# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full CrystEngComm #TrackingRef '- ccdc_deposit_1.cif' _journal_coden_Cambridge 1350 #------------------ AUDIT DETAILS -------------------------------------------# _audit_creation_date 2010-12-06 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_update_record ? #============================================================================== # # SUBMISSION DETAILS _publ_contact_author_name 'Lu, Kuang-Lieh' # Name of author for correspondence _publ_contact_author_address ; ? ; # Address of author for correspondence _publ_contact_author_email lu@chem.sinica.edu.tw _publ_contact_author_fax ? _publ_contact_author_phone ? _publ_contact_letter ; Submission dated :2010-12-06 Please consider this CIF for submission to the Cambridge Crystallographic Data Centre. I certify that all authors have seen and approved of this submission, that all have made significant scientific contributions to the work reported, and that all share responsibility and accountability for the results. This CIF is submitted as part of a journal submission ; #============================================================================== # # TITLE AND AUTHOR LIST _publ_section_title ; ? ; _publ_section_title_footnote ; ? ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_footnote _publ_author_address #<--'Last name, first name' ; ? ; ;? ; loop_ _publ_author_name 'Chen-I Yang' 'Yu-Tang Song' 'Yung-Jie Yeh' 'Tien-Wen Tseng' 'Kuang-Lieh Lu' # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment '- ccdc_deposit_3.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-12-10 at 11:27:43 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : 8428 dreduc struct #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# #============================================================================== # #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_8428 _database_code_depnum_ccdc_archive 'CCDC 777401' #TrackingRef '- ccdc_deposit_3.cif' _audit_creation_date 2010-12-10T11:27:43-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C12 H20 Co3 O10 P3' _chemical_formula_sum 'C12 H19 Co3 O11 P3' _chemical_formula_weight 608.97 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pcab _symmetry_space_group_name_Hall '-P 2bc 2ac' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z+1/2' 'x+1/2, -y, -z+1/2' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, y-1/2, -z-1/2' '-x-1/2, y, z-1/2' 'x-1/2, -y-1/2, z' _cell_length_a 10.0780(2) _cell_length_b 16.9209(3) _cell_length_c 20.2287(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3449.58(11) _cell_formula_units_Z 8 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 24373 _cell_measurement_theta_min 2.037 _cell_measurement_theta_max 25.35 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 2.345 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2440 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.192 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_absorpt_correction_T_min 0.8156 _exptl_absorpt_correction_T_max 0.9381 _exptl_special_details ; Comment on transmission values: The program SADABS (v2.06) outputs the ratio of minimum to maximum apparent transmission (0.86935). We have set T(max) to the expected value, i.e. exp(-r_min*mu) and we calculate T(min) from the minimum to maximum apparent transmission given by SADABS. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.225232E-1 _diffrn_orient_matrix_ub_12 -0.98088E-2 _diffrn_orient_matrix_ub_13 -0.04744 _diffrn_orient_matrix_ub_21 -0.775023E-1 _diffrn_orient_matrix_ub_22 0.366179E-1 _diffrn_orient_matrix_ub_23 0.38354E-2 _diffrn_orient_matrix_ub_31 0.577227E-1 _diffrn_orient_matrix_ub_32 0.453382E-1 _diffrn_orient_matrix_ub_33 -0.133612E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0829 _diffrn_reflns_av_unetI/netI 0.0467 _diffrn_reflns_number 30987 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 25.36 _diffrn_reflns_theta_full 25.36 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 3133 _reflns_number_gt 2365 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; The C-bound H atoms of the methylene and methy groups were placed in calculated positions and were refined in the riding-model approximation with Uiso(H) = 1.2Ueq(C). Due to the uncertainty in locating the H atoms of the coordinated water molecules O10 and O11 from the difference Fourier maps, no attempt was made to assign the hydrogen atom positions of O10 and O11. The contributions from the missing H atoms of coordinated water molecules were still included in the formula, formula weight, calculated density, mu and F(000). There is difference between the reported and calculated values. 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^ > 2\s(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^)+(0.0928P)^2^+10.2214P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 3133 _refine_ls_number_parameters 264 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0774 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1739 _refine_ls_wR_factor_gt 0.1397 _refine_ls_goodness_of_fit_ref 1.185 _refine_ls_restrained_S_all 1.185 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.026 _refine_diff_density_min -1.297 _refine_diff_density_rms 0.315 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 0.10356(9) 0.43788(6) 0.43713(4) 0.0137(3) Uani 1 1 d . . . Co2 Co -0.19413(10) 0.34484(6) 0.43916(5) 0.0205(3) Uani 1 1 d . . . Co3 Co 0.02021(10) 0.56500(6) 0.05708(5) 0.0203(3) Uani 1 1 d . . . P1 P 0.07273(17) 0.26335(11) 0.38130(8) 0.0142(4) Uani 1 1 d . . . P2 P 0.29797(17) 0.08254(11) 0.07506(8) 0.0129(4) Uani 1 1 d . . . P3 P 0.31620(16) 0.48291(10) 0.08950(8) 0.0115(4) Uani 1 1 d . . . O1 O 0.1572(5) 0.3350(3) 0.4001(2) 0.0196(11) Uani 1 1 d . . . O2 O -0.0650(5) 0.2664(3) 0.4126(2) 0.0211(12) Uani 1 1 d . . . O3 O 0.1348(5) 0.1841(3) 0.4024(3) 0.0233(12) Uani 1 1 d . . . O4 O 0.1959(5) 0.0250(3) 0.1054(3) 0.0255(13) Uani 1 1 d . . . O5 O 0.4040(5) 0.0347(3) 0.0369(2) 0.0177(11) Uani 1 1 d . . . O6 O 0.2348(5) 0.1449(3) 0.0307(2) 0.0262(13) Uani 1 1 d . . . O7 O 0.3343(5) 0.4313(3) 0.0282(2) 0.0169(11) Uani 1 1 d . . . O8 O 0.4107(5) 0.5565(3) 0.0844(2) 0.0149(10) Uani 1 1 d . . . O9 O 0.1767(4) 0.5117(3) 0.1001(2) 0.0161(11) Uani 1 1 d . . . O10 O -0.0974(5) 0.6424(3) 0.0050(2) 0.0202(11) Uani 1 1 d . . . O11 O -0.0959(5) 0.5896(3) 0.1428(3) 0.0269(13) Uani 1 1 d . . . C1 C 0.0457(6) 0.2637(4) 0.2932(3) 0.0155(15) Uani 1 1 d . . . H1A H -0.0006 0.2152 0.2823 0.019 Uiso 1 1 calc R . . H1B H -0.0147 0.3068 0.2836 0.019 Uiso 1 1 calc R . . C2 C 0.1617(6) 0.2710(4) 0.2458(3) 0.0130(14) Uani 1 1 d . . . C3 C 0.2211(6) 0.2009(4) 0.2211(3) 0.0160(15) Uani 1 1 d . . . C4 C 0.1834(8) 0.1205(4) 0.2489(4) 0.0222(17) Uani 1 1 d . . . H4A H 0.1142 0.1268 0.2811 0.033 Uiso 1 1 calc R . . H4B H 0.2596 0.0968 0.2694 0.033 Uiso 1 1 calc R . . H4C H 0.1526 0.0872 0.2137 0.033 Uiso 1 1 calc R . . C5 C 0.3802(7) 0.1310(4) 0.1428(3) 0.0146(15) Uani 1 1 d . . . H5A H 0.3888 0.0929 0.1784 0.018 Uiso 1 1 calc R . . H5B H 0.4692 0.1444 0.1284 0.018 Uiso 1 1 calc R . . C6 C 0.3172(7) 0.2055(4) 0.1714(3) 0.0123(14) Uani 1 1 d . . . C7 C 0.3622(7) 0.2794(4) 0.1482(3) 0.0142(14) Uani 1 1 d . . . C8 C 0.4675(7) 0.2824(4) 0.0952(4) 0.0198(16) Uani 1 1 d . . . H8A H 0.488 0.3364 0.0851 0.03 Uiso 1 1 calc R . . H8B H 0.4355 0.2564 0.0561 0.03 Uiso 1 1 calc R . . H8C H 0.546 0.2561 0.1106 0.03 Uiso 1 1 calc R . . C9 C 0.3725(7) 0.4284(4) 0.1610(3) 0.0126(14) Uani 1 1 d . . . H9A H 0.4672 0.4199 0.156 0.015 Uiso 1 1 calc R . . H9B H 0.3604 0.4619 0.1994 0.015 Uiso 1 1 calc R . . C10 C 0.3093(6) 0.3491(4) 0.1762(3) 0.0149(15) Uani 1 1 d . . . C11 C 0.2057(6) 0.3445(4) 0.2232(3) 0.0126(14) Uani 1 1 d . . . C12 C 0.1461(7) 0.4212(4) 0.2481(3) 0.0174(15) Uani 1 1 d . . . H12A H 0.1214 0.4536 0.2112 0.026 Uiso 1 1 calc R . . H12B H 0.2102 0.4486 0.2747 0.026 Uiso 1 1 calc R . . H12C H 0.0689 0.4098 0.2743 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 Co1 0.0132(5) 0.0128(5) 0.0149(5) -0.0001(4) -0.0010(4) -0.0005(4) Co2 0.0187(6) 0.0197(6) 0.0232(6) -0.0023(4) 0.0025(4) -0.0009(4) Co3 0.0110(5) 0.0291(6) 0.0208(5) 0.0110(4) 0.0036(4) 0.0042(4) P1 0.0149(9) 0.0147(10) 0.0130(9) -0.0026(7) -0.0006(7) 0.0061(7) P2 0.0121(9) 0.0140(9) 0.0126(8) -0.0033(7) 0.0020(7) -0.0018(7) P3 0.0112(9) 0.0101(9) 0.0132(8) 0.0012(7) -0.0006(7) -0.0012(7) O1 0.020(3) 0.018(3) 0.021(3) -0.007(2) -0.001(2) 0.003(2) O2 0.022(3) 0.021(3) 0.021(3) 0.002(2) 0.012(2) 0.007(2) O3 0.021(3) 0.016(3) 0.033(3) -0.003(2) -0.011(2) 0.007(2) O4 0.026(3) 0.027(3) 0.024(3) -0.009(2) 0.009(2) -0.016(2) O5 0.015(2) 0.018(3) 0.019(2) -0.008(2) 0.004(2) 0.000(2) O6 0.028(3) 0.037(3) 0.014(2) -0.005(2) -0.006(2) 0.009(3) O7 0.021(3) 0.016(3) 0.013(2) -0.003(2) 0.001(2) 0.001(2) O8 0.015(2) 0.008(2) 0.022(3) 0.001(2) 0.001(2) -0.0008(19) O9 0.011(2) 0.019(3) 0.018(2) 0.003(2) -0.0002(19) 0.002(2) O10 0.019(3) 0.018(3) 0.024(3) 0.000(2) 0.000(2) 0.001(2) O11 0.024(3) 0.034(3) 0.022(3) -0.003(2) 0.004(2) -0.005(2) C1 0.017(3) 0.018(4) 0.012(3) -0.002(3) -0.001(3) -0.001(3) C2 0.012(3) 0.015(4) 0.012(3) -0.002(3) -0.001(3) -0.002(3) C3 0.014(3) 0.019(4) 0.015(3) 0.000(3) 0.000(3) -0.002(3) C4 0.032(4) 0.012(4) 0.022(4) -0.004(3) 0.009(3) -0.009(3) C5 0.016(3) 0.012(4) 0.016(3) 0.005(3) 0.002(3) 0.001(3) C6 0.020(3) 0.008(3) 0.009(3) 0.000(3) -0.002(3) 0.003(3) C7 0.015(3) 0.017(4) 0.010(3) 0.001(3) -0.004(3) -0.001(3) C8 0.018(4) 0.017(4) 0.024(4) -0.001(3) 0.003(3) 0.002(3) C9 0.015(3) 0.010(3) 0.013(3) 0.002(3) -0.005(3) -0.002(3) C10 0.014(3) 0.016(4) 0.015(3) 0.001(3) -0.004(3) 0.003(3) C11 0.016(3) 0.009(3) 0.012(3) -0.006(3) -0.003(3) 0.000(3) C12 0.021(4) 0.017(4) 0.015(3) -0.002(3) 0.002(3) 0.002(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O4 1.944(5) 6_566 ? Co1 O7 1.949(5) 7_656 ? Co1 O1 1.970(5) . ? Co1 O8 1.994(5) 3_465 ? Co2 O6 1.904(5) 2 ? Co2 O2 1.935(5) . ? Co2 O3 1.941(5) 8_565 ? Co2 O8 2.033(5) 3_465 ? Co3 O9 2.014(5) . ? Co3 O10 2.057(5) . ? Co3 O5 2.093(5) 8_565 ? Co3 O5 2.113(5) 4 ? Co3 O11 2.133(5) . ? P1 O2 1.527(5) . ? P1 O1 1.530(5) . ? P1 O3 1.540(5) . ? P1 C1 1.802(7) . ? P2 O6 1.526(6) . ? P2 O4 1.543(5) . ? P2 O5 1.547(5) . ? P2 C5 1.798(7) . ? P3 O9 1.503(5) . ? P3 O7 1.528(5) . ? P3 O8 1.571(5) . ? P3 C9 1.807(7) . ? O3 Co2 1.941(5) 8_665 ? O4 Co1 1.944(5) 6_556 ? O5 Co3 2.093(5) 8_665 ? O5 Co3 2.113(5) 4_545 ? O6 Co2 1.904(5) 2_554 ? O7 Co1 1.949(5) 7_655 ? O8 Co1 1.994(5) 3_565 ? O8 Co2 2.033(5) 3_565 ? C1 C2 1.519(9) . ? C1 H1A 0.97 . ? C1 H1B 0.97 . ? C2 C11 1.398(10) . ? C2 C3 1.419(10) . ? C3 C6 1.399(10) . ? C3 C4 1.519(10) . ? C4 H4A 0.96 . ? C4 H4B 0.96 . ? C4 H4C 0.96 . ? C5 C6 1.526(9) . ? C5 H5A 0.97 . ? C5 H5B 0.97 . ? C6 C7 1.410(9) . ? C7 C10 1.412(10) . ? C7 C8 1.509(10) . ? C8 H8A 0.96 . ? C8 H8B 0.96 . ? C8 H8C 0.96 . ? C9 C10 1.517(9) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C10 C11 1.414(10) . ? C11 C12 1.515(9) . ? C12 H12A 0.96 . ? C12 H12B 0.96 . ? C12 H12C 0.96 . ? 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 O4 Co1 O7 107.9(2) 6_566 7_656 ? O4 Co1 O1 111.7(2) 6_566 . ? O7 Co1 O1 102.7(2) 7_656 . ? O4 Co1 O8 109.5(2) 6_566 3_465 ? O7 Co1 O8 121.5(2) 7_656 3_465 ? O1 Co1 O8 103.11(19) . 3_465 ? O6 Co2 O2 118.5(2) 2 . ? O6 Co2 O3 101.8(2) 2 8_565 ? O2 Co2 O3 108.5(2) . 8_565 ? O6 Co2 O8 105.4(2) 2 3_465 ? O2 Co2 O8 98.6(2) . 3_465 ? O3 Co2 O8 125.4(2) 8_565 3_465 ? O9 Co3 O10 163.2(2) . . ? O9 Co3 O5 99.29(19) . 8_565 ? O10 Co3 O5 95.21(19) . 8_565 ? O9 Co3 O5 89.82(19) . 4 ? O10 Co3 O5 84.36(19) . 4 ? O5 Co3 O5 80.30(19) 8_565 4 ? O9 Co3 O11 99.6(2) . . ? O10 Co3 O11 88.6(2) . . ? O5 Co3 O11 90.5(2) 8_565 . ? O5 Co3 O11 167.85(19) 4 . ? O2 P1 O1 112.1(3) . . ? O2 P1 O3 106.5(3) . . ? O1 P1 O3 113.3(3) . . ? O2 P1 C1 105.8(3) . . ? O1 P1 C1 109.1(3) . . ? O3 P1 C1 109.8(3) . . ? O6 P2 O4 113.1(3) . . ? O6 P2 O5 110.9(3) . . ? O4 P2 O5 109.2(3) . . ? O6 P2 C5 109.0(3) . . ? O4 P2 C5 107.0(3) . . ? O5 P2 C5 107.5(3) . . ? O9 P3 O7 114.4(3) . . ? O9 P3 O8 108.6(3) . . ? O7 P3 O8 109.1(3) . . ? O9 P3 C9 110.2(3) . . ? O7 P3 C9 108.7(3) . . ? O8 P3 C9 105.4(3) . . ? P1 O1 Co1 129.9(3) . . ? P1 O2 Co2 138.6(3) . . ? P1 O3 Co2 133.4(3) . 8_665 ? P2 O4 Co1 128.4(3) . 6_556 ? P2 O5 Co3 135.4(3) . 8_665 ? P2 O5 Co3 124.8(3) . 4_545 ? Co3 O5 Co3 99.70(19) 8_665 4_545 ? P2 O6 Co2 136.5(3) . 2_554 ? P3 O7 Co1 140.6(3) . 7_655 ? P3 O8 Co1 130.0(3) . 3_565 ? P3 O8 Co2 110.5(3) . 3_565 ? Co1 O8 Co2 114.6(2) 3_565 3_565 ? P3 O9 Co3 144.7(3) . . ? C2 C1 P1 120.6(5) . . ? C2 C1 H1A 107.2 . . ? P1 C1 H1A 107.2 . . ? C2 C1 H1B 107.2 . . ? P1 C1 H1B 107.2 . . ? H1A C1 H1B 106.8 . . ? C11 C2 C3 119.7(6) . . ? C11 C2 C1 121.6(6) . . ? C3 C2 C1 118.6(6) . . ? C6 C3 C2 119.8(6) . . ? C6 C3 C4 119.3(6) . . ? C2 C3 C4 120.9(6) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 P2 118.3(5) . . ? C6 C5 H5A 107.7 . . ? P2 C5 H5A 107.7 . . ? C6 C5 H5B 107.7 . . ? P2 C5 H5B 107.7 . . ? H5A C5 H5B 107.1 . . ? C3 C6 C7 120.7(6) . . ? C3 C6 C5 121.0(6) . . ? C7 C6 C5 118.2(6) . . ? C6 C7 C10 119.1(6) . . ? C6 C7 C8 119.4(6) . . ? C10 C7 C8 121.5(6) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C10 C9 P3 118.8(5) . . ? C10 C9 H9A 107.6 . . ? P3 C9 H9A 107.6 . . ? C10 C9 H9B 107.6 . . ? P3 C9 H9B 107.6 . . ? H9A C9 H9B 107 . . ? C7 C10 C11 120.2(6) . . ? C7 C10 C9 119.9(6) . . ? C11 C10 C9 119.6(6) . . ? C2 C11 C10 120.1(6) . . ? C2 C11 C12 121.8(6) . . ? C10 C11 C12 118.0(6) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment '- ccdc_deposit_2.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2010-12-08 at 16:41:30 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : p-1 p-1pcf sadabs struct #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_p-1 _database_code_depnum_ccdc_archive 'CCDC 777402' #TrackingRef '- ccdc_deposit_2.cif' _audit_creation_date 2010-12-08T16:41:30-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C12 H21 Cu2 O11 P3' _chemical_formula_sum 'C12 H21 Cu2 O11 P3' _chemical_formula_weight 561.28 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8381(5) _cell_length_b 9.0763(5) _cell_length_c 12.3127(8) _cell_angle_alpha 95.218(2) _cell_angle_beta 101.701(2) _cell_angle_gamma 111.775(2) _cell_volume 883.03(9) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 2485 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 25.09 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.111 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.740 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_absorpt_correction_T_min 0.7462 _exptl_absorpt_correction_T_max 0.8962 _exptl_special_details ; Comment on transmission values: The program SADABS (v2.06) outputs the ratio of minimum to maximum apparent transmission (0.832550). We have set T(max) to the expected value, i.e. exp(-r_min*mu) and we calculate T(min) from the minimum to maximum apparent transmission given by SADABS. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0252 _diffrn_reflns_av_unetI/netI 0.0394 _diffrn_reflns_number 5810 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.46 _diffrn_reflns_theta_max 25.09 _diffrn_reflns_theta_full 25.09 _diffrn_measured_fraction_theta_full 0.979 _diffrn_measured_fraction_theta_max 0.979 _reflns_number_total 3085 _reflns_number_gt 2602 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; The H atoms of the methylene groups were placed in calculated positions and were refined in the riding-model approximation with Uiso(H) = 1.2Ueq(C). The H atoms of the methyl groups were located from the difference Fourier maps, and were refined in the riding-model approximation with Uiso(H) = 1.2Ueq(C). The P-bounded H atoms were located from the difference Fourier maps, and were refined in the riding-model approximation with Uiso(H) = 1.5Ueq(O). Due to the uncertainty in locating the H atoms of the coordinated water molecules O10 and O11 from the difference Fourier maps, no attempt was made to assign the hydrogen atoms of O10 and O11. The contributions from the missing H atoms of coordinated water molecules were still included in the formula, formula weight, calculated density, mu and F(000). There is difference between the reported and calculated values. 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^ > 2\s(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^)+(0.0378P)^2^+1.5347P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 3085 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0426 _refine_ls_R_factor_gt 0.0332 _refine_ls_wR_factor_ref 0.0839 _refine_ls_wR_factor_gt 0.0794 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.712 _refine_diff_density_min -0.447 _refine_diff_density_rms 0.098 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 C 0.6661(5) 0.4513(5) 0.2721(3) 0.0144(8) Uani 1 1 d . . . H1A H 0.672 0.5408 0.3247 0.017 Uiso 1 1 calc R . . H1B H 0.5774 0.3546 0.2812 0.017 Uiso 1 1 calc R . . C2 C 0.8321(4) 0.4323(5) 0.3036(3) 0.0123(8) Uani 1 1 d . . . C3 C 0.8354(5) 0.2805(5) 0.2809(3) 0.0140(8) Uani 1 1 d . . . C5 C 0.6750(5) 0.1332(5) 0.2271(4) 0.0218(9) Uani 1 1 d . . . H5A H 0.7007 0.0552 0.1851 0.026 Uiso 1 1 calc R . . H5B H 0.5977 0.1638 0.1773 0.026 Uiso 1 1 calc R . . H5C H 0.6247 0.087 0.2849 0.026 Uiso 1 1 calc R . . C6 C 0.9892(5) 0.2636(4) 0.3122(3) 0.0127(8) Uani 1 1 d . . . C7 C 0.9956(5) 0.0986(5) 0.2948(3) 0.0164(8) Uani 1 1 d . . . H7A H 0.889 0.0182 0.2993 0.02 Uiso 1 1 calc R . . H7B H 1.083 0.0962 0.3558 0.02 Uiso 1 1 calc R . . C8 C 1.1382(5) 0.3986(5) 0.3624(3) 0.0137(8) Uani 1 1 d . . . C9 C 1.3047(5) 0.3823(5) 0.3907(3) 0.0210(9) Uani 1 1 d . . . H9A H 1.2961 0.2868 0.3448 0.025 Uiso 1 1 calc R . . H9B H 1.3335 0.3746 0.4689 0.025 Uiso 1 1 calc R . . H9C H 1.3906 0.475 0.3766 0.025 Uiso 1 1 calc R . . C10 C 1.1322(5) 0.5494(5) 0.3892(3) 0.0139(8) Uani 1 1 d . . . C11 C 1.2932(5) 0.6896(5) 0.4533(3) 0.0163(8) Uani 1 1 d . . . H11A H 1.3649 0.6475 0.4992 0.02 Uiso 1 1 calc R . . H11B H 1.2651 0.7576 0.5042 0.02 Uiso 1 1 calc R . . C12 C 0.9798(5) 0.5675(5) 0.3589(3) 0.0141(8) Uani 1 1 d . . . C13 C 0.9704(5) 0.7288(5) 0.3878(3) 0.0200(9) Uani 1 1 d . . . H13A H 1.0818 0.8095 0.4215 0.024 Uiso 1 1 calc R . . H13B H 0.9017 0.7217 0.4399 0.024 Uiso 1 1 calc R . . H13C H 0.9219 0.7576 0.3203 0.024 Uiso 1 1 calc R . . Cu1 Cu 0.36936(6) 0.65715(6) 0.10302(4) 0.01538(14) Uani 1 1 d . . . Cu2 Cu 0.75725(6) 0.74193(6) -0.00992(4) 0.01633(14) Uani 1 1 d . . . P1 P 0.60867(12) 0.48588(12) 0.13116(8) 0.0122(2) Uani 1 1 d . . . P2 P 1.03598(12) 0.04387(12) 0.16233(8) 0.0152(2) Uani 1 1 d . . . P3 P 1.41249(12) 0.81403(12) 0.36826(8) 0.0147(2) Uani 1 1 d . . . O1 O 0.4203(3) 0.4619(3) 0.1104(2) 0.0138(6) Uani 1 1 d . . . O2 O 0.7154(3) 0.6567(3) 0.1231(2) 0.0237(7) Uani 1 1 d . . . O3 O 0.6218(4) 0.3559(4) 0.0515(2) 0.0268(7) Uani 1 1 d . . . O4 O 0.8728(3) -0.0393(3) 0.0731(2) 0.0205(6) Uani 1 1 d . . . O5 O 1.1172(4) -0.0820(4) 0.1816(2) 0.0277(7) Uani 1 1 d . . . H5D H 1.1948 -0.0598 0.242 0.033 Uiso 1 1 d R . . O6 O 1.1587(4) 0.1948(3) 0.1365(2) 0.0308(8) Uani 1 1 d . . . O7 O 1.4085(4) 0.7146(3) 0.2633(2) 0.0256(7) Uani 1 1 d . . . O8 O 1.6009(3) 0.8881(3) 0.4413(2) 0.0229(7) Uani 1 1 d . . . H8A H 1.6209 0.9285 0.5089 0.028 Uiso 1 1 d R . . O9 O 1.3518(3) 0.9485(3) 0.3521(2) 0.0211(6) Uani 1 1 d . . . O10 O 0.3163(4) 0.8454(4) 0.0701(3) 0.0340(8) Uani 1 1 d . . . O11 O 0.0944(4) 0.4767(5) 0.0946(3) 0.0509(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 C1 0.0145(19) 0.019(2) 0.0103(18) 0.0040(16) 0.0028(15) 0.0079(16) C2 0.0104(17) 0.020(2) 0.0071(17) 0.0054(15) 0.0019(15) 0.0057(15) C3 0.0131(18) 0.017(2) 0.0093(18) 0.0031(15) 0.0010(15) 0.0045(16) C5 0.017(2) 0.019(2) 0.025(2) 0.0039(18) 0.0013(18) 0.0056(17) C6 0.0161(19) 0.0135(19) 0.0081(17) 0.0025(15) 0.0025(15) 0.0058(16) C7 0.0159(19) 0.019(2) 0.0126(19) 0.0034(16) 0.0028(16) 0.0052(16) C8 0.0126(18) 0.017(2) 0.0110(18) 0.0012(15) 0.0020(15) 0.0065(16) C9 0.0138(19) 0.022(2) 0.024(2) -0.0038(18) -0.0028(17) 0.0090(17) C10 0.0153(19) 0.016(2) 0.0088(18) 0.0020(15) 0.0030(15) 0.0045(16) C11 0.018(2) 0.018(2) 0.0108(18) 0.0018(16) 0.0029(16) 0.0059(17) C12 0.0170(19) 0.017(2) 0.0112(18) 0.0046(15) 0.0043(16) 0.0088(16) C13 0.021(2) 0.019(2) 0.023(2) 0.0059(17) 0.0064(18) 0.0091(18) Cu1 0.0188(3) 0.0183(3) 0.0116(2) 0.00078(19) 0.0042(2) 0.0105(2) Cu2 0.0154(3) 0.0163(3) 0.0114(2) 0.00254(19) 0.00175(19) 0.0008(2) P1 0.0123(5) 0.0173(5) 0.0076(5) 0.0022(4) 0.0013(4) 0.0073(4) P2 0.0174(5) 0.0139(5) 0.0117(5) 0.0001(4) 0.0034(4) 0.0039(4) P3 0.0152(5) 0.0146(5) 0.0108(5) -0.0007(4) 0.0023(4) 0.0031(4) O1 0.0123(13) 0.0150(14) 0.0123(13) 0.0002(11) 0.0007(11) 0.0051(11) O2 0.0212(15) 0.0248(16) 0.0132(14) 0.0049(12) 0.0016(12) -0.0027(13) O3 0.0470(19) 0.0382(19) 0.0118(14) 0.0077(13) 0.0110(14) 0.0329(16) O4 0.0206(14) 0.0185(15) 0.0175(14) -0.0019(12) 0.0018(12) 0.0053(12) O5 0.0299(17) 0.0362(19) 0.0214(16) -0.0028(14) 0.0024(13) 0.0221(15) O6 0.0389(18) 0.0205(16) 0.0199(15) -0.0020(13) 0.0154(14) -0.0055(14) O7 0.0372(18) 0.0237(16) 0.0132(14) -0.0025(12) 0.0089(13) 0.0094(14) O8 0.0148(14) 0.0267(17) 0.0198(15) -0.0029(13) 0.0008(12) 0.0035(12) O9 0.0239(15) 0.0206(16) 0.0191(14) 0.0035(12) 0.0051(12) 0.0093(13) O10 0.056(2) 0.0343(19) 0.0303(17) 0.0111(15) 0.0183(16) 0.0331(17) O11 0.0243(18) 0.051(2) 0.069(3) 0.026(2) -0.0010(18) 0.0091(17) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 C2 1.518(5) . ? C1 P1 1.796(4) . ? C1 H1A 0.97 . ? C1 H1B 0.97 . ? C2 C3 1.393(5) . ? C2 C12 1.404(5) . ? C3 C6 1.405(5) . ? C3 C5 1.513(5) . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C6 C8 1.397(5) . ? C6 C7 1.518(5) . ? C7 P2 1.804(4) . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 C10 1.401(5) . ? C8 C9 1.507(5) . ? C9 H9A 0.96 . ? C9 H9B 0.96 . ? C9 H9C 0.96 . ? C10 C12 1.398(5) . ? C10 C11 1.512(5) . ? C11 P3 1.807(4) . ? C11 H11A 0.97 . ? C11 H11B 0.97 . ? C12 C13 1.511(5) . ? C13 H13A 0.96 . ? C13 H13B 0.96 . ? C13 H13C 0.96 . ? Cu1 O3 1.914(3) 2_665 ? Cu1 O7 1.921(3) 1_455 ? Cu1 O10 1.987(3) . ? Cu1 O1 1.989(3) . ? Cu1 O11 2.348(3) . ? Cu2 O6 1.904(3) 2_765 ? Cu2 O2 1.918(3) . ? Cu2 O4 1.932(3) 1_565 ? Cu2 O1 2.014(2) 2_665 ? P1 O2 1.511(3) . ? P1 O3 1.518(3) . ? P1 O1 1.560(3) . ? P2 O4 1.502(3) . ? P2 O6 1.507(3) . ? P2 O5 1.570(3) . ? P3 O7 1.494(3) . ? P3 O9 1.518(3) . ? P3 O8 1.577(3) . ? O1 Cu2 2.014(2) 2_665 ? O3 Cu1 1.914(3) 2_665 ? O4 Cu2 1.932(3) 1_545 ? O5 H5D 0.8519 . ? O6 Cu2 1.904(3) 2_765 ? O7 Cu1 1.921(3) 1_655 ? O8 H8A 0.8339 . ? 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 C2 C1 P1 115.1(3) . . ? C2 C1 H1A 108.5 . . ? P1 C1 H1A 108.5 . . ? C2 C1 H1B 108.5 . . ? P1 C1 H1B 108.5 . . ? H1A C1 H1B 107.5 . . ? C3 C2 C12 120.8(3) . . ? C3 C2 C1 119.8(3) . . ? C12 C2 C1 119.4(3) . . ? C2 C3 C6 119.3(3) . . ? C2 C3 C5 120.9(3) . . ? C6 C3 C5 119.7(3) . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C8 C6 C3 120.3(3) . . ? C8 C6 C7 119.0(3) . . ? C3 C6 C7 120.7(3) . . ? C6 C7 P2 114.2(3) . . ? C6 C7 H7A 108.7 . . ? P2 C7 H7A 108.7 . . ? C6 C7 H7B 108.7 . . ? P2 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? C6 C8 C10 119.7(3) . . ? C6 C8 C9 120.4(3) . . ? C10 C8 C9 119.8(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 . . ? C12 C10 C8 120.3(3) . . ? C12 C10 C11 121.3(3) . . ? C8 C10 C11 118.4(3) . . ? C10 C11 P3 115.8(3) . . ? C10 C11 H11A 108.3 . . ? P3 C11 H11A 108.3 . . ? C10 C11 H11B 108.3 . . ? P3 C11 H11B 108.3 . . ? H11A C11 H11B 107.4 . . ? C10 C12 C2 119.3(3) . . ? C10 C12 C13 121.1(3) . . ? C2 C12 C13 119.6(3) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O3 Cu1 O7 166.52(14) 2_665 1_455 ? O3 Cu1 O10 81.26(12) 2_665 . ? O7 Cu1 O10 94.07(13) 1_455 . ? O3 Cu1 O1 89.83(11) 2_665 . ? O7 Cu1 O1 94.84(12) 1_455 . ? O10 Cu1 O1 171.04(12) . . ? O3 Cu1 O11 103.87(14) 2_665 . ? O7 Cu1 O11 89.24(14) 1_455 . ? O10 Cu1 O11 97.57(14) . . ? O1 Cu1 O11 83.53(12) . . ? O6 Cu2 O2 165.56(14) 2_765 . ? O6 Cu2 O4 90.95(12) 2_765 1_565 ? O2 Cu2 O4 92.50(12) . 1_565 ? O6 Cu2 O1 89.45(11) 2_765 2_665 ? O2 Cu2 O1 91.49(11) . 2_665 ? O4 Cu2 O1 162.24(11) 1_565 2_665 ? O2 P1 O3 114.67(17) . . ? O2 P1 O1 109.81(16) . . ? O3 P1 O1 109.14(16) . . ? O2 P1 C1 110.08(17) . . ? O3 P1 C1 107.50(17) . . ? O1 P1 C1 105.19(16) . . ? O4 P2 O6 114.75(17) . . ? O4 P2 O5 107.60(16) . . ? O6 P2 O5 110.68(18) . . ? O4 P2 C7 110.04(17) . . ? O6 P2 C7 107.45(17) . . ? O5 P2 C7 105.99(17) . . ? O7 P3 O9 116.31(17) . . ? O7 P3 O8 106.44(16) . . ? O9 P3 O8 109.37(16) . . ? O7 P3 C11 111.29(18) . . ? O9 P3 C11 107.68(17) . . ? O8 P3 C11 105.17(17) . . ? P1 O1 Cu1 117.45(15) . . ? P1 O1 Cu2 118.44(14) . 2_665 ? Cu1 O1 Cu2 115.04(12) . 2_665 ? P1 O2 Cu2 128.05(17) . . ? P1 O3 Cu1 130.83(18) . 2_665 ? P2 O4 Cu2 132.24(18) . 1_545 ? P2 O5 H5D 117 . . ? P2 O6 Cu2 136.49(18) . 2_765 ? P3 O7 Cu1 154.2(2) . 1_655 ? P3 O8 H8A 118.3 . . ? #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_p21n _database_code_depnum_ccdc_archive 'CCDC 777403' #TrackingRef '- ccdc_deposit_1.cif' _audit_creation_date 2010-12-06T11:01:31-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C9 H15 Cu3 O12 P3, 1.6(H2O)' _chemical_formula_sum 'C9 H18.2 Cu3 O13.6 P3' _chemical_formula_weight 627.57 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 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 4.8218(2) _cell_length_b 19.8911(10) _cell_length_c 18.2950(8) _cell_angle_alpha 90 _cell_angle_beta 95.077(2) _cell_angle_gamma 90 _cell_volume 1747.81(14) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 1855 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 25 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.379 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1249 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.965 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_absorpt_correction_T_min 0.6053 _exptl_absorpt_correction_T_max 0.6725 _exptl_special_details ; Comment on transmission values: The program SADABS (v2.06) outputs the ratio of minimum to maximum apparent transmission (0.900072). We have set T(max) to the expected value, i.e. exp(-r_min*mu) and we calculate T(min) from the minimum to maximum apparent transmission given by SADABS. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_av_R_equivalents 0.0601 _diffrn_reflns_av_unetI/netI 0.06 _diffrn_reflns_number 11959 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 25.02 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 3075 _reflns_number_gt 2306 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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^)+(0.0353P)^2^+5.3695P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 3075 _refine_ls_number_parameters 282 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0589 _refine_ls_R_factor_gt 0.0395 _refine_ls_wR_factor_ref 0.0956 _refine_ls_wR_factor_gt 0.0848 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.717 _refine_diff_density_min -0.637 _refine_diff_density_rms 0.147 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Cu Cu 0.3201 1.2651 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 0.02202(12) 0.70356(3) 0.20240(4) 0.01118(18) Uani 1 1 d . . . Cu2 Cu 0.57966(12) 0.84259(3) 0.25126(3) 0.00900(18) Uani 1 1 d . . . Cu3A Cu 0.1073(6) 0.9700(2) 0.2965(9) 0.0082(14) Uani 0.50(3) 1 d P . . Cu3B Cu 0.0952(8) 0.9633(2) 0.2655(10) 0.0108(16) Uani 0.50(3) 1 d P . . P1 P 0.0771(3) 0.82540(7) 0.34847(8) 0.0098(3) Uani 1 1 d . . . P2 P -0.0724(3) 0.55722(8) 0.26840(8) 0.0126(3) Uani 1 1 d . . . P3 P 0.5761(3) 0.64722(7) 0.65321(7) 0.0082(3) Uani 1 1 d . . . O1 O -0.1099(7) 0.78672(19) 0.29080(19) 0.0117(8) Uani 1 1 d . . . O2 O 0.3839(7) 0.81674(19) 0.3367(2) 0.0132(9) Uani 1 1 d . . . O3 O -0.0127(8) 0.8987(2) 0.3476(2) 0.0214(10) Uani 1 1 d . . . O4 O -0.1644(7) 0.62747(19) 0.2430(2) 0.0119(8) Uani 1 1 d . . . O5 O 0.2338(7) 0.54588(19) 0.2567(2) 0.0222(10) Uani 1 1 d . . . O6 O -0.2468(7) 0.5029(2) 0.2276(2) 0.0231(10) Uani 1 1 d . . . O7 O 0.6875(7) 0.71906(18) 0.65634(19) 0.0104(8) Uani 1 1 d . . . O8 O 0.7607(7) 0.60497(18) 0.71067(18) 0.0081(8) Uani 1 1 d . . . O9 O 0.2691(7) 0.64022(19) 0.66515(19) 0.0124(9) Uani 1 1 d . . . O10 O 0.3556(7) 0.69004(18) 0.27114(19) 0.0122(8) Uani 1 1 d . . . H10A H 0.3805 0.719 0.3052 0.018 Uiso 1 1 d R . . H10B H 0.5106 0.6707 0.2671 0.018 Uiso 1 1 d R . . O11 O -0.3045(7) 0.71097(19) 0.13042(19) 0.0135(9) Uani 1 1 d . . . H11A H -0.3653 0.7419 0.1013 0.02 Uiso 1 1 d R . . H11B H -0.4035 0.6762 0.1209 0.02 Uiso 1 1 d R . . O13 O 0.2882(8) 0.6210(2) 0.1246(3) 0.0334(12) Uani 1 1 d . . . H13A H 0.3116 0.5915 0.1582 0.05 Uiso 1 1 d R . . H13B H 0.183 0.6041 0.0896 0.05 Uiso 1 1 d R . . O14A O 0.779(3) 0.9516(6) 0.4831(5) 0.081(5) Uani 0.564(13) 1 d P . . O14B O 0.785(3) 1.0057(6) 0.5462(6) 0.049(5) Uani 0.436(13) 1 d P . . C1 C 0.1034(10) 0.7188(3) 0.4462(3) 0.0099(12) Uani 1 1 d . . . C2 C -0.0432(10) 0.6698(3) 0.4067(3) 0.0130(13) Uani 1 1 d . . . H2A H -0.1963 0.6821 0.375 0.016 Uiso 1 1 calc R . . C3 C 0.0299(10) 0.6026(3) 0.4125(3) 0.0113(12) Uani 1 1 d . . . C4 C 0.2493(10) 0.5855(3) 0.4640(3) 0.0105(12) Uani 1 1 d . . . H4A H 0.2966 0.5404 0.4703 0.013 Uiso 1 1 calc R . . C5 C 0.3983(10) 0.6329(3) 0.5058(3) 0.0099(12) Uani 1 1 d . . . C6 C 0.3327(10) 0.6999(3) 0.4944(3) 0.0101(12) Uani 1 1 d . . . H6A H 0.4415 0.7329 0.519 0.012 Uiso 1 1 calc R . . C7 C 0.0251(11) 0.7921(3) 0.4370(3) 0.0117(12) Uani 1 1 d . . . H7A H 0.1347 0.8181 0.474 0.014 Uiso 1 1 calc R . . H7B H -0.1693 0.7974 0.4457 0.014 Uiso 1 1 calc R . . C8 C -0.1238(11) 0.5505(3) 0.3644(3) 0.0141(13) Uani 1 1 d . . . H8A H -0.3213 0.5544 0.37 0.017 Uiso 1 1 calc R . . H8B H -0.0645 0.5062 0.3814 0.017 Uiso 1 1 calc R . . C9 C 0.6245(10) 0.6130(3) 0.5648(3) 0.0090(11) Uani 1 1 d . . . H9A H 0.803 0.6279 0.5501 0.011 Uiso 1 1 calc R . . H9B H 0.6301 0.5643 0.5684 0.011 Uiso 1 1 calc R . . O12 O 0.4396(13) 0.9641(4) 0.3714(4) 0.0268(17) Uani 0.6 1 d P . . 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 0.0081(3) 0.0125(4) 0.0129(4) 0.0021(3) 0.0010(3) -0.0001(3) Cu2 0.0074(3) 0.0109(4) 0.0086(3) 0.0015(3) -0.0002(3) 0.0013(3) Cu3A 0.0067(7) 0.0093(10) 0.008(4) 0.0030(14) -0.0007(10) -0.0003(6) Cu3B 0.0086(8) 0.0096(10) 0.015(4) 0.0034(16) 0.0028(12) 0.0016(6) P1 0.0095(6) 0.0098(8) 0.0098(7) -0.0005(6) -0.0006(5) 0.0028(6) P2 0.0065(6) 0.0139(9) 0.0170(8) -0.0065(6) -0.0009(6) 0.0007(6) P3 0.0066(6) 0.0105(8) 0.0073(7) -0.0012(6) -0.0007(5) 0.0005(5) O1 0.0076(16) 0.015(2) 0.012(2) 0.0025(17) 0.0012(15) -0.0017(15) O2 0.0073(17) 0.018(2) 0.014(2) 0.0076(17) -0.0022(15) -0.0020(16) O3 0.036(2) 0.013(2) 0.014(2) 0.0012(18) -0.0066(19) 0.0127(19) O4 0.0061(16) 0.015(2) 0.016(2) 0.0019(17) 0.0049(15) -0.0016(15) O5 0.0056(17) 0.008(2) 0.053(3) -0.014(2) 0.0067(18) -0.0007(15) O6 0.0122(18) 0.033(3) 0.025(2) -0.016(2) 0.0104(17) -0.0125(18) O7 0.0103(17) 0.008(2) 0.013(2) 0.0008(16) 0.0031(15) 0.0015(15) O8 0.0077(16) 0.010(2) 0.0066(18) 0.0014(16) -0.0009(14) 0.0002(15) O9 0.0064(16) 0.020(2) 0.0101(19) -0.0056(17) -0.0014(15) -0.0026(16) O10 0.0090(17) 0.012(2) 0.015(2) -0.0023(17) -0.0009(15) 0.0031(15) O11 0.0172(18) 0.010(2) 0.012(2) 0.0034(17) -0.0024(16) -0.0018(16) O13 0.027(2) 0.027(3) 0.047(3) -0.002(2) 0.004(2) -0.011(2) O14A 0.131(11) 0.074(9) 0.037(7) 0.003(6) 0.008(7) 0.057(8) O14B 0.073(9) 0.033(8) 0.037(8) -0.005(6) -0.015(6) 0.020(6) C1 0.011(2) 0.013(3) 0.006(3) 0.004(2) 0.004(2) 0.005(2) C2 0.010(2) 0.020(3) 0.010(3) 0.005(3) 0.003(2) 0.004(2) C3 0.010(2) 0.018(3) 0.007(3) 0.000(2) 0.004(2) -0.003(2) C4 0.014(3) 0.010(3) 0.009(3) 0.002(2) 0.004(2) 0.004(2) C5 0.007(2) 0.013(3) 0.009(3) -0.001(2) 0.002(2) 0.000(2) C6 0.008(2) 0.015(3) 0.008(3) -0.003(2) 0.002(2) 0.002(2) C7 0.013(3) 0.015(3) 0.006(3) -0.002(2) -0.002(2) 0.005(2) C8 0.018(3) 0.010(3) 0.014(3) 0.004(2) -0.004(2) -0.003(2) C9 0.008(2) 0.007(3) 0.013(3) 0.003(2) 0.006(2) 0.002(2) O12 0.021(3) 0.033(5) 0.025(4) 0.000(4) -0.004(3) -0.006(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 O4 1.941(4) . ? Cu1 O7 1.958(4) 4_575 ? Cu1 O11 1.967(3) . ? Cu1 O10 1.971(3) . ? Cu1 O1 2.437(4) . ? Cu2 O9 1.920(4) 4_675 ? Cu2 O8 1.950(3) 4_575 ? Cu2 O1 1.951(3) 1_655 ? Cu2 O2 1.965(4) . ? Cu2 P1 2.8772(14) 1_655 ? Cu3A Cu3B 0.579(3) . ? Cu3A O3 1.820(7) . ? Cu3A O6 1.873(5) 2_455 ? Cu3A O5 1.987(7) 2 ? Cu3A O12 2.018(12) . ? Cu3A O8 2.332(14) 4_575 ? Cu3B O6 1.869(5) 2_455 ? Cu3B O5 1.898(5) 2 ? Cu3B O8 1.906(12) 4_575 ? Cu3B O3 2.076(11) . ? Cu3B O12 2.437(16) . ? P1 O3 1.521(4) . ? P1 O2 1.523(4) . ? P1 O1 1.533(4) . ? P1 C7 1.789(5) . ? P1 Cu2 2.8772(14) 1_455 ? P2 O6 1.523(4) . ? P2 O4 1.526(4) . ? P2 O5 1.527(4) . ? P2 C8 1.799(6) . ? P3 O9 1.522(4) . ? P3 O7 1.526(4) . ? P3 O8 1.561(3) . ? P3 C9 1.790(5) . ? O1 Cu2 1.951(3) 1_455 ? O5 Cu3B 1.898(5) 2_545 ? O5 Cu3A 1.987(7) 2_545 ? O6 Cu3B 1.869(5) 2_445 ? O6 Cu3A 1.873(5) 2_445 ? O7 Cu1 1.958(4) 4_676 ? O8 Cu3B 1.906(12) 4_676 ? O8 Cu2 1.950(3) 4_676 ? O8 Cu3A 2.332(14) 4_676 ? O9 Cu2 1.920(4) 4_576 ? O10 H10A 0.85 . ? O10 H10B 0.85 . ? O11 H11A 0.85 . ? O11 H11B 0.8499 . ? O13 H13A 0.8501 . ? O13 H13B 0.85 . ? O14A O14B 1.577(15) . ? C1 C2 1.371(8) . ? C1 C6 1.404(7) . ? C1 C7 1.512(8) . ? C2 C3 1.384(8) . ? C2 H2A 0.93 . ? C3 C4 1.395(7) . ? C3 C8 1.510(7) . ? C4 C5 1.377(7) . ? C4 H4A 0.93 . ? C5 C6 1.381(8) . ? C5 C9 1.518(7) . ? C6 H6A 0.93 . ? C7 H7A 0.97 . ? C7 H7B 0.97 . ? C8 H8A 0.97 . ? C8 H8B 0.97 . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? 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 O4 Cu1 O7 175.97(14) . 4_575 ? O4 Cu1 O11 86.80(15) . . ? O7 Cu1 O11 89.16(15) 4_575 . ? O4 Cu1 O10 91.65(14) . . ? O7 Cu1 O10 92.37(14) 4_575 . ? O11 Cu1 O10 175.90(16) . . ? O4 Cu1 O1 96.80(14) . . ? O7 Cu1 O1 83.81(14) 4_575 . ? O11 Cu1 O1 98.81(13) . . ? O10 Cu1 O1 85.14(13) . . ? O9 Cu2 O8 90.50(14) 4_675 4_575 ? O9 Cu2 O1 90.03(15) 4_675 1_655 ? O8 Cu2 O1 177.63(15) 4_575 1_655 ? O9 Cu2 O2 175.01(16) 4_675 . ? O8 Cu2 O2 91.42(14) 4_575 . ? O1 Cu2 O2 87.87(14) 1_655 . ? O9 Cu2 P1 95.58(10) 4_675 1_655 ? O8 Cu2 P1 152.28(11) 4_575 1_655 ? O1 Cu2 P1 29.88(11) 1_655 1_655 ? O2 Cu2 P1 84.83(10) . 1_655 ? Cu3B Cu3A O3 108.4(7) . . ? Cu3B Cu3A O6 80.7(6) . 2_455 ? O3 Cu3A O6 93.6(2) . 2_455 ? Cu3B Cu3A O5 72.8(7) . 2 ? O3 Cu3A O5 175.9(3) . 2 ? O6 Cu3A O5 90.5(3) 2_455 2 ? Cu3B Cu3A O12 131.0(8) . . ? O3 Cu3A O12 82.8(5) . . ? O6 Cu3A O12 147.7(9) 2_455 . ? O5 Cu3A O12 93.4(3) 2 . ? Cu3B Cu3A O8 37.5(6) . 4_575 ? O3 Cu3A O8 89.0(3) . 4_575 ? O6 Cu3A O8 114.1(7) 2_455 4_575 ? O5 Cu3A O8 89.8(5) 2 4_575 ? O12 Cu3A O8 98.0(3) . 4_575 ? Cu3A Cu3B O6 81.5(7) . 2_455 ? Cu3A Cu3B O5 90.3(8) . 2 ? O6 Cu3B O5 93.4(2) 2_455 2 ? Cu3A Cu3B O8 131.8(8) . 4_575 ? O6 Cu3B O8 139.1(8) 2_455 4_575 ? O5 Cu3B O8 107.1(5) 2 4_575 ? Cu3A Cu3B O3 56.3(6) . . ? O6 Cu3B O3 85.9(4) 2_455 . ? O5 Cu3B O3 146.3(10) 2 . ? O8 Cu3B O3 94.8(2) 4_575 . ? Cu3A Cu3B O12 38.7(6) . . ? O6 Cu3B O12 119.8(8) 2_455 . ? O5 Cu3B O12 83.5(5) 2 . ? O8 Cu3B O12 97.8(3) 4_575 . ? O3 Cu3B O12 68.0(5) . . ? O3 P1 O2 112.7(2) . . ? O3 P1 O1 108.9(2) . . ? O2 P1 O1 111.5(2) . . ? O3 P1 C7 107.6(2) . . ? O2 P1 C7 107.5(2) . . ? O1 P1 C7 108.5(2) . . ? O3 P1 Cu2 70.03(15) . 1_455 ? O2 P1 Cu2 133.89(15) . 1_455 ? C7 P1 Cu2 115.34(18) . 1_455 ? O6 P2 O4 111.6(2) . . ? O6 P2 O5 109.0(2) . . ? O4 P2 O5 110.6(2) . . ? O6 P2 C8 107.9(2) . . ? O4 P2 C8 107.7(2) . . ? O5 P2 C8 110.1(2) . . ? O9 P3 O7 115.1(2) . . ? O9 P3 O8 111.0(2) . . ? O7 P3 O8 107.53(19) . . ? O9 P3 C9 107.5(2) . . ? O7 P3 C9 108.5(2) . . ? O8 P3 C9 107.0(2) . . ? P1 O1 Cu2 110.8(2) . 1_455 ? P1 O1 Cu1 128.71(19) . . ? Cu2 O1 Cu1 112.16(15) 1_455 . ? P1 O2 Cu2 128.6(2) . . ? P1 O3 Cu3A 130.5(4) . . ? P1 O3 Cu3B 120.8(4) . . ? P2 O4 Cu1 134.3(2) . . ? P2 O5 Cu3B 127.0(2) . 2_545 ? P2 O5 Cu3A 126.9(2) . 2_545 ? P2 O6 Cu3B 136.6(4) . 2_445 ? P2 O6 Cu3A 145.5(3) . 2_445 ? P3 O7 Cu1 126.6(2) . 4_676 ? P3 O8 Cu3B 119.9(4) . 4_676 ? P3 O8 Cu2 110.6(2) . 4_676 ? Cu3B O8 Cu2 122.2(4) 4_676 4_676 ? P3 O8 Cu3A 127.0(2) . 4_676 ? Cu2 O8 Cu3A 111.8(3) 4_676 4_676 ? P3 O9 Cu2 129.9(2) . 4_576 ? Cu1 O10 H10A 115.4 . . ? Cu1 O10 H10B 132.9 . . ? H10A O10 H10B 107.7 . . ? Cu1 O11 H11A 133.3 . . ? Cu1 O11 H11B 118.6 . . ? H11A O11 H11B 107.7 . . ? H13A O13 H13B 107.7 . . ? C2 C1 C6 118.8(5) . . ? C2 C1 C7 121.0(4) . . ? C6 C1 C7 120.1(5) . . ? C1 C2 C3 122.0(5) . . ? C1 C2 H2A 119 . . ? C3 C2 H2A 119 . . ? C2 C3 C4 117.4(5) . . ? C2 C3 C8 120.5(5) . . ? C4 C3 C8 122.1(5) . . ? C5 C4 C3 122.3(5) . . ? C5 C4 H4A 118.8 . . ? C3 C4 H4A 118.8 . . ? C4 C5 C6 118.5(5) . . ? C4 C5 C9 121.5(5) . . ? C6 C5 C9 120.0(5) . . ? C5 C6 C1 120.7(5) . . ? C5 C6 H6A 119.7 . . ? C1 C6 H6A 119.7 . . ? C1 C7 P1 113.8(4) . . ? C1 C7 H7A 108.8 . . ? P1 C7 H7A 108.8 . . ? C1 C7 H7B 108.8 . . ? P1 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C3 C8 P2 114.6(4) . . ? C3 C8 H8A 108.6 . . ? P2 C8 H8A 108.6 . . ? C3 C8 H8B 108.6 . . ? P2 C8 H8B 108.6 . . ? H8A C8 H8B 107.6 . . ? C5 C9 P3 113.6(4) . . ? C5 C9 H9A 108.8 . . ? P3 C9 H9A 108.8 . . ? C5 C9 H9B 108.8 . . ? P3 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? 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 O3 Cu3A Cu3B O6 90.7(3) . . . 2_455 ? O5 Cu3A Cu3B O6 -93.44(19) 2 . . 2_455 ? O12 Cu3A Cu3B O6 -172.7(7) . . . 2_455 ? O8 Cu3A Cu3B O6 153.1(6) 4_575 . . 2_455 ? O3 Cu3A Cu3B O5 -175.8(3) . . . 2 ? O6 Cu3A Cu3B O5 93.44(19) 2_455 . . 2 ? O12 Cu3A Cu3B O5 -79.3(7) . . . 2 ? O8 Cu3A Cu3B O5 -113.4(6) 4_575 . . 2 ? O3 Cu3A Cu3B O8 -62.4(8) . . . 4_575 ? O6 Cu3A Cu3B O8 -153.1(6) 2_455 . . 4_575 ? O5 Cu3A Cu3B O8 113.4(6) 2 . . 4_575 ? O12 Cu3A Cu3B O8 34.2(11) . . . 4_575 ? O6 Cu3A Cu3B O3 -90.7(3) 2_455 . . . ? O5 Cu3A Cu3B O3 175.8(3) 2 . . . ? O12 Cu3A Cu3B O3 96.6(7) . . . . ? O8 Cu3A Cu3B O3 62.4(8) 4_575 . . . ? O3 Cu3A Cu3B O12 -96.6(7) . . . . ? O6 Cu3A Cu3B O12 172.7(7) 2_455 . . . ? O5 Cu3A Cu3B O12 79.3(7) 2 . . . ? O8 Cu3A Cu3B O12 -34.2(11) 4_575 . . . ? O3 P1 O1 Cu2 -9.1(3) . . . 1_455 ? O2 P1 O1 Cu2 -134.1(2) . . . 1_455 ? C7 P1 O1 Cu2 107.7(2) . . . 1_455 ? O3 P1 O1 Cu1 136.1(3) . . . . ? O2 P1 O1 Cu1 11.1(3) . . . . ? C7 P1 O1 Cu1 -107.1(3) . . . . ? Cu2 P1 O1 Cu1 145.2(4) 1_455 . . . ? O4 Cu1 O1 P1 114.2(3) . . . . ? O7 Cu1 O1 P1 -69.8(3) 4_575 . . . ? O11 Cu1 O1 P1 -158.0(3) . . . . ? O10 Cu1 O1 P1 23.1(3) . . . . ? O4 Cu1 O1 Cu2 -100.97(18) . . . 1_455 ? O7 Cu1 O1 Cu2 75.02(17) 4_575 . . 1_455 ? O11 Cu1 O1 Cu2 -13.17(19) . . . 1_455 ? O10 Cu1 O1 Cu2 167.94(18) . . . 1_455 ? O3 P1 O2 Cu2 -61.5(3) . . . . ? O1 P1 O2 Cu2 61.3(3) . . . . ? C7 P1 O2 Cu2 -180.0(3) . . . . ? Cu2 P1 O2 Cu2 22.1(4) 1_455 . . . ? O8 Cu2 O2 P1 11.8(3) 4_575 . . . ? O1 Cu2 O2 P1 -166.0(3) 1_655 . . . ? P1 Cu2 O2 P1 164.2(3) 1_655 . . . ? O2 P1 O3 Cu3A 32.5(6) . . . . ? O1 P1 O3 Cu3A -91.7(6) . . . . ? C7 P1 O3 Cu3A 150.9(6) . . . . ? Cu2 P1 O3 Cu3A -97.8(6) 1_455 . . . ? O2 P1 O3 Cu3B 47.3(5) . . . . ? O1 P1 O3 Cu3B -77.0(5) . . . . ? C7 P1 O3 Cu3B 165.7(4) . . . . ? Cu2 P1 O3 Cu3B -83.1(4) 1_455 . . . ? Cu3B Cu3A O3 P1 55.5(7) . . . . ? O6 Cu3A O3 P1 136.9(4) 2_455 . . . ? O12 Cu3A O3 P1 -75.4(7) . . . . ? O8 Cu3A O3 P1 22.8(6) 4_575 . . . ? O6 Cu3A O3 Cu3B 81.4(7) 2_455 . . . ? O12 Cu3A O3 Cu3B -130.9(8) . . . . ? O8 Cu3A O3 Cu3B -32.7(6) 4_575 . . . ? Cu3A Cu3B O3 P1 -133.1(6) . . . . ? O6 Cu3B O3 P1 144.4(4) 2_455 . . . ? O5 Cu3B O3 P1 -125.6(5) 2 . . . ? O8 Cu3B O3 P1 5.4(6) 4_575 . . . ? O12 Cu3B O3 P1 -91.1(4) . . . . ? O6 Cu3B O3 Cu3A -82.5(6) 2_455 . . . ? O5 Cu3B O3 Cu3A 7.5(5) 2 . . . ? O8 Cu3B O3 Cu3A 138.5(8) 4_575 . . . ? O12 Cu3B O3 Cu3A 42.0(7) . . . . ? O6 P2 O4 Cu1 -123.1(3) . . . . ? O5 P2 O4 Cu1 -1.6(4) . . . . ? C8 P2 O4 Cu1 118.7(3) . . . . ? O11 Cu1 O4 P2 135.0(3) . . . . ? O10 Cu1 O4 P2 -41.2(3) . . . . ? O1 Cu1 O4 P2 -126.5(3) . . . . ? O6 P2 O5 Cu3B -25.2(8) . . . 2_545 ? O4 P2 O5 Cu3B -148.2(7) . . . 2_545 ? C8 P2 O5 Cu3B 93.0(8) . . . 2_545 ? O6 P2 O5 Cu3A -4.0(7) . . . 2_545 ? O4 P2 O5 Cu3A -127.0(6) . . . 2_545 ? C8 P2 O5 Cu3A 114.2(6) . . . 2_545 ? O4 P2 O6 Cu3B -81.0(8) . . . 2_445 ? O5 P2 O6 Cu3B 156.6(7) . . . 2_445 ? C8 P2 O6 Cu3B 37.0(8) . . . 2_445 ? O4 P2 O6 Cu3A -56.2(10) . . . 2_445 ? O5 P2 O6 Cu3A -178.6(9) . . . 2_445 ? C8 P2 O6 Cu3A 61.8(10) . . . 2_445 ? O9 P3 O7 Cu1 20.3(3) . . . 4_676 ? O8 P3 O7 Cu1 -103.9(3) . . . 4_676 ? C9 P3 O7 Cu1 140.8(2) . . . 4_676 ? O9 P3 O8 Cu3B 16.3(5) . . . 4_676 ? O7 P3 O8 Cu3B 143.0(4) . . . 4_676 ? C9 P3 O8 Cu3B -100.7(4) . . . 4_676 ? O9 P3 O8 Cu2 -134.5(2) . . . 4_676 ? O7 P3 O8 Cu2 -7.9(3) . . . 4_676 ? C9 P3 O8 Cu2 108.5(2) . . . 4_676 ? O9 P3 O8 Cu3A 6.8(4) . . . 4_676 ? O7 P3 O8 Cu3A 133.4(3) . . . 4_676 ? C9 P3 O8 Cu3A -110.2(4) . . . 4_676 ? O7 P3 O9 Cu2 -66.4(3) . . . 4_576 ? O8 P3 O9 Cu2 55.9(4) . . . 4_576 ? C9 P3 O9 Cu2 172.6(3) . . . 4_576 ? C6 C1 C2 C3 -0.6(8) . . . . ? C7 C1 C2 C3 178.0(5) . . . . ? C1 C2 C3 C4 4.1(8) . . . . ? C1 C2 C3 C8 -175.7(5) . . . . ? C2 C3 C4 C5 -2.7(8) . . . . ? C8 C3 C4 C5 177.0(5) . . . . ? C3 C4 C5 C6 -2.1(8) . . . . ? C3 C4 C5 C9 176.2(5) . . . . ? C4 C5 C6 C1 5.7(8) . . . . ? C9 C5 C6 C1 -172.6(5) . . . . ? C2 C1 C6 C5 -4.4(8) . . . . ? C7 C1 C6 C5 176.9(5) . . . . ? C2 C1 C7 P1 -66.3(6) . . . . ? C6 C1 C7 P1 112.3(5) . . . . ? O3 P1 C7 C1 179.5(4) . . . . ? O2 P1 C7 C1 -58.8(4) . . . . ? O1 P1 C7 C1 61.8(4) . . . . ? Cu2 P1 C7 C1 103.7(4) 1_455 . . . ? C2 C3 C8 P2 67.3(6) . . . . ? C4 C3 C8 P2 -112.4(5) . . . . ? O6 P2 C8 C3 -178.4(4) . . . . ? O4 P2 C8 C3 -57.8(4) . . . . ? O5 P2 C8 C3 62.8(4) . . . . ? C4 C5 C9 P3 -125.2(5) . . . . ? C6 C5 C9 P3 53.0(6) . . . . ? O9 P3 C9 C5 42.8(4) . . . . ? O7 P3 C9 C5 -82.3(4) . . . . ? O8 P3 C9 C5 162.0(4) . . . . ? O3 Cu3A O12 Cu3B 108.2(9) . . . . ? O6 Cu3A O12 Cu3B -166.5(12) 2_455 . . . ? O5 Cu3A O12 Cu3B -70.1(9) 2 . . . ? O8 Cu3A O12 Cu3B 20.2(7) 4_575 . . . ? O6 Cu3B O12 Cu3A 8.3(8) 2_455 . . . ? O5 Cu3B O12 Cu3A 98.6(9) 2 . . . ? O8 Cu3B O12 Cu3A -155.0(9) 4_575 . . . ? O3 Cu3B O12 Cu3A -63.0(8) . . . . ?