#------------------------------------------------------------------------------ #$Date: 2012-09-06 14:56:02 +0100 (Thu, 06 Sep 2012) $ #$Revision: 65858 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/51/2105167.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_2105167 loop_ _publ_author_name 'Tutughamiarso, Maya' 'Egert, Ernst' _publ_section_title ; Cocrystals of 5-fluorocytosine. II. Coformers with variable hydrogen-bonding sites ; _journal_coeditor_code GP5053 _journal_issue 4 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 444 _journal_page_last 452 _journal_volume 68 _journal_year 2012 _chemical_formula_moiety 'C6 H7 N3 O3' _chemical_formula_sum 'C6 H7 N3 O3' _chemical_formula_weight 169.15 _chemical_name_systematic ; ? ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 102.194(9) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 11.4303(12) _cell_length_b 7.1695(8) _cell_length_c 8.9753(11) _cell_measurement_reflns_used 1601 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25.99 _cell_measurement_theta_min 3.38 _cell_volume 718.93(14) _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 0.997 _diffrn_measured_fraction_theta_max 0.995 _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 0.1873 _diffrn_reflns_av_sigmaI/netI 0.1425 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 3983 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.55 _diffrn_reflns_theta_min 3.38 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.128 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.563 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 352 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _refine_diff_density_max 0.277 _refine_diff_density_min -0.269 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.853 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 119 _refine_ls_number_reflns 1337 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 0.852 _refine_ls_R_factor_all 0.1052 _refine_ls_R_factor_gt 0.0608 _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^)+(0.0642P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1436 _refine_ls_wR_factor_ref 0.1604 _reflns_number_gt 773 _reflns_number_total 1337 _reflns_threshold_expression I>2sigma(I) _iucr_refine_instructions_details ; TITL pk3-8neu.ins in P2(1)/c CELL 0.71073 11.4303 7.1695 8.9753 90.000 102.194 90.000 ZERR 4.00 0.0012 0.0008 0.0011 0.000 0.009 0.000 LATT 1 SYMM -X, 0.5+Y, 0.5-Z SFAC C H N O UNIT 24 28 12 12 L.S. 30 BOND $H CONF FMAP 2 PLAN 10 SIZE 0.1 0.2 0.1 REM gelber Block ACTA 50 TEMP -100 DFIX 0.88 0.02 N1 H1 N3 H3 N61 H61 EQIV_$1 -x+1, y-1/2, -z+3/2 EQIV_$2 x, y+1, z HTAB N1 O621 HTAB N3 O41_$1 HTAB N61 O21_$2 WGHT 0.0642 0.0000 FVAR 0.74311 N1 3 0.74152 0.24856 0.50139 11.00000 0.03150 0.01244 = 0.03322 -0.00059 0.01420 0.00506 H1 2 0.79757 0.21425 0.44526 11.00000 -1.2 C2 1 0.68709 0.09721 0.55303 11.00000 0.02731 0.01402 = 0.03238 0.00108 0.00929 0.00048 N3 3 0.60500 0.13819 0.63603 11.00000 0.03355 0.00827 = 0.03492 0.00298 0.01675 -0.00049 H3 2 0.57189 0.05809 0.66925 11.00000 -1.2 C4 1 0.57234 0.31717 0.67228 11.00000 0.02526 0.01172 = 0.03110 -0.00550 0.00836 0.00499 C5 1 0.63163 0.46585 0.61605 11.00000 0.02645 0.01207 = 0.03039 0.00083 0.00856 -0.00067 AFIX 43 H5 2 0.61457 0.59062 0.63801 11.00000 -1.20000 AFIX 0 C6 1 0.71306 0.42815 0.53048 11.00000 0.02657 0.01048 = 0.02863 0.00124 0.00557 0.00164 O21 4 0.71353 -0.06324 0.52606 11.00000 0.04846 0.01338 = 0.04708 -0.00464 0.02257 0.00603 O41 4 0.49542 0.33388 0.75179 11.00000 0.03569 0.01822 = 0.04218 -0.00051 0.02024 0.00220 N61 3 0.77158 0.56787 0.46805 11.00000 0.03133 0.01001 = 0.03914 0.00226 0.01557 0.00120 H61 2 0.74852 0.66564 0.48456 11.00000 -1.2 C62 1 0.85804 0.54888 0.38456 11.00000 0.02631 0.02254 = 0.03458 0.00057 0.01263 0.00302 C63 1 0.90522 0.72924 0.33819 11.00000 0.03486 0.03274 = 0.04237 0.00987 0.01659 -0.00426 AFIX 137 H63A 2 0.94863 0.70658 0.25739 11.00000 -1.50000 H63B 2 0.95923 0.78485 0.42565 11.00000 -1.50000 H63C 2 0.83860 0.81401 0.30127 11.00000 -1.50000 AFIX 0 O621 4 0.89445 0.39640 0.35196 11.00000 0.04047 0.02270 = 0.04420 -0.00182 0.02273 0.00543 HKLF 4 END ; _[local]_cod_data_source_file gp5053.cif _[local]_cod_data_source_block II _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' 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_database_code 2105167 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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 N N1 0.7409(3) 0.2480(4) 0.5015(4) 0.0238(7) Uani d D 1 1 H H1 0.797(3) 0.228(6) 0.449(4) 0.029 Uiso d D 1 1 C C2 0.6872(3) 0.0981(5) 0.5530(4) 0.0237(8) Uani d . 1 1 N N3 0.6043(3) 0.1391(4) 0.6365(3) 0.0247(7) Uani d D 1 1 H H3 0.565(3) 0.048(4) 0.669(4) 0.030 Uiso d D 1 1 C C4 0.5720(3) 0.3175(5) 0.6727(4) 0.0211(8) Uani d . 1 1 C C5 0.6314(3) 0.4668(5) 0.6152(4) 0.0233(8) Uani d . 1 1 H H5 0.6143 0.5924 0.6365 0.028 Uiso calc R 1 1 C C6 0.7129(3) 0.4277(5) 0.5294(4) 0.0232(7) Uani d . 1 1 O O21 0.7141(2) -0.0628(4) 0.5264(3) 0.0323(6) Uani d . 1 1 O O41 0.4959(2) 0.3338(4) 0.7509(3) 0.0293(6) Uani d . 1 1 N N61 0.7704(3) 0.5681(4) 0.4679(4) 0.0254(7) Uani d D 1 1 H H61 0.744(3) 0.679(3) 0.482(5) 0.031 Uiso d D 1 1 C C62 0.8584(3) 0.5485(5) 0.3849(4) 0.0262(8) Uani d . 1 1 C C63 0.9059(4) 0.7292(6) 0.3378(5) 0.0323(9) Uani d . 1 1 H H63A 0.9489 0.7060 0.2559 0.048 Uiso calc R 1 1 H H63B 0.9607 0.7849 0.4253 0.048 Uiso calc R 1 1 H H63C 0.8392 0.8149 0.3012 0.048 Uiso calc R 1 1 O O621 0.8944(2) 0.3960(4) 0.3520(3) 0.0343(7) Uani d . 1 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 0.0282(16) 0.0172(14) 0.0278(16) -0.0002(13) 0.0102(13) -0.0013(12) C2 0.0261(18) 0.021(2) 0.0236(18) 0.0016(15) 0.0054(14) -0.0006(14) N3 0.0308(16) 0.0136(14) 0.0315(16) -0.0018(13) 0.0103(13) 0.0018(12) C4 0.0213(16) 0.0206(18) 0.0222(18) 0.0043(15) 0.0066(14) -0.0008(14) C5 0.0246(18) 0.0130(17) 0.0311(19) 0.0021(14) 0.0035(16) 0.0014(14) C6 0.0261(17) 0.0194(17) 0.0230(17) 0.0015(15) 0.0027(14) 0.0024(15) O21 0.0413(15) 0.0169(13) 0.0419(15) 0.0046(12) 0.0158(12) -0.0025(12) O41 0.0316(13) 0.0226(14) 0.0373(14) 0.0004(11) 0.0156(12) -0.0005(11) N61 0.0277(15) 0.0152(14) 0.0357(17) 0.0033(13) 0.0120(13) 0.0005(14) C62 0.0229(16) 0.028(2) 0.0287(18) 0.0011(17) 0.0082(15) 0.0020(16) C63 0.032(2) 0.035(2) 0.033(2) -0.0040(17) 0.0117(17) 0.0062(17) O621 0.0379(14) 0.0290(15) 0.0414(16) 0.0035(12) 0.0205(12) -0.0039(12) 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C6 N1 C2 122.8(3) C6 N1 H1 119(3) C2 N1 H1 119(3) O21 C2 N3 122.8(3) O21 C2 N1 121.6(3) N3 C2 N1 115.6(3) C2 N3 C4 125.4(3) C2 N3 H3 119(3) C4 N3 H3 115(3) O41 C4 N3 118.3(3) O41 C4 C5 125.7(3) N3 C4 C5 115.9(3) C6 C5 C4 119.2(3) C6 C5 H5 120.4 C4 C5 H5 120.4 C5 C6 N1 121.0(3) C5 C6 N61 121.2(3) N1 C6 N61 117.7(3) C62 N61 C6 127.2(3) C62 N61 H61 119(3) C6 N61 H61 114(3) O621 C62 N61 122.7(3) O621 C62 C63 122.9(3) N61 C62 C63 114.4(3) C62 C63 H63A 109.5 C62 C63 H63B 109.5 H63A C63 H63B 109.5 C62 C63 H63C 109.5 H63A C63 H63C 109.5 H63B C63 H63C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C6 1.363(5) N1 C2 1.365(5) N1 H1 0.885(19) C2 O21 1.230(4) C2 N3 1.359(4) N3 C4 1.389(5) N3 H3 0.880(19) C4 O41 1.233(4) C4 C5 1.422(5) C5 C6 1.356(5) C5 H5 0.9500 C6 N61 1.380(5) N61 C62 1.380(4) N61 H61 0.867(19) C62 O621 1.226(4) C62 C63 1.500(5) C63 H63A 0.9800 C63 H63B 0.9800 C63 H63C 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 N1 H1 O621 . 0.885(19) 1.96(3) 2.645(4) 133(4) N3 H3 O41 2_646 0.880(19) 1.89(2) 2.759(4) 171(4) N61 H61 O21 1_565 0.867(19) 1.94(2) 2.799(4) 170(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 C6 N1 C2 O21 -179.9(3) C6 N1 C2 N3 -0.9(5) O21 C2 N3 C4 178.7(3) N1 C2 N3 C4 -0.4(5) C2 N3 C4 O41 -179.4(4) C2 N3 C4 C5 0.5(5) O41 C4 C5 C6 -179.5(4) N3 C4 C5 C6 0.7(4) C4 C5 C6 N1 -1.9(5) C4 C5 C6 N61 178.3(3) C2 N1 C6 C5 2.0(5) C2 N1 C6 N61 -178.1(3) C5 C6 N61 C62 176.9(4) N1 C6 N61 C62 -2.9(5) C6 N61 C62 O621 2.0(6) C6 N61 C62 C63 -178.2(4)