data_1a _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,3-Adamantanedicarboxylic acid 4,7-phenanthroline cocrystal ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H15 O4, C12 H8 N2, O3' _chemical_formula_sum 'C24 H23 N2 O7' _chemical_formula_weight 451.44 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' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M ' P21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 6.8994(11) _cell_length_b 30.620(5) _cell_length_c 12.5984(16) _cell_angle_alpha 90.00 _cell_angle_beta 119.815(6) _cell_angle_gamma 90.00 _cell_volume 2309.2(6) _cell_formula_units_Z 4 _cell_measurement_temperature 120 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'Block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.299 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 948 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min 0.978 _exptl_absorpt_correction_T_max 0.983 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ? _diffrn_ambient_temperature 120 _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 CCD-Area detector' _diffrn_measurement_method 'SMART' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16563 _diffrn_reflns_av_R_equivalents 0.0520 _diffrn_reflns_av_sigmaI/netI 0.0897 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.33 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4071 _reflns_number_gt 1434 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART' _computing_cell_refinement 'SMART' _computing_data_reduction 'SAINTPLUS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^ > 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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4071 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1910 _refine_ls_R_factor_gt 0.0962 _refine_ls_wR_factor_ref 0.2685 _refine_ls_wR_factor_gt 0.2443 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _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 O1 O -0.3850(10) 0.18038(16) -0.8418(5) 0.1342(18) Uani 1 1 d . . . O2 O -0.1187(9) 0.1352(2) -0.7299(6) 0.150(2) Uani 1 1 d . . . H1O H -0.1627 0.1241 -0.7973 0.21(5) Uiso 1 1 calc R . . O3 O 0.109(3) 0.1607(10) -0.1935(14) 0.240(13) Uani 0.50 1 d P . . O4 O -0.163(4) 0.1155(6) -0.3351(16) 0.232(9) Uani 0.50 1 d P . . O1A O -0.082(8) 0.1669(6) -0.232(3) 0.41(2) Uani 0.50 1 d P . . O1B O 0.027(3) 0.1278(7) -0.276(2) 0.183(12) Uani 0.50 1 d P . . O1W O -0.683(5) 0.0021(12) -0.4996(12) 0.917(10) Uani 1 1 d . . . O2W O -0.571(3) 0.0759(4) -0.5059(8) 0.397(8) Uani 1 1 d . . . O3W O -0.045(6) 0.0289(8) -0.4996(9) 0.86(3) Uani 1 1 d . . . N1A N -0.1458(7) -0.08656(18) 0.0576(5) 0.0815(14) Uani 1 1 d . . . N2A N -0.2743(7) 0.09125(18) 0.0502(4) 0.0751(13) Uani 1 1 d . . . C1A C -0.3464(7) -0.04577(17) -0.1681(5) 0.0640(14) Uani 1 1 d . . . H1A H -0.4119 -0.0324 -0.2445 0.077 Uiso 1 1 calc R . . C2A C -0.3118(8) -0.08927(19) -0.1582(6) 0.0776(16) Uani 1 1 d . . . H2A H -0.3537 -0.1061 -0.2278 0.093 Uiso 1 1 calc R . . C3A C -0.2135(10) -0.1089(2) -0.0441(8) 0.093(2) Uani 1 1 d . . . H3A H -0.1947 -0.1390 -0.0392 0.112 Uiso 1 1 calc R . . C4A C -0.1110(9) -0.0190(2) 0.1588(5) 0.0806(17) Uani 1 1 d . . . H4A H -0.0437 -0.0338 0.2331 0.097 Uiso 1 1 calc R . . C5A C -0.1380(8) 0.0238(2) 0.1585(5) 0.0761(16) Uani 1 1 d . . . H5A H -0.0872 0.0386 0.2322 0.091 Uiso 1 1 calc R . . C6A C -0.3711(9) 0.11312(18) -0.0530(7) 0.0800(17) Uani 1 1 d . . . H6A H -0.3923 0.1430 -0.0500 0.096 Uiso 1 1 calc R . . C7A C -0.4425(8) 0.09419(18) -0.1652(5) 0.0744(15) Uani 1 1 d . . . H7A H -0.5097 0.1111 -0.2358 0.089 Uiso 1 1 calc R . . C8A C -0.4150(7) 0.05085(16) -0.1728(4) 0.0602(13) Uani 1 1 d . . . H8A H -0.4616 0.0377 -0.2482 0.072 Uiso 1 1 calc R . . C9A C -0.2832(6) -0.02064(16) -0.0625(4) 0.0511(12) Uani 1 1 d . . . C10A C -0.1813(7) -0.04284(19) 0.0495(5) 0.0602(13) Uani 1 1 d . . . C11A C -0.3148(7) 0.02602(15) -0.0648(4) 0.0515(12) Uani 1 1 d . . . C12A C -0.2444(7) 0.04758(19) 0.0462(5) 0.0599(13) Uani 1 1 d . . . C1 C -0.3492(9) 0.2236(2) -0.6452(5) 0.0946(19) Uani 1 1 d . . . H1B H -0.3679 0.2441 -0.7082 0.114 Uiso 1 1 calc R . . H1 H -0.4888 0.2079 -0.6739 0.114 Uiso 1 1 calc R . . C2 C 0.1376(9) 0.2107(2) -0.3651(4) 0.0915(18) Uani 1 1 d . . . H2B H 0.1729 0.2271 -0.2918 0.110 Uiso 1 1 calc R . . H2 H 0.2608 0.1910 -0.3460 0.110 Uiso 1 1 calc R . . C3 C -0.1301(10) 0.16027(16) -0.5221(5) 0.0835(17) Uani 1 1 d . . . H3B H -0.0094 0.1403 -0.5064 0.100 Uiso 1 1 calc R . . H3 H -0.2648 0.1432 -0.5485 0.100 Uiso 1 1 calc R . . C4 C -0.0787(11) 0.27352(18) -0.4910(5) 0.0991(19) Uani 1 1 d . . . H4B H -0.0991 0.2936 -0.5553 0.119 Uiso 1 1 calc R . . H4 H -0.0420 0.2904 -0.4182 0.119 Uiso 1 1 calc R . . C5 C -0.2932(10) 0.2476(2) -0.5308(5) 0.0917(18) Uani 1 1 d . . . H5 H -0.4148 0.2679 -0.5469 0.110 Uiso 1 1 calc R . . C6 C 0.1092(9) 0.24184(18) -0.4648(5) 0.0790(16) Uani 1 1 d . . . H6 H 0.2482 0.2581 -0.4379 0.095 Uiso 1 1 calc R . . C7 C -0.1641(9) 0.19145(17) -0.6217(4) 0.0670(15) Uani 1 1 d . . . C8 C -0.2634(9) 0.21577(18) -0.4316(5) 0.0803(16) Uani 1 1 d . . . H8B H -0.2298 0.2317 -0.3577 0.096 Uiso 1 1 calc R . . H8 H -0.4006 0.1995 -0.4579 0.096 Uiso 1 1 calc R . . C9 C -0.0746(9) 0.18450(16) -0.4052(4) 0.0698(14) Uani 1 1 d . . . C10 C 0.0506(8) 0.21690(16) -0.5817(4) 0.0678(14) Uani 1 1 d . . . H10B H 0.0308 0.2372 -0.6455 0.081 Uiso 1 1 calc R . . H10 H 0.1708 0.1970 -0.5671 0.081 Uiso 1 1 calc R . . C11 C -0.2285(15) 0.1675(3) -0.7406(8) 0.112(2) Uani 1 1 d . . . C12 C -0.045(2) 0.1529(5) -0.3057(10) 0.143(4) 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 O1 0.169(5) 0.144(4) 0.088(3) -0.017(3) 0.062(3) -0.041(3) O2 0.171(5) 0.150(5) 0.139(5) -0.049(4) 0.085(4) 0.026(4) O3 0.212(16) 0.46(3) 0.070(9) 0.104(12) 0.082(9) 0.231(19) O4 0.41(3) 0.172(14) 0.191(15) 0.026(10) 0.212(18) -0.095(17) O1A 0.93(7) 0.161(16) 0.31(3) 0.132(18) 0.43(4) 0.12(3) O1B 0.137(12) 0.183(18) 0.27(3) 0.20(2) 0.132(16) 0.073(13) O1W 0.89(2) 1.51(4) 0.069(7) 0.01(2) 0.025(18) -0.943 O2W 0.62(2) 0.319(11) 0.194(10) -0.086(8) 0.164(12) -0.237(13) O3W 1.31(7) 0.90(5) 0.082(8) 0.11(2) 0.14(3) 0.72(5) N1A 0.060(3) 0.078(4) 0.108(4) 0.038(3) 0.042(3) 0.007(3) N2A 0.062(3) 0.085(4) 0.089(4) -0.026(3) 0.046(3) -0.009(3) C1A 0.056(3) 0.064(4) 0.073(4) 0.002(3) 0.033(3) 0.000(3) C2A 0.069(4) 0.067(4) 0.102(5) -0.008(4) 0.046(4) -0.007(3) C3A 0.064(4) 0.069(4) 0.147(7) 0.023(5) 0.052(4) 0.005(3) C4A 0.062(4) 0.124(5) 0.061(4) 0.016(4) 0.034(3) -0.012(4) C5A 0.062(4) 0.119(5) 0.050(4) -0.012(4) 0.031(3) -0.020(4) C6A 0.065(4) 0.064(4) 0.116(5) -0.016(4) 0.048(4) -0.003(3) C7A 0.076(4) 0.066(4) 0.083(4) 0.009(3) 0.041(3) 0.009(3) C8A 0.052(3) 0.064(4) 0.064(3) 0.010(3) 0.028(3) 0.009(3) C9A 0.036(3) 0.067(3) 0.054(3) 0.000(3) 0.026(2) -0.006(2) C10A 0.041(3) 0.078(4) 0.066(4) 0.017(3) 0.031(3) -0.003(3) C11A 0.038(3) 0.058(3) 0.059(3) 0.001(3) 0.024(2) 0.001(2) C12A 0.052(3) 0.076(4) 0.065(4) -0.015(3) 0.039(3) -0.008(3) C1 0.063(4) 0.131(5) 0.070(4) 0.014(4) 0.018(3) -0.003(4) C2 0.079(4) 0.138(5) 0.044(3) 0.001(3) 0.020(3) 0.005(4) C3 0.123(5) 0.064(3) 0.091(4) -0.009(3) 0.074(4) -0.017(3) C4 0.129(6) 0.072(4) 0.118(5) -0.010(3) 0.077(5) -0.004(4) C5 0.080(5) 0.107(5) 0.084(4) 0.010(4) 0.037(4) 0.028(4) C6 0.066(4) 0.087(4) 0.081(4) -0.023(3) 0.035(3) -0.031(3) C7 0.095(4) 0.074(4) 0.038(3) -0.019(3) 0.038(3) -0.028(3) C8 0.075(4) 0.107(4) 0.069(4) -0.003(3) 0.044(3) -0.002(3) C9 0.080(4) 0.077(4) 0.055(3) 0.006(3) 0.035(3) -0.001(3) C10 0.067(3) 0.079(4) 0.063(3) 0.004(3) 0.037(3) -0.003(3) C11 0.130(7) 0.112(6) 0.104(6) 0.023(6) 0.064(6) -0.018(5) C12 0.207(12) 0.173(11) 0.113(8) 0.060(8) 0.128(9) 0.040(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C11 1.255(7) . ? O2 C11 1.213(8) . ? O2 H1O 0.8200 . ? O3 O1A 1.17(5) . ? O3 C12 1.30(2) . ? O3 O1B 1.35(3) . ? O4 O1B 1.20(2) . ? O4 C12 1.35(2) . ? O1A C12 1.16(2) . ? O1A O1B 1.64(3) . ? O1B C12 0.887(15) . ? N1A C3A 1.316(7) . ? N1A C10A 1.356(6) . ? N2A C6A 1.312(6) . ? N2A C12A 1.358(6) . ? C1A C2A 1.348(6) . ? C1A C9A 1.406(6) . ? C1A H1A 0.9300 . ? C2A C3A 1.384(7) . ? C2A H2A 0.9300 . ? C3A H3A 0.9300 . ? C4A C5A 1.324(7) . ? C4A C10A 1.415(6) . ? C4A H4A 0.9300 . ? C5A C12A 1.427(6) . ? C5A H5A 0.9300 . ? C6A C7A 1.372(7) . ? C6A H6A 0.9300 . ? C7A C8A 1.351(6) . ? C7A H7A 0.9300 . ? C8A C11A 1.404(6) . ? C8A H8A 0.9300 . ? C9A C10A 1.400(6) . ? C9A C11A 1.443(6) . ? C11A C12A 1.398(6) . ? C1 C5 1.488(7) . ? C1 C7 1.520(7) . ? C1 H1B 0.9700 . ? C1 H1 0.9700 . ? C2 C6 1.509(7) . ? C2 C9 1.519(7) . ? C2 H2B 0.9700 . ? C2 H2 0.9700 . ? C3 C7 1.499(6) . ? C3 C9 1.518(6) . ? C3 H3B 0.9700 . ? C3 H3 0.9700 . ? C4 C6 1.518(7) . ? C4 C5 1.528(7) . ? C4 H4B 0.9700 . ? C4 H4 0.9700 . ? C5 C8 1.516(7) . ? C5 H5 0.9800 . ? C6 C10 1.524(6) . ? C6 H6 0.9800 . ? C7 C10 1.521(6) . ? C7 C11 1.522(9) . ? C8 C9 1.515(6) . ? C8 H8B 0.9700 . ? C8 H8 0.9700 . ? C9 C12 1.515(11) . ? C10 H10B 0.9700 . ? C10 H10 0.9700 . ? 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 C11 O2 H1O 109.5 . . ? O1A O3 C12 55.9(17) . . ? O1A O3 O1B 81(3) . . ? C12 O3 O1B 39.1(9) . . ? O1B O4 C12 40.3(8) . . ? C12 O1A O3 68(2) . . ? C12 O1A O1B 31.3(10) . . ? O3 O1A O1B 54.2(18) . . ? C12 O1B O4 79(2) . . ? C12 O1B O3 67(2) . . ? O4 O1B O3 129(2) . . ? C12 O1B O1A 42.8(14) . . ? O4 O1B O1A 84(2) . . ? O3 O1B O1A 45(2) . . ? C3A N1A C10A 118.4(5) . . ? C6A N2A C12A 118.5(5) . . ? C2A C1A C9A 119.7(5) . . ? C2A C1A H1A 120.1 . . ? C9A C1A H1A 120.1 . . ? C1A C2A C3A 119.8(6) . . ? C1A C2A H2A 120.1 . . ? C3A C2A H2A 120.1 . . ? N1A C3A C2A 122.7(6) . . ? N1A C3A H3A 118.7 . . ? C2A C3A H3A 118.7 . . ? C5A C4A C10A 121.9(6) . . ? C5A C4A H4A 119.0 . . ? C10A C4A H4A 119.0 . . ? C4A C5A C12A 120.6(5) . . ? C4A C5A H5A 119.7 . . ? C12A C5A H5A 119.7 . . ? N2A C6A C7A 123.4(5) . . ? N2A C6A H6A 118.3 . . ? C7A C6A H6A 118.3 . . ? C8A C7A C6A 119.8(5) . . ? C8A C7A H7A 120.1 . . ? C6A C7A H7A 120.1 . . ? C7A C8A C11A 118.9(5) . . ? C7A C8A H8A 120.6 . . ? C11A C8A H8A 120.6 . . ? C10A C9A C1A 116.9(5) . . ? C10A C9A C11A 119.8(5) . . ? C1A C9A C11A 123.4(5) . . ? N1A C10A C9A 122.5(5) . . ? N1A C10A C4A 118.3(6) . . ? C9A C10A C4A 119.2(5) . . ? C12A C11A C8A 118.2(5) . . ? C12A C11A C9A 118.2(5) . . ? C8A C11A C9A 123.5(4) . . ? N2A C12A C11A 121.2(5) . . ? N2A C12A C5A 118.6(5) . . ? C11A C12A C5A 120.2(5) . . ? C5 C1 C7 110.1(4) . . ? C5 C1 H1B 109.6 . . ? C7 C1 H1B 109.6 . . ? C5 C1 H1 109.6 . . ? C7 C1 H1 109.6 . . ? H1B C1 H1 108.2 . . ? C6 C2 C9 110.6(4) . . ? C6 C2 H2B 109.5 . . ? C9 C2 H2B 109.5 . . ? C6 C2 H2 109.5 . . ? C9 C2 H2 109.5 . . ? H2B C2 H2 108.1 . . ? C7 C3 C9 111.1(4) . . ? C7 C3 H3B 109.4 . . ? C9 C3 H3B 109.4 . . ? C7 C3 H3 109.4 . . ? C9 C3 H3 109.4 . . ? H3B C3 H3 108.0 . . ? C6 C4 C5 108.8(4) . . ? C6 C4 H4B 109.9 . . ? C5 C4 H4B 109.9 . . ? C6 C4 H4 109.9 . . ? C5 C4 H4 109.9 . . ? H4B C4 H4 108.3 . . ? C1 C5 C8 110.1(5) . . ? C1 C5 C4 108.5(5) . . ? C8 C5 C4 110.6(5) . . ? C1 C5 H5 109.2 . . ? C8 C5 H5 109.2 . . ? C4 C5 H5 109.2 . . ? C2 C6 C4 109.1(5) . . ? C2 C6 C10 110.5(4) . . ? C4 C6 C10 108.8(4) . . ? C2 C6 H6 109.5 . . ? C4 C6 H6 109.5 . . ? C10 C6 H6 109.5 . . ? C3 C7 C1 110.0(4) . . ? C3 C7 C10 109.1(4) . . ? C1 C7 C10 108.6(4) . . ? C3 C7 C11 111.4(5) . . ? C1 C7 C11 108.3(5) . . ? C10 C7 C11 109.4(4) . . ? C9 C8 C5 109.7(4) . . ? C9 C8 H8B 109.7 . . ? C5 C8 H8B 109.7 . . ? C9 C8 H8 109.7 . . ? C5 C8 H8 109.7 . . ? H8B C8 H8 108.2 . . ? C8 C9 C12 109.5(6) . . ? C8 C9 C3 108.8(4) . . ? C12 C9 C3 110.8(7) . . ? C8 C9 C2 108.7(4) . . ? C12 C9 C2 110.5(7) . . ? C3 C9 C2 108.5(4) . . ? C7 C10 C6 108.9(4) . . ? C7 C10 H10B 109.9 . . ? C6 C10 H10B 109.9 . . ? C7 C10 H10 109.9 . . ? C6 C10 H10 109.9 . . ? H10B C10 H10 108.3 . . ? O2 C11 O1 122.9(9) . . ? O2 C11 C7 115.0(8) . . ? O1 C11 C7 122.1(8) . . ? O1B C12 O1A 106(2) . . ? O1B C12 O3 74(2) . . ? O1A C12 O3 56(2) . . ? O1B C12 O4 61(2) . . ? O1A C12 O4 101.0(19) . . ? O3 C12 O4 120.8(19) . . ? O1B C12 C9 136.4(19) . . ? O1A C12 C9 115.5(16) . . ? O3 C12 C9 118.9(18) . . ? O4 C12 C9 120.1(13) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.444 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.067 #===END data_1b _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,3-Adamantanedicarboxylic acid 4,7-phenanthroline hydroxybenzene cocrystal ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H16 O4, C12 H8 N2, C6 H4 O' _chemical_formula_sum 'C27 H26 N2 O4.50' _chemical_formula_weight 450.50 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' _symmetry_cell_setting 'Triclinic' _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.6025(15) _cell_length_b 11.176(3) _cell_length_c 15.867(4) _cell_angle_alpha 107.519(3) _cell_angle_beta 97.802(4) _cell_angle_gamma 95.448(4) _cell_volume 1094.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 120 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'Block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.367 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476 _exptl_absorpt_coefficient_mu 0.094 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min 0.971 _exptl_absorpt_correction_T_max 0.976 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ? _diffrn_ambient_temperature 120 _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 CCD-Area detector' _diffrn_measurement_method 'SMART' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10729 _diffrn_reflns_av_R_equivalents 0.0145 _diffrn_reflns_av_sigmaI/netI 0.0162 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 25.29 _reflns_number_total 3970 _reflns_number_gt 3553 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART' _computing_cell_refinement 'SMART' _computing_data_reduction 'SAINTPLUS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^ > 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^)+(0.0622P)^2^+0.5635P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3970 _refine_ls_number_parameters 315 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0480 _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_ref 0.1186 _refine_ls_wR_factor_gt 0.1156 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O4 O 0.45002(18) 1.14960(10) 0.18226(7) 0.0267(3) Uani 1 1 d . . . O2 O 0.2040(2) 0.48707(11) 0.13712(8) 0.0373(3) Uani 1 1 d . . . N1B N 0.18091(19) 0.47089(12) 0.33852(9) 0.0230(3) Uani 1 1 d . . . N2B N 0.36520(19) 0.62174(12) 0.70988(9) 0.0227(3) Uani 1 1 d . . . C9B C 0.2124(2) 0.40855(13) 0.47305(10) 0.0182(3) Uani 1 1 d . . . C12B C 0.3150(2) 0.57838(14) 0.61851(10) 0.0197(3) Uani 1 1 d . . . C1B C 0.1587(2) 0.28104(14) 0.41850(10) 0.0207(3) Uani 1 1 d . . . H1BB H 0.1502 0.2168 0.4445 0.025 Uiso 1 1 calc R . . C11B C 0.2587(2) 0.44810(13) 0.57005(10) 0.0185(3) Uani 1 1 d . . . C10 C 0.3917(2) 0.65086(14) 0.05700(10) 0.0219(3) Uani 1 1 d . . . H10A H 0.5243 0.6418 0.0874 0.026 Uiso 1 1 calc R . . H10B H 0.3296 0.5685 0.0153 0.026 Uiso 1 1 calc R . . C11 C 0.2159(2) 0.60053(15) 0.17435(11) 0.0239(3) Uani 1 1 d . . . C8B C 0.2497(2) 0.36320(14) 0.61977(10) 0.0221(3) Uani 1 1 d . . . H8BA H 0.2118 0.2767 0.5904 0.026 Uiso 1 1 calc R . . C5 C 0.0709(2) 0.80446(14) 0.02470(10) 0.0217(3) Uani 1 1 d . . . H5A H -0.0632 0.8117 -0.0071 0.026 Uiso 1 1 calc R . . C2B C 0.1191(2) 0.25189(15) 0.32706(10) 0.0233(3) Uani 1 1 d . . . H2BB H 0.0838 0.1680 0.2905 0.028 Uiso 1 1 calc R . . O1 O 0.2001(2) 0.64980(12) 0.25938(8) 0.0374(3) Uani 1 1 d . . . C8 C 0.4228(2) 0.74532(14) 0.00573(10) 0.0235(3) Uani 1 1 d . . . H8A H 0.5130 0.7150 -0.0380 0.028 Uiso 1 1 calc R . . C1 C 0.2509(2) 0.69777(14) 0.12622(10) 0.0203(3) Uani 1 1 d . . . C10B C 0.2219(2) 0.50156(14) 0.42957(10) 0.0199(3) Uani 1 1 d . . . O3 O 0.6180(3) 1.05873(12) 0.26964(11) 0.0653(5) Uani 1 1 d . . . C6 C 0.0393(2) 0.70981(14) 0.07624(10) 0.0210(3) Uani 1 1 d . . . H6A H -0.0246 0.6277 0.0347 0.025 Uiso 1 1 calc R . . H6B H -0.0516 0.7389 0.1190 0.025 Uiso 1 1 calc R . . C2 C 0.3480(2) 0.82866(14) 0.19164(10) 0.0202(3) Uani 1 1 d . . . H2A H 0.4798 0.8222 0.2241 0.024 Uiso 1 1 calc R . . H2B H 0.2585 0.8584 0.2349 0.024 Uiso 1 1 calc R . . C9 C 0.2126(2) 0.75716(15) -0.04365(10) 0.0251(3) Uani 1 1 d . . . H9A H 0.2313 0.8162 -0.0769 0.030 Uiso 1 1 calc R . . H9B H 0.1499 0.6753 -0.0859 0.030 Uiso 1 1 calc R . . C7 C 0.5230(2) 0.87479(14) 0.07183(10) 0.0219(3) Uani 1 1 d . . . H7A H 0.5463 0.9344 0.0394 0.026 Uiso 1 1 calc R . . H7B H 0.6555 0.8671 0.1031 0.026 Uiso 1 1 calc R . . C5B C 0.3210(2) 0.67002(14) 0.57167(11) 0.0216(3) Uani 1 1 d . . . H5BA H 0.3563 0.7558 0.6039 0.026 Uiso 1 1 calc R . . C3 C 0.3799(2) 0.92402(14) 0.14029(10) 0.0212(3) Uani 1 1 d . . . C4 C 0.1688(2) 0.93502(14) 0.09017(10) 0.0236(3) Uani 1 1 d . . . H4A H 0.0787 0.9660 0.1329 0.028 Uiso 1 1 calc R . . H4B H 0.1872 0.9948 0.0575 0.028 Uiso 1 1 calc R . . C6B C 0.3565(2) 0.53825(15) 0.75391(11) 0.0254(3) Uani 1 1 d . . . H6BA H 0.3918 0.5677 0.8161 0.030 Uiso 1 1 calc R . . C12 C 0.4905(3) 1.05025(14) 0.20482(11) 0.0269(4) Uani 1 1 d . . . C7B C 0.2969(3) 0.40826(15) 0.71159(11) 0.0257(3) Uani 1 1 d . . . H7BA H 0.2895 0.3531 0.7452 0.031 Uiso 1 1 calc R . . C3B C 0.1327(2) 0.35001(15) 0.28947(10) 0.0243(3) Uani 1 1 d . . . H3BA H 0.1066 0.3294 0.2273 0.029 Uiso 1 1 calc R . . C4B C 0.2757(2) 0.63286(14) 0.48122(11) 0.0223(3) Uani 1 1 d . . . H4BA H 0.2796 0.6935 0.4520 0.027 Uiso 1 1 calc R . . C2A C 0.8083(3) 1.01713(16) 0.46165(13) 0.0361(4) Uani 1 1 d . . . H2AA H 0.6795 1.0285 0.4358 0.043 Uiso 1 1 calc R . . C1A C 0.9472(3) 0.96484(15) 0.40695(13) 0.0354(4) Uani 1 1 d . . . C3A C 0.8609(3) 1.05218(16) 0.55395(13) 0.0363(4) Uani 1 1 d . . . H3AA H 0.7677 1.0872 0.5899 0.044 Uiso 1 1 calc R . . O1A O 0.9086(4) 0.9303(2) 0.31951(16) 0.0341(6) Uani 0.50 1 d P . . H3O H 0.528(4) 1.225(2) 0.2248(16) 0.058(7) Uiso 1 1 d . . . H2O H 0.196(4) 0.583(3) 0.2846(19) 0.083(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O4 0.0365(6) 0.0166(5) 0.0240(6) 0.0054(4) 0.0003(5) -0.0015(5) O2 0.0574(8) 0.0219(6) 0.0282(6) 0.0106(5) -0.0049(6) -0.0072(5) N1B 0.0220(7) 0.0264(7) 0.0256(7) 0.0121(6) 0.0090(5) 0.0075(5) N2B 0.0187(6) 0.0196(6) 0.0262(7) 0.0029(5) 0.0006(5) 0.0044(5) C9B 0.0132(7) 0.0185(7) 0.0239(8) 0.0074(6) 0.0044(6) 0.0031(5) C12B 0.0128(7) 0.0186(7) 0.0267(8) 0.0055(6) 0.0032(6) 0.0035(5) C1B 0.0184(7) 0.0193(7) 0.0254(8) 0.0083(6) 0.0047(6) 0.0025(6) C11B 0.0136(7) 0.0180(7) 0.0238(8) 0.0063(6) 0.0032(6) 0.0035(5) C10 0.0234(8) 0.0160(7) 0.0228(8) 0.0017(6) 0.0033(6) 0.0020(6) C11 0.0215(8) 0.0245(8) 0.0272(8) 0.0121(7) 0.0015(6) 0.0016(6) C8B 0.0237(8) 0.0166(7) 0.0250(8) 0.0062(6) 0.0020(6) 0.0030(6) C5 0.0224(8) 0.0220(8) 0.0200(7) 0.0084(6) -0.0013(6) 0.0009(6) C2B 0.0212(8) 0.0217(8) 0.0246(8) 0.0038(6) 0.0041(6) 0.0022(6) O1 0.0613(9) 0.0309(7) 0.0344(7) 0.0202(5) 0.0266(6) 0.0185(6) C8 0.0256(8) 0.0242(8) 0.0184(7) 0.0032(6) 0.0067(6) -0.0002(6) C1 0.0227(8) 0.0191(7) 0.0202(7) 0.0077(6) 0.0041(6) 0.0034(6) C10B 0.0151(7) 0.0220(8) 0.0254(8) 0.0096(6) 0.0068(6) 0.0047(6) O3 0.0933(12) 0.0205(7) 0.0573(10) 0.0023(6) -0.0466(9) 0.0060(7) C6 0.0223(8) 0.0197(7) 0.0204(7) 0.0057(6) 0.0043(6) 0.0015(6) C2 0.0240(8) 0.0210(7) 0.0157(7) 0.0054(6) 0.0027(6) 0.0055(6) C9 0.0302(8) 0.0261(8) 0.0162(7) 0.0065(6) 0.0009(6) -0.0043(6) C7 0.0237(8) 0.0215(8) 0.0207(8) 0.0090(6) 0.0020(6) -0.0006(6) C5B 0.0164(7) 0.0145(7) 0.0336(9) 0.0063(6) 0.0064(6) 0.0017(5) C3 0.0253(8) 0.0167(7) 0.0196(7) 0.0048(6) -0.0002(6) 0.0027(6) C4 0.0269(8) 0.0189(7) 0.0243(8) 0.0081(6) -0.0007(6) 0.0033(6) C6B 0.0260(8) 0.0259(8) 0.0215(8) 0.0041(6) -0.0001(6) 0.0080(6) C12 0.0306(9) 0.0195(8) 0.0268(8) 0.0049(6) -0.0043(7) 0.0058(6) C7B 0.0308(9) 0.0243(8) 0.0245(8) 0.0111(6) 0.0027(6) 0.0082(6) C3B 0.0224(8) 0.0312(9) 0.0210(8) 0.0087(6) 0.0062(6) 0.0071(6) C4B 0.0199(7) 0.0188(7) 0.0341(9) 0.0137(6) 0.0107(6) 0.0051(6) C2A 0.0364(10) 0.0224(8) 0.0496(11) 0.0178(8) -0.0038(8) -0.0004(7) C1A 0.0470(11) 0.0183(8) 0.0401(10) 0.0139(7) -0.0013(8) -0.0018(7) C3A 0.0427(10) 0.0231(8) 0.0457(11) 0.0165(8) 0.0052(8) 0.0032(7) O1A 0.0417(14) 0.0289(12) 0.0324(13) 0.0124(10) -0.0004(11) 0.0092(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O4 C12 1.3046(19) . ? O2 C11 1.217(2) . ? N1B C3B 1.323(2) . ? N1B C10B 1.362(2) . ? N2B C6B 1.325(2) . ? N2B C12B 1.365(2) . ? C9B C1B 1.408(2) . ? C9B C10B 1.411(2) . ? C9B C11B 1.447(2) . ? C12B C11B 1.412(2) . ? C12B C5B 1.436(2) . ? C1B C2B 1.370(2) . ? C11B C8B 1.407(2) . ? C10 C8 1.530(2) . ? C10 C1 1.539(2) . ? C11 O1 1.318(2) . ? C11 C1 1.522(2) . ? C8B C7B 1.371(2) . ? C5 C4 1.534(2) . ? C5 C9 1.535(2) . ? C5 C6 1.535(2) . ? C2B C3B 1.398(2) . ? C8 C7 1.532(2) . ? C8 C9 1.536(2) . ? C1 C2 1.535(2) . ? C1 C6 1.548(2) . ? C10B C4B 1.432(2) . ? O3 C12 1.211(2) . ? C2 C3 1.540(2) . ? C7 C3 1.547(2) . ? C5B C4B 1.350(2) . ? C3 C12 1.518(2) . ? C3 C4 1.543(2) . ? C6B C7B 1.396(2) . ? C2A C3A 1.382(3) . ? C2A C1A 1.396(3) . ? C1A O1A 1.304(3) . ? C1A C3A 1.389(3) 2_776 ? C3A C1A 1.389(3) 2_776 ? 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 C3B N1B C10B 118.85(13) . . ? C6B N2B C12B 118.36(13) . . ? C1B C9B C10B 117.38(13) . . ? C1B C9B C11B 123.62(13) . . ? C10B C9B C11B 119.00(13) . . ? N2B C12B C11B 122.13(13) . . ? N2B C12B C5B 117.84(13) . . ? C11B C12B C5B 120.03(14) . . ? C2B C1B C9B 119.79(14) . . ? C8B C11B C12B 117.43(14) . . ? C8B C11B C9B 123.40(13) . . ? C12B C11B C9B 119.17(13) . . ? C8 C10 C1 109.91(12) . . ? O2 C11 O1 123.14(14) . . ? O2 C11 C1 122.57(14) . . ? O1 C11 C1 114.29(13) . . ? C7B C8B C11B 119.82(14) . . ? C4 C5 C9 109.49(13) . . ? C4 C5 C6 110.01(12) . . ? C9 C5 C6 109.57(12) . . ? C1B C2B C3B 119.10(14) . . ? C10 C8 C7 109.45(12) . . ? C10 C8 C9 109.34(12) . . ? C7 C8 C9 109.83(13) . . ? C11 C1 C2 112.06(12) . . ? C11 C1 C10 109.14(12) . . ? C2 C1 C10 109.69(12) . . ? C11 C1 C6 108.33(12) . . ? C2 C1 C6 108.73(12) . . ? C10 C1 C6 108.82(12) . . ? N1B C10B C9B 122.04(14) . . ? N1B C10B C4B 117.86(13) . . ? C9B C10B C4B 120.10(14) . . ? C5 C6 C1 109.42(12) . . ? C1 C2 C3 110.34(12) . . ? C5 C9 C8 109.49(12) . . ? C8 C7 C3 109.63(12) . . ? C4B C5B C12B 120.61(13) . . ? C12 C3 C2 109.76(12) . . ? C12 C3 C4 112.80(12) . . ? C2 C3 C4 109.10(12) . . ? C12 C3 C7 106.84(13) . . ? C2 C3 C7 108.67(12) . . ? C4 C3 C7 109.57(12) . . ? C5 C4 C3 109.38(12) . . ? N2B C6B C7B 123.29(14) . . ? O3 C12 O4 121.67(15) . . ? O3 C12 C3 122.85(14) . . ? O4 C12 C3 115.30(13) . . ? C8B C7B C6B 118.94(14) . . ? N1B C3B C2B 122.84(14) . . ? C5B C4B C10B 121.07(13) . . ? C3A C2A C1A 120.48(18) . . ? O1A C1A C3A 116.7(2) . 2_776 ? O1A C1A C2A 123.8(2) . . ? C3A C1A C2A 119.42(17) 2_776 . ? C2A C3A C1A 120.10(19) . 2_776 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.29 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.804 _refine_diff_density_min -0.466 _refine_diff_density_rms 0.047 #===END data_1c _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,3-Adamantanedicarboxylic acid 4,7-phenanthroline 1,4-dihydroxybenzene cocrystal ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H16 O4, C12 H8 N2, 0.5(C6 H6 O2)' _chemical_formula_sum 'C27 H27 N2 O5' _chemical_formula_weight 459.51 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' _symmetry_cell_setting 'Triclinic' _symmetry_space_group_name_H-M ' P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.632(3) _cell_length_b 11.162(6) _cell_length_c 15.860(8) _cell_angle_alpha 107.180(7) _cell_angle_beta 97.524(7) _cell_angle_gamma 95.976(7) _cell_volume 1099.4(10) _cell_formula_units_Z 2 _cell_measurement_temperature 120 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'Block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.388 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 486 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min 0.969 _exptl_absorpt_correction_T_max 0.976 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ? _diffrn_ambient_temperature 120 _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 CCD-Area detector' _diffrn_measurement_method 'SMART' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10695 _diffrn_reflns_av_R_equivalents 0.0225 _diffrn_reflns_av_sigmaI/netI 0.0190 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 25.29 _reflns_number_total 3974 _reflns_number_gt 3553 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART' _computing_cell_refinement 'SMART' _computing_data_reduction 'SAINTPLUS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^ > 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^)+(0.0681P)^2^+0.2676P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3974 _refine_ls_number_parameters 323 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0444 _refine_ls_R_factor_gt 0.0401 _refine_ls_wR_factor_ref 0.1166 _refine_ls_wR_factor_gt 0.1088 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _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 O1A O 0.09745(19) 0.57588(10) 0.68501(8) 0.0441(3) Uani 1 1 d . . . H2AA H 0.1824 0.5352 0.7011 0.066 Uiso 1 1 calc R . . O1C O 0.62391(19) 0.56100(10) 0.26742(8) 0.0467(3) Uani 1 1 d . . . O2C O 0.44214(16) 0.65207(9) 0.18399(7) 0.0295(2) Uani 1 1 d . . . H2O H 0.517(3) 0.724(2) 0.2257(14) 0.060(6) Uiso 1 1 d . . . O3C O 0.1941(2) -0.01175(10) 0.13839(8) 0.0537(4) Uani 1 1 d . . . O4C O 0.21254(18) 0.15054(10) 0.26221(7) 0.0373(3) Uani 1 1 d . . . H4O H 0.199(4) 0.083(2) 0.2870(16) 0.079(7) Uiso 1 1 d . . . N1B N 0.18395(17) 0.97018(11) 0.34082(8) 0.0256(3) Uani 1 1 d . . . N2B N 0.36642(17) 1.12103(10) 0.71152(8) 0.0248(3) Uani 1 1 d . . . C1A C 0.0526(2) 0.53692(13) 0.59347(11) 0.0335(3) Uani 1 1 d . . . C2A C 0.1893(2) 0.48279(14) 0.53908(11) 0.0352(4) Uani 1 1 d . . . H2A H 0.323(3) 0.4699(16) 0.5671(11) 0.039(4) Uiso 1 1 d . . . C3A C -0.1367(3) 0.55408(14) 0.55346(11) 0.0359(4) Uani 1 1 d . . . H3A H -0.229(3) 0.5903(18) 0.5907(12) 0.045(5) Uiso 1 1 d . . . C1B C 0.1563(2) 0.78024(12) 0.42143(9) 0.0253(3) Uani 1 1 d . . . H1BB H 0.1460 0.7160 0.4476 0.030 Uiso 1 1 calc R . . C2B C 0.1180(2) 0.75123(13) 0.33028(9) 0.0282(3) Uani 1 1 d . . . H2BB H 0.0819 0.6673 0.2940 0.034 Uiso 1 1 calc R . . C3B C 0.1338(2) 0.84921(13) 0.29238(9) 0.0277(3) Uani 1 1 d . . . H3BA H 0.1079 0.8285 0.2303 0.033 Uiso 1 1 calc R . . C4B C 0.2808(2) 1.13217(12) 0.48299(9) 0.0246(3) Uani 1 1 d . . . H4BA H 0.2867 1.1929 0.4536 0.030 Uiso 1 1 calc R . . C5B C 0.32582(19) 1.16925(12) 0.57319(9) 0.0242(3) Uani 1 1 d . . . H5BA H 0.3633 1.2550 0.6051 0.029 Uiso 1 1 calc R . . C6B C 0.3539(2) 1.03775(13) 0.75591(9) 0.0284(3) Uani 1 1 d . . . H6BA H 0.3894 1.0671 0.8180 0.034 Uiso 1 1 calc R . . C7B C 0.2900(2) 0.90797(13) 0.71410(9) 0.0292(3) Uani 1 1 d . . . H7BA H 0.2794 0.8530 0.7479 0.035 Uiso 1 1 calc R . . C8B C 0.2433(2) 0.86283(12) 0.62270(9) 0.0264(3) Uani 1 1 d . . . H8BA H 0.2028 0.7764 0.5938 0.032 Uiso 1 1 calc R . . C9B C 0.22400(19) 1.00081(12) 0.43175(9) 0.0220(3) Uani 1 1 d . . . C10B C 0.21154(19) 0.90799(12) 0.47564(9) 0.0215(3) Uani 1 1 d . . . C11B C 0.25673(19) 0.94749(12) 0.57237(9) 0.0217(3) Uani 1 1 d . . . C12B C 0.31647(19) 1.07787(12) 0.62037(9) 0.0221(3) Uani 1 1 d . . . C1C C 0.3804(2) 0.42574(12) 0.14055(8) 0.0228(3) Uani 1 1 d . . . C2C C 0.3472(2) 0.33059(12) 0.19248(9) 0.0237(3) Uani 1 1 d . . . H2CA H 0.4781 0.3245 0.2250 0.028 Uiso 1 1 calc R . . H2CB H 0.2579 0.3603 0.2356 0.028 Uiso 1 1 calc R . . C3C C 0.2500(2) 0.19926(12) 0.12774(9) 0.0246(3) Uani 1 1 d . . . C4C C 0.0398(2) 0.21050(13) 0.07779(9) 0.0261(3) Uani 1 1 d . . . H4CA H -0.0240 0.1282 0.0367 0.031 Uiso 1 1 calc R . . H4CB H -0.0508 0.2395 0.1204 0.031 Uiso 1 1 calc R . . C5C C 0.0729(2) 0.30509(13) 0.02580(9) 0.0268(3) Uani 1 1 d . . . H5CA H -0.0602 0.3121 -0.0060 0.032 Uiso 1 1 calc R . . C6C C 0.1710(2) 0.43587(13) 0.09039(9) 0.0267(3) Uani 1 1 d . . . H6CA H 0.0812 0.4669 0.1330 0.032 Uiso 1 1 calc R . . H6CB H 0.1899 0.4954 0.0572 0.032 Uiso 1 1 calc R . . C7C C 0.5231(2) 0.37642(12) 0.07232(9) 0.0249(3) Uani 1 1 d . . . H7CA H 0.5472 0.4359 0.0395 0.030 Uiso 1 1 calc R . . H7CB H 0.6546 0.3690 0.1037 0.030 Uiso 1 1 calc R . . C8C C 0.2137(2) 0.25795(14) -0.04246(9) 0.0302(3) Uani 1 1 d . . . H8CA H 0.2332 0.3170 -0.0760 0.036 Uiso 1 1 calc R . . H8CB H 0.1509 0.1760 -0.0843 0.036 Uiso 1 1 calc R . . C9C C 0.4225(2) 0.24649(13) 0.00688(9) 0.0276(3) Uani 1 1 d . . . H9CA H 0.5123 0.2160 -0.0368 0.033 Uiso 1 1 calc R . . C10C C 0.3899(2) 0.15235(12) 0.05864(9) 0.0276(3) Uani 1 1 d . . . H10A H 0.5216 0.1434 0.0890 0.033 Uiso 1 1 calc R . . H10B H 0.3274 0.0699 0.0173 0.033 Uiso 1 1 calc R . . C11C C 0.4913(2) 0.55222(12) 0.20384(9) 0.0257(3) Uani 1 1 d . . . C12C C 0.2150(2) 0.10185(13) 0.17625(9) 0.0294(3) 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 O1A 0.0526(7) 0.0363(6) 0.0424(7) 0.0133(5) -0.0023(5) 0.0124(5) O1C 0.0585(8) 0.0221(5) 0.0449(7) 0.0028(5) -0.0233(6) 0.0037(5) O2C 0.0380(6) 0.0184(5) 0.0285(5) 0.0057(4) -0.0002(4) 0.0006(4) O3C 0.0924(10) 0.0259(6) 0.0336(6) 0.0107(5) -0.0070(6) -0.0143(6) O4C 0.0558(7) 0.0306(6) 0.0339(6) 0.0165(5) 0.0192(5) 0.0104(5) N1B 0.0228(6) 0.0279(6) 0.0279(6) 0.0099(5) 0.0075(5) 0.0046(5) N2B 0.0227(6) 0.0224(6) 0.0275(6) 0.0051(5) 0.0034(5) 0.0041(4) C1A 0.0380(8) 0.0196(7) 0.0424(9) 0.0138(6) -0.0013(7) 0.0007(6) C2A 0.0314(8) 0.0249(7) 0.0491(9) 0.0165(7) -0.0028(7) 0.0016(6) C3A 0.0360(9) 0.0262(7) 0.0486(9) 0.0164(7) 0.0059(7) 0.0060(6) C1B 0.0242(7) 0.0211(6) 0.0307(7) 0.0080(5) 0.0064(6) 0.0016(5) C2B 0.0262(7) 0.0228(7) 0.0307(7) 0.0020(6) 0.0055(6) 0.0000(5) C3B 0.0245(7) 0.0317(7) 0.0253(7) 0.0062(6) 0.0052(5) 0.0036(6) C4B 0.0226(7) 0.0202(6) 0.0351(7) 0.0128(6) 0.0091(6) 0.0038(5) C5B 0.0209(7) 0.0173(6) 0.0334(7) 0.0061(5) 0.0064(5) 0.0017(5) C6B 0.0291(7) 0.0295(7) 0.0254(7) 0.0067(6) 0.0030(6) 0.0066(6) C7B 0.0330(8) 0.0273(7) 0.0309(7) 0.0142(6) 0.0057(6) 0.0057(6) C8B 0.0275(7) 0.0194(6) 0.0315(7) 0.0077(5) 0.0044(6) 0.0022(5) C9B 0.0159(6) 0.0237(6) 0.0279(7) 0.0087(5) 0.0066(5) 0.0035(5) C10B 0.0163(6) 0.0197(6) 0.0286(7) 0.0069(5) 0.0061(5) 0.0029(5) C11B 0.0164(6) 0.0208(6) 0.0281(7) 0.0072(5) 0.0054(5) 0.0032(5) C12B 0.0158(6) 0.0209(6) 0.0287(7) 0.0055(5) 0.0052(5) 0.0034(5) C1C 0.0259(7) 0.0193(6) 0.0216(6) 0.0053(5) 0.0022(5) 0.0018(5) C2C 0.0267(7) 0.0233(7) 0.0196(6) 0.0056(5) 0.0032(5) 0.0015(5) C3C 0.0271(7) 0.0221(7) 0.0234(7) 0.0076(5) 0.0020(5) -0.0004(5) C4C 0.0247(7) 0.0258(7) 0.0251(7) 0.0059(5) 0.0035(5) -0.0016(5) C5C 0.0245(7) 0.0282(7) 0.0261(7) 0.0097(6) -0.0012(5) 0.0003(5) C6C 0.0272(7) 0.0246(7) 0.0281(7) 0.0093(6) 0.0012(6) 0.0039(5) C7C 0.0259(7) 0.0248(7) 0.0232(7) 0.0080(5) 0.0039(5) -0.0007(5) C8C 0.0354(8) 0.0313(7) 0.0199(7) 0.0068(6) 0.0010(6) -0.0042(6) C9C 0.0289(7) 0.0284(7) 0.0217(7) 0.0020(5) 0.0078(6) 0.0003(6) C10C 0.0293(7) 0.0196(6) 0.0287(7) 0.0013(5) 0.0026(6) 0.0015(5) C11C 0.0284(7) 0.0227(7) 0.0247(7) 0.0061(5) 0.0031(6) 0.0038(5) C12C 0.0288(7) 0.0258(7) 0.0310(7) 0.0108(6) -0.0019(6) -0.0040(6) _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 O1A C1A 1.368(2) . ? O1C C11C 1.2214(17) . ? O2C C11C 1.3052(17) . ? O3C C12C 1.2164(19) . ? O4C C12C 1.3132(19) . ? N1B C3B 1.3231(19) . ? N1B C9B 1.3627(19) . ? N2B C6B 1.3238(19) . ? N2B C12B 1.3644(18) . ? C1A C3A 1.389(2) . ? C1A C2A 1.394(2) . ? C2A C3A 1.387(2) 2_566 ? C3A C2A 1.387(2) 2_566 ? C1B C2B 1.367(2) . ? C1B C10B 1.4111(19) . ? C2B C3B 1.396(2) . ? C4B C5B 1.349(2) . ? C4B C9B 1.4329(19) . ? C5B C12B 1.4331(19) . ? C6B C7B 1.396(2) . ? C7B C8B 1.367(2) . ? C8B C11B 1.4088(19) . ? C9B C10B 1.4100(19) . ? C10B C11B 1.446(2) . ? C11B C12B 1.4146(19) . ? C1C C11C 1.5147(19) . ? C1C C2C 1.5396(18) . ? C1C C6C 1.5398(19) . ? C1C C7C 1.5473(19) . ? C2C C3C 1.5361(19) . ? C3C C12C 1.5220(19) . ? C3C C10C 1.538(2) . ? C3C C4C 1.547(2) . ? C4C C5C 1.5352(19) . ? C5C C6C 1.532(2) . ? C5C C8C 1.533(2) . ? C7C C9C 1.5341(19) . ? C8C C9C 1.535(2) . ? C9C C10C 1.528(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3B N1B C9B 118.72(12) . . ? C6B N2B C12B 118.45(12) . . ? O1A C1A C3A 118.20(15) . . ? O1A C1A C2A 122.92(14) . . ? C3A C1A C2A 118.87(15) . . ? C3A C2A C1A 120.58(15) 2_566 . ? C2A C3A C1A 120.55(16) 2_566 . ? C2B C1B C10B 119.79(12) . . ? C1B C2B C3B 119.15(13) . . ? N1B C3B C2B 122.94(13) . . ? C5B C4B C9B 121.12(12) . . ? C4B C5B C12B 120.66(12) . . ? N2B C6B C7B 123.22(13) . . ? C8B C7B C6B 119.05(13) . . ? C7B C8B C11B 119.86(12) . . ? N1B C9B C10B 122.13(12) . . ? N1B C9B C4B 117.89(12) . . ? C10B C9B C4B 119.98(12) . . ? C9B C10B C1B 117.27(13) . . ? C9B C10B C11B 119.08(12) . . ? C1B C10B C11B 123.66(12) . . ? C8B C11B C12B 117.28(13) . . ? C8B C11B C10B 123.55(12) . . ? C12B C11B C10B 119.16(12) . . ? N2B C12B C11B 122.08(12) . . ? N2B C12B C5B 117.95(12) . . ? C11B C12B C5B 119.98(12) . . ? C11C C1C C2C 110.06(11) . . ? C11C C1C C6C 112.88(11) . . ? C2C C1C C6C 108.97(11) . . ? C11C C1C C7C 106.63(11) . . ? C2C C1C C7C 108.65(11) . . ? C6C C1C C7C 109.56(11) . . ? C3C C2C C1C 110.36(11) . . ? C12C C3C C2C 112.17(11) . . ? C12C C3C C10C 108.86(11) . . ? C2C C3C C10C 109.78(11) . . ? C12C C3C C4C 108.42(11) . . ? C2C C3C C4C 108.78(11) . . ? C10C C3C C4C 108.77(11) . . ? C5C C4C C3C 109.16(11) . . ? C6C C5C C8C 109.46(12) . . ? C6C C5C C4C 110.18(11) . . ? C8C C5C C4C 109.69(12) . . ? C5C C6C C1C 109.49(11) . . ? C9C C7C C1C 109.60(11) . . ? C5C C8C C9C 109.41(11) . . ? C10C C9C C7C 109.50(11) . . ? C10C C9C C8C 109.26(12) . . ? C7C C9C C8C 109.80(11) . . ? C9C C10C C3C 110.01(11) . . ? O1C C11C O2C 121.68(12) . . ? O1C C11C C1C 122.65(12) . . ? O2C C11C C1C 115.61(12) . . ? O3C C12C O4C 122.98(13) . . ? O3C C12C C3C 122.46(13) . . ? O4C C12C C3C 114.55(12) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.29 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.393 _refine_diff_density_min -0.287 _refine_diff_density_rms 0.057 #===END data_1d _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,3-Adamantanedicarboxylic acid 4,7-phenanthroline 1,3-dihydroxybenzene cocrystal ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C12 H16 O4), 2(C12 H8 N2), C6 H6 O2' _chemical_formula_sum 'C54 H54 N4 O10' _chemical_formula_weight 919.01 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' _symmetry_cell_setting 'Triclinic' _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.682(2) _cell_length_b 16.442(6) _cell_length_c 22.078(8) _cell_angle_alpha 68.804(5) _cell_angle_beta 87.000(6) _cell_angle_gamma 78.675(5) _cell_volume 2216.8(14) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'Block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.377 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 972 _exptl_absorpt_coefficient_mu 0.095 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min 0.973 _exptl_absorpt_correction_T_max 0.979 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ? _diffrn_ambient_temperature 120(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 CCD-Area detector' _diffrn_measurement_method 'SMART' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21308 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_sigmaI/netI 0.0237 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.35 _diffrn_reflns_theta_max 25.26 _reflns_number_total 7953 _reflns_number_gt 6544 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART' _computing_cell_refinement 'SMART' _computing_data_reduction 'SAINTPLUS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^ > 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^)+(0.1051P)^2^+0.7427P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7953 _refine_ls_number_parameters 629 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0716 _refine_ls_R_factor_gt 0.0615 _refine_ls_wR_factor_ref 0.1817 _refine_ls_wR_factor_gt 0.1724 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1C O 0.2040(3) 1.18499(9) 0.17585(7) 0.0387(4) Uani 1 1 d . . . O2C O 0.1826(3) 1.04337(10) 0.19867(7) 0.0360(4) Uani 1 1 d . . . H4O H 0.173(5) 1.060(2) 0.1554(16) 0.068(9) Uiso 1 1 d . . . O3C O 0.6214(3) 0.83612(10) 0.39518(7) 0.0438(4) Uani 1 1 d . . . O4C O 0.4608(2) 0.83211(9) 0.48638(6) 0.0284(3) Uani 1 1 d . . . H3O H 0.531(5) 0.777(2) 0.5017(15) 0.064(9) Uiso 1 1 d . . . O1D O 0.3632(3) 0.65941(10) 0.10107(8) 0.0461(5) Uani 1 1 d . . . O2D O 0.5637(2) 0.66699(9) 0.01727(6) 0.0274(3) Uani 1 1 d . . . H2O H 0.491(4) 0.7263(19) 0.0017(14) 0.054(8) Uiso 1 1 d . . . O3D O 0.7707(3) 0.45614(10) 0.30585(7) 0.0354(4) Uani 1 1 d . . . H1O H 0.786(5) 0.438(2) 0.3474(16) 0.073(10) Uiso 1 1 d . . . O4D O 0.7983(3) 0.31120(10) 0.32690(7) 0.0517(5) Uani 1 1 d . . . O1E O -0.3936(2) 0.77248(12) 0.29688(8) 0.0532(5) Uani 1 1 d . . . H1EA H -0.3915 0.7916 0.3263 0.080 Uiso 1 1 calc R . . O2E O 0.0744(3) 0.61918(11) 0.19016(8) 0.0487(4) Uani 1 1 d . . . H2EA H 0.1626 0.6307 0.1628 0.073 Uiso 1 1 calc R . . N1A N 0.1936(2) 0.59430(10) 0.56488(7) 0.0234(4) Uani 1 1 d . . . N2A N 0.3558(2) 0.33586(10) 0.45308(8) 0.0235(4) Uani 1 1 d . . . N1B N 0.8285(2) 0.90796(10) -0.06979(7) 0.0226(3) Uani 1 1 d . . . N2B N 0.6228(2) 1.16555(10) 0.04199(8) 0.0230(4) Uani 1 1 d . . . C1A C 0.1485(3) 0.65152(12) 0.43014(9) 0.0235(4) Uani 1 1 d . . . H1AB H 0.1323 0.6714 0.3852 0.028 Uiso 1 1 calc R . . C2A C 0.1150(3) 0.71099(12) 0.46173(10) 0.0267(4) Uani 1 1 d . . . H2AB H 0.0763 0.7715 0.4385 0.032 Uiso 1 1 calc R . . C3A C 0.1398(3) 0.67951(13) 0.52938(9) 0.0259(4) Uani 1 1 d . . . H3AA H 0.1175 0.7204 0.5503 0.031 Uiso 1 1 calc R . . C4A C 0.2889(3) 0.44208(12) 0.57359(9) 0.0230(4) Uani 1 1 d . . . H4AA H 0.3008 0.4254 0.6184 0.028 Uiso 1 1 calc R . . C5A C 0.3293(3) 0.37919(12) 0.54650(9) 0.0228(4) Uani 1 1 d . . . H5AA H 0.3697 0.3199 0.5728 0.027 Uiso 1 1 calc R . . C6A C 0.3367(3) 0.35688(13) 0.38950(9) 0.0267(4) Uani 1 1 d . . . H6AA H 0.3687 0.3115 0.3728 0.032 Uiso 1 1 calc R . . C7A C 0.2713(3) 0.44339(13) 0.34633(9) 0.0275(4) Uani 1 1 d . . . H7AA H 0.2567 0.4549 0.3022 0.033 Uiso 1 1 calc R . . C8A C 0.2286(3) 0.51144(12) 0.36990(9) 0.0240(4) Uani 1 1 d . . . H8AA H 0.1869 0.5697 0.3417 0.029 Uiso 1 1 calc R . . C9A C 0.2075(3) 0.56026(12) 0.46624(8) 0.0196(4) Uani 1 1 d . . . C10A C 0.2281(3) 0.53398(12) 0.53449(9) 0.0203(4) Uani 1 1 d . . . C11A C 0.3107(3) 0.40274(12) 0.47751(9) 0.0199(4) Uani 1 1 d . . . C12A C 0.2483(3) 0.49245(12) 0.43702(9) 0.0197(4) Uani 1 1 d . . . C1B C 0.8419(3) 0.85005(12) 0.06560(9) 0.0226(4) Uani 1 1 d . . . H1BB H 0.8477 0.8301 0.1107 0.027 Uiso 1 1 calc R . . C2B C 0.8863(3) 0.79041(12) 0.03421(9) 0.0245(4) Uani 1 1 d . . . H2BB H 0.9217 0.7298 0.0577 0.029 Uiso 1 1 calc R . . C3B C 0.8773(3) 0.82250(13) -0.03389(9) 0.0250(4) Uani 1 1 d . . . H3BA H 0.9070 0.7817 -0.0548 0.030 Uiso 1 1 calc R . . C4B C 0.7271(3) 1.06019(12) -0.07880(8) 0.0215(4) Uani 1 1 d . . . H4BA H 0.7259 1.0769 -0.1238 0.026 Uiso 1 1 calc R . . C5B C 0.6761(3) 1.12311(12) -0.05189(8) 0.0214(4) Uani 1 1 d . . . H5BA H 0.6396 1.1825 -0.0785 0.026 Uiso 1 1 calc R . . C6B C 0.6279(3) 1.14426(13) 0.10586(9) 0.0262(4) Uani 1 1 d . . . H6BA H 0.5894 1.1894 0.1225 0.031 Uiso 1 1 calc R . . C7B C 0.6882(3) 1.05748(13) 0.14937(9) 0.0273(4) Uani 1 1 d . . . H7BA H 0.6927 1.0457 0.1938 0.033 Uiso 1 1 calc R . . C8B C 0.7409(3) 0.98967(12) 0.12580(9) 0.0237(4) Uani 1 1 d . . . H8BA H 0.7798 0.9313 0.1542 0.028 Uiso 1 1 calc R . . C9B C 0.7875(3) 0.94156(12) 0.02914(8) 0.0191(4) Uani 1 1 d . . . C10B C 0.7828(3) 0.96829(12) -0.03931(8) 0.0188(4) Uani 1 1 d . . . C11B C 0.6779(3) 1.09898(12) 0.01750(9) 0.0199(4) Uani 1 1 d . . . C12B C 0.7355(3) 1.00919(12) 0.05825(8) 0.0188(4) Uani 1 1 d . . . C1C C 0.2449(3) 1.08600(12) 0.28762(8) 0.0199(4) Uani 1 1 d . . . C2C C 0.3473(3) 0.98802(11) 0.32062(8) 0.0200(4) Uani 1 1 d . . . H2CA H 0.2619 0.9501 0.3145 0.024 Uiso 1 1 calc R . . H2CB H 0.4777 0.9767 0.3008 0.024 Uiso 1 1 calc R . . C3C C 0.3801(3) 0.96607(11) 0.39359(8) 0.0197(4) Uani 1 1 d . . . C4C C 0.1720(3) 0.98326(12) 0.42497(9) 0.0236(4) Uani 1 1 d . . . H4CA H 0.0855 0.9451 0.4199 0.028 Uiso 1 1 calc R . . H4CB H 0.1916 0.9698 0.4711 0.028 Uiso 1 1 calc R . . C5C C 0.0693(3) 1.08085(12) 0.39225(9) 0.0235(4) Uani 1 1 d . . . H5CA H -0.0630 1.0915 0.4122 0.028 Uiso 1 1 calc R . . C6C C 0.0363(3) 1.10259(12) 0.31923(9) 0.0220(4) Uani 1 1 d . . . H6CA H -0.0302 1.1642 0.2988 0.026 Uiso 1 1 calc R . . H6CB H -0.0510 1.0654 0.3130 0.026 Uiso 1 1 calc R . . C7C C 0.3798(3) 1.14639(12) 0.29744(9) 0.0229(4) Uani 1 1 d . . . H7CA H 0.5104 1.1374 0.2771 0.027 Uiso 1 1 calc R . . H7CB H 0.3144 1.2082 0.2770 0.027 Uiso 1 1 calc R . . C8C C 0.2050(3) 1.14113(13) 0.40155(9) 0.0273(4) Uani 1 1 d . . . H8CA H 0.2245 1.1284 0.4475 0.033 Uiso 1 1 calc R . . H8CB H 0.1393 1.2029 0.3815 0.033 Uiso 1 1 calc R . . C9C C 0.4132(3) 1.12478(12) 0.37025(9) 0.0245(4) Uani 1 1 d . . . H9CA H 0.4997 1.1632 0.3762 0.029 Uiso 1 1 calc R . . C10C C 0.5176(3) 1.02731(12) 0.40213(9) 0.0227(4) Uani 1 1 d . . . H10C H 0.5417 1.0137 0.4480 0.027 Uiso 1 1 calc R . . H10D H 0.6484 1.0170 0.3822 0.027 Uiso 1 1 calc R . . C11C C 0.2085(3) 1.11053(12) 0.21506(9) 0.0232(4) Uani 1 1 d . . . C12C C 0.4961(3) 0.87151(12) 0.42478(9) 0.0236(4) Uani 1 1 d . . . C1D C 0.6126(3) 0.52919(11) 0.10801(8) 0.0202(4) Uani 1 1 d . . . C2D C 0.6440(3) 0.50910(11) 0.18119(8) 0.0205(4) Uani 1 1 d . . . H2DA H 0.7327 0.5461 0.1868 0.025 Uiso 1 1 calc R . . H2DB H 0.5137 0.5229 0.2003 0.025 Uiso 1 1 calc R . . C3D C 0.7393(3) 0.41093(12) 0.21580(8) 0.0212(4) Uani 1 1 d . . . C4D C 0.9486(3) 0.39036(12) 0.18547(9) 0.0234(4) Uani 1 1 d . . . H4DA H 1.0390 0.4266 0.1913 0.028 Uiso 1 1 calc R . . H4DB H 1.0107 0.3284 0.2070 0.028 Uiso 1 1 calc R . . C5D C 0.9176(3) 0.41023(12) 0.11259(9) 0.0242(4) Uani 1 1 d . . . H5DA H 1.0501 0.3972 0.0934 0.029 Uiso 1 1 calc R . . C6D C 0.8214(3) 0.50827(12) 0.07814(9) 0.0249(4) Uani 1 1 d . . . H6DA H 0.8036 0.5206 0.0321 0.030 Uiso 1 1 calc R . . H6DB H 0.9106 0.5456 0.0829 0.030 Uiso 1 1 calc R . . C7D C 0.7774(3) 0.35121(13) 0.10415(10) 0.0277(4) Uani 1 1 d . . . H7DA H 0.8389 0.2891 0.1255 0.033 Uiso 1 1 calc R . . H7DB H 0.7596 0.3624 0.0583 0.033 Uiso 1 1 calc R . . C8D C 0.5689(3) 0.37146(12) 0.13384(10) 0.0258(4) Uani 1 1 d . . . H8DA H 0.4796 0.3339 0.1283 0.031 Uiso 1 1 calc R . . C9D C 0.6000(3) 0.35174(12) 0.20643(9) 0.0250(4) Uani 1 1 d . . . H9DA H 0.6616 0.2897 0.2279 0.030 Uiso 1 1 calc R . . H9DB H 0.4690 0.3629 0.2260 0.030 Uiso 1 1 calc R . . C10D C 0.4711(3) 0.46942(12) 0.10010(9) 0.0231(4) Uani 1 1 d . . . H10A H 0.3399 0.4821 0.1191 0.028 Uiso 1 1 calc R . . H10B H 0.4488 0.4818 0.0543 0.028 Uiso 1 1 calc R . . C11D C 0.5034(3) 0.62486(12) 0.07550(9) 0.0235(4) Uani 1 1 d . . . C12D C 0.7737(3) 0.38727(13) 0.28839(9) 0.0268(4) Uani 1 1 d . . . C1E C 0.0356(3) 0.68277(13) 0.21783(9) 0.0306(5) Uani 1 1 d . . . C2E C -0.1563(3) 0.69711(14) 0.24409(9) 0.0321(5) Uani 1 1 d . . . H2EB H -0.2529 0.6642 0.2424 0.039 Uiso 1 1 calc R . . C3E C -0.2028(3) 0.76087(14) 0.27285(9) 0.0332(5) Uani 1 1 d . . . C4E C -0.0599(4) 0.81073(14) 0.27568(10) 0.0369(5) Uani 1 1 d . . . H4EA H -0.0919 0.8537 0.2946 0.044 Uiso 1 1 calc R . . C5E C 0.1311(4) 0.79510(15) 0.24975(10) 0.0385(5) Uani 1 1 d . . . H5EA H 0.2279 0.8278 0.2517 0.046 Uiso 1 1 calc R . . C6E C 0.1807(3) 0.73150(15) 0.22084(9) 0.0360(5) Uani 1 1 d . . . H6EA H 0.3094 0.7217 0.2037 0.043 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 O1C 0.0648(11) 0.0236(8) 0.0206(7) -0.0052(6) -0.0021(7) 0.0029(7) O2C 0.0594(10) 0.0347(8) 0.0190(7) -0.0090(6) -0.0034(7) -0.0205(7) O3C 0.0577(10) 0.0265(8) 0.0307(8) -0.0020(6) 0.0144(7) 0.0101(7) O4C 0.0410(8) 0.0201(7) 0.0183(7) -0.0030(6) -0.0009(6) 0.0004(6) O1D 0.0526(10) 0.0256(8) 0.0388(9) 0.0016(7) 0.0219(8) 0.0105(7) O2D 0.0362(8) 0.0199(7) 0.0210(7) -0.0040(6) 0.0033(6) -0.0008(6) O3D 0.0564(10) 0.0348(8) 0.0200(7) -0.0111(6) -0.0027(7) -0.0169(7) O4D 0.0935(14) 0.0279(8) 0.0231(8) -0.0079(7) -0.0086(8) 0.0131(8) O1E 0.0422(10) 0.0680(12) 0.0457(10) -0.0226(9) 0.0095(8) 0.0001(8) O2E 0.0534(11) 0.0492(10) 0.0407(9) -0.0151(8) 0.0179(8) -0.0100(8) N1A 0.0211(8) 0.0279(9) 0.0231(8) -0.0105(7) 0.0001(6) -0.0062(6) N2A 0.0210(8) 0.0220(8) 0.0255(8) -0.0061(7) 0.0019(6) -0.0045(6) N1B 0.0230(8) 0.0264(8) 0.0205(8) -0.0098(7) -0.0004(6) -0.0065(6) N2B 0.0203(8) 0.0214(8) 0.0266(8) -0.0079(7) 0.0023(6) -0.0038(6) C1A 0.0233(10) 0.0242(10) 0.0207(9) -0.0055(8) -0.0010(7) -0.0037(7) C2A 0.0258(10) 0.0202(9) 0.0314(10) -0.0069(8) -0.0016(8) -0.0020(8) C3A 0.0231(10) 0.0281(10) 0.0309(10) -0.0154(9) 0.0015(8) -0.0054(8) C4A 0.0214(10) 0.0270(10) 0.0169(9) -0.0018(8) -0.0033(7) -0.0067(8) C5A 0.0199(9) 0.0220(9) 0.0214(9) -0.0016(8) -0.0031(7) -0.0035(7) C6A 0.0281(10) 0.0274(10) 0.0279(10) -0.0135(8) 0.0049(8) -0.0070(8) C7A 0.0323(11) 0.0313(10) 0.0195(9) -0.0094(8) 0.0033(8) -0.0079(8) C8A 0.0251(10) 0.0226(9) 0.0204(9) -0.0042(8) 0.0004(7) -0.0026(8) C9A 0.0149(9) 0.0223(9) 0.0203(9) -0.0059(7) 0.0000(7) -0.0038(7) C10A 0.0146(9) 0.0266(10) 0.0210(9) -0.0089(8) 0.0001(7) -0.0063(7) C11A 0.0146(9) 0.0206(9) 0.0224(9) -0.0050(7) 0.0001(7) -0.0038(7) C12A 0.0154(9) 0.0218(9) 0.0201(9) -0.0054(7) 0.0005(7) -0.0034(7) C1B 0.0211(9) 0.0250(10) 0.0203(9) -0.0064(8) -0.0021(7) -0.0042(7) C2B 0.0246(10) 0.0200(9) 0.0262(10) -0.0055(8) -0.0028(8) -0.0028(8) C3B 0.0236(10) 0.0262(10) 0.0293(10) -0.0143(8) -0.0008(8) -0.0052(8) C4B 0.0207(9) 0.0268(10) 0.0151(8) -0.0032(7) -0.0009(7) -0.0084(7) C5B 0.0184(9) 0.0214(9) 0.0194(9) -0.0009(7) -0.0018(7) -0.0041(7) C6B 0.0266(10) 0.0271(10) 0.0270(10) -0.0127(8) 0.0060(8) -0.0056(8) C7B 0.0315(11) 0.0309(10) 0.0202(9) -0.0100(8) 0.0035(8) -0.0066(8) C8B 0.0250(10) 0.0243(10) 0.0194(9) -0.0050(8) 0.0009(7) -0.0046(8) C9B 0.0147(9) 0.0212(9) 0.0204(9) -0.0054(7) -0.0010(7) -0.0047(7) C10B 0.0148(9) 0.0230(9) 0.0191(9) -0.0072(7) -0.0011(7) -0.0050(7) C11B 0.0144(9) 0.0221(9) 0.0222(9) -0.0061(7) -0.0001(7) -0.0048(7) C12B 0.0146(9) 0.0214(9) 0.0193(9) -0.0055(7) 0.0005(7) -0.0047(7) C1C 0.0215(9) 0.0208(9) 0.0165(9) -0.0063(7) 0.0001(7) -0.0026(7) C2C 0.0249(10) 0.0194(9) 0.0185(9) -0.0097(7) 0.0024(7) -0.0053(7) C3C 0.0240(9) 0.0183(9) 0.0166(9) -0.0073(7) 0.0006(7) -0.0017(7) C4C 0.0249(10) 0.0267(10) 0.0183(9) -0.0078(8) 0.0042(7) -0.0048(8) C5C 0.0228(10) 0.0276(10) 0.0205(9) -0.0114(8) 0.0036(7) -0.0013(8) C6C 0.0217(9) 0.0211(9) 0.0221(9) -0.0076(8) -0.0013(7) -0.0013(7) C7C 0.0249(10) 0.0173(9) 0.0246(10) -0.0052(7) 0.0010(7) -0.0042(7) C8C 0.0325(11) 0.0256(10) 0.0270(10) -0.0165(8) -0.0027(8) 0.0017(8) C9C 0.0270(10) 0.0204(9) 0.0293(10) -0.0124(8) -0.0035(8) -0.0040(8) C10C 0.0244(10) 0.0241(10) 0.0203(9) -0.0095(8) -0.0017(7) -0.0026(8) C11C 0.0230(10) 0.0242(10) 0.0197(9) -0.0077(8) 0.0009(7) 0.0011(7) C12C 0.0273(10) 0.0227(10) 0.0211(9) -0.0085(8) 0.0025(8) -0.0047(8) C1D 0.0216(9) 0.0195(9) 0.0181(9) -0.0065(7) 0.0011(7) -0.0016(7) C2D 0.0234(9) 0.0189(9) 0.0206(9) -0.0097(7) 0.0013(7) -0.0025(7) C3D 0.0228(9) 0.0212(9) 0.0188(9) -0.0077(7) -0.0010(7) -0.0010(7) C4D 0.0222(10) 0.0224(9) 0.0242(10) -0.0084(8) -0.0027(7) -0.0003(7) C5D 0.0220(10) 0.0273(10) 0.0232(9) -0.0118(8) 0.0014(7) 0.0006(8) C6D 0.0245(10) 0.0259(10) 0.0221(9) -0.0078(8) 0.0031(8) -0.0018(8) C7D 0.0323(11) 0.0246(10) 0.0285(10) -0.0164(8) -0.0044(8) 0.0040(8) C8D 0.0262(10) 0.0223(10) 0.0326(10) -0.0138(8) -0.0048(8) -0.0041(8) C9D 0.0265(10) 0.0170(9) 0.0278(10) -0.0050(8) 0.0011(8) -0.0016(8) C10D 0.0231(10) 0.0250(10) 0.0222(9) -0.0107(8) -0.0021(7) -0.0020(8) C11D 0.0254(10) 0.0217(9) 0.0223(9) -0.0081(8) 0.0036(8) -0.0025(8) C12D 0.0264(10) 0.0278(11) 0.0227(10) -0.0087(9) -0.0016(8) 0.0030(8) C1E 0.0364(12) 0.0291(10) 0.0175(9) -0.0013(8) 0.0010(8) -0.0003(9) C2E 0.0328(11) 0.0368(11) 0.0218(10) -0.0045(9) 0.0013(8) -0.0074(9) C3E 0.0315(11) 0.0373(12) 0.0196(9) -0.0014(9) 0.0014(8) 0.0017(9) C4E 0.0507(14) 0.0332(11) 0.0194(10) -0.0027(9) -0.0026(9) -0.0031(10) C5E 0.0434(13) 0.0411(12) 0.0238(10) -0.0002(9) -0.0040(9) -0.0130(10) C6E 0.0332(12) 0.0415(12) 0.0216(10) 0.0014(9) 0.0006(8) -0.0046(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1C C11C 1.213(2) . ? O2C C11C 1.323(2) . ? O3C C12C 1.222(2) . ? O4C C12C 1.309(2) . ? O1D C11D 1.219(2) . ? O2D C11D 1.306(2) . ? O3D C12D 1.318(2) . ? O4D C12D 1.216(2) . ? O1E C3E 1.360(3) . ? O2E C1E 1.368(3) . ? N1A C3A 1.321(3) . ? N1A C10A 1.364(2) . ? N2A C6A 1.325(3) . ? N2A C11A 1.368(2) . ? N1B C3B 1.323(2) . ? N1B C10B 1.368(2) . ? N2B C6B 1.325(2) . ? N2B C11B 1.369(2) . ? C1A C2A 1.372(3) . ? C1A C9A 1.406(3) . ? C2A C3A 1.400(3) . ? C4A C5A 1.349(3) . ? C4A C10A 1.430(3) . ? C5A C11A 1.435(3) . ? C6A C7A 1.394(3) . ? C7A C8A 1.373(3) . ? C8A C12A 1.407(3) . ? C9A C10A 1.416(2) . ? C9A C12A 1.455(3) . ? C11A C12A 1.411(3) . ? C1B C2B 1.373(3) . ? C1B C9B 1.408(3) . ? C2B C3B 1.402(3) . ? C4B C5B 1.351(3) . ? C4B C10B 1.429(3) . ? C5B C11B 1.437(2) . ? C6B C7B 1.394(3) . ? C7B C8B 1.373(3) . ? C8B C12B 1.408(3) . ? C9B C10B 1.413(2) . ? C9B C12B 1.453(3) . ? C11B C12B 1.410(3) . ? C1C C11C 1.524(2) . ? C1C C2C 1.538(2) . ? C1C C7C 1.540(2) . ? C1C C6C 1.546(2) . ? C2C C3C 1.536(2) . ? C3C C12C 1.517(3) . ? C3C C4C 1.543(2) . ? C3C C10C 1.553(2) . ? C4C C5C 1.532(3) . ? C5C C6C 1.538(2) . ? C5C C8C 1.538(3) . ? C7C C9C 1.534(3) . ? C8C C9C 1.540(3) . ? C9C C10C 1.532(3) . ? C1D C11D 1.520(2) . ? C1D C6D 1.542(2) . ? C1D C2D 1.545(2) . ? C1D C10D 1.548(2) . ? C2D C3D 1.533(2) . ? C3D C12D 1.525(3) . ? C3D C9D 1.542(3) . ? C3D C4D 1.549(3) . ? C4D C5D 1.538(2) . ? C5D C6D 1.532(3) . ? C5D C7D 1.536(3) . ? C7D C8D 1.536(3) . ? C8D C10D 1.532(3) . ? C8D C9D 1.533(3) . ? C1E C6E 1.392(3) . ? C1E C2E 1.392(3) . ? C2E C3E 1.390(3) . ? C3E C4E 1.393(3) . ? C4E C5E 1.387(3) . ? C5E C6E 1.391(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3A N1A C10A 118.82(16) . . ? C6A N2A C11A 118.26(16) . . ? C3B N1B C10B 118.76(15) . . ? C6B N2B C11B 118.39(16) . . ? C2A C1A C9A 119.47(17) . . ? C1A C2A C3A 119.27(17) . . ? N1A C3A C2A 122.92(17) . . ? C5A C4A C10A 121.09(17) . . ? C4A C5A C11A 120.78(17) . . ? N2A C6A C7A 123.43(17) . . ? C8A C7A C6A 119.05(18) . . ? C7A C8A C12A 119.56(17) . . ? C1A C9A C10A 117.66(16) . . ? C1A C9A C12A 123.41(16) . . ? C10A C9A C12A 118.93(16) . . ? N1A C10A C9A 121.85(16) . . ? N1A C10A C4A 118.08(16) . . ? C9A C10A C4A 120.06(16) . . ? N2A C11A C12A 121.96(16) . . ? N2A C11A C5A 117.85(16) . . ? C12A C11A C5A 120.19(16) . . ? C8A C12A C11A 117.72(16) . . ? C8A C12A C9A 123.35(16) . . ? C11A C12A C9A 118.94(16) . . ? C2B C1B C9B 119.71(17) . . ? C1B C2B C3B 118.84(17) . . ? N1B C3B C2B 123.18(17) . . ? C5B C4B C10B 121.12(16) . . ? C4B C5B C11B 120.51(16) . . ? N2B C6B C7B 123.24(17) . . ? C8B C7B C6B 119.21(18) . . ? C7B C8B C12B 119.43(17) . . ? C1B C9B C10B 117.81(16) . . ? C1B C9B C12B 123.46(16) . . ? C10B C9B C12B 118.73(16) . . ? N1B C10B C9B 121.69(16) . . ? N1B C10B C4B 118.01(15) . . ? C9B C10B C4B 120.30(16) . . ? N2B C11B C12B 121.90(16) . . ? N2B C11B C5B 117.88(16) . . ? C12B C11B C5B 120.21(16) . . ? C8B C12B C11B 117.79(16) . . ? C8B C12B C9B 123.10(16) . . ? C11B C12B C9B 119.11(16) . . ? C11C C1C C2C 112.04(14) . . ? C11C C1C C7C 108.99(14) . . ? C2C C1C C7C 109.72(15) . . ? C11C C1C C6C 108.32(14) . . ? C2C C1C C6C 108.88(14) . . ? C7C C1C C6C 108.83(14) . . ? C3C C2C C1C 110.31(14) . . ? C12C C3C C2C 109.98(14) . . ? C12C C3C C4C 112.99(15) . . ? C2C C3C C4C 109.34(14) . . ? C12C C3C C10C 106.39(15) . . ? C2C C3C C10C 108.62(14) . . ? C4C C3C C10C 109.40(14) . . ? C5C C4C C3C 109.42(14) . . ? C4C C5C C6C 110.09(14) . . ? C4C C5C C8C 109.61(16) . . ? C6C C5C C8C 109.41(15) . . ? C5C C6C C1C 109.38(15) . . ? C9C C7C C1C 109.93(14) . . ? C5C C8C C9C 109.49(14) . . ? C10C C9C C7C 109.45(14) . . ? C10C C9C C8C 109.78(15) . . ? C7C C9C C8C 109.06(15) . . ? C9C C10C C3C 109.74(15) . . ? O1C C11C O2C 123.02(17) . . ? O1C C11C C1C 122.94(17) . . ? O2C C11C C1C 114.04(15) . . ? O3C C12C O4C 122.28(18) . . ? O3C C12C C3C 122.13(16) . . ? O4C C12C C3C 115.50(15) . . ? C11D C1D C6D 113.08(14) . . ? C11D C1D C2D 109.55(14) . . ? C6D C1D C2D 109.01(14) . . ? C11D C1D C10D 106.88(15) . . ? C6D C1D C10D 109.45(14) . . ? C2D C1D C10D 108.79(14) . . ? C3D C2D C1D 110.30(14) . . ? C12D C3D C2D 112.57(14) . . ? C12D C3D C9D 108.74(15) . . ? C2D C3D C9D 109.82(15) . . ? C12D C3D C4D 108.12(15) . . ? C2D C3D C4D 108.93(14) . . ? C9D C3D C4D 108.57(14) . . ? C5D C4D C3D 109.31(15) . . ? C6D C5D C7D 109.67(16) . . ? C6D C5D C4D 110.14(15) . . ? C7D C5D C4D 109.26(15) . . ? C5D C6D C1D 109.48(15) . . ? C5D C7D C8D 109.63(14) . . ? C10D C8D C9D 109.58(14) . . ? C10D C8D C7D 109.84(16) . . ? C9D C8D C7D 108.87(15) . . ? C8D C9D C3D 110.04(15) . . ? C8D C10D C1D 109.77(15) . . ? O1D C11D O2D 121.82(17) . . ? O1D C11D C1D 122.25(16) . . ? O2D C11D C1D 115.88(15) . . ? O4D C12D O3D 123.05(18) . . ? O4D C12D C3D 122.54(17) . . ? O3D C12D C3D 114.41(16) . . ? O2E C1E C6E 122.28(19) . . ? O2E C1E C2E 117.54(19) . . ? C6E C1E C2E 120.2(2) . . ? C3E C2E C1E 119.7(2) . . ? O1E C3E C2E 116.8(2) . . ? O1E C3E C4E 122.3(2) . . ? C2E C3E C4E 120.8(2) . . ? C5E C4E C3E 118.8(2) . . ? C4E C5E C6E 121.3(2) . . ? C5E C6E C1E 119.3(2) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.26 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.845 _refine_diff_density_min -0.334 _refine_diff_density_rms 0.071 #===END data_1e _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1,3-Adamantanedicarboxylic acid 4,7-phenanthroline 1,2-dihydroxybenzene cocrystal ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C12 H16 O4), 2(C12 H8 N2), C6 H6 O2' _chemical_formula_sum 'C54 H54 N4 O10' _chemical_formula_weight 919.01 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' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.081(5) _cell_length_b 29.945(12) _cell_length_c 13.340(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.497(7) _cell_angle_gamma 90.00 _cell_volume 4406(3) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'Block' _exptl_crystal_colour 'Brown' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.385 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1944 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min 0.972 _exptl_absorpt_correction_T_max 0.974 _exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)' _exptl_special_details ? _diffrn_ambient_temperature 120(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 CCD-Area detector' _diffrn_measurement_method 'SMART' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22282 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0278 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.35 _reflns_number_total 22282 _reflns_number_gt 18542 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART' _computing_cell_refinement 'SMART' _computing_data_reduction 'SAINTPLUS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^ > 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^)+(0.0711P)^2^+6.9137P] 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 22282 _refine_ls_number_parameters 614 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0825 _refine_ls_R_factor_gt 0.0713 _refine_ls_wR_factor_ref 0.1986 _refine_ls_wR_factor_gt 0.1920 _refine_ls_goodness_of_fit_ref 1.145 _refine_ls_restrained_S_all 1.145 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1A O 0.75110(11) 0.67879(4) 0.86291(11) 0.0356(3) Uani 1 1 d . . . H1 H 0.7968 0.6695 0.8228 0.053 Uiso 1 1 d R . . O2A O 0.70230(13) 0.72238(5) 1.03263(11) 0.0470(4) Uani 1 1 d . . . H2 H 0.6672 0.6991 1.0157 0.071 Uiso 1 1 d R . . O1C O 0.58745(12) 0.64201(5) 0.03484(15) 0.0593(5) Uani 1 1 d . . . O2C O 0.44703(10) 0.59169(4) 0.05304(11) 0.0340(3) Uani 1 1 d . . . H2O H 0.3942 0.6155 0.0316 0.051 Uiso 1 1 d R . . O3C O 0.98967(11) 0.61430(5) 0.23118(11) 0.0421(4) Uani 1 1 d . . . H3O H 1.0630 0.6280 0.2374 0.063 Uiso 1 1 d R . . O4C O 1.08766(11) 0.56203(5) 0.15321(12) 0.0384(4) Uani 1 1 d . . . O1E O 0.50390(11) 0.62372(5) 0.52472(11) 0.0383(4) Uani 1 1 d . . . H1O H 0.4265 0.6382 0.5166 0.057 Uiso 1 1 d R . . O2E O 0.40207(11) 0.56828(4) 0.58782(11) 0.0371(4) Uani 1 1 d . . . O3E O 0.90218(11) 0.64789(5) 0.73078(12) 0.0449(4) Uani 1 1 d . . . O4E O 1.04408(10) 0.60062(4) 0.69344(11) 0.0345(3) Uani 1 1 d . . . H4O H 1.0979 0.6255 0.7162 0.052 Uiso 1 1 d R . . N1B N 0.20312(13) 0.84343(5) 0.74550(11) 0.0278(4) Uani 1 1 d . . . N2B N 0.21561(13) 0.65884(5) 0.74280(11) 0.0263(4) Uani 1 1 d . . . N1D N 0.27229(13) 0.65090(5) 1.00365(11) 0.0262(4) Uani 1 1 d . . . N2D N 0.28886(13) 0.83558(5) 1.00327(11) 0.0270(4) Uani 1 1 d . . . C6A C 0.77427(16) 0.74936(7) 0.77849(16) 0.0316(5) Uani 1 1 d . . . H1AA H 0.7906 0.7352 0.7192 0.038 Uiso 1 1 calc R . . C1A C 0.75084(15) 0.72441(6) 0.86166(15) 0.0274(4) Uani 1 1 d . . . C2A C 0.72460(16) 0.74582(6) 0.94904(16) 0.0293(5) Uani 1 1 d . . . C3A C 0.72196(16) 0.79177(7) 0.95349(17) 0.0371(5) Uani 1 1 d . . . H4 H 0.7036 0.8060 1.0121 0.044 Uiso 1 1 calc R . . C4A C 0.74678(16) 0.81671(7) 0.87017(17) 0.0373(5) Uani 1 1 d . . . H5 H 0.7454 0.8477 0.8729 0.045 Uiso 1 1 calc R . . C5A C 0.77321(17) 0.79564(7) 0.78423(17) 0.0389(5) Uani 1 1 d . . . H6 H 0.7907 0.8125 0.7289 0.047 Uiso 1 1 calc R . . C1B C 0.42968(16) 0.80312(7) 0.77218(14) 0.0279(4) Uani 1 1 d . . . H7 H 0.5060 0.7900 0.7820 0.033 Uiso 1 1 calc R . . C2B C 0.41868(17) 0.84825(7) 0.77005(15) 0.0319(5) Uani 1 1 d . . . H8 H 0.4872 0.8663 0.7780 0.038 Uiso 1 1 calc R . . C3B C 0.30339(17) 0.86725(7) 0.75573(14) 0.0317(5) Uani 1 1 d . . . H9 H 0.2971 0.8982 0.7533 0.038 Uiso 1 1 calc R . . C4B C 0.10290(15) 0.77260(7) 0.73376(13) 0.0258(4) Uani 1 1 d . . . H10 H 0.0287 0.7873 0.7261 0.031 Uiso 1 1 calc R . . C5B C 0.10547(15) 0.72785(7) 0.73271(13) 0.0255(4) Uani 1 1 d . . . H11 H 0.0332 0.7119 0.7236 0.031 Uiso 1 1 calc R . . C6B C 0.31928(16) 0.63682(7) 0.75551(14) 0.0293(4) Uani 1 1 d . . . H12 H 0.3173 0.6058 0.7528 0.035 Uiso 1 1 calc R . . C7B C 0.43141(16) 0.65786(7) 0.77277(15) 0.0311(5) Uani 1 1 d . . . H13 H 0.5022 0.6411 0.7831 0.037 Uiso 1 1 calc R . . C8B C 0.43577(15) 0.70311(7) 0.77434(14) 0.0283(4) Uani 1 1 d . . . H14 H 0.5100 0.7177 0.7852 0.034 Uiso 1 1 calc R . . C9B C 0.32544(15) 0.77628(6) 0.75956(13) 0.0235(4) Uani 1 1 d . . . C10B C 0.21243(15) 0.79808(6) 0.74649(13) 0.0240(4) Uani 1 1 d . . . C11B C 0.21800(15) 0.70442(6) 0.74541(13) 0.0230(4) Uani 1 1 d . . . C12B C 0.32834(15) 0.72797(6) 0.75955(13) 0.0236(4) Uani 1 1 d . . . C1C C 0.65099(15) 0.56941(6) 0.09361(14) 0.0223(4) Uani 1 1 d . . . C2C C 0.77482(14) 0.59149(6) 0.12024(14) 0.0238(4) Uani 1 1 d . . . H15 H 0.7693 0.6126 0.1747 0.029 Uiso 1 1 calc R . . H16 H 0.7985 0.6077 0.0623 0.029 Uiso 1 1 calc R . . C3C C 0.87123(15) 0.55581(6) 0.15230(14) 0.0247(4) Uani 1 1 d . . . C4C C 0.83288(15) 0.53122(6) 0.24553(14) 0.0263(4) Uani 1 1 d . . . H17 H 0.8930 0.5088 0.2674 0.032 Uiso 1 1 calc R . . H18 H 0.8274 0.5523 0.3002 0.032 Uiso 1 1 calc R . . C5C C 0.70960(15) 0.50886(6) 0.21897(14) 0.0263(4) Uani 1 1 d . . . H19 H 0.6855 0.4929 0.2780 0.032 Uiso 1 1 calc R . . C6C C 0.61419(15) 0.54405(6) 0.18621(14) 0.0255(4) Uani 1 1 d . . . H20 H 0.6065 0.5649 0.2410 0.031 Uiso 1 1 calc R . . H21 H 0.5363 0.5297 0.1699 0.031 Uiso 1 1 calc R . . C7C C 0.66027(16) 0.53603(6) 0.00718(14) 0.0262(4) Uani 1 1 d . . . H22 H 0.5822 0.5220 -0.0102 0.031 Uiso 1 1 calc R . . H23 H 0.6835 0.5516 -0.0518 0.031 Uiso 1 1 calc R . . C8C C 0.71842(17) 0.47582(6) 0.13267(15) 0.0329(5) Uani 1 1 d . . . H24 H 0.7783 0.4531 0.1527 0.039 Uiso 1 1 calc R . . H25 H 0.6408 0.4612 0.1167 0.039 Uiso 1 1 calc R . . C9C C 0.75467(16) 0.50058(6) 0.03999(15) 0.0299(4) Uani 1 1 d . . . H26 H 0.7605 0.4792 -0.0151 0.036 Uiso 1 1 calc R . . C10C C 0.87790(16) 0.52258(6) 0.06620(15) 0.0292(4) Uani 1 1 d . . . H10C H 0.9026 0.5380 0.0075 0.035 Uiso 1 1 calc R . . H10D H 0.9380 0.4999 0.0858 0.035 Uiso 1 1 calc R . . C11C C 0.55982(15) 0.60489(6) 0.05780(14) 0.0265(4) Uani 1 1 d . . . C12C C 0.99414(16) 0.57729(7) 0.17825(14) 0.0279(4) Uani 1 1 d . . . C1D C 0.05260(15) 0.69597(6) 0.97436(14) 0.0268(4) Uani 1 1 d . . . H27 H -0.0216 0.7107 0.9647 0.032 Uiso 1 1 calc R . . C2D C 0.05647(16) 0.65055(7) 0.97542(14) 0.0298(4) Uani 1 1 d . . . H28 H -0.0147 0.6340 0.9660 0.036 Uiso 1 1 calc R . . C3D C 0.16820(16) 0.62920(7) 0.99070(14) 0.0295(4) Uani 1 1 d . . . H29 H 0.1697 0.5981 0.9918 0.035 Uiso 1 1 calc R . . C4D C 0.38320(15) 0.71959(7) 1.01575(13) 0.0260(4) Uani 1 1 d . . . H30 H 0.4551 0.7034 1.0249 0.031 Uiso 1 1 calc R . . C5D C 0.38705(15) 0.76431(7) 1.01562(13) 0.0258(4) Uani 1 1 d . . . H31 H 0.4616 0.7787 1.0246 0.031 Uiso 1 1 calc R . . C6D C 0.18910(16) 0.85971(7) 0.99168(14) 0.0298(4) Uani 1 1 d . . . H32 H 0.1961 0.8907 0.9940 0.036 Uiso 1 1 calc R . . C7D C 0.07329(16) 0.84109(7) 0.97607(14) 0.0302(4) Uani 1 1 d . . . H33 H 0.0053 0.8594 0.9671 0.036 Uiso 1 1 calc R . . C8D C 0.06118(15) 0.79586(6) 0.97418(14) 0.0260(4) Uani 1 1 d . . . H34 H -0.0154 0.7830 0.9639 0.031 Uiso 1 1 calc R . . C9D C 0.16493(15) 0.76872(6) 0.98784(13) 0.0218(4) Uani 1 1 d . . . C10D C 0.27830(15) 0.79019(6) 1.00189(12) 0.0232(4) Uani 1 1 d . . . C11D C 0.16061(15) 0.72060(6) 0.98791(13) 0.0220(4) Uani 1 1 d . . . C12D C 0.26988(15) 0.69636(6) 1.00202(13) 0.0230(4) Uani 1 1 d . . . C1E C 0.61990(15) 0.56352(6) 0.59944(14) 0.0223(4) Uani 1 1 d . . . C2E C 0.71595(14) 0.59868(6) 0.63306(13) 0.0220(4) Uani 1 1 d . . . H35 H 0.6915 0.6147 0.6909 0.026 Uiso 1 1 calc R . . H36 H 0.7225 0.6200 0.5791 0.026 Uiso 1 1 calc R . . C3E C 0.83942(15) 0.57650(6) 0.66068(14) 0.0237(4) Uani 1 1 d . . . C4E C 0.82828(15) 0.54293(6) 0.74727(14) 0.0263(4) Uani 1 1 d . . . H37 H 0.9059 0.5286 0.7651 0.032 Uiso 1 1 calc R . . H38 H 0.8049 0.5585 0.8061 0.032 Uiso 1 1 calc R . . C5E C 0.73294(16) 0.50774(6) 0.71365(14) 0.0277(4) Uani 1 1 d . . . H39 H 0.7256 0.4865 0.7686 0.033 Uiso 1 1 calc R . . C6E C 0.61052(15) 0.53022(6) 0.68583(14) 0.0259(4) Uani 1 1 d . . . H40 H 0.5851 0.5458 0.7441 0.031 Uiso 1 1 calc R . . H41 H 0.5501 0.5077 0.6655 0.031 Uiso 1 1 calc R . . C7E C 0.65920(15) 0.53849(6) 0.50729(14) 0.0244(4) Uani 1 1 d . . . H42 H 0.5990 0.5161 0.4853 0.029 Uiso 1 1 calc R . . H43 H 0.6657 0.5593 0.4523 0.029 Uiso 1 1 calc R . . C8E C 0.77120(17) 0.48288(6) 0.62144(15) 0.0317(5) Uani 1 1 d . . . H44 H 0.8484 0.4682 0.6386 0.038 Uiso 1 1 calc R . . H45 H 0.7115 0.4602 0.6005 0.038 Uiso 1 1 calc R . . C9E C 0.78234(16) 0.51589(6) 0.53531(14) 0.0273(4) Uani 1 1 d . . . H46 H 0.8071 0.4998 0.4766 0.033 Uiso 1 1 calc R . . C10E C 0.87777(15) 0.55107(6) 0.56855(14) 0.0264(4) Uani 1 1 d . . . H10A H 0.8863 0.5718 0.5138 0.032 Uiso 1 1 calc R . . H10B H 0.9555 0.5367 0.5857 0.032 Uiso 1 1 calc R . . C11E C 0.49731(15) 0.58516(6) 0.57102(14) 0.0252(4) Uani 1 1 d . . . C12E C 0.93120(15) 0.61180(6) 0.69794(14) 0.0250(4) 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 O1A 0.0336(7) 0.0277(8) 0.0467(9) -0.0056(7) 0.0100(6) -0.0017(6) O2A 0.0562(10) 0.0464(10) 0.0404(9) -0.0008(8) 0.0147(7) -0.0096(8) O1C 0.0266(8) 0.0386(9) 0.1139(16) 0.0396(10) 0.0136(8) 0.0074(7) O2C 0.0192(6) 0.0285(8) 0.0527(9) -0.0003(7) -0.0045(6) 0.0033(5) O3C 0.0250(7) 0.0455(9) 0.0557(10) -0.0180(8) 0.0032(7) -0.0078(6) O4C 0.0205(7) 0.0349(8) 0.0603(10) 0.0072(7) 0.0063(6) 0.0044(6) O1E 0.0225(7) 0.0391(9) 0.0529(10) 0.0212(7) 0.0019(6) 0.0066(6) O2E 0.0207(7) 0.0299(8) 0.0603(10) 0.0020(7) 0.0012(6) -0.0020(6) O3E 0.0248(7) 0.0395(9) 0.0713(11) -0.0255(8) 0.0087(7) -0.0061(6) O4E 0.0182(6) 0.0325(8) 0.0520(9) -0.0047(7) -0.0001(6) -0.0027(6) N1B 0.0252(8) 0.0330(10) 0.0249(9) 0.0011(7) 0.0014(6) 0.0004(7) N2B 0.0221(8) 0.0339(10) 0.0233(9) -0.0013(7) 0.0035(6) -0.0028(7) N1D 0.0253(8) 0.0311(9) 0.0226(9) 0.0040(7) 0.0040(6) 0.0056(7) N2D 0.0247(8) 0.0327(10) 0.0235(9) -0.0021(7) 0.0019(6) -0.0018(7) C6A 0.0240(10) 0.0389(12) 0.0321(12) -0.0011(9) 0.0033(8) 0.0020(8) C1A 0.0162(9) 0.0276(11) 0.0374(12) -0.0045(9) -0.0030(8) 0.0001(7) C2A 0.0216(10) 0.0324(11) 0.0335(12) -0.0013(9) -0.0003(8) -0.0036(8) C3A 0.0268(10) 0.0338(12) 0.0503(14) -0.0137(11) 0.0021(9) 0.0000(9) C4A 0.0264(10) 0.0255(11) 0.0585(15) -0.0005(10) -0.0034(10) 0.0007(8) C5A 0.0281(10) 0.0421(13) 0.0462(14) 0.0131(11) 0.0015(9) 0.0024(9) C1B 0.0191(9) 0.0393(12) 0.0250(11) 0.0003(9) 0.0011(7) -0.0005(8) C2B 0.0261(10) 0.0379(12) 0.0315(12) 0.0001(9) 0.0026(8) -0.0074(9) C3B 0.0338(11) 0.0330(12) 0.0283(11) 0.0019(9) 0.0029(8) -0.0022(9) C4B 0.0157(8) 0.0406(12) 0.0211(10) -0.0005(8) 0.0016(7) 0.0028(8) C5B 0.0159(8) 0.0391(12) 0.0217(10) -0.0005(8) 0.0030(7) -0.0059(8) C6B 0.0282(10) 0.0318(11) 0.0282(11) -0.0014(9) 0.0052(8) -0.0009(8) C7B 0.0220(10) 0.0375(12) 0.0340(12) -0.0018(9) 0.0033(8) 0.0033(8) C8B 0.0179(9) 0.0391(12) 0.0277(11) -0.0027(9) 0.0012(7) -0.0032(8) C9B 0.0178(9) 0.0370(11) 0.0156(9) -0.0002(8) 0.0016(7) -0.0024(8) C10B 0.0212(9) 0.0349(11) 0.0158(10) -0.0016(8) 0.0019(7) -0.0008(8) C11B 0.0205(9) 0.0323(11) 0.0162(9) 0.0007(8) 0.0021(7) -0.0041(8) C12B 0.0204(9) 0.0351(11) 0.0155(9) -0.0013(8) 0.0031(7) -0.0021(8) C1C 0.0201(9) 0.0208(9) 0.0263(10) 0.0013(8) 0.0038(7) 0.0013(7) C2C 0.0209(9) 0.0215(10) 0.0295(11) 0.0017(8) 0.0045(7) -0.0002(7) C3C 0.0195(9) 0.0271(10) 0.0276(10) 0.0021(8) 0.0036(7) 0.0022(7) C4C 0.0232(9) 0.0286(11) 0.0270(11) 0.0032(8) 0.0024(8) 0.0037(8) C5C 0.0255(9) 0.0245(10) 0.0291(11) 0.0080(8) 0.0035(8) -0.0007(8) C6C 0.0212(9) 0.0281(10) 0.0277(11) 0.0022(8) 0.0049(7) -0.0014(8) C7C 0.0277(10) 0.0248(10) 0.0257(11) 0.0001(8) 0.0006(8) -0.0010(8) C8C 0.0324(10) 0.0207(10) 0.0441(13) 0.0007(9) -0.0030(9) -0.0002(8) C9C 0.0339(10) 0.0243(10) 0.0309(11) -0.0084(9) -0.0002(8) 0.0044(8) C10C 0.0278(10) 0.0304(11) 0.0301(11) -0.0001(9) 0.0069(8) 0.0094(8) C11C 0.0219(9) 0.0281(11) 0.0300(11) 0.0036(9) 0.0044(8) 0.0026(8) C12C 0.0239(10) 0.0309(11) 0.0284(11) 0.0074(9) -0.0009(8) 0.0013(8) C1D 0.0170(9) 0.0352(12) 0.0281(11) 0.0038(9) 0.0009(7) 0.0021(8) C2D 0.0256(10) 0.0330(12) 0.0308(11) 0.0016(9) 0.0033(8) -0.0035(8) C3D 0.0304(10) 0.0290(11) 0.0295(11) 0.0026(9) 0.0044(8) 0.0026(8) C4D 0.0191(9) 0.0379(12) 0.0208(10) 0.0027(8) 0.0007(7) 0.0051(8) C5D 0.0165(9) 0.0421(12) 0.0186(10) -0.0024(9) 0.0006(7) -0.0015(8) C6D 0.0339(11) 0.0276(11) 0.0277(11) -0.0020(9) 0.0017(8) -0.0011(8) C7D 0.0250(10) 0.0352(12) 0.0302(11) -0.0002(9) 0.0014(8) 0.0049(8) C8D 0.0185(9) 0.0338(11) 0.0256(10) -0.0011(8) 0.0016(7) -0.0001(8) C9D 0.0193(9) 0.0327(11) 0.0134(9) 0.0017(8) 0.0018(7) 0.0011(8) C10D 0.0217(9) 0.0344(11) 0.0133(9) -0.0016(8) 0.0011(7) -0.0006(8) C11D 0.0199(9) 0.0310(10) 0.0154(9) 0.0011(8) 0.0026(7) 0.0032(7) C12D 0.0198(9) 0.0354(11) 0.0139(9) 0.0014(8) 0.0017(7) 0.0038(8) C1E 0.0208(9) 0.0213(10) 0.0248(10) -0.0004(8) 0.0016(7) -0.0014(7) C2E 0.0218(9) 0.0191(9) 0.0251(10) -0.0005(8) 0.0021(7) -0.0010(7) C3E 0.0185(8) 0.0277(10) 0.0250(10) -0.0016(8) 0.0014(7) -0.0011(7) C4E 0.0234(9) 0.0308(11) 0.0241(10) 0.0015(8) -0.0017(7) 0.0026(8) C5E 0.0304(10) 0.0235(10) 0.0284(11) 0.0061(8) -0.0006(8) -0.0019(8) C6E 0.0231(9) 0.0262(10) 0.0285(11) 0.0009(8) 0.0021(8) -0.0042(8) C7E 0.0265(9) 0.0210(10) 0.0251(10) 0.0005(8) -0.0009(8) -0.0028(7) C8E 0.0300(10) 0.0224(10) 0.0412(13) -0.0020(9) -0.0035(9) 0.0033(8) C9E 0.0279(10) 0.0244(10) 0.0293(11) -0.0059(8) 0.0019(8) 0.0044(8) C10E 0.0216(9) 0.0296(11) 0.0282(11) -0.0008(8) 0.0041(8) 0.0026(8) C11E 0.0235(9) 0.0264(10) 0.0254(10) -0.0031(8) 0.0002(7) -0.0007(8) C12E 0.0239(9) 0.0283(11) 0.0232(10) -0.0022(8) 0.0044(7) -0.0007(8) _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 O1A C1A 1.366(2) . ? O1A H1 0.8199 . ? O2A C2A 1.360(2) . ? O2A H2 0.8200 . ? O1C C11C 1.200(2) . ? O2C C11C 1.307(2) . ? O2C H2O 0.9486 . ? O3C C12C 1.317(2) . ? O3C H3O 0.9062 . ? O4C C12C 1.209(2) . ? O1E C11E 1.315(2) . ? O1E H1O 0.9583 . ? O2E C11E 1.210(2) . ? O3E C12E 1.221(2) . ? O4E C12E 1.302(2) . ? O4E H4O 0.9845 . ? N1B C3B 1.316(2) . ? N1B C10B 1.362(2) . ? N2B C6B 1.321(2) . ? N2B C11B 1.366(2) . ? N1D C3D 1.321(2) . ? N1D C12D 1.362(2) . ? N2D C6D 1.317(2) . ? N2D C10D 1.364(2) . ? C6A C1A 1.383(3) . ? C6A C5A 1.388(3) . ? C6A H1AA 0.9300 . ? C1A C2A 1.385(3) . ? C2A C3A 1.378(3) . ? C3A C4A 1.388(3) . ? C3A H4 0.9300 . ? C4A C5A 1.365(3) . ? C4A H5 0.9300 . ? C5A H6 0.9300 . ? C1B C2B 1.357(3) . ? C1B C9B 1.404(2) . ? C1B H7 0.9300 . ? C2B C3B 1.395(3) . ? C2B H8 0.9300 . ? C3B H9 0.9300 . ? C4B C5B 1.340(3) . ? C4B C10B 1.430(2) . ? C4B H10 0.9300 . ? C5B C11B 1.427(2) . ? C5B H11 0.9300 . ? C6B C7B 1.392(3) . ? C6B H12 0.9300 . ? C7B C8B 1.356(3) . ? C7B H13 0.9300 . ? C8B C12B 1.402(3) . ? C8B H14 0.9300 . ? C9B C10B 1.408(2) . ? C9B C12B 1.447(3) . ? C11B C12B 1.408(2) . ? C1C C11C 1.512(2) . ? C1C C2C 1.534(2) . ? C1C C7C 1.537(3) . ? C1C C6C 1.538(2) . ? C2C C3C 1.542(2) . ? C2C H15 0.9700 . ? C2C H16 0.9700 . ? C3C C12C 1.516(2) . ? C3C C10C 1.527(3) . ? C3C C4C 1.540(3) . ? C4C C5C 1.532(2) . ? C4C H17 0.9700 . ? C4C H18 0.9700 . ? C5C C6C 1.527(2) . ? C5C C8C 1.528(3) . ? C5C H19 0.9800 . ? C6C H20 0.9700 . ? C6C H21 0.9700 . ? C7C C9C 1.525(2) . ? C7C H22 0.9700 . ? C7C H23 0.9700 . ? C8C C9C 1.528(3) . ? C8C H24 0.9700 . ? C8C H25 0.9700 . ? C9C C10C 1.526(3) . ? C9C H26 0.9800 . ? C10C H10C 0.9700 . ? C10C H10D 0.9700 . ? C1D C2D 1.361(3) . ? C1D C11D 1.403(2) . ? C1D H27 0.9300 . ? C2D C3D 1.391(3) . ? C2D H28 0.9300 . ? C3D H29 0.9300 . ? C4D C5D 1.340(3) . ? C4D C12D 1.432(2) . ? C4D H30 0.9300 . ? C5D C10D 1.430(2) . ? C5D H31 0.9300 . ? C6D C7D 1.396(3) . ? C6D H32 0.9300 . ? C7D C8D 1.361(3) . ? C7D H33 0.9300 . ? C8D C9D 1.405(2) . ? C8D H34 0.9300 . ? C9D C10D 1.408(2) . ? C9D C11D 1.441(3) . ? C11D C12D 1.409(2) . ? C1E C11E 1.520(2) . ? C1E C2E 1.533(2) . ? C1E C6E 1.535(2) . ? C1E C7E 1.538(2) . ? C2E C3E 1.534(2) . ? C2E H35 0.9700 . ? C2E H36 0.9700 . ? C3E C12E 1.517(2) . ? C3E C10E 1.540(3) . ? C3E C4E 1.545(3) . ? C4E C5E 1.529(2) . ? C4E H37 0.9700 . ? C4E H38 0.9700 . ? C5E C6E 1.528(2) . ? C5E C8E 1.532(3) . ? C5E H39 0.9800 . ? C6E H40 0.9700 . ? C6E H41 0.9700 . ? C7E C9E 1.537(2) . ? C7E H42 0.9700 . ? C7E H43 0.9700 . ? C8E C9E 1.530(3) . ? C8E H44 0.9700 . ? C8E H45 0.9700 . ? C9E C10E 1.528(2) . ? C9E H46 0.9800 . ? C10E H10A 0.9700 . ? C10E H10B 0.9700 . ? 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 C1A O1A H1 109.4 . . ? C2A O2A H2 109.4 . . ? C11C O2C H2O 110.3 . . ? C12C O3C H3O 110.4 . . ? C11E O1E H1O 111.2 . . ? C12E O4E H4O 110.3 . . ? C3B N1B C10B 118.48(16) . . ? C6B N2B C11B 118.76(15) . . ? C3D N1D C12D 118.31(15) . . ? C6D N2D C10D 118.37(16) . . ? C1A C6A C5A 119.5(2) . . ? C1A C6A H1AA 120.3 . . ? C5A C6A H1AA 120.3 . . ? O1A C1A C6A 123.35(18) . . ? O1A C1A C2A 116.92(18) . . ? C6A C1A C2A 119.73(19) . . ? O2A C2A C3A 118.28(19) . . ? O2A C2A C1A 121.35(18) . . ? C3A C2A C1A 120.4(2) . . ? C2A C3A C4A 119.7(2) . . ? C2A C3A H4 120.1 . . ? C4A C3A H4 120.1 . . ? C5A C4A C3A 119.9(2) . . ? C5A C4A H5 120.0 . . ? C3A C4A H5 120.0 . . ? C4A C5A C6A 120.8(2) . . ? C4A C5A H6 119.6 . . ? C6A C5A H6 119.6 . . ? C2B C1B C9B 119.76(17) . . ? C2B C1B H7 120.1 . . ? C9B C1B H7 120.1 . . ? C1B C2B C3B 119.22(18) . . ? C1B C2B H8 120.4 . . ? C3B C2B H8 120.4 . . ? N1B C3B C2B 123.11(19) . . ? N1B C3B H9 118.4 . . ? C2B C3B H9 118.4 . . ? C5B C4B C10B 121.07(16) . . ? C5B C4B H10 119.5 . . ? C10B C4B H10 119.5 . . ? C4B C5B C11B 120.63(16) . . ? C4B C5B H11 119.7 . . ? C11B C5B H11 119.7 . . ? N2B C6B C7B 123.12(19) . . ? N2B C6B H12 118.4 . . ? C7B C6B H12 118.4 . . ? C8B C7B C6B 118.99(18) . . ? C8B C7B H13 120.5 . . ? C6B C7B H13 120.5 . . ? C7B C8B C12B 119.99(17) . . ? C7B C8B H14 120.0 . . ? C12B C8B H14 120.0 . . ? C1B C9B C10B 117.46(18) . . ? C1B C9B C12B 123.65(16) . . ? C10B C9B C12B 118.88(15) . . ? N1B C10B C9B 121.95(16) . . ? N1B C10B C4B 117.93(16) . . ? C9B C10B C4B 120.12(18) . . ? N2B C11B C12B 121.21(16) . . ? N2B C11B C5B 118.28(15) . . ? C12B C11B C5B 120.50(18) . . ? C8B C12B C11B 117.88(18) . . ? C8B C12B C9B 123.33(16) . . ? C11B C12B C9B 118.78(16) . . ? C11C C1C C2C 109.04(15) . . ? C11C C1C C7C 108.11(15) . . ? C2C C1C C7C 109.36(14) . . ? C11C C1C C6C 112.35(14) . . ? C2C C1C C6C 109.08(14) . . ? C7C C1C C6C 108.86(15) . . ? C1C C2C C3C 110.25(15) . . ? C1C C2C H15 109.6 . . ? C3C C2C H15 109.6 . . ? C1C C2C H16 109.6 . . ? C3C C2C H16 109.6 . . ? H15 C2C H16 108.1 . . ? C12C C3C C10C 109.95(15) . . ? C12C C3C C4C 109.26(14) . . ? C10C C3C C4C 109.44(16) . . ? C12C C3C C2C 110.65(15) . . ? C10C C3C C2C 108.97(15) . . ? C4C C3C C2C 108.54(14) . . ? C5C C4C C3C 109.34(14) . . ? C5C C4C H17 109.8 . . ? C3C C4C H17 109.8 . . ? C5C C4C H18 109.8 . . ? C3C C4C H18 109.8 . . ? H17 C4C H18 108.3 . . ? C6C C5C C8C 108.89(15) . . ? C6C C5C C4C 110.01(15) . . ? C8C C5C C4C 109.71(15) . . ? C6C C5C H19 109.4 . . ? C8C C5C H19 109.4 . . ? C4C C5C H19 109.4 . . ? C5C C6C C1C 109.95(14) . . ? C5C C6C H20 109.7 . . ? C1C C6C H20 109.7 . . ? C5C C6C H21 109.7 . . ? C1C C6C H21 109.7 . . ? H20 C6C H21 108.2 . . ? C9C C7C C1C 109.33(15) . . ? C9C C7C H22 109.8 . . ? C1C C7C H22 109.8 . . ? C9C C7C H23 109.8 . . ? C1C C7C H23 109.8 . . ? H22 C7C H23 108.3 . . ? C9C C8C C5C 109.64(16) . . ? C9C C8C H24 109.7 . . ? C5C C8C H24 109.7 . . ? C9C C8C H25 109.7 . . ? C5C C8C H25 109.7 . . ? H24 C8C H25 108.2 . . ? C7C C9C C10C 109.83(15) . . ? C7C C9C C8C 110.11(16) . . ? C10C C9C C8C 108.84(15) . . ? C7C C9C H26 109.3 . . ? C10C C9C H26 109.3 . . ? C8C C9C H26 109.3 . . ? C9C C10C C3C 110.30(15) . . ? C9C C10C H10C 109.6 . . ? C3C C10C H10C 109.6 . . ? C9C C10C H10D 109.6 . . ? C3C C10C H10D 109.6 . . ? H10C C10C H10D 108.1 . . ? O1C C11C O2C 122.28(17) . . ? O1C C11C C1C 123.52(16) . . ? O2C C11C C1C 114.19(16) . . ? O4C C12C O3C 122.92(17) . . ? O4C C12C C3C 123.49(18) . . ? O3C C12C C3C 113.59(16) . . ? C2D C1D C11D 119.91(17) . . ? C2D C1D H27 120.0 . . ? C11D C1D H27 120.0 . . ? C1D C2D C3D 119.19(18) . . ? C1D C2D H28 120.4 . . ? C3D C2D H28 120.4 . . ? N1D C3D C2D 123.16(19) . . ? N1D C3D H29 118.4 . . ? C2D C3D H29 118.4 . . ? C5D C4D C12D 120.87(16) . . ? C5D C4D H30 119.6 . . ? C12D C4D H30 119.6 . . ? C4D C5D C10D 121.02(16) . . ? C4D C5D H31 119.5 . . ? C10D C5D H31 119.5 . . ? N2D C6D C7D 123.18(19) . . ? N2D C6D H32 118.4 . . ? C7D C6D H32 118.4 . . ? C8D C7D C6D 119.19(17) . . ? C8D C7D H33 120.4 . . ? C6D C7D H33 120.4 . . ? C7D C8D C9D 119.68(17) . . ? C7D C8D H34 120.2 . . ? C9D C8D H34 120.2 . . ? C8D C9D C10D 117.49(17) . . ? C8D C9D C11D 123.46(16) . . ? C10D C9D C11D 119.06(15) . . ? N2D C10D C9D 122.08(16) . . ? N2D C10D C5D 117.91(16) . . ? C9D C10D C5D 120.00(18) . . ? C1D C11D C12D 117.25(17) . . ? C1D C11D C9D 123.60(15) . . ? C12D C11D C9D 119.14(16) . . ? N1D C12D C11D 122.18(16) . . ? N1D C12D C4D 117.90(15) . . ? C11D C12D C4D 119.91(17) . . ? C11E C1E C2E 111.04(14) . . ? C11E C1E C6E 109.95(14) . . ? C2E C1E C6E 108.75(14) . . ? C11E C1E C7E 108.85(14) . . ? C2E C1E C7E 109.06(14) . . ? C6E C1E C7E 109.16(15) . . ? C1E C2E C3E 110.57(14) . . ? C1E C2E H35 109.5 . . ? C3E C2E H35 109.5 . . ? C1E C2E H36 109.5 . . ? C3E C2E H36 109.5 . . ? H35 C2E H36 108.1 . . ? C12E C3E C2E 109.36(15) . . ? C12E C3E C10E 112.24(15) . . ? C2E C3E C10E 109.30(14) . . ? C12E C3E C4E 107.90(14) . . ? C2E C3E C4E 109.14(14) . . ? C10E C3E C4E 108.84(15) . . ? C5E C4E C3E 109.36(14) . . ? C5E C4E H37 109.8 . . ? C3E C4E H37 109.8 . . ? C5E C4E H38 109.8 . . ? C3E C4E H38 109.8 . . ? H37 C4E H38 108.2 . . ? C6E C5E C4E 109.88(15) . . ? C6E C5E C8E 109.07(15) . . ? C4E C5E C8E 109.51(16) . . ? C6E C5E H39 109.5 . . ? C4E C5E H39 109.5 . . ? C8E C5E H39 109.5 . . ? C5E C6E C1E 110.26(15) . . ? C5E C6E H40 109.6 . . ? C1E C6E H40 109.6 . . ? C5E C6E H41 109.6 . . ? C1E C6E H41 109.6 . . ? H40 C6E H41 108.1 . . ? C9E C7E C1E 109.45(14) . . ? C9E C7E H42 109.8 . . ? C1E C7E H42 109.8 . . ? C9E C7E H43 109.8 . . ? C1E C7E H43 109.8 . . ? H42 C7E H43 108.2 . . ? C9E C8E C5E 109.72(15) . . ? C9E C8E H44 109.7 . . ? C5E C8E H44 109.7 . . ? C9E C8E H45 109.7 . . ? C5E C8E H45 109.7 . . ? H44 C8E H45 108.2 . . ? C10E C9E C8E 109.33(15) . . ? C10E C9E C7E 109.91(15) . . ? C8E C9E C7E 109.49(15) . . ? C10E C9E H46 109.4 . . ? C8E C9E H46 109.4 . . ? C7E C9E H46 109.4 . . ? C9E C10E C3E 109.65(15) . . ? C9E C10E H10A 109.7 . . ? C3E C10E H10A 109.7 . . ? C9E C10E H10B 109.7 . . ? C3E C10E H10B 109.7 . . ? H10A C10E H10B 108.2 . . ? O2E C11E O1E 122.85(17) . . ? O2E C11E C1E 123.37(17) . . ? O1E C11E C1E 113.77(15) . . ? O3E C12E O4E 122.12(17) . . ? O3E C12E C3E 122.89(16) . . ? O4E C12E C3E 114.99(16) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.386 _refine_diff_density_min -0.456 _refine_diff_density_rms 0.087 #===END