data_global #=========================================================================== _audit_creation_date '2015-08-24' _audit_creation_method 'from SHELXTL CIF, local template and enCIFer' _audit_update_record ; ; #=========================================================================== # 1. SUBMISSION DETAILS #=========================================================================== _publ_contact_author_name 'Dr Damon A. Parrish' _publ_contact_author_address ; Laboratory for the Structure of Matter Naval Research Laboratory Washington, DC 20375 ; _publ_contact_author_email 'damon.parrish@nrl.navy.mil' _publ_contact_author_fax '202-767-6874' _publ_contact_author_phone '202-404-2141' _publ_requested_journal ? _publ_requested_category ? _publ_requested_coeditor_name ? _publ_contact_letter ; ; #=========================================================================== # 2. PROCESSING SUMMARY (IUCr Office Use Only) # Do NOT alter anthing in this section. #=========================================================================== _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #=========================================================================== # 3. TITLE AND AUTHOR LIST #=========================================================================== _publ_section_title ; title ; loop_ _publ_author_name _publ_author_address _publ_author_footnote 'Parrish, Damon A.' ; CBMSE, Code 6910 Naval Research Laboratory Washington, DC 20375 ; ? 'Mitchell, Lauren A.' ; CBMSE, Code 6910 Naval Research Laboratory Washington, DC 20375 ; ? 'Shreeve, Jean'ne' ; Chemsitry Department University of Idaho Moscow, ID, 83843 ; ? 'Tang, Yongxing' ; Chemsitry Department University of Idaho Moscow, ID, 83843 ; ? #=========================================================================== # 4. TEXT #=========================================================================== _publ_section_abstract ; ; _publ_section_comment ; ; _publ_section_exptl_prep ; ; _publ_section_exptl_refinement ; ; _publ_section_references ; Bruker (2014). APEX2 v2014.11-0. Bruker AXS Inc., Madison, Wisconsin, USA. Bruker (2009). SAINT v7.68A. Bruker AXS Inc., Madison, Wisconsin, USA. Bruker (2008). SADABS v2008/1, Bruker AXS Inc., Madison, Wisconsin, USA. Bruker (2014). XPREP v2014/2. Bruker AXS Inc., Madison, Wisconsin, USA. Bruker (2014). SHELXTL v2014/7. Bruker AXS Inc., Madison, Wisconsin, USA. Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854. Sheldrick, G. M. (2014). SHELXL-2014/7. University of Gottingen, Germany. ; _publ_section_figure_captions ; Fig 1. View of 1 showing the labeling of the non-hydrogen atoms... Thermal ellipsoids are shown at the ??% probability level. ; _publ_section_table_legends ; ; # E.g. Table 1. Selected geometric parameters (\%A, \%) for compound (1) # # E.g. Table 2. Hydrogen-bond parameters (\%A, \%) for compound (1) # No table legends are required for Electronic-Paper submissions. _publ_section_acknowledgements ; Crystallographic studies were supported in part by the Office of Naval Research (ONR) and the Naval Research Laboratory (NRL). ; #========================================================================== data_shrv331 _audit_creation_method 'SHELXL-2014/7' _shelx_SHELXL_version_number '2014/7' _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H10 N6 O9' _chemical_formula_sum 'C8 H10 N6 O9' _chemical_formula_weight 334.22 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' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.9009(16) _cell_length_b 9.3741(19) _cell_length_c 11.064(2) _cell_angle_alpha 109.257(7) _cell_angle_beta 107.931(8) _cell_angle_gamma 95.355(8) _cell_volume 718.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 917 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 24.53 _exptl_crystal_description 'plate' _exptl_crystal_colour 'colourless' _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_density_diffrn 1.545 _exptl_crystal_F_000 344 _exptl_transmission_factor_min ? _exptl_transmission_factor_max ? _exptl_crystal_size_max 0.234 _exptl_crystal_size_mid 0.141 _exptl_crystal_size_min 0.116 _exptl_absorpt_coefficient_mu 0.142 _shelx_estimated_absorpt_T_min 0.968 _shelx_estimated_absorpt_T_max 0.984 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_process_details 'SADABS v2008/1 (Bruker, 2008)' _exptl_absorpt_correction_T_min 0.6018 _exptl_absorpt_correction_T_max 0.7454 _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 2700 _diffrn_reflns_av_unetI/netI 0.0637 _diffrn_reflns_av_R_equivalents ? _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.090 _diffrn_reflns_theta_max 26.387 _diffrn_reflns_theta_full 25.242 _diffrn_measured_fraction_theta_max 0.917 _diffrn_measured_fraction_theta_full 0.948 _diffrn_reflns_Laue_measured_fraction_max 0.917 _diffrn_reflns_Laue_measured_fraction_full 0.948 _diffrn_reflns_point_group_measured_fraction_max 0.917 _diffrn_reflns_point_group_measured_fraction_full 0.948 _reflns_number_total 2700 _reflns_number_gt 1454 _reflns_threshold_expression 'I > 2\s(I)' _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_max . _reflns_Friedel_fraction_full . _reflns_special_details ; Reflections were merged by SHELXL according to the crystal class for the calculation of statistics and refinement. _reflns_Friedel_fraction is defined as the number of unique Friedel pairs measured divided by the number that would be possible theoretically, ignoring centric projections and systematic absences. ; _computing_data_collection 'Bruker APEX2 v2014.11-0 (Bruker, 2009)' _computing_cell_refinement 'Bruker APEX2 v2014.11-0 (Bruker, 2009)' _computing_data_reduction ; Bruker SAINT v7.68A (Bruker, 2009), Bruker XPREP v2014/2 (Bruker, 2008) ; _computing_structure_solution 'Bruker SHELXTL v2014/7 (Bruker, 2008)' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014) within WINGX (Farrugia, 2012)' _computing_molecular_graphics 'Bruker SHELXTL v2014/7 (Bruker, 2008)' _computing_publication_material 'Bruker SHELXTL v2014/7 (Bruker, 2008)' _refine_special_details ? _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0831P)^2^+1.1082P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary ? _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef . _refine_ls_number_reflns 2700 _refine_ls_number_parameters 221 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.1602 _refine_ls_R_factor_gt 0.0890 _refine_ls_wR_factor_ref 0.2241 _refine_ls_wR_factor_gt 0.1973 _refine_ls_goodness_of_fit_ref 0.994 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1A C -0.219(2) -0.4154(17) 0.0835(12) 0.106(6) Uani 0.54(2) 1 d D U P A 1 H1A H -0.3144 -0.3721 0.0407 0.159 Uiso 0.54(2) 1 calc R U P A 1 H2A H -0.2702 -0.4953 0.1065 0.159 Uiso 0.54(2) 1 calc R U P A 1 H3A H -0.1582 -0.4584 0.0214 0.159 Uiso 0.54(2) 1 calc R U P A 1 C1B C -0.087(4) -0.4485(15) 0.132(3) 0.123(8) Uani 0.46(2) 1 d D U P A 2 H1B H -0.0920 -0.4603 0.0416 0.185 Uiso 0.46(2) 1 calc R U P A 2 H2B H -0.1882 -0.5197 0.1259 0.185 Uiso 0.46(2) 1 calc R U P A 2 H3B H 0.0248 -0.4694 0.1808 0.185 Uiso 0.46(2) 1 calc R U P A 2 C2 C -0.0966(12) -0.3020(12) 0.2002(9) 0.137(3) Uani 1 1 d D U . . . H4A H -0.0248 -0.3513 0.2562 0.164 Uiso 0.54(2) 1 calc R U P A 1 H5A H -0.1642 -0.2437 0.2514 0.164 Uiso 0.54(2) 1 calc R U P A 1 H4B H -0.0647 -0.2825 0.2971 0.164 Uiso 0.46(2) 1 calc R U P A 2 H5B H -0.2200 -0.2883 0.1652 0.164 Uiso 0.46(2) 1 calc R U P A 2 O3 O 0.0275(5) -0.1936(6) 0.1825(4) 0.0854(13) Uani 1 1 d . . . . . C4 C 0.0211(7) -0.0479(9) 0.2358(5) 0.0793(18) Uani 1 1 d . . . . . O5 O -0.0772(6) 0.0053(7) 0.2920(5) 0.127(2) Uani 1 1 d . . . . . N6 N 0.1573(6) 0.0382(5) 0.2148(4) 0.0648(12) Uani 1 1 d . . . . . N7 N 0.1727(8) 0.2001(7) 0.2430(5) 0.0918(19) Uani 1 1 d . . . . . O8 O 0.0991(8) 0.2672(7) 0.3162(5) 0.147(2) Uani 1 1 d . . . . . O9 O 0.2511(8) 0.2488(6) 0.1819(7) 0.126(2) Uani 1 1 d . . . . . C10 C 0.2523(6) -0.0360(5) 0.1307(4) 0.0455(10) Uani 1 1 d . . . . . N11 N 0.1912(5) -0.0709(5) 0.0001(4) 0.0612(11) Uani 1 1 d . . . . . O12 O 0.3194(5) -0.1411(4) -0.0428(3) 0.0645(9) Uani 1 1 d . . . . . N13 N 0.4596(5) -0.1465(5) 0.0654(4) 0.0553(10) Uani 1 1 d . . . . . C14 C 0.4176(5) -0.0831(4) 0.1722(4) 0.0393(9) Uani 1 1 d . . . . . N15 N 0.5277(4) -0.0703(4) 0.3033(3) 0.0442(9) Uani 1 1 d . . . . . N16 N 0.5186(6) -0.2088(5) 0.3297(5) 0.0597(11) Uani 1 1 d . . . . . O17 O 0.4093(7) -0.3182(5) 0.2374(5) 0.0904(13) Uani 1 1 d . . . . . O18 O 0.6160(6) -0.2039(5) 0.4383(4) 0.0923(13) Uani 1 1 d . . . . . C19 C 0.6354(6) 0.0719(5) 0.4056(5) 0.0495(11) Uani 1 1 d . . . . . O20 O 0.7233(5) 0.0917(4) 0.5205(3) 0.0734(11) Uani 1 1 d . . . . . O21 O 0.6149(4) 0.1758(4) 0.3499(3) 0.0589(9) Uani 1 1 d . . . . . C22 C 0.7228(10) 0.3340(6) 0.4394(6) 0.0922(19) Uani 1 1 d D . . . . H22A H 0.6771 0.3775 0.5125 0.111 Uiso 1 1 calc R U . . . H22B H 0.8492 0.3308 0.4806 0.111 Uiso 1 1 calc R U . . . C23 C 0.7105(11) 0.4264(7) 0.3622(7) 0.114(2) Uani 1 1 d D . . . . H23A H 0.7533 0.3816 0.2887 0.170 Uiso 1 1 calc R U . . . H23B H 0.7839 0.5282 0.4198 0.170 Uiso 1 1 calc R U . . . H23C H 0.5859 0.4329 0.3248 0.170 Uiso 1 1 calc R U . . . 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 C1A 0.114(12) 0.097(10) 0.091(9) 0.024(7) 0.033(8) 0.007(8) C1B 0.119(15) 0.118(13) 0.157(16) 0.068(11) 0.068(13) 0.018(9) C2 0.113(5) 0.174(7) 0.125(6) 0.054(5) 0.063(5) -0.020(5) O3 0.059(2) 0.127(4) 0.064(2) 0.028(2) 0.030(2) -0.003(2) C4 0.041(3) 0.147(6) 0.043(3) 0.029(3) 0.011(3) 0.028(3) O5 0.082(3) 0.244(6) 0.087(3) 0.064(3) 0.055(3) 0.093(4) N6 0.055(3) 0.090(3) 0.044(2) 0.016(2) 0.013(2) 0.039(2) N7 0.080(4) 0.093(4) 0.065(3) 0.003(3) -0.004(3) 0.053(3) O8 0.150(5) 0.147(5) 0.091(3) -0.014(3) 0.022(3) 0.091(4) O9 0.110(4) 0.084(3) 0.170(6) 0.040(3) 0.036(4) 0.037(3) C10 0.036(2) 0.058(3) 0.035(2) 0.0168(19) 0.0038(19) 0.0078(19) N11 0.054(2) 0.081(3) 0.039(2) 0.0191(19) 0.009(2) 0.016(2) O12 0.067(2) 0.092(2) 0.0351(17) 0.0234(16) 0.0206(17) 0.0177(18) N13 0.052(2) 0.075(3) 0.042(2) 0.0216(19) 0.0208(19) 0.0151(19) C14 0.035(2) 0.044(2) 0.037(2) 0.0139(18) 0.0118(19) 0.0052(17) N15 0.040(2) 0.056(2) 0.041(2) 0.0233(17) 0.0143(17) 0.0165(16) N16 0.067(3) 0.066(3) 0.064(3) 0.036(2) 0.031(3) 0.032(2) O17 0.124(4) 0.061(2) 0.081(3) 0.029(2) 0.029(3) 0.014(2) O18 0.103(3) 0.111(3) 0.080(3) 0.065(2) 0.017(3) 0.046(3) C19 0.040(3) 0.065(3) 0.045(3) 0.019(2) 0.018(2) 0.015(2) O20 0.073(2) 0.098(3) 0.0372(19) 0.0231(18) 0.0063(18) 0.019(2) O21 0.064(2) 0.0520(18) 0.0483(19) 0.0128(15) 0.0128(16) 0.0040(15) C22 0.107(5) 0.070(4) 0.064(4) 0.008(3) 0.014(4) -0.019(3) C23 0.149(7) 0.059(4) 0.106(5) 0.023(4) 0.027(5) 0.003(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1A C2 1.366(9) . ? C1A H1A 0.9600 . ? C1A H2A 0.9600 . ? C1A H3A 0.9600 . ? C1B C2 1.352(10) . ? C1B H1B 0.9600 . ? C1B H2B 0.9600 . ? C1B H3B 0.9600 . ? C2 O3 1.448(8) . ? C2 H4A 0.9700 . ? C2 H5A 0.9700 . ? C2 H4B 0.9700 . ? C2 H5B 0.9700 . ? O3 C4 1.309(7) . ? C4 O5 1.185(6) . ? C4 N6 1.407(7) . ? N6 C10 1.418(5) . ? N6 N7 1.431(7) . ? N7 O8 1.188(6) . ? N7 O9 1.208(7) . ? C10 N11 1.288(5) . ? C10 C14 1.409(6) . ? N11 O12 1.378(5) . ? O12 N13 1.377(5) . ? N13 C14 1.294(5) . ? C14 N15 1.402(5) . ? N15 C19 1.408(6) . ? N15 N16 1.421(5) . ? N16 O18 1.194(5) . ? N16 O17 1.201(5) . ? C19 O20 1.187(5) . ? C19 O21 1.311(5) . ? O21 C22 1.477(6) . ? C22 C23 1.393(7) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1A H1A 109.5 . . ? C2 C1A H2A 109.5 . . ? H1A C1A H2A 109.5 . . ? C2 C1A H3A 109.5 . . ? H1A C1A H3A 109.5 . . ? H2A C1A H3A 109.5 . . ? C2 C1B H1B 109.5 . . ? C2 C1B H2B 109.5 . . ? H1B C1B H2B 109.5 . . ? C2 C1B H3B 109.5 . . ? H1B C1B H3B 109.5 . . ? H2B C1B H3B 109.5 . . ? C1B C2 O3 109.8(10) . . ? C1A C2 O3 116.8(9) . . ? C1A C2 H4A 108.1 . . ? O3 C2 H4A 108.1 . . ? C1A C2 H5A 108.1 . . ? O3 C2 H5A 108.1 . . ? H4A C2 H5A 107.3 . . ? C1B C2 H4B 109.7 . . ? O3 C2 H4B 109.7 . . ? C1B C2 H5B 109.7 . . ? O3 C2 H5B 109.7 . . ? H4B C2 H5B 108.2 . . ? C4 O3 C2 115.3(6) . . ? O5 C4 O3 128.3(7) . . ? O5 C4 N6 125.1(7) . . ? O3 C4 N6 106.6(4) . . ? C4 N6 C10 121.1(5) . . ? C4 N6 N7 121.8(5) . . ? C10 N6 N7 114.9(5) . . ? O8 N7 O9 128.3(7) . . ? O8 N7 N6 116.9(7) . . ? O9 N7 N6 114.6(5) . . ? N11 C10 C14 110.7(4) . . ? N11 C10 N6 121.9(4) . . ? C14 C10 N6 127.4(4) . . ? C10 N11 O12 104.0(3) . . ? N11 O12 N13 111.7(3) . . ? C14 N13 O12 104.9(3) . . ? N13 C14 N15 121.7(3) . . ? N13 C14 C10 108.8(4) . . ? N15 C14 C10 129.5(3) . . ? C14 N15 C19 122.4(4) . . ? C14 N15 N16 116.1(4) . . ? C19 N15 N16 121.5(4) . . ? O18 N16 O17 127.8(5) . . ? O18 N16 N15 118.0(5) . . ? O17 N16 N15 114.2(4) . . ? O20 C19 O21 127.7(5) . . ? O20 C19 N15 125.6(5) . . ? O21 C19 N15 106.7(4) . . ? C19 O21 C22 115.6(4) . . ? C23 C22 O21 109.6(5) . . ? C23 C22 H22A 109.8 . . ? O21 C22 H22A 109.8 . . ? C23 C22 H22B 109.7 . . ? O21 C22 H22B 109.8 . . ? H22A C22 H22B 108.2 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? 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 C1B C2 O3 C4 175.3(15) . . . . ? C1A C2 O3 C4 121.7(13) . . . . ? C2 O3 C4 O5 -2.9(9) . . . . ? C2 O3 C4 N6 176.7(5) . . . . ? O5 C4 N6 C10 -171.5(5) . . . . ? O3 C4 N6 C10 8.9(6) . . . . ? O5 C4 N6 N7 -9.2(8) . . . . ? O3 C4 N6 N7 171.1(4) . . . . ? C4 N6 N7 O8 18.7(7) . . . . ? C10 N6 N7 O8 -178.0(4) . . . . ? C4 N6 N7 O9 -157.2(5) . . . . ? C10 N6 N7 O9 6.1(7) . . . . ? C4 N6 C10 N11 87.0(6) . . . . ? N7 N6 C10 N11 -76.4(6) . . . . ? C4 N6 C10 C14 -92.2(6) . . . . ? N7 N6 C10 C14 104.4(5) . . . . ? C14 C10 N11 O12 -0.1(5) . . . . ? N6 C10 N11 O12 -179.4(4) . . . . ? C10 N11 O12 N13 -0.4(5) . . . . ? N11 O12 N13 C14 0.8(5) . . . . ? O12 N13 C14 N15 178.6(3) . . . . ? O12 N13 C14 C10 -0.9(5) . . . . ? N11 C10 C14 N13 0.7(5) . . . . ? N6 C10 C14 N13 179.9(4) . . . . ? N11 C10 C14 N15 -178.8(4) . . . . ? N6 C10 C14 N15 0.5(7) . . . . ? N13 C14 N15 C19 107.4(5) . . . . ? C10 C14 N15 C19 -73.2(6) . . . . ? N13 C14 N15 N16 -75.2(5) . . . . ? C10 C14 N15 N16 104.2(5) . . . . ? C14 N15 N16 O18 177.0(4) . . . . ? C19 N15 N16 O18 -5.6(6) . . . . ? C14 N15 N16 O17 -3.8(5) . . . . ? C19 N15 N16 O17 173.6(4) . . . . ? C14 N15 C19 O20 175.6(4) . . . . ? N16 N15 C19 O20 -1.7(6) . . . . ? C14 N15 C19 O21 -2.8(5) . . . . ? N16 N15 C19 O21 180.0(3) . . . . ? O20 C19 O21 C22 3.8(7) . . . . ? N15 C19 O21 C22 -177.9(4) . . . . ? C19 O21 C22 C23 170.8(5) . . . . ? 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 C23 H23C O9 0.96 2.69 3.485(10) 140.3 . _refine_diff_density_max 0.264 _refine_diff_density_min -0.265 _refine_diff_density_rms 0.060 # start Validation Reply Form _vrf_PLAT015_shrv331 ; PROBLEM: No _shelx_hkl_file record in SHELXL20xy CIF .... Please Do ! RESPONSE: It is our policy to routinely not supply the HKL file unless specifically required. ; _vrf_PLAT029_shrv331 ; PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.948 Note RESPONSE: ... ; # end Validation Reply Form