# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_uhouston02 #TrackingRef '14166_web_deposit_cif_file_0_OgnjenMiljanic_1348324928.MOFF-1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; uhouston02 ; _chemical_name_common CTHMOF238 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H16 Cu2 F16 O12' _chemical_formula_weight 1023.53 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 16.7149(9) _cell_length_b 15.1584(8) _cell_length_c 15.9373(8) _cell_angle_alpha 90.00 _cell_angle_beta 112.098(2) _cell_angle_gamma 90.00 _cell_volume 3741.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9978 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 25.38 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.817 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2024 _exptl_absorpt_coefficient_mu 1.278 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8829 _exptl_absorpt_correction_T_max 0.9507 _exptl_absorpt_process_details SADABS _diffrn_refln_scan_width 0.5 _diffrn_refln_scan_rate 10 _space_group.centring_type primitive _space_group.IT_number 13 _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'microfocus sealed tube' _diffrn_radiation_monochromator 'QUAZAR multilayer mirrors' _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_reflns_number 27288 _diffrn_reflns_av_R_equivalents 0.0272 _diffrn_reflns_av_sigmaI/netI 0.0263 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.31 _diffrn_reflns_theta_max 25.39 _reflns_number_total 6865 _reflns_number_gt 5766 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SIR-2011 _computing_structure_refinement SHELXL-97 _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _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^)+(0.0451P)^2^+8.9058P] 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 6865 _refine_ls_number_parameters 573 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0488 _refine_ls_R_factor_gt 0.0394 _refine_ls_wR_factor_ref 0.1110 _refine_ls_wR_factor_gt 0.1050 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _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 C1 C 0.9111(2) 0.1844(2) 1.0850(2) 0.0201(7) Uani 1 1 d . . . C2 C 0.8620(2) 0.2029(2) 0.9860(2) 0.0206(7) Uani 1 1 d . . . C3 C 0.8744(2) 0.2812(2) 0.9489(2) 0.0211(7) Uani 1 1 d . . . C4 C 0.8327(2) 0.2994(2) 0.8582(2) 0.0204(7) Uani 1 1 d . . . C5 C 0.7756(2) 0.2393(2) 0.8001(2) 0.0197(7) Uani 1 1 d . . . C6 C 0.7620(2) 0.1612(2) 0.8382(2) 0.0205(7) Uani 1 1 d . . . C7 C 0.8043(2) 0.1436(2) 0.9292(2) 0.0221(7) Uani 1 1 d . . . C8 C 0.7308(2) 0.2573(2) 0.7021(2) 0.0199(7) Uani 1 1 d . . . C9 C 0.6832(2) 0.3338(2) 0.6698(2) 0.0202(7) Uani 1 1 d . . . C10 C 0.6389(2) 0.3475(2) 0.5785(2) 0.0214(7) Uani 1 1 d . . . C11 C 0.6413(2) 0.2871(2) 0.5146(2) 0.0198(7) Uani 1 1 d . . . C12 C 0.6900(2) 0.2115(2) 0.5465(2) 0.0216(7) Uani 1 1 d . . . C13 C 0.7336(2) 0.1970(2) 0.6375(2) 0.0212(7) Uani 1 1 d . . . C14 C 0.5902(2) 0.3003(2) 0.4147(2) 0.0198(7) Uani 1 1 d . . . C15 C 1.0000 0.3419(3) 1.2500 0.0171(10) Uani 1 2 d S . . C16 C 1.0000 0.4416(3) 1.2500 0.0189(10) Uani 1 2 d S . . C17 C 1.0699(2) 0.4886(2) 1.3074(2) 0.0193(7) Uani 1 1 d . . . C18 C 1.0698(2) 0.5794(2) 1.3074(2) 0.0196(7) Uani 1 1 d . . . C19 C 1.0000 0.6278(3) 1.2500 0.0180(10) Uani 1 2 d S . . C20 C 1.0000 0.7255(3) 1.2500 0.0184(10) Uani 1 2 d S . . C21 C 1.0165(2) 0.7733(2) 1.3288(2) 0.0204(7) Uani 1 1 d . . . C22 C 1.0156(2) 0.8644(2) 1.3289(2) 0.0218(7) Uani 1 1 d . . . C23 C 1.0000 0.9116(3) 1.2500 0.0202(10) Uani 1 2 d S . . C24 C 1.0000 1.0106(3) 1.2500 0.0185(10) Uani 1 2 d S . . C25 C 1.1829(5) 0.1349(6) 1.1241(5) 0.103(3) Uani 1 1 d . . . H25A H 1.1285 0.1030 1.0948 0.155 Uiso 1 1 calc R . . H25B H 1.2313 0.0934 1.1398 0.155 Uiso 1 1 calc R . . H25C H 1.1889 0.1798 1.0826 0.155 Uiso 1 1 calc R . . C26 C 0.5000 0.4709(3) 0.2500 0.0197(10) Uani 1 2 d S . . C27 C 0.5000 0.5701(3) 0.2500 0.0202(10) Uani 1 2 d S . . C28 C 0.4417(2) 0.6176(2) 0.1792(2) 0.0224(7) Uani 1 1 d . . . C29 C 0.4415(2) 0.7086(2) 0.1792(2) 0.0206(7) Uani 1 1 d . . . C30 C 0.5000 0.7565(3) 0.2500 0.0191(10) Uani 1 2 d S . . C31 C 0.5000 0.1405(3) 0.2500 0.0206(10) Uani 1 2 d S . . C32 C 0.5000 0.0408(3) 0.2500 0.0201(10) Uani 1 2 d S . . C33 C 0.5014(2) -0.0067(2) 0.1764(2) 0.0224(7) Uani 1 1 d . . . C34 C 0.5031(2) -0.0973(2) 0.1772(2) 0.0211(7) Uani 1 1 d . . . C35 C 0.5000 -0.1463(3) 0.2500 0.0200(10) Uani 1 2 d S . . C36 C 0.3245(3) 0.3345(4) 0.3916(3) 0.0499(13) Uani 1 1 d . . . H36A H 0.3734 0.3042 0.4373 0.075 Uiso 1 1 calc R . . H36B H 0.2709 0.3174 0.3988 0.075 Uiso 1 1 calc R . . H36C H 0.3325 0.3985 0.3995 0.075 Uiso 1 1 calc R . . C37 C 0.8233(4) 0.5839(4) 0.9011(3) 0.0590(14) Uani 1 1 d . . . H37A H 0.8776 0.5529 0.9337 0.089 Uiso 1 1 calc R . . H37B H 0.7747 0.5476 0.9011 0.089 Uiso 1 1 calc R . . H37C H 0.8229 0.6403 0.9311 0.089 Uiso 1 1 calc R . . C38 C 0.6798(4) 0.9274(4) 0.5896(4) 0.0717(17) Uani 1 1 d . . . H38A H 0.6356 0.9726 0.5627 0.108 Uiso 1 1 calc R . . H38B H 0.6654 0.8744 0.5516 0.108 Uiso 1 1 calc R . . H38C H 0.7361 0.9499 0.5938 0.108 Uiso 1 1 calc R . . O1 O 0.99097(16) 0.17676(17) 1.10755(15) 0.0259(6) Uani 1 1 d . . . O2 O 0.86860(16) 0.18098(16) 1.13450(15) 0.0240(5) Uani 1 1 d . . . O3 O 0.63142(15) 0.29223(15) 0.36362(15) 0.0212(5) Uani 1 1 d . . . O4 O 0.51155(15) 0.31587(16) 0.39323(15) 0.0228(5) Uani 1 1 d . . . O5 O 1.05937(16) 0.30491(15) 1.23358(17) 0.0252(6) Uani 1 1 d . . . O6 O 1.18302(16) 0.17537(16) 1.20231(17) 0.0257(5) Uani 1 1 d . . . H6 H 1.2281 0.1613 1.2462 0.039 Uiso 1 1 calc R . . O7 O 1.06198(16) 1.04620(15) 1.23823(16) 0.0246(5) Uani 1 1 d . . . O8 O 0.43351(15) 0.43509(15) 0.25161(16) 0.0226(5) Uani 1 1 d . . . O9 O 0.44718(16) 0.17765(15) 0.27717(16) 0.0237(5) Uani 1 1 d . . . O10 O 0.31978(17) 0.31058(16) 0.30373(16) 0.0254(5) Uani 1 1 d . . . H10 H 0.2746 0.3317 0.2647 0.038 Uiso 1 1 calc R . . O11 O 0.81539(19) 0.5995(2) 0.8110(2) 0.0420(7) Uani 1 1 d . . . H11 H 0.8578 0.6293 0.8111 0.063 Uiso 1 1 calc R . . O12 O 0.6830(2) 0.9057(3) 0.6791(3) 0.0636(10) Uani 1 1 d . . . H12 H 0.6347 0.8862 0.6755 0.095 Uiso 1 1 calc R . . F1 F 0.92894(13) 0.34220(13) 1.00182(13) 0.0275(5) Uani 1 1 d . . . F2 F 0.84998(13) 0.37549(13) 0.82521(13) 0.0271(5) Uani 1 1 d . . . F3 F 0.70486(13) 0.10226(14) 0.78667(13) 0.0278(5) Uani 1 1 d . . . F4 F 0.78901(14) 0.06641(13) 0.96216(13) 0.0300(5) Uani 1 1 d . . . F5 F 0.67885(13) 0.39490(14) 0.72857(12) 0.0275(5) Uani 1 1 d . . . F6 F 0.59399(14) 0.42328(13) 0.55224(13) 0.0309(5) Uani 1 1 d . . . F7 F 0.69263(15) 0.14878(14) 0.48796(13) 0.0307(5) Uani 1 1 d . . . F8 F 0.78137(14) 0.12359(14) 0.66419(13) 0.0296(5) Uani 1 1 d . . . F9 F 1.13923(13) 0.44621(12) 1.36505(13) 0.0254(4) Uani 1 1 d . . . F10 F 1.14039(12) 0.62190(12) 1.36346(13) 0.0246(4) Uani 1 1 d . . . F11 F 1.03280(14) 0.73061(12) 1.40779(13) 0.0258(5) Uani 1 1 d . . . F12 F 1.03131(15) 0.90719(13) 1.40685(13) 0.0307(5) Uani 1 1 d . . . F13 F 0.38269(14) 0.57489(13) 0.10949(13) 0.0291(5) Uani 1 1 d . . . F14 F 0.38114(13) 0.75118(12) 0.11005(13) 0.0258(5) Uani 1 1 d . . . F15 F 0.50090(15) 0.03518(13) 0.10208(13) 0.0306(5) Uani 1 1 d . . . F16 F 0.50920(14) -0.13994(13) 0.10596(14) 0.0287(5) Uani 1 1 d . . . Cu1 Cu 1.07248(3) 0.17474(2) 1.23345(2) 0.01560(11) Uani 1 1 d . . . Cu2 Cu 0.42856(3) 0.30722(2) 0.26785(2) 0.01554(11) 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 0.029(2) 0.0127(16) 0.0136(17) 0.0014(13) 0.0025(15) 0.0025(14) C2 0.0246(18) 0.0231(18) 0.0117(16) 0.0008(13) 0.0044(14) 0.0049(14) C3 0.0258(18) 0.0201(17) 0.0138(16) -0.0033(13) 0.0034(14) -0.0018(14) C4 0.0245(18) 0.0195(17) 0.0155(17) 0.0022(13) 0.0056(14) 0.0009(14) C5 0.0206(17) 0.0254(18) 0.0113(16) 0.0024(13) 0.0039(14) 0.0053(14) C6 0.0233(18) 0.0203(17) 0.0147(16) -0.0019(13) 0.0034(14) 0.0009(14) C7 0.0275(19) 0.0227(18) 0.0143(16) 0.0022(14) 0.0056(14) 0.0006(14) C8 0.0192(17) 0.0251(18) 0.0128(16) 0.0031(14) 0.0031(14) -0.0005(14) C9 0.0238(18) 0.0230(18) 0.0131(16) -0.0026(13) 0.0063(14) 0.0006(14) C10 0.0264(18) 0.0183(17) 0.0169(17) 0.0023(13) 0.0051(14) 0.0048(14) C11 0.0222(17) 0.0224(18) 0.0119(16) 0.0023(13) 0.0033(14) 0.0005(14) C12 0.0268(18) 0.0216(18) 0.0138(16) -0.0022(14) 0.0048(14) 0.0023(14) C13 0.0237(18) 0.0206(17) 0.0165(17) 0.0051(14) 0.0043(14) 0.0072(14) C14 0.0294(19) 0.0134(16) 0.0121(16) 0.0012(13) 0.0026(15) 0.0009(14) C15 0.025(3) 0.011(2) 0.011(2) 0.000 0.0022(19) 0.000 C16 0.028(3) 0.011(2) 0.019(2) 0.000 0.011(2) 0.000 C17 0.0254(18) 0.0132(16) 0.0178(17) 0.0028(13) 0.0065(14) 0.0033(13) C18 0.0246(18) 0.0140(16) 0.0193(17) -0.0011(13) 0.0073(15) -0.0032(13) C19 0.025(2) 0.011(2) 0.019(2) 0.000 0.010(2) 0.000 C20 0.023(2) 0.010(2) 0.020(2) 0.000 0.006(2) 0.000 C21 0.0267(18) 0.0144(16) 0.0178(17) 0.0033(13) 0.0055(14) 0.0015(14) C22 0.0315(19) 0.0143(17) 0.0163(17) -0.0023(13) 0.0052(15) -0.0008(14) C23 0.026(3) 0.008(2) 0.023(2) 0.000 0.005(2) 0.000 C24 0.032(3) 0.006(2) 0.012(2) 0.000 0.001(2) 0.000 C25 0.087(5) 0.165(8) 0.087(5) -0.058(5) 0.066(4) -0.024(5) C26 0.028(3) 0.015(2) 0.011(2) 0.000 0.002(2) 0.000 C27 0.027(3) 0.012(2) 0.021(2) 0.000 0.009(2) 0.000 C28 0.0281(19) 0.0168(17) 0.0192(17) -0.0036(14) 0.0053(15) -0.0049(14) C29 0.0258(18) 0.0145(16) 0.0204(18) 0.0045(13) 0.0074(15) 0.0024(14) C30 0.023(2) 0.012(2) 0.022(2) 0.000 0.008(2) 0.000 C31 0.029(3) 0.014(2) 0.015(2) 0.000 0.004(2) 0.000 C32 0.023(2) 0.013(2) 0.022(2) 0.000 0.006(2) 0.000 C33 0.0306(19) 0.0160(17) 0.0199(17) 0.0022(14) 0.0088(15) -0.0007(14) C34 0.0260(18) 0.0161(17) 0.0205(17) -0.0035(14) 0.0079(15) -0.0022(14) C35 0.021(2) 0.015(2) 0.023(2) 0.000 0.007(2) 0.000 C36 0.044(3) 0.081(4) 0.030(2) -0.008(2) 0.019(2) 0.009(2) C37 0.066(3) 0.068(4) 0.044(3) 0.014(3) 0.022(3) 0.019(3) C38 0.068(4) 0.085(4) 0.067(4) 0.021(3) 0.031(3) 0.009(3) O1 0.0285(14) 0.0331(14) 0.0117(12) 0.0011(10) 0.0026(10) 0.0049(11) O2 0.0292(14) 0.0289(14) 0.0108(11) 0.0012(10) 0.0040(10) -0.0008(11) O3 0.0281(13) 0.0213(12) 0.0115(11) 0.0014(9) 0.0045(10) 0.0010(10) O4 0.0247(13) 0.0277(13) 0.0120(11) -0.0007(10) 0.0020(10) 0.0040(10) O5 0.0340(14) 0.0102(11) 0.0350(15) -0.0004(10) 0.0171(12) 0.0011(10) O6 0.0292(14) 0.0252(13) 0.0230(13) -0.0030(11) 0.0103(11) 0.0001(11) O7 0.0323(14) 0.0096(11) 0.0301(14) -0.0003(10) 0.0098(11) -0.0007(10) O8 0.0291(14) 0.0133(12) 0.0229(13) 0.0005(10) 0.0069(11) 0.0008(10) O9 0.0345(14) 0.0136(12) 0.0245(13) 0.0015(10) 0.0128(11) 0.0011(10) O10 0.0307(14) 0.0255(14) 0.0208(13) -0.0011(10) 0.0106(11) 0.0025(11) O11 0.0395(17) 0.0430(18) 0.0444(18) 0.0107(14) 0.0168(14) 0.0000(14) O12 0.054(2) 0.066(2) 0.070(2) 0.021(2) 0.0238(19) 0.0035(19) F1 0.0346(12) 0.0251(11) 0.0146(10) -0.0021(8) 0.0000(9) -0.0070(9) F2 0.0347(12) 0.0264(11) 0.0161(10) 0.0057(8) 0.0048(9) -0.0048(9) F3 0.0327(12) 0.0287(11) 0.0148(10) -0.0017(8) 0.0006(9) -0.0080(9) F4 0.0455(13) 0.0199(11) 0.0183(10) 0.0034(8) 0.0047(9) -0.0069(9) F5 0.0364(12) 0.0300(11) 0.0133(10) -0.0043(8) 0.0063(9) 0.0084(9) F6 0.0429(13) 0.0250(11) 0.0169(10) 0.0018(8) 0.0024(9) 0.0125(10) F7 0.0493(14) 0.0253(11) 0.0140(10) -0.0006(8) 0.0078(9) 0.0120(10) F8 0.0373(12) 0.0304(12) 0.0162(10) 0.0050(9) 0.0045(9) 0.0144(9) F9 0.0276(11) 0.0146(10) 0.0269(11) 0.0032(8) 0.0023(9) 0.0045(8) F10 0.0250(11) 0.0161(10) 0.0261(11) -0.0014(8) 0.0020(9) -0.0045(8) F11 0.0430(13) 0.0147(10) 0.0184(10) 0.0030(8) 0.0100(9) 0.0006(9) F12 0.0544(14) 0.0135(10) 0.0194(10) -0.0033(8) 0.0086(10) 0.0010(9) F13 0.0367(12) 0.0164(10) 0.0232(11) -0.0009(8) -0.0014(9) -0.0046(9) F14 0.0298(11) 0.0151(10) 0.0251(11) 0.0043(8) 0.0017(9) 0.0020(8) F15 0.0549(14) 0.0170(10) 0.0221(11) 0.0009(8) 0.0171(10) -0.0054(10) F16 0.0483(13) 0.0171(10) 0.0256(11) -0.0052(8) 0.0195(10) -0.0027(9) Cu1 0.0240(2) 0.0093(2) 0.0105(2) 0.00000(14) 0.00293(16) 0.00100(15) Cu2 0.0227(2) 0.0111(2) 0.0098(2) 0.00024(14) 0.00282(16) 0.00035(15) _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 C1 O2 1.245(4) . ? C1 O1 1.250(4) . ? C1 C2 1.507(4) . ? C2 C3 1.376(5) . ? C2 C7 1.379(5) . ? C3 F1 1.348(4) . ? C3 C4 1.375(5) . ? C4 F2 1.344(4) . ? C4 C5 1.390(5) . ? C5 C6 1.389(5) . ? C5 C8 1.482(5) . ? C6 F3 1.340(4) . ? C6 C7 1.379(5) . ? C7 F4 1.346(4) . ? C8 C13 1.390(5) . ? C8 C9 1.391(5) . ? C9 F5 1.339(4) . ? C9 C10 1.377(5) . ? C10 F6 1.349(4) . ? C10 C11 1.381(5) . ? C11 C12 1.387(5) . ? C11 C14 1.509(4) . ? C12 F7 1.345(4) . ? C12 C13 1.374(5) . ? C13 F8 1.342(4) . ? C14 O4 1.251(4) . ? C14 O3 1.254(4) . ? C15 O5 1.250(3) 2_757 ? C15 O5 1.250(3) . ? C15 C16 1.512(6) . ? C16 C17 1.380(4) . ? C16 C17 1.380(4) 2_757 ? C17 F9 1.341(4) . ? C17 C18 1.377(5) . ? C18 F10 1.346(4) . ? C18 C19 1.389(4) . ? C19 C18 1.389(4) 2_757 ? C19 C20 1.481(6) . ? C20 C21 1.385(4) . ? C20 C21 1.385(4) 2_757 ? C21 F11 1.349(4) . ? C21 C22 1.381(5) . ? C22 F12 1.337(4) . ? C22 C23 1.384(4) . ? C23 C22 1.384(4) 2_757 ? C23 C24 1.500(6) . ? C24 O7 1.243(3) . ? C24 O7 1.243(3) 2_757 ? C25 O6 1.388(6) . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 O8 1.246(3) . ? C26 O8 1.246(3) 2_655 ? C26 C27 1.503(6) . ? C27 C28 1.384(4) 2_655 ? C27 C28 1.384(4) . ? C28 F13 1.342(4) . ? C28 C29 1.380(5) . ? C29 F14 1.346(4) . ? C29 C30 1.387(4) . ? C30 C29 1.387(4) 2_655 ? C30 C35 1.474(6) 1_565 ? C31 O9 1.254(3) 2_655 ? C31 O9 1.254(3) . ? C31 C32 1.510(6) . ? C32 C33 1.384(4) . ? C32 C33 1.384(4) 2_655 ? C33 F15 1.341(4) . ? C33 C34 1.374(5) . ? C34 F16 1.343(4) . ? C34 C35 1.394(4) . ? C35 C34 1.394(4) 2_655 ? C35 C30 1.474(6) 1_545 ? C36 O10 1.420(5) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 O11 1.412(5) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 O12 1.446(6) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? O1 Cu1 1.956(2) . ? O2 Cu1 1.962(2) 2_757 ? O3 Cu2 1.966(2) 2_655 ? O4 Cu2 1.962(2) . ? O5 Cu1 1.985(2) . ? O6 H6 0.8400 . ? O7 Cu1 1.960(2) 1_565 ? O8 Cu2 1.961(2) . ? O9 Cu2 1.985(2) . ? O10 H10 0.8400 . ? O11 H11 0.8400 . ? O12 H12 0.8400 . ? Cu1 O7 1.960(2) 1_545 ? Cu1 O2 1.962(2) 2_757 ? Cu1 Cu1 2.6664(8) 2_757 ? Cu2 O3 1.966(2) 2_655 ? Cu2 Cu2 2.6551(8) 2_655 ? 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 O2 C1 O1 128.1(3) . . ? O2 C1 C2 117.1(3) . . ? O1 C1 C2 114.8(3) . . ? C3 C2 C7 117.5(3) . . ? C3 C2 C1 120.0(3) . . ? C7 C2 C1 122.5(3) . . ? F1 C3 C4 118.5(3) . . ? F1 C3 C2 119.9(3) . . ? C4 C3 C2 121.7(3) . . ? F2 C4 C3 119.0(3) . . ? F2 C4 C5 119.7(3) . . ? C3 C4 C5 121.2(3) . . ? C6 C5 C4 116.9(3) . . ? C6 C5 C8 121.1(3) . . ? C4 C5 C8 122.0(3) . . ? F3 C6 C7 118.8(3) . . ? F3 C6 C5 119.8(3) . . ? C7 C6 C5 121.4(3) . . ? F4 C7 C6 118.8(3) . . ? F4 C7 C2 120.0(3) . . ? C6 C7 C2 121.3(3) . . ? C13 C8 C9 116.6(3) . . ? C13 C8 C5 121.0(3) . . ? C9 C8 C5 122.4(3) . . ? F5 C9 C10 119.0(3) . . ? F5 C9 C8 119.5(3) . . ? C10 C9 C8 121.5(3) . . ? F6 C10 C9 118.2(3) . . ? F6 C10 C11 120.1(3) . . ? C9 C10 C11 121.7(3) . . ? C10 C11 C12 116.9(3) . . ? C10 C11 C14 121.9(3) . . ? C12 C11 C14 121.1(3) . . ? F7 C12 C13 118.4(3) . . ? F7 C12 C11 119.9(3) . . ? C13 C12 C11 121.6(3) . . ? F8 C13 C12 118.9(3) . . ? F8 C13 C8 119.4(3) . . ? C12 C13 C8 121.6(3) . . ? O4 C14 O3 128.2(3) . . ? O4 C14 C11 115.6(3) . . ? O3 C14 C11 116.2(3) . . ? O5 C15 O5 126.7(4) 2_757 . ? O5 C15 C16 116.7(2) 2_757 . ? O5 C15 C16 116.7(2) . . ? C17 C16 C17 117.9(4) . 2_757 ? C17 C16 C15 121.0(2) . . ? C17 C16 C15 121.0(2) 2_757 . ? F9 C17 C18 118.7(3) . . ? F9 C17 C16 120.3(3) . . ? C18 C17 C16 121.0(3) . . ? F10 C18 C17 118.5(3) . . ? F10 C18 C19 119.6(3) . . ? C17 C18 C19 121.9(3) . . ? C18 C19 C18 116.4(4) 2_757 . ? C18 C19 C20 121.8(2) 2_757 . ? C18 C19 C20 121.8(2) . . ? C21 C20 C21 116.9(4) . 2_757 ? C21 C20 C19 121.5(2) . . ? C21 C20 C19 121.5(2) 2_757 . ? F11 C21 C22 118.5(3) . . ? F11 C21 C20 119.8(3) . . ? C22 C21 C20 121.7(3) . . ? F12 C22 C21 119.2(3) . . ? F12 C22 C23 119.8(3) . . ? C21 C22 C23 121.0(3) . . ? C22 C23 C22 117.6(4) 2_757 . ? C22 C23 C24 121.2(2) 2_757 . ? C22 C23 C24 121.2(2) . . ? O7 C24 O7 128.6(4) . 2_757 ? O7 C24 C23 115.7(2) . . ? O7 C24 C23 115.7(2) 2_757 . ? O6 C25 H25A 109.5 . . ? O6 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? O6 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? O8 C26 O8 128.3(4) . 2_655 ? O8 C26 C27 115.8(2) . . ? O8 C26 C27 115.8(2) 2_655 . ? C28 C27 C28 117.3(4) 2_655 . ? C28 C27 C26 121.4(2) 2_655 . ? C28 C27 C26 121.4(2) . . ? F13 C28 C29 118.8(3) . . ? F13 C28 C27 119.8(3) . . ? C29 C28 C27 121.4(3) . . ? F14 C29 C28 118.7(3) . . ? F14 C29 C30 119.8(3) . . ? C28 C29 C30 121.4(3) . . ? C29 C30 C29 117.0(4) . 2_655 ? C29 C30 C35 121.5(2) . 1_565 ? C29 C30 C35 121.5(2) 2_655 1_565 ? O9 C31 O9 126.6(4) 2_655 . ? O9 C31 C32 116.7(2) 2_655 . ? O9 C31 C32 116.7(2) . . ? C33 C32 C33 117.3(4) . 2_655 ? C33 C32 C31 121.4(2) . . ? C33 C32 C31 121.4(2) 2_655 . ? F15 C33 C34 118.3(3) . . ? F15 C33 C32 120.4(3) . . ? C34 C33 C32 121.3(3) . . ? F16 C34 C33 118.7(3) . . ? F16 C34 C35 119.1(3) . . ? C33 C34 C35 122.2(3) . . ? C34 C35 C34 115.7(4) 2_655 . ? C34 C35 C30 122.2(2) 2_655 1_545 ? C34 C35 C30 122.2(2) . 1_545 ? O10 C36 H36A 109.5 . . ? O10 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? O10 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? O11 C37 H37A 109.5 . . ? O11 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? O11 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O12 C38 H38A 109.5 . . ? O12 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? O12 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C1 O1 Cu1 123.5(2) . . ? C1 O2 Cu1 120.4(2) . 2_757 ? C14 O3 Cu2 119.8(2) . 2_655 ? C14 O4 Cu2 122.3(2) . . ? C15 O5 Cu1 122.9(2) . . ? C25 O6 H6 109.5 . . ? C24 O7 Cu1 121.9(2) . 1_565 ? C26 O8 Cu2 121.0(2) . . ? C31 O9 Cu2 122.0(2) . . ? C36 O10 H10 109.5 . . ? C37 O11 H11 109.5 . . ? C38 O12 H12 109.5 . . ? O1 Cu1 O7 91.00(11) . 1_545 ? O1 Cu1 O2 167.04(10) . 2_757 ? O7 Cu1 O2 91.28(10) 1_545 2_757 ? O1 Cu1 O5 87.19(11) . . ? O7 Cu1 O5 167.48(10) 1_545 . ? O2 Cu1 O5 87.83(10) 2_757 . ? O1 Cu1 Cu1 82.47(8) . 2_757 ? O7 Cu1 Cu1 83.74(7) 1_545 2_757 ? O2 Cu1 Cu1 85.11(8) 2_757 2_757 ? O5 Cu1 Cu1 83.74(7) . 2_757 ? O8 Cu2 O4 91.13(10) . . ? O8 Cu2 O3 90.20(10) . 2_655 ? O4 Cu2 O3 167.10(10) . 2_655 ? O8 Cu2 O9 166.98(10) . . ? O4 Cu2 O9 87.65(10) . . ? O3 Cu2 O9 88.17(10) 2_655 . ? O8 Cu2 Cu2 83.44(7) . 2_655 ? O4 Cu2 Cu2 82.53(7) . 2_655 ? O3 Cu2 Cu2 84.88(7) 2_655 2_655 ? O9 Cu2 Cu2 83.55(7) . 2_655 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.846 _refine_diff_density_min -0.808 _refine_diff_density_rms 0.090 _iucr_refine_instructions_details ; TITL uhouston02_0ma in P2/c CELL 0.71073 16.7149 15.1584 15.9373 90.000 112.098 90.000 ZERR 4.00 0.0009 0.0008 0.0008 0.000 0.002 0.000 LATT 1 SYMM - X, Y, 1/2 - Z SFAC C H O F CU UNIT 128 64 48 64 8 MERG 2 FREE Cu1 O6 FREE Cu2 O10 FMAP 2 PLAN 25 SIZE 0.04 0.10 0.10 ACTA 50.00 BOND $H LIST 4 WPDB -2 L.S. 8 TEMP -173.00 WGHT 0.045100 8.905800 FVAR 0.05142 C1 1 0.911110 0.184387 1.085040 11.00000 0.02927 0.01272 = 0.01359 0.00139 0.00253 0.00253 C2 1 0.861974 0.202937 0.985985 11.00000 0.02464 0.02314 = 0.01172 0.00080 0.00435 0.00487 C3 1 0.874426 0.281235 0.948869 11.00000 0.02579 0.02006 = 0.01381 -0.00326 0.00337 -0.00176 C4 1 0.832699 0.299408 0.858242 11.00000 0.02450 0.01950 = 0.01545 0.00223 0.00557 0.00088 C5 1 0.775634 0.239312 0.800109 11.00000 0.02061 0.02544 = 0.01129 0.00242 0.00387 0.00532 C6 1 0.761977 0.161182 0.838238 11.00000 0.02330 0.02026 = 0.01472 -0.00194 0.00336 0.00092 C7 1 0.804285 0.143565 0.929175 11.00000 0.02745 0.02267 = 0.01430 0.00220 0.00563 0.00064 C8 1 0.730790 0.257267 0.702077 11.00000 0.01916 0.02513 = 0.01279 0.00309 0.00311 -0.00052 C9 1 0.683222 0.333776 0.669779 11.00000 0.02378 0.02302 = 0.01310 -0.00255 0.00629 0.00056 C10 1 0.638910 0.347526 0.578516 11.00000 0.02636 0.01831 = 0.01694 0.00227 0.00513 0.00483 C11 1 0.641284 0.287144 0.514572 11.00000 0.02219 0.02241 = 0.01193 0.00234 0.00327 0.00050 C12 1 0.689985 0.211532 0.546487 11.00000 0.02679 0.02164 = 0.01381 -0.00216 0.00484 0.00234 C13 1 0.733621 0.197034 0.637476 11.00000 0.02370 0.02062 = 0.01651 0.00512 0.00426 0.00715 C14 1 0.590244 0.300257 0.414729 11.00000 0.02936 0.01336 = 0.01214 0.00121 0.00258 0.00089 C15 1 1.000000 0.341917 1.250000 10.50000 0.02510 0.01120 = 0.01104 0.00000 0.00216 0.00000 C16 1 1.000000 0.441648 1.250000 10.50000 0.02798 0.01139 = 0.01884 0.00000 0.01065 0.00000 C17 1 1.069885 0.488582 1.307392 11.00000 0.02543 0.01325 = 0.01779 0.00276 0.00652 0.00330 C18 1 1.069785 0.579439 1.307369 11.00000 0.02460 0.01403 = 0.01933 -0.00107 0.00732 -0.00320 C19 1 1.000000 0.627753 1.250000 10.50000 0.02480 0.01084 = 0.01940 0.00000 0.00958 0.00000 C20 1 1.000000 0.725482 1.250000 10.50000 0.02273 0.01001 = 0.02017 0.00000 0.00560 0.00000 C21 1 1.016506 0.773282 1.328813 11.00000 0.02668 0.01443 = 0.01776 0.00325 0.00554 0.00145 C22 1 1.015594 0.864355 1.328913 11.00000 0.03150 0.01434 = 0.01633 -0.00229 0.00517 -0.00077 C23 1 1.000000 0.911632 1.250000 10.50000 0.02611 0.00802 = 0.02277 0.00000 0.00497 0.00000 C24 1 1.000000 1.010603 1.250000 10.50000 0.03165 0.00565 = 0.01187 0.00000 0.00090 0.00000 C25 1 1.182925 0.134893 1.124137 11.00000 0.08730 0.16538 = 0.08691 -0.05813 0.06643 -0.02398 AFIX 137 H25A 2 1.128488 0.102977 1.094832 11.00000 -1.50000 H25B 2 1.231293 0.093364 1.139778 11.00000 -1.50000 H25C 2 1.188926 0.179759 1.082618 11.00000 -1.50000 AFIX 0 C26 1 0.500000 0.470922 0.250000 10.50000 0.02844 0.01462 = 0.01130 0.00000 0.00208 0.00000 C27 1 0.500000 0.570084 0.250000 10.50000 0.02738 0.01186 = 0.02107 0.00000 0.00889 0.00000 C28 1 0.441696 0.617583 0.179190 11.00000 0.02809 0.01677 = 0.01917 -0.00357 0.00533 -0.00491 C29 1 0.441488 0.708648 0.179216 11.00000 0.02581 0.01449 = 0.02041 0.00451 0.00740 0.00239 C30 1 0.500000 0.756463 0.250000 10.50000 0.02334 0.01179 = 0.02189 0.00000 0.00829 0.00000 C31 1 0.500000 0.140472 0.250000 10.50000 0.02860 0.01401 = 0.01548 0.00000 0.00392 0.00000 C32 1 0.500000 0.040826 0.250000 10.50000 0.02333 0.01301 = 0.02201 0.00000 0.00645 0.00000 C33 1 0.501447 -0.006685 0.176445 11.00000 0.03062 0.01598 = 0.01990 0.00220 0.00876 -0.00074 C34 1 0.503056 -0.097326 0.177209 11.00000 0.02601 0.01608 = 0.02051 -0.00346 0.00791 -0.00221 C35 1 0.500000 -0.146299 0.250000 10.50000 0.02129 0.01486 = 0.02272 0.00000 0.00690 0.00000 C36 1 0.324497 0.334508 0.391644 11.00000 0.04354 0.08125 = 0.02951 -0.00818 0.01904 0.00943 AFIX 137 H36A 2 0.373395 0.304207 0.437256 11.00000 -1.50000 H36B 2 0.270889 0.317376 0.398810 11.00000 -1.50000 H36C 2 0.332465 0.398451 0.399520 11.00000 -1.50000 AFIX 0 C37 1 0.823257 0.583889 0.901120 11.00000 0.06635 0.06787 = 0.04390 0.01434 0.02195 0.01909 AFIX 137 H37A 2 0.877586 0.552903 0.933748 11.00000 -1.50000 H37B 2 0.774705 0.547626 0.901081 11.00000 -1.50000 H37C 2 0.822939 0.640279 0.931068 11.00000 -1.50000 AFIX 0 C38 1 0.679767 0.927391 0.589585 11.00000 0.06832 0.08478 = 0.06720 0.02114 0.03125 0.00900 AFIX 137 H38A 2 0.635562 0.972561 0.562651 11.00000 -1.50000 H38B 2 0.665447 0.874400 0.551574 11.00000 -1.50000 H38C 2 0.736114 0.949929 0.593831 11.00000 -1.50000 AFIX 0 O1 3 0.990969 0.176764 1.107546 11.00000 0.02849 0.03307 = 0.01169 0.00106 0.00261 0.00488 O2 3 0.868595 0.180982 1.134500 11.00000 0.02917 0.02887 = 0.01076 0.00121 0.00399 -0.00084 O3 3 0.631418 0.292230 0.363618 11.00000 0.02809 0.02131 = 0.01151 0.00145 0.00446 0.00097 O4 3 0.511552 0.315866 0.393232 11.00000 0.02466 0.02766 = 0.01197 -0.00071 0.00203 0.00402 O5 3 1.059371 0.304906 1.233582 11.00000 0.03405 0.01023 = 0.03504 -0.00043 0.01707 0.00110 O6 3 1.183023 0.175373 1.202306 11.00000 0.02925 0.02523 = 0.02301 -0.00297 0.01035 0.00014 AFIX 147 H6 2 1.228055 0.161276 1.246214 11.00000 -1.50000 AFIX 0 O7 3 1.061976 1.046198 1.238233 11.00000 0.03233 0.00961 = 0.03006 -0.00030 0.00982 -0.00075 O8 3 0.433513 0.435093 0.251614 11.00000 0.02909 0.01334 = 0.02285 0.00054 0.00686 0.00082 O9 3 0.447182 0.177654 0.277168 11.00000 0.03448 0.01355 = 0.02453 0.00155 0.01285 0.00112 O10 3 0.319777 0.310581 0.303732 11.00000 0.03072 0.02554 = 0.02083 -0.00111 0.01056 0.00248 AFIX 147 H10 2 0.274626 0.331725 0.264741 11.00000 -1.50000 AFIX 0 O11 3 0.815394 0.599531 0.811036 11.00000 0.03949 0.04303 = 0.04435 0.01074 0.01682 -0.00003 AFIX 147 H11 2 0.857800 0.629308 0.811101 11.00000 -1.50000 AFIX 0 O12 3 0.682982 0.905680 0.679126 11.00000 0.05438 0.06619 = 0.07036 0.02090 0.02377 0.00346 AFIX 147 H12 2 0.634733 0.886203 0.675469 11.00000 -1.50000 AFIX 0 F1 4 0.928935 0.342204 1.001824 11.00000 0.03463 0.02509 = 0.01456 -0.00212 0.00004 -0.00699 F2 4 0.849983 0.375491 0.825210 11.00000 0.03469 0.02638 = 0.01607 0.00570 0.00477 -0.00477 F3 4 0.704863 0.102258 0.786673 11.00000 0.03272 0.02869 = 0.01483 -0.00174 0.00064 -0.00801 F4 4 0.789006 0.066405 0.962158 11.00000 0.04549 0.01992 = 0.01828 0.00342 0.00475 -0.00687 F5 4 0.678850 0.394896 0.728568 11.00000 0.03645 0.03001 = 0.01334 -0.00427 0.00630 0.00835 F6 4 0.593992 0.423275 0.552242 11.00000 0.04293 0.02500 = 0.01691 0.00176 0.00239 0.01250 F7 4 0.692634 0.148777 0.487963 11.00000 0.04928 0.02535 = 0.01401 -0.00057 0.00784 0.01202 F8 4 0.781365 0.123590 0.664192 11.00000 0.03729 0.03039 = 0.01623 0.00495 0.00445 0.01441 F9 4 1.139230 0.446211 1.365048 11.00000 0.02762 0.01462 = 0.02693 0.00318 0.00229 0.00451 F10 4 1.140387 0.621896 1.363462 11.00000 0.02500 0.01606 = 0.02614 -0.00135 0.00197 -0.00453 F11 4 1.032804 0.730608 1.407791 11.00000 0.04298 0.01466 = 0.01842 0.00302 0.00996 0.00059 F12 4 1.031310 0.907192 1.406848 11.00000 0.05442 0.01355 = 0.01942 -0.00327 0.00863 0.00099 F13 4 0.382694 0.574891 0.109495 11.00000 0.03668 0.01638 = 0.02319 -0.00086 -0.00136 -0.00465 F14 4 0.381143 0.751178 0.110048 11.00000 0.02979 0.01507 = 0.02506 0.00430 0.00170 0.00199 F15 4 0.500896 0.035184 0.102083 11.00000 0.05492 0.01702 = 0.02210 0.00089 0.01713 -0.00536 F16 4 0.509200 -0.139940 0.105964 11.00000 0.04826 0.01711 = 0.02561 -0.00523 0.01948 -0.00267 CU1 5 1.072477 0.174744 1.233454 11.00000 0.02395 0.00930 = 0.01045 0.00000 0.00293 0.00100 CU2 5 0.428563 0.307222 0.267855 11.00000 0.02274 0.01115 = 0.00985 0.00024 0.00282 0.00035 HKLF 4 REM uhouston02_0ma in P2/c REM R1 = 0.0394 for 5766 Fo > 4sig(Fo) and 0.0488 for all 6865 data REM 573 parameters refined using 0 restraints END WGHT 0.0451 8.9104 REM Highest difference peak 0.846, deepest hole -0.808, 1-sigma level 0.090 Q1 1 1.2264 0.1012 1.1867 11.00000 0.05 0.85 Q2 1 1.0244 0.1798 1.2463 11.00000 0.05 0.63 Q3 1 0.8158 0.6909 0.9197 11.00000 0.05 0.52 Q4 1 0.4713 0.2962 0.2479 11.00000 0.05 0.50 Q5 1 0.6244 0.3021 0.5466 11.00000 0.05 0.39 Q6 1 0.5573 0.0328 0.1262 11.00000 0.05 0.37 Q7 1 0.6456 0.2342 0.5310 11.00000 0.05 0.35 Q8 1 0.6774 0.2653 0.5322 11.00000 0.05 0.34 Q9 1 1.1299 0.1806 1.2114 11.00000 0.05 0.34 Q10 1 0.7123 0.2921 0.6875 11.00000 0.05 0.34 Q11 1 0.4739 0.7338 0.2110 11.00000 0.05 0.34 Q12 1 1.0000 0.9531 1.2500 10.50000 0.05 0.33 Q13 1 0.6152 0.2895 0.4713 11.00000 0.05 0.33 Q14 1 1.0113 0.7500 1.2161 11.00000 0.05 0.32 Q15 1 0.8404 0.1755 0.9596 11.00000 0.05 0.32 Q16 1 0.3783 0.2980 0.2899 11.00000 0.05 0.32 Q17 1 1.1167 0.1705 1.0643 11.00000 0.05 0.31 Q18 1 1.0899 0.9146 1.4000 11.00000 0.05 0.31 Q19 1 0.9944 0.8166 1.3287 11.00000 0.05 0.31 Q20 1 0.4811 -0.1300 0.2155 11.00000 0.05 0.30 Q21 1 0.5536 0.0018 0.2194 11.00000 0.05 0.30 Q22 1 1.0100 0.8862 1.2891 11.00000 0.05 0.30 Q23 1 0.7518 0.2480 0.7523 11.00000 0.05 0.29 Q24 1 0.4241 0.6716 0.1931 11.00000 0.05 0.29 Q25 1 0.5197 -0.0550 0.1832 11.00000 0.05 0.29 ; _database_code_depnum_ccdc_archive 'CCDC 902654' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_MOF221 #TrackingRef '14167_web_deposit_cif_file_1_OgnjenMiljanic_1348324928.MOFF-2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_sum 'C34 H12 Cu2 F16 N2 O8' _chemical_formula_weight 1007.54 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' F F 0.0171 0.0103 '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 23.065(5) _cell_length_b 19.498(4) _cell_length_c 9.529(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.91(3) _cell_angle_gamma 90.00 _cell_volume 4269.7(16) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2215 _cell_measurement_theta_min 1.37 _cell_measurement_theta_max 23.60 _exptl_crystal_description parallelepiped _exptl_crystal_colour Green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1984 _exptl_absorpt_coefficient_mu 1.113 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.5664 _exptl_absorpt_correction_T_max 0.7449 _exptl_absorpt_process_details 'SAINT v7.12A' _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX II CCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean 4K _diffrn_standards_decay_% 0.0 _diffrn_reflns_number 13682 _diffrn_reflns_av_R_equivalents 0.0631 _diffrn_reflns_av_sigmaI/netI 0.0541 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.37 _diffrn_reflns_theta_max 23.60 _reflns_number_total 3310 _reflns_number_gt 1752 _reflns_threshold_expression >4sigma(I) _computing_data_collection 'APEX2 v1.0-27 (Bruker-Nonius, 2005)' _computing_cell_refinement 'SAINT v7.12A (Bruker-Nonius, 2004)' _computing_data_reduction 'SAINT v7.12A (Bruker-Nonius, 2004)' _computing_structure_solution 'SHELXS v6.12 (G.M. Sheldrick, 2001)' _computing_structure_refinement 'SHELXL v6.12 (G.M. Sheldrick, 2001)' _computing_molecular_graphics ? _computing_publication_material ? _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^ > 4sigma(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^)+(0.1016P)^2^+18.4717P] 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 noref _refine_ls_extinction_method none _refine_ls_number_reflns 3202 _refine_ls_number_parameters 345 _refine_ls_number_restraints 261 _refine_ls_R_factor_all 0.1031 _refine_ls_R_factor_gt 0.0551 _refine_ls_wR_factor_ref 0.1972 _refine_ls_wR_factor_gt 0.1586 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.029 _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 Cu Cu 0.49700(5) 0.22219(4) 0.60839(11) 0.0405(4) Uani 1 1 d . . . O1 O 0.5601(2) 0.2900(3) 0.6480(8) 0.0532(16) Uani 1 1 d . A . O2 O 0.5611(3) 0.2962(3) 0.8786(8) 0.0565(17) Uani 1 1 d . . . O3 O 0.9335(2) 0.6543(3) 0.6253(8) 0.0558(17) Uani 1 1 d . . . O4 O 0.9450(3) 0.6494(3) 0.8569(8) 0.0568(17) Uani 1 1 d . . . C1 C 0.5783(3) 0.3103(4) 0.7655(12) 0.0423(19) Uani 1 1 d . . . C8 C 0.9216(3) 0.6346(4) 0.7387(13) 0.043(2) Uani 1 1 d . . . C2 C 0.6304(5) 0.3612(5) 0.7747(12) 0.048(2) Uani 0.50 1 d PGU A 1 C3 C 0.6241(4) 0.4222(5) 0.6991(10) 0.057(7) Uani 0.50 1 d PGU A 1 F1 F 0.5726(5) 0.4383(7) 0.6312(13) 0.073(5) Uani 0.50 1 d PGU A 1 C4 C 0.6712(5) 0.4663(5) 0.6941(10) 0.057(7) Uani 0.50 1 d PGU A 1 F2 F 0.6651(6) 0.5251(6) 0.6213(14) 0.073(5) Uani 0.50 1 d PGU A 1 C5 C 0.7245(4) 0.4496(5) 0.7646(12) 0.057(3) Uani 0.50 1 d PGU A 1 C6 C 0.7308(4) 0.3887(6) 0.8401(11) 0.058(7) Uani 0.50 1 d PGU A 1 F3 F 0.7823(5) 0.3725(7) 0.9081(15) 0.076(6) Uani 0.50 1 d PGU A 1 C7 C 0.6837(5) 0.3445(5) 0.8452(11) 0.071(9) Uani 0.50 1 d PGU A 1 F4 F 0.6898(6) 0.2858(6) 0.9180(15) 0.069(5) Uani 0.50 1 d PGU A 1 C9 C 0.8693(4) 0.5860(5) 0.7398(10) 0.048(2) Uani 0.50 1 d PGU A 1 C10 C 0.8700(4) 0.5217(5) 0.6769(9) 0.051(6) Uani 0.50 1 d PGU A 1 F5 F 0.9154(5) 0.5027(6) 0.6072(12) 0.075(5) Uani 0.50 1 d PGU A 1 C11 C 0.8234(4) 0.4771(4) 0.6862(8) 0.039(5) Uani 0.50 1 d PGU A 1 F6 F 0.8240(6) 0.4151(5) 0.6255(12) 0.067(4) Uani 0.50 1 d PGU A 1 C12 C 0.7763(4) 0.4968(5) 0.7584(9) 0.051(3) Uani 0.50 1 d PGU A 1 C13 C 0.7756(4) 0.5611(5) 0.8214(8) 0.056(6) Uani 0.50 1 d PGU A 1 F7 F 0.7302(4) 0.5801(6) 0.8910(12) 0.075(5) Uani 0.50 1 d PGU A 1 C14 C 0.8222(4) 0.6057(4) 0.8120(8) 0.047(6) Uani 0.50 1 d PGU A 1 F8 F 0.8216(5) 0.6676(5) 0.8727(12) 0.061(4) Uani 0.50 1 d PGU A 1 C2' C 0.6288(4) 0.3621(5) 0.7633(11) 0.048(2) Uani 0.50 1 d PGU A 2 C3' C 0.6281(4) 0.4142(5) 0.6637(10) 0.049(6) Uani 0.50 1 d PGU A 2 F1' F 0.5820(5) 0.4219(7) 0.5697(12) 0.069(5) Uani 0.50 1 d PGU A 2 C4' C 0.6754(5) 0.4584(5) 0.6616(10) 0.058(7) Uani 0.50 1 d PGU A 2 F2' F 0.6747(6) 0.5086(6) 0.5655(12) 0.069(5) Uani 0.50 1 d PGU A 2 C5' C 0.7233(4) 0.4504(6) 0.7591(11) 0.057(3) Uani 0.50 1 d PGU A 2 C6' C 0.7239(4) 0.3983(6) 0.8587(11) 0.048(7) Uani 0.50 1 d PGU A 2 F3' F 0.7701(5) 0.3906(8) 0.9528(14) 0.071(5) Uani 0.50 1 d PGU A 2 C7' C 0.6767(5) 0.3541(5) 0.8609(11) 0.045(6) Uani 0.50 1 d PGU A 2 F4' F 0.6774(6) 0.3039(6) 0.9569(13) 0.069(5) Uani 0.50 1 d PGU A 2 C9' C 0.8694(4) 0.5854(5) 0.7425(10) 0.048(2) Uani 0.50 1 d PGU A 2 C10' C 0.8753(4) 0.5159(5) 0.7151(9) 0.050(5) Uani 0.50 1 d PGU A 2 F5' F 0.9266(4) 0.4910(6) 0.6823(12) 0.064(4) Uani 0.50 1 d PGU A 2 C11' C 0.8281(4) 0.4721(5) 0.7217(9) 0.081(9) Uani 0.50 1 d PGU A 2 F6' F 0.8338(5) 0.4050(5) 0.6953(14) 0.076(5) Uani 0.50 1 d PGU A 2 C12' C 0.7749(4) 0.4978(5) 0.7558(10) 0.051(3) Uani 0.50 1 d PGU A 2 C13' C 0.7689(4) 0.5674(5) 0.7832(9) 0.061(7) Uani 0.50 1 d PGU A 2 F7' F 0.7176(4) 0.5922(6) 0.8160(13) 0.070(4) Uani 0.50 1 d PGU A 2 C14' C 0.8161(4) 0.6112(5) 0.7766(9) 0.069(9) Uani 0.50 1 d PGU A 2 F8' F 0.8104(5) 0.6782(5) 0.8030(14) 0.072(5) Uani 0.50 1 d PGU A 2 C25X C 0.5000 0.2232(7) 0.7500 0.060(3) Uiso 1 2 d S . . N1 N 0.4996(3) 0.2223(3) 0.3867(7) 0.0428(15) Uani 1 1 d D . . C15 C 0.5345(10) 0.1647(9) 0.337(2) 0.057(3) Uiso 0.33 1 d PD B -1 H15A H 0.5151 0.1216 0.3529 0.068 Uiso 0.33 1 calc PR B -1 H15B H 0.5724 0.1638 0.3901 0.068 Uiso 0.33 1 calc PR B -1 C16 C 0.5424(9) 0.1726(11) 0.179(2) 0.057(3) Uiso 0.33 1 d PD . -1 H16A H 0.5817 0.1881 0.1675 0.068 Uiso 0.33 1 calc PR . -1 H16B H 0.5370 0.1285 0.1329 0.068 Uiso 0.33 1 calc PR . -1 C17 C 0.4401(5) 0.2157(14) 0.316(2) 0.057(3) Uiso 0.33 1 d PD B -1 H17A H 0.4181 0.2569 0.3325 0.068 Uiso 0.33 1 calc PR B -1 H17B H 0.4205 0.1772 0.3564 0.068 Uiso 0.33 1 calc PR B -1 C18 C 0.4421(6) 0.2046(14) 0.157(2) 0.057(3) Uiso 0.33 1 d PD . -1 H18A H 0.4334 0.1570 0.1337 0.068 Uiso 0.33 1 calc PR . -1 H18B H 0.4129 0.2330 0.1059 0.068 Uiso 0.33 1 calc PR . -1 C19 C 0.5247(10) 0.2864(8) 0.335(2) 0.057(3) Uiso 0.33 1 d PD B -1 H19A H 0.5659 0.2881 0.3642 0.068 Uiso 0.33 1 calc PR B -1 H19B H 0.5062 0.3255 0.3752 0.068 Uiso 0.33 1 calc PR B -1 C20 C 0.5158(11) 0.2908(7) 0.172(2) 0.057(3) Uiso 0.33 1 d PD . -1 H20A H 0.4850 0.3232 0.1443 0.068 Uiso 0.33 1 calc PR . -1 H20B H 0.5513 0.3069 0.1350 0.068 Uiso 0.33 1 calc PR . -1 C15' C 0.4944(13) 0.1518(6) 0.3286(9) 0.055(4) Uiso 0.33 1 d PD . 2 H15C H 0.4558 0.1341 0.3395 0.066 Uiso 0.33 1 calc PR . 2 H15D H 0.5224 0.1221 0.3803 0.066 Uiso 0.33 1 calc PR . 2 C17' C 0.4512(10) 0.2626(12) 0.315(2) 0.055(4) Uiso 0.33 1 d PD B 2 H17C H 0.4592 0.3111 0.3282 0.066 Uiso 0.33 1 calc PR B 2 H17D H 0.4155 0.2522 0.3579 0.066 Uiso 0.33 1 calc PR B 2 C18' C 0.4431(7) 0.2462(17) 0.156(2) 0.055(4) Uiso 0.33 1 d PD . 2 H18C H 0.4139 0.2107 0.1384 0.066 Uiso 0.33 1 calc PR . 2 H18D H 0.4305 0.2868 0.1036 0.066 Uiso 0.33 1 calc PR . 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0271(5) 0.0307(5) 0.0643(7) -0.0005(5) 0.0073(6) 0.0006(5) O1 0.046(4) 0.054(4) 0.060(4) 0.001(4) 0.007(3) -0.022(3) O2 0.047(4) 0.048(4) 0.075(5) -0.003(4) 0.011(4) -0.020(3) O3 0.038(3) 0.048(4) 0.083(5) 0.004(4) 0.014(4) -0.017(3) O4 0.052(4) 0.045(4) 0.074(5) -0.004(4) 0.003(4) -0.024(3) C1 0.035(4) 0.036(4) 0.057(6) 0.007(5) 0.015(5) 0.000(3) C8 0.031(4) 0.028(4) 0.071(7) 0.003(5) 0.013(5) -0.004(3) C2 0.041(4) 0.038(4) 0.065(5) 0.003(4) 0.011(4) -0.014(3) C3 0.049(10) 0.052(10) 0.068(10) 0.010(8) 0.001(8) -0.013(8) F1 0.055(8) 0.060(8) 0.100(12) 0.013(8) -0.007(8) -0.017(6) C4 0.053(10) 0.049(10) 0.071(10) 0.004(8) 0.015(8) -0.018(7) F2 0.054(7) 0.054(8) 0.114(12) 0.027(8) 0.018(8) -0.014(6) C5 0.045(4) 0.054(5) 0.073(5) 0.004(4) 0.010(4) -0.021(4) C6 0.050(10) 0.051(10) 0.074(11) 0.002(8) 0.012(8) -0.013(8) F3 0.050(8) 0.068(9) 0.110(11) -0.004(8) 0.001(8) -0.019(7) C7 0.064(12) 0.061(12) 0.088(13) -0.001(9) 0.004(9) -0.008(9) F4 0.037(7) 0.052(8) 0.118(11) 0.028(9) 0.013(7) -0.005(6) C9 0.036(4) 0.041(4) 0.068(5) -0.004(4) 0.008(4) -0.015(3) C10 0.041(9) 0.048(9) 0.064(9) -0.005(7) 0.004(7) -0.011(8) F5 0.055(7) 0.062(8) 0.110(12) -0.010(8) 0.026(8) -0.009(7) C11 0.037(8) 0.026(8) 0.056(9) -0.001(7) 0.007(7) -0.011(6) F6 0.080(9) 0.037(7) 0.087(10) -0.012(7) 0.017(8) -0.021(6) C12 0.041(4) 0.040(4) 0.073(6) 0.001(4) 0.010(4) -0.016(4) C13 0.047(9) 0.054(10) 0.067(10) -0.007(8) 0.009(8) -0.010(7) F7 0.048(7) 0.073(9) 0.107(12) -0.020(9) 0.022(8) -0.024(6) C14 0.037(8) 0.037(9) 0.070(9) 0.000(8) 0.009(7) -0.015(7) F8 0.065(9) 0.035(6) 0.084(10) -0.015(6) 0.022(7) -0.018(6) C2' 0.041(4) 0.038(4) 0.065(5) 0.003(4) 0.011(4) -0.014(3) C3' 0.041(9) 0.048(9) 0.060(9) -0.002(8) 0.005(7) -0.011(7) F1' 0.049(7) 0.079(10) 0.076(10) 0.023(8) -0.007(7) -0.023(7) C4' 0.062(10) 0.047(10) 0.068(10) -0.004(8) 0.016(8) -0.014(8) F2' 0.080(9) 0.041(7) 0.087(11) -0.001(7) 0.014(8) -0.014(7) C5' 0.045(4) 0.054(5) 0.073(5) 0.004(4) 0.010(4) -0.021(4) C6' 0.036(9) 0.049(10) 0.061(10) -0.010(8) 0.007(8) -0.006(7) F3' 0.039(7) 0.075(10) 0.097(10) 0.002(9) -0.007(8) -0.012(6) C7' 0.038(9) 0.033(8) 0.065(10) 0.011(7) 0.003(7) -0.018(7) F4' 0.053(10) 0.052(8) 0.101(11) 0.008(8) -0.002(8) -0.001(7) C9' 0.036(4) 0.041(4) 0.068(5) -0.004(4) 0.008(4) -0.015(3) C10' 0.040(9) 0.045(9) 0.067(9) -0.005(8) 0.014(8) -0.016(7) F5' 0.037(6) 0.044(6) 0.114(12) 0.004(7) 0.029(7) 0.001(5) C11' 0.075(12) 0.074(12) 0.097(12) 0.000(9) 0.017(9) -0.008(9) F6' 0.060(7) 0.042(7) 0.125(13) 0.000(8) -0.003(9) -0.008(5) C12' 0.041(4) 0.040(4) 0.073(6) 0.001(4) 0.010(4) -0.016(4) C13' 0.050(10) 0.058(10) 0.076(10) -0.006(8) 0.014(8) -0.020(8) F7' 0.035(7) 0.061(7) 0.119(12) 0.003(9) 0.031(8) -0.008(5) C14' 0.062(11) 0.064(11) 0.081(11) -0.008(8) 0.014(8) -0.015(8) F8' 0.053(7) 0.040(7) 0.122(12) -0.017(8) 0.005(8) -0.010(5) N1 0.042(4) 0.033(3) 0.054(4) -0.001(3) 0.011(5) 0.001(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu O4 1.959(6) 4_646 ? Cu O2 1.980(6) 2_656 ? Cu O1 1.977(6) . ? Cu O3 1.990(6) 3_445 ? Cu N1 2.119(6) . ? O1 C1 1.228(11) . ? O2 C1 1.212(11) . ? O2 Cu 1.980(6) 2_656 ? O3 C8 1.201(11) . ? O3 Cu 1.990(6) 3 ? O4 C8 1.241(11) . ? O4 Cu 1.959(6) 4_656 ? C1 C2' 1.542(12) . ? C1 C2 1.555(13) . ? C8 C9 1.534(11) . ? C8 C9' 1.542(11) . ? C2 C7 1.3898 . ? C2 C3 1.3900 . ? C3 F1 1.3400 . ? C3 C4 1.3900 . ? C4 F2 1.3403 . ? C4 C5 1.3895 . ? C5 C6 1.3899 . ? C5 C12 1.512(13) . ? C6 F3 1.3405 . ? C6 C7 1.3900 . ? C7 F4 1.3400 . ? C9 C10 1.3900 . ? C9 C14 1.3902 . ? C10 F5 1.3402 . ? C10 C11 1.3899 . ? C11 F6 1.3399 . ? C11 C12 1.3902 . ? C12 C13 1.3903 . ? C13 F7 1.3398 . ? C13 C14 1.3900 . ? C14 F8 1.3400 . ? C2' C3' 1.3898 . ? C2' C7' 1.3902 . ? C3' F1' 1.3399 . ? C3' C4' 1.3904 . ? C4' F2' 1.3400 . ? C4' C5' 1.3900 . ? C5' C6' 1.3899 . ? C5' C12' 1.509(13) . ? C6' F3' 1.3399 . ? C6' C7' 1.3899 . ? C7' F4' 1.3400 . ? C9' C10' 1.3901 . ? C9' C14' 1.3902 . ? C10' F5' 1.3401 . ? C10' C11' 1.3900 . ? C11' F6' 1.3402 . ? C11' C12' 1.3900 . ? C12' C13' 1.3901 . ? C13' F7' 1.3403 . ? C13' C14' 1.3896 . ? C14' F8' 1.3402 . ? N1 C16 1.473(9) 2_655 ? N1 C20 1.480(9) 2_655 ? N1 C17 1.482(9) . ? N1 C17' 1.483(9) . ? N1 C19 1.480(9) . ? N1 C15 1.483(9) . ? N1 C18 1.481(9) 2_655 ? N1 C15' 1.483(9) . ? N1 C18' 1.491(10) 2_655 ? C15 C16 1.538(10) . ? C16 N1 1.473(9) 2_655 ? C17 C18 1.540(10) . ? C18 N1 1.481(9) 2_655 ? C19 C20 1.548(10) . ? C20 N1 1.480(9) 2_655 ? C15' C15' 1.541(10) 2_655 ? C17' C18' 1.543(10) . ? C18' N1 1.491(10) 2_655 ? 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 Cu O2 166.7(3) 4_646 2_656 ? O4 Cu O1 88.4(3) 4_646 . ? O2 Cu O1 89.5(2) 2_656 . ? O4 Cu O3 90.0(2) 4_646 3_445 ? O2 Cu O3 88.4(3) 2_656 3_445 ? O1 Cu O3 164.4(3) . 3_445 ? O4 Cu N1 95.2(3) 4_646 . ? O2 Cu N1 98.0(3) 2_656 . ? O1 Cu N1 96.1(3) . . ? O3 Cu N1 99.5(3) 3_445 . ? C1 O1 Cu 125.4(5) . . ? C1 O2 Cu 119.8(6) . 2_656 ? C8 O3 Cu 120.9(6) . 3 ? C8 O4 Cu 124.0(6) . 4_656 ? O2 C1 O1 128.6(7) . . ? O2 C1 C2' 117.8(9) . . ? O1 C1 C2' 113.6(9) . . ? O2 C1 C2 113.9(9) . . ? O1 C1 C2 117.4(9) . . ? O3 C8 O4 128.8(7) . . ? O3 C8 C9 116.4(9) . . ? O4 C8 C9 114.8(9) . . ? O3 C8 C9' 117.4(9) . . ? O4 C8 C9' 113.8(9) . . ? C7 C2 C3 120.0 . . ? C7 C2 C1 121.7(6) . . ? C3 C2 C1 118.1(7) . . ? F1 C3 C2 120.0 . . ? F1 C3 C4 120.0 . . ? C2 C3 C4 120.0 . . ? F2 C4 C5 120.0 . . ? F2 C4 C3 120.0 . . ? C5 C4 C3 120.0 . . ? C4 C5 C6 120.0 . . ? C4 C5 C12 120.5(7) . . ? C6 C5 C12 119.5(7) . . ? F3 C6 C5 120.0 . . ? F3 C6 C7 120.0 . . ? C5 C6 C7 120.0 . . ? F4 C7 C2 120.0 . . ? F4 C7 C6 120.0 . . ? C2 C7 C6 120.0 . . ? C10 C9 C14 120.0 . . ? C10 C9 C8 121.1(6) . . ? C14 C9 C8 118.8(6) . . ? F5 C10 C11 120.0 . . ? F5 C10 C9 120.0 . . ? C11 C10 C9 120.0 . . ? F6 C11 C10 120.0 . . ? F6 C11 C12 120.0 . . ? C10 C11 C12 120.0 . . ? C11 C12 C13 120.0 . . ? C11 C12 C5 120.3(6) . . ? C13 C12 C5 119.6(6) . . ? F7 C13 C14 120.0 . . ? F7 C13 C12 120.0 . . ? C14 C13 C12 120.0 . . ? F8 C14 C13 120.0 . . ? F8 C14 C9 120.0 . . ? C13 C14 C9 120.0 . . ? C3' C2' C7' 120.0 . . ? C3' C2' C1 121.5(7) . . ? C7' C2' C1 118.4(7) . . ? F1' C3' C2' 120.0 . . ? F1' C3' C4' 120.0 . . ? C2' C3' C4' 120.0 . . ? F2' C4' C5' 120.0 . . ? F2' C4' C3' 120.0 . . ? C5' C4' C3' 120.0 . . ? C6' C5' C4' 120.0 . . ? C6' C5' C12' 120.0(7) . . ? C4' C5' C12' 120.0(7) . . ? F3' C6' C5' 120.0 . . ? F3' C6' C7' 120.0 . . ? C5' C6' C7' 120.0 . . ? F4' C7' C6' 120.0 . . ? F4' C7' C2' 120.0 . . ? C6' C7' C2' 120.0 . . ? C10' C9' C14' 120.0 . . ? C10' C9' C8 120.8(6) . . ? C14' C9' C8 119.2(6) . . ? F5' C10' C11' 120.0 . . ? F5' C10' C9' 120.0 . . ? C11' C10' C9' 120.0 . . ? F6' C11' C10' 120.0 . . ? F6' C11' C12' 120.0 . . ? C10' C11' C12' 120.0 . . ? C11' C12' C13' 120.0 . . ? C11' C12' C5' 119.8(7) . . ? C13' C12' C5' 120.2(7) . . ? F7' C13' C14' 120.0 . . ? F7' C13' C12' 120.0 . . ? C14' C13' C12' 120.0 . . ? F8' C14' C13' 120.0 . . ? F8' C14' C9' 120.0 . . ? C13' C14' C9' 120.0 . . ? C16 N1 C20 107.7(8) 2_655 2_655 ? C20 N1 C17 73.9(11) 2_655 . ? C16 N1 C19 132.3(14) 2_655 . ? C17 N1 C19 107.1(8) . . ? C16 N1 C15 73.9(9) 2_655 . ? C20 N1 C15 133.1(13) 2_655 . ? C17 N1 C15 107.3(8) . . ? C19 N1 C15 107.1(8) . . ? C16 N1 C18 107.9(8) 2_655 2_655 ? C20 N1 C18 107.5(8) 2_655 2_655 ? C17 N1 C18 133.0(8) . 2_655 ? C19 N1 C18 73.4(11) . 2_655 ? C17' N1 C15' 106.7(9) . . ? C17' N1 C18' 111.0(13) . 2_655 ? C15' N1 C18' 103.4(14) . 2_655 ? C16 N1 Cu 110.5(9) 2_655 . ? C20 N1 Cu 110.5(9) 2_655 . ? C17 N1 Cu 110.3(9) . . ? C17' N1 Cu 111.9(9) . . ? C19 N1 Cu 112.4(10) . . ? C15 N1 Cu 112.3(9) . . ? C18 N1 Cu 112.5(9) 2_655 . ? C15' N1 Cu 111.3(4) . . ? C18' N1 Cu 112.1(10) 2_655 . ? N1 C15 C16 110.4(13) . . ? N1 C16 C15 110.8(13) 2_655 . ? N1 C17 C18 110.7(13) . . ? N1 C18 C17 110.4(13) 2_655 . ? N1 C19 C20 111.2(14) . . ? N1 C20 C19 109.5(14) 2_655 . ? N1 C15' C15' 110.4(5) . 2_655 ? N1 C17' C18' 111.3(15) . . ? N1 C18' C17' 107.5(15) 2_655 . ? 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 Cu O1 C1 -84.4(7) 4_646 . . . ? O2 Cu O1 C1 82.5(7) 2_656 . . . ? O3 Cu O1 C1 -0.1(14) 3_445 . . . ? N1 Cu O1 C1 -179.5(7) . . . . ? Cu O2 C1 O1 8.9(12) 2_656 . . . ? Cu O2 C1 C2' -172.8(6) 2_656 . . . ? Cu O2 C1 C2 -171.1(6) 2_656 . . . ? Cu O1 C1 O2 -3.0(12) . . . . ? Cu O1 C1 C2' 178.7(6) . . . . ? Cu O1 C1 C2 177.1(6) . . . . ? Cu O3 C8 O4 -2.1(12) 3 . . . ? Cu O3 C8 C9 176.1(5) 3 . . . ? Cu O3 C8 C9' 176.3(5) 3 . . . ? Cu O4 C8 O3 9.6(12) 4_656 . . . ? Cu O4 C8 C9 -168.5(6) 4_656 . . . ? Cu O4 C8 C9' -168.8(5) 4_656 . . . ? O2 C1 C2 C7 63.0(9) . . . . ? O1 C1 C2 C7 -117.0(7) . . . . ? C2' C1 C2 C7 -138(10) . . . . ? O2 C1 C2 C3 -122.8(7) . . . . ? O1 C1 C2 C3 57.2(9) . . . . ? C2' C1 C2 C3 36(9) . . . . ? C7 C2 C3 F1 180.0 . . . . ? C1 C2 C3 F1 5.7(8) . . . . ? C7 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 -174.3(8) . . . . ? F1 C3 C4 F2 0.0 . . . . ? C2 C3 C4 F2 -180.0 . . . . ? F1 C3 C4 C5 180.0 . . . . ? C2 C3 C4 C5 0.0 . . . . ? F2 C4 C5 C6 180.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? F2 C4 C5 C12 -0.8(9) . . . . ? C3 C4 C5 C12 179.2(9) . . . . ? C4 C5 C6 F3 180.0 . . . . ? C12 C5 C6 F3 0.8(9) . . . . ? C4 C5 C6 C7 0.0 . . . . ? C12 C5 C6 C7 -179.2(9) . . . . ? C3 C2 C7 F4 180.0 . . . . ? C1 C2 C7 F4 -5.9(9) . . . . ? C3 C2 C7 C6 0.0 . . . . ? C1 C2 C7 C6 174.1(9) . . . . ? F3 C6 C7 F4 0.0 . . . . ? C5 C6 C7 F4 180.0 . . . . ? F3 C6 C7 C2 -180.0 . . . . ? C5 C6 C7 C2 0.0 . . . . ? O3 C8 C9 C10 63.6(9) . . . . ? O4 C8 C9 C10 -118.0(7) . . . . ? C9' C8 C9 C10 -104(41) . . . . ? O3 C8 C9 C14 -119.9(7) . . . . ? O4 C8 C9 C14 58.5(9) . . . . ? C9' C8 C9 C14 73(41) . . . . ? C14 C9 C10 F5 180.0 . . . . ? C8 C9 C10 F5 -3.6(9) . . . . ? C14 C9 C10 C11 0.0 . . . . ? C8 C9 C10 C11 176.4(9) . . . . ? F5 C10 C11 F6 0.0 . . . . ? C9 C10 C11 F6 180.0 . . . . ? F5 C10 C11 C12 -180.0 . . . . ? C9 C10 C11 C12 0.0 . . . . ? F6 C11 C12 C13 180.0 . . . . ? C10 C11 C12 C13 0.0 . . . . ? F6 C11 C12 C5 -2.2(9) . . . . ? C10 C11 C12 C5 177.8(9) . . . . ? C4 C5 C12 C11 -111.1(6) . . . . ? C6 C5 C12 C11 68.1(8) . . . . ? C4 C5 C12 C13 66.8(8) . . . . ? C6 C5 C12 C13 -114.0(6) . . . . ? C11 C12 C13 F7 -180.0 . . . . ? C5 C12 C13 F7 2.2(9) . . . . ? C11 C12 C13 C14 0.0 . . . . ? C5 C12 C13 C14 -177.8(9) . . . . ? F7 C13 C14 F8 0.0 . . . . ? C12 C13 C14 F8 180.0 . . . . ? F7 C13 C14 C9 180.0 . . . . ? C12 C13 C14 C9 0.0 . . . . ? C10 C9 C14 F8 180.0 . . . . ? C8 C9 C14 F8 3.5(8) . . . . ? C10 C9 C14 C13 0.0 . . . . ? C8 C9 C14 C13 -176.5(8) . . . . ? O2 C1 C2' C3' -136.3(7) . . . . ? O1 C1 C2' C3' 42.2(9) . . . . ? C2 C1 C2' C3' -158(10) . . . . ? O2 C1 C2' C7' 46.1(9) . . . . ? O1 C1 C2' C7' -135.4(6) . . . . ? C2 C1 C2' C7' 25(9) . . . . ? C7' C2' C3' F1' 180.0 . . . . ? C1 C2' C3' F1' 2.4(8) . . . . ? C7' C2' C3' C4' 0.0 . . . . ? C1 C2' C3' C4' -177.6(8) . . . . ? F1' C3' C4' F2' 0.0 . . . . ? C2' C3' C4' F2' 180.0 . . . . ? F1' C3' C4' C5' 180.0 . . . . ? C2' C3' C4' C5' 0.0 . . . . ? F2' C4' C5' C6' 180.0 . . . . ? C3' C4' C5' C6' 0.0 . . . . ? F2' C4' C5' C12' -0.7(9) . . . . ? C3' C4' C5' C12' 179.3(9) . . . . ? C4' C5' C6' F3' -180.0 . . . . ? C12' C5' C6' F3' 0.7(9) . . . . ? C4' C5' C6' C7' 0.0 . . . . ? C12' C5' C6' C7' -179.3(9) . . . . ? F3' C6' C7' F4' 0.0 . . . . ? C5' C6' C7' F4' 180.0 . . . . ? F3' C6' C7' C2' 180.0 . . . . ? C5' C6' C7' C2' 0.0 . . . . ? C3' C2' C7' F4' 180.0 . . . . ? C1 C2' C7' F4' -2.3(8) . . . . ? C3' C2' C7' C6' 0.0 . . . . ? C1 C2' C7' C6' 177.7(8) . . . . ? O3 C8 C9' C10' 80.5(8) . . . . ? O4 C8 C9' C10' -100.9(8) . . . . ? C9 C8 C9' C10' 93(41) . . . . ? O3 C8 C9' C14' -100.7(8) . . . . ? O4 C8 C9' C14' 77.9(8) . . . . ? C9 C8 C9' C14' -88(41) . . . . ? C14' C9' C10' F5' 180.0 . . . . ? C8 C9' C10' F5' -1.2(9) . . . . ? C14' C9' C10' C11' 0.0 . . . . ? C8 C9' C10' C11' 178.7(9) . . . . ? F5' C10' C11' F6' 0.0 . . . . ? C9' C10' C11' F6' 180.0 . . . . ? F5' C10' C11' C12' 180.0 . . . . ? C9' C10' C11' C12' 0.0 . . . . ? F6' C11' C12' C13' -180.0 . . . . ? C10' C11' C12' C13' 0.0 . . . . ? F6' C11' C12' C5' -1.6(8) . . . . ? C10' C11' C12' C5' 178.4(8) . . . . ? C6' C5' C12' C11' 65.5(7) . . . . ? C4' C5' C12' C11' -113.8(6) . . . . ? C6' C5' C12' C13' -116.1(6) . . . . ? C4' C5' C12' C13' 64.6(8) . . . . ? C11' C12' C13' F7' 180.0 . . . . ? C5' C12' C13' F7' 1.6(8) . . . . ? C11' C12' C13' C14' 0.0 . . . . ? C5' C12' C13' C14' -178.4(8) . . . . ? F7' C13' C14' F8' 0.0 . . . . ? C12' C13' C14' F8' 180.0 . . . . ? F7' C13' C14' C9' 180.0 . . . . ? C12' C13' C14' C9' 0.0 . . . . ? C10' C9' C14' F8' -180.0 . . . . ? C8 C9' C14' F8' 1.2(8) . . . . ? C10' C9' C14' C13' 0.0 . . . . ? C8 C9' C14' C13' -178.8(8) . . . . ? O4 Cu N1 C16 88.7(11) 4_646 . . 2_655 ? O2 Cu N1 C16 -92.0(11) 2_656 . . 2_655 ? O1 Cu N1 C16 177.6(11) . . . 2_655 ? O3 Cu N1 C16 -2.2(11) 3_445 . . 2_655 ? O4 Cu N1 C20 -152.2(11) 4_646 . . 2_655 ? O2 Cu N1 C20 27.1(11) 2_656 . . 2_655 ? O1 Cu N1 C20 -63.3(11) . . . 2_655 ? O3 Cu N1 C20 116.9(11) 3_445 . . 2_655 ? O4 Cu N1 C17 128.0(11) 4_646 . . . ? O2 Cu N1 C17 -52.7(11) 2_656 . . . ? O1 Cu N1 C17 -143.1(11) . . . . ? O3 Cu N1 C17 37.0(11) 3_445 . . . ? O4 Cu N1 C17' 168.1(13) 4_646 . . . ? O2 Cu N1 C17' -12.6(13) 2_656 . . . ? O1 Cu N1 C17' -103.0(13) . . . . ? O3 Cu N1 C17' 77.2(13) 3_445 . . . ? O4 Cu N1 C19 -112.6(11) 4_646 . . . ? O2 Cu N1 C19 66.7(11) 2_656 . . . ? O1 Cu N1 C19 -23.7(11) . . . . ? O3 Cu N1 C19 156.5(11) 3_445 . . . ? O4 Cu N1 C15 8.3(11) 4_646 . . . ? O2 Cu N1 C15 -172.3(11) 2_656 . . . ? O1 Cu N1 C15 97.3(11) . . . . ? O3 Cu N1 C15 -82.6(11) 3_445 . . . ? O4 Cu N1 C18 -32.1(11) 4_646 . . 2_655 ? O2 Cu N1 C18 147.3(12) 2_656 . . 2_655 ? O1 Cu N1 C18 56.9(11) . . . 2_655 ? O3 Cu N1 C18 -123.0(11) 3_445 . . 2_655 ? O4 Cu N1 C15' 48.9(13) 4_646 . . . ? O2 Cu N1 C15' -131.8(13) 2_656 . . . ? O1 Cu N1 C15' 137.8(13) . . . . ? O3 Cu N1 C15' -42.0(13) 3_445 . . . ? O4 Cu N1 C18' -66.4(14) 4_646 . . 2_655 ? O2 Cu N1 C18' 112.9(14) 2_656 . . 2_655 ? O1 Cu N1 C18' 22.5(14) . . . 2_655 ? O3 Cu N1 C18' -157.3(14) 3_445 . . 2_655 ? C16 N1 C15 C16 82(2) 2_655 . . . ? C20 N1 C15 C16 -17(3) 2_655 . . . ? C17 N1 C15 C16 67(2) . . . . ? C17' N1 C15 C16 33(3) . . . . ? C19 N1 C15 C16 -48(2) . . . . ? C18 N1 C15 C16 -74(3) 2_655 . . . ? C15' N1 C15 C16 92(2) . . . . ? C18' N1 C15 C16 -66(2) 2_655 . . . ? Cu N1 C15 C16 -172.0(19) . . . . ? N1 C15 C16 N1 -16(3) . . . 2_655 ? C16 N1 C17 C18 -74(2) 2_655 . . . ? C20 N1 C17 C18 82.3(19) 2_655 . . . ? C17' N1 C17 C18 89(3) . . . . ? C19 N1 C17 C18 66(2) . . . . ? C15 N1 C17 C18 -49(2) . . . . ? C18 N1 C17 C18 -17(2) 2_655 . . . ? C15' N1 C17 C18 -64(2) . . . . ? C18' N1 C17 C18 28(3) 2_655 . . . ? Cu N1 C17 C18 -171.3(19) . . . . ? N1 C17 C18 N1 -15(3) . . . 2_655 ? C16 N1 C19 C20 -17(3) 2_655 . . . ? C20 N1 C19 C20 -75(3) 2_655 . . . ? C17 N1 C19 C20 -48(2) . . . . ? C17' N1 C19 C20 -63(2) . . . . ? C15 N1 C19 C20 67(2) . . . . ? C18 N1 C19 C20 82(2) 2_655 . . . ? C15' N1 C19 C20 34(3) . . . . ? C18' N1 C19 C20 92(3) 2_655 . . . ? Cu N1 C19 C20 -169.6(19) . . . . ? N1 C19 C20 N1 -16(3) . . . 2_655 ? C16 N1 C15' C15' 92(3) 2_655 . . 2_655 ? C20 N1 C15' C15' 36(3) 2_655 . . 2_655 ? C17 N1 C15' C15' 83(3) . . . 2_655 ? C17' N1 C15' C15' 66(3) . . . 2_655 ? C19 N1 C15' C15' -15(4) . . . 2_655 ? C15 N1 C15' C15' -72(3) . . . 2_655 ? C18 N1 C15' C15' -63(3) 2_655 . . 2_655 ? C18' N1 C15' C15' -51(3) 2_655 . . 2_655 ? Cu N1 C15' C15' -172(2) . . . 2_655 ? C16 N1 C17' C18' -58(2) 2_655 . . . ? C20 N1 C17' C18' 100(3) 2_655 . . . ? C17 N1 C17' C18' -69(2) . . . . ? C19 N1 C17' C18' 88(2) . . . . ? C15 N1 C17' C18' -9(3) . . . . ? C18 N1 C17' C18' 41(3) 2_655 . . . ? C15' N1 C17' C18' -42(2) . . . . ? C18' N1 C17' C18' 70(2) 2_655 . . . ? Cu N1 C17' C18' -164(2) . . . . ? N1 C17' C18' N1 -26(3) . . . 2_655 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 23.60 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.577 _refine_diff_density_min -0.621 _refine_diff_density_rms 0.114 _database_code_depnum_ccdc_archive 'CCDC 902655' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_uhouston05 #TrackingRef '14169_web_deposit_cif_file_3_OgnjenMiljanic_1348324928.MOFF-4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; uhouston05 ; _chemical_name_common CTHMOF342 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H2 Cu F8 N8 O' _chemical_formula_weight 513.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 15.8991(10) _cell_length_b 31.5712(18) _cell_length_c 13.8721(8) _cell_angle_alpha 90.00 _cell_angle_beta 115.357(3) _cell_angle_gamma 90.00 _cell_volume 6292.3(6) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9971 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 25.32 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.085 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2008 _exptl_absorpt_coefficient_mu 0.756 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9148 _exptl_absorpt_correction_T_max 0.9704 _exptl_absorpt_process_details SADABS _diffrn_refln_scan_width 1.0 _diffrn_refln_scan_rate 20 _space_group.centring_type C-centered _space_group.IT_number 12 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 -0.024 1699 655 'unk diff solvent' 2 0.500 0.500 -0.039 1699 655 'unk diff solvent' _platon_squeeze_details ; ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'microfocus sealed tube' _diffrn_radiation_monochromator 'QUAZAR multilayer mirrors' _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.366 _diffrn_reflns_number 37915 _diffrn_reflns_av_R_equivalents 0.0693 _diffrn_reflns_av_sigmaI/netI 0.0576 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 25.43 _reflns_number_total 5907 _reflns_number_gt 4454 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution SIR-97 _computing_structure_refinement SHELXL-97 _computing_molecular_graphics ORTEP-32 _computing_publication_material WinGX _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^)+(0.1509P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5907 _refine_ls_number_parameters 303 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0896 _refine_ls_R_factor_gt 0.0753 _refine_ls_wR_factor_ref 0.2346 _refine_ls_wR_factor_gt 0.2272 _refine_ls_goodness_of_fit_ref 1.119 _refine_ls_restrained_S_all 1.119 _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 C1 C 0.3618(3) 0.09995(13) 0.3154(3) 0.0250(10) Uani 1 1 d . . . C2 C 0.3168(4) 0.14201(15) 0.2920(4) 0.0398(13) Uani 1 1 d . . . C3 C 0.2518(4) 0.15358(16) 0.3278(4) 0.0396(12) Uani 1 1 d . . . C4 C 0.2093(4) 0.19291(15) 0.3049(4) 0.0463(14) Uani 1 1 d . . . C5 C 0.2348(5) 0.22229(19) 0.2475(5) 0.0639(19) Uani 1 1 d . . . C6 C 0.2943(8) 0.2104(2) 0.2131(7) 0.103(4) Uani 1 1 d . . . C7 C 0.3401(7) 0.1721(2) 0.2355(7) 0.095(3) Uani 1 1 d . . . C8 C 0.6044(3) 0.10359(14) 0.1809(3) 0.0303(11) Uani 1 1 d . . . C9 C 0.6340(4) 0.14745(14) 0.1978(4) 0.0405(13) Uani 1 1 d . . . C10 C 0.6742(4) 0.16647(16) 0.2983(4) 0.0410(13) Uani 1 1 d . . . C11 C 0.7007(4) 0.20751(19) 0.3137(4) 0.0511(15) Uani 1 1 d . . . C12 C 0.6954(5) 0.23386(17) 0.2303(5) 0.0608(19) Uani 1 1 d . . . C13 C 0.6557(6) 0.21560(19) 0.1313(5) 0.078(2) Uani 1 1 d . . . C14 C 0.6267(6) 0.17412(19) 0.1153(5) 0.075(2) Uani 1 1 d . . . N1 N 0.4321(3) 0.04569(11) 0.3935(3) 0.0233(8) Uani 1 1 d . . . N2 N 0.4237(3) 0.04440(10) 0.2945(3) 0.0222(8) Uani 1 1 d . . . N3 N 0.3809(3) 0.07808(10) 0.2426(3) 0.0281(9) Uani 1 1 d . . . N4 N 0.3932(3) 0.08020(11) 0.4089(3) 0.0294(9) Uani 1 1 d . . . N5 N 0.5469(2) 0.04567(10) 0.1990(3) 0.0198(8) Uani 1 1 d . . . N6 N 0.5572(3) 0.04540(10) 0.1101(3) 0.0229(8) Uani 1 1 d . . . N7 N 0.5929(3) 0.08075(11) 0.0954(3) 0.0319(9) Uani 1 1 d . . . N8 N 0.5776(3) 0.08241(11) 0.2470(3) 0.0287(9) Uani 1 1 d . . . O1 O 0.6041(3) 0.0000 0.4227(3) 0.0226(9) Uani 1 2 d SD . . O2 O 0.3790(3) 0.0000 0.0620(3) 0.0227(9) Uani 1 2 d SD . . F1 F 0.2232(2) 0.12615(9) 0.3797(3) 0.0551(9) Uani 1 1 d . . . F2 F 0.1441(2) 0.20198(9) 0.3391(3) 0.0568(9) Uani 1 1 d . . . F3 F 0.3290(6) 0.23929(13) 0.1615(6) 0.177(4) Uani 1 1 d . . . F4 F 0.4033(5) 0.16262(12) 0.1988(5) 0.135(3) Uani 1 1 d . . . F5 F 0.6848(2) 0.14305(8) 0.3847(2) 0.0491(8) Uani 1 1 d . . . F6 F 0.7420(3) 0.22212(10) 0.4151(2) 0.0586(9) Uani 1 1 d . . . F7 F 0.6466(6) 0.23904(13) 0.0485(3) 0.167(3) Uani 1 1 d . . . F8 F 0.5954(4) 0.15877(11) 0.0175(3) 0.115(2) Uani 1 1 d . . . Cu1 Cu 0.5000 0.0000 0.5000 0.0165(3) Uani 1 4 d S . . Cu2 Cu 0.48423(5) 0.0000 0.24330(5) 0.0186(2) Uani 1 2 d S . . Cu3 Cu 0.5000 0.0000 0.0000 0.0192(3) Uani 1 4 d S . . H1 H 0.6395(8) -0.02208(8) 0.436(3) 0.023 Uiso 1 1 d D . . H2 H 0.3469(12) 0.02215(8) 0.035(3) 0.023 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.040(3) 0.018(2) 0.026(2) 0.0034(17) 0.022(2) 0.0062(18) C2 0.074(4) 0.022(3) 0.035(3) 0.014(2) 0.035(3) 0.018(2) C3 0.054(3) 0.036(3) 0.036(3) 0.009(2) 0.026(2) 0.012(2) C4 0.076(4) 0.022(3) 0.051(3) 0.002(2) 0.037(3) 0.024(3) C5 0.106(5) 0.046(4) 0.057(4) 0.027(3) 0.051(4) 0.047(4) C6 0.235(12) 0.039(4) 0.089(5) 0.032(4) 0.121(7) 0.055(5) C7 0.187(9) 0.046(4) 0.124(6) 0.049(4) 0.136(7) 0.071(5) C8 0.050(3) 0.025(3) 0.023(2) -0.0035(18) 0.023(2) -0.015(2) C9 0.079(4) 0.015(2) 0.039(3) -0.011(2) 0.036(3) -0.019(2) C10 0.071(4) 0.037(3) 0.025(2) -0.006(2) 0.030(2) -0.027(3) C11 0.072(4) 0.050(4) 0.039(3) -0.017(3) 0.031(3) -0.026(3) C12 0.119(6) 0.032(3) 0.051(3) -0.017(3) 0.054(4) -0.040(3) C13 0.158(7) 0.038(4) 0.056(4) -0.007(3) 0.063(5) -0.049(4) C14 0.161(7) 0.042(4) 0.041(3) -0.028(3) 0.062(4) -0.058(4) N1 0.038(2) 0.0115(18) 0.0208(18) -0.0024(14) 0.0127(16) 0.0033(15) N2 0.041(2) 0.0071(17) 0.0252(19) 0.0054(14) 0.0209(16) 0.0057(14) N3 0.052(2) 0.0100(18) 0.029(2) 0.0058(15) 0.0234(18) 0.0058(16) N4 0.049(2) 0.0149(19) 0.040(2) 0.0034(16) 0.034(2) 0.0068(17) N5 0.041(2) 0.0029(16) 0.0191(17) -0.0018(13) 0.0163(15) 0.0014(14) N6 0.050(2) 0.0030(17) 0.0170(17) -0.0019(13) 0.0160(16) -0.0034(15) N7 0.056(3) 0.019(2) 0.035(2) -0.0028(16) 0.033(2) -0.0100(18) N8 0.049(2) 0.0129(19) 0.0248(19) -0.0034(15) 0.0168(17) -0.0116(16) O1 0.036(2) 0.011(2) 0.032(2) 0.000 0.025(2) 0.000 O2 0.029(2) 0.018(2) 0.022(2) 0.000 0.0105(17) 0.000 F1 0.068(2) 0.0324(17) 0.085(2) 0.0119(16) 0.0524(19) 0.0145(15) F2 0.057(2) 0.0414(18) 0.079(2) 0.0021(16) 0.0358(18) 0.0208(15) F3 0.382(10) 0.051(3) 0.264(7) 0.100(4) 0.297(8) 0.119(4) F4 0.252(7) 0.046(2) 0.238(6) 0.069(3) 0.231(6) 0.066(3) F5 0.079(2) 0.0296(16) 0.0317(15) -0.0069(12) 0.0175(15) -0.0201(15) F6 0.092(3) 0.0442(19) 0.0431(18) -0.0219(14) 0.0319(18) -0.0324(18) F7 0.391(10) 0.058(3) 0.058(3) -0.025(2) 0.103(4) -0.123(4) F8 0.262(6) 0.052(2) 0.0340(19) -0.0197(16) 0.066(3) -0.075(3) Cu1 0.0282(5) 0.0043(5) 0.0177(5) 0.000 0.0106(4) 0.000 Cu2 0.0361(5) 0.0049(4) 0.0202(4) 0.000 0.0173(3) 0.000 Cu3 0.0374(6) 0.0056(5) 0.0167(5) 0.000 0.0137(4) 0.000 _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 C1 N4 1.329(5) . ? C1 N3 1.361(5) . ? C1 C2 1.476(6) . ? C2 C3 1.375(7) . ? C2 C7 1.379(8) . ? C3 F1 1.325(6) . ? C3 C4 1.384(7) . ? C4 F2 1.343(6) . ? C4 C5 1.391(8) . ? C5 C6 1.284(10) . ? C5 C12 1.496(8) 8_455 ? C6 C7 1.379(9) . ? C6 F3 1.409(8) . ? C7 F4 1.340(7) . ? C8 N7 1.332(6) . ? C8 N8 1.344(5) . ? C8 C9 1.449(6) . ? C9 C14 1.386(7) . ? C9 C10 1.396(7) . ? C10 C11 1.351(7) . ? C10 F5 1.357(5) . ? C11 F6 1.353(6) . ? C11 C12 1.398(8) . ? C12 C13 1.369(8) . ? C12 C5 1.496(8) 8 ? C13 F7 1.321(7) . ? C13 C14 1.374(8) . ? C14 F8 1.320(6) . ? N1 N4 1.315(5) . ? N1 N2 1.321(5) . ? N1 Cu1 2.016(3) . ? N2 N3 1.301(5) . ? N2 Cu2 1.995(3) . ? N5 N6 1.312(4) . ? N5 N8 1.323(5) . ? N5 Cu2 1.994(3) . ? N6 N7 1.306(5) . ? N6 Cu3 2.006(3) . ? O1 Cu1 2.326(4) . ? O1 Cu2 2.400(4) . ? O1 H1 0.865(5) . ? O2 Cu2 2.350(4) . ? O2 Cu3 2.421(4) . ? O2 H2 0.853(5) . ? Cu1 N1 2.016(3) 6 ? Cu1 N1 2.016(3) 2_656 ? Cu1 N1 2.016(3) 5_656 ? Cu1 O1 2.326(4) 5_656 ? Cu2 N5 1.994(3) 6 ? Cu2 N2 1.995(3) 6 ? Cu3 N6 2.006(3) 5_655 ? Cu3 N6 2.006(3) 6 ? Cu3 N6 2.006(3) 2_655 ? Cu3 O2 2.421(4) 5_655 ? 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 N4 C1 N3 112.1(4) . . ? N4 C1 C2 125.5(4) . . ? N3 C1 C2 122.3(4) . . ? C3 C2 C7 116.7(4) . . ? C3 C2 C1 121.8(4) . . ? C7 C2 C1 121.5(5) . . ? F1 C3 C2 120.6(4) . . ? F1 C3 C4 117.6(4) . . ? C2 C3 C4 121.6(5) . . ? F2 C4 C3 119.0(5) . . ? F2 C4 C5 121.2(4) . . ? C3 C4 C5 119.8(5) . . ? C6 C5 C4 117.4(5) . . ? C6 C5 C12 122.4(6) . 8_455 ? C4 C5 C12 120.2(5) . 8_455 ? C5 C6 C7 125.1(6) . . ? C5 C6 F3 120.8(6) . . ? C7 C6 F3 113.5(7) . . ? F4 C7 C2 119.3(5) . . ? F4 C7 C6 121.3(6) . . ? C2 C7 C6 119.2(6) . . ? N7 C8 N8 112.1(4) . . ? N7 C8 C9 125.0(4) . . ? N8 C8 C9 122.7(4) . . ? C14 C9 C10 113.8(4) . . ? C14 C9 C8 122.7(4) . . ? C10 C9 C8 123.4(4) . . ? C11 C10 F5 118.1(4) . . ? C11 C10 C9 123.3(5) . . ? F5 C10 C9 118.6(4) . . ? C10 C11 F6 118.1(5) . . ? C10 C11 C12 122.4(5) . . ? F6 C11 C12 119.2(5) . . ? C13 C12 C11 114.7(5) . . ? C13 C12 C5 122.1(5) . 8 ? C11 C12 C5 123.1(5) . 8 ? F7 C13 C12 117.9(5) . . ? F7 C13 C14 119.3(5) . . ? C12 C13 C14 122.8(5) . . ? F8 C14 C13 118.0(5) . . ? F8 C14 C9 119.1(4) . . ? C13 C14 C9 122.8(5) . . ? N4 N1 N2 110.5(3) . . ? N4 N1 Cu1 128.0(3) . . ? N2 N1 Cu1 121.6(3) . . ? N3 N2 N1 110.3(3) . . ? N3 N2 Cu2 126.5(3) . . ? N1 N2 Cu2 122.8(3) . . ? N2 N3 C1 103.5(3) . . ? N1 N4 C1 103.7(3) . . ? N6 N5 N8 108.2(3) . . ? N6 N5 Cu2 124.4(2) . . ? N8 N5 Cu2 127.2(3) . . ? N7 N6 N5 112.2(3) . . ? N7 N6 Cu3 125.3(3) . . ? N5 N6 Cu3 121.4(3) . . ? N6 N7 C8 103.2(3) . . ? N5 N8 C8 104.4(3) . . ? Cu1 O1 Cu2 94.14(15) . . ? Cu1 O1 H1 115(2) . . ? Cu2 O1 H1 112(2) . . ? Cu2 O2 Cu3 94.02(14) . . ? Cu2 O2 H2 119.5(18) . . ? Cu3 O2 H2 105(3) . . ? N1 Cu1 N1 180.00(13) 6 2_656 ? N1 Cu1 N1 91.36(19) 6 . ? N1 Cu1 N1 88.64(19) 2_656 . ? N1 Cu1 N1 88.64(19) 6 5_656 ? N1 Cu1 N1 91.36(19) 2_656 5_656 ? N1 Cu1 N1 180.00(13) . 5_656 ? N1 Cu1 O1 85.73(13) 6 . ? N1 Cu1 O1 94.27(13) 2_656 . ? N1 Cu1 O1 85.73(13) . . ? N1 Cu1 O1 94.27(13) 5_656 . ? N1 Cu1 O1 94.27(13) 6 5_656 ? N1 Cu1 O1 85.73(13) 2_656 5_656 ? N1 Cu1 O1 94.27(13) . 5_656 ? N1 Cu1 O1 85.73(13) 5_656 5_656 ? O1 Cu1 O1 180.0 . 5_656 ? N5 Cu2 N5 92.64(18) . 6 ? N5 Cu2 N2 177.24(12) . 6 ? N5 Cu2 N2 89.00(14) 6 6 ? N5 Cu2 N2 89.00(14) . . ? N5 Cu2 N2 177.24(12) 6 . ? N2 Cu2 N2 89.27(19) 6 . ? N5 Cu2 O2 83.73(12) . . ? N5 Cu2 O2 83.73(12) 6 . ? N2 Cu2 O2 98.65(12) 6 . ? N2 Cu2 O2 98.65(12) . . ? N5 Cu2 O1 92.28(12) . . ? N5 Cu2 O1 92.28(12) 6 . ? N2 Cu2 O1 85.44(12) 6 . ? N2 Cu2 O1 85.44(12) . . ? O2 Cu2 O1 174.21(13) . . ? N6 Cu3 N6 180.0(2) . 5_655 ? N6 Cu3 N6 91.20(19) . 6 ? N6 Cu3 N6 88.80(19) 5_655 6 ? N6 Cu3 N6 88.80(19) . 2_655 ? N6 Cu3 N6 91.20(19) 5_655 2_655 ? N6 Cu3 N6 180.0(4) 6 2_655 ? N6 Cu3 O2 84.28(12) . . ? N6 Cu3 O2 95.72(12) 5_655 . ? N6 Cu3 O2 84.28(12) 6 . ? N6 Cu3 O2 95.72(12) 2_655 . ? N6 Cu3 O2 95.72(12) . 5_655 ? N6 Cu3 O2 84.28(12) 5_655 5_655 ? N6 Cu3 O2 95.72(12) 6 5_655 ? N6 Cu3 O2 84.28(12) 2_655 5_655 ? O2 Cu3 O2 180.00(14) . 5_655 ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.809 _refine_diff_density_min -0.897 _refine_diff_density_rms 0.118 _iucr_refine_instructions_details ; TITL uhouston05a_0m CELL 0.71073 15.8991 31.5712 13.8721 90.000 115.357 90.000 ZERR 8.00 0.0010 0.0018 0.0008 0.000 0.003 0.000 LATT 7 SYMM - X, Y, - Z SFAC C H N O F CU UNIT 112 16 64 8 64 8 MERG 2 EQIV $1 x, -y, z DFIX 0.850 0.005 O1 H1 O2 H2 DANG 1.40 0.005 H1 H1_$1 DANG 1.40 0.005 H2 H2_$1 FMAP 2 PLAN 10 SIZE 0.04 0.06 0.12 ACTA 50.00 BOND $H LIST 4 WPDB -2 L.S. 8 TEMP -173.00 WGHT 0.150900 FVAR 0.62342 C1 1 0.361762 0.099951 0.315381 11.00000 0.03984 0.01773 = 0.02602 0.00336 0.02225 0.00619 C2 1 0.316834 0.142006 0.291974 11.00000 0.07447 0.02247 = 0.03498 0.01356 0.03535 0.01837 C3 1 0.251800 0.153583 0.327821 11.00000 0.05384 0.03579 = 0.03649 0.00944 0.02638 0.01241 C4 1 0.209313 0.192906 0.304880 11.00000 0.07607 0.02242 = 0.05082 0.00204 0.03702 0.02433 C5 1 0.234831 0.222288 0.247510 11.00000 0.10567 0.04560 = 0.05741 0.02659 0.05113 0.04728 C6 1 0.294256 0.210438 0.213062 11.00000 0.23467 0.03928 = 0.08923 0.03241 0.12068 0.05512 C7 1 0.340087 0.172067 0.235459 11.00000 0.18693 0.04578 = 0.12412 0.04854 0.13566 0.07083 C8 1 0.604446 0.103586 0.180883 11.00000 0.04981 0.02487 = 0.02330 -0.00345 0.02253 -0.01488 C9 1 0.633960 0.147447 0.197809 11.00000 0.07904 0.01468 = 0.03894 -0.01148 0.03598 -0.01944 C10 1 0.674171 0.166469 0.298261 11.00000 0.07060 0.03653 = 0.02539 -0.00624 0.02966 -0.02709 C11 1 0.700739 0.207511 0.313704 11.00000 0.07175 0.05049 = 0.03903 -0.01678 0.03123 -0.02601 C12 1 0.695361 0.233863 0.230304 11.00000 0.11888 0.03194 = 0.05059 -0.01651 0.05429 -0.03981 C13 1 0.655696 0.215596 0.131289 11.00000 0.15781 0.03845 = 0.05628 -0.00674 0.06285 -0.04875 C14 1 0.626729 0.174118 0.115275 11.00000 0.16119 0.04161 = 0.04136 -0.02828 0.06212 -0.05846 N1 3 0.432070 0.045686 0.393458 11.00000 0.03779 0.01146 = 0.02084 -0.00241 0.01265 0.00327 N2 3 0.423738 0.044399 0.294547 11.00000 0.04119 0.00707 = 0.02523 0.00539 0.02090 0.00572 N3 3 0.380938 0.078081 0.242582 11.00000 0.05192 0.00997 = 0.02875 0.00576 0.02343 0.00582 N4 3 0.393190 0.080203 0.408884 11.00000 0.04859 0.01489 = 0.04020 0.00342 0.03371 0.00680 N5 3 0.546907 0.045669 0.198994 11.00000 0.04090 0.00291 = 0.01913 -0.00181 0.01632 0.00139 N6 3 0.557247 0.045395 0.110067 11.00000 0.05034 0.00300 = 0.01702 -0.00192 0.01602 -0.00340 N7 3 0.592853 0.080747 0.095379 11.00000 0.05615 0.01881 = 0.03493 -0.00277 0.03290 -0.01001 N8 3 0.577588 0.082411 0.247045 11.00000 0.04942 0.01290 = 0.02477 -0.00341 0.01676 -0.01158 O1 4 0.604091 0.000000 0.422673 10.50000 0.03587 0.01079 = 0.03200 0.00000 0.02490 0.00000 O2 4 0.378964 0.000000 0.061963 10.50000 0.02850 0.01762 = 0.02169 0.00000 0.01050 0.00000 F1 5 0.223150 0.126151 0.379680 11.00000 0.06812 0.03245 = 0.08518 0.01189 0.05245 0.01450 F2 5 0.144119 0.201982 0.339102 11.00000 0.05678 0.04144 = 0.07922 0.00215 0.03584 0.02084 F3 5 0.329001 0.239293 0.161499 11.00000 0.38196 0.05136 = 0.26409 0.10009 0.29687 0.11940 F4 5 0.403258 0.162616 0.198773 11.00000 0.25176 0.04645 = 0.23778 0.06864 0.23054 0.06620 F5 5 0.684762 0.143053 0.384723 11.00000 0.07935 0.02959 = 0.03167 -0.00694 0.01750 -0.02008 F6 5 0.741984 0.222117 0.415126 11.00000 0.09178 0.04418 = 0.04308 -0.02193 0.03190 -0.03235 F7 5 0.646628 0.239037 0.048548 11.00000 0.39124 0.05850 = 0.05788 -0.02503 0.10303 -0.12291 F8 5 0.595405 0.158766 0.017542 11.00000 0.26169 0.05239 = 0.03402 -0.01973 0.06634 -0.07534 CU1 6 0.500000 0.000000 0.500000 10.25000 0.02821 0.00434 = 0.01766 0.00000 0.01061 0.00000 CU2 6 0.484225 0.000000 0.243300 10.50000 0.03612 0.00495 = 0.02016 0.00000 0.01732 0.00000 CU3 6 0.500000 0.000000 0.000000 10.25000 0.03739 0.00559 = 0.01673 0.00000 0.01370 0.00000 H1 2 0.639527 -0.022079 0.436069 11.00000 -1.20000 H2 2 0.346876 0.022145 0.034620 11.00000 -1.20000 HKLF 4 REM uhouston05a_0m REM R1 = 0.0753 for 4454 Fo > 4sig(Fo) and 0.0896 for all 5907 data REM 303 parameters refined using 4 restraints END WGHT 0.1508 0.0000 REM Highest difference peak 1.809, deepest hole -0.897, 1-sigma level 0.118 Q1 1 0.6779 -0.0212 0.4536 11.00000 0.05 1.81 Q2 1 0.2915 0.2040 0.3573 11.00000 0.05 0.90 Q3 1 0.7005 0.2068 0.1454 11.00000 0.05 0.80 Q4 1 0.3053 0.0224 0.0269 11.00000 0.05 0.80 Q5 1 0.3271 0.1422 0.4617 11.00000 0.05 0.76 Q6 1 0.7527 0.1552 0.3365 11.00000 0.05 0.72 Q7 1 0.2594 0.2229 0.4188 11.00000 0.05 0.72 Q8 1 0.3351 0.1719 0.3785 11.00000 0.05 0.70 Q9 1 0.6489 0.2391 0.3585 11.00000 0.05 0.67 Q10 1 0.6891 0.1696 0.1394 11.00000 0.05 0.66 ; _database_code_depnum_ccdc_archive 'CCDC 902657'