# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'J. M. Shreeve' _publ_contact_author_email JSHREEVE@UIDAHO.EDU _publ_section_title ; Polynitramino Compounds Outperform PETN ; loop_ _publ_author_name 'J. M. Shreeve' 'Young-Hyuk Joo.' # Attachment 'Joo - CIF - compound 4 -.cif' data_shrv78 _database_code_depnum_ccdc_archive 'CCDC 737611' _audit_creation_date 2009-05-13 _audit_creation_method 'from SHELXTL CIF, local template and enCIFer' _chemical_name_systematic ; 2,2-bis(nitroaminomethyl)propane-1,3-dinitroamine ; _chemical_name_common 2,2-bis(nitroaminomethyl)propane-1,3-dinitroamine _chemical_melting_point ? _chemical_formula_moiety 'C5 H12 N8 O8' _chemical_formula_sum 'C5 H12 N8 O8' _chemical_formula_weight 312.23 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M I-4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 9.6543(11) _cell_length_b 9.6543(11) _cell_length_c 6.3283(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 589.83(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 335 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 26.41 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.758 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 324 _exptl_absorpt_coefficient_mu 0.163 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS v2008/1 (Bruker, 2008)' _exptl_absorpt_correction_T_min 0.687 _exptl_absorpt_correction_T_max 0.745 _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 'Bruker SMART APEX II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2739 _diffrn_reflns_av_R_equivalents 0.0186 _diffrn_reflns_av_sigmaI/netI 0.0095 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 26.41 _reflns_number_total 338 _reflns_number_gt 335 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2 v2009.3-0 (Bruker, 2006)' _computing_cell_refinement 'Bruker APEX2 v2009.3-0 (Bruker, 2006)' _computing_data_reduction ; Bruker SAINT v7.60A (Bruker, 2009), Bruker XPREP v2008/2 (Bruker, 2008) ; _computing_structure_solution 'Bruker SHELXTL v6.12 (Bruker, 2000b)' _computing_structure_refinement 'Bruker SHELXTL v6.12 (Bruker, 2000b)' _computing_molecular_graphics 'Bruker SHELXTL v6.12 (Bruker, 2000b)' _computing_publication_material 'Bruker SHELXTL v6.12 (Bruker, 2000b)' _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^)+(0.0412P)^2^+0.1389P] 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_abs_structure_details ? _refine_ls_number_reflns 338 _refine_ls_number_parameters 48 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0266 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_ref 0.0693 _refine_ls_wR_factor_gt 0.0689 _refine_ls_goodness_of_fit_ref 1.218 _refine_ls_restrained_S_all 1.218 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.0000 0.0000 1.0000 0.0232(6) Uani 1 4 d S . . C2 C 0.87419(16) 0.01895(17) 0.8528(3) 0.0267(4) Uani 1 1 d . . . H2A H 0.8893 0.1004 0.7660 0.032 Uiso 1 1 calc R . . H2B H 0.8685 -0.0604 0.7592 0.032 Uiso 1 1 calc R . . N3 N 0.74202(14) 0.03401(14) 0.9625(3) 0.0324(4) Uani 1 1 d . . . H3A H 0.7026 -0.0387 1.0130 0.039 Uiso 1 1 calc R . . N4 N 0.68029(15) 0.15645(14) 0.9873(3) 0.0290(4) Uani 1 1 d . . . O5 O 0.74496(15) 0.26289(12) 0.9407(3) 0.0346(4) Uani 1 1 d . . . O6 O 0.56182(14) 0.15668(14) 1.0577(3) 0.0455(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 C1 0.0220(8) 0.0220(8) 0.0255(16) 0.000 0.000 0.000 C2 0.0266(8) 0.0251(7) 0.0282(8) -0.0013(7) -0.0039(7) 0.0025(6) N3 0.0242(7) 0.0232(7) 0.0496(11) 0.0070(7) -0.0007(7) 0.0010(5) N4 0.0231(7) 0.0282(7) 0.0356(8) 0.0021(6) -0.0044(6) 0.0025(5) O5 0.0308(6) 0.0246(6) 0.0485(8) 0.0056(6) -0.0010(7) 0.0012(5) O6 0.0256(6) 0.0451(8) 0.0657(10) 0.0027(8) 0.0073(7) 0.0037(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.5415(16) . ? C1 C2 1.5415(16) 2_755 ? C1 C2 1.5415(16) 3_667 ? C1 C2 1.5415(16) 4_647 ? C2 N3 1.460(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? N3 N4 1.333(2) . ? N3 H3A 0.8600 . ? N4 O6 1.227(2) . ? N4 O5 1.238(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 C2 C1 C2 105.66(13) . 2_755 ? C2 C1 C2 111.41(7) . 3_667 ? C2 C1 C2 111.41(7) 2_755 3_667 ? C2 C1 C2 111.41(7) . 4_647 ? C2 C1 C2 111.41(7) 2_755 4_647 ? C2 C1 C2 105.66(13) 3_667 4_647 ? N3 C2 C1 114.41(14) . . ? N3 C2 H2A 108.7 . . ? C1 C2 H2A 108.7 . . ? N3 C2 H2B 108.7 . . ? C1 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? N4 N3 C2 122.34(14) . . ? N4 N3 H3A 118.8 . . ? C2 N3 H3A 118.8 . . ? O6 N4 O5 123.70(14) . . ? O6 N4 N3 117.44(14) . . ? O5 N4 N3 118.85(14) . . ? 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 C2 C1 C2 N3 178.01(16) 2_755 . . . ? C2 C1 C2 N3 -60.85(16) 3_667 . . . ? C2 C1 C2 N3 56.87(17) 4_647 . . . ? C1 C2 N3 N4 102.42(18) . . . . ? C2 N3 N4 O6 171.05(18) . . . . ? C2 N3 N4 O5 -9.6(3) . . . . ? 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 N3 H3A O5 0.86 2.14 2.857(2) 141.3 4_647 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.41 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.149 _refine_diff_density_min -0.215 _refine_diff_density_rms 0.055 #========================================================================== data_compound5 _database_code_depnum_ccdc_archive 'CCDC 737612' _audit_creation_date 2009-06-22 _audit_creation_method 'from SHELXTL CIF, local template and enCIFer' _chemical_name_systematic ; (propane-1,2,3-triyl)trinitramide ; _chemical_name_common (propane-1,2,3-triyl)trinitramide _chemical_melting_point ? _chemical_formula_moiety 'C3 H8 N6 O6' _chemical_formula_sum 'C3 H8 N6 O6' _chemical_formula_weight 224.15 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 Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 6.7812(7) _cell_length_b 13.9258(13) _cell_length_c 8.9932(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 849.26(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.753 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 464 _exptl_absorpt_coefficient_mu 0.166 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS v2008/1 (Bruker, 2008)' _exptl_absorpt_correction_T_min 0.684 _exptl_absorpt_correction_T_max 0.745 _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 'Bruker SMART APEX II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7184 _diffrn_reflns_av_R_equivalents 0.0169 _diffrn_reflns_av_sigmaI/netI 0.0092 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 26.51 _reflns_number_total 911 _reflns_number_gt 808 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker APEX2 v2009.3-0 (Bruker, 2006)' _computing_cell_refinement 'Bruker APEX2 v2009.3-0 (Bruker, 2006)' _computing_data_reduction ; Bruker SAINT v7.60A (Bruker, 2009), Bruker XPREP v2008/2 (Bruker, 2008) ; _computing_structure_solution 'Bruker SHELXTL v6.12 (Bruker, 2000b)' _computing_structure_refinement 'Bruker SHELXTL v6.12 (Bruker, 2000b)' _computing_molecular_graphics 'Bruker SHELXTL v6.12 (Bruker, 2000b)' _computing_publication_material 'Bruker SHELXTL v6.12 (Bruker, 2000b)' _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^)+(0.0460P)^2^+0.3286P] 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 911 _refine_ls_number_parameters 76 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0394 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.0988 _refine_ls_wR_factor_gt 0.0945 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7436(3) 0.2500 0.0391(2) 0.0320(4) Uani 1 2 d S . . H1A H 0.8054 0.2500 0.1376 0.038 Uiso 1 2 calc SR . . C2 C 0.6148(2) 0.33976(10) 0.02294(16) 0.0380(3) Uani 1 1 d . . . H2A H 0.5464 0.3369 -0.0717 0.046 Uiso 1 1 calc R . . H2B H 0.5160 0.3395 0.1009 0.046 Uiso 1 1 calc R . . N3 N 0.7242(2) 0.42878(9) 0.03060(14) 0.0474(4) Uani 1 1 d . . . H3A H 0.7605 0.4563 -0.0505 0.057 Uiso 1 1 calc R . . N4 N 0.7699(2) 0.46905(9) 0.15971(14) 0.0456(4) Uani 1 1 d . . . O5 O 0.8551(3) 0.54684(9) 0.15659(16) 0.0760(5) Uani 1 1 d . . . O6 O 0.7264(2) 0.42672(8) 0.27424(13) 0.0583(4) Uani 1 1 d . . . N7 N 0.8958(2) 0.2500 -0.07391(18) 0.0441(5) Uani 1 2 d S . . H7A H 0.8602 0.2500 -0.1657 0.053 Uiso 1 2 calc SR . . N8 N 1.0873(2) 0.2500 -0.04331(19) 0.0345(4) Uani 1 2 d S . . O9 O 1.1408(2) 0.2500 0.08405(19) 0.0599(5) Uani 1 2 d S . . O10 O 1.1984(2) 0.2500 -0.15174(19) 0.0566(5) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0272(8) 0.0417(10) 0.0270(9) 0.000 0.0033(7) 0.000 C2 0.0338(7) 0.0379(8) 0.0423(7) -0.0016(6) -0.0004(6) -0.0009(6) N3 0.0639(9) 0.0416(7) 0.0366(7) 0.0036(5) -0.0003(6) -0.0116(6) N4 0.0539(8) 0.0358(7) 0.0470(8) -0.0011(5) -0.0078(6) 0.0039(6) O5 0.1040(12) 0.0382(6) 0.0860(10) -0.0036(6) -0.0180(9) -0.0181(7) O6 0.0777(9) 0.0585(7) 0.0388(7) 0.0020(5) -0.0049(6) 0.0024(6) N7 0.0289(8) 0.0777(13) 0.0256(8) 0.000 0.0015(7) 0.000 N8 0.0300(8) 0.0286(8) 0.0449(10) 0.000 0.0068(7) 0.000 O9 0.0381(8) 0.0906(13) 0.0509(10) 0.000 -0.0105(8) 0.000 O10 0.0469(9) 0.0551(10) 0.0678(11) 0.000 0.0299(8) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N7 1.449(2) . ? C1 C2 1.5318(17) 7_565 ? C1 C2 1.5318(17) . ? C1 H1A 0.9800 . ? C2 N3 1.4463(18) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? N3 N4 1.3262(18) . ? N3 H3A 0.8600 . ? N4 O6 1.2230(17) . ? N4 O5 1.2279(19) . ? N7 N8 1.328(2) . ? N7 H7A 0.8600 . ? N8 O9 1.201(2) . ? N8 O10 1.232(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 N7 C1 C2 109.84(10) . 7_565 ? N7 C1 C2 109.84(10) . . ? C2 C1 C2 109.38(15) 7_565 . ? N7 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 7_565 . ? C2 C1 H1A 109.3 . . ? N3 C2 C1 113.74(12) . . ? N3 C2 H2A 108.8 . . ? C1 C2 H2A 108.8 . . ? N3 C2 H2B 108.8 . . ? C1 C2 H2B 108.8 . . ? H2A C2 H2B 107.7 . . ? N4 N3 C2 121.61(12) . . ? N4 N3 H3A 119.2 . . ? C2 N3 H3A 119.2 . . ? O6 N4 O5 123.92(14) . . ? O6 N4 N3 118.50(13) . . ? O5 N4 N3 117.58(14) . . ? N8 N7 C1 123.46(16) . . ? N8 N7 H7A 118.3 . . ? C1 N7 H7A 118.3 . . ? O9 N8 O10 124.73(18) . . ? O9 N8 N7 119.54(17) . . ? O10 N8 N7 115.73(17) . . ? 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 N7 C1 C2 N3 -57.04(17) . . . . ? C2 C1 C2 N3 -177.66(9) 7_565 . . . ? C1 C2 N3 N4 -83.93(18) . . . . ? C2 N3 N4 O6 3.7(2) . . . . ? C2 N3 N4 O5 -176.73(15) . . . . ? C2 C1 N7 N8 -119.83(11) 7_565 . . . ? C2 C1 N7 N8 119.83(11) . . . . ? C1 N7 N8 O9 0.0 . . . . ? C1 N7 N8 O10 180.0 . . . . ? 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 N3 H3A O6 0.86 2.27 3.0784(18) 157.0 2_664 N7 H7A O10 0.86 1.97 2.807(2) 162.6 6 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 26.51 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.190 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.043