# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_General _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 #TrackingRef '- CIF7a.cif' _audit_creation_date 2010-12-08 _audit_creation_method 'by CrystalStructure 3.8' _audit_update_record ? #============================================================================== # PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_coeditor_code ? #============================================================================== # SUBMISSION DETAILS _publ_contact_author_name 'Nishiwaki, Nagatoshi' _publ_contact_author_email nishiwaki.nagatoshi@kochi-tech.ac.jp _publ_contact_author_fax 'ENTER FAX NUMBER' _publ_contact_author_phone 'ENTER PHONE NUMBER' _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_category 'CHOOSE FI FM FO CI CM CO or AD' _publ_requested_coeditor_name ? #============================================================================== # TITLE AND AUTHOR LIST _publ_section_title ; ENTER SECTION TITLE ; _publ_section_title_footnote ; ENTER FOOTNOTE TO TITLE OF PAPER ; loop_ _publ_author_name _publ_author_footnote _publ_author_address N.Nishiwaki ; FIRST AUTHORS FOOTNOTES ; ; FIRST AUTHORS ADDRESS ; S.Hirao '' '' J.Sawayama '' '' K.Saigo '' '' K.Kobiro '' '' _publ_section_synopsis ; ENTER SYNOPSIS ; #============================================================================== # TEXT _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES Rigaku Americas and Rigaku Corporation. (2007). CrystalStructure (Version 3.8). Single Crystal Structure Analysis Software. Rigaku Americas, 9009 TX, USA 77381-5209. Rigaku, Tokyo 196-8666, Japan. M.C. Burla, R. Caliandro, M. Camalli, B. Carrozzini, G.L. Cascarano, L. De Caro, C. Giacovazzo, G. Polidori, R. Spagna (2005) SIR2004 Carruthers, J.R., Rollett,J.S., Betteridge, P.W., Kinna, D., Pearce, L., Larsen, A., and Gabe, E.(1999) CRYSTALS Issue 11, Chemical Crystallography Laboratory, Oxford, UK. ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; _publ_section_exptl_prep ; ENTER COMPOUND PREPARATION DETAILS ; _publ_section_exptl_refinement ; ENTER SPECIAL DETAILS OF THE REFINEMENT ; #============================================================================== data__bicyclo100921____________ _database_code_depnum_ccdc_archive 'CCDC 804331' #TrackingRef '- CIF7a.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C10 H18 N4 O2 ' _chemical_formula_moiety 'C10 H18 N4 O2 ' _chemical_formula_weight 226.28 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,+Y,1/2-Z 3 -X,-Y,-Z 4 +X,-Y,1/2+Z 5 1/2+X,1/2+Y,+Z 6 1/2-X,1/2+Y,1/2-Z 7 1/2-X,1/2-Y,-Z 8 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 10.713(6) _cell_length_b 9.556(7) _cell_length_c 23.622(6) _cell_angle_alpha 90.0000 _cell_angle_beta 99.24(3) _cell_angle_gamma 90.0000 _cell_volume 2387(2) _cell_formula_units_Z 8 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10.6 _cell_measurement_theta_max 14.4 _cell_measurement_temperature 299.1 #------------------------------------------------------------------------------ _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.23 _exptl_crystal_density_diffrn 1.259 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 976.00 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71069 _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method \w-2\q _diffrn_reflns_number 2830 _diffrn_reflns_av_R_equivalents 0.038 _diffrn_reflns_theta_max 27.62 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.62 _diffrn_measured_fraction_theta_full 0.993 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 0 _diffrn_standards_number 3 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using reflections with F^2^ > 2.0 sigma(F^2^). 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 2762 _reflns_number_gt 1625 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_gt 0.0626 _refine_ls_wR_factor_ref 0.1838 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 1625 _refine_ls_number_parameters 163 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[0.0067Fo^2^ + 1.0000\s(Fo^2^)]/(4Fo^2^)' _refine_ls_shift/su_max 0.0000 _refine_diff_density_max 0.55 _refine_diff_density_min -0.53 _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 0.2205(2) 0.2383(2) 0.72313(10) 0.0537(6) Uani 1.00 1 d . . . O(2) O 0.2855(2) 0.4025(2) 0.67001(11) 0.0576(7) Uani 1.00 1 d . . . N(1) N 0.4000(2) -0.0596(2) 0.64551(10) 0.0378(6) Uani 1.00 1 d . . . N(2) N 0.5262(3) -0.1422(3) 0.58257(13) 0.0576(8) Uani 1.00 1 d . . . N(3) N 0.3249(2) -0.0041(2) 0.72797(10) 0.0442(6) Uani 1.00 1 d . . . N(4) N 0.2897(2) 0.2750(2) 0.68507(10) 0.0404(6) Uani 1.00 1 d . . . C(1) C 0.3603(2) 0.0357(3) 0.67892(11) 0.0329(6) Uani 1.00 1 d . . . C(2) C 0.3597(2) 0.1815(2) 0.66088(11) 0.0339(6) Uani 1.00 1 d . . . C(3) C 0.4447(2) 0.2348(3) 0.61967(12) 0.0387(7) Uani 1.00 1 d . . . C(4) C 0.5168(2) 0.1099(3) 0.59925(13) 0.0442(8) Uani 1.00 1 d . . . C(5) C 0.4427(2) -0.0260(3) 0.59042(12) 0.0415(7) Uani 1.00 1 d . . . C(6) C 0.4712(3) -0.2639(3) 0.60804(17) 0.0597(10) Uani 1.00 1 d . . . C(7) C 0.4187(3) -0.2084(3) 0.66005(15) 0.0489(9) Uani 1.00 1 d . . . C(8) C 0.5449(3) 0.3341(3) 0.65175(17) 0.0567(10) Uani 1.00 1 d . . . C(9) C 0.3704(3) 0.3141(4) 0.56708(13) 0.0546(9) Uani 1.00 1 d . . . C(10) C 0.3296(3) -0.0233(4) 0.54265(14) 0.0565(9) Uani 1.00 1 d . . . H(1) H 0.5898 0.0935 0.6271 0.055 Uiso 1.00 1 c R . . H(2) H 0.5420 0.1348 0.5638 0.055 Uiso 1.00 1 c R . . H(3) H 0.5345 -0.3324 0.6196 0.073 Uiso 1.00 1 c R . . H(4) H 0.4054 -0.3039 0.5812 0.073 Uiso 1.00 1 c R . . H(5) H 0.3411 -0.2526 0.6640 0.060 Uiso 1.00 1 c R . . H(6) H 0.4774 -0.2205 0.6944 0.060 Uiso 1.00 1 c R . . H(7) H 0.5895 0.2878 0.6845 0.068 Uiso 1.00 1 c R . . H(8) H 0.5046 0.4152 0.6635 0.068 Uiso 1.00 1 c R . . H(9) H 0.6026 0.3607 0.6270 0.069 Uiso 1.00 1 c R . . H(10) H 0.3484 0.4048 0.5786 0.067 Uiso 1.00 1 c R . . H(11) H 0.2957 0.2636 0.5526 0.067 Uiso 1.00 1 c R . . H(12) H 0.4218 0.3221 0.5380 0.067 Uiso 1.00 1 c R . . H(13) H 0.2649 0.0333 0.5539 0.068 Uiso 1.00 1 c R . . H(14) H 0.3544 0.0144 0.5089 0.068 Uiso 1.00 1 c R . . H(15) H 0.2989 -0.1158 0.5352 0.068 Uiso 1.00 1 c R . . H(16) H 0.5266 -0.1578 0.5429 0.073 Uiso 1.00 1 c R . . H(17) H 0.2961 0.0743 0.7510 0.055 Uiso 1.00 1 c R . . H(18) H 0.2682 0.2482 0.7604 0.068 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) 0.0646(14) 0.0539(14) 0.0503(12) 0.0069(11) 0.0330(11) -0.0073(10) O(2) 0.0794(17) 0.0438(12) 0.0546(13) 0.0187(12) 0.0267(12) 0.0030(10) N(1) 0.0445(12) 0.0369(12) 0.0347(11) 0.0041(10) 0.0147(9) 0.0020(10) N(2) 0.077(2) 0.0503(16) 0.0532(16) 0.0228(14) 0.0349(15) 0.0020(13) N(3) 0.0532(13) 0.0490(14) 0.0360(12) -0.0031(11) 0.0241(11) 0.0024(11) N(4) 0.0463(13) 0.0410(13) 0.0372(12) 0.0070(10) 0.0163(10) -0.0040(10) C(1) 0.0305(11) 0.0404(14) 0.0285(12) -0.0024(10) 0.0074(9) -0.0006(10) C(2) 0.0356(13) 0.0372(14) 0.0308(12) 0.0037(10) 0.0110(10) 0.0006(10) C(3) 0.0420(14) 0.0405(15) 0.0362(14) 0.0067(11) 0.0138(11) 0.0106(11) C(4) 0.0429(15) 0.0490(16) 0.0461(16) 0.0077(13) 0.0239(13) 0.0090(13) C(5) 0.0488(15) 0.0452(16) 0.0355(13) 0.0108(13) 0.0215(11) 0.0009(12) C(6) 0.080(2) 0.0418(17) 0.061(2) 0.0132(16) 0.024(2) -0.0002(15) C(7) 0.0575(19) 0.0374(16) 0.0551(18) 0.0033(13) 0.0185(15) 0.0042(13) C(8) 0.0511(18) 0.0519(19) 0.068(2) -0.0095(15) 0.0135(17) 0.0044(17) C(9) 0.063(2) 0.062(2) 0.0413(17) 0.0175(17) 0.0173(15) 0.0156(15) C(10) 0.065(2) 0.064(2) 0.0409(15) 0.0097(17) 0.0084(14) -0.0053(15) #============================================================================== _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction CrystalStructure _computing_structure_solution SIR2004 _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(4) 1.302(3) yes . . O(2) N(4) 1.268(3) yes . . N(1) C(1) 1.320(3) yes . . N(1) C(5) 1.482(3) yes . . N(1) C(7) 1.468(3) yes . . N(2) C(5) 1.457(4) yes . . N(2) C(6) 1.474(4) yes . . N(3) C(1) 1.331(3) yes . . N(4) C(2) 1.351(3) yes . . C(1) C(2) 1.457(3) yes . . C(2) C(3) 1.524(4) yes . . C(3) C(4) 1.541(4) yes . . C(3) C(8) 1.538(4) yes . . C(3) C(9) 1.560(4) yes . . C(4) C(5) 1.518(4) yes . . C(5) C(10) 1.517(4) yes . . C(6) C(7) 1.526(5) yes . . O(1) H(18) 0.950 no . . N(2) H(16) 0.950 no . . N(3) H(17) 1.004 no . . C(4) H(1) 0.950 no . . C(4) H(2) 0.950 no . . C(6) H(3) 0.950 no . . C(6) H(4) 0.950 no . . C(7) H(5) 0.950 no . . C(7) H(6) 0.950 no . . C(8) H(7) 0.950 no . . C(8) H(8) 0.950 no . . C(8) H(9) 0.950 no . . C(9) H(10) 0.950 no . . C(9) H(11) 0.950 no . . C(9) H(12) 0.950 no . . C(10) H(13) 0.950 no . . C(10) H(14) 0.950 no . . C(10) H(15) 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 C(1) N(1) C(5) 123.3(2) yes . . . C(1) N(1) C(7) 125.0(2) yes . . . C(5) N(1) C(7) 111.5(2) yes . . . C(5) N(2) C(6) 104.8(2) yes . . . O(1) N(4) O(2) 117.0(2) yes . . . O(1) N(4) C(2) 122.0(2) yes . . . O(2) N(4) C(2) 120.9(2) yes . . . N(1) C(1) N(3) 119.2(2) yes . . . N(1) C(1) C(2) 118.2(2) yes . . . N(3) C(1) C(2) 122.7(2) yes . . . N(4) C(2) C(1) 119.1(2) yes . . . N(4) C(2) C(3) 118.6(2) yes . . . C(1) C(2) C(3) 122.1(2) yes . . . C(2) C(3) C(4) 108.8(2) yes . . . C(2) C(3) C(8) 109.5(2) yes . . . C(2) C(3) C(9) 112.9(2) yes . . . C(4) C(3) C(8) 106.7(2) yes . . . C(4) C(3) C(9) 110.1(2) yes . . . C(8) C(3) C(9) 108.6(2) yes . . . C(3) C(4) C(5) 115.3(2) yes . . . N(1) C(5) N(2) 103.2(2) yes . . . N(1) C(5) C(4) 107.1(2) yes . . . N(1) C(5) C(10) 109.5(2) yes . . . N(2) C(5) C(4) 110.5(2) yes . . . N(2) C(5) C(10) 110.6(2) yes . . . C(4) C(5) C(10) 115.2(2) yes . . . N(2) C(6) C(7) 106.1(2) yes . . . N(1) C(7) C(6) 101.7(2) yes . . . N(4) O(1) H(18) 109.4 no . . . C(5) N(2) H(16) 110.2 no . . . C(6) N(2) H(16) 110.1 no . . . C(1) N(3) H(17) 114.5 no . . . C(3) C(4) H(1) 108.0 no . . . C(3) C(4) H(2) 108.0 no . . . C(5) C(4) H(1) 108.0 no . . . C(5) C(4) H(2) 108.0 no . . . H(1) C(4) H(2) 109.5 no . . . N(2) C(6) H(3) 110.3 no . . . N(2) C(6) H(4) 110.3 no . . . C(7) C(6) H(3) 110.3 no . . . C(7) C(6) H(4) 110.3 no . . . H(3) C(6) H(4) 109.5 no . . . N(1) C(7) H(5) 111.4 no . . . N(1) C(7) H(6) 111.4 no . . . C(6) C(7) H(5) 111.4 no . . . C(6) C(7) H(6) 111.4 no . . . H(5) C(7) H(6) 109.5 no . . . C(3) C(8) H(7) 109.5 no . . . C(3) C(8) H(8) 109.5 no . . . C(3) C(8) H(9) 109.5 no . . . H(7) C(8) H(8) 109.5 no . . . H(7) C(8) H(9) 109.5 no . . . H(8) C(8) H(9) 109.5 no . . . C(3) C(9) H(10) 109.5 no . . . C(3) C(9) H(11) 109.5 no . . . C(3) C(9) H(12) 109.5 no . . . H(10) C(9) H(11) 109.5 no . . . H(10) C(9) H(12) 109.5 no . . . H(11) C(9) H(12) 109.5 no . . . C(5) C(10) H(13) 109.5 no . . . C(5) C(10) H(14) 109.5 no . . . C(5) C(10) H(15) 109.5 no . . . H(13) C(10) H(14) 109.5 no . . . H(13) C(10) H(15) 109.5 no . . . H(14) C(10) H(15) 109.5 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 C(1) N(1) C(5) N(2) 155.5(2) ? . . . . C(1) N(1) C(5) C(4) 38.9(3) ? . . . . C(1) N(1) C(5) C(10) -86.6(3) ? . . . . C(5) N(1) C(1) N(3) -179.3(2) ? . . . . C(5) N(1) C(1) C(2) -0.6(3) ? . . . . C(1) N(1) C(7) C(6) -176.9(2) ? . . . . C(7) N(1) C(1) N(3) -5.2(3) ? . . . . C(7) N(1) C(1) C(2) 173.5(2) ? . . . . C(5) N(1) C(7) C(6) -2.3(3) ? . . . . C(7) N(1) C(5) N(2) -19.2(2) ? . . . . C(7) N(1) C(5) C(4) -135.9(2) ? . . . . C(7) N(1) C(5) C(10) 98.6(2) ? . . . . C(5) N(2) C(6) C(7) -36.0(3) ? . . . . C(6) N(2) C(5) N(1) 33.2(2) ? . . . . C(6) N(2) C(5) C(4) 147.4(2) ? . . . . C(6) N(2) C(5) C(10) -83.9(3) ? . . . . O(1) N(4) C(2) C(1) -1.5(3) ? . . . . O(1) N(4) C(2) C(3) -176.0(2) ? . . . . O(2) N(4) C(2) C(1) -179.1(2) ? . . . . O(2) N(4) C(2) C(3) 6.4(3) ? . . . . N(1) C(1) C(2) N(4) 162.4(2) ? . . . . N(1) C(1) C(2) C(3) -23.4(3) ? . . . . N(3) C(1) C(2) N(4) -19.0(3) ? . . . . N(3) C(1) C(2) C(3) 155.3(2) ? . . . . N(4) C(2) C(3) C(4) 178.5(2) ? . . . . N(4) C(2) C(3) C(8) 62.3(3) ? . . . . N(4) C(2) C(3) C(9) -58.9(3) ? . . . . C(1) C(2) C(3) C(4) 4.2(3) ? . . . . C(1) C(2) C(3) C(8) -112.0(2) ? . . . . C(1) C(2) C(3) C(9) 126.9(2) ? . . . . C(2) C(3) C(4) C(5) 36.4(3) ? . . . . C(8) C(3) C(4) C(5) 154.4(2) ? . . . . C(9) C(3) C(4) C(5) -87.9(3) ? . . . . C(3) C(4) C(5) N(1) -56.8(3) ? . . . . C(3) C(4) C(5) N(2) -168.6(2) ? . . . . C(3) C(4) C(5) C(10) 65.2(3) ? . . . . N(2) C(6) C(7) N(1) 23.0(3) ? . . . . 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) N(3) 2.794(3) ? . 6_556 O(1) C(6) 3.492(4) ? . 5_455 O(1) C(7) 3.375(4) ? . 5_455 O(1) C(7) 3.379(4) ? . 6_556 O(2) N(2) 3.213(3) ? . 5_455 O(2) N(3) 2.986(3) ? . 6_556 N(2) O(2) 3.213(3) ? . 5_545 N(2) N(4) 3.501(3) ? . 5_545 N(3) O(1) 2.794(3) ? . 6_546 N(3) O(2) 2.986(3) ? . 6_546 N(3) N(4) 3.315(3) ? . 6_546 N(3) C(8) 3.591(4) ? . 5_445 N(4) N(2) 3.501(3) ? . 5_455 N(4) N(3) 3.315(3) ? . 6_556 C(6) O(1) 3.492(4) ? . 5_545 C(7) O(1) 3.375(4) ? . 5_545 C(7) O(1) 3.379(4) ? . 6_546 C(8) N(3) 3.591(4) ? . 5_555 O(1) H(3) 2.975 ? . 5_455 O(1) H(5) 2.850 ? . 6_556 O(1) H(6) 2.614 ? . 5_455 O(1) H(6) 3.127 ? . 6_556 O(1) H(7) 2.776 ? . 2_656 O(1) H(17) 3.278 ? . 6_556 O(2) H(1) 2.841 ? . 5_455 O(2) H(3) 3.558 ? . 5_455 O(2) H(5) 3.356 ? . 1_565 O(2) H(17) 2.732 ? . 6_556 N(1) H(9) 3.237 ? . 5_445 N(1) H(18) 3.583 ? . 6_546 N(2) H(2) 3.418 ? . 3_656 N(2) H(10) 3.496 ? . 5_545 N(2) H(11) 3.210 ? . 5_545 N(2) H(12) 3.447 ? . 3_656 N(2) H(14) 2.947 ? . 3_656 N(3) H(1) 3.525 ? . 2_656 N(3) H(6) 3.298 ? . 2_656 N(3) H(7) 3.506 ? . 2_656 N(3) H(7) 3.246 ? . 5_445 N(3) H(9) 3.347 ? . 5_445 N(3) H(18) 2.600 ? . 6_546 N(4) H(3) 3.093 ? . 5_455 N(4) H(6) 3.388 ? . 5_455 N(4) H(7) 3.147 ? . 2_656 N(4) H(17) 3.428 ? . 6_556 C(1) H(9) 3.292 ? . 5_445 C(1) H(18) 3.483 ? . 6_546 C(2) H(3) 3.466 ? . 5_455 C(4) H(14) 3.313 ? . 3_656 C(4) H(16) 3.346 ? . 3_656 C(5) H(14) 3.447 ? . 3_656 C(6) H(8) 3.332 ? . 1_545 C(6) H(10) 3.456 ? . 1_545 C(7) H(6) 3.443 ? . 2_656 C(7) H(9) 3.415 ? . 5_445 C(7) H(18) 2.986 ? . 6_546 C(8) H(3) 3.274 ? . 1_565 C(8) H(5) 3.247 ? . 5_555 C(8) H(18) 2.766 ? . 2_656 C(9) H(11) 3.177 ? . 7_556 C(9) H(13) 3.326 ? . 7_556 C(9) H(14) 3.213 ? . 7_556 C(9) H(16) 3.334 ? . 3_656 C(10) H(2) 3.234 ? . 3_656 C(10) H(9) 3.561 ? . 5_445 C(10) H(10) 3.372 ? . 7_556 C(10) H(11) 3.471 ? . 7_556 C(10) H(12) 3.597 ? . 7_556 C(10) H(16) 3.232 ? . 3_656 H(1) O(2) 2.841 ? . 5_545 H(1) N(3) 3.525 ? . 2_656 H(1) H(5) 3.069 ? . 5_555 H(1) H(14) 3.515 ? . 3_656 H(1) H(17) 2.948 ? . 2_656 H(1) H(18) 3.203 ? . 2_656 H(2) N(2) 3.418 ? . 3_656 H(2) C(10) 3.234 ? . 3_656 H(2) H(14) 2.613 ? . 3_656 H(2) H(15) 3.114 ? . 3_656 H(2) H(16) 2.519 ? . 3_656 H(3) O(1) 2.975 ? . 5_545 H(3) O(2) 3.558 ? . 5_545 H(3) N(4) 3.093 ? . 5_545 H(3) C(2) 3.466 ? . 5_545 H(3) C(8) 3.274 ? . 1_545 H(3) H(8) 2.666 ? . 1_545 H(3) H(9) 3.020 ? . 1_545 H(3) H(10) 3.255 ? . 1_545 H(3) H(11) 3.549 ? . 5_545 H(3) H(13) 3.373 ? . 5_545 H(4) H(8) 3.385 ? . 1_545 H(4) H(10) 2.849 ? . 1_545 H(4) H(15) 3.318 ? . 7_546 H(5) O(1) 2.850 ? . 6_546 H(5) O(2) 3.356 ? . 1_545 H(5) C(8) 3.247 ? . 5_445 H(5) H(1) 3.069 ? . 5_445 H(5) H(7) 2.841 ? . 5_445 H(5) H(9) 2.784 ? . 5_445 H(5) H(17) 3.143 ? . 6_546 H(5) H(18) 2.288 ? . 6_546 H(6) O(1) 2.614 ? . 5_545 H(6) O(1) 3.127 ? . 6_546 H(6) N(3) 3.298 ? . 2_656 H(6) N(4) 3.388 ? . 5_545 H(6) C(7) 3.443 ? . 2_656 H(6) H(6) 2.596 ? . 2_656 H(6) H(8) 3.578 ? . 1_545 H(6) H(18) 3.267 ? . 5_545 H(6) H(18) 3.010 ? . 6_546 H(7) O(1) 2.776 ? . 2_656 H(7) N(3) 3.506 ? . 2_656 H(7) N(3) 3.246 ? . 5_555 H(7) N(4) 3.147 ? . 2_656 H(7) H(5) 2.841 ? . 5_555 H(7) H(17) 2.718 ? . 2_656 H(7) H(18) 1.877 ? . 2_656 H(8) C(6) 3.332 ? . 1_565 H(8) H(3) 2.666 ? . 1_565 H(8) H(4) 3.385 ? . 1_565 H(8) H(6) 3.578 ? . 1_565 H(8) H(18) 3.208 ? . 2_656 H(9) N(1) 3.237 ? . 5_555 H(9) N(3) 3.347 ? . 5_555 H(9) C(1) 3.292 ? . 5_555 H(9) C(7) 3.415 ? . 5_555 H(9) C(10) 3.561 ? . 5_555 H(9) H(3) 3.020 ? . 1_565 H(9) H(5) 2.784 ? . 5_555 H(9) H(13) 3.114 ? . 5_555 H(9) H(15) 3.262 ? . 5_555 H(9) H(18) 2.993 ? . 2_656 H(10) N(2) 3.496 ? . 5_455 H(10) C(6) 3.456 ? . 1_565 H(10) C(10) 3.372 ? . 7_556 H(10) H(3) 3.255 ? . 1_565 H(10) H(4) 2.849 ? . 1_565 H(10) H(13) 3.225 ? . 7_556 H(10) H(14) 2.855 ? . 7_556 H(10) H(15) 3.525 ? . 7_556 H(10) H(16) 3.467 ? . 5_455 H(11) N(2) 3.210 ? . 5_455 H(11) C(9) 3.177 ? . 7_556 H(11) C(10) 3.471 ? . 7_556 H(11) H(3) 3.549 ? . 5_455 H(11) H(11) 2.533 ? . 7_556 H(11) H(12) 3.013 ? . 7_556 H(11) H(13) 3.161 ? . 7_556 H(11) H(14) 2.906 ? . 7_556 H(11) H(16) 3.333 ? . 3_656 H(11) H(16) 2.952 ? . 5_455 H(12) N(2) 3.447 ? . 3_656 H(12) C(10) 3.597 ? . 7_556 H(12) H(11) 3.013 ? . 7_556 H(12) H(13) 3.038 ? . 7_556 H(12) H(14) 3.373 ? . 7_556 H(12) H(16) 2.600 ? . 3_656 H(13) C(9) 3.326 ? . 7_556 H(13) H(3) 3.373 ? . 5_455 H(13) H(9) 3.114 ? . 5_445 H(13) H(10) 3.225 ? . 7_556 H(13) H(11) 3.161 ? . 7_556 H(13) H(12) 3.038 ? . 7_556 H(14) N(2) 2.947 ? . 3_656 H(14) C(4) 3.313 ? . 3_656 H(14) C(5) 3.447 ? . 3_656 H(14) C(9) 3.213 ? . 7_556 H(14) H(1) 3.515 ? . 3_656 H(14) H(2) 2.613 ? . 3_656 H(14) H(10) 2.855 ? . 7_556 H(14) H(11) 2.906 ? . 7_556 H(14) H(12) 3.373 ? . 7_556 H(14) H(14) 3.226 ? . 3_656 H(14) H(16) 2.345 ? . 3_656 H(15) H(2) 3.114 ? . 3_656 H(15) H(4) 3.318 ? . 7_546 H(15) H(9) 3.262 ? . 5_445 H(15) H(10) 3.525 ? . 7_556 H(15) H(15) 3.144 ? . 7_546 H(16) C(4) 3.346 ? . 3_656 H(16) C(9) 3.334 ? . 3_656 H(16) C(10) 3.232 ? . 3_656 H(16) H(2) 2.519 ? . 3_656 H(16) H(10) 3.467 ? . 5_545 H(16) H(11) 3.333 ? . 3_656 H(16) H(11) 2.952 ? . 5_545 H(16) H(12) 2.600 ? . 3_656 H(16) H(14) 2.345 ? . 3_656 H(17) O(1) 3.278 ? . 6_546 H(17) O(2) 2.732 ? . 6_546 H(17) N(4) 3.428 ? . 6_546 H(17) H(1) 2.948 ? . 2_656 H(17) H(5) 3.143 ? . 6_556 H(17) H(7) 2.718 ? . 2_656 H(17) H(18) 3.194 ? . 6_546 H(18) N(1) 3.583 ? . 6_556 H(18) N(3) 2.600 ? . 6_556 H(18) C(1) 3.483 ? . 6_556 H(18) C(7) 2.986 ? . 6_556 H(18) C(8) 2.766 ? . 2_656 H(18) H(1) 3.203 ? . 2_656 H(18) H(5) 2.288 ? . 6_556 H(18) H(6) 3.267 ? . 5_455 H(18) H(6) 3.010 ? . 6_556 H(18) H(7) 1.877 ? . 2_656 H(18) H(8) 3.208 ? . 2_656 H(18) H(9) 2.993 ? . 2_656 H(18) H(17) 3.194 ? . 6_556 #============================================================================== # 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 #============================================================================== # Attachment '- CIF13.cif' #============================================================================== data__Cytidine_(Rigaku_Master_f _database_code_depnum_ccdc_archive 'CCDC 804332' #TrackingRef '- CIF13.cif' #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C19 H19 N3 O3 ' _chemical_formula_moiety 'C19 H19 N3 O3 ' _chemical_formula_weight 337.37 _chemical_melting_point 227-230 #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 11.510(5) _cell_length_b 13.619(7) _cell_length_c 11.172(4) _cell_angle_alpha 90.0000 _cell_angle_beta 111.68(3) _cell_angle_gamma 90.0000 _cell_volume 1627.5(12) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 15.5 _cell_measurement_theta_max 17.4 _cell_measurement_temperature 298.1 #------------------------------------------------------------------------------ _exptl_crystal_description prismatic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_diffrn 0.993 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 512.00 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type none #============================================================================== # EXPERIMENTAL DATA _diffrn_radiation_type 'Mo Ka' _diffrn_radiation_wavelength 0.71069 _diffrn_measurement_device_type 'Rigaku AFC7R' _diffrn_measurement_method w-2q _diffrn_reflns_number 4484 _diffrn_reflns_av_R_equivalents 0.021 _diffrn_reflns_theta_max 27.50 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 13 _diffrn_standards_number 3 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement using reflections with F^2^ > 2.0 sigma(F^2^). The weighted R-factor(wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 3727 _reflns_number_gt 2695 _reflns_threshold_expression F^2^>2.0s(F^2^) _refine_ls_structure_factor_coef F _refine_ls_R_factor_gt 0.0476 _refine_ls_wR_factor_ref 0.0538 _refine_ls_hydrogen_treatment refall _refine_ls_number_reflns 2697 _refine_ls_number_parameters 302 _refine_ls_goodness_of_fit_ref 0.938 _refine_ls_weighting_scheme unit _refine_ls_weighting_details 'w = 1.0' _refine_ls_shift/su_max 0.4765 _refine_diff_density_max 1.06 _refine_diff_density_min -0.89 _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 0.5542(2) -0.03096(14) 0.3900(2) 0.0361(6) Uani 1.00 1 d . . . O(4) O 0.8089(2) 0.0545(2) 0.4810(2) 0.0650(9) Uani 1.00 1 d . . . O(5) O 0.7702(2) 0.0695(2) 0.6564(2) 0.0687(9) Uani 1.00 1 d . . . N(1) N 0.4404(2) 0.09630(17) 0.2763(2) 0.0299(7) Uani 1.00 1 d . . . N(2) N 0.4189(2) 0.1976(2) 0.1092(2) 0.0309(7) Uani 1.00 1 d . . . N(6) N 0.7440(2) 0.0804(2) 0.5405(2) 0.0419(8) Uani 1.00 1 d . . . C(1) C 0.4178(2) 0.2012(2) 0.2420(2) 0.0257(7) Uani 1.00 1 d . . . C(2) C 0.3731(4) 0.0366(2) 0.1607(3) 0.0455(11) Uani 1.00 1 d . . . C(3) C 0.5203(2) 0.2693(2) 0.3281(3) 0.0298(8) Uani 1.00 1 d . . . C(4) C 0.9364(3) 0.3799(2) 0.5240(3) 0.0464(11) Uani 1.00 1 d . . . C(5) C 0.0677(3) 0.3015(2) 0.2567(3) 0.0440(11) Uani 1.00 1 d . . . C(6) C 0.1222(3) 0.3510(2) 0.1828(3) 0.0407(10) Uani 1.00 1 d . . . C(7) C 0.1249(3) 0.2195(2) 0.3259(3) 0.0431(11) Uani 1.00 1 d . . . C(9) C 0.6475(2) 0.2195(2) 0.3918(2) 0.0248(7) Uani 1.00 1 d . . . C(10) C 0.5356(2) 0.0576(2) 0.3745(2) 0.0263(8) Uani 1.00 1 d . . . C(11) C 0.7437(2) 0.2907(2) 0.4767(2) 0.0270(8) Uani 1.00 1 d . . . C(12) C 0.6223(2) 0.1321(2) 0.4668(2) 0.0266(8) Uani 1.00 1 d . . . C(13) C 0.2921(2) 0.2340(2) 0.2454(2) 0.0264(8) Uani 1.00 1 d . . . C(14) C 0.7246(3) 0.3399(2) 0.5787(3) 0.0354(9) Uani 1.00 1 d . . . C(15) C 0.8117(3) 0.4083(2) 0.6518(3) 0.0435(10) Uani 1.00 1 d . . . C(16) C 0.3451(4) 0.1089(2) 0.0493(3) 0.0450(11) Uani 1.00 1 d . . . C(17) C 0.2369(3) 0.1848(2) 0.3201(3) 0.0343(9) Uani 1.00 1 d . . . C(18) C 0.8501(3) 0.3113(2) 0.4516(3) 0.0372(9) Uani 1.00 1 d . . . C(19) C 0.2344(3) 0.3175(2) 0.1789(3) 0.0341(9) Uani 1.00 1 d . . . C(20) C 0.9170(3) 0.4280(2) 0.6230(3) 0.0475(11) Uani 1.00 1 d . . . H(1) H 0.786(3) 0.439(2) 0.729(3) 0.080(13) Uiso 1.00 1 c . . . H(2) H 0.979(3) 0.476(2) 0.674(3) 0.051(10) Uiso 1.00 1 c . . . H(3) H 0.861(3) 0.274(2) 0.378(3) 0.056(11) Uiso 1.00 1 c . . . H(4) H 0.645(3) 0.326(2) 0.602(3) 0.057(10) Uiso 1.00 1 c . . . H(5) H 0.081(3) 0.178(2) 0.378(3) 0.071(12) Uiso 1.00 1 c . . . H(6) H 0.284(2) 0.122(2) 0.371(2) 0.045(9) Uiso 1.00 1 c . . . H(7) H 0.084(3) 0.409(2) 0.132(3) 0.057(11) Uiso 1.00 1 c . . . H(8) H 0.264(2) 0.351(2) 0.134(2) 0.030(9) Uiso 1.00 1 c . . . H(9) H 0.580(2) 0.153(2) 0.534(2) 0.033(8) Uiso 1.00 1 c . . . H(10) H 0.680(2) 0.191(2) 0.322(2) 0.027(8) Uiso 1.00 1 c . . . H(11) H -0.016(3) 0.326(2) 0.250(3) 0.073(13) Uiso 1.00 1 c . . . H(12) H 1.018(3) 0.391(2) 0.505(3) 0.079(13) Uiso 1.00 1 c . . . H(13) H 0.381(4) 0.086(3) -0.031(4) 0.120(18) Uiso 1.00 1 c . . . H(14) H 0.241(4) 0.129(3) 0.014(3) 0.092(14) Uiso 1.00 1 c . . . H(15) H 0.286(3) 0.003(2) 0.172(3) 0.090(14) Uiso 1.00 1 c . . . H(16) H 0.426(3) -0.013(3) 0.155(3) 0.084(15) Uiso 1.00 1 c . . . H(17) H 0.486(2) 0.297(2) 0.403(2) 0.045(9) Uiso 1.00 1 c . . . H(18) H 0.531(2) 0.319(2) 0.279(2) 0.035(9) Uiso 1.00 1 c . . . H(19) H 0.385(2) 0.248(2) 0.061(2) 0.036(9) Uiso 1.00 1 c . . . 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) 0.0424(13) 0.0219(11) 0.0398(13) 0.0022(10) 0.0104(11) 0.0019(10) O(4) 0.0422(16) 0.0666(19) 0.084(2) 0.0212(14) 0.0208(15) 0.0021(17) O(5) 0.0684(19) 0.072(2) 0.0413(16) -0.0091(16) -0.0077(14) 0.0247(15) N(1) 0.0339(14) 0.0181(13) 0.0299(14) -0.0021(11) 0.0027(12) -0.0025(11) N(2) 0.0374(16) 0.0286(14) 0.0276(14) 0.0005(13) 0.0130(12) 0.0017(12) N(6) 0.0369(17) 0.0279(15) 0.0471(19) -0.0046(13) -0.0007(15) 0.0078(14) C(1) 0.0284(16) 0.0198(14) 0.0261(15) -0.0012(13) 0.0068(13) 0.0003(12) C(2) 0.060(2) 0.028(2) 0.034(2) -0.0046(19) -0.0004(18) -0.0060(16) C(3) 0.0288(17) 0.0206(16) 0.0333(18) -0.0019(14) 0.0036(15) 0.0018(14) C(4) 0.035(2) 0.045(2) 0.058(2) -0.0123(18) 0.0160(19) 0.0028(19) C(5) 0.030(2) 0.056(2) 0.047(2) -0.0018(18) 0.0158(17) -0.0130(19) C(6) 0.036(2) 0.036(2) 0.045(2) 0.0064(17) 0.0098(17) -0.0043(17) C(7) 0.036(2) 0.057(2) 0.040(2) -0.0132(19) 0.0182(17) -0.0072(19) C(9) 0.0259(16) 0.0225(15) 0.0255(16) -0.0014(13) 0.0090(13) 0.0023(12) C(10) 0.0292(16) 0.0227(15) 0.0284(16) -0.0017(13) 0.0124(13) 0.0004(13) C(11) 0.0260(16) 0.0235(16) 0.0288(16) -0.0029(13) 0.0070(13) 0.0039(13) C(12) 0.0269(16) 0.0232(15) 0.0285(16) 0.0005(13) 0.0086(14) 0.0028(13) C(13) 0.0263(16) 0.0258(15) 0.0263(16) -0.0027(13) 0.0090(13) -0.0022(13) C(14) 0.038(2) 0.0344(18) 0.0345(19) -0.0060(16) 0.0141(16) -0.0046(15) C(15) 0.048(2) 0.037(2) 0.040(2) -0.0064(18) 0.0101(18) -0.0061(17) C(16) 0.060(2) 0.038(2) 0.0321(19) -0.0119(19) 0.0112(19) -0.0054(16) C(17) 0.0361(19) 0.0345(19) 0.0304(17) -0.0056(16) 0.0100(15) 0.0008(15) C(18) 0.0317(18) 0.039(2) 0.043(2) -0.0035(16) 0.0167(16) 0.0037(17) C(19) 0.0350(19) 0.0315(19) 0.0390(19) 0.0011(15) 0.0174(16) 0.0023(15) C(20) 0.041(2) 0.037(2) 0.049(2) -0.0131(18) -0.0000(19) -0.0004(18) #============================================================================== _computing_data_collection WinAFC _computing_cell_refinement WinAFC _computing_data_reduction CrystalStructure _computing_structure_solution SIR92 _computing_structure_refinement CRYSTALS _computing_publication_material 'CrystalStructure 3.7.0' _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) C(10) 1.226(3) ? . . O(4) N(6) 1.221(5) ? . . O(5) N(6) 1.226(4) ? . . N(1) C(1) 1.477(3) ? . . N(1) C(2) 1.480(4) ? . . N(1) C(10) 1.340(3) ? . . N(2) C(1) 1.489(4) ? . . N(2) C(16) 1.486(4) ? . . N(6) C(12) 1.511(3) ? . . C(1) C(3) 1.530(3) ? . . C(1) C(13) 1.528(4) ? . . C(2) C(16) 1.525(5) ? . . C(3) C(9) 1.530(4) ? . . C(4) C(18) 1.386(4) ? . . C(4) C(20) 1.373(6) ? . . C(5) C(6) 1.384(6) ? . . C(5) C(7) 1.379(5) ? . . C(6) C(19) 1.385(5) ? . . C(7) C(17) 1.397(5) ? . . C(9) C(11) 1.514(3) ? . . C(9) C(12) 1.542(4) ? . . C(10) C(12) 1.526(3) ? . . C(11) C(14) 1.408(5) ? . . C(11) C(18) 1.383(5) ? . . C(13) C(17) 1.394(5) ? . . C(13) C(19) 1.387(4) ? . . C(14) C(15) 1.390(4) ? . . C(15) C(20) 1.390(6) ? . . N(2) H(19) 0.87(2) ? . . C(2) H(15) 1.15(4) ? . . C(2) H(16) 0.93(4) ? . . C(3) H(17) 1.11(3) ? . . C(3) H(18) 0.91(3) ? . . C(4) H(12) 1.04(4) ? . . C(5) H(11) 0.99(4) ? . . C(6) H(7) 0.98(3) ? . . C(7) H(5) 1.06(4) ? . . C(9) H(10) 1.06(3) ? . . C(12) H(9) 1.07(3) ? . . C(14) H(4) 1.06(4) ? . . C(15) H(1) 1.10(4) ? . . C(16) H(13) 1.16(5) ? . . C(16) H(14) 1.15(4) ? . . C(17) H(6) 1.06(3) ? . . C(18) H(3) 1.01(3) ? . . C(19) H(8) 0.84(3) ? . . C(20) H(2) 0.98(3) ? . . 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 C(1) N(1) C(2) 108.7(2) ? . . . C(1) N(1) C(10) 127.2(2) ? . . . C(2) N(1) C(10) 120.3(2) ? . . . C(1) N(2) C(16) 105.1(2) ? . . . O(4) N(6) O(5) 125.4(2) ? . . . O(4) N(6) C(12) 118.0(2) ? . . . O(5) N(6) C(12) 116.6(3) ? . . . N(1) C(1) N(2) 99.3(2) ? . . . N(1) C(1) C(3) 113.7(2) ? . . . N(1) C(1) C(13) 110.7(2) ? . . . N(2) C(1) C(3) 111.0(2) ? . . . N(2) C(1) C(13) 113.0(2) ? . . . C(3) C(1) C(13) 108.9(2) ? . . . N(1) C(2) C(16) 104.0(2) ? . . . C(1) C(3) C(9) 114.0(2) ? . . . C(18) C(4) C(20) 119.8(4) ? . . . C(6) C(5) C(7) 120.1(3) ? . . . C(5) C(6) C(19) 119.5(3) ? . . . C(5) C(7) C(17) 120.4(3) ? . . . C(3) C(9) C(11) 111.1(2) ? . . . C(3) C(9) C(12) 104.8(2) ? . . . C(11) C(9) C(12) 113.2(2) ? . . . O(1) C(10) N(1) 123.4(2) ? . . . O(1) C(10) C(12) 121.5(2) ? . . . N(1) C(10) C(12) 115.1(2) ? . . . C(9) C(11) C(14) 121.1(3) ? . . . C(9) C(11) C(18) 120.0(3) ? . . . C(14) C(11) C(18) 118.9(2) ? . . . N(6) C(12) C(9) 109.4(2) ? . . . N(6) C(12) C(10) 107.6(2) ? . . . C(9) C(12) C(10) 110.7(2) ? . . . C(1) C(13) C(17) 121.3(2) ? . . . C(1) C(13) C(19) 119.8(3) ? . . . C(17) C(13) C(19) 118.7(3) ? . . . C(11) C(14) C(15) 120.0(3) ? . . . C(14) C(15) C(20) 119.7(3) ? . . . N(2) C(16) C(2) 104.2(2) ? . . . C(7) C(17) C(13) 119.9(3) ? . . . C(4) C(18) C(11) 121.0(3) ? . . . C(6) C(19) C(13) 121.4(3) ? . . . C(4) C(20) C(15) 120.6(3) ? . . . C(1) N(2) H(19) 115(2) ? . . . C(16) N(2) H(19) 108.3(18) ? . . . N(1) C(2) H(15) 108.5(19) ? . . . N(1) C(2) H(16) 109(2) ? . . . C(16) C(2) H(15) 114.9(17) ? . . . C(16) C(2) H(16) 111(2) ? . . . H(15) C(2) H(16) 110(3) ? . . . C(1) C(3) H(17) 105.8(15) ? . . . C(1) C(3) H(18) 108.5(16) ? . . . C(9) C(3) H(17) 110.0(13) ? . . . C(9) C(3) H(18) 107.2(18) ? . . . H(17) C(3) H(18) 111(2) ? . . . C(18) C(4) H(12) 119(2) ? . . . C(20) C(4) H(12) 121(2) ? . . . C(6) C(5) H(11) 115(2) ? . . . C(7) C(5) H(11) 124(2) ? . . . C(5) C(6) H(7) 122(2) ? . . . C(19) C(6) H(7) 118(2) ? . . . C(5) C(7) H(5) 121(2) ? . . . C(17) C(7) H(5) 119(2) ? . . . C(3) C(9) H(10) 111.3(13) ? . . . C(11) C(9) H(10) 108.5(14) ? . . . C(12) C(9) H(10) 108.0(15) ? . . . N(6) C(12) H(9) 108.1(13) ? . . . C(9) C(12) H(9) 113.4(15) ? . . . C(10) C(12) H(9) 107.5(14) ? . . . C(11) C(14) H(4) 121.6(17) ? . . . C(15) C(14) H(4) 118.4(17) ? . . . C(14) C(15) H(1) 112(2) ? . . . C(20) C(15) H(1) 128(2) ? . . . N(2) C(16) H(13) 105(2) ? . . . N(2) C(16) H(14) 108(2) ? . . . C(2) C(16) H(13) 115(2) ? . . . C(2) C(16) H(14) 108(2) ? . . . H(13) C(16) H(14) 115(3) ? . . . C(7) C(17) H(6) 124(2) ? . . . C(13) C(17) H(6) 117(2) ? . . . C(4) C(18) H(3) 122.2(19) ? . . . C(11) C(18) H(3) 116.8(19) ? . . . C(6) C(19) H(8) 115(2) ? . . . C(13) C(19) H(8) 123(2) ? . . . C(4) C(20) H(2) 119(2) ? . . . C(15) C(20) H(2) 121(2) ? . . . 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 C(1) N(1) C(2) C(16) 17.3(4) ? . . . . C(2) N(1) C(1) N(2) -37.2(3) ? . . . . C(2) N(1) C(1) C(3) -155.2(3) ? . . . . C(2) N(1) C(1) C(13) 81.8(3) ? . . . . C(1) N(1) C(10) O(1) -173.1(3) ? . . . . C(1) N(1) C(10) C(12) 6.0(5) ? . . . . C(10) N(1) C(1) N(2) 120.7(3) ? . . . . C(10) N(1) C(1) C(3) 2.7(5) ? . . . . C(10) N(1) C(1) C(13) -120.3(3) ? . . . . C(2) N(1) C(10) O(1) -17.6(5) ? . . . . C(2) N(1) C(10) C(12) 161.6(3) ? . . . . C(10) N(1) C(2) C(16) -142.3(3) ? . . . . C(1) N(2) C(16) C(2) -33.7(3) ? . . . . C(16) N(2) C(1) N(1) 43.1(2) ? . . . . C(16) N(2) C(1) C(3) 163.1(2) ? . . . . C(16) N(2) C(1) C(13) -74.2(3) ? . . . . O(4) N(6) C(12) C(9) -52.8(3) ? . . . . O(4) N(6) C(12) C(10) 67.5(3) ? . . . . O(5) N(6) C(12) C(9) 126.1(3) ? . . . . O(5) N(6) C(12) C(10) -113.6(3) ? . . . . N(1) C(1) C(3) C(9) 24.7(4) ? . . . . N(1) C(1) C(13) C(17) 24.2(3) ? . . . . N(1) C(1) C(13) C(19) -159.5(2) ? . . . . N(2) C(1) C(3) C(9) -86.3(3) ? . . . . N(2) C(1) C(13) C(17) 134.6(2) ? . . . . N(2) C(1) C(13) C(19) -49.1(3) ? . . . . C(3) C(1) C(13) C(17) -101.6(3) ? . . . . C(3) C(1) C(13) C(19) 74.8(3) ? . . . . C(13) C(1) C(3) C(9) 148.7(2) ? . . . . N(1) C(2) C(16) N(2) 10.0(4) ? . . . . C(1) C(3) C(9) C(11) -179.3(2) ? . . . . C(1) C(3) C(9) C(12) -56.7(3) ? . . . . C(18) C(4) C(20) C(15) 0.1(4) ? . . . . C(20) C(4) C(18) C(11) 0.6(5) ? . . . . C(6) C(5) C(7) C(17) -1.1(5) ? . . . . C(7) C(5) C(6) C(19) 0.0(4) ? . . . . C(5) C(6) C(19) C(13) 1.4(5) ? . . . . C(5) C(7) C(17) C(13) 0.8(5) ? . . . . C(3) C(9) C(11) C(14) 57.6(3) ? . . . . C(3) C(9) C(11) C(18) -119.9(3) ? . . . . C(3) C(9) C(12) N(6) -176.8(2) ? . . . . C(3) C(9) C(12) C(10) 64.9(3) ? . . . . C(11) C(9) C(12) N(6) -55.6(3) ? . . . . C(11) C(9) C(12) C(10) -173.9(2) ? . . . . C(12) C(9) C(11) C(14) -60.1(3) ? . . . . C(12) C(9) C(11) C(18) 122.5(3) ? . . . . O(1) C(10) C(12) N(6) 18.5(4) ? . . . . O(1) C(10) C(12) C(9) 138.0(3) ? . . . . N(1) C(10) C(12) N(6) -160.6(3) ? . . . . N(1) C(10) C(12) C(9) -41.2(4) ? . . . . C(9) C(11) C(14) C(15) -177.2(2) ? . . . . C(9) C(11) C(18) C(4) 176.7(2) ? . . . . C(14) C(11) C(18) C(4) -0.8(4) ? . . . . C(18) C(11) C(14) C(15) 0.3(4) ? . . . . C(1) C(13) C(17) C(7) 176.9(2) ? . . . . C(1) C(13) C(19) C(6) -178.1(2) ? . . . . C(17) C(13) C(19) C(6) -1.7(4) ? . . . . C(19) C(13) C(17) C(7) 0.5(4) ? . . . . C(11) C(14) C(15) C(20) 0.3(4) ? . . . . C(14) C(15) C(20) C(4) -0.6(5) ? . . . . 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(1) 3.251(3) ? . 65603 O(1) C(3) 3.540(3) ? . 64502 O(1) C(10) 3.182(4) ? . 65603 O(1) C(12) 3.314(4) ? . 65603 O(1) C(19) 3.487(4) ? . 64502 O(4) C(6) 3.568(5) ? . 64502 O(5) N(1) 3.589(4) ? . 65603 O(5) C(2) 3.387(5) ? . 65603 O(5) C(17) 3.476(4) ? . 65603 O(5) C(18) 3.481(4) ? . 55504 N(1) O(5) 3.589(4) ? . 65603 N(2) C(17) 3.519(3) ? . 55404 C(2) O(5) 3.387(5) ? . 65603 C(3) O(1) 3.540(3) ? . 65502 C(4) C(5) 3.500(5) ? . 65504 C(4) C(7) 3.537(4) ? . 65504 C(5) C(4) 3.500(5) ? . 45404 C(6) O(4) 3.568(5) ? . 65502 C(7) C(4) 3.537(4) ? . 45404 C(7) C(20) 3.300(4) ? . 45404 C(10) O(1) 3.182(4) ? . 65603 C(10) C(10) 3.562(5) ? . 65603 C(12) O(1) 3.314(4) ? . 65603 C(15) C(16) 3.574(4) ? . 65502 C(16) C(15) 3.574(4) ? . 64502 C(17) O(5) 3.476(4) ? . 65603 C(17) N(2) 3.519(3) ? . 55504 C(18) O(5) 3.481(4) ? . 55404 C(19) O(1) 3.487(4) ? . 65502 C(20) C(7) 3.300(4) ? . 65504 O(1) H(6) 2.91(2) ? . 65603 O(1) H(8) 2.72(3) ? . 64502 O(1) H(9) 2.62(3) ? . 65603 O(1) H(18) 2.70(2) ? . 64502 O(1) H(19) 3.09(3) ? . 64502 O(4) H(1) 2.73(4) ? . 55404 O(4) H(5) 3.56(3) ? . 65603 O(4) H(6) 3.32(3) ? . 65603 O(4) H(7) 2.86(3) ? . 64502 O(4) H(7) 3.03(3) ? . 65504 O(4) H(8) 3.04(2) ? . 64502 O(4) H(11) 3.36(3) ? . 65504 O(5) H(2) 3.08(3) ? . 74602 O(5) H(3) 3.14(3) ? . 55504 O(5) H(6) 2.68(3) ? . 65603 O(5) H(11) 2.70(3) ? . 65504 O(5) H(15) 2.44(4) ? . 65603 N(2) H(4) 2.65(3) ? . 55404 N(2) H(6) 3.53(3) ? . 55404 N(2) H(9) 3.07(3) ? . 55404 N(2) H(17) 2.69(3) ? . 55404 N(6) H(6) 2.99(3) ? . 65603 N(6) H(11) 3.16(3) ? . 65504 N(6) H(15) 3.54(4) ? . 65603 C(1) H(4) 3.52(4) ? . 55404 C(2) H(18) 3.14(3) ? . 64502 C(3) H(4) 3.57(3) ? . 55404 C(3) H(13) 3.28(5) ? . 55504 C(3) H(16) 3.02(4) ? . 65502 C(3) H(19) 3.51(3) ? . 55504 C(4) H(2) 3.35(3) ? . 76603 C(4) H(11) 3.38(4) ? . 65501 C(4) H(12) 3.20(4) ? . 76603 C(4) H(14) 3.55(5) ? . 65504 C(4) H(15) 3.17(3) ? . 65502 C(5) H(2) 3.22(3) ? . 66603 C(5) H(3) 3.16(4) ? . 45501 C(5) H(12) 3.27(4) ? . 45501 C(5) H(14) 2.98(3) ? . 55504 C(6) H(1) 3.08(3) ? . 66603 C(6) H(2) 3.30(3) ? . 66603 C(6) H(5) 3.29(3) ? . 55404 C(6) H(13) 3.58(4) ? . 55504 C(6) H(14) 3.45(4) ? . 55504 C(7) H(2) 3.27(3) ? . 45404 C(7) H(3) 3.38(3) ? . 45501 C(7) H(8) 3.36(2) ? . 55504 C(7) H(12) 3.58(4) ? . 45501 C(7) H(14) 2.90(3) ? . 55504 C(7) H(19) 3.20(2) ? . 55504 C(9) H(1) 3.56(4) ? . 55404 C(9) H(4) 3.28(3) ? . 55404 C(10) H(9) 3.48(3) ? . 65603 C(11) H(15) 3.29(4) ? . 65502 C(11) H(16) 3.31(4) ? . 65502 C(13) H(13) 3.38(4) ? . 55504 C(13) H(19) 3.30(3) ? . 55504 C(14) H(3) 3.49(3) ? . 55504 C(14) H(10) 2.98(3) ? . 55504 C(14) H(13) 3.54(4) ? . 65502 C(14) H(15) 3.54(4) ? . 65502 C(14) H(16) 3.23(3) ? . 65502 C(15) H(3) 3.44(3) ? . 55504 C(15) H(5) 3.40(3) ? . 65504 C(15) H(7) 3.36(3) ? . 66603 C(15) H(10) 3.14(3) ? . 55504 C(15) H(13) 3.23(4) ? . 65502 C(15) H(14) 3.47(4) ? . 65502 C(16) H(4) 3.39(3) ? . 55404 C(16) H(17) 2.99(3) ? . 55404 C(17) H(2) 3.56(3) ? . 45404 C(17) H(8) 3.44(3) ? . 55504 C(17) H(14) 3.33(4) ? . 55504 C(17) H(19) 2.76(2) ? . 55504 C(18) H(5) 3.56(4) ? . 65501 C(18) H(11) 3.17(4) ? . 65501 C(18) H(15) 3.10(3) ? . 65502 C(19) H(1) 3.50(4) ? . 66603 C(19) H(5) 3.17(3) ? . 55404 C(19) H(13) 3.32(4) ? . 55504 C(20) H(5) 3.13(3) ? . 65504 C(20) H(7) 3.52(3) ? . 66603 C(20) H(12) 3.08(4) ? . 76603 C(20) H(14) 3.33(3) ? . 65502 C(20) H(15) 3.42(3) ? . 65502 H(1) O(4) 2.73(4) ? . 55504 H(1) C(6) 3.08(3) ? . 66603 H(1) C(9) 3.56(4) ? . 55504 H(1) C(19) 3.50(4) ? . 66603 H(1) H(3) 3.30(5) ? . 55504 H(1) H(5) 3.56(5) ? . 65504 H(1) H(7) 2.68(4) ? . 66603 H(1) H(8) 3.38(5) ? . 66603 H(1) H(10) 2.58(5) ? . 55504 H(1) H(13) 3.08(5) ? . 65502 H(2) O(5) 3.08(2) ? . 75602 H(2) C(4) 3.35(3) ? . 76603 H(2) C(5) 3.22(3) ? . 66603 H(2) C(6) 3.30(3) ? . 66603 H(2) C(7) 3.27(3) ? . 65504 H(2) C(17) 3.56(3) ? . 65504 H(2) H(5) 3.00(4) ? . 65504 H(2) H(7) 2.98(5) ? . 66603 H(2) H(11) 2.81(5) ? . 66603 H(2) H(12) 2.70(5) ? . 76603 H(2) H(14) 3.35(4) ? . 65502 H(2) H(15) 3.55(5) ? . 65504 H(3) O(5) 3.14(3) ? . 55404 H(3) C(5) 3.16(4) ? . 65501 H(3) C(7) 3.38(3) ? . 65501 H(3) C(14) 3.49(3) ? . 55404 H(3) C(15) 3.44(3) ? . 55404 H(3) H(1) 3.30(5) ? . 55404 H(3) H(4) 3.45(4) ? . 55404 H(3) H(5) 2.85(5) ? . 65501 H(3) H(11) 2.46(6) ? . 65501 H(3) H(15) 3.50(5) ? . 65502 H(4) N(2) 2.65(3) ? . 55504 H(4) C(1) 3.52(4) ? . 55504 H(4) C(3) 3.57(3) ? . 55504 H(4) C(9) 3.28(3) ? . 55504 H(4) C(16) 3.39(3) ? . 55504 H(4) H(3) 3.45(4) ? . 55504 H(4) H(10) 2.35(4) ? . 55504 H(4) H(13) 3.08(5) ? . 55504 H(4) H(16) 3.46(5) ? . 65502 H(4) H(18) 3.39(5) ? . 55504 H(4) H(19) 3.03(4) ? . 55504 H(5) O(4) 3.56(3) ? . 65603 H(5) C(6) 3.29(3) ? . 55504 H(5) C(15) 3.40(3) ? . 45404 H(5) C(18) 3.56(4) ? . 45501 H(5) C(19) 3.17(3) ? . 55504 H(5) C(20) 3.13(3) ? . 45404 H(5) H(1) 3.56(5) ? . 45404 H(5) H(2) 3.00(4) ? . 45404 H(5) H(3) 2.85(5) ? . 45501 H(5) H(7) 3.07(5) ? . 55504 H(5) H(8) 2.89(4) ? . 55504 H(5) H(12) 3.43(5) ? . 45501 H(5) H(14) 3.24(5) ? . 55504 H(5) H(19) 3.48(4) ? . 55504 H(6) O(1) 2.91(2) ? . 65603 H(6) O(4) 3.32(3) ? . 65603 H(6) O(5) 2.68(3) ? . 65603 H(6) N(2) 3.53(2) ? . 55504 H(6) N(6) 2.99(3) ? . 65603 H(6) H(8) 3.06(4) ? . 55504 H(6) H(19) 2.67(4) ? . 55504 H(7) O(4) 2.86(3) ? . 65502 H(7) O(4) 3.03(3) ? . 45404 H(7) C(15) 3.36(3) ? . 66603 H(7) C(20) 3.52(3) ? . 66603 H(7) H(1) 2.68(4) ? . 66603 H(7) H(2) 2.98(5) ? . 66603 H(7) H(5) 3.07(5) ? . 55404 H(8) O(1) 2.72(3) ? . 65502 H(8) O(4) 3.04(2) ? . 65502 H(8) C(7) 3.36(2) ? . 55404 H(8) C(17) 3.44(3) ? . 55404 H(8) H(1) 3.38(5) ? . 66603 H(8) H(5) 2.89(4) ? . 55404 H(8) H(6) 3.06(4) ? . 55404 H(8) H(13) 3.58(5) ? . 55504 H(9) O(1) 2.62(3) ? . 65603 H(9) N(2) 3.07(3) ? . 55504 H(9) C(10) 3.48(3) ? . 65603 H(9) H(18) 3.02(4) ? . 55504 H(9) H(19) 2.73(4) ? . 55504 H(10) C(14) 2.98(3) ? . 55404 H(10) C(15) 3.14(3) ? . 55404 H(10) H(1) 2.58(5) ? . 55404 H(10) H(4) 2.35(4) ? . 55404 H(11) O(4) 3.36(3) ? . 45404 H(11) O(5) 2.70(3) ? . 45404 H(11) N(6) 3.16(3) ? . 45404 H(11) C(4) 3.38(4) ? . 45501 H(11) C(18) 3.17(4) ? . 45501 H(11) H(2) 2.81(5) ? . 66603 H(11) H(3) 2.46(6) ? . 45501 H(11) H(12) 2.87(5) ? . 45501 H(11) H(14) 3.37(4) ? . 55504 H(12) C(4) 3.20(4) ? . 76603 H(12) C(5) 3.27(4) ? . 65501 H(12) C(7) 3.58(4) ? . 65501 H(12) C(20) 3.08(4) ? . 76603 H(12) H(2) 2.70(5) ? . 76603 H(12) H(5) 3.43(5) ? . 65501 H(12) H(11) 2.87(5) ? . 65501 H(12) H(12) 2.99(5) ? . 76603 H(12) H(14) 2.55(6) ? . 65504 H(12) H(15) 3.30(5) ? . 65504 H(13) C(3) 3.28(5) ? . 55404 H(13) C(6) 3.58(4) ? . 55404 H(13) C(13) 3.38(4) ? . 55404 H(13) C(14) 3.54(4) ? . 64502 H(13) C(15) 3.23(4) ? . 64502 H(13) C(19) 3.32(4) ? . 55404 H(13) H(1) 3.08(5) ? . 64502 H(13) H(4) 3.08(5) ? . 55404 H(13) H(8) 3.58(5) ? . 55404 H(13) H(13) 3.47(6) ? . 65503 H(13) H(16) 3.18(7) ? . 65503 H(13) H(17) 2.28(6) ? . 55404 H(13) H(18) 3.44(6) ? . 55404 H(14) C(4) 3.55(5) ? . 45404 H(14) C(5) 2.98(3) ? . 55404 H(14) C(6) 3.45(4) ? . 55404 H(14) C(7) 2.90(3) ? . 55404 H(14) C(15) 3.47(4) ? . 64502 H(14) C(17) 3.33(4) ? . 55404 H(14) C(20) 3.33(4) ? . 64502 H(14) H(2) 3.35(4) ? . 64502 H(14) H(5) 3.24(5) ? . 55404 H(14) H(11) 3.37(4) ? . 55404 H(14) H(12) 2.55(6) ? . 45404 H(15) O(5) 2.44(4) ? . 65603 H(15) N(6) 3.54(4) ? . 65603 H(15) C(4) 3.17(3) ? . 64502 H(15) C(11) 3.29(4) ? . 64502 H(15) C(14) 3.54(4) ? . 64502 H(15) C(18) 3.10(3) ? . 64502 H(15) C(20) 3.42(3) ? . 64502 H(15) H(2) 3.55(5) ? . 45404 H(15) H(3) 3.50(5) ? . 64502 H(15) H(12) 3.30(5) ? . 45404 H(15) H(18) 3.18(5) ? . 64502 H(16) C(3) 3.02(4) ? . 64502 H(16) C(11) 3.31(4) ? . 64502 H(16) C(14) 3.23(3) ? . 64502 H(16) H(4) 3.46(5) ? . 64502 H(16) H(13) 3.18(7) ? . 65503 H(16) H(17) 2.94(5) ? . 64502 H(16) H(18) 2.40(5) ? . 64502 H(17) N(2) 2.69(3) ? . 55504 H(17) C(16) 2.99(3) ? . 55504 H(17) H(13) 2.28(6) ? . 55504 H(17) H(16) 2.94(5) ? . 65502 H(17) H(19) 2.53(5) ? . 55504 H(18) O(1) 2.70(2) ? . 65502 H(18) C(2) 3.14(3) ? . 65502 H(18) H(4) 3.39(5) ? . 55404 H(18) H(9) 3.02(4) ? . 55404 H(18) H(13) 3.44(6) ? . 55504 H(18) H(15) 3.18(5) ? . 65502 H(18) H(16) 2.40(5) ? . 65502 H(19) O(1) 3.09(3) ? . 65502 H(19) C(3) 3.51(3) ? . 55404 H(19) C(7) 3.20(2) ? . 55404 H(19) C(13) 3.30(3) ? . 55404 H(19) C(17) 2.76(2) ? . 55404 H(19) H(4) 3.03(4) ? . 55404 H(19) H(5) 3.48(4) ? . 55404 H(19) H(6) 2.67(4) ? . 55404 H(19) H(9) 2.73(4) ? . 55404 H(19) H(17) 2.53(5) ? . 55404 #============================================================================== # 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 #==============================================================================