#------------------------------------------------------------------------------ #$Date: 2008-04-03 11:11:48 +0100 (Thu, 03 Apr 2008) $ #$Revision: 326 $ #$URL: svn://www.crystallography.net/cod/cif/2/2214240.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2214240 loop_ _publ_author_name 'Zeng, Xi-Rui' 'Liu, Yin-Qiu' 'Huang Lin' 'Xu, Ya-Ping' _publ_section_title ;\ (4,4'-Bipyridyl-\kN)[4'-(4-pyridyl)pyridinium-\kN^1'^]\ tetrakis(nitrato-\k^2^N,N')europium(III) ; _journal_coeditor_code HG2235 _journal_issue 7 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first m1929 _journal_page_last m1929 _journal_volume 63 _journal_year 2007 _chemical_formula_iupac '[Eu (N O3)4 (C10 H9 N2) (C10 H8 N2)]' _chemical_formula_moiety 'C20 H17 Eu N8 O12' _chemical_formula_sum 'C20 H17 Eu N8 O12' _chemical_formula_weight 713.38 _chemical_name_systematic ; (4,4'-Bipyridyl-\kN)[4'-(4-pyridyl)pyridinium-\kN^1'^]tetrakis(nitrato- \k^2^N,N')europium(III) ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 2/c' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 90.00 _cell_angle_beta 118.834(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 20.136(5) _cell_length_b 7.8079(14) _cell_length_c 18.310(3) _cell_measurement_temperature 293(2) _cell_measurement_theta_max 28.40 _cell_measurement_theta_min 2.10 _cell_volume 2521.8(9) _computing_cell_refinement SMART _computing_data_collection 'SMART (Bruker, 2000)' _computing_data_reduction 'SAINT (Bruker, 2000)' _computing_molecular_graphics SHELXL97 _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.971 _diffrn_measured_fraction_theta_max 0.971 _diffrn_measurement_device_type 'Bruker APEXII area-detector' _diffrn_measurement_method '\f and \w' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0512 _diffrn_reflns_av_sigmaI/netI 0.0309 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 7437 _diffrn_reflns_theta_full 25.24 _diffrn_reflns_theta_max 25.24 _diffrn_reflns_theta_min 2.31 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 2.568 _exptl_absorpt_correction_T_max 0.6185 _exptl_absorpt_correction_T_min 0.5334 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 2004)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.879 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1408 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.21 _refine_diff_density_max 0.499 _refine_diff_density_min -0.556 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 191 _refine_ls_number_reflns 2211 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.018 _refine_ls_R_factor_all 0.0185 _refine_ls_R_factor_gt 0.0179 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.031P)^2^+0.9897P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0487 _refine_ls_wR_factor_ref 0.0489 _reflns_number_gt 2153 _reflns_number_total 2211 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file hg2235.cif loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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' Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group H H11 0.243(7) 1.222(16) 0.018(7) 0.13(5) Uiso d PD 0.50(10) A 1 Eu Eu1 0.0000 0.338536(17) 0.2500 0.03085(8) Uani d S 1 . . O O4 0.00208(11) 0.3047(3) 0.11446(11) 0.0480(4) Uani d . 1 . . O O3 0.12196(11) 0.2141(3) 0.27142(11) 0.0468(4) Uani d . 1 . . O O6 -0.09200(10) 0.4418(2) 0.11018(11) 0.0478(4) Uani d . 1 . . N N2 -0.05805(13) 0.3852(3) 0.07139(12) 0.0427(5) Uani d . 1 . . N N1 0.12672(12) 0.0900(3) 0.31810(12) 0.0407(5) Uani d . 1 . . O O1 0.07166(11) 0.0719(3) 0.33171(13) 0.0554(5) Uani d . 1 . . O O2 0.18155(12) -0.0037(3) 0.34727(12) 0.0622(5) Uani d . 1 . . O O5 -0.08280(14) 0.4120(3) -0.00236(11) 0.0702(6) Uani d . 1 . . N N3 0.06444(12) 0.6021(3) 0.22022(12) 0.0399(4) Uani d . 1 . . C C3 0.12606(15) 0.8304(3) 0.15042(14) 0.0340(5) Uani d . 1 . . C C4 0.05361(16) 0.8533(3) 0.13925(16) 0.0396(6) Uani d . 1 . . H H4 0.0244 0.9459 0.1087 0.048 Uiso calc R 1 . . C C2 0.16818(15) 0.6951(3) 0.19990(15) 0.0412(5) Uani d . 1 . . H H2 0.2178 0.6777 0.2108 0.049 Uiso calc R 1 . . C C5 0.02512(15) 0.7364(3) 0.17410(15) 0.0411(5) Uani d . 1 . . H H5 -0.0241 0.7521 0.1649 0.049 Uiso calc R 1 . . C C1 0.13539(14) 0.5861(4) 0.23286(15) 0.0437(6) Uani d . 1 . . H H1 0.1645 0.4959 0.2660 0.052 Uiso calc R 1 . . C C6 0.15731(13) 0.9448(3) 0.10950(13) 0.0347(5) Uani d . 1 . . C C7 0.20534(15) 0.8784(4) 0.08172(15) 0.0399(5) Uani d . 1 . . H H7 0.2178 0.7627 0.0882 0.048 Uiso calc R 1 . . C C10 0.13999(17) 1.1166(4) 0.09719(19) 0.0509(7) Uani d . 1 . . H H10 0.1071 1.1645 0.1138 0.061 Uiso calc R 1 . . N N4 0.21769(15) 1.1517(3) 0.03422(15) 0.0461(6) Uani d D 1 . . C C8 0.23413(14) 0.9869(4) 0.04437(15) 0.0444(6) Uani d . 1 . . H H8 0.2661 0.9424 0.0257 0.053 Uiso calc R 1 . . C C9 0.17182(18) 1.2178(4) 0.05995(19) 0.0571(7) Uani d . 1 . . H H9 0.1608 1.3343 0.0529 0.068 Uiso calc R 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Eu1 0.03323(11) 0.02896(11) 0.04004(11) 0.000 0.02536(8) 0.000 O4 0.0522(12) 0.0524(11) 0.0503(9) 0.0116(9) 0.0333(9) 0.0021(8) O3 0.0481(10) 0.0443(10) 0.0590(10) 0.0099(9) 0.0345(8) 0.0132(9) O6 0.0424(10) 0.0494(11) 0.0557(9) 0.0070(8) 0.0268(8) -0.0007(8) N2 0.0485(13) 0.0384(11) 0.0410(10) -0.0004(10) 0.0214(10) -0.0026(9) N1 0.0442(12) 0.0352(12) 0.0429(10) 0.0027(9) 0.0210(9) -0.0010(9) O1 0.0572(12) 0.0441(11) 0.0790(12) 0.0028(9) 0.0442(10) 0.0143(10) O2 0.0588(12) 0.0558(13) 0.0664(11) 0.0266(10) 0.0258(9) 0.0138(10) O5 0.0959(17) 0.0657(15) 0.0396(10) 0.0070(13) 0.0253(10) 0.0010(10) N3 0.0473(13) 0.0380(11) 0.0475(10) -0.0024(9) 0.0332(9) 0.0034(9) C3 0.0401(13) 0.0324(13) 0.0387(11) -0.0038(8) 0.0262(10) -0.0016(8) C4 0.0447(15) 0.0358(13) 0.0524(13) 0.0048(9) 0.0346(12) 0.0064(10) C2 0.0358(13) 0.0450(14) 0.0475(12) 0.0003(10) 0.0238(11) 0.0091(11) C5 0.0466(14) 0.0350(13) 0.0578(13) 0.0022(11) 0.0382(12) 0.0027(11) C1 0.0404(14) 0.0450(16) 0.0480(12) 0.0022(11) 0.0230(11) 0.0140(11) C6 0.0349(11) 0.0372(12) 0.0390(10) -0.0024(9) 0.0234(9) 0.0022(9) C7 0.0405(13) 0.0396(12) 0.0486(12) 0.0024(10) 0.0286(11) 0.0041(10) C10 0.0651(19) 0.0383(13) 0.0764(18) 0.0059(13) 0.0558(16) 0.0090(13) N4 0.0494(14) 0.0488(15) 0.0536(12) -0.0056(9) 0.0356(11) 0.0093(9) C8 0.0412(13) 0.0527(16) 0.0513(12) -0.0010(11) 0.0318(11) 0.0043(11) C9 0.073(2) 0.0411(15) 0.0819(18) 0.0055(14) 0.0567(17) 0.0146(15) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Eu1 O6 2 2.4620(18) yes Eu1 O6 . 2.4620(18) ? Eu1 O3 . 2.4900(19) yes Eu1 O3 2 2.4900(19) ? Eu1 O4 2 2.5159(18) yes Eu1 O4 . 2.5160(18) ? Eu1 O1 2 2.563(2) yes Eu1 O1 . 2.563(2) ? Eu1 N3 . 2.626(2) yes Eu1 N3 2 2.626(2) ? Eu1 N2 2 2.917(2) yes Eu1 N1 2 2.960(2) yes O4 N2 . 1.250(3) ? O3 N1 . 1.265(3) ? O6 N2 . 1.279(3) ? N2 O5 . 1.211(3) ? N1 O2 . 1.213(3) ? N1 O1 . 1.256(3) ? N3 C1 . 1.338(3) ? N3 C5 . 1.340(4) ? C3 C4 . 1.383(4) ? C3 C2 . 1.384(3) ? C3 C6 . 1.487(3) ? C4 C5 . 1.386(3) ? C4 H4 . 0.9300 ? C2 C1 . 1.381(4) ? C2 H2 . 0.9300 ? C5 H5 . 0.9300 ? C1 H1 . 0.9300 ? C6 C10 . 1.377(4) ? C6 C7 . 1.392(3) ? C7 C8 . 1.380(4) ? C7 H7 . 0.9300 ? C10 C9 . 1.386(4) ? C10 H10 . 0.9300 ? N4 C8 . 1.319(4) ? N4 C9 . 1.327(4) ? N4 H11 . 0.89(2) ? C8 H8 . 0.9300 ? C9 H9 . 0.9300 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle O6 Eu1 O6 2 . 141.76(9) O6 Eu1 O3 2 . 76.92(6) O6 Eu1 O3 . . 118.81(6) O6 Eu1 O3 2 2 118.81(6) O6 Eu1 O3 . 2 76.92(6) O3 Eu1 O3 . 2 134.06(10) O6 Eu1 O4 2 2 51.01(6) O6 Eu1 O4 . 2 134.26(7) O3 Eu1 O4 . 2 106.74(6) O3 Eu1 O4 2 2 68.29(6) O6 Eu1 O4 2 . 134.26(7) O6 Eu1 O4 . . 51.01(6) O3 Eu1 O4 . . 68.29(6) O3 Eu1 O4 2 . 106.74(6) O4 Eu1 O4 2 . 167.96(9) O6 Eu1 O1 2 2 143.35(6) O6 Eu1 O1 . 2 74.31(7) O3 Eu1 O1 . 2 90.56(6) O3 Eu1 O1 2 2 49.94(6) O4 Eu1 O1 2 2 102.59(6) O4 Eu1 O1 . 2 67.15(7) O6 Eu1 O1 2 . 74.31(7) O6 Eu1 O1 . . 143.35(6) O3 Eu1 O1 . . 49.94(6) O3 Eu1 O1 2 . 90.56(6) O4 Eu1 O1 2 . 67.14(7) O4 Eu1 O1 . . 102.60(6) O1 Eu1 O1 2 . 71.41(10) O6 Eu1 N3 2 . 76.11(6) O6 Eu1 N3 . . 74.15(7) O3 Eu1 N3 . . 77.88(7) O3 Eu1 N3 2 . 145.24(7) O4 Eu1 N3 2 . 122.13(6) O4 Eu1 N3 . . 68.44(7) O1 Eu1 N3 2 . 135.27(6) O1 Eu1 N3 . . 124.20(7) O6 Eu1 N3 2 2 74.15(7) O6 Eu1 N3 . 2 76.11(6) O3 Eu1 N3 . 2 145.24(7) O3 Eu1 N3 2 2 77.88(7) O4 Eu1 N3 2 2 68.44(7) O4 Eu1 N3 . 2 122.13(6) O1 Eu1 N3 2 2 124.20(6) O1 Eu1 N3 . 2 135.27(6) N3 Eu1 N3 . 2 76.83(9) O6 Eu1 N2 2 2 25.77(6) O6 Eu1 N2 . 2 144.95(6) O3 Eu1 N2 . 2 92.34(6) O3 Eu1 N2 2 2 93.26(6) O4 Eu1 N2 2 2 25.24(6) O4 Eu1 N2 . 2 158.55(7) O1 Eu1 N2 2 2 124.35(7) O1 Eu1 N2 . 2 68.82(7) N3 Eu1 N2 . 2 99.43(6) N3 Eu1 N2 2 2 68.91(6) O6 Eu1 N1 2 2 135.74(6) O6 Eu1 N1 . 2 73.34(6) O3 Eu1 N1 . 2 113.25(7) O3 Eu1 N1 2 2 24.97(6) O4 Eu1 N1 2 2 85.74(6) O4 Eu1 N1 . 2 86.37(6) O1 Eu1 N1 2 2 24.99(6) O1 Eu1 N1 . 2 80.89(6) N3 Eu1 N1 . 2 146.93(6) N3 Eu1 N1 2 2 100.91(7) N2 Eu1 N1 2 2 110.62(6) N2 O4 Eu1 . . 95.61(13) N1 O3 Eu1 . . 98.80(14) N2 O6 Eu1 . . 97.39(14) O5 N2 O4 . . 122.9(2) O5 N2 O6 . . 121.1(2) O4 N2 O6 . . 115.97(19) O2 N1 O1 . . 123.2(2) O2 N1 O3 . . 121.1(2) O1 N1 O3 . . 115.7(2) N1 O1 Eu1 . . 95.47(13) C1 N3 C5 . . 116.0(2) C1 N3 Eu1 . . 118.97(17) C5 N3 Eu1 . . 122.90(16) C4 C3 C2 . . 117.7(2) C4 C3 C6 . . 121.4(2) C2 C3 C6 . . 120.9(2) C3 C4 C5 . . 119.2(2) C3 C4 H4 . . 120.4 C5 C4 H4 . . 120.4 C1 C2 C3 . . 119.0(2) C1 C2 H2 . . 120.5 C3 C2 H2 . . 120.5 N3 C5 C4 . . 123.7(2) N3 C5 H5 . . 118.1 C4 C5 H5 . . 118.1 N3 C1 C2 . . 124.2(2) N3 C1 H1 . . 117.9 C2 C1 H1 . . 117.9 C10 C6 C7 . . 117.9(2) C10 C6 C3 . . 122.2(2) C7 C6 C3 . . 119.9(2) C8 C7 C6 . . 119.0(3) C8 C7 H7 . . 120.5 C6 C7 H7 . . 120.5 C6 C10 C9 . . 119.7(3) C6 C10 H10 . . 120.2 C9 C10 H10 . . 120.2 C8 N4 C9 . . 120.0(2) C8 N4 H11 . . 120(10) C9 N4 H11 . . 119(10) N4 C8 C7 . . 122.1(2) N4 C8 H8 . . 118.9 C7 C8 H8 . . 118.9 N4 C9 C10 . . 121.3(3) N4 C9 H9 . . 119.4 C10 C9 H9 . . 119.4 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_site_symmetry_1 _geom_torsion O6 Eu1 O4 N2 2 -127.84(16) O6 Eu1 O4 N2 . 0.63(14) O3 Eu1 O4 N2 . -171.12(17) O3 Eu1 O4 N2 2 57.44(17) O4 Eu1 O4 N2 2 121.24(16) O1 Eu1 O4 N2 2 88.55(16) O1 Eu1 O4 N2 . 151.89(15) N3 Eu1 O4 N2 . -86.04(16) N3 Eu1 O4 N2 2 -28.55(19) N2 Eu1 O4 N2 2 -144.4(2) N1 Eu1 O4 N2 2 72.07(16) O6 Eu1 O3 N1 2 78.56(15) O6 Eu1 O3 N1 . -139.02(14) O3 Eu1 O3 N1 2 -39.07(13) O4 Eu1 O3 N1 2 36.66(16) O4 Eu1 O3 N1 . -131.72(16) O1 Eu1 O3 N1 2 -66.67(15) O1 Eu1 O3 N1 . -1.81(13) N3 Eu1 O3 N1 . 156.89(16) N3 Eu1 O3 N1 2 112.80(16) N2 Eu1 O3 N1 2 57.74(15) N1 Eu1 O3 N1 2 -55.91(18) O6 Eu1 O6 N2 2 114.43(15) O3 Eu1 O6 N2 . 8.13(17) O3 Eu1 O6 N2 2 -125.26(15) O4 Eu1 O6 N2 2 -166.10(13) O4 Eu1 O6 N2 . -0.62(14) O1 Eu1 O6 N2 2 -73.66(15) O1 Eu1 O6 N2 . -52.45(19) N3 Eu1 O6 N2 . 74.22(15) N3 Eu1 O6 N2 2 154.21(16) N2 Eu1 O6 N2 2 158.00(15) N1 Eu1 O6 N2 2 -99.67(15) Eu1 O4 N2 O5 . 177.7(2) Eu1 O4 N2 O6 . -1.0(2) Eu1 O6 N2 O5 . -177.7(2) Eu1 O6 N2 O4 . 1.1(2) Eu1 O3 N1 O2 . -176.7(2) Eu1 O3 N1 O1 . 3.1(2) O2 N1 O1 Eu1 . 176.8(2) O3 N1 O1 Eu1 . -3.0(2) O6 Eu1 O1 N1 2 -84.12(15) O6 Eu1 O1 N1 . 87.49(17) O3 Eu1 O1 N1 . 1.81(13) O3 Eu1 O1 N1 2 156.02(14) O4 Eu1 O1 N1 2 -137.91(16) O4 Eu1 O1 N1 . 48.72(15) O1 Eu1 O1 N1 2 109.05(16) N3 Eu1 O1 N1 . -23.62(17) N3 Eu1 O1 N1 2 -130.75(14) N2 Eu1 O1 N1 2 -110.70(15) N1 Eu1 O1 N1 2 132.90(14) O6 Eu1 N3 C1 2 73.72(18) O6 Eu1 N3 C1 . -130.59(19) O3 Eu1 N3 C1 . -5.60(17) O3 Eu1 N3 C1 2 -165.32(15) O4 Eu1 N3 C1 2 96.69(18) O4 Eu1 N3 C1 . -76.82(18) O1 Eu1 N3 C1 2 -83.9(2) O1 Eu1 N3 C1 . 14.0(2) N3 Eu1 N3 C1 2 150.4(2) N2 Eu1 N3 C1 2 84.77(18) N1 Eu1 N3 C1 2 -119.82(18) O6 Eu1 N3 C5 2 -123.43(19) O6 Eu1 N3 C5 . 32.26(18) O3 Eu1 N3 C5 . 157.24(19) O3 Eu1 N3 C5 2 -2.5(2) O4 Eu1 N3 C5 2 -100.46(19) O4 Eu1 N3 C5 . 86.02(18) O1 Eu1 N3 C5 2 78.9(2) O1 Eu1 N3 C5 . 176.88(17) N3 Eu1 N3 C5 2 -46.80(16) N2 Eu1 N3 C5 2 -112.38(18) N1 Eu1 N3 C5 2 43.0(2) C2 C3 C4 C5 . -3.2(4) C6 C3 C4 C5 . 175.7(2) C4 C3 C2 C1 . 2.5(4) C6 C3 C2 C1 . -176.3(2) C1 N3 C5 C4 . 1.0(4) Eu1 N3 C5 C4 . -162.3(2) C3 C4 C5 N3 . 1.4(4) C5 N3 C1 C2 . -1.8(4) Eu1 N3 C1 C2 . 162.2(2) C3 C2 C1 N3 . 0.0(4) C4 C3 C6 C10 . 34.9(4) C2 C3 C6 C10 . -146.3(3) C4 C3 C6 C7 . -144.6(2) C2 C3 C6 C7 . 34.2(3) C10 C6 C7 C8 . 0.8(4) C3 C6 C7 C8 . -179.6(2) C7 C6 C10 C9 . -1.6(4) C3 C6 C10 C9 . 178.9(3) C9 N4 C8 C7 . -0.3(4) C6 C7 C8 N4 . 0.1(4) C8 N4 C9 C10 . -0.4(5) C6 C10 C9 N4 . 1.4(5) loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA N4 H11 N4 7_575 0.89(6) 1.80(6) 2.682(4) 169(6)