#------------------------------------------------------------------------------ #$Date: 2014-10-25 18:23:10 +0100 (Sat, 25 Oct 2014) $ #$Revision: 125873 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/51/2105162.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_2105162 loop_ _publ_author_name 'Tutughamiarso, Maya' 'Wagner, Guido' 'Egert, Ernst' _publ_section_title ; Cocrystals of 5-fluorocytosine. I. Coformers with fixed hydrogen-bonding sites ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 431 _journal_page_last 443 _journal_volume 68 _journal_year 2012 _chemical_formula_moiety '2(C4 H4 F N3 O), 2(C4 H6 N4 O), C3 H7 N O' _chemical_formula_sum 'C19 H27 F2 N15 O5' _chemical_formula_weight 583.56 _chemical_name_systematic ; ; ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 104.970(10) _cell_angle_beta 105.330(10) _cell_angle_gamma 110.850(10) _cell_formula_units_Z 1 _cell_length_a 7.1894(12) _cell_length_b 10.0991(15) _cell_length_c 10.9953(19) _cell_measurement_reflns_used 3942 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25.8 _cell_measurement_theta_min 3.7 _cell_volume 662.2(2) _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_molecular_graphics 'Mercury (Macrae et al., 2008) and XP (Sheldrick, 2008);' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device_type 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \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 0.0744 _diffrn_reflns_av_sigmaI/netI 0.0672 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 7507 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.59 _diffrn_reflns_theta_min 3.48 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.120 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.463 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 304 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.40 _refine_diff_density_max 0.286 _refine_diff_density_min -0.233 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 242 _refine_ls_number_reflns 2475 _refine_ls_number_restraints 11 _refine_ls_restrained_S_all 1.065 _refine_ls_R_factor_all 0.0908 _refine_ls_R_factor_gt 0.0568 _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^)+(0.0889P)^2^+0.0624P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1573 _refine_ls_wR_factor_ref 0.1699 _reflns_number_gt 1665 _reflns_number_total 2475 _reflns_threshold_expression I>2\s(I) _iucr_refine_instructions_details ; TITL mt19-12a in P-1 CELL 0.71073 7.1894 10.0991 10.9953 104.97 105.33 110.85 ZERR 1 0.0012 0.0015 0.0019 0.01 0.01 0.01 LATT 1 SFAC C H F N O UNIT 19 27 2 15 5 REM gelber Block SIZE 0.4 0.5 0.5 L.S. 20 ACTA 50 CONF FMAP 2 BOND $H PLAN 10 TEMP -100 DFIX 1.24 0.02 O1A C2A DFIX 1.32 0.02 C2A N3A DFIX 1.45 0.02 N3A C4A N3A C5A DFIX 2.27 0.04 O1A N3A DFIX 2.42 0.04 C2A C4A C2A C5A DFIX 2.48 0.04 C5A C4A DFIX 0.88 0.02 N61 H61A N61 H61B N1' H1' EQIV $1 -x+2, -y+1, -z+2 EQIV $2 x+1, y, z EQIV $3 -x+2, -y+2, -z+1 EQIV $4 -x, -y+1, -z+1 HTAB N3 N3' HTAB N61 N1_$1 HTAB N61 O1A HTAB N21 O41_$2 HTAB N21 O21' HTAB N1' O21'_$3 HTAB N41' O41 HTAB N41' O41_$4 HTAB C2A F51'_$4 WGHT 0.088900 0.062400 FVAR 0.53236 N1 4 0.842746 0.538320 0.854691 11.00000 0.01988 0.02586 = 0.02564 0.01558 0.00794 0.01114 C2 1 0.811852 0.611597 0.773217 11.00000 0.01997 0.01896 = 0.02087 0.00885 0.00797 0.01046 N3 4 0.619095 0.612230 0.717280 11.00000 0.02000 0.02615 = 0.02682 0.01905 0.01050 0.01275 H3 2 0.602865 0.662660 0.661003 11.00000 0.04186 C4 1 0.436112 0.531256 0.738429 11.00000 0.01916 0.02602 = 0.02167 0.00941 0.00849 0.01018 C5 1 0.464339 0.448451 0.820623 11.00000 0.02251 0.02779 = 0.02532 0.01631 0.01033 0.01139 AFIX 43 H5 2 0.345804 0.387483 0.836987 11.00000 -1.20000 AFIX 0 C6 1 0.667213 0.456358 0.877925 11.00000 0.02566 0.02203 = 0.02129 0.01017 0.01063 0.01301 N21 4 0.976510 0.691291 0.743549 11.00000 0.02081 0.03572 = 0.03740 0.02593 0.01380 0.01651 H21A 2 0.952360 0.743466 0.690898 11.00000 0.03156 H21B 2 1.086666 0.673921 0.758278 11.00000 0.02904 O41 5 0.264535 0.540490 0.683936 11.00000 0.02033 0.03878 = 0.03940 0.02631 0.01325 0.01659 N61 4 0.703841 0.380669 0.959466 11.00000 0.02659 0.04116 = 0.03238 0.02828 0.01310 0.01680 H61A 2 0.600120 0.343921 0.990515 11.00000 0.03848 H61B 2 0.841489 0.407596 1.004954 11.00000 0.05403 N1' 4 0.710838 0.923239 0.422728 11.00000 0.02179 0.02536 = 0.03041 0.01954 0.01193 0.01029 H1' 2 0.830068 0.986577 0.418600 11.00000 0.06210 C2' 1 0.734576 0.857740 0.518229 11.00000 0.02088 0.02082 = 0.02823 0.01468 0.00933 0.00920 N3' 4 0.556987 0.770884 0.535529 11.00000 0.02092 0.02265 = 0.02457 0.01501 0.01033 0.00951 C4' 1 0.359175 0.746581 0.458592 11.00000 0.02015 0.01904 = 0.02276 0.00946 0.00968 0.00981 C5' 1 0.335970 0.812246 0.357786 11.00000 0.02079 0.02166 = 0.02329 0.00952 0.00422 0.01110 C6' 1 0.511641 0.899663 0.342493 11.00000 0.02644 0.02057 = 0.02355 0.01087 0.00686 0.01098 AFIX 43 H6' 2 0.497773 0.944612 0.276732 11.00000 -1.20000 AFIX 0 O21' 5 0.920421 0.879596 0.587347 11.00000 0.01756 0.03960 = 0.04727 0.03287 0.01103 0.01230 N41' 4 0.188873 0.664658 0.479824 11.00000 0.01634 0.03091 = 0.03048 0.01938 0.00755 0.00838 H41A 2 0.053892 0.622351 0.415269 11.00000 0.02812 H41B 2 0.216355 0.619741 0.539557 11.00000 0.03701 F51' 3 0.133003 0.784515 0.281350 11.00000 0.02319 0.03886 = 0.03773 0.02495 0.00534 0.01335 PART -1 O1A 5 0.354072 0.127572 0.969593 10.50000 0.07088 0.08313 = 0.12447 0.05971 0.03322 0.01114 C2A 1 0.165653 0.106364 0.942366 10.50000 0.08459 0.04561 = 0.04901 0.02770 0.02033 0.01984 AFIX 43 H2A 2 0.111434 0.150149 0.883573 10.50000 -1.20000 AFIX 0 N3A 4 0.034907 0.027313 0.989186 10.50000 0.07400 0.04215 = 0.02826 0.01567 0.01286 0.02649 C5A 1 0.092577 -0.037426 1.087560 10.50000 0.15142 0.06106 = 0.04355 0.03831 0.03827 0.07236 AFIX 137 H5A1 2 0.250524 0.004897 1.129325 10.50000 -1.50000 H5A2 2 0.027497 -0.149590 1.041096 10.50000 -1.50000 H5A3 2 0.038800 -0.011467 1.158934 10.50000 -1.50000 AFIX 0 C4A 1 -0.190019 0.006504 0.947703 10.50000 0.07478 0.07331 = 0.06139 0.00305 -0.00197 0.02008 AFIX 137 H4A1 2 -0.199586 0.087240 0.916401 10.50000 -1.50000 H4A2 2 -0.231970 0.013066 1.026091 10.50000 -1.50000 H4A3 2 -0.287598 -0.094589 0.873120 10.50000 -1.50000 PART 0 HKLF 4 REM mt19-12a in P-1 REM R1 = 0.0568 for 1665 Fo > 4sig(Fo) and 0.0908 for all 2475 data REM 242 parameters refined using 11 restraints END ; _[local]_cod_data_source_file gp5052.cif _[local]_cod_data_source_block Vc _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius ; _cod_original_cell_volume 662.22(19) _cod_database_code 2105162 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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_symmetry_multiplicity _atom_site_disorder_assembly _atom_site_disorder_group N N1 0.8427(4) 0.5383(3) 0.8547(3) 0.0226(6) Uani d . 1 1 . . C C2 0.8119(4) 0.6116(3) 0.7732(3) 0.0192(6) Uani d . 1 1 . . N N3 0.6191(4) 0.6122(3) 0.7173(3) 0.0213(6) Uani d . 1 1 . . H H3 0.603(6) 0.663(4) 0.661(4) 0.042(10) Uiso d . 1 1 . . C C4 0.4361(5) 0.5313(3) 0.7384(3) 0.0222(7) Uani d . 1 1 . . C C5 0.4643(5) 0.4485(3) 0.8206(3) 0.0237(7) Uani d . 1 1 . . H H5 0.3458 0.3875 0.8370 0.028 Uiso calc R 1 1 . . C C6 0.6672(5) 0.4564(3) 0.8779(3) 0.0216(6) Uani d . 1 1 . . N N21 0.9765(4) 0.6913(3) 0.7435(3) 0.0270(6) Uani d . 1 1 . . H H21A 0.952(6) 0.743(4) 0.691(4) 0.032(9) Uiso d . 1 1 . . H H21B 1.087(6) 0.674(4) 0.758(4) 0.029(9) Uiso d . 1 1 . . O O41 0.2645(3) 0.5405(3) 0.6839(2) 0.0290(6) Uani d . 1 1 . . N N61 0.7038(4) 0.3807(3) 0.9595(3) 0.0295(7) Uani d D 1 1 . . H H61A 0.600(5) 0.344(4) 0.991(4) 0.038(10) Uiso d D 1 1 . . H H61B 0.841(4) 0.408(5) 1.005(4) 0.054(13) Uiso d D 1 1 . . N N1' 0.7108(4) 0.9232(3) 0.4227(3) 0.0237(6) Uani d D 1 1 . . H H1' 0.830(5) 0.987(4) 0.419(5) 0.062(13) Uiso d D 1 1 . . C C2' 0.7346(5) 0.8577(3) 0.5182(3) 0.0223(7) Uani d . 1 1 . . N N3' 0.5570(4) 0.7709(3) 0.5355(3) 0.0212(6) Uani d . 1 1 . . C C4' 0.3592(5) 0.7466(3) 0.4586(3) 0.0198(6) Uani d . 1 1 . . C C5' 0.3360(5) 0.8122(3) 0.3578(3) 0.0223(7) Uani d . 1 1 . . C C6' 0.5116(5) 0.8997(3) 0.3425(3) 0.0236(7) Uani d . 1 1 . . H H6' 0.4978 0.9446 0.2767 0.028 Uiso calc R 1 1 . . O O21' 0.9204(3) 0.8796(3) 0.5873(3) 0.0319(6) Uani d . 1 1 . . N N41' 0.1889(4) 0.6647(3) 0.4798(3) 0.0254(6) Uani d . 1 1 . . H H41A 0.054(6) 0.622(4) 0.415(4) 0.028(9) Uiso d . 1 1 . . H H41B 0.216(6) 0.620(4) 0.540(4) 0.037(10) Uiso d . 1 1 . . F F51' 0.1330(3) 0.7845(2) 0.2814(2) 0.0328(5) Uani d . 1 1 . . O O1A 0.3541(13) 0.1276(10) 0.9696(11) 0.097(3) Uani d PD 0.50 1 A -1 C C2A 0.1657(17) 0.1064(10) 0.9424(10) 0.062(3) Uani d PD 0.50 1 A -1 H H2A 0.1114 0.1501 0.8836 0.075 Uiso calc PR 0.50 1 A -1 N N3A 0.0349(16) 0.0273(10) 0.9892(10) 0.049(2) Uani d PD 0.50 1 A -1 C C5A 0.093(3) -0.0374(14) 1.0876(12) 0.074(4) Uani d PD 0.50 1 A -1 H H5A1 0.2505 0.0049 1.1293 0.110 Uiso calc PR 0.50 1 A -1 H H5A2 0.0275 -0.1496 1.0411 0.110 Uiso calc PR 0.50 1 A -1 H H5A3 0.0388 -0.0115 1.1589 0.110 Uiso calc PR 0.50 1 A -1 C C4A -0.1900(19) 0.0065(17) 0.9477(16) 0.086(4) Uani d PD 0.50 1 A -1 H H4A1 -0.1996 0.0872 0.9164 0.129 Uiso calc PR 0.50 1 A -1 H H4A2 -0.2320 0.0131 1.0261 0.129 Uiso calc PR 0.50 1 A -1 H H4A3 -0.2876 -0.0946 0.8731 0.129 Uiso calc PR 0.50 1 A -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 N1 0.0199(12) 0.0259(13) 0.0256(15) 0.0111(11) 0.0079(11) 0.0156(12) C2 0.0200(14) 0.0190(14) 0.0209(16) 0.0105(12) 0.0080(12) 0.0089(13) N3 0.0200(13) 0.0261(13) 0.0268(15) 0.0128(11) 0.0105(11) 0.0191(12) C4 0.0192(14) 0.0260(15) 0.0217(17) 0.0102(12) 0.0085(13) 0.0094(14) C5 0.0225(15) 0.0278(16) 0.0253(18) 0.0114(13) 0.0103(13) 0.0163(14) C6 0.0257(15) 0.0220(15) 0.0213(17) 0.0130(13) 0.0106(13) 0.0102(13) N21 0.0208(14) 0.0357(15) 0.0374(18) 0.0165(12) 0.0138(12) 0.0259(14) O41 0.0203(11) 0.0388(13) 0.0394(15) 0.0166(10) 0.0133(10) 0.0263(12) N61 0.0266(15) 0.0412(16) 0.0324(17) 0.0168(13) 0.0131(13) 0.0283(14) N1' 0.0218(13) 0.0254(13) 0.0304(16) 0.0103(11) 0.0119(12) 0.0195(12) C2' 0.0209(15) 0.0208(15) 0.0282(19) 0.0092(12) 0.0093(13) 0.0147(14) N3' 0.0209(13) 0.0227(13) 0.0246(15) 0.0095(11) 0.0103(11) 0.0150(11) C4' 0.0202(14) 0.0190(14) 0.0228(17) 0.0098(12) 0.0097(13) 0.0095(13) C5' 0.0208(15) 0.0217(15) 0.0233(17) 0.0111(13) 0.0042(13) 0.0095(13) C6' 0.0264(16) 0.0206(15) 0.0235(17) 0.0110(13) 0.0069(13) 0.0109(13) O21' 0.0176(11) 0.0396(13) 0.0473(16) 0.0123(10) 0.0110(10) 0.0329(12) N41' 0.0163(13) 0.0309(14) 0.0305(16) 0.0084(11) 0.0075(12) 0.0194(13) F51' 0.0232(9) 0.0389(11) 0.0377(12) 0.0133(8) 0.0053(8) 0.0249(10) O1A 0.071(5) 0.083(6) 0.124(8) 0.011(4) 0.033(5) 0.060(6) C2A 0.085(8) 0.046(5) 0.049(6) 0.020(5) 0.020(6) 0.028(5) N3A 0.074(7) 0.042(7) 0.028(4) 0.026(6) 0.013(4) 0.016(4) C5A 0.151(14) 0.061(7) 0.044(7) 0.072(9) 0.038(8) 0.038(6) C4A 0.075(9) 0.073(8) 0.061(10) 0.020(7) -0.002(6) 0.003(7) 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' F F 0.0171 0.0103 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C2 N1 C6 116.8(2) N1 C2 N21 119.8(2) N1 C2 N3 123.0(2) N21 C2 N3 117.2(2) C2 N3 C4 122.3(2) C2 N3 H3 121(2) C4 N3 H3 117(2) O41 C4 N3 117.9(2) O41 C4 C5 126.8(3) N3 C4 C5 115.3(2) C6 C5 C4 119.5(3) C6 C5 H5 120.2 C4 C5 H5 120.2 N61 C6 N1 115.1(2) N61 C6 C5 121.9(3) N1 C6 C5 123.0(2) C2 N21 H21A 118(2) C2 N21 H21B 119(2) H21A N21 H21B 122(3) C6 N61 H61A 116(2) C6 N61 H61B 115(3) H61A N61 H61B 123(4) C6' N1' C2' 121.4(2) C6' N1' H1' 120(3) C2' N1' H1' 118(3) O21' C2' N3' 121.2(2) O21' C2' N1' 119.1(2) N3' C2' N1' 119.6(2) C4' N3' C2' 120.2(2) N41' C4' N3' 119.1(3) N41' C4' C5' 121.2(3) N3' C4' C5' 119.7(2) C6' C5' F51' 122.1(2) C6' C5' C4' 119.9(3) F51' C5' C4' 118.0(2) C5' C6' N1' 119.1(3) C5' C6' H6' 120.4 N1' C6' H6' 120.4 C4' N41' H41A 121(2) C4' N41' H41B 115(2) H41A N41' H41B 119(3) O1A C2A N3A 124.3(9) O1A C2A H2A 117.8 N3A C2A H2A 117.8 C2A N3A C5A 125.8(10) C2A N3A C4A 119.8(10) C5A N3A C4A 114.2(8) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C2 1.324(4) N1 C6 1.371(4) C2 N21 1.348(4) C2 N3 1.363(3) N3 C4 1.396(4) N3 H3 0.91(4) C4 O41 1.269(3) C4 C5 1.404(4) C5 C6 1.391(4) C5 H5 0.9500 C6 N61 1.353(4) N21 H21A 0.90(4) N21 H21B 0.85(4) N61 H61A 0.902(19) N61 H61B 0.883(19) N1' C6' 1.366(4) N1' C2' 1.383(4) N1' H1' 0.89(2) C2' O21' 1.256(4) C2' N3' 1.361(4) N3' C4' 1.344(4) C4' N41' 1.330(4) C4' C5' 1.434(4) C5' C6' 1.341(4) C5' F51' 1.361(3) C6' H6' 0.9500 N41' H41A 0.90(4) N41' H41B 0.91(4) O1A C2A 1.231(11) C2A N3A 1.311(10) C2A H2A 0.9500 N3A C5A 1.446(10) N3A C4A 1.478(14) C5A H5A1 0.9800 C5A H5A2 0.9800 C5A H5A3 0.9800 C4A H4A1 0.9800 C4A H4A2 0.9800 C4A H4A3 0.9800 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 N3 H3 N3' . 0.91(4) 2.00(4) 2.907(3) 178(3) N61 H61B N1 2_767 0.883(19) 2.16(2) 3.031(4) 169(4) N61 H61A O1A . 0.902(19) 2.17(3) 2.931(8) 141(3) N21 H21B O41 1_655 0.85(4) 2.31(4) 3.080(3) 150(3) N21 H21A O21' . 0.90(4) 2.03(4) 2.932(3) 175(3) N1' H1' O21' 2_776 0.89(2) 1.85(2) 2.742(3) 179(5) N41' H41B O41 . 0.91(4) 1.96(4) 2.863(3) 172(3) N41' H41A O41 2_566 0.90(4) 2.05(4) 2.885(4) 153(3) 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 C6 N1 C2 N21 -178.4(3) C6 N1 C2 N3 2.2(4) N1 C2 N3 C4 -2.0(5) N21 C2 N3 C4 178.6(3) C2 N3 C4 O41 178.9(3) C2 N3 C4 C5 -0.4(4) O41 C4 C5 C6 -177.0(3) N3 C4 C5 C6 2.3(4) C2 N1 C6 N61 178.8(3) C2 N1 C6 C5 -0.2(4) C4 C5 C6 N61 179.0(3) C4 C5 C6 N1 -2.1(5) C6' N1' C2' O21' 178.3(3) C6' N1' C2' N3' -1.6(4) O21' C2' N3' C4' -178.7(3) N1' C2' N3' C4' 1.2(4) C2' N3' C4' N41' -178.3(3) C2' N3' C4' C5' 0.2(4) N41' C4' C5' C6' 177.2(3) N3' C4' C5' C6' -1.2(4) N41' C4' C5' F51' -1.9(4) N3' C4' C5' F51' 179.7(3) F51' C5' C6' N1' 179.9(3) C4' C5' C6' N1' 0.8(4) C2' N1' C6' C5' 0.6(5) O1A C2A N3A C5A 5.1(19) O1A C2A N3A C4A -178.8(12) _journal_paper_doi 10.1107/S010876811202561X