Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_coden_Cambridge 1350 _publ_requested_journal ' CrystEngComm ' _publ_contact_author_name ' Paul E. Kruger ' _publ_contact_author_address ; Department of Chemistry Trinity College Dublin Dublin 2 Ireland ; _publ_contact_author_phone ' 353 1 608 1422 ' _publ_contact_author_fax ' 353 1 671 2826 ' _publ_contact_author_email ' paul.kruger@tcd.ie ' loop_ _publ_author_name _publ_author_address ' Paul E. Kruger ' ; School of Chemistry Univeristy of Dublin Trinity College Dublin 2 Ireland ; ' Robert P. Doyle ' ; Department of Chemistry Syracuse University Syracuse, New York 13244 USA ; ' Mark Nieuwenhuyzen' ; Chemistry Department Queen's University Belfast, BT9 5AG UK ; _publ_section_title ; A molecular back-flip: the structural consequences of the crystal-to-crystal phase transition between [(phen)2CuCO3].11H2O and [(phen)2CuCO3].7H2O ; data_1 _database_code_depnum_ccdc_archive 'CCDC 189139' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H38 Cu N4 O14' _chemical_formula_weight 682.13 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.873(2) _cell_length_b 11.598(2) _cell_length_c 13.394(3) _cell_angle_alpha 77.732(9) _cell_angle_beta 77.628(5) _cell_angle_gamma 70.025(5) _cell_volume 1532.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description diamond-block _exptl_crystal_colour blue _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.478 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 714 _exptl_absorpt_coefficient_mu 0.786 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.7137 _exptl_absorpt_correction_T_max 0.9116 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 14146 _diffrn_reflns_av_R_equivalents 0.0375 _diffrn_reflns_av_sigmaI/netI 0.0579 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 28.42 _reflns_number_total 6678 _reflns_number_gt 4529 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0979P)^2^+0.2903P] 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 6678 _refine_ls_number_parameters 427 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0919 _refine_ls_R_factor_gt 0.0625 _refine_ls_wR_factor_ref 0.1844 _refine_ls_wR_factor_gt 0.1659 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _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 0.90046(5) -0.76499(4) -0.74889(3) 0.04145(18) Uani 1 1 d . . . C1 C 0.7505(5) -0.5490(3) -0.6954(4) 0.0667(15) Uani 1 1 d . . . O13 O 0.6584(5) -0.4489(3) -0.6817(4) 0.124(2) Uani 1 1 d . . . O12 O 0.8548(3) -0.5867(2) -0.6526(2) 0.0610(9) Uani 1 1 d . . . O11 O 0.7429(3) -0.6176(2) -0.7583(2) 0.0511(7) Uani 1 1 d . . . N1A N 1.0180(4) -0.6869(3) -0.8581(2) 0.0471(8) Uani 1 1 d . . . C2A C 1.0900(5) -0.6214(4) -0.8422(3) 0.0541(11) Uani 1 1 d . . . H2AA H 1.0841 -0.6074 -0.7737 0.065 Uiso 1 1 calc R . . C3A C 1.1731(5) -0.5726(4) -0.9207(3) 0.0593(12) Uani 1 1 d . . . H3AA H 1.2227 -0.5268 -0.9057 0.071 Uiso 1 1 calc R . . C4A C 1.1827(6) -0.5915(4) -1.0203(3) 0.0600(12) Uani 1 1 d . . . H4AA H 1.2378 -0.5574 -1.0751 0.072 Uiso 1 1 calc R . . C5A C 1.1105(5) -0.6615(3) -1.0406(3) 0.0507(11) Uani 1 1 d . . . C6A C 1.1128(6) -0.6847(4) -1.1429(3) 0.0613(13) Uani 1 1 d . . . H6AA H 1.1655 -0.6514 -1.2002 0.074 Uiso 1 1 calc R . . C7A C 1.0432(5) -0.7512(4) -1.1587(3) 0.0623(14) Uani 1 1 d . . . H7AA H 1.0487 -0.7662 -1.2268 0.075 Uiso 1 1 calc R . . C8A C 0.9605(4) -0.8009(3) -1.0763(3) 0.0493(11) Uani 1 1 d . . . C9A C 0.8837(5) -0.8719(4) -1.0878(4) 0.0571(12) Uani 1 1 d . . . H9AA H 0.8827 -0.8864 -1.1548 0.069 Uiso 1 1 calc R . . C10A C 0.8109(4) -0.9203(4) -1.0041(4) 0.0560(12) Uani 1 1 d . . . H10A H 0.7600 -0.9690 -1.0122 0.067 Uiso 1 1 calc R . . C11A C 0.8122(4) -0.8971(4) -0.9052(4) 0.0500(11) Uani 1 1 d . . . H11A H 0.7618 -0.9314 -0.8469 0.060 Uiso 1 1 calc R . . N12A N 0.8814(3) -0.8288(3) -0.8907(3) 0.0438(8) Uani 1 1 d . . . C13A C 0.9536(4) -0.7809(3) -0.9740(3) 0.0423(9) Uani 1 1 d . . . C14A C 1.0307(4) -0.7080(3) -0.9575(3) 0.0454(10) Uani 1 1 d . . . N1B N 0.8014(3) -0.8596(3) -0.6377(2) 0.0382(7) Uani 1 1 d . . . C2B C 0.6737(4) -0.8268(4) -0.5974(3) 0.0463(10) Uani 1 1 d . . . H2BA H 0.6187 -0.7463 -0.6210 0.056 Uiso 1 1 calc R . . C3B C 0.6169(4) -0.9046(4) -0.5224(3) 0.0508(10) Uani 1 1 d . . . H3BA H 0.5255 -0.8770 -0.4946 0.061 Uiso 1 1 calc R . . C4B C 0.6950(4) -1.0225(4) -0.4891(3) 0.0461(9) Uani 1 1 d . . . H4BA H 0.6575 -1.0773 -0.4387 0.055 Uiso 1 1 calc R . . C5B C 0.8300(4) -1.0612(3) -0.5298(3) 0.0382(8) Uani 1 1 d . . . C6B C 0.9217(4) -1.1817(3) -0.4987(3) 0.0420(9) Uani 1 1 d . . . H6BA H 0.8902 -1.2404 -0.4483 0.050 Uiso 1 1 calc R . . C7B C 1.0521(4) -1.2121(3) -0.5404(3) 0.0418(9) Uani 1 1 d . . . H7BA H 1.1101 -1.2922 -0.5195 0.050 Uiso 1 1 calc R . . C8B C 1.1029(4) -1.1253(3) -0.6151(3) 0.0371(8) Uani 1 1 d . . . C9B C 1.2369(4) -1.1499(4) -0.6611(3) 0.0444(9) Uani 1 1 d . . . H9BA H 1.2991 -1.2288 -0.6439 0.053 Uiso 1 1 calc R . . C10B C 1.2770(4) -1.0604(4) -0.7303(3) 0.0467(10) Uani 1 1 d . . . H10B H 1.3670 -1.0760 -0.7615 0.056 Uiso 1 1 calc R . . C11B C 1.1831(4) -0.9448(4) -0.7547(3) 0.0452(9) Uani 1 1 d . . . H11B H 1.2124 -0.8827 -0.8024 0.054 Uiso 1 1 calc R . . N12B N 1.0567(3) -0.9175(3) -0.7153(2) 0.0381(7) Uani 1 1 d . . . C13B C 1.0169(4) -1.0077(3) -0.6459(3) 0.0357(8) Uani 1 1 d . . . C14B C 0.8788(4) -0.9762(3) -0.6033(3) 0.0357(8) Uani 1 1 d . . . O1W O 0.4267(3) -0.3753(2) -0.11974(19) 0.0427(6) Uani 1 1 d . . . H1W1 H 0.3804 -0.3950 -0.1517 0.051 Uiso 1 1 d R . . H1W2 H 0.4563 -0.3160 -0.1504 0.051 Uiso 1 1 d R . . O2W O 0.0319(3) -0.5552(3) -0.4022(2) 0.0533(7) Uani 1 1 d . . . H2W2 H 0.0574 -0.4954 -0.3758 0.064 Uiso 1 1 d R . . H2W1 H 0.0006 -0.5219 -0.4690 0.064 Uiso 1 1 d R . . O3W O 0.3789(3) -0.3963(3) 0.0994(2) 0.0623(9) Uani 1 1 d . . . H3W1 H 0.4403 -0.4729 0.1091 0.075 Uiso 1 1 d R . . H3W2 H 0.3883 -0.3621 0.0333 0.075 Uiso 1 1 d R . . O4W O 0.2929(3) -0.7224(3) -0.4061(2) 0.0650(9) Uani 1 1 d . . . H4W1 H 0.3027 -0.6623 -0.3786 0.078 Uiso 1 1 d R . . H4W2 H 0.2036 -0.6812 -0.4040 0.078 Uiso 1 1 d R . . O5W O 0.4649(4) -0.8186(4) 0.2149(4) 0.1089(17) Uani 1 1 d . . . H5W1 H 0.4253 -0.7671 0.2538 0.131 Uiso 1 1 d R . . H5W2 H 0.5007 -0.8943 0.2449 0.131 Uiso 1 1 d R . . O6W O 0.3818(4) -0.9339(4) -0.2534(3) 0.0971(14) Uani 1 1 d . . . H6W2 H 0.3422 -0.8566 -0.3030 0.117 Uiso 1 1 d R . . H6W1 H 0.3341 -0.9637 -0.2641 0.117 Uiso 1 1 d R . . O7W O 0.2118(4) -0.4327(4) 0.2861(3) 0.0753(10) Uani 1 1 d . . . H7W1 H 0.2891 -0.4632 0.3221 0.090 Uiso 1 1 d R . . H7W2 H 0.1947 -0.4444 0.2206 0.090 Uiso 1 1 d R . . O8W O 0.4683(4) -0.7240(3) -0.1656(3) 0.0944(14) Uani 1 1 d . . . H8W1 H 0.5026 -0.7026 -0.1323 0.113 Uiso 1 1 d R . . H8W2 H 0.4309 -0.6640 -0.2144 0.113 Uiso 1 1 d R . . O9W O 0.3938(6) -0.8862(5) 0.0344(5) 0.061(2) Uani 0.538(8) 1 d P A 2 O10W O 0.3176(7) -0.7026(6) -0.6323(5) 0.100(3) Uani 0.719(12) 1 d P B 2 O11W O 0.3788(17) -0.4571(8) -0.5792(8) 0.075(4) Uani 0.57(3) 1 d P C 2 O9' O 0.4035(7) -0.9113(6) -0.0639(6) 0.062(3) Uani 0.462(8) 1 d P A 1 O10' O 0.3637(12) -0.6288(14) -0.6098(9) 0.064(5) Uani 0.281(12) 1 d P B 1 O11' O 0.457(2) -0.4485(9) -0.5906(8) 0.075(5) Uani 0.43(3) 1 d P C 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 Cu1 0.0601(3) 0.0282(2) 0.0422(3) -0.00283(18) -0.0296(2) -0.0098(2) C1 0.112(4) 0.0226(19) 0.077(3) -0.0077(19) -0.066(3) -0.004(2) O13 0.171(4) 0.0361(18) 0.182(4) -0.050(2) -0.146(4) 0.036(2) O12 0.098(2) 0.0272(13) 0.069(2) -0.0027(13) -0.0612(19) -0.0074(14) O11 0.076(2) 0.0280(13) 0.0594(17) -0.0078(12) -0.0438(15) -0.0075(13) N1A 0.076(2) 0.0289(15) 0.0454(18) -0.0023(13) -0.0357(17) -0.0137(16) C2A 0.093(3) 0.039(2) 0.043(2) 0.0042(17) -0.036(2) -0.028(2) C3A 0.101(4) 0.035(2) 0.054(3) 0.0029(18) -0.034(3) -0.028(2) C4A 0.105(4) 0.0263(19) 0.049(2) 0.0021(17) -0.022(2) -0.018(2) C5A 0.085(3) 0.0221(18) 0.042(2) 0.0015(15) -0.028(2) -0.0051(19) C6A 0.111(4) 0.030(2) 0.037(2) -0.0003(16) -0.024(2) -0.009(2) C7A 0.111(4) 0.029(2) 0.039(2) -0.0065(17) -0.034(3) 0.001(2) C8A 0.070(3) 0.0285(18) 0.047(2) -0.0119(17) -0.036(2) 0.0070(18) C9A 0.071(3) 0.045(2) 0.054(3) -0.025(2) -0.038(2) 0.011(2) C10A 0.050(2) 0.048(2) 0.076(3) -0.033(2) -0.036(2) 0.007(2) C11A 0.043(2) 0.043(2) 0.068(3) -0.027(2) -0.028(2) 0.0041(17) N12A 0.0466(19) 0.0329(16) 0.054(2) -0.0170(15) -0.0304(16) 0.0048(14) C13A 0.061(2) 0.0216(16) 0.045(2) -0.0076(15) -0.0339(19) 0.0035(16) C14A 0.073(3) 0.0212(17) 0.042(2) -0.0012(15) -0.035(2) -0.0013(17) N1B 0.0505(19) 0.0291(15) 0.0391(17) -0.0113(12) -0.0269(14) -0.0020(13) C2B 0.058(3) 0.038(2) 0.042(2) -0.0136(17) -0.0236(19) 0.0002(18) C3B 0.052(2) 0.054(3) 0.047(2) -0.020(2) -0.016(2) -0.005(2) C4B 0.058(3) 0.047(2) 0.037(2) -0.0121(17) -0.0139(18) -0.0145(19) C5B 0.054(2) 0.0337(18) 0.0328(18) -0.0103(14) -0.0190(17) -0.0106(17) C6B 0.065(3) 0.0314(18) 0.0353(19) -0.0060(15) -0.0198(18) -0.0143(18) C7B 0.062(3) 0.0299(18) 0.038(2) -0.0087(15) -0.0240(18) -0.0071(17) C8B 0.050(2) 0.0304(17) 0.0373(19) -0.0103(14) -0.0248(17) -0.0060(16) C9B 0.051(2) 0.039(2) 0.050(2) -0.0117(17) -0.0288(19) -0.0051(17) C10B 0.045(2) 0.047(2) 0.054(2) -0.0077(18) -0.0240(19) -0.0115(18) C11B 0.052(3) 0.044(2) 0.049(2) -0.0010(17) -0.0258(19) -0.0187(19) N12B 0.0467(19) 0.0311(15) 0.0434(17) -0.0052(13) -0.0260(15) -0.0093(13) C13B 0.050(2) 0.0287(17) 0.0348(19) -0.0086(14) -0.0225(16) -0.0090(15) C14B 0.051(2) 0.0300(17) 0.0324(18) -0.0110(14) -0.0217(16) -0.0076(16) O1W 0.0468(15) 0.0391(14) 0.0423(15) -0.0020(11) -0.0205(12) -0.0079(12) O2W 0.075(2) 0.0544(17) 0.0431(15) -0.0146(13) -0.0137(14) -0.0283(16) O3W 0.0549(18) 0.0612(19) 0.0407(16) 0.0064(14) -0.0070(14) 0.0113(15) O4W 0.083(2) 0.060(2) 0.065(2) -0.0281(16) -0.0073(17) -0.0309(18) O5W 0.070(3) 0.087(3) 0.147(4) 0.054(3) -0.039(3) -0.026(2) O6W 0.061(2) 0.120(4) 0.085(3) -0.011(2) -0.022(2) 0.009(2) O7W 0.078(2) 0.094(3) 0.063(2) -0.0337(19) 0.0079(18) -0.036(2) O8W 0.122(3) 0.052(2) 0.097(3) -0.031(2) -0.068(3) 0.030(2) O9W 0.067(4) 0.037(3) 0.083(5) 0.011(3) -0.036(3) -0.018(3) O10W 0.108(5) 0.059(4) 0.097(5) 0.004(3) 0.031(4) -0.019(3) O11W 0.063(8) 0.107(6) 0.053(5) 0.014(3) -0.027(5) -0.029(4) O9' 0.058(4) 0.047(4) 0.083(6) -0.004(3) -0.020(4) -0.016(3) O10' 0.058(8) 0.071(10) 0.062(8) -0.019(6) 0.002(6) -0.018(6) O11' 0.063(12) 0.066(6) 0.074(6) 0.007(4) 0.008(5) -0.014(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O11 1.968(3) . ? Cu1 N1B 2.002(3) . ? Cu1 N1A 2.005(4) . ? Cu1 N12B 2.038(3) . ? Cu1 N12A 2.251(3) . ? C1 O13 1.266(6) . ? C1 O12 1.280(5) . ? C1 O11 1.308(4) . ? N1A C2A 1.335(5) . ? N1A C14A 1.374(5) . ? C2A C3A 1.390(6) . ? C3A C4A 1.374(6) . ? C4A C5A 1.403(6) . ? C5A C14A 1.391(6) . ? C5A C6A 1.445(6) . ? C6A C7A 1.323(7) . ? C7A C8A 1.420(7) . ? C8A C9A 1.407(6) . ? C8A C13A 1.420(5) . ? C9A C10A 1.362(7) . ? C10A C11A 1.411(6) . ? C11A N12A 1.329(5) . ? N12A C13A 1.352(5) . ? C13A C14A 1.453(5) . ? N1B C2B 1.330(5) . ? N1B C14B 1.369(4) . ? C2B C3B 1.392(6) . ? C3B C4B 1.378(6) . ? C4B C5B 1.401(6) . ? C5B C14B 1.394(5) . ? C5B C6B 1.449(5) . ? C6B C7B 1.360(6) . ? C7B C8B 1.427(5) . ? C8B C13B 1.400(5) . ? C8B C9B 1.410(6) . ? C9B C10B 1.361(6) . ? C10B C11B 1.404(6) . ? C11B N12B 1.316(5) . ? N12B C13B 1.367(5) . ? C13B C14B 1.435(5) . ? 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 O11 Cu1 N1B 92.22(13) . . ? O11 Cu1 N1A 94.26(13) . . ? N1B Cu1 N1A 173.51(12) . . ? O11 Cu1 N12B 171.21(12) . . ? N1B Cu1 N12B 81.96(13) . . ? N1A Cu1 N12B 91.56(13) . . ? O11 Cu1 N12A 94.21(10) . . ? N1B Cu1 N12A 101.04(12) . . ? N1A Cu1 N12A 78.93(12) . . ? N12B Cu1 N12A 93.37(11) . . ? O13 C1 O12 123.4(3) . . ? O13 C1 O11 119.6(4) . . ? O12 C1 O11 117.0(4) . . ? C1 O11 Cu1 105.0(2) . . ? C2A N1A C14A 117.0(4) . . ? C2A N1A Cu1 125.9(3) . . ? C14A N1A Cu1 117.0(3) . . ? N1A C2A C3A 123.3(4) . . ? C4A C3A C2A 119.3(4) . . ? C3A C4A C5A 119.5(4) . . ? C14A C5A C4A 117.6(4) . . ? C14A C5A C6A 118.9(4) . . ? C4A C5A C6A 123.4(4) . . ? C7A C6A C5A 121.5(5) . . ? C6A C7A C8A 121.6(4) . . ? C9A C8A C13A 116.0(4) . . ? C9A C8A C7A 124.4(4) . . ? C13A C8A C7A 119.6(4) . . ? C10A C9A C8A 120.8(4) . . ? C9A C10A C11A 119.0(4) . . ? N12A C11A C10A 122.3(5) . . ? C11A N12A C13A 118.5(3) . . ? C11A N12A Cu1 132.5(3) . . ? C13A N12A Cu1 109.0(2) . . ? N12A C13A C8A 123.4(4) . . ? N12A C13A C14A 118.2(3) . . ? C8A C13A C14A 118.3(4) . . ? N1A C14A C5A 123.3(4) . . ? N1A C14A C13A 116.7(4) . . ? C5A C14A C13A 120.0(3) . . ? C2B N1B C14B 117.5(3) . . ? C2B N1B Cu1 129.4(3) . . ? C14B N1B Cu1 113.1(3) . . ? N1B C2B C3B 123.1(4) . . ? C4B C3B C2B 119.0(4) . . ? C3B C4B C5B 119.8(4) . . ? C14B C5B C4B 117.2(3) . . ? C14B C5B C6B 118.3(4) . . ? C4B C5B C6B 124.4(4) . . ? C7B C6B C5B 121.2(4) . . ? C6B C7B C8B 120.8(3) . . ? C13B C8B C9B 116.7(3) . . ? C13B C8B C7B 119.3(4) . . ? C9B C8B C7B 124.0(3) . . ? C10B C9B C8B 119.9(4) . . ? C9B C10B C11B 118.9(4) . . ? N12B C11B C10B 123.6(4) . . ? C11B N12B C13B 117.2(3) . . ? C11B N12B Cu1 130.7(3) . . ? C13B N12B Cu1 111.8(2) . . ? N12B C13B C8B 123.6(4) . . ? N12B C13B C14B 116.4(3) . . ? C8B C13B C14B 120.0(3) . . ? N1B C14B C5B 123.3(4) . . ? N1B C14B C13B 116.3(3) . . ? C5B C14B C13B 120.4(3) . . ? _diffrn_measured_fraction_theta_max 0.864 _diffrn_reflns_theta_full 28.42 _diffrn_measured_fraction_theta_full 0.864 _refine_diff_density_max 0.880 _refine_diff_density_min -0.913 _refine_diff_density_rms 0.086 #---END data_1a _database_code_depnum_ccdc_archive 'CCDC 189140' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H30 Cu N4 O10' _chemical_formula_weight 610.07 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 9.8564(6) _cell_length_b 26.1503(12) _cell_length_c 10.4712(7) _cell_angle_alpha 90.00 _cell_angle_beta 105.948(5) _cell_angle_gamma 90.00 _cell_volume 2595.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.562 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1268 _exptl_absorpt_coefficient_mu 0.908 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.823 _exptl_absorpt_correction_T_max 0.928 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 6350 _diffrn_reflns_av_R_equivalents 0.0613 _diffrn_reflns_av_sigmaI/netI 0.1934 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 26.47 _reflns_number_total 4664 _reflns_number_gt 2020 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1718P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4664 _refine_ls_number_parameters 361 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1834 _refine_ls_R_factor_gt 0.0913 _refine_ls_wR_factor_ref 0.3136 _refine_ls_wR_factor_gt 0.2187 _refine_ls_goodness_of_fit_ref 0.923 _refine_ls_restrained_S_all 0.922 _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 Cu1 Cu 0.60280(12) 0.12128(5) 0.23655(12) 0.0220(4) Uani 1 1 d . . . N1A N 0.7233(8) 0.1611(3) 0.3892(8) 0.0210(19) Uani 1 1 d . . . C2A C 0.7995(10) 0.1432(4) 0.5051(10) 0.022(2) Uani 1 1 d . . . H2A H 0.7993 0.1073 0.5182 0.026 Uiso 1 1 calc R . . C3A C 0.8795(10) 0.1725(4) 0.6086(11) 0.028(3) Uani 1 1 d . . . H3A H 0.9338 0.1570 0.6883 0.033 Uiso 1 1 calc R . . C4A C 0.8781(10) 0.2251(4) 0.5928(10) 0.028(3) Uani 1 1 d . . . H4A H 0.9333 0.2461 0.6616 0.033 Uiso 1 1 calc R . . C5A C 0.7951(10) 0.2475(4) 0.4749(11) 0.026(3) Uani 1 1 d . . . C6A C 0.7837(11) 0.3004(5) 0.4516(11) 0.032(3) Uani 1 1 d . . . H6A H 0.8373 0.3229 0.5176 0.038 Uiso 1 1 calc R . . C7A C 0.6995(11) 0.3203(4) 0.3390(12) 0.034(3) Uani 1 1 d . . . H7A H 0.6945 0.3563 0.3274 0.041 Uiso 1 1 calc R . . C8A C 0.6175(10) 0.2881(4) 0.2367(11) 0.022(2) Uani 1 1 d . . . C9A C 0.5282(11) 0.3060(4) 0.1179(11) 0.026(2) Uani 1 1 d . . . H9A H 0.5120 0.3417 0.1050 0.032 Uiso 1 1 calc R . . C10A C 0.4631(10) 0.2720(4) 0.0188(12) 0.031(3) Uani 1 1 d . . . H10A H 0.4041 0.2841 -0.0634 0.037 Uiso 1 1 calc R . . C11A C 0.4858(10) 0.2191(4) 0.0417(10) 0.022(2) Uani 1 1 d . . . H11A H 0.4411 0.1956 -0.0261 0.027 Uiso 1 1 calc R . . N12A N 0.5686(8) 0.2011(3) 0.1566(9) 0.027(2) Uani 1 1 d . . . C13A C 0.6322(9) 0.2337(4) 0.2537(10) 0.020(2) Uani 1 1 d . . . C14A C 0.7181(10) 0.2145(4) 0.3752(10) 0.020(2) Uani 1 1 d . . . N1B N 0.4980(8) 0.0871(3) 0.0662(8) 0.0189(19) Uani 1 1 d . . . C2B C 0.3624(10) 0.0841(4) 0.0074(10) 0.027(2) Uani 1 1 d . . . H2B H 0.3002 0.0969 0.0548 0.032 Uiso 1 1 calc R . . C3B C 0.3025(11) 0.0643(4) -0.1150(11) 0.032(3) Uani 1 1 d . . . H3B H 0.2028 0.0631 -0.1498 0.039 Uiso 1 1 calc R . . C4B C 0.3883(11) 0.0462(4) -0.1871(10) 0.028(3) Uani 1 1 d . . . H4B H 0.3483 0.0312 -0.2718 0.033 Uiso 1 1 calc R . . C5B C 0.5376(10) 0.0496(4) -0.1358(11) 0.025(2) Uani 1 1 d . . . C6B C 0.6368(11) 0.0338(4) -0.2022(12) 0.033(3) Uani 1 1 d . . . H6B H 0.6036 0.0194 -0.2885 0.040 Uiso 1 1 calc R . . C7B C 0.7776(11) 0.0383(4) -0.1477(12) 0.033(3) Uani 1 1 d . . . H7B H 0.8415 0.0287 -0.1969 0.040 Uiso 1 1 calc R . . C8B C 0.8296(10) 0.0577(4) -0.0149(10) 0.024(2) Uani 1 1 d . . . C9B C 0.9758(11) 0.0643(4) 0.0500(11) 0.030(3) Uani 1 1 d . . . H9B H 1.0461 0.0562 0.0068 0.036 Uiso 1 1 calc R . . C10B C 1.0114(11) 0.0832(4) 0.1787(12) 0.032(3) Uani 1 1 d . . . H10B H 1.1079 0.0862 0.2271 0.038 Uiso 1 1 calc R . . C11B C 0.9100(10) 0.0974(4) 0.2358(12) 0.036(3) Uani 1 1 d . . . H11B H 0.9403 0.1113 0.3228 0.043 Uiso 1 1 calc R . . N12B N 0.7711(8) 0.0936(3) 0.1813(9) 0.025(2) Uani 1 1 d . . . C13B C 0.7346(10) 0.0738(3) 0.0533(10) 0.020(2) Uani 1 1 d U . . C14B C 0.5859(10) 0.0692(4) -0.0077(10) 0.023(2) Uani 1 1 d . . . C1 C 0.4345(11) 0.0866(4) 0.3721(12) 0.032(3) Uani 1 1 d . . . O11 O 0.4296(7) 0.1280(3) 0.2953(7) 0.0290(18) Uani 1 1 d . . . O12 O 0.5428(8) 0.0584(3) 0.3834(9) 0.044(2) Uani 1 1 d . . . O13 O 0.3338(8) 0.0779(3) 0.4179(9) 0.046(2) Uani 1 1 d . . . O1W O 0.2275(8) 0.1971(3) 0.1953(7) 0.0329(18) Uani 1 1 d . . . H1W1 H 0.1409 0.2063 0.2297 0.039 Uiso 1 1 d R . . H1W2 H 0.3034 0.1706 0.2310 0.039 Uiso 1 1 d R . . O2W O 0.0968(8) 0.1920(3) -0.0746(8) 0.041(2) Uani 1 1 d . . . H2W1 H 0.1487 0.1879 -0.1358 0.049 Uiso 1 1 d R . . H2W2 H 0.1375 0.1863 0.0121 0.049 Uiso 1 1 d R . . O3W O 0.2711(8) 0.1951(3) 0.7550(8) 0.039(2) Uani 1 1 d . . . H3W1 H 0.2702 0.1887 0.6611 0.046 Uiso 1 1 d R . . H3W2 H 0.2562 0.2333 0.7335 0.046 Uiso 1 1 d R . . O4W O 0.0537(7) 0.2054(3) 0.3562(7) 0.0342(19) Uani 1 1 d . . . H4W1 H 0.0685 0.2415 0.3794 0.041 Uiso 1 1 d R . . H4W2 H 0.0970 0.1783 0.4080 0.041 Uiso 1 1 d R . . O5W O 0.1747(7) 0.1298(3) 0.5387(7) 0.0352(19) Uani 1 1 d . . . H5W1 H 0.2567 0.1130 0.5084 0.042 Uiso 1 1 d R . . H5W2 H 0.1365 0.1040 0.5631 0.042 Uiso 1 1 d R . . O6W O 1.0466(7) 0.0425(3) 0.6230(7) 0.0309(19) Uani 1 1 d . . . H6W1 H 0.9575 0.0334 0.5944 0.037 Uiso 1 1 d R . . H6W2 H 1.1380 0.0297 0.6891 0.037 Uiso 1 1 d R . . O7W O 0.7700(7) 0.0060(3) 0.5124(7) 0.034(2) Uani 1 1 d . . . H7W1 H 0.8348 -0.0122 0.4640 0.041 Uiso 1 1 d R . . H7W2 H 0.6821 0.0101 0.4739 0.041 Uiso 1 1 d 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 0.0213(6) 0.0134(7) 0.0287(8) -0.0030(6) 0.0027(5) 0.0001(5) N1A 0.023(4) 0.017(5) 0.023(5) 0.006(4) 0.007(4) -0.001(4) C2A 0.026(5) 0.011(6) 0.028(6) 0.000(4) 0.006(5) -0.002(4) C3A 0.024(5) 0.031(7) 0.025(6) -0.005(5) 0.003(5) 0.004(5) C4A 0.024(5) 0.040(8) 0.021(6) -0.006(5) 0.009(5) -0.012(5) C5A 0.025(5) 0.009(6) 0.041(7) -0.018(5) 0.005(5) -0.004(4) C6A 0.028(5) 0.035(7) 0.035(7) -0.015(6) 0.011(5) -0.006(5) C7A 0.029(5) 0.015(6) 0.059(9) 0.000(6) 0.013(6) -0.008(5) C8A 0.025(5) 0.011(6) 0.035(6) -0.006(5) 0.018(5) 0.006(4) C9A 0.033(5) 0.016(6) 0.034(7) 0.002(5) 0.017(5) 0.011(5) C10A 0.026(5) 0.018(6) 0.049(8) 0.013(5) 0.011(5) 0.007(5) C11A 0.024(5) 0.022(6) 0.021(6) 0.005(4) 0.007(4) -0.009(4) N12A 0.026(4) 0.016(5) 0.035(6) 0.002(4) 0.003(4) 0.001(4) C13A 0.024(5) 0.024(6) 0.016(5) -0.004(4) 0.009(4) 0.002(4) C14A 0.026(5) 0.002(5) 0.035(6) 0.004(4) 0.015(5) -0.002(4) N1B 0.024(4) 0.002(4) 0.035(5) 0.001(4) 0.015(4) -0.001(3) C2B 0.030(5) 0.024(6) 0.026(6) -0.001(5) 0.009(5) 0.008(5) C3B 0.028(5) 0.033(7) 0.029(7) -0.004(5) -0.002(5) -0.004(5) C4B 0.036(6) 0.029(7) 0.015(6) -0.006(5) 0.002(5) -0.003(5) C5B 0.032(5) 0.005(5) 0.032(6) 0.002(4) 0.001(5) 0.003(4) C6B 0.042(6) 0.009(6) 0.040(7) -0.003(5) -0.003(6) -0.006(5) C7B 0.038(6) 0.006(6) 0.051(8) 0.002(5) 0.004(6) 0.005(5) C8B 0.026(5) 0.017(6) 0.028(6) -0.003(5) 0.006(5) 0.008(4) C9B 0.037(6) 0.013(6) 0.041(7) -0.012(5) 0.014(5) 0.002(5) C10B 0.026(5) 0.018(6) 0.049(8) -0.001(5) 0.006(5) 0.000(5) C11B 0.025(5) 0.006(5) 0.059(8) -0.006(5) -0.018(5) -0.004(4) N12B 0.027(4) 0.008(5) 0.035(5) 0.002(4) 0.001(4) 0.000(4) C13B 0.030(5) 0.002(4) 0.027(5) -0.001(4) 0.007(4) 0.004(4) C14B 0.023(5) 0.013(6) 0.028(6) -0.008(4) 0.001(5) -0.002(4) C1 0.027(5) 0.017(6) 0.045(8) -0.010(5) -0.003(5) 0.004(5) O11 0.039(4) 0.013(4) 0.038(5) -0.007(3) 0.014(4) 0.004(3) O12 0.030(4) 0.035(5) 0.059(6) -0.011(4) 0.000(4) 0.009(4) O13 0.049(5) 0.029(5) 0.071(7) -0.005(5) 0.038(5) -0.005(4) O1W 0.038(4) 0.027(4) 0.034(4) 0.006(4) 0.009(4) 0.011(4) O2W 0.037(4) 0.046(6) 0.037(5) 0.007(4) 0.008(4) -0.007(4) O3W 0.046(5) 0.032(5) 0.037(5) 0.004(4) 0.010(4) -0.003(4) O4W 0.038(4) 0.026(5) 0.039(5) 0.004(4) 0.012(4) 0.008(4) O5W 0.036(4) 0.029(5) 0.039(5) 0.003(4) 0.008(4) 0.003(4) O6W 0.025(4) 0.032(5) 0.030(4) 0.003(3) -0.003(3) -0.012(3) O7W 0.019(3) 0.027(5) 0.055(5) -0.015(4) 0.007(3) 0.003(3) _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 O11 1.975(7) . ? Cu1 N1A 2.002(8) . ? Cu1 N1B 2.009(8) . ? Cu1 N12B 2.034(8) . ? Cu1 N12A 2.240(9) . ? Cu1 O12 2.432(9) . ? N1A C2A 1.325(12) . ? N1A C14A 1.404(12) . ? C2A C3A 1.383(14) . ? C3A C4A 1.384(15) . ? C4A C5A 1.407(15) . ? C5A C14A 1.405(13) . ? C5A C6A 1.405(15) . ? C6A C7A 1.346(15) . ? C7A C8A 1.426(14) . ? C8A C9A 1.393(14) . ? C8A C13A 1.434(14) . ? C9A C10A 1.383(15) . ? C10A C11A 1.412(14) . ? C11A N12A 1.340(12) . ? N12A C13A 1.343(12) . ? C13A C14A 1.412(14) . ? N1B C2B 1.311(12) . ? N1B C14B 1.392(12) . ? C2B C3B 1.357(14) . ? C3B C4B 1.364(15) . ? C4B C5B 1.424(14) . ? C5B C14B 1.393(14) . ? C5B C6B 1.409(15) . ? C6B C7B 1.352(14) . ? C7B C8B 1.437(15) . ? C8B C13B 1.389(14) . ? C8B C9B 1.424(14) . ? C9B C10B 1.387(15) . ? C10B C11B 1.350(15) . ? C11B N12B 1.334(12) . ? N12B C13B 1.389(13) . ? C13B C14B 1.434(13) . ? C1 O13 1.237(13) . ? C1 O12 1.274(12) . ? C1 O11 1.342(13) . ? 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 O11 Cu1 N1A 94.5(3) . . ? O11 Cu1 N1B 92.2(3) . . ? N1A Cu1 N1B 171.1(3) . . ? O11 Cu1 N12B 164.3(3) . . ? N1A Cu1 N12B 93.5(3) . . ? N1B Cu1 N12B 81.4(3) . . ? O11 Cu1 N12A 88.8(3) . . ? N1A Cu1 N12A 78.9(3) . . ? N1B Cu1 N12A 95.4(3) . . ? N12B Cu1 N12A 106.0(3) . . ? O11 Cu1 O12 58.8(3) . . ? N1A Cu1 O12 92.3(3) . . ? N1B Cu1 O12 96.1(3) . . ? N12B Cu1 O12 107.4(3) . . ? N12A Cu1 O12 145.9(3) . . ? C2A N1A C14A 116.2(9) . . ? C2A N1A Cu1 127.6(7) . . ? C14A N1A Cu1 116.0(6) . . ? N1A C2A C3A 125.4(10) . . ? C2A C3A C4A 118.1(10) . . ? C3A C4A C5A 120.2(10) . . ? C14A C5A C6A 118.3(10) . . ? C14A C5A C4A 117.5(9) . . ? C6A C5A C4A 124.2(10) . . ? C7A C6A C5A 122.2(11) . . ? C6A C7A C8A 121.1(10) . . ? C9A C8A C7A 124.1(10) . . ? C9A C8A C13A 117.6(10) . . ? C7A C8A C13A 118.3(9) . . ? C10A C9A C8A 120.2(10) . . ? C9A C10A C11A 118.9(10) . . ? N12A C11A C10A 121.7(10) . . ? C11A N12A C13A 120.0(9) . . ? C11A N12A Cu1 130.9(7) . . ? C13A N12A Cu1 108.5(7) . . ? N12A C13A C14A 119.7(9) . . ? N12A C13A C8A 121.6(9) . . ? C14A C13A C8A 118.7(9) . . ? N1A C14A C5A 122.4(9) . . ? N1A C14A C13A 116.3(9) . . ? C5A C14A C13A 121.3(9) . . ? C2B N1B C14B 115.3(8) . . ? C2B N1B Cu1 130.8(7) . . ? C14B N1B Cu1 113.3(6) . . ? N1B C2B C3B 126.1(10) . . ? C2B C3B C4B 118.7(10) . . ? C3B C4B C5B 120.2(10) . . ? C14B C5B C6B 118.9(9) . . ? C14B C5B C4B 115.5(9) . . ? C6B C5B C4B 125.5(10) . . ? C7B C6B C5B 122.5(11) . . ? C6B C7B C8B 119.4(11) . . ? C13B C8B C9B 117.0(9) . . ? C13B C8B C7B 119.5(9) . . ? C9B C8B C7B 123.4(9) . . ? C10B C9B C8B 117.4(10) . . ? C11B C10B C9B 120.5(10) . . ? N12B C11B C10B 126.0(11) . . ? C11B N12B C13B 113.8(9) . . ? C11B N12B Cu1 132.3(8) . . ? C13B N12B Cu1 113.1(6) . . ? C8B C13B N12B 125.2(9) . . ? C8B C13B C14B 119.8(9) . . ? N12B C13B C14B 115.0(9) . . ? N1B C14B C5B 124.0(9) . . ? N1B C14B C13B 116.2(9) . . ? C5B C14B C13B 119.8(9) . . ? O13 C1 O12 126.8(12) . . ? O13 C1 O11 118.7(9) . . ? O12 C1 O11 114.4(11) . . ? C1 O11 Cu1 102.9(6) . . ? C1 O12 Cu1 83.9(7) . . ? _diffrn_measured_fraction_theta_max 0.870 _diffrn_reflns_theta_full 26.47 _diffrn_measured_fraction_theta_full 0.870 _refine_diff_density_max 1.063 _refine_diff_density_min -1.356 _refine_diff_density_rms 0.195