01132(15) 0.0311(5) Uani 1 1 d . . . C34 C -0.4334(2) 1.1559(3) 0.41000(19) 0.0368(6) Uani 1 1 d . . . H34 H -0.4713 1.1722 0.3468 0.044 Uiso 1 1 calc R . . C35 C -0.3683(3) 1.0288(4) 0.4369(2) 0.0387(6) Uani 1 1 d . . . H35 H -0.3531 0.9409 0.3970 0.046 Uiso 1 1 calc R . . C41 C 0.24566(19) 1.0355(3) 1.06047(16) 0.0228(4) Uani 1 1 d . . . O42 O 0.31420(14) 1.0670(2) 0.99289(12) 0.0271(4) Uani 1 1 d . . . O43 O 0.27482(15) 1.0127(2) 1.14973(13) 0.0312(4) Uani 1 1 d . . . O1A O 0.50426(17) 1.0342(3) 1.16225(14) 0.0363(4) Uani 1 1 d D . . H1AA H 0.546(3) 0.981(4) 1.200(3) 0.054 Uiso 1 1 d D . . H1AB H 0.4370(17) 1.019(4) 1.178(3) 0.054 Uiso 1 1 d D . . O3A O 0.1993(3) 0.7575(4) 0.7466(2) 0.0732(8) Uani 1 1 d D . . H3AA H 0.232(5) 0.682(4) 0.708(4) 0.110 Uiso 1 1 d D . . H3AB H 0.246(5) 0.831(5) 0.719(4) 0.110 Uiso 1 1 d D . . O2A O 0.2955(2) 0.0858(4) 0.78228(18) 0.0368(8) Uani 0.715(6) 1 d PD A 1 H2AA H 0.286(5) 0.104(6) 0.8409(15) 0.055 Uiso 0.715(6) 1 d PD A 1 H2AB H 0.262(5) 0.158(5) 0.752(3) 0.055 Uiso 0.715(6) 1 d PD A 1 O2B O 0.3564(8) 0.2009(12) 0.7351(8) 0.065(3) Uani 0.285(6) 1 d P A 2 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 Mn1 0.0191(3) 0.0415(3) 0.0176(3) 0.00177(18) 0.00108(18) -0.00461(18) C11 0.0221(10) 0.0169(9) 0.0156(9) 0.0004(7) 0.0009(7) 0.0009(7) C12 0.0206(10) 0.0205(9) 0.0171(9) 0.0005(7) 0.0040(7) 0.0028(8) C13 0.0187(10) 0.0199(9) 0.0170(9) 0.0034(7) 0.0011(7) 0.0007(7) C21 0.0227(10) 0.0208(10) 0.0178(9) -0.0017(8) -0.0004(7) 0.0025(8) O22 0.0352(9) 0.0224(8) 0.0218(7) -0.0018(6) -0.0004(6) -0.0055(6) N23 0.0475(12) 0.0195(9) 0.0167(9) -0.0025(7) 0.0038(8) -0.0021(8) C24 0.0482(14) 0.0258(11) 0.0169(10) -0.0030(8) 0.0033(9) 0.0045(10) C25 0.0390(13) 0.0262(11) 0.0187(10) -0.0003(8) 0.0047(9) 0.0010(10) C26 0.0414(14) 0.0291(12) 0.0281(12) 0.0035(10) 0.0081(10) -0.0005(10) N31 0.0347(11) 0.0321(11) 0.0287(11) 0.0010(8) 0.0065(8) -0.0018(9) C32 0.0327(12) 0.0347(13) 0.0276(11) -0.0015(10) 0.0037(9) -0.0023(10) N33 0.0282(10) 0.0379(11) 0.0274(10) -0.0001(8) 0.0029(8) 0.0013(8) C34 0.0394(14) 0.0451(15) 0.0260(12) -0.0035(11) 0.0032(10) -0.0020(11) C35 0.0463(16) 0.0421(14) 0.0284(13) -0.0051(11) 0.0072(11) -0.0016(12) C41 0.0209(10) 0.0279(10) 0.0195(10) 0.0018(8) 0.0009(8) -0.0006(8) O42 0.0191(8) 0.0388(9) 0.0235(8) 0.0082(7) 0.0010(6) -0.0012(6) O43 0.0222(8) 0.0510(11) 0.0201(8) 0.0052(7) -0.0010(6) 0.0002(7) O1A 0.0265(9) 0.0609(13) 0.0214(9) 0.0021(8) 0.0003(7) -0.0066(9) O3A 0.081(2) 0.0704(19) 0.0688(19) -0.0081(15) 0.0108(15) 0.0099(16) O2A 0.0343(15) 0.0545(18) 0.0217(12) 0.0042(11) 0.0026(10) 0.0192(12) O2B 0.044(5) 0.068(6) 0.082(7) 0.004(5) -0.011(4) 0.014(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 Mn1 O42 2.2090(16) . ? Mn1 O1A 2.2177(19) . ? Mn1 N33 2.218(2) . ? C11 C12 1.392(3) . ? C11 C13 1.404(3) 3_577 ? C11 C21 1.510(3) . ? C12 C13 1.395(3) . ? C12 H12 0.9500 . ? C13 C41 1.508(3) . ? C21 O22 1.237(3) . ? C21 N23 1.329(3) . ? N23 C24 1.463(3) . ? N23 H23 0.8800 . ? C24 C25 1.523(3) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.521(4) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 N31 1.469(3) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? N31 C32 1.346(3) . ? N31 C35 1.375(4) . ? C32 N33 1.324(3) 2_556 ? C32 H32 0.9500 . ? N33 C32 1.324(3) 2_546 ? N33 C34 1.379(3) 2_546 ? C34 C35 1.361(4) . ? C34 N33 1.379(3) 2_556 ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? C41 O43 1.253(3) . ? C41 O42 1.271(3) . ? O1A H1AA 0.813(18) . ? O1A H1AB 0.824(18) . ? O3A H3AA 0.923(19) . ? O3A H3AB 0.92(2) . ? O2A H2AA 0.823(19) . ? O2A H2AB 0.821(19) . ? 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 O42 Mn1 O1A 88.67(7) 3_677 3_677 ? O42 Mn1 O1A 91.33(7) . 3_677 ? O42 Mn1 O1A 91.33(7) 3_677 . ? O42 Mn1 O1A 88.67(7) . . ? O42 Mn1 N33 85.53(7) 3_677 3_677 ? O42 Mn1 N33 94.47(7) . 3_677 ? O1A Mn1 N33 92.56(8) 3_677 3_677 ? O1A Mn1 N33 87.44(8) . 3_677 ? O42 Mn1 N33 94.47(7) 3_677 . ? O42 Mn1 N33 85.53(7) . . ? O1A Mn1 N33 87.44(8) 3_677 . ? O1A Mn1 N33 92.56(8) . . ? N33 Mn1 N33 180.000(1) 3_677 . ? C12 C11 C13 119.67(19) . 3_577 ? C12 C11 C21 118.37(18) . . ? C13 C11 C21 121.83(19) 3_577 . ? C11 C12 C13 121.27(19) . . ? C11 C12 H12 119.4 . . ? C13 C12 H12 119.4 . . ? C12 C13 C11 119.06(19) . 3_577 ? C12 C13 C41 119.21(19) . . ? C11 C13 C41 121.68(19) 3_577 . ? O22 C21 N23 124.3(2) . . ? O22 C21 C11 120.14(19) . . ? N23 C21 C11 115.42(19) . . ? C21 N23 C24 123.6(2) . . ? C21 N23 H23 118.2 . . ? C24 N23 H23 118.2 . . ? N23 C24 C25 112.00(19) . . ? N23 C24 H24A 109.2 . . ? C25 C24 H24A 109.2 . . ? N23 C24 H24B 109.2 . . ? C25 C24 H24B 109.2 . . ? H24A C24 H24B 107.9 . . ? C26 C25 C24 111.9(2) . . ? C26 C25 H25A 109.2 . . ? C24 C25 H25A 109.2 . . ? C26 C25 H25B 109.2 . . ? C24 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? N31 C26 C25 111.5(2) . . ? N31 C26 H26A 109.3 . . ? C25 C26 H26A 109.3 . . ? N31 C26 H26B 109.3 . . ? C25 C26 H26B 109.3 . . ? H26A C26 H26B 108.0 . . ? C32 N31 C35 107.0(2) . . ? C32 N31 C26 126.6(2) . . ? C35 N31 C26 126.4(2) . . ? N33 C32 N31 111.6(2) 2_556 . ? N33 C32 H32 124.2 2_556 . ? N31 C32 H32 124.2 . . ? C32 N33 C34 105.6(2) 2_546 2_546 ? C32 N33 Mn1 121.78(17) 2_546 . ? C34 N33 Mn1 131.88(18) 2_546 . ? C35 C34 N33 109.5(2) . 2_556 ? C35 C34 H34 125.3 . . ? N33 C34 H34 125.3 2_556 . ? C34 C35 N31 106.4(2) . . ? C34 C35 H35 126.8 . . ? N31 C35 H35 126.8 . . ? O43 C41 O42 125.9(2) . . ? O43 C41 C13 117.3(2) . . ? O42 C41 C13 116.73(19) . . ? C41 O42 Mn1 123.39(14) . . ? Mn1 O1A H1AA 122(3) . . ? Mn1 O1A H1AB 105(3) . . ? H1AA O1A H1AB 106(3) . . ? H3AA O3A H3AB 89(2) . . ? H2AA O2A H2AB 104(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C13 C11 C12 C13 -0.4(3) 3_577 . . . ? C21 C11 C12 C13 -176.42(19) . . . . ? C11 C12 C13 C11 0.4(3) . . . 3_577 ? C11 C12 C13 C41 177.83(19) . . . . ? C12 C11 C21 O22 108.3(2) . . . . ? C13 C11 C21 O22 -67.6(3) 3_577 . . . ? C12 C11 C21 N23 -68.4(3) . . . . ? C13 C11 C21 N23 115.7(2) 3_577 . . . ? O22 C21 N23 C24 -1.3(4) . . . . ? C11 C21 N23 C24 175.2(2) . . . . ? C21 N23 C24 C25 120.5(2) . . . . ? N23 C24 C25 C26 -68.6(3) . . . . ? C24 C25 C26 N31 175.2(2) . . . . ? C25 C26 N31 C32 -103.1(3) . . . . ? C25 C26 N31 C35 75.1(3) . . . . ? C35 N31 C32 N33 -0.2(3) . . . 2_556 ? C26 N31 C32 N33 178.3(2) . . . 2_556 ? O42 Mn1 N33 C32 -116.26(19) 3_677 . . 2_546 ? O42 Mn1 N33 C32 63.74(19) . . . 2_546 ? O1A Mn1 N33 C32 -27.8(2) 3_677 . . 2_546 ? O1A Mn1 N33 C32 152.2(2) . . . 2_546 ? O42 Mn1 N33 C34 75.2(2) 3_677 . . 2_546 ? O42 Mn1 N33 C34 -104.8(2) . . . 2_546 ? O1A Mn1 N33 C34 163.6(2) 3_677 . . 2_546 ? O1A Mn1 N33 C34 -16.4(2) . . . 2_546 ? N33 C34 C35 N31 -0.6(3) 2_556 . . . ? C32 N31 C35 C34 0.5(3) . . . . ? C26 N31 C35 C34 -178.0(2) . . . . ? C12 C13 C41 O43 -141.9(2) . . . . ? C11 C13 C41 O43 35.5(3) 3_577 . . . ? C12 C13 C41 O42 36.8(3) . . . . ? C11 C13 C41 O42 -145.9(2) 3_577 . . . ? O43 C41 O42 Mn1 25.3(3) . . . . ? C13 C41 O42 Mn1 -153.26(15) . . . . ? O1A Mn1 O42 C41 146.28(19) 3_677 . . . ? O1A Mn1 O42 C41 -33.72(19) . . . . ? N33 Mn1 O42 C41 -121.04(19) 3_677 . . . ? N33 Mn1 O42 C41 58.96(19) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N23 H23 O22 0.88 2.18 2.982(3) 151.0 2_556 O1A H1AA O2A 0.813(18) 1.92(2) 2.596(3) 140(3) 3_667 O1A H1AA O2B 0.813(18) 2.10(2) 2.886(9) 164(4) 3_667 O1A H1AB O43 0.824(18) 1.88(2) 2.640(3) 152(4) . O3A H3AA O43 0.923(19) 1.93(2) 2.826(4) 164(5) 4_575 O3A H3AB O2A 0.92(2) 2.41(4) 3.055(5) 127(4) 1_565 O2A H2AA O42 0.823(19) 2.09(2) 2.857(3) 154(4) 1_545 O2A H2AB O22 0.821(19) 2.07(4) 2.756(3) 141(6) 2_546 #=== END of CIF data_4 _database_code_depnum_ccdc_archive 'CCDC 852480' #TrackingRef '- Champness.cif' _refine_special_details ; Peaks in the electron density map were observed for all water hydrogen atoms; the atom positions were refined and restrained to have O-H distances of 0.82(2) \%A and intramolecular H-H separations of 1.34(2) \%A. The isotropic atomic displacement parameters of the water hydrogen atoms were set to be 1.5 times that of their parent atom's. Hydrogen atoms H3AB and H2AA (symm -1+X,-1+Y,+Z) were restrained to have a minimum separation of 2.10(1) \%A. All other hydrogen atoms were geometrically placed and refined using a riding model. ; _audit_creation_date 2011-06-02 _audit_creation_method ; Olex2 1.1 (compiled Feb 15 2011 20:38:53, GUI svn.r3494) ; _chemical_name_common ? _chemical_name_systematic ? _chemical_formula_moiety 'C22 H26 Mn N6 O8, 4(H2 O)' _chemical_formula_sum 'C22 H34 Mn N6 O12' _chemical_formula_weight 629.49 _chemical_melting_point ? _chemical_oxdiff_formula 'C22 H36 Mn N6 O12' 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 7.2247(16) _cell_length_b 9.021(2) _cell_length_c 11.662(2) _cell_angle_alpha 97.094(17) _cell_angle_beta 98.186(17) _cell_angle_gamma 110.63(2) _cell_volume 691.6(3) _cell_formula_units_Z 1 _cell_measurement_reflns_used 1540 _cell_measurement_temperature 90 _cell_measurement_theta_max 29.098 _cell_measurement_theta_min 1.7924 _exptl_absorpt_coefficient_mu 0.550 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.486 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.511 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description needle _exptl_crystal_F_000 329 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.071 _diffrn_reflns_av_unetI/netI 0.117 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 6521 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 29.16 _diffrn_reflns_theta_min 1.80 _diffrn_ambient_temperature 90 _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.915 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega 4.26 186.01 0.2999 20.0000 omega____ theta____ kappa____ phi______ frames - 30.0000 73.7542 -25.7441 606 #__ type_ start__ end____ width___ exp.time_ 2 omega 4.26 186.01 0.2999 20.0000 omega____ theta____ kappa____ phi______ frames - 30.0000 73.7542 94.2567 606 #__ type_ start__ end____ width___ exp.time_ 3 omega 4.26 186.01 0.2999 20.0000 omega____ theta____ kappa____ phi______ frames - 30.0000 73.7542 214.2547 606 #__ type_ start__ end____ width___ exp.time_ 4 omega 4.26 13.85 0.2999 20.0000 omega____ theta____ kappa____ phi______ frames - 30.0000 73.7542 -25.7441 32 ; _diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0543959000 _diffrn_orient_matrix_UB_12 -0.0489768000 _diffrn_orient_matrix_UB_13 -0.0150139000 _diffrn_orient_matrix_UB_21 0.0881955000 _diffrn_orient_matrix_UB_22 0.0566980000 _diffrn_orient_matrix_UB_23 0.0387492000 _diffrn_orient_matrix_UB_31 -0.0269502000 _diffrn_orient_matrix_UB_32 -0.0412592000 _diffrn_orient_matrix_UB_33 0.0467608000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_source 'sealed tube' _reflns_number_gt 2178 _reflns_number_total 3410 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)' _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET) (compiled Jan 20 2011,15:58:25) SHELXTL (Sheldrick, 2008)' ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _refine_diff_density_max 0.99 _refine_diff_density_min -0.81 _refine_diff_density_rms 0.10 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.03 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 205 _refine_ls_number_reflns 3410 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.106 _refine_ls_R_factor_gt 0.0660 _refine_ls_restrained_S_all 1.03 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.062P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.148 _refine_ls_wR_factor_ref 0.177 _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 Mn1 Mn 0.5000 0.5000 0.5000 0.0225(2) Uani 1 2 d S . . O42 O -0.5006(4) -0.4777(3) 0.3130(2) 0.0235(6) Uani 1 1 d . . . O43 O -0.1791(4) -0.4374(3) 0.2947(2) 0.0285(6) Uani 1 1 d . . . N33 N 0.4219(5) 0.2343(3) 0.4516(3) 0.0257(7) Uani 1 1 d . . . O1A O 0.8287(4) 0.5515(3) 0.5307(2) 0.0279(6) Uani 1 1 d D . . H1AA H 0.858(6) 0.557(5) 0.4650(19) 0.042 Uiso 1 1 d D . . H1AB H 0.915(5) 0.629(4) 0.578(3) 0.042 Uiso 1 1 d D . . C11 C -0.4289(5) -0.4756(4) 0.1228(3) 0.0207(7) Uani 1 1 d . . . C13 C -0.6060(5) -0.6039(4) 0.0660(3) 0.0205(7) Uani 1 1 d . . . H13 H -0.6788 -0.6766 0.1109 0.025 Uiso 1 1 calc R . . C41 C -0.3612(6) -0.4606(4) 0.2548(3) 0.0223(8) Uani 1 1 d . . . O2A O -0.0928(5) 0.1868(3) 0.2945(3) 0.0374(7) Uani 1 1 d D . . H2AA H -0.045(7) 0.246(4) 0.249(3) 0.056 Uiso 1 1 d D . . H2AB H -0.087(7) 0.099(3) 0.274(4) 0.056 Uiso 1 1 d D . . O22 O -0.1310(4) -0.1255(3) 0.1948(2) 0.0311(7) Uani 1 1 d . . . O3A O -0.9392(5) -0.5568(3) 0.1771(2) 0.0375(7) Uani 1 1 d D . . H3AA H -0.834(4) -0.509(5) 0.225(3) 0.056 Uiso 1 1 d D . . H3AB H -1.036(4) -0.539(4) 0.194(3) 0.056 Uiso 1 1 d D . . N23 N 0.0237(4) -0.2024(3) 0.0534(3) 0.0255(7) Uani 1 1 d . . . H23 H 0.0128 -0.2813 -0.0030 0.031 Uiso 1 1 calc R . . N31 N 0.3698(5) -0.0053(4) 0.3456(3) 0.0287(8) Uani 1 1 d . . . C21 C -0.1315(5) -0.2219(4) 0.1099(3) 0.0222(8) Uani 1 1 d . . . C12 C -0.3200(5) -0.3711(4) 0.0553(3) 0.0217(8) Uani 1 1 d . . . C23 C 0.3963(6) -0.0836(5) 0.1369(3) 0.0331(10) Uani 1 1 d . . . H23A H 0.4158 -0.1688 0.0836 0.040 Uiso 1 1 calc R . . H23B H 0.5152 0.0173 0.1450 0.040 Uiso 1 1 calc R . . C22 C 0.2080(5) -0.0585(4) 0.0801(3) 0.0290(9) Uani 1 1 d . . . H22A H 0.1881 0.0262 0.1338 0.035 Uiso 1 1 calc R . . H22B H 0.2317 -0.0184 0.0061 0.035 Uiso 1 1 calc R . . C34 C 0.2697(6) 0.1129(4) 0.4876(3) 0.0290(9) Uani 1 1 d . . . H34 H 0.1994 0.1301 0.5476 0.035 Uiso 1 1 calc R . . C32 C 0.4761(6) 0.1552(4) 0.3662(3) 0.0284(9) Uani 1 1 d . . . H32 H 0.5778 0.2060 0.3248 0.034 Uiso 1 1 calc R . . C24 C 0.3881(7) -0.1307(5) 0.2573(4) 0.0384(11) Uani 1 1 d . . . H24A H 0.2714 -0.2330 0.2495 0.046 Uiso 1 1 calc R . . H24B H 0.5121 -0.1496 0.2860 0.046 Uiso 1 1 calc R . . C35 C 0.2387(6) -0.0347(5) 0.4222(4) 0.0332(9) Uani 1 1 d . . . H35 H 0.1452 -0.1366 0.4288 0.040 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 Mn1 0.0330(5) 0.0172(4) 0.0182(4) -0.0025(3) 0.0085(3) 0.0110(3) O42 0.0332(14) 0.0210(13) 0.0169(13) 0.0001(10) 0.0100(11) 0.0101(11) O43 0.0337(14) 0.0329(15) 0.0209(14) -0.0021(11) 0.0095(11) 0.0159(12) N33 0.0375(18) 0.0191(16) 0.0219(16) -0.0045(12) 0.0102(13) 0.0135(14) O1A 0.0380(15) 0.0222(14) 0.0228(14) -0.0030(11) 0.0083(12) 0.0120(11) C11 0.0324(19) 0.0144(16) 0.0156(17) -0.0036(13) 0.0066(14) 0.0105(14) C13 0.0252(18) 0.0144(16) 0.0215(18) 0.0002(14) 0.0088(14) 0.0062(14) C41 0.037(2) 0.0124(16) 0.0175(17) -0.0027(13) 0.0096(15) 0.0098(15) O2A 0.0527(19) 0.0215(15) 0.0369(17) -0.0048(13) 0.0130(14) 0.0144(14) O22 0.0415(16) 0.0204(13) 0.0275(15) -0.0090(11) 0.0119(12) 0.0095(11) O3A 0.0472(18) 0.0352(17) 0.0333(17) -0.0045(13) 0.0137(14) 0.0206(14) N23 0.0320(17) 0.0166(15) 0.0238(16) -0.0049(12) 0.0086(13) 0.0058(13) N31 0.044(2) 0.0200(16) 0.0237(17) -0.0028(13) 0.0052(15) 0.0168(14) C21 0.0314(19) 0.0140(17) 0.0205(18) 0.0018(14) 0.0046(15) 0.0084(14) C12 0.0321(19) 0.0186(17) 0.0151(16) -0.0031(14) 0.0083(14) 0.0110(15) C23 0.037(2) 0.029(2) 0.033(2) -0.0101(17) 0.0111(18) 0.0155(17) C22 0.034(2) 0.0214(19) 0.028(2) -0.0023(16) 0.0118(16) 0.0067(16) C34 0.040(2) 0.025(2) 0.025(2) 0.0016(16) 0.0092(17) 0.0154(17) C32 0.041(2) 0.0184(18) 0.027(2) 0.0019(15) 0.0117(17) 0.0115(16) C24 0.062(3) 0.022(2) 0.033(2) -0.0088(18) 0.004(2) 0.026(2) C35 0.035(2) 0.0186(19) 0.041(2) 0.0000(17) 0.0083(19) 0.0062(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 Mn1 O42 2.214(2) 2_556 ? Mn1 O42 2.214(2) 1_665 ? Mn1 O1A 2.219(3) 2_666 ? Mn1 O1A 2.219(3) . ? Mn1 N33 2.237(3) . ? Mn1 N33 2.237(3) 2_666 ? O42 C41 1.269(4) . ? O42 Mn1 2.214(2) 1_445 ? O43 C41 1.264(4) . ? N33 C32 1.337(4) . ? N33 C34 1.408(5) . ? O1A H1AA 0.825(18) . ? O1A H1AB 0.826(18) . ? C11 C13 1.394(5) . ? C11 C12 1.402(5) . ? C11 C41 1.521(5) . ? C13 C12 1.399(5) 2_445 ? C13 H13 0.9500 . ? O2A H2AA 0.829(18) . ? O2A H2AB 0.817(18) . ? O22 C21 1.233(4) . ? O3A H3AA 0.819(18) . ? O3A H3AB 0.815(18) . ? N23 C21 1.350(4) . ? N23 C22 1.456(4) . ? N23 H23 0.8800 . ? N31 C32 1.349(4) . ? N31 C35 1.374(5) . ? N31 C24 1.488(4) . ? C21 C12 1.524(5) . ? C12 C13 1.399(5) 2_445 ? C23 C24 1.519(6) . ? C23 C22 1.529(6) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C34 C35 1.376(5) . ? C34 H34 0.9500 . ? C32 H32 0.9500 . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C35 H35 0.9500 . ? 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 O42 Mn1 O1A 90.13(9) 2_556 2_666 ? O42 Mn1 O1A 89.87(9) 1_665 2_666 ? O42 Mn1 O1A 89.87(9) 2_556 . ? O42 Mn1 O1A 90.13(9) 1_665 . ? O42 Mn1 N33 89.79(10) 2_556 . ? O42 Mn1 N33 90.21(10) 1_665 . ? O1A Mn1 N33 87.69(10) 2_666 . ? O1A Mn1 N33 92.31(10) . . ? O42 Mn1 N33 90.21(10) 2_556 2_666 ? O42 Mn1 N33 89.79(10) 1_665 2_666 ? O1A Mn1 N33 92.31(10) 2_666 2_666 ? O1A Mn1 N33 87.69(10) . 2_666 ? C41 O42 Mn1 130.0(2) . 1_445 ? C32 N33 C34 104.4(3) . . ? C32 N33 Mn1 128.2(3) . . ? C34 N33 Mn1 126.1(2) . . ? Mn1 O1A H1AA 105(3) . . ? Mn1 O1A H1AB 124(3) . . ? H1AA O1A H1AB 107(3) . . ? C13 C11 C12 118.6(3) . . ? C13 C11 C41 117.7(3) . . ? C12 C11 C41 123.7(3) . . ? C11 C13 C12 122.0(3) . 2_445 ? C11 C13 H13 119.0 . . ? C12 C13 H13 119.0 2_445 . ? O43 C41 O42 127.0(3) . . ? O43 C41 C11 118.6(3) . . ? O42 C41 C11 114.4(3) . . ? H2AA O2A H2AB 108(3) . . ? H3AA O3A H3AB 114(3) . . ? C21 N23 C22 123.8(3) . . ? C21 N23 H23 118.1 . . ? C22 N23 H23 118.1 . . ? C32 N31 C35 107.5(3) . . ? C32 N31 C24 127.4(3) . . ? C35 N31 C24 125.1(3) . . ? O22 C21 N23 124.7(3) . . ? O22 C21 C12 120.8(3) . . ? N23 C21 C12 114.4(3) . . ? C13 C12 C11 119.4(3) 2_445 . ? C13 C12 C21 117.8(3) 2_445 . ? C11 C12 C21 122.6(3) . . ? C24 C23 C22 114.2(3) . . ? C24 C23 H23A 108.7 . . ? C22 C23 H23A 108.7 . . ? C24 C23 H23B 108.7 . . ? C22 C23 H23B 108.7 . . ? H23A C23 H23B 107.6 . . ? N23 C22 C23 114.5(3) . . ? N23 C22 H22A 108.6 . . ? C23 C22 H22A 108.6 . . ? N23 C22 H22B 108.6 . . ? C23 C22 H22B 108.6 . . ? H22A C22 H22B 107.6 . . ? C35 C34 N33 109.4(3) . . ? C35 C34 H34 125.3 . . ? N33 C34 H34 125.3 . . ? N33 C32 N31 112.3(3) . . ? N33 C32 H32 123.8 . . ? N31 C32 H32 123.8 . . ? N31 C24 C23 112.6(3) . . ? N31 C24 H24A 109.1 . . ? C23 C24 H24A 109.1 . . ? N31 C24 H24B 109.1 . . ? C23 C24 H24B 109.1 . . ? H24A C24 H24B 107.8 . . ? N31 C35 C34 106.4(3) . . ? N31 C35 H35 126.8 . . ? C34 C35 H35 126.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O42 Mn1 N33 C32 -147.2(3) 2_556 . . . ? O42 Mn1 N33 C32 32.8(3) 1_665 . . . ? O1A Mn1 N33 C32 122.6(3) 2_666 . . . ? O1A Mn1 N33 C32 -57.4(3) . . . . ? O42 Mn1 N33 C34 47.7(3) 2_556 . . . ? O42 Mn1 N33 C34 -132.3(3) 1_665 . . . ? O1A Mn1 N33 C34 -42.4(3) 2_666 . . . ? O1A Mn1 N33 C34 137.6(3) . . . . ? C12 C11 C13 C12 -1.5(6) . . . 2_445 ? C41 C11 C13 C12 -179.4(3) . . . 2_445 ? Mn1 O42 C41 O43 -7.0(5) 1_445 . . . ? Mn1 O42 C41 C11 171.0(2) 1_445 . . . ? C13 C11 C41 O43 132.1(3) . . . . ? C12 C11 C41 O43 -45.7(5) . . . . ? C13 C11 C41 O42 -46.1(4) . . . . ? C12 C11 C41 O42 136.1(3) . . . . ? C22 N23 C21 O22 -4.6(6) . . . . ? C22 N23 C21 C12 171.6(3) . . . . ? C13 C11 C12 C13 1.5(5) . . . 2_445 ? C41 C11 C12 C13 179.3(3) . . . 2_445 ? C13 C11 C12 C21 176.4(3) . . . . ? C41 C11 C12 C21 -5.9(5) . . . . ? O22 C21 C12 C13 125.8(4) . . . 2_445 ? N23 C21 C12 C13 -50.5(4) . . . 2_445 ? O22 C21 C12 C11 -49.1(5) . . . . ? N23 C21 C12 C11 134.6(4) . . . . ? C21 N23 C22 C23 111.2(4) . . . . ? C24 C23 C22 N23 -63.6(4) . . . . ? C32 N33 C34 C35 0.0(4) . . . . ? Mn1 N33 C34 C35 167.9(3) . . . . ? C34 N33 C32 N31 0.3(4) . . . . ? Mn1 N33 C32 N31 -167.3(2) . . . . ? C35 N31 C32 N33 -0.5(5) . . . . ? C24 N31 C32 N33 179.7(3) . . . . ? C32 N31 C24 C23 -45.9(5) . . . . ? C35 N31 C24 C23 134.4(4) . . . . ? C22 C23 C24 N31 -61.4(4) . . . . ? C32 N31 C35 C34 0.5(4) . . . . ? C24 N31 C35 C34 -179.7(4) . . . . ? N33 C34 C35 N31 -0.3(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N23 H23 O3A 0.88 2.23 3.078(4) 162.9 2_445 O2A H2AA O3A 0.829(18) 2.005(19) 2.803(4) 161(4) 1_665 O2A H2AB O22 0.817(18) 2.01(2) 2.814(4) 166(5) . O3A H3AA O42 0.819(18) 2.38(2) 3.124(4) 151(4) . O3A H3AB O43 0.815(18) 2.01(3) 2.769(4) 156(4) 1_455 O1A H1AA O43 0.825(18) 1.98(2) 2.760(4) 159(4) 1_665 O1A H1AB O2A 0.826(18) 1.991(18) 2.811(4) 172(4) 2_666 #=== END of CIF data_5 _database_code_depnum_ccdc_archive 'CCDC 852481' #TrackingRef '- Champness.cif' _refine_special_details ; Water oxygen atoms O1A, 08A and 09A are each disordered over two positions: their occupancies were refined using free varaibles and constrained to sum to unity [major components: O1A, 0.57(1); O8A, 0.52(1); 09A, 0.54(1)]. No hydrogen atoms were observed in the electron density map for water oxygen atom O3A nor for either component of O9A; they were therefore not included in the refinement but have been included in the formula sum. Peaks in the electron density map were observed for all other water hydrogen atoms. The positions of the hydrogen atoms were refined and restrained to have O-H distances of 0.82(2) \%A and intramolecular H...H separations of 1.34(2) \%A. The positions of the disordered water hydrogen atoms H8BA and H8BB are constrained to the same coordinates as their major component counterparts (H8AA and H8AB respectively). The isotropic atomic displacement parameters of the water hydrogen atoms were set to be 1.5 times that of their parent atom's. Hydrogen atoms H6AB and H2AB were restrained to have a minimum separation of 1.80(2) \%A and atoms H1AA and Cu1 were restrained to have a minimum separation of 2.90(2) \%A. All other hydrogen atoms were geometrically placed and refined using a riding model. ; _audit_creation_date 2011-06-02 _audit_creation_method ; Olex2 1.1 (compiled Feb 15 2011 20:38:53, GUI svn.r3494) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C22 H24.28 Cu N6 O7.14, 16.86(H2 O)' _chemical_formula_sum 'C22 H58 Cu N6 O24' _chemical_formula_weight 854.28 _chemical_melting_point ? _chemical_oxdiff_formula 'C22 H24 N6 O6 Cu H24 O12' _chemical_oxdiff_usercomment 'CUVRLD #9896 IN FOMBLIN FILM ON MICROMOUNT FOR VR/NRC' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 9.3009(6) _cell_length_b 10.5787(7) _cell_length_c 11.2121(7) _cell_angle_alpha 92.593(5) _cell_angle_beta 97.681(5) _cell_angle_gamma 111.597(6) _cell_volume 1011.18(11) _cell_formula_units_Z 1 _cell_measurement_reflns_used 2710 _cell_measurement_temperature 90.0 _cell_measurement_theta_max 74.42 _cell_measurement_theta_min 4.00 _exptl_absorpt_coefficient_mu 1.564 _exptl_absorpt_correction_T_max 1.018 _exptl_absorpt_correction_T_min 0.850 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) Numerical absorption correction based on gaussian integration over a multifaceted crystal model ; _exptl_crystal_colour blue _exptl_crystal_colour_primary blue _exptl_crystal_density_diffrn 1.403 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_description needle _exptl_crystal_F_000 453 _exptl_crystal_size_max 0.161 _exptl_crystal_size_mid 0.040 _exptl_crystal_size_min 0.038 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.044 _diffrn_reflns_av_unetI/netI 0.091 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 6106 _diffrn_reflns_theta_full 67.50 _diffrn_reflns_theta_max 74.42 _diffrn_reflns_theta_min 4.00 _diffrn_ambient_temperature 90.0 _diffrn_detector_area_resol_mean 10.3613 _diffrn_measured_fraction_theta_full 0.987 _diffrn_measured_fraction_theta_max 0.943 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -71.00 20.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - -43.7877 77.0000 -90.0000 91 #__ type_ start__ end____ width___ exp.time_ 2 omega -114.00 -20.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - -43.7877 -77.0000 150.0000 94 #__ type_ start__ end____ width___ exp.time_ 3 omega -16.00 64.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 43.7877 -38.0000 -30.0000 80 #__ type_ start__ end____ width___ exp.time_ 4 omega 35.00 117.00 1.0000 120.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -119.0000 44.0000 82 #__ type_ start__ end____ width___ exp.time_ 5 omega 41.00 77.00 1.0000 120.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -45.0000 0.0000 36 #__ type_ start__ end____ width___ exp.time_ 6 omega 84.00 158.00 1.0000 120.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 77.0000 -120.0000 74 #__ type_ start__ end____ width___ exp.time_ 7 omega 72.00 157.00 1.0000 120.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 15.0000 -180.0000 85 #__ type_ start__ end____ width___ exp.time_ 8 omega 36.00 63.00 1.0000 120.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -41.0000 -120.0000 27 #__ type_ start__ end____ width___ exp.time_ 9 omega 100.00 158.00 1.0000 120.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 45.0000 30.0000 58 #__ type_ start__ end____ width___ exp.time_ 10 omega 47.00 77.00 1.0000 120.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -45.0000 -90.0000 30 #__ type_ start__ end____ width___ exp.time_ 11 omega 78.00 115.00 1.0000 120.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -110.0000 -134.0000 37 #__ type_ start__ end____ width___ exp.time_ 12 omega 39.00 133.00 1.0000 120.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -77.0000 -150.0000 94 #__ type_ start__ end____ width___ exp.time_ 13 omega 53.00 129.00 1.0000 120.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -77.0000 60.0000 76 #__ type_ start__ end____ width___ exp.time_ 14 omega 32.00 59.00 1.0000 120.0000 omega____ theta____ kappa____ phi______ frames - 105.8472 -110.0000 -134.0000 27 ; _diffrn_measurement_device_type 'SuperNova, Single source at offset), Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.1032811000 _diffrn_orient_matrix_UB_12 -0.1481902000 _diffrn_orient_matrix_UB_13 -0.0513023000 _diffrn_orient_matrix_UB_21 0.1400640000 _diffrn_orient_matrix_UB_22 -0.0151054000 _diffrn_orient_matrix_UB_23 -0.0497582000 _diffrn_orient_matrix_UB_31 0.0479890000 _diffrn_orient_matrix_UB_32 -0.0510183000 _diffrn_orient_matrix_UB_33 0.1196616000 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source 'SuperNova (Cu) X-ray Source' _diffrn_standards_number 0 _reflns_number_gt 2874 _reflns_number_total 3903 _reflns_odcompleteness_completeness 98.90 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 67.13 _reflns_threshold_expression I>2\s(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.34.46 (release 25-11-2010 CrysAlis171 .NET) (compiled Nov 25 2010,17:55:46) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _refine_diff_density_max 0.57 _refine_diff_density_min -0.61 _refine_diff_density_rms 0.08 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.09 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 319 _refine_ls_number_reflns 3903 _refine_ls_number_restraints 26 _refine_ls_R_factor_all 0.0873 _refine_ls_R_factor_gt 0.0613 _refine_ls_restrained_S_all 1.09 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0502P)^2^+2.5789P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.145 _refine_ls_wR_factor_ref 0.156 _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 Cu1 Cu 0.0000 0.0000 0.0000 0.0266(2) Uani 1 2 d SD . . O1A O 0.0809(14) -0.1958(18) 0.0139(8) 0.027(3) Uani 0.57(5) 1 d PD A 2 O22 O 0.3564(3) 0.0183(3) -0.3065(2) 0.0191(5) Uani 1 1 d . . . O42 O 0.0149(3) 0.0268(3) -0.1727(2) 0.0212(6) Uani 1 1 d . A . O43 O 0.0555(3) -0.1616(3) -0.2270(2) 0.0229(6) Uani 1 1 d . A . N23 N 0.2906(4) -0.1640(3) -0.4458(3) 0.0195(6) Uani 1 1 d . . . H23 H 0.2346 -0.2044 -0.5163 0.023 Uiso 1 1 calc R . . N31 N 0.5545(4) -0.2655(3) -0.1420(3) 0.0203(7) Uani 1 1 d . . . N33 N 0.7768(3) -0.1167(3) -0.0434(3) 0.0166(6) Uani 1 1 d . . . C11 C 0.1272(4) -0.0329(4) -0.4521(3) 0.0155(7) Uani 1 1 d . . . C12 C 0.0209(4) -0.0210(3) -0.3786(3) 0.0156(7) Uani 1 1 d . A . C13 C -0.1045(4) 0.0122(4) -0.4263(3) 0.0147(7) Uani 1 1 d . . . H13 H -0.1752 0.0209 -0.3757 0.018 Uiso 1 1 calc R . . C21 C 0.2681(4) -0.0586(4) -0.3958(3) 0.0158(7) Uani 1 1 d . . . C24 C 0.4058(4) -0.2157(4) -0.3877(3) 0.0233(8) Uani 1 1 d . . . H24A H 0.4945 -0.1397 -0.3387 0.028 Uiso 1 1 calc R . . H24B H 0.4472 -0.2553 -0.4502 0.028 Uiso 1 1 calc R . . C25 C 0.3288(5) -0.3245(4) -0.3068(4) 0.0270(9) Uani 1 1 d . . . H25A H 0.2772 -0.2868 -0.2510 0.032 Uiso 1 1 calc R . . H25B H 0.2466 -0.4035 -0.3579 0.032 Uiso 1 1 calc R . . C26 C 0.4436(5) -0.3740(4) -0.2329(4) 0.0260(9) Uani 1 1 d . . . H26A H 0.3848 -0.4533 -0.1918 0.031 Uiso 1 1 calc R . . H26B H 0.5024 -0.4043 -0.2877 0.031 Uiso 1 1 calc R . . C32 C 0.7092(4) -0.2111(4) -0.1370(3) 0.0186(7) Uani 1 1 d . . . H32 H 0.7641 -0.2365 -0.1932 0.022 Uiso 1 1 calc R . . C34 C 0.6551(4) -0.1110(4) 0.0138(3) 0.0220(8) Uani 1 1 d . . . H34 H 0.6666 -0.0517 0.0836 0.026 Uiso 1 1 calc R . . C35 C 0.5176(5) -0.2034(4) -0.0462(3) 0.0261(9) Uani 1 1 d . . . H35 H 0.4162 -0.2218 -0.0263 0.031 Uiso 1 1 calc R . . C41 C 0.0334(4) -0.0544(4) -0.2491(3) 0.0165(7) Uani 1 1 d . . . H1AA H 0.093(10) -0.225(6) -0.052(3) 0.025 Uiso 0.57(5) 1 d PD A 2 H1AB H 0.160(6) -0.188(9) 0.063(5) 0.025 Uiso 0.57(5) 1 d PD A 2 O9B O 0.1159(8) -0.3401(6) -0.6591(6) 0.027(2) Uani 0.462(12) 1 d P B 2 O9A O 0.0406(7) -0.3768(6) -0.5999(6) 0.033(2) Uani 0.538(12) 1 d P B 1 O3A O 0.6320(4) -0.3848(3) -0.4892(3) 0.0361(7) Uani 1 1 d . . . O8A O -0.091(2) -0.4029(11) -0.393(3) 0.036(5) Uani 0.52(6) 1 d PD C 2 H8AA H -0.181(3) -0.408(5) -0.402(4) 0.054 Uiso 0.52(6) 1 d PD C 2 H8AB H -0.039(3) -0.343(3) -0.336(3) 0.054 Uiso 0.52(6) 1 d PD C 2 O6A O 0.3740(3) 0.2858(3) -0.2876(3) 0.0278(6) Uani 1 1 d D . . H6AA H 0.364(6) 0.205(3) -0.286(5) 0.042 Uiso 1 1 d D . . H6AB H 0.302(5) 0.296(5) -0.258(5) 0.042 Uiso 1 1 d D . . O8B O -0.1221(14) -0.4081(9) -0.341(3) 0.024(5) Uani 0.48(6) 1 d PD C 1 H8BA H -0.039(3) -0.343(3) -0.336(3) 0.037 Uiso 0.48(6) 1 d PD C 1 H8BB H -0.181(3) -0.408(5) -0.402(4) 0.037 Uiso 0.48(6) 1 d PD C 1 O1B O 0.125(3) -0.2306(19) 0.0024(14) 0.036(5) Uani 0.43(5) 1 d PD A 1 H1BA H 0.122(19) -0.184(11) -0.054(7) 0.053 Uiso 0.43(5) 1 d PD A 1 H1BB H 0.152(17) -0.293(10) -0.018(11) 0.053 Uiso 0.43(5) 1 d PD A 1 O5A O 0.1534(5) -0.4691(5) -0.0278(4) 0.0610(12) Uani 1 1 d D . . H5AA H 0.138(9) -0.544(4) -0.065(5) 0.092 Uiso 1 1 d D . . H5AB H 0.199(9) -0.468(7) 0.042(3) 0.092 Uiso 1 1 d D . . O4A O 0.6876(4) 0.1355(4) -0.2179(3) 0.0420(8) Uani 1 1 d D . . H4AA H 0.596(3) 0.084(5) -0.241(6) 0.063 Uiso 1 1 d D . . H4AB H 0.704(8) 0.211(3) -0.240(6) 0.063 Uiso 1 1 d D . . O2A O 0.1251(4) 0.3172(3) -0.1968(3) 0.0331(7) Uani 1 1 d D . . H2AA H 0.082(6) 0.239(3) -0.181(5) 0.050 Uiso 1 1 d D . . H2AB H 0.074(6) 0.332(5) -0.256(4) 0.050 Uiso 1 1 d D . . O7A O 0.3166(4) -0.4368(6) 0.1986(4) 0.0718(15) Uani 1 1 d D . . H7AA H 0.262(7) -0.466(9) 0.250(5) 0.108 Uiso 1 1 d D . . H7AB H 0.410(3) -0.408(9) 0.227(6) 0.108 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 Cu1 0.0147(4) 0.0415(5) 0.0085(4) -0.0050(3) 0.0034(3) -0.0062(4) O1A 0.021(4) 0.031(6) 0.024(3) 0.007(3) 0.003(3) 0.004(3) O22 0.0136(12) 0.0250(13) 0.0159(12) -0.0043(10) -0.0017(10) 0.0060(10) O42 0.0206(13) 0.0283(14) 0.0098(12) -0.0028(10) 0.0014(10) 0.0045(11) O43 0.0249(14) 0.0310(15) 0.0137(12) 0.0068(11) 0.0029(10) 0.0110(12) N23 0.0206(16) 0.0244(16) 0.0139(14) -0.0019(12) -0.0040(12) 0.0117(13) N31 0.0141(15) 0.0249(17) 0.0168(14) 0.0009(12) 0.0001(12) 0.0025(13) N33 0.0126(14) 0.0218(15) 0.0126(14) 0.0009(12) 0.0018(11) 0.0034(12) C11 0.0127(16) 0.0184(17) 0.0126(16) -0.0016(13) -0.0001(13) 0.0036(13) C12 0.0152(16) 0.0152(16) 0.0126(15) -0.0010(13) 0.0023(13) 0.0019(13) C13 0.0099(15) 0.0213(17) 0.0113(15) 0.0018(13) 0.0021(12) 0.0038(13) C21 0.0151(17) 0.0210(18) 0.0101(15) 0.0006(13) 0.0015(13) 0.0056(14) C24 0.0159(17) 0.028(2) 0.0248(19) -0.0035(16) -0.0003(15) 0.0085(16) C25 0.0187(19) 0.031(2) 0.025(2) 0.0001(17) -0.0017(16) 0.0045(17) C26 0.0207(19) 0.026(2) 0.0226(19) 0.0022(16) 0.0001(16) -0.0006(16) C32 0.0154(17) 0.0215(18) 0.0161(17) -0.0016(14) 0.0008(14) 0.0049(14) C34 0.0209(19) 0.028(2) 0.0166(17) 0.0009(15) 0.0059(15) 0.0082(16) C35 0.0178(19) 0.038(2) 0.0218(19) 0.0023(17) 0.0060(15) 0.0087(17) C41 0.0094(15) 0.0245(19) 0.0104(16) 0.0003(13) -0.0002(12) 0.0011(14) O9B 0.026(4) 0.025(3) 0.018(3) 0.001(2) -0.003(3) 0.001(3) O9A 0.031(4) 0.031(3) 0.033(4) -0.006(3) -0.002(3) 0.010(3) O3A 0.0343(17) 0.0446(19) 0.0322(16) 0.0065(14) 0.0047(14) 0.0179(15) O8A 0.027(5) 0.034(4) 0.042(10) -0.010(4) -0.010(5) 0.013(4) O6A 0.0257(15) 0.0254(15) 0.0321(16) 0.0035(12) 0.0029(12) 0.0102(12) O8B 0.018(4) 0.020(3) 0.036(9) -0.001(3) -0.001(4) 0.010(3) O1B 0.050(9) 0.037(6) 0.018(5) 0.009(4) -0.007(5) 0.019(6) O5A 0.053(2) 0.072(3) 0.056(3) -0.025(2) -0.017(2) 0.034(2) O4A 0.0223(16) 0.054(2) 0.045(2) 0.0138(17) -0.0040(14) 0.0106(16) O2A 0.0289(16) 0.0316(17) 0.0334(17) 0.0095(13) 0.0043(13) 0.0047(13) O7A 0.0259(19) 0.120(4) 0.041(2) -0.003(2) 0.0035(16) -0.004(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 Cu1 N33 1.964(3) 2_655 ? Cu1 N33 1.964(3) 1_455 ? Cu1 O42 1.985(2) . ? Cu1 O42 1.985(2) 2 ? Cu1 O1A 2.45(2) . ? O1A H1AA 0.832(19) . ? O1A H1AB 0.83(2) . ? O22 C21 1.246(4) . ? O42 C41 1.258(4) . ? O43 C41 1.255(5) . ? N23 C21 1.321(5) . ? N23 C24 1.466(5) . ? N23 H23 0.8800 . ? N31 C32 1.330(5) . ? N31 C35 1.380(5) . ? N31 C26 1.470(5) . ? N33 C32 1.327(5) . ? N33 C34 1.392(5) . ? N33 Cu1 1.964(3) 1_655 ? C11 C13 1.390(5) 2_554 ? C11 C12 1.404(5) . ? C11 C21 1.500(5) . ? C12 C13 1.387(5) . ? C12 C41 1.510(5) . ? C13 C11 1.390(5) 2_554 ? C13 H13 0.9500 . ? C24 C25 1.524(6) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.521(6) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C32 H32 0.9500 . ? C34 C35 1.354(6) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? O8A H8AA 0.815(19) . ? O8A H8AB 0.837(19) . ? O6A H6AA 0.825(19) . ? O6A H6AB 0.823(19) . ? O8B H8BA 0.817(19) . ? O8B H8BB 0.819(19) . ? O1B H1BA 0.82(2) . ? O1B H1BB 0.82(2) . ? O5A H5AA 0.83(2) . ? O5A H5AB 0.84(2) . ? O4A H4AA 0.82(2) . ? O4A H4AB 0.82(2) . ? O2A H2AA 0.818(19) . ? O2A H2AB 0.819(19) . ? O7A H7AA 0.81(2) . ? O7A H7AB 0.82(2) . ? 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 N33 Cu1 O42 89.32(11) 2_655 . ? N33 Cu1 O42 90.68(11) 1_455 . ? N33 Cu1 O1A 86.9(2) 2_655 . ? N33 Cu1 O1A 93.1(2) 1_455 . ? O42 Cu1 O1A 98.9(2) . . ? O42 Cu1 O1A 81.1(2) 2 . ? Cu1 O1A H1AA 113(3) . . ? Cu1 O1A H1AB 119(6) . . ? H1AA O1A H1AB 106(3) . . ? C41 O42 Cu1 125.8(3) . . ? C21 N23 C24 122.2(3) . . ? C21 N23 H23 118.9 . . ? C24 N23 H23 118.9 . . ? C32 N31 C35 107.9(3) . . ? C32 N31 C26 125.7(3) . . ? C35 N31 C26 126.4(3) . . ? C32 N33 C34 105.6(3) . . ? C32 N33 Cu1 127.5(2) . 1_655 ? C34 N33 Cu1 126.8(2) . 1_655 ? C13 C11 C12 119.3(3) 2_554 . ? C13 C11 C21 121.5(3) 2_554 . ? C12 C11 C21 119.1(3) . . ? C13 C12 C11 120.4(3) . . ? C13 C12 C41 118.5(3) . . ? C11 C12 C41 120.9(3) . . ? C12 C13 C11 120.3(3) . 2_554 ? C12 C13 H13 119.9 . . ? C11 C13 H13 119.9 2_554 . ? O22 C21 N23 123.9(3) . . ? O22 C21 C11 119.5(3) . . ? N23 C21 C11 116.6(3) . . ? N23 C24 C25 109.7(3) . . ? N23 C24 H24A 109.7 . . ? C25 C24 H24A 109.7 . . ? N23 C24 H24B 109.7 . . ? C25 C24 H24B 109.7 . . ? H24A C24 H24B 108.2 . . ? C26 C25 C24 113.3(3) . . ? C26 C25 H25A 108.9 . . ? C24 C25 H25A 108.9 . . ? C26 C25 H25B 108.9 . . ? C24 C25 H25B 108.9 . . ? H25A C25 H25B 107.7 . . ? N31 C26 C25 111.4(3) . . ? N31 C26 H26A 109.4 . . ? C25 C26 H26A 109.4 . . ? N31 C26 H26B 109.4 . . ? C25 C26 H26B 109.4 . . ? H26A C26 H26B 108.0 . . ? N33 C32 N31 111.2(3) . . ? N33 C32 H32 124.4 . . ? N31 C32 H32 124.4 . . ? C35 C34 N33 109.1(3) . . ? C35 C34 H34 125.5 . . ? N33 C34 H34 125.5 . . ? C34 C35 N31 106.2(3) . . ? C34 C35 H35 126.9 . . ? N31 C35 H35 126.9 . . ? O43 C41 O42 125.6(3) . . ? O43 C41 C12 118.1(3) . . ? O42 C41 C12 116.2(3) . . ? H8AA O8A H8AB 108(3) . . ? H6AA O6A H6AB 108(3) . . ? H8BA O8B H8BB 109(3) . . ? H1BA O1B H1BB 110(4) . . ? H5AA O5A H5AB 107(3) . . ? H4AA O4A H4AB 111(7) . . ? H2AA O2A H2AB 110(3) . . ? H7AA O7A H7AB 112(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N33 Cu1 O42 C41 97.6(3) 2_655 . . . ? N33 Cu1 O42 C41 -82.4(3) 1_455 . . . ? O1A Cu1 O42 C41 10.9(3) . . . . ? C13 C11 C12 C13 -0.6(6) 2_554 . . . ? C21 C11 C12 C13 175.5(3) . . . . ? C13 C11 C12 C41 174.7(3) 2_554 . . . ? C21 C11 C12 C41 -9.2(5) . . . . ? C11 C12 C13 C11 0.6(6) . . . 2_554 ? C41 C12 C13 C11 -174.8(3) . . . 2_554 ? C24 N23 C21 O22 11.5(5) . . . . ? C24 N23 C21 C11 -168.7(3) . . . . ? C13 C11 C21 O22 122.9(4) 2_554 . . . ? C12 C11 C21 O22 -53.1(5) . . . . ? C13 C11 C21 N23 -57.0(5) 2_554 . . . ? C12 C11 C21 N23 127.0(4) . . . . ? C21 N23 C24 C25 89.8(4) . . . . ? N23 C24 C25 C26 -174.2(3) . . . . ? C32 N31 C26 C25 -117.8(4) . . . . ? C35 N31 C26 C25 63.1(5) . . . . ? C24 C25 C26 N31 67.3(4) . . . . ? C34 N33 C32 N31 -0.5(4) . . . . ? Cu1 N33 C32 N31 -176.7(2) 1_655 . . . ? C35 N31 C32 N33 0.1(5) . . . . ? C26 N31 C32 N33 -179.2(3) . . . . ? C32 N33 C34 C35 0.8(4) . . . . ? Cu1 N33 C34 C35 177.0(3) 1_655 . . . ? N33 C34 C35 N31 -0.8(5) . . . . ? C32 N31 C35 C34 0.4(5) . . . . ? C26 N31 C35 C34 179.7(4) . . . . ? Cu1 O42 C41 O43 -4.9(5) . . . . ? Cu1 O42 C41 C12 172.5(2) . . . . ? C13 C12 C41 O43 130.3(4) . . . . ? C11 C12 C41 O43 -45.2(5) . . . . ? C13 C12 C41 O42 -47.3(4) . . . . ? C11 C12 C41 O42 137.2(3) . . . . ? loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -6 4 -1 0.0387 -6.0000 4.0000 -1.0000 0.0807 -0.8522 -0.6092 6 -4 1 0.0010 6.0000 -4.0000 1.0000 -0.0807 0.8522 0.6092 -3 0 6 0.0702 -3.0000 0.0000 6.0000 0.0010 -0.7191 0.5761 3 0 -6 0.0702 3.0000 -0.0000 -6.0000 -0.0010 0.7191 -0.5761 -1 -6 -1 0.0232 -1.0000 -6.0000 -1.0000 1.0442 0.0007 0.1423 1 6 1 0.0152 1.0000 6.0000 1.0000 -1.0442 -0.0007 -0.1423 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N23 H23 O9B 0.88 2.00 2.857(7) 164.5 . N23 H23 O9A 0.88 2.11 2.860(6) 143.4 . O1A H1AA O43 0.832(19) 2.13(3) 2.733(9) 129(3) . O1A H1AB O4A 0.83(2) 2.00(3) 2.795(11) 159(7) 2_655 O8A H8AA O3A 0.815(19) 1.979(19) 2.736(11) 154(4) 1_455 O8A H8AB O43 0.837(19) 2.05(3) 2.858(14) 162(5) . O6A H6AA O22 0.825(19) 1.954(19) 2.771(4) 171(5) . O6A H6AB O2A 0.823(19) 1.95(2) 2.769(5) 176(5) . O8B H8BA O43 0.817(19) 2.05(3) 2.668(12) 132(4) . O8B H8BB O3A 0.819(19) 1.979(19) 2.738(11) 154(4) 1_455 O1B H1BA O43 0.82(2) 2.01(7) 2.764(11) 153(13) . O1B H1BB O5A 0.82(2) 1.87(6) 2.64(3) 157(13) . O5A H5AA O2A 0.83(2) 2.00(3) 2.795(5) 161(7) 1_545 O5A H5AB O7A 0.84(2) 1.89(2) 2.716(6) 171(7) . O4A H4AA O22 0.82(2) 2.09(3) 2.877(4) 160(6) . O4A H4AB O9B 0.82(2) 2.22(5) 2.821(8) 131(6) 2_654 O4A H4AB O7A 0.82(2) 2.49(4) 3.200(8) 146(6) 2_655 O2A H2AA O42 0.818(19) 2.10(3) 2.897(4) 163(6) . O2A H2AA O1A 0.818(19) 2.52(5) 3.000(9) 119(5) 2 O2A H2AB O9B 0.819(19) 1.92(3) 2.676(7) 152(5) 2_554 O2A H2AB O9A 0.819(19) 1.99(2) 2.806(7) 177(5) 2_554 O7A H7AA O8B 0.81(2) 1.93(4) 2.71(3) 160(9) 2_545 O7A H7AA O9B 0.81(2) 2.50(8) 3.022(9) 124(8) 1_556 O7A H7AA O8A 0.81(2) 2.51(4) 3.31(4) 169(9) 2_545 O7A H7AB O6A 0.82(2) 1.95(3) 2.745(5) 162(9) 2_655 #=== END of CIF