# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Miao Du' _publ_contact_author_address ; College of Chemistry, Tianjin Key Laboratory of Structure and Performance for Functional Molecule, Tianjin Normal University, Tianjin 300387, P. R. China ; _publ_contact_author_email dumiao@public.tpt.tj.cn _publ_section_title ; Destruction and reconstruction of the robust [Cu2(OOCR)4] unit during crystal structure transformations between two coordination polymers ; loop_ _publ_author_name 'Miao Du' 'Cheng-Peng Li' 'Jing-Min Wu' 'Jian-Hua Guo' 'Wang Guichang' # Attachment '- CIF.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 760781' #TrackingRef '- CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H6 Br2 Cu N2 O4' _chemical_formula_weight 465.55 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' Br Br -0.2901 2.4595 '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 11.2259(6) _cell_length_b 11.6460(7) _cell_length_c 12.8181(5) _cell_angle_alpha 90.00 _cell_angle_beta 116.694(3) _cell_angle_gamma 90.00 _cell_volume 1497.19(13) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 3316 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 27.46 _exptl_crystal_description Block _exptl_crystal_colour Green _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 2.065 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 892 _exptl_absorpt_coefficient_mu 6.810 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.577029 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'APEX II 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 7535 _diffrn_reflns_av_R_equivalents 0.0198 _diffrn_reflns_av_sigmaI/netI 0.0230 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2647 _reflns_number_gt 2254 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _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. There are solvent accessible voids in this structure (Total Potential Solvent Area Vol = 102.8 Ang^3, 6.9% per Unit Cell Vol). ; _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^)+(0.0584P)^2^+3.9442P] 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 2647 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0433 _refine_ls_R_factor_gt 0.0327 _refine_ls_wR_factor_ref 0.1095 _refine_ls_wR_factor_gt 0.0910 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _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 O4 O 0.6450(3) 0.4353(3) 0.4392(3) 0.0340(8) Uani 1 1 d . . . Br1 Br 0.75864(7) 0.37210(5) 1.10055(5) 0.0462(2) Uani 1 1 d . . . Br2 Br 1.06356(7) 0.26024(7) 0.39047(6) 0.0627(2) Uani 1 1 d . . . Cu1 Cu 0.54312(5) 0.52659(4) 0.61189(4) 0.01941(17) Uani 1 1 d . . . O1 O 0.5728(4) 0.8155(3) 1.0703(3) 0.0283(7) Uani 1 1 d . . . O2 O 0.4998(4) 0.8629(3) 0.8826(3) 0.0334(8) Uani 1 1 d . . . O3 O 0.7191(3) 0.4819(3) 0.6281(3) 0.0342(8) Uani 1 1 d . . . N1 N 0.5944(4) 0.5534(3) 0.7948(3) 0.0253(8) Uani 1 1 d . . . N2 N 1.1049(5) 0.3957(5) 0.6994(4) 0.0497(13) Uani 1 1 d . . . C1 C 0.6515(5) 0.4731(4) 0.8761(4) 0.0278(10) Uani 1 1 d . . . H1 H 0.6760 0.4036 0.8556 0.033 Uiso 1 1 calc R . . C2 C 0.6752(5) 0.4908(4) 0.9906(4) 0.0262(10) Uani 1 1 d . . . C3 C 0.6423(5) 0.5933(4) 1.0241(4) 0.0250(10) Uani 1 1 d . . . H3 H 0.6585 0.6059 1.1010 0.030 Uiso 1 1 calc R . . C4 C 0.5840(5) 0.6773(4) 0.9396(4) 0.0219(9) Uani 1 1 d . . . C5 C 0.5605(5) 0.6528(4) 0.8258(4) 0.0250(10) Uani 1 1 d . . . H5 H 0.5192 0.7083 0.7686 0.030 Uiso 1 1 calc R . . C6 C 0.5486(5) 0.7943(4) 0.9673(4) 0.0230(9) Uani 1 1 d . . . C7 C 1.1245(6) 0.3460(6) 0.6153(5) 0.0491(15) Uani 1 1 d . . . H7 H 1.2102 0.3219 0.6319 0.059 Uiso 1 1 calc R . . C8 C 1.0236(5) 0.3285(5) 0.5046(5) 0.0375(12) Uani 1 1 d . . . C9 C 0.8955(5) 0.3616(4) 0.4773(5) 0.0329(11) Uani 1 1 d . . . H9 H 0.8265 0.3509 0.4028 0.039 Uiso 1 1 calc R . . C10 C 0.8728(5) 0.4118(4) 0.5650(4) 0.0279(10) Uani 1 1 d . . . C11 C 0.9803(6) 0.4274(5) 0.6733(5) 0.0390(13) Uani 1 1 d . . . H11 H 0.9649 0.4621 0.7315 0.047 Uiso 1 1 calc R . . C12 C 0.7341(5) 0.4464(4) 0.5421(4) 0.0266(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O4 0.0255(18) 0.046(2) 0.0290(19) -0.0012(16) 0.0108(16) 0.0044(16) Br1 0.0674(4) 0.0288(3) 0.0303(3) 0.0083(2) 0.0111(3) 0.0175(3) Br2 0.0555(4) 0.0786(5) 0.0605(4) -0.0144(4) 0.0316(4) 0.0202(4) Cu1 0.0276(3) 0.0162(3) 0.0162(3) -0.00013(19) 0.0114(2) -0.0004(2) O1 0.045(2) 0.0203(16) 0.0203(16) -0.0030(13) 0.0148(15) 0.0048(15) O2 0.059(2) 0.0176(16) 0.0251(17) 0.0019(13) 0.0205(18) 0.0096(16) O3 0.0300(19) 0.042(2) 0.0322(19) -0.0023(16) 0.0155(16) 0.0074(16) N1 0.035(2) 0.0214(19) 0.0213(19) -0.0015(15) 0.0139(18) 0.0022(17) N2 0.033(3) 0.070(3) 0.037(3) -0.003(2) 0.007(2) 0.012(2) C1 0.038(3) 0.022(2) 0.024(2) -0.0033(18) 0.013(2) 0.005(2) C2 0.030(3) 0.021(2) 0.023(2) 0.0049(18) 0.008(2) 0.0045(19) C3 0.031(3) 0.023(2) 0.019(2) -0.0024(18) 0.010(2) 0.0009(19) C4 0.026(2) 0.017(2) 0.021(2) -0.0032(17) 0.0090(19) -0.0010(18) C5 0.032(3) 0.022(2) 0.020(2) 0.0001(18) 0.012(2) 0.0028(19) C6 0.026(2) 0.020(2) 0.024(2) -0.0016(18) 0.012(2) 0.0003(18) C7 0.034(3) 0.059(4) 0.051(4) 0.001(3) 0.016(3) 0.016(3) C8 0.035(3) 0.038(3) 0.043(3) -0.004(2) 0.021(3) 0.005(2) C9 0.031(3) 0.033(3) 0.035(3) -0.002(2) 0.015(2) 0.002(2) C10 0.030(3) 0.023(2) 0.033(3) 0.004(2) 0.016(2) 0.002(2) C11 0.039(3) 0.045(3) 0.032(3) 0.001(2) 0.015(3) 0.007(3) C12 0.028(3) 0.020(2) 0.035(3) 0.0037(19) 0.018(2) 0.0011(19) _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 O4 C12 1.253(6) . ? O4 Cu1 1.961(3) 3_666 ? Br1 C2 1.894(5) . ? Br2 C8 1.888(5) . ? Cu1 O4 1.961(3) 3_666 ? Cu1 O3 1.961(3) . ? Cu1 O2 1.976(3) 2_646 ? Cu1 O1 1.984(3) 4_575 ? Cu1 N1 2.171(4) . ? O1 C6 1.247(5) . ? O1 Cu1 1.984(3) 4_576 ? O2 C6 1.258(5) . ? O2 Cu1 1.976(3) 2_656 ? O3 C12 1.258(6) . ? N1 C1 1.331(6) . ? N1 C5 1.333(6) . ? N2 C7 1.326(8) . ? N2 C11 1.336(7) . ? C1 C2 1.384(7) . ? C1 H1 0.9300 . ? C2 C3 1.374(6) . ? C3 C4 1.387(6) . ? C3 H3 0.9300 . ? C4 C5 1.390(6) . ? C4 C6 1.506(6) . ? C5 H5 0.9300 . ? C7 C8 1.376(8) . ? C7 H7 0.9300 . ? C8 C9 1.373(7) . ? C9 C10 1.388(7) . ? C9 H9 0.9300 . ? C10 C11 1.383(7) . ? C10 C12 1.505(7) . ? C11 H11 0.9300 . ? 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 O4 Cu1 123.9(3) . 3_666 ? O4 Cu1 O3 167.97(14) 3_666 . ? O4 Cu1 O2 89.25(16) 3_666 2_646 ? O3 Cu1 O2 89.44(16) . 2_646 ? O4 Cu1 O1 89.21(15) 3_666 4_575 ? O3 Cu1 O1 89.53(15) . 4_575 ? O2 Cu1 O1 167.73(13) 2_646 4_575 ? O4 Cu1 N1 92.93(15) 3_666 . ? O3 Cu1 N1 99.08(15) . . ? O2 Cu1 N1 92.92(14) 2_646 . ? O1 Cu1 N1 99.32(13) 4_575 . ? O4 Cu1 Cu1 82.92(10) 3_666 3_666 ? O3 Cu1 Cu1 85.07(10) . 3_666 ? O2 Cu1 Cu1 80.63(10) 2_646 3_666 ? O1 Cu1 Cu1 87.10(9) 4_575 3_666 ? N1 Cu1 Cu1 172.34(11) . 3_666 ? C6 O1 Cu1 119.0(3) . 4_576 ? C6 O2 Cu1 126.9(3) . 2_656 ? C12 O3 Cu1 121.3(3) . . ? C1 N1 C5 118.6(4) . . ? C1 N1 Cu1 123.0(3) . . ? C5 N1 Cu1 118.3(3) . . ? C7 N2 C11 117.1(5) . . ? N1 C1 C2 121.4(4) . . ? N1 C1 H1 119.3 . . ? C2 C1 H1 119.3 . . ? C3 C2 C1 120.6(4) . . ? C3 C2 Br1 120.9(3) . . ? C1 C2 Br1 118.4(3) . . ? C2 C3 C4 117.9(4) . . ? C2 C3 H3 121.1 . . ? C4 C3 H3 121.1 . . ? C3 C4 C5 118.4(4) . . ? C3 C4 C6 122.4(4) . . ? C5 C4 C6 119.2(4) . . ? N1 C5 C4 123.0(4) . . ? N1 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? O1 C6 O2 126.2(4) . . ? O1 C6 C4 118.3(4) . . ? O2 C6 C4 115.5(4) . . ? N2 C7 C8 122.8(5) . . ? N2 C7 H7 118.6 . . ? C8 C7 H7 118.6 . . ? C9 C8 C7 120.3(5) . . ? C9 C8 Br2 120.5(4) . . ? C7 C8 Br2 119.3(4) . . ? C8 C9 C10 117.7(5) . . ? C8 C9 H9 121.2 . . ? C10 C9 H9 121.2 . . ? C11 C10 C9 118.3(5) . . ? C11 C10 C12 121.4(4) . . ? C9 C10 C12 120.4(4) . . ? N2 C11 C10 123.9(5) . . ? N2 C11 H11 118.0 . . ? C10 C11 H11 118.0 . . ? O4 C12 O3 126.8(4) . . ? O4 C12 C10 116.4(4) . . ? O3 C12 C10 116.8(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Cu1 O3 C12 -3.9(10) 3_666 . . . ? O2 Cu1 O3 C12 79.9(4) 2_646 . . . ? O1 Cu1 O3 C12 -87.9(4) 4_575 . . . ? N1 Cu1 O3 C12 172.8(4) . . . . ? Cu1 Cu1 O3 C12 -0.7(4) 3_666 . . . ? O4 Cu1 N1 C1 123.4(4) 3_666 . . . ? O3 Cu1 N1 C1 -55.9(4) . . . . ? O2 Cu1 N1 C1 34.0(4) 2_646 . . . ? O1 Cu1 N1 C1 -147.0(4) 4_575 . . . ? O4 Cu1 N1 C5 -53.0(4) 3_666 . . . ? O3 Cu1 N1 C5 127.7(4) . . . . ? O2 Cu1 N1 C5 -142.4(4) 2_646 . . . ? O1 Cu1 N1 C5 36.7(4) 4_575 . . . ? C5 N1 C1 C2 0.4(7) . . . . ? Cu1 N1 C1 C2 -175.9(4) . . . . ? N1 C1 C2 C3 -1.1(8) . . . . ? N1 C1 C2 Br1 -179.4(4) . . . . ? C1 C2 C3 C4 0.5(7) . . . . ? Br1 C2 C3 C4 178.6(4) . . . . ? C2 C3 C4 C5 0.9(7) . . . . ? C2 C3 C4 C6 -177.6(4) . . . . ? C1 N1 C5 C4 1.1(7) . . . . ? Cu1 N1 C5 C4 177.5(4) . . . . ? C3 C4 C5 N1 -1.7(7) . . . . ? C6 C4 C5 N1 176.9(4) . . . . ? Cu1 O1 C6 O2 -3.8(7) 4_576 . . . ? Cu1 O1 C6 C4 174.2(3) 4_576 . . . ? Cu1 O2 C6 O1 4.0(7) 2_656 . . . ? Cu1 O2 C6 C4 -174.0(3) 2_656 . . . ? C3 C4 C6 O1 -0.1(7) . . . . ? C5 C4 C6 O1 -178.6(5) . . . . ? C3 C4 C6 O2 178.1(5) . . . . ? C5 C4 C6 O2 -0.4(7) . . . . ? C11 N2 C7 C8 1.1(10) . . . . ? N2 C7 C8 C9 -0.8(10) . . . . ? N2 C7 C8 Br2 178.4(5) . . . . ? C7 C8 C9 C10 -0.5(8) . . . . ? Br2 C8 C9 C10 -179.7(4) . . . . ? C8 C9 C10 C11 1.3(7) . . . . ? C8 C9 C10 C12 -177.9(5) . . . . ? C7 N2 C11 C10 -0.3(9) . . . . ? C9 C10 C11 N2 -1.0(8) . . . . ? C12 C10 C11 N2 178.2(5) . . . . ? Cu1 O4 C12 O3 0.6(7) 3_666 . . . ? Cu1 O4 C12 C10 179.5(3) 3_666 . . . ? Cu1 O3 C12 O4 0.3(7) . . . . ? Cu1 O3 C12 C10 -178.6(3) . . . . ? C11 C10 C12 O4 175.7(5) . . . . ? C9 C10 C12 O4 -5.1(7) . . . . ? C11 C10 C12 O3 -5.3(7) . . . . ? C9 C10 C12 O3 173.9(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.532 _refine_diff_density_min -1.155 _refine_diff_density_rms 0.215 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 760782' #TrackingRef '- CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 Br2 Cu N2 O6' _chemical_formula_weight 501.58 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' Br Br -0.2901 2.4595 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.981(3) _cell_length_b 11.2127(11) _cell_length_c 11.0879(11) _cell_angle_alpha 90.00 _cell_angle_beta 93.681(2) _cell_angle_gamma 90.00 _cell_volume 3223.4(6) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4273 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 27.66 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 2.067 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1944 _exptl_absorpt_coefficient_mu 6.343 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.615262 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'APEX II 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 8096 _diffrn_reflns_av_R_equivalents 0.0205 _diffrn_reflns_av_sigmaI/netI 0.0226 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2847 _reflns_number_gt 2545 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _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. Standard geometry constraints were applied for the water molecules in the initial structural refinement. ; _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^)+(0.0246P)^2^+8.7615P] 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 SHELXL _refine_ls_extinction_coef 0.00253(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2847 _refine_ls_number_parameters 211 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0290 _refine_ls_R_factor_gt 0.0244 _refine_ls_wR_factor_ref 0.0584 _refine_ls_wR_factor_gt 0.0563 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 1.0000 0.65777(4) 0.2500 0.01551(12) Uani 1 2 d S . . Cu2 Cu 0.7500 0.7500 0.5000 0.01955(13) Uani 1 2 d S . . Br1 Br 0.946133(14) 1.12411(3) 0.08268(3) 0.04152(13) Uani 1 1 d . . . Br2 Br 1.174172(16) 0.24176(4) 0.00034(3) 0.05599(15) Uani 1 1 d . . . O1 O 0.80813(7) 0.78128(18) 0.39972(18) 0.0255(4) Uani 1 1 d . . . O2 O 0.78668(9) 0.9639(2) 0.3316(2) 0.0456(6) Uani 1 1 d . . . O3 O 1.05442(7) 0.53705(17) 0.24483(16) 0.0220(4) Uani 1 1 d . . . O4 O 1.07362(8) 0.50782(19) 0.44236(17) 0.0288(5) Uani 1 1 d . . . O5 O 1.00703(8) 0.66599(18) 0.03630(18) 0.0292(5) Uani 1 1 d . . . H5A H 1.0329 0.6243 0.0191 0.044 Uiso 1 1 d R . . H5B H 0.9783 0.6297 0.0327 0.044 Uiso 1 1 d R . . O6 O 0.75118(10) 0.5423(2) 0.4225(2) 0.0450(6) Uani 1 1 d D . . H6A H 0.7424 0.5053 0.4848 0.068 Uiso 1 1 d RD . . H6B H 0.7434 0.5095 0.3547 0.068 Uiso 1 1 d RD . . N1 N 0.94358(8) 0.78734(19) 0.2243(2) 0.0186(5) Uani 1 1 d . . . N2 N 1.19761(8) 0.2954(2) 0.3655(2) 0.0207(5) Uani 1 1 d . . . C1 C 0.81578(11) 0.8772(3) 0.3425(3) 0.0239(6) Uani 1 1 d . . . C2 C 0.86560(10) 0.8808(2) 0.2785(2) 0.0206(6) Uani 1 1 d . . . C3 C 0.87835(11) 0.9834(3) 0.2179(3) 0.0250(6) Uani 1 1 d . . . H3 H 0.8570 1.0499 0.2169 0.030 Uiso 1 1 calc R . . C4 C 0.92361(11) 0.9847(2) 0.1590(3) 0.0251(6) Uani 1 1 d . . . C5 C 0.95458(11) 0.8851(2) 0.1609(3) 0.0235(6) Uani 1 1 d . . . H5 H 0.9839 0.8855 0.1171 0.028 Uiso 1 1 calc R . . C6 C 0.89987(10) 0.7855(2) 0.2815(2) 0.0190(6) Uani 1 1 d . . . H6 H 0.8921 0.7177 0.3252 0.023 Uiso 1 1 calc R . . C7 C 1.08016(10) 0.4911(2) 0.3335(2) 0.0185(6) Uani 1 1 d . . . C8 C 1.12300(10) 0.4088(2) 0.3010(2) 0.0193(6) Uani 1 1 d . . . C9 C 1.12761(11) 0.3733(3) 0.1829(3) 0.0258(6) Uani 1 1 d . . . H9 H 1.1047 0.4002 0.1209 0.031 Uiso 1 1 calc R . . C10 C 1.16739(11) 0.2965(3) 0.1600(3) 0.0256(6) Uani 1 1 d . . . C11 C 1.20207(11) 0.2594(2) 0.2516(2) 0.0229(6) Uani 1 1 d . . . H11 H 1.2289 0.2087 0.2341 0.027 Uiso 1 1 calc R . . C12 C 1.15868(10) 0.3682(2) 0.3897(2) 0.0207(6) Uani 1 1 d . . . H12 H 1.1555 0.3923 0.4691 0.025 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 0.0120(2) 0.0141(2) 0.0205(2) 0.000 0.00170(17) 0.000 Cu2 0.0115(2) 0.0282(3) 0.0191(2) 0.00861(19) 0.00219(18) 0.00446(18) Br1 0.0463(2) 0.02865(19) 0.0522(2) 0.02027(15) 0.02334(17) 0.00630(14) Br2 0.0576(3) 0.0819(3) 0.0273(2) -0.02325(18) -0.00666(16) 0.0327(2) O1 0.0174(10) 0.0317(11) 0.0280(11) 0.0123(9) 0.0070(8) 0.0062(8) O2 0.0345(13) 0.0332(13) 0.0724(18) 0.0184(12) 0.0288(12) 0.0177(10) O3 0.0219(10) 0.0234(10) 0.0205(10) 0.0028(8) -0.0008(8) 0.0088(8) O4 0.0267(11) 0.0405(12) 0.0190(10) -0.0017(9) 0.0009(8) 0.0109(9) O5 0.0309(11) 0.0268(11) 0.0306(11) 0.0010(9) 0.0056(9) -0.0012(9) O6 0.0568(16) 0.0365(14) 0.0415(14) -0.0030(11) 0.0012(12) -0.0066(12) N1 0.0159(11) 0.0187(11) 0.0217(12) 0.0018(9) 0.0049(9) 0.0020(9) N2 0.0159(11) 0.0234(12) 0.0229(12) 0.0034(10) 0.0012(9) 0.0030(9) C1 0.0179(14) 0.0271(16) 0.0272(15) 0.0025(12) 0.0055(12) 0.0023(12) C2 0.0174(14) 0.0240(15) 0.0206(14) 0.0010(11) 0.0017(11) 0.0010(11) C3 0.0230(15) 0.0209(15) 0.0319(16) 0.0059(12) 0.0070(12) 0.0069(12) C4 0.0277(15) 0.0208(14) 0.0274(15) 0.0096(12) 0.0072(12) 0.0015(12) C5 0.0194(14) 0.0277(15) 0.0244(15) 0.0059(12) 0.0078(11) 0.0020(11) C6 0.0175(13) 0.0192(13) 0.0204(14) 0.0029(11) 0.0026(11) 0.0006(11) C7 0.0152(13) 0.0168(13) 0.0234(15) 0.0022(11) 0.0008(11) -0.0016(10) C8 0.0183(13) 0.0198(14) 0.0198(14) 0.0027(11) 0.0005(11) 0.0014(11) C9 0.0260(16) 0.0294(16) 0.0210(15) -0.0009(12) -0.0058(12) 0.0069(12) C10 0.0287(16) 0.0290(16) 0.0186(14) -0.0066(12) -0.0014(12) 0.0051(12) C11 0.0192(14) 0.0240(15) 0.0255(15) -0.0009(12) 0.0013(12) 0.0050(11) C12 0.0183(14) 0.0247(15) 0.0191(14) 0.0032(11) 0.0006(11) 0.0032(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 O3 1.9608(18) 2_755 ? Cu1 O3 1.9608(18) . ? Cu1 N1 2.071(2) 2_755 ? Cu1 N1 2.071(2) . ? Cu1 O5 2.390(2) . ? Cu1 O5 2.390(2) 2_755 ? Cu2 O1 1.9637(18) . ? Cu2 O1 1.9637(18) 7_666 ? Cu2 N2 2.019(2) 3_455 ? Cu2 N2 2.019(2) 5_766 ? Cu2 O6 2.483(2) . ? Br1 C4 1.888(3) . ? Br2 C10 1.892(3) . ? O1 C1 1.271(3) . ? O2 C1 1.233(4) . ? O3 C7 1.263(3) . ? O4 C7 1.244(3) . ? O5 H5A 0.8500 . ? O5 H5B 0.8502 . ? O6 H6A 0.8500 . ? O6 H6B 0.8500 . ? N1 C6 1.336(3) . ? N1 C5 1.342(3) . ? N2 C11 1.337(4) . ? N2 C12 1.340(3) . ? N2 Cu2 2.019(2) 3_545 ? C1 C2 1.516(4) . ? C2 C3 1.383(4) . ? C2 C6 1.390(4) . ? C3 C4 1.382(4) . ? C3 H3 0.9300 . ? C4 C5 1.376(4) . ? C5 H5 0.9300 . ? C6 H6 0.9300 . ? C7 C8 1.507(4) . ? C8 C9 1.382(4) . ? C8 C12 1.384(4) . ? C9 C10 1.382(4) . ? C9 H9 0.9300 . ? C10 C11 1.378(4) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? 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 O3 Cu1 O3 92.69(12) 2_755 . ? O3 Cu1 N1 170.31(8) 2_755 2_755 ? O3 Cu1 N1 89.03(8) . 2_755 ? O3 Cu1 N1 89.03(8) 2_755 . ? O3 Cu1 N1 170.31(8) . . ? N1 Cu1 N1 90.87(12) 2_755 . ? O3 Cu1 O5 99.02(7) 2_755 . ? O3 Cu1 O5 84.06(7) . . ? N1 Cu1 O5 90.64(8) 2_755 . ? N1 Cu1 O5 86.26(8) . . ? O3 Cu1 O5 84.06(7) 2_755 2_755 ? O3 Cu1 O5 99.02(7) . 2_755 ? N1 Cu1 O5 86.26(8) 2_755 2_755 ? N1 Cu1 O5 90.64(8) . 2_755 ? O5 Cu1 O5 175.58(10) . 2_755 ? O1 Cu2 O1 180.00(6) . 7_666 ? O1 Cu2 N2 92.47(8) . 3_455 ? O1 Cu2 N2 87.53(8) 7_666 3_455 ? O1 Cu2 N2 87.53(8) . 5_766 ? O1 Cu2 N2 92.47(8) 7_666 5_766 ? N2 Cu2 N2 180.000(1) 3_455 5_766 ? O1 Cu2 O6 86.82(8) . . ? O1 Cu2 O6 93.18(8) 7_666 . ? N2 Cu2 O6 90.20(9) 3_455 . ? N2 Cu2 O6 89.80(9) 5_766 . ? C1 O1 Cu2 125.76(17) . . ? C7 O3 Cu1 127.29(17) . . ? Cu1 O5 H5A 108.2 . . ? Cu1 O5 H5B 84.5 . . ? H5A O5 H5B 115.5 . . ? Cu2 O6 H6A 99.6 . . ? Cu2 O6 H6B 134.8 . . ? H6A O6 H6B 116.5 . . ? C6 N1 C5 118.5(2) . . ? C6 N1 Cu1 122.62(18) . . ? C5 N1 Cu1 118.20(18) . . ? C11 N2 C12 119.0(2) . . ? C11 N2 Cu2 121.75(18) . 3_545 ? C12 N2 Cu2 119.17(19) . 3_545 ? O2 C1 O1 127.0(3) . . ? O2 C1 C2 118.0(3) . . ? O1 C1 C2 114.9(2) . . ? C3 C2 C6 118.6(3) . . ? C3 C2 C1 119.2(2) . . ? C6 C2 C1 122.2(2) . . ? C4 C3 C2 118.5(3) . . ? C4 C3 H3 120.8 . . ? C2 C3 H3 120.8 . . ? C5 C4 C3 119.9(3) . . ? C5 C4 Br1 118.8(2) . . ? C3 C4 Br1 121.3(2) . . ? N1 C5 C4 121.8(3) . . ? N1 C5 H5 119.1 . . ? C4 C5 H5 119.1 . . ? N1 C6 C2 122.6(2) . . ? N1 C6 H6 118.7 . . ? C2 C6 H6 118.7 . . ? O4 C7 O3 126.5(2) . . ? O4 C7 C8 118.3(2) . . ? O3 C7 C8 115.2(2) . . ? C9 C8 C12 118.9(3) . . ? C9 C8 C7 120.9(2) . . ? C12 C8 C7 120.2(2) . . ? C8 C9 C10 117.7(3) . . ? C8 C9 H9 121.1 . . ? C10 C9 H9 121.1 . . ? C11 C10 C9 120.9(3) . . ? C11 C10 Br2 119.8(2) . . ? C9 C10 Br2 119.3(2) . . ? N2 C11 C10 120.9(3) . . ? N2 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? N2 C12 C8 122.6(3) . . ? N2 C12 H12 118.7 . . ? C8 C12 H12 118.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Cu2 O1 C1 53.0(2) 3_455 . . . ? N2 Cu2 O1 C1 -127.0(2) 5_766 . . . ? O6 Cu2 O1 C1 143.1(2) . . . . ? O3 Cu1 O3 C7 -91.0(2) 2_755 . . . ? O5 Cu1 O3 C7 170.2(2) . . . . ? O5 Cu1 O3 C7 -6.6(2) 2_755 . . . ? N1 Cu1 N1 C6 -131.0(2) 2_755 . . . ? O5 Cu1 N1 C6 138.4(2) . . . . ? O5 Cu1 N1 C6 -44.8(2) 2_755 . . . ? N1 Cu1 N1 C5 39.45(17) 2_755 . . . ? O5 Cu1 N1 C5 -51.1(2) . . . . ? O5 Cu1 N1 C5 125.7(2) 2_755 . . . ? Cu2 O1 C1 O2 -6.0(5) . . . . ? Cu2 O1 C1 C2 176.17(18) . . . . ? O2 C1 C2 C3 4.6(4) . . . . ? O1 C1 C2 C3 -177.4(3) . . . . ? O2 C1 C2 C6 -177.4(3) . . . . ? O1 C1 C2 C6 0.6(4) . . . . ? C6 C2 C3 C4 2.6(4) . . . . ? C1 C2 C3 C4 -179.3(3) . . . . ? C2 C3 C4 C5 0.4(4) . . . . ? C2 C3 C4 Br1 -176.0(2) . . . . ? C6 N1 C5 C4 3.5(4) . . . . ? Cu1 N1 C5 C4 -167.3(2) . . . . ? C3 C4 C5 N1 -3.6(5) . . . . ? Br1 C4 C5 N1 172.9(2) . . . . ? C5 N1 C6 C2 -0.3(4) . . . . ? Cu1 N1 C6 C2 170.1(2) . . . . ? C3 C2 C6 N1 -2.7(4) . . . . ? C1 C2 C6 N1 179.2(3) . . . . ? Cu1 O3 C7 O4 5.1(4) . . . . ? Cu1 O3 C7 C8 -174.45(17) . . . . ? O4 C7 C8 C9 170.7(3) . . . . ? O3 C7 C8 C9 -9.7(4) . . . . ? O4 C7 C8 C12 -9.7(4) . . . . ? O3 C7 C8 C12 169.9(2) . . . . ? C12 C8 C9 C10 1.3(4) . . . . ? C7 C8 C9 C10 -179.1(3) . . . . ? C8 C9 C10 C11 -1.8(5) . . . . ? C8 C9 C10 Br2 178.3(2) . . . . ? C12 N2 C11 C10 0.2(4) . . . . ? Cu2 N2 C11 C10 -176.6(2) 3_545 . . . ? C9 C10 C11 N2 1.1(5) . . . . ? Br2 C10 C11 N2 -179.0(2) . . . . ? C11 N2 C12 C8 -0.7(4) . . . . ? Cu2 N2 C12 C8 176.2(2) 3_545 . . . ? C9 C8 C12 N2 -0.1(4) . . . . ? C7 C8 C12 N2 -179.7(2) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.840 _refine_diff_density_min -0.742 _refine_diff_density_rms 0.069 #===END