# Electronic Supplementary Material (ESI) for RSC Advances # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_al54m #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H31 N O6' # Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)' _chemical_formula_structural ? _chemical_formula_sum 'C31 H31 N O6' _chemical_formula_iupac ? _chemical_formula_weight 513.57 _chemical_compound_source 'see text' 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' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 -x,-y,-z _cell_length_a 8.7579(8) _cell_length_b 10.0549(9) _cell_length_c 16.4135(15) _cell_angle_alpha 104.343(2) _cell_angle_beta 94.619(2) _cell_angle_gamma 106.200(2) _cell_volume 1327.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_special_details ; ; _exptl_crystal_description ' Block' _exptl_crystal_colour ' Colorless' _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.285 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 0.089 _exptl_absorpt_correction_type none # Example: '(North et al., 1968)' _exptl_absorpt_process_details ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD Area Detector' _diffrn_measurement_device 'Bruker SMART APEX CCD area-detector' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15674 _diffrn_reflns_av_R_equivalents 0.0182 _diffrn_reflns_av_sigmaI/netI 0.0224 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 28.09 _reflns_number_total 6205 _reflns_number_gt 4610 _reflns_threshold_expression >2sigma(I) _refine_diff_density_max 0.265 _refine_diff_density_min -0.208 _refine_diff_density_rms 0.036 _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL/PC (Sheldrick, 1990)' _computing_publication_material 'SHELXTL/PC (Sheldrick, 1990)' #=============================================================================== # 8. REFINEMENT DATA _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^)+(0.0775P)^2^+0.2054P] 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 6205 _refine_ls_number_parameters 345 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0671 _refine_ls_R_factor_gt 0.0514 _refine_ls_wR_factor_ref 0.1548 _refine_ls_wR_factor_gt 0.1419 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 28.09 _diffrn_measured_fraction_theta_full 0.958 #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O Uani -0.07816 0.68445 0.08354 1.000 0.0591 . . . . O2 O Uani 0.57313 0.62468 0.24209 1.000 0.0636 . . . . O3 O Uani 0.58830 0.85654 0.54746 1.000 0.0641 . . . . O4 O Uani 0.20086 0.47347 0.59536 1.000 0.0973 . . . . O5 O Uani 1.01482 1.24009 0.23757 1.000 0.0861 . . . . O6 O Uani 0.77149 1.04769 0.53741 1.000 0.0717 . . . . N1 N Uani -0.30204 0.77522 -0.01876 1.000 0.0621 . . . . C1 C Uani 0.33202 0.68541 0.22833 1.000 0.0458 . . . . C2 C Uani 0.51661 0.74886 0.37143 1.000 0.0464 . . . . C3 C Uani 0.15581 0.61871 0.09472 1.000 0.0540 . . . . C4 C Uani 0.48007 0.68161 0.27573 1.000 0.0478 . . . . C5 C Uani 0.67233 0.93478 0.49913 1.000 0.0534 . . . . C6 C Uani 0.63451 0.87608 0.40633 1.000 0.0472 . . . . C7 C Uani 0.05440 0.68951 0.13432 1.000 0.0487 . . . . C9 C Uani 0.23145 0.75707 0.26680 1.000 0.0513 . . . . C10 C Uani 0.42905 0.66936 0.42407 1.000 0.0488 . . . . C11 C Uani 0.46861 0.72720 0.51216 1.000 0.0545 . . . . C12 C Uani 0.73043 0.96598 0.35742 1.000 0.0482 . . . . C13 C Uani 0.09346 0.75974 0.22099 1.000 0.0528 . . . . C14 C Uani -0.18240 0.76060 0.12118 1.000 0.0613 . . . . C15 C Uani 0.30715 0.53717 0.39396 1.000 0.0580 . . . . C16 C Uani 0.89789 1.00316 0.37007 1.000 0.0536 . . . . C17 C Uani 0.29112 0.61570 0.14088 1.000 0.0513 . . . . C18 C Uani 0.39362 0.65986 0.56777 1.000 0.0677 . . . . C19 C Uani 0.65826 1.02007 0.30063 1.000 0.0592 . . . . C20 C Uani 0.98835 1.09142 0.32811 1.000 0.0595 . . . . C21 C Uani -0.32978 0.72821 0.05658 1.000 0.0643 . . . . C22 C Uani 0.91427 1.14859 0.27382 1.000 0.0604 . . . . C23 C Uani 0.22863 0.46850 0.44843 1.000 0.0643 . . . . C24 C Uani 0.27169 0.53057 0.53576 1.000 0.0668 . . . . C25 C Uani 0.74900 1.11075 0.25893 1.000 0.0651 . . . . C26 C Uani -0.44858 0.71610 -0.08222 1.000 0.0721 . . . . C27 C Uani -0.24812 0.92941 -0.00064 1.000 0.0881 . . . . C28 C Uani 0.07829 0.33942 0.56840 1.000 0.0969 . . . . C29 C Uani -0.41827 0.74949 -0.16442 1.000 0.0946 . . . . C30 C Uani -0.20874 0.97254 -0.08072 1.000 0.1226 . . . . C31 C Uani 0.94623 1.31472 0.19042 1.000 0.1205 . . . . C32 C Uani -0.35287 0.90933 -0.15022 1.000 0.1130 . . . . H3 H Uiso 0.13136 0.57315 0.03648 1.000 0.0648 . . . . H9 H Uiso 0.25727 0.80451 0.32480 1.000 0.0616 . . . . H13 H Uiso 0.02713 0.80828 0.24802 1.000 0.0633 . . . . H14A H Uiso -0.12660 0.86357 0.13924 1.000 0.0736 . . . . H14B H Uiso -0.21376 0.73078 0.17084 1.000 0.0736 . . . . H15 H Uiso 0.27832 0.49444 0.33551 1.000 0.0696 . . . . H16 H Uiso 0.94939 0.96761 0.40760 1.000 0.0643 . . . . H17 H Uiso 0.35698 0.56664 0.11381 1.000 0.0616 . . . . H18 H Uiso 0.42449 0.70074 0.62628 1.000 0.0813 . . . . H19 H Uiso 0.54651 0.99512 0.29018 1.000 0.0710 . . . . H20 H Uiso 1.09983 1.11283 0.33624 1.000 0.0714 . . . . H21A H Uiso -0.38249 0.62472 0.03894 1.000 0.0772 . . . . H21B H Uiso -0.40383 0.77317 0.08429 1.000 0.0772 . . . . H23 H Uiso 0.14707 0.38092 0.42687 1.000 0.0772 . . . . H25 H Uiso 0.69808 1.14590 0.22094 1.000 0.0781 . . . . H26A H Uiso -0.53070 0.75634 -0.06045 1.000 0.0865 . . . . H26B H Uiso -0.48851 0.61228 -0.09228 1.000 0.0865 . . . . H27A H Uiso -0.15306 0.96956 0.04292 1.000 0.1057 . . . . H27B H Uiso -0.33154 0.96803 0.02083 1.000 0.1057 . . . . H28A H Uiso -0.01036 0.34741 0.53360 1.000 0.1453 . . . . H28B H Uiso 0.04219 0.31194 0.61727 1.000 0.1453 . . . . H28C H Uiso 0.11952 0.26757 0.53597 1.000 0.1453 . . . . H29A H Uiso -0.51800 0.71125 -0.20466 1.000 0.1135 . . . . H29B H Uiso -0.34184 0.70362 -0.18844 1.000 0.1135 . . . . H30A H Uiso -0.17432 1.07694 -0.06790 1.000 0.1472 . . . . H30B H Uiso -0.12070 0.93895 -0.10006 1.000 0.1472 . . . . H31A H Uiso 0.87367 1.24679 0.14136 1.000 0.1808 . . . . H31B H Uiso 1.03005 1.38014 0.17237 1.000 0.1808 . . . . H31C H Uiso 0.88826 1.36805 0.22542 1.000 0.1808 . . . . H32A H Uiso -0.43543 0.95364 -0.13448 1.000 0.1356 . . . . H32B H Uiso -0.32223 0.92927 -0.20250 1.000 0.1356 . . . . 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 0.0589 0.0668 0.0478 0.0101 0.0008 0.0209 O2 0.0590 0.0713 0.0567 0.0085 0.0108 0.0222 O3 0.0703 0.0672 0.0427 0.0126 0.0026 0.0071 O4 0.1189 0.0895 0.0888 0.0488 0.0369 0.0144 O5 0.0720 0.0849 0.1019 0.0498 0.0194 0.0028 O6 0.0692 0.0662 0.0544 -0.0008 0.0009 -0.0007 N1 0.0497 0.0757 0.0658 0.0305 0.0071 0.0183 C1 0.0492 0.0414 0.0399 0.0091 0.0065 0.0055 C2 0.0461 0.0474 0.0444 0.0128 0.0043 0.0137 C3 0.0557 0.0560 0.0379 0.0019 0.0041 0.0088 C4 0.0486 0.0432 0.0454 0.0106 0.0072 0.0063 C5 0.0522 0.0549 0.0469 0.0092 0.0022 0.0133 C6 0.0454 0.0483 0.0455 0.0120 0.0029 0.0133 C7 0.0512 0.0465 0.0434 0.0133 0.0034 0.0077 C9 0.0633 0.0504 0.0355 0.0077 0.0054 0.0148 C10 0.0497 0.0496 0.0487 0.0168 0.0071 0.0155 C11 0.0570 0.0555 0.0506 0.0178 0.0060 0.0153 C12 0.0490 0.0415 0.0466 0.0069 0.0037 0.0082 C13 0.0615 0.0553 0.0436 0.0120 0.0104 0.0223 C14 0.0599 0.0744 0.0546 0.0230 0.0139 0.0229 C15 0.0617 0.0521 0.0558 0.0175 0.0066 0.0096 C16 0.0508 0.0499 0.0552 0.0118 0.0033 0.0123 C17 0.0487 0.0518 0.0440 0.0037 0.0083 0.0091 C18 0.0834 0.0712 0.0517 0.0247 0.0144 0.0213 C19 0.0478 0.0587 0.0683 0.0228 0.0033 0.0096 C20 0.0480 0.0555 0.0673 0.0124 0.0084 0.0085 C21 0.0515 0.0723 0.0718 0.0291 0.0118 0.0151 C22 0.0608 0.0502 0.0643 0.0171 0.0138 0.0058 C23 0.0634 0.0545 0.0754 0.0271 0.0135 0.0105 C24 0.0762 0.0670 0.0703 0.0368 0.0243 0.0238 C25 0.0630 0.0610 0.0721 0.0298 0.0037 0.0128 C26 0.0677 0.0668 0.0775 0.0174 -0.0060 0.0217 C27 0.0717 0.0771 0.0999 0.0391 -0.0179 -0.0050 C28 0.1077 0.0786 0.1246 0.0585 0.0505 0.0257 C29 0.0962 0.1191 0.0780 0.0356 0.0013 0.0449 C30 0.0870 0.1341 0.1500 0.0995 -0.0089 -0.0052 C31 0.1025 0.1130 0.1544 0.0929 0.0132 0.0000 C32 0.0900 0.1515 0.1099 0.0841 -0.0026 0.0207 #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.3547 . . yes O1 C14 1.4310 . . yes O2 C4 1.2136 . . yes O3 C5 1.3674 . . yes O3 C11 1.3762 . . yes O4 C24 1.3596 . . yes O4 C28 1.4091 . . yes O5 C22 1.3709 . . yes O5 C31 1.4097 . . yes O6 C5 1.2027 . . yes N1 C21 1.4441 . . yes N1 C26 1.4621 . . yes N1 C27 1.4338 . . yes C1 C4 1.4724 . . no C1 C9 1.3828 . . no C1 C17 1.3994 . . no C2 C4 1.5162 . . no C2 C6 1.3547 . . no C2 C10 1.4425 . . no C3 C7 1.3909 . . no C3 C17 1.3660 . . no C5 C6 1.4637 . . no C6 C12 1.4872 . . no C7 C13 1.3887 . . no C9 C13 1.3815 . . no C10 C11 1.3925 . . no C10 C15 1.3959 . . no C11 C18 1.3703 . . no C12 C16 1.3930 . . no C12 C19 1.3828 . . no C14 C21 1.5067 . . no C15 C23 1.3743 . . no C16 C20 1.3740 . . no C18 C24 1.3795 . . no C19 C25 1.3870 . . no C20 C22 1.3836 . . no C22 C25 1.3745 . . no C23 C24 1.3872 . . no C26 C29 1.4952 . . no C27 C30 1.5186 . . no C29 C32 1.4982 . . no C30 C32 1.5033 . . no C3 H3 0.9300 . . no C9 H9 0.9300 . . no C13 H13 0.9300 . . no C14 H14A 0.9700 . . no C14 H14B 0.9700 . . no C15 H15 0.9300 . . no C16 H16 0.9300 . . no C17 H17 0.9300 . . no C18 H18 0.9300 . . no C19 H19 0.9300 . . no C20 H20 0.9300 . . no C21 H21A 0.9700 . . no C21 H21B 0.9700 . . no C23 H23 0.9300 . . no C25 H25 0.9300 . . no C26 H26A 0.9700 . . no C26 H26B 0.9700 . . no C27 H27A 0.9700 . . no C27 H27B 0.9700 . . no C28 H28A 0.9600 . . no C28 H28B 0.9600 . . no C28 H28C 0.9600 . . no C29 H29A 0.9700 . . no C29 H29B 0.9700 . . no C30 H30A 0.9700 . . no C30 H30B 0.9700 . . no C31 H31A 0.9600 . . no C31 H31B 0.9600 . . no C31 H31C 0.9600 . . no C32 H32A 0.9700 . . no C32 H32B 0.9700 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C7 O1 C14 117.78 . . . yes C5 O3 C11 122.57 . . . yes C24 O4 C28 118.97 . . . yes C22 O5 C31 117.92 . . . yes C21 N1 C26 110.44 . . . yes C21 N1 C27 112.54 . . . yes C26 N1 C27 109.21 . . . yes C4 C1 C9 122.43 . . . no C4 C1 C17 119.38 . . . no C9 C1 C17 118.18 . . . no C4 C2 C6 120.65 . . . no C4 C2 C10 118.05 . . . no C6 C2 C10 121.20 . . . no C7 C3 C17 120.38 . . . no O2 C4 C1 123.13 . . . yes O2 C4 C2 118.21 . . . yes C1 C4 C2 118.65 . . . no O3 C5 O6 116.32 . . . yes O3 C5 C6 118.14 . . . yes O6 C5 C6 125.54 . . . yes C2 C6 C5 119.39 . . . no C2 C6 C12 125.07 . . . no C5 C6 C12 115.53 . . . no O1 C7 C3 116.05 . . . yes O1 C7 C13 124.49 . . . yes C3 C7 C13 119.46 . . . no C1 C9 C13 121.45 . . . no C2 C10 C11 118.14 . . . no C2 C10 C15 125.25 . . . no C11 C10 C15 116.60 . . . no O3 C11 C10 120.55 . . . yes O3 C11 C18 116.69 . . . yes C10 C11 C18 122.76 . . . no C6 C12 C16 120.59 . . . no C6 C12 C19 121.68 . . . no C16 C12 C19 117.68 . . . no C7 C13 C9 119.59 . . . no O1 C14 C21 109.06 . . . yes C10 C15 C23 121.72 . . . no C12 C16 C20 121.19 . . . no C1 C17 C3 120.93 . . . no C11 C18 C24 119.07 . . . no C12 C19 C25 121.40 . . . no C16 C20 C22 120.27 . . . no N1 C21 C14 115.96 . . . yes O5 C22 C20 116.05 . . . yes O5 C22 C25 124.48 . . . yes C20 C22 C25 119.47 . . . no C15 C23 C24 119.64 . . . no O4 C24 C18 115.14 . . . yes O4 C24 C23 124.66 . . . yes C18 C24 C23 120.19 . . . no C19 C25 C22 119.91 . . . no N1 C26 C29 111.47 . . . yes N1 C27 C30 110.22 . . . yes C26 C29 C32 110.37 . . . no C27 C30 C32 110.94 . . . no C29 C32 C30 110.14 . . . no C7 C3 H3 120.00 . . . no C17 C3 H3 120.00 . . . no C1 C9 H9 119.00 . . . no C13 C9 H9 119.00 . . . no C7 C13 H13 120.00 . . . no C9 C13 H13 120.00 . . . no O1 C14 H14A 110.00 . . . no O1 C14 H14B 110.00 . . . no C21 C14 H14A 110.00 . . . no C21 C14 H14B 110.00 . . . no H14A C14 H14B 108.00 . . . no C10 C15 H15 119.00 . . . no C23 C15 H15 119.00 . . . no C12 C16 H16 119.00 . . . no C20 C16 H16 119.00 . . . no C1 C17 H17 120.00 . . . no C3 C17 H17 120.00 . . . no C11 C18 H18 120.00 . . . no C24 C18 H18 120.00 . . . no C12 C19 H19 119.00 . . . no C25 C19 H19 119.00 . . . no C16 C20 H20 120.00 . . . no C22 C20 H20 120.00 . . . no N1 C21 H21A 108.00 . . . no N1 C21 H21B 108.00 . . . no C14 C21 H21A 108.00 . . . no C14 C21 H21B 108.00 . . . no H21A C21 H21B 107.00 . . . no C15 C23 H23 120.00 . . . no C24 C23 H23 120.00 . . . no C19 C25 H25 120.00 . . . no C22 C25 H25 120.00 . . . no N1 C26 H26A 109.00 . . . no N1 C26 H26B 109.00 . . . no C29 C26 H26A 109.00 . . . no C29 C26 H26B 109.00 . . . no H26A C26 H26B 108.00 . . . no N1 C27 H27A 110.00 . . . no N1 C27 H27B 110.00 . . . no C30 C27 H27A 110.00 . . . no C30 C27 H27B 110.00 . . . no H27A C27 H27B 108.00 . . . no O4 C28 H28A 109.00 . . . no O4 C28 H28B 109.00 . . . no O4 C28 H28C 109.00 . . . no H28A C28 H28B 109.00 . . . no H28A C28 H28C 109.00 . . . no H28B C28 H28C 109.00 . . . no C26 C29 H29A 110.00 . . . no C26 C29 H29B 110.00 . . . no C32 C29 H29A 110.00 . . . no C32 C29 H29B 110.00 . . . no H29A C29 H29B 108.00 . . . no C27 C30 H30A 109.00 . . . no C27 C30 H30B 109.00 . . . no C32 C30 H30A 109.00 . . . no C32 C30 H30B 109.00 . . . no H30A C30 H30B 108.00 . . . no O5 C31 H31A 109.00 . . . no O5 C31 H31B 109.00 . . . no O5 C31 H31C 109.00 . . . no H31A C31 H31B 109.00 . . . no H31A C31 H31C 109.00 . . . no H31B C31 H31C 109.00 . . . no C29 C32 H32A 110.00 . . . no C29 C32 H32B 110.00 . . . no C30 C32 H32A 110.00 . . . no C30 C32 H32B 110.00 . . . no H32A C32 H32B 108.00 . . . no loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C14 O1 C7 C13 2.12 . . . . no C14 O1 C7 C3 -177.68 . . . . no C7 O1 C14 C21 -174.11 . . . . no C11 O3 C5 O6 178.36 . . . . no C5 O3 C11 C10 0.69 . . . . no C5 O3 C11 C18 -179.89 . . . . no C11 O3 C5 C6 -1.24 . . . . no C28 O4 C24 C18 -178.17 . . . . no C28 O4 C24 C23 2.25 . . . . no C31 O5 C22 C25 8.39 . . . . no C31 O5 C22 C20 -172.24 . . . . no C21 N1 C27 C30 175.69 . . . . no C26 N1 C27 C30 -61.29 . . . . no C27 N1 C26 C29 62.08 . . . . no C21 N1 C26 C29 -173.65 . . . . no C26 N1 C21 C14 170.24 . . . . no C27 N1 C21 C14 -67.43 . . . . no C4 C1 C9 C13 179.71 . . . . no C17 C1 C9 C13 0.43 . . . . no C17 C1 C4 C2 -175.88 . . . . no C9 C1 C4 O2 -176.60 . . . . no C17 C1 C4 O2 2.67 . . . . no C9 C1 C17 C3 0.19 . . . . no C9 C1 C4 C2 4.85 . . . . no C4 C1 C17 C3 -179.11 . . . . no C4 C2 C6 C12 4.16 . . . . no C6 C2 C4 C1 -106.62 . . . . no C10 C2 C6 C12 -179.60 . . . . no C10 C2 C4 C1 77.02 . . . . no C6 C2 C4 O2 74.75 . . . . no C6 C2 C10 C11 0.20 . . . . no C10 C2 C4 O2 -101.60 . . . . no C6 C2 C10 C15 -179.33 . . . . no C4 C2 C10 C15 -3.00 . . . . no C4 C2 C6 C5 -177.01 . . . . no C4 C2 C10 C11 176.53 . . . . no C10 C2 C6 C5 -0.77 . . . . no C17 C3 C7 C13 1.29 . . . . no C7 C3 C17 C1 -1.06 . . . . no C17 C3 C7 O1 -178.90 . . . . no O6 C5 C6 C2 -178.29 . . . . no O3 C5 C6 C12 -179.79 . . . . no O6 C5 C6 C12 0.65 . . . . no O3 C5 C6 C2 1.27 . . . . no C2 C6 C12 C16 -123.04 . . . . no C5 C6 C12 C19 -119.38 . . . . no C5 C6 C12 C16 58.09 . . . . no C2 C6 C12 C19 59.49 . . . . no C3 C7 C13 C9 -0.67 . . . . no O1 C7 C13 C9 179.54 . . . . no C1 C9 C13 C7 -0.19 . . . . no C2 C10 C11 O3 -0.12 . . . . no C2 C10 C15 C23 -179.60 . . . . no C15 C10 C11 C18 0.06 . . . . no C2 C10 C11 C18 -179.52 . . . . no C15 C10 C11 O3 179.45 . . . . no C11 C10 C15 C23 0.86 . . . . no O3 C11 C18 C24 179.38 . . . . no C10 C11 C18 C24 -1.20 . . . . no C16 C12 C19 C25 -1.36 . . . . no C6 C12 C19 C25 176.19 . . . . no C6 C12 C16 C20 -177.08 . . . . no C19 C12 C16 C20 0.50 . . . . no O1 C14 C21 N1 -63.21 . . . . no C10 C15 C23 C24 -0.61 . . . . no C12 C16 C20 C22 1.77 . . . . no C11 C18 C24 O4 -178.16 . . . . no C11 C18 C24 C23 1.45 . . . . no C12 C19 C25 C22 -0.05 . . . . no C16 C20 C22 O5 177.41 . . . . no C16 C20 C22 C25 -3.18 . . . . no C20 C22 C25 C19 2.33 . . . . no O5 C22 C25 C19 -178.33 . . . . no C15 C23 C24 O4 178.99 . . . . no C15 C23 C24 C18 -0.57 . . . . no N1 C26 C29 C32 -57.73 . . . . no N1 C27 C30 C32 58.08 . . . . no C26 C29 C32 C30 52.84 . . . . no C27 C30 C32 C29 -53.14 . . . . no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # C9 H9 O6 0.9300 2.4500 3.3313 157.00 2_676 yes C14 H14B O2 0.9700 2.4200 3.2842 148.00 1_455 yes C16 H16 O6 0.9300 2.6000 3.3843 143.00 2_776 yes # Loop Mechanism for Extra Tables(s) #loop_ #_publ_manuscript_incl_extra_item #'_geom_extra_tableA_col_1' #'_geom_extra_tableA_col_2' #'_geom_extra_tableA_col_3' #'_geom_extra_table_head_A' #'_geom_table_footnote_A' #'_geom_extra_tableB_col_1' #'_geom_extra_tableB_col_2' #'_geom_extra_tableB_col_3' #'_geom_extra_table_head_B' #'_geom_table_footnote_B' # #loop_ #_geom_extra_tableA_col_1 #_geom_extra_tableA_col_2 #_geom_extra_tableA_col_3 # ? ? ? # #loop_ #_geom_extra_tableB_col_1 #_geom_extra_tableB_col_2 #_geom_extra_tableB_col_3 # ? ? ? # #_geom_table_footnote_A #; # ? #; # #_geom_table_footnote_B #; # ? #; # #_geom_table_footnote_A #; # ? #; # #_geom_table_footnote_B #; # ? #; _iucr_refine_instructions_details ; ; #===END _database_code_depnum_ccdc_archive 'CCDC 962314'