#------------------------------------------------------------------------------ #$Date: 2016-02-19 22:18:51 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176760 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/28/2012804.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_2012804 loop_ _publ_author_name 'Srivatsan, S. G.' 'Verma, Sandeep' 'Parvez, Masood' _publ_section_title ; 4-Vinylbenzyl analogs of adenine and uracil: reactive monomers for nucleobase polymeric resins ; _journal_issue 7 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first o378 _journal_page_last o380 _journal_paper_doi 10.1107/S0108270102007515 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac 'C13 H12 N2 O2' _chemical_formula_moiety 'C13 H12 N2 O2' _chemical_formula_sum 'C13 H12 N2 O2' _chemical_formula_weight 228.25 _chemical_name_common 1-(4-vinylbenzyl)uracil _chemical_name_systematic 1-(4-vinylbenzyl)uracil _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 5.9603(2) _cell_length_b 7.0132(2) _cell_length_c 25.9571(9) _cell_measurement_reflns_used 6507 _cell_measurement_temperature 170(2) _cell_measurement_theta_max 30.6 _cell_measurement_theta_min 1.0 _cell_volume 1085.03(6) _computing_cell_refinement 'HKL DENZO (Otwinowski & Minor, 1997)' _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_data_reduction 'SCALEPACK (Otwinowski & Minor, 1997)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SAPI91 (Fan, 1991)' _diffrn_ambient_temperature 170(2) _diffrn_measured_fraction_theta_full 0.966 _diffrn_measured_fraction_theta_max 0.966 _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\w and \f' _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 0.098 _diffrn_reflns_av_sigmaI/netI 0.076 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_number 6507 _diffrn_reflns_theta_full 30.6 _diffrn_reflns_theta_max 30.6 _diffrn_reflns_theta_min 3.7 _diffrn_standards_decay_% <0.1 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_T_max 0.986 _exptl_absorpt_correction_T_min 0.983 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SORTAV: Blessing, 1995, 1997)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.395 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 480 _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _refine_diff_density_max 0.31 _refine_diff_density_min -0.32 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.00 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 154 _refine_ls_number_reflns 1901 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.00 _refine_ls_R_factor_all 0.077 _refine_ls_R_factor_gt 0.054 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.00 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0658P)^2^+0.3792P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.120 _refine_ls_wR_factor_ref 0.135 _reflns_number_gt 1525 _reflns_number_total 1901 _reflns_threshold_expression I>2\s(I) _cod_data_source_file fr1366.cif _cod_data_source_block II _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_database_code 2012804 _cod_database_fobs_code 2012804 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol O1 0.0003(3) 0.3922(3) 0.24879(7) 0.0292(4) Uani d . 1 . . O O2 0.5017(3) 0.7921(2) 0.32375(6) 0.0282(4) Uani d . 1 . . O N1 0.5612(3) 0.4711(3) 0.33265(7) 0.0223(4) Uani d . 1 . . N C2 0.4449(4) 0.6285(3) 0.31491(8) 0.0221(5) Uani d . 1 . . C N3 0.2548(3) 0.5856(3) 0.28640(7) 0.0225(4) Uani d . 1 . . N H3 0.1766 0.6828 0.2747 0.027 Uiso calc R 1 . . H C4 0.1757(4) 0.4059(4) 0.27443(8) 0.0218(5) Uani d . 1 . . C C5 0.3071(4) 0.2493(4) 0.29408(8) 0.0239(5) Uani d . 1 . . C H5 0.2644 0.1212 0.2874 0.029 Uiso calc R 1 . . H C6 0.4905(4) 0.2884(3) 0.32191(8) 0.0242(5) Uani d . 1 . . C H6 0.5762 0.1849 0.3349 0.029 Uiso calc R 1 . . H C7 0.7642(4) 0.5008(4) 0.36394(8) 0.0251(5) Uani d . 1 . . C H7A 0.8324 0.6246 0.3544 0.030 Uiso calc R 1 . . H H7B 0.8741 0.3995 0.3557 0.030 Uiso calc R 1 . . H C8 0.7199(4) 0.4996(3) 0.42150(8) 0.0218(4) Uani d . 1 . . C C9 0.5221(4) 0.5691(4) 0.44304(8) 0.0249(5) Uani d . 1 . . C H9 0.4058 0.6144 0.4212 0.030 Uiso calc R 1 . . H C10 0.8878(4) 0.4340(4) 0.45403(9) 0.0252(5) Uani d . 1 . . C H10 1.0238 0.3866 0.4399 0.030 Uiso calc R 1 . . H C11 0.4935(4) 0.5727(4) 0.49629(8) 0.0251(5) Uani d . 1 . . C H11 0.3576 0.6207 0.5104 0.030 Uiso calc R 1 . . H C12 0.8585(4) 0.4372(4) 0.50729(9) 0.0253(5) Uani d . 1 . . C H12 0.9748 0.3911 0.5290 0.030 Uiso calc R 1 . . H C13 0.6610(4) 0.5071(4) 0.52922(8) 0.0235(5) Uani d . 1 . . C C14 0.6372(5) 0.5091(4) 0.58588(8) 0.0281(5) Uani d . 1 . . C H14 0.7706 0.4929 0.6054 0.034 Uiso calc R 1 . . H C15 0.4486(5) 0.5313(4) 0.61217(9) 0.0351(6) Uani d . 1 . . C H15A 0.3106 0.5481 0.5944 0.042 Uiso calc R 1 . . H H15B 0.4514 0.5305 0.6488 0.042 Uiso calc R 1 . . H 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 O1 0.0293(8) 0.0285(9) 0.0297(7) -0.0018(8) -0.0100(7) -0.0011(7) O2 0.0324(10) 0.0266(8) 0.0257(8) -0.0033(8) -0.0031(8) -0.0013(7) N1 0.0212(9) 0.0294(11) 0.0163(7) -0.0002(8) -0.0017(7) 0.0002(7) C2 0.0232(11) 0.0281(11) 0.0151(8) -0.0007(9) 0.0005(8) -0.0002(8) N3 0.0245(10) 0.0232(9) 0.0198(8) -0.0003(9) -0.0025(8) 0.0007(7) C4 0.0246(11) 0.0259(11) 0.0150(8) -0.0022(10) 0.0018(8) 0.0005(8) C5 0.0298(12) 0.0226(10) 0.0193(9) -0.0001(10) 0.0015(10) -0.0006(8) C6 0.0262(13) 0.0263(11) 0.0200(9) 0.0020(10) 0.0011(10) 0.0016(9) C7 0.0188(10) 0.0379(13) 0.0187(9) 0.0015(10) -0.0011(8) -0.0004(10) C8 0.0234(11) 0.0242(10) 0.0177(8) -0.0004(9) -0.0020(8) 0.0001(9) C9 0.0220(11) 0.0326(11) 0.0200(9) 0.0038(11) -0.0039(9) 0.0025(9) C10 0.0221(11) 0.0301(12) 0.0234(10) 0.0038(10) -0.0015(8) -0.0017(9) C11 0.0251(11) 0.0293(11) 0.0209(9) 0.0040(11) 0.0008(9) 0.0000(9) C12 0.0254(11) 0.0277(11) 0.0229(9) 0.0039(10) -0.0071(9) 0.0001(9) C13 0.0284(11) 0.0237(10) 0.0183(8) -0.0012(10) -0.0013(9) -0.0005(9) C14 0.0355(13) 0.0313(13) 0.0174(9) -0.0011(12) -0.0041(9) 0.0009(10) C15 0.0457(15) 0.0397(15) 0.0200(10) 0.0022(13) 0.0029(10) 0.0003(10) 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 _geom_angle_publ_flag C6 N1 C2 121.47(19) y C6 N1 C7 119.7(2) y C2 N1 C7 118.9(2) y O2 C2 N1 123.4(2) n O2 C2 N3 122.1(2) n N1 C2 N3 114.5(2) n C4 N3 C2 126.7(2) y C4 N3 H3 116.7 n C2 N3 H3 116.7 n O1 C4 N3 118.6(2) n O1 C4 C5 126.0(2) n N3 C4 C5 115.5(2) n C6 C5 C4 118.6(2) n C6 C5 H5 120.7 n C4 C5 H5 120.7 n C5 C6 N1 123.3(2) n C5 C6 H6 118.3 n N1 C6 H6 118.3 n N1 C7 C8 113.53(18) n N1 C7 H7A 108.9 n C8 C7 H7A 108.9 n N1 C7 H7B 108.9 n C8 C7 H7B 108.9 n H7A C7 H7B 107.7 n C10 C8 C9 118.81(19) n C10 C8 C7 118.4(2) n C9 C8 C7 122.7(2) n C8 C9 C11 120.6(2) n C8 C9 H9 119.7 n C11 C9 H9 119.7 n C8 C10 C12 120.6(2) n C8 C10 H10 119.7 n C12 C10 H10 119.7 n C13 C11 C9 121.0(2) n C13 C11 H11 119.5 n C9 C11 H11 119.5 n C10 C12 C13 121.0(2) n C10 C12 H12 119.5 n C13 C12 H12 119.5 n C11 C13 C12 118.05(19) n C11 C13 C14 122.6(2) n C12 C13 C14 119.4(2) n C15 C14 C13 126.6(2) n C15 C14 H14 116.7 n C13 C14 H14 116.7 n C14 C15 H15A 120.0 n C14 C15 H15B 120.0 n H15A C15 H15B 120.0 n loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C4 . 1.243(3) y O2 C2 . 1.218(3) y N1 C6 . 1.377(3) y N1 C2 . 1.382(3) y N1 C7 . 1.472(3) y C2 N3 . 1.386(3) n N3 C4 . 1.381(3) y N3 H3 . 0.8800 n C4 C5 . 1.442(3) n C5 C6 . 1.338(3) n C5 H5 . 0.9500 n C6 H6 . 0.9500 n C7 C8 . 1.517(3) n C7 H7A . 0.9900 n C7 H7B . 0.9900 n C8 C10 . 1.388(3) n C8 C9 . 1.393(3) n C9 C11 . 1.393(3) n C9 H9 . 0.9500 n C10 C12 . 1.394(3) n C10 H10 . 0.9500 n C11 C13 . 1.393(3) n C11 H11 . 0.9500 n C12 C13 . 1.396(3) n C12 H12 . 0.9500 n C13 C14 . 1.478(3) n C14 C15 . 1.324(4) y C14 H14 . 0.9500 n C15 H15A . 0.9500 n C15 H15B . 0.9500 n 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 O1 3_555 0.88 1.91 2.788(3) 178 C5 H5 O1 3_545 0.95 2.44 3.296(3) 150 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 C6 N1 C2 O2 179.7(2) n C7 N1 C2 O2 0.1(3) n C6 N1 C2 N3 0.4(3) n C7 N1 C2 N3 -179.22(18) n O2 C2 N3 C4 -179.7(2) n N1 C2 N3 C4 -0.4(3) n C2 N3 C4 O1 179.2(2) n C2 N3 C4 C5 0.0(3) n O1 C4 C5 C6 -178.8(2) n N3 C4 C5 C6 0.3(3) n C4 C5 C6 N1 -0.3(3) n C2 N1 C6 C5 -0.1(3) n C7 N1 C6 C5 179.54(19) n C6 N1 C7 C8 -85.9(3) n C2 N1 C7 C8 93.8(3) n N1 C7 C8 C10 149.0(2) n N1 C7 C8 C9 -33.9(4) n C10 C8 C9 C11 0.0(4) n C7 C8 C9 C11 -177.1(2) n C9 C8 C10 C12 0.2(4) n C7 C8 C10 C12 177.4(2) n C8 C9 C11 C13 -0.1(4) n C8 C10 C12 C13 -0.4(4) n C9 C11 C13 C12 -0.1(4) n C9 C11 C13 C14 179.8(2) n C10 C12 C13 C11 0.3(4) n C10 C12 C13 C14 -179.6(2) n C11 C13 C14 C15 15.5(5) n C12 C13 C14 C15 -164.6(3) n