# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _publ_contact_author_name 'Daisuke Shiomi' _publ_contact_author_email SHIOMI@SCI.OSAKA-CU.AC.JP _publ_section_title ; Crystal structure and magnetism of diaminotriazine-substituted nitronyl nitroxide: A novel building block with multiple hydrogen bond functionality for organic magnets ; loop_ _publ_author_name 'Daisuke Shiomi' 'Masatoshi Kozaki' 'Keiji Okada' 'Kazunobu Sato' 'Shuichi Suzuki' 'Takeji Takui' 'Hiroyuki Tanaka' # Attachment 'tanaka_090516_cif.txt' data_1 _database_code_depnum_ccdc_archive 'CCDC 724072' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C16 H20 N7 O2 ' _chemical_formula_moiety 'C16 H20 N7 O2 ' _chemical_formula_weight 342.38 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P c c n' _symmetry_space_group_name_Hall '-P 2ab 2ac' _symmetry_Int_Tables_number 56 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 1/2-X,+Y,1/2+Z 3 +X,1/2-Y,1/2+Z 4 1/2-X,1/2-Y,+Z 5 -X,-Y,-Z 6 1/2+X,-Y,1/2-Z 7 -X,1/2+Y,1/2-Z 8 1/2+X,1/2+Y,-Z #------------------------------------------------------------------------------ _cell_length_a 16.448(3) _cell_length_b 13.055(3) _cell_length_c 15.329(3) _cell_angle_alpha 90.0000 _cell_angle_beta 90.0000 _cell_angle_gamma 90.0000 _cell_volume 3291.4(11) _cell_formula_units_Z 8 _cell_measurement_reflns_used 8353 _cell_measurement_theta_min 4.0 _cell_measurement_theta_max 27.5 _cell_measurement_temperature 253.1 #------------------------------------------------------------------------------ _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.382 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1448.00 _exptl_absorpt_coefficient_mu 0.097 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_absorpt_correction_T_min 0.853 _exptl_absorpt_correction_T_max 0.990 #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71070 _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_reflns_number 30367 _diffrn_reflns_av_R_equivalents 0.070 _diffrn_reflns_theta_max 27.48 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3743 _reflns_number_gt 2139 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0696 _refine_ls_wR_factor_ref 0.2123 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 3743 _refine_ls_number_parameters 246 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.0030Fo^2^ + 1.0000\s(Fo^2^)]/(4Fo^2^)' _refine_ls_shift/su_max 0.0299 _refine_diff_density_max 0.77 _refine_diff_density_min -0.61 _refine_ls_extinction_method none _refine_ls_extinction_coef ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.000 0.000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.006 0.003 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.011 0.006 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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 O(1) O 0.40396(16) 0.15903(18) 0.18742(18) 0.0540(7) Uani 1.00 1 d . . . O(2) O 0.48594(14) -0.16868(16) 0.25361(15) 0.0393(6) Uani 1.00 1 d . . . N(1) N 0.41453(17) 0.07605(19) 0.22965(18) 0.0380(7) Uani 1.00 1 d . . . N(2) N 0.45213(14) -0.07913(18) 0.25837(16) 0.0281(6) Uani 1.00 1 d . . . N(3) N 0.74925(16) 0.11215(19) -0.07055(15) 0.0308(6) Uani 1.00 1 d . . . N(4) N 0.85873(16) 0.0266(2) -0.14324(17) 0.0359(7) Uani 1.00 1 d . . . N(5) N 0.75635(17) -0.0693(2) -0.06765(17) 0.0364(7) Uani 1.00 1 d . . . N(6) N 0.85030(17) 0.2026(2) -0.13755(18) 0.0408(8) Uani 1.00 1 d . . . N(7) N 0.85804(19) -0.1494(2) -0.1424(2) 0.0509(9) Uani 1.00 1 d . . . C(1) C 0.46472(18) -0.0007(2) 0.20501(19) 0.0279(7) Uani 1.00 1 d . . . C(2) C 0.3783(2) 0.0600(2) 0.3178(2) 0.0349(8) Uani 1.00 1 d . . . C(3) C 0.39089(18) -0.0569(2) 0.32905(19) 0.0290(7) Uani 1.00 1 d . . . C(4) C 0.2896(2) 0.0952(3) 0.3156(3) 0.0665(13) Uani 1.00 1 d . . . C(5) C 0.4266(3) 0.1253(2) 0.3805(2) 0.0626(13) Uani 1.00 1 d . . . C(6) C 0.3167(2) -0.1225(3) 0.3090(2) 0.0550(11) Uani 1.00 1 d . . . C(7) C 0.4275(2) -0.0885(2) 0.4154(2) 0.0498(10) Uani 1.00 1 d . . . C(8) C 0.52528(19) 0.0058(2) 0.13569(19) 0.0291(7) Uani 1.00 1 d . . . C(9) C 0.56295(19) 0.0982(2) 0.11738(19) 0.0315(8) Uani 1.00 1 d . . . C(10) C 0.62548(18) 0.1035(2) 0.05630(19) 0.0294(7) Uani 1.00 1 d . . . C(11) C 0.65028(17) 0.0158(2) 0.01275(18) 0.0269(7) Uani 1.00 1 d . . . C(12) C 0.61057(19) -0.0765(2) 0.0286(2) 0.0333(8) Uani 1.00 1 d . . . C(13) C 0.54855(19) -0.0822(2) 0.08900(19) 0.0328(8) Uani 1.00 1 d . . . C(14) C 0.72275(17) 0.0195(2) -0.04660(19) 0.0282(7) Uani 1.00 1 d . . . C(15) C 0.81912(18) 0.1107(2) -0.11711(19) 0.0304(7) Uani 1.00 1 d . . . C(16) C 0.8242(2) -0.0616(2) -0.1180(2) 0.0352(8) Uani 1.00 1 d . . . H(1) H 0.8993 0.2069 -0.1701 0.049 Uiso 1.00 1 c R . . H(2) H 0.9055 -0.1488 -0.1777 0.061 Uiso 1.00 1 c R . . H(3) H 0.8233 0.2634 -0.1196 0.049 Uiso 1.00 1 c R . . H(4) H 0.8349 -0.2128 -0.1247 0.061 Uiso 1.00 1 c R . . H(5) H 0.6511 0.1672 0.0444 0.035 Uiso 1.00 1 c R . . H(6) H 0.5462 0.1586 0.1469 0.038 Uiso 1.00 1 c R . . H(7) H 0.5216 -0.1455 0.0989 0.039 Uiso 1.00 1 c R . . H(8) H 0.6264 -0.1362 -0.0025 0.040 Uiso 1.00 1 c R . . H(9) H 0.2683 0.0854 0.2586 0.080 Uiso 1.00 1 c R . . H(10) H 0.2865 0.1657 0.3307 0.080 Uiso 1.00 1 c R . . H(11) H 0.2589 0.0561 0.3562 0.080 Uiso 1.00 1 c R . . H(12) H 0.4469 0.1838 0.3508 0.075 Uiso 1.00 1 c R . . H(13) H 0.3926 0.1465 0.4272 0.075 Uiso 1.00 1 c R . . H(14) H 0.4708 0.0865 0.4029 0.075 Uiso 1.00 1 c R . . H(15) H 0.2806 -0.0851 0.2726 0.066 Uiso 1.00 1 c R . . H(16) H 0.2899 -0.1398 0.3619 0.066 Uiso 1.00 1 c R . . H(17) H 0.3333 -0.1833 0.2801 0.066 Uiso 1.00 1 c R . . H(18) H 0.4849 -0.0808 0.4129 0.060 Uiso 1.00 1 c R . . H(19) H 0.4063 -0.0463 0.4605 0.060 Uiso 1.00 1 c R . . H(20) H 0.4145 -0.1581 0.4272 0.060 Uiso 1.00 1 c 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_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O(1) 0.0596(17) 0.0376(13) 0.0647(16) 0.0154(11) 0.0227(13) 0.0169(12) O(2) 0.0431(14) 0.0297(11) 0.0452(13) 0.0051(9) 0.0053(11) 0.0016(9) N(1) 0.0424(15) 0.0314(14) 0.0402(15) 0.0085(12) 0.0132(12) 0.0089(11) N(2) 0.0261(12) 0.0288(13) 0.0295(12) 0.0006(10) 0.0032(10) -0.0008(10) N(3) 0.0268(12) 0.0372(14) 0.0283(12) 0.0071(11) 0.0043(11) 0.0028(11) N(4) 0.0297(14) 0.0464(16) 0.0318(14) 0.0107(12) 0.0062(11) -0.0019(11) N(5) 0.0328(14) 0.0382(14) 0.0383(14) 0.0104(12) 0.0067(12) -0.0013(11) N(6) 0.0323(15) 0.0442(17) 0.0459(16) 0.0066(12) 0.0150(12) 0.0097(12) N(7) 0.0398(17) 0.0478(18) 0.065(2) 0.0155(14) 0.0201(15) -0.0102(14) C(1) 0.0276(15) 0.0300(15) 0.0260(14) 0.0059(12) 0.0040(12) 0.0041(11) C(2) 0.0394(18) 0.0337(16) 0.0317(15) 0.0043(13) 0.0146(14) 0.0028(13) C(3) 0.0271(15) 0.0324(16) 0.0274(14) -0.0039(12) 0.0059(12) -0.0027(12) C(4) 0.053(2) 0.078(3) 0.068(2) 0.032(2) 0.026(2) 0.023(2) C(5) 0.090(3) 0.035(2) 0.063(2) -0.013(2) 0.007(2) -0.0112(18) C(6) 0.041(2) 0.061(2) 0.063(2) -0.0163(18) 0.0153(19) -0.0166(19) C(7) 0.072(2) 0.048(2) 0.0302(17) -0.0002(18) -0.0005(17) 0.0034(15) C(8) 0.0299(15) 0.0332(16) 0.0241(14) 0.0076(12) 0.0040(12) 0.0048(11) C(9) 0.0325(16) 0.0307(15) 0.0314(15) 0.0042(12) 0.0067(13) -0.0045(12) C(10) 0.0273(15) 0.0319(16) 0.0289(15) 0.0026(12) 0.0044(12) 0.0003(12) C(11) 0.0241(14) 0.0336(15) 0.0229(14) 0.0078(12) -0.0011(12) 0.0016(11) C(12) 0.0367(17) 0.0320(16) 0.0311(16) 0.0103(13) 0.0039(13) -0.0017(12) C(13) 0.0363(17) 0.0284(16) 0.0336(16) 0.0048(13) 0.0052(13) 0.0029(12) C(14) 0.0241(14) 0.0374(16) 0.0230(14) 0.0074(12) -0.0008(11) 0.0004(12) C(15) 0.0255(15) 0.0417(17) 0.0240(14) 0.0086(13) -0.0028(12) 0.0018(13) C(16) 0.0286(16) 0.0457(19) 0.0313(16) 0.0121(14) 0.0001(13) -0.0059(14) #============================================================================== _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalStructure _computing_structure_solution SHELXS97 _computing_structure_refinement CRYSTALS _computing_publication_material 'CrystalStructure 3.8' _computing_molecular_graphics ? #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 O(1) N(1) 1.274(3) yes . . O(2) N(2) 1.297(3) yes . . N(1) C(1) 1.352(3) yes . . N(1) C(2) 1.492(4) yes . . N(2) C(1) 1.326(3) yes . . N(2) C(3) 1.508(3) yes . . N(3) C(14) 1.338(3) yes . . N(3) C(15) 1.353(3) yes . . N(4) C(15) 1.338(4) yes . . N(4) C(16) 1.341(4) yes . . N(5) C(14) 1.324(3) yes . . N(5) C(16) 1.360(4) yes . . N(6) C(15) 1.342(4) yes . . N(7) C(16) 1.329(4) yes . . C(1) C(8) 1.459(4) yes . . C(2) C(3) 1.549(4) yes . . C(2) C(4) 1.529(5) yes . . C(2) C(5) 1.510(5) yes . . C(3) C(6) 1.521(4) yes . . C(3) C(7) 1.512(4) yes . . C(8) C(9) 1.385(4) yes . . C(8) C(13) 1.407(4) yes . . C(9) C(10) 1.392(4) yes . . C(10) C(11) 1.386(4) yes . . C(11) C(12) 1.392(4) yes . . C(11) C(14) 1.500(3) yes . . C(12) C(13) 1.380(4) yes . . N(6) H(1) 0.950 no . . N(6) H(3) 0.950 no . . N(7) H(2) 0.950 no . . N(7) H(4) 0.950 no . . C(4) H(9) 0.950 no . . C(4) H(10) 0.950 no . . C(4) H(11) 0.950 no . . C(5) H(12) 0.950 no . . C(5) H(13) 0.950 no . . C(5) H(14) 0.950 no . . C(6) H(15) 0.950 no . . C(6) H(16) 0.950 no . . C(6) H(17) 0.950 no . . C(7) H(18) 0.950 no . . C(7) H(19) 0.950 no . . C(7) H(20) 0.950 no . . C(9) H(6) 0.950 no . . C(10) H(5) 0.950 no . . C(12) H(8) 0.950 no . . C(13) H(7) 0.950 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 O(1) N(1) C(1) 124.9(2) yes . . . O(1) N(1) C(2) 121.7(2) yes . . . C(1) N(1) C(2) 113.1(2) yes . . . O(2) N(2) C(1) 126.4(2) yes . . . O(2) N(2) C(3) 120.0(2) yes . . . C(1) N(2) C(3) 113.5(2) yes . . . C(14) N(3) C(15) 114.1(2) yes . . . C(15) N(4) C(16) 114.3(2) yes . . . C(14) N(5) C(16) 114.5(2) yes . . . N(1) C(1) N(2) 107.7(2) yes . . . N(1) C(1) C(8) 125.2(2) yes . . . N(2) C(1) C(8) 126.9(2) yes . . . N(1) C(2) C(3) 100.7(2) yes . . . N(1) C(2) C(4) 108.6(2) yes . . . N(1) C(2) C(5) 106.7(2) yes . . . C(3) C(2) C(4) 115.2(2) yes . . . C(3) C(2) C(5) 114.5(2) yes . . . C(4) C(2) C(5) 110.2(3) yes . . . N(2) C(3) C(2) 101.5(2) yes . . . N(2) C(3) C(6) 106.4(2) yes . . . N(2) C(3) C(7) 108.1(2) yes . . . C(2) C(3) C(6) 115.1(2) yes . . . C(2) C(3) C(7) 114.8(2) yes . . . C(6) C(3) C(7) 110.0(2) yes . . . C(1) C(8) C(9) 120.2(2) yes . . . C(1) C(8) C(13) 120.6(2) yes . . . C(9) C(8) C(13) 119.1(2) yes . . . C(8) C(9) C(10) 120.6(2) yes . . . C(9) C(10) C(11) 120.0(2) yes . . . C(10) C(11) C(12) 119.5(2) yes . . . C(10) C(11) C(14) 120.0(2) yes . . . C(12) C(11) C(14) 120.4(2) yes . . . C(11) C(12) C(13) 120.7(2) yes . . . C(8) C(13) C(12) 119.9(2) yes . . . N(3) C(14) N(5) 126.1(2) yes . . . N(3) C(14) C(11) 117.0(2) yes . . . N(5) C(14) C(11) 116.8(2) yes . . . N(3) C(15) N(4) 125.7(2) yes . . . N(3) C(15) N(6) 115.8(2) yes . . . N(4) C(15) N(6) 118.5(2) yes . . . N(4) C(16) N(5) 125.2(2) yes . . . N(4) C(16) N(7) 118.8(2) yes . . . N(5) C(16) N(7) 116.0(2) yes . . . C(15) N(6) H(1) 119.9 no . . . C(15) N(6) H(3) 120.1 no . . . H(1) N(6) H(3) 120.0 no . . . C(16) N(7) H(2) 119.8 no . . . C(16) N(7) H(4) 120.2 no . . . H(2) N(7) H(4) 120.0 no . . . C(2) C(4) H(9) 109.4 no . . . C(2) C(4) H(10) 109.7 no . . . C(2) C(4) H(11) 109.3 no . . . H(9) C(4) H(10) 109.5 no . . . H(9) C(4) H(11) 109.5 no . . . H(10) C(4) H(11) 109.5 no . . . C(2) C(5) H(12) 109.5 no . . . C(2) C(5) H(13) 109.5 no . . . C(2) C(5) H(14) 109.4 no . . . H(12) C(5) H(13) 109.5 no . . . H(12) C(5) H(14) 109.5 no . . . H(13) C(5) H(14) 109.5 no . . . C(3) C(6) H(15) 109.3 no . . . C(3) C(6) H(16) 109.6 no . . . C(3) C(6) H(17) 109.5 no . . . H(15) C(6) H(16) 109.5 no . . . H(15) C(6) H(17) 109.5 no . . . H(16) C(6) H(17) 109.5 no . . . C(3) C(7) H(18) 109.3 no . . . C(3) C(7) H(19) 109.4 no . . . C(3) C(7) H(20) 109.7 no . . . H(18) C(7) H(19) 109.5 no . . . H(18) C(7) H(20) 109.5 no . . . H(19) C(7) H(20) 109.5 no . . . C(8) C(9) H(6) 119.8 no . . . C(10) C(9) H(6) 119.6 no . . . C(9) C(10) H(5) 119.9 no . . . C(11) C(10) H(5) 120.0 no . . . C(11) C(12) H(8) 119.6 no . . . C(13) C(12) H(8) 119.7 no . . . C(8) C(13) H(7) 120.1 no . . . C(12) C(13) H(7) 120.0 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 O(1) N(1) C(1) N(2) -172.1(2) ? . . . . O(1) N(1) C(1) C(8) 11.6(4) ? . . . . O(1) N(1) C(2) C(3) 167.0(2) ? . . . . O(1) N(1) C(2) C(4) 45.6(3) ? . . . . O(1) N(1) C(2) C(5) -73.2(3) ? . . . . C(1) N(1) C(2) C(3) -19.2(3) ? . . . . C(1) N(1) C(2) C(4) -140.6(2) ? . . . . C(1) N(1) C(2) C(5) 100.6(3) ? . . . . C(2) N(1) C(1) N(2) 14.3(3) ? . . . . C(2) N(1) C(1) C(8) -161.9(2) ? . . . . O(2) N(2) C(1) N(1) 176.7(2) ? . . . . O(2) N(2) C(1) C(8) -7.2(4) ? . . . . O(2) N(2) C(3) C(2) 171.6(2) ? . . . . O(2) N(2) C(3) C(6) -67.6(3) ? . . . . O(2) N(2) C(3) C(7) 50.5(3) ? . . . . C(1) N(2) C(3) C(2) -9.3(3) ? . . . . C(1) N(2) C(3) C(6) 111.5(2) ? . . . . C(1) N(2) C(3) C(7) -130.4(2) ? . . . . C(3) N(2) C(1) N(1) -2.4(3) ? . . . . C(3) N(2) C(1) C(8) 173.7(2) ? . . . . C(14) N(3) C(15) N(4) 3.7(4) ? . . . . C(14) N(3) C(15) N(6) -175.9(2) ? . . . . C(15) N(3) C(14) N(5) -3.2(4) ? . . . . C(15) N(3) C(14) C(11) 174.0(2) ? . . . . C(15) N(4) C(16) N(5) -2.2(4) ? . . . . C(15) N(4) C(16) N(7) 178.5(2) ? . . . . C(16) N(4) C(15) N(3) -1.2(4) ? . . . . C(16) N(4) C(15) N(6) 178.4(2) ? . . . . C(14) N(5) C(16) N(4) 2.6(4) ? . . . . C(14) N(5) C(16) N(7) -178.1(2) ? . . . . C(16) N(5) C(14) N(3) 0.3(4) ? . . . . C(16) N(5) C(14) C(11) -176.9(2) ? . . . . N(1) C(1) C(8) C(9) 30.7(4) ? . . . . N(1) C(1) C(8) C(13) -151.9(3) ? . . . . N(2) C(1) C(8) C(9) -144.8(3) ? . . . . N(2) C(1) C(8) C(13) 32.6(4) ? . . . . N(1) C(2) C(3) N(2) 15.5(2) ? . . . . N(1) C(2) C(3) C(6) -98.9(3) ? . . . . N(1) C(2) C(3) C(7) 131.8(2) ? . . . . C(4) C(2) C(3) N(2) 132.1(2) ? . . . . C(4) C(2) C(3) C(6) 17.7(4) ? . . . . C(4) C(2) C(3) C(7) -111.6(3) ? . . . . C(5) C(2) C(3) N(2) -98.5(3) ? . . . . C(5) C(2) C(3) C(6) 147.1(3) ? . . . . C(5) C(2) C(3) C(7) 17.8(4) ? . . . . C(1) C(8) C(9) C(10) 174.7(2) ? . . . . C(1) C(8) C(13) C(12) -174.7(2) ? . . . . C(9) C(8) C(13) C(12) 2.7(4) ? . . . . C(13) C(8) C(9) C(10) -2.8(4) ? . . . . C(8) C(9) C(10) C(11) 0.4(4) ? . . . . C(9) C(10) C(11) C(12) 2.0(4) ? . . . . C(9) C(10) C(11) C(14) -174.2(2) ? . . . . C(10) C(11) C(12) C(13) -2.0(4) ? . . . . C(10) C(11) C(14) N(3) -15.0(3) ? . . . . C(10) C(11) C(14) N(5) 162.5(2) ? . . . . C(12) C(11) C(14) N(3) 168.9(2) ? . . . . C(12) C(11) C(14) N(5) -13.6(4) ? . . . . C(14) C(11) C(12) C(13) 174.1(2) ? . . . . C(11) C(12) C(13) C(8) -0.4(4) ? . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 O(1) O(2) 3.026(3) ? . 7_655 O(1) N(5) 3.420(3) ? . 5_655 O(1) N(7) 2.702(3) ? . 8_455 O(1) C(12) 3.490(4) ? . 5_655 O(2) O(1) 3.026(3) ? . 7_645 O(2) N(6) 3.311(3) ? . 8_445 O(2) N(7) 3.031(3) ? . 2_655 N(2) N(7) 3.592(3) ? . 2_655 N(3) N(3) 3.599(3) ? . 4_655 N(3) N(6) 3.095(3) ? . 4_655 N(5) O(1) 3.420(3) ? . 5_655 N(6) O(2) 3.311(3) ? . 8_555 N(6) N(3) 3.095(3) ? . 4_655 N(6) N(6) 3.523(3) ? . 4_655 N(6) C(6) 3.525(4) ? . 8_555 N(7) O(1) 2.702(3) ? . 8_545 N(7) O(2) 3.031(3) ? . 2_654 N(7) N(2) 3.592(3) ? . 2_654 C(4) C(16) 3.588(5) ? . 5_655 C(6) N(6) 3.525(4) ? . 8_445 C(7) C(15) 3.580(4) ? . 6_455 C(8) C(12) 3.491(4) ? . 5_655 C(12) O(1) 3.490(4) ? . 5_655 C(12) C(8) 3.491(4) ? . 5_655 C(15) C(7) 3.580(4) ? . 6_555 C(16) C(4) 3.588(5) ? . 5_655 O(1) H(2) 2.513 ? . 8_455 O(1) H(4) 2.240 ? . 8_455 O(1) H(8) 2.894 ? . 5_655 O(2) H(1) 2.511 ? . 8_445 O(2) H(2) 2.089 ? . 2_655 O(2) H(3) 3.487 ? . 8_445 O(2) H(4) 3.535 ? . 2_655 O(2) H(6) 2.773 ? . 7_645 O(2) H(12) 2.737 ? . 7_645 N(1) H(4) 3.450 ? . 8_455 N(2) H(1) 3.223 ? . 8_445 N(2) H(2) 2.696 ? . 2_655 N(3) H(3) 2.151 ? . 4_655 N(3) H(15) 3.156 ? . 5_655 N(3) H(16) 3.287 ? . 6_555 N(3) H(19) 3.202 ? . 6_555 N(3) H(20) 3.546 ? . 6_555 N(4) H(9) 3.104 ? . 5_655 N(4) H(14) 2.995 ? . 2_654 N(4) H(15) 3.126 ? . 5_655 N(4) H(18) 3.053 ? . 2_654 N(4) H(19) 2.920 ? . 6_555 N(5) H(4) 3.333 ? . 4_645 N(5) H(9) 2.963 ? . 5_655 N(5) H(11) 3.246 ? . 6_555 N(5) H(13) 3.267 ? . 6_555 N(5) H(19) 3.325 ? . 6_555 N(6) H(3) 2.903 ? . 4_655 N(6) H(5) 3.267 ? . 4_655 N(6) H(7) 3.495 ? . 8_555 N(6) H(12) 3.350 ? . 2_654 N(6) H(14) 3.367 ? . 2_654 N(6) H(15) 3.358 ? . 5_655 N(6) H(17) 2.658 ? . 8_555 N(6) H(19) 3.518 ? . 6_555 N(6) H(20) 3.443 ? . 6_555 N(7) H(8) 3.535 ? . 4_645 N(7) H(9) 2.862 ? . 5_655 N(7) H(13) 3.348 ? . 6_555 N(7) H(18) 2.863 ? . 2_654 C(1) H(2) 3.395 ? . 2_655 C(3) H(2) 3.558 ? . 2_655 C(4) H(10) 3.372 ? . 4_555 C(5) H(1) 3.152 ? . 2_655 C(5) H(7) 3.127 ? . 7_655 C(5) H(18) 3.534 ? . 5_656 C(6) H(1) 3.368 ? . 8_445 C(6) H(3) 3.266 ? . 8_445 C(6) H(5) 3.579 ? . 6_455 C(6) H(5) 3.587 ? . 7_645 C(6) H(17) 3.566 ? . 4_545 C(7) H(2) 3.193 ? . 2_655 C(7) H(5) 3.496 ? . 7_645 C(7) H(6) 3.464 ? . 7_645 C(7) H(14) 3.249 ? . 5_656 C(9) H(20) 3.275 ? . 7_655 C(10) H(3) 3.316 ? . 4_655 C(10) H(7) 3.438 ? . 5_655 C(10) H(11) 3.310 ? . 6_555 C(10) H(16) 3.018 ? . 6_555 C(10) H(20) 3.192 ? . 7_655 C(11) H(3) 3.551 ? . 4_655 C(11) H(11) 2.848 ? . 6_555 C(11) H(16) 3.404 ? . 6_555 C(12) H(11) 3.024 ? . 6_555 C(13) H(11) 3.577 ? . 6_555 C(13) H(12) 3.192 ? . 7_645 C(14) H(3) 3.140 ? . 4_655 C(14) H(9) 3.530 ? . 5_655 C(14) H(11) 3.138 ? . 6_555 C(14) H(15) 3.569 ? . 5_655 C(14) H(16) 3.421 ? . 6_555 C(14) H(19) 3.313 ? . 6_555 C(15) H(3) 2.862 ? . 4_655 C(15) H(14) 3.483 ? . 2_654 C(15) H(15) 2.913 ? . 5_655 C(15) H(19) 2.920 ? . 6_555 C(15) H(20) 3.364 ? . 6_555 C(16) H(9) 2.657 ? . 5_655 C(16) H(13) 3.324 ? . 6_555 C(16) H(15) 3.501 ? . 5_655 C(16) H(18) 3.186 ? . 2_654 C(16) H(19) 3.104 ? . 6_555 H(1) O(2) 2.511 ? . 8_555 H(1) N(2) 3.223 ? . 8_555 H(1) C(5) 3.152 ? . 2_654 H(1) C(6) 3.368 ? . 8_555 H(1) H(6) 3.011 ? . 2_654 H(1) H(7) 2.991 ? . 8_555 H(1) H(12) 2.568 ? . 2_654 H(1) H(14) 2.878 ? . 2_654 H(1) H(17) 2.465 ? . 8_555 H(2) O(1) 2.513 ? . 8_545 H(2) O(2) 2.089 ? . 2_654 H(2) N(2) 2.696 ? . 2_654 H(2) C(1) 3.395 ? . 2_654 H(2) C(3) 3.558 ? . 2_654 H(2) C(7) 3.193 ? . 2_654 H(2) H(6) 3.449 ? . 8_545 H(2) H(9) 3.225 ? . 5_655 H(2) H(12) 3.504 ? . 8_545 H(2) H(18) 2.443 ? . 2_654 H(2) H(20) 3.371 ? . 2_654 H(3) O(2) 3.487 ? . 8_555 H(3) N(3) 2.151 ? . 4_655 H(3) N(6) 2.903 ? . 4_655 H(3) C(6) 3.266 ? . 8_555 H(3) C(10) 3.316 ? . 4_655 H(3) C(11) 3.551 ? . 4_655 H(3) C(14) 3.140 ? . 4_655 H(3) C(15) 2.862 ? . 4_655 H(3) H(3) 2.438 ? . 4_655 H(3) H(5) 2.706 ? . 4_655 H(3) H(7) 3.485 ? . 8_555 H(3) H(15) 3.147 ? . 8_555 H(3) H(17) 2.561 ? . 8_555 H(3) H(20) 3.583 ? . 6_555 H(4) O(1) 2.240 ? . 8_545 H(4) O(2) 3.535 ? . 2_654 H(4) N(1) 3.450 ? . 8_545 H(4) N(5) 3.333 ? . 4_645 H(4) H(4) 2.956 ? . 4_645 H(4) H(8) 2.793 ? . 4_645 H(4) H(9) 3.140 ? . 5_655 H(4) H(9) 3.515 ? . 8_545 H(4) H(13) 3.289 ? . 6_555 H(4) H(18) 3.477 ? . 2_654 H(5) N(6) 3.267 ? . 4_655 H(5) C(6) 3.579 ? . 6_555 H(5) C(6) 3.587 ? . 7_655 H(5) C(7) 3.496 ? . 7_655 H(5) H(3) 2.706 ? . 4_655 H(5) H(16) 2.720 ? . 6_555 H(5) H(16) 3.058 ? . 7_655 H(5) H(17) 3.334 ? . 7_655 H(5) H(20) 2.561 ? . 7_655 H(6) O(2) 2.773 ? . 7_655 H(6) C(7) 3.464 ? . 7_655 H(6) H(1) 3.011 ? . 2_655 H(6) H(2) 3.449 ? . 8_455 H(6) H(17) 3.072 ? . 7_655 H(6) H(18) 3.561 ? . 7_655 H(6) H(20) 2.727 ? . 7_655 H(7) N(6) 3.495 ? . 8_445 H(7) C(5) 3.127 ? . 7_645 H(7) C(10) 3.438 ? . 5_655 H(7) H(1) 2.991 ? . 8_445 H(7) H(3) 3.485 ? . 8_445 H(7) H(12) 2.414 ? . 7_645 H(7) H(13) 3.086 ? . 7_645 H(7) H(14) 3.501 ? . 7_645 H(8) O(1) 2.894 ? . 5_655 H(8) N(7) 3.535 ? . 4_645 H(8) H(4) 2.793 ? . 4_645 H(8) H(11) 3.298 ? . 6_555 H(8) H(12) 3.519 ? . 7_645 H(8) H(13) 3.079 ? . 7_645 H(9) N(4) 3.104 ? . 5_655 H(9) N(5) 2.963 ? . 5_655 H(9) N(7) 2.862 ? . 5_655 H(9) C(14) 3.530 ? . 5_655 H(9) C(16) 2.657 ? . 5_655 H(9) H(2) 3.225 ? . 5_655 H(9) H(4) 3.140 ? . 5_655 H(9) H(4) 3.515 ? . 8_455 H(9) H(10) 3.549 ? . 4_555 H(10) C(4) 3.372 ? . 4_555 H(10) H(9) 3.549 ? . 4_555 H(10) H(10) 2.509 ? . 4_555 H(11) N(5) 3.246 ? . 6_455 H(11) C(10) 3.310 ? . 6_455 H(11) C(11) 2.848 ? . 6_455 H(11) C(12) 3.024 ? . 6_455 H(11) C(13) 3.577 ? . 6_455 H(11) C(14) 3.138 ? . 6_455 H(11) H(8) 3.298 ? . 6_455 H(12) O(2) 2.737 ? . 7_655 H(12) N(6) 3.350 ? . 2_655 H(12) C(13) 3.192 ? . 7_655 H(12) H(1) 2.568 ? . 2_655 H(12) H(2) 3.504 ? . 8_455 H(12) H(7) 2.414 ? . 7_655 H(12) H(8) 3.519 ? . 7_655 H(13) N(5) 3.267 ? . 6_455 H(13) N(7) 3.348 ? . 6_455 H(13) C(16) 3.324 ? . 6_455 H(13) H(4) 3.289 ? . 6_455 H(13) H(7) 3.086 ? . 7_655 H(13) H(8) 3.079 ? . 7_655 H(13) H(18) 3.287 ? . 5_656 H(14) N(4) 2.995 ? . 2_655 H(14) N(6) 3.367 ? . 2_655 H(14) C(7) 3.249 ? . 5_656 H(14) C(15) 3.483 ? . 2_655 H(14) H(1) 2.878 ? . 2_655 H(14) H(7) 3.501 ? . 7_655 H(14) H(18) 2.917 ? . 5_656 H(14) H(19) 2.958 ? . 5_656 H(14) H(20) 3.349 ? . 5_656 H(15) N(3) 3.156 ? . 5_655 H(15) N(4) 3.126 ? . 5_655 H(15) N(6) 3.358 ? . 5_655 H(15) C(14) 3.569 ? . 5_655 H(15) C(15) 2.913 ? . 5_655 H(15) C(16) 3.501 ? . 5_655 H(15) H(3) 3.147 ? . 8_445 H(15) H(17) 3.559 ? . 4_545 H(16) N(3) 3.287 ? . 6_455 H(16) C(10) 3.018 ? . 6_455 H(16) C(11) 3.404 ? . 6_455 H(16) C(14) 3.421 ? . 6_455 H(16) H(5) 2.720 ? . 6_455 H(16) H(5) 3.058 ? . 7_645 H(16) H(16) 3.162 ? . 4_545 H(16) H(17) 3.319 ? . 4_545 H(17) N(6) 2.658 ? . 8_445 H(17) C(6) 3.566 ? . 4_545 H(17) H(1) 2.465 ? . 8_445 H(17) H(3) 2.561 ? . 8_445 H(17) H(5) 3.334 ? . 7_645 H(17) H(6) 3.072 ? . 7_645 H(17) H(15) 3.559 ? . 4_545 H(17) H(16) 3.319 ? . 4_545 H(17) H(17) 3.247 ? . 4_545 H(18) N(4) 3.053 ? . 2_655 H(18) N(7) 2.863 ? . 2_655 H(18) C(5) 3.534 ? . 5_656 H(18) C(16) 3.186 ? . 2_655 H(18) H(2) 2.443 ? . 2_655 H(18) H(4) 3.477 ? . 2_655 H(18) H(6) 3.561 ? . 7_645 H(18) H(13) 3.287 ? . 5_656 H(18) H(14) 2.917 ? . 5_656 H(18) H(18) 3.438 ? . 5_656 H(18) H(19) 3.118 ? . 5_656 H(19) N(3) 3.202 ? . 6_455 H(19) N(4) 2.920 ? . 6_455 H(19) N(5) 3.325 ? . 6_455 H(19) N(6) 3.518 ? . 6_455 H(19) C(14) 3.313 ? . 6_455 H(19) C(15) 2.920 ? . 6_455 H(19) C(16) 3.104 ? . 6_455 H(19) H(14) 2.958 ? . 5_656 H(19) H(18) 3.118 ? . 5_656 H(19) H(19) 3.527 ? . 5_656 H(20) N(3) 3.546 ? . 6_455 H(20) N(6) 3.443 ? . 6_455 H(20) C(9) 3.275 ? . 7_645 H(20) C(10) 3.192 ? . 7_645 H(20) C(15) 3.364 ? . 6_455 H(20) H(2) 3.371 ? . 2_655 H(20) H(3) 3.583 ? . 6_455 H(20) H(5) 2.561 ? . 7_645 H(20) H(6) 2.727 ? . 7_645 H(20) H(14) 3.349 ? . 5_656 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_D _geom_hbond_site_symmetry_H _geom_hbond_site_symmetry_A _geom_hbond_distance_DA _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_angle_DHA _geom_hbond_publ_flag N(6) H(1) O(2) . . 8_555 3.311(3) 0.950 2.511 141.9 no N(6) H(3) N(3) . . 4_655 3.095(3) 0.950 2.151 172.3 no N(7) H(2) O(2) . . 2_654 3.031(3) 0.950 2.089 171.3 no N(7) H(2) N(2) . . 2_654 3.592(3) 0.950 2.696 157.5 no N(7) H(4) O(1) . . 8_545 2.702(3) 0.950 2.240 108.9 no #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #==============================================================================