# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_publication_text _journal_name_full 'Dalton Trans.' #TrackingRef '- Dias677s.cif' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Rasika Dias' _publ_contact_author_address ;Department of Chemistry and Biochemistry The University of Texas at Arlington 700 Planetarium Place, Room 130 CPB Arlington, Texas 76019-0065, USA ; _publ_contact_author_email dias@uta.edu _publ_contact_author_phone 817-272-3813 _publ_contact_author_fax 817-272-3808 loop_ _publ_author_name 'Maura Pellei' 'Grazia Papini' 'Giancarlo Gioia Lobbia' 'Simone Ricci' 'Muhammed Yousufuddin' 'H. V. Rasika Dias' ; C.Santini ; data_dias677s _database_code_depnum_ccdc_archive 'CCDC 776890' #TrackingRef '- Dias677s.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C9H7BN9NaO6 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H7 B N9 Na O6' _chemical_formula_weight 371.04 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' B B 0.0013 0.0007 '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' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M R3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-y, -x, z+1/2' '-x+y, y, z+1/2' 'x, x-y, z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' '-y+2/3, -x+1/3, z+5/6' '-x+y+2/3, y+1/3, z+5/6' 'x+2/3, x-y+1/3, z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-y+1/3, -x+2/3, z+7/6' '-x+y+1/3, y+2/3, z+7/6' 'x+1/3, x-y+2/3, z+7/6' _cell_length_a 20.3085(9) _cell_length_b 20.3085(9) _cell_length_c 26.3678(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 9418.0(8) _cell_formula_units_Z 24 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9954 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 28.13 _exptl_crystal_description blocks _exptl_crystal_colour yellow _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.570 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4512 _exptl_absorpt_coefficient_mu 0.153 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9598 _exptl_absorpt_correction_T_max 0.9818 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 29892 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0201 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 28.29 _reflns_number_total 5213 _reflns_number_gt 4894 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0603P)^2^+5.2398P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(3) _refine_ls_number_reflns 5213 _refine_ls_number_parameters 319 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0438 _refine_ls_R_factor_gt 0.0410 _refine_ls_wR_factor_ref 0.1014 _refine_ls_wR_factor_gt 0.0987 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Na1 Na 0.0000 1.0000 1.06547(5) 0.0278(2) Uani 1 3 d S . . Na2 Na -0.12843(4) 0.80563(4) 0.87825(3) 0.03297(17) Uani 1 1 d . . . O1 O -0.07876(10) 0.89904(9) 1.12764(5) 0.0393(3) Uani 1 1 d . . . O2 O -0.10491(13) 0.78998(10) 1.15774(7) 0.0570(5) Uani 1 1 d . . . O3 O 0.37432(9) 1.11727(10) 0.99223(7) 0.0487(4) Uani 1 1 d . . . O4 O 0.31315(9) 1.12609(9) 0.92773(6) 0.0449(4) Uani 1 1 d . . . O5 O -0.09655(8) 0.74321(9) 0.80957(6) 0.0383(3) Uani 1 1 d . . . O6 O -0.01499(9) 0.71413(9) 0.77939(6) 0.0402(3) Uani 1 1 d . . . O7 O -0.25045(9) 0.75074(9) 0.83287(7) 0.0482(4) Uani 1 1 d . . . O8 O -0.31867(10) 0.77170(13) 0.77877(7) 0.0613(5) Uani 1 1 d . . . N1 N -0.00017(9) 0.84493(9) 1.00658(6) 0.0251(3) Uani 1 1 d . . . N2 N -0.02129(8) 0.87581(9) 1.04380(6) 0.0261(3) Uani 1 1 d . . . N3 N -0.08147(11) 0.83765(10) 1.12422(6) 0.0362(4) Uani 1 1 d . . . N4 N 0.13148(8) 0.94625(8) 0.98543(5) 0.0253(3) Uani 1 1 d . . . N5 N 0.18445(9) 1.00580(9) 0.95846(6) 0.0282(3) Uani 1 1 d . . . N6 N 0.31607(10) 1.09625(10) 0.96777(7) 0.0368(4) Uani 1 1 d . . . N7 N 0.05301(8) 0.84983(9) 0.91935(5) 0.0256(3) Uani 1 1 d . . . N8 N -0.00432(8) 0.82009(9) 0.88549(6) 0.0261(3) Uani 1 1 d . . . N9 N -0.03561(10) 0.74385(9) 0.81129(6) 0.0320(3) Uani 1 1 d . . . N10 N -0.08212(9) 0.95447(10) 0.79263(6) 0.0303(3) Uani 1 1 d . . . N11 N -0.13095(9) 0.88798(10) 0.81443(6) 0.0317(3) Uani 1 1 d . . . N12 N -0.25828(11) 0.78967(11) 0.80044(7) 0.0436(4) Uani 1 1 d . . . B1 B 0.05007(11) 0.89856(11) 0.96351(7) 0.0248(4) Uani 1 1 d . . . B2 B 0.0000 1.0000 0.81390(13) 0.0276(6) Uani 1 3 d S . . C1 C -0.05415(11) 0.82097(11) 1.07790(7) 0.0300(4) Uani 1 1 d . . . C2 C -0.05580(12) 0.75372(11) 1.06442(8) 0.0356(4) Uani 1 1 d . . . H2 H -0.0764 0.7072 1.0826 0.043 Uiso 1 1 calc R . . C3 C -0.01969(11) 0.77218(11) 1.01781(8) 0.0319(4) Uani 1 1 d . . . H3 H -0.0102 0.7395 0.9972 0.038 Uiso 1 1 calc R . . C4 C 0.24686(11) 1.03215(11) 0.98669(8) 0.0309(4) Uani 1 1 d . . . C5 C 0.23674(12) 0.99261(11) 1.03148(7) 0.0332(4) Uani 1 1 d . . . H5 H 0.2728 1.0015 1.0573 0.040 Uiso 1 1 calc R . . C6 C 0.16110(11) 0.93709(11) 1.02918(7) 0.0291(4) Uani 1 1 d . . . H6 H 0.1343 0.8990 1.0540 0.035 Uiso 1 1 calc R . . C7 C 0.01459(11) 0.78208(11) 0.85351(7) 0.0288(4) Uani 1 1 d . . . C8 C 0.08327(12) 0.78528(12) 0.86491(7) 0.0356(4) Uani 1 1 d . . . H8 H 0.1079 0.7625 0.8476 0.043 Uiso 1 1 calc R . . C9 C 0.10602(11) 0.83005(12) 0.90776(7) 0.0337(4) Uani 1 1 d . . . H9 H 0.1515 0.8447 0.9262 0.040 Uiso 1 1 calc R . . C10 C -0.19332(12) 0.86194(13) 0.78657(8) 0.0372(4) Uani 1 1 d . . . C11 C -0.18736(14) 0.90957(15) 0.74669(8) 0.0446(5) Uani 1 1 d . . . H11 H -0.2245 0.9027 0.7221 0.054 Uiso 1 1 calc R . . C12 C -0.11422(13) 0.96911(14) 0.75185(8) 0.0396(4) Uani 1 1 d . . . H12 H -0.0902 1.0128 0.7307 0.048 Uiso 1 1 calc R . . H2A H 0.0000 1.0000 0.8513(15) 0.029(10) Uiso 1 3 d S . . H1A H 0.0260(13) 0.9320(13) 0.9494(8) 0.028(5) Uiso 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 Na1 0.0278(4) 0.0278(4) 0.0278(6) 0.000 0.000 0.01389(18) Na2 0.0314(4) 0.0349(4) 0.0330(4) -0.0029(3) 0.0026(3) 0.0168(3) O1 0.0521(9) 0.0356(7) 0.0311(7) 0.0026(6) 0.0118(6) 0.0226(7) O2 0.0861(14) 0.0430(9) 0.0412(8) 0.0169(7) 0.0308(9) 0.0318(9) O3 0.0319(8) 0.0494(9) 0.0455(9) -0.0055(7) -0.0049(6) 0.0058(7) O4 0.0366(8) 0.0390(8) 0.0484(9) 0.0126(7) 0.0062(7) 0.0110(6) O5 0.0350(7) 0.0420(8) 0.0383(7) -0.0130(6) -0.0054(6) 0.0195(6) O6 0.0465(8) 0.0430(8) 0.0332(7) -0.0108(6) 0.0013(6) 0.0240(7) O7 0.0376(8) 0.0410(8) 0.0531(10) -0.0052(8) -0.0016(7) 0.0100(7) O8 0.0356(9) 0.0745(13) 0.0493(10) -0.0098(9) -0.0122(8) 0.0091(9) N1 0.0282(7) 0.0261(7) 0.0231(7) -0.0005(5) 0.0006(5) 0.0151(6) N2 0.0279(7) 0.0288(7) 0.0224(6) 0.0000(6) 0.0021(5) 0.0148(6) N3 0.0425(9) 0.0327(8) 0.0303(8) 0.0041(6) 0.0081(7) 0.0165(7) N4 0.0283(7) 0.0232(7) 0.0240(7) 0.0015(5) 0.0022(5) 0.0126(6) N5 0.0290(8) 0.0261(7) 0.0278(7) 0.0033(6) 0.0045(6) 0.0125(6) N6 0.0320(8) 0.0330(8) 0.0373(9) -0.0001(7) 0.0020(7) 0.0102(7) N7 0.0286(7) 0.0290(7) 0.0208(7) -0.0008(5) -0.0002(5) 0.0155(6) N8 0.0260(7) 0.0267(7) 0.0239(7) -0.0008(5) 0.0002(5) 0.0119(6) N9 0.0349(9) 0.0303(8) 0.0277(8) -0.0051(6) 0.0002(6) 0.0140(7) N10 0.0329(8) 0.0350(8) 0.0240(7) -0.0016(6) -0.0009(6) 0.0177(7) N11 0.0305(8) 0.0340(8) 0.0280(7) -0.0053(6) 0.0004(6) 0.0143(7) N12 0.0379(10) 0.0477(11) 0.0339(9) -0.0101(8) -0.0038(7) 0.0128(8) B1 0.0280(9) 0.0279(9) 0.0202(8) -0.0011(7) 0.0007(7) 0.0153(8) B2 0.0307(10) 0.0307(10) 0.0216(15) 0.000 0.000 0.0153(5) C1 0.0326(9) 0.0284(9) 0.0277(9) 0.0026(7) 0.0036(7) 0.0141(7) C2 0.0411(11) 0.0278(9) 0.0348(10) 0.0059(7) 0.0084(8) 0.0150(8) C3 0.0348(9) 0.0251(8) 0.0334(9) 0.0007(7) 0.0030(7) 0.0132(8) C4 0.0293(9) 0.0262(8) 0.0338(9) -0.0004(7) 0.0023(7) 0.0113(7) C5 0.0333(10) 0.0322(9) 0.0311(10) -0.0042(7) -0.0048(7) 0.0140(8) C6 0.0331(9) 0.0283(8) 0.0251(8) -0.0002(7) -0.0029(7) 0.0145(7) C7 0.0324(9) 0.0306(8) 0.0238(8) -0.0022(7) 0.0006(7) 0.0159(7) C8 0.0390(10) 0.0470(11) 0.0292(9) -0.0059(8) -0.0006(8) 0.0278(9) C9 0.0336(9) 0.0457(11) 0.0301(9) -0.0041(8) -0.0010(7) 0.0262(9) C10 0.0353(10) 0.0434(11) 0.0310(9) -0.0095(8) -0.0032(7) 0.0182(9) C11 0.0454(12) 0.0573(14) 0.0289(9) -0.0065(9) -0.0106(9) 0.0241(11) C12 0.0452(12) 0.0512(12) 0.0245(9) -0.0014(8) -0.0055(8) 0.0256(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 Na1 N2 2.4050(16) 2_675 ? Na1 N2 2.4050(16) 3_465 ? Na1 N2 2.4050(16) . ? Na1 O1 2.4840(17) . ? Na1 O1 2.4840(17) 2_675 ? Na1 O1 2.4840(17) 3_465 ? Na2 N11 2.3910(19) . ? Na2 N8 2.3949(17) . ? Na2 N5 2.3999(17) 3_465 ? Na2 O7 2.4601(19) . ? Na2 O4 2.4631(18) 3_465 ? Na2 O5 2.4751(16) . ? O1 N3 1.224(2) . ? O2 N3 1.218(2) . ? O3 N6 1.222(2) . ? O4 N6 1.233(2) . ? O4 Na2 2.4630(18) 2_675 ? O5 N9 1.232(2) . ? O6 N9 1.225(2) . ? O7 N12 1.228(3) . ? O8 N12 1.232(3) . ? N1 N2 1.345(2) . ? N1 C3 1.357(2) . ? N1 B1 1.551(2) . ? N2 C1 1.323(2) . ? N3 C1 1.450(2) . ? N4 N5 1.351(2) . ? N4 C6 1.356(2) . ? N4 B1 1.551(2) . ? N5 C4 1.330(3) . ? N5 Na2 2.3998(17) 2_675 ? N6 C4 1.446(2) . ? N7 N8 1.347(2) . ? N7 C9 1.359(2) . ? N7 B1 1.548(2) . ? N8 C7 1.323(2) . ? N9 C7 1.446(2) . ? N10 N11 1.341(2) . ? N10 C12 1.365(3) . ? N10 B2 1.552(2) . ? N11 C10 1.324(3) . ? N12 C10 1.446(3) . ? B2 N10 1.552(2) 3_465 ? B2 N10 1.552(2) 2_675 ? C1 C2 1.395(3) . ? C2 C3 1.383(3) . ? C4 C5 1.385(3) . ? C5 C6 1.379(3) . ? C7 C8 1.396(3) . ? C8 C9 1.377(3) . ? C10 C11 1.392(3) . ? C11 C12 1.375(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Na1 N2 114.54(4) 2_675 3_465 ? N2 Na1 N2 114.54(4) 2_675 . ? N2 Na1 N2 114.54(4) 3_465 . ? N2 Na1 O1 146.79(7) 2_675 . ? N2 Na1 O1 92.66(6) 3_465 . ? N2 Na1 O1 65.62(5) . . ? N2 Na1 O1 65.62(5) 2_675 2_675 ? N2 Na1 O1 146.79(7) 3_465 2_675 ? N2 Na1 O1 92.66(5) . 2_675 ? O1 Na1 O1 81.18(6) . 2_675 ? N2 Na1 O1 92.66(6) 2_675 3_465 ? N2 Na1 O1 65.62(5) 3_465 3_465 ? N2 Na1 O1 146.79(7) . 3_465 ? O1 Na1 O1 81.18(6) . 3_465 ? O1 Na1 O1 81.18(6) 2_675 3_465 ? N11 Na2 N8 111.08(6) . . ? N11 Na2 N5 113.76(6) . 3_465 ? N8 Na2 N5 112.63(6) . 3_465 ? N11 Na2 O7 66.78(6) . . ? N8 Na2 O7 148.68(6) . . ? N5 Na2 O7 95.31(6) 3_465 . ? N11 Na2 O4 152.74(7) . 3_465 ? N8 Na2 O4 92.38(6) . 3_465 ? N5 Na2 O4 66.28(6) 3_465 3_465 ? O7 Na2 O4 85.97(6) . 3_465 ? N11 Na2 O5 86.90(6) . . ? N8 Na2 O5 65.94(5) . . ? N5 Na2 O5 156.74(6) 3_465 . ? O7 Na2 O5 82.78(6) . . ? O4 Na2 O5 90.46(6) 3_465 . ? N3 O1 Na1 118.34(12) . . ? N6 O4 Na2 119.04(12) . 2_675 ? N9 O5 Na2 119.10(11) . . ? N12 O7 Na2 118.18(13) . . ? N2 N1 C3 111.14(15) . . ? N2 N1 B1 117.26(14) . . ? C3 N1 B1 130.97(15) . . ? C1 N2 N1 104.33(15) . . ? C1 N2 Na1 118.16(12) . . ? N1 N2 Na1 136.90(12) . . ? O2 N3 O1 123.84(18) . . ? O2 N3 C1 117.94(17) . . ? O1 N3 C1 118.21(16) . . ? N5 N4 C6 111.18(15) . . ? N5 N4 B1 119.09(14) . . ? C6 N4 B1 129.71(15) . . ? C4 N5 N4 103.75(15) . . ? C4 N5 Na2 117.90(13) . 2_675 ? N4 N5 Na2 138.26(12) . 2_675 ? O3 N6 O4 123.80(18) . . ? O3 N6 C4 117.91(17) . . ? O4 N6 C4 118.29(17) . . ? N8 N7 C9 110.70(14) . . ? N8 N7 B1 118.95(14) . . ? C9 N7 B1 130.35(15) . . ? C7 N8 N7 104.24(14) . . ? C7 N8 Na2 118.18(12) . . ? N7 N8 Na2 136.78(11) . . ? O6 N9 O5 123.97(17) . . ? O6 N9 C7 118.06(17) . . ? O5 N9 C7 117.97(15) . . ? N11 N10 C12 111.33(17) . . ? N11 N10 B2 118.58(16) . . ? C12 N10 B2 130.00(19) . . ? C10 N11 N10 104.03(17) . . ? C10 N11 Na2 117.50(14) . . ? N10 N11 Na2 137.94(12) . . ? O7 N12 O8 124.2(2) . . ? O7 N12 C10 118.92(18) . . ? O8 N12 C10 116.8(2) . . ? N7 B1 N4 108.05(14) . . ? N7 B1 N1 108.89(14) . . ? N4 B1 N1 106.69(14) . . ? N10 B2 N10 107.70(14) . 3_465 ? N10 B2 N10 107.70(14) . 2_675 ? N10 B2 N10 107.70(14) 3_465 2_675 ? N2 C1 C2 113.96(17) . . ? N2 C1 N3 117.81(16) . . ? C2 C1 N3 128.21(17) . . ? C3 C2 C1 102.18(17) . . ? N1 C3 C2 108.39(18) . . ? N5 C4 C5 114.13(17) . . ? N5 C4 N6 118.11(17) . . ? C5 C4 N6 127.75(18) . . ? C6 C5 C4 102.60(17) . . ? N4 C6 C5 108.32(17) . . ? N8 C7 C8 114.22(16) . . ? N8 C7 N9 118.13(16) . . ? C8 C7 N9 127.64(17) . . ? C9 C8 C7 101.82(16) . . ? N7 C9 C8 109.02(17) . . ? N11 C10 C11 114.1(2) . . ? N11 C10 N12 118.03(19) . . ? C11 C10 N12 127.9(2) . . ? C12 C11 C10 102.51(19) . . ? N10 C12 C11 108.1(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.340 _refine_diff_density_min -0.193 _refine_diff_density_rms 0.065 # Attachment '- dias519s.cif' data_dias519s _database_code_depnum_ccdc_archive 'CCDC 776891' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C39H35BCuN3O2P2 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H35 B Cu N3 O2 P2' _chemical_formula_weight 713.99 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' B B 0.0013 0.0007 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.0289(5) _cell_length_b 17.4923(9) _cell_length_c 20.6223(10) _cell_angle_alpha 90.00 _cell_angle_beta 103.598(1) _cell_angle_gamma 90.00 _cell_volume 3516.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9700 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 28.27 _exptl_crystal_description blocks _exptl_crystal_colour orange _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.349 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1480 _exptl_absorpt_coefficient_mu 0.751 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8230 _exptl_absorpt_correction_T_max 0.9193 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28259 _diffrn_reflns_av_R_equivalents 0.0227 _diffrn_reflns_av_sigmaI/netI 0.0192 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6900 _reflns_number_gt 6094 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. 3-NO2-Pyrazolyl moiety is disordered over two positions, related by 180 deg rotation above the Cu-N bond. All the atoms of the disordered pyrazolyl group were refined isotropically. ; _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^)+(0.0509P)^2^+3.0046P] 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 6900 _refine_ls_number_parameters 425 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.1004 _refine_ls_wR_factor_gt 0.0967 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.46094(3) 0.204895(14) 0.125251(12) 0.02626(9) Uani 1 1 d . . . P2 P 0.30972(5) 0.29966(3) 0.12768(3) 0.02242(12) Uani 1 1 d . A . P1 P 0.64268(5) 0.19024(3) 0.21185(3) 0.02331(12) Uani 1 1 d . A . C4 C 0.7927(2) 0.14247(11) 0.19476(11) 0.0275(4) Uani 1 1 d . . . C5 C 0.8006(2) 0.13583(13) 0.12847(12) 0.0365(5) Uani 1 1 d . A . H5 H 0.7259 0.1523 0.0938 0.044 Uiso 1 1 calc R . . C6 C 0.9170(3) 0.10521(15) 0.11256(15) 0.0464(6) Uani 1 1 d . . . H6 H 0.9220 0.1010 0.0673 0.056 Uiso 1 1 calc R A . C7 C 1.0252(3) 0.08102(14) 0.16285(16) 0.0474(7) Uani 1 1 d . A . H7 H 1.1054 0.0610 0.1521 0.057 Uiso 1 1 calc R . . C8 C 1.0176(2) 0.08577(13) 0.22874(15) 0.0430(6) Uani 1 1 d . . . H8 H 1.0917 0.0679 0.2630 0.052 Uiso 1 1 calc R A . C9 C 0.9019(2) 0.11656(12) 0.24519(13) 0.0339(5) Uani 1 1 d . A . H9 H 0.8973 0.1200 0.2906 0.041 Uiso 1 1 calc R . . C10 C 0.7099(2) 0.28396(11) 0.24201(10) 0.0256(4) Uani 1 1 d . . . C11 C 0.8244(2) 0.31446(12) 0.22446(11) 0.0294(5) Uani 1 1 d . A . H11 H 0.8777 0.2836 0.2022 0.035 Uiso 1 1 calc R . . C12 C 0.8612(2) 0.39057(13) 0.23953(12) 0.0343(5) Uani 1 1 d . . . H12 H 0.9400 0.4113 0.2279 0.041 Uiso 1 1 calc R A . C13 C 0.7834(2) 0.43567(13) 0.27121(12) 0.0361(5) Uani 1 1 d . A . H13 H 0.8073 0.4878 0.2804 0.043 Uiso 1 1 calc R . . C14 C 0.6702(2) 0.40508(13) 0.28968(11) 0.0333(5) Uani 1 1 d . . . H14 H 0.6176 0.4361 0.3122 0.040 Uiso 1 1 calc R A . C15 C 0.6336(2) 0.32946(12) 0.27538(11) 0.0290(4) Uani 1 1 d . A . H15 H 0.5563 0.3086 0.2884 0.035 Uiso 1 1 calc R . . C16 C 0.6105(2) 0.14327(11) 0.28582(10) 0.0256(4) Uani 1 1 d . . . C17 C 0.6926(2) 0.15564(12) 0.34993(11) 0.0305(5) Uani 1 1 d . A . H17 H 0.7661 0.1912 0.3564 0.037 Uiso 1 1 calc R . . C18 C 0.6670(3) 0.11621(13) 0.40397(11) 0.0357(5) Uani 1 1 d . . . H18 H 0.7240 0.1242 0.4472 0.043 Uiso 1 1 calc R A . C19 C 0.5588(3) 0.06537(14) 0.39524(12) 0.0390(5) Uani 1 1 d . A . H19 H 0.5415 0.0386 0.4325 0.047 Uiso 1 1 calc R . . C20 C 0.4760(3) 0.05336(14) 0.33253(12) 0.0389(5) Uani 1 1 d . . . H20 H 0.4012 0.0187 0.3267 0.047 Uiso 1 1 calc R A . C21 C 0.5018(2) 0.09210(13) 0.27774(11) 0.0310(5) Uani 1 1 d . A . H21 H 0.4448 0.0835 0.2346 0.037 Uiso 1 1 calc R . . C22 C 0.1373(2) 0.28734(11) 0.07460(10) 0.0257(4) Uani 1 1 d . . . C23 C 0.1216(2) 0.24466(13) 0.01656(11) 0.0315(5) Uani 1 1 d . A . H23 H 0.1989 0.2204 0.0063 0.038 Uiso 1 1 calc R . . C24 C -0.0075(2) 0.23723(15) -0.02680(12) 0.0382(5) Uani 1 1 d . . . H24 H -0.0179 0.2086 -0.0668 0.046 Uiso 1 1 calc R A . C25 C -0.1201(2) 0.27154(15) -0.01142(12) 0.0379(5) Uani 1 1 d . A . H25 H -0.2079 0.2668 -0.0410 0.046 Uiso 1 1 calc R . . C26 C -0.1054(2) 0.31291(14) 0.04709(12) 0.0341(5) Uani 1 1 d . . . H26 H -0.1835 0.3358 0.0578 0.041 Uiso 1 1 calc R A . C27 C 0.0224(2) 0.32112(13) 0.09011(11) 0.0298(5) Uani 1 1 d . A . H27 H 0.0320 0.3497 0.1301 0.036 Uiso 1 1 calc R . . C28 C 0.3633(2) 0.39373(11) 0.10457(10) 0.0251(4) Uani 1 1 d . . . C29 C 0.2708(2) 0.45154(12) 0.07872(10) 0.0301(5) Uani 1 1 d . A . H29 H 0.1750 0.4421 0.0705 0.036 Uiso 1 1 calc R . . C30 C 0.3175(3) 0.52302(13) 0.06478(11) 0.0368(5) Uani 1 1 d . . . H30 H 0.2536 0.5623 0.0475 0.044 Uiso 1 1 calc R A . C31 C 0.4567(3) 0.53718(13) 0.07604(12) 0.0402(6) Uani 1 1 d . A . H31 H 0.4884 0.5861 0.0664 0.048 Uiso 1 1 calc R . . C32 C 0.5496(3) 0.47999(14) 0.10135(11) 0.0382(5) Uani 1 1 d . . . H32 H 0.6453 0.4896 0.1091 0.046 Uiso 1 1 calc R A . C33 C 0.5028(2) 0.40841(13) 0.11548(10) 0.0307(5) Uani 1 1 d . A . H33 H 0.5670 0.3692 0.1327 0.037 Uiso 1 1 calc R . . C34 C 0.2741(2) 0.31578(12) 0.20951(10) 0.0239(4) Uani 1 1 d . . . C35 C 0.2865(2) 0.38643(12) 0.24103(10) 0.0284(4) Uani 1 1 d . A . H35 H 0.3155 0.4296 0.2200 0.034 Uiso 1 1 calc R . . C36 C 0.2566(2) 0.39450(13) 0.30306(11) 0.0328(5) Uani 1 1 d . . . H36 H 0.2651 0.4431 0.3242 0.039 Uiso 1 1 calc R A . C37 C 0.2144(2) 0.33201(14) 0.33416(11) 0.0332(5) Uani 1 1 d . A . H37 H 0.1933 0.3377 0.3765 0.040 Uiso 1 1 calc R . . C38 C 0.2030(2) 0.26127(14) 0.30344(11) 0.0366(5) Uani 1 1 d . . . H38 H 0.1742 0.2182 0.3247 0.044 Uiso 1 1 calc R A . C39 C 0.2335(2) 0.25301(13) 0.24195(11) 0.0324(5) Uani 1 1 d . A . H39 H 0.2266 0.2041 0.2215 0.039 Uiso 1 1 calc R . . B1 B 0.5089(7) 0.2605(4) -0.0167(3) 0.0367(17) Uiso 0.576(3) 1 d PD A 1 H10A H 0.5253 0.2739 -0.0603 0.055 Uiso 0.576(3) 1 calc PR A 1 H10B H 0.5943 0.2662 0.0177 0.055 Uiso 0.576(3) 1 calc PR A 1 H10C H 0.4388 0.2944 -0.0066 0.055 Uiso 0.576(3) 1 calc PR A 1 C1 C 0.3735(6) 0.0780(4) 0.0205(3) 0.0303(18) Uiso 0.576(3) 1 d PD A 1 C2 C 0.3636(6) 0.0653(4) -0.0476(3) 0.0364(17) Uiso 0.576(3) 1 d PD A 1 H2 H 0.3226 0.0230 -0.0736 0.044 Uiso 0.576(3) 1 calc PR A 1 C3 C 0.4285(10) 0.1297(5) -0.0695(5) 0.057(3) Uiso 0.576(3) 1 d PD A 1 H3 H 0.4462 0.1382 -0.1122 0.068 Uiso 0.576(3) 1 calc PR A 1 N1 N 0.4574(6) 0.1737(3) -0.0181(3) 0.0194(17) Uiso 0.576(3) 1 d PD A 1 N2 N 0.4295(5) 0.1450(3) 0.0375(2) 0.0243(13) Uiso 0.576(3) 1 d PD A 1 N3 N 0.3266(4) 0.0315(2) 0.0646(2) 0.0440(11) Uiso 0.576(3) 1 d PD A 1 O1 O 0.3381(4) 0.0577(2) 0.1213(2) 0.0527(10) Uiso 0.576(3) 1 d PD A 1 O2 O 0.2770(4) -0.0321(2) 0.04629(18) 0.0588(10) Uiso 0.576(3) 1 d PD A 1 N3A N 0.5238(6) 0.2486(3) -0.0276(3) 0.0312(17) Uiso 0.424(3) 1 d PD A 2 N1A N 0.3863(9) 0.0895(5) 0.0288(4) 0.046(3) Uiso 0.424(3) 1 d PD A 2 C3A C 0.3689(12) 0.0617(7) -0.0327(6) 0.060(4) Uiso 0.424(3) 1 d PD A 2 H3A H 0.3346 0.0129 -0.0487 0.073 Uiso 0.424(3) 1 calc PR A 2 C2A C 0.4135(8) 0.1220(4) -0.0690(4) 0.019(2) Uiso 0.424(3) 1 d PD A 2 H2A H 0.4079 0.1237 -0.1156 0.023 Uiso 0.424(3) 1 calc PR A 2 C1A C 0.4699(13) 0.1811(6) -0.0196(6) 0.042(4) Uiso 0.424(3) 1 d PD A 2 N2A N 0.4487(7) 0.1580(4) 0.0392(3) 0.033(2) Uiso 0.424(3) 1 d PD A 2 B1A B 0.3399(9) 0.0484(6) 0.0913(6) 0.052(2) Uiso 0.424(3) 1 d PD A 2 H20A H 0.2966 -0.0008 0.0767 0.077 Uiso 0.424(3) 1 calc PR A 2 H20B H 0.2746 0.0814 0.1067 0.077 Uiso 0.424(3) 1 calc PR A 2 H20C H 0.4209 0.0402 0.1278 0.077 Uiso 0.424(3) 1 calc PR A 2 O2A O 0.5302(4) 0.2686(2) -0.08438(19) 0.0399(11) Uiso 0.424(3) 1 d PD A 2 O1A O 0.5650(4) 0.2882(2) 0.0239(2) 0.0402(11) Uiso 0.424(3) 1 d PD 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 Cu 0.02556(15) 0.02236(14) 0.02853(15) -0.00179(10) 0.00166(10) 0.00122(9) P2 0.0220(3) 0.0191(2) 0.0244(3) 0.00084(19) 0.0020(2) -0.00052(19) P1 0.0224(3) 0.0191(2) 0.0275(3) 0.00050(19) 0.0039(2) 0.00178(19) C4 0.0254(10) 0.0167(9) 0.0412(12) 0.0012(8) 0.0097(9) 0.0000(8) C5 0.0375(13) 0.0306(12) 0.0450(13) 0.0035(10) 0.0170(10) 0.0051(10) C6 0.0503(15) 0.0380(14) 0.0610(17) 0.0048(12) 0.0330(13) 0.0059(12) C7 0.0379(14) 0.0255(12) 0.088(2) 0.0009(12) 0.0334(14) 0.0029(10) C8 0.0269(12) 0.0233(11) 0.0757(19) 0.0016(11) 0.0055(12) 0.0019(9) C9 0.0295(11) 0.0230(10) 0.0479(13) -0.0008(9) 0.0063(10) 0.0015(9) C10 0.0251(10) 0.0195(9) 0.0286(10) 0.0028(8) -0.0007(8) 0.0029(8) C11 0.0292(11) 0.0222(10) 0.0354(12) 0.0018(9) 0.0048(9) 0.0017(8) C12 0.0328(12) 0.0254(11) 0.0417(13) 0.0040(9) 0.0027(10) -0.0043(9) C13 0.0415(13) 0.0202(10) 0.0409(13) -0.0001(9) -0.0021(10) 0.0000(9) C14 0.0334(12) 0.0265(11) 0.0356(12) -0.0034(9) -0.0010(9) 0.0072(9) C15 0.0256(10) 0.0259(10) 0.0323(11) 0.0000(9) 0.0008(8) 0.0051(8) C16 0.0274(10) 0.0205(9) 0.0290(10) 0.0010(8) 0.0066(8) 0.0047(8) C17 0.0301(11) 0.0269(11) 0.0326(11) -0.0013(9) 0.0037(9) 0.0030(9) C18 0.0424(13) 0.0349(12) 0.0290(11) -0.0003(9) 0.0069(10) 0.0087(10) C19 0.0502(14) 0.0359(13) 0.0355(12) 0.0058(10) 0.0191(11) 0.0036(11) C20 0.0419(13) 0.0351(13) 0.0432(13) 0.0017(10) 0.0166(11) -0.0055(10) C21 0.0304(11) 0.0296(11) 0.0333(11) -0.0011(9) 0.0085(9) -0.0006(9) C22 0.0238(10) 0.0214(10) 0.0291(10) 0.0033(8) 0.0007(8) -0.0019(8) C23 0.0278(11) 0.0319(11) 0.0327(11) -0.0023(9) 0.0026(9) -0.0011(9) C24 0.0347(12) 0.0432(14) 0.0319(12) -0.0069(10) -0.0014(9) -0.0034(10) C25 0.0276(11) 0.0454(14) 0.0349(12) 0.0007(10) -0.0047(9) -0.0022(10) C26 0.0253(11) 0.0382(12) 0.0358(12) 0.0027(10) 0.0012(9) 0.0024(9) C27 0.0280(11) 0.0291(11) 0.0302(11) 0.0012(9) 0.0025(9) 0.0001(9) C28 0.0321(11) 0.0221(10) 0.0206(9) -0.0010(8) 0.0050(8) -0.0015(8) C29 0.0354(12) 0.0250(10) 0.0289(11) 0.0012(8) 0.0055(9) 0.0006(9) C30 0.0530(15) 0.0251(11) 0.0307(11) 0.0048(9) 0.0066(10) 0.0036(10) C31 0.0610(16) 0.0272(11) 0.0320(12) 0.0040(9) 0.0101(11) -0.0126(11) C32 0.0411(13) 0.0394(13) 0.0325(12) 0.0037(10) 0.0056(10) -0.0141(11) C33 0.0334(11) 0.0295(11) 0.0274(10) 0.0039(9) 0.0036(9) -0.0023(9) C34 0.0191(9) 0.0254(10) 0.0250(10) 0.0017(8) 0.0008(8) 0.0008(8) C35 0.0287(11) 0.0250(10) 0.0313(11) 0.0019(8) 0.0064(9) 0.0000(8) C36 0.0355(12) 0.0297(11) 0.0327(11) -0.0049(9) 0.0069(9) 0.0013(9) C37 0.0299(11) 0.0428(13) 0.0267(11) 0.0018(9) 0.0059(9) 0.0011(10) C38 0.0413(13) 0.0353(12) 0.0328(12) 0.0071(10) 0.0078(10) -0.0067(10) C39 0.0378(12) 0.0264(11) 0.0317(11) 0.0005(9) 0.0057(9) -0.0066(9) _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 Cu N2A 1.932(7) . ? Cu N2 2.051(5) . ? Cu P1 2.2464(6) . ? Cu P2 2.2552(6) . ? P2 C34 1.827(2) . ? P2 C28 1.828(2) . ? P2 C22 1.829(2) . ? P1 C10 1.825(2) . ? P1 C4 1.827(2) . ? P1 C16 1.827(2) . ? C4 C5 1.393(3) . ? C4 C9 1.397(3) . ? C5 C6 1.392(3) . ? C5 H5 0.9500 . ? C6 C7 1.379(4) . ? C6 H6 0.9500 . ? C7 C8 1.381(4) . ? C7 H7 0.9500 . ? C8 C9 1.391(3) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 C11 1.390(3) . ? C10 C15 1.393(3) . ? C11 C12 1.397(3) . ? C11 H11 0.9500 . ? C12 C13 1.378(3) . ? C12 H12 0.9500 . ? C13 C14 1.387(3) . ? C13 H13 0.9500 . ? C14 C15 1.386(3) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C21 1.390(3) . ? C16 C17 1.400(3) . ? C17 C18 1.385(3) . ? C17 H17 0.9500 . ? C18 C19 1.381(4) . ? C18 H18 0.9500 . ? C19 C20 1.379(4) . ? C19 H19 0.9500 . ? C20 C21 1.393(3) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C23 1.388(3) . ? C22 C27 1.397(3) . ? C23 C24 1.396(3) . ? C23 H23 0.9500 . ? C24 C25 1.380(3) . ? C24 H24 0.9500 . ? C25 C26 1.385(3) . ? C25 H25 0.9500 . ? C26 C27 1.385(3) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C33 1.388(3) . ? C28 C29 1.391(3) . ? C29 C30 1.389(3) . ? C29 H29 0.9500 . ? C30 C31 1.383(4) . ? C30 H30 0.9500 . ? C31 C32 1.383(4) . ? C31 H31 0.9500 . ? C32 C33 1.392(3) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 C35 1.388(3) . ? C34 C39 1.396(3) . ? C35 C36 1.388(3) . ? C35 H35 0.9500 . ? C36 C37 1.383(3) . ? C36 H36 0.9500 . ? C37 C38 1.383(3) . ? C37 H37 0.9500 . ? C38 C39 1.380(3) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? B1 N1 1.601(8) . ? B1 H10A 0.9800 . ? B1 H10B 0.9800 . ? B1 H10C 0.9800 . ? C1 N2 1.311(9) . ? C1 N3 1.384(7) . ? C1 C2 1.401(9) . ? C2 C3 1.426(9) . ? C2 H2 0.9500 . ? C3 N1 1.286(11) . ? C3 H3 0.9500 . ? N1 N2 1.340(7) . ? N3 O1 1.236(5) . ? N3 O2 1.240(5) . ? N3A O2A 1.239(6) . ? N3A O1A 1.255(7) . ? N3A C1A 1.324(11) . ? N1A C3A 1.330(14) . ? N1A N2A 1.346(10) . ? N1A B1A 1.636(12) . ? C3A C2A 1.425(11) . ? C3A H3A 0.9500 . ? C2A C1A 1.467(13) . ? C2A H2A 0.9500 . ? C1A N2A 1.343(14) . ? B1A H20A 0.9800 . ? B1A H20B 0.9800 . ? B1A H20C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2A Cu N2 7.8(3) . . ? N2A Cu P1 123.1(2) . . ? N2 Cu P1 124.82(13) . . ? N2A Cu P2 115.8(2) . . ? N2 Cu P2 115.50(13) . . ? P1 Cu P2 119.37(2) . . ? C34 P2 C28 103.59(9) . . ? C34 P2 C22 102.04(10) . . ? C28 P2 C22 104.14(9) . . ? C34 P2 Cu 114.35(7) . . ? C28 P2 Cu 114.55(7) . . ? C22 P2 Cu 116.50(7) . . ? C10 P1 C4 102.81(9) . . ? C10 P1 C16 104.06(10) . . ? C4 P1 C16 105.69(9) . . ? C10 P1 Cu 109.51(7) . . ? C4 P1 Cu 116.75(7) . . ? C16 P1 Cu 116.47(7) . . ? C5 C4 C9 119.2(2) . . ? C5 C4 P1 117.83(17) . . ? C9 C4 P1 122.83(17) . . ? C6 C5 C4 120.5(2) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C7 C6 C5 119.7(3) . . ? C7 C6 H6 120.1 . . ? C5 C6 H6 120.1 . . ? C6 C7 C8 120.4(2) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C7 C8 C9 120.3(2) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C8 C9 C4 119.8(2) . . ? C8 C9 H9 120.1 . . ? C4 C9 H9 120.1 . . ? C11 C10 C15 119.54(19) . . ? C11 C10 P1 121.17(16) . . ? C15 C10 P1 118.69(16) . . ? C10 C11 C12 120.0(2) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C13 C12 C11 120.1(2) . . ? C13 C12 H12 119.9 . . ? C11 C12 H12 119.9 . . ? C12 C13 C14 120.1(2) . . ? C12 C13 H13 120.0 . . ? C14 C13 H13 120.0 . . ? C15 C14 C13 120.2(2) . . ? C15 C14 H14 119.9 . . ? C13 C14 H14 119.9 . . ? C14 C15 C10 120.1(2) . . ? C14 C15 H15 119.9 . . ? C10 C15 H15 119.9 . . ? C21 C16 C17 118.9(2) . . ? C21 C16 P1 118.48(16) . . ? C17 C16 P1 122.63(16) . . ? C18 C17 C16 120.3(2) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C19 C18 C17 120.3(2) . . ? C19 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C20 C19 C18 120.1(2) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C19 C20 C21 120.0(2) . . ? C19 C20 H20 120.0 . . ? C21 C20 H20 120.0 . . ? C16 C21 C20 120.4(2) . . ? C16 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C23 C22 C27 119.49(19) . . ? C23 C22 P2 118.64(16) . . ? C27 C22 P2 121.85(16) . . ? C22 C23 C24 120.2(2) . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? C25 C24 C23 119.9(2) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C24 C25 C26 120.2(2) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C27 C26 C25 120.3(2) . . ? C27 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C26 C27 C22 119.9(2) . . ? C26 C27 H27 120.0 . . ? C22 C27 H27 120.0 . . ? C33 C28 C29 118.9(2) . . ? C33 C28 P2 118.10(16) . . ? C29 C28 P2 122.96(16) . . ? C30 C29 C28 120.5(2) . . ? C30 C29 H29 119.8 . . ? C28 C29 H29 119.8 . . ? C31 C30 C29 120.2(2) . . ? C31 C30 H30 119.9 . . ? C29 C30 H30 119.9 . . ? C32 C31 C30 119.9(2) . . ? C32 C31 H31 120.1 . . ? C30 C31 H31 120.1 . . ? C31 C32 C33 120.0(2) . . ? C31 C32 H32 120.0 . . ? C33 C32 H32 120.0 . . ? C28 C33 C32 120.6(2) . . ? C28 C33 H33 119.7 . . ? C32 C33 H33 119.7 . . ? C35 C34 C39 118.7(2) . . ? C35 C34 P2 123.69(16) . . ? C39 C34 P2 117.64(16) . . ? C36 C35 C34 120.5(2) . . ? C36 C35 H35 119.8 . . ? C34 C35 H35 119.8 . . ? C37 C36 C35 120.2(2) . . ? C37 C36 H36 119.9 . . ? C35 C36 H36 119.9 . . ? C38 C37 C36 119.7(2) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C39 C38 C37 120.2(2) . . ? C39 C38 H38 119.9 . . ? C37 C38 H38 119.9 . . ? C38 C39 C34 120.7(2) . . ? C38 C39 H39 119.6 . . ? C34 C39 H39 119.6 . . ? N1 B1 H10A 109.5 . . ? N1 B1 H10B 109.5 . . ? H10A B1 H10B 109.5 . . ? N1 B1 H10C 109.5 . . ? H10A B1 H10C 109.5 . . ? H10B B1 H10C 109.5 . . ? N2 C1 N3 122.7(6) . . ? N2 C1 C2 109.5(5) . . ? N3 C1 C2 127.7(6) . . ? C1 C2 C3 105.2(7) . . ? C1 C2 H2 127.4 . . ? C3 C2 H2 127.4 . . ? N1 C3 C2 104.1(8) . . ? N1 C3 H3 128.0 . . ? C2 C3 H3 128.0 . . ? C3 N1 N2 115.3(6) . . ? C3 N1 B1 126.3(6) . . ? N2 N1 B1 118.1(5) . . ? C1 N2 N1 105.6(4) . . ? C1 N2 Cu 131.3(4) . . ? N1 N2 Cu 123.0(4) . . ? O1 N3 O2 124.2(4) . . ? O1 N3 C1 115.7(5) . . ? O2 N3 C1 120.1(5) . . ? O2A N3A O1A 124.4(5) . . ? O2A N3A C1A 118.8(7) . . ? O1A N3A C1A 116.8(7) . . ? C3A N1A N2A 115.5(8) . . ? C3A N1A B1A 126.3(9) . . ? N2A N1A B1A 118.2(8) . . ? N1A C3A C2A 104.1(9) . . ? N1A C3A H3A 128.0 . . ? C2A C3A H3A 128.0 . . ? C3A C2A C1A 105.9(8) . . ? C3A C2A H2A 127.0 . . ? C1A C2A H2A 127.0 . . ? N3A C1A N2A 122.3(9) . . ? N3A C1A C2A 130.1(10) . . ? N2A C1A C2A 107.4(8) . . ? C1A N2A N1A 106.8(7) . . ? C1A N2A Cu 135.5(7) . . ? N1A N2A Cu 116.9(6) . . ? N1A B1A H20A 109.5 . . ? N1A B1A H20B 109.5 . . ? H20A B1A H20B 109.5 . . ? N1A B1A H20C 109.5 . . ? H20A B1A H20C 109.5 . . ? H20B B1A H20C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.646 _refine_diff_density_min -0.449 _refine_diff_density_rms 0.062 # Attachment '- dias672m.cif' data_dias672m _database_code_depnum_ccdc_archive 'CCDC 776892' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C16H24BCuN8O4 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H24 B Cu N8 O4' _chemical_formula_weight 466.78 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.6095(12) _cell_length_b 7.2109(6) _cell_length_c 23.393(2) _cell_angle_alpha 90.00 _cell_angle_beta 106.649(2) _cell_angle_gamma 90.00 _cell_volume 2199.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5394 _cell_measurement_theta_min 2.73 _cell_measurement_theta_max 28.06 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.410 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 1.032 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.645 _exptl_absorpt_correction_T_max 0.740 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20587 _diffrn_reflns_av_R_equivalents 0.0369 _diffrn_reflns_av_sigmaI/netI 0.0358 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 28.32 _reflns_number_total 5487 _reflns_number_gt 4475 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0428P)^2^+2.8071P] 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 5487 _refine_ls_number_parameters 277 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0568 _refine_ls_R_factor_gt 0.0445 _refine_ls_wR_factor_ref 0.1134 _refine_ls_wR_factor_gt 0.1082 _refine_ls_goodness_of_fit_ref 1.103 _refine_ls_restrained_S_all 1.103 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.26609(2) 0.74267(4) 0.029221(12) 0.01749(9) Uani 1 1 d . . . N1 N 0.16203(15) 0.5340(3) 0.03862(9) 0.0185(4) Uani 1 1 d . . . N2 N 0.17088(15) 0.3662(3) 0.01458(9) 0.0189(4) Uani 1 1 d . . . N3 N 0.38479(15) 0.5423(3) 0.03943(9) 0.0173(4) Uani 1 1 d . . . N4 N 0.35605(15) 0.3721(3) 0.01604(9) 0.0179(4) Uani 1 1 d . . . N5 N 0.06066(16) 0.6577(3) 0.09945(9) 0.0251(5) Uani 1 1 d . . . N6 N 0.53792(16) 0.6717(3) 0.10682(9) 0.0230(4) Uani 1 1 d . . . N7 N 0.32669(16) 1.0062(3) 0.13606(9) 0.0199(4) Uani 1 1 d . . . N8 N 0.18828(16) 0.8411(3) -0.10373(9) 0.0200(4) Uani 1 1 d . . . O1 O 0.08734(16) 0.8163(3) 0.09279(10) 0.0348(5) Uani 1 1 d . . . O2 O 0.00713(16) 0.6154(3) 0.13224(9) 0.0366(5) Uani 1 1 d . . . O3 O 0.51446(14) 0.8315(3) 0.09059(8) 0.0276(4) Uani 1 1 d . . . O4 O 0.60805(16) 0.6303(3) 0.15140(9) 0.0390(5) Uani 1 1 d . . . C1 C 0.09152(19) 0.5076(4) 0.06774(10) 0.0210(5) Uani 1 1 d . . . C2 C 0.0546(2) 0.3266(4) 0.06326(11) 0.0255(5) Uani 1 1 d . . . H2A H 0.0047 0.2749 0.0799 0.031 Uiso 1 1 calc R . . C3 C 0.10791(19) 0.2411(4) 0.02896(11) 0.0227(5) Uani 1 1 d . . . H3 H 0.1016 0.1145 0.0172 0.027 Uiso 1 1 calc R . . C4 C 0.48156(18) 0.5198(3) 0.07278(10) 0.0193(5) Uani 1 1 d . . . C5 C 0.5173(2) 0.3390(4) 0.07176(11) 0.0226(5) Uani 1 1 d . . . H5 H 0.5830 0.2897 0.0917 0.027 Uiso 1 1 calc R . . C6 C 0.43350(19) 0.2495(3) 0.03463(11) 0.0210(5) Uani 1 1 d . . . H6 H 0.4308 0.1221 0.0239 0.025 Uiso 1 1 calc R . . C7 C 0.21823(19) 0.8113(3) -0.05373(11) 0.0194(5) Uani 1 1 d . . . C8 C 0.1545(2) 0.8738(4) -0.16827(11) 0.0234(5) Uani 1 1 d . . . C9 C 0.1968(3) 0.7169(6) -0.19710(13) 0.0512(10) Uani 1 1 d . . . H9A H 0.2718 0.7250 -0.1857 0.077 Uiso 1 1 calc R . . H9B H 0.1695 0.7261 -0.2406 0.077 Uiso 1 1 calc R . . H9C H 0.1764 0.5980 -0.1837 0.077 Uiso 1 1 calc R . . C10 C 0.0379(2) 0.8729(4) -0.18838(12) 0.0290(6) Uani 1 1 d . . . H10A H 0.0129 0.7527 -0.1789 0.043 Uiso 1 1 calc R . . H10B H 0.0135 0.8938 -0.2315 0.043 Uiso 1 1 calc R . . H10C H 0.0121 0.9716 -0.1677 0.043 Uiso 1 1 calc R . . C11 C 0.1948(3) 1.0639(5) -0.17935(14) 0.0526(10) Uani 1 1 d . . . H11A H 0.1659 1.1591 -0.1590 0.079 Uiso 1 1 calc R . . H11B H 0.1746 1.0893 -0.2223 0.079 Uiso 1 1 calc R . . H11C H 0.2698 1.0653 -0.1639 0.079 Uiso 1 1 calc R . . C12 C 0.30277(19) 0.9076(3) 0.09548(11) 0.0200(5) Uani 1 1 d . . . C13 C 0.35886(19) 1.1237(3) 0.18883(10) 0.0193(5) Uani 1 1 d . . . C14 C 0.3025(2) 1.0548(4) 0.23256(12) 0.0288(6) Uani 1 1 d . . . H14A H 0.2285 1.0568 0.2132 0.043 Uiso 1 1 calc R . . H14B H 0.3188 1.1356 0.2677 0.043 Uiso 1 1 calc R . . H14C H 0.3243 0.9277 0.2448 0.043 Uiso 1 1 calc R . . C15 C 0.4751(2) 1.1039(4) 0.21441(11) 0.0277(6) Uani 1 1 d . . . H15A H 0.4925 0.9732 0.2234 0.042 Uiso 1 1 calc R . . H15B H 0.4985 1.1773 0.2510 0.042 Uiso 1 1 calc R . . H15C H 0.5086 1.1484 0.1851 0.042 Uiso 1 1 calc R . . C16 C 0.3288(2) 1.3228(3) 0.16946(11) 0.0232(5) Uani 1 1 d . . . H16A H 0.3613 1.3596 0.1389 0.035 Uiso 1 1 calc R . . H16B H 0.3516 1.4055 0.2040 0.035 Uiso 1 1 calc R . . H16C H 0.2541 1.3311 0.1531 0.035 Uiso 1 1 calc R . . B1 B 0.2453(2) 0.3343(4) -0.02425(12) 0.0218(6) Uani 1 1 d . . . H1A H 0.2394 0.2052 -0.0393 0.026 Uiso 1 1 calc R . . H1B H 0.2282 0.4196 -0.0589 0.026 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 Cu1 0.02266(16) 0.01374(15) 0.01503(15) -0.00036(11) 0.00374(11) -0.00028(12) N1 0.0200(10) 0.0173(10) 0.0171(9) 0.0004(8) 0.0036(8) -0.0007(8) N2 0.0201(10) 0.0153(9) 0.0190(10) 0.0009(8) 0.0021(8) -0.0015(8) N3 0.0220(10) 0.0143(9) 0.0162(9) 0.0000(7) 0.0062(8) -0.0026(8) N4 0.0229(10) 0.0146(9) 0.0175(9) -0.0008(7) 0.0080(8) -0.0021(8) N5 0.0200(10) 0.0352(13) 0.0190(10) -0.0015(9) 0.0036(8) 0.0015(9) N6 0.0209(11) 0.0273(11) 0.0219(10) -0.0021(9) 0.0080(8) -0.0031(9) N7 0.0223(10) 0.0191(10) 0.0173(10) -0.0002(8) 0.0043(8) 0.0003(8) N8 0.0233(10) 0.0178(10) 0.0192(10) -0.0023(8) 0.0064(8) -0.0023(8) O1 0.0339(11) 0.0318(11) 0.0428(12) -0.0103(9) 0.0173(9) -0.0033(9) O2 0.0337(11) 0.0536(14) 0.0279(10) 0.0033(10) 0.0173(9) 0.0022(10) O3 0.0267(10) 0.0227(10) 0.0327(10) -0.0038(8) 0.0073(8) -0.0030(8) O4 0.0339(11) 0.0408(12) 0.0316(11) 0.0012(9) -0.0079(9) -0.0035(10) C1 0.0194(12) 0.0260(13) 0.0162(11) 0.0036(9) 0.0030(9) 0.0003(10) C2 0.0204(12) 0.0315(14) 0.0228(13) 0.0082(11) 0.0035(10) -0.0039(11) C3 0.0206(12) 0.0187(12) 0.0248(12) 0.0052(10) -0.0002(9) -0.0034(10) C4 0.0191(12) 0.0220(12) 0.0175(11) 0.0029(9) 0.0066(9) 0.0001(9) C5 0.0227(12) 0.0237(13) 0.0236(12) 0.0055(10) 0.0104(10) 0.0044(10) C6 0.0256(12) 0.0185(11) 0.0229(12) 0.0033(10) 0.0133(10) 0.0036(10) C7 0.0220(12) 0.0127(10) 0.0229(12) 0.0004(9) 0.0054(9) -0.0001(9) C8 0.0245(13) 0.0300(13) 0.0140(11) 0.0016(10) 0.0026(9) -0.0008(11) C9 0.0403(18) 0.087(3) 0.0207(14) -0.0143(16) -0.0004(12) 0.0301(19) C10 0.0265(14) 0.0366(15) 0.0215(13) 0.0015(11) 0.0032(10) 0.0032(12) C11 0.061(2) 0.065(2) 0.0245(15) 0.0182(15) 0.0002(15) -0.0311(19) C12 0.0207(12) 0.0166(11) 0.0223(12) 0.0008(9) 0.0057(9) 0.0005(9) C13 0.0252(12) 0.0182(11) 0.0142(11) -0.0012(9) 0.0052(9) -0.0015(10) C14 0.0377(15) 0.0294(14) 0.0226(13) 0.0000(11) 0.0138(11) -0.0073(12) C15 0.0255(14) 0.0320(15) 0.0219(13) -0.0014(11) 0.0006(10) 0.0009(11) C16 0.0308(14) 0.0185(12) 0.0208(12) -0.0015(10) 0.0081(10) 0.0000(10) B1 0.0244(14) 0.0242(14) 0.0160(12) -0.0017(11) 0.0042(10) 0.0006(11) _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 C12 1.903(2) . ? Cu1 C7 1.926(2) . ? Cu1 N1 2.121(2) . ? Cu1 N3 2.129(2) . ? N1 C1 1.340(3) . ? N1 N2 1.354(3) . ? N2 C3 1.352(3) . ? N2 B1 1.559(3) . ? N3 C4 1.334(3) . ? N3 N4 1.355(3) . ? N4 C6 1.349(3) . ? N4 B1 1.556(3) . ? N5 O1 1.224(3) . ? N5 O2 1.238(3) . ? N5 C1 1.441(3) . ? N6 O3 1.227(3) . ? N6 O4 1.232(3) . ? N6 C4 1.439(3) . ? N7 C12 1.156(3) . ? N7 C13 1.457(3) . ? N8 C7 1.143(3) . ? N8 C8 1.466(3) . ? C1 C2 1.392(4) . ? C2 C3 1.373(4) . ? C2 H2A 0.9500 . ? C3 H3 0.9500 . ? C4 C5 1.395(4) . ? C5 C6 1.380(4) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C8 C9 1.513(4) . ? C8 C10 1.520(4) . ? C8 C11 1.526(4) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C13 C16 1.526(3) . ? C13 C14 1.527(3) . ? C13 C15 1.529(3) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? B1 H1A 0.9900 . ? B1 H1B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 Cu1 C7 126.43(10) . . ? C12 Cu1 N1 112.72(9) . . ? C7 Cu1 N1 104.11(9) . . ? C12 Cu1 N3 108.61(9) . . ? C7 Cu1 N3 108.31(9) . . ? N1 Cu1 N3 90.84(8) . . ? C1 N1 N2 104.28(19) . . ? C1 N1 Cu1 138.59(17) . . ? N2 N1 Cu1 116.71(15) . . ? C3 N2 N1 110.8(2) . . ? C3 N2 B1 127.6(2) . . ? N1 N2 B1 121.6(2) . . ? C4 N3 N4 104.38(19) . . ? C4 N3 Cu1 137.57(17) . . ? N4 N3 Cu1 116.58(15) . . ? C6 N4 N3 110.8(2) . . ? C6 N4 B1 127.8(2) . . ? N3 N4 B1 121.4(2) . . ? O1 N5 O2 123.9(2) . . ? O1 N5 C1 119.7(2) . . ? O2 N5 C1 116.4(2) . . ? O3 N6 O4 124.0(2) . . ? O3 N6 C4 119.6(2) . . ? O4 N6 C4 116.4(2) . . ? C12 N7 C13 177.5(2) . . ? C7 N8 C8 177.0(3) . . ? N1 C1 C2 113.0(2) . . ? N1 C1 N5 120.8(2) . . ? C2 C1 N5 126.2(2) . . ? C3 C2 C1 103.0(2) . . ? C3 C2 H2A 128.5 . . ? C1 C2 H2A 128.5 . . ? N2 C3 C2 109.0(2) . . ? N2 C3 H3 125.5 . . ? C2 C3 H3 125.5 . . ? N3 C4 C5 113.2(2) . . ? N3 C4 N6 120.7(2) . . ? C5 C4 N6 126.0(2) . . ? C6 C5 C4 102.6(2) . . ? C6 C5 H5 128.7 . . ? C4 C5 H5 128.7 . . ? N4 C6 C5 109.0(2) . . ? N4 C6 H6 125.5 . . ? C5 C6 H6 125.5 . . ? N8 C7 Cu1 175.8(2) . . ? N8 C8 C9 107.0(2) . . ? N8 C8 C10 108.0(2) . . ? C9 C8 C10 110.8(2) . . ? N8 C8 C11 107.3(2) . . ? C9 C8 C11 113.3(3) . . ? C10 C8 C11 110.2(3) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N7 C12 Cu1 178.8(2) . . ? N7 C13 C16 107.79(19) . . ? N7 C13 C14 107.0(2) . . ? C16 C13 C14 111.2(2) . . ? N7 C13 C15 107.7(2) . . ? C16 C13 C15 111.3(2) . . ? C14 C13 C15 111.7(2) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N4 B1 N2 107.43(19) . . ? N4 B1 H1A 110.2 . . ? N2 B1 H1A 110.2 . . ? N4 B1 H1B 110.2 . . ? N2 B1 H1B 110.2 . . ? H1A B1 H1B 108.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.816 _refine_diff_density_min -0.293 _refine_diff_density_rms 0.080 # Attachment '- dias674m.cif' data_dias674m _database_code_depnum_ccdc_archive 'CCDC 776893' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common C27H22BCuN9O6P _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H22 B Cu N9 O6 P' _chemical_formula_weight 673.86 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' B B 0.0013 0.0007 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.9853(12) _cell_length_b 18.027(2) _cell_length_c 16.514(2) _cell_angle_alpha 90.00 _cell_angle_beta 106.078(2) _cell_angle_gamma 90.00 _cell_volume 2856.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5980 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 26.43 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1376 _exptl_absorpt_coefficient_mu 0.881 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.642 _exptl_absorpt_correction_T_max 0.745 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 27510 _diffrn_reflns_av_R_equivalents 0.0448 _diffrn_reflns_av_sigmaI/netI 0.0425 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 28.29 _reflns_number_total 7073 _reflns_number_gt 5525 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0642P)^2^+0.8099P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7073 _refine_ls_number_parameters 410 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0608 _refine_ls_R_factor_gt 0.0446 _refine_ls_wR_factor_ref 0.1178 _refine_ls_wR_factor_gt 0.1079 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.32201(3) 0.228549(15) 0.192974(17) 0.02096(9) Uani 1 1 d . . . P1 P 0.19037(6) 0.13322(3) 0.20187(4) 0.01785(13) Uani 1 1 d . . . O1 O 0.09139(18) 0.30265(9) 0.28076(11) 0.0304(4) Uani 1 1 d . . . O2 O -0.00064(17) 0.41306(10) 0.25961(12) 0.0342(4) Uani 1 1 d . . . O3 O 0.52756(17) 0.12313(9) 0.33517(11) 0.0268(4) Uani 1 1 d . . . O4 O 0.74357(18) 0.13737(10) 0.40682(12) 0.0358(4) Uani 1 1 d . . . O5 O 0.13200(19) 0.14870(11) -0.00673(12) 0.0371(4) Uani 1 1 d . . . O6 O 0.2697(2) 0.10575(10) -0.07735(12) 0.0383(4) Uani 1 1 d . . . N1 N 0.28866(19) 0.34383(10) 0.20404(12) 0.0214(4) Uani 1 1 d . . . N2 N 0.37343(19) 0.38779(10) 0.17282(12) 0.0226(4) Uani 1 1 d . . . N3 N 0.08771(19) 0.36659(11) 0.25526(12) 0.0242(4) Uani 1 1 d . . . N4 N 0.53905(19) 0.24681(10) 0.24471(12) 0.0207(4) Uani 1 1 d . . . N5 N 0.58782(19) 0.30774(10) 0.21339(12) 0.0224(4) Uani 1 1 d . . . N6 N 0.6394(2) 0.15659(11) 0.35119(12) 0.0242(4) Uani 1 1 d . . . N7 N 0.3483(2) 0.24685(11) 0.06767(12) 0.0235(4) Uani 1 1 d . . . N8 N 0.43159(19) 0.30587(10) 0.06462(12) 0.0231(4) Uani 1 1 d . . . N9 N 0.2359(2) 0.15201(11) -0.03133(12) 0.0271(4) Uani 1 1 d . . . C1 C 0.2410(2) 0.05191(12) 0.15039(13) 0.0195(4) Uani 1 1 d . . . C2 C 0.1494(2) -0.00217(13) 0.10746(14) 0.0233(5) Uani 1 1 d . . . H2 H 0.0525 0.0027 0.1017 0.028 Uiso 1 1 calc R . . C3 C 0.1982(3) -0.06327(13) 0.07283(15) 0.0274(5) Uani 1 1 d . . . H3 H 0.1345 -0.0995 0.0429 0.033 Uiso 1 1 calc R . . C4 C 0.3397(3) -0.07136(14) 0.08193(15) 0.0293(5) Uani 1 1 d . . . H4 H 0.3734 -0.1141 0.0602 0.035 Uiso 1 1 calc R . . C5 C 0.4317(3) -0.01708(15) 0.12270(16) 0.0311(6) Uani 1 1 d . . . H5 H 0.5284 -0.0219 0.1279 0.037 Uiso 1 1 calc R . . C6 C 0.3822(2) 0.04448(14) 0.15602(15) 0.0262(5) Uani 1 1 d . . . H6 H 0.4456 0.0821 0.1830 0.031 Uiso 1 1 calc R . . C7 C 0.1839(2) 0.09600(12) 0.30456(13) 0.0192(4) Uani 1 1 d . . . C8 C 0.1070(2) 0.13448(14) 0.35033(15) 0.0278(5) Uani 1 1 d . . . H8 H 0.0636 0.1801 0.3294 0.033 Uiso 1 1 calc R . . C9 C 0.0939(3) 0.10658(15) 0.42571(16) 0.0309(5) Uani 1 1 d . . . H9 H 0.0415 0.1332 0.4561 0.037 Uiso 1 1 calc R . . C10 C 0.1564(3) 0.04027(15) 0.45729(16) 0.0319(6) Uani 1 1 d . . . H10 H 0.1451 0.0206 0.5084 0.038 Uiso 1 1 calc R . . C11 C 0.2352(3) 0.00306(15) 0.41377(17) 0.0328(6) Uani 1 1 d . . . H11 H 0.2805 -0.0419 0.4358 0.039 Uiso 1 1 calc R . . C12 C 0.2492(2) 0.03076(13) 0.33770(15) 0.0262(5) Uani 1 1 d . . . H12 H 0.3040 0.0046 0.3084 0.031 Uiso 1 1 calc R . . C13 C 0.0042(2) 0.14895(12) 0.15366(14) 0.0201(4) Uani 1 1 d . . . C14 C -0.0392(2) 0.21430(13) 0.10900(15) 0.0245(5) Uani 1 1 d . . . H14 H 0.0279 0.2476 0.0986 0.029 Uiso 1 1 calc R . . C15 C -0.1804(3) 0.23107(13) 0.07964(16) 0.0289(5) Uani 1 1 d . . . H15 H -0.2094 0.2758 0.0495 0.035 Uiso 1 1 calc R . . C16 C -0.2793(2) 0.18249(15) 0.09430(15) 0.0298(5) Uani 1 1 d . . . H16 H -0.3756 0.1943 0.0750 0.036 Uiso 1 1 calc R . . C17 C -0.2370(2) 0.11713(14) 0.13689(16) 0.0287(5) Uani 1 1 d . . . H17 H -0.3046 0.0835 0.1461 0.034 Uiso 1 1 calc R . . C18 C -0.0968(2) 0.10005(13) 0.16631(15) 0.0250(5) Uani 1 1 d . . . H18 H -0.0689 0.0547 0.1954 0.030 Uiso 1 1 calc R . . C19 C 0.1952(2) 0.39214(12) 0.21815(14) 0.0212(4) Uani 1 1 d . . . C20 C 0.2154(3) 0.46466(13) 0.19650(15) 0.0264(5) Uani 1 1 d . . . H20 H 0.1622 0.5075 0.2005 0.032 Uiso 1 1 calc R . . C21 C 0.3317(2) 0.45922(13) 0.16780(15) 0.0260(5) Uani 1 1 d . . . H21 H 0.3756 0.4992 0.1477 0.031 Uiso 1 1 calc R . . C22 C 0.6503(2) 0.22217(12) 0.30391(14) 0.0224(5) Uani 1 1 d . . . C23 C 0.7687(2) 0.26480(14) 0.31205(16) 0.0275(5) Uani 1 1 d . . . H23 H 0.8590 0.2580 0.3496 0.033 Uiso 1 1 calc R . . C24 C 0.7242(2) 0.31900(13) 0.25293(16) 0.0271(5) Uani 1 1 d . . . H24 H 0.7799 0.3582 0.2414 0.033 Uiso 1 1 calc R . . C25 C 0.3253(2) 0.21617(13) -0.00843(14) 0.0229(5) Uani 1 1 d . . . C26 C 0.3895(3) 0.25320(14) -0.06121(15) 0.0273(5) Uani 1 1 d . . . H26 H 0.3885 0.2415 -0.1175 0.033 Uiso 1 1 calc R . . C27 C 0.4551(2) 0.31133(14) -0.01158(15) 0.0274(5) Uani 1 1 d . . . H27 H 0.5082 0.3491 -0.0284 0.033 Uiso 1 1 calc R . . B1 B 0.4929(3) 0.35462(14) 0.14238(17) 0.0237(5) Uani 1 1 d . . . H1 H 0.554(2) 0.3946(13) 0.1242(15) 0.019(6) Uiso 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 Cu1 0.01913(15) 0.01879(15) 0.02681(17) -0.00141(11) 0.00947(11) -0.00364(10) P1 0.0159(3) 0.0174(3) 0.0212(3) 0.0000(2) 0.0066(2) -0.0009(2) O1 0.0306(9) 0.0230(9) 0.0427(10) -0.0031(8) 0.0190(8) -0.0036(7) O2 0.0219(8) 0.0307(9) 0.0535(12) -0.0063(8) 0.0161(8) 0.0036(7) O3 0.0260(9) 0.0234(8) 0.0314(9) -0.0025(7) 0.0086(7) -0.0022(7) O4 0.0271(9) 0.0367(10) 0.0374(10) 0.0024(8) -0.0015(8) 0.0053(8) O5 0.0329(10) 0.0445(11) 0.0367(10) -0.0060(9) 0.0146(8) -0.0102(8) O6 0.0438(11) 0.0336(10) 0.0367(11) -0.0093(8) 0.0098(9) 0.0031(8) N1 0.0201(9) 0.0209(9) 0.0253(10) 0.0005(8) 0.0096(8) -0.0034(7) N2 0.0240(10) 0.0193(9) 0.0267(10) -0.0015(8) 0.0105(8) -0.0035(8) N3 0.0203(9) 0.0238(10) 0.0289(10) -0.0061(8) 0.0077(8) -0.0026(8) N4 0.0183(9) 0.0217(9) 0.0239(10) -0.0044(8) 0.0090(7) -0.0023(7) N5 0.0191(9) 0.0206(9) 0.0306(10) -0.0039(8) 0.0120(8) -0.0044(7) N6 0.0245(10) 0.0237(10) 0.0247(10) -0.0056(8) 0.0073(8) 0.0027(8) N7 0.0220(10) 0.0223(9) 0.0278(11) -0.0001(8) 0.0094(8) -0.0010(8) N8 0.0218(9) 0.0218(9) 0.0285(10) 0.0016(8) 0.0114(8) -0.0013(8) N9 0.0279(10) 0.0309(11) 0.0214(10) 0.0005(8) 0.0050(8) -0.0002(9) C1 0.0202(10) 0.0197(10) 0.0197(11) 0.0001(8) 0.0074(8) -0.0001(8) C2 0.0193(11) 0.0245(11) 0.0258(12) 0.0001(9) 0.0054(9) -0.0019(9) C3 0.0294(12) 0.0218(11) 0.0280(12) -0.0057(9) 0.0030(10) -0.0047(10) C4 0.0332(13) 0.0258(12) 0.0289(13) -0.0077(10) 0.0084(10) 0.0028(10) C5 0.0225(12) 0.0371(14) 0.0342(14) -0.0127(11) 0.0087(10) 0.0025(10) C6 0.0199(11) 0.0291(12) 0.0294(12) -0.0100(10) 0.0064(9) -0.0026(9) C7 0.0165(10) 0.0210(10) 0.0204(11) 0.0002(8) 0.0054(8) -0.0038(8) C8 0.0280(12) 0.0261(12) 0.0312(13) 0.0010(10) 0.0111(10) 0.0044(10) C9 0.0285(13) 0.0378(14) 0.0291(13) -0.0008(11) 0.0123(10) 0.0029(11) C10 0.0292(13) 0.0436(15) 0.0243(12) 0.0045(11) 0.0099(10) -0.0025(11) C11 0.0336(14) 0.0326(14) 0.0344(14) 0.0095(11) 0.0129(11) 0.0090(11) C12 0.0240(12) 0.0270(12) 0.0300(13) 0.0027(10) 0.0114(10) 0.0033(9) C13 0.0171(10) 0.0224(11) 0.0213(11) -0.0010(9) 0.0063(8) 0.0014(8) C14 0.0254(12) 0.0240(12) 0.0235(12) -0.0024(9) 0.0058(9) 0.0004(9) C15 0.0299(13) 0.0264(12) 0.0271(13) -0.0006(10) 0.0024(10) 0.0098(10) C16 0.0193(11) 0.0382(14) 0.0288(13) -0.0092(11) 0.0018(9) 0.0077(10) C17 0.0200(11) 0.0347(13) 0.0318(13) -0.0042(11) 0.0077(10) -0.0045(10) C18 0.0219(11) 0.0256(12) 0.0278(12) 0.0021(9) 0.0073(9) -0.0007(9) C19 0.0183(10) 0.0222(11) 0.0233(11) -0.0049(9) 0.0062(8) -0.0006(8) C20 0.0304(12) 0.0225(11) 0.0276(12) -0.0004(9) 0.0101(10) 0.0029(10) C21 0.0310(13) 0.0183(11) 0.0306(12) 0.0014(9) 0.0118(10) -0.0009(9) C22 0.0199(11) 0.0243(11) 0.0240(12) -0.0060(9) 0.0078(9) -0.0007(9) C23 0.0179(11) 0.0293(13) 0.0353(14) -0.0080(10) 0.0076(10) -0.0024(9) C24 0.0203(11) 0.0270(12) 0.0362(13) -0.0090(10) 0.0116(10) -0.0076(9) C25 0.0202(11) 0.0259(12) 0.0218(11) 0.0014(9) 0.0043(9) 0.0014(9) C26 0.0271(12) 0.0327(13) 0.0233(12) 0.0023(10) 0.0088(10) 0.0011(10) C27 0.0267(12) 0.0303(13) 0.0272(12) 0.0059(10) 0.0107(10) 0.0007(10) B1 0.0230(12) 0.0205(12) 0.0309(14) -0.0012(10) 0.0127(11) -0.0059(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 Cu1 N1 2.1206(19) . ? Cu1 N4 2.1236(19) . ? Cu1 N7 2.182(2) . ? Cu1 P1 2.1931(6) . ? P1 C13 1.830(2) . ? P1 C1 1.834(2) . ? P1 C7 1.842(2) . ? O1 N3 1.224(2) . ? O2 N3 1.233(2) . ? O3 N6 1.232(2) . ? O4 N6 1.232(2) . ? O5 N9 1.216(3) . ? O6 N9 1.236(3) . ? N1 C19 1.343(3) . ? N1 N2 1.361(3) . ? N2 C21 1.349(3) . ? N2 B1 1.538(3) . ? N3 C19 1.451(3) . ? N4 C22 1.337(3) . ? N4 N5 1.360(3) . ? N5 C24 1.353(3) . ? N5 B1 1.540(3) . ? N6 C22 1.438(3) . ? N7 C25 1.334(3) . ? N7 N8 1.360(3) . ? N8 C27 1.346(3) . ? N8 B1 1.537(3) . ? N9 C25 1.446(3) . ? C1 C2 1.390(3) . ? C1 C6 1.394(3) . ? C2 C3 1.390(3) . ? C2 H2 0.9500 . ? C3 C4 1.386(3) . ? C3 H3 0.9500 . ? C4 C5 1.383(3) . ? C4 H4 0.9500 . ? C5 C6 1.389(3) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C12 1.382(3) . ? C7 C8 1.401(3) . ? C8 C9 1.382(3) . ? C8 H8 0.9500 . ? C9 C10 1.382(4) . ? C9 H9 0.9500 . ? C10 C11 1.378(4) . ? C10 H10 0.9500 . ? C11 C12 1.394(3) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.394(3) . ? C13 C18 1.398(3) . ? C14 C15 1.392(3) . ? C14 H14 0.9500 . ? C15 C16 1.390(4) . ? C15 H15 0.9500 . ? C16 C17 1.377(4) . ? C16 H16 0.9500 . ? C17 C18 1.384(3) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.385(3) . ? C20 C21 1.374(3) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C23 1.385(3) . ? C23 C24 1.366(4) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 C26 1.388(3) . ? C26 C27 1.379(4) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? B1 H1 1.04(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 N1 Cu1 N4 88.88(7) . . ? N1 Cu1 N7 89.80(7) . . ? N4 Cu1 N7 88.90(7) . . ? N1 Cu1 P1 130.61(5) . . ? N4 Cu1 P1 131.18(6) . . ? N7 Cu1 P1 114.44(5) . . ? C13 P1 C1 107.42(10) . . ? C13 P1 C7 99.57(10) . . ? C1 P1 C7 102.72(10) . . ? C13 P1 Cu1 113.88(7) . . ? C1 P1 Cu1 110.35(7) . . ? C7 P1 Cu1 121.46(7) . . ? C19 N1 N2 102.89(18) . . ? C19 N1 Cu1 141.59(15) . . ? N2 N1 Cu1 114.15(14) . . ? C21 N2 N1 111.42(18) . . ? C21 N2 B1 127.25(19) . . ? N1 N2 B1 121.17(18) . . ? O1 N3 O2 125.0(2) . . ? O1 N3 C19 119.28(18) . . ? O2 N3 C19 115.72(19) . . ? C22 N4 N5 103.52(18) . . ? C22 N4 Cu1 142.37(16) . . ? N5 N4 Cu1 113.90(14) . . ? C24 N5 N4 110.87(19) . . ? C24 N5 B1 127.6(2) . . ? N4 N5 B1 121.54(18) . . ? O3 N6 O4 123.4(2) . . ? O3 N6 C22 119.15(19) . . ? O4 N6 C22 117.43(19) . . ? C25 N7 N8 103.69(18) . . ? C25 N7 Cu1 142.82(16) . . ? N8 N7 Cu1 112.88(14) . . ? C27 N8 N7 111.02(19) . . ? C27 N8 B1 127.4(2) . . ? N7 N8 B1 121.52(18) . . ? O5 N9 O6 125.1(2) . . ? O5 N9 C25 118.3(2) . . ? O6 N9 C25 116.5(2) . . ? C2 C1 C6 118.5(2) . . ? C2 C1 P1 124.74(17) . . ? C6 C1 P1 116.72(17) . . ? C1 C2 C3 120.6(2) . . ? C1 C2 H2 119.7 . . ? C3 C2 H2 119.7 . . ? C4 C3 C2 120.1(2) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C5 C4 C3 119.9(2) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 119.8(2) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C6 C1 121.0(2) . . ? C5 C6 H6 119.5 . . ? C1 C6 H6 119.5 . . ? C12 C7 C8 118.5(2) . . ? C12 C7 P1 122.78(17) . . ? C8 C7 P1 118.74(17) . . ? C9 C8 C7 120.6(2) . . ? C9 C8 H8 119.7 . . ? C7 C8 H8 119.7 . . ? C10 C9 C8 120.6(2) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C11 C10 C9 119.2(2) . . ? C11 C10 H10 120.4 . . ? C9 C10 H10 120.4 . . ? C10 C11 C12 120.6(2) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C7 C12 C11 120.5(2) . . ? C7 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C14 C13 C18 118.7(2) . . ? C14 C13 P1 119.39(17) . . ? C18 C13 P1 121.67(17) . . ? C15 C14 C13 120.3(2) . . ? C15 C14 H14 119.8 . . ? C13 C14 H14 119.8 . . ? C16 C15 C14 120.2(2) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C17 C16 C15 119.8(2) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C16 C17 C18 120.4(2) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C17 C18 C13 120.6(2) . . ? C17 C18 H18 119.7 . . ? C13 C18 H18 119.7 . . ? N1 C19 C20 114.2(2) . . ? N1 C19 N3 119.9(2) . . ? C20 C19 N3 125.9(2) . . ? C21 C20 C19 102.7(2) . . ? C21 C20 H20 128.7 . . ? C19 C20 H20 128.7 . . ? N2 C21 C20 108.9(2) . . ? N2 C21 H21 125.6 . . ? C20 C21 H21 125.6 . . ? N4 C22 C23 113.6(2) . . ? N4 C22 N6 119.83(19) . . ? C23 C22 N6 126.5(2) . . ? C24 C23 C22 103.1(2) . . ? C24 C23 H23 128.4 . . ? C22 C23 H23 128.4 . . ? N5 C24 C23 108.8(2) . . ? N5 C24 H24 125.6 . . ? C23 C24 H24 125.6 . . ? N7 C25 C26 113.8(2) . . ? N7 C25 N9 120.7(2) . . ? C26 C25 N9 125.4(2) . . ? C27 C26 C25 102.6(2) . . ? C27 C26 H26 128.7 . . ? C25 C26 H26 128.7 . . ? N8 C27 C26 108.8(2) . . ? N8 C27 H27 125.6 . . ? C26 C27 H27 125.6 . . ? N8 B1 N2 109.24(19) . . ? N8 B1 N5 109.95(19) . . ? N2 B1 N5 109.50(19) . . ? N8 B1 H1 106.6(13) . . ? N2 B1 H1 113.2(13) . . ? N5 B1 H1 108.4(13) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.875 _refine_diff_density_min -0.304 _refine_diff_density_rms 0.093